#------------------------------------------------------------------------------ #$Date: 2023-01-04 13:34:02 +0000 (Wed, 04 Jan 2023) $ #$Revision: 280098 $ #$URL: svn://www.crystallography.net/cod/cif/4/51/94/4519442.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_4519442 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 '0.62(C12 H8 S), 0.38(C12 H9 N)' _chemical_formula_sum 'C12 H8.38 N0.38 S0.62' _chemical_formula_weight 177.85 _chemical_name_systematic 'dibenzo[b,d]thiophene:9H-carbazole 0.62:0.38' _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 geom _atom_sites_solution_primary dual _audit_creation_date 2020-12-04 _audit_creation_method ; Olex2 1.3 (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226) ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.9749(3) _cell_length_b 18.9409(6) _cell_length_c 5.7813(2) _cell_measurement_reflns_used 7792 _cell_measurement_temperature 150 _cell_measurement_theta_max 60.600 _cell_measurement_theta_min 5.237 _cell_volume 873.28(5) _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 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2015b)' _computing_structure_solution 'XT (Sheldrick, 2015a)' _diffrn_ambient_temperature 150 _diffrn_detector 'CMOS Area detector' _diffrn_detector_area_resol_mean 10.42 _diffrn_detector_type 'Bruker CMOS Photon III ' _diffrn_measured_fraction_theta_full 0.990 _diffrn_measured_fraction_theta_max 0.991 _diffrn_measurement_device 'k-geometry diffractometer' _diffrn_measurement_device_type 'Bruker Venture Metaljet' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_collimation 'Focusing mirrors' _diffrn_radiation_monochromator 'Helios MX Mirror Optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Ga K\a' _diffrn_radiation_wavelength 1.34139 _diffrn_reflns_av_R_equivalents 0.0402 _diffrn_reflns_av_unetI/netI 0.0255 _diffrn_reflns_Laue_measured_fraction_full 0.990 _diffrn_reflns_Laue_measured_fraction_max 0.991 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_number 8887 _diffrn_reflns_point_group_measured_fraction_full 0.990 _diffrn_reflns_point_group_measured_fraction_max 0.991 _diffrn_reflns_theta_full 53.594 _diffrn_reflns_theta_max 60.612 _diffrn_reflns_theta_min 6.967 _diffrn_source 'Metal Jet' _diffrn_source_current 2.86 _diffrn_source_power 0.199914 _diffrn_source_target Ga _diffrn_source_type 'Gallium Liquid Metal Jet Source' _diffrn_source_voltage 69.9 _exptl_absorpt_coefficient_mu 1.278 _exptl_absorpt_correction_T_max 0.3107 _exptl_absorpt_correction_T_min 0.1780 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1075 before and 0.0638 after correction. The Ratio of minimum to maximum transmission is 0.5729. 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 1.353 _exptl_crystal_description Plate _exptl_crystal_F_000 372 _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _refine_diff_density_max 0.222 _refine_diff_density_min -0.144 _refine_diff_density_rms 0.031 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 68 _refine_ls_number_reflns 1026 _refine_ls_number_restraints 12 _refine_ls_restrained_S_all 1.090 _refine_ls_R_factor_all 0.0333 _refine_ls_R_factor_gt 0.0329 _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^)+(0.0362P)^2^+0.2077P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0871 _refine_ls_wR_factor_ref 0.0874 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 999 _reflns_number_total 1026 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file 06-62DBT_38CBZ.cif _cod_data_source_block jw23141 _cod_database_code 4519442 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,1/2-z 4 -x,1/2+y,-z 5 -x,-y,-z 6 1/2+x,y,1/2-z 7 1/2-x,1/2+y,1/2+z 8 x,1/2-y,z 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 0.20084(17) 0.250000 0.19467(17) 0.0365(3) Uani 0.625(4) 2 d S TU P A 1 N1 N 0.2178(11) 0.250000 0.2429(13) 0.0394(8) Uani 0.375(4) 2 d S TU P A 2 H1 H 0.162282 0.250000 0.111344 0.047 Uiso 0.375(4) 2 calc R U P A 2 C1 C 0.27407(13) 0.31409(6) 0.37635(19) 0.0397(3) Uani 1 1 d . U . . . C2 C 0.35338(13) 0.28845(5) 0.57632(18) 0.0368(3) Uani 1 1 d . . . . . C3 C 0.41973(14) 0.33661(6) 0.7342(2) 0.0441(3) Uani 1 1 d . . . . . H3 H 0.474567 0.320471 0.870124 0.053 Uiso 1 1 calc R U . . . C4 C 0.40480(17) 0.40814(7) 0.6906(2) 0.0530(4) Uani 1 1 d . . . . . H4 H 0.449939 0.441065 0.797790 0.064 Uiso 1 1 calc R U . . . C5 C 0.32499(17) 0.43259(7) 0.4929(2) 0.0549(4) Uani 1 1 d . . . . . H5 H 0.316399 0.481989 0.467040 0.066 Uiso 1 1 calc R U . . . C6 C 0.25813(17) 0.38651(7) 0.3339(2) 0.0498(3) Uani 1 1 d . . . . . H6 H 0.202763 0.403340 0.199278 0.060 Uiso 1 1 calc R U . . . 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 0.0455(4) 0.0349(3) 0.0292(5) 0.000 -0.0103(3) 0.000 N1 0.0431(14) 0.0420(13) 0.0332(15) 0.000 -0.0049(14) 0.000 C1 0.0402(5) 0.0421(6) 0.0368(5) -0.0001(4) 0.0017(4) 0.0021(4) C2 0.0360(5) 0.0389(6) 0.0354(5) 0.0002(4) 0.0011(4) 0.0008(4) C3 0.0425(6) 0.0482(6) 0.0415(5) -0.0056(5) -0.0015(4) -0.0017(5) C4 0.0544(7) 0.0445(6) 0.0601(8) -0.0141(5) 0.0079(6) -0.0062(5) C5 0.0613(7) 0.0360(6) 0.0673(8) 0.0013(6) 0.0150(6) 0.0034(5) C6 0.0542(7) 0.0465(7) 0.0488(6) 0.0093(5) 0.0067(5) 0.0102(5) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.2925 0.4295 '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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 S1 C1 90.58(7) . . 8_555 yes C1 N1 C1 107.4(5) . . 8_555 yes S1 C1 C2 114.48(9) . . . yes C2 C1 C6 121.62(10) . . . no N1 C1 C2 106.1(3) . . . yes S1 C1 C2 114.48(9) 8_555 . . yes N1 C1 C2 106.1(3) 8_555 . . yes N1 C1 C6 132.3(3) . . . yes S1 C1 C6 123.90(9) 8_555 . . yes N1 C1 C6 132.3(3) 8_555 . . yes S1 C1 C6 123.90(9) . . . yes C1 N1 H1 126.00 . . . no C1 N1 H1 126.00 . . 8_555 no C1 N1 H1 126.00 8_555 . . no C1 N1 H1 126.00 8_555 . 8_555 no C1 C2 C2 110.23(9) . . 8_555 no C1 C2 C3 118.91(9) . . . no C2 C2 C3 130.85(10) 8_555 . . no C2 C3 C4 119.26(10) . . . no C3 C4 C5 121.09(12) . . . no C4 C5 C6 121.10(12) . . . no C1 C6 C5 118.02(11) . . . no C2 C3 H3 120.00 . . . no C4 C3 H3 120.00 . . . no C3 C4 H4 119.00 . . . no C5 C4 H4 119.00 . . . no C6 C5 H5 119.00 . . . no C4 C5 H5 119.00 . . . no C1 C6 H6 121.00 . . . no C5 C6 H6 121.00 . . . no 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 S1 C1 1.7082(13) . . yes S1 C1 1.7082(13) . 8_555 yes N1 C1 1.507(5) . . yes N1 C1 1.507(5) . 8_555 yes C1 C6 1.3993(17) . . no N1 H1 0.8800 . . no C1 C2 1.4044(15) . . no N1 H1 0.8800 . 8_555 no C2 C2 1.4566(13) . 8_555 no C2 C3 1.3947(15) . . no C3 C4 1.3832(17) . . no C4 C5 1.3878(17) . . no C5 C6 1.3752(18) . . no C3 H3 0.9500 . . no C4 H4 0.9500 . . no C5 H5 0.9500 . . no C6 H6 0.9500 . . 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 S1 C1 C2 -0.40(11) 8_555 . . . no C1 S1 C1 C6 179.60(11) 8_555 . . . no S1 C1 C2 C3 179.08(10) . . . . no S1 C1 C2 C2 0.30(13) . . . 8_555 no C6 C1 C2 C3 -0.92(16) . . . . no C6 C1 C2 C2 -179.70(10) . . . 8_555 no S1 C1 C2 C3 179.08(10) 8_555 . . . no S1 C1 C6 C5 -179.04(11) . . . . no C2 C1 C6 C5 0.96(18) . . . . no S1 C1 C6 C5 -179.04(11) 8_555 . . . no C1 C2 C3 C4 0.41(16) . . . . no C2 C2 C3 C4 178.89(11) 8_555 . . . no C1 C2 C2 C1 0.00(12) . . 8_555 8_555 no C1 C2 C2 C3 178.58(11) . . 8_555 8_555 no C3 C2 C2 C1 -178.58(11) . . 8_555 8_555 no C3 C2 C2 C3 0.0(2) . . 8_555 8_555 no C2 C3 C4 C5 0.03(18) . . . . no C3 C4 C5 C6 0.0(2) . . . . no C4 C5 C6 C1 -0.50(19) . . . . no _cod_database_fobs_code 4519442