 
data_s92 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety           'C13 H10 O S4'  
_chemical_formula_sum 
 'C13 H10 O S4' 
_chemical_formula_weight          310.45 
 
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' 
 'O'  'O'   0.0106   0.0060 
 '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    Pbcn 
_symmetry_space_group_name_Hall	  '-P 2n 2ab'
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, y+1/2, z' 
 'x, -y, z+1/2' 
 '-x+1/2, -y+1/2, z+1/2' 
 '-x, -y, -z' 
 'x-1/2, -y-1/2, -z' 
 '-x, y, -z-1/2' 
 'x-1/2, y-1/2, -z-1/2' 
 
_cell_length_a                    14.5002(3) 
_cell_length_b                    13.4816(3) 
_cell_length_c                    7.00910(10) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      1370.18(5) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     150(2) 
_cell_measurement_reflns_used     6278 
_cell_measurement_theta_min       2.91 
_cell_measurement_theta_max       50.58 
 
_exptl_crystal_description        Block 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.20 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.15 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.505 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              640 
_exptl_absorpt_coefficient_mu     0.676 
_exptl_absorpt_correction_type    Empirical 
_exptl_absorpt_correction_T_min   0.8766 
_exptl_absorpt_correction_T_max   0.9054 
_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          'Enraf Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Enraf Nonius KappaCCD area detector'
_diffrn_measurement_method        'π and θ scans to fill Ewald sphere'
_diffrn_detector_area_resol_mean  '9.091 pixels/mm'
_diffrn_standards_number          'n/a'
_diffrn_standards_interval_count  'n/a'
_diffrn_standards_interval_time   'n/a'
_diffrn_standards_decay_%         'n/a'
_diffrn_reflns_number             5309 
_diffrn_reflns_av_R_equivalents   0.0298 
_diffrn_reflns_av_sigmaI/netI     0.0308 
_diffrn_reflns_limit_h_min        -15 
_diffrn_reflns_limit_h_max        17 
_diffrn_reflns_limit_k_min        -16 
_diffrn_reflns_limit_k_max        15 
_diffrn_reflns_limit_l_min        -8 
_diffrn_reflns_limit_l_max        8 
_diffrn_reflns_theta_min          3.02 
_diffrn_reflns_theta_max          25.99 
_reflns_number_total              1343 
_reflns_number_gt                 1188 
_reflns_threshold_expression      >2sigma(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, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ?
_computing_publication_material   'PLATON (Spek, 1990)'
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0549P)²+0.9949P] where P=(Fo²+2Fc²)/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        0
_refine_ls_number_reflns          1343
_refine_ls_number_parameters      92
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0426
_refine_ls_R_factor_gt            0.0380
_refine_ls_wR_factor_ref          0.1049
_refine_ls_wR_factor_gt           0.1019
_refine_ls_goodness_of_fit_ref    1.080
_refine_ls_restrained_S_all       1.080
_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 0.09913(4) 0.05660(4) 0.21172(8) 0.0291(2) Uani 1 1 d . . .
S2 S 0.19182(4) 0.42130(4) 0.28883(9) 0.0333(2) Uani 1 1 d . . .
O1 O 0.0000 -0.10675(17) 0.2500 0.0484(7) Uani 1 2 d S . .
C1 C 0.05855(17) 0.34551(17) 0.5353(3) 0.0360(6) Uani 1 1 d . . .
H1A H 0.0766 0.4077 0.5974 0.05(2) Uiso 0.45(7) 1 calc PR . .
H1B H 0.0724 0.2896 0.6200 0.08(3) Uiso 0.45(7) 1 calc PR . .
H1C H -0.0077 0.3468 0.5080 0.08(3) Uiso 0.45(7) 1 calc PR . .
H1D H 0.0176 0.2884 0.5528 0.024(15) Uiso 0.55(7) 1 calc PR . .
H1E H 0.0218 0.4065 0.5302 0.07(2) Uiso 0.55(7) 1 calc PR . .
H1F H 0.1019 0.3493 0.6422 0.042(17) Uiso 0.55(7) 1 calc PR . .
C2 C 0.11092(13) 0.33391(15) 0.3530(3) 0.0246(5) Uani 1 1 d . . .
C3 C 0.10750(13) 0.25881(16) 0.2217(3) 0.0228(5) Uani 1 1 d . . .
C4 C 0.22263(16) 0.35569(18) 0.0893(4) 0.0403(6) Uani 1 1 d . . .
H4 H 0.2692 0.3760 0.0024 0.047(7) Uiso 1 1 calc R . .
C5 C 0.17300(16) 0.27209(17) 0.0705(3) 0.0350(5) Uani 1 1 d . . .
H5 H 0.1805 0.2267 -0.0320 0.038(7) Uiso 1 1 calc R . .
C6 C 0.04580(15) 0.17251(14) 0.2340(3) 0.0216(4) Uani 1 1 d . . .
C10 C 0.0000 -0.0172(2) 0.2500 0.0320(7) Uani 1 2 d S . .
 
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 0.0354(4) 0.0209(3) 0.0309(4) -0.0018(2) -0.0087(2) 0.0083(2)
S2 0.0271(4) 0.0244(3) 0.0483(4) 0.0072(2) 0.0052(2) -0.0054(2)
O1 0.0735(19) 0.0174(12) 0.0543(15) 0.000 -0.0278(13) 0.000
C1 0.0425(14) 0.0354(12) 0.0300(11) -0.0102(10) 0.0054(10) -0.0157(10)
C2 0.0223(10) 0.0230(10) 0.0286(11) 0.0037(9) 0.0019(8) -0.0032(8)
C3 0.0214(10) 0.0218(10) 0.0254(10) 0.0043(8) 0.0021(7) 0.0035(8)
C4 0.0349(13) 0.0361(13) 0.0497(14) 0.0108(11) 0.0205(11) 0.0029(10)
C5 0.0357(12) 0.0318(12) 0.0375(13) 0.0033(10) 0.0145(10) 0.0087(10)
C6 0.0289(10) 0.0177(10) 0.0181(8) -0.0005(7) -0.0022(7) 0.0045(8)
C10 0.0472(19) 0.0195(15) 0.0292(15) 0.000 -0.0173(13) 0.000
 
_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
S1 C6 1.751(2) . ?
S1 C10 1.7688(18) . ?
S2 C4 1.714(3) . ?
S2 C2 1.722(2) . ?
O1 C10 1.207(4) . ?
C1 C2 1.494(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 H1D 0.9800 . ?
C1 H1E 0.9800 . ?
C1 H1F 0.9800 . ?
C2 C3 1.369(3) . ?
C3 C5 1.434(3) . ?
C3 C6 1.470(3) . ?
C4 C5 1.344(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C6 1.347(4) 7_556 ?
C10 S1 1.7688(18) 7_556 ?
 
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
C6 S1 C10 97.45(11) . . ?
C4 S2 C2 92.15(11) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1D 109.5 . . ?
H1A C1 H1D 141.1 . . ?
H1B C1 H1D 56.3 . . ?
H1C C1 H1D 56.3 . . ?
C2 C1 H1E 109.5 . . ?
H1A C1 H1E 56.3 . . ?
H1B C1 H1E 141.1 . . ?
H1C C1 H1E 56.3 . . ?
H1D C1 H1E 109.5 . . ?
C2 C1 H1F 109.5 . . ?
H1A C1 H1F 56.3 . . ?
H1B C1 H1F 56.3 . . ?
H1C C1 H1F 141.1 . . ?
H1D C1 H1F 109.5 . . ?
H1E C1 H1F 109.5 . . ?
C3 C2 C1 129.32(18) . . ?
C3 C2 S2 110.79(15) . . ?
C1 C2 S2 119.85(16) . . ?
C2 C3 C5 112.36(19) . . ?
C2 C3 C6 124.59(18) . . ?
C5 C3 C6 123.03(19) . . ?
C5 C4 S2 111.92(17) . . ?
C5 C4 H4 124.0 . . ?
S2 C4 H4 124.0 . . ?
C4 C5 C3 112.8(2) . . ?
C4 C5 H5 123.6 . . ?
C3 C5 H5 123.6 . . ?
C6 C6 C3 127.58(11) 7_556 . ?
C6 C6 S1 116.78(7) 7_556 . ?
C3 C6 S1 115.62(15) . . ?
O1 C10 S1 124.24(8) . . ?
O1 C10 S1 124.24(8) . 7_556 ?
S1 C10 S1 111.53(17) . 7_556 ?
 
_diffrn_measured_fraction_theta_max    0.993
_diffrn_reflns_theta_full              25.99
_diffrn_measured_fraction_theta_full   0.993
_refine_diff_density_max    0.671
_refine_diff_density_min   -0.600
_refine_diff_density_rms    0.065
