#------------------------------------------------------------------------------ #$Date: 2023-01-04 13:34:53 +0000 (Wed, 04 Jan 2023) $ #$Revision: 280101 $ #$URL: svn://www.crystallography.net/cod/cif/4/51/94/4519445.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_4519445 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 ; 0.45(C13 H10), 0.32(C12 H8 S), 0.23(C12 H8 O) ; _chemical_formula_sum 'C12.45 H8.91 O0.23 S0.32' _chemical_formula_weight 172.46 _chemical_name_systematic ; 9H-fluorene:dibenzo[b,d]thiophene:dibenzo[b,d]furan 0.45:0.32:0.23 ; _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 8.0589(2) _cell_length_b 18.8454(4) _cell_length_c 5.7503(1) _cell_measurement_reflns_used 4085 _cell_measurement_temperature 100 _cell_measurement_theta_max 71.852 _cell_measurement_theta_min 4.693 _cell_volume 873.32(3) _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 100 _diffrn_detector 'CCD area detector' _diffrn_detector_area_resol_mean 8.3 _diffrn_detector_type 'Bruker APEX2 CCD' _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.998 _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 0.0186 _diffrn_reflns_av_unetI/netI 0.0087 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_number 9399 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 71.878 _diffrn_reflns_theta_min 4.693 _diffrn_source 'Microfocus Source' _diffrn_source_current 0.65 _diffrn_source_power 0.029126 _diffrn_source_target Cu _diffrn_source_type 'Incoatec I\mS High Brilliance Microsource' _diffrn_source_voltage 44.81 _exptl_absorpt_coefficient_mu 1.275 _exptl_absorpt_correction_T_max 0.5228 _exptl_absorpt_correction_T_min 0.4459 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1535 before and 0.0320 after correction. The Ratio of minimum to maximum transmission is 0.8529. 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 1.312 _exptl_crystal_description plate _exptl_crystal_F_000 362 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.303 _refine_diff_density_min -0.251 _refine_diff_density_rms 0.038 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 76 _refine_ls_number_reflns 879 _refine_ls_number_restraints 19 _refine_ls_restrained_S_all 1.075 _refine_ls_R_factor_all 0.0355 _refine_ls_R_factor_gt 0.0347 _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^)+(0.0497P)^2^+0.3144P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0936 _refine_ls_wR_factor_ref 0.0945 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 847 _reflns_number_total 879 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file 09-DBT_DBF_FLU.cif _cod_data_source_block dbt_dbf_flu _cod_database_code 4519445 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 C1 C 0.27350(14) 0.31306(6) 0.6231(2) 0.0264(3) Uani 1 1 d . . . . . C2 C 0.35584(13) 0.28907(6) 0.4240(2) 0.0244(3) Uani 1 1 d . . . . . C3 C 0.42267(14) 0.33765(7) 0.2689(2) 0.0295(3) Uani 1 1 d . . . . . H3 H 0.479040 0.321927 0.133232 0.035 Uiso 1 1 calc R U . . . C4 C 0.40594(16) 0.40931(7) 0.3148(2) 0.0352(4) Uani 1 1 d . . . . . H4 H 0.451667 0.442930 0.209669 0.042 Uiso 1 1 calc R U . . . C5 C 0.32332(16) 0.43291(6) 0.5122(2) 0.0361(4) Uani 1 1 d . . . . . H5 H 0.313226 0.482418 0.539963 0.043 Uiso 1 1 calc R U . . . C6 C 0.25561(16) 0.38542(7) 0.6687(2) 0.0336(3) Uani 1 1 d . . . . . H6 H 0.198576 0.401522 0.803272 0.040 Uiso 1 1 calc R U . . . S1 S 0.2005(9) 0.250000 0.8107(13) 0.0193(9) Uani 0.321(12) 2 d S TU P A 1 C7 C 0.206(3) 0.250000 0.766(4) 0.022(2) Uani 0.46(2) 2 d S TU P A 2 H7A H 0.249917 0.249999 0.927015 0.026 Uiso 0.46(2) 2 calc R U P A 2 H7B H 0.082809 0.250000 0.771533 0.026 Uiso 0.46(2) 2 calc R U P A 2 O1 O 0.218(3) 0.250000 0.746(5) 0.022(2) Uani 0.22(3) 2 d S TU P A 3 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 0.0247(6) 0.0301(7) 0.0243(6) 0.0024(5) -0.0026(4) 0.0005(4) C2 0.0219(5) 0.0259(7) 0.0255(6) -0.0015(4) -0.0031(4) 0.0016(4) C3 0.0267(6) 0.0350(7) 0.0269(6) 0.0027(5) 0.0011(4) -0.0005(5) C4 0.0338(7) 0.0305(7) 0.0414(7) 0.0106(5) -0.0068(5) -0.0052(5) C5 0.0389(7) 0.0215(6) 0.0480(8) -0.0028(5) -0.0134(6) 0.0033(5) C6 0.0334(7) 0.0360(7) 0.0312(6) -0.0090(5) -0.0054(5) 0.0084(5) S1 0.0274(11) 0.0173(9) 0.013(2) 0.000 0.0080(13) 0.000 C7 0.028(3) 0.025(3) 0.011(5) 0.000 0.008(3) 0.000 O1 0.026(3) 0.028(3) 0.012(5) 0.000 0.008(3) 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 0.0181 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' O O 0.0492 0.0322 '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 C2 C1 S1 117.1(2) . . C2 C1 C7 110.8(6) . . C2 C1 O1 106.3(10) . . C6 C1 C2 121.23(11) . . C6 C1 S1 121.7(2) . . C6 C1 C7 127.9(6) . . C6 C1 O1 132.5(10) . . C1 C2 C2 108.86(7) . 7_565 C3 C2 C1 119.83(11) . . C3 C2 C2 131.30(7) . 7_565 C2 C3 H3 120.5 . . C4 C3 C2 118.95(12) . . C4 C3 H3 120.5 . . C3 C4 H4 119.5 . . C3 C4 C5 121.03(12) . . C5 C4 H4 119.5 . . C4 C5 H5 119.5 . . C6 C5 C4 120.94(12) . . C6 C5 H5 119.5 . . C1 C6 H6 121.0 . . C5 C6 C1 118.02(12) . . C5 C6 H6 121.0 . . C1 S1 C1 88.1(4) 7_565 . C1 C7 C1 100.4(12) 7_565 . C1 C7 H7A 111.7 7_565 . C1 C7 H7A 111.7 . . C1 C7 H7B 111.7 . . C1 C7 H7B 111.7 7_565 . H7A C7 H7B 109.5 . . C1 O1 C1 109.7(19) 7_565 . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 C1 C2 1.3983(16) . C1 C6 1.3961(17) . C1 S1 1.709(5) . C1 C7 1.546(14) . C1 O1 1.453(17) . C2 C2 1.473(2) 7_565 C2 C3 1.3871(16) . C3 H3 0.9500 . C3 C4 1.3826(18) . C4 H4 0.9500 . C4 C5 1.389(2) . C5 H5 0.9500 . C5 C6 1.381(2) . C6 H6 0.9500 . C7 H7A 0.9900 . C7 H7B 0.9900 . 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 C1 C2 C3 C4 -0.12(17) . . . . C2 C1 C6 C5 -0.67(18) . . . . C2 C1 S1 C1 -1.6(4) . . . 7_565 C2 C1 C7 C1 3.5(16) . . . 7_565 C2 C1 O1 C1 2.2(17) . . . 7_565 C2 C2 C3 C4 -179.01(7) 7_565 . . . C2 C3 C4 C5 -0.21(18) . . . . C3 C4 C5 C6 0.09(19) . . . . C4 C5 C6 C1 0.34(19) . . . . C6 C1 C2 C2 179.68(9) . . . 7_565 C6 C1 C2 C3 0.56(17) . . . . C6 C1 S1 C1 179.94(12) . . . 7_565 C6 C1 C7 C1 -178.7(4) . . . 7_565 C6 C1 O1 C1 -179.0(5) . . . 7_565 S1 C1 C2 C2 1.2(3) . . . 7_565 S1 C1 C2 C3 -177.9(3) . . . . S1 C1 C6 C5 177.7(3) . . . . C7 C1 C2 C2 -2.4(11) . . . 7_565 C7 C1 C2 C3 178.5(11) . . . . C7 C1 C6 C5 -178.2(13) . . . . O1 C1 C2 C2 -1.3(11) . . . 7_565 O1 C1 C2 C3 179.6(10) . . . . O1 C1 C6 C5 -179.4(14) . . . . _cod_database_fobs_code 4519445