# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_email       ramon.gomez@uam.es
_publ_contact_author_name        'Ramon Gomez Arrayas'
loop_
_publ_author_name
R.A.Gomez
'Juan Carlos Carretero'
'Abraham L. Moure'

data_datos_0m
_database_code_depnum_ccdc_archive 'CCDC 818353'
#TrackingRef 'datos_0m.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H17 N O3 S'
_chemical_formula_weight         291.36

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   P2(1)

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

_cell_length_a                   6.1538(11)
_cell_length_b                   21.310(4)
_cell_length_c                   11.187(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.366(8)
_cell_angle_gamma                90.00
_cell_volume                     1460.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9313
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      28.27

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9473
_exptl_absorpt_correction_T_max  0.9644
_exptl_absorpt_process_details   ?

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            51919
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0166
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         27.88
_reflns_number_total             6941
_reflns_number_gt                6232
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_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^)+(0.0957P)^2^+0.5651P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(8)
_refine_ls_number_reflns         6941
_refine_ls_number_parameters     361
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0524
_refine_ls_wR_factor_ref         0.1592
_refine_ls_wR_factor_gt          0.1481
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
S1 S 0.22788(11) 0.15917(3) 0.24993(6) 0.04272(17) Uani 1 1 d . . .
S2 S 0.25410(11) 0.39656(4) -0.24532(6) 0.04386(19) Uani 1 1 d . . .
C1 C 0.3994(4) 0.21013(13) 0.3443(2) 0.0391(5) Uani 1 1 d . . .
C2 C 0.6062(5) 0.22350(16) 0.3171(3) 0.0517(7) Uani 1 1 d . . .
H2 H 0.6658 0.2039 0.2535 0.062 Uiso 1 1 calc R . .
C3 C 0.7237(6) 0.2673(2) 0.3877(4) 0.0644(9) Uani 1 1 d . . .
H3 H 0.8645 0.2781 0.3719 0.077 Uiso 1 1 calc R . .
C4 C 0.6299(6) 0.29441(18) 0.4813(4) 0.0631(9) Uani 1 1 d . . .
H4 H 0.7055 0.3241 0.5298 0.076 Uiso 1 1 calc R . .
C5 C 0.4175(6) 0.27646(18) 0.5024(3) 0.0604(8) Uani 1 1 d . . .
H5 H 0.3546 0.2946 0.5665 0.072 Uiso 1 1 calc R . .
C6 C 0.1085(6) 0.10900(15) 0.3508(3) 0.0514(7) Uani 1 1 d . . .
H6A H 0.0706 0.1338 0.4186 0.062 Uiso 1 1 calc R . .
H6B H -0.0261 0.0925 0.3109 0.062 Uiso 1 1 calc R . .
C7 C 0.2473(6) 0.05480(16) 0.3979(3) 0.0563(8) Uani 1 1 d . . .
H7 H 0.3946 0.0692 0.4258 0.068 Uiso 1 1 calc R . .
C8 C 0.1355(7) 0.02523(18) 0.5031(3) 0.0661(9) Uani 1 1 d . . .
H8A H 0.1339 0.0554 0.5680 0.079 Uiso 1 1 calc R . .
H8B H -0.0144 0.0147 0.4761 0.079 Uiso 1 1 calc R . .
C9 C 0.2545(8) -0.0326(2) 0.5478(4) 0.0768(11) Uani 1 1 d . . .
H9A H 0.4033 -0.0216 0.5764 0.092 Uiso 1 1 calc R . .
H9B H 0.2601 -0.0619 0.4819 0.092 Uiso 1 1 calc R . .
C10 C 0.1457(7) -0.06448(16) 0.6494(3) 0.0607(8) Uani 1 1 d . . .
C11 C 0.2620(7) -0.0709(2) 0.7563(4) 0.0689(11) Uani 1 1 d . . .
H11 H 0.3975 -0.0514 0.7680 0.083 Uiso 1 1 calc R . .
C12 C 0.1907(7) -0.1047(2) 0.8483(3) 0.0696(10) Uani 1 1 d . . .
H12 H 0.2793 -0.1089 0.9199 0.084 Uiso 1 1 calc R . .
C13 C -0.0075(7) -0.13218(17) 0.8362(3) 0.0618(9) Uani 1 1 d . . .
H13 H -0.0537 -0.1563 0.8983 0.074 Uiso 1 1 calc R . .
C14 C -0.1423(6) -0.12435(17) 0.7308(4) 0.0619(8) Uani 1 1 d . . .
H14 H -0.2821 -0.1414 0.7227 0.074 Uiso 1 1 calc R . .
C15 C -0.0638(7) -0.09039(17) 0.6372(3) 0.0663(9) Uani 1 1 d . . .
H15 H -0.1521 -0.0849 0.5659 0.080 Uiso 1 1 calc R . .
C16 C 0.4227(4) 0.34088(14) -0.1599(3) 0.0417(6) Uani 1 1 d . . .
C17 C 0.6354(5) 0.33050(18) -0.1830(3) 0.0541(8) Uani 1 1 d . . .
H17 H 0.7011 0.3540 -0.2398 0.065 Uiso 1 1 calc R . .
C18 C 0.7465(6) 0.2837(2) -0.1180(4) 0.0698(11) Uani 1 1 d . . .
H18 H 0.8909 0.2750 -0.1302 0.084 Uiso 1 1 calc R . .
C19 C 0.6458(7) 0.2504(2) -0.0366(4) 0.0748(12) Uani 1 1 d . . .
H19 H 0.7190 0.2184 0.0070 0.090 Uiso 1 1 calc R . .
C20 C 0.4316(7) 0.2648(2) -0.0194(4) 0.0721(11) Uani 1 1 d . . .
H20 H 0.3637 0.2419 0.0373 0.087 Uiso 1 1 calc R . .
C21 C 0.1637(5) 0.45090(16) -0.1385(3) 0.0512(7) Uani 1 1 d . . .
H21A H 0.0166 0.4642 -0.1657 0.061 Uiso 1 1 calc R . .
H21B H 0.1577 0.4294 -0.0625 0.061 Uiso 1 1 calc R . .
C22 C 0.3044(6) 0.50830(16) -0.1178(3) 0.0550(7) Uani 1 1 d . . .
H22 H 0.3150 0.5287 -0.1956 0.066 Uiso 1 1 calc R . .
C23 C 0.2155(6) 0.55613(16) -0.0339(3) 0.0597(8) Uani 1 1 d . . .
H23A H 0.3199 0.5901 -0.0217 0.072 Uiso 1 1 calc R . .
H23B H 0.0818 0.5736 -0.0732 0.072 Uiso 1 1 calc R . .
C24 C 0.1682(9) 0.53162(18) 0.0871(3) 0.0771(12) Uani 1 1 d . . .
H24A H 0.2941 0.5084 0.1220 0.092 Uiso 1 1 calc R . .
H24B H 0.0460 0.5028 0.0767 0.092 Uiso 1 1 calc R . .
C25 C 0.1156(7) 0.58280(17) 0.1726(3) 0.0603(8) Uani 1 1 d . . .
C26 C 0.2731(7) 0.6026(2) 0.2641(4) 0.0722(11) Uani 1 1 d . . .
H26 H 0.4105 0.5840 0.2711 0.087 Uiso 1 1 calc R . .
C27 C 0.2266(8) 0.6491(2) 0.3438(4) 0.0752(11) Uani 1 1 d . . .
H27 H 0.3321 0.6613 0.4042 0.090 Uiso 1 1 calc R . .
C28 C 0.0275(8) 0.67698(18) 0.3342(4) 0.0691(10) Uani 1 1 d . . .
H28 H -0.0041 0.7075 0.3894 0.083 Uiso 1 1 calc R . .
C29 C -0.1277(7) 0.6605(2) 0.2433(4) 0.0751(10) Uani 1 1 d . . .
H29 H -0.2620 0.6808 0.2349 0.090 Uiso 1 1 calc R . .
C30 C -0.0815(7) 0.6132(2) 0.1643(4) 0.0745(11) Uani 1 1 d . . .
H30 H -0.1878 0.6017 0.1037 0.089 Uiso 1 1 calc R . .
N1 N 0.3022(4) 0.23465(13) 0.4349(2) 0.0489(6) Uani 1 1 d . . .
N2 N 0.3176(4) 0.30969(15) -0.0795(3) 0.0559(7) Uani 1 1 d . . .
O1 O 0.3663(4) 0.12549(11) 0.1753(2) 0.0589(6) Uani 1 1 d . . .
O2 O 0.0543(4) 0.19613(12) 0.1905(2) 0.0596(6) Uani 1 1 d . . .
O3 O 0.2549(4) 0.01138(11) 0.30102(19) 0.0570(5) Uani 1 1 d . . .
H3A H 0.3296 -0.0190 0.3237 0.086 Uiso 1 1 calc R . .
O4 O 0.0677(4) 0.36314(13) -0.2993(2) 0.0584(6) Uani 1 1 d . . .
O5 O 0.3856(4) 0.42871(13) -0.3263(2) 0.0585(6) Uani 1 1 d . . .
O6 O 0.5168(4) 0.48812(14) -0.0735(2) 0.0681(7) Uani 1 1 d . . .
H6 H 0.5995 0.4917 -0.1265 0.102 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 0.0505(3) 0.0396(3) 0.0398(3) -0.0032(3) 0.0130(3) -0.0038(3)
S2 0.0484(4) 0.0486(4) 0.0359(3) -0.0006(3) 0.0108(3) -0.0011(3)
C1 0.0428(12) 0.0348(12) 0.0406(13) 0.0028(11) 0.0080(10) 0.0009(10)
C2 0.0441(14) 0.0567(18) 0.0559(18) 0.0070(15) 0.0127(12) 0.0011(13)
C3 0.0493(17) 0.074(2) 0.069(2) 0.0180(19) -0.0016(15) -0.0152(16)
C4 0.072(2) 0.0546(19) 0.0603(19) 0.0048(16) -0.0077(16) -0.0186(16)
C5 0.078(2) 0.0541(19) 0.0500(17) -0.0117(14) 0.0102(15) -0.0069(16)
C6 0.0610(17) 0.0429(15) 0.0537(17) -0.0057(13) 0.0221(13) -0.0097(13)
C7 0.081(2) 0.0439(16) 0.0453(15) -0.0024(12) 0.0112(14) -0.0107(15)
C8 0.094(3) 0.0502(18) 0.0571(19) 0.0028(15) 0.0235(18) 0.0058(17)
C9 0.090(3) 0.072(3) 0.073(2) 0.018(2) 0.030(2) 0.011(2)
C10 0.094(2) 0.0442(16) 0.0464(16) 0.0011(13) 0.0206(16) -0.0119(16)
C11 0.069(2) 0.070(3) 0.069(2) -0.0091(18) 0.0114(18) -0.0190(18)
C12 0.087(3) 0.071(2) 0.0491(18) 0.0034(17) -0.0027(16) 0.006(2)
C13 0.093(3) 0.0449(17) 0.0509(18) 0.0040(14) 0.0264(17) -0.0032(17)
C14 0.0637(19) 0.0486(17) 0.075(2) -0.0020(16) 0.0159(16) -0.0063(14)
C15 0.092(3) 0.0535(19) 0.0506(17) 0.0038(15) -0.0074(16) -0.0069(17)
C16 0.0407(12) 0.0453(14) 0.0400(13) -0.0106(12) 0.0091(10) -0.0040(11)
C17 0.0380(13) 0.079(2) 0.0466(16) -0.0128(15) 0.0117(11) -0.0015(14)
C18 0.0488(17) 0.086(3) 0.075(2) -0.025(2) 0.0054(16) 0.0162(18)
C19 0.077(2) 0.070(2) 0.073(2) -0.006(2) -0.018(2) 0.020(2)
C20 0.071(2) 0.075(3) 0.070(2) 0.020(2) 0.0050(18) 0.0032(19)
C21 0.0504(15) 0.0555(18) 0.0491(16) -0.0045(14) 0.0118(12) 0.0100(13)
C22 0.073(2) 0.0489(17) 0.0447(15) -0.0035(13) 0.0139(14) 0.0085(15)
C23 0.078(2) 0.0454(16) 0.0581(18) -0.0030(14) 0.0174(15) 0.0061(15)
C24 0.130(4) 0.0479(18) 0.056(2) -0.0013(15) 0.026(2) 0.001(2)
C25 0.083(2) 0.0522(17) 0.0487(16) -0.0037(14) 0.0214(16) -0.0045(16)
C26 0.071(2) 0.074(3) 0.072(2) -0.011(2) 0.0116(19) 0.0084(19)
C27 0.088(3) 0.075(3) 0.062(2) -0.0141(19) 0.0012(19) -0.008(2)
C28 0.101(3) 0.056(2) 0.0538(19) -0.0094(15) 0.0299(19) -0.0043(19)
C29 0.071(2) 0.073(2) 0.085(3) -0.002(2) 0.0245(18) 0.011(2)
C30 0.080(3) 0.078(3) 0.065(2) -0.015(2) 0.0026(19) -0.002(2)
N1 0.0539(14) 0.0471(14) 0.0474(13) -0.0075(10) 0.0138(10) -0.0034(11)
N2 0.0463(13) 0.0635(17) 0.0598(16) 0.0139(13) 0.0155(11) 0.0026(12)
O1 0.0768(15) 0.0500(13) 0.0549(13) -0.0075(11) 0.0328(11) -0.0003(11)
O2 0.0570(13) 0.0628(15) 0.0572(14) 0.0003(11) -0.0048(10) -0.0011(11)
O3 0.0778(15) 0.0449(11) 0.0497(11) -0.0066(9) 0.0125(10) 0.0002(10)
O4 0.0483(11) 0.0736(16) 0.0527(12) -0.0029(11) 0.0012(9) -0.0061(11)
O5 0.0725(14) 0.0636(15) 0.0411(11) 0.0005(10) 0.0148(10) -0.0132(12)
O6 0.0589(13) 0.0802(17) 0.0644(14) -0.0084(13) 0.0018(11) 0.0071(12)

_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 O1 1.439(2) . ?
S1 O2 1.439(3) . ?
S1 C6 1.764(3) . ?
S1 C1 1.789(3) . ?
S2 O4 1.435(2) . ?
S2 O5 1.443(2) . ?
S2 C21 1.789(3) . ?
S2 C16 1.792(3) . ?
C1 N1 1.331(4) . ?
C1 C2 1.366(4) . ?
C2 C3 1.382(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.370(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.403(5) . ?
C4 H4 0.9300 . ?
C5 N1 1.329(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.502(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 O3 1.429(4) . ?
C7 C8 1.551(5) . ?
C7 H7 0.9800 . ?
C8 C9 1.496(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.531(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.342(6) . ?
C10 C15 1.398(6) . ?
C11 C12 1.363(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.348(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.387(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.395(5) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 N2 1.333(4) . ?
C16 C17 1.376(4) . ?
C17 C18 1.378(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.350(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.384(6) . ?
C19 H19 0.9300 . ?
C20 N2 1.332(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.504(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 O6 1.420(4) . ?
C22 C23 1.522(4) . ?
C22 H22 0.9800 . ?
C23 C24 1.504(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.506(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C30 1.370(6) . ?
C25 C26 1.407(6) . ?
C26 C27 1.381(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.357(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.373(7) . ?
C28 H28 0.9300 . ?
C29 C30 1.388(6) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
O3 H3A 0.8200 . ?
O6 H6 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
O1 S1 O2 117.34(15) . . ?
O1 S1 C6 111.93(16) . . ?
O2 S1 C6 106.95(16) . . ?
O1 S1 C1 107.25(14) . . ?
O2 S1 C1 108.18(15) . . ?
C6 S1 C1 104.37(14) . . ?
O4 S2 O5 116.41(14) . . ?
O4 S2 C21 108.42(15) . . ?
O5 S2 C21 109.86(16) . . ?
O4 S2 C16 107.22(15) . . ?
O5 S2 C16 108.57(15) . . ?
C21 S2 C16 105.84(14) . . ?
N1 C1 C2 125.6(3) . . ?
N1 C1 S1 113.9(2) . . ?
C2 C1 S1 120.4(2) . . ?
C1 C2 C3 117.5(3) . . ?
C1 C2 H2 121.2 . . ?
C3 C2 H2 121.2 . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 118.6(3) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.9(3) . . ?
N1 C5 H5 118.5 . . ?
C4 C5 H5 118.5 . . ?
C7 C6 S1 115.7(2) . . ?
C7 C6 H6A 108.4 . . ?
S1 C6 H6A 108.4 . . ?
C7 C6 H6B 108.4 . . ?
S1 C6 H6B 108.4 . . ?
H6A C6 H6B 107.4 . . ?
O3 C7 C6 106.8(3) . . ?
O3 C7 C8 111.1(3) . . ?
C6 C7 C8 107.5(3) . . ?
O3 C7 H7 110.4 . . ?
C6 C7 H7 110.4 . . ?
C8 C7 H7 110.4 . . ?
C9 C8 C7 110.5(3) . . ?
C9 C8 H8A 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C8 C9 C10 112.3(3) . . ?
C8 C9 H9A 109.1 . . ?
C10 C9 H9A 109.1 . . ?
C8 C9 H9B 109.1 . . ?
C10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.9 . . ?
C11 C10 C15 117.2(3) . . ?
C11 C10 C9 118.2(4) . . ?
C15 C10 C9 124.5(3) . . ?
C10 C11 C12 123.0(4) . . ?
C10 C11 H11 118.5 . . ?
C12 C11 H11 118.5 . . ?
C13 C12 C11 120.4(4) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 119.8(3) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 118.6(3) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
C14 C15 C10 120.9(3) . . ?
C14 C15 H15 119.6 . . ?
C10 C15 H15 119.6 . . ?
N2 C16 C17 125.2(3) . . ?
N2 C16 S2 113.4(2) . . ?
C17 C16 S2 121.3(3) . . ?
C16 C17 C18 116.8(3) . . ?
C16 C17 H17 121.6 . . ?
C18 C17 H17 121.6 . . ?
C19 C18 C17 120.0(3) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 118.7(4) . . ?
C18 C19 H19 120.7 . . ?
C20 C19 H19 120.7 . . ?
N2 C20 C19 123.5(4) . . ?
N2 C20 H20 118.2 . . ?
C19 C20 H20 118.2 . . ?
C22 C21 S2 114.8(2) . . ?
C22 C21 H21A 108.6 . . ?
S2 C21 H21A 108.6 . . ?
C22 C21 H21B 108.6 . . ?
S2 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
O6 C22 C21 107.8(3) . . ?
O6 C22 C23 111.1(3) . . ?
C21 C22 C23 113.9(3) . . ?
O6 C22 H22 108.0 . . ?
C21 C22 H22 108.0 . . ?
C23 C22 H22 108.0 . . ?
C24 C23 C22 115.7(3) . . ?
C24 C23 H23A 108.4 . . ?
C22 C23 H23A 108.4 . . ?
C24 C23 H23B 108.4 . . ?
C22 C23 H23B 108.4 . . ?
H23A C23 H23B 107.4 . . ?
C23 C24 C25 113.0(3) . . ?
C23 C24 H24A 109.0 . . ?
C25 C24 H24A 109.0 . . ?
C23 C24 H24B 109.0 . . ?
C25 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C30 C25 C26 117.0(3) . . ?
C30 C25 C24 122.7(4) . . ?
C26 C25 C24 120.3(4) . . ?
C27 C26 C25 121.0(4) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C28 C27 C26 120.2(4) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C27 C28 C29 120.5(4) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C28 C29 C30 119.2(4) . . ?
C28 C29 H29 120.4 . . ?
C30 C29 H29 120.4 . . ?
C25 C30 C29 122.2(4) . . ?
C25 C30 H30 118.9 . . ?
C29 C30 H30 118.9 . . ?
C5 N1 C1 116.2(3) . . ?
C20 N2 C16 115.7(3) . . ?
C7 O3 H3A 109.5 . . ?
C22 O6 H6 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
O1 S1 C1 N1 -166.8(2) . . . . ?
O2 S1 C1 N1 65.7(2) . . . . ?
C6 S1 C1 N1 -47.9(3) . . . . ?
O1 S1 C1 C2 16.6(3) . . . . ?
O2 S1 C1 C2 -110.9(3) . . . . ?
C6 S1 C1 C2 135.5(3) . . . . ?
N1 C1 C2 C3 -1.6(5) . . . . ?
S1 C1 C2 C3 174.6(2) . . . . ?
C1 C2 C3 C4 0.7(5) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C3 C4 C5 N1 -0.6(6) . . . . ?
O1 S1 C6 C7 34.4(3) . . . . ?
O2 S1 C6 C7 164.2(2) . . . . ?
C1 S1 C6 C7 -81.3(3) . . . . ?
S1 C6 C7 O3 -72.2(3) . . . . ?
S1 C6 C7 C8 168.4(2) . . . . ?
O3 C7 C8 C9 58.6(4) . . . . ?
C6 C7 C8 C9 175.1(3) . . . . ?
C7 C8 C9 C10 -178.3(3) . . . . ?
C8 C9 C10 C11 -119.9(5) . . . . ?
C8 C9 C10 C15 63.5(5) . . . . ?
C15 C10 C11 C12 4.6(7) . . . . ?
C9 C10 C11 C12 -172.3(4) . . . . ?
C10 C11 C12 C13 -2.0(7) . . . . ?
C11 C12 C13 C14 -2.0(6) . . . . ?
C12 C13 C14 C15 3.1(6) . . . . ?
C13 C14 C15 C10 -0.3(6) . . . . ?
C11 C10 C15 C14 -3.4(6) . . . . ?
C9 C10 C15 C14 173.3(4) . . . . ?
O4 S2 C16 N2 -55.2(3) . . . . ?
O5 S2 C16 N2 178.3(2) . . . . ?
C21 S2 C16 N2 60.4(3) . . . . ?
O4 S2 C16 C17 121.4(3) . . . . ?
O5 S2 C16 C17 -5.2(3) . . . . ?
C21 S2 C16 C17 -123.0(3) . . . . ?
N2 C16 C17 C18 0.5(5) . . . . ?
S2 C16 C17 C18 -175.6(3) . . . . ?
C16 C17 C18 C19 0.2(5) . . . . ?
C17 C18 C19 C20 -0.7(6) . . . . ?
C18 C19 C20 N2 0.5(7) . . . . ?
O4 S2 C21 C22 -152.2(2) . . . . ?
O5 S2 C21 C22 -24.0(3) . . . . ?
C16 S2 C21 C22 93.0(3) . . . . ?
S2 C21 C22 O6 -60.6(3) . . . . ?
S2 C21 C22 C23 175.7(2) . . . . ?
O6 C22 C23 C24 -67.2(4) . . . . ?
C21 C22 C23 C24 54.7(5) . . . . ?
C22 C23 C24 C25 170.7(4) . . . . ?
C23 C24 C25 C30 75.6(5) . . . . ?
C23 C24 C25 C26 -102.7(5) . . . . ?
C30 C25 C26 C27 2.1(6) . . . . ?
C24 C25 C26 C27 -179.5(4) . . . . ?
C25 C26 C27 C28 -0.6(7) . . . . ?
C26 C27 C28 C29 -1.8(7) . . . . ?
C27 C28 C29 C30 2.5(7) . . . . ?
C26 C25 C30 C29 -1.3(6) . . . . ?
C24 C25 C30 C29 -179.7(4) . . . . ?
C28 C29 C30 C25 -1.0(7) . . . . ?
C4 C5 N1 C1 -0.1(5) . . . . ?
C2 C1 N1 C5 1.3(5) . . . . ?
S1 C1 N1 C5 -175.1(3) . . . . ?
C19 C20 N2 C16 0.2(6) . . . . ?
C17 C16 N2 C20 -0.8(5) . . . . ?
S2 C16 N2 C20 175.7(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.88
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.724
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.058