#------------------------------------------------------------------------------
#$Date: 2022-10-07 04:11:14 +0300 (Fri, 07 Oct 2022) $
#$Revision: 278459 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/17/7061739.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_7061739
loop_
_publ_author_name
'Shaikh, Sabiha A.'
'Bhat, Satish S.'
'Revankar, Vidyanand K.'
'S., Naveen'
'Kumara, Karthik'
'Lokanath, N. K.'
'Butcher, Ray J.'
'Kumbar, Vijay'
'Bhat, Kishore'
_publ_section_title
;
 Copper(i) complexes with quinolone appended 1,8-naphthalimide conjugates:
 structural characterization, DNA and protein binding and cytotoxicity
 studies
;
_journal_issue                   35
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              16801
_journal_page_last               16812
_journal_paper_doi               10.1039/D2NJ02655D
_journal_volume                  46
_journal_year                    2022
_chemical_formula_sum            'C51 H41 Cl Cu N7 O9'
_chemical_formula_weight         994.90
_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
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-08-06 deposited with the CCDC.	2022-08-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.641(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.118(5)
_cell_length_b                   23.545(5)
_cell_length_c                   14.614(4)
_cell_measurement_reflns_used    9688
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.661
_cell_measurement_theta_min      3.015
_cell_volume                     4415(2)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Apex 2 (Bruker 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  Rigaku
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.1043
_diffrn_reflns_av_unetI/netI     0.1178
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22116
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.661
_diffrn_reflns_theta_min         3.015
_exptl_absorpt_coefficient_mu    0.625
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_description       rectangle
_exptl_crystal_F_000             2056
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.566
_refine_diff_density_min         -0.638
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     624
_refine_ls_number_reflns         9688
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0708
_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)+(0.0702P)²+3.2299P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1616
_refine_ls_wR_factor_ref         0.1913
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6549
_reflns_number_total             9688
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj02655d2.cif
_cod_data_source_block           complex3
_cod_depositor_comments
'Adding full bibliography for 7061736--7061739.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7061739
_shelx_shelxl_version_number     2018/3
_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'
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 0.57912(4) 0.41899(2) 0.28587(3) 0.02123(14) Uani 1 1 d . . . . .
O1 O 0.8880(3) 0.35424(12) 0.4919(2) 0.0392(8) Uani 1 1 d . . . . .
O2 O 0.8220(3) 0.50531(13) 0.2800(2) 0.0335(7) Uani 1 1 d . . . . .
O3 O 0.3324(2) 0.34707(12) 0.2734(2) 0.0314(7) Uani 1 1 d . . . . .
O4 O 0.5607(3) 0.24060(13) 0.1991(2) 0.0352(7) Uani 1 1 d . . . . .
N1 N 0.4780(3) 0.43517(12) 0.1398(2) 0.0198(7) Uani 1 1 d . . . . .
N2 N 0.6652(3) 0.38653(13) 0.2170(2) 0.0220(7) Uani 1 1 d . . . . .
N3 N 0.8601(3) 0.42984(14) 0.3876(2) 0.0251(7) Uani 1 1 d . . . . .
N4 N 0.6048(3) 0.47676(13) 0.3972(2) 0.0210(7) Uani 1 1 d . . . . .
N5 N 0.5951(3) 0.36387(13) 0.4000(2) 0.0235(7) Uani 1 1 d . . . . .
N6 N 0.4430(3) 0.29106(13) 0.2358(2) 0.0231(7) Uani 1 1 d . . . . .
C1 C 0.3867(3) 0.46399(14) 0.1030(3) 0.0179(7) Uani 1 1 d . . . . .
C2 C 0.3452(3) 0.48382(16) 0.1704(3) 0.0232(8) Uani 1 1 d . . . . .
H2A H 0.382027 0.476928 0.240569 0.028 Uiso 1 1 calc R U . . .
C3 C 0.2532(3) 0.51265(17) 0.1357(3) 0.0278(9) Uani 1 1 d . . . . .
H3A H 0.227162 0.526047 0.182049 0.033 Uiso 1 1 calc R U . . .
C4 C 0.1953(4) 0.52305(17) 0.0305(3) 0.0290(9) Uani 1 1 d . . . . .
H4A H 0.130720 0.542716 0.007180 0.035 Uiso 1 1 calc R U . . .
C5 C 0.2335(3) 0.50448(16) -0.0363(3) 0.0270(9) Uani 1 1 d . . . . .
H5A H 0.195124 0.511509 -0.106226 0.032 Uiso 1 1 calc R U . . .
C6 C 0.3300(3) 0.47478(15) -0.0024(3) 0.0199(8) Uani 1 1 d . . . . .
C7 C 0.3725(3) 0.45482(15) -0.0685(3) 0.0224(8) Uani 1 1 d . . . . .
H7A H 0.336770 0.460917 -0.138980 0.027 Uiso 1 1 calc R U . . .
C8 C 0.4653(3) 0.42676(15) -0.0301(3) 0.0230(8) Uani 1 1 d . . . . .
H8A H 0.494709 0.413160 -0.073714 0.028 Uiso 1 1 calc R U . . .
C9 C 0.5178(3) 0.41789(15) 0.0752(3) 0.0201(7) Uani 1 1 d . . . . .
C10 C 0.6168(3) 0.38781(15) 0.1203(3) 0.0223(8) Uani 1 1 d . . . . .
H10A H 0.645012 0.369523 0.079326 0.027 Uiso 1 1 calc R U . . .
C11 C 0.7610(3) 0.35323(17) 0.2621(3) 0.0269(9) Uani 1 1 d . . . . .
H11A H 0.766721 0.328367 0.209998 0.032 Uiso 1 1 calc R U . . .
H11B H 0.757353 0.328603 0.315435 0.032 Uiso 1 1 calc R U . . .
C12 C 0.8582(3) 0.39076(18) 0.3075(3) 0.0273(9) Uani 1 1 d . . . . .
H12A H 0.920366 0.365931 0.335515 0.033 Uiso 1 1 calc R U . . .
H12B H 0.863498 0.413523 0.252828 0.033 Uiso 1 1 calc R U . . .
C13 C 0.8448(3) 0.48793(17) 0.3651(3) 0.0261(9) Uani 1 1 d . . . . .
C14 C 0.8586(3) 0.52669(17) 0.4496(3) 0.0248(8) Uani 1 1 d . . . . .
C15 C 0.8481(3) 0.58451(17) 0.4336(3) 0.0291(9) Uani 1 1 d . . . . .
H15A H 0.832806 0.599357 0.368539 0.035 Uiso 1 1 calc R U . . .
C16 C 0.8600(4) 0.62179(18) 0.5132(3) 0.0329(10) Uani 1 1 d . . . . .
H16A H 0.851861 0.661530 0.501177 0.039 Uiso 1 1 calc R U . . .
C17 C 0.8830(3) 0.60112(19) 0.6074(3) 0.0337(10) Uani 1 1 d . . . . .
H17A H 0.890365 0.626773 0.660175 0.040 Uiso 1 1 calc R U . . .
C18 C 0.8960(3) 0.54218(18) 0.6280(3) 0.0280(9) Uani 1 1 d . . . . .
C19 C 0.9208(4) 0.5187(2) 0.7241(3) 0.0351(10) Uani 1 1 d . . . . .
H19A H 0.930869 0.543107 0.779145 0.042 Uiso 1 1 calc R U . . .
C20 C 0.9307(4) 0.4613(2) 0.7393(3) 0.0356(10) Uani 1 1 d . . . . .
H20A H 0.947297 0.446342 0.804644 0.043 Uiso 1 1 calc R U . . .
C21 C 0.9165(4) 0.42391(19) 0.6591(3) 0.0322(10) Uani 1 1 d . . . . .
H21A H 0.923143 0.384083 0.670435 0.039 Uiso 1 1 calc R U . . .
C22 C 0.8931(3) 0.44510(17) 0.5650(3) 0.0253(8) Uani 1 1 d . . . . .
C23 C 0.8806(3) 0.40580(17) 0.4812(3) 0.0276(9) Uani 1 1 d . . . . .
C24 C 0.8829(3) 0.50437(17) 0.5473(3) 0.0240(8) Uani 1 1 d . . . . .
C25 C 0.5971(3) 0.53512(15) 0.3913(3) 0.0205(8) Uani 1 1 d . . . . .
C26 C 0.5748(3) 0.56224(17) 0.2986(3) 0.0247(8) Uani 1 1 d . . . . .
H26A H 0.565327 0.540224 0.240925 0.030 Uiso 1 1 calc R U . . .
C27 C 0.5668(4) 0.62034(17) 0.2913(3) 0.0284(9) Uani 1 1 d . . . . .
H27A H 0.552353 0.638256 0.228595 0.034 Uiso 1 1 calc R U . . .
C28 C 0.5800(4) 0.65395(17) 0.3766(3) 0.0297(9) Uani 1 1 d . . . . .
H28A H 0.572701 0.694051 0.370336 0.036 Uiso 1 1 calc R U . . .
C29 C 0.6033(3) 0.62858(16) 0.4678(3) 0.0276(9) Uani 1 1 d . . . . .
H29A H 0.614011 0.651381 0.524903 0.033 Uiso 1 1 calc R U . . .
C30 C 0.6116(3) 0.56828(15) 0.4780(3) 0.0216(8) Uani 1 1 d . . . . .
C31 C 0.6359(3) 0.54012(17) 0.5709(3) 0.0246(8) Uani 1 1 d . . . . .
H31A H 0.647896 0.561221 0.630112 0.030 Uiso 1 1 calc R U . . .
C32 C 0.6417(3) 0.48268(17) 0.5738(3) 0.0239(8) Uani 1 1 d . . . . .
H32A H 0.657399 0.463117 0.635310 0.029 Uiso 1 1 calc R U . . .
C33 C 0.6243(3) 0.45201(15) 0.4853(3) 0.0222(8) Uani 1 1 d . . . . .
C34 C 0.6260(3) 0.38969(15) 0.4845(3) 0.0211(8) Uani 1 1 d . . . . .
H34A H 0.649727 0.368875 0.545720 0.025 Uiso 1 1 calc R U . . .
C35 C 0.6021(3) 0.30152(15) 0.4002(3) 0.0264(9) Uani 1 1 d . . . . .
H35A H 0.631530 0.287800 0.470659 0.032 Uiso 1 1 calc R U . . .
H35B H 0.650407 0.290158 0.370093 0.032 Uiso 1 1 calc R U . . .
C36 C 0.4961(3) 0.27318(16) 0.3416(3) 0.0254(9) Uani 1 1 d . . . . .
H36A H 0.506206 0.231509 0.343764 0.031 Uiso 1 1 calc R U . . .
H36B H 0.450348 0.281765 0.375961 0.031 Uiso 1 1 calc R U . . .
C37 C 0.3559(3) 0.32625(16) 0.2083(3) 0.0250(8) Uani 1 1 d . . . . .
C38 C 0.2923(3) 0.33511(16) 0.0999(3) 0.0241(8) Uani 1 1 d . . . . .
C39 C 0.1976(4) 0.36266(17) 0.0678(3) 0.0303(9) Uani 1 1 d . . . . .
H39A H 0.174459 0.376441 0.116087 0.036 Uiso 1 1 calc R U . . .
C40 C 0.1350(4) 0.37063(18) -0.0351(3) 0.0327(10) Uani 1 1 d . . . . .
H40A H 0.069264 0.388897 -0.056131 0.039 Uiso 1 1 calc R U . . .
C41 C 0.1692(4) 0.35182(18) -0.1057(3) 0.0333(10) Uani 1 1 d . . . . .
H41A H 0.127532 0.358416 -0.175153 0.040 Uiso 1 1 calc R U . . .
C42 C 0.2649(3) 0.32301(16) -0.0763(3) 0.0260(9) Uani 1 1 d . . . . .
C43 C 0.3038(4) 0.30149(17) -0.1451(3) 0.0324(10) Uani 1 1 d . . . . .
H43A H 0.263801 0.306720 -0.215279 0.039 Uiso 1 1 calc R U . . .
C44 C 0.3957(4) 0.27391(17) -0.1136(3) 0.0295(9) Uani 1 1 d . . . . .
H44A H 0.419965 0.260924 -0.161642 0.035 Uiso 1 1 calc R U . . .
C45 C 0.4567(4) 0.26406(16) -0.0095(3) 0.0267(9) Uani 1 1 d . . . . .
H45A H 0.520987 0.244200 0.012309 0.032 Uiso 1 1 calc R U . . .
C46 C 0.4212(3) 0.28378(15) 0.0597(3) 0.0246(8) Uani 1 1 d . . . . .
C47 C 0.4819(3) 0.26992(16) 0.1677(3) 0.0263(9) Uani 1 1 d . . . . .
C48 C 0.3278(3) 0.31377(15) 0.0287(3) 0.0223(8) Uani 1 1 d . . . . .
Cl1 Cl 1.08080(8) 0.67330(4) 0.90465(7) 0.0277(2) Uani 1 1 d . . . . .
O5 O 1.1856(3) 0.65256(14) 0.9386(2) 0.0392(8) Uani 1 1 d . . . . .
O6 O 1.0527(3) 0.70256(15) 0.8098(2) 0.0457(9) Uani 1 1 d . . . . .
O7 O 1.0118(3) 0.62594(15) 0.8911(3) 0.0509(9) Uani 1 1 d . . . . .
O8 O 1.0728(3) 0.71178(14) 0.9775(2) 0.0446(9) Uani 1 1 d . . . . .
O9 O 0.7361(4) 0.37289(16) 0.7312(3) 0.0638(13) Uani 1 1 d . . . . .
N7 N 0.6892(4) 0.29168(16) 0.7842(3) 0.0408(10) Uani 1 1 d . . . . .
C49 C 0.6666(4) 0.26426(19) 0.6887(4) 0.0415(12) Uani 1 1 d . . . . .
H49A H 0.719374 0.275168 0.664717 0.062 Uiso 1 1 calc R U . . .
H49B H 0.597638 0.276100 0.639416 0.062 Uiso 1 1 calc R U . . .
H49C H 0.667654 0.222956 0.697300 0.062 Uiso 1 1 calc R U . . .
C50 C 0.6747(5) 0.2601(2) 0.8627(4) 0.0552(16) Uani 1 1 d . . . . .
H50A H 0.685286 0.285525 0.919330 0.083 Uiso 1 1 calc R U . . .
H50B H 0.725084 0.228937 0.885773 0.083 Uiso 1 1 calc R U . . .
H50C H 0.603774 0.244697 0.836076 0.083 Uiso 1 1 calc R U . . .
C51 C 0.7237(5) 0.3454(2) 0.7965(4) 0.0552(17) Uani 1 1 d . . . . .
H51A H 0.739496 0.363118 0.859599 0.066 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Cu1 N4 135.00(14) . . ?
N2 Cu1 N1 81.61(13) . . ?
N4 Cu1 N1 121.55(12) . . ?
N2 Cu1 N5 106.28(13) . . ?
N4 Cu1 N5 81.39(13) . . ?
N1 Cu1 N5 139.25(13) . . ?
C9 N1 C1 118.6(3) . . ?
C9 N1 Cu1 111.1(3) . . ?
C1 N1 Cu1 129.9(2) . . ?
C10 N2 C11 118.4(3) . . ?
C10 N2 Cu1 112.5(3) . . ?
C11 N2 Cu1 127.8(2) . . ?
C23 N3 C13 125.0(3) . . ?
C23 N3 C12 116.8(3) . . ?
C13 N3 C12 118.1(3) . . ?
C33 N4 C25 118.4(3) . . ?
C33 N4 Cu1 112.1(2) . . ?
C25 N4 Cu1 129.3(2) . . ?
C34 N5 C35 118.4(3) . . ?
C34 N5 Cu1 111.2(2) . . ?
C35 N5 Cu1 128.2(2) . . ?
C37 N6 C47 124.2(3) . . ?
C37 N6 C36 118.3(3) . . ?
C47 N6 C36 117.5(3) . . ?
N1 C1 C2 119.3(3) . . ?
N1 C1 C6 122.0(3) . . ?
C2 C1 C6 118.8(3) . . ?
C3 C2 C1 120.7(4) . . ?
C3 C2 H2A 119.7 . . ?
C1 C2 H2A 119.7 . . ?
C2 C3 C4 121.1(4) . . ?
C2 C3 H3A 119.5 . . ?
C4 C3 H3A 119.5 . . ?
C5 C4 C3 119.6(4) . . ?
C5 C4 H4A 120.2 . . ?
C3 C4 H4A 120.2 . . ?
C4 C5 C6 120.8(4) . . ?
C4 C5 H5A 119.6 . . ?
C6 C5 H5A 119.6 . . ?
C7 C6 C5 122.9(3) . . ?
C7 C6 C1 118.0(4) . . ?
C5 C6 C1 119.1(3) . . ?
C8 C7 C6 119.3(3) . . ?
C8 C7 H7A 120.4 . . ?
C6 C7 H7A 120.4 . . ?
C7 C8 C9 119.8(4) . . ?
C7 C8 H8A 120.1 . . ?
C9 C8 H8A 120.1 . . ?
N1 C9 C8 122.2(4) . . ?
N1 C9 C10 115.6(3) . . ?
C8 C9 C10 122.1(3) . . ?
N2 C10 C9 118.6(3) . . ?
N2 C10 H10A 120.7 . . ?
C9 C10 H10A 120.7 . . ?
N2 C11 C12 112.3(3) . . ?
N2 C11 H11A 109.1 . . ?
C12 C11 H11A 109.1 . . ?
N2 C11 H11B 109.1 . . ?
C12 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
N3 C12 C11 114.8(4) . . ?
N3 C12 H12A 108.6 . . ?
C11 C12 H12A 108.6 . . ?
N3 C12 H12B 108.6 . . ?
C11 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
O2 C13 N3 121.0(4) . . ?
O2 C13 C14 122.1(4) . . ?
N3 C13 C14 116.9(3) . . ?
C15 C14 C24 119.9(4) . . ?
C15 C14 C13 120.0(4) . . ?
C24 C14 C13 120.1(3) . . ?
C14 C15 C16 120.5(4) . . ?
C14 C15 H15A 119.7 . . ?
C16 C15 H15A 119.7 . . ?
C17 C16 C15 120.4(4) . . ?
C17 C16 H16A 119.8 . . ?
C15 C16 H16A 119.8 . . ?
C16 C17 C18 121.2(4) . . ?
C16 C17 H17A 119.4 . . ?
C18 C17 H17A 119.4 . . ?
C19 C18 C17 123.5(4) . . ?
C19 C18 C24 118.1(4) . . ?
C17 C18 C24 118.4(4) . . ?
C20 C19 C18 121.0(4) . . ?
C20 C19 H19A 119.5 . . ?
C18 C19 H19A 119.5 . . ?
C19 C20 C21 120.7(4) . . ?
C19 C20 H20A 119.6 . . ?
C21 C20 H20A 119.6 . . ?
C22 C21 C20 119.9(4) . . ?
C22 C21 H21A 120.0 . . ?
C20 C21 H21A 120.0 . . ?
C21 C22 C24 120.5(4) . . ?
C21 C22 C23 119.9(4) . . ?
C24 C22 C23 119.6(3) . . ?
O1 C23 N3 120.0(4) . . ?
O1 C23 C22 122.5(4) . . ?
N3 C23 C22 117.4(3) . . ?
C22 C24 C14 120.8(3) . . ?
C22 C24 C18 119.7(4) . . ?
C14 C24 C18 119.6(4) . . ?
N4 C25 C26 119.4(3) . . ?
N4 C25 C30 120.8(3) . . ?
C26 C25 C30 119.8(3) . . ?
C27 C26 C25 120.3(4) . . ?
C27 C26 H26A 119.9 . . ?
C25 C26 H26A 119.9 . . ?
C26 C27 C28 120.6(4) . . ?
C26 C27 H27A 119.7 . . ?
C28 C27 H27A 119.7 . . ?
C29 C28 C27 120.1(4) . . ?
C29 C28 H28A 120.0 . . ?
C27 C28 H28A 120.0 . . ?
C28 C29 C30 120.8(4) . . ?
C28 C29 H29A 119.6 . . ?
C30 C29 H29A 119.6 . . ?
C31 C30 C25 118.8(3) . . ?
C31 C30 C29 122.8(3) . . ?
C25 C30 C29 118.4(3) . . ?
C32 C31 C30 119.0(3) . . ?
C32 C31 H31A 120.5 . . ?
C30 C31 H31A 120.5 . . ?
C31 C32 C33 119.8(3) . . ?
C31 C32 H32A 120.1 . . ?
C33 C32 H32A 120.1 . . ?
N4 C33 C32 123.3(3) . . ?
N4 C33 C34 115.3(3) . . ?
C32 C33 C34 121.5(3) . . ?
N5 C34 C33 118.9(3) . . ?
N5 C34 H34A 120.6 . . ?
C33 C34 H34A 120.6 . . ?
N5 C35 C36 112.6(3) . . ?
N5 C35 H35A 109.1 . . ?
C36 C35 H35A 109.1 . . ?
N5 C35 H35B 109.1 . . ?
C36 C35 H35B 109.1 . . ?
H35A C35 H35B 107.8 . . ?
N6 C36 C35 114.4(3) . . ?
N6 C36 H36A 108.7 . . ?
C35 C36 H36A 108.7 . . ?
N6 C36 H36B 108.7 . . ?
C35 C36 H36B 108.7 . . ?
H36A C36 H36B 107.6 . . ?
O3 C37 N6 120.2(4) . . ?
O3 C37 C38 122.3(4) . . ?
N6 C37 C38 117.5(3) . . ?
C39 C38 C48 120.2(4) . . ?
C39 C38 C37 120.1(4) . . ?
C48 C38 C37 119.6(4) . . ?
C38 C39 C40 121.0(4) . . ?
C38 C39 H39A 119.5 . . ?
C40 C39 H39A 119.5 . . ?
C41 C40 C39 119.8(4) . . ?
C41 C40 H40A 120.1 . . ?
C39 C40 H40A 120.1 . . ?
C40 C41 C42 121.0(4) . . ?
C40 C41 H41A 119.5 . . ?
C42 C41 H41A 119.5 . . ?
C41 C42 C43 123.9(4) . . ?
C41 C42 C48 119.1(4) . . ?
C43 C42 C48 116.9(4) . . ?
C44 C43 C42 122.0(4) . . ?
C44 C43 H43A 119.0 . . ?
C42 C43 H43A 119.0 . . ?
C43 C44 C45 120.7(4) . . ?
C43 C44 H44A 119.6 . . ?
C45 C44 H44A 119.6 . . ?
C46 C45 C44 119.1(4) . . ?
C46 C45 H45A 120.5 . . ?
C44 C45 H45A 120.5 . . ?
C45 C46 C48 121.0(4) . . ?
C45 C46 C47 118.6(4) . . ?
C48 C46 C47 120.3(4) . . ?
O4 C47 N6 119.6(3) . . ?
O4 C47 C46 123.7(4) . . ?
N6 C47 C46 116.7(4) . . ?
C46 C48 C38 121.0(3) . . ?
C46 C48 C42 120.2(4) . . ?
C38 C48 C42 118.7(4) . . ?
O5 Cl1 O8 110.2(2) . . ?
O5 Cl1 O7 109.0(2) . . ?
O8 Cl1 O7 109.5(2) . . ?
O5 Cl1 O6 108.9(2) . . ?
O8 Cl1 O6 109.5(2) . . ?
O7 Cl1 O6 109.7(2) . . ?
C51 N7 C49 118.2(4) . . ?
C51 N7 C50 122.6(4) . . ?
C49 N7 C50 119.2(4) . . ?
N7 C49 H49A 109.5 . . ?
N7 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N7 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N7 C50 H50A 109.5 . . ?
N7 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N7 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
O9 C51 N7 123.8(5) . . ?
O9 C51 H51A 118.1 . . ?
N7 C51 H51A 118.1 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N2 2.023(3) . ?
Cu1 N4 2.034(3) . ?
Cu1 N1 2.050(3) . ?
Cu1 N5 2.050(3) . ?
O1 C23 1.223(5) . ?
O2 C13 1.218(5) . ?
O3 C37 1.232(5) . ?
O4 C47 1.225(5) . ?
N1 C9 1.347(5) . ?
N1 C1 1.353(5) . ?
N2 C10 1.288(5) . ?
N2 C11 1.461(5) . ?
N3 C23 1.395(5) . ?
N3 C13 1.402(5) . ?
N3 C12 1.480(5) . ?
N4 C33 1.333(5) . ?
N4 C25 1.378(5) . ?
N5 C34 1.279(5) . ?
N5 C35 1.471(4) . ?
N6 C37 1.396(5) . ?
N6 C47 1.413(5) . ?
N6 C36 1.472(5) . ?
C1 C2 1.419(5) . ?
C1 C6 1.431(5) . ?
C2 C3 1.362(6) . ?
C2 H2A 0.9500 . ?
C3 C4 1.429(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.370(6) . ?
C4 H4A 0.9500 . ?
C5 C6 1.424(6) . ?
C5 H5A 0.9500 . ?
C6 C7 1.413(5) . ?
C7 C8 1.361(6) . ?
C7 H7A 0.9500 . ?
C8 C9 1.418(5) . ?
C8 H8A 0.9500 . ?
C9 C10 1.456(5) . ?
C10 H10A 0.9500 . ?
C11 C12 1.532(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.481(6) . ?
C14 C15 1.379(5) . ?
C14 C24 1.422(6) . ?
C15 C16 1.410(6) . ?
C15 H15A 0.9500 . ?
C16 C17 1.366(6) . ?
C16 H16A 0.9500 . ?
C17 C18 1.415(6) . ?
C17 H17A 0.9500 . ?
C18 C19 1.412(6) . ?
C18 C24 1.427(5) . ?
C19 C20 1.367(7) . ?
C19 H19A 0.9500 . ?
C20 C21 1.412(6) . ?
C20 H20A 0.9500 . ?
C21 C22 1.367(6) . ?
C21 H21A 0.9500 . ?
C22 C24 1.416(6) . ?
C22 C23 1.486(5) . ?
C25 C26 1.410(5) . ?
C25 C30 1.427(5) . ?
C26 C27 1.373(5) . ?
C26 H26A 0.9500 . ?
C27 C28 1.422(6) . ?
C27 H27A 0.9500 . ?
C28 C29 1.369(6) . ?
C28 H28A 0.9500 . ?
C29 C30 1.427(5) . ?
C29 H29A 0.9500 . ?
C30 C31 1.418(5) . ?
C31 C32 1.354(5) . ?
C31 H31A 0.9500 . ?
C32 C33 1.411(5) . ?
C32 H32A 0.9500 . ?
C33 C34 1.468(5) . ?
C34 H34A 0.9500 . ?
C35 C36 1.533(6) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.474(5) . ?
C38 C39 1.381(6) . ?
C38 C48 1.421(6) . ?
C39 C40 1.403(6) . ?
C39 H39A 0.9500 . ?
C40 C41 1.382(7) . ?
C40 H40A 0.9500 . ?
C41 C42 1.410(6) . ?
C41 H41A 0.9500 . ?
C42 C43 1.425(6) . ?
C42 C48 1.433(5) . ?
C43 C44 1.349(7) . ?
C43 H43A 0.9500 . ?
C44 C45 1.421(6) . ?
C44 H44A 0.9500 . ?
C45 C46 1.383(6) . ?
C45 H45A 0.9500 . ?
C46 C48 1.395(6) . ?
C46 C47 1.485(5) . ?
Cl1 O5 1.436(3) . ?
Cl1 O8 1.437(3) . ?
Cl1 O7 1.439(4) . ?
Cl1 O6 1.448(3) . ?
O9 C51 1.226(6) . ?
N7 C51 1.339(6) . ?
N7 C49 1.447(6) . ?
N7 C50 1.452(6) . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 H51A 0.9500 . ?
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
C10 H10A O5 0.95 2.57 3.381(5) 144.1 3_766 yes
C11 H11A O5 0.99 2.57 3.321(5) 132.9 3_766 yes
C11 H11B O1 0.99 2.54 3.078(5) 114.0 . yes
C32 H32A O9 0.95 2.53 3.345(6) 143.7 . yes
C34 H34A O9 0.95 2.47 3.301(5) 146.4 . yes
C35 H35B O4 0.99 2.56 3.099(5) 113.9 . yes
C50 H50A O5 0.98 2.57 3.431(6) 146.7 3_767 yes
C50 H50C O6 0.98 2.55 3.428(6) 149.7 2_646 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 N1 C1 C2 -178.3(3) . . . . ?
Cu1 N1 C1 C2 -5.4(5) . . . . ?
C9 N1 C1 C6 2.2(5) . . . . ?
Cu1 N1 C1 C6 175.1(3) . . . . ?
N1 C1 C2 C3 -179.6(4) . . . . ?
C6 C1 C2 C3 0.0(6) . . . . ?
C1 C2 C3 C4 0.8(6) . . . . ?
C2 C3 C4 C5 -0.9(6) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?
C4 C5 C6 C7 180.0(4) . . . . ?
C4 C5 C6 C1 0.6(6) . . . . ?
N1 C1 C6 C7 -0.6(5) . . . . ?
C2 C1 C6 C7 179.9(3) . . . . ?
N1 C1 C6 C5 178.9(3) . . . . ?
C2 C1 C6 C5 -0.7(5) . . . . ?
C5 C6 C7 C8 -180.0(4) . . . . ?
C1 C6 C7 C8 -0.6(5) . . . . ?
C6 C7 C8 C9 0.1(6) . . . . ?
C1 N1 C9 C8 -2.7(5) . . . . ?
Cu1 N1 C9 C8 -176.9(3) . . . . ?
C1 N1 C9 C10 179.2(3) . . . . ?
Cu1 N1 C9 C10 5.1(4) . . . . ?
C7 C8 C9 N1 1.6(6) . . . . ?
C7 C8 C9 C10 179.5(3) . . . . ?
C11 N2 C10 C9 176.1(3) . . . . ?
Cu1 N2 C10 C9 8.0(4) . . . . ?
N1 C9 C10 N2 -9.1(5) . . . . ?
C8 C9 C10 N2 172.8(4) . . . . ?
C10 N2 C11 C12 108.0(4) . . . . ?
Cu1 N2 C11 C12 -86.0(4) . . . . ?
C23 N3 C12 C11 74.5(5) . . . . ?
C13 N3 C12 C11 -107.5(4) . . . . ?
N2 C11 C12 N3 59.4(5) . . . . ?
C23 N3 C13 O2 -176.2(4) . . . . ?
C12 N3 C13 O2 5.9(6) . . . . ?
C23 N3 C13 C14 4.4(6) . . . . ?
C12 N3 C13 C14 -173.5(4) . . . . ?
O2 C13 C14 C15 -1.6(7) . . . . ?
N3 C13 C14 C15 177.8(4) . . . . ?
O2 C13 C14 C24 178.6(4) . . . . ?
N3 C13 C14 C24 -2.0(6) . . . . ?
C24 C14 C15 C16 -0.8(7) . . . . ?
C13 C14 C15 C16 179.3(4) . . . . ?
C14 C15 C16 C17 0.6(7) . . . . ?
C15 C16 C17 C18 0.3(7) . . . . ?
C16 C17 C18 C19 179.3(4) . . . . ?
C16 C17 C18 C24 -1.0(7) . . . . ?
C17 C18 C19 C20 178.8(5) . . . . ?
C24 C18 C19 C20 -0.9(7) . . . . ?
C18 C19 C20 C21 0.1(7) . . . . ?
C19 C20 C21 C22 0.3(7) . . . . ?
C20 C21 C22 C24 -0.1(7) . . . . ?
C20 C21 C22 C23 178.6(4) . . . . ?
C13 N3 C23 O1 176.6(4) . . . . ?
C12 N3 C23 O1 -5.5(6) . . . . ?
C13 N3 C23 C22 -3.8(6) . . . . ?
C12 N3 C23 C22 174.1(4) . . . . ?
C21 C22 C23 O1 1.7(7) . . . . ?
C24 C22 C23 O1 -179.6(4) . . . . ?
C21 C22 C23 N3 -177.9(4) . . . . ?
C24 C22 C23 N3 0.7(6) . . . . ?
C21 C22 C24 C14 -180.0(4) . . . . ?
C23 C22 C24 C14 1.3(6) . . . . ?
C21 C22 C24 C18 -0.7(6) . . . . ?
C23 C22 C24 C18 -179.4(4) . . . . ?
C15 C14 C24 C22 179.4(4) . . . . ?
C13 C14 C24 C22 -0.7(6) . . . . ?
C15 C14 C24 C18 0.1(6) . . . . ?
C13 C14 C24 C18 -180.0(4) . . . . ?
C19 C18 C24 C22 1.1(6) . . . . ?
C17 C18 C24 C22 -178.6(4) . . . . ?
C19 C18 C24 C14 -179.6(4) . . . . ?
C17 C18 C24 C14 0.8(6) . . . . ?
C33 N4 C25 C26 -179.0(4) . . . . ?
Cu1 N4 C25 C26 -4.5(6) . . . . ?
C33 N4 C25 C30 1.2(6) . . . . ?
Cu1 N4 C25 C30 175.7(3) . . . . ?
N4 C25 C26 C27 180.0(4) . . . . ?
C30 C25 C26 C27 -0.2(6) . . . . ?
C25 C26 C27 C28 -0.5(7) . . . . ?
C26 C27 C28 C29 1.5(7) . . . . ?
C27 C28 C29 C30 -1.8(7) . . . . ?
N4 C25 C30 C31 1.0(6) . . . . ?
C26 C25 C30 C31 -178.8(4) . . . . ?
N4 C25 C30 C29 179.7(4) . . . . ?
C26 C25 C30 C29 -0.2(6) . . . . ?
C28 C29 C30 C31 179.8(4) . . . . ?
C28 C29 C30 C25 1.2(6) . . . . ?
C25 C30 C31 C32 -1.8(6) . . . . ?
C29 C30 C31 C32 179.6(4) . . . . ?
C30 C31 C32 C33 0.4(6) . . . . ?
C25 N4 C33 C32 -2.7(6) . . . . ?
Cu1 N4 C33 C32 -178.1(3) . . . . ?
C25 N4 C33 C34 177.0(4) . . . . ?
Cu1 N4 C33 C34 1.6(4) . . . . ?
C31 C32 C33 N4 2.0(6) . . . . ?
C31 C32 C33 C34 -177.7(4) . . . . ?
C35 N5 C34 C33 177.0(4) . . . . ?
Cu1 N5 C34 C33 12.2(5) . . . . ?
N4 C33 C34 N5 -9.7(6) . . . . ?
C32 C33 C34 N5 170.0(4) . . . . ?
C34 N5 C35 C36 121.5(4) . . . . ?
Cu1 N5 C35 C36 -76.7(4) . . . . ?
C37 N6 C36 C35 -107.7(4) . . . . ?
C47 N6 C36 C35 74.2(4) . . . . ?
N5 C35 C36 N6 57.6(5) . . . . ?
C47 N6 C37 O3 -173.4(4) . . . . ?
C36 N6 C37 O3 8.6(5) . . . . ?
C47 N6 C37 C38 9.1(6) . . . . ?
C36 N6 C37 C38 -168.9(3) . . . . ?
O3 C37 C38 C39 -6.7(6) . . . . ?
N6 C37 C38 C39 170.8(4) . . . . ?
O3 C37 C38 C48 175.1(4) . . . . ?
N6 C37 C38 C48 -7.5(5) . . . . ?
C48 C38 C39 C40 -0.6(6) . . . . ?
C37 C38 C39 C40 -178.8(4) . . . . ?
C38 C39 C40 C41 -1.4(6) . . . . ?
C39 C40 C41 C42 2.0(6) . . . . ?
C40 C41 C42 C43 178.7(4) . . . . ?
C40 C41 C42 C48 -0.6(6) . . . . ?
C41 C42 C43 C44 -179.7(4) . . . . ?
C48 C42 C43 C44 -0.4(6) . . . . ?
C42 C43 C44 C45 1.5(6) . . . . ?
C43 C44 C45 C46 -0.8(6) . . . . ?
C44 C45 C46 C48 -1.0(6) . . . . ?
C44 C45 C46 C47 176.0(4) . . . . ?
C37 N6 C47 O4 177.9(4) . . . . ?
C36 N6 C47 O4 -4.1(5) . . . . ?
C37 N6 C47 C46 -3.8(5) . . . . ?
C36 N6 C47 C46 174.2(3) . . . . ?
C45 C46 C47 O4 -2.0(6) . . . . ?
C48 C46 C47 O4 175.0(4) . . . . ?
C45 C46 C47 N6 179.8(3) . . . . ?
C48 C46 C47 N6 -3.2(5) . . . . ?
C45 C46 C48 C38 -178.6(4) . . . . ?
C47 C46 C48 C38 4.5(6) . . . . ?
C45 C46 C48 C42 2.1(6) . . . . ?
C47 C46 C48 C42 -174.8(3) . . . . ?
C39 C38 C48 C46 -177.3(4) . . . . ?
C37 C38 C48 C46 0.9(6) . . . . ?
C39 C38 C48 C42 1.9(6) . . . . ?
C37 C38 C48 C42 -179.8(3) . . . . ?
C41 C42 C48 C46 177.9(4) . . . . ?
C43 C42 C48 C46 -1.4(5) . . . . ?
C41 C42 C48 C38 -1.3(5) . . . . ?
C43 C42 C48 C38 179.3(3) . . . . ?
C49 N7 C51 O9 0.9(10) . . . . ?
C50 N7 C51 O9 -179.6(6) . . . . ?
