#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/23/2012303.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2012303 loop_ _publ_author_name 'Batsanov, Andrei S.' 'Howard, Judith A. K.' 'Marder, Todd B.' 'Robins, Edward G.' _publ_section_title ; Arene--perfluoroarene interactions in crystal engineering. 4. Hexafluorobenzene--trans-stilbene (1/1) ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1303 _journal_page_last 1305 _journal_paper_doi 10.1107/S0108270101013294 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C6 F6, C14 H12' _chemical_formula_moiety 'C6 F6, C14 H12' _chemical_formula_sum 'C20 H12 F6' _chemical_formula_weight 366.30 _chemical_name_systematic ; hexafluorobenzene--trans-stilbene (1/1) ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 107.09(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 11.401(3) _cell_length_b 6.118(2) _cell_length_c 12.262(4) _cell_measurement_reflns_used 369 _cell_measurement_temperature 120(2) _cell_measurement_theta_max 24.2 _cell_measurement_theta_min 10.2 _cell_volume 817.5(4) _computing_cell_refinement SMART _computing_data_collection 'SMART (Bruker, 1999)' _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'SHELXTL (Bruker, 1997)' _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 120(2) _diffrn_detector_area_resol_mean 8 _diffrn_measured_fraction_theta_full .997 _diffrn_measured_fraction_theta_max .997 _diffrn_measurement_device_type 'SMART 1K CCD area-detector' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .049 _diffrn_reflns_av_sigmaI/netI .040 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 4709 _diffrn_reflns_theta_full 25.35 _diffrn_reflns_theta_max 25.35 _diffrn_reflns_theta_min 1.87 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu .134 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.488 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 372 _exptl_crystal_size_max .30 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .06 _refine_diff_density_max .44 _refine_diff_density_min -.50 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.107 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 142 _refine_ls_number_reflns 1501 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.107 _refine_ls_R_factor_all .107 _refine_ls_R_factor_gt .0776 _refine_ls_shift/su_max .001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.069P)^2^+2.177P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .207 _reflns_number_gt 1125 _reflns_number_total 1501 _reflns_threshold_expression I>2\s(I) _cod_data_source_file bm1463.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2012303 _cod_database_fobs_code 2012303 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' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 .3941(3) .4501(6) .5970(3) .0293(9) Uani d . 1 . . C C2 .3226(3) .2752(7) .6122(3) .0317(9) Uani d . 1 . . C H2 .315(4) .143(8) .563(4) .046(12) Uiso d . 1 . . H C3 .2619(4) .2807(7) .6944(3) .0340(9) Uani d . 1 . . C H3 .210(4) .151(7) .704(3) .038(11) Uiso d . 1 . . H C4 .2694(3) .4634(7) .7625(3) .0343(9) Uani d . 1 . . C H4 .226(4) .473(7) .821(3) .037(11) Uiso d . 1 . . H C5 .3391(3) .6422(7) .7481(3) .0333(9) Uani d . 1 . . C H5 .343(4) .774(7) .798(4) .041(12) Uiso d . 1 . . H C6 .4013(3) .6356(7) .6662(3) .0317(9) Uani d . 1 . . C H6 .455(4) .759(7) .663(3) .031(10) Uiso d . 1 . . H C7 .4596(3) .4298(7) .5088(3) .0320(9) Uani d . 1 . . C H7 .443(4) .284(8) .458(4) .052(13) Uiso d . 1 . . H C8 .0128(4) .3535(8) .4202(3) .0427(11) Uani d . 1 . . C C9 .0752(4) .5457(8) .4346(3) .0420(11) Uani d . 1 . . C C10 .0627(4) .6928(7) .5141(4) .0444(11) Uani d . 1 . . C F1 .0240(3) .2090(7) .3421(3) .1042(16) Uani d . 1 . . F F2 .1500(3) .5884(7) .3707(3) .0932(15) Uani d . 1 . . F F3 .1249(3) .8817(5) .5263(4) .0995(16) Uani d . 1 . . F loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 .0243(18) .038(2) .0244(17) .0043(16) .0050(14) .0039(16) C2 .030(2) .030(2) .034(2) .0003(16) .0066(16) .0001(17) C3 .031(2) .034(2) .038(2) -.0014(17) .0099(17) .0072(17) C4 .029(2) .047(2) .0269(18) .0037(18) .0085(16) .0045(18) C5 .0267(19) .040(2) .032(2) -.0018(17) .0076(16) -.0089(18) C6 .0257(19) .034(2) .034(2) -.0044(17) .0068(15) .0030(17) C7 .032(2) .035(2) .0277(18) -.0018(16) .0068(15) .0005(17) C8 .034(2) .051(3) .036(2) .015(2) -.0013(18) -.019(2) C9 .026(2) .067(3) .035(2) .009(2) .0132(17) .018(2) C10 .029(2) .023(2) .067(3) -.0051(17) -.008(2) .005(2) F1 .078(2) .138(3) .073(2) .054(2) -.0149(17) -.071(2) F2 .0393(16) .184(4) .0660(19) .022(2) .0308(14) .064(2) F3 .0492(18) .0328(16) .177(4) -.0151(14) -.029(2) .019(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 C1 C6 . . 118.3(3) yes C2 C1 C7 . . 118.2(4) ? C6 C1 C7 . . 123.6(4) ? C3 C2 C1 . . 121.2(4) ? C3 C2 H2 . . 119(3) ? C1 C2 H2 . . 120(3) ? C2 C3 C4 . . 120.4(4) ? C2 C3 H3 . . 119(2) ? C4 C3 H3 . . 120(2) ? C3 C4 C5 . . 119.6(4) ? C3 C4 H4 . . 122(2) ? C5 C4 H4 . . 118(2) ? C6 C5 C4 . . 120.0(4) ? C6 C5 H5 . . 121(2) ? C4 C5 H5 . . 119(2) ? C5 C6 C1 . . 120.5(4) ? C5 C6 H6 . . 118(2) ? C1 C6 H6 . . 122(2) ? C7 C7 C1 3_666 . 125.9(5) yes C7 C7 H7 3_666 . 117(2) ? C1 C7 H7 . . 117(2) ? F1 C8 C9 . . 120.5(4) ? F1 C8 C10 . 3_566 119.6(5) ? C9 C8 C10 . 3_566 119.9(4) ? F2 C9 C8 . . 119.4(4) ? F2 C9 C10 . . 120.4(5) ? C8 C9 C10 . . 120.2(4) ? F3 C10 C9 . . 119.0(5) ? F3 C10 C8 . 3_566 121.1(5) ? C9 C10 C8 . 3_566 120.0(4) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 . 1.390(5) ? C1 C6 . 1.405(5) ? C1 C7 . 1.490(5) yes C2 C3 . 1.381(5) ? C2 H2 . 1.00(5) ? C3 C4 . 1.383(6) ? C3 H3 . 1.01(4) ? C4 C5 . 1.393(6) ? C4 H4 . .99(4) ? C5 C6 . 1.390(5) ? C5 H5 . 1.00(4) ? C6 H6 . .98(4) ? C7 C7 3_666 1.323(8) yes C7 H7 . 1.07(5) ? C8 F1 . 1.337(5) yes C8 C9 . 1.359(7) yes C8 C10 3_566 1.370(7) yes C9 F2 . 1.342(5) yes C9 C10 . 1.365(6) yes C10 F3 . 1.341(5) yes C10 C8 3_566 1.370(7) ? 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_site_symmetry_4 _geom_torsion C6 C1 C7 C7 3_666 6.7(7) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139058363