data_4m250 _audit_creation_method SHELXL-97 _chemical_name_systematic ; (4-bromophenyl)(phenyl)methanone ; _chemical_name_common '4-bromobenzophenone' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H9 Br O' _chemical_formula_weight 261.11 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.124(2) _cell_length_b 14.646(3) _cell_length_c 6.1585(12) _cell_angle_alpha 90.00 _cell_angle_beta 97.38(3) _cell_angle_gamma 90.00 _cell_volume 1084.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 250(2) _cell_measurement_reflns_used 700 _cell_measurement_theta_min 10 _cell_measurement_theta_max 11 _exptl_crystal_description 'plate' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.599 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 520 _exptl_absorpt_coefficient_mu 3.758 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.235 _exptl_absorpt_correction_T_max 0.734 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction' _diffrn_measurement_method '\o scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8971 _diffrn_reflns_av_R_equivalents 0.1155 _diffrn_reflns_av_sigmaI/netI 0.0796 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.26 _diffrn_reflns_theta_max 32.19 _reflns_number_total 3514 _reflns_number_gt 1560 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Oxford Diffraction CrysAlis' _computing_cell_refinement 'Oxford Diffraction CrysAlis' _computing_data_reduction 'Oxford Diffraction CrysAlis' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'WinGX (Farrugia, 1999)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef ? _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3514 _refine_ls_number_parameters 137 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1091 _refine_ls_R_factor_gt 0.0693 _refine_ls_wR_factor_ref 0.2280 _refine_ls_wR_factor_gt 0.1875 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.96358(4) 0.36488(4) 1.14487(9) 0.1031(3) Uani 1 1 d . . . O1 O 0.5249(3) 0.3859(3) 0.3404(5) 0.0857(9) Uani 1 1 d . . . C1 C 0.5197(4) 0.3810(2) 0.5368(6) 0.0654(8) Uani 1 1 d . . . C1A C 0.6245(3) 0.3793(2) 0.6925(6) 0.0617(8) Uani 1 1 d . . . C2A C 0.6320(4) 0.3405(2) 0.9001(7) 0.0670(8) Uani 1 1 d . . . H2A H 0.5671 0.3171 0.9516 0.080 Uiso 1 1 calc R . . C3A C 0.7336(4) 0.3358(3) 1.0327(7) 0.0721(9) Uani 1 1 d . . . H3A H 0.7383 0.3088 1.1738 0.087 Uiso 1 1 calc R . . C4A C 0.8266(4) 0.3703(2) 0.9589(7) 0.0702(9) Uani 1 1 d . . . C5A C 0.8215(4) 0.4092(3) 0.7518(7) 0.0747(9) Uani 1 1 d . . . H5A H 0.8866 0.4327 0.7012 0.090 Uiso 1 1 calc R . . C6A C 0.7207(3) 0.4130(2) 0.6218(6) 0.0700(9) Uani 1 1 d . . . H6A H 0.7168 0.4394 0.4801 0.084 Uiso 1 1 calc R . . C1B C 0.4077(3) 0.3761(2) 0.6160(6) 0.0643(8) Uani 1 1 d . . . C2B C 0.3218(3) 0.3368(3) 0.4774(7) 0.0717(9) Uani 1 1 d . . . H2B H 0.3359 0.3108 0.3424 0.086 Uiso 1 1 calc R . . C3B C 0.2157(4) 0.3357(3) 0.5356(9) 0.0851(12) Uani 1 1 d . . . H3B H 0.1569 0.3079 0.4417 0.102 Uiso 1 1 calc R . . C4B C 0.1949(4) 0.3751(3) 0.7316(9) 0.0834(12) Uani 1 1 d . . . H4B H 0.1216 0.3756 0.7709 0.100 Uiso 1 1 calc R . . C5B C 0.2808(4) 0.4133(3) 0.8677(8) 0.0807(11) Uani 1 1 d . . . H5B H 0.2667 0.4399 1.0021 0.097 Uiso 1 1 calc R . . C6B C 0.3865(3) 0.4136(2) 0.8131(6) 0.0677(8) Uani 1 1 d . . . H6B H 0.4454 0.4396 0.9100 0.081 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0741(4) 0.1374(6) 0.0941(5) 0.0131(3) -0.0030(3) 0.0036(2) O1 0.085(2) 0.116(2) 0.0567(16) -0.0019(14) 0.0104(15) -0.0012(15) C1 0.079(2) 0.0623(16) 0.0550(18) 0.0008(14) 0.0100(16) 0.0015(15) C1A 0.0686(19) 0.0597(16) 0.0575(18) 0.0004(13) 0.0105(15) 0.0008(13) C2A 0.077(2) 0.0621(17) 0.063(2) -0.0009(14) 0.0157(17) 0.0011(15) C3A 0.084(2) 0.0718(19) 0.060(2) -0.0009(16) 0.0091(18) 0.0005(17) C4A 0.071(2) 0.076(2) 0.063(2) -0.0025(16) 0.0080(17) 0.0000(15) C5A 0.072(2) 0.078(2) 0.076(2) 0.0047(18) 0.0174(18) 0.0011(17) C6A 0.079(2) 0.0705(19) 0.063(2) 0.0058(16) 0.0179(17) 0.0008(16) C1B 0.075(2) 0.0588(16) 0.0582(18) -0.0017(13) 0.0058(16) 0.0027(14) C2B 0.076(2) 0.0711(19) 0.067(2) -0.0012(16) 0.0031(18) 0.0012(17) C3B 0.075(3) 0.084(2) 0.093(3) 0.007(2) -0.003(2) -0.0016(19) C4B 0.072(2) 0.090(3) 0.091(3) 0.010(2) 0.021(2) 0.0101(19) C5B 0.091(3) 0.073(2) 0.079(3) 0.0017(18) 0.016(2) 0.0121(19) C6B 0.078(2) 0.0644(17) 0.0607(19) -0.0028(15) 0.0087(16) 0.0025(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 C4A 1.894(5) . ? O1 C1 1.222(5) . ? C1 C1A 1.491(6) . ? C1 C1B 1.503(6) . ? C1A C6A 1.387(5) . ? C1A C2A 1.391(5) . ? C2A C3A 1.389(6) . ? C2A H2A 0.9500 . ? C3A C4A 1.366(6) . ? C3A H3A 0.9500 . ? C4A C5A 1.391(6) . ? C5A C6A 1.373(6) . ? C5A H5A 0.9500 . ? C6A H6A 0.9500 . ? C1B C2B 1.383(6) . ? C1B C6B 1.386(5) . ? C2B C3B 1.379(6) . ? C2B H2B 0.9500 . ? C3B C4B 1.390(7) . ? C3B H3B 0.9500 . ? C4B C5B 1.370(7) . ? C4B H4B 0.9500 . ? C5B C6B 1.365(6) . ? C5B H5B 0.9500 . ? C6B H6B 0.9500 . ? 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_3 _geom_angle_publ_flag O1 C1 C1A 119.3(4) . . ? O1 C1 C1B 119.2(4) . . ? C1A C1 C1B 121.4(3) . . ? C6A C1A C2A 118.4(4) . . ? C6A C1A C1 118.3(3) . . ? C2A C1A C1 123.2(3) . . ? C3A C2A C1A 120.6(4) . . ? C3A C2A H2A 119.7 . . ? C1A C2A H2A 119.7 . . ? C4A C3A C2A 119.6(4) . . ? C4A C3A H3A 120.2 . . ? C2A C3A H3A 120.2 . . ? C3A C4A C5A 121.0(4) . . ? C3A C4A Br1 118.7(3) . . ? C5A C4A Br1 120.3(3) . . ? C6A C5A C4A 118.9(4) . . ? C6A C5A H5A 120.5 . . ? C4A C5A H5A 120.5 . . ? C5A C6A C1A 121.5(4) . . ? C5A C6A H6A 119.2 . . ? C1A C6A H6A 119.2 . . ? C2B C1B C6B 119.7(4) . . ? C2B C1B C1 117.4(3) . . ? C6B C1B C1 122.8(3) . . ? C3B C2B C1B 119.9(4) . . ? C3B C2B H2B 120.1 . . ? C1B C2B H2B 120.1 . . ? C2B C3B C4B 120.0(4) . . ? C2B C3B H3B 120.0 . . ? C4B C3B H3B 120.0 . . ? C5B C4B C3B 119.4(4) . . ? C5B C4B H4B 120.3 . . ? C3B C4B H4B 120.3 . . ? C6B C5B C4B 121.0(4) . . ? C6B C5B H5B 119.5 . . ? C4B C5B H5B 119.5 . . ? C5B C6B C1B 120.0(4) . . ? C5B C6B H6B 120.0 . . ? C1B C6B H6B 120.0 . . ? _diffrn_measured_fraction_theta_max 0.917 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.410 _refine_diff_density_min -0.558 _refine_diff_density_rms 0.082