# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Prof. Xiaoming Zhao'
_publ_contact_author_email       xmzhao08@mail.tongji.edu.cn

_publ_section_title              
;
One Pot Iridium-Catalyzed Asymmetrical Double
Allylations of Sodium Sulfide:a Fast and Economic Way to
Construct Chiral C2-Symmetric Bis(1-Substituted-Allyl)Sulfane

;
loop_
_publ_author_name
'Shengcai Zheng'
'Weiwing Huang'
'Ning Gao'
'Ruimin Cui'
'Min Zhang'
'Xiaoming Zhao'

# Attachment '- 20110402.cif'

data_xl
_database_code_depnum_ccdc_archive 'CCDC 819903'
#TrackingRef '- 20110402.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          147.6-149.5
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H16 Br2 O2 S'
_chemical_formula_weight         456.19

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   6.941(6)
_cell_length_b                   7.130(6)
_cell_length_c                   18.450(15)
_cell_angle_alpha                90.096(10)
_cell_angle_beta                 90.099(12)
_cell_angle_gamma                90.035(12)
_cell_volume                     913.0(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       sheet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             452
_exptl_absorpt_coefficient_mu    4.560
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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            4462
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0396
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         27.53
_reflns_number_total             4462
_reflns_number_gt                3347
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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^)+(0.1778P)^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    mixed
_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   0.49(3)
_refine_ls_number_reflns         4462
_refine_ls_number_parameters     367
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0775
_refine_ls_wR_factor_ref         0.2412
_refine_ls_wR_factor_gt          0.2218
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.090
_refine_ls_shift/su_mean         0.017

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 0.6980(2) 2.1779(2) 0.25712(8) 0.0720(5) Uani 1 1 d . . .
Br2 Br 0.1982(2) 2.3244(2) -0.95381(8) 0.0723(5) Uani 1 1 d . . .
Br3 Br 0.6627(2) 2.3245(2) -0.24320(8) 0.0721(5) Uani 1 1 d . . .
Br4 Br 1.1627(2) 2.1776(2) -0.45392(8) 0.0719(5) Uani 1 1 d . . .
O1 O 0.583(3) 2.4920(18) -0.6238(7) 0.114(7) Uani 1 1 d . . .
O2 O 0.257(3) 2.4921(19) -0.5773(7) 0.107(6) Uani 1 1 d . . .
O3 O 0.759(3) 2.0055(19) -0.1216(7) 0.118(7) Uani 1 1 d . . .
O4 O 1.091(3) 2.0069(17) -0.0775(7) 0.102(5) Uani 1 1 d . . .
S1 S 0.4260(9) 2.5942(5) -0.5996(2) 0.0722(12) Uani 1 1 d . . .
S2 S 0.9239(9) 1.9022(6) -0.0997(2) 0.0737(13) Uani 1 1 d . . .
C1 C 0.5981(14) 2.4439(12) -0.3309(4) 0.053(3) Uani 1 1 d G . .
C2 C 0.4265(12) 2.5414(14) -0.3402(4) 0.054(3) Uani 1 1 d G . .
H2B H 0.3357 2.5438 -0.3032 0.065 Uiso 1 1 calc R . .
C3 C 0.3907(11) 2.6355(14) -0.4048(4) 0.061(4) Uani 1 1 d G . .
H3B H 0.2759 2.7008 -0.4110 0.073 Uiso 1 1 calc R . .
C4 C 0.5265(13) 2.6320(13) -0.4601(4) 0.049(3) Uani 1 1 d G . .
C5 C 0.6981(12) 2.5344(14) -0.4508(4) 0.061(4) Uani 1 1 d G . .
H5A H 0.7889 2.5321 -0.4878 0.074 Uiso 1 1 calc R . .
C6 C 0.7339(12) 2.4404(13) -0.3862(5) 0.065(4) Uani 1 1 d G . .
H6A H 0.8487 2.3751 -0.3800 0.078 Uiso 1 1 calc R . .
C7 C 0.4911(18) 2.7505(17) -0.5270(6) 0.047(3) Uani 1 1 d D . .
H7A H 0.3818 2.8339 -0.5175 0.056 Uiso 1 1 calc R . .
C8 C 0.662(2) 2.8684(17) -0.5476(9) 0.063(4) Uani 1 1 d D . .
H8A H 0.7765 2.8110 -0.5609 0.075 Uiso 1 1 calc R . .
C9 C 0.649(3) 3.0516(19) -0.5468(10) 0.076(5) Uani 1 1 d D . .
H9A H 0.5346 3.1093 -0.5335 0.091 Uiso 1 1 calc R . .
H9B H 0.7554 3.1240 -0.5596 0.091 Uiso 1 1 calc R . .
C10 C 0.3558(19) 2.7496(16) -0.6726(6) 0.048(3) Uani 1 1 d D . .
H10A H 0.4639 2.8341 -0.6826 0.058 Uiso 1 1 calc R . .
C11 C 0.186(2) 2.8666(16) -0.6494(8) 0.058(4) Uani 1 1 d D . .
H11A H 0.0734 2.8081 -0.6345 0.069 Uiso 1 1 calc R . .
C12 C 0.196(3) 3.0531(18) -0.6502(9) 0.073(5) Uani 1 1 d D . .
H12A H 0.3087 3.1122 -0.6652 0.088 Uiso 1 1 calc R . .
H12B H 0.0906 3.1241 -0.6358 0.088 Uiso 1 1 calc R . .
C13 C 0.3165(14) 2.6388(12) -0.7390(4) 0.053(3) Uani 1 1 d G . .
C14 C 0.4543(11) 2.6393(12) -0.7936(5) 0.057(3) Uani 1 1 d G . .
H14A H 0.5696 2.7037 -0.7870 0.069 Uiso 1 1 calc R . .
C15 C 0.4198(12) 2.5436(13) -0.8580(4) 0.052(3) Uani 1 1 d G . .
H15A H 0.5121 2.5440 -0.8945 0.063 Uiso 1 1 calc R . .
C16 C 0.2475(14) 2.4474(12) -0.8679(4) 0.053(3) Uani 1 1 d G . .
C17 C 0.1097(11) 2.4469(13) -0.8133(5) 0.067(4) Uani 1 1 d G . .
H17A H -0.0056 2.3826 -0.8199 0.080 Uiso 1 1 calc R . .
C18 C 0.1442(12) 2.5426(13) -0.7489(4) 0.058(4) Uani 1 1 d G . .
H18A H 0.0519 2.5423 -0.7124 0.069 Uiso 1 1 calc R . .
C19 C 1.1011(15) 2.0503(12) -0.3691(4) 0.054(3) Uani 1 1 d G . .
C20 C 0.9288(13) 1.9543(14) -0.3592(4) 0.063(4) Uani 1 1 d G . .
H20A H 0.8371 1.9523 -0.3960 0.075 Uiso 1 1 calc R . .
C21 C 0.8936(11) 1.8614(14) -0.2944(5) 0.060(4) Uani 1 1 d G . .
H21A H 0.7783 1.7972 -0.2878 0.072 Uiso 1 1 calc R . .
C22 C 1.0307(14) 1.8645(14) -0.2394(4) 0.052(3) Uani 1 1 d G . .
C23 C 1.2030(13) 1.9605(16) -0.2492(5) 0.076(6) Uani 1 1 d G . .
H23A H 1.2948 1.9626 -0.2125 0.091 Uiso 1 1 calc R . .
C24 C 1.2383(12) 2.0534(15) -0.3141(5) 0.067(4) Uani 1 1 d G . .
H24A H 1.3536 2.1176 -0.3206 0.080 Uiso 1 1 calc R . .
C25 C 0.993(2) 1.7434(18) -0.1713(7) 0.052(3) Uani 1 1 d D . .
H25A H 0.8841 1.6596 -0.1815 0.063 Uiso 1 1 calc R . .
C26 C 1.163(2) 1.626(2) -0.1480(9) 0.080(6) Uani 1 1 d D . .
H26A H 1.2767 1.6855 -0.1347 0.095 Uiso 1 1 calc R . .
C27 C 1.156(3) 1.441(2) -0.1457(10) 0.073(5) Uani 1 1 d D . .
H27A H 1.0432 1.3783 -0.1588 0.087 Uiso 1 1 calc R . .
H27B H 1.2633 1.3726 -0.1311 0.087 Uiso 1 1 calc R . .
C28 C 0.853(2) 1.7469(16) -0.0272(7) 0.049(3) Uani 1 1 d D . .
H28A H 0.9622 1.6643 -0.0171 0.059 Uiso 1 1 calc R . .
C29 C 0.684(2) 1.623(2) -0.0475(9) 0.074(6) Uani 1 1 d D . .
H29A H 0.5691 1.6815 -0.0605 0.089 Uiso 1 1 calc R . .
C30 C 0.689(3) 1.437(2) -0.0479(10) 0.068(4) Uani 1 1 d D . .
H30A H 0.8021 1.3752 -0.0352 0.082 Uiso 1 1 calc R . .
H30B H 0.5803 1.3692 -0.0609 0.082 Uiso 1 1 calc R . .
C31 C 0.8149(14) 1.8592(12) 0.0404(4) 0.051(3) Uani 1 1 d G . .
C32 C 0.6425(12) 1.9545(14) 0.0508(4) 0.070(5) Uani 1 1 d G . .
H32A H 0.5496 1.9554 0.0144 0.084 Uiso 1 1 calc R . .
C33 C 0.6088(11) 2.0486(14) 0.1156(5) 0.065(4) Uani 1 1 d G . .
H33A H 0.4934 2.1124 0.1225 0.077 Uiso 1 1 calc R . .
C34 C 0.7475(14) 2.0474(13) 0.1700(4) 0.053(3) Uani 1 1 d G . .
C35 C 0.9199(12) 1.9520(14) 0.1596(4) 0.067(4) Uani 1 1 d G . .
H35A H 1.0127 1.9512 0.1961 0.080 Uiso 1 1 calc R . .
C36 C 0.9536(11) 1.8580(13) 0.0948(5) 0.060(4) Uani 1 1 d G . .
H36A H 1.0690 1.7942 0.0879 0.072 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
Br1 0.0949(12) 0.0810(12) 0.0402(8) -0.0130(7) 0.0197(7) -0.0053(8)
Br2 0.0982(12) 0.0807(12) 0.0379(8) -0.0124(7) -0.0152(7) 0.0085(9)
Br3 0.0984(12) 0.0789(11) 0.0391(8) 0.0154(7) -0.0152(7) -0.0053(9)
Br4 0.0958(12) 0.0791(12) 0.0409(8) 0.0145(8) 0.0194(7) 0.0058(8)
O1 0.24(2) 0.062(8) 0.044(7) -0.017(6) -0.026(9) 0.061(10)
O2 0.203(17) 0.076(9) 0.043(7) 0.018(6) -0.012(8) -0.069(10)
O3 0.24(2) 0.065(8) 0.047(7) 0.016(6) 0.030(10) 0.082(11)
O4 0.200(17) 0.058(7) 0.047(7) -0.010(6) 0.012(8) -0.048(8)
S1 0.145(4) 0.0404(19) 0.0309(16) -0.0025(15) -0.0091(19) 0.007(2)
S2 0.149(4) 0.043(2) 0.0287(16) -0.0016(14) 0.016(2) 0.003(2)
C1 0.084(10) 0.043(7) 0.032(6) -0.009(5) 0.000(6) 0.009(6)
C2 0.082(10) 0.045(8) 0.037(7) 0.014(6) 0.008(6) 0.006(6)
C3 0.066(9) 0.083(11) 0.035(7) -0.014(7) 0.016(6) 0.005(7)
C4 0.065(8) 0.059(9) 0.022(6) -0.003(5) 0.017(5) 0.010(6)
C5 0.083(10) 0.049(9) 0.052(9) -0.004(7) 0.020(7) 0.019(7)
C6 0.096(12) 0.052(9) 0.046(8) 0.007(7) 0.005(8) 0.013(8)
C7 0.068(8) 0.048(7) 0.024(5) -0.001(5) 0.013(5) 0.000(6)
C8 0.094(11) 0.048(10) 0.045(9) 0.013(7) 0.027(8) 0.012(7)
C9 0.087(12) 0.090(14) 0.050(10) 0.009(9) 0.003(8) -0.021(9)
C10 0.084(9) 0.033(6) 0.027(6) 0.011(5) 0.004(6) -0.001(6)
C11 0.087(11) 0.046(9) 0.041(8) 0.003(6) 0.008(7) -0.003(7)
C12 0.092(12) 0.075(12) 0.053(10) -0.023(8) -0.002(8) 0.025(9)
C13 0.079(10) 0.042(8) 0.037(7) 0.006(6) 0.003(6) -0.001(6)
C14 0.071(9) 0.057(9) 0.044(8) 0.003(7) 0.007(7) -0.002(6)
C15 0.078(9) 0.052(8) 0.027(6) 0.001(5) 0.015(6) 0.001(6)
C16 0.084(10) 0.043(7) 0.031(6) -0.002(5) -0.005(6) 0.009(6)
C17 0.076(10) 0.069(10) 0.056(10) -0.004(8) 0.008(8) -0.014(8)
C18 0.076(10) 0.062(10) 0.035(7) 0.006(7) 0.010(6) -0.008(7)
C19 0.097(11) 0.035(7) 0.029(6) -0.006(5) 0.016(6) 0.003(6)
C20 0.105(12) 0.047(8) 0.035(7) 0.006(6) 0.001(7) -0.014(7)
C21 0.063(9) 0.079(10) 0.038(7) -0.015(7) 0.001(6) -0.003(7)
C22 0.069(9) 0.060(9) 0.026(6) 0.000(6) 0.006(6) -0.001(6)
C23 0.085(11) 0.102(14) 0.040(9) 0.021(9) -0.024(8) -0.025(10)
C24 0.080(11) 0.065(10) 0.055(9) 0.004(8) 0.018(8) -0.014(8)
C25 0.086(10) 0.042(7) 0.028(6) -0.001(5) 0.004(6) 0.001(6)
C26 0.086(12) 0.115(17) 0.038(9) 0.014(9) -0.005(8) -0.031(11)
C27 0.086(11) 0.062(11) 0.070(11) 0.010(9) 0.002(9) 0.025(8)
C28 0.090(10) 0.030(6) 0.027(6) 0.003(5) -0.001(6) 0.009(6)
C29 0.073(11) 0.110(16) 0.039(8) -0.023(9) -0.007(7) 0.030(10)
C30 0.084(11) 0.056(10) 0.064(11) 0.008(8) 0.009(8) -0.013(8)
C31 0.087(10) 0.034(7) 0.034(6) 0.011(5) 0.000(6) 0.008(6)
C32 0.110(13) 0.074(11) 0.026(7) -0.010(7) -0.002(7) 0.032(10)
C33 0.065(9) 0.075(10) 0.054(9) 0.004(8) 0.008(7) 0.011(7)
C34 0.072(9) 0.049(8) 0.037(7) 0.011(6) 0.022(6) 0.005(6)
C35 0.090(11) 0.075(11) 0.036(7) -0.012(7) -0.010(7) 0.006(8)
C36 0.074(9) 0.064(10) 0.041(8) -0.005(7) 0.007(7) 0.008(7)

_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 C34 1.888(7) . ?
Br2 C16 1.842(6) . ?
Br3 C1 1.884(6) . ?
Br4 C19 1.861(6) . ?
O1 S1 1.384(18) . ?
O2 S1 1.443(16) . ?
O3 S2 1.422(17) . ?
O4 S2 1.439(17) . ?
S1 C7 1.797(13) . ?
S1 C10 1.812(11) . ?
S2 C25 1.803(13) . ?
S2 C28 1.807(12) . ?
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C4 C7 1.518(13) . ?
C5 C6 1.3900 . ?
C7 C8 1.501(9) . ?
C8 C9 1.309(10) . ?
C10 C13 1.482(14) . ?
C10 C11 1.506(9) . ?
C11 C12 1.331(9) . ?
C13 C14 1.3900 . ?
C13 C18 1.3900 . ?
C14 C15 1.3900 . ?
C15 C16 1.3900 . ?
C16 C17 1.3900 . ?
C17 C18 1.3900 . ?
C19 C20 1.3900 . ?
C19 C24 1.3900 . ?
C20 C21 1.3900 . ?
C21 C22 1.3900 . ?
C22 C23 1.3900 . ?
C22 C25 1.548(13) . ?
C23 C24 1.3900 . ?
C25 C26 1.512(10) . ?
C26 C27 1.321(10) . ?
C28 C31 1.505(14) . ?
C28 C29 1.510(10) . ?
C29 C30 1.327(9) . ?
C31 C32 1.3900 . ?
C31 C36 1.3900 . ?
C32 C33 1.3900 . ?
C33 C34 1.3900 . ?
C34 C35 1.3900 . ?
C35 C36 1.3900 . ?

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 117.9(10) . . ?
O1 S1 C7 111.7(9) . . ?
O2 S1 C7 107.7(7) . . ?
O1 S1 C10 107.1(7) . . ?
O2 S1 C10 107.6(8) . . ?
C7 S1 C10 104.0(6) . . ?
O3 S2 O4 117.5(10) . . ?
O3 S2 C25 109.4(8) . . ?
O4 S2 C25 108.5(9) . . ?
O3 S2 C28 107.9(9) . . ?
O4 S2 C28 109.2(7) . . ?
C25 S2 C28 103.4(6) . . ?
C2 C1 C6 120.0 . . ?
C2 C1 Br3 122.4(5) . . ?
C6 C1 Br3 117.5(5) . . ?
C1 C2 C3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 C7 118.6(7) . . ?
C5 C4 C7 121.2(7) . . ?
C6 C5 C4 120.0 . . ?
C5 C6 C1 120.0 . . ?
C8 C7 C4 113.0(11) . . ?
C8 C7 S1 110.8(9) . . ?
C4 C7 S1 107.5(8) . . ?
C9 C8 C7 120.3(14) . . ?
C13 C10 C11 112.7(11) . . ?
C13 C10 S1 109.8(7) . . ?
C11 C10 S1 109.8(9) . . ?
C12 C11 C10 120.6(13) . . ?
C14 C13 C18 120.0 . . ?
C14 C13 C10 118.1(8) . . ?
C18 C13 C10 121.8(8) . . ?
C15 C14 C13 120.0 . . ?
C14 C15 C16 120.0 . . ?
C15 C16 C17 120.0 . . ?
C15 C16 Br2 120.3(5) . . ?
C17 C16 Br2 119.6(5) . . ?
C18 C17 C16 120.0 . . ?
C17 C18 C13 120.0 . . ?
C20 C19 C24 120.0 . . ?
C20 C19 Br4 123.3(5) . . ?
C24 C19 Br4 116.7(5) . . ?
C19 C20 C21 120.0 . . ?
C20 C21 C22 120.0 . . ?
C23 C22 C21 120.0 . . ?
C23 C22 C25 121.9(8) . . ?
C21 C22 C25 117.9(8) . . ?
C22 C23 C24 120.0 . . ?
C23 C24 C19 120.0 . . ?
C26 C25 C22 114.1(11) . . ?
C26 C25 S2 110.4(10) . . ?
C22 C25 S2 106.8(8) . . ?
C27 C26 C25 122.4(14) . . ?
C31 C28 C29 112.2(11) . . ?
C31 C28 S2 109.7(7) . . ?
C29 C28 S2 112.8(10) . . ?
C30 C29 C28 124.2(14) . . ?
C32 C31 C36 120.0 . . ?
C32 C31 C28 121.7(7) . . ?
C36 C31 C28 118.3(7) . . ?
C31 C32 C33 120.0 . . ?
C34 C33 C32 120.0 . . ?
C35 C34 C33 120.0 . . ?
C35 C34 Br1 121.0(5) . . ?
C33 C34 Br1 119.0(5) . . ?
C34 C35 C36 120.0 . . ?
C35 C36 C31 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.903
_diffrn_reflns_theta_full        27.53
_diffrn_measured_fraction_theta_full 0.903
_refine_diff_density_max         0.800
_refine_diff_density_min         -1.459
_refine_diff_density_rms         0.148