data_s92 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H8 S2' _chemical_formula_sum 'C10 H8 S2' _chemical_formula_weight 192.28 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' '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 Pccn _symmetry_space_group_name_hall '-P 2ab 2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' 'x+1/2, -y, -z+1/2' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' '-x-1/2, y, z-1/2' 'x, -y-1/2, z-1/2' _cell_length_a 7.4172(4) _cell_length_b 21.2420(6) _cell_length_c 5.6592(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 891.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 11814 _cell_measurement_theta_min 3.24 _cell_measurement_theta_max 25.03 _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.432 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 400 _exptl_absorpt_coefficient_mu 0.531 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.8787 _exptl_absorpt_correction_T_max 0.9895 _exptl_absorpt_process_details 'SORTAV (R.H. Blessing, 1995, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD Area Detector' _diffrn_measurement_method '\f and \w scans to fill Ewald sphere' _diffrn_detector_area_resol_mean '9.091 pixels/mm' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 2663 _diffrn_reflns_av_R_equivalents 0.0411 _diffrn_reflns_av_sigmaI/netI 0.0485 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 3.84 _diffrn_reflns_theta_max 25.03 _reflns_number_total 775 _reflns_number_gt 606 _reflns_threshold_expression >2\s(I) _computing_data_collection ; 'DENZO (Otwinowski and Minor, 1997) & COLLECT (Hooft, 1998) ' ; _computing_cell_refinement 'DENZO and COLLECT' _computing_data_reduction 'DENZO and COLLECT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Cameron' _computing_publication_material SHELXL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) 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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0707P)^2^+0.0781P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 775 _refine_ls_number_parameters 71 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0582 _refine_ls_R_factor_gt 0.0423 _refine_ls_wR_factor_ref 0.1205 _refine_ls_wR_factor_gt 0.1115 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.002 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 C1 C 0.9279(3) 0.35740(11) 0.0533(4) 0.0249(6) Uani 1 1 d . . . C2 C 0.9856(3) 0.41567(11) 0.1233(4) 0.0242(6) Uani 1 1 d . . . C3 C 1.0750(3) 0.41288(12) 0.3472(4) 0.0277(6) Uani 1 1 d . . . C4 C 1.0842(3) 0.35277(11) 0.4381(4) 0.0239(6) Uani 1 1 d . . . C5 C 0.9629(3) 0.47189(11) -0.0211(4) 0.0287(6) Uani 1 1 d . . . S1 S 0.98519(9) 0.29983(3) 0.25179(8) 0.0286(4) Uani 1 1 d . . . H1 H 0.866(3) 0.3470(9) -0.081(4) 0.021(6) Uiso 1 1 d . . . H3 H 1.123(4) 0.4520(12) 0.436(5) 0.047(8) Uiso 1 1 d . . . H4 H 1.123(3) 0.3417(10) 0.567(4) 0.025(7) Uiso 1 1 d . . . H5 H 0.891(4) 0.4662(12) -0.163(5) 0.052(8) Uiso 1 1 d . . . 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 C1 0.0195(13) 0.0300(14) 0.0254(12) -0.0006(11) -0.0004(11) -0.0016(10) C2 0.0186(13) 0.0264(13) 0.0277(13) -0.0019(12) 0.0010(9) 0.0022(9) C3 0.0259(14) 0.0293(14) 0.0279(14) -0.0031(11) -0.0013(11) -0.0003(11) C4 0.0197(13) 0.0319(14) 0.0202(12) -0.0007(11) -0.0016(11) 0.0024(10) C5 0.0224(14) 0.0350(14) 0.0287(15) -0.0003(12) -0.0012(10) 0.0021(11) S1 0.0295(5) 0.0247(5) 0.0315(6) 0.0007(2) 0.0009(3) -0.0019(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 C2 1.368(3) . ? C1 S1 1.714(2) . ? C1 H1 0.91(2) . ? C2 C3 1.432(4) . ? C2 C5 1.457(3) . ? C3 C4 1.378(3) . ? C3 H3 1.03(3) . ? C4 S1 1.708(2) . ? C4 H4 0.82(2) . ? C5 C5 1.337(5) 5_765 ? C5 H5 0.97(3) . ? 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 C2 C1 S1 112.22(19) . . ? C2 C1 H1 128.0(13) . . ? S1 C1 H1 119.8(13) . . ? C1 C2 C3 111.3(2) . . ? C1 C2 C5 122.9(2) . . ? C3 C2 C5 125.7(2) . . ? C4 C3 C2 113.1(2) . . ? C4 C3 H3 123.1(14) . . ? C2 C3 H3 123.7(14) . . ? C3 C4 S1 110.99(18) . . ? C3 C4 H4 128.1(16) . . ? S1 C4 H4 120.8(16) . . ? C5 C5 C2 125.8(3) 5_765 . ? C5 C5 H5 119.0(16) 5_765 . ? C2 C5 H5 115.2(16) . . ? C4 S1 C1 92.38(13) . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.440 _refine_diff_density_min -0.372 _refine_diff_density_rms 0.068