 
data_03hur152
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C10 H14 O3 S2'
_chemical_formula_weight          246.33
 
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    Pca2(1)
_symmetry_space_group_name_hall   'P 2c -2ac'

 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, z+1/2'
 '-x+1/2, y, z+1/2'
 'x+1/2, -y, z'
 
_cell_length_a                    11.738(2)
_cell_length_b                    12.1340(9)
_cell_length_c                    15.537(2)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      2212.9(5)
_cell_formula_units_Z             8
_cell_measurement_temperature     150(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        ?
_exptl_crystal_colour             ?
_exptl_crystal_size_max           ?
_exptl_crystal_size_mid           ?
_exptl_crystal_size_min           ?
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.479
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1040
_exptl_absorpt_coefficient_mu     0.465
_exptl_absorpt_correction_type    none
_exptl_absorpt_process_details    ?
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       150(2)
_diffrn_radiation_wavelength      0.71073
_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             2762
_diffrn_reflns_av_R_equivalents   0.0000
_diffrn_reflns_av_sigmaI/netI     0.0729
_diffrn_reflns_limit_h_min        0
_diffrn_reflns_limit_h_max        12
_diffrn_reflns_limit_k_min        0
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -18
_diffrn_reflns_limit_l_max        15
_diffrn_reflns_theta_min          2.62
_diffrn_reflns_theta_max          24.94
_reflns_number_total              2762
_reflns_number_gt                 2573
_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     'SIR92 (Altomare, Cascarano, Giacovazzo & Guaglitardi, 1993)'
_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)+(0.0881P)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_abs_structure_details
 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack    -0.14(12)
_refine_ls_number_reflns          2762
_refine_ls_number_parameters      273
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.0602
_refine_ls_R_factor_gt            0.0576
_refine_ls_wR_factor_ref          0.1412
_refine_ls_wR_factor_gt           0.1405
_refine_ls_goodness_of_fit_ref    1.161
_refine_ls_restrained_S_all       1.161
_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 0.60612(10) -0.49976(10) 0.31711(10) 0.0209(3) Uani 1 1 d . . .
S002 S 0.22110(10) -0.20754(10) 0.30701(9) 0.0227(3) Uani 1 1 d . . .
S003 S 0.70165(12) -0.26908(11) 0.33210(9) 0.0241(4) Uani 1 1 d . . .
S004 S 0.42855(11) -0.06347(11) 0.29276(9) 0.0256(4) Uani 1 1 d . . .
O005 O 0.3042(3) -0.2392(3) 0.4865(3) 0.0211(9) Uani 1 1 d . . .
O006 O 0.2901(3) -0.2858(3) 0.2543(3) 0.0269(9) Uani 1 1 d . . .
O007 O 0.5071(4) -0.1060(3) 0.0628(3) 0.0342(10) Uani 1 1 d . . .
O008 O 0.5533(3) -0.4257(3) 0.1383(2) 0.0239(9) Uani 1 1 d . . .
O009 O 0.5091(3) -0.4563(3) 0.3690(3) 0.0309(10) Uani 1 1 d . . .
O010 O 0.6367(3) -0.2141(3) 0.5621(3) 0.0338(10) Uani 1 1 d . . .
C011 C 0.3878(4) -0.1961(4) 0.4260(3) 0.0187(12) Uani 1 1 d . . .
H011 H 0.4182 -0.2587 0.3909 0.022 Uiso 1 1 calc R . .
C012 C 0.6093(4) -0.2320(4) 0.1522(4) 0.0195(12) Uani 1 1 d . . .
H01A H 0.6164 -0.1710 0.1942 0.023 Uiso 1 1 calc R . .
H01B H 0.6843 -0.2422 0.1242 0.023 Uiso 1 1 calc R . .
C013 C 0.2525(5) -0.0592(6) 0.1720(4) 0.0328(15) Uani 1 1 d . . .
H01C H 0.2131 -0.0144 0.1279 0.039 Uiso 1 1 calc R . .
H01D H 0.2906 -0.1211 0.1421 0.039 Uiso 1 1 calc R . .
C014 C 0.4865(4) -0.1430(4) 0.4748(3) 0.0206(12) Uani 1 1 d . . .
H01E H 0.5461 -0.1203 0.4335 0.025 Uiso 1 1 calc R . .
H01F H 0.4588 -0.0761 0.5048 0.025 Uiso 1 1 calc R . .
C015 C 0.5769(5) -0.3366(4) 0.1992(4) 0.0198(12) Uani 1 1 d . . .
H015 H 0.5073 -0.3226 0.2346 0.024 Uiso 1 1 calc R . .
C016 C 0.7209(5) -0.5266(4) 0.3915(4) 0.0215(13) Uani 1 1 d . . .
H01G H 0.7012 -0.5924 0.4261 0.026 Uiso 1 1 calc R . .
H01H H 0.7904 -0.5443 0.3581 0.026 Uiso 1 1 calc R . .
C017 C 0.7750(5) -0.4245(5) 0.2101(4) 0.0237(13) Uani 1 1 d . . .
H01I H 0.7550 -0.4920 0.1790 0.036 Uiso 1 1 calc R . .
H01J H 0.8357 -0.4404 0.2516 0.036 Uiso 1 1 calc R . .
H01K H 0.8013 -0.3686 0.1692 0.036 Uiso 1 1 calc R . .
C018 C 0.7990(5) -0.3331(5) 0.4083(4) 0.0282(14) Uani 1 1 d . . .
H01L H 0.8690 -0.3558 0.3775 0.034 Uiso 1 1 calc R . .
H01M H 0.8210 -0.2781 0.4523 0.034 Uiso 1 1 calc R . .
C019 C 0.6713(4) -0.3819(4) 0.2574(4) 0.0177(11) Uani 1 1 d . . .
C020 C 0.4560(5) -0.2984(5) 0.5758(4) 0.0282(14) Uani 1 1 d . . .
H020 H 0.4813 -0.3507 0.6171 0.034 Uiso 1 1 calc R . .
C021 C 0.5228(5) -0.2021(5) 0.0859(4) 0.0251(13) Uani 1 1 d . . .
C022 C 0.4883(5) -0.3973(5) 0.0709(4) 0.0289(13) Uani 1 1 d . . .
H022 H 0.4554 -0.4553 0.0382 0.035 Uiso 1 1 calc R . .
C023 C 0.5369(5) -0.2210(5) 0.5395(4) 0.0262(13) Uani 1 1 d . . .
C024 C 0.1648(5) -0.1055(5) 0.2332(4) 0.0307(14) Uani 1 1 d . . .
H02A H 0.1025 -0.1393 0.1993 0.037 Uiso 1 1 calc R . .
H02B H 0.1316 -0.0442 0.2670 0.037 Uiso 1 1 calc R . .
C025 C 0.3233(4) -0.1182(4) 0.3669(4) 0.0191(12) Uani 1 1 d . . .
C026 C 0.3425(5) 0.0115(5) 0.2150(4) 0.0315(14) Uani 1 1 d . . .
H02C H 0.3047 0.0739 0.2444 0.038 Uiso 1 1 calc R . .
H02D H 0.3932 0.0425 0.1701 0.038 Uiso 1 1 calc R . .
C027 C 0.3485(5) -0.2976(5) 0.5526(4) 0.0282(14) Uani 1 1 d . . .
H027 H 0.2973 -0.3418 0.5851 0.034 Uiso 1 1 calc R . .
C028 C 0.2563(6) -0.0306(5) 0.4159(4) 0.0289(14) Uani 1 1 d . . .
H02E H 0.1982 -0.0663 0.4516 0.043 Uiso 1 1 calc R . .
H02F H 0.2194 0.0193 0.3749 0.043 Uiso 1 1 calc R . .
H02G H 0.3083 0.0115 0.4528 0.043 Uiso 1 1 calc R . .
C029 C 0.7482(6) -0.4325(5) 0.4526(4) 0.0291(13) Uani 1 1 d . . .
H02H H 0.6774 -0.4098 0.4824 0.035 Uiso 1 1 calc R . .
H02I H 0.8023 -0.4591 0.4969 0.035 Uiso 1 1 calc R . .
C030 C 0.4660(5) -0.2945(5) 0.0461(4) 0.0273(13) Uani 1 1 d . . .
H030 H 0.4119 -0.2818 0.0017 0.033 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 O009 1.491(4) . ?
S001 C016 1.806(6) . ?
S001 C019 1.868(5) . ?
S002 O006 1.493(4) . ?
S002 C024 1.813(6) . ?
S002 C025 1.865(5) . ?
S003 C018 1.820(6) . ?
S003 C019 1.829(6) . ?
S004 C025 1.815(5) . ?
S004 C026 1.819(6) . ?
O005 C027 1.353(7) . ?
O005 C011 1.455(6) . ?
O007 C021 1.234(7) . ?
O008 C022 1.341(7) . ?
O008 C015 1.463(6) . ?
O010 C023 1.226(7) . ?
C011 C014 1.528(7) . ?
C011 C025 1.519(8) . ?
C011 H011 1.0000 . ?
C012 C021 1.492(8) . ?
C012 C015 1.513(7) . ?
C012 H01A 0.9900 . ?
C012 H01B 0.9900 . ?
C013 C024 1.511(9) . ?
C013 C026 1.515(9) . ?
C013 H01C 0.9900 . ?
C013 H01D 0.9900 . ?
C014 C023 1.502(8) . ?
C014 H01E 0.9900 . ?
C014 H01F 0.9900 . ?
C015 C019 1.533(7) . ?
C015 H015 1.0000 . ?
C016 C029 1.519(8) . ?
C016 H01G 0.9900 . ?
C016 H01H 0.9900 . ?
C017 C019 1.512(8) . ?
C017 H01I 0.9800 . ?
C017 H01J 0.9800 . ?
C017 H01K 0.9800 . ?
C018 C029 1.512(9) . ?
C018 H01L 0.9900 . ?
C018 H01M 0.9900 . ?
C020 C027 1.313(9) . ?
C020 C023 1.450(9) . ?
C020 H020 0.9500 . ?
C021 C030 1.443(8) . ?
C022 C030 1.332(8) . ?
C022 H022 0.9500 . ?
C024 H02A 0.9900 . ?
C024 H02B 0.9900 . ?
C025 C028 1.527(8) . ?
C026 H02C 0.9900 . ?
C026 H02D 0.9900 . ?
C027 H027 0.9500 . ?
C028 H02E 0.9800 . ?
C028 H02F 0.9800 . ?
C028 H02G 0.9800 . ?
C029 H02H 0.9900 . ?
C029 H02I 0.9900 . ?
C030 H030 0.9500 . ?
 
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
O009 S001 C016 106.7(3) . . ?
O009 S001 C019 108.1(2) . . ?
C016 S001 C019 98.6(2) . . ?
O006 S002 C024 106.6(3) . . ?
O006 S002 C025 107.1(2) . . ?
C024 S002 C025 98.8(3) . . ?
C018 S003 C019 102.4(3) . . ?
C025 S004 C026 103.1(3) . . ?
C027 O005 C011 114.9(4) . . ?
C022 O008 C015 115.0(4) . . ?
O005 C011 C014 109.9(4) . . ?
O005 C011 C025 106.2(4) . . ?
C014 C011 C025 114.5(4) . . ?
O005 C011 H011 108.7 . . ?
C014 C011 H011 108.7 . . ?
C025 C011 H011 108.7 . . ?
C021 C012 C015 111.5(4) . . ?
C021 C012 H01A 109.3 . . ?
C015 C012 H01A 109.3 . . ?
C021 C012 H01B 109.3 . . ?
C015 C012 H01B 109.3 . . ?
H01A C012 H01B 108.0 . . ?
C024 C013 C026 114.1(5) . . ?
C024 C013 H01C 108.7 . . ?
C026 C013 H01C 108.7 . . ?
C024 C013 H01D 108.7 . . ?
C026 C013 H01D 108.7 . . ?
H01C C013 H01D 107.6 . . ?
C023 C014 C011 111.5(4) . . ?
C023 C014 H01E 109.3 . . ?
C011 C014 H01E 109.3 . . ?
C023 C014 H01F 109.3 . . ?
C011 C014 H01F 109.3 . . ?
H01E C014 H01F 108.0 . . ?
O008 C015 C012 110.8(4) . . ?
O008 C015 C019 104.7(4) . . ?
C012 C015 C019 113.8(4) . . ?
O008 C015 H015 109.1 . . ?
C012 C015 H015 109.1 . . ?
C019 C015 H015 109.1 . . ?
C029 C016 S001 115.0(4) . . ?
C029 C016 H01G 108.5 . . ?
S001 C016 H01G 108.5 . . ?
C029 C016 H01H 108.5 . . ?
S001 C016 H01H 108.5 . . ?
H01G C016 H01H 107.5 . . ?
C019 C017 H01I 109.5 . . ?
C019 C017 H01J 109.5 . . ?
H01I C017 H01J 109.5 . . ?
C019 C017 H01K 109.5 . . ?
H01I C017 H01K 109.5 . . ?
H01J C017 H01K 109.5 . . ?
C029 C018 S003 112.9(4) . . ?
C029 C018 H01L 109.0 . . ?
S003 C018 H01L 109.0 . . ?
C029 C018 H01M 109.0 . . ?
S003 C018 H01M 109.0 . . ?
H01L C018 H01M 107.8 . . ?
C017 C019 C015 114.6(5) . . ?
C017 C019 S003 114.0(4) . . ?
C015 C019 S003 104.3(3) . . ?
C017 C019 S001 108.0(4) . . ?
C015 C019 S001 105.7(3) . . ?
S003 C019 S001 109.8(3) . . ?
C027 C020 C023 121.2(6) . . ?
C027 C020 H020 119.4 . . ?
C023 C020 H020 119.4 . . ?
O007 C021 C030 122.7(5) . . ?
O007 C021 C012 122.2(5) . . ?
C030 C021 C012 114.9(5) . . ?
C030 C022 O008 125.3(6) . . ?
C030 C022 H022 117.3 . . ?
O008 C022 H022 117.3 . . ?
O010 C023 C020 124.0(6) . . ?
O010 C023 C014 121.7(5) . . ?
C020 C023 C014 114.2(5) . . ?
C013 C024 S002 113.8(4) . . ?
C013 C024 H02A 108.8 . . ?
S002 C024 H02A 108.8 . . ?
C013 C024 H02B 108.8 . . ?
S002 C024 H02B 108.8 . . ?
H02A C024 H02B 107.7 . . ?
C011 C025 C028 112.8(5) . . ?
C011 C025 S004 105.8(4) . . ?
C028 C025 S004 114.4(4) . . ?
C011 C025 S002 105.1(4) . . ?
C028 C025 S002 108.8(4) . . ?
S004 C025 S002 109.5(3) . . ?
C013 C026 S004 113.4(4) . . ?
C013 C026 H02C 108.9 . . ?
S004 C026 H02C 108.9 . . ?
C013 C026 H02D 108.9 . . ?
S004 C026 H02D 108.9 . . ?
H02C C026 H02D 107.7 . . ?
C020 C027 O005 125.5(6) . . ?
C020 C027 H027 117.2 . . ?
O005 C027 H027 117.2 . . ?
C025 C028 H02E 109.5 . . ?
C025 C028 H02F 109.5 . . ?
H02E C028 H02F 109.5 . . ?
C025 C028 H02G 109.5 . . ?
H02E C028 H02G 109.5 . . ?
H02F C028 H02G 109.5 . . ?
C018 C029 C016 113.4(5) . . ?
C018 C029 H02H 108.9 . . ?
C016 C029 H02H 108.9 . . ?
C018 C029 H02I 108.9 . . ?
C016 C029 H02I 108.9 . . ?
H02H C029 H02I 107.7 . . ?
C022 C030 C021 120.9(6) . . ?
C022 C030 H030 119.6 . . ?
C021 C030 H030 119.6 . . ?
 
_diffrn_measured_fraction_theta_max    0.897
_diffrn_reflns_theta_full              24.94
_diffrn_measured_fraction_theta_full   0.897
_refine_diff_density_max    0.858
_refine_diff_density_min   -0.454
_refine_diff_density_rms    0.121
