data_HA_MM_HO # CHEMICAL DATA _chemical_name_systematic ? _chemical_name_common 'L-His-L-Ala' _chemical_formula_moiety 'C9 H14 N4 O3, 2(H2 O)' _chemical_formula_sum 'C9 H18 N4 O5' _chemical_formula_weight 262.27 _chemical_compound_source 'Sigma Aldrich' _chemical_absolute_configuration 'ad' # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'X, Y, Z' '-X, 1/2+Y, -Z' _cell_length_a 4.6253(1) _cell_length_b 14.8928(2) _cell_length_c 8.9896(2) _cell_angle_alpha 90 _cell_angle_beta 90.466(1) _cell_angle_gamma 90 _cell_volume 619.22(3) _cell_formula_units_Z 2.0 _cell_measurement_reflns_used 9969 _cell_measurement_theta_min 2.2515 _cell_measurement_theta_max 62.6 _cell_measurement_temperature 100 _exptl_crystal_description 'plate' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.55 _exptl_crystal_size_min 0.18 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.4067 _exptl_crystal_F_000 280.0 _exptl_absorpt_coefficient_mu 0.115 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_process_details ; SADABS version 2008/2 (G. M. Sheldrick, 2008) ; _exptl_absorpt_correction_T_min 0.7230 _exptl_absorpt_correction_T_max 0.7522 # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source ? _diffrn_radiation_monochromator ? _diffrn_measurement_device_type 'Bruker SMART 1K Diffractometer' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 55660 _diffrn_reflns_av_R_equivalents 0.0195 _diffrn_reflns_av_sigmaI/netI 0.0127 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 62.55 _diffrn_reflns_theta_full 62.0 _diffrn_measured_fraction_theta_max 0.983 _diffrn_measured_fraction_theta_full 0.99 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_orient_matrix_UB_11 -6.1534956e-02 _diffrn_orient_matrix_UB_12 -3.6637671e-02 _diffrn_orient_matrix_UB_13 8.7422460e-02 _diffrn_orient_matrix_UB_21 2.0193331e-01 _diffrn_orient_matrix_UB_22 -2.3043213e-02 _diffrn_orient_matrix_UB_23 1.1932763e-02 _diffrn_orient_matrix_UB_31 4.6725642e-02 _diffrn_orient_matrix_UB_32 5.1335730e-02 _diffrn_orient_matrix_UB_33 6.7748614e-02 _diffrn_reflns_reduction_process ? # COMPUTER PROGRAMS USED _computing_data_collection 'SMART, Bruker AXS Madison, 2005' _computing_cell_refinement 'SAINT 7.61A, Bruker AXS Madison, 2008' _computing_data_reduction 'SAINT 7.61A, Bruker AXS Madison, 2008' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' # Refinement details _reflns_number_total 10165 _reflns_number_gt 9426 _reflns_threshold_expression F>2u(F) _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.018 _refine_ls_R_factor_all 0.023 _refine_ls_R_Fsqd_factor 0.02 _refine_ls_wR_factor_ref 0.013 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 9426 _refine_ls_number_parameters 421 _refine_ls_goodness_of_fit_ref 1.705 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; Multipolar refinement was performed on F with the program XDLSM against high resolution data. Positions and ADPs for non-H atoms were taken from high order refinement. Hydrogen atom geometries were found in high/low order refinement(Hoser et al., 2009), hydrogen atoms positions were found by elongating the bond length along the vector of the atom they are attached to and their positions to the values found in periodic optimization. Anisotropic ADPs for hydrogen atoms were generated by the SHADE program. ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(3) 0.55999(6) 0.81232(3) -0.16109(2) 1 2 0.013 O(4) 0.28333(6) 0.583624 -0.04879(3) 1 2 0.014 O(5) 0.53958(6) 0.47405(3) -0.15270(3) 1 2 0.014 O(1W) 0.62309(4) 0.07690(3) 0.75128(2) 1 2 0.014 O(2W) 0.11754(4) -0.02223(3) 0.737591(19) 1 2 0.013 N(1) 0.97276(4) 0.89347(3) 0.01033(2) 1 2 0.011 N(2) 0.80136(5) 0.67804(3) -0.15662(2) 1 2 0.011 N(3) 1.20924(6) 0.74242(3) 0.35502(3) 1 2 0.013 N(4) 1.10873(6) 0.85676(3) 0.50292(3) 1 2 0.014 C(1) 0.95549(5) 0.79401(3) 0.01160(2) 1 2 0.009 C(2) 0.75487(4) 0.76315(3) -0.11449(2) 1 2 0.009 C(3) 0.59716(5) 0.62588(3) -0.24615(2) 1 2 0.010 C(4) 0.46450(4) 0.55451(3) -0.14218(2) 1 2 0.009 C(5) 0.82217(5) 0.76079(3) 0.15797(2) 1 2 0.013 C(6) 0.97645(5) 0.78927(3) 0.29639(2) 1 2 0.011 C(7) 0.91335(6) 0.86042(3) 0.38728(3) 1 2 0.014 C(8) 1.28146(6) 0.78543(3) 0.47882(3) 1 2 0.014 C(9) 0.74148(7) 0.58726(3) -0.38329(3) 1 2 0.018 H(5) 1.130682 0.917828 0.082477 1 2 0.023 H(6) 0.775177 0.921428 0.041651 1 2 0.024 H(7) 1.044887 0.917179 -0.092922 1 2 0.024 H(8) 0.977731 0.644499 -0.113076 1 2 0.024 H(9) 1.129203 0.900107 0.592948 1 2 0.031 H(10) 1.176827 0.769723 0.000608 1 2 0.022 H(11) 0.421717 0.671946 -0.274897 1 2 0.023 H(12) 0.595394 0.78111 0.164325 1 2 0.026 H(13) 0.815727 0.687542 0.152837 1 2 0.025 H(14) 0.749931 0.911852 0.377022 1 2 0.029 H(15) 1.461828 0.770206 0.551477 1 2 0.031 H(16) 0.586945 0.547985 -0.449171 1 2 0.035 H(17) 0.918627 0.541898 -0.353752 1 2 0.035 H(18) 0.821156 0.641366 -0.454517 1 2 0.036 H(1W) 0.673234 0.137036 0.708387 1 2 0.028 H(2W) 0.636765 0.078681 0.861201 1 2 0.030 H(3W) -0.051123 0.017612 0.721358 1 2 0.026 H(4W) 0.293832 0.015452 0.740301 1 2 0.026 DUM0 0 0 0 0 1 0 DUM1 0.657948 0.108534 0.786732 0 1 0 DUM2 0.120136 0.016498 0.734358 0 1 0 DUM3 0.999647 0.800649 0.153051 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(3) 0.01366(6) 0.00958(5) 0.01692(7) 0.00264(6) -0.00527(8) -0.00115(7) O(4) 0.01498(7) 0.01524(9) 0.01265(6) 0.00391(6) 0.00311(8) 0.00216(7) O(5) 0.01394(7) 0.00790(7) 0.01872(7) 0.00102(6) 0.00013(9) 0.00152(7) O(1W) 0.01578(8) 0.01240(6) 0.01417(7) -0.00070(5) -0.00060(5) 0.00029(7) O(2W) 0.01482(8) 0.01212(7) 0.01323(8) -0.00015(4) 0.00051(5) -0.00073(5) N(1) 0.01214(6) 0.00795(5) 0.01158(6) -0.00181(4) -0.00073(5) -0.00034(4) N(2) 0.01059(6) 0.00793(5) 0.01357(7) 0.00048(5) -0.00169(6) -0.00217(5) N(3) 0.01520(7) 0.01148(6) 0.01082(6) 0.00080(6) -0.00043(6) -0.00036(6) N(4) 0.01842(8) 0.01350(7) 0.01106(6) -0.00169(7) -0.00012(6) -0.00280(6) C(1) 0.00873(6) 0.00784(5) 0.01019(6) -0.00064(5) -0.00028(5) -0.00036(5) C(2) 0.00945(6) 0.00736(5) 0.01018(6) -0.00013(5) -0.00060(5) -0.00056(5) C(3) 0.01316(7) 0.00814(5) 0.00930(6) -0.00108(5) -0.00074(6) -0.00038(5) C(4) 0.00991(6) 0.00821(6) 0.01029(6) 0.00039(5) -0.00113(5) 0.00089(5) C(5) 0.01401(7) 0.01334(7) 0.01041(7) -0.00520(6) -0.00062(5) 0.00123(6) C(6) 0.01283(7) 0.01045(6) 0.00944(6) -0.00152(6) -0.00018(6) 0.00009(6) C(7) 0.01533(8) 0.01187(7) 0.01463(7) 0.00068(6) -0.00044(7) -0.00197(6) C(8) 0.01644(9) 0.01435(7) 0.01046(7) -0.00077(7) -0.00198(6) 0.00092(7) C(9) 0.02584(11) 0.01655(8) 0.01226(7) -0.00362(8) 0.00517(8) -0.00367(7) H(5) 0.023109 0.021728 0.022859 -0.002645 -0.007626 -0.002283 H(6) 0.019441 0.020428 0.030934 0.00474 0.000444 -0.002126 H(7) 0.032238 0.021859 0.017899 -0.003326 0.000863 0.004084 H(8) 0.021793 0.020628 0.030485 0.004577 -0.005873 -0.001842 H(9) 0.038563 0.031312 0.021883 0.000996 -0.003423 -0.009588 H(10) 0.016641 0.023467 0.025532 0.003382 0.002062 -0.001015 H(11) 0.02378 0.019445 0.026915 0.003893 -0.004203 0.002001 H(12) 0.018312 0.032596 0.028 0.006537 0.001692 -0.001718 H(13) 0.034712 0.015418 0.025935 -0.00032 0.000404 -0.000127 H(14) 0.027218 0.027352 0.031635 0.008552 -0.001512 -0.007129 H(15) 0.034373 0.031819 0.026306 0.002283 -0.012929 0.000736 H(16) 0.032977 0.040285 0.031191 -0.009952 -0.003171 -0.013269 H(17) 0.036306 0.035825 0.031575 0.014201 0.000099 -0.00168 H(18) 0.050095 0.026239 0.030555 -0.010053 0.012504 0.001854 H(1W) 0.033876 0.020187 0.031337 -0.003033 0.001011 0.006834 H(2W) 0.037723 0.033279 0.019139 -0.002155 -0.003234 0.001311 H(3W) 0.024053 0.024009 0.029444 0.004574 0.001476 0.000793 H(4W) 0.023836 0.024421 0.029718 -0.005096 0.000461 0.000869 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(3) C(2) 1.2320(4) 1_555 1_555 yes O(4) C(4) 1.2674(4) 1_555 1_555 yes O(5) C(4) 1.2513(3) 1_555 1_555 yes O(1W) H(1W) 1.0030(4) 1_555 1_555 yes O(1W) H(2W) 0.9900(2) 1_555 1_555 yes O(2W) H(3W) 0.9900(3) 1_555 1_555 yes O(2W) H(4W) 0.9900(3) 1_555 1_555 yes N(1) H(5) 1.0383(2) 1_555 1_555 yes N(1) H(6) 1.0450(2) 1_555 1_555 yes N(1) H(7) 1.0500(2) 1_555 1_555 yes N(2) C(2) 1.3409(3) 1_555 1_555 yes N(2) C(3) 1.4597(3) 1_555 1_555 yes N(2) H(8) 1.0310(3) 1_555 1_555 yes N(3) C(6) 1.3837(4) 1_555 1_555 yes N(3) C(8) 1.3245(4) 1_555 1_555 yes N(4) C(7) 1.3730(4) 1_555 1_555 yes N(4) C(8) 1.3478(4) 1_555 1_555 yes N(4) H(9) 1.0390(3) 1_555 1_555 yes C(1) C(2) 1.5297(3) 1_555 1_555 yes C(1) C(5) 1.5393(3) 1_555 1_555 yes C(1) H(10) 1.0910(2) 1_555 1_555 yes C(3) C(9) 1.5198(3) 1_555 1_555 yes C(3) H(11) 1.0920(3) 1_555 1_555 yes C(5) C(6) 1.4910(3) 1_555 1_555 yes C(5) H(12) 1.0936(3) 1_555 1_555 yes C(5) H(13) 1.0923(4) 1_555 1_555 yes C(6) C(7) 1.3710(3) 1_555 1_555 yes C(7) H(14) 1.0795(4) 1_555 1_555 yes C(8) H(15) 1.0794(3) 1_555 1_555 yes C(9) H(16) 1.0940(3) 1_555 1_555 yes C(9) H(17) 1.0930(4) 1_555 1_555 yes C(9) H(18) 1.0950(4) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(1W) O(1W) H(2W) 110.29(4) 1_555 1_555 1_555 yes H(3W) O(2W) H(4W) 108.16(4) 1_555 1_555 1_555 yes H(5) N(1) H(6) 107.75(3) 1_555 1_555 1_555 yes H(5) N(1) H(7) 101.99(2) 1_555 1_555 1_555 yes H(6) N(1) H(7) 112.90(3) 1_555 1_555 1_555 yes C(2) N(2) C(3) 123.66(2) 1_555 1_555 1_555 yes C(2) N(2) H(8) 118.62(3) 1_555 1_555 1_555 yes C(3) N(2) H(8) 117.26(2) 1_555 1_555 1_555 yes C(6) N(3) C(8) 105.45(2) 1_555 1_555 1_555 yes C(7) N(4) C(8) 107.28(2) 1_555 1_555 1_555 yes C(7) N(4) H(9) 128.34(3) 1_555 1_555 1_555 yes C(8) N(4) H(9) 124.37(3) 1_555 1_555 1_555 yes C(2) C(1) C(5) 106.977(16) 1_555 1_555 1_555 yes C(2) C(1) H(10) 113.411(18) 1_555 1_555 1_555 yes C(5) C(1) H(10) 110.706(19) 1_555 1_555 1_555 yes O(3) C(2) N(2) 125.76(2) 1_555 1_555 1_555 yes O(3) C(2) C(1) 120.741(18) 1_555 1_555 1_555 yes N(2) C(2) C(1) 113.304(19) 1_555 1_555 1_555 yes N(2) C(3) C(9) 111.235(19) 1_555 1_555 1_555 yes N(2) C(3) H(11) 105.81(2) 1_555 1_555 1_555 yes C(9) C(3) H(11) 112.10(2) 1_555 1_555 1_555 yes O(4) C(4) O(5) 124.27(3) 1_555 1_555 1_555 yes C(1) C(5) C(6) 115.446(18) 1_555 1_555 1_555 yes C(1) C(5) H(12) 110.29(2) 1_555 1_555 1_555 yes C(1) C(5) H(13) 107.210(18) 1_555 1_555 1_555 yes C(6) C(5) H(12) 109.29(2) 1_555 1_555 1_555 yes C(6) C(5) H(13) 109.387(19) 1_555 1_555 1_555 yes H(12) C(5) H(13) 104.64(2) 1_555 1_555 1_555 yes N(3) C(6) C(5) 122.70(2) 1_555 1_555 1_555 yes N(3) C(6) C(7) 109.36(2) 1_555 1_555 1_555 yes C(5) C(6) C(7) 127.91(2) 1_555 1_555 1_555 yes N(4) C(7) C(6) 106.17(2) 1_555 1_555 1_555 yes N(4) C(7) H(14) 123.30(3) 1_555 1_555 1_555 yes C(6) C(7) H(14) 130.53(3) 1_555 1_555 1_555 yes N(3) C(8) N(4) 111.74(3) 1_555 1_555 1_555 yes N(3) C(8) H(15) 126.54(3) 1_555 1_555 1_555 yes N(4) C(8) H(15) 121.63(3) 1_555 1_555 1_555 yes C(3) C(9) H(16) 110.62(2) 1_555 1_555 1_555 yes C(3) C(9) H(17) 111.73(2) 1_555 1_555 1_555 yes C(3) C(9) H(18) 110.36(2) 1_555 1_555 1_555 yes H(16) C(9) H(17) 106.64(4) 1_555 1_555 1_555 yes H(16) C(9) H(18) 107.36(2) 1_555 1_555 1_555 yes H(17) C(9) H(18) 109.98(3) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(3) 6.338(17) 0 0 0 -0.047(7) 0.027(7) 0 0 -0.067(7) 0 0.026(6) 0 0 0.027(5) 0 0 0 0.037(7) 0 0 0.023(7) 0 0 0 0.009(7) 0 0.979374 0.922777 0.983022 0.983022 0.983022 0.983022 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(4) 6.426(14) 0 -0.020(7) -0.005(7) 0 -0.055(8) 0 0 -0.036(7) 0.004(7) 0 -0.002(6) -0.000(6) 0 0 0.021(5) 0.007(5) -0.007(8) 0 0 -0.004(7) 0.010(7) 0 0 0.011(6) -0.003(6) 0.976149 1.005064 0.918795 0.918795 0.918795 0.918795 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(5) 6.443(15) 0 -0.062(7) -0.024(7) 0 -0.063(8) 0 0 -0.063(7) 0.016(7) 0 0.010(6) -0.006(6) 0 0 0.041(5) 0.014(5) 0.006(8) 0 0 -0.005(7) 0.003(7) 0 0 0.020(6) 0.002(6) 0.976149 1.005064 0.918795 0.918795 0.918795 0.918795 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(1W) 6.354(11) 0 0 0 -0.051(7) -0.004(7) 0 0 0.026(7) 0 -0.035(6) 0 0 -0.100(6) 0 0 0 -0.013(8) 0 0 -0.072(7) 0 0 0 0.008(7) 0 0.987616 0.99835 1.071374 1.071374 1.071374 1.071374 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2W) 6.354(11) 0 0 0 -0.057(7) 0.017(6) 0 0 0.056(7) 0 -0.066(6) 0 0 -0.079(6) 0 0 0 -0.037(7) 0 0 -0.029(7) 0 0 0 0.011(7) 0 0.987616 0.99835 1.071374 1.071374 1.071374 1.071374 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.03(2) 0 0 0 -0.036(11) -0.096(9) 0 0 0 0 0.257(10) 0 0 0 0 0.039(8) -0.221(9) -0.015(12) 0 0 0 0 -0.032(10) 0.156(11) 0 0 1.002801 1.075676 1.35537 1.35537 1.35537 1.35537 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2) 5.16(2) 0 -0.020(9) -0.059(9) 0 0.015(7) 0 0 -0.007(7) 0.034(8) 0 0.027(7) 0.018(7) 0 0 0.173(8) 0.028(7) 0.039(9) 0 0 0.011(9) -0.022(9) 0 0 0.002(9) -0.015(9) 0.993431 1 1 1 1 1 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3) 5.30(2) 0 -0.057(9) -0.076(9) 0 -0.086(8) 0 0 -0.050(8) 0.033(8) 0 -0.018(7) -0.030(7) 0 0 0.106(8) -0.054(8) 0.049(10) 0 0 -0.004(9) 0.040(9) 0 0 0.045(9) -0.005(10) 0.977894 1.032681 1.032681 1.032681 1.032681 1.032681 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(4) 5.13(3) 0 0.015(16) -0.024(15) 0 -0.111(10) 0 0 0.052(13) -0.003(12) 0 -0.025(10) -0.001(12) 0 0 0.250(12) 0.028(13) 0.012(13) 0 0 -0.073(13) -0.002(13) 0 0 -0.018(14) 0.020(15) 0.992553 0.851154 0.851154 0.851154 0.851154 0.851154 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 3.75(3) 0 0.051(11) -0.056(12) 0 0.039(9) 0 0 0.101(9) 0.027(8) 0 -0.163(10) -0.164(11) 0 0 0.191(11) -0.131(9) 0.044(13) 0 0 -0.058(13) 0.126(13) 0 0 0.089(11) 0.037(11) 1.022081 0.939354 0.939354 0.939354 0.939354 0.939354 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.09(2) 0 -0.014(13) -0.025(12) 0 -0.263(10) 0 0 -0.017(11) 0.093(10) 0 0.010(12) -0.019(12) 0 0 0.330(13) -0.037(12) 0.077(15) 0 0 -0.030(14) 0.021(15) 0 0 0.022(16) 0.030(16) 0.998937 0.862543 0.862543 0.862543 0.862543 0.862543 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 3.80(3) 0 -0.028(11) -0.036(10) 0 0.018(9) 0 0 0.065(9) 0.030(9) 0 -0.157(10) -0.162(11) 0 0 0.202(10) -0.111(9) 0.084(13) 0 0 -0.018(12) 0.089(14) 0 0 0.120(12) 0.013(12) 1.022081 0.939354 0.939354 0.939354 0.939354 0.939354 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(4) 4.023(19) 0 0.022(10) 0.030(10) 0 -0.248(9) 0 0 0.005(9) -0.011(10) 0 -0.015(10) 0.010(10) 0 0 0.349(12) 0.095(11) 0.060(14) 0 0 -0.039(13) 0.049(14) 0 0 -0.018(15) -0.006(15) 1.000537 0.914889 0.914889 0.914889 0.914889 0.914889 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(5) 3.50(4) 0 0 0 0.003(15) 0.008(10) 0 0 0.003(12) 0 -0.030(14) 0 0 -0.457(15) 0 0 0 -0.114(17) 0 0 0.005(17) 0 0 0 0.097(16) 0 1.036138 0.829257 0.829257 0.829257 0.829257 0.829257 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(6) 4.02(3) 0 -0.070(15) -0.022(15) 0 -0.164(11) 0 0 0.045(12) 0.047(13) 0 0.038(12) 0.007(12) 0 0 0.255(14) -0.024(14) 0.052(15) 0 0 -0.044(15) -0.009(15) 0 0 -0.067(17) 0.045(17) 1.007305 0.903095 0.903095 0.903095 0.903095 0.903095 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(7) 3.68(4) 0 -0.00(2) 0.09(2) 0 -0.162(14) 0 0 -0.066(16) 0.044(17) 0 -0.028(16) 0.084(15) 0 0 0.324(19) -0.09(2) 0.038(19) 0 0 -0.072(19) 0.016(19) 0 0 -0.01(2) 0.00(2) 1.02087 0.822429 0.822429 0.822429 0.822429 0.822429 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(8) 3.71(3) 0 -0.067(18) 0.052(15) 0 -0.186(12) 0 0 0.068(13) -0.029(13) 0 -0.024(12) 0.041(13) 0 0 0.252(16) 0.031(16) 0.055(15) 0 0 -0.047(15) -0.020(15) 0 0 -0.029(19) -0.043(18) 1.02045 0.892548 0.892548 0.892548 0.892548 0.892548 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(9) 3.41(4) 0 0 0 0.022(12) 0.009(11) 0 0 0 0 0.280(13) 0 0 0 0 -0.047(10) -0.234(13) 0.036(15) 0 0 0 0 -0.007(14) 0.193(15) 0 0 1.046144 0.893277 0.893277 0.893277 0.893277 0.893277 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(5) 0.760(10) 0 0 0 0.149(5) 0.103(8) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.089917 1.238414 1.238414 1.238414 1.238414 1.238414 0 2 1 2 2 2 3 2 4 2 H(6) 0.7601 0 0 0 0.1492 0.1025 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.089917 1.238414 1.238414 1.238414 1.238414 1.238414 0 2 1 2 2 2 3 2 4 2 H(7) 0.7601 0 0 0 0.1492 0.1025 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.089917 1.238414 1.238414 1.238414 1.238414 1.238414 0 2 1 2 2 2 3 2 4 2 H(8) 0.905(16) 0 0 0 0.132(9) 0.094(13) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.094789 1.34157 1.34157 1.34157 1.34157 1.34157 0 2 1 2 2 2 3 2 4 2 H(9) 0.77(2) 0 0 0 0.127(11) 0.096(15) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.079105 1.307961 1.307961 1.307961 1.307961 1.307961 0 2 1 2 2 2 3 2 4 2 H(10) 1.118(15) 0 0 0 0.240(11) 0.108(14) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.997228 1.015033 1.015033 1.015033 1.015033 1.015033 0 2 1 2 2 2 3 2 4 2 H(11) 1.1183 0 0 0 0.2395 0.1076 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.997228 1.015033 1.015033 1.015033 1.015033 1.015033 0 2 1 2 2 2 3 2 4 2 H(12) 1.184(18) 0 0 0 0.268(11) 0.143(15) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.967042 0.990392 0.990392 0.990392 0.990392 0.990392 0 2 1 2 2 2 3 2 4 2 H(13) 1.1844 0 0 0 0.268 0.1433 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.967042 0.990392 0.990392 0.990392 0.990392 0.990392 0 2 1 2 2 2 3 2 4 2 H(14) 1.22(3) 0 0 0 0.31(2) 0.14(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.922777 0.983022 0.983022 0.983022 0.983022 0(4) 0 2 1 2 2 2 3 2 4 2 H(15) 1.05(3) 0 0 0 0.35(2) 0.22(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.005064 0.918795 0.918795 0.918795 0.918795 0(4) 0 2 1 2 2 2 3 2 4 2 H(16) 1.119(13) 0 0 0 0.246(8) 0.118(12) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.99835 1.071374 1.071374 1.071374 1.071374 1(4) 0 2 1 2 2 2 3 2 4 2 H(17) 1.1192 0 0 0 0.2455 0.1176 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.99835 1.071374 1.071374 1.071374 1.071374 1(4) 0 2 1 2 2 2 3 2 4 2 H(18) 1.1192 0 0 0 0.2455 0.1176 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.99835 1.071374 1.071374 1.071374 1.071374 1(4) 0 2 1 2 2 2 3 2 4 2 H(1W) 0.823(5) 0 0 0 0.132(4) 0.081(6) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.075676 1.35537 1.35537 1.35537 1.35537 1(4) 0 2 1 2 2 2 3 2 4 2 H(2W) 0.8231 0 0 0 0.1322 0.0807 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.075676 1.35537 1.35537 1.35537 1.35537 1(4) 0 2 1 2 2 2 3 2 4 2 H(3W) 0.8231 0 0 0 0.1322 0.0807 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.075676 1.35537 1.35537 1.35537 1.35537 1(4) 0 2 1 2 2 2 3 2 4 2 H(4W) 0.8231 0 0 0 0.1322 0.0807 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.075676 1.35537 1.35537 1.35537 1.35537 1(4) 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(3) C(2) Z O(3) N(2) Y O(4) C(4) X O(4) O(5) Y O(5) C(4) X O(5) O(4) Y O(1W) DUM1 Z O(1W) H(1W) Y O(2W) DUM2 Z O(2W) H(3W) Y N(1) C(1) Z N(1) H(5) Y N(2) C(2) X N(2) C(3) Y N(3) C(6) X N(3) C(8) Y N(4) H(9) X N(4) C(7) Y C(1) H(10) X C(1) N(1) Y C(2) N(2) X C(2) C(1) Y C(3) H(11) X C(3) N(2) Y C(4) O(4) X C(4) O(5) Y C(5) DUM3 Z C(5) C(1) Y C(6) C(5) X C(6) N(3) Y C(7) N(4) X C(7) C(6) Y C(8) H(15) X C(8) N(3) Y C(9) C(3) Z C(9) H(16) Y H(5) N(1) Z H(5) C(1) Y H(6) N(1) Z H(6) C(1) Y H(7) N(1) Z H(7) C(1) Y H(8) N(2) Z H(8) C(2) Y H(9) N(4) Z H(9) C(7) Y H(10) C(1) Z H(10) N(1) Y H(11) C(3) Z H(11) N(2) Y H(12) C(5) Z H(12) C(1) Y H(13) C(5) Z H(13) C(1) Y H(14) C(7) Z H(14) N(4) Y H(15) C(8) Z H(15) N(3) Y H(16) C(9) Z H(16) C(3) Y H(17) C(9) Z H(17) C(3) Y H(18) C(9) Z H(18) C(3) Y H(1W) O(1W) Z H(1W) H(2W) Y H(2W) O(1W) Z H(2W) H(1W) Y H(3W) O(2W) Z H(3W) H(4W) Y H(4W) O(2W) Z H(4W) H(3W) Y _refine_diff_density_max 0.205 _refine_diff_density_min -0.151 _refine_diff_density_rms 0.029 data_HA_MM_TH _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z _cell_length_a 4.62530(10) _cell_length_b 14.89280(2) _cell_length_c 8.9896(2) _cell_angle_alpha 90 _cell_angle_beta 90.4660(10) _cell_angle_gamma 90 _cell_volume 619.216(19) # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.019 _refine_ls_R_factor_all 0.024 _refine_ls_R_Fsqd_factor 0.02 _refine_ls_wR_factor_ref 0.013 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 9426 _refine_ls_number_parameters 259 _refine_ls_goodness_of_fit_ref 1.719 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; Multipolar refinement was performed on F with the program XDLSM against high resolution data. Positions and ADPs for non-H atoms were taken from TAAM_TH refinement. Hydrogen atoms geometries were taken from TAAM_TH refinement, hydrogen atoms positions were found by elongating the bond lengths along the vector of the atom they are attached to and their positions to the values found in periodic optimization. Anisotropic ADPs for hydrogen atoms were generated by the SHADE program. ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(3) 0.56021 0.81116 -0.16112 1 2 0.013 O(4) 0.2837 0.58246 -0.04897 1 2 0.014 O(5) 0.53977 0.47294 -0.15282 1 2 0.014 O(1W) 0.62305 0.07585 0.75134 1 2 0.014 O(2W) 0.11757 -0.02337 0.73759 1 2 0.013 N(1) 0.97287 0.89231 0.01028 1 2 0.011 N(2) 0.80159 0.6769 -0.15663 1 2 0.011 N(3) 1.2092 0.74132 0.35498 1 2 0.013 N(4) 1.10876 0.85563 0.50299 1 2 0.014 C(1) 0.95557 0.79288 0.01163 1 2 0.009 C(2) 0.75489 0.76203 -0.11445 1 2 0.009 C(3) 0.59716 0.62474 -0.24614 1 2 0.010 C(4) 0.46442 0.55337 -0.14212 1 2 0.009 C(5) 0.82217 0.75951 0.15797 1 2 0.012 C(6) 0.97637 0.78814 0.29638 1 2 0.011 C(7) 0.91333 0.85931 0.3873 1 2 0.014 C(8) 1.28151 0.78428 0.47873 1 2 0.014 C(9) 0.74149 0.58615 -0.38334 1 2 0.018 H(5) 1.125003 0.913565 0.088207 1 2 0.023 H(6) 0.778584 0.922525 0.041332 1 2 0.024 H(7) 1.030606 0.918534 -0.093751 1 2 0.024 H(8) 0.978237 0.643773 -0.112516 1 2 0.024 H(9) 1.135136 0.899018 0.592584 1 2 0.031 H(10) 1.173615 0.766925 -0.004622 1 2 0.022 H(11) 0.426946 0.67132 -0.280493 1 2 0.023 H(12) 0.598401 0.783053 0.161855 1 2 0.026 H(13) 0.810777 0.686366 0.151131 1 2 0.025 H(14) 0.743136 0.908759 0.380149 1 2 0.029 H(15) 1.456411 0.767169 0.553733 1 2 0.031 H(16) 0.587893 0.548708 -0.452665 1 2 0.035 H(17) 0.915287 0.541324 -0.346941 1 2 0.035 H(18) 0.833089 0.640173 -0.450825 1 2 0.036 H(1W) 0.664705 0.137201 0.710782 1 2 0.028 H(2W) 0.645704 0.081099 0.860598 1 2 0.030 H(3W) -0.052726 0.01678 0.731686 1 2 0.026 H(4W) 0.29184 0.015217 0.739813 1 2 0.026 DUM0 0 0 0 0 1 0 DUM1 0.657948 0.108534 0.786732 0 1 0 DUM2 0.120136 0.016498 0.734358 0 1 0 DUM3 0.999647 0.800649 0.153051 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(3) 0.013814 0.00967 0.016923 0.002212 -0.005079 -0.001513 O(4) 0.015107 0.014962 0.012838 0.003709 0.002817 0.002256 O(5) 0.013915 0.007991 0.018674 0.000912 -0.000062 0.001582 O(1W) 0.015305 0.012476 0.014626 -0.000576 -0.000671 0.000201 O(2W) 0.015102 0.012131 0.012943 -0.000165 0.000385 -0.000772 N(1) 0.012227 0.007832 0.011517 -0.001758 -0.00072 -0.000313 N(2) 0.010685 0.007982 0.013351 0.000418 -0.001515 -0.001966 N(3) 0.015112 0.011356 0.011096 0.000863 -0.000298 -0.000236 N(4) 0.018286 0.013558 0.011077 -0.001955 0.000106 -0.002538 C(1) 0.008668 0.007837 0.01018 -0.000634 -0.00024 -0.000404 C(2) 0.009393 0.007366 0.010146 -0.00011 -0.000588 -0.000672 C(3) 0.013223 0.008028 0.009276 -0.001102 -0.000817 -0.00029 C(4) 0.009869 0.008198 0.010238 0.000433 -0.001192 0.000818 C(5) 0.013769 0.013245 0.010382 -0.004931 -0.000608 0.001303 C(6) 0.01271 0.010449 0.009452 -0.001598 -0.000122 0.000198 C(7) 0.01536 0.011689 0.014605 0.000621 -0.000362 -0.001927 C(8) 0.016632 0.014181 0.01037 -0.000834 -0.001878 0.000994 C(9) 0.025821 0.01639 0.012116 -0.00356 0.004999 -0.00353 H(5) 0.023109 0.021728 0.022859 -0.002645 -0.007626 -0.002283 H(6) 0.019441 0.020428 0.030934 0.00474 0.000444 -0.002126 H(7) 0.032238 0.021859 0.017899 -0.003326 0.000863 0.004084 H(8) 0.021793 0.020628 0.030485 0.004577 -0.005873 -0.001842 H(9) 0.038563 0.031312 0.021883 0.000996 -0.003423 -0.009588 H(10) 0.016641 0.023467 0.025532 0.003382 0.002062 -0.001015 H(11) 0.02378 0.019445 0.026915 0.003893 -0.004203 0.002001 H(12) 0.018312 0.032596 0.028 0.006537 0.001692 -0.001718 H(13) 0.034712 0.015418 0.025935 -0.00032 0.000404 -0.000127 H(14) 0.027218 0.027352 0.031635 0.008552 -0.001512 -0.007129 H(15) 0.034373 0.031819 0.026306 0.002283 -0.012929 0.000736 H(16) 0.032977 0.040285 0.031191 -0.009952 -0.003171 -0.013269 H(17) 0.036306 0.035825 0.031575 0.014201 0.000099 -0.00168 H(18) 0.050095 0.026239 0.030555 -0.010053 0.012504 0.001854 H(1W) 0.033876 0.020187 0.031337 -0.003033 0.001011 0.006834 H(2W) 0.037723 0.033279 0.019139 -0.002155 -0.003234 0.001311 H(3W) 0.024053 0.024009 0.029444 0.004574 0.001476 0.000793 H(4W) 0.023836 0.024421 0.029718 -0.005096 0.000461 0.000869 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(3) C(2) 1.2312798692583 1_555 1_555 yes O(4) C(4) 1.264510149128 1_555 1_555 yes O(5) C(4) 1.2514205327929 1_555 1_555 yes O(1W) H(1W) 1.0030069051365 1_555 1_555 yes O(1W) H(2W) 0.99000230912296 1_555 1_555 yes O(2W) H(3W) 0.99000050252003 1_555 1_555 yes O(2W) H(4W) 0.98999939918878 1_555 1_555 yes N(1) H(5) 1.0382998142978 1_555 1_555 yes N(1) H(6) 1.0450014983304 1_555 1_555 yes N(1) H(7) 1.0499993805208 1_555 1_555 yes N(2) C(2) 1.3413221443742 1_555 1_555 yes N(2) C(3) 1.4603402506763 1_555 1_555 yes N(2) H(8) 1.0309978235815 1_555 1_555 yes N(3) C(6) 1.3835511708505 1_555 1_555 yes N(3) C(8) 1.3239024564263 1_555 1_555 yes N(4) C(7) 1.3734630314526 1_555 1_555 yes N(4) C(8) 1.3483149312049 1_555 1_555 yes N(4) H(9) 1.0389948170013 1_555 1_555 yes C(1) C(2) 1.5297557765465 1_555 1_555 yes C(1) C(5) 1.5399788379193 1_555 1_555 yes C(1) H(10) 1.0909982666945 1_555 1_555 yes C(3) C(9) 1.5200484447943 1_555 1_555 yes C(3) H(11) 1.0920032841131 1_555 1_555 yes C(5) C(6) 1.4913776190803 1_555 1_555 yes C(5) H(12) 1.0936022387402 1_555 1_555 yes C(5) H(13) 1.0923001349326 1_555 1_555 yes C(6) C(7) 1.3712627705408 1_555 1_555 yes C(7) H(14) 1.079502863616 1_555 1_555 yes C(8) H(15) 1.0794011635632 1_555 1_555 yes C(9) H(16) 1.0939970944897 1_555 1_555 yes C(9) H(17) 1.0930029559017 1_555 1_555 yes C(9) H(18) 1.0950009082561 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(1W) O(1W) H(2W) 105.64130513574 1_555 1_555 1_555 yes H(3W) O(2W) H(4W) 107.3250562778 1_555 1_555 1_555 yes H(5) N(1) H(6) 105.54697017871 1_555 1_555 1_555 yes H(5) N(1) H(7) 108.15887404567 1_555 1_555 1_555 yes H(6) N(1) H(7) 107.65239387427 1_555 1_555 1_555 yes C(2) N(2) C(3) 123.60870439034 1_555 1_555 1_555 yes C(2) N(2) H(8) 118.19678327109 1_555 1_555 1_555 yes C(3) N(2) H(8) 117.70645218277 1_555 1_555 1_555 yes C(6) N(3) C(8) 105.48123223436 1_555 1_555 1_555 yes C(7) N(4) C(8) 107.22953865548 1_555 1_555 1_555 yes C(7) N(4) H(9) 129.38806252928 1_555 1_555 1_555 yes C(8) N(4) H(9) 123.33370068923 1_555 1_555 1_555 yes C(2) C(1) C(5) 106.92333864416 1_555 1_555 1_555 yes C(2) C(1) H(10) 110.50938548719 1_555 1_555 1_555 yes C(5) C(1) H(10) 112.16613431642 1_555 1_555 1_555 yes O(3) C(2) N(2) 125.75808621117 1_555 1_555 1_555 yes O(3) C(2) C(1) 120.77252939851 1_555 1_555 1_555 yes N(2) C(2) C(1) 113.27796936863 1_555 1_555 1_555 yes N(2) C(3) C(9) 111.19499353312 1_555 1_555 1_555 yes N(2) C(3) H(11) 106.26012023813 1_555 1_555 1_555 yes C(9) C(3) H(11) 109.33529860275 1_555 1_555 1_555 yes O(4) C(4) O(5) 124.39156103762 1_555 1_555 1_555 yes C(1) C(5) C(6) 115.35508465178 1_555 1_555 1_555 yes C(1) C(5) H(12) 108.04049354565 1_555 1_555 1_555 yes C(1) C(5) H(13) 107.05160869303 1_555 1_555 1_555 yes C(6) C(5) H(12) 109.1473792519 1_555 1_555 1_555 yes C(6) C(5) H(13) 110.76889212682 1_555 1_555 1_555 yes H(12) C(5) H(13) 106.03932730346 1_555 1_555 1_555 yes N(3) C(6) C(5) 122.61891421507 1_555 1_555 1_555 yes N(3) C(6) C(7) 109.34343026811 1_555 1_555 1_555 yes C(5) C(6) C(7) 128.00267075512 1_555 1_555 1_555 yes N(4) C(7) C(6) 106.18065120991 1_555 1_555 1_555 yes N(4) C(7) H(14) 123.19094624989 1_555 1_555 1_555 yes C(6) C(7) H(14) 130.56441795939 1_555 1_555 1_555 yes N(3) C(8) N(4) 111.76387340484 1_555 1_555 1_555 yes N(3) C(8) H(15) 126.42175277611 1_555 1_555 1_555 yes N(4) C(8) H(15) 121.81199482727 1_555 1_555 1_555 yes C(3) C(9) H(16) 111.56075793368 1_555 1_555 1_555 yes C(3) C(9) H(17) 108.34884667339 1_555 1_555 1_555 yes C(3) C(9) H(18) 110.25492083819 1_555 1_555 1_555 yes H(16) C(9) H(17) 109.38018856794 1_555 1_555 1_555 yes H(16) C(9) H(18) 108.13711879438 1_555 1_555 1_555 yes H(17) C(9) H(18) 109.12912567535 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(3) 6.355(15) 0 0 0 -0.068(4) -0.023(4) 0 0 -0.073(4) 0 0.029(6) 0 0 0.030(5) 0 0 0 0.028(7) 0 0 0.017(7) 0 0 0 0.006(6) 0 0.979374 0.922777 0.983022 0.983022 0.983022 0.983022 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(4) 6.430(13) 0 -0.060(4) -0.001(4) 0 -0.043(4) 0 0 -0.071(4) 0.005(4) 0 -0.001(6) -0.003(6) 0 0 0.018(5) 0.013(5) -0.000(8) 0 0 -0.006(7) 0.010(7) 0 0 0.007(6) 0.002(6) 0.976149 1.005064 0.918795 0.918795 0.918795 0.918795 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(5) 6.429(14) 0 -0.067(4) -0.005(4) 0 -0.049(4) 0 0 -0.064(4) 0.004(4) 0 0.004(6) -0.006(5) 0 0 0.036(5) 0.013(5) 0.010(8) 0 0 -0.002(7) -0.003(7) 0 0 0.025(6) 0.001(6) 0.976149 1.005064 0.918795 0.918795 0.918795 0.918795 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(1W) 6.323(10) 0 0 0 -0.076(4) -0.014(5) 0 0 0.056(4) 0 -0.041(6) 0 0 -0.107(6) 0 0 0 -0.007(8) 0 0 -0.059(7) 0 0 0 0.019(7) 0 0.987616 0.99835 1.071374 1.071374 1.071374 1.071374 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2W) 6.323(10) 0 0 0 -0.058(5) 0.017(4) 0 0 0.076(4) 0 -0.062(6) 0 0 -0.072(6) 0 0 0 -0.034(7) 0 0 -0.030(7) 0 0 0 0.022(7) 0 0.987616 0.99835 1.071374 1.071374 1.071374 1.071374 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.02(2) 0 0 0 -0.033(10) -0.091(7) 0 0 0 0 0.263(10) 0 0 0 0 -0.008(8) -0.234(9) -0.002(12) 0 0 0 0 -0.014(10) 0.170(11) 0 0 1.002801 1.075676 1.35537 1.35537 1.35537 1.35537 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2) 5.13(2) 0 -0.017(7) -0.043(7) 0 0.028(6) 0 0 -0.017(6) 0.044(6) 0 0.029(7) 0.017(7) 0 0 0.169(8) 0.011(7) 0.029(9) 0 0 0.014(9) -0.017(9) 0 0 0.005(9) -0.009(9) 0.993431 1 1 1 1 1 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3) 5.29(2) 0 -0.063(7) -0.079(7) 0 -0.081(6) 0 0 -0.030(6) 0.054(6) 0 -0.014(7) -0.028(7) 0 0 0.099(8) -0.050(8) 0.037(9) 0 0 -0.004(9) 0.032(9) 0 0 0.051(9) 0.003(9) 0.977894 1.032681 1.032681 1.032681 1.032681 1.032681 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(4) 5.10(3) 0 -0.008(12) 0.005(11) 0 -0.053(8) 0 0 0.051(10) -0.003(9) 0 -0.030(10) 0.002(11) 0 0 0.248(12) 0.044(12) 0.016(13) 0 0 -0.066(13) -0.015(13) 0 0 -0.046(14) 0.022(14) 0.992553 0.851154 0.851154 0.851154 0.851154 0.851154 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 3.74(3) 0 0.039(10) -0.068(10) 0 0.023(8) 0 0 0.102(8) 0.041(7) 0 -0.162(10) -0.169(11) 0 0 0.206(10) -0.094(9) 0.057(13) 0 0 -0.074(12) 0.123(13) 0 0 0.083(10) 0.071(11) 1.022081 0.939354 0.939354 0.939354 0.939354 0.939354 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.09(2) 0 -0.015(11) -0.054(10) 0 -0.273(9) 0 0 -0.015(9) 0.096(9) 0 0.009(11) -0.003(12) 0 0 0.342(13) -0.052(12) 0.071(15) 0 0 -0.055(14) 0.013(15) 0 0 0.010(16) 0.007(15) 0.998937 0.862543 0.862543 0.862543 0.862543 0.862543 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 3.79(3) 0 -0.012(9) -0.026(8) 0 0.022(8) 0 0 0.066(8) 0.024(8) 0 -0.146(10) -0.175(10) 0 0 0.208(10) -0.103(9) 0.093(13) 0 0 -0.021(12) 0.095(13) 0 0 0.113(12) 0.035(12) 1.022081 0.939354 0.939354 0.939354 0.939354 0.939354 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(4) 3.989(18) 0 0.020(9) 0.031(9) 0 -0.253(8) 0 0 0.020(8) -0.013(8) 0 -0.015(10) 0.000(10) 0 0 0.363(11) 0.085(11) 0.063(14) 0 0 -0.029(13) 0.022(14) 0 0 0.004(14) 0.006(14) 1.000537 0.914889 0.914889 0.914889 0.914889 0.914889 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(5) 3.46(4) 0 0 0 0.049(14) -0.015(9) 0 0 -0.003(11) 0 -0.047(14) 0 0 -0.454(15) 0 0 0 -0.160(17) 0 0 -0.004(16) 0 0 0 0.098(16) 0 1.036138 0.829257 0.829257 0.829257 0.829257 0.829257 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(6) 3.94(3) 0 -0.081(13) -0.029(13) 0 -0.158(9) 0 0 0.044(10) 0.041(10) 0 0.031(11) -0.007(11) 0 0 0.240(14) -0.044(14) 0.052(15) 0 0 -0.019(15) -0.023(14) 0 0 -0.059(16) 0.041(16) 1.007305 0.903095 0.903095 0.903095 0.903095 0.903095 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(7) 3.71(4) 0 -0.026(17) 0.10(2) 0 -0.153(12) 0 0 -0.091(13) 0.052(14) 0 -0.033(15) 0.051(15) 0 0 0.316(18) -0.076(18) 0.050(19) 0 0 -0.057(19) 0.003(18) 0 0 -0.03(2) 0.03(2) 1.02087 0.822429 0.822429 0.822429 0.822429 0.822429 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(8) 3.71(3) 0 -0.054(15) 0.036(12) 0 -0.189(10) 0 0 0.055(11) -0.036(11) 0 -0.035(12) 0.025(12) 0 0 0.291(15) 0.063(15) 0.073(15) 0 0 -0.031(15) -0.032(15) 0 0 -0.025(18) -0.049(17) 1.02045 0.892548 0.892548 0.892548 0.892548 0.892548 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(9) 3.39(4) 0 0 0 0.032(10) 0.004(9) 0 0 0 0 0.290(13) 0 0 0 0 0.023(10) -0.231(13) 0.025(15) 0 0 0 0 -0.056(14) 0.201(15) 0 0 1.046144 0.893277 0.893277 0.893277 0.893277 0.893277 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(5) 0.752(10) 0 0 0 0.149(5) 0.104(8) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.089917 1.238414 1.238414 1.238414 1.238414 1.238414 0 2 1 2 2 2 3 2 4 2 H(6) 0.7522 0 0 0 0.1487 0.1041 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.089917 1.238414 1.238414 1.238414 1.238414 1.238414 0 2 1 2 2 2 3 2 4 2 H(7) 0.7522 0 0 0 0.1487 0.1041 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.089917 1.238414 1.238414 1.238414 1.238414 1.238414 0 2 1 2 2 2 3 2 4 2 H(8) 0.927(15) 0 0 0 0.139(9) 0.101(12) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.094789 1.34157 1.34157 1.34157 1.34157 1.34157 0 2 1 2 2 2 3 2 4 2 H(9) 0.84(2) 0 0 0 0.148(10) 0.116(15) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.079105 1.307961 1.307961 1.307961 1.307961 1.307961 0 2 1 2 2 2 3 2 4 2 H(10) 1.125(14) 0 0 0 0.242(10) 0.110(14) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.997228 1.015033 1.015033 1.015033 1.015033 1.015033 0 2 1 2 2 2 3 2 4 2 H(11) 1.1249 0 0 0 0.2416 0.1101 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.997228 1.015033 1.015033 1.015033 1.015033 1.015033 0 2 1 2 2 2 3 2 4 2 H(12) 1.224(17) 0 0 0 0.285(11) 0.156(14) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.967042 0.990392 0.990392 0.990392 0.990392 0.990392 0 2 1 2 2 2 3 2 4 2 H(13) 1.2235 0 0 0 0.2851 0.156 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.967042 0.990392 0.990392 0.990392 0.990392 0.990392 0 2 1 2 2 2 3 2 4 2 H(14) 1.23(3) 0 0 0 0.317(19) 0.14(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.922777 0.983022 0.983022 0.983022 0.983022 0(4) 0 2 1 2 2 2 3 2 4 2 H(15) 1.05(2) 0 0 0 0.37(2) 0.26(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.005064 0.918795 0.918795 0.918795 0.918795 0(4) 0 2 1 2 2 2 3 2 4 2 H(16) 1.140(13) 0 0 0 0.240(8) 0.130(12) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.99835 1.071374 1.071374 1.071374 1.071374 1(4) 0 2 1 2 2 2 3 2 4 2 H(17) 1.1404 0 0 0 0.2403 0.1295 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.99835 1.071374 1.071374 1.071374 1.071374 1(4) 0 2 1 2 2 2 3 2 4 2 H(18) 1.1404 0 0 0 0.2403 0.1295 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.99835 1.071374 1.071374 1.071374 1.071374 1(4) 0 2 1 2 2 2 3 2 4 2 H(1W) 0.839(5) 0 0 0 0.138(4) 0.092(6) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.075676 1.35537 1.35537 1.35537 1.35537 1(4) 0 2 1 2 2 2 3 2 4 2 H(2W) 0.8385 0 0 0 0.1378 0.0921 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.075676 1.35537 1.35537 1.35537 1.35537 1(4) 0 2 1 2 2 2 3 2 4 2 H(3W) 0.8385 0 0 0 0.1378 0.0921 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.075676 1.35537 1.35537 1.35537 1.35537 1(4) 0 2 1 2 2 2 3 2 4 2 H(4W) 0.8385 0 0 0 0.1378 0.0921 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.075676 1.35537 1.35537 1.35537 1.35537 1(4) 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(3) C(2) Z O(3) N(2) Y O(4) C(4) X O(4) O(5) Y O(5) C(4) X O(5) O(4) Y O(1W) DUM1 Z O(1W) H(1W) Y O(2W) DUM2 Z O(2W) H(3W) Y N(1) C(1) Z N(1) H(5) Y N(2) C(2) X N(2) C(3) Y N(3) C(6) X N(3) C(8) Y N(4) H(9) X N(4) C(7) Y C(1) H(10) X C(1) N(1) Y C(2) N(2) X C(2) C(1) Y C(3) H(11) X C(3) N(2) Y C(4) O(4) X C(4) O(5) Y C(5) DUM3 Z C(5) C(1) Y C(6) C(5) X C(6) N(3) Y C(7) N(4) X C(7) C(6) Y C(8) H(15) X C(8) N(3) Y C(9) C(3) Z C(9) H(16) Y H(5) N(1) Z H(5) C(1) Y H(6) N(1) Z H(6) C(1) Y H(7) N(1) Z H(7) C(1) Y H(8) N(2) Z H(8) C(2) Y H(9) N(4) Z H(9) C(7) Y H(10) C(1) Z H(10) N(1) Y H(11) C(3) Z H(11) N(2) Y H(12) C(5) Z H(12) C(1) Y H(13) C(5) Z H(13) C(1) Y H(14) C(7) Z H(14) N(4) Y H(15) C(8) Z H(15) N(3) Y H(16) C(9) Z H(16) C(3) Y H(17) C(9) Z H(17) C(3) Y H(18) C(9) Z H(18) C(3) Y H(1W) O(1W) Z H(1W) H(2W) Y H(2W) O(1W) Z H(2W) H(1W) Y H(3W) O(2W) Z H(3W) H(4W) Y H(4W) O(2W) Z H(4W) H(3W) Y _refine_diff_density_max 0.233 _refine_diff_density_min -0.175 _refine_diff_density_rms 0.030 data_HA_TAAM_EL _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z _cell_length_a 4.62530(10) _cell_length_b 14.89280(2) _cell_length_c 8.9896(2) _cell_angle_alpha 90 _cell_angle_beta 90.4660(10) _cell_angle_gamma 90 _cell_volume 619.216(19) # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.02 _refine_ls_R_factor_all 0.026 _refine_ls_R_Fsqd_factor 0.025 _refine_ls_wR_factor_ref 0.017 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 9426 _refine_ls_number_parameters 234 _refine_ls_goodness_of_fit_ref 2.306 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_EL - transfered aspherical atom model refinement against high resolution data, with pseudoatoms from the ELMAM database used. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(3) 0.56001(5) 0.81442(2) -0.16111(3) 1 2 0.013 O(4) 0.28343(5) 0.585718 -0.04887(3) 1 2 0.014 O(5) 0.53977(5) 0.47603(2) -0.15278(3) 1 2 0.014 O(1W) 0.62299(5) 0.07888(2) 0.75120(3) 1 2 0.014 O(2W) 0.11746(5) -0.02028(2) 0.73756(3) 1 2 0.013 N(1) 0.97276(6) 0.89556(2) 0.01030(3) 1 2 0.011 N(2) 0.80145(5) 0.68005(2) -0.15659(3) 1 2 0.011 N(3) 1.20916(6) 0.74444(2) 0.35487(3) 1 2 0.013 N(4) 1.10871(6) 0.85882(2) 0.50290(3) 1 2 0.014 C(1) 0.95551(5) 0.79601(2) 0.01163(3) 1 2 0.009 C(2) 0.75498(5) 0.76521(2) -0.11443(3) 1 2 0.009 C(3) 0.59712(6) 0.62795(2) -0.24619(3) 1 2 0.010 C(4) 0.46439(6) 0.55657(2) -0.14220(3) 1 2 0.010 C(5) 0.82223(7) 0.76283(2) 0.15786(3) 1 2 0.013 C(6) 0.97656(6) 0.79134(2) 0.29641(3) 1 2 0.011 C(7) 0.91348(7) 0.86250(3) 0.38735(3) 1 2 0.014 C(8) 1.28137(7) 0.78745(3) 0.47873(3) 1 2 0.014 C(9) 0.74125(9) 0.58931(3) -0.38318(4) 1 2 0.018 H(5) 1.1338(18) 0.9191(6) 0.0845(9) 1 2 0.0181(17) H(6) 0.7778(17) 0.9245(5) 0.0415(9) 1 2 0.0167(16) H(7) 1.0340(18) 0.9190(5) -0.0925(9) 1 2 0.0186(17) H(8) 0.9762(15) 0.6480(5) -0.1139(8) 1 2 0.0131(15) H(9) 1.145(2) 0.9020(6) 0.5919(9) 1 2 0.034(2) H(10) 1.1668(14) 0.7725(4) -0.0014(7) 1 2 0.0122(13) H(11) 0.4265(13) 0.6719(4) -0.2712(7) 1 2 0.0107(13) H(12) 0.6031(16) 0.7855(5) 0.1617(8) 1 2 0.0215(16) H(13) 0.8151(15) 0.6879(5) 0.1547(8) 1 2 0.0196(15) H(14) 0.7629(15) 0.9111(5) 0.3871(8) 1 2 0.0212(15) H(15) 1.4499(17) 0.7744(5) 0.5574(8) 1 2 0.0289(18) H(16) 0.5876(18) 0.5482(6) -0.4488(9) 1 2 0.027(2) H(17) 0.9140(17) 0.5435(5) -0.3511(9) 1 2 0.0247(19) H(18) 0.8297(17) 0.6465(5) -0.4485(8) 1 2 0.0219(17) H(1W) 0.6700(18) 0.1389(6) 0.7128(9) 1 2 0.030(2) H(2W) 0.6445(17) 0.0858(5) 0.8559(8) 1 2 0.0212(16) H(3W) -0.0403(18) 0.0177(5) 0.7311(9) 1 2 0.0256(19) H(4W) 0.290(2) 0.0202(6) 0.7376(10) 1 2 0.032(2) DUM0 0.674173 0.132063 0.813269 0 1 0 DUM1 0.120784 0.046627 0.733764 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(3) 0.01378(8) 0.00969(6) 0.01685(8) 0.00244(6) -0.00512(7) -0.00120(6) O(4) 0.01475(8) 0.01545(8) 0.01258(7) 0.00382(6) 0.00291(6) 0.00195(7) O(5) 0.01398(8) 0.00777(6) 0.01894(9) 0.00101(6) -0.00042(7) 0.00139(6) O(1W) 0.01580(9) 0.01244(7) 0.01423(8) -0.00076(6) -0.00061(7) 0.00029(6) O(2W) 0.01451(8) 0.01232(7) 0.01329(7) -0.00010(6) 0.00036(6) -0.00064(6) N(1) 0.01247(8) 0.00764(6) 0.01177(7) -0.00181(6) -0.00072(6) -0.00019(6) N(2) 0.01078(8) 0.00781(6) 0.01377(8) 0.00037(5) -0.00180(6) -0.00233(6) N(3) 0.01529(9) 0.01187(7) 0.01067(7) 0.00013(6) -0.00035(7) -0.00020(6) N(4) 0.01845(10) 0.01374(8) 0.01109(7) -0.00171(7) -0.00015(7) -0.00249(7) C(1) 0.00909(8) 0.00756(6) 0.01035(8) -0.00072(6) -0.00027(6) -0.00035(6) C(2) 0.00938(8) 0.00742(6) 0.01040(7) -0.00000(6) -0.00088(6) -0.00071(6) C(3) 0.01325(9) 0.00825(7) 0.00931(8) -0.00139(6) -0.00085(7) -0.00049(6) C(4) 0.01006(8) 0.00821(7) 0.01042(8) 0.00040(6) -0.00099(6) 0.00095(6) C(5) 0.01413(10) 0.01340(8) 0.01032(8) -0.00514(8) -0.00062(7) 0.00120(7) C(6) 0.01280(9) 0.01077(8) 0.00947(8) -0.00170(7) -0.00013(7) 0.00027(7) C(7) 0.01521(10) 0.01206(9) 0.01488(9) 0.00070(8) -0.00033(8) -0.00180(8) C(8) 0.01644(11) 0.01431(9) 0.01071(8) -0.00052(8) -0.00203(8) 0.00119(8) C(9) 0.02582(15) 0.01680(11) 0.01238(10) -0.00368(10) 0.00520(10) -0.00365(9) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(3) C(2) 1.2329(3) 1_555 1_555 yes O(4) C(4) 1.2666(3) 1_555 1_555 yes O(5) C(4) 1.2530(3) 1_555 1_555 yes O(1W) H(1W) 0.983(8) 1_555 1_555 yes O(1W) H(2W) 0.952(7) 1_555 1_555 yes O(2W) H(3W) 0.925(8) 1_555 1_555 yes O(2W) H(4W) 0.999(9) 1_555 1_555 yes N(1) H(5) 1.056(8) 1_555 1_555 yes N(1) H(6) 1.040(8) 1_555 1_555 yes N(1) H(7) 1.029(8) 1_555 1_555 yes N(2) C(2) 1.3416(3) 1_555 1_555 yes N(2) C(3) 1.4600(3) 1_555 1_555 yes N(2) H(8) 1.012(7) 1_555 1_555 yes N(3) C(6) 1.3829(4) 1_555 1_555 yes N(3) C(8) 1.3250(4) 1_555 1_555 yes N(4) C(7) 1.3719(4) 1_555 1_555 yes N(4) C(8) 1.3482(4) 1_555 1_555 yes N(4) H(9) 1.040(8) 1_555 1_555 yes C(1) C(2) 1.5290(4) 1_555 1_555 yes C(1) C(5) 1.5380(4) 1_555 1_555 yes C(1) H(10) 1.046(6) 1_555 1_555 yes C(3) C(9) 1.5184(4) 1_555 1_555 yes C(3) H(11) 1.048(6) 1_555 1_555 yes C(5) C(6) 1.4922(4) 1_555 1_555 yes C(5) H(12) 1.069(7) 1_555 1_555 yes C(5) H(13) 1.117(7) 1_555 1_555 yes C(6) C(7) 1.3712(4) 1_555 1_555 yes C(7) H(14) 1.004(7) 1_555 1_555 yes C(8) H(15) 1.066(8) 1_555 1_555 yes C(9) H(16) 1.105(8) 1_555 1_555 yes C(9) H(17) 1.087(8) 1_555 1_555 yes C(9) H(18) 1.115(8) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(1W) O(1W) H(2W) 103.2(7) 1_555 1_555 1_555 yes H(3W) O(2W) H(4W) 105.1(7) 1_555 1_555 1_555 yes H(5) N(1) H(6) 107.5(6) 1_555 1_555 1_555 yes H(5) N(1) H(7) 104.9(6) 1_555 1_555 1_555 yes H(6) N(1) H(7) 110.3(6) 1_555 1_555 1_555 yes C(2) N(2) C(3) 123.63(2) 1_555 1_555 1_555 yes C(2) N(2) H(8) 117.9(4) 1_555 1_555 1_555 yes C(3) N(2) H(8) 118.0(4) 1_555 1_555 1_555 yes C(6) N(3) C(8) 105.38(2) 1_555 1_555 1_555 yes C(7) N(4) C(8) 107.25(2) 1_555 1_555 1_555 yes C(7) N(4) H(9) 131.3(5) 1_555 1_555 1_555 yes C(8) N(4) H(9) 121.3(5) 1_555 1_555 1_555 yes C(2) C(1) C(5) 106.99(2) 1_555 1_555 1_555 yes C(2) C(1) H(10) 112.2(4) 1_555 1_555 1_555 yes C(5) C(1) H(10) 111.7(3) 1_555 1_555 1_555 yes O(3) C(2) N(2) 125.74(3) 1_555 1_555 1_555 yes O(3) C(2) C(1) 120.77(2) 1_555 1_555 1_555 yes N(2) C(2) C(1) 113.29(2) 1_555 1_555 1_555 yes N(2) C(3) C(9) 111.24(2) 1_555 1_555 1_555 yes N(2) C(3) H(11) 105.6(3) 1_555 1_555 1_555 yes C(9) C(3) H(11) 113.4(3) 1_555 1_555 1_555 yes O(4) C(4) O(5) 124.34(3) 1_555 1_555 1_555 yes C(1) C(5) C(6) 115.45(2) 1_555 1_555 1_555 yes C(1) C(5) H(12) 108.3(4) 1_555 1_555 1_555 yes C(1) C(5) H(13) 108.1(4) 1_555 1_555 1_555 yes C(6) C(5) H(12) 109.3(4) 1_555 1_555 1_555 yes C(6) C(5) H(13) 108.6(4) 1_555 1_555 1_555 yes H(12) C(5) H(13) 106.7(5) 1_555 1_555 1_555 yes N(3) C(6) C(5) 122.61(2) 1_555 1_555 1_555 yes N(3) C(6) C(7) 109.42(2) 1_555 1_555 1_555 yes C(5) C(6) C(7) 127.94(3) 1_555 1_555 1_555 yes N(4) C(7) C(6) 106.18(3) 1_555 1_555 1_555 yes N(4) C(7) H(14) 118.9(4) 1_555 1_555 1_555 yes C(6) C(7) H(14) 134.9(4) 1_555 1_555 1_555 yes N(3) C(8) N(4) 111.78(3) 1_555 1_555 1_555 yes N(3) C(8) H(15) 130.4(4) 1_555 1_555 1_555 yes N(4) C(8) H(15) 117.8(4) 1_555 1_555 1_555 yes C(3) C(9) H(16) 111.0(4) 1_555 1_555 1_555 yes C(3) C(9) H(17) 110.4(4) 1_555 1_555 1_555 yes C(3) C(9) H(18) 107.6(4) 1_555 1_555 1_555 yes H(16) C(9) H(17) 105.2(6) 1_555 1_555 1_555 yes H(16) C(9) H(18) 112.3(6) 1_555 1_555 1_555 yes H(17) C(9) H(18) 110.3(6) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(3) 6.2977 0 -0.075 0 0 -0.078 0 0 -0.07 0 0 0 0 0 0 0.039 0 0 0 0 0 0 0 0 0 0 0.977 0.96 0.96 0.96 0.96 0.96 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(4) 6.3447 0 -0.067 0 0 -0.034 0 0 -0.042 0 0 0 0 0 0 0.057 0 0 0 0 0 0 0 0 0 0 0.975 0.843 0.843 0.843 0.843 0.843 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(5) 6.3447 0 -0.067 0 0 -0.034 0 0 -0.042 0 0 0 0 0 0 0.057 0 0 0 0 0 0 0 0 0 0 0.975 0.843 0.843 0.843 0.843 0.843 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(1W) 6.462 0 -0.059 0 0 0.061 0 0 0.024 0 0 -0.032 0 0 0 -0.102 0 0 0 0 0 0 0 0 0 0 0.97854 0.70348 0.70348 0.70348 0.70348 0.70348 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2W) 6.462 0 -0.059 0 0 0.061 0 0 0.024 0 0 -0.032 0 0 0 -0.102 0 0 0 0 0 0 0 0 0 0 0.97854 0.70348 0.70348 0.70348 0.70348 0.70348 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.5507 0 -0.079 0 0 0 0 0 0 0 0 -0.162 -0.201 0 0 0.197 0.051 0 0 0 0 0 0 0 0 0 0.98 1.16223 1.50092 1.50092 1.50092 1.50092 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2) 5.3027 0 0 -0.072 0 -0.05 0 0 0 0 0 0 0 0 0 0.26 0 0 0 0 0 0 0 0 0 0 0.987 0.867 0.867 0.867 0.867 0.867 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3) 5.5157 0 -0.069 0 0 0 0 0 -0.082 -0.048 0 0 -0.071 0 0 0.185 0.082 0 0 0 0 0 0 0 0 0 0.973 0.951 0.951 0.951 0.951 0.951 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(4) 5.2457 0 0 0 0 -0.067 0 0 0 0.048 0 0 0 0 0 0.256 0 0 0 0 0 0 0 0 0 0 0.993 0.846 0.846 0.846 0.846 0.846 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.1017 0 0 -0.049 0 0 0 0 0 0 0 -0.171 -0.261 0 0 0.26 0.057 0 0 0 0 0 0 0 0 0 0.993 0.916 0.916 0.916 0.916 0.916 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 3.9667 0 0.102 0 0 -0.304 0 0 0.102 0 0 0 0 0 0 0.411 0 0 0 0 0 0 0 0 0 0 0.998 0.941 0.941 0.941 0.941 0.941 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 4.1017 0 0 -0.049 0 0 0 0 0 0 0 -0.171 -0.261 0 0 0.26 0.057 0 0 0 0 0 0 0 0 0 0.993 0.916 0.916 0.916 0.916 0.916 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(4) 4.1027 0 -0.063 0 0 -0.309 0 0 0 0 0 0 0 0 0 0.454 0 0 0 0 0 0 0 0 0 0 0.989 0.927 0.927 0.927 0.927 0.927 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(5) 4.1757 0 -0.053 0 0 0 0 0 0 0 0 -0.165 -0.226 0 0 0.242 0.065 0 0 0 0 0 0 0 0 0 0.989 0.911 0.911 0.911 0.911 0.911 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(6) 4.0187 0 0.068 -0.034 0 -0.066 0 0 0 0.063 0 0 0 0 0 0.241 0.103 0 0 0 0 0 0 0 0 0 1.021 0.968 0.968 0.968 0.968 0.968 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(7) 4.0187 0 0.068 -0.034 0 -0.066 0 0 0 0.063 0 0 0 0 0 0.241 0.103 0 0 0 0 0 0 0 0 0 1.021 0.968 0.968 0.968 0.968 0.968 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(8) 3.9237 0 0 0 0 -0.125 0 0 -0.073 0.083 0 -0.04 0 0 0 0.283 0.085 0 0 0 0 0 0 0 0 0 1.035 1.073 1.073 1.073 1.073 1.073 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(9) 4.2857 0 -0.093 0 0 0 0 0 0 0 0 -0.226 -0.14 0 0 0.265 0.054 0 0 0 0 0 0 0 0 0 0.984 0.883 0.883 0.883 0.883 0.883 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(5) 0.5817 0 0.115 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.281 1.137 1.137 1.137 1.137 1.137 0 2 1 2 2 2 3 2 4 2 H(6) 0.5817 0 0.115 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.281 1.137 1.137 1.137 1.137 1.137 0 2 1 2 2 2 3 2 4 2 H(7) 0.5817 0 0.115 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.281 1.137 1.137 1.137 1.137 1.137 0 2 1 2 2 2 3 2 4 2 H(8) 0.6707 0 0.166 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.208 1.017 1.017 1.017 1.017 1.017 0 2 1 2 2 2 3 2 4 2 H(9) 0.8087 0 0.217 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16 1 1 1 1 1 0 2 1 2 2 2 3 2 4 2 H(10) 0.7947 0 0.107 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.182 1.091 1.091 1.091 1.091 1.091 0 2 1 2 2 2 3 2 4 2 H(11) 0.7947 0 0.107 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.182 1.091 1.091 1.091 1.091 1.091 0 2 1 2 2 2 3 2 4 2 H(12) 0.8147 0 0.126 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.18 1.086 1.086 1.086 1.086 1.086 0 2 1 2 2 2 3 2 4 2 H(13) 0.8147 0 0.126 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.18 1.086 1.086 1.086 1.086 1.086 0 2 1 2 2 2 3 2 4 2 H(14) 0.8847 0 0.16 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16 1 1 1 1 1 0 2 1 2 2 2 3 2 4 2 H(15) 0.8847 0 0.16 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16 1 1 1 1 1 0 2 1 2 2 2 3 2 4 2 H(16) 0.8297 0 0.164 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.126 1.047 1.047 1.047 1.047 1.047 0 2 1 2 2 2 3 2 4 2 H(17) 0.8297 0 0.164 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.126 1.047 1.047 1.047 1.047 1.047 0 2 1 2 2 2 3 2 4 2 H(18) 0.8297 0 0.164 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.126 1.047 1.047 1.047 1.047 1.047 0 2 1 2 2 2 3 2 4 2 H(1W) 0.769 0 0 0 0.109 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16223 1.50092 1.50092 1.50092 1.50092 0(4) 0 2 1 2 2 2 3 2 4 2 H(2W) 0.769 0 0 0 0.109 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16223 1.50092 1.50092 1.50092 1.50092 0(4) 0 2 1 2 2 2 3 2 4 2 H(3W) 0.769 0 0 0 0.109 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16223 1.50092 1.50092 1.50092 1.50092 0(4) 0 2 1 2 2 2 3 2 4 2 H(4W) 0.769 0 0 0 0.109 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16223 1.50092 1.50092 1.50092 1.50092 0(4) 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(3) C(2) X O(3) N(2) Y O(4) C(4) X O(4) O(5) Y O(5) C(4) X O(5) O(4) Y O(1W) DUM0 X O(1W) H(1W) Y O(2W) DUM1 X O(2W) H(3W) Y N(1) C(1) X N(1) H(7) Y N(2) C(2) X N(2) C(3) Y N(3) C(6) X N(3) C(8) Y N(4) C(7) X N(4) C(8) Y C(1) C(2) X C(1) N(1) Y C(2) O(3) X C(2) N(2) Y C(3) C(4) X C(3) N(2) Y C(4) C(3) X C(4) O(4) Y C(5) C(1) X C(5) C(6) Y C(6) C(7) X C(6) N(3) Y C(7) C(6) X C(7) N(4) Y C(8) N(3) X C(8) N(4) Y C(9) C(3) X C(9) H(18) Y H(5) N(1) X H(5) C(1) Y H(6) N(1) X H(6) C(1) Y H(7) N(1) X H(7) C(1) Y H(8) N(2) X H(8) C(2) Y H(9) N(4) X H(9) C(7) Y H(10) C(1) X H(10) N(1) Y H(11) C(3) X H(11) N(2) Y H(12) C(5) X H(12) C(6) Y H(13) C(5) X H(13) C(6) Y H(14) C(7) X H(14) N(4) Y H(15) C(8) X H(15) N(3) Y H(16) C(9) X H(16) C(3) Y H(17) C(9) X H(17) C(3) Y H(18) C(9) X H(18) C(3) Y H(1W) O(1W) Z H(1W) H(2W) X H(2W) O(1W) Z H(2W) H(1W) X H(3W) O(2W) Z H(3W) H(4W) X H(4W) O(2W) Z H(4W) H(3W) X _refine_diff_density_max 0.242 _refine_diff_density_min -0.195 _refine_diff_density_rms 0.033 data_HA_TAAM_EL0.7 _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z _cell_length_a 4.62530(10) _cell_length_b 14.89280(2) _cell_length_c 8.9896(2) _cell_angle_alpha 90 _cell_angle_beta 90.4660(10) _cell_angle_gamma 90 _cell_volume 619.216(19) # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.013 _refine_ls_R_factor_all 0.033 _refine_ls_R_Fsqd_factor 0.022 _refine_ls_wR_factor_ref 0.015 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 1840 _refine_ls_number_parameters 234 _refine_ls_goodness_of_fit_ref 4.121 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_EL0.7 - transfered aspherical atom model refinement against low resolution data (sinth/lambda < 0.7), with pseudoatoms from the ELMAM database used. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(3) 0.56006(12) 0.81444(5) -0.16113(6) 1 2 0.013 O(4) 0.28350(12) 0.585718 -0.04897(6) 1 2 0.014 O(5) 0.53984(12) 0.47596(5) -0.15280(6) 1 2 0.014 O(1W) 0.62296(12) 0.07884(5) 0.75118(6) 1 2 0.014 O(2W) 0.11740(13) -0.02035(5) 0.73756(6) 1 2 0.014 N(1) 0.97276(15) 0.89557(6) 0.01031(7) 1 2 0.011 N(2) 0.80140(14) 0.68001(5) -0.15652(7) 1 2 0.011 N(3) 1.20918(15) 0.74439(6) 0.35473(7) 1 2 0.013 N(4) 1.10874(15) 0.85881(6) 0.50291(7) 1 2 0.015 C(1) 0.95564(16) 0.79595(6) 0.01170(8) 1 2 0.009 C(2) 0.75514(16) 0.76524(6) -0.11430(7) 1 2 0.009 C(3) 0.59699(16) 0.62791(6) -0.24622(8) 1 2 0.010 C(4) 0.46432(16) 0.55659(6) -0.14228(8) 1 2 0.010 C(5) 0.82220(17) 0.76286(6) 0.15779(8) 1 2 0.013 C(6) 0.97660(17) 0.79136(6) 0.29639(8) 1 2 0.011 C(7) 0.91352(17) 0.86252(6) 0.38739(9) 1 2 0.014 C(8) 1.28137(18) 0.78742(6) 0.47867(8) 1 2 0.014 C(9) 0.74130(19) 0.58927(7) -0.38306(9) 1 2 0.018 H(5) 1.135(3) 0.9197(10) 0.0848(16) 1 2 0.017(3) H(6) 0.774(3) 0.9247(10) 0.0418(16) 1 2 0.016(3) H(7) 1.034(3) 0.9193(10) -0.0931(16) 1 2 0.018(3) H(8) 0.978(3) 0.6470(10) -0.1131(15) 1 2 0.013(3) H(9) 1.145(4) 0.9025(10) 0.5936(17) 1 2 0.035(4) H(10) 1.168(3) 0.7723(8) -0.0015(13) 1 2 0.011(3) H(11) 0.426(2) 0.6722(8) -0.2719(13) 1 2 0.009(3) H(12) 0.603(3) 0.7856(9) 0.1621(15) 1 2 0.021(3) H(13) 0.815(3) 0.6876(8) 0.1549(14) 1 2 0.018(3) H(14) 0.762(3) 0.9111(9) 0.3874(14) 1 2 0.022(3) H(15) 1.451(3) 0.7743(9) 0.5573(14) 1 2 0.028(3) H(16) 0.588(3) 0.5487(10) -0.4498(16) 1 2 0.027(4) H(17) 0.915(3) 0.5430(10) -0.3509(16) 1 2 0.022(3) H(18) 0.830(3) 0.6462(10) -0.4484(15) 1 2 0.021(3) H(1W) 0.669(3) 0.1394(11) 0.7131(18) 1 2 0.031(4) H(2W) 0.645(3) 0.0859(10) 0.8565(16) 1 2 0.021(3) H(3W) -0.041(3) 0.0179(10) 0.7308(17) 1 2 0.025(4) H(4W) 0.291(4) 0.0204(11) 0.7376(17) 1 2 0.031(4) DUM0 0.674173 0.132063 0.813269 0 1 0 DUM1 0.120784 0.046627 0.733764 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(3) 0.0139(3) 0.0095(2) 0.0169(3) 0.0024(2) -0.0051(2) -0.00134(19) O(4) 0.0147(3) 0.0154(2) 0.0127(2) 0.0038(2) 0.00293(19) 0.0019(2) O(5) 0.0143(3) 0.0076(2) 0.0191(3) 0.0011(2) -0.0008(2) 0.0012(2) O(1W) 0.0160(3) 0.0128(2) 0.0145(3) -0.0006(2) -0.0006(2) 0.0001(2) O(2W) 0.0146(3) 0.0128(2) 0.0135(2) -0.0000(2) 0.0003(2) -0.0006(2) N(1) 0.0137(3) 0.0070(2) 0.0124(3) -0.0019(2) -0.0007(2) 0.0001(2) N(2) 0.0113(3) 0.0077(2) 0.0141(3) -0.0001(2) -0.0019(2) -0.0028(2) N(3) 0.0157(3) 0.0128(3) 0.0105(3) -0.0012(2) -0.0001(2) 0.0001(2) N(4) 0.0189(3) 0.0145(3) 0.0113(3) -0.0016(3) -0.0004(2) -0.0020(2) C(1) 0.0098(3) 0.0067(3) 0.0108(3) -0.0007(2) -0.0004(2) -0.0004(2) C(2) 0.0096(3) 0.0073(3) 0.0108(3) 0.0003(2) -0.0011(2) -0.0009(2) C(3) 0.0133(3) 0.0084(3) 0.0095(3) -0.0021(2) -0.0010(2) -0.0008(2) C(4) 0.0104(3) 0.0080(3) 0.0111(3) 0.0005(2) -0.0008(2) 0.0012(2) C(5) 0.0147(4) 0.0134(3) 0.0099(3) -0.0049(3) -0.0003(2) 0.0012(3) C(6) 0.0132(3) 0.0114(3) 0.0098(3) -0.0024(3) 0.0001(2) 0.0007(2) C(7) 0.0152(4) 0.0126(3) 0.0156(3) 0.0007(3) -0.0003(3) -0.0014(3) C(8) 0.0169(4) 0.0142(3) 0.0115(3) -0.0003(3) -0.0020(3) 0.0016(2) C(9) 0.0257(4) 0.0173(3) 0.0126(3) -0.0039(3) 0.0055(3) -0.0037(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(3) C(2) 1.2337(9) 1_555 1_555 yes O(4) C(4) 1.2659(9) 1_555 1_555 yes O(5) C(4) 1.2544(9) 1_555 1_555 yes O(1W) H(1W) 0.989(16) 1_555 1_555 yes O(1W) H(2W) 0.958(14) 1_555 1_555 yes O(2W) H(3W) 0.928(16) 1_555 1_555 yes O(2W) H(4W) 1.005(17) 1_555 1_555 yes N(1) H(5) 1.063(15) 1_555 1_555 yes N(1) H(6) 1.057(15) 1_555 1_555 yes N(1) H(7) 1.035(14) 1_555 1_555 yes N(2) C(2) 1.3425(9) 1_555 1_555 yes N(2) C(3) 1.4607(9) 1_555 1_555 yes N(2) H(8) 1.029(13) 1_555 1_555 yes N(3) C(6) 1.3829(10) 1_555 1_555 yes N(3) C(8) 1.3257(10) 1_555 1_555 yes N(4) C(7) 1.3717(10) 1_555 1_555 yes N(4) C(8) 1.3485(10) 1_555 1_555 yes N(4) H(9) 1.056(15) 1_555 1_555 yes C(1) C(2) 1.5281(10) 1_555 1_555 yes C(1) C(5) 1.5368(10) 1_555 1_555 yes C(1) H(10) 1.051(12) 1_555 1_555 yes C(3) C(9) 1.5177(10) 1_555 1_555 yes C(3) H(11) 1.055(11) 1_555 1_555 yes C(5) C(6) 1.4927(10) 1_555 1_555 yes C(5) H(12) 1.069(13) 1_555 1_555 yes C(5) H(13) 1.121(13) 1_555 1_555 yes C(6) C(7) 1.3716(10) 1_555 1_555 yes C(7) H(14) 1.008(13) 1_555 1_555 yes C(8) H(15) 1.069(14) 1_555 1_555 yes C(9) H(16) 1.107(15) 1_555 1_555 yes C(9) H(17) 1.095(14) 1_555 1_555 yes C(9) H(18) 1.112(14) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(1W) O(1W) H(2W) 102.7(12) 1_555 1_555 1_555 yes H(3W) O(2W) H(4W) 104.9(13) 1_555 1_555 1_555 yes H(5) N(1) H(6) 107.6(11) 1_555 1_555 1_555 yes H(5) N(1) H(7) 104.8(11) 1_555 1_555 1_555 yes H(6) N(1) H(7) 110.1(12) 1_555 1_555 1_555 yes C(2) N(2) C(3) 123.67(6) 1_555 1_555 1_555 yes C(2) N(2) H(8) 118.2(8) 1_555 1_555 1_555 yes C(3) N(2) H(8) 117.7(8) 1_555 1_555 1_555 yes C(6) N(3) C(8) 105.31(6) 1_555 1_555 1_555 yes C(7) N(4) C(8) 107.24(6) 1_555 1_555 1_555 yes C(7) N(4) H(9) 131.3(9) 1_555 1_555 1_555 yes C(8) N(4) H(9) 121.3(9) 1_555 1_555 1_555 yes C(2) C(1) C(5) 106.97(6) 1_555 1_555 1_555 yes C(2) C(1) H(10) 112.2(7) 1_555 1_555 1_555 yes C(5) C(1) H(10) 111.8(6) 1_555 1_555 1_555 yes O(3) C(2) N(2) 125.65(7) 1_555 1_555 1_555 yes O(3) C(2) C(1) 120.86(6) 1_555 1_555 1_555 yes N(2) C(2) C(1) 113.29(6) 1_555 1_555 1_555 yes N(2) C(3) C(9) 111.21(6) 1_555 1_555 1_555 yes N(2) C(3) H(11) 105.6(6) 1_555 1_555 1_555 yes C(9) C(3) H(11) 113.2(6) 1_555 1_555 1_555 yes O(4) C(4) O(5) 124.32(7) 1_555 1_555 1_555 yes C(1) C(5) C(6) 115.43(6) 1_555 1_555 1_555 yes C(1) C(5) H(12) 108.5(7) 1_555 1_555 1_555 yes C(1) C(5) H(13) 108.2(6) 1_555 1_555 1_555 yes C(6) C(5) H(12) 109.1(7) 1_555 1_555 1_555 yes C(6) C(5) H(13) 108.5(7) 1_555 1_555 1_555 yes H(12) C(5) H(13) 106.9(10) 1_555 1_555 1_555 yes N(3) C(6) C(5) 122.56(7) 1_555 1_555 1_555 yes N(3) C(6) C(7) 109.46(7) 1_555 1_555 1_555 yes C(5) C(6) C(7) 127.95(7) 1_555 1_555 1_555 yes N(4) C(7) C(6) 106.17(7) 1_555 1_555 1_555 yes N(4) C(7) H(14) 118.9(7) 1_555 1_555 1_555 yes C(6) C(7) H(14) 134.9(7) 1_555 1_555 1_555 yes N(3) C(8) N(4) 111.81(7) 1_555 1_555 1_555 yes N(3) C(8) H(15) 130.2(8) 1_555 1_555 1_555 yes N(4) C(8) H(15) 118.0(7) 1_555 1_555 1_555 yes C(3) C(9) H(16) 111.2(8) 1_555 1_555 1_555 yes C(3) C(9) H(17) 110.5(8) 1_555 1_555 1_555 yes C(3) C(9) H(18) 107.8(7) 1_555 1_555 1_555 yes H(16) C(9) H(17) 105.4(11) 1_555 1_555 1_555 yes H(16) C(9) H(18) 111.7(10) 1_555 1_555 1_555 yes H(17) C(9) H(18) 110.3(10) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(3) 6.2977 0 -0.075 0 0 -0.078 0 0 -0.07 0 0 0 0 0 0 0.039 0 0 0 0 0 0 0 0 0 0 0.977 0.96 0.96 0.96 0.96 0.96 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(4) 6.3447 0 -0.067 0 0 -0.034 0 0 -0.042 0 0 0 0 0 0 0.057 0 0 0 0 0 0 0 0 0 0 0.975 0.843 0.843 0.843 0.843 0.843 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(5) 6.3447 0 -0.067 0 0 -0.034 0 0 -0.042 0 0 0 0 0 0 0.057 0 0 0 0 0 0 0 0 0 0 0.975 0.843 0.843 0.843 0.843 0.843 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(1W) 6.462 0 -0.059 0 0 0.061 0 0 0.024 0 0 -0.032 0 0 0 -0.102 0 0 0 0 0 0 0 0 0 0 0.97854 0.70348 0.70348 0.70348 0.70348 0.70348 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2W) 6.462 0 -0.059 0 0 0.061 0 0 0.024 0 0 -0.032 0 0 0 -0.102 0 0 0 0 0 0 0 0 0 0 0.97854 0.70348 0.70348 0.70348 0.70348 0.70348 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.5507 0 -0.079 0 0 0 0 0 0 0 0 -0.162 -0.201 0 0 0.197 0.051 0 0 0 0 0 0 0 0 0 0.98 1.16223 1.50092 1.50092 1.50092 1.50092 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2) 5.3027 0 0 -0.072 0 -0.05 0 0 0 0 0 0 0 0 0 0.26 0 0 0 0 0 0 0 0 0 0 0.987 0.867 0.867 0.867 0.867 0.867 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3) 5.5157 0 -0.069 0 0 0 0 0 -0.082 -0.048 0 0 -0.071 0 0 0.185 0.082 0 0 0 0 0 0 0 0 0 0.973 0.951 0.951 0.951 0.951 0.951 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(4) 5.2457 0 0 0 0 -0.067 0 0 0 0.048 0 0 0 0 0 0.256 0 0 0 0 0 0 0 0 0 0 0.993 0.846 0.846 0.846 0.846 0.846 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.1017 0 0 -0.049 0 0 0 0 0 0 0 -0.171 -0.261 0 0 0.26 0.057 0 0 0 0 0 0 0 0 0 0.993 0.916 0.916 0.916 0.916 0.916 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 3.9667 0 0.102 0 0 -0.304 0 0 0.102 0 0 0 0 0 0 0.411 0 0 0 0 0 0 0 0 0 0 0.998 0.941 0.941 0.941 0.941 0.941 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 4.1017 0 0 -0.049 0 0 0 0 0 0 0 -0.171 -0.261 0 0 0.26 0.057 0 0 0 0 0 0 0 0 0 0.993 0.916 0.916 0.916 0.916 0.916 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(4) 4.1027 0 -0.063 0 0 -0.309 0 0 0 0 0 0 0 0 0 0.454 0 0 0 0 0 0 0 0 0 0 0.989 0.927 0.927 0.927 0.927 0.927 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(5) 4.1757 0 -0.053 0 0 0 0 0 0 0 0 -0.165 -0.226 0 0 0.242 0.065 0 0 0 0 0 0 0 0 0 0.989 0.911 0.911 0.911 0.911 0.911 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(6) 4.0187 0 0.068 -0.034 0 -0.066 0 0 0 0.063 0 0 0 0 0 0.241 0.103 0 0 0 0 0 0 0 0 0 1.021 0.968 0.968 0.968 0.968 0.968 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(7) 4.0187 0 0.068 -0.034 0 -0.066 0 0 0 0.063 0 0 0 0 0 0.241 0.103 0 0 0 0 0 0 0 0 0 1.021 0.968 0.968 0.968 0.968 0.968 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(8) 3.9237 0 0 0 0 -0.125 0 0 -0.073 0.083 0 -0.04 0 0 0 0.283 0.085 0 0 0 0 0 0 0 0 0 1.035 1.073 1.073 1.073 1.073 1.073 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(9) 4.2857 0 -0.093 0 0 0 0 0 0 0 0 -0.226 -0.14 0 0 0.265 0.054 0 0 0 0 0 0 0 0 0 0.984 0.883 0.883 0.883 0.883 0.883 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(5) 0.5817 0 0.115 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.281 1.137 1.137 1.137 1.137 1.137 0 2 1 2 2 2 3 2 4 2 H(6) 0.5817 0 0.115 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.281 1.137 1.137 1.137 1.137 1.137 0 2 1 2 2 2 3 2 4 2 H(7) 0.5817 0 0.115 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.281 1.137 1.137 1.137 1.137 1.137 0 2 1 2 2 2 3 2 4 2 H(8) 0.6707 0 0.166 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.208 1.017 1.017 1.017 1.017 1.017 0 2 1 2 2 2 3 2 4 2 H(9) 0.8087 0 0.217 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16 1 1 1 1 1 0 2 1 2 2 2 3 2 4 2 H(10) 0.7947 0 0.107 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.182 1.091 1.091 1.091 1.091 1.091 0 2 1 2 2 2 3 2 4 2 H(11) 0.7947 0 0.107 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.182 1.091 1.091 1.091 1.091 1.091 0 2 1 2 2 2 3 2 4 2 H(12) 0.8147 0 0.126 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.18 1.086 1.086 1.086 1.086 1.086 0 2 1 2 2 2 3 2 4 2 H(13) 0.8147 0 0.126 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.18 1.086 1.086 1.086 1.086 1.086 0 2 1 2 2 2 3 2 4 2 H(14) 0.8847 0 0.16 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16 1 1 1 1 1 0 2 1 2 2 2 3 2 4 2 H(15) 0.8847 0 0.16 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16 1 1 1 1 1 0 2 1 2 2 2 3 2 4 2 H(16) 0.8297 0 0.164 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.126 1.047 1.047 1.047 1.047 1.047 0 2 1 2 2 2 3 2 4 2 H(17) 0.8297 0 0.164 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.126 1.047 1.047 1.047 1.047 1.047 0 2 1 2 2 2 3 2 4 2 H(18) 0.8297 0 0.164 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.126 1.047 1.047 1.047 1.047 1.047 0 2 1 2 2 2 3 2 4 2 H(1W) 0.769 0 0 0 0.109 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16223 1.50092 1.50092 1.50092 1.50092 0(4) 0 2 1 2 2 2 3 2 4 2 H(2W) 0.769 0 0 0 0.109 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16223 1.50092 1.50092 1.50092 1.50092 0(4) 0 2 1 2 2 2 3 2 4 2 H(3W) 0.769 0 0 0 0.109 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16223 1.50092 1.50092 1.50092 1.50092 0(4) 0 2 1 2 2 2 3 2 4 2 H(4W) 0.769 0 0 0 0.109 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16223 1.50092 1.50092 1.50092 1.50092 0(4) 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(3) C(2) X O(3) N(2) Y O(4) C(4) X O(4) O(5) Y O(5) C(4) X O(5) O(4) Y O(1W) DUM0 X O(1W) H(1W) Y O(2W) DUM1 X O(2W) H(3W) Y N(1) C(1) X N(1) H(7) Y N(2) C(2) X N(2) C(3) Y N(3) C(6) X N(3) C(8) Y N(4) C(7) X N(4) C(8) Y C(1) C(2) X C(1) N(1) Y C(2) O(3) X C(2) N(2) Y C(3) C(4) X C(3) N(2) Y C(4) C(3) X C(4) O(4) Y C(5) C(1) X C(5) C(6) Y C(6) C(7) X C(6) N(3) Y C(7) C(6) X C(7) N(4) Y C(8) N(3) X C(8) N(4) Y C(9) C(3) X C(9) H(18) Y H(5) N(1) X H(5) C(1) Y H(6) N(1) X H(6) C(1) Y H(7) N(1) X H(7) C(1) Y H(8) N(2) X H(8) C(2) Y H(9) N(4) X H(9) C(7) Y H(10) C(1) X H(10) N(1) Y H(11) C(3) X H(11) N(2) Y H(12) C(5) X H(12) C(6) Y H(13) C(5) X H(13) C(6) Y H(14) C(7) X H(14) N(4) Y H(15) C(8) X H(15) N(3) Y H(16) C(9) X H(16) C(3) Y H(17) C(9) X H(17) C(3) Y H(18) C(9) X H(18) C(3) Y H(1W) O(1W) Z H(1W) H(2W) X H(2W) O(1W) Z H(2W) H(1W) X H(3W) O(2W) Z H(3W) H(4W) X H(4W) O(2W) Z H(4W) H(3W) X data_HA_TAAM_EL2 _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z _cell_length_a 4.62530(10) _cell_length_b 14.89280(2) _cell_length_c 8.9896(2) _cell_angle_alpha 90 _cell_angle_beta 90.4660(10) _cell_angle_gamma 90 _cell_volume 619.216(19) # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.018 _refine_ls_R_factor_all 0.024 _refine_ls_R_Fsqd_factor 0.022 _refine_ls_wR_factor_ref 0.014 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 9426 _refine_ls_number_parameters 234 _refine_ls_goodness_of_fit_ref 1.87 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0.00001 _refine_ls_extinction_method none _refine_special_details ; TAAM_EL2 - transfered aspherical atom model refinement against high resolution data, with pseudoatoms from ELMAM2 database used. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(3) 0.56007(4) 0.814443(17) -0.16113(2) 1 2 0.014 O(4) 0.28347(4) 0.585718 -0.04886(2) 1 2 0.014 O(5) 0.53986(4) 0.476111(17) -0.15277(2) 1 2 0.014 N(1) 0.97277(5) 0.895593(17) 0.01031(2) 1 2 0.011 N(2) 0.80152(4) 0.680107(17) -0.15658(2) 1 2 0.011 N(3) 1.20907(5) 0.744578(18) 0.35499(2) 1 2 0.013 N(4) 1.10869(5) 0.858865(19) 0.50293(2) 1 2 0.014 C(1) 0.95556(4) 0.796101(18) 0.01161(2) 1 2 0.009 C(2) 0.75493(4) 0.765257(18) -0.11448(2) 1 2 0.009 C(3) 0.59731(5) 0.627987(18) -0.24614(2) 1 2 0.010 C(4) 0.46444(5) 0.556593(18) -0.14216(2) 1 2 0.010 C(5) 0.82216(5) 0.76288(2) 0.15795(2) 1 2 0.013 C(6) 0.97662(5) 0.791376(19) 0.29649(2) 1 2 0.011 C(7) 0.91350(6) 0.86250(2) 0.38730(3) 1 2 0.014 C(8) 1.28136(6) 0.78751(2) 0.47874(3) 1 2 0.014 C(9) 0.74139(7) 0.58935(2) -0.38323(3) 1 2 0.018 H(5) 1.1262(14) 0.9182(4) 0.0855(7) 1 2 0.0240(14) H(6) 0.7758(14) 0.9243(4) 0.0412(7) 1 2 0.0236(14) H(7) 1.0371(13) 0.9204(4) -0.0935(7) 1 2 0.0224(13) H(8) 0.9743(12) 0.6477(4) -0.1139(6) 1 2 0.0167(11) H(9) 1.1307(15) 0.9016(4) 0.5920(7) 1 2 0.0306(16) H(10) 1.1682(12) 0.7703(3) -0.0030(5) 1 2 0.0198(11) H(11) 0.4226(12) 0.6725(4) -0.2776(6) 1 2 0.0246(12) H(12) 0.6034(13) 0.7853(4) 0.1624(6) 1 2 0.0292(13) H(13) 0.8163(11) 0.6885(4) 0.1520(6) 1 2 0.0243(12) H(14) 0.7490(14) 0.9125(5) 0.3810(7) 1 2 0.0400(16) H(15) 1.4506(15) 0.7725(5) 0.5538(7) 1 2 0.0432(17) H(16) 0.5925(14) 0.5497(4) -0.4505(7) 1 2 0.0378(16) H(17) 0.9176(13) 0.5446(4) -0.3512(6) 1 2 0.0314(14) H(18) 0.8269(13) 0.6432(4) -0.4486(7) 1 2 0.0359(15) O(1W) 0.62299(4) 0.078985(18) 0.75126(2) 1 2 0.014 O(2W) 0.11751(4) -0.020154(18) 0.73757(2) 1 2 0.013 H(1W) 0.6693(13) 0.1398(5) 0.7129(7) 1 2 0.0334(15) H(2W) 0.6509(13) 0.0855(4) 0.8591(7) 1 2 0.0275(13) H(3W) -0.0410(15) 0.0194(4) 0.7274(7) 1 2 0.0300(15) H(4W) 0.2911(17) 0.0194(4) 0.7415(7) 1 2 0.0338(16) DUM0 0.616634 1.070437 0.81686 0 1 0 DUM1 1.115925 1.119016 0.805538 0 1 0 DUM2 1.09702 0.674173 0.132063 0 1 0 DUM3 0.772297 0.120784 0.046627 0 1 0 DUM4 0.619332 0.73933 -0.19066 0 1 0 DUM5 0.605162 0.561939 -0.267185 0 1 0 DUM6 0.375825 0.512296 -0.072314 0 1 0 DUM7 0.99991 0.80069 0.15583 0 1 0 DUM8 0.805938 0.828605 0.266247 0 1 0 DUM9 1.070437 0.81686 0.402077 0 1 0 DUM* 1.119016 0.805538 0 0 1 0 DUM* 0.674173 0.132063 0 0 1 0 DUM* 0.120784 0.046627 0 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(3) 0.01393(6) 0.00973(5) 0.01697(7) 0.00242(5) -0.00519(5) -0.00128(5) O(4) 0.01498(7) 0.01549(6) 0.01273(6) 0.00387(5) 0.00301(5) 0.00214(5) O(5) 0.01406(6) 0.00786(5) 0.01907(7) 0.00104(4) -0.00025(5) 0.00149(5) N(1) 0.01226(6) 0.00777(5) 0.01168(6) -0.00182(4) -0.00072(5) -0.00028(5) N(2) 0.01071(6) 0.00786(5) 0.01373(6) 0.00041(4) -0.00177(5) -0.00230(5) N(3) 0.01523(7) 0.01165(6) 0.01104(6) 0.00081(5) -0.00047(5) -0.00025(5) N(4) 0.01829(8) 0.01362(7) 0.01124(6) -0.00174(6) 0.00001(6) -0.00250(6) C(1) 0.00885(6) 0.00780(5) 0.01023(6) -0.00069(5) -0.00031(5) -0.00038(5) C(2) 0.00942(6) 0.00739(5) 0.01036(6) -0.00007(5) -0.00072(5) -0.00070(5) C(3) 0.01322(7) 0.00820(5) 0.00931(6) -0.00115(5) -0.00074(5) -0.00035(5) C(4) 0.01000(6) 0.00818(5) 0.01041(6) 0.00054(5) -0.00097(5) 0.00075(5) C(5) 0.01402(8) 0.01338(7) 0.01041(6) -0.00519(6) -0.00063(6) 0.00121(6) C(6) 0.01289(7) 0.01048(6) 0.00949(6) -0.00160(5) -0.00008(5) 0.00006(5) C(7) 0.01543(8) 0.01205(7) 0.01453(8) 0.00080(6) -0.00074(7) -0.00223(6) C(8) 0.01675(9) 0.01422(7) 0.01048(7) -0.00066(6) -0.00196(6) 0.00077(6) C(9) 0.02575(12) 0.01671(9) 0.01234(8) -0.00370(8) 0.00518(8) -0.00365(7) O(1W) 0.01568(7) 0.01239(6) 0.01417(6) -0.00074(5) -0.00062(5) 0.00022(5) O(2W) 0.01456(7) 0.01221(5) 0.01318(6) -0.00010(5) 0.00040(5) -0.00071(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(3) C(2) 1.2323(3) 1_555 1_555 yes O(4) C(4) 1.2664(3) 1_555 1_555 yes O(5) C(4) 1.2522(3) 1_555 1_555 yes N(1) H(5) 1.033(7) 1_555 1_555 yes N(1) H(6) 1.046(7) 1_555 1_555 yes N(1) H(7) 1.049(6) 1_555 1_555 yes N(2) C(2) 1.3413(3) 1_555 1_555 yes N(2) C(3) 1.4596(3) 1_555 1_555 yes N(2) H(8) 1.007(6) 1_555 1_555 yes N(3) C(6) 1.3816(3) 1_555 1_555 yes N(3) C(8) 1.3237(3) 1_555 1_555 yes N(4) C(7) 1.3722(3) 1_555 1_555 yes N(4) C(8) 1.3480(3) 1_555 1_555 yes N(4) H(9) 1.027(7) 1_555 1_555 yes C(1) C(2) 1.5296(3) 1_555 1_555 yes C(1) C(5) 1.5394(3) 1_555 1_555 yes C(1) H(10) 1.065(5) 1_555 1_555 yes C(3) C(9) 1.5191(3) 1_555 1_555 yes C(3) H(11) 1.081(6) 1_555 1_555 yes C(5) C(6) 1.4923(3) 1_555 1_555 yes C(5) H(12) 1.067(6) 1_555 1_555 yes C(5) H(13) 1.109(6) 1_555 1_555 yes C(6) C(7) 1.3702(3) 1_555 1_555 yes C(7) H(14) 1.066(7) 1_555 1_555 yes C(8) H(15) 1.054(7) 1_555 1_555 yes C(9) H(16) 1.087(7) 1_555 1_555 yes C(9) H(17) 1.090(6) 1_555 1_555 yes C(9) H(18) 1.072(7) 1_555 1_555 yes O(1W) H(1W) 0.994(7) 1_555 1_555 yes O(1W) H(2W) 0.981(6) 1_555 1_555 yes O(2W) H(3W) 0.945(7) 1_555 1_555 yes O(2W) H(4W) 0.996(8) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(5) N(1) H(6) 106.8(5) 1_555 1_555 1_555 yes H(5) N(1) H(7) 105.6(5) 1_555 1_555 1_555 yes H(6) N(1) H(7) 110.2(5) 1_555 1_555 1_555 yes C(2) N(2) C(3) 123.624(19) 1_555 1_555 1_555 yes C(2) N(2) H(8) 118.3(3) 1_555 1_555 1_555 yes C(3) N(2) H(8) 117.6(3) 1_555 1_555 1_555 yes C(6) N(3) C(8) 105.46(2) 1_555 1_555 1_555 yes C(7) N(4) C(8) 107.21(2) 1_555 1_555 1_555 yes C(7) N(4) H(9) 128.8(4) 1_555 1_555 1_555 yes C(8) N(4) H(9) 124.0(4) 1_555 1_555 1_555 yes C(2) C(1) C(5) 106.968(16) 1_555 1_555 1_555 yes C(2) C(1) H(10) 110.8(3) 1_555 1_555 1_555 yes C(5) C(1) H(10) 111.5(3) 1_555 1_555 1_555 yes O(3) C(2) N(2) 125.78(2) 1_555 1_555 1_555 yes O(3) C(2) C(1) 120.745(18) 1_555 1_555 1_555 yes N(2) C(2) C(1) 113.276(18) 1_555 1_555 1_555 yes N(2) C(3) C(9) 111.27(2) 1_555 1_555 1_555 yes N(2) C(3) H(11) 107.3(3) 1_555 1_555 1_555 yes C(9) C(3) H(11) 110.6(3) 1_555 1_555 1_555 yes O(4) C(4) O(5) 124.36(2) 1_555 1_555 1_555 yes C(1) C(5) C(6) 115.428(18) 1_555 1_555 1_555 yes C(1) C(5) H(12) 108.6(3) 1_555 1_555 1_555 yes C(1) C(5) H(13) 106.8(3) 1_555 1_555 1_555 yes C(6) C(5) H(12) 109.1(3) 1_555 1_555 1_555 yes C(6) C(5) H(13) 109.6(3) 1_555 1_555 1_555 yes H(12) C(5) H(13) 107.0(4) 1_555 1_555 1_555 yes N(3) C(6) C(5) 122.67(2) 1_555 1_555 1_555 yes N(3) C(6) C(7) 109.40(2) 1_555 1_555 1_555 yes C(5) C(6) C(7) 127.90(2) 1_555 1_555 1_555 yes N(4) C(7) C(6) 106.19(2) 1_555 1_555 1_555 yes N(4) C(7) H(14) 122.2(3) 1_555 1_555 1_555 yes C(6) C(7) H(14) 131.6(4) 1_555 1_555 1_555 yes N(3) C(8) N(4) 111.74(2) 1_555 1_555 1_555 yes N(3) C(8) H(15) 128.1(4) 1_555 1_555 1_555 yes N(4) C(8) H(15) 120.2(4) 1_555 1_555 1_555 yes C(3) C(9) H(16) 112.1(3) 1_555 1_555 1_555 yes C(3) C(9) H(17) 110.5(3) 1_555 1_555 1_555 yes C(3) C(9) H(18) 109.1(3) 1_555 1_555 1_555 yes H(16) C(9) H(17) 106.5(4) 1_555 1_555 1_555 yes H(16) C(9) H(18) 109.7(4) 1_555 1_555 1_555 yes H(17) C(9) H(18) 108.9(4) 1_555 1_555 1_555 yes H(1W) O(1W) H(2W) 103.1(5) 1_555 1_555 1_555 yes H(3W) O(2W) H(4W) 105.0(5) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(3) 6.2412 0 -0.073 -0.006 0 -0.072 0 0 -0.06 0 0 0.01 0.004 0 0 0.027 -0.002 0 0 0 0 0 0 0 0 0 0.98873 1.03135 1.03135 1.03135 1.03135 1.03135 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(4) 6.3085 0 -0.069 -0.007 0 -0.057 0 0 -0.061 0.001 0 -0.005 -0.002 0 0 0.034 -0.001 0 0 0 0 0 0 0 0 0 0.98413 0.89901 0.89901 0.89901 0.89901 0.89901 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(5) 6.3085 0 -0.069 -0.007 0 -0.057 0 0 -0.061 0.001 0 -0.005 -0.002 0 0 0.034 -0.001 0 0 0 0 0 0 0 0 0 0.98413 0.89901 0.89901 0.89901 0.89901 0.89901 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.2207 0 0 0 -0.02 -0.015 0 0 0 0 0.211 0 0 0 0 0.162 0 0 0 0 0 0 0 0 0 0 0.98619 0.86528 0.86528 0.86528 0.86528 0.86528 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2) 5.1221 0 -0.004 -0.006 0 -0.021 -0.001 0.001 0.008 -0.007 0.003 0.011 -0.004 0.001 0 -0.202 0.003 0 0 0 0 0 0 0 0 0 0.9949 0.89265 0.89265 0.89265 0.89265 0.89265 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3) 5.1277 0 -0.129 -0.008 0 -0.101 0 0 0.041 -0.008 0 -0.031 0.007 0 0 -0.121 0.006 0 0 0 0 0 0 0 0 0 0.99433 0.96699 0.96699 0.96699 0.96699 0.96699 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(4) 5.1221 0 -0.004 -0.006 0 -0.021 -0.001 0.001 0.008 -0.007 0.003 0.011 -0.004 0.001 0 -0.202 0.003 0 0 0 0 0 0 0 0 0 0.9949 0.89265 0.89265 0.89265 0.89265 0.89265 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 3.9149 0 -0.001 -0.059 0.033 -0.001 0.003 0.07 0.032 -0.001 0.002 0 -0.01 0.325 -0.007 -0.004 0.008 0 0 0 0 0 0 0 0 0 1.00819 0.92588 0.92588 0.92588 0.92588 0.92588 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.0006 0 0.026 -0.073 0 -0.288 0 0 -0.047 -0.069 0 -0.004 0.014 0 0 -0.36 -0.024 0 0 0 0 0 0 0 0 0 1.00176 0.92477 0.92477 0.92477 0.92477 0.92477 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 3.9149 0 -0.001 -0.059 0.033 -0.001 0.003 0.07 0.032 -0.001 0.002 0 -0.01 0.325 -0.007 -0.004 0.008 0 0 0 0 0 0 0 0 0 1.00819 0.92588 0.92588 0.92588 0.92588 0.92588 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(4) 4.1156 0 0.034 -0.003 0 -0.32 0 0 -0.087 -0.001 0 -0.001 0 0 0 -0.39 -0.003 0 0 0 0 0 0 0 0 0 0.99108 0.92146 0.92146 0.92146 0.92146 0.92146 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(5) 3.9927 0 0.001 0 -0.015 0.019 0.002 0 -0.009 0 -0.016 0.002 0 0.331 0 0 0 0 0 0 0 0 0 0 0 0 0.99836 0.89665 0.89665 0.89665 0.89665 0.89665 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(6) 3.9873 0 0.07 0.017 0 -0.122 0 0 -0.066 -0.001 0 0.025 -0.007 0 0 -0.265 0.02 0 0 0 0 0 0 0 0 0 1.0044 0.92365 0.92365 0.92365 0.92365 0.92365 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(7) 4.1156 0 0.003 0.041 0 -0.229 0 0 -0.002 0.032 0 0.018 0.011 0 0 -0.316 0.001 0 0 0 0 0 0 0 0 0 1.00182 0.91899 0.91899 0.91899 0.91899 0.91899 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(8) 4.1638 0 0.017 0.026 0 -0.214 0 0 0.018 0.032 0 -0.003 0.03 0 0 -0.338 0.012 0 0 0 0 0 0 0 0 0 0.99387 0.90878 0.90878 0.90878 0.90878 0.90878 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(9) 4.0125 0 0 0 -0.019 -0.009 0 0 0 0 0.257 0 0 0 0 0.143 0 0 0 0 0 0 0 0 0 0 0.99843 0.87053 0.87053 0.87053 0.87053 0.87053 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(5) 0.784 0 0 0 0.127 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1643 1.39942 1.39942 1.39942 1.39942 1.39942 0 2 1 2 2 2 3 2 4 2 H(6) 0.785 0 0 0 0.127 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1643 1.39942 1.39942 1.39942 1.39942 1.39942 0 2 1 2 2 2 3 2 4 2 H(7) 0.785 0 0 0 0.127 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1643 1.39942 1.39942 1.39942 1.39942 1.39942 0 2 1 2 2 2 3 2 4 2 H(8) 0.785 0 0 0 0.127 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1643 1.39942 1.39942 1.39942 1.39942 1.39942 0 2 1 2 2 2 3 2 4 2 H(9) 0.785 0 0 0 0.127 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1643 1.39942 1.39942 1.39942 1.39942 1.39942 0 2 1 2 2 2 3 2 4 2 H(10) 0.9319 0 0 0 0.146 0.072 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16104 1.18209 1.18209 1.18209 1.18209 1.18209 0 2 1 2 2 2 3 2 4 2 H(11) 0.9319 0 0 0 0.146 0.072 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16104 1.18209 1.18209 1.18209 1.18209 1.18209 0 2 1 2 2 2 3 2 4 2 H(12) 0.9358 0 0 0 0.142 0.067 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15743 1.18057 1.18057 1.18057 1.18057 1.18057 0 2 1 2 2 2 3 2 4 2 H(13) 0.9358 0 0 0 0.142 0.067 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15743 1.18057 1.18057 1.18057 1.18057 1.18057 0 2 1 2 2 2 3 2 4 2 H(14) 0.9319 0 0 0 0.146 0.072 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16104 1.18209 1.18209 1.18209 1.18209 1.18209 0 2 1 2 2 2 3 2 4 2 H(15) 0.9319 0 0 0 0.146 0.072 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16104 1.18209 1.18209 1.18209 1.18209 1.18209 0 2 1 2 2 2 3 2 4 2 H(16) 0.9358 0 0 0 0.142 0.067 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15743 1.18057 1.18057 1.18057 1.18057 1.18057 0 2 1 2 2 2 3 2 4 2 H(17) 0.9358 0 0 0 0.142 0.067 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15743 1.18057 1.18057 1.18057 1.18057 1.18057 0 2 1 2 2 2 3 2 4 2 H(18) 0.9358 0 0 0 0.142 0.067 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15743 1.18057 1.18057 1.18057 1.18057 1.18057 0 2 1 2 2 2 3 2 4 2 O(1W) 6.344 0 -0.071 0 0 0.052 0 0 0.024 0 0 -0.007 0 0 0 -0.068 0 0 0 0 0 0 0 0 0 0 0.97868 0.91511 0.91511 0.91511 0.91511 0.91511 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2W) 6.344 0 -0.071 0 0 0.052 0 0 0.024 0 0 -0.007 0 0 0 -0.068 0 0 0 0 0 0 0 0 0 0 0.97868 0.91511 0.91511 0.91511 0.91511 0.91511 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 H(1W) 0.828 0 0 0 0.141 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15951 1.49847 1.49847 1.49847 1.49847 1.49847 0 2 1 2 2 2 3 2 4 2 H(2W) 0.828 0 0 0 0.141 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15951 1.49847 1.49847 1.49847 1.49847 1.49847 0 2 1 2 2 2 3 2 4 2 H(3W) 0.828 0 0 0 0.141 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15951 1.49847 1.49847 1.49847 1.49847 1.49847 0 2 1 2 2 2 3 2 4 2 H(4W) 0.828 0 0 0 0.141 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15951 1.49847 1.49847 1.49847 1.49847 1.49847 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(3) C(2) X O(3) N(2) Y O(4) C(4) X O(4) O(5) Y O(5) C(4) X O(5) O(4) Y N(1) C(1) Z N(1) H(5) X N(2) DUM0 X N(2) C(3) Y N(3) DUM1 X N(3) C(6) Y N(4) DUM2 X N(4) C(7) Y C(1) DUM3 Z C(1) C(5) X C(2) DUM4 X C(2) N(2) Y C(3) DUM5 Z C(3) C(9) X C(4) DUM6 X C(4) O(4) Y C(5) DUM7 Z C(5) C(6) X C(6) DUM8 X C(6) C(5) Y C(7) DUM9 X C(7) C(6) Y C(8) DUM* X C(8) N(3) Y C(9) C(3) Z C(9) H(17) X H(5) N(1) Z H(5) C(1) X H(6) N(1) Z H(6) C(1) X H(7) N(1) Z H(7) C(1) X H(8) N(2) Z H(8) C(2) X H(9) N(4) Z H(9) C(8) X H(10) C(1) Z H(10) N(1) X H(11) C(3) Z H(11) N(2) X H(12) C(5) Z H(12) C(1) X H(13) C(5) Z H(13) C(1) X H(14) C(7) Z H(14) N(4) X H(15) C(8) Z H(15) N(4) X H(16) C(9) Z H(16) C(3) X H(17) C(9) Z H(17) C(3) X H(18) C(9) Z H(18) C(3) X O(1W) DUM* X O(1W) H(1W) Y O(2W) DUM* X O(2W) H(4W) Y H(1W) O(1W) Z H(1W) H(2W) X H(2W) O(1W) Z H(2W) H(1W) X H(3W) O(2W) Z H(3W) H(4W) X H(4W) O(2W) Z H(4W) H(3W) X _refine_diff_density_max 0.246 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.031 data_HA_TAAM_EL20.7 _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z _cell_length_a 4.62530(10) _cell_length_b 14.89280(2) _cell_length_c 8.9896(2) _cell_angle_alpha 90 _cell_angle_beta 90.4660(10) _cell_angle_gamma 90 _cell_volume 619.216(19) # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.01 _refine_ls_R_factor_all 0.028 _refine_ls_R_Fsqd_factor 0.017 _refine_ls_wR_factor_ref 0.011 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 1840 _refine_ls_number_parameters 234 _refine_ls_goodness_of_fit_ref 3.07 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0.00001 _refine_ls_extinction_method none _refine_special_details ; TAAM_EL20.7 - transfered aspherical atom model refinement against low resolution data (sinth/lambda < 0.7), with pseudoatoms from the ELMAM2 database used. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(3) 0.56015(9) 0.81447(4) -0.16114(5) 1 2 0.014 O(4) 0.28359(9) 0.585718 -0.04891(4) 1 2 0.015 O(5) 0.53998(9) 0.47610(4) -0.15279(5) 1 2 0.014 N(1) 0.97275(11) 0.89563(4) 0.01030(5) 1 2 0.011 N(2) 0.80164(11) 0.68010(4) -0.15650(5) 1 2 0.011 N(3) 1.20896(11) 0.74462(4) 0.35495(5) 1 2 0.013 N(4) 1.10869(11) 0.85890(4) 0.50297(5) 1 2 0.015 C(1) 0.95567(12) 0.79610(4) 0.01164(6) 1 2 0.009 C(2) 0.75499(12) 0.76528(4) -0.11438(6) 1 2 0.009 C(3) 0.59742(12) 0.62801(4) -0.24613(6) 1 2 0.010 C(4) 0.46444(12) 0.55661(5) -0.14221(6) 1 2 0.010 C(5) 0.82208(13) 0.76291(5) 0.15797(6) 1 2 0.013 C(6) 0.97672(12) 0.79140(5) 0.29657(6) 1 2 0.011 C(7) 0.91369(13) 0.86247(5) 0.38731(6) 1 2 0.014 C(8) 1.28134(13) 0.78752(5) 0.47869(6) 1 2 0.014 C(9) 0.74158(15) 0.58933(5) -0.38315(7) 1 2 0.018 H(5) 1.127(3) 0.9184(7) 0.0858(12) 1 2 0.026(2) H(6) 0.773(3) 0.9244(7) 0.0417(11) 1 2 0.024(2) H(7) 1.038(2) 0.9208(7) -0.0944(12) 1 2 0.023(2) H(8) 0.977(2) 0.6471(7) -0.1132(10) 1 2 0.016(2) H(9) 1.130(3) 0.9025(8) 0.5936(13) 1 2 0.031(3) H(10) 1.169(2) 0.7701(6) -0.0032(9) 1 2 0.020(2) H(11) 0.422(2) 0.6728(6) -0.2779(10) 1 2 0.025(2) H(12) 0.603(2) 0.7857(7) 0.1623(10) 1 2 0.030(2) H(13) 0.8169(19) 0.6884(7) 0.1519(10) 1 2 0.025(2) H(14) 0.748(2) 0.9123(8) 0.3812(12) 1 2 0.042(3) H(15) 1.452(3) 0.7721(8) 0.5540(12) 1 2 0.044(3) H(16) 0.591(2) 0.5497(7) -0.4507(11) 1 2 0.037(3) H(17) 0.918(2) 0.5442(7) -0.3511(11) 1 2 0.031(2) H(18) 0.827(2) 0.6430(7) -0.4489(11) 1 2 0.036(3) O(1W) 0.62298(9) 0.07900(4) 0.75123(5) 1 2 0.014 O(2W) 0.11746(10) -0.02016(4) 0.73760(4) 1 2 0.013 H(1W) 0.670(2) 0.1409(8) 0.7130(12) 1 2 0.034(3) H(2W) 0.651(2) 0.0860(7) 0.8601(13) 1 2 0.028(2) H(3W) -0.043(3) 0.0198(8) 0.7274(12) 1 2 0.030(3) H(4W) 0.292(3) 0.0203(8) 0.7413(11) 1 2 0.034(3) DUM0 0.616634 1.070437 0.81686 0 1 0 DUM1 1.115925 1.119016 0.805538 0 1 0 DUM2 1.09702 0.674173 0.132063 0 1 0 DUM3 0.772297 0.120784 0.046627 0 1 0 DUM4 0.619332 0.73933 -0.19066 0 1 0 DUM5 0.605162 0.561939 -0.267185 0 1 0 DUM6 0.375825 0.512296 -0.072314 0 1 0 DUM7 0.99991 0.80069 0.15583 0 1 0 DUM8 0.805938 0.828605 0.266247 0 1 0 DUM9 1.070437 0.81686 0.402077 0 1 0 DUM* 1.119016 0.805538 0 0 1 0 DUM* 0.674173 0.132063 0 0 1 0 DUM* 0.120784 0.046627 0 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(3) 0.01440(19) 0.00979(17) 0.0173(2) 0.00221(15) -0.00504(15) -0.00148(14) O(4) 0.01521(19) 0.01567(19) 0.01309(18) 0.00380(16) 0.00310(14) 0.00231(15) O(5) 0.0145(2) 0.00801(16) 0.0193(2) 0.00114(15) -0.00044(15) 0.00139(15) N(1) 0.0127(2) 0.00756(18) 0.0120(2) -0.00192(16) -0.00065(17) -0.00028(15) N(2) 0.0111(2) 0.00775(18) 0.0142(2) 0.00023(16) -0.00191(17) -0.00264(16) N(3) 0.0157(2) 0.0122(2) 0.0115(2) 0.00062(17) -0.00056(17) -0.00024(16) N(4) 0.0184(2) 0.0140(2) 0.0118(2) -0.00158(19) 0.00007(17) -0.00211(17) C(1) 0.0092(2) 0.00758(19) 0.0105(2) -0.00051(17) -0.00054(17) -0.00038(17) C(2) 0.0098(2) 0.0074(2) 0.0107(2) -0.00001(18) -0.00074(17) -0.00090(17) C(3) 0.0134(2) 0.0083(2) 0.0096(2) -0.00124(18) -0.00075(18) -0.00042(16) C(4) 0.0103(2) 0.0082(2) 0.0110(2) 0.00079(18) -0.00076(18) 0.00059(17) C(5) 0.0144(3) 0.0135(2) 0.0104(2) -0.0051(2) -0.00028(18) 0.00113(19) C(6) 0.0134(3) 0.0105(2) 0.0097(2) -0.00191(19) 0.00025(18) 0.00002(17) C(7) 0.0158(3) 0.0126(2) 0.0146(2) 0.0011(2) -0.0013(2) -0.00270(19) C(8) 0.0172(3) 0.0140(2) 0.0110(2) -0.0004(2) -0.00192(19) 0.00060(19) C(9) 0.0255(3) 0.0171(3) 0.0126(2) -0.0040(2) 0.0055(2) -0.0036(2) O(1W) 0.0157(2) 0.01256(18) 0.0143(2) -0.00076(16) -0.00060(15) 0.00002(15) O(2W) 0.0147(2) 0.01242(17) 0.01328(19) -0.00013(17) 0.00046(15) -0.00065(15) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(3) C(2) 1.2325(7) 1_555 1_555 yes O(4) C(4) 1.2660(7) 1_555 1_555 yes O(5) C(4) 1.2527(6) 1_555 1_555 yes N(1) H(5) 1.039(12) 1_555 1_555 yes N(1) H(6) 1.059(12) 1_555 1_555 yes N(1) H(7) 1.059(11) 1_555 1_555 yes N(2) C(2) 1.3419(7) 1_555 1_555 yes N(2) C(3) 1.4597(7) 1_555 1_555 yes N(2) H(8) 1.021(11) 1_555 1_555 yes N(3) C(6) 1.3803(7) 1_555 1_555 yes N(3) C(8) 1.3235(7) 1_555 1_555 yes N(4) C(7) 1.3718(7) 1_555 1_555 yes N(4) C(8) 1.3483(8) 1_555 1_555 yes N(4) H(9) 1.046(12) 1_555 1_555 yes C(1) C(2) 1.5291(7) 1_555 1_555 yes C(1) C(5) 1.5395(7) 1_555 1_555 yes C(1) H(10) 1.069(9) 1_555 1_555 yes C(3) C(9) 1.5190(8) 1_555 1_555 yes C(3) H(11) 1.086(9) 1_555 1_555 yes C(5) C(6) 1.4932(7) 1_555 1_555 yes C(5) H(12) 1.071(11) 1_555 1_555 yes C(5) H(13) 1.111(10) 1_555 1_555 yes C(6) C(7) 1.3692(7) 1_555 1_555 yes C(7) H(14) 1.068(12) 1_555 1_555 yes C(8) H(15) 1.061(12) 1_555 1_555 yes C(9) H(16) 1.092(11) 1_555 1_555 yes C(9) H(17) 1.094(10) 1_555 1_555 yes C(9) H(18) 1.071(11) 1_555 1_555 yes O(1W) H(1W) 1.008(12) 1_555 1_555 yes O(1W) H(2W) 0.991(12) 1_555 1_555 yes O(2W) H(3W) 0.953(13) 1_555 1_555 yes O(2W) H(4W) 1.009(14) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(5) N(1) H(6) 107.0(8) 1_555 1_555 1_555 yes H(5) N(1) H(7) 105.4(8) 1_555 1_555 1_555 yes H(6) N(1) H(7) 110.4(8) 1_555 1_555 1_555 yes C(2) N(2) C(3) 123.60(5) 1_555 1_555 1_555 yes C(2) N(2) H(8) 118.4(5) 1_555 1_555 1_555 yes C(3) N(2) H(8) 117.5(5) 1_555 1_555 1_555 yes C(6) N(3) C(8) 105.46(5) 1_555 1_555 1_555 yes C(7) N(4) C(8) 107.12(5) 1_555 1_555 1_555 yes C(7) N(4) H(9) 128.7(6) 1_555 1_555 1_555 yes C(8) N(4) H(9) 124.2(6) 1_555 1_555 1_555 yes C(2) C(1) C(5) 106.93(4) 1_555 1_555 1_555 yes C(2) C(1) H(10) 110.7(5) 1_555 1_555 1_555 yes C(5) C(1) H(10) 111.6(4) 1_555 1_555 1_555 yes O(3) C(2) N(2) 125.76(5) 1_555 1_555 1_555 yes O(3) C(2) C(1) 120.79(5) 1_555 1_555 1_555 yes N(2) C(2) C(1) 113.26(5) 1_555 1_555 1_555 yes N(2) C(3) C(9) 111.28(5) 1_555 1_555 1_555 yes N(2) C(3) H(11) 107.3(5) 1_555 1_555 1_555 yes C(9) C(3) H(11) 110.5(5) 1_555 1_555 1_555 yes O(4) C(4) O(5) 124.35(5) 1_555 1_555 1_555 yes C(1) C(5) C(6) 115.40(4) 1_555 1_555 1_555 yes C(1) C(5) H(12) 108.4(5) 1_555 1_555 1_555 yes C(1) C(5) H(13) 106.7(5) 1_555 1_555 1_555 yes C(6) C(5) H(12) 109.1(5) 1_555 1_555 1_555 yes C(6) C(5) H(13) 109.6(5) 1_555 1_555 1_555 yes H(12) C(5) H(13) 107.4(7) 1_555 1_555 1_555 yes N(3) C(6) C(5) 122.67(5) 1_555 1_555 1_555 yes N(3) C(6) C(7) 109.42(5) 1_555 1_555 1_555 yes C(5) C(6) C(7) 127.88(5) 1_555 1_555 1_555 yes N(4) C(7) C(6) 106.24(5) 1_555 1_555 1_555 yes N(4) C(7) H(14) 122.2(6) 1_555 1_555 1_555 yes C(6) C(7) H(14) 131.5(6) 1_555 1_555 1_555 yes N(3) C(8) N(4) 111.75(5) 1_555 1_555 1_555 yes N(3) C(8) H(15) 127.9(6) 1_555 1_555 1_555 yes N(4) C(8) H(15) 120.4(6) 1_555 1_555 1_555 yes C(3) C(9) H(16) 112.0(5) 1_555 1_555 1_555 yes C(3) C(9) H(17) 110.5(5) 1_555 1_555 1_555 yes C(3) C(9) H(18) 109.3(5) 1_555 1_555 1_555 yes H(16) C(9) H(17) 106.5(7) 1_555 1_555 1_555 yes H(16) C(9) H(18) 109.4(7) 1_555 1_555 1_555 yes H(17) C(9) H(18) 109.1(7) 1_555 1_555 1_555 yes H(1W) O(1W) H(2W) 102.3(8) 1_555 1_555 1_555 yes H(3W) O(2W) H(4W) 104.7(9) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(3) 6.2412 0 -0.073 -0.006 0 -0.072 0 0 -0.06 0 0 0.01 0.004 0 0 0.027 -0.002 0 0 0 0 0 0 0 0 0 0.98873 1.03135 1.03135 1.03135 1.03135 1.03135 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(4) 6.3085 0 -0.069 -0.007 0 -0.057 0 0 -0.061 0.001 0 -0.005 -0.002 0 0 0.034 -0.001 0 0 0 0 0 0 0 0 0 0.98413 0.89901 0.89901 0.89901 0.89901 0.89901 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(5) 6.3085 0 -0.069 -0.007 0 -0.057 0 0 -0.061 0.001 0 -0.005 -0.002 0 0 0.034 -0.001 0 0 0 0 0 0 0 0 0 0.98413 0.89901 0.89901 0.89901 0.89901 0.89901 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.2207 0 0 0 -0.02 -0.015 0 0 0 0 0.211 0 0 0 0 0.162 0 0 0 0 0 0 0 0 0 0 0.98619 0.86528 0.86528 0.86528 0.86528 0.86528 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2) 5.1221 0 -0.004 -0.006 0 -0.021 -0.001 0.001 0.008 -0.007 0.003 0.011 -0.004 0.001 0 -0.202 0.003 0 0 0 0 0 0 0 0 0 0.9949 0.89265 0.89265 0.89265 0.89265 0.89265 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3) 5.1277 0 -0.129 -0.008 0 -0.101 0 0 0.041 -0.008 0 -0.031 0.007 0 0 -0.121 0.006 0 0 0 0 0 0 0 0 0 0.99433 0.96699 0.96699 0.96699 0.96699 0.96699 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(4) 5.1221 0 -0.004 -0.006 0 -0.021 -0.001 0.001 0.008 -0.007 0.003 0.011 -0.004 0.001 0 -0.202 0.003 0 0 0 0 0 0 0 0 0 0.9949 0.89265 0.89265 0.89265 0.89265 0.89265 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 3.9149 0 -0.001 -0.059 0.033 -0.001 0.003 0.07 0.032 -0.001 0.002 0 -0.01 0.325 -0.007 -0.004 0.008 0 0 0 0 0 0 0 0 0 1.00819 0.92588 0.92588 0.92588 0.92588 0.92588 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.0006 0 0.026 -0.073 0 -0.288 0 0 -0.047 -0.069 0 -0.004 0.014 0 0 -0.36 -0.024 0 0 0 0 0 0 0 0 0 1.00176 0.92477 0.92477 0.92477 0.92477 0.92477 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 3.9149 0 -0.001 -0.059 0.033 -0.001 0.003 0.07 0.032 -0.001 0.002 0 -0.01 0.325 -0.007 -0.004 0.008 0 0 0 0 0 0 0 0 0 1.00819 0.92588 0.92588 0.92588 0.92588 0.92588 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(4) 4.1156 0 0.034 -0.003 0 -0.32 0 0 -0.087 -0.001 0 -0.001 0 0 0 -0.39 -0.003 0 0 0 0 0 0 0 0 0 0.99108 0.92146 0.92146 0.92146 0.92146 0.92146 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(5) 3.9927 0 0.001 0 -0.015 0.019 0.002 0 -0.009 0 -0.016 0.002 0 0.331 0 0 0 0 0 0 0 0 0 0 0 0 0.99836 0.89665 0.89665 0.89665 0.89665 0.89665 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(6) 3.9873 0 0.07 0.017 0 -0.122 0 0 -0.066 -0.001 0 0.025 -0.007 0 0 -0.265 0.02 0 0 0 0 0 0 0 0 0 1.0044 0.92365 0.92365 0.92365 0.92365 0.92365 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(7) 4.1156 0 0.003 0.041 0 -0.229 0 0 -0.002 0.032 0 0.018 0.011 0 0 -0.316 0.001 0 0 0 0 0 0 0 0 0 1.00182 0.91899 0.91899 0.91899 0.91899 0.91899 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(8) 4.1638 0 0.017 0.026 0 -0.214 0 0 0.018 0.032 0 -0.003 0.03 0 0 -0.338 0.012 0 0 0 0 0 0 0 0 0 0.99387 0.90878 0.90878 0.90878 0.90878 0.90878 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(9) 4.0125 0 0 0 -0.019 -0.009 0 0 0 0 0.257 0 0 0 0 0.143 0 0 0 0 0 0 0 0 0 0 0.99843 0.87053 0.87053 0.87053 0.87053 0.87053 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(5) 0.784 0 0 0 0.127 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1643 1.39942 1.39942 1.39942 1.39942 1.39942 0 2 1 2 2 2 3 2 4 2 H(6) 0.785 0 0 0 0.127 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1643 1.39942 1.39942 1.39942 1.39942 1.39942 0 2 1 2 2 2 3 2 4 2 H(7) 0.785 0 0 0 0.127 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1643 1.39942 1.39942 1.39942 1.39942 1.39942 0 2 1 2 2 2 3 2 4 2 H(8) 0.785 0 0 0 0.127 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1643 1.39942 1.39942 1.39942 1.39942 1.39942 0 2 1 2 2 2 3 2 4 2 H(9) 0.785 0 0 0 0.127 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1643 1.39942 1.39942 1.39942 1.39942 1.39942 0 2 1 2 2 2 3 2 4 2 H(10) 0.9319 0 0 0 0.146 0.072 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16104 1.18209 1.18209 1.18209 1.18209 1.18209 0 2 1 2 2 2 3 2 4 2 H(11) 0.9319 0 0 0 0.146 0.072 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16104 1.18209 1.18209 1.18209 1.18209 1.18209 0 2 1 2 2 2 3 2 4 2 H(12) 0.9358 0 0 0 0.142 0.067 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15743 1.18057 1.18057 1.18057 1.18057 1.18057 0 2 1 2 2 2 3 2 4 2 H(13) 0.9358 0 0 0 0.142 0.067 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15743 1.18057 1.18057 1.18057 1.18057 1.18057 0 2 1 2 2 2 3 2 4 2 H(14) 0.9319 0 0 0 0.146 0.072 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16104 1.18209 1.18209 1.18209 1.18209 1.18209 0 2 1 2 2 2 3 2 4 2 H(15) 0.9319 0 0 0 0.146 0.072 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16104 1.18209 1.18209 1.18209 1.18209 1.18209 0 2 1 2 2 2 3 2 4 2 H(16) 0.9358 0 0 0 0.142 0.067 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15743 1.18057 1.18057 1.18057 1.18057 1.18057 0 2 1 2 2 2 3 2 4 2 H(17) 0.9358 0 0 0 0.142 0.067 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15743 1.18057 1.18057 1.18057 1.18057 1.18057 0 2 1 2 2 2 3 2 4 2 H(18) 0.9358 0 0 0 0.142 0.067 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15743 1.18057 1.18057 1.18057 1.18057 1.18057 0 2 1 2 2 2 3 2 4 2 O(1W) 6.344 0 -0.071 0 0 0.052 0 0 0.024 0 0 -0.007 0 0 0 -0.068 0 0 0 0 0 0 0 0 0 0 0.97868 0.91511 0.91511 0.91511 0.91511 0.91511 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2W) 6.344 0 -0.071 0 0 0.052 0 0 0.024 0 0 -0.007 0 0 0 -0.068 0 0 0 0 0 0 0 0 0 0 0.97868 0.91511 0.91511 0.91511 0.91511 0.91511 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 H(1W) 0.828 0 0 0 0.141 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15951 1.49847 1.49847 1.49847 1.49847 1.49847 0 2 1 2 2 2 3 2 4 2 H(2W) 0.828 0 0 0 0.141 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15951 1.49847 1.49847 1.49847 1.49847 1.49847 0 2 1 2 2 2 3 2 4 2 H(3W) 0.828 0 0 0 0.141 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15951 1.49847 1.49847 1.49847 1.49847 1.49847 0 2 1 2 2 2 3 2 4 2 H(4W) 0.828 0 0 0 0.141 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15951 1.49847 1.49847 1.49847 1.49847 1.49847 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(3) C(2) X O(3) N(2) Y O(4) C(4) X O(4) O(5) Y O(5) C(4) X O(5) O(4) Y N(1) C(1) Z N(1) H(5) X N(2) DUM0 X N(2) C(3) Y N(3) DUM1 X N(3) C(6) Y N(4) DUM2 X N(4) C(7) Y C(1) DUM3 Z C(1) C(5) X C(2) DUM4 X C(2) N(2) Y C(3) DUM5 Z C(3) C(9) X C(4) DUM6 X C(4) O(4) Y C(5) DUM7 Z C(5) C(6) X C(6) DUM8 X C(6) C(5) Y C(7) DUM9 X C(7) C(6) Y C(8) DUM* X C(8) N(3) Y C(9) C(3) Z C(9) H(17) X H(5) N(1) Z H(5) C(1) X H(6) N(1) Z H(6) C(1) X H(7) N(1) Z H(7) C(1) X H(8) N(2) Z H(8) C(2) X H(9) N(4) Z H(9) C(8) X H(10) C(1) Z H(10) N(1) X H(11) C(3) Z H(11) N(2) X H(12) C(5) Z H(12) C(1) X H(13) C(5) Z H(13) C(1) X H(14) C(7) Z H(14) N(4) X H(15) C(8) Z H(15) N(4) X H(16) C(9) Z H(16) C(3) X H(17) C(9) Z H(17) C(3) X H(18) C(9) Z H(18) C(3) X O(1W) DUM* X O(1W) H(1W) Y O(2W) DUM* X O(2W) H(4W) Y H(1W) O(1W) Z H(1W) H(2W) X H(2W) O(1W) Z H(2W) H(1W) X H(3W) O(2W) Z H(3W) H(4W) X H(4W) O(2W) Z H(4W) H(3W) X data_HA_TAAM_IM _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z _cell_length_a 4.62530(10) _cell_length_b 14.89280(2) _cell_length_c 8.9896(2) _cell_angle_alpha 90 _cell_angle_beta 90.4660(10) _cell_angle_gamma 90 _cell_volume 619.216(19) # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.019 _refine_ls_R_factor_all 0.024 _refine_ls_R_Fsqd_factor 0.022 _refine_ls_wR_factor_ref 0.014 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 9426 _refine_ls_number_parameters 234 _refine_ls_goodness_of_fit_ref 1.873 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_IM - transfered aspherical atom model refinement against high resolution data, with pseudoatoms from the Invariom database used. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(3) 0.56017(4) 0.814427(17) -0.16109(2) 1 2 0.014 O(4) 0.28364(4) 0.585718 -0.04890(2) 1 2 0.014 O(5) 0.53974(4) 0.476196(17) -0.15275(2) 1 2 0.014 O(1W) 0.62308(4) 0.079088(18) 0.75138(2) 1 2 0.014 O(2W) 0.11750(4) -0.020038(18) 0.73755(2) 1 2 0.013 N(1) 0.97277(5) 0.895657(17) 0.01031(2) 1 2 0.011 N(2) 0.80157(4) 0.680117(17) -0.15657(2) 1 2 0.011 N(3) 1.20921(5) 0.744578(18) 0.35504(2) 1 2 0.013 N(4) 1.10880(5) 0.858870(19) 0.50299(2) 1 2 0.014 C(1) 0.95559(4) 0.796112(18) 0.01163(2) 1 2 0.009 C(2) 0.75487(4) 0.765263(18) -0.11451(2) 1 2 0.009 C(3) 0.59724(5) 0.627989(18) -0.24618(2) 1 2 0.010 C(4) 0.46442(5) 0.556629(18) -0.14213(2) 1 2 0.009 C(5) 0.82214(5) 0.76287(2) 0.15795(2) 1 2 0.012 C(6) 0.97646(5) 0.791443(19) 0.29653(2) 1 2 0.011 C(7) 0.91347(6) 0.86254(2) 0.38733(3) 1 2 0.014 C(8) 1.28147(6) 0.78758(2) 0.47880(3) 1 2 0.014 C(9) 0.74136(7) 0.58937(2) -0.38325(3) 1 2 0.018 H(5) 1.1237(15) 0.9183(4) 0.0867(7) 1 2 0.0306(15) H(6) 0.7781(14) 0.9247(4) 0.0405(7) 1 2 0.0262(14) H(7) 1.0344(14) 0.9207(4) -0.0916(7) 1 2 0.0291(15) H(8) 0.9744(12) 0.6497(3) -0.1141(6) 1 2 0.0225(11) H(9) 1.1329(14) 0.9007(4) 0.5869(7) 1 2 0.0391(16) H(10) 1.1688(12) 0.7702(4) -0.0023(6) 1 2 0.0253(13) H(11) 0.4248(12) 0.6724(4) -0.2771(6) 1 2 0.0292(14) H(12) 0.6045(13) 0.7840(4) 0.1625(6) 1 2 0.0311(13) H(13) 0.8164(12) 0.6873(4) 0.1512(6) 1 2 0.0312(14) H(14) 0.7535(14) 0.9105(4) 0.3790(7) 1 2 0.0361(15) H(15) 1.4536(15) 0.7710(4) 0.5527(7) 1 2 0.0398(16) H(16) 0.5886(15) 0.5507(5) -0.4488(7) 1 2 0.0468(18) H(17) 0.9157(14) 0.5441(5) -0.3511(7) 1 2 0.0433(17) H(18) 0.8296(14) 0.6446(5) -0.4489(7) 1 2 0.0442(17) H(1W) 0.6670(11) 0.1359(4) 0.7141(6) 1 2 0.0314(14) H(2W) 0.6455(12) 0.0835(4) 0.8543(6) 1 2 0.0305(13) H(3W) -0.0368(14) 0.0153(4) 0.7286(6) 1 2 0.0298(14) H(4W) 0.2796(15) 0.0156(4) 0.7389(6) 1 2 0.0351(15) DUM0 0 0 0 0 1 0 DUM1 0.674308 0.132622 0.811899 0 1 0 DUM2 0.125252 0.046595 0.733949 0 1 0 DUM3 0.999602 0.800712 0.153046 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(3) 0.01391(6) 0.00964(5) 0.01699(7) 0.00246(5) -0.00526(5) -0.00135(5) O(4) 0.01504(7) 0.01521(6) 0.01278(6) 0.00385(5) 0.00305(5) 0.00220(5) O(5) 0.01400(6) 0.00783(5) 0.01888(7) 0.00100(4) -0.00016(5) 0.00163(5) O(1W) 0.01537(7) 0.01262(6) 0.01469(6) -0.00056(5) -0.00061(5) 0.00007(5) O(2W) 0.01506(7) 0.01241(5) 0.01295(6) -0.00012(5) 0.00051(5) -0.00074(5) N(1) 0.01226(6) 0.00766(5) 0.01168(6) -0.00187(4) -0.00071(5) -0.00028(5) N(2) 0.01078(6) 0.00786(5) 0.01343(6) 0.00032(4) -0.00151(5) -0.00217(5) N(3) 0.01509(7) 0.01146(6) 0.01106(6) 0.00107(5) -0.00045(5) -0.00030(5) N(4) 0.01833(8) 0.01353(7) 0.01111(6) -0.00183(6) 0.00006(6) -0.00249(6) C(1) 0.00886(6) 0.00765(5) 0.01009(6) -0.00074(5) -0.00033(5) -0.00041(5) C(2) 0.00924(6) 0.00740(5) 0.01020(6) -0.00010(5) -0.00071(5) -0.00067(5) C(3) 0.01316(7) 0.00812(5) 0.00915(6) -0.00121(5) -0.00076(5) -0.00039(5) C(4) 0.00987(6) 0.00813(5) 0.01026(6) 0.00056(5) -0.00103(5) 0.00068(5) C(5) 0.01392(8) 0.01330(7) 0.01025(6) -0.00514(6) -0.00062(6) 0.00126(6) C(6) 0.01271(7) 0.01040(6) 0.00946(6) -0.00152(5) -0.00019(5) 0.00008(5) C(7) 0.01532(8) 0.01177(7) 0.01461(8) 0.00065(6) -0.00032(7) -0.00205(6) C(8) 0.01656(9) 0.01434(7) 0.01027(7) -0.00081(6) -0.00199(6) 0.00088(6) C(9) 0.02562(12) 0.01652(9) 0.01219(8) -0.00369(8) 0.00506(8) -0.00367(7) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(3) C(2) 1.2314(3) 1_555 1_555 yes O(4) C(4) 1.2652(3) 1_555 1_555 yes O(5) C(4) 1.2514(3) 1_555 1_555 yes O(1W) H(1W) 0.933(6) 1_555 1_555 yes O(1W) H(2W) 0.932(6) 1_555 1_555 yes O(2W) H(3W) 0.890(6) 1_555 1_555 yes O(2W) H(4W) 0.918(7) 1_555 1_555 yes N(1) H(5) 1.032(7) 1_555 1_555 yes N(1) H(6) 1.037(7) 1_555 1_555 yes N(1) H(7) 1.031(6) 1_555 1_555 yes N(2) C(2) 1.3413(3) 1_555 1_555 yes N(2) C(3) 1.4603(3) 1_555 1_555 yes N(2) H(8) 0.993(6) 1_555 1_555 yes N(3) C(6) 1.3833(3) 1_555 1_555 yes N(3) C(8) 1.3242(3) 1_555 1_555 yes N(4) C(7) 1.3729(3) 1_555 1_555 yes N(4) C(8) 1.3473(3) 1_555 1_555 yes N(4) H(9) 0.984(6) 1_555 1_555 yes C(1) C(2) 1.5302(3) 1_555 1_555 yes C(1) C(5) 1.5393(3) 1_555 1_555 yes C(1) H(10) 1.068(6) 1_555 1_555 yes C(3) C(9) 1.5188(3) 1_555 1_555 yes C(3) H(11) 1.071(6) 1_555 1_555 yes C(5) C(6) 1.4926(3) 1_555 1_555 yes C(5) H(12) 1.056(6) 1_555 1_555 yes C(5) H(13) 1.128(6) 1_555 1_555 yes C(6) C(7) 1.3697(3) 1_555 1_555 yes C(7) H(14) 1.031(7) 1_555 1_555 yes C(8) H(15) 1.062(7) 1_555 1_555 yes C(9) H(16) 1.083(7) 1_555 1_555 yes C(9) H(17) 1.088(7) 1_555 1_555 yes C(9) H(18) 1.093(7) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(1W) O(1W) H(2W) 105.7(5) 1_555 1_555 1_555 yes H(3W) O(2W) H(4W) 108.3(5) 1_555 1_555 1_555 yes H(5) N(1) H(6) 105.9(5) 1_555 1_555 1_555 yes H(5) N(1) H(7) 106.4(5) 1_555 1_555 1_555 yes H(6) N(1) H(7) 109.2(5) 1_555 1_555 1_555 yes C(2) N(2) C(3) 123.585(19) 1_555 1_555 1_555 yes C(2) N(2) H(8) 117.0(3) 1_555 1_555 1_555 yes C(3) N(2) H(8) 119.0(3) 1_555 1_555 1_555 yes C(6) N(3) C(8) 105.41(2) 1_555 1_555 1_555 yes C(7) N(4) C(8) 107.24(2) 1_555 1_555 1_555 yes C(7) N(4) H(9) 128.7(4) 1_555 1_555 1_555 yes C(8) N(4) H(9) 124.0(4) 1_555 1_555 1_555 yes C(2) C(1) C(5) 106.952(16) 1_555 1_555 1_555 yes C(2) C(1) H(10) 111.1(3) 1_555 1_555 1_555 yes C(5) C(1) H(10) 111.2(3) 1_555 1_555 1_555 yes O(3) C(2) N(2) 125.82(2) 1_555 1_555 1_555 yes O(3) C(2) C(1) 120.736(18) 1_555 1_555 1_555 yes N(2) C(2) C(1) 113.244(18) 1_555 1_555 1_555 yes N(2) C(3) C(9) 111.25(2) 1_555 1_555 1_555 yes N(2) C(3) H(11) 107.0(3) 1_555 1_555 1_555 yes C(9) C(3) H(11) 110.8(3) 1_555 1_555 1_555 yes O(4) C(4) O(5) 124.35(2) 1_555 1_555 1_555 yes C(1) C(5) C(6) 115.411(18) 1_555 1_555 1_555 yes C(1) C(5) H(12) 109.0(3) 1_555 1_555 1_555 yes C(1) C(5) H(13) 106.5(3) 1_555 1_555 1_555 yes C(6) C(5) H(12) 109.4(3) 1_555 1_555 1_555 yes C(6) C(5) H(13) 109.9(3) 1_555 1_555 1_555 yes H(12) C(5) H(13) 106.1(4) 1_555 1_555 1_555 yes N(3) C(6) C(5) 122.61(2) 1_555 1_555 1_555 yes N(3) C(6) C(7) 109.39(2) 1_555 1_555 1_555 yes C(5) C(6) C(7) 127.97(2) 1_555 1_555 1_555 yes N(4) C(7) C(6) 106.18(2) 1_555 1_555 1_555 yes N(4) C(7) H(14) 123.4(3) 1_555 1_555 1_555 yes C(6) C(7) H(14) 130.4(3) 1_555 1_555 1_555 yes N(3) C(8) N(4) 111.76(2) 1_555 1_555 1_555 yes N(3) C(8) H(15) 126.6(4) 1_555 1_555 1_555 yes N(4) C(8) H(15) 121.7(4) 1_555 1_555 1_555 yes C(3) C(9) H(16) 110.8(3) 1_555 1_555 1_555 yes C(3) C(9) H(17) 110.4(3) 1_555 1_555 1_555 yes C(3) C(9) H(18) 108.7(3) 1_555 1_555 1_555 yes H(16) C(9) H(17) 107.1(5) 1_555 1_555 1_555 yes H(16) C(9) H(18) 110.6(5) 1_555 1_555 1_555 yes H(17) C(9) H(18) 109.3(5) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(3) 6.0499 0 0 0 -0.1047 -0.0203 0 0 -0.1028 0 0.0272 0 0 0.0108 0 0 0 0.0076 0 0 0.0096 0 0 0 -0.0012 0 1.005054 1.144097 1.2 1.2 1.2 1.2 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(4) 6.2251 0 -0.0868 -0.0006 0 -0.0567 0 0 -0.0711 0.0017 0 -0.0139 -0.0012 0 0 0.0347 0.006 -0.0024 0 0 -0.0031 0.001 0 0 0.0092 0.0062 0.992738 1.153094 1.2 1.2 1.2 1.2 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(5) 6.2251 0 -0.0868 -0.0006 0 -0.0567 0 0 -0.0711 0.0017 0 -0.0139 -0.0012 0 0 0.0347 0.006 -0.0024 0 0 -0.0031 0.001 0 0 0.0092 0.0062 0.992738 1.153094 1.2 1.2 1.2 1.2 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(1W) 5.6711 0 0 0 -0.1631 -0.0141 0 0 0.1315 0 -0.0386 0 0 -0.0611 0 0 0 -0.0182 0 0 -0.0269 0 0 0 0.0045 0 1.023986 1.130941 1.2 1.2 1.2 1.2 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2W) 5.6711 0 0 0 -0.1631 -0.0141 0 0 0.1315 0 -0.0386 0 0 -0.0611 0 0 0 -0.0182 0 0 -0.0269 0 0 0 0.0045 0 1.023986 1.130941 1.2 1.2 1.2 1.2 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 4.8598 0 0 0 0.0155 -0.0026 0 0 0 0 0.2111 0 0 0 0 0 -0.1751 0.0152 0 0 0 0 0 0.0799 0 0 1.008017 1.043005 1.2 1.2 1.2 1.2 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2) 4.9062 0 0.0181 0.0087 0 0.0536 0 0 0.0094 0.0009 0 0.0154 -0.0058 0 0 0.1366 0.0087 0.0134 0 0 0.0038 -0.0043 0 0 -0.0038 0.0034 1.010236 1.092904 1.092904 1.092904 1.092904 1.092904 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3) 5.0359 0 -0.0612 -0.086 0 -0.1086 0 0 -0.004 0.0692 0 -0.0128 -0.0287 0 0 0.0814 -0.0252 0.001 0 0 0.0019 0.0025 0 0 0.024 0.0184 1.000518 1.038484 1.038484 1.038484 1.038484 1.038484 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(4) 4.9519 0 -0.0374 0.0048 0 -0.0051 0 0 0.0018 -0.0022 0 -0.0106 0.0046 0 0 0.1671 0.0032 0.0104 0 0 -0.015 -0.0004 0 0 0.0011 -0.0066 1.009841 0.991783 0.991783 0.991783 0.991783 0.991783 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.0467 0 0.0007 -0.0327 0 0.0343 0 0 0.0181 0.0266 0 -0.1427 -0.2319 0 0 0.2022 -0.0531 0.0401 0 0 -0.0368 0.0954 0 0 0.0404 0.0292 1.002366 0.937234 0.937234 0.937234 0.937234 0.937234 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.2119 0 0.0796 -0.0205 0 -0.3044 0 0 0.1063 0.0154 0 0.0026 0.0143 0 0 0.3983 -0.0046 0.0221 0 0 0.0112 -0.0241 0 0 -0.0586 0.0264 0.998856 0.885925 0.885925 0.885925 0.885925 0.885925 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 4.0467 0 0.0007 -0.0327 0 0.0343 0 0 0.0181 0.0266 0 -0.1427 -0.2319 0 0 0.2022 -0.0531 0.0401 0 0 -0.0368 0.0954 0 0 0.0404 0.0292 1.002366 0.937234 0.937234 0.937234 0.937234 0.937234 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(4) 4.303 0 0.0132 0.0276 0 -0.2847 0 0 0.0712 -0.0865 0 0.0065 0.0137 0 0 0.3497 0.0849 0.0168 0 0 0.0187 -0.0244 0 0 -0.0109 -0.0618 0.984113 0.920107 0.920107 0.920107 0.920107 0.920107 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(5) 3.921 0 0 0 0.011 -0.0027 0 0 0.0024 0 -0.0076 0 0 -0.298 0 0 0 -0.0772 0 0 0.0175 0 0 0 0.0533 0 1.01282 0.965521 0.965521 0.965521 0.965521 0.965521 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(6) 4.2124 0 0.0515 0.0165 0 -0.1826 0 0 0.0199 0.0429 0 0.0372 -0.0001 0 0 0.3044 -0.1141 0.0283 0 0 0.0168 -0.0203 0 0 0.0228 0.0412 1.004059 0.895203 0.895203 0.895203 0.895203 0.895203 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(7) 3.9253 0 -0.0256 0.0495 0 -0.0949 0 0 -0.0644 0.0019 0 -0.022 0.0269 0 0 0.2191 -0.056 0.02 0 0 -0.006 -0.0159 0 0 0.0306 -0.004 1.01772 0.995235 0.995235 0.995235 0.995235 0.995235 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(8) 4.0587 0 -0.0299 0.0524 0 -0.1532 0 0 0.0375 -0.0717 0 -0.0109 0.0148 0 0 0.3011 0.0306 0.0287 0 0 -0.0305 -0.0084 0 0 -0.0138 -0.0247 1.017734 0.952677 0.952677 0.952677 0.952677 0.952677 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(9) 4.002 0 0 0 -0.0108 -0.0147 0 0 0 0 0.2367 0 0 0 0 0 -0.1902 0.0283 0 0 0 0 0 0.0934 0 0 1.009098 0.980729 0.980729 0.980729 0.980729 0.980729 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(5) 0.8213 0 0 0 0.1812 0.0846 0 0 0 0 0.0228 0 0 0 0 0 0 0.0023 0 0 0 0 0 0 0 0 1.176705 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(6) 0.8213 0 0 0 0.1812 0.0846 0 0 0 0 0.0228 0 0 0 0 0 0 0.0023 0 0 0 0 0 0 0 0 1.176705 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(7) 0.8213 0 0 0 0.1812 0.0846 0 0 0 0 0.0228 0 0 0 0 0 0 0.0023 0 0 0 0 0 0 0 0 1.176705 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(8) 0.9759 0 0 0 0.2012 0.12 0 0 0 0 0.0768 0 0 0 0 0 0 0.0456 0 0 0 0 0 0 0 0 1.136988 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(9) 0.9434 0 0 0 0.1905 0.0813 0 0 0 0 0.0192 0 0 0 0 0 0 0.0064 0 0 0 0 0 0 0 0 1.142561 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(10) 1.0642 0 0 0 0.1449 0.0703 0 0 0 0 0.0205 0 0 0 0 0 0 0.0095 0 0 0 0 0 0 0 0 1.10602 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(11) 1.0642 0 0 0 0.1449 0.0703 0 0 0 0 0.0205 0 0 0 0 0 0 0.0095 0 0 0 0 0 0 0 0 1.10602 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(12) 1.0551 0 0 0 0.1493 0.065 0 0 0 0 0.0147 0 0 0 0 0 0 0.0012 0 0 0 0 0 0 0 0 1.1151 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(13) 1.0551 0 0 0 0.1493 0.065 0 0 0 0 0.0147 0 0 0 0 0 0 0.0012 0 0 0 0 0 0 0 0 1.1151 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(14) 0.9739 0 0 0 0.1536 0.06 0 0 0 0 0.0118 0 0 0 0 0 0 0.0034 0 0 0 0 0 0 0 0 1.144097 1.2 1.2 1.2 1.2 0(4) 0 2 1 2 2 2 3 2 4 2 H(15) 0.9431 0 0 0 0.1477 0.0523 0 0 0 0 0.0009 0 0 0 0 0 0 -0.0046 0 0 0 0 0 0 0 0 1.153094 1.2 1.2 1.2 1.2 0(4) 0 2 1 2 2 2 3 2 4 2 H(16) 1.0098 0 0 0 0.133 0.0464 0 0 0 0 0.0072 0 0 0 0 0 0 0.0051 0 0 0 0 0 0 0 0 1.130941 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 H(17) 1.0098 0 0 0 0.133 0.0464 0 0 0 0 0.0072 0 0 0 0 0 0 0.0051 0 0 0 0 0 0 0 0 1.130941 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 H(18) 1.0098 0 0 0 0.133 0.0464 0 0 0 0 0.0072 0 0 0 0 0 0 0.0051 0 0 0 0 0 0 0 0 1.130941 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 H(1W) 1.1644 0 0 0 0.2729 0.1405 0 0 0 0 0.0344 0 0 0 0 0 0 -0.0104 0 0 0 0 0 0 0 0 1.043005 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 H(2W) 1.1644 0 0 0 0.2729 0.1405 0 0 0 0 0.0344 0 0 0 0 0 0 -0.0104 0 0 0 0 0 0 0 0 1.043005 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 H(3W) 1.1644 0 0 0 0.2729 0.1405 0 0 0 0 0.0344 0 0 0 0 0 0 -0.0104 0 0 0 0 0 0 0 0 1.043005 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 H(4W) 1.1644 0 0 0 0.2729 0.1405 0 0 0 0 0.0344 0 0 0 0 0 0 -0.0104 0 0 0 0 0 0 0 0 1.043005 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(3) C(2) Z O(3) N(2) Y O(4) C(4) X O(4) O(5) Y O(5) C(4) X O(5) O(4) Y O(1W) DUM1 Z O(1W) H(1W) Y O(2W) DUM2 Z O(2W) H(3W) Y N(1) C(1) Z N(1) H(5) Y N(2) C(2) X N(2) C(3) Y N(3) C(6) X N(3) C(8) Y N(4) H(9) X N(4) C(7) Y C(1) H(10) X C(1) N(1) Y C(2) O(3) X C(2) N(2) Y C(3) H(11) X C(3) N(2) Y C(4) O(4) X C(4) O(5) Y C(5) DUM3 Z C(5) C(1) Y C(6) C(5) X C(6) N(3) Y C(7) N(4) X C(7) C(6) Y C(8) H(15) X C(8) N(3) Y C(9) C(3) Z C(9) H(16) Y H(5) N(1) Z H(5) C(1) Y H(6) N(1) Z H(6) C(1) Y H(7) N(1) Z H(7) C(1) Y H(8) N(2) Z H(8) C(2) Y H(9) N(4) Z H(9) C(7) Y H(10) C(1) Z H(10) N(1) Y H(11) C(3) Z H(11) N(2) Y H(12) C(5) Z H(12) C(1) Y H(13) C(5) Z H(13) C(1) Y H(14) C(7) Z H(14) N(4) Y H(15) C(8) Z H(15) N(3) Y H(16) C(9) Z H(16) C(3) Y H(17) C(9) Z H(17) C(3) Y H(18) C(9) Z H(18) C(3) Y H(1W) O(1W) Z H(1W) H(2W) Y H(2W) O(1W) Z H(2W) H(1W) Y H(3W) O(2W) Z H(3W) H(4W) Y H(4W) O(2W) Z H(4W) H(3W) Y _refine_diff_density_max 0.275 _refine_diff_density_min -0.165 _refine_diff_density_rms 0.032 data_HA_TAAM_IM0.7 _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z _cell_length_a 4.62530(10) _cell_length_b 14.89280(2) _cell_length_c 8.9896(2) _cell_angle_alpha 90 _cell_angle_beta 90.4660(10) _cell_angle_gamma 90 _cell_volume 619.216(19) # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.01 _refine_ls_R_factor_all 0.031 _refine_ls_R_Fsqd_factor 0.017 _refine_ls_wR_factor_ref 0.011 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 1840 _refine_ls_number_parameters 234 _refine_ls_goodness_of_fit_ref 3.041 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_IM0.7 - transfered aspherical atom model refinement against low resolution data (sinth/lambda < 0.7), with pseudoatoms from the Invariom database used. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(3) 0.56034(9) 0.81444(4) -0.16109(5) 1 2 0.014 O(4) 0.28381(9) 0.585718 -0.04897(4) 1 2 0.015 O(5) 0.53976(9) 0.47623(4) -0.15276(5) 1 2 0.014 O(1W) 0.62307(9) 0.07915(4) 0.75141(5) 1 2 0.015 O(2W) 0.11744(10) -0.01998(4) 0.73756(5) 1 2 0.014 N(1) 0.97275(11) 0.89574(4) 0.01030(5) 1 2 0.011 N(2) 0.80172(11) 0.68008(4) -0.15649(5) 1 2 0.011 N(3) 1.20926(11) 0.74460(4) 0.35504(5) 1 2 0.013 N(4) 1.10885(11) 0.85888(4) 0.50305(5) 1 2 0.015 C(1) 0.95571(12) 0.79611(4) 0.01170(6) 1 2 0.009 C(2) 0.75488(11) 0.76525(4) -0.11444(6) 1 2 0.009 C(3) 0.59734(12) 0.62799(4) -0.24622(6) 1 2 0.010 C(4) 0.46433(12) 0.55667(4) -0.14214(6) 1 2 0.010 C(5) 0.82199(13) 0.76289(5) 0.15797(6) 1 2 0.013 C(6) 0.97644(12) 0.79154(5) 0.29665(6) 1 2 0.011 C(7) 0.91357(13) 0.86256(5) 0.38740(6) 1 2 0.014 C(8) 1.28150(13) 0.78764(5) 0.47884(6) 1 2 0.014 C(9) 0.74154(14) 0.58936(5) -0.38320(6) 1 2 0.018 H(5) 1.126(3) 0.9188(7) 0.0867(12) 1 2 0.032(3) H(6) 0.774(2) 0.9251(7) 0.0412(11) 1 2 0.028(2) H(7) 1.036(2) 0.9208(7) -0.0921(12) 1 2 0.031(3) H(8) 0.978(2) 0.6488(6) -0.1129(9) 1 2 0.023(2) H(9) 1.133(2) 0.9018(7) 0.5888(12) 1 2 0.041(3) H(10) 1.169(2) 0.7700(6) -0.0027(10) 1 2 0.026(2) H(11) 0.423(2) 0.6728(7) -0.2773(10) 1 2 0.030(2) H(12) 0.604(2) 0.7848(6) 0.1628(10) 1 2 0.032(2) H(13) 0.8175(19) 0.6868(7) 0.1513(10) 1 2 0.032(2) H(14) 0.752(2) 0.9108(7) 0.3788(11) 1 2 0.037(3) H(15) 1.455(2) 0.7705(7) 0.5530(12) 1 2 0.039(3) H(16) 0.587(2) 0.5507(8) -0.4500(12) 1 2 0.046(3) H(17) 0.917(2) 0.5442(8) -0.3507(12) 1 2 0.042(3) H(18) 0.830(2) 0.6446(8) -0.4496(12) 1 2 0.044(3) H(1W) 0.669(2) 0.1371(7) 0.7139(11) 1 2 0.034(3) H(2W) 0.645(2) 0.0845(7) 0.8557(12) 1 2 0.033(2) H(3W) -0.040(2) 0.0158(7) 0.7287(11) 1 2 0.033(3) H(4W) 0.283(3) 0.0165(7) 0.7387(11) 1 2 0.039(3) DUM0 0 0 0 0 1 0 DUM1 0.674308 0.132622 0.811899 0 1 0 DUM2 0.125252 0.046595 0.733949 0 1 0 DUM3 0.999602 0.800712 0.153046 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(3) 0.01464(19) 0.00978(17) 0.0175(2) 0.00236(14) -0.00516(15) -0.00169(14) O(4) 0.01543(19) 0.01526(18) 0.01337(18) 0.00374(16) 0.00303(14) 0.00242(14) O(5) 0.0145(2) 0.00810(16) 0.01912(19) 0.00095(15) -0.00029(15) 0.00171(15) O(1W) 0.0154(2) 0.01330(18) 0.0154(2) -0.00039(16) -0.00060(15) -0.00027(15) O(2W) 0.0158(2) 0.01315(17) 0.01294(19) -0.00014(17) 0.00061(15) -0.00067(15) N(1) 0.0131(2) 0.00738(18) 0.0123(2) -0.00210(16) -0.00060(17) -0.00022(15) N(2) 0.0116(2) 0.00825(18) 0.0137(2) -0.00000(16) -0.00130(17) -0.00228(15) N(3) 0.0155(2) 0.0120(2) 0.0117(2) 0.00140(17) -0.00047(17) -0.00025(16) N(4) 0.0188(2) 0.0141(2) 0.0117(2) -0.00200(19) 0.00022(17) -0.00206(17) C(1) 0.0095(2) 0.00740(19) 0.0102(2) -0.00071(17) -0.00059(17) -0.00048(17) C(2) 0.0094(2) 0.0079(2) 0.0104(2) -0.00023(18) -0.00083(17) -0.00075(16) C(3) 0.0135(2) 0.0081(2) 0.0094(2) -0.00141(18) -0.00063(18) -0.00049(16) C(4) 0.0101(2) 0.0085(2) 0.0107(2) 0.00081(18) -0.00095(17) 0.00042(16) C(5) 0.0144(3) 0.0135(2) 0.0102(2) -0.0049(2) -0.00025(18) 0.00125(19) C(6) 0.0130(2) 0.0106(2) 0.0098(2) -0.00160(18) -0.00010(18) 0.00013(17) C(7) 0.0156(3) 0.0120(2) 0.0152(2) 0.0007(2) -0.0000(2) -0.00217(19) C(8) 0.0171(3) 0.0146(2) 0.0109(2) -0.0008(2) -0.00204(19) 0.00090(19) C(9) 0.0255(3) 0.0169(3) 0.0125(2) -0.0039(2) 0.0052(2) -0.0037(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(3) C(2) 1.2313(7) 1_555 1_555 yes O(4) C(4) 1.2638(7) 1_555 1_555 yes O(5) C(4) 1.2516(6) 1_555 1_555 yes O(1W) H(1W) 0.951(11) 1_555 1_555 yes O(1W) H(2W) 0.946(10) 1_555 1_555 yes O(2W) H(3W) 0.907(12) 1_555 1_555 yes O(2W) H(4W) 0.938(13) 1_555 1_555 yes N(1) H(5) 1.040(12) 1_555 1_555 yes N(1) H(6) 1.058(11) 1_555 1_555 yes N(1) H(7) 1.037(11) 1_555 1_555 yes N(2) C(2) 1.3416(7) 1_555 1_555 yes N(2) C(3) 1.4607(7) 1_555 1_555 yes N(2) H(8) 1.014(10) 1_555 1_555 yes N(3) C(6) 1.3837(7) 1_555 1_555 yes N(3) C(8) 1.3248(7) 1_555 1_555 yes N(4) C(7) 1.3728(7) 1_555 1_555 yes N(4) C(8) 1.3466(8) 1_555 1_555 yes N(4) H(9) 1.007(11) 1_555 1_555 yes C(1) C(2) 1.5306(7) 1_555 1_555 yes C(1) C(5) 1.5393(7) 1_555 1_555 yes C(1) H(10) 1.070(9) 1_555 1_555 yes C(3) C(9) 1.5184(8) 1_555 1_555 yes C(3) H(11) 1.082(10) 1_555 1_555 yes C(5) C(6) 1.4940(7) 1_555 1_555 yes C(5) H(12) 1.062(10) 1_555 1_555 yes C(5) H(13) 1.135(10) 1_555 1_555 yes C(6) C(7) 1.3685(7) 1_555 1_555 yes C(7) H(14) 1.039(11) 1_555 1_555 yes C(8) H(15) 1.071(12) 1_555 1_555 yes C(9) H(16) 1.093(12) 1_555 1_555 yes C(9) H(17) 1.093(11) 1_555 1_555 yes C(9) H(18) 1.096(11) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(1W) O(1W) H(2W) 104.7(8) 1_555 1_555 1_555 yes H(3W) O(2W) H(4W) 108.4(8) 1_555 1_555 1_555 yes H(5) N(1) H(6) 106.2(8) 1_555 1_555 1_555 yes H(5) N(1) H(7) 105.8(8) 1_555 1_555 1_555 yes H(6) N(1) H(7) 109.6(8) 1_555 1_555 1_555 yes C(2) N(2) C(3) 123.54(5) 1_555 1_555 1_555 yes C(2) N(2) H(8) 117.1(5) 1_555 1_555 1_555 yes C(3) N(2) H(8) 118.9(5) 1_555 1_555 1_555 yes C(6) N(3) C(8) 105.33(5) 1_555 1_555 1_555 yes C(7) N(4) C(8) 107.25(5) 1_555 1_555 1_555 yes C(7) N(4) H(9) 128.5(6) 1_555 1_555 1_555 yes C(8) N(4) H(9) 124.2(6) 1_555 1_555 1_555 yes C(2) C(1) C(5) 106.90(4) 1_555 1_555 1_555 yes C(2) C(1) H(10) 110.9(5) 1_555 1_555 1_555 yes C(5) C(1) H(10) 111.4(5) 1_555 1_555 1_555 yes O(3) C(2) N(2) 125.86(5) 1_555 1_555 1_555 yes O(3) C(2) C(1) 120.73(5) 1_555 1_555 1_555 yes N(2) C(2) C(1) 113.22(5) 1_555 1_555 1_555 yes N(2) C(3) C(9) 111.26(5) 1_555 1_555 1_555 yes N(2) C(3) H(11) 107.0(5) 1_555 1_555 1_555 yes C(9) C(3) H(11) 110.9(5) 1_555 1_555 1_555 yes O(4) C(4) O(5) 124.35(5) 1_555 1_555 1_555 yes C(1) C(5) C(6) 115.36(4) 1_555 1_555 1_555 yes C(1) C(5) H(12) 109.0(5) 1_555 1_555 1_555 yes C(1) C(5) H(13) 106.4(5) 1_555 1_555 1_555 yes C(6) C(5) H(12) 109.1(5) 1_555 1_555 1_555 yes C(6) C(5) H(13) 109.7(5) 1_555 1_555 1_555 yes H(12) C(5) H(13) 106.9(7) 1_555 1_555 1_555 yes N(3) C(6) C(5) 122.52(5) 1_555 1_555 1_555 yes N(3) C(6) C(7) 109.44(5) 1_555 1_555 1_555 yes C(5) C(6) C(7) 128.00(5) 1_555 1_555 1_555 yes N(4) C(7) C(6) 106.19(5) 1_555 1_555 1_555 yes N(4) C(7) H(14) 123.5(6) 1_555 1_555 1_555 yes C(6) C(7) H(14) 130.2(6) 1_555 1_555 1_555 yes N(3) C(8) N(4) 111.79(5) 1_555 1_555 1_555 yes N(3) C(8) H(15) 126.2(6) 1_555 1_555 1_555 yes N(4) C(8) H(15) 122.0(6) 1_555 1_555 1_555 yes C(3) C(9) H(16) 110.9(6) 1_555 1_555 1_555 yes C(3) C(9) H(17) 110.3(6) 1_555 1_555 1_555 yes C(3) C(9) H(18) 108.9(6) 1_555 1_555 1_555 yes H(16) C(9) H(17) 107.7(8) 1_555 1_555 1_555 yes H(16) C(9) H(18) 109.9(8) 1_555 1_555 1_555 yes H(17) C(9) H(18) 109.2(8) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(3) 6.0499 0 0 0 -0.1047 -0.0203 0 0 -0.1028 0 0.0272 0 0 0.0108 0 0 0 0.0076 0 0 0.0096 0 0 0 -0.0012 0 1.005054 1.144097 1.2 1.2 1.2 1.2 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(4) 6.2251 0 -0.0868 -0.0006 0 -0.0567 0 0 -0.0711 0.0017 0 -0.0139 -0.0012 0 0 0.0347 0.006 -0.0024 0 0 -0.0031 0.001 0 0 0.0092 0.0062 0.992738 1.153094 1.2 1.2 1.2 1.2 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(5) 6.2251 0 -0.0868 -0.0006 0 -0.0567 0 0 -0.0711 0.0017 0 -0.0139 -0.0012 0 0 0.0347 0.006 -0.0024 0 0 -0.0031 0.001 0 0 0.0092 0.0062 0.992738 1.153094 1.2 1.2 1.2 1.2 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(1W) 5.6711 0 0 0 -0.1631 -0.0141 0 0 0.1315 0 -0.0386 0 0 -0.0611 0 0 0 -0.0182 0 0 -0.0269 0 0 0 0.0045 0 1.023986 1.130941 1.2 1.2 1.2 1.2 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2W) 5.6711 0 0 0 -0.1631 -0.0141 0 0 0.1315 0 -0.0386 0 0 -0.0611 0 0 0 -0.0182 0 0 -0.0269 0 0 0 0.0045 0 1.023986 1.130941 1.2 1.2 1.2 1.2 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 4.8598 0 0 0 0.0155 -0.0026 0 0 0 0 0.2111 0 0 0 0 0 -0.1751 0.0152 0 0 0 0 0 0.0799 0 0 1.008017 1.043005 1.2 1.2 1.2 1.2 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2) 4.9062 0 0.0181 0.0087 0 0.0536 0 0 0.0094 0.0009 0 0.0154 -0.0058 0 0 0.1366 0.0087 0.0134 0 0 0.0038 -0.0043 0 0 -0.0038 0.0034 1.010236 1.092904 1.092904 1.092904 1.092904 1.092904 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3) 5.0359 0 -0.0612 -0.086 0 -0.1086 0 0 -0.004 0.0692 0 -0.0128 -0.0287 0 0 0.0814 -0.0252 0.001 0 0 0.0019 0.0025 0 0 0.024 0.0184 1.000518 1.038484 1.038484 1.038484 1.038484 1.038484 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(4) 4.9519 0 -0.0374 0.0048 0 -0.0051 0 0 0.0018 -0.0022 0 -0.0106 0.0046 0 0 0.1671 0.0032 0.0104 0 0 -0.015 -0.0004 0 0 0.0011 -0.0066 1.009841 0.991783 0.991783 0.991783 0.991783 0.991783 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.0467 0 0.0007 -0.0327 0 0.0343 0 0 0.0181 0.0266 0 -0.1427 -0.2319 0 0 0.2022 -0.0531 0.0401 0 0 -0.0368 0.0954 0 0 0.0404 0.0292 1.002366 0.937234 0.937234 0.937234 0.937234 0.937234 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.2119 0 0.0796 -0.0205 0 -0.3044 0 0 0.1063 0.0154 0 0.0026 0.0143 0 0 0.3983 -0.0046 0.0221 0 0 0.0112 -0.0241 0 0 -0.0586 0.0264 0.998856 0.885925 0.885925 0.885925 0.885925 0.885925 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 4.0467 0 0.0007 -0.0327 0 0.0343 0 0 0.0181 0.0266 0 -0.1427 -0.2319 0 0 0.2022 -0.0531 0.0401 0 0 -0.0368 0.0954 0 0 0.0404 0.0292 1.002366 0.937234 0.937234 0.937234 0.937234 0.937234 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(4) 4.303 0 0.0132 0.0276 0 -0.2847 0 0 0.0712 -0.0865 0 0.0065 0.0137 0 0 0.3497 0.0849 0.0168 0 0 0.0187 -0.0244 0 0 -0.0109 -0.0618 0.984113 0.920107 0.920107 0.920107 0.920107 0.920107 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(5) 3.921 0 0 0 0.011 -0.0027 0 0 0.0024 0 -0.0076 0 0 -0.298 0 0 0 -0.0772 0 0 0.0175 0 0 0 0.0533 0 1.01282 0.965521 0.965521 0.965521 0.965521 0.965521 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(6) 4.2124 0 0.0515 0.0165 0 -0.1826 0 0 0.0199 0.0429 0 0.0372 -0.0001 0 0 0.3044 -0.1141 0.0283 0 0 0.0168 -0.0203 0 0 0.0228 0.0412 1.004059 0.895203 0.895203 0.895203 0.895203 0.895203 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(7) 3.9253 0 -0.0256 0.0495 0 -0.0949 0 0 -0.0644 0.0019 0 -0.022 0.0269 0 0 0.2191 -0.056 0.02 0 0 -0.006 -0.0159 0 0 0.0306 -0.004 1.01772 0.995235 0.995235 0.995235 0.995235 0.995235 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(8) 4.0587 0 -0.0299 0.0524 0 -0.1532 0 0 0.0375 -0.0717 0 -0.0109 0.0148 0 0 0.3011 0.0306 0.0287 0 0 -0.0305 -0.0084 0 0 -0.0138 -0.0247 1.017734 0.952677 0.952677 0.952677 0.952677 0.952677 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(9) 4.002 0 0 0 -0.0108 -0.0147 0 0 0 0 0.2367 0 0 0 0 0 -0.1902 0.0283 0 0 0 0 0 0.0934 0 0 1.009098 0.980729 0.980729 0.980729 0.980729 0.980729 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(5) 0.8213 0 0 0 0.1812 0.0846 0 0 0 0 0.0228 0 0 0 0 0 0 0.0023 0 0 0 0 0 0 0 0 1.176705 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(6) 0.8213 0 0 0 0.1812 0.0846 0 0 0 0 0.0228 0 0 0 0 0 0 0.0023 0 0 0 0 0 0 0 0 1.176705 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(7) 0.8213 0 0 0 0.1812 0.0846 0 0 0 0 0.0228 0 0 0 0 0 0 0.0023 0 0 0 0 0 0 0 0 1.176705 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(8) 0.9759 0 0 0 0.2012 0.12 0 0 0 0 0.0768 0 0 0 0 0 0 0.0456 0 0 0 0 0 0 0 0 1.136988 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(9) 0.9434 0 0 0 0.1905 0.0813 0 0 0 0 0.0192 0 0 0 0 0 0 0.0064 0 0 0 0 0 0 0 0 1.142561 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(10) 1.0642 0 0 0 0.1449 0.0703 0 0 0 0 0.0205 0 0 0 0 0 0 0.0095 0 0 0 0 0 0 0 0 1.10602 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(11) 1.0642 0 0 0 0.1449 0.0703 0 0 0 0 0.0205 0 0 0 0 0 0 0.0095 0 0 0 0 0 0 0 0 1.10602 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(12) 1.0551 0 0 0 0.1493 0.065 0 0 0 0 0.0147 0 0 0 0 0 0 0.0012 0 0 0 0 0 0 0 0 1.1151 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(13) 1.0551 0 0 0 0.1493 0.065 0 0 0 0 0.0147 0 0 0 0 0 0 0.0012 0 0 0 0 0 0 0 0 1.1151 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(14) 0.9739 0 0 0 0.1536 0.06 0 0 0 0 0.0118 0 0 0 0 0 0 0.0034 0 0 0 0 0 0 0 0 1.144097 1.2 1.2 1.2 1.2 0(4) 0 2 1 2 2 2 3 2 4 2 H(15) 0.9431 0 0 0 0.1477 0.0523 0 0 0 0 0.0009 0 0 0 0 0 0 -0.0046 0 0 0 0 0 0 0 0 1.153094 1.2 1.2 1.2 1.2 0(4) 0 2 1 2 2 2 3 2 4 2 H(16) 1.0098 0 0 0 0.133 0.0464 0 0 0 0 0.0072 0 0 0 0 0 0 0.0051 0 0 0 0 0 0 0 0 1.130941 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 H(17) 1.0098 0 0 0 0.133 0.0464 0 0 0 0 0.0072 0 0 0 0 0 0 0.0051 0 0 0 0 0 0 0 0 1.130941 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 H(18) 1.0098 0 0 0 0.133 0.0464 0 0 0 0 0.0072 0 0 0 0 0 0 0.0051 0 0 0 0 0 0 0 0 1.130941 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 H(1W) 1.1644 0 0 0 0.2729 0.1405 0 0 0 0 0.0344 0 0 0 0 0 0 -0.0104 0 0 0 0 0 0 0 0 1.043005 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 H(2W) 1.1644 0 0 0 0.2729 0.1405 0 0 0 0 0.0344 0 0 0 0 0 0 -0.0104 0 0 0 0 0 0 0 0 1.043005 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 H(3W) 1.1644 0 0 0 0.2729 0.1405 0 0 0 0 0.0344 0 0 0 0 0 0 -0.0104 0 0 0 0 0 0 0 0 1.043005 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 H(4W) 1.1644 0 0 0 0.2729 0.1405 0 0 0 0 0.0344 0 0 0 0 0 0 -0.0104 0 0 0 0 0 0 0 0 1.043005 1.2 1.2 1.2 1.2 1(4) 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(3) C(2) Z O(3) N(2) Y O(4) C(4) X O(4) O(5) Y O(5) C(4) X O(5) O(4) Y O(1W) DUM1 Z O(1W) H(1W) Y O(2W) DUM2 Z O(2W) H(3W) Y N(1) C(1) Z N(1) H(5) Y N(2) C(2) X N(2) C(3) Y N(3) C(6) X N(3) C(8) Y N(4) H(9) X N(4) C(7) Y C(1) H(10) X C(1) N(1) Y C(2) O(3) X C(2) N(2) Y C(3) H(11) X C(3) N(2) Y C(4) O(4) X C(4) O(5) Y C(5) DUM3 Z C(5) C(1) Y C(6) C(5) X C(6) N(3) Y C(7) N(4) X C(7) C(6) Y C(8) H(15) X C(8) N(3) Y C(9) C(3) Z C(9) H(16) Y H(5) N(1) Z H(5) C(1) Y H(6) N(1) Z H(6) C(1) Y H(7) N(1) Z H(7) C(1) Y H(8) N(2) Z H(8) C(2) Y H(9) N(4) Z H(9) C(7) Y H(10) C(1) Z H(10) N(1) Y H(11) C(3) Z H(11) N(2) Y H(12) C(5) Z H(12) C(1) Y H(13) C(5) Z H(13) C(1) Y H(14) C(7) Z H(14) N(4) Y H(15) C(8) Z H(15) N(3) Y H(16) C(9) Z H(16) C(3) Y H(17) C(9) Z H(17) C(3) Y H(18) C(9) Z H(18) C(3) Y H(1W) O(1W) Z H(1W) H(2W) Y H(2W) O(1W) Z H(2W) H(1W) Y H(3W) O(2W) Z H(3W) H(4W) Y H(4W) O(2W) Z H(4W) H(3W) Y data_HA_TAAM_UB _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z _cell_length_a 4.62530(10) _cell_length_b 14.89280(2) _cell_length_c 8.9896(2) _cell_angle_alpha 90 _cell_angle_beta 90.4660(10) _cell_angle_gamma 90 _cell_volume 619.216(19) # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.019 _refine_ls_R_factor_all 0.025 _refine_ls_R_Fsqd_factor 0.022 _refine_ls_wR_factor_ref 0.014 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 9426 _refine_ls_number_parameters 234 _refine_ls_goodness_of_fit_ref 1.942 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_UB - transfered aspherical atom model refinement against high resolution data, with pseudoatoms from the UBDB database used. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(3) 0.56031(4) 0.814389(18) -0.16104(2) 1 2 0.014 O(4) 0.28380(4) 0.58572 -0.04899(2) 1 2 0.014 O(5) 0.53977(4) 0.476261(17) -0.15280(2) 1 2 0.014 O(1W) 0.62317(4) 0.079181(18) 0.75148(2) 1 2 0.014 O(2W) 0.11751(4) -0.019911(18) 0.73756(2) 1 2 0.013 N(1) 0.97277(5) 0.895648(18) 0.01032(2) 1 2 0.011 N(2) 0.80156(5) 0.680141(18) -0.15656(2) 1 2 0.011 N(3) 1.20911(5) 0.744622(19) 0.35504(2) 1 2 0.013 N(4) 1.10876(5) 0.85886(2) 0.50293(2) 1 2 0.014 C(1) 0.95561(5) 0.796163(19) 0.01165(2) 1 2 0.009 C(2) 0.75487(5) 0.765274(19) -0.11449(2) 1 2 0.009 C(3) 0.59727(5) 0.627997(19) -0.24615(2) 1 2 0.010 C(4) 0.46453(5) 0.556650(19) -0.14218(2) 1 2 0.010 C(5) 0.82214(6) 0.76288(2) 0.15796(3) 1 2 0.013 C(6) 0.97641(5) 0.79140(2) 0.29644(2) 1 2 0.011 C(7) 0.91362(6) 0.86253(2) 0.38738(3) 1 2 0.014 C(8) 1.28151(6) 0.78757(2) 0.47880(3) 1 2 0.014 C(9) 0.74136(7) 0.58937(2) -0.38325(3) 1 2 0.018 H(5) 1.1242(15) 0.9181(5) 0.0849(7) 1 2 0.0285(15) H(6) 0.7807(16) 0.9253(5) 0.0397(8) 1 2 0.0303(16) H(7) 1.0354(14) 0.9195(4) -0.0925(7) 1 2 0.0277(15) H(8) 0.9712(12) 0.6492(4) -0.1145(6) 1 2 0.0216(12) H(9) 1.1330(15) 0.9016(4) 0.5894(7) 1 2 0.0364(16) H(10) 1.1680(12) 0.7692(4) -0.0035(6) 1 2 0.0224(12) H(11) 0.4241(13) 0.6728(4) -0.2740(6) 1 2 0.0321(15) H(12) 0.6035(14) 0.7857(4) 0.1619(6) 1 2 0.0315(14) H(13) 0.8175(12) 0.6896(4) 0.1519(6) 1 2 0.0304(14) H(14) 0.7471(15) 0.9119(5) 0.3793(7) 1 2 0.0448(18) H(15) 1.4512(15) 0.7710(5) 0.5499(7) 1 2 0.0435(17) H(16) 0.5905(14) 0.5516(4) -0.4487(7) 1 2 0.0452(18) H(17) 0.9187(13) 0.5450(4) -0.3505(7) 1 2 0.0418(17) H(18) 0.8267(14) 0.6441(5) -0.4496(7) 1 2 0.0475(18) H(1W) 0.6657(13) 0.1369(4) 0.7138(7) 1 2 0.0276(15) H(2W) 0.6506(13) 0.0834(4) 0.8545(7) 1 2 0.0268(14) H(3W) -0.0378(15) 0.0173(4) 0.7290(7) 1 2 0.0258(14) H(4W) 0.2861(16) 0.0163(4) 0.7396(7) 1 2 0.0268(14) DUM0 0.648432 0.105489 0.781287 0 1 0 DUM1 0.121404 0.014132 0.735701 0 1 0 DUM2 1.098179 0.80876 0.403933 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(3) 0.01398(7) 0.00964(5) 0.01688(7) 0.00225(5) -0.00517(6) -0.00153(5) O(4) 0.01523(7) 0.01513(6) 0.01284(6) 0.00380(5) 0.00290(5) 0.00225(6) O(5) 0.01389(7) 0.00807(5) 0.01880(7) 0.00094(5) -0.00013(6) 0.00158(5) O(1W) 0.01491(7) 0.01271(6) 0.01484(7) -0.00050(5) -0.00044(6) -0.00009(5) O(2W) 0.01537(7) 0.01238(6) 0.01236(6) -0.00012(5) 0.00055(5) -0.00080(5) N(1) 0.01235(7) 0.00773(5) 0.01184(6) -0.00184(5) -0.00070(5) -0.00030(5) N(2) 0.01085(6) 0.00804(5) 0.01345(7) 0.00028(4) -0.00144(5) -0.00210(5) N(3) 0.01527(8) 0.01151(6) 0.01119(6) 0.00098(5) -0.00033(6) -0.00033(5) N(4) 0.01841(8) 0.01363(7) 0.01127(6) -0.00184(6) 0.00009(6) -0.00250(6) C(1) 0.00876(6) 0.00815(6) 0.01007(6) -0.00070(5) -0.00039(5) -0.00042(5) C(2) 0.00943(6) 0.00752(5) 0.01032(6) -0.00015(5) -0.00056(5) -0.00065(5) C(3) 0.01327(8) 0.00823(6) 0.00935(6) -0.00112(5) -0.00072(6) -0.00035(5) C(4) 0.00991(7) 0.00833(6) 0.01039(6) 0.00054(5) -0.00121(5) 0.00061(5) C(5) 0.01409(8) 0.01341(7) 0.01045(7) -0.00517(6) -0.00064(6) 0.00123(6) C(6) 0.01287(8) 0.01052(6) 0.00964(6) -0.00134(6) -0.00025(6) 0.00005(6) C(7) 0.01560(9) 0.01194(7) 0.01465(8) 0.00072(6) -0.00047(7) -0.00223(7) C(8) 0.01676(9) 0.01447(8) 0.01047(7) -0.00085(7) -0.00199(6) 0.00087(6) C(9) 0.02580(13) 0.01671(9) 0.01235(8) -0.00371(9) 0.00507(8) -0.00366(7) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(3) C(2) 1.2304(3) 1_555 1_555 yes O(4) C(4) 1.2647(3) 1_555 1_555 yes O(5) C(4) 1.2506(3) 1_555 1_555 yes O(1W) H(1W) 0.945(6) 1_555 1_555 yes O(1W) H(2W) 0.936(6) 1_555 1_555 yes O(2W) H(3W) 0.910(7) 1_555 1_555 yes O(2W) H(4W) 0.948(7) 1_555 1_555 yes N(1) H(5) 1.022(7) 1_555 1_555 yes N(1) H(6) 1.029(7) 1_555 1_555 yes N(1) H(7) 1.034(7) 1_555 1_555 yes N(2) C(2) 1.3411(3) 1_555 1_555 yes N(2) C(3) 1.4602(3) 1_555 1_555 yes N(2) H(8) 0.983(6) 1_555 1_555 yes N(3) C(6) 1.3828(3) 1_555 1_555 yes N(3) C(8) 1.3240(3) 1_555 1_555 yes N(4) C(7) 1.3716(3) 1_555 1_555 yes N(4) C(8) 1.3474(4) 1_555 1_555 yes N(4) H(9) 1.011(7) 1_555 1_555 yes C(1) C(2) 1.5305(3) 1_555 1_555 yes C(1) C(5) 1.5395(3) 1_555 1_555 yes C(1) H(10) 1.071(6) 1_555 1_555 yes C(3) C(9) 1.5190(3) 1_555 1_555 yes C(3) H(11) 1.070(6) 1_555 1_555 yes C(5) C(6) 1.4916(3) 1_555 1_555 yes C(5) H(12) 1.068(6) 1_555 1_555 yes C(5) H(13) 1.094(6) 1_555 1_555 yes C(6) C(7) 1.3706(3) 1_555 1_555 yes C(7) H(14) 1.067(7) 1_555 1_555 yes C(8) H(15) 1.038(7) 1_555 1_555 yes C(9) H(16) 1.069(7) 1_555 1_555 yes C(9) H(17) 1.092(7) 1_555 1_555 yes C(9) H(18) 1.086(7) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(1W) O(1W) H(2W) 105.4(5) 1_555 1_555 1_555 yes H(3W) O(2W) H(4W) 107.7(5) 1_555 1_555 1_555 yes H(5) N(1) H(6) 106.2(5) 1_555 1_555 1_555 yes H(5) N(1) H(7) 106.2(5) 1_555 1_555 1_555 yes H(6) N(1) H(7) 109.3(5) 1_555 1_555 1_555 yes C(2) N(2) C(3) 123.60(2) 1_555 1_555 1_555 yes C(2) N(2) H(8) 117.7(3) 1_555 1_555 1_555 yes C(3) N(2) H(8) 118.2(3) 1_555 1_555 1_555 yes C(6) N(3) C(8) 105.52(2) 1_555 1_555 1_555 yes C(7) N(4) C(8) 107.27(2) 1_555 1_555 1_555 yes C(7) N(4) H(9) 128.7(4) 1_555 1_555 1_555 yes C(8) N(4) H(9) 123.9(4) 1_555 1_555 1_555 yes C(2) C(1) C(5) 106.927(17) 1_555 1_555 1_555 yes C(2) C(1) H(10) 110.2(3) 1_555 1_555 1_555 yes C(5) C(1) H(10) 111.3(3) 1_555 1_555 1_555 yes O(3) C(2) N(2) 125.82(2) 1_555 1_555 1_555 yes O(3) C(2) C(1) 120.723(19) 1_555 1_555 1_555 yes N(2) C(2) C(1) 113.265(19) 1_555 1_555 1_555 yes N(2) C(3) C(9) 111.27(2) 1_555 1_555 1_555 yes N(2) C(3) H(11) 106.1(3) 1_555 1_555 1_555 yes C(9) C(3) H(11) 112.3(3) 1_555 1_555 1_555 yes O(4) C(4) O(5) 124.34(2) 1_555 1_555 1_555 yes C(1) C(5) C(6) 115.397(18) 1_555 1_555 1_555 yes C(1) C(5) H(12) 108.2(3) 1_555 1_555 1_555 yes C(1) C(5) H(13) 106.7(3) 1_555 1_555 1_555 yes C(6) C(5) H(12) 109.2(3) 1_555 1_555 1_555 yes C(6) C(5) H(13) 109.6(3) 1_555 1_555 1_555 yes H(12) C(5) H(13) 107.5(4) 1_555 1_555 1_555 yes N(3) C(6) C(5) 122.69(2) 1_555 1_555 1_555 yes N(3) C(6) C(7) 109.28(2) 1_555 1_555 1_555 yes C(5) C(6) C(7) 128.00(2) 1_555 1_555 1_555 yes N(4) C(7) C(6) 106.24(2) 1_555 1_555 1_555 yes N(4) C(7) H(14) 123.3(4) 1_555 1_555 1_555 yes C(6) C(7) H(14) 130.4(4) 1_555 1_555 1_555 yes N(3) C(8) N(4) 111.70(2) 1_555 1_555 1_555 yes N(3) C(8) H(15) 126.0(4) 1_555 1_555 1_555 yes N(4) C(8) H(15) 122.3(4) 1_555 1_555 1_555 yes C(3) C(9) H(16) 110.9(3) 1_555 1_555 1_555 yes C(3) C(9) H(17) 110.1(3) 1_555 1_555 1_555 yes C(3) C(9) H(18) 108.9(3) 1_555 1_555 1_555 yes H(16) C(9) H(17) 108.4(5) 1_555 1_555 1_555 yes H(16) C(9) H(18) 109.3(4) 1_555 1_555 1_555 yes H(17) C(9) H(18) 109.1(5) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(3) 6.1828 0 -0.101 0 0 -0.061 0 0 -0.082 0 0 -0.005 0 0 0 0.018 0 -0.003 0 0 0 0 0 0 0.006 0 0.985 1.179 1.396 1.396 1.396 1.396 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(4) 6.3241 0 -0.087 0.01 0 -0.041 0 0 -0.073 0.008 0 -0.007 0 0 0 0.018 0.003 0 0 0 0 0 0 0 0.008 0 0.978 1.118 1.162 1.162 1.162 1.162 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(5) 6.3241 0 -0.087 0.01 0 -0.041 0 0 -0.073 0.008 0 -0.007 0 0 0 0.018 0.003 0 0 0 0 0 0 0 0.008 0 0.978 1.099 1.148 1.148 1.148 1.148 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(1W) 6.3425 0 0 0 -0.127 -0.018 0 0 0.134 0 -0.016 0 0 -0.031 0 0 0 -0.032 0 0 -0.032 0 0 0 0.009 0 0.979 1.11 1.156 1.156 1.156 1.156 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2W) 6.3425 0 0 0 -0.127 -0.018 0 0 0.134 0 -0.016 0 0 -0.031 0 0 0 -0.032 0 0 -0.032 0 0 0 0.009 0 0.979 1.098 1.162 1.162 1.162 1.162 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.1165 0 0 0 0.042 0.018 0 0 0 0 0.265 0 0 0 0 0.208 0 0.045 0 0 0 0 -0.096 0 0 0 0.99 1.174 1.374 1.374 1.374 1.374 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2) 5.0149 0 0 0 0 0.078 0 0 0 0 0 0.019 0 0 0 0.134 0 0.012 0 0 0.006 0 0 0 -0.005 -0.006 0.996 1.02 1.02 1.02 1.02 1.02 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3) 5.0342 0 -0.133 0 0 -0.082 0 0 0.078 0 0 -0.023 0.007 0 0 -0.073 0 -0.003 0 0 0 0 0 0 -0.022 0 0.989 1.044 1.044 1.044 1.044 1.044 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(4) 5.0107 0 0 0 0 0 0 0 0 0 0 0.018 0 0 0 -0.16 0 0 0 0 -0.011 0 0 0 0 0 0.998 0.977 0.977 0.977 0.977 0.977 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 3.8027 0 -0.108 0.032 0 0.069 0 0 -0.154 0 0 -0.119 -0.198 0 0 0.149 -0.043 0.03 0 0 -0.038 0.073 0 0 0.046 0.021 1.01 0.945 0.945 0.945 0.945 0.945 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.1218 0 0.075 0 0 -0.286 0 0 0.087 0 0 0 0 0 0 0.419 0 0.061 0 0 0 0 0 0 -0.047 0.027 0.994 0.855 0.855 0.855 0.855 0.855 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 3.8779 0 -0.046 0 0 0.042 0 0 -0.066 0 0 -0.154 -0.207 0 0 0.196 -0.041 0.037 0 0 -0.047 0.087 0 0 0.054 0.025 1.008 0.921 0.921 0.921 0.921 0.921 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(4) 4.0402 0 0 0 -0.083 0 0 0 0.274 0 0.314 0 0 -0.234 0 0 0 0.04 0 0 0 0 0 0 0.045 0 0.991 0.873 0.873 0.873 0.873 0.873 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(5) 3.7127 0 0 0.021 0 0 0 0 0 0 0 -0.127 -0.197 0 0 0.182 -0.031 0.015 0 0 -0.036 0.08 0 0 0.022 0.027 1.013 0.919 0.919 0.919 0.919 0.919 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(6) 4.1911 0 0.035 -0.018 0 -0.268 0 0 0 -0.019 0 0.026 -0.014 0 0 -0.377 0 0.04 0 0 0 -0.028 0 0 0 -0.026 0.991 0.857 0.857 0.857 0.857 0.857 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(7) 3.9214 0 0 -0.079 0 -0.177 0 0 0 -0.084 0 0.014 -0.037 0 0 -0.27 0.024 0.039 0 0 -0.015 -0.02 0 0 0 -0.023 1.008 0.902 0.902 0.902 0.902 0.902 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(8) 4.0397 0 0.051 0.073 0 -0.173 0 0 0.024 0.081 0 0 0.017 0 0 -0.338 -0.035 0.054 0 0 -0.019 0 0 0 -0.044 0 1.006 0.889 0.889 0.889 0.889 0.889 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(9) 3.5549 0 0 0 0 0 0 0 0 0 0.229 0 0 0 0 0.185 0 0.046 0 0 0 0 -0.078 0 0 0 1.024 0.935 0.935 0.935 0.935 0.935 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(5) 0.7862 0 0 0 0.14 0.061 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.178 1.321 1.321 1.321 1.321 1.321 0 2 1 2 2 2 3 2 4 2 H(6) 0.7862 0 0 0 0.14 0.061 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.178 1.321 1.321 1.321 1.321 1.321 0 2 1 2 2 2 3 2 4 2 H(7) 0.7862 0 0 0 0.14 0.061 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.178 1.321 1.321 1.321 1.321 1.321 0 2 1 2 2 2 3 2 4 2 H(8) 0.9285 0 0 0 0.139 0.06 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.146 1.409 1.409 1.409 1.409 1.409 0 2 1 2 2 2 3 2 4 2 H(9) 0.8561 0 0 0 0.14 0.059 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.179 1.396 1.396 1.396 1.396 0(4) 0 2 1 2 2 2 3 2 4 2 H(10) 1.0204 0 0 0 0.164 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.118 1.162 1.162 1.162 1.162 0(4) 0 2 1 2 2 2 3 2 4 2 H(11) 1.0204 0 0 0 0.164 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.118 1.162 1.162 1.162 1.162 0(4) 0 2 1 2 2 2 3 2 4 2 H(12) 1.0731 0 0 0 0.178 0.085 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.099 1.148 1.148 1.148 1.148 1(4) 0 2 1 2 2 2 3 2 4 2 H(13) 1.0731 0 0 0 0.178 0.085 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.099 1.148 1.148 1.148 1.148 1(4) 0 2 1 2 2 2 3 2 4 2 H(14) 1.0418 0 0 0 0.184 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.11 1.156 1.156 1.156 1.156 1(4) 0 2 1 2 2 2 3 2 4 2 H(15) 1.0418 0 0 0 0.184 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.11 1.156 1.156 1.156 1.156 1(4) 0 2 1 2 2 2 3 2 4 2 H(16) 1.1055 0 0 0 0.188 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.098 1.162 1.162 1.162 1.162 1(4) 0 2 1 2 2 2 3 2 4 2 H(17) 1.1055 0 0 0 0.188 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.098 1.162 1.162 1.162 1.162 1(4) 0 2 1 2 2 2 3 2 4 2 H(18) 1.1055 0 0 0 0.188 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.098 1.162 1.162 1.162 1.162 1(4) 0 2 1 2 2 2 3 2 4 2 H(1W) 0.8287 0 0 0 0.133 0.049 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.174 1.374 1.374 1.374 1.374 1(4) 0 2 1 2 2 2 3 2 4 2 H(2W) 0.8287 0 0 0 0.133 0.049 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.174 1.374 1.374 1.374 1.374 1(4) 0 2 1 2 2 2 3 2 4 2 H(3W) 0.8287 0 0 0 0.133 0.049 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.174 1.374 1.374 1.374 1.374 1(4) 0 2 1 2 2 2 3 2 4 2 H(4W) 0.8287 0 0 0 0.133 0.049 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.174 1.374 1.374 1.374 1.374 1(4) 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(3) C(2) X O(3) N(2) Y O(4) C(4) X O(4) O(5) Y O(5) C(4) X O(5) O(4) Y O(1W) DUM0 Z O(1W) H(2W) Y O(2W) DUM1 Z O(2W) H(3W) Y N(1) C(1) Z N(1) H(7) X N(2) C(2) X N(2) C(3) Y N(3) DUM2 X N(3) C(8) Y N(4) DUM2 X N(4) C(8) Y C(1) N(1) X C(1) C(2) Y C(2) O(3) X C(2) N(2) Y C(3) N(2) X C(3) C(4) Y C(4) C(3) Z C(4) O(5) X C(5) C(6) X C(5) C(1) Y C(6) DUM2 X C(6) N(3) Y C(7) DUM2 X C(7) N(4) Y C(8) DUM2 X C(8) N(3) Y C(9) C(3) Z C(9) H(18) X H(5) N(1) Z H(5) C(1) Y H(6) N(1) Z H(6) C(1) Y H(7) N(1) Z H(7) C(1) Y H(8) N(2) Z H(8) C(2) Y H(9) N(4) Z H(9) C(8) Y H(10) C(1) Z H(10) N(1) Y H(11) C(3) Z H(11) N(2) Y H(12) C(5) Z H(12) C(6) Y H(13) C(5) Z H(13) C(6) Y H(14) C(7) Z H(14) C(6) Y H(15) C(8) Z H(15) N(3) Y H(16) C(9) Z H(16) C(3) Y H(17) C(9) Z H(17) C(3) Y H(18) C(9) Z H(18) C(3) Y H(1W) O(1W) Z H(1W) H(2W) Y H(2W) O(1W) Z H(2W) H(1W) Y H(3W) O(2W) Z H(3W) H(4W) Y H(4W) O(2W) Z H(4W) H(3W) Y _refine_diff_density_max 0.245 _refine_diff_density_min -0.146 _refine_diff_density_rms 0.031 data_HA_TAAM_UB0.7 _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z _cell_length_a 4.62530(10) _cell_length_b 14.89280(2) _cell_length_c 8.9896(2) _cell_angle_alpha 90 _cell_angle_beta 90.4660(10) _cell_angle_gamma 90 _cell_volume 619.216(19) # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.01 _refine_ls_R_factor_all 0.031 _refine_ls_R_Fsqd_factor 0.017 _refine_ls_wR_factor_ref 0.011 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 1840 _refine_ls_number_parameters 234 _refine_ls_goodness_of_fit_ref 3.028 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_UB0.7 - transfered aspherical atom model refinement against low resolution data (sinth/lambda < 0.7), with pseudoatoms from the UBDB database used. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(3) 0.56051(9) 0.81438(4) -0.16102(5) 1 2 0.014 O(4) 0.28401(9) 0.58572 -0.04907(4) 1 2 0.015 O(5) 0.53985(9) 0.47631(4) -0.15283(4) 1 2 0.014 O(1W) 0.62322(9) 0.07927(4) 0.75153(5) 1 2 0.014 O(2W) 0.11749(10) -0.01980(4) 0.73759(4) 1 2 0.014 N(1) 0.97275(11) 0.89573(4) 0.01032(5) 1 2 0.011 N(2) 0.80176(11) 0.68012(4) -0.15649(5) 1 2 0.011 N(3) 1.20908(11) 0.74466(4) 0.35506(5) 1 2 0.013 N(4) 1.10879(11) 0.85884(4) 0.50296(5) 1 2 0.015 C(1) 0.95575(12) 0.79621(4) 0.01173(6) 1 2 0.009 C(2) 0.75492(11) 0.76526(4) -0.11440(5) 1 2 0.009 C(3) 0.59737(12) 0.62801(4) -0.24615(6) 1 2 0.011 C(4) 0.46460(12) 0.55670(4) -0.14226(6) 1 2 0.010 C(5) 0.82195(13) 0.76289(5) 0.15795(6) 1 2 0.013 C(6) 0.97635(12) 0.79142(5) 0.29645(6) 1 2 0.011 C(7) 0.91388(13) 0.86251(5) 0.38745(6) 1 2 0.014 C(8) 1.28149(13) 0.78760(5) 0.47883(6) 1 2 0.014 C(9) 0.74154(14) 0.58935(5) -0.38319(6) 1 2 0.019 H(5) 1.126(3) 0.9185(7) 0.0846(12) 1 2 0.031(3) H(6) 0.777(3) 0.9258(7) 0.0410(12) 1 2 0.031(3) H(7) 1.036(2) 0.9199(7) -0.0927(12) 1 2 0.030(3) H(8) 0.975(2) 0.6483(6) -0.1133(10) 1 2 0.022(2) H(9) 1.132(2) 0.9025(7) 0.5908(12) 1 2 0.037(3) H(10) 1.169(2) 0.7693(6) -0.0036(10) 1 2 0.024(2) H(11) 0.423(2) 0.6730(7) -0.2741(10) 1 2 0.032(2) H(12) 0.603(2) 0.7864(6) 0.1619(10) 1 2 0.033(2) H(13) 0.8191(19) 0.6890(7) 0.1520(10) 1 2 0.031(2) H(14) 0.746(2) 0.9119(8) 0.3793(12) 1 2 0.045(3) H(15) 1.454(2) 0.7705(7) 0.5502(12) 1 2 0.044(3) H(16) 0.590(2) 0.5514(7) -0.4498(11) 1 2 0.045(3) H(17) 0.920(2) 0.5448(7) -0.3502(11) 1 2 0.041(3) H(18) 0.827(2) 0.6439(7) -0.4505(12) 1 2 0.047(3) H(1W) 0.667(2) 0.1384(7) 0.7135(11) 1 2 0.030(3) H(2W) 0.650(2) 0.0843(7) 0.8571(12) 1 2 0.029(2) H(3W) -0.042(3) 0.0180(7) 0.7287(11) 1 2 0.028(2) H(4W) 0.290(3) 0.0177(7) 0.7396(11) 1 2 0.030(3) DUM0 0.648432 0.105489 0.781287 0 1 0 DUM1 0.121404 0.014132 0.735701 0 1 0 DUM2 1.098179 0.80876 0.403933 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(3) 0.01462(19) 0.00952(17) 0.01703(19) 0.00188(14) -0.00488(15) -0.00196(14) O(4) 0.01559(19) 0.01509(18) 0.01323(18) 0.00365(16) 0.00278(14) 0.00249(14) O(5) 0.0141(2) 0.00836(16) 0.01888(19) 0.00089(15) -0.00036(15) 0.00159(14) O(1W) 0.0143(2) 0.01322(18) 0.0156(2) -0.00032(15) -0.00026(15) -0.00052(15) O(2W) 0.0162(2) 0.01285(17) 0.01169(18) -0.00019(16) 0.00071(15) -0.00085(15) N(1) 0.0131(2) 0.00737(18) 0.0124(2) -0.00201(16) -0.00056(17) -0.00025(15) N(2) 0.0114(2) 0.00846(18) 0.0136(2) -0.00015(16) -0.00112(17) -0.00202(15) N(3) 0.0156(2) 0.0119(2) 0.0118(2) 0.00119(17) -0.00028(17) -0.00034(16) N(4) 0.0187(2) 0.0141(2) 0.0119(2) -0.00198(19) 0.00034(17) -0.00209(17) C(1) 0.0091(2) 0.00882(19) 0.0097(2) -0.00055(17) -0.00075(17) -0.00049(17) C(2) 0.0098(2) 0.0081(2) 0.0103(2) -0.00039(18) -0.00038(17) -0.00068(16) C(3) 0.0137(2) 0.0083(2) 0.0097(2) -0.00104(18) -0.00056(18) -0.00041(16) C(4) 0.0100(2) 0.0089(2) 0.0110(2) 0.00081(18) -0.00148(17) 0.00011(16) C(5) 0.0145(3) 0.0136(2) 0.0105(2) -0.0049(2) -0.00035(18) 0.00109(19) C(6) 0.0131(2) 0.0106(2) 0.0101(2) -0.00098(18) -0.00032(17) -0.00014(17) C(7) 0.0162(3) 0.0123(2) 0.0150(2) 0.0009(2) -0.00047(19) -0.00274(19) C(8) 0.0173(3) 0.0147(2) 0.0110(2) -0.0009(2) -0.00200(19) 0.00090(19) C(9) 0.0257(3) 0.0171(3) 0.0128(2) -0.0039(2) 0.0052(2) -0.0036(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(3) C(2) 1.2301(7) 1_555 1_555 yes O(4) C(4) 1.2640(7) 1_555 1_555 yes O(5) C(4) 1.2505(6) 1_555 1_555 yes O(1W) H(1W) 0.967(11) 1_555 1_555 yes O(1W) H(2W) 0.959(11) 1_555 1_555 yes O(2W) H(3W) 0.932(12) 1_555 1_555 yes O(2W) H(4W) 0.973(12) 1_555 1_555 yes N(1) H(5) 1.028(12) 1_555 1_555 yes N(1) H(6) 1.049(12) 1_555 1_555 yes N(1) H(7) 1.038(11) 1_555 1_555 yes N(2) C(2) 1.3414(7) 1_555 1_555 yes N(2) C(3) 1.4606(7) 1_555 1_555 yes N(2) H(8) 1.007(9) 1_555 1_555 yes N(3) C(6) 1.3828(7) 1_555 1_555 yes N(3) C(8) 1.3240(7) 1_555 1_555 yes N(4) C(7) 1.3707(7) 1_555 1_555 yes N(4) C(8) 1.3468(8) 1_555 1_555 yes N(4) H(9) 1.028(11) 1_555 1_555 yes C(1) C(2) 1.5309(7) 1_555 1_555 yes C(1) C(5) 1.5397(7) 1_555 1_555 yes C(1) H(10) 1.073(9) 1_555 1_555 yes C(3) C(9) 1.5189(8) 1_555 1_555 yes C(3) H(11) 1.077(10) 1_555 1_555 yes C(5) C(6) 1.4920(7) 1_555 1_555 yes C(5) H(12) 1.074(10) 1_555 1_555 yes C(5) H(13) 1.102(10) 1_555 1_555 yes C(6) C(7) 1.3702(7) 1_555 1_555 yes C(7) H(14) 1.073(12) 1_555 1_555 yes C(8) H(15) 1.050(12) 1_555 1_555 yes C(9) H(16) 1.078(11) 1_555 1_555 yes C(9) H(17) 1.097(10) 1_555 1_555 yes C(9) H(18) 1.090(11) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(1W) O(1W) H(2W) 104.6(9) 1_555 1_555 1_555 yes H(3W) O(2W) H(4W) 107.7(9) 1_555 1_555 1_555 yes H(5) N(1) H(6) 106.3(8) 1_555 1_555 1_555 yes H(5) N(1) H(7) 105.5(8) 1_555 1_555 1_555 yes H(6) N(1) H(7) 109.7(8) 1_555 1_555 1_555 yes C(2) N(2) C(3) 123.55(5) 1_555 1_555 1_555 yes C(2) N(2) H(8) 117.8(5) 1_555 1_555 1_555 yes C(3) N(2) H(8) 118.2(5) 1_555 1_555 1_555 yes C(6) N(3) C(8) 105.53(5) 1_555 1_555 1_555 yes C(7) N(4) C(8) 107.26(5) 1_555 1_555 1_555 yes C(7) N(4) H(9) 128.5(6) 1_555 1_555 1_555 yes C(8) N(4) H(9) 124.2(6) 1_555 1_555 1_555 yes C(2) C(1) C(5) 106.83(4) 1_555 1_555 1_555 yes C(2) C(1) H(10) 110.1(5) 1_555 1_555 1_555 yes C(5) C(1) H(10) 111.4(5) 1_555 1_555 1_555 yes O(3) C(2) N(2) 125.83(5) 1_555 1_555 1_555 yes O(3) C(2) C(1) 120.71(5) 1_555 1_555 1_555 yes N(2) C(2) C(1) 113.27(5) 1_555 1_555 1_555 yes N(2) C(3) C(9) 111.26(5) 1_555 1_555 1_555 yes N(2) C(3) H(11) 106.1(5) 1_555 1_555 1_555 yes C(9) C(3) H(11) 112.3(5) 1_555 1_555 1_555 yes O(4) C(4) O(5) 124.30(5) 1_555 1_555 1_555 yes C(1) C(5) C(6) 115.32(4) 1_555 1_555 1_555 yes C(1) C(5) H(12) 108.0(5) 1_555 1_555 1_555 yes C(1) C(5) H(13) 106.6(5) 1_555 1_555 1_555 yes C(6) C(5) H(12) 109.0(5) 1_555 1_555 1_555 yes C(6) C(5) H(13) 109.3(5) 1_555 1_555 1_555 yes H(12) C(5) H(13) 108.4(7) 1_555 1_555 1_555 yes N(3) C(6) C(5) 122.71(5) 1_555 1_555 1_555 yes N(3) C(6) C(7) 109.20(5) 1_555 1_555 1_555 yes C(5) C(6) C(7) 128.05(5) 1_555 1_555 1_555 yes N(4) C(7) C(6) 106.31(5) 1_555 1_555 1_555 yes N(4) C(7) H(14) 123.4(6) 1_555 1_555 1_555 yes C(6) C(7) H(14) 130.2(6) 1_555 1_555 1_555 yes N(3) C(8) N(4) 111.69(5) 1_555 1_555 1_555 yes N(3) C(8) H(15) 125.6(6) 1_555 1_555 1_555 yes N(4) C(8) H(15) 122.7(6) 1_555 1_555 1_555 yes C(3) C(9) H(16) 111.2(5) 1_555 1_555 1_555 yes C(3) C(9) H(17) 110.1(5) 1_555 1_555 1_555 yes C(3) C(9) H(18) 109.4(5) 1_555 1_555 1_555 yes H(16) C(9) H(17) 108.4(7) 1_555 1_555 1_555 yes H(16) C(9) H(18) 108.7(7) 1_555 1_555 1_555 yes H(17) C(9) H(18) 109.0(7) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(3) 6.1828 0 -0.101 0 0 -0.061 0 0 -0.082 0 0 -0.005 0 0 0 0.018 0 -0.003 0 0 0 0 0 0 0.006 0 0.985 1.179 1.396 1.396 1.396 1.396 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(4) 6.3241 0 -0.087 0.01 0 -0.041 0 0 -0.073 0.008 0 -0.007 0 0 0 0.018 0.003 0 0 0 0 0 0 0 0.008 0 0.978 1.118 1.162 1.162 1.162 1.162 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(5) 6.3241 0 -0.087 0.01 0 -0.041 0 0 -0.073 0.008 0 -0.007 0 0 0 0.018 0.003 0 0 0 0 0 0 0 0.008 0 0.978 1.099 1.148 1.148 1.148 1.148 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(1W) 6.3425 0 0 0 -0.127 -0.018 0 0 0.134 0 -0.016 0 0 -0.031 0 0 0 -0.032 0 0 -0.032 0 0 0 0.009 0 0.979 1.11 1.156 1.156 1.156 1.156 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2W) 6.3425 0 0 0 -0.127 -0.018 0 0 0.134 0 -0.016 0 0 -0.031 0 0 0 -0.032 0 0 -0.032 0 0 0 0.009 0 0.979 1.098 1.162 1.162 1.162 1.162 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.1165 0 0 0 0.042 0.018 0 0 0 0 0.265 0 0 0 0 0.208 0 0.045 0 0 0 0 -0.096 0 0 0 0.99 1.174 1.374 1.374 1.374 1.374 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2) 5.0149 0 0 0 0 0.078 0 0 0 0 0 0.019 0 0 0 0.134 0 0.012 0 0 0.006 0 0 0 -0.005 -0.006 0.996 1.02 1.02 1.02 1.02 1.02 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3) 5.0342 0 -0.133 0 0 -0.082 0 0 0.078 0 0 -0.023 0.007 0 0 -0.073 0 -0.003 0 0 0 0 0 0 -0.022 0 0.989 1.044 1.044 1.044 1.044 1.044 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(4) 5.0107 0 0 0 0 0 0 0 0 0 0 0.018 0 0 0 -0.16 0 0 0 0 -0.011 0 0 0 0 0 0.998 0.977 0.977 0.977 0.977 0.977 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 3.8027 0 -0.108 0.032 0 0.069 0 0 -0.154 0 0 -0.119 -0.198 0 0 0.149 -0.043 0.03 0 0 -0.038 0.073 0 0 0.046 0.021 1.01 0.945 0.945 0.945 0.945 0.945 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.1218 0 0.075 0 0 -0.286 0 0 0.087 0 0 0 0 0 0 0.419 0 0.061 0 0 0 0 0 0 -0.047 0.027 0.994 0.855 0.855 0.855 0.855 0.855 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 3.8779 0 -0.046 0 0 0.042 0 0 -0.066 0 0 -0.154 -0.207 0 0 0.196 -0.041 0.037 0 0 -0.047 0.087 0 0 0.054 0.025 1.008 0.921 0.921 0.921 0.921 0.921 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(4) 4.0402 0 0 0 -0.083 0 0 0 0.274 0 0.314 0 0 -0.234 0 0 0 0.04 0 0 0 0 0 0 0.045 0 0.991 0.873 0.873 0.873 0.873 0.873 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(5) 3.7127 0 0 0.021 0 0 0 0 0 0 0 -0.127 -0.197 0 0 0.182 -0.031 0.015 0 0 -0.036 0.08 0 0 0.022 0.027 1.013 0.919 0.919 0.919 0.919 0.919 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(6) 4.1911 0 0.035 -0.018 0 -0.268 0 0 0 -0.019 0 0.026 -0.014 0 0 -0.377 0 0.04 0 0 0 -0.028 0 0 0 -0.026 0.991 0.857 0.857 0.857 0.857 0.857 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(7) 3.9214 0 0 -0.079 0 -0.177 0 0 0 -0.084 0 0.014 -0.037 0 0 -0.27 0.024 0.039 0 0 -0.015 -0.02 0 0 0 -0.023 1.008 0.902 0.902 0.902 0.902 0.902 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(8) 4.0397 0 0.051 0.073 0 -0.173 0 0 0.024 0.081 0 0 0.017 0 0 -0.338 -0.035 0.054 0 0 -0.019 0 0 0 -0.044 0 1.006 0.889 0.889 0.889 0.889 0.889 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(9) 3.5549 0 0 0 0 0 0 0 0 0 0.229 0 0 0 0 0.185 0 0.046 0 0 0 0 -0.078 0 0 0 1.024 0.935 0.935 0.935 0.935 0.935 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(5) 0.7862 0 0 0 0.14 0.061 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.178 1.321 1.321 1.321 1.321 1.321 0 2 1 2 2 2 3 2 4 2 H(6) 0.7862 0 0 0 0.14 0.061 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.178 1.321 1.321 1.321 1.321 1.321 0 2 1 2 2 2 3 2 4 2 H(7) 0.7862 0 0 0 0.14 0.061 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.178 1.321 1.321 1.321 1.321 1.321 0 2 1 2 2 2 3 2 4 2 H(8) 0.9285 0 0 0 0.139 0.06 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.146 1.409 1.409 1.409 1.409 1.409 0 2 1 2 2 2 3 2 4 2 H(9) 0.8561 0 0 0 0.14 0.059 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.179 1.396 1.396 1.396 1.396 0(4) 0 2 1 2 2 2 3 2 4 2 H(10) 1.0204 0 0 0 0.164 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.118 1.162 1.162 1.162 1.162 0(4) 0 2 1 2 2 2 3 2 4 2 H(11) 1.0204 0 0 0 0.164 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.118 1.162 1.162 1.162 1.162 0(4) 0 2 1 2 2 2 3 2 4 2 H(12) 1.0731 0 0 0 0.178 0.085 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.099 1.148 1.148 1.148 1.148 1(4) 0 2 1 2 2 2 3 2 4 2 H(13) 1.0731 0 0 0 0.178 0.085 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.099 1.148 1.148 1.148 1.148 1(4) 0 2 1 2 2 2 3 2 4 2 H(14) 1.0418 0 0 0 0.184 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.11 1.156 1.156 1.156 1.156 1(4) 0 2 1 2 2 2 3 2 4 2 H(15) 1.0418 0 0 0 0.184 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.11 1.156 1.156 1.156 1.156 1(4) 0 2 1 2 2 2 3 2 4 2 H(16) 1.1055 0 0 0 0.188 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.098 1.162 1.162 1.162 1.162 1(4) 0 2 1 2 2 2 3 2 4 2 H(17) 1.1055 0 0 0 0.188 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.098 1.162 1.162 1.162 1.162 1(4) 0 2 1 2 2 2 3 2 4 2 H(18) 1.1055 0 0 0 0.188 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.098 1.162 1.162 1.162 1.162 1(4) 0 2 1 2 2 2 3 2 4 2 H(1W) 0.8287 0 0 0 0.133 0.049 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.174 1.374 1.374 1.374 1.374 1(4) 0 2 1 2 2 2 3 2 4 2 H(2W) 0.8287 0 0 0 0.133 0.049 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.174 1.374 1.374 1.374 1.374 1(4) 0 2 1 2 2 2 3 2 4 2 H(3W) 0.8287 0 0 0 0.133 0.049 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.174 1.374 1.374 1.374 1.374 1(4) 0 2 1 2 2 2 3 2 4 2 H(4W) 0.8287 0 0 0 0.133 0.049 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.174 1.374 1.374 1.374 1.374 1(4) 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(3) C(2) X O(3) N(2) Y O(4) C(4) X O(4) O(5) Y O(5) C(4) X O(5) O(4) Y O(1W) DUM0 Z O(1W) H(2W) Y O(2W) DUM1 Z O(2W) H(3W) Y N(1) C(1) Z N(1) H(7) X N(2) C(2) X N(2) C(3) Y N(3) DUM2 X N(3) C(8) Y N(4) DUM2 X N(4) C(8) Y C(1) N(1) X C(1) C(2) Y C(2) O(3) X C(2) N(2) Y C(3) N(2) X C(3) C(4) Y C(4) C(3) Z C(4) O(5) X C(5) C(6) X C(5) C(1) Y C(6) DUM2 X C(6) N(3) Y C(7) DUM2 X C(7) N(4) Y C(8) DUM2 X C(8) N(3) Y C(9) C(3) Z C(9) H(18) X H(5) N(1) Z H(5) C(1) Y H(6) N(1) Z H(6) C(1) Y H(7) N(1) Z H(7) C(1) Y H(8) N(2) Z H(8) C(2) Y H(9) N(4) Z H(9) C(8) Y H(10) C(1) Z H(10) N(1) Y H(11) C(3) Z H(11) N(2) Y H(12) C(5) Z H(12) C(6) Y H(13) C(5) Z H(13) C(6) Y H(14) C(7) Z H(14) C(6) Y H(15) C(8) Z H(15) N(3) Y H(16) C(9) Z H(16) C(3) Y H(17) C(9) Z H(17) C(3) Y H(18) C(9) Z H(18) C(3) Y H(1W) O(1W) Z H(1W) H(2W) Y H(2W) O(1W) Z H(2W) H(1W) Y H(3W) O(2W) Z H(3W) H(4W) Y H(4W) O(2W) Z H(4W) H(3W) Y data_HA_IAM _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z _cell_length_a 4.62530(10) _cell_length_b 14.89280(2) _cell_length_c 8.9896(2) _cell_angle_alpha 90 _cell_angle_beta 90.4660(10) _cell_angle_gamma 90 _cell_volume 619.216(19) # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.028 _refine_ls_R_factor_all 0.033 _refine_ls_R_Fsqd_factor 0.041 _refine_ls_wR_factor_ref 0.027 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 9426 _refine_ls_number_parameters 234 _refine_ls_goodness_of_fit_ref 3.586 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; ? ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(3) 0.55979(8) 0.81441(3) -0.16130(4) 1 2 0.014 O(4) 0.28332(8) 0.585718 -0.04885(4) 1 2 0.015 O(5) 0.53989(8) 0.47598(3) -0.15285(4) 1 2 0.014 O(1W) 0.62283(8) 0.07878(3) 0.75109(4) 1 2 0.014 O(2W) 0.11751(8) -0.02035(3) 0.73754(4) 1 2 0.014 N(1) 0.97263(9) 0.89553(3) 0.01035(4) 1 2 0.011 N(2) 0.80151(8) 0.68006(3) -0.15663(4) 1 2 0.011 N(3) 1.20960(9) 0.74434(4) 0.35488(4) 1 2 0.013 N(4) 1.10877(10) 0.85872(4) 0.50279(4) 1 2 0.015 C(1) 0.95560(8) 0.79595(3) 0.01155(4) 1 2 0.009 C(2) 0.75482(8) 0.76518(3) -0.11451(4) 1 2 0.009 C(3) 0.59691(9) 0.62788(4) -0.24612(4) 1 2 0.010 C(4) 0.46444(9) 0.55655(4) -0.14215(4) 1 2 0.010 C(5) 0.82218(10) 0.76276(4) 0.15799(5) 1 2 0.013 C(6) 0.97639(9) 0.79129(4) 0.29643(4) 1 2 0.011 C(7) 0.91359(11) 0.86239(4) 0.38716(5) 1 2 0.014 C(8) 1.28153(11) 0.78739(4) 0.47874(5) 1 2 0.014 C(9) 0.74141(13) 0.58917(4) -0.38332(5) 1 2 0.018 H(5) 1.104(2) 0.9139(6) 0.0749(10) 1 2 0.022(2) H(6) 0.800(2) 0.9233(7) 0.0349(11) 1 2 0.030(2) H(7) 1.025(2) 0.9156(7) -0.0780(11) 1 2 0.028(2) H(8) 0.949(2) 0.6527(7) -0.1219(10) 1 2 0.026(2) H(9) 1.132(2) 0.8948(7) 0.5770(11) 1 2 0.030(2) H(10) 1.1542(19) 0.7734(6) -0.0000(10) 1 2 0.0208(19) H(11) 0.4448(18) 0.6687(6) -0.2735(9) 1 2 0.0200(19) H(12) 0.627(2) 0.7813(7) 0.1619(11) 1 2 0.032(2) H(13) 0.8189(19) 0.6964(6) 0.1529(10) 1 2 0.023(2) H(14) 0.770(2) 0.9045(6) 0.3803(10) 1 2 0.025(2) H(15) 1.429(2) 0.7731(6) 0.5398(10) 1 2 0.026(2) H(16) 0.608(2) 0.5560(7) -0.4385(11) 1 2 0.032(2) H(17) 0.904(2) 0.5449(7) -0.3534(12) 1 2 0.036(3) H(18) 0.817(2) 0.6380(7) -0.4461(12) 1 2 0.039(3) H(1W) 0.656(2) 0.1281(7) 0.7172(12) 1 2 0.035(3) H(2W) 0.641(2) 0.0783(8) 0.8396(13) 1 2 0.042(3) H(3W) -0.028(3) 0.0129(8) 0.7307(12) 1 2 0.040(3) H(4W) 0.273(3) 0.0114(8) 0.7412(13) 1 2 0.045(3) DUM0 0 0 0 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(3) 0.01408(12) 0.01028(10) 0.01720(13) 0.00242(9) -0.00469(10) -0.00091(10) O(4) 0.01518(13) 0.01622(12) 0.01295(11) 0.00385(10) 0.00270(10) 0.00191(10) O(5) 0.01434(12) 0.00808(9) 0.01944(13) 0.00119(9) -0.00067(10) 0.00137(10) O(1W) 0.01654(13) 0.01257(11) 0.01420(12) -0.00086(10) -0.00055(10) 0.00046(10) O(2W) 0.01453(13) 0.01259(10) 0.01408(12) -0.00011(9) 0.00041(10) -0.00066(10) N(1) 0.01256(12) 0.00793(9) 0.01185(11) -0.00190(9) -0.00072(10) -0.00026(9) N(2) 0.01082(12) 0.00813(9) 0.01393(12) 0.00040(8) -0.00180(10) -0.00224(9) N(3) 0.01524(14) 0.01196(11) 0.01150(12) 0.00050(10) -0.00034(10) 0.00013(10) N(4) 0.01859(16) 0.01387(13) 0.01138(12) -0.00195(11) 0.00013(11) -0.00250(11) C(1) 0.00930(12) 0.00770(10) 0.01081(12) -0.00069(9) -0.00023(10) -0.00040(10) C(2) 0.00960(12) 0.00787(10) 0.01023(11) -0.00060(9) -0.00007(10) -0.00057(9) C(3) 0.01335(14) 0.00834(10) 0.00961(12) -0.00125(10) -0.00090(11) -0.00047(9) C(4) 0.00997(12) 0.00884(11) 0.01039(12) 0.00013(9) -0.00196(10) 0.00083(10) C(5) 0.01417(15) 0.01343(13) 0.01074(12) -0.00507(12) -0.00056(11) 0.00122(11) C(6) 0.01308(14) 0.01086(12) 0.00978(12) -0.00183(11) 0.00017(10) 0.00042(10) C(7) 0.01536(16) 0.01244(13) 0.01477(15) 0.00033(12) -0.00023(12) -0.00161(12) C(8) 0.01679(17) 0.01466(14) 0.01089(13) -0.00114(12) -0.00139(12) 0.00120(12) C(9) 0.0260(2) 0.01706(17) 0.01247(15) -0.00381(16) 0.00491(15) -0.00379(14) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(3) C(2) 1.2337(5) 1_555 1_555 yes O(4) C(4) 1.2671(5) 1_555 1_555 yes O(5) C(4) 1.2535(5) 1_555 1_555 yes O(1W) H(1W) 0.810(11) 1_555 1_555 yes O(1W) H(2W) 0.799(11) 1_555 1_555 yes O(2W) H(3W) 0.836(12) 1_555 1_555 yes O(2W) H(4W) 0.860(13) 1_555 1_555 yes N(1) H(5) 0.880(9) 1_555 1_555 yes N(1) H(6) 0.927(10) 1_555 1_555 yes N(1) H(7) 0.885(9) 1_555 1_555 yes N(2) C(2) 1.3410(5) 1_555 1_555 yes N(2) C(3) 1.4609(5) 1_555 1_555 yes N(2) H(8) 0.850(9) 1_555 1_555 yes N(3) C(6) 1.3854(6) 1_555 1_555 yes N(3) C(8) 1.3249(6) 1_555 1_555 yes N(4) C(7) 1.3723(6) 1_555 1_555 yes N(4) C(8) 1.3478(7) 1_555 1_555 yes N(4) H(9) 0.863(10) 1_555 1_555 yes C(1) C(2) 1.5295(6) 1_555 1_555 yes C(1) C(5) 1.5400(6) 1_555 1_555 yes C(1) H(10) 0.984(9) 1_555 1_555 yes C(3) C(9) 1.5211(6) 1_555 1_555 yes C(3) H(11) 0.961(9) 1_555 1_555 yes C(5) C(6) 1.4912(6) 1_555 1_555 yes C(5) H(12) 0.945(10) 1_555 1_555 yes C(5) H(13) 0.990(9) 1_555 1_555 yes C(6) C(7) 1.3692(6) 1_555 1_555 yes C(7) H(14) 0.916(9) 1_555 1_555 yes C(8) H(15) 0.899(10) 1_555 1_555 yes C(9) H(16) 0.929(10) 1_555 1_555 yes C(9) H(17) 1.034(10) 1_555 1_555 yes C(9) H(18) 0.986(11) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(1W) O(1W) H(2W) 111.3(11) 1_555 1_555 1_555 yes H(3W) O(2W) H(4W) 110.3(11) 1_555 1_555 1_555 yes H(5) N(1) H(6) 107.2(8) 1_555 1_555 1_555 yes H(5) N(1) H(7) 107.0(8) 1_555 1_555 1_555 yes H(6) N(1) H(7) 107.9(9) 1_555 1_555 1_555 yes C(2) N(2) C(3) 123.59(4) 1_555 1_555 1_555 yes C(2) N(2) H(8) 118.7(6) 1_555 1_555 1_555 yes C(3) N(2) H(8) 117.4(6) 1_555 1_555 1_555 yes C(6) N(3) C(8) 105.30(4) 1_555 1_555 1_555 yes C(7) N(4) C(8) 107.28(4) 1_555 1_555 1_555 yes C(7) N(4) H(9) 129.6(7) 1_555 1_555 1_555 yes C(8) N(4) H(9) 123.1(7) 1_555 1_555 1_555 yes C(2) C(1) C(5) 106.98(3) 1_555 1_555 1_555 yes C(2) C(1) H(10) 112.4(5) 1_555 1_555 1_555 yes C(5) C(1) H(10) 111.2(5) 1_555 1_555 1_555 yes O(3) C(2) N(2) 125.77(4) 1_555 1_555 1_555 yes O(3) C(2) C(1) 120.82(3) 1_555 1_555 1_555 yes N(2) C(2) C(1) 113.22(3) 1_555 1_555 1_555 yes N(2) C(3) C(9) 111.17(4) 1_555 1_555 1_555 yes N(2) C(3) H(11) 105.9(5) 1_555 1_555 1_555 yes C(9) C(3) H(11) 111.0(5) 1_555 1_555 1_555 yes O(4) C(4) O(5) 124.40(4) 1_555 1_555 1_555 yes C(1) C(5) C(6) 115.45(3) 1_555 1_555 1_555 yes C(1) C(5) H(12) 109.1(6) 1_555 1_555 1_555 yes C(1) C(5) H(13) 106.7(5) 1_555 1_555 1_555 yes C(6) C(5) H(12) 109.7(6) 1_555 1_555 1_555 yes C(6) C(5) H(13) 109.3(5) 1_555 1_555 1_555 yes H(12) C(5) H(13) 106.2(8) 1_555 1_555 1_555 yes N(3) C(6) C(5) 122.57(4) 1_555 1_555 1_555 yes N(3) C(6) C(7) 109.43(4) 1_555 1_555 1_555 yes C(5) C(6) C(7) 127.97(4) 1_555 1_555 1_555 yes N(4) C(7) C(6) 106.20(4) 1_555 1_555 1_555 yes N(4) C(7) H(14) 123.5(6) 1_555 1_555 1_555 yes C(6) C(7) H(14) 130.3(6) 1_555 1_555 1_555 yes N(3) C(8) N(4) 111.78(4) 1_555 1_555 1_555 yes N(3) C(8) H(15) 125.7(6) 1_555 1_555 1_555 yes N(4) C(8) H(15) 122.5(6) 1_555 1_555 1_555 yes C(3) C(9) H(16) 109.9(6) 1_555 1_555 1_555 yes C(3) C(9) H(17) 110.7(6) 1_555 1_555 1_555 yes C(3) C(9) H(18) 110.1(6) 1_555 1_555 1_555 yes H(16) C(9) H(17) 106.0(9) 1_555 1_555 1_555 yes H(16) C(9) H(18) 108.8(8) 1_555 1_555 1_555 yes H(17) C(9) H(18) 111.2(8) 1_555 1_555 1_555 yes _refine_diff_density_max 0.495 _refine_diff_density_min -0.300 _refine_diff_density_rms 0.049 data_HA_IAM0.7 _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z _cell_length_a 4.62530(10) _cell_length_b 14.89280(2) _cell_length_c 8.9896(2) _cell_angle_alpha 90 _cell_angle_beta 90.4660(10) _cell_angle_gamma 90 _cell_volume 619.216(19) # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.02 _refine_ls_R_factor_all 0.067 _refine_ls_R_Fsqd_factor 0.031 _refine_ls_wR_factor_ref 0.024 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 1840 _refine_ls_number_parameters 234 _refine_ls_goodness_of_fit_ref 6.462 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; ? ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(3) 0.55994(19) 0.81437(8) -0.16126(10) 1 2 0.015 O(4) 0.28341(19) 0.585718 -0.04893(9) 1 2 0.016 O(5) 0.54002(19) 0.47591(8) -0.15283(10) 1 2 0.015 O(1W) 0.6228(2) 0.07865(8) 0.75104(10) 1 2 0.016 O(2W) 0.1173(2) -0.02050(8) 0.73759(9) 1 2 0.015 N(1) 0.9724(2) 0.89554(9) 0.01037(12) 1 2 0.012 N(2) 0.8017(2) 0.68008(9) -0.15652(11) 1 2 0.012 N(3) 1.2100(2) 0.74425(9) 0.35484(11) 1 2 0.014 N(4) 1.1089(2) 0.85863(9) 0.50276(11) 1 2 0.016 C(1) 0.9559(3) 0.79582(9) 0.01157(12) 1 2 0.011 C(2) 0.7543(2) 0.76524(9) -0.11450(12) 1 2 0.010 C(3) 0.5966(3) 0.62780(9) -0.24621(12) 1 2 0.011 C(4) 0.4643(2) 0.55649(9) -0.14219(12) 1 2 0.011 C(5) 0.8219(3) 0.76270(10) 0.15801(12) 1 2 0.014 C(6) 0.9764(3) 0.79129(10) 0.29637(12) 1 2 0.013 C(7) 0.9137(3) 0.86231(10) 0.38712(13) 1 2 0.015 C(8) 1.2816(3) 0.78728(10) 0.47850(13) 1 2 0.016 C(9) 0.7414(3) 0.58905(11) -0.38338(14) 1 2 0.020 H(5) 1.107(4) 0.9133(12) 0.0746(19) 1 2 0.024(4) H(6) 0.791(4) 0.9233(12) 0.036(2) 1 2 0.032(4) H(7) 1.030(4) 0.9157(12) -0.080(2) 1 2 0.032(4) H(8) 0.957(4) 0.6504(12) -0.1198(19) 1 2 0.028(4) H(9) 1.131(4) 0.8966(13) 0.581(2) 1 2 0.034(5) H(10) 1.155(4) 0.7724(11) -0.0009(18) 1 2 0.021(4) H(11) 0.441(3) 0.6695(11) -0.2734(17) 1 2 0.020(4) H(12) 0.625(4) 0.7820(13) 0.161(2) 1 2 0.033(4) H(13) 0.821(4) 0.6951(11) 0.1533(18) 1 2 0.024(4) H(14) 0.763(4) 0.9058(12) 0.3800(19) 1 2 0.024(4) H(15) 1.434(4) 0.7724(12) 0.5419(19) 1 2 0.028(4) H(16) 0.605(4) 0.5554(12) -0.441(2) 1 2 0.030(4) H(17) 0.903(4) 0.5445(13) -0.352(2) 1 2 0.032(5) H(18) 0.817(4) 0.6378(13) -0.448(2) 1 2 0.035(5) H(1W) 0.656(4) 0.1310(15) 0.719(2) 1 2 0.041(5) H(2W) 0.641(4) 0.0794(14) 0.843(2) 1 2 0.040(5) H(3W) -0.032(5) 0.0140(15) 0.731(2) 1 2 0.046(6) H(4W) 0.276(6) 0.0135(16) 0.741(2) 1 2 0.051(6) DUM0 0 0 0 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(3) 0.0159(4) 0.0118(4) 0.0180(4) 0.0017(3) -0.0037(3) -0.0011(3) O(4) 0.0167(4) 0.0177(4) 0.0145(4) 0.0032(3) 0.0019(3) 0.0019(3) O(5) 0.0156(4) 0.0099(3) 0.0207(4) 0.0012(3) -0.0016(3) 0.0012(3) O(1W) 0.0185(4) 0.0137(4) 0.0149(4) -0.0010(3) -0.0007(3) 0.0002(3) O(2W) 0.0153(4) 0.0140(4) 0.0162(4) -0.0001(3) 0.0005(3) -0.0004(3) N(1) 0.0141(5) 0.0089(4) 0.0130(4) -0.0023(3) -0.0009(4) -0.0005(3) N(2) 0.0119(5) 0.0099(4) 0.0150(5) -0.0000(3) -0.0018(4) -0.0021(3) N(3) 0.0164(5) 0.0133(4) 0.0137(4) -0.0003(4) -0.0001(4) 0.0013(3) N(4) 0.0201(5) 0.0150(4) 0.0130(4) -0.0026(4) 0.0005(4) -0.0019(4) C(1) 0.0110(5) 0.0082(4) 0.0126(5) -0.0003(4) -0.0003(4) -0.0008(4) C(2) 0.0110(5) 0.0102(4) 0.0102(4) -0.0022(4) 0.0012(4) 0.0002(3) C(3) 0.0143(5) 0.0091(4) 0.0110(5) -0.0017(4) -0.0010(4) -0.0006(3) C(4) 0.0108(5) 0.0117(5) 0.0114(5) -0.0008(4) -0.0039(4) 0.0009(4) C(5) 0.0153(6) 0.0143(5) 0.0117(5) -0.0043(4) 0.0000(4) 0.0012(4) C(6) 0.0143(5) 0.0121(4) 0.0114(5) -0.0026(4) 0.0010(4) 0.0012(4) C(7) 0.0161(6) 0.0143(5) 0.0160(5) -0.0003(4) 0.0004(4) -0.0006(4) C(8) 0.0180(6) 0.0159(5) 0.0134(5) -0.0019(4) -0.0002(4) 0.0023(4) C(9) 0.0268(7) 0.0183(5) 0.0137(5) -0.0044(5) 0.0049(5) -0.0040(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(3) C(2) 1.2306(14) 1_555 1_555 yes O(4) C(4) 1.2664(14) 1_555 1_555 yes O(5) C(4) 1.2539(14) 1_555 1_555 yes O(1W) H(1W) 0.85(2) 1_555 1_555 yes O(1W) H(2W) 0.83(2) 1_555 1_555 yes O(2W) H(3W) 0.86(2) 1_555 1_555 yes O(2W) H(4W) 0.89(3) 1_555 1_555 yes N(1) H(5) 0.885(18) 1_555 1_555 yes N(1) H(6) 0.965(19) 1_555 1_555 yes N(1) H(7) 0.909(19) 1_555 1_555 yes N(2) C(2) 1.3418(14) 1_555 1_555 yes N(2) C(3) 1.4640(14) 1_555 1_555 yes N(2) H(8) 0.903(18) 1_555 1_555 yes N(3) C(6) 1.3876(16) 1_555 1_555 yes N(3) C(8) 1.3229(16) 1_555 1_555 yes N(4) C(7) 1.3723(16) 1_555 1_555 yes N(4) C(8) 1.3481(17) 1_555 1_555 yes N(4) H(9) 0.905(19) 1_555 1_555 yes C(1) C(2) 1.5309(15) 1_555 1_555 yes C(1) H(10) 0.993(16) 1_555 1_555 yes C(3) C(9) 1.5215(16) 1_555 1_555 yes C(3) H(11) 0.980(16) 1_555 1_555 yes C(5) C(6) 1.4914(16) 1_555 1_555 yes C(5) H(12) 0.95(2) 1_555 1_555 yes C(5) H(13) 1.008(17) 1_555 1_555 yes C(6) C(7) 1.3682(16) 1_555 1_555 yes C(7) H(14) 0.953(18) 1_555 1_555 yes C(8) H(15) 0.930(19) 1_555 1_555 yes C(9) H(16) 0.954(18) 1_555 1_555 yes C(9) H(17) 1.037(18) 1_555 1_555 yes C(9) H(18) 0.994(19) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(1W) O(1W) H(2W) 108(2) 1_555 1_555 1_555 yes H(3W) O(2W) H(4W) 109(2) 1_555 1_555 1_555 yes H(5) N(1) H(6) 108.7(15) 1_555 1_555 1_555 yes H(5) N(1) H(7) 106.0(16) 1_555 1_555 1_555 yes H(6) N(1) H(7) 109.6(16) 1_555 1_555 1_555 yes C(2) N(2) C(3) 123.44(10) 1_555 1_555 1_555 yes C(2) N(2) H(8) 119.4(12) 1_555 1_555 1_555 yes C(3) N(2) H(8) 116.7(12) 1_555 1_555 1_555 yes C(6) N(3) C(8) 105.22(10) 1_555 1_555 1_555 yes C(7) N(4) C(8) 107.21(10) 1_555 1_555 1_555 yes C(7) N(4) H(9) 129.1(12) 1_555 1_555 1_555 yes C(8) N(4) H(9) 123.6(13) 1_555 1_555 1_555 yes C(2) C(1) H(10) 111.9(9) 1_555 1_555 1_555 yes O(3) C(2) N(2) 125.90(11) 1_555 1_555 1_555 yes O(3) C(2) C(1) 120.98(10) 1_555 1_555 1_555 yes N(2) C(2) C(1) 112.94(10) 1_555 1_555 1_555 yes N(2) C(3) C(9) 111.14(10) 1_555 1_555 1_555 yes N(2) C(3) H(11) 105.8(9) 1_555 1_555 1_555 yes C(9) C(3) H(11) 111.5(9) 1_555 1_555 1_555 yes O(4) C(4) O(5) 124.47(11) 1_555 1_555 1_555 yes C(6) C(5) H(12) 109.7(11) 1_555 1_555 1_555 yes C(6) C(5) H(13) 108.8(9) 1_555 1_555 1_555 yes H(12) C(5) H(13) 107.3(15) 1_555 1_555 1_555 yes N(3) C(6) C(5) 122.54(10) 1_555 1_555 1_555 yes N(3) C(6) C(7) 109.42(10) 1_555 1_555 1_555 yes C(5) C(6) C(7) 128.00(11) 1_555 1_555 1_555 yes N(4) C(7) C(6) 106.23(11) 1_555 1_555 1_555 yes N(4) C(7) H(14) 123.6(10) 1_555 1_555 1_555 yes C(6) C(7) H(14) 130.1(10) 1_555 1_555 1_555 yes N(3) C(8) N(4) 111.91(11) 1_555 1_555 1_555 yes N(3) C(8) H(15) 125.6(11) 1_555 1_555 1_555 yes N(4) C(8) H(15) 122.4(11) 1_555 1_555 1_555 yes C(3) C(9) H(16) 110.3(11) 1_555 1_555 1_555 yes C(3) C(9) H(17) 110.2(10) 1_555 1_555 1_555 yes C(3) C(9) H(18) 110.8(11) 1_555 1_555 1_555 yes H(16) C(9) H(17) 106.3(15) 1_555 1_555 1_555 yes H(16) C(9) H(18) 107.4(15) 1_555 1_555 1_555 yes H(17) C(9) H(18) 111.7(15) 1_555 1_555 1_555 yes ############################################################################### ############################################################################### data_ALA_MM_HO _symmetry_cell_setting 'orthorombic' _symmetry_space_group_name_H-M 'P212121' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z _cell_length_a 5.928 _cell_length_b 12.26 _cell_length_c 5.794 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 421.092 # Refinement details _reflns_number_total 2535 _reflns_number_gt 2396 _reflns_threshold_expression F>2u(F) _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.02 _refine_ls_R_factor_all 0.023 _refine_ls_R_Fsqd_factor 0.033 _refine_ls_wR_factor_ref 0.02 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 2396 _refine_ls_number_parameters 153 _refine_ls_goodness_of_fit_ref 1.511 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; Multipolar refinement was performed on F with the program XDLSM against high resolution data. Positions and ADPs for non-H atoms were taken from high order refinement. Hydrogen atom geometries were found in high/low order refinement(Hoser et al., 2009), hydrogen atoms positions were found by elongating the bond length along the vector of the atom they are attached to and their positions to the values found in periodic optimization. Anisotropic ADPs for hydrogen atoms were generated by the SHADE program. ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.72679(7) 0.08379(3) 0.62447(10) 1 4 0.006 O(2) 0.44078(8) 0.18406(3) 0.76121(9) 1 4 0.006 N(1) 0.64708(6) 0.13754(3) 0.18300(7) 1 4 0.005 C(1) 0.55408(7) 0.14080(3) 0.59997(7) 1 4 0.004 C(2) 0.46639(7) 0.16108(3) 0.35444(7) 1 4 0.005 C(3) 0.25985(7) 0.09068(3) 0.30334(8) 1 4 0.007 H(2) 0.785509 0.189162 0.198048 1 4 0.018 H(3) 0.58128 0.145676 0.015281 1 4 0.018 H(1) 0.707075 0.058262 0.183835 1 4 0.018 H(4) 0.418586 0.247035 0.348292 1 4 0.018 H(5) 0.197883 0.110568 0.130837 1 4 0.029 H(6) 0.134085 0.109358 0.435043 1 4 0.029 H(7) 0.305024 0.004528 0.315033 1 4 0.029 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.00651(11) 0.00692(11) 0.00576(16) 0.00254(12) -0.00060(12) 0.00051(10) O(2) 0.00744(11) 0.00744(11) 0.00374(15) 0.00203(12) 0.00071(11) -0.00077(9) N(1) 0.00560(10) 0.00611(10) 0.00422(11) 0.00008(8) 0.00055(9) -0.00015(8) C(1) 0.00490(10) 0.00451(10) 0.00360(13) 0.00051(10) -0.00015(10) -0.00009(9) C(2) 0.00520(11) 0.00488(11) 0.00360(12) 0.00037(9) -0.00034(10) 0.00002(9) C(3) 0.00593(12) 0.00897(11) 0.00624(14) -0.00136(11) -0.00064(10) -0.00043(10) H(2) 0.015118 0.019068 0.020094 -0.007492 0.001243 -0.001768 H(3) 0.020603 0.025182 0.008575 0.002159 -0.003022 0.001616 H(1) 0.021342 0.011475 0.020003 0.005308 0.001888 -0.000517 H(4) 0.022978 0.010078 0.019564 0.004023 -0.0001 0.001224 H(5) 0.029717 0.040846 0.017097 -0.007161 -0.010233 0.006354 H(6) 0.020223 0.041337 0.02522 -0.004959 0.010027 -0.008832 H(7) 0.027921 0.01404 0.044099 -0.00089 -0.004888 -0.000058 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2477(6) 1_555 1_555 yes O(2) C(1) 1.2670(6) 1_555 1_555 yes N(1) H(2) 1.0400(3) 1_555 1_555 yes N(1) H(3) 1.0519(4) 1_555 1_555 yes N(1) H(1) 1.0350(3) 1_555 1_555 yes C(1) C(2) 1.5349(6) 1_555 1_555 yes C(2) C(3) 1.5270(6) 1_555 1_555 yes C(2) H(4) 1.0918(4) 1_555 1_555 yes C(3) H(5) 1.0924(4) 1_555 1_555 yes C(3) H(6) 1.0912(4) 1_555 1_555 yes C(3) H(7) 1.0917(4) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(2) N(1) H(3) 108.20(3) 1_555 1_555 1_555 yes H(2) N(1) H(1) 107.45(3) 1_555 1_555 1_555 yes H(3) N(1) H(1) 102.76(3) 1_555 1_555 1_555 yes O(1) C(1) O(2) 125.85(5) 1_555 1_555 1_555 yes O(1) C(1) C(2) 118.30(4) 1_555 1_555 1_555 yes O(2) C(1) C(2) 115.85(4) 1_555 1_555 1_555 yes C(1) C(2) C(3) 111.08(3) 1_555 1_555 1_555 yes C(1) C(2) H(4) 105.93(3) 1_555 1_555 1_555 yes C(3) C(2) H(4) 109.34(3) 1_555 1_555 1_555 yes C(2) C(3) H(5) 108.71(4) 1_555 1_555 1_555 yes C(2) C(3) H(6) 107.07(4) 1_555 1_555 1_555 yes C(2) C(3) H(7) 109.77(3) 1_555 1_555 1_555 yes H(5) C(3) H(6) 111.30(4) 1_555 1_555 1_555 yes H(5) C(3) H(7) 110.81(4) 1_555 1_555 1_555 yes H(6) C(3) H(7) 109.10(4) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(1) 6.34(2) 0 -0.060(11) -0.027(12) 0 -0.051(12) 0 0 -0.054(12) 0.011(14) 0 -0.003(9) -0.004(12) 0 0 0.024(10) -0.008(11) -0.011(13) 0 0 0.007(13) 0.006(13) 0 0 0.008(13) 0.016(13) 0.973033 1.165412 1.165412 1.165412 1.165412 1.165412 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2) 6.36(2) 0 -0.047(12) 0.003(12) 0 -0.044(13) 0 0 -0.026(13) -0.011(12) 0 0.005(11) -0.022(10) 0 0 0.059(11) 0.004(11) -0.004(13) 0 0 -0.007(13) -0.017(12) 0 0 0.034(12) 0.008(13) 0.973033 1.165412 1.165412 1.165412 1.165412 1.165412 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.39(4) 0 0 0 -0.102(19) -0.039(17) 0 0 0 0 0.27(2) 0 0 0 0 -0.033(15) -0.219(16) 0.09(2) 0 0 0 0 0.022(17) 0.08(2) 0 0 0.984124 0.817972 0.817972 0.817972 0.817972 0.817972 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.04(3) 0 0.035(18) -0.136(18) 0 -0.297(17) 0 0 0.094(16) -0.074(19) 0 0.021(18) -0.07(2) 0 0 0.43(2) 0.04(2) 0.13(2) 0 0 -0.01(2) 0.00(2) 0 0 0.05(3) 0.00(3) 1.000597 0.896073 0.896073 0.896073 0.896073 0.896073 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 3.71(5) 0 0.036(19) -0.103(18) 0 0.077(18) 0 0 0.089(16) 0.071(15) 0 -0.08(2) -0.19(2) 0 0 0.194(19) -0.008(15) 0.06(2) 0 0 0.02(2) 0.01(2) 0 0 0.07(2) 0.06(2) 1.009625 0.953905 0.953905 0.953905 0.953905 0.953905 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 3.88(6) 0 0 0 0.002(17) -0.015(16) 0 0 0 0 0.297(19) 0 0 0 0 0.007(18) -0.154(19) -0.00(2) 0 0 0 0 -0.06(2) 0.14(2) 0 0 1.023125 0.916942 0.916942 0.916942 0.916942 0.916942 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(2) 0.690(18) 0 0 0 0.116(10) 0.005(15) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.140933 1.406915 1.406915 1.406915 1.406915 1.406915 0 2 1 2 2 2 3 2 4 2 H(3) 0.84(2) 0 0 0 0.066(13) -0.008(19) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.140933 1.406915 1.406915 1.406915 1.406915 1.406915 0 2 1 2 2 2 3 2 4 2 H(1) 0.67(2) 0 0 0 0.134(11) 0.002(17) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.140933 1.406915 1.406915 1.406915 1.406915 1.406915 0 2 1 2 2 2 3 2 4 2 H(4) 0.99(3) 0 0 0 0.166(19) 0.07(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.106003 1.128004 1.128004 1.128004 1.128004 1.128004 0 2 1 2 2 2 3 2 4 2 H(5) 1.05(3) 0 0 0 0.09(2) 0.00(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.064914 1.122161 1.122161 1.122161 1.122161 1.122161 0 2 1 2 2 2 3 2 4 2 H(6) 1.06(3) 0 0 0 0.155(18) 0.03(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.064914 1.122161 1.122161 1.122161 1.122161 1.122161 0 2 1 2 2 2 3 2 4 2 H(7) 0.99(2) 0 0 0 0.213(16) 0.00(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.064914 1.122161 1.122161 1.122161 1.122161 1.122161 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(1) C(1) X O(1) O(2) Y O(2) C(1) X O(2) O(1) Y N(1) C(2) Z N(1) H(2) Y C(1) O(1) X C(1) O(2) Y C(2) H(4) X C(2) N(1) Y C(3) C(2) Z C(3) H(5) Y H(2) N(1) Z H(2) C(2) Y H(3) N(1) Z H(3) C(2) Y H(1) N(1) Z H(1) C(2) Y H(4) C(2) Z H(4) N(1) Y H(5) C(3) Z H(5) C(2) Y H(6) C(3) Z H(6) C(2) Y H(7) C(3) Z H(7) C(2) Y _refine_diff_density_max 0.183 _refine_diff_density_min -0.214 _refine_diff_density_rms 0.043 data_ALA_MM_TH _symmetry_cell_setting 'orthorombic' _symmetry_space_group_name_H-M 'P212121' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z _cell_length_a 5.928 _cell_length_b 12.26 _cell_length_c 5.794 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 421.092 # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.02 _refine_ls_R_factor_all 0.022 _refine_ls_R_Fsqd_factor 0.033 _refine_ls_wR_factor_ref 0.02 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 2396 _refine_ls_number_parameters 99 _refine_ls_goodness_of_fit_ref 1.445 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; Multipolar refinement was performed on F with the program XDLSM against high resolution data. Positions and ADPs for non-H atoms were taken from the TAAM_TH refinement. Hydrogen atoms geometries were taken from the TAAM_TH refinement, hydrogen atoms positions were found by elongating the bond lengths along the vector of the atom they are attached to and their positions to the values found in periodic optimization. Anisotropic ADPs for hydrogen atoms were generated by the SHADE program. ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.72676(7) 0.08380(3) 0.62445(10) 1 4 0.006 O(2) 0.44080(8) 0.18404(3) 0.76118(9) 1 4 0.006 N(1) 0.64708(6) 0.13753(3) 0.18301(7) 1 4 0.005 C(1) 0.55407(7) 0.14080(3) 0.59998(7) 1 4 0.004 C(2) 0.46642(7) 0.16109(3) 0.35442(7) 1 4 0.004 C(3) 0.25983(7) 0.09065(3) 0.30332(8) 1 4 0.007 H(2) 0.782786 0.190559 0.201231 1 4 0.018 H(3) 0.586515 0.149645 0.014188 1 4 0.018 H(1) 0.707526 0.05821 0.183349 1 4 0.018 H(4) 0.424318 0.247749 0.347397 1 4 0.018 H(5) 0.194967 0.109814 0.131728 1 4 0.029 H(6) 0.131826 0.10561 0.434879 1 4 0.029 H(7) 0.30363 0.004329 0.316667 1 4 0.029 DUM0 0 0 0 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.00644(11) 0.00686(12) 0.00575(17) 0.00253(12) -0.00054(12) 0.00048(10) O(2) 0.00732(11) 0.00735(11) 0.00381(15) 0.00207(12) 0.00067(11) -0.00074(9) N(1) 0.00548(10) 0.00595(10) 0.00408(12) 0.00010(8) 0.00059(9) -0.00013(8) C(1) 0.00472(11) 0.00437(10) 0.00342(13) 0.00056(10) -0.00014(10) -0.00009(9) C(2) 0.00504(12) 0.00475(11) 0.00341(13) 0.00041(9) -0.00032(10) -0.00002(9) C(3) 0.00581(12) 0.00877(12) 0.00604(14) -0.00130(11) -0.00064(10) -0.00041(10) H(2) 0.015118 0.019068 0.020094 -0.007492 0.001243 -0.001768 H(3) 0.020603 0.025182 0.008575 0.002159 -0.003022 0.001616 H(1) 0.021342 0.011475 0.020003 0.005308 0.001888 -0.000517 H(4) 0.022978 0.010078 0.019564 0.004023 -0.0001 0.001224 H(5) 0.029717 0.040846 0.017097 -0.007161 -0.010233 0.006354 H(6) 0.020223 0.041337 0.02522 -0.004959 0.010027 -0.008832 H(7) 0.027921 0.01404 0.044099 -0.00089 -0.004888 -0.000058 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2475(6) 1_555 1_555 yes O(2) C(1) 1.2666(6) 1_555 1_555 yes N(1) H(2) 1.0397(3) 1_555 1_555 yes N(1) H(3) 1.0525(4) 1_555 1_555 yes N(1) H(1) 1.0364(3) 1_555 1_555 yes C(1) C(2) 1.5350(6) 1_555 1_555 yes C(2) C(3) 1.5275(6) 1_555 1_555 yes C(2) H(4) 1.0922(4) 1_555 1_555 yes C(3) H(5) 1.0915(4) 1_555 1_555 yes C(3) H(6) 1.0911(4) 1_555 1_555 yes C(3) H(7) 1.0924(4) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(2) N(1) H(3) 105.67(3) 1_555 1_555 1_555 yes H(2) N(1) H(1) 108.61(3) 1_555 1_555 1_555 yes H(3) N(1) H(1) 104.60(3) 1_555 1_555 1_555 yes O(1) C(1) O(2) 125.85(5) 1_555 1_555 1_555 yes O(1) C(1) C(2) 118.29(4) 1_555 1_555 1_555 yes O(2) C(1) C(2) 115.86(4) 1_555 1_555 1_555 yes C(1) C(2) C(3) 111.07(3) 1_555 1_555 1_555 yes C(1) C(2) H(4) 105.64(3) 1_555 1_555 1_555 yes C(3) C(2) H(4) 111.07(3) 1_555 1_555 1_555 yes C(2) C(3) H(5) 109.71(4) 1_555 1_555 1_555 yes C(2) C(3) H(6) 109.09(4) 1_555 1_555 1_555 yes C(2) C(3) H(7) 110.08(3) 1_555 1_555 1_555 yes H(5) C(3) H(6) 110.80(4) 1_555 1_555 1_555 yes H(5) C(3) H(7) 110.90(4) 1_555 1_555 1_555 yes H(6) C(3) H(7) 106.18(4) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(1) 6.24(3) 0 -0.070(12) -0.025(12) 0 -0.045(12) 0 0 -0.057(13) 0.020(13) 0 -0.002(9) -0.008(12) 0 0 0.021(10) -0.009(11) -0.005(13) 0 0 0.002(12) 0.005(13) 0 0 0.003(13) 0.018(13) 0.990(3) 1.165412 1.165412 1.165412 1.165412 1.165412 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2) 6.27(3) 0 -0.062(12) 0.004(12) 0 -0.035(13) 0 0 -0.035(13) 0.002(12) 0 0.003(11) -0.021(10) 0 0 0.056(11) 0.003(11) -0.007(13) 0 0 -0.005(13) -0.014(12) 0 0 0.035(12) 0.014(13) 0.990(3) 1.165412 1.165412 1.165412 1.165412 1.165412 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.26(10) 0 0 0 -0.09(2) -0.024(18) 0 0 0 0 0.26(2) 0 0 0 0 -0.006(15) -0.20(2) 0.10(2) 0 0 0 0 0.016(17) 0.04(2) 0 0 0.996(7) 0.817972 0.817972 0.817972 0.817972 0.817972 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.17(6) 0 0.046(18) -0.123(19) 0 -0.335(19) 0 0 0.114(17) -0.098(19) 0 0.023(18) -0.06(2) 0 0 0.45(2) 0.06(2) 0.13(2) 0 0 0.00(2) -0.02(2) 0 0 0.04(3) -0.03(3) 0.998(7) 0.896073 0.896073 0.896073 0.896073 0.896073 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 3.72(10) 0 0.034(19) -0.118(19) 0 0.079(18) 0 0 0.085(16) 0.037(15) 0 -0.10(2) -0.18(2) 0 0 0.20(2) -0.043(15) 0.04(2) 0 0 0.02(2) 0.01(2) 0 0 0.06(2) 0.04(2) 1.011(9) 0.953905 0.953905 0.953905 0.953905 0.953905 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 3.95(12) 0 0 0 0.03(2) -0.049(18) 0 0 0 0 0.30(2) 0 0 0 0 -0.012(18) -0.18(2) 0.01(2) 0 0 0 0 -0.03(2) 0.11(2) 0 0 1.022(10) 0.916942 0.916942 0.916942 0.916942 0.916942 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(2) 0.73(3) 0 0 0 0.122(13) 0.025(16) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.140933 1.406915 1.406915 1.406915 1.406915 1.406915 0 2 1 2 2 2 3 2 4 2 H(3) 0.88(3) 0 0 0 0.073(15) 0.015(19) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.140933 1.406915 1.406915 1.406915 1.406915 1.406915 0 2 1 2 2 2 3 2 4 2 H(1) 0.72(3) 0 0 0 0.140(15) 0.033(19) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.140933 1.406915 1.406915 1.406915 1.406915 1.406915 0 2 1 2 2 2 3 2 4 2 H(4) 1.00(4) 0 0 0 0.17(2) 0.06(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.106003 1.128004 1.128004 1.128004 1.128004 1.128004 0 2 1 2 2 2 3 2 4 2 H(5) 1.05(4) 0 0 0 0.08(2) 0.01(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.064914 1.122161 1.122161 1.122161 1.122161 1.122161 0 2 1 2 2 2 3 2 4 2 H(6) 1.03(4) 0 0 0 0.14(2) 0.03(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.064914 1.122161 1.122161 1.122161 1.122161 1.122161 0 2 1 2 2 2 3 2 4 2 H(7) 0.97(4) 0 0 0 0.219(19) -0.00(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.064914 1.122161 1.122161 1.122161 1.122161 1.122161 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(1) C(1) X O(1) O(2) Y O(2) C(1) X O(2) O(1) Y N(1) C(2) Z N(1) H(2) Y C(1) O(1) X C(1) O(2) Y C(2) H(4) X C(2) N(1) Y C(3) C(2) Z C(3) H(5) Y H(2) N(1) Z H(2) C(2) Y H(3) N(1) Z H(3) C(2) Y H(1) N(1) Z H(1) C(2) Y H(4) C(2) Z H(4) N(1) Y H(5) C(3) Z H(5) C(2) Y H(6) C(3) Z H(6) C(2) Y H(7) C(3) Z H(7) C(2) Y _refine_diff_density_max 0.177 _refine_diff_density_min -0.206 _refine_diff_density_rms 0.042 data_ALA_TAAM_EL _symmetry_cell_setting 'orthorombic' _symmetry_space_group_name_H-M 'P212121' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z _cell_length_a 5.928 _cell_length_b 12.26 _cell_length_c 5.794 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 421.092 # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.023 _refine_ls_R_factor_all 0.025 _refine_ls_R_Fsqd_factor 0.039 _refine_ls_wR_factor_ref 0.026 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 2396 _refine_ls_number_parameters 83 _refine_ls_goodness_of_fit_ref 1.889 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0.00001 _refine_ls_extinction_method none _refine_special_details ; TAAM_EL - transfered aspherical atom model refinement against high resolution data, with pseudoatoms from the ELMAM database used. ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.72694(6) 0.08372(3) 0.62414(7) 1 4 0.006 O(2) 0.44075(6) 0.18410(3) 0.76128(7) 1 4 0.006 N(1) 0.64725(7) 0.13752(3) 0.18276(7) 1 4 0.005 C(1) 0.55411(7) 0.14084(3) 0.59969(8) 1 4 0.004 C(2) 0.46606(7) 0.16117(3) 0.35464(8) 1 4 0.005 C(3) 0.25989(8) 0.09071(4) 0.30341(9) 1 4 0.007 H(2) 0.7827(19) 0.1913(9) 0.197(2) 1 4 0.016(3) H(3) 0.590(2) 0.1494(9) 0.001(2) 1 4 0.018(3) H(1) 0.7064(19) 0.0608(9) 0.192(2) 1 4 0.013(3) H(4) 0.4253(15) 0.2460(7) 0.3450(19) 1 4 0.009(2) H(5) 0.2021(18) 0.1146(8) 0.115(2) 1 4 0.016(3) H(6) 0.1331(16) 0.1054(8) 0.4470(19) 1 4 0.009(2) H(7) 0.3126(17) 0.0058(9) 0.308(2) 1 4 0.023(3) loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.00634(11) 0.00668(10) 0.00605(13) 0.00239(9) -0.00064(10) 0.00053(10) O(2) 0.00732(11) 0.00725(10) 0.00396(12) 0.00197(10) 0.00078(10) -0.00075(9) N(1) 0.00556(12) 0.00624(11) 0.00421(14) 0.00010(10) 0.00066(10) -0.00018(10) C(1) 0.00516(12) 0.00467(11) 0.00311(14) 0.00039(11) -0.00032(11) 0.00000(10) C(2) 0.00504(13) 0.00510(12) 0.00368(15) 0.00047(11) -0.00003(11) -0.00009(10) C(3) 0.00596(14) 0.00869(14) 0.00641(17) -0.00144(12) -0.00070(12) -0.00038(13) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2491(5) 1_555 1_555 yes O(2) C(1) 1.2686(6) 1_555 1_555 yes N(1) H(2) 1.042(11) 1_555 1_555 yes N(1) H(1) 1.005(11) 1_555 1_555 yes C(1) C(2) 1.5331(7) 1_555 1_555 yes C(2) C(3) 1.5258(6) 1_555 1_555 yes C(2) H(4) 1.069(9) 1_555 1_555 yes C(3) H(6) 1.136(11) 1_555 1_555 yes C(3) H(7) 1.087(11) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(2) N(1) H(1) 108.6(9) 1_555 1_555 1_555 yes O(1) C(1) O(2) 125.81(4) 1_555 1_555 1_555 yes O(1) C(1) C(2) 118.39(4) 1_555 1_555 1_555 yes O(2) C(1) C(2) 115.80(4) 1_555 1_555 1_555 yes C(1) C(2) C(3) 111.15(4) 1_555 1_555 1_555 yes C(1) C(2) H(4) 106.5(6) 1_555 1_555 1_555 yes C(3) C(2) H(4) 111.1(5) 1_555 1_555 1_555 yes C(2) C(3) H(6) 107.3(5) 1_555 1_555 1_555 yes C(2) C(3) H(7) 107.9(5) 1_555 1_555 1_555 yes H(6) C(3) H(7) 109.0(8) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(1) 6.3632 0 -0.067 0 0 -0.034 0 0 -0.042 0 0 0 0 0 0 0.057 0 0 0 0 0 0 0 0 0 0 0.975 0.843 0.843 0.843 0.843 0.843 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2) 6.3632 0 -0.067 0 0 -0.034 0 0 -0.042 0 0 0 0 0 0 0.057 0 0 0 0 0 0 0 0 0 0 0.975 0.843 0.843 0.843 0.843 0.843 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.5692 0 -0.079 0 0 0 0 0 0 0 0 -0.162 -0.201 0 0 0.197 0.051 0 0 0 0 0 0 0 0 0 0.98 0.837 0.837 0.837 0.837 0.837 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.1212 0 -0.063 0 0 -0.309 0 0 0 0 0 0 0 0 0 0.454 0 0 0 0 0 0 0 0 0 0 0.989 0.927 0.927 0.927 0.927 0.927 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.1202 0 0 -0.049 0 0 0 0 0 0 0 -0.171 -0.261 0 0 0.26 0.057 0 0 0 0 0 0 0 0 0 0.993 0.916 0.916 0.916 0.916 0.916 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 4.3042 0 -0.093 0 0 0 0 0 0 0 0 -0.226 -0.14 0 0 0.265 0.054 0 0 0 0 0 0 0 0 0 0.984 0.883 0.883 0.883 0.883 0.883 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(2) 0.6002 0 0.115 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.281 1.137 1.137 1.137 1.137 1.137 0 2 1 2 2 2 3 2 4 2 H(3) 0.6002 0 0.115 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.281 1.137 1.137 1.137 1.137 1.137 0 2 1 2 2 2 3 2 4 2 H(1) 0.6002 0 0.115 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.281 1.137 1.137 1.137 1.137 1.137 0 2 1 2 2 2 3 2 4 2 H(4) 0.8132 0 0.107 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.182 1.091 1.091 1.091 1.091 1.091 0 2 1 2 2 2 3 2 4 2 H(5) 0.8482 0 0.164 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.126 1.047 1.047 1.047 1.047 1.047 0 2 1 2 2 2 3 2 4 2 H(6) 0.8482 0 0.164 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.126 1.047 1.047 1.047 1.047 1.047 0 2 1 2 2 2 3 2 4 2 H(7) 0.8482 0 0.164 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.126 1.047 1.047 1.047 1.047 1.047 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(1) C(1) X O(1) O(2) Y O(2) C(1) X O(2) O(1) Y N(1) C(2) X N(1) H(1) Y C(1) C(2) X C(1) O(1) Y C(2) C(1) X C(2) N(1) Y C(3) C(2) X C(3) H(5) Y H(2) N(1) X H(2) C(2) Y H(3) N(1) X H(3) C(2) Y H(1) N(1) X H(1) C(2) Y H(4) C(2) X H(4) N(1) Y H(5) C(3) X H(5) C(2) Y H(6) C(3) X H(6) C(2) Y H(7) C(3) X H(7) C(2) Y _refine_diff_density_max 0.208 _refine_diff_density_min -0.297 _refine_diff_density_rms 0.048 data_ALA_TAAM_EL0.7 _symmetry_cell_setting 'orthorombic' _symmetry_space_group_name_H-M 'P212121' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z _cell_length_a 5.928 _cell_length_b 12.26 _cell_length_c 5.794 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 421.092 # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.018 _refine_ls_R_factor_all 0.033 _refine_ls_R_Fsqd_factor 0.038 _refine_ls_wR_factor_ref 0.025 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 709 _refine_ls_number_parameters 83 _refine_ls_goodness_of_fit_ref 3.009 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_EL0.7 - transfered aspherical atom model refinement against low resolution data (sinth/lambda < 0.7), with pseudoatoms from the ELMAM database used. ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.72701(13) 0.08372(6) 0.62385(15) 1 4 0.006 O(2) 0.44080(13) 0.18412(6) 0.76134(15) 1 4 0.006 N(1) 0.64737(16) 0.13750(7) 0.18258(17) 1 4 0.006 C(1) 0.55403(18) 0.14089(8) 0.59941(19) 1 4 0.004 C(2) 0.46589(18) 0.16126(8) 0.3551(2) 1 4 0.005 C(3) 0.25998(19) 0.09069(8) 0.3034(2) 1 4 0.007 H(2) 0.783(3) 0.1909(14) 0.197(4) 1 4 0.015(5) H(3) 0.588(4) 0.1490(15) 0.001(4) 1 4 0.015(5) H(1) 0.705(3) 0.0602(15) 0.192(4) 1 4 0.016(5) H(4) 0.426(3) 0.2461(12) 0.346(3) 1 4 0.008(4) H(5) 0.201(3) 0.1151(13) 0.115(4) 1 4 0.014(5) H(6) 0.133(3) 0.1050(13) 0.447(3) 1 4 0.010(4) H(7) 0.312(3) 0.0058(14) 0.308(4) 1 4 0.021(5) loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0058(3) 0.0065(3) 0.0056(4) 0.0023(3) -0.0004(3) 0.0006(3) O(2) 0.0067(3) 0.0069(3) 0.0037(4) 0.0022(3) 0.0009(3) -0.0006(3) N(1) 0.0057(4) 0.0065(4) 0.0044(5) 0.0001(3) 0.0008(4) -0.0003(3) C(1) 0.0063(5) 0.0046(4) 0.0016(5) 0.0000(4) -0.0004(4) 0.0003(4) C(2) 0.0051(4) 0.0055(4) 0.0037(5) 0.0005(4) 0.0010(4) -0.0001(4) C(3) 0.0056(4) 0.0082(4) 0.0073(6) -0.0016(4) -0.0011(4) -0.0000(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2501(13) 1_555 1_555 yes O(2) C(1) 1.2695(13) 1_555 1_555 yes N(1) H(2) 1.040(18) 1_555 1_555 yes N(1) H(1) 1.009(19) 1_555 1_555 yes C(1) C(2) 1.5295(16) 1_555 1_555 yes C(2) C(3) 1.5258(14) 1_555 1_555 yes C(2) H(4) 1.068(14) 1_555 1_555 yes C(3) H(6) 1.135(17) 1_555 1_555 yes C(3) H(7) 1.085(17) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(2) N(1) H(1) 108.9(15) 1_555 1_555 1_555 yes O(1) C(1) O(2) 125.73(10) 1_555 1_555 1_555 yes O(1) C(1) C(2) 118.46(9) 1_555 1_555 1_555 yes O(2) C(1) C(2) 115.80(9) 1_555 1_555 1_555 yes C(1) C(2) C(3) 111.24(9) 1_555 1_555 1_555 yes C(1) C(2) H(4) 106.3(9) 1_555 1_555 1_555 yes C(3) C(2) H(4) 111.5(8) 1_555 1_555 1_555 yes C(2) C(3) H(6) 107.4(8) 1_555 1_555 1_555 yes C(2) C(3) H(7) 108.3(9) 1_555 1_555 1_555 yes H(6) C(3) H(7) 108.4(12) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(1) 6.3632 0 -0.067 0 0 -0.034 0 0 -0.042 0 0 0 0 0 0 0.057 0 0 0 0 0 0 0 0 0 0 0.975 0.843 0.843 0.843 0.843 0.843 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2) 6.3632 0 -0.067 0 0 -0.034 0 0 -0.042 0 0 0 0 0 0 0.057 0 0 0 0 0 0 0 0 0 0 0.975 0.843 0.843 0.843 0.843 0.843 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.5692 0 -0.079 0 0 0 0 0 0 0 0 -0.162 -0.201 0 0 0.197 0.051 0 0 0 0 0 0 0 0 0 0.98 0.837 0.837 0.837 0.837 0.837 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.1212 0 -0.063 0 0 -0.309 0 0 0 0 0 0 0 0 0 0.454 0 0 0 0 0 0 0 0 0 0 0.989 0.927 0.927 0.927 0.927 0.927 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.1202 0 0 -0.049 0 0 0 0 0 0 0 -0.171 -0.261 0 0 0.26 0.057 0 0 0 0 0 0 0 0 0 0.993 0.916 0.916 0.916 0.916 0.916 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 4.3042 0 -0.093 0 0 0 0 0 0 0 0 -0.226 -0.14 0 0 0.265 0.054 0 0 0 0 0 0 0 0 0 0.984 0.883 0.883 0.883 0.883 0.883 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(2) 0.6002 0 0.115 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.281 1.137 1.137 1.137 1.137 1.137 0 2 1 2 2 2 3 2 4 2 H(3) 0.6002 0 0.115 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.281 1.137 1.137 1.137 1.137 1.137 0 2 1 2 2 2 3 2 4 2 H(1) 0.6002 0 0.115 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.281 1.137 1.137 1.137 1.137 1.137 0 2 1 2 2 2 3 2 4 2 H(4) 0.8132 0 0.107 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.182 1.091 1.091 1.091 1.091 1.091 0 2 1 2 2 2 3 2 4 2 H(5) 0.8482 0 0.164 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.126 1.047 1.047 1.047 1.047 1.047 0 2 1 2 2 2 3 2 4 2 H(6) 0.8482 0 0.164 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.126 1.047 1.047 1.047 1.047 1.047 0 2 1 2 2 2 3 2 4 2 H(7) 0.8482 0 0.164 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.126 1.047 1.047 1.047 1.047 1.047 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(1) C(1) X O(1) O(2) Y O(2) C(1) X O(2) O(1) Y N(1) C(2) X N(1) H(1) Y C(1) C(2) X C(1) O(1) Y C(2) C(1) X C(2) N(1) Y C(3) C(2) X C(3) H(5) Y H(2) N(1) X H(2) C(2) Y H(3) N(1) X H(3) C(2) Y H(1) N(1) X H(1) C(2) Y H(4) C(2) X H(4) N(1) Y H(5) C(3) X H(5) C(2) Y H(6) C(3) X H(6) C(2) Y H(7) C(3) X H(7) C(2) Y data_ALA_TAAM_EL2 _symmetry_cell_setting 'orthorombic' _symmetry_space_group_name_H-M 'P212121' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z _cell_length_a 5.928 _cell_length_b 12.26 _cell_length_c 5.794 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 421.092 # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.02 _refine_ls_R_factor_all 0.023 _refine_ls_R_Fsqd_factor 0.033 _refine_ls_wR_factor_ref 0.022 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 2396 _refine_ls_number_parameters 83 _refine_ls_goodness_of_fit_ref 1.609 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_EL2 - transfered aspherical atom model refinement against high resolution data, with pseudoatoms from the ELMAM2 database used. ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.72688(5) 0.08375(2) 0.62421(6) 1 4 0.006 O(2) 0.44083(5) 0.18406(2) 0.76132(6) 1 4 0.006 N(1) 0.64716(6) 0.13751(3) 0.18288(6) 1 4 0.005 C(1) 0.55412(6) 0.14080(3) 0.59972(7) 1 4 0.004 C(2) 0.46630(6) 0.16108(3) 0.35453(7) 1 4 0.005 C(3) 0.25985(7) 0.09067(3) 0.30337(8) 1 4 0.007 H(2) 0.7808(16) 0.1893(7) 0.2005(18) 1 4 0.019(2) H(3) 0.5853(15) 0.1497(7) 0.0056(18) 1 4 0.017(2) H(1) 0.7061(15) 0.0601(8) 0.1845(19) 1 4 0.020(3) H(4) 0.4247(12) 0.2476(6) 0.3481(16) 1 4 0.021(2) H(5) 0.1945(14) 0.1114(6) 0.1260(18) 1 4 0.022(2) H(6) 0.1335(14) 0.1048(6) 0.4367(17) 1 4 0.021(2) H(7) 0.3048(12) 0.0065(7) 0.3142(17) 1 4 0.022(2) DUM0 0.608062 0.128266 0.761246 0 1 0 DUM1 0.397171 0.10861 0.466535 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.00642(9) 0.00689(9) 0.00590(11) 0.00248(8) -0.00061(8) 0.00056(8) O(2) 0.00741(9) 0.00746(9) 0.00381(10) 0.00206(8) 0.00071(9) -0.00069(8) N(1) 0.00551(10) 0.00597(10) 0.00417(12) 0.00007(9) 0.00061(9) -0.00016(9) C(1) 0.00492(10) 0.00452(10) 0.00335(12) 0.00053(9) -0.00022(10) -0.00009(9) C(2) 0.00516(11) 0.00480(10) 0.00361(13) 0.00046(9) -0.00017(9) 0.00004(9) C(3) 0.00586(12) 0.00880(12) 0.00623(14) -0.00138(11) -0.00066(11) -0.00040(11) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2482(5) 1_555 1_555 yes O(2) C(1) 1.2685(5) 1_555 1_555 yes N(1) H(2) 1.020(10) 1_555 1_555 yes N(1) H(1) 1.011(10) 1_555 1_555 yes C(1) C(2) 1.5333(6) 1_555 1_555 yes C(2) C(3) 1.5267(5) 1_555 1_555 yes C(2) H(4) 1.089(8) 1_555 1_555 yes C(3) H(5) 1.127(10) 1_555 1_555 yes C(3) H(6) 1.090(9) 1_555 1_555 yes C(3) H(7) 1.067(9) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(2) N(1) H(1) 108.3(7) 1_555 1_555 1_555 yes O(1) C(1) O(2) 125.79(4) 1_555 1_555 1_555 yes O(1) C(1) C(2) 118.34(3) 1_555 1_555 1_555 yes O(2) C(1) C(2) 115.87(3) 1_555 1_555 1_555 yes C(1) C(2) C(3) 111.12(3) 1_555 1_555 1_555 yes C(1) C(2) H(4) 105.4(5) 1_555 1_555 1_555 yes C(3) C(2) H(4) 111.3(4) 1_555 1_555 1_555 yes C(2) C(3) H(5) 109.0(4) 1_555 1_555 1_555 yes C(2) C(3) H(6) 108.9(4) 1_555 1_555 1_555 yes C(2) C(3) H(7) 109.6(4) 1_555 1_555 1_555 yes H(5) C(3) H(6) 112.0(5) 1_555 1_555 1_555 yes H(5) C(3) H(7) 110.9(6) 1_555 1_555 1_555 yes H(6) C(3) H(7) 106.5(6) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(1) 6.3084 0 -0.069 -0.007 0 -0.057 0 0 -0.061 0.001 0 -0.005 -0.002 0 0 0.034 -0.001 0 0 0 0 0 0 0 0 0 0.98413 0.89901 0.89901 0.89901 0.89901 0.89901 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2) 6.3084 0 -0.069 -0.007 0 -0.057 0 0 -0.061 0.001 0 -0.005 -0.002 0 0 0.034 -0.001 0 0 0 0 0 0 0 0 0 0.98413 0.89901 0.89901 0.89901 0.89901 0.89901 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.2207 0 0 0 -0.02 -0.015 0 0 0 0 0.211 0 0 0 0 0.162 0 0 0 0 0 0 0 0 0 0 0.98619 0.86528 0.86528 0.86528 0.86528 0.86528 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.1153 0 0.034 -0.003 0 -0.32 0 0 -0.087 -0.001 0 -0.001 0 0 0 -0.39 -0.003 0 0 0 0 0 0 0 0 0 0.99108 0.92146 0.92146 0.92146 0.92146 0.92146 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 3.911 0 0 -0.059 0.035 -0.004 0 0.074 0.029 0 -0.001 0 -0.004 0.329 0 0 0.004 0 0 0 0 0 0 0 0 0 1.00641 0.91656 0.91656 0.91656 0.91656 0.91656 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 4.0124 0 0 0 -0.019 -0.009 0 0 0 0 0.257 0 0 0 0 0.143 0 0 0 0 0 0 0 0 0 0 0.99843 0.87053 0.87053 0.87053 0.87053 0.87053 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(2) 0.7858 0 0 0 0.123 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16243 1.40171 1.40171 1.40171 1.40171 1.40171 0 2 1 2 2 2 3 2 4 2 H(3) 0.7858 0 0 0 0.123 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16243 1.40171 1.40171 1.40171 1.40171 1.40171 0 2 1 2 2 2 3 2 4 2 H(1) 0.7858 0 0 0 0.123 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16243 1.40171 1.40171 1.40171 1.40171 1.40171 0 2 1 2 2 2 3 2 4 2 H(4) 0.9498 0 0 0 0.158 0.08 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16037 1.18213 1.18213 1.18213 1.18213 1.18213 0 2 1 2 2 2 3 2 4 2 H(5) 0.9388 0 0 0 0.141 0.065 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15828 1.17775 1.17775 1.17775 1.17775 1.17775 0 2 1 2 2 2 3 2 4 2 H(6) 0.9388 0 0 0 0.141 0.065 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15828 1.17775 1.17775 1.17775 1.17775 1.17775 0 2 1 2 2 2 3 2 4 2 H(7) 0.9388 0 0 0 0.141 0.065 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15828 1.17775 1.17775 1.17775 1.17775 1.17775 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(1) C(1) X O(1) O(2) Y O(2) C(1) X O(2) O(1) Y N(1) C(2) Z N(1) H(2) X C(1) DUM0 X C(1) O(2) Y C(2) DUM1 Z C(2) C(3) X C(3) C(2) Z C(3) H(5) X H(2) N(1) Z H(2) C(2) X H(3) N(1) Z H(3) C(2) X H(1) N(1) Z H(1) C(2) X H(4) C(2) Z H(4) N(1) X H(5) C(3) Z H(5) C(2) X H(6) C(3) Z H(6) C(2) X H(7) C(3) Z H(7) C(2) X _refine_diff_density_max 0.184 _refine_diff_density_min -0.219 _refine_diff_density_rms 0.042 data_ALA_TAAM_EL20.7 _symmetry_cell_setting 'orthorombic' _symmetry_space_group_name_H-M 'P212121' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z _cell_length_a 5.928 _cell_length_b 12.26 _cell_length_c 5.794 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 421.092 # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.014 _refine_ls_R_factor_all 0.025 _refine_ls_R_Fsqd_factor 0.032 _refine_ls_wR_factor_ref 0.021 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 709 _refine_ls_number_parameters 83 _refine_ls_goodness_of_fit_ref 2.516 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_EL20.7 - transfered aspherical atom model refinement against low resolution data (sinth/lambda < 0.7), with pseudoatoms from the ELMAM2 database used. ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.72692(11) 0.08376(5) 0.62399(13) 1 4 0.006 O(2) 0.44091(11) 0.18406(5) 0.76139(12) 1 4 0.006 N(1) 0.64719(14) 0.13749(6) 0.18278(15) 1 4 0.005 C(1) 0.55408(15) 0.14082(6) 0.59947(16) 1 4 0.004 C(2) 0.46626(15) 0.16110(6) 0.35481(17) 1 4 0.005 C(3) 0.25987(16) 0.09065(7) 0.30339(18) 1 4 0.007 H(2) 0.781(3) 0.1890(12) 0.201(3) 1 4 0.018(4) H(3) 0.584(3) 0.1497(11) 0.005(3) 1 4 0.017(4) H(1) 0.706(3) 0.0601(13) 0.184(3) 1 4 0.021(4) H(4) 0.425(2) 0.2474(10) 0.349(2) 1 4 0.020(3) H(5) 0.194(2) 0.1118(10) 0.125(3) 1 4 0.022(4) H(6) 0.134(2) 0.1046(10) 0.436(3) 1 4 0.022(4) H(7) 0.304(2) 0.0067(11) 0.315(3) 1 4 0.022(4) DUM0 0.608062 0.128266 0.761246 0 1 0 DUM1 0.397171 0.10861 0.466535 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0062(3) 0.0070(3) 0.0055(4) 0.0024(2) -0.0003(3) 0.0007(2) O(2) 0.0073(3) 0.0075(3) 0.0035(3) 0.0023(2) 0.0007(3) -0.0005(2) N(1) 0.0055(3) 0.0057(3) 0.0042(4) -0.0000(3) 0.0006(3) -0.0002(3) C(1) 0.0054(4) 0.0044(3) 0.0026(4) 0.0005(3) -0.0002(4) -0.0000(3) C(2) 0.0056(4) 0.0046(3) 0.0038(4) 0.0005(3) 0.0002(4) 0.0003(3) C(3) 0.0055(4) 0.0087(3) 0.0069(5) -0.0014(3) -0.0009(3) -0.0002(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2487(11) 1_555 1_555 yes O(2) C(1) 1.2694(11) 1_555 1_555 yes N(1) H(2) 1.018(16) 1_555 1_555 yes N(1) H(1) 1.011(16) 1_555 1_555 yes C(1) C(2) 1.5304(14) 1_555 1_555 yes C(2) C(3) 1.5270(12) 1_555 1_555 yes C(2) H(4) 1.086(13) 1_555 1_555 yes C(3) H(5) 1.134(17) 1_555 1_555 yes C(3) H(6) 1.086(15) 1_555 1_555 yes C(3) H(7) 1.064(14) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(2) N(1) H(1) 108.4(11) 1_555 1_555 1_555 yes O(1) C(1) O(2) 125.70(9) 1_555 1_555 1_555 yes O(1) C(1) C(2) 118.39(8) 1_555 1_555 1_555 yes O(2) C(1) C(2) 115.91(7) 1_555 1_555 1_555 yes C(1) C(2) C(3) 111.18(8) 1_555 1_555 1_555 yes C(1) C(2) H(4) 105.4(7) 1_555 1_555 1_555 yes C(3) C(2) H(4) 111.3(6) 1_555 1_555 1_555 yes C(2) C(3) H(5) 109.0(7) 1_555 1_555 1_555 yes C(2) C(3) H(6) 108.9(7) 1_555 1_555 1_555 yes C(2) C(3) H(7) 109.6(6) 1_555 1_555 1_555 yes H(5) C(3) H(6) 111.7(9) 1_555 1_555 1_555 yes H(5) C(3) H(7) 111.2(10) 1_555 1_555 1_555 yes H(6) C(3) H(7) 106.2(9) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(1) 6.3084 0 -0.069 -0.007 0 -0.057 0 0 -0.061 0.001 0 -0.005 -0.002 0 0 0.034 -0.001 0 0 0 0 0 0 0 0 0 0.98413 0.89901 0.89901 0.89901 0.89901 0.89901 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2) 6.3084 0 -0.069 -0.007 0 -0.057 0 0 -0.061 0.001 0 -0.005 -0.002 0 0 0.034 -0.001 0 0 0 0 0 0 0 0 0 0.98413 0.89901 0.89901 0.89901 0.89901 0.89901 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.2207 0 0 0 -0.02 -0.015 0 0 0 0 0.211 0 0 0 0 0.162 0 0 0 0 0 0 0 0 0 0 0.98619 0.86528 0.86528 0.86528 0.86528 0.86528 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.1153 0 0.034 -0.003 0 -0.32 0 0 -0.087 -0.001 0 -0.001 0 0 0 -0.39 -0.003 0 0 0 0 0 0 0 0 0 0.99108 0.92146 0.92146 0.92146 0.92146 0.92146 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 3.911 0 0 -0.059 0.035 -0.004 0 0.074 0.029 0 -0.001 0 -0.004 0.329 0 0 0.004 0 0 0 0 0 0 0 0 0 1.00641 0.91656 0.91656 0.91656 0.91656 0.91656 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 4.0124 0 0 0 -0.019 -0.009 0 0 0 0 0.257 0 0 0 0 0.143 0 0 0 0 0 0 0 0 0 0 0.99843 0.87053 0.87053 0.87053 0.87053 0.87053 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(2) 0.7858 0 0 0 0.123 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16243 1.40171 1.40171 1.40171 1.40171 1.40171 0 2 1 2 2 2 3 2 4 2 H(3) 0.7858 0 0 0 0.123 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16243 1.40171 1.40171 1.40171 1.40171 1.40171 0 2 1 2 2 2 3 2 4 2 H(1) 0.7858 0 0 0 0.123 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16243 1.40171 1.40171 1.40171 1.40171 1.40171 0 2 1 2 2 2 3 2 4 2 H(4) 0.9498 0 0 0 0.158 0.08 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16037 1.18213 1.18213 1.18213 1.18213 1.18213 0 2 1 2 2 2 3 2 4 2 H(5) 0.9388 0 0 0 0.141 0.065 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15828 1.17775 1.17775 1.17775 1.17775 1.17775 0 2 1 2 2 2 3 2 4 2 H(6) 0.9388 0 0 0 0.141 0.065 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15828 1.17775 1.17775 1.17775 1.17775 1.17775 0 2 1 2 2 2 3 2 4 2 H(7) 0.9388 0 0 0 0.141 0.065 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15828 1.17775 1.17775 1.17775 1.17775 1.17775 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(1) C(1) X O(1) O(2) Y O(2) C(1) X O(2) O(1) Y N(1) C(2) Z N(1) H(2) X C(1) DUM0 X C(1) O(2) Y C(2) DUM1 Z C(2) C(3) X C(3) C(2) Z C(3) H(5) X H(2) N(1) Z H(2) C(2) X H(3) N(1) Z H(3) C(2) X H(1) N(1) Z H(1) C(2) X H(4) C(2) Z H(4) N(1) X H(5) C(3) Z H(5) C(2) X H(6) C(3) Z H(6) C(2) X H(7) C(3) Z H(7) C(2) X data_ALA_TAAM_IM _symmetry_cell_setting 'orthorombic' _symmetry_space_group_name_H-M 'P212121' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z _cell_length_a 5.928 _cell_length_b 12.26 _cell_length_c 5.794 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 421.092 # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.021 _refine_ls_R_factor_all 0.024 _refine_ls_R_Fsqd_factor 0.036 _refine_ls_wR_factor_ref 0.023 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 2396 _refine_ls_number_parameters 83 _refine_ls_goodness_of_fit_ref 1.703 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_IM - transfered aspherical atom model refinement against high resolution data, with pseudoatoms from the Invariom database used. ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.72675(5) 0.08378(2) 0.62419(6) 1 4 0.006 O(2) 0.44097(5) 0.18405(2) 0.76124(6) 1 4 0.006 N(1) 0.64732(6) 0.13746(3) 0.18278(7) 1 4 0.005 C(1) 0.55415(7) 0.14081(3) 0.59982(7) 1 4 0.004 C(2) 0.46623(7) 0.16110(3) 0.35460(7) 1 4 0.005 C(3) 0.25986(7) 0.09066(3) 0.30334(8) 1 4 0.007 H(2) 0.7817(17) 0.1885(8) 0.200(2) 1 4 0.025(3) H(3) 0.5953(17) 0.1490(8) 0.003(2) 1 4 0.030(3) H(1) 0.7096(17) 0.0613(8) 0.185(2) 1 4 0.025(3) H(4) 0.4207(14) 0.2460(7) 0.3488(17) 1 4 0.025(2) H(5) 0.1956(16) 0.1107(7) 0.125(2) 1 4 0.029(3) H(6) 0.1315(15) 0.1056(7) 0.4375(18) 1 4 0.022(2) H(7) 0.3028(14) 0.0059(8) 0.315(2) 1 4 0.030(3) DUM0 0 0 0 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.00652(10) 0.00697(10) 0.00574(12) 0.00247(8) -0.00064(9) 0.00054(9) O(2) 0.00741(10) 0.00748(9) 0.00372(11) 0.00209(9) 0.00060(9) -0.00063(8) N(1) 0.00555(11) 0.00607(10) 0.00413(12) 0.00008(9) 0.00067(9) -0.00019(9) C(1) 0.00485(11) 0.00439(10) 0.00344(13) 0.00041(10) -0.00021(10) -0.00006(9) C(2) 0.00510(12) 0.00491(10) 0.00350(13) 0.00047(9) -0.00011(10) 0.00000(9) C(3) 0.00583(12) 0.00878(13) 0.00618(15) -0.00140(11) -0.00069(11) -0.00042(12) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2473(5) 1_555 1_555 yes O(2) C(1) 1.2673(5) 1_555 1_555 yes N(1) H(2) 1.017(10) 1_555 1_555 yes N(1) H(3) 1.094(12) 1_555 1_555 yes N(1) H(1) 1.004(10) 1_555 1_555 yes C(1) C(2) 1.5337(6) 1_555 1_555 yes C(2) C(3) 1.5267(6) 1_555 1_555 yes C(2) H(4) 1.076(9) 1_555 1_555 yes C(3) H(5) 1.131(11) 1_555 1_555 yes C(3) H(6) 1.103(10) 1_555 1_555 yes C(3) H(7) 1.071(10) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(2) N(1) H(3) 103.5(8) 1_555 1_555 1_555 yes H(2) N(1) H(1) 106.4(7) 1_555 1_555 1_555 yes H(3) N(1) H(1) 103.6(8) 1_555 1_555 1_555 yes O(1) C(1) O(2) 125.82(4) 1_555 1_555 1_555 yes O(1) C(1) C(2) 118.33(4) 1_555 1_555 1_555 yes O(2) C(1) C(2) 115.84(3) 1_555 1_555 1_555 yes C(1) C(2) C(3) 111.15(3) 1_555 1_555 1_555 yes C(1) C(2) H(4) 105.7(5) 1_555 1_555 1_555 yes C(3) C(2) H(4) 109.9(4) 1_555 1_555 1_555 yes C(2) C(3) H(5) 109.0(5) 1_555 1_555 1_555 yes C(2) C(3) H(6) 108.8(4) 1_555 1_555 1_555 yes C(2) C(3) H(7) 110.2(5) 1_555 1_555 1_555 yes H(5) C(3) H(6) 112.2(6) 1_555 1_555 1_555 yes H(5) C(3) H(7) 110.3(7) 1_555 1_555 1_555 yes H(6) C(3) H(7) 106.3(6) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(1) 6.2082 0 -0.0868 -0.0006 0 -0.0567 0 0 -0.0711 0.0017 0 -0.0139 -0.0012 0 0 0.0347 0.006 -0.0024 0 0 -0.0031 0.001 0 0 0.0092 0.0062 0.992738 0.988554 0.988554 0.988554 0.988554 0.988554 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2) 6.2082 0 -0.0868 -0.0006 0 -0.0567 0 0 -0.0711 0.0017 0 -0.0139 -0.0012 0 0 0.0347 0.006 -0.0024 0 0 -0.0031 0.001 0 0 0.0092 0.0062 0.992738 0.988554 0.988554 0.988554 0.988554 0.988554 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 4.8429 0 0 0 0.0155 -0.0026 0 0 0 0 0.2111 0 0 0 0 0 -0.1751 0.0152 0 0 0 0 0 0.0799 0 0 1.008017 0.911716 0.911716 0.911716 0.911716 0.911716 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.2861 0 0.0132 0.0276 0 -0.2847 0 0 0.0712 -0.0865 0 0.0065 0.0137 0 0 0.3497 0.0849 0.0168 0 0 0.0187 -0.0244 0 0 -0.0109 -0.0618 0.984113 0.920107 0.920107 0.920107 0.920107 0.920107 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.0298 0 0.0007 -0.0327 0 0.0343 0 0 0.0181 0.0266 0 -0.1427 -0.2319 0 0 0.2022 -0.0531 0.0401 0 0 -0.0368 0.0954 0 0 0.0404 0.0292 1.002366 0.937234 0.937234 0.937234 0.937234 0.937234 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 3.9851 0 0 0 -0.0108 -0.0147 0 0 0 0 0.2367 0 0 0 0 0 -0.1902 0.0283 0 0 0 0 0 0.0934 0 0 1.009098 0.980729 0.980729 0.980729 0.980729 0.980729 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(2) 0.8044 0 0 0 0.1812 0.0846 0 0 0 0 0.0228 0 0 0 0 0 0 0.0023 0 0 0 0 0 0 0 0 1.176705 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(3) 0.8044 0 0 0 0.1812 0.0846 0 0 0 0 0.0228 0 0 0 0 0 0 0.0023 0 0 0 0 0 0 0 0 1.176705 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(1) 0.8044 0 0 0 0.1812 0.0846 0 0 0 0 0.0228 0 0 0 0 0 0 0.0023 0 0 0 0 0 0 0 0 1.176705 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(4) 1.0473 0 0 0 0.1449 0.0703 0 0 0 0 0.0205 0 0 0 0 0 0 0.0095 0 0 0 0 0 0 0 0 1.10602 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(5) 0.9929 0 0 0 0.133 0.0464 0 0 0 0 0.0072 0 0 0 0 0 0 0.0051 0 0 0 0 0 0 0 0 1.130941 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(6) 0.9929 0 0 0 0.133 0.0464 0 0 0 0 0.0072 0 0 0 0 0 0 0.0051 0 0 0 0 0 0 0 0 1.130941 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(7) 0.9929 0 0 0 0.133 0.0464 0 0 0 0 0.0072 0 0 0 0 0 0 0.0051 0 0 0 0 0 0 0 0 1.130941 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(1) C(1) X O(1) O(2) Y O(2) C(1) X O(2) O(1) Y N(1) C(2) Z N(1) H(2) Y C(1) O(1) X C(1) O(2) Y C(2) H(4) X C(2) N(1) Y C(3) C(2) Z C(3) H(5) Y H(2) N(1) Z H(2) C(2) Y H(3) N(1) Z H(3) C(2) Y H(1) N(1) Z H(1) C(2) Y H(4) C(2) Z H(4) N(1) Y H(5) C(3) Z H(5) C(2) Y H(6) C(3) Z H(6) C(2) Y H(7) C(3) Z H(7) C(2) Y _refine_diff_density_max 0.196 _refine_diff_density_min -0.219 _refine_diff_density_rms 0.044 data_ALA_TAAM_IM0.7 _symmetry_cell_setting 'orthorombic' _symmetry_space_group_name_H-M 'P212121' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z _cell_length_a 5.928 _cell_length_b 12.26 _cell_length_c 5.794 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 421.092 # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.016 _refine_ls_R_factor_all 0.027 _refine_ls_R_Fsqd_factor 0.035 _refine_ls_wR_factor_ref 0.022 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 709 _refine_ls_number_parameters 83 _refine_ls_goodness_of_fit_ref 2.68 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_IM0.7 - transfered aspherical atom model refinement against low resolution data (sinth/lambda < 0.7), with pseudoatoms from the Invariom database used. ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.72674(12) 0.08381(5) 0.62398(14) 1 4 0.006 O(2) 0.44110(12) 0.18404(5) 0.76126(13) 1 4 0.006 N(1) 0.64754(15) 0.13740(7) 0.18259(16) 1 4 0.005 C(1) 0.55417(16) 0.14083(7) 0.59967(17) 1 4 0.004 C(2) 0.46615(16) 0.16115(7) 0.35497(18) 1 4 0.005 C(3) 0.25987(17) 0.09062(8) 0.30331(19) 1 4 0.007 H(2) 0.782(3) 0.1886(13) 0.200(3) 1 4 0.025(4) H(3) 0.594(3) 0.1492(13) 0.003(3) 1 4 0.030(5) H(1) 0.709(3) 0.0605(14) 0.183(3) 1 4 0.027(5) H(4) 0.421(2) 0.2458(11) 0.349(3) 1 4 0.024(4) H(5) 0.195(3) 0.1114(12) 0.124(3) 1 4 0.031(5) H(6) 0.132(2) 0.1052(11) 0.438(3) 1 4 0.024(4) H(7) 0.302(2) 0.0063(12) 0.315(3) 1 4 0.031(4) DUM0 0 0 0 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0065(3) 0.0072(3) 0.0053(4) 0.0024(3) -0.0005(3) 0.0007(3) O(2) 0.0074(3) 0.0076(3) 0.0034(4) 0.0023(3) 0.0004(3) -0.0003(3) N(1) 0.0058(3) 0.0063(3) 0.0043(4) 0.0000(3) 0.0008(3) -0.0004(3) C(1) 0.0054(4) 0.0040(3) 0.0030(4) 0.0001(3) -0.0002(4) 0.0002(3) C(2) 0.0056(4) 0.0050(4) 0.0036(5) 0.0005(3) 0.0006(4) 0.0002(3) C(3) 0.0057(4) 0.0088(4) 0.0068(5) -0.0015(4) -0.0011(4) -0.0002(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2470(11) 1_555 1_555 yes O(2) C(1) 1.2675(12) 1_555 1_555 yes N(1) H(2) 1.018(17) 1_555 1_555 yes N(1) H(3) 1.10(2) 1_555 1_555 yes N(1) H(1) 1.011(17) 1_555 1_555 yes C(1) C(2) 1.5311(14) 1_555 1_555 yes C(2) C(3) 1.5273(13) 1_555 1_555 yes C(2) H(4) 1.073(14) 1_555 1_555 yes C(3) H(5) 1.138(19) 1_555 1_555 yes C(3) H(6) 1.102(16) 1_555 1_555 yes C(3) H(7) 1.067(15) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(2) N(1) H(3) 104.0(13) 1_555 1_555 1_555 yes H(2) N(1) H(1) 107.0(12) 1_555 1_555 1_555 yes H(3) N(1) H(1) 103.4(13) 1_555 1_555 1_555 yes O(1) C(1) O(2) 125.78(9) 1_555 1_555 1_555 yes O(1) C(1) C(2) 118.38(8) 1_555 1_555 1_555 yes O(2) C(1) C(2) 115.83(8) 1_555 1_555 1_555 yes C(1) C(2) C(3) 111.24(8) 1_555 1_555 1_555 yes C(1) C(2) H(4) 105.8(8) 1_555 1_555 1_555 yes C(3) C(2) H(4) 110.0(7) 1_555 1_555 1_555 yes C(2) C(3) H(5) 108.9(8) 1_555 1_555 1_555 yes C(2) C(3) H(6) 108.7(7) 1_555 1_555 1_555 yes C(2) C(3) H(7) 110.3(8) 1_555 1_555 1_555 yes H(5) C(3) H(6) 112.1(9) 1_555 1_555 1_555 yes H(5) C(3) H(7) 110.9(11) 1_555 1_555 1_555 yes H(6) C(3) H(7) 105.9(10) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(1) 6.2082 0 -0.0868 -0.0006 0 -0.0567 0 0 -0.0711 0.0017 0 -0.0139 -0.0012 0 0 0.0347 0.006 -0.0024 0 0 -0.0031 0.001 0 0 0.0092 0.0062 0.992738 0.988554 0.988554 0.988554 0.988554 0.988554 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2) 6.2082 0 -0.0868 -0.0006 0 -0.0567 0 0 -0.0711 0.0017 0 -0.0139 -0.0012 0 0 0.0347 0.006 -0.0024 0 0 -0.0031 0.001 0 0 0.0092 0.0062 0.992738 0.988554 0.988554 0.988554 0.988554 0.988554 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 4.8429 0 0 0 0.0155 -0.0026 0 0 0 0 0.2111 0 0 0 0 0 -0.1751 0.0152 0 0 0 0 0 0.0799 0 0 1.008017 0.911716 0.911716 0.911716 0.911716 0.911716 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.2861 0 0.0132 0.0276 0 -0.2847 0 0 0.0712 -0.0865 0 0.0065 0.0137 0 0 0.3497 0.0849 0.0168 0 0 0.0187 -0.0244 0 0 -0.0109 -0.0618 0.984113 0.920107 0.920107 0.920107 0.920107 0.920107 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.0298 0 0.0007 -0.0327 0 0.0343 0 0 0.0181 0.0266 0 -0.1427 -0.2319 0 0 0.2022 -0.0531 0.0401 0 0 -0.0368 0.0954 0 0 0.0404 0.0292 1.002366 0.937234 0.937234 0.937234 0.937234 0.937234 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 3.9851 0 0 0 -0.0108 -0.0147 0 0 0 0 0.2367 0 0 0 0 0 -0.1902 0.0283 0 0 0 0 0 0.0934 0 0 1.009098 0.980729 0.980729 0.980729 0.980729 0.980729 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(2) 0.8044 0 0 0 0.1812 0.0846 0 0 0 0 0.0228 0 0 0 0 0 0 0.0023 0 0 0 0 0 0 0 0 1.176705 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(3) 0.8044 0 0 0 0.1812 0.0846 0 0 0 0 0.0228 0 0 0 0 0 0 0.0023 0 0 0 0 0 0 0 0 1.176705 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(1) 0.8044 0 0 0 0.1812 0.0846 0 0 0 0 0.0228 0 0 0 0 0 0 0.0023 0 0 0 0 0 0 0 0 1.176705 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(4) 1.0473 0 0 0 0.1449 0.0703 0 0 0 0 0.0205 0 0 0 0 0 0 0.0095 0 0 0 0 0 0 0 0 1.10602 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(5) 0.9929 0 0 0 0.133 0.0464 0 0 0 0 0.0072 0 0 0 0 0 0 0.0051 0 0 0 0 0 0 0 0 1.130941 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(6) 0.9929 0 0 0 0.133 0.0464 0 0 0 0 0.0072 0 0 0 0 0 0 0.0051 0 0 0 0 0 0 0 0 1.130941 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(7) 0.9929 0 0 0 0.133 0.0464 0 0 0 0 0.0072 0 0 0 0 0 0 0.0051 0 0 0 0 0 0 0 0 1.130941 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(1) C(1) X O(1) O(2) Y O(2) C(1) X O(2) O(1) Y N(1) C(2) Z N(1) H(2) Y C(1) O(1) X C(1) O(2) Y C(2) H(4) X C(2) N(1) Y C(3) C(2) Z C(3) H(5) Y H(2) N(1) Z H(2) C(2) Y H(3) N(1) Z H(3) C(2) Y H(1) N(1) Z H(1) C(2) Y H(4) C(2) Z H(4) N(1) Y H(5) C(3) Z H(5) C(2) Y H(6) C(3) Z H(6) C(2) Y H(7) C(3) Z H(7) C(2) Y data_ALA_TAAM_UB _symmetry_cell_setting 'orthorombic' _symmetry_space_group_name_H-M 'P212121' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z _cell_length_a 5.928 _cell_length_b 12.26 _cell_length_c 5.794 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 421.092 # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.02 _refine_ls_R_factor_all 0.023 _refine_ls_R_Fsqd_factor 0.034 _refine_ls_wR_factor_ref 0.023 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 2396 _refine_ls_number_parameters 83 _refine_ls_goodness_of_fit_ref 1.644 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_UB - transfered aspherical atom model refinement against high resolution data, with pseudoatoms from the UBDB database used. ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.72665(5) 0.08381(2) 0.62411(6) 1 4 0.006 O(2) 0.44096(5) 0.18401(2) 0.76106(6) 1 4 0.006 N(1) 0.64728(6) 0.13748(3) 0.18283(7) 1 4 0.005 C(1) 0.55402(7) 0.14079(3) 0.59965(7) 1 4 0.004 C(2) 0.46636(6) 0.16107(3) 0.35441(7) 1 4 0.005 C(3) 0.25991(7) 0.09069(3) 0.30335(8) 1 4 0.007 H(2) 0.7778(16) 0.1883(7) 0.2018(19) 1 4 0.023(3) H(3) 0.5840(16) 0.1493(7) 0.0112(19) 1 4 0.023(3) H(1) 0.7041(17) 0.0632(9) 0.185(2) 1 4 0.030(3) H(4) 0.4248(13) 0.2467(7) 0.3498(16) 1 4 0.023(2) H(5) 0.1960(15) 0.1107(7) 0.1273(19) 1 4 0.034(3) H(6) 0.1333(15) 0.1064(6) 0.4353(17) 1 4 0.028(2) H(7) 0.3041(13) 0.0061(7) 0.3150(18) 1 4 0.032(3) loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.00665(10) 0.00698(9) 0.00559(12) 0.00237(8) -0.00056(9) 0.00048(9) O(2) 0.00732(10) 0.00746(9) 0.00387(11) 0.00208(9) 0.00052(9) -0.00055(8) N(1) 0.00555(10) 0.00610(10) 0.00423(12) 0.00013(9) 0.00069(9) -0.00017(9) C(1) 0.00494(11) 0.00436(10) 0.00359(12) 0.00029(10) -0.00015(10) -0.00008(9) C(2) 0.00520(11) 0.00478(10) 0.00361(13) 0.00044(9) -0.00044(10) 0.00009(9) C(3) 0.00592(12) 0.00890(12) 0.00620(14) -0.00136(11) -0.00068(11) -0.00042(11) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2472(5) 1_555 1_555 yes O(2) C(1) 1.2667(5) 1_555 1_555 yes N(1) H(2) 1.000(10) 1_555 1_555 yes N(1) H(3) 1.073(11) 1_555 1_555 yes N(1) H(1) 0.971(11) 1_555 1_555 yes C(1) C(2) 1.5332(6) 1_555 1_555 yes C(2) C(3) 1.5264(5) 1_555 1_555 yes C(2) H(4) 1.079(8) 1_555 1_555 yes C(3) H(5) 1.116(11) 1_555 1_555 yes C(3) H(6) 1.089(10) 1_555 1_555 yes C(3) H(7) 1.072(9) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(2) N(1) H(3) 106.8(8) 1_555 1_555 1_555 yes H(2) N(1) H(1) 108.3(7) 1_555 1_555 1_555 yes H(3) N(1) H(1) 105.1(8) 1_555 1_555 1_555 yes O(1) C(1) O(2) 125.77(4) 1_555 1_555 1_555 yes O(1) C(1) C(2) 118.31(3) 1_555 1_555 1_555 yes O(2) C(1) C(2) 115.92(3) 1_555 1_555 1_555 yes C(1) C(2) C(3) 111.08(3) 1_555 1_555 1_555 yes C(1) C(2) H(4) 105.0(5) 1_555 1_555 1_555 yes C(3) C(2) H(4) 111.3(4) 1_555 1_555 1_555 yes C(2) C(3) H(5) 109.0(4) 1_555 1_555 1_555 yes C(2) C(3) H(6) 108.5(4) 1_555 1_555 1_555 yes C(2) C(3) H(7) 109.8(4) 1_555 1_555 1_555 yes H(5) C(3) H(6) 111.7(5) 1_555 1_555 1_555 yes H(5) C(3) H(7) 110.7(6) 1_555 1_555 1_555 yes H(6) C(3) H(7) 107.2(6) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(1) 6.3345 0 -0.087 0.01 0 -0.041 0 0 -0.073 0.008 0 -0.007 0 0 0 0.018 0.003 0 0 0 0 0 0 0 0.008 0 0.978 1.167 1.167 1.167 1.167 1.167 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2) 6.3345 0 -0.087 0.01 0 -0.041 0 0 -0.073 0.008 0 -0.007 0 0 0 0.018 0.003 0 0 0 0 0 0 0 0.008 0 0.978 1.167 1.167 1.167 1.167 1.167 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.1296 0 0 0 0.042 0.018 0 0 0 0 0.265 0 0 0 0 0.208 0 0.045 0 0 0 0 -0.096 0 0 0 0.99 0.815 0.815 0.815 0.815 0.815 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.0483 0 0 0 -0.083 0 0 0 0.274 0 0.314 0 0 -0.234 0 0 0 0.04 0 0 0 0 0 0 0.045 0 0.991 0.873 0.873 0.873 0.873 0.873 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 3.8161 0 -0.108 0.032 0 0.069 0 0 -0.154 0 0 -0.119 -0.198 0 0 0.149 -0.043 0.03 0 0 -0.038 0.073 0 0 0.046 0.021 1.01 0.945 0.945 0.945 0.945 0.945 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 3.5764 0 0 0 0 0 0 0 0 0 0.229 0 0 0 0 0.185 0 0.046 0 0 0 0 -0.078 0 0 0 1.024 0.935 0.935 0.935 0.935 0.935 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(2) 0.7943 0 0 0 0.14 0.061 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.178 1.321 1.321 1.321 1.321 1.321 0 2 1 2 2 2 3 2 4 2 H(3) 0.7943 0 0 0 0.14 0.061 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.178 1.321 1.321 1.321 1.321 1.321 0 2 1 2 2 2 3 2 4 2 H(1) 0.7943 0 0 0 0.14 0.061 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.178 1.321 1.321 1.321 1.321 1.321 0 2 1 2 2 2 3 2 4 2 H(4) 1.0323 0 0 0 0.164 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.118 1.162 1.162 1.162 1.162 1.162 0 2 1 2 2 2 3 2 4 2 H(5) 1.1151 0 0 0 0.188 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.098 1.162 1.162 1.162 1.162 1.162 0 2 1 2 2 2 3 2 4 2 H(6) 1.1151 0 0 0 0.188 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.098 1.162 1.162 1.162 1.162 1.162 0 2 1 2 2 2 3 2 4 2 H(7) 1.1151 0 0 0 0.188 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.098 1.162 1.162 1.162 1.162 1.162 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(1) C(1) X O(1) O(2) Y O(2) C(1) X O(2) O(1) Y N(1) C(2) Z N(1) H(2) X C(1) C(2) Z C(1) O(1) X C(2) N(1) X C(2) C(1) Y C(3) C(2) Z C(3) H(5) X H(2) N(1) Z H(2) C(2) Y H(3) N(1) Z H(3) C(2) Y H(1) N(1) Z H(1) C(2) Y H(4) C(2) Z H(4) N(1) Y H(5) C(3) Z H(5) C(2) Y H(6) C(3) Z H(6) C(2) Y H(7) C(3) Z H(7) C(2) Y _refine_diff_density_max 0.183 _refine_diff_density_min -0.223 _refine_diff_density_rms 0.043 data_ALA_TAAM_UB0.7 _symmetry_cell_setting 'orthorombic' _symmetry_space_group_name_H-M 'P212121' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z _cell_length_a 5.928 _cell_length_b 12.26 _cell_length_c 5.794 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 421.092 # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.014 _refine_ls_R_factor_all 0.027 _refine_ls_R_Fsqd_factor 0.033 _refine_ls_wR_factor_ref 0.021 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 709 _refine_ls_number_parameters 83 _refine_ls_goodness_of_fit_ref 2.556 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0 _refine_ls_extinction_method none _refine_special_details ; TAAM_UB0.7 - transfered aspherical atom model refinement against low resolution data (sinth/lambda < 0.7), with pseudoatoms from the UBDB database used. ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.72662(11) 0.08385(5) 0.62386(13) 1 4 0.006 O(2) 0.44109(11) 0.18399(5) 0.76099(12) 1 4 0.006 N(1) 0.64743(14) 0.13742(6) 0.18266(15) 1 4 0.005 C(1) 0.55395(16) 0.14080(6) 0.59928(16) 1 4 0.004 C(2) 0.46637(15) 0.16108(6) 0.35453(17) 1 4 0.005 C(3) 0.25997(17) 0.09069(7) 0.30337(19) 1 4 0.007 H(2) 0.778(3) 0.1882(12) 0.202(3) 1 4 0.024(4) H(3) 0.584(3) 0.1495(12) 0.011(3) 1 4 0.023(4) H(1) 0.704(3) 0.0626(14) 0.184(3) 1 4 0.031(5) H(4) 0.425(2) 0.2464(10) 0.350(3) 1 4 0.023(4) H(5) 0.196(2) 0.1110(11) 0.127(3) 1 4 0.036(4) H(6) 0.133(2) 0.1063(10) 0.435(3) 1 4 0.030(4) H(7) 0.304(2) 0.0066(11) 0.316(3) 1 4 0.033(4) loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0065(3) 0.0070(3) 0.0050(4) 0.0022(2) -0.0002(3) 0.0005(3) O(2) 0.0071(3) 0.0073(3) 0.0036(3) 0.0022(2) 0.0003(3) -0.0003(2) N(1) 0.0056(3) 0.0060(3) 0.0042(4) 0.0001(3) 0.0008(3) -0.0003(3) C(1) 0.0054(4) 0.0037(3) 0.0034(4) -0.0002(3) 0.0000(4) -0.0000(3) C(2) 0.0057(4) 0.0044(3) 0.0037(4) 0.0004(3) -0.0007(4) 0.0005(3) C(3) 0.0059(4) 0.0090(3) 0.0068(5) -0.0012(4) -0.0009(4) -0.0002(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2472(11) 1_555 1_555 yes O(2) C(1) 1.2672(11) 1_555 1_555 yes N(1) H(2) 1.000(16) 1_555 1_555 yes N(1) H(3) 1.075(18) 1_555 1_555 yes N(1) H(1) 0.976(17) 1_555 1_555 yes C(1) C(2) 1.5305(14) 1_555 1_555 yes C(2) C(3) 1.5263(12) 1_555 1_555 yes C(2) H(4) 1.075(13) 1_555 1_555 yes C(3) H(5) 1.118(18) 1_555 1_555 yes C(3) H(6) 1.085(15) 1_555 1_555 yes C(3) H(7) 1.066(14) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(2) N(1) H(3) 106.7(12) 1_555 1_555 1_555 yes H(2) N(1) H(1) 108.6(12) 1_555 1_555 1_555 yes H(3) N(1) H(1) 104.9(13) 1_555 1_555 1_555 yes O(1) C(1) O(2) 125.65(9) 1_555 1_555 1_555 yes O(1) C(1) C(2) 118.37(8) 1_555 1_555 1_555 yes O(2) C(1) C(2) 115.98(8) 1_555 1_555 1_555 yes C(1) C(2) C(3) 111.10(8) 1_555 1_555 1_555 yes C(1) C(2) H(4) 105.0(8) 1_555 1_555 1_555 yes C(3) C(2) H(4) 111.2(7) 1_555 1_555 1_555 yes C(2) C(3) H(5) 109.0(7) 1_555 1_555 1_555 yes C(2) C(3) H(6) 108.6(7) 1_555 1_555 1_555 yes C(2) C(3) H(7) 109.8(7) 1_555 1_555 1_555 yes H(5) C(3) H(6) 111.4(9) 1_555 1_555 1_555 yes H(5) C(3) H(7) 111.2(10) 1_555 1_555 1_555 yes H(6) C(3) H(7) 106.8(9) 1_555 1_555 1_555 yes loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(1) 6.3345 0 -0.087 0.01 0 -0.041 0 0 -0.073 0.008 0 -0.007 0 0 0 0.018 0.003 0 0 0 0 0 0 0 0.008 0 0.978 1.167 1.167 1.167 1.167 1.167 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2) 6.3345 0 -0.087 0.01 0 -0.041 0 0 -0.073 0.008 0 -0.007 0 0 0 0.018 0.003 0 0 0 0 0 0 0 0.008 0 0.978 1.167 1.167 1.167 1.167 1.167 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.1296 0 0 0 0.042 0.018 0 0 0 0 0.265 0 0 0 0 0.208 0 0.045 0 0 0 0 -0.096 0 0 0 0.99 0.815 0.815 0.815 0.815 0.815 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.0483 0 0 0 -0.083 0 0 0 0.274 0 0.314 0 0 -0.234 0 0 0 0.04 0 0 0 0 0 0 0.045 0 0.991 0.873 0.873 0.873 0.873 0.873 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 3.8161 0 -0.108 0.032 0 0.069 0 0 -0.154 0 0 -0.119 -0.198 0 0 0.149 -0.043 0.03 0 0 -0.038 0.073 0 0 0.046 0.021 1.01 0.945 0.945 0.945 0.945 0.945 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 3.5764 0 0 0 0 0 0 0 0 0 0.229 0 0 0 0 0.185 0 0.046 0 0 0 0 -0.078 0 0 0 1.024 0.935 0.935 0.935 0.935 0.935 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(2) 0.7943 0 0 0 0.14 0.061 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.178 1.321 1.321 1.321 1.321 1.321 0 2 1 2 2 2 3 2 4 2 H(3) 0.7943 0 0 0 0.14 0.061 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.178 1.321 1.321 1.321 1.321 1.321 0 2 1 2 2 2 3 2 4 2 H(1) 0.7943 0 0 0 0.14 0.061 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.178 1.321 1.321 1.321 1.321 1.321 0 2 1 2 2 2 3 2 4 2 H(4) 1.0323 0 0 0 0.164 0.077 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.118 1.162 1.162 1.162 1.162 1.162 0 2 1 2 2 2 3 2 4 2 H(5) 1.1151 0 0 0 0.188 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.098 1.162 1.162 1.162 1.162 1.162 0 2 1 2 2 2 3 2 4 2 H(6) 1.1151 0 0 0 0.188 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.098 1.162 1.162 1.162 1.162 1.162 0 2 1 2 2 2 3 2 4 2 H(7) 1.1151 0 0 0 0.188 0.087 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.098 1.162 1.162 1.162 1.162 1.162 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(1) C(1) X O(1) O(2) Y O(2) C(1) X O(2) O(1) Y N(1) C(2) Z N(1) H(2) X C(1) C(2) Z C(1) O(1) X C(2) N(1) X C(2) C(1) Y C(3) C(2) Z C(3) H(5) X H(2) N(1) Z H(2) C(2) Y H(3) N(1) Z H(3) C(2) Y H(1) N(1) Z H(1) C(2) Y H(4) C(2) Z H(4) N(1) Y H(5) C(3) Z H(5) C(2) Y H(6) C(3) Z H(6) C(2) Y H(7) C(3) Z H(7) C(2) Y data_ALA_IAM _symmetry_cell_setting 'orthorombic' _symmetry_space_group_name_H-M 'P212121' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z _cell_length_a 5.928 _cell_length_b 12.26 _cell_length_c 5.794 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 421.092 # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.029 _refine_ls_R_factor_all 0.032 _refine_ls_R_Fsqd_factor 0.051 _refine_ls_wR_factor_ref 0.034 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 2396 _refine_ls_number_parameters 83 _refine_ls_goodness_of_fit_ref 2.513 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0.00037 _refine_ls_extinction_method none _refine_special_details ; ? ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.72703(8) 0.08372(4) 0.62418(9) 1 4 0.007 O(2) 0.44091(8) 0.18410(4) 0.76129(9) 1 4 0.007 N(1) 0.64731(9) 0.13741(4) 0.18277(10) 1 4 0.006 C(1) 0.55399(10) 0.14081(4) 0.59982(10) 1 4 0.005 C(2) 0.46616(10) 0.16104(4) 0.35496(11) 1 4 0.005 C(3) 0.25985(11) 0.09074(5) 0.30331(12) 1 4 0.007 H(2) 0.770(2) 0.1835(9) 0.197(3) 1 4 0.027(3) H(3) 0.579(2) 0.1463(10) 0.013(2) 1 4 0.036(4) H(1) 0.700(2) 0.0658(10) 0.181(3) 1 4 0.039(4) H(4) 0.4238(17) 0.2394(8) 0.349(2) 1 4 0.014(3) H(5) 0.202(2) 0.1088(9) 0.144(3) 1 4 0.027(4) H(6) 0.1439(19) 0.1077(9) 0.426(2) 1 4 0.018(3) H(7) 0.3016(18) 0.0107(10) 0.315(3) 1 4 0.027(3) DUM0 0 0 0 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.00668(15) 0.00693(14) 0.00689(18) 0.00222(13) -0.00054(13) 0.00066(13) O(2) 0.00786(15) 0.00781(14) 0.00417(16) 0.00162(13) 0.00096(14) -0.00074(12) N(1) 0.00576(15) 0.00643(15) 0.00455(18) 0.00014(14) 0.00067(14) -0.00024(14) C(1) 0.00551(16) 0.00426(15) 0.00405(19) -0.00043(15) -0.00041(15) 0.00007(14) C(2) 0.00546(17) 0.00533(15) 0.0039(2) 0.00050(14) -0.00001(15) -0.00000(14) C(3) 0.00622(18) 0.00933(19) 0.0066(2) -0.00126(17) -0.00062(16) -0.00046(17) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2498(7) 1_555 1_555 yes O(2) C(1) 1.2674(8) 1_555 1_555 yes N(1) H(2) 0.925(12) 1_555 1_555 yes N(1) H(3) 1.069(14) 1_555 1_555 yes N(1) H(1) 0.931(13) 1_555 1_555 yes C(1) C(2) 1.5314(9) 1_555 1_555 yes C(2) C(3) 1.5258(8) 1_555 1_555 yes C(2) H(4) 0.994(10) 1_555 1_555 yes C(3) H(5) 1.008(15) 1_555 1_555 yes C(3) H(6) 1.012(12) 1_555 1_555 yes C(3) H(7) 1.014(12) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(2) N(1) H(3) 108.4(11) 1_555 1_555 1_555 yes H(2) N(1) H(1) 108.3(10) 1_555 1_555 1_555 yes H(3) N(1) H(1) 102.3(12) 1_555 1_555 1_555 yes O(1) C(1) O(2) 125.82(6) 1_555 1_555 1_555 yes O(1) C(1) C(2) 118.32(5) 1_555 1_555 1_555 yes O(2) C(1) C(2) 115.86(5) 1_555 1_555 1_555 yes C(1) C(2) C(3) 111.27(5) 1_555 1_555 1_555 yes C(1) C(2) H(4) 106.0(7) 1_555 1_555 1_555 yes C(3) C(2) H(4) 109.7(6) 1_555 1_555 1_555 yes C(2) C(3) H(5) 109.1(7) 1_555 1_555 1_555 yes C(2) C(3) H(6) 106.9(6) 1_555 1_555 1_555 yes C(2) C(3) H(7) 109.8(6) 1_555 1_555 1_555 yes H(5) C(3) H(6) 111.7(8) 1_555 1_555 1_555 yes H(5) C(3) H(7) 110.8(10) 1_555 1_555 1_555 yes H(6) C(3) H(7) 108.6(9) 1_555 1_555 1_555 yes _refine_diff_density_max 0.455 _refine_diff_density_min -0.291 _refine_diff_density_rms 0.061 data_ALA_IAM0.7 _symmetry_cell_setting 'orthorombic' _symmetry_space_group_name_H-M 'P212121' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z _cell_length_a 5.928 _cell_length_b 12.26 _cell_length_c 5.794 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 421.092 # Refinement details _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.028 _refine_ls_R_factor_all 0.055 _refine_ls_R_Fsqd_factor 0.054 _refine_ls_wR_factor_ref 0.033 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 709 _refine_ls_number_parameters 83 _refine_ls_goodness_of_fit_ref 4.004 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_shift/su_max 0.00001 _refine_ls_extinction_method none _refine_special_details ; ? ; _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' _publ_section_references ;Volkov, A.; Macchi, P.; Farrugia, L. J.; Gatti, C.; Mallinson, P. R.; Richter, T. and Koritsanszky, T. (2006) XD2006 - a computer program for multipole refinement, topological analysis and evaluation of intermolecular energies from experimental and theoretical structure factors. ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.72705(18) 0.08374(8) 0.6240(2) 1 4 0.008 O(2) 0.44097(17) 0.18408(8) 0.76131(19) 1 4 0.008 N(1) 0.6476(2) 0.13736(10) 0.1826(2) 1 4 0.007 C(1) 0.5539(2) 0.14081(10) 0.5997(3) 1 4 0.006 C(2) 0.4660(2) 0.16109(10) 0.3557(3) 1 4 0.006 C(3) 0.2598(3) 0.09078(11) 0.3032(3) 1 4 0.008 H(2) 0.772(3) 0.1840(15) 0.198(4) 1 4 0.030(5) H(3) 0.577(4) 0.1469(16) 0.012(4) 1 4 0.034(6) H(1) 0.698(4) 0.0629(17) 0.178(4) 1 4 0.041(7) H(4) 0.426(3) 0.2393(13) 0.349(3) 1 4 0.011(4) H(5) 0.201(3) 0.1090(15) 0.141(4) 1 4 0.027(6) H(6) 0.144(3) 0.1071(14) 0.428(4) 1 4 0.020(5) H(7) 0.301(3) 0.0112(15) 0.316(4) 1 4 0.028(5) DUM0 0 0 0 0 1 0 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0077(5) 0.0073(4) 0.0083(6) 0.0015(4) -0.0000(4) 0.0009(4) O(2) 0.0087(5) 0.0089(4) 0.0052(5) 0.0010(4) 0.0010(5) -0.0004(4) N(1) 0.0067(5) 0.0075(5) 0.0057(6) -0.0000(5) 0.0008(5) -0.0005(5) C(1) 0.0078(6) 0.0035(5) 0.0056(7) -0.0029(5) -0.0012(6) 0.0006(5) C(2) 0.0072(6) 0.0067(5) 0.0045(7) 0.0008(5) 0.0010(6) 0.0001(5) C(3) 0.0069(6) 0.0104(6) 0.0081(7) -0.0007(6) -0.0010(6) -0.0001(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2502(17) 1_555 1_555 yes O(2) C(1) 1.2675(18) 1_555 1_555 yes N(1) H(2) 0.94(2) 1_555 1_555 yes N(1) H(3) 1.08(2) 1_555 1_555 yes N(1) H(1) 0.96(2) 1_555 1_555 yes C(1) C(2) 1.527(2) 1_555 1_555 yes C(2) C(3) 1.5262(19) 1_555 1_555 yes C(2) H(4) 0.989(16) 1_555 1_555 yes C(3) H(5) 1.03(2) 1_555 1_555 yes C(3) H(6) 1.01(2) 1_555 1_555 yes C(3) H(7) 1.009(19) 1_555 1_555 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(2) N(1) H(3) 108.9(18) 1_555 1_555 1_555 yes H(2) N(1) H(1) 109.5(17) 1_555 1_555 1_555 yes H(3) N(1) H(1) 101.3(18) 1_555 1_555 1_555 yes O(1) C(1) O(2) 125.78(14) 1_555 1_555 1_555 yes O(1) C(1) C(2) 118.40(12) 1_555 1_555 1_555 yes O(2) C(1) C(2) 115.82(12) 1_555 1_555 1_555 yes C(1) C(2) C(3) 111.46(12) 1_555 1_555 1_555 yes C(1) C(2) H(4) 106.2(11) 1_555 1_555 1_555 yes C(3) C(2) H(4) 110.2(10) 1_555 1_555 1_555 yes C(2) C(3) H(5) 109.3(11) 1_555 1_555 1_555 yes C(2) C(3) H(6) 106.7(10) 1_555 1_555 1_555 yes C(2) C(3) H(7) 109.7(10) 1_555 1_555 1_555 yes H(5) C(3) H(6) 112.4(14) 1_555 1_555 1_555 yes H(5) C(3) H(7) 111.0(16) 1_555 1_555 1_555 yes H(6) C(3) H(7) 107.7(15) 1_555 1_555 1_555 yes