#------------------------------------------------------------------------------
#$Date: 2026-04-05 14:02:58 +0200 (Sun 05 de Apr de 2026) $
#$Revision: 305361 $
#$URL: svn://www.crystallography.net/cod/cif/7/72/02/7720252.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7720252
loop_
_publ_author_name
'Petrasheuskaya, Tatsiana V.'
'Kiss, Márton A'
'Rapta, Peter'
'Fonay, Csenge'
'May, Nóra V'
'Spengler, Gabriella'
'Frank, Éva'
'Enyedy, Éva A'
_publ_section_title
;
 Comparative solution study of imidazole-derived thiosemicarbazone
 complexes: effects of methylation and aromatic conjugation on the redox
 properties, anticancer, and antibacterial activity.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4269
_journal_page_last               4287
_journal_paper_doi               10.1039/d5dt02939b
_journal_volume                  55
_journal_year                    2026
_chemical_formula_moiety         '0.5(C14 H20 N10 S2), Cl'
_chemical_formula_sum            'C7 H10 Cl N5 S'
_chemical_formula_weight         231.710
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_Hall           'C 2c -2'
_space_group_name_H-M_alt        'C m c 21'
_symmetry_Int_Tables_number      36
_audit_creation_date             2025-01-29
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-12-01 deposited with the CCDC.	2026-02-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.6090(9)
_cell_length_b                   21.973(3)
_cell_length_c                   6.9687(8)
_cell_measurement_reflns_used    9103
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      7.460
_cell_measurement_theta_min      3.220
_cell_volume                     1012.0(2)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      125(2)
_diffrn_detector                 'Image Plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'Rigaku IP'
_diffrn_measured_fraction_theta_full 0.9982
_diffrn_measured_fraction_theta_max 0.9985
_diffrn_measurement_device_type  RAXIS-RAPID
_diffrn_measurement_method       dtprofit.ref
_diffrn_radiation_detector       RX
_diffrn_radiation_monochromator  'Graphite Monochromato'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_Laue_measured_fraction_full 0.9982
_diffrn_reflns_Laue_measured_fraction_max 0.9985
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            10290
_diffrn_reflns_point_group_measured_fraction_full 0.9730
_diffrn_reflns_point_group_measured_fraction_max 0.9675
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         3.22
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_exptl_absorpt_coefficient_mu    0.551
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.958
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
'NUMABS, Numerical Absorption correction Program (T.Higashi, 2011)'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_description       needle
_exptl_crystal_F_000             481.323
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.1058
_refine_diff_density_min         -0.3437
_refine_diff_density_rms         0.1213
_refine_ls_abs_structure_details
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.64(3)
_refine_ls_d_res_high            0.7706
_refine_ls_d_res_low             6.3289
_refine_ls_goodness_of_fit_ref   1.0821
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    16
_refine_ls_number_parameters     87
_refine_ls_number_reflns         1222
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.0821
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0444
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0656P)²+0.7439P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1021
_reflns_Friedel_coverage         0.931
_reflns_limit_h_max              8
_reflns_limit_h_min              -8
_reflns_limit_k_max              28
_reflns_limit_k_min              -28
_reflns_limit_l_max              9
_reflns_limit_l_min              -8
_reflns_number_gt                1188
_reflns_number_total             1222
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d5dt02939b2.cif
_cod_data_source_block           Me2ImTFCl
_cod_depositor_comments
'Adding full bibliography for 7720249--7720256.cif.'
_cod_original_sg_symbol_Hall     ' C 2c -2'
_cod_database_code               7720252
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H7a(0.5) H7b(0.5) H7c(0.5) H6a(0.5) H6b(0.5) H6c(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 N5(H5), N4(H4), C4(H4a), C5(H5a)
3.b Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C6(H6a,H6b,H6c)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z+1/2
3 -x,y,z
4 x,-y,z+1/2
5 x+1/2,y+1/2,z
6 -x+1/2,-y+1/2,z+1/2
7 -x+1/2,y+1/2,z
8 x+1/2,-y+1/2,z+1/2
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
S1 S 0.5 0.32178(4) 0.05740(16) 0.0238(2) Uani 1.000000 2 S T P .
Cl1 Cl 0.5 0.05491(4) 0.37352(14) 0.0378(3) Uani 1.000000 2 S T P .
N2 N 0.5 0.28670(14) 0.4115(4) 0.0233(8) Uani 1.000000 2 S T P .
N5 N 0.5 0.14024(17) -0.2859(5) 0.0261(8) Uani 1.000000 2 S T P .
H5 H 0.4999999999999999 0.12870(17) -0.4068(5) 0.0313(10) Uiso 1.000000 2 RS T P
.
N4 N 0.5 0.13715(16) 0.0237(5) 0.0212(8) Uani 1.000000 2 S T P .
H4 H 0.4999999999999999 0.12289(16) 0.1417(5) 0.0255(9) Uiso 1.000000 2 RS T P .
C3 C 0.5 0.19755(19) -0.0266(6) 0.0208(8) Uani 1.000000 2 S T P .
N1 N 0.5 0.39290(15) 0.3711(6) 0.0394(9) Uani 1.000000 2 S T P .
N3 N 0.5 0.23411(14) 0.3031(5) 0.0220(7) Uani 1.000000 2 S T P .
C4 C 0.5 0.20021(19) -0.2229(6) 0.0222(9) Uani 1.000000 2 S T P .
H4a H 0.5000000000000001 0.23582(19) -0.3002(6) 0.0266(11) Uiso 1.000000 2 RS T
P .
C2 C 0.5 0.24471(18) 0.1189(6) 0.0218(8) Uani 1.000000 2 S T P .
C1 C 0.5 0.33641(17) 0.3037(6) 0.0220(8) Uani 1.000000 2 S T P .
C5 C 0.5 0.10336(16) -0.1374(7) 0.0240(8) Uani 1.000000 2 S T P .
H5a H 0.49999999999999994 0.06016(16) -0.1428(7) 0.0288(10) Uiso 1.000000 2 RS T
P .
C7 C 0.5 0.4460(2) 0.2480(8) 0.0411(13) Uani 1.000000 2 S T P .
H7a H 0.424(5) 0.4370(5) 0.130(2) 0.062(2) Uiso 0.500000 1 GR . P -1
H7b H 0.436(5) 0.4801(5) 0.315(2) 0.062(2) Uiso 0.500000 1 GR . P -1
H7c H 0.6396(3) 0.4568(10) 0.215(4) 0.062(2) Uiso 0.500000 1 GR . P -1
C6 C 0.5 0.4031(2) 0.5787(8) 0.0451(12) Uani 1.000000 2 S T P .
H6a H 0.407(5) 0.4363(15) 0.6100(10) 0.0676(18) Uiso 0.500000 1 GR . P -1
H6b H 0.457(7) 0.3659(7) 0.6443(8) 0.0676(18) Uiso 0.500000 1 GR . P -1
H6c H 0.6368(15) 0.414(2) 0.6208(13) 0.0676(18) Uiso 0.500000 1 GR . P -1
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Cl 0.14908 0.15974 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
S 0.12485 0.12449 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.86690 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C2 86.40(19) . . ?
C1 N2 N3 112.3(3) . . ?
C4 N5 H5 125.2(2) . . ?
C5 N5 H5 125.2(2) . . ?
C5 N5 C4 109.6(3) . . ?
C3 N4 H4 125.7(2) . . ?
C5 N4 H4 125.7(2) . . ?
C5 N4 C3 108.7(4) . . ?
C4 C3 N4 107.3(4) . . ?
C2 C3 N4 120.8(4) . . ?
C2 C3 C4 131.9(4) . . ?
C7 N1 C1 122.9(5) . . ?
C6 N1 C1 119.5(4) . . ?
C6 N1 C7 117.5(4) . . ?
C2 N3 N2 112.9(3) . . ?
C3 C4 N5 106.0(4) . . ?
H4a C4 N5 127.0(2) . . ?
H4a C4 C3 127.0(3) . . ?
C3 C2 S1 121.4(3) . . ?
N3 C2 S1 114.5(3) . . ?
N3 C2 C3 124.1(4) . . ?
N2 C1 S1 113.9(3) . . ?
N1 C1 S1 121.3(3) . . ?
N1 C1 N2 124.8(4) . . ?
N4 C5 N5 108.5(3) . . ?
H5a C5 N5 125.8(2) . . ?
H5a C5 N4 125.8(2) . . ?
H7a C7 N1 109.5 . . ?
H7a C7 N1 109.5 3_655 . ?
H7a C7 H7a 61(4) 3_655 . ?
H7b C7 N1 109.5 3_655 . ?
H7b C7 N1 109.5 . . ?
H7b C7 H7a 140.7 . 3_655 ?
H7b C7 H7a 109.5 . . ?
H7b C7 H7a 109.5 3_655 3_655 ?
H7b C7 H7a 140.7 3_655 . ?
H7b C7 H7b 51(4) 3_655 . ?
H7c C7 N1 109.5 3_655 . ?
H7c C7 N1 109.5 . . ?
H7c C7 H7a 109.5 3_655 3_655 ?
H7c C7 H7a 51.2 . 3_655 ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7a 51.2 3_655 . ?
H7c C7 H7b 61.3 . 3_655 ?
H7c C7 H7b 109.5 3_655 3_655 ?
H7c C7 H7b 61.3 3_655 . ?
H7c C7 H7b 109.5 . . ?
H7c C7 H7c 140.7(15) . 3_655 ?
H6a C6 N1 109.5 . . ?
H6a C6 N1 109.5 3_655 . ?
H6a C6 H6a 78(5) 3_655 . ?
H6b C6 N1 109.5 3_655 . ?
H6b C6 N1 109.5 . . ?
H6b C6 H6a 109.5 3_655 3_655 ?
H6b C6 H6a 134.6 . 3_655 ?
H6b C6 H6a 134.6 3_655 . ?
H6b C6 H6a 109.5 . . ?
H6b C6 H6b 34(5) 3_655 . ?
H6c C6 N1 109.5 . . ?
H6c C6 N1 109.5 3_655 . ?
H6c C6 H6a 109.5 3_655 3_655 ?
H6c C6 H6a 34.0 . 3_655 ?
H6c C6 H6a 34.0 3_655 . ?
H6c C6 H6a 109.5 . . ?
H6c C6 H6b 78.1 . 3_655 ?
H6c C6 H6b 109.5 . . ?
H6c C6 H6b 78.1 3_655 . ?
H6c C6 H6b 109.5 3_655 3_655 ?
H6c C6 H6c 135(3) . 3_655 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C2 1.747(4) . ?
S1 C1 1.746(4) . ?
N2 N3 1.381(5) . ?
N2 C1 1.326(5) . ?
N5 H5 0.8800 . ?
N5 C4 1.389(5) . ?
N5 C5 1.315(6) . ?
N4 H4 0.8800 . ?
N4 C3 1.373(6) . ?
N4 C5 1.346(5) . ?
C3 C4 1.369(6) . ?
C3 C2 1.450(5) . ?
N1 C1 1.327(5) . ?
N1 C7 1.448(6) . ?
N1 C6 1.464(7) . ?
N3 C2 1.304(6) . ?
C4 H4a 0.9500 . ?
C5 H5a 0.9500 . ?
C7 H7a 0.9800 . ?
C7 H7a 0.9800 3_655 ?
C7 H7b 0.9800 3_655 ?
C7 H7b 0.9800 . ?
C7 H7c 0.9800 3_655 ?
C7 H7c 0.9800 . ?
C6 H6a 0.9800 . ?
C6 H6a 0.9800 3_655 ?
C6 H6b 0.9800 . ?
C6 H6b 0.9800 3_655 ?
C6 H6c 0.9800 3_655 ?
C6 H6c 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C2 C3 N4 -180.0 . . . . ?
S1 C2 C3 C4 0.0 . . . . ?
S1 C2 N3 N2 0.0 . . . . ?
S1 C1 N2 N3 0.0 . . . . ?
S1 C1 N1 C7 0.0 . . . . ?
S1 C1 N1 C6 -180.0 . . . . ?
N2 N3 C2 C3 180.0 . . . . ?
N2 C1 N1 C7 180.0 . . . . ?
N2 C1 N1 C6 0.0 . . . . ?
N5 C4 C3 N4 -0.0 . . . . ?
N5 C4 C3 C2 -180.0 . . . . ?
N5 C5 N4 C3 -0.0 . . . . ?
N4 C3 C2 N3 0.0 . . . . ?
