#------------------------------------------------------------------------------
#$Date: 2025-07-06 19:39:12 +0200 (Sun 06 de Jul de 2025) $
#$Revision: 301072 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/37/7063762.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_7063762
loop_
_publ_author_name
'Tolstikov, Svyatoslav E.'
'Kolesnikov, Andrey E.'
'Smirnova, Kristina A.'
'Letyagin, Gleb A.'
'Bogomyakov, Artem S.'
'Romanenko, Galina V.'
'Ovcharenko, Victor I.'
_publ_section_title
;
 Heterospin molecular complexes of Cu(hfac)2 with pyridyl-substituted
 nitronyl nitroxides: peculiarities of structure and magnetic properties
;
_journal_issue                   18
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              7655
_journal_page_last               7660
_journal_paper_doi               10.1039/D5NJ00967G
_journal_volume                  49
_journal_year                    2025
_chemical_formula_sum            'C56 H44 Cu2 F24 N6 O12'
_chemical_formula_weight         1576.05
_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
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-12-29 deposited with the CCDC.	2025-04-09 downloaded from the CCDC.
;
_cell_angle_alpha                94.2706(15)
_cell_angle_beta                 108.2460(15)
_cell_angle_gamma                115.1866(14)
_cell_formula_units_Z            1
_cell_length_a                   10.1333(3)
_cell_length_b                   11.7570(4)
_cell_length_c                   15.5832(5)
_cell_measurement_reflns_used    9922
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      67.64
_cell_measurement_theta_min      3.08
_cell_volume                     1548.26(9)
_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-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            21651
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.633
_diffrn_reflns_theta_max         67.633
_diffrn_reflns_theta_min         3.077
_exptl_absorpt_coefficient_mu    2.108
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.6309
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2012/1
_exptl_crystal_colour            red_brown
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_description       plate
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.037
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     465
_refine_ls_number_reflns         5526
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0440
_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)+(0.0570P)²+2.5983P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1145
_refine_ls_wR_factor_ref         0.1175
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5036
_reflns_number_total             5526
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5nj00967g2.cif
_cod_data_source_block           110
_cod_depositor_comments
'Adding full bibliography for 7063753--7063771.cif.'
_cod_database_code               7063762
_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, -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
Cu Cu 0.28306(4) 0.40375(3) 0.29685(2) 0.01851(12) Uani 1 1 d . . . . .
O1 O 0.3112(2) 0.48320(18) 0.19379(13) 0.0262(4) Uani 1 1 d . . . . .
O2 O 0.0219(2) 0.33428(18) 0.22029(12) 0.0262(4) Uani 1 1 d . . . . .
C1 C 0.2853(4) 0.4733(3) 0.0394(2) 0.0397(7) Uani 1 1 d . . . . .
F1 F 0.3657(3) 0.60194(19) 0.05436(14) 0.0583(6) Uani 1 1 d . . . . .
F2 F 0.3912(3) 0.4320(3) 0.04612(18) 0.0662(7) Uani 1 1 d . . . . .
F3 F 0.1859(3) 0.4282(2) -0.04946(13) 0.0637(7) Uani 1 1 d . . . . .
C2 C 0.2087(4) 0.4333(3) 0.10857(19) 0.0298(6) Uani 1 1 d . . . . .
C3 C 0.0484(3) 0.3536(3) 0.07509(19) 0.0316(6) Uani 1 1 d . . . . .
H3 H -0.009362 0.327498 0.009690 0.038 Uiso 1 1 calc R U . . .
C4 C -0.0339(3) 0.3090(3) 0.13444(19) 0.0288(6) Uani 1 1 d . . . . .
C5 C -0.2137(4) 0.2246(3) 0.0892(2) 0.0391(7) Uani 1 1 d . . . . .
F4 F -0.2699(2) 0.1868(2) -0.00244(13) 0.0544(5) Uani 1 1 d . . . . .
F5 F -0.2837(3) 0.2904(3) 0.10920(15) 0.0608(6) Uani 1 1 d . . . . .
F6 F -0.2602(3) 0.1212(2) 0.12304(19) 0.0818(9) Uani 1 1 d . . . . .
O3 O 0.2406(2) 0.23653(18) 0.22233(13) 0.0260(4) Uani 1 1 d . . . . .
O4 O 0.5426(2) 0.44680(17) 0.35100(12) 0.0245(4) Uani 1 1 d . . . . .
C6 C 0.2489(3) 0.1038(3) 0.1077(2) 0.0300(6) Uani 1 1 d . . . . .
F7 F 0.1581(2) -0.00763(15) 0.12392(12) 0.0366(4) Uani 1 1 d . . . . .
F8 F 0.3490(2) 0.0819(2) 0.07790(15) 0.0558(6) Uani 1 1 d . . . . .
F9 F 0.1584(3) 0.12630(19) 0.03687(13) 0.0525(5) Uani 1 1 d . . . . .
C7 C 0.3340(3) 0.2163(3) 0.19382(19) 0.0274(6) Uani 1 1 d . . . . .
C8 C 0.4972(3) 0.2784(3) 0.2318(2) 0.0296(6) Uani 1 1 d . . . . .
H8 H 0.550914 0.247816 0.204047 0.036 Uiso 1 1 calc R U . . .
C9 C 0.5870(3) 0.3846(3) 0.30955(19) 0.0279(6) Uani 1 1 d . . . . .
C10 C 0.7638(4) 0.4300(3) 0.3505(2) 0.0364(7) Uani 1 1 d . . . . .
F10 F 0.8075(4) 0.3496(4) 0.3209(3) 0.0618(11) Uani 0.847(6) 1 d . . P A 1
F11 F 0.8446(3) 0.5440(3) 0.3333(2) 0.0583(9) Uani 0.847(6) 1 d . . P A 1
F12 F 0.8175(3) 0.4534(3) 0.4454(2) 0.0483(8) Uani 0.847(6) 1 d . . P A 1
F11A F 0.8379(17) 0.4825(19) 0.2936(14) 0.0583(9) Uani 0.153(6) 1 d . . P A 2
F10A F 0.790(3) 0.327(3) 0.3548(16) 0.0618(11) Uani 0.153(6) 1 d . . P A 2
F12A F 0.837(2) 0.492(2) 0.4233(13) 0.0483(8) Uani 0.153(6) 1 d . . P A 2
O1R O 0.31956(19) 0.56373(16) 0.37578(12) 0.0195(4) Uani 1 1 d . . . . .
N2R N 0.3817(2) 0.68005(19) 0.36294(14) 0.0179(4) Uani 1 1 d . . . . .
C3R C 0.2831(3) 0.7460(2) 0.32876(17) 0.0211(5) Uani 1 1 d . . . . .
C4R C 0.1421(3) 0.6617(3) 0.2383(2) 0.0303(6) Uani 1 1 d . . . . .
H4RA H 0.082466 0.708019 0.215933 0.045 Uiso 1 1 calc R U . . .
H4RB H 0.073707 0.580608 0.249647 0.045 Uiso 1 1 calc R U . . .
H4RC H 0.179882 0.642365 0.191211 0.045 Uiso 1 1 calc R U . . .
C5R C 0.2254(3) 0.7636(3) 0.40576(19) 0.0256(5) Uani 1 1 d . . . . .
H5RA H 0.162834 0.808902 0.388815 0.038 Uiso 1 1 calc R U . . .
H5RB H 0.316385 0.814528 0.464171 0.038 Uiso 1 1 calc R U . . .
H5RC H 0.160081 0.678510 0.413754 0.038 Uiso 1 1 calc R U . . .
C6R C 0.4087(3) 0.8740(2) 0.31918(17) 0.0225(5) Uani 1 1 d . . . . .
C7R C 0.4200(4) 0.8672(3) 0.22367(19) 0.0310(6) Uani 1 1 d . . . . .
H7RA H 0.325939 0.864179 0.177860 0.046 Uiso 1 1 calc R U . . .
H7RB H 0.427060 0.789154 0.205131 0.046 Uiso 1 1 calc R U . . .
H7RC H 0.514242 0.943981 0.226726 0.046 Uiso 1 1 calc R U . . .
C8R C 0.3976(3) 0.9943(3) 0.3502(2) 0.0279(6) Uani 1 1 d . . . . .
H8RA H 0.297447 0.987251 0.309172 0.042 Uiso 1 1 calc R U . . .
H8RB H 0.485473 1.071058 0.346933 0.042 Uiso 1 1 calc R U . . .
H8RC H 0.402923 1.002060 0.414347 0.042 Uiso 1 1 calc R U . . .
N9R N 0.5584(2) 0.8811(2) 0.38558(14) 0.0195(4) Uani 1 1 d . . . . .
O10R O 0.6894(2) 0.98475(17) 0.41823(13) 0.0249(4) Uani 1 1 d . . . . .
C11R C 0.5363(3) 0.7638(2) 0.39990(16) 0.0179(5) Uani 1 1 d . . . . .
C12R C 0.6612(3) 0.7390(2) 0.45831(16) 0.0180(5) Uani 1 1 d . . . . .
C13R C 0.6409(3) 0.6884(2) 0.53340(16) 0.0181(5) Uani 1 1 d . . . . .
H13R H 0.542979 0.663010 0.540107 0.022 Uiso 1 1 calc R U . . .
N14R N 0.7530(2) 0.67352(19) 0.59700(14) 0.0179(4) Uani 1 1 d . . . . .
C15R C 0.8915(3) 0.7108(2) 0.58660(17) 0.0215(5) Uani 1 1 d . . . . .
H15R H 0.973191 0.702891 0.631956 0.026 Uiso 1 1 calc R U . . .
C16R C 0.9194(3) 0.7600(2) 0.51282(17) 0.0210(5) Uani 1 1 d . . . . .
H16R H 1.019001 0.785231 0.508434 0.025 Uiso 1 1 calc R U . . .
C17R C 0.8026(3) 0.7731(2) 0.44445(17) 0.0188(5) Uani 1 1 d . . . . .
C18R C 0.8275(3) 0.8182(2) 0.36213(18) 0.0208(5) Uani 1 1 d . . . . .
C19R C 0.9684(3) 0.9262(2) 0.37252(19) 0.0227(5) Uani 1 1 d . . . . .
H19R H 1.048828 0.970088 0.432753 0.027 Uiso 1 1 calc R U . . .
C20R C 0.9911(3) 0.9696(3) 0.2955(2) 0.0299(6) Uani 1 1 d . . . . .
H20R H 1.085808 1.044380 0.303219 0.036 Uiso 1 1 calc R U . . .
C21R C 0.8754(4) 0.9037(3) 0.2070(2) 0.0365(7) Uani 1 1 d . . . . .
H21R H 0.890846 0.933910 0.154257 0.044 Uiso 1 1 calc R U . . .
C22R C 0.7378(4) 0.7942(4) 0.1956(2) 0.0390(7) Uani 1 1 d . . . . .
H22R H 0.660548 0.747706 0.134818 0.047 Uiso 1 1 calc R U . . .
C23R C 0.7123(3) 0.7521(3) 0.27254(19) 0.0285(6) Uani 1 1 d . . . . .
H23R H 0.616517 0.678173 0.264458 0.034 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 0.0181 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'
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'
F F 0.0727 0.0534 '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'
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 Cu O1R 94.02(7) . . ?
O1 Cu N14R 176.98(8) . 2_666 ?
O1R Cu N14R 83.87(7) . 2_666 ?
O1 Cu O3 89.29(8) . . ?
O1R Cu O3 176.55(7) . . ?
N14R Cu O3 92.79(8) 2_666 . ?
O1 Cu O2 85.97(7) . . ?
O1R Cu O2 94.27(7) . . ?
N14R Cu O2 92.04(7) 2_666 . ?
O3 Cu O2 84.98(7) . . ?
O1 Cu O4 89.88(7) . . ?
O1R Cu O4 96.23(7) . . ?
N14R Cu O4 92.48(7) 2_666 . ?
O3 Cu O4 84.74(7) . . ?
O2 Cu O4 168.95(7) . . ?
C2 O1 Cu 123.26(17) . . ?
C4 O2 Cu 119.47(18) . . ?
F3 C1 F2 105.8(3) . . ?
F3 C1 F1 107.1(3) . . ?
F2 C1 F1 105.2(3) . . ?
F3 C1 C2 114.7(3) . . ?
F2 C1 C2 111.3(3) . . ?
F1 C1 C2 112.2(3) . . ?
O1 C2 C3 130.0(3) . . ?
O1 C2 C1 111.7(3) . . ?
C3 C2 C1 118.3(3) . . ?
C2 C3 C4 122.5(3) . . ?
O2 C4 C3 127.3(3) . . ?
O2 C4 C5 114.9(3) . . ?
C3 C4 C5 117.8(2) . . ?
F4 C5 F6 108.7(3) . . ?
F4 C5 F5 106.6(3) . . ?
F6 C5 F5 106.3(3) . . ?
F4 C5 C4 114.2(3) . . ?
F6 C5 C4 110.9(3) . . ?
F5 C5 C4 109.8(3) . . ?
C7 O3 Cu 127.01(17) . . ?
C9 O4 Cu 120.97(17) . . ?
F9 C6 F7 108.0(2) . . ?
F9 C6 F8 106.2(2) . . ?
F7 C6 F8 106.3(2) . . ?
F9 C6 C7 111.4(2) . . ?
F7 C6 C7 111.9(2) . . ?
F8 C6 C7 112.7(2) . . ?
O3 C7 C8 128.8(3) . . ?
O3 C7 C6 112.9(2) . . ?
C8 C7 C6 118.2(3) . . ?
C7 C8 C9 122.9(3) . . ?
O4 C9 C8 129.2(3) . . ?
O4 C9 C10 114.7(2) . . ?
C8 C9 C10 116.1(2) . . ?
F10 C10 F11 107.2(3) . . ?
F12A C10 F10A 102.2(14) . . ?
F12A C10 F11A 109.0(12) . . ?
F10A C10 F11A 99.9(12) . . ?
F10 C10 F12 107.8(3) . . ?
F11 C10 F12 104.7(3) . . ?
F12A C10 C9 119.8(11) . . ?
F10 C10 C9 115.1(3) . . ?
F11 C10 C9 111.2(3) . . ?
F10A C10 C9 110.0(11) . . ?
F11A C10 C9 113.4(7) . . ?
F12 C10 C9 110.3(3) . . ?
N2R O1R Cu 126.00(14) . . ?
O1R N2R C11R 124.3(2) . . ?
O1R N2R C3R 121.33(19) . . ?
C11R N2R C3R 112.13(19) . . ?
N2R C3R C5R 105.2(2) . . ?
N2R C3R C4R 110.9(2) . . ?
C5R C3R C4R 109.9(2) . . ?
N2R C3R C6R 100.50(19) . . ?
C5R C3R C6R 114.5(2) . . ?
C4R C3R C6R 115.0(2) . . ?
N9R C6R C8R 109.5(2) . . ?
N9R C6R C7R 106.1(2) . . ?
C8R C6R C7R 110.9(2) . . ?
N9R C6R C3R 100.53(18) . . ?
C8R C6R C3R 114.5(2) . . ?
C7R C6R C3R 114.4(2) . . ?
O10R N9R C11R 125.5(2) . . ?
O10R N9R C6R 122.9(2) . . ?
C11R N9R C6R 111.5(2) . . ?
N2R C11R N9R 109.2(2) . . ?
N2R C11R C12R 126.1(2) . . ?
N9R C11R C12R 124.2(2) . . ?
C13R C12R C17R 119.9(2) . . ?
C13R C12R C11R 117.4(2) . . ?
C17R C12R C11R 122.5(2) . . ?
N14R C13R C12R 123.0(2) . . ?
C13R N14R C15R 117.6(2) . . ?
C13R N14R Cu 121.70(16) . 2_666 ?
C15R N14R Cu 120.68(16) . 2_666 ?
N14R C15R C16R 122.7(2) . . ?
C15R C16R C17R 120.6(2) . . ?
C16R C17R C12R 116.1(2) . . ?
C16R C17R C18R 121.1(2) . . ?
C12R C17R C18R 122.8(2) . . ?
C19R C18R C23R 119.0(2) . . ?
C19R C18R C17R 120.3(2) . . ?
C23R C18R C17R 120.6(2) . . ?
C20R C19R C18R 120.4(3) . . ?
C19R C20R C21R 120.0(3) . . ?
C22R C21R C20R 120.1(3) . . ?
C21R C22R C23R 120.2(3) . . ?
C22R C23R C18R 120.2(3) . . ?
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
Cu O1 1.9536(18) . ?
Cu O1R 1.9914(16) . ?
Cu N14R 2.004(2) 2_666 ?
Cu O3 2.0065(19) . ?
Cu O2 2.2658(18) . ?
Cu O4 2.3020(18) . ?
O1 C2 1.299(3) . ?
O2 C4 1.234(3) . ?
C1 F3 1.332(4) . ?
C1 F2 1.334(4) . ?
C1 F1 1.336(4) . ?
C1 C2 1.509(4) . ?
C2 C3 1.375(4) . ?
C3 C4 1.418(4) . ?
C4 C5 1.534(4) . ?
C5 F4 1.319(4) . ?
C5 F6 1.320(4) . ?
C5 F5 1.330(4) . ?
O3 C7 1.260(3) . ?
O4 C9 1.243(3) . ?
C6 F9 1.321(3) . ?
C6 F7 1.340(3) . ?
C6 F8 1.345(3) . ?
C6 C7 1.529(4) . ?
C7 C8 1.383(4) . ?
C8 C9 1.405(4) . ?
C9 C10 1.523(4) . ?
C10 F12A 1.12(2) . ?
C10 F10 1.312(4) . ?
C10 F11 1.340(4) . ?
C10 F10A 1.35(3) . ?
C10 F11A 1.354(17) . ?
C10 F12 1.367(5) . ?
O1R N2R 1.301(3) . ?
N2R C11R 1.339(3) . ?
N2R C3R 1.507(3) . ?
C3R C5R 1.526(4) . ?
C3R C4R 1.528(3) . ?
C3R C6R 1.559(4) . ?
C6R N9R 1.508(3) . ?
C6R C8R 1.521(4) . ?
C6R C7R 1.527(4) . ?
N9R O10R 1.270(3) . ?
N9R C11R 1.348(3) . ?
C11R C12R 1.465(3) . ?
C12R C13R 1.384(3) . ?
C12R C17R 1.406(3) . ?
C13R N14R 1.339(3) . ?
N14R C15R 1.349(3) . ?
C15R C16R 1.378(4) . ?
C16R C17R 1.396(3) . ?
C17R C18R 1.477(3) . ?
C18R C19R 1.400(4) . ?
C18R C23R 1.400(4) . ?
C19R C20R 1.384(4) . ?
C20R C21R 1.390(5) . ?
C21R C22R 1.385(5) . ?
C22R C23R 1.387(4) . ?
