# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2010

data_global

_journal_coden_Cambridge         182

_publ_requested_journal          'Chemical Communications'

loop_
_publ_author_name
'Chen, Zhiyuan'
'Yu, Xingxin'
'Wu, Jie'

_publ_contact_author_name        'Jie Wu'
_publ_contact_author_address     
;
220 Handan Road
Shanghai
200433
;

_publ_contact_author_email       jie_wu@fudan.edu.cn

data_cd20199
_database_code_depnum_ccdc_archive 'CCDC 775886'
#TrackingRef 'cd20199.cif.txt'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H33 Br Cl N2 O4.50 S'
_chemical_formula_weight         689.04

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'
Cl Cl 0.1484 0.1585 '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   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.3918(15)
_cell_length_b                   12.6265(16)
_cell_length_c                   12.6305(15)
_cell_angle_alpha                109.666(2)
_cell_angle_beta                 107.568(2)
_cell_angle_gamma                105.852(2)
_cell_volume                     1612.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2252
_cell_measurement_theta_min      5.420
_cell_measurement_theta_max      45.706

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.405
_exptl_crystal_size_mid          0.381
_exptl_crystal_size_min          0.207
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             710
_exptl_absorpt_coefficient_mu    1.465
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6578
_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            8502
_diffrn_reflns_av_R_equivalents  0.0796
_diffrn_reflns_av_sigmaI/netI    0.0910
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         25.50
_reflns_number_total             5903
_reflns_number_gt                3489
_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^)+(0.1488P)^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_number_reflns         5903
_refine_ls_number_parameters     386
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0755
_refine_ls_wR_factor_ref         0.2363
_refine_ls_wR_factor_gt          0.2185
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.132
_refine_ls_shift/su_mean         0.026

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 1.53509(8) 0.91560(10) 0.67707(8) 0.1075(4) Uani 1 1 d . . .
S1 S 0.81368(12) 0.45158(11) 0.34644(11) 0.0363(3) Uani 1 1 d . . .
Cl1 Cl 0.50278(17) 0.78071(18) 0.14972(19) 0.0849(6) Uani 1 1 d . . .
O1 O 1.1338(5) 1.0231(4) 0.2519(4) 0.0770(14) Uani 1 1 d . . .
O2 O 1.1407(4) 1.1380(4) 0.4332(4) 0.0671(12) Uani 1 1 d . . .
O3 O 0.8463(4) 0.4602(3) 0.4689(3) 0.0476(9) Uani 1 1 d . . .
O4 O 0.7084(3) 0.4726(3) 0.2893(3) 0.0487(9) Uani 1 1 d . . .
O5 O 0.5000 0.5000 0.5000 0.194(5) Uiso 1 2 d SD . .
N1 N 0.9361(4) 0.6003(3) 0.2738(3) 0.0362(10) Uani 1 1 d . . .
N2 N 0.9374(4) 0.5569(4) 0.3621(4) 0.0352(9) Uani 1 1 d D . .
C1 C 0.9091(5) 0.7104(4) 0.2947(4) 0.0355(11) Uani 1 1 d . . .
H1 H 0.9062 0.7414 0.3757 0.043 Uiso 1 1 calc R . .
C2 C 0.7851(5) 0.6793(4) 0.1935(5) 0.0397(12) Uani 1 1 d . . .
C3 C 0.7537(5) 0.5933(5) 0.0718(5) 0.0420(12) Uani 1 1 d . . .
C4 C 0.8269(5) 0.5248(5) 0.0545(4) 0.0437(13) Uani 1 1 d . . .
H4 H 0.8190 0.4823 -0.0255 0.052 Uiso 1 1 calc R . .
C5 C 0.9074(5) 0.5196(4) 0.1506(4) 0.0382(12) Uani 1 1 d . . .
C6 C 0.7074(5) 0.7347(5) 0.2174(5) 0.0463(13) Uani 1 1 d . . .
H6A H 0.7263 0.7877 0.2988 0.056 Uiso 1 1 calc R . .
C7 C 0.5998(5) 0.7098(5) 0.1175(6) 0.0540(15) Uani 1 1 d . . .
C8 C 0.5701(6) 0.6323(6) -0.0023(6) 0.0621(17) Uani 1 1 d . . .
H8 H 0.4998 0.6192 -0.0678 0.075 Uiso 1 1 calc R . .
C9 C 0.6457(6) 0.5731(5) -0.0262(5) 0.0541(15) Uani 1 1 d . . .
H9 H 0.6248 0.5193 -0.1079 0.065 Uiso 1 1 calc R . .
C10 C 1.0176(5) 0.8108(4) 0.2982(4) 0.0385(12) Uani 1 1 d . . .
H10 H 1.0163 0.7799 0.2153 0.046 Uiso 1 1 calc R . .
C11 C 0.9971(5) 0.9305(5) 0.3249(5) 0.0469(13) Uani 1 1 d . . .
H11A H 0.9181 0.9119 0.2603 0.056 Uiso 1 1 calc R . .
H11B H 0.9918 0.9591 0.4040 0.056 Uiso 1 1 calc R . .
C12 C 1.0971(5) 1.0315(5) 0.3300(5) 0.0460(13) Uani 1 1 d . . .
C13 C 1.2370(8) 1.2428(6) 0.4459(8) 0.099(3) Uani 1 1 d . . .
H13A H 1.3020 1.2203 0.4339 0.148 Uiso 1 1 calc R . .
H13B H 1.2707 1.3101 0.5279 0.148 Uiso 1 1 calc R . .
H13C H 1.2025 1.2677 0.3845 0.148 Uiso 1 1 calc R . .
C14 C 1.1425(5) 0.8347(4) 0.3913(4) 0.0388(12) Uani 1 1 d . . .
C15 C 1.2371(6) 0.8272(6) 0.3548(6) 0.0621(17) Uani 1 1 d . . .
H15 H 1.2213 0.8058 0.2719 0.075 Uiso 1 1 calc R . .
C16 C 1.3534(6) 0.8503(7) 0.4374(6) 0.076(2) Uani 1 1 d . . .
H16 H 1.4150 0.8445 0.4112 0.092 Uiso 1 1 calc R . .
C17 C 1.3757(6) 0.8828(6) 0.5621(6) 0.0601(16) Uani 1 1 d . . .
C18 C 1.2866(6) 0.8926(6) 0.6003(5) 0.0576(15) Uani 1 1 d . . .
H18 H 1.3028 0.9152 0.6835 0.069 Uiso 1 1 calc R . .
C19 C 1.1718(5) 0.8693(5) 0.5159(5) 0.0481(13) Uani 1 1 d . . .
H19 H 1.1116 0.8770 0.5438 0.058 Uiso 1 1 calc R . .
C20 C 0.9763(6) 0.4406(5) 0.1367(5) 0.0463(14) Uani 1 1 d . . .
C21 C 1.0974(6) 0.4797(6) 0.2243(6) 0.0562(15) Uani 1 1 d . . .
H21 H 1.1362 0.5576 0.2929 0.067 Uiso 1 1 calc R . .
C22 C 1.1604(7) 0.4055(7) 0.2115(7) 0.075(2) Uani 1 1 d . . .
H22 H 1.2407 0.4341 0.2722 0.089 Uiso 1 1 calc R . .
C23 C 1.1103(10) 0.2948(8) 0.1151(9) 0.087(3) Uani 1 1 d . . .
H23 H 1.1556 0.2471 0.1080 0.104 Uiso 1 1 calc R . .
C24 C 0.9855(10) 0.2482(7) 0.0214(7) 0.086(3) Uani 1 1 d . . .
H24 H 0.9491 0.1701 -0.0464 0.103 Uiso 1 1 calc R . .
C25 C 0.9199(7) 0.3226(5) 0.0340(5) 0.0603(17) Uani 1 1 d . . .
H25 H 0.8391 0.2938 -0.0256 0.072 Uiso 1 1 calc R . .
C26 C 0.7940(5) 0.3032(4) 0.2462(4) 0.0373(11) Uani 1 1 d . . .
C27 C 0.8889(5) 0.2661(5) 0.2774(5) 0.0435(12) Uani 1 1 d . . .
H27 H 0.9628 0.3183 0.3494 0.052 Uiso 1 1 calc R . .
C28 C 0.8717(6) 0.1496(5) 0.1993(5) 0.0511(14) Uani 1 1 d . . .
H28 H 0.9346 0.1235 0.2211 0.061 Uiso 1 1 calc R . .
C29 C 0.7648(7) 0.0706(5) 0.0901(6) 0.0579(16) Uani 1 1 d . . .
C30 C 0.6699(6) 0.1101(6) 0.0615(6) 0.0670(18) Uani 1 1 d . . .
H30 H 0.5956 0.0578 -0.0101 0.080 Uiso 1 1 calc R . .
C31 C 0.6856(6) 0.2283(5) 0.1400(5) 0.0538(14) Uani 1 1 d . . .
H31 H 0.6229 0.2550 0.1199 0.065 Uiso 1 1 calc R . .
C32 C 0.7514(8) -0.0531(6) 0.0034(7) 0.088(2) Uani 1 1 d . . .
H32A H 0.7874 -0.0899 0.0514 0.131 Uiso 1 1 calc R . .
H32B H 0.7937 -0.0421 -0.0471 0.131 Uiso 1 1 calc R . .
H32C H 0.6647 -0.1062 -0.0495 0.131 Uiso 1 1 calc R . .
C33 C 0.4917(18) 0.4732(16) 0.3901(13) 0.238(8) Uiso 1 1 d D . .
H33A H 0.5760 0.5119 0.4006 0.286 Uiso 1 1 calc R . .
H33B H 0.4468 0.5167 0.3595 0.286 Uiso 1 1 calc R . .
C34 C 0.4396(7) 0.3540(6) 0.2920(6) 0.0714(18) Uiso 1 1 d D . .
H34A H 0.4530 0.2979 0.3248 0.107 Uiso 1 1 calc R . .
H34B H 0.4781 0.3537 0.2365 0.107 Uiso 1 1 calc R . .
H34C H 0.3518 0.3284 0.2473 0.107 Uiso 1 1 calc R . .
H2 H 1.008(3) 0.562(4) 0.403(4) 0.033(13) Uiso 1 1 d 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 0.0646(6) 0.1479(9) 0.0963(7) 0.0565(6) 0.0080(5) 0.0550(6)
S1 0.0434(8) 0.0377(7) 0.0337(7) 0.0189(5) 0.0162(5) 0.0224(6)
Cl1 0.0644(11) 0.0864(13) 0.0974(14) 0.0344(11) 0.0186(10) 0.0506(10)
O1 0.109(4) 0.051(3) 0.070(3) 0.026(2) 0.050(3) 0.022(3)
O2 0.085(3) 0.039(2) 0.066(3) 0.013(2) 0.039(2) 0.017(2)
O3 0.062(2) 0.052(2) 0.042(2) 0.0275(18) 0.0281(19) 0.0274(19)
O4 0.047(2) 0.052(2) 0.051(2) 0.0239(18) 0.0186(18) 0.0280(18)
N1 0.054(3) 0.033(2) 0.031(2) 0.0186(18) 0.0198(19) 0.023(2)
N2 0.042(3) 0.037(2) 0.029(2) 0.0181(18) 0.0127(19) 0.020(2)
C1 0.048(3) 0.032(2) 0.031(3) 0.016(2) 0.017(2) 0.021(2)
C2 0.042(3) 0.032(3) 0.046(3) 0.024(2) 0.015(2) 0.014(2)
C3 0.049(3) 0.041(3) 0.038(3) 0.022(2) 0.017(2) 0.020(3)
C4 0.061(4) 0.040(3) 0.027(3) 0.014(2) 0.017(2) 0.020(3)
C5 0.051(3) 0.030(2) 0.037(3) 0.017(2) 0.021(2) 0.018(2)
C6 0.049(3) 0.039(3) 0.049(3) 0.021(3) 0.017(3) 0.020(3)
C7 0.047(3) 0.044(3) 0.068(4) 0.029(3) 0.014(3) 0.021(3)
C8 0.056(4) 0.063(4) 0.058(4) 0.037(3) 0.005(3) 0.023(3)
C9 0.060(4) 0.056(4) 0.043(3) 0.026(3) 0.018(3) 0.021(3)
C10 0.051(3) 0.036(3) 0.031(3) 0.016(2) 0.015(2) 0.022(2)
C11 0.059(4) 0.038(3) 0.049(3) 0.025(3) 0.022(3) 0.025(3)
C12 0.058(4) 0.039(3) 0.043(3) 0.021(3) 0.017(3) 0.026(3)
C13 0.113(7) 0.045(4) 0.116(7) 0.020(4) 0.064(6) 0.008(4)
C14 0.047(3) 0.031(3) 0.039(3) 0.017(2) 0.016(2) 0.019(2)
C15 0.063(4) 0.087(5) 0.047(3) 0.031(3) 0.029(3) 0.041(4)
C16 0.054(4) 0.114(6) 0.071(5) 0.040(4) 0.029(4) 0.048(4)
C17 0.047(4) 0.074(4) 0.056(4) 0.032(3) 0.012(3) 0.028(3)
C18 0.056(4) 0.063(4) 0.044(3) 0.026(3) 0.012(3) 0.020(3)
C19 0.050(3) 0.050(3) 0.041(3) 0.021(3) 0.015(3) 0.022(3)
C20 0.075(4) 0.048(3) 0.041(3) 0.028(3) 0.037(3) 0.036(3)
C21 0.071(4) 0.063(4) 0.063(4) 0.039(3) 0.039(3) 0.041(3)
C22 0.090(5) 0.094(5) 0.093(5) 0.058(5) 0.061(5) 0.069(5)
C23 0.144(8) 0.100(6) 0.108(7) 0.074(6) 0.095(7) 0.097(6)
C24 0.179(9) 0.063(4) 0.082(5) 0.047(4) 0.101(6) 0.076(6)
C25 0.107(5) 0.047(3) 0.048(3) 0.028(3) 0.047(4) 0.039(4)
C26 0.047(3) 0.034(3) 0.032(3) 0.016(2) 0.015(2) 0.018(2)
C27 0.053(3) 0.042(3) 0.038(3) 0.020(2) 0.017(2) 0.023(3)
C28 0.074(4) 0.048(3) 0.048(3) 0.027(3) 0.028(3) 0.039(3)
C29 0.087(5) 0.040(3) 0.055(4) 0.025(3) 0.032(4) 0.033(3)
C30 0.068(4) 0.046(3) 0.054(4) 0.009(3) 0.008(3) 0.016(3)
C31 0.055(4) 0.051(3) 0.048(3) 0.020(3) 0.013(3) 0.028(3)
C32 0.126(7) 0.049(4) 0.071(5) 0.016(3) 0.029(5) 0.042(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
Br1 C17 1.897(6) . ?
S1 O4 1.429(4) . ?
S1 O3 1.433(3) . ?
S1 N2 1.638(4) . ?
S1 C26 1.771(5) . ?
Cl1 C7 1.747(6) . ?
O1 C12 1.191(6) . ?
O2 C12 1.341(6) . ?
O2 C13 1.442(8) . ?
O5 C33 1.277(14) 2_666 ?
O5 C33 1.277(14) . ?
N1 N2 1.396(5) . ?
N1 C5 1.410(6) . ?
N1 C1 1.475(6) . ?
N2 H2 0.84(2) . ?
C1 C2 1.515(7) . ?
C1 C10 1.553(7) . ?
C1 H1 0.9800 . ?
C2 C6 1.382(7) . ?
C2 C3 1.407(7) . ?
C3 C9 1.409(7) . ?
C3 C4 1.428(7) . ?
C4 C5 1.353(7) . ?
C4 H4 0.9300 . ?
C5 C20 1.480(7) . ?
C6 C7 1.399(7) . ?
C6 H6A 0.9300 . ?
C7 C8 1.362(8) . ?
C8 C9 1.389(9) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 C14 1.509(7) . ?
C10 C11 1.543(7) . ?
C10 H10 0.9800 . ?
C11 C12 1.483(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C19 1.380(7) . ?
C14 C15 1.398(8) . ?
C15 C16 1.381(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.401(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.351(8) . ?
C18 C19 1.375(8) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.394(8) . ?
C20 C25 1.405(8) . ?
C21 C22 1.375(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.321(11) . ?
C22 H22 0.9300 . ?
C23 C24 1.438(12) . ?
C23 H23 0.9300 . ?
C24 C25 1.400(9) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C31 1.365(7) . ?
C26 C27 1.380(7) . ?
C27 C28 1.380(7) . ?
C27 H27 0.9300 . ?
C28 C29 1.378(8) . ?
C28 H28 0.9300 . ?
C29 C30 1.395(9) . ?
C29 C32 1.505(8) . ?
C30 C31 1.406(8) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.396(14) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 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
O4 S1 O3 119.8(2) . . ?
O4 S1 N2 107.7(2) . . ?
O3 S1 N2 103.9(2) . . ?
O4 S1 C26 108.6(2) . . ?
O3 S1 C26 107.4(2) . . ?
N2 S1 C26 109.1(2) . . ?
C12 O2 C13 116.1(5) . . ?
C33 O5 C33 180.000(3) 2_666 . ?
N2 N1 C5 120.9(4) . . ?
N2 N1 C1 115.6(3) . . ?
C5 N1 C1 118.0(4) . . ?
N1 N2 S1 122.8(3) . . ?
N1 N2 H2 113(3) . . ?
S1 N2 H2 118(3) . . ?
N1 C1 C2 111.1(4) . . ?
N1 C1 C10 107.7(4) . . ?
C2 C1 C10 111.3(4) . . ?
N1 C1 H1 108.9 . . ?
C2 C1 H1 108.9 . . ?
C10 C1 H1 108.9 . . ?
C6 C2 C3 120.9(5) . . ?
C6 C2 C1 122.3(4) . . ?
C3 C2 C1 116.8(4) . . ?
C2 C3 C9 117.8(5) . . ?
C2 C3 C4 118.7(5) . . ?
C9 C3 C4 123.3(5) . . ?
C5 C4 C3 122.3(4) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
C4 C5 N1 119.0(4) . . ?
C4 C5 C20 124.5(4) . . ?
N1 C5 C20 116.3(4) . . ?
C2 C6 C7 119.1(5) . . ?
C2 C6 H6A 120.5 . . ?
C7 C6 H6A 120.5 . . ?
C8 C7 C6 121.5(6) . . ?
C8 C7 Cl1 120.2(5) . . ?
C6 C7 Cl1 118.4(5) . . ?
C7 C8 C9 119.5(5) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C8 C9 C3 121.0(5) . . ?
C8 C9 H9 119.5 . . ?
C3 C9 H9 119.5 . . ?
C14 C10 C11 111.6(4) . . ?
C14 C10 C1 111.7(4) . . ?
C11 C10 C1 110.1(4) . . ?
C14 C10 H10 107.8 . . ?
C11 C10 H10 107.7 . . ?
C1 C10 H10 107.8 . . ?
C12 C11 C10 113.5(5) . . ?
C12 C11 H11A 108.9 . . ?
C10 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C10 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
O1 C12 O2 122.6(5) . . ?
O1 C12 C11 125.6(5) . . ?
O2 C12 C11 111.8(5) . . ?
O2 C13 H13A 109.5 . . ?
O2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O2 C13 H13C 109.4 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C19 C14 C15 116.5(5) . . ?
C19 C14 C10 122.9(5) . . ?
C15 C14 C10 120.6(4) . . ?
C16 C15 C14 122.4(5) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C15 C16 C17 117.9(6) . . ?
C15 C16 H16 121.0 . . ?
C17 C16 H16 121.0 . . ?
C18 C17 C16 120.9(5) . . ?
C18 C17 Br1 120.5(4) . . ?
C16 C17 Br1 118.5(5) . . ?
C17 C18 C19 119.8(5) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C18 C19 C14 122.5(5) . . ?
C18 C19 H19 118.8 . . ?
C14 C19 H19 118.8 . . ?
C21 C20 C25 118.1(5) . . ?
C21 C20 C5 121.6(5) . . ?
C25 C20 C5 120.3(5) . . ?
C22 C21 C20 121.3(6) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C23 C22 C21 121.8(8) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C22 C23 C24 119.9(7) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 118.8(7) . . ?
C25 C24 H24 120.6 . . ?
C23 C24 H24 120.6 . . ?
C24 C25 C20 120.0(7) . . ?
C24 C25 H25 120.0 . . ?
C20 C25 H25 120.0 . . ?
C31 C26 C27 121.4(5) . . ?
C31 C26 S1 119.4(4) . . ?
C27 C26 S1 119.2(4) . . ?
C28 C27 C26 118.5(5) . . ?
C28 C27 H27 120.7 . . ?
C26 C27 H27 120.7 . . ?
C29 C28 C27 122.5(5) . . ?
C29 C28 H28 118.7 . . ?
C27 C28 H28 118.7 . . ?
C28 C29 C30 117.7(5) . . ?
C28 C29 C32 121.3(6) . . ?
C30 C29 C32 121.0(6) . . ?
C29 C30 C31 120.6(6) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C26 C31 C30 119.2(5) . . ?
C26 C31 H31 120.4 . . ?
C30 C31 H31 120.4 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.4 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O5 C33 C34 125.7(14) . . ?
O5 C33 H33A 106.3 . . ?
C34 C33 H33A 106.1 . . ?
O5 C33 H33B 105.6 . . ?
C34 C33 H33B 105.5 . . ?
H33A C33 H33B 106.4 . . ?
C33 C34 H34A 108.6 . . ?
C33 C34 H34B 110.0 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.8 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 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
C5 N1 N2 S1 -61.8(6) . . . . ?
C1 N1 N2 S1 91.5(5) . . . . ?
O4 S1 N2 N1 -36.5(4) . . . . ?
O3 S1 N2 N1 -164.5(3) . . . . ?
C26 S1 N2 N1 81.2(4) . . . . ?
N2 N1 C1 C2 -113.1(4) . . . . ?
C5 N1 C1 C2 41.0(6) . . . . ?
N2 N1 C1 C10 124.8(4) . . . . ?
C5 N1 C1 C10 -81.0(5) . . . . ?
N1 C1 C2 C6 144.9(5) . . . . ?
C10 C1 C2 C6 -95.1(5) . . . . ?
N1 C1 C2 C3 -37.0(6) . . . . ?
C10 C1 C2 C3 82.9(5) . . . . ?
C6 C2 C3 C9 5.0(7) . . . . ?
C1 C2 C3 C9 -173.1(5) . . . . ?
C6 C2 C3 C4 -170.6(5) . . . . ?
C1 C2 C3 C4 11.3(7) . . . . ?
C2 C3 C4 C5 14.3(8) . . . . ?
C9 C3 C4 C5 -161.0(5) . . . . ?
C3 C4 C5 N1 -11.0(8) . . . . ?
C3 C4 C5 C20 173.8(5) . . . . ?
N2 N1 C5 C4 134.4(5) . . . . ?
C1 N1 C5 C4 -18.3(7) . . . . ?
N2 N1 C5 C20 -50.0(6) . . . . ?
C1 N1 C5 C20 157.3(4) . . . . ?
C3 C2 C6 C7 -3.8(7) . . . . ?
C1 C2 C6 C7 174.2(5) . . . . ?
C2 C6 C7 C8 0.1(8) . . . . ?
C2 C6 C7 Cl1 180.0(4) . . . . ?
C6 C7 C8 C9 2.2(9) . . . . ?
Cl1 C7 C8 C9 -177.7(5) . . . . ?
C7 C8 C9 C3 -0.9(9) . . . . ?
C2 C3 C9 C8 -2.7(8) . . . . ?
C4 C3 C9 C8 172.7(5) . . . . ?
N1 C1 C10 C14 -53.2(5) . . . . ?
C2 C1 C10 C14 -175.2(4) . . . . ?
N1 C1 C10 C11 -177.8(4) . . . . ?
C2 C1 C10 C11 60.2(5) . . . . ?
C14 C10 C11 C12 55.3(6) . . . . ?
C1 C10 C11 C12 179.9(4) . . . . ?
C13 O2 C12 O1 -1.0(9) . . . . ?
C13 O2 C12 C11 -178.9(6) . . . . ?
C10 C11 C12 O1 52.3(8) . . . . ?
C10 C11 C12 O2 -129.9(5) . . . . ?
C11 C10 C14 C19 67.4(6) . . . . ?
C1 C10 C14 C19 -56.4(6) . . . . ?
C11 C10 C14 C15 -110.1(6) . . . . ?
C1 C10 C14 C15 126.2(5) . . . . ?
C19 C14 C15 C16 1.3(9) . . . . ?
C10 C14 C15 C16 178.9(6) . . . . ?
C14 C15 C16 C17 -0.2(11) . . . . ?
C15 C16 C17 C18 -0.8(11) . . . . ?
C15 C16 C17 Br1 -179.7(5) . . . . ?
C16 C17 C18 C19 0.7(10) . . . . ?
Br1 C17 C18 C19 179.6(4) . . . . ?
C17 C18 C19 C14 0.5(9) . . . . ?
C15 C14 C19 C18 -1.4(8) . . . . ?
C10 C14 C19 C18 -179.0(5) . . . . ?
C4 C5 C20 C21 144.6(5) . . . . ?
N1 C5 C20 C21 -30.8(7) . . . . ?
C4 C5 C20 C25 -35.9(8) . . . . ?
N1 C5 C20 C25 148.7(5) . . . . ?
C25 C20 C21 C22 -0.1(8) . . . . ?
C5 C20 C21 C22 179.4(5) . . . . ?
C20 C21 C22 C23 0.9(10) . . . . ?
C21 C22 C23 C24 -1.1(11) . . . . ?
C22 C23 C24 C25 0.6(10) . . . . ?
C23 C24 C25 C20 0.2(9) . . . . ?
C21 C20 C25 C24 -0.4(8) . . . . ?
C5 C20 C25 C24 -180.0(5) . . . . ?
O4 S1 C26 C31 -4.9(5) . . . . ?
O3 S1 C26 C31 126.0(4) . . . . ?
N2 S1 C26 C31 -122.0(4) . . . . ?
O4 S1 C26 C27 175.1(4) . . . . ?
O3 S1 C26 C27 -54.0(4) . . . . ?
N2 S1 C26 C27 58.0(4) . . . . ?
C31 C26 C27 C28 -0.8(8) . . . . ?
S1 C26 C27 C28 179.2(4) . . . . ?
C26 C27 C28 C29 1.6(8) . . . . ?
C27 C28 C29 C30 -2.2(9) . . . . ?
C27 C28 C29 C32 176.7(6) . . . . ?
C28 C29 C30 C31 2.1(9) . . . . ?
C32 C29 C30 C31 -176.9(6) . . . . ?
C27 C26 C31 C30 0.7(9) . . . . ?
S1 C26 C31 C30 -179.3(5) . . . . ?
C29 C30 C31 C26 -1.3(9) . . . . ?
C33 O5 C33 C34 -176(100) 2_666 . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O3 0.84(2) 2.19(3) 2.993(6) 161(4) 2_766

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         2.071
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.098