#------------------------------------------------------------------------------
#$Date: 2025-01-06 14:25:19 +0200 (Mon, 06 Jan 2025) $
#$Revision: 297110 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/74/7717431.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_7717431
loop_
_publ_author_name
'Gonçalves, Ana C R'
'Libardi, Silvia H.'
'Borges, Júlio C'
'Oliveira, Ronaldo J.'
'Gotzmann, Carla'
'Blacque, Olivier'
'de Albuquerque, Sergio'
'Lopes, Carla D.'
'Alberto, Roger'
'Maia, Pedro I. S.'
_publ_section_title
;
 Rhenium(I) and technetium(I) complexes with megazol derivatives: towards
 the development of a theranostic platform for Chagas disease.
;
_journal_issue                   48
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              19153
_journal_page_last               19165
_journal_paper_doi               10.1039/d4dt02714k
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C7 H10 N6 O2 S'
_chemical_formula_sum            'C7 H10 N6 O2 S'
_chemical_formula_weight         242.27
_chemical_name_common            TscH,Me
_chemical_name_systematic
(E)-N-methyl-2-((1-methyl-5-nitro-1H-imidazol-2-yl)methylene)hydrazinecarbothioamide
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-06-26
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-06-28 deposited with the CCDC.	2024-11-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.9473(17)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.83761(15)
_cell_length_b                   10.32677(19)
_cell_length_c                   13.6972(2)
_cell_measurement_reflns_used    5592
_cell_measurement_temperature    160.00(10)
_cell_measurement_theta_max      76.1790
_cell_measurement_theta_min      3.2450
_cell_volume                     1091.95(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3801
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00 -20.00   1.00    1.00    --  -42.74 -37.00   0.00   96
  2  ω    -65.00  30.00   1.00    1.00    --  -42.74  37.00-180.00   95
  3  ω     23.00  98.00   1.00    1.00    --   42.74-125.00 -30.00   75
  4  ω     23.00  98.00   1.00    1.00    --   42.74-125.00-150.00   75
  5  ω     87.00 178.00   1.00    1.00    --  111.00  30.00 -30.00   91
  6  ω     40.00 135.00   1.00    1.00    --  111.00 -45.00-180.00   95
  7  ω     83.00 178.00   1.00    1.00    --  111.00  61.00   0.00   95
  8  ω     36.00 113.00   1.00    1.00    --  111.00-111.00 -90.00   77
  9  ω     30.00 110.00   1.00    1.00    --  111.00 -94.00 -30.00   80
 10  ω    100.00 178.00   1.00    1.00    --  111.00 111.00-150.00   78
 11  ω    100.00 178.00   1.00    1.00    --  111.00 111.00-180.00   78
 12  ω    100.00 178.00   1.00    1.00    --  111.00 111.00-120.00   78
 13  ω     83.00 178.00   1.00    1.00    --  111.00  61.00  30.00   95
 14  ω     83.00 178.00   1.00    1.00    --  111.00  61.00  60.00   95
 15  ω   -113.00 -82.00   1.00    1.00    --  -42.74 -57.00-180.00   31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1427312000
_diffrn_orient_matrix_UB_12      -0.0978529000
_diffrn_orient_matrix_UB_13      -0.0414073000
_diffrn_orient_matrix_UB_21      0.0103347000
_diffrn_orient_matrix_UB_22      -0.0590064000
_diffrn_orient_matrix_UB_23      0.1040601000
_diffrn_orient_matrix_UB_31      -0.1393644000
_diffrn_orient_matrix_UB_32      0.0957683000
_diffrn_orient_matrix_UB_33      0.0219810000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0165
_diffrn_reflns_av_unetI/netI     0.0129
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8233
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.477
_diffrn_reflns_theta_min         5.731
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.656
_exptl_absorpt_correction_T_max  0.763
_exptl_absorpt_correction_T_min  0.615
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019)
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_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.674
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     143
_refine_ls_number_reflns         2225
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0387
_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)+(0.0487P)²+0.6300P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1014
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2105
_reflns_number_total             2225
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt02714k2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7717431--7717436.cif.'
_cod_original_cell_volume        1091.95(4)
_cod_database_code               7717431
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         'C7 H10 N6 O2 S'
_chemical_oxdiff_usercomment     AR34
_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.
;
_shelx_estimated_absorpt_t_max   0.741
_shelx_estimated_absorpt_t_min   0.523
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C6) = Uanis(S1) = Uanis(N6)
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5)
3.b Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C7(H7A,H7B,H7C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.542
_oxdiff_exptl_absorpt_empirical_full_min 0.649
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'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6101(2) 0.41503(16) 0.67368(12) 0.0259(3) Uani 1 1 d . . . . .
C2 C 0.6974(2) 0.52777(16) 0.66490(12) 0.0273(3) Uani 1 1 d . . . . .
H2 H 0.720619 0.593124 0.714222 0.033 Uiso 1 1 calc R U . . .
C4 C 0.68889(19) 0.41985(15) 0.53003(11) 0.0226(3) Uani 1 1 d . . . . .
C3 C 0.5273(3) 0.21702(16) 0.56245(15) 0.0361(4) Uani 1 1 d . . . . .
H3A H 0.517897 0.201942 0.491081 0.054 Uiso 1 1 calc R U . . .
H3B H 0.411914 0.212606 0.580696 0.054 Uiso 1 1 calc R U . . .
H3C H 0.601952 0.150695 0.598957 0.054 Uiso 1 1 calc R U . . .
C5 C 0.7190(2) 0.38142(16) 0.43288(12) 0.0273(3) Uani 1 1 d . . . . .
H5 H 0.681785 0.296871 0.411695 0.033 Uiso 1 1 calc R U . . .
C6 C 0.9143(2) 0.64565(17) 0.33223(13) 0.03205(15) Uani 1 1 d . . . . .
C7 C 0.9803(3) 0.6570(2) 0.16355(15) 0.0432(5) Uani 1 1 d . . . . .
H7A H 0.881753 0.695573 0.119345 0.065 Uiso 1 1 calc R U . . .
H7B H 1.037298 0.593685 0.126678 0.065 Uiso 1 1 calc R U . . .
H7C H 1.063028 0.725135 0.189378 0.065 Uiso 1 1 calc R U . . .
N1 N 0.53958(18) 0.37446(14) 0.75746(11) 0.0310(3) Uani 1 1 d . . . . .
N2 N 0.60251(16) 0.34577(13) 0.58738(10) 0.0238(3) Uani 1 1 d . . . . .
N3 N 0.74525(17) 0.53140(12) 0.57479(10) 0.0245(3) Uani 1 1 d . . . . .
N4 N 0.79059(18) 0.44874(14) 0.37179(10) 0.0287(3) Uani 1 1 d . . . . .
N5 N 0.84580(17) 0.57044(13) 0.39835(10) 0.0261(3) Uani 1 1 d . . . . .
H5A H 0.839(3) 0.599(2) 0.4553(16) 0.031(5) Uiso 1 1 d . . . . .
N6 N 0.9197(2) 0.59313(15) 0.24519(11) 0.03205(15) Uani 1 1 d . . . . .
H6 H 0.885(2) 0.5284(18) 0.2372(13) 0.020(4) Uiso 1 1 d . . . . .
O1 O 0.46547(18) 0.27014(14) 0.75572(10) 0.0424(3) Uani 1 1 d . . . . .
O2 O 0.5601(2) 0.44661(15) 0.82933(11) 0.0555(4) Uani 1 1 d . . . . .
S1 S 0.98093(6) 0.79557(4) 0.36877(3) 0.03205(15) Uani 1 1 d . . . . .
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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 1 0.0524
0 -1 -1 0.0724
-1 -1 -1 0.1101
0 1 0 0.0780
0 -1 0 0.0698
0 1 -1 0.0800
0 -1 1 0.0550
1 0 0 0.1158
-1 0 0 0.1250
0 0 1 0.0687
0 0 -1 0.1104
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N1 126.38(15) . . ?
C2 C1 N2 108.42(13) . . ?
N2 C1 N1 125.20(15) . . ?
C1 C2 H2 125.5 . . ?
N3 C2 C1 109.05(14) . . ?
N3 C2 H2 125.5 . . ?
N2 C4 C5 123.68(14) . . ?
N3 C4 C5 124.20(14) . . ?
N3 C4 N2 112.12(13) . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
C4 C5 H5 116.3 . . ?
N4 C5 C4 127.44(15) . . ?
N4 C5 H5 116.3 . . ?
N5 C6 S1 117.51(13) . . ?
N6 C6 N5 116.25(16) . . ?
N6 C6 S1 126.24(14) . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N6 C7 H7A 109.5 . . ?
N6 C7 H7B 109.5 . . ?
N6 C7 H7C 109.5 . . ?
O1 N1 C1 119.63(15) . . ?
O1 N1 O2 123.27(15) . . ?
O2 N1 C1 117.09(15) . . ?
C1 N2 C3 128.79(14) . . ?
C4 N2 C1 104.63(13) . . ?
C4 N2 C3 126.50(14) . . ?
C4 N3 C2 105.77(13) . . ?
C5 N4 N5 118.66(14) . . ?
C6 N5 H5A 120.5(14) . . ?
N4 N5 C6 119.36(14) . . ?
N4 N5 H5A 120.1(14) . . ?
C6 N6 C7 125.29(17) . . ?
C6 N6 H6 116.5(14) . . ?
C7 N6 H6 118.1(14) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.366(2) . ?
C1 N1 1.420(2) . ?
C1 N2 1.374(2) . ?
C2 H2 0.9500 . ?
C2 N3 1.351(2) . ?
C4 C5 1.447(2) . ?
C4 N2 1.3581(19) . ?
C4 N3 1.343(2) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C3 N2 1.471(2) . ?
C5 H5 0.9500 . ?
C5 N4 1.289(2) . ?
C6 N5 1.371(2) . ?
C6 N6 1.317(2) . ?
C6 S1 1.6823(18) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 N6 1.448(2) . ?
N1 O1 1.222(2) . ?
N1 O2 1.223(2) . ?
N4 N5 1.358(2) . ?
N5 H5A 0.84(2) . ?
N6 H6 0.723(18) . ?
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
C2 H2 O1_$1 0.95 2.42 3.091(2) 127.6 2_656
C5 H5 O1_$2 0.95 2.58 3.259(2) 128.5 4_565
N5 H5A N3 0.84(2) 2.03(2) 2.6986(19) 135.7(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
C1 C2 N3 C4 -0.89(18) . . . . ?
C2 C1 N1 O1 -179.37(16) . . . . ?
C2 C1 N1 O2 -0.8(3) . . . . ?
C2 C1 N2 C4 0.87(17) . . . . ?
C2 C1 N2 C3 177.82(15) . . . . ?
C4 C5 N4 N5 -0.2(3) . . . . ?
C5 C4 N2 C1 177.44(14) . . . . ?
C5 C4 N2 C3 0.4(2) . . . . ?
C5 C4 N3 C2 -177.42(15) . . . . ?
C5 N4 N5 C6 -176.74(15) . . . . ?
N1 C1 C2 N3 179.57(14) . . . . ?
N1 C1 N2 C4 -178.70(14) . . . . ?
N1 C1 N2 C3 -1.8(3) . . . . ?
N2 C1 C2 N3 0.00(18) . . . . ?
N2 C1 N1 O1 0.1(2) . . . . ?
N2 C1 N1 O2 178.74(16) . . . . ?
N2 C4 C5 N4 175.70(15) . . . . ?
N2 C4 N3 C2 1.50(17) . . . . ?
N3 C4 C5 N4 -5.5(3) . . . . ?
N3 C4 N2 C1 -1.48(17) . . . . ?
N3 C4 N2 C3 -178.52(15) . . . . ?
N5 C6 N6 C7 177.48(16) . . . . ?
N6 C6 N5 N4 0.7(2) . . . . ?
S1 C6 N5 N4 -179.94(12) . . . . ?
S1 C6 N6 C7 -1.8(3) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0000 1.0000 1.0000 -0.1393 0.0451 0.1177
-0.0000 -1.0000 -1.0000 0.1393 -0.0451 -0.1177
-1.0000 -1.0000 -1.0000 0.2820 -0.0554 0.0216
-0.0000 1.0000 0.0000 -0.0979 -0.0590 0.0958
0.0000 -1.0000 -0.0000 0.0979 0.0590 -0.0958
-0.0000 1.0000 -1.0000 -0.0564 -0.1631 0.0738
0.0000 -1.0000 1.0000 0.0564 0.1631 -0.0738
1.0000 -0.0000 -0.0000 -0.1427 0.0103 -0.1394
-1.0000 0.0000 0.0000 0.1427 -0.0103 0.1394
0.0000 -0.0000 1.0000 -0.0414 0.1041 0.0220
-0.0000 0.0000 -1.0000 0.0414 -0.1041 -0.0220
