# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2015

####################################################################### 
# 
# 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_cd214171
_database_code_depnum_ccdc_archive 'CCDC 995122'
_audit_update_record             
;
2014-04-02 deposited with the CCDC.
2015-02-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H22 N O3 S'
_chemical_formula_weight         308.40

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.2097(13)
_cell_length_b                   11.272(2)
_cell_length_c                   11.547(3)
_cell_angle_alpha                104.782(4)
_cell_angle_beta                 101.238(4)
_cell_angle_gamma                100.235(4)
_cell_volume                     744.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2252
_cell_measurement_theta_min      6.145
_cell_measurement_theta_max      56.248

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_F_000             330
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.176
_exptl_crystal_size_min          0.123
_exptl_absorpt_coefficient_mu    0.228
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6568
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4414
_diffrn_reflns_av_unetI/netI     0.0657
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.885
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             2882
_reflns_number_gt                2469
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1221P)²+0.0825P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.124(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2882
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0656
_refine_ls_wR_factor_ref         0.1866
_refine_ls_wR_factor_gt          0.1786
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 1.05750(9) 0.47066(5) 0.72153(5) 0.0452(3) Uani 1 1 d . . . . .
N1 N 0.9254(3) 0.38942(17) 0.58047(16) 0.0427(5) Uani 1 1 d . . . . .
O1 O 0.4787(2) 0.18017(15) 0.48756(15) 0.0497(4) Uani 1 1 d . . . . .
O2 O 1.2901(3) 0.47123(19) 0.73317(17) 0.0635(5) Uani 1 1 d . . . . .
O3 O 0.9890(3) 0.58671(15) 0.74464(16) 0.0609(5) Uani 1 1 d . . . . .
C1 C 0.6900(4) 0.3972(2) 0.5320(2) 0.0471(5) Uani 1 1 d . . . . .
H1A H 0.6882 0.4658 0.4956 0.056 Uiso 1 1 calc R U . . .
H1B H 0.6107 0.4096 0.5971 0.056 Uiso 1 1 calc R U . . .
C2 C 0.9593(4) 0.2619(2) 0.5278(2) 0.0472(5) Uani 1 1 d . . . . .
H2A H 0.9318 0.2088 0.5801 0.057 Uiso 1 1 calc R U . . .
H2B H 1.1112 0.2664 0.5168 0.057 Uiso 1 1 calc R U . . .
C3 C 0.7840(3) 0.2129(2) 0.40384(19) 0.0410(5) Uani 1 1 d . . . . .
H3 H 0.8396 0.2401 0.3387 0.049 Uiso 1 1 calc R U . . .
C4 C 0.5868(3) 0.2721(2) 0.43633(19) 0.0417(5) Uani 1 1 d . . . . .
C5 C 0.4114(4) 0.2501(2) 0.3180(2) 0.0553(6) Uani 1 1 d . . . . .
H5 H 0.3771 0.3099 0.2795 0.066 Uiso 1 1 calc R U . . .
C6 C 0.3168(4) 0.1282(3) 0.2808(3) 0.0634(7) Uani 1 1 d . . . . .
H6 H 0.2033 0.0838 0.2094 0.076 Uiso 1 1 calc R U . . .
C7 C 0.4299(4) 0.0746(2) 0.3775(2) 0.0536(6) Uani 1 1 d . . . . .
H7 H 0.3426 -0.0052 0.3812 0.064 Uiso 1 1 calc R U . . .
C8 C 0.6670(4) 0.0744(2) 0.3616(2) 0.0472(5) Uani 1 1 d . . . . .
C9 C 0.7478(5) -0.0251(3) 0.3270(3) 0.0698(8) Uani 1 1 d . . . . .
H9A H 0.8994 -0.0151 0.3263 0.084 Uiso 1 1 calc R U . . .
H9B H 0.6534 -0.1057 0.3031 0.084 Uiso 1 1 calc R U . . .
C10 C 0.9603(4) 0.3870(2) 0.81780(19) 0.0435(5) Uani 1 1 d . . . . .
C11 C 1.0632(5) 0.2942(2) 0.8433(2) 0.0562(6) Uani 1 1 d . . . . .
H11 H 1.1877 0.2794 0.8134 0.067 Uiso 1 1 calc R U . . .
C12 C 0.9798(6) 0.2237(3) 0.9134(3) 0.0732(8) Uani 1 1 d . . . . .
H12 H 1.0498 0.1616 0.9307 0.088 Uiso 1 1 calc R U . . .
C13 C 0.7962(6) 0.2432(3) 0.9581(2) 0.0742(9) Uani 1 1 d . . . . .
C14 C 0.6980(5) 0.3379(3) 0.9337(2) 0.0732(9) Uani 1 1 d . . . . .
H14 H 0.5754 0.3534 0.9652 0.088 Uiso 1 1 calc R U . . .
C15 C 0.7770(4) 0.4104(3) 0.8634(2) 0.0559(6) Uani 1 1 d . . . . .
H15 H 0.7084 0.4734 0.8473 0.067 Uiso 1 1 calc R U . . .
C16 C 0.7054(9) 0.1633(4) 1.0336(3) 0.1261(18) Uani 1 1 d . . . . .
H16A H 0.6343 0.0790 0.9807 0.189 Uiso 1 1 calc R U . . .
H16B H 0.5966 0.1994 1.0703 0.189 Uiso 1 1 calc R U . . .
H16C H 0.8277 0.1611 1.0976 0.189 Uiso 1 1 calc R U . . .


_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 O2 1.4229(18) . ?
S1 O3 1.4238(18) . ?
S1 N1 1.6173(19) . ?
S1 C10 1.756(2) . ?
N1 C2 1.481(3) . ?
N1 C1 1.486(3) . ?
O1 C7 1.439(3) . ?
O1 C4 1.447(2) . ?
C1 C4 1.493(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.521(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C8 1.508(3) . ?
C3 C4 1.557(3) . ?
C3 H3 0.9800 . ?
C4 C5 1.505(3) . ?
C5 C6 1.316(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.514(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.520(3) . ?
C7 H7 0.9800 . ?
C8 C9 1.311(3) . ?
C9 H9A 0.9300 . ?
C9 H9B 0.9300 . ?
C10 C11 1.382(3) . ?
C10 C15 1.383(3) . ?
C11 C12 1.378(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.370(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.382(5) . ?
C13 C16 1.516(4) . ?
C14 C15 1.385(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 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 S1 O3 120.05(12) . . ?
O2 S1 N1 106.66(10) . . ?
O3 S1 N1 106.36(10) . . ?
O2 S1 C10 107.51(11) . . ?
O3 S1 C10 108.54(11) . . ?
N1 S1 C10 107.06(10) . . ?
C2 N1 C1 111.67(16) . . ?
C2 N1 S1 119.77(15) . . ?
C1 N1 S1 118.77(14) . . ?
C7 O1 C4 95.49(15) . . ?
N1 C1 C4 103.35(16) . . ?
N1 C1 H1A 111.1 . . ?
C4 C1 H1A 111.1 . . ?
N1 C1 H1B 111.1 . . ?
C4 C1 H1B 111.1 . . ?
H1A C1 H1B 109.1 . . ?
N1 C2 C3 102.72(17) . . ?
N1 C2 H2A 111.2 . . ?
C3 C2 H2A 111.2 . . ?
N1 C2 H2B 111.2 . . ?
C3 C2 H2B 111.2 . . ?
H2A C2 H2B 109.1 . . ?
C8 C3 C2 116.72(19) . . ?
C8 C3 C4 100.29(16) . . ?
C2 C3 C4 101.48(16) . . ?
C8 C3 H3 112.4 . . ?
C2 C3 H3 112.4 . . ?
C4 C3 H3 112.4 . . ?
O1 C4 C1 111.79(18) . . ?
O1 C4 C5 101.29(17) . . ?
C1 C4 C5 125.00(19) . . ?
O1 C4 C3 100.13(15) . . ?
C1 C4 C3 107.41(16) . . ?
C5 C4 C3 108.43(17) . . ?
C6 C5 C4 105.3(2) . . ?
C6 C5 H5 127.4 . . ?
C4 C5 H5 127.4 . . ?
C5 C6 C7 106.3(2) . . ?
C5 C6 H6 126.9 . . ?
C7 C6 H6 126.9 . . ?
O1 C7 C6 101.0(2) . . ?
O1 C7 C8 100.50(17) . . ?
C6 C7 C8 106.8(2) . . ?
O1 C7 H7 115.5 . . ?
C6 C7 H7 115.5 . . ?
C8 C7 H7 115.5 . . ?
C9 C8 C3 129.9(2) . . ?
C9 C8 C7 126.6(2) . . ?
C3 C8 C7 103.29(18) . . ?
C8 C9 H9A 120.0 . . ?
C8 C9 H9B 120.0 . . ?
H9A C9 H9B 120.0 . . ?
C11 C10 C15 120.5(2) . . ?
C11 C10 S1 119.28(17) . . ?
C15 C10 S1 120.18(19) . . ?
C12 C11 C10 119.5(3) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C13 C12 C11 121.5(3) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 118.3(3) . . ?
C12 C13 C16 120.6(4) . . ?
C14 C13 C16 121.1(4) . . ?
C13 C14 C15 121.8(3) . . ?
C13 C14 H14 119.1 . . ?
C15 C14 H14 119.1 . . ?
C10 C15 C14 118.5(3) . . ?
C10 C15 H15 120.8 . . ?
C14 C15 H15 120.8 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
O2 S1 N1 C2 51.20(18) . . . . ?
O3 S1 N1 C2 -179.55(15) . . . . ?
C10 S1 N1 C2 -63.66(17) . . . . ?
O2 S1 N1 C1 -165.72(15) . . . . ?
O3 S1 N1 C1 -36.48(18) . . . . ?
C10 S1 N1 C1 79.42(17) . . . . ?
C2 N1 C1 C4 -5.9(2) . . . . ?
S1 N1 C1 C4 -151.77(15) . . . . ?
C1 N1 C2 C3 26.9(2) . . . . ?
S1 N1 C2 C3 172.40(13) . . . . ?
N1 C2 C3 C8 -142.99(18) . . . . ?
N1 C2 C3 C4 -35.15(19) . . . . ?
C7 O1 C4 C1 -173.13(17) . . . . ?
C7 O1 C4 C5 51.66(19) . . . . ?
C7 O1 C4 C3 -59.63(18) . . . . ?
N1 C1 C4 O1 91.50(18) . . . . ?
N1 C1 C4 C5 -146.0(2) . . . . ?
N1 C1 C4 C3 -17.4(2) . . . . ?
C8 C3 C4 O1 36.81(19) . . . . ?
C2 C3 C4 O1 -83.40(19) . . . . ?
C8 C3 C4 C1 153.63(18) . . . . ?
C2 C3 C4 C1 33.4(2) . . . . ?
C8 C3 C4 C5 -68.8(2) . . . . ?
C2 C3 C4 C5 170.99(19) . . . . ?
O1 C4 C5 C6 -33.9(2) . . . . ?
C1 C4 C5 C6 -160.9(2) . . . . ?
C3 C4 C5 C6 70.9(2) . . . . ?
C4 C5 C6 C7 1.3(3) . . . . ?
C4 O1 C7 C6 -50.47(19) . . . . ?
C4 O1 C7 C8 59.12(18) . . . . ?
C5 C6 C7 O1 31.9(3) . . . . ?
C5 C6 C7 C8 -72.7(3) . . . . ?
C2 C3 C8 C9 -68.1(3) . . . . ?
C4 C3 C8 C9 -176.6(3) . . . . ?
C2 C3 C8 C7 107.7(2) . . . . ?
C4 C3 C8 C7 -0.8(2) . . . . ?
O1 C7 C8 C9 140.3(3) . . . . ?
C6 C7 C8 C9 -114.7(3) . . . . ?
O1 C7 C8 C3 -35.6(2) . . . . ?
C6 C7 C8 C3 69.3(2) . . . . ?
O2 S1 C10 C11 -27.7(2) . . . . ?
O3 S1 C10 C11 -158.96(19) . . . . ?
N1 S1 C10 C11 86.6(2) . . . . ?
O2 S1 C10 C15 154.88(19) . . . . ?
O3 S1 C10 C15 23.6(2) . . . . ?
N1 S1 C10 C15 -90.84(19) . . . . ?
C15 C10 C11 C12 0.9(4) . . . . ?
S1 C10 C11 C12 -176.6(2) . . . . ?
C10 C11 C12 C13 0.3(4) . . . . ?
C11 C12 C13 C14 -1.4(4) . . . . ?
C11 C12 C13 C16 179.2(3) . . . . ?
C12 C13 C14 C15 1.5(4) . . . . ?
C16 C13 C14 C15 -179.1(2) . . . . ?
C11 C10 C15 C14 -0.8(3) . . . . ?
S1 C10 C15 C14 176.66(18) . . . . ?
C13 C14 C15 C10 -0.5(4) . . . . ?

_refine_diff_density_max         0.465
_refine_diff_density_min         -0.539
_refine_diff_density_rms         0.118

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_cd214214
_database_code_depnum_ccdc_archive 'CCDC 999306'
_audit_update_record             
;
2014-04-24 deposited with the CCDC.
2015-02-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H17 N O3 S'
_chemical_formula_weight         303.36

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3878(16)
_cell_length_b                   9.8582(18)
_cell_length_c                   19.139(3)
_cell_angle_alpha                76.354(4)
_cell_angle_beta                 84.421(4)
_cell_angle_gamma                73.985(4)
_cell_volume                     1477.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3300
_cell_measurement_theta_min      4.471
_cell_measurement_theta_max      55.553

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.123
_exptl_absorpt_coefficient_mu    0.228
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5755
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9011
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.191
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5790
_reflns_number_gt                4857
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0659P)²+0.5989P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5790
_refine_ls_number_parameters     381
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1397
_refine_ls_wR_factor_gt          0.1322
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.91174(7) 0.41179(6) 0.32954(3) 0.04648(18) Uani 1 1 d . . . . .
S2 S 0.39239(7) 0.74650(6) 0.15816(4) 0.04933(18) Uani 1 1 d . . . . .
N1 N 0.7608(2) 0.3725(2) 0.38380(10) 0.0421(4) Uani 1 1 d . . . . .
N2 N 0.2428(2) 0.7590(2) 0.10719(10) 0.0431(4) Uani 1 1 d . . . . .
O1 O 0.6428(2) 0.2712(2) 0.57391(9) 0.0568(5) Uani 1 1 d . . . . .
O2 O 0.8835(3) 0.3899(2) 0.26155(10) 0.0636(5) Uani 1 1 d . . . . .
O3 O 1.0627(2) 0.33312(19) 0.36506(11) 0.0642(5) Uani 1 1 d . . . . .
O4 O 0.1246(3) 0.84657(19) -0.08008(9) 0.0600(5) Uani 1 1 d . . . . .
O5 O 0.5435(2) 0.7030(2) 0.11886(13) 0.0739(6) Uani 1 1 d . . . . .
O6 O 0.3611(3) 0.6606(2) 0.22638(11) 0.0706(6) Uani 1 1 d . . . . .
C1 C 0.6902(3) 0.2592(2) 0.50090(12) 0.0414(5) Uani 1 1 d . . . . .
C2 C 0.7843(3) 0.1021(3) 0.51116(13) 0.0491(6) Uani 1 1 d . . . . .
H2 H 0.8743 0.0618 0.4834 0.059 Uiso 1 1 calc R U . . .
C3 C 0.7125(4) 0.0336(3) 0.56759(15) 0.0622(7) Uani 1 1 d . . . . .
H3 H 0.7419 -0.0648 0.5883 0.075 Uiso 1 1 calc R U . . .
C4 C 0.5741(4) 0.1471(3) 0.59135(15) 0.0616(7) Uani 1 1 d . . . . .
H4 H 0.5359 0.1218 0.6416 0.074 Uiso 1 1 calc R U . . .
C5 C 0.4367(3) 0.1926(3) 0.53565(15) 0.0603(7) Uani 1 1 d . . . . .
H5A H 0.4102 0.1096 0.5255 0.072 Uiso 1 1 calc R U . . .
H5B H 0.3365 0.2570 0.5510 0.072 Uiso 1 1 calc R U . . .
C6 C 0.5244(3) 0.2698(2) 0.47195(13) 0.0440(5) Uani 1 1 d . . . . .
C7 C 0.4799(3) 0.3437(3) 0.40740(14) 0.0517(6) Uani 1 1 d . . . . .
H7 H 0.3754 0.3496 0.3926 0.062 Uiso 1 1 calc R U . . .
C8 C 0.5920(3) 0.4192(3) 0.35648(13) 0.0504(6) Uani 1 1 d . . . . .
H8A H 0.5945 0.3971 0.3096 0.061 Uiso 1 1 calc R U . . .
H8B H 0.5494 0.5230 0.3512 0.061 Uiso 1 1 calc R U . . .
C9 C 0.7687(3) 0.3748(3) 0.45959(13) 0.0484(6) Uani 1 1 d . . . . .
H9A H 0.7083 0.4684 0.4688 0.058 Uiso 1 1 calc R U . . .
H9B H 0.8829 0.3543 0.4730 0.058 Uiso 1 1 calc R U . . .
C10 C 0.8932(3) 0.5969(2) 0.32132(11) 0.0381(5) Uani 1 1 d . . . . .
C11 C 0.9917(3) 0.6429(3) 0.35957(13) 0.0479(6) Uani 1 1 d . . . . .
H11 H 1.0727 0.5757 0.3889 0.057 Uiso 1 1 calc R U . . .
C12 C 0.9694(3) 0.7887(3) 0.35410(14) 0.0534(6) Uani 1 1 d . . . . .
H12 H 1.0362 0.8193 0.3799 0.064 Uiso 1 1 calc R U . . .
C13 C 0.8497(3) 0.8905(3) 0.31104(13) 0.0481(6) Uani 1 1 d . . . . .
C14 C 0.7551(3) 0.8428(3) 0.27187(13) 0.0486(6) Uani 1 1 d . . . . .
H14 H 0.6760 0.9103 0.2417 0.058 Uiso 1 1 calc R U . . .
C15 C 0.7746(3) 0.6976(3) 0.27632(12) 0.0448(5) Uani 1 1 d . . . . .
H15 H 0.7095 0.6674 0.2496 0.054 Uiso 1 1 calc R U . . .
C16 C 0.8227(4) 1.0500(3) 0.30619(19) 0.0763(9) Uani 1 1 d . . . . .
H16A H 0.8003 1.1017 0.2575 0.115 Uiso 1 1 calc R U . . .
H16B H 0.9205 1.0669 0.3209 0.115 Uiso 1 1 calc R U . . .
H16C H 0.7301 1.0830 0.3371 0.115 Uiso 1 1 calc R U . . .
C17 C 0.1754(3) 0.7622(2) -0.00971(12) 0.0410(5) Uani 1 1 d . . . . .
C18 C 0.2736(3) 0.6206(3) -0.02737(15) 0.0525(6) Uani 1 1 d . . . . .
H18 H 0.3654 0.5558 -0.0038 0.063 Uiso 1 1 calc R U . . .
C19 C 0.2031(4) 0.6075(3) -0.08278(15) 0.0612(7) Uani 1 1 d . . . . .
H19 H 0.2354 0.5320 -0.1068 0.073 Uiso 1 1 calc R U . . .
C20 C 0.0606(4) 0.7382(3) -0.09930(15) 0.0614(7) Uani 1 1 d . . . . .
H20 H 0.0218 0.7626 -0.1485 0.074 Uiso 1 1 calc R U . . .
C21 C -0.0737(3) 0.7203(3) -0.03977(15) 0.0585(7) Uani 1 1 d . . . . .
H21A H -0.1764 0.7952 -0.0504 0.070 Uiso 1 1 calc R U . . .
H21B H -0.0956 0.6260 -0.0315 0.070 Uiso 1 1 calc R U . . .
C22 C 0.0113(3) 0.7364(2) 0.02284(13) 0.0428(5) Uani 1 1 d . . . . .
C23 C -0.0340(3) 0.7432(3) 0.08948(14) 0.0517(6) Uani 1 1 d . . . . .
H23 H -0.1375 0.7300 0.1066 0.062 Uiso 1 1 calc R U . . .
C24 C 0.0743(3) 0.7712(3) 0.13920(13) 0.0511(6) Uani 1 1 d . . . . .
H24A H 0.0283 0.8674 0.1482 0.061 Uiso 1 1 calc R U . . .
H24B H 0.0785 0.7019 0.1848 0.061 Uiso 1 1 calc R U . . .
C25 C 0.2491(3) 0.8382(3) 0.03240(12) 0.0469(5) Uani 1 1 d . . . . .
H25A H 0.3627 0.8361 0.0161 0.056 Uiso 1 1 calc R U . . .
H25B H 0.1854 0.9382 0.0274 0.056 Uiso 1 1 calc R U . . .
C26 C 0.3793(3) 0.9215(2) 0.16970(12) 0.0403(5) Uani 1 1 d . . . . .
C27 C 0.2771(3) 0.9734(3) 0.22368(13) 0.0493(6) Uani 1 1 d . . . . .
H27 H 0.2153 0.9165 0.2538 0.059 Uiso 1 1 calc R U . . .
C28 C 0.2672(3) 1.1101(3) 0.23258(14) 0.0529(6) Uani 1 1 d . . . . .
H28 H 0.1981 1.1449 0.2690 0.064 Uiso 1 1 calc R U . . .
C29 C 0.3577(3) 1.1967(3) 0.18855(13) 0.0485(6) Uani 1 1 d . . . . .
C30 C 0.4608(3) 1.1411(3) 0.13563(13) 0.0514(6) Uani 1 1 d . . . . .
H30 H 0.5243 1.1970 0.1060 0.062 Uiso 1 1 calc R U . . .
C31 C 0.4718(3) 1.0053(3) 0.12554(13) 0.0468(5) Uani 1 1 d . . . . .
H31 H 0.5412 0.9703 0.0892 0.056 Uiso 1 1 calc R U . . .
C32 C 0.3431(5) 1.3474(3) 0.19752(19) 0.0786(9) Uani 1 1 d . . . . .
H32A H 0.4454 1.3728 0.1819 0.118 Uiso 1 1 calc R U . . .
H32B H 0.3200 1.3511 0.2473 0.118 Uiso 1 1 calc R U . . .
H32C H 0.2545 1.4143 0.1691 0.118 Uiso 1 1 calc R U . . .


_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 O2 1.4201(19) . ?
S1 O3 1.4296(19) . ?
S1 N1 1.6300(19) . ?
S1 C10 1.759(2) . ?
S2 O5 1.422(2) . ?
S2 O6 1.423(2) . ?
S2 N2 1.6238(19) . ?
S2 C26 1.763(2) . ?
N1 C9 1.464(3) . ?
N1 C8 1.470(3) . ?
N2 C25 1.464(3) . ?
N2 C24 1.470(3) . ?
O1 C1 1.438(3) . ?
O1 C4 1.449(3) . ?
O4 C17 1.441(3) . ?
O4 C20 1.451(3) . ?
C1 C9 1.498(3) . ?
C1 C2 1.508(3) . ?
C1 C6 1.514(3) . ?
C2 C3 1.319(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.492(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.547(4) . ?
C4 H4 0.9800 . ?
C5 C6 1.518(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.308(3) . ?
C7 C8 1.501(3) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.380(3) . ?
C10 C15 1.391(3) . ?
C11 C12 1.378(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.381(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(3) . ?
C13 C16 1.507(4) . ?
C14 C15 1.377(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C25 1.494(3) . ?
C17 C18 1.508(3) . ?
C17 C22 1.515(3) . ?
C18 C19 1.311(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.490(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.538(4) . ?
C20 H20 0.9800 . ?
C21 C22 1.513(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.307(3) . ?
C23 C24 1.497(3) . ?
C23 H23 0.9300 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C31 1.377(3) . ?
C26 C27 1.378(3) . ?
C27 C28 1.377(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.382(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.380(3) . ?
C29 C32 1.505(4) . ?
C30 C31 1.374(3) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 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 S1 O3 119.99(12) . . ?
O2 S1 N1 106.69(11) . . ?
O3 S1 N1 106.69(11) . . ?
O2 S1 C10 108.47(11) . . ?
O3 S1 C10 107.50(11) . . ?
N1 S1 C10 106.81(10) . . ?
O5 S2 O6 120.22(14) . . ?
O5 S2 N2 106.83(11) . . ?
O6 S2 N2 106.75(11) . . ?
O5 S2 C26 106.75(12) . . ?
O6 S2 C26 108.00(12) . . ?
N2 S2 C26 107.76(10) . . ?
C9 N1 C8 114.44(19) . . ?
C9 N1 S1 117.45(16) . . ?
C8 N1 S1 118.52(15) . . ?
C25 N2 C24 114.37(19) . . ?
C25 N2 S2 117.74(15) . . ?
C24 N2 S2 118.80(16) . . ?
C1 O1 C4 95.00(18) . . ?
C17 O4 C20 95.22(17) . . ?
O1 C1 C9 113.60(19) . . ?
O1 C1 C2 101.50(18) . . ?
C9 C1 C2 120.3(2) . . ?
O1 C1 C6 100.97(18) . . ?
C9 C1 C6 112.66(19) . . ?
C2 C1 C6 105.55(19) . . ?
C3 C2 C1 105.7(2) . . ?
C3 C2 H2 127.2 . . ?
C1 C2 H2 127.2 . . ?
C2 C3 C4 105.6(2) . . ?
C2 C3 H3 127.2 . . ?
C4 C3 H3 127.2 . . ?
O1 C4 C3 101.7(2) . . ?
O1 C4 C5 101.4(2) . . ?
C3 C4 C5 107.4(2) . . ?
O1 C4 H4 114.9 . . ?
C3 C4 H4 114.9 . . ?
C5 C4 H4 114.9 . . ?
C6 C5 C4 99.4(2) . . ?
C6 C5 H5A 111.9 . . ?
C4 C5 H5A 111.9 . . ?
C6 C5 H5B 111.9 . . ?
C4 C5 H5B 111.9 . . ?
H5A C5 H5B 109.6 . . ?
C7 C6 C1 122.0(2) . . ?
C7 C6 C5 134.0(2) . . ?
C1 C6 C5 103.7(2) . . ?
C6 C7 C8 122.2(2) . . ?
C6 C7 H7 118.9 . . ?
C8 C7 H7 118.9 . . ?
N1 C8 C7 110.18(19) . . ?
N1 C8 H8A 109.6 . . ?
C7 C8 H8A 109.6 . . ?
N1 C8 H8B 109.6 . . ?
C7 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
N1 C9 C1 105.33(18) . . ?
N1 C9 H9A 110.7 . . ?
C1 C9 H9A 110.7 . . ?
N1 C9 H9B 110.7 . . ?
C1 C9 H9B 110.7 . . ?
H9A C9 H9B 108.8 . . ?
C11 C10 C15 120.1(2) . . ?
C11 C10 S1 121.13(17) . . ?
C15 C10 S1 118.80(17) . . ?
C12 C11 C10 119.6(2) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C13 121.3(2) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C13 C12 118.3(2) . . ?
C14 C13 C16 120.3(2) . . ?
C12 C13 C16 121.3(2) . . ?
C15 C14 C13 121.6(2) . . ?
C15 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
C14 C15 C10 119.1(2) . . ?
C14 C15 H15 120.5 . . ?
C10 C15 H15 120.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4 C17 C25 113.71(18) . . ?
O4 C17 C18 101.16(19) . . ?
C25 C17 C18 120.9(2) . . ?
O4 C17 C22 100.37(18) . . ?
C25 C17 C22 112.74(19) . . ?
C18 C17 C22 105.41(18) . . ?
C19 C18 C17 106.0(2) . . ?
C19 C18 H18 127.0 . . ?
C17 C18 H18 127.0 . . ?
C18 C19 C20 105.9(2) . . ?
C18 C19 H19 127.0 . . ?
C20 C19 H19 127.0 . . ?
O4 C20 C19 101.5(2) . . ?
O4 C20 C21 101.4(2) . . ?
C19 C20 C21 107.2(2) . . ?
O4 C20 H20 115.0 . . ?
C19 C20 H20 115.0 . . ?
C21 C20 H20 115.0 . . ?
C22 C21 C20 99.65(19) . . ?
C22 C21 H21A 111.8 . . ?
C20 C21 H21A 111.8 . . ?
C22 C21 H21B 111.8 . . ?
C20 C21 H21B 111.8 . . ?
H21A C21 H21B 109.6 . . ?
C23 C22 C21 134.0(2) . . ?
C23 C22 C17 121.8(2) . . ?
C21 C22 C17 103.9(2) . . ?
C22 C23 C24 122.4(2) . . ?
C22 C23 H23 118.8 . . ?
C24 C23 H23 118.8 . . ?
N2 C24 C23 110.09(19) . . ?
N2 C24 H24A 109.6 . . ?
C23 C24 H24A 109.6 . . ?
N2 C24 H24B 109.6 . . ?
C23 C24 H24B 109.6 . . ?
H24A C24 H24B 108.2 . . ?
N2 C25 C17 105.32(18) . . ?
N2 C25 H25A 110.7 . . ?
C17 C25 H25A 110.7 . . ?
N2 C25 H25B 110.7 . . ?
C17 C25 H25B 110.7 . . ?
H25A C25 H25B 108.8 . . ?
C31 C26 C27 120.2(2) . . ?
C31 C26 S2 120.22(18) . . ?
C27 C26 S2 119.57(18) . . ?
C28 C27 C26 119.4(2) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 121.5(2) . . ?
C27 C28 H28 119.3 . . ?
C29 C28 H28 119.3 . . ?
C30 C29 C28 117.8(2) . . ?
C30 C29 C32 121.1(2) . . ?
C28 C29 C32 121.1(2) . . ?
C31 C30 C29 121.7(2) . . ?
C31 C30 H30 119.2 . . ?
C29 C30 H30 119.2 . . ?
C30 C31 C26 119.4(2) . . ?
C30 C31 H31 120.3 . . ?
C26 C31 H31 120.3 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
O2 S1 N1 C9 174.99(16) . . . . ?
O3 S1 N1 C9 45.60(19) . . . . ?
C10 S1 N1 C9 -69.15(18) . . . . ?
O2 S1 N1 C8 -40.6(2) . . . . ?
O3 S1 N1 C8 -170.00(18) . . . . ?
C10 S1 N1 C8 75.25(19) . . . . ?
O5 S2 N2 C25 -47.9(2) . . . . ?
O6 S2 N2 C25 -177.73(17) . . . . ?
C26 S2 N2 C25 66.48(19) . . . . ?
O5 S2 N2 C24 166.86(18) . . . . ?
O6 S2 N2 C24 37.1(2) . . . . ?
C26 S2 N2 C24 -78.74(19) . . . . ?
C4 O1 C1 C9 179.0(2) . . . . ?
C4 O1 C1 C2 -50.4(2) . . . . ?
C4 O1 C1 C6 58.2(2) . . . . ?
O1 C1 C2 C3 32.4(3) . . . . ?
C9 C1 C2 C3 158.7(2) . . . . ?
C6 C1 C2 C3 -72.5(2) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C1 O1 C4 C3 51.2(2) . . . . ?
C1 O1 C4 C5 -59.6(2) . . . . ?
C2 C3 C4 O1 -33.4(3) . . . . ?
C2 C3 C4 C5 72.6(3) . . . . ?
O1 C4 C5 C6 37.0(2) . . . . ?
C3 C4 C5 C6 -69.3(3) . . . . ?
O1 C1 C6 C7 139.5(2) . . . . ?
C9 C1 C6 C7 18.0(3) . . . . ?
C2 C1 C6 C7 -115.1(3) . . . . ?
O1 C1 C6 C5 -35.3(2) . . . . ?
C9 C1 C6 C5 -156.8(2) . . . . ?
C2 C1 C6 C5 70.1(2) . . . . ?
C4 C5 C6 C7 -175.0(3) . . . . ?
C4 C5 C6 C1 -1.1(2) . . . . ?
C1 C6 C7 C8 2.1(4) . . . . ?
C5 C6 C7 C8 175.1(3) . . . . ?
C9 N1 C8 C7 -48.1(3) . . . . ?
S1 N1 C8 C7 166.45(17) . . . . ?
C6 C7 C8 N1 11.6(3) . . . . ?
C8 N1 C9 C1 67.2(2) . . . . ?
S1 N1 C9 C1 -146.95(16) . . . . ?
O1 C1 C9 N1 -163.10(18) . . . . ?
C2 C1 C9 N1 76.4(3) . . . . ?
C6 C1 C9 N1 -49.1(2) . . . . ?
O2 S1 C10 C11 -144.90(19) . . . . ?
O3 S1 C10 C11 -13.8(2) . . . . ?
N1 S1 C10 C11 100.44(19) . . . . ?
O2 S1 C10 C15 36.3(2) . . . . ?
O3 S1 C10 C15 167.45(18) . . . . ?
N1 S1 C10 C15 -78.35(19) . . . . ?
C15 C10 C11 C12 1.4(3) . . . . ?
S1 C10 C11 C12 -177.38(18) . . . . ?
C10 C11 C12 C13 0.1(4) . . . . ?
C11 C12 C13 C14 -1.6(4) . . . . ?
C11 C12 C13 C16 178.7(2) . . . . ?
C12 C13 C14 C15 1.7(4) . . . . ?
C16 C13 C14 C15 -178.7(2) . . . . ?
C13 C14 C15 C10 -0.2(4) . . . . ?
C11 C10 C15 C14 -1.4(3) . . . . ?
S1 C10 C15 C14 177.44(17) . . . . ?
C20 O4 C17 C25 -178.7(2) . . . . ?
C20 O4 C17 C18 50.1(2) . . . . ?
C20 O4 C17 C22 -58.0(2) . . . . ?
O4 C17 C18 C19 -32.2(3) . . . . ?
C25 C17 C18 C19 -158.8(2) . . . . ?
C22 C17 C18 C19 71.9(2) . . . . ?
C17 C18 C19 C20 -0.8(3) . . . . ?
C17 O4 C20 C19 -51.0(2) . . . . ?
C17 O4 C20 C21 59.5(2) . . . . ?
C18 C19 C20 O4 33.3(3) . . . . ?
C18 C19 C20 C21 -72.6(3) . . . . ?
O4 C20 C21 C22 -36.6(2) . . . . ?
C19 C20 C21 C22 69.4(2) . . . . ?
C20 C21 C22 C23 174.4(3) . . . . ?
C20 C21 C22 C17 0.7(2) . . . . ?
O4 C17 C22 C23 -139.2(2) . . . . ?
C25 C17 C22 C23 -17.8(3) . . . . ?
C18 C17 C22 C23 116.1(3) . . . . ?
O4 C17 C22 C21 35.5(2) . . . . ?
C25 C17 C22 C21 156.9(2) . . . . ?
C18 C17 C22 C21 -69.2(2) . . . . ?
C21 C22 C23 C24 -175.1(3) . . . . ?
C17 C22 C23 C24 -2.3(4) . . . . ?
C25 N2 C24 C23 48.2(3) . . . . ?
S2 N2 C24 C23 -165.45(17) . . . . ?
C22 C23 C24 N2 -11.6(3) . . . . ?
C24 N2 C25 C17 -67.3(2) . . . . ?
S2 N2 C25 C17 145.96(16) . . . . ?
O4 C17 C25 N2 162.43(19) . . . . ?
C18 C17 C25 N2 -76.9(3) . . . . ?
C22 C17 C25 N2 49.0(2) . . . . ?
O5 S2 C26 C31 19.8(2) . . . . ?
O6 S2 C26 C31 150.37(19) . . . . ?
N2 S2 C26 C31 -94.7(2) . . . . ?
O5 S2 C26 C27 -159.52(19) . . . . ?
O6 S2 C26 C27 -29.0(2) . . . . ?
N2 S2 C26 C27 86.0(2) . . . . ?
C31 C26 C27 C28 0.6(4) . . . . ?
S2 C26 C27 C28 179.96(19) . . . . ?
C26 C27 C28 C29 -0.1(4) . . . . ?
C27 C28 C29 C30 -0.9(4) . . . . ?
C27 C28 C29 C32 178.5(3) . . . . ?
C28 C29 C30 C31 1.2(4) . . . . ?
C32 C29 C30 C31 -178.2(3) . . . . ?
C29 C30 C31 C26 -0.7(4) . . . . ?
C27 C26 C31 C30 -0.3(4) . . . . ?
S2 C26 C31 C30 -179.60(18) . . . . ?

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
C19 H19 O5 0.93 2.58 3.389(3) 145.7 2_665

_refine_diff_density_max         0.429
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.047

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_cd214374
_database_code_depnum_ccdc_archive 'CCDC 1009701'
_audit_update_record             
;
2014-06-23 deposited with the CCDC.
2015-02-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H19 N O3 S'
_chemical_formula_weight         317.39

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   14.5933(18)
_cell_length_b                   9.6858(12)
_cell_length_c                   11.3977(14)
_cell_angle_alpha                90
_cell_angle_beta                 92.745(3)
_cell_angle_gamma                90
_cell_volume                     1609.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3015
_cell_measurement_theta_min      5.047
_cell_measurement_theta_max      51.592

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.112
_exptl_absorpt_coefficient_mu    0.213
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6367
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9323
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.525
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3148
_reflns_number_gt                2494
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0634P)²+0.3467P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3148
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1206
_refine_ls_wR_factor_gt          0.1107
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.018
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.72225(3) 1.12370(5) 0.34466(4) 0.04702(17) Uani 1 1 d . . . . .
N1 N 0.79670(10) 1.03020(15) 0.27503(13) 0.0436(4) Uani 1 1 d . . . . .
O1 O 0.85917(9) 0.80723(14) 0.04061(11) 0.0517(4) Uani 1 1 d . . . . .
O2 O 0.70087(10) 1.04769(16) 0.44690(12) 0.0616(4) Uani 1 1 d . . . . .
O3 O 0.76025(11) 1.25907(15) 0.35685(14) 0.0627(4) Uani 1 1 d . . . . .
C1 C 0.91487(12) 0.86825(19) 0.13581(15) 0.0415(4) Uani 1 1 d . . . . .
C2 C 1.00397(14) 0.7909(2) 0.12478(17) 0.0515(5) Uani 1 1 d . . . . .
H2 H 1.0627 0.8243 0.1429 0.062 Uiso 1 1 calc R U . . .
C3 C 0.98261(16) 0.6678(2) 0.08485(18) 0.0591(6) Uani 1 1 d . . . . .
H3 H 1.0227 0.5967 0.0680 0.071 Uiso 1 1 calc R U . . .
C4 C 0.87916(16) 0.6656(2) 0.07190(18) 0.0554(5) Uani 1 1 d . . . . .
H4 H 0.8527 0.5956 0.0182 0.066 Uiso 1 1 calc R U . . .
C5 C 0.84740(13) 0.66029(19) 0.19681(17) 0.0462(4) Uani 1 1 d . . . . .
C6 C 0.86698(12) 0.80467(17) 0.24300(15) 0.0382(4) Uani 1 1 d . . . . .
H6 H 0.9083 0.8028 0.3133 0.046 Uiso 1 1 calc R U . . .
C7 C 0.77827(12) 0.88115(18) 0.26553(16) 0.0424(4) Uani 1 1 d . . . . .
H7A H 0.7334 0.8640 0.2016 0.051 Uiso 1 1 calc R U . . .
H7B H 0.7533 0.8479 0.3377 0.051 Uiso 1 1 calc R U . . .
C8 C 0.82629(14) 1.0886(2) 0.16320(18) 0.0501(5) Uani 1 1 d . . . . .
H8A H 0.8339 1.1877 0.1708 0.060 Uiso 1 1 calc R U . . .
H8B H 0.7800 1.0708 0.1012 0.060 Uiso 1 1 calc R U . . .
C9 C 0.91644(14) 1.0229(2) 0.13236(18) 0.0512(5) Uani 1 1 d . . . . .
H9A H 0.9313 1.0525 0.0542 0.061 Uiso 1 1 calc R U . . .
H9B H 0.9646 1.0559 0.1869 0.061 Uiso 1 1 calc R U . . .
C10 C 0.81180(17) 0.5556(2) 0.2504(2) 0.0689(6) Uani 1 1 d . . . . .
H10A H 0.7948 0.5647 0.3276 0.083 Uiso 1 1 calc R U . . .
H10B H 0.8034 0.4719 0.2114 0.083 Uiso 1 1 calc R U . . .
C11 C 0.62235(13) 1.13532(19) 0.25224(17) 0.0451(4) Uani 1 1 d . . . . .
C12 C 0.54948(15) 1.0471(2) 0.2674(2) 0.0618(6) Uani 1 1 d . . . . .
H12 H 0.5518 0.9828 0.3281 0.074 Uiso 1 1 calc R U . . .
C13 C 0.47321(16) 1.0558(3) 0.1913(2) 0.0735(7) Uani 1 1 d . . . . .
H13 H 0.4237 0.9974 0.2024 0.088 Uiso 1 1 calc R U . . .
C14 C 0.46827(15) 1.1480(3) 0.0996(2) 0.0645(6) Uani 1 1 d . . . . .
C15 C 0.54216(16) 1.2352(3) 0.0860(2) 0.0635(6) Uani 1 1 d . . . . .
H15 H 0.5401 1.2987 0.0247 0.076 Uiso 1 1 calc R U . . .
C16 C 0.61858(14) 1.2301(2) 0.16126(19) 0.0547(5) Uani 1 1 d . . . . .
H16 H 0.6674 1.2899 0.1511 0.066 Uiso 1 1 calc R U . . .
C17 C 0.38578(19) 1.1547(4) 0.0152(3) 0.0982(10) Uani 1 1 d . . . . .
H17A H 0.3498 1.0724 0.0226 0.147 Uiso 1 1 calc R U . . .
H17B H 0.4056 1.1620 -0.0636 0.147 Uiso 1 1 calc R U . . .
H17C H 0.3494 1.2338 0.0330 0.147 Uiso 1 1 calc R U . . .


_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 O2 1.4255(15) . ?
S1 O3 1.4278(15) . ?
S1 N1 1.6471(16) . ?
S1 C11 1.761(2) . ?
N1 C7 1.471(2) . ?
N1 C8 1.478(2) . ?
O1 C4 1.444(2) . ?
O1 C1 1.450(2) . ?
C1 C9 1.499(3) . ?
C1 C2 1.511(3) . ?
C1 C6 1.563(2) . ?
C2 C3 1.308(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.510(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.519(3) . ?
C4 H4 0.9800 . ?
C5 C10 1.305(3) . ?
C5 C6 1.517(2) . ?
C6 C7 1.524(2) . ?
C6 H6 0.9800 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.517(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9300 . ?
C10 H10B 0.9300 . ?
C11 C12 1.381(3) . ?
C11 C16 1.384(3) . ?
C12 C13 1.381(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.384(3) . ?
C14 C17 1.505(3) . ?
C15 C16 1.375(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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 S1 O3 119.60(10) . . ?
O2 S1 N1 106.57(8) . . ?
O3 S1 N1 106.84(9) . . ?
O2 S1 C11 108.34(9) . . ?
O3 S1 C11 107.82(9) . . ?
N1 S1 C11 107.05(8) . . ?
C7 N1 C8 111.83(14) . . ?
C7 N1 S1 116.90(12) . . ?
C8 N1 S1 115.59(12) . . ?
C4 O1 C1 95.91(13) . . ?
O1 C1 C9 113.35(15) . . ?
O1 C1 C2 100.92(15) . . ?
C9 C1 C2 118.63(16) . . ?
O1 C1 C6 99.71(13) . . ?
C9 C1 C6 114.98(15) . . ?
C2 C1 C6 106.77(15) . . ?
C3 C2 C1 106.80(18) . . ?
C3 C2 H2 126.6 . . ?
C1 C2 H2 126.6 . . ?
C2 C3 C4 105.53(18) . . ?
C2 C3 H3 127.2 . . ?
C4 C3 H3 127.2 . . ?
O1 C4 C3 101.51(17) . . ?
O1 C4 C5 101.32(15) . . ?
C3 C4 C5 104.91(17) . . ?
O1 C4 H4 115.7 . . ?
C3 C4 H4 115.7 . . ?
C5 C4 H4 115.7 . . ?
C10 C5 C6 128.81(19) . . ?
C10 C5 C4 127.69(19) . . ?
C6 C5 C4 103.50(15) . . ?
C5 C6 C7 111.06(15) . . ?
C5 C6 C1 100.13(14) . . ?
C7 C6 C1 110.83(14) . . ?
C5 C6 H6 111.4 . . ?
C7 C6 H6 111.4 . . ?
C1 C6 H6 111.4 . . ?
N1 C7 C6 109.60(14) . . ?
N1 C7 H7A 109.8 . . ?
C6 C7 H7A 109.7 . . ?
N1 C7 H7B 109.7 . . ?
C6 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
N1 C8 C9 109.38(16) . . ?
N1 C8 H8A 109.8 . . ?
C9 C8 H8A 109.8 . . ?
N1 C8 H8B 109.8 . . ?
C9 C8 H8B 109.8 . . ?
H8A C8 H8B 108.2 . . ?
C1 C9 C8 113.47(16) . . ?
C1 C9 H9A 108.9 . . ?
C8 C9 H9A 108.9 . . ?
C1 C9 H9B 108.9 . . ?
C8 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C5 C10 H10A 120.0 . . ?
C5 C10 H10B 120.0 . . ?
H10A C10 H10B 120.0 . . ?
C12 C11 C16 120.0(2) . . ?
C12 C11 S1 120.40(16) . . ?
C16 C11 S1 119.52(15) . . ?
C13 C12 C11 119.1(2) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C14 C13 C12 121.9(2) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C13 C14 C15 118.0(2) . . ?
C13 C14 C17 121.6(3) . . ?
C15 C14 C17 120.4(2) . . ?
C16 C15 C14 121.4(2) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C11 119.6(2) . . ?
C15 C16 H16 120.2 . . ?
C11 C16 H16 120.2 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
O2 S1 N1 C7 43.32(15) . . . . ?
O3 S1 N1 C7 172.26(13) . . . . ?
C11 S1 N1 C7 -72.44(14) . . . . ?
O2 S1 N1 C8 178.17(14) . . . . ?
O3 S1 N1 C8 -52.89(16) . . . . ?
C11 S1 N1 C8 62.41(16) . . . . ?
C4 O1 C1 C9 177.42(16) . . . . ?
C4 O1 C1 C2 49.48(16) . . . . ?
C4 O1 C1 C6 -59.86(15) . . . . ?
O1 C1 C2 C3 -31.4(2) . . . . ?
C9 C1 C2 C3 -155.85(18) . . . . ?
C6 C1 C2 C3 72.31(19) . . . . ?
C1 C2 C3 C4 -0.8(2) . . . . ?
C1 O1 C4 C3 -50.37(16) . . . . ?
C1 O1 C4 C5 57.61(16) . . . . ?
C2 C3 C4 O1 33.1(2) . . . . ?
C2 C3 C4 C5 -72.1(2) . . . . ?
O1 C4 C5 C10 147.4(2) . . . . ?
C3 C4 C5 C10 -107.3(3) . . . . ?
O1 C4 C5 C6 -32.53(18) . . . . ?
C3 C4 C5 C6 72.78(19) . . . . ?
C10 C5 C6 C7 -66.8(3) . . . . ?
C4 C5 C6 C7 113.20(17) . . . . ?
C10 C5 C6 C1 176.1(2) . . . . ?
C4 C5 C6 C1 -3.92(17) . . . . ?
O1 C1 C6 C5 38.94(16) . . . . ?
C9 C1 C6 C5 160.50(15) . . . . ?
C2 C1 C6 C5 -65.67(17) . . . . ?
O1 C1 C6 C7 -78.35(17) . . . . ?
C9 C1 C6 C7 43.2(2) . . . . ?
C2 C1 C6 C7 177.04(15) . . . . ?
C8 N1 C7 C6 64.99(19) . . . . ?
S1 N1 C7 C6 -158.55(12) . . . . ?
C5 C6 C7 N1 -162.92(14) . . . . ?
C1 C6 C7 N1 -52.55(19) . . . . ?
C7 N1 C8 C9 -63.3(2) . . . . ?
S1 N1 C8 C9 159.67(14) . . . . ?
O1 C1 C9 C8 70.9(2) . . . . ?
C2 C1 C9 C8 -170.97(17) . . . . ?
C6 C1 C9 C8 -42.9(2) . . . . ?
N1 C8 C9 C1 51.2(2) . . . . ?
O2 S1 C11 C12 -17.51(19) . . . . ?
O3 S1 C11 C12 -148.29(17) . . . . ?
N1 S1 C11 C12 97.07(17) . . . . ?
O2 S1 C11 C16 164.93(16) . . . . ?
O3 S1 C11 C16 34.15(18) . . . . ?
N1 S1 C11 C16 -80.49(17) . . . . ?
C16 C11 C12 C13 -0.4(3) . . . . ?
S1 C11 C12 C13 -177.96(18) . . . . ?
C11 C12 C13 C14 1.1(4) . . . . ?
C12 C13 C14 C15 -1.0(4) . . . . ?
C12 C13 C14 C17 178.6(2) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C17 C14 C15 C16 -179.3(2) . . . . ?
C14 C15 C16 C11 0.4(3) . . . . ?
C12 C11 C16 C15 -0.3(3) . . . . ?
S1 C11 C16 C15 177.25(16) . . . . ?

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
C2 H2 O3 0.93 2.66 3.451(3) 143.3 2_745

_refine_diff_density_max         0.317
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.048

_shelxl_version_number           2013-4



