##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, and has been peer         #
# reviewed under the auspices of the IUCr Commission on Journals.            #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
data_global
_audit_creation_method     'from SHELXL-97 with Word-Perfect Macro PRPKAPPA'
_journal_date_recd_electronic     2007-10-03
_journal_date_accepted     2007-10-04
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2007
_journal_volume     63
_journal_issue     11
_journal_page_first     o681
_journal_page_last     o684
_journal_paper_category     FO
_journal_coeditor_code     SK3170
_publ_contact_author_name     'Dr Christopher Glidewell'
_publ_contact_author_address
;
University of St Andrews
Fife KY16 9ST
Scotland
;
_publ_contact_author_email     cg@st-andrews.ac.uk
_publ_contact_author_fax     '+1334-463808'
_publ_contact_author_phone     '+1334-463839'
_publ_section_title
;\
A three-dimensional hydrogen-bonded framework in
2-amino-5-formyl-4,6-bis[N-methyl-N-(4-methylphenyl)amino]\
pyrimidine and hydrogen-bonded sheets in
2-amino-5-formyl-4-(indolin-1-yl)-6-methoxypyrimidine
;
loop_
    _publ_author_name
    _publ_author_address
    'Low, John N.'
;
Department of Chemistry
University of Aberdeen
Meston Walk
Old Aberdeen AB24 3UE
Scotland
;
    'Trilleras, Jorge'
;
Departamento de Química
Universidad de Valle
AA 25360 Cali
Colombia
;
    'Cobo, Justo'
;
Departamento de Química Inorgánica y Orgánica
Universidad de Jaén
23071 Jaén
Spain
;
    'Marchal, Antonio'
;
Departamento de Química Inorgánica y Orgánica
Universidad de Jaén
23071 Jaén
Spain
;
    'Glidewell, Christopher'
;
School of Chemistry
University of St Andrews
Fife KY16 9ST
Scotland
;
data_I
_chemical_name_systematic
;
2-amino-4,6-bis[N-methyl-N-(4-methylphenyl)amino]pyrimidine-5-carbaldehyde
;
_chemical_name_common     ?
_chemical_formula_moiety     'C21 H23 N5 O'
_chemical_formula_sum     'C21 H23 N5 O'
_chemical_formula_iupac     'C21 H23 N5 O'
_chemical_formula_weight     361.44
_chemical_melting_point     ?
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     8.6844(6)
_cell_length_b     10.7807(19)
_cell_length_c     10.8903(10)
_cell_angle_alpha     69.998(14)
_cell_angle_beta     88.918(7)
_cell_angle_gamma     76.822(13)
_cell_volume     930.9(2)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     4249
_cell_measurement_theta_min     3.08
_cell_measurement_theta_max     27.50
_cell_measurement_temperature     120(2)
_exptl_crystal_description     block
_exptl_crystal_colour     'pale yellow'
_exptl_crystal_size_max     0.31
_exptl_crystal_size_mid     0.24
_exptl_crystal_size_min     0.21
_exptl_crystal_density_diffrn     1.289
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     384
_exptl_absorpt_coefficient_mu     0.083
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_correction_T_min     0.965
_exptl_absorpt_correction_T_max     0.983
_exptl_special_details
;
?
;
_diffrn_ambient_temperature     120(2)
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Bruker Nonius FR591 rotating anode'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker Nonius KappaCCD area-detector'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     9.091
_diffrn_reflns_number     24528
_diffrn_reflns_av_R_equivalents     0.0456
_diffrn_reflns_av_sigmaI/netI     0.0352
_diffrn_reflns_theta_min     3.08
_diffrn_reflns_theta_max     27.50
_diffrn_reflns_theta_full     27.50
_diffrn_measured_fraction_theta_max     0.995
_diffrn_measured_fraction_theta_full     0.995
_diffrn_reflns_limit_h_min     -11
_diffrn_reflns_limit_h_max     11
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     13
_diffrn_reflns_limit_l_min     -13
_diffrn_reflns_limit_l_max     14
_diffrn_standards_number     0
_diffrn_standards_decay_%     0
_reflns_number_total     4249
_reflns_number_gt     2988
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0956
_refine_ls_R_factor_gt     0.0604
_refine_ls_wR_factor_gt     0.1338
_refine_ls_wR_factor_ref     0.1526
_refine_ls_goodness_of_fit_ref     1.084
_refine_ls_restrained_S_all     1.084
_refine_ls_number_reflns     4249
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
            'w = 1/[σ²(Fo²)+(0.0498P)²+0.9799P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.511
_refine_diff_density_min     -0.347
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'COLLECT (Nonius, 1999)'
_computing_cell_refinement     'DIRAX/LSQ (Duisenberg et al.,  2000)'
_computing_data_reduction     'EVALCCD (Duisenberg et al.,  2003)'
_computing_structure_solution     'SIR2004 (Burla et al.,  2005)'
_computing_structure_refinement
                         'OSCAIL (McArdle, 2003) and SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material
                      'SHELXL97 (Sheldrick, 1997) and PRPKAPPA (Ferguson, 1999)'
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    O O51 0.45664(19) 0.24611(16) 0.02414(15) 0.0302(4) Uani d . 1 . .
    N N1 -0.0523(2) 0.37964(18) 0.16743(17) 0.0230(4) Uani d . 1 . .
    N N2 -0.2446(2) 0.2764(2) 0.1403(2) 0.0329(5) Uani d . 1 . .
    N N3 0.0124(2) 0.15860(18) 0.14617(18) 0.0250(4) Uani d . 1 . .
    N N4 0.2709(2) 0.04097(19) 0.14906(18) 0.0273(4) Uani d . 1 . .
    N N6 0.1444(2) 0.48684(18) 0.18302(17) 0.0220(4) Uani d . 1 . .
    C C2 -0.0891(3) 0.2718(2) 0.1497(2) 0.0245(5) Uani d . 1 . .
    C C4 0.1659(2) 0.1597(2) 0.14363(19) 0.0214(4) Uani d . 1 . .
    C C5 0.2165(2) 0.2801(2) 0.1315(2) 0.0209(4) Uani d . 1 . .
    C C6 0.1005(2) 0.3810(2) 0.16149(19) 0.0200(4) Uani d . 1 . .
    C C41 0.4289(3) 0.0048(2) 0.2085(2) 0.0255(5) Uani d . 1 . .
    C C42 0.5501(3) -0.0805(2) 0.1694(2) 0.0358(6) Uani d . 1 . .
    C C43 0.7003(3) -0.1183(3) 0.2292(3) 0.0411(6) Uani d . 1 . .
    C C44 0.7380(3) -0.0734(2) 0.3271(2) 0.0354(6) Uani d . 1 . .
    C C45 0.6154(3) 0.0109(2) 0.3648(2) 0.0313(5) Uani d . 1 . .
    C C46 0.4628(3) 0.0473(2) 0.3088(2) 0.0273(5) Uani d . 1 . .
    C C47 0.2144(3) -0.0624(3) 0.1217(3) 0.0357(6) Uani d . 1 . .
    C C51 0.3530(3) 0.3178(2) 0.0634(2) 0.0239(4) Uani d . 1 . .
    C C61 0.2931(2) 0.4608(2) 0.2551(2) 0.0210(4) Uani d . 1 . .
    C C62 0.3294(3) 0.3548(2) 0.3741(2) 0.0255(5) Uani d . 1 . .
    C C63 0.4722(3) 0.3291(2) 0.4439(2) 0.0279(5) Uani d . 1 . .
    C C64 0.5800(3) 0.4091(2) 0.3972(2) 0.0266(5) Uani d . 1 . .
    C C65 0.5392(3) 0.5180(2) 0.2796(2) 0.0262(5) Uani d . 1 . .
    C C66 0.3977(2) 0.5435(2) 0.2085(2) 0.0232(4) Uani d . 1 . .
    C C67 0.0233(3) 0.6002(2) 0.1913(2) 0.0290(5) Uani d . 1 . .
    C C441 0.9027(3) -0.1135(3) 0.3899(3) 0.0497(8) Uani d . 1 . .
    C C641 0.7369(3) 0.3777(3) 0.4707(3) 0.0394(6) Uani d . 1 . .
    H H2A -0.3101 0.3406 0.1571 0.039 Uiso d R 1 . .
    H H2B -0.2742 0.2073 0.1355 0.039 Uiso d R 1 . .
    H H42 0.5292 -0.1125 0.1018 0.043 Uiso calc R 1 . .
    H H43 0.7811 -0.1775 0.2022 0.049 Uiso calc R 1 . .
    H H45 0.6369 0.0446 0.4311 0.038 Uiso calc R 1 . .
    H H46 0.3806 0.1019 0.3396 0.033 Uiso calc R 1 . .
    H H47A 0.1056 -0.0251 0.0827 0.054 Uiso calc R 1 . .
    H H47B 0.2165 -0.1387 0.2032 0.054 Uiso calc R 1 . .
    H H47C 0.2825 -0.0940 0.0603 0.054 Uiso calc R 1 . .
    H H51 0.3627 0.4079 0.0478 0.029 Uiso calc R 1 . .
    H H62 0.2565 0.2996 0.4078 0.031 Uiso calc R 1 . .
    H H63 0.4966 0.2556 0.5249 0.034 Uiso calc R 1 . .
    H H65 0.6098 0.5758 0.2476 0.031 Uiso calc R 1 . .
    H H66 0.3724 0.6176 0.1281 0.028 Uiso calc R 1 . .
    H H67A -0.0656 0.6198 0.1280 0.044 Uiso calc R 1 . .
    H H67B 0.0675 0.6803 0.1715 0.044 Uiso calc R 1 . .
    H H67C -0.0142 0.5774 0.2799 0.044 Uiso calc R 1 . .
    H H44A 0.9518 -0.2074 0.3975 0.075 Uiso calc R 1 . .
    H H44B 0.8979 -0.1063 0.4773 0.075 Uiso calc R 1 . .
    H H44C 0.9659 -0.0530 0.3360 0.075 Uiso calc R 1 . .
    H H64A 0.7374 0.3086 0.5571 0.059 Uiso calc R 1 . .
    H H64B 0.7538 0.4605 0.4812 0.059 Uiso calc R 1 . .
    H H64C 0.8219 0.3436 0.4217 0.059 Uiso calc R 1 . .
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    N1 C2 . 1.347(3) y
    C2 N3 . 1.345(3) y
    N3 C4 . 1.336(3) y
    C4 C5 . 1.426(3) y
    C5 C6 . 1.427(3) y
    C6 N1 . 1.330(3) y
    C2 N2 . 1.345(3) y
    C4 N4 . 1.376(3) y
    C6 N6 . 1.374(3) y
    C5 C51 . 1.450(3) y
    C51 O51 . 1.219(3) y
    N2 H2A . 0.86 no
    N2 H2B . 0.86 no
    N4 C47 . 1.433(3) no
    N4 C41 . 1.439(3) no
    N6 C61 . 1.444(3) no
    N6 C67 . 1.447(3) no
    C41 C46 . 1.380(3) no
    C41 C42 . 1.394(3) no
    C42 C43 . 1.378(4) no
    C42 H42 . 0.95 no
    C43 C44 . 1.384(4) no
    C43 H43 . 0.95 no
    C44 C45 . 1.388(3) no
    C44 C441 . 1.502(4) no
    C45 C46 . 1.383(3) no
    C45 H45 . 0.95 no
    C46 H46 . 0.95 no
    C47 H47A . 0.98 no
    C47 H47B . 0.98 no
    C47 H47C . 0.98 no
    C51 H51 . 0.95 no
    C61 C66 . 1.386(3) no
    C61 C62 . 1.387(3) no
    C62 C63 . 1.389(3) no
    C62 H62 . 0.95 no
    C63 C64 . 1.390(3) no
    C63 H63 . 0.95 no
    C64 C65 . 1.394(3) no
    C64 C641 . 1.503(3) no
    C65 C66 . 1.386(3) no
    C65 H65 . 0.95 no
    C66 H66 . 0.95 no
    C67 H67A . 0.98 no
    C67 H67B . 0.98 no
    C67 H67C . 0.98 no
    C441 H44A . 0.98 no
    C441 H44B . 0.98 no
    C441 H44C . 0.98 no
    C641 H64A . 0.98 no
    C641 H64B . 0.98 no
    C641 H64C . 0.98 no
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C6 N1 C2 . . 115.12(18) no
    C2 N2 H2A . . 117.8 no
    C2 N2 H2B . . 119.4 no
    H2A N2 H2B . . 121.2 no
    C4 N3 C2 . . 116.53(18) no
    C4 N4 C47 . . 119.62(19) no
    C4 N4 C41 . . 121.34(19) no
    C47 N4 C41 . . 117.67(19) no
    C6 N6 C61 . . 119.05(17) no
    C6 N6 C67 . . 119.41(17) no
    C61 N6 C67 . . 115.44(17) no
    N2 C2 N3 . . 116.9(2) no
    N2 C2 N1 . . 115.9(2) no
    N3 C2 N1 . . 127.11(19) no
    N3 C4 N4 . . 116.73(19) no
    N3 C4 C5 . . 121.09(19) no
    N4 C4 C5 . . 122.15(19) no
    C4 C5 C6 . . 114.34(18) no
    C4 C5 C51 . . 124.86(19) no
    C6 C5 C51 . . 118.96(19) no
    N1 C6 N6 . . 117.20(18) no
    N1 C6 C5 . . 122.81(19) no
    N6 C6 C5 . . 119.98(18) no
    C46 C41 C42 . . 118.5(2) no
    C46 C41 N4 . . 121.5(2) no
    C42 C41 N4 . . 119.9(2) no
    C43 C42 C41 . . 119.9(2) no
    C43 C42 H42 . . 120.1 no
    C41 C42 H42 . . 120.1 no
    C42 C43 C44 . . 122.5(2) no
    C42 C43 H43 . . 118.7 no
    C44 C43 H43 . . 118.7 no
    C43 C44 C45 . . 116.6(2) no
    C43 C44 C441 . . 122.1(2) no
    C45 C44 C441 . . 121.3(3) no
    C46 C45 C44 . . 121.9(2) no
    C46 C45 H45 . . 119.1 no
    C44 C45 H45 . . 119.1 no
    C41 C46 C45 . . 120.5(2) no
    C41 C46 H46 . . 119.8 no
    C45 C46 H46 . . 119.8 no
    N4 C47 H47A . . 109.5 no
    N4 C47 H47B . . 109.5 no
    H47A C47 H47B . . 109.5 no
    N4 C47 H47C . . 109.5 no
    H47A C47 H47C . . 109.5 no
    H47B C47 H47C . . 109.5 no
    O51 C51 C5 . . 126.8(2) no
    O51 C51 H51 . . 116.6 no
    C5 C51 H51 . . 116.6 no
    C66 C61 C62 . . 119.62(19) no
    C66 C61 N6 . . 120.59(18) no
    C62 C61 N6 . . 119.75(19) no
    C61 C62 C63 . . 120.1(2) no
    C61 C62 H62 . . 120.0 no
    C63 C62 H62 . . 120.0 no
    C62 C63 C64 . . 121.0(2) no
    C62 C63 H63 . . 119.5 no
    C64 C63 H63 . . 119.5 no
    C63 C64 C65 . . 118.1(2) no
    C63 C64 C641 . . 120.8(2) no
    C65 C64 C641 . . 121.1(2) no
    C66 C65 C64 . . 121.2(2) no
    C66 C65 H65 . . 119.4 no
    C64 C65 H65 . . 119.4 no
    C61 C66 C65 . . 119.9(2) no
    C61 C66 H66 . . 120.0 no
    C65 C66 H66 . . 120.0 no
    N6 C67 H67A . . 109.5 no
    N6 C67 H67B . . 109.5 no
    H67A C67 H67B . . 109.5 no
    N6 C67 H67C . . 109.5 no
    H67A C67 H67C . . 109.5 no
    H67B C67 H67C . . 109.5 no
    C44 C441 H44A . . 109.5 no
    C44 C441 H44B . . 109.5 no
    H44A C441 H44B . . 109.5 no
    C44 C441 H44C . . 109.5 no
    H44A C441 H44C . . 109.5 no
    H44B C441 H44C . . 109.5 no
    C64 C641 H64A . . 109.5 no
    C64 C641 H64B . . 109.5 no
    H64A C641 H64B . . 109.5 no
    C64 C641 H64C . . 109.5 no
    H64A C641 H64C . . 109.5 no
    H64B C641 H64C . . 109.5 no
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C4 N3 C2 N2 . . . . 174.15(19) no
    C4 N3 C2 N1 . . . . -9.0(3) no
    C6 N1 C2 N2 . . . . -172.62(19) no
    C6 N1 C2 N3 . . . . 10.5(3) no
    C2 N3 C4 N4 . . . . 175.68(18) no
    C2 N3 C4 C5 . . . . -6.3(3) no
    C47 N4 C4 N3 . . . . 16.8(3) no
    C41 N4 C4 N3 . . . . -149.56(19) no
    C47 N4 C4 C5 . . . . -161.2(2) no
    C41 N4 C4 C5 . . . . 32.5(3) no
    N3 C4 C5 C6 . . . . 17.7(3) no
    N4 C4 C5 C6 . . . . -164.39(19) no
    N3 C4 C5 C51 . . . . -146.6(2) no
    N4 C4 C5 C51 . . . . 31.3(3) no
    C2 N1 C6 N6 . . . . -178.03(18) no
    C2 N1 C6 C5 . . . . 3.3(3) no
    C61 N6 C6 N1 . . . . 142.17(19) no
    C67 N6 C6 N1 . . . . -9.1(3) no
    C61 N6 C6 C5 . . . . -39.1(3) no
    C67 N6 C6 C5 . . . . 169.59(19) no
    C4 C5 C6 N1 . . . . -16.3(3) no
    C51 C5 C6 N1 . . . . 149.0(2) no
    C4 C5 C6 N6 . . . . 165.06(18) no
    C51 C5 C6 N6 . . . . -29.7(3) no
    C4 N4 C41 C46 . . . . 29.1(3) no
    C47 N4 C41 C46 . . . . -137.5(2) no
    C4 N4 C41 C42 . . . . -154.2(2) no
    C47 N4 C41 C42 . . . . 39.3(3) no
    C46 C41 C42 C43 . . . . -1.2(3) no
    N4 C41 C42 C43 . . . . -178.1(2) no
    C41 C42 C43 C44 . . . . -0.8(4) no
    C42 C43 C44 C45 . . . . 1.1(4) no
    C42 C43 C44 C441 . . . . -179.0(2) no
    C43 C44 C45 C46 . . . . 0.7(3) no
    C441 C44 C45 C46 . . . . -179.2(2) no
    C42 C41 C46 C45 . . . . 3.0(3) no
    N4 C41 C46 C45 . . . . 179.8(2) no
    C44 C45 C46 C41 . . . . -2.8(3) no
    C4 C5 C51 O51 . . . . -11.6(3) no
    C6 C5 C51 O51 . . . . -175.3(2) no
    C6 N6 C61 C66 . . . . 132.2(2) no
    C67 N6 C61 C66 . . . . -75.4(3) no
    C6 N6 C61 C62 . . . . -49.9(3) no
    C67 N6 C61 C62 . . . . 102.5(2) no
    C66 C61 C62 C63 . . . . -2.1(3) no
    N6 C61 C62 C63 . . . . 180.0(2) no
    C61 C62 C63 C64 . . . . 0.6(3) no
    C62 C63 C64 C65 . . . . 1.5(3) no
    C62 C63 C64 C641 . . . . -177.7(2) no
    C63 C64 C65 C66 . . . . -2.2(3) no
    C641 C64 C65 C66 . . . . 177.0(2) no
    C62 C61 C66 C65 . . . . 1.4(3) no
    N6 C61 C66 C65 . . . . 179.33(19) no
    C64 C65 C66 C61 . . . . 0.7(3) no
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    N2 H2B O51 1_455 0.86 2.53 3.038(3) 118 y
    C42 H42 O51 2_655 0.95 2.29 3.203(3) 162 y
    C66 H66 O51 2_665 0.95 2.52 3.228(3) 131 y
    C63 H63 Cg1 2_656 0.95 2.87 3.736(2) 152 y
data_II
_chemical_name_systematic
;
2-amino-4-(indolin-1-yl)-6-methoxypyrimidine-5-carbaldehyde
;
_chemical_name_common     ?
_chemical_formula_moiety     'C14 H14 N4 O2'
_chemical_formula_sum     'C14 H14 N4 O2'
_chemical_formula_iupac     'C14 H14 N4 O2'
_chemical_formula_weight     270.29
_chemical_melting_point     ?
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     8.2846(4)
_cell_length_b     11.2710(4)
_cell_length_c     15.0024(7)
_cell_angle_alpha     108.983(4)
_cell_angle_beta     95.403(4)
_cell_angle_gamma     101.908(3)
_cell_volume     1276.35(10)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     5864
_cell_measurement_theta_min     3.04
_cell_measurement_theta_max     27.50
_cell_measurement_temperature     120(2)
_exptl_crystal_description     plate
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.52
_exptl_crystal_size_mid     0.41
_exptl_crystal_size_min     0.14
_exptl_crystal_density_diffrn     1.407
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     568
_exptl_absorpt_coefficient_mu     0.098
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_correction_T_min     0.967
_exptl_absorpt_correction_T_max     0.986
_exptl_special_details
;
?
;
_diffrn_ambient_temperature     120(2)
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Bruker Nonius FR591 rotating anode'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker Nonius KappaCCD area-detector'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     9.091
_diffrn_reflns_number     31946
_diffrn_reflns_av_R_equivalents     0.0446
_diffrn_reflns_av_sigmaI/netI     0.0434
_diffrn_reflns_theta_min     3.04
_diffrn_reflns_theta_max     27.50
_diffrn_reflns_theta_full     27.50
_diffrn_measured_fraction_theta_max     0.998
_diffrn_measured_fraction_theta_full     0.998
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_k_min     -14
_diffrn_reflns_limit_k_max     14
_diffrn_reflns_limit_l_min     -19
_diffrn_reflns_limit_l_max     19
_diffrn_standards_number     0
_diffrn_standards_decay_%     0
_reflns_number_total     5864
_reflns_number_gt     3790
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.1012
_refine_ls_R_factor_gt     0.0553
_refine_ls_wR_factor_gt     0.1318
_refine_ls_wR_factor_ref     0.1641
_refine_ls_goodness_of_fit_ref     1.084
_refine_ls_restrained_S_all     1.084
_refine_ls_number_reflns     5864
_refine_ls_number_parameters     363
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
            'w = 1/[σ²(Fo²)+(0.0832P)²+0.5084P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.296
_refine_diff_density_min     -0.375
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'COLLECT (Nonius, 1999)'
_computing_cell_refinement     'DIRAX/LSQ (Duisenberg et al.,  2000)'
_computing_data_reduction     'EVALCCD (Duisenberg et al.,  2003)'
_computing_structure_solution     'SIR2004 (Burla et al.,  2005)'
_computing_structure_refinement
                         'OSCAIL (McArdle, 2003) and SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material
                      'SHELXL97 (Sheldrick, 1997) and PRPKAPPA (Ferguson, 1999)'
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    N N11 0.1123(2) 0.21765(17) 0.94923(12) 0.0218(4) Uani d . 1 . .
    C C12 0.2619(3) 0.19018(19) 0.95139(15) 0.0215(4) Uani d . 1 . .
    N N12 0.3465(2) 0.20113(17) 0.88162(13) 0.0250(4) Uani d . 1 . .
    N N13 0.3405(2) 0.15560(17) 1.01878(12) 0.0239(4) Uani d . 1 . .
    C C14 0.2547(3) 0.1430(2) 1.08612(15) 0.0232(5) Uani d . 1 . .
    O O14 0.32080(18) 0.10218(16) 1.15269(11) 0.0286(4) Uani d . 1 . .
    C C141 0.4708(3) 0.0588(3) 1.13729(18) 0.0335(6) Uani d . 1 . .
    C C15 0.0961(2) 0.1702(2) 1.09502(14) 0.0216(4) Uani d . 1 . .
    C C151 0.0039(3) 0.1288(2) 1.16083(15) 0.0247(5) Uani d . 1 . .
    O O151 -0.14254(18) 0.12705(15) 1.16863(11) 0.0282(4) Uani d . 1 . .
    C C16 0.0360(2) 0.2171(2) 1.02430(15) 0.0220(4) Uani d . 1 . .
    N N21 -0.1009(2) 0.26789(17) 1.03052(12) 0.0232(4) Uani d . 1 . .
    C C22 -0.1337(3) 0.3505(2) 1.12282(15) 0.0258(5) Uani d . 1 . .
    C C23 -0.1729(3) 0.4679(2) 1.10309(15) 0.0259(5) Uani d . 1 . .
    C C23a -0.2266(3) 0.4161(2) 0.99630(15) 0.0228(5) Uani d . 1 . .
    C C24 -0.3113(3) 0.4643(2) 0.93744(16) 0.0264(5) Uani d . 1 . .
    C C25 -0.3441(3) 0.3985(2) 0.83944(16) 0.0265(5) Uani d . 1 . .
    C C26 -0.2934(3) 0.2849(2) 0.80039(16) 0.0258(5) Uani d . 1 . .
    C C27 -0.2096(3) 0.2351(2) 0.85884(15) 0.0240(5) Uani d . 1 . .
    C C27a -0.1767(2) 0.3022(2) 0.95651(15) 0.0214(4) Uani d . 1 . .
    N N31 -0.0291(2) 0.19891(17) 0.43799(12) 0.0233(4) Uani d . 1 . .
    C C32 -0.1572(3) 0.0949(2) 0.41639(15) 0.0219(4) Uani d . 1 . .
    N N32 -0.2335(2) 0.03817(18) 0.32449(13) 0.0272(4) Uani d . 1 . .
    N N33 -0.2252(2) 0.04228(17) 0.47789(13) 0.0236(4) Uani d . 1 . .
    C C34 -0.1436(3) 0.0938(2) 0.56673(15) 0.0226(5) Uani d . 1 . .
    O O34 -0.19847(18) 0.04248(14) 0.63094(10) 0.0267(4) Uani d . 1 . .
    C C341 -0.3425(3) -0.0666(2) 0.59653(17) 0.0297(5) Uani d . 1 . .
    C C35 0.0019(2) 0.1983(2) 0.59979(14) 0.0214(4) Uani d . 1 . .
    C C351 0.1048(3) 0.2173(2) 0.68859(15) 0.0250(5) Uani d . 1 . .
    O O351 0.25403(18) 0.27528(15) 0.71601(11) 0.0273(4) Uani d . 1 . .
    C C36 0.0437(3) 0.2560(2) 0.53065(15) 0.0217(4) Uani d . 1 . .
    N N41 0.1558(2) 0.37265(17) 0.55452(12) 0.0235(4) Uani d . 1 . .
    C C42 0.1924(3) 0.4725(2) 0.65157(15) 0.0267(5) Uani d . 1 . .
    C C43 0.2289(3) 0.6021(2) 0.63562(16) 0.0283(5) Uani d . 1 . .
    C C43a 0.2674(3) 0.5658(2) 0.53581(15) 0.0244(5) Uani d . 1 . .
    C C44 0.3415(3) 0.6436(2) 0.48904(16) 0.0281(5) Uani d . 1 . .
    C C45 0.3673(3) 0.5873(2) 0.39637(17) 0.0318(5) Uani d . 1 . .
    C C46 0.3155(3) 0.4537(2) 0.35030(17) 0.0316(5) Uani d . 1 . .
    C C47 0.2390(3) 0.3744(2) 0.39613(16) 0.0283(5) Uani d . 1 . .
    C C47a 0.2171(3) 0.4320(2) 0.48942(15) 0.0233(5) Uani d . 1 . .
    H H12A 0.3119 0.2371 0.8436 0.030 Uiso d R 1 . .
    H H12B 0.4492 0.1973 0.8907 0.030 Uiso d R 1 . .
    H H14A 0.5588 0.1295 1.1342 0.050 Uiso calc R 1 . .
    H H14B 0.4479 -0.0151 1.0769 0.050 Uiso calc R 1 . .
    H H14C 0.5079 0.0322 1.1902 0.050 Uiso calc R 1 . .
    H H151 0.0634 0.0994 1.2032 0.030 Uiso calc R 1 . .
    H H22A -0.0342 0.3780 1.1737 0.031 Uiso calc R 1 . .
    H H22B -0.2300 0.3035 1.1427 0.031 Uiso calc R 1 . .
    H H23A -0.2639 0.4958 1.1362 0.031 Uiso calc R 1 . .
    H H23B -0.0724 0.5418 1.1234 0.031 Uiso calc R 1 . .
    H H24 -0.3464 0.5416 0.9640 0.032 Uiso calc R 1 . .
    H H25 -0.4017 0.4310 0.7985 0.032 Uiso calc R 1 . .
    H H26 -0.3163 0.2409 0.7330 0.031 Uiso calc R 1 . .
    H H27 -0.1758 0.1572 0.8324 0.029 Uiso calc R 1 . .
    H H32A -0.1999 0.0644 0.2800 0.033 Uiso d R 1 . .
    H H32B -0.3076 -0.0337 0.3112 0.033 Uiso d R 1 . .
    H H34A -0.3197 -0.1357 0.5435 0.045 Uiso calc R 1 . .
    H H34B -0.4392 -0.0399 0.5741 0.045 Uiso calc R 1 . .
    H H34C -0.3667 -0.0986 0.6485 0.045 Uiso calc R 1 . .
    H H351 0.0520 0.1811 0.7307 0.030 Uiso calc R 1 . .
    H H42A 0.2907 0.4652 0.6905 0.032 Uiso calc R 1 . .
    H H42B 0.0951 0.4635 0.6846 0.032 Uiso calc R 1 . .
    H H43A 0.1303 0.6393 0.6403 0.034 Uiso calc R 1 . .
    H H43B 0.3258 0.6654 0.6826 0.034 Uiso calc R 1 . .
    H H44 0.3746 0.7351 0.5201 0.034 Uiso calc R 1 . .
    H H45 0.4206 0.6402 0.3642 0.038 Uiso calc R 1 . .
    H H46 0.3327 0.4161 0.2865 0.038 Uiso calc R 1 . .
    H H47 0.2026 0.2831 0.3644 0.034 Uiso calc R 1 . .
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    N11 C12 . 1.338(3) y
    C12 N13 . 1.355(3) y
    N13 C14 . 1.317(3) y
    C14 C15 . 1.418(3) y
    C15 C16 . 1.423(3) y
    C16 N11 . 1.343(3) y
    C12 N12 . 1.337(3) y
    C14 O14 . 1.345(2) y
    C16 N21 . 1.370(3) y
    C15 C151 . 1.439(3) y
    C151 O151 . 1.226(3) y
    N12 H12A . 0.86 no
    N12 H12B . 0.86 no
    O14 C141 . 1.438(3) no
    C141 H14A . 0.98 no
    C141 H14B . 0.98 no
    C141 H14C . 0.98 no
    C151 H151 . 0.95 no
    N21 C27a . 1.423(3) no
    N21 C22 . 1.481(3) no
    C22 C23 . 1.536(3) no
    C22 H22A . 0.99 no
    C22 H22B . 0.99 no
    C23 C23a . 1.502(3) no
    C23 H23A . 0.99 no
    C23 H23B . 0.99 no
    C23a C24 . 1.385(3) no
    C23a C27a . 1.395(3) no
    C24 C25 . 1.385(3) no
    C24 H24 . 0.95 no
    C25 C26 . 1.393(3) no
    C25 H25 . 0.95 no
    C26 C27 . 1.390(3) no
    C26 H26 . 0.95 no
    C27 C27a . 1.383(3) no
    C27 H27 . 0.95 no
    N31 C32 . 1.334(3) y
    C32 N33 . 1.355(3) y
    N33 C34 . 1.317(3) y
    C34 C35 . 1.417(3) y
    C35 C36 . 1.425(3) y
    C36 N31 . 1.345(3) y
    C32 N32 . 1.343(3) y
    C34 O34 . 1.344(2) y
    C36 N41 . 1.359(3) y
    C35 C351 . 1.440(3) y
    C351 O351 . 1.233(3) y
    N32 H32A . 0.86 no
    N32 H32B . 0.86 no
    O34 C341 . 1.438(3) no
    C341 H34A . 0.98 no
    C341 H34B . 0.98 no
    C341 H34C . 0.98 no
    C351 H351 . 0.95 no
    N41 C47a . 1.427(3) no
    N41 C42 . 1.479(3) no
    C42 C43 . 1.531(3) no
    C42 H42A . 0.99 no
    C42 H42B . 0.99 no
    C43 C43a . 1.502(3) no
    C43 H43A . 0.99 no
    C43 H43B . 0.99 no
    C43a C44 . 1.378(3) no
    C43a C47a . 1.391(3) no
    C44 C45 . 1.385(3) no
    C44 H44 . 0.95 no
    C45 C46 . 1.389(3) no
    C45 H45 . 0.95 no
    C46 C47 . 1.386(3) no
    C46 H46 . 0.95 no
    C47 C47a . 1.385(3) no
    C47 H47 . 0.95 no
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C12 N11 C16 . . 116.41(18) no
    N12 C12 N11 . . 117.39(18) no
    N12 C12 N13 . . 115.71(18) no
    N11 C12 N13 . . 126.88(19) no
    C12 N12 H12A . . 119.4 no
    C12 N12 H12B . . 115.1 no
    H12A N12 H12B . . 121.7 no
    C14 N13 C12 . . 115.09(18) no
    N13 C14 O14 . . 118.54(18) no
    N13 C14 C15 . . 125.00(19) no
    O14 C14 C15 . . 116.45(18) no
    C14 O14 C141 . . 116.64(17) no
    O14 C141 H14A . . 109.5 no
    O14 C141 H14B . . 109.5 no
    H14A C141 H14B . . 109.5 no
    O14 C141 H14C . . 109.5 no
    H14A C141 H14C . . 109.5 no
    H14B C141 H14C . . 109.5 no
    C14 C15 C16 . . 113.58(18) no
    C14 C15 C151 . . 118.31(18) no
    C16 C15 C151 . . 127.22(18) no
    O151 C151 C15 . . 127.6(2) no
    O151 C151 H151 . . 116.2 no
    C15 C151 H151 . . 116.2 no
    N11 C16 N21 . . 116.05(18) no
    N11 C16 C15 . . 122.28(18) no
    N21 C16 C15 . . 121.65(18) no
    C16 N21 C27a . . 123.53(17) no
    C16 N21 C22 . . 122.32(17) no
    C27a N21 C22 . . 107.93(16) no
    N21 C22 C23 . . 104.66(16) no
    N21 C22 H22A . . 110.8 no
    C23 C22 H22A . . 110.8 no
    N21 C22 H22B . . 110.8 no
    C23 C22 H22B . . 110.8 no
    H22A C22 H22B . . 108.9 no
    C23a C23 C22 . . 102.53(17) no
    C23a C23 H23A . . 111.3 no
    C22 C23 H23A . . 111.3 no
    C23a C23 H23B . . 111.3 no
    C22 C23 H23B . . 111.3 no
    H23A C23 H23B . . 109.2 no
    C24 C23a C27a . . 119.86(19) no
    C24 C23a C23 . . 130.4(2) no
    C27a C23a C23 . . 109.77(18) no
    C25 C24 C23a . . 119.2(2) no
    C25 C24 H24 . . 120.4 no
    C23a C24 H24 . . 120.4 no
    C24 C25 C26 . . 120.5(2) no
    C24 C25 H25 . . 119.7 no
    C26 C25 H25 . . 119.7 no
    C27 C26 C25 . . 120.8(2) no
    C27 C26 H26 . . 119.6 no
    C25 C26 H26 . . 119.6 no
    C27a C27 C26 . . 118.2(2) no
    C27a C27 H27 . . 120.9 no
    C26 C27 H27 . . 120.9 no
    C27 C27a C23a . . 121.49(19) no
    C27 C27a N21 . . 128.57(19) no
    C23a C27a N21 . . 109.85(18) no
    C32 N31 C36 . . 116.56(18) no
    N31 C32 N32 . . 117.36(19) no
    N31 C32 N33 . . 127.17(19) no
    N32 C32 N33 . . 115.39(18) no
    C32 N32 H32A . . 122.5 no
    C32 N32 H32B . . 115.5 no
    H32A N32 H32B . . 121.2 no
    C34 N33 C32 . . 114.80(18) no
    N33 C34 O34 . . 118.33(18) no
    N33 C34 C35 . . 124.76(19) no
    O34 C34 C35 . . 116.90(18) no
    C34 O34 C341 . . 116.86(17) no
    O34 C341 H34A . . 109.5 no
    O34 C341 H34B . . 109.5 no
    H34A C341 H34B . . 109.5 no
    O34 C341 H34C . . 109.5 no
    H34A C341 H34C . . 109.5 no
    H34B C341 H34C . . 109.5 no
    C34 C35 C36 . . 113.86(18) no
    C34 C35 C351 . . 117.54(18) no
    C36 C35 C351 . . 127.43(19) no
    O351 C351 C35 . . 127.1(2) no
    O351 C351 H351 . . 116.4 no
    C35 C351 H351 . . 116.4 no
    N31 C36 N41 . . 116.13(18) no
    N31 C36 C35 . . 121.61(19) no
    N41 C36 C35 . . 122.24(19) no
    C36 N41 C47a . . 126.13(17) no
    C36 N41 C42 . . 122.96(17) no
    C47a N41 C42 . . 108.67(16) no
    N41 C42 C43 . . 105.03(17) no
    N41 C42 H42A . . 110.7 no
    C43 C42 H42A . . 110.7 no
    N41 C42 H42B . . 110.7 no
    C43 C42 H42B . . 110.7 no
    H42A C42 H42B . . 108.8 no
    C43a C43 C42 . . 102.93(18) no
    C43a C43 H43A . . 111.2 no
    C42 C43 H43A . . 111.2 no
    C43a C43 H43B . . 111.2 no
    C42 C43 H43B . . 111.2 no
    H43A C43 H43B . . 109.1 no
    C44 C43a C47a . . 120.0(2) no
    C44 C43a C43 . . 129.7(2) no
    C47a C43a C43 . . 110.34(18) no
    C43a C44 C45 . . 119.4(2) no
    C43a C44 H44 . . 120.3 no
    C45 C44 H44 . . 120.3 no
    C44 C45 C46 . . 120.3(2) no
    C44 C45 H45 . . 119.9 no
    C46 C45 H45 . . 119.9 no
    C47 C46 C45 . . 120.9(2) no
    C47 C46 H46 . . 119.5 no
    C45 C46 H46 . . 119.5 no
    C47a C47 C46 . . 118.1(2) no
    C47a C47 H47 . . 120.9 no
    C46 C47 H47 . . 120.9 no
    C47 C47a C43a . . 121.3(2) no
    C47 C47a N41 . . 129.2(2) no
    C43a C47a N41 . . 109.34(18) no
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C16 N11 C12 N12 . . . . -174.35(18) no
    C16 N11 C12 N13 . . . . 3.6(3) no
    N12 C12 N13 C14 . . . . -178.88(18) no
    N11 C12 N13 C14 . . . . 3.2(3) no
    C12 N13 C14 O14 . . . . 176.52(18) no
    C12 N13 C14 C15 . . . . -4.0(3) no
    N13 C14 O14 C141 . . . . -8.1(3) no
    C15 C14 O14 C141 . . . . 172.34(19) no
    N13 C14 C15 C16 . . . . -1.5(3) no
    O14 C14 C15 C16 . . . . 177.98(18) no
    N13 C14 C15 C151 . . . . 168.4(2) no
    O14 C14 C15 C151 . . . . -12.1(3) no
    C14 C15 C151 O151 . . . . -168.9(2) no
    C16 C15 C151 O151 . . . . -0.5(4) no
    C12 N11 C16 N21 . . . . 168.48(18) no
    C12 N11 C16 C15 . . . . -9.7(3) no
    C14 C15 C16 N11 . . . . 8.7(3) no
    C151 C15 C16 N11 . . . . -160.1(2) no
    C14 C15 C16 N21 . . . . -169.37(19) no
    C151 C15 C16 N21 . . . . 21.8(3) no
    N11 C16 N21 C27a . . . . 9.2(3) no
    C15 C16 N21 C27a . . . . -172.59(19) no
    N11 C16 N21 C22 . . . . -139.7(2) no
    C15 C16 N21 C22 . . . . 38.5(3) no
    C16 N21 C22 C23 . . . . 131.9(2) no
    C27a N21 C22 C23 . . . . -21.2(2) no
    N21 C22 C23 C23a . . . . 22.3(2) no
    C22 C23 C23a C24 . . . . 164.2(2) no
    C22 C23 C23a C27a . . . . -16.4(2) no
    C27a C23a C24 C25 . . . . -0.4(3) no
    C23 C23a C24 C25 . . . . 178.9(2) no
    C23a C24 C25 C26 . . . . 0.3(3) no
    C24 C25 C26 C27 . . . . 0.3(3) no
    C25 C26 C27 C27a . . . . -0.6(3) no
    C26 C27 C27a C23a . . . . 0.5(3) no
    C26 C27 C27a N21 . . . . 176.66(19) no
    C24 C23a C27a C27 . . . . 0.0(3) no
    C23 C23a C27a C27 . . . . -179.43(18) no
    C24 C23a C27a N21 . . . . -176.79(18) no
    C23 C23a C27a N21 . . . . 3.7(2) no
    C16 N21 C27a C27 . . . . 42.2(3) no
    C22 N21 C27a C27 . . . . -165.2(2) no
    C16 N21 C27a C23a . . . . -141.3(2) no
    C22 N21 C27a C23a . . . . 11.4(2) no
    C36 N31 C32 N32 . . . . 178.75(18) no
    C36 N31 C32 N33 . . . . 2.0(3) no
    N31 C32 N33 C34 . . . . -7.0(3) no
    N32 C32 N33 C34 . . . . 176.19(18) no
    C32 N33 C34 O34 . . . . -176.69(17) no
    C32 N33 C34 C35 . . . . 1.7(3) no
    N33 C34 O34 C341 . . . . 0.7(3) no
    C35 C34 O34 C341 . . . . -177.80(18) no
    N33 C34 C35 C36 . . . . 7.3(3) no
    O34 C34 C35 C36 . . . . -174.29(18) no
    N33 C34 C35 C351 . . . . -161.2(2) no
    O34 C34 C35 C351 . . . . 17.1(3) no
    C34 C35 C351 O351 . . . . 158.1(2) no
    C36 C35 C351 O351 . . . . -8.7(4) no
    C32 N31 C36 N41 . . . . -170.04(18) no
    C32 N31 C36 C35 . . . . 8.4(3) no
    C34 C35 C36 N31 . . . . -12.5(3) no
    C351 C35 C36 N31 . . . . 154.7(2) no
    C34 C35 C36 N41 . . . . 165.82(19) no
    C351 C35 C36 N41 . . . . -27.0(3) no
    N31 C36 N41 C47a . . . . -7.9(3) no
    C35 C36 N41 C47a . . . . 173.67(19) no
    N31 C36 N41 C42 . . . . 153.14(19) no
    C35 C36 N41 C42 . . . . -25.3(3) no
    C36 N41 C42 C43 . . . . -146.42(19) no
    C47a N41 C42 C43 . . . . 17.5(2) no
    N41 C42 C43 C43a . . . . -18.8(2) no
    C42 C43 C43a C44 . . . . -165.3(2) no
    C42 C43 C43a C47a . . . . 14.4(2) no
    C47a C43a C44 C45 . . . . -0.9(3) no
    C43 C43a C44 C45 . . . . 178.8(2) no
    C43a C44 C45 C46 . . . . 1.4(3) no
    C44 C45 C46 C47 . . . . -0.7(4) no
    C45 C46 C47 C47a . . . . -0.6(3) no
    C46 C47 C47a C43a . . . . 1.1(3) no
    C46 C47 C47a N41 . . . . -174.2(2) no
    C44 C43a C47a C47 . . . . -0.4(3) no
    C43 C43a C47a C47 . . . . 179.89(19) no
    C44 C43a C47a N41 . . . . 175.77(19) no
    C43 C43a C47a N41 . . . . -3.9(2) no
    C36 N41 C47a C47 . . . . -29.8(3) no
    C42 N41 C47a C47 . . . . 166.9(2) no
    C36 N41 C47a C43a . . . . 154.4(2) no
    C42 N41 C47a C43a . . . . -8.8(2) no
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    N12 H12A O351 . 0.86 2.13 2.952(2) 160 y
    N32 H32A O151 1_554 0.86 2.07 2.930(3) 175 y
    N12 H12B Cg2 1_655 0.86 2.61 3.294(4) 136 y
