#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/48/2004876.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_2004876 loop_ _publ_author_name 'Parvez, M.' 'Mesher, S. T. E.' 'Clark, P. D.' _publ_section_title ; 2,3,6,7-Tetrakis(methylthio)benzo[b]thiophene ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1248 _journal_page_last 1250 _journal_paper_doi 10.1107/S0108270195015630 _journal_volume 52 _journal_year 1996 _chemical_formula_analytical 'C12 H14 S5' _chemical_formula_moiety 'C12 H14 S5' _chemical_formula_structural 'C12 H14 S5' _chemical_formula_sum 'C12 H14 S5' _chemical_formula_weight 318.54 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90 _cell_angle_beta 96.03(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.131(3) _cell_length_b 7.5410(10) _cell_length_c 14.758(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 170 _cell_measurement_theta_max 15.0 _cell_measurement_theta_min 10.0 _cell_volume 1453.3(5) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1994)' _computing_publication_material TEXSAN _computing_structure_refinement TEXSAN _computing_structure_solution 'SAPI91 (Fan, 1991)' _diffrn_ambient_temperature 170 _diffrn_measurement_device 'Rigaku AFC-6S' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 2910 _diffrn_reflns_theta_max 25.0 _diffrn_reflns_theta_min 2.0 _diffrn_standards_decay_% 4.4 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.772 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.620 _exptl_absorpt_correction_type 'empirical via \y scan (North, Phillips & Mathews, 1968)' _exptl_absorpt_process_details ' psi-scan of 3 reflections ' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.456 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 664 _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.72 _refine_diff_density_min -0.51 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 2.838 _refine_ls_hydrogen_treatment 'H atoms riding with C---H 0.95\%A' _refine_ls_matrix_type full _refine_ls_number_parameters 154 _refine_ls_number_reflns 1365 _refine_ls_number_restraints 0 _refine_ls_R_factor_obs 0.0638 _refine_ls_shift/esd_max 0.0248 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.015(Fo^2^)]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.0641 _reflns_number_observed 1365 _reflns_number_total 2785 _reflns_observed_criterion I>3.0\s(I) _cod_data_source_file fg1108.cif _cod_data_source_block fg1108 _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(Fo) + 0.015(Fo^2^)]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo) + 0.015(Fo^2^)]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1453.3(4) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2004876 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' 1/2-x,1/2+y,1/2-z ' -x, -y, -z' 1/2+x,1/2-y,1/2+z 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 S1 0.0350(10) 0.0380(10) 0.0360(10) -0.0010(10) 0.0040(10) 0.0090(10) S2 0.066(2) 0.078(2) 0.0280(10) 0.020(2) 0.0010(10) 0.0130(10) S3 0.0300(10) 0.044(2) 0.057(2) 0.0060(10) -0.0050(10) -0.0140(10) S4 0.0350(10) 0.0430(10) 0.0280(10) -0.0070(10) -0.0030(10) 0.0100(10) S5 0.0280(10) 0.0370(10) 0.0410(10) -0.0040(10) 0.0060(10) 0.0050(10) C2 0.029(5) 0.034(5) 0.028(5) 0.009(4) 0.002(4) -0.003(4) C3 0.026(5) 0.031(5) 0.033(5) 0.013(4) 0.002(4) 0.001(4) C4a 0.030(5) 0.026(5) 0.037(5) 0.001(4) -0.001(4) -0.002(4) C4 0.034(5) 0.025(5) 0.052(6) 0.010(4) 0.022(5) 0.010(5) C5 0.021(4) 0.035(6) 0.050(6) -0.012(4) 0.009(4) -0.018(5) C6 0.029(5) 0.032(5) 0.018(4) 0.008(4) 0.002(4) 0.003(4) C7 0.026(5) 0.029(5) 0.031(5) 0.001(4) 0.002(4) -0.004(4) C7a 0.035(5) 0.037(5) 0.023(5) 0.012(5) 0.009(4) 0.007(5) C8 0.087(9) 0.066(8) 0.055(7) 0.021(7) 0.035(6) 0.035(7) C9 0.044(6) 0.044(6) 0.059(7) 0.008(5) 0.000(5) -0.008(6) C10 0.068(7) 0.054(7) 0.029(5) -0.002(6) 0.007(5) 0.013(5) C11 0.047(6) 0.042(6) 0.058(7) -0.005(5) 0.006(5) -0.008(5) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type S1 .0698(2) -0.1934(3) .4565(2) .0362(7) Uij S2 .1843(2) -0.1592(4) .6494(2) .0575(9) Uij S3 .3154(2) .1576(3) .5569(2) .0443(8) Uij S4 .0433(2) .0689(3) .1068(2) .0355(7) Uij S5 -.0426(2) -0.1995(3) .2434(2) .0350(7) Uij C2 .1606(6) -.0929(11) .5363(5) .030(3) Uij C3 .2111(6) .0395(11) .4982(6) .030(3) Uij C4a .1799(6) .0688(12) .4029(6) .031(3) Uij C4 .2133(7) .1846(12) .3415(6) .036(3) Uij C5 .1756(6) .1858(12) .2550(6) .035(3) Uij C6 .0992(6) .0701(11) .2208(5) .026(2) Uij C7 .0606(6) -.0530(11) .2801(6) .029(2) Uij C7a .1028(7) -.0513(12) .3721(6) .031(3) Uij C8 .0810(9) -0.3182(15) .6577(7) .067(4) Uij C9 .2527(7) .3571(13) .5882(7) .049(3) Uij C10 .1200(8) .2245(13) .0537(6) .050(3) Uij C11 .0254(8) -0.3734(13) .1896(7) .049(3) Uij H41 .2654 .2671 .3616 .0433 Uij H51 .2017 .2690 .2149 .0419 Uij H81 .0169 -0.2609 .6434 .0809 Uij H82 .0874 -0.4127 .6161 .0809 Uij H83 .0850 -0.3639 .7180 .0809 Uij H91 .3015 .4338 .6200 .0593 Uij H92 .2224 .4147 .5348 .0593 Uij H93 .2011 .3281 .6263 .0593 Uij H101 .1893 .1862 .0605 .0602 Uij H102 .0964 .2332 -0.0092 .0602 Uij H103 .1153 .3373 .0817 .0602 Uij H111 -0.0215 -0.4630 .1673 .0585 Uij H112 .0575 -0.3248 .1404 .0585 Uij H113 .0760 -0.4233 .2329 .0585 Uij loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.003 0.002 'International Tables' H 0.000 0.000 'International Tables' S 0.125 0.123 'International Tables' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C2 S1 C7a 90.7(4) yes C2 S2 C8 101.2(5) yes C3 S3 C9 101.2(4) yes C6 S4 C10 102.6(4) yes C7 S5 C11 100.8(4) yes S1 C2 S2 124.0(5) yes S1 C2 C3 111.5(6) yes S2 C2 C3 124.4(7) yes S3 C3 C2 123.5(7) yes S3 C3 C4a 121.6(7) yes C2 C3 C4a 114.7(8) yes C3 C4a C4 132.0(9) yes C3 C4a C7a 109.9(8) yes C4 C4a C7a 118.1(8) no C4a C4 C5 122.2(9) no C4 C5 C6 122.2(9) no S4 C6 C5 124.4(7) yes S4 C6 C7 116.7(7) yes C5 C6 C7 118.9(8) no S5 C7 C6 122.0(6) yes S5 C7 C7a 120.4(7) yes C6 C7 C7a 117.5(8) no S1 C7a C4a 113.2(6) yes S1 C7a C7 125.7(7) yes C4a C7a C7 121.1(8) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag S1 C2 1.757(9) yes S1 C7a 1.733(8) yes S2 C2 1.739(8) yes S2 C8 1.824(12) yes S3 C3 1.780(9) yes S3 C9 1.798(9) yes S4 C6 1.763(8) yes S4 C10 1.781(10) yes S5 C7 1.787(9) yes S5 C11 1.816(10) yes C2 C3 1.353(12) yes C3 C4a 1.440(12) yes C4a C4 1.363(13) no C4a C7a 1.399(12) no C4 C5 1.319(13) no C5 C6 1.384(12) no C6 C7 1.408(12) no C7 C7a 1.410(11) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 101700305