# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2366616'
loop_
_audit_author_name
_audit_author_address
'Pedro Ivo da Silva Maia'
;UFTM
Brazil
;
_audit_update_record             
;
2024-06-28 deposited with the CCDC.	2024-11-01 downloaded from the CCDC.
;

_audit_creation_date             2024-06-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            TscH,Me
_chemical_name_systematic        
(E)-N-methyl-2-((1-methyl-5-nitro-1H-imidazol-2-yl)methylene)hydrazinecarbothioamide
_chemical_formula_moiety         'C7 H10 N6 O2 S'
_chemical_formula_sum            'C7 H10 N6 O2 S'
_chemical_formula_weight         242.27
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C7 H10 N6 O2 S'
_chemical_oxdiff_usercomment     AR34
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'

_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                   7.83761(15)
_cell_length_b                   10.32677(19)
_cell_length_c                   13.6972(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.9473(17)
_cell_angle_gamma                90
_cell_volume                     1091.95(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5592
_cell_measurement_temperature    160.00(10)
_cell_measurement_theta_max      76.1790
_cell_measurement_theta_min      3.2450
_shelx_estimated_absorpt_T_max   0.741
_shelx_estimated_absorpt_T_min   0.523
_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_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             504
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

_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
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

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_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_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_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2105
_reflns_number_total             2225
_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       '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)'
_refine_diff_density_max         0.674
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_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_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0387
_refine_ls_restrained_S_all      1.107
_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
_refine_special_details          ?
_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)
;
_atom_sites_solution_hydrogens   mixed
_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
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 . . . . .


_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
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_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_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) . . . . ?

_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
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 2366619'
loop_
_audit_author_name
_audit_author_address
'Pedro Ivo da Silva Maia'
;UFTM
Brazil
;
_audit_update_record             
;
2024-06-28 deposited with the CCDC.	2024-11-01 downloaded from the CCDC.
;
_audit_creation_date             2024-06-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            LH,Me
_chemical_name_systematic        
N-methyl-5-(1-methyl-5-nitro-1H-imidazol-2-yl)-1,3,4-thiadiazol-2-amine
_chemical_formula_moiety         'C7 H8 N6 O2 S'
_chemical_formula_sum            'C7 H8 N6 O2 S'
_chemical_formula_weight         240.25
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C7 H8 N6 O2 S'
_chemical_oxdiff_usercomment     LB3
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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   5.67495(16)
_cell_length_b                   9.4303(2)
_cell_length_c                   18.9778(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.371(3)
_cell_angle_gamma                90
_cell_volume                     1011.17(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5353
_cell_measurement_temperature    159.99(10)
_cell_measurement_theta_max      78.4010
_cell_measurement_theta_min      4.6720
_shelx_estimated_absorpt_T_max   0.894
_shelx_estimated_absorpt_T_min   0.490
_exptl_absorpt_coefficient_mu    2.868
_exptl_absorpt_correction_T_max  0.911
_exptl_absorpt_correction_T_min  0.669
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             496
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 -1 0.0206
0 -1 1 0.0186
0 0 1 0.0297
0 0 -1 0.0167
-3 -2 -4 0.1129
2 0 -1 0.1338
0 1 1 0.0238
0 -1 -1 0.0148
2 -4 -7 0.0754
2 3 7 0.0936

_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
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
0.0001 0.9997 -1.0005 -0.0169 0.1757 0.0466
-0.0001 -0.9997 1.0005 0.0169 -0.1757 -0.0466
-0.0001 0.0005 1.0003 -0.0255 -0.0548 0.0548
0.0001 -0.0005 -1.0003 0.0255 0.0548 -0.0548
-2.9991 -2.0077 -4.0031 -0.5341 0.0443 -0.8031
1.9999 0.0032 -0.9990 0.5060 0.0101 0.1994
-0.0002 1.0007 1.0002 -0.0678 0.0662 0.1561
0.0002 -1.0007 -1.0002 0.0678 -0.0662 -0.1561
2.0007 -4.0005 -7.0006 0.8282 -0.1449 -0.5345
1.9988 3.0076 7.0034 0.1751 -0.0654 0.9416

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9328
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.484
_diffrn_reflns_theta_min         4.681
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      159.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     42.00 128.00   0.50    0.60    --   51.31  38.00  30.00  172
  2  ω     76.00 162.00   0.50    2.40    --   90.00  57.00 -80.46  172
  3  ω     94.00 178.00   0.50    2.40    --  107.75  58.00-102.59  168
  4  ω     98.00 178.00   0.50    2.40    --  107.75  15.00 120.00  160
  5  ω     34.00  88.00   0.50    2.40    --  107.75 -53.00 123.90  108
  6  ω     33.00  82.00   0.50    2.40    --  107.75 -49.00  69.22   98
  7  ω     34.00  84.00   0.50    2.40    --  107.75 -51.00 -29.00  100
  8  ω     30.00  69.00   0.50    2.40    --  107.75 -30.00 -60.00   78
  9  ω     36.00 102.00   0.50    2.40    --  107.75 -59.00-125.76  132
 10  ω     35.00  91.00   0.50    2.40    --  107.75 -55.00 -91.61  112
 11  ω     30.00  69.00   0.50    2.40    --  107.75 -30.00-180.00   78
 12  ω     30.00  69.00   0.50    2.40    --  107.75 -30.00-150.00   78
 13  ω     32.00  77.00   0.50    2.40    --  107.75 -45.00 -90.00   90
 14  ω     30.00  69.00   0.50    2.40    --  107.75 -30.00   0.00   78
 15  ω     35.00  91.00   0.50    2.40    --  107.75 -55.00  25.27  112
 16  ω     30.00  69.00   0.50    2.40    --  107.75 -30.00  90.00   78
 17  ω     30.00  69.00   0.50    2.40    --  107.75 -30.00 150.00   78
 18  ω     28.00 117.00   0.50    2.40    --  107.75 -15.00  90.00  178
 19  ω     40.00 126.00   0.50    0.60    --   54.00  59.00 113.21  172
 20  ω     55.00 141.00   0.50    0.60    --   70.00  60.00-153.54  172
 21  ω    -65.00  21.00   0.50    0.60    --  -51.31  57.00 -30.00  172
 22  ω   -124.00 -37.00   0.50    0.60    --  -51.31 -57.00-180.00  174
 23  ω   -124.00 -37.00   0.50    0.60    --  -51.31 -57.00 -60.00  174
 24  ω   -146.00 -60.00   0.50    2.40    --  -74.00 -59.00-111.65  172
 25  ω   -158.00-113.00   0.50    2.40    --  -86.25 -58.00  41.90   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.2403646000
_diffrn_orient_matrix_UB_12      -0.0423210000
_diffrn_orient_matrix_UB_13      -0.0254188000
_diffrn_orient_matrix_UB_21      -0.0225163000
_diffrn_orient_matrix_UB_22      0.1209071000
_diffrn_orient_matrix_UB_23      -0.0548281000
_diffrn_orient_matrix_UB_31      0.1269005000
_diffrn_orient_matrix_UB_32      0.1013448000
_diffrn_orient_matrix_UB_33      0.0547097000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1862
_reflns_number_total             2026
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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)'
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2026
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0415
_refine_ls_restrained_S_all      1.076
_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)+(0.0606P)²+0.8433P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1162
_refine_special_details          ?
_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.a Aromatic/amide H refined with riding coordinates:
 C2(H2)
2.b Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 1.02105(9) 0.78322(5) 0.51178(3) 0.02715(18) Uani 1 1 d . . . . .
O2 O 0.1534(3) 0.7770(2) 0.74949(10) 0.0457(5) Uani 1 1 d . . . . .
O1 O 0.3910(3) 0.6097(2) 0.79061(10) 0.0464(5) Uani 1 1 d . . . . .
N1 N 0.3336(3) 0.7044(2) 0.74772(10) 0.0321(4) Uani 1 1 d . . . . .
N2 N 0.6652(3) 0.65184(18) 0.67552(9) 0.0260(4) Uani 1 1 d . . . . .
N3 N 0.6320(3) 0.84006(18) 0.60285(9) 0.0278(4) Uani 1 1 d . . . . .
N4 N 1.0818(3) 0.56600(18) 0.59354(9) 0.0263(4) Uani 1 1 d . . . . .
N5 N 1.2547(3) 0.55537(18) 0.54831(9) 0.0268(4) Uani 1 1 d . . . . .
N6 N 1.3977(3) 0.6753(2) 0.45275(10) 0.0287(4) Uani 1 1 d . . . . .
H6 H 1.502(5) 0.616(3) 0.4535(15) 0.043(8) Uiso 1 1 d . . . . .
C1 C 0.4788(4) 0.7343(2) 0.69263(11) 0.0271(4) Uani 1 1 d . . . . .
C2 C 0.4606(4) 0.8481(2) 0.64767(11) 0.0289(4) Uani 1 1 d . . . . .
H2 H 0.345532 0.921197 0.647897 0.035 Uiso 1 1 calc R U . . .
C4 C 0.7510(4) 0.7205(2) 0.62055(11) 0.0244(4) Uani 1 1 d . . . . .
C3 C 0.7510(4) 0.5173(2) 0.70759(13) 0.0365(5) Uani 1 1 d . . . . .
H3A H 0.868932 0.475742 0.679131 0.055 Uiso 1 1 calc R U . . .
H3B H 0.617966 0.451494 0.709297 0.055 Uiso 1 1 calc R U . . .
H3C H 0.823382 0.534855 0.755730 0.055 Uiso 1 1 calc R U . . .
C5 C 0.9474(3) 0.6769(2) 0.58157(10) 0.0245(4) Uani 1 1 d . . . . .
C6 C 1.2471(4) 0.6620(2) 0.50222(11) 0.0257(4) Uani 1 1 d . . . . .
C7 C 1.4075(5) 0.8035(3) 0.41097(13) 0.0386(5) Uani 1 1 d . . . . .
H7A H 1.532125 0.794319 0.378829 0.058 Uiso 1 1 calc R U . . .
H7B H 1.442344 0.884692 0.442496 0.058 Uiso 1 1 calc R U . . .
H7C H 1.254778 0.818296 0.383356 0.058 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C5 1.743(2) . ?
S1 C6 1.740(2) . ?
O2 N1 1.233(3) . ?
O1 N1 1.232(3) . ?
N1 C1 1.419(3) . ?
N2 C1 1.376(3) . ?
N2 C4 1.356(3) . ?
N2 C3 1.471(3) . ?
N3 C2 1.353(3) . ?
N3 C4 1.341(3) . ?
N4 N5 1.367(2) . ?
N4 C5 1.302(3) . ?
N5 C6 1.331(3) . ?
N6 H6 0.82(3) . ?
N6 C6 1.333(3) . ?
N6 C7 1.450(3) . ?
C1 C2 1.368(3) . ?
C2 H2 0.9500 . ?
C4 C5 1.454(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?

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
C6 S1 C5 86.14(9) . . ?
O2 N1 C1 116.74(19) . . ?
O1 N1 O2 123.60(19) . . ?
O1 N1 C1 119.67(19) . . ?
C1 N2 C3 128.48(18) . . ?
C4 N2 C1 104.54(17) . . ?
C4 N2 C3 126.96(18) . . ?
C4 N3 C2 105.32(17) . . ?
C5 N4 N5 113.12(17) . . ?
C6 N5 N4 112.10(16) . . ?
C6 N6 H6 116(2) . . ?
C6 N6 C7 121.58(19) . . ?
C7 N6 H6 121(2) . . ?
N2 C1 N1 125.03(19) . . ?
C2 C1 N1 126.9(2) . . ?
C2 C1 N2 108.11(18) . . ?
N3 C2 C1 109.36(18) . . ?
N3 C2 H2 125.3 . . ?
C1 C2 H2 125.3 . . ?
N2 C4 C5 127.17(18) . . ?
N3 C4 N2 112.67(18) . . ?
N3 C4 C5 120.15(18) . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N4 C5 S1 114.62(15) . . ?
N4 C5 C4 127.08(19) . . ?
C4 C5 S1 118.29(15) . . ?
N5 C6 S1 114.01(15) . . ?
N5 C6 N6 123.39(19) . . ?
N6 C6 S1 122.60(16) . . ?
N6 C7 H7A 109.5 . . ?
N6 C7 H7B 109.5 . . ?
N6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

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
N6 H6 N5_$1 0.82(3) 2.12(3) 2.938(3) 174(3) 3_866
C2 H2 O1_$2 0.95 2.57 3.446(3) 153.1 2_556
C3 H3A N4 0.98 2.28 3.030(3) 132.7 .
C3 H3B O2_$3 0.98 2.43 3.379(3) 162.1 2_546

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
O2 N1 C1 N2 -169.6(2) . . . . ?
O2 N1 C1 C2 10.6(3) . . . . ?
O1 N1 C1 N2 10.4(3) . . . . ?
O1 N1 C1 C2 -169.4(2) . . . . ?
N1 C1 C2 N3 179.44(19) . . . . ?
N2 C1 C2 N3 -0.4(2) . . . . ?
N2 C4 C5 S1 179.14(16) . . . . ?
N2 C4 C5 N4 -2.2(3) . . . . ?
N3 C4 C5 S1 -0.3(3) . . . . ?
N3 C4 C5 N4 178.35(19) . . . . ?
N4 N5 C6 S1 -0.4(2) . . . . ?
N4 N5 C6 N6 179.91(19) . . . . ?
N5 N4 C5 S1 -0.1(2) . . . . ?
N5 N4 C5 C4 -178.88(19) . . . . ?
C1 N2 C4 N3 0.5(2) . . . . ?
C1 N2 C4 C5 -179.01(19) . . . . ?
C2 N3 C4 N2 -0.8(2) . . . . ?
C2 N3 C4 C5 178.79(18) . . . . ?
C4 N2 C1 N1 -179.90(19) . . . . ?
C4 N2 C1 C2 0.0(2) . . . . ?
C4 N3 C2 C1 0.7(2) . . . . ?
C3 N2 C1 N1 1.6(3) . . . . ?
C3 N2 C1 C2 -178.5(2) . . . . ?
C3 N2 C4 N3 179.03(19) . . . . ?
C3 N2 C4 C5 -0.5(3) . . . . ?
C5 S1 C6 N5 0.23(16) . . . . ?
C5 S1 C6 N6 179.96(19) . . . . ?
C5 N4 N5 C6 0.3(2) . . . . ?
C6 S1 C5 N4 -0.05(16) . . . . ?
C6 S1 C5 C4 178.81(17) . . . . ?
C7 N6 C6 S1 10.2(3) . . . . ?
C7 N6 C6 N5 -170.1(2) . . . . ?

_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 1.555
_oxdiff_exptl_absorpt_empirical_full_min 0.570
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2366618'
loop_
_audit_author_name
_audit_author_address
'Pedro Ivo da Silva Maia'
;UFTM
Brazil
;
_audit_update_record             
;
2024-06-28 deposited with the CCDC.	2024-11-01 downloaded from the CCDC.
;

_audit_creation_date             2024-06-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            megazol
_chemical_name_systematic        
5-(1-methyl-5-nitro-1H-imidazol-2-yl)-1,3,4-thiadiazol-2-amine
_chemical_formula_moiety         'C6 H6 N6 O2 S'
_chemical_formula_sum            'C6 H6 N6 O2 S'
_chemical_formula_weight         226.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C6 H6 N6 O2 S'
_chemical_oxdiff_usercomment     EB07-3
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'

_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                   11.6955(10)
_cell_length_b                   5.6150(5)
_cell_length_c                   14.3386(14)
_cell_angle_alpha                90
_cell_angle_beta                 95.919(9)
_cell_angle_gamma                90
_cell_volume                     936.60(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1384
_cell_measurement_temperature    160.00(10)
_cell_measurement_theta_max      72.6000
_cell_measurement_theta_min      6.1910
_shelx_estimated_absorpt_T_max   0.956
_shelx_estimated_absorpt_T_min   0.710
_exptl_absorpt_coefficient_mu    3.058
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_correction_T_min  0.788
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             464
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0064
0 0 -1 0.0074
-5 0 2 0.0431
5 0 -2 0.0124
0 -4 -1 0.0504
-4 3 2 0.0654
1 1 0 0.0478

_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.015
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
-0.0004 -0.0005 1.0004 0.0745 -0.0760 -0.0185
0.0004 0.0005 -1.0004 -0.0745 0.0760 0.0185
-4.9993 -0.0033 1.9897 0.0261 -0.0191 -0.6737
4.9993 0.0033 -1.9897 -0.0261 0.0191 0.6737
0.0044 -3.9994 -1.0152 0.7098 0.8442 0.0281
-4.0026 2.9971 2.0031 -0.5375 -0.6219 -0.5535
0.9987 1.0004 0.0059 -0.1715 -0.2186 0.1249

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0820
_diffrn_reflns_av_unetI/netI     0.0822
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6459
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.442
_diffrn_reflns_theta_min         3.800
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     29.00 123.20   0.60    5.00    --   50.66  77.00 -30.00  157
  2  ω    115.00 172.60   0.60   13.00    --  105.75  15.00   0.00   96
  3  ω    104.80 177.40   0.60   13.00    --  105.75  45.00 120.00  121
  4  ω     92.00 174.20   0.60   13.00    --  105.75  61.00  30.00  137
  5  ω     84.00 111.00   0.60   13.00    --  105.75-111.00-120.00   45
  6  ω     29.00 111.20   0.60   13.00    --  105.75-111.00-180.00  137
  7  ω     35.00 120.20   0.60   13.00    --  105.75 -61.00-150.00  142
  8  ω     33.00 126.00   0.60   13.00    --  105.75 -77.00-150.00  155
  9  ω     29.00 111.20   0.60   13.00    --  105.75-111.00   0.00  137
 10  ω     28.00  67.60   0.60   13.00    --  105.75 -30.00  90.00   66
 11  ω     28.00  67.60   0.60   13.00    --  105.75 -30.00 150.00   66
 12  ω     94.00 130.00   0.60   13.00    --  105.75-142.00 163.00   60
 13  ω     48.00  76.20   0.60   13.00    --  105.75-142.00 163.00   47
 14  ω     28.00  53.20   0.60   13.00    --  105.75 -30.00-120.00   42
 15  ω     30.00 108.00   0.60   13.00    --  105.75 -94.00-150.00  130
 16  ω    -92.00  -9.80   0.60    5.00    --  -50.66 125.00  60.00  137
 17  ω   -123.00 -37.80   0.60    5.00    --  -50.66 -57.00   0.00  142
 18  ω   -125.00 -71.00   0.60    5.00    --  -50.66-125.00   0.00   90
 19  ω   -125.00 -71.00   0.60    5.00    --  -50.66-125.00 120.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0245181000
_diffrn_orient_matrix_UB_12      -0.1963309000
_diffrn_orient_matrix_UB_13      0.0743979000
_diffrn_orient_matrix_UB_21      -0.0263276000
_diffrn_orient_matrix_UB_22      -0.1918038000
_diffrn_orient_matrix_UB_23      -0.0760901000
_diffrn_orient_matrix_UB_31      0.1274159000
_diffrn_orient_matrix_UB_32      -0.0022113000
_diffrn_orient_matrix_UB_33      -0.0184275000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1324
_reflns_number_total             1882
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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)'
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1882
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0475
_refine_ls_restrained_S_all      1.014
_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)+(0.0544P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1099
_refine_ls_wR_factor_ref         0.1217
_refine_special_details          ?
_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.a Aromatic/amide H refined with riding coordinates:
 C2(H2)
2.b Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 0.8373(3) 0.5703(5) 0.6925(2) 0.0355(7) Uani 1 1 d . . . . .
C2 C 0.7748(3) 0.5472(6) 0.7665(3) 0.0393(8) Uani 1 1 d . . . . .
H2 H 0.779264 0.649189 0.819611 0.047 Uiso 1 1 calc R U . . .
C4 C 0.7255(2) 0.2652(5) 0.6696(2) 0.0298(6) Uani 1 1 d . . . . .
C3 C 0.8527(3) 0.3383(7) 0.5407(3) 0.0464(8) Uani 1 1 d . . . . .
H3A H 0.932954 0.287323 0.552685 0.070 Uiso 1 1 calc R U . . .
H3B H 0.848294 0.481903 0.501598 0.070 Uiso 1 1 calc R U . . .
H3C H 0.807236 0.211056 0.508030 0.070 Uiso 1 1 calc R U . . .
C5 C 0.6576(3) 0.0675(5) 0.6300(2) 0.0303(6) Uani 1 1 d . . . . .
C6 C 0.5109(2) -0.2241(5) 0.5976(2) 0.0284(6) Uani 1 1 d . . . . .
N1 N 0.9168(2) 0.7565(5) 0.6781(2) 0.0439(7) Uani 1 1 d . . . . .
N2 N 0.8069(2) 0.3903(5) 0.63001(19) 0.0330(6) Uani 1 1 d . . . . .
N3 N 0.7049(2) 0.3550(5) 0.75254(19) 0.0355(6) Uani 1 1 d . . . . .
N4 N 0.6805(2) -0.0800(5) 0.56422(18) 0.0341(6) Uani 1 1 d . . . . .
N5 N 0.5959(2) -0.2504(5) 0.54530(18) 0.0335(6) Uani 1 1 d . . . . .
N6 N 0.4177(2) -0.3644(5) 0.5926(2) 0.0350(6) Uani 1 1 d . . . . .
O1 O 0.9724(2) 0.7500(5) 0.6105(2) 0.0594(8) Uani 1 1 d . . . . .
O2 O 0.9240(2) 0.9160(5) 0.7371(2) 0.0576(8) Uani 1 1 d . . . . .
S1 S 0.52807(6) 0.01237(13) 0.67558(5) 0.0318(2) Uani 1 1 d . . . . .
H6A H 0.415(3) -0.495(7) 0.554(3) 0.038(9) Uiso 1 1 d . . . . .
H6B H 0.368(4) -0.338(7) 0.638(3) 0.051(11) Uiso 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
C1 C2 1.355(5) . ?
C1 N1 1.429(4) . ?
C1 N2 1.373(4) . ?
C2 H2 0.9500 . ?
C2 N3 1.356(4) . ?
C4 C5 1.447(4) . ?
C4 N2 1.354(4) . ?
C4 N3 1.336(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C3 N2 1.468(4) . ?
C5 N4 1.304(4) . ?
C5 S1 1.738(3) . ?
C6 N5 1.314(4) . ?
C6 N6 1.341(4) . ?
C6 S1 1.734(3) . ?
N1 O1 1.222(4) . ?
N1 O2 1.229(4) . ?
N4 N5 1.383(4) . ?
N6 H6A 0.92(4) . ?
N6 H6B 0.93(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
C2 C1 N1 126.5(3) . . ?
C2 C1 N2 108.5(3) . . ?
N2 C1 N1 124.9(3) . . ?
C1 C2 H2 125.5 . . ?
C1 C2 N3 109.0(3) . . ?
N3 C2 H2 125.5 . . ?
N2 C4 C5 127.9(3) . . ?
N3 C4 C5 119.8(3) . . ?
N3 C4 N2 112.2(3) . . ?
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 S1 117.0(2) . . ?
N4 C5 C4 128.8(3) . . ?
N4 C5 S1 114.2(2) . . ?
N5 C6 N6 124.2(3) . . ?
N5 C6 S1 114.2(2) . . ?
N6 C6 S1 121.6(2) . . ?
O1 N1 C1 120.1(3) . . ?
O1 N1 O2 124.3(3) . . ?
O2 N1 C1 115.6(3) . . ?
C1 N2 C3 128.6(3) . . ?
C4 N2 C1 104.7(3) . . ?
C4 N2 C3 126.8(3) . . ?
C4 N3 C2 105.7(3) . . ?
C5 N4 N5 112.7(3) . . ?
C6 N5 N4 112.2(2) . . ?
C6 N6 H6A 118(2) . . ?
C6 N6 H6B 116(3) . . ?
H6A N6 H6B 125(3) . . ?
C6 S1 C5 86.66(14) . . ?

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
N6 H6A N5_$1 0.92(4) 2.01(4) 2.924(4) 172(3) 3_646
N6 H6B N3_$2 0.93(4) 2.15(4) 3.026(4) 156(4) 2_646

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 -0.5(3) . . . . ?
C2 C1 N1 O1 176.2(3) . . . . ?
C2 C1 N1 O2 -3.8(5) . . . . ?
C2 C1 N2 C4 0.4(3) . . . . ?
C2 C1 N2 C3 -178.6(3) . . . . ?
C4 C5 N4 N5 179.0(3) . . . . ?
C4 C5 S1 C6 -179.3(2) . . . . ?
C5 C4 N2 C1 174.7(3) . . . . ?
C5 C4 N2 C3 -6.3(5) . . . . ?
C5 C4 N3 C2 -175.1(3) . . . . ?
C5 N4 N5 C6 0.4(4) . . . . ?
N1 C1 C2 N3 176.8(3) . . . . ?
N1 C1 N2 C4 -176.4(3) . . . . ?
N1 C1 N2 C3 4.6(5) . . . . ?
N2 C1 C2 N3 0.1(4) . . . . ?
N2 C1 N1 O1 -7.6(5) . . . . ?
N2 C1 N1 O2 172.5(3) . . . . ?
N2 C4 C5 N4 23.4(5) . . . . ?
N2 C4 C5 S1 -157.4(2) . . . . ?
N2 C4 N3 C2 0.7(3) . . . . ?
N3 C4 C5 N4 -161.5(3) . . . . ?
N3 C4 C5 S1 17.7(4) . . . . ?
N3 C4 N2 C1 -0.7(3) . . . . ?
N3 C4 N2 C3 178.3(3) . . . . ?
N4 C5 S1 C6 0.0(2) . . . . ?
N5 C6 S1 C5 0.2(2) . . . . ?
N6 C6 N5 N4 179.4(3) . . . . ?
N6 C6 S1 C5 -179.6(3) . . . . ?
S1 C5 N4 N5 -0.3(3) . . . . ?
S1 C6 N5 N4 -0.4(3) . . . . ?

_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.320
_oxdiff_exptl_absorpt_empirical_full_min 0.753
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2366617'
loop_
_audit_author_name
_audit_author_address
'Pedro Ivo da Silva Maia'
;UFTM
Brazil
;
_audit_update_record             
;
2024-06-28 deposited with the CCDC.	2024-11-01 downloaded from the CCDC.
;
_audit_creation_date             2024-06-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            TscMe,Me
_chemical_name_systematic        
(E)-N,N-dimethyl-2-((1-methyl-5-nitro-1H-imidazol-2-yl)methylene)hydrazinecarbothioamide
_chemical_formula_moiety         'C8 H12 N6 O2 S'
_chemical_formula_sum            'C8 H12 N6 O2 S'
_chemical_formula_weight         256.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C8 H12 N6 O2 S'
_chemical_oxdiff_usercomment     yellow
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   6.7222(3)
_cell_length_b                   28.6428(14)
_cell_length_c                   6.0461(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.054(5)
_cell_angle_gamma                90
_cell_volume                     1118.73(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8416
_cell_measurement_temperature    159.95(10)
_cell_measurement_theta_max      32.3130
_cell_measurement_theta_min      2.8690
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.895
_exptl_absorpt_coefficient_mu    0.291
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.920
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             536
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0394
0 -1 0 0.0304
-1 -1 0 0.0765
1 1 0 0.0765
0 -1 5 0.1625
3 4 -5 0.1666
-4 -5 4 0.1760
3 -5 -3 0.1445
1 -5 0 0.0510

_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.07
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 0.9999 -0.0000 -0.0242 0.0005 0.0052
0.0000 -0.9999 0.0000 0.0242 -0.0005 -0.0052
-1.0001 -0.9975 0.0002 0.0147 0.0953 -0.0579
1.0001 0.9975 -0.0002 -0.0147 -0.0953 0.0579
-0.0007 -0.9993 4.9996 -0.0736 -0.4336 -0.4239
3.0012 3.9917 -5.0002 0.0294 0.1476 0.5977
-4.0012 -4.9893 4.0005 0.0049 0.0343 -0.5719
3.0010 -5.0070 -3.0002 0.2082 -0.0298 0.3838
1.0002 -5.0018 -0.0001 0.1305 -0.0981 0.0270

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            20845
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.363
_diffrn_reflns_theta_min         2.845
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      159.95(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4498
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -49.00  55.00   0.80   25.00    --  -17.65  77.00-120.00  130
  2  ω    -49.00  55.00   0.80   25.00    --  -17.65  77.00-180.00  130
  3  ω    -13.00  91.00   0.80   25.00    --   18.44  77.00-150.00  130
  4  ω    -13.00  91.00   0.80   25.00    --   18.44  77.00 -30.00  130
  5  ω    -13.00  91.00   0.80   25.00    --   18.44  77.00  90.00  130
  6  ω   -104.00 -36.00   0.80   25.00    --  -17.65-178.00 -60.00   85
  7  ω     35.00 103.80   0.80   25.00    --   18.44 178.00  90.00   86
  8  ω    -25.00  10.20   0.80   25.00    --   18.44 -99.00   0.00   44
  9  ω     35.00 103.80   0.80   25.00    --   18.44 178.00-150.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0094154000
_diffrn_orient_matrix_UB_12      -0.0242152000
_diffrn_orient_matrix_UB_13      -0.0195659000
_diffrn_orient_matrix_UB_21      -0.0957848000
_diffrn_orient_matrix_UB_22      0.0004647000
_diffrn_orient_matrix_UB_23      -0.0866452000
_diffrn_orient_matrix_UB_31      0.0527776000
_diffrn_orient_matrix_UB_32      0.0051595000
_diffrn_orient_matrix_UB_33      -0.0837440000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2003
_reflns_number_total             2288
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    ?
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         2288
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0298
_refine_ls_restrained_S_all      1.057
_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)+(0.0350P)²+0.4736P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0745
_refine_ls_wR_factor_ref         0.0782
_refine_special_details          ?
_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.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5A)
2.b Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 0.26276(6) 0.43614(2) -0.26930(6) 0.02916(12) Uani 1 1 d . . . . .
O1 O 0.65352(17) 0.28008(4) 1.14915(19) 0.0346(3) Uani 1 1 d . . . . .
O2 O 0.96933(17) 0.28769(4) 1.1278(2) 0.0382(3) Uani 1 1 d . . . . .
N1 N 0.78139(19) 0.29367(4) 1.0521(2) 0.0259(3) Uani 1 1 d . . . . .
N2 N 0.50995(17) 0.31854(4) 0.7069(2) 0.0208(3) Uani 1 1 d . . . . .
N3 N 0.69912(18) 0.36401(4) 0.5414(2) 0.0233(3) Uani 1 1 d . . . . .
N4 N 0.31356(18) 0.38037(4) 0.1551(2) 0.0259(3) Uani 1 1 d . . . . .
N5 N 0.48893(19) 0.40083(4) 0.1326(2) 0.0238(3) Uani 1 1 d . . . . .
N6 N 0.66811(19) 0.44431(4) -0.0619(2) 0.0255(3) Uani 1 1 d . . . . .
C1 C 0.7121(2) 0.31831(5) 0.8406(2) 0.0220(3) Uani 1 1 d . . . . .
C2 C 0.8254(2) 0.34643(5) 0.7383(2) 0.0235(3) Uani 1 1 d . . . . .
H2 H 0.966273 0.352482 0.794879 0.028 Uiso 1 1 calc R U . . .
C4 C 0.5102(2) 0.34662(5) 0.5255(2) 0.0211(3) Uani 1 1 d . . . . .
C3 C 0.3330(2) 0.29249(5) 0.7426(3) 0.0264(3) Uani 1 1 d . . . . .
H3A H 0.373730 0.260831 0.783814 0.040 Uiso 1 1 calc R U . . .
H3B H 0.221556 0.292789 0.603342 0.040 Uiso 1 1 calc R U . . .
H3C H 0.288144 0.306838 0.864104 0.040 Uiso 1 1 calc R U . . .
C5 C 0.3272(2) 0.35605(5) 0.3385(2) 0.0254(3) Uani 1 1 d . . . . .
H5A H 0.204409 0.343015 0.352186 0.030 Uiso 1 1 calc R U . . .
C6 C 0.4835(2) 0.42732(5) -0.0594(2) 0.0227(3) Uani 1 1 d . . . . .
C7 C 0.8558(2) 0.43765(6) 0.1285(3) 0.0314(3) Uani 1 1 d . . . . .
H7A H 0.847666 0.456493 0.257036 0.047 Uiso 1 1 calc R U . . .
H7B H 0.974685 0.446709 0.080075 0.047 Uiso 1 1 calc R U . . .
H7C H 0.867832 0.405375 0.173121 0.047 Uiso 1 1 calc R U . . .
C8 C 0.6903(3) 0.47413(6) -0.2500(3) 0.0320(4) Uani 1 1 d . . . . .
H8A H 0.588352 0.465611 -0.389550 0.048 Uiso 1 1 calc R U . . .
H8B H 0.826198 0.470186 -0.269753 0.048 Uiso 1 1 calc R U . . .
H8C H 0.671028 0.506167 -0.214088 0.048 Uiso 1 1 calc R U . . .
H5 H 0.602(3) 0.3977(6) 0.245(3) 0.032(5) Uiso 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
S1 C6 1.6836(14) . ?
O1 N1 1.2304(17) . ?
O2 N1 1.2309(16) . ?
N1 C1 1.4214(18) . ?
N2 C1 1.3755(17) . ?
N2 C4 1.3600(18) . ?
N2 C3 1.4700(17) . ?
N3 C2 1.3537(18) . ?
N3 C4 1.3428(18) . ?
N4 N5 1.3567(17) . ?
N4 C5 1.2914(19) . ?
N5 C6 1.3786(19) . ?
N5 H5 0.873(19) . ?
N6 C6 1.3370(19) . ?
N6 C7 1.4664(19) . ?
N6 C8 1.4624(19) . ?
C1 C2 1.368(2) . ?
C2 H2 0.9300 . ?
C4 C5 1.4475(19) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C5 H5A 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 N1 O2 123.98(13) . . ?
O1 N1 C1 119.18(12) . . ?
O2 N1 C1 116.83(13) . . ?
C1 N2 C3 128.24(12) . . ?
C4 N2 C1 104.81(11) . . ?
C4 N2 C3 126.87(12) . . ?
C4 N3 C2 105.99(12) . . ?
C5 N4 N5 117.52(12) . . ?
N4 N5 C6 120.05(12) . . ?
N4 N5 H5 118.4(12) . . ?
C6 N5 H5 121.5(12) . . ?
C6 N6 C7 122.91(13) . . ?
C6 N6 C8 121.07(13) . . ?
C8 N6 C7 115.84(12) . . ?
N2 C1 N1 123.78(12) . . ?
C2 C1 N1 127.87(13) . . ?
C2 C1 N2 108.32(12) . . ?
N3 C2 C1 108.93(12) . . ?
N3 C2 H2 125.5 . . ?
C1 C2 H2 125.5 . . ?
N2 C4 C5 123.36(12) . . ?
N3 C4 N2 111.94(12) . . ?
N3 C4 C5 124.70(13) . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N4 C5 C4 127.92(13) . . ?
N4 C5 H5A 116.0 . . ?
C4 C5 H5A 116.0 . . ?
N5 C6 S1 121.99(11) . . ?
N6 C6 S1 124.35(11) . . ?
N6 C6 N5 113.66(12) . . ?
N6 C7 H7A 109.5 . . ?
N6 C7 H7B 109.5 . . ?
N6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N6 C8 H8A 109.5 . . ?
N6 C8 H8B 109.5 . . ?
N6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

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
C5 H5A O2_$1 0.93 2.38 3.0901(18) 133.0 1_454
N5 H5 N3 0.873(19) 1.983(18) 2.6995(17) 138.5(16) .

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
O1 N1 C1 N2 -16.5(2) . . . . ?
O1 N1 C1 C2 161.15(14) . . . . ?
O2 N1 C1 N2 164.21(13) . . . . ?
O2 N1 C1 C2 -18.2(2) . . . . ?
N1 C1 C2 N3 -178.55(13) . . . . ?
N2 C1 C2 N3 -0.63(16) . . . . ?
N2 C4 C5 N4 -176.68(14) . . . . ?
N3 C4 C5 N4 3.0(2) . . . . ?
N4 N5 C6 S1 0.97(18) . . . . ?
N4 N5 C6 N6 -178.28(12) . . . . ?
N5 N4 C5 C4 -1.6(2) . . . . ?
C1 N2 C4 N3 -0.75(15) . . . . ?
C1 N2 C4 C5 178.97(13) . . . . ?
C2 N3 C4 N2 0.38(16) . . . . ?
C2 N3 C4 C5 -179.34(13) . . . . ?
C4 N2 C1 N1 178.85(13) . . . . ?
C4 N2 C1 C2 0.83(15) . . . . ?
C4 N3 C2 C1 0.16(16) . . . . ?
C3 N2 C1 N1 -4.1(2) . . . . ?
C3 N2 C1 C2 177.88(13) . . . . ?
C3 N2 C4 N3 -177.86(12) . . . . ?
C3 N2 C4 C5 1.9(2) . . . . ?
C5 N4 N5 C6 -179.80(13) . . . . ?
C7 N6 C6 S1 177.27(11) . . . . ?
C7 N6 C6 N5 -3.50(19) . . . . ?
C8 N6 C6 S1 2.3(2) . . . . ?
C8 N6 C6 N5 -178.50(12) . . . . ?

_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 1.143
_oxdiff_exptl_absorpt_empirical_full_min 0.854
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2366620'
loop_
_audit_author_name
_audit_author_address
'Pedro Ivo da Silva Maia'
;UFTM
Brazil
;
_audit_update_record             
;
2024-06-28 deposited with the CCDC.	2024-11-01 downloaded from the CCDC.
;
_audit_creation_date             2024-06-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            '[ReBr(CO)3(LH,H)]'
_chemical_name_systematic        
'(5-(1-methyl-5-nitro-1H-imidazol-2-yl)-1,3,4-thiadiazol-2-amine)bromotricarbonylrhenium(I) acetone solvate'
_chemical_formula_moiety         'C9 H6 Br N6 O5 Re S, C3 H6 O'
_chemical_formula_sum            'C12 H12 Br N6 O6 Re S'
_chemical_formula_weight         634.45
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H12 Br N6 O6 Re S'
_chemical_oxdiff_usercomment     'EB04 complex yellow crystal'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -5.2083 5.8923 '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'

_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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   14.8493(2)
_cell_length_b                   11.36270(10)
_cell_length_c                   11.34830(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1914.78(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15740
_cell_measurement_temperature    160.00(10)
_cell_measurement_theta_max      78.1750
_cell_measurement_theta_min      3.8990
_shelx_estimated_absorpt_T_max   0.737
_shelx_estimated_absorpt_T_min   0.226
_exptl_absorpt_coefficient_mu    16.277
_exptl_absorpt_correction_T_max  0.771
_exptl_absorpt_correction_T_min  0.274
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.201
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1200
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0072
0 1 0 0.0092
1 0 0 0.0300
-1 0 0 0.0300
0 0 -1 0.0640
5 0 4 0.0495
-5 1 4 0.0482
5 1 -2 0.0387
0 -5 -3 0.0293

_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
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
-0.0010 -0.9995 0.0002 -0.1345 0.0018 -0.0162
0.0010 0.9995 -0.0002 0.1345 -0.0018 0.0162
1.0008 -0.0006 0.0011 0.0116 -0.0258 -0.0999
-1.0008 0.0006 -0.0011 -0.0116 0.0258 0.0999
0.0030 0.0002 -1.0000 0.0057 0.1314 -0.0334
4.9920 -0.0038 4.0052 0.0351 -0.6548 -0.3659
-5.0154 1.0016 3.9943 0.0536 -0.3985 0.6492
5.0113 0.9969 -1.9948 0.2040 0.1320 -0.5501
0.0042 -4.9968 -2.9988 -0.6556 0.4033 -0.1810

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            17726
_diffrn_reflns_point_group_measured_fraction_full 0.942
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.242
_diffrn_reflns_theta_min         4.901
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -61.00  25.00   0.50   10.00    --  -51.66  38.00 120.00  172
  2  ω     -6.00  80.00   0.50   10.00    --    8.00  59.00 148.61  172
  3  ω     12.00  98.00   0.50   20.00    --   84.00 -59.00  47.95  172
  4  ω     28.00  69.00   0.50   20.00    --  105.75 -30.00 -60.00   82
  5  ω     30.00  77.00   0.50   20.00    --  105.75 -45.00-120.00   94
  6  ω     33.00  93.00   0.50   20.00    --  105.75 -56.00-138.50  120
  7  ω     28.00  69.00   0.50   20.00    --  105.75 -30.00 -90.00   82
  8  ω     28.00  69.00   0.50   20.00    --  105.75 -30.00 -30.00   82
  9  ω     34.00 121.00   0.50   20.00    --  105.75 -60.00  27.82  174
 10  ω     33.00  91.00   0.50   20.00    --  105.75 -55.00 112.00  116
 11  ω     34.00 121.00   0.50   20.00    --  105.75 -60.00  10.11  174
 12  ω     30.00  77.00   0.50   20.00    --  105.75 -45.00 -90.00   94
 13  ω     34.00  98.00   0.50   20.00    --  105.75 -58.00 -32.13  128
 14  ω     28.00  69.00   0.50   20.00    --  105.75 -30.00  30.00   82
 15  ω     28.00  69.00   0.50   20.00    --  105.75 -30.00  90.00   82
 16  ω     26.00 116.00   0.50   20.00    --  105.75 -15.00 150.00  180
 17  ω     34.00 121.00   0.50   20.00    --  105.75 -60.00  65.48  174
 18  ω     34.00 121.00   0.50   20.00    --  105.75 -60.00  89.06  174
 19  ω     53.00 139.00   0.50   10.00    --   68.00  60.00-177.66  172
 20  ω   -132.00 -46.00   0.50   10.00    --  -60.00 -59.00 -31.09  172
 21  ω   -137.00 -51.00   0.50   10.00    --  -64.00 -55.00  69.78  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0116834000
_diffrn_orient_matrix_UB_12      0.1346046000
_diffrn_orient_matrix_UB_13      -0.0056597000
_diffrn_orient_matrix_UB_21      -0.0256483000
_diffrn_orient_matrix_UB_22      -0.0018000000
_diffrn_orient_matrix_UB_23      -0.1315295000
_diffrn_orient_matrix_UB_31      -0.0998359000
_diffrn_orient_matrix_UB_32      0.0162792000
_diffrn_orient_matrix_UB_33      0.0330971000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.792
_reflns_Friedel_fraction_full    0.885
_reflns_Friedel_fraction_max     0.879
_reflns_number_gt                3187
_reflns_number_total             3301
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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)'
_refine_diff_density_max         1.561
_refine_diff_density_min         -0.810
_refine_diff_density_rms         0.084
_refine_ls_abs_structure_details 
;
 Flack x determined using 1370 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.032(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3301
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0211
_refine_ls_restrained_S_all      1.099
_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)+(0.0420P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0555
_refine_ls_wR_factor_ref         0.0558
_refine_special_details          ?
_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
C22 \\sim C21 \\sim C23: within 2A with sigma of 0.005 and sigma for terminal
atoms of 0.01 within 2A
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2)
3.b Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   mixed
_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
Br1 Br 0.39947(4) 0.14394(6) -0.14838(6) 0.03289(15) Uani 1 1 d . . . . .
C12 C 0.3389(5) 0.2325(6) 0.1236(6) 0.0332(14) Uani 1 1 d . . . . .
C11 C 0.4900(5) 0.3334(5) 0.0354(6) 0.0323(16) Uani 1 1 d . . . . .
C13 C 0.4984(5) 0.1877(5) 0.2296(6) 0.0299(14) Uani 1 1 d . . . . .
C6 C 0.7109(4) 0.0768(6) -0.0727(5) 0.0275(13) Uani 1 1 d . . . . .
C5 C 0.5828(4) -0.0216(5) 0.0098(5) 0.0247(12) Uani 1 1 d . . . . .
C4 C 0.5062(4) -0.0823(5) 0.0600(6) 0.0242(11) Uani 1 1 d . . . . .
C1 C 0.4088(5) -0.2006(6) 0.1389(5) 0.0305(14) Uani 1 1 d . . . . .
C2 C 0.3745(4) -0.0897(6) 0.1426(5) 0.0272(13) Uani 1 1 d . . . . .
H2 H 0.318755 -0.068368 0.173216 0.033 Uiso 1 1 calc R U . . .
C3 C 0.5543(4) -0.2935(6) 0.0585(9) 0.0340(15) Uani 1 1 d . . . . .
H3A H 0.601380 -0.265391 0.007819 0.051 Uiso 1 1 calc R U . . .
H3B H 0.522034 -0.355622 0.019710 0.051 Uiso 1 1 calc R U . . .
H3C H 0.580018 -0.322683 0.130339 0.051 Uiso 1 1 calc R U . . .
N4 N 0.5762(4) 0.0927(5) 0.0058(5) 0.0259(10) Uani 1 1 d . . . . .
N5 N 0.6482(4) 0.1517(5) -0.0410(5) 0.0295(12) Uani 1 1 d . . . . .
N6 N 0.7882(4) 0.1082(5) -0.1235(5) 0.0359(14) Uani 1 1 d . . . . .
N3 N 0.4362(3) -0.0147(4) 0.0933(4) 0.0243(11) Uani 1 1 d . . . . .
N2 N 0.4919(4) -0.1962(4) 0.0854(6) 0.0276(12) Uani 1 1 d . . . . .
N1 N 0.3687(5) -0.3052(6) 0.1839(6) 0.0378(15) Uani 1 1 d . . . . .
O12 O 0.2723(3) 0.2689(5) 0.1578(5) 0.0509(14) Uani 1 1 d . . . . .
O11 O 0.5126(4) 0.4261(5) 0.0136(6) 0.0524(14) Uani 1 1 d . . . . .
O13 O 0.5216(4) 0.1944(5) 0.3211(5) 0.0467(13) Uani 1 1 d . . . . .
O1 O 0.4141(5) -0.3941(5) 0.1952(6) 0.0557(15) Uani 1 1 d . . . . .
O2 O 0.2881(4) -0.2975(5) 0.2093(6) 0.0470(13) Uani 1 1 d . . . . .
Re1 Re 0.45364(2) 0.17404(2) 0.06995(4) 0.02450(10) Uani 1 1 d . . . . .
S1 S 0.68315(11) -0.07286(13) -0.04734(14) 0.0296(3) Uani 1 1 d . . . . .
C21 C 0.3149(6) -0.4457(7) -0.1084(7) 0.0434(17) Uani 1 1 d . U . . .
C22 C 0.2360(9) -0.5110(12) -0.0672(12) 0.088(3) Uani 1 1 d . U . . .
H22A H 0.255270 -0.579968 -0.025403 0.132 Uiso 1 1 calc R U . . .
H22B H 0.199954 -0.533835 -0.133618 0.132 Uiso 1 1 calc R U . . .
H22C H 0.201052 -0.461983 -0.015697 0.132 Uiso 1 1 calc R U . . .
C23 C 0.3638(8) -0.4974(9) -0.2080(9) 0.068(2) Uani 1 1 d . U . . .
H23A H 0.333480 -0.477988 -0.280175 0.102 Uiso 1 1 calc R U . . .
H23B H 0.365950 -0.581354 -0.199143 0.102 Uiso 1 1 calc R U . . .
H23C H 0.424006 -0.466635 -0.210014 0.102 Uiso 1 1 calc R U . . .
O21 O 0.3394(5) -0.3547(6) -0.0628(6) 0.0581(16) Uani 1 1 d . . . . .
H6A H 0.788(10) 0.191(13) -0.128(17) 0.13(6) Uiso 1 1 d . . . . .
H6B H 0.836(8) 0.063(10) -0.134(10) 0.08(3) Uiso 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
Br1 Re1 2.6274(8) . ?
C12 O12 1.140(9) . ?
C12 Re1 1.927(7) . ?
C11 O11 1.133(8) . ?
C11 Re1 1.930(6) . ?
C13 O13 1.097(9) . ?
C13 Re1 1.936(7) . ?
C6 N5 1.312(9) . ?
C6 N6 1.333(8) . ?
C6 S1 1.773(7) . ?
C5 C4 1.447(8) . ?
C5 N4 1.303(8) . ?
C5 S1 1.726(6) . ?
C4 N3 1.347(8) . ?
C4 N2 1.343(8) . ?
C1 C2 1.360(10) . ?
C1 N2 1.376(10) . ?
C1 N1 1.424(9) . ?
C2 H2 0.9300 . ?
C2 N3 1.371(8) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 N2 1.474(8) . ?
N4 N5 1.369(8) . ?
N4 Re1 2.168(5) . ?
N6 H6A 0.94(15) . ?
N6 H6B 0.88(12) . ?
N3 Re1 2.177(5) . ?
N1 O1 1.221(9) . ?
N1 O2 1.234(9) . ?
C21 C22 1.463(14) . ?
C21 C23 1.467(12) . ?
C21 O21 1.212(10) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

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
O12 C12 Re1 178.0(6) . . ?
O11 C11 Re1 178.6(7) . . ?
O13 C13 Re1 178.1(7) . . ?
N5 C6 N6 123.8(6) . . ?
N5 C6 S1 114.4(5) . . ?
N6 C6 S1 121.8(5) . . ?
C4 C5 S1 131.7(5) . . ?
N4 C5 C4 115.4(5) . . ?
N4 C5 S1 112.8(5) . . ?
N3 C4 C5 116.4(5) . . ?
N2 C4 C5 132.0(5) . . ?
N2 C4 N3 111.5(5) . . ?
C2 C1 N2 108.4(5) . . ?
C2 C1 N1 127.3(6) . . ?
N2 C1 N1 124.3(6) . . ?
C1 C2 H2 125.9 . . ?
C1 C2 N3 108.3(6) . . ?
N3 C2 H2 125.9 . . ?
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 . . ?
C5 N4 N5 116.3(5) . . ?
C5 N4 Re1 118.5(4) . . ?
N5 N4 Re1 125.2(4) . . ?
C6 N5 N4 110.0(5) . . ?
C6 N6 H6A 107(10) . . ?
C6 N6 H6B 126(8) . . ?
H6A N6 H6B 125(10) . . ?
C4 N3 C2 106.0(5) . . ?
C4 N3 Re1 115.9(4) . . ?
C2 N3 Re1 137.9(4) . . ?
C4 N2 C1 105.8(5) . . ?
C4 N2 C3 125.3(6) . . ?
C1 N2 C3 128.9(5) . . ?
O1 N1 C1 119.9(7) . . ?
O1 N1 O2 124.7(7) . . ?
O2 N1 C1 115.4(7) . . ?
C12 Re1 Br1 94.1(2) . . ?
C12 Re1 C11 89.3(3) . . ?
C12 Re1 C13 88.9(3) . . ?
C12 Re1 N4 174.5(2) . . ?
C12 Re1 N3 101.3(2) . . ?
C11 Re1 Br1 90.9(2) . . ?
C11 Re1 C13 91.1(3) . . ?
C11 Re1 N4 95.6(3) . . ?
C11 Re1 N3 169.3(3) . . ?
C13 Re1 Br1 176.41(19) . . ?
C13 Re1 N4 93.5(2) . . ?
C13 Re1 N3 90.4(2) . . ?
N4 Re1 Br1 83.38(15) . . ?
N4 Re1 N3 73.76(18) . . ?
N3 Re1 Br1 87.14(12) . . ?
C5 S1 C6 86.5(3) . . ?
C22 C21 C23 116.1(9) . . ?
O21 C21 C22 122.4(9) . . ?
O21 C21 C23 121.5(9) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

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
C5 C4 N3 C2 -177.3(6) . . . . ?
C5 C4 N3 Re1 -1.9(7) . . . . ?
C5 C4 N2 C1 176.1(7) . . . . ?
C5 C4 N2 C3 -4.4(13) . . . . ?
C5 N4 N5 C6 -0.1(8) . . . . ?
C4 C5 N4 N5 179.7(6) . . . . ?
C4 C5 N4 Re1 -1.2(8) . . . . ?
C4 C5 S1 C6 -179.5(7) . . . . ?
C1 C2 N3 C4 0.5(7) . . . . ?
C1 C2 N3 Re1 -173.3(4) . . . . ?
C2 C1 N2 C4 1.1(8) . . . . ?
C2 C1 N2 C3 -178.4(7) . . . . ?
C2 C1 N1 O1 -165.7(7) . . . . ?
C2 C1 N1 O2 14.1(10) . . . . ?
N4 C5 C4 N3 2.0(9) . . . . ?
N4 C5 C4 N2 -174.8(7) . . . . ?
N4 C5 S1 C6 0.6(5) . . . . ?
N5 C6 S1 C5 -0.8(5) . . . . ?
N6 C6 N5 N4 178.4(6) . . . . ?
N6 C6 S1 C5 -178.6(6) . . . . ?
N3 C4 N2 C1 -0.8(8) . . . . ?
N3 C4 N2 C3 178.7(7) . . . . ?
N2 C4 N3 C2 0.2(8) . . . . ?
N2 C4 N3 Re1 175.6(5) . . . . ?
N2 C1 C2 N3 -1.0(7) . . . . ?
N2 C1 N1 O1 12.9(11) . . . . ?
N2 C1 N1 O2 -167.3(7) . . . . ?
N1 C1 C2 N3 177.8(6) . . . . ?
N1 C1 N2 C4 -177.8(6) . . . . ?
N1 C1 N2 C3 2.8(12) . . . . ?
Re1 N4 N5 C6 -179.2(4) . . . . ?
S1 C6 N5 N4 0.7(7) . . . . ?
S1 C5 C4 N3 -177.8(5) . . . . ?
S1 C5 C4 N2 5.4(12) . . . . ?
S1 C5 N4 N5 -0.4(7) . . . . ?
S1 C5 N4 Re1 178.7(3) . . . . ?

_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 1.518
_oxdiff_exptl_absorpt_empirical_full_min 0.626
####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 2366621'
loop_
_audit_author_name
_audit_author_address
'Pedro Ivo da Silva Maia'
;UFTM
Brazil
;
_audit_update_record             
;
2024-06-28 deposited with the CCDC.	2024-11-01 downloaded from the CCDC.
;
_audit_creation_date             2024-06-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            '[ReBr(CO)3(LMe,Me)]'
_chemical_name_systematic        
(N,N-dimethyl-5-(1-methyl-5-nitro-1H-imidazol-2-yl)-1,3,4-thiadiazol-2-amine)bromotricarbonylrhenium(I)
_chemical_formula_moiety         'C11 H10 Br N6 O5 Re S'
_chemical_formula_sum            'C11 H10 Br N6 O5 Re S'
_chemical_formula_weight         604.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 Br N6 O5 Re S'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   12.8669(5)
_cell_length_b                   8.9140(3)
_cell_length_c                   29.5706(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3391.6(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9190
_cell_measurement_temperature    159.95(10)
_cell_measurement_theta_max      32.8740
_cell_measurement_theta_min      3.0400
_shelx_estimated_absorpt_T_max   0.511
_shelx_estimated_absorpt_T_min   0.214
_exptl_absorpt_coefficient_mu    9.681
_exptl_absorpt_correction_T_max  0.540
_exptl_absorpt_correction_T_min  0.286
_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_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.367
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2272
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -1 -2 0.0777
-2 1 2 0.0741
-1 0 1 0.0795
1 0 -1 0.0795
2 0 5 0.0569
-2 0 -5 0.0235
2 1 -1 0.0753
-2 -1 1 0.0846
2 -2 5 0.0896
0 0 1 0.0478
0 2 -5 0.0779
5 1 5 0.0602

_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.08
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
1.9958 -0.9986 -1.9992 -0.0671 -0.1123 0.0599
-1.9958 0.9986 1.9992 0.0671 0.1123 -0.0599
-0.9978 -0.0017 1.0007 0.0348 0.0481 0.0090
0.9978 0.0017 -1.0007 -0.0348 -0.0481 -0.0090
1.9995 0.0028 5.0006 0.0947 -0.1291 -0.0296
-1.9995 -0.0028 -5.0006 -0.0947 0.1291 0.0296
1.9960 1.0052 -1.0033 -0.0485 -0.0848 -0.0978
-1.9960 -1.0052 1.0033 0.0485 0.0848 0.0978
1.9999 -2.0011 5.0049 0.0995 -0.1613 0.1264
0.0006 -0.0001 1.0003 0.0235 -0.0047 -0.0016
-0.0032 2.0043 -5.0058 -0.1221 0.0557 -0.1478
4.9944 1.0095 4.9972 0.0584 -0.2714 -0.1397

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0538
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            26767
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.516
_diffrn_reflns_theta_min         2.755
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      159.95(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4498
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -95.00  13.00   0.80   40.00    --  -18.46 -77.00  90.00  135
  2  ω     -9.00  91.00   0.80   40.00    --   19.40  57.00-150.00  125
  3  ω     35.00 102.20   0.80   40.00    --   19.40 178.00-120.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0113154000
_diffrn_orient_matrix_UB_12      -0.0023558000
_diffrn_orient_matrix_UB_13      0.0234635000
_diffrn_orient_matrix_UB_21      -0.0529122000
_diffrn_orient_matrix_UB_22      0.0160579000
_diffrn_orient_matrix_UB_23      -0.0046738000
_diffrn_orient_matrix_UB_31      -0.0105877000
_diffrn_orient_matrix_UB_32      -0.0778798000
_diffrn_orient_matrix_UB_33      -0.0016501000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4347
_reflns_number_total             5186
_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       '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)'
_refine_diff_density_max         1.371
_refine_diff_density_min         -1.623
_refine_diff_density_rms         0.171
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.230
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         5186
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0387
_refine_ls_restrained_S_all      1.244
_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)+(0.0030P)²+12.4278P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0641
_refine_ls_wR_factor_ref         0.0675
_refine_special_details          ?
_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. Restrained distances
 Re1-Br1B \\sim Re1-Br1A
 with sigma of 0.005
 Re1-C13B \\sim Re1-C13A
 with sigma of 0.005
 O13B-C13B \\sim O13A-C13A
 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(C13A) = Uanis(C13B)
Uanis(O13A) = Uanis(O13B)
Uanis(Br1B) = Uanis(Br1A)
4. Others
 Sof(Br1B)=Sof(C13B)=Sof(O13B)=1-FVAR(1)
 Sof(Br1A)=Sof(C13A)=Sof(O13A)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2)
5.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C7(H7A,H7B,H7C), C3(H3A,H3B,H3C)
;
_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
Br1A Br 0.56641(6) 0.63721(8) 0.33486(2) 0.02725(18) Uani 0.8360(18) 1 d D . P
A 1
Br1B Br 0.6035(4) 0.2276(4) 0.45597(14) 0.02725(18) Uani 0.1640(18) 1 d D . P A
2
C12 C 0.7485(4) 0.4514(6) 0.39641(18) 0.0266(11) Uani 1 1 d . . . . .
C11 C 0.5998(5) 0.5903(6) 0.44424(18) 0.0300(12) Uani 1 1 d . . . . .
C13A C 0.6123(5) 0.2900(8) 0.4468(2) 0.0225(13) Uani 0.8360(18) 1 d D . P A 1
C13B C 0.599(3) 0.599(3) 0.3521(8) 0.0225(13) Uani 0.1640(18) 1 d D . P A 2
C6 C 0.2657(4) 0.4230(5) 0.40940(16) 0.0201(10) Uani 1 1 d . . . . .
C5 C 0.3979(4) 0.3089(5) 0.36415(15) 0.0181(9) Uani 1 1 d . . . . .
C4 C 0.4761(4) 0.2336(5) 0.33799(16) 0.0189(10) Uani 1 1 d . . . . .
C2 C 0.6347(5) 0.1840(6) 0.31822(18) 0.0259(11) Uani 1 1 d . . . . .
H2 H 0.708348 0.185080 0.316077 0.031 Uiso 1 1 calc R U . . .
C1 C 0.5677(5) 0.0933(6) 0.29374(17) 0.0256(11) Uani 1 1 d . . . . .
C8 C 0.1808(4) 0.5770(6) 0.46577(17) 0.0292(12) Uani 1 1 d . . . . .
H8A H 0.168973 0.526473 0.494738 0.044 Uiso 1 1 calc R U . . .
H8B H 0.126674 0.652611 0.460911 0.044 Uiso 1 1 calc R U . . .
H8C H 0.249069 0.625895 0.466173 0.044 Uiso 1 1 calc R U . . .
C7 C 0.0784(4) 0.3979(7) 0.4177(2) 0.0344(14) Uani 1 1 d . . . . .
H7A H 0.057797 0.428824 0.387167 0.052 Uiso 1 1 calc R U . . .
H7B H 0.025327 0.430072 0.439408 0.052 Uiso 1 1 calc R U . . .
H7C H 0.085245 0.288483 0.418734 0.052 Uiso 1 1 calc R U . . .
C3 C 0.3705(5) 0.0684(7) 0.28688(19) 0.0360(14) Uani 1 1 d . . . . .
H3A H 0.354793 -0.031585 0.298873 0.054 Uiso 1 1 calc R U . . .
H3B H 0.377794 0.062760 0.253931 0.054 Uiso 1 1 calc R U . . .
H3C H 0.313832 0.137319 0.294540 0.054 Uiso 1 1 calc R U . . .
N4 N 0.4325(3) 0.4077(4) 0.39408(13) 0.0171(8) Uani 1 1 d . . . . .
N5 N 0.3596(3) 0.4746(4) 0.42003(14) 0.0211(9) Uani 1 1 d . . . . .
N6 N 0.1776(3) 0.4669(5) 0.42922(14) 0.0238(9) Uani 1 1 d . . . . .
N3 N 0.5757(3) 0.2708(5) 0.34583(13) 0.0202(9) Uani 1 1 d . . . . .
N2 N 0.4685(3) 0.1236(5) 0.30690(13) 0.0215(9) Uani 1 1 d . . . . .
N1 N 0.5953(4) -0.0256(5) 0.26355(16) 0.0348(12) Uani 1 1 d . . . . .
O12 O 0.8373(3) 0.4599(5) 0.39628(16) 0.0446(11) Uani 1 1 d . . . . .
O11 O 0.5990(4) 0.6795(5) 0.47224(15) 0.0471(12) Uani 1 1 d . . . . .
O13A O 0.6229(5) 0.2111(7) 0.4761(2) 0.0503(16) Uani 0.8360(18) 1 d D . P A 1
O13B O 0.588(3) 0.691(3) 0.3264(9) 0.0503(16) Uani 0.1640(18) 1 d D . P A 2
O2 O 0.6867(4) -0.0389(6) 0.2545(2) 0.0726(18) Uani 1 1 d . . . . .
O1 O 0.5273(4) -0.1090(5) 0.25034(16) 0.0476(12) Uani 1 1 d . . . . .
Re1 Re 0.59980(2) 0.43962(2) 0.39814(2) 0.01930(6) Uani 1 1 d D . . . .
S1 S 0.26455(10) 0.28945(14) 0.36545(4) 0.0217(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
C13A O13A 1.125(10) . ?
C13B O13B 1.126(11) . ?
BR1A Re1 2.6055(7) . ?
BR1B Re1 2.549(4) . ?
C13A Re1 1.969(7) . ?
C13B Re1 1.969(9) . ?
C12 O12 1.145(6) . ?
C12 Re1 1.917(5) . ?
C11 O11 1.148(6) . ?
C11 Re1 1.914(6) . ?
C6 N5 1.330(6) . ?
C6 N6 1.335(6) . ?
C6 S1 1.763(5) . ?
C5 C4 1.436(7) . ?
C5 N4 1.326(6) . ?
C5 S1 1.724(5) . ?
C4 N3 1.344(6) . ?
C4 N2 1.348(6) . ?
C2 H2 0.9500 . ?
C2 C1 1.385(7) . ?
C2 N3 1.357(6) . ?
C1 N2 1.362(7) . ?
C1 N1 1.431(7) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 N6 1.461(6) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 N6 1.458(7) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C3 N2 1.478(7) . ?
N4 N5 1.351(5) . ?
N4 Re1 2.174(4) . ?
N3 Re1 2.180(4) . ?
N1 O2 1.212(7) . ?
N1 O1 1.212(6) . ?

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
O12 C12 Re1 178.5(5) . . ?
O13A C13A Re1 175.6(7) . . ?
O11 C11 Re1 179.1(6) . . ?
O13B C13B Re1 174(3) . . ?
C13A Re1 Br1A 175.2(2) . . ?
C13B Re1 Br1B 178.3(9) . . ?
C13A Re1 N4 91.9(2) . . ?
N5 C6 N6 124.5(5) . . ?
N5 C6 S1 114.5(4) . . ?
N6 C6 S1 121.0(4) . . ?
C13B Re1 N4 92.8(10) . . ?
C13A Re1 N3 93.6(2) . . ?
C13B Re1 N3 90.4(9) . . ?
C4 C5 S1 131.5(4) . . ?
N4 C5 C4 115.7(4) . . ?
N4 C5 S1 112.7(4) . . ?
N3 C4 C5 117.4(4) . . ?
N3 C4 N2 111.5(4) . . ?
N2 C4 C5 131.0(5) . . ?
C1 C2 H2 126.3 . . ?
N3 C2 H2 126.3 . . ?
N3 C2 C1 107.4(5) . . ?
C2 C1 N1 127.2(5) . . ?
N2 C1 C2 108.6(4) . . ?
N2 C1 N1 123.9(5) . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N6 C8 H8A 109.5 . . ?
N6 C8 H8B 109.5 . . ?
N6 C8 H8C 109.5 . . ?
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 . . ?
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 . . ?
C5 N4 N5 116.0(4) . . ?
C5 N4 Re1 117.2(3) . . ?
N5 N4 Re1 126.8(3) . . ?
C6 N5 N4 110.1(4) . . ?
C6 N6 C8 119.8(4) . . ?
C6 N6 C7 121.2(4) . . ?
C7 N6 C8 118.8(4) . . ?
C4 N3 C2 106.8(4) . . ?
C4 N3 Re1 115.3(3) . . ?
C2 N3 Re1 137.9(4) . . ?
C4 N2 C1 105.7(4) . . ?
C4 N2 C3 125.3(5) . . ?
C1 N2 C3 128.3(4) . . ?
O2 N1 C1 116.8(5) . . ?
O2 N1 O1 124.7(5) . . ?
O1 N1 C1 118.5(5) . . ?
C12 Re1 Br1A 96.22(16) . . ?
C12 Re1 Br1B 92.3(2) . . ?
C12 Re1 C13A 88.6(3) . . ?
C12 Re1 C13B 87.1(10) . . ?
C12 Re1 N4 173.56(19) . . ?
C12 Re1 N3 99.2(2) . . ?
C11 Re1 Br1A 92.13(16) . . ?
C11 Re1 Br1B 92.44(19) . . ?
C11 Re1 C12 88.9(2) . . ?
C11 Re1 C13A 87.4(2) . . ?
C11 Re1 C13B 89.2(9) . . ?
C11 Re1 N4 97.5(2) . . ?
C11 Re1 N3 171.8(2) . . ?
N4 Re1 Br1A 83.44(10) . . ?
N4 Re1 Br1B 87.61(15) . . ?
N4 Re1 N3 74.33(15) . . ?
N3 Re1 Br1A 86.19(11) . . ?
N3 Re1 Br1B 88.11(15) . . ?
C5 S1 C6 86.6(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C8 H8A O13A_$1 0.98 2.36 3.179(8) 140.4 4_456
C3 H3C S1 0.98 2.58 3.338(6) 134.5 .

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
C5 C4 N3 C2 178.7(4) . . . . ?
C5 C4 N3 Re1 0.6(5) . . . . ?
C5 C4 N2 C1 -178.8(5) . . . . ?
C5 C4 N2 C3 10.1(8) . . . . ?
C5 N4 N5 C6 0.5(6) . . . . ?
C4 C5 N4 N5 -177.5(4) . . . . ?
C4 C5 N4 Re1 0.4(5) . . . . ?
C4 C5 S1 C6 176.6(5) . . . . ?
C2 C1 N2 C4 1.5(6) . . . . ?
C2 C1 N2 C3 172.3(5) . . . . ?
C2 C1 N1 O2 -8.6(9) . . . . ?
C2 C1 N1 O1 168.5(5) . . . . ?
C1 C2 N3 C4 -0.2(6) . . . . ?
C1 C2 N3 Re1 177.2(4) . . . . ?
N4 C5 C4 N3 -0.7(6) . . . . ?
N4 C5 C4 N2 176.2(5) . . . . ?
N4 C5 S1 C6 -0.6(4) . . . . ?
N5 C6 N6 C8 -1.1(7) . . . . ?
N5 C6 N6 C7 -175.9(5) . . . . ?
N5 C6 S1 C5 0.9(4) . . . . ?
N6 C6 N5 N4 179.7(4) . . . . ?
N6 C6 S1 C5 -179.7(4) . . . . ?
N3 C4 N2 C1 -1.7(5) . . . . ?
N3 C4 N2 C3 -172.8(5) . . . . ?
N3 C2 C1 N2 -0.8(6) . . . . ?
N3 C2 C1 N1 -173.8(5) . . . . ?
N2 C4 N3 C2 1.2(6) . . . . ?
N2 C4 N3 Re1 -176.9(3) . . . . ?
N2 C1 N1 O2 179.5(6) . . . . ?
N2 C1 N1 O1 -3.4(8) . . . . ?
N1 C1 N2 C4 174.8(5) . . . . ?
N1 C1 N2 C3 -14.5(8) . . . . ?
Re1 N4 N5 C6 -177.2(3) . . . . ?
S1 C6 N5 N4 -0.9(5) . . . . ?
S1 C6 N6 C8 179.6(4) . . . . ?
S1 C6 N6 C7 4.7(7) . . . . ?
S1 C5 C4 N3 -177.8(4) . . . . ?
S1 C5 C4 N2 -0.9(8) . . . . ?
S1 C5 N4 N5 0.2(5) . . . . ?
S1 C5 N4 Re1 178.1(2) . . . . ?

_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 1.249
_oxdiff_exptl_absorpt_empirical_full_min 0.827
