# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

####################################################################### 
# 
# 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_L1
_database_code_depnum_ccdc_archive 'CCDC 1979275'
loop_
_audit_author_name
_audit_author_address
'Briana Schrage'
;The University of Akron
United States of America
;
_audit_update_record             
;
2020-01-21 deposited with the CCDC.	2020-03-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H30 N2 O2 S2'
_chemical_formula_weight         358.55

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   12.2727(5)
_cell_length_b                   9.4046(4)
_cell_length_c                   15.4138(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.276(2)
_cell_angle_gamma                90
_cell_volume                     1777.65(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9030
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      28.43

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_F_000             776
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.543
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.311
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6930
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(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 ?
_diffrn_reflns_number            16118
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.645
_diffrn_reflns_theta_max         28.426
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2244
_reflns_number_gt                1969
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0371P)²+1.5215P] 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         2244
_refine_ls_number_parameters     105
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0772
_refine_ls_wR_factor_gt          0.0738
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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 0.64959(10) 0.80455(13) 0.26327(8) 0.0165(2) Uani 1 1 d . . . . .
H1A H 0.585219 0.745661 0.246694 0.020 Uiso 1 1 calc R U . . .
H1B H 0.715227 0.743499 0.262039 0.020 Uiso 1 1 calc R U . . .
C2 C 0.63765(9) 0.86373(13) 0.35459(8) 0.0165(2) Uani 1 1 d . . . . .
H2A H 0.579012 0.936080 0.353178 0.020 Uiso 1 1 calc R U . . .
H2B H 0.706444 0.911376 0.373645 0.020 Uiso 1 1 calc R U . . .
C3 C 0.61090(9) 0.74843(13) 0.42051(8) 0.0156(2) Uani 1 1 d . . . . .
H3A H 0.652324 0.661383 0.407037 0.019 Uiso 1 1 calc R U . . .
H3B H 0.635829 0.780795 0.479107 0.019 Uiso 1 1 calc R U . . .
C4 C 0.45406(9) 0.57810(12) 0.41138(7) 0.0122(2) Uani 1 1 d . . . . .
C5 C 0.51932(9) 0.47247(12) 0.36060(7) 0.0131(2) Uani 1 1 d . . . . .
H5A H 0.574663 0.426715 0.399862 0.016 Uiso 1 1 calc R U . . .
H5B H 0.557955 0.523028 0.314610 0.016 Uiso 1 1 calc R U . . .
C6 C 0.44494(9) 0.35857(12) 0.31933(7) 0.0139(2) Uani 1 1 d . . . . .
H6A H 0.379487 0.405170 0.292654 0.017 Uiso 1 1 calc R U . . .
H6B H 0.420410 0.294118 0.365438 0.017 Uiso 1 1 calc R U . . .
C7 C 0.500000 0.27017(18) 0.250000 0.0168(3) Uani 1 2 d S T P . .
H7A H 0.555462 0.208008 0.278953 0.020 Uiso 0.5 1 calc R U P . .
H7B H 0.444538 0.208009 0.221047 0.020 Uiso 0.5 1 calc R U P . .
C8 C 0.42398(9) 0.81491(13) 0.46522(8) 0.0154(2) Uani 1 1 d . . . . .
H8A H 0.466503 0.902658 0.477245 0.019 Uiso 1 1 calc R U . . .
H8B H 0.403940 0.774683 0.521759 0.019 Uiso 1 1 calc R U . . .
C9 C 0.31949(9) 0.85480(13) 0.41379(8) 0.0163(2) Uani 1 1 d . . . . .
H9A H 0.274147 0.914147 0.451250 0.020 Uiso 1 1 calc R U . . .
H9B H 0.278180 0.766582 0.400304 0.020 Uiso 1 1 calc R U . . .
N1 N 0.49409(8) 0.71238(11) 0.42209(6) 0.0131(2) Uani 1 1 d . . . . .
O1 O 0.36395(7) 0.54613(9) 0.43831(5) 0.01535(19) Uani 1 1 d . . . . .
S1 S 0.33848(2) 0.94967(3) 0.31329(2) 0.01735(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
C1 C2 1.5261(17) . ?
C1 S1 1.8140(13) 2_655 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.5305(17) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N1 1.4742(14) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 O1 1.2338(14) . ?
C4 N1 1.3627(15) . ?
C4 C5 1.5135(16) . ?
C5 C6 1.5296(16) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.5320(14) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 N1 1.4689(14) . ?
C8 C9 1.5273(16) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 S1 1.8108(12) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?

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 109.80(8) . 2_655 ?
C2 C1 H1A 109.7 . . ?
S1 C1 H1A 109.7 2_655 . ?
C2 C1 H1B 109.7 . . ?
S1 C1 H1B 109.7 2_655 . ?
H1A C1 H1B 108.2 . . ?
C1 C2 C3 112.64(10) . . ?
C1 C2 H2A 109.1 . . ?
C3 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C3 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
N1 C3 C2 114.10(10) . . ?
N1 C3 H3A 108.7 . . ?
C2 C3 H3A 108.7 . . ?
N1 C3 H3B 108.7 . . ?
C2 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
O1 C4 N1 120.58(10) . . ?
O1 C4 C5 120.92(10) . . ?
N1 C4 C5 118.38(10) . . ?
C4 C5 C6 110.82(9) . . ?
C4 C5 H5A 109.5 . . ?
C6 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C6 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
C5 C6 C7 113.43(9) . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C6 C7 C6 114.27(14) 2_655 . ?
C6 C7 H7A 108.7 2_655 . ?
C6 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 2_655 . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
N1 C8 C9 114.91(10) . . ?
N1 C8 H8A 108.5 . . ?
C9 C8 H8A 108.5 . . ?
N1 C8 H8B 108.5 . . ?
C9 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?
C8 C9 S1 115.53(8) . . ?
C8 C9 H9A 108.4 . . ?
S1 C9 H9A 108.4 . . ?
C8 C9 H9B 108.4 . . ?
S1 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C4 N1 C8 116.63(9) . . ?
C4 N1 C3 123.87(10) . . ?
C8 N1 C3 116.36(9) . . ?
C9 S1 C1 101.67(6) . 2_655 ?

_refine_diff_density_max         0.356
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.049



####################################################################### 
# 
# 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_L2
_database_code_depnum_ccdc_archive 'CCDC 1989498'
loop_
_audit_author_name
_audit_author_address
'Briana Schrage'
;The University of Akron
United States of America
;
_audit_update_record             
;
2020-03-10 deposited with the CCDC.	2020-03-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H34 N2 S2'
_chemical_formula_weight         330.58

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'
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                   9.8079(14)
_cell_length_b                   10.0730(14)
_cell_length_c                   10.1224(15)
_cell_angle_alpha                106.418(5)
_cell_angle_beta                 103.585(6)
_cell_angle_gamma                90.063(6)
_cell_volume                     930.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8765
_cell_measurement_theta_min      2.14
_cell_measurement_theta_max      28.21

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_F_000             364
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.482
_exptl_crystal_size_mid          0.274
_exptl_crystal_size_min          0.222
_exptl_absorpt_coefficient_mu    0.284
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5838
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(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 ?
_diffrn_reflns_number            26342
_diffrn_reflns_av_unetI/netI     0.0845
_diffrn_reflns_av_R_equivalents  0.0867
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.113
_diffrn_reflns_theta_max         28.486
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4627
_reflns_number_gt                3288
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0304P)²+0.1164P] 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         4627
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0730
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1203
_refine_ls_wR_factor_gt          0.1135
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_restrained_S_all      1.113
_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 0.0652(2) 0.1942(2) 0.9679(2) 0.0301(5) Uani 1 1 d . . . . .
H1A H 0.007922 0.274784 0.989043 0.036 Uiso 1 1 calc R U . . .
H1B H 0.074792 0.150457 1.045474 0.036 Uiso 1 1 calc R U . . .
C2 C -0.0123(2) 0.0903(2) 0.8292(2) 0.0302(4) Uani 1 1 d . . . . .
H2A H -0.092100 0.042987 0.846434 0.036 Uiso 1 1 calc R U . . .
H2B H 0.052223 0.018910 0.798593 0.036 Uiso 1 1 calc R U . . .
C3 C 0.07303(19) 0.16892(19) 0.61409(19) 0.0250(4) Uani 1 1 d . . . . .
H3A H 0.153436 0.222737 0.689421 0.030 Uiso 1 1 calc R U . . .
H3B H 0.099985 0.073157 0.578160 0.030 Uiso 1 1 calc R U . . .
C4 C 0.0375(2) 0.2353(2) 0.4936(2) 0.0275(4) Uani 1 1 d . . . . .
H4A H 0.007791 0.329838 0.529973 0.033 Uiso 1 1 calc R U . . .
H4B H -0.042443 0.180234 0.418546 0.033 Uiso 1 1 calc R U . . .
C5 C 0.1620(2) 0.2441(2) 0.4294(2) 0.0281(4) Uani 1 1 d . . . . .
H5A H 0.201803 0.152352 0.407679 0.034 Uiso 1 1 calc R U . . .
H5B H 0.128906 0.267482 0.339027 0.034 Uiso 1 1 calc R U . . .
C6 C 0.2383(2) 0.48799(19) 0.5129(2) 0.0290(4) Uani 1 1 d . . . . .
H6A H 0.134797 0.489494 0.483551 0.035 Uiso 1 1 calc R U . . .
H6B H 0.277463 0.504973 0.436981 0.035 Uiso 1 1 calc R U . . .
C7 C 0.2940(2) 0.6049(2) 0.6491(2) 0.0302(4) Uani 1 1 d . . . . .
H7A H 0.297013 0.693243 0.624771 0.036 Uiso 1 1 calc R U . . .
H7B H 0.391678 0.588474 0.692163 0.036 Uiso 1 1 calc R U . . .
C8 C 0.2700(2) 0.50546(19) 0.8771(2) 0.0271(4) Uani 1 1 d . . . . .
H8A H 0.273204 0.413241 0.809864 0.033 Uiso 1 1 calc R U . . .
H8B H 0.367567 0.540794 0.930133 0.033 Uiso 1 1 calc R U . . .
C9 C 0.1838(2) 0.49234(19) 0.9801(2) 0.0279(4) Uani 1 1 d . . . . .
H9A H 0.085000 0.463259 0.926907 0.034 Uiso 1 1 calc R U . . .
H9B H 0.185117 0.584182 1.049733 0.034 Uiso 1 1 calc R U . . .
C10 C 0.2393(2) 0.3878(2) 1.0594(2) 0.0305(4) Uani 1 1 d . . . . .
H10A H 0.342593 0.405129 1.096053 0.037 Uiso 1 1 calc R U . . .
H10B H 0.197348 0.400430 1.141607 0.037 Uiso 1 1 calc R U . . .
C11 C 0.3119(2) 0.1512(2) 1.0083(2) 0.0311(5) Uani 1 1 d . . . . .
H11A H 0.273531 0.053812 0.962144 0.037 Uiso 1 1 calc R U . . .
H11B H 0.331930 0.167784 1.112351 0.037 Uiso 1 1 calc R U . . .
C12 C 0.4490(2) 0.1723(2) 0.9672(2) 0.0318(5) Uani 1 1 d . . . . .
H12A H 0.464506 0.271862 0.975945 0.038 Uiso 1 1 calc R U . . .
H12B H 0.527461 0.148591 1.036278 0.038 Uiso 1 1 calc R U . . .
C13 C 0.4546(2) 0.0876(2) 0.8181(2) 0.0310(4) Uani 1 1 d . . . . .
H13A H 0.367826 0.097528 0.749262 0.037 Uiso 1 1 calc R U . . .
H13B H 0.458840 -0.011683 0.813655 0.037 Uiso 1 1 calc R U . . .
C14 C 0.5831(2) 0.1355(2) 0.7768(2) 0.0318(5) Uani 1 1 d . . . . .
H14A H 0.662135 0.165952 0.862492 0.038 Uiso 1 1 calc R U . . .
H14B H 0.612168 0.056301 0.708226 0.038 Uiso 1 1 calc R U . . .
C15 C 0.5526(2) 0.2544(2) 0.7109(2) 0.0298(4) Uani 1 1 d . . . . .
H15A H 0.642170 0.306518 0.721987 0.036 Uiso 1 1 calc R U . . .
H15B H 0.493412 0.318810 0.762313 0.036 Uiso 1 1 calc R U . . .
C16 C 0.4773(2) 0.2029(2) 0.5533(2) 0.0293(4) Uani 1 1 d . . . . .
H16A H 0.545766 0.160669 0.498588 0.035 Uiso 1 1 calc R U . . .
H16B H 0.403485 0.129698 0.539398 0.035 Uiso 1 1 calc R U . . .
C17 C 0.4102(2) 0.3173(2) 0.4950(2) 0.0282(4) Uani 1 1 d . . . . .
H17A H 0.474559 0.402403 0.535918 0.034 Uiso 1 1 calc R U . . .
H17B H 0.398377 0.288955 0.390725 0.034 Uiso 1 1 calc R U . . .
N1 N 0.20575(17) 0.24404(16) 0.96657(17) 0.0268(4) Uani 1 1 d . . . . .
N2 N 0.27301(16) 0.34927(15) 0.52600(16) 0.0250(4) Uani 1 1 d . . . . .
S1 S -0.07909(5) 0.16593(5) 0.68611(5) 0.02969(14) Uani 1 1 d . . . . .
S2 S 0.19128(5) 0.62363(5) 0.78005(6) 0.03133(15) 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 N1 1.471(2) . ?
C1 C2 1.521(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 S1 1.8128(19) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.522(2) . ?
C3 S1 1.8115(18) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.526(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N2 1.475(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N2 1.473(2) . ?
C6 C7 1.521(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 S2 1.815(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.520(2) . ?
C8 S2 1.8126(18) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.524(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 N1 1.474(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 N1 1.468(2) . ?
C11 C12 1.529(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.524(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.534(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.526(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.529(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.521(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 N2 1.469(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?

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
N1 C1 C2 113.88(15) . . ?
N1 C1 H1A 108.8 . . ?
C2 C1 H1A 108.8 . . ?
N1 C1 H1B 108.8 . . ?
C2 C1 H1B 108.8 . . ?
H1A C1 H1B 107.7 . . ?
C1 C2 S1 114.27(13) . . ?
C1 C2 H2A 108.7 . . ?
S1 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
S1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C4 C3 S1 109.13(13) . . ?
C4 C3 H3A 109.9 . . ?
S1 C3 H3A 109.9 . . ?
C4 C3 H3B 109.9 . . ?
S1 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
C3 C4 C5 112.13(15) . . ?
C3 C4 H4A 109.2 . . ?
C5 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
C5 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
N2 C5 C4 111.96(16) . . ?
N2 C5 H5A 109.2 . . ?
C4 C5 H5A 109.2 . . ?
N2 C5 H5B 109.2 . . ?
C4 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
N2 C6 C7 113.79(15) . . ?
N2 C6 H6A 108.8 . . ?
C7 C6 H6A 108.8 . . ?
N2 C6 H6B 108.8 . . ?
C7 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C6 C7 S2 114.43(13) . . ?
C6 C7 H7A 108.7 . . ?
S2 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
S2 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C9 C8 S2 109.53(13) . . ?
C9 C8 H8A 109.8 . . ?
S2 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
S2 C8 H8B 109.8 . . ?
H8A C8 H8B 108.2 . . ?
C8 C9 C10 112.34(16) . . ?
C8 C9 H9A 109.1 . . ?
C10 C9 H9A 109.1 . . ?
C8 C9 H9B 109.1 . . ?
C10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.9 . . ?
N1 C10 C9 111.50(15) . . ?
N1 C10 H10A 109.3 . . ?
C9 C10 H10A 109.3 . . ?
N1 C10 H10B 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
N1 C11 C12 112.55(15) . . ?
N1 C11 H11A 109.1 . . ?
C12 C11 H11A 109.1 . . ?
N1 C11 H11B 109.1 . . ?
C12 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
C13 C12 C11 115.26(17) . . ?
C13 C12 H12A 108.5 . . ?
C11 C12 H12A 108.5 . . ?
C13 C12 H12B 108.5 . . ?
C11 C12 H12B 108.5 . . ?
H12A C12 H12B 107.5 . . ?
C12 C13 C14 111.24(17) . . ?
C12 C13 H13A 109.4 . . ?
C14 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
C14 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C15 C14 C13 112.00(16) . . ?
C15 C14 H14A 109.2 . . ?
C13 C14 H14A 109.2 . . ?
C15 C14 H14B 109.2 . . ?
C13 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C14 C15 C16 112.15(16) . . ?
C14 C15 H15A 109.2 . . ?
C16 C15 H15A 109.2 . . ?
C14 C15 H15B 109.2 . . ?
C16 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
C17 C16 C15 113.15(16) . . ?
C17 C16 H16A 108.9 . . ?
C15 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C15 C16 H16B 108.9 . . ?
H16A C16 H16B 107.8 . . ?
N2 C17 C16 113.39(14) . . ?
N2 C17 H17A 108.9 . . ?
C16 C17 H17A 108.9 . . ?
N2 C17 H17B 108.9 . . ?
C16 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C11 N1 C1 110.71(14) . . ?
C11 N1 C10 111.78(16) . . ?
C1 N1 C10 109.83(15) . . ?
C17 N2 C6 110.00(14) . . ?
C17 N2 C5 110.80(15) . . ?
C6 N2 C5 110.05(15) . . ?
C3 S1 C2 101.68(9) . . ?
C8 S2 C7 102.01(9) . . ?

_refine_diff_density_max         0.352
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.059



####################################################################### 
# 
# 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_L3
_database_code_depnum_ccdc_archive 'CCDC 1979276'
loop_
_audit_author_name
_audit_author_address
'Briana Schrage'
;The University of Akron
United States of America
;
_audit_update_record             
;
2020-01-21 deposited with the CCDC.	2020-03-17 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            'C19 H34 N2 O2 S2'
_chemical_formula_weight         386.60

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.65(4)
_cell_length_b                   8.31(2)
_cell_length_c                   16.92(4)
_cell_angle_alpha                90
_cell_angle_beta                 113.56(3)
_cell_angle_gamma                90
_cell_volume                     2017(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    117
_cell_measurement_theta_min      2.8555
_cell_measurement_theta_max      19.8911

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.984
_exptl_crystal_size_mid          0.651
_exptl_crystal_size_min          0.501
_exptl_absorpt_coefficient_mu    0.279
_shelx_estimated_absorpt_T_min   0.771
_shelx_estimated_absorpt_T_max   0.873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5308
_exptl_absorpt_correction_T_max  0.7449
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(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 ?
_diffrn_reflns_number            22620
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.287
_diffrn_reflns_theta_max         23.589
_diffrn_reflns_theta_full        23.589
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             2960
_reflns_number_gt                2689
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0307P)²+1.6871P] 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         2960
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0760
_refine_ls_wR_factor_gt          0.0711
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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 0.49115(12) 0.1890(2) 0.08350(10) 0.0165(4) Uani 1 1 d . . . . .
C2 C 0.52372(12) 0.0158(2) 0.11069(11) 0.0171(4) Uani 1 1 d . . . . .
H2A H 0.5056 -0.0169 0.1581 0.021 Uiso 1 1 calc R U . . .
H2B H 0.4925 -0.0575 0.0614 0.021 Uiso 1 1 calc R U . . .
C3 C 0.62970(12) 0.0007(2) 0.14065(11) 0.0198(4) Uani 1 1 d . . . . .
H3A H 0.6603 0.0752 0.1895 0.024 Uiso 1 1 calc R U . . .
H3B H 0.6472 0.0344 0.0930 0.024 Uiso 1 1 calc R U . . .
C4 C 0.66668(12) -0.1709(2) 0.16896(11) 0.0207(4) Uani 1 1 d . . . . .
H4A H 0.7341 -0.1727 0.1812 0.025 Uiso 1 1 calc R U . . .
H4B H 0.6351 -0.2449 0.1201 0.025 Uiso 1 1 calc R U . . .
C5 C 0.65339(12) -0.2364(2) 0.24893(11) 0.0184(4) Uani 1 1 d . . . . .
H5A H 0.5859 -0.2368 0.2363 0.022 Uiso 1 1 calc R U . . .
H5B H 0.6751 -0.3494 0.2583 0.022 Uiso 1 1 calc R U . . .
C6 C 0.70466(12) -0.1418(2) 0.33316(11) 0.0200(4) Uani 1 1 d . . . . .
H6A H 0.6783 -0.0319 0.3263 0.024 Uiso 1 1 calc R U . . .
H6B H 0.7713 -0.1320 0.3433 0.024 Uiso 1 1 calc R U . . .
C7 C 0.69732(12) -0.2216(2) 0.41299(11) 0.0207(4) Uani 1 1 d . . . . .
H7A H 0.7449 -0.1731 0.4656 0.025 Uiso 1 1 calc R U . . .
H7B H 0.7123 -0.3373 0.4131 0.025 Uiso 1 1 calc R U . . .
C8 C 0.60072(12) -0.2056(2) 0.41752(11) 0.0179(4) Uani 1 1 d . . . . .
H8A H 0.5516 -0.2418 0.3623 0.021 Uiso 1 1 calc R U . . .
H8B H 0.5986 -0.2758 0.4640 0.021 Uiso 1 1 calc R U . . .
C9 C 0.58143(11) -0.0315(2) 0.43504(11) 0.0167(4) Uani 1 1 d . . . . .
C10 C 0.37705(12) 0.4051(2) 0.05471(11) 0.0178(4) Uani 1 1 d . . . . .
H10A H 0.3101 0.4177 0.0429 0.021 Uiso 1 1 calc R U . . .
H10B H 0.3851 0.4323 0.0011 0.021 Uiso 1 1 calc R U . . .
C11 C 0.43371(12) 0.5254(2) 0.12576(11) 0.0193(4) Uani 1 1 d . . . . .
H11A H 0.4090 0.6348 0.1068 0.023 Uiso 1 1 calc R U . . .
H11B H 0.4992 0.5236 0.1314 0.023 Uiso 1 1 calc R U . . .
C12 C 0.54139(12) 0.3741(2) 0.28690(11) 0.0188(4) Uani 1 1 d . . . . .
H12A H 0.5373 0.2704 0.2568 0.023 Uiso 1 1 calc R U . . .
H12B H 0.5946 0.4354 0.2847 0.023 Uiso 1 1 calc R U . . .
C13 C 0.55748(12) 0.3426(2) 0.38222(11) 0.0206(4) Uani 1 1 d . . . . .
H13A H 0.6226 0.3061 0.4137 0.025 Uiso 1 1 calc R U . . .
H13B H 0.5506 0.4458 0.4082 0.025 Uiso 1 1 calc R U . . .
C14 C 0.49217(12) 0.2182(2) 0.39651(11) 0.0188(4) Uani 1 1 d . . . . .
H14A H 0.5006 0.2218 0.4577 0.023 Uiso 1 1 calc R U . . .
H14B H 0.4268 0.2479 0.3607 0.023 Uiso 1 1 calc R U . . .
C15 C 0.44511(11) -0.0124(2) 0.29032(10) 0.0160(4) Uani 1 1 d . . . . .
H15A H 0.4771 -0.1003 0.2734 0.019 Uiso 1 1 calc R U . . .
H15B H 0.4311 0.0737 0.2465 0.019 Uiso 1 1 calc R U . . .
C16 C 0.35286(12) -0.0771(2) 0.28963(10) 0.0178(4) Uani 1 1 d . . . . .
H16A H 0.3184 0.0113 0.3031 0.021 Uiso 1 1 calc R U . . .
H16B H 0.3660 -0.1608 0.3346 0.021 Uiso 1 1 calc R U . . .
C17 C 0.21267(11) 0.0127(2) 0.12630(11) 0.0168(4) Uani 1 1 d . . . . .
H17A H 0.1694 -0.0227 0.0682 0.020 Uiso 1 1 calc R U . . .
H17B H 0.1742 0.0492 0.1572 0.020 Uiso 1 1 calc R U . . .
C18 C 0.26829(12) 0.1588(2) 0.11562(11) 0.0164(4) Uani 1 1 d . . . . .
H18A H 0.2242 0.2458 0.0852 0.020 Uiso 1 1 calc R U . . .
H18B H 0.3094 0.1994 0.1734 0.020 Uiso 1 1 calc R U . . .
C19 C 0.32821(11) 0.1170(2) 0.06483(11) 0.0169(4) Uani 1 1 d . . . . .
H19A H 0.3563 0.0095 0.0831 0.020 Uiso 1 1 calc R U . . .
H19B H 0.2871 0.1108 0.0027 0.020 Uiso 1 1 calc R U . . .
N1 N 0.40377(9) 0.23442(17) 0.07661(9) 0.0160(3) Uani 1 1 d . . . . .
N2 N 0.50923(9) 0.05225(17) 0.37478(8) 0.0154(3) Uani 1 1 d . . . . .
O1 O 0.54404(8) 0.28837(15) 0.07149(8) 0.0230(3) Uani 1 1 d . . . . .
O2 O 0.63214(8) 0.03277(15) 0.50452(7) 0.0218(3) Uani 1 1 d . . . . .
S1 S 0.43303(3) 0.48867(5) 0.23272(3) 0.01875(13) Uani 1 1 d . . . . .
S2 S 0.28093(3) -0.16275(5) 0.18382(3) 0.01774(13) 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 1.242(3) . ?
C1 N1 1.378(4) . ?
C1 C2 1.535(4) . ?
C2 C3 1.533(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.542(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.547(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.542(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.549(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.550(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.531(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 O2 1.245(3) . ?
C9 N2 1.371(3) . ?
C10 N1 1.484(4) . ?
C10 C11 1.542(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 S1 1.839(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.551(5) . ?
C12 S1 1.838(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.539(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 N2 1.480(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N2 1.480(3) . ?
C15 C16 1.536(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 S2 1.835(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.546(4) . ?
C17 S2 1.840(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.543(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 N1 1.484(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?

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 120.5(2) . . ?
O1 C1 C2 120.6(2) . . ?
N1 C1 C2 118.80(15) . . ?
C3 C2 C1 111.20(14) . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2B 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C2 C3 C4 113.60(15) . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C3 C4 C5 115.61(16) . . ?
C3 C4 H4A 108.4 . . ?
C5 C4 H4A 108.4 . . ?
C3 C4 H4B 108.4 . . ?
C5 C4 H4B 108.4 . . ?
H4A C4 H4B 107.4 . . ?
C6 C5 C4 115.2(2) . . ?
C6 C5 H5A 108.5 . . ?
C4 C5 H5A 108.5 . . ?
C6 C5 H5B 108.5 . . ?
C4 C5 H5B 108.5 . . ?
H5A C5 H5B 107.5 . . ?
C5 C6 C7 113.2(2) . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C6 C7 C8 114.83(14) . . ?
C6 C7 H7A 108.6 . . ?
C8 C7 H7A 108.6 . . ?
C6 C7 H7B 108.6 . . ?
C8 C7 H7B 108.6 . . ?
H7A C7 H7B 107.5 . . ?
C9 C8 C7 111.26(15) . . ?
C9 C8 H8A 109.4 . . ?
C7 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
O2 C9 N2 120.6(2) . . ?
O2 C9 C8 119.18(17) . . ?
N2 C9 C8 120.24(18) . . ?
N1 C10 C11 114.12(19) . . ?
N1 C10 H10A 108.7 . . ?
C11 C10 H10A 108.7 . . ?
N1 C10 H10B 108.7 . . ?
C11 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C10 C11 S1 115.55(18) . . ?
C10 C11 H11A 108.4 . . ?
S1 C11 H11A 108.4 . . ?
C10 C11 H11B 108.4 . . ?
S1 C11 H11B 108.4 . . ?
H11A C11 H11B 107.5 . . ?
C13 C12 S1 109.86(14) . . ?
C13 C12 H12A 109.7 . . ?
S1 C12 H12A 109.7 . . ?
C13 C12 H12B 109.7 . . ?
S1 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
C14 C13 C12 115.76(15) . . ?
C14 C13 H13A 108.3 . . ?
C12 C13 H13A 108.3 . . ?
C14 C13 H13B 108.3 . . ?
C12 C13 H13B 108.3 . . ?
H13A C13 H13B 107.4 . . ?
N2 C14 C13 113.0(2) . . ?
N2 C14 H14A 109.0 . . ?
C13 C14 H14A 109.0 . . ?
N2 C14 H14B 109.0 . . ?
C13 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
N2 C15 C16 114.01(18) . . ?
N2 C15 H15A 108.7 . . ?
C16 C15 H15A 108.7 . . ?
N2 C15 H15B 108.7 . . ?
C16 C15 H15B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
C15 C16 S2 110.58(16) . . ?
C15 C16 H16A 109.5 . . ?
S2 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
S2 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C18 C17 S2 116.7(2) . . ?
C18 C17 H17A 108.1 . . ?
S2 C17 H17A 108.1 . . ?
C18 C17 H17B 108.1 . . ?
S2 C17 H17B 108.1 . . ?
H17A C17 H17B 107.3 . . ?
C19 C18 C17 112.61(19) . . ?
C19 C18 H18A 109.1 . . ?
C17 C18 H18A 109.1 . . ?
C19 C18 H18B 109.1 . . ?
C17 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
N1 C19 C18 113.98(19) . . ?
N1 C19 H19A 108.8 . . ?
C18 C19 H19A 108.8 . . ?
N1 C19 H19B 108.8 . . ?
C18 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C1 N1 C10 117.01(14) . . ?
C1 N1 C19 122.8(2) . . ?
C10 N1 C19 117.7(2) . . ?
C9 N2 C14 117.76(18) . . ?
C9 N2 C15 124.92(19) . . ?
C14 N2 C15 117.29(15) . . ?
C12 S1 C11 102.09(13) . . ?
C16 S2 C17 102.01(16) . . ?

_refine_diff_density_max         0.239
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.044



