# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_audit_block_doi                 10.5517/ccdc.csd.cc2790k4
_database_code_depnum_ccdc_archive 'CCDC 2064245'
loop_
_audit_author_name
_audit_author_address
'Elena Beloglazkina'
;Moscow State University
Russia
;
_audit_update_record             
;
2021-02-22 deposited with the CCDC.	2022-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H24 Cl4 Cu2 N6 O3 Se2'
_chemical_formula_weight         895.31

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'
Cu Cu -1.9646 0.5888 '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'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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'
'-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                   12.6876(9)
_cell_length_b                   27.208(2)
_cell_length_c                   9.5136(8)
_cell_angle_alpha                90
_cell_angle_beta                 100.228(4)
_cell_angle_gamma                90
_cell_volume                     3231.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.840
_exptl_crystal_F_000             1760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .18
_exptl_crystal_size_mid          .15
_exptl_crystal_size_min          .13
_exptl_absorpt_coefficient_mu    7.575
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11381
_diffrn_reflns_av_unetI/netI     0.1134
_diffrn_reflns_av_R_equivalents  0.1509
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         5.620
_diffrn_reflns_theta_max         66.990
_diffrn_reflns_theta_full        66.990
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             2846
_reflns_number_gt                1040
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_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)+(0.1609P)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     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.00049(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2846
_refine_ls_number_parameters     192
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1688
_refine_ls_R_factor_gt           0.0855
_refine_ls_wR_factor_ref         0.2654
_refine_ls_wR_factor_gt          0.2145
_refine_ls_goodness_of_fit_ref   0.818
_refine_ls_restrained_S_all      0.819
_refine_ls_shift/su_max          3.494
_refine_ls_shift/su_mean         0.077

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 0.16262(13) 0.02313(5) 0.66857(13) 0.1101(7) Uani 1 1 d . . . . .
Cu1 Cu 0.14909(16) 0.12816(7) 0.93793(15) 0.1029(8) Uani 1 1 d . . . . .
Cl1 Cl 0.0496(3) 0.10395(15) 1.0921(3) 0.1336(15) Uani 1 1 d . . . . .
Cl2 Cl 0.2893(3) 0.08162(15) 1.0143(4) 0.1311(14) Uani 1 1 d . . . . .
O1 O 0.2752(9) 0.1825(4) 0.4598(9) 0.131(3) Uani 1 1 d . . . . .
N1 N 0.2331(9) 0.1067(4) 0.5415(9) 0.100(3) Uani 1 1 d . . . . .
N2 N 0.1657(8) 0.1263(4) 0.7337(9) 0.092(3) Uani 1 1 d . . . . .
N3 N 0.1075(8) 0.2008(4) 0.9269(10) 0.102(3) Uani 1 1 d . . . . .
C2 C 0.2388(11) 0.1564(5) 0.5460(12) 0.104(4) Uani 1 1 d . . . . .
C3 C 0.1963(10) 0.1704(5) 0.6756(11) 0.094(3) Uani 1 1 d . . . . .
C4 C 0.1874(10) 0.0890(5) 0.6544(11) 0.099(4) Uani 1 1 d . . . . .
C5 C 0.1878(11) 0.2163(5) 0.7162(11) 0.096(3) Uani 1 1 d . . . . .
H5 H 0.213348 0.240310 0.661180 0.116 Uiso 1 1 calc R U . . .
C6 C 0.1436(10) 0.2333(5) 0.8357(12) 0.097(4) Uani 1 1 d . . . . .
C7 C 0.1312(11) 0.2842(5) 0.8523(13) 0.111(4) Uani 1 1 d . . . . .
H7 H 0.158405 0.305657 0.791474 0.133 Uiso 1 1 calc R U . . .
C8 C 0.0799(13) 0.3032(6) 0.9566(16) 0.123(4) Uani 1 1 d . . . . .
H8 H 0.069727 0.336769 0.966875 0.147 Uiso 1 1 calc R U . . .
C9 C 0.0445(13) 0.2688(7) 1.0446(16) 0.133(5) Uani 1 1 d . . . . .
H9 H 0.010032 0.279690 1.117279 0.160 Uiso 1 1 calc R U . . .
C10 C 0.0580(13) 0.2202(6) 1.0296(14) 0.127(5) Uani 1 1 d . . . . .
H10 H 0.032229 0.198889 1.092130 0.152 Uiso 1 1 calc R U . . .
C11 C 0.2690(10) 0.0764(5) 0.4294(14) 0.105(4) Uiso 1 1 d . . . . .
H11A H 0.228361 0.046002 0.417835 0.126 Uiso 1 1 calc R U . . .
H11B H 0.254994 0.093898 0.339198 0.126 Uiso 1 1 calc R U . . .
C12 C 0.3847(15) 0.0648(7) 0.4658(19) 0.167(7) Uiso 1 1 d D . . . .
H12 H 0.410258 0.055870 0.383646 0.201 Uiso 1 1 calc R U . . .
C13 C 0.4682(14) 0.0629(6) 0.5841(17) 0.126(5) Uiso 1 1 d D . . . .
H13A H 0.455(11) 0.071(5) 0.675(16) 0.151 Uiso 1 1 calc . U . . .
H13B H 0.537(12) 0.054(5) 0.572(14) 0.151 Uiso 1 1 calc . U . . .
C14 C 0.0519(12) 0.0247(6) 0.7850(11) 0.133(6) Uani 1 1 d . . . . .
H14A H 0.061759 -0.003505 0.848172 0.159 Uiso 1 1 calc R U . . .
H14B H 0.062756 0.053888 0.844458 0.159 Uiso 1 1 calc R U . . .
O2 O 0.500000 0.1256(9) 0.750000 0.130(9) Uani 0.5 2 d S T P . .
O3 O 0.500000 -0.0054(17) 0.750000 0.193(15) Uani 0.5 2 d S T P . .


_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 C4 1.828(14) . ?
Se1 C14 1.938(14) . ?
Cu1 N2 1.992(9) . ?
Cu1 N3 2.044(11) . ?
Cu1 Cl1 2.199(3) . ?
Cu1 Cl2 2.200(4) . ?
O1 C2 1.235(13) . ?
N1 C2 1.353(15) . ?
N1 C4 1.395(14) . ?
N1 C11 1.483(15) . ?
N2 C4 1.322(14) . ?
N2 C3 1.405(15) . ?
N3 C10 1.358(16) . ?
N3 C6 1.374(16) . ?
C2 C3 1.480(15) . ?
C3 C5 1.318(15) . ?
C5 C6 1.431(17) . ?
C5 H5 0.9300 . ?
C6 C7 1.405(17) . ?
C7 C8 1.380(18) . ?
C7 H7 0.9300 . ?
C8 C9 1.38(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.34(2) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.48(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.404(9) . ?
C12 H12 0.9300 . ?
C13 H13A 1.16(15) . ?
C13 H13B 0.50(15) . ?
C14 C14 1.37(3) 2_556 ?
C14 H14A 0.9700 . ?
C14 H14B 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
C4 Se1 C14 99.9(6) . . ?
N2 Cu1 N3 92.7(4) . . ?
N2 Cu1 Cl1 144.7(3) . . ?
N3 Cu1 Cl1 98.6(3) . . ?
N2 Cu1 Cl2 95.0(3) . . ?
N3 Cu1 Cl2 139.5(3) . . ?
Cl1 Cu1 Cl2 97.68(16) . . ?
C2 N1 C4 110.4(10) . . ?
C2 N1 C11 123.9(9) . . ?
C4 N1 C11 125.7(11) . . ?
C4 N2 C3 109.4(10) . . ?
C4 N2 Cu1 130.2(8) . . ?
C3 N2 Cu1 116.5(7) . . ?
C10 N3 C6 116.9(12) . . ?
C10 N3 Cu1 119.1(10) . . ?
C6 N3 Cu1 122.9(8) . . ?
O1 C2 N1 125.3(11) . . ?
O1 C2 C3 129.7(13) . . ?
N1 C2 C3 105.0(10) . . ?
C5 C3 N2 130.7(10) . . ?
C5 C3 C2 123.3(12) . . ?
N2 C3 C2 105.9(11) . . ?
N2 C4 N1 109.3(11) . . ?
N2 C4 Se1 130.9(9) . . ?
N1 C4 Se1 119.8(9) . . ?
C3 C5 C6 127.1(11) . . ?
C3 C5 H5 116.4 . . ?
C6 C5 H5 116.4 . . ?
N3 C6 C7 120.5(11) . . ?
N3 C6 C5 121.0(11) . . ?
C7 C6 C5 118.4(12) . . ?
C8 C7 C6 121.7(13) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C7 C8 C9 115.3(14) . . ?
C7 C8 H8 122.4 . . ?
C9 C8 H8 122.4 . . ?
C10 C9 C8 122.7(14) . . ?
C10 C9 H9 118.6 . . ?
C8 C9 H9 118.6 . . ?
C9 C10 N3 122.8(14) . . ?
C9 C10 H10 118.6 . . ?
N3 C10 H10 118.6 . . ?
C12 C11 N1 111.6(12) . . ?
C12 C11 H11A 109.3 . . ?
N1 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
N1 C11 H11B 109.3 . . ?
H11A C11 H11B 108.0 . . ?
C13 C12 C11 140.5(19) . . ?
C13 C12 H12 109.8 . . ?
C11 C12 H12 109.8 . . ?
C12 C13 H13A 90(7) . . ?
C12 C13 H13B 125(10) . . ?
H13A C13 H13B 109(10) . . ?
C14 C14 Se1 117.1(10) 2_556 . ?
C14 C14 H14A 108.0 2_556 . ?
Se1 C14 H14A 108.0 . . ?
C14 C14 H14B 108.0 2_556 . ?
Se1 C14 H14B 108.0 . . ?
H14A C14 H14B 107.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N1 C2 O1 -179.8(13) . . . . ?
C11 N1 C2 O1 -1(2) . . . . ?
C4 N1 C2 C3 2.0(14) . . . . ?
C11 N1 C2 C3 -179.1(11) . . . . ?
C4 N2 C3 C5 178.3(14) . . . . ?
Cu1 N2 C3 C5 -21.8(18) . . . . ?
C4 N2 C3 C2 1.1(13) . . . . ?
Cu1 N2 C3 C2 161.0(8) . . . . ?
O1 C2 C3 C5 3(2) . . . . ?
N1 C2 C3 C5 -179.3(13) . . . . ?
O1 C2 C3 N2 -180.0(14) . . . . ?
N1 C2 C3 N2 -1.9(13) . . . . ?
C3 N2 C4 N1 0.1(14) . . . . ?
Cu1 N2 C4 N1 -156.2(8) . . . . ?
C3 N2 C4 Se1 -177.4(9) . . . . ?
Cu1 N2 C4 Se1 26.3(17) . . . . ?
C2 N1 C4 N2 -1.4(14) . . . . ?
C11 N1 C4 N2 179.7(10) . . . . ?
C2 N1 C4 Se1 176.4(9) . . . . ?
C11 N1 C4 Se1 -2.5(16) . . . . ?
C14 Se1 C4 N2 19.8(12) . . . . ?
C14 Se1 C4 N1 -157.5(9) . . . . ?
N2 C3 C5 C6 0(2) . . . . ?
C2 C3 C5 C6 177.0(12) . . . . ?
C10 N3 C6 C7 1.5(17) . . . . ?
Cu1 N3 C6 C7 -166.8(9) . . . . ?
C10 N3 C6 C5 -174.2(12) . . . . ?
Cu1 N3 C6 C5 17.5(15) . . . . ?
C3 C5 C6 N3 3(2) . . . . ?
C3 C5 C6 C7 -173.3(13) . . . . ?
N3 C6 C7 C8 -2.2(19) . . . . ?
C5 C6 C7 C8 173.7(12) . . . . ?
C6 C7 C8 C9 2(2) . . . . ?
C7 C8 C9 C10 -1(2) . . . . ?
C8 C9 C10 N3 0(2) . . . . ?
C6 N3 C10 C9 -1(2) . . . . ?
Cu1 N3 C10 C9 168.2(12) . . . . ?
C2 N1 C11 C12 86.6(16) . . . . ?
C4 N1 C11 C12 -94.6(15) . . . . ?
N1 C11 C12 C13 20(3) . . . . ?

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 H5 O1 0.93 2.41 3.298(15) 159.4 7_556
C10 H10 Cl1 0.93 2.59 3.223(17) 125.5 .
C11 H11A Se1 0.97 3.03 3.757(13) 133.3 6
C12 H12 O3 0.93 2.31 3.17(3) 154.0 5_656
C14 H14A Se1 0.97 3.14 3.895(11) 136.3 6_556
C14 H14B Cl1 0.97 2.75 3.635(13) 151.7 .
C14 H14B N2 0.97 2.68 3.195(16) 113.6 .

_refine_diff_density_max         0.638
_refine_diff_density_min         -0.968
_refine_diff_density_rms         0.139

####################################################################### 
# 
# 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_FIN1329
_database_code_depnum_ccdc_archive 'CCDC 2017202'
loop_
_audit_author_name
_audit_author_address
'Elena Beloglazkina'
;Moscow State University
Russia
;
_audit_update_record             
;
2021-06-20 deposited with the CCDC.	2022-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H12 N3 O Se'
_chemical_formula_sum            'C13 H12 N3 O Se'
_chemical_formula_weight         305.22

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'
Se Se -0.7943 1.1372 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.8328(2)
_cell_length_b                   14.7453(3)
_cell_length_c                   12.9522(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.188(2)
_cell_angle_gamma                90
_cell_volume                     1288.21(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    10590
_cell_measurement_theta_min      4.59
_cell_measurement_theta_max      70.50

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .23
_exptl_crystal_size_mid          .21
_exptl_crystal_size_min          .17
_exptl_absorpt_coefficient_mu    3.881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_absorpt_correction_T_min  0.228
_exptl_absorpt_correction_T_max  0.747


_diffrn_detector                 Pilatus100K
_diffrn_measurement_device_type  STOE
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_ambient_temperature      295
_diffrn_measurement_method       'rotation method'
_diffrn_reflns_number            13255
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.577
_diffrn_reflns_theta_max         70.496
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2441
_reflns_number_gt                1818
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_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)+(0.0800P)²] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0014(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2441
_refine_ls_number_parameters     200
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1229
_refine_ls_wR_factor_gt          0.1157
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.037
_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 0.25246(6) 0.49258(3) 0.60534(3) 0.0648(2) Uani 1 1 d . . . . .
O1 O 0.4456(3) 0.28374(18) 0.92136(16) 0.0609(6) Uani 1 1 d . . . . .
N2 N 0.3287(4) 0.38443(17) 0.78865(19) 0.0488(6) Uani 1 1 d . . . . .
N4 N 0.5561(4) 0.36651(18) 0.6810(2) 0.0499(6) Uani 1 1 d . . . . .
N12 N 1.0544(4) 0.1736(2) 0.7732(2) 0.0565(7) Uani 1 1 d . . . . .
C1 C 0.4582(5) 0.3200(2) 0.8384(2) 0.0470(7) Uani 1 1 d . . . . .
C3 C 0.3962(5) 0.4082(2) 0.6971(2) 0.0492(7) Uani 1 1 d . . . . .
C5 C 0.6053(4) 0.3084(2) 0.7668(2) 0.0448(7) Uani 1 1 d . . . . .
C6 C 0.7559(5) 0.2492(2) 0.7864(2) 0.0480(7) Uani 1 1 d . . . . .
C7 C 0.9119(4) 0.2293(2) 0.7251(2) 0.0467(7) Uani 1 1 d . . . . .
C8 C 0.9182(5) 0.2651(2) 0.6257(3) 0.0532(8) Uani 1 1 d . . . . .
C9 C 1.0759(5) 0.2441(3) 0.5759(3) 0.0595(9) Uani 1 1 d . . . . .
C10 C 1.2214(6) 0.1877(3) 0.6244(3) 0.0635(10) Uani 1 1 d . . . . .
C11 C 1.2042(6) 0.1538(3) 0.7219(3) 0.0638(9) Uani 1 1 d . . . . .
C13 C 0.1556(6) 0.4195(3) 0.8285(3) 0.0609(9) Uani 1 1 d . . . . .
C14 C 0.1947(10) 0.5062(3) 0.8850(3) 0.0892(17) Uani 1 1 d . . . . .
H14 H 0.0779 0.5343 0.8960 0.107 Uiso 1 1 calc R U . . .
C15 C 0.3244(14) 0.5458(5) 0.9172(8) 0.202(6) Uani 1 1 d . U . . .
H15A H 0.4506 0.5250 0.9112 0.243 Uiso 1 1 calc R U . . .
H15B H 0.3092 0.6006 0.9506 0.243 Uiso 1 1 calc R U . . .
C16 C 0.4036(7) 0.4743(3) 0.4902(3) 0.0613(9) Uani 1 1 d . . . . .
H6 H 0.763(5) 0.215(3) 0.848(3) 0.052(9) Uiso 1 1 d . . . . .
H8 H 0.822(6) 0.300(3) 0.597(3) 0.073(12) Uiso 1 1 d . . . . .
H9 H 1.085(6) 0.271(3) 0.507(3) 0.074(11) Uiso 1 1 d . . . . .
H10 H 1.332(7) 0.177(3) 0.593(4) 0.082(13) Uiso 1 1 d . . . . .
H11 H 1.303(6) 0.117(3) 0.759(3) 0.077(12) Uiso 1 1 d . . . . .
H131 H 0.116(6) 0.373(3) 0.873(4) 0.081(13) Uiso 1 1 d . . . . .
H132 H 0.046(6) 0.424(3) 0.771(3) 0.069(11) Uiso 1 1 d . . . . .
H161 H 0.294(7) 0.499(2) 0.430(4) 0.064(11) Uiso 1 1 d . . . . .
H162 H 0.409(6) 0.408(3) 0.487(3) 0.061(10) 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
Se1 C3 1.884(3) . ?
Se1 C16 1.963(4) . ?
O1 C1 1.215(4) . ?
N2 C3 1.384(4) . ?
N2 C1 1.385(4) . ?
N2 C13 1.459(4) . ?
N4 C3 1.300(4) . ?
N4 C5 1.401(4) . ?
N12 C11 1.339(5) . ?
N12 C7 1.348(4) . ?
C1 C5 1.482(4) . ?
C5 C6 1.342(5) . ?
C6 C7 1.457(4) . ?
C6 H6 0.93(4) . ?
C7 C8 1.399(5) . ?
C8 C9 1.377(5) . ?
C8 H8 0.87(4) . ?
C9 C10 1.369(6) . ?
C9 H9 0.99(4) . ?
C10 C11 1.381(6) . ?
C10 H10 0.93(5) . ?
C11 H11 0.94(4) . ?
C13 C14 1.476(6) . ?
C13 H131 0.95(5) . ?
C13 H132 0.97(4) . ?
C14 C15 1.087(9) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9300 . ?
C15 H15B 0.9300 . ?
C16 C16 1.506(9) 3_666 ?
C16 H161 1.06(5) . ?
C16 H162 0.98(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
C3 Se1 C16 95.96(16) . . ?
C3 N2 C1 107.3(3) . . ?
C3 N2 C13 127.8(3) . . ?
C1 N2 C13 124.9(3) . . ?
C3 N4 C5 105.3(3) . . ?
C11 N12 C7 117.2(3) . . ?
O1 C1 N2 125.6(3) . . ?
O1 C1 C5 130.8(3) . . ?
N2 C1 C5 103.6(2) . . ?
N4 C3 N2 114.9(3) . . ?
N4 C3 Se1 125.3(2) . . ?
N2 C3 Se1 119.8(2) . . ?
C6 C5 N4 128.9(3) . . ?
C6 C5 C1 122.2(3) . . ?
N4 C5 C1 108.9(3) . . ?
C5 C6 C7 129.3(3) . . ?
C5 C6 H6 116(2) . . ?
C7 C6 H6 114(2) . . ?
N12 C7 C8 121.9(3) . . ?
N12 C7 C6 114.1(3) . . ?
C8 C7 C6 124.0(3) . . ?
C9 C8 C7 119.2(3) . . ?
C9 C8 H8 122(3) . . ?
C7 C8 H8 119(3) . . ?
C10 C9 C8 119.1(3) . . ?
C10 C9 H9 121(2) . . ?
C8 C9 H9 120(2) . . ?
C9 C10 C11 118.6(4) . . ?
C9 C10 H10 119(3) . . ?
C11 C10 H10 122(3) . . ?
N12 C11 C10 123.9(4) . . ?
N12 C11 H11 115(3) . . ?
C10 C11 H11 121(3) . . ?
N2 C13 C14 112.9(4) . . ?
N2 C13 H131 106(3) . . ?
C14 C13 H131 111(3) . . ?
N2 C13 H132 109(2) . . ?
C14 C13 H132 112(2) . . ?
H131 C13 H132 105(4) . . ?
C15 C14 C13 136.6(7) . . ?
C15 C14 H14 111.7 . . ?
C13 C14 H14 111.7 . . ?
C14 C15 H15A 120.0 . . ?
C14 C15 H15B 120.0 . . ?
H15A C15 H15B 120.0 . . ?
C16 C16 Se1 110.8(4) 3_666 . ?
C16 C16 H161 116(2) 3_666 . ?
Se1 C16 H161 96(2) . . ?
C16 C16 H162 118(2) 3_666 . ?
Se1 C16 H162 101(2) . . ?
H161 C16 H162 110(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N2 C1 O1 179.8(3) . . . . ?
C13 N2 C1 O1 0.2(5) . . . . ?
C3 N2 C1 C5 -0.4(3) . . . . ?
C13 N2 C1 C5 -180.0(3) . . . . ?
C5 N4 C3 N2 0.4(4) . . . . ?
C5 N4 C3 Se1 -177.5(2) . . . . ?
C1 N2 C3 N4 0.0(4) . . . . ?
C13 N2 C3 N4 179.5(3) . . . . ?
C1 N2 C3 Se1 178.1(2) . . . . ?
C13 N2 C3 Se1 -2.4(5) . . . . ?
C16 Se1 C3 N4 7.4(3) . . . . ?
C16 Se1 C3 N2 -170.5(3) . . . . ?
C3 N4 C5 C6 178.5(3) . . . . ?
C3 N4 C5 C1 -0.7(3) . . . . ?
O1 C1 C5 C6 1.2(5) . . . . ?
N2 C1 C5 C6 -178.6(3) . . . . ?
O1 C1 C5 N4 -179.5(3) . . . . ?
N2 C1 C5 N4 0.7(3) . . . . ?
N4 C5 C6 C7 0.8(6) . . . . ?
C1 C5 C6 C7 179.9(3) . . . . ?
C11 N12 C7 C8 0.2(5) . . . . ?
C11 N12 C7 C6 -178.9(3) . . . . ?
C5 C6 C7 N12 172.5(3) . . . . ?
C5 C6 C7 C8 -6.5(5) . . . . ?
N12 C7 C8 C9 -1.0(5) . . . . ?
C6 C7 C8 C9 178.0(3) . . . . ?
C7 C8 C9 C10 0.9(5) . . . . ?
C8 C9 C10 C11 0.0(5) . . . . ?
C7 N12 C11 C10 0.8(5) . . . . ?
C9 C10 C11 N12 -1.0(6) . . . . ?
C3 N2 C13 C14 -82.7(4) . . . . ?
C1 N2 C13 C14 96.8(4) . . . . ?
N2 C13 C14 C15 -13.5(11) . . . . ?

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 H8 N4 0.87(4) 2.47(4) 3.072(5) 128(4) .
C10 H10 O1 0.93(5) 2.54(5) 3.275(4) 137(3) 4_665

_refine_diff_density_max         0.825
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.073

####################################################################### 
# 
# 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_dg4clsex2
_database_code_depnum_ccdc_archive 'CCDC 2125345'
loop_
_audit_author_name
_audit_author_address
'Tafeenko Victor'
;Moscow State University (MSU)
Russia
;
_audit_update_record             
;
2021-11-30 deposited with the CCDC.	2022-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H18 Cl3 Cu N6 O6 Se2, C2 H3 N'
_chemical_formula_sum            'C34 H21 Cl3 Cu N7 O6 Se2'
_chemical_formula_weight         951.39

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'
Cu Cu -1.9646 0.5888 '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'
Se Se -0.7943 1.1372 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.1846(4)
_cell_length_b                   13.6156(7)
_cell_length_c                   33.9630(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.899(4)
_cell_angle_gamma                90
_cell_volume                     3776.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    11335
_cell_measurement_theta_min      3.67
_cell_measurement_theta_max      66.67

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            RED
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_F_000             1880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .15
_exptl_crystal_size_mid          .11
_exptl_crystal_size_min          .05
_exptl_absorpt_coefficient_mu    5.434
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_absorpt_correction_T_min  0.403
_exptl_absorpt_correction_T_max  0.706

_diffrn_ambient_temperature      295
_diffrn_detector                 Pilatus100K
_diffrn_measurement_device_type  STOE
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_reflns_number            12034
_diffrn_reflns_av_unetI/netI     0.2227
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.608
_diffrn_reflns_theta_max         66.780
_diffrn_reflns_theta_full        66.780
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measured_fraction_theta_full 0.838
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_Laue_measured_fraction_full 0.838
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_point_group_measured_fraction_full 0.838
_reflns_number_total             12034
_reflns_number_gt                4591
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          'Refined as a 2-component 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)+(0.1190P)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         12034
_refine_ls_number_parameters     480
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.1701
_refine_ls_R_factor_gt           0.0931
_refine_ls_wR_factor_ref         0.2448
_refine_ls_wR_factor_gt          0.2189
_refine_ls_goodness_of_fit_ref   0.837
_refine_ls_restrained_S_all      0.837
_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
Cu1 Cu 0.7637(4) 0.4226(2) 0.34211(6) 0.0479(8) Uani 1 1 d . . . . .
Se1A Se 0.4046(3) 0.60708(18) 0.36210(5) 0.0566(7) Uani 1 1 d . . . . .
Cl2A Cl 0.0633(9) 0.8277(6) 0.50041(17) 0.116(3) Uani 1 1 d . . . . .
O1A O 0.7769(16) 0.5714(11) 0.4876(3) 0.063(4) Uani 1 1 d . . . . .
N1A N 0.706(2) 0.5059(12) 0.3866(3) 0.048(4) Uani 1 1 d . . . . .
N2A N 0.5840(17) 0.5912(11) 0.4354(3) 0.043(4) Uani 1 1 d . . . . .
N3A N 1.0131(18) 0.4117(13) 0.3633(3) 0.054(4) Uani 1 1 d . . . . .
C2A C 0.574(3) 0.5616(15) 0.3952(4) 0.055(6) Uani 1 1 d . . . . .
C3A C 0.733(2) 0.5585(14) 0.4540(4) 0.047(5) Uani 1 1 d . . . . .
C4A C 0.811(2) 0.5020(13) 0.4230(4) 0.036(4) Uani 1 1 d . . . . .
C5A C 0.954(2) 0.4571(15) 0.4293(4) 0.050(5) Uani 1 1 d . . . . .
H5A H 0.998006 0.457981 0.455243 0.059 Uiso 1 1 calc R U . . .
C6A C 1.055(3) 0.4058(15) 0.4010(4) 0.054(5) Uani 1 1 d . . . . .
C7A C 1.191(3) 0.3549(17) 0.4168(5) 0.071(7) Uani 1 1 d . . . . .
H7A H 1.218242 0.353876 0.443877 0.085 Uiso 1 1 calc R U . . .
C8A C 1.282(3) 0.3078(17) 0.3918(5) 0.071(7) Uani 1 1 d . . . . .
H8A H 1.371929 0.271205 0.401532 0.086 Uiso 1 1 calc R U . . .
C9A C 1.247(3) 0.3124(17) 0.3529(5) 0.064(6) Uani 1 1 d . . . . .
H9A H 1.306448 0.276402 0.335539 0.077 Uiso 1 1 calc R U . . .
C10A C 1.117(3) 0.3728(16) 0.3388(4) 0.069(7) Uani 1 1 d . . . . .
H10A H 1.102410 0.386067 0.311938 0.083 Uiso 1 1 calc R U . . .
C11A C 0.460(2) 0.6502(15) 0.4537(4) 0.042(5) Uani 1 1 d . . . . .
C12A C 0.309(3) 0.608(2) 0.4564(6) 0.080(7) Uani 1 1 d . . . . .
H12A H 0.290585 0.543136 0.448487 0.096 Uiso 1 1 calc R U . . .
C13A C 0.185(3) 0.663(2) 0.4712(6) 0.087(9) Uani 1 1 d . . . . .
H13A H 0.081292 0.636201 0.473147 0.104 Uiso 1 1 calc R U . . .
C14A C 0.213(3) 0.755(2) 0.4823(5) 0.067(7) Uani 1 1 d . . . . .
C15A C 0.374(3) 0.8002(18) 0.4832(6) 0.074(7) Uani 1 1 d . . . . .
H15A H 0.393539 0.862986 0.493239 0.089 Uiso 1 1 calc R U . . .
C16A C 0.500(3) 0.7419(16) 0.4675(5) 0.071(7) Uani 1 1 d . . . . .
H16A H 0.606250 0.765834 0.466810 0.085 Uiso 1 1 calc R U . . .
C17A C 0.480(2) 0.5667(14) 0.3133(4) 0.048(5) Uani 1 1 d . U . . .
Cl1 Cl 0.7644(7) -0.1195(4) 0.26799(11) 0.0537(13) Uani 1 1 d . . . . .
O2 O 0.812(3) -0.0223(11) 0.2557(4) 0.103(7) Uani 1 1 d . . . . .
O3 O 0.734(3) -0.1223(12) 0.3082(3) 0.104(6) Uani 1 1 d . . . . .
O4 O 0.899(2) -0.1838(13) 0.2623(5) 0.095(5) Uani 1 1 d . . . . .
O5 O 0.635(2) -0.1577(13) 0.2412(5) 0.117(7) Uani 1 1 d . . . . .
Se1B Se 0.6991(3) 0.59670(18) 0.24899(5) 0.0694(8) Uani 1 1 d . . . . .
Cl2B Cl 0.7291(9) 0.5641(5) 0.05463(12) 0.102(2) Uani 1 1 d . . . . .
O1B O 0.7519(17) 0.2454(9) 0.2023(3) 0.052(3) Uani 1 1 d . . . . .
N1B N 0.7341(19) 0.4067(11) 0.2841(3) 0.045(4) Uani 1 1 d . . . . .
N2B N 0.7403(18) 0.4101(11) 0.2176(3) 0.043(4) Uani 1 1 d . . . . .
N3B N 0.7186(17) 0.2751(11) 0.3578(3) 0.041(4) Uani 1 1 d . . . . .
C2B C 0.728(2) 0.4591(12) 0.2514(4) 0.043(5) Uani 1 1 d . . . . .
C3B C 0.751(2) 0.3105(15) 0.2274(4) 0.044(4) Uani 1 1 d . U . . .
C4B C 0.746(2) 0.3022(14) 0.2687(4) 0.043(4) Uani 1 1 d . . . . .
C5B C 0.744(3) 0.2215(14) 0.2883(5) 0.055(5) Uani 1 1 d . . . . .
H5B H 0.751446 0.165314 0.272961 0.066 Uiso 1 1 calc R U . . .
C6B C 0.731(2) 0.2026(14) 0.3298(4) 0.045(5) Uani 1 1 d . . . . .
C7B C 0.722(2) 0.1005(14) 0.3421(5) 0.049(5) Uani 1 1 d . . . . .
H7B H 0.724781 0.050072 0.323659 0.058 Uiso 1 1 calc R U . . .
C8B C 0.710(3) 0.0799(19) 0.3810(6) 0.069(6) Uani 1 1 d . . . . .
H8B H 0.700709 0.015013 0.389169 0.082 Uiso 1 1 calc R U . . .
C9B C 0.710(3) 0.1566(19) 0.4089(6) 0.074(7) Uani 1 1 d . . . . .
H9B H 0.711546 0.143682 0.435811 0.088 Uiso 1 1 calc R U . . .
C10B C 0.708(3) 0.2498(18) 0.3949(4) 0.063(7) Uani 1 1 d . . . . .
H10B H 0.698259 0.300158 0.413120 0.075 Uiso 1 1 calc R U . . .
C11B C 0.740(2) 0.4492(13) 0.1781(4) 0.038(5) Uani 1 1 d . . . . .
C12B C 0.855(2) 0.5159(16) 0.1688(5) 0.057(5) Uani 1 1 d . . . . .
H12B H 0.936310 0.537145 0.187397 0.068 Uiso 1 1 calc R U . . .
C13B C 0.847(3) 0.5507(15) 0.1300(5) 0.057(6) Uani 1 1 d . . . . .
H13B H 0.920423 0.598830 0.123111 0.068 Uiso 1 1 calc R U . . .
C14B C 0.737(3) 0.5176(19) 0.1026(4) 0.070(7) Uani 1 1 d . . . . .
C15B C 0.625(3) 0.4493(15) 0.1119(4) 0.055(6) Uani 1 1 d . . . . .
H15B H 0.548421 0.426412 0.092451 0.066 Uiso 1 1 calc R U . . .
C16B C 0.623(2) 0.4141(15) 0.1495(4) 0.053(6) Uani 1 1 d . . . . .
H16B H 0.545152 0.367876 0.155988 0.063 Uiso 1 1 calc R U . . .
C17B C 0.638(3) 0.6202(15) 0.3024(4) 0.061(6) Uani 1 1 d . U . . .
N5 N 0.762(4) 0.802(3) 0.4065(8) 0.167(14) Uani 1 1 d . . . . .
C18 C 0.873(4) 0.777(2) 0.3896(8) 0.091(9) Uani 1 1 d . . . . .
C19 C 1.005(4) 0.743(2) 0.3673(7) 0.112(11) Uani 1 1 d . . . . .
H19A H 0.998955 0.672457 0.364727 0.169 Uiso 1 1 calc R U . . .
H19B H 1.107463 0.760649 0.380645 0.169 Uiso 1 1 calc R U . . .
H19C H 0.995914 0.772054 0.341529 0.169 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
Cu1 N1A 1.971(15) . ?
Cu1 N1B 1.982(11) . ?
Cu1 N3B 2.116(15) . ?
Cu1 N3A 2.123(15) . ?
Se1A C2A 1.83(2) . ?
Se1A C17A 1.890(16) . ?
Cl2A C14A 1.72(2) . ?
O1A C3A 1.183(15) . ?
N1A C2A 1.37(2) . ?
N1A C4A 1.455(17) . ?
N2A C3A 1.41(2) . ?
N2A C2A 1.418(17) . ?
N2A C11A 1.47(2) . ?
N3A C6A 1.304(18) . ?
N3A C10A 1.34(2) . ?
C3A C4A 1.48(2) . ?
C4A C5A 1.33(2) . ?
C5A C6A 1.48(2) . ?
C5A H5A 0.9300 . ?
C6A C7A 1.39(3) . ?
C7A C8A 1.33(2) . ?
C7A H7A 0.9300 . ?
C8A C9A 1.33(2) . ?
C8A H8A 0.9300 . ?
C9A C10A 1.40(3) . ?
C9A H9A 0.9300 . ?
C10A H10A 0.9300 . ?
C11A C16A 1.37(2) . ?
C11A C12A 1.37(3) . ?
C12A C13A 1.39(3) . ?
C12A H12A 0.9300 . ?
C13A C14A 1.32(3) . ?
C13A H13A 0.9300 . ?
C14A C15A 1.45(3) . ?
C15A C16A 1.43(3) . ?
C15A H15A 0.9300 . ?
C16A H16A 0.9300 . ?
C17A C17B 1.55(3) . ?
Cl1 O3 1.406(12) . ?
Cl1 O4 1.430(16) . ?
Cl1 O5 1.447(15) . ?
Cl1 O2 1.450(14) . ?
Se1B C2B 1.889(17) . ?
Se1B C17B 1.942(16) . ?
Cl2B C14B 1.744(16) . ?
O1B C3B 1.231(18) . ?
N1B C2B 1.316(17) . ?
N1B C4B 1.52(2) . ?
N2B C2B 1.338(17) . ?
N2B C3B 1.40(2) . ?
N2B C11B 1.445(18) . ?
N3B C10B 1.316(17) . ?
N3B C6B 1.38(2) . ?
C3B C4B 1.412(19) . ?
C4B C5B 1.28(2) . ?
C5B C6B 1.44(2) . ?
C5B H5B 0.9300 . ?
C6B C7B 1.45(2) . ?
C7B C8B 1.36(2) . ?
C7B H7B 0.9300 . ?
C8B C9B 1.41(3) . ?
C8B H8B 0.9300 . ?
C9B C10B 1.35(3) . ?
C9B H9B 0.9300 . ?
C10B H10B 0.9300 . ?
C11B C12B 1.37(2) . ?
C11B C16B 1.40(2) . ?
C12B C13B 1.40(2) . ?
C12B H12B 0.9300 . ?
C13B C14B 1.33(3) . ?
C13B H13B 0.9300 . ?
C14B C15B 1.36(3) . ?
C15B C16B 1.37(2) . ?
C15B H15B 0.9300 . ?
C16B H16B 0.9300 . ?
N5 C18 1.16(3) . ?
C18 C19 1.44(4) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 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
N1A Cu1 N1B 143.7(6) . . ?
N1A Cu1 N3B 107.4(5) . . ?
N1B Cu1 N3B 97.8(5) . . ?
N1A Cu1 N3A 93.1(6) . . ?
N1B Cu1 N3A 112.3(6) . . ?
N3B Cu1 N3A 91.6(6) . . ?
C2A Se1A C17A 99.3(7) . . ?
C2A N1A C4A 105.3(13) . . ?
C2A N1A Cu1 135.8(11) . . ?
C4A N1A Cu1 118.2(12) . . ?
C3A N2A C2A 109.4(14) . . ?
C3A N2A C11A 125.9(12) . . ?
C2A N2A C11A 124.6(15) . . ?
C6A N3A C10A 116.9(16) . . ?
C6A N3A Cu1 121.1(12) . . ?
C10A N3A Cu1 116.9(12) . . ?
N1A C2A N2A 111.8(15) . . ?
N1A C2A Se1A 129.1(11) . . ?
N2A C2A Se1A 118.9(15) . . ?
O1A C3A N2A 125.6(15) . . ?
O1A C3A C4A 130.3(16) . . ?
N2A C3A C4A 104.0(11) . . ?
C5A C4A N1A 128.0(14) . . ?
C5A C4A C3A 122.6(13) . . ?
N1A C4A C3A 109.4(15) . . ?
C4A C5A C6A 129.5(14) . . ?
C4A C5A H5A 115.2 . . ?
C6A C5A H5A 115.2 . . ?
N3A C6A C7A 123.9(17) . . ?
N3A C6A C5A 119.3(18) . . ?
C7A C6A C5A 116.8(14) . . ?
C8A C7A C6A 117.5(17) . . ?
C8A C7A H7A 121.3 . . ?
C6A C7A H7A 121.3 . . ?
C7A C8A C9A 121(2) . . ?
C7A C8A H8A 119.4 . . ?
C9A C8A H8A 119.4 . . ?
C8A C9A C10A 118.3(18) . . ?
C8A C9A H9A 120.9 . . ?
C10A C9A H9A 120.9 . . ?
N3A C10A C9A 121.3(14) . . ?
N3A C10A H10A 119.4 . . ?
C9A C10A H10A 119.4 . . ?
C16A C11A C12A 124(2) . . ?
C16A C11A N2A 119.2(19) . . ?
C12A C11A N2A 116.8(19) . . ?
C11A C12A C13A 119(2) . . ?
C11A C12A H12A 120.7 . . ?
C13A C12A H12A 120.7 . . ?
C14A C13A C12A 120(2) . . ?
C14A C13A H13A 120.0 . . ?
C12A C13A H13A 120.0 . . ?
C13A C14A C15A 123(2) . . ?
C13A C14A Cl2A 122(2) . . ?
C15A C14A Cl2A 115(2) . . ?
C16A C15A C14A 116(2) . . ?
C16A C15A H15A 122.2 . . ?
C14A C15A H15A 122.2 . . ?
C11A C16A C15A 118(2) . . ?
C11A C16A H16A 121.0 . . ?
C15A C16A H16A 121.0 . . ?
C17B C17A Se1A 113.4(12) . . ?
O3 Cl1 O4 107.6(11) . . ?
O3 Cl1 O5 115.5(13) . . ?
O4 Cl1 O5 103.5(11) . . ?
O3 Cl1 O2 111.9(10) . . ?
O4 Cl1 O2 107.1(11) . . ?
O5 Cl1 O2 110.5(10) . . ?
C2B Se1B C17B 99.3(8) . . ?
C2B N1B C4B 102.6(11) . . ?
C2B N1B Cu1 140.7(12) . . ?
C4B N1B Cu1 115.9(10) . . ?
C2B N2B C3B 106.7(11) . . ?
C2B N2B C11B 128.2(15) . . ?
C3B N2B C11B 125.1(12) . . ?
C10B N3B C6B 119.0(17) . . ?
C10B N3B Cu1 120.9(13) . . ?
C6B N3B Cu1 119.0(10) . . ?
N1B C2B N2B 116.9(15) . . ?
N1B C2B Se1B 124.9(11) . . ?
N2B C2B Se1B 118.3(11) . . ?
O1B C3B N2B 122.5(13) . . ?
O1B C3B C4B 129.2(19) . . ?
N2B C3B C4B 108.0(14) . . ?
C5B C4B C3B 125.8(18) . . ?
C5B C4B N1B 128.3(15) . . ?
C3B C4B N1B 105.8(15) . . ?
C4B C5B C6B 131.5(18) . . ?
C4B C5B H5B 114.3 . . ?
C6B C5B H5B 114.3 . . ?
N3B C6B C5B 123.9(17) . . ?
N3B C6B C7B 118.7(14) . . ?
C5B C6B C7B 117.3(15) . . ?
C8B C7B C6B 118.9(17) . . ?
C8B C7B H7B 120.5 . . ?
C6B C7B H7B 120.5 . . ?
C7B C8B C9B 120(2) . . ?
C7B C8B H8B 119.9 . . ?
C9B C8B H8B 119.9 . . ?
C10B C9B C8B 117.3(19) . . ?
C10B C9B H9B 121.3 . . ?
C8B C9B H9B 121.3 . . ?
N3B C10B C9B 126(2) . . ?
N3B C10B H10B 117.2 . . ?
C9B C10B H10B 117.2 . . ?
C12B C11B C16B 121.3(15) . . ?
C12B C11B N2B 120.1(15) . . ?
C16B C11B N2B 118.5(16) . . ?
C11B C12B C13B 116.9(17) . . ?
C11B C12B H12B 121.6 . . ?
C13B C12B H12B 121.6 . . ?
C14B C13B C12B 122(2) . . ?
C14B C13B H13B 118.9 . . ?
C12B C13B H13B 118.9 . . ?
C13B C14B C15B 120.4(17) . . ?
C13B C14B Cl2B 121(2) . . ?
C15B C14B Cl2B 118.7(17) . . ?
C14B C15B C16B 120.5(18) . . ?
C14B C15B H15B 119.7 . . ?
C16B C15B H15B 119.7 . . ?
C15B C16B C11B 118.5(18) . . ?
C15B C16B H16B 120.7 . . ?
C11B C16B H16B 120.7 . . ?
C17A C17B Se1B 114.6(12) . . ?
N5 C18 C19 177(4) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

_refine_diff_density_max         1.354
_refine_diff_density_min         -1.131
_refine_diff_density_rms         0.184

####################################################################### 
# 
# 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_dgcpc6_k
_database_code_depnum_ccdc_archive 'CCDC 2125344'
loop_
_audit_author_name
_audit_author_address
'Tafeenko Victor'
;Moscow State University (MSU)
Russia
;
_audit_update_record             
;
2021-11-30 deposited with the CCDC.	2022-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H16 Cl2 Cu N3 O Se'
_chemical_formula_sum            'C15 H16 Cl2 Cu N3 O Se'
_chemical_formula_weight         467.71

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'
Cu Cu -1.9646 0.5888 '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'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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'
'-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                   27.8120(10)
_cell_length_b                   10.3367(4)
_cell_length_c                   13.4574(6)
_cell_angle_alpha                90
_cell_angle_beta                 118.406(3)
_cell_angle_gamma                90
_cell_volume                     3403.0(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    6254
_cell_measurement_theta_min      4.60
_cell_measurement_theta_max      64.4

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.826
_exptl_crystal_F_000             1856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    7.201
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_absorpt_correction_T_min  0.553
_exptl_absorpt_correction_T_max  0.843

_diffrn_ambient_temperature      295
_diffrn_detector                 Pilatus100K
_diffrn_measurement_device_type  STOE
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_reflns_number            16893
_diffrn_reflns_av_unetI/netI     0.0980
_diffrn_reflns_av_R_equivalents  0.1118
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.614
_diffrn_reflns_theta_max         66.990
_diffrn_reflns_theta_full        66.990
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             2989
_reflns_number_gt                1357
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_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)+(0.1292P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2989
_refine_ls_number_parameters     209
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1388
_refine_ls_R_factor_gt           0.0711
_refine_ls_wR_factor_ref         0.2199
_refine_ls_wR_factor_gt          0.1859
_refine_ls_goodness_of_fit_ref   0.886
_refine_ls_restrained_S_all      0.887
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.004

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
Cu1 Cu 0.60753(6) 0.31797(11) 0.61964(12) 0.0722(5) Uani 1 1 d . . . . .
Cl1 Cl 0.64706(11) 0.1263(2) 0.6327(3) 0.0867(8) Uani 1 1 d . . . . .
Cl2 Cl 0.63343(12) 0.4102(2) 0.5012(2) 0.0875(8) Uani 1 1 d . . . . .
O1 O 0.5264(3) 0.7601(6) 0.6602(6) 0.088(2) Uani 1 1 d . . . . .
N1 N 0.5381(3) 0.2534(7) 0.6229(7) 0.070(2) Uani 1 1 d . . . . .
N2 N 0.6064(3) 0.4811(6) 0.6951(6) 0.0632(19) Uani 1 1 d . . . . .
N3 N 0.6168(3) 0.6977(6) 0.7300(6) 0.066(2) Uani 1 1 d . . . . .
C2 C 0.5278(5) 0.1259(9) 0.6183(9) 0.076(3) Uani 1 1 d . . . . .
H2 H 0.555852 0.069075 0.629300 0.091 Uiso 1 1 calc R U . . .
C3 C 0.4783(5) 0.0741(9) 0.5984(9) 0.081(3) Uani 1 1 d . . . . .
H3 H 0.473735 -0.015041 0.598205 0.097 Uiso 1 1 calc R U . . .
C4 C 0.4360(5) 0.1563(10) 0.5788(9) 0.081(3) Uani 1 1 d . . . . .
H4 H 0.401189 0.124889 0.558825 0.098 Uiso 1 1 calc R U . . .
C5 C 0.4470(5) 0.2885(9) 0.5901(9) 0.079(3) Uani 1 1 d . . . . .
H5 H 0.419873 0.346618 0.582062 0.095 Uiso 1 1 calc R U . . .
C6 C 0.4980(4) 0.3338(8) 0.6131(8) 0.065(2) Uani 1 1 d . . . . .
C7 C 0.5081(4) 0.4724(8) 0.6288(8) 0.065(2) Uani 1 1 d . . . . .
H7 H 0.477560 0.523869 0.610150 0.078 Uiso 1 1 calc R U . . .
C8 C 0.5551(4) 0.5350(8) 0.6660(8) 0.064(2) Uani 1 1 d . . . . .
C9 C 0.5611(5) 0.6789(9) 0.6827(8) 0.068(3) Uani 1 1 d . . . . .
C10 C 0.6427(4) 0.5794(8) 0.7354(8) 0.065(2) Uani 1 1 d . . . . .
C11 C 0.6428(5) 0.8205(8) 0.7619(9) 0.078(3) Uani 1 1 d . . . . .
H11 H 0.6466(7) 0.856(5) 0.715(7) 0.094 Uiso 1 1 calc R U . . .
C12 C 0.6314(6) 0.9062(9) 0.8364(9) 0.091(4) Uani 1 1 d . . . . .
H12A H 0.628217 0.998263 0.820590 0.109 Uiso 1 1 calc R U . . .
H12B H 0.607754 0.873437 0.865158 0.109 Uiso 1 1 calc R U . . .
C13 C 0.6860(5) 0.8465(10) 0.8792(10) 0.088(3) Uani 1 1 d . . . . .
H13A H 0.695679 0.777233 0.934010 0.106 Uiso 1 1 calc R U . . .
H13B H 0.716146 0.902085 0.889432 0.106 Uiso 1 1 calc R U . . .
Se1 Se 0.71690(5) 0.58347(9) 0.78959(11) 0.0860(5) Uani 1 1 d . . . . .
C14 C 0.7361(5) 0.4009(10) 0.8012(11) 0.111(4) Uani 1 1 d D . . . .
H14A H 0.703659 0.347803 0.775831 0.133 Uiso 1 1 calc R U . . .
H14B H 0.753255 0.381795 0.754724 0.133 Uiso 1 1 calc R U . . .
C15 C 0.7753(8) 0.3736(16) 0.9238(13) 0.59(6) Uani 1 1 d D . . . .
H15A H 0.811990 0.376311 0.932490 0.710 Uiso 1 1 calc R U . . .
H15B H 0.772472 0.444794 0.967665 0.710 Uiso 1 1 calc R U . . .
C16 C 0.7705(7) 0.2510(16) 0.9776(19) 0.56(6) Uani 1 1 d D . . . .
H16A H 0.806281 0.230795 1.039806 0.673 Uiso 1 1 calc R U . . .
H16B H 0.761018 0.181924 0.922567 0.673 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
Cu1 N2 1.976(7) . ?
Cu1 N1 2.064(8) . ?
Cu1 Cl1 2.232(2) . ?
Cu1 Cl2 2.250(3) . ?
O1 C9 1.203(11) . ?
N1 C2 1.344(11) . ?
N1 C6 1.346(12) . ?
N2 C10 1.351(11) . ?
N2 C8 1.403(12) . ?
N3 C9 1.381(13) . ?
N3 C10 1.404(10) . ?
N3 C11 1.422(11) . ?
C2 C3 1.379(15) . ?
C2 H2 0.9300 . ?
C3 C4 1.373(15) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(13) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(14) . ?
C5 H5 0.9300 . ?
C6 C7 1.457(12) . ?
C7 C8 1.325(13) . ?
C7 H7 0.9300 . ?
C8 C9 1.501(12) . ?
C10 Se1 1.832(11) . ?
C11 C12 1.480(14) . ?
C11 C13 1.485(15) . ?
C11 H11 0.78(11) . ?
C12 C13 1.478(16) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
Se1 C14 1.947(11) . ?
C14 C15 1.510(10) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.496(10) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C16 1.525(10) 7_657 ?
C16 H16A 0.9700 . ?
C16 H16B 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 Cu1 N1 91.2(3) . . ?
N2 Cu1 Cl1 147.6(2) . . ?
N1 Cu1 Cl1 98.2(2) . . ?
N2 Cu1 Cl2 95.2(2) . . ?
N1 Cu1 Cl2 140.4(2) . . ?
Cl1 Cu1 Cl2 96.90(11) . . ?
C2 N1 C6 117.0(9) . . ?
C2 N1 Cu1 119.7(7) . . ?
C6 N1 Cu1 122.6(6) . . ?
C10 N2 C8 106.3(7) . . ?
C10 N2 Cu1 131.0(6) . . ?
C8 N2 Cu1 117.2(6) . . ?
C9 N3 C10 109.7(7) . . ?
C9 N3 C11 124.2(8) . . ?
C10 N3 C11 126.0(9) . . ?
N1 C2 C3 124.0(10) . . ?
N1 C2 H2 118.0 . . ?
C3 C2 H2 118.0 . . ?
C4 C3 C2 118.9(9) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 117.5(10) . . ?
C3 C4 H4 121.3 . . ?
C5 C4 H4 121.3 . . ?
C6 C5 C4 120.5(10) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
N1 C6 C5 121.8(8) . . ?
N1 C6 C7 119.9(9) . . ?
C5 C6 C7 118.3(9) . . ?
C8 C7 C6 128.6(9) . . ?
C8 C7 H7 115.7 . . ?
C6 C7 H7 115.7 . . ?
C7 C8 N2 127.0(8) . . ?
C7 C8 C9 123.9(9) . . ?
N2 C8 C9 109.0(8) . . ?
O1 C9 N3 127.3(9) . . ?
O1 C9 C8 129.5(10) . . ?
N3 C9 C8 103.2(8) . . ?
N2 C10 N3 111.5(9) . . ?
N2 C10 Se1 131.5(6) . . ?
N3 C10 Se1 117.0(7) . . ?
N3 C11 C12 119.8(9) . . ?
N3 C11 C13 121.4(8) . . ?
C12 C11 C13 59.8(7) . . ?
N3 C11 H11 114.9 . . ?
C12 C11 H11 114.9 . . ?
C13 C11 H11 114.9 . . ?
C13 C12 C11 60.3(8) . . ?
C13 C12 H12A 117.7 . . ?
C11 C12 H12A 117.7 . . ?
C13 C12 H12B 117.7 . . ?
C11 C12 H12B 117.7 . . ?
H12A C12 H12B 114.9 . . ?
C12 C13 C11 59.9(7) . . ?
C12 C13 H13A 117.8 . . ?
C11 C13 H13A 117.8 . . ?
C12 C13 H13B 117.8 . . ?
C11 C13 H13B 117.8 . . ?
H13A C13 H13B 114.9 . . ?
C10 Se1 C14 102.9(5) . . ?
C15 C14 Se1 107.3(10) . . ?
C15 C14 H14A 110.3 . . ?
Se1 C14 H14A 110.3 . . ?
C15 C14 H14B 110.3 . . ?
Se1 C14 H14B 110.3 . . ?
H14A C14 H14B 108.5 . . ?
C16 C15 C14 120.2(11) . . ?
C16 C15 H15A 107.3 . . ?
C14 C15 H15A 107.3 . . ?
C16 C15 H15B 107.3 . . ?
C14 C15 H15B 107.3 . . ?
H15A C15 H15B 106.9 . . ?
C15 C16 C16 117.3(11) . 7_657 ?
C15 C16 H16A 108.0 . . ?
C16 C16 H16A 108.0 7_657 . ?
C15 C16 H16B 108.0 . . ?
C16 C16 H16B 108.0 7_657 . ?
H16A C16 H16B 107.2 . . ?

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 N1 C2 C3 3.6(15) . . . . ?
Cu1 N1 C2 C3 -167.1(8) . . . . ?
N1 C2 C3 C4 1.8(16) . . . . ?
C2 C3 C4 C5 -5.5(16) . . . . ?
C3 C4 C5 C6 4.0(16) . . . . ?
C2 N1 C6 C5 -5.2(14) . . . . ?
Cu1 N1 C6 C5 165.2(7) . . . . ?
C2 N1 C6 C7 173.8(8) . . . . ?
Cu1 N1 C6 C7 -15.8(12) . . . . ?
C4 C5 C6 N1 1.5(16) . . . . ?
C4 C5 C6 C7 -177.5(9) . . . . ?
N1 C6 C7 C8 -9.1(15) . . . . ?
C5 C6 C7 C8 169.9(10) . . . . ?
C6 C7 C8 N2 2.8(16) . . . . ?
C6 C7 C8 C9 -177.8(8) . . . . ?
C10 N2 C8 C7 -176.1(9) . . . . ?
Cu1 N2 C8 C7 27.0(12) . . . . ?
C10 N2 C8 C9 4.4(10) . . . . ?
Cu1 N2 C8 C9 -152.5(6) . . . . ?
C10 N3 C9 O1 -175.8(9) . . . . ?
C11 N3 C9 O1 0.8(15) . . . . ?
C10 N3 C9 C8 3.6(9) . . . . ?
C11 N3 C9 C8 -179.7(8) . . . . ?
C7 C8 C9 O1 -5.0(16) . . . . ?
N2 C8 C9 O1 174.4(10) . . . . ?
C7 C8 C9 N3 175.5(9) . . . . ?
N2 C8 C9 N3 -5.0(10) . . . . ?
C8 N2 C10 N3 -2.2(10) . . . . ?
Cu1 N2 C10 N3 150.3(6) . . . . ?
C8 N2 C10 Se1 179.8(7) . . . . ?
Cu1 N2 C10 Se1 -27.8(13) . . . . ?
C9 N3 C10 N2 -1.1(10) . . . . ?
C11 N3 C10 N2 -177.7(8) . . . . ?
C9 N3 C10 Se1 177.2(6) . . . . ?
C11 N3 C10 Se1 0.6(12) . . . . ?
C9 N3 C11 C12 52.5(14) . . . . ?
C10 N3 C11 C12 -131.4(11) . . . . ?
C9 N3 C11 C13 123.2(11) . . . . ?
C10 N3 C11 C13 -60.7(14) . . . . ?
N3 C11 C12 C13 111.1(11) . . . . ?
N3 C11 C13 C12 -108.6(12) . . . . ?
N2 C10 Se1 C14 -9.4(10) . . . . ?
N3 C10 Se1 C14 172.6(7) . . . . ?
Se1 C14 C15 C16 139.3(12) . . . . ?
C14 C15 C16 C16 -84(3) . . . 7_657 ?

_refine_diff_density_max         1.057
_refine_diff_density_min         -0.857
_refine_diff_density_rms         0.126

####################################################################### 
# 
# 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_shelx_CCDC1
_audit_block_doi                 10.5517/ccdc.csd.cc25q1xw
_database_code_depnum_ccdc_archive 'CCDC 2017198'
loop_
_audit_author_name
_audit_author_address
'Viktor Tafeenko'
;Moscow State University
Russia
;
_audit_update_record             
;
2021-06-19 deposited with the CCDC.	2022-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H24 Cl4 Cu2 N6 O3 Se2'
_chemical_formula_weight         895.31

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'
Cu Cu -1.9646 0.5888 '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'
Se Se -0.7943 1.1372 '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                   10.0633(3)
_cell_length_b                   28.0640(10)
_cell_length_c                   11.2909(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.491(2)
_cell_angle_gamma                90
_cell_volume                     3182.82(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.868
_exptl_crystal_F_000             1760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    7.692
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32166
_diffrn_reflns_av_unetI/netI     0.1614
_diffrn_reflns_av_R_equivalents  0.1833
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.227
_diffrn_reflns_theta_max         66.950
_diffrn_reflns_theta_full        66.950
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.965
_reflns_number_total             5468
_reflns_number_gt                2218
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_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)+(0.0504P)²] 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         5468
_refine_ls_number_parameters     394
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1419
_refine_ls_R_factor_gt           0.0571
_refine_ls_wR_factor_ref         0.1345
_refine_ls_wR_factor_gt          0.1125
_refine_ls_goodness_of_fit_ref   0.774
_refine_ls_restrained_S_all      0.774
_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
Cu1A Cu 0.91633(13) 0.37166(4) 0.66886(13) 0.0457(4) Uani 1 1 d . . . . .
Se1A Se 0.63785(10) 0.46858(3) 0.67149(10) 0.0467(3) Uani 1 1 d . . . . .
Cl1A Cl 0.9544(3) 0.41272(9) 0.8349(2) 0.0600(7) Uani 1 1 d . . . . .
Cl2A Cl 1.0815(2) 0.39947(8) 0.5670(2) 0.0580(7) Uani 1 1 d . . . . .
O1A O 0.4449(7) 0.3085(2) 0.7826(7) 0.070(2) Uani 1 1 d . . . . .
N1A N 0.9260(7) 0.3016(2) 0.6217(7) 0.0423(18) Uani 1 1 d . . . . .
N2A N 0.7221(7) 0.3691(2) 0.6783(7) 0.0413(19) Uani 1 1 d . . . . .
N3A N 0.5175(7) 0.3852(2) 0.7459(7) 0.0399(19) Uani 1 1 d . . . . .
C2A C 1.0364(10) 0.2848(3) 0.5705(9) 0.057(3) Uani 1 1 d . . . . .
H2A H 1.0984 0.3068 0.5461 0.068 Uiso 1 1 calc R U . . .
C3A C 1.0603(11) 0.2381(4) 0.5534(10) 0.066(3) Uani 1 1 d . . . . .
H3A H 1.1365 0.2287 0.5170 0.079 Uiso 1 1 calc R U . . .
C4A C 0.9736(11) 0.2047(4) 0.5889(11) 0.063(3) Uani 1 1 d . . . . .
H4A H 0.9892 0.1724 0.5769 0.075 Uiso 1 1 calc R U . . .
C5A C 0.8646(11) 0.2193(3) 0.6421(9) 0.056(3) Uani 1 1 d . . . . .
H5A H 0.8059 0.1968 0.6695 0.067 Uiso 1 1 calc R U . . .
C6A C 0.8382(10) 0.2681(3) 0.6568(9) 0.048(2) Uani 1 1 d . . . . .
C7A C 0.7150(9) 0.2832(3) 0.7051(9) 0.047(2) Uani 1 1 d . . . . .
C8A C 0.6623(9) 0.3264(3) 0.7109(8) 0.040(2) Uani 1 1 d . . . . .
C9A C 0.5289(10) 0.3363(3) 0.7534(9) 0.047(3) Uani 1 1 d . . . . .
C10A C 0.6337(9) 0.4029(3) 0.6999(8) 0.040(2) Uani 1 1 d . . . . .
C11A C 0.4008(9) 0.4125(3) 0.7659(9) 0.046(2) Uani 1 1 d . . . . .
H11A H 0.3423 0.4199 0.6957 0.055 Uiso 1 1 calc R U . . .
C12A C 0.3340(11) 0.4037(4) 0.8790(10) 0.064(3) Uani 1 1 d . . . . .
H12A H 0.2375 0.4049 0.8760 0.077 Uiso 1 1 calc R U . . .
H12B H 0.3739 0.3805 0.9339 0.077 Uiso 1 1 calc R U . . .
C13A C 0.4054(11) 0.4484(4) 0.8635(10) 0.064(3) Uani 1 1 d . . . . .
H13A H 0.4894 0.4528 0.9091 0.076 Uiso 1 1 calc R U . . .
H13B H 0.3530 0.4772 0.8512 0.076 Uiso 1 1 calc R U . . .
C14A C 0.7789(9) 0.4687(3) 0.5582(10) 0.053(3) Uani 1 1 d . . . . .
H14A H 0.8511 0.4892 0.5876 0.064 Uiso 1 1 calc R U . . .
H14B H 0.8139 0.4367 0.5510 0.064 Uiso 1 1 calc R U . . .
Cu1B Cu 0.59054(13) 0.38249(4) 0.33899(13) 0.0467(4) Uani 1 1 d . . . . .
Se1B Se 0.86682(10) 0.48075(3) 0.32561(10) 0.0450(3) Uani 1 1 d . . . . .
Cl1B Cl 0.5584(3) 0.42060(9) 0.1663(2) 0.0612(7) Uani 1 1 d . . . . .
Cl2B Cl 0.4167(2) 0.41058(9) 0.4259(3) 0.0631(7) Uani 1 1 d . . . . .
O1B O 1.0618(7) 0.3192(2) 0.2377(7) 0.072(2) Uani 1 1 d . . . . .
N1B N 0.5836(8) 0.3137(3) 0.3982(7) 0.048(2) Uani 1 1 d . . . . .
N2B N 0.7858(7) 0.3811(2) 0.3325(7) 0.0408(19) Uani 1 1 d . . . . .
N3B N 0.9858(7) 0.3957(2) 0.2615(6) 0.0374(18) Uani 1 1 d . . . . .
C2B C 0.4719(11) 0.2981(4) 0.4504(9) 0.062(3) Uani 1 1 d . . . . .
H2B H 0.4083 0.3204 0.4697 0.074 Uiso 1 1 calc R U . . .
C3B C 0.4507(12) 0.2519(4) 0.4748(10) 0.072(3) Uani 1 1 d . . . . .
H3B H 0.3765 0.2432 0.5152 0.086 Uiso 1 1 calc R U . . .
C4B C 0.5375(12) 0.2172(4) 0.4407(10) 0.066(3) Uani 1 1 d . . . . .
H4B H 0.5209 0.1851 0.4539 0.080 Uiso 1 1 calc R U . . .
C5B C 0.6483(11) 0.2315(3) 0.3871(9) 0.059(3) Uani 1 1 d . . . . .
H5B H 0.7085 0.2089 0.3629 0.071 Uiso 1 1 calc R U . . .
C6B C 0.6720(10) 0.2795(3) 0.3685(9) 0.047(2) Uani 1 1 d . . . . .
C7B C 0.7964(10) 0.2933(3) 0.3200(9) 0.050(3) Uani 1 1 d . . . . .
C8B C 0.8441(8) 0.3373(3) 0.3090(8) 0.040(2) Uani 1 1 d . . . . .
C9B C 0.9784(9) 0.3473(3) 0.2647(9) 0.044(2) Uani 1 1 d . . . . .
C10B C 0.8727(8) 0.4144(3) 0.3080(8) 0.039(2) Uani 1 1 d . . . . .
C11B C 1.1037(9) 0.4231(3) 0.2380(9) 0.047(2) Uani 1 1 d . . . . .
H11B H 1.1626 0.4321 0.3067 0.056 Uiso 1 1 calc R U . . .
C12B C 1.1674(11) 0.4120(4) 0.1263(10) 0.066(3) Uani 1 1 d . . . . .
H12C H 1.2637 0.4136 0.1272 0.079 Uiso 1 1 calc R U . . .
H12D H 1.1272 0.3873 0.0757 0.079 Uiso 1 1 calc R U . . .
C13B C 1.0949(10) 0.4566(4) 0.1356(9) 0.058(3) Uani 1 1 d . . . . .
H13C H 1.0098 0.4595 0.0910 0.069 Uiso 1 1 calc R U . . .
H13D H 1.1463 0.4858 0.1425 0.069 Uiso 1 1 calc R U . . .
C14B C 0.7261(9) 0.4860(3) 0.4378(9) 0.048(2) Uani 1 1 d . . . . .
H14C H 0.6976 0.5189 0.4431 0.058 Uiso 1 1 calc R U . . .
H14D H 0.6499 0.4669 0.4102 0.058 Uiso 1 1 calc R U . . .
O2 O 0.7549(13) 0.3585(3) 1.0062(12) 0.115(3) Uani 1 1 d D . . . .
H22 H 0.701(10) 0.380(3) 1.038(12) 0.138 Uiso 1 1 d D U . . .
H23 H 0.830(7) 0.375(4) 0.996(14) 0.138 Uiso 1 1 d D 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
Cu1A N2A 1.966(7) . ?
Cu1A N1A 2.040(7) . ?
Cu1A Cl1A 2.214(3) . ?
Cu1A Cl2A 2.220(2) . ?
Se1A C10A 1.871(9) . ?
Se1A C14A 1.968(9) . ?
O1A C9A 1.211(10) . ?
N1A C6A 1.366(11) . ?
N1A C2A 1.367(11) . ?
N2A C10A 1.334(11) . ?
N2A C8A 1.400(10) . ?
N3A C9A 1.379(10) . ?
N3A C10A 1.400(11) . ?
N3A C11A 1.431(11) . ?
C2A C3A 1.351(13) . ?
C2A H2A 0.9300 . ?
C3A C4A 1.357(15) . ?
C3A H3A 0.9300 . ?
C4A C5A 1.347(14) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.408(12) . ?
C5A H5A 0.9300 . ?
C6A C7A 1.447(13) . ?
C7A C8A 1.326(11) . ?
C8A C9A 1.480(13) . ?
C11A C13A 1.492(14) . ?
C11A C12A 1.499(13) . ?
C11A H11A 0.9800 . ?
C12A C13A 1.461(15) . ?
C12A H12A 0.9700 . ?
C12A H12B 0.9700 . ?
C13A H13A 0.9700 . ?
C13A H13B 0.9700 . ?
C14A C14B 1.509(13) . ?
C14A H14A 0.9700 . ?
C14A H14B 0.9700 . ?
Cu1B N2B 1.972(7) . ?
Cu1B N1B 2.045(7) . ?
Cu1B Cl2B 2.203(2) . ?
Cu1B Cl1B 2.231(3) . ?
Se1B C10B 1.873(8) . ?
Se1B C14B 1.962(9) . ?
O1B C9B 1.203(10) . ?
N1B C6B 1.365(12) . ?
N1B C2B 1.373(12) . ?
N2B C10B 1.322(11) . ?
N2B C8B 1.394(10) . ?
N3B C9B 1.361(10) . ?
N3B C10B 1.386(10) . ?
N3B C11B 1.451(11) . ?
C2B C3B 1.347(14) . ?
C2B H2B 0.9300 . ?
C3B C4B 1.377(17) . ?
C3B H3B 0.9300 . ?
C4B C5B 1.361(15) . ?
C4B H4B 0.9300 . ?
C5B C6B 1.385(12) . ?
C5B H5B 0.9300 . ?
C6B C7B 1.449(13) . ?
C7B C8B 1.333(11) . ?
C8B C9B 1.496(13) . ?
C11B C12B 1.483(13) . ?
C11B C13B 1.490(14) . ?
C11B H11B 0.9800 . ?
C12B C13B 1.456(15) . ?
C12B H12C 0.9700 . ?
C12B H12D 0.9700 . ?
C13B H13C 0.9700 . ?
C13B H13D 0.9700 . ?
C14B H14C 0.9700 . ?
C14B H14D 0.9700 . ?
O2 H22 0.901(10) . ?
O2 H23 0.901(11) . ?

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
N2A Cu1A N1A 92.4(3) . . ?
N2A Cu1A Cl1A 95.4(2) . . ?
N1A Cu1A Cl1A 135.5(2) . . ?
N2A Cu1A Cl2A 145.1(2) . . ?
N1A Cu1A Cl2A 98.9(2) . . ?
Cl1A Cu1A Cl2A 99.16(11) . . ?
C10A Se1A C14A 97.9(4) . . ?
C6A N1A C2A 116.2(7) . . ?
C6A N1A Cu1A 123.0(6) . . ?
C2A N1A Cu1A 119.7(6) . . ?
C10A N2A C8A 105.1(7) . . ?
C10A N2A Cu1A 131.3(6) . . ?
C8A N2A Cu1A 119.4(5) . . ?
C9A N3A C10A 107.9(7) . . ?
C9A N3A C11A 126.1(7) . . ?
C10A N3A C11A 125.5(7) . . ?
C3A C2A N1A 123.5(9) . . ?
C3A C2A H2A 118.3 . . ?
N1A C2A H2A 118.3 . . ?
C2A C3A C4A 120.4(10) . . ?
C2A C3A H3A 119.8 . . ?
C4A C3A H3A 119.8 . . ?
C5A C4A C3A 118.5(9) . . ?
C5A C4A H4A 120.8 . . ?
C3A C4A H4A 120.8 . . ?
C4A C5A C6A 121.0(9) . . ?
C4A C5A H5A 119.5 . . ?
C6A C5A H5A 119.5 . . ?
N1A C6A C5A 120.4(8) . . ?
N1A C6A C7A 119.6(8) . . ?
C5A C6A C7A 120.0(8) . . ?
C8A C7A C6A 129.7(8) . . ?
C7A C8A N2A 126.2(8) . . ?
C7A C8A C9A 124.2(8) . . ?
N2A C8A C9A 109.6(7) . . ?
O1A C9A N3A 126.9(9) . . ?
O1A C9A C8A 128.9(8) . . ?
N3A C9A C8A 104.0(7) . . ?
N2A C10A N3A 113.4(7) . . ?
N2A C10A Se1A 130.4(6) . . ?
N3A C10A Se1A 116.2(6) . . ?
N3A C11A C13A 119.3(9) . . ?
N3A C11A C12A 117.5(8) . . ?
C13A C11A C12A 58.4(7) . . ?
N3A C11A H11A 116.4 . . ?
C13A C11A H11A 116.4 . . ?
C12A C11A H11A 116.4 . . ?
C13A C12A C11A 60.5(7) . . ?
C13A C12A H12A 117.7 . . ?
C11A C12A H12A 117.7 . . ?
C13A C12A H12B 117.7 . . ?
C11A C12A H12B 117.7 . . ?
H12A C12A H12B 114.8 . . ?
C12A C13A C11A 61.0(7) . . ?
C12A C13A H13A 117.7 . . ?
C11A C13A H13A 117.7 . . ?
C12A C13A H13B 117.7 . . ?
C11A C13A H13B 117.7 . . ?
H13A C13A H13B 114.8 . . ?
C14B C14A Se1A 111.0(6) . . ?
C14B C14A H14A 109.4 . . ?
Se1A C14A H14A 109.4 . . ?
C14B C14A H14B 109.4 . . ?
Se1A C14A H14B 109.4 . . ?
H14A C14A H14B 108.0 . . ?
N2B Cu1B N1B 92.7(3) . . ?
N2B Cu1B Cl2B 147.6(2) . . ?
N1B Cu1B Cl2B 98.5(2) . . ?
N2B Cu1B Cl1B 93.9(2) . . ?
N1B Cu1B Cl1B 137.1(2) . . ?
Cl2B Cu1B Cl1B 98.12(11) . . ?
C10B Se1B C14B 99.9(4) . . ?
C6B N1B C2B 116.4(8) . . ?
C6B N1B Cu1B 123.2(6) . . ?
C2B N1B Cu1B 119.1(7) . . ?
C10B N2B C8B 107.0(7) . . ?
C10B N2B Cu1B 131.9(6) . . ?
C8B N2B Cu1B 117.2(5) . . ?
C9B N3B C10B 108.7(6) . . ?
C9B N3B C11B 125.5(6) . . ?
C10B N3B C11B 124.6(7) . . ?
C3B C2B N1B 122.6(11) . . ?
C3B C2B H2B 118.7 . . ?
N1B C2B H2B 118.7 . . ?
C2B C3B C4B 120.8(10) . . ?
C2B C3B H3B 119.6 . . ?
C4B C3B H3B 119.6 . . ?
C5B C4B C3B 117.8(10) . . ?
C5B C4B H4B 121.1 . . ?
C3B C4B H4B 121.1 . . ?
C4B C5B C6B 120.5(10) . . ?
C4B C5B H5B 119.7 . . ?
C6B C5B H5B 119.7 . . ?
N1B C6B C5B 121.7(9) . . ?
N1B C6B C7B 119.7(8) . . ?
C5B C6B C7B 118.6(9) . . ?
C8B C7B C6B 127.4(8) . . ?
C7B C8B N2B 129.8(8) . . ?
C7B C8B C9B 122.9(8) . . ?
N2B C8B C9B 107.3(7) . . ?
O1B C9B N3B 127.3(8) . . ?
O1B C9B C8B 128.3(8) . . ?
N3B C9B C8B 104.4(6) . . ?
N2B C10B N3B 112.3(7) . . ?
N2B C10B Se1B 131.0(6) . . ?
N3B C10B Se1B 116.7(6) . . ?
N3B C11B C12B 116.4(8) . . ?
N3B C11B C13B 117.7(9) . . ?
C12B C11B C13B 58.7(7) . . ?
N3B C11B H11B 117.1 . . ?
C12B C11B H11B 117.1 . . ?
C13B C11B H11B 117.1 . . ?
C13B C12B C11B 60.9(7) . . ?
C13B C12B H12C 117.7 . . ?
C11B C12B H12C 117.7 . . ?
C13B C12B H12D 117.7 . . ?
C11B C12B H12D 117.7 . . ?
H12C C12B H12D 114.8 . . ?
C12B C13B C11B 60.4(7) . . ?
C12B C13B H13C 117.7 . . ?
C11B C13B H13C 117.7 . . ?
C12B C13B H13D 117.7 . . ?
C11B C13B H13D 117.7 . . ?
H13C C13B H13D 114.8 . . ?
C14A C14B Se1B 109.2(5) . . ?
C14A C14B H14C 109.8 . . ?
Se1B C14B H14C 109.8 . . ?
C14A C14B H14D 109.8 . . ?
Se1B C14B H14D 109.8 . . ?
H14C C14B H14D 108.3 . . ?
H22 O2 H23 103.6(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
C6A N1A C2A C3A 0.4(15) . . . . ?
Cu1A N1A C2A C3A 169.4(9) . . . . ?
N1A C2A C3A C4A -0.9(18) . . . . ?
C2A C3A C4A C5A -0.5(18) . . . . ?
C3A C4A C5A C6A 2.3(18) . . . . ?
C2A N1A C6A C5A 1.4(14) . . . . ?
Cu1A N1A C6A C5A -167.2(7) . . . . ?
C2A N1A C6A C7A -176.2(10) . . . . ?
Cu1A N1A C6A C7A 15.2(13) . . . . ?
C4A C5A C6A N1A -2.8(16) . . . . ?
C4A C5A C6A C7A 174.8(11) . . . . ?
N1A C6A C7A C8A 8.1(17) . . . . ?
C5A C6A C7A C8A -169.5(11) . . . . ?
C6A C7A C8A N2A -5.4(18) . . . . ?
C6A C7A C8A C9A 174.4(11) . . . . ?
C10A N2A C8A C7A -179.6(10) . . . . ?
Cu1A N2A C8A C7A -20.3(13) . . . . ?
C10A N2A C8A C9A 0.6(11) . . . . ?
Cu1A N2A C8A C9A 159.9(7) . . . . ?
C10A N3A C9A O1A -175.4(11) . . . . ?
C11A N3A C9A O1A -3.3(17) . . . . ?
C10A N3A C9A C8A 1.3(10) . . . . ?
C11A N3A C9A C8A 173.4(9) . . . . ?
C7A C8A C9A O1A -4.4(19) . . . . ?
N2A C8A C9A O1A 175.4(11) . . . . ?
C7A C8A C9A N3A 179.0(9) . . . . ?
N2A C8A C9A N3A -1.2(11) . . . . ?
C8A N2A C10A N3A 0.3(11) . . . . ?
Cu1A N2A C10A N3A -155.5(6) . . . . ?
C8A N2A C10A Se1A -176.3(7) . . . . ?
Cu1A N2A C10A Se1A 27.9(14) . . . . ?
C9A N3A C10A N2A -1.1(11) . . . . ?
C11A N3A C10A N2A -173.2(9) . . . . ?
C9A N3A C10A Se1A 176.1(6) . . . . ?
C11A N3A C10A Se1A 3.9(12) . . . . ?
C14A Se1A C10A N2A 16.9(10) . . . . ?
C14A Se1A C10A N3A -159.7(7) . . . . ?
C9A N3A C11A C13A 118.9(10) . . . . ?
C10A N3A C11A C13A -70.4(13) . . . . ?
C9A N3A C11A C12A 51.5(13) . . . . ?
C10A N3A C11A C12A -137.8(10) . . . . ?
N3A C11A C12A C13A 109.1(10) . . . . ?
N3A C11A C13A C12A -106.1(10) . . . . ?
C6B N1B C2B C3B 1.9(15) . . . . ?
Cu1B N1B C2B C3B 169.4(8) . . . . ?
N1B C2B C3B C4B -4.4(17) . . . . ?
C2B C3B C4B C5B 3.2(18) . . . . ?
C3B C4B C5B C6B 0.3(17) . . . . ?
C2B N1B C6B C5B 1.7(14) . . . . ?
Cu1B N1B C6B C5B -165.2(7) . . . . ?
C2B N1B C6B C7B -176.1(10) . . . . ?
Cu1B N1B C6B C7B 17.0(13) . . . . ?
C4B C5B C6B N1B -2.8(16) . . . . ?
C4B C5B C6B C7B 175.1(11) . . . . ?
N1B C6B C7B C8B 6.5(17) . . . . ?
C5B C6B C7B C8B -171.4(11) . . . . ?
C6B C7B C8B N2B -4.9(19) . . . . ?
C6B C7B C8B C9B 175.8(10) . . . . ?
C10B N2B C8B C7B 179.8(10) . . . . ?
Cu1B N2B C8B C7B -19.8(14) . . . . ?
C10B N2B C8B C9B -0.8(11) . . . . ?
Cu1B N2B C8B C9B 159.5(6) . . . . ?
C10B N3B C9B O1B -175.6(11) . . . . ?
C11B N3B C9B O1B -7.9(16) . . . . ?
C10B N3B C9B C8B 4.4(10) . . . . ?
C11B N3B C9B C8B 172.1(9) . . . . ?
C7B C8B C9B O1B -2.9(18) . . . . ?
N2B C8B C9B O1B 177.7(11) . . . . ?
C7B C8B C9B N3B 177.2(9) . . . . ?
N2B C8B C9B N3B -2.3(10) . . . . ?
C8B N2B C10B N3B 3.7(11) . . . . ?
Cu1B N2B C10B N3B -152.6(7) . . . . ?
C8B N2B C10B Se1B -176.4(7) . . . . ?
Cu1B N2B C10B Se1B 27.3(14) . . . . ?
C9B N3B C10B N2B -5.4(11) . . . . ?
C11B N3B C10B N2B -173.2(9) . . . . ?
C9B N3B C10B Se1B 174.7(6) . . . . ?
C11B N3B C10B Se1B 6.9(12) . . . . ?
C14B Se1B C10B N2B 18.0(10) . . . . ?
C14B Se1B C10B N3B -162.1(7) . . . . ?
C9B N3B C11B C12B 55.1(13) . . . . ?
C10B N3B C11B C12B -139.1(9) . . . . ?
C9B N3B C11B C13B 121.8(9) . . . . ?
C10B N3B C11B C13B -72.3(12) . . . . ?
N3B C11B C12B C13B 107.8(10) . . . . ?
N3B C11B C13B C12B -105.6(9) . . . . ?
Se1A C14A C14B Se1B -175.7(4) . . . . ?

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
C2A H2A Cl2A 0.93 2.62 3.249(10) 125.7 .
C5A H5A O1B 0.93 2.66 3.467(13) 146.0 4_566
C11A H11A Cl2A 0.98 2.98 3.823(10) 145.3 1_455
C12A H12A Cl1A 0.97 2.87 3.830(12) 172.3 1_455
C13A H13B Se1B 0.97 3.12 3.912(11) 139.9 3_666
C14A H14A Se1B 0.97 3.06 3.985(10) 158.9 3_766
C14A H14B Cl2A 0.97 2.88 3.609(9) 132.3 .
C14A H14B N2A 0.97 2.58 3.174(12) 119.3 .
C2B H2B Cl2B 0.93 2.58 3.213(12) 125.6 .
C5B H5B O1A 0.93 2.64 3.464(13) 147.5 4_665
C11B H11B Cl2B 0.98 2.88 3.706(11) 142.4 1_655
C12B H12C Cl1B 0.97 2.98 3.941(11) 172.0 1_655
C14B H14C Cl2B 0.97 2.76 3.624(9) 148.2 3_666
C14B H14D Cl2B 0.97 2.84 3.760(10) 157.7 .
O2 H22 Cl1B 0.901(10) 2.39(4) 3.263(10) 163(13) 1_556
O2 H23 Cl1A 0.901(11) 2.50(10) 3.250(10) 140(13) .

_refine_diff_density_max         0.841
_refine_diff_density_min         -1.266
_refine_diff_density_rms         0.135

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2017203'
loop_
_audit_author_name
_audit_author_address
'Viktor Tafeenko'
;Moscow State University
Russia
;
_audit_update_record             
;
2021-06-19 deposited with the CCDC.	2022-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H23 Cl Cu N8 O6.50 Se2'
_chemical_formula_weight         904.51

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'
Cu Cu -1.9646 0.5888 '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'
Se Se -0.7943 1.1372 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   20.283(2)
_cell_length_b                   11.7660(10)
_cell_length_c                   16.376(10)
_cell_angle_alpha                90
_cell_angle_beta                 104.470(10)
_cell_angle_gamma                90
_cell_volume                     3784(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_F_000             1796
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    4.137
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34924
_diffrn_reflns_av_unetI/netI     0.3785
_diffrn_reflns_av_R_equivalents  0.3224
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.381
_diffrn_reflns_theta_max         66.429
_diffrn_reflns_theta_full        66.429
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             6523
_reflns_number_gt                1460
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_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)+(0.0798P)²] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00049(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6523
_refine_ls_number_parameters     480
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.3000
_refine_ls_R_factor_gt           0.0818
_refine_ls_wR_factor_ref         0.2125
_refine_ls_wR_factor_gt          0.1609
_refine_ls_goodness_of_fit_ref   0.733
_refine_ls_restrained_S_all      0.734
_refine_ls_shift/su_max          0.059
_refine_ls_shift/su_mean         0.001

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
Se1A Se 0.36722(10) 0.19084(12) 0.43448(9) 0.1167(8) Uani 1 1 d . . . . .
O1A O 0.2653(5) 0.0997(8) 0.6849(6) 0.121(4) Uani 1 1 d . . . . .
N1A N 0.1585(7) 0.4680(12) 0.5092(8) 0.106(4) Uani 1 1 d . . . . .
N2A N 0.2615(8) 0.2747(10) 0.5081(6) 0.103(4) Uani 1 1 d . . . . .
N3A N 0.3186(8) 0.1193(11) 0.5739(7) 0.102(4) Uani 1 1 d . . . . .
N4A N 0.5006(8) -0.3621(13) 0.6488(10) 0.158(6) Uani 1 1 d . . . . .
C2A C 0.1284(9) 0.5658(16) 0.4887(9) 0.120(6) Uani 1 1 d . . . . .
H2A H 0.1301 0.5996 0.4379 0.144 Uiso 1 1 calc R U . . .
C3A C 0.0935(10) 0.6215(13) 0.5415(14) 0.156(7) Uani 1 1 d . . . . .
H3A H 0.0702 0.6891 0.5252 0.187 Uiso 1 1 calc R U . . .
C4A C 0.0951(11) 0.571(2) 0.6198(13) 0.152(7) Uani 1 1 d . . . . .
H4A H 0.0733 0.6067 0.6565 0.182 Uiso 1 1 calc R U . . .
C5A C 0.1266(13) 0.4758(19) 0.6416(11) 0.169(9) Uani 1 1 d . . . . .
H5A H 0.1270 0.4445 0.6939 0.203 Uiso 1 1 calc R U . . .
C6A C 0.1599(8) 0.4187(16) 0.5882(12) 0.107(5) Uani 1 1 d . . . . .
C7A C 0.1936(9) 0.3147(16) 0.6143(8) 0.109(5) Uani 1 1 d . . . . .
H7A H 0.1837 0.2820 0.6616 0.130 Uiso 1 1 calc R U . . .
C8A C 0.2374(10) 0.2561(15) 0.5815(9) 0.106(5) Uani 1 1 d . . . . .
C9A C 0.2707(9) 0.1506(14) 0.6213(10) 0.097(5) Uani 1 1 d . . . . .
C10A C 0.3057(8) 0.2011(17) 0.5032(9) 0.099(5) Uani 1 1 d . . . . .
C11A C 0.3605(9) 0.0210(14) 0.5891(10) 0.089(4) Uani 1 1 d . . . . .
C12A C 0.4099(10) 0.0060(18) 0.6670(9) 0.126(6) Uani 1 1 d . . . . .
H12A H 0.4162 0.0622 0.7082 0.151 Uiso 1 1 calc R U . . .
C13A C 0.4477(9) -0.090(2) 0.6811(12) 0.128(6) Uani 1 1 d . . . . .
H13A H 0.4798 -0.1006 0.7321 0.154 Uiso 1 1 calc R U . . .
C14A C 0.4382(8) -0.1714(17) 0.6199(12) 0.101(5) Uani 1 1 d . . . . .
C15A C 0.3912(12) -0.1536(13) 0.5429(12) 0.141(7) Uani 1 1 d . . . . .
H15A H 0.3857 -0.2101 0.5020 0.169 Uiso 1 1 calc R U . . .
C16A C 0.3537(8) -0.0598(16) 0.5250(8) 0.111(5) Uani 1 1 d . . . . .
H16A H 0.3243 -0.0485 0.4722 0.134 Uiso 1 1 calc R U . . .
C17A C 0.4732(9) -0.280(2) 0.6393(9) 0.125(6) Uani 1 1 d . . . . .
C18A C 0.3483(9) 0.3398(10) 0.3761(7) 0.126(6) Uani 1 1 d . . . . .
H18A H 0.3744 0.3469 0.3342 0.151 Uiso 1 1 calc R U . . .
H18B H 0.3003 0.3457 0.3479 0.151 Uiso 1 1 calc R U . . .
Se1B Se 0.35511(10) 0.58248(12) 0.38187(9) 0.1079(7) Uani 1 1 d . . . . .
O1B O 0.1338(5) 0.6577(8) 0.1559(6) 0.117(3) Uani 1 1 d . . . . .
N1B N 0.1269(6) 0.2994(13) 0.3466(8) 0.101(4) Uani 1 1 d . . . . .
N2B N 0.2213(8) 0.5060(10) 0.3317(6) 0.092(4) Uani 1 1 d . . . . .
N3B N 0.2384(9) 0.6505(12) 0.2553(6) 0.096(4) Uani 1 1 d . . . . .
N4B N 0.3904(9) 1.1261(12) 0.1671(9) 0.155(6) Uani 1 1 d . . . . .
C2B C 0.1073(10) 0.1994(17) 0.3740(9) 0.108(5) Uani 1 1 d . . . . .
H2B H 0.1334 0.1683 0.4239 0.129 Uiso 1 1 calc R U . . .
C3B C 0.0515(13) 0.1435(15) 0.3317(13) 0.146(7) Uani 1 1 d . . . . .
H3B H 0.0415 0.0730 0.3513 0.175 Uiso 1 1 calc R U . . .
C4B C 0.0060(9) 0.1906(19) 0.2556(13) 0.144(6) Uani 1 1 d . . . . .
H4B H -0.0347 0.1584 0.2256 0.172 Uiso 1 1 calc R U . . .
C5B C 0.0349(13) 0.2958(18) 0.2351(12) 0.137(7) Uani 1 1 d . . . . .
H5B H 0.0102 0.3304 0.1859 0.165 Uiso 1 1 calc R U . . .
C6B C 0.0900(9) 0.351(2) 0.2737(12) 0.107(7) Uani 1 1 d . . . . .
C7B C 0.1110(11) 0.4557(15) 0.2414(9) 0.098(5) Uani 1 1 d . . . . .
H7B H 0.0808 0.4857 0.1940 0.117 Uiso 1 1 calc R U . . .
C8B C 0.1656(11) 0.5124(13) 0.2699(12) 0.096(6) Uani 1 1 d . . . . .
C9B C 0.1739(10) 0.6165(13) 0.2157(10) 0.093(5) Uani 1 1 d . . . . .
C10B C 0.2733(7) 0.5775(13) 0.3283(9) 0.085(5) Uani 1 1 d . . . . .
C11B C 0.2702(8) 0.7524(14) 0.2348(11) 0.096(5) Uani 1 1 d . . . . .
C12B C 0.2677(7) 0.7666(14) 0.1512(9) 0.099(5) Uani 1 1 d . . . . .
H12B H 0.2466 0.7138 0.1109 0.119 Uiso 1 1 calc R U . . .
C13B C 0.2980(8) 0.8629(18) 0.1295(10) 0.123(6) Uani 1 1 d . . . . .
H13B H 0.2974 0.8770 0.0735 0.147 Uiso 1 1 calc R U . . .
C14B C 0.3292(9) 0.9380(14) 0.1913(12) 0.110(5) Uani 1 1 d . . . . .
C15B C 0.3306(9) 0.9158(15) 0.2774(10) 0.133(6) Uani 1 1 d . . . . .
H15B H 0.3531 0.9651 0.3195 0.160 Uiso 1 1 calc R U . . .
C16B C 0.2986(10) 0.8219(15) 0.2974(9) 0.139(7) Uani 1 1 d . . . . .
H16B H 0.2968 0.8072 0.3526 0.167 Uiso 1 1 calc R U . . .
C17B C 0.3644(10) 1.0429(17) 0.1770(8) 0.115(6) Uani 1 1 d . . . . .
C18B C 0.3678(7) 0.4308(10) 0.4403(7) 0.106(5) Uani 1 1 d . . . . .
H18C H 0.4150 0.4214 0.4711 0.127 Uiso 1 1 calc R U . . .
H18D H 0.3396 0.4264 0.4801 0.127 Uiso 1 1 calc R U . . .
Cu1 Cu 0.20558(11) 0.38752(14) 0.42334(10) 0.1024(8) Uani 1 1 d . . . . .
Cl1 Cl 0.1646(4) -0.1237(6) 0.4106(4) 0.168(2) Uani 1 1 d D . . . .
O51 O 0.2115(7) -0.2075(9) 0.4427(7) 0.185(6) Uani 1 1 d D . . . .
O52 O 0.1355(11) -0.137(2) 0.3285(8) 0.403(17) Uani 1 1 d D . . . .
O53 O 0.1162(12) -0.1007(18) 0.4510(14) 0.40(2) Uani 1 1 d D . . . .
O54 O 0.1992(8) -0.0303(12) 0.4006(18) 0.367(17) Uani 1 1 d D . . . .
OW O -0.0245(13) -0.058(2) 0.474(3) 0.40(3) Uiso 0.5 1 d D . P . .
H1 H -0.0672(13) -0.072(10) 0.455(15) 0.480 Uiso 0.5 1 d D U P . .
H11 H -0.004(3) -0.120(3) 0.465(7) 0.480 Uiso 0.5 1 d D U P . .


_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
Se1A C10A 1.882(14) . ?
Se1A C18A 1.987(10) . ?
O1A C9A 1.230(15) . ?
N1A C2A 1.307(15) . ?
N1A C6A 1.412(16) . ?
N1A Cu1 2.110(11) . ?
N2A C10A 1.264(15) . ?
N2A C8A 1.423(16) . ?
N2A Cu1 2.046(13) . ?
N3A C11A 1.421(15) . ?
N3A C9A 1.436(17) . ?
N3A C10A 1.477(18) . ?
N4A C17A 1.106(18) . ?
C2A C3A 1.410(19) . ?
C2A H2A 0.9300 . ?
C3A C4A 1.41(2) . ?
C3A H3A 0.9300 . ?
C4A C5A 1.295(19) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.40(2) . ?
C5A H5A 0.9300 . ?
C6A C7A 1.415(18) . ?
C7A C8A 1.340(18) . ?
C7A H7A 0.9300 . ?
C8A C9A 1.483(18) . ?
C11A C16A 1.397(16) . ?
C11A C12A 1.422(18) . ?
C12A C13A 1.353(18) . ?
C12A H12A 0.9300 . ?
C13A C14A 1.364(19) . ?
C13A H13A 0.9300 . ?
C14A C15A 1.394(19) . ?
C14A C17A 1.46(2) . ?
C15A C16A 1.330(17) . ?
C15A H15A 0.9300 . ?
C16A H16A 0.9300 . ?
C18A C18B 1.483(15) . ?
C18A H18A 0.9700 . ?
C18A H18B 0.9700 . ?
Se1B C10B 1.673(14) . ?
Se1B C18B 2.011(11) . ?
O1B C9B 1.207(15) . ?
N1B C2B 1.355(16) . ?
N1B C6B 1.38(2) . ?
N1B Cu1 2.049(13) . ?
N2B C8B 1.317(18) . ?
N2B C10B 1.362(15) . ?
N2B Cu1 2.130(13) . ?
N3B C9B 1.366(17) . ?
N3B C11B 1.441(15) . ?
N3B C10B 1.498(15) . ?
N4B C17B 1.143(18) . ?
C2B C3B 1.343(19) . ?
C2B H2B 0.9300 . ?
C3B C4B 1.46(2) . ?
C3B H3B 0.9300 . ?
C4B C5B 1.44(2) . ?
C4B H4B 0.9300 . ?
C5B C6B 1.31(2) . ?
C5B H5B 0.9300 . ?
C6B C7B 1.45(2) . ?
C7B C8B 1.28(2) . ?
C7B H7B 0.9300 . ?
C8B C9B 1.546(19) . ?
C11B C16B 1.325(16) . ?
C11B C12B 1.368(16) . ?
C12B C13B 1.377(17) . ?
C12B H12B 0.9300 . ?
C13B C14B 1.373(18) . ?
C13B H13B 0.9300 . ?
C14B C15B 1.426(18) . ?
C14B C17B 1.47(2) . ?
C15B C16B 1.362(18) . ?
C15B H15B 0.9300 . ?
C16B H16B 0.9300 . ?
C18B H18C 0.9700 . ?
C18B H18D 0.9700 . ?
Cl1 O52 1.336(9) . ?
Cl1 O54 1.336(9) . ?
Cl1 O53 1.342(9) . ?
Cl1 O51 1.380(8) . ?
OW OW 1.78(6) 3_556 ?
OW H1 0.8600(11) . ?
OW H11 0.8600(11) . ?

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
C10A Se1A C18A 98.9(8) . . ?
C2A N1A C6A 119.8(13) . . ?
C2A N1A Cu1 119.0(12) . . ?
C6A N1A Cu1 121.2(13) . . ?
C10A N2A C8A 110.2(14) . . ?
C10A N2A Cu1 133.1(12) . . ?
C8A N2A Cu1 115.1(13) . . ?
C11A N3A C9A 124.8(12) . . ?
C11A N3A C10A 130.5(14) . . ?
C9A N3A C10A 104.2(14) . . ?
N1A C2A C3A 121.8(14) . . ?
N1A C2A H2A 119.1 . . ?
C3A C2A H2A 119.1 . . ?
C4A C3A C2A 117.5(16) . . ?
C4A C3A H3A 121.2 . . ?
C2A C3A H3A 121.2 . . ?
C5A C4A C3A 121.0(18) . . ?
C5A C4A H4A 119.5 . . ?
C3A C4A H4A 119.5 . . ?
C4A C5A C6A 121.6(18) . . ?
C4A C5A H5A 119.2 . . ?
C6A C5A H5A 119.2 . . ?
C5A C6A N1A 118.2(17) . . ?
C5A C6A C7A 119.8(19) . . ?
N1A C6A C7A 122.0(16) . . ?
C8A C7A C6A 130.0(15) . . ?
C8A C7A H7A 115.0 . . ?
C6A C7A H7A 115.0 . . ?
C7A C8A N2A 131.4(16) . . ?
C7A C8A C9A 121.9(15) . . ?
N2A C8A C9A 106.6(15) . . ?
O1A C9A N3A 123.3(15) . . ?
O1A C9A C8A 130.8(17) . . ?
N3A C9A C8A 105.8(15) . . ?
N2A C10A N3A 112.8(14) . . ?
N2A C10A Se1A 132.0(15) . . ?
N3A C10A Se1A 114.4(13) . . ?
C16A C11A N3A 118.6(16) . . ?
C16A C11A C12A 120.3(15) . . ?
N3A C11A C12A 121.0(16) . . ?
C13A C12A C11A 119.9(16) . . ?
C13A C12A H12A 120.0 . . ?
C11A C12A H12A 120.0 . . ?
C12A C13A C14A 119.4(18) . . ?
C12A C13A H13A 120.3 . . ?
C14A C13A H13A 120.3 . . ?
C13A C14A C15A 119.9(18) . . ?
C13A C14A C17A 118.9(18) . . ?
C15A C14A C17A 121.0(17) . . ?
C16A C15A C14A 123.2(16) . . ?
C16A C15A H15A 118.4 . . ?
C14A C15A H15A 118.4 . . ?
C15A C16A C11A 117.1(14) . . ?
C15A C16A H16A 121.5 . . ?
C11A C16A H16A 121.5 . . ?
N4A C17A C14A 175.4(18) . . ?
C18B C18A Se1A 108.1(7) . . ?
C18B C18A H18A 110.1 . . ?
Se1A C18A H18A 110.1 . . ?
C18B C18A H18B 110.1 . . ?
Se1A C18A H18B 110.1 . . ?
H18A C18A H18B 108.4 . . ?
C10B Se1B C18B 102.2(7) . . ?
C2B N1B C6B 121.7(15) . . ?
C2B N1B Cu1 119.0(13) . . ?
C6B N1B Cu1 118.8(13) . . ?
C8B N2B C10B 117.3(13) . . ?
C8B N2B Cu1 109.2(12) . . ?
C10B N2B Cu1 133.4(10) . . ?
C9B N3B C11B 124.4(12) . . ?
C9B N3B C10B 114.6(15) . . ?
C11B N3B C10B 120.8(15) . . ?
C3B C2B N1B 122.3(15) . . ?
C3B C2B H2B 118.9 . . ?
N1B C2B H2B 118.9 . . ?
C2B C3B C4B 121.7(17) . . ?
C2B C3B H3B 119.1 . . ?
C4B C3B H3B 119.1 . . ?
C5B C4B C3B 108.4(15) . . ?
C5B C4B H4B 125.8 . . ?
C3B C4B H4B 125.8 . . ?
C6B C5B C4B 131(2) . . ?
C6B C5B H5B 114.4 . . ?
C4B C5B H5B 114.4 . . ?
C5B C6B N1B 115(2) . . ?
C5B C6B C7B 123(2) . . ?
N1B C6B C7B 122.8(15) . . ?
C8B C7B C6B 128.3(17) . . ?
C8B C7B H7B 115.9 . . ?
C6B C7B H7B 115.9 . . ?
C7B C8B N2B 138.6(18) . . ?
C7B C8B C9B 114.4(19) . . ?
N2B C8B C9B 106.9(14) . . ?
O1B C9B N3B 129.6(15) . . ?
O1B C9B C8B 129.5(18) . . ?
N3B C9B C8B 100.9(15) . . ?
N2B C10B N3B 99.8(12) . . ?
N2B C10B Se1B 132.6(13) . . ?
N3B C10B Se1B 127.4(13) . . ?
C16B C11B C12B 126.8(15) . . ?
C16B C11B N3B 117.8(16) . . ?
C12B C11B N3B 115.4(15) . . ?
C11B C12B C13B 116.8(14) . . ?
C11B C12B H12B 121.6 . . ?
C13B C12B H12B 121.6 . . ?
C14B C13B C12B 119.5(15) . . ?
C14B C13B H13B 120.2 . . ?
C12B C13B H13B 120.2 . . ?
C13B C14B C15B 120.1(15) . . ?
C13B C14B C17B 125.0(16) . . ?
C15B C14B C17B 114.8(18) . . ?
C16B C15B C14B 119.6(14) . . ?
C16B C15B H15B 120.2 . . ?
C14B C15B H15B 120.2 . . ?
C11B C16B C15B 117.1(15) . . ?
C11B C16B H16B 121.5 . . ?
C15B C16B H16B 121.5 . . ?
N4B C17B C14B 177.9(19) . . ?
C18A C18B Se1B 108.9(7) . . ?
C18A C18B H18C 109.9 . . ?
Se1B C18B H18C 109.9 . . ?
C18A C18B H18D 109.9 . . ?
Se1B C18B H18D 109.9 . . ?
H18C C18B H18D 108.3 . . ?
N2A Cu1 N1B 107.6(6) . . ?
N2A Cu1 N1A 96.0(6) . . ?
N1B Cu1 N1A 102.9(4) . . ?
N2A Cu1 N2B 138.4(6) . . ?
N1B Cu1 N2B 97.4(6) . . ?
N1A Cu1 N2B 110.4(5) . . ?
O52 Cl1 O54 95.1(15) . . ?
O52 Cl1 O53 109.1(16) . . ?
O54 Cl1 O53 111.5(14) . . ?
O52 Cl1 O51 112.7(13) . . ?
O54 Cl1 O51 107.5(11) . . ?
O53 Cl1 O51 118.5(11) . . ?
OW OW H1 136(6) 3_556 . ?
OW OW H11 120(5) 3_556 . ?
H1 OW H11 104.6(11) . . ?

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
C6A N1A C2A C3A -4(2) . . . . ?
Cu1 N1A C2A C3A 177.1(12) . . . . ?
N1A C2A C3A C4A 3(2) . . . . ?
C2A C3A C4A C5A -1(3) . . . . ?
C3A C4A C5A C6A 0(3) . . . . ?
C4A C5A C6A N1A 0(3) . . . . ?
C4A C5A C6A C7A -179.9(19) . . . . ?
C2A N1A C6A C5A 2(2) . . . . ?
Cu1 N1A C6A C5A -178.9(12) . . . . ?
C2A N1A C6A C7A -178.1(14) . . . . ?
Cu1 N1A C6A C7A 1.1(18) . . . . ?
C5A C6A C7A C8A -167.4(18) . . . . ?
N1A C6A C7A C8A 13(3) . . . . ?
C6A C7A C8A N2A -4(3) . . . . ?
C6A C7A C8A C9A 176.4(14) . . . . ?
C10A N2A C8A C7A 176.5(17) . . . . ?
Cu1 N2A C8A C7A -16(2) . . . . ?
C10A N2A C8A C9A -4.0(16) . . . . ?
Cu1 N2A C8A C9A 163.8(8) . . . . ?
C11A N3A C9A O1A 6(2) . . . . ?
C10A N3A C9A O1A 178.7(12) . . . . ?
C11A N3A C9A C8A -178.2(12) . . . . ?
C10A N3A C9A C8A -5.9(12) . . . . ?
C7A C8A C9A O1A 1(2) . . . . ?
N2A C8A C9A O1A -178.8(13) . . . . ?
C7A C8A C9A N3A -174.2(14) . . . . ?
N2A C8A C9A N3A 6.2(13) . . . . ?
C8A N2A C10A N3A 0.1(17) . . . . ?
Cu1 N2A C10A N3A -164.7(9) . . . . ?
C8A N2A C10A Se1A -168.2(10) . . . . ?
Cu1 N2A C10A Se1A 27(2) . . . . ?
C11A N3A C10A N2A 175.6(14) . . . . ?
C9A N3A C10A N2A 3.8(16) . . . . ?
C11A N3A C10A Se1A -13.9(18) . . . . ?
C9A N3A C10A Se1A 174.4(9) . . . . ?
C18A Se1A C10A N2A 4.7(17) . . . . ?
C18A Se1A C10A N3A -163.5(10) . . . . ?
C9A N3A C11A C16A 119.4(14) . . . . ?
C10A N3A C11A C16A -51(2) . . . . ?
C9A N3A C11A C12A -62.3(18) . . . . ?
C10A N3A C11A C12A 127.4(14) . . . . ?
C16A C11A C12A C13A -4(2) . . . . ?
N3A C11A C12A C13A 177.8(14) . . . . ?
C11A C12A C13A C14A 1(2) . . . . ?
C12A C13A C14A C15A 2(3) . . . . ?
C12A C13A C14A C17A -172.8(14) . . . . ?
C13A C14A C15A C16A 0(3) . . . . ?
C17A C14A C15A C16A 174.1(15) . . . . ?
C14A C15A C16A C11A -3(2) . . . . ?
N3A C11A C16A C15A -176.5(14) . . . . ?
C12A C11A C16A C15A 5(2) . . . . ?
C6B N1B C2B C3B 1(2) . . . . ?
Cu1 N1B C2B C3B 172.1(12) . . . . ?
N1B C2B C3B C4B -4(2) . . . . ?
C2B C3B C4B C5B 4(2) . . . . ?
C3B C4B C5B C6B -3(3) . . . . ?
C4B C5B C6B N1B 0(3) . . . . ?
C4B C5B C6B C7B 179.0(15) . . . . ?
C2B N1B C6B C5B 1(2) . . . . ?
Cu1 N1B C6B C5B -170.4(11) . . . . ?
C2B N1B C6B C7B -177.9(12) . . . . ?
Cu1 N1B C6B C7B 10.7(16) . . . . ?
C5B C6B C7B C8B -174.6(17) . . . . ?
N1B C6B C7B C8B 4(2) . . . . ?
C6B C7B C8B N2B 0(3) . . . . ?
C6B C7B C8B C9B 175.7(12) . . . . ?
C10B N2B C8B C7B 167.7(17) . . . . ?
Cu1 N2B C8B C7B -16(2) . . . . ?
C10B N2B C8B C9B -7.8(14) . . . . ?
Cu1 N2B C8B C9B 168.1(7) . . . . ?
C11B N3B C9B O1B 5(2) . . . . ?
C10B N3B C9B O1B -179.9(12) . . . . ?
C11B N3B C9B C8B -174.1(12) . . . . ?
C10B N3B C9B C8B 1.4(12) . . . . ?
C7B C8B C9B O1B 8(2) . . . . ?
N2B C8B C9B O1B -175.3(13) . . . . ?
C7B C8B C9B N3B -173.4(12) . . . . ?
N2B C8B C9B N3B 3.4(13) . . . . ?
C8B N2B C10B N3B 8.1(13) . . . . ?
Cu1 N2B C10B N3B -166.5(8) . . . . ?
C8B N2B C10B Se1B -167.6(10) . . . . ?
Cu1 N2B C10B Se1B 17.8(18) . . . . ?
C9B N3B C10B N2B -5.5(12) . . . . ?
C11B N3B C10B N2B 170.3(11) . . . . ?
C9B N3B C10B Se1B 170.6(9) . . . . ?
C11B N3B C10B Se1B -13.7(16) . . . . ?
C18B Se1B C10B N2B 12.5(13) . . . . ?
C18B Se1B C10B N3B -162.2(9) . . . . ?
C9B N3B C11B C16B 129.5(15) . . . . ?
C10B N3B C11B C16B -45.8(19) . . . . ?
C9B N3B C11B C12B -50.6(18) . . . . ?
C10B N3B C11B C12B 134.2(12) . . . . ?
C16B C11B C12B C13B 0(2) . . . . ?
N3B C11B C12B C13B -179.7(14) . . . . ?
C11B C12B C13B C14B 1(2) . . . . ?
C12B C13B C14B C15B 1(2) . . . . ?
C12B C13B C14B C17B 178.9(14) . . . . ?
C13B C14B C15B C16B -2(2) . . . . ?
C17B C14B C15B C16B 179.0(15) . . . . ?
C12B C11B C16B C15B -2(3) . . . . ?
N3B C11B C16B C15B 177.8(14) . . . . ?
C14B C15B C16B C11B 3(2) . . . . ?
Se1A C18A C18B Se1B 176.2(7) . . . . ?

_refine_diff_density_max         0.589
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.112

