# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_structure_I
_database_code_depnum_ccdc_archive 'CCDC 2011094'
loop_
_audit_author_name
_audit_author_address
'Kinga Wzgarda-Raj'
;University of Lodz
Poland
;
_audit_update_record             
;
2020-06-21 deposited with the CCDC.	2020-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 H3 N3 S3, C5 H5 N O'
_chemical_formula_sum            'C8 H8 N4 O S3'
_chemical_formula_weight         272.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   22.0734(4)
_cell_length_b                   4.45460(10)
_cell_length_c                   22.9310(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.154(2)
_cell_angle_gamma                90
_cell_volume                     2245.65(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    14615
_cell_measurement_theta_min      3.8430
_cell_measurement_theta_max      76.3670
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_F_000             1120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.173
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.106
_exptl_absorpt_coefficient_mu    5.925
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.67242
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       
;
CrysAlisPro 1.171.39.15e (Rigaku Oxford Diffraction, 2015)
;
_diffrn_detector_area_resol_mean 10.4052
_diffrn_reflns_number            20354
_diffrn_reflns_av_unetI/netI     0.0146
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.871
_diffrn_reflns_theta_max         68.497
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2079
_reflns_number_gt                2060
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0369P)²+2.4173P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00054(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2079
_refine_ls_number_parameters     170
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0234
_refine_ls_R_factor_gt           0.0233
_refine_ls_wR_factor_ref         0.0622
_refine_ls_wR_factor_gt          0.0621
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.002
_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
S6 S 0.58393(2) 1.13535(8) 0.46454(2) 0.01676(11) Uani 1 1 d . . . . .
S4 S 0.75226(2) 0.44067(8) 0.57287(2) 0.01914(12) Uani 1 1 d . . . . .
S2 S 0.52795(2) 0.43679(8) 0.63763(2) 0.02046(12) Uani 1 1 d . . . . .
O11 O 0.66406(5) 0.0188(2) 0.67293(4) 0.0214(2) Uani 1 1 d . . . . .
N3 N 0.63793(5) 0.4600(3) 0.59947(5) 0.0159(2) Uani 1 1 d . . . . .
N5 N 0.66282(5) 0.7855(3) 0.52669(5) 0.0161(2) Uani 1 1 d . . . . .
N1 N 0.56549(5) 0.7771(3) 0.55395(5) 0.0163(2) Uani 1 1 d . . . . .
N11 N 0.65161(5) 0.1083(3) 0.72600(5) 0.0175(2) Uani 1 1 d . . . . .
C2 C 0.57965(6) 0.5625(3) 0.59580(6) 0.0160(3) Uani 1 1 d . . . . .
C4 C 0.68139(6) 0.5674(3) 0.56640(6) 0.0159(3) Uani 1 1 d . . . . .
C6 C 0.60467(6) 0.8895(3) 0.51712(6) 0.0153(3) Uani 1 1 d . . . . .
C12 C 0.68797(6) 0.3139(3) 0.75482(6) 0.0215(3) Uani 1 1 d . . . . .
C16 C 0.60351(7) -0.0094(3) 0.75037(7) 0.0206(3) Uani 1 1 d . . . . .
C15 C 0.59172(7) 0.0759(3) 0.80615(7) 0.0232(3) Uani 1 1 d . . . . .
C14 C 0.62887(7) 0.2830(4) 0.83677(6) 0.0248(3) Uani 1 1 d . . . . .
C13 C 0.67764(7) 0.4019(4) 0.81057(7) 0.0249(3) Uani 1 1 d . . . . .
H3 H 0.6483(9) 0.316(5) 0.6266(9) 0.030 Uiso 1 1 d . U . . .
H5 H 0.6887(9) 0.851(5) 0.5031(9) 0.030 Uiso 1 1 d . U . . .
H1 H 0.5296(10) 0.835(5) 0.5491(8) 0.030 Uiso 1 1 d . U . . .
H12 H 0.7192(9) 0.388(4) 0.7346(9) 0.030 Uiso 1 1 d . U . . .
H16 H 0.5812(9) -0.150(5) 0.7269(8) 0.030 Uiso 1 1 d . U . . .
H15 H 0.5595(9) -0.015(5) 0.8234(9) 0.030 Uiso 1 1 d . U . . .
H14 H 0.6201(9) 0.340(4) 0.8748(9) 0.030 Uiso 1 1 d . U . . .
H13 H 0.7047(9) 0.540(5) 0.8296(9) 0.030 Uiso 1 1 d . 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
S6 C6 1.6624(14) . ?
S4 C4 1.6571(14) . ?
S2 C2 1.6530(14) . ?
O11 N11 1.3324(15) . ?
N3 C2 1.3608(18) . ?
N3 C4 1.3620(18) . ?
N3 H3 0.91(2) . ?
N5 C6 1.3637(18) . ?
N5 C4 1.3690(18) . ?
N5 H5 0.87(2) . ?
N1 C6 1.3575(18) . ?
N1 C2 1.3706(18) . ?
N1 H1 0.83(2) . ?
N11 C16 1.3494(19) . ?
N11 C12 1.3506(19) . ?
C12 C13 1.376(2) . ?
C12 H12 0.93(2) . ?
C16 C15 1.381(2) . ?
C16 H16 0.94(2) . ?
C15 C14 1.383(2) . ?
C15 H15 0.94(2) . ?
C14 C13 1.385(2) . ?
C14 H14 0.94(2) . ?
C13 H13 0.94(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 N3 C4 123.84(12) . . ?
C2 N3 H3 117.3(12) . . ?
C4 N3 H3 118.9(12) . . ?
C6 N5 C4 124.70(12) . . ?
C6 N5 H5 116.5(13) . . ?
C4 N5 H5 118.5(13) . . ?
C6 N1 C2 125.10(12) . . ?
C6 N1 H1 117.0(14) . . ?
C2 N1 H1 117.7(14) . . ?
O11 N11 C16 119.77(12) . . ?
O11 N11 C12 119.18(12) . . ?
C16 N11 C12 121.05(13) . . ?
N3 C2 N1 115.61(12) . . ?
N3 C2 S2 123.26(11) . . ?
N1 C2 S2 121.12(10) . . ?
N3 C4 N5 115.85(12) . . ?
N3 C4 S4 122.47(11) . . ?
N5 C4 S4 121.67(10) . . ?
N1 C6 N5 114.69(12) . . ?
N1 C6 S6 123.01(10) . . ?
N5 C6 S6 122.30(10) . . ?
N11 C12 C13 120.48(14) . . ?
N11 C12 H12 115.7(12) . . ?
C13 C12 H12 123.8(12) . . ?
N11 C16 C15 119.83(14) . . ?
N11 C16 H16 114.4(12) . . ?
C15 C16 H16 125.7(12) . . ?
C16 C15 C14 120.08(14) . . ?
C16 C15 H15 119.0(12) . . ?
C14 C15 H15 120.9(12) . . ?
C15 C14 C13 118.92(14) . . ?
C15 C14 H14 119.1(12) . . ?
C13 C14 H14 122.0(12) . . ?
C12 C13 C14 119.63(15) . . ?
C12 C13 H13 117.9(12) . . ?
C14 C13 H13 122.4(12) . . ?

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 N3 C2 N1 2.94(19) . . . . ?
C4 N3 C2 S2 -178.12(10) . . . . ?
C6 N1 C2 N3 0.1(2) . . . . ?
C6 N1 C2 S2 -178.87(10) . . . . ?
C2 N3 C4 N5 -1.79(19) . . . . ?
C2 N3 C4 S4 178.96(10) . . . . ?
C6 N5 C4 N3 -2.58(19) . . . . ?
C6 N5 C4 S4 176.68(10) . . . . ?
C2 N1 C6 N5 -3.89(19) . . . . ?
C2 N1 C6 S6 176.31(10) . . . . ?
C4 N5 C6 N1 5.20(19) . . . . ?
C4 N5 C6 S6 -175.00(10) . . . . ?
O11 N11 C12 C13 -177.48(13) . . . . ?
C16 N11 C12 C13 1.8(2) . . . . ?
O11 N11 C16 C15 177.89(13) . . . . ?
C12 N11 C16 C15 -1.4(2) . . . . ?
N11 C16 C15 C14 0.5(2) . . . . ?
C16 C15 C14 C13 0.0(2) . . . . ?
N11 C12 C13 C14 -1.3(2) . . . . ?
C15 C14 C13 C12 0.4(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N3 H3 O11 0.91(2) 1.71(2) 2.6188(16) 174.3(19) . yes

_refine_diff_density_max         0.287
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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_structure_III
_database_code_depnum_ccdc_archive 'CCDC 2011097'
loop_
_audit_author_name
_audit_author_address
'Kinga Wzgarda-Raj'
;University of Lodz
Poland
;
_audit_update_record             
;
2020-06-21 deposited with the CCDC.	2020-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C3 H3 N3 S3), C5 H4 Br N O, H2 O'
_chemical_formula_sum            'C22 H24 Br2 N14 O4 S12'
_chemical_formula_weight         1093.09

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   6.9760(2)
_cell_length_b                   11.2345(2)
_cell_length_c                   26.3305(5)
_cell_angle_alpha                80.082(2)
_cell_angle_beta                 85.993(2)
_cell_angle_gamma                80.258(2)
_cell_volume                     2001.65(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    20459
_cell_measurement_theta_min      3.3690
_cell_measurement_theta_max      76.3420
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_F_000             1096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.044
_exptl_absorpt_coefficient_mu    8.880
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       
;
CrysAlisPro 1.171.39.15e (Rigaku Oxford Diffraction, 2015)
;
_diffrn_detector_area_resol_mean 10.4052
_diffrn_reflns_number            38311
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.411
_diffrn_reflns_theta_max         68.499
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7385
_reflns_number_gt                6790
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0258P)²+1.1980P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00020(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7385
_refine_ls_number_parameters     560
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0236
_refine_ls_wR_factor_ref         0.0550
_refine_ls_wR_factor_gt          0.0533
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.002
_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
R13B Br 1.33865(3) 0.83770(2) 0.25181(2) 0.01911(6) Uani 1 1 d . . . . .
R13A Br -0.24859(3) 0.20496(2) 0.24127(2) 0.02035(6) Uani 1 1 d . . . . .
S4B S 0.74871(7) 0.90709(4) -0.01103(2) 0.01753(9) Uani 1 1 d . . . . .
S4C S 0.23706(7) 0.81674(4) -0.08357(2) 0.01787(9) Uani 1 1 d . . . . .
S6B S 0.73364(6) 0.92233(4) 0.18843(2) 0.01549(9) Uani 1 1 d . . . . .
S6C S 0.24659(7) 0.80359(4) 0.11865(2) 0.01731(9) Uani 1 1 d . . . . .
S2A S 0.21121(7) 0.16942(4) 0.50325(2) 0.01717(9) Uani 1 1 d . . . . .
S4A S 0.33461(7) 0.15671(4) 0.30386(2) 0.01965(10) Uani 1 1 d . . . . .
S2C S 0.23520(7) 0.39906(4) 0.04261(2) 0.01879(10) Uani 1 1 d . . . . .
S2B S 0.72728(7) 0.50204(4) 0.12255(2) 0.01704(9) Uani 1 1 d . . . . .
S6A S 0.31973(7) 0.57117(4) 0.37603(2) 0.02086(10) Uani 1 1 d . . . . .
S2D S 0.65900(7) 0.12172(4) 0.58871(2) 0.01880(9) Uani 1 1 d . . . . .
S6D S 0.77041(7) 0.52210(4) 0.45900(2) 0.02018(10) Uani 1 1 d . . . . .
S4D S 0.80494(7) 0.10377(4) 0.39012(2) 0.02062(10) Uani 1 1 d . . . . .
O11B O 0.78998(19) 0.58771(12) 0.25269(5) 0.0188(3) Uani 1 1 d . . . . .
O111 O 0.8719(2) 0.38290(14) 0.33052(5) 0.0240(3) Uani 1 1 d . . . . .
O222 O 0.4288(2) 0.49271(14) 0.25661(5) 0.0239(3) Uani 1 1 d . . . . .
O11A O 0.2509(2) 0.48205(13) 0.16990(5) 0.0225(3) Uani 1 1 d . . . . .
N5C N 0.2505(2) 0.79289(14) 0.01875(6) 0.0151(3) Uani 1 1 d . . . . .
N3B N 0.7414(2) 0.71428(14) 0.06225(6) 0.0153(3) Uani 1 1 d . . . . .
N1B N 0.7421(2) 0.71678(14) 0.14980(6) 0.0141(3) Uani 1 1 d . . . . .
N1D N 0.7099(2) 0.31313(15) 0.51799(6) 0.0173(3) Uani 1 1 d . . . . .
N1C N 0.2411(2) 0.60952(14) 0.07429(6) 0.0147(3) Uani 1 1 d . . . . .
N5B N 0.7383(2) 0.89605(14) 0.09092(6) 0.0148(3) Uani 1 1 d . . . . .
N5A N 0.3370(2) 0.35570(15) 0.34618(6) 0.0163(3) Uani 1 1 d . . . . .
N3C N 0.2402(2) 0.61766(14) -0.01415(6) 0.0154(3) Uani 1 1 d . . . . .
N1A N 0.2647(2) 0.36086(15) 0.43304(6) 0.0170(3) Uani 1 1 d . . . . .
N3D N 0.7307(2) 0.13057(15) 0.48800(6) 0.0169(3) Uani 1 1 d . . . . .
N11A N 0.2104(2) 0.36788(15) 0.17697(6) 0.0177(3) Uani 1 1 d . . . . .
N3A N 0.2779(2) 0.18118(15) 0.40182(6) 0.0168(3) Uani 1 1 d . . . . .
N11B N 0.8629(2) 0.66636(14) 0.27631(6) 0.0156(3) Uani 1 1 d . . . . .
N5D N 0.7730(2) 0.30662(15) 0.43105(6) 0.0172(3) Uani 1 1 d . . . . .
C13A C -0.0094(3) 0.23076(18) 0.20676(7) 0.0178(4) Uani 1 1 d . . . . .
C4C C 0.2436(3) 0.74071(16) -0.02405(7) 0.0141(3) Uani 1 1 d . . . . .
C6A C 0.3066(3) 0.42341(17) 0.38502(7) 0.0161(3) Uani 1 1 d . . . . .
C14A C 0.1116(3) 0.13699(18) 0.18659(7) 0.0208(4) Uani 1 1 d . . . . .
C12A C 0.0411(3) 0.34571(17) 0.20188(7) 0.0172(4) Uani 1 1 d . . . . .
C6B C 0.7384(2) 0.84135(16) 0.14172(7) 0.0139(3) Uani 1 1 d . . . . .
C4A C 0.3166(3) 0.23504(17) 0.35182(7) 0.0162(3) Uani 1 1 d . . . . .
C2C C 0.2397(2) 0.54831(16) 0.03394(7) 0.0140(3) Uani 1 1 d . . . . .
C12B C 1.0324(3) 0.70231(17) 0.25749(7) 0.0166(3) Uani 1 1 d . . . . .
C2D C 0.7020(3) 0.19049(17) 0.52926(7) 0.0165(3) Uani 1 1 d . . . . .
C13B C 1.1017(3) 0.78906(17) 0.27940(7) 0.0176(4) Uani 1 1 d . . . . .
C2B C 0.7373(2) 0.64975(16) 0.11138(7) 0.0141(3) Uani 1 1 d . . . . .
C6D C 0.7498(3) 0.37493(17) 0.46986(7) 0.0165(3) Uani 1 1 d . . . . .
C4D C 0.7687(3) 0.18300(17) 0.43801(7) 0.0159(3) Uani 1 1 d . . . . .
C14B C 1.0008(3) 0.83945(19) 0.31958(8) 0.0233(4) Uani 1 1 d . . . . .
C6C C 0.2460(2) 0.73249(16) 0.06890(7) 0.0137(3) Uani 1 1 d . . . . .
C4B C 0.7422(2) 0.83773(16) 0.04976(7) 0.0138(3) Uani 1 1 d . . . . .
C2A C 0.2533(3) 0.23910(17) 0.44358(7) 0.0151(3) Uani 1 1 d . . . . .
C16A C 0.3357(3) 0.27796(19) 0.15909(7) 0.0215(4) Uani 1 1 d . . . . .
C15A C 0.2870(3) 0.16228(19) 0.16339(8) 0.0231(4) Uani 1 1 d . . . . .
C16B C 0.7630(3) 0.70939(19) 0.31693(7) 0.0210(4) Uani 1 1 d . . . . .
C15B C 0.8297(3) 0.7969(2) 0.33884(8) 0.0250(4) Uani 1 1 d . . . . .
H11A H 0.836(4) 0.443(3) 0.3059(12) 0.037 Uiso 1 1 d . U . . .
H11B H 0.860(4) 0.325(3) 0.3210(12) 0.037 Uiso 1 1 d . U . . .
H22A H 0.389(4) 0.494(3) 0.2285(13) 0.037 Uiso 1 1 d . U . . .
H22B H 0.522(5) 0.530(3) 0.2551(12) 0.037 Uiso 1 1 d . U . . .
H5C H 0.249(4) 0.866(3) 0.0146(11) 0.030 Uiso 1 1 d . U . . .
H3B H 0.747(4) 0.677(3) 0.0380(12) 0.030 Uiso 1 1 d . U . . .
H1B H 0.743(4) 0.680(3) 0.1820(12) 0.030 Uiso 1 1 d . U . . .
H1D H 0.698(4) 0.354(3) 0.5434(11) 0.030 Uiso 1 1 d . U . . .
H1C H 0.241(4) 0.561(3) 0.1066(11) 0.030 Uiso 1 1 d . U . . .
H5B H 0.740(4) 0.968(3) 0.0860(11) 0.030 Uiso 1 1 d . U . . .
H5A H 0.360(4) 0.393(3) 0.3162(12) 0.030 Uiso 1 1 d . U . . .
H3C H 0.238(4) 0.582(3) -0.0398(11) 0.030 Uiso 1 1 d . U . . .
H1A H 0.245(4) 0.401(3) 0.4600(11) 0.030 Uiso 1 1 d . U . . .
H3D H 0.734(4) 0.053(3) 0.4928(11) 0.030 Uiso 1 1 d . U . . .
H3A H 0.276(4) 0.106(3) 0.4059(11) 0.030 Uiso 1 1 d . U . . .
H5D H 0.795(4) 0.341(3) 0.3988(12) 0.030 Uiso 1 1 d . U . . .
H14A H 0.075(4) 0.058(3) 0.1901(10) 0.030 Uiso 1 1 d . U . . .
H12A H -0.035(4) 0.410(3) 0.2152(11) 0.030 Uiso 1 1 d . U . . .
H12B H 1.095(4) 0.669(3) 0.2293(11) 0.030 Uiso 1 1 d . U . . .
H14B H 1.046(4) 0.895(3) 0.3359(11) 0.030 Uiso 1 1 d . U . . .
H16A H 0.453(4) 0.302(3) 0.1424(11) 0.030 Uiso 1 1 d . U . . .
H15A H 0.374(4) 0.102(3) 0.1503(11) 0.030 Uiso 1 1 d . U . . .
H16B H 0.657(4) 0.675(3) 0.3269(11) 0.030 Uiso 1 1 d . U . . .
H15B H 0.760(4) 0.822(3) 0.3667(11) 0.030 Uiso 1 1 d . 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
R13B C13B 1.887(2) . ?
R13A C13A 1.8855(19) . ?
S4B C4B 1.6564(17) . ?
S4C C4C 1.6504(18) . ?
S6B C6B 1.6465(17) . ?
S6C C6C 1.6482(17) . ?
S2A C2A 1.6603(18) . ?
S4A C4A 1.6457(18) . ?
S2C C2C 1.6582(18) . ?
S2B C2B 1.6472(18) . ?
S6A C6A 1.6532(19) . ?
S2D C2D 1.6535(19) . ?
S6D C6D 1.6577(19) . ?
S4D C4D 1.6467(18) . ?
O11B N11B 1.346(2) . ?
O11A N11A 1.339(2) . ?
N5C C4C 1.364(2) . ?
N5C C6C 1.378(2) . ?
N3B C4B 1.370(2) . ?
N3B C2B 1.371(2) . ?
N1B C2B 1.367(2) . ?
N1B C6B 1.375(2) . ?
N1D C2D 1.368(3) . ?
N1D C6D 1.370(2) . ?
N1C C2C 1.363(2) . ?
N1C C6C 1.370(2) . ?
N5B C4B 1.356(2) . ?
N5B C6B 1.373(2) . ?
N5A C6A 1.361(2) . ?
N5A C4A 1.368(3) . ?
N3C C4C 1.366(2) . ?
N3C C2C 1.368(2) . ?
N1A C2A 1.363(3) . ?
N1A C6A 1.375(2) . ?
N3D C2D 1.360(2) . ?
N3D C4D 1.374(2) . ?
N11A C16A 1.347(3) . ?
N11A C12A 1.350(3) . ?
N3A C2A 1.358(2) . ?
N3A C4A 1.380(2) . ?
N11B C12B 1.348(3) . ?
N11B C16B 1.350(3) . ?
N5D C6D 1.365(2) . ?
N5D C4D 1.374(3) . ?
C13A C12A 1.378(3) . ?
C13A C14A 1.391(3) . ?
C14A C15A 1.380(3) . ?
C12B C13B 1.381(3) . ?
C13B C14B 1.379(3) . ?
C14B C15B 1.391(3) . ?
C16A C15A 1.382(3) . ?
C16B C15B 1.379(3) . ?

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
C4C N5C C6C 125.22(16) . . ?
C4B N3B C2B 125.38(15) . . ?
C2B N1B C6B 124.21(15) . . ?
C2D N1D C6D 124.88(16) . . ?
C2C N1C C6C 124.00(15) . . ?
C4B N5B C6B 125.61(16) . . ?
C6A N5A C4A 124.33(16) . . ?
C4C N3C C2C 125.03(15) . . ?
C2A N1A C6A 124.77(16) . . ?
C2D N3D C4D 125.32(16) . . ?
O11A N11A C16A 120.37(17) . . ?
O11A N11A C12A 118.50(16) . . ?
C16A N11A C12A 121.13(17) . . ?
C2A N3A C4A 125.36(16) . . ?
O11B N11B C12B 118.42(15) . . ?
O11B N11B C16B 119.57(16) . . ?
C12B N11B C16B 121.98(17) . . ?
C6D N5D C4D 124.54(16) . . ?
C12A C13A C14A 121.07(18) . . ?
C12A C13A R13A 117.87(14) . . ?
C14A C13A R13A 121.05(15) . . ?
N5C C4C N3C 114.56(16) . . ?
N5C C4C S4C 124.24(14) . . ?
N3C C4C S4C 121.20(13) . . ?
N5A C6A N1A 115.66(16) . . ?
N5A C6A S6A 122.98(14) . . ?
N1A C6A S6A 121.35(14) . . ?
C15A C14A C13A 117.42(19) . . ?
N11A C12A C13A 119.52(17) . . ?
N5B C6B N1B 115.05(15) . . ?
N5B C6B S6B 121.07(14) . . ?
N1B C6B S6B 123.88(13) . . ?
N5A C4A N3A 114.80(16) . . ?
N5A C4A S4A 124.20(14) . . ?
N3A C4A S4A 120.99(14) . . ?
N1C C2C N3C 115.96(16) . . ?
N1C C2C S2C 122.06(13) . . ?
N3C C2C S2C 121.98(13) . . ?
N11B C12B C13B 118.73(17) . . ?
N3D C2D N1D 114.97(16) . . ?
N3D C2D S2D 123.00(15) . . ?
N1D C2D S2D 122.02(14) . . ?
C14B C13B C12B 121.42(19) . . ?
C14B C13B R13B 121.07(15) . . ?
C12B C13B R13B 117.51(14) . . ?
N1B C2B N3B 115.17(16) . . ?
N1B C2B S2B 123.06(14) . . ?
N3B C2B S2B 121.77(13) . . ?
N5D C6D N1D 115.35(17) . . ?
N5D C6D S6D 121.82(14) . . ?
N1D C6D S6D 122.82(14) . . ?
N3D C4D N5D 114.83(16) . . ?
N3D C4D S4D 122.48(14) . . ?
N5D C4D S4D 122.68(14) . . ?
C13B C14B C15B 117.88(19) . . ?
N1C C6C N5C 115.17(15) . . ?
N1C C6C S6C 122.66(13) . . ?
N5C C6C S6C 122.17(14) . . ?
N5B C4B N3B 114.46(15) . . ?
N5B C4B S4B 123.89(14) . . ?
N3B C4B S4B 121.65(13) . . ?
N3A C2A N1A 114.84(16) . . ?
N3A C2A S2A 123.53(14) . . ?
N1A C2A S2A 121.63(14) . . ?
N11A C16A C15A 120.05(18) . . ?
C14A C15A C16A 120.67(18) . . ?
N11B C16B C15B 119.80(19) . . ?
C16B C15B C14B 120.11(18) . . ?

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
C6C N5C C4C N3C -2.8(3) . . . . ?
C6C N5C C4C S4C 176.45(14) . . . . ?
C2C N3C C4C N5C 1.2(3) . . . . ?
C2C N3C C4C S4C -178.08(14) . . . . ?
C4A N5A C6A N1A 4.2(3) . . . . ?
C4A N5A C6A S6A -176.20(14) . . . . ?
C2A N1A C6A N5A 0.3(3) . . . . ?
C2A N1A C6A S6A -179.33(14) . . . . ?
C12A C13A C14A C15A 2.5(3) . . . . ?
R13A C13A C14A C15A -177.94(14) . . . . ?
O11A N11A C12A C13A 175.96(15) . . . . ?
C16A N11A C12A C13A -3.4(3) . . . . ?
C14A C13A C12A N11A 0.2(3) . . . . ?
R13A C13A C12A N11A -179.36(12) . . . . ?
C4B N5B C6B N1B -0.2(3) . . . . ?
C4B N5B C6B S6B 179.93(14) . . . . ?
C2B N1B C6B N5B -2.9(3) . . . . ?
C2B N1B C6B S6B 176.97(14) . . . . ?
C6A N5A C4A N3A -5.3(3) . . . . ?
C6A N5A C4A S4A 174.40(14) . . . . ?
C2A N3A C4A N5A 2.3(3) . . . . ?
C2A N3A C4A S4A -177.45(14) . . . . ?
C6C N1C C2C N3C -1.1(3) . . . . ?
C6C N1C C2C S2C 179.60(13) . . . . ?
C4C N3C C2C N1C 0.6(3) . . . . ?
C4C N3C C2C S2C 179.92(14) . . . . ?
O11B N11B C12B C13B 175.82(15) . . . . ?
C16B N11B C12B C13B -2.4(3) . . . . ?
C4D N3D C2D N1D 1.1(3) . . . . ?
C4D N3D C2D S2D -179.33(14) . . . . ?
C6D N1D C2D N3D -2.2(3) . . . . ?
C6D N1D C2D S2D 178.25(14) . . . . ?
N11B C12B C13B C14B -0.4(3) . . . . ?
N11B C12B C13B R13B -179.69(12) . . . . ?
C6B N1B C2B N3B 4.2(3) . . . . ?
C6B N1B C2B S2B -175.79(14) . . . . ?
C4B N3B C2B N1B -2.6(3) . . . . ?
C4B N3B C2B S2B 177.32(14) . . . . ?
C4D N5D C6D N1D -3.4(3) . . . . ?
C4D N5D C6D S6D 176.12(14) . . . . ?
C2D N1D C6D N5D 3.3(3) . . . . ?
C2D N1D C6D S6D -176.25(14) . . . . ?
C2D N3D C4D N5D -1.3(3) . . . . ?
C2D N3D C4D S4D 179.11(14) . . . . ?
C6D N5D C4D N3D 2.5(3) . . . . ?
C6D N5D C4D S4D -177.89(14) . . . . ?
C12B C13B C14B C15B 2.4(3) . . . . ?
R13B C13B C14B C15B -178.35(15) . . . . ?
C2C N1C C6C N5C -0.3(3) . . . . ?
C2C N1C C6C S6C 179.74(14) . . . . ?
C4C N5C C6C N1C 2.4(3) . . . . ?
C4C N5C C6C S6C -177.64(14) . . . . ?
C6B N5B C4B N3B 1.6(3) . . . . ?
C6B N5B C4B S4B -178.04(14) . . . . ?
C2B N3B C4B N5B 0.0(3) . . . . ?
C2B N3B C4B S4B 179.58(14) . . . . ?
C4A N3A C2A N1A 1.6(3) . . . . ?
C4A N3A C2A S2A -178.73(14) . . . . ?
C6A N1A C2A N3A -3.0(3) . . . . ?
C6A N1A C2A S2A 177.31(14) . . . . ?
O11A N11A C16A C15A -175.57(16) . . . . ?
C12A N11A C16A C15A 3.8(3) . . . . ?
C13A C14A C15A C16A -2.1(3) . . . . ?
N11A C16A C15A C14A -0.9(3) . . . . ?
O11B N11B C16B C15B -175.19(17) . . . . ?
C12B N11B C16B C15B 3.0(3) . . . . ?
N11B C16B C15B C14B -0.8(3) . . . . ?
C13B C14B C15B C16B -1.7(3) . . . . ?

_refine_diff_density_max         0.326
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.069

####################################################################### 
# 
# 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_structure_IV
_database_code_depnum_ccdc_archive 'CCDC 2011095'
loop_
_audit_author_name
_audit_author_address
'Kinga Wzgarda-Raj'
;University of Lodz
Poland
;
_audit_update_record             
;
2020-06-21 deposited with the CCDC.	2020-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H8 N2 O2 S2, C3 H3 N3 S3'
_chemical_formula_sum            'C13 H11 N5 O2 S5'
_chemical_formula_weight         429.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   9.3250(3)
_cell_length_b                   9.4506(4)
_cell_length_c                   11.0920(4)
_cell_angle_alpha                108.119(3)
_cell_angle_beta                 91.734(3)
_cell_angle_gamma                112.132(4)
_cell_volume                     848.43(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9526
_cell_measurement_theta_min      4.2330
_cell_measurement_theta_max      76.2880

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_mean      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.681
_exptl_crystal_F_000             440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.152
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.074

_exptl_absorpt_coefficient_mu    6.482
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.77185
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       
;
CrysAlisPro 1.171.39.15e (Rigaku Oxford Diffraction, 2015)
;
_diffrn_detector_area_resol_mean 10.4052
_diffrn_reflns_number            16367
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.254
_diffrn_reflns_theta_max         68.497
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3132
_reflns_number_gt                2946
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0270P)²+0.5294P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00112(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3132
_refine_ls_number_parameters     260
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0236
_refine_ls_R_factor_gt           0.0218
_refine_ls_wR_factor_ref         0.0553
_refine_ls_wR_factor_gt          0.0542
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
S17 S 0.17342(4) 0.46629(4) 0.45666(3) 0.01332(9) Uani 1 1 d . . . . .
S16 S 0.25204(4) 0.44310(4) 0.62140(3) 0.01312(9) Uani 1 1 d . . . . .
S2 S 0.77430(4) 0.82893(4) 0.88286(3) 0.01647(10) Uani 1 1 d . . . . .
S4 S 1.13077(4) 0.82245(5) 1.25470(4) 0.01789(10) Uani 1 1 d . . . . .
S6 S 0.62790(5) 0.28983(5) 0.99473(4) 0.01905(10) Uani 1 1 d . . . . .
O11 O 0.43589(12) 0.40350(13) 0.78275(10) 0.0172(2) Uani 1 1 d . . . . .
O18 O -0.00682(13) 0.41251(13) 0.24768(11) 0.0197(2) Uani 1 1 d . . . . .
N11 N 0.45961(14) 0.33710(15) 0.66559(12) 0.0127(2) Uani 1 1 d . . . . .
N5 N 0.88292(15) 0.56061(16) 1.10615(12) 0.0136(3) Uani 1 1 d . . . . .
N1 N 0.71522(15) 0.56970(15) 0.95276(12) 0.0138(3) Uani 1 1 d . . . . .
N18 N -0.06319(15) 0.27771(15) 0.27513(12) 0.0139(3) Uani 1 1 d . . . . .
N3 N 0.94267(15) 0.79422(16) 1.05860(12) 0.0147(3) Uani 1 1 d . . . . .
C17 C 0.01311(17) 0.27756(18) 0.38140(14) 0.0129(3) Uani 1 1 d . . . . .
C16 C 0.37723(17) 0.34387(17) 0.56583(14) 0.0123(3) Uani 1 1 d . . . . .
C15 C 0.39216(18) 0.27111(18) 0.44082(15) 0.0154(3) Uani 1 1 d . . . . .
C12 C 0.55939(17) 0.26175(18) 0.64482(15) 0.0155(3) Uani 1 1 d . . . . .
C22 C -0.03588(18) 0.13965(19) 0.41450(15) 0.0158(3) Uani 1 1 d . . . . .
C19 C -0.18980(18) 0.14381(19) 0.20072(15) 0.0172(3) Uani 1 1 d . . . . .
C2 C 0.81167(17) 0.72517(18) 0.96680(14) 0.0137(3) Uani 1 1 d . . . . .
C4 C 0.98027(17) 0.72110(18) 1.13592(14) 0.0140(3) Uani 1 1 d . . . . .
C6 C 0.74608(18) 0.47993(18) 1.01830(14) 0.0138(3) Uani 1 1 d . . . . .
C13 C 0.57761(18) 0.18961(18) 0.52121(16) 0.0167(3) Uani 1 1 d . . . . .
C14 C 0.49310(18) 0.19264(18) 0.41772(15) 0.0168(3) Uani 1 1 d . . . . .
C21 C -0.16371(18) 0.00158(19) 0.33826(16) 0.0176(3) Uani 1 1 d . . . . .
C20 C -0.24143(18) 0.00417(19) 0.23114(15) 0.0176(3) Uani 1 1 d . . . . .
H5 H 0.903(2) 0.510(2) 1.1467(19) 0.021 Uiso 1 1 d . U . . .
H1 H 0.629(2) 0.524(2) 0.900(2) 0.021 Uiso 1 1 d . U . . .
H3 H 0.999(2) 0.884(3) 1.0689(19) 0.021 Uiso 1 1 d . U . . .
H15 H 0.334(2) 0.277(2) 0.3726(19) 0.021 Uiso 1 1 d . U . . .
H12 H 0.612(2) 0.265(2) 0.7200(19) 0.021 Uiso 1 1 d . U . . .
H22 H 0.019(2) 0.143(2) 0.4887(19) 0.021 Uiso 1 1 d . U . . .
H19 H -0.235(2) 0.154(2) 0.1298(19) 0.021 Uiso 1 1 d . U . . .
H13 H 0.652(2) 0.142(2) 0.5078(18) 0.021 Uiso 1 1 d . U . . .
H14 H 0.504(2) 0.143(2) 0.3318(19) 0.021 Uiso 1 1 d . U . . .
H21 H -0.196(2) -0.095(2) 0.3591(18) 0.021 Uiso 1 1 d . U . . .
H20 H -0.327(2) -0.087(2) 0.1774(19) 0.021 Uiso 1 1 d . 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
S17 C17 1.7614(15) . ?
S17 S16 2.0527(5) . ?
S16 C16 1.7695(15) . ?
S2 C2 1.6600(15) . ?
S4 C4 1.6472(15) . ?
S6 C6 1.6460(16) . ?
O11 N11 1.3215(16) . ?
O18 N18 1.3184(16) . ?
N11 C12 1.355(2) . ?
N11 C16 1.3595(19) . ?
N5 C4 1.366(2) . ?
N5 C6 1.374(2) . ?
N5 H5 0.81(2) . ?
N1 C2 1.358(2) . ?
N1 C6 1.373(2) . ?
N1 H1 0.85(2) . ?
N18 C19 1.357(2) . ?
N18 C17 1.3589(19) . ?
N3 C2 1.366(2) . ?
N3 C4 1.367(2) . ?
N3 H3 0.78(2) . ?
C17 C22 1.379(2) . ?
C16 C15 1.381(2) . ?
C15 C14 1.387(2) . ?
C15 H15 0.94(2) . ?
C12 C13 1.376(2) . ?
C12 H12 0.94(2) . ?
C22 C21 1.385(2) . ?
C22 H22 0.94(2) . ?
C19 C20 1.377(2) . ?
C19 H19 0.93(2) . ?
C13 C14 1.386(2) . ?
C13 H13 0.95(2) . ?
C14 H14 0.95(2) . ?
C21 C20 1.384(2) . ?
C21 H21 0.95(2) . ?
C20 H20 0.93(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
C17 S17 S16 102.84(5) . . ?
C16 S16 S17 101.60(5) . . ?
O11 N11 C12 121.55(12) . . ?
O11 N11 C16 117.44(12) . . ?
C12 N11 C16 121.00(13) . . ?
C4 N5 C6 124.71(13) . . ?
C4 N5 H5 118.2(14) . . ?
C6 N5 H5 116.9(14) . . ?
C2 N1 C6 124.57(13) . . ?
C2 N1 H1 118.5(13) . . ?
C6 N1 H1 116.9(13) . . ?
O18 N18 C19 122.24(13) . . ?
O18 N18 C17 116.78(12) . . ?
C19 N18 C17 120.97(13) . . ?
C2 N3 C4 125.51(14) . . ?
C2 N3 H3 116.7(15) . . ?
C4 N3 H3 117.8(15) . . ?
N18 C17 C22 120.29(14) . . ?
N18 C17 S17 110.62(11) . . ?
C22 C17 S17 129.06(12) . . ?
N11 C16 C15 120.21(13) . . ?
N11 C16 S16 110.95(11) . . ?
C15 C16 S16 128.75(12) . . ?
C16 C15 C14 119.57(14) . . ?
C16 C15 H15 119.2(11) . . ?
C14 C15 H15 121.2(11) . . ?
N11 C12 C13 119.97(14) . . ?
N11 C12 H12 114.3(12) . . ?
C13 C12 H12 125.7(12) . . ?
C17 C22 C21 119.22(15) . . ?
C17 C22 H22 118.6(12) . . ?
C21 C22 H22 122.2(12) . . ?
N18 C19 C20 120.11(14) . . ?
N18 C19 H19 115.4(12) . . ?
C20 C19 H19 124.5(12) . . ?
N1 C2 N3 115.15(13) . . ?
N1 C2 S2 123.60(12) . . ?
N3 C2 S2 121.24(12) . . ?
N5 C4 N3 114.39(13) . . ?
N5 C4 S4 124.12(12) . . ?
N3 C4 S4 121.49(12) . . ?
N1 C6 N5 115.15(13) . . ?
N1 C6 S6 122.76(12) . . ?
N5 C6 S6 122.09(12) . . ?
C12 C13 C14 120.15(14) . . ?
C12 C13 H13 119.3(12) . . ?
C14 C13 H13 120.5(12) . . ?
C13 C14 C15 119.10(14) . . ?
C13 C14 H14 121.2(12) . . ?
C15 C14 H14 119.7(12) . . ?
C20 C21 C22 119.84(15) . . ?
C20 C21 H21 120.6(12) . . ?
C22 C21 H21 119.6(12) . . ?
C19 C20 C21 119.56(15) . . ?
C19 C20 H20 118.2(12) . . ?
C21 C20 H20 122.2(12) . . ?

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
O18 N18 C17 C22 -178.15(13) . . . . ?
C19 N18 C17 C22 0.9(2) . . . . ?
O18 N18 C17 S17 0.09(16) . . . . ?
C19 N18 C17 S17 179.16(11) . . . . ?
S16 S17 C17 N18 174.17(9) . . . . ?
S16 S17 C17 C22 -7.79(15) . . . . ?
O11 N11 C16 C15 -177.45(13) . . . . ?
C12 N11 C16 C15 1.1(2) . . . . ?
O11 N11 C16 S16 -0.57(16) . . . . ?
C12 N11 C16 S16 177.98(11) . . . . ?
S17 S16 C16 N11 171.41(9) . . . . ?
S17 S16 C16 C15 -12.05(15) . . . . ?
N11 C16 C15 C14 -0.7(2) . . . . ?
S16 C16 C15 C14 -176.98(12) . . . . ?
O11 N11 C12 C13 178.02(13) . . . . ?
C16 N11 C12 C13 -0.5(2) . . . . ?
N18 C17 C22 C21 -0.1(2) . . . . ?
S17 C17 C22 C21 -177.93(12) . . . . ?
O18 N18 C19 C20 178.01(14) . . . . ?
C17 N18 C19 C20 -1.0(2) . . . . ?
C6 N1 C2 N3 -3.6(2) . . . . ?
C6 N1 C2 S2 177.93(11) . . . . ?
C4 N3 C2 N1 -1.2(2) . . . . ?
C4 N3 C2 S2 177.26(12) . . . . ?
C6 N5 C4 N3 -8.2(2) . . . . ?
C6 N5 C4 S4 171.44(11) . . . . ?
C2 N3 C4 N5 6.7(2) . . . . ?
C2 N3 C4 S4 -172.95(12) . . . . ?
C2 N1 C6 N5 2.3(2) . . . . ?
C2 N1 C6 S6 -178.09(11) . . . . ?
C4 N5 C6 N1 4.1(2) . . . . ?
C4 N5 C6 S6 -175.51(11) . . . . ?
N11 C12 C13 C14 -0.5(2) . . . . ?
C12 C13 C14 C15 0.9(2) . . . . ?
C16 C15 C14 C13 -0.3(2) . . . . ?
C17 C22 C21 C20 -0.7(2) . . . . ?
N18 C19 C20 C21 0.2(2) . . . . ?
C22 C21 C20 C19 0.6(2) . . . . ?

_refine_diff_density_max         0.294
_refine_diff_density_min         -0.271
_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_structure_II
_database_code_depnum_ccdc_archive 'CCDC 2011096'
loop_
_audit_author_name
_audit_author_address
'Kinga Wzgarda-Raj'
;University of Lodz
Poland
;
_audit_update_record             
;
2020-06-21 deposited with the CCDC.	2020-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C5 H4 N2 O3), C3 H3 N3 S3'
_chemical_formula_sum            'C13 H11 N7 O6 S3'
_chemical_formula_weight         457.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   17.0067(3)
_cell_length_b                   4.55910(10)
_cell_length_c                   24.5193(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.580(2)
_cell_angle_gamma                90
_cell_volume                     1802.02(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9526
_cell_measurement_theta_min      4.2330
_cell_measurement_theta_max      76.2880

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.152
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.074

_exptl_absorpt_coefficient_mu    4.244
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.77185
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       
;
CrysAlisPro 1.171.39.15e (Rigaku Oxford Diffraction, 2015)
;
_diffrn_detector_area_resol_mean 10.4052
_diffrn_reflns_number            18033
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.741
_diffrn_reflns_theta_max         68.458
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3338
_reflns_number_gt                3096
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0397P)²+0.6410P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3338
_refine_ls_number_parameters     295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0256
_refine_ls_wR_factor_ref         0.0675
_refine_ls_wR_factor_gt          0.0661
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
S4 S 0.21810(2) 0.93188(8) 0.04872(2) 0.01612(10) Uani 1 1 d . . . . .
S6 S -0.01745(2) 0.22469(8) 0.06858(2) 0.01724(10) Uani 1 1 d . . . . .
S2 S 0.27519(2) 0.22591(8) 0.22887(2) 0.01777(10) Uani 1 1 d . . . . .
O11B O 0.40053(6) 0.6955(2) 0.17606(4) 0.0161(2) Uani 1 1 d . . . . .
O11A O 0.06154(6) 0.0305(3) 0.22360(4) 0.0239(2) Uani 1 1 d . . . . .
O42B O 0.62777(6) -0.2587(2) 0.12849(4) 0.0210(2) Uani 1 1 d . . . . .
41B O 0.53190(7) -0.2443(2) 0.04523(4) 0.0222(2) Uani 1 1 d . . . . .
O42A O 0.32918(7) -0.2860(3) 0.45274(4) 0.0235(2) Uani 1 1 d . . . . .
O41A O 0.27595(7) 0.1048(3) 0.47726(4) 0.0242(2) Uani 1 1 d . . . . .
N3 N 0.23597(7) 0.5733(3) 0.13728(5) 0.0134(2) Uani 1 1 d . . . . .
N1 N 0.12983(7) 0.2840(3) 0.14793(5) 0.0145(2) Uani 1 1 d . . . . .
N11B N 0.43803(7) 0.4880(3) 0.15678(4) 0.0132(2) Uani 1 1 d . . . . .
N5 N 0.10784(7) 0.5678(3) 0.06688(5) 0.0144(2) Uani 1 1 d . . . . .
N14B N 0.56248(7) -0.1615(3) 0.09480(5) 0.0159(2) Uani 1 1 d . . . . .
N11A N 0.10910(7) -0.0137(3) 0.27697(5) 0.0173(2) Uani 1 1 d . . . . .
N14A N 0.27843(7) -0.0861(3) 0.44283(5) 0.0169(2) Uani 1 1 d . . . . .
C14B C 0.51881(8) 0.0656(3) 0.11656(6) 0.0149(3) Uani 1 1 d . . . . .
C14A C 0.21630(8) -0.0715(3) 0.38539(5) 0.0150(3) Uani 1 1 d . . . . .
C16B C 0.40657(8) 0.3963(3) 0.10107(6) 0.0162(3) Uani 1 1 d . . . . .
C13A C 0.15089(9) 0.1221(3) 0.37532(6) 0.0175(3) Uani 1 1 d . . . . .
C12B C 0.50900(8) 0.3678(3) 0.19269(5) 0.0154(3) Uani 1 1 d . . . . .
C15B C 0.44621(9) 0.1826(3) 0.08009(6) 0.0164(3) Uani 1 1 d . . . . .
C2 C 0.21156(8) 0.3670(3) 0.16878(5) 0.0136(3) Uani 1 1 d . . . . .
C6 C 0.07679(8) 0.3654(3) 0.09536(5) 0.0139(3) Uani 1 1 d . . . . .
C16A C 0.17057(9) -0.2155(3) 0.28779(6) 0.0190(3) Uani 1 1 d . . . . .
C13B C 0.55088(8) 0.1561(3) 0.17331(6) 0.0162(3) Uani 1 1 d . . . . .
C12A C 0.09677(9) 0.1470(3) 0.32017(6) 0.0186(3) Uani 1 1 d . . . . .
C4 C 0.18638(8) 0.6831(3) 0.08590(5) 0.0136(3) Uani 1 1 d . . . . .
C15A C 0.22582(9) -0.2484(3) 0.34232(6) 0.0172(3) Uani 1 1 d . . . . .
H3 H 0.2859(13) 0.629(4) 0.1485(8) 0.021 Uiso 1 1 d . U . . .
H1 H 0.1123(12) 0.185(4) 0.1686(8) 0.021 Uiso 1 1 d . U . . .
H5 H 0.0761(12) 0.621(4) 0.0325(8) 0.021 Uiso 1 1 d . U . . .
H16B H 0.3588(12) 0.494(4) 0.0786(8) 0.021 Uiso 1 1 d . U . . .
H13A H 0.1419(12) 0.240(4) 0.4039(8) 0.021 Uiso 1 1 d . U . . .
H12B H 0.5253(11) 0.442(4) 0.2311(8) 0.021 Uiso 1 1 d . U . . .
H15B H 0.4263(12) 0.124(4) 0.0425(8) 0.021 Uiso 1 1 d . U . . .
H16A H 0.1727(12) -0.321(4) 0.2567(8) 0.021 Uiso 1 1 d . U . . .
H13B H 0.5979(12) 0.069(4) 0.1985(8) 0.021 Uiso 1 1 d . U . . .
H12A H 0.0516(12) 0.277(4) 0.3105(8) 0.021 Uiso 1 1 d . U . . .
H15A H 0.2693(12) -0.383(4) 0.3477(7) 0.021 Uiso 1 1 d . 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
S4 C4 1.6499(14) . ?
S6 C6 1.6556(14) . ?
S2 C2 1.6551(13) . ?
O11B N11B 1.3104(16) . ?
O11A N11A 1.3163(15) . ?
O42B N14B 1.2358(17) . ?
41B N14B 1.2196(16) . ?
O42A N14A 1.2253(17) . ?
O41A N14A 1.2224(17) . ?
N3 C2 1.3630(18) . ?
N3 C4 1.3681(18) . ?
N1 C6 1.3683(17) . ?
N1 C2 1.3725(18) . ?
N11B C12B 1.3620(18) . ?
N11B C16B 1.3642(18) . ?
N5 C6 1.3610(18) . ?
N5 C4 1.3716(18) . ?
N14B C14B 1.4699(18) . ?
N11A C16A 1.354(2) . ?
N11A C12A 1.358(2) . ?
N14A C14A 1.4685(17) . ?
C14B C15B 1.380(2) . ?
C14B C13B 1.3856(19) . ?
C14A C15A 1.379(2) . ?
C14A C13A 1.379(2) . ?
C16B C15B 1.375(2) . ?
C13A C12A 1.377(2) . ?
C12B C13B 1.371(2) . ?
C16A C15A 1.376(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 N3 C4 124.38(12) . . ?
C6 N1 C2 124.16(12) . . ?
O11B N11B C12B 119.35(11) . . ?
O11B N11B C16B 120.11(11) . . ?
C12B N11B C16B 120.53(12) . . ?
C6 N5 C4 125.48(12) . . ?
41B N14B O42B 124.20(13) . . ?
41B N14B C14B 118.39(11) . . ?
O42B N14B C14B 117.41(11) . . ?
O11A N11A C16A 119.38(12) . . ?
O11A N11A C12A 119.59(13) . . ?
C16A N11A C12A 121.02(12) . . ?
O41A N14A O42A 124.73(12) . . ?
O41A N14A C14A 117.22(12) . . ?
O42A N14A C14A 118.04(12) . . ?
C15B C14B C13B 121.35(14) . . ?
C15B C14B N14B 119.21(12) . . ?
C13B C14B N14B 119.44(12) . . ?
C15A C14A C13A 121.48(13) . . ?
C15A C14A N14A 118.93(13) . . ?
C13A C14A N14A 119.58(12) . . ?
N11B C16B C15B 120.62(13) . . ?
C12A C13A C14A 118.51(13) . . ?
N11B C12B C13B 120.68(12) . . ?
C16B C15B C14B 118.39(13) . . ?
N3 C2 N1 115.74(12) . . ?
N3 C2 S2 122.80(10) . . ?
N1 C2 S2 121.45(10) . . ?
N5 C6 N1 114.84(12) . . ?
N5 C6 S6 122.96(10) . . ?
N1 C6 S6 122.19(11) . . ?
N11A C16A C15A 120.68(13) . . ?
C12B C13B C14B 118.41(13) . . ?
N11A C12A C13A 120.03(14) . . ?
N3 C4 N5 114.87(12) . . ?
N3 C4 S4 123.11(10) . . ?
N5 C4 S4 122.01(10) . . ?
C16A C15A C14A 118.04(14) . . ?

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
41B N14B C14B C15B -1.61(19) . . . . ?
O42B N14B C14B C15B 179.19(12) . . . . ?
41B N14B C14B C13B 177.84(12) . . . . ?
O42B N14B C14B C13B -1.36(19) . . . . ?
O41A N14A C14A C15A 168.42(13) . . . . ?
O42A N14A C14A C15A -11.08(19) . . . . ?
O41A N14A C14A C13A -10.26(19) . . . . ?
O42A N14A C14A C13A 170.24(13) . . . . ?
O11B N11B C16B C15B 178.81(12) . . . . ?
C12B N11B C16B C15B -0.4(2) . . . . ?
C15A C14A C13A C12A -3.2(2) . . . . ?
N14A C14A C13A C12A 175.40(12) . . . . ?
O11B N11B C12B C13B -178.19(12) . . . . ?
C16B N11B C12B C13B 1.1(2) . . . . ?
N11B C16B C15B C14B -0.6(2) . . . . ?
C13B C14B C15B C16B 1.0(2) . . . . ?
N14B C14B C15B C16B -179.51(12) . . . . ?
C4 N3 C2 N1 -4.39(19) . . . . ?
C4 N3 C2 S2 176.35(10) . . . . ?
C6 N1 C2 N3 8.8(2) . . . . ?
C6 N1 C2 S2 -171.90(11) . . . . ?
C4 N5 C6 N1 2.1(2) . . . . ?
C4 N5 C6 S6 -177.30(11) . . . . ?
C2 N1 C6 N5 -7.7(2) . . . . ?
C2 N1 C6 S6 171.71(11) . . . . ?
O11A N11A C16A C15A 174.23(13) . . . . ?
C12A N11A C16A C15A -4.6(2) . . . . ?
N11B C12B C13B C14B -0.6(2) . . . . ?
C15B C14B C13B C12B -0.4(2) . . . . ?
N14B C14B C13B C12B -179.89(12) . . . . ?
O11A N11A C12A C13A -173.93(13) . . . . ?
C16A N11A C12A C13A 4.9(2) . . . . ?
C14A C13A C12A N11A -1.0(2) . . . . ?
C2 N3 C4 N5 -0.52(19) . . . . ?
C2 N3 C4 S4 -179.71(10) . . . . ?
C6 N5 C4 N3 1.74(19) . . . . ?
C6 N5 C4 S4 -179.07(11) . . . . ?
N11A C16A C15A C14A 0.4(2) . . . . ?
C13A C14A C15A C16A 3.5(2) . . . . ?
N14A C14A C15A C16A -175.11(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N3 H3 O11B 0.84(2) 1.87(2) 2.7112(15) 172(2) . yes
N1 H1 O11A 0.80(2) 1.95(2) 2.7386(15) 167(2) . yes

_refine_diff_density_max         0.242
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.051

