data_tt2t _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H8 S4' _chemical_formula_sum 'C14 H8 S4' _chemical_formula_weight 304.44 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.7083(15) _cell_length_b 8.616(2) _cell_length_c 13.272(4) _cell_angle_alpha 88.226(6) _cell_angle_beta 77.637(6) _cell_angle_gamma 82.068(6) _cell_volume 631.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 3129 _cell_measurement_theta_min 3.13 _cell_measurement_theta_max 26.00 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.601 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 312 _exptl_absorpt_coefficient_mu 0.726 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8115 _exptl_absorpt_correction_T_max 0.9856 _exptl_absorpt_process_details ; Blessing, R. Acta Cryst. (1995) A51 33-38. Sheldrick, G. SADABS (Version 2.10) Bruker/Siemens area detector absorption and other corrections, University of Gottingen, Germany 2003. ; _exptl_special_details ; 3610 frames x 60 sec. @ 4.980 cm; 0.3 deg. steps in omega & phi ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9522 _diffrn_reflns_av_R_equivalents 0.0613 _diffrn_reflns_av_sigmaI/netI 0.0619 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 26.51 _reflns_number_total 2602 _reflns_number_gt 2012 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; The structure is highly dispodered with the superposition of sulfur and carbon atom positions. The crystal was a pseudo-monoclinic twin due to a twin operation of a two- fold axis parallel to the b-axis resulting in a twin law (-1 0 0, 0 -1 0, -1 0 1). 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^ > 2sigma(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^)+(0.1009P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2602 _refine_ls_number_parameters 168 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0773 _refine_ls_R_factor_gt 0.0567 _refine_ls_wR_factor_ref 0.1541 _refine_ls_wR_factor_gt 0.1436 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 S1 S 0.0829(5) 0.8478(3) 0.20586(19) 0.0375(9) Uani 0.375(6) 1 d P A 1 C11 C 0.0829(5) 0.8478(3) 0.20586(19) 0.0375(9) Uani 0.625(6) 1 d P A 2 H11 H -0.0816 0.8921 0.2276 0.045 Uiso 0.625(6) 1 calc PR A 2 S2 S 0.5171(3) 0.6679(2) 0.18729(13) 0.0379(7) Uani 0.625(6) 1 d P A 2 C12 C 0.5171(3) 0.6679(2) 0.18729(13) 0.0379(7) Uani 0.375(6) 1 d P A 1 H12 H 0.6480 0.5913 0.1960 0.045 Uiso 0.375(6) 1 calc PR A 1 S3 S -0.1471(3) 0.6654(2) 0.40850(14) 0.0327(6) Uani 0.557(6) 1 d P . 1 C13 C -0.1471(3) 0.6654(2) 0.40850(14) 0.0327(6) Uani 0.443(6) 1 d P . 2 H13 H -0.2810 0.7340 0.3939 0.039 Uiso 0.443(6) 1 calc PR . 2 S4 S 0.3257(4) 0.4934(3) 0.40245(16) 0.0329(8) Uani 0.443(6) 1 d P A 2 C14 C 0.3257(4) 0.4934(3) 0.40245(16) 0.0329(8) Uani 0.557(6) 1 d P A 1 H14 H 0.4923 0.4526 0.3834 0.040 Uiso 0.557(6) 1 calc PR . 1 S5 S 0.9804(7) 0.2997(5) 0.2506(3) 0.0420(14) Uani 0.143(6) 1 d P B 1 C15 C 0.9804(7) 0.2997(5) 0.2506(3) 0.0420(14) Uani 0.857(6) 1 d P B 2 H15 H 1.0649 0.3164 0.3029 0.050 Uiso 0.857(6) 1 calc PR B 2 S6 S 0.6766(2) 0.20535(19) 0.14618(11) 0.0346(5) Uani 0.857(6) 1 d P B 2 C16 C 0.6766(2) 0.20535(19) 0.14618(11) 0.0346(5) Uani 0.143(6) 1 d P B 1 H16 H 0.5532 0.1579 0.1260 0.041 Uiso 0.143(6) 1 calc PR B 1 S7 S 0.7783(3) 0.1342(2) 0.46113(12) 0.0319(6) Uani 0.687(7) 1 d P B 1 C17 C 0.7783(3) 0.1342(2) 0.46113(12) 0.0319(6) Uani 0.313(7) 1 d P B 2 H17 H 0.9054 0.1822 0.4777 0.038 Uiso 0.313(7) 1 calc PR B 2 S8 S 0.4413(5) 0.0331(3) 0.3575(2) 0.0397(11) Uani 0.313(7) 1 d P . 2 C18 C 0.4413(5) 0.0331(3) 0.3575(2) 0.0397(11) Uani 0.687(7) 1 d P . 1 H18 H 0.3526 0.0144 0.3072 0.048 Uiso 0.687(7) 1 calc PR B 1 C1 C 0.4910(10) 0.8022(7) 0.1018(4) 0.0467(15) Uani 1 1 d . . . H1 H 0.6208 0.8187 0.0462 0.056 Uiso 1 1 calc R A 1 C2 C 0.2734(11) 0.8889(7) 0.1145(4) 0.0434(14) Uani 1 1 d . A . H2 H 0.2402 0.9719 0.0687 0.052 Uiso 1 1 calc R C 1 C3 C 0.2361(7) 0.7095(5) 0.2550(3) 0.0254(10) Uani 1 1 d . . . C4 C 0.1484(7) 0.6256(5) 0.3485(3) 0.0220(9) Uani 1 1 d . A . C5 C 0.1126(7) 0.4594(5) 0.4988(4) 0.0252(10) Uani 1 1 d . . . C6 C 1.0295(8) 0.3556(6) 0.1443(4) 0.0352(12) Uani 1 1 d . . . H6 H 1.1560 0.4170 0.1193 0.042 Uiso 1 1 calc R B 1 C7 C 0.8859(10) 0.3157(7) 0.0833(4) 0.0409(13) Uani 1 1 d . B . H7 H 0.9007 0.3461 0.0130 0.049 Uiso 1 1 calc R D 1 C8 C 0.7714(8) 0.2114(5) 0.2604(4) 0.0256(10) Uani 1 1 d . . . C9 C 0.6628(8) 0.1299(5) 0.3530(3) 0.0260(10) Uani 1 1 d . B . C10 C 0.5811(7) 0.0211(5) 0.5269(4) 0.0271(11) Uani 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 S1 0.0343(14) 0.0437(17) 0.0348(13) 0.0005(11) -0.0020(10) -0.0145(11) C11 0.0343(14) 0.0437(17) 0.0348(13) 0.0005(11) -0.0020(10) -0.0145(11) S2 0.0255(10) 0.0507(14) 0.0362(10) 0.0009(9) -0.0008(7) -0.0099(9) C12 0.0255(10) 0.0507(14) 0.0362(10) 0.0009(9) -0.0008(7) -0.0099(9) S3 0.0321(11) 0.0375(12) 0.0298(9) -0.0042(8) -0.0037(8) -0.0131(8) C13 0.0321(11) 0.0375(12) 0.0298(9) -0.0042(8) -0.0037(8) -0.0131(8) S4 0.0359(13) 0.0370(14) 0.0283(12) -0.0032(10) -0.0036(9) -0.0176(10) C14 0.0359(13) 0.0370(14) 0.0283(12) -0.0032(10) -0.0036(9) -0.0176(10) S5 0.038(2) 0.035(3) 0.049(2) -0.0043(18) -0.0032(18) -0.0012(18) C15 0.038(2) 0.035(3) 0.049(2) -0.0043(18) -0.0032(18) -0.0012(18) S6 0.0255(7) 0.0472(10) 0.0340(8) -0.0003(7) -0.0080(6) -0.0131(6) C16 0.0255(7) 0.0472(10) 0.0340(8) -0.0003(7) -0.0080(6) -0.0131(6) S7 0.0226(8) 0.0392(11) 0.0350(9) -0.0050(8) -0.0057(7) -0.0077(7) C17 0.0226(8) 0.0392(11) 0.0350(9) -0.0050(8) -0.0057(7) -0.0077(7) S8 0.0330(16) 0.0378(18) 0.0408(18) 0.0015(13) 0.0038(12) 0.0025(12) C18 0.0330(16) 0.0378(18) 0.0408(18) 0.0015(13) 0.0038(12) 0.0025(12) C1 0.037(3) 0.071(4) 0.030(3) -0.008(3) 0.010(2) -0.026(3) C2 0.052(4) 0.043(3) 0.042(3) 0.009(3) -0.019(3) -0.017(3) C3 0.017(2) 0.030(3) 0.031(2) -0.010(2) -0.0067(18) -0.0075(18) C4 0.017(2) 0.025(2) 0.026(2) -0.0080(19) -0.0064(17) -0.0056(17) C5 0.0120(19) 0.032(3) 0.033(2) -0.009(2) -0.0062(16) -0.0034(18) C6 0.017(2) 0.032(3) 0.054(3) -0.005(3) -0.002(2) -0.004(2) C7 0.041(3) 0.046(3) 0.037(3) 0.000(3) -0.011(2) -0.005(2) C8 0.016(2) 0.027(2) 0.035(2) -0.006(2) -0.0123(18) 0.0032(18) C9 0.017(2) 0.027(3) 0.035(2) -0.008(2) -0.0078(19) 0.0030(18) C10 0.016(2) 0.029(3) 0.038(3) -0.011(2) -0.0078(19) -0.0008(18) _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 C2 1.514(6) . ? S1 C3 1.587(6) . ? S2 C1 1.610(7) . ? S2 C3 1.659(4) . ? S3 C5 1.635(5) 2_566 ? S3 C4 1.697(4) . ? S4 C5 1.615(5) . ? S4 C4 1.666(5) . ? S5 C6 1.459(7) . ? S5 C8 1.482(5) . ? S6 C7 1.693(6) . ? S6 C8 1.720(5) . ? S7 C10 1.676(5) . ? S7 C9 1.707(5) . ? S8 C10 1.573(6) 2_656 ? S8 C9 1.598(5) . ? C1 C2 1.338(8) . ? C3 C4 1.446(6) . ? C5 C5 1.371(8) 2_566 ? C5 S3 1.635(5) 2_566 ? C5 C13 1.635(5) 2_566 ? C6 C7 1.352(7) . ? C8 C9 1.458(7) . ? C10 C10 1.374(8) 2_656 ? C10 C18 1.573(6) 2_656 ? C10 S8 1.573(6) 2_656 ? 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 S1 C3 100.1(3) . . ? C1 S2 C3 95.3(3) . . ? C5 S3 C4 92.4(2) 2_566 . ? C5 S4 C4 94.4(2) . . ? C6 S5 C8 105.8(4) . . ? C7 S6 C8 93.1(3) . . ? C10 S7 C9 92.3(2) . . ? C10 S8 C9 96.5(3) 2_656 . ? C2 C1 S2 115.3(4) . . ? C1 C2 S1 116.5(5) . . ? C4 C3 S1 125.4(3) . . ? C4 C3 S2 121.8(4) . . ? S1 C3 S2 112.8(3) . . ? C3 C4 S4 123.1(3) . . ? C3 C4 S3 119.0(3) . . ? S4 C4 S3 117.9(3) . . ? C5 C5 S4 116.9(5) 2_566 . ? C5 C5 S3 118.5(5) 2_566 2_566 ? S4 C5 S3 124.7(3) . 2_566 ? C5 C5 C13 118.5(5) 2_566 2_566 ? S4 C5 C13 124.7(3) . 2_566 ? S3 C5 C13 0.00(11) 2_566 2_566 ? C7 C6 S5 116.6(4) . . ? C6 C7 S6 112.3(4) . . ? C9 C8 S5 125.4(4) . . ? C9 C8 S6 122.4(3) . . ? S5 C8 S6 112.2(4) . . ? C8 C9 S8 122.9(3) . . ? C8 C9 S7 119.2(3) . . ? S8 C9 S7 117.9(3) . . ? C10 C10 C18 118.5(5) 2_656 2_656 ? C10 C10 S8 118.5(5) 2_656 2_656 ? C18 C10 S8 0.0(3) 2_656 2_656 ? C10 C10 S7 114.8(5) 2_656 . ? C18 C10 S7 126.7(3) 2_656 . ? S8 C10 S7 126.7(3) 2_656 . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.51 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.508 _refine_diff_density_min -0.624 _refine_diff_density_rms 0.095