#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/10/2011098.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_2011098 loop_ _publ_author_name 'Steiner, Thomas' _publ_section_title ; S---H···S hydrogen-bond chain in thiosalicylic acid ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 876 _journal_page_last 877 _journal_paper_doi 10.1107/S0108270100005898 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C7 H6 O2 S' _chemical_formula_sum 'C7 H6 O2 S' _chemical_formula_weight 154.18 _chemical_name_common 'thiosalicylic acid' _chemical_name_systematic ; 2-mercaptobenzoic acid ; _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' _cell_angle_alpha 90.00 _cell_angle_beta 100.69(7) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.856(7) _cell_length_b 5.963(5) _cell_length_c 14.940(11) _cell_measurement_reflns_used 34 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 16.2 _cell_measurement_theta_min 7.2 _cell_volume 687.7(10) _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1986)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Stoe four circle diffractometer' _diffrn_measurement_method \w-scans _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 .0432 _diffrn_reflns_av_sigmaI/netI .0458 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 1692 _diffrn_reflns_theta_full 27.50 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 2.64 _diffrn_standards_decay_% 5 _diffrn_standards_interval_time 90 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .396 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.489 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 320 _exptl_crystal_size_max .25 _exptl_crystal_size_mid .20 _exptl_crystal_size_min .03 _refine_diff_density_max .530 _refine_diff_density_min -.303 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 103 _refine_ls_number_reflns 1580 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.026 _refine_ls_R_factor_all .0810 _refine_ls_R_factor_gt .0567 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.1042P)^2^+0.1754P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1710 _reflns_number_gt 1188 _reflns_number_total 1580 _reflns_threshold_expression I>2\s(I) _cod_data_source_file de1138.cif _cod_data_source_block I _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2011098 _cod_database_fobs_code 2011098 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 S1 .51689(9) .11696(13) .16353(5) .0462(3) Uani d . 1 . . S H1 .495(6) .301(8) .206(3) .089(14) Uiso d . 1 . . H O1 .5120(3) -.2870(4) .07396(16) .0513(6) Uani d . 1 . . O O2 .2759(3) -.4588(4) .00178(18) .0567(7) Uani d . 1 . . O H2 .355(7) -.542(11) -.021(3) .108(18) Uiso d . 1 . . H C1 .2377(3) -.1588(5) .09739(18) .0364(6) Uani d . 1 . . C C2 .2970(3) .0356(5) .14519(18) .0368(6) Uani d . 1 . . C C3 .1783(4) .1685(6) .1799(2) .0495(8) Uani d . 1 . . C H3 .2164 .2970 .2129 .072(12) Uiso calc R 1 . . H C4 .0063(4) .1121(6) .1661(2) .0516(8) Uani d . 1 . . C H4 -.0712 .2041 .1889 .056(10) Uiso calc R 1 . . H C5 -.0528(4) -.0779(6) .1191(2) .0501(8) Uani d . 1 . . C H5 -.1694 -.1161 .1106 .065(11) Uiso calc R 1 . . H C6 .0623(4) -.2121(6) .0845(2) .0437(7) Uani d . 1 . . C H6 .0221 -.3405 .0520 .057(10) Uiso calc R 1 . . H C7 .3548(4) -.3061(5) .05711(19) .0400(6) Uani d . 1 . . C 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 .0355(4) .0408(5) .0627(5) -.0039(3) .0104(3) -.0065(3) O1 .0319(10) .0506(13) .0726(14) -.0017(9) .0126(9) -.0245(11) O2 .0367(11) .0542(14) .0810(17) -.0036(10) .0160(11) -.0309(12) C1 .0335(13) .0366(14) .0406(13) .0022(11) .0104(10) -.0005(11) C2 .0323(13) .0387(14) .0401(13) .0018(11) .0088(10) .0001(11) C3 .0440(16) .0448(17) .0615(19) .0036(13) .0147(14) -.0144(14) C4 .0418(16) .056(2) .0611(19) .0086(14) .0199(14) -.0111(15) C5 .0329(14) .063(2) .0569(18) -.0003(13) .0139(12) -.0068(15) C6 .0347(14) .0460(16) .0515(16) -.0029(12) .0114(11) -.0088(13) C7 .0369(14) .0369(14) .0478(15) -.0007(12) .0122(11) -.0051(12) 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' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 '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 C2 S1 H1 95(2) C7 O2 H2 110(3) C6 C1 C2 119.2(3) C6 C1 C7 118.9(3) C2 C1 C7 121.9(2) C1 C2 C3 118.6(3) C1 C2 S1 122.1(2) C3 C2 S1 119.2(2) C4 C3 C2 120.9(3) C4 C3 H3 119.6 C2 C3 H3 119.6 C5 C4 C3 120.8(3) C5 C4 H4 119.6 C3 C4 H4 119.6 C4 C5 C6 119.3(3) C4 C5 H5 120.3 C6 C5 H5 120.3 C5 C6 C1 121.2(3) C5 C6 H6 119.4 C1 C6 H6 119.4 O1 C7 O2 122.7(3) O1 C7 C1 122.9(3) O2 C7 C1 114.4(3) 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 S1 C2 . 1.766(3) ? S1 H1 . 1.30(5) ? O1 C7 . 1.219(4) ? O2 C7 . 1.306(4) ? O2 H2 . .91(6) ? C1 C6 . 1.392(4) ? C1 C2 . 1.395(4) ? C1 C7 . 1.478(4) ? C2 C3 . 1.396(4) ? C3 C4 . 1.370(4) ? C3 H3 . .9300 ? C4 C5 . 1.368(5) ? C4 H4 . .9300 ? C5 C6 . 1.377(4) ? C5 H5 . .9300 ? C6 H6 . .9300 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA O2 H2 O1 3_645 .91(6) 1.75(6) 2.657(4) 174(5) S1 H1 S1 2_655 1.30(5) 2.72(5) 3.986(3) 164(3) C5 H5 O1 1_455 .93 2.66 3.584(5) 171 C6 H6 O2 3_545 .93 2.62 3.362(5) 137 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 C6 C1 C2 C3 1.1(4) C7 C1 C2 C3 178.9(3) C6 C1 C2 S1 -179.3(2) C7 C1 C2 S1 -1.5(4) C1 C2 C3 C4 -1.2(5) S1 C2 C3 C4 179.2(3) C2 C3 C4 C5 1.1(5) C3 C4 C5 C6 -.8(5) C4 C5 C6 C1 .7(5) C2 C1 C6 C5 -.8(5) C7 C1 C6 C5 -178.7(3) C6 C1 C7 O1 -171.1(3) C2 C1 C7 O1 11.1(5) C6 C1 C7 O2 9.0(4) C2 C1 C7 O2 -168.8(3) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 5248 2 PubChem 5443