# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2026

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

data_5
_database_code_depnum_ccdc_archive 'CCDC 2496875'
loop_
_audit_author_name
_audit_author_address
'Ivan Potocnak'
;PJ Safarik University in Kosice
Slovakia
;
_audit_update_record             
;
2025-10-21 deposited with the CCDC.	2026-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H15 Cu N3 O7'
_chemical_formula_sum            'C17 H15 Cu N3 O7'
_chemical_formula_weight         436.86

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.2150(3)
_cell_length_b                   9.8266(5)
_cell_length_c                   10.9541(3)
_cell_angle_alpha                85.363(3)
_cell_angle_beta                 84.610(3)
_cell_angle_gamma                72.071(4)
_cell_volume                     836.35(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5573
_cell_measurement_theta_min      4.0490
_cell_measurement_theta_max      77.2840

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.735
_exptl_crystal_F_000             446
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.207
_exptl_crystal_size_mid          0.073
_exptl_crystal_size_min          0.064
_exptl_absorpt_coefficient_mu    2.309
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.728
_exptl_absorpt_correction_T_max  0.881
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.90 (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            9781
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.060
_diffrn_reflns_theta_max         77.764
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.919
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3291
_reflns_number_gt                2990
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
'CrysAlisPro system (CCD 42.74a (release 17-11-20'
_computing_cell_refinement       'CrysAlisPro 1.171.43.90 (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.90 (Rigaku OD, 2023)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0752P)²+0.8861P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3291
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1381
_refine_ls_wR_factor_gt          0.1326
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.30589(5) 0.49858(4) 0.41538(4) 0.01879(17) Uani 1 1 d . . . . .
O4 O 0.2168(3) 0.6009(2) 0.55938(19) 0.0227(4) Uani 1 1 d . . . . .
O40 O 0.2315(3) 0.3427(2) 0.50766(19) 0.0224(4) Uani 1 1 d . . . . .
H40B H 0.154940 0.361161 0.566899 0.034 Uiso 1 1 d R U . . .
H40A H 0.265620 0.252402 0.501559 0.034 Uiso 1 1 d R U . . .
O31 O 0.0454(3) 0.5895(2) 0.33138(19) 0.0229(4) Uani 1 1 d . . . . .
O1 O 0.1275(3) 1.0204(2) 0.6294(2) 0.0234(4) Uani 1 1 d . . . . .
O2 O 0.2524(3) 1.0708(2) 0.4553(2) 0.0253(5) Uani 1 1 d . . . . .
O32 O 0.1593(3) 0.6453(3) 0.1543(2) 0.0281(5) Uani 1 1 d . . . . .
O33 O -0.1174(3) 0.6967(3) 0.1849(2) 0.0311(5) Uani 1 1 d . . . . .
N30 N 0.0297(3) 0.6444(3) 0.2213(2) 0.0215(5) Uani 1 1 d . . . . .
N13 N 0.4102(3) 0.6455(3) 0.3494(2) 0.0192(5) Uani 1 1 d . . . . .
N20 N 0.4402(3) 0.3842(3) 0.2790(2) 0.0201(5) Uani 1 1 d . . . . .
C15 C 0.5319(4) 0.4546(3) 0.2054(3) 0.0205(6) Uani 1 1 d . . . . .
C4 C 0.1949(4) 0.7332(3) 0.5739(3) 0.0216(6) Uani 1 1 d . . . . .
C11 C 0.3845(4) 0.7739(3) 0.3876(3) 0.0200(6) Uani 1 1 d . . . . .
C16 C 0.6299(4) 0.3949(3) 0.1019(3) 0.0225(6) Uani 1 1 d . . . . .
H16 H 0.693193 0.446702 0.051081 0.027 Uiso 1 1 calc R U . . .
C14 C 0.5288(4) 0.5998(3) 0.2415(3) 0.0215(6) Uani 1 1 d . . . . .
H14B H 0.645739 0.596870 0.259656 0.026 Uiso 1 1 calc R U . . .
H14A H 0.493704 0.670624 0.171920 0.026 Uiso 1 1 calc R U . . .
C2 C 0.2198(4) 0.9742(3) 0.5212(3) 0.0213(6) Uani 1 1 d . . . . .
C3 C 0.2660(4) 0.8244(3) 0.4942(3) 0.0189(6) Uani 1 1 d . . . . .
C9 C 0.0648(4) 0.9308(3) 0.7102(3) 0.0221(6) Uani 1 1 d . . . . .
C19 C 0.4441(4) 0.2517(3) 0.2512(3) 0.0210(6) Uani 1 1 d . . . . .
H19 H 0.378464 0.202372 0.302580 0.025 Uiso 1 1 calc R U . . .
C10 C 0.0902(4) 0.7896(3) 0.6842(3) 0.0205(6) Uani 1 1 d . . . . .
C17 C 0.6343(4) 0.2591(3) 0.0735(3) 0.0227(6) Uani 1 1 d . . . . .
H17 H 0.700215 0.216502 0.002746 0.027 Uiso 1 1 calc R U . . .
C5 C 0.0170(4) 0.7051(3) 0.7670(3) 0.0232(6) Uani 1 1 d . . . . .
H5 H 0.029765 0.609062 0.749602 0.028 Uiso 1 1 calc R U . . .
C18 C 0.5407(4) 0.1862(3) 0.1502(3) 0.0249(6) Uani 1 1 d . . . . .
H18 H 0.543134 0.092207 0.133306 0.030 Uiso 1 1 calc R U . . .
C12 C 0.4800(4) 0.8697(3) 0.3205(3) 0.0258(6) Uani 1 1 d . . . . .
H12C H 0.587377 0.810668 0.280457 0.039 Uiso 1 1 calc R U . . .
H12B H 0.505527 0.929260 0.379044 0.039 Uiso 1 1 calc R U . . .
H12A H 0.409000 0.931230 0.258331 0.039 Uiso 1 1 calc R U . . .
C8 C -0.0262(4) 0.9884(3) 0.8171(3) 0.0263(6) Uani 1 1 d . . . . .
H8 H -0.041430 1.085105 0.833659 0.032 Uiso 1 1 calc R U . . .
C7 C -0.0944(4) 0.9014(4) 0.8990(3) 0.0263(6) Uani 1 1 d . . . . .
H7 H -0.155882 0.938416 0.973025 0.032 Uiso 1 1 calc R U . . .
C6 C -0.0735(4) 0.7599(4) 0.8735(3) 0.0254(6) Uani 1 1 d . . . . .
H6 H -0.121590 0.701405 0.929642 0.030 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 O4 1.903(2) . ?
Cu1 N13 1.954(2) . ?
Cu1 N20 1.978(3) . ?
Cu1 O40 1.988(2) . ?
Cu1 O31 2.299(2) . ?
Cu1 O32 3.259(2) . ?
O4 C4 1.278(4) . ?
O40 H40B 0.8496 . ?
O40 H40A 0.8506 . ?
O31 N30 1.282(3) . ?
O1 C9 1.375(4) . ?
O1 C2 1.375(4) . ?
O2 C2 1.226(4) . ?
O32 N30 1.237(3) . ?
O33 N30 1.248(3) . ?
N13 C11 1.310(4) . ?
N13 C14 1.466(4) . ?
N20 C15 1.346(4) . ?
N20 C19 1.351(4) . ?
C15 C16 1.387(4) . ?
C15 C14 1.504(4) . ?
C4 C3 1.416(4) . ?
C4 C10 1.458(4) . ?
C11 C3 1.463(4) . ?
C11 C12 1.508(4) . ?
C16 C17 1.383(4) . ?
C16 H16 0.9500 . ?
C14 H14B 0.9900 . ?
C14 H14A 0.9900 . ?
C2 C3 1.450(4) . ?
C9 C10 1.387(4) . ?
C9 C8 1.390(4) . ?
C19 C18 1.380(4) . ?
C19 H19 0.9500 . ?
C10 C5 1.399(4) . ?
C17 C18 1.391(4) . ?
C17 H17 0.9500 . ?
C5 C6 1.377(4) . ?
C5 H5 0.9500 . ?
C18 H18 0.9500 . ?
C12 H12C 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12A 0.9800 . ?
C8 C7 1.388(4) . ?
C8 H8 0.9500 . ?
C7 C6 1.395(5) . ?
C7 H7 0.9500 . ?
C6 H6 0.9500 . ?

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
O4 Cu1 N13 91.12(9) . . ?
O4 Cu1 N20 169.30(9) . . ?
N13 Cu1 N20 85.66(10) . . ?
O4 Cu1 O40 84.18(8) . . ?
N13 Cu1 O40 168.86(10) . . ?
N20 Cu1 O40 97.14(9) . . ?
O4 Cu1 O31 90.86(9) . . ?
N13 Cu1 O31 98.74(9) . . ?
N20 Cu1 O31 99.71(9) . . ?
O40 Cu1 O31 91.43(8) . . ?
O4 Cu1 O32 117.98(8) . . ?
N13 Cu1 O32 67.92(8) . . ?
N20 Cu1 O32 70.14(8) . . ?
O40 Cu1 O32 123.18(7) . . ?
O31 Cu1 O32 41.84(6) . . ?
C4 O4 Cu1 127.6(2) . . ?
Cu1 O40 H40B 120.7 . . ?
Cu1 O40 H40A 131.6 . . ?
H40B O40 H40A 107.7 . . ?
N30 O31 Cu1 122.96(16) . . ?
C9 O1 C2 121.9(2) . . ?
N30 O32 Cu1 75.51(16) . . ?
O32 N30 O33 121.7(3) . . ?
O32 N30 O31 119.7(2) . . ?
O33 N30 O31 118.6(2) . . ?
C11 N13 C14 119.1(2) . . ?
C11 N13 Cu1 128.7(2) . . ?
C14 N13 Cu1 112.21(18) . . ?
C15 N20 C19 119.0(3) . . ?
C15 N20 Cu1 112.8(2) . . ?
C19 N20 Cu1 128.09(19) . . ?
N20 C15 C16 121.8(3) . . ?
N20 C15 C14 117.5(3) . . ?
C16 C15 C14 120.7(3) . . ?
O4 C4 C3 125.4(3) . . ?
O4 C4 C10 115.2(3) . . ?
C3 C4 C10 119.4(3) . . ?
N13 C11 C3 120.9(2) . . ?
N13 C11 C12 119.0(3) . . ?
C3 C11 C12 120.1(3) . . ?
C17 C16 C15 119.3(3) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
N13 C14 C15 111.6(2) . . ?
N13 C14 H14B 109.3 . . ?
C15 C14 H14B 109.3 . . ?
N13 C14 H14A 109.3 . . ?
C15 C14 H14A 109.3 . . ?
H14B C14 H14A 108.0 . . ?
O2 C2 O1 113.2(3) . . ?
O2 C2 C3 126.7(3) . . ?
O1 C2 C3 120.1(3) . . ?
C4 C3 C2 118.0(3) . . ?
C4 C3 C11 123.1(3) . . ?
C2 C3 C11 119.0(2) . . ?
O1 C9 C10 120.8(3) . . ?
O1 C9 C8 117.2(3) . . ?
C10 C9 C8 121.9(3) . . ?
N20 C19 C18 121.8(3) . . ?
N20 C19 H19 119.1 . . ?
C18 C19 H19 119.1 . . ?
C9 C10 C5 118.4(3) . . ?
C9 C10 C4 119.3(3) . . ?
C5 C10 C4 122.2(3) . . ?
C16 C17 C18 118.8(3) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C6 C5 C10 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C10 C5 H5 119.7 . . ?
C19 C18 C17 119.3(3) . . ?
C19 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
C11 C12 H12C 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12C C12 H12B 109.5 . . ?
C11 C12 H12A 109.5 . . ?
H12C C12 H12A 109.5 . . ?
H12B C12 H12A 109.5 . . ?
C7 C8 C9 118.5(3) . . ?
C7 C8 H8 120.8 . . ?
C9 C8 H8 120.8 . . ?
C8 C7 C6 120.5(3) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C5 C6 C7 120.0(3) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O40 H40B O31 0.85 1.85 2.689(3) 167.3 2_566 yes
O40 H40A O2 0.85 1.93 2.729(3) 155.6 1_545 yes
C19 H19 O2 0.95 2.39 3.326(4) 170.0 1_545 yes
C8 H8 O32 0.95 2.54 3.457(4) 163.5 2_576 yes
C12 H12B O2 0.98 2.24 2.695(4) 106.7 . yes
C5 H5 O31 0.95 2.47 3.366(4) 157.2 2_566 yes
C12 H12C O33 0.98 2.50 3.473(4) 169.5 1_655 yes
C14 H14B O33 0.99 2.48 3.317(4) 141.7 1_655 yes
C17 H17 O32 0.95 2.52 3.128(4) 122.0 2_665 yes

_refine_diff_density_max         0.638
_refine_diff_density_min         -0.999
_refine_diff_density_rms         0.109


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

data_6
_database_code_depnum_ccdc_archive 'CCDC 2496876'
loop_
_audit_author_name
_audit_author_address
'Ivan Potocnak'
;PJ Safarik University in Kosice
Slovakia
;
_audit_update_record             
;
2025-10-21 deposited with the CCDC.	2026-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H24 Cu2 F2 N6 O12'
_chemical_formula_sum            'C34 H24 Cu2 F2 N6 O12'
_chemical_formula_weight         873.67

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

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

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

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

_cell_length_a                   9.2226(3)
_cell_length_b                   11.4194(4)
_cell_length_c                   16.1604(5)
_cell_angle_alpha                90
_cell_angle_beta                 106.219(3)
_cell_angle_gamma                90
_cell_volume                     1634.22(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6846
_cell_measurement_theta_min      3.4220
_cell_measurement_theta_max      28.4420

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.775
_exptl_crystal_F_000             884
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.171
_exptl_crystal_size_min          0.156
_exptl_absorpt_coefficient_mu    1.392
_shelx_estimated_absorpt_T_min   0.555
_shelx_estimated_absorpt_T_max   0.812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.83968
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.3438
_diffrn_reflns_number            18451
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.911
_diffrn_reflns_theta_max         28.792
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3941
_reflns_number_gt                3110
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0357P)²+1.0619P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3941
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0828
_refine_ls_wR_factor_gt          0.0744
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.67752(3) 0.46252(2) 0.52663(2) 0.02255(9) Uani 1 1 d . . . . .
O31 O 0.65574(18) 0.44728(13) 0.64479(9) 0.0275(3) Uani 1 1 d . . . . .
O4 O 0.50517(16) 0.36110(13) 0.49014(9) 0.0252(3) Uani 1 1 d . . . . .
F6 F 0.2145(2) 0.03357(14) 0.57006(11) 0.0564(5) Uani 1 1 d . . . . .
O1 O 0.46380(19) 0.10563(15) 0.30639(10) 0.0345(4) Uani 1 1 d . . . . .
O2 O 0.6205(2) 0.19554(17) 0.24822(12) 0.0447(5) Uani 1 1 d . . . . .
O32 O 0.7716(2) 0.28807(16) 0.62827(12) 0.0424(4) Uani 1 1 d . . . . .
N20 N 0.8387(2) 0.58055(17) 0.55252(11) 0.0256(4) Uani 1 1 d . . . . .
N13 N 0.6982(2) 0.47045(16) 0.41050(11) 0.0236(4) Uani 1 1 d . . . . .
N30 N 0.6910(2) 0.33975(17) 0.66591(12) 0.0307(4) Uani 1 1 d . . . . .
O33 O 0.6428(3) 0.29429(18) 0.72134(12) 0.0575(6) Uani 1 1 d . . . . .
C10 C 0.4145(2) 0.17727(19) 0.43564(13) 0.0233(4) Uani 1 1 d . . . . .
C3 C 0.5556(2) 0.2985(2) 0.36034(13) 0.0251(5) Uani 1 1 d . . . . .
C4 C 0.4964(2) 0.28508(19) 0.43002(13) 0.0231(4) Uani 1 1 d . . . . .
C15 C 0.8689(3) 0.6240(2) 0.48195(14) 0.0269(5) Uani 1 1 d . . . . .
C5 C 0.3541(3) 0.1553(2) 0.50430(15) 0.0292(5) Uani 1 1 d . . . . .
H5 H 0.368877 0.209240 0.550680 0.035 Uiso 1 1 calc R U . . .
C2 C 0.5513(3) 0.2019(2) 0.30153(14) 0.0307(5) Uani 1 1 d . . . . .
C11 C 0.6304(2) 0.4060(2) 0.34549(13) 0.0259(5) Uani 1 1 d . . . . .
C19 C 0.9111(3) 0.6238(2) 0.63020(15) 0.0318(5) Uani 1 1 d . . . . .
H19 H 0.889351 0.592750 0.679937 0.038 Uiso 1 1 calc R U . . .
C14 C 0.7772(3) 0.5764(2) 0.39670(15) 0.0314(5) Uani 1 1 d . . . . .
H14B H 0.703119 0.635826 0.366503 0.038 Uiso 1 1 calc R U . . .
H14A H 0.844412 0.557993 0.360191 0.038 Uiso 1 1 calc R U . . .
C9 C 0.3963(3) 0.0934(2) 0.37151(14) 0.0281(5) Uani 1 1 d . . . . .
C16 C 0.9755(3) 0.7108(2) 0.48783(16) 0.0347(5) Uani 1 1 d . . . . .
H16 H 0.998073 0.739114 0.437534 0.042 Uiso 1 1 calc R U . . .
C17 C 1.0488(3) 0.7558(2) 0.56764(17) 0.0379(6) Uani 1 1 d . . . . .
H17 H 1.121273 0.816502 0.572872 0.045 Uiso 1 1 calc R U . . .
C8 C 0.3138(3) -0.0075(2) 0.37170(16) 0.0370(6) Uani 1 1 d . . . . .
H8 H 0.300632 -0.063022 0.326395 0.044 Uiso 1 1 calc R U . . .
C18 C 1.0161(3) 0.7120(2) 0.63982(17) 0.0371(6) Uani 1 1 d . . . . .
H18 H 1.065286 0.742277 0.695340 0.045 Uiso 1 1 calc R U . . .
C7 C 0.2512(3) -0.0265(2) 0.43825(17) 0.0394(6) Uani 1 1 d . . . . .
H7 H 0.193192 -0.094979 0.439359 0.047 Uiso 1 1 calc R U . . .
C6 C 0.2736(3) 0.0552(2) 0.50354(16) 0.0354(6) Uani 1 1 d . . . . .
C12 C 0.6205(3) 0.4448(2) 0.25522(15) 0.0397(6) Uani 1 1 d . . . . .
H12C H 0.583992 0.525761 0.247137 0.060 Uiso 1 1 calc R U . . .
H12A H 0.550257 0.393779 0.214066 0.060 Uiso 1 1 calc R U . . .
H12B H 0.720601 0.440160 0.245590 0.060 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 O4 1.9214(15) . ?
Cu1 N13 1.9406(17) . ?
Cu1 N20 1.9632(19) . ?
Cu1 O31 1.9827(14) . ?
Cu1 O32 2.5736(19) . ?
Cu1 O4 2.5912(15) 3_666 ?
O31 N30 1.292(2) . ?
O4 C4 1.289(2) . ?
F6 C6 1.357(3) . ?
O1 C9 1.371(3) . ?
O1 C2 1.378(3) . ?
O2 C2 1.209(3) . ?
O32 N30 1.234(3) . ?
N20 C19 1.341(3) . ?
N20 C15 1.342(3) . ?
N13 C11 1.292(3) . ?
N13 C14 1.461(3) . ?
N30 O33 1.222(2) . ?
C10 C9 1.386(3) . ?
C10 C5 1.396(3) . ?
C10 C4 1.461(3) . ?
C3 C4 1.390(3) . ?
C3 C2 1.450(3) . ?
C3 C11 1.461(3) . ?
C15 C16 1.381(3) . ?
C15 C14 1.503(3) . ?
C5 C6 1.361(3) . ?
C5 H5 0.9500 . ?
C11 C12 1.503(3) . ?
C19 C18 1.376(3) . ?
C19 H19 0.9500 . ?
C14 H14B 0.9900 . ?
C14 H14A 0.9900 . ?
C9 C8 1.382(3) . ?
C16 C17 1.377(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.378(3) . ?
C17 H17 0.9500 . ?
C8 C7 1.373(4) . ?
C8 H8 0.9500 . ?
C18 H18 0.9500 . ?
C7 C6 1.380(4) . ?
C7 H7 0.9500 . ?
C12 H12C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 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
O4 Cu1 N13 91.58(7) . . ?
O4 Cu1 N20 172.51(7) . . ?
N13 Cu1 N20 84.32(7) . . ?
O4 Cu1 O31 86.85(6) . . ?
N13 Cu1 O31 177.63(7) . . ?
N20 Cu1 O31 97.43(7) . . ?
O4 Cu1 O32 80.32(6) . . ?
N13 Cu1 O32 123.14(7) . . ?
N20 Cu1 O32 107.17(7) . . ?
O31 Cu1 O32 54.84(6) . . ?
O4 Cu1 O4 88.76(6) . 3_666 ?
N13 Cu1 O4 95.69(6) . 3_666 ?
N20 Cu1 O4 85.42(6) . 3_666 ?
O31 Cu1 O4 86.05(5) . 3_666 ?
O32 Cu1 O4 139.63(5) . 3_666 ?
N30 O31 Cu1 104.61(12) . . ?
C4 O4 Cu1 120.64(13) . . ?
C9 O1 C2 121.53(17) . . ?
N30 O32 Cu1 78.60(12) . . ?
C19 N20 C15 119.4(2) . . ?
C19 N20 Cu1 127.03(15) . . ?
C15 N20 Cu1 113.41(15) . . ?
C11 N13 C14 119.73(18) . . ?
C11 N13 Cu1 127.17(15) . . ?
C14 N13 Cu1 111.97(13) . . ?
O33 N30 O32 123.4(2) . . ?
O33 N30 O31 118.8(2) . . ?
O32 N30 O31 117.80(18) . . ?
C9 C10 C5 118.6(2) . . ?
C9 C10 C4 119.46(19) . . ?
C5 C10 C4 121.94(19) . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 C11 122.42(19) . . ?
C2 C3 C11 117.36(18) . . ?
O4 C4 C3 125.5(2) . . ?
O4 C4 C10 116.44(18) . . ?
C3 C4 C10 118.05(19) . . ?
N20 C15 C16 121.3(2) . . ?
N20 C15 C14 116.59(19) . . ?
C16 C15 C14 122.0(2) . . ?
C6 C5 C10 118.8(2) . . ?
C6 C5 H5 120.6 . . ?
C10 C5 H5 120.6 . . ?
O2 C2 O1 115.3(2) . . ?
O2 C2 C3 126.1(2) . . ?
O1 C2 C3 118.61(19) . . ?
N13 C11 C3 119.24(19) . . ?
N13 C11 C12 120.4(2) . . ?
C3 C11 C12 120.2(2) . . ?
N20 C19 C18 121.8(2) . . ?
N20 C19 H19 119.1 . . ?
C18 C19 H19 119.1 . . ?
N13 C14 C15 109.69(18) . . ?
N13 C14 H14B 109.7 . . ?
C15 C14 H14B 109.7 . . ?
N13 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
H14B C14 H14A 108.2 . . ?
O1 C9 C8 117.0(2) . . ?
O1 C9 C10 121.2(2) . . ?
C8 C9 C10 121.7(2) . . ?
C17 C16 C15 119.1(2) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C16 C17 C18 119.4(2) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C7 C8 C9 119.1(2) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
C19 C18 C17 118.9(2) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C8 C7 C6 119.1(2) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
F6 C6 C5 119.0(2) . . ?
F6 C6 C7 118.3(2) . . ?
C5 C6 C7 122.7(2) . . ?
C11 C12 H12C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
H12C C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12C C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C7 H7 O32 0.95 2.52 3.161(3) 124.7 3_656 yes
C12 H12A O2 0.98 2.38 2.849(3) 108.9 . yes
C14 H14A O2 0.99 2.44 3.076(3) 121.5 2_655 yes

_refine_diff_density_max         0.431
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.069


_exptl_crystal_recrystallization_method 'from the synthesis'
####################################################################### 
# 
# 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_9
_database_code_depnum_ccdc_archive 'CCDC 2496878'
loop_
_audit_author_name
_audit_author_address
'Ivan Potocnak'
;PJ Safarik University in Kosice
Slovakia
;
_audit_update_record             
;
2025-10-21 deposited with the CCDC.	2026-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H12 Br Cu N3 O6'
_chemical_formula_sum            'C17 H12 Br Cu N3 O6'
_chemical_formula_weight         497.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.7971(6)
_cell_length_b                   8.3659(4)
_cell_length_c                   21.8709(12)
_cell_angle_alpha                90
_cell_angle_beta                 94.624(5)
_cell_angle_gamma                90
_cell_volume                     1786.74(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2641
_cell_measurement_theta_min      3.3440
_cell_measurement_theta_max      28.0900

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.850
_exptl_crystal_F_000             988
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.467
_exptl_crystal_size_mid          0.187
_exptl_crystal_size_min          0.098
_exptl_absorpt_coefficient_mu    3.501
_shelx_estimated_absorpt_T_min   0.292
_shelx_estimated_absorpt_T_max   0.725
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.576
_exptl_absorpt_correction_T_max  0.724
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.3438
_diffrn_reflns_number            8138
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.069
_diffrn_reflns_theta_max         28.809
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.866
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.866
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4050
_reflns_number_gt                3154
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0275P)²+0.6415P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4050
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0747
_refine_ls_wR_factor_gt          0.0673
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br6 Br 0.11382(3) 0.49683(4) 0.59036(2) 0.04261(10) Uani 1 1 d . . . . .
Cu1 Cu 0.80878(3) 0.39254(4) 0.70036(2) 0.02612(10) Uani 1 1 d . . . . .
O4 O 0.64296(18) 0.3658(2) 0.65083(8) 0.0323(5) Uani 1 1 d . . . . .
O31 O 0.7546(2) 0.6175(2) 0.72453(9) 0.0304(4) Uani 1 1 d . . . . .
O1 O 0.5851(2) 0.1945(3) 0.47616(9) 0.0448(6) Uani 1 1 d . . . . .
N13 N 0.8972(2) 0.2231(2) 0.65813(9) 0.0233(5) Uani 1 1 d . . . . .
O33 O 0.8123(2) 0.8597(2) 0.70639(10) 0.0445(6) Uani 1 1 d . . . . .
N20 N 0.9766(2) 0.3917(3) 0.75586(10) 0.0267(5) Uani 1 1 d . . . . .
O32 O 0.8894(2) 0.6655(3) 0.65387(10) 0.0517(6) Uani 1 1 d . . . . .
O2 O 0.7961(2) 0.1163(3) 0.47507(9) 0.0561(7) Uani 1 1 d . . . . .
N30 N 0.8200(2) 0.7159(3) 0.69395(10) 0.0299(5) Uani 1 1 d . . . . .
C4 C 0.6326(3) 0.3027(3) 0.59771(11) 0.0249(6) Uani 1 1 d . . . . .
C11 C 0.8587(3) 0.1594(3) 0.60559(12) 0.0236(6) Uani 1 1 d . . . . .
C3 C 0.7330(3) 0.2125(3) 0.57118(11) 0.0248(6) Uani 1 1 d . . . . .
C10 C 0.4996(3) 0.3232(3) 0.56278(12) 0.0277(6) Uani 1 1 d . . . . .
C14 C 1.0214(3) 0.1644(3) 0.69272(12) 0.0282(6) Uani 1 1 d . . . . .
H14B H 1.096855 0.158189 0.665301 0.034 Uiso 1 1 calc R U . . .
H14A H 1.004920 0.055483 0.708261 0.034 Uiso 1 1 calc R U . . .
C15 C 1.0619(3) 0.2730(3) 0.74547(12) 0.0266(6) Uani 1 1 d . . . . .
C12 C 0.9404(3) 0.0244(3) 0.58166(13) 0.0329(7) Uani 1 1 d . . . . .
H12C H 1.022976 0.067035 0.565106 0.049 Uiso 1 1 calc R U . . .
H12A H 0.884856 -0.031840 0.549139 0.049 Uiso 1 1 calc R U . . .
H12B H 0.966604 -0.050217 0.615119 0.049 Uiso 1 1 calc R U . . .
C5 C 0.3893(3) 0.3963(3) 0.58828(13) 0.0291(6) Uani 1 1 d . . . . .
H5 H 0.399862 0.438279 0.628747 0.035 Uiso 1 1 calc R U . . .
C19 C 1.0075(3) 0.4906(3) 0.80380(13) 0.0365(7) Uani 1 1 d . . . . .
H19 H 0.947206 0.576446 0.810700 0.044 Uiso 1 1 calc R U . . .
C2 C 0.7132(3) 0.1694(4) 0.50699(12) 0.0351(7) Uani 1 1 d . . . . .
C9 C 0.4809(3) 0.2656(4) 0.50363(13) 0.0341(7) Uani 1 1 d . . . . .
C6 C 0.2658(3) 0.4071(3) 0.55436(14) 0.0330(6) Uani 1 1 d . . . . .
C18 C 1.1231(3) 0.4713(4) 0.84286(14) 0.0408(8) Uani 1 1 d . . . . .
H18 H 1.141945 0.541403 0.876668 0.049 Uiso 1 1 calc R U . . .
C16 C 1.1805(3) 0.2485(4) 0.78285(13) 0.0355(7) Uani 1 1 d . . . . .
H16 H 1.240532 0.163359 0.774616 0.043 Uiso 1 1 calc R U . . .
C7 C 0.2481(3) 0.3502(4) 0.49491(15) 0.0433(8) Uani 1 1 d . . . . .
H7 H 0.161773 0.359758 0.472057 0.052 Uiso 1 1 calc R U . . .
C17 C 1.2112(3) 0.3478(4) 0.83191(14) 0.0389(7) Uani 1 1 d . . . . .
H17 H 1.292287 0.331791 0.858073 0.047 Uiso 1 1 calc R U . . .
C8 C 0.3566(3) 0.2798(4) 0.46917(15) 0.0483(9) Uani 1 1 d . . . . .
H8 H 0.346451 0.241283 0.428195 0.058 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br6 C6 1.895(3) . ?
Cu1 O4 1.8918(18) . ?
Cu1 N13 1.934(2) . ?
Cu1 N20 1.963(2) . ?
Cu1 O31 2.0369(18) . ?
Cu1 O33 2.456(2) 2_646 ?
Cu1 O32 2.646(2) . ?
Cu1 O33 8.451(2) 2_656 ?
O4 C4 1.273(3) . ?
O31 N30 1.266(3) . ?
O1 C9 1.362(3) . ?
O1 C2 1.392(3) . ?
N13 C11 1.295(3) . ?
N13 C14 1.465(3) . ?
O33 N30 1.237(3) . ?
N20 C15 1.330(3) . ?
N20 C19 1.351(3) . ?
O32 N30 1.227(3) . ?
O2 C2 1.198(3) . ?
C4 C3 1.402(4) . ?
C4 C10 1.467(3) . ?
C11 C3 1.460(3) . ?
C11 C12 1.503(4) . ?
C3 C2 1.447(4) . ?
C10 C9 1.379(4) . ?
C10 C5 1.396(4) . ?
C14 C15 1.497(4) . ?
C14 H14B 0.9900 . ?
C14 H14A 0.9900 . ?
C15 C16 1.381(4) . ?
C12 H12C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C5 C6 1.371(4) . ?
C5 H5 0.9500 . ?
C19 C18 1.371(4) . ?
C19 H19 0.9500 . ?
C9 C8 1.385(4) . ?
C6 C7 1.382(4) . ?
C18 C17 1.380(4) . ?
C18 H18 0.9500 . ?
C16 C17 1.371(4) . ?
C16 H16 0.9500 . ?
C7 C8 1.376(4) . ?
C7 H7 0.9500 . ?
C17 H17 0.9500 . ?
C8 H8 0.9500 . ?

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
O4 Cu1 N13 92.12(8) . . ?
O4 Cu1 N20 172.42(9) . . ?
N13 Cu1 N20 84.70(9) . . ?
O4 Cu1 O31 91.62(8) . . ?
N13 Cu1 O31 159.57(9) . . ?
N20 Cu1 O31 93.75(8) . . ?
O4 Cu1 O33 90.70(8) . 2_646 ?
N13 Cu1 O33 125.40(8) . 2_646 ?
N20 Cu1 O33 85.57(8) . 2_646 ?
O31 Cu1 O33 74.61(7) . 2_646 ?
O4 Cu1 O32 98.70(8) . . ?
N13 Cu1 O32 106.85(8) . . ?
N20 Cu1 O32 88.82(9) . . ?
O31 Cu1 O32 52.73(7) . . ?
O33 Cu1 O32 126.50(7) 2_646 . ?
O4 Cu1 O33 96.92(6) . 2_656 ?
N13 Cu1 O33 153.35(7) . 2_656 ?
N20 Cu1 O33 88.91(6) . 2_656 ?
O31 Cu1 O33 7.30(6) . 2_656 ?
O33 Cu1 O33 79.64(5) 2_646 2_656 ?
O32 Cu1 O33 47.05(5) . 2_656 ?
C4 O4 Cu1 124.97(17) . . ?
N30 O31 Cu1 108.04(15) . . ?
C9 O1 C2 122.1(2) . . ?
C11 N13 C14 119.4(2) . . ?
C11 N13 Cu1 127.98(18) . . ?
C14 N13 Cu1 112.62(16) . . ?
C15 N20 C19 119.0(2) . . ?
C15 N20 Cu1 113.79(17) . . ?
C19 N20 Cu1 127.0(2) . . ?
N30 O32 Cu1 79.75(16) . . ?
O32 N30 O33 122.6(2) . . ?
O32 N30 O31 119.2(2) . . ?
O33 N30 O31 118.2(2) . . ?
O4 C4 C3 126.5(2) . . ?
O4 C4 C10 115.4(2) . . ?
C3 C4 C10 118.1(2) . . ?
N13 C11 C3 120.4(2) . . ?
N13 C11 C12 119.5(2) . . ?
C3 C11 C12 120.0(2) . . ?
C4 C3 C2 119.5(2) . . ?
C4 C3 C11 122.7(2) . . ?
C2 C3 C11 117.7(2) . . ?
C9 C10 C5 118.7(3) . . ?
C9 C10 C4 119.5(2) . . ?
C5 C10 C4 121.8(2) . . ?
N13 C14 C15 110.6(2) . . ?
N13 C14 H14B 109.5 . . ?
C15 C14 H14B 109.5 . . ?
N13 C14 H14A 109.5 . . ?
C15 C14 H14A 109.5 . . ?
H14B C14 H14A 108.1 . . ?
N20 C15 C16 121.3(2) . . ?
N20 C15 C14 117.0(2) . . ?
C16 C15 C14 121.6(2) . . ?
C11 C12 H12C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
H12C C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12C C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C6 C5 C10 119.4(3) . . ?
C6 C5 H5 120.3 . . ?
C10 C5 H5 120.3 . . ?
N20 C19 C18 122.3(3) . . ?
N20 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
O2 C2 O1 113.6(3) . . ?
O2 C2 C3 127.9(3) . . ?
O1 C2 C3 118.5(2) . . ?
O1 C9 C10 121.3(2) . . ?
O1 C9 C8 117.1(3) . . ?
C10 C9 C8 121.6(3) . . ?
C5 C6 C7 121.7(3) . . ?
C5 C6 Br6 119.4(2) . . ?
C7 C6 Br6 118.9(2) . . ?
C19 C18 C17 118.5(3) . . ?
C19 C18 H18 120.8 . . ?
C17 C18 H18 120.8 . . ?
C17 C16 C15 119.6(3) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C8 C7 C6 119.3(3) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C16 C17 C18 119.2(3) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C7 C8 C9 119.3(3) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C12 H12A O2 0.98 2.17 2.737(4) 115.8 . yes
C14 H14A O33 0.99 2.50 3.299(3) 137.9 1_545 yes
C19 H19 O31 0.95 2.58 3.095(4) 114.4 . yes
C12 H12C O2 0.98 2.55 3.179(3) 121.7 3_756 yes
C17 H17 O2 0.95 2.59 3.188(4) 121.0 4_666 yes

_refine_diff_density_max         0.714
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.075


_exptl_crystal_recrystallization_method 'from the synthesis'
####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 2496877'
loop_
_audit_author_name
_audit_author_address
'Ivan Potocnak'
;PJ Safarik University in Kosice
Slovakia
;
_audit_update_record             
;
2025-10-21 deposited with the CCDC.	2026-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H24 Br2 Cu2 N6 O12'
_chemical_formula_sum            'C34 H24 Br2 Cu2 N6 O12'
_chemical_formula_weight         995.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   9.3394(3)
_cell_length_b                   11.8109(4)
_cell_length_c                   16.5569(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.541(4)
_cell_angle_gamma                90
_cell_volume                     1759.56(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3892
_cell_measurement_theta_min      3.6600
_cell_measurement_theta_max      28.1900

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.879
_exptl_crystal_F_000             988
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.399
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    3.555
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.672
_exptl_absorpt_correction_T_max  0.852
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.3438
_diffrn_reflns_number            9184
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.846
_diffrn_reflns_theta_max         28.927
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.854
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.854
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.854
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             3976
_reflns_number_gt                3139
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0383P)²+0.3415P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3976
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0301
_refine_ls_wR_factor_ref         0.0790
_refine_ls_wR_factor_gt          0.0722
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.65480(3) 0.53478(2) 0.47722(2) 0.03340(9) Uani 1 1 d . . . . .
Br6 Br 0.14569(3) 0.97019(3) 0.42187(2) 0.06396(11) Uani 1 1 d . . . . .
O4 O 0.52460(15) 0.62772(13) 0.52079(9) 0.0353(3) Uani 1 1 d . . . . .
O31 O 0.52316(18) 0.56541(15) 0.36331(10) 0.0419(4) Uani 1 1 d . . . . .
O1 O 0.67603(18) 0.86159(16) 0.70806(10) 0.0475(4) Uani 1 1 d . . . . .
N13 N 0.7870(2) 0.51369(17) 0.58922(12) 0.0361(4) Uani 1 1 d . . . . .
O2 O 0.87738(19) 0.76350(19) 0.76342(11) 0.0613(5) Uani 1 1 d . . . . .
O32 O 0.6536(2) 0.71827(17) 0.38994(13) 0.0647(5) Uani 1 1 d . . . . .
N20 N 0.7848(2) 0.42381(18) 0.44403(12) 0.0402(5) Uani 1 1 d . . . . .
N30 N 0.5387(2) 0.67161(19) 0.34926(13) 0.0460(5) Uani 1 1 d . . . . .
C4 C 0.5785(2) 0.69699(19) 0.58203(13) 0.0309(4) Uani 1 1 d . . . . .
O33 O 0.4409(3) 0.7199(2) 0.29725(13) 0.0834(7) Uani 1 1 d . . . . .
C5 C 0.3795(2) 0.8324(2) 0.51309(14) 0.0369(5) Uani 1 1 d . . . . .
H5 H 0.345487 0.781289 0.467694 0.044 Uiso 1 1 calc R U . . .
C10 C 0.5015(2) 0.8046(2) 0.57981(13) 0.0331(5) Uani 1 1 d . . . . .
C3 C 0.7032(2) 0.6760(2) 0.64864(13) 0.0359(5) Uani 1 1 d . . . . .
C6 C 0.3096(3) 0.9342(2) 0.51386(15) 0.0431(6) Uani 1 1 d . . . . .
C11 C 0.7845(2) 0.5689(2) 0.65600(14) 0.0390(5) Uani 1 1 d . . . . .
C15 C 0.8813(2) 0.3739(2) 0.50910(16) 0.0421(6) Uani 1 1 d . . . . .
C9 C 0.5506(3) 0.8824(2) 0.64351(14) 0.0395(5) Uani 1 1 d . . . . .
C2 C 0.7597(3) 0.7642(2) 0.71025(14) 0.0430(6) Uani 1 1 d . . . . .
C14 C 0.8741(3) 0.4089(2) 0.59506(16) 0.0473(6) Uani 1 1 d . . . . .
H14B H 0.827107 0.348145 0.620287 0.057 Uiso 1 1 calc R U . . .
H14A H 0.975759 0.421431 0.631439 0.057 Uiso 1 1 calc R U . . .
C7 C 0.3575(3) 1.0104(2) 0.57920(18) 0.0536(7) Uani 1 1 d . . . . .
H7 H 0.306176 1.079865 0.579230 0.064 Uiso 1 1 calc R U . . .
C19 C 0.7809(3) 0.3928(3) 0.36541(17) 0.0539(7) Uani 1 1 d . . . . .
H19 H 0.712358 0.428824 0.319746 0.065 Uiso 1 1 calc R U . . .
C8 C 0.4793(3) 0.9847(2) 0.64371(18) 0.0542(7) Uani 1 1 d . . . . .
H8 H 0.514374 1.036952 0.688264 0.065 Uiso 1 1 calc R U . . .
C16 C 0.9799(3) 0.2921(2) 0.4965(2) 0.0554(7) Uani 1 1 d . . . . .
H16 H 1.050277 0.258570 0.542621 0.067 Uiso 1 1 calc R U . . .
C12 C 0.8583(3) 0.5218(3) 0.74146(17) 0.0628(8) Uani 1 1 d . . . . .
H12C H 0.818654 0.446151 0.746837 0.094 Uiso 1 1 calc R U . . .
H12A H 0.838508 0.571729 0.784496 0.094 Uiso 1 1 calc R U . . .
H12B H 0.965720 0.516800 0.748699 0.094 Uiso 1 1 calc R U . . .
C17 C 0.9731(3) 0.2607(3) 0.4153(2) 0.0669(9) Uani 1 1 d . . . . .
H17 H 1.038326 0.203881 0.405353 0.080 Uiso 1 1 calc R U . . .
C18 C 0.8736(3) 0.3102(3) 0.3493(2) 0.0644(8) Uani 1 1 d . . . . .
H18 H 0.868349 0.288317 0.293361 0.077 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 O4 1.9167(14) . ?
Cu1 N13 1.9488(18) . ?
Cu1 N20 1.9627(19) . ?
Cu1 O31 1.9892(16) . ?
Cu1 O4 2.5537(16) 3_666 ?
Cu1 O32 2.603(2) . ?
Br6 C6 1.896(2) . ?
O4 C4 1.295(2) . ?
O31 N30 1.291(3) . ?
O1 C9 1.380(3) . ?
O1 C2 1.386(3) . ?
N13 C11 1.289(3) . ?
N13 C14 1.470(3) . ?
O2 C2 1.210(3) . ?
O32 N30 1.233(3) . ?
N20 C15 1.342(3) . ?
N20 C19 1.343(3) . ?
N30 O33 1.217(3) . ?
C4 C3 1.395(3) . ?
C4 C10 1.457(3) . ?
C5 C6 1.370(3) . ?
C5 C10 1.397(3) . ?
C5 H5 0.9500 . ?
C10 C9 1.381(3) . ?
C3 C2 1.454(3) . ?
C3 C11 1.464(3) . ?
C6 C7 1.386(4) . ?
C11 C12 1.505(3) . ?
C15 C16 1.389(3) . ?
C15 C14 1.501(4) . ?
C9 C8 1.380(4) . ?
C14 H14B 0.9900 . ?
C14 H14A 0.9900 . ?
C7 C8 1.370(4) . ?
C7 H7 0.9500 . ?
C19 C18 1.377(4) . ?
C19 H19 0.9500 . ?
C8 H8 0.9500 . ?
C16 C17 1.379(4) . ?
C16 H16 0.9500 . ?
C12 H12C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C17 C18 1.363(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?

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
O4 Cu1 N13 91.09(7) . . ?
O4 Cu1 N20 172.01(8) . . ?
N13 Cu1 N20 84.23(8) . . ?
O4 Cu1 O31 87.67(6) . . ?
N13 Cu1 O31 176.79(8) . . ?
N20 Cu1 O31 97.33(8) . . ?
O4 Cu1 O4 86.61(6) . 3_666 ?
N13 Cu1 O4 98.17(7) . 3_666 ?
N20 Cu1 O4 87.65(7) . 3_666 ?
O31 Cu1 O4 84.72(6) . 3_666 ?
O4 Cu1 O32 79.83(7) . . ?
N13 Cu1 O32 122.82(8) . . ?
N20 Cu1 O32 108.14(8) . . ?
O31 Cu1 O32 54.03(7) . . ?
O4 Cu1 O32 136.69(6) 3_666 . ?
C4 O4 Cu1 120.23(13) . . ?
N30 O31 Cu1 106.06(14) . . ?
C9 O1 C2 121.62(18) . . ?
C11 N13 C14 120.40(19) . . ?
C11 N13 Cu1 126.82(16) . . ?
C14 N13 Cu1 111.62(15) . . ?
N30 O32 Cu1 78.74(14) . . ?
C15 N20 C19 119.8(2) . . ?
C15 N20 Cu1 113.66(16) . . ?
C19 N20 Cu1 126.51(17) . . ?
O33 N30 O32 123.8(3) . . ?
O33 N30 O31 118.9(2) . . ?
O32 N30 O31 117.3(2) . . ?
O4 C4 C3 125.0(2) . . ?
O4 C4 C10 116.47(18) . . ?
C3 C4 C10 118.5(2) . . ?
C6 C5 C10 119.2(2) . . ?
C6 C5 H5 120.4 . . ?
C10 C5 H5 120.4 . . ?
C9 C10 C5 118.8(2) . . ?
C9 C10 C4 120.0(2) . . ?
C5 C10 C4 121.2(2) . . ?
C4 C3 C2 119.8(2) . . ?
C4 C3 C11 121.6(2) . . ?
C2 C3 C11 118.57(19) . . ?
C5 C6 C7 121.5(2) . . ?
C5 C6 Br6 118.27(19) . . ?
C7 C6 Br6 120.2(2) . . ?
N13 C11 C3 119.6(2) . . ?
N13 C11 C12 120.7(2) . . ?
C3 C11 C12 119.6(2) . . ?
N20 C15 C16 121.0(2) . . ?
N20 C15 C14 116.7(2) . . ?
C16 C15 C14 122.3(2) . . ?
O1 C9 C8 117.7(2) . . ?
O1 C9 C10 120.8(2) . . ?
C8 C9 C10 121.5(2) . . ?
O2 C2 O1 114.9(2) . . ?
O2 C2 C3 126.4(2) . . ?
O1 C2 C3 118.68(19) . . ?
N13 C14 C15 109.52(19) . . ?
N13 C14 H14B 109.8 . . ?
C15 C14 H14B 109.8 . . ?
N13 C14 H14A 109.8 . . ?
C15 C14 H14A 109.8 . . ?
H14B C14 H14A 108.2 . . ?
C8 C7 C6 119.4(2) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
N20 C19 C18 121.7(3) . . ?
N20 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
C7 C8 C9 119.5(2) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C17 C16 C15 118.3(3) . . ?
C17 C16 H16 120.9 . . ?
C15 C16 H16 120.9 . . ?
C11 C12 H12C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
H12C C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12C C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C18 C17 C16 120.7(3) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C19 118.5(3) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C7 H7 O32 0.95 2.45 3.251(3) 142.4 3_676 yes
C12 H12A O2 0.98 2.33 2.877(4) 114.1 . yes

_refine_diff_density_max         0.600
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.061


_exptl_crystal_recrystallization_method 'from the synthesis'
####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 2496879'
loop_
_audit_author_name
_audit_author_address
'Ivan Potocnak'
;PJ Safarik University in Kosice
Slovakia
;
_audit_update_record             
;
2025-10-21 deposited with the CCDC.	2026-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H24 Cl2 Cu2 N6 O12'
_chemical_formula_sum            'C34 H24 Cl2 Cu2 N6 O12'
_chemical_formula_weight         906.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   9.1920(3)
_cell_length_b                   11.7488(4)
_cell_length_c                   16.3509(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.517(4)
_cell_angle_gamma                90
_cell_volume                     1701.45(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8620
_cell_measurement_theta_min      3.3790
_cell_measurement_theta_max      28.4100

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.770
_exptl_crystal_F_000             916
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.595
_exptl_crystal_size_mid          0.222
_exptl_crystal_size_min          0.164
_exptl_absorpt_coefficient_mu    1.485
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.763
_exptl_absorpt_correction_T_max  0.898
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
                        a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.3438
_diffrn_reflns_number            19563
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.880
_diffrn_reflns_theta_max         29.116
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.900
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.900
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.900
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4122
_reflns_number_gt                3380
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0381P)²+0.9679P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4122
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0855
_refine_ls_wR_factor_gt          0.0770
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.34487(3) 0.53557(2) 0.52388(2) 0.02512(9) Uani 1 1 d . . . . .
Cl6 Cl 0.85437(8) 0.96897(5) 0.57676(5) 0.05177(18) Uani 1 1 d . . . . .
O31 O 0.47974(17) 0.56166(13) 0.63918(9) 0.0308(3) Uani 1 1 d . . . . .
O4 O 0.47790(15) 0.63047(12) 0.48179(9) 0.0268(3) Uani 1 1 d . . . . .
O1 O 0.32716(18) 0.86919(14) 0.29521(10) 0.0358(4) Uani 1 1 d . . . . .
O2 O 0.12156(19) 0.77254(16) 0.23812(11) 0.0470(4) Uani 1 1 d . . . . .
N13 N 0.21136(19) 0.51747(15) 0.41029(11) 0.0273(4) Uani 1 1 d . . . . .
N30 N 0.4667(2) 0.66844(16) 0.65519(12) 0.0340(4) Uani 1 1 d . . . . .
O32 O 0.3508(2) 0.71768(15) 0.61571(12) 0.0485(4) Uani 1 1 d . . . . .
N20 N 0.2126(2) 0.42214(15) 0.55522(12) 0.0300(4) Uani 1 1 d . . . . .
O33 O 0.5686(3) 0.71437(17) 0.70799(12) 0.0622(6) Uani 1 1 d . . . . .
C10 C 0.5039(2) 0.80930(17) 0.42417(12) 0.0258(4) Uani 1 1 d . . . . .
C4 C 0.4238(2) 0.70116(17) 0.42077(12) 0.0243(4) Uani 1 1 d . . . . .
C5 C 0.6274(2) 0.83557(18) 0.49172(13) 0.0287(4) Uani 1 1 d . . . . .
H5 H 0.660448 0.783724 0.537522 0.034 Uiso 1 1 calc R U . . .
C15 C 0.1157(2) 0.37347(18) 0.48828(15) 0.0314(5) Uani 1 1 d . . . . .
C3 C 0.2981(2) 0.68221(18) 0.35316(13) 0.0277(4) Uani 1 1 d . . . . .
C2 C 0.2411(2) 0.7721(2) 0.29191(13) 0.0327(5) Uani 1 1 d . . . . .
C11 C 0.2142(2) 0.57521(19) 0.34357(13) 0.0293(4) Uani 1 1 d . . . . .
C14 C 0.1229(3) 0.41267(19) 0.40220(14) 0.0353(5) Uani 1 1 d . . . . .
H14B H 0.170093 0.352953 0.375078 0.042 Uiso 1 1 calc R U . . .
H14A H 0.019529 0.426477 0.365852 0.042 Uiso 1 1 calc R U . . .
C9 C 0.4547(2) 0.88842(19) 0.35978(13) 0.0303(5) Uani 1 1 d . . . . .
C19 C 0.2174(3) 0.3875(2) 0.63368(16) 0.0395(5) Uani 1 1 d . . . . .
H19 H 0.286294 0.422795 0.680643 0.047 Uiso 1 1 calc R U . . .
C16 C 0.0175(3) 0.28927(19) 0.49907(18) 0.0419(6) Uani 1 1 d . . . . .
H16 H -0.053081 0.256862 0.451415 0.050 Uiso 1 1 calc R U . . .
C18 C 0.1251(3) 0.3019(2) 0.64829(18) 0.0466(6) Uani 1 1 d . . . . .
H18 H 0.131325 0.276982 0.704400 0.056 Uiso 1 1 calc R U . . .
C17 C 0.0236(3) 0.2533(2) 0.57964(19) 0.0488(7) Uani 1 1 d . . . . .
H17 H -0.042180 0.194768 0.588142 0.059 Uiso 1 1 calc R U . . .
C6 C 0.7009(3) 0.9368(2) 0.49156(15) 0.0345(5) Uani 1 1 d . . . . .
C7 C 0.6530(3) 1.0153(2) 0.42626(16) 0.0401(6) Uani 1 1 d . . . . .
H7 H 0.705401 1.085219 0.427187 0.048 Uiso 1 1 calc R U . . .
C8 C 0.5291(3) 0.9906(2) 0.36046(16) 0.0414(6) Uani 1 1 d . . . . .
H8 H 0.494647 1.043612 0.315568 0.050 Uiso 1 1 calc R U . . .
C12 C 0.1388(3) 0.5297(2) 0.25659(15) 0.0459(6) Uani 1 1 d . . . . .
H12C H 0.177174 0.453220 0.250624 0.069 Uiso 1 1 calc R U . . .
H12A H 0.160801 0.580054 0.213591 0.069 Uiso 1 1 calc R U . . .
H12B H 0.029474 0.526330 0.248873 0.069 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 O4 1.9137(14) . ?
Cu1 N13 1.9446(17) . ?
Cu1 N20 1.9620(18) . ?
Cu1 O31 1.9836(14) . ?
Cu1 O4 2.5591(14) 3_666 ?
Cu1 O32 2.6060(18) . ?
Cl6 C6 1.739(2) . ?
O31 N30 1.294(2) . ?
O4 C4 1.291(2) . ?
O1 C9 1.370(3) . ?
O1 C2 1.381(3) . ?
O2 C2 1.210(3) . ?
N13 C11 1.291(3) . ?
N13 C14 1.462(3) . ?
N30 O33 1.217(2) . ?
N30 O32 1.232(3) . ?
N20 C19 1.335(3) . ?
N20 C15 1.341(3) . ?
C10 C9 1.386(3) . ?
C10 C5 1.390(3) . ?
C10 C4 1.462(3) . ?
C4 C3 1.387(3) . ?
C5 C6 1.368(3) . ?
C5 H5 0.9500 . ?
C15 C16 1.382(3) . ?
C15 C14 1.499(3) . ?
C3 C2 1.453(3) . ?
C3 C11 1.461(3) . ?
C11 C12 1.503(3) . ?
C14 H14B 0.9900 . ?
C14 H14A 0.9900 . ?
C9 C8 1.380(3) . ?
C19 C18 1.377(3) . ?
C19 H19 0.9500 . ?
C16 C17 1.370(4) . ?
C16 H16 0.9500 . ?
C18 C17 1.377(4) . ?
C18 H18 0.9500 . ?
C17 H17 0.9500 . ?
C6 C7 1.391(3) . ?
C7 C8 1.372(4) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C12 H12C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 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
O4 Cu1 N13 91.20(7) . . ?
O4 Cu1 N20 171.80(7) . . ?
N13 Cu1 N20 84.17(7) . . ?
O4 Cu1 O31 87.40(6) . . ?
N13 Cu1 O31 177.38(7) . . ?
N20 Cu1 O31 97.48(7) . . ?
O4 Cu1 O4 87.53(5) . 3_666 ?
N13 Cu1 O4 97.31(6) . 3_666 ?
N20 Cu1 O4 86.36(6) . 3_666 ?
O31 Cu1 O4 84.85(5) . 3_666 ?
O4 Cu1 O32 79.16(6) . . ?
N13 Cu1 O32 123.41(7) . . ?
N20 Cu1 O32 109.04(7) . . ?
O31 Cu1 O32 54.13(6) . . ?
O4 Cu1 O32 137.00(5) 3_666 . ?
N30 O31 Cu1 105.91(12) . . ?
C4 O4 Cu1 120.10(13) . . ?
C9 O1 C2 121.96(16) . . ?
C11 N13 C14 120.17(18) . . ?
C11 N13 Cu1 126.84(15) . . ?
C14 N13 Cu1 111.85(13) . . ?
O33 N30 O32 123.8(2) . . ?
O33 N30 O31 118.6(2) . . ?
O32 N30 O31 117.58(18) . . ?
N30 O32 Cu1 78.37(12) . . ?
C19 N20 C15 119.9(2) . . ?
C19 N20 Cu1 126.48(16) . . ?
C15 N20 Cu1 113.54(15) . . ?
C9 C10 C5 119.0(2) . . ?
C9 C10 C4 119.70(19) . . ?
C5 C10 C4 121.26(18) . . ?
O4 C4 C3 125.40(19) . . ?
O4 C4 C10 116.34(17) . . ?
C3 C4 C10 118.26(18) . . ?
C6 C5 C10 119.3(2) . . ?
C6 C5 H5 120.3 . . ?
C10 C5 H5 120.3 . . ?
N20 C15 C16 121.0(2) . . ?
N20 C15 C14 116.67(19) . . ?
C16 C15 C14 122.3(2) . . ?
C4 C3 C2 120.19(19) . . ?
C4 C3 C11 121.81(18) . . ?
C2 C3 C11 117.92(18) . . ?
O2 C2 O1 115.1(2) . . ?
O2 C2 C3 126.5(2) . . ?
O1 C2 C3 118.42(18) . . ?
N13 C11 C3 119.40(18) . . ?
N13 C11 C12 120.3(2) . . ?
C3 C11 C12 120.2(2) . . ?
N13 C14 C15 109.69(17) . . ?
N13 C14 H14B 109.7 . . ?
C15 C14 H14B 109.7 . . ?
N13 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
H14B C14 H14A 108.2 . . ?
O1 C9 C8 118.00(19) . . ?
O1 C9 C10 120.82(19) . . ?
C8 C9 C10 121.1(2) . . ?
N20 C19 C18 121.7(2) . . ?
N20 C19 H19 119.1 . . ?
C18 C19 H19 119.1 . . ?
C17 C16 C15 118.9(2) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C17 C18 C19 118.4(2) . . ?
C17 C18 H18 120.8 . . ?
C19 C18 H18 120.8 . . ?
C16 C17 C18 120.0(2) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C5 C6 C7 121.6(2) . . ?
C5 C6 Cl6 118.87(18) . . ?
C7 C6 Cl6 119.54(18) . . ?
C8 C7 C6 119.2(2) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C7 C8 C9 119.7(2) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C11 C12 H12C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
H12C C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12C C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C7 H7 O32 0.95 2.43 3.209(3) 138.6 3_676 yes
C12 H12A O2 0.98 2.34 2.868(3) 112.9 . yes
C14 H14A O2 0.99 2.58 3.204(3) 120.9 2_545 yes

_refine_diff_density_max         0.468
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.068


_exptl_crystal_recrystallization_method 'from the synthesis'
