# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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. 
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data_chulvanovae171112_0m
_database_code_depnum_ccdc_archive 'CCDC 2192018'
loop_
_audit_author_name
_audit_author_address
'Enno Lork'
;Bremen University
Germany
;
_audit_update_record             
;
2022-07-22 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2021-12-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H4 S4, C4 N4 S'
_chemical_formula_sum            'C10 H4 N4 S5'
_chemical_formula_weight         340.47
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.6346(4)
_cell_length_b                   13.3837(8)
_cell_length_c                   15.6515(9)
_cell_angle_alpha                88.032(2)
_cell_angle_beta                 86.315(2)
_cell_angle_gamma                79.276(3)
_cell_volume                     1362.33(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9925
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.89
_cell_measurement_theta_min      2.61
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.839
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.5448
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1656 before and 0.1064 after correction.
The Ratio of minimum to maximum transmission is 0.7303.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1174
_diffrn_reflns_av_unetI/netI     0.0632
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            33113
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.002
_diffrn_reflns_theta_max         25.002
_diffrn_reflns_theta_min         2.609
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3607
_reflns_number_total             4769
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.718
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4769
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0579
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0376P)²+8.4216P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1440
_refine_ls_wR_factor_ref         0.1524
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C17(H17), C20(H20), C19(H19), C12(H12), C11(H11), C14(H14), C13(H13)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
C15 C 0.3017(8) 0.0951(4) 0.2629(3) 0.0125(11) Uani 1 1 d . . . . .
C16 C 0.3360(8) 0.0973(4) 0.3467(3) 0.0129(11) Uani 1 1 d . . . . .
C18 C 0.1310(10) 0.1168(4) 0.1193(4) 0.0250(14) Uani 1 1 d . . . . .
H18 H 0.034787 0.127016 0.077737 0.030 Uiso 1 1 calc R U . . .
C17 C 0.3215(10) 0.1267(4) 0.1009(4) 0.0239(14) Uani 1 1 d . . . . .
H17 H 0.364499 0.144226 0.045583 0.029 Uiso 1 1 calc R U . . .
C20 C 0.2935(9) 0.1267(4) 0.5086(3) 0.0170(12) Uani 1 1 d . . . . .
H20 H 0.237059 0.140568 0.563849 0.020 Uiso 1 1 calc R U . . .
C19 C 0.4860(9) 0.1355(4) 0.4864(3) 0.0198(13) Uani 1 1 d . . . . .
H19 H 0.570036 0.154102 0.526001 0.024 Uiso 1 1 calc R U . . .
C2 C -0.4651(8) 0.1503(4) 0.8460(3) 0.0126(11) Uani 1 1 d . . . . .
C1 C -0.4563(8) 0.1538(4) 0.7554(3) 0.0114(11) Uani 1 1 d . . . . .
C4 C -0.2963(8) 0.1487(4) 0.8997(3) 0.0147(11) Uani 1 1 d . . . . .
C3 C -0.2772(8) 0.1581(4) 0.7005(3) 0.0142(11) Uani 1 1 d . . . . .
N2 N -0.6520(7) 0.1492(3) 0.8816(3) 0.0141(9) Uani 1 1 d . . . . .
N1 N -0.6365(7) 0.1549(3) 0.7231(3) 0.0135(9) Uani 1 1 d . . . . .
N4 N -0.1617(8) 0.1469(4) 0.9428(3) 0.0241(11) Uani 1 1 d . . . . .
N3 N -0.1321(7) 0.1607(4) 0.6565(3) 0.0195(11) Uani 1 1 d . . . . .
S7 S 0.4922(2) 0.10635(10) 0.18200(8) 0.0178(3) Uani 1 1 d . . . . .
S8 S 0.0631(2) 0.08341(10) 0.22552(9) 0.0188(3) Uani 1 1 d . . . . .
S10 S 0.1502(2) 0.08806(10) 0.43005(8) 0.0163(3) Uani 1 1 d . . . . .
S9 S 0.5767(2) 0.11112(10) 0.38079(9) 0.0156(3) Uani 1 1 d . . . . .
S1 S -0.8012(2) 0.15096(10) 0.80381(8) 0.0141(3) Uani 1 1 d . . . . .
C9 C 0.7136(8) 0.5951(4) 0.1696(3) 0.0124(11) Uani 1 1 d . . . . .
C10 C 0.7590(7) 0.5956(4) 0.2526(3) 0.0086(10) Uani 1 1 d . . . . .
C12 C 0.5247(10) 0.6173(4) 0.0302(4) 0.0217(13) Uani 1 1 d . . . . .
H12 H 0.423355 0.628848 -0.009210 0.026 Uiso 1 1 calc R U . . .
C11 C 0.7190(9) 0.6187(4) 0.0066(3) 0.0196(12) Uani 1 1 d . . . . .
H11 H 0.758450 0.631964 -0.050137 0.023 Uiso 1 1 calc R U . . .
C14 C 0.7343(8) 0.6180(4) 0.4153(3) 0.0172(12) Uani 1 1 d . . . . .
H14 H 0.685435 0.628896 0.471864 0.021 Uiso 1 1 calc R U . . .
C13 C 0.9260(9) 0.6218(4) 0.3908(3) 0.0188(12) Uani 1 1 d . . . . .
H13 H 1.017038 0.634864 0.429899 0.023 Uiso 1 1 calc R U . . .
C5 C 0.9847(8) 0.6548(4) 0.6578(3) 0.0130(11) Uani 1 1 d . . . . .
C6 C 0.9789(8) 0.6561(4) 0.7482(3) 0.0112(11) Uani 1 1 d . . . . .
C8 C 1.1460(9) 0.6610(4) 0.8013(3) 0.0139(11) Uani 1 1 d . . . . .
C7 C 1.1636(8) 0.6573(4) 0.5999(3) 0.0141(11) Uani 1 1 d . . . . .
N6 N 0.7954(6) 0.6507(3) 0.7843(3) 0.0120(9) Uani 1 1 d . . . . .
N5 N 0.8082(7) 0.6485(3) 0.6267(3) 0.0139(9) Uani 1 1 d . . . . .
N8 N 1.2761(7) 0.6645(4) 0.8435(3) 0.0193(10) Uani 1 1 d . . . . .
N7 N 1.3048(7) 0.6575(4) 0.5540(3) 0.0194(10) Uani 1 1 d . . . . .
S5 S 1.0063(2) 0.60190(10) 0.28370(8) 0.0137(3) Uani 1 1 d . . . . .
S6 S 0.5752(2) 0.59195(10) 0.33787(8) 0.0141(3) Uani 1 1 d . . . . .
S3 S 0.8993(2) 0.59520(11) 0.08439(9) 0.0192(3) Uani 1 1 d . . . . .
S2 S 0.6451(2) 0.64489(10) 0.70787(8) 0.0133(3) Uani 1 1 d . . . . .
S4 S 0.4659(2) 0.59306(10) 0.13835(9) 0.0171(3) 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
C15 C16 1.348(7) . ?
C15 S7 1.754(5) . ?
C15 S8 1.758(5) . ?
C16 S10 1.754(5) . ?
C16 S9 1.759(5) . ?
C18 H18 0.9300 . ?
C18 C17 1.308(9) . ?
C18 S8 1.758(6) . ?
C17 H17 0.9300 . ?
C17 S7 1.737(6) . ?
C20 H20 0.9300 . ?
C20 C19 1.327(8) . ?
C20 S10 1.750(5) . ?
C19 H19 0.9300 . ?
C19 S9 1.742(6) . ?
C2 C1 1.415(7) . ?
C2 C4 1.440(7) . ?
C2 N2 1.329(7) . ?
C1 C3 1.430(7) . ?
C1 N1 1.325(7) . ?
C4 N4 1.149(7) . ?
C3 N3 1.152(7) . ?
N2 S1 1.615(5) . ?
N1 S1 1.623(4) . ?
C9 C10 1.352(7) . ?
C9 S3 1.757(5) . ?
C9 S4 1.750(5) . ?
C10 S5 1.759(5) . ?
C10 S6 1.755(5) . ?
C12 H12 0.9300 . ?
C12 C11 1.321(8) . ?
C12 S4 1.746(6) . ?
C11 H11 0.9300 . ?
C11 S3 1.742(6) . ?
C14 H14 0.9300 . ?
C14 C13 1.314(8) . ?
C14 S6 1.742(5) . ?
C13 H13 0.9300 . ?
C13 S5 1.739(6) . ?
C5 C6 1.415(7) . ?
C5 C7 1.451(7) . ?
C5 N5 1.315(7) . ?
C6 C8 1.439(8) . ?
C6 N6 1.322(6) . ?
C8 N8 1.129(7) . ?
C7 N7 1.143(7) . ?
N6 S2 1.619(4) . ?
N5 S2 1.621(4) . ?

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
C16 C15 S7 122.3(4) . . ?
C16 C15 S8 123.2(4) . . ?
S7 C15 S8 114.5(3) . . ?
C15 C16 S10 124.1(4) . . ?
C15 C16 S9 121.4(4) . . ?
S10 C16 S9 114.5(3) . . ?
C17 C18 H18 121.1 . . ?
C17 C18 S8 117.7(5) . . ?
S8 C18 H18 121.1 . . ?
C18 C17 H17 120.8 . . ?
C18 C17 S7 118.5(5) . . ?
S7 C17 H17 120.8 . . ?
C19 C20 H20 121.3 . . ?
C19 C20 S10 117.4(4) . . ?
S10 C20 H20 121.3 . . ?
C20 C19 H19 120.9 . . ?
C20 C19 S9 118.1(4) . . ?
S9 C19 H19 120.9 . . ?
C1 C2 C4 126.7(5) . . ?
N2 C2 C1 113.8(5) . . ?
N2 C2 C4 119.6(5) . . ?
C2 C1 C3 125.9(5) . . ?
N1 C1 C2 113.4(5) . . ?
N1 C1 C3 120.8(5) . . ?
N4 C4 C2 179.7(6) . . ?
N3 C3 C1 179.4(6) . . ?
C2 N2 S1 106.5(4) . . ?
C1 N1 S1 106.6(4) . . ?
C17 S7 C15 94.1(3) . . ?
C18 S8 C15 93.6(3) . . ?
C20 S10 C16 94.2(3) . . ?
C19 S9 C16 94.1(3) . . ?
N2 S1 N1 99.7(2) . . ?
C10 C9 S3 122.7(4) . . ?
C10 C9 S4 122.8(4) . . ?
S4 C9 S3 114.5(3) . . ?
C9 C10 S5 122.7(4) . . ?
C9 C10 S6 122.7(4) . . ?
S6 C10 S5 114.6(3) . . ?
C11 C12 H12 121.3 . . ?
C11 C12 S4 117.4(4) . . ?
S4 C12 H12 121.3 . . ?
C12 C11 H11 120.8 . . ?
C12 C11 S3 118.3(4) . . ?
S3 C11 H11 120.8 . . ?
C13 C14 H14 121.2 . . ?
C13 C14 S6 117.5(4) . . ?
S6 C14 H14 121.2 . . ?
C14 C13 H13 120.6 . . ?
C14 C13 S5 118.8(4) . . ?
S5 C13 H13 120.6 . . ?
C6 C5 C7 126.2(5) . . ?
N5 C5 C6 114.1(5) . . ?
N5 C5 C7 119.7(5) . . ?
C5 C6 C8 127.5(5) . . ?
N6 C6 C5 112.8(5) . . ?
N6 C6 C8 119.7(5) . . ?
N8 C8 C6 179.4(6) . . ?
N7 C7 C5 178.8(6) . . ?
C6 N6 S2 107.3(4) . . ?
C5 N5 S2 106.8(4) . . ?
C13 S5 C10 93.9(3) . . ?
C14 S6 C10 94.4(2) . . ?
C11 S3 C9 94.0(3) . . ?
N6 S2 N5 99.0(2) . . ?
C12 S4 C9 94.5(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 C16 S10 C20 -166.8(5) . . . . ?
C15 C16 S9 C19 167.5(5) . . . . ?
C16 C15 S7 C17 -167.0(5) . . . . ?
C16 C15 S8 C18 167.0(5) . . . . ?
C18 C17 S7 C15 -7.2(5) . . . . ?
C17 C18 S8 C15 7.2(5) . . . . ?
C20 C19 S9 C16 6.3(5) . . . . ?
C19 C20 S10 C16 -8.6(5) . . . . ?
C2 C1 N1 S1 -0.4(5) . . . . ?
C2 N2 S1 N1 -0.8(4) . . . . ?
C1 C2 N2 S1 0.7(5) . . . . ?
C1 N1 S1 N2 0.7(4) . . . . ?
C4 C2 C1 C3 -1.2(8) . . . . ?
C4 C2 C1 N1 -179.8(5) . . . . ?
C4 C2 N2 S1 -179.7(4) . . . . ?
C3 C1 N1 S1 -179.1(4) . . . . ?
N2 C2 C1 C3 178.4(5) . . . . ?
N2 C2 C1 N1 -0.2(6) . . . . ?
S7 C15 C16 S10 179.1(3) . . . . ?
S7 C15 C16 S9 -0.2(6) . . . . ?
S7 C15 S8 C18 -11.8(3) . . . . ?
S8 C15 C16 S10 0.3(7) . . . . ?
S8 C15 C16 S9 -179.0(3) . . . . ?
S8 C15 S7 C17 11.9(3) . . . . ?
S8 C18 C17 S7 0.0(7) . . . . ?
S10 C16 S9 C19 -11.9(3) . . . . ?
S10 C20 C19 S9 1.6(6) . . . . ?
S9 C16 S10 C20 12.5(3) . . . . ?
C9 C10 S5 C13 170.1(4) . . . . ?
C9 C10 S6 C14 -169.8(5) . . . . ?
C10 C9 S3 C11 -169.4(4) . . . . ?
C10 C9 S4 C12 169.6(4) . . . . ?
C12 C11 S3 C9 -7.2(5) . . . . ?
C11 C12 S4 C9 6.3(5) . . . . ?
C14 C13 S5 C10 5.1(5) . . . . ?
C13 C14 S6 C10 -6.0(5) . . . . ?
C5 C6 N6 S2 -0.2(5) . . . . ?
C5 N5 S2 N6 -0.2(4) . . . . ?
C6 C5 N5 S2 0.2(5) . . . . ?
C6 N6 S2 N5 0.2(4) . . . . ?
C8 C6 N6 S2 -179.3(4) . . . . ?
C7 C5 C6 C8 0.6(8) . . . . ?
C7 C5 C6 N6 -178.5(5) . . . . ?
C7 C5 N5 S2 178.8(4) . . . . ?
N5 C5 C6 C8 179.1(5) . . . . ?
N5 C5 C6 N6 0.0(6) . . . . ?
S5 C10 S6 C14 9.3(3) . . . . ?
S6 C10 S5 C13 -9.0(3) . . . . ?
S6 C14 C13 S5 0.6(7) . . . . ?
S3 C9 C10 S5 2.8(6) . . . . ?
S3 C9 C10 S6 -178.2(3) . . . . ?
S3 C9 S4 C12 -11.0(3) . . . . ?
S4 C9 C10 S5 -177.8(3) . . . . ?
S4 C9 C10 S6 1.2(6) . . . . ?
S4 C9 S3 C11 11.2(3) . . . . ?
S4 C12 C11 S3 0.6(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_chulanovae180118_0m
_database_code_depnum_ccdc_archive 'CCDC 2192022'
loop_
_audit_author_name
_audit_author_address
'Enno Lork'
;Bremen University
Germany
;
_audit_update_record             
;
2022-07-22 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2021-12-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C4 N4 Te), C10 H8 S8'
_chemical_formula_sum            'C18 H8 N8 S8 Te2'
_chemical_formula_weight         848.00
_chemical_melting_point          ?
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'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5481(2)
_cell_length_b                   7.7702(2)
_cell_length_c                   12.5117(3)
_cell_angle_alpha                74.6450(10)
_cell_angle_beta                 85.362(2)
_cell_angle_gamma                69.6810(10)
_cell_volume                     663.54(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9959
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.88
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.855
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6157
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0767 before and 0.0476 after correction.
The Ratio of minimum to maximum transmission is 0.8257.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.122
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22597
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.335
_diffrn_reflns_theta_min         2.878
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2981
_reflns_number_total             3302
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.819
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.110
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0195
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0171P)²+0.5846P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0402
_refine_ls_wR_factor_ref         0.0417
_refine_special_details          multi-scan
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C8(H8A,H8B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Te1 Te 0.48922(2) 1.26317(2) -0.02405(2) 0.00965(4) Uani 1 1 d . . . . .
S2 S 1.00004(7) 0.24556(7) 0.95515(4) 0.01103(10) Uani 1 1 d . . . . .
S1 S 0.92592(8) 0.64220(7) 0.82534(4) 0.01279(11) Uani 1 1 d . . . . .
S4 S 0.91599(8) 0.11182(7) 0.77274(4) 0.01480(11) Uani 1 1 d . . . . .
S3 S 0.82742(9) 0.58696(8) 0.61755(4) 0.01670(12) Uani 1 1 d . . . . .
N2 N 0.5367(2) 1.0220(2) 0.09707(14) 0.0109(3) Uani 1 1 d . . . . .
N1 N 0.5486(3) 1.3625(2) 0.09787(14) 0.0111(3) Uani 1 1 d . . . . .
C5 C 0.9835(3) 0.4773(3) 0.95419(17) 0.0105(4) Uani 1 1 d . . . . .
C2 C 0.5787(3) 1.0461(3) 0.18981(17) 0.0104(4) Uani 1 1 d . . . . .
C1 C 0.5893(3) 1.2292(3) 0.18946(17) 0.0111(4) Uani 1 1 d . . . . .
C7 C 0.9322(3) 0.3037(3) 0.81492(16) 0.0110(4) Uani 1 1 d . . . . .
N3 N 0.7052(3) 1.2727(3) 0.36637(17) 0.0245(5) Uani 1 1 d . . . . .
C6 C 0.8995(3) 0.4832(3) 0.75609(17) 0.0118(4) Uani 1 1 d . . . . .
C3 C 0.6503(3) 1.2578(3) 0.28807(18) 0.0142(4) Uani 1 1 d . . . . .
N4 N 0.6365(3) 0.7730(3) 0.36871(17) 0.0255(5) Uani 1 1 d . . . . .
C4 C 0.6128(3) 0.8926(3) 0.28938(18) 0.0150(4) Uani 1 1 d . . . . .
C9 C 0.8881(3) 0.2100(3) 0.62395(17) 0.0158(4) Uani 1 1 d . . . . .
H9A H 1.011966 0.212241 0.592083 0.019 Uiso 1 1 calc R U . . .
H9B H 0.848203 0.125965 0.591432 0.019 Uiso 1 1 calc R U . . .
C8 C 0.7446(3) 0.4096(3) 0.59144(18) 0.0165(4) Uani 1 1 d . . . . .
H8A H 0.627113 0.412017 0.633349 0.020 Uiso 1 1 calc R U . . .
H8B H 0.713549 0.442119 0.511582 0.020 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
Te1 N2 2.0134(17) . ?
Te1 N1 2.0243(17) . ?
S2 C5 1.758(2) . ?
S2 C7 1.763(2) . ?
S1 C5 1.750(2) . ?
S1 C6 1.756(2) . ?
S4 C7 1.752(2) . ?
S4 C9 1.814(2) . ?
S3 C6 1.749(2) . ?
S3 C8 1.808(2) . ?
N2 C2 1.303(3) . ?
N1 C1 1.299(3) . ?
C5 C5 1.350(4) 2_767 ?
C2 C1 1.451(3) . ?
C2 C4 1.447(3) . ?
C1 C3 1.447(3) . ?
C7 C6 1.340(3) . ?
N3 C3 1.141(3) . ?
N4 C4 1.143(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C8 1.521(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 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
N2 Te1 N1 83.20(7) . . ?
C5 S2 C7 94.84(10) . . ?
C5 S1 C6 95.38(9) . . ?
C7 S4 C9 100.93(10) . . ?
C6 S3 C8 99.92(10) . . ?
C2 N2 Te1 110.29(13) . . ?
C1 N1 Te1 110.07(13) . . ?
S1 C5 S2 114.94(11) . . ?
C5 C5 S2 122.2(2) 2_767 . ?
C5 C5 S1 122.8(2) 2_767 . ?
N2 C2 C1 118.17(18) . . ?
N2 C2 C4 119.92(18) . . ?
C4 C2 C1 121.91(18) . . ?
N1 C1 C2 118.21(18) . . ?
N1 C1 C3 121.61(18) . . ?
C3 C1 C2 120.14(18) . . ?
S4 C7 S2 113.47(11) . . ?
C6 C7 S2 117.49(15) . . ?
C6 C7 S4 129.04(16) . . ?
S3 C6 S1 113.80(12) . . ?
C7 C6 S1 117.25(16) . . ?
C7 C6 S3 128.94(16) . . ?
N3 C3 C1 176.8(2) . . ?
N4 C4 C2 178.7(3) . . ?
S4 C9 H9A 108.9 . . ?
S4 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C8 C9 S4 113.29(15) . . ?
C8 C9 H9A 108.9 . . ?
C8 C9 H9B 108.9 . . ?
S3 C8 H8A 108.9 . . ?
S3 C8 H8B 108.9 . . ?
C9 C8 S3 113.16(15) . . ?
C9 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.8 . . ?

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
Te1 N2 C2 C1 -1.7(2) . . . . ?
Te1 N2 C2 C4 178.08(16) . . . . ?
Te1 N1 C1 C2 -2.2(2) . . . . ?
Te1 N1 C1 C3 175.56(16) . . . . ?
S2 C7 C6 S1 -0.5(3) . . . . ?
S2 C7 C6 S3 -178.91(13) . . . . ?
S4 C7 C6 S1 179.08(13) . . . . ?
S4 C7 C6 S3 0.7(3) . . . . ?
S4 C9 C8 S3 72.21(19) . . . . ?
N2 C2 C1 N1 2.8(3) . . . . ?
N2 C2 C1 C3 -175.0(2) . . . . ?
C5 S2 C7 S4 -177.44(12) . . . . ?
C5 S2 C7 C6 2.2(2) . . . . ?
C5 S1 C6 S3 177.15(12) . . . . ?
C5 S1 C6 C7 -1.5(2) . . . . ?
C7 S2 C5 S1 -3.15(14) . . . . ?
C7 S2 C5 C5 178.1(3) . . . 2_767 ?
C7 S4 C9 C8 -45.82(18) . . . . ?
C6 S1 C5 S2 2.97(14) . . . . ?
C6 S1 C5 C5 -178.3(3) . . . 2_767 ?
C6 S3 C8 C9 -51.49(18) . . . . ?
C4 C2 C1 N1 -177.0(2) . . . . ?
C4 C2 C1 C3 5.2(3) . . . . ?
C9 S4 C7 S2 -170.02(12) . . . . ?
C9 S4 C7 C6 10.4(2) . . . . ?
C8 S3 C6 S1 -162.36(13) . . . . ?
C8 S3 C6 C7 16.1(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_chulanovae171111_0m
_database_code_depnum_ccdc_archive 'CCDC 2192020'
loop_
_audit_author_name
_audit_author_address
'Enno Lork'
;Bremen University
Germany
;
_audit_update_record             
;
2022-07-22 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2021-12-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C6 H4 S4, C6 F4 N2 S'
_chemical_formula_sum            'C12 H4 F4 N2 S5'
_chemical_formula_weight         412.47
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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'

_cell_length_a                   9.8502(5)
_cell_length_b                   10.6342(5)
_cell_length_c                   14.8943(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.318(2)
_cell_angle_gamma                90
_cell_volume                     1518.20(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9308
_cell_measurement_temperature    100
_cell_measurement_theta_max      32.17
_cell_measurement_theta_min      2.86
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.802
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6788
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1104 before and 0.0635 after correction.
The Ratio of minimum to maximum transmission is 0.9094.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.805
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            34507
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.594
_diffrn_reflns_theta_min         2.811
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.970
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.971
_reflns_number_gt                4564
_reflns_number_total             5421
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.084
_refine_ls_abs_structure_details 
;
 Flack x determined using 1937 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         5421
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0352
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+1.0916P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0637
_refine_ls_wR_factor_ref         0.0696
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C9(H9), C10(H10)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
C11 C 0.0610(3) 0.2141(3) -0.0158(2) 0.0224(6) Uani 1 1 d . . . . .
H11 H -0.027367 0.249559 -0.034389 0.027 Uiso 1 1 calc R U . . .
C12 C 0.1300(3) 0.1738(3) -0.0773(2) 0.0232(6) Uani 1 1 d . . . . .
H12 H 0.091797 0.180704 -0.140336 0.028 Uiso 1 1 calc R U . . .
C9 C 0.5426(3) 0.0113(3) 0.3088(2) 0.0262(6) Uani 1 1 d . . . . .
H9 H 0.574395 -0.005778 0.371377 0.031 Uiso 1 1 calc R U . . .
C10 C 0.6129(3) -0.0278(3) 0.2480(2) 0.0271(6) Uani 1 1 d . . . . .
H10 H 0.694873 -0.073801 0.266488 0.032 Uiso 1 1 calc R U . . .
S4 S 0.14161(7) 0.19837(6) 0.10094(4) 0.01801(13) Uani 1 1 d . . . . .
S5 S 0.29495(7) 0.10754(6) -0.03568(5) 0.01970(14) Uani 1 1 d . . . . .
S2 S 0.38914(7) 0.09570(7) 0.26795(5) 0.02133(15) Uani 1 1 d . . . . .
S3 S 0.54641(7) 0.00971(6) 0.13212(5) 0.02137(15) Uani 1 1 d . . . . .
S1 S 0.83571(8) -0.24316(7) 0.69636(5) 0.02515(16) Uani 1 1 d . . . . .
C7 C 0.3940(3) 0.0806(2) 0.15076(19) 0.0163(5) Uani 1 1 d . . . . .
F1 F 0.4274(2) -0.42773(17) 0.68976(13) 0.0308(4) Uani 1 1 d . . . . .
N1 N 0.6978(3) -0.3075(2) 0.71792(17) 0.0220(5) Uani 1 1 d . . . . .
F4 F 0.6572(2) -0.30507(19) 0.39695(13) 0.0335(4) Uani 1 1 d . . . . .
C6 C 0.6769(3) -0.3081(3) 0.5593(2) 0.0191(5) Uani 1 1 d . . . . .
F2 F 0.2920(2) -0.47830(18) 0.51145(15) 0.0343(4) Uani 1 1 d . . . . .
C8 C 0.2904(3) 0.1214(2) 0.08171(19) 0.0156(5) Uani 1 1 d . . . . .
F3 F 0.4034(2) -0.42089(19) 0.37132(13) 0.0368(5) Uani 1 1 d . . . . .
C3 C 0.4177(3) -0.4230(3) 0.5310(2) 0.0226(6) Uani 1 1 d . . . . .
N2 N 0.8025(3) -0.2532(2) 0.58522(18) 0.0230(5) Uani 1 1 d . . . . .
C4 C 0.4777(3) -0.3926(3) 0.4561(2) 0.0240(6) Uani 1 1 d . . . . .
C1 C 0.6170(3) -0.3393(2) 0.63575(19) 0.0181(5) Uani 1 1 d . . . . .
C5 C 0.6039(3) -0.3358(3) 0.46881(19) 0.0224(6) Uani 1 1 d . . . . .
C2 C 0.4845(3) -0.3975(3) 0.6190(2) 0.0207(5) 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
C11 H11 0.9300 . ?
C11 C12 1.332(4) . ?
C11 S4 1.745(3) . ?
C12 H12 0.9300 . ?
C12 S5 1.748(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.327(5) . ?
C9 S2 1.743(3) . ?
C10 H10 0.9300 . ?
C10 S3 1.745(3) . ?
S4 C8 1.759(3) . ?
S5 C8 1.766(3) . ?
S2 C7 1.764(3) . ?
S3 C7 1.758(3) . ?
S1 N1 1.618(3) . ?
S1 N2 1.615(3) . ?
C7 C8 1.343(3) . ?
F1 C2 1.343(3) . ?
N1 C1 1.340(4) . ?
F4 C5 1.337(3) . ?
C6 N2 1.342(4) . ?
C6 C1 1.436(4) . ?
C6 C5 1.405(4) . ?
F2 C3 1.341(4) . ?
F3 C4 1.340(4) . ?
C3 C4 1.415(4) . ?
C3 C2 1.352(4) . ?
C4 C5 1.355(4) . ?
C1 C2 1.413(4) . ?

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
C12 C11 H11 121.1 . . ?
C12 C11 S4 117.9(2) . . ?
S4 C11 H11 121.1 . . ?
C11 C12 H12 121.1 . . ?
C11 C12 S5 117.7(2) . . ?
S5 C12 H12 121.1 . . ?
C10 C9 H9 121.0 . . ?
C10 C9 S2 118.0(3) . . ?
S2 C9 H9 121.0 . . ?
C9 C10 H10 121.1 . . ?
C9 C10 S3 117.9(3) . . ?
S3 C10 H10 121.1 . . ?
C11 S4 C8 95.03(14) . . ?
C12 S5 C8 94.83(13) . . ?
C9 S2 C7 94.57(15) . . ?
C10 S3 C7 94.67(14) . . ?
N2 S1 N1 101.21(14) . . ?
S3 C7 S2 114.44(16) . . ?
C8 C7 S2 122.64(18) . . ?
C8 C7 S3 122.92(19) . . ?
C1 N1 S1 105.9(2) . . ?
N2 C6 C1 113.1(3) . . ?
N2 C6 C5 127.0(3) . . ?
C5 C6 C1 119.9(3) . . ?
S4 C8 S5 114.36(16) . . ?
C7 C8 S4 122.71(19) . . ?
C7 C8 S5 122.90(18) . . ?
F2 C3 C4 117.5(3) . . ?
F2 C3 C2 121.2(3) . . ?
C2 C3 C4 121.3(3) . . ?
C6 N2 S1 106.20(19) . . ?
F3 C4 C3 117.1(3) . . ?
F3 C4 C5 121.1(3) . . ?
C5 C4 C3 121.9(3) . . ?
N1 C1 C6 113.5(3) . . ?
N1 C1 C2 127.0(3) . . ?
C2 C1 C6 119.5(3) . . ?
F4 C5 C6 120.5(3) . . ?
F4 C5 C4 120.9(3) . . ?
C4 C5 C6 118.5(3) . . ?
F1 C2 C3 120.9(3) . . ?
F1 C2 C1 120.2(3) . . ?
C3 C2 C1 118.8(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 C12 S5 C8 2.1(3) . . . . ?
C11 S4 C8 S5 4.11(18) . . . . ?
C11 S4 C8 C7 -178.1(2) . . . . ?
C12 C11 S4 C8 -2.8(3) . . . . ?
C12 S5 C8 S4 -3.92(17) . . . . ?
C12 S5 C8 C7 178.2(2) . . . . ?
C9 C10 S3 C7 -4.3(3) . . . . ?
C9 S2 C7 S3 -6.18(18) . . . . ?
C9 S2 C7 C8 174.6(2) . . . . ?
C10 C9 S2 C7 3.4(3) . . . . ?
C10 S3 C7 S2 6.40(18) . . . . ?
C10 S3 C7 C8 -174.4(2) . . . . ?
S4 C11 C12 S5 0.5(4) . . . . ?
S2 C9 C10 S3 0.6(4) . . . . ?
S2 C7 C8 S4 1.9(3) . . . . ?
S2 C7 C8 S5 179.60(16) . . . . ?
S3 C7 C8 S4 -177.18(16) . . . . ?
S3 C7 C8 S5 0.5(3) . . . . ?
S1 N1 C1 C6 0.4(3) . . . . ?
S1 N1 C1 C2 -179.4(2) . . . . ?
N1 S1 N2 C6 0.7(2) . . . . ?
N1 C1 C2 F1 -0.5(4) . . . . ?
N1 C1 C2 C3 -179.9(3) . . . . ?
C6 C1 C2 F1 179.7(2) . . . . ?
C6 C1 C2 C3 0.3(4) . . . . ?
F2 C3 C4 F3 0.4(4) . . . . ?
F2 C3 C4 C5 179.6(3) . . . . ?
F2 C3 C2 F1 0.5(4) . . . . ?
F2 C3 C2 C1 179.9(2) . . . . ?
F3 C4 C5 F4 0.7(4) . . . . ?
F3 C4 C5 C6 179.8(3) . . . . ?
C3 C4 C5 F4 -178.3(3) . . . . ?
C3 C4 C5 C6 0.7(4) . . . . ?
N2 S1 N1 C1 -0.6(2) . . . . ?
N2 C6 C1 N1 0.1(3) . . . . ?
N2 C6 C1 C2 179.9(2) . . . . ?
N2 C6 C5 F4 -1.4(4) . . . . ?
N2 C6 C5 C4 179.5(3) . . . . ?
C4 C3 C2 F1 -179.3(2) . . . . ?
C4 C3 C2 C1 0.0(4) . . . . ?
C1 C6 N2 S1 -0.6(3) . . . . ?
C1 C6 C5 F4 178.7(2) . . . . ?
C1 C6 C5 C4 -0.4(4) . . . . ?
C5 C6 N2 S1 179.5(2) . . . . ?
C5 C6 C1 N1 -180.0(2) . . . . ?
C5 C6 C1 C2 -0.2(4) . . . . ?
C2 C3 C4 F3 -179.7(3) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_chulanovae170718_0m
_database_code_depnum_ccdc_archive 'CCDC 2192021'
loop_
_audit_author_name
_audit_author_address
'Enno Lork'
;Bremen University
Germany
;
_audit_update_record             
;
2022-07-22 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2021-12-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C3 H2 S2, C8 H4 N4 S'
_chemical_formula_sum            'C11 H6 N4 S3'
_chemical_formula_weight         290.38
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   11.0656(4)
_cell_length_b                   8.8374(3)
_cell_length_c                   12.0606(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.261(2)
_cell_angle_gamma                90
_cell_volume                     1143.07(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9860
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.96
_cell_measurement_theta_min      2.89
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.632
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6926
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1070 before and 0.0635 after correction.
The Ratio of minimum to maximum transmission is 0.9284.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0948
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            62097
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.137
_diffrn_reflns_theta_min         2.890
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2651
_reflns_number_total             3357
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.371
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3357
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0495
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0662P)²+1.3773P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1171
_refine_ls_wR_factor_ref         0.1254
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C4(H4), C11(H11), C5(H5), C10(H10), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
S3 S 0.58491(5) 0.40936(7) 0.67148(5) 0.01464(14) Uani 1 1 d . . . . .
S2 S 0.42618(5) 0.26902(7) 0.46517(5) 0.01539(15) Uani 1 1 d . . . . .
S1 S 0.14239(6) 0.85183(7) 0.33436(5) 0.01764(15) Uani 1 1 d . . . . .
N4 N 0.23778(17) 0.5969(2) 0.58131(16) 0.0126(4) Uani 1 1 d . . . . .
N3 N 0.07772(17) 0.4541(2) 0.38107(16) 0.0127(4) Uani 1 1 d . . . . .
N2 N 0.21643(19) 0.8175(2) 0.46447(18) 0.0165(4) Uani 1 1 d . . . . .
N1 N 0.08005(19) 0.6913(2) 0.29189(17) 0.0163(4) Uani 1 1 d . . . . .
C7 C 0.2441(2) 0.3649(3) 0.68081(18) 0.0133(4) Uani 1 1 d . . . . .
H7 H 0.296357 0.409640 0.747122 0.016 Uiso 1 1 calc R U . . .
C4 C 0.0915(2) 0.2258(3) 0.4850(2) 0.0145(4) Uani 1 1 d . . . . .
H4 H 0.041222 0.177145 0.419496 0.017 Uiso 1 1 calc R U . . .
C1 C 0.1135(2) 0.5987(3) 0.3814(2) 0.0131(4) Uani 1 1 d . . . . .
C8 C 0.2023(2) 0.4517(3) 0.57951(19) 0.0119(4) Uani 1 1 d . . . . .
C3 C 0.1223(2) 0.3800(3) 0.47955(19) 0.0127(4) Uani 1 1 d . . . . .
C2 C 0.1927(2) 0.6698(3) 0.48218(19) 0.0122(4) Uani 1 1 d . . . . .
C11 C 0.5447(2) 0.2198(3) 0.6799(2) 0.0143(4) Uani 1 1 d . . . . .
H11 H 0.573598 0.163706 0.748528 0.017 Uiso 1 1 calc R U . . .
C5 C 0.1337(2) 0.1456(3) 0.5848(2) 0.0167(5) Uani 1 1 d . . . . .
H5 H 0.112357 0.041887 0.587994 0.020 Uiso 1 1 calc R U . . .
C10 C 0.4722(2) 0.1565(3) 0.5872(2) 0.0148(4) Uani 1 1 d . . . . .
H10 H 0.446398 0.053924 0.587309 0.018 Uiso 1 1 calc R U . . .
C9 C 0.5028(2) 0.4338(3) 0.52822(19) 0.0127(4) Uani 1 1 d . . . . .
C6 C 0.2089(2) 0.2170(3) 0.6827(2) 0.0160(5) Uani 1 1 d . . . . .
H6 H 0.235644 0.160702 0.751453 0.019 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
S3 C11 1.742(2) . ?
S3 C9 1.756(2) . ?
S2 C10 1.745(2) . ?
S2 C9 1.760(2) . ?
S1 N2 1.610(2) . ?
S1 N1 1.605(2) . ?
N4 C8 1.341(3) . ?
N4 C2 1.341(3) . ?
N3 C1 1.338(3) . ?
N3 C3 1.339(3) . ?
N2 C2 1.358(3) . ?
N1 C1 1.332(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.420(3) . ?
C7 C6 1.365(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.410(3) . ?
C4 C5 1.376(3) . ?
C1 C2 1.454(3) . ?
C8 C3 1.453(3) . ?
C11 H11 0.9500 . ?
C11 C10 1.329(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.414(3) . ?
C10 H10 0.9500 . ?
C9 C9 1.348(4) 3_666 ?
C6 H6 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 S3 C9 95.61(11) . . ?
C10 S2 C9 95.61(11) . . ?
N1 S1 N2 102.71(11) . . ?
C8 N4 C2 113.72(19) . . ?
C1 N3 C3 114.8(2) . . ?
C2 N2 S1 105.22(16) . . ?
C1 N1 S1 105.80(16) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C6 C7 C8 119.8(2) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C5 C4 C3 120.3(2) . . ?
N3 C1 C2 122.2(2) . . ?
N1 C1 N3 124.1(2) . . ?
N1 C1 C2 113.7(2) . . ?
N4 C8 C7 118.1(2) . . ?
N4 C8 C3 123.1(2) . . ?
C7 C8 C3 118.7(2) . . ?
N3 C3 C4 118.2(2) . . ?
N3 C3 C8 122.6(2) . . ?
C4 C3 C8 119.2(2) . . ?
N4 C2 N2 123.9(2) . . ?
N4 C2 C1 123.5(2) . . ?
N2 C2 C1 112.6(2) . . ?
S3 C11 H11 121.1 . . ?
C10 C11 S3 117.77(18) . . ?
C10 C11 H11 121.1 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
S2 C10 H10 121.3 . . ?
C11 C10 S2 117.36(19) . . ?
C11 C10 H10 121.3 . . ?
S3 C9 S2 113.63(12) . . ?
C9 C9 S3 123.5(2) 3_666 . ?
C9 C9 S2 122.9(2) 3_666 . ?
C7 C6 C5 121.7(2) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?

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
S3 C11 C10 S2 0.9(3) . . . . ?
S1 N2 C2 N4 -179.87(19) . . . . ?
S1 N2 C2 C1 0.5(2) . . . . ?
S1 N1 C1 N3 178.61(18) . . . . ?
S1 N1 C1 C2 -0.8(2) . . . . ?
N4 C8 C3 N3 0.0(3) . . . . ?
N4 C8 C3 C4 179.0(2) . . . . ?
N3 C1 C2 N4 1.2(3) . . . . ?
N3 C1 C2 N2 -179.2(2) . . . . ?
N2 S1 N1 C1 0.99(18) . . . . ?
N1 S1 N2 C2 -0.89(18) . . . . ?
N1 C1 C2 N4 -179.5(2) . . . . ?
N1 C1 C2 N2 0.2(3) . . . . ?
C7 C8 C3 N3 179.3(2) . . . . ?
C7 C8 C3 C4 -1.7(3) . . . . ?
C4 C5 C6 C7 -1.5(4) . . . . ?
C1 N3 C3 C4 -178.4(2) . . . . ?
C1 N3 C3 C8 0.6(3) . . . . ?
C8 N4 C2 N2 180.0(2) . . . . ?
C8 N4 C2 C1 -0.5(3) . . . . ?
C8 C7 C6 C5 1.6(3) . . . . ?
C3 N3 C1 N1 179.5(2) . . . . ?
C3 N3 C1 C2 -1.2(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C2 N4 C8 C7 -179.4(2) . . . . ?
C2 N4 C8 C3 -0.1(3) . . . . ?
C11 S3 C9 S2 -0.57(15) . . . . ?
C11 S3 C9 C9 178.6(3) . . . 3_666 ?
C5 C4 C3 N3 -179.1(2) . . . . ?
C5 C4 C3 C8 1.8(3) . . . . ?
C10 S2 C9 S3 0.93(15) . . . . ?
C10 S2 C9 C9 -178.3(3) . . . 3_666 ?
C9 S3 C11 C10 -0.2(2) . . . . ?
C9 S2 C10 C11 -1.1(2) . . . . ?
C6 C7 C8 N4 179.4(2) . . . . ?
C6 C7 C8 C3 0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_chulanovae170821_0m
_database_code_depnum_ccdc_archive 'CCDC 2192019'
loop_
_audit_author_name
_audit_author_address
'Enno Lork'
;Bremen University
Germany
;
_audit_update_record             
;
2022-07-22 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2021-12-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C4 N4 Se), 3(C3 H2 S2)'
_chemical_formula_sum            'C21 H6 N12 S6 Se3'
_chemical_formula_weight         855.62
_chemical_melting_point          ?
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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3298(2)
_cell_length_b                   7.8942(3)
_cell_length_c                   26.3901(9)
_cell_angle_alpha                95.9690(10)
_cell_angle_beta                 92.9840(10)
_cell_angle_gamma                90.1160(10)
_cell_volume                     1516.63(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9646
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      33.72
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.088
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_correction_T_min  0.6787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0756 before and 0.0504 after correction.
The Ratio of minimum to maximum transmission is 0.9087.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.874
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             828
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            122898
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         35.098
_diffrn_reflns_theta_min         2.331
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10261
_reflns_number_total             13406
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.683
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         13406
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0371
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0191P)²+1.0891P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0545
_refine_ls_wR_factor_ref         0.0595
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C14(H14), C18(H18), C19(H19), C21(H21), C20(H20)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Se3 Se 0.05817(2) 0.73421(2) 0.49680(2) 0.01155(4) Uani 1 1 d . . . . .
Se1 Se 0.52742(2) 0.62186(2) 0.12731(2) 0.01191(4) Uani 1 1 d . . . . .
Se2 Se 0.39395(2) 0.41724(2) 0.24638(2) 0.01168(4) Uani 1 1 d . . . . .
S2 S 0.42436(6) 0.23428(5) 0.50693(2) 0.01355(8) Uani 1 1 d . . . . .
S3 S 0.07747(6) 0.48964(6) 0.78085(2) 0.01493(8) Uani 1 1 d . . . . .
S1 S 0.40467(6) 0.44385(5) 0.41984(2) 0.01290(8) Uani 1 1 d . . . . .
S6 S -0.10714(6) 0.54271(6) 0.93753(2) 0.01808(9) Uani 1 1 d . . . . .
S5 S -0.05367(6) 0.79082(6) 0.86287(2) 0.01902(9) Uani 1 1 d . . . . .
S4 S 0.00059(6) 0.23381(6) 0.85160(2) 0.01837(9) Uani 1 1 d . . . . .
N1 N 0.60334(19) 0.54860(18) 0.06531(5) 0.0130(3) Uani 1 1 d . . . . .
N9 N 0.1482(2) 0.91228(18) 0.53815(6) 0.0157(3) Uani 1 1 d . . . . .
N2 N 0.51144(19) 0.40947(17) 0.14559(5) 0.0135(3) Uani 1 1 d . . . . .
N5 N 0.40152(19) 0.63204(18) 0.22958(5) 0.0132(3) Uani 1 1 d . . . . .
N10 N 0.07785(19) 0.59382(17) 0.54589(5) 0.0120(3) Uani 1 1 d . . . . .
N6 N 0.29703(19) 0.48109(18) 0.30640(5) 0.0128(3) Uani 1 1 d . . . . .
N8 N 0.1198(2) 0.8191(2) 0.38365(6) 0.0206(3) Uani 1 1 d . . . . .
N7 N 0.3061(2) 1.0558(2) 0.26642(7) 0.0255(4) Uani 1 1 d . . . . .
N11 N 0.3294(2) 1.0655(2) 0.65689(7) 0.0310(4) Uani 1 1 d . . . . .
N3 N 0.7096(2) 0.1967(2) -0.01745(7) 0.0273(4) Uani 1 1 d . . . . .
N4 N 0.5731(2) -0.0197(2) 0.11104(7) 0.0284(4) Uani 1 1 d . . . . .
N12 N 0.1947(2) 0.5393(2) 0.67076(6) 0.0278(4) Uani 1 1 d . . . . .
C1 C 0.6095(2) 0.3818(2) 0.06251(6) 0.0132(3) Uani 1 1 d . . . . .
C9 C 0.1854(2) 0.8590(2) 0.58303(6) 0.0137(3) Uani 1 1 d . . . . .
C2 C 0.5595(2) 0.3049(2) 0.10678(6) 0.0129(3) Uani 1 1 d . . . . .
C6 C 0.2732(2) 0.6464(2) 0.30896(6) 0.0123(3) Uani 1 1 d . . . . .
C12 C 0.1738(2) 0.6024(2) 0.63393(7) 0.0184(3) Uani 1 1 d . . . . .
C15 C 0.3396(2) 0.1389(2) 0.44776(7) 0.0154(3) Uani 1 1 d . . . . .
H15 H 0.301284 0.023072 0.443553 0.019 Uiso 1 1 calc R U . . .
C13 C 0.4645(2) 0.4329(2) 0.48477(6) 0.0105(3) Uani 1 1 d . . . . .
C5 C 0.3317(2) 0.7297(2) 0.26673(6) 0.0128(3) Uani 1 1 d . . . . .
C7 C 0.3180(2) 0.9114(2) 0.26502(7) 0.0165(3) Uani 1 1 d . . . . .
C8 C 0.1887(2) 0.7388(2) 0.35148(6) 0.0149(3) Uani 1 1 d . . . . .
C16 C 0.0057(2) 0.4504(2) 0.84120(6) 0.0130(3) Uani 1 1 d . . . . .
C4 C 0.5650(2) 0.1239(2) 0.10996(7) 0.0180(3) Uani 1 1 d . . . . .
C14 C 0.3301(2) 0.2330(2) 0.40862(7) 0.0147(3) Uani 1 1 d . . . . .
H14 H 0.284248 0.186646 0.375747 0.018 Uiso 1 1 calc R U . . .
C10 C 0.1459(2) 0.6835(2) 0.58750(6) 0.0127(3) Uani 1 1 d . . . . .
C3 C 0.6658(2) 0.2816(2) 0.01739(7) 0.0170(3) Uani 1 1 d . . . . .
C17 C -0.0433(2) 0.5766(2) 0.87601(6) 0.0137(3) Uani 1 1 d . . . . .
C18 C 0.1444(2) 0.2799(2) 0.76413(7) 0.0191(4) Uani 1 1 d . . . . .
H18 H 0.202919 0.248553 0.733293 0.023 Uiso 1 1 calc R U . . .
C11 C 0.2644(3) 0.9754(2) 0.62433(7) 0.0204(4) Uani 1 1 d . . . . .
C19 C 0.1103(3) 0.1659(2) 0.79614(7) 0.0210(4) Uani 1 1 d . . . . .
H19 H 0.144902 0.050288 0.788977 0.025 Uiso 1 1 calc R U . . .
C21 C -0.1340(3) 0.7584(3) 0.95752(8) 0.0247(4) Uani 1 1 d . . . . .
H21 H -0.165889 0.795023 0.991318 0.030 Uiso 1 1 calc R U . . .
C20 C -0.1086(3) 0.8693(3) 0.92431(8) 0.0251(4) Uani 1 1 d . . . . .
H20 H -0.119932 0.988181 0.933648 0.030 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
Se3 N9 1.7902(14) . ?
Se3 N10 1.7909(14) . ?
Se1 N1 1.7946(14) . ?
Se1 N2 1.7975(14) . ?
Se2 N5 1.7982(14) . ?
Se2 N6 1.7945(14) . ?
S2 C15 1.7447(17) . ?
S2 C13 1.7588(16) . ?
S3 C16 1.7604(17) . ?
S3 C18 1.7464(19) . ?
S1 C13 1.7575(16) . ?
S1 C14 1.7420(17) . ?
S6 C17 1.7595(17) . ?
S6 C21 1.744(2) . ?
S5 C17 1.7626(17) . ?
S5 C20 1.742(2) . ?
S4 C16 1.7602(17) . ?
S4 C19 1.743(2) . ?
N1 C1 1.313(2) . ?
N9 C9 1.313(2) . ?
N2 C2 1.311(2) . ?
N5 C5 1.309(2) . ?
N10 C10 1.318(2) . ?
N6 C6 1.312(2) . ?
N8 C8 1.145(2) . ?
N7 C7 1.140(2) . ?
N11 C11 1.140(2) . ?
N3 C3 1.141(2) . ?
N4 C4 1.139(2) . ?
N12 C12 1.141(2) . ?
C1 C2 1.435(2) . ?
C1 C3 1.439(2) . ?
C9 C10 1.433(2) . ?
C9 C11 1.446(2) . ?
C2 C4 1.440(2) . ?
C6 C5 1.435(2) . ?
C6 C8 1.442(2) . ?
C12 C10 1.446(2) . ?
C15 H15 0.9500 . ?
C15 C14 1.332(2) . ?
C13 C13 1.348(3) 2_666 ?
C5 C7 1.443(2) . ?
C16 C17 1.345(2) . ?
C14 H14 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.329(3) . ?
C19 H19 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.321(3) . ?
C20 H20 0.9500 . ?

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
N9 Se3 N10 92.94(6) . . ?
N1 Se1 N2 92.91(6) . . ?
N6 Se2 N5 92.88(6) . . ?
C15 S2 C13 94.36(8) . . ?
C18 S3 C16 94.52(9) . . ?
C14 S1 C13 94.72(8) . . ?
C21 S6 C17 94.70(9) . . ?
C20 S5 C17 94.75(9) . . ?
C19 S4 C16 94.28(9) . . ?
C1 N1 Se1 106.95(11) . . ?
C9 N9 Se3 107.31(12) . . ?
C2 N2 Se1 107.23(11) . . ?
C5 N5 Se2 107.14(11) . . ?
C10 N10 Se3 107.25(11) . . ?
C6 N6 Se2 107.01(11) . . ?
N1 C1 C2 116.73(15) . . ?
N1 C1 C3 121.41(15) . . ?
C2 C1 C3 121.86(15) . . ?
N9 C9 C10 116.38(15) . . ?
N9 C9 C11 119.89(16) . . ?
C10 C9 C11 123.72(16) . . ?
N2 C2 C1 116.18(14) . . ?
N2 C2 C4 120.73(16) . . ?
C1 C2 C4 123.07(16) . . ?
N6 C6 C5 116.58(15) . . ?
N6 C6 C8 121.66(15) . . ?
C5 C6 C8 121.74(15) . . ?
N12 C12 C10 179.4(2) . . ?
S2 C15 H15 120.9 . . ?
C14 C15 S2 118.22(13) . . ?
C14 C15 H15 120.9 . . ?
S1 C13 S2 115.02(9) . . ?
C13 C13 S2 122.65(16) 2_666 . ?
C13 C13 S1 122.32(16) 2_666 . ?
N5 C5 C6 116.35(15) . . ?
N5 C5 C7 121.10(15) . . ?
C6 C5 C7 122.55(15) . . ?
N7 C7 C5 176.34(19) . . ?
N8 C8 C6 176.36(18) . . ?
S4 C16 S3 114.55(9) . . ?
C17 C16 S3 122.25(13) . . ?
C17 C16 S4 123.20(13) . . ?
N4 C4 C2 177.6(2) . . ?
S1 C14 H14 121.2 . . ?
C15 C14 S1 117.67(13) . . ?
C15 C14 H14 121.2 . . ?
N10 C10 C9 116.12(15) . . ?
N10 C10 C12 119.35(15) . . ?
C9 C10 C12 124.53(15) . . ?
N3 C3 C1 177.3(2) . . ?
S6 C17 S5 114.27(10) . . ?
C16 C17 S6 123.43(13) . . ?
C16 C17 S5 122.28(13) . . ?
S3 C18 H18 121.2 . . ?
C19 C18 S3 117.52(14) . . ?
C19 C18 H18 121.2 . . ?
N11 C11 C9 178.8(2) . . ?
S4 C19 H19 120.9 . . ?
C18 C19 S4 118.28(14) . . ?
C18 C19 H19 120.9 . . ?
S6 C21 H21 120.9 . . ?
C20 C21 S6 118.10(15) . . ?
C20 C21 H21 120.9 . . ?
S5 C20 H20 121.0 . . ?
C21 C20 S5 117.92(15) . . ?
C21 C20 H20 121.0 . . ?

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
Se3 N9 C9 C10 -0.40(18) . . . . ?
Se3 N9 C9 C11 178.67(13) . . . . ?
Se3 N10 C10 C9 -0.37(17) . . . . ?
Se3 N10 C10 C12 178.93(13) . . . . ?
Se1 N1 C1 C2 -0.61(18) . . . . ?
Se1 N1 C1 C3 -179.92(13) . . . . ?
Se1 N2 C2 C1 0.05(18) . . . . ?
Se1 N2 C2 C4 178.56(13) . . . . ?
Se2 N5 C5 C6 0.83(18) . . . . ?
Se2 N5 C5 C7 179.88(13) . . . . ?
Se2 N6 C6 C5 -1.69(18) . . . . ?
Se2 N6 C6 C8 176.89(13) . . . . ?
S2 C15 C14 S1 0.4(2) . . . . ?
S3 C16 C17 S6 -177.44(9) . . . . ?
S3 C16 C17 S5 4.1(2) . . . . ?
S3 C18 C19 S4 0.5(2) . . . . ?
S6 C21 C20 S5 0.9(2) . . . . ?
S4 C16 C17 S6 3.5(2) . . . . ?
S4 C16 C17 S5 -175.04(9) . . . . ?
N1 Se1 N2 C2 -0.32(12) . . . . ?
N1 C1 C2 N2 0.4(2) . . . . ?
N1 C1 C2 C4 -178.08(15) . . . . ?
N9 Se3 N10 C10 0.12(12) . . . . ?
N9 C9 C10 N10 0.5(2) . . . . ?
N9 C9 C10 C12 -178.72(16) . . . . ?
N2 Se1 N1 C1 0.53(12) . . . . ?
N5 Se2 N6 C6 1.79(12) . . . . ?
N10 Se3 N9 C9 0.16(12) . . . . ?
N6 Se2 N5 C5 -1.48(12) . . . . ?
N6 C6 C5 N5 0.6(2) . . . . ?
N6 C6 C5 C7 -178.42(15) . . . . ?
C15 S2 C13 S1 0.57(10) . . . . ?
C15 S2 C13 C13 -179.6(2) . . . 2_666 ?
C13 S2 C15 C14 -0.56(16) . . . . ?
C13 S1 C14 C15 0.05(15) . . . . ?
C8 C6 C5 N5 -177.97(15) . . . . ?
C8 C6 C5 C7 3.0(3) . . . . ?
C16 S3 C18 C19 5.08(16) . . . . ?
C16 S4 C19 C18 -5.86(16) . . . . ?
C14 S1 C13 S2 -0.43(10) . . . . ?
C14 S1 C13 C13 179.70(19) . . . 2_666 ?
C3 C1 C2 N2 179.71(15) . . . . ?
C3 C1 C2 C4 1.2(3) . . . . ?
C17 S6 C21 C20 2.24(18) . . . . ?
C17 S5 C20 C21 -3.58(18) . . . . ?
C18 S3 C16 S4 -8.86(11) . . . . ?
C18 S3 C16 C17 171.97(15) . . . . ?
C11 C9 C10 N10 -178.49(16) . . . . ?
C11 C9 C10 C12 2.2(3) . . . . ?
C19 S4 C16 S3 9.06(11) . . . . ?
C19 S4 C16 C17 -171.78(15) . . . . ?
C21 S6 C17 S5 -4.56(11) . . . . ?
C21 S6 C17 C16 176.83(16) . . . . ?
C20 S5 C17 S6 4.94(11) . . . . ?
C20 S5 C17 C16 -176.43(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
