 
data_03hur982
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C31 H28 O3 S'
_chemical_formula_weight          480.59
 
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            Triclinic
_symmetry_space_group_name_H-M    P-1
_symmetry_space_group_name_hall   '-P 1'
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    10.8900(10)
_cell_length_b                    11.065(3)
_cell_length_c                    12.8760(10)
_cell_angle_alpha                 64.610(3)
_cell_angle_beta                  68.140(10)
_cell_angle_gamma                 79.900(8)
_cell_volume                      1300.7(4)
_cell_formula_units_Z             2
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        ?
_exptl_crystal_colour             ?
_exptl_crystal_size_max           0.25
_exptl_crystal_size_mid           0.21
_exptl_crystal_size_min           0.16
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.227
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              508
_exptl_absorpt_coefficient_mu     0.154
_exptl_absorpt_correction_type    none

 
_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      0.71069
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source         'rotating anode generator'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Delft instruments FAST area detector'
_diffrn_measurement_method
 'Intensity measurements as described by Darr, Drake, Hursthouse & Malik (1993)'
_diffrn_standards_number         'None'
_diffrn_standards_interval_count 'N/A'
_diffrn_standards_interval_time  'N/A'
_diffrn_standards_decay_%        'N/A'
_diffrn_reflns_number             3436
_diffrn_reflns_av_R_equivalents   0.0000
_diffrn_reflns_av_sigmaI/netI     0.0691
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_l_min        0
_diffrn_reflns_limit_l_max        14
_diffrn_reflns_theta_min          1.86
_diffrn_reflns_theta_max          24.96
_reflns_number_total              3436
_reflns_number_gt                 2343
_reflns_threshold_expression      >2σ(I)
 

_computing_data_collection        'MADNES (Pflugrath & Messerschmidt, 1989)'
_computing_cell_refinement        REFINE
_computing_data_reduction         'ABSURD (Karaulov, 1992)'
_computing_structure_solution     'SIR2004 (Cascarano, Giacovazzo &et al., 2005)'
_computing_structure_refinement   'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material   SHELXL97
 
_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 > 2σ(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)+(0.0439P)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        0
_refine_ls_number_reflns          3436
_refine_ls_number_parameters      319
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0560
_refine_ls_R_factor_gt            0.0400
_refine_ls_wR_factor_ref          0.0935
_refine_ls_wR_factor_gt           0.0882
_refine_ls_goodness_of_fit_ref    0.908
_refine_ls_restrained_S_all       0.908
_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
S001 S 0.31878(7) 0.04137(6) 1.09003(5) 0.0605(2) Uani 1 1 d . . .
O002 O 0.44696(17) 0.25351(18) 0.54490(14) 0.0696(5) Uani 1 1 d . . .
O003 O 0.4794(2) 0.39195(18) 0.91813(14) 0.0774(6) Uani 1 1 d . . .
H003 H 0.4677 0.4132 0.8531 0.116 Uiso 1 1 calc R . .
O004 O 0.40663(17) 0.34685(18) 0.76733(14) 0.0654(5) Uani 1 1 d . . .
C005 C 0.3053(2) 0.4493(2) 0.54758(18) 0.0464(6) Uani 1 1 d . . .
H005 H 0.3727 0.5035 0.5400 0.056 Uiso 1 1 calc R . .
C006 C 0.1136(2) 0.5825(2) 0.65094(17) 0.0405(6) Uani 1 1 d . . .
C007 C 0.1452(2) 0.3332(2) 0.73940(18) 0.0404(6) Uani 1 1 d . . .
C008 C 0.1864(2) 0.6938(2) 0.61491(19) 0.0524(6) Uani 1 1 d . . .
H008 H 0.2783 0.6871 0.5898 0.063 Uiso 1 1 calc R . .
C009 C 0.0368(2) 0.3049(2) 0.85803(18) 0.0422(6) Uani 1 1 d . . .
C010 C 0.1802(2) 0.4550(2) 0.64962(18) 0.0404(6) Uani 1 1 d . . .
C011 C 0.0479(2) 0.3459(2) 0.9424(2) 0.0550(7) Uani 1 1 d . . .
H011 H 0.1233 0.3902 0.9237 0.066 Uiso 1 1 calc R . .
C012 C 0.2415(2) 0.2224(2) 0.71662(19) 0.0452(6) Uani 1 1 d . . .
C013 C 0.3466(2) 0.3021(2) 0.5964(2) 0.0492(6) Uani 1 1 d . . .
C014 C 0.3731(2) 0.0857(2) 1.17961(19) 0.0503(6) Uani 1 1 d . . .
C015 C 0.3001(2) 0.1480(2) 0.81977(19) 0.0521(6) Uani 1 1 d . . .
H01A H 0.2302 0.0986 0.8933 0.062 Uiso 1 1 calc R . .
H01B H 0.3657 0.0834 0.7984 0.062 Uiso 1 1 calc R . .
C016 C -0.0235(2) 0.5967(2) 0.68748(19) 0.0507(6) Uani 1 1 d . . .
H016 H -0.0745 0.5241 0.7116 0.061 Uiso 1 1 calc R . .
C017 C 0.3735(2) 0.1923(2) 0.96657(19) 0.0494(6) Uani 1 1 d . . .
C018 C 0.3632(2) 0.2354(3) 0.8471(2) 0.0512(6) Uani 1 1 d . . .
C019 C 0.1813(3) 0.1167(2) 0.7025(2) 0.0584(7) Uani 1 1 d . . .
H01C H 0.2505 0.0527 0.6850 0.070 Uiso 1 1 calc R . .
H01D H 0.1150 0.0686 0.7798 0.070 Uiso 1 1 calc R . .
C020 C 0.4301(2) 0.2115(2) 1.1185(2) 0.0494(6) Uani 1 1 d . . .
C021 C 0.4300(2) 0.2707(3) 0.9950(2) 0.0523(6) Uani 1 1 d . . .
C022 C 0.2925(3) 0.4922(2) 0.42133(18) 0.0635(8) Uani 1 1 d . . .
H02A H 0.3732 0.4655 0.3699 0.076 Uiso 1 1 calc R . .
H02B H 0.2207 0.4430 0.4310 0.076 Uiso 1 1 calc R . .
C023 C 0.3634(3) 0.0085(3) 1.3020(2) 0.0639(8) Uani 1 1 d . . .
H023 H 0.3259 -0.0758 1.3438 0.077 Uiso 1 1 calc R . .
C024 C -0.0114(3) 0.8250(3) 0.6527(2) 0.0671(8) Uani 1 1 d . . .
H024 H -0.0531 0.9057 0.6533 0.080 Uiso 1 1 calc R . .
C025 C -0.0856(3) 0.7167(3) 0.6887(2) 0.0612(7) Uani 1 1 d . . .
H025 H -0.1775 0.7240 0.7139 0.073 Uiso 1 1 calc R . .
C026 C 0.4770(2) 0.2640(3) 1.1773(2) 0.0626(7) Uani 1 1 d . . .
H026 H 0.5145 0.3482 1.1367 0.075 Uiso 1 1 calc R . .
C027 C -0.0769(3) 0.2390(2) 0.8893(2) 0.0590(7) Uani 1 1 d . . .
H027 H -0.0862 0.2095 0.8350 0.071 Uiso 1 1 calc R . .
C028 C 0.1247(3) 0.8141(2) 0.6156(2) 0.0654(7) Uani 1 1 d . . .
H028 H 0.1750 0.8874 0.5912 0.078 Uiso 1 1 calc R . .
C029 C 0.1178(3) 0.1715(3) 0.6033(2) 0.0747(9) Uani 1 1 d . . .
H02C H 0.0557 0.2418 0.6143 0.112 Uiso 1 1 calc R . .
H02D H 0.0726 0.1011 0.6083 0.112 Uiso 1 1 calc R . .
H02E H 0.1851 0.2062 0.5247 0.112 Uiso 1 1 calc R . .
C030 C -0.0515(3) 0.3216(3) 1.0534(2) 0.0672(8) Uani 1 1 d . . .
H030 H -0.0422 0.3492 1.1088 0.081 Uiso 1 1 calc R . .
C031 C 0.4113(3) 0.0621(3) 1.3576(2) 0.0695(8) Uani 1 1 d . . .
H031 H 0.4065 0.0123 1.4383 0.083 Uiso 1 1 calc R . .
C032 C 0.4664(3) 0.1875(3) 1.2976(2) 0.0687(8) Uani 1 1 d . . .
H032 H 0.4967 0.2207 1.3388 0.082 Uiso 1 1 calc R . .
C033 C 0.2677(3) 0.6387(3) 0.3557(2) 0.0823(9) Uani 1 1 d . . .
H03A H 0.1813 0.6638 0.3987 0.123 Uiso 1 1 calc R . .
H03B H 0.2728 0.6563 0.2744 0.123 Uiso 1 1 calc R . .
H03C H 0.3332 0.6897 0.3520 0.123 Uiso 1 1 calc R . .
C034 C -0.1629(3) 0.2575(3) 1.0822(2) 0.0758(9) Uani 1 1 d . . .
H034 H -0.2294 0.2414 1.1571 0.091 Uiso 1 1 calc R . .
C035 C -0.1772(3) 0.2165(3) 1.0006(3) 0.0727(8) Uani 1 1 d . . .
H035 H -0.2538 0.1738 1.0198 0.087 Uiso 1 1 calc R . .
 
 
_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
S001 C014 1.737(2) . ?
S001 C017 1.743(2) . ?
O002 C013 1.218(3) . ?
O003 C021 1.337(3) . ?
O003 H003 0.8200 . ?
O004 C018 1.247(3) . ?
C005 C010 1.514(3) . ?
C005 C013 1.525(3) . ?
C005 C022 1.540(3) . ?
C005 H005 0.9800 . ?
C006 C016 1.391(3) . ?
C006 C008 1.391(3) . ?
C006 C010 1.473(3) . ?
C007 C010 1.347(3) . ?
C007 C009 1.484(3) . ?
C007 C012 1.523(3) . ?
C008 C028 1.385(3) . ?
C008 H008 0.9300 . ?
C009 C027 1.386(3) . ?
C009 C011 1.392(3) . ?
C011 C030 1.381(3) . ?
C011 H011 0.9300 . ?
C012 C013 1.532(3) . ?
C012 C015 1.536(3) . ?
C012 C019 1.540(3) . ?
C014 C020 1.394(3) . ?
C014 C023 1.406(3) . ?
C015 C018 1.496(3) . ?
C015 H01A 0.9700 . ?
C015 H01B 0.9700 . ?
C016 C025 1.384(3) . ?
C016 H016 0.9300 . ?
C017 C021 1.376(3) . ?
C017 C018 1.445(3) . ?
C019 C029 1.525(3) . ?
C019 H01C 0.9700 . ?
C019 H01D 0.9700 . ?
C020 C026 1.394(3) . ?
C020 C021 1.436(3) . ?
C022 C033 1.502(3) . ?
C022 H02A 0.9700 . ?
C022 H02B 0.9700 . ?
C023 C031 1.373(4) . ?
C023 H023 0.9300 . ?
C024 C025 1.374(4) . ?
C024 C028 1.378(3) . ?
C024 H024 0.9300 . ?
C025 H025 0.9300 . ?
C026 C032 1.381(3) . ?
C026 H026 0.9300 . ?
C027 C035 1.391(3) . ?
C027 H027 0.9300 . ?
C028 H028 0.9300 . ?
C029 H02C 0.9600 . ?
C029 H02D 0.9600 . ?
C029 H02E 0.9600 . ?
C030 C034 1.362(4) . ?
C030 H030 0.9300 . ?
C031 C032 1.382(4) . ?
C031 H031 0.9300 . ?
C032 H032 0.9300 . ?
C033 H03A 0.9600 . ?
C033 H03B 0.9600 . ?
C033 H03C 0.9600 . ?
C034 C035 1.374(4) . ?
C034 H034 0.9300 . ?
C035 H035 0.9300 . ?
 
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
C014 S001 C017 90.77(12) . . ?
C021 O003 H003 109.5 . . ?
C010 C005 C013 102.37(17) . . ?
C010 C005 C022 116.82(18) . . ?
C013 C005 C022 110.51(18) . . ?
C010 C005 H005 108.9 . . ?
C013 C005 H005 108.9 . . ?
C022 C005 H005 108.9 . . ?
C016 C006 C008 117.5(2) . . ?
C016 C006 C010 121.6(2) . . ?
C008 C006 C010 120.9(2) . . ?
C010 C007 C009 126.0(2) . . ?
C010 C007 C012 113.04(19) . . ?
C009 C007 C012 120.45(18) . . ?
C028 C008 C006 121.3(2) . . ?
C028 C008 H008 119.3 . . ?
C006 C008 H008 119.3 . . ?
C027 C009 C011 117.8(2) . . ?
C027 C009 C007 122.7(2) . . ?
C011 C009 C007 119.5(2) . . ?
C007 C010 C006 125.5(2) . . ?
C007 C010 C005 112.17(19) . . ?
C006 C010 C005 122.13(18) . . ?
C030 C011 C009 120.9(3) . . ?
C030 C011 H011 119.5 . . ?
C009 C011 H011 119.5 . . ?
C007 C012 C013 101.42(18) . . ?
C007 C012 C015 111.43(17) . . ?
C013 C012 C015 111.73(18) . . ?
C007 C012 C019 114.42(19) . . ?
C013 C012 C019 110.57(18) . . ?
C015 C012 C019 107.30(18) . . ?
O002 C013 C005 124.7(2) . . ?
O002 C013 C012 124.5(2) . . ?
C005 C013 C012 110.69(19) . . ?
C020 C014 C023 120.3(2) . . ?
C020 C014 S001 113.24(16) . . ?
C023 C014 S001 126.4(2) . . ?
C018 C015 C012 114.95(19) . . ?
C018 C015 H01A 108.5 . . ?
C012 C015 H01A 108.5 . . ?
C018 C015 H01B 108.5 . . ?
C012 C015 H01B 108.5 . . ?
H01A C015 H01B 107.5 . . ?
C025 C016 C006 121.4(2) . . ?
C025 C016 H016 119.3 . . ?
C006 C016 H016 119.3 . . ?
C021 C017 C018 121.9(2) . . ?
C021 C017 S001 111.83(16) . . ?
C018 C017 S001 126.3(2) . . ?
O004 C018 C017 119.2(2) . . ?
O004 C018 C015 120.4(2) . . ?
C017 C018 C015 120.4(2) . . ?
C029 C019 C012 115.21(19) . . ?
C029 C019 H01C 108.5 . . ?
C012 C019 H01C 108.5 . . ?
C029 C019 H01D 108.5 . . ?
C012 C019 H01D 108.5 . . ?
H01C C019 H01D 107.5 . . ?
C026 C020 C014 120.9(2) . . ?
C026 C020 C021 128.7(2) . . ?
C014 C020 C021 110.4(2) . . ?
O003 C021 C017 124.7(2) . . ?
O003 C021 C020 121.5(2) . . ?
C017 C021 C020 113.8(2) . . ?
C033 C022 C005 116.3(2) . . ?
C033 C022 H02A 108.2 . . ?
C005 C022 H02A 108.2 . . ?
C033 C022 H02B 108.2 . . ?
C005 C022 H02B 108.2 . . ?
H02A C022 H02B 107.4 . . ?
C031 C023 C014 117.6(3) . . ?
C031 C023 H023 121.2 . . ?
C014 C023 H023 121.2 . . ?
C025 C024 C028 120.1(3) . . ?
C025 C024 H024 120.0 . . ?
C028 C024 H024 120.0 . . ?
C024 C025 C016 119.9(3) . . ?
C024 C025 H025 120.0 . . ?
C016 C025 H025 120.0 . . ?
C032 C026 C020 118.2(3) . . ?
C032 C026 H026 120.9 . . ?
C020 C026 H026 120.9 . . ?
C009 C027 C035 120.9(2) . . ?
C009 C027 H027 119.6 . . ?
C035 C027 H027 119.6 . . ?
C024 C028 C008 119.8(3) . . ?
C024 C028 H028 120.1 . . ?
C008 C028 H028 120.1 . . ?
C019 C029 H02C 109.5 . . ?
C019 C029 H02D 109.5 . . ?
H02C C029 H02D 109.5 . . ?
C019 C029 H02E 109.5 . . ?
H02C C029 H02E 109.5 . . ?
H02D C029 H02E 109.5 . . ?
C034 C030 C011 120.4(3) . . ?
C034 C030 H030 119.8 . . ?
C011 C030 H030 119.8 . . ?
C023 C031 C032 122.2(2) . . ?
C023 C031 H031 118.9 . . ?
C032 C031 H031 118.9 . . ?
C026 C032 C031 120.8(3) . . ?
C026 C032 H032 119.6 . . ?
C031 C032 H032 119.6 . . ?
C022 C033 H03A 109.5 . . ?
C022 C033 H03B 109.5 . . ?
H03A C033 H03B 109.5 . . ?
C022 C033 H03C 109.5 . . ?
H03A C033 H03C 109.5 . . ?
H03B C033 H03C 109.5 . . ?
C030 C034 C035 120.0(3) . . ?
C030 C034 H034 120.0 . . ?
C035 C034 H034 120.0 . . ?
C034 C035 C027 119.9(3) . . ?
C034 C035 H035 120.0 . . ?
C027 C035 H035 120.0 . . ?
 
_diffrn_measured_fraction_theta_max    0.755
_diffrn_reflns_theta_full              24.96
_diffrn_measured_fraction_theta_full   0.755
_refine_diff_density_max    0.204
_refine_diff_density_min   -0.149
_refine_diff_density_rms    0.038
