#------------------------------------------------------------------------------ #$Date: 2023-01-04 13:32:36 +0000 (Wed, 04 Jan 2023) $ #$Revision: 280093 $ #$URL: svn://www.crystallography.net/cod/cif/4/51/94/4519437.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_4519437 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 '0.78(C13 H10), 0.22(C12 H8 S)' _chemical_formula_sum 'C12.78 H9.57 S0.22' _chemical_formula_weight 170.08 _chemical_name_systematic '9H-fluorene:dibenzo[b,d]thiophene 0.78:0.22' _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 8.2901(2) _cell_length_b 18.8144(5) _cell_length_c 5.7082(1) _cell_measurement_reflns_used 6820 _cell_measurement_temperature 150 _cell_measurement_theta_max 60.612 _cell_measurement_theta_min 5.074 _cell_volume 890.33(4) _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 0.984 _diffrn_measured_fraction_theta_max 0.988 _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 0.0309 _diffrn_reflns_av_unetI/netI 0.0197 _diffrn_reflns_Laue_measured_fraction_full 0.984 _diffrn_reflns_Laue_measured_fraction_max 0.988 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_number 7825 _diffrn_reflns_point_group_measured_fraction_full 0.984 _diffrn_reflns_point_group_measured_fraction_max 0.988 _diffrn_reflns_theta_full 53.594 _diffrn_reflns_theta_max 60.582 _diffrn_reflns_theta_min 7.053 _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 0.649 _exptl_absorpt_correction_T_max 0.5163 _exptl_absorpt_correction_T_min 0.4133 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1140 before and 0.0451 after correction. The Ratio of minimum to maximum transmission is 0.8005. 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 1.269 _exptl_crystal_description Plate _exptl_crystal_F_000 359 _exptl_crystal_recrystallization_method 'crystallized from MeOH' _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.07 _refine_diff_density_max 0.221 _refine_diff_density_min -0.144 _refine_diff_density_rms 0.032 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 68 _refine_ls_number_reflns 1047 _refine_ls_number_restraints 23 _refine_ls_restrained_S_all 1.100 _refine_ls_R_factor_all 0.0381 _refine_ls_R_factor_gt 0.0370 _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^)+(0.0524P)^2^+0.1831P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0989 _refine_ls_wR_factor_ref 0.1001 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 997 _reflns_number_total 1047 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file 01-22DBT_78FLU.cif _cod_data_source_block jw23152 _cod_database_code 4519437 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 C1 C 0.26757(10) 0.31350(5) 0.62171(15) 0.0285(2) Uani 1 1 d . U . . . C2 C 0.35288(10) 0.28903(4) 0.42544(15) 0.0266(2) Uani 1 1 d . . . . . C3 C 0.42279(11) 0.33738(5) 0.27125(17) 0.0341(3) Uani 1 1 d . . . . . H3 H 0.480821 0.321265 0.137935 0.041 Uiso 1 1 calc R U . . . C4 C 0.40625(13) 0.40957(5) 0.31567(19) 0.0403(3) Uani 1 1 d . . . . . H4 H 0.453648 0.443046 0.211821 0.048 Uiso 1 1 calc R U . . . C5 C 0.32106(13) 0.43352(5) 0.5105(2) 0.0413(3) Uani 1 1 d . . . . . H5 H 0.310962 0.483118 0.538068 0.050 Uiso 1 1 calc R U . . . C6 C 0.25080(12) 0.38574(5) 0.66484(18) 0.0367(3) Uani 1 1 d . . . . . H6 H 0.192347 0.402112 0.797429 0.044 Uiso 1 1 calc R U . . . S1 S 0.1964(8) 0.250000 0.8035(7) 0.0285(6) Uani 0.216(3) 2 d S TU P A 1 C7 C 0.1994(9) 0.250000 0.7589(9) 0.0308(7) Uani 0.784(3) 2 d S TU P A 2 H7A H 0.237841 0.250000 0.923099 0.037 Uiso 0.784(3) 2 calc R U P A 2 H7B H 0.079962 0.250000 0.757586 0.037 Uiso 0.784(3) 2 calc R U P A 2 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 C1 0.0276(4) 0.0323(5) 0.0256(4) 0.0005(3) -0.0026(3) 0.0015(3) C2 0.0225(4) 0.0313(5) 0.0260(4) 0.0001(3) -0.0029(3) 0.0006(3) C3 0.0310(5) 0.0391(5) 0.0323(5) 0.0041(4) 0.0023(4) -0.0019(4) C4 0.0407(5) 0.0354(5) 0.0449(6) 0.0105(4) -0.0032(4) -0.0056(4) C5 0.0467(6) 0.0283(5) 0.0488(6) 0.0001(4) -0.0082(5) 0.0018(4) C6 0.0400(5) 0.0351(5) 0.0348(5) -0.0050(4) -0.0027(4) 0.0057(4) S1 0.0348(8) 0.0282(8) 0.0226(14) 0.000 0.0051(10) 0.000 C7 0.0347(10) 0.0329(9) 0.0247(15) 0.000 0.0003(13) 0.000 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' 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 90.1(2) . . 8_555 yes S1 C1 C2 115.77(14) . . . yes S1 C1 C6 123.27(13) . . . yes C2 C1 C6 120.90(8) . . . no C2 C1 C7 109.72(18) . . . no S1 C1 C2 115.77(14) 8_555 . . yes C2 C1 C7 109.72(18) . . 8_555 no C6 C1 C7 129.36(19) . . . no S1 C1 C6 123.27(13) 8_555 . . yes C6 C1 C7 129.36(19) . . 8_555 no C1 C2 C3 120.03(8) . . . no C1 C2 C2 109.16(7) . . 8_555 no C2 C2 C3 130.80(8) 8_555 . . no C2 C3 C4 118.86(9) . . . no C3 C4 C5 120.83(9) . . . no C4 C5 C6 120.71(9) . . . no C1 C6 C5 118.68(9) . . . no C1 C7 C1 102.1(4) . . 8_555 no C2 C3 H3 121.00 . . . no C4 C3 H3 121.00 . . . no C3 C4 H4 120.00 . . . no C5 C4 H4 120.00 . . . no C4 C5 H5 120.00 . . . no C6 C5 H5 120.00 . . . no C1 C6 H6 121.00 . . . no C5 C6 H6 121.00 . . . no C1 C7 H7A 111.00 . . . no C1 C7 H7B 111.00 . . . no C1 C7 H7A 111.00 . . 8_555 no C1 C7 H7B 111.00 . . 8_555 no H7A C7 H7B 109.00 . . . no C1 C7 H7A 111.00 8_555 . . no H7A C7 H7B 109.00 . . 8_555 no C1 C7 H7B 111.00 8_555 . . no H7A C7 H7B 109.00 8_555 . . no C1 C7 H7A 111.00 8_555 . 8_555 no C1 C7 H7B 111.00 8_555 . 8_555 no H7A C7 H7B 109.00 8_555 . 8_555 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 1.689(3) . . yes S1 C1 1.689(3) . 8_555 yes C1 C2 1.4026(12) . . no C1 C6 1.3883(13) . . no C1 C7 1.536(4) . . no C1 C7 1.536(4) . 8_555 no C2 C3 1.3921(12) . . no C2 C2 1.4687(11) . 8_555 no C3 C4 1.3885(13) . . no C4 C5 1.3924(15) . . no C5 C6 1.3869(14) . . no C3 H3 0.9500 . . no C4 H4 0.9500 . . no C5 H5 0.9500 . . no C6 H6 0.9500 . . no C7 H7A 0.9900 . . no C7 H7B 0.9900 . . no C7 H7A 0.9900 . 8_555 no C7 H7B 0.9900 . 8_555 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 C6 C1 C2 C3 0.30(13) . . . . no C6 C1 C2 C2 179.33(8) . . . 8_555 no C7 C1 C2 C3 178.6(3) . . . . no C7 C1 C2 C2 -2.4(3) . . . 8_555 no C7 C1 C2 C3 178.6(3) 8_555 . . . no C2 C1 C6 C5 -0.39(14) . . . . no C7 C1 C6 C5 -178.3(3) . . . . no C7 C1 C6 C5 -178.3(3) 8_555 . . . no C2 C1 C7 C1 3.6(4) . . . 8_555 no C6 C1 C7 C1 -178.33(14) . . . 8_555 no C1 C2 C3 C4 -0.03(14) . . . . no C2 C2 C3 C4 -178.83(9) 8_555 . . . no C1 C2 C2 C1 0.00(11) . . 8_555 8_555 no C1 C2 C2 C3 -178.90(9) . . 8_555 8_555 no C3 C2 C2 C1 178.90(9) . . 8_555 8_555 no C3 C2 C2 C3 0.00(16) . . 8_555 8_555 no C2 C3 C4 C5 -0.14(15) . . . . no C3 C4 C5 C6 0.03(17) . . . . no C4 C5 C6 C1 0.23(16) . . . . no _cod_database_fobs_code 4519437