# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is (c) The Royal Society of Chemistry 2000 # CCDC Number: 1145/235 data_jr9804\jr9804 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C7 H6 N S2' _chemical_formula_weight 168.25 _chemical_melting_point ? _chemical_compound_source ? 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' '-x, -y, -z' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' 'x-1/2, y, -z-1/2' _cell_length_a 16.778(6) _cell_length_b 14.757(4) _cell_length_c 5.851(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1448.7(9) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12.5 _cell_measurement_theta_max 15.0 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.543 _exptl_crystal_density_method ? _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.645 _exptl_absorpt_correction_type 'Psi-Scans' _exptl_absorpt_correction_T_min 0.740 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Rigaku AFC7-R' _diffrn_measurement_method '\w/2\q scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.1 _diffrn_reflns_number 2065 _diffrn_reflns_av_R_equivalents 0.0479 _diffrn_reflns_av_sigmaI/netI 0.0694 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 2.76 _diffrn_reflns_theta_max 24.99 _reflns_number_total 1268 _reflns_number_observed 870 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0599P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1267 _refine_ls_number_parameters 92 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0823 _refine_ls_R_factor_obs 0.0523 _refine_ls_wR_factor_all 0.1315 _refine_ls_wR_factor_obs 0.1153 _refine_ls_goodness_of_fit_all 1.029 _refine_ls_goodness_of_fit_obs 1.108 _refine_ls_restrained_S_all 1.031 _refine_ls_restrained_S_obs 1.108 _refine_ls_shift/esd_max -0.095 _refine_ls_shift/esd_mean 0.003 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group S1 S 0.27723(5) 0.66954(8) 0.0632(2) 0.0330(3) Uani 1 d . . S2 S 0.26795(6) 0.57446(8) -0.3444(2) 0.0351(3) Uani 1 d . . N1 N 0.3263(2) 0.6201(2) -0.1475(6) 0.0373(9) Uani 1 d . . C1 C 0.1798(2) 0.6449(2) -0.0195(6) 0.0238(9) Uani 1 d . . C2 C 0.1110(2) 0.6668(3) 0.1022(7) 0.0264(9) Uani 1 d . . H2 H 0.1145(2) 0.6985(3) 0.2393(7) 0.032 Uiso 1 calc R . C3 C 0.0375(2) 0.6411(3) 0.0168(7) 0.0273(9) Uani 1 d . . C4 C 0.0336(2) 0.5960(3) -0.1923(7) 0.0326(10) Uani 1 d . . H4 H -0.0160(2) 0.5806(3) -0.2518(7) 0.039 Uiso 1 calc R . C5 C 0.1011(2) 0.5739(3) -0.3124(6) 0.0314(10) Uani 1 d . . H5 H 0.0973(2) 0.5430(3) -0.4506(6) 0.038 Uiso 1 calc R . C6 C 0.1751(2) 0.5979(3) -0.2259(6) 0.0257(9) Uani 1 d . . C7 C -0.0382(2) 0.6636(3) 0.1477(8) 0.0401(11) Uani 1 d . . H7A H -0.0802(5) 0.6237(13) 0.1003(35) 0.060 Uiso 1 calc R . H7B H -0.0533(9) 0.7252(7) 0.1170(38) 0.060 Uiso 1 calc R . H7C H -0.0289(5) 0.6563(18) 0.3086(9) 0.060 Uiso 1 calc 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_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0277(5) 0.0415(7) 0.0296(6) -0.0013(5) -0.0035(4) -0.0041(5) S2 0.0360(6) 0.0357(6) 0.0336(6) -0.0049(5) 0.0100(5) 0.0020(5) N1 0.030(2) 0.040(2) 0.043(2) -0.002(2) 0.006(2) 0.003(2) C1 0.028(2) 0.025(2) 0.018(2) 0.002(2) -0.002(2) 0.001(2) C2 0.034(2) 0.024(2) 0.021(2) 0.002(2) 0.002(2) -0.001(2) C3 0.026(2) 0.028(2) 0.028(2) 0.003(2) 0.003(2) 0.001(2) C4 0.030(2) 0.037(2) 0.031(2) -0.005(2) -0.007(2) -0.002(2) C5 0.038(2) 0.032(2) 0.024(2) -0.005(2) -0.004(2) -0.005(2) C6 0.032(2) 0.026(2) 0.020(2) 0.002(2) 0.004(2) 0.003(2) C7 0.033(2) 0.048(3) 0.039(2) 0.001(2) 0.007(2) 0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 N1 1.653(3) . ? S1 C1 1.743(4) . ? S2 N1 1.656(4) . ? S2 C6 1.740(4) . ? C1 C2 1.395(5) . ? C1 C6 1.394(5) . ? C2 C3 1.384(5) . ? C3 C4 1.394(6) . ? C3 C7 1.520(5) . ? C4 C5 1.373(5) . ? C5 C6 1.386(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 S1 C1 99.7(2) . . ? N1 S2 C6 99.9(2) . . ? S1 N1 S2 113.8(2) . . ? C2 C1 C6 120.7(3) . . ? C2 C1 S1 125.9(3) . . ? C6 C1 S1 113.4(3) . . ? C3 C2 C1 119.3(4) . . ? C2 C3 C4 119.3(4) . . ? C2 C3 C7 120.1(4) . . ? C4 C3 C7 120.5(4) . . ? C5 C4 C3 121.6(4) . . ? C4 C5 C6 119.4(4) . . ? C5 C6 C1 119.6(3) . . ? C5 C6 S2 127.2(3) . . ? C1 C6 S2 113.2(3) . . ? _refine_diff_density_max 0.303 _refine_diff_density_min -0.364 _refine_diff_density_rms 0.087