#------------------------------------------------------------------------------
#$Date: 2025-08-22 16:55:42 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301864 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/37/7213718.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_7213718
loop_
_publ_author_name
'Golenya, Irina A.'
'Gumienna-Kontecka, Elzbieta'
'Haukka, Matti'
'Korsun, Oleksandr M.'
'Kalugin, Oleg N.'
'Fritsky, Igor O.'
_publ_section_title
;
 Copper(ii) complexes of 3- and 4-picolinehydroxamic acids: from
 mononuclear compounds to 1D- and 2D-coordination polymers
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              1904
_journal_paper_doi               10.1039/c3ce42343c
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C32 H28 Cl2 Cu2 N8 O12, 2(Cl O4)'
_chemical_formula_sum            'C32 H28 Cl4 Cu2 N8 O20'
_chemical_formula_weight         1113.50
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                70.1270(10)
_cell_angle_beta                 84.695(2)
_cell_angle_gamma                79.552(2)
_cell_formula_units_Z            1
_cell_length_a                   8.1560(2)
_cell_length_b                   10.4612(3)
_cell_length_c                   12.4373(4)
_cell_measurement_reflns_used    4666
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      31.51
_cell_measurement_theta_min      1.00
_cell_volume                     980.88(5)
_computing_cell_refinement       'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Diamond v.3.1d (Crystal Impact GbR, 2006)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offset'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0358
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19451
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.49
_exptl_absorpt_coefficient_mu    1.454
_exptl_absorpt_correction_T_max  0.8537
_exptl_absorpt_correction_T_min  0.7640
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v.2.10 (Sheldrick, 2003)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.885
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             562
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.534
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         4497
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0296P)²+1.1453P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0730
_refine_ls_wR_factor_ref         0.0781
_reflns_number_gt                3756
_reflns_number_total             4497
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce42343c.txt
_cod_data_source_block           ig185dx
_cod_database_code               7213718
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.57132(3) 0.36419(3) -0.03397(2) 0.01419(9) Uani 1 1 d .
Cl1 Cl 0.96874(7) 0.27570(6) -0.18455(5) 0.01720(12) Uani 1 1 d .
Cl2 Cl 0.75067(7) 0.81251(6) -0.45773(5) 0.01922(13) Uani 1 1 d .
O1 O 0.42412(19) 0.41243(15) -0.16124(14) 0.0168(3) Uani 1 1 d .
O2 O 0.62094(19) 0.54880(15) -0.10594(13) 0.0150(3) Uani 1 1 d .
O3 O 0.7896(2) 0.30459(18) -0.19461(15) 0.0239(4) Uani 1 1 d .
O4 O 1.0288(2) 0.38564(19) -0.16534(17) 0.0287(4) Uani 1 1 d .
O5 O 1.0141(2) 0.14896(18) -0.09336(16) 0.0298(4) Uani 1 1 d .
O6 O 1.0418(2) 0.25972(18) -0.29227(14) 0.0219(4) Uani 1 1 d .
O7 O 0.8637(2) 0.68716(18) -0.40674(16) 0.0285(4) Uani 1 1 d .
O8 O 0.6466(2) 0.7907(2) -0.53485(16) 0.0326(4) Uani 1 1 d .
O9 O 0.6469(2) 0.84816(17) -0.36669(14) 0.0220(4) Uani 1 1 d .
O10 O 0.8437(3) 0.92173(19) -0.51607(17) 0.0348(5) Uani 1 1 d .
N1 N 0.5472(2) 0.6002(2) -0.20950(16) 0.0146(4) Uani 1 1 d .
H1A H 0.573(4) 0.675(3) -0.257(3) 0.026(8) Uiso 1 1 d .
N2 N 0.1878(3) 0.6755(2) -0.53885(18) 0.0213(4) Uani 1 1 d .
H2A H 0.132(3) 0.706(3) -0.599(2) 0.018(7) Uiso 1 1 d .
N3 N 0.7530(2) 0.29540(19) 0.07552(16) 0.0141(4) Uani 1 1 d .
N4 N 0.5057(2) 0.18437(18) 0.04970(16) 0.0140(4) Uani 1 1 d .
C1 C 0.4473(3) 0.5285(2) -0.23298(19) 0.0143(4) Uani 1 1 d .
C2 C 0.3594(3) 0.5845(2) -0.34285(19) 0.0150(4) Uani 1 1 d .
C3 C 0.3233(3) 0.7248(2) -0.4026(2) 0.0171(5) Uani 1 1 d .
H3 H 0.3595 0.7897 -0.3758 0.021 Uiso 1 1 calc R
C4 C 0.2345(3) 0.7684(2) -0.5007(2) 0.0210(5) Uani 1 1 d .
H4 H 0.2063 0.8639 -0.5413 0.025 Uiso 1 1 calc R
C5 C 0.2220(3) 0.5396(3) -0.4845(2) 0.0233(5) Uani 1 1 d .
H5 H 0.1875 0.4772 -0.5149 0.028 Uiso 1 1 calc R
C6 C 0.3074(3) 0.4910(2) -0.3846(2) 0.0195(5) Uani 1 1 d .
H6 H 0.3306 0.3949 -0.3445 0.023 Uiso 1 1 calc R
C11 C 0.8722(3) 0.3644(2) 0.0840(2) 0.0164(5) Uani 1 1 d .
H11 H 0.8686 0.4577 0.0366 0.020 Uiso 1 1 calc R
C12 C 1.0003(3) 0.3035(2) 0.1600(2) 0.0188(5) Uani 1 1 d .
H12 H 1.0822 0.3545 0.1661 0.023 Uiso 1 1 calc R
C13 C 1.0060(3) 0.1668(2) 0.2267(2) 0.0198(5) Uani 1 1 d .
H13 H 1.0941 0.1220 0.2780 0.024 Uiso 1 1 calc R
C14 C 0.8830(3) 0.0949(2) 0.2185(2) 0.0176(5) Uani 1 1 d .
H14 H 0.8857 0.0010 0.2640 0.021 Uiso 1 1 calc R
C15 C 0.7562(3) 0.1626(2) 0.14290(19) 0.0142(4) Uani 1 1 d .
C16 C 0.6114(3) 0.1011(2) 0.13168(19) 0.0141(4) Uani 1 1 d .
C17 C 0.5807(3) -0.0282(2) 0.2000(2) 0.0179(5) Uani 1 1 d .
H17 H 0.6566 -0.0861 0.2567 0.022 Uiso 1 1 calc R
C18 C 0.4360(3) -0.0713(2) 0.1838(2) 0.0206(5) Uani 1 1 d .
H18 H 0.4126 -0.1599 0.2293 0.025 Uiso 1 1 calc R
C19 C 0.3266(3) 0.0148(2) 0.1015(2) 0.0187(5) Uani 1 1 d .
H19 H 0.2266 -0.0130 0.0905 0.022 Uiso 1 1 calc R
C20 C 0.3652(3) 0.1425(2) 0.0353(2) 0.0171(5) Uani 1 1 d .
H20 H 0.2907 0.2020 -0.0218 0.021 Uiso 1 1 calc R
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'
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'
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'
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
O2 Cu1 O1 84.36(6) . .
O2 Cu1 N4 174.18(7) . .
O1 Cu1 N4 96.62(7) . .
O2 Cu1 N3 97.56(7) . .
O1 Cu1 N3 167.82(7) . .
N4 Cu1 N3 82.70(7) . .
O2 Cu1 O2 88.31(6) . 2_665
O1 Cu1 O2 100.66(6) . 2_665
N4 Cu1 O2 85.86(6) . 2_665
N3 Cu1 O2 91.43(6) . 2_665
O2 Cu1 Cu1 51.49(5) . 2_665
O1 Cu1 Cu1 94.93(5) . 2_665
N4 Cu1 Cu1 122.68(5) . 2_665
N3 Cu1 Cu1 95.64(5) . 2_665
O2 Cu1 Cu1 36.82(3) 2_665 2_665
O4 Cl1 O5 110.54(12) . .
O4 Cl1 O3 110.99(11) . .
O5 Cl1 O3 109.63(11) . .
O4 Cl1 O6 109.46(11) . .
O5 Cl1 O6 108.75(11) . .
O3 Cl1 O6 107.38(10) . .
O10 Cl2 O8 111.12(12) . .
O10 Cl2 O7 109.70(12) . .
O8 Cl2 O7 109.23(11) . .
O10 Cl2 O9 108.87(11) . .
O8 Cl2 O9 109.45(11) . .
O7 Cl2 O9 108.41(11) . .
C1 O1 Cu1 109.22(13) . .
N1 O2 Cu1 106.96(12) . .
C1 N1 O2 118.39(18) . .
C1 N1 H1A 124(2) . .
O2 N1 H1A 118(2) . .
C5 N2 C4 122.8(2) . .
C5 N2 H2A 119.9(18) . .
C4 N2 H2A 117.3(18) . .
C11 N3 C15 119.65(19) . .
C11 N3 Cu1 126.57(15) . .
C15 N3 Cu1 113.70(14) . .
C20 N4 C16 119.58(19) . .
C20 N4 Cu1 125.81(16) . .
C16 N4 Cu1 114.54(14) . .
O1 C1 N1 120.2(2) . .
O1 C1 C2 120.16(19) . .
N1 C1 C2 119.7(2) . .
C3 C2 C6 119.5(2) . .
C3 C2 C1 122.8(2) . .
C6 C2 C1 117.7(2) . .
C4 C3 C2 119.1(2) . .
C4 C3 H3 120.4 . .
C2 C3 H3 120.4 . .
N2 C4 C3 119.7(2) . .
N2 C4 H4 120.1 . .
C3 C4 H4 120.1 . .
N2 C5 C6 119.6(2) . .
N2 C5 H5 120.2 . .
C6 C5 H5 120.2 . .
C5 C6 C2 119.1(2) . .
C5 C6 H6 120.4 . .
C2 C6 H6 120.4 . .
N3 C11 C12 121.9(2) . .
N3 C11 H11 119.0 . .
C12 C11 H11 119.0 . .
C13 C12 C11 118.4(2) . .
C13 C12 H12 120.8 . .
C11 C12 H12 120.8 . .
C12 C13 C14 120.0(2) . .
C12 C13 H13 120.0 . .
C14 C13 H13 120.0 . .
C15 C14 C13 118.8(2) . .
C15 C14 H14 120.6 . .
C13 C14 H14 120.6 . .
N3 C15 C14 121.2(2) . .
N3 C15 C16 114.50(19) . .
C14 C15 C16 124.2(2) . .
N4 C16 C17 121.6(2) . .
N4 C16 C15 114.10(19) . .
C17 C16 C15 124.3(2) . .
C16 C17 C18 118.5(2) . .
C16 C17 H17 120.7 . .
C18 C17 H17 120.7 . .
C19 C18 C17 119.8(2) . .
C19 C18 H18 120.1 . .
C17 C18 H18 120.1 . .
C18 C19 C20 118.8(2) . .
C18 C19 H19 120.6 . .
C20 C19 H19 120.6 . .
N4 C20 C19 121.6(2) . .
N4 C20 H20 119.2 . .
C19 C20 H20 119.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.9329(15) .
Cu1 O1 1.9469(16) .
Cu1 N4 1.9595(18) .
Cu1 N3 1.9721(18) .
Cu1 O2 2.5239(16) 2_665
Cu1 Cu1 3.2239(5) 2_665
Cl1 O4 1.4256(17) .
Cl1 O5 1.4347(18) .
Cl1 O3 1.4453(17) .
Cl1 O6 1.4651(17) .
Cl2 O10 1.4340(18) .
Cl2 O8 1.4357(19) .
Cl2 O7 1.4407(18) .
Cl2 O9 1.4605(17) .
O1 C1 1.274(3) .
O2 N1 1.366(2) .
N1 C1 1.314(3) .
N1 H1A 0.86(3) .
N2 C5 1.339(3) .
N2 C4 1.340(3) .
N2 H2A 0.84(3) .
N3 C11 1.343(3) .
N3 C15 1.353(3) .
N4 C20 1.345(3) .
N4 C16 1.352(3) .
C1 C2 1.486(3) .
C2 C3 1.391(3) .
C2 C6 1.394(3) .
C3 C4 1.373(3) .
C3 H3 0.9500 .
C4 H4 0.9500 .
C5 C6 1.374(3) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C11 C12 1.387(3) .
C11 H11 0.9500 .
C12 C13 1.383(3) .
C12 H12 0.9500 .
C13 C14 1.388(3) .
C13 H13 0.9500 .
C14 C15 1.384(3) .
C14 H14 0.9500 .
C15 C16 1.482(3) .
C16 C17 1.384(3) .
C17 C18 1.391(3) .
C17 H17 0.9500 .
C18 C19 1.381(3) .
C18 H18 0.9500 .
C19 C20 1.385(3) .
C19 H19 0.9500 .
C20 H20 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
N1 H1A O9 0.86(3) 2.01(3) 2.869(3) 177(3) .
N2 H2A O6 0.84(3) 1.96(3) 2.771(3) 163(3) 2_664
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139197958
