#------------------------------------------------------------------------------
#$Date: 2020-10-06 12:32:23 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257633 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/97/7059724.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_7059724
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 H28 Cu F6 N8 O6'
_chemical_formula_sum            'C38 H28 Cu F6 N8 O6'
_chemical_formula_weight         870.22
_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                110.961(3)
_cell_angle_beta                 104.284(3)
_cell_angle_gamma                103.325(3)
_cell_formula_units_Z            1
_cell_length_a                   7.3686(3)
_cell_length_b                   11.4683(4)
_cell_length_c                   12.1866(5)
_cell_measurement_reflns_used    22555
_cell_measurement_temperature    100
_cell_measurement_theta_max      71.55
_cell_measurement_theta_min      4.17
_cell_volume                     872.23(7)
_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 0.987
_diffrn_measured_fraction_theta_max 0.963
_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  0.0212
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14399
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         71.343
_diffrn_reflns_theta_min         4.168
_diffrn_source                   'Genix3D Cu HF'
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    1.731
_exptl_absorpt_correction_T_max  0.639
_exptl_absorpt_correction_T_min  0.258
_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            'light brown'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_description       needle
_exptl_crystal_F_000             443
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3256
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0296
_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)+(0.0464P)²+0.6089P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0823
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2981
_reflns_number_total             3256
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj02007a2.cif
_cod_data_source_block           5
_cod_depositor_comments
;Adding full bibliography for 7059721--7059725.cif.

 Adding full bibliography for 7059721--7059725.cif.
;
_cod_original_cell_volume        872.23(6)
_cod_database_code               7059724
_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   0.903
_shelx_estimated_absorpt_t_min   0.537
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(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),
 C15(H15), C17(H17), C18(H18), C19(H19)
2.b X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
;
_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 1.000000 0.500000 0.01137(11) Uani 1 2 d S T P . .
F1 F 0.74784(16) 0.78139(10) 0.98571(9) 0.0227(2) Uani 1 1 d . . . . .
F2 F 0.63895(18) 0.62416(11) 1.03574(10) 0.0278(3) Uani 1 1 d . . . . .
F3 F 0.95191(17) 0.70222(11) 1.06800(10) 0.0286(3) Uani 1 1 d . . . . .
O1 O 0.94322(17) 0.81181(11) 0.39691(10) 0.0139(2) Uani 1 1 d . . . . .
O2 O 0.84313(17) 0.80355(11) 0.55195(11) 0.0161(2) Uani 1 1 d . . . . .
O3 O 0.20697(18) 0.94053(13) 0.01193(11) 0.0203(3) Uani 1 1 d . . . . .
N1 N 0.7463(2) 0.98769(13) 0.38141(13) 0.0133(3) Uani 1 1 d . . . . .
N2 N 0.1080(2) 1.04443(14) 0.17060(13) 0.0166(3) Uani 1 1 d . . . . .
H2A H 0.003715 1.047659 0.119410 0.020 Uiso 1 1 calc R . . . .
H2B H 0.131883 1.077645 0.252079 0.020 Uiso 1 1 calc R . . . .
N3 N 0.7457(2) 0.56770(14) 0.56020(13) 0.0166(3) Uani 1 1 d . . . . .
H3 H 0.755088 0.651791 0.586959 0.020 Uiso 1 1 calc R . . . .
N4 N 0.7137(2) 0.38011(14) 0.38505(14) 0.0179(3) Uani 1 1 d . . . . .
C1 C 0.6893(3) 0.91794(16) 0.25597(16) 0.0163(3) Uani 1 1 d . . . . .
H1 H 0.765282 0.867084 0.223862 0.020 Uiso 1 1 calc R . . . .
C2 C 0.5240(3) 0.91758(17) 0.17206(16) 0.0168(3) Uani 1 1 d . . . . .
H2 H 0.489635 0.869289 0.083808 0.020 Uiso 1 1 calc R . . . .
C3 C 0.4083(2) 0.98873(16) 0.21822(16) 0.0140(3) Uani 1 1 d . . . . .
C4 C 0.4654(2) 1.05901(16) 0.34800(16) 0.0158(3) Uani 1 1 d . . . . .
H4 H 0.388610 1.107375 0.382817 0.019 Uiso 1 1 calc R . . . .
C5 C 0.6361(2) 1.05729(16) 0.42559(16) 0.0148(3) Uani 1 1 d . . . . .
H5 H 0.676868 1.107697 0.514141 0.018 Uiso 1 1 calc R . . . .
C6 C 0.2305(2) 0.98893(16) 0.12447(16) 0.0162(3) Uani 1 1 d . . . . .
C7 C 0.8681(2) 0.74594(16) 0.45054(15) 0.0136(3) Uani 1 1 d . . . . .
C8 C 0.8121(2) 0.59788(16) 0.38654(15) 0.0140(3) Uani 1 1 d . . . . .
C9 C 0.7560(2) 0.51232(16) 0.44272(16) 0.0148(3) Uani 1 1 d . . . . .
C11 C 0.7242(3) 0.32878(17) 0.27040(17) 0.0194(4) Uani 1 1 d . . . . .
H11 H 0.695600 0.235341 0.229942 0.023 Uiso 1 1 calc R . . . .
C12 C 0.7736(3) 0.40218(17) 0.20681(16) 0.0178(4) Uani 1 1 d . . . . .
H12 H 0.776347 0.360525 0.124694 0.021 Uiso 1 1 calc R . . . .
C13 C 0.8191(2) 0.53888(17) 0.26716(16) 0.0158(3) Uani 1 1 d . . . . .
H13 H 0.855273 0.592516 0.226510 0.019 Uiso 1 1 calc R . . . .
C14 C 0.7232(2) 0.51487(17) 0.64478(16) 0.0155(3) Uani 1 1 d . . . . .
C15 C 0.7445(2) 0.60643(17) 0.76379(16) 0.0164(3) Uani 1 1 d . . . . .
H15 H 0.767379 0.697240 0.780969 0.020 Uiso 1 1 calc R . . . .
C16 C 0.7326(2) 0.56607(17) 0.85667(16) 0.0167(3) Uani 1 1 d . . . . .
C17 C 0.6975(3) 0.43349(18) 0.83428(17) 0.0201(4) Uani 1 1 d . . . . .
H17 H 0.690772 0.406149 0.898574 0.024 Uiso 1 1 calc R . . . .
C18 C 0.6727(3) 0.34295(17) 0.71563(17) 0.0207(4) Uani 1 1 d . . . . .
H18 H 0.646574 0.251868 0.698376 0.025 Uiso 1 1 calc R . . . .
C19 C 0.6849(3) 0.38130(17) 0.62071(16) 0.0181(4) Uani 1 1 d . . . . .
H19 H 0.667278 0.316973 0.539980 0.022 Uiso 1 1 calc R . . . .
C20 C 0.7667(3) 0.66736(17) 0.98470(17) 0.0191(4) 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 0.0181 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'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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_776 . ?
O1 Cu1 O2 55.18(4) . . ?
O1 Cu1 O2 124.82(4) 2_776 . ?
O1 Cu1 O2 124.82(4) . 2_776 ?
O1 Cu1 O2 55.18(4) 2_776 2_776 ?
O1 Cu1 N1 90.75(5) 2_776 . ?
O1 Cu1 N1 89.25(5) . . ?
O1 Cu1 N1 89.25(5) 2_776 2_776 ?
O1 Cu1 N1 90.75(5) . 2_776 ?
O2 Cu1 O2 180.0 2_776 . ?
N1 Cu1 O2 97.57(5) 2_776 2_776 ?
N1 Cu1 O2 82.43(5) 2_776 . ?
N1 Cu1 O2 82.43(5) . 2_776 ?
N1 Cu1 O2 97.57(5) . . ?
N1 Cu1 N1 180.0 . 2_776 ?
C7 O1 Cu1 107.56(10) . . ?
C7 O2 Cu1 75.82(9) . . ?
C1 N1 Cu1 121.47(11) . . ?
C5 N1 Cu1 120.09(11) . . ?
C5 N1 C1 118.27(14) . . ?
H2A N2 H2B 120.0 . . ?
C6 N2 H2A 120.0 . . ?
C6 N2 H2B 120.0 . . ?
C9 N3 H3 114.2 . . ?
C9 N3 C14 131.65(14) . . ?
C14 N3 H3 114.2 . . ?
C11 N4 C9 117.73(15) . . ?
N1 C1 H1 118.8 . . ?
N1 C1 C2 122.33(15) . . ?
C2 C1 H1 118.8 . . ?
C1 C2 H2 120.4 . . ?
C1 C2 C3 119.30(15) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 C6 118.27(15) . . ?
C4 C3 C2 118.34(15) . . ?
C4 C3 C6 123.36(15) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 C3 118.82(15) . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 122.91(15) . . ?
N1 C5 H5 118.5 . . ?
C4 C5 H5 118.5 . . ?
O3 C6 N2 123.72(15) . . ?
O3 C6 C3 119.23(15) . . ?
N2 C6 C3 117.04(15) . . ?
O1 C7 C8 116.65(14) . . ?
O2 C7 O1 121.43(15) . . ?
O2 C7 C8 121.92(15) . . ?
C9 C8 C7 123.60(14) . . ?
C13 C8 C7 119.07(15) . . ?
C13 C8 C9 117.31(15) . . ?
N3 C9 C8 118.60(15) . . ?
N4 C9 N3 119.01(15) . . ?
N4 C9 C8 122.39(15) . . ?
N4 C11 H11 117.7 . . ?
N4 C11 C12 124.54(16) . . ?
C12 C11 H11 117.7 . . ?
C11 C12 H12 121.2 . . ?
C11 C12 C13 117.58(16) . . ?
C13 C12 H12 121.2 . . ?
C8 C13 H13 119.8 . . ?
C12 C13 C8 120.44(16) . . ?
C12 C13 H13 119.8 . . ?
N3 C14 C15 115.60(15) . . ?
N3 C14 C19 125.69(16) . . ?
C19 C14 C15 118.70(16) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.59(15) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 C17 121.18(16) . . ?
C15 C16 C20 119.32(15) . . ?
C17 C16 C20 119.45(16) . . ?
C16 C17 H17 121.0 . . ?
C18 C17 C16 117.95(16) . . ?
C18 C17 H17 121.0 . . ?
C17 C18 H18 119.0 . . ?
C17 C18 C19 121.93(16) . . ?
C19 C18 H18 119.0 . . ?
C14 C19 H19 120.2 . . ?
C18 C19 C14 119.64(16) . . ?
C18 C19 H19 120.2 . . ?
F1 C20 F2 106.25(14) . . ?
F1 C20 F3 105.96(14) . . ?
F1 C20 C16 113.01(14) . . ?
F2 C20 F3 105.66(14) . . ?
F2 C20 C16 112.90(14) . . ?
F3 C20 C16 112.45(14) . . ?
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 1.9483(11) 2_776 ?
Cu1 O1 1.9483(11) . ?
Cu1 O2 2.6446(12) . ?
Cu1 O2 2.6446(12) 2_776 ?
Cu1 N1 2.0006(13) 2_776 ?
Cu1 N1 2.0006(13) . ?
F1 C20 1.343(2) . ?
F2 C20 1.347(2) . ?
F3 C20 1.352(2) . ?
O1 C7 1.282(2) . ?
O2 C7 1.258(2) . ?
O3 C6 1.230(2) . ?
N1 C1 1.344(2) . ?
N1 C5 1.339(2) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N2 C6 1.340(2) . ?
N3 H3 0.8800 . ?
N3 C9 1.372(2) . ?
N3 C14 1.394(2) . ?
N4 C9 1.342(2) . ?
N4 C11 1.338(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.382(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.392(2) . ?
C3 C4 1.390(2) . ?
C3 C6 1.512(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(2) . ?
C5 H5 0.9500 . ?
C7 C8 1.494(2) . ?
C8 C9 1.427(2) . ?
C8 C13 1.388(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.381(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.386(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.397(2) . ?
C14 C19 1.397(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(2) . ?
C16 C17 1.393(2) . ?
C16 C20 1.491(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.382(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.392(2) . ?
C19 H19 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
N2 H2A O3 0.88 2.00 2.8769(18) 171.2 2_575 yes
N3 H3 O2 0.88 1.94 2.6789(18) 140.0 . yes
