# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# 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_Comp_1
_database_code_depnum_ccdc_archive 'CCDC 2075668'
loop_
_audit_author_name
_audit_author_address
'Roberta Cargnelutti'
;Federal University of Santa Maria
Brazil
;
_audit_update_record             
;
2021-06-17 deposited with the CCDC.	2021-06-23 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT934_Comp_1              
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers ..          4 Check
RESPONSE: This alert is likely due to other small crystal fragments attached to the main crystal.
;
# Added during the CSD deposition process: Thursday 17 June 2021 12:53 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H11 Cl2 Co N3 Se'
_chemical_formula_sum            'C11 H11 Cl2 Co N3 Se'
_chemical_formula_weight         394.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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'
Cl Cl 0.0998 0.0984 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3050 0.6296 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se 0.2367 1.4831 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.6910(4)
_cell_length_b                   7.7691(4)
_cell_length_c                   12.7167(6)
_cell_angle_alpha                97.9940(10)
_cell_angle_beta                 91.522(2)
_cell_angle_gamma                112.2890(10)
_cell_volume                     693.63(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9856
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      22.56

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.887
_exptl_crystal_F_000             386
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.191
_exptl_crystal_size_min          0.117
_exptl_absorpt_coefficient_mu    2.219
_shelx_estimated_absorpt_T_min   0.478
_shelx_estimated_absorpt_T_max   0.781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6513
_exptl_absorpt_correction_T_max  0.7449
_exptl_absorpt_process_details   
;   
SADABS-2016/2 (Bruker,2016/2) was used for the multi-scan absorption correction.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.56086
_diffrn_radiation_type           AgK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55879
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.416
_diffrn_reflns_theta_max         23.639
_diffrn_reflns_theta_full        19.665
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4225
_reflns_number_gt                3526
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 v2017.3-0 (Bruker AXS Inc., 2017'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0264P)²+1.1390P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4225
_refine_ls_number_parameters     178
_refine_ls_number_restraints     162
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0394
_refine_ls_wR_factor_ref         0.0980
_refine_ls_wR_factor_gt          0.0937
_refine_ls_goodness_of_fit_ref   1.174
_refine_ls_restrained_S_all      1.161
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.65587(6) 0.22906(5) 0.21972(3) 0.03414(11) Uani 1 1 d . . . . .
Cl1 Cl 0.34581(13) 0.05985(14) 0.20450(9) 0.0623(3) Uani 1 1 d . . . . .
Cl2 Cl 0.84188(18) 0.06911(16) 0.19040(10) 0.0682(3) Uani 1 1 d . . . . .
N2 N 0.7026(4) 0.3911(3) 0.10255(19) 0.0337(5) Uani 1 1 d . . . . .
N1 N 0.7197(4) 0.3515(4) 0.3767(2) 0.0398(6) Uani 1 1 d . . . . .
C7 C 0.8321(4) 0.5670(4) 0.1135(2) 0.0324(5) Uani 1 1 d D . . . .
C8 C 0.6101(5) 0.3094(5) 0.0057(3) 0.0439(7) Uani 1 1 d . . . . .
H8 H 0.519305 0.187210 -0.002425 0.053 Uiso 1 1 calc R U . . .
C11 C 0.8745(5) 0.6661(5) 0.0287(3) 0.0436(7) Uani 1 1 d . . . . .
H11 H 0.966310 0.787802 0.037947 0.052 Uiso 1 1 calc R U . . .
C9 C 0.6454(6) 0.4008(6) -0.0819(3) 0.0517(9) Uani 1 1 d . . . . .
H9 H 0.580179 0.340911 -0.147875 0.062 Uiso 1 1 calc R U . . .
C2 C 0.7596(5) 0.5915(6) 0.5276(3) 0.0501(8) Uani 1 1 d . . . . .
C10 C 0.7780(6) 0.5810(6) -0.0698(3) 0.0513(9) Uani 1 1 d . . . . .
H10 H 0.802978 0.645574 -0.127521 0.062 Uiso 1 1 calc R U . . .
C5 C 0.7052(6) 0.2276(6) 0.4441(3) 0.0565(10) Uani 1 1 d . . . . .
H5 H 0.688957 0.104843 0.415990 0.068 Uiso 1 1 calc R U . . .
N3 N 0.7875(8) 0.7728(7) 0.5660(3) 0.0866(14) Uani 1 1 d D . . . .
H2 H 0.809(8) 0.817(8) 0.6353(18) 0.097(18) Uiso 1 1 d D . . . .
H1 H 0.80(3) 0.85(2) 0.520(11) 0.42(11) Uiso 1 1 d D . . . .
C3 C 0.7401(6) 0.4586(7) 0.5942(3) 0.0612(10) Uani 1 1 d . . . . .
H3 H 0.744970 0.492884 0.667582 0.073 Uiso 1 1 calc R U . . .
C4 C 0.7136(6) 0.2764(7) 0.5517(3) 0.0633(11) Uani 1 1 d . . . . .
H4 H 0.701471 0.187700 0.596157 0.076 Uiso 1 1 calc R U . . .
C1 C 0.7469(4) 0.5297(5) 0.4167(2) 0.0376(6) Uani 1 1 d D . . . .
Se1 Se 0.76248(7) 0.70744(5) 0.32457(3) 0.04833(14) Uani 0.9170(15) 1 d D . P A
1
C6 C 0.9335(19) 0.648(2) 0.2208(7) 0.0420(13) Uani 0.9170(15) 1 d D . P A 1
H6A H 1.041890 0.762376 0.216435 0.050 Uiso 0.9170(15) 1 calc R U P A 1
H6AB H 0.978780 0.559088 0.246046 0.050 Uiso 0.9170(15) 1 calc R U P A 1
C6A C 0.737(7) 0.655(8) 0.334(2) 0.04833(14) Uani 0.0830(15) 1 d D . P A 2
H7AA H 0.755983 0.781289 0.368195 0.058 Uiso 0.0830(15) 1 calc R U P A 2
H7AB H 0.616379 0.600749 0.291208 0.058 Uiso 0.0830(15) 1 calc R U P A 2
Se1A Se 0.954(2) 0.658(3) 0.2422(8) 0.0420(13) Uani 0.0830(15) 1 d D . P A 2


_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
Co1 N2 2.035(2) . ?
Co1 N1 2.048(3) . ?
Co1 Cl2 2.2311(11) . ?
Co1 Cl1 2.2314(10) . ?
N2 C7 1.337(4) . ?
N2 C8 1.349(4) . ?
N1 C1 1.342(4) . ?
N1 C5 1.352(4) . ?
C7 C11 1.387(4) . ?
C7 C6 1.482(9) . ?
C7 Se1A 1.774(10) . ?
C8 C9 1.381(5) . ?
C8 H8 0.9300 . ?
C11 C10 1.379(5) . ?
C11 H11 0.9300 . ?
C9 C10 1.368(6) . ?
C9 H9 0.9300 . ?
C2 N3 1.358(6) . ?
C2 C3 1.392(6) . ?
C2 C1 1.414(4) . ?
C10 H10 0.9300 . ?
C5 C4 1.362(6) . ?
C5 H5 0.9300 . ?
N3 H2 0.887(19) . ?
N3 H1 0.88(2) . ?
C3 C4 1.378(7) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C1 C6A 1.55(5) . ?
C1 Se1 1.904(3) . ?
Se1 C6 2.017(14) . ?
C6 H6A 0.9700 . ?
C6 H6AB 0.9700 . ?
C6A Se1A 2.06(2) . ?
C6A H7AA 0.9700 . ?
C6A H7AB 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Co1 N1 120.52(10) . . ?
N2 Co1 Cl2 104.55(8) . . ?
N1 Co1 Cl2 105.02(9) . . ?
N2 Co1 Cl1 105.80(8) . . ?
N1 Co1 Cl1 105.01(8) . . ?
Cl2 Co1 Cl1 116.67(5) . . ?
C7 N2 C8 118.4(3) . . ?
C7 N2 Co1 123.6(2) . . ?
C8 N2 Co1 117.7(2) . . ?
C1 N1 C5 119.2(3) . . ?
C1 N1 Co1 126.5(2) . . ?
C5 N1 Co1 113.6(2) . . ?
N2 C7 C11 122.1(3) . . ?
N2 C7 C6 116.2(7) . . ?
C11 C7 C6 121.7(7) . . ?
N2 C7 Se1A 115.0(6) . . ?
C11 C7 Se1A 122.9(6) . . ?
N2 C8 C9 122.3(3) . . ?
N2 C8 H8 118.9 . . ?
C9 C8 H8 118.9 . . ?
C10 C11 C7 118.9(3) . . ?
C10 C11 H11 120.6 . . ?
C7 C11 H11 120.6 . . ?
C10 C9 C8 118.9(3) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
N3 C2 C3 122.3(4) . . ?
N3 C2 C1 120.5(4) . . ?
C3 C2 C1 117.2(4) . . ?
C9 C10 C11 119.5(3) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
N1 C5 C4 122.2(4) . . ?
N1 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
C2 N3 H2 122(4) . . ?
C2 N3 H1 118(10) . . ?
H2 N3 H1 119(10) . . ?
C4 C3 C2 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 119.3(4) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
N1 C1 C2 121.8(3) . . ?
N1 C1 C6A 115.6(15) . . ?
C2 C1 C6A 122.1(14) . . ?
N1 C1 Se1 120.6(2) . . ?
C2 C1 Se1 117.6(3) . . ?
C1 Se1 C6 99.3(5) . . ?
C7 C6 Se1 110.8(8) . . ?
C7 C6 H6A 109.5 . . ?
Se1 C6 H6A 109.5 . . ?
C7 C6 H6AB 109.5 . . ?
Se1 C6 H6AB 109.5 . . ?
H6A C6 H6AB 108.1 . . ?
C1 C6A Se1A 103(2) . . ?
C1 C6A H7AA 111.2 . . ?
Se1A C6A H7AA 111.2 . . ?
C1 C6A H7AB 111.2 . . ?
Se1A C6A H7AB 111.2 . . ?
H7AA C6A H7AB 109.1 . . ?
C7 Se1A C6A 101.3(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N2 C7 C11 -0.5(4) . . . . ?
Co1 N2 C7 C11 172.9(2) . . . . ?
C8 N2 C7 C6 -178.3(7) . . . . ?
Co1 N2 C7 C6 -4.9(7) . . . . ?
C8 N2 C7 Se1A -177.1(7) . . . . ?
Co1 N2 C7 Se1A -3.8(7) . . . . ?
C7 N2 C8 C9 0.3(5) . . . . ?
Co1 N2 C8 C9 -173.5(3) . . . . ?
N2 C7 C11 C10 0.8(5) . . . . ?
C6 C7 C11 C10 178.5(8) . . . . ?
Se1A C7 C11 C10 177.2(7) . . . . ?
N2 C8 C9 C10 -0.4(6) . . . . ?
C8 C9 C10 C11 0.7(6) . . . . ?
C7 C11 C10 C9 -0.9(5) . . . . ?
C1 N1 C5 C4 1.3(6) . . . . ?
Co1 N1 C5 C4 -169.7(3) . . . . ?
N3 C2 C3 C4 -179.5(5) . . . . ?
C1 C2 C3 C4 1.3(6) . . . . ?
N1 C5 C4 C3 -0.8(7) . . . . ?
C2 C3 C4 C5 -0.5(7) . . . . ?
C5 N1 C1 C2 -0.4(5) . . . . ?
Co1 N1 C1 C2 169.4(3) . . . . ?
C5 N1 C1 C6A -172.6(19) . . . . ?
Co1 N1 C1 C6A -2.8(19) . . . . ?
C5 N1 C1 Se1 -178.6(3) . . . . ?
Co1 N1 C1 Se1 -8.8(4) . . . . ?
N3 C2 C1 N1 179.9(4) . . . . ?
C3 C2 C1 N1 -0.9(5) . . . . ?
N3 C2 C1 C6A -8(2) . . . . ?
C3 C2 C1 C6A 171(2) . . . . ?
N3 C2 C1 Se1 -1.9(5) . . . . ?
C3 C2 C1 Se1 177.3(3) . . . . ?
N2 C7 C6 Se1 -72.0(10) . . . . ?
C11 C7 C6 Se1 110.3(7) . . . . ?
N1 C1 C6A Se1A -62(3) . . . . ?
C2 C1 C6A Se1A 126.2(13) . . . . ?
N2 C7 Se1A C6A -62.5(19) . . . . ?
C11 C7 Se1A C6A 121.0(18) . . . . ?

_refine_diff_density_max         0.703
_refine_diff_density_min         -0.565
_refine_diff_density_rms         0.083

####################################################################### 
# 
# 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_Comp_3
_database_code_depnum_ccdc_archive 'CCDC 2075670'
loop_
_audit_author_name
_audit_author_address
'Roberta Cargnelutti'
;Federal University of Santa Maria
Brazil
;
_audit_update_record             
;
2021-06-17 deposited with the CCDC.	2021-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H11 Cl2 Cu N3 Se'
_chemical_formula_sum            'C11 H11 Cl2 Cu N3 Se'
_chemical_formula_weight         398.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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'
Cl Cl 0.0998 0.0984 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3240 0.8257 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se 0.2367 1.4831 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   13.8873(8)
_cell_length_b                   12.4918(7)
_cell_length_c                   7.9670(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1382.09(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    9907
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      21.31

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.916
_exptl_crystal_F_000             780
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.433
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.124
_exptl_absorpt_coefficient_mu    2.413
_shelx_estimated_absorpt_T_min   0.421
_shelx_estimated_absorpt_T_max   0.754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5628
_exptl_absorpt_correction_T_max  0.7449
_exptl_absorpt_process_details   
;
SADABS (Bruker 2014 - version 2014/5) was used to perform the multi-scan
absorption correction.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.56086
_diffrn_radiation_type           AgK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41077
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.393
_diffrn_reflns_theta_max         23.640
_diffrn_reflns_theta_full        19.665
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             4120
_reflns_number_gt                3413
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.834
_reflns_Friedel_fraction_max     0.950
_reflns_Friedel_fraction_full    0.965

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX3 v2017.3-0 (Bruker AXS Inc., 2017'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?
_refine_special_details          'Refined as a 2-component inversion twin.,Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0345P)²+1.3518P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.38(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4120
_refine_ls_number_parameters     172
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.0872
_refine_ls_wR_factor_gt          0.0815
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl2 Cl 0.55929(12) 0.41027(12) 0.6175(3) 0.0599(4) Uani 1 1 d . . . . .
N2 N 0.6740(3) 0.3258(4) 0.2973(6) 0.0439(11) Uani 1 1 d . . . . .
Cl1 Cl 0.55674(13) 0.11618(14) 0.3772(2) 0.0605(4) Uani 1 1 d . . . . .
N1 N 0.6603(3) 0.1881(4) 0.7092(6) 0.0419(10) Uani 1 1 d . . . . .
Cu1 Cu 0.61814(4) 0.26060(5) 0.50155(13) 0.04320(18) Uani 1 1 d . . . . .
C2 C 0.7683(4) 0.3088(4) 0.2671(7) 0.0435(12) Uani 1 1 d D . . . .
C3 C 0.8151(5) 0.3596(5) 0.1368(10) 0.0532(15) Uani 1 1 d . . . . .
H3 H 0.881278 0.352381 0.123374 0.064 Uiso 1 1 calc R U . . .
N3 N 0.8910(4) 0.1400(5) 0.9169(8) 0.0578(13) Uani 1 1 d . . . . .
H3A H 0.905078 0.087335 0.982849 0.069 Uiso 1 1 d R U . . .
H3B H 0.924140 0.133985 0.825559 0.069 Uiso 1 1 d R U . . .
C4 C 0.7620(6) 0.4215(5) 0.0262(9) 0.0639(19) Uani 1 1 d . . . . .
H4 H 0.791791 0.454001 -0.065050 0.077 Uiso 1 1 calc R U . . .
C6 C 0.6237(5) 0.3867(5) 0.1915(9) 0.0560(17) Uani 1 1 d . . . . .
H6 H 0.558488 0.397773 0.211509 0.067 Uiso 1 1 calc R U . . .
C5 C 0.6661(6) 0.4343(6) 0.0520(9) 0.0616(18) Uani 1 1 d . . . . .
H5 H 0.629220 0.474296 -0.022556 0.074 Uiso 1 1 calc R U . . .
C7 C 0.7553(4) 0.1933(4) 0.7432(7) 0.0391(11) Uani 1 1 d D . . . .
C8 C 0.6023(5) 0.1287(5) 0.8057(9) 0.0498(14) Uani 1 1 d . . . . .
H8 H 0.537366 0.123340 0.778460 0.060 Uiso 1 1 calc R U . . .
C10 C 0.7319(5) 0.0799(4) 0.9812(8) 0.0486(13) Uani 1 1 d . . . . .
H10 H 0.755348 0.044259 1.075273 0.058 Uiso 1 1 calc R U . . .
C11 C 0.7950(4) 0.1370(4) 0.8799(8) 0.0418(12) Uani 1 1 d . . . . .
C9 C 0.6367(5) 0.0754(5) 0.9448(9) 0.0521(15) Uani 1 1 d . . . . .
H9 H 0.595010 0.036682 1.013021 0.062 Uiso 1 1 calc R U . . .
Se1 Se 0.83138(7) 0.29087(5) 0.61914(10) 0.0433(2) Uani 0.847(3) 1 d D . P A 1
C1 C 0.8196(18) 0.2324(18) 0.386(3) 0.0496(18) Uani 0.847(3) 1 d D . P A 1
H1A H 0.883420 0.217524 0.342199 0.060 Uiso 0.847(3) 1 calc R U P A 1
H1B H 0.784409 0.165360 0.389536 0.060 Uiso 0.847(3) 1 calc R U P A 1
C1A C 0.836(5) 0.262(4) 0.616(5) 0.0433(2) Uani 0.153(3) 1 d D . P A 2
H1AA H 0.900106 0.252327 0.660267 0.052 Uiso 0.153(3) 1 calc R U P A 2
H1AB H 0.820563 0.337614 0.620687 0.052 Uiso 0.153(3) 1 calc R U P A 2
Se1A Se 0.8329(9) 0.2129(9) 0.3731(16) 0.0496(18) Uani 0.153(3) 1 d D . P A 2


_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
Cl2 Cu1 2.2397(17) . ?
N2 C6 1.333(8) . ?
N2 C2 1.348(7) . ?
N2 Cu1 1.978(5) . ?
Cl1 Cu1 2.2278(18) . ?
N1 C8 1.338(8) . ?
N1 C7 1.349(7) . ?
N1 Cu1 1.975(5) . ?
C2 C3 1.379(9) . ?
C2 C1 1.52(2) . ?
C2 Se1A 1.719(11) . ?
C3 C4 1.385(10) . ?
C3 H3 0.9300 . ?
N3 C11 1.365(7) . ?
N3 H3A 0.8643 . ?
N3 H3B 0.8644 . ?
C4 C5 1.357(10) . ?
C4 H4 0.9300 . ?
C6 C5 1.390(10) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
C7 C11 1.409(8) . ?
C7 C1A 1.73(6) . ?
C7 Se1 1.891(5) . ?
C8 C9 1.378(9) . ?
C8 H8 0.9300 . ?
C10 C9 1.355(9) . ?
C10 C11 1.388(9) . ?
C10 H10 0.9300 . ?
C9 H9 0.9300 . ?
Se1 C1 2.00(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1A Se1A 2.03(3) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?

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 N2 C2 119.1(5) . . ?
C6 N2 Cu1 123.3(4) . . ?
C2 N2 Cu1 117.6(4) . . ?
C8 N1 C7 120.0(5) . . ?
C8 N1 Cu1 123.9(4) . . ?
C7 N1 Cu1 115.8(4) . . ?
N1 Cu1 N2 139.61(18) . . ?
N1 Cu1 Cl1 96.56(14) . . ?
N2 Cu1 Cl1 96.76(16) . . ?
N1 Cu1 Cl2 98.38(16) . . ?
N2 Cu1 Cl2 97.98(16) . . ?
Cl1 Cu1 Cl2 136.03(7) . . ?
N2 C2 C3 121.3(6) . . ?
N2 C2 C1 116.3(11) . . ?
C3 C2 C1 122.4(12) . . ?
N2 C2 Se1A 121.9(6) . . ?
C3 C2 Se1A 116.4(6) . . ?
C2 C3 C4 119.0(6) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C11 N3 H3A 109.3 . . ?
C11 N3 H3B 109.6 . . ?
H3A N3 H3B 109.0 . . ?
C5 C4 C3 119.5(6) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
N2 C6 C5 121.8(7) . . ?
N2 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
C4 C5 C6 119.1(7) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
N1 C7 C11 120.9(5) . . ?
N1 C7 C1A 122.4(16) . . ?
C11 C7 C1A 116.5(17) . . ?
N1 C7 Se1 118.2(4) . . ?
C11 C7 Se1 120.5(4) . . ?
N1 C8 C9 121.4(6) . . ?
N1 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C9 C10 C11 120.8(6) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
N3 C11 C10 120.3(6) . . ?
N3 C11 C7 122.3(6) . . ?
C10 C11 C7 117.3(5) . . ?
C10 C9 C8 119.4(6) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C7 Se1 C1 101.8(8) . . ?
C2 C1 Se1 112.7(10) . . ?
C2 C1 H1A 109.0 . . ?
Se1 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
Se1 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
C7 C1A Se1A 113(3) . . ?
C7 C1A H1AA 108.9 . . ?
Se1A C1A H1AA 108.9 . . ?
C7 C1A H1AB 108.9 . . ?
Se1A C1A H1AB 108.9 . . ?
H1AA C1A H1AB 107.7 . . ?
C2 Se1A C1A 105.5(13) . . ?

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
C6 N2 C2 C3 4.9(9) . . . . ?
Cu1 N2 C2 C3 -173.7(5) . . . . ?
C6 N2 C2 C1 -175.9(11) . . . . ?
Cu1 N2 C2 C1 5.5(11) . . . . ?
C6 N2 C2 Se1A -167.8(7) . . . . ?
Cu1 N2 C2 Se1A 13.5(8) . . . . ?
N2 C2 C3 C4 -5.9(9) . . . . ?
C1 C2 C3 C4 175.0(11) . . . . ?
Se1A C2 C3 C4 167.3(7) . . . . ?
C2 C3 C4 C5 2.6(10) . . . . ?
C2 N2 C6 C5 -0.7(10) . . . . ?
Cu1 N2 C6 C5 177.8(5) . . . . ?
C3 C4 C5 C6 1.4(10) . . . . ?
N2 C6 C5 C4 -2.4(11) . . . . ?
C8 N1 C7 C11 0.0(8) . . . . ?
Cu1 N1 C7 C11 -174.5(4) . . . . ?
C8 N1 C7 C1A 176.0(18) . . . . ?
Cu1 N1 C7 C1A 1.4(19) . . . . ?
C8 N1 C7 Se1 -172.9(5) . . . . ?
Cu1 N1 C7 Se1 12.6(6) . . . . ?
C7 N1 C8 C9 2.6(9) . . . . ?
Cu1 N1 C8 C9 176.6(5) . . . . ?
C9 C10 C11 N3 -179.3(6) . . . . ?
C9 C10 C11 C7 2.7(8) . . . . ?
N1 C7 C11 N3 179.5(5) . . . . ?
C1A C7 C11 N3 3.3(18) . . . . ?
Se1 C7 C11 N3 -7.8(8) . . . . ?
N1 C7 C11 C10 -2.6(8) . . . . ?
C1A C7 C11 C10 -178.8(17) . . . . ?
Se1 C7 C11 C10 170.1(4) . . . . ?
C11 C10 C9 C8 -0.3(9) . . . . ?
N1 C8 C9 C10 -2.4(10) . . . . ?
N1 C7 Se1 C1 -63.8(7) . . . . ?
C11 C7 Se1 C1 123.3(7) . . . . ?
N2 C2 C1 Se1 -67.7(17) . . . . ?
C3 C2 C1 Se1 111.5(12) . . . . ?
N1 C7 C1A Se1A -56(3) . . . . ?
C11 C7 C1A Se1A 120(2) . . . . ?
N2 C2 Se1A C1A -65(2) . . . . ?
C3 C2 Se1A C1A 122(2) . . . . ?

_refine_diff_density_max         0.403
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.077

####################################################################### 
# 
# 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_Comp_2
_database_code_depnum_ccdc_archive 'CCDC 2075669'
loop_
_audit_author_name
_audit_author_address
'Roberta Cargnelutti'
;Federal University of Santa Maria
Brazil
;
_audit_update_record             
;
2021-06-17 deposited with the CCDC.	2021-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H11 Br2 Co N3 Se'
_chemical_formula_sum            'C11 H11 Br2 Co N3 Se'
_chemical_formula_weight         482.94

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.1811 1.6452 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3050 0.6296 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se 0.2367 1.4831 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.3309(6)
_cell_length_b                   12.1666(9)
_cell_length_c                   14.2649(12)
_cell_angle_alpha                90
_cell_angle_beta                 93.019(3)
_cell_angle_gamma                90
_cell_volume                     1443.87(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2789
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      20.01

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.222
_exptl_crystal_F_000             916
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.161
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.048
_exptl_absorpt_coefficient_mu    4.907
_shelx_estimated_absorpt_T_min   0.505
_shelx_estimated_absorpt_T_max   0.799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5944
_exptl_absorpt_correction_T_max  0.7449
_exptl_absorpt_process_details   
;
SADABS (Bruker 2014 - version 2014/5) was used to perform the multi-scan
absorption correction.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.56086
_diffrn_radiation_type           AgK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19972
_diffrn_reflns_av_unetI/netI     0.0883
_diffrn_reflns_av_R_equivalents  0.1132
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.256
_diffrn_reflns_theta_max         23.701
_diffrn_reflns_theta_full        19.665
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4433
_reflns_number_gt                2465
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 v2017.3-0 (Bruker AXS Inc., 2017'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0287P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4433
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1199
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.0898
_refine_ls_wR_factor_gt          0.0746
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      0.998
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.68627(6) 0.22049(4) 0.56211(4) 0.03772(14) Uani 1 1 d . . . . .
Br1 Br 0.39714(6) 0.20478(5) 0.78542(4) 0.04888(17) Uani 1 1 d . . . . .
Co1 Co 0.35553(7) 0.29792(5) 0.63893(5) 0.02932(16) Uani 1 1 d . . . . .
N1 N 0.3559(5) 0.1988(3) 0.5247(3) 0.0364(10) Uani 1 1 d . . . . .
C1 C 0.6761(5) 0.3741(3) 0.5172(3) 0.0254(10) Uani 1 1 d . . . . .
H1A H 0.779524 0.394437 0.494180 0.031 Uiso 1 1 calc R U . . .
H1B H 0.596622 0.379485 0.465235 0.031 Uiso 1 1 calc R U . . .
Br2 Br 0.08534(6) 0.37211(4) 0.63116(4) 0.04310(15) Uani 1 1 d . . . . .
N2 N 0.4974(4) 0.4369(3) 0.6399(3) 0.0268(8) Uani 1 1 d . . . . .
C2 C 0.6329(5) 0.4540(4) 0.5938(3) 0.0271(10) Uani 1 1 d . . . . .
N3 N 0.6520(6) 0.0686(4) 0.3801(3) 0.0615(14) Uani 1 1 d . . . . .
H3A H 0.740809 0.090810 0.407118 0.074 Uiso 1 1 calc R U . . .
H3B H 0.653269 0.026430 0.331746 0.074 Uiso 1 1 calc R U . . .
C3 C 0.7272(5) 0.5472(4) 0.6125(4) 0.0332(11) Uani 1 1 d . . . . .
H3 H 0.821273 0.557741 0.581288 0.040 Uiso 1 1 calc R U . . .
C4 C 0.6812(6) 0.6226(4) 0.6766(4) 0.0391(13) Uani 1 1 d . . . . .
H4 H 0.743788 0.684610 0.689525 0.047 Uiso 1 1 calc R U . . .
C5 C 0.5410(6) 0.6061(4) 0.7220(4) 0.0362(12) Uani 1 1 d . . . . .
H5 H 0.507140 0.656785 0.765643 0.043 Uiso 1 1 calc R U . . .
C7 C 0.4981(6) 0.1678(4) 0.4914(4) 0.0331(11) Uani 1 1 d . . . . .
C6 C 0.4540(5) 0.5146(4) 0.7016(3) 0.0335(11) Uani 1 1 d . . . . .
H6 H 0.358767 0.504481 0.731707 0.040 Uiso 1 1 calc R U . . .
C9 C 0.2212(7) 0.0937(5) 0.4042(4) 0.0541(16) Uani 1 1 d . . . . .
H9 H 0.125158 0.068042 0.376104 0.065 Uiso 1 1 calc R U . . .
C8 C 0.2186(6) 0.1627(5) 0.4800(4) 0.0499(15) Uani 1 1 d . . . . .
H8 H 0.120204 0.185178 0.501275 0.060 Uiso 1 1 calc R U . . .
C11 C 0.5086(7) 0.1002(4) 0.4140(4) 0.0409(13) Uani 1 1 d . . . . .
C10 C 0.3632(7) 0.0627(4) 0.3699(4) 0.0485(14) Uani 1 1 d . . . . .
H10 H 0.364597 0.016980 0.317733 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
Se1 C7 1.929(5) . ?
Se1 C1 1.976(4) . ?
Br1 Co1 2.3864(9) . ?
Co1 N1 2.028(4) . ?
Co1 N2 2.063(4) . ?
Co1 Br2 2.4223(8) . ?
N1 C8 1.353(6) . ?
N1 C7 1.353(6) . ?
C1 C2 1.521(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
N2 C2 1.352(5) . ?
N2 C6 1.354(6) . ?
C2 C3 1.396(6) . ?
N3 C11 1.367(6) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
C3 C4 1.365(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.352(7) . ?
C5 H5 0.9300 . ?
C7 C11 1.383(7) . ?
C6 H6 0.9300 . ?
C9 C10 1.357(7) . ?
C9 C8 1.369(7) . ?
C9 H9 0.9300 . ?
C8 H8 0.9300 . ?
C11 C10 1.412(7) . ?
C10 H10 0.9300 . ?

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
C7 Se1 C1 97.19(19) . . ?
N1 Co1 N2 117.89(16) . . ?
N1 Co1 Br1 114.54(12) . . ?
N2 Co1 Br1 109.07(11) . . ?
N1 Co1 Br2 103.04(12) . . ?
N2 Co1 Br2 103.03(10) . . ?
Br1 Co1 Br2 107.99(3) . . ?
C8 N1 C7 118.6(4) . . ?
C8 N1 Co1 122.3(4) . . ?
C7 N1 Co1 119.1(3) . . ?
C2 C1 Se1 112.3(3) . . ?
C2 C1 H1A 109.1 . . ?
Se1 C1 H1A 109.1 . . ?
C2 C1 H1B 109.1 . . ?
Se1 C1 H1B 109.1 . . ?
H1A C1 H1B 107.9 . . ?
C2 N2 C6 117.8(4) . . ?
C2 N2 Co1 128.0(3) . . ?
C6 N2 Co1 113.9(3) . . ?
N2 C2 C3 120.6(4) . . ?
N2 C2 C1 119.1(4) . . ?
C3 C2 C1 120.3(4) . . ?
C11 N3 H3A 120.0 . . ?
C11 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
C4 C3 C2 119.9(4) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 119.5(5) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 C4 118.4(5) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
N1 C7 C11 122.7(5) . . ?
N1 C7 Se1 115.2(3) . . ?
C11 C7 Se1 122.1(4) . . ?
C5 C6 N2 123.8(4) . . ?
C5 C6 H6 118.1 . . ?
N2 C6 H6 118.1 . . ?
C10 C9 C8 120.4(5) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
N1 C8 C9 121.5(5) . . ?
N1 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
N3 C11 C7 122.9(5) . . ?
N3 C11 C10 119.8(5) . . ?
C7 C11 C10 117.3(5) . . ?
C9 C10 C11 119.6(5) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N2 C2 C3 2.3(6) . . . . ?
Co1 N2 C2 C3 -170.9(3) . . . . ?
C6 N2 C2 C1 -174.0(4) . . . . ?
Co1 N2 C2 C1 12.8(6) . . . . ?
Se1 C1 C2 N2 -54.9(5) . . . . ?
Se1 C1 C2 C3 128.8(4) . . . . ?
N2 C2 C3 C4 -1.1(7) . . . . ?
C1 C2 C3 C4 175.2(4) . . . . ?
C2 C3 C4 C5 -0.3(7) . . . . ?
C3 C4 C5 C6 0.4(7) . . . . ?
C8 N1 C7 C11 -0.4(7) . . . . ?
Co1 N1 C7 C11 179.9(4) . . . . ?
C8 N1 C7 Se1 -178.4(4) . . . . ?
Co1 N1 C7 Se1 1.8(5) . . . . ?
C4 C5 C6 N2 1.0(8) . . . . ?
C2 N2 C6 C5 -2.3(7) . . . . ?
Co1 N2 C6 C5 171.8(4) . . . . ?
C7 N1 C8 C9 1.8(8) . . . . ?
Co1 N1 C8 C9 -178.5(4) . . . . ?
C10 C9 C8 N1 -2.2(9) . . . . ?
N1 C7 C11 N3 -180.0(5) . . . . ?
Se1 C7 C11 N3 -2.1(7) . . . . ?
N1 C7 C11 C10 -0.5(8) . . . . ?
Se1 C7 C11 C10 177.3(4) . . . . ?
C8 C9 C10 C11 1.2(9) . . . . ?
N3 C11 C10 C9 179.6(5) . . . . ?
C7 C11 C10 C9 0.1(8) . . . . ?

_refine_diff_density_max         0.535
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.142

####################################################################### 
# 
# 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_Comp_5
_database_code_depnum_ccdc_archive 'CCDC 2075671'
loop_
_audit_author_name
_audit_author_address
'Roberta Cargnelutti'
;Federal University of Santa Maria
Brazil
;
_audit_update_record             
;
2021-06-17 deposited with the CCDC.	2021-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H11 Cl2 N3 Se Zn'
_chemical_formula_sum            'C11 H11 Cl2 N3 Se Zn'
_chemical_formula_weight         400.46

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'
Cl Cl 0.3639 0.7018 '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'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.6875(2)
_cell_length_b                   7.7750(2)
_cell_length_c                   12.7025(4)
_cell_angle_alpha                98.029(2)
_cell_angle_beta                 91.212(2)
_cell_angle_gamma                112.392(2)
_cell_volume                     692.81(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8355
_cell_measurement_theta_min      3.53
_cell_measurement_theta_max      72.21

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.920
_exptl_crystal_F_000             392
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.229
_exptl_crystal_size_mid          0.144
_exptl_crystal_size_min          0.108
_exptl_absorpt_coefficient_mu    8.887
_shelx_estimated_absorpt_T_min   0.235
_shelx_estimated_absorpt_T_max   0.447
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.5288
_exptl_absorpt_process_details   
;
SADABS (Bruker 2014 - version 2014/5) was used to perform the multi-scan
absorption correction.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest Photon 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10908
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.525
_diffrn_reflns_theta_max         72.201
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.979
_reflns_number_total             2690
_reflns_number_gt                2304
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 v2017.3-0 (Bruker AXS Inc., 2017'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0323P)²+1.9113P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2690
_refine_ls_number_parameters     178
_refine_ls_number_restraints     219
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0493
_refine_ls_wR_factor_ref         0.1146
_refine_ls_wR_factor_gt          0.1082
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.34591(9) 0.77212(9) 0.78108(5) 0.0468(2) Uani 1 1 d . U . . .
N1 N 0.2822(6) 0.6481(6) 0.6225(3) 0.0508(9) Uani 1 1 d . U . . .
Cl1 Cl 0.6553(2) 0.9417(2) 0.79565(13) 0.0742(4) Uani 1 1 d . U . . .
Cl2 Cl 0.1596(3) 0.9316(2) 0.80946(14) 0.0804(5) Uani 1 1 d . U . . .
N2 N 0.2979(5) 0.6081(5) 0.8987(3) 0.0439(8) Uani 1 1 d . U . . .
C2 C 0.1686(6) 0.4328(7) 0.8867(3) 0.0439(9) Uani 1 1 d D U . . .
N3 N 0.2094(13) 0.2271(11) 0.4339(5) 0.101(2) Uani 1 1 d . U . . .
H3A H 0.19(2) 0.13(2) 0.475(14) 0.29(9) Uiso 1 1 d . . . . .
H3B H 0.201(18) 0.184(18) 0.356(11) 0.21(5) Uiso 1 1 d . . . . .
C3 C 0.1255(8) 0.3314(8) 0.9708(4) 0.0540(11) Uani 1 1 d . U . . .
H3 H 0.034708 0.209041 0.961532 0.065 Uiso 1 1 calc R U . . .
C4 C 0.2228(9) 0.4192(9) 1.0693(4) 0.0617(13) Uani 1 1 d . U . . .
H4 H 0.198560 0.354497 1.127107 0.074 Uiso 1 1 calc R U . . .
C6 C 0.3884(8) 0.6892(8) 0.9949(4) 0.0536(12) Uani 1 1 d . U . . .
H6 H 0.478601 0.811688 1.002779 0.064 Uiso 1 1 calc R U . . .
C5 C 0.3539(9) 0.5995(9) 1.0821(4) 0.0627(13) Uani 1 1 d . U . . .
H5 H 0.417881 0.659834 1.148250 0.075 Uiso 1 1 calc R U . . .
C7 C 0.2546(7) 0.4714(7) 0.5827(4) 0.0474(10) Uani 1 1 d D U . . .
C9 C 0.2849(9) 0.7202(10) 0.4474(5) 0.0752(16) Uani 1 1 d . U . . .
H9 H 0.297929 0.808227 0.402393 0.090 Uiso 1 1 calc R U . . .
C8 C 0.2941(9) 0.7711(8) 0.5553(5) 0.0673(15) Uani 1 1 d . U . . .
H8 H 0.308860 0.893529 0.583043 0.081 Uiso 1 1 calc R U . . .
C10 C 0.2568(9) 0.5409(10) 0.4066(4) 0.0702(15) Uani 1 1 d . U . . .
H10 H 0.250183 0.505928 0.333092 0.084 Uiso 1 1 calc R U . . .
C11 C 0.2377(8) 0.4086(9) 0.4724(4) 0.0605(13) Uani 1 1 d . U . . .
Se1 Se 0.23943(11) 0.29404(9) 0.67564(5) 0.0605(2) Uani 0.928(2) 1 d D U P A 1
C1 C 0.069(2) 0.355(2) 0.7791(8) 0.0510(15) Uani 0.928(2) 1 d D U P A 1
H1A H 0.026308 0.445444 0.754123 0.061 Uiso 0.928(2) 1 calc R U P A 1
H1B H -0.041081 0.241182 0.782727 0.061 Uiso 0.928(2) 1 calc R U P A 1
C1A C 0.264(9) 0.358(13) 0.664(3) 0.0605(2) Uani 0.072(2) 1 d D U P A 2
H1AA H 0.382860 0.419541 0.707275 0.073 Uiso 0.072(2) 1 calc R U P A 2
H1AB H 0.255520 0.235165 0.630058 0.073 Uiso 0.072(2) 1 calc R U P A 2
Se1A Se 0.047(3) 0.329(3) 0.7568(11) 0.0510(15) Uani 0.072(2) 1 d D U P A 2


_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
Zn1 N2 2.047(4) . ?
Zn1 N1 2.070(4) . ?
Zn1 Cl1 2.2260(15) . ?
Zn1 Cl2 2.2291(16) . ?
N1 C7 1.329(6) . ?
N1 C8 1.348(6) . ?
N2 C2 1.332(6) . ?
N2 C6 1.338(6) . ?
C2 C3 1.387(7) . ?
C2 C1 1.481(10) . ?
C2 Se1A 1.798(12) . ?
N3 C11 1.359(9) . ?
N3 H3A 0.94(17) . ?
N3 H3B 0.99(13) . ?
C3 C4 1.387(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.364(9) . ?
C4 H4 0.9300 . ?
C6 C5 1.368(7) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
C7 C11 1.404(7) . ?
C7 C1A 1.46(8) . ?
C7 Se1 1.909(5) . ?
C9 C10 1.350(9) . ?
C9 C8 1.365(8) . ?
C9 H9 0.9300 . ?
C8 H8 0.9300 . ?
C10 C11 1.382(9) . ?
C10 H10 0.9300 . ?
Se1 C1 2.009(16) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1A Se1A 2.02(2) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Zn1 N1 120.18(16) . . ?
N2 Zn1 Cl1 106.03(12) . . ?
N1 Zn1 Cl1 104.98(13) . . ?
N2 Zn1 Cl2 105.00(12) . . ?
N1 Zn1 Cl2 104.76(13) . . ?
Cl1 Zn1 Cl2 116.58(7) . . ?
C7 N1 C8 119.3(4) . . ?
C7 N1 Zn1 126.7(3) . . ?
C8 N1 Zn1 113.5(4) . . ?
C2 N2 C6 119.0(4) . . ?
C2 N2 Zn1 123.2(3) . . ?
C6 N2 Zn1 117.5(3) . . ?
N2 C2 C3 122.0(4) . . ?
N2 C2 C1 116.0(7) . . ?
C3 C2 C1 121.9(8) . . ?
N2 C2 Se1A 117.9(8) . . ?
C3 C2 Se1A 120.1(9) . . ?
C11 N3 H3A 125(10) . . ?
C11 N3 H3B 121(8) . . ?
H3A N3 H3B 114(10) . . ?
C4 C3 C2 117.5(5) . . ?
C4 C3 H3 121.2 . . ?
C2 C3 H3 121.2 . . ?
C5 C4 C3 120.6(5) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
N2 C6 C5 122.8(5) . . ?
N2 C6 H6 118.6 . . ?
C5 C6 H6 118.6 . . ?
C4 C5 C6 118.1(5) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
N1 C7 C11 121.9(5) . . ?
N1 C7 C1A 114(3) . . ?
C11 C7 C1A 124(3) . . ?
N1 C7 Se1 120.4(3) . . ?
C11 C7 Se1 117.7(4) . . ?
C10 C9 C8 119.4(6) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
N1 C8 C9 121.5(6) . . ?
N1 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C9 C10 C11 121.0(5) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
N3 C11 C10 122.4(6) . . ?
N3 C11 C7 120.7(6) . . ?
C10 C11 C7 116.8(6) . . ?
C7 Se1 C1 99.0(5) . . ?
C2 C1 Se1 110.9(9) . . ?
C2 C1 H1A 109.5 . . ?
Se1 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
Se1 C1 H1B 109.5 . . ?
H1A C1 H1B 108.1 . . ?
C7 C1A Se1A 109(4) . . ?
C7 C1A H1AA 109.9 . . ?
Se1A C1A H1AA 109.9 . . ?
C7 C1A H1AB 109.9 . . ?
Se1A C1A H1AB 109.9 . . ?
H1AA C1A H1AB 108.3 . . ?
C2 Se1A C1A 102.0(13) . . ?

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
C6 N2 C2 C3 -0.3(7) . . . . ?
Zn1 N2 C2 C3 -173.4(4) . . . . ?
C6 N2 C2 C1 177.8(9) . . . . ?
Zn1 N2 C2 C1 4.7(10) . . . . ?
C6 N2 C2 Se1A 179.2(11) . . . . ?
Zn1 N2 C2 Se1A 6.1(11) . . . . ?
N2 C2 C3 C4 -0.1(7) . . . . ?
C1 C2 C3 C4 -178.1(10) . . . . ?
Se1A C2 C3 C4 -179.6(11) . . . . ?
C2 C3 C4 C5 0.9(8) . . . . ?
C2 N2 C6 C5 0.0(8) . . . . ?
Zn1 N2 C6 C5 173.5(4) . . . . ?
C3 C4 C5 C6 -1.2(8) . . . . ?
N2 C6 C5 C4 0.7(8) . . . . ?
C8 N1 C7 C11 0.1(8) . . . . ?
Zn1 N1 C7 C11 -171.0(4) . . . . ?
C8 N1 C7 C1A 174(3) . . . . ?
Zn1 N1 C7 C1A 3(3) . . . . ?
C8 N1 C7 Se1 179.4(4) . . . . ?
Zn1 N1 C7 Se1 8.2(6) . . . . ?
C7 N1 C8 C9 -2.3(9) . . . . ?
Zn1 N1 C8 C9 170.0(5) . . . . ?
C10 C9 C8 N1 2.3(10) . . . . ?
C8 C9 C10 C11 -0.2(10) . . . . ?
C9 C10 C11 N3 -180.0(7) . . . . ?
C9 C10 C11 C7 -1.8(9) . . . . ?
N1 C7 C11 N3 -179.9(6) . . . . ?
C1A C7 C11 N3 7(3) . . . . ?
Se1 C7 C11 N3 0.7(8) . . . . ?
N1 C7 C11 C10 1.9(8) . . . . ?
C1A C7 C11 C10 -171(3) . . . . ?
Se1 C7 C11 C10 -177.4(4) . . . . ?
N2 C2 C1 Se1 72.9(11) . . . . ?
C3 C2 C1 Se1 -109.0(8) . . . . ?
N1 C7 C1A Se1A 65(4) . . . . ?
C11 C7 C1A Se1A -121(2) . . . . ?
N2 C2 Se1A C1A 55(3) . . . . ?
C3 C2 Se1A C1A -126(3) . . . . ?

_refine_diff_density_max         0.590
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.087

####################################################################### 
# 
# 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_Comp_6
_database_code_depnum_ccdc_archive 'CCDC 2075672'
loop_
_audit_author_name
_audit_author_address
'Roberta Cargnelutti'
;Federal University of Santa Maria
Brazil
;
_audit_update_record             
;
2021-06-17 deposited with the CCDC.	2021-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H10 N4 O Re Se2, Cl, C3 H7 N O'
_chemical_formula_sum            'C13 H17 Cl N5 O2 Re Se2'
_chemical_formula_weight         654.89

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'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+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                   7.0855(16)
_cell_length_b                   16.597(5)
_cell_length_c                   31.064(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3653.2(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9869
_cell_measurement_theta_max      27.13
_cell_measurement_theta_min      2.46

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.381
_exptl_crystal_F_000             2448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    10.801
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5174
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS (Bruker 2014 - version 2014/5) was used to perform the multi-scan
absorption correction.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41505
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         2.454
_diffrn_reflns_theta_max         27.058
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3995
_reflns_number_gt                3603
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 v2017.3-0 (Bruker AXS Inc., 2017'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0049P)²+12.7298P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3995
_refine_ls_number_parameters     231
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0241
_refine_ls_R_factor_gt           0.0189
_refine_ls_wR_factor_ref         0.0401
_refine_ls_wR_factor_gt          0.0375
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_restrained_S_all      1.168
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re 0.41765(2) 0.55657(2) 0.61736(2) 0.01116(4) Uani 1 1 d . . . . .
Se1 Se 0.26760(5) 0.57330(2) 0.54657(2) 0.01354(7) Uani 1 1 d . . . . .
C1 C 0.3233(5) 0.5647(2) 0.71146(10) 0.0127(6) Uani 1 1 d . . . . .
O1 O 0.6443(3) 0.58777(14) 0.61198(7) 0.0156(5) Uani 1 1 d . . . . .
N1 N 0.1968(4) 0.69036(17) 0.73505(9) 0.0139(6) Uani 1 1 d D . . . .
H1 H 0.146(6) 0.7366(16) 0.7275(13) 0.031(12) Uiso 1 1 d D . . . .
Cl1 Cl -0.00569(13) 0.83848(5) 0.70264(3) 0.02299(19) Uani 1 1 d . . . . .
Se2 Se 0.22331(5) 0.66893(2) 0.64350(2) 0.01434(7) Uani 1 1 d . . . . .
C2 C 0.2482(5) 0.64100(19) 0.70250(10) 0.0121(6) Uani 1 1 d . . . . .
O2 O 0.1618(4) 0.56137(15) 0.44158(8) 0.0204(5) Uani 1 1 d . . . . .
N2 N 0.3786(4) 0.51764(16) 0.67728(9) 0.0127(6) Uani 1 1 d D . . . .
H2 H 0.411(6) 0.4691(14) 0.6858(13) 0.021(11) Uiso 1 1 d D . . . .
C3 C 0.2146(5) 0.6690(2) 0.77692(11) 0.0155(7) Uani 1 1 d . . . . .
H3 H 0.179637 0.705538 0.799045 0.019 Uiso 1 1 calc R U . . .
N3 N 0.3920(4) 0.43976(17) 0.60308(9) 0.0134(6) Uani 1 1 d D . . . .
H3A H 0.415(6) 0.402(2) 0.6225(10) 0.025(11) Uiso 1 1 d D . . . .
N5 N 0.0986(4) 0.62477(17) 0.37802(9) 0.0149(6) Uani 1 1 d . . . . .
C5 C 0.3358(5) 0.5401(2) 0.75464(11) 0.0141(7) Uani 1 1 d . . . . .
H5 H 0.379118 0.487566 0.761592 0.017 Uiso 1 1 calc R U . . .
N4 N 0.2363(4) 0.43621(16) 0.49199(9) 0.0136(6) Uani 1 1 d D . . . .
H4 H 0.200112 0.471352 0.472450 0.016 Uiso 1 1 calc DR U . . .
C4 C 0.2839(5) 0.5936(2) 0.78727(10) 0.0144(7) Uani 1 1 d . . . . .
H4A H 0.296274 0.578142 0.816577 0.017 Uiso 1 1 calc R U . . .
C9 C 0.2930(5) 0.3008(2) 0.51166(11) 0.0178(7) Uani 1 1 d . . . . .
H9 H 0.293989 0.245053 0.504658 0.021 Uiso 1 1 calc R U . . .
C8 C 0.2388(5) 0.3567(2) 0.48136(11) 0.0167(7) Uani 1 1 d . . . . .
H8 H 0.203321 0.339912 0.453265 0.020 Uiso 1 1 calc R U . . .
C7 C 0.2868(5) 0.4633(2) 0.53099(10) 0.0130(7) Uani 1 1 d . . . . .
C6 C 0.3460(5) 0.4087(2) 0.56334(11) 0.0134(7) Uani 1 1 d . . . . .
C10 C 0.3469(5) 0.3264(2) 0.55291(11) 0.0168(7) Uani 1 1 d . . . . .
H10 H 0.384229 0.287850 0.573866 0.020 Uiso 1 1 calc R U . . .
C11 C 0.0998(5) 0.5614(2) 0.40391(11) 0.0162(7) Uani 1 1 d . . . . .
H11 H 0.049830 0.512309 0.393053 0.019 Uiso 1 1 calc R U . . .
C12 C 0.1758(6) 0.7019(2) 0.39225(12) 0.0229(8) Uani 1 1 d . . . . .
H12A H 0.273390 0.719684 0.372012 0.034 Uiso 1 1 calc R U . . .
H12B H 0.231102 0.695755 0.420976 0.034 Uiso 1 1 calc R U . . .
H12C H 0.074595 0.742152 0.393315 0.034 Uiso 1 1 calc R U . . .
C13 C 0.0156(5) 0.6211(2) 0.33476(11) 0.0185(7) Uani 1 1 d . . . . .
H13A H 0.112265 0.634165 0.313303 0.028 Uiso 1 1 calc R U . . .
H13B H -0.088135 0.659922 0.332673 0.028 Uiso 1 1 calc R U . . .
H13C H -0.032684 0.566652 0.329418 0.028 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
Re1 O1 1.696(3) . ?
Re1 N2 1.990(3) . ?
Re1 N3 1.997(3) . ?
Re1 Se2 2.4562(6) . ?
Re1 Se1 2.4582(7) . ?
Se1 C7 1.894(3) . ?
C1 N2 1.375(4) . ?
C1 C2 1.402(5) . ?
C1 C5 1.404(5) . ?
N1 C2 1.352(4) . ?
N1 C3 1.354(4) . ?
N1 H1 0.880(19) . ?
Se2 C2 1.899(3) . ?
O2 C11 1.250(4) . ?
N2 H2 0.879(19) . ?
C3 C4 1.382(5) . ?
C3 H3 0.9500 . ?
N3 C6 1.377(4) . ?
N3 H3A 0.879(19) . ?
N5 C11 1.324(4) . ?
N5 C12 1.461(4) . ?
N5 C13 1.468(4) . ?
C5 C4 1.396(5) . ?
C5 H5 0.9500 . ?
N4 C7 1.340(4) . ?
N4 C8 1.360(4) . ?
N4 H4 0.8800 . ?
C4 H4A 0.9500 . ?
C9 C8 1.377(5) . ?
C9 C10 1.403(5) . ?
C9 H9 0.9500 . ?
C8 H8 0.9500 . ?
C7 C6 1.416(5) . ?
C6 C10 1.405(5) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 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
O1 Re1 N2 108.86(12) . . ?
O1 Re1 N3 111.15(12) . . ?
N2 Re1 N3 83.09(11) . . ?
O1 Re1 Se2 109.38(8) . . ?
N2 Re1 Se2 81.91(8) . . ?
N3 Re1 Se2 139.41(9) . . ?
O1 Re1 Se1 106.67(8) . . ?
N2 Re1 Se1 144.42(9) . . ?
N3 Re1 Se1 82.62(8) . . ?
Se2 Re1 Se1 88.141(16) . . ?
C7 Se1 Re1 95.09(10) . . ?
N2 C1 C2 117.9(3) . . ?
N2 C1 C5 123.7(3) . . ?
C2 C1 C5 118.4(3) . . ?
C2 N1 C3 122.3(3) . . ?
C2 N1 H1 116(3) . . ?
C3 N1 H1 122(3) . . ?
C2 Se2 Re1 94.68(10) . . ?
N1 C2 C1 120.1(3) . . ?
N1 C2 Se2 123.3(2) . . ?
C1 C2 Se2 116.6(2) . . ?
C1 N2 Re1 125.3(2) . . ?
C1 N2 H2 111(3) . . ?
Re1 N2 H2 123(3) . . ?
N1 C3 C4 119.6(3) . . ?
N1 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C6 N3 Re1 125.7(2) . . ?
C6 N3 H3A 113(3) . . ?
Re1 N3 H3A 121(3) . . ?
C11 N5 C12 120.7(3) . . ?
C11 N5 C13 121.7(3) . . ?
C12 N5 C13 117.6(3) . . ?
C4 C5 C1 119.5(3) . . ?
C4 C5 H5 120.2 . . ?
C1 C5 H5 120.2 . . ?
C7 N4 C8 122.7(3) . . ?
C7 N4 H4 118.6 . . ?
C8 N4 H4 118.6 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
C8 C9 C10 119.7(3) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
N4 C8 C9 119.5(3) . . ?
N4 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
N4 C7 C6 120.4(3) . . ?
N4 C7 Se1 122.3(2) . . ?
C6 C7 Se1 117.1(2) . . ?
N3 C6 C10 124.8(3) . . ?
N3 C6 C7 117.9(3) . . ?
C10 C6 C7 117.3(3) . . ?
C9 C10 C6 120.3(3) . . ?
C9 C10 H10 119.9 . . ?
C6 C10 H10 119.9 . . ?
O2 C11 N5 124.8(3) . . ?
O2 C11 H11 117.6 . . ?
N5 C11 H11 117.6 . . ?
N5 C12 H12A 109.5 . . ?
N5 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N5 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N5 C13 H13A 109.5 . . ?
N5 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N5 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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
C3 N1 C2 C1 -0.1(5) . . . . ?
C3 N1 C2 Se2 179.5(3) . . . . ?
N2 C1 C2 N1 -178.2(3) . . . . ?
C5 C1 C2 N1 2.6(5) . . . . ?
N2 C1 C2 Se2 2.2(4) . . . . ?
C5 C1 C2 Se2 -177.0(2) . . . . ?
Re1 Se2 C2 N1 167.7(3) . . . . ?
Re1 Se2 C2 C1 -12.6(3) . . . . ?
C2 C1 N2 Re1 15.1(4) . . . . ?
C5 C1 N2 Re1 -165.8(3) . . . . ?
C2 N1 C3 C4 -1.4(5) . . . . ?
N2 C1 C5 C4 177.2(3) . . . . ?
C2 C1 C5 C4 -3.7(5) . . . . ?
N1 C3 C4 C5 0.2(5) . . . . ?
C1 C5 C4 C3 2.3(5) . . . . ?
C7 N4 C8 C9 0.7(5) . . . . ?
C10 C9 C8 N4 -0.7(5) . . . . ?
C8 N4 C7 C6 0.0(5) . . . . ?
C8 N4 C7 Se1 -175.9(3) . . . . ?
Re1 Se1 C7 N4 -175.0(3) . . . . ?
Re1 Se1 C7 C6 8.9(3) . . . . ?
Re1 N3 C6 C10 173.4(3) . . . . ?
Re1 N3 C6 C7 -9.1(5) . . . . ?
N4 C7 C6 N3 -178.5(3) . . . . ?
Se1 C7 C6 N3 -2.4(4) . . . . ?
N4 C7 C6 C10 -0.8(5) . . . . ?
Se1 C7 C6 C10 175.4(3) . . . . ?
C8 C9 C10 C6 -0.1(6) . . . . ?
N3 C6 C10 C9 178.4(3) . . . . ?
C7 C6 C10 C9 0.8(5) . . . . ?
C12 N5 C11 O2 1.0(5) . . . . ?
C13 N5 C11 O2 -177.3(3) . . . . ?

_refine_diff_density_max         0.538
_refine_diff_density_min         -0.917
_refine_diff_density_rms         0.123

