# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics # This journal is © The Owner Societies 2011 data_General _journal_name_full Phys.Chem.Chem.Phys.(PCCP) _journal_coden_cambridge 1326 #TrackingRef '- nagakubo.cif' _audit_creation_date 2011-02-28 _audit_creation_method 'by CrystalStructure 3.8' _audit_update_record ? #============================================================================== # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'Takehiko Mori' _publ_contact_author_email mori.t.ae@m.titech.ac.jp _publ_contact_author_fax +81-3-5734-2876 _publ_contact_author_phone +81-3-5734-2876 _publ_contact_author_address ; O-okayama 2-12-1, Meguro-ku, Tokyo 152-8552, Japan ; _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_section_references ; Rigaku Americas and Rigaku Corporation. (2007). CrystalStructure (Version 3.8). Single Crystal Structure Analysis Software. Rigaku Americas, 9009 TX, USA 77381-5209. Rigaku, Tokyo 196-8666, Japan. Sheldrick, G.M. (1997). SHELX97 Carruthers, J.R., Rollett,J.S., Betteridge, P.W., Kinna, D., Pearce, L., Larsen, A., and Gabe, E.(1999) CRYSTALS Issue 11, Chemical Crystallography Laboratory, Oxford, UK. ; loop_ _publ_author_name J.Nagakubo M.Ashizawa T.Kawamoto A.Tanioka T.Mori #============================================================================== data___1c _database_code_depnum_ccdc_archive 'CCDC 816348' #TrackingRef '- nagakubo.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C14 H6 F2 S4 ' _chemical_formula_moiety 'C14 H6 F2 S4 ' _chemical_formula_weight 340.44 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 12.592(9) _cell_length_b 3.903(3) _cell_length_c 14.221(12) _cell_angle_alpha 90.0000 _cell_angle_beta 110.208(18) _cell_angle_gamma 90.0000 _cell_volume 655.9(9) _cell_formula_units_Z 2 _cell_measurement_reflns_used 899 _cell_measurement_theta_min 2.9 _cell_measurement_theta_max 30.5 _cell_measurement_temperature 293.1 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.724 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 344.00 _exptl_absorpt_coefficient_mu 0.730 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.669 _exptl_absorpt_correction_T_max 0.864 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_reflns_number 3347 _diffrn_reflns_av_R_equivalents 0.048 _diffrn_reflns_theta_max 28 _diffrn_measured_fraction_theta_max 0.99 _diffrn_reflns_theta_full 28 _diffrn_measured_fraction_theta_full 0.99 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 20 _diffrn_ambient_temperature 293.1 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 1656 _reflns_number_gt 735 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0540 _refine_ls_wR_factor_ref 0.1087 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 1656 _refine_ls_number_parameters 102 _refine_ls_goodness_of_fit_ref 1.107 _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/\s^2^(Fo^2^)' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 0.56 _refine_diff_density_min -0.57 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; S S 0.125 0.123 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.017 0.010 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S(1) S 0.46289(9) 0.6407(3) 0.34262(8) 0.0492(3) Uani 1.00 1 d . . . S(2) S 0.32478(10) 0.3232(3) 0.45155(8) 0.0532(3) Uani 1.00 1 d . . . F(1) F 0.0022(4) 0.204(2) 0.1174(4) 0.085(2) Uani 0.40 1 d P . . F(2) F 0.1254(3) 0.4974(14) 0.0169(3) 0.0939(18) Uani 0.63 1 d P . . C(1) C 0.4570(2) 0.4911(10) 0.4584(2) 0.0429(12) Uani 1.00 1 d . . . C(2) C 0.3254(3) 0.5176(10) 0.2705(3) 0.0443(12) Uani 1.00 1 d . . . C(3) C 0.2598(3) 0.3673(10) 0.3212(3) 0.0452(12) Uani 1.00 1 d . . . C(4) C 0.1483(3) 0.2638(11) 0.2685(3) 0.0551(15) Uani 1.00 1 d . . . C(5) C 0.1044(3) 0.3053(13) 0.1662(3) 0.0634(16) Uani 1.00 1 d . . . C(6) C 0.1689(3) 0.4543(13) 0.1162(3) 0.0601(16) Uani 1.00 1 d . . . C(7) C 0.2801(3) 0.5656(11) 0.1671(3) 0.0507(13) Uani 1.00 1 d . . . H(1) H 0.1036 0.1653 0.3033 0.069 Uiso 1.00 1 c R . . H(2) H 0.3232 0.6731 0.1322 0.063 Uiso 1.00 1 c R . . 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) 0.0585(7) 0.0519(7) 0.0417(6) -0.0063(6) 0.0233(5) 0.0013(5) S(2) 0.0610(7) 0.0560(7) 0.0492(7) -0.0084(6) 0.0273(6) 0.0018(6) F(1) 0.045(3) 0.138(7) 0.066(4) -0.002(4) 0.012(3) 0.002(4) F(2) 0.058(2) 0.168(5) 0.050(2) 0.021(3) 0.011(2) 0.006(3) C(1) 0.051(2) 0.039(2) 0.043(2) -0.004(2) 0.0226(19) 0.000(2) C(2) 0.047(2) 0.041(2) 0.048(2) 0.007(2) 0.020(2) 0.003(2) C(3) 0.054(2) 0.039(2) 0.048(2) 0.008(2) 0.024(2) -0.002(2) C(4) 0.047(2) 0.060(3) 0.066(3) 0.001(2) 0.029(2) -0.002(2) C(5) 0.042(2) 0.084(4) 0.061(3) 0.011(2) 0.014(2) -0.002(3) C(6) 0.051(2) 0.075(3) 0.054(3) 0.014(2) 0.018(2) 0.003(2) C(7) 0.053(2) 0.057(3) 0.048(2) 0.008(2) 0.026(2) 0.002(2) #============================================================================== _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution SHELXS97 _computing_structure_refinement CRYSTALS _computing_publication_material 'CrystalStructure 3.8' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 S(1) C(1) 1.773(4) yes . . S(1) C(2) 1.748(3) yes . . S(2) C(1) 1.760(4) yes . . S(2) C(3) 1.757(3) yes . . F(1) C(5) 1.295(7) yes . . F(2) C(6) 1.337(6) yes . . C(1) C(1) 1.301(4) yes . 3_666 C(2) C(3) 1.398(6) yes . . C(2) C(7) 1.394(5) yes . . C(3) C(4) 1.403(5) yes . . C(4) C(5) 1.376(6) yes . . C(5) C(6) 1.379(7) yes . . C(6) C(7) 1.405(5) yes . . C(4) H(1) 0.950 no . . C(7) H(2) 0.950 no . . 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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(1) S(1) C(2) 95.93(19) yes . . . C(1) S(2) C(3) 96.23(19) yes . . . S(1) C(1) S(2) 114.42(17) yes . . . S(1) C(1) C(1) 122.5(3) yes . . 3_666 S(2) C(1) C(1) 123.0(3) yes . . 3_666 S(1) C(2) C(3) 117.0(2) yes . . . S(1) C(2) C(7) 122.9(3) yes . . . C(3) C(2) C(7) 120.1(3) yes . . . S(2) C(3) C(2) 116.3(2) yes . . . S(2) C(3) C(4) 123.3(3) yes . . . C(2) C(3) C(4) 120.4(3) yes . . . C(3) C(4) C(5) 119.5(4) yes . . . F(1) C(5) C(4) 119.5(5) yes . . . F(1) C(5) C(6) 120.3(5) yes . . . C(4) C(5) C(6) 120.1(3) yes . . . F(2) C(6) C(5) 119.9(4) yes . . . F(2) C(6) C(7) 118.5(4) yes . . . C(5) C(6) C(7) 121.6(4) yes . . . C(2) C(7) C(6) 118.3(4) yes . . . C(3) C(4) H(1) 120.2 no . . . C(5) C(4) H(1) 120.3 no . . . C(2) C(7) H(2) 120.8 no . . . C(6) C(7) H(2) 121.0 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(1) S(1) C(2) C(3) 1.9(3) ? . . . . C(1) S(1) C(2) C(7) -178.6(3) ? . . . . C(2) S(1) C(1) S(2) -3.3(2) ? . . . . C(2) S(1) C(1) C(1) 177.6(3) ? . . . 3_666 C(1) S(2) C(3) C(2) -2.2(3) ? . . . . C(1) S(2) C(3) C(4) 178.5(3) ? . . . . C(3) S(2) C(1) S(1) 3.4(2) ? . . . . C(3) S(2) C(1) C(1) -177.6(3) ? . . . 3_666 S(1) C(1) C(1) S(2) -1.0(5) ? . . 3_666 3_666 S(2) C(1) C(1) S(1) 1.0(5) ? . . 3_666 3_666 S(1) C(2) C(3) S(2) 0.2(3) ? . . . . S(1) C(2) C(3) C(4) 179.6(3) ? . . . . S(1) C(2) C(7) C(6) 179.4(3) ? . . . . C(3) C(2) C(7) C(6) -1.0(6) ? . . . . C(7) C(2) C(3) S(2) -179.3(3) ? . . . . S(2) C(3) C(4) C(5) -179.5(3) ? . . . . C(2) C(3) C(4) C(5) 1.2(6) ? . . . . C(3) C(4) C(5) F(1) 178.8(5) ? . . . . C(3) C(4) C(5) C(6) -1.4(7) ? . . . . F(1) C(5) C(6) F(2) 0.5(8) ? . . . . F(1) C(5) C(6) C(7) -179.9(4) ? . . . . C(4) C(5) C(6) F(2) -179.3(5) ? . . . . C(4) C(5) C(6) C(7) 0.3(6) ? . . . . F(2) C(6) C(7) C(2) -179.5(4) ? . . . . C(5) C(6) C(7) C(2) 0.9(7) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 S(2) F(2) 3.216(4) ? . 4_555 F(1) F(2) 3.408(8) ? . 3_555 F(1) F(2) 2.338(7) ? . 3_565 F(1) C(4) 3.362(9) ? . 2_545 F(1) C(6) 3.537(7) ? . 3_565 F(2) S(2) 3.216(4) ? . 4_554 F(2) F(1) 3.408(8) ? . 3_555 F(2) F(1) 2.338(7) ? . 3_565 F(2) F(2) 3.027(5) ? . 3_565 F(2) C(5) 3.248(5) ? . 3_565 F(2) C(6) 3.537(5) ? . 3_565 C(2) C(3) 3.551(5) ? . 1_565 C(3) C(2) 3.551(5) ? . 1_545 C(4) F(1) 3.362(9) ? . 2_555 C(5) F(2) 3.248(5) ? . 3_565 C(5) C(6) 3.550(7) ? . 1_545 C(6) F(1) 3.537(7) ? . 3_565 C(6) F(2) 3.537(5) ? . 3_565 C(6) C(5) 3.550(7) ? . 1_565 S(1) H(2) 3.170 ? . 2_645 S(1) H(2) 3.322 ? . 2_655 S(2) H(2) 3.223 ? . 4_555 S(2) H(2) 3.241 ? . 4_565 F(1) H(1) 2.917 ? . 2_545 F(1) H(1) 2.705 ? . 2_555 F(2) H(1) 3.021 ? . 4_554 C(4) H(1) 3.365 ? . 2_555 C(5) H(1) 3.131 ? . 2_555 C(6) H(2) 3.580 ? . 1_545 C(7) H(2) 3.587 ? . 1_545 H(1) F(1) 2.705 ? . 2_545 H(1) F(1) 2.917 ? . 2_555 H(1) F(2) 3.021 ? . 4_555 H(1) C(4) 3.365 ? . 2_545 H(1) C(5) 3.131 ? . 2_545 H(1) H(1) 3.191 ? . 2_545 H(1) H(1) 3.191 ? . 2_555 H(2) S(1) 3.322 ? . 2_645 H(2) S(1) 3.170 ? . 2_655 H(2) S(2) 3.223 ? . 4_554 H(2) S(2) 3.241 ? . 4_564 H(2) C(6) 3.580 ? . 1_565 H(2) C(7) 3.587 ? . 1_565 #============================================================================== data__1b _database_code_depnum_ccdc_archive 'CCDC 816349' #TrackingRef '- nagakubo.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C22 H24 S4 ' _chemical_formula_moiety 'C22 H24 S4 ' _chemical_formula_weight 416.67 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 10.701(10) _cell_length_b 15.76(2) _cell_length_c 6.242(9) _cell_angle_alpha 91.27(7) _cell_angle_beta 91.08(5) _cell_angle_gamma 86.64(5) _cell_volume 1051(2) _cell_formula_units_Z 2 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 293.1 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.317 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 440.00 _exptl_absorpt_coefficient_mu 0.456 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_reflns_number 9896 _diffrn_reflns_av_R_equivalents 0.027 _diffrn_reflns_theta_max 28 _diffrn_measured_fraction_theta_max 0.99 _diffrn_reflns_theta_full 28 _diffrn_measured_fraction_theta_full 0.99 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 8 _diffrn_ambient_temperature 298 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 5211 _reflns_number_gt 3461 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0630 _refine_ls_wR_factor_ref 0.1439 _refine_ls_hydrogen_treatment refU _refine_ls_number_reflns 5211 _refine_ls_number_parameters 235 _refine_ls_goodness_of_fit_ref 2.124 _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/\s^2^(Fo^2^)' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 1.31 _refine_diff_density_min -0.71 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; S S 0.125 0.123 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S(1) S 0.07865(8) 0.60977(6) 0.85335(15) 0.0510(2) Uani 1.00 1 d . . . S(2) S 0.11229(9) 0.53285(6) 1.28257(16) 0.0549(2) Uani 1.00 1 d . . . S(3) S 0.41942(8) 0.39081(5) 0.33772(15) 0.0477(2) Uani 1.00 1 d . . . S(4) S 0.38790(9) 0.46793(6) 0.77298(15) 0.0536(2) Uani 1.00 1 d . . . C(1) C 0.0405(2) 0.52935(19) 1.0292(5) 0.0432(9) Uani 1.00 1 d . . . C(2) C 0.1817(2) 0.65848(19) 1.0344(5) 0.0408(8) Uani 1.00 1 d . . . C(3) C 0.1986(2) 0.62191(19) 1.2331(5) 0.0421(9) Uani 1.00 1 d . . . C(4) C 0.2792(2) 0.6570(2) 1.3830(5) 0.0475(9) Uani 1.00 1 d . . . C(5) C 0.3411(2) 0.7280(2) 1.3294(6) 0.0490(10) Uani 1.00 1 d . . . C(6) C 0.3241(2) 0.76707(19) 1.1336(5) 0.0449(9) Uani 1.00 1 d . . . C(7) C 0.2442(2) 0.7307(2) 0.9843(5) 0.0453(9) Uani 1.00 1 d . . . C(8) C 0.3927(3) 0.8467(2) 1.0794(6) 0.0510(10) Uani 1.00 1 d . . . C(9) C 0.4323(8) 0.8948(3) 1.2816(10) 0.182(3) Uani 1.00 1 d . . . C(10) C 0.5071(5) 0.8220(3) 0.9645(13) 0.170(3) Uani 1.00 1 d . . . C(11) C 0.3114(5) 0.9074(3) 0.9555(14) 0.179(3) Uani 1.00 1 d . . . C(12) C 0.4587(2) 0.47091(19) 0.5222(5) 0.0405(8) Uani 1.00 1 d . . . C(13) C 0.3169(2) 0.34248(19) 0.5082(5) 0.0392(8) Uani 1.00 1 d . . . C(14) C 0.3011(2) 0.37891(18) 0.7096(5) 0.0401(8) Uani 1.00 1 d . . . C(15) C 0.2202(2) 0.3453(2) 0.8514(5) 0.0451(9) Uani 1.00 1 d . . . C(16) C 0.1574(2) 0.2740(2) 0.7877(5) 0.0477(10) Uani 1.00 1 d . . . C(17) C 0.1740(2) 0.23443(19) 0.5879(5) 0.0423(9) Uani 1.00 1 d . . . C(18) C 0.2543(2) 0.27052(19) 0.4486(5) 0.0422(9) Uani 1.00 1 d . . . C(19) C 0.1061(3) 0.1543(2) 0.5279(6) 0.0480(10) Uani 1.00 1 d . . . C(20) C 0.1413(10) 0.1184(5) 0.3279(16) 0.322(6) Uani 1.00 1 d . . . C(21) C -0.0227(5) 0.1715(4) 0.515(2) 0.275(4) Uani 1.00 1 d . . . C(22) C 0.1316(12) 0.0905(4) 0.6740(16) 0.329(6) Uani 1.00 1 d . . . H(1) H 0.3230 0.8944 0.8055 0.218 Uiso 1.00 1 c R . . H(2) H 0.3339 0.9638 0.9839 0.218 Uiso 1.00 1 c R . . H(3) H 0.2269 0.9016 0.9890 0.218 Uiso 1.00 1 c R . . H(4) H 0.3664 0.9350 1.3213 0.231 Uiso 1.00 1 c R . . H(5) H 0.5059 0.9236 1.2572 0.230 Uiso 1.00 1 c R . . H(6) H 0.4471 0.8553 1.3926 0.231 Uiso 1.00 1 c R . . H(7) H 0.5745 0.8130 1.0645 0.210 Uiso 1.00 1 c R . . H(8) H 0.5257 0.8658 0.8703 0.210 Uiso 1.00 1 c R . . H(9) H 0.4955 0.7711 0.8848 0.210 Uiso 1.00 1 c R . . H(10) H 0.2016 0.0601 0.6137 0.388 Uiso 1.00 1 c R . . H(11) H 0.0653 0.0532 0.6894 0.388 Uiso 1.00 1 c R . . H(12) H 0.1536 0.1131 0.8111 0.388 Uiso 1.00 1 c R . . H(13) H -0.0485 0.1591 0.6563 0.319 Uiso 1.00 1 c R . . H(14) H -0.0645 0.1365 0.4146 0.319 Uiso 1.00 1 c R . . H(15) H -0.0429 0.2294 0.4872 0.319 Uiso 1.00 1 c R . . H(16) H 0.0809 0.1438 0.2322 0.391 Uiso 1.00 1 c R . . H(17) H 0.1374 0.0583 0.3196 0.391 Uiso 1.00 1 c R . . H(18) H 0.2225 0.1334 0.2900 0.391 Uiso 1.00 1 c R . . H(19) H 0.2911 0.6324 1.5200 0.058 Uiso 1.00 1 c R . . H(20) H 0.3976 0.7510 1.4312 0.059 Uiso 1.00 1 c R . . H(21) H 0.2324 0.7551 0.8471 0.055 Uiso 1.00 1 c R . . H(22) H 0.2079 0.3709 0.9890 0.054 Uiso 1.00 1 c R . . H(23) H 0.1019 0.2506 0.8848 0.058 Uiso 1.00 1 c R . . H(24) H 0.2660 0.2458 0.3096 0.051 Uiso 1.00 1 c R . . 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) 0.0544(5) 0.0478(5) 0.0527(5) -0.0204(4) -0.0021(4) 0.0044(4) S(2) 0.0606(5) 0.0478(5) 0.0587(6) -0.0237(4) -0.0052(4) 0.0110(4) S(3) 0.0508(5) 0.0446(4) 0.0499(5) -0.0205(4) 0.0041(4) -0.0014(4) S(4) 0.0618(5) 0.0468(5) 0.0548(6) -0.0263(4) 0.0067(4) -0.0076(4) C(1) 0.0398(16) 0.0342(16) 0.057(2) -0.0089(13) 0.0040(15) -0.0005(14) C(2) 0.0373(16) 0.0341(16) 0.052(2) -0.0080(13) 0.0005(14) 0.0009(14) C(3) 0.0382(16) 0.0357(16) 0.053(2) -0.0078(13) 0.0003(15) 0.0049(15) C(4) 0.0455(18) 0.0429(18) 0.055(2) -0.0072(15) -0.0070(16) 0.0087(16) C(5) 0.0411(18) 0.0442(19) 0.062(2) -0.0090(15) -0.0093(16) 0.0029(17) C(6) 0.0384(17) 0.0348(17) 0.062(2) -0.0069(14) 0.0003(15) 0.0011(15) C(7) 0.0449(17) 0.0386(17) 0.053(2) -0.0089(14) 0.0016(15) 0.0066(15) C(8) 0.0440(18) 0.0397(18) 0.071(2) -0.0123(15) 0.0003(17) 0.0046(17) C(9) 0.326(9) 0.115(4) 0.124(5) -0.161(6) 0.012(5) -0.012(4) C(10) 0.133(4) 0.072(3) 0.312(10) -0.040(3) 0.141(5) -0.011(4) C(11) 0.115(4) 0.083(3) 0.346(11) -0.056(3) -0.082(5) 0.117(5) C(12) 0.0381(16) 0.0349(16) 0.049(2) -0.0098(13) -0.0002(14) 0.0010(14) C(13) 0.0361(15) 0.0359(16) 0.0465(19) -0.0098(13) -0.0027(13) 0.0033(14) C(14) 0.0374(16) 0.0306(16) 0.053(2) -0.0073(13) -0.0008(14) -0.0009(14) C(15) 0.0441(18) 0.0386(17) 0.053(2) -0.0066(14) 0.0100(15) -0.0057(15) C(16) 0.0427(17) 0.0422(18) 0.060(2) -0.0114(15) 0.0076(16) 0.0033(16) C(17) 0.0394(16) 0.0313(16) 0.057(2) -0.0058(13) 0.0032(15) 0.0010(15) C(18) 0.0419(17) 0.0362(17) 0.049(2) -0.0100(14) 0.0023(15) -0.0015(14) C(19) 0.0495(19) 0.0355(18) 0.061(2) -0.0183(15) 0.0034(17) -0.0040(16) C(20) 0.453(15) 0.247(9) 0.298(12) -0.304(10) 0.257(11) -0.205(9) C(21) 0.076(3) 0.094(4) 0.646(19) -0.012(3) -0.099(7) -0.127(8) C(22) 0.61(2) 0.092(4) 0.295(11) -0.195(8) -0.320(13) 0.106(6) #============================================================================== _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution SHELXS97 _computing_structure_refinement CRYSTALS _computing_publication_material 'CrystalStructure 3.8' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 S(1) C(1) 1.766(3) yes . . S(1) C(2) 1.760(3) yes . . S(2) C(1) 1.746(3) yes . . S(2) C(3) 1.761(3) yes . . S(3) C(12) 1.754(3) yes . . S(3) C(13) 1.759(3) yes . . S(4) C(12) 1.755(3) yes . . S(4) C(14) 1.761(3) yes . . C(1) C(1) 1.345(4) yes . 2_567 C(2) C(3) 1.384(4) yes . . C(2) C(7) 1.398(4) yes . . C(3) C(4) 1.389(4) yes . . C(4) C(5) 1.384(4) yes . . C(5) C(6) 1.385(5) yes . . C(6) C(7) 1.389(4) yes . . C(6) C(8) 1.537(4) yes . . C(8) C(9) 1.524(7) yes . . C(8) C(10) 1.459(7) yes . . C(8) C(11) 1.477(7) yes . . C(12) C(12) 1.347(4) yes . 2_666 C(13) C(14) 1.380(4) yes . . C(13) C(18) 1.391(4) yes . . C(14) C(15) 1.385(4) yes . . C(15) C(16) 1.390(4) yes . . C(16) C(17) 1.392(4) yes . . C(17) C(18) 1.388(4) yes . . C(17) C(19) 1.529(4) yes . . C(19) C(20) 1.407(10) yes . . C(19) C(21) 1.390(6) yes . . C(19) C(22) 1.384(9) yes . . C(4) H(19) 0.950 no . . C(5) H(20) 0.950 no . . C(7) H(21) 0.950 no . . C(9) H(4) 0.953 no . . C(9) H(5) 0.948 no . . C(9) H(6) 0.946 no . . C(10) H(7) 0.951 no . . C(10) H(8) 0.950 no . . C(10) H(9) 0.948 no . . C(11) H(1) 0.963 no . . C(11) H(2) 0.946 no . . C(11) H(3) 0.942 no . . C(15) H(22) 0.949 no . . C(16) H(23) 0.951 no . . C(18) H(24) 0.951 no . . C(20) H(16) 0.949 no . . C(20) H(17) 0.952 no . . C(20) H(18) 0.949 no . . C(21) H(13) 0.958 no . . C(21) H(14) 0.948 no . . C(21) H(15) 0.944 no . . C(22) H(10) 0.945 no . . C(22) H(11) 0.955 no . . C(22) H(12) 0.950 no . . 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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(1) S(1) C(2) 95.24(15) yes . . . C(1) S(2) C(3) 95.47(15) yes . . . C(12) S(3) C(13) 95.44(15) yes . . . C(12) S(4) C(14) 95.28(15) yes . . . S(1) C(1) S(2) 115.63(17) yes . . . S(1) C(1) C(1) 121.5(2) yes . . 2_567 S(2) C(1) C(1) 122.9(2) yes . . 2_567 S(1) C(2) C(3) 116.7(2) yes . . . S(1) C(2) C(7) 122.8(2) yes . . . C(3) C(2) C(7) 120.5(2) yes . . . S(2) C(3) C(2) 117.0(2) yes . . . S(2) C(3) C(4) 123.5(2) yes . . . C(2) C(3) C(4) 119.6(2) yes . . . C(3) C(4) C(5) 118.9(3) yes . . . C(4) C(5) C(6) 122.8(3) yes . . . C(5) C(6) C(7) 117.6(2) yes . . . C(5) C(6) C(8) 121.7(2) yes . . . C(7) C(6) C(8) 120.7(3) yes . . . C(2) C(7) C(6) 120.5(3) yes . . . C(6) C(8) C(9) 111.4(3) yes . . . C(6) C(8) C(10) 109.8(3) yes . . . C(6) C(8) C(11) 111.5(3) yes . . . C(9) C(8) C(10) 106.7(4) yes . . . C(9) C(8) C(11) 106.0(4) yes . . . C(10) C(8) C(11) 111.2(4) yes . . . S(3) C(12) S(4) 115.60(17) yes . . . S(3) C(12) C(12) 122.4(2) yes . . 2_666 S(4) C(12) C(12) 122.0(2) yes . . 2_666 S(3) C(13) C(14) 116.8(2) yes . . . S(3) C(13) C(18) 123.0(2) yes . . . C(14) C(13) C(18) 120.3(2) yes . . . S(4) C(14) C(13) 116.9(2) yes . . . S(4) C(14) C(15) 123.0(2) yes . . . C(13) C(14) C(15) 120.1(2) yes . . . C(14) C(15) C(16) 118.8(3) yes . . . C(15) C(16) C(17) 122.5(3) yes . . . C(16) C(17) C(18) 117.3(2) yes . . . C(16) C(17) C(19) 120.6(3) yes . . . C(18) C(17) C(19) 122.1(3) yes . . . C(13) C(18) C(17) 121.1(3) yes . . . C(17) C(19) C(20) 113.3(5) yes . . . C(17) C(19) C(21) 111.2(3) yes . . . C(17) C(19) C(22) 111.7(5) yes . . . C(20) C(19) C(21) 106.2(7) yes . . . C(20) C(19) C(22) 105.3(5) yes . . . C(21) C(19) C(22) 108.8(7) yes . . . C(3) C(4) H(19) 120.1 no . . . C(5) C(4) H(19) 121.0 no . . . C(4) C(5) H(20) 118.6 no . . . C(6) C(5) H(20) 118.5 no . . . C(2) C(7) H(21) 119.9 no . . . C(6) C(7) H(21) 119.6 no . . . C(8) C(9) H(4) 109.0 no . . . C(8) C(9) H(5) 110.4 no . . . C(8) C(9) H(6) 108.5 no . . . H(4) C(9) H(5) 109.4 no . . . H(4) C(9) H(6) 109.5 no . . . H(5) C(9) H(6) 110.0 no . . . C(8) C(10) H(7) 109.4 no . . . C(8) C(10) H(8) 109.6 no . . . C(8) C(10) H(9) 109.2 no . . . H(7) C(10) H(8) 109.4 no . . . H(7) C(10) H(9) 109.5 no . . . H(8) C(10) H(9) 109.7 no . . . C(8) C(11) H(1) 108.0 no . . . C(8) C(11) H(2) 110.5 no . . . C(8) C(11) H(3) 110.0 no . . . H(1) C(11) H(2) 108.7 no . . . H(1) C(11) H(3) 109.1 no . . . H(2) C(11) H(3) 110.5 no . . . C(14) C(15) H(22) 120.3 no . . . C(16) C(15) H(22) 120.9 no . . . C(15) C(16) H(23) 119.0 no . . . C(17) C(16) H(23) 118.5 no . . . C(13) C(18) H(24) 119.6 no . . . C(17) C(18) H(24) 119.2 no . . . C(19) C(20) H(16) 102.9 no . . . C(19) C(20) H(17) 113.7 no . . . C(19) C(20) H(18) 111.6 no . . . H(16) C(20) H(17) 109.3 no . . . H(16) C(20) H(18) 109.7 no . . . H(17) C(20) H(18) 109.4 no . . . C(19) C(21) H(13) 102.3 no . . . C(19) C(21) H(14) 114.3 no . . . C(19) C(21) H(15) 111.5 no . . . H(13) C(21) H(14) 109.0 no . . . H(13) C(21) H(15) 109.3 no . . . H(14) C(21) H(15) 110.1 no . . . C(19) C(22) H(10) 102.5 no . . . C(19) C(22) H(11) 114.3 no . . . C(19) C(22) H(12) 111.5 no . . . H(10) C(22) H(11) 109.4 no . . . H(10) C(22) H(12) 109.9 no . . . H(11) C(22) H(12) 109.0 no . . . #============================================================================== data__2 _database_code_depnum_ccdc_archive 'CCDC 816350' #TrackingRef '- nagakubo.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C18 H20 S6 ' _chemical_formula_moiety 'C18 H20 S6 ' _chemical_formula_weight 428.72 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 18.922(7) _cell_length_b 17.118(9) _cell_length_c 6.284(3) _cell_angle_alpha 90.0000 _cell_angle_beta 94.23(3) _cell_angle_gamma 90.0000 _cell_volume 2029.9(16) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12.5 _cell_measurement_theta_max 15.0 _cell_measurement_temperature 293.1 #------------------------------------------------------------------------------ _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.403 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896.00 _exptl_absorpt_coefficient_mu 0.672 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 6414 _diffrn_reflns_av_R_equivalents 0.177 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 8 _diffrn_ambient_temperature 298 _diffrn_standards_number 3 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 4671 _reflns_number_gt 3170 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0736 _refine_ls_wR_factor_ref 0.1815 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 5067 _refine_ls_number_parameters 239 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.0010Fo^2^ + 3.0000\s(Fo^2^) + 0.5000]/(4Fo^2^)' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 1.35 _refine_diff_density_min -1.25 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.125 0.123 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S(1) S 1.00370(6) 0.09124(7) 0.26602(19) 0.0550(3) Uani 1.00 1 d . . . S(2) S 0.94996(6) 0.11620(8) -0.18766(19) 0.0580(3) Uani 1.00 1 d . . . S(3) S 0.86814(6) -0.01580(8) 0.33996(19) 0.0555(3) Uani 1.00 1 d . . . S(4) S 0.81324(6) 0.01113(8) -0.11211(19) 0.0571(3) Uani 1.00 1 d . . . S(5) S 1.12177(11) 0.20571(12) 0.2060(3) 0.0720(7) Uani 0.66 1 d P . . S(6) S 1.07013(10) 0.23089(12) -0.2391(3) 0.0661(6) Uani 0.64 1 d P . . S(7) S 0.72723(9) -0.09103(11) 0.4259(3) 0.0608(5) Uani 0.69 1 d P . . S(8) S 0.67371(12) -0.06009(15) -0.0127(4) 0.0794(8) Uani 0.61 1 d P . . C(1) C 0.9363(2) 0.0743(2) 0.0622(6) 0.0410(11) Uani 1.00 1 d . . . C(2) C 0.8803(2) 0.0293(2) 0.0909(6) 0.0397(10) Uani 1.00 1 d . . . C(3) C 1.0491(2) 0.1563(2) 0.1152(7) 0.0461(12) Uani 1.00 1 d . . . C(4) C 1.0250(2) 0.1688(2) -0.0902(7) 0.0477(12) Uani 1.00 1 d . . . C(5) C 0.7816(2) -0.0453(2) 0.2634(7) 0.0467(12) Uani 1.00 1 d . . . C(6) C 0.7559(2) -0.0321(2) 0.0614(7) 0.0483(12) Uani 1.00 1 d . . . C(7) C 1.1273(2) 0.2471(2) -0.0323(7) 0.0486(12) Uani 1.00 1 d . . . C(8) C 0.6637(2) -0.0948(2) 0.2269(7) 0.0530(13) Uani 1.00 1 d . . . C(9) C 1.1856(2) 0.3080(2) -0.0542(8) 0.0625(15) Uani 1.00 1 d . . . C(10) C 0.5920(2) -0.1302(3) 0.2699(9) 0.0727(17) Uani 1.00 1 d . . . C(11) C 1.1623(3) 0.3842(3) 0.0353(13) 0.106(2) Uani 1.00 1 d . . . C(12) C 0.5701(4) -0.1887(7) 0.1240(17) 0.265(6) Uani 1.00 1 d . . . C(13) C 1.2539(2) 0.2821(4) 0.0802(13) 0.120(2) Uani 1.00 1 d . . . C(14) C 0.5929(7) -0.1660(13) 0.4726(18) 0.406(9) Uani 1.00 1 d . . . C(15) C 1.2040(4) 0.3146(4) -0.2844(12) 0.151(3) Uani 1.00 1 d . . . C(16) C 0.5419(5) -0.0728(6) 0.274(4) 0.418(10) Uani 1.00 1 d . . . H(1) H 1.1378 0.4132 -0.0758 0.129 Uiso 1.00 1 c R . . H(2) H 1.2024 0.4130 0.0911 0.129 Uiso 1.00 1 c R . . H(3) H 1.1317 0.3747 0.1456 0.129 Uiso 1.00 1 c R . . H(4) H 0.5425 -0.1631 0.0126 0.325 Uiso 1.00 1 c R . . H(5) H 0.5421 -0.2270 0.1876 0.325 Uiso 1.00 1 c R . . H(6) H 0.6097 -0.2132 0.0672 0.325 Uiso 1.00 1 c R . . H(7) H 1.2528 0.3035 0.2195 0.144 Uiso 1.00 1 c R . . H(8) H 1.2946 0.3007 0.0165 0.144 Uiso 1.00 1 c R . . H(9) H 1.2556 0.2267 0.0889 0.144 Uiso 1.00 1 c R . . H(10) H 0.6052 -0.2184 0.4423 0.486 Uiso 1.00 1 c R . . H(11) H 0.5486 -0.1651 0.5345 0.486 Uiso 1.00 1 c R . . H(12) H 0.6283 -0.1438 0.5694 0.486 Uiso 1.00 1 c R . . H(13) H 1.2411 0.2787 -0.3058 0.185 Uiso 1.00 1 c R . . H(14) H 1.2194 0.3661 -0.3125 0.185 Uiso 1.00 1 c R . . H(15) H 1.1639 0.3023 -0.3784 0.185 Uiso 1.00 1 c R . . H(16) H 0.5450 -0.0648 0.4235 0.517 Uiso 1.00 1 c R . . H(17) H 0.4952 -0.0891 0.2275 0.517 Uiso 1.00 1 c R . . H(18) H 0.5524 -0.0253 0.2042 0.517 Uiso 1.00 1 c R . . 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) 0.0515(6) 0.0659(7) 0.0465(6) -0.0117(5) -0.0043(5) 0.0041(5) S(2) 0.0594(7) 0.0688(8) 0.0454(6) -0.0235(6) 0.0017(5) 0.0108(5) S(3) 0.0490(6) 0.0723(8) 0.0456(6) -0.0080(5) 0.0060(5) 0.0146(6) S(4) 0.0476(6) 0.0790(8) 0.0442(6) -0.0187(6) -0.0005(5) 0.0082(6) S(5) 0.0610(12) 0.0669(13) 0.0892(16) -0.0147(10) 0.0142(11) -0.0014(12) S(6) 0.0551(11) 0.0579(12) 0.0858(16) -0.0136(9) 0.0082(10) -0.0037(11) S(7) 0.0519(10) 0.0570(11) 0.0750(13) -0.0120(8) 0.0155(9) -0.0019(9) S(8) 0.0646(14) 0.0803(17) 0.0970(19) -0.0221(12) 0.0305(13) 0.0026(14) C(1) 0.037(2) 0.047(2) 0.040(2) -0.0037(18) 0.0042(18) 0.0005(19) C(2) 0.039(2) 0.044(2) 0.036(2) -0.0024(17) 0.0063(17) 0.0010(18) C(3) 0.037(2) 0.041(2) 0.061(2) -0.0002(17) 0.004(2) -0.008(2) C(4) 0.042(2) 0.043(2) 0.060(2) -0.0024(18) 0.013(2) -0.001(2) C(5) 0.043(2) 0.042(2) 0.057(2) -0.0009(18) 0.017(2) 0.004(2) C(6) 0.039(2) 0.047(2) 0.059(2) -0.0052(18) 0.010(2) -0.002(2) C(7) 0.047(2) 0.044(2) 0.056(2) -0.0034(19) 0.011(2) -0.003(2) C(8) 0.054(2) 0.052(2) 0.054(2) -0.012(2) 0.014(2) -0.006(2) C(9) 0.057(2) 0.055(2) 0.077(3) -0.020(2) 0.011(2) -0.010(2) C(10) 0.062(3) 0.082(3) 0.078(3) -0.033(2) 0.029(2) -0.007(3) C(11) 0.081(3) 0.054(3) 0.188(8) -0.018(2) 0.028(4) -0.016(4) C(12) 0.178(8) 0.395(16) 0.240(11) -0.235(10) 0.141(8) -0.210(12) C(13) 0.061(3) 0.111(5) 0.188(8) -0.030(3) 0.002(4) -0.016(5) C(14) 0.267(13) 0.81(3) 0.138(9) -0.414(19) -0.011(10) 0.099(16) C(15) 0.176(7) 0.166(7) 0.121(6) -0.121(6) 0.068(6) -0.015(5) C(16) 0.124(7) 0.135(8) 1.03(4) -0.002(6) 0.305(16) 0.028(17) #============================================================================== _computing_data_collection WinAFC _computing_cell_refinement WinAFC _computing_data_reduction CrystalStructure _computing_structure_solution SIR92 _computing_structure_refinement CRYSTALS _computing_publication_material 'CrystalStructure 3.8' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 S(1) C(1) 1.764(3) yes . . S(1) C(3) 1.731(4) yes . . S(2) C(1) 1.763(4) yes . . S(2) C(4) 1.753(4) yes . . S(3) C(2) 1.775(4) yes . . S(3) C(5) 1.747(4) yes . . S(4) C(2) 1.760(3) yes . . S(4) C(6) 1.757(4) yes . . S(5) C(3) 1.679(4) yes . . S(5) C(7) 1.667(5) yes . . S(6) C(4) 1.689(4) yes . . S(6) C(7) 1.652(4) yes . . S(7) C(5) 1.694(4) yes . . S(7) C(8) 1.671(4) yes . . S(8) C(6) 1.662(4) yes . . S(8) C(8) 1.643(5) yes . . C(1) C(2) 1.332(5) yes . . C(3) C(4) 1.353(6) yes . . C(5) C(6) 1.344(6) yes . . C(7) C(9) 1.530(6) yes . . C(8) C(10) 1.528(7) yes . . C(9) C(11) 1.500(7) yes . . C(9) C(13) 1.555(7) yes . . C(9) C(15) 1.517(9) yes . . C(10) C(12) 1.399(13) yes . . C(10) C(14) 1.412(15) yes . . C(10) C(16) 1.369(11) yes . . C(11) H(1) 0.950 no . . C(11) H(2) 0.950 no . . C(11) H(3) 0.950 no . . C(12) H(4) 0.950 no . . C(12) H(5) 0.950 no . . C(12) H(6) 0.950 no . . C(13) H(7) 0.950 no . . C(13) H(8) 0.950 no . . C(13) H(9) 0.950 no . . C(14) H(10) 0.950 no . . C(14) H(11) 0.950 no . . C(14) H(12) 0.950 no . . C(15) H(13) 0.950 no . . C(15) H(14) 0.950 no . . C(15) H(15) 0.950 no . . C(16) H(16) 0.950 no . . C(16) H(17) 0.950 no . . C(16) H(18) 0.950 no . . 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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(1) S(1) C(3) 93.97(19) yes . . . C(1) S(2) C(4) 93.8(2) yes . . . C(2) S(3) C(5) 93.6(2) yes . . . C(2) S(4) C(6) 94.0(2) yes . . . C(3) S(5) C(7) 90.7(2) yes . . . C(4) S(6) C(7) 89.9(2) yes . . . C(5) S(7) C(8) 90.1(2) yes . . . C(6) S(8) C(8) 90.9(2) yes . . . S(1) C(1) S(2) 115.8(2) yes . . . S(1) C(1) C(2) 122.4(3) yes . . . S(2) C(1) C(2) 121.7(3) yes . . . S(3) C(2) S(4) 115.4(2) yes . . . S(3) C(2) C(1) 121.8(3) yes . . . S(4) C(2) C(1) 122.8(3) yes . . . S(1) C(3) S(5) 124.4(2) yes . . . S(1) C(3) C(4) 118.6(3) yes . . . S(5) C(3) C(4) 117.0(3) yes . . . S(2) C(4) S(6) 124.0(2) yes . . . S(2) C(4) C(3) 117.3(3) yes . . . S(6) C(4) C(3) 118.7(3) yes . . . S(3) C(5) S(7) 124.5(2) yes . . . S(3) C(5) C(6) 118.5(3) yes . . . S(7) C(5) C(6) 117.0(3) yes . . . S(4) C(6) S(8) 123.7(2) yes . . . S(4) C(6) C(5) 117.4(3) yes . . . S(8) C(6) C(5) 118.8(3) yes . . . S(5) C(7) S(6) 123.7(2) yes . . . S(5) C(7) C(9) 117.6(3) yes . . . S(6) C(7) C(9) 118.5(3) yes . . . S(7) C(8) S(8) 123.2(2) yes . . . S(7) C(8) C(10) 118.8(3) yes . . . S(8) C(8) C(10) 118.0(3) yes . . . C(7) C(9) C(11) 109.0(4) yes . . . C(7) C(9) C(13) 109.4(4) yes . . . C(7) C(9) C(15) 110.8(4) yes . . . C(11) C(9) C(13) 107.4(4) yes . . . C(11) C(9) C(15) 112.8(5) yes . . . C(13) C(9) C(15) 107.4(5) yes . . . C(8) C(10) C(12) 113.1(5) yes . . . C(8) C(10) C(14) 112.3(7) yes . . . C(8) C(10) C(16) 110.1(6) yes . . . C(12) C(10) C(14) 105.4(10) yes . . . C(12) C(10) C(16) 110.7(9) yes . . . C(14) C(10) C(16) 105.0(13) yes . . . C(9) C(11) H(1) 108.7 no . . . C(9) C(11) H(2) 110.0 no . . . C(9) C(11) H(3) 109.7 no . . . H(1) C(11) H(2) 109.5 no . . . H(1) C(11) H(3) 109.5 no . . . H(2) C(11) H(3) 109.5 no . . . C(10) C(12) H(4) 105.9 no . . . C(10) C(12) H(5) 111.4 no . . . C(10) C(12) H(6) 111.0 no . . . H(4) C(12) H(5) 109.5 no . . . H(4) C(12) H(6) 109.5 no . . . H(5) C(12) H(6) 109.5 no . . . C(9) C(13) H(7) 108.5 no . . . C(9) C(13) H(8) 110.1 no . . . C(9) C(13) H(9) 109.8 no . . . H(7) C(13) H(8) 109.5 no . . . H(7) C(13) H(9) 109.5 no . . . H(8) C(13) H(9) 109.5 no . . . C(10) C(14) H(10) 102.4 no . . . C(10) C(14) H(11) 114.2 no . . . C(10) C(14) H(12) 111.5 no . . . H(10) C(14) H(11) 109.5 no . . . H(10) C(14) H(12) 109.5 no . . . H(11) C(14) H(12) 109.5 no . . . C(9) C(15) H(13) 108.1 no . . . C(9) C(15) H(14) 110.0 no . . . C(9) C(15) H(15) 110.3 no . . . H(13) C(15) H(14) 109.5 no . . . H(13) C(15) H(15) 109.5 no . . . H(14) C(15) H(15) 109.5 no . . . C(10) C(16) H(16) 97.3 no . . . C(10) C(16) H(17) 114.4 no . . . C(10) C(16) H(18) 115.9 no . . . H(16) C(16) H(17) 109.5 no . . . H(16) C(16) H(18) 109.5 no . . . H(17) C(16) H(18) 109.5 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(1) S(1) C(3) S(5) 176.2(3) ? . . . . C(1) S(1) C(3) C(4) -3.9(3) ? . . . . C(3) S(1) C(1) S(2) 7.4(2) ? . . . . C(3) S(1) C(1) C(2) -176.1(3) ? . . . . C(1) S(2) C(4) S(6) -177.1(3) ? . . . . C(1) S(2) C(4) C(3) 5.2(3) ? . . . . C(4) S(2) C(1) S(1) -7.8(2) ? . . . . C(4) S(2) C(1) C(2) 175.7(3) ? . . . . C(2) S(3) C(5) S(7) -176.4(2) ? . . . . C(2) S(3) C(5) C(6) 4.6(3) ? . . . . C(5) S(3) C(2) S(4) -9.6(2) ? . . . . C(5) S(3) C(2) C(1) 169.8(3) ? . . . . C(2) S(4) C(6) S(8) 174.8(3) ? . . . . C(2) S(4) C(6) C(5) -7.5(3) ? . . . . C(6) S(4) C(2) S(3) 10.4(2) ? . . . . C(6) S(4) C(2) C(1) -169.0(3) ? . . . . C(3) S(5) C(7) S(6) 1.0(3) ? . . . . C(3) S(5) C(7) C(9) 176.3(3) ? . . . . C(7) S(5) C(3) S(1) 178.7(3) ? . . . . C(7) S(5) C(3) C(4) -1.1(3) ? . . . . C(4) S(6) C(7) S(5) -0.5(3) ? . . . . C(4) S(6) C(7) C(9) -175.8(3) ? . . . . C(7) S(6) C(4) S(2) -178.1(3) ? . . . . C(7) S(6) C(4) C(3) -0.4(3) ? . . . . C(5) S(7) C(8) S(8) 0.3(3) ? . . . . C(5) S(7) C(8) C(10) -178.0(3) ? . . . . C(8) S(7) C(5) S(3) -179.7(3) ? . . . . C(8) S(7) C(5) C(6) -0.6(3) ? . . . . C(6) S(8) C(8) S(7) -0.0(3) ? . . . . C(6) S(8) C(8) C(10) 178.4(3) ? . . . . C(8) S(8) C(6) S(4) 177.2(3) ? . . . . C(8) S(8) C(6) C(5) -0.5(4) ? . . . . S(1) C(1) C(2) S(3) 1.4(5) ? . . . . S(1) C(1) C(2) S(4) -179.3(2) ? . . . . S(2) C(1) C(2) S(3) 177.7(2) ? . . . . S(2) C(1) C(2) S(4) -3.0(5) ? . . . . S(1) C(3) C(4) S(2) -0.9(4) ? . . . . S(1) C(3) C(4) S(6) -178.8(2) ? . . . . S(5) C(3) C(4) S(2) 178.9(2) ? . . . . S(5) C(3) C(4) S(6) 1.1(5) ? . . . . S(3) C(5) C(6) S(4) 2.1(4) ? . . . . S(3) C(5) C(6) S(8) 179.9(2) ? . . . . S(7) C(5) C(6) S(4) -177.1(2) ? . . . . S(7) C(5) C(6) S(8) 0.8(5) ? . . . . S(5) C(7) C(9) C(11) -79.2(5) ? . . . . S(5) C(7) C(9) C(13) 38.0(5) ? . . . . S(5) C(7) C(9) C(15) 156.2(4) ? . . . . S(6) C(7) C(9) C(11) 96.4(5) ? . . . . S(6) C(7) C(9) C(13) -146.4(4) ? . . . . S(6) C(7) C(9) C(15) -28.2(5) ? . . . . S(7) C(8) C(10) C(12) -127.5(6) ? . . . . S(7) C(8) C(10) C(14) -8.5(11) ? . . . . S(7) C(8) C(10) C(16) 108.1(11) ? . . . . S(8) C(8) C(10) C(12) 54.0(7) ? . . . . S(8) C(8) C(10) C(14) 173.1(9) ? . . . . S(8) C(8) C(10) C(16) -70.3(12) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 S(1) S(3) 3.5770(16) ? . 3_756 S(3) S(1) 3.5770(16) ? . 3_756 S(1) H(5) 3.249 ? . 2_655 S(2) H(10) 3.424 ? . 2_655 S(4) H(2) 2.998 ? . 4_454 S(4) H(7) 3.511 ? . 4_454 S(4) H(14) 3.407 ? . 4_455 S(5) H(5) 3.419 ? . 2_655 S(5) H(15) 3.144 ? . 1_556 S(6) H(4) 3.201 ? . 2_654 S(6) H(5) 3.477 ? . 2_654 S(6) H(11) 3.209 ? . 2_655 S(7) H(1) 3.482 ? . 4_455 S(7) H(2) 3.264 ? . 4_455 S(7) H(13) 3.364 ? . 3_755 S(8) H(9) 3.202 ? . 3_755 S(8) H(12) 3.059 ? . 1_554 C(3) H(5) 2.969 ? . 2_655 C(4) H(5) 3.416 ? . 2_655 C(4) H(10) 3.317 ? . 2_655 C(4) H(11) 3.197 ? . 2_655 C(5) H(2) 3.473 ? . 4_455 C(5) H(14) 3.306 ? . 4_455 C(6) H(9) 3.466 ? . 3_755 C(6) H(14) 3.043 ? . 4_455 C(8) H(1) 3.395 ? . 4_455 C(8) H(9) 3.438 ? . 3_755 C(11) H(17) 3.461 ? . 2_655 C(12) H(8) 3.368 ? . 3_755 C(13) H(6) 3.045 ? . 3_755 C(14) H(4) 3.593 ? . 1_556 C(15) H(7) 3.321 ? . 1_554 C(16) H(1) 3.376 ? . 4_455 C(16) H(3) 3.477 ? . 2_645 C(16) H(16) 3.512 ? . 3_656 H(1) S(7) 3.482 ? . 4_554 H(1) C(8) 3.395 ? . 4_554 H(1) C(16) 3.376 ? . 4_554 H(1) H(16) 3.133 ? . 4_554 H(1) H(17) 3.455 ? . 2_655 H(1) H(18) 2.806 ? . 4_554 H(2) S(4) 2.998 ? . 4_555 H(2) S(7) 3.264 ? . 4_554 H(2) C(5) 3.473 ? . 4_554 H(3) C(16) 3.477 ? . 2_655 H(3) H(11) 3.580 ? . 2_655 H(3) H(15) 3.254 ? . 1_556 H(3) H(16) 3.496 ? . 2_655 H(3) H(17) 2.659 ? . 2_655 H(4) S(6) 3.201 ? . 2_644 H(4) C(14) 3.593 ? . 1_554 H(4) H(11) 3.016 ? . 1_554 H(4) H(12) 3.343 ? . 1_554 H(5) S(1) 3.249 ? . 2_645 H(5) S(5) 3.419 ? . 2_645 H(5) S(6) 3.477 ? . 2_644 H(5) C(3) 2.969 ? . 2_645 H(5) C(4) 3.416 ? . 2_645 H(6) C(13) 3.045 ? . 3_755 H(6) H(8) 2.438 ? . 3_755 H(6) H(9) 2.808 ? . 3_755 H(6) H(11) 3.557 ? . 1_554 H(6) H(12) 3.389 ? . 1_554 H(6) H(13) 3.295 ? . 3_755 H(7) S(4) 3.511 ? . 4_555 H(7) C(15) 3.321 ? . 1_556 H(7) H(13) 3.037 ? . 1_556 H(7) H(14) 3.236 ? . 1_556 H(7) H(15) 3.137 ? . 1_556 H(8) C(12) 3.368 ? . 3_755 H(8) H(6) 2.438 ? . 3_755 H(9) S(8) 3.202 ? . 3_755 H(9) C(6) 3.466 ? . 3_755 H(9) C(8) 3.438 ? . 3_755 H(9) H(6) 2.808 ? . 3_755 H(9) H(12) 3.279 ? . 3_756 H(10) S(2) 3.424 ? . 2_645 H(10) C(4) 3.317 ? . 2_645 H(10) H(13) 3.260 ? . 3_755 H(11) S(6) 3.209 ? . 2_645 H(11) C(4) 3.197 ? . 2_645 H(11) H(3) 3.580 ? . 2_645 H(11) H(4) 3.016 ? . 1_556 H(11) H(6) 3.557 ? . 1_556 H(12) S(8) 3.059 ? . 1_556 H(12) H(4) 3.343 ? . 1_556 H(12) H(6) 3.389 ? . 1_556 H(12) H(9) 3.279 ? . 3_756 H(13) S(7) 3.364 ? . 3_755 H(13) H(6) 3.295 ? . 3_755 H(13) H(7) 3.037 ? . 1_554 H(13) H(10) 3.260 ? . 3_755 H(14) S(4) 3.407 ? . 4_554 H(14) C(5) 3.306 ? . 4_554 H(14) C(6) 3.043 ? . 4_554 H(14) H(7) 3.236 ? . 1_554 H(15) S(5) 3.144 ? . 1_554 H(15) H(3) 3.254 ? . 1_554 H(15) H(7) 3.137 ? . 1_554 H(16) C(16) 3.512 ? . 3_656 H(16) H(1) 3.133 ? . 4_455 H(16) H(3) 3.496 ? . 2_645 H(16) H(16) 2.999 ? . 3_656 H(16) H(17) 3.546 ? . 3_656 H(16) H(18) 3.448 ? . 3_656 H(17) C(11) 3.461 ? . 2_645 H(17) H(1) 3.455 ? . 2_645 H(17) H(3) 2.659 ? . 2_645 H(17) H(16) 3.546 ? . 3_656 H(17) H(18) 3.412 ? . 3_655 H(18) H(1) 2.806 ? . 4_455 H(18) H(16) 3.448 ? . 3_656 H(18) H(17) 3.412 ? . 3_655 H(18) H(18) 3.243 ? . 3_655 #============================================================================== # End of CIF #==============================================================================