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

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

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

_publ_section_title              
;
Aminocatalytic Asymmetric Inverse-Electron-Demand
Aza-Diels-Alder Reaction of N-Ts-1-aza-1,3-butadienes Based on
Coumarin Cores
;
loop_
_publ_author_name
'Ying-Chun Chen'
'Bo Han'
'Jun-Long Li'
'Li Wu'
'Si-Li Zhou'

# Attachment '4a.cif'

data_4a
_database_code_depnum_ccdc_archive 'CCDC 756640'
#TrackingRef '4a.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H21 N O4 S'
_chemical_formula_weight         431.49

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           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                   8.7886(13)
_cell_length_b                   12.2877(19)
_cell_length_c                   19.835(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2142.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    7555
_cell_measurement_theta_min      3.03
_cell_measurement_theta_max      27.48

_exptl_crystal_description       Chunk
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             904
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.9414
_exptl_absorpt_correction_T_max  0.9642
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku SPIDER'
_diffrn_measurement_method       '\w 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            17503
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0366
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         27.47
_reflns_number_total             4904
_reflns_number_gt                4687
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Rapid Auto Version 3.0 (Rigaku 2004)'
_computing_cell_refinement       'Rapid Auto Version 3.0 (Rigaku 2004)'
_computing_data_reduction        'Rapid Auto Version 3.0 (Rigaku 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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^)+(0.0416P)^2^+0.1900P] 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   -0.02(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4904
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0751
_refine_ls_wR_factor_gt          0.0738
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      0.998
_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 0.53631(4) 0.32317(3) 0.217733(18) 0.01570(9) Uani 1 1 d . . .
O1 O 0.44123(13) 0.39868(9) 0.51678(5) 0.0203(3) Uani 1 1 d . . .
O2 O 0.22868(13) 0.38071(10) 0.45939(6) 0.0212(3) Uani 1 1 d . . .
O3 O 0.54678(13) 0.43838(9) 0.22813(5) 0.0206(2) Uani 1 1 d . . .
O4 O 0.66745(13) 0.26574(10) 0.19339(5) 0.0208(3) Uani 1 1 d . . .
N1 N 0.48712(14) 0.26281(10) 0.28995(6) 0.0158(3) Uani 1 1 d . . .
C1 C 0.59893(19) 0.41618(13) 0.51600(8) 0.0178(3) Uani 1 1 d . . .
C2 C 0.6572(2) 0.48529(14) 0.56438(8) 0.0231(4) Uani 1 1 d . . .
H2 H 0.5924 0.5183 0.5968 0.028 Uiso 1 1 calc R . .
C3 C 0.8125(2) 0.50551(14) 0.56454(9) 0.0251(4) Uani 1 1 d . . .
H3 H 0.8546 0.5532 0.5973 0.030 Uiso 1 1 calc R . .
C4 C 0.9066(2) 0.45664(14) 0.51733(9) 0.0215(4) Uani 1 1 d . . .
H4 H 1.0126 0.4720 0.5172 0.026 Uiso 1 1 calc R . .
C5 C 0.84547(18) 0.38459(13) 0.46988(8) 0.0178(3) Uani 1 1 d . . .
H5 H 0.9102 0.3505 0.4379 0.021 Uiso 1 1 calc R . .
C6 C 0.69011(18) 0.36280(13) 0.46951(8) 0.0156(3) Uani 1 1 d . . .
C7 C 0.59411(18) 0.18131(13) 0.31790(8) 0.0184(3) Uani 1 1 d . . .
H7A H 0.6513 0.1461 0.2808 0.022 Uiso 1 1 calc R . .
H7B H 0.5368 0.1243 0.3424 0.022 Uiso 1 1 calc R . .
C8 C 0.70384(17) 0.23742(13) 0.36563(8) 0.0171(3) Uani 1 1 d . . .
H8A H 0.7562 0.2981 0.3424 0.021 Uiso 1 1 calc R . .
H8B H 0.7816 0.1853 0.3818 0.021 Uiso 1 1 calc R . .
C9 C 0.61065(18) 0.28054(13) 0.42477(8) 0.0150(3) Uani 1 1 d . . .
H9 H 0.5863 0.2164 0.4539 0.018 Uiso 1 1 calc R . .
C10 C 0.45971(18) 0.32848(12) 0.40277(7) 0.0145(3) Uani 1 1 d . . .
C11 C 0.36480(18) 0.37143(13) 0.45813(8) 0.0168(3) Uani 1 1 d . . .
C12 C 0.40678(17) 0.32585(13) 0.33893(7) 0.0143(3) Uani 1 1 d . . .
C13 C 0.26401(18) 0.37769(13) 0.31460(8) 0.0167(3) Uani 1 1 d . . .
C14 C 0.15097(17) 0.31398(14) 0.28459(8) 0.0189(3) Uani 1 1 d . . .
H14 H 0.1662 0.2378 0.2797 0.023 Uiso 1 1 calc R . .
C15 C 0.01751(19) 0.36052(15) 0.26198(8) 0.0254(4) Uani 1 1 d . . .
H15 H -0.0588 0.3163 0.2420 0.030 Uiso 1 1 calc R . .
C16 C -0.00568(19) 0.47208(16) 0.26841(9) 0.0278(4) Uani 1 1 d . . .
H16 H -0.0973 0.5043 0.2527 0.033 Uiso 1 1 calc R . .
C17 C 0.1059(2) 0.53585(15) 0.29797(9) 0.0269(4) Uani 1 1 d . . .
H17 H 0.0902 0.6120 0.3027 0.032 Uiso 1 1 calc R . .
C18 C 0.24050(19) 0.48947(14) 0.32075(8) 0.0204(4) Uani 1 1 d . . .
H18 H 0.3167 0.5340 0.3406 0.025 Uiso 1 1 calc R . .
C19 C 0.38412(17) 0.29658(13) 0.16242(7) 0.0162(3) Uani 1 1 d . . .
C20 C 0.31713(18) 0.38227(14) 0.12829(8) 0.0196(3) Uani 1 1 d . . .
H20 H 0.3506 0.4548 0.1358 0.023 Uiso 1 1 calc R . .
C21 C 0.2008(2) 0.36121(15) 0.08313(8) 0.0235(4) Uani 1 1 d . . .
H21 H 0.1566 0.4196 0.0586 0.028 Uiso 1 1 calc R . .
C22 C 0.1476(2) 0.25581(16) 0.07318(9) 0.0278(4) Uani 1 1 d . . .
C23 C 0.2178(2) 0.17061(15) 0.10780(9) 0.0263(4) Uani 1 1 d . . .
H23 H 0.1833 0.0982 0.1009 0.032 Uiso 1 1 calc R . .
C24 C 0.33718(19) 0.18987(14) 0.15212(8) 0.0213(4) Uani 1 1 d . . .
H24 H 0.3857 0.1314 0.1749 0.026 Uiso 1 1 calc R . .
C25 C 0.0155(3) 0.23472(19) 0.02583(12) 0.0502(6) Uani 1 1 d . . .
H25A H -0.0565 0.2955 0.0283 0.060 Uiso 1 1 calc R . .
H25B H -0.0359 0.1672 0.0390 0.060 Uiso 1 1 calc R . .
H25C H 0.0536 0.2278 -0.0204 0.060 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 0.01400(17) 0.0193(2) 0.01382(17) 0.00040(15) -0.00003(15) -0.00105(16)
O1 0.0182(6) 0.0293(6) 0.0134(5) -0.0027(5) 0.0019(5) 0.0004(5)
O2 0.0150(6) 0.0295(7) 0.0192(6) 0.0034(5) 0.0038(5) 0.0019(5)
O3 0.0238(6) 0.0191(6) 0.0189(6) 0.0016(4) 0.0005(5) -0.0060(5)
O4 0.0147(6) 0.0290(7) 0.0186(6) -0.0011(5) 0.0012(5) 0.0032(5)
N1 0.0170(7) 0.0174(7) 0.0128(6) 0.0006(5) -0.0004(5) 0.0026(5)
C1 0.0174(8) 0.0209(9) 0.0151(7) 0.0018(6) -0.0012(6) 0.0006(6)
C2 0.0235(9) 0.0275(10) 0.0185(8) -0.0056(7) -0.0026(7) 0.0059(7)
C3 0.0253(9) 0.0250(9) 0.0248(9) -0.0083(7) -0.0112(7) 0.0030(8)
C4 0.0182(8) 0.0202(9) 0.0262(9) -0.0008(7) -0.0060(7) 0.0004(7)
C5 0.0175(8) 0.0176(8) 0.0184(8) 0.0017(7) -0.0017(6) 0.0023(6)
C6 0.0172(8) 0.0153(8) 0.0142(7) 0.0019(6) -0.0040(6) 0.0024(6)
C7 0.0222(8) 0.0151(8) 0.0179(7) 0.0005(6) -0.0012(6) 0.0041(7)
C8 0.0169(8) 0.0194(8) 0.0150(7) -0.0008(6) -0.0015(6) 0.0046(7)
C9 0.0165(7) 0.0155(8) 0.0132(7) 0.0013(6) -0.0008(6) 0.0008(6)
C10 0.0138(7) 0.0149(7) 0.0148(7) -0.0001(6) 0.0016(6) -0.0016(7)
C11 0.0182(8) 0.0174(8) 0.0149(7) 0.0025(6) 0.0001(6) -0.0017(7)
C12 0.0135(7) 0.0129(7) 0.0164(7) 0.0007(6) 0.0021(6) -0.0011(6)
C13 0.0144(8) 0.0220(8) 0.0137(7) 0.0035(6) 0.0010(6) 0.0002(7)
C14 0.0171(7) 0.0237(9) 0.0158(7) -0.0024(7) 0.0027(6) -0.0017(7)
C15 0.0149(8) 0.0422(11) 0.0192(8) -0.0021(7) -0.0003(7) -0.0038(7)
C16 0.0154(8) 0.0412(11) 0.0267(9) 0.0090(8) -0.0005(7) 0.0057(7)
C17 0.0228(9) 0.0246(9) 0.0332(10) 0.0075(8) 0.0036(8) 0.0059(8)
C18 0.0182(8) 0.0219(9) 0.0212(8) 0.0039(7) 0.0004(7) -0.0019(7)
C19 0.0159(8) 0.0220(9) 0.0107(7) -0.0011(6) 0.0004(6) 0.0010(6)
C20 0.0185(8) 0.0223(9) 0.0180(8) 0.0015(7) 0.0025(7) 0.0005(7)
C21 0.0224(9) 0.0289(10) 0.0193(8) 0.0013(7) -0.0019(7) 0.0092(7)
C22 0.0249(9) 0.0348(11) 0.0237(9) -0.0107(8) -0.0079(7) 0.0074(8)
C23 0.0257(9) 0.0255(9) 0.0276(9) -0.0085(8) -0.0060(7) -0.0008(8)
C24 0.0224(8) 0.0217(9) 0.0198(8) -0.0006(7) -0.0016(7) 0.0024(7)
C25 0.0476(14) 0.0472(13) 0.0559(14) -0.0182(11) -0.0322(12) 0.0130(11)

_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 O3 1.4336(12) . ?
S1 O4 1.4351(12) . ?
S1 N1 1.6699(13) . ?
S1 C19 1.7605(16) . ?
O1 C11 1.3845(19) . ?
O1 C1 1.403(2) . ?
O2 C11 1.2020(19) . ?
N1 C12 1.4292(19) . ?
N1 C7 1.4814(19) . ?
C1 C2 1.380(2) . ?
C1 C6 1.387(2) . ?
C2 C3 1.387(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.399(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(2) . ?
C5 H5 0.9500 . ?
C6 C9 1.516(2) . ?
C7 C8 1.517(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.526(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.516(2) . ?
C9 H9 1.0000 . ?
C10 C12 1.349(2) . ?
C10 C11 1.476(2) . ?
C12 C13 1.488(2) . ?
C13 C18 1.394(2) . ?
C13 C14 1.398(2) . ?
C14 C15 1.380(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.392(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.385(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.389(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.383(2) . ?
C19 C24 1.390(2) . ?
C20 C21 1.384(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.391(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.396(2) . ?
C22 C25 1.516(3) . ?
C23 C24 1.389(2) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
O3 S1 O4 118.84(7) . . ?
O3 S1 N1 109.38(7) . . ?
O4 S1 N1 106.15(7) . . ?
O3 S1 C19 108.76(7) . . ?
O4 S1 C19 108.01(7) . . ?
N1 S1 C19 104.80(7) . . ?
C11 O1 C1 120.48(13) . . ?
C12 N1 C7 115.19(12) . . ?
C12 N1 S1 118.05(10) . . ?
C7 N1 S1 117.19(10) . . ?
C2 C1 C6 122.63(16) . . ?
C2 C1 O1 116.95(15) . . ?
C6 C1 O1 120.38(15) . . ?
C1 C2 C3 118.47(16) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C4 C3 C2 120.54(16) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 119.93(16) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.15(16) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C1 C6 C5 118.20(15) . . ?
C1 C6 C9 116.01(14) . . ?
C5 C6 C9 125.70(14) . . ?
N1 C7 C8 109.26(13) . . ?
N1 C7 H7A 109.8 . . ?
C8 C7 H7A 109.8 . . ?
N1 C7 H7B 109.8 . . ?
C8 C7 H7B 109.8 . . ?
H7A C7 H7B 108.3 . . ?
C7 C8 C9 107.24(12) . . ?
C7 C8 H8A 110.3 . . ?
C9 C8 H8A 110.3 . . ?
C7 C8 H8B 110.3 . . ?
C9 C8 H8B 110.3 . . ?
H8A C8 H8B 108.5 . . ?
C6 C9 C10 108.22(13) . . ?
C6 C9 C8 115.75(13) . . ?
C10 C9 C8 112.55(12) . . ?
C6 C9 H9 106.6 . . ?
C10 C9 H9 106.6 . . ?
C8 C9 H9 106.6 . . ?
C12 C10 C11 120.77(14) . . ?
C12 C10 C9 124.23(14) . . ?
C11 C10 C9 114.79(13) . . ?
O2 C11 O1 116.26(14) . . ?
O2 C11 C10 127.71(15) . . ?
O1 C11 C10 115.93(13) . . ?
C10 C12 N1 118.72(14) . . ?
C10 C12 C13 125.80(14) . . ?
N1 C12 C13 115.36(13) . . ?
C18 C13 C14 118.93(15) . . ?
C18 C13 C12 121.22(15) . . ?
C14 C13 C12 119.85(15) . . ?
C15 C14 C13 120.69(16) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 120.19(16) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 119.49(16) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C16 C17 C18 120.57(17) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C17 C18 C13 120.13(16) . . ?
C17 C18 H18 119.9 . . ?
C13 C18 H18 119.9 . . ?
C20 C19 C24 121.33(15) . . ?
C20 C19 S1 119.15(12) . . ?
C24 C19 S1 119.48(12) . . ?
C19 C20 C21 119.27(16) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C20 C21 C22 120.95(16) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C21 C22 C23 118.70(16) . . ?
C21 C22 C25 120.30(17) . . ?
C23 C22 C25 121.00(17) . . ?
C24 C23 C22 121.14(17) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C23 C24 C19 118.56(16) . . ?
C23 C24 H24 120.7 . . ?
C19 C24 H24 120.7 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
O3 S1 N1 C12 24.53(13) . . . . ?
O4 S1 N1 C12 153.90(11) . . . . ?
C19 S1 N1 C12 -91.93(12) . . . . ?
O3 S1 N1 C7 -120.14(12) . . . . ?
O4 S1 N1 C7 9.23(13) . . . . ?
C19 S1 N1 C7 123.40(12) . . . . ?
C11 O1 C1 C2 152.80(15) . . . . ?
C11 O1 C1 C6 -29.1(2) . . . . ?
C6 C1 C2 C3 2.8(3) . . . . ?
O1 C1 C2 C3 -179.20(15) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C2 C3 C4 C5 -1.3(3) . . . . ?
C3 C4 C5 C6 0.7(2) . . . . ?
C2 C1 C6 C5 -3.3(2) . . . . ?
O1 C1 C6 C5 178.71(14) . . . . ?
C2 C1 C6 C9 173.59(15) . . . . ?
O1 C1 C6 C9 -4.4(2) . . . . ?
C4 C5 C6 C1 1.5(2) . . . . ?
C4 C5 C6 C9 -175.06(15) . . . . ?
C12 N1 C7 C8 -54.44(17) . . . . ?
S1 N1 C7 C8 91.23(13) . . . . ?
N1 C7 C8 C9 64.69(16) . . . . ?
C1 C6 C9 C10 41.91(18) . . . . ?
C5 C6 C9 C10 -141.44(15) . . . . ?
C1 C6 C9 C8 169.28(14) . . . . ?
C5 C6 C9 C8 -14.1(2) . . . . ?
C7 C8 C9 C6 -165.45(13) . . . . ?
C7 C8 C9 C10 -40.27(17) . . . . ?
C6 C9 C10 C12 134.29(16) . . . . ?
C8 C9 C10 C12 5.1(2) . . . . ?
C6 C9 C10 C11 -50.84(17) . . . . ?
C8 C9 C10 C11 179.97(13) . . . . ?
C1 O1 C11 O2 -164.48(14) . . . . ?
C1 O1 C11 C10 18.9(2) . . . . ?
C12 C10 C11 O2 21.1(3) . . . . ?
C9 C10 C11 O2 -154.00(17) . . . . ?
C12 C10 C11 O1 -162.73(14) . . . . ?
C9 C10 C11 O1 22.2(2) . . . . ?
C11 C10 C12 N1 -166.45(14) . . . . ?
C9 C10 C12 N1 8.1(2) . . . . ?
C11 C10 C12 C13 9.4(2) . . . . ?
C9 C10 C12 C13 -176.07(15) . . . . ?
C7 N1 C12 C10 17.1(2) . . . . ?
S1 N1 C12 C10 -128.24(13) . . . . ?
C7 N1 C12 C13 -159.12(13) . . . . ?
S1 N1 C12 C13 55.52(16) . . . . ?
C10 C12 C13 C18 58.9(2) . . . . ?
N1 C12 C13 C18 -125.13(16) . . . . ?
C10 C12 C13 C14 -121.43(18) . . . . ?
N1 C12 C13 C14 54.51(19) . . . . ?
C18 C13 C14 C15 -0.6(2) . . . . ?
C12 C13 C14 C15 179.72(14) . . . . ?
C13 C14 C15 C16 0.4(2) . . . . ?
C14 C15 C16 C17 -0.3(2) . . . . ?
C15 C16 C17 C18 0.4(3) . . . . ?
C16 C17 C18 C13 -0.6(3) . . . . ?
C14 C13 C18 C17 0.7(2) . . . . ?
C12 C13 C18 C17 -179.66(15) . . . . ?
O3 S1 C19 C20 11.40(15) . . . . ?
O4 S1 C19 C20 -118.85(13) . . . . ?
N1 S1 C19 C20 128.29(13) . . . . ?
O3 S1 C19 C24 -170.81(12) . . . . ?
O4 S1 C19 C24 58.93(14) . . . . ?
N1 S1 C19 C24 -53.92(14) . . . . ?
C24 C19 C20 C21 0.2(2) . . . . ?
S1 C19 C20 C21 177.91(12) . . . . ?
C19 C20 C21 C22 1.9(2) . . . . ?
C20 C21 C22 C23 -2.4(3) . . . . ?
C20 C21 C22 C25 177.32(18) . . . . ?
C21 C22 C23 C24 0.8(3) . . . . ?
C25 C22 C23 C24 -178.89(18) . . . . ?
C22 C23 C24 C19 1.2(3) . . . . ?
C20 C19 C24 C23 -1.7(2) . . . . ?
S1 C19 C24 C23 -179.43(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.042