# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_ye783P-1
_audit_block_doi                 10.5517/ccdc.csd.cc21546l
_database_code_depnum_ccdc_archive 'CCDC 1881768'
loop_
_audit_author_name
_audit_author_address
'Youngmee Kim'
;Ewha Womans University
South Korea
;
_audit_update_record             
;
2018-11-28 deposited with the CCDC.	2021-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H17 N O3 S'
_chemical_formula_weight         327.38

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                   9.4401(2)
_cell_length_b                   9.7860(2)
_cell_length_c                   10.7338(2)
_cell_angle_alpha                64.5184(10)
_cell_angle_beta                 74.1018(11)
_cell_angle_gamma                69.7646(10)
_cell_volume                     830.67(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8642
_cell_measurement_theta_min      2.5398
_cell_measurement_theta_max      24.7565

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_F_000             344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.209
_shelx_estimated_absorpt_T_min   0.944
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            29279
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.125
_diffrn_reflns_theta_max         28.535
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4207
_reflns_number_gt                3102
_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 Instrument Service v2013.12.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0569P)²+0.2196P] 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         4207
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0451
_refine_ls_wR_factor_ref         0.1243
_refine_ls_wR_factor_gt          0.1092
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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
C1 C 0.1587(2) 0.06208(19) -0.02512(18) 0.0471(4) Uani 1 1 d . . . . .
C2 C 0.28845(19) -0.0753(2) -0.02439(19) 0.0474(4) Uani 1 1 d . . . . .
C3 C 0.3358(2) -0.1531(2) -0.1167(2) 0.0611(5) Uani 1 1 d . . . . .
H3 H 0.2842 -0.1200 -0.1913 0.073 Uiso 1 1 calc R U . . .
C4 C 0.4616(2) -0.2809(2) -0.0940(3) 0.0703(6) Uani 1 1 d . . . . .
H4 H 0.4961 -0.3347 -0.1546 0.084 Uiso 1 1 calc R U . . .
C5 C 0.5371(2) -0.3298(2) 0.0175(3) 0.0672(6) Uani 1 1 d . . . . .
H5 H 0.6209 -0.4170 0.0315 0.081 Uiso 1 1 calc R U . . .
C6 C 0.4907(2) -0.2522(2) 0.1083(2) 0.0580(5) Uani 1 1 d . . . . .
H6 H 0.5426 -0.2862 0.1829 0.070 Uiso 1 1 calc R U . . .
C7 C 0.36466(18) -0.12193(19) 0.08680(18) 0.0456(4) Uani 1 1 d . . . . .
C8 C 0.2969(2) -0.0126(2) 0.16679(17) 0.0476(4) Uani 1 1 d . . . . .
H8 H 0.3598 0.0609 0.1352 0.057 Uiso 1 1 calc R U . . .
C9 C 0.14059(19) 0.07954(19) 0.11391(17) 0.0448(4) Uani 1 1 d . . . . .
H9 H 0.0648 0.0246 0.1793 0.054 Uiso 1 1 calc R U . . .
C10 C 0.2877(2) -0.0940(2) 0.3222(2) 0.0647(5) Uani 1 1 d . . . . .
H10 H 0.2226 -0.1595 0.3677 0.078 Uiso 1 1 calc R U . . .
C11 C 0.3640(3) -0.0798(3) 0.3980(2) 0.0882(8) Uani 1 1 d . . . . .
H11A H 0.4301 -0.0154 0.3562 0.106 Uiso 1 1 calc R U . . .
H11B H 0.3524 -0.1341 0.4941 0.106 Uiso 1 1 calc R U . . .
C12 C 0.06269(18) 0.33853(19) 0.30806(17) 0.0440(4) Uani 1 1 d . . . . .
C13 C 0.0845(2) 0.2356(2) 0.44247(19) 0.0583(5) Uani 1 1 d . . . . .
H13 H 0.0482 0.1466 0.4831 0.070 Uiso 1 1 calc R U . . .
C14 C 0.1616(3) 0.2672(3) 0.5159(2) 0.0690(6) Uani 1 1 d . . . . .
H14 H 0.1760 0.1987 0.6067 0.083 Uiso 1 1 calc R U . . .
C15 C 0.2175(2) 0.3985(3) 0.4570(2) 0.0631(5) Uani 1 1 d . . . . .
C16 C 0.1951(2) 0.4987(3) 0.3213(2) 0.0649(5) Uani 1 1 d . . . . .
H16 H 0.2334 0.5865 0.2794 0.078 Uiso 1 1 calc R U . . .
C17 C 0.1170(2) 0.4703(2) 0.2473(2) 0.0564(5) Uani 1 1 d . . . . .
H17 H 0.1011 0.5395 0.1570 0.068 Uiso 1 1 calc R U . . .
C18 C 0.2996(3) 0.4318(3) 0.5391(3) 0.0952(9) Uani 1 1 d . . . . .
H18A H 0.2847 0.3650 0.6356 0.143 Uiso 1 1 calc R U . . .
H18B H 0.2596 0.5396 0.5303 0.143 Uiso 1 1 calc R U . . .
H18C H 0.4067 0.4120 0.5036 0.143 Uiso 1 1 calc R U . . .
N1 N 0.08210(17) 0.24268(16) 0.09899(15) 0.0504(4) Uani 1 1 d . . . . .
H1 H 0.1147 0.3111 0.0234 0.061 Uiso 1 1 calc R U . . .
O1 O 0.07961(17) 0.14661(16) -0.11513(14) 0.0665(4) Uani 1 1 d . . . . .
O2 O -0.13135(14) 0.45605(15) 0.13757(14) 0.0602(4) Uani 1 1 d . . . . .
O3 O -0.11027(15) 0.18302(17) 0.30722(14) 0.0635(4) Uani 1 1 d . . . . .
S1 S -0.03953(5) 0.30536(5) 0.21361(4) 0.04627(14) Uani 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
C1 O1 1.2064(19) . ?
C1 C2 1.471(2) . ?
C1 C9 1.531(2) . ?
C2 C7 1.387(2) . ?
C2 C3 1.390(3) . ?
C3 C4 1.380(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.394(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.519(3) . ?
C8 C10 1.500(3) . ?
C8 C9 1.553(2) . ?
C8 H8 0.9800 . ?
C9 N1 1.448(2) . ?
C9 H9 0.9800 . ?
C10 C11 1.298(3) . ?
C10 H10 0.9300 . ?
C11 H11A 0.9300 . ?
C11 H11B 0.9300 . ?
C12 C17 1.379(3) . ?
C12 C13 1.381(2) . ?
C12 S1 1.7607(17) . ?
C13 C14 1.388(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.384(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.387(3) . ?
C15 C18 1.510(3) . ?
C16 C17 1.380(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
N1 S1 1.6114(15) . ?
N1 H1 0.8600 . ?
O2 S1 1.4352(13) . ?
O3 S1 1.4280(13) . ?

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 C1 C2 128.33(17) . . ?
O1 C1 C9 125.23(16) . . ?
C2 C1 C9 106.44(14) . . ?
C7 C2 C3 121.90(17) . . ?
C7 C2 C1 109.66(15) . . ?
C3 C2 C1 128.44(16) . . ?
C4 C3 C2 117.87(19) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 121.35(19) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C7 118.93(19) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C2 C7 C6 119.20(17) . . ?
C2 C7 C8 111.84(14) . . ?
C6 C7 C8 128.92(16) . . ?
C10 C8 C7 114.39(15) . . ?
C10 C8 C9 114.80(15) . . ?
C7 C8 C9 102.25(13) . . ?
C10 C8 H8 108.4 . . ?
C7 C8 H8 108.4 . . ?
C9 C8 H8 108.4 . . ?
N1 C9 C1 111.04(13) . . ?
N1 C9 C8 118.03(15) . . ?
C1 C9 C8 105.13(14) . . ?
N1 C9 H9 107.4 . . ?
C1 C9 H9 107.4 . . ?
C8 C9 H9 107.4 . . ?
C11 C10 C8 124.8(2) . . ?
C11 C10 H10 117.6 . . ?
C8 C10 H10 117.6 . . ?
C10 C11 H11A 120.0 . . ?
C10 C11 H11B 120.0 . . ?
H11A C11 H11B 120.0 . . ?
C17 C12 C13 120.70(17) . . ?
C17 C12 S1 119.10(13) . . ?
C13 C12 S1 120.18(14) . . ?
C12 C13 C14 118.91(19) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C15 C14 C13 121.46(18) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C14 C15 C16 118.23(18) . . ?
C14 C15 C18 120.7(2) . . ?
C16 C15 C18 121.1(2) . . ?
C17 C16 C15 121.1(2) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C12 C17 C16 119.57(18) . . ?
C12 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C9 N1 S1 124.80(12) . . ?
C9 N1 H1 117.6 . . ?
S1 N1 H1 117.6 . . ?
O3 S1 O2 119.84(8) . . ?
O3 S1 N1 107.52(8) . . ?
O2 S1 N1 106.47(8) . . ?
O3 S1 C12 108.33(8) . . ?
O2 S1 C12 106.50(8) . . ?
N1 S1 C12 107.64(8) . . ?

_refine_diff_density_max         0.330
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.043

_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_No1
_database_code_depnum_ccdc_archive 'CCDC 1870229'
loop_
_audit_author_name
_audit_author_address
'Ha-Jin Lee'
;Korea Basic Science Institute
South Korea
;
_audit_update_record             
;
2018-09-27 deposited with the CCDC.	2021-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXTL
_chemical_name_systematic        160628No1
_chemical_name_common            160628No1
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H17 N O3 S'
_chemical_formula_sum            'C18 H17 N O3 S'
_chemical_formula_weight         327.39

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   8.3301(5)
_cell_length_b                   10.1313(5)
_cell_length_c                   10.5314(6)
_cell_angle_alpha                106.868(2)
_cell_angle_beta                 106.256(2)
_cell_angle_gamma                99.042(2)
_cell_volume                     788.58(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    9888
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      28.29

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             344
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7041
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'Bruker SADABS'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(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  'PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            33101
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_sigmaI/netI    0.0133
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         28.34
_reflns_number_total             3937
_reflns_number_gt                3438
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0582P)²+0.3016P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3937
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.1112
_refine_ls_wR_factor_gt          0.1055
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.08088(14) 0.37594(12) 0.55578(12) 0.0392(2) Uani 1 1 d . . .
C1 C 0.03022(17) 0.33007(14) 0.51786(15) 0.0296(3) Uani 1 1 d . . .
C2 C 0.01549(18) 0.27507(16) 0.36401(15) 0.0331(3) Uani 1 1 d . . .
H2A H -0.0429 0.1728 0.3231 0.040 Uiso 1 1 calc R . .
H2B H -0.0568 0.3237 0.3130 0.040 Uiso 1 1 calc R . .
C3 C 0.18727(18) 0.29680(14) 0.34214(14) 0.0289(3) Uani 1 1 d . . .
C4 C 0.2071(2) 0.32709(16) 0.22566(15) 0.0365(3) Uani 1 1 d . . .
H4 H 0.1111 0.3330 0.1569 0.044 Uiso 1 1 calc R . .
C5 C 0.3688(2) 0.34842(17) 0.21129(17) 0.0428(4) Uani 1 1 d . . .
H5 H 0.3817 0.3675 0.1320 0.051 Uiso 1 1 calc R . .
C6 C 0.5111(2) 0.34176(17) 0.31294(18) 0.0415(4) Uani 1 1 d . . .
H6 H 0.6205 0.3574 0.3032 0.050 Uiso 1 1 calc R . .
C7 C 0.49227(19) 0.31197(16) 0.42946(16) 0.0349(3) Uani 1 1 d . . .
H7 H 0.5889 0.3077 0.4989 0.042 Uiso 1 1 calc R . .
C8 C 0.32972(18) 0.28840(14) 0.44294(14) 0.0285(3) Uani 1 1 d . . .
C9 C 0.30518(18) 0.24998(15) 0.56594(14) 0.0297(3) Uani 1 1 d . . .
H9 H 0.4176 0.2855 0.6447 0.036 Uiso 1 1 calc R . .
C10 C 0.2437(2) 0.08953(17) 0.52631(17) 0.0393(3) Uani 1 1 d . . .
H10 H 0.1321 0.0429 0.4597 0.047 Uiso 1 1 calc R . .
C11 C 0.3339(3) 0.0126(2) 0.5776(3) 0.0605(5) Uani 1 1 d . . .
H11A H 0.4460 0.0556 0.6445 0.073 Uiso 1 1 calc R . .
H11B H 0.2875 -0.0865 0.5482 0.073 Uiso 1 1 calc R . .
N1 N 0.17859(15) 0.32175(13) 0.61348(12) 0.0294(2) Uani 1 1 d . . .
S1 S 0.21046(4) 0.38704(4) 0.78804(3) 0.03171(11) Uani 1 1 d . . .
O2 O 0.20001(15) 0.53143(11) 0.82348(12) 0.0420(3) Uani 1 1 d . . .
O3 O 0.36667(14) 0.35490(14) 0.85401(11) 0.0442(3) Uani 1 1 d . . .
C12 C 0.03985(19) 0.28661(15) 0.81576(14) 0.0312(3) Uani 1 1 d . . .
C13 C -0.0975(2) 0.34267(17) 0.83209(17) 0.0377(3) Uani 1 1 d . . .
H13 H -0.1066 0.4292 0.8183 0.045 Uiso 1 1 calc R . .
C14 C -0.2216(2) 0.26933(18) 0.86914(17) 0.0422(4) Uani 1 1 d . . .
H14 H -0.3143 0.3074 0.8818 0.051 Uiso 1 1 calc R . .
C15 C -0.2108(2) 0.14072(18) 0.88774(16) 0.0440(4) Uani 1 1 d . . .
C16 C -0.0746(2) 0.08468(17) 0.86618(17) 0.0451(4) Uani 1 1 d . . .
H16 H -0.0689 -0.0043 0.8749 0.054 Uiso 1 1 calc R . .
C17 C 0.0527(2) 0.15727(16) 0.83206(16) 0.0385(3) Uani 1 1 d . . .
H17 H 0.1459 0.1197 0.8202 0.046 Uiso 1 1 calc R . .
C18 C -0.3415(3) 0.0654(3) 0.9349(2) 0.0684(6) Uani 1 1 d . . .
H18A H -0.4270 0.1189 0.9440 0.103 Uiso 1 1 calc R . .
H18B H -0.2831 0.0585 1.0255 0.103 Uiso 1 1 calc R . .
H18C H -0.3984 -0.0297 0.8656 0.103 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
O1 C1 1.2109(17) . ?
C1 N1 1.3907(17) . ?
C1 C2 1.5146(19) . ?
C2 C3 1.5046(19) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 C8 1.3861(19) . ?
C3 C4 1.3937(19) . ?
C4 C5 1.388(2) . ?
C4 H4 0.9400 . ?
C5 C6 1.382(2) . ?
C5 H5 0.9400 . ?
C6 C7 1.389(2) . ?
C6 H6 0.9400 . ?
C7 C8 1.3916(19) . ?
C7 H7 0.9400 . ?
C8 C9 1.5124(18) . ?
C9 N1 1.4888(17) . ?
C9 C10 1.518(2) . ?
C9 H9 0.9900 . ?
C10 C11 1.290(2) . ?
C10 H10 0.9400 . ?
C11 H11A 0.9400 . ?
C11 H11B 0.9400 . ?
N1 S1 1.6892(12) . ?
S1 O2 1.4241(12) . ?
S1 O3 1.4284(12) . ?
S1 C12 1.7580(14) . ?
C12 C13 1.386(2) . ?
C12 C17 1.386(2) . ?
C13 C14 1.388(2) . ?
C13 H13 0.9400 . ?
C14 C15 1.385(2) . ?
C14 H14 0.9400 . ?
C15 C16 1.390(3) . ?
C15 C18 1.509(2) . ?
C16 C17 1.384(2) . ?
C16 H16 0.9400 . ?
C17 H17 0.9400 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?

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 C1 N1 121.77(13) . . ?
O1 C1 C2 122.58(13) . . ?
N1 C1 C2 115.64(11) . . ?
C3 C2 C1 113.58(11) . . ?
C3 C2 H2A 108.8 . . ?
C1 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C8 C3 C4 119.57(13) . . ?
C8 C3 C2 118.36(12) . . ?
C4 C3 C2 122.06(13) . . ?
C5 C4 C3 119.91(14) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C6 C5 C4 120.37(14) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 120.02(14) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C6 C7 C8 119.68(14) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 H7 120.2 . . ?
C3 C8 C7 120.43(13) . . ?
C3 C8 C9 119.05(12) . . ?
C7 C8 C9 120.50(13) . . ?
N1 C9 C8 109.03(11) . . ?
N1 C9 C10 110.43(12) . . ?
C8 C9 C10 111.44(12) . . ?
N1 C9 H9 108.6 . . ?
C8 C9 H9 108.6 . . ?
C10 C9 H9 108.6 . . ?
C11 C10 C9 124.58(17) . . ?
C11 C10 H10 117.7 . . ?
C9 C10 H10 117.7 . . ?
C10 C11 H11A 120.0 . . ?
C10 C11 H11B 120.0 . . ?
H11A C11 H11B 120.0 . . ?
C1 N1 C9 121.82(11) . . ?
C1 N1 S1 119.02(9) . . ?
C9 N1 S1 119.08(9) . . ?
O2 S1 O3 119.86(8) . . ?
O2 S1 N1 108.01(6) . . ?
O3 S1 N1 104.51(6) . . ?
O2 S1 C12 108.66(7) . . ?
O3 S1 C12 108.02(7) . . ?
N1 S1 C12 107.09(6) . . ?
C13 C12 C17 121.21(14) . . ?
C13 C12 S1 119.71(11) . . ?
C17 C12 S1 118.88(12) . . ?
C12 C13 C14 119.07(14) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C15 C14 C13 120.88(15) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C16 118.81(14) . . ?
C14 C15 C18 120.46(18) . . ?
C16 C15 C18 120.70(18) . . ?
C17 C16 C15 121.35(15) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C12 118.62(15) . . ?
C16 C17 H17 120.7 . . ?
C12 C17 H17 120.7 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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 C1 C2 C3 149.15(14) . . . . ?
N1 C1 C2 C3 -32.21(17) . . . . ?
C1 C2 C3 C8 33.70(18) . . . . ?
C1 C2 C3 C4 -145.26(13) . . . . ?
C8 C3 C4 C5 0.1(2) . . . . ?
C2 C3 C4 C5 179.01(14) . . . . ?
C3 C4 C5 C6 -0.9(2) . . . . ?
C4 C5 C6 C7 0.7(2) . . . . ?
C5 C6 C7 C8 0.2(2) . . . . ?
C4 C3 C8 C7 0.9(2) . . . . ?
C2 C3 C8 C7 -178.07(13) . . . . ?
C4 C3 C8 C9 -177.71(13) . . . . ?
C2 C3 C8 C9 3.30(18) . . . . ?
C6 C7 C8 C3 -1.1(2) . . . . ?
C6 C7 C8 C9 177.54(13) . . . . ?
C3 C8 C9 N1 -39.14(16) . . . . ?
C7 C8 C9 N1 142.24(13) . . . . ?
C3 C8 C9 C10 83.01(15) . . . . ?
C7 C8 C9 C10 -95.61(16) . . . . ?
N1 C9 C10 C11 -125.90(18) . . . . ?
C8 C9 C10 C11 112.76(19) . . . . ?
O1 C1 N1 C9 172.71(13) . . . . ?
C2 C1 N1 C9 -5.95(18) . . . . ?
O1 C1 N1 S1 -3.94(19) . . . . ?
C2 C1 N1 S1 177.40(9) . . . . ?
C8 C9 N1 C1 41.04(17) . . . . ?
C10 C9 N1 C1 -81.71(15) . . . . ?
C8 C9 N1 S1 -142.31(10) . . . . ?
C10 C9 N1 S1 94.94(13) . . . . ?
C1 N1 S1 O2 -54.33(12) . . . . ?
C9 N1 S1 O2 128.92(10) . . . . ?
C1 N1 S1 O3 177.00(11) . . . . ?
C9 N1 S1 O3 0.25(12) . . . . ?
C1 N1 S1 C12 62.54(12) . . . . ?
C9 N1 S1 C12 -114.20(11) . . . . ?
O2 S1 C12 C13 15.09(14) . . . . ?
O3 S1 C12 C13 146.58(12) . . . . ?
N1 S1 C12 C13 -101.35(13) . . . . ?
O2 S1 C12 C17 -159.81(12) . . . . ?
O3 S1 C12 C17 -28.32(14) . . . . ?
N1 S1 C12 C17 83.75(13) . . . . ?
C17 C12 C13 C14 1.7(2) . . . . ?
S1 C12 C13 C14 -173.04(12) . . . . ?
C12 C13 C14 C15 -0.9(2) . . . . ?
C13 C14 C15 C16 -1.1(2) . . . . ?
C13 C14 C15 C18 177.02(17) . . . . ?
C14 C15 C16 C17 2.5(2) . . . . ?
C18 C15 C16 C17 -175.65(16) . . . . ?
C15 C16 C17 C12 -1.7(2) . . . . ?
C13 C12 C17 C16 -0.4(2) . . . . ?
S1 C12 C17 C16 174.40(12) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        28.34
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.394
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.054
