# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1442206'
_audit_update_record             
;
2015-12-11 deposited with the CCDC.
2016-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H21 N O4 S'
_chemical_formula_weight         371.44

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           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   7.7047(5)
_cell_length_b                   7.7334(5)
_cell_length_c                   16.8738(8)
_cell_angle_alpha                96.643(5)
_cell_angle_beta                 98.870(4)
_cell_angle_gamma                103.083(6)
_cell_volume                     955.68(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(1)
_cell_measurement_reflns_used    4762
_cell_measurement_theta_min      3.3930
_cell_measurement_theta_max      26.7400

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             392
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9678
_exptl_absorpt_correction_T_max  0.9904
_exptl_absorpt_process_details   'Empirical absorption correction:XABS2'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(1)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  KappaCCD
_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            18232
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0482
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.35
_diffrn_reflns_theta_max         29.96
_reflns_number_total             5065
_reflns_number_gt                3464
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       'HKL DENZO'
_computing_data_reduction        'HKL DENZO and SCALEPACK'
_computing_structure_solution    SHELXS-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.1353P)²+1.1027P] where P=(Fo²+2Fc²)/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_number_reflns         5065
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0512
_refine_ls_wR_factor_ref         0.1935
_refine_ls_wR_factor_gt          0.1467
_refine_ls_goodness_of_fit_ref   0.763
_refine_ls_restrained_S_all      0.763
_refine_ls_shift/su_max          0.039
_refine_ls_shift/su_mean         0.005

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
S S 0.60763(8) -0.43222(8) 0.28537(3) 0.03383(18) Uani 1 1 d . . .
O1 O 0.3980(2) -0.0583(2) 0.25273(9) 0.0330(4) Uani 1 1 d . . .
O2 O 0.6797(2) 0.0314(2) 0.32950(10) 0.0384(4) Uani 1 1 d . . .
O3 O 0.4932(2) -0.3541(2) 0.33030(10) 0.0413(4) Uani 1 1 d . . .
O4 O 0.5432(2) -0.6173(2) 0.24838(11) 0.0442(4) Uani 1 1 d . . .
N N 0.6606(3) -0.3235(3) 0.20956(11) 0.0330(4) Uani 1 1 d . . .
C1 C 0.6337(3) -0.1654(3) 0.20486(12) 0.0289(4) Uani 1 1 d . . .
C2 C 0.6803(3) -0.0833(3) 0.13551(13) 0.0317(5) Uani 1 1 d . . .
H2 H 0.7299 -0.1459 0.0982 0.038 Uiso 1 1 calc R . .
C3 C 0.6558(3) 0.0776(3) 0.12228(13) 0.0311(5) Uani 1 1 d . . .
H3 H 0.6030 0.1366 0.1595 0.037 Uiso 1 1 calc R . .
C4 C 0.7041(3) 0.1692(3) 0.05475(13) 0.0314(5) Uani 1 1 d . . .
C5 C 0.6658(3) 0.3350(3) 0.04893(15) 0.0382(5) Uani 1 1 d . . .
H5 H 0.6074 0.3834 0.0870 0.046 Uiso 1 1 calc R . .
C6 C 0.7134(4) 0.4294(4) -0.01293(16) 0.0452(6) Uani 1 1 d . . .
H6 H 0.6857 0.5398 -0.0157 0.054 Uiso 1 1 calc R . .
C7 C 0.8007(3) 0.3628(4) -0.07034(14) 0.0419(6) Uani 1 1 d . . .
C8 C 0.8397(3) 0.1962(4) -0.06455(15) 0.0440(6) Uani 1 1 d . . .
H8 H 0.8991 0.1489 -0.1025 0.053 Uiso 1 1 calc R . .
C9 C 0.7917(3) 0.1004(4) -0.00361(14) 0.0386(5) Uani 1 1 d . . .
H9 H 0.8180 -0.0108 -0.0014 0.046 Uiso 1 1 calc R . .
C10 C 0.8550(4) 0.4651(4) -0.13697(17) 0.0597(9) Uani 1 1 d . . .
H10A H 0.8184 0.5760 -0.1318 0.072 Uiso 1 1 calc R . .
H10B H 0.7971 0.3943 -0.1888 0.072 Uiso 1 1 calc R . .
H10C H 0.9843 0.4904 -0.1328 0.072 Uiso 1 1 calc R . .
C11 C 0.8200(3) -0.4006(3) 0.34794(13) 0.0324(5) Uani 1 1 d . . .
C12 C 0.9345(3) -0.5068(3) 0.32801(15) 0.0380(5) Uani 1 1 d . . .
H12 H 0.8994 -0.5950 0.2822 0.046 Uiso 1 1 calc R . .
C13 C 1.1022(3) -0.4788(4) 0.37772(15) 0.0411(6) Uani 1 1 d . . .
H13 H 1.1802 -0.5492 0.3648 0.049 Uiso 1 1 calc R . .
C14 C 1.1568(3) -0.3479(3) 0.44656(14) 0.0373(5) Uani 1 1 d . . .
C15 C 1.0390(4) -0.2446(3) 0.46534(15) 0.0414(6) Uani 1 1 d . . .
H15 H 1.0733 -0.1575 0.5115 0.050 Uiso 1 1 calc R . .
C16 C 0.8705(4) -0.2691(3) 0.41624(15) 0.0404(5) Uani 1 1 d . . .
H16 H 0.7927 -0.1985 0.4290 0.049 Uiso 1 1 calc R . .
C17 C 1.3397(4) -0.3177(4) 0.50002(15) 0.0493(7) Uani 1 1 d . . .
H17A H 1.4039 -0.3994 0.4783 0.059 Uiso 1 1 calc R . .
H17B H 1.3241 -0.3383 0.5538 0.059 Uiso 1 1 calc R . .
H17C H 1.4077 -0.1963 0.5021 0.059 Uiso 1 1 calc R . .
C18 C 0.5725(3) -0.0536(3) 0.27063(13) 0.0298(4) Uani 1 1 d . . .
C19 C 0.3250(3) 0.0314(3) 0.31591(14) 0.0369(5) Uani 1 1 d . . .
H19A H 0.3941 0.1554 0.3320 0.044 Uiso 1 1 calc R . .
H19B H 0.3314 -0.0287 0.3633 0.044 Uiso 1 1 calc R . .
C20 C 0.1317(4) 0.0236(5) 0.2817(2) 0.0566(8) Uani 1 1 d . . .
H20A H 0.0796 0.0818 0.3220 0.068 Uiso 1 1 calc R . .
H20B H 0.0645 -0.0996 0.2661 0.068 Uiso 1 1 calc R . .
H20C H 0.1270 0.0837 0.2350 0.068 Uiso 1 1 calc R . .


_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
S O3 1.4346(18) . ?
S O4 1.4354(18) . ?
S N 1.6626(19) . ?
S C11 1.754(2) . ?
O1 C18 1.323(3) . ?
O1 C19 1.458(3) . ?
O2 C18 1.205(3) . ?
N C1 1.295(3) . ?
C1 C2 1.449(3) . ?
C1 C18 1.525(3) . ?
C2 C3 1.339(3) . ?
C3 C4 1.462(3) . ?
C4 C5 1.390(3) . ?
C4 C9 1.398(3) . ?
C5 C6 1.389(4) . ?
C6 C7 1.378(4) . ?
C7 C8 1.398(4) . ?
C7 C10 1.505(3) . ?
C8 C9 1.383(3) . ?
C11 C12 1.386(3) . ?
C11 C16 1.387(3) . ?
C12 C13 1.385(3) . ?
C13 C14 1.391(3) . ?
C14 C15 1.386(4) . ?
C14 C17 1.505(3) . ?
C15 C16 1.388(4) . ?
C19 C20 1.497(4) . ?

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 S O4 118.28(11) . . ?
O3 S N 112.59(10) . . ?
O4 S N 104.32(10) . . ?
O3 S C11 108.83(11) . . ?
O4 S C11 109.32(11) . . ?
N S C11 102.29(10) . . ?
C18 O1 C19 115.79(17) . . ?
C1 N S 121.46(16) . . ?
N C1 C2 117.38(19) . . ?
N C1 C18 124.51(19) . . ?
C2 C1 C18 117.88(19) . . ?
C3 C2 C1 123.5(2) . . ?
C2 C3 C4 126.1(2) . . ?
C5 C4 C9 118.0(2) . . ?
C5 C4 C3 118.8(2) . . ?
C9 C4 C3 123.2(2) . . ?
C4 C5 C6 121.0(2) . . ?
C7 C6 C5 121.4(3) . . ?
C8 C7 C6 117.8(2) . . ?
C8 C7 C10 120.4(3) . . ?
C6 C7 C10 121.8(3) . . ?
C9 C8 C7 121.4(2) . . ?
C8 C9 C4 120.5(2) . . ?
C12 C11 C16 121.2(2) . . ?
C12 C11 S 119.39(18) . . ?
C16 C11 S 119.37(18) . . ?
C13 C12 C11 118.6(2) . . ?
C12 C13 C14 121.5(2) . . ?
C15 C14 C13 118.7(2) . . ?
C15 C14 C17 120.2(2) . . ?
C13 C14 C17 121.2(2) . . ?
C14 C15 C16 121.0(2) . . ?
C15 C16 C11 119.0(2) . . ?
O2 C18 O1 126.9(2) . . ?
O2 C18 C1 120.68(19) . . ?
O1 C18 C1 112.40(17) . . ?
O1 C19 C20 107.5(2) . . ?

_diffrn_measured_fraction_theta_max 0.913
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.051
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1442362'
_audit_update_record             
;
2015-12-14 deposited with the CCDC.
2016-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H27 N O6 S'
_chemical_formula_weight         445.52

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'
N N 0.0061 0.0033 '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   P21/c

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

_cell_length_a                   10.1470(2)
_cell_length_b                   18.6590(3)
_cell_length_c                   14.8300(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 125.4390(10)
_cell_angle_gamma                90.00
_cell_volume                     2287.61(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5409
_cell_measurement_theta_min      0.998
_cell_measurement_theta_max      27.485

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9858
_exptl_absorpt_correction_T_max  0.9946
_exptl_absorpt_process_details   'Empirical absorption correction:XABS2'

_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            10307
_diffrn_reflns_av_R_equivalents  0.0126
_diffrn_reflns_av_sigmaI/netI    0.0190
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.01
_diffrn_reflns_theta_max         27.48
_reflns_number_total             5237
_reflns_number_gt                4235
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       'HKL DENZO'
_computing_data_reduction        'HKL DENZO and SCALEPACK'
_computing_structure_solution    SHELXS-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.1916P)²+1.2399P] where P=(Fo²+2Fc²)/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_number_reflns         5237
_refine_ls_number_parameters     292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1572
_refine_ls_wR_factor_gt          0.1282
_refine_ls_goodness_of_fit_ref   0.907
_refine_ls_restrained_S_all      0.907
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.003

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
S S 0.87806(5) 0.14943(2) 0.96122(3) 0.03893(17) Uani 1 1 d . . .
O1 O 0.89699(17) 0.07660(8) 0.99646(12) 0.0492(3) Uani 1 1 d . . .
O2 O 0.92953(19) 0.20603(9) 1.03966(12) 0.0565(4) Uani 1 1 d . . .
O3 O 0.3773(3) 0.12803(11) 0.58309(14) 0.0908(8) Uani 1 1 d . . .
O4 O 0.5598(2) 0.21354(9) 0.66817(13) 0.0638(5) Uani 1 1 d . . .
O5 O 0.4249(2) -0.18272(9) 0.64123(15) 0.0713(5) Uani 1 1 d . . .
O6 O 0.3388(2) -0.09167(9) 0.52255(12) 0.0650(5) Uani 1 1 d . . .
N N 0.68552(18) 0.16462(9) 0.86915(13) 0.0387(3) Uani 1 1 d . . .
C1 C 0.9761(2) 0.15928(9) 0.89536(15) 0.0381(4) Uani 1 1 d . . .
C2 C 0.9804(3) 0.22583(10) 0.8558(2) 0.0524(5) Uani 1 1 d . . .
H2 H 0.9280 0.2648 0.8611 0.063 Uiso 1 1 calc R . .
C3 C 1.0633(3) 0.23388(12) 0.8084(2) 0.0573(6) Uani 1 1 d . . .
H3 H 1.0643 0.2784 0.7805 0.069 Uiso 1 1 calc R . .
C4 C 1.1445(2) 0.17732(11) 0.80145(17) 0.0473(4) Uani 1 1 d . . .
C5 C 1.1371(2) 0.11103(11) 0.84055(17) 0.0476(4) Uani 1 1 d . . .
H5 H 1.1898 0.0722 0.8355 0.057 Uiso 1 1 calc R . .
C6 C 1.0528(2) 0.10123(10) 0.88710(15) 0.0425(4) Uani 1 1 d . . .
H6 H 1.0480 0.0563 0.9123 0.051 Uiso 1 1 calc R . .
C7 C 1.2342(3) 0.18731(16) 0.7501(3) 0.0702(7) Uani 1 1 d . . .
H7A H 1.2259 0.2364 0.7281 0.084 Uiso 1 1 calc R . .
H7B H 1.1881 0.1568 0.6864 0.084 Uiso 1 1 calc R . .
H7C H 1.3459 0.1751 0.8029 0.084 Uiso 1 1 calc R . .
C8 C 0.5826(2) 0.11842(9) 0.77806(14) 0.0354(4) Uani 1 1 d . . .
C9 C 0.4937(3) 0.15168(10) 0.66520(17) 0.0457(4) Uani 1 1 d . . .
C10 C 0.4802(5) 0.25161(16) 0.5643(2) 0.0941(11) Uani 1 1 d . . .
H10A H 0.5369 0.2955 0.5749 0.113 Uiso 1 1 calc R . .
H10B H 0.3708 0.2622 0.5380 0.113 Uiso 1 1 calc R . .
H10C H 0.4801 0.2224 0.5109 0.113 Uiso 1 1 calc R . .
C11 C 0.5633(2) 0.05033(10) 0.79564(15) 0.0395(4) Uani 1 1 d . . .
C12 C 0.4571(2) -0.00621(10) 0.71225(15) 0.0387(4) Uani 1 1 d . . .
C13 C 0.3386(2) -0.03311(10) 0.73667(16) 0.0429(4) Uani 1 1 d . . .
C14 C 0.1760(3) -0.03871(13) 0.6508(2) 0.0585(5) Uani 1 1 d . . .
H14 H 0.1407 -0.0256 0.5796 0.070 Uiso 1 1 calc R . .
C15 C 0.0643(3) -0.06379(16) 0.6699(3) 0.0743(8) Uani 1 1 d . . .
H15 H -0.0441 -0.0683 0.6112 0.089 Uiso 1 1 calc R . .
C16 C 0.1143(4) -0.08174(14) 0.7750(3) 0.0692(7) Uani 1 1 d . . .
H16 H 0.0397 -0.0977 0.7879 0.083 Uiso 1 1 calc R . .
C17 C 0.2738(4) -0.07604(12) 0.8604(2) 0.0628(6) Uani 1 1 d . . .
H17 H 0.3077 -0.0886 0.9315 0.075 Uiso 1 1 calc R . .
C18 C 0.3859(3) -0.05177(11) 0.84272(19) 0.0505(5) Uani 1 1 d . . .
H18 H 0.4941 -0.0478 0.9022 0.061 Uiso 1 1 calc R . .
C19 C 0.5579(2) -0.06763(10) 0.70656(15) 0.0414(4) Uani 1 1 d . . .
C20 C 0.6531(3) -0.03634(14) 0.6640(2) 0.0602(6) Uani 1 1 d . . .
H20A H 0.5799 -0.0123 0.5948 0.072 Uiso 1 1 calc R . .
H20B H 0.7067 -0.0744 0.6536 0.072 Uiso 1 1 calc R . .
H20C H 0.7320 -0.0028 0.7171 0.072 Uiso 1 1 calc R . .
C21 C 0.6737(3) -0.10555(13) 0.81622(17) 0.0579(6) Uani 1 1 d . . .
H21A H 0.7512 -0.0718 0.8697 0.069 Uiso 1 1 calc R . .
H21B H 0.7291 -0.1430 0.8063 0.069 Uiso 1 1 calc R . .
H21C H 0.6140 -0.1258 0.8418 0.069 Uiso 1 1 calc R . .
C22 C 0.4355(2) -0.12164(11) 0.62217(16) 0.0456(4) Uani 1 1 d . . .
C23 C 0.2084(4) -0.13489(19) 0.4356(2) 0.0884(10) Uani 1 1 d . . .
H23A H 0.1477 -0.1075 0.3685 0.106 Uiso 1 1 calc R . .
H23B H 0.1387 -0.1493 0.4565 0.106 Uiso 1 1 calc R . .
H23C H 0.2522 -0.1767 0.4241 0.106 Uiso 1 1 calc R . .
H11 H 0.623(3) 0.0345(13) 0.870(2) 0.054(6) Uiso 1 1 d . . .
H12 H 0.398(3) 0.0125(12) 0.6439(19) 0.043(5) Uiso 1 1 d . . .
H1N H 0.660(3) 0.2068(13) 0.8574(19) 0.044(6) Uiso 1 1 d . . .


_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
S O1 1.4283(14) . ?
S O2 1.4271(14) . ?
S N 1.6334(16) . ?
S C1 1.7615(19) . ?
O3 C9 1.185(3) . ?
O4 C9 1.323(2) . ?
O4 C10 1.445(3) . ?
O5 C22 1.194(3) . ?
O6 C22 1.333(3) . ?
O6 C23 1.444(3) . ?
N C8 1.422(2) . ?
N H1N 0.82(2) . ?
C1 C6 1.380(3) . ?
C1 C2 1.385(3) . ?
C2 C3 1.382(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(3) . ?
C4 C7 1.498(3) . ?
C5 C6 1.388(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C11 1.334(3) . ?
C8 C9 1.500(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.503(2) . ?
C11 H11 0.95(3) . ?
C12 C13 1.528(3) . ?
C12 C19 1.571(3) . ?
C12 H12 0.90(2) . ?
C13 C14 1.385(3) . ?
C13 C18 1.396(3) . ?
C14 C15 1.399(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.371(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.363(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.383(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C21 1.520(3) . ?
C19 C22 1.524(3) . ?
C19 C20 1.542(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 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
O2 S O1 119.85(9) . . ?
O2 S N 104.36(9) . . ?
O1 S N 108.23(9) . . ?
O2 S C1 108.50(9) . . ?
O1 S C1 107.62(8) . . ?
N S C1 107.73(8) . . ?
C9 O4 C10 115.7(2) . . ?
C22 O6 C23 117.4(2) . . ?
C8 N S 123.52(13) . . ?
C8 N H1N 114.5(16) . . ?
S N H1N 115.2(17) . . ?
C6 C1 C2 120.52(17) . . ?
C6 C1 S 119.74(14) . . ?
C2 C1 S 119.70(14) . . ?
C3 C2 C1 119.43(18) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C4 C3 C2 121.41(19) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C5 C4 C3 118.13(18) . . ?
C5 C4 C7 121.3(2) . . ?
C3 C4 C7 120.5(2) . . ?
C4 C5 C6 121.62(18) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 118.86(17) . . ?
C1 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C11 C8 N 120.12(16) . . ?
C11 C8 C9 123.41(16) . . ?
N C8 C9 116.39(15) . . ?
O3 C9 O4 122.89(19) . . ?
O3 C9 C8 126.08(18) . . ?
O4 C9 C8 111.01(17) . . ?
O4 C10 H10A 109.5 . . ?
O4 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O4 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 C12 128.63(17) . . ?
C8 C11 H11 117.2(15) . . ?
C12 C11 H11 114.2(15) . . ?
C11 C12 C13 108.85(15) . . ?
C11 C12 C19 112.19(15) . . ?
C13 C12 C19 113.57(15) . . ?
C11 C12 H12 110.3(14) . . ?
C13 C12 H12 107.3(14) . . ?
C19 C12 H12 104.5(14) . . ?
C14 C13 C18 117.74(19) . . ?
C14 C13 C12 119.23(18) . . ?
C18 C13 C12 123.03(18) . . ?
C13 C14 C15 120.8(2) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C16 C15 C14 120.2(2) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 119.6(2) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 120.9(3) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C13 120.8(2) . . ?
C17 C18 H18 119.6 . . ?
C13 C18 H18 119.6 . . ?
C21 C19 C22 109.09(17) . . ?
C21 C19 C20 109.57(18) . . ?
C22 C19 C20 108.69(16) . . ?
C21 C19 C12 113.93(15) . . ?
C22 C19 C12 106.26(15) . . ?
C20 C19 C12 109.14(17) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O5 C22 O6 123.60(19) . . ?
O5 C22 C19 125.40(19) . . ?
O6 C22 C19 111.00(17) . . ?
O6 C23 H23A 109.5 . . ?
O6 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O6 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.082
