# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2093545'
loop_
_audit_author_name
_audit_author_address
'SUVENDU MAITY'
;Jadavpur University
India
;
_audit_update_record             
;
2021-07-01 deposited with the CCDC.	2022-03-09 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         'C16 H14 N4 O4 S2'
_chemical_formula_sum            'C16 H14 N4 O4 S2'
_chemical_formula_weight         390.43

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'
Cl Cl 0.1484 0.1585 '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                   17.7885(9)
_cell_length_b                   9.7086(4)
_cell_length_c                   9.5753(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.825(4)
_cell_angle_gamma                90
_cell_volume                     1624.24(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    3901
_cell_measurement_theta_min      3.08
_cell_measurement_theta_max      24.70

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_F_000             1760
_exptl_transmission_factor_min   0.763
_exptl_transmission_factor_max   0.813
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.361
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   Mo
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5708
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.083
_diffrn_reflns_theta_max         24.729
_diffrn_reflns_theta_full        24.729
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1375
_reflns_number_gt                1218
_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 2014/4 (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)+(0.0531P)²+3.6056P] 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         1375
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.1094
_refine_ls_wR_factor_gt          0.1056
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.40896(3) 0.36172(7) 0.45404(6) 0.0286(2) Uani 1 1 d . . . . .
O1 O 0.41184(11) 0.5064(2) 0.4259(2) 0.0395(5) Uani 1 1 d . . . . .
O2 O 0.44045(11) 0.3141(2) 0.5948(2) 0.0444(6) Uani 1 1 d . . . . .
N1 N 0.20240(12) 0.2827(2) 0.2942(2) 0.0289(5) Uani 1 1 d . . . . .
N2 N 0.32344(11) 0.3024(2) 0.4217(2) 0.0298(5) Uani 1 1 d . . . . .
H2 H 0.308010 0.251637 0.484269 0.036 Uiso 1 1 calc R U . . .
C7 C 0.500000 0.3488(4) 0.250000 0.0237(7) Uani 1 2 d S T P . .
H7 H 0.499999 0.444543 0.250000 0.028 Uiso 1 2 calc R U P . .
C6 C 0.46006(13) 0.2745(3) 0.3367(3) 0.0251(5) Uani 1 1 d . . . . .
C1 C 0.27520(14) 0.3300(2) 0.2993(3) 0.0257(6) Uani 1 1 d . . . . .
C5 C 0.14595(15) 0.2918(3) 0.1782(3) 0.0333(6) Uani 1 1 d . . . . .
H5 H 0.097739 0.255962 0.180617 0.040 Uiso 1 1 calc R U . . .
C8 C 0.45974(15) 0.1316(3) 0.3371(3) 0.0336(6) Uani 1 1 d . . . . .
H8 H 0.432524 0.083942 0.395679 0.040 Uiso 1 1 calc R U . . .
C2 C 0.28929(15) 0.3987(3) 0.1764(3) 0.0339(6) Uani 1 1 d . . . . .
H2A H 0.337101 0.436990 0.175348 0.041 Uiso 1 1 calc R U . . .
C9 C 0.500000 0.0601(4) 0.250000 0.0393(10) Uani 1 2 d S T P . .
H9 H 0.500001 -0.035739 0.250001 0.047 Uiso 1 2 calc R U P . .
C4 C 0.15975(17) 0.3533(3) 0.0583(3) 0.0382(7) Uani 1 1 d . . . . .
H4 H 0.121740 0.358677 -0.022782 0.046 Uiso 1 1 calc R U . . .
C3 C 0.23231(17) 0.4084(3) 0.0594(3) 0.0400(7) Uani 1 1 d . . . . .
H3 H 0.242096 0.452760 -0.021352 0.048 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 O1 1.433(2) . ?
S1 O2 1.436(2) . ?
S1 N2 1.601(2) . ?
S1 C6 1.785(2) . ?
N1 C5 1.354(3) . ?
N1 C1 1.366(3) . ?
N2 C1 1.343(3) . ?
N2 H2 0.8600 . ?
C7 C6 1.391(3) 2_655 ?
C7 C6 1.391(3) . ?
C7 H7 0.9300 . ?
C6 C8 1.388(4) . ?
C1 C2 1.415(4) . ?
C5 C4 1.357(4) . ?
C5 H5 0.9300 . ?
C8 C9 1.384(3) . ?
C8 H8 0.9300 . ?
C2 C3 1.366(4) . ?
C2 H2A 0.9300 . ?
C9 H9 0.9300 . ?
C4 C3 1.395(4) . ?
C4 H4 0.9300 . ?
C3 H3 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
O1 S1 O2 118.09(13) . . ?
O1 S1 N2 112.47(12) . . ?
O2 S1 N2 104.76(11) . . ?
O1 S1 C6 107.82(11) . . ?
O2 S1 C6 106.44(12) . . ?
N2 S1 C6 106.57(11) . . ?
C5 N1 C1 124.0(2) . . ?
C1 N2 S1 121.69(17) . . ?
C1 N2 H2 119.2 . . ?
S1 N2 H2 119.2 . . ?
C6 C7 C6 117.6(3) 2_655 . ?
C6 C7 H7 121.2 2_655 . ?
C6 C7 H7 121.2 . . ?
C8 C6 C7 121.5(2) . . ?
C8 C6 S1 118.03(19) . . ?
C7 C6 S1 120.5(2) . . ?
N2 C1 N1 114.2(2) . . ?
N2 C1 C2 129.5(2) . . ?
N1 C1 C2 116.3(2) . . ?
N1 C5 C4 120.0(3) . . ?
N1 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C9 C8 C6 119.8(3) . . ?
C9 C8 H8 120.1 . . ?
C6 C8 H8 120.1 . . ?
C3 C2 C1 119.6(2) . . ?
C3 C2 H2A 120.2 . . ?
C1 C2 H2A 120.2 . . ?
C8 C9 C8 119.8(4) 2_655 . ?
C8 C9 H9 120.1 2_655 . ?
C8 C9 H9 120.1 . . ?
C5 C4 C3 118.4(3) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C2 C3 C4 121.6(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?

_refine_diff_density_max         0.665
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.062

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2093546'
loop_
_audit_author_name
_audit_author_address
'SUVENDU MAITY'
;Jadavpur University
India
;
_audit_update_record             
;
2021-07-01 deposited with the CCDC.	2022-03-09 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         'C16 H14 N4 O4 S2'
_chemical_formula_sum            'C16 H14 N4 O4 S2'
_chemical_formula_weight         390.43

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'
Cl Cl 0.1484 0.1585 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   9.3978(5)
_cell_length_b                   9.6887(5)
_cell_length_c                   19.6049(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1785.07(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9779
_cell_measurement_theta_min      2.96
_cell_measurement_theta_max      28.22

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_F_000             2556
_exptl_transmission_factor_min   0.737
_exptl_transmission_factor_max   0.817
_exptl_crystal_size_max          0.76
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.328
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_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                   Mo
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28332
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.345
_diffrn_reflns_theta_max         28.250
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4409
_reflns_number_gt                4209
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.753
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    1.000

_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 2014/4 (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)+(0.0707P)²+0.5969P] 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 1747 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4409
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_ref         0.1146
_refine_ls_wR_factor_gt          0.1049
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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
S2 S 0.74860(7) 0.43223(8) 0.50572(4) 0.03541(17) Uani 1 1 d . . . . .
S1 S 0.70842(8) 0.43022(8) 0.78399(4) 0.03814(18) Uani 1 1 d . . . . .
O3 O 0.7278(3) 0.3266(3) 0.45578(13) 0.0504(6) Uani 1 1 d . . . . .
O4 O 0.8892(2) 0.4791(3) 0.52189(14) 0.0492(6) Uani 1 1 d . . . . .
O1 O 0.6024(3) 0.3941(3) 0.83336(13) 0.0535(6) Uani 1 1 d . . . . .
O2 O 0.7557(3) 0.5700(2) 0.77667(13) 0.0507(6) Uani 1 1 d . . . . .
N4 N 0.6619(3) 0.5701(3) 0.48291(13) 0.0355(5) Uani 1 1 d . . . . .
H4 H 0.705935 0.647784 0.484929 0.043 Uiso 1 1 calc R U . . .
N2 N 0.2995(3) 0.6967(4) 0.45704(18) 0.0517(7) Uani 1 1 d . . . . .
N3 N 0.8510(3) 0.3413(3) 0.80022(13) 0.0363(5) Uani 1 1 d . . . . .
H3 H 0.931782 0.382894 0.801160 0.044 Uiso 1 1 calc R U . . .
N1 N 0.9327(4) -0.0282(3) 0.78376(19) 0.0543(8) Uani 1 1 d . . . . .
C12 C 0.5191(3) 0.5712(3) 0.46000(13) 0.0324(5) Uani 1 1 d . . . . .
C8 C 0.7130(3) 0.4246(3) 0.64434(15) 0.0345(5) Uani 1 1 d . . . . .
H8 H 0.784378 0.490906 0.646812 0.041 Uiso 1 1 calc R U . . .
C9 C 0.6679(3) 0.3730(3) 0.58201(15) 0.0342(6) Uani 1 1 d . . . . .
C13 C 0.4340(3) 0.6836(4) 0.47730(18) 0.0420(7) Uani 1 1 d . . . . .
H13 H 0.473047 0.752823 0.504314 0.050 Uiso 1 1 calc R U . . .
C4 C 0.8464(3) 0.1963(3) 0.81296(14) 0.0347(6) Uani 1 1 d . . . . .
C7 C 0.6479(3) 0.3741(3) 0.70328(16) 0.0353(6) Uani 1 1 d . . . . .
C5 C 0.9274(4) 0.1091(3) 0.77395(17) 0.0430(7) Uani 1 1 d . . . . .
H5 H 0.981527 0.146760 0.738883 0.052 Uiso 1 1 calc R U . . .
C10 C 0.5605(4) 0.2757(4) 0.57761(18) 0.0467(8) Uani 1 1 d . . . . .
H10 H 0.531742 0.242437 0.535288 0.056 Uiso 1 1 calc R U . . .
C14 C 0.2433(4) 0.5977(4) 0.4185(2) 0.0538(8) Uani 1 1 d . . . . .
H14 H 0.148802 0.605162 0.404906 0.065 Uiso 1 1 calc R U . . .
C6 C 0.5392(4) 0.2770(4) 0.69987(18) 0.0480(8) Uani 1 1 d . . . . .
H6 H 0.495775 0.245020 0.739471 0.058 Uiso 1 1 calc R U . . .
C1 C 0.8535(5) -0.0799(4) 0.8336(2) 0.0592(10) Uani 1 1 d . . . . .
H1 H 0.852887 -0.175007 0.839871 0.071 Uiso 1 1 calc R U . . .
C16 C 0.4612(4) 0.4707(4) 0.4184(2) 0.0492(8) Uani 1 1 d . . . . .
H16 H 0.515254 0.395443 0.404305 0.059 Uiso 1 1 calc R U . . .
C2 C 0.7722(6) 0.0002(4) 0.8763(2) 0.0663(12) Uani 1 1 d . . . . .
H2 H 0.720062 -0.040321 0.911310 0.080 Uiso 1 1 calc R U . . .
C15 C 0.3207(4) 0.4848(4) 0.3981(2) 0.0556(9) Uani 1 1 d . . . . .
H15 H 0.278856 0.417746 0.370734 0.067 Uiso 1 1 calc R U . . .
C3 C 0.7687(5) 0.1418(4) 0.86693(19) 0.0552(10) Uani 1 1 d . . . . .
H3A H 0.716219 0.198549 0.895748 0.066 Uiso 1 1 calc R U . . .
C11 C 0.4964(4) 0.2283(5) 0.6364(2) 0.0588(11) Uani 1 1 d . . . . .
H11 H 0.423847 0.163224 0.633550 0.071 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
S2 O3 1.430(3) . ?
S2 O4 1.432(2) . ?
S2 N4 1.628(3) . ?
S2 C9 1.772(3) . ?
S1 O2 1.432(2) . ?
S1 O1 1.433(2) . ?
S1 N3 1.624(3) . ?
S1 C7 1.767(3) . ?
N4 C12 1.415(4) . ?
N4 H4 0.8600 . ?
N2 C14 1.331(5) . ?
N2 C13 1.331(4) . ?
N3 C4 1.427(4) . ?
N3 H3 0.8600 . ?
N1 C1 1.326(5) . ?
N1 C5 1.344(4) . ?
C12 C16 1.383(5) . ?
C12 C13 1.393(4) . ?
C8 C9 1.386(4) . ?
C8 C7 1.396(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.385(4) . ?
C13 H13 0.9300 . ?
C4 C5 1.371(4) . ?
C4 C3 1.389(4) . ?
C7 C6 1.390(4) . ?
C5 H5 0.9300 . ?
C10 C11 1.379(5) . ?
C10 H10 0.9300 . ?
C14 C15 1.373(6) . ?
C14 H14 0.9300 . ?
C6 C11 1.390(5) . ?
C6 H6 0.9300 . ?
C1 C2 1.374(6) . ?
C1 H1 0.9300 . ?
C16 C15 1.385(5) . ?
C16 H16 0.9300 . ?
C2 C3 1.385(5) . ?
C2 H2 0.9300 . ?
C15 H15 0.9300 . ?
C3 H3A 0.9300 . ?
C11 H11 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
O3 S2 O4 120.29(16) . . ?
O3 S2 N4 109.33(15) . . ?
O4 S2 N4 105.22(15) . . ?
O3 S2 C9 106.74(16) . . ?
O4 S2 C9 108.08(15) . . ?
N4 S2 C9 106.45(13) . . ?
O2 S1 O1 120.96(16) . . ?
O2 S1 N3 105.38(15) . . ?
O1 S1 N3 108.17(16) . . ?
O2 S1 C7 107.52(15) . . ?
O1 S1 C7 107.80(16) . . ?
N3 S1 C7 106.12(13) . . ?
C12 N4 S2 124.7(2) . . ?
C12 N4 H4 117.7 . . ?
S2 N4 H4 117.7 . . ?
C14 N2 C13 118.5(3) . . ?
C4 N3 S1 122.1(2) . . ?
C4 N3 H3 119.0 . . ?
S1 N3 H3 119.0 . . ?
C1 N1 C5 117.3(3) . . ?
C16 C12 C13 118.0(3) . . ?
C16 C12 N4 123.7(3) . . ?
C13 C12 N4 118.2(3) . . ?
C9 C8 C7 118.0(3) . . ?
C9 C8 H8 121.0 . . ?
C7 C8 H8 121.0 . . ?
C10 C9 C8 121.6(3) . . ?
C10 C9 S2 118.7(3) . . ?
C8 C9 S2 119.8(2) . . ?
N2 C13 C12 123.2(3) . . ?
N2 C13 H13 118.4 . . ?
C12 C13 H13 118.4 . . ?
C5 C4 C3 118.8(3) . . ?
C5 C4 N3 119.5(3) . . ?
C3 C4 N3 121.5(3) . . ?
C6 C7 C8 121.3(3) . . ?
C6 C7 S1 119.2(2) . . ?
C8 C7 S1 119.5(2) . . ?
N1 C5 C4 123.4(3) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
C11 C10 C9 119.6(3) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
N2 C14 C15 122.0(3) . . ?
N2 C14 H14 119.0 . . ?
C15 C14 H14 119.0 . . ?
C7 C6 C11 119.0(3) . . ?
C7 C6 H6 120.5 . . ?
C11 C6 H6 120.5 . . ?
N1 C1 C2 123.2(4) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C12 C16 C15 118.3(3) . . ?
C12 C16 H16 120.8 . . ?
C15 C16 H16 120.8 . . ?
C1 C2 C3 119.4(4) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C14 C15 C16 120.0(4) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C2 C3 C4 117.7(4) . . ?
C2 C3 H3A 121.1 . . ?
C4 C3 H3A 121.1 . . ?
C10 C11 C6 120.6(3) . . ?
C10 C11 H11 119.7 . . ?
C6 C11 H11 119.7 . . ?

_refine_diff_density_max         0.225
_refine_diff_density_min         -0.435
_refine_diff_density_rms         0.080

