#------------------------------------------------------------------------------
#$Date: 2020-10-06 12:32:23 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257633 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/97/7059722.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_7059722
loop_
_publ_author_name
'Jozefíková, Flóra'
'Perontsis, Spyros'
'Šimunková, Miriama'
'Barbieriková, Zuzana'
'Švorc, L’ubomír'
'Valko, Marian'
'Psomas, George'
'Moncol’, Ján'
_publ_section_title
;
 Novel copper(ii) complexes with fenamates and isonicotinamide: structure
 and properties, and interactions with DNA and serum albumin
;
_journal_issue                   29
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              12827
_journal_page_last               12842
_journal_paper_doi               10.1039/D0NJ02007A
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C38 H32 Cl2 Cu N8 O6'
_chemical_formula_sum            'C38 H32 Cl2 Cu N8 O6'
_chemical_formula_weight         831.15
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-03-16
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-07-29 deposited with the CCDC.	2020-06-24 downloaded from the CCDC.
;
_cell_angle_alpha                111.459(3)
_cell_angle_beta                 107.655(4)
_cell_angle_gamma                96.108(4)
_cell_formula_units_Z            1
_cell_length_a                   7.9504(4)
_cell_length_b                   11.2409(5)
_cell_length_c                   11.5631(5)
_cell_measurement_reflns_used    20906
_cell_measurement_temperature    100
_cell_measurement_theta_max      71.68
_cell_measurement_theta_min      4.42
_cell_volume                     888.51(8)
_computing_cell_refinement
;
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_collection
;
X-Area Pilatus3_SV 1.31.150.0 (STOE, 2018)
;
_computing_data_reduction
;
X-Area Integrate 1.73.1.0 (STOE, 2018)
X-Area LANA 1.73.2.0 (STOE, 2018)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 1.84, Darmstadt 2018
;
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2011 (Burla et al., 2007)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'Pilatus3R 300K'
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            'DECTRIS PILATUS3R 300K'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'Stoe Stadivari with Xenocs Genix3D Cu HF'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    '0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54186
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14685
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         71.423
_diffrn_reflns_theta_min         4.359
_diffrn_source                   'Genix3D Cu HF'
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    2.768
_exptl_absorpt_correction_T_max  0.501
_exptl_absorpt_correction_T_min  0.171
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE LANA, J. Koziskova, F. Hahn, J. Richter, J. Kozisek, 
Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_description       block
_exptl_crystal_F_000             427
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.857
_refine_diff_density_min         -0.773
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         3347
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0416
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0940P)²+0.3522P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1220
_refine_ls_wR_factor_ref         0.1283
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2912
_reflns_number_total             3347
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj02007a2.cif
_cod_data_source_block           4
_cod_depositor_comments
;Adding full bibliography for 7059721--7059725.cif.

 Adding full bibliography for 7059721--7059725.cif.
;
_cod_original_cell_volume        888.50(8)
_cod_database_code               7059722
_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.
;
_shelx_estimated_absorpt_t_max   0.852
_shelx_estimated_absorpt_t_min   0.682
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C1(H1), C2(H2), C4(H4), C5(H5), C11(H11), C12(H12), C13(H13),
 C17(H17), C18(H18), C19(H19)
2.b X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
2.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 1.000000 0.000000 0.500000 0.01605(17) Uani 1 2 d S T P . .
Cl1 Cl 1.32109(9) 0.37388(6) 0.12906(6) 0.02766(19) Uani 1 1 d . . . . .
O1 O 1.0769(2) 0.18905(15) 0.53744(16) 0.0179(4) Uani 1 1 d . . . . .
O2 O 0.9708(2) 0.17698(17) 0.68934(17) 0.0213(4) Uani 1 1 d . . . . .
O3 O 0.2299(2) 0.00918(17) 0.02331(16) 0.0206(4) Uani 1 1 d . . . . .
N1 N 0.7539(3) -0.01438(18) 0.37417(19) 0.0167(4) Uani 1 1 d . . . . .
N2 N 0.0788(3) -0.0793(2) 0.1209(2) 0.0194(4) Uani 1 1 d . . . . .
H2A H -0.028213 -0.081045 0.067605 0.023 Uiso 1 1 calc R . . . .
H2B H 0.086145 -0.108309 0.182985 0.023 Uiso 1 1 calc R . . . .
N3 N 1.1773(3) 0.43059(19) 0.5457(2) 0.0189(4) Uani 1 1 d . . . . .
H3 H 1.133003 0.344865 0.499790 0.023 Uiso 1 1 calc R . . . .
N4 N 1.2186(3) 0.6105(2) 0.7437(2) 0.0230(5) Uani 1 1 d . . . . .
C1 C 0.7352(3) 0.0376(2) 0.2848(3) 0.0222(5) Uani 1 1 d . . . . .
H1 H 0.841570 0.080664 0.280928 0.027 Uiso 1 1 calc R . . . .
C2 C 0.5671(3) 0.0310(2) 0.1983(2) 0.0208(5) Uani 1 1 d . . . . .
H2 H 0.558984 0.068344 0.135762 0.025 Uiso 1 1 calc R . . . .
C3 C 0.4105(3) -0.0305(2) 0.2030(2) 0.0167(5) Uani 1 1 d . . . . .
C4 C 0.4293(3) -0.0855(2) 0.2949(2) 0.0202(5) Uani 1 1 d . . . . .
H4 H 0.325027 -0.128741 0.300930 0.024 Uiso 1 1 calc R . . . .
C5 C 0.6026(3) -0.0760(2) 0.3774(2) 0.0207(5) Uani 1 1 d . . . . .
H5 H 0.614810 -0.114828 0.438978 0.025 Uiso 1 1 calc R . . . .
C6 C 0.2294(3) -0.0330(2) 0.1077(2) 0.0179(5) Uani 1 1 d . . . . .
C7 C 1.0472(3) 0.2454(2) 0.6462(2) 0.0173(5) Uani 1 1 d . . . . .
C8 C 1.1089(3) 0.3914(2) 0.7213(2) 0.0183(5) Uani 1 1 d . . . . .
C9 C 1.1690(3) 0.4794(2) 0.6708(2) 0.0186(5) Uani 1 1 d . . . . .
C11 C 1.2177(4) 0.6572(3) 0.8678(3) 0.0275(6) Uani 1 1 d . . . . .
H11 H 1.255010 0.750038 0.918981 0.033 Uiso 1 1 calc R . . . .
C12 C 1.1667(4) 0.5807(3) 0.9268(3) 0.0280(6) Uani 1 1 d . . . . .
H12 H 1.170693 0.618487 1.016069 0.034 Uiso 1 1 calc R . . . .
C13 C 1.1091(3) 0.4456(3) 0.8497(3) 0.0233(5) Uani 1 1 d . . . . .
H13 H 1.069074 0.389456 0.885670 0.028 Uiso 1 1 calc R . . . .
C14 C 1.2440(3) 0.4936(2) 0.4782(2) 0.0181(5) Uani 1 1 d . . . . .
C15 C 1.2463(3) 0.4107(2) 0.3529(2) 0.0194(5) Uani 1 1 d . . . . .
C16 C 1.3132(3) 0.4705(2) 0.2843(2) 0.0206(5) Uani 1 1 d . . . . .
C17 C 1.3759(3) 0.6059(3) 0.3328(3) 0.0237(5) Uani 1 1 d . . . . .
H17 H 1.421854 0.643575 0.283812 0.028 Uiso 1 1 calc R . . . .
C18 C 1.3696(3) 0.6840(2) 0.4544(3) 0.0228(5) Uani 1 1 d . . . . .
H18 H 1.410193 0.777067 0.488685 0.027 Uiso 1 1 calc R . . . .
C19 C 1.3055(3) 0.6303(2) 0.5278(3) 0.0208(5) Uani 1 1 d . . . . .
H19 H 1.303238 0.686229 0.611647 0.025 Uiso 1 1 calc R . . . .
C20 C 1.1776(4) 0.2636(2) 0.2971(3) 0.0247(5) Uani 1 1 d . . . . .
H20A H 1.249408 0.230755 0.358768 0.037 Uiso 1 1 calc GR . . . .
H20B H 1.189327 0.222119 0.210146 0.037 Uiso 1 1 calc GR . . . .
H20C H 1.049389 0.242015 0.286099 0.037 Uiso 1 1 calc GR . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.0 2_756 . ?
O1 Cu1 O2 58.36(6) . . ?
O1 Cu1 O2 121.64(6) 2_756 . ?
O1 Cu1 O2 121.64(6) . 2_756 ?
O1 Cu1 O2 58.36(6) 2_756 2_756 ?
O1 Cu1 N1 89.52(7) 2_756 . ?
O1 Cu1 N1 90.48(7) . . ?
O1 Cu1 N1 90.48(7) 2_756 2_756 ?
O1 Cu1 N1 89.52(7) . 2_756 ?
O2 Cu1 O2 180.0 2_756 . ?
N1 Cu1 O2 93.00(7) 2_756 2_756 ?
N1 Cu1 O2 87.00(7) 2_756 . ?
N1 Cu1 O2 87.00(7) . 2_756 ?
N1 Cu1 O2 93.00(7) . . ?
N1 Cu1 N1 180.00(12) . 2_756 ?
C7 O1 Cu1 100.73(14) . . ?
C7 O2 Cu1 80.59(14) . . ?
C1 N1 Cu1 121.18(16) . . ?
C5 N1 Cu1 120.76(16) . . ?
C5 N1 C1 118.1(2) . . ?
H2A N2 H2B 120.0 . . ?
C6 N2 H2A 120.0 . . ?
C6 N2 H2B 120.0 . . ?
C9 N3 H3 114.4 . . ?
C9 N3 C14 131.2(2) . . ?
C14 N3 H3 114.4 . . ?
C11 N4 C9 118.3(2) . . ?
N1 C1 H1 118.8 . . ?
N1 C1 C2 122.4(2) . . ?
C2 C1 H1 118.8 . . ?
C1 C2 H2 120.2 . . ?
C1 C2 C3 119.7(2) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 C4 118.1(2) . . ?
C2 C3 C6 117.6(2) . . ?
C4 C3 C6 124.3(2) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 C3 118.8(2) . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 122.9(2) . . ?
N1 C5 H5 118.5 . . ?
C4 C5 H5 118.5 . . ?
O3 C6 N2 123.7(2) . . ?
O3 C6 C3 118.3(2) . . ?
N2 C6 C3 118.0(2) . . ?
O1 C7 C8 119.4(2) . . ?
O2 C7 O1 120.0(2) . . ?
O2 C7 C8 120.6(2) . . ?
C9 C8 C7 124.8(2) . . ?
C13 C8 C7 117.5(2) . . ?
C13 C8 C9 117.6(2) . . ?
N3 C9 C8 120.1(2) . . ?
N4 C9 N3 118.6(2) . . ?
N4 C9 C8 121.3(2) . . ?
N4 C11 H11 117.6 . . ?
N4 C11 C12 124.8(2) . . ?
C12 C11 H11 117.6 . . ?
C11 C12 H12 121.6 . . ?
C11 C12 C13 116.8(2) . . ?
C13 C12 H12 121.6 . . ?
C8 C13 C12 121.1(2) . . ?
C8 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
N3 C14 C15 116.3(2) . . ?
C19 C14 N3 123.8(2) . . ?
C19 C14 C15 120.0(2) . . ?
C14 C15 C20 120.6(2) . . ?
C16 C15 C14 117.5(2) . . ?
C16 C15 C20 121.9(2) . . ?
C15 C16 Cl1 119.93(19) . . ?
C17 C16 Cl1 116.92(18) . . ?
C17 C16 C15 123.2(2) . . ?
C16 C17 H17 121.0 . . ?
C18 C17 C16 117.9(2) . . ?
C18 C17 H17 121.0 . . ?
C17 C18 H18 119.2 . . ?
C17 C18 C19 121.6(2) . . ?
C19 C18 H18 119.2 . . ?
C14 C19 H19 120.1 . . ?
C18 C19 C14 119.8(2) . . ?
C18 C19 H19 120.1 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.9917(16) 2_756 ?
Cu1 O1 1.9917(16) . ?
Cu1 O2 2.4544(17) 2_756 ?
Cu1 O2 2.4544(17) . ?
Cu1 N1 2.0014(19) . ?
Cu1 N1 2.0015(19) 2_756 ?
Cl1 C16 1.750(2) . ?
O1 C7 1.291(3) . ?
O2 C7 1.255(3) . ?
O3 C6 1.232(3) . ?
N1 C1 1.342(3) . ?
N1 C5 1.340(3) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N2 C6 1.328(3) . ?
N3 H3 0.8800 . ?
N3 C9 1.373(3) . ?
N3 C14 1.402(3) . ?
N4 C9 1.344(3) . ?
N4 C11 1.338(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.380(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(3) . ?
C3 C4 1.392(3) . ?
C3 C6 1.515(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(3) . ?
C5 H5 0.9500 . ?
C7 C8 1.488(3) . ?
C8 C9 1.427(3) . ?
C8 C13 1.383(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.376(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.387(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.414(3) . ?
C14 C19 1.399(3) . ?
C15 C16 1.391(3) . ?
C15 C20 1.504(3) . ?
C16 C17 1.386(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.378(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(3) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
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
N2 H2A O3 0.88 2.05 2.884(3) 157.8 2 yes
N2 H2B O2 0.88 2.04 2.893(3) 164.3 2_656 yes
N3 H3 O1 0.88 1.99 2.706(2) 137.4 . yes
