# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 945046'
_audit_update_record             
;
2013-06-14 deposited with the CCDC.
2015-07-24 downloaded from the CCDC.
;
_audit_creation_method           'APEX2 v2010.11-3'

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H24 Br2 O4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         552.33
_chemical_melting_point          ?

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
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                   9.6030(15)
_cell_length_b                   5.6386(9)
_cell_length_c                   19.960(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.827(2)
_cell_angle_gamma                90
_cell_volume                     1079.5(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5308
_cell_measurement_theta_min      2.3106
_cell_measurement_theta_max      28.8750
_cell_measurement_temperature    173.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             556

_exptl_absorpt_coefficient_mu    3.972
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_correction_T_min  0.50
_exptl_absorpt_correction_T_max  0.69

_exptl_special_details           
;

A X-ray quality crystal was selected under ambient conditions
and covered with PARATONE oil
The crystal was mounted and centered in the X-ray beam by
using a video camera.The crystal evaluation and data
collection were performed on APEX-2 CCD diffractometer
with the detector to crystal distance of 5cm. 
The initial cell constants were obtained from three series of
OMEGA scans at different starting angles. Each series consisted
of 30 frames collected at intervals of 0.3 in a 10 range about
OMEGA with the exposure time of 10 seconds per frame. The 
obtained reflections were successfully indexed by an automated
indexing routine built to APEX2 program package. The final cell 
constants were calculated from a set of strong reflections from
the actual data collection.  

The data were collected using the full sphere routine by
collecting four sets of frames with 0.3 scans in ω with an
exposure time 10 sec per frame. This dataset was corrected for 
Lorentz and polarization effects. The absorption correction was
based on a fit of a spherical harmonic function to the empirical
transmission surface as sampled by multiple equivalent 
measurements using SADABS software.  

;

_diffrn_ambient_temperature      173.(2)

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         ?
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ' BRUKER APEX2 CCD Diffractometer'
_diffrn_measurement_method       'ω scan'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            10899
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_sigmaI/netI    0.0211
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         28.90
_diffrn_reflns_theta_full        28.90
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26

_refine_special_details          
;

The systematic absences in the diffraction data were consistent for the
stated space group. The position of almost all non-hydrogen atoms
were found by direct methods. The remaining atoms were located in an 
alternating series of least-squares cycles on difference Fourier maps.
All non-hydrogen atoms were refined in full-matrix anisotropic approximation.
All hydrogen atoms were placed in the structure factor calculation at
idealized positions and were allowed to ride on the neighboring atoms with
relative isotropic displacement coefficients. 

Final results were tested with CHECKCIF routine and all A-warnings (if any)
were addressed on the very top of this file.

;

_reflns_number_total             2830
_reflns_number_gt                2552
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0266
_refine_ls_wR_factor_gt          0.0646
_refine_ls_wR_factor_ref         0.0666
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_number_reflns         2830
_refine_ls_number_parameters     129
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0264P)²+1.0857P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.392
_refine_diff_density_min         -0.637
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


_computing_data_collection       'APEX2 Suite (Bruker AXS, 2009)'
_computing_cell_refinement       'SAINT V7.66A (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.66A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'XSHELL (Bruker AXS, 2007)'
_computing_publication_material  'APEX2 Suite (Bruker AXS, 2009)'


loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.27673(2) 0.74042(4) -0.032995(10) 0.03187(8) Uani d . 1 . .
S S1 -0.08323(5) 0.84514(9) 0.09150(2) 0.02511(11) Uani d . 1 . .
O O1 -0.07668(14) 0.6232(2) 0.22492(6) 0.0245(3) Uani d . 1 . .
O O2 0.10909(14) 0.3695(3) 0.20549(7) 0.0263(3) Uani d . 1 . .
C C1 -0.0414(2) 0.1891(4) 0.36871(11) 0.0314(4) Uani d . 1 . .
H H1A -0.1066 0.0754 0.3472 0.047 Uiso calc R 1 . .
H H1B -0.0887 0.2782 0.4031 0.047 Uiso calc R 1 . .
H H1C 0.0383 0.1036 0.3896 0.047 Uiso calc R 1 . .
C C2 0.01000(19) 0.3612(3) 0.31587(9) 0.0236(4) Uani d . 1 . .
C C3 -0.1162(2) 0.4889(4) 0.28233(9) 0.0262(4) Uani d . 1 . .
H H3A -0.1878 0.3706 0.2681 0.031 Uiso calc R 1 . .
H H3B -0.1573 0.5967 0.3151 0.031 Uiso calc R 1 . .
C C4 -0.01434(19) 0.4714(3) 0.17866(9) 0.0231(4) Uani d . 1 . .
H H4 -0.0815 0.3433 0.1645 0.028 Uiso calc R 1 . .
C C5 0.02154(19) 0.6144(3) 0.11870(9) 0.0221(3) Uani d . 1 . .
C C6 0.01840(18) 0.9046(3) 0.02348(8) 0.0201(3) Uani d . 1 . .
C C7 0.1114(2) 0.5412(4) 0.34799(11) 0.0325(4) Uani d . 1 . .
H H7A 0.1951 0.4588 0.3659 0.049 Uiso calc R 1 . .
H H7B 0.0668 0.6234 0.3845 0.049 Uiso calc R 1 . .
H H7C 0.1376 0.6568 0.3142 0.049 Uiso calc R 1 . .
C C8 0.0791(2) 0.2192(4) 0.26143(10) 0.0281(4) Uani d . 1 . .
H H8A 0.1667 0.1478 0.2803 0.034 Uiso calc R 1 . .
H H8B 0.0163 0.089 0.2458 0.034 Uiso calc R 1 . .
C C9 0.12942(19) 0.5802(3) 0.07851(9) 0.0231(4) Uani d . 1 . .
H H9 0.1975 0.4591 0.0852 0.028 Uiso calc R 1 . .
C C10 0.12840(19) 0.7465(3) 0.02536(9) 0.0215(3) Uani d . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C10 . 1.8843(19) ?
S1 C5 . 1.7162(19) ?
S1 C6 . 1.7432(17) ?
O1 C4 . 1.414(2) ?
O1 C3 . 1.440(2) ?
O2 C4 . 1.400(2) ?
O2 C8 . 1.442(2) ?
C1 C2 . 1.533(3) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C2 C7 . 1.526(3) ?
C2 C8 . 1.527(3) ?
C2 C3 . 1.534(3) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 C5 . 1.497(2) ?
C4 H4 . 1.0 ?
C5 C9 . 1.355(3) ?
C6 C10 . 1.381(3) ?
C6 C6 3_575 1.459(3) ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 C10 . 1.416(3) ?
C9 H9 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 S1 C6 . . 92.88(9) ?
C4 O1 C3 . . 109.76(14) ?
C4 O2 C8 . . 109.85(14) ?
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 ?
C7 C2 C8 . . 110.92(16) ?
C7 C2 C1 . . 110.63(17) ?
C8 C2 C1 . . 108.85(16) ?
C7 C2 C3 . . 110.21(17) ?
C8 C2 C3 . . 107.26(16) ?
C1 C2 C3 . . 108.87(15) ?
O1 C3 C2 . . 111.15(14) ?
O1 C3 H3A . . 109.4 ?
C2 C3 H3A . . 109.4 ?
O1 C3 H3B . . 109.4 ?
C2 C3 H3B . . 109.4 ?
H3A C3 H3B . . 108.0 ?
O2 C4 O1 . . 112.12(15) ?
O2 C4 C5 . . 107.64(15) ?
O1 C4 C5 . . 108.52(15) ?
O2 C4 H4 . . 109.5 ?
O1 C4 H4 . . 109.5 ?
C5 C4 H4 . . 109.5 ?
C9 C5 C4 . . 127.53(17) ?
C9 C5 S1 . . 111.97(14) ?
C4 C5 S1 . . 120.44(14) ?
C10 C6 C6 . 3_575 130.8(2) ?
C10 C6 S1 . . 108.15(13) ?
C6 C6 S1 3_575 . 121.01(18) ?
C2 C7 H7A . . 109.5 ?
C2 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C2 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
O2 C8 C2 . . 110.67(15) ?
O2 C8 H8A . . 109.5 ?
C2 C8 H8A . . 109.5 ?
O2 C8 H8B . . 109.5 ?
C2 C8 H8B . . 109.5 ?
H8A C8 H8B . . 108.1 ?
C5 C9 C10 . . 111.83(17) ?
C5 C9 H9 . . 124.1 ?
C10 C9 H9 . . 124.1 ?
C6 C10 C9 . . 115.15(16) ?
C6 C10 Br1 . . 126.54(14) ?
C9 C10 Br1 . . 118.26(14) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jef020
_database_code_depnum_ccdc_archive 'CCDC 945047'
_audit_update_record             
;
2013-06-14 deposited with the CCDC.
2015-07-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H30 Cl3 O5 P S2'
_chemical_formula_weight         635.95

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'
P P 0.1023 0.0942 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.340(14)
_cell_length_b                   16.33(2)
_cell_length_c                   16.93(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.38(2)
_cell_angle_gamma                90.00
_cell_volume                     3093(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1320
_exptl_absorpt_coefficient_mu    0.517
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8687
_exptl_absorpt_correction_T_max  0.9501
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32313
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0309
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.74
_diffrn_reflns_theta_max         28.77
_reflns_number_total             7942
_reflns_number_gt                5455
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_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)+(0.0731P)²+1.3101P] 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         7942
_refine_ls_number_parameters     374
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0518
_refine_ls_wR_factor_ref         0.1577
_refine_ls_wR_factor_gt          0.1389
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.059
_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 -0.11448(5) 0.26849(4) 0.90020(4) 0.04935(17) Uani 1 1 d . . .
S2 S 0.01329(5) 0.12281(4) 1.06761(4) 0.05133(17) Uani 1 1 d . . .
P1 P 0.19581(5) 0.13840(4) 0.86982(3) 0.04102(15) Uani 1 1 d . . .
O1 O -0.19821(15) 0.30887(11) 0.67938(10) 0.0572(4) Uani 1 1 d . . .
O2 O 0.25395(19) -0.02845(13) 1.17965(11) 0.0741(6) Uani 1 1 d . . .
O3 O 0.09918(19) 0.04319(13) 1.22010(11) 0.0721(6) Uani 1 1 d . . .
O4 O -0.27301(14) 0.36047(11) 0.78960(10) 0.0543(4) Uani 1 1 d . . .
O5 O 0.19690(16) 0.07373(11) 0.80805(10) 0.0554(4) Uani 1 1 d . . .
C1 C -0.4791(3) 0.4281(2) 0.6021(2) 0.0869(11) Uani 1 1 d . . .
H1 H -0.5018 0.4027 0.5494 0.130 Uiso 1 1 calc R . .
H7 H -0.4355 0.4790 0.5966 0.130 Uiso 1 1 calc R . .
H8 H -0.5512 0.4401 0.6250 0.130 Uiso 1 1 calc R . .
C2 C -0.3986(2) 0.36889(17) 0.65776(16) 0.0565(6) Uani 1 1 d . . .
C3 C -0.2833(2) 0.3547(2) 0.62395(16) 0.0636(7) Uani 1 1 d . . .
H14 H -0.3016 0.3243 0.5728 0.076 Uiso 1 1 calc R . .
H15 H -0.2481 0.4081 0.6129 0.076 Uiso 1 1 calc R . .
C4 C -0.17122(19) 0.35056(15) 0.75285(14) 0.0456(5) Uani 1 1 d . . .
H16 H -0.1350 0.4051 0.7447 0.055 Uiso 1 1 calc R . .
C5 C -0.08322(19) 0.29813(14) 0.80722(14) 0.0447(5) Uani 1 1 d . . .
C6 C 0.01052(18) 0.20804(14) 0.91626(13) 0.0414(5) Uani 1 1 d . . .
C7 C 0.05753(18) 0.15024(14) 0.97923(13) 0.0414(5) Uani 1 1 d . . .
C8 C 0.1270(2) 0.05106(15) 1.08555(13) 0.0469(5) Uani 1 1 d . . .
C9 C 0.1361(2) -0.00231(17) 1.15913(14) 0.0543(6) Uani 1 1 d . . .
H6 H 0.0827 -0.0510 1.1470 0.065 Uiso 1 1 calc R . .
C10 C 0.2642(4) -0.0819(2) 1.24884(18) 0.0897(12) Uani 1 1 d . . .
H25 H 0.3484 -0.0995 1.2639 0.108 Uiso 1 1 calc R . .
H24 H 0.2150 -0.1315 1.2347 0.108 Uiso 1 1 calc R . .
C11 C 0.2243(3) -0.04054(17) 1.31927(15) 0.0573(6) Uani 1 1 d . . .
C12 C 0.2200(4) -0.1026(2) 1.38705(18) 0.0869(11) Uani 1 1 d . . .
H2 H 0.1677 -0.1484 1.3669 0.130 Uiso 1 1 calc R . .
H27 H 0.1888 -0.0758 1.4311 0.130 Uiso 1 1 calc R . .
H26 H 0.3007 -0.1233 1.4063 0.130 Uiso 1 1 calc R . .
C13 C 0.3081(4) 0.0293(3) 1.3501(3) 0.1201(16) Uani 1 1 d . . .
H29 H 0.3886 0.0075 1.3678 0.180 Uiso 1 1 calc R . .
H3 H 0.2794 0.0561 1.3951 0.180 Uiso 1 1 calc R . .
H28 H 0.3103 0.0691 1.3071 0.180 Uiso 1 1 calc R . .
C14 C 0.1008(3) -0.0068(2) 1.29068(18) 0.0762(9) Uani 1 1 d . . .
H4 H 0.0437 -0.0526 1.2784 0.091 Uiso 1 1 calc R . .
H5 H 0.0752 0.0266 1.3337 0.091 Uiso 1 1 calc R . .
C15 C -0.4635(3) 0.2881(2) 0.6655(3) 0.0943(11) Uani 1 1 d . . .
H9 H -0.4871 0.2639 0.6124 0.141 Uiso 1 1 calc R . .
H11 H -0.5349 0.2982 0.6898 0.141 Uiso 1 1 calc R . .
H10 H -0.4102 0.2504 0.6994 0.141 Uiso 1 1 calc R . .
C16 C -0.3634(2) 0.40813(17) 0.73924(16) 0.0566(6) Uani 1 1 d . . .
H12 H -0.3323 0.4639 0.7326 0.068 Uiso 1 1 calc R . .
H13 H -0.4348 0.4131 0.7656 0.068 Uiso 1 1 calc R . .
C17 C 0.01936(19) 0.26328(15) 0.79054(14) 0.0467(5) Uani 1 1 d . . .
H23 H 0.0507 0.2729 0.7427 0.056 Uiso 1 1 calc R . .
C18 C 0.07375(18) 0.21094(14) 0.85310(13) 0.0414(5) Uani 1 1 d . . .
C19 C 0.33558(19) 0.19370(15) 0.89038(13) 0.0435(5) Uani 1 1 d . . .
C20 C 0.4345(2) 0.1644(2) 0.86041(18) 0.0704(8) Uani 1 1 d . . .
H21 H 0.4279 0.1163 0.8285 0.084 Uiso 1 1 calc R . .
C21 C 0.5432(3) 0.2055(3) 0.8771(2) 0.0877(11) Uani 1 1 d . . .
H20 H 0.6109 0.1846 0.8574 0.105 Uiso 1 1 calc R . .
C22 C 0.5532(2) 0.2758(2) 0.92176(19) 0.0710(8) Uani 1 1 d . . .
H19 H 0.6269 0.3046 0.9317 0.085 Uiso 1 1 calc R . .
C23 C 0.4560(2) 0.30432(19) 0.9520(2) 0.0700(8) Uani 1 1 d . . .
H18 H 0.4630 0.3526 0.9838 0.084 Uiso 1 1 calc R . .
C24 C 0.3475(2) 0.26349(17) 0.93673(18) 0.0615(7) Uani 1 1 d . . .
H17 H 0.2810 0.2838 0.9583 0.074 Uiso 1 1 calc R . .
C25 C 0.15572(18) 0.10683(14) 0.96501(13) 0.0413(5) Uani 1 1 d . . .
C26 C 0.1957(2) 0.04936(14) 1.02645(13) 0.0447(5) Uani 1 1 d . . .
H22 H 0.2622 0.0140 1.0264 0.054 Uiso 1 1 calc R . .
C27 C 0.2114(3) 0.4065(3) 0.1279(2) 0.0874(10) Uani 1 1 d . . .
H30 H 0.2020 0.4209 0.1839 0.105 Uiso 1 1 calc R A 1
Cl1A Cl 0.1700(4) 0.3095(2) 0.1133(2) 0.1700(18) Uani 0.60 1 d PU B 1
Cl2A Cl 0.1251(3) 0.4758(2) 0.06432(17) 0.1645(13) Uani 0.60 1 d PU B 1
Cl3A Cl 0.3631(4) 0.4209(4) 0.1201(4) 0.1324(19) Uani 0.60 1 d PU B 1
Cl2B Cl 0.0936(4) 0.4008(4) 0.0503(3) 0.184(2) Uani 0.40 1 d PU B 2
Cl1B Cl 0.2394(5) 0.2961(4) 0.1456(3) 0.156(2) Uani 0.40 1 d PU B 2
Cl3B Cl 0.3348(9) 0.4465(8) 0.1016(7) 0.200(4) Uani 0.40 1 d PU B 2


_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 C6 1.712(3) . ?
S1 C5 1.738(3) . ?
S2 C7 1.714(3) . ?
S2 C8 1.732(3) . ?
P1 O5 1.488(2) . ?
P1 C19 1.808(3) . ?
P1 C18 1.809(3) . ?
P1 C25 1.819(3) . ?
O1 C4 1.407(3) . ?
O1 C3 1.441(3) . ?
O2 C9 1.392(4) . ?
O2 C10 1.450(4) . ?
O3 C9 1.391(3) . ?
O3 C14 1.445(3) . ?
O4 C4 1.407(3) . ?
O4 C16 1.448(3) . ?
C1 C2 1.541(4) . ?
C1 H1 0.9800 . ?
C1 H7 0.9800 . ?
C1 H8 0.9800 . ?
C2 C16 1.515(4) . ?
C2 C15 1.526(5) . ?
C2 C3 1.528(4) . ?
C3 H14 0.9900 . ?
C3 H15 0.9900 . ?
C4 C5 1.509(3) . ?
C4 H16 1.0000 . ?
C5 C17 1.365(3) . ?
C6 C18 1.382(3) . ?
C6 C7 1.458(3) . ?
C7 C25 1.374(3) . ?
C8 C26 1.365(3) . ?
C8 C9 1.510(4) . ?
C9 H6 1.0000 . ?
C10 C11 1.503(4) . ?
C10 H25 0.9900 . ?
C10 H24 0.9900 . ?
C11 C14 1.509(4) . ?
C11 C13 1.520(5) . ?
C11 C12 1.538(4) . ?
C12 H2 0.9800 . ?
C12 H27 0.9800 . ?
C12 H26 0.9800 . ?
C13 H29 0.9800 . ?
C13 H3 0.9800 . ?
C13 H28 0.9800 . ?
C14 H4 0.9900 . ?
C14 H5 0.9900 . ?
C15 H9 0.9800 . ?
C15 H11 0.9800 . ?
C15 H10 0.9800 . ?
C16 H12 0.9900 . ?
C16 H13 0.9900 . ?
C17 C18 1.421(3) . ?
C17 H23 0.9500 . ?
C19 C24 1.378(4) . ?
C19 C20 1.389(3) . ?
C20 C21 1.391(4) . ?
C20 H21 0.9500 . ?
C21 C22 1.370(5) . ?
C21 H20 0.9500 . ?
C22 C23 1.370(4) . ?
C22 H19 0.9500 . ?
C23 C24 1.386(4) . ?
C23 H18 0.9500 . ?
C24 H17 0.9500 . ?
C25 C26 1.420(3) . ?
C26 H22 0.9500 . ?
C27 Cl1A 1.658(5) . ?
C27 Cl3B 1.669(12) . ?
C27 Cl2B 1.717(6) . ?
C27 Cl2A 1.748(5) . ?
C27 Cl3A 1.762(6) . ?
C27 Cl1B 1.845(8) . ?
C27 H30 1.0000 . ?

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 C5 91.06(11) . . ?
C7 S2 C8 90.82(12) . . ?
O5 P1 C19 112.48(11) . . ?
O5 P1 C18 116.65(11) . . ?
C19 P1 C18 109.13(14) . . ?
O5 P1 C25 116.99(13) . . ?
C19 P1 C25 107.97(11) . . ?
C18 P1 C25 91.65(11) . . ?
C4 O1 C3 110.5(2) . . ?
C9 O2 C10 109.5(2) . . ?
C9 O3 C14 110.4(2) . . ?
C4 O4 C16 110.7(2) . . ?
C2 C1 H1 109.5 . . ?
C2 C1 H7 109.5 . . ?
H1 C1 H7 109.5 . . ?
C2 C1 H8 109.5 . . ?
H1 C1 H8 109.5 . . ?
H7 C1 H8 109.5 . . ?
C16 C2 C15 110.3(3) . . ?
C16 C2 C3 106.9(2) . . ?
C15 C2 C3 110.8(3) . . ?
C16 C2 C1 109.5(2) . . ?
C15 C2 C1 110.4(3) . . ?
C3 C2 C1 108.9(3) . . ?
O1 C3 C2 110.9(2) . . ?
O1 C3 H14 109.4 . . ?
C2 C3 H14 109.4 . . ?
O1 C3 H15 109.4 . . ?
C2 C3 H15 109.4 . . ?
H14 C3 H15 108.0 . . ?
O4 C4 O1 111.76(19) . . ?
O4 C4 C5 107.7(2) . . ?
O1 C4 C5 107.0(2) . . ?
O4 C4 H16 110.1 . . ?
O1 C4 H16 110.1 . . ?
C5 C4 H16 110.1 . . ?
C17 C5 C4 127.7(2) . . ?
C17 C5 S1 112.20(17) . . ?
C4 C5 S1 119.90(17) . . ?
C18 C6 C7 114.5(2) . . ?
C18 C6 S1 112.19(17) . . ?
C7 C6 S1 133.13(17) . . ?
C25 C7 C6 114.6(2) . . ?
C25 C7 S2 112.29(17) . . ?
C6 C7 S2 133.12(18) . . ?
C26 C8 C9 128.5(2) . . ?
C26 C8 S2 112.50(18) . . ?
C9 C8 S2 118.92(19) . . ?
O3 C9 O2 111.8(2) . . ?
O3 C9 C8 108.4(2) . . ?
O2 C9 C8 108.4(2) . . ?
O3 C9 H6 109.4 . . ?
O2 C9 H6 109.4 . . ?
C8 C9 H6 109.4 . . ?
O2 C10 C11 112.1(3) . . ?
O2 C10 H25 109.2 . . ?
C11 C10 H25 109.2 . . ?
O2 C10 H24 109.2 . . ?
C11 C10 H24 109.2 . . ?
H25 C10 H24 107.9 . . ?
C10 C11 C14 107.0(2) . . ?
C10 C11 C13 110.9(3) . . ?
C14 C11 C13 109.4(3) . . ?
C10 C11 C12 110.3(3) . . ?
C14 C11 C12 109.8(3) . . ?
C13 C11 C12 109.4(3) . . ?
C11 C12 H2 109.5 . . ?
C11 C12 H27 109.5 . . ?
H2 C12 H27 109.5 . . ?
C11 C12 H26 109.5 . . ?
H2 C12 H26 109.5 . . ?
H27 C12 H26 109.5 . . ?
C11 C13 H29 109.5 . . ?
C11 C13 H3 109.5 . . ?
H29 C13 H3 109.5 . . ?
C11 C13 H28 109.5 . . ?
H29 C13 H28 109.5 . . ?
H3 C13 H28 109.5 . . ?
O3 C14 C11 111.0(2) . . ?
O3 C14 H4 109.4 . . ?
C11 C14 H4 109.4 . . ?
O3 C14 H5 109.4 . . ?
C11 C14 H5 109.4 . . ?
H4 C14 H5 108.0 . . ?
C2 C15 H9 109.5 . . ?
C2 C15 H11 109.5 . . ?
H9 C15 H11 109.5 . . ?
C2 C15 H10 109.5 . . ?
H9 C15 H10 109.5 . . ?
H11 C15 H10 109.5 . . ?
O4 C16 C2 111.4(2) . . ?
O4 C16 H12 109.3 . . ?
C2 C16 H12 109.3 . . ?
O4 C16 H13 109.3 . . ?
C2 C16 H13 109.3 . . ?
H12 C16 H13 108.0 . . ?
C5 C17 C18 112.2(2) . . ?
C5 C17 H23 123.9 . . ?
C18 C17 H23 123.9 . . ?
C6 C18 C17 112.4(2) . . ?
C6 C18 P1 109.67(17) . . ?
C17 C18 P1 137.60(17) . . ?
C24 C19 C20 118.9(2) . . ?
C24 C19 P1 121.62(17) . . ?
C20 C19 P1 119.5(2) . . ?
C19 C20 C21 120.1(3) . . ?
C19 C20 H21 119.9 . . ?
C21 C20 H21 119.9 . . ?
C22 C21 C20 120.5(3) . . ?
C22 C21 H20 119.8 . . ?
C20 C21 H20 119.8 . . ?
C21 C22 C23 119.5(3) . . ?
C21 C22 H19 120.3 . . ?
C23 C22 H19 120.3 . . ?
C22 C23 C24 120.7(3) . . ?
C22 C23 H18 119.7 . . ?
C24 C23 H18 119.7 . . ?
C19 C24 C23 120.4(2) . . ?
C19 C24 H17 119.8 . . ?
C23 C24 H17 119.8 . . ?
C7 C25 C26 112.6(2) . . ?
C7 C25 P1 109.63(17) . . ?
C26 C25 P1 137.79(18) . . ?
C8 C26 C25 111.8(2) . . ?
C8 C26 H22 124.1 . . ?
C25 C26 H22 124.1 . . ?
Cl1A C27 Cl3B 124.3(5) . . ?
Cl1A C27 Cl2B 70.7(3) . . ?
Cl3B C27 Cl2B 113.5(5) . . ?
Cl1A C27 Cl2A 114.2(3) . . ?
Cl3B C27 Cl2A 89.5(5) . . ?
Cl2B C27 Cl2A 43.6(2) . . ?
Cl1A C27 Cl3A 111.9(3) . . ?
Cl3B C27 Cl3A 19.5(6) . . ?
Cl2B C27 Cl3A 126.7(4) . . ?
Cl2A C27 Cl3A 108.9(3) . . ?
Cl1A C27 Cl1B 29.5(2) . . ?
Cl3B C27 Cl1B 107.2(5) . . ?
Cl2B C27 Cl1B 99.4(4) . . ?
Cl2A C27 Cl1B 142.8(3) . . ?
Cl3A C27 Cl1B 89.9(3) . . ?
Cl1A C27 H30 107.2 . . ?
Cl3B C27 H30 112.6 . . ?
Cl2B C27 H30 123.3 . . ?
Cl2A C27 H30 107.2 . . ?
Cl3A C27 H30 107.2 . . ?
Cl1B C27 H30 96.8 . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        28.77
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.051
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 945048'
_audit_update_record             
;
2013-06-14 deposited with the CCDC.
2015-07-24 downloaded from the CCDC.
;
_audit_creation_method           'APEX2 v2013.2-0'

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H4 O3 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         248.26
_chemical_melting_point          ?

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   3.7349(10)
_cell_length_b                   10.508(3)
_cell_length_c                   12.512(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.366(4)
_cell_angle_gamma                90
_cell_volume                     488.0(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2235
_cell_measurement_theta_min      2.5376
_cell_measurement_theta_max      28.2583
_cell_measurement_temperature    173.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             252

_exptl_absorpt_coefficient_mu    0.529
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;

A X-ray quality crystal was selected under ambient conditions
and covered with PARATONE oil
The crystal was mounted and centered in the X-ray beam by
using a video camera.The crystal evaluation and data
collection were performed on APEX-2 CCD diffractometer
with the detector to crystal distance of 5cm. 
The initial cell constants were obtained from three series of
OMEGA scans at different starting angles. Each series consisted
of 30 frames collected at intervals of 0.3 in a 10 range about
OMEGA with the exposure time of 10 seconds per frame. The 
obtained reflections were successfully indexed by an automated
indexing routine built to APEX2 program package. The final cell 
constants were calculated from a set of strong reflections from
the actual data collection.  

The data were collected using the full sphere routine by
collecting four sets of frames with 0.3 scans in ω with an
exposure time 10 sec per frame till resolution of 0.69 Å. 
Data were truncated to the resolution with  statistically 
reasonable R~σ~.

;

_diffrn_ambient_temperature      173.(2)

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         ?
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ' BRUKER APEX2 CCD Diffractometer'
_diffrn_measurement_method       'ω scan'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            4982
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_theta_min         1.64
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_full        28.26
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

_refine_special_details          
;

The systematic absences in the diffraction data were consistent for the
stated space group. The position of almost all non-hydrogen atoms
were found by direct methods. The remaining atoms were located in an 
alternating series of least-squares cycles on difference Fourier maps.
All non-hydrogen atoms were refined in full-matrix anisotropic approximation.
All hydrogen atoms were placed in the structure factor calculation at
idealized positions and were allowed to ride on the neighboring atoms with
relative isotropic displacement coefficients. 

Final results were tested with CHECKCIF routine and all A-warnings (if any)
were addressed on the very top of this file.

;

_reflns_number_total             2355
_reflns_number_gt                2238
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1035
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_restrained_S_all      1.135
_refine_ls_number_reflns         2355
_refine_ls_number_parameters     145
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0508P)²+0.3176P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.975
_refine_diff_density_min         -0.323
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.13(10)

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'


_computing_data_collection       'APEX2 Suite (Bruker AXS, 2009)'
_computing_cell_refinement       'SAINT V7.66A (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.66A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'XSHELL (Bruker AXS, 2007)'
_computing_publication_material  'APEX2 Suite (Bruker AXS, 2009)'


loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.4687(2) 0.99996(7) 0.19188(6) 0.01546(17) Uani d . 1 . .
S S2 0.3431(2) 0.64186(6) 0.07961(6) 0.01465(17) Uani d . 1 . .
C C1 0.1078(8) 0.7307(3) 0.3662(3) 0.0161(6) Uani d . 1 . .
C C2 0.2322(9) 0.8596(3) 0.3369(2) 0.0166(6) Uani d . 1 . .
C C3 0.2656(9) 0.9816(3) 0.3841(3) 0.0179(6) Uani d . 1 . .
H H3 0.2065 1.0019 0.454 0.021 Uiso calc R 1 . .
C C4 0.3960(8) 1.0669(3) 0.3146(2) 0.0162(6) Uani d . 1 . .
C C5 0.4878(9) 1.1994(3) 0.3357(3) 0.0194(6) Uani d . 1 . .
H H5 0.4276 1.2363 0.4007 0.023 Uiso calc R 1 . .
C C6 0.3321(8) 0.8561(3) 0.2336(2) 0.0135(6) Uani d . 1 . .
C C7 0.2812(8) 0.7257(3) 0.1922(2) 0.0141(6) Uani d . 1 . .
C C8 0.1894(8) 0.5047(3) 0.1373(2) 0.0166(6) Uani d . 1 . .
C C9 0.1875(9) 0.3847(3) 0.0788(3) 0.0177(6) Uani d . 1 . .
H H9 0.0832 0.3126 0.1091 0.021 Uiso calc R 1 . .
C C10 0.0964(9) 0.5234(3) 0.2396(3) 0.0172(6) Uani d . 1 . .
H H10 0.0069 0.4592 0.283 0.021 Uiso calc R 1 . .
C C11 0.1530(8) 0.6512(3) 0.2708(2) 0.0161(6) Uani d . 1 . .
O O1 -0.0087(7) 0.6982(2) 0.44922(18) 0.0238(5) Uani d . 1 . .
O O2 0.6379(7) 1.2658(2) 0.2744(2) 0.0271(6) Uani d . 1 . .
O O3 0.3108(8) 0.3714(2) -0.0060(2) 0.0289(6) Uani d . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C6 . 1.696(3) ?
S1 C4 . 1.737(3) ?
S2 C7 . 1.699(3) ?
S2 C8 . 1.738(3) ?
C1 O1 . 1.219(4) ?
C1 C11 . 1.482(4) ?
C1 C2 . 1.491(4) ?
C2 C6 . 1.385(4) ?
C2 C3 . 1.411(4) ?
C3 C4 . 1.375(4) ?
C3 H3 . 0.95 ?
C4 C5 . 1.452(4) ?
C5 O2 . 1.218(4) ?
C5 H5 . 0.95 ?
C6 C7 . 1.469(4) ?
C7 C11 . 1.383(4) ?
C8 C10 . 1.377(4) ?
C8 C9 . 1.457(4) ?
C9 O3 . 1.211(4) ?
C9 H9 . 0.95 ?
C10 C11 . 1.408(4) ?
C10 H10 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 S1 C4 . . 90.40(15) ?
C7 S2 C8 . . 90.23(15) ?
O1 C1 C11 . . 127.7(3) ?
O1 C1 C2 . . 128.0(3) ?
C11 C1 C2 . . 104.3(2) ?
C6 C2 C3 . . 113.2(3) ?
C6 C2 C1 . . 109.2(3) ?
C3 C2 C1 . . 137.5(3) ?
C4 C3 C2 . . 110.4(3) ?
C4 C3 H3 . . 124.8 ?
C2 C3 H3 . . 124.8 ?
C3 C4 C5 . . 127.1(3) ?
C3 C4 S1 . . 113.4(2) ?
C5 C4 S1 . . 119.5(2) ?
O2 C5 C4 . . 123.4(3) ?
O2 C5 H5 . . 118.3 ?
C4 C5 H5 . . 118.3 ?
C2 C6 C7 . . 108.4(3) ?
C2 C6 S1 . . 112.6(2) ?
C7 C6 S1 . . 139.0(2) ?
C11 C7 C6 . . 108.6(3) ?
C11 C7 S2 . . 112.7(2) ?
C6 C7 S2 . . 138.7(2) ?
C10 C8 C9 . . 127.1(3) ?
C10 C8 S2 . . 113.4(2) ?
C9 C8 S2 . . 119.5(2) ?
O3 C9 C8 . . 124.0(3) ?
O3 C9 H9 . . 118.0 ?
C8 C9 H9 . . 118.0 ?
C8 C10 C11 . . 110.4(3) ?
C8 C10 H10 . . 124.8 ?
C11 C10 H10 . . 124.8 ?
C7 C11 C10 . . 113.3(3) ?
C7 C11 C1 . . 109.5(3) ?
C10 C11 C1 . . 137.2(3) ?

