data_00src001
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C21 H20 O5 S3'
_chemical_formula_weight          448.55
 
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            Monoclinic
_symmetry_space_group_name_H-M    P2(1)/n
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y-1/2, z-1/2'
 
_cell_length_a                    12.732(3)
_cell_length_b                    13.131(3)
_cell_length_c                    13.040(3)
_cell_angle_alpha                 90.00
_cell_angle_beta                  96.88(3)
_cell_angle_gamma                 90.00
_cell_volume                      2164.3(7)
_cell_formula_units_Z             4
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     16442
_cell_measurement_theta_min       2.11
_cell_measurement_theta_max       27.53
 
_exptl_crystal_description        block
_exptl_crystal_colour             yellow
_exptl_crystal_size_max           0.3
_exptl_crystal_size_mid           0.25
_exptl_crystal_size_min           0.1
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.377
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              936
_exptl_absorpt_coefficient_mu     0.372
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.856
_exptl_absorpt_correction_T_max   0.970
_exptl_absorpt_process_details    'SORTAV (Blessing, 1997)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       293(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 KappaCCD Area Detector'
_diffrn_measurement_method        'Phi and Omega scans to fill Ewald Sphere'
_diffrn_detector_area_resol_mean  9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             16442
_diffrn_reflns_av_R_equivalents   0.0533
_diffrn_reflns_av_sigmaI/netI     0.0606
_diffrn_reflns_limit_h_min        -16
_diffrn_reflns_limit_h_max        16
_diffrn_reflns_limit_k_min        -15
_diffrn_reflns_limit_k_max        17
_diffrn_reflns_limit_l_min        -13
_diffrn_reflns_limit_l_max        16
_diffrn_reflns_theta_min          2.11
_diffrn_reflns_theta_max          27.53
_reflns_number_total              4938
_reflns_number_gt                 2899
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        'COLLECT (Hooft, 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor) & COLLECT (Hooft, 1998)'
_computing_data_reduction         
'DENZO (Otwinowski & Minor) & COLLECT (Hooft, 1998)'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     'CAMERON (Watkin, Pearce 1995)'
_computing_publication_material   ?
 
_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)+(0.0784P)²+0.0000P] 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        ?
_refine_ls_number_reflns          4938
_refine_ls_number_parameters      266
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1006
_refine_ls_R_factor_gt            0.0493
_refine_ls_wR_factor_ref          0.1432
_refine_ls_wR_factor_gt           0.1220
_refine_ls_goodness_of_fit_ref    0.991
_refine_ls_restrained_S_all       0.991
_refine_ls_shift/su_max           0.008
_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
S1 S 1.04396(6) 0.14506(6) 0.47927(7) 0.0835(3) Uani 1 1 d . . .
S2 S 0.86190(5) 0.14022(5) 0.60175(5) 0.0589(2) Uani 1 1 d . . .
S3 S 0.82485(5) 0.10889(4) 0.38112(5) 0.0532(2) Uani 1 1 d . . .
O1 O 0.66452(16) 0.14926(15) 0.70684(16) 0.0817(6) Uani 1 1 d . . .
O2 O 0.61835(14) -0.09741(10) 0.35677(12) 0.0553(4) Uani 1 1 d . . .
O3 O 0.64505(15) -0.08764(14) -0.00208(13) 0.0722(5) Uani 1 1 d . . .
O4 O 0.38972(12) 0.13335(10) 0.36548(14) 0.0542(4) Uani 1 1 d . . .
O5 O 0.40366(13) 0.49413(11) 0.35609(15) 0.0692(5) Uani 1 1 d . . .
C1 C 0.91741(19) 0.13293(16) 0.4882(2) 0.0535(6) Uani 1 1 d . . .
C2 C 0.73085(18) 0.12437(15) 0.54783(18) 0.0467(5) Uani 1 1 d . . .
C3 C 0.71304(17) 0.11149(14) 0.44408(17) 0.0419(5) Uani 1 1 d . . .
C4 C 0.6479(2) 0.13023(17) 0.6157(2) 0.0575(6) Uani 1 1 d . . .
H4 H 0.5784 0.1187 0.5872 0.069 Uiso 1 1 calc R . .
C5 C 0.60530(17) 0.10811(14) 0.37976(17) 0.0426(5) Uani 1 1 d . . .
H5 H 0.5601 0.0635 0.4158 0.051 Uiso 1 1 calc R . .
C6 C 0.61327(16) 0.06058(15) 0.27404(17) 0.0435(5) Uani 1 1 d . . .
C7 C 0.62081(17) -0.04504(15) 0.26612(17) 0.0451(5) Uani 1 1 d . . .
C8 C 0.63028(18) -0.09097(16) 0.17271(18) 0.0507(6) Uani 1 1 d . . .
H8 H 0.6337 -0.1616 0.1684 0.061 Uiso 1 1 calc R . .
C9 C 0.63471(18) -0.03214(18) 0.08518(19) 0.0542(6) Uani 1 1 d . . .
C10 C 0.62699(19) 0.07271(19) 0.09067(19) 0.0590(6) Uani 1 1 d . . .
H10 H 0.6299 0.1126 0.0321 0.071 Uiso 1 1 calc R . .
C11 C 0.6150(2) 0.11724(17) 0.1842(2) 0.0541(6) Uani 1 1 d . . .
H11 H 0.6078 0.1876 0.1874 0.065 Uiso 1 1 calc R . .
C12 C 0.6322(3) -0.20361(17) 0.3543(2) 0.0900(11) Uani 1 1 d . . .
H12A H 0.5820 -0.2324 0.3013 0.135 Uiso 1 1 calc R . .
H12B H 0.6212 -0.2321 0.4200 0.135 Uiso 1 1 calc R . .
H12C H 0.7026 -0.2188 0.3398 0.135 Uiso 1 1 calc R . .
C13 C 0.6506(3) -0.0322(2) -0.0955(2) 0.0881(10) Uani 1 1 d . . .
H13A H 0.5914 0.0134 -0.1070 0.132 Uiso 1 1 calc R . .
H13B H 0.6489 -0.0790 -0.1523 0.132 Uiso 1 1 calc R . .
H13C H 0.7152 0.0062 -0.0900 0.132 Uiso 1 1 calc R . .
C14 C 0.55462(16) 0.21377(15) 0.37431(16) 0.0437(5) Uani 1 1 d . . .
C15 C 0.44478(16) 0.22291(15) 0.36743(16) 0.0407(5) Uani 1 1 d . . .
C16 C 0.39753(17) 0.31796(15) 0.36301(17) 0.0456(5) Uani 1 1 d . . .
H16 H 0.3244 0.3235 0.3603 0.055 Uiso 1 1 calc R . .
C17 C 0.45930(18) 0.40479(15) 0.36255(18) 0.0488(6) Uani 1 1 d . . .
C18 C 0.5671(2) 0.39798(16) 0.3688(2) 0.0599(7) Uani 1 1 d . . .
H18 H 0.6086 0.4562 0.3686 0.072 Uiso 1 1 calc R . .
C19 C 0.61279(18) 0.30197(16) 0.3754(2) 0.0612(7) Uani 1 1 d . . .
H19 H 0.6861 0.2971 0.3807 0.073 Uiso 1 1 calc R . .
C20 C 0.2768(2) 0.13910(18) 0.3551(3) 0.0762(9) Uani 1 1 d . . .
H20A H 0.2549 0.1710 0.4153 0.114 Uiso 1 1 calc R . .
H20B H 0.2476 0.0717 0.3480 0.114 Uiso 1 1 calc R . .
H20C H 0.2521 0.1785 0.2950 0.114 Uiso 1 1 calc R . .
C21 C 0.4610(2) 0.58590(17) 0.3486(2) 0.0784(9) Uani 1 1 d . . .
H21A H 0.5158 0.5906 0.4058 0.118 Uiso 1 1 calc R . .
H21B H 0.4140 0.6429 0.3499 0.118 Uiso 1 1 calc R . .
H21C H 0.4922 0.5863 0.2851 0.118 Uiso 1 1 calc R . .
 
 
_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 C1 1.637(2) . ?
S2 C1 1.718(3) . ?
S2 C2 1.744(2) . ?
S3 C3 1.727(2) . ?
S3 C1 1.745(3) . ?
O1 C4 1.208(3) . ?
O2 C7 1.371(3) . ?
O2 C12 1.406(3) . ?
O3 C9 1.371(3) . ?
O3 C13 1.428(3) . ?
O4 C15 1.368(2) . ?
O4 C20 1.430(3) . ?
O5 C17 1.368(2) . ?
O5 C21 1.419(3) . ?
C2 C3 1.355(3) . ?
C2 C4 1.459(3) . ?
C3 C5 1.520(3) . ?
C5 C14 1.528(3) . ?
C5 C6 1.528(3) . ?
C6 C11 1.390(3) . ?
C6 C7 1.395(3) . ?
C7 C8 1.377(3) . ?
C8 C9 1.385(3) . ?
C9 C10 1.383(3) . ?
C10 C11 1.378(3) . ?
C14 C19 1.374(3) . ?
C14 C15 1.396(3) . ?
C15 C16 1.384(3) . ?
C16 C17 1.385(3) . ?
C17 C18 1.368(3) . ?
C18 C19 1.387(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
C1 S2 C2 96.80(12) . . ?
C3 S3 C1 97.59(11) . . ?
C7 O2 C12 117.48(18) . . ?
C9 O3 C13 117.2(2) . . ?
C15 O4 C20 117.62(17) . . ?
C17 O5 C21 117.8(2) . . ?
S1 C1 S2 124.47(16) . . ?
S1 C1 S3 122.46(16) . . ?
S2 C1 S3 113.06(13) . . ?
C3 C2 C4 124.4(2) . . ?
C3 C2 S2 117.07(18) . . ?
C4 C2 S2 118.46(18) . . ?
C2 C3 C5 125.9(2) . . ?
C2 C3 S3 115.35(17) . . ?
C5 C3 S3 118.55(16) . . ?
O1 C4 C2 123.6(3) . . ?
C3 C5 C14 110.32(16) . . ?
C3 C5 C6 110.90(17) . . ?
C14 C5 C6 113.72(17) . . ?
C11 C6 C7 117.5(2) . . ?
C11 C6 C5 123.45(19) . . ?
C7 C6 C5 119.05(19) . . ?
O2 C7 C8 123.80(19) . . ?
O2 C7 C6 115.21(19) . . ?
C8 C7 C6 121.0(2) . . ?
C7 C8 C9 120.1(2) . . ?
O3 C9 C10 125.9(2) . . ?
O3 C9 C8 113.9(2) . . ?
C10 C9 C8 120.2(2) . . ?
C11 C10 C9 119.0(2) . . ?
C10 C11 C6 122.2(2) . . ?
C19 C14 C15 117.58(19) . . ?
C19 C14 C5 122.73(19) . . ?
C15 C14 C5 119.69(17) . . ?
O4 C15 C16 123.74(19) . . ?
O4 C15 C14 115.76(17) . . ?
C16 C15 C14 120.50(18) . . ?
C15 C16 C17 119.9(2) . . ?
O5 C17 C18 124.6(2) . . ?
O5 C17 C16 114.6(2) . . ?
C18 C17 C16 120.8(2) . . ?
C17 C18 C19 118.3(2) . . ?
C14 C19 C18 122.9(2) . . ?
 
_diffrn_measured_fraction_theta_max    0.992
_diffrn_reflns_theta_full              27.53
_diffrn_measured_fraction_theta_full   0.992
_refine_diff_density_max    0.226
_refine_diff_density_min   -0.337
_refine_diff_density_rms    0.055
