#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/03/2200342.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_2200342 loop_ _publ_author_name 'Tolhurst, Vicki-Anne' 'Ball, Rachel J.' 'Genge, Anthony R. J.' _publ_section_title ; 2,6-Bis(phenylthiomethyl)pyridine ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o392 _journal_page_last o393 _journal_paper_doi 10.1107/S1600536801005293 _journal_volume 57 _journal_year 2001 _chemical_formula_moiety 'C19 H17 N S2' _chemical_formula_sum 'C19 H17 N S2' _chemical_formula_weight 323.47 _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method 'from TEXRAY.INF file' _cell_angle_alpha 112.930(10) _cell_angle_beta 100.12(2) _cell_angle_gamma 102.370(10) _cell_formula_units_Z 2 _cell_length_a 10.165(2) _cell_length_b 10.365(2) _cell_length_c 9.053(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 150 _cell_measurement_theta_max 49.9 _cell_measurement_theta_min 45.2 _cell_volume 821.7(3) _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, 1992)' _computing_publication_material TEXSAN _computing_structure_refinement TEXSAN _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 150 _diffrn_measurement_device 'Rigaku AFC-7S' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .7107 _diffrn_reflns_av_R_equivalents .01 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 3073 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_min 2.14 _diffrn_standards_decay_% -1.29 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .319 _exptl_absorpt_correction_T_max .938 _exptl_absorpt_correction_T_min .883 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.307 _exptl_crystal_density_meas ? _exptl_crystal_description block _exptl_crystal_F_000 340 _exptl_crystal_size_max .3 _exptl_crystal_size_mid .3 _exptl_crystal_size_min .2 _refine_diff_density_max .25 _refine_diff_density_min -.31 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 3.021 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 199 _refine_ls_number_reflns 2487 _refine_ls_number_restraints 0 _refine_ls_R_factor_obs .0343 _refine_ls_shift/esd_max <0.001 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.008|F|^2^]' _refine_ls_weighting_scheme sigma _refine_ls_wR_factor_obs .0407 _reflns_number_observed 2487 _reflns_number_total 2894 _reflns_observed_criterion F>2\s(F) _cod_data_source_file tk6007.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_atom_site_thermal_displace_type' tag value 'Uij' was replaced with 'Uani' value 39 times. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z 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_cell_volume 821.6(3) _cod_database_code 2200342 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y, -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 S(1) .0385(3) .0253(3) .0326(3) .0132(2) .0067(2) .0125(2) S(2) .0358(3) .0361(3) .0475(4) .0099(3) .0088(3) .0268(3) N(1) .0284(9) .0199(9) .0248(9) .0021(7) .0019(7) .0101(7) C(1) .0320(10) .0220(10) .0300(10) .0049(9) .0065(9) .0113(9) C(2) .0270(10) .0210(10) .0250(10) .0009(9) .0006(9) .0098(9) C(3) .0310(10) .0280(10) .0400(10) .0064(9) .0060(10) .0210(10) C(4) .0330(10) .0340(10) .0420(10) .0056(10) .0060(10) .0270(10) C(5) .0310(10) .0330(10) .0320(10) .0040(10) .0058(10) .0180(10) C(6) .0270(10) .0230(10) .0230(10) .0012(9) .0013(9) .0091(9) C(7) .0350(10) .0260(10) .0320(10) .0046(9) .0058(10) .0118(10) C(11) .0320(10) .0250(10) .0300(10) .0052(9) .0098(9) .0174(9) C(12) .0400(10) .0280(10) .0300(10) .0050(10) .0130(10) .0129(10) C(13) .0400(10) .0400(10) .0310(10) -.0010(10) .0090(10) .0150(10) C(14) .0310(10) .054(2) .0360(10) .0020(10) .0070(10) .0250(10) C(15) .0350(10) .0440(10) .0460(10) .0120(10) .0130(10) .0280(10) C(16) .0350(10) .0280(10) .0360(10) .0086(10) .0090(10) .0176(10) C(21) .0280(10) .0320(10) .0390(10) .0100(9) .0076(10) .0200(10) C(22) .066(2) .040(2) .050(2) .0020(10) .0310(10) .0100(10) C(23) .063(2) .060(2) .055(2) .0080(10) .032(2) .029(2) C(24) .0330(10) .0420(10) .061(2) .0050(10) .0090(10) .0310(10) C(25) .047(2) .0360(10) .047(2) .0020(10) .0020(10) .0160(10) C(26) .0410(10) .0410(10) .0340(10) .0070(10) .0070(10) .0180(10) 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 _atom_site_calc_flag _atom_site_calc_attached_atom S(1) .56351(6) .65575(6) .34517(7) .0322(2) Uani no . S(2) .14211(6) 1.01495(6) .64662(8) .0377(2) Uani no . N(1) .4444(2) .9347(2) .6760(2) .0261(4) Uani no . C(1) .5986(2) .8310(2) .5255(3) .0292(6) Uani no . C(2) .5072(2) .8291(2) .6384(2) .0265(5) Uani no . C(3) .4910(2) .7260(2) .7034(3) .0326(6) Uani no . C(4) .4093(2) .7354(2) .8115(3) .0345(6) Uani no . C(5) .3454(2) .8454(2) .8528(3) .0324(6) Uani no . C(6) .3654(2) .9426(2) .7816(2) .0270(5) Uani no . C(7) .2973(2) 1.0617(2) .8179(3) .0327(6) Uani no . C(11) .3996(2) .6303(2) .2137(3) .0279(6) Uani no . C(12) .3443(2) .4962(2) .0675(3) .0331(6) Uani no . C(13) .2199(2) .4682(3) -.0478(3) .0399(7) Uani no . C(14) .1493(2) .5715(3) -.0211(3) .0410(7) Uani no . C(15) .2020(2) .7031(3) .1256(3) .0386(7) Uani no . C(16) .3273(2) .7333(2) .2433(3) .0323(6) Uani no . C(21) .0296(2) .8583(2) .6482(3) .0317(6) Uani no . C(22) -.0177(3) .8703(3) .7851(3) .0556(8) Uani no . C(23) -.1078(3) .7483(3) .7833(4) .0580(9) Uani no . C(24) -.1543(2) .6143(3) .6432(3) .0443(7) Uani no . C(25) -.1095(3) .6032(3) .5060(3) .0476(7) Uani no . C(26) -.0160(2) .7243(3) .5082(3) .0402(7) Uani no . H(1a) .5975 .9140 .4876 .0598 Uani yes C(1) H(1b) .6989 .8442 .5776 .0598 Uani yes C(1) H(3) .5480 .6388 .6717 .0598 Uani yes C(3) H(4) .3958 .6620 .8633 .0598 Uani yes C(4) H(5) .2788 .8532 .9248 .0598 Uani yes C(5) H(7a) .3671 1.1585 .8297 .0598 Uani yes C(7) H(7b) .2732 1.0852 .9335 .0598 Uani yes C(7) H(12) .3950 .4161 .0391 .0598 Uani yes C(12) H(13) .1886 .3668 -.1610 .0598 Uani yes C(13) H(14) .0506 .5415 -.1119 .0598 Uani yes C(14) H(15) .1511 .7920 .1619 .0598 Uani yes C(15) H(16) .3715 .8334 .3580 .0598 Uani yes C(16) H(22) .0000 .9746 .8789 .0598 Uani yes C(22) H(23) -.1277 .7579 .8907 .0598 Uani yes C(23) H(24) -.2276 .5214 .6390 .0598 Uani yes C(24) H(25) -.1395 .4988 .4056 .0598 Uani yes C(25) H(26) .0244 .7157 .4129 .0598 Uani yes C(26) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C .003 .002 'International Tables' H .000 .000 'International Tables' N .006 .003 'International Tables' S .125 .123 'International Tables' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 2 -3 1 2 -3 0 2 -3 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 C(1) S(1) C(11) 104.13(10) yes C(7) S(2) C(21) 100.90(10) yes C(2) N(1) C(6) 118.5(2) yes S(1) C(1) C(2) 115.10(10) yes N(1) C(2) C(1) 115.6(2) yes N(1) C(2) C(3) 122.3(2) yes C(1) C(2) C(3) 122.1(2) no C(2) C(3) C(4) 118.5(2) no C(3) C(4) C(5) 119.7(2) no C(4) C(5) C(6) 118.3(2) no N(1) C(6) C(5) 122.6(2) no N(1) C(6) C(7) 116.2(2) no C(5) C(6) C(7) 121.2(2) no S(2) C(7) C(6) 112.30(10) yes S(1) C(11) C(12) 115.4(2) no S(1) C(11) C(16) 125.0(2) no C(12) C(11) C(16) 119.6(2) no C(11) C(12) C(13) 120.0(2) no C(12) C(13) C(14) 120.6(2) no C(13) C(14) C(15) 119.5(2) no C(14) C(15) C(16) 120.7(2) no C(11) C(16) C(15) 119.5(2) no S(2) C(21) C(22) 121.0(2) no S(2) C(21) C(26) 119.8(2) no C(22) C(21) C(26) 119.2(2) no C(21) C(22) C(23) 120.4(2) no C(22) C(23) C(24) 120.6(2) no C(23) C(24) C(25) 119.0(2) no C(24) C(25) C(26) 120.9(2) no C(21) C(26) C(25) 120.0(2) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S(1) C(1) . . 1.816(2) yes S(1) C(11) . . 1.770(2) yes S(2) C(7) . . 1.832(2) yes S(2) C(21) . . 1.781(2) yes N(1) C(2) . . 1.344(3) yes N(1) C(6) . . 1.343(3) yes C(1) C(2) . . 1.500(3) no C(2) C(3) . . 1.401(3) no C(3) C(4) . . 1.379(3) no C(4) C(5) . . 1.390(3) no C(5) C(6) . . 1.391(3) no C(6) C(7) . . 1.497(3) no C(11) C(12) . . 1.403(3) no C(11) C(16) . . 1.390(3) no C(12) C(13) . . 1.384(3) no C(13) C(14) . . 1.382(3) no C(14) C(15) . . 1.391(3) no C(15) C(16) . . 1.395(3) no C(21) C(22) . . 1.378(3) no C(21) C(26) . . 1.377(3) no C(22) C(23) . . 1.385(3) no C(23) C(24) . . 1.377(4) no C(24) C(25) . . 1.369(3) no C(25) C(26) . . 1.393(3) 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_publ_flag S(1) C(1) C(2) N(1) -129.1(2) yes S(1) C(1) C(2) C(3) 52.3(2) yes S(1) C(11) C(12) C(13) -176.9(2) yes S(1) C(11) C(12) C(13) -176.9(2) yes S(2) C(7) C(6) N(1) 77.4(2) yes S(2) C(7) C(6) C(5) -101.9(2) yes S(2) C(21) C(22) C(23) 178.5(2) yes S(2) C(21) C(26) C(25) -176.9(2) yes N(1) C(2) C(3) C(4) -1.0(2) no N(1) C(6) C(5) C(4) -.4(2) no C(1) S(1) C(11) C(12) -176.5(2) yes C(1) S(1) C(11) C(16) 5.5(4) yes C(1) C(2) N(1) C(6) -177.50(10) yes C(1) C(2) C(3) C(4) 177.50(10) yes C(2) N(1) C(6) C(5) -.4(2) no C(2) N(1) C(6) C(7) -179.60(10) yes C(3) C(2) N(1) C(6) 1.1(2) no C(3) C(4) C(5) C(6) .5(2) no C(4) C(5) C(6) C(7) 178.7(2) yes C(6) C(7) S(2) C(21) 63.8(2) yes C(7) S(2) C(21) C(22) 63.3(2) yes C(7) S(2) C(21) C(26) -119.5(2) yes C(11) C(12) C(13) C(14) .3(4) no C(11) C(16) C(15) C(14) -.3(5) no C(12) C(11) C(16) C(15) -1.2(4) no C(12) C(13) C(14) C(15) -1.9(4) no C(13) C(12) C(11) C(16) 1.2(4) no C(13) C(14) C(15) C(16) 1.9(5) no C(21) C(22) C(23) C(24) -1.7(4) no C(21) C(26) C(25) C(24) -1.7(5) no C(22) C(21) C(26) C(25) .4(4) no C(22) C(23) C(24) C(25) .4(5) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 12088955