# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_email       cjwang@whu.edu.cn
_publ_contact_author_name        'Chun-Jiang Wang'
loop_
_publ_author_name
'Xiu-Qin Dong'
'Xin Fang'
'Hai-Yan Tao'
'Chun-Jiang Wang'

data_111122dxq_0m
_database_code_depnum_ccdc_archive 'CCDC 861217'
#TrackingRef 'web_deposit_cif_file_0_Chun-JiangWang_1325770925.111122dxq_0m.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_absolute_configuration 11S,12R,13S
_chemical_formula_moiety         'C25 H22 N2 O2 S'
_chemical_formula_sum            'C25 H22 N2 O2 S'
_chemical_formula_weight         414.51

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                   5.8585(10)
_cell_length_b                   11.5282(19)
_cell_length_c                   30.948(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2090.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.23
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9498
_exptl_absorpt_correction_T_max  0.9599
_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9744
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0412
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         23.92
_reflns_number_total             3243
_reflns_number_gt                2743
_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^)+(0.0396P)^2^+0.3845P] 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     SHELXL
_refine_ls_extinction_coef       0.0050(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.11(10)
_refine_ls_number_reflns         3243
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.0910
_refine_ls_wR_factor_gt          0.0853
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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
C1 C 1.0720(6) 0.4376(2) 0.11541(10) 0.0547(8) Uani 1 1 d . . .
H1 H 1.2150 0.4118 0.1066 0.066 Uiso 1 1 calc R . .
C2 C 0.9259(6) 0.3621(2) 0.13428(10) 0.0584(9) Uani 1 1 d . . .
H2 H 0.9685 0.2849 0.1377 0.070 Uiso 1 1 calc R . .
C3 C 0.7106(6) 0.3992(3) 0.14880(10) 0.0565(8) Uani 1 1 d . . .
H3 H 0.6111 0.3468 0.1617 0.068 Uiso 1 1 calc R . .
C4 C 0.6487(5) 0.5119(2) 0.14386(10) 0.0507(8) Uani 1 1 d . . .
H4 H 0.5073 0.5361 0.1541 0.061 Uiso 1 1 calc R . .
C5 C 0.7944(5) 0.5935(2) 0.12352(9) 0.0417(7) Uani 1 1 d . . .
C6 C 0.7270(5) 0.7080(2) 0.11513(9) 0.0423(7) Uani 1 1 d . . .
H6 H 0.5846 0.7330 0.1246 0.051 Uiso 1 1 calc R . .
C7 C 0.8649(5) 0.7842(2) 0.09331(9) 0.0391(7) Uani 1 1 d . . .
C8 C 1.0820(5) 0.7455(2) 0.07976(9) 0.0470(7) Uani 1 1 d . . .
H8 H 1.1793 0.7966 0.0656 0.056 Uiso 1 1 calc R . .
C9 C 1.1508(5) 0.6352(2) 0.08700(10) 0.0518(8) Uani 1 1 d . . .
H9 H 1.2939 0.6119 0.0773 0.062 Uiso 1 1 calc R . .
C10 C 1.0114(5) 0.5548(2) 0.10882(10) 0.0441(7) Uani 1 1 d . . .
C11 C 0.7814(5) 0.9044(2) 0.08086(8) 0.0414(7) Uani 1 1 d . . .
H11 H 0.9138 0.9527 0.0738 0.050 Uiso 1 1 calc R . .
C12 C 0.6417(5) 0.9655(2) 0.11583(8) 0.0384(6) Uani 1 1 d . . .
H12 H 0.5129 0.9163 0.1244 0.046 Uiso 1 1 calc R . .
C13 C 0.5538(5) 1.0848(2) 0.10187(9) 0.0421(7) Uani 1 1 d . . .
H13 H 0.6871 1.1323 0.0946 0.050 Uiso 1 1 calc R . .
C14 C 0.4030(5) 1.0803(2) 0.06221(9) 0.0409(7) Uani 1 1 d . . .
C15 C 0.4207(5) 0.9954(2) 0.03058(9) 0.0416(7) Uani 1 1 d . . .
C16 C 0.2366(6) 1.1657(2) 0.05709(10) 0.0530(8) Uani 1 1 d . . .
H16 H 0.2236 1.2238 0.0778 0.064 Uiso 1 1 calc R . .
C17 C 0.0908(6) 1.1659(3) 0.02207(11) 0.0620(9) Uani 1 1 d . . .
H17 H -0.0185 1.2239 0.0193 0.074 Uiso 1 1 calc R . .
C18 C 0.1074(6) 1.0808(3) -0.00842(11) 0.0619(9) Uani 1 1 d . . .
H18 H 0.0085 1.0806 -0.0319 0.074 Uiso 1 1 calc R . .
C19 C 0.2704(5) 0.9952(3) -0.00448(9) 0.0531(8) Uani 1 1 d . . .
H19 H 0.2803 0.9370 -0.0252 0.064 Uiso 1 1 calc R . .
C20 C 0.7980(5) 0.9841(2) 0.15420(9) 0.0433(7) Uani 1 1 d . . .
C21 C 0.5681(6) 0.8120(3) 0.23431(10) 0.0550(8) Uani 1 1 d . . .
C22 C 0.7499(6) 0.8592(3) 0.25795(10) 0.0652(9) Uani 1 1 d . . .
H22 H 0.7876 0.8417 0.2864 0.078 Uiso 1 1 calc R . .
C23 C 0.8601(5) 0.9345(3) 0.23210(10) 0.0513(8) Uani 1 1 d . . .
C24 C 1.0629(6) 1.0087(3) 0.24034(11) 0.0710(10) Uani 1 1 d . . .
H24A H 1.1042 1.0038 0.2703 0.107 Uiso 1 1 calc R . .
H24B H 1.0273 1.0877 0.2332 0.107 Uiso 1 1 calc R . .
H24C H 1.1881 0.9827 0.2228 0.107 Uiso 1 1 calc R . .
C25 C 0.3987(7) 0.7220(3) 0.24738(12) 0.0772(11) Uani 1 1 d . . .
H25A H 0.2658 0.7278 0.2293 0.116 Uiso 1 1 calc R . .
H25B H 0.3558 0.7339 0.2770 0.116 Uiso 1 1 calc R . .
H25C H 0.4653 0.6464 0.2442 0.116 Uiso 1 1 calc R . .
N1 N 0.7440(4) 0.93111(19) 0.19315(7) 0.0435(6) Uani 1 1 d . . .
N2 N 0.5601(4) 0.85462(19) 0.19488(8) 0.0495(6) Uani 1 1 d . . .
O1 O 0.4431(4) 1.13843(15) 0.13765(6) 0.0521(5) Uani 1 1 d . . .
H1A H 0.3274 1.1019 0.1438 0.078 Uiso 1 1 calc R . .
O2 O 0.9675(4) 1.04555(18) 0.15167(7) 0.0587(6) Uani 1 1 d . . .
S1 S 0.61651(14) 0.88019(6) 0.03181(2) 0.0503(2) 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
C1 0.0481(19) 0.0424(16) 0.074(2) -0.0110(15) -0.0054(18) 0.0091(16)
C2 0.071(2) 0.0341(16) 0.070(2) 0.0000(15) -0.0116(19) 0.0028(17)
C3 0.065(2) 0.0469(19) 0.0577(19) 0.0061(16) 0.0002(17) -0.0044(17)
C4 0.0512(19) 0.0442(17) 0.0568(18) 0.0020(15) 0.0041(16) -0.0023(15)
C5 0.0420(17) 0.0378(15) 0.0452(17) -0.0025(13) -0.0032(13) -0.0004(13)
C6 0.0368(16) 0.0381(15) 0.0519(16) 0.0006(14) 0.0037(15) 0.0007(13)
C7 0.0368(16) 0.0362(14) 0.0444(15) -0.0023(12) 0.0007(13) -0.0015(14)
C8 0.0352(17) 0.0441(16) 0.0618(19) -0.0011(14) 0.0067(16) -0.0069(15)
C9 0.0378(17) 0.0458(18) 0.072(2) -0.0045(15) 0.0063(15) 0.0035(15)
C10 0.0448(17) 0.0362(15) 0.0512(17) -0.0050(13) -0.0071(15) -0.0006(14)
C11 0.0368(15) 0.0403(16) 0.0470(16) 0.0037(13) 0.0041(14) -0.0026(13)
C12 0.0372(16) 0.0382(14) 0.0397(15) -0.0004(12) 0.0029(14) -0.0070(12)
C13 0.0402(16) 0.0362(15) 0.0498(17) -0.0017(13) 0.0025(14) -0.0015(13)
C14 0.0380(16) 0.0367(14) 0.0480(17) 0.0076(13) 0.0044(15) -0.0043(14)
C15 0.0415(17) 0.0411(14) 0.0422(15) 0.0053(13) 0.0042(16) -0.0044(13)
C16 0.055(2) 0.0427(17) 0.061(2) 0.0062(15) 0.0047(19) 0.0048(16)
C17 0.050(2) 0.064(2) 0.072(2) 0.0160(18) -0.0037(19) 0.0143(18)
C18 0.052(2) 0.076(2) 0.058(2) 0.0119(18) -0.0091(18) 0.002(2)
C19 0.0525(19) 0.0614(19) 0.0455(17) 0.0039(15) -0.0055(17) -0.0021(17)
C20 0.0398(18) 0.0420(16) 0.0482(18) -0.0033(14) -0.0006(14) -0.0002(14)
C21 0.060(2) 0.0559(18) 0.0494(19) 0.0002(15) 0.0084(17) 0.0041(17)
C22 0.067(2) 0.082(2) 0.0463(19) 0.0068(17) -0.0029(19) 0.006(2)
C23 0.0478(19) 0.0589(18) 0.0471(18) -0.0045(15) -0.0044(16) 0.0133(16)
C24 0.058(2) 0.090(2) 0.065(2) -0.0024(19) -0.0161(19) -0.006(2)
C25 0.086(3) 0.073(2) 0.073(2) 0.0139(19) 0.016(2) -0.015(2)
N1 0.0443(14) 0.0440(13) 0.0421(14) -0.0004(11) 0.0012(12) -0.0003(12)
N2 0.0508(16) 0.0509(14) 0.0469(15) 0.0017(12) 0.0044(13) -0.0087(13)
O1 0.0525(13) 0.0476(12) 0.0564(12) -0.0122(10) 0.0054(11) 0.0013(10)
O2 0.0470(13) 0.0648(13) 0.0642(14) 0.0040(11) -0.0060(11) -0.0193(12)
S1 0.0509(5) 0.0514(4) 0.0486(4) -0.0071(4) -0.0033(4) 0.0070(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
C1 C2 1.353(4) . ?
C1 C10 1.412(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.406(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.358(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.418(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.402(4) . ?
C5 C10 1.422(4) . ?
C6 C7 1.372(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.411(4) . ?
C7 C11 1.519(4) . ?
C8 C9 1.352(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.408(4) . ?
C9 H9 0.9300 . ?
C11 C12 1.529(4) . ?
C11 S1 1.821(3) . ?
C11 H11 0.9800 . ?
C12 C20 1.515(4) . ?
C12 C13 1.531(4) . ?
C12 H12 0.9800 . ?
C13 O1 1.424(3) . ?
C13 C14 1.513(4) . ?
C13 H13 0.9800 . ?
C14 C15 1.388(4) . ?
C14 C16 1.394(4) . ?
C15 C19 1.398(4) . ?
C15 S1 1.755(3) . ?
C16 C17 1.380(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.364(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.379(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 O2 1.222(3) . ?
C20 N1 1.388(3) . ?
C21 N2 1.316(3) . ?
C21 C22 1.402(5) . ?
C21 C25 1.492(4) . ?
C22 C23 1.345(4) . ?
C22 H22 0.9300 . ?
C23 N1 1.385(4) . ?
C23 C24 1.486(4) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
N1 N2 1.393(3) . ?
O1 H1A 0.8200 . ?

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
C2 C1 C10 121.3(3) . . ?
C2 C1 H1 119.4 . . ?
C10 C1 H1 119.4 . . ?
C1 C2 C3 120.7(3) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 121.6(3) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 122.5(3) . . ?
C6 C5 C10 119.2(3) . . ?
C4 C5 C10 118.2(2) . . ?
C7 C6 C5 121.9(3) . . ?
C7 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
C6 C7 C8 118.3(2) . . ?
C6 C7 C11 121.3(2) . . ?
C8 C7 C11 120.2(2) . . ?
C9 C8 C7 121.1(3) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C8 C9 C10 121.7(3) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C9 C10 C1 123.6(3) . . ?
C9 C10 C5 117.7(2) . . ?
C1 C10 C5 118.6(3) . . ?
C7 C11 C12 114.4(2) . . ?
C7 C11 S1 104.04(17) . . ?
C12 C11 S1 112.14(18) . . ?
C7 C11 H11 108.7 . . ?
C12 C11 H11 108.7 . . ?
S1 C11 H11 108.7 . . ?
C20 C12 C11 107.3(2) . . ?
C20 C12 C13 107.3(2) . . ?
C11 C12 C13 113.2(2) . . ?
C20 C12 H12 109.7 . . ?
C11 C12 H12 109.7 . . ?
C13 C12 H12 109.7 . . ?
O1 C13 C14 112.3(2) . . ?
O1 C13 C12 108.9(2) . . ?
C14 C13 C12 113.2(2) . . ?
O1 C13 H13 107.4 . . ?
C14 C13 H13 107.4 . . ?
C12 C13 H13 107.4 . . ?
C15 C14 C16 118.0(3) . . ?
C15 C14 C13 123.5(2) . . ?
C16 C14 C13 118.4(2) . . ?
C14 C15 C19 120.1(3) . . ?
C14 C15 S1 124.5(2) . . ?
C19 C15 S1 115.3(2) . . ?
C17 C16 C14 121.5(3) . . ?
C17 C16 H16 119.2 . . ?
C14 C16 H16 119.2 . . ?
C18 C17 C16 119.9(3) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C17 C18 C19 120.2(3) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C15 120.2(3) . . ?
C18 C19 H19 119.9 . . ?
C15 C19 H19 119.9 . . ?
O2 C20 N1 119.7(3) . . ?
O2 C20 C12 121.5(3) . . ?
N1 C20 C12 118.7(2) . . ?
N2 C21 C22 111.5(3) . . ?
N2 C21 C25 119.1(3) . . ?
C22 C21 C25 129.4(3) . . ?
C23 C22 C21 107.7(3) . . ?
C23 C22 H22 126.1 . . ?
C21 C22 H22 126.1 . . ?
C22 C23 N1 105.3(3) . . ?
C22 C23 C24 130.8(3) . . ?
N1 C23 C24 123.9(3) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C25 H25A 109.5 . . ?
C21 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C21 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 N1 C20 129.2(3) . . ?
C23 N1 N2 111.4(2) . . ?
C20 N1 N2 119.2(2) . . ?
C21 N2 N1 104.1(2) . . ?
C13 O1 H1A 109.5 . . ?
C15 S1 C11 104.41(13) . . ?

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
C10 C1 C2 C3 -1.4(5) . . . . ?
C1 C2 C3 C4 0.0(5) . . . . ?
C2 C3 C4 C5 1.3(5) . . . . ?
C3 C4 C5 C6 175.0(3) . . . . ?
C3 C4 C5 C10 -1.0(4) . . . . ?
C4 C5 C6 C7 -176.3(3) . . . . ?
C10 C5 C6 C7 -0.4(4) . . . . ?
C5 C6 C7 C8 -1.0(4) . . . . ?
C5 C6 C7 C11 174.3(2) . . . . ?
C6 C7 C8 C9 1.7(4) . . . . ?
C11 C7 C8 C9 -173.7(3) . . . . ?
C7 C8 C9 C10 -0.9(5) . . . . ?
C8 C9 C10 C1 177.1(3) . . . . ?
C8 C9 C10 C5 -0.5(4) . . . . ?
C2 C1 C10 C9 -175.9(3) . . . . ?
C2 C1 C10 C5 1.7(5) . . . . ?
C6 C5 C10 C9 1.1(4) . . . . ?
C4 C5 C10 C9 177.3(3) . . . . ?
C6 C5 C10 C1 -176.6(3) . . . . ?
C4 C5 C10 C1 -0.4(4) . . . . ?
C6 C7 C11 C12 41.4(3) . . . . ?
C8 C7 C11 C12 -143.2(3) . . . . ?
C6 C7 C11 S1 -81.2(3) . . . . ?
C8 C7 C11 S1 94.1(3) . . . . ?
C7 C11 C12 C20 63.6(3) . . . . ?
S1 C11 C12 C20 -178.24(18) . . . . ?
C7 C11 C12 C13 -178.3(2) . . . . ?
S1 C11 C12 C13 -60.1(3) . . . . ?
C20 C12 C13 O1 -57.0(3) . . . . ?
C11 C12 C13 O1 -175.2(2) . . . . ?
C20 C12 C13 C14 177.3(2) . . . . ?
C11 C12 C13 C14 59.2(3) . . . . ?
O1 C13 C14 C15 -151.6(2) . . . . ?
C12 C13 C14 C15 -27.8(4) . . . . ?
O1 C13 C14 C16 28.2(3) . . . . ?
C12 C13 C14 C16 152.0(2) . . . . ?
C16 C14 C15 C19 -1.8(4) . . . . ?
C13 C14 C15 C19 178.1(3) . . . . ?
C16 C14 C15 S1 -179.1(2) . . . . ?
C13 C14 C15 S1 0.7(4) . . . . ?
C15 C14 C16 C17 0.9(4) . . . . ?
C13 C14 C16 C17 -179.0(3) . . . . ?
C14 C16 C17 C18 0.3(5) . . . . ?
C16 C17 C18 C19 -0.4(5) . . . . ?
C17 C18 C19 C15 -0.5(5) . . . . ?
C14 C15 C19 C18 1.6(4) . . . . ?
S1 C15 C19 C18 179.2(2) . . . . ?
C11 C12 C20 O2 63.1(3) . . . . ?
C13 C12 C20 O2 -58.8(3) . . . . ?
C11 C12 C20 N1 -117.9(2) . . . . ?
C13 C12 C20 N1 120.2(3) . . . . ?
N2 C21 C22 C23 0.0(4) . . . . ?
C25 C21 C22 C23 177.7(3) . . . . ?
C21 C22 C23 N1 -0.3(3) . . . . ?
C21 C22 C23 C24 179.7(3) . . . . ?
C22 C23 N1 C20 -173.6(3) . . . . ?
C24 C23 N1 C20 6.3(4) . . . . ?
C22 C23 N1 N2 0.6(3) . . . . ?
C24 C23 N1 N2 -179.5(2) . . . . ?
O2 C20 N1 C23 -1.5(4) . . . . ?
C12 C20 N1 C23 179.4(3) . . . . ?
O2 C20 N1 N2 -175.4(2) . . . . ?
C12 C20 N1 N2 5.6(3) . . . . ?
C22 C21 N2 N1 0.4(3) . . . . ?
C25 C21 N2 N1 -177.7(3) . . . . ?
C23 N1 N2 C21 -0.6(3) . . . . ?
C20 N1 N2 C21 174.3(2) . . . . ?
C14 C15 S1 C11 -1.8(3) . . . . ?
C19 C15 S1 C11 -179.3(2) . . . . ?
C7 C11 S1 C15 154.17(18) . . . . ?
C12 C11 S1 C15 30.0(2) . . . . ?

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
O1 H1A O2 0.82 2.22 3.016(3) 163.9 1_455

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        23.92
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.163
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.034