#------------------------------------------------------------------------------
#$Date: 2025-07-05 03:38:36 +0300 (Sat, 05 Jul 2025) $
#$Revision: 300354 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/38/7063878.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7063878
loop_
_publ_author_name
'Ajaykamal, Tamilarasan'
'Bharadwaj, Vishnubhotla V Sai Siva'
'Köckerling, Martin'
'Vadivelu, Prabha'
'Palaniandavar, Mallayan'
_publ_section_title
;
 Copper(II)-Flavonolate Complexes of Sterically Hindering 3N Ligands as
 Enzyme-Substrate Models for Copper(II) Quercetin 2,4-Dioxygenase:
 Experimental and Computational Study on the Dioxygenation Reactivity
;
_journal_name_full               'New Journal of Chemistry'
_journal_paper_doi               10.1039/D4NJ05389C
_journal_year                    2025
_chemical_formula_moiety         '(C28 H30 Cu N3 O3 1+), (O4 Cl 1-)'
_chemical_formula_sum            'C28 H30 Cl Cu N3 O7'
_chemical_formula_weight         619.54
_chemical_name_systematic
'(4-oxo-2-phenyl-4H-chromen-3-olate)-(1-methyl-4-((6-methylpyridin-2-yl)methyl)-1,4-diazepane)-copper(II) perchlorate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             july-9-2022
_audit_creation_method           'ciftab-2016 (M. Köckerling, 2016)'
_audit_update_record
;
2022-07-09 deposited with the CCDC.	2025-06-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.908(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.8840(6)
_cell_length_b                   15.2319(8)
_cell_length_c                   15.1533(7)
_cell_measurement_reflns_used    9769
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      30.324
_cell_measurement_theta_min      2.674
_cell_volume                     2718.6(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0657
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            84903
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.999
_diffrn_reflns_theta_min         2.209
_exptl_absorpt_coefficient_mu    0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker-Nonius SADABS'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_method    none
_exptl_crystal_description       'irregular block'
_exptl_crystal_F_000             1284
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_transmission_factor_max   0.74620
_exptl_transmission_factor_min   0.70000
_refine_diff_density_max         1.945
_refine_diff_density_min         -0.687
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       0.0024(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         7230
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0564
_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)+(0.0681P)²+7.8244P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1383
_refine_ls_wR_factor_ref         0.1606
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5383
_reflns_number_total             7230
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj05389c2.cif
_cod_data_source_block           Cu3N6Pyfla
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7063878
_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.
;
_shelx_estimated_absorpt_t_min   0.903
_shelx_estimated_absorpt_t_max   0.928
_shelxl_version_number           2014-1
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'
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 0.39870(3) 0.55435(2) 0.23048(3) 0.0233(1) Uani 1 1 d . . . . .
O1 O 0.3957(2) 0.6396(2) 0.3208(2) 0.0429(7) Uani 1 1 d . . . . .
O2 O 0.2474(2) 0.5072(2) 0.2513(2) 0.0281(5) Uani 1 1 d . . . . .
O3 O 0.2055(2) 0.6795(2) 0.4382(2) 0.0276(5) Uani 1 1 d . . . . .
N1 N 0.5475(3) 0.4923(2) 0.3225(3) 0.056(1) Uani 1 1 d . . . . .
N2 N 0.4061(2) 0.4511(2) 0.1534(2) 0.0289(6) Uani 1 1 d . . . . .
N3 N 0.3232(2) 0.6148(2) 0.0957(2) 0.0275(6) Uani 1 1 d . . . . .
C1 C 0.6233(5) 0.5456(3) 0.4003(4) 0.061(1) Uani 1 1 d . . . . .
H1A H 0.6904 0.5111 0.4395 0.092 Uiso 1 1 calc R U . . .
H1B H 0.5844 0.5651 0.4407 0.092 Uiso 1 1 calc R U . . .
H1C H 0.6467 0.5969 0.3739 0.092 Uiso 1 1 calc R U . . .
C2 C 0.5117(5) 0.4098(3) 0.3533(4) 0.062(1) Uani 1 1 d . . . . .
H2A H 0.4484 0.4233 0.3723 0.074 Uiso 1 1 calc R U . . .
H2B H 0.5757 0.3878 0.4114 0.074 Uiso 1 1 calc R U . . .
C3 C 0.6106(4) 0.4670(3) 0.2542(3) 0.049(1) Uani 1 1 d . . . . .
H3A H 0.6625 0.5150 0.2543 0.059 Uiso 1 1 calc R U . . .
H3B H 0.6561 0.4130 0.2783 0.059 Uiso 1 1 calc R U . . .
C4 C 0.5208(3) 0.4522(2) 0.1517(3) 0.0322(7) Uani 1 1 d . . . . .
H4A H 0.5250 0.4998 0.1087 0.039 Uiso 1 1 calc R U . . .
H4B H 0.5351 0.3957 0.1263 0.039 Uiso 1 1 calc R U . . .
C5 C 0.4746(5) 0.3382(3) 0.2807(5) 0.075(2) Uani 1 1 d . . . . .
H5A H 0.5394 0.3190 0.2662 0.090 Uiso 1 1 calc R U . . .
H5B H 0.4488 0.2873 0.3071 0.090 Uiso 1 1 calc R U . . .
C6 C 0.3836(4) 0.3679(3) 0.1935(5) 0.059(1) Uani 1 1 d . . . . .
H6A H 0.3148 0.3757 0.2065 0.071 Uiso 1 1 calc R U . . .
H6B H 0.3670 0.3215 0.1439 0.071 Uiso 1 1 calc R U . . .
C7 C 0.3162(3) 0.4608(3) 0.0561(3) 0.0388(9) Uani 1 1 d . . . . .
H7A H 0.2434 0.4395 0.0555 0.047 Uiso 1 1 calc R U . . .
H7B H 0.3348 0.4248 0.0100 0.047 Uiso 1 1 calc R U . . .
C8 C 0.3043(3) 0.5545(3) 0.0254(2) 0.0328(8) Uani 1 1 d . . . . .
C9 C 0.2682(4) 0.5765(4) -0.0714(3) 0.060(2) Uani 1 1 d . . . . .
H9A H 0.2553 0.5325 -0.1191 0.072 Uiso 1 1 calc R U . . .
C10 C 0.2517(4) 0.6632(5) -0.0961(4) 0.082(2) Uani 1 1 d . . . . .
H10A H 0.2285 0.6807 -0.1615 0.098 Uiso 1 1 calc R U . . .
C11 C 0.2689(4) 0.7246(4) -0.0257(5) 0.072(2) Uani 1 1 d . . . . .
H11A H 0.2563 0.7849 -0.0430 0.087 Uiso 1 1 calc R U . . .
C12 C 0.3047(3) 0.7006(3) 0.0715(3) 0.044(1) Uani 1 1 d . . . . .
C13 C 0.3197(5) 0.7653(3) 0.1498(5) 0.069(2) Uani 1 1 d . . . . .
H13A H 0.3450 0.7347 0.2118 0.104 Uiso 1 1 calc R U . . .
H13B H 0.2473 0.7947 0.1365 0.104 Uiso 1 1 calc R U . . .
H13C H 0.3767 0.8090 0.1523 0.104 Uiso 1 1 calc R U . . .
C14 C 0.3102(3) 0.6328(2) 0.3467(2) 0.0264(6) Uani 1 1 d . . . . .
C15 C 0.2309(3) 0.5606(2) 0.3070(2) 0.0224(6) Uani 1 1 d . . . . .
C16 C 0.1370(3) 0.5538(2) 0.3358(2) 0.0243(6) Uani 1 1 d . . . . .
C17 C 0.1271(3) 0.6153(2) 0.3993(2) 0.0269(6) Uani 1 1 d . . . . .
C18 C 0.0362(3) 0.6147(3) 0.4271(3) 0.0362(8) Uani 1 1 d . . . . .
H18A H 0.0301 0.6581 0.4698 0.043 Uiso 1 1 calc R U . . .
C19 C -0.0442(3) 0.5498(3) 0.3910(3) 0.0409(9) Uani 1 1 d . . . . .
H19A H -0.1070 0.5488 0.4086 0.049 Uiso 1 1 calc R U . . .
C20 C -0.0350(3) 0.4852(3) 0.3290(3) 0.0394(9) Uani 1 1 d . . . . .
H20A H -0.0904 0.4400 0.3062 0.047 Uiso 1 1 calc R U . . .
C21 C 0.0539(3) 0.4870(2) 0.3008(2) 0.0305(7) Uani 1 1 d . . . . .
H21A H 0.0595 0.4435 0.2580 0.037 Uiso 1 1 calc R U . . .
C22 C 0.2961(3) 0.6887(2) 0.4128(2) 0.0244(6) Uani 1 1 d . . . . .
C23 C 0.3705(3) 0.7604(2) 0.4662(2) 0.0246(6) Uani 1 1 d . . . . .
C24 C 0.4516(3) 0.7971(2) 0.4371(3) 0.0330(7) Uani 1 1 d . . . . .
H24A H 0.4605 0.7747 0.3821 0.040 Uiso 1 1 calc R U . . .
C25 C 0.5186(3) 0.8663(3) 0.4890(3) 0.0369(8) Uani 1 1 d . . . . .
H25A H 0.5714 0.8923 0.4677 0.044 Uiso 1 1 calc R U . . .
C26 C 0.5099(3) 0.8982(2) 0.5717(3) 0.0338(8) Uani 1 1 d . . . . .
H26A H 0.5575 0.9448 0.6073 0.041 Uiso 1 1 calc R U . . .
C27 C 0.4319(3) 0.8617(2) 0.6015(2) 0.0313(7) Uani 1 1 d . . . . .
H27A H 0.4259 0.8828 0.6582 0.038 Uiso 1 1 calc R U . . .
C28 C 0.3619(3) 0.7940(2) 0.5490(2) 0.0270(6) Uani 1 1 d . . . . .
H28A H 0.3073 0.7701 0.5696 0.032 Uiso 1 1 calc R U . . .
Cl1 Cl 0.63990(7) 0.69762(6) 0.15979(6) 0.0314(2) Uani 1 1 d . . . . .
O4 O 0.6848(3) 0.7845(2) 0.1644(2) 0.0525(8) Uani 1 1 d . . . . .
O5 O 0.5837(3) 0.6902(2) 0.2244(2) 0.0443(7) Uani 1 1 d . . . . .
O6 O 0.5616(3) 0.6796(2) 0.0632(2) 0.0533(8) Uani 1 1 d . . . . .
O7 O 0.7301(3) 0.6346(2) 0.1861(3) 0.063(1) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0034 0.0017 '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 0.1507 0.1611 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0066 0.0034 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0114 0.0062 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3234 1.2742 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O1 Cu1 N2 170.6(1) . .
O1 Cu1 N1 96.3(2) . .
N2 Cu1 N1 77.5(1) . .
O1 Cu1 N3 105.5(1) . .
N2 Cu1 N3 83.6(1) . .
N1 Cu1 N3 142.4(2) . .
O1 Cu1 O2 80.98(9) . .
N2 Cu1 O2 94.7(1) . .
N1 Cu1 O2 112.4(1) . .
N3 Cu1 O2 101.2(1) . .
C14 O1 Cu1 115.2(2) . .
C15 O2 Cu1 106.5(2) . .
C17 O3 C22 121.3(3) . .
C1 N1 C2 114.6(4) . .
C1 N1 C3 108.2(4) . .
C2 N1 C3 107.7(4) . .
C1 N1 Cu1 115.3(3) . .
C2 N1 Cu1 106.1(3) . .
C3 N1 Cu1 104.3(2) . .
C7 N2 C6 107.0(3) . .
C7 N2 C4 111.5(3) . .
C6 N2 C4 112.1(3) . .
C7 N2 Cu1 107.8(2) . .
C6 N2 Cu1 111.8(3) . .
C4 N2 Cu1 106.6(2) . .
C8 N3 C12 119.2(3) . .
C8 N3 Cu1 109.6(2) . .
C12 N3 Cu1 130.7(3) . .
N1 C1 H1A 109.5 . .
N1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
N1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
N1 C2 C5 116.0(4) . .
N1 C2 H2A 108.3 . .
C5 C2 H2A 108.3 . .
N1 C2 H2B 108.3 . .
C5 C2 H2B 108.3 . .
H2A C2 H2B 107.4 . .
C4 C3 N1 108.5(3) . .
C4 C3 H3A 110.0 . .
N1 C3 H3A 110.0 . .
C4 C3 H3B 110.0 . .
N1 C3 H3B 110.0 . .
H3A C3 H3B 108.4 . .
N2 C4 C3 109.4(3) . .
N2 C4 H4A 109.8 . .
C3 C4 H4A 109.8 . .
N2 C4 H4B 109.8 . .
C3 C4 H4B 109.8 . .
H4A C4 H4B 108.3 . .
C6 C5 C2 110.3(5) . .
C6 C5 H5A 109.6 . .
C2 C5 H5A 109.6 . .
C6 C5 H5B 109.6 . .
C2 C5 H5B 109.6 . .
H5A C5 H5B 108.1 . .
C5 C6 N2 115.0(4) . .
C5 C6 H6A 108.5 . .
N2 C6 H6A 108.5 . .
C5 C6 H6B 108.5 . .
N2 C6 H6B 108.5 . .
H6A C6 H6B 107.5 . .
N2 C7 C8 110.4(3) . .
N2 C7 H7A 109.6 . .
C8 C7 H7A 109.6 . .
N2 C7 H7B 109.6 . .
C8 C7 H7B 109.6 . .
H7A C7 H7B 108.1 . .
N3 C8 C9 123.0(4) . .
N3 C8 C7 116.3(3) . .
C9 C8 C7 120.6(4) . .
C10 C9 C8 118.2(5) . .
C10 C9 H9A 120.9 . .
C8 C9 H9A 120.9 . .
C9 C10 C11 119.3(4) . .
C9 C10 H10A 120.4 . .
C11 C10 H10A 120.4 . .
C10 C11 C12 121.4(5) . .
C10 C11 H11A 119.3 . .
C12 C11 H11A 119.3 . .
N3 C12 C11 119.0(5) . .
N3 C12 C13 118.1(4) . .
C11 C12 C13 122.9(5) . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
O1 C14 C22 122.7(3) . .
O1 C14 C15 118.0(3) . .
C22 C14 C15 119.3(3) . .
O2 C15 C16 123.3(3) . .
O2 C15 C14 119.2(3) . .
C16 C15 C14 117.5(3) . .
C17 C16 C21 118.5(3) . .
C17 C16 C15 119.0(3) . .
C21 C16 C15 122.4(3) . .
O3 C17 C16 121.8(3) . .
O3 C17 C18 116.1(3) . .
C16 C17 C18 122.0(3) . .
C19 C18 C17 118.2(4) . .
C19 C18 H18A 120.9 . .
C17 C18 H18A 120.9 . .
C18 C19 C20 121.2(3) . .
C18 C19 H19A 119.4 . .
C20 C19 H19A 119.4 . .
C21 C20 C19 120.2(3) . .
C21 C20 H20A 119.9 . .
C19 C20 H20A 119.9 . .
C20 C21 C16 119.8(3) . .
C20 C21 H21A 120.1 . .
C16 C21 H21A 120.1 . .
O3 C22 C14 121.0(3) . .
O3 C22 C23 111.2(3) . .
C14 C22 C23 127.8(3) . .
C28 C23 C24 118.4(3) . .
C28 C23 C22 119.8(3) . .
C24 C23 C22 121.8(3) . .
C25 C24 C23 119.7(3) . .
C25 C24 H24A 120.1 . .
C23 C24 H24A 120.1 . .
C24 C25 C26 121.2(3) . .
C24 C25 H25A 119.4 . .
C26 C25 H25A 119.4 . .
C27 C26 C25 119.4(3) . .
C27 C26 H26A 120.3 . .
C25 C26 H26A 120.3 . .
C26 C27 C28 120.3(3) . .
C26 C27 H27A 119.9 . .
C28 C27 H27A 119.9 . .
C27 C28 C23 121.1(3) . .
C27 C28 H28A 119.5 . .
C23 C28 H28A 119.5 . .
O6 Cl1 O7 108.2(2) . .
O6 Cl1 O4 109.3(2) . .
O7 Cl1 O4 109.8(2) . .
O6 Cl1 O5 109.9(2) . .
O7 Cl1 O5 109.4(2) . .
O4 Cl1 O5 110.1(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.898(2) .
Cu1 N2 1.984(3) .
Cu1 N1 2.085(4) .
Cu1 N3 2.087(3) .
Cu1 O2 2.217(2) .
O1 C14 1.314(4) .
O2 C15 1.251(4) .
O3 C17 1.357(4) .
O3 C22 1.377(4) .
N1 C1 1.439(6) .
N1 C2 1.478(5) .
N1 C3 1.601(7) .
N2 C7 1.468(5) .
N2 C6 1.484(5) .
N2 C4 1.488(4) .
N3 C8 1.351(5) .
N3 C12 1.352(5) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C5 1.483(8) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C4 1.532(5) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.439(8) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.489(6) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.389(5) .
C9 C10 1.365(9) .
C9 H9A 0.9500 .
C10 C11 1.37(1) .
C10 H10A 0.9500 .
C11 C12 1.402(7) .
C11 H11A 0.9500 .
C12 C13 1.493(7) .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 C22 1.383(4) .
C14 C15 1.455(4) .
C15 C16 1.447(4) .
C16 C17 1.384(5) .
C16 C21 1.415(4) .
C17 C18 1.396(5) .
C18 C19 1.375(5) .
C18 H18A 0.9500 .
C19 C20 1.399(6) .
C19 H19A 0.9500 .
C20 C21 1.375(5) .
C20 H20A 0.9500 .
C21 H21A 0.9500 .
C22 C23 1.461(4) .
C23 C28 1.399(4) .
C23 C24 1.405(5) .
C24 C25 1.387(5) .
C24 H24A 0.9500 .
C25 C26 1.390(5) .
C25 H25A 0.9500 .
C26 C27 1.375(5) .
C26 H26A 0.9500 .
C27 C28 1.388(5) .
C27 H27A 0.9500 .
C28 H28A 0.9500 .
Cl1 O6 1.428(3) .
Cl1 O7 1.434(3) .
Cl1 O4 1.434(3) .
Cl1 O5 1.439(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
C1 H1C O5 0.98 2.51 3.334(6) 141.2 .
C3 H3A O7 0.99 2.42 3.353(6) 156.0 .
C6 H6A O2 0.99 2.39 3.097(5) 128.0 .
C6 H6B O3 0.99 2.48 3.418(6) 157.7 2_545
C7 H7B O6 0.99 2.60 3.554(5) 162.4 3_665
C13 H13A O1 0.98 2.09 3.047(7) 164.4 .
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
N1 Cu1 O1 C14 -114.5(3) . . . .
N3 Cu1 O1 C14 96.5(3) . . . .
O2 Cu1 O1 C14 -2.7(3) . . . .
C1 N1 C2 C5 -156.2(5) . . . .
C3 N1 C2 C5 -35.7(6) . . . .
Cu1 N1 C2 C5 75.5(5) . . . .
C1 N1 C3 C4 -152.4(4) . . . .
C2 N1 C3 C4 83.2(4) . . . .
Cu1 N1 C3 C4 -29.2(4) . . . .
C7 N2 C4 C3 164.8(3) . . . .
C6 N2 C4 C3 -75.3(4) . . . .
Cu1 N2 C4 C3 47.4(3) . . . .
N1 C3 C4 N2 -9.6(4) . . . .
N1 C2 C5 C6 -56.3(7) . . . .
C2 C5 C6 N2 51.5(7) . . . .
C7 N2 C6 C5 168.3(5) . . . .
C4 N2 C6 C5 45.8(6) . . . .
Cu1 N2 C6 C5 -73.9(5) . . . .
C6 N2 C7 C8 158.1(3) . . . .
C4 N2 C7 C8 -79.0(3) . . . .
Cu1 N2 C7 C8 37.7(3) . . . .
C12 N3 C8 C9 1.1(5) . . . .
Cu1 N3 C8 C9 -171.7(3) . . . .
C12 N3 C8 C7 -174.6(3) . . . .
Cu1 N3 C8 C7 12.7(4) . . . .
N2 C7 C8 N3 -34.2(4) . . . .
N2 C7 C8 C9 150.0(3) . . . .
N3 C8 C9 C10 0.3(6) . . . .
C7 C8 C9 C10 175.8(4) . . . .
C8 C9 C10 C11 -1.3(7) . . . .
C9 C10 C11 C12 0.9(8) . . . .
C8 N3 C12 C11 -1.4(5) . . . .
Cu1 N3 C12 C11 169.5(3) . . . .
C8 N3 C12 C13 176.5(4) . . . .
Cu1 N3 C12 C13 -12.5(5) . . . .
C10 C11 C12 N3 0.5(7) . . . .
C10 C11 C12 C13 -177.4(5) . . . .
Cu1 O1 C14 C22 179.1(3) . . . .
Cu1 O1 C14 C15 2.0(4) . . . .
Cu1 O2 C15 C16 178.0(2) . . . .
Cu1 O2 C15 C14 -2.9(3) . . . .
O1 C14 C15 O2 1.0(5) . . . .
C22 C14 C15 O2 -176.1(3) . . . .
O1 C14 C15 C16 -179.9(3) . . . .
C22 C14 C15 C16 3.0(5) . . . .
O2 C15 C16 C17 178.8(3) . . . .
C14 C15 C16 C17 -0.2(4) . . . .
O2 C15 C16 C21 -1.8(5) . . . .
C14 C15 C16 C21 179.2(3) . . . .
C22 O3 C17 C16 2.9(5) . . . .
C22 O3 C17 C18 -177.2(3) . . . .
C21 C16 C17 O3 177.9(3) . . . .
C15 C16 C17 O3 -2.7(5) . . . .
C21 C16 C17 C18 -2.1(5) . . . .
C15 C16 C17 C18 177.4(3) . . . .
O3 C17 C18 C19 -178.7(3) . . . .
C16 C17 C18 C19 1.2(5) . . . .
C17 C18 C19 C20 0.6(6) . . . .
C18 C19 C20 C21 -1.6(6) . . . .
C19 C20 C21 C16 0.8(5) . . . .
C17 C16 C21 C20 1.0(5) . . . .
C15 C16 C21 C20 -178.4(3) . . . .
C17 O3 C22 C14 0.1(5) . . . .
C17 O3 C22 C23 -178.2(3) . . . .
O1 C14 C22 O3 -180.0(3) . . . .
C15 C14 C22 O3 -3.0(5) . . . .
O1 C14 C22 C23 -2.0(6) . . . .
C15 C14 C22 C23 175.0(3) . . . .
O3 C22 C23 C28 16.3(4) . . . .
C14 C22 C23 C28 -161.8(3) . . . .
O3 C22 C23 C24 -163.9(3) . . . .
C14 C22 C23 C24 18.0(5) . . . .
C28 C23 C24 C25 -1.5(5) . . . .
C22 C23 C24 C25 178.7(3) . . . .
C23 C24 C25 C26 2.3(6) . . . .
C24 C25 C26 C27 -1.3(6) . . . .
C25 C26 C27 C28 -0.5(5) . . . .
C26 C27 C28 C23 1.2(5) . . . .
C24 C23 C28 C27 -0.2(5) . . . .
C22 C23 C28 C27 179.6(3) . . . .
