# Electronic Supplementary Material (ESI) for New Journal of Chemistry
# This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013


#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material 
#  of the CCDC or of third parties, and may not be copied or further 
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#  except for the purpose of generating routine backup copies 
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# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk 
#
#  Bona fide researchers may freely download Mercury and enCIFer
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data_r080122c
_database_code_depnum_ccdc_archive 'CCDC 759956'
#TrackingRef '3.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H20 S2'
_chemical_formula_weight         444.58
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'
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)/c
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                   6.1134(12)
_cell_length_b                   12.529(3)
_cell_length_c                   14.622(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.51(3)
_cell_angle_gamma                90.00
_cell_volume                     1118.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    3173
_cell_measurement_theta_min      3.228
_cell_measurement_theta_max      27.876
_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             464
_exptl_absorpt_coefficient_mu    0.254
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9702
_exptl_absorpt_correction_T_max  0.9849
_exptl_absorpt_process_details   crystalclear
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            11099
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_sigmaI/netI    0.0251
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.23
_diffrn_reflns_theta_max         25.02
_reflns_number_total             1971
_reflns_number_gt                1790
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0608P)^2^+0.8557P] where P=(Fo^2^+2Fc^2^)/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         1971
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1179
_refine_ls_wR_factor_gt          0.1151
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_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 0.22534(8) 0.53581(4) 0.40313(3) 0.0216(2) Uani 1 1 d . . .
C1 C 0.2657(3) 0.40127(16) 0.43257(14) 0.0207(5) Uani 1 1 d . . .
C2 C 0.4304(3) 0.34219(17) 0.38299(13) 0.0215(5) Uani 1 1 d . . .
C3 C 0.6212(3) 0.39254(18) 0.35633(14) 0.0232(5) Uani 1 1 d . . .
H3 H 0.6457 0.4635 0.3723 0.028 Uiso 1 1 calc R . .
C4 C 0.7740(4) 0.33929(19) 0.30674(14) 0.0277(5) Uani 1 1 d . . .
H4 H 0.9004 0.3742 0.2899 0.033 Uiso 1 1 calc R . .
C5 C 0.7388(4) 0.23372(19) 0.28209(15) 0.0310(5) Uani 1 1 d . . .
H5 H 0.8413 0.1974 0.2487 0.037 Uiso 1 1 calc R . .
C6 C 0.5497(4) 0.18253(18) 0.30750(15) 0.0297(5) Uani 1 1 d . . .
H6 H 0.5262 0.1116 0.2909 0.036 Uiso 1 1 calc R . .
C7 C 0.3956(4) 0.23536(17) 0.35712(15) 0.0256(5) Uani 1 1 d . . .
H7 H 0.2691 0.2002 0.3733 0.031 Uiso 1 1 calc R . .
C8 C 0.1249(3) 0.36778(16) 0.49696(14) 0.0194(4) Uani 1 1 d . . .
C9 C 0.1156(3) 0.25999(16) 0.53958(13) 0.0208(5) Uani 1 1 d . . .
C10 C 0.2961(4) 0.21768(18) 0.58838(14) 0.0256(5) Uani 1 1 d . . .
H10 H 0.4259 0.2564 0.5934 0.031 Uiso 1 1 calc R . .
C11 C 0.2837(4) 0.11852(19) 0.62939(15) 0.0302(5) Uani 1 1 d . . .
H11 H 0.4047 0.0913 0.6624 0.036 Uiso 1 1 calc R . .
C12 C 0.0938(4) 0.05990(18) 0.62164(16) 0.0307(5) Uani 1 1 d . . .
H12 H 0.0870 -0.0073 0.6484 0.037 Uiso 1 1 calc R . .
C13 C -0.0885(4) 0.10163(18) 0.57352(15) 0.0279(5) Uani 1 1 d . . .
H13 H -0.2178 0.0625 0.5686 0.034 Uiso 1 1 calc R . .
C14 C -0.0777(3) 0.20061(17) 0.53320(14) 0.0237(5) Uani 1 1 d . . .
H14 H -0.2002 0.2282 0.5014 0.028 Uiso 1 1 calc R . .
C15 C 0.0176(3) 0.54750(16) 0.47789(14) 0.0204(5) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0254(3) 0.0195(3) 0.0202(3) 0.00227(19) 0.0029(2) 0.0018(2)
C1 0.0244(11) 0.0188(10) 0.0185(10) 0.0013(8) -0.0020(8) 0.0011(8)
C2 0.0260(11) 0.0232(11) 0.0150(10) 0.0015(8) -0.0037(8) 0.0063(9)
C3 0.0260(11) 0.0250(11) 0.0179(10) 0.0017(8) -0.0040(8) 0.0003(9)
C4 0.0249(11) 0.0378(13) 0.0202(11) 0.0017(9) -0.0011(9) 0.0026(10)
C5 0.0325(13) 0.0377(13) 0.0227(11) -0.0050(10) 0.0002(9) 0.0090(10)
C6 0.0400(13) 0.0234(12) 0.0252(12) -0.0050(9) -0.0028(10) 0.0069(10)
C7 0.0292(12) 0.0234(11) 0.0237(11) 0.0000(9) -0.0033(9) 0.0014(9)
C8 0.0221(10) 0.0158(10) 0.0196(10) -0.0030(8) -0.0054(8) 0.0036(8)
C9 0.0262(11) 0.0196(10) 0.0168(10) -0.0024(8) 0.0017(8) 0.0038(8)
C10 0.0279(11) 0.0245(12) 0.0240(11) 0.0000(9) -0.0035(9) 0.0035(9)
C11 0.0340(13) 0.0308(13) 0.0250(12) 0.0015(10) -0.0052(9) 0.0093(10)
C12 0.0443(14) 0.0222(11) 0.0259(12) 0.0028(9) 0.0053(10) 0.0072(10)
C13 0.0302(12) 0.0258(12) 0.0283(12) -0.0039(9) 0.0060(9) -0.0022(9)
C14 0.0259(11) 0.0222(11) 0.0230(11) -0.0010(9) 0.0005(9) 0.0049(9)
C15 0.0226(11) 0.0211(10) 0.0175(10) 0.0004(8) -0.0003(8) 0.0006(8)
_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 C15 1.718(2) . ?
S1 C1 1.755(2) . ?
C1 C8 1.369(3) . ?
C1 C2 1.467(3) . ?
C2 C3 1.396(3) . ?
C2 C7 1.405(3) . ?
C3 C4 1.380(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.387(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.383(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C15 1.432(3) 3_566 ?
C8 C9 1.490(3) . ?
C9 C10 1.393(3) . ?
C9 C14 1.396(3) . ?
C10 C11 1.383(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.374(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.394(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.376(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C15 1.376(4) 3_566 ?
C15 C8 1.431(3) 3_566 ?
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
C15 S1 C1 91.47(10) . . ?
C8 C1 C2 130.63(19) . . ?
C8 C1 S1 112.17(15) . . ?
C2 C1 S1 117.11(15) . . ?
C3 C2 C7 118.3(2) . . ?
C3 C2 C1 120.66(19) . . ?
C7 C2 C1 121.0(2) . . ?
C4 C3 C2 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 119.8(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 119.6(2) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C7 C6 C5 120.9(2) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C2 119.9(2) . . ?
C6 C7 H7 120.0 . . ?
C2 C7 H7 120.0 . . ?
C1 C8 C15 110.95(18) . 3_566 ?
C1 C8 C9 127.04(18) . . ?
C15 C8 C9 121.99(18) 3_566 . ?
C10 C9 C14 118.74(19) . . ?
C10 C9 C8 121.03(19) . . ?
C14 C9 C8 120.21(18) . . ?
C11 C10 C9 120.5(2) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C12 C11 C10 120.4(2) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 119.7(2) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C14 C13 C12 120.1(2) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C9 120.5(2) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
C15 C15 C8 114.3(2) 3_566 3_566 ?
C15 C15 S1 111.1(2) 3_566 . ?
C8 C15 S1 134.59(16) 3_566 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 S1 C1 C8 0.01(16) . . . . ?
C15 S1 C1 C2 176.93(16) . . . . ?
C8 C1 C2 C3 -148.4(2) . . . . ?
S1 C1 C2 C3 35.3(2) . . . . ?
C8 C1 C2 C7 34.8(3) . . . . ?
S1 C1 C2 C7 -141.46(17) . . . . ?
C7 C2 C3 C4 -0.7(3) . . . . ?
C1 C2 C3 C4 -177.58(19) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C4 C5 C6 C7 0.0(3) . . . . ?
C5 C6 C7 C2 -0.4(3) . . . . ?
C3 C2 C7 C6 0.8(3) . . . . ?
C1 C2 C7 C6 177.63(19) . . . . ?
C2 C1 C8 C15 -176.1(2) . . . 3_566 ?
S1 C1 C8 C15 0.3(2) . . . 3_566 ?
C2 C1 C8 C9 5.2(4) . . . . ?
S1 C1 C8 C9 -178.39(16) . . . . ?
C1 C8 C9 C10 59.3(3) . . . . ?
C15 C8 C9 C10 -119.3(2) 3_566 . . . ?
C1 C8 C9 C14 -122.4(2) . . . . ?
C15 C8 C9 C14 59.0(3) 3_566 . . . ?
C14 C9 C10 C11 0.2(3) . . . . ?
C8 C9 C10 C11 178.52(19) . . . . ?
C9 C10 C11 C12 0.7(3) . . . . ?
C10 C11 C12 C13 -1.2(3) . . . . ?
C11 C12 C13 C14 0.6(3) . . . . ?
C12 C13 C14 C9 0.3(3) . . . . ?
C10 C9 C14 C13 -0.7(3) . . . . ?
C8 C9 C14 C13 -179.06(19) . . . . ?
C1 S1 C15 C15 -0.3(2) . . . 3_566 ?
C1 S1 C15 C8 -179.6(2) . . . 3_566 ?
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.100
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.055


data_shelxl5
_database_code_depnum_ccdc_archive 'CCDC 759958'
#TrackingRef '5.CIF'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H6 Br2 S4'
_chemical_formula_sum            'C14 H6 Br2 S4'
_chemical_formula_weight         462.25
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'
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'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/C 1'
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                   3.9007(11)
_cell_length_b                   11.814(3)
_cell_length_c                   15.453(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.644(14)
_cell_angle_gamma                90.00
_cell_volume                     709.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    1923
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      27.9
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.163
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    6.281
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3387
_exptl_absorpt_correction_T_max  0.7044
_exptl_absorpt_process_details   crystalclear
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            1219
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.17
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1219
_reflns_number_gt                1184
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CryatalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'CrystalStructure 3.7.0'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0000P)^2^+79.6428P] where P=(Fo^2^+2Fc^2^)/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     SHELXL
_refine_ls_extinction_coef       0.012(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         1219
_refine_ls_number_parameters     94
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0974
_refine_ls_R_factor_gt           0.0964
_refine_ls_wR_factor_ref         0.2661
_refine_ls_wR_factor_gt          0.2658
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_restrained_S_all      1.149
_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
Br1 Br 0.3710(5) 0.75917(16) 0.09919(12) 0.0166(8) Uani 1 1 d . . .
S1 S 0.7434(12) 0.4047(4) 0.0996(3) 0.0126(11) Uani 1 1 d . . .
C1 C 0.444(5) 0.5543(16) 0.0000(12) 0.011(4) Uani 1 1 d U . .
C3 C 0.671(5) 0.5373(16) 0.1419(13) 0.016(4) Uani 1 1 d . . .
C5 C 0.970(5) 0.4787(16) 0.2892(12) 0.014(4) Uani 1 1 d . . .
H5 H 1.0615 0.4090 0.2707 0.017 Uiso 1 1 calc R . .
C4 C 0.777(5) 0.5561(15) 0.2335(12) 0.013(4) Uani 1 1 d . . .
C2 C 0.510(5) 0.6105(18) 0.0821(12) 0.018(4) Uani 1 1 d U . .
C7 C 1.008(5) 0.5205(18) 0.3780(13) 0.020(5) Uani 1 1 d . . .
H7 H 1.1179 0.4789 0.4249 0.025 Uiso 1 1 calc R . .
C6 C 0.876(5) 0.6202(17) 0.3867(12) 0.018(4) Uani 1 1 d . . .
H6 H 0.8879 0.6593 0.4405 0.022 Uiso 1 1 calc R . .
S2 S 0.6743(13) 0.6764(4) 0.2917(3) 0.0186(12) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0196(11) 0.0104(10) 0.0199(11) -0.0020(7) 0.0016(8) 0.0037(8)
S1 0.014(2) 0.011(2) 0.012(2) 0.0005(17) 0.0027(18) -0.0002(18)
C1 0.012(5) 0.012(5) 0.010(5) 0.002(4) 0.005(4) 0.002(4)
C3 0.018(10) 0.012(9) 0.020(10) -0.008(8) 0.009(8) -0.008(8)
C5 0.013(9) 0.018(9) 0.012(9) 0.006(7) 0.007(7) -0.004(8)
C4 0.019(10) 0.008(8) 0.014(9) 0.001(7) 0.010(8) 0.004(8)
C2 0.017(6) 0.021(6) 0.017(6) 0.002(4) 0.004(4) -0.002(4)
C7 0.019(10) 0.025(11) 0.018(10) 0.013(9) 0.006(8) 0.004(9)
C6 0.023(11) 0.025(10) 0.008(8) -0.010(8) 0.011(8) -0.015(9)
S2 0.021(3) 0.019(3) 0.016(2) -0.0024(19) 0.003(2) 0.003(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
Br1 C2 1.86(2) . ?
S1 C1 1.719(19) 3_665 ?
S1 C3 1.730(19) . ?
C1 C1 1.35(4) 3_665 ?
C1 C2 1.44(3) . ?
C1 S1 1.719(19) 3_665 ?
C3 C2 1.38(3) . ?
C3 C4 1.46(3) . ?
C5 C4 1.43(3) . ?
C5 C7 1.45(3) . ?
C5 H5 0.9500 . ?
C4 S2 1.745(18) . ?
C7 C6 1.30(3) . ?
C7 H7 0.9500 . ?
C6 S2 1.74(2) . ?
C6 H6 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
C1 S1 C3 90.7(10) 3_665 . ?
C1 C1 C2 114(2) 3_665 . ?
C1 C1 S1 112.4(19) 3_665 3_665 ?
C2 C1 S1 133.8(15) . 3_665 ?
C2 C3 C4 129.3(18) . . ?
C2 C3 S1 113.1(15) . . ?
C4 C3 S1 117.6(15) . . ?
C4 C5 C7 111.0(17) . . ?
C4 C5 H5 124.5 . . ?
C7 C5 H5 124.5 . . ?
C5 C4 C3 125.5(17) . . ?
C5 C4 S2 110.1(14) . . ?
C3 C4 S2 124.4(14) . . ?
C3 C2 C1 110.0(18) . . ?
C3 C2 Br1 128.1(15) . . ?
C1 C2 Br1 121.9(14) . . ?
C6 C7 C5 113.3(18) . . ?
C6 C7 H7 123.4 . . ?
C5 C7 H7 123.4 . . ?
C7 C6 S2 114.5(15) . . ?
C7 C6 H6 122.7 . . ?
S2 C6 H6 122.7 . . ?
C6 S2 C4 91.0(9) . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 S1 C3 C2 -0.1(17) 3_665 . . . ?
C1 S1 C3 C4 178.5(16) 3_665 . . . ?
C7 C5 C4 C3 -175.6(18) . . . . ?
C7 C5 C4 S2 3(2) . . . . ?
C2 C3 C4 C5 -174(2) . . . . ?
S1 C3 C4 C5 7(3) . . . . ?
C2 C3 C4 S2 7(3) . . . . ?
S1 C3 C4 S2 -170.9(12) . . . . ?
C4 C3 C2 C1 -178.0(19) . . . . ?
S1 C3 C2 C1 0(2) . . . . ?
C4 C3 C2 Br1 0(3) . . . . ?
S1 C3 C2 Br1 178.1(12) . . . . ?
C1 C1 C2 C3 -1(3) 3_665 . . . ?
S1 C1 C2 C3 -180.0(16) 3_665 . . . ?
C1 C1 C2 Br1 -178.5(18) 3_665 . . . ?
S1 C1 C2 Br1 2(3) 3_665 . . . ?
C4 C5 C7 C6 -3(2) . . . . ?
C5 C7 C6 S2 2(2) . . . . ?
C7 C6 S2 C4 -0.4(17) . . . . ?
C5 C4 S2 C6 -1.5(15) . . . . ?
C3 C4 S2 C6 177.1(18) . . . . ?
_diffrn_measured_fraction_theta_max 0.974
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.974
_refine_diff_density_max         2.650
_refine_diff_density_min         -2.145
_refine_diff_density_rms         0.435


data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 759959'
#TrackingRef '4.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H12 S6'
_chemical_formula_weight         468.68
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'
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                   6.1799(12)
_cell_length_b                   7.6986(15)
_cell_length_c                   21.307(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.69(3)
_cell_angle_gamma                90.00
_cell_volume                     1004.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    2250
_cell_measurement_theta_min      1.9289
_cell_measurement_theta_max      27.9644
_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             480
_exptl_absorpt_coefficient_mu    0.687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9221
_exptl_absorpt_correction_T_max  0.9471
_exptl_absorpt_process_details   crystalclear
_exptl_special_details           
;
????
;
_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       '\w \and \f scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            6086
_diffrn_reflns_av_R_equivalents  0.1202
_diffrn_reflns_av_sigmaI/netI    0.0790
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.82
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1716
_reflns_number_gt                1485
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
line 8 OMIT
line 40 ISOR
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1483P)^2^+22.4965P] where P=(Fo^2^+2Fc^2^)/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         1716
_refine_ls_number_parameters     159
_refine_ls_number_restraints     100
_refine_ls_R_factor_all          0.1290
_refine_ls_R_factor_gt           0.1182
_refine_ls_wR_factor_ref         0.3455
_refine_ls_wR_factor_gt          0.3378
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.002
_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 0.4935(4) 1.1975(3) 0.06617(11) 0.0196(7) Uani 1 1 d . B .
C1 C 0.4332(15) 1.0731(11) -0.0021(5) 0.017(2) Uani 1 1 d . . .
C2 C 0.6969(14) 1.0515(12) 0.0969(4) 0.021(2) Uani 1 1 d D . .
C3 C 0.7163(14) 0.9117(11) 0.0578(5) 0.019(2) Uani 1 1 d D . .
C4 C 0.8788(15) 0.7666(10) 0.0670(4) 0.013(2) Uani 0.886(13) 1 d PD A 1
C5 C 1.0705(19) 0.7486(13) 0.0413(5) 0.034(3) Uani 0.886(13) 1 d PD A 1
H5A H 1.1197 0.8286 0.0124 0.041 Uiso 0.886(13) 1 calc PR A 1
C6 C 1.1877(14) 0.5944(12) 0.0635(6) 0.025(3) Uani 0.886(13) 1 d PD A 1
H6A H 1.3234 0.5605 0.0510 0.030 Uiso 0.886(13) 1 calc PR A 1
C7 C 1.0798(13) 0.5016(11) 0.1050(6) 0.019(3) Uani 0.886(13) 1 d PD A 1
H7A H 1.1328 0.3960 0.1244 0.023 Uiso 0.886(13) 1 calc PR A 1
S2 S 0.8387(5) 0.5977(4) 0.11802(18) 0.0244(10) Uani 0.886(13) 1 d PD A 1
C4' C 0.872(9) 0.773(8) 0.085(3) 0.013(2) Uani 0.114(13) 1 d PD A 2
C5' C 0.850(9) 0.620(9) 0.117(4) 0.0244(10) Uani 0.114(13) 1 d PD A 2
H5'A H 0.7416 0.6008 0.1441 0.029 Uiso 0.114(13) 1 calc PR A 2
C6' C 1.013(13) 0.494(7) 0.106(5) 0.019(3) Uani 0.114(13) 1 d PD A 2
H6'A H 1.0243 0.3817 0.1239 0.023 Uiso 0.114(13) 1 calc PR A 2
C7' C 1.149(12) 0.558(6) 0.065(5) 0.025(3) Uani 0.114(13) 1 d PD A 2
H7'A H 1.2662 0.4932 0.0518 0.030 Uiso 0.114(13) 1 calc PR A 2
S2' S 1.085(6) 0.766(5) 0.0404(17) 0.034(3) Uani 0.114(13) 1 d PD A 2
C8 C 0.825(2) 1.096(3) 0.1591(7) 0.018(2) Uani 0.680(13) 1 d PDU B 1
C9 C 0.768(2) 1.218(2) 0.2014(8) 0.027(3) Uani 0.680(13) 1 d PD B 1
H9A H 0.6315 1.2769 0.1972 0.032 Uiso 0.680(13) 1 calc PR B 1
C10 C 0.941(3) 1.246(2) 0.2526(7) 0.023(4) Uani 0.680(13) 1 d PD B 1
H10A H 0.9331 1.3253 0.2864 0.027 Uiso 0.680(13) 1 calc PR B 1
C11 C 1.120(3) 1.144(3) 0.2467(8) 0.029(3) Uani 0.680(13) 1 d PD B 1
H11A H 1.2502 1.1446 0.2761 0.034 Uiso 0.680(13) 1 calc PR B 1
S3 S 1.0829(7) 1.0143(6) 0.1803(2) 0.0251(13) Uani 0.680(13) 1 d PD B 1
C8' C 0.836(4) 1.098(6) 0.1574(12) 0.018(2) Uani 0.320(13) 1 d PDU B 2
C9' C 1.047(4) 1.045(5) 0.1768(13) 0.0251(13) Uani 0.320(13) 1 d PD B 2
H9'A H 1.1283 0.9721 0.1525 0.030 Uiso 0.320(13) 1 calc PR B 2
C10' C 1.129(5) 1.113(7) 0.2384(18) 0.029(3) Uani 0.320(13) 1 d PD B 2
H10B H 1.2715 1.0910 0.2597 0.034 Uiso 0.320(13) 1 calc PR B 2
C11' C 0.976(5) 1.214(7) 0.2624(16) 0.023(4) Uani 0.320(13) 1 d PD B 2
H11B H 1.0006 1.2702 0.3025 0.027 Uiso 0.320(13) 1 calc PR B 2
S3' S 0.7344(18) 1.2287(16) 0.2122(6) 0.027(3) Uani 0.320(13) 1 d PD B 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0208(13) 0.0171(12) 0.0196(13) 0.0002(9) -0.0018(9) 0.0044(9)
C1 0.015(4) 0.014(4) 0.022(5) 0.000(3) -0.004(4) 0.001(3)
C2 0.015(5) 0.022(5) 0.025(5) 0.003(4) 0.001(4) 0.006(4)
C3 0.017(5) 0.020(5) 0.019(5) 0.008(4) 0.002(4) 0.003(4)
C4 0.021(5) 0.011(4) 0.004(5) 0.001(4) -0.005(4) -0.003(3)
C5 0.034(6) 0.028(6) 0.040(5) 0.004(4) 0.001(4) 0.016(4)
C6 0.011(6) 0.022(6) 0.043(7) 0.003(5) 0.006(5) 0.007(5)
C7 0.019(7) 0.021(5) 0.017(5) 0.001(4) 0.002(6) 0.004(4)
S2 0.0271(17) 0.0208(17) 0.0261(17) 0.0076(11) 0.0062(12) 0.0056(11)
C4' 0.021(5) 0.011(4) 0.004(5) 0.001(4) -0.005(4) -0.003(3)
C5' 0.0271(17) 0.0208(17) 0.0261(17) 0.0076(11) 0.0062(12) 0.0056(11)
C6' 0.019(7) 0.021(5) 0.017(5) 0.001(4) 0.002(6) 0.004(4)
C7' 0.011(6) 0.022(6) 0.043(7) 0.003(5) 0.006(5) 0.007(5)
S2' 0.034(6) 0.028(6) 0.040(5) 0.004(4) 0.001(4) 0.016(4)
C8 0.023(4) 0.011(4) 0.018(4) 0.006(3) 0.000(3) -0.002(3)
C9 0.025(5) 0.028(3) 0.027(5) -0.003(3) 0.000(3) 0.000(3)
C10 0.031(8) 0.016(10) 0.022(8) 0.011(8) 0.004(5) 0.005(6)
C11 0.038(7) 0.019(10) 0.027(8) 0.000(5) -0.005(6) -0.003(5)
S3 0.023(2) 0.025(2) 0.025(2) -0.0001(15) -0.0049(15) 0.0036(14)
C8' 0.023(4) 0.011(4) 0.018(4) 0.006(3) 0.000(3) -0.002(3)
C9' 0.023(2) 0.025(2) 0.025(2) -0.0001(15) -0.0049(15) 0.0036(14)
C10' 0.038(7) 0.019(10) 0.027(8) 0.000(5) -0.005(6) -0.003(5)
C11' 0.031(8) 0.016(10) 0.022(8) 0.011(8) 0.004(5) 0.005(6)
S3' 0.025(5) 0.028(3) 0.027(5) -0.003(3) 0.000(3) 0.000(3)
_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 1.739(10) . ?
S1 C2 1.747(9) . ?
C1 C1 1.391(18) 3_675 ?
C1 C3 1.409(13) 3_675 ?
C2 C3 1.377(13) . ?
C2 C8 1.489(9) . ?
C2 C8' 1.493(9) . ?
C3 C1 1.409(13) 3_675 ?
C3 C4 1.497(8) . ?
C3 C4' 1.500(10) . ?
C4 C5 1.377(8) . ?
C4 S2 1.734(7) . ?
C5 C6 1.436(8) . ?
C5 H5A 0.9500 . ?
C6 C7 1.377(8) . ?
C6 H6A 0.9500 . ?
C7 S2 1.719(7) . ?
C7 H7A 0.9500 . ?
C4' C5' 1.380(8) . ?
C4' S2' 1.720(10) . ?
C5' C6' 1.440(9) . ?
C5' H5'A 0.9500 . ?
C6' C7' 1.379(8) . ?
C6' H6'A 0.9500 . ?
C7' S2' 1.719(10) . ?
C7' H7'A 0.9500 . ?
C8 C9 1.380(8) . ?
C8 S3 1.719(8) . ?
C9 C10 1.440(9) . ?
C9 H9A 0.9500 . ?
C10 C11 1.377(8) . ?
C10 H10A 0.9500 . ?
C11 S3 1.722(9) . ?
C11 H11A 0.9500 . ?
C8' C9' 1.378(8) . ?
C8' S3' 1.720(9) . ?
C9' C10' 1.441(9) . ?
C9' H9'A 0.9500 . ?
C10' C11' 1.378(8) . ?
C10' H10B 0.9500 . ?
C11' S3' 1.719(10) . ?
C11' H11B 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
C1 S1 C2 91.3(4) . . ?
C1 C1 C3 116.0(11) 3_675 3_675 ?
C1 C1 S1 109.5(9) 3_675 . ?
C3 C1 S1 134.5(7) 3_675 . ?
C3 C2 C8 129.7(9) . . ?
C3 C2 C8' 128.6(12) . . ?
C8 C2 C8' 3(2) . . ?
C3 C2 S1 113.1(6) . . ?
C8 C2 S1 117.1(7) . . ?
C8' C2 S1 118.1(12) . . ?
C2 C3 C1 110.1(7) . 3_675 ?
C2 C3 C4 128.0(8) . . ?
C1 C3 C4 121.7(8) 3_675 . ?
C2 C3 C4' 115(3) . . ?
C1 C3 C4' 134(3) 3_675 . ?
C4 C3 C4' 15(2) . . ?
C5 C4 C3 128.4(8) . . ?
C5 C4 S2 112.1(5) . . ?
C3 C4 S2 119.4(6) . . ?
C4 C5 C6 112.1(5) . . ?
C4 C5 H5A 124.0 . . ?
C6 C5 H5A 124.0 . . ?
C7 C6 C5 111.9(5) . . ?
C7 C6 H6A 124.0 . . ?
C5 C6 H6A 124.0 . . ?
C6 C7 S2 112.6(5) . . ?
C6 C7 H7A 123.7 . . ?
S2 C7 H7A 123.7 . . ?
C7 S2 C4 91.3(4) . . ?
C5' C4' C3 134(4) . . ?
C5' C4' S2' 112.7(7) . . ?
C3 C4' S2' 108(2) . . ?
C4' C5' C6' 111.7(6) . . ?
C4' C5' H5'A 124.2 . . ?
C6' C5' H5'A 124.2 . . ?
C7' C6' C5' 111.7(6) . . ?
C7' C6' H6'A 124.2 . . ?
C5' C6' H6'A 124.2 . . ?
C6' C7' S2' 112.7(7) . . ?
C6' C7' H7'A 123.6 . . ?
S2' C7' H7'A 123.6 . . ?
C7' S2' C4' 91.3(6) . . ?
C9 C8 C2 125.9(9) . . ?
C9 C8 S3 112.7(6) . . ?
C2 C8 S3 120.9(8) . . ?
C8 C9 C10 111.6(5) . . ?
C8 C9 H9A 124.2 . . ?
C10 C9 H9A 124.2 . . ?
C11 C10 C9 111.8(5) . . ?
C11 C10 H10A 124.1 . . ?
C9 C10 H10A 124.1 . . ?
C10 C11 S3 112.7(6) . . ?
C10 C11 H11A 123.7 . . ?
S3 C11 H11A 123.7 . . ?
C8 S3 C11 91.2(5) . . ?
C9' C8' C2 126.8(14) . . ?
C9' C8' S3' 112.8(7) . . ?
C2 C8' S3' 120.5(12) . . ?
C8' C9' C10' 111.6(6) . . ?
C8' C9' H9'A 124.2 . . ?
C10' C9' H9'A 124.2 . . ?
C11' C10' C9' 111.6(6) . . ?
C11' C10' H10B 124.2 . . ?
C9' C10' H10B 124.2 . . ?
C10' C11' S3' 112.8(7) . . ?
C10' C11' H11B 123.6 . . ?
S3' C11' H11B 123.6 . . ?
C11' S3' C8' 91.2(6) . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 S1 C1 C1 0.8(10) . . . 3_675 ?
C2 S1 C1 C3 -179.6(11) . . . 3_675 ?
C1 S1 C2 C3 -1.2(8) . . . . ?
C1 S1 C2 C8 177.5(13) . . . . ?
C1 S1 C2 C8' 174(2) . . . . ?
C8 C2 C3 C1 -177.3(15) . . . 3_675 ?
C8' C2 C3 C1 -174(3) . . . 3_675 ?
S1 C2 C3 C1 1.2(11) . . . 3_675 ?
C8 C2 C3 C4 -2(2) . . . . ?
C8' C2 C3 C4 2(3) . . . . ?
S1 C2 C3 C4 176.7(8) . . . . ?
C8 C2 C3 C4' 8(3) . . . . ?
C8' C2 C3 C4' 11(4) . . . . ?
S1 C2 C3 C4' -174(2) . . . . ?
C2 C3 C4 C5 -98.0(11) . . . . ?
C1 C3 C4 C5 77.0(11) 3_675 . . . ?
C4' C3 C4 C5 -133(13) . . . . ?
C2 C3 C4 S2 79.3(12) . . . . ?
C1 C3 C4 S2 -105.7(10) 3_675 . . . ?
C4' C3 C4 S2 44(12) . . . . ?
C3 C4 C5 C6 177.5(10) . . . . ?
S2 C4 C5 C6 0.03(19) . . . . ?
C4 C5 C6 C7 0.1(2) . . . . ?
C5 C6 C7 S2 -0.1(4) . . . . ?
C6 C7 S2 C4 0.1(4) . . . . ?
C5 C4 S2 C7 -0.1(3) . . . . ?
C3 C4 S2 C7 -177.8(9) . . . . ?
C2 C3 C4' C5' 93(5) . . . . ?
C1 C3 C4' C5' -80(5) 3_675 . . . ?
C4 C3 C4' C5' -117(15) . . . . ?
C2 C3 C4' S2' -115(4) . . . . ?
C1 C3 C4' S2' 72(6) 3_675 . . . ?
C4 C3 C4' S2' 35(9) . . . . ?
C3 C4' C5' C6' 151(8) . . . . ?
S2' C4' C5' C6' 0.0(2) . . . . ?
C4' C5' C6' C7' 0.0(2) . . . . ?
C5' C6' C7' S2' 0.0(4) . . . . ?
C6' C7' S2' C4' 0.0(4) . . . . ?
C5' C4' S2' C7' 0.0(3) . . . . ?
C3 C4' S2' C7' -159(7) . . . . ?
C3 C2 C8 C9 -165.9(11) . . . . ?
C8' C2 C8 C9 125(40) . . . . ?
S1 C2 C8 C9 16(2) . . . . ?
C3 C2 C8 S3 23(3) . . . . ?
C8' C2 C8 S3 -46(38) . . . . ?
S1 C2 C8 S3 -155.7(11) . . . . ?
C2 C8 C9 C10 -172(3) . . . . ?
S3 C8 C9 C10 0.0(2) . . . . ?
C8 C9 C10 C11 0.0(2) . . . . ?
C9 C10 C11 S3 0.0(4) . . . . ?
C9 C8 S3 C11 0.0(3) . . . . ?
C2 C8 S3 C11 172(2) . . . . ?
C10 C11 S3 C8 0.0(4) . . . . ?
C3 C2 C8' C9' 22(5) . . . . ?
C8 C2 C8' C9' 135(42) . . . . ?
S1 C2 C8' C9' -153(2) . . . . ?
C3 C2 C8' S3' -157.2(17) . . . . ?
C8 C2 C8' S3' -44(36) . . . . ?
S1 C2 C8' S3' 28(4) . . . . ?
C2 C8' C9' C10' -179(6) . . . . ?
S3' C8' C9' C10' 0.0(2) . . . . ?
C8' C9' C10' C11' 0.0(2) . . . . ?
C9' C10' C11' S3' 0.0(4) . . . . ?
C10' C11' S3' C8' 0.0(4) . . . . ?
C9' C8' S3' C11' 0.0(3) . . . . ?
C2 C8' S3' C11' 179(5) . . . . ?
_diffrn_measured_fraction_theta_max 0.969
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         0.994
_refine_diff_density_min         -0.794
_refine_diff_density_rms         0.210