data_s92
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 Dr. P. J. Murphy
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C34 H34 O2 S2'
_chemical_formula_sum
 'C34 H34 O2 S2'
_chemical_formula_weight          538.73
 
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    C2/c
_symmetry_space_group_name_hall   '-C 2yc'
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y, -z+1/2'
 'x+1/2, y+1/2, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y, z-1/2'
 '-x+1/2, -y+1/2, -z'
 'x+1/2, -y+1/2, z-1/2'
 
_cell_length_a                    21.0182(4)
_cell_length_b                    5.48710(10)
_cell_length_c                    24.2168(5)
_cell_angle_alpha                 90.00
_cell_angle_beta                  91.0170(10)
_cell_angle_gamma                 90.00
_cell_volume                      2792.46(9)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     3145
_cell_measurement_theta_min       2.910
_cell_measurement_theta_max       27.485
 
_exptl_crystal_description        Block
_exptl_crystal_colour             Colourless
_exptl_crystal_size_max           0.40
_exptl_crystal_size_mid           0.35
_exptl_crystal_size_min           0.20
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.281
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1144
_exptl_absorpt_coefficient_mu     0.221
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9169
_exptl_absorpt_correction_T_max   0.9572
_exptl_absorpt_process_details    'SORTAV Blessing (1997)'
_exptl_special_details
;
 PLEASE NOTE cell_measurement_ fields are not relevant to area detector data,
 the entire data set is used to refine the cell, which is indexed from all
 observed reflections in a 10 degree phi range.
;
_diffrn_ambient_temperature       120(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        'φ and ω 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             8799
_diffrn_reflns_av_R_equivalents   0.0375
_diffrn_reflns_av_sigmaI/netI     0.0338
_diffrn_reflns_limit_h_min        -24
_diffrn_reflns_limit_h_max        24
_diffrn_reflns_limit_k_min        -6
_diffrn_reflns_limit_k_max        6
_diffrn_reflns_limit_l_min        -28
_diffrn_reflns_limit_l_max        28
_diffrn_reflns_theta_min          3.37
_diffrn_reflns_theta_max          25.03
_reflns_number_total              2457
_reflns_number_gt                 2153
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection
' DENZO (Otwinowski and Minor, 1997)'
_computing_cell_refinement
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_data_reduction
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997a)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997b)'
_computing_molecular_graphics     'PLATON (Spek, 1990)'
_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)+(0.0372P)²+3.0312P] where P=(Fo²+2Fc²)/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        ?
_refine_ls_number_reflns          2457
_refine_ls_number_parameters      240
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0402
_refine_ls_R_factor_gt            0.0343
_refine_ls_wR_factor_ref          0.0889
_refine_ls_wR_factor_gt           0.0856
_refine_ls_goodness_of_fit_ref    1.054
_refine_ls_restrained_S_all       1.054
_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 0.181442(19) 0.82831(8) 0.394452(17) 0.02558(15) Uani 1 1 d . . .
O1 O 0.12986(6) 0.2726(2) 0.52486(5) 0.0315(3) Uani 1 1 d . . .
C3 C 0.12086(8) 0.6707(3) 0.48520(7) 0.0217(4) Uani 1 1 d . . .
C2 C 0.18057(8) 0.6135(3) 0.45292(7) 0.0223(4) Uani 1 1 d . . .
C16 C 0.30174(8) 0.8236(3) 0.35184(7) 0.0250(4) Uani 1 1 d . . .
C11 C 0.24417(8) 0.7022(3) 0.35539(6) 0.0225(4) Uani 1 1 d . . .
C6 C 0.04320(8) 0.3488(3) 0.60821(7) 0.0243(4) Uani 1 1 d . . .
C1 C 0.24248(8) 0.6261(3) 0.48718(7) 0.0227(4) Uani 1 1 d . . .
C4 C 0.10415(7) 0.4707(3) 0.52569(7) 0.0215(4) Uani 1 1 d . . .
C15 C 0.34975(8) 0.7304(3) 0.31912(7) 0.0275(4) Uani 1 1 d . . .
C12 C 0.23578(8) 0.4845(3) 0.32666(7) 0.0261(4) Uani 1 1 d . . .
C5 C 0.05340(7) 0.5201(3) 0.56696(6) 0.0205(4) Uani 1 1 d . . .
C14 C 0.34144(8) 0.5151(3) 0.28982(6) 0.0248(4) Uani 1 1 d . . .
C13 C 0.28369(8) 0.3928(3) 0.29435(7) 0.0276(4) Uani 1 1 d . . .
C9 C -0.03150(9) 0.7632(4) 0.60409(8) 0.0322(4) Uani 1 1 d . . .
C10 C 0.01589(8) 0.7296(3) 0.56540(8) 0.0269(4) Uani 1 1 d . . .
C7 C -0.00360(8) 0.3848(4) 0.64681(8) 0.0309(4) Uani 1 1 d . . .
C17 C 0.39287(10) 0.4159(4) 0.25329(8) 0.0341(4) Uani 1 1 d . . .
C8 C -0.04103(8) 0.5919(4) 0.64453(8) 0.0323(4) Uani 1 1 d . . .
H1B H 0.2769(8) 0.571(3) 0.4632(7) 0.023(4) Uiso 1 1 d . . .
H3B H 0.1256(9) 0.830(3) 0.5042(7) 0.026(5) Uiso 1 1 d . . .
H2 H 0.1760(8) 0.447(3) 0.4374(7) 0.020(4) Uiso 1 1 d . . .
H3A H 0.0831(9) 0.682(3) 0.4597(8) 0.029(5) Uiso 1 1 d . . .
H1A H 0.2394(8) 0.502(3) 0.5155(7) 0.021(4) Uiso 1 1 d . . .
H10 H 0.0231(9) 0.844(4) 0.5383(9) 0.036(5) Uiso 1 1 d . . .
H16 H 0.3073(9) 0.972(4) 0.3707(8) 0.028(5) Uiso 1 1 d . . .
H6 H 0.0685(9) 0.211(4) 0.6098(8) 0.031(5) Uiso 1 1 d . . .
H13 H 0.2768(9) 0.247(4) 0.2751(8) 0.031(5) Uiso 1 1 d . . .
H12 H 0.1958(9) 0.399(4) 0.3294(8) 0.032(5) Uiso 1 1 d . . .
H8 H -0.0735(10) 0.619(4) 0.6715(8) 0.039(6) Uiso 1 1 d . . .
H9 H -0.0569(10) 0.905(4) 0.6026(8) 0.039(6) Uiso 1 1 d . . .
H15 H 0.3902(10) 0.813(4) 0.3183(8) 0.038(5) Uiso 1 1 d . . .
H7 H -0.0112(11) 0.267(4) 0.6745(9) 0.046(6) Uiso 1 1 d . . .
H17B H 0.3995(11) 0.250(5) 0.2608(10) 0.059(7) Uiso 1 1 d . . .
H17A H 0.3811(10) 0.428(4) 0.2155(10) 0.047(6) Uiso 1 1 d . . .
H17C H 0.4334(12) 0.511(5) 0.2585(10) 0.064(7) Uiso 1 1 d . . .
 
 
_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 C11 1.7767(17) . ?
S1 C2 1.8426(17) . ?
O1 C4 1.214(2) . ?
C3 C4 1.517(2) . ?
C3 C2 1.523(2) . ?
C3 H3B 0.993(19) . ?
C3 H3A 1.000(19) . ?
C2 C1 1.532(2) . ?
C2 H2 0.992(18) . ?
C16 C11 1.385(2) . ?
C16 C15 1.391(2) . ?
C16 H16 0.94(2) . ?
C11 C12 1.392(2) . ?
C6 C7 1.383(3) . ?
C6 C5 1.391(2) . ?
C6 H6 0.92(2) . ?
C1 C1 1.525(3) 7_566 ?
C1 H1B 0.985(18) . ?
C1 H1A 0.971(18) . ?
C4 C5 1.499(2) . ?
C15 C14 1.388(3) . ?
C15 H15 0.97(2) . ?
C12 C13 1.381(2) . ?
C12 H12 0.96(2) . ?
C5 C10 1.394(2) . ?
C14 C13 1.393(3) . ?
C14 C17 1.510(2) . ?
C13 H13 0.94(2) . ?
C9 C8 1.375(3) . ?
C9 C10 1.392(3) . ?
C9 H9 0.94(2) . ?
C10 H10 0.92(2) . ?
C7 C8 1.383(3) . ?
C7 H7 0.95(2) . ?
C17 H17B 0.94(3) . ?
C17 H17A 0.95(2) . ?
C17 H17C 1.01(3) . ?
C8 H8 0.96(2) . ?
 
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
C11 S1 C2 100.23(8) . . ?
C4 C3 C2 112.64(14) . . ?
C4 C3 H3B 111.1(10) . . ?
C2 C3 H3B 110.1(10) . . ?
C4 C3 H3A 104.6(11) . . ?
C2 C3 H3A 110.4(11) . . ?
H3B C3 H3A 107.8(15) . . ?
C3 C2 C1 114.35(14) . . ?
C3 C2 S1 106.39(11) . . ?
C1 C2 S1 111.54(12) . . ?
C3 C2 H2 108.0(10) . . ?
C1 C2 H2 108.8(10) . . ?
S1 C2 H2 107.5(10) . . ?
C11 C16 C15 120.11(17) . . ?
C11 C16 H16 119.2(11) . . ?
C15 C16 H16 120.7(11) . . ?
C16 C11 C12 119.00(16) . . ?
C16 C11 S1 120.20(14) . . ?
C12 C11 S1 120.77(13) . . ?
C7 C6 C5 120.61(17) . . ?
C7 C6 H6 120.3(12) . . ?
C5 C6 H6 119.1(12) . . ?
C1 C1 C2 115.38(17) 7_566 . ?
C1 C1 H1B 111.6(11) 7_566 . ?
C2 C1 H1B 107.0(10) . . ?
C1 C1 H1A 110.8(10) 7_566 . ?
C2 C1 H1A 106.5(10) . . ?
H1B C1 H1A 105.0(14) . . ?
O1 C4 C5 119.68(15) . . ?
O1 C4 C3 121.92(15) . . ?
C5 C4 C3 118.38(14) . . ?
C14 C15 C16 121.21(17) . . ?
C14 C15 H15 119.6(12) . . ?
C16 C15 H15 119.1(12) . . ?
C13 C12 C11 120.55(16) . . ?
C13 C12 H12 120.4(11) . . ?
C11 C12 H12 119.0(11) . . ?
C6 C5 C10 118.84(16) . . ?
C6 C5 C4 118.48(15) . . ?
C10 C5 C4 122.68(15) . . ?
C15 C14 C13 118.15(16) . . ?
C15 C14 C17 121.42(17) . . ?
C13 C14 C17 120.42(17) . . ?
C12 C13 C14 120.96(17) . . ?
C12 C13 H13 119.1(12) . . ?
C14 C13 H13 120.0(12) . . ?
C8 C9 C10 120.26(18) . . ?
C8 C9 H9 120.1(12) . . ?
C10 C9 H9 119.6(12) . . ?
C9 C10 C5 120.15(17) . . ?
C9 C10 H10 121.1(12) . . ?
C5 C10 H10 118.7(12) . . ?
C8 C7 C6 120.09(18) . . ?
C8 C7 H7 119.1(14) . . ?
C6 C7 H7 120.7(14) . . ?
C14 C17 H17B 110.0(15) . . ?
C14 C17 H17A 111.3(13) . . ?
H17B C17 H17A 107(2) . . ?
C14 C17 H17C 110.6(14) . . ?
H17B C17 H17C 111(2) . . ?
H17A C17 H17C 107.0(19) . . ?
C9 C8 C7 120.04(17) . . ?
C9 C8 H8 119.5(12) . . ?
C7 C8 H8 120.5(12) . . ?
 
_diffrn_measured_fraction_theta_max    0.996
_diffrn_reflns_theta_full              25.03
_diffrn_measured_fraction_theta_full   0.996
_refine_diff_density_max    0.307
_refine_diff_density_min   -0.313
_refine_diff_density_rms    0.041
