# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2023

####################################################################### 
# 
# 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. 
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#######################################################################

data_tza-28_2
_database_code_depnum_ccdc_archive 'CCDC 2221803'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2023-01-17 deposited with the CCDC.	2023-04-20 downloaded from the CCDC.
;
_audit_creation_date             2022-10-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H10 Cu N6 O2, 2.5(H2 O)'
_chemical_formula_sum            'C15 H15 Cu N6 O4.50'
_chemical_formula_weight         414.87
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.1842(2)
_cell_length_b                   17.3175(5)
_cell_length_c                   20.4838(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.1010(10)
_cell_angle_gamma                90
_cell_volume                     3239.44(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8461
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.819
_exptl_absorpt_coefficient_mu    1.389
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6559
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1180 before and 0.0512 after correction.
The Ratio of minimum to maximum transmission is 0.8796.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light blue'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1696
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0701
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            19262
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.295
_diffrn_reflns_theta_min         2.000
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5644
_reflns_number_total             8000
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.499
_refine_diff_density_min         -0.695
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     493
_refine_ls_number_reflns         8000
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0475
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0417P)²+0.9482P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0990
_refine_ls_wR_factor_ref         0.1119
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O8(H8A,H8B), O9(H9A,H9B), O7(H7A,H7B), O6(H6A,H6B), O5(H5A,H5B)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C28(H28), C8(H8), C9(H9), C23(H23), C24(H24), C4(H4), C5(H5),
 C19(H19), C6(H6), C12(H12), C11(H11), C27(H27), C26(H26), C21(H21), C20(H20)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.81351(4) 0.76931(2) 0.69773(2) 0.01921(10) Uani 1 1 d . . . . .
Cu2 Cu 0.31788(4) 0.52248(2) 0.70986(2) 0.01886(10) Uani 1 1 d . . . . .
O3 O 0.2660(2) 0.54580(12) 0.61676(11) 0.0243(5) Uani 1 1 d . . . . .
O1 O 0.7612(2) 0.73398(13) 0.60869(11) 0.0303(5) Uani 1 1 d . . . . .
N7 N 0.1614(2) 0.59277(14) 0.73119(12) 0.0189(5) Uani 1 1 d . . . . .
N6 N 0.8743(2) 0.82986(14) 0.78142(13) 0.0207(6) Uani 1 1 d . . . . .
N1 N 0.6577(2) 0.70338(14) 0.72735(12) 0.0197(5) Uani 1 1 d . . . . .
N12 N 0.3698(3) 0.47080(15) 0.79969(13) 0.0244(6) Uani 1 1 d . . . . .
N11 N 0.4447(3) 0.43578(14) 0.68185(13) 0.0218(6) Uani 1 1 d . . . . .
O8 O 0.9889(3) 0.84717(17) 0.42705(13) 0.0446(7) Uani 1 1 d G . . . .
H8A H 0.8977 0.8364 0.4310 0.067 Uiso 1 1 d G U . . .
H8B H 0.9966 0.8423 0.3853 0.067 Uiso 1 1 d G U . . .
N4 N 0.4921(2) 0.61248(14) 0.72835(12) 0.0204(5) Uani 1 1 d . . . . .
N10 N -0.0058(2) 0.68382(14) 0.72349(13) 0.0205(5) Uani 1 1 d . . . . .
N5 N 0.9321(3) 0.85342(14) 0.65899(13) 0.0219(6) Uani 1 1 d . . . . .
N8 N 0.1352(3) 0.61427(16) 0.79209(13) 0.0275(6) Uani 1 1 d . . . . .
O4 O 0.2090(3) 0.61877(15) 0.52977(12) 0.0407(6) Uani 1 1 d . . . . .
N2 N 0.6287(3) 0.69177(16) 0.78980(14) 0.0265(6) Uani 1 1 d . . . . .
N3 N 0.5294(3) 0.63762(16) 0.79007(14) 0.0273(6) Uani 1 1 d . . . . .
N9 N 0.0350(3) 0.66795(16) 0.78726(14) 0.0288(6) Uani 1 1 d . . . . .
O9 O 1.2341(3) 0.77302(17) 0.48517(16) 0.0530(8) Uani 1 1 d G . . . .
H9A H 1.1502 0.7904 0.4674 0.079 Uiso 1 1 d G U . . .
H9B H 1.2138 0.7281 0.5010 0.079 Uiso 1 1 d G U . . .
O7 O 0.4521(3) 0.85722(18) 0.42667(14) 0.0547(8) Uani 1 1 d G . . . .
H7A H 0.3924 0.8207 0.4356 0.082 Uiso 1 1 d G U . . .
H7B H 0.4528 0.8552 0.3843 0.082 Uiso 1 1 d G U . . .
O2 O 0.6760(3) 0.66679(18) 0.52255(14) 0.0608(9) Uani 1 1 d . . . . .
O6 O 0.7308(3) 0.8035(2) 0.46032(17) 0.0653(9) Uani 1 1 d G . . . .
H6A H 0.6467 0.8233 0.4455 0.098 Uiso 1 1 d G U . . .
H6B H 0.7093 0.7583 0.4752 0.098 Uiso 1 1 d G U . . .
C13 C 0.8466(3) 0.81675(18) 0.84331(16) 0.0253(7) Uani 1 1 d . . . . .
H13 H 0.7780 0.7778 0.8514 0.030 Uiso 1 1 calc R U . . .
C28 C 0.3319(3) 0.48862(19) 0.85896(17) 0.0289(7) Uani 1 1 d . . . . .
H28 H 0.2611 0.5279 0.8625 0.035 Uiso 1 1 calc R U . . .
C1 C 0.5719(3) 0.65390(17) 0.69084(15) 0.0190(6) Uani 1 1 d . . . . .
C14 C 0.9727(3) 0.88689(17) 0.77177(16) 0.0223(7) Uani 1 1 d . . . . .
C15 C 1.0013(3) 0.90001(17) 0.70511(16) 0.0218(7) Uani 1 1 d . . . . .
C8 C 1.1695(3) 1.00358(18) 0.74279(19) 0.0309(8) Uani 1 1 d . . . . .
H8 H 1.2351 1.0435 0.7334 0.037 Uiso 1 1 calc R U . . .
C9 C 1.1470(3) 0.98925(18) 0.80559(19) 0.0308(8) Uani 1 1 d . . . . .
H9 H 1.1991 1.0185 0.8397 0.037 Uiso 1 1 calc R U . . .
C18 C 0.1891(3) 0.59826(18) 0.58611(16) 0.0233(7) Uani 1 1 d . . . . .
C23 C 0.6778(3) 0.2961(2) 0.7818(2) 0.0370(9) Uani 1 1 d . . . . .
H23 H 0.7479 0.2566 0.7774 0.044 Uiso 1 1 calc R U . . .
C24 C 0.6431(4) 0.3145(2) 0.8420(2) 0.0387(10) Uani 1 1 d . . . . .
H24 H 0.6894 0.2878 0.8791 0.046 Uiso 1 1 calc R U . . .
C2 C 0.5610(3) 0.64520(19) 0.61813(16) 0.0273(7) Uani 1 1 d . . . . .
H2A H 0.4635 0.6645 0.6000 0.033 Uiso 1 1 calc R U . . .
H2B H 0.5637 0.5893 0.6082 0.033 Uiso 1 1 calc R U . . .
C16 C 0.0733(3) 0.63668(17) 0.68987(15) 0.0203(6) Uani 1 1 d . . . . .
C30 C 0.5097(3) 0.39420(17) 0.73325(17) 0.0239(7) Uani 1 1 d . . . . .
C4 C 0.9535(3) 0.86463(19) 0.59635(17) 0.0285(7) Uani 1 1 d . . . . .
H4 H 0.9059 0.8315 0.5638 0.034 Uiso 1 1 calc R U . . .
C5 C 1.0434(4) 0.9234(2) 0.57701(18) 0.0332(8) Uani 1 1 d . . . . .
H5 H 1.0546 0.9307 0.5318 0.040 Uiso 1 1 calc R U . . .
C10 C 1.0465(3) 0.93088(18) 0.82224(17) 0.0256(7) Uani 1 1 d . . . . .
C19 C 0.4760(3) 0.41858(19) 0.62187(18) 0.0309(8) Uani 1 1 d . . . . .
H19 H 0.4305 0.4474 0.5859 0.037 Uiso 1 1 calc R U . . .
C17 C 0.0638(3) 0.63495(19) 0.61722(16) 0.0278(7) Uani 1 1 d . . . . .
H17A H 0.0534 0.6888 0.6012 0.033 Uiso 1 1 calc R U . . .
H17B H -0.0272 0.6073 0.6009 0.033 Uiso 1 1 calc R U . . .
C7 C 1.0961(3) 0.95963(17) 0.69019(18) 0.0260(7) Uani 1 1 d . . . . .
C3 C 0.6745(4) 0.6845(2) 0.58113(17) 0.0304(8) Uani 1 1 d . . . . .
C29 C 0.4717(3) 0.41300(17) 0.79636(17) 0.0240(7) Uani 1 1 d . . . . .
C6 C 1.1154(4) 0.97054(18) 0.62331(18) 0.0316(8) Uani 1 1 d . . . . .
H6 H 1.1779 1.0103 0.6106 0.038 Uiso 1 1 calc R U . . .
C22 C 0.6121(3) 0.33438(18) 0.7246(2) 0.0317(8) Uani 1 1 d . . . . .
C12 C 0.9152(3) 0.85845(19) 0.89640(17) 0.0295(7) Uani 1 1 d . . . . .
H12 H 0.8929 0.8475 0.9397 0.035 Uiso 1 1 calc R U . . .
C11 C 1.0134(3) 0.91452(19) 0.88628(18) 0.0309(8) Uani 1 1 d . . . . .
H11 H 1.0599 0.9427 0.9224 0.037 Uiso 1 1 calc R U . . .
C25 C 0.5374(3) 0.37364(19) 0.85169(18) 0.0321(8) Uani 1 1 d . . . . .
C27 C 0.3935(4) 0.4511(2) 0.91654(18) 0.0370(9) Uani 1 1 d . . . . .
H27 H 0.3640 0.4654 0.9579 0.044 Uiso 1 1 calc R U . . .
C26 C 0.4949(4) 0.3945(2) 0.91297(19) 0.0385(9) Uani 1 1 d . . . . .
H26 H 0.5365 0.3693 0.9517 0.046 Uiso 1 1 calc R U . . .
C21 C 0.6417(4) 0.3186(2) 0.6605(2) 0.0371(9) Uani 1 1 d . . . . .
H21 H 0.7095 0.2791 0.6525 0.045 Uiso 1 1 calc R U . . .
C20 C 0.5736(4) 0.3596(2) 0.6095(2) 0.0384(9) Uani 1 1 d . . . . .
H20 H 0.5921 0.3483 0.5657 0.046 Uiso 1 1 calc R U . . .
O5 O 0.7101(8) 0.5127(3) 0.5373(2) 0.151(2) Uani 1 1 d G . . . .
H5A H 0.7038 0.5536 0.5125 0.227 Uiso 1 1 d G U . . .
H5B H 0.7249 0.4750 0.5107 0.227 Uiso 1 1 d G 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 O1 1.935(2) . ?
Cu1 N6 2.036(3) . ?
Cu1 N1 1.976(2) . ?
Cu1 N10 2.244(2) 1_655 ?
Cu1 N5 2.030(2) . ?
Cu2 O3 1.958(2) . ?
Cu2 N7 1.967(2) . ?
Cu2 N12 2.056(3) . ?
Cu2 N11 2.020(2) . ?
Cu2 N4 2.237(2) . ?
O3 C18 1.275(4) . ?
O1 C3 1.261(4) . ?
N7 N8 1.348(3) . ?
N7 C16 1.343(4) . ?
N6 C13 1.339(4) . ?
N6 C14 1.367(4) . ?
N1 N2 1.349(4) . ?
N1 C1 1.338(4) . ?
N12 C28 1.334(4) . ?
N12 C29 1.377(4) . ?
N11 C30 1.360(4) . ?
N11 C19 1.325(4) . ?
O8 H8A 0.8699 . ?
O8 H8B 0.8700 . ?
N4 N3 1.346(4) . ?
N4 C1 1.327(4) . ?
N10 Cu1 2.244(2) 1_455 ?
N10 N9 1.348(4) . ?
N10 C16 1.333(4) . ?
N5 C15 1.349(4) . ?
N5 C4 1.333(4) . ?
N8 N9 1.304(3) . ?
O4 C18 1.240(4) . ?
N2 N3 1.308(4) . ?
O9 H9A 0.8699 . ?
O9 H9B 0.8700 . ?
O7 H7A 0.8697 . ?
O7 H7B 0.8698 . ?
O2 C3 1.240(4) . ?
O6 H6A 0.8700 . ?
O6 H6B 0.8701 . ?
C13 H13 0.9500 . ?
C13 C12 1.398(4) . ?
C28 H28 0.9500 . ?
C28 C27 1.411(5) . ?
C1 C2 1.490(4) . ?
C14 C15 1.436(4) . ?
C14 C10 1.400(4) . ?
C15 C7 1.405(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.347(5) . ?
C8 C7 1.428(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.435(4) . ?
C18 C17 1.513(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.344(5) . ?
C23 C22 1.424(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.439(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.514(4) . ?
C16 C17 1.482(4) . ?
C30 C29 1.413(5) . ?
C30 C22 1.423(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.394(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.367(5) . ?
C10 C11 1.406(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.399(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C7 C6 1.413(5) . ?
C29 C25 1.403(4) . ?
C6 H6 0.9500 . ?
C22 C21 1.397(5) . ?
C12 H12 0.9500 . ?
C12 C11 1.356(5) . ?
C11 H11 0.9500 . ?
C25 C26 1.401(5) . ?
C27 H27 0.9500 . ?
C27 C26 1.359(5) . ?
C26 H26 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.359(5) . ?
C20 H20 0.9500 . ?
O5 H5A 0.8699 . ?
O5 H5B 0.8701 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N6 167.05(10) . . ?
O1 Cu1 N1 89.51(10) . . ?
O1 Cu1 N10 96.67(10) . 1_655 ?
O1 Cu1 N5 87.03(10) . . ?
N6 Cu1 N10 90.69(9) . 1_655 ?
N1 Cu1 N6 100.47(10) . . ?
N1 Cu1 N10 95.05(9) . 1_655 ?
N1 Cu1 N5 166.13(10) . . ?
N5 Cu1 N6 81.33(10) . . ?
N5 Cu1 N10 98.69(9) . 1_655 ?
O3 Cu2 N7 88.90(9) . . ?
O3 Cu2 N12 166.09(10) . . ?
O3 Cu2 N11 87.97(10) . . ?
O3 Cu2 N4 96.71(9) . . ?
N7 Cu2 N12 100.13(10) . . ?
N7 Cu2 N11 168.37(10) . . ?
N7 Cu2 N4 93.29(9) . . ?
N12 Cu2 N4 93.33(10) . . ?
N11 Cu2 N12 81.07(11) . . ?
N11 Cu2 N4 98.19(9) . . ?
C18 O3 Cu2 133.7(2) . . ?
C3 O1 Cu1 135.9(2) . . ?
N8 N7 Cu2 125.68(19) . . ?
C16 N7 Cu2 128.0(2) . . ?
C16 N7 N8 105.8(2) . . ?
C13 N6 Cu1 130.3(2) . . ?
C13 N6 C14 117.0(3) . . ?
C14 N6 Cu1 112.1(2) . . ?
N2 N1 Cu1 126.9(2) . . ?
C1 N1 Cu1 127.0(2) . . ?
C1 N1 N2 105.7(2) . . ?
C28 N12 Cu2 131.0(2) . . ?
C28 N12 C29 117.2(3) . . ?
C29 N12 Cu2 111.5(2) . . ?
C30 N11 Cu2 113.1(2) . . ?
C19 N11 Cu2 128.2(2) . . ?
C19 N11 C30 118.5(3) . . ?
H8A O8 H8B 104.5 . . ?
N3 N4 Cu2 119.36(18) . . ?
C1 N4 Cu2 135.0(2) . . ?
C1 N4 N3 105.5(2) . . ?
N9 N10 Cu1 118.99(18) . 1_455 ?
C16 N10 Cu1 135.5(2) . 1_455 ?
C16 N10 N9 105.4(2) . . ?
C15 N5 Cu1 112.8(2) . . ?
C4 N5 Cu1 128.4(2) . . ?
C4 N5 C15 118.7(3) . . ?
N9 N8 N7 108.7(3) . . ?
N3 N2 N1 108.6(3) . . ?
N2 N3 N4 109.6(2) . . ?
N8 N9 N10 109.9(2) . . ?
H9A O9 H9B 104.5 . . ?
H7A O7 H7B 104.5 . . ?
H6A O6 H6B 104.5 . . ?
N6 C13 H13 118.9 . . ?
N6 C13 C12 122.3(3) . . ?
C12 C13 H13 118.9 . . ?
N12 C28 H28 118.9 . . ?
N12 C28 C27 122.3(3) . . ?
C27 C28 H28 118.9 . . ?
N1 C1 C2 126.6(3) . . ?
N4 C1 N1 110.6(3) . . ?
N4 C1 C2 122.8(3) . . ?
N6 C14 C15 116.3(3) . . ?
N6 C14 C10 124.2(3) . . ?
C10 C14 C15 119.5(3) . . ?
N5 C15 C14 116.8(3) . . ?
N5 C15 C7 122.9(3) . . ?
C7 C15 C14 120.2(3) . . ?
C9 C8 H8 119.5 . . ?
C9 C8 C7 120.9(3) . . ?
C7 C8 H8 119.5 . . ?
C8 C9 H9 119.2 . . ?
C8 C9 C10 121.6(3) . . ?
C10 C9 H9 119.2 . . ?
O3 C18 C17 119.9(3) . . ?
O4 C18 O3 122.3(3) . . ?
O4 C18 C17 117.8(3) . . ?
C24 C23 H23 119.2 . . ?
C24 C23 C22 121.5(3) . . ?
C22 C23 H23 119.2 . . ?
C23 C24 H24 119.2 . . ?
C23 C24 C25 121.6(4) . . ?
C25 C24 H24 119.2 . . ?
C1 C2 H2A 107.7 . . ?
C1 C2 H2B 107.7 . . ?
C1 C2 C3 118.6(3) . . ?
H2A C2 H2B 107.1 . . ?
C3 C2 H2A 107.7 . . ?
C3 C2 H2B 107.7 . . ?
N7 C16 C17 126.1(3) . . ?
N10 C16 N7 110.3(3) . . ?
N10 C16 C17 123.7(3) . . ?
N11 C30 C29 117.1(3) . . ?
N11 C30 C22 122.1(3) . . ?
C29 C30 C22 120.8(3) . . ?
N5 C4 H4 118.9 . . ?
N5 C4 C5 122.1(3) . . ?
C5 C4 H4 118.9 . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 H5 120.1 . . ?
C14 C10 C9 118.8(3) . . ?
C14 C10 C11 116.3(3) . . ?
C11 C10 C9 124.9(3) . . ?
N11 C19 H19 118.7 . . ?
N11 C19 C20 122.6(3) . . ?
C20 C19 H19 118.7 . . ?
C18 C17 H17A 107.9 . . ?
C18 C17 H17B 107.9 . . ?
C16 C17 C18 117.7(3) . . ?
C16 C17 H17A 107.9 . . ?
C16 C17 H17B 107.9 . . ?
H17A C17 H17B 107.2 . . ?
C15 C7 C8 118.8(3) . . ?
C15 C7 C6 117.0(3) . . ?
C6 C7 C8 124.2(3) . . ?
O1 C3 C2 121.1(3) . . ?
O2 C3 O1 122.0(3) . . ?
O2 C3 C2 116.9(3) . . ?
N12 C29 C30 116.6(3) . . ?
N12 C29 C25 123.3(3) . . ?
C25 C29 C30 120.0(3) . . ?
C5 C6 C7 119.5(3) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C30 C22 C23 117.7(3) . . ?
C21 C22 C23 125.1(3) . . ?
C21 C22 C30 117.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 C13 120.2(3) . . ?
C11 C12 H12 119.9 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.0(3) . . ?
C12 C11 H11 120.0 . . ?
C29 C25 C24 118.2(4) . . ?
C26 C25 C24 124.3(3) . . ?
C26 C25 C29 117.5(3) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 C28 120.2(4) . . ?
C26 C27 H27 119.9 . . ?
C25 C26 H26 120.3 . . ?
C27 C26 C25 119.5(3) . . ?
C27 C26 H26 120.3 . . ?
C22 C21 H21 120.0 . . ?
C20 C21 C22 120.0(3) . . ?
C20 C21 H21 120.0 . . ?
C19 C20 H20 120.2 . . ?
C21 C20 C19 119.6(4) . . ?
C21 C20 H20 120.2 . . ?
H5A O5 H5B 104.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 C3 O2 -170.8(3) . . . . ?
Cu1 O1 C3 C2 10.6(5) . . . . ?
Cu1 N6 C13 C12 170.5(2) . . . . ?
Cu1 N6 C14 C15 7.2(3) . . . . ?
Cu1 N6 C14 C10 -171.7(2) . . . . ?
Cu1 N1 N2 N3 -172.56(19) . . . . ?
Cu1 N1 C1 N4 172.28(19) . . . . ?
Cu1 N1 C1 C2 -8.9(4) . . . . ?
Cu1 N10 N9 N8 176.59(19) 1_455 . . . ?
Cu1 N10 C16 N7 -175.20(19) 1_455 . . . ?
Cu1 N10 C16 C17 5.3(5) 1_455 . . . ?
Cu1 N5 C15 C14 -4.3(3) . . . . ?
Cu1 N5 C15 C7 176.4(2) . . . . ?
Cu1 N5 C4 C5 -177.2(2) . . . . ?
Cu2 O3 C18 O4 154.7(2) . . . . ?
Cu2 O3 C18 C17 -28.4(4) . . . . ?
Cu2 N7 N8 N9 172.6(2) . . . . ?
Cu2 N7 C16 N10 -171.99(19) . . . . ?
Cu2 N7 C16 C17 7.5(4) . . . . ?
Cu2 N12 C28 C27 -172.2(2) . . . . ?
Cu2 N12 C29 C30 -6.4(3) . . . . ?
Cu2 N12 C29 C25 173.3(2) . . . . ?
Cu2 N11 C30 C29 4.7(3) . . . . ?
Cu2 N11 C30 C22 -175.1(2) . . . . ?
Cu2 N11 C19 C20 175.7(2) . . . . ?
Cu2 N4 N3 N2 -177.72(18) . . . . ?
Cu2 N4 C1 N1 177.02(19) . . . . ?
Cu2 N4 C1 C2 -1.9(4) . . . . ?
O3 C18 C17 C16 27.2(4) . . . . ?
N7 N8 N9 N10 -0.8(3) . . . . ?
N7 C16 C17 C18 -18.0(5) . . . . ?
N6 C13 C12 C11 0.1(5) . . . . ?
N6 C14 C15 N5 -2.0(4) . . . . ?
N6 C14 C15 C7 177.3(2) . . . . ?
N6 C14 C10 C9 -179.9(3) . . . . ?
N6 C14 C10 C11 -0.8(4) . . . . ?
N1 N2 N3 N4 0.3(3) . . . . ?
N1 C1 C2 C3 11.9(5) . . . . ?
N12 C28 C27 C26 -0.2(5) . . . . ?
N12 C29 C25 C24 -179.7(3) . . . . ?
N12 C29 C25 C26 0.6(4) . . . . ?
N11 C30 C29 N12 1.3(4) . . . . ?
N11 C30 C29 C25 -178.4(3) . . . . ?
N11 C30 C22 C23 177.9(3) . . . . ?
N11 C30 C22 C21 -1.3(4) . . . . ?
N11 C19 C20 C21 -1.1(5) . . . . ?
N4 C1 C2 C3 -169.4(3) . . . . ?
N10 C16 C17 C18 161.4(3) . . . . ?
N5 C15 C7 C8 -177.1(3) . . . . ?
N5 C15 C7 C6 1.1(4) . . . . ?
N5 C4 C5 C6 1.5(5) . . . . ?
N8 N7 C16 N10 -0.2(3) . . . . ?
N8 N7 C16 C17 179.2(3) . . . . ?
O4 C18 C17 C16 -155.7(3) . . . . ?
N2 N1 C1 N4 -0.2(3) . . . . ?
N2 N1 C1 C2 178.7(3) . . . . ?
N3 N4 C1 N1 0.4(3) . . . . ?
N3 N4 C1 C2 -178.6(3) . . . . ?
N9 N10 C16 N7 -0.2(3) . . . . ?
N9 N10 C16 C17 -179.7(3) . . . . ?
C13 N6 C14 C15 179.8(3) . . . . ?
C13 N6 C14 C10 0.9(4) . . . . ?
C13 C12 C11 C10 0.1(5) . . . . ?
C28 N12 C29 C30 179.4(3) . . . . ?
C28 N12 C29 C25 -0.9(4) . . . . ?
C28 C27 C26 C25 -0.1(5) . . . . ?
C1 N1 N2 N3 -0.1(3) . . . . ?
C1 N4 N3 N2 -0.4(3) . . . . ?
C1 C2 C3 O1 -12.0(5) . . . . ?
C1 C2 C3 O2 169.3(3) . . . . ?
C14 N6 C13 C12 -0.5(4) . . . . ?
C14 C15 C7 C8 3.6(4) . . . . ?
C14 C15 C7 C6 -178.1(3) . . . . ?
C14 C10 C11 C12 0.3(4) . . . . ?
C15 N5 C4 C5 -0.8(4) . . . . ?
C15 C14 C10 C9 1.3(4) . . . . ?
C15 C14 C10 C11 -179.7(3) . . . . ?
C15 C7 C6 C5 -0.4(4) . . . . ?
C8 C9 C10 C14 1.4(4) . . . . ?
C8 C9 C10 C11 -177.6(3) . . . . ?
C8 C7 C6 C5 177.7(3) . . . . ?
C9 C8 C7 C15 -1.0(4) . . . . ?
C9 C8 C7 C6 -179.2(3) . . . . ?
C9 C10 C11 C12 179.3(3) . . . . ?
C23 C24 C25 C29 -0.8(5) . . . . ?
C23 C24 C25 C26 178.9(3) . . . . ?
C23 C22 C21 C20 -179.1(3) . . . . ?
C24 C23 C22 C30 1.2(5) . . . . ?
C24 C23 C22 C21 -179.8(3) . . . . ?
C24 C25 C26 C27 -179.8(3) . . . . ?
C16 N7 N8 N9 0.6(3) . . . . ?
C16 N10 N9 N8 0.6(3) . . . . ?
C30 N11 C19 C20 -0.2(5) . . . . ?
C30 C29 C25 C24 0.0(4) . . . . ?
C30 C29 C25 C26 -179.7(3) . . . . ?
C30 C22 C21 C20 -0.1(5) . . . . ?
C4 N5 C15 C14 178.7(3) . . . . ?
C4 N5 C15 C7 -0.5(4) . . . . ?
C4 C5 C6 C7 -0.8(5) . . . . ?
C10 C14 C15 N5 177.0(3) . . . . ?
C10 C14 C15 C7 -3.8(4) . . . . ?
C19 N11 C30 C29 -178.8(3) . . . . ?
C19 N11 C30 C22 1.4(4) . . . . ?
C7 C8 C9 C10 -1.5(5) . . . . ?
C29 N12 C28 C27 0.7(4) . . . . ?
C29 C30 C22 C23 -1.9(4) . . . . ?
C29 C30 C22 C21 178.9(3) . . . . ?
C29 C25 C26 C27 -0.1(5) . . . . ?
C22 C23 C24 C25 0.2(5) . . . . ?
C22 C30 C29 N12 -178.9(3) . . . . ?
C22 C30 C29 C25 1.4(4) . . . . ?
C22 C21 C20 C19 1.2(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_tza-28_1
_database_code_depnum_ccdc_archive 'CCDC 2221804'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2023-01-17 deposited with the CCDC.	2023-04-20 downloaded from the CCDC.
;
_audit_creation_date             2022-11-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H24 Cu3 N20 O9, 6(O H2)'
_chemical_formula_sum            'C36 H36 Cu3 N20 O15'
_chemical_formula_weight         1179.43
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   12.9458(4)
_cell_length_b                   19.8921(6)
_cell_length_c                   17.8258(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.8400(10)
_cell_angle_gamma                90
_cell_volume                     4557.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7354
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      25.65
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.957
_shelx_estimated_absorpt_T_min   0.866
_exptl_absorpt_coefficient_mu    1.479
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6609
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0792 before and 0.0614 after correction.
The Ratio of minimum to maximum transmission is 0.8868.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2347
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0725
_diffrn_reflns_av_unetI/netI     0.0579
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21633
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.691
_diffrn_reflns_theta_min         1.886
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3174
_reflns_number_total             4347
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.753
_refine_diff_density_min         -0.521
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         4347
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0471
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0607P)²+8.2069P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1151
_refine_ls_wR_factor_ref         0.1287
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 Cu2-H5a \\sim Cu2-H5b
 with sigma of 0.02
 C18A-C17 \\sim C18-C17
 with sigma of 0.02
3. Others
 Sof(O4A)=Sof(O3A)=Sof(C18A)=1-FVAR(1)
 Sof(O4)=Sof(H4)=Sof(O3)=Sof(C18)=FVAR(1)
 Fixed Sof: H5a(0.5) H5b(0.5) O8(0.5) O9(0.5)
4.a Free rotating group:
 O5(H5a,H5b)
4.b Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b)
4.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C8(H8), C6(H6), C4(H4a), C5(H5), C9(H9), C10(H10), C12(H12)
4.d Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu2 Cu 0.5000 0.57300(3) 0.7500 0.01936(19) Uani 1 2 d DS T P . .
Cu1 Cu 0.19051(4) 0.47650(3) 0.49790(3) 0.02315(17) Uani 1 1 d . . . . .
O1 O 0.2410(2) 0.39850(15) 0.55917(17) 0.0299(7) Uani 1 1 d . . . . .
N4 N 0.3874(3) 0.56763(17) 0.66351(19) 0.0210(8) Uani 1 1 d . . . . .
O5 O 0.5000 0.6821(2) 0.7500 0.0405(12) Uani 1 2 d GS T P . .
H5A H 0.4533 0.7072 0.7244 0.061 Uiso 0.5 1 d DG U P A -1
H5B H 0.5556 0.7071 0.7559 0.061 Uiso 0.5 1 d DG U P B -1
N6 N 0.0863(3) 0.41444(18) 0.4397(2) 0.0253(8) Uani 1 1 d . . . . .
N5 N 0.0959(3) 0.54779(18) 0.44237(19) 0.0252(8) Uani 1 1 d . . . . .
N1 N 0.2746(3) 0.53515(17) 0.57066(19) 0.0235(8) Uani 1 1 d . . . . .
O2 O 0.3335(3) 0.33438(17) 0.6425(2) 0.0460(9) Uani 1 1 d . . . . .
N10 N 0.6965(3) 0.52591(18) 0.5873(2) 0.0256(8) Uani 1 1 d . . . . .
N7 N 0.6019(3) 0.54583(17) 0.67846(19) 0.0229(8) Uani 1 1 d . . . . .
N8 N 0.6389(3) 0.48225(18) 0.6863(2) 0.0264(8) Uani 1 1 d . . . . .
N9 N 0.6953(3) 0.47038(18) 0.6313(2) 0.0282(9) Uani 1 1 d . . . . .
O4 O 0.6931(3) 0.74730(18) 0.5888(2) 0.0401(10) Uani 0.890(4) 1 d . . P C 1
H4 H 0.7403 0.7728 0.6087 0.060 Uiso 0.890(4) 1 calc R U P C 1
O3 O 0.7585(3) 0.67680(18) 0.6798(2) 0.0383(10) Uani 0.890(4) 1 d . . P C 1
N3 N 0.3341(3) 0.6222(2) 0.6350(2) 0.0342(9) Uani 1 1 d . . . . .
N2 N 0.2668(3) 0.6025(2) 0.5795(2) 0.0364(10) Uani 1 1 d . . . . .
C1 C 0.3503(3) 0.5157(2) 0.6227(2) 0.0235(10) Uani 1 1 d . . . . .
C16 C 0.6379(3) 0.5711(2) 0.6176(2) 0.0208(9) Uani 1 1 d . . . . .
C15 C 0.0223(3) 0.5188(2) 0.3909(2) 0.0265(10) Uani 1 1 d . . . . .
C14 C 0.0174(3) 0.4475(2) 0.3893(2) 0.0254(10) Uani 1 1 d . . . . .
C7 C -0.0462(3) 0.5565(2) 0.3411(2) 0.0300(11) Uani 1 1 d . . . . .
C17 C 0.6162(3) 0.6407(2) 0.5884(2) 0.0262(10) Uani 1 1 d D . . . .
C3 C 0.3159(4) 0.3899(2) 0.6108(2) 0.0278(10) Uani 1 1 d . . . . .
C13 C 0.0845(3) 0.3480(2) 0.4412(3) 0.0312(11) Uani 1 1 d . . . . .
H13 H 0.1326 0.3245 0.4762 0.037 Uiso 1 1 calc R U . . .
C21 C -0.0552(3) 0.4142(2) 0.3379(3) 0.0310(11) Uani 1 1 d . . . . .
C8 C -0.1205(4) 0.5218(3) 0.2883(3) 0.0354(12) Uani 1 1 d . . . . .
H8 H -0.1673 0.5470 0.2540 0.042 Uiso 1 1 calc R U . . .
C6 C -0.0381(4) 0.6275(3) 0.3445(3) 0.0362(12) Uani 1 1 d . . . . .
H6 H -0.0827 0.6549 0.3111 0.043 Uiso 1 1 calc R U . . .
C4 C 0.1016(4) 0.6143(2) 0.4446(3) 0.0311(11) Uani 1 1 d . . . . .
H4A H 0.1526 0.6348 0.4800 0.037 Uiso 1 1 calc R U . . .
C5 C 0.0350(4) 0.6558(3) 0.3964(3) 0.0379(12) Uani 1 1 d . . . . .
H5 H 0.0409 0.7033 0.4001 0.046 Uiso 1 1 calc R U . . .
C9 C -0.1244(4) 0.4539(3) 0.2868(3) 0.0381(12) Uani 1 1 d . . . . .
H9 H -0.1739 0.4321 0.2513 0.046 Uiso 1 1 calc R U . . .
C2 C 0.3916(4) 0.4457(2) 0.6338(3) 0.0360(12) Uani 1 1 d . . . . .
H2A H 0.4177 0.4399 0.6879 0.043 Uiso 1 1 calc R U . . .
H2B H 0.4519 0.4409 0.6048 0.043 Uiso 1 1 calc R U . . .
C18 C 0.6976(4) 0.6897(3) 0.6249(3) 0.0293(12) Uani 0.890(4) 1 d D . P C 1
C10 C -0.0552(4) 0.3438(3) 0.3403(3) 0.0392(12) Uani 1 1 d . . . . .
H10 H -0.1024 0.3189 0.3060 0.047 Uiso 1 1 calc R U . . .
C12 C 0.0126(4) 0.3115(3) 0.3919(3) 0.0419(13) Uani 1 1 d . . . . .
H12 H 0.0115 0.2638 0.3947 0.050 Uiso 1 1 calc R U . . .
O6 O 0.3261(4) 0.7667(2) 0.7206(3) 0.0859(15) Uani 1 1 d . . . . .
O7 O 0.3207(4) 0.6754(3) 0.3848(3) 0.0989(18) Uani 1 1 d . . . . .
O8 O 0.4594(6) 0.6897(4) 0.2764(4) 0.056(2) Uiso 0.5 1 d . . P D -1
O9 O 0.2912(10) 0.7420(9) 0.5129(9) 0.146(6) Uiso 0.5 1 d . . P E -1
O4A O 0.474(2) 0.6899(13) 0.5032(15) 0.027(7) Uiso 0.110(4) 1 d . . P C 2
O3A O 0.483(2) 0.5797(13) 0.5045(15) 0.031(7) Uiso 0.110(4) 1 d . . P C 2
C18A C 0.520(2) 0.635(2) 0.5292(17) 0.027(9) Uiso 0.110(4) 1 d D . P C 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu2 N4 1.994(3) 2_656 ?
Cu2 N4 1.994(3) . ?
Cu2 O5 2.170(4) . ?
Cu2 N7 2.015(3) . ?
Cu2 N7 2.015(3) 2_656 ?
Cu1 O1 1.964(3) . ?
Cu1 N6 2.021(4) . ?
Cu1 N5 2.050(4) . ?
Cu1 N1 1.973(4) . ?
Cu1 N10 2.231(3) 5_666 ?
O1 C3 1.267(5) . ?
N4 N3 1.352(5) . ?
N4 C1 1.321(5) . ?
O5 H5A 0.8708 . ?
O5 H5B 0.8711 . ?
N6 C14 1.357(5) . ?
N6 C13 1.323(6) . ?
N5 C15 1.369(6) . ?
N5 C4 1.326(6) . ?
N1 N2 1.355(5) . ?
N1 C1 1.324(5) . ?
O2 C3 1.248(5) . ?
N10 Cu1 2.231(3) 5_666 ?
N10 N9 1.357(5) . ?
N10 C16 1.332(5) . ?
N7 N8 1.354(5) . ?
N7 C16 1.330(5) . ?
N8 N9 1.311(5) . ?
O4 H4 0.8400 . ?
O4 C18 1.312(6) . ?
O3 C18 1.209(6) . ?
N3 N2 1.298(5) . ?
C1 C2 1.495(6) . ?
C16 C17 1.492(6) . ?
C15 C14 1.421(6) . ?
C15 C7 1.396(6) . ?
C14 C21 1.400(6) . ?
C7 C8 1.439(7) . ?
C7 C6 1.417(7) . ?
C17 C18 1.523(7) . ?
C17 C18A 1.536(19) . ?
C3 C2 1.507(6) . ?
C13 H13 0.9500 . ?
C13 C12 1.403(7) . ?
C21 C9 1.437(7) . ?
C21 C10 1.400(7) . ?
C8 H8 0.9500 . ?
C8 C9 1.352(7) . ?
C6 H6 0.9500 . ?
C6 C5 1.363(7) . ?
C4 H4A 0.9500 . ?
C4 C5 1.409(6) . ?
C5 H5 0.9500 . ?
C9 H9 0.9500 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C10 H10 0.9500 . ?
C10 C12 1.355(7) . ?
C12 H12 0.9500 . ?
O4A C18A 1.30(4) . ?
O3A C18A 1.26(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
N4 Cu2 N4 173.9(2) 2_656 . ?
N4 Cu2 O5 93.07(10) . . ?
N4 Cu2 O5 93.07(10) 2_656 . ?
N4 Cu2 N7 88.26(13) 2_656 2_656 ?
N4 Cu2 N7 90.09(14) . 2_656 ?
N4 Cu2 N7 90.09(14) 2_656 . ?
N4 Cu2 N7 88.26(13) . . ?
N7 Cu2 O5 105.56(10) 2_656 . ?
N7 Cu2 O5 105.56(10) . . ?
N7 Cu2 N7 148.9(2) . 2_656 ?
O1 Cu1 N6 87.74(14) . . ?
O1 Cu1 N5 162.78(13) . . ?
O1 Cu1 N1 88.88(14) . . ?
O1 Cu1 N10 99.18(13) . 5_666 ?
N6 Cu1 N5 81.43(15) . . ?
N6 Cu1 N10 95.10(13) . 5_666 ?
N5 Cu1 N10 95.09(13) . 5_666 ?
N1 Cu1 N6 168.78(14) . . ?
N1 Cu1 N5 99.19(15) . . ?
N1 Cu1 N10 96.00(14) . 5_666 ?
C3 O1 Cu1 133.4(3) . . ?
N3 N4 Cu2 122.8(3) . . ?
C1 N4 Cu2 130.7(3) . . ?
C1 N4 N3 106.5(3) . . ?
Cu2 O5 H5A 125.0 . . ?
Cu2 O5 H5B 124.8 . . ?
H5A O5 H5B 104.4 . . ?
C14 N6 Cu1 112.9(3) . . ?
C13 N6 Cu1 127.8(3) . . ?
C13 N6 C14 119.0(4) . . ?
C15 N5 Cu1 111.1(3) . . ?
C4 N5 Cu1 130.4(3) . . ?
C4 N5 C15 118.1(4) . . ?
N2 N1 Cu1 128.2(3) . . ?
C1 N1 Cu1 126.3(3) . . ?
C1 N1 N2 105.5(3) . . ?
N9 N10 Cu1 115.5(3) . 5_666 ?
C16 N10 Cu1 137.9(3) . 5_666 ?
C16 N10 N9 105.6(3) . . ?
N8 N7 Cu2 115.8(3) . . ?
C16 N7 Cu2 137.2(3) . . ?
C16 N7 N8 106.5(3) . . ?
N9 N8 N7 108.2(3) . . ?
N8 N9 N10 109.4(3) . . ?
C18 O4 H4 109.5 . . ?
N2 N3 N4 108.2(4) . . ?
N3 N2 N1 109.5(4) . . ?
N4 C1 N1 110.3(4) . . ?
N4 C1 C2 123.6(4) . . ?
N1 C1 C2 126.0(4) . . ?
N10 C16 C17 125.3(4) . . ?
N7 C16 N10 110.3(4) . . ?
N7 C16 C17 124.4(4) . . ?
N5 C15 C14 117.4(4) . . ?
N5 C15 C7 122.6(4) . . ?
C7 C15 C14 120.1(4) . . ?
N6 C14 C15 116.5(4) . . ?
N6 C14 C21 122.8(4) . . ?
C21 C14 C15 120.7(4) . . ?
C15 C7 C8 118.9(4) . . ?
C15 C7 C6 118.1(4) . . ?
C6 C7 C8 123.1(4) . . ?
C16 C17 C18 110.7(4) . . ?
C16 C17 C18A 106.0(15) . . ?
O1 C3 C2 121.0(4) . . ?
O2 C3 O1 122.1(4) . . ?
O2 C3 C2 116.8(4) . . ?
N6 C13 H13 119.5 . . ?
N6 C13 C12 121.1(5) . . ?
C12 C13 H13 119.5 . . ?
C14 C21 C9 118.3(5) . . ?
C14 C21 C10 117.1(4) . . ?
C10 C21 C9 124.6(4) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.8(4) . . ?
C9 C8 H8 119.6 . . ?
C7 C6 H6 120.6 . . ?
C5 C6 C7 118.8(5) . . ?
C5 C6 H6 120.6 . . ?
N5 C4 H4A 118.7 . . ?
N5 C4 C5 122.6(5) . . ?
C5 C4 H4A 118.7 . . ?
C6 C5 C4 119.8(5) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C21 C9 H9 119.4 . . ?
C8 C9 C21 121.2(5) . . ?
C8 C9 H9 119.4 . . ?
C1 C2 C3 116.1(4) . . ?
C1 C2 H2A 108.3 . . ?
C1 C2 H2B 108.3 . . ?
C3 C2 H2A 108.3 . . ?
C3 C2 H2B 108.3 . . ?
H2A C2 H2B 107.4 . . ?
O4 C18 C17 111.2(4) . . ?
O3 C18 O4 124.7(5) . . ?
O3 C18 C17 124.1(5) . . ?
C21 C10 H10 120.3 . . ?
C12 C10 C21 119.5(5) . . ?
C12 C10 H10 120.3 . . ?
C13 C12 H12 119.7 . . ?
C10 C12 C13 120.5(5) . . ?
C10 C12 H12 119.7 . . ?
O4A C18A C17 119(3) . . ?
O3A C18A C17 123(3) . . ?
O3A C18A O4A 118(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
Cu2 N4 N3 N2 179.8(3) . . . . ?
Cu2 N4 C1 N1 179.7(3) . . . . ?
Cu2 N4 C1 C2 -1.8(6) . . . . ?
Cu2 N7 N8 N9 173.7(3) . . . . ?
Cu2 N7 C16 N10 -172.0(3) . . . . ?
Cu2 N7 C16 C17 8.6(7) . . . . ?
Cu1 O1 C3 O2 -180.0(3) . . . . ?
Cu1 O1 C3 C2 -3.4(6) . . . . ?
Cu1 N6 C14 C15 -6.1(4) . . . . ?
Cu1 N6 C14 C21 173.7(3) . . . . ?
Cu1 N6 C13 C12 -173.8(3) . . . . ?
Cu1 N5 C15 C14 5.4(4) . . . . ?
Cu1 N5 C15 C7 -174.4(3) . . . . ?
Cu1 N5 C4 C5 173.4(3) . . . . ?
Cu1 N1 N2 N3 178.0(3) . . . . ?
Cu1 N1 C1 N4 -177.6(3) . . . . ?
Cu1 N1 C1 C2 3.9(6) . . . . ?
Cu1 N10 N9 N8 169.9(3) 5_666 . . . ?
Cu1 N10 C16 N7 -166.5(3) 5_666 . . . ?
Cu1 N10 C16 C17 12.8(7) 5_666 . . . ?
O1 C3 C2 C1 28.1(6) . . . . ?
N4 N3 N2 N1 0.1(5) . . . . ?
N4 C1 C2 C3 152.9(4) . . . . ?
N6 C14 C21 C9 -179.7(4) . . . . ?
N6 C14 C21 C10 0.5(6) . . . . ?
N6 C13 C12 C10 1.5(7) . . . . ?
N5 C15 C14 N6 0.4(5) . . . . ?
N5 C15 C14 C21 -179.4(4) . . . . ?
N5 C15 C7 C8 179.3(4) . . . . ?
N5 C15 C7 C6 0.1(6) . . . . ?
N5 C4 C5 C6 -0.7(7) . . . . ?
N1 C1 C2 C3 -28.8(7) . . . . ?
O2 C3 C2 C1 -155.2(4) . . . . ?
N10 C16 C17 C18 -90.3(5) . . . . ?
N10 C16 C17 C18A 87.5(15) . . . . ?
N7 N8 N9 N10 0.4(5) . . . . ?
N7 C16 C17 C18 89.0(5) . . . . ?
N7 C16 C17 C18A -93.2(15) . . . . ?
N8 N7 C16 N10 -0.3(5) . . . . ?
N8 N7 C16 C17 -179.7(4) . . . . ?
N9 N10 C16 N7 0.5(5) . . . . ?
N9 N10 C16 C17 179.9(4) . . . . ?
N3 N4 C1 N1 -1.1(5) . . . . ?
N3 N4 C1 C2 177.4(4) . . . . ?
N2 N1 C1 N4 1.2(5) . . . . ?
N2 N1 C1 C2 -177.3(4) . . . . ?
C1 N4 N3 N2 0.6(5) . . . . ?
C1 N1 N2 N3 -0.8(5) . . . . ?
C16 N10 N9 N8 -0.5(5) . . . . ?
C16 N7 N8 N9 0.0(4) . . . . ?
C16 C17 C18 O4 166.4(4) . . . . ?
C16 C17 C18 O3 -13.2(6) . . . . ?
C16 C17 C18A O4A 169(3) . . . . ?
C16 C17 C18A O3A -10(4) . . . . ?
C15 N5 C4 C5 0.2(6) . . . . ?
C15 C14 C21 C9 0.1(6) . . . . ?
C15 C14 C21 C10 -179.7(4) . . . . ?
C15 C7 C8 C9 0.2(6) . . . . ?
C15 C7 C6 C5 -0.7(6) . . . . ?
C14 N6 C13 C12 -0.1(6) . . . . ?
C14 C15 C7 C8 -0.5(6) . . . . ?
C14 C15 C7 C6 -179.6(4) . . . . ?
C14 C21 C9 C8 -0.4(6) . . . . ?
C14 C21 C10 C12 0.9(7) . . . . ?
C7 C15 C14 N6 -179.8(4) . . . . ?
C7 C15 C14 C21 0.3(6) . . . . ?
C7 C8 C9 C21 0.3(7) . . . . ?
C7 C6 C5 C4 1.0(7) . . . . ?
C13 N6 C14 C15 179.3(4) . . . . ?
C13 N6 C14 C21 -0.9(6) . . . . ?
C21 C10 C12 C13 -1.9(7) . . . . ?
C8 C7 C6 C5 -179.8(4) . . . . ?
C6 C7 C8 C9 179.3(4) . . . . ?
C4 N5 C15 C14 179.9(4) . . . . ?
C4 N5 C15 C7 0.1(6) . . . . ?
C9 C21 C10 C12 -178.8(4) . . . . ?
C10 C21 C9 C8 179.4(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT306_tza-28_1            
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) ....... O6 Check
RESPONSE: hydrogen atoms of water molecules were not located but included
in the formula of the compound.
;
_vrf_PLAT430_tza-28_1            
;
PROBLEM: Short Inter D...A Contact O2 ..O8 . 2.77 Ang.
RESPONSE: hydrogen atoms of water molecules were not located but included
in the formula of the compound.
;

####################################################################### 
# 
# 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_tza-61
_database_code_depnum_ccdc_archive 'CCDC 2221807'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2023-01-17 deposited with the CCDC.	2023-04-20 downloaded from the CCDC.
;
_audit_creation_date             2023-01-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H14 Cu N6 O2'
_chemical_formula_sum            'C15 H14 Cu N6 O2'
_chemical_formula_weight         373.86
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.1628(6)
_cell_length_b                   18.0968(10)
_cell_length_c                   7.7861(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.210(2)
_cell_angle_gamma                90
_cell_volume                     1510.35(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5527
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      27.03
_cell_measurement_theta_min      2.21
_shelx_estimated_absorpt_T_max   0.930
_shelx_estimated_absorpt_T_min   0.821
_exptl_absorpt_coefficient_mu    1.468
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6649
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0818 before and 0.0541 after correction.
The Ratio of minimum to maximum transmission is 0.8919.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             764
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            16480
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.123
_diffrn_reflns_theta_min         2.208
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2786
_reflns_number_total             3319
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0411
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0268P)²+2.7638P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0847
_refine_ls_wR_factor_ref         0.0890
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C11(H11), C8(H8), C14(H14), C15(H15), C5(H5)
2.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.30728(3) 0.38090(2) 0.32145(5) 0.01721(11) Uani 1 1 d . . . . .
O1 O 0.13376(19) 0.36857(11) 0.3219(3) 0.0253(5) Uani 1 1 d . . . . .
N5 N 0.2667(2) 0.48414(12) 0.2270(3) 0.0187(5) Uani 1 1 d . . . . .
N6 N 0.4812(2) 0.41828(12) 0.3437(3) 0.0169(5) Uani 1 1 d . . . . .
O2 O -0.0274(2) 0.33963(14) 0.4197(4) 0.0419(6) Uani 1 1 d . . . . .
N1 N 0.3492(2) 0.28683(13) 0.4532(3) 0.0212(5) Uani 1 1 d . . . . .
N4 N 0.3080(2) 0.18169(13) 0.5647(3) 0.0209(5) Uani 1 1 d . . . . .
N3 N 0.4086(2) 0.17343(13) 0.5025(3) 0.0246(5) Uani 1 1 d . . . . .
N2 N 0.4329(2) 0.23581(14) 0.4347(4) 0.0262(6) Uani 1 1 d . . . . .
C4 C 0.1533(3) 0.51558(16) 0.1815(4) 0.0241(6) Uani 1 1 d . . . . .
H4 H 0.0845 0.4885 0.1979 0.029 Uiso 1 1 calc R U . . .
C11 C 0.5969(3) 0.51353(16) 0.2486(4) 0.0208(6) Uani 1 1 d . . . . .
H11 H 0.5974 0.5601 0.1923 0.025 Uiso 1 1 calc R U . . .
C10 C 0.4858(3) 0.48473(15) 0.2664(4) 0.0172(5) Uani 1 1 d . . . . .
C12 C 0.7073(3) 0.47438(16) 0.3128(4) 0.0204(6) Uani 1 1 d . . . . .
C9 C 0.3643(3) 0.52276(15) 0.2042(4) 0.0174(6) Uani 1 1 d . . . . .
C8 C 0.3498(3) 0.59331(15) 0.1320(4) 0.0218(6) Uani 1 1 d . . . . .
H8 H 0.4200 0.6192 0.1166 0.026 Uiso 1 1 calc R U . . .
C3 C 0.0832(3) 0.33463(16) 0.4281(4) 0.0250(6) Uani 1 1 d . . . . .
C6 C 0.2325(3) 0.62631(16) 0.0821(4) 0.0258(6) Uani 1 1 d . . . . .
C14 C 0.7016(3) 0.40639(16) 0.3925(4) 0.0233(6) Uani 1 1 d . . . . .
H14 H 0.7751 0.3779 0.4375 0.028 Uiso 1 1 calc R U . . .
C1 C 0.2741(3) 0.25173(15) 0.5332(4) 0.0206(6) Uani 1 1 d . . . . .
C13 C 0.8298(3) 0.50460(17) 0.2972(4) 0.0271(7) Uani 1 1 d . . . . .
H13A H 0.8142 0.5395 0.1971 0.041 Uiso 1 1 calc R U . . .
H13B H 0.8818 0.4639 0.2761 0.041 Uiso 1 1 calc R U . . .
H13C H 0.8730 0.5301 0.4083 0.041 Uiso 1 1 calc R U . . .
C2 C 0.1659(3) 0.28738(17) 0.5772(4) 0.0248(6) Uani 1 1 d . . . . .
H2A H 0.1978 0.3189 0.6842 0.030 Uiso 1 1 calc R U . . .
H2B H 0.1138 0.2483 0.6088 0.030 Uiso 1 1 calc R U . . .
C15 C 0.5879(3) 0.38050(16) 0.4059(4) 0.0222(6) Uani 1 1 d . . . . .
H15 H 0.5853 0.3340 0.4614 0.027 Uiso 1 1 calc R U . . .
C5 C 0.1335(3) 0.58626(16) 0.1115(4) 0.0268(7) Uani 1 1 d . . . . .
H5 H 0.0525 0.6074 0.0835 0.032 Uiso 1 1 calc R U . . .
C7 C 0.2136(3) 0.70168(17) -0.0011(5) 0.0374(8) Uani 1 1 d . . . . .
H7A H 0.2949 0.7236 0.0044 0.056 Uiso 1 1 calc R U . . .
H7B H 0.1696 0.7331 0.0641 0.056 Uiso 1 1 calc R U . . .
H7C H 0.1640 0.6976 -0.1263 0.056 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 O1 1.951(2) . ?
Cu1 N5 2.013(2) . ?
Cu1 N6 2.018(2) . ?
Cu1 N1 1.975(2) . ?
Cu1 N4 2.300(2) 4_565 ?
O1 C3 1.280(3) . ?
N5 C4 1.341(4) . ?
N5 C9 1.347(3) . ?
N6 C10 1.352(3) . ?
N6 C15 1.340(4) . ?
O2 C3 1.221(4) . ?
N1 N2 1.350(3) . ?
N1 C1 1.337(4) . ?
N4 Cu1 2.300(2) 4_566 ?
N4 N3 1.350(3) . ?
N4 C1 1.326(4) . ?
N3 N2 1.306(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(4) . ?
C11 H11 0.9500 . ?
C11 C10 1.387(4) . ?
C11 C12 1.388(4) . ?
C10 C9 1.477(4) . ?
C12 C14 1.387(4) . ?
C12 C13 1.509(4) . ?
C9 C8 1.386(4) . ?
C8 H8 0.9500 . ?
C8 C6 1.392(4) . ?
C3 C2 1.527(4) . ?
C6 C5 1.392(4) . ?
C6 C7 1.500(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.384(4) . ?
C1 C2 1.491(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C15 H15 0.9500 . ?
C5 H5 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N5 89.11(9) . . ?
O1 Cu1 N6 166.06(9) . . ?
O1 Cu1 N1 89.52(9) . . ?
O1 Cu1 N4 100.93(9) . 4_565 ?
N5 Cu1 N6 80.41(9) . . ?
N5 Cu1 N4 101.21(9) . 4_565 ?
N6 Cu1 N4 90.17(9) . 4_565 ?
N1 Cu1 N5 170.55(10) . . ?
N1 Cu1 N6 99.31(10) . . ?
N1 Cu1 N4 88.23(9) . 4_565 ?
C3 O1 Cu1 132.3(2) . . ?
C4 N5 Cu1 126.1(2) . . ?
C4 N5 C9 118.9(2) . . ?
C9 N5 Cu1 114.93(18) . . ?
C10 N6 Cu1 114.53(18) . . ?
C15 N6 Cu1 126.59(19) . . ?
C15 N6 C10 118.3(2) . . ?
N2 N1 Cu1 127.22(19) . . ?
C1 N1 Cu1 124.3(2) . . ?
C1 N1 N2 105.5(2) . . ?
N3 N4 Cu1 117.54(17) . 4_566 ?
C1 N4 Cu1 124.15(19) . 4_566 ?
C1 N4 N3 105.2(2) . . ?
N2 N3 N4 109.7(2) . . ?
N3 N2 N1 108.7(2) . . ?
N5 C4 H4 119.0 . . ?
N5 C4 C5 122.1(3) . . ?
C5 C4 H4 119.0 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0(3) . . ?
C12 C11 H11 120.0 . . ?
N6 C10 C11 121.6(3) . . ?
N6 C10 C9 114.5(2) . . ?
C11 C10 C9 123.8(2) . . ?
C11 C12 C13 121.3(3) . . ?
C14 C12 C11 117.8(3) . . ?
C14 C12 C13 120.9(3) . . ?
N5 C9 C10 114.7(2) . . ?
N5 C9 C8 121.6(3) . . ?
C8 C9 C10 123.7(3) . . ?
C9 C8 H8 119.9 . . ?
C9 C8 C6 120.2(3) . . ?
C6 C8 H8 119.9 . . ?
O1 C3 C2 118.5(3) . . ?
O2 C3 O1 123.5(3) . . ?
O2 C3 C2 118.0(3) . . ?
C8 C6 C5 117.3(3) . . ?
C8 C6 C7 121.2(3) . . ?
C5 C6 C7 121.5(3) . . ?
C12 C14 H14 120.3 . . ?
C15 C14 C12 119.4(3) . . ?
C15 C14 H14 120.3 . . ?
N1 C1 C2 123.7(3) . . ?
N4 C1 N1 110.9(3) . . ?
N4 C1 C2 125.4(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C3 C2 H2A 108.5 . . ?
C3 C2 H2B 108.5 . . ?
C1 C2 C3 115.1(2) . . ?
C1 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
N6 C15 C14 122.7(3) . . ?
N6 C15 H15 118.6 . . ?
C14 C15 H15 118.6 . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 C3 O2 171.2(2) . . . . ?
Cu1 O1 C3 C2 -6.7(4) . . . . ?
Cu1 N5 C4 C5 -177.7(2) . . . . ?
Cu1 N5 C9 C10 -4.8(3) . . . . ?
Cu1 N5 C9 C8 176.9(2) . . . . ?
Cu1 N6 C10 C11 -171.2(2) . . . . ?
Cu1 N6 C10 C9 8.7(3) . . . . ?
Cu1 N6 C15 C14 170.3(2) . . . . ?
Cu1 N1 N2 N3 -161.5(2) . . . . ?
Cu1 N1 C1 N4 161.73(19) . . . . ?
Cu1 N1 C1 C2 -17.3(4) . . . . ?
Cu1 N4 N3 N2 -143.7(2) 4_566 . . . ?
Cu1 N4 C1 N1 140.2(2) 4_566 . . . ?
Cu1 N4 C1 C2 -40.8(4) 4_566 . . . ?
O1 C3 C2 C1 -32.0(4) . . . . ?
N5 C4 C5 C6 1.6(5) . . . . ?
N5 C9 C8 C6 0.5(4) . . . . ?
N6 C10 C9 N5 -2.7(3) . . . . ?
N6 C10 C9 C8 175.7(3) . . . . ?
O2 C3 C2 C1 150.0(3) . . . . ?
N1 C1 C2 C3 45.1(4) . . . . ?
N4 N3 N2 N1 0.8(3) . . . . ?
N4 C1 C2 C3 -133.8(3) . . . . ?
N3 N4 C1 N1 0.4(3) . . . . ?
N3 N4 C1 C2 179.4(3) . . . . ?
N2 N1 C1 N4 0.0(3) . . . . ?
N2 N1 C1 C2 -179.0(3) . . . . ?
C4 N5 C9 C10 177.1(2) . . . . ?
C4 N5 C9 C8 -1.3(4) . . . . ?
C11 C10 C9 N5 177.2(3) . . . . ?
C11 C10 C9 C8 -4.4(4) . . . . ?
C11 C12 C14 C15 -0.3(4) . . . . ?
C10 N6 C15 C14 -0.7(4) . . . . ?
C10 C11 C12 C14 0.5(4) . . . . ?
C10 C11 C12 C13 -179.3(3) . . . . ?
C10 C9 C8 C6 -177.8(3) . . . . ?
C12 C11 C10 N6 -0.8(4) . . . . ?
C12 C11 C10 C9 179.3(3) . . . . ?
C12 C14 C15 N6 0.4(4) . . . . ?
C9 N5 C4 C5 0.2(4) . . . . ?
C9 C8 C6 C5 1.3(4) . . . . ?
C9 C8 C6 C7 -178.2(3) . . . . ?
C8 C6 C5 C4 -2.3(5) . . . . ?
C1 N1 N2 N3 -0.5(3) . . . . ?
C1 N4 N3 N2 -0.7(3) . . . . ?
C13 C12 C14 C15 179.5(3) . . . . ?
C15 N6 C10 C11 0.9(4) . . . . ?
C15 N6 C10 C9 -179.2(2) . . . . ?
C7 C6 C5 C4 177.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_tza-31_2
_database_code_depnum_ccdc_archive 'CCDC 2221805'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2023-01-17 deposited with the CCDC.	2023-04-20 downloaded from the CCDC.
;
_audit_creation_date             2023-01-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H12 Cu N6 O3'
_chemical_formula_sum            'C13 H12 Cu N6 O3'
_chemical_formula_weight         363.83
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3702(2)
_cell_length_b                   10.2412(2)
_cell_length_c                   10.3398(3)
_cell_angle_alpha                71.3900(10)
_cell_angle_beta                 70.1300(10)
_cell_angle_gamma                73.8830(10)
_cell_volume                     682.97(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9979
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      33.20
_cell_measurement_theta_min      2.64
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.793
_exptl_absorpt_coefficient_mu    1.626
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0682 before and 0.0516 after correction.
The Ratio of minimum to maximum transmission is 0.9105.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.769
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             370
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14229
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.222
_diffrn_reflns_theta_min         2.137
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4586
_reflns_number_total             5222
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.664
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         5222
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0341
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0321P)²+0.3946P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0825
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O3(H3A,H3B)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C7(H7), C12(H12), C4(H4), C13(H13), C11(H11), C6(H6), C5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.50390(3) 0.42790(2) 0.32303(2) 0.01368(5) Uani 1 1 d . . . . .
O1 O 0.56141(18) 0.59178(12) 0.16445(12) 0.0207(2) Uani 1 1 d . . . . .
O3 O 0.30701(18) 0.38217(14) 0.21412(13) 0.0228(2) Uani 1 1 d . . . . .
H3A H 0.3720 0.3149 0.1710 0.034 Uiso 1 1 d R U . . .
H3B H 0.2076 0.3474 0.2788 0.034 Uiso 1 1 d R U . . .
O2 O 0.4849(2) 0.77105(14) -0.00883(13) 0.0280(3) Uani 1 1 d . . . . .
N6 N 0.51492(18) 0.25122(13) 0.48194(13) 0.0144(2) Uani 1 1 d . . . . .
N1 N 0.28079(19) 0.54996(13) 0.42292(14) 0.0162(2) Uani 1 1 d . . . . .
N5 N 0.74550(18) 0.31011(13) 0.22485(13) 0.0143(2) Uani 1 1 d . . . . .
N3 N 0.0518(2) 0.65295(14) 0.57223(14) 0.0183(2) Uani 1 1 d . . . . .
N4 N 0.0422(2) 0.73333(14) 0.44256(14) 0.0182(2) Uani 1 1 d . . . . .
N2 N 0.1946(2) 0.54304(14) 0.56204(14) 0.0192(3) Uani 1 1 d . . . . .
C9 C 0.6654(2) 0.14580(15) 0.44817(15) 0.0142(2) Uani 1 1 d . . . . .
C8 C 0.7960(2) 0.17930(15) 0.30236(15) 0.0140(2) Uani 1 1 d . . . . .
C10 C 0.6953(2) 0.01728(15) 0.54484(17) 0.0179(3) Uani 1 1 d . . . . .
H10 H 0.8014 -0.0556 0.5185 0.021 Uiso 1 1 calc R U . . .
C1 C 0.1842(2) 0.66742(15) 0.35263(16) 0.0161(3) Uani 1 1 d . . . . .
C7 C 0.9621(2) 0.08695(16) 0.25007(17) 0.0193(3) Uani 1 1 d . . . . .
H7 H 0.9915 -0.0064 0.3046 0.023 Uiso 1 1 calc R U . . .
C12 C 0.4147(3) 0.10559(17) 0.71529(17) 0.0212(3) Uani 1 1 d . . . . .
H12 H 0.3262 0.0942 0.8079 0.025 Uiso 1 1 calc R U . . .
C4 C 0.8625(2) 0.35363(16) 0.09430(16) 0.0178(3) Uani 1 1 d . . . . .
H4 H 0.8254 0.4452 0.0390 0.021 Uiso 1 1 calc R U . . .
C13 C 0.3917(2) 0.23090(16) 0.61389(16) 0.0185(3) Uani 1 1 d . . . . .
H13 H 0.2860 0.3047 0.6382 0.022 Uiso 1 1 calc R U . . .
C3 C 0.4397(2) 0.69175(16) 0.11058(16) 0.0182(3) Uani 1 1 d . . . . .
C11 C 0.5670(3) -0.00274(16) 0.68093(17) 0.0205(3) Uani 1 1 d . . . . .
H11 H 0.5839 -0.0896 0.7492 0.025 Uiso 1 1 calc R U . . .
C6 C 1.0846(2) 0.13365(18) 0.11622(18) 0.0220(3) Uani 1 1 d . . . . .
H6 H 1.2011 0.0732 0.0787 0.026 Uiso 1 1 calc R U . . .
C5 C 1.0353(2) 0.26959(18) 0.03771(17) 0.0209(3) Uani 1 1 d . . . . .
H5 H 1.1186 0.3042 -0.0532 0.025 Uiso 1 1 calc R U . . .
C2 C 0.2252(2) 0.71303(18) 0.19592(16) 0.0220(3) Uani 1 1 d . . . . .
H2A H 0.1677 0.8141 0.1697 0.026 Uiso 1 1 calc R U . . .
H2B H 0.1558 0.6620 0.1667 0.026 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 O1 1.9625(11) . ?
Cu1 O3 2.3278(12) . ?
Cu1 N6 2.0228(12) . ?
Cu1 N1 1.9651(12) . ?
Cu1 N5 2.0042(12) . ?
O1 C3 1.2762(19) . ?
O3 H3A 0.8779 . ?
O3 H3B 0.8778 . ?
O2 C3 1.2351(19) . ?
N6 C9 1.3530(18) . ?
N6 C13 1.3456(19) . ?
N1 N2 1.3478(17) . ?
N1 C1 1.3416(19) . ?
N5 C8 1.3476(18) . ?
N5 C4 1.3426(19) . ?
N3 N4 1.3447(19) . ?
N3 N2 1.3144(18) . ?
N4 C1 1.3278(19) . ?
C9 C8 1.478(2) . ?
C9 C10 1.389(2) . ?
C8 C7 1.385(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(2) . ?
C1 C2 1.482(2) . ?
C7 H7 0.9500 . ?
C7 C6 1.388(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.384(2) . ?
C12 C11 1.381(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(2) . ?
C13 H13 0.9500 . ?
C3 C2 1.519(2) . ?
C11 H11 0.9500 . ?
C6 H6 0.9500 . ?
C6 C5 1.388(2) . ?
C5 H5 0.9500 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O3 89.97(5) . . ?
O1 Cu1 N6 166.09(5) . . ?
O1 Cu1 N1 89.22(5) . . ?
O1 Cu1 N5 89.54(5) . . ?
N6 Cu1 O3 100.27(5) . . ?
N1 Cu1 O3 91.70(5) . . ?
N1 Cu1 N6 99.77(5) . . ?
N1 Cu1 N5 175.46(5) . . ?
N5 Cu1 O3 92.66(5) . . ?
N5 Cu1 N6 80.66(5) . . ?
C3 O1 Cu1 127.93(11) . . ?
Cu1 O3 H3A 109.9 . . ?
Cu1 O3 H3B 109.8 . . ?
H3A O3 H3B 104.1 . . ?
C9 N6 Cu1 114.47(10) . . ?
C13 N6 Cu1 126.77(10) . . ?
C13 N6 C9 118.75(13) . . ?
N2 N1 Cu1 132.15(10) . . ?
C1 N1 Cu1 121.82(10) . . ?
C1 N1 N2 106.02(12) . . ?
C8 N5 Cu1 115.45(10) . . ?
C4 N5 Cu1 125.45(10) . . ?
C4 N5 C8 119.01(13) . . ?
N2 N3 N4 110.55(12) . . ?
C1 N4 N3 104.89(12) . . ?
N3 N2 N1 107.74(12) . . ?
N6 C9 C8 114.82(12) . . ?
N6 C9 C10 122.08(14) . . ?
C10 C9 C8 123.09(13) . . ?
N5 C8 C9 114.58(12) . . ?
N5 C8 C7 122.05(14) . . ?
C7 C8 C9 123.31(13) . . ?
C9 C10 H10 120.6 . . ?
C9 C10 C11 118.72(14) . . ?
C11 C10 H10 120.6 . . ?
N1 C1 C2 124.28(13) . . ?
N4 C1 N1 110.80(13) . . ?
N4 C1 C2 124.86(14) . . ?
C8 C7 H7 120.7 . . ?
C8 C7 C6 118.58(14) . . ?
C6 C7 H7 120.7 . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.56(15) . . ?
N5 C4 H4 118.9 . . ?
N5 C4 C5 122.15(14) . . ?
C5 C4 H4 118.9 . . ?
N6 C13 C12 121.89(14) . . ?
N6 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
O1 C3 C2 118.52(14) . . ?
O2 C3 O1 123.89(15) . . ?
O2 C3 C2 117.57(14) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 118.99(14) . . ?
C12 C11 H11 120.5 . . ?
C7 C6 H6 120.3 . . ?
C7 C6 C5 119.35(15) . . ?
C5 C6 H6 120.3 . . ?
C4 C5 C6 118.76(15) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C1 C2 C3 116.71(14) . . ?
C1 C2 H2A 108.1 . . ?
C1 C2 H2B 108.1 . . ?
C3 C2 H2A 108.1 . . ?
C3 C2 H2B 108.1 . . ?
H2A C2 H2B 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
Cu1 O1 C3 O2 -160.81(13) . . . . ?
Cu1 O1 C3 C2 17.5(2) . . . . ?
Cu1 N6 C9 C8 0.86(16) . . . . ?
Cu1 N6 C9 C10 179.79(12) . . . . ?
Cu1 N6 C13 C12 -179.16(12) . . . . ?
Cu1 N1 N2 N3 178.96(11) . . . . ?
Cu1 N1 C1 N4 -178.87(11) . . . . ?
Cu1 N1 C1 C2 3.9(2) . . . . ?
Cu1 N5 C8 C9 -0.92(16) . . . . ?
Cu1 N5 C8 C7 -178.36(12) . . . . ?
Cu1 N5 C4 C5 174.89(12) . . . . ?
O1 C3 C2 C1 28.1(2) . . . . ?
O2 C3 C2 C1 -153.44(16) . . . . ?
N6 C9 C8 N5 0.03(19) . . . . ?
N6 C9 C8 C7 177.43(14) . . . . ?
N6 C9 C10 C11 -0.5(2) . . . . ?
N1 C1 C2 C3 -39.8(2) . . . . ?
N5 C8 C7 C6 3.2(2) . . . . ?
N5 C4 C5 C6 2.9(3) . . . . ?
N3 N4 C1 N1 -0.27(18) . . . . ?
N3 N4 C1 C2 176.95(15) . . . . ?
N4 N3 N2 N1 -0.38(18) . . . . ?
N4 C1 C2 C3 143.34(16) . . . . ?
N2 N1 C1 N4 0.05(18) . . . . ?
N2 N1 C1 C2 -177.19(15) . . . . ?
N2 N3 N4 C1 0.40(18) . . . . ?
C9 N6 C13 C12 -0.1(2) . . . . ?
C9 C8 C7 C6 -174.03(15) . . . . ?
C9 C10 C11 C12 -0.1(2) . . . . ?
C8 N5 C4 C5 -1.3(2) . . . . ?
C8 C9 C10 C11 178.30(14) . . . . ?
C8 C7 C6 C5 -1.5(3) . . . . ?
C10 C9 C8 N5 -178.89(14) . . . . ?
C10 C9 C8 C7 -1.5(2) . . . . ?
C1 N1 N2 N3 0.20(17) . . . . ?
C7 C6 C5 C4 -1.4(3) . . . . ?
C4 N5 C8 C9 175.62(13) . . . . ?
C4 N5 C8 C7 -1.8(2) . . . . ?
C13 N6 C9 C8 -178.31(13) . . . . ?
C13 N6 C9 C10 0.6(2) . . . . ?
C13 C12 C11 C10 0.5(3) . . . . ?
C11 C12 C13 N6 -0.5(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_tza29_2
_database_code_depnum_ccdc_archive 'CCDC 2221806'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2023-01-17 deposited with the CCDC.	2023-04-20 downloaded from the CCDC.
;
_audit_creation_date             2022-10-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H18 Cu N10 O4'
_chemical_formula_sum            'C18 H18 Cu N10 O4'
_chemical_formula_weight         501.96
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.5059(5)
_cell_length_b                   21.8114(9)
_cell_length_c                   8.6454(4)
_cell_angle_alpha                90
_cell_angle_beta                 110.5490(10)
_cell_angle_gamma                90
_cell_volume                     2031.60(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4293
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      25.37
_cell_measurement_theta_min      2.66
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.896
_exptl_absorpt_coefficient_mu    1.127
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1101 before and 0.0667 after correction.
The Ratio of minimum to maximum transmission is 0.8776.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light blue'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1028
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0960
_diffrn_reflns_av_unetI/netI     0.0761
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            20793
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.686
_diffrn_reflns_theta_min         1.890
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2641
_reflns_number_total             3856
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.169
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         3856
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0978
_refine_ls_R_factor_gt           0.0604
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0579P)²+3.1198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1285
_refine_ls_wR_factor_ref         0.1435
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 N10(H10), C5(H5), N6(H6), C2(H2), C1(H1), C8(H8), C12(H12), C11(H11)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.34650(5) 0.43152(3) 0.86002(8) 0.02554(19) Uani 1 1 d . . . . .
O2 O 0.3824(3) 0.29394(16) 1.2000(4) 0.0343(9) Uani 1 1 d . . . . .
O1 O 0.3389(3) 0.37444(16) 1.0366(5) 0.0411(10) Uani 1 1 d . . . . .
N1 N 0.1709(3) 0.45571(17) 0.8190(5) 0.0227(9) Uani 1 1 d . . . . .
N10 N 0.2829(4) 0.31900(17) 0.4223(5) 0.0283(10) Uani 1 1 d . . . . .
H10 H 0.3029 0.3074 0.3374 0.034 Uiso 1 1 calc R U . . .
O4 O -0.1269(3) 0.29680(19) 0.2208(6) 0.0529(11) Uani 1 1 d . . . . .
N2 N 0.3380(3) 0.50679(17) 0.7215(5) 0.0266(9) Uani 1 1 d . . . . .
O3 O 0.0100(3) 0.33226(18) 0.1148(5) 0.0468(10) Uani 1 1 d . . . . .
N9 N 0.3507(4) 0.35548(18) 0.5449(5) 0.0303(10) Uani 1 1 d . . . . .
N3 N 0.5233(4) 0.41401(19) 0.9194(5) 0.0307(10) Uani 1 1 d . . . . .
N8 N 0.2884(4) 0.36204(18) 0.6441(5) 0.0283(9) Uani 1 1 d . . . . .
N7 N 0.1805(4) 0.32992(18) 0.5876(5) 0.0283(10) Uani 1 1 d . . . . .
N5 N 0.7201(4) 0.4118(2) 0.9649(6) 0.0423(12) Uani 1 1 d . . . . .
C5 C 0.0152(4) 0.5303(2) 0.6959(6) 0.0250(11) Uani 1 1 d . . . . .
H5 H -0.0096 0.5663 0.6308 0.030 Uiso 1 1 calc R U . . .
C7 C 0.2271(4) 0.5360(2) 0.6717(6) 0.0261(11) Uani 1 1 d . . . . .
C6 C 0.1329(4) 0.5072(2) 0.7287(6) 0.0245(11) Uani 1 1 d . . . . .
N6 N 0.6917(4) 0.3600(2) 1.0164(6) 0.0457(12) Uani 1 1 d . . . . .
H6 H 0.7441 0.3302 1.0619 0.055 Uiso 1 1 calc R U . . .
C2 C -0.0278(4) 0.4477(2) 0.8456(6) 0.0254(11) Uani 1 1 d . . . . .
H2 H -0.0817 0.4257 0.8874 0.030 Uiso 1 1 calc R U . . .
C1 C 0.0906(4) 0.4263(2) 0.8731(6) 0.0264(11) Uani 1 1 d . . . . .
H1 H 0.1161 0.3892 0.9330 0.032 Uiso 1 1 calc R U . . .
C3 C -0.0682(4) 0.5013(2) 0.7573(6) 0.0267(11) Uani 1 1 d . . . . .
C16 C 0.1795(4) 0.30307(19) 0.4501(6) 0.0232(11) Uani 1 1 d . . . . .
C17 C 0.0791(4) 0.2633(2) 0.3422(6) 0.0287(11) Uani 1 1 d . . . . .
H17A H 0.0386 0.2413 0.4098 0.034 Uiso 1 1 calc R U . . .
H17B H 0.1149 0.2323 0.2879 0.034 Uiso 1 1 calc R U . . .
C13 C 0.5718(5) 0.3594(3) 0.9893(7) 0.0386(13) Uani 1 1 d . . . . .
N4 N 0.6154(4) 0.4462(2) 0.9086(6) 0.0452(13) Uani 1 1 d . . . . .
C8 C 0.2050(5) 0.5875(2) 0.5727(7) 0.0348(13) Uani 1 1 d . . . . .
H8 H 0.1259 0.6067 0.5395 0.042 Uiso 1 1 calc R U . . .
C12 C 0.4270(5) 0.5298(2) 0.6709(7) 0.0358(13) Uani 1 1 d . . . . .
H12 H 0.5054 0.5099 0.7052 0.043 Uiso 1 1 calc R U . . .
C9 C 0.2974(5) 0.6117(2) 0.5211(7) 0.0373(13) Uani 1 1 d . . . . .
C4 C -0.1939(5) 0.5279(2) 0.7274(7) 0.0343(12) Uani 1 1 d . . . . .
H4A H -0.1852 0.5690 0.7760 0.051 Uiso 1 1 calc R U . . .
H4B H -0.2395 0.5016 0.7783 0.051 Uiso 1 1 calc R U . . .
H4C H -0.2395 0.5305 0.6082 0.051 Uiso 1 1 calc R U . . .
C15 C 0.3990(5) 0.3276(3) 1.0928(7) 0.0384(14) Uani 1 1 d . . . . .
C11 C 0.4098(5) 0.5809(2) 0.5712(7) 0.0388(14) Uani 1 1 d . . . . .
H11 H 0.4751 0.5950 0.5370 0.047 Uiso 1 1 calc R U . . .
C14 C 0.4992(5) 0.3095(2) 1.0303(7) 0.0351(13) Uani 1 1 d . . . . .
H14A H 0.5581 0.2828 1.1144 0.042 Uiso 1 1 calc R U . . .
H14B H 0.4614 0.2843 0.9298 0.042 Uiso 1 1 calc R U . . .
C18 C -0.0154(5) 0.3011(2) 0.2132(7) 0.0343(13) Uani 1 1 d . . . . .
C10 C 0.2737(6) 0.6678(3) 0.4116(8) 0.0606(19) Uani 1 1 d . . . . .
H10A H 0.1968 0.6622 0.3169 0.091 Uiso 1 1 calc R U . . .
H10B H 0.3431 0.6737 0.3723 0.091 Uiso 1 1 calc R U . . .
H10C H 0.2659 0.7039 0.4748 0.091 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 O1 1.995(4) . ?
Cu1 N1 1.996(4) . ?
Cu1 N2 2.014(4) . ?
Cu1 N3 1.953(4) . ?
Cu1 N8 2.314(4) . ?
O2 C15 1.248(6) . ?
O1 C15 1.235(6) . ?
N1 C6 1.350(6) . ?
N1 C1 1.337(6) . ?
N10 H10 0.8800 . ?
N10 N9 1.336(5) . ?
N10 C16 1.340(6) . ?
O4 C18 1.311(6) . ?
N2 C7 1.355(6) . ?
N2 C12 1.344(6) . ?
O3 C18 1.202(6) . ?
N9 N8 1.304(5) . ?
N3 C13 1.364(7) . ?
N3 N4 1.302(6) . ?
N8 N7 1.358(5) . ?
N7 C16 1.321(6) . ?
N5 N6 1.298(6) . ?
N5 N4 1.356(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.377(6) . ?
C5 C3 1.400(6) . ?
C7 C6 1.479(6) . ?
C7 C8 1.381(7) . ?
N6 H6 0.8800 . ?
N6 C13 1.316(7) . ?
C2 H2 0.9500 . ?
C2 C1 1.380(6) . ?
C2 C3 1.384(6) . ?
C1 H1 0.9500 . ?
C3 C4 1.494(7) . ?
C16 C17 1.484(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.502(7) . ?
C13 C14 1.488(7) . ?
C8 H8 0.9500 . ?
C8 C9 1.393(7) . ?
C12 H12 0.9500 . ?
C12 C11 1.381(7) . ?
C9 C11 1.384(8) . ?
C9 C10 1.513(7) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C15 C14 1.488(8) . ?
C11 H11 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 89.28(15) . . ?
O1 Cu1 N2 163.22(16) . . ?
O1 Cu1 N8 97.51(15) . . ?
N1 Cu1 N2 81.04(15) . . ?
N1 Cu1 N8 92.39(15) . . ?
N2 Cu1 N8 96.56(15) . . ?
N3 Cu1 O1 89.90(17) . . ?
N3 Cu1 N1 173.98(17) . . ?
N3 Cu1 N2 98.29(17) . . ?
N3 Cu1 N8 93.63(15) . . ?
C15 O1 Cu1 130.5(4) . . ?
C6 N1 Cu1 115.2(3) . . ?
C1 N1 Cu1 126.3(3) . . ?
C1 N1 C6 118.6(4) . . ?
N9 N10 H10 125.7 . . ?
N9 N10 C16 108.7(4) . . ?
C16 N10 H10 125.7 . . ?
C7 N2 Cu1 114.6(3) . . ?
C12 N2 Cu1 127.9(3) . . ?
C12 N2 C7 117.5(4) . . ?
N8 N9 N10 106.5(4) . . ?
C13 N3 Cu1 120.9(3) . . ?
N4 N3 Cu1 132.4(4) . . ?
N4 N3 C13 106.7(4) . . ?
N9 N8 Cu1 122.2(3) . . ?
N9 N8 N7 110.6(4) . . ?
N7 N8 Cu1 126.6(3) . . ?
C16 N7 N8 105.7(4) . . ?
N6 N5 N4 107.8(4) . . ?
C6 C5 H5 119.6 . . ?
C6 C5 C3 120.8(4) . . ?
C3 C5 H5 119.6 . . ?
N2 C7 C6 114.4(4) . . ?
N2 C7 C8 121.9(4) . . ?
C8 C7 C6 123.7(5) . . ?
N1 C6 C5 121.2(4) . . ?
N1 C6 C7 114.8(4) . . ?
C5 C6 C7 124.0(4) . . ?
N5 N6 H6 125.6 . . ?
N5 N6 C13 108.8(5) . . ?
C13 N6 H6 125.6 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.1(4) . . ?
C3 C2 H2 120.0 . . ?
N1 C1 C2 122.6(4) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C5 C3 C4 120.7(4) . . ?
C2 C3 C5 116.6(4) . . ?
C2 C3 C4 122.7(4) . . ?
N10 C16 C17 125.6(4) . . ?
N7 C16 N10 108.6(4) . . ?
N7 C16 C17 125.8(4) . . ?
C16 C17 H17A 109.6 . . ?
C16 C17 H17B 109.6 . . ?
C16 C17 C18 110.3(4) . . ?
H17A C17 H17B 108.1 . . ?
C18 C17 H17A 109.6 . . ?
C18 C17 H17B 109.6 . . ?
N3 C13 C14 124.6(5) . . ?
N6 C13 N3 108.0(5) . . ?
N6 C13 C14 127.3(5) . . ?
N3 N4 N5 108.6(4) . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.7(5) . . ?
C9 C8 H8 119.6 . . ?
N2 C12 H12 118.4 . . ?
N2 C12 C11 123.1(5) . . ?
C11 C12 H12 118.4 . . ?
C8 C9 C10 121.1(5) . . ?
C11 C9 C8 116.8(5) . . ?
C11 C9 C10 122.1(5) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O2 C15 C14 117.0(5) . . ?
O1 C15 O2 124.7(5) . . ?
O1 C15 C14 118.3(5) . . ?
C12 C11 C9 120.0(5) . . ?
C12 C11 H11 120.0 . . ?
C9 C11 H11 120.0 . . ?
C13 C14 C15 117.6(5) . . ?
C13 C14 H14A 107.9 . . ?
C13 C14 H14B 107.9 . . ?
C15 C14 H14A 107.9 . . ?
C15 C14 H14B 107.9 . . ?
H14A C14 H14B 107.2 . . ?
O4 C18 C17 113.0(5) . . ?
O3 C18 O4 124.1(5) . . ?
O3 C18 C17 123.0(5) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 C15 O2 -177.0(4) . . . . ?
Cu1 O1 C15 C14 3.4(7) . . . . ?
Cu1 N1 C6 C5 -177.8(4) . . . . ?
Cu1 N1 C6 C7 1.6(5) . . . . ?
Cu1 N1 C1 C2 176.9(4) . . . . ?
Cu1 N2 C7 C6 0.2(5) . . . . ?
Cu1 N2 C7 C8 -178.5(4) . . . . ?
Cu1 N2 C12 C11 177.9(4) . . . . ?
Cu1 N3 C13 N6 -179.9(3) . . . . ?
Cu1 N3 C13 C14 -1.4(7) . . . . ?
Cu1 N3 N4 N5 -178.9(4) . . . . ?
Cu1 N8 N7 C16 171.3(3) . . . . ?
O2 C15 C14 C13 -144.3(5) . . . . ?
O1 C15 C14 C13 35.4(7) . . . . ?
N10 N9 N8 Cu1 -171.2(3) . . . . ?
N10 N9 N8 N7 0.3(5) . . . . ?
N10 C16 C17 C18 -88.5(6) . . . . ?
N2 C7 C6 N1 -1.2(6) . . . . ?
N2 C7 C6 C5 178.2(4) . . . . ?
N2 C7 C8 C9 -0.4(7) . . . . ?
N2 C12 C11 C9 1.1(8) . . . . ?
N9 N10 C16 N7 1.0(5) . . . . ?
N9 N10 C16 C17 179.5(4) . . . . ?
N9 N8 N7 C16 0.3(5) . . . . ?
N3 C13 C14 C15 -37.0(8) . . . . ?
N8 N7 C16 N10 -0.8(5) . . . . ?
N8 N7 C16 C17 -179.3(4) . . . . ?
N7 C16 C17 C18 89.8(6) . . . . ?
N5 N6 C13 N3 -0.9(6) . . . . ?
N5 N6 C13 C14 -179.3(5) . . . . ?
C7 N2 C12 C11 -0.3(8) . . . . ?
C7 C8 C9 C11 1.2(8) . . . . ?
C7 C8 C9 C10 179.5(5) . . . . ?
C6 N1 C1 C2 -2.4(7) . . . . ?
C6 C5 C3 C2 -2.5(7) . . . . ?
C6 C5 C3 C4 177.5(5) . . . . ?
C6 C7 C8 C9 -178.9(5) . . . . ?
N6 N5 N4 N3 -2.9(6) . . . . ?
N6 C13 C14 C15 141.2(6) . . . . ?
C1 N1 C6 C5 1.6(7) . . . . ?
C1 N1 C6 C7 -179.0(4) . . . . ?
C1 C2 C3 C5 1.7(7) . . . . ?
C1 C2 C3 C4 -178.2(5) . . . . ?
C3 C5 C6 N1 0.9(7) . . . . ?
C3 C5 C6 C7 -178.5(4) . . . . ?
C3 C2 C1 N1 0.7(7) . . . . ?
C16 N10 N9 N8 -0.8(5) . . . . ?
C16 C17 C18 O4 -120.2(5) . . . . ?
C16 C17 C18 O3 59.2(7) . . . . ?
C13 N3 N4 N5 2.3(6) . . . . ?
N4 N3 C13 N6 -0.9(6) . . . . ?
N4 N3 C13 C14 177.6(5) . . . . ?
N4 N5 N6 C13 2.3(6) . . . . ?
C8 C7 C6 N1 177.4(4) . . . . ?
C8 C7 C6 C5 -3.2(7) . . . . ?
C8 C9 C11 C12 -1.5(8) . . . . ?
C12 N2 C7 C6 178.5(4) . . . . ?
C12 N2 C7 C8 -0.1(7) . . . . ?
C10 C9 C11 C12 -179.8(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_tza-31_1
_database_code_depnum_ccdc_archive 'CCDC 2221809'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2023-01-17 deposited with the CCDC.	2023-04-20 downloaded from the CCDC.
;
_audit_creation_date             2022-10-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H10 Cu N6 O2'
_chemical_formula_sum            'C13 H10 Cu N6 O2'
_chemical_formula_weight         345.81
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   8.6431(2)
_cell_length_b                   16.2056(3)
_cell_length_c                   18.2899(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2561.80(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9985
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      34.76
_cell_measurement_theta_min      2.75
_shelx_estimated_absorpt_T_max   0.934
_shelx_estimated_absorpt_T_min   0.724
_exptl_absorpt_coefficient_mu    1.723
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_correction_T_min  0.6431
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1067 before and 0.0609 after correction.
The Ratio of minimum to maximum transmission is 0.8610.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.793
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0645
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            37498
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.981
_diffrn_reflns_theta_min         2.227
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4680
_reflns_number_total             5634
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.479
_refine_diff_density_min         -1.445
_refine_diff_density_rms         0.190
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         5634
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0929
_refine_ls_restrained_S_all      1.161
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0185P)²+30.6158P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1869
_refine_ls_wR_factor_ref         0.1932
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C4(H4), C7(H7), C11(H11), C5(H5), C12(H12), C10(H10), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.59502(6) 0.38287(3) 0.50379(2) 0.01137(11) Uani 1 1 d . . . . .
O2 O 0.7784(4) 0.3622(3) 0.29985(19) 0.0283(8) Uani 1 1 d . . . . .
N5 N 0.7067(4) 0.4883(2) 0.53058(19) 0.0132(6) Uani 1 1 d . . . . .
N3 N 0.2824(4) 0.2018(2) 0.4567(2) 0.0161(6) Uani 1 1 d . . . . .
O1 O 0.6760(5) 0.3965(3) 0.4048(2) 0.0330(9) Uani 1 1 d . . . . .
N6 N 0.5185(4) 0.3979(2) 0.60768(18) 0.0124(5) Uani 1 1 d . . . . .
N1 N 0.4519(5) 0.2976(2) 0.4678(3) 0.0226(8) Uani 1 1 d . . . . .
C8 C 0.6971(5) 0.5098(2) 0.6017(2) 0.0143(6) Uani 1 1 d . . . . .
C13 C 0.4200(5) 0.3478(3) 0.6436(2) 0.0169(7) Uani 1 1 d . . . . .
H13 H 0.3717 0.3042 0.6174 0.020 Uiso 1 1 calc R U . . .
C9 C 0.5872(5) 0.4594(2) 0.6451(2) 0.0137(6) Uani 1 1 d . . . . .
N4 N 0.3438(5) 0.2092(3) 0.3909(2) 0.0238(8) Uani 1 1 d . . . . .
N2 N 0.3479(5) 0.2559(3) 0.5030(3) 0.0235(7) Uani 1 1 d . . . . .
C4 C 0.8015(5) 0.5310(3) 0.4866(2) 0.0161(7) Uani 1 1 d . . . . .
H4 H 0.8053 0.5174 0.4361 0.019 Uiso 1 1 calc R U . . .
C7 C 0.7859(5) 0.5729(3) 0.6313(2) 0.0188(7) Uani 1 1 d . . . . .
H7 H 0.7773 0.5872 0.6815 0.023 Uiso 1 1 calc R U . . .
C11 C 0.4570(6) 0.4217(3) 0.7550(3) 0.0209(8) Uani 1 1 d . . . . .
H11 H 0.4354 0.4300 0.8054 0.025 Uiso 1 1 calc R U . . .
C5 C 0.8946(5) 0.5948(3) 0.5128(3) 0.0212(8) Uani 1 1 d . . . . .
H5 H 0.9615 0.6240 0.4806 0.025 Uiso 1 1 calc R U . . .
C12 C 0.3862(6) 0.3575(3) 0.7175(2) 0.0211(8) Uani 1 1 d . . . . .
H12 H 0.3166 0.3211 0.7416 0.025 Uiso 1 1 calc R U . . .
C10 C 0.5589(5) 0.4735(3) 0.7192(2) 0.0180(7) Uani 1 1 d . . . . .
H10 H 0.6084 0.5175 0.7443 0.022 Uiso 1 1 calc R U . . .
C6 C 0.8880(5) 0.6148(3) 0.5855(3) 0.0229(8) Uani 1 1 d . . . . .
H6 H 0.9527 0.6570 0.6046 0.027 Uiso 1 1 calc R U . . .
C1 C 0.4489(5) 0.2677(3) 0.3956(3) 0.0226(9) Uani 1 1 d . . . . .
C2 C 0.5485(7) 0.2960(3) 0.3354(3) 0.0291(11) Uani 1 1 d . . . . .
H2A H 0.4798 0.3216 0.2985 0.035 Uiso 1 1 calc R U . . .
H2B H 0.5931 0.2460 0.3124 0.035 Uiso 1 1 calc R U . . .
C3 C 0.6786(6) 0.3544(3) 0.3477(3) 0.0247(9) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N5 2.022(3) . ?
Cu1 N3 2.242(4) 4_556 ?
Cu1 O1 1.954(4) . ?
Cu1 N6 2.027(3) . ?
Cu1 N1 1.968(4) . ?
O2 C3 1.236(6) . ?
N5 C8 1.349(5) . ?
N5 C4 1.340(5) . ?
N3 Cu1 2.242(4) 4_456 ?
N3 N4 1.320(6) . ?
N3 N2 1.344(6) . ?
O1 C3 1.247(6) . ?
N6 C13 1.346(5) . ?
N6 C9 1.347(5) . ?
N1 N2 1.295(6) . ?
N1 C1 1.407(7) . ?
C8 C9 1.482(6) . ?
C8 C7 1.389(6) . ?
C13 H13 0.9500 . ?
C13 C12 1.391(6) . ?
C9 C10 1.396(6) . ?
N4 C1 1.316(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.396(6) . ?
C7 H7 0.9500 . ?
C7 C6 1.394(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.389(7) . ?
C11 C10 1.383(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.370(7) . ?
C12 H12 0.9500 . ?
C10 H10 0.9500 . ?
C6 H6 0.9500 . ?
C1 C2 1.471(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.487(8) . ?

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
N5 Cu1 N3 95.36(14) . 4_556 ?
N5 Cu1 N6 80.06(14) . . ?
O1 Cu1 N5 87.61(16) . . ?
O1 Cu1 N3 96.24(17) . 4_556 ?
O1 Cu1 N6 166.50(16) . . ?
O1 Cu1 N1 89.70(19) . . ?
N6 Cu1 N3 90.40(14) . 4_556 ?
N1 Cu1 N5 166.98(15) . . ?
N1 Cu1 N3 97.59(15) . 4_556 ?
N1 Cu1 N6 101.08(17) . . ?
C8 N5 Cu1 115.0(3) . . ?
C4 N5 Cu1 125.6(3) . . ?
C4 N5 C8 118.9(4) . . ?
N4 N3 Cu1 129.7(3) . 4_456 ?
N4 N3 N2 110.2(4) . . ?
N2 N3 Cu1 120.0(3) . 4_456 ?
C3 O1 Cu1 136.1(4) . . ?
C13 N6 Cu1 126.3(3) . . ?
C13 N6 C9 118.5(3) . . ?
C9 N6 Cu1 114.9(3) . . ?
N2 N1 Cu1 129.5(4) . . ?
N2 N1 C1 105.9(4) . . ?
C1 N1 Cu1 124.5(3) . . ?
N5 C8 C9 114.4(3) . . ?
N5 C8 C7 122.1(4) . . ?
C7 C8 C9 123.5(4) . . ?
N6 C13 H13 118.7 . . ?
N6 C13 C12 122.6(4) . . ?
C12 C13 H13 118.7 . . ?
N6 C9 C8 114.7(3) . . ?
N6 C9 C10 122.5(4) . . ?
C10 C9 C8 122.8(4) . . ?
C1 N4 N3 106.5(4) . . ?
N1 N2 N3 108.7(4) . . ?
N5 C4 H4 119.0 . . ?
N5 C4 C5 122.0(4) . . ?
C5 C4 H4 119.0 . . ?
C8 C7 H7 120.8 . . ?
C8 C7 C6 118.4(4) . . ?
C6 C7 H7 120.8 . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.1(4) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 119.0(4) . . ?
C6 C5 H5 120.5 . . ?
C13 C12 H12 120.9 . . ?
C11 C12 C13 118.2(4) . . ?
C11 C12 H12 120.9 . . ?
C9 C10 H10 120.9 . . ?
C11 C10 C9 118.2(4) . . ?
C11 C10 H10 120.9 . . ?
C7 C6 H6 120.2 . . ?
C5 C6 C7 119.6(4) . . ?
C5 C6 H6 120.2 . . ?
N1 C1 C2 125.8(4) . . ?
N4 C1 N1 108.8(4) . . ?
N4 C1 C2 125.4(5) . . ?
C1 C2 H2A 106.9 . . ?
C1 C2 H2B 106.9 . . ?
C1 C2 C3 121.8(5) . . ?
H2A C2 H2B 106.7 . . ?
C3 C2 H2A 106.9 . . ?
C3 C2 H2B 106.9 . . ?
O2 C3 O1 123.3(5) . . ?
O2 C3 C2 119.1(5) . . ?
O1 C3 C2 117.5(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N5 C8 C9 -8.8(4) . . . . ?
Cu1 N5 C8 C7 170.0(3) . . . . ?
Cu1 N5 C4 C5 -168.7(3) . . . . ?
Cu1 N3 N4 C1 179.6(3) 4_456 . . . ?
Cu1 N3 N2 N1 -179.9(3) 4_456 . . . ?
Cu1 O1 C3 O2 -154.4(4) . . . . ?
Cu1 O1 C3 C2 29.6(8) . . . . ?
Cu1 N6 C13 C12 172.8(3) . . . . ?
Cu1 N6 C9 C8 4.9(4) . . . . ?
Cu1 N6 C9 C10 -174.0(3) . . . . ?
Cu1 N1 N2 N3 -177.3(3) . . . . ?
Cu1 N1 C1 N4 177.7(3) . . . . ?
Cu1 N1 C1 C2 -1.4(7) . . . . ?
N5 C8 C9 N6 2.5(5) . . . . ?
N5 C8 C9 C10 -178.6(4) . . . . ?
N5 C8 C7 C6 -0.1(6) . . . . ?
N5 C4 C5 C6 -0.5(7) . . . . ?
N3 N4 C1 N1 -0.1(5) . . . . ?
N3 N4 C1 C2 179.0(5) . . . . ?
N6 C13 C12 C11 0.3(7) . . . . ?
N6 C9 C10 C11 0.4(6) . . . . ?
N1 C1 C2 C3 7.3(8) . . . . ?
C8 N5 C4 C5 2.5(6) . . . . ?
C8 C9 C10 C11 -178.4(4) . . . . ?
C8 C7 C6 C5 2.1(7) . . . . ?
C13 N6 C9 C8 178.3(4) . . . . ?
C13 N6 C9 C10 -0.6(6) . . . . ?
C9 N6 C13 C12 0.3(6) . . . . ?
C9 C8 C7 C6 178.5(4) . . . . ?
N4 N3 N2 N1 -0.6(5) . . . . ?
N4 C1 C2 C3 -171.6(5) . . . . ?
N2 N3 N4 C1 0.4(5) . . . . ?
N2 N1 C1 N4 -0.3(5) . . . . ?
N2 N1 C1 C2 -179.4(5) . . . . ?
C4 N5 C8 C9 179.1(3) . . . . ?
C4 N5 C8 C7 -2.2(6) . . . . ?
C4 C5 C6 C7 -1.8(7) . . . . ?
C7 C8 C9 N6 -176.2(4) . . . . ?
C7 C8 C9 C10 2.7(6) . . . . ?
C12 C11 C10 C9 0.2(7) . . . . ?
C10 C11 C12 C13 -0.5(7) . . . . ?
C1 N1 N2 N3 0.5(5) . . . . ?
C1 C2 C3 O2 164.2(5) . . . . ?
C1 C2 C3 O1 -19.6(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_tza-29
_database_code_depnum_ccdc_archive 'CCDC 2221808'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2023-01-17 deposited with the CCDC.	2023-04-20 downloaded from the CCDC.
;
_audit_creation_date             2022-11-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H34 Cu3 N20 O8, 2(H2 O), 2(C2 H6 O)'
_chemical_formula_sum            'C40 H50 Cu3 N20 O12'
_chemical_formula_weight         1193.60
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 1 2/n 1'
_space_group_name_Hall           '-P 2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'

_cell_length_a                   13.6079(4)
_cell_length_b                   9.0225(2)
_cell_length_c                   19.8301(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.8720(10)
_cell_angle_gamma                90
_cell_volume                     2429.13(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9886
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      30.31
_cell_measurement_theta_min      2.48
_shelx_estimated_absorpt_T_max   0.947
_shelx_estimated_absorpt_T_min   0.830
_exptl_absorpt_coefficient_mu    1.384
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6450
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0634 before and 0.0521 after correction.
The Ratio of minimum to maximum transmission is 0.8645.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1222
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            31733
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.509
_diffrn_reflns_theta_min         2.059
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5370
_reflns_number_total             7411
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.919
_refine_diff_density_min         -0.896
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         7411
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0763
_refine_ls_R_factor_gt           0.0542
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0814P)²+2.6517P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1469
_refine_ls_wR_factor_ref         0.1642
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 H5c-O4
 1.89 with sigma of 0.04
 H5d-O4_$1
 2.02 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uiso(O6) = Uiso(C16) = Uiso(C1A)
Uiso(O7) = Uiso(C6) = Uiso(C1B)
4. Others
 Sof(O7)=Sof(C6)=Sof(H6a)=Sof(H6b)=Sof(C1B)=Sof(H1Ba)=Sof(H1Bb)=Sof(H1Bc)=1-
 FVAR(1)
 Sof(O6)=Sof(C16)=Sof(H16a)=Sof(H16b)=Sof(C1A)=Sof(H1Aa)=Sof(H1Ab)=Sof(H1Ac)=
 FVAR(1)
5.a Free rotating group:
 O5(H5c,H5d), O6(C16,C1A), O7(C6,C1B)
5.b Secondary CH2 refined with riding coordinates:
 C5(H5a,H5b), C2(H2a,H2b), C16(H16a,H16b), C6(H6a,H6b)
5.c Me refined with riding coordinates:
 C1A(H1Aa,H1Ab,H1Ac), C1B(H1Ba,H1Bb,H1Bc)
5.d Aromatic/amide H refined with riding coordinates:
 C11(H11), C14(H14), C19(H19), C18(H18), C8(H8), C7(H7)
5.e Idealised Me refined as rotating group:
 C10(H10a,H10b,H10c), C17(H17a,H17b,H17c)
5.f Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.7500 0.83876(5) 0.2500 0.02168(13) Uani 1 2 d S T P . .
Cu2 Cu 0.63071(3) 0.34758(4) 0.43292(2) 0.02400(11) Uani 1 1 d . . . . .
O3 O 0.77421(17) 0.3737(3) 0.44442(12) 0.0361(5) Uani 1 1 d . . . . .
O1 O 0.88280(18) 0.8362(2) 0.33657(11) 0.0305(5) Uani 1 1 d . . . . .
O4 O 0.92700(17) 0.4136(3) 0.42050(13) 0.0397(6) Uani 1 1 d D . . . .
N4 N 0.83094(19) 1.0040(3) 0.21460(12) 0.0247(5) Uani 1 1 d . . . . .
N8 N 0.62771(18) 0.5157(3) 0.36896(12) 0.0240(5) Uani 1 1 d . . . . .
N5 N 0.67806(18) 0.6875(3) 0.30254(13) 0.0235(5) Uani 1 1 d . . . . .
N10 N 0.64188(19) 0.2143(3) 0.51385(13) 0.0272(5) Uani 1 1 d . . . . .
N6 N 0.58104(19) 0.7100(3) 0.31149(14) 0.0270(5) Uani 1 1 d . . . . .
N3 N 0.8202(2) 1.0567(3) 0.15113(13) 0.0270(5) Uani 1 1 d . . . . .
N7 N 0.55091(19) 0.6081(3) 0.35114(14) 0.0279(5) Uani 1 1 d . . . . .
N9 N 0.48633(19) 0.3319(3) 0.45141(13) 0.0271(5) Uani 1 1 d . . . . .
O5 O 0.9568(2) 0.3222(4) 0.55318(19) 0.0685(11) Uani 1 1 d G . . . .
H5C H 0.9350 0.3309 0.5111 0.103 Uiso 1 1 d DG U . . .
H5D H 0.9977 0.3940 0.5638 0.103 Uiso 1 1 d DG U . . .
N2 N 0.8681(2) 1.1835(3) 0.15012(14) 0.0292(5) Uani 1 1 d . . . . .
N1 N 0.9106(2) 1.2151(3) 0.21190(14) 0.0327(6) Uani 1 1 d . . . . .
O2 O 1.0103(2) 0.9350(4) 0.39642(18) 0.0676(11) Uani 1 1 d . . . . .
H2 H 1.0242 0.8460 0.4051 0.101 Uiso 1 1 calc R U . . .
C21 C 0.8372(2) 0.4241(3) 0.40665(16) 0.0261(6) Uani 1 1 d . . . . .
C4 C 0.7041(2) 0.5671(3) 0.33754(14) 0.0223(5) Uani 1 1 d . . . . .
C1 C 0.8867(2) 1.1021(3) 0.25041(15) 0.0267(6) Uani 1 1 d . . . . .
C11 C 0.3721(2) 0.2038(4) 0.51742(15) 0.0289(6) Uani 1 1 d . . . . .
H11 H 0.3612 0.1353 0.5525 0.035 Uiso 1 1 calc R U . . .
C13 C 0.5560(2) 0.1740(3) 0.53863(15) 0.0262(6) Uani 1 1 d . . . . .
C3 C 0.9355(3) 0.9411(4) 0.35145(17) 0.0338(7) Uani 1 1 d . . . . .
C14 C 0.5528(2) 0.0845(4) 0.59501(16) 0.0318(7) Uani 1 1 d . . . . .
H14 H 0.4911 0.0574 0.6111 0.038 Uiso 1 1 calc R U . . .
C12 C 0.4674(2) 0.2369(3) 0.50176(14) 0.0247(6) Uani 1 1 d . . . . .
C19 C 0.7258(3) 0.1661(4) 0.54501(19) 0.0364(7) Uani 1 1 d . . . . .
H19 H 0.7864 0.1941 0.5276 0.044 Uiso 1 1 calc R U . . .
C9 C 0.2921(2) 0.2707(4) 0.48175(17) 0.0330(7) Uani 1 1 d . . . . .
C5 C 0.8041(2) 0.4982(3) 0.34031(16) 0.0277(6) Uani 1 1 d . . . . .
H5A H 0.8526 0.5760 0.3308 0.033 Uiso 1 1 calc R U . . .
H5B H 0.8052 0.4235 0.3038 0.033 Uiso 1 1 calc R U . . .
C10 C 0.1882(3) 0.2375(5) 0.4975(2) 0.0455(9) Uani 1 1 d . . . . .
H10A H 0.1636 0.1528 0.4704 0.068 Uiso 1 1 calc R U . . .
H10B H 0.1466 0.3242 0.4869 0.068 Uiso 1 1 calc R U . . .
H10C H 0.1863 0.2136 0.5457 0.068 Uiso 1 1 calc R U . . .
C2 C 0.9182(3) 1.0950(4) 0.32397(17) 0.0392(8) Uani 1 1 d . . . . .
H2A H 0.8672 1.1434 0.3497 0.047 Uiso 1 1 calc R U . . .
H2B H 0.9798 1.1527 0.3320 0.047 Uiso 1 1 calc R U . . .
C18 C 0.7277(3) 0.0769(4) 0.60181(19) 0.0414(8) Uani 1 1 d . . . . .
H18 H 0.7888 0.0449 0.6228 0.050 Uiso 1 1 calc R U . . .
C15 C 0.6396(3) 0.0343(4) 0.62809(17) 0.0380(8) Uani 1 1 d . . . . .
C8 C 0.3131(3) 0.3700(4) 0.4310(2) 0.0423(8) Uani 1 1 d . . . . .
H8 H 0.2609 0.4194 0.4059 0.051 Uiso 1 1 calc R U . . .
C7 C 0.4096(3) 0.3968(4) 0.41718(19) 0.0391(8) Uani 1 1 d . . . . .
H7 H 0.4222 0.4642 0.3819 0.047 Uiso 1 1 calc R U . . .
C17 C 0.6376(3) -0.0618(6) 0.6902(2) 0.0636(14) Uani 1 1 d . . . . .
H17A H 0.6368 0.0011 0.7304 0.095 Uiso 1 1 calc R U . . .
H17B H 0.6963 -0.1251 0.6937 0.095 Uiso 1 1 calc R U . . .
H17C H 0.5784 -0.1240 0.6868 0.095 Uiso 1 1 calc R U . . .
O6 O 0.3921(13) 0.7606(19) 0.2293(9) 0.114(5) Uiso 0.292(8) 1 d G . P A -1
C16 C 0.344(2) 0.621(2) 0.2206(12) 0.114(5) Uiso 0.292(8) 1 d G . P A -1
H16A H 0.3927 0.5408 0.2178 0.136 Uiso 0.292(8) 1 calc R U P A -1
H16B H 0.3004 0.6213 0.1784 0.136 Uiso 0.292(8) 1 calc R U P A -1
C1A C 0.2834(17) 0.598(3) 0.2809(11) 0.114(5) Uiso 0.292(8) 1 d G . P A -1
H1AA H 0.2489 0.5027 0.2764 0.170 Uiso 0.292(8) 1 calc R U P A -1
H1AB H 0.3269 0.5979 0.3223 0.170 Uiso 0.292(8) 1 calc R U P A -1
H1AC H 0.2351 0.6781 0.2830 0.170 Uiso 0.292(8) 1 calc R U P A -1
O7 O 0.9074(10) 0.6140(13) 0.6548(7) 0.197(4) Uiso 0.708(8) 1 d G . P A 2
C6 C 0.8979(13) 0.5622(16) 0.7219(6) 0.197(4) Uiso 0.708(8) 1 d G . P A 2
H6A H 0.8423 0.6127 0.7421 0.236 Uiso 0.708(8) 1 calc R U P A 2
H6B H 0.9589 0.5827 0.7504 0.236 Uiso 0.708(8) 1 calc R U P A 2
C1B C 0.8793(14) 0.3973(15) 0.7179(9) 0.197(4) Uiso 0.708(8) 1 d G . P A 2
H1BA H 0.8723 0.3580 0.7634 0.295 Uiso 0.708(8) 1 calc R U P A 2
H1BB H 0.8186 0.3784 0.6896 0.295 Uiso 0.708(8) 1 calc R U P A 2
H1BC H 0.9347 0.3484 0.6979 0.295 Uiso 0.708(8) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 2.407(2) . ?
Cu1 O1 2.407(2) 2_655 ?
Cu1 N4 2.008(2) 2_655 ?
Cu1 N4 2.008(2) . ?
Cu1 N5 2.011(2) 2_655 ?
Cu1 N5 2.011(2) . ?
Cu2 O3 1.965(2) . ?
Cu2 N8 1.976(2) . ?
Cu2 N10 2.003(3) . ?
Cu2 N9 2.028(3) . ?
Cu2 N2 2.215(3) 2_645 ?
O3 C21 1.261(4) . ?
O1 C3 1.211(4) . ?
O4 C21 1.237(4) . ?
N4 N3 1.344(3) . ?
N4 C1 1.338(4) . ?
N8 N7 1.364(3) . ?
N8 C4 1.331(4) . ?
N5 N6 1.359(3) . ?
N5 C4 1.325(4) . ?
N10 C13 1.347(4) . ?
N10 C19 1.334(4) . ?
N6 N7 1.295(3) . ?
N3 N2 1.317(3) . ?
N9 C12 1.354(4) . ?
N9 C7 1.341(4) . ?
O5 H5C 0.8696 . ?
O5 H5D 0.8703 . ?
N2 Cu2 2.215(3) 2_665 ?
N2 N1 1.350(4) . ?
N1 C1 1.328(4) . ?
O2 H2 0.8400 . ?
O2 C3 1.309(4) . ?
C21 C5 1.517(4) . ?
C4 C5 1.493(4) . ?
C1 C2 1.494(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.386(4) . ?
C11 C9 1.395(5) . ?
C13 C14 1.382(4) . ?
C13 C12 1.481(4) . ?
C3 C2 1.505(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.388(5) . ?
C19 H19 0.9500 . ?
C19 C18 1.383(5) . ?
C9 C10 1.499(5) . ?
C9 C8 1.391(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C18 H18 0.9500 . ?
C18 C15 1.392(5) . ?
C15 C17 1.508(5) . ?
C8 H8 0.9500 . ?
C8 C7 1.382(5) . ?
C7 H7 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
O6 C16 1.4247 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C1A 1.5099 . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
O7 C6 1.4250 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C1B 1.5102 . ?
C1B H1BA 0.9800 . ?
C1B H1BB 0.9800 . ?
C1B H1BC 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 178.90(10) 2_655 . ?
N4 Cu1 O1 81.56(9) 2_655 2_655 ?
N4 Cu1 O1 99.26(9) 2_655 . ?
N4 Cu1 O1 81.56(9) . . ?
N4 Cu1 O1 99.26(9) . 2_655 ?
N4 Cu1 N4 84.13(14) 2_655 . ?
N4 Cu1 N5 169.28(10) . . ?
N4 Cu1 N5 169.28(10) 2_655 2_655 ?
N4 Cu1 N5 91.43(10) . 2_655 ?
N4 Cu1 N5 91.43(10) 2_655 . ?
N5 Cu1 O1 89.70(9) . 2_655 ?
N5 Cu1 O1 89.70(9) 2_655 . ?
N5 Cu1 O1 89.56(9) 2_655 2_655 ?
N5 Cu1 O1 89.56(9) . . ?
N5 Cu1 N5 94.53(14) 2_655 . ?
O3 Cu2 N8 87.69(10) . . ?
O3 Cu2 N10 87.60(10) . . ?
O3 Cu2 N9 162.72(11) . . ?
O3 Cu2 N2 96.26(11) . 2_645 ?
N8 Cu2 N10 166.51(10) . . ?
N8 Cu2 N9 101.04(10) . . ?
N8 Cu2 N2 92.11(10) . 2_645 ?
N10 Cu2 N9 80.52(10) . . ?
N10 Cu2 N2 100.97(10) . 2_645 ?
N9 Cu2 N2 98.26(10) . 2_645 ?
C21 O3 Cu2 133.2(2) . . ?
C3 O1 Cu1 124.7(2) . . ?
N3 N4 Cu1 124.24(19) . . ?
C1 N4 Cu1 127.6(2) . . ?
C1 N4 N3 106.5(2) . . ?
N7 N8 Cu2 128.11(19) . . ?
C4 N8 Cu2 125.8(2) . . ?
C4 N8 N7 106.0(2) . . ?
N6 N5 Cu1 118.52(18) . . ?
C4 N5 Cu1 134.9(2) . . ?
C4 N5 N6 106.4(2) . . ?
C13 N10 Cu2 115.7(2) . . ?
C19 N10 Cu2 125.7(2) . . ?
C19 N10 C13 118.6(3) . . ?
N7 N6 N5 108.9(2) . . ?
N2 N3 N4 107.4(2) . . ?
N6 N7 N8 108.8(2) . . ?
C12 N9 Cu2 114.4(2) . . ?
C7 N9 Cu2 127.5(2) . . ?
C7 N9 C12 118.0(3) . . ?
H5C O5 H5D 109.7 . . ?
N3 N2 Cu2 128.3(2) . 2_665 ?
N3 N2 N1 110.6(2) . . ?
N1 N2 Cu2 120.60(19) . 2_665 ?
C1 N1 N2 104.6(2) . . ?
C3 O2 H2 109.5 . . ?
O3 C21 C5 120.0(3) . . ?
O4 C21 O3 122.8(3) . . ?
O4 C21 C5 117.2(3) . . ?
N8 C4 C5 125.2(3) . . ?
N5 C4 N8 109.9(2) . . ?
N5 C4 C5 124.9(3) . . ?
N4 C1 C2 127.3(3) . . ?
N1 C1 N4 110.8(3) . . ?
N1 C1 C2 121.9(3) . . ?
C12 C11 H11 119.9 . . ?
C12 C11 C9 120.2(3) . . ?
C9 C11 H11 119.9 . . ?
N10 C13 C14 121.9(3) . . ?
N10 C13 C12 114.5(3) . . ?
C14 C13 C12 123.6(3) . . ?
O1 C3 O2 123.6(3) . . ?
O1 C3 C2 123.9(3) . . ?
O2 C3 C2 112.4(3) . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0(3) . . ?
C15 C14 H14 120.0 . . ?
N9 C12 C11 122.0(3) . . ?
N9 C12 C13 114.7(3) . . ?
C11 C12 C13 123.4(3) . . ?
N10 C19 H19 118.8 . . ?
N10 C19 C18 122.3(3) . . ?
C18 C19 H19 118.8 . . ?
C11 C9 C10 121.5(3) . . ?
C8 C9 C11 117.0(3) . . ?
C8 C9 C10 121.5(3) . . ?
C21 C5 H5A 108.4 . . ?
C21 C5 H5B 108.4 . . ?
C4 C5 C21 115.6(2) . . ?
C4 C5 H5A 108.4 . . ?
C4 C5 H5B 108.4 . . ?
H5A C5 H5B 107.4 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C1 C2 C3 114.9(3) . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
C3 C2 H2A 108.6 . . ?
C3 C2 H2B 108.6 . . ?
H2A C2 H2B 107.5 . . ?
C19 C18 H18 120.1 . . ?
C19 C18 C15 119.8(3) . . ?
C15 C18 H18 120.1 . . ?
C14 C15 C18 117.3(3) . . ?
C14 C15 C17 120.8(3) . . ?
C18 C15 C17 121.9(3) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 C9 120.1(3) . . ?
C7 C8 H8 120.0 . . ?
N9 C7 C8 122.7(3) . . ?
N9 C7 H7 118.6 . . ?
C8 C7 H7 118.6 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O6 C16 H16A 110.2 . . ?
O6 C16 H16B 110.2 . . ?
O6 C16 C1A 107.4 . . ?
H16A C16 H16B 108.5 . . ?
C1A C16 H16A 110.2 . . ?
C1A C16 H16B 110.2 . . ?
C16 C1A H1AA 109.5 . . ?
C16 C1A H1AB 109.5 . . ?
C16 C1A H1AC 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
O7 C6 H6A 110.2 . . ?
O7 C6 H6B 110.2 . . ?
O7 C6 C1B 107.4 . . ?
H6A C6 H6B 108.5 . . ?
C1B C6 H6A 110.2 . . ?
C1B C6 H6B 110.2 . . ?
C6 C1B H1BA 109.5 . . ?
C6 C1B H1BB 109.5 . . ?
C6 C1B H1BC 109.5 . . ?
H1BA C1B H1BB 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 C3 O2 -176.5(3) . . . . ?
Cu1 O1 C3 C2 7.8(5) . . . . ?
Cu1 N4 N3 N2 165.9(2) . . . . ?
Cu1 N4 C1 N1 -165.3(2) . . . . ?
Cu1 N4 C1 C2 13.2(5) . . . . ?
Cu1 N5 N6 N7 -174.52(19) . . . . ?
Cu1 N5 C4 N8 173.1(2) . . . . ?
Cu1 N5 C4 C5 -7.8(5) . . . . ?
Cu2 O3 C21 O4 -170.5(2) . . . . ?
Cu2 O3 C21 C5 8.1(5) . . . . ?
Cu2 N8 N7 N6 175.6(2) . . . . ?
Cu2 N8 C4 N5 -175.13(19) . . . . ?
Cu2 N8 C4 C5 5.8(4) . . . . ?
Cu2 N10 C13 C14 -178.8(2) . . . . ?
Cu2 N10 C13 C12 -0.5(3) . . . . ?
Cu2 N10 C19 C18 178.4(3) . . . . ?
Cu2 N9 C12 C11 -174.7(2) . . . . ?
Cu2 N9 C12 C13 6.0(3) . . . . ?
Cu2 N9 C7 C8 175.1(3) . . . . ?
Cu2 N2 N1 C1 173.0(2) 2_665 . . . ?
O3 C21 C5 C4 26.6(4) . . . . ?
O1 C3 C2 C1 -41.3(5) . . . . ?
O4 C21 C5 C4 -154.8(3) . . . . ?
N4 N3 N2 Cu2 -172.0(2) . . . 2_665 ?
N4 N3 N2 N1 0.3(3) . . . . ?
N4 C1 C2 C3 33.2(5) . . . . ?
N8 C4 C5 C21 -33.8(4) . . . . ?
N5 N6 N7 N8 -0.2(3) . . . . ?
N5 C4 C5 C21 147.3(3) . . . . ?
N10 C13 C14 C15 0.4(5) . . . . ?
N10 C13 C12 N9 -3.7(4) . . . . ?
N10 C13 C12 C11 177.1(3) . . . . ?
N10 C19 C18 C15 0.2(6) . . . . ?
N6 N5 C4 N8 -1.3(3) . . . . ?
N6 N5 C4 C5 177.8(3) . . . . ?
N3 N4 C1 N1 0.5(4) . . . . ?
N3 N4 C1 C2 179.0(3) . . . . ?
N3 N2 N1 C1 0.0(4) . . . . ?
N7 N8 C4 N5 1.1(3) . . . . ?
N7 N8 C4 C5 -178.0(3) . . . . ?
N2 N1 C1 N4 -0.4(4) . . . . ?
N2 N1 C1 C2 -178.9(3) . . . . ?
N1 C1 C2 C3 -148.5(3) . . . . ?
O2 C3 C2 C1 142.6(4) . . . . ?
C4 N8 N7 N6 -0.5(3) . . . . ?
C4 N5 N6 N7 0.9(3) . . . . ?
C1 N4 N3 N2 -0.5(3) . . . . ?
C11 C9 C8 C7 1.0(6) . . . . ?
C13 N10 C19 C18 -0.2(5) . . . . ?
C13 C14 C15 C18 -0.4(5) . . . . ?
C13 C14 C15 C17 179.2(4) . . . . ?
C14 C13 C12 N9 174.6(3) . . . . ?
C14 C13 C12 C11 -4.6(5) . . . . ?
C12 N9 C7 C8 -0.4(5) . . . . ?
C12 C11 C9 C10 -179.9(3) . . . . ?
C12 C11 C9 C8 -0.1(5) . . . . ?
C12 C13 C14 C15 -177.7(3) . . . . ?
C19 N10 C13 C14 -0.1(5) . . . . ?
C19 N10 C13 C12 178.2(3) . . . . ?
C19 C18 C15 C14 0.1(6) . . . . ?
C19 C18 C15 C17 -179.5(4) . . . . ?
C9 C11 C12 N9 -1.1(5) . . . . ?
C9 C11 C12 C13 178.1(3) . . . . ?
C9 C8 C7 N9 -0.8(6) . . . . ?
C10 C9 C8 C7 -179.2(4) . . . . ?
C7 N9 C12 C11 1.3(5) . . . . ?
C7 N9 C12 C13 -177.9(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT430_tza-29              
;
PROBLEM: Short Inter D...A Contact O4 ..O7 . 2.80 Ang.
RESPONSE: solvent molecules show a strong disorder. It was modelled as the disorder
of ethanol molecules over 4 positions. 
;
####################################################################### 
# 
# 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_tza-56
_database_code_depnum_ccdc_archive 'CCDC 2223376'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2023-01-17 deposited with the CCDC.	2023-04-20 downloaded from the CCDC.
;
_audit_creation_date             2023-01-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H18 Cl2 Cu2 N12 O4, C2 H6 O S, 3(H2 O)'
_chemical_formula_sum            'C32 H30 Cl2 Cu2 N12 O8 S'
_chemical_formula_weight         940.72
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   19.0581(7)
_cell_length_b                   9.1854(4)
_cell_length_c                   21.4525(9)
_cell_angle_alpha                90
_cell_angle_beta                 101.2310(10)
_cell_angle_gamma                90
_cell_volume                     3683.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9899
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      27.64
_cell_measurement_theta_min      2.40
_shelx_estimated_absorpt_T_max   0.965
_shelx_estimated_absorpt_T_min   0.894
_exptl_absorpt_coefficient_mu    1.426
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6305
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0917 before and 0.0599 after correction.
The Ratio of minimum to maximum transmission is 0.8455.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1912
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.025
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0626
_diffrn_reflns_av_unetI/netI     0.0675
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            50153
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.324
_diffrn_reflns_theta_min         2.028
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6729
_reflns_number_total             9177
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.343
_refine_diff_density_min         -1.298
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     525
_refine_ls_number_reflns         9177
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1192
_refine_ls_R_factor_gt           0.0899
_refine_ls_restrained_S_all      1.156
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0079P)²+31.7640P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1948
_refine_ls_wR_factor_ref         0.2079
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O6(H6A,H6B), O8(H8A,H8B), O7(H7A,H7B)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C12(H12), C28(H28), C4(H4), C11(H11), C23(H23), C5(H5), C9(H9),
 C27(H27), C26(H26), C6(H6), C19(H19), C21(H21), C20(H20)
2.d Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.33148(4) 0.55512(9) 0.45168(3) 0.02962(19) Uani 1 1 d . . . . .
Cu2 Cu 0.11366(4) 0.05547(10) 0.45925(4) 0.0349(2) Uani 1 1 d . . . . .
S1 S 0.65932(11) -0.3107(2) 0.29191(10) 0.0537(5) Uani 1 1 d . . . . .
Cl1 Cl 0.63254(11) 0.9760(2) 0.48614(12) 0.0614(6) Uani 1 1 d . . . . .
O1 O 0.2807(3) 0.5283(5) 0.3647(2) 0.0390(11) Uani 1 1 d . . . . .
O3 O 0.1107(3) 0.0020(6) 0.3707(2) 0.0441(12) Uani 1 1 d . . . . .
O2 O 0.2033(3) 0.4515(6) 0.2821(2) 0.0418(11) Uani 1 1 d . . . . .
O6 O 0.4688(3) -0.3845(7) 0.2175(3) 0.0543(14) Uani 1 1 d G . . . .
H6A H 0.4367 -0.3268 0.1960 0.081 Uiso 1 1 d G U . . .
H6B H 0.5091 -0.3544 0.2087 0.081 Uiso 1 1 d G U . . .
N5 N 0.3981(3) 0.6901(6) 0.4168(2) 0.0320(12) Uani 1 1 d . . . . .
N6 N 0.4111(3) 0.5652(6) 0.5299(2) 0.0312(11) Uani 1 1 d . . . . .
N12 N 0.0827(3) 0.0952(6) 0.5440(2) 0.0316(11) Uani 1 1 d . . . . .
N1 N 0.2767(3) 0.3958(6) 0.4789(2) 0.0341(12) Uani 1 1 d . . . . .
N7 N 0.1845(3) -0.0990(6) 0.4863(2) 0.0347(12) Uani 1 1 d . . . . .
O8 O 0.2278(3) -0.2770(7) 0.2311(3) 0.0553(15) Uani 1 1 d G . . . .
H8A H 0.2166 -0.3570 0.2485 0.083 Uiso 1 1 d G U . . .
H8B H 0.2063 -0.2088 0.2484 0.083 Uiso 1 1 d G U . . .
O4 O 0.1432(3) -0.0797(7) 0.2839(2) 0.0592(16) Uani 1 1 d . . . . .
N11 N 0.0275(3) 0.1836(7) 0.4283(3) 0.0410(14) Uani 1 1 d . . . . .
N10 N 0.2653(3) -0.2650(6) 0.4814(2) 0.0357(13) Uani 1 1 d . . . . .
N4 N 0.1917(3) 0.2339(6) 0.4752(2) 0.0365(13) Uani 1 1 d . . . . .
O7 O 0.3429(3) -0.2159(8) 0.1752(3) 0.0593(15) Uani 1 1 d G . . . .
H7A H 0.3107 -0.2334 0.1980 0.089 Uiso 1 1 d G U . . .
H7B H 0.3222 -0.2394 0.1367 0.089 Uiso 1 1 d G U . . .
N2 N 0.2649(3) 0.3735(7) 0.5385(3) 0.0455(16) Uani 1 1 d . . . . .
N3 N 0.2142(3) 0.2783(7) 0.5366(3) 0.0472(16) Uani 1 1 d . . . . .
C15 C 0.4571(3) 0.7262(7) 0.4610(3) 0.0294(13) Uani 1 1 d . . . . .
C3 C 0.2357(3) 0.4337(7) 0.3373(3) 0.0313(13) Uani 1 1 d . . . . .
N9 N 0.2570(3) -0.2554(7) 0.5420(3) 0.0427(14) Uani 1 1 d . . . . .
N8 N 0.2092(3) -0.1559(7) 0.5454(3) 0.0443(14) Uani 1 1 d . . . . .
C14 C 0.4632(3) 0.6596(7) 0.5212(3) 0.0300(13) Uani 1 1 d . . . . .
C29 C 0.0290(3) 0.1961(7) 0.5389(3) 0.0358(15) Uani 1 1 d . . . . .
C1 C 0.2310(3) 0.3091(7) 0.4411(3) 0.0285(13) Uani 1 1 d . . . . .
C13 C 0.4166(3) 0.5013(7) 0.5858(3) 0.0330(14) Uani 1 1 d . . . . .
H13 H 0.3791 0.4380 0.5921 0.040 Uiso 1 1 calc R U . . .
C16 C 0.2212(3) -0.1688(8) 0.4491(3) 0.0339(14) Uani 1 1 d . . . . .
C2 C 0.2238(3) 0.2957(7) 0.3717(3) 0.0326(14) Uani 1 1 d . . . . .
H2A H 0.1752 0.2590 0.3538 0.039 Uiso 1 1 calc R U . . .
H2B H 0.2584 0.2217 0.3629 0.039 Uiso 1 1 calc R U . . .
C12 C 0.4747(3) 0.5215(8) 0.6363(3) 0.0363(15) Uani 1 1 d . . . . .
H12 H 0.4771 0.4713 0.6754 0.044 Uiso 1 1 calc R U . . .
C28 C 0.1124(3) 0.0509(8) 0.6023(3) 0.0371(15) Uani 1 1 d . . . . .
H28 H 0.1500 -0.0186 0.6072 0.044 Uiso 1 1 calc R U . . .
C4 C 0.3900(4) 0.7468(8) 0.3589(3) 0.0368(15) Uani 1 1 d . . . . .
H4 H 0.3497 0.7196 0.3276 0.044 Uiso 1 1 calc R U . . .
C7 C 0.5092(3) 0.8243(7) 0.4485(3) 0.0350(14) Uani 1 1 d . . . . .
C10 C 0.5226(3) 0.6907(8) 0.5699(3) 0.0363(15) Uani 1 1 d . . . . .
C30 C -0.0011(3) 0.2424(8) 0.4754(3) 0.0390(16) Uani 1 1 d . . . . .
C8 C 0.5684(3) 0.8538(8) 0.5000(4) 0.0414(17) Uani 1 1 d . . . . .
C18 C 0.1527(4) -0.0691(8) 0.3433(3) 0.0400(16) Uani 1 1 d . . . . .
C25 C 0.0034(4) 0.2525(8) 0.5908(4) 0.0405(16) Uani 1 1 d . . . . .
C11 C 0.5278(4) 0.6160(8) 0.6278(3) 0.0410(16) Uani 1 1 d . . . . .
H11 H 0.5682 0.6308 0.6610 0.049 Uiso 1 1 calc R U . . .
C23 C -0.0843(4) 0.3986(9) 0.5173(5) 0.055(2) Uani 1 1 d . . . . .
H23 H -0.1228 0.4661 0.5105 0.066 Uiso 1 1 calc R U . . .
C5 C 0.4400(4) 0.8467(8) 0.3426(4) 0.0444(17) Uani 1 1 d . . . . .
H5 H 0.4329 0.8865 0.3009 0.053 Uiso 1 1 calc R U . . .
C24 C -0.0546(4) 0.3565(8) 0.5770(4) 0.0465(19) Uani 1 1 d . . . . .
C9 C 0.5746(4) 0.7908(8) 0.5572(4) 0.0409(16) Uani 1 1 d . . . . .
H9 H 0.6146 0.8137 0.5897 0.049 Uiso 1 1 calc R U . . .
C27 C 0.0900(4) 0.1034(9) 0.6565(3) 0.0455(18) Uani 1 1 d . . . . .
H27 H 0.1126 0.0695 0.6973 0.055 Uiso 1 1 calc R U . . .
C22 C -0.0584(4) 0.3426(9) 0.4653(5) 0.055(2) Uani 1 1 d . . . . .
C26 C 0.0361(4) 0.2022(9) 0.6512(4) 0.0492(19) Uani 1 1 d . . . . .
H26 H 0.0207 0.2369 0.6881 0.059 Uiso 1 1 calc R U . . .
C6 C 0.4977(4) 0.8850(8) 0.3864(4) 0.0428(17) Uani 1 1 d . . . . .
H6 H 0.5310 0.9532 0.3757 0.051 Uiso 1 1 calc R U . . .
C17 C 0.2203(4) -0.1341(9) 0.3812(3) 0.0454(17) Uani 1 1 d . . . . .
H17A H 0.2306 -0.2249 0.3597 0.054 Uiso 1 1 calc R U . . .
H17B H 0.2601 -0.0657 0.3795 0.054 Uiso 1 1 calc R U . . .
C19 C 0.0021(5) 0.2220(11) 0.3690(4) 0.059(2) Uani 1 1 d . . . . .
H19 H 0.0229 0.1825 0.3359 0.071 Uiso 1 1 calc R U . . .
C21 C -0.0855(5) 0.3807(10) 0.4014(5) 0.068(3) Uani 1 1 d . . . . .
H21 H -0.1243 0.4472 0.3915 0.081 Uiso 1 1 calc R U . . .
C20 C -0.0560(5) 0.3219(12) 0.3537(5) 0.069(3) Uani 1 1 d . . . . .
H20 H -0.0742 0.3475 0.3107 0.083 Uiso 1 1 calc R U . . .
O5 O 0.6283(4) -0.3146(7) 0.2217(3) 0.077(2) Uani 1 1 d . . . . .
C32 C 0.7485(4) -0.3696(9) 0.3002(4) 0.0488(18) Uani 1 1 d . . . . .
H32A H 0.7493 -0.4723 0.2880 0.073 Uiso 1 1 calc R U . . .
H32B H 0.7730 -0.3580 0.3445 0.073 Uiso 1 1 calc R U . . .
H32C H 0.7729 -0.3111 0.2726 0.073 Uiso 1 1 calc R U . . .
C31 C 0.6774(5) -0.1253(9) 0.3112(4) 0.055(2) Uani 1 1 d . . . . .
H31A H 0.7085 -0.0853 0.2840 0.082 Uiso 1 1 calc R U . . .
H31B H 0.7013 -0.1173 0.3559 0.082 Uiso 1 1 calc R U . . .
H31C H 0.6324 -0.0707 0.3045 0.082 Uiso 1 1 calc R U . . .
Cl2 Cl -0.08961(12) 0.4252(3) 0.64204(14) 0.0717(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.943(4) . ?
Cu1 N5 2.020(5) . ?
Cu1 N6 2.033(5) . ?
Cu1 N1 1.951(5) . ?
Cu1 N10 2.245(6) 1_565 ?
Cu2 O3 1.952(5) . ?
Cu2 N12 2.051(5) . ?
Cu2 N7 1.966(6) . ?
Cu2 N11 2.024(6) . ?
Cu2 N4 2.194(5) . ?
S1 O5 1.508(6) . ?
S1 C32 1.759(8) . ?
S1 C31 1.771(9) . ?
Cl1 C8 1.727(7) . ?
O1 C3 1.282(7) . ?
O3 C18 1.264(9) . ?
O2 C3 1.236(7) . ?
O6 H6A 0.8698 . ?
O6 H6B 0.8706 . ?
N5 C15 1.363(8) . ?
N5 C4 1.328(8) . ?
N6 C14 1.358(8) . ?
N6 C13 1.322(8) . ?
N12 C29 1.369(9) . ?
N12 C28 1.331(8) . ?
N1 N2 1.356(7) . ?
N1 C1 1.333(8) . ?
N7 N8 1.368(8) . ?
N7 C16 1.323(9) . ?
O8 H8A 0.8699 . ?
O8 H8B 0.8699 . ?
O4 C18 1.255(8) . ?
N11 C30 1.350(10) . ?
N11 C19 1.319(9) . ?
N10 Cu1 2.245(6) 1_545 ?
N10 N9 1.343(8) . ?
N10 C16 1.320(9) . ?
N4 N3 1.366(7) . ?
N4 C1 1.336(8) . ?
O7 H7A 0.8698 . ?
O7 H7B 0.8698 . ?
N2 N3 1.297(8) . ?
C15 C14 1.413(9) . ?
C15 C7 1.405(8) . ?
C3 C2 1.506(9) . ?
N9 N8 1.302(9) . ?
C14 C10 1.411(8) . ?
C29 C30 1.436(9) . ?
C29 C25 1.399(10) . ?
C1 C2 1.474(8) . ?
C13 H13 0.9500 . ?
C13 C12 1.403(8) . ?
C16 C17 1.489(9) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C12 H12 0.9500 . ?
C12 C11 1.373(10) . ?
C28 H28 0.9500 . ?
C28 C27 1.399(10) . ?
C4 H4 0.9500 . ?
C4 C5 1.415(9) . ?
C7 C8 1.442(9) . ?
C7 C6 1.422(10) . ?
C10 C11 1.406(10) . ?
C10 C9 1.418(9) . ?
C30 C22 1.412(11) . ?
C8 C9 1.341(11) . ?
C18 C17 1.507(10) . ?
C25 C24 1.447(10) . ?
C25 C26 1.402(11) . ?
C11 H11 0.9500 . ?
C23 H23 0.9500 . ?
C23 C24 1.353(12) . ?
C23 C22 1.403(13) . ?
C5 H5 0.9500 . ?
C5 C6 1.347(11) . ?
C24 Cl2 1.776(8) . ?
C9 H9 0.9500 . ?
C27 H27 0.9500 . ?
C27 C26 1.359(11) . ?
C22 C21 1.410(13) . ?
C26 H26 0.9500 . ?
C6 H6 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C19 H19 0.9500 . ?
C19 C20 1.427(13) . ?
C21 H21 0.9500 . ?
C21 C20 1.371(15) . ?
C20 H20 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N5 87.34(19) . . ?
O1 Cu1 N6 161.9(2) . . ?
O1 Cu1 N1 89.8(2) . . ?
O1 Cu1 N10 99.4(2) . 1_565 ?
N5 Cu1 N6 81.7(2) . . ?
N5 Cu1 N10 94.7(2) . 1_565 ?
N6 Cu1 N10 95.9(2) . 1_565 ?
N1 Cu1 N5 169.3(2) . . ?
N1 Cu1 N6 98.3(2) . . ?
N1 Cu1 N10 96.0(2) . 1_565 ?
O3 Cu2 N12 161.6(2) . . ?
O3 Cu2 N7 89.6(2) . . ?
O3 Cu2 N11 87.7(2) . . ?
O3 Cu2 N4 103.3(2) . . ?
N12 Cu2 N4 91.8(2) . . ?
N7 Cu2 N12 99.6(2) . . ?
N7 Cu2 N11 169.3(2) . . ?
N7 Cu2 N4 95.0(2) . . ?
N11 Cu2 N12 80.3(2) . . ?
N11 Cu2 N4 95.7(2) . . ?
O5 S1 C32 106.0(4) . . ?
O5 S1 C31 106.1(4) . . ?
C32 S1 C31 97.6(4) . . ?
C3 O1 Cu1 133.7(4) . . ?
C18 O3 Cu2 133.0(5) . . ?
H6A O6 H6B 104.5 . . ?
C15 N5 Cu1 112.6(4) . . ?
C4 N5 Cu1 128.3(4) . . ?
C4 N5 C15 119.1(5) . . ?
C14 N6 Cu1 111.4(4) . . ?
C13 N6 Cu1 130.0(4) . . ?
C13 N6 C14 118.5(5) . . ?
C29 N12 Cu2 112.9(4) . . ?
C28 N12 Cu2 129.4(5) . . ?
C28 N12 C29 117.1(6) . . ?
N2 N1 Cu1 126.4(4) . . ?
C1 N1 Cu1 126.2(4) . . ?
C1 N1 N2 105.8(5) . . ?
N8 N7 Cu2 129.9(5) . . ?
C16 N7 Cu2 125.8(4) . . ?
C16 N7 N8 104.2(6) . . ?
H8A O8 H8B 104.5 . . ?
C30 N11 Cu2 114.0(4) . . ?
C19 N11 Cu2 126.4(6) . . ?
C19 N11 C30 119.3(7) . . ?
N9 N10 Cu1 120.1(4) . 1_545 ?
C16 N10 Cu1 132.8(5) . 1_545 ?
C16 N10 N9 106.3(6) . . ?
N3 N4 Cu2 116.7(4) . . ?
C1 N4 Cu2 137.4(4) . . ?
C1 N4 N3 105.6(5) . . ?
H7A O7 H7B 104.5 . . ?
N3 N2 N1 109.5(5) . . ?
N2 N3 N4 108.8(5) . . ?
N5 C15 C14 116.2(5) . . ?
N5 C15 C7 122.7(6) . . ?
C7 C15 C14 121.1(6) . . ?
O1 C3 C2 119.8(5) . . ?
O2 C3 O1 121.0(6) . . ?
O2 C3 C2 119.1(6) . . ?
N8 N9 N10 108.3(6) . . ?
N9 N8 N7 109.6(6) . . ?
N6 C14 C15 117.9(5) . . ?
N6 C14 C10 122.1(6) . . ?
C10 C14 C15 120.0(6) . . ?
N12 C29 C30 115.5(6) . . ?
N12 C29 C25 123.9(6) . . ?
C25 C29 C30 120.6(7) . . ?
N1 C1 N4 110.3(5) . . ?
N1 C1 C2 125.8(5) . . ?
N4 C1 C2 123.9(5) . . ?
N6 C13 H13 118.2 . . ?
N6 C13 C12 123.6(6) . . ?
C12 C13 H13 118.2 . . ?
N7 C16 C17 125.4(6) . . ?
N10 C16 N7 111.5(6) . . ?
N10 C16 C17 122.8(6) . . ?
C3 C2 H2A 108.4 . . ?
C3 C2 H2B 108.4 . . ?
C1 C2 C3 115.6(5) . . ?
C1 C2 H2A 108.4 . . ?
C1 C2 H2B 108.4 . . ?
H2A C2 H2B 107.4 . . ?
C13 C12 H12 120.9 . . ?
C11 C12 C13 118.2(6) . . ?
C11 C12 H12 120.9 . . ?
N12 C28 H28 118.9 . . ?
N12 C28 C27 122.2(7) . . ?
C27 C28 H28 118.9 . . ?
N5 C4 H4 119.2 . . ?
N5 C4 C5 121.6(6) . . ?
C5 C4 H4 119.2 . . ?
C15 C7 C8 116.8(6) . . ?
C15 C7 C6 116.4(6) . . ?
C6 C7 C8 126.8(6) . . ?
C14 C10 C9 118.7(7) . . ?
C11 C10 C14 117.6(6) . . ?
C11 C10 C9 123.7(6) . . ?
N11 C30 C29 116.5(6) . . ?
N11 C30 C22 123.9(7) . . ?
C22 C30 C29 119.6(7) . . ?
C7 C8 Cl1 117.7(6) . . ?
C9 C8 Cl1 119.8(5) . . ?
C9 C8 C7 122.4(6) . . ?
O3 C18 C17 120.4(6) . . ?
O4 C18 O3 122.3(7) . . ?
O4 C18 C17 117.1(7) . . ?
C29 C25 C24 116.9(7) . . ?
C29 C25 C26 116.9(7) . . ?
C26 C25 C24 126.2(7) . . ?
C12 C11 C10 119.9(6) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C24 C23 H23 120.0 . . ?
C24 C23 C22 120.1(8) . . ?
C22 C23 H23 120.0 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.6(7) . . ?
C6 C5 H5 120.2 . . ?
C25 C24 Cl2 117.5(6) . . ?
C23 C24 C25 123.0(8) . . ?
C23 C24 Cl2 119.4(6) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 C10 121.0(6) . . ?
C8 C9 H9 119.5 . . ?
C28 C27 H27 119.7 . . ?
C26 C27 C28 120.6(7) . . ?
C26 C27 H27 119.7 . . ?
C23 C22 C30 119.9(8) . . ?
C23 C22 C21 124.2(9) . . ?
C21 C22 C30 116.0(9) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 C25 119.2(7) . . ?
C27 C26 H26 120.4 . . ?
C7 C6 H6 119.8 . . ?
C5 C6 C7 120.5(6) . . ?
C5 C6 H6 119.8 . . ?
C16 C17 C18 117.2(6) . . ?
C16 C17 H17A 108.0 . . ?
C16 C17 H17B 108.0 . . ?
C18 C17 H17A 108.0 . . ?
C18 C17 H17B 108.0 . . ?
H17A C17 H17B 107.2 . . ?
N11 C19 H19 119.5 . . ?
N11 C19 C20 121.0(10) . . ?
C20 C19 H19 119.5 . . ?
C22 C21 H21 120.0 . . ?
C20 C21 C22 120.0(9) . . ?
C20 C21 H21 120.0 . . ?
C19 C20 H20 120.2 . . ?
C21 C20 C19 119.7(8) . . ?
C21 C20 H20 120.2 . . ?
S1 C32 H32A 109.5 . . ?
S1 C32 H32B 109.5 . . ?
S1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
S1 C31 H31A 109.5 . . ?
S1 C31 H31B 109.5 . . ?
S1 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 C3 O2 170.1(5) . . . . ?
Cu1 O1 C3 C2 -12.2(10) . . . . ?
Cu1 N5 C15 C14 2.8(7) . . . . ?
Cu1 N5 C15 C7 -176.9(5) . . . . ?
Cu1 N5 C4 C5 176.5(5) . . . . ?
Cu1 N6 C14 C15 -3.8(7) . . . . ?
Cu1 N6 C14 C10 176.9(5) . . . . ?
Cu1 N6 C13 C12 -178.4(5) . . . . ?
Cu1 N1 N2 N3 166.0(5) . . . . ?
Cu1 N1 C1 N4 -166.5(5) . . . . ?
Cu1 N1 C1 C2 13.6(10) . . . . ?
Cu1 N10 N9 N8 -171.4(4) 1_545 . . . ?
Cu1 N10 C16 N7 169.2(4) 1_545 . . . ?
Cu1 N10 C16 C17 -17.3(10) 1_545 . . . ?
Cu2 O3 C18 O4 -173.4(5) . . . . ?
Cu2 O3 C18 C17 1.2(10) . . . . ?
Cu2 N12 C29 C30 6.8(7) . . . . ?
Cu2 N12 C29 C25 -173.5(5) . . . . ?
Cu2 N12 C28 C27 171.5(5) . . . . ?
Cu2 N7 N8 N9 -179.0(5) . . . . ?
Cu2 N7 C16 N10 179.1(4) . . . . ?
Cu2 N7 C16 C17 5.8(9) . . . . ?
Cu2 N11 C30 C29 -5.4(7) . . . . ?
Cu2 N11 C30 C22 175.7(5) . . . . ?
Cu2 N11 C19 C20 -175.3(6) . . . . ?
Cu2 N4 N3 N2 173.8(5) . . . . ?
Cu2 N4 C1 N1 -172.2(5) . . . . ?
Cu2 N4 C1 C2 7.7(11) . . . . ?
Cl1 C8 C9 C10 179.6(5) . . . . ?
O1 C3 C2 C1 32.9(9) . . . . ?
O3 C18 C17 C16 25.9(10) . . . . ?
O2 C3 C2 C1 -149.4(6) . . . . ?
N5 C15 C14 N6 0.7(9) . . . . ?
N5 C15 C14 C10 -180.0(6) . . . . ?
N5 C15 C7 C8 179.3(6) . . . . ?
N5 C15 C7 C6 -0.3(10) . . . . ?
N5 C4 C5 C6 0.6(11) . . . . ?
N6 C14 C10 C11 2.4(10) . . . . ?
N6 C14 C10 C9 -179.8(6) . . . . ?
N6 C13 C12 C11 1.7(11) . . . . ?
N12 C29 C30 N11 -1.1(8) . . . . ?
N12 C29 C30 C22 177.9(6) . . . . ?
N12 C29 C25 C24 -178.8(6) . . . . ?
N12 C29 C25 C26 0.7(10) . . . . ?
N12 C28 C27 C26 0.3(11) . . . . ?
N1 N2 N3 N4 0.6(9) . . . . ?
N1 C1 C2 C3 -34.8(10) . . . . ?
N7 C16 C17 C18 -29.8(10) . . . . ?
O4 C18 C17 C16 -159.3(7) . . . . ?
N11 C30 C22 C23 -179.7(6) . . . . ?
N11 C30 C22 C21 -0.2(10) . . . . ?
N11 C19 C20 C21 0.9(13) . . . . ?
N10 N9 N8 N7 0.6(8) . . . . ?
N10 C16 C17 C18 157.7(6) . . . . ?
N4 C1 C2 C3 145.4(7) . . . . ?
N2 N1 C1 N4 -0.2(8) . . . . ?
N2 N1 C1 C2 179.9(7) . . . . ?
N3 N4 C1 N1 0.6(8) . . . . ?
N3 N4 C1 C2 -179.5(6) . . . . ?
C15 N5 C4 C5 -1.8(10) . . . . ?
C15 C14 C10 C11 -176.9(6) . . . . ?
C15 C14 C10 C9 0.8(9) . . . . ?
C15 C7 C8 Cl1 -179.1(5) . . . . ?
C15 C7 C8 C9 0.5(10) . . . . ?
C15 C7 C6 C5 -1.0(10) . . . . ?
N9 N10 C16 N7 -0.6(7) . . . . ?
N9 N10 C16 C17 172.9(6) . . . . ?
N8 N7 C16 N10 0.9(7) . . . . ?
N8 N7 C16 C17 -172.3(6) . . . . ?
C14 N6 C13 C12 -2.2(10) . . . . ?
C14 C15 C7 C8 -0.4(9) . . . . ?
C14 C15 C7 C6 -180.0(6) . . . . ?
C14 C10 C11 C12 -2.9(10) . . . . ?
C14 C10 C9 C8 -0.8(10) . . . . ?
C29 N12 C28 C27 0.4(10) . . . . ?
C29 C30 C22 C23 1.5(10) . . . . ?
C29 C30 C22 C21 -179.1(6) . . . . ?
C29 C25 C24 C23 0.6(10) . . . . ?
C29 C25 C24 Cl2 178.2(5) . . . . ?
C29 C25 C26 C27 0.1(11) . . . . ?
C1 N1 N2 N3 -0.2(8) . . . . ?
C1 N4 N3 N2 -0.7(8) . . . . ?
C13 N6 C14 C15 179.4(6) . . . . ?
C13 N6 C14 C10 0.1(9) . . . . ?
C13 C12 C11 C10 0.9(10) . . . . ?
C16 N7 N8 N9 -1.0(7) . . . . ?
C16 N10 N9 N8 -0.1(7) . . . . ?
C28 N12 C29 C30 179.3(6) . . . . ?
C28 N12 C29 C25 -1.0(9) . . . . ?
C28 C27 C26 C25 -0.6(12) . . . . ?
C4 N5 C15 C14 -178.6(6) . . . . ?
C4 N5 C15 C7 1.7(10) . . . . ?
C4 C5 C6 C7 0.9(11) . . . . ?
C7 C15 C14 N6 -179.6(6) . . . . ?
C7 C15 C14 C10 -0.2(10) . . . . ?
C7 C8 C9 C10 0.1(11) . . . . ?
C30 N11 C19 C20 -1.5(11) . . . . ?
C30 C29 C25 C24 0.8(9) . . . . ?
C30 C29 C25 C26 -179.6(6) . . . . ?
C30 C22 C21 C20 -0.3(11) . . . . ?
C8 C7 C6 C5 179.5(7) . . . . ?
C25 C29 C30 N11 179.2(6) . . . . ?
C25 C29 C30 C22 -1.8(9) . . . . ?
C11 C10 C9 C8 176.8(7) . . . . ?
C23 C22 C21 C20 179.1(8) . . . . ?
C24 C25 C26 C27 179.6(7) . . . . ?
C24 C23 C22 C30 -0.1(11) . . . . ?
C24 C23 C22 C21 -179.5(7) . . . . ?
C9 C10 C11 C12 179.6(7) . . . . ?
C22 C23 C24 C25 -0.9(11) . . . . ?
C22 C23 C24 Cl2 -178.5(6) . . . . ?
C22 C21 C20 C19 0.0(13) . . . . ?
C26 C25 C24 C23 -179.0(7) . . . . ?
C26 C25 C24 Cl2 -1.4(10) . . . . ?
C6 C7 C8 Cl1 0.4(10) . . . . ?
C6 C7 C8 C9 -180.0(7) . . . . ?
C19 N11 C30 C29 -179.9(6) . . . . ?
C19 N11 C30 C22 1.2(10) . . . . ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
