#------------------------------------------------------------------------------ #$Date: 2023-01-04 13:35:06 +0000 (Wed, 04 Jan 2023) $ #$Revision: 280102 $ #$URL: svn://www.crystallography.net/cod/cif/4/51/94/4519446.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4519446 loop_ _publ_author_name 'Norbert M. Villeneuve' 'Joshua Dickman' 'Thierry Maris' 'Graeme M. Day' 'James D. Wuest' _publ_section_title ; Seeking Rules Governing Mixed Molecular Crystallization ; _journal_name_full 'Crystal Growth & Design' _journal_page_first 273 _journal_page_last 288 _journal_paper_doi 10.1021/acs.cgd.2c00992 _journal_volume 23 _journal_year 2023 _chemical_formula_moiety 'C12 H8 S' _chemical_formula_sum 'C12 H8 S' _chemical_formula_weight 184.24 _chemical_name_common dibenzothiophene _chemical_name_systematic dibenzo[b,d]thiophene _space_group_crystal_system orthorhombic _space_group_IT_number 62 _space_group_name_Hall '-P 2ac 2n' _space_group_name_H-M_alt 'P n m a' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary dual _audit_creation_date 2021-05-06 _audit_creation_method ; Olex2 1.3 (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272) ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 8.0529(8) _cell_length_b 18.8619(17) _cell_length_c 5.8033(4) _cell_measurement_reflns_used 1254 _cell_measurement_temperature 100 _cell_measurement_theta_max 71.675 _cell_measurement_theta_min 4.689 _cell_volume 881.48(13) _computing_cell_refinement ; SAINT (2020) V8.40B; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_data_collection ; APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_data_reduction ; SAINT (2020) V8.40B; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_molecular_graphics 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2005b)' _computing_structure_solution 'XT (Sheldrick, 2015a)' _diffrn_ambient_temperature 100 _diffrn_detector 'CCD area detector' _diffrn_detector_area_resol_mean 8.3 _diffrn_detector_type 'Bruker APEX2 CCD' _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker Smart APEX' _diffrn_measurement_method '\w scans' _diffrn_radiation_collimation 'Focusing mirrors' _diffrn_radiation_monochromator 'Quazar MX Mirror Optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0569 _diffrn_reflns_av_unetI/netI 0.0500 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.989 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_number 5270 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.989 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 71.830 _diffrn_reflns_theta_min 4.689 _diffrn_source 'Microfocus Source' _diffrn_source_current 0.65 _diffrn_source_power 0.02912 _diffrn_source_target Cu _diffrn_source_type 'Incoatec I\mS High Brilliance Microsource' _diffrn_source_voltage 44.8 _exptl_absorpt_coefficient_mu 2.747 _exptl_absorpt_correction_T_max 0.5228 _exptl_absorpt_correction_T_min 0.3079 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1580 before and 0.0632 after correction. The Ratio of minimum to maximum transmission is 0.5889. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.388 _exptl_crystal_description Plate _exptl_crystal_F_000 384 _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.03 _refine_diff_density_max 0.314 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.065 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 77 _refine_ls_number_reflns 878 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.070 _refine_ls_R_factor_all 0.0471 _refine_ls_R_factor_gt 0.0427 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0578P)^2^+0.3396P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1074 _refine_ls_wR_factor_ref 0.1101 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 792 _reflns_number_total 878 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file 10-DBT_Pnma.cif _cod_data_source_block jw23262 _cod_database_code 4519446 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x+1/2, -y, z+1/2' 3 '-x, y+1/2, -z' 4 'x+1/2, -y+1/2, -z+1/2' 5 '-x, -y, -z' 6 'x-1/2, y, -z-1/2' 7 'x, -y-1/2, z' 8 '-x-1/2, y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.19251(8) 0.250000 0.20111(10) 0.0289(3) Uani 1 2 d S T P . . C1 C 0.2680(2) 0.31601(10) 0.3830(3) 0.0265(4) Uani 1 1 d . . . . . C2 C 0.3459(2) 0.28845(10) 0.5814(3) 0.0251(4) Uani 1 1 d . . . . . C3 C 0.4143(2) 0.33586(11) 0.7395(3) 0.0293(4) Uani 1 1 d . . . . . H3 H 0.468(3) 0.3190(13) 0.864(4) 0.030(6) Uiso 1 1 d . . . . . C4 C 0.4040(3) 0.40801(12) 0.6998(3) 0.0335(5) Uani 1 1 d . . . . . H4 H 0.450(3) 0.4369(16) 0.797(5) 0.042(7) Uiso 1 1 d . . . . . C5 C 0.3250(3) 0.43440(12) 0.5025(4) 0.0343(5) Uani 1 1 d . . . . . H5 H 0.317(3) 0.4816(17) 0.475(5) 0.039(7) Uiso 1 1 d . . . . . C6 C 0.2561(3) 0.38857(11) 0.3429(3) 0.0313(4) Uani 1 1 d . . . . . H6 H 0.199(3) 0.4055(14) 0.213(5) 0.035(6) Uiso 1 1 d . . . . . 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 S1 0.0379(4) 0.0325(4) 0.0164(4) 0.000 -0.0043(2) 0.000 C1 0.0284(9) 0.0341(10) 0.0170(9) -0.0014(7) 0.0024(7) 0.0006(7) C2 0.0258(9) 0.0333(11) 0.0162(8) 0.0004(7) 0.0031(6) 0.0007(7) C3 0.0319(10) 0.0373(11) 0.0187(8) -0.0014(7) -0.0005(7) -0.0014(8) C4 0.0383(10) 0.0352(11) 0.0271(10) -0.0089(7) 0.0032(7) -0.0047(8) C5 0.0421(11) 0.0279(11) 0.0329(10) -0.0006(8) 0.0068(8) 0.0013(8) C6 0.0371(10) 0.0344(10) 0.0223(8) 0.0045(8) 0.0032(8) 0.0035(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 S1 C1 91.25(12) 7_565 . C2 C1 S1 112.73(15) . . C6 C1 S1 125.29(14) . . C6 C1 C2 121.97(17) . . C1 C2 C2 111.63(11) . 7_565 C3 C2 C1 118.44(18) . . C3 C2 C2 129.89(11) . 7_565 C2 C3 H3 119.5(16) . . C4 C3 C2 119.85(18) . . C4 C3 H3 120.7(16) . . C3 C4 H4 118.9(19) . . C3 C4 C5 120.86(19) . . C5 C4 H4 120.2(19) . . C4 C5 H5 121.6(18) . . C6 C5 C4 120.5(2) . . C6 C5 H5 117.9(18) . . C1 C6 H6 120.1(16) . . C5 C6 C1 118.38(18) . . C5 C6 H6 121.5(16) . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 S1 C1 1.7418(18) 7_565 S1 C1 1.7418(18) . C1 C2 1.410(2) . C1 C6 1.392(3) . C2 C2 1.450(4) 7_565 C2 C3 1.395(3) . C3 H3 0.90(3) . C3 C4 1.383(3) . C4 H4 0.87(3) . C4 C5 1.401(3) . C5 H5 0.91(3) . C5 C6 1.383(3) . C6 H6 0.94(3) . 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 S1 C1 C2 C2 1.04(13) . . . 7_565 S1 C1 C2 C3 178.93(14) . . . . S1 C1 C6 C5 -178.91(15) . . . . C1 S1 C1 C2 -1.38(18) 7_565 . . . C1 S1 C1 C6 178.34(12) 7_565 . . . C1 C2 C3 C4 0.3(3) . . . . C2 C1 C6 C5 0.8(3) . . . . C2 C2 C3 C4 177.73(12) 7_565 . . . C2 C3 C4 C5 0.2(3) . . . . C3 C4 C5 C6 -0.2(3) . . . . C4 C5 C6 C1 -0.3(3) . . . . C6 C1 C2 C2 -178.69(14) . . . 7_565 C6 C1 C2 C3 -0.8(3) . . . . _cod_database_fobs_code 4519446