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

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Runtao Li'
_publ_contact_author_email       LIRT@MAIL.BJMU.EDU.CN

_publ_section_title              
;
Efficient Direct Asymmetric Vinylogous Michael
Addition Reactions of gamma-Butenolides to Chalcones Catalyzed by
Vicinal Primary-diamine Salts
;
loop_
_publ_author_name
'Runtao Li'
'Tieming Cheng'
'Zemei Ge'
'Chao Qi'
'Junfeng Wang'

# Attachment 'A.cif'

data_a
_database_code_depnum_ccdc_archive 'CCDC 743805'
#TrackingRef 'A.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H24 O4 S'
_chemical_formula_sum            'C30 H24 O4 S'
_chemical_formula_weight         480.55

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   10.3663(12)
_cell_length_b                   11.4219(13)
_cell_length_c                   11.9282(13)
_cell_angle_alpha                72.6170(10)
_cell_angle_beta                 71.1310(10)
_cell_angle_gamma                73.1030(10)
_cell_volume                     1245.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3186
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      25.17

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9241
_exptl_absorpt_correction_T_max  0.9598
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            9342
_diffrn_reflns_av_R_equivalents  0.0149
_diffrn_reflns_av_sigmaI/netI    0.0224
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         25.50
_reflns_number_total             4610
_reflns_number_gt                3393
_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^)+(0.0689P)^2^+0.9674P] 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_number_reflns         4610
_refine_ls_number_parameters     315
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0673
_refine_ls_wR_factor_ref         0.1864
_refine_ls_wR_factor_gt          0.1701
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.000
_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
C28 C 0.7912(7) 0.8588(7) 0.1474(8) 0.0809(6) Uani 0.386(3) 1 d PGU A 1
S1 S 0.7481(4) 0.9942(4) 0.0471(4) 0.0914(5) Uani 0.386(3) 1 d PGU A 1
C29 C 0.6753(10) 0.8295(7) 0.2388(7) 0.0866(7) Uani 0.386(3) 1 d PGU A 1
H29 H 0.6765 0.7590 0.3029 0.104 Uiso 0.386(3) 1 calc PR A 1
C30 C 0.5544(7) 0.9225(9) 0.2204(6) 0.0911(7) Uani 0.386(3) 1 d PGU A 1
H30 H 0.4661 0.9190 0.2727 0.109 Uiso 0.386(3) 1 calc PR A 1
C31 C 0.5770(4) 1.0134(8) 0.1242(7) 0.0917(7) Uani 0.386(3) 1 d PGU A 1
H31 H 0.5077 1.0806 0.1008 0.110 Uiso 0.386(3) 1 calc PR A 1
C1 C 0.7949(3) 0.5694(3) 0.1062(3) 0.0546(7) Uani 1 1 d . A .
C28' C 0.7987(3) 0.8585(5) 0.1371(5) 0.0809(6) Uani 0.614(3) 1 d PG A 2
S1' S 0.6580(2) 0.8079(2) 0.2417(2) 0.0914(5) Uani 0.614(3) 1 d PG A 2
C29' C 0.7565(6) 0.9732(5) 0.0627(5) 0.0866(7) Uani 0.614(3) 1 d PG A 2
H29' H 0.8162 1.0178 -0.0006 0.104 Uiso 0.614(3) 1 calc PR A 2
C30' C 0.6086(6) 1.0130(4) 0.0970(5) 0.0911(7) Uani 0.614(3) 1 d PG A 2
H30' H 0.5613 1.0880 0.0571 0.109 Uiso 0.614(3) 1 calc PR A 2
C31' C 0.5445(4) 0.9363(4) 0.1888(5) 0.0917(7) Uani 0.614(3) 1 d PG A 2
H31' H 0.4482 0.9504 0.2210 0.110 Uiso 0.614(3) 1 calc PR A 2
C2 C 0.8213(3) 0.6421(3) -0.0212(3) 0.0495(6) Uani 1 1 d . . .
C3 C 0.9251(3) 0.7005(2) -0.0412(2) 0.0471(6) Uani 1 1 d . . .
C4 C 0.9694(3) 0.6694(3) 0.0745(3) 0.0513(7) Uani 1 1 d . A .
H4 H 1.0683 0.6275 0.0608 0.062 Uiso 1 1 calc R . .
C5 C 0.9434(3) 0.7856(3) 0.1262(3) 0.0551(7) Uani 1 1 d . . .
H5 H 1.0015 0.8423 0.0669 0.066 Uiso 1 1 d R A .
C6 C 0.9892(3) 0.7485(3) 0.2444(3) 0.0599(8) Uani 1 1 d . A .
H6A H 0.9459 0.8157 0.2875 0.072 Uiso 1 1 calc R . .
H6B H 0.9555 0.6742 0.2956 0.072 Uiso 1 1 calc R . .
C7 C 1.1453(3) 0.7223(3) 0.2251(3) 0.0564(7) Uani 1 1 d . . .
C8 C 1.2010(3) 0.6917(3) 0.3339(3) 0.0535(7) Uani 1 1 d . A .
C9 C 1.3428(4) 0.6655(4) 0.3180(3) 0.0713(9) Uani 1 1 d . . .
H9 H 1.4020 0.6671 0.2403 0.086 Uiso 1 1 calc R A .
C10 C 1.3984(4) 0.6369(4) 0.4156(4) 0.0847(11) Uani 1 1 d . A .
H10 H 1.4947 0.6190 0.4034 0.102 Uiso 1 1 calc R . .
C11 C 1.3135(4) 0.6344(4) 0.5302(3) 0.0818(11) Uani 1 1 d . . .
H11 H 1.3515 0.6146 0.5960 0.098 Uiso 1 1 calc R A .
C12 C 1.1740(4) 0.6609(5) 0.5474(3) 0.0931(13) Uani 1 1 d . A .
H12 H 1.1158 0.6597 0.6254 0.112 Uiso 1 1 calc R . .
C13 C 1.1162(4) 0.6901(4) 0.4497(3) 0.0790(11) Uani 1 1 d . . .
H13 H 1.0197 0.7086 0.4628 0.095 Uiso 1 1 calc R A .
C14 C 0.9896(3) 0.7875(3) -0.1485(2) 0.0476(6) Uani 1 1 d . . .
C15 C 0.9141(3) 0.8736(3) -0.2282(3) 0.0546(7) Uani 1 1 d . . .
H15 H 0.8199 0.8754 -0.2138 0.065 Uiso 1 1 calc R . .
C16 C 0.9765(3) 0.9551(3) -0.3271(3) 0.0603(8) Uani 1 1 d . . .
H16 H 0.9245 1.0118 -0.3789 0.072 Uiso 1 1 calc R . .
C17 C 1.1174(3) 0.9535(3) -0.3503(3) 0.0569(7) Uani 1 1 d . . .
C18 C 1.1933(3) 0.8718(3) -0.2719(3) 0.0595(8) Uani 1 1 d . . .
H18 H 1.2871 0.8711 -0.2861 0.071 Uiso 1 1 calc R . .
C19 C 1.1292(3) 0.7908(3) -0.1720(3) 0.0550(7) Uani 1 1 d . . .
H19 H 1.1809 0.7368 -0.1188 0.066 Uiso 1 1 calc R . .
C21 C 0.7417(3) 0.6389(3) -0.1028(3) 0.0509(7) Uani 1 1 d . . .
C22 C 0.5996(3) 0.6456(3) -0.0611(3) 0.0689(9) Uani 1 1 d . . .
H22 H 0.5543 0.6521 0.0187 0.083 Uiso 1 1 calc R . .
C23 C 0.5240(4) 0.6428(4) -0.1359(5) 0.0904(13) Uani 1 1 d . . .
H23 H 0.4284 0.6473 -0.1065 0.109 Uiso 1 1 calc R . .
C24 C 0.5890(5) 0.6334(4) -0.2528(5) 0.0931(14) Uani 1 1 d . . .
H24 H 0.5374 0.6334 -0.3037 0.112 Uiso 1 1 calc R . .
C25 C 0.7313(5) 0.6238(4) -0.2960(4) 0.0823(11) Uani 1 1 d . . .
H25 H 0.7758 0.6155 -0.3754 0.099 Uiso 1 1 calc R . .
C26 C 0.8080(4) 0.6265(3) -0.2210(3) 0.0637(8) Uani 1 1 d . . .
H26 H 0.9039 0.6200 -0.2502 0.076 Uiso 1 1 calc R . .
C27 C 1.3168(4) 1.0292(5) -0.4888(4) 0.0989(14) Uani 1 1 d . . .
H27A H 1.3445 1.0475 -0.4276 0.148 Uiso 1 1 calc R . .
H27B H 1.3407 1.0886 -0.5644 0.148 Uiso 1 1 calc R . .
H27C H 1.3641 0.9458 -0.4991 0.148 Uiso 1 1 calc R . .
O1 O 0.8854(2) 0.58413(18) 0.15964(17) 0.0571(5) Uani 1 1 d . . .
O2 O 0.7118(3) 0.5040(2) 0.1618(2) 0.0739(7) Uani 1 1 d . . .
O3 O 1.2238(3) 0.7265(3) 0.1238(2) 0.0816(8) Uani 1 1 d . A .
O4 O 1.1699(3) 1.0377(2) -0.4525(2) 0.0783(7) Uani 1 1 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
C28 0.0806(10) 0.0812(11) 0.0979(11) -0.0394(10) -0.0402(9) -0.0033(9)
S1 0.0839(8) 0.0880(9) 0.1043(9) -0.0336(7) -0.0330(7) 0.0004(7)
C29 0.0849(12) 0.0845(12) 0.1015(12) -0.0380(11) -0.0394(10) 0.0000(10)
C30 0.0870(12) 0.0878(12) 0.1036(13) -0.0366(11) -0.0373(11) 0.0032(11)
C31 0.0853(11) 0.0890(11) 0.1042(12) -0.0356(10) -0.0355(10) 0.0029(10)
C1 0.0618(18) 0.0472(16) 0.0582(17) -0.0121(13) -0.0188(14) -0.0129(14)
C28' 0.0806(10) 0.0812(11) 0.0979(11) -0.0394(10) -0.0402(9) -0.0033(9)
S1' 0.0839(8) 0.0880(9) 0.1043(9) -0.0336(7) -0.0330(7) 0.0004(7)
C29' 0.0849(12) 0.0845(12) 0.1015(12) -0.0380(11) -0.0394(10) 0.0000(10)
C30' 0.0870(12) 0.0878(12) 0.1036(13) -0.0366(11) -0.0373(11) 0.0032(11)
C31' 0.0853(11) 0.0890(11) 0.1042(12) -0.0356(10) -0.0355(10) 0.0029(10)
C2 0.0523(16) 0.0462(15) 0.0547(16) -0.0137(12) -0.0191(13) -0.0093(12)
C3 0.0497(15) 0.0467(15) 0.0502(15) -0.0155(12) -0.0183(12) -0.0074(12)
C4 0.0556(16) 0.0505(16) 0.0520(16) -0.0105(13) -0.0202(13) -0.0117(13)
C5 0.0638(18) 0.0544(17) 0.0568(17) -0.0125(13) -0.0251(14) -0.0165(14)
C6 0.0643(19) 0.072(2) 0.0554(17) -0.0223(15) -0.0220(15) -0.0167(15)
C7 0.0649(19) 0.0606(18) 0.0500(17) -0.0114(14) -0.0188(14) -0.0193(15)
C8 0.0582(17) 0.0571(17) 0.0497(16) -0.0139(13) -0.0180(13) -0.0129(14)
C9 0.062(2) 0.094(3) 0.0550(18) -0.0084(17) -0.0182(15) -0.0179(18)
C10 0.064(2) 0.115(3) 0.076(2) -0.009(2) -0.0310(19) -0.019(2)
C11 0.085(3) 0.103(3) 0.065(2) -0.019(2) -0.038(2) -0.013(2)
C12 0.078(3) 0.150(4) 0.055(2) -0.034(2) -0.0194(18) -0.014(3)
C13 0.061(2) 0.120(3) 0.059(2) -0.028(2) -0.0168(16) -0.015(2)
C14 0.0514(15) 0.0508(15) 0.0480(15) -0.0143(12) -0.0186(12) -0.0121(12)
C15 0.0514(16) 0.0603(18) 0.0574(17) -0.0110(14) -0.0213(14) -0.0143(14)
C16 0.0649(19) 0.0643(19) 0.0563(18) -0.0044(15) -0.0276(15) -0.0168(15)
C17 0.0662(19) 0.0634(18) 0.0473(16) -0.0153(14) -0.0119(14) -0.0232(15)
C18 0.0515(17) 0.074(2) 0.0607(18) -0.0197(16) -0.0128(14) -0.0215(15)
C19 0.0518(16) 0.0641(18) 0.0554(17) -0.0134(14) -0.0216(13) -0.0129(14)
C21 0.0528(16) 0.0444(15) 0.0618(17) -0.0113(13) -0.0231(13) -0.0113(12)
C22 0.0562(19) 0.072(2) 0.080(2) -0.0119(18) -0.0250(17) -0.0134(16)
C23 0.067(2) 0.096(3) 0.122(4) -0.010(3) -0.051(2) -0.023(2)
C24 0.106(3) 0.081(3) 0.128(4) -0.014(3) -0.081(3) -0.026(2)
C25 0.110(3) 0.079(2) 0.081(2) -0.023(2) -0.048(2) -0.024(2)
C26 0.067(2) 0.071(2) 0.066(2) -0.0216(16) -0.0235(16) -0.0193(16)
C27 0.086(3) 0.117(4) 0.083(3) -0.012(2) 0.006(2) -0.048(3)
O1 0.0729(13) 0.0526(12) 0.0513(11) -0.0048(9) -0.0253(10) -0.0183(10)
O2 0.0886(17) 0.0716(15) 0.0680(14) -0.0011(11) -0.0228(12) -0.0391(13)
O3 0.0716(15) 0.127(2) 0.0486(13) -0.0122(13) -0.0146(11) -0.0329(15)
O4 0.0824(17) 0.0894(17) 0.0608(14) -0.0009(12) -0.0134(12) -0.0377(14)

_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
C28 C29 1.3826 . ?
C28 C5 1.535(7) . ?
C28 S1 1.6915 . ?
S1 C31 1.6965 . ?
C29 C30 1.4185 . ?
C29 H29 0.9300 . ?
C30 C31 1.3064 . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C1 O2 1.203(3) . ?
C1 O1 1.363(4) . ?
C1 C2 1.478(4) . ?
C28' C29' 1.3853 . ?
C28' C5 1.474(5) . ?
C28' S1' 1.7028 . ?
S1' C31' 1.6906 . ?
C29' C30' 1.4226 . ?
C29' H29' 0.9300 . ?
C30' C31' 1.3049 . ?
C30' H30' 0.9300 . ?
C31' H31' 0.9300 . ?
C2 C3 1.347(4) . ?
C2 C21 1.478(4) . ?
C3 C14 1.465(4) . ?
C3 C4 1.505(4) . ?
C4 O1 1.438(3) . ?
C4 C5 1.545(4) . ?
C4 H4 0.9800 . ?
C5 C6 1.534(4) . ?
C5 H5 0.9800 . ?
C6 C7 1.509(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 O3 1.216(4) . ?
C7 C8 1.496(4) . ?
C8 C9 1.373(4) . ?
C8 C13 1.375(4) . ?
C9 C10 1.375(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.362(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.347(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.389(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C19 1.392(4) . ?
C14 C15 1.399(4) . ?
C15 C16 1.370(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.391(4) . ?
C16 H16 0.9300 . ?
C17 O4 1.371(4) . ?
C17 C18 1.376(4) . ?
C18 C19 1.379(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C21 C22 1.381(4) . ?
C21 C26 1.385(4) . ?
C22 C23 1.377(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.360(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.379(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.387(4) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 O4 1.424(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 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
C29 C28 C5 129.4(4) . . ?
C29 C28 S1 111.3 . . ?
C5 C28 S1 119.3(4) . . ?
C28 S1 C31 92.1 . . ?
C28 C29 C30 110.1 . . ?
C28 C29 H29 125.0 . . ?
C30 C29 H29 125.0 . . ?
C31 C30 C29 114.6 . . ?
C31 C30 H30 122.7 . . ?
C29 C30 H30 122.7 . . ?
C30 C31 S1 111.9 . . ?
C30 C31 H31 124.1 . . ?
S1 C31 H31 124.1 . . ?
O2 C1 O1 120.9(3) . . ?
O2 C1 C2 130.1(3) . . ?
O1 C1 C2 109.0(2) . . ?
C29' C28' C5 125.9(3) . . ?
C29' C28' S1' 110.4 . . ?
C5 C28' S1' 123.6(3) . . ?
C31' S1' C28' 92.7 . . ?
C28' C29' C30' 110.3 . . ?
C28' C29' H29' 124.8 . . ?
C30' C29' H29' 124.8 . . ?
C31' C30' C29' 114.9 . . ?
C31' C30' H30' 122.6 . . ?
C29' C30' H30' 122.6 . . ?
C30' C31' S1' 111.6 . . ?
C30' C31' H31' 124.2 . . ?
S1' C31' H31' 124.2 . . ?
C3 C2 C1 107.9(2) . . ?
C3 C2 C21 131.4(3) . . ?
C1 C2 C21 120.7(2) . . ?
C2 C3 C14 131.4(2) . . ?
C2 C3 C4 108.7(2) . . ?
C14 C3 C4 119.7(2) . . ?
O1 C4 C3 105.0(2) . . ?
O1 C4 C5 109.2(2) . . ?
C3 C4 C5 113.2(2) . . ?
O1 C4 H4 109.8 . . ?
C3 C4 H4 109.8 . . ?
C5 C4 H4 109.8 . . ?
C28' C5 C6 113.8(3) . . ?
C28' C5 C28 4.1(5) . . ?
C6 C5 C28 109.8(4) . . ?
C28' C5 C4 111.6(4) . . ?
C6 C5 C4 111.0(2) . . ?
C28 C5 C4 113.2(5) . . ?
C28' C5 H5 105.1 . . ?
C6 C5 H5 107.1 . . ?
C28 C5 H5 107.6 . . ?
C4 C5 H5 107.9 . . ?
C7 C6 C5 113.8(3) . . ?
C7 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
O3 C7 C8 120.7(3) . . ?
O3 C7 C6 121.0(3) . . ?
C8 C7 C6 118.3(3) . . ?
C9 C8 C13 118.2(3) . . ?
C9 C8 C7 118.9(3) . . ?
C13 C8 C7 122.9(3) . . ?
C8 C9 C10 120.8(3) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 120.5(3) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 C10 119.5(3) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 120.7(3) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C8 C13 C12 120.3(3) . . ?
C8 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C19 C14 C15 117.2(3) . . ?
C19 C14 C3 120.5(2) . . ?
C15 C14 C3 122.3(2) . . ?
C16 C15 C14 121.2(3) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C15 C16 C17 120.2(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
O4 C17 C18 124.7(3) . . ?
O4 C17 C16 115.5(3) . . ?
C18 C17 C16 119.8(3) . . ?
C17 C18 C19 119.5(3) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C18 C19 C14 122.0(3) . . ?
C18 C19 H19 119.0 . . ?
C14 C19 H19 119.0 . . ?
C22 C21 C26 118.7(3) . . ?
C22 C21 C2 120.3(3) . . ?
C26 C21 C2 121.0(3) . . ?
C23 C22 C21 121.0(4) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C24 C23 C22 120.1(4) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 120.1(3) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C26 120.0(4) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C21 C26 C25 120.1(3) . . ?
C21 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
O4 C27 H27A 109.5 . . ?
O4 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O4 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C1 O1 C4 109.3(2) . . ?
C17 O4 C27 117.7(3) . . ?

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
C29 C28 S1 C31 -0.1 . . . . ?
C5 C28 S1 C31 178.3(10) . . . . ?
C5 C28 C29 C30 -178.1(12) . . . . ?
S1 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 C31 0.1 . . . . ?
C29 C30 C31 S1 -0.1 . . . . ?
C28 S1 C31 C30 0.1 . . . . ?
C29' C28' S1' C31' -0.2 . . . . ?
C5 C28' S1' C31' -177.7(7) . . . . ?
C5 C28' C29' C30' 177.5(7) . . . . ?
S1' C28' C29' C30' 0.1 . . . . ?
C28' C29' C30' C31' 0.1 . . . . ?
C29' C30' C31' S1' -0.2 . . . . ?
C28' S1' C31' C30' 0.2 . . . . ?
O2 C1 C2 C3 180.0(3) . . . . ?
O1 C1 C2 C3 -1.0(3) . . . . ?
O2 C1 C2 C21 -1.6(5) . . . . ?
O1 C1 C2 C21 177.4(2) . . . . ?
C1 C2 C3 C14 -177.4(3) . . . . ?
C21 C2 C3 C14 4.3(5) . . . . ?
C1 C2 C3 C4 -0.9(3) . . . . ?
C21 C2 C3 C4 -179.1(3) . . . . ?
C2 C3 C4 O1 2.4(3) . . . . ?
C14 C3 C4 O1 179.4(2) . . . . ?
C2 C3 C4 C5 -116.6(3) . . . . ?
C14 C3 C4 C5 60.4(3) . . . . ?
C29' C28' C5 C6 127.1(4) . . . . ?
S1' C28' C5 C6 -55.8(6) . . . . ?
C29' C28' C5 C28 140(9) . . . . ?
S1' C28' C5 C28 -43(8) . . . . ?
C29' C28' C5 C4 -106.4(4) . . . . ?
S1' C28' C5 C4 70.8(6) . . . . ?
C29 C28 C5 C28' 144(9) . . . . ?
S1 C28 C5 C28' -34(8) . . . . ?
C29 C28 C5 C6 -49.3(8) . . . . ?
S1 C28 C5 C6 132.6(6) . . . . ?
C29 C28 C5 C4 75.3(7) . . . . ?
S1 C28 C5 C4 -102.8(7) . . . . ?
O1 C4 C5 C28' -65.1(3) . . . . ?
C3 C4 C5 C28' 51.5(4) . . . . ?
O1 C4 C5 C6 63.0(3) . . . . ?
C3 C4 C5 C6 179.5(2) . . . . ?
O1 C4 C5 C28 -61.0(4) . . . . ?
C3 C4 C5 C28 55.6(4) . . . . ?
C28' C5 C6 C7 -156.7(3) . . . . ?
C28 C5 C6 C7 -157.7(4) . . . . ?
C4 C5 C6 C7 76.4(3) . . . . ?
C5 C6 C7 O3 -2.7(4) . . . . ?
C5 C6 C7 C8 176.9(3) . . . . ?
O3 C7 C8 C9 -1.5(5) . . . . ?
C6 C7 C8 C9 178.9(3) . . . . ?
O3 C7 C8 C13 177.7(3) . . . . ?
C6 C7 C8 C13 -1.9(5) . . . . ?
C13 C8 C9 C10 0.8(6) . . . . ?
C7 C8 C9 C10 -180.0(3) . . . . ?
C8 C9 C10 C11 -0.2(6) . . . . ?
C9 C10 C11 C12 -0.3(7) . . . . ?
C10 C11 C12 C13 0.3(7) . . . . ?
C9 C8 C13 C12 -0.9(6) . . . . ?
C7 C8 C13 C12 180.0(4) . . . . ?
C11 C12 C13 C8 0.3(7) . . . . ?
C2 C3 C14 C19 -149.5(3) . . . . ?
C4 C3 C14 C19 34.3(4) . . . . ?
C2 C3 C14 C15 33.2(5) . . . . ?
C4 C3 C14 C15 -143.0(3) . . . . ?
C19 C14 C15 C16 1.8(4) . . . . ?
C3 C14 C15 C16 179.2(3) . . . . ?
C14 C15 C16 C17 0.2(5) . . . . ?
C15 C16 C17 O4 179.1(3) . . . . ?
C15 C16 C17 C18 -1.6(5) . . . . ?
O4 C17 C18 C19 -179.8(3) . . . . ?
C16 C17 C18 C19 1.1(5) . . . . ?
C17 C18 C19 C14 1.0(5) . . . . ?
C15 C14 C19 C18 -2.4(4) . . . . ?
C3 C14 C19 C18 -179.8(3) . . . . ?
C3 C2 C21 C22 -139.3(3) . . . . ?
C1 C2 C21 C22 42.7(4) . . . . ?
C3 C2 C21 C26 42.1(5) . . . . ?
C1 C2 C21 C26 -135.9(3) . . . . ?
C26 C21 C22 C23 -1.4(5) . . . . ?
C2 C21 C22 C23 180.0(3) . . . . ?
C21 C22 C23 C24 0.0(6) . . . . ?
C22 C23 C24 C25 1.5(6) . . . . ?
C23 C24 C25 C26 -1.4(6) . . . . ?
C22 C21 C26 C25 1.4(5) . . . . ?
C2 C21 C26 C25 -180.0(3) . . . . ?
C24 C25 C26 C21 0.0(5) . . . . ?
O2 C1 O1 C4 -178.3(3) . . . . ?
C2 C1 O1 C4 2.6(3) . . . . ?
C3 C4 O1 C1 -3.0(3) . . . . ?
C5 C4 O1 C1 118.6(2) . . . . ?
C18 C17 O4 C27 8.5(5) . . . . ?
C16 C17 O4 C27 -172.3(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.741
_refine_diff_density_min         -0.689
_refine_diff_density_rms         0.047
_chemical_absolute_configuration syn