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


data_global
_journal_name_full               'Chemical Science'
_journal_coden_cambridge         1475
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_email       slyou@mail.sioc.ac.cn
_publ_contact_author_name        'Shu-Li You'
loop_
_publ_author_name
'Shu-Li You'
'Qing Gu'

data_cd201323
_database_code_depnum_ccdc_archive 'CCDC 805906'
#TrackingRef 'cd201323.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 Br N O5 S'
_chemical_formula_weight         490.36

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'
N N 0.0061 0.0033 '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           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                   10.3614(8)
_cell_length_b                   11.1748(9)
_cell_length_c                   18.7204(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2167.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2218
_cell_measurement_theta_min      4.493
_cell_measurement_theta_max      39.281

_exptl_crystal_description       prisamtic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.305
_exptl_crystal_size_mid          0.229
_exptl_crystal_size_min          0.170
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1000
_exptl_absorpt_coefficient_mu    2.026
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5316
_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            13168
_diffrn_reflns_av_R_equivalents  0.0535
_diffrn_reflns_av_sigmaI/netI    0.1019
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.12
_diffrn_reflns_theta_max         27.50
_reflns_number_total             4935
_reflns_number_gt                2498
_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
[0.00000+1.00000exp(2.00(sin\q/\l)^2^)]/
[\s^2^(Fo^2^)+0.0000+0.0000*P+(0.0163P)^2^+0.0000sin\q/\l]
where P = 0.33333Fo^2^ + 0.66667Fc^2^
;
_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   0.029(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4935
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0829
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0640
_refine_ls_wR_factor_gt          0.0559
_refine_ls_goodness_of_fit_ref   0.848
_refine_ls_restrained_S_all      0.848
_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 0.33700(4) 0.03617(4) 0.93244(2) 0.07562(15) Uani 1 1 d . . .
S1 S 1.01292(9) 0.34072(9) 0.70855(5) 0.0575(3) Uani 1 1 d . . .
O1 O 0.7969(3) 0.3726(3) 0.42744(16) 0.0934(10) Uani 1 1 d . . .
O2 O 0.7423(2) 0.09670(18) 0.65042(13) 0.0515(6) Uani 1 1 d . . .
O3 O 0.5914(2) 0.2299(2) 0.61540(12) 0.0595(7) Uani 1 1 d . . .
O4 O 0.9881(3) 0.4536(2) 0.67540(14) 0.0776(8) Uani 1 1 d . . .
O5 O 1.1376(2) 0.3168(2) 0.73792(13) 0.0768(8) Uani 1 1 d . . .
N1 N 0.9886(2) 0.2412(2) 0.64770(14) 0.0459(7) Uani 1 1 d . . .
C1 C 0.8771(3) 0.2539(3) 0.59845(16) 0.0455(9) Uani 1 1 d . . .
H1 H 0.8110 0.3048 0.6203 0.055 Uiso 1 1 calc R . .
C2 C 0.9203(3) 0.3078(3) 0.52773(18) 0.0575(10) Uani 1 1 d . . .
H2A H 0.9374 0.3924 0.5346 0.069 Uiso 1 1 calc R . .
H2B H 1.0005 0.2701 0.5132 0.069 Uiso 1 1 calc R . .
C3 C 0.8225(4) 0.2932(4) 0.46891(19) 0.0631(11) Uani 1 1 d . . .
C4 C 0.7624(4) 0.1759(4) 0.4658(2) 0.0671(12) Uani 1 1 d . . .
H4 H 0.7245 0.1513 0.4232 0.080 Uiso 1 1 calc R . .
C5 C 0.7599(3) 0.1034(3) 0.5209(2) 0.0621(11) Uani 1 1 d . . .
H5 H 0.7139 0.0323 0.5165 0.075 Uiso 1 1 calc R . .
C6 C 0.8264(3) 0.1277(3) 0.59046(16) 0.0485(9) Uani 1 1 d . . .
C7 C 0.9468(3) 0.0504(3) 0.60322(18) 0.0585(10) Uani 1 1 d . . .
H7A H 0.9230 -0.0302 0.6173 0.070 Uiso 1 1 calc R . .
H7B H 0.9999 0.0465 0.5606 0.070 Uiso 1 1 calc R . .
C8 C 1.0167(3) 0.1141(3) 0.6630(2) 0.0554(10) Uani 1 1 d . . .
H8A H 0.9832 0.0907 0.7094 0.067 Uiso 1 1 calc R . .
H8B H 1.1087 0.0983 0.6615 0.067 Uiso 1 1 calc R . .
C9 C 0.6297(3) 0.1566(3) 0.65691(19) 0.0480(9) Uani 1 1 d . . .
C10 C 0.5612(3) 0.1213(3) 0.72375(18) 0.0432(8) Uani 1 1 d . . .
C11 C 0.6073(3) 0.0376(3) 0.77096(19) 0.0527(9) Uani 1 1 d . . .
H11 H 0.6844 -0.0014 0.7610 0.063 Uiso 1 1 calc R . .
C12 C 0.5418(3) 0.0103(3) 0.8327(2) 0.0561(10) Uani 1 1 d . . .
H12 H 0.5733 -0.0466 0.8645 0.067 Uiso 1 1 calc R . .
C13 C 0.4267(3) 0.0707(3) 0.84606(18) 0.0497(9) Uani 1 1 d . . .
C14 C 0.3766(3) 0.1512(3) 0.79992(19) 0.0575(10) Uani 1 1 d . . .
H14 H 0.2983 0.1883 0.8097 0.069 Uiso 1 1 calc R . .
C15 C 0.4429(3) 0.1776(3) 0.73831(19) 0.0559(10) Uani 1 1 d . . .
H15 H 0.4092 0.2328 0.7062 0.067 Uiso 1 1 calc R . .
C16 C 0.8980(3) 0.3198(3) 0.77645(19) 0.0491(9) Uani 1 1 d . . .
C17 C 0.9227(4) 0.2437(4) 0.8329(2) 0.0682(11) Uani 1 1 d . . .
H17 H 0.9995 0.2007 0.8348 0.082 Uiso 1 1 calc R . .
C18 C 0.8312(6) 0.2323(4) 0.8867(2) 0.0857(13) Uani 1 1 d . . .
H18 H 0.8475 0.1817 0.9251 0.103 Uiso 1 1 calc R . .
C19 C 0.7172(5) 0.2946(5) 0.8841(3) 0.0832(15) Uani 1 1 d . . .
C20 C 0.6963(4) 0.3678(4) 0.8280(3) 0.0869(15) Uani 1 1 d . . .
H20 H 0.6196 0.4109 0.8262 0.104 Uiso 1 1 calc R . .
C21 C 0.7831(4) 0.3815(3) 0.7737(2) 0.0660(12) Uani 1 1 d . . .
H21 H 0.7649 0.4318 0.7355 0.079 Uiso 1 1 calc R . .
C22 C 0.6214(4) 0.2821(5) 0.9458(3) 0.132(2) Uani 1 1 d . . .
H22A H 0.5370 0.3058 0.9300 0.198 Uiso 1 1 calc R . .
H22B H 0.6480 0.3324 0.9847 0.198 Uiso 1 1 calc R . .
H22C H 0.6190 0.2003 0.9614 0.198 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 0.0703(2) 0.0991(3) 0.0575(2) 0.0045(3) 0.0129(2) -0.0119(3)
S1 0.0536(6) 0.0624(6) 0.0565(6) 0.0034(6) -0.0081(5) -0.0085(5)
O1 0.085(2) 0.132(3) 0.064(2) 0.032(2) -0.0115(18) 0.0227(18)
O2 0.0423(14) 0.0601(16) 0.0520(16) 0.0037(12) 0.0053(12) 0.0012(12)
O3 0.0491(15) 0.0774(18) 0.0519(16) 0.0138(15) 0.0001(12) 0.0072(14)
O4 0.106(2) 0.0547(15) 0.0723(19) 0.0121(15) -0.0106(16) -0.0168(17)
O5 0.0481(16) 0.109(2) 0.0734(19) -0.0044(16) -0.0141(14) -0.0079(16)
N1 0.0411(16) 0.0521(17) 0.0445(17) 0.0053(15) -0.0047(14) 0.0026(15)
C1 0.039(2) 0.056(2) 0.041(2) 0.0005(18) 0.0034(15) 0.0027(18)
C2 0.044(2) 0.077(3) 0.051(2) 0.012(2) -0.0024(19) 0.005(2)
C3 0.045(2) 0.098(3) 0.046(2) 0.012(2) 0.010(2) 0.022(3)
C4 0.045(2) 0.112(4) 0.043(3) -0.018(3) -0.0021(19) 0.018(3)
C5 0.045(2) 0.079(3) 0.062(3) -0.024(2) 0.001(2) 0.000(2)
C6 0.043(2) 0.061(2) 0.041(2) -0.0075(16) 0.0060(18) 0.002(2)
C7 0.055(2) 0.061(2) 0.059(2) -0.006(2) 0.0076(18) 0.008(2)
C8 0.050(2) 0.063(2) 0.054(2) 0.007(2) -0.0004(19) 0.0103(19)
C9 0.041(2) 0.057(2) 0.046(2) -0.003(2) -0.0021(18) -0.0028(19)
C10 0.037(2) 0.048(2) 0.045(2) 0.0015(17) -0.0037(17) -0.0042(17)
C11 0.043(2) 0.057(2) 0.058(2) 0.000(2) 0.0031(17) 0.005(2)
C12 0.051(2) 0.055(3) 0.062(3) 0.015(2) -0.0006(19) 0.0017(19)
C13 0.052(2) 0.054(2) 0.043(2) -0.0004(18) -0.0016(18) -0.012(2)
C14 0.041(2) 0.074(3) 0.057(3) 0.001(2) 0.0048(19) 0.004(2)
C15 0.048(2) 0.061(3) 0.059(3) 0.009(2) -0.0073(19) 0.003(2)
C16 0.053(2) 0.047(2) 0.048(2) -0.0049(18) -0.0098(18) -0.0008(19)
C17 0.073(3) 0.075(3) 0.056(3) -0.001(2) -0.003(2) 0.007(2)
C18 0.115(4) 0.087(3) 0.056(3) 0.003(2) 0.001(3) -0.022(4)
C19 0.077(4) 0.095(4) 0.078(4) -0.036(3) 0.011(3) -0.028(3)
C20 0.061(3) 0.094(4) 0.106(4) -0.042(3) -0.002(3) 0.002(3)
C21 0.064(3) 0.061(3) 0.073(3) -0.016(2) -0.008(2) 0.012(2)
C22 0.112(4) 0.174(5) 0.109(4) -0.068(4) 0.049(3) -0.067(4)

_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 C13 1.905(3) . ?
S1 O5 1.429(2) . ?
S1 O4 1.429(3) . ?
S1 N1 1.612(3) . ?
S1 C16 1.757(4) . ?
O1 C3 1.209(4) . ?
O2 C9 1.350(4) . ?
O2 C6 1.463(4) . ?
O3 C9 1.197(4) . ?
N1 C8 1.478(4) . ?
N1 C1 1.485(4) . ?
C1 C6 1.512(4) . ?
C1 C2 1.522(4) . ?
C1 H1 0.9800 . ?
C2 C3 1.506(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.453(5) . ?
C4 C5 1.312(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.498(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.535(4) . ?
C7 C8 1.512(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.492(4) . ?
C10 C11 1.372(4) . ?
C10 C15 1.404(4) . ?
C11 C12 1.375(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.393(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.351(4) . ?
C14 C15 1.374(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.377(5) . ?
C16 C17 1.380(5) . ?
C17 C18 1.390(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.373(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.349(6) . ?
C19 C22 1.529(6) . ?
C20 C21 1.366(6) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

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
O5 S1 O4 119.66(16) . . ?
O5 S1 N1 106.51(15) . . ?
O4 S1 N1 105.91(15) . . ?
O5 S1 C16 108.00(17) . . ?
O4 S1 C16 108.03(17) . . ?
N1 S1 C16 108.28(15) . . ?
C9 O2 C6 117.8(3) . . ?
C8 N1 C1 111.4(3) . . ?
C8 N1 S1 119.7(2) . . ?
C1 N1 S1 119.6(2) . . ?
N1 C1 C6 104.0(3) . . ?
N1 C1 C2 110.4(2) . . ?
C6 C1 C2 112.7(3) . . ?
N1 C1 H1 109.9 . . ?
C6 C1 H1 109.9 . . ?
C2 C1 H1 109.9 . . ?
C3 C2 C1 113.3(3) . . ?
C3 C2 H2A 108.9 . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2B 108.9 . . ?
C1 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
O1 C3 C4 122.9(4) . . ?
O1 C3 C2 122.6(4) . . ?
C4 C3 C2 114.6(3) . . ?
C5 C4 C3 122.3(4) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
C4 C5 C6 124.2(4) . . ?
C4 C5 H5 117.9 . . ?
C6 C5 H5 117.9 . . ?
O2 C6 C5 110.5(3) . . ?
O2 C6 C1 110.6(2) . . ?
C5 C6 C1 114.5(3) . . ?
O2 C6 C7 103.4(3) . . ?
C5 C6 C7 114.0(3) . . ?
C1 C6 C7 103.1(3) . . ?
C8 C7 C6 103.9(3) . . ?
C8 C7 H7A 111.0 . . ?
C6 C7 H7A 111.0 . . ?
C8 C7 H7B 111.0 . . ?
C6 C7 H7B 111.0 . . ?
H7A C7 H7B 109.0 . . ?
N1 C8 C7 102.4(3) . . ?
N1 C8 H8A 111.3 . . ?
C7 C8 H8A 111.3 . . ?
N1 C8 H8B 111.3 . . ?
C7 C8 H8B 111.3 . . ?
H8A C8 H8B 109.2 . . ?
O3 C9 O2 124.5(3) . . ?
O3 C9 C10 124.6(3) . . ?
O2 C9 C10 110.8(3) . . ?
C11 C10 C15 118.9(3) . . ?
C11 C10 C9 123.7(3) . . ?
C15 C10 C9 117.4(3) . . ?
C10 C11 C12 121.4(3) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C11 C12 C13 117.8(3) . . ?
C11 C12 H12 121.1 . . ?
C13 C12 H12 121.1 . . ?
C14 C13 C12 122.5(3) . . ?
C14 C13 Br 119.3(3) . . ?
C12 C13 Br 118.2(3) . . ?
C13 C14 C15 119.2(3) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C14 C15 C10 120.2(3) . . ?
C14 C15 H15 119.9 . . ?
C10 C15 H15 119.9 . . ?
C21 C16 C17 119.8(4) . . ?
C21 C16 S1 119.5(3) . . ?
C17 C16 S1 120.7(3) . . ?
C16 C17 C18 119.1(4) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C19 C18 C17 120.9(4) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C20 C19 C18 118.3(5) . . ?
C20 C19 C22 122.6(5) . . ?
C18 C19 C22 119.0(5) . . ?
C19 C20 C21 122.8(5) . . ?
C19 C20 H20 118.6 . . ?
C21 C20 H20 118.6 . . ?
C20 C21 C16 119.1(4) . . ?
C20 C21 H21 120.5 . . ?
C16 C21 H21 120.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

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
O5 S1 N1 C8 46.5(3) . . . . ?
O4 S1 N1 C8 174.9(2) . . . . ?
C16 S1 N1 C8 -69.4(3) . . . . ?
O5 S1 N1 C1 -169.6(2) . . . . ?
O4 S1 N1 C1 -41.2(3) . . . . ?
C16 S1 N1 C1 74.5(3) . . . . ?
C8 N1 C1 C6 6.5(3) . . . . ?
S1 N1 C1 C6 -140.2(2) . . . . ?
C8 N1 C1 C2 -114.7(3) . . . . ?
S1 N1 C1 C2 98.7(3) . . . . ?
N1 C1 C2 C3 164.6(3) . . . . ?
C6 C1 C2 C3 48.8(4) . . . . ?
C1 C2 C3 O1 137.6(4) . . . . ?
C1 C2 C3 C4 -42.9(4) . . . . ?
O1 C3 C4 C5 -159.3(4) . . . . ?
C2 C3 C4 C5 21.2(5) . . . . ?
C3 C4 C5 C6 -5.1(6) . . . . ?
C9 O2 C6 C5 -61.7(4) . . . . ?
C9 O2 C6 C1 66.1(4) . . . . ?
C9 O2 C6 C7 175.9(3) . . . . ?
C4 C5 C6 O2 136.8(4) . . . . ?
C4 C5 C6 C1 11.1(5) . . . . ?
C4 C5 C6 C7 -107.3(4) . . . . ?
N1 C1 C6 O2 82.4(3) . . . . ?
C2 C1 C6 O2 -158.0(3) . . . . ?
N1 C1 C6 C5 -152.0(3) . . . . ?
C2 C1 C6 C5 -32.4(4) . . . . ?
N1 C1 C6 C7 -27.6(3) . . . . ?
C2 C1 C6 C7 92.0(3) . . . . ?
O2 C6 C7 C8 -76.1(3) . . . . ?
C5 C6 C7 C8 163.9(3) . . . . ?
C1 C6 C7 C8 39.1(3) . . . . ?
C1 N1 C8 C7 17.7(3) . . . . ?
S1 N1 C8 C7 164.3(2) . . . . ?
C6 C7 C8 N1 -34.5(3) . . . . ?
C6 O2 C9 O3 3.2(5) . . . . ?
C6 O2 C9 C10 -175.3(3) . . . . ?
O3 C9 C10 C11 -179.4(3) . . . . ?
O2 C9 C10 C11 -0.9(5) . . . . ?
O3 C9 C10 C15 0.7(5) . . . . ?
O2 C9 C10 C15 179.2(3) . . . . ?
C15 C10 C11 C12 -1.7(5) . . . . ?
C9 C10 C11 C12 178.5(3) . . . . ?
C10 C11 C12 C13 -0.2(5) . . . . ?
C11 C12 C13 C14 2.0(5) . . . . ?
C11 C12 C13 Br -178.6(3) . . . . ?
C12 C13 C14 C15 -1.9(5) . . . . ?
Br C13 C14 C15 178.8(3) . . . . ?
C13 C14 C15 C10 0.0(5) . . . . ?
C11 C10 C15 C14 1.8(5) . . . . ?
C9 C10 C15 C14 -178.4(3) . . . . ?
O5 S1 C16 C21 153.0(3) . . . . ?
O4 S1 C16 C21 22.2(3) . . . . ?
N1 S1 C16 C21 -92.1(3) . . . . ?
O5 S1 C16 C17 -26.0(3) . . . . ?
O4 S1 C16 C17 -156.8(3) . . . . ?
N1 S1 C16 C17 88.9(3) . . . . ?
C21 C16 C17 C18 -1.0(6) . . . . ?
S1 C16 C17 C18 178.0(3) . . . . ?
C16 C17 C18 C19 0.6(6) . . . . ?
C17 C18 C19 C20 -0.4(7) . . . . ?
C17 C18 C19 C22 -178.1(4) . . . . ?
C18 C19 C20 C21 0.7(7) . . . . ?
C22 C19 C20 C21 178.3(4) . . . . ?
C19 C20 C21 C16 -1.1(6) . . . . ?
C17 C16 C21 C20 1.3(5) . . . . ?
S1 C16 C21 C20 -177.8(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.039