# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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___3aa
_database_code_depnum_ccdc_archive 'CCDC 1523072'
_audit_update_record             
;
2016-12-16 deposited with the CCDC.
2017-10-03 downloaded from the CCDC.
;

#==============================================================================
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H13 N O S'
_chemical_formula_weight         207.30

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1230 '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                   7.0040(3)
_cell_length_b                   8.8258(4)
_cell_length_c                   8.9668(5)
_cell_angle_alpha                100.469(4)
_cell_angle_beta                 95.629(4)
_cell_angle_gamma                104.054(4)
_cell_volume                     522.84(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5094
_cell_measurement_theta_min      3.5240
_cell_measurement_theta_max      26.9670

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_F_000             220
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.275
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82200
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3990
_diffrn_reflns_number            16187
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.994
_diffrn_reflns_theta_max         28.232
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.894
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.894
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2310
_reflns_number_gt                1866
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0535P)²+0.1420P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2310
_refine_ls_number_parameters     131
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1121
_refine_ls_wR_factor_gt          0.1021
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.2467(3) 0.4159(2) 0.8618(2) 0.0546(5) Uani 1 1 d . . . . .
H1 H 0.3472 0.5054 0.9130 0.065 Uiso 1 1 calc R U . . .
C2 C 0.2683(3) 0.2657(2) 0.8408(2) 0.0465(4) Uani 1 1 d . . . . .
H2 H 0.3845 0.2410 0.8749 0.056 Uiso 1 1 calc R U . . .
C3 C 0.0915(2) 0.1490(2) 0.76005(18) 0.0358(4) Uani 1 1 d . . . . .
C4 C -0.0555(2) 0.22196(19) 0.72253(18) 0.0368(4) Uani 1 1 d . . . . .
C5 C -0.2461(2) 0.13612(19) 0.63861(19) 0.0375(4) Uani 1 1 d . . . . .
C6 C -0.1303(2) -0.10580(19) 0.64005(18) 0.0352(4) Uani 1 1 d . . . . .
C7 C 0.0532(2) -0.02199(19) 0.71739(18) 0.0352(4) Uani 1 1 d . . . . .
C8 C 0.2133(3) -0.0994(2) 0.7648(2) 0.0443(4) Uani 1 1 d . . . . .
H8A H 0.3418 -0.0328 0.7549 0.053 Uiso 1 1 calc R U . . .
H8B H 0.1920 -0.2019 0.6953 0.053 Uiso 1 1 calc R U . . .
C9 C 0.2175(3) -0.1246(3) 0.9283(2) 0.0608(6) Uani 1 1 d . . . . .
H9A H 0.3216 -0.1739 0.9516 0.091 Uiso 1 1 calc R U . . .
H9B H 0.2417 -0.0233 0.9981 0.091 Uiso 1 1 calc R U . . .
H9C H 0.0919 -0.1926 0.9384 0.091 Uiso 1 1 calc R U . . .
C10 C -0.2066(3) -0.2844(2) 0.5911(2) 0.0428(4) Uani 1 1 d . . . . .
H10A H -0.0951 -0.3313 0.5973 0.051 Uiso 1 1 calc R U . . .
H10B H -0.2693 -0.3120 0.4849 0.051 Uiso 1 1 calc R U . . .
C11 C -0.3558(3) -0.3559(2) 0.6889(3) 0.0576(5) Uani 1 1 d . . . . .
H11A H -0.3997 -0.4698 0.6529 0.086 Uiso 1 1 calc R U . . .
H11B H -0.2938 -0.3311 0.7938 0.086 Uiso 1 1 calc R U . . .
H11C H -0.4681 -0.3118 0.6814 0.086 Uiso 1 1 calc R U . . .
N1 N -0.2707(2) -0.02570(17) 0.60332(17) 0.0376(3) Uani 1 1 d . . . . .
O1 O -0.38084(18) 0.19720(15) 0.59869(16) 0.0515(4) Uani 1 1 d . . . . .
S1 S 0.01765(7) 0.42641(5) 0.78551(6) 0.04921(18) Uani 1 1 d . . . . .
HN1 H -0.384(3) -0.085(2) 0.544(2) 0.051(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
C1 C2 1.353(3) . ?
C1 S1 1.712(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.432(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.386(2) . ?
C3 C7 1.439(2) . ?
C4 C5 1.424(2) . ?
C4 S1 1.7209(17) . ?
C5 O1 1.2491(19) . ?
C5 N1 1.369(2) . ?
C6 C7 1.363(2) . ?
C6 N1 1.390(2) . ?
C6 C10 1.502(2) . ?
C7 C8 1.513(2) . ?
C8 C9 1.521(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.523(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
N1 HN1 0.90(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 S1 113.91(15) . . ?
C2 C1 H1 123.0 . . ?
S1 C1 H1 123.0 . . ?
C1 C2 C3 112.17(17) . . ?
C1 C2 H2 123.9 . . ?
C3 C2 H2 123.9 . . ?
C4 C3 C2 110.64(15) . . ?
C4 C3 C7 120.00(15) . . ?
C2 C3 C7 129.36(15) . . ?
C3 C4 C5 123.22(15) . . ?
C3 C4 S1 113.04(13) . . ?
C5 C4 S1 123.73(13) . . ?
O1 C5 N1 121.59(15) . . ?
O1 C5 C4 125.39(15) . . ?
N1 C5 C4 113.01(14) . . ?
C7 C6 N1 120.07(15) . . ?
C7 C6 C10 126.57(14) . . ?
N1 C6 C10 113.33(14) . . ?
C6 C7 C3 117.31(14) . . ?
C6 C7 C8 123.63(15) . . ?
C3 C7 C8 119.02(15) . . ?
C7 C8 C9 113.31(15) . . ?
C7 C8 H8A 108.9 . . ?
C9 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C10 C11 112.84(15) . . ?
C6 C10 H10A 109.0 . . ?
C11 C10 H10A 109.0 . . ?
C6 C10 H10B 109.0 . . ?
C11 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C5 N1 C6 126.35(15) . . ?
C5 N1 HN1 116.5(13) . . ?
C6 N1 HN1 116.9(13) . . ?
C1 S1 C4 90.23(9) . . ?

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
S1 C1 C2 C3 -0.6(2) . . . . ?
C1 C2 C3 C4 0.8(2) . . . . ?
C1 C2 C3 C7 -179.06(17) . . . . ?
C2 C3 C4 C5 178.45(16) . . . . ?
C7 C3 C4 C5 -1.7(3) . . . . ?
C2 C3 C4 S1 -0.70(19) . . . . ?
C7 C3 C4 S1 179.18(12) . . . . ?
C3 C4 C5 O1 -177.92(16) . . . . ?
S1 C4 C5 O1 1.1(3) . . . . ?
C3 C4 C5 N1 1.9(2) . . . . ?
S1 C4 C5 N1 -179.02(12) . . . . ?
N1 C6 C7 C3 1.0(2) . . . . ?
C10 C6 C7 C3 -176.77(15) . . . . ?
N1 C6 C7 C8 178.74(15) . . . . ?
C10 C6 C7 C8 1.0(3) . . . . ?
C4 C3 C7 C6 0.1(2) . . . . ?
C2 C3 C7 C6 179.97(17) . . . . ?
C4 C3 C7 C8 -177.74(15) . . . . ?
C2 C3 C7 C8 2.1(3) . . . . ?
C6 C7 C8 C9 -95.2(2) . . . . ?
C3 C7 C8 C9 82.5(2) . . . . ?
C7 C6 C10 C11 105.7(2) . . . . ?
N1 C6 C10 C11 -72.21(19) . . . . ?
O1 C5 N1 C6 179.08(16) . . . . ?
C4 C5 N1 C6 -0.8(2) . . . . ?
C7 C6 N1 C5 -0.7(3) . . . . ?
C10 C6 N1 C5 177.37(15) . . . . ?
C2 C1 S1 C4 0.15(17) . . . . ?
C3 C4 S1 C1 0.33(14) . . . . ?
C5 C4 S1 C1 -178.82(16) . . . . ?

_refine_diff_density_max         0.255
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.046

####################################################################### 
# 
# 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___5ae
_database_code_depnum_ccdc_archive 'CCDC 1523074'
_audit_update_record             
;
2016-12-16 deposited with the CCDC.
2017-10-03 downloaded from the CCDC.
;

#==============================================================================
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H21 N O S'
_chemical_formula_weight         479.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/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                   22.0506(11)
_cell_length_b                   10.8562(4)
_cell_length_c                   22.7711(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.574(6)
_cell_angle_gamma                90.00
_cell_volume                     4957.3(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3709
_cell_measurement_theta_min      3.6950
_cell_measurement_theta_max      19.7290

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2000
_exptl_absorpt_coefficient_mu    0.158
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98079
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_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  'Xcalibur, Sapphire3'
_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            35681
_diffrn_reflns_av_R_equivalents  0.0721
_diffrn_reflns_av_sigmaI/netI    0.0891
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         25.00
_reflns_number_total             8714
_reflns_number_gt                3986
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0341P)²+0.0000P] 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         8714
_refine_ls_number_parameters     649
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1554
_refine_ls_R_factor_gt           0.0595
_refine_ls_wR_factor_ref         0.1324
_refine_ls_wR_factor_gt          0.0973
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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
S1 S 0.49057(5) 0.30104(11) 0.27589(5) 0.0899(4) Uani 1 1 d . . .
N1 N 0.40333(13) 0.5397(2) 0.35022(12) 0.0583(7) Uani 1 1 d . . .
O1 O 0.45670(13) 0.5779(2) 0.28392(12) 0.0904(8) Uani 1 1 d . . .
C1 C 0.4854(2) 0.1637(4) 0.31099(19) 0.0916(13) Uani 1 1 d . . .
H1A H 0.4997 0.0894 0.3007 0.110 Uiso 1 1 calc R . .
C2 C 0.45909(17) 0.1722(4) 0.35461(17) 0.0769(11) Uani 1 1 d . . .
H2A H 0.4534 0.1060 0.3777 0.092 Uiso 1 1 calc R . .
C3 C 0.44094(16) 0.2977(3) 0.36071(17) 0.0650(10) Uani 1 1 d . . .
C4 C 0.45438(16) 0.3738(4) 0.32001(16) 0.0655(10) Uani 1 1 d . . .
C5 C 0.41745(16) 0.3470(3) 0.40592(16) 0.0599(9) Uani 1 1 d . . .
C6 C 0.41221(19) 0.2608(3) 0.45440(17) 0.0628(10) Uani 1 1 d . . .
C7 C 0.4680(2) 0.2041(4) 0.4992(2) 0.0962(13) Uani 1 1 d . . .
H7A H 0.5092 0.2190 0.4985 0.115 Uiso 1 1 calc R . .
C8 C 0.4643(3) 0.1263(5) 0.5449(3) 0.136(2) Uani 1 1 d . . .
H8A H 0.5030 0.0911 0.5756 0.163 Uiso 1 1 calc R . .
C9 C 0.4038(4) 0.1001(5) 0.5457(3) 0.132(2) Uani 1 1 d . . .
H9A H 0.4012 0.0467 0.5764 0.158 Uiso 1 1 calc R . .
C10 C 0.3480(3) 0.1528(4) 0.5011(3) 0.1075(17) Uani 1 1 d . . .
H10A H 0.3068 0.1344 0.5012 0.129 Uiso 1 1 calc R . .
C11 C 0.35118(19) 0.2336(3) 0.45534(19) 0.0768(11) Uani 1 1 d . . .
H11A H 0.3124 0.2696 0.4253 0.092 Uiso 1 1 calc R . .
C12 C 0.40277(15) 0.4698(3) 0.40276(15) 0.0578(9) Uani 1 1 d . . .
C13 C 0.39081(15) 0.5434(3) 0.45116(15) 0.0536(9) Uani 1 1 d . . .
C14 C 0.40966(15) 0.5040(3) 0.51485(16) 0.0622(9) Uani 1 1 d . . .
H14A H 0.4300 0.4275 0.5274 0.075 Uiso 1 1 calc R . .
C15 C 0.39887(18) 0.5756(4) 0.55914(16) 0.0721(11) Uani 1 1 d . . .
H15A H 0.4101 0.5455 0.6006 0.087 Uiso 1 1 calc R . .
C16 C 0.37168(18) 0.6909(4) 0.54317(17) 0.0730(11) Uani 1 1 d . . .
H16A H 0.3655 0.7396 0.5738 0.088 Uiso 1 1 calc R . .
C17 C 0.35362(16) 0.7338(3) 0.48117(17) 0.0653(10) Uani 1 1 d . . .
H17A H 0.3352 0.8121 0.4702 0.078 Uiso 1 1 calc R . .
C18 C 0.36258(16) 0.6614(3) 0.43466(15) 0.0561(9) Uani 1 1 d . . .
C19 C 0.34145(16) 0.7043(3) 0.36866(15) 0.0556(9) Uani 1 1 d . . .
C20 C 0.2904(2) 0.8048(3) 0.34364(15) 0.0591(9) Uani 1 1 d . . .
C21 C 0.3072(2) 0.9283(4) 0.35498(18) 0.0855(12) Uani 1 1 d . . .
H21A H 0.3513 0.9505 0.3799 0.103 Uiso 1 1 calc R . .
C22 C 0.2587(3) 1.0200(4) 0.3293(2) 0.1053(17) Uani 1 1 d . . .
H22A H 0.2705 1.1026 0.3366 0.126 Uiso 1 1 calc R . .
C23 C 0.1942(3) 0.9873(5) 0.2937(2) 0.1024(16) Uani 1 1 d . . .
H23A H 0.1618 1.0481 0.2765 0.123 Uiso 1 1 calc R . .
C24 C 0.1766(2) 0.8666(4) 0.28300(17) 0.0864(12) Uani 1 1 d . . .
H24A H 0.1322 0.8452 0.2590 0.104 Uiso 1 1 calc R . .
C25 C 0.2243(2) 0.7760(3) 0.30753(15) 0.0638(10) Uani 1 1 d . . .
H25A H 0.2116 0.6938 0.2996 0.077 Uiso 1 1 calc R . .
C26 C 0.36236(17) 0.6465(3) 0.32881(15) 0.0573(9) Uani 1 1 d . . .
C27 C 0.33438(18) 0.6723(4) 0.25820(16) 0.0643(10) Uani 1 1 d . . .
C28 C 0.2991(2) 0.5814(4) 0.21531(19) 0.0881(12) Uani 1 1 d . . .
H28A H 0.2973 0.5027 0.2306 0.106 Uiso 1 1 calc R . .
C29 C 0.2669(2) 0.6051(6) 0.1506(2) 0.1201(18) Uani 1 1 d . . .
H29A H 0.2429 0.5428 0.1225 0.144 Uiso 1 1 calc R . .
C30 C 0.2696(3) 0.7174(7) 0.1274(3) 0.126(2) Uani 1 1 d . . .
H30A H 0.2478 0.7324 0.0833 0.151 Uiso 1 1 calc R . .
C31 C 0.3041(3) 0.8100(5) 0.1681(3) 0.1099(17) Uani 1 1 d . . .
H31A H 0.3051 0.8880 0.1517 0.132 Uiso 1 1 calc R . .
C32 C 0.3382(2) 0.7882(4) 0.2349(2) 0.0893(13) Uani 1 1 d . . .
H32A H 0.3628 0.8504 0.2627 0.107 Uiso 1 1 calc R . .
C33 C 0.44103(17) 0.5027(4) 0.31508(16) 0.0682(10) Uani 1 1 d . . .
S2 S 0.29083(5) 1.20732(10) 0.20150(5) 0.0937(4) Uani 1 1 d . . .
N2 N 0.09704(14) 1.2344(2) 0.08492(12) 0.0551(7) Uani 1 1 d . . .
O2 O 0.14848(12) 1.2366(2) 0.19602(11) 0.0804(8) Uani 1 1 d . . .
C101 C 0.3280(2) 1.1820(4) 0.1497(2) 0.0987(13) Uani 1 1 d . . .
H10B H 0.3739 1.1766 0.1633 0.118 Uiso 1 1 calc R . .
C102 C 0.28436(19) 1.1708(3) 0.08769(18) 0.0782(11) Uani 1 1 d . . .
H10D H 0.2968 1.1566 0.0540 0.094 Uiso 1 1 calc R . .
C103 C 0.21662(18) 1.1830(3) 0.07923(16) 0.0603(9) Uani 1 1 d . . .
C104 C 0.21457(18) 1.2053(3) 0.13760(16) 0.0624(9) Uani 1 1 d . . .
C105 C 0.15664(18) 1.1708(3) 0.02161(15) 0.0560(9) Uani 1 1 d . . .
C106 C 0.16261(17) 1.1451(3) -0.04020(16) 0.0565(9) Uani 1 1 d . . .
C107 C 0.13425(18) 1.2225(3) -0.09263(17) 0.0698(10) Uani 1 1 d . . .
H10E H 0.1092 1.2896 -0.0902 0.084 Uiso 1 1 calc R . .
C108 C 0.1424(2) 1.2021(4) -0.14850(18) 0.0836(12) Uani 1 1 d . . .
H10F H 0.1229 1.2553 -0.1834 0.100 Uiso 1 1 calc R . .
C109 C 0.1792(2) 1.1038(5) -0.1530(2) 0.0966(14) Uani 1 1 d . . .
H10G H 0.1849 1.0904 -0.1908 0.116 Uiso 1 1 calc R . .
C110 C 0.20734(19) 1.0260(4) -0.1019(2) 0.0881(13) Uani 1 1 d . . .
H11B H 0.2322 0.9590 -0.1049 0.106 Uiso 1 1 calc R . .
C111 C 0.19942(17) 1.0456(3) -0.04532(18) 0.0713(10) Uani 1 1 d . . .
H11C H 0.2189 0.9918 -0.0107 0.086 Uiso 1 1 calc R . .
C112 C 0.09647(17) 1.1883(3) 0.02614(14) 0.0510(8) Uani 1 1 d . . .
C113 C 0.03017(17) 1.1520(3) -0.02272(14) 0.0479(8) Uani 1 1 d . . .
C114 C -0.02741(18) 1.1927(3) -0.01769(15) 0.0524(8) Uani 1 1 d . . .
C115 C -0.09000(17) 1.1567(3) -0.06408(15) 0.0610(9) Uani 1 1 d . . .
H11D H -0.1284 1.1861 -0.0614 0.073 Uiso 1 1 calc R . .
C116 C -0.09546(18) 1.0784(3) -0.11357(15) 0.0647(10) Uani 1 1 d . . .
H11E H -0.1373 1.0560 -0.1445 0.078 Uiso 1 1 calc R . .
C117 C -0.03874(19) 1.0334(3) -0.11699(15) 0.0600(9) Uani 1 1 d . . .
H11F H -0.0423 0.9789 -0.1498 0.072 Uiso 1 1 calc R . .
C118 C 0.02298(17) 1.0684(3) -0.07247(14) 0.0550(9) Uani 1 1 d . . .
H11G H 0.0609 1.0364 -0.0752 0.066 Uiso 1 1 calc R . .
C119 C 0.03836(19) 1.2899(3) 0.08560(15) 0.0534(9) Uani 1 1 d . . .
C120 C 0.04665(17) 1.3836(3) 0.13635(15) 0.0598(9) Uani 1 1 d . . .
C121 C 0.01464(18) 1.3724(4) 0.17675(17) 0.0809(11) Uani 1 1 d . . .
H12A H -0.0078 1.2998 0.1765 0.097 Uiso 1 1 calc R . .
C122 C 0.0153(2) 1.4667(5) 0.2176(2) 0.1067(16) Uani 1 1 d . . .
H12B H -0.0064 1.4577 0.2446 0.128 Uiso 1 1 calc R . .
C123 C 0.0482(3) 1.5734(5) 0.2180(2) 0.1199(18) Uani 1 1 d . . .
H12C H 0.0477 1.6381 0.2445 0.144 Uiso 1 1 calc R . .
C124 C 0.0816(3) 1.5858(4) 0.1797(2) 0.1148(17) Uani 1 1 d . . .
H12D H 0.1048 1.6580 0.1809 0.138 Uiso 1 1 calc R . .
C125 C 0.0809(2) 1.4907(4) 0.13899(17) 0.0891(13) Uani 1 1 d . . .
H12E H 0.1039 1.4994 0.1130 0.107 Uiso 1 1 calc R . .
C126 C -0.02121(18) 1.2711(3) 0.03605(15) 0.0546(9) Uani 1 1 d . . .
C127 C -0.08277(17) 1.3286(3) 0.03596(14) 0.0558(9) Uani 1 1 d . . .
C128 C -0.12284(19) 1.2616(3) 0.05710(16) 0.0707(10) Uani 1 1 d . . .
H12F H -0.1110 1.1812 0.0713 0.085 Uiso 1 1 calc R . .
C129 C -0.1796(2) 1.3105(4) 0.05771(17) 0.0829(12) Uani 1 1 d . . .
H12G H -0.2055 1.2638 0.0728 0.099 Uiso 1 1 calc R . .
C130 C -0.1984(2) 1.4276(4) 0.0363(2) 0.0912(13) Uani 1 1 d . . .
H13A H -0.2373 1.4607 0.0365 0.109 Uiso 1 1 calc R . .
C131 C -0.1598(2) 1.4963(4) 0.01438(18) 0.0852(12) Uani 1 1 d . . .
H13B H -0.1728 1.5759 -0.0008 0.102 Uiso 1 1 calc R . .
C132 C -0.1017(2) 1.4479(3) 0.01475(15) 0.0693(10) Uani 1 1 d . . .
H13C H -0.0752 1.4956 0.0007 0.083 Uiso 1 1 calc R . .
C133 C 0.15368(19) 1.2252(3) 0.14483(16) 0.0623(10) 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
S1 C4 1.714(3) . ?
S1 C1 1.718(4) . ?
N1 C12 1.421(4) . ?
N1 C26 1.425(4) . ?
N1 C33 1.430(4) . ?
O1 C33 1.223(4) . ?
C1 C2 1.346(4) . ?
C1 H1A 0.9300 . ?
C2 C3 1.443(4) . ?
C2 H2A 0.9300 . ?
C3 C4 1.363(4) . ?
C3 C5 1.435(4) . ?
C4 C33 1.424(4) . ?
C5 C12 1.367(4) . ?
C5 C6 1.488(4) . ?
C6 C7 1.374(5) . ?
C6 C11 1.386(4) . ?
C7 C8 1.369(5) . ?
C7 H7A 0.9300 . ?
C8 C9 1.370(6) . ?
C8 H8A 0.9300 . ?
C9 C10 1.354(6) . ?
C9 H9A 0.9300 . ?
C10 C11 1.387(5) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C12 C13 1.471(4) . ?
C13 C14 1.399(4) . ?
C13 C18 1.405(4) . ?
C14 C15 1.370(4) . ?
C14 H14A 0.9300 . ?
C15 C16 1.370(4) . ?
C15 H15A 0.9300 . ?
C16 C17 1.379(4) . ?
C16 H16A 0.9300 . ?
C17 C18 1.397(4) . ?
C17 H17A 0.9300 . ?
C18 C19 1.453(4) . ?
C19 C26 1.333(4) . ?
C19 C20 1.499(4) . ?
C20 C25 1.380(4) . ?
C20 C21 1.387(4) . ?
C21 C22 1.398(5) . ?
C21 H21A 0.9300 . ?
C22 C23 1.359(6) . ?
C22 H22A 0.9300 . ?
C23 C24 1.360(5) . ?
C23 H23A 0.9300 . ?
C24 C25 1.377(4) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 C27 1.490(4) . ?
C27 C28 1.378(4) . ?
C27 C32 1.382(4) . ?
C28 C29 1.367(5) . ?
C28 H28A 0.9300 . ?
C29 C30 1.341(6) . ?
C29 H29A 0.9300 . ?
C30 C31 1.365(6) . ?
C30 H30A 0.9300 . ?
C31 C32 1.407(5) . ?
C31 H31A 0.9300 . ?
C32 H32A 0.9300 . ?
S2 C104 1.706(3) . ?
S2 C101 1.715(4) . ?
N2 C133 1.419(4) . ?
N2 C112 1.424(3) . ?
N2 C119 1.434(4) . ?
O2 C133 1.224(3) . ?
C101 C102 1.344(4) . ?
C101 H10B 0.9300 . ?
C102 C103 1.431(4) . ?
C102 H10D 0.9300 . ?
C103 C104 1.370(4) . ?
C103 C105 1.430(4) . ?
C104 C133 1.435(4) . ?
C105 C112 1.386(4) . ?
C105 C106 1.493(4) . ?
C106 C107 1.379(4) . ?
C106 C111 1.385(4) . ?
C107 C108 1.375(4) . ?
C107 H10E 0.9300 . ?
C108 C109 1.370(5) . ?
C108 H10F 0.9300 . ?
C109 C110 1.362(5) . ?
C109 H10G 0.9300 . ?
C110 C111 1.386(4) . ?
C110 H11B 0.9300 . ?
C111 H11C 0.9300 . ?
C112 C113 1.476(4) . ?
C113 C114 1.393(4) . ?
C113 C118 1.408(4) . ?
C114 C115 1.400(4) . ?
C114 C126 1.450(4) . ?
C115 C116 1.376(4) . ?
C115 H11D 0.9300 . ?
C116 C117 1.374(4) . ?
C116 H11E 0.9300 . ?
C117 C118 1.370(4) . ?
C117 H11F 0.9300 . ?
C118 H11G 0.9300 . ?
C119 C126 1.345(4) . ?
C119 C120 1.493(4) . ?
C120 C125 1.374(4) . ?
C120 C121 1.378(4) . ?
C121 C122 1.379(5) . ?
C121 H12A 0.9300 . ?
C122 C123 1.364(6) . ?
C122 H12B 0.9300 . ?
C123 C124 1.362(6) . ?
C123 H12C 0.9300 . ?
C124 C125 1.383(5) . ?
C124 H12D 0.9300 . ?
C125 H12E 0.9300 . ?
C126 C127 1.493(4) . ?
C127 C128 1.377(4) . ?
C127 C132 1.385(4) . ?
C128 C129 1.364(4) . ?
C128 H12F 0.9300 . ?
C129 C130 1.363(5) . ?
C129 H12G 0.9300 . ?
C130 C131 1.372(5) . ?
C130 H13A 0.9300 . ?
C131 C132 1.383(5) . ?
C131 H13B 0.9300 . ?
C132 H13C 0.9300 . ?

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
C4 S1 C1 89.5(2) . . ?
C12 N1 C26 119.7(3) . . ?
C12 N1 C33 122.1(3) . . ?
C26 N1 C33 118.0(3) . . ?
C2 C1 S1 114.6(3) . . ?
C2 C1 H1A 122.7 . . ?
S1 C1 H1A 122.7 . . ?
C1 C2 C3 111.0(4) . . ?
C1 C2 H2A 124.5 . . ?
C3 C2 H2A 124.5 . . ?
C4 C3 C5 120.4(3) . . ?
C4 C3 C2 111.1(3) . . ?
C5 C3 C2 128.2(4) . . ?
C3 C4 C33 123.6(3) . . ?
C3 C4 S1 113.9(3) . . ?
C33 C4 S1 122.6(3) . . ?
C12 C5 C3 118.3(3) . . ?
C12 C5 C6 124.2(3) . . ?
C3 C5 C6 117.4(3) . . ?
C7 C6 C11 117.9(4) . . ?
C7 C6 C5 120.7(3) . . ?
C11 C6 C5 121.4(4) . . ?
C8 C7 C6 121.6(4) . . ?
C8 C7 H7A 119.2 . . ?
C6 C7 H7A 119.2 . . ?
C7 C8 C9 120.2(5) . . ?
C7 C8 H8A 119.9 . . ?
C9 C8 H8A 119.9 . . ?
C10 C9 C8 119.3(5) . . ?
C10 C9 H9A 120.3 . . ?
C8 C9 H9A 120.3 . . ?
C9 C10 C11 121.0(5) . . ?
C9 C10 H10A 119.5 . . ?
C11 C10 H10A 119.5 . . ?
C6 C11 C10 120.0(4) . . ?
C6 C11 H11A 120.0 . . ?
C10 C11 H11A 120.0 . . ?
C5 C12 N1 118.7(3) . . ?
C5 C12 C13 127.0(3) . . ?
N1 C12 C13 114.1(3) . . ?
C14 C13 C18 117.6(3) . . ?
C14 C13 C12 122.8(3) . . ?
C18 C13 C12 119.5(3) . . ?
C15 C14 C13 121.5(3) . . ?
C15 C14 H14A 119.3 . . ?
C13 C14 H14A 119.3 . . ?
C14 C15 C16 120.9(3) . . ?
C14 C15 H15A 119.6 . . ?
C16 C15 H15A 119.6 . . ?
C15 C16 C17 119.3(3) . . ?
C15 C16 H16A 120.4 . . ?
C17 C16 H16A 120.4 . . ?
C16 C17 C18 120.9(3) . . ?
C16 C17 H17A 119.5 . . ?
C18 C17 H17A 119.5 . . ?
C17 C18 C13 119.8(3) . . ?
C17 C18 C19 121.2(3) . . ?
C13 C18 C19 119.0(3) . . ?
C26 C19 C18 120.0(3) . . ?
C26 C19 C20 120.1(3) . . ?
C18 C19 C20 119.6(3) . . ?
C25 C20 C21 117.6(4) . . ?
C25 C20 C19 120.2(3) . . ?
C21 C20 C19 122.2(4) . . ?
C20 C21 C22 120.8(4) . . ?
C20 C21 H21A 119.6 . . ?
C22 C21 H21A 119.6 . . ?
C23 C22 C21 119.5(4) . . ?
C23 C22 H22A 120.2 . . ?
C21 C22 H22A 120.2 . . ?
C22 C23 C24 120.5(5) . . ?
C22 C23 H23A 119.7 . . ?
C24 C23 H23A 119.7 . . ?
C23 C24 C25 120.2(4) . . ?
C23 C24 H24A 119.9 . . ?
C25 C24 H24A 119.9 . . ?
C24 C25 C20 121.3(4) . . ?
C24 C25 H25A 119.3 . . ?
C20 C25 H25A 119.3 . . ?
C19 C26 N1 120.0(3) . . ?
C19 C26 C27 122.7(3) . . ?
N1 C26 C27 116.2(3) . . ?
C28 C27 C32 119.1(3) . . ?
C28 C27 C26 119.2(3) . . ?
C32 C27 C26 121.5(4) . . ?
C29 C28 C27 121.1(4) . . ?
C29 C28 H28A 119.5 . . ?
C27 C28 H28A 119.5 . . ?
C30 C29 C28 120.5(5) . . ?
C30 C29 H29A 119.8 . . ?
C28 C29 H29A 119.8 . . ?
C29 C30 C31 120.4(5) . . ?
C29 C30 H30A 119.8 . . ?
C31 C30 H30A 119.8 . . ?
C30 C31 C32 120.4(5) . . ?
C30 C31 H31A 119.8 . . ?
C32 C31 H31A 119.8 . . ?
C27 C32 C31 118.5(4) . . ?
C27 C32 H32A 120.7 . . ?
C31 C32 H32A 120.7 . . ?
O1 C33 C4 127.1(3) . . ?
O1 C33 N1 120.5(4) . . ?
C4 C33 N1 112.4(3) . . ?
C104 S2 C101 89.70(19) . . ?
C133 N2 C112 122.6(3) . . ?
C133 N2 C119 117.2(3) . . ?
C112 N2 C119 120.2(3) . . ?
C102 C101 S2 113.6(3) . . ?
C102 C101 H10B 123.2 . . ?
S2 C101 H10B 123.2 . . ?
C101 C102 C103 112.6(3) . . ?
C101 C102 H10D 123.7 . . ?
C103 C102 H10D 123.7 . . ?
C104 C103 C105 121.0(3) . . ?
C104 C103 C102 109.9(3) . . ?
C105 C103 C102 129.1(3) . . ?
C103 C104 C133 123.2(3) . . ?
C103 C104 S2 114.3(3) . . ?
C133 C104 S2 122.5(3) . . ?
C112 C105 C103 117.9(3) . . ?
C112 C105 C106 123.9(3) . . ?
C103 C105 C106 118.1(3) . . ?
C107 C106 C111 118.2(3) . . ?
C107 C106 C105 121.1(3) . . ?
C111 C106 C105 120.6(3) . . ?
C108 C107 C106 121.1(4) . . ?
C108 C107 H10E 119.5 . . ?
C106 C107 H10E 119.5 . . ?
C109 C108 C107 120.3(4) . . ?
C109 C108 H10F 119.8 . . ?
C107 C108 H10F 119.8 . . ?
C110 C109 C108 119.5(4) . . ?
C110 C109 H10G 120.3 . . ?
C108 C109 H10G 120.3 . . ?
C109 C110 C111 120.7(4) . . ?
C109 C110 H11B 119.6 . . ?
C111 C110 H11B 119.6 . . ?
C106 C111 C110 120.2(4) . . ?
C106 C111 H11C 119.9 . . ?
C110 C111 H11C 119.9 . . ?
C105 C112 N2 118.9(3) . . ?
C105 C112 C113 125.9(3) . . ?
N2 C112 C113 114.9(3) . . ?
C114 C113 C118 118.0(3) . . ?
C114 C113 C112 120.3(3) . . ?
C118 C113 C112 121.6(3) . . ?
C113 C114 C115 119.7(3) . . ?
C113 C114 C126 119.1(3) . . ?
C115 C114 C126 121.2(3) . . ?
C116 C115 C114 120.9(3) . . ?
C116 C115 H11D 119.6 . . ?
C114 C115 H11D 119.6 . . ?
C117 C116 C115 119.6(3) . . ?
C117 C116 H11E 120.2 . . ?
C115 C116 H11E 120.2 . . ?
C118 C117 C116 120.5(3) . . ?
C118 C117 H11F 119.8 . . ?
C116 C117 H11F 119.8 . . ?
C117 C118 C113 121.3(3) . . ?
C117 C118 H11G 119.4 . . ?
C113 C118 H11G 119.4 . . ?
C126 C119 N2 119.9(3) . . ?
C126 C119 C120 121.1(3) . . ?
N2 C119 C120 118.3(3) . . ?
C125 C120 C121 118.1(3) . . ?
C125 C120 C119 119.9(3) . . ?
C121 C120 C119 121.7(3) . . ?
C120 C121 C122 121.3(4) . . ?
C120 C121 H12A 119.4 . . ?
C122 C121 H12A 119.4 . . ?
C123 C122 C121 119.5(4) . . ?
C123 C122 H12B 120.3 . . ?
C121 C122 H12B 120.3 . . ?
C124 C123 C122 120.5(4) . . ?
C124 C123 H12C 119.8 . . ?
C122 C123 H12C 119.8 . . ?
C123 C124 C125 119.8(4) . . ?
C123 C124 H12D 120.1 . . ?
C125 C124 H12D 120.1 . . ?
C120 C125 C124 120.9(4) . . ?
C120 C125 H12E 119.5 . . ?
C124 C125 H12E 119.5 . . ?
C119 C126 C114 120.9(3) . . ?
C119 C126 C127 120.5(3) . . ?
C114 C126 C127 118.5(3) . . ?
C128 C127 C132 118.2(3) . . ?
C128 C127 C126 119.6(3) . . ?
C132 C127 C126 122.2(3) . . ?
C129 C128 C127 121.5(4) . . ?
C129 C128 H12F 119.2 . . ?
C127 C128 H12F 119.2 . . ?
C130 C129 C128 120.2(4) . . ?
C130 C129 H12G 119.9 . . ?
C128 C129 H12G 119.9 . . ?
C129 C130 C131 119.6(4) . . ?
C129 C130 H13A 120.2 . . ?
C131 C130 H13A 120.2 . . ?
C130 C131 C132 120.3(4) . . ?
C130 C131 H13B 119.8 . . ?
C132 C131 H13B 119.8 . . ?
C131 C132 C127 120.1(4) . . ?
C131 C132 H13C 120.0 . . ?
C127 C132 H13C 120.0 . . ?
O2 C133 N2 121.0(3) . . ?
O2 C133 C104 125.9(3) . . ?
N2 C133 C104 113.1(3) . . ?

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
C4 S1 C1 C2 -1.2(3) . . . . ?
S1 C1 C2 C3 0.4(4) . . . . ?
C1 C2 C3 C4 0.9(4) . . . . ?
C1 C2 C3 C5 -173.6(3) . . . . ?
C5 C3 C4 C33 -5.7(5) . . . . ?
C2 C3 C4 C33 179.4(3) . . . . ?
C5 C3 C4 S1 173.1(2) . . . . ?
C2 C3 C4 S1 -1.8(4) . . . . ?
C1 S1 C4 C3 1.7(3) . . . . ?
C1 S1 C4 C33 -179.4(3) . . . . ?
C4 C3 C5 C12 6.3(5) . . . . ?
C2 C3 C5 C12 -179.7(3) . . . . ?
C4 C3 C5 C6 -172.3(3) . . . . ?
C2 C3 C5 C6 1.7(5) . . . . ?
C12 C5 C6 C7 -115.6(4) . . . . ?
C3 C5 C6 C7 62.9(4) . . . . ?
C12 C5 C6 C11 65.3(5) . . . . ?
C3 C5 C6 C11 -116.2(4) . . . . ?
C11 C6 C7 C8 -2.1(6) . . . . ?
C5 C6 C7 C8 178.8(4) . . . . ?
C6 C7 C8 C9 2.0(8) . . . . ?
C7 C8 C9 C10 -0.5(9) . . . . ?
C8 C9 C10 C11 -0.7(8) . . . . ?
C7 C6 C11 C10 0.8(5) . . . . ?
C5 C6 C11 C10 179.9(3) . . . . ?
C9 C10 C11 C6 0.6(6) . . . . ?
C3 C5 C12 N1 7.8(5) . . . . ?
C6 C5 C12 N1 -173.7(3) . . . . ?
C3 C5 C12 C13 -167.2(3) . . . . ?
C6 C5 C12 C13 11.3(5) . . . . ?
C26 N1 C12 C5 152.5(3) . . . . ?
C33 N1 C12 C5 -23.8(4) . . . . ?
C26 N1 C12 C13 -31.8(4) . . . . ?
C33 N1 C12 C13 151.8(3) . . . . ?
C5 C12 C13 C14 17.1(5) . . . . ?
N1 C12 C13 C14 -158.1(3) . . . . ?
C5 C12 C13 C18 -166.5(3) . . . . ?
N1 C12 C13 C18 18.3(4) . . . . ?
C18 C13 C14 C15 2.4(5) . . . . ?
C12 C13 C14 C15 178.9(3) . . . . ?
C13 C14 C15 C16 -2.8(5) . . . . ?
C14 C15 C16 C17 1.5(5) . . . . ?
C15 C16 C17 C18 0.1(5) . . . . ?
C16 C17 C18 C13 -0.5(5) . . . . ?
C16 C17 C18 C19 177.7(3) . . . . ?
C14 C13 C18 C17 -0.7(4) . . . . ?
C12 C13 C18 C17 -177.3(3) . . . . ?
C14 C13 C18 C19 -179.0(3) . . . . ?
C12 C13 C18 C19 4.4(4) . . . . ?
C17 C18 C19 C26 166.2(3) . . . . ?
C13 C18 C19 C26 -15.6(5) . . . . ?
C17 C18 C19 C20 -20.4(5) . . . . ?
C13 C18 C19 C20 157.9(3) . . . . ?
C26 C19 C20 C25 75.7(4) . . . . ?
C18 C19 C20 C25 -97.7(4) . . . . ?
C26 C19 C20 C21 -103.7(4) . . . . ?
C18 C19 C20 C21 82.9(4) . . . . ?
C25 C20 C21 C22 -1.4(5) . . . . ?
C19 C20 C21 C22 178.1(3) . . . . ?
C20 C21 C22 C23 1.0(6) . . . . ?
C21 C22 C23 C24 0.1(7) . . . . ?
C22 C23 C24 C25 -0.8(6) . . . . ?
C23 C24 C25 C20 0.5(5) . . . . ?
C21 C20 C25 C24 0.6(5) . . . . ?
C19 C20 C25 C24 -178.8(3) . . . . ?
C18 C19 C26 N1 2.5(5) . . . . ?
C20 C19 C26 N1 -170.9(3) . . . . ?
C18 C19 C26 C27 169.9(3) . . . . ?
C20 C19 C26 C27 -3.5(5) . . . . ?
C12 N1 C26 C19 22.3(4) . . . . ?
C33 N1 C26 C19 -161.2(3) . . . . ?
C12 N1 C26 C27 -146.0(3) . . . . ?
C33 N1 C26 C27 30.5(4) . . . . ?
C19 C26 C27 C28 -114.3(4) . . . . ?
N1 C26 C27 C28 53.6(4) . . . . ?
C19 C26 C27 C32 60.3(5) . . . . ?
N1 C26 C27 C32 -131.8(3) . . . . ?
C32 C27 C28 C29 -1.5(6) . . . . ?
C26 C27 C28 C29 173.2(4) . . . . ?
C27 C28 C29 C30 0.8(7) . . . . ?
C28 C29 C30 C31 -0.6(8) . . . . ?
C29 C30 C31 C32 1.1(8) . . . . ?
C28 C27 C32 C31 1.9(5) . . . . ?
C26 C27 C32 C31 -172.7(3) . . . . ?
C30 C31 C32 C27 -1.7(6) . . . . ?
C3 C4 C33 O1 173.4(4) . . . . ?
S1 C4 C33 O1 -5.3(6) . . . . ?
C3 C4 C33 N1 -8.6(5) . . . . ?
S1 C4 C33 N1 172.7(2) . . . . ?
C12 N1 C33 O1 -158.5(3) . . . . ?
C26 N1 C33 O1 25.1(5) . . . . ?
C12 N1 C33 C4 23.3(4) . . . . ?
C26 N1 C33 C4 -153.1(3) . . . . ?
C104 S2 C101 C102 -1.0(3) . . . . ?
S2 C101 C102 C103 0.2(5) . . . . ?
C101 C102 C103 C104 1.0(5) . . . . ?
C101 C102 C103 C105 -176.7(4) . . . . ?
C105 C103 C104 C133 -3.8(5) . . . . ?
C102 C103 C104 C133 178.3(3) . . . . ?
C105 C103 C104 S2 176.1(2) . . . . ?
C102 C103 C104 S2 -1.9(4) . . . . ?
C101 S2 C104 C103 1.7(3) . . . . ?
C101 S2 C104 C133 -178.5(3) . . . . ?
C104 C103 C105 C112 3.1(5) . . . . ?
C102 C103 C105 C112 -179.4(3) . . . . ?
C104 C103 C105 C106 -179.4(3) . . . . ?
C102 C103 C105 C106 -1.9(5) . . . . ?
C112 C105 C106 C107 54.6(5) . . . . ?
C103 C105 C106 C107 -122.7(4) . . . . ?
C112 C105 C106 C111 -128.2(3) . . . . ?
C103 C105 C106 C111 54.4(4) . . . . ?
C111 C106 C107 C108 -0.3(5) . . . . ?
C105 C106 C107 C108 176.9(3) . . . . ?
C106 C107 C108 C109 -0.1(6) . . . . ?
C107 C108 C109 C110 0.4(6) . . . . ?
C108 C109 C110 C111 -0.3(6) . . . . ?
C107 C106 C111 C110 0.3(5) . . . . ?
C105 C106 C111 C110 -176.9(3) . . . . ?
C109 C110 C111 C106 0.0(6) . . . . ?
C103 C105 C112 N2 8.8(4) . . . . ?
C106 C105 C112 N2 -168.5(3) . . . . ?
C103 C105 C112 C113 -164.6(3) . . . . ?
C106 C105 C112 C113 18.0(5) . . . . ?
C133 N2 C112 C105 -21.4(4) . . . . ?
C119 N2 C112 C105 160.2(3) . . . . ?
C133 N2 C112 C113 152.7(3) . . . . ?
C119 N2 C112 C113 -25.7(4) . . . . ?
C105 C112 C113 C114 -169.2(3) . . . . ?
N2 C112 C113 C114 17.1(4) . . . . ?
C105 C112 C113 C118 15.7(5) . . . . ?
N2 C112 C113 C118 -157.9(3) . . . . ?
C118 C113 C114 C115 -4.3(4) . . . . ?
C112 C113 C114 C115 -179.5(3) . . . . ?
C118 C113 C114 C126 175.2(2) . . . . ?
C112 C113 C114 C126 0.0(4) . . . . ?
C113 C114 C115 C116 2.1(5) . . . . ?
C126 C114 C115 C116 -177.5(3) . . . . ?
C114 C115 C116 C117 0.9(5) . . . . ?
C115 C116 C117 C118 -1.6(5) . . . . ?
C116 C117 C118 C113 -0.8(5) . . . . ?
C114 C113 C118 C117 3.7(4) . . . . ?
C112 C113 C118 C117 178.9(3) . . . . ?
C133 N2 C119 C126 -161.3(3) . . . . ?
C112 N2 C119 C126 17.2(4) . . . . ?
C133 N2 C119 C120 28.4(4) . . . . ?
C112 N2 C119 C120 -153.1(3) . . . . ?
C126 C119 C120 C125 -108.5(4) . . . . ?
N2 C119 C120 C125 61.7(4) . . . . ?
C126 C119 C120 C121 64.3(4) . . . . ?
N2 C119 C120 C121 -125.6(3) . . . . ?
C125 C120 C121 C122 1.6(5) . . . . ?
C119 C120 C121 C122 -171.3(4) . . . . ?
C120 C121 C122 C123 0.1(7) . . . . ?
C121 C122 C123 C124 -1.8(8) . . . . ?
C122 C123 C124 C125 1.6(8) . . . . ?
C121 C120 C125 C124 -1.8(6) . . . . ?
C119 C120 C125 C124 171.2(4) . . . . ?
C123 C124 C125 C120 0.2(7) . . . . ?
N2 C119 C126 C114 1.5(4) . . . . ?
C120 C119 C126 C114 171.5(3) . . . . ?
N2 C119 C126 C127 -179.8(3) . . . . ?
C120 C119 C126 C127 -9.8(5) . . . . ?
C113 C114 C126 C119 -9.9(4) . . . . ?
C115 C114 C126 C119 169.7(3) . . . . ?
C113 C114 C126 C127 171.4(3) . . . . ?
C115 C114 C126 C127 -9.1(4) . . . . ?
C119 C126 C127 C128 -96.2(4) . . . . ?
C114 C126 C127 C128 82.5(4) . . . . ?
C119 C126 C127 C132 84.2(4) . . . . ?
C114 C126 C127 C132 -97.1(4) . . . . ?
C132 C127 C128 C129 -0.3(5) . . . . ?
C126 C127 C128 C129 -179.9(3) . . . . ?
C127 C128 C129 C130 0.9(6) . . . . ?
C128 C129 C130 C131 -0.4(6) . . . . ?
C129 C130 C131 C132 -0.8(6) . . . . ?
C130 C131 C132 C127 1.4(6) . . . . ?
C128 C127 C132 C131 -0.8(5) . . . . ?
C126 C127 C132 C131 178.7(3) . . . . ?
C112 N2 C133 O2 -161.7(3) . . . . ?
C119 N2 C133 O2 16.7(4) . . . . ?
C112 N2 C133 C104 19.9(4) . . . . ?
C119 N2 C133 C104 -161.7(3) . . . . ?
C103 C104 C133 O2 174.4(3) . . . . ?
S2 C104 C133 O2 -5.4(5) . . . . ?
C103 C104 C133 N2 -7.3(5) . . . . ?
S2 C104 C133 N2 172.9(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.037
####################################################################### 
# 
# 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___3ab
_database_code_depnum_ccdc_archive 'CCDC 1523075'
_audit_update_record             
;
2016-12-16 deposited with the CCDC.
2017-10-03 downloaded from the CCDC.
;

#==============================================================================
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H9 N O S'
_chemical_formula_sum            'C9 H9 N O S'
_chemical_formula_weight         179.23

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      tetragonal
_space_group_IT_number           110
_space_group_name_H-M_alt        'I 41 c d'
_space_group_name_Hall           'I 4bw -2c'

_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+1/2, -y+1/2, z+1/2'
'-y, x+1/2, z+1/4'
'y+1/2, -x, z+3/4'
'x, -y, z+1/2'
'-x+1/2, y+1/2, z'
'-y, -x+1/2, z+3/4'
'y+1/2, x, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1, z+1'
'-y+1/2, x+1, z+3/4'
'y+1, -x+1/2, z+5/4'
'x+1/2, -y+1/2, z+1'
'-x+1, y+1, z+1/2'
'-y+1/2, -x+1, z+5/4'
'y+1, x+1/2, z+3/4'

_cell_length_a                   14.6413(4)
_cell_length_b                   14.6413(4)
_cell_length_c                   32.7707(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7025.0(6)
_cell_formula_units_Z            32
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1791
_cell_measurement_theta_min      3.1340
_cell_measurement_theta_max      18.3660

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_F_000             3008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.316
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24005
_diffrn_reflns_av_unetI/netI     0.0968
_diffrn_reflns_av_R_equivalents  0.1279
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         3.048
_diffrn_reflns_theta_max         24.982
_diffrn_reflns_theta_full        24.982
_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             3093
_reflns_number_gt                1868
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.959
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.997

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1162P)²+0.3651P] 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_abs_structure_details 
;
 Flack x determined using 611 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3093
_refine_ls_number_parameters     221
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1312
_refine_ls_R_factor_gt           0.0767
_refine_ls_wR_factor_ref         0.2250
_refine_ls_wR_factor_gt          0.1911
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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_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 0.1538(2) 0.8923(2) 0.05259(8) 0.0558(9) Uani 1 1 d . . . . .
C1 C 0.2696(8) 0.8917(8) 0.0487(4) 0.055(3) Uani 1 1 d . . . . .
H1A H 0.3088 0.8957 0.0710 0.066 Uiso 1 1 calc R U . . .
C2 C 0.2982(8) 0.8847(8) 0.0094(4) 0.058(3) Uani 1 1 d . . . . .
H2A H 0.3594 0.8842 0.0018 0.070 Uiso 1 1 calc R U . . .
C3 C 0.2245(7) 0.8783(7) -0.0190(3) 0.042(3) Uani 1 1 d . . . . .
C4 C 0.1434(8) 0.8838(8) 0.0003(3) 0.049(3) Uani 1 1 d . . . . .
C5 C 0.0579(8) 0.8805(8) -0.0201(4) 0.051(3) Uani 1 1 d . . . . .
O1 O -0.0201(6) 0.8813(6) -0.0039(2) 0.066(2) Uani 1 1 d . . . . .
N1 N 0.0673(6) 0.8744(6) -0.0617(3) 0.050(2) Uani 1 1 d . . . . .
H1C H 0.0179 0.8769 -0.0758 0.060 Uiso 1 1 calc R U . . .
C6 C 0.2277(8) 0.8685(8) -0.0628(4) 0.054(3) Uani 1 1 d . . . . .
C7 C 0.1476(8) 0.8648(8) -0.0829(4) 0.050(3) Uani 1 1 d . . . . .
C8 C 0.3191(8) 0.8601(10) -0.0848(4) 0.066(4) Uani 1 1 d . . . . .
H8A H 0.3268 0.9111 -0.1029 0.099 Uiso 1 1 calc R U . . .
H8B H 0.3202 0.8044 -0.1003 0.099 Uiso 1 1 calc R U . . .
H8C H 0.3677 0.8596 -0.0652 0.099 Uiso 1 1 calc R U . . .
C9 C 0.1356(10) 0.8545(10) -0.1283(4) 0.077(4) Uani 1 1 d . . . . .
H9A H 0.1945 0.8500 -0.1411 0.115 Uiso 1 1 calc R U . . .
H9B H 0.1038 0.9067 -0.1389 0.115 Uiso 1 1 calc R U . . .
H9C H 0.1010 0.8003 -0.1339 0.115 Uiso 1 1 calc R U . . .
S11 S -0.0731(2) 0.7720(2) 0.08862(9) 0.0591(9) Uani 1 1 d . . . . .
C11 C -0.0741(8) 0.8893(7) 0.0940(4) 0.056(3) Uani 1 1 d . . . . .
H11A H -0.0633 0.9289 0.0723 0.067 Uiso 1 1 calc R U . . .
C12 C -0.0917(8) 0.9187(8) 0.1321(4) 0.052(3) Uani 1 1 d . . . . .
H12A H -0.0960 0.9799 0.1395 0.062 Uiso 1 1 calc R U . . .
C13 C -0.1031(7) 0.8440(8) 0.1596(3) 0.046(3) Uani 1 1 d . . . . .
C14 C -0.0958(7) 0.7609(8) 0.1394(3) 0.046(3) Uani 1 1 d . . . . .
C15 C -0.1069(8) 0.6738(8) 0.1603(3) 0.051(3) Uani 1 1 d . . . . .
O11 O -0.1040(6) 0.5985(5) 0.1430(3) 0.065(3) Uani 1 1 d . . . . .
N11 N -0.1191(6) 0.6831(7) 0.2010(3) 0.050(2) Uani 1 1 d . . . . .
H11C H -0.1239 0.6335 0.2149 0.060 Uiso 1 1 calc R U . . .
C16 C -0.1187(7) 0.8473(7) 0.2025(3) 0.046(3) Uani 1 1 d . . . . .
C17 C -0.1245(8) 0.7641(8) 0.2224(4) 0.051(3) Uani 1 1 d . . . . .
C18 C -0.1289(9) 0.9374(8) 0.2240(4) 0.070(4) Uani 1 1 d . . . . .
H18A H -0.1145 0.9300 0.2524 0.105 Uiso 1 1 calc R U . . .
H18B H -0.1906 0.9585 0.2213 0.105 Uiso 1 1 calc R U . . .
H18C H -0.0880 0.9811 0.2121 0.105 Uiso 1 1 calc R U . . .
C19 C -0.1378(9) 0.7553(8) 0.2673(3) 0.058(3) Uani 1 1 d . . . . .
H19A H -0.1895 0.7168 0.2726 0.087 Uiso 1 1 calc R U . . .
H19B H -0.1482 0.8146 0.2789 0.087 Uiso 1 1 calc R U . . .
H19C H -0.0841 0.7288 0.2793 0.087 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 C1 1.699(12) . ?
S1 C4 1.727(11) . ?
C1 C2 1.359(16) . ?
C2 C3 1.430(15) . ?
C3 C4 1.348(14) . ?
C3 C6 1.443(15) . ?
C4 C5 1.418(16) . ?
C5 O1 1.259(13) . ?
C5 N1 1.372(14) . ?
N1 C7 1.374(15) . ?
C6 C7 1.347(16) . ?
C6 C8 1.524(16) . ?
C7 C9 1.505(16) . ?
S11 C14 1.703(11) . ?
S11 C11 1.727(12) . ?
C11 C12 1.345(15) . ?
C12 C13 1.429(15) . ?
C13 C14 1.391(15) . ?
C13 C16 1.425(15) . ?
C14 C15 1.457(16) . ?
C15 O11 1.241(14) . ?
C15 N11 1.353(13) . ?
N11 C17 1.381(15) . ?
C16 C17 1.383(15) . ?
C16 C18 1.502(15) . ?
C17 C19 1.490(15) . ?

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
C1 S1 C4 90.8(6) . . ?
C2 C1 S1 112.3(9) . . ?
C1 C2 C3 113.0(11) . . ?
C4 C3 C2 110.8(10) . . ?
C4 C3 C6 120.1(10) . . ?
C2 C3 C6 129.1(11) . . ?
C3 C4 C5 123.7(11) . . ?
C3 C4 S1 113.1(9) . . ?
C5 C4 S1 123.2(9) . . ?
O1 C5 N1 120.6(11) . . ?
O1 C5 C4 127.0(11) . . ?
N1 C5 C4 112.4(10) . . ?
C5 N1 C7 126.5(10) . . ?
C7 C6 C3 117.5(11) . . ?
C7 C6 C8 122.0(11) . . ?
C3 C6 C8 120.5(11) . . ?
C6 C7 N1 119.6(11) . . ?
C6 C7 C9 126.1(11) . . ?
N1 C7 C9 114.3(11) . . ?
C14 S11 C11 89.6(6) . . ?
C12 C11 S11 114.5(9) . . ?
C11 C12 C13 111.4(11) . . ?
C14 C13 C16 120.9(10) . . ?
C14 C13 C12 111.0(11) . . ?
C16 C13 C12 128.1(11) . . ?
C13 C14 C15 122.2(10) . . ?
C13 C14 S11 113.5(9) . . ?
C15 C14 S11 124.3(9) . . ?
O11 C15 N11 123.0(10) . . ?
O11 C15 C14 124.0(11) . . ?
N11 C15 C14 113.0(11) . . ?
C15 N11 C17 126.5(10) . . ?
C17 C16 C13 116.3(10) . . ?
C17 C16 C18 123.1(10) . . ?
C13 C16 C18 120.5(10) . . ?
N11 C17 C16 121.0(10) . . ?
N11 C17 C19 115.8(10) . . ?
C16 C17 C19 123.3(11) . . ?

_refine_diff_density_max         1.207
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.070

####################################################################### 
# 
# 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___3ac
_database_code_depnum_ccdc_archive 'CCDC 1523073'
_audit_update_record             
;
2016-12-16 deposited with the CCDC.
2017-10-03 downloaded from the CCDC.
;

#==============================================================================
_audit_creation_date             
;
'Wed May 06 11:47:37 2015'
;
_audit_creation_method           
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H15 N O S'
_chemical_formula_weight         221.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1230 '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                   8.5758(2)
_cell_length_b                   11.4732(4)
_cell_length_c                   11.7346(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.065(2)
_cell_angle_gamma                90
_cell_volume                     1154.59(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4774
_cell_measurement_theta_min      3.4160
_cell_measurement_theta_max      26.2070

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_F_000             472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.253
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.93857
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17327
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.966
_diffrn_reflns_theta_max         28.160
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2574
_reflns_number_gt                1956
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0650P)²+0.5484P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2574
_refine_ls_number_parameters     140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1431
_refine_ls_wR_factor_gt          0.1276
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
O1 O 0.62445(17) 0.42085(13) 0.43844(14) 0.0544(4) Uani 1 1 d . . . . .
N1 N 0.39897(19) 0.33328(16) 0.49667(15) 0.0403(4) Uani 1 1 d . . . . .
C12 C 0.5587(2) 0.23407(18) 0.36960(17) 0.0414(5) Uani 1 1 d . . . . .
C3 C 0.4610(2) 0.13924(18) 0.37447(17) 0.0428(5) Uani 1 1 d . . . . .
C7 C 0.1481(2) 0.2637(2) 0.57779(19) 0.0464(5) Uani 1 1 d . . . . .
C11 C 0.5352(2) 0.33618(17) 0.43557(18) 0.0401(4) Uani 1 1 d . . . . .
C6 C 0.2942(2) 0.24118(18) 0.50423(17) 0.0398(4) Uani 1 1 d . . . . .
C5 C 0.2307(3) 0.0297(2) 0.4493(2) 0.0609(6) Uani 1 1 d . . . . .
H5A H 0.2785 -0.0279 0.4014 0.091 Uiso 1 1 calc R U . . .
H5B H 0.2257 0.0010 0.5261 0.091 Uiso 1 1 calc R U . . .
H5C H 0.1272 0.0457 0.4223 0.091 Uiso 1 1 calc R U . . .
C10 C 0.0004(3) 0.2483(3) 0.5053(2) 0.0647(7) Uani 1 1 d . . . . .
H10A H -0.0009 0.1714 0.4730 0.097 Uiso 1 1 calc R U . . .
H10B H -0.0901 0.2588 0.5523 0.097 Uiso 1 1 calc R U . . .
H10C H -0.0003 0.3050 0.4452 0.097 Uiso 1 1 calc R U . . .
C8 C 0.1417(3) 0.3870(3) 0.6258(3) 0.0727(8) Uani 1 1 d . . . . .
H8A H 0.1421 0.4421 0.5642 0.109 Uiso 1 1 calc R U . . .
H8B H 0.0481 0.3964 0.6696 0.109 Uiso 1 1 calc R U . . .
H8C H 0.2308 0.4001 0.6737 0.109 Uiso 1 1 calc R U . . .
C1 C 0.6367(3) 0.0830(2) 0.2367(2) 0.0632(7) Uani 1 1 d . . . . .
H1 H 0.6819 0.0363 0.1810 0.076 Uiso 1 1 calc R U . . .
C4 C 0.3264(2) 0.14059(18) 0.44648(17) 0.0433(5) Uani 1 1 d . . . . .
C2 C 0.5108(3) 0.0507(2) 0.2971(2) 0.0561(6) Uani 1 1 d . . . . .
H2 H 0.4617 -0.0212 0.2894 0.067 Uiso 1 1 calc R U . . .
C9 C 0.1470(3) 0.1815(3) 0.6810(2) 0.0728(8) Uani 1 1 d . . . . .
H9A H 0.1510 0.1021 0.6552 0.109 Uiso 1 1 calc R U . . .
H9B H 0.2361 0.1973 0.7282 0.109 Uiso 1 1 calc R U . . .
H9C H 0.0534 0.1935 0.7242 0.109 Uiso 1 1 calc R U . . .
HN H 0.383(2) 0.395(2) 0.5298(19) 0.042(6) Uiso 1 1 d . . . . .
S1 S 0.70616(7) 0.21793(6) 0.27176(5) 0.0567(2) 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
O1 C11 1.237(2) . ?
N1 C11 1.372(2) . ?
N1 C6 1.390(2) . ?
N1 HN 0.82(2) . ?
C12 C3 1.375(3) . ?
C12 C11 1.419(3) . ?
C12 S1 1.719(2) . ?
C3 C2 1.428(3) . ?
C3 C4 1.431(3) . ?
C7 C8 1.524(3) . ?
C7 C9 1.536(3) . ?
C7 C10 1.536(3) . ?
C7 C6 1.544(3) . ?
C6 C4 1.367(3) . ?
C5 C4 1.514(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C1 C2 1.345(3) . ?
C1 S1 1.709(3) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 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
C11 N1 C6 127.07(18) . . ?
C11 N1 HN 111.7(15) . . ?
C6 N1 HN 121.3(15) . . ?
C3 C12 C11 122.96(18) . . ?
C3 C12 S1 113.06(16) . . ?
C11 C12 S1 123.94(16) . . ?
C12 C3 C2 110.72(19) . . ?
C12 C3 C4 120.54(18) . . ?
C2 C3 C4 128.7(2) . . ?
C8 C7 C9 106.2(2) . . ?
C8 C7 C10 106.3(2) . . ?
C9 C7 C10 111.2(2) . . ?
C8 C7 C6 113.05(17) . . ?
C9 C7 C6 110.14(19) . . ?
C10 C7 C6 109.91(18) . . ?
O1 C11 N1 122.14(19) . . ?
O1 C11 C12 125.12(18) . . ?
N1 C11 C12 112.73(17) . . ?
C4 C6 N1 118.65(18) . . ?
C4 C6 C7 125.65(18) . . ?
N1 C6 C7 115.70(18) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C2 C1 S1 113.74(19) . . ?
C2 C1 H1 123.1 . . ?
S1 C1 H1 123.1 . . ?
C6 C4 C3 117.73(18) . . ?
C6 C4 C5 126.1(2) . . ?
C3 C4 C5 116.19(19) . . ?
C1 C2 C3 112.3(2) . . ?
C1 C2 H2 123.8 . . ?
C3 C2 H2 123.8 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C1 S1 C12 90.12(11) . . ?

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
C11 C12 C3 C2 178.6(2) . . . . ?
S1 C12 C3 C2 1.1(2) . . . . ?
C11 C12 C3 C4 1.2(3) . . . . ?
S1 C12 C3 C4 -176.29(15) . . . . ?
C6 N1 C11 O1 -176.7(2) . . . . ?
C6 N1 C11 C12 4.3(3) . . . . ?
C3 C12 C11 O1 176.0(2) . . . . ?
S1 C12 C11 O1 -6.8(3) . . . . ?
C3 C12 C11 N1 -5.0(3) . . . . ?
S1 C12 C11 N1 172.28(15) . . . . ?
C11 N1 C6 C4 0.5(3) . . . . ?
C11 N1 C6 C7 -178.79(19) . . . . ?
C8 C7 C6 C4 -176.8(2) . . . . ?
C9 C7 C6 C4 64.6(3) . . . . ?
C10 C7 C6 C4 -58.1(3) . . . . ?
C8 C7 C6 N1 2.4(3) . . . . ?
C9 C7 C6 N1 -116.1(2) . . . . ?
C10 C7 C6 N1 121.1(2) . . . . ?
N1 C6 C4 C3 -4.6(3) . . . . ?
C7 C6 C4 C3 174.60(18) . . . . ?
N1 C6 C4 C5 176.8(2) . . . . ?
C7 C6 C4 C5 -4.0(4) . . . . ?
C12 C3 C4 C6 3.8(3) . . . . ?
C2 C3 C4 C6 -173.0(2) . . . . ?
C12 C3 C4 C5 -177.4(2) . . . . ?
C2 C3 C4 C5 5.8(3) . . . . ?
S1 C1 C2 C3 2.0(3) . . . . ?
C12 C3 C2 C1 -1.9(3) . . . . ?
C4 C3 C2 C1 175.1(2) . . . . ?
C2 C1 S1 C12 -1.2(2) . . . . ?
C3 C12 S1 C1 0.03(17) . . . . ?
C11 C12 S1 C1 -177.5(2) . . . . ?

_refine_diff_density_max         0.374
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.053

