# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Shu-Li You'
_publ_contact_author_email       SLYOU@MAIL.SIOC.AC.CN

_publ_section_title              
;
Iridium-catalyzed Regio- and Enantioselective
Allylic Alkylation of Fluorobis(phenylsulfonyl)methane
;
_publ_author_name                'Shu-Li You.'

# Attachment 'cd28486.cif'

data_cd28486
_database_code_depnum_ccdc_archive 'CCDC 730835'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H18 Br F O4 S2'
_chemical_formula_weight         509.39

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'
F F 0.0171 0.0103 '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           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   6.7803(10)
_cell_length_b                   13.3388(18)
_cell_length_c                   23.631(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2137.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2063
_cell_measurement_theta_min      4.605
_cell_measurement_theta_max      39.330

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.403
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.127
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1032
_exptl_absorpt_coefficient_mu    2.154
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6323
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12690
_diffrn_reflns_av_R_equivalents  0.0871
_diffrn_reflns_av_sigmaI/netI    0.1043
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         27.00
_reflns_number_total             4655
_reflns_number_gt                2914
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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^)+(0.0221P)^2^+0.0000P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.017(10)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4655
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0911
_refine_ls_R_factor_gt           0.0526
_refine_ls_wR_factor_ref         0.0912
_refine_ls_wR_factor_gt          0.0809
_refine_ls_goodness_of_fit_ref   0.888
_refine_ls_restrained_S_all      0.888
_refine_ls_shift/su_max          0.001
_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
Br Br 0.19734(9) 1.06103(4) -0.17916(2) 0.0711(2) Uani 1 1 d . . .
S1 S 0.5938(2) 0.99735(9) 0.17274(5) 0.0474(3) Uani 1 1 d . . .
S2 S 0.79828(18) 1.00144(9) 0.05774(5) 0.0419(3) Uani 1 1 d . . .
F1 F 0.4954(4) 0.89415(16) 0.08461(10) 0.0406(7) Uani 1 1 d . . .
O1 O 0.7297(5) 1.0761(2) 0.18454(14) 0.0654(10) Uani 1 1 d . . .
O2 O 0.3969(5) 1.0012(2) 0.19395(12) 0.0573(9) Uani 1 1 d . . .
O3 O 0.8433(5) 1.1048(2) 0.05206(14) 0.0564(10) Uani 1 1 d . . .
O4 O 0.9313(4) 0.9374(2) 0.08761(13) 0.0540(9) Uani 1 1 d . . .
C1 C 0.5565(6) 0.9919(3) 0.09445(18) 0.0359(11) Uani 1 1 d . . .
C2 C 0.3934(6) 1.0640(3) 0.07654(18) 0.0386(11) Uani 1 1 d . . .
H2 H 0.2728 1.0392 0.0947 0.046 Uiso 1 1 calc R . .
C3 C 0.4251(9) 1.1683(3) 0.0996(2) 0.0534(14) Uani 1 1 d . . .
H3 H 0.5467 1.1992 0.0943 0.064 Uiso 1 1 calc R . .
C4 C 0.2870(11) 1.2165(4) 0.1268(2) 0.0721(18) Uani 1 1 d . . .
H4A H 0.1646 1.1866 0.1325 0.087 Uiso 1 1 calc R . .
H4B H 0.3109 1.2807 0.1406 0.087 Uiso 1 1 calc R . .
C5 C 0.3512(6) 1.0638(3) 0.01336(17) 0.0354(11) Uani 1 1 d . . .
C6 C 0.3750(7) 1.1496(3) -0.0192(2) 0.0471(13) Uani 1 1 d . . .
H6 H 0.4208 1.2083 -0.0025 0.057 Uiso 1 1 calc R . .
C7 C 0.3310(7) 1.1482(4) -0.0763(2) 0.0486(13) Uani 1 1 d . . .
H7 H 0.3482 1.2058 -0.0980 0.058 Uiso 1 1 calc R . .
C8 C 0.2626(7) 1.0628(4) -0.10099(19) 0.0464(12) Uani 1 1 d . . .
C9 C 0.2332(7) 0.9777(3) -0.0692(2) 0.0474(13) Uani 1 1 d . . .
H9 H 0.1840 0.9197 -0.0859 0.057 Uiso 1 1 calc R . .
C10 C 0.2772(7) 0.9792(3) -0.01256(18) 0.0420(12) Uani 1 1 d . . .
H10 H 0.2567 0.9217 0.0089 0.050 Uiso 1 1 calc R . .
C11 C 0.6971(9) 0.8811(3) 0.19379(17) 0.0457(12) Uani 1 1 d . . .
C12 C 0.5707(9) 0.8003(4) 0.1985(2) 0.0597(15) Uani 1 1 d . . .
H12 H 0.4390 0.8054 0.1879 0.072 Uiso 1 1 calc R . .
C13 C 0.6464(10) 0.7116(4) 0.2196(3) 0.0727(19) Uani 1 1 d . . .
H13 H 0.5651 0.6559 0.2234 0.087 Uiso 1 1 calc R . .
C14 C 0.8402(11) 0.7057(5) 0.2347(2) 0.0733(19) Uani 1 1 d . . .
H14 H 0.8908 0.6452 0.2479 0.088 Uiso 1 1 calc R . .
C15 C 0.9607(10) 0.7871(4) 0.2308(2) 0.0665(17) Uani 1 1 d . . .
H15 H 1.0916 0.7826 0.2423 0.080 Uiso 1 1 calc R . .
C16 C 0.8893(9) 0.8758(4) 0.2098(2) 0.0536(14) Uani 1 1 d . . .
H16 H 0.9711 0.9315 0.2067 0.064 Uiso 1 1 calc R . .
C17 C 0.7608(6) 0.9499(3) -0.00993(18) 0.0386(11) Uani 1 1 d . . .
C18 C 0.7551(6) 1.0130(4) -0.05607(19) 0.0498(13) Uani 1 1 d . . .
H18 H 0.7683 1.0819 -0.0514 0.060 Uiso 1 1 calc R . .
C19 C 0.7297(8) 0.9727(4) -0.1089(2) 0.0576(15) Uani 1 1 d . . .
H19 H 0.7311 1.0141 -0.1405 0.069 Uiso 1 1 calc R . .
C20 C 0.7024(10) 0.8720(5) -0.1153(2) 0.0707(17) Uani 1 1 d . . .
H20 H 0.6778 0.8457 -0.1511 0.085 Uiso 1 1 calc R . .
C21 C 0.7110(9) 0.8089(4) -0.0690(2) 0.0693(17) Uani 1 1 d . . .
H21 H 0.6944 0.7402 -0.0739 0.083 Uiso 1 1 calc R . .
C22 C 0.7437(8) 0.8464(3) -0.0162(2) 0.0554(15) Uani 1 1 d . . .
H22 H 0.7544 0.8039 0.0149 0.066 Uiso 1 1 calc R . .

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
Br 0.0850(4) 0.0874(4) 0.0408(3) 0.0151(3) 0.0007(3) -0.0012(4)
S1 0.0597(8) 0.0454(7) 0.0370(7) -0.0064(7) -0.0007(7) -0.0012(7)
S2 0.0372(7) 0.0444(7) 0.0441(7) 0.0002(6) 0.0058(6) -0.0044(7)
F1 0.0502(17) 0.0308(13) 0.0409(16) -0.0008(12) 0.0003(12) -0.0076(13)
O1 0.088(3) 0.0419(19) 0.066(2) -0.0160(17) -0.021(2) -0.001(2)
O2 0.065(2) 0.068(2) 0.039(2) -0.0001(18) 0.0086(17) 0.013(2)
O3 0.059(3) 0.0440(19) 0.066(2) -0.0027(17) 0.0129(19) -0.0184(17)
O4 0.042(2) 0.070(2) 0.050(2) 0.005(2) -0.0001(17) 0.007(2)
C1 0.038(3) 0.034(3) 0.036(3) -0.003(2) 0.002(2) -0.006(2)
C2 0.033(3) 0.038(3) 0.044(3) -0.006(2) 0.002(2) 0.000(2)
C3 0.063(4) 0.039(3) 0.057(4) -0.003(3) -0.002(3) 0.007(3)
C4 0.101(5) 0.053(3) 0.063(4) -0.011(3) -0.007(4) 0.026(4)
C5 0.034(3) 0.032(2) 0.040(3) 0.000(2) -0.001(2) -0.002(2)
C6 0.052(3) 0.035(3) 0.054(3) 0.000(2) 0.004(3) 0.002(2)
C7 0.051(4) 0.044(3) 0.051(3) 0.013(2) 0.015(3) 0.006(3)
C8 0.040(3) 0.057(3) 0.043(3) 0.007(3) -0.001(2) -0.001(3)
C9 0.043(3) 0.051(3) 0.048(3) 0.002(2) 0.002(2) 0.003(2)
C10 0.039(3) 0.044(3) 0.043(3) 0.005(2) 0.000(2) 0.000(2)
C11 0.058(4) 0.047(3) 0.033(3) -0.004(2) -0.001(3) -0.005(3)
C12 0.062(4) 0.068(4) 0.049(3) 0.012(3) 0.003(3) -0.010(3)
C13 0.093(6) 0.052(4) 0.073(4) 0.014(3) 0.009(4) -0.004(3)
C14 0.101(6) 0.068(4) 0.051(4) 0.007(3) -0.004(4) 0.018(4)
C15 0.074(5) 0.072(4) 0.053(4) -0.002(3) -0.013(3) 0.003(4)
C16 0.064(4) 0.055(3) 0.042(3) -0.003(3) -0.012(3) -0.005(3)
C17 0.033(3) 0.036(3) 0.046(3) 0.000(2) 0.003(2) 0.005(2)
C18 0.045(3) 0.057(3) 0.048(3) 0.003(3) 0.008(3) 0.008(2)
C19 0.052(4) 0.082(4) 0.039(3) 0.011(3) 0.008(3) 0.015(3)
C20 0.066(4) 0.095(5) 0.052(4) -0.028(3) 0.000(3) 0.023(4)
C21 0.087(5) 0.050(3) 0.071(4) -0.021(3) 0.004(4) 0.024(3)
C22 0.067(4) 0.040(3) 0.059(4) 0.002(2) 0.008(3) 0.010(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
Br C8 1.900(5) . ?
S1 O1 1.424(3) . ?
S1 O2 1.427(3) . ?
S1 C11 1.772(5) . ?
S1 C1 1.869(4) . ?
S2 O3 1.419(3) . ?
S2 O4 1.428(3) . ?
S2 C17 1.759(4) . ?
S2 C1 1.859(5) . ?
F1 C1 1.387(4) . ?
C1 C2 1.526(6) . ?
C2 C3 1.511(6) . ?
C2 C5 1.520(6) . ?
C2 H2 0.9800 . ?
C3 C4 1.304(7) . ?
C3 H3 0.9300 . ?
C4 H4A 0.9300 . ?
C4 H4B 0.9300 . ?
C5 C10 1.377(6) . ?
C5 C6 1.389(6) . ?
C6 C7 1.383(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.361(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.377(6) . ?
C9 C10 1.371(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C16 1.359(7) . ?
C11 C12 1.382(7) . ?
C12 C13 1.382(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.364(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.363(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.371(6) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.378(6) . ?
C17 C22 1.394(6) . ?
C18 C19 1.369(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.364(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.382(7) . ?
C20 H20 0.9300 . ?
C21 C22 1.363(6) . ?
C21 H21 0.9300 . ?
C22 H22 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
O1 S1 O2 120.7(2) . . ?
O1 S1 C11 109.5(2) . . ?
O2 S1 C11 107.6(2) . . ?
O1 S1 C1 108.1(2) . . ?
O2 S1 C1 102.84(19) . . ?
C11 S1 C1 107.3(2) . . ?
O3 S2 O4 119.5(2) . . ?
O3 S2 C17 108.9(2) . . ?
O4 S2 C17 107.9(2) . . ?
O3 S2 C1 107.5(2) . . ?
O4 S2 C1 106.56(19) . . ?
C17 S2 C1 105.7(2) . . ?
F1 C1 C2 109.2(3) . . ?
F1 C1 S2 104.5(3) . . ?
C2 C1 S2 117.8(3) . . ?
F1 C1 S1 104.1(3) . . ?
C2 C1 S1 110.4(3) . . ?
S2 C1 S1 109.9(2) . . ?
C3 C2 C5 112.5(4) . . ?
C3 C2 C1 112.2(4) . . ?
C5 C2 C1 114.1(4) . . ?
C3 C2 H2 105.7 . . ?
C5 C2 H2 105.7 . . ?
C1 C2 H2 105.7 . . ?
C4 C3 C2 122.0(5) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C3 C4 H4A 120.0 . . ?
C3 C4 H4B 120.0 . . ?
H4A C4 H4B 120.0 . . ?
C10 C5 C6 118.1(4) . . ?
C10 C5 C2 120.4(4) . . ?
C6 C5 C2 121.3(4) . . ?
C7 C6 C5 120.3(4) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C8 C7 C6 120.2(4) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C9 120.4(4) . . ?
C7 C8 Br 120.4(4) . . ?
C9 C8 Br 119.1(4) . . ?
C10 C9 C8 119.3(4) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C5 121.7(4) . . ?
C9 C10 H10 119.1 . . ?
C5 C10 H10 119.1 . . ?
C16 C11 C12 122.1(5) . . ?
C16 C11 S1 120.2(4) . . ?
C12 C11 S1 117.4(4) . . ?
C13 C12 C11 117.8(5) . . ?
C13 C12 H12 121.1 . . ?
C11 C12 H12 121.1 . . ?
C14 C13 C12 120.2(6) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C15 C14 C13 120.8(6) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C16 120.1(6) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C11 C16 C15 119.0(5) . . ?
C11 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C18 C17 C22 121.3(4) . . ?
C18 C17 S2 119.0(3) . . ?
C22 C17 S2 119.7(3) . . ?
C19 C18 C17 119.0(5) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C20 C19 C18 120.4(5) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 120.3(5) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C22 C21 C20 120.6(5) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C17 118.2(5) . . ?
C21 C22 H22 120.9 . . ?
C17 C22 H22 120.9 . . ?

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
O3 S2 C1 F1 163.7(3) . . . . ?
O4 S2 C1 F1 -67.1(3) . . . . ?
C17 S2 C1 F1 47.5(3) . . . . ?
O3 S2 C1 C2 42.4(4) . . . . ?
O4 S2 C1 C2 171.5(3) . . . . ?
C17 S2 C1 C2 -73.9(3) . . . . ?
O3 S2 C1 S1 -85.2(3) . . . . ?
O4 S2 C1 S1 44.0(3) . . . . ?
C17 S2 C1 S1 158.6(2) . . . . ?
O1 S1 C1 F1 156.1(3) . . . . ?
O2 S1 C1 F1 -75.2(3) . . . . ?
C11 S1 C1 F1 38.1(4) . . . . ?
O1 S1 C1 C2 -86.8(3) . . . . ?
O2 S1 C1 C2 41.9(3) . . . . ?
C11 S1 C1 C2 155.2(3) . . . . ?
O1 S1 C1 S2 44.7(3) . . . . ?
O2 S1 C1 S2 173.4(2) . . . . ?
C11 S1 C1 S2 -73.3(3) . . . . ?
F1 C1 C2 C3 165.0(4) . . . . ?
S2 C1 C2 C3 -76.1(4) . . . . ?
S1 C1 C2 C3 51.1(5) . . . . ?
F1 C1 C2 C5 -65.6(5) . . . . ?
S2 C1 C2 C5 53.3(4) . . . . ?
S1 C1 C2 C5 -179.4(3) . . . . ?
C5 C2 C3 C4 100.8(6) . . . . ?
C1 C2 C3 C4 -129.0(5) . . . . ?
C3 C2 C5 C10 -165.9(4) . . . . ?
C1 C2 C5 C10 64.8(5) . . . . ?
C3 C2 C5 C6 10.4(6) . . . . ?
C1 C2 C5 C6 -118.9(4) . . . . ?
C10 C5 C6 C7 -2.0(7) . . . . ?
C2 C5 C6 C7 -178.4(4) . . . . ?
C5 C6 C7 C8 0.5(7) . . . . ?
C6 C7 C8 C9 1.2(7) . . . . ?
C6 C7 C8 Br 178.9(4) . . . . ?
C7 C8 C9 C10 -1.3(7) . . . . ?
Br C8 C9 C10 -179.0(4) . . . . ?
C8 C9 C10 C5 -0.3(7) . . . . ?
C6 C5 C10 C9 1.9(7) . . . . ?
C2 C5 C10 C9 178.3(4) . . . . ?
O1 S1 C11 C16 -9.1(5) . . . . ?
O2 S1 C11 C16 -142.0(4) . . . . ?
C1 S1 C11 C16 108.0(4) . . . . ?
O1 S1 C11 C12 164.6(3) . . . . ?
O2 S1 C11 C12 31.7(4) . . . . ?
C1 S1 C11 C12 -78.3(4) . . . . ?
C16 C11 C12 C13 -1.0(7) . . . . ?
S1 C11 C12 C13 -174.5(4) . . . . ?
C11 C12 C13 C14 -0.2(8) . . . . ?
C12 C13 C14 C15 1.7(9) . . . . ?
C13 C14 C15 C16 -1.9(9) . . . . ?
C12 C11 C16 C15 0.8(7) . . . . ?
S1 C11 C16 C15 174.1(4) . . . . ?
C14 C15 C16 C11 0.7(8) . . . . ?
O3 S2 C17 C18 -7.5(4) . . . . ?
O4 S2 C17 C18 -138.6(3) . . . . ?
C1 S2 C17 C18 107.7(4) . . . . ?
O3 S2 C17 C22 170.4(4) . . . . ?
O4 S2 C17 C22 39.3(4) . . . . ?
C1 S2 C17 C22 -74.4(4) . . . . ?
C22 C17 C18 C19 0.9(7) . . . . ?
S2 C17 C18 C19 178.7(4) . . . . ?
C17 C18 C19 C20 2.6(8) . . . . ?
C18 C19 C20 C21 -3.6(10) . . . . ?
C19 C20 C21 C22 1.1(10) . . . . ?
C20 C21 C22 C17 2.4(8) . . . . ?
C18 C17 C22 C21 -3.3(8) . . . . ?
S2 C17 C22 C21 178.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.064