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

data_global

_journal_coden_Cambridge         182

_publ_contact_author_name        'Ying-Chun Chen'
_publ_contact_author_email       YCCHENHUAXI@YAHOO.COM.CN

_publ_section_title              
;
Organocatalytic Asymmetric Allylic Alkylation
of Oxindoles with Morita-Baylis-Hillman Carbonates
;
loop_
_publ_author_name
'Ying-Chun Chen'
'Hai-Lei Cui'
'Kun Jiang'
'Jin Peng'

# Attachment 'enantiopure_6.cif'

data_6
_database_code_depnum_ccdc_archive 'CCDC 723916'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H27 N O5 S'
_chemical_formula_sum            'C32 H27 N O5 S'
_chemical_formula_weight         537.61
_chemical_absolute_configuration rmad

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'

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

_cell_length_a                   10.6266(13)
_cell_length_b                   8.3019(7)
_cell_length_c                   15.0552(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.340(4)
_cell_angle_gamma                90.00
_cell_volume                     1314.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    4560
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      27.9

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             564
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9515
_exptl_absorpt_correction_T_max  0.9705
_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         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku Saturn CCD area detector'
_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            16543
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0430
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         27.90
_reflns_number_total             6224
_reflns_number_gt                5619
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear(Rigaku/MSC Inc., 2005)'
_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    ?
_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^)+(0.0392P)^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   0.00(4)
_refine_ls_number_reflns         6224
_refine_ls_number_parameters     354
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0316
_refine_ls_wR_factor_ref         0.0690
_refine_ls_wR_factor_gt          0.0672
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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
S1 S 1.19468(3) 0.95187(4) 0.21347(2) 0.01736(8) Uani 1 1 d . . .
O1 O 0.95601(9) 0.88559(12) 0.29252(6) 0.0190(2) Uani 1 1 d . . .
O2 O 0.60596(10) 0.54932(13) 0.28765(7) 0.0235(2) Uani 1 1 d . . .
O3 O 0.57956(9) 0.32703(13) 0.20266(7) 0.0233(2) Uani 1 1 d . . .
O4 O 1.27854(9) 0.93968(13) 0.14774(6) 0.0225(2) Uani 1 1 d . . .
O5 O 1.12757(10) 1.09801(12) 0.22290(7) 0.0228(2) Uani 1 1 d . . .
N1 N 1.08300(10) 0.80879(14) 0.18689(8) 0.0153(2) Uani 1 1 d . . .
C1 C 0.97891(12) 0.79468(16) 0.23452(9) 0.0144(3) Uani 1 1 d . . .
C2 C 0.90221(13) 0.64289(16) 0.20103(9) 0.0144(3) Uani 1 1 d . . .
C3 C 0.99052(13) 0.56484(17) 0.14276(9) 0.0152(3) Uani 1 1 d . . .
C4 C 1.09330(13) 0.66466(17) 0.13546(9) 0.0149(3) Uani 1 1 d . . .
C5 C 1.18580(13) 0.62584(19) 0.08281(10) 0.0204(3) Uani 1 1 d . . .
H5 H 1.2541 0.6971 0.0772 0.025 Uiso 1 1 calc R . .
C6 C 1.17448(13) 0.47826(19) 0.03855(9) 0.0226(3) Uani 1 1 d . . .
H6 H 1.2365 0.4480 0.0022 0.027 Uiso 1 1 calc R . .
C7 C 1.07456(13) 0.37463(19) 0.04651(9) 0.0208(3) Uani 1 1 d . . .
H7 H 1.0696 0.2735 0.0167 0.025 Uiso 1 1 calc R . .
C8 C 0.98137(13) 0.41817(17) 0.09810(9) 0.0183(3) Uani 1 1 d . . .
H8 H 0.9120 0.3480 0.1027 0.022 Uiso 1 1 calc R . .
C9 C 0.87604(13) 0.54828(17) 0.28718(9) 0.0152(3) Uani 1 1 d . . .
H9 H 0.8243 0.6233 0.3193 0.018 Uiso 1 1 calc R . .
C10 C 0.79070(13) 0.40218(17) 0.26264(9) 0.0160(3) Uani 1 1 d . . .
C11 C 0.65128(13) 0.43666(18) 0.25224(9) 0.0174(3) Uani 1 1 d . . .
C12 C 0.44409(14) 0.3584(2) 0.19029(11) 0.0306(4) Uani 1 1 d . . .
H12A H 0.3982 0.2628 0.1648 0.046 Uiso 1 1 calc R . .
H12B H 0.4248 0.4497 0.1493 0.046 Uiso 1 1 calc R . .
H12C H 0.4176 0.3839 0.2484 0.046 Uiso 1 1 calc R . .
C13 C 0.77432(13) 0.69736(16) 0.14766(9) 0.0152(3) Uani 1 1 d . . .
C14 C 0.70429(13) 0.81994(18) 0.18119(9) 0.0186(3) Uani 1 1 d . . .
H14 H 0.7387 0.8737 0.2349 0.022 Uiso 1 1 calc R . .
C15 C 0.58591(13) 0.86436(18) 0.13765(10) 0.0223(3) Uani 1 1 d . . .
H15 H 0.5399 0.9483 0.1614 0.027 Uiso 1 1 calc R . .
C16 C 0.53412(14) 0.78615(18) 0.05910(11) 0.0237(3) Uani 1 1 d . . .
H16 H 0.4525 0.8157 0.0292 0.028 Uiso 1 1 calc R . .
C17 C 0.60203(14) 0.66563(18) 0.02503(11) 0.0228(3) Uani 1 1 d . . .
H17 H 0.5667 0.6120 -0.0286 0.027 Uiso 1 1 calc R . .
C18 C 0.72230(13) 0.62111(17) 0.06823(9) 0.0183(3) Uani 1 1 d . . .
H18 H 0.7687 0.5388 0.0435 0.022 Uiso 1 1 calc R . .
C19 C 0.99433(13) 0.51163(17) 0.35426(9) 0.0173(3) Uani 1 1 d . . .
C20 C 1.09651(14) 0.42141(18) 0.33460(10) 0.0229(3) Uani 1 1 d . . .
H20 H 1.0977 0.3847 0.2750 0.028 Uiso 1 1 calc R . .
C21 C 1.19722(15) 0.3840(2) 0.40098(12) 0.0293(4) Uani 1 1 d . . .
H21 H 1.2664 0.3217 0.3864 0.035 Uiso 1 1 calc R . .
C22 C 1.19744(15) 0.4369(2) 0.48805(11) 0.0313(4) Uani 1 1 d . . .
H22 H 1.2657 0.4092 0.5335 0.038 Uiso 1 1 calc R . .
C23 C 1.09847(16) 0.5297(2) 0.50858(10) 0.0292(4) Uani 1 1 d . . .
H23 H 1.0992 0.5682 0.5681 0.035 Uiso 1 1 calc R . .
C24 C 0.99689(15) 0.56761(18) 0.44221(10) 0.0221(3) Uani 1 1 d . . .
H24 H 0.9289 0.6320 0.4569 0.027 Uiso 1 1 calc R . .
C25 C 0.82959(14) 0.25150(18) 0.25656(10) 0.0229(3) Uani 1 1 d . . .
H25A H 0.7691 0.1669 0.2457 0.027 Uiso 1 1 calc R . .
H25B H 0.9179 0.2281 0.2630 0.027 Uiso 1 1 calc R . .
C26 C 1.27423(13) 0.89055(18) 0.31824(9) 0.0184(3) Uani 1 1 d . . .
C27 C 1.37846(13) 0.78894(18) 0.32224(10) 0.0210(3) Uani 1 1 d . . .
H27 H 1.4098 0.7572 0.2689 0.025 Uiso 1 1 calc R . .
C28 C 1.43634(14) 0.73419(19) 0.40563(11) 0.0229(3) Uani 1 1 d . . .
H28 H 1.5081 0.6650 0.4091 0.027 Uiso 1 1 calc R . .
C29 C 1.39051(14) 0.77955(18) 0.48395(10) 0.0216(3) Uani 1 1 d . . .
C30 C 1.28616(14) 0.8825(2) 0.47791(10) 0.0228(3) Uani 1 1 d . . .
H30 H 1.2551 0.9150 0.5312 0.027 Uiso 1 1 calc R . .
C31 C 1.22694(13) 0.93833(19) 0.39592(9) 0.0201(3) Uani 1 1 d . . .
H31 H 1.1554 1.0079 0.3925 0.024 Uiso 1 1 calc R . .
C32 C 1.45239(15) 0.7163(2) 0.57363(11) 0.0286(4) Uani 1 1 d . . .
H32A H 1.5100 0.6277 0.5643 0.043 Uiso 1 1 calc R . .
H32B H 1.3867 0.6770 0.6077 0.043 Uiso 1 1 calc R . .
H32C H 1.5006 0.8029 0.6072 0.043 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
S1 0.01611(16) 0.01467(16) 0.02177(18) -0.00033(15) 0.00433(13) -0.00167(14)
O1 0.0199(5) 0.0169(5) 0.0211(5) -0.0043(4) 0.0059(4) 0.0002(4)
O2 0.0201(5) 0.0220(6) 0.0301(6) -0.0022(5) 0.0097(5) 0.0019(4)
O3 0.0178(5) 0.0258(6) 0.0256(6) -0.0027(5) 0.0005(4) -0.0006(4)
O4 0.0214(5) 0.0238(5) 0.0235(5) 0.0014(5) 0.0074(4) -0.0039(5)
O5 0.0230(5) 0.0144(5) 0.0314(6) -0.0001(5) 0.0055(5) 0.0011(4)
N1 0.0143(6) 0.0146(6) 0.0175(6) -0.0019(5) 0.0040(5) 0.0003(5)
C1 0.0134(6) 0.0141(7) 0.0153(7) 0.0023(5) 0.0010(5) 0.0035(5)
C2 0.0164(7) 0.0125(6) 0.0140(7) -0.0018(5) 0.0017(5) 0.0023(5)
C3 0.0157(7) 0.0165(7) 0.0130(7) 0.0000(5) 0.0010(6) 0.0034(5)
C4 0.0162(7) 0.0154(7) 0.0125(7) -0.0016(5) -0.0003(6) 0.0031(5)
C5 0.0150(7) 0.0253(8) 0.0215(8) -0.0011(6) 0.0043(6) 0.0007(6)
C6 0.0181(7) 0.0302(9) 0.0198(8) -0.0066(6) 0.0040(6) 0.0052(6)
C7 0.0214(7) 0.0222(8) 0.0180(7) -0.0055(6) 0.0007(6) 0.0032(6)
C8 0.0171(7) 0.0188(8) 0.0186(7) -0.0033(5) 0.0004(6) 0.0011(5)
C9 0.0172(7) 0.0133(7) 0.0158(7) -0.0004(5) 0.0045(6) 0.0012(5)
C10 0.0180(7) 0.0162(7) 0.0147(7) 0.0019(5) 0.0052(6) -0.0005(5)
C11 0.0191(7) 0.0174(7) 0.0160(6) 0.0043(6) 0.0039(5) -0.0002(6)
C12 0.0171(7) 0.0432(11) 0.0299(9) -0.0039(8) -0.0025(7) -0.0023(7)
C13 0.0152(7) 0.0133(7) 0.0177(7) 0.0029(5) 0.0041(6) -0.0005(5)
C14 0.0191(7) 0.0186(7) 0.0183(7) 0.0021(6) 0.0040(6) 0.0010(6)
C15 0.0187(7) 0.0204(8) 0.0287(8) 0.0058(6) 0.0067(6) 0.0053(6)
C16 0.0150(7) 0.0215(8) 0.0334(9) 0.0101(7) -0.0007(6) -0.0005(6)
C17 0.0225(8) 0.0201(8) 0.0239(8) 0.0024(6) -0.0031(6) -0.0051(6)
C18 0.0185(7) 0.0137(7) 0.0225(8) 0.0015(6) 0.0019(6) -0.0009(6)
C19 0.0184(7) 0.0148(6) 0.0182(7) 0.0022(6) 0.0011(6) -0.0032(5)
C20 0.0219(7) 0.0231(9) 0.0234(8) 0.0013(6) 0.0016(6) 0.0014(6)
C21 0.0229(8) 0.0243(8) 0.0388(9) 0.0072(7) -0.0019(7) 0.0008(7)
C22 0.0260(8) 0.0330(9) 0.0310(9) 0.0116(8) -0.0092(7) -0.0053(8)
C23 0.0354(9) 0.0333(9) 0.0167(8) 0.0010(7) -0.0037(7) -0.0105(7)
C24 0.0262(8) 0.0207(8) 0.0197(7) 0.0013(6) 0.0039(6) -0.0029(6)
C25 0.0189(7) 0.0191(8) 0.0309(9) 0.0007(6) 0.0049(7) -0.0002(6)
C26 0.0166(7) 0.0173(7) 0.0213(7) -0.0022(6) 0.0025(6) -0.0025(6)
C27 0.0183(7) 0.0226(8) 0.0233(8) -0.0040(6) 0.0068(6) 0.0012(6)
C28 0.0186(7) 0.0234(8) 0.0267(8) -0.0037(6) 0.0031(6) 0.0037(6)
C29 0.0171(7) 0.0228(8) 0.0243(8) -0.0044(6) 0.0007(6) -0.0026(6)
C30 0.0199(7) 0.0291(8) 0.0200(8) -0.0064(6) 0.0051(6) -0.0016(7)
C31 0.0154(6) 0.0209(7) 0.0240(7) -0.0058(7) 0.0026(6) 0.0012(6)
C32 0.0245(8) 0.0370(10) 0.0239(8) -0.0050(7) 0.0018(7) 0.0061(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
S1 O5 1.4248(10) . ?
S1 O4 1.4280(10) . ?
S1 N1 1.6858(12) . ?
S1 C26 1.7536(14) . ?
O1 C1 1.2053(16) . ?
O2 C11 1.2105(18) . ?
O3 C11 1.3422(17) . ?
O3 C12 1.4481(18) . ?
N1 C1 1.4077(17) . ?
N1 C4 1.4380(18) . ?
C1 C2 1.5451(19) . ?
C2 C3 1.5195(19) . ?
C2 C13 1.5428(19) . ?
C2 C9 1.5751(19) . ?
C3 C8 1.3875(19) . ?
C3 C4 1.388(2) . ?
C4 C5 1.387(2) . ?
C5 C6 1.392(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.385(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.392(2) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C19 1.5246(19) . ?
C9 C10 1.5274(19) . ?
C9 H9 1.0000 . ?
C10 C25 1.325(2) . ?
C10 C11 1.4946(19) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.3945(19) . ?
C13 C14 1.3976(19) . ?
C14 C15 1.3817(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.391(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.376(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.397(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.386(2) . ?
C19 C24 1.400(2) . ?
C20 C21 1.389(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.382(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.375(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.396(2) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 H25A 0.9500 . ?
C25 H25B 0.9500 . ?
C26 C27 1.387(2) . ?
C26 C31 1.3957(19) . ?
C27 C28 1.392(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.393(2) . ?
C29 C32 1.508(2) . ?
C30 C31 1.382(2) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?

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 120.07(7) . . ?
O5 S1 N1 106.16(6) . . ?
O4 S1 N1 105.92(6) . . ?
O5 S1 C26 109.91(7) . . ?
O4 S1 C26 109.57(6) . . ?
N1 S1 C26 103.88(6) . . ?
C11 O3 C12 115.04(12) . . ?
C1 N1 C4 109.38(11) . . ?
C1 N1 S1 121.06(9) . . ?
C4 N1 S1 127.46(9) . . ?
O1 C1 N1 124.96(13) . . ?
O1 C1 C2 126.49(12) . . ?
N1 C1 C2 108.54(11) . . ?
C3 C2 C13 113.30(11) . . ?
C3 C2 C1 101.27(11) . . ?
C13 C2 C1 108.30(11) . . ?
C3 C2 C9 117.41(11) . . ?
C13 C2 C9 109.12(11) . . ?
C1 C2 C9 106.60(11) . . ?
C8 C3 C4 119.09(13) . . ?
C8 C3 C2 130.41(13) . . ?
C4 C3 C2 110.50(12) . . ?
C5 C4 C3 122.52(13) . . ?
C5 C4 N1 128.06(13) . . ?
C3 C4 N1 109.38(12) . . ?
C4 C5 C6 117.32(14) . . ?
C4 C5 H5 121.3 . . ?
C6 C5 H5 121.3 . . ?
C7 C6 C5 121.30(13) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C8 120.22(14) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C3 C8 C7 119.52(14) . . ?
C3 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C19 C9 C10 113.91(11) . . ?
C19 C9 C2 114.71(11) . . ?
C10 C9 C2 111.49(11) . . ?
C19 C9 H9 105.2 . . ?
C10 C9 H9 105.2 . . ?
C2 C9 H9 105.2 . . ?
C25 C10 C11 119.21(13) . . ?
C25 C10 C9 125.89(13) . . ?
C11 C10 C9 114.71(12) . . ?
O2 C11 O3 122.60(12) . . ?
O2 C11 C10 123.61(13) . . ?
O3 C11 C10 113.75(12) . . ?
O3 C12 H12A 109.5 . . ?
O3 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O3 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 118.34(13) . . ?
C18 C13 C2 121.55(12) . . ?
C14 C13 C2 120.02(12) . . ?
C15 C14 C13 121.25(14) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 119.97(14) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 119.50(13) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C16 C17 C18 120.85(14) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C13 C18 C17 120.08(14) . . ?
C13 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C20 C19 C24 118.24(13) . . ?
C20 C19 C9 124.23(13) . . ?
C24 C19 C9 117.49(13) . . ?
C19 C20 C21 120.84(14) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C22 C21 C20 120.43(16) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C23 C22 C21 119.68(14) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C22 C23 C24 120.17(15) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C23 C24 C19 120.61(15) . . ?
C23 C24 H24 119.7 . . ?
C19 C24 H24 119.7 . . ?
C10 C25 H25A 120.0 . . ?
C10 C25 H25B 120.0 . . ?
H25A C25 H25B 120.0 . . ?
C27 C26 C31 121.26(13) . . ?
C27 C26 S1 119.56(11) . . ?
C31 C26 S1 119.08(11) . . ?
C26 C27 C28 118.91(14) . . ?
C26 C27 H27 120.5 . . ?
C28 C27 H27 120.5 . . ?
C29 C28 C27 120.86(14) . . ?
C29 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C28 C29 C30 118.95(14) . . ?
C28 C29 C32 120.25(14) . . ?
C30 C29 C32 120.80(14) . . ?
C31 C30 C29 121.30(14) . . ?
C31 C30 H30 119.4 . . ?
C29 C30 H30 119.3 . . ?
C30 C31 C26 118.72(13) . . ?
C30 C31 H31 120.6 . . ?
C26 C31 H31 120.6 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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 C1 -46.62(12) . . . . ?
O4 S1 N1 C1 -175.31(10) . . . . ?
C26 S1 N1 C1 69.28(12) . . . . ?
O5 S1 N1 C4 151.69(11) . . . . ?
O4 S1 N1 C4 23.00(13) . . . . ?
C26 S1 N1 C4 -92.42(12) . . . . ?
C4 N1 C1 O1 169.45(13) . . . . ?
S1 N1 C1 O1 4.78(19) . . . . ?
C4 N1 C1 C2 -9.50(14) . . . . ?
S1 N1 C1 C2 -174.18(9) . . . . ?
O1 C1 C2 C3 -169.59(13) . . . . ?
N1 C1 C2 C3 9.34(13) . . . . ?
O1 C1 C2 C13 71.03(17) . . . . ?
N1 C1 C2 C13 -110.04(12) . . . . ?
O1 C1 C2 C9 -46.27(17) . . . . ?
N1 C1 C2 C9 132.66(11) . . . . ?
C13 C2 C3 C8 -69.41(19) . . . . ?
C1 C2 C3 C8 174.85(14) . . . . ?
C9 C2 C3 C8 59.28(19) . . . . ?
C13 C2 C3 C4 109.64(13) . . . . ?
C1 C2 C3 C4 -6.11(14) . . . . ?
C9 C2 C3 C4 -121.67(13) . . . . ?
C8 C3 C4 C5 2.0(2) . . . . ?
C2 C3 C4 C5 -177.12(13) . . . . ?
C8 C3 C4 N1 180.00(12) . . . . ?
C2 C3 C4 N1 0.83(15) . . . . ?
C1 N1 C4 C5 -176.63(14) . . . . ?
S1 N1 C4 C5 -13.2(2) . . . . ?
C1 N1 C4 C3 5.56(15) . . . . ?
S1 N1 C4 C3 168.99(10) . . . . ?
C3 C4 C5 C6 -1.9(2) . . . . ?
N1 C4 C5 C6 -179.47(13) . . . . ?
C4 C5 C6 C7 0.2(2) . . . . ?
C5 C6 C7 C8 1.3(2) . . . . ?
C4 C3 C8 C7 -0.5(2) . . . . ?
C2 C3 C8 C7 178.52(13) . . . . ?
C6 C7 C8 C3 -1.1(2) . . . . ?
C3 C2 C9 C19 59.12(16) . . . . ?
C13 C2 C9 C19 -170.24(11) . . . . ?
C1 C2 C9 C19 -53.48(14) . . . . ?
C3 C2 C9 C10 -72.23(15) . . . . ?
C13 C2 C9 C10 58.41(14) . . . . ?
C1 C2 C9 C10 175.16(11) . . . . ?
C19 C9 C10 C25 -33.8(2) . . . . ?
C2 C9 C10 C25 98.01(17) . . . . ?
C19 C9 C10 C11 141.24(12) . . . . ?
C2 C9 C10 C11 -87.00(14) . . . . ?
C12 O3 C11 O2 3.38(19) . . . . ?
C12 O3 C11 C10 -179.16(12) . . . . ?
C25 C10 C11 O2 151.35(15) . . . . ?
C9 C10 C11 O2 -24.00(19) . . . . ?
C25 C10 C11 O3 -26.09(19) . . . . ?
C9 C10 C11 O3 158.56(11) . . . . ?
C3 C2 C13 C18 27.49(18) . . . . ?
C1 C2 C13 C18 138.99(13) . . . . ?
C9 C2 C13 C18 -105.34(14) . . . . ?
C3 C2 C13 C14 -156.08(13) . . . . ?
C1 C2 C13 C14 -44.58(16) . . . . ?
C9 C2 C13 C14 71.09(16) . . . . ?
C18 C13 C14 C15 0.6(2) . . . . ?
C2 C13 C14 C15 -175.98(13) . . . . ?
C13 C14 C15 C16 0.3(2) . . . . ?
C14 C15 C16 C17 -0.5(2) . . . . ?
C15 C16 C17 C18 -0.1(2) . . . . ?
C14 C13 C18 C17 -1.2(2) . . . . ?
C2 C13 C18 C17 175.33(13) . . . . ?
C16 C17 C18 C13 1.0(2) . . . . ?
C10 C9 C19 C20 70.47(18) . . . . ?
C2 C9 C19 C20 -59.71(18) . . . . ?
C10 C9 C19 C24 -106.82(15) . . . . ?
C2 C9 C19 C24 122.99(14) . . . . ?
C24 C19 C20 C21 1.7(2) . . . . ?
C9 C19 C20 C21 -175.63(14) . . . . ?
C19 C20 C21 C22 -0.2(2) . . . . ?
C20 C21 C22 C23 -1.3(3) . . . . ?
C21 C22 C23 C24 1.4(3) . . . . ?
C22 C23 C24 C19 0.1(2) . . . . ?
C20 C19 C24 C23 -1.6(2) . . . . ?
C9 C19 C24 C23 175.89(14) . . . . ?
O5 S1 C26 C27 -157.20(11) . . . . ?
O4 S1 C26 C27 -23.23(14) . . . . ?
N1 S1 C26 C27 89.57(12) . . . . ?
O5 S1 C26 C31 26.20(14) . . . . ?
O4 S1 C26 C31 160.17(11) . . . . ?
N1 S1 C26 C31 -87.02(12) . . . . ?
C31 C26 C27 C28 0.0(2) . . . . ?
S1 C26 C27 C28 -176.51(12) . . . . ?
C26 C27 C28 C29 0.3(2) . . . . ?
C27 C28 C29 C30 -0.7(2) . . . . ?
C27 C28 C29 C32 178.61(15) . . . . ?
C28 C29 C30 C31 0.8(2) . . . . ?
C32 C29 C30 C31 -178.53(15) . . . . ?
C29 C30 C31 C26 -0.5(2) . . . . ?
C27 C26 C31 C30 0.1(2) . . . . ?
S1 C26 C31 C30 176.60(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.90
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.162
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.042