#------------------------------------------------------------------------------
#$Date: 2025-07-06 19:28:16 +0200 (Sun 06 de Jul de 2025) $
#$Revision: 301029 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/38/7063810.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_7063810
loop_
_publ_author_name
'Golubeva, Yu. A.'
'Smirnova, K. S.'
'Klyushova, L. S.'
'Berezin, A. S.'
'Lider, E. V.'
_publ_section_title
;
 Copper(ii) complexes based on 5-methyl-1H-tetrazole and
 2,2′-bipyridine, 1,10-phenathroline derivatives: synthesis,
 crystal structures and extended cytotoxicity study
;
_journal_issue                   22
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              9465
_journal_page_last               9474
_journal_paper_doi               10.1039/D5NJ00875A
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C14 H14 Cu N10'
_chemical_formula_sum            'C14 H14 Cu N10'
_chemical_formula_weight         385.89
_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     iterative
_audit_creation_date             2022-08-23
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2025-02-18 deposited with the CCDC.	2025-05-12 downloaded from the CCDC.
;
_cell_angle_alpha                109.317(3)
_cell_angle_beta                 110.058(3)
_cell_angle_gamma                96.050(3)
_cell_formula_units_Z            2
_cell_length_a                   8.6567(7)
_cell_length_b                   9.9109(8)
_cell_length_c                   10.7222(8)
_cell_measurement_reflns_used    4483
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      31.17
_cell_measurement_theta_min      2.20
_cell_volume                     790.23(11)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      150.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_av_unetI/netI     0.0704
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            22224
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.533
_diffrn_reflns_theta_min         2.199
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.404
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0712 before and 0.0609 after correction.
The Ratio of minimum to maximum transmission is 0.9361.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'bluish violet'
_exptl_crystal_colour_modifier   bluish
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_description       plate
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.066
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.028
_refine_diff_density_max         0.542
_refine_diff_density_min         -0.565
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         5273
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0425
_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)+(0.0250P)²+0.5167P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0782
_refine_ls_wR_factor_ref         0.0887
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3935
_reflns_number_total             5273
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5nj00875a2.cif
_cod_data_source_block           mt35
_cod_depositor_comments
'Adding full bibliography for 7063807--7063811.cif.'
_cod_database_code               7063810
_shelx_shelxl_version_number     2014/7
_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   0.962
_shelx_estimated_absorpt_t_min   0.913
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C10(H10), C4(H4), C9(H9), C7(H7), C8(H8), C2(H2), C3(H3)
2.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C12(H12A,H12B,H12C)
;
_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 0.54414(3) 0.36274(3) 0.60257(3) 0.01359(7) Uani 1 1 d . . . . .
N1 N 0.5553(2) 0.18211(19) 0.44995(19) 0.0146(4) Uani 1 1 d . . . . .
N8 N 0.3206(2) 0.36939(19) 0.46746(19) 0.0152(4) Uani 1 1 d . . . . .
N2 N 0.7196(2) 0.29011(19) 0.72967(19) 0.0149(4) Uani 1 1 d . . . . .
N3 N 0.5235(2) 0.5131(2) 0.76865(19) 0.0171(4) Uani 1 1 d . . . . .
N7 N 0.1778(2) 0.2676(2) 0.4232(2) 0.0197(4) Uani 1 1 d . . . . .
N9 N 0.2853(2) 0.4780(2) 0.42510(19) 0.0165(4) Uani 1 1 d . . . . .
N4 N 0.6490(3) 0.6390(2) 0.8504(2) 0.0211(4) Uani 1 1 d . . . . .
N10 N 0.1180(2) 0.4490(2) 0.3515(2) 0.0210(4) Uani 1 1 d . . . . .
N6 N 0.4537(3) 0.6540(2) 0.9369(2) 0.0240(4) Uani 1 1 d . . . . .
N5 N 0.6057(3) 0.7222(2) 0.9500(2) 0.0245(4) Uani 1 1 d . . . . .
C5 C 0.6662(3) 0.1065(2) 0.4994(2) 0.0154(4) Uani 1 1 d . . . . .
C6 C 0.7620(3) 0.1701(2) 0.6580(2) 0.0155(4) Uani 1 1 d . . . . .
C1 C 0.4655(3) 0.1346(2) 0.3071(2) 0.0187(4) Uani 1 1 d . . . . .
H1 H 0.3886 0.1883 0.2721 0.022 Uiso 1 1 calc R U . . .
C10 C 0.7975(3) 0.3521(2) 0.8740(2) 0.0187(4) Uani 1 1 d . . . . .
H10 H 0.7655 0.4349 0.9248 0.022 Uiso 1 1 calc R U . . .
C13 C 0.4056(3) 0.5254(2) 0.8249(2) 0.0186(4) Uani 1 1 d . . . . .
C11 C 0.0553(3) 0.3191(3) 0.3521(2) 0.0198(5) Uani 1 1 d . . . . .
C4 C 0.6849(3) -0.0204(2) 0.4073(2) 0.0197(5) Uani 1 1 d . . . . .
H4 H 0.7611 -0.0735 0.4444 0.024 Uiso 1 1 calc R U . . .
C9 C 0.9226(3) 0.3004(3) 0.9517(2) 0.0213(5) Uani 1 1 d . . . . .
H9 H 0.9767 0.3478 1.0540 0.026 Uiso 1 1 calc R U . . .
C7 C 0.8853(3) 0.1115(3) 0.7292(3) 0.0214(5) Uani 1 1 d . . . . .
H7 H 0.9130 0.0267 0.6767 0.026 Uiso 1 1 calc R U . . .
C14 C 0.2460(3) 0.4129(3) 0.7725(3) 0.0250(5) Uani 1 1 d . . . . .
H14A H 0.2337 0.3312 0.6847 0.038 Uiso 1 1 calc R U . . .
H14B H 0.1495 0.4575 0.7510 0.038 Uiso 1 1 calc R U . . .
H14C H 0.2494 0.3754 0.8470 0.038 Uiso 1 1 calc R U . . .
C8 C 0.9674(3) 0.1792(3) 0.8785(3) 0.0231(5) Uani 1 1 d . . . . .
H8 H 1.0537 0.1422 0.9296 0.028 Uiso 1 1 calc R U . . .
C2 C 0.4807(3) 0.0104(3) 0.2090(2) 0.0214(5) Uani 1 1 d . . . . .
H2 H 0.4166 -0.0198 0.1084 0.026 Uiso 1 1 calc R U . . .
C3 C 0.5904(3) -0.0690(3) 0.2596(2) 0.0225(5) Uani 1 1 d . . . . .
H3 H 0.6014 -0.1557 0.1943 0.027 Uiso 1 1 calc R U . . .
C12 C -0.1283(3) 0.2440(3) 0.2851(3) 0.0362(7) Uani 1 1 d . . . . .
H12A H -0.1416 0.1392 0.2681 0.054 Uiso 1 1 calc R U . . .
H12B H -0.1823 0.2540 0.1931 0.054 Uiso 1 1 calc R U . . .
H12C H -0.1819 0.2893 0.3500 0.054 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'
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'
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
N1 Cu1 N2 79.88(7) . . ?
N1 Cu1 N9 95.36(7) . 2_666 ?
N8 Cu1 N1 92.28(7) . . ?
N8 Cu1 N2 160.07(7) . . ?
N8 Cu1 N9 99.27(7) . 2_666 ?
N2 Cu1 N9 99.68(7) . 2_666 ?
N3 Cu1 N1 168.99(7) . . ?
N3 Cu1 N8 90.89(7) . . ?
N3 Cu1 N2 93.70(7) . . ?
N3 Cu1 N9 94.53(7) . 2_666 ?
C5 N1 Cu1 115.63(14) . . ?
C1 N1 Cu1 125.66(15) . . ?
C1 N1 C5 118.71(19) . . ?
N7 N8 Cu1 121.84(14) . . ?
N9 N8 Cu1 127.42(14) . . ?
N9 N8 N7 110.14(17) . . ?
C6 N2 Cu1 115.13(14) . . ?
C10 N2 Cu1 126.27(15) . . ?
C10 N2 C6 118.57(19) . . ?
N4 N3 Cu1 118.88(14) . . ?
C13 N3 Cu1 134.94(16) . . ?
C13 N3 N4 106.16(18) . . ?
C11 N7 N8 104.31(18) . . ?
N8 N9 Cu1 128.17(14) . 2_666 ?
N8 N9 N10 109.00(17) . . ?
N10 N9 Cu1 119.15(14) . 2_666 ?
N5 N4 N3 107.92(19) . . ?
N9 N10 C11 104.81(18) . . ?
C13 N6 N5 105.50(19) . . ?
N4 N5 N6 110.27(19) . . ?
N1 C5 C6 114.45(18) . . ?
N1 C5 C4 121.8(2) . . ?
C4 C5 C6 123.8(2) . . ?
N2 C6 C5 114.82(19) . . ?
N2 C6 C7 121.9(2) . . ?
C7 C6 C5 123.3(2) . . ?
N1 C1 H1 118.8 . . ?
N1 C1 C2 122.4(2) . . ?
C2 C1 H1 118.8 . . ?
N2 C10 H10 118.7 . . ?
N2 C10 C9 122.6(2) . . ?
C9 C10 H10 118.7 . . ?
N3 C13 C14 125.7(2) . . ?
N6 C13 N3 110.2(2) . . ?
N6 C13 C14 124.1(2) . . ?
N7 C11 N10 111.7(2) . . ?
N7 C11 C12 124.1(2) . . ?
N10 C11 C12 124.2(2) . . ?
C5 C4 H4 120.5 . . ?
C5 C4 C3 119.0(2) . . ?
C3 C4 H4 120.5 . . ?
C10 C9 H9 120.6 . . ?
C8 C9 C10 118.9(2) . . ?
C8 C9 H9 120.6 . . ?
C6 C7 H7 120.6 . . ?
C6 C7 C8 118.7(2) . . ?
C8 C7 H7 120.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C9 C8 C7 119.3(2) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 119.0(2) . . ?
C3 C2 H2 120.5 . . ?
C4 C3 H3 120.4 . . ?
C2 C3 C4 119.2(2) . . ?
C2 C3 H3 120.4 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 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 N1 2.0246(18) . ?
Cu1 N8 2.0039(18) . ?
Cu1 N2 2.0352(18) . ?
Cu1 N3 1.9856(18) . ?
Cu1 N9 2.2085(18) 2_666 ?
N1 C5 1.352(3) . ?
N1 C1 1.342(3) . ?
N8 N7 1.337(2) . ?
N8 N9 1.325(2) . ?
N2 C6 1.350(3) . ?
N2 C10 1.339(3) . ?
N3 N4 1.358(3) . ?
N3 C13 1.348(3) . ?
N7 C11 1.336(3) . ?
N9 Cu1 2.2085(18) 2_666 ?
N9 N10 1.335(2) . ?
N4 N5 1.310(3) . ?
N10 C11 1.347(3) . ?
N6 N5 1.353(3) . ?
N6 C13 1.331(3) . ?
C5 C6 1.479(3) . ?
C5 C4 1.384(3) . ?
C6 C7 1.387(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.383(3) . ?
C10 H10 0.9500 . ?
C10 C9 1.383(3) . ?
C13 C14 1.482(3) . ?
C11 C12 1.486(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.391(3) . ?
C9 H9 0.9500 . ?
C9 C8 1.376(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.388(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C8 H8 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.379(3) . ?
C3 H3 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
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
Cu1 N1 C5 C6 -0.5(2) . . . . ?
Cu1 N1 C5 C4 178.96(16) . . . . ?
Cu1 N1 C1 C2 179.57(16) . . . . ?
Cu1 N8 N7 C11 172.01(15) . . . . ?
Cu1 N8 N9 Cu1 30.8(2) . . . 2_666 ?
Cu1 N8 N9 N10 -171.44(14) . . . . ?
Cu1 N2 C6 C5 -3.4(2) . . . . ?
Cu1 N2 C6 C7 177.05(17) . . . . ?
Cu1 N2 C10 C9 -176.21(17) . . . . ?
Cu1 N3 N4 N5 178.31(14) . . . . ?
Cu1 N3 C13 N6 -178.04(16) . . . . ?
Cu1 N3 C13 C14 2.7(4) . . . . ?
Cu1 N9 N10 C11 160.25(15) 2_666 . . . ?
N1 C5 C6 N2 2.6(3) . . . . ?
N1 C5 C6 C7 -177.9(2) . . . . ?
N1 C5 C4 C3 1.8(3) . . . . ?
N1 C1 C2 C3 0.9(3) . . . . ?
N8 N7 C11 N10 -0.1(3) . . . . ?
N8 N7 C11 C12 -178.7(2) . . . . ?
N8 N9 N10 C11 0.1(2) . . . . ?
N2 C6 C7 C8 -0.2(3) . . . . ?
N2 C10 C9 C8 -1.0(3) . . . . ?
N3 N4 N5 N6 0.3(2) . . . . ?
N7 N8 N9 Cu1 -158.03(14) . . . 2_666 ?
N7 N8 N9 N10 -0.2(2) . . . . ?
N9 N8 N7 C11 0.2(2) . . . . ?
N9 N10 C11 N7 0.0(3) . . . . ?
N9 N10 C11 C12 178.5(2) . . . . ?
N4 N3 C13 N6 0.4(2) . . . . ?
N4 N3 C13 C14 -178.9(2) . . . . ?
N5 N6 C13 N3 -0.2(2) . . . . ?
N5 N6 C13 C14 179.1(2) . . . . ?
C5 N1 C1 C2 0.8(3) . . . . ?
C5 C6 C7 C8 -179.7(2) . . . . ?
C5 C4 C3 C2 -0.1(3) . . . . ?
C6 N2 C10 C9 1.8(3) . . . . ?
C6 C5 C4 C3 -178.8(2) . . . . ?
C6 C7 C8 C9 1.1(3) . . . . ?
C1 N1 C5 C6 178.46(18) . . . . ?
C1 N1 C5 C4 -2.1(3) . . . . ?
C1 C2 C3 C4 -1.2(3) . . . . ?
C10 N2 C6 C5 178.33(19) . . . . ?
C10 N2 C6 C7 -1.2(3) . . . . ?
C10 C9 C8 C7 -0.5(3) . . . . ?
C13 N3 N4 N5 -0.4(2) . . . . ?
C13 N6 N5 N4 -0.1(2) . . . . ?
C4 C5 C6 N2 -176.83(19) . . . . ?
C4 C5 C6 C7 2.7(3) . . . . ?
