#------------------------------------------------------------------------------ #$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $ #$Revision: 176774 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/20/73/2207363.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_2207363 loop_ _publ_author_name 'Wang, Yan-Ling' 'Yu, Wen-Tao' 'Xu, Dong' 'Wang, Xin-Qiang' 'Guo, Wen-Feng' 'Zhang, Guang-Hui' _publ_section_title ; Bis(N-methylpyridinium) bis(2-thioxo-1,3-dithiole-4,5-dithiolato)zincate(II) ; _journal_coeditor_code TK6274 _journal_issue 11 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m2408 _journal_page_last m2410 _journal_paper_doi 10.1107/S1600536805034434 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac '(C6 H8 N)2 [Zn (C3 S5)2]' _chemical_formula_moiety '2C6 H8 N +, C6 S10 Zn 2-' _chemical_formula_sum 'C18 H16 N2 S10 Zn' _chemical_formula_weight 646.30 _chemical_name_systematic ; Bis(N-methylpyridinium) bis(2-thioxo-1,3-dithiole-4,5-dithiolato)zincate(II) ; _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXTL-97 _cell_angle_alpha 90 _cell_angle_beta 106.865(11) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 14.1687(19) _cell_length_b 13.6246(16) _cell_length_c 14.024(2) _cell_measurement_reflns_used 30 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 12.25 _cell_measurement_theta_min 5.25 _cell_volume 2590.8(6) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Bruker, 1996)' _computing_data_reduction 'SHELXTL (Bruker, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 'WinGX (Farrugia, 1999)' _computing_structure_refinement SHELXTL _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_av_sigmaI/netI 0.054 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_number 6564 _diffrn_reflns_theta_full 26.5 _diffrn_reflns_theta_max 26.5 _diffrn_reflns_theta_min 2.1 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.766 _exptl_absorpt_correction_T_max 0.587 _exptl_absorpt_correction_T_min 0.552 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(XSCANS; Bruker, 1996)' _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.657 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1312 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.31 _refine_diff_density_max 0.66 _refine_diff_density_min -0.49 _refine_ls_extinction_coef 0.0039(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.00 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 281 _refine_ls_number_reflns 5378 _refine_ls_number_restraints 54 _refine_ls_restrained_S_all 1.06 _refine_ls_R_factor_all 0.102 _refine_ls_R_factor_gt 0.053 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0624P)^2^+1.3186P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.117 _refine_ls_wR_factor_ref 0.138 _reflns_number_gt 3269 _reflns_number_total 5378 _reflns_threshold_expression I>2\s(I) _cod_data_source_file tk6274.cif _cod_data_source_block I _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2207363 _cod_database_fobs_code 2207363 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_type_symbol C1 1.0686(3) 0.7684(4) 0.4058(4) 0.0615(15) Uani d . 1 C C2 0.8766(3) 0.7526(4) 0.3750(4) 0.0489(12) Uani d . 1 C C3 0.9091(3) 0.6587(4) 0.3788(4) 0.0532(13) Uani d . 1 C C4 0.4747(4) 0.5893(4) 0.3157(4) 0.0547(13) Uani d . 1 C C5 0.4747(4) 0.5881(4) 0.2193(4) 0.0528(12) Uani d . 1 C C6 0.2875(4) 0.5701(4) 0.2129(5) 0.0672(16) Uani d . 1 C C7 0.8538(8) 0.9181(7) 0.6049(8) 0.166(4) Uani d U 1 C H7A 0.7852 0.9329 0.5942 0.249 Uiso calc R 1 H H7B 0.8736 0.9393 0.5483 0.249 Uiso calc R 1 H H7C 0.8924 0.9517 0.6634 0.249 Uiso calc R 1 H C8 0.9591(5) 0.7747(7) 0.6340(5) 0.101(2) Uani d DU 1 C H8A 1.0141 0.8145 0.6411 0.121 Uiso calc R 1 H C9 0.9686(7) 0.6772(8) 0.6398(6) 0.121(3) Uani d DU 1 C H9A 1.0307 0.6494 0.6510 0.145 Uiso calc R 1 H C10 0.8891(7) 0.6178(7) 0.6297(6) 0.133(3) Uani d DU 1 C H10A 0.8958 0.5499 0.6306 0.159 Uiso calc R 1 H C11 0.8001(7) 0.6603(7) 0.6183(6) 0.119(3) Uani d DU 1 C H11A 0.7453 0.6219 0.6163 0.142 Uiso calc R 1 H C12 0.7916(6) 0.7597(7) 0.6098(5) 0.103(3) Uani d D 1 C H12A 0.7299 0.7888 0.5981 0.123 Uiso calc R 1 H C13 0.5429(7) 0.3466(6) 0.0910(6) 0.130(3) Uani d U 1 C H13A 0.4724 0.3517 0.0666 0.195 Uiso calc R 1 H H13B 0.5641 0.2878 0.0655 0.195 Uiso calc R 1 H H13C 0.5725 0.4026 0.0694 0.195 Uiso calc R 1 H C14 0.5058(5) 0.3492(5) 0.2492(7) 0.090(2) Uani d . 1 C H14A 0.4391 0.3535 0.2150 0.108 Uiso calc R 1 H C15 0.5364(6) 0.3490(5) 0.3506(7) 0.098(2) Uani d DU 1 C H15A 0.4906 0.3525 0.3864 0.117 Uiso calc R 1 H C16 0.6348(6) 0.3437(6) 0.3993(6) 0.111(3) Uani d DU 1 C H16A 0.6567 0.3456 0.4686 0.133 Uiso calc R 1 H C17 0.6988(6) 0.3359(6) 0.3473(7) 0.103(2) Uani d . 1 C H17A 0.7656 0.3299 0.3806 0.124 Uiso calc R 1 H C18 0.6699(5) 0.3364(5) 0.2497(6) 0.0839(19) Uani d . 1 C H18A 0.7162 0.3323 0.2146 0.101 Uiso calc R 1 H N1 0.8689(5) 0.8147(5) 0.6179(4) 0.0916(17) Uani d DU 1 N N2 0.5731(5) 0.3430(3) 0.1997(4) 0.0755(14) Uani d . 1 N S1 1.18119(11) 0.80862(15) 0.42218(15) 0.0903(6) Uani d . 1 S S2 0.96808(9) 0.84290(10) 0.39239(10) 0.0576(4) Uani d . 1 S S3 1.03617(10) 0.64565(12) 0.40077(12) 0.0679(4) Uani d . 1 S S4 0.75521(9) 0.79096(10) 0.35236(12) 0.0639(4) Uani d . 1 S S5 0.83913(11) 0.55215(11) 0.36545(12) 0.0679(4) Uani d . 1 S S6 0.57550(11) 0.60265(12) 0.42015(11) 0.0677(4) Uani d . 1 S S7 0.57637(10) 0.60064(12) 0.17480(11) 0.0619(4) Uani d . 1 S S8 0.35874(11) 0.57555(12) 0.33468(13) 0.0718(4) Uani d . 1 S S9 0.35934(10) 0.57362(11) 0.13191(12) 0.0668(4) Uani d . 1 S S10 0.16741(11) 0.55873(15) 0.17715(17) 0.0998(7) Uani d . 1 S Zn1 0.68832(4) 0.63263(5) 0.33119(5) 0.0574(2) Uani d . 1 Zn 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 0.046(3) 0.082(4) 0.052(3) 0.004(3) 0.007(2) 0.010(3) C2 0.044(3) 0.051(3) 0.050(3) -0.002(2) 0.010(2) 0.001(2) C3 0.043(3) 0.061(3) 0.052(3) 0.006(2) 0.009(2) -0.002(3) C4 0.051(3) 0.048(3) 0.069(4) -0.005(2) 0.023(3) -0.002(3) C5 0.047(3) 0.046(3) 0.063(3) -0.003(2) 0.012(2) 0.002(3) C6 0.057(3) 0.043(3) 0.103(5) -0.002(3) 0.025(3) 0.005(3) C7 0.228(7) 0.114(5) 0.161(7) 0.010(5) 0.065(6) -0.001(5) C8 0.097(4) 0.139(6) 0.074(4) -0.029(4) 0.036(4) -0.007(4) C9 0.115(5) 0.164(6) 0.088(5) 0.034(5) 0.035(4) 0.009(5) C10 0.185(7) 0.113(6) 0.100(5) 0.023(5) 0.043(5) -0.005(4) C11 0.133(6) 0.123(6) 0.089(5) -0.030(5) 0.014(4) -0.003(5) C12 0.080(5) 0.148(8) 0.077(5) -0.009(5) 0.016(4) 0.011(5) C13 0.166(6) 0.109(5) 0.102(5) -0.005(5) 0.018(5) -0.004(4) C14 0.070(4) 0.051(4) 0.152(8) -0.001(3) 0.036(5) 0.003(4) C15 0.120(5) 0.073(4) 0.122(5) 0.007(4) 0.070(4) 0.002(4) C16 0.146(6) 0.087(5) 0.097(5) 0.006(4) 0.032(5) 0.000(4) C17 0.098(6) 0.090(6) 0.118(7) -0.004(4) 0.025(6) 0.012(5) C18 0.075(4) 0.076(5) 0.108(6) 0.003(4) 0.039(4) 0.010(4) N1 0.137(6) 0.087(4) 0.060(3) -0.008(4) 0.044(4) -0.010(3) N2 0.100(4) 0.050(3) 0.075(4) -0.007(3) 0.023(3) -0.004(3) S1 0.0467(8) 0.1119(15) 0.1105(14) -0.0052(9) 0.0202(9) 0.0056(12) S2 0.0460(7) 0.0604(9) 0.0637(8) -0.0020(6) 0.0119(6) 0.0041(7) S3 0.0487(7) 0.0717(10) 0.0798(10) 0.0122(7) 0.0132(7) 0.0013(8) S4 0.0432(7) 0.0521(8) 0.0940(11) 0.0015(6) 0.0160(7) 0.0003(8) S5 0.0607(8) 0.0509(8) 0.0885(11) 0.0037(7) 0.0159(8) -0.0030(8) S6 0.0629(9) 0.0822(11) 0.0595(9) -0.0110(8) 0.0201(7) -0.0069(8) S7 0.0525(7) 0.0736(10) 0.0594(8) -0.0086(7) 0.0162(6) -0.0028(7) S8 0.0601(8) 0.0708(10) 0.0916(11) -0.0094(7) 0.0332(8) -0.0057(9) S9 0.0497(7) 0.0653(9) 0.0785(10) -0.0049(7) 0.0074(7) 0.0014(8) S10 0.0481(8) 0.0897(13) 0.1583(19) -0.0030(8) 0.0250(10) 0.0019(13) Zn1 0.0492(3) 0.0568(4) 0.0648(4) -0.0039(3) 0.0144(3) -0.0028(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 '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_publ_flag S1 C1 S2 124.2(4) ? S1 C1 S3 124.4(3) ? S2 C1 S3 111.4(3) ? C3 C2 S4 126.8(4) ? C3 C2 S2 115.4(4) ? S4 C2 S2 117.8(3) ? C2 C3 S5 127.4(4) ? C2 C3 S3 115.1(4) ? S5 C3 S3 117.4(3) ? C5 C4 S6 127.4(4) ? C5 C4 S8 115.1(4) ? S6 C4 S8 117.6(3) ? C4 C5 S7 126.8(4) ? C4 C5 S9 115.6(4) ? S7 C5 S9 117.6(3) ? S10 C6 S8 124.7(4) ? S10 C6 S9 123.9(4) ? S8 C6 S9 111.3(3) ? N1 C7 H7A 109.5 ? N1 C7 H7B 109.5 ? H7A C7 H7B 109.5 ? N1 C7 H7C 109.5 ? H7A C7 H7C 109.5 ? H7B C7 H7C 109.5 ? C9 C8 N1 119.1(8) ? C9 C8 H8A 120.5 ? N1 C8 H8A 120.5 ? C8 C9 C10 121.4(9) ? C8 C9 H9A 119.3 ? C10 C9 H9A 119.3 ? C11 C10 C9 118.2(9) ? C11 C10 H10A 120.9 ? C9 C10 H10A 120.9 ? C10 C11 C12 119.4(9) ? C10 C11 H11A 120.3 ? C12 C11 H11A 120.3 ? N1 C12 C11 120.9(8) ? N1 C12 H12A 119.5 ? C11 C12 H12A 119.5 ? N2 C13 H13A 109.5 ? N2 C13 H13B 109.5 ? H13A C13 H13B 109.5 ? N2 C13 H13C 109.5 ? H13A C13 H13C 109.5 ? H13B C13 H13C 109.5 ? N2 C14 C15 119.0(7) ? N2 C14 H14A 120.5 ? C15 C14 H14A 120.5 ? C14 C15 C16 119.5(7) ? C14 C15 H15A 120.3 ? C16 C15 H15A 120.3 ? C17 C16 C15 119.5(8) ? C17 C16 H16A 120.3 ? C15 C16 H16A 120.3 ? C18 C17 C16 121.3(8) ? C18 C17 H17A 119.4 ? C16 C17 H17A 119.4 ? C17 C18 N2 120.4(7) ? C17 C18 H18A 119.8 ? N2 C18 H18A 119.8 ? C12 N1 C8 120.9(7) ? C12 N1 C7 117.7(8) ? C8 N1 C7 121.3(8) ? C14 N2 C18 120.4(6) ? C14 N2 C13 120.3(7) ? C18 N2 C13 119.3(7) ? C1 S2 C2 99.0(3) ? C1 S3 C3 99.0(2) ? C2 S4 Zn1 95.08(17) ? C3 S5 Zn1 95.13(17) ? C4 S6 Zn1 95.22(18) ? C5 S7 Zn1 95.09(18) ? C6 S8 C4 99.3(3) ? C6 S9 C5 98.7(3) ? S4 Zn1 S5 95.42(5) y S4 Zn1 S6 114.14(6) y S4 Zn1 S7 115.42(6) y S5 Zn1 S6 122.58(6) y S5 Zn1 S7 115.94(6) y S6 Zn1 S7 94.89(5) y loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Zn1 S4 2.3401(15) y Zn1 S5 2.3245(16) y Zn1 S6 2.3315(16) y Zn1 S7 2.3447(15) y S1 C1 1.639(5) y S2 C1 1.714(5) y S3 C1 1.731(6) y C2 C3 1.355(7) ? S4 C2 1.737(5) y S2 C2 1.753(5) y S5 C3 1.737(5) y S3 C3 1.746(5) y C4 C5 1.352(7) ? S6 C4 1.734(5) y S8 C4 1.749(5) y S7 C5 1.737(5) y S9 C5 1.746(5) y S10 C6 1.635(5) y S8 C6 1.714(6) y S9 C6 1.732(6) y C7 N1 1.429(11) ? C7 H7A 0.9600 ? C7 H7B 0.9600 ? C7 H7C 0.9600 ? C8 C9 1.335(11) ? C8 N1 1.347(11) ? C8 H8A 0.9300 ? C9 C10 1.360(14) ? C9 H9A 0.9300 ? C10 C11 1.355(14) ? C10 H10A 0.9300 ? C11 C12 1.362(13) ? C11 H11A 0.9300 ? C12 N1 1.304(9) ? C12 H12A 0.9300 ? C13 N2 1.460(9) ? C13 H13A 0.9600 ? C13 H13B 0.9600 ? C13 H13C 0.9600 ? C14 N2 1.335(8) ? C14 C15 1.360(10) ? C14 H14A 0.9300 ? C15 C16 1.366(13) ? C15 H15A 0.9300 ? C16 C17 1.323(10) ? C16 H16A 0.9300 ? C17 C18 1.310(10) ? C17 H17A 0.9300 ? C18 N2 1.349(8) ? C18 H18A 0.9300 ? 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 C8 H8A S10 4_676 0.93 2.71 3.632(8) 174 C14 H14A S4 2_645 0.93 2.77 3.644(7) 157 C18 H18A S1 2_745 0.93 2.74 3.655(8) 168 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 S4 C2 C3 S5 -1.8(8) S2 C2 C3 S5 179.6(3) S4 C2 C3 S3 178.8(3) S2 C2 C3 S3 0.2(6) S6 C4 C5 S7 -0.6(8) S8 C4 C5 S7 179.5(3) S6 C4 C5 S9 -179.8(3) S8 C4 C5 S9 0.3(6) N1 C8 C9 C10 0.0(13) C8 C9 C10 C11 -3.1(15) C9 C10 C11 C12 4.9(14) C10 C11 C12 N1 -3.7(13) N2 C14 C15 C16 0.7(11) C14 C15 C16 C17 -2.0(12) C15 C16 C17 C18 2.3(13) C16 C17 C18 N2 -1.4(12) C11 C12 N1 C8 0.6(11) C11 C12 N1 C7 178.0(8) C9 C8 N1 C12 1.3(11) C9 C8 N1 C7 -176.1(8) C15 C14 N2 C18 0.2(9) C15 C14 N2 C13 -177.8(7) C17 C18 N2 C14 0.1(10) C17 C18 N2 C13 178.1(7) S1 C1 S2 C2 178.4(4) S3 C1 S2 C2 -2.0(3) C3 C2 S2 C1 1.2(5) S4 C2 S2 C1 -177.6(3) S1 C1 S3 C3 -178.3(4) S2 C1 S3 C3 2.1(3) C2 C3 S3 C1 -1.5(5) S5 C3 S3 C1 179.1(3) C3 C2 S4 Zn1 -1.3(5) S2 C2 S4 Zn1 177.2(3) C2 C3 S5 Zn1 3.7(5) S3 C3 S5 Zn1 -177.0(3) C5 C4 S6 Zn1 6.0(5) S8 C4 S6 Zn1 -174.2(3) C4 C5 S7 Zn1 -5.1(5) S9 C5 S7 Zn1 174.1(3) S10 C6 S8 C4 -179.0(4) S9 C6 S8 C4 3.2(3) C5 C4 S8 C6 -2.2(5) S6 C4 S8 C6 178.0(3) S10 C6 S9 C5 179.2(4) S8 C6 S9 C5 -3.0(3) C4 C5 S9 C6 1.7(5) S7 C5 S9 C6 -177.6(3) C3 S5 Zn1 S6 -126.49(18) C3 S5 Zn1 S4 -3.25(18) C3 S5 Zn1 S7 118.46(18) C4 S6 Zn1 S5 -131.77(19) C4 S6 Zn1 S4 114.06(19) C4 S6 Zn1 S7 -6.62(19) C2 S4 Zn1 S5 2.68(18) C2 S4 Zn1 S6 132.13(17) C2 S4 Zn1 S7 -119.44(17) C5 S7 Zn1 S5 136.43(18) C5 S7 Zn1 S6 6.44(18) C5 S7 Zn1 S4 -113.24(18)