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#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/69/7056955.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_7056955
loop_
_publ_author_name
'Koleša Dobravc, Tanja'
'Maejima, Keiichi'
'Yoshikawa, Yutaka'
'Meden, Anton'
'Yasui, Hiroyuki'
'Perdih, Franc'
_publ_section_title
;
 Bis(picolinato) complexes of vanadium and zinc as potential antidiabetic
 agents: synthesis, structural elucidation and in vitro insulin-mimetic
 activity study
;
_journal_issue                   5
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3619
_journal_page_last               3632
_journal_paper_doi               10.1039/C7NJ04189F
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C14 H16 N2 O8 Zn'
_chemical_formula_sum            'C14 H16 N2 O8 Zn'
_chemical_formula_weight         405.66
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-09-12 deposited with the CCDC.
2018-01-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 126.316(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.6242(9)
_cell_length_b                   6.4863(2)
_cell_length_c                   15.5404(6)
_cell_measurement_reflns_used    2999
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      74.4730
_cell_measurement_theta_min      3.5320
_cell_volume                     1593.89(16)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2013)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2013)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2013)'
_computing_molecular_graphics
'ORTEP-3 for Windows version 2.02 (Farrugia, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4933
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0125
_diffrn_reflns_av_unetI/netI     0.0122
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3853
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.669
_diffrn_reflns_theta_min         7.073
_exptl_absorpt_coefficient_mu    2.594
_exptl_absorpt_correction_T_max  0.6970
_exptl_absorpt_correction_T_min  0.5632
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2013)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_description       prism
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         1613
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0274
_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)+(0.0481P)²+1.5736P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0756
_refine_ls_wR_factor_ref         0.0763
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1552
_reflns_number_total             1613
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7nj04189f2.cif
_cod_data_source_block           10
_cod_original_cell_volume        1593.89(15)
_cod_database_code               7056955
_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_min   0.563
_shelx_estimated_absorpt_t_max   0.697
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Zn1 Zn 0.2500 0.7500 0.0000 0.01724(13) Uani 1 2 d S . P
N1 N 0.30636(9) 0.73087(19) 0.16258(11) 0.0172(3) Uani 1 1 d . . .
O1 O 0.31393(7) 0.47289(17) 0.03303(8) 0.0196(2) Uani 1 1 d . . .
O2 O 0.39076(9) 0.24669(16) 0.16563(10) 0.0259(3) Uani 1 1 d . . .
O3 O 0.43837(9) 0.3338(2) 0.35562(9) 0.0326(3) Uani 1 1 d . . .
H3 H 0.4355 0.2644 0.3079 0.049 Uiso 1 1 calc R U .
O4 O 0.35635(7) 0.93627(17) 0.03306(8) 0.0200(2) Uani 1 1 d D . .
H4A H 0.3601(14) 1.039(3) 0.0696(16) 0.035(6) Uiso 1 1 d D . .
C1 C 0.35153(9) 0.4146(2) 0.12785(11) 0.0178(3) Uani 1 1 d . . .
C2 C 0.35047(9) 0.5553(2) 0.20450(11) 0.0162(3) Uani 1 1 d . . .
C3 C 0.39302(10) 0.5084(2) 0.31262(12) 0.0206(3) Uani 1 1 d . . .
C4 C 0.38746(10) 0.6474(3) 0.37680(12) 0.0231(3) Uani 1 1 d . . .
H4 H 0.4148 0.6188 0.4504 0.028 Uiso 1 1 calc R U .
C5 C 0.34185(10) 0.8262(3) 0.33217(12) 0.0233(3) Uani 1 1 d . . .
H5 H 0.3375 0.9226 0.3748 0.028 Uiso 1 1 calc R U .
C6 C 0.30207(10) 0.8651(2) 0.22415(12) 0.0208(3) Uani 1 1 d . . .
H6 H 0.2713 0.9896 0.1938 0.025 Uiso 1 1 calc R U .
C7 C 0.43862(10) 0.8557(3) 0.07678(14) 0.0277(4) Uani 1 1 d . . .
H7A H 0.4660 0.8156 0.1513 0.042 Uiso 1 1 calc R U .
H7B H 0.4727 0.9614 0.0735 0.042 Uiso 1 1 calc R U .
H7C H 0.4336 0.7348 0.0355 0.042 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'
Zn Zn -1.5491 0.6778 '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
O1 Zn1 O1 180.0 7_565 .
O1 Zn1 N1 80.73(4) 7_565 7_565
O1 Zn1 N1 99.27(4) . 7_565
O1 Zn1 N1 99.27(4) 7_565 .
O1 Zn1 N1 80.73(4) . .
N1 Zn1 N1 180.0 7_565 .
O1 Zn1 O4 93.85(4) 7_565 7_565
O1 Zn1 O4 86.15(4) . 7_565
N1 Zn1 O4 90.03(5) 7_565 7_565
N1 Zn1 O4 89.96(5) . 7_565
O1 Zn1 O4 86.15(4) 7_565 .
O1 Zn1 O4 93.85(4) . .
N1 Zn1 O4 89.97(5) 7_565 .
N1 Zn1 O4 90.03(5) . .
O4 Zn1 O4 180.0 7_565 .
C6 N1 C2 120.15(14) . .
C6 N1 Zn1 128.32(11) . .
C2 N1 Zn1 111.53(10) . .
C1 O1 Zn1 113.63(9) . .
C3 O3 H3 109.5 . .
C7 O4 Zn1 124.08(10) . .
C7 O4 H4A 110.0(15) . .
Zn1 O4 H4A 106.4(15) . .
O1 C1 O2 125.47(14) . .
O1 C1 C2 118.12(13) . .
O2 C1 C2 116.41(13) . .
N1 C2 C3 121.52(14) . .
N1 C2 C1 115.84(12) . .
C3 C2 C1 122.64(14) . .
O3 C3 C4 119.76(13) . .
O3 C3 C2 121.88(14) . .
C4 C3 C2 118.36(14) . .
C5 C4 C3 119.15(14) . .
C5 C4 H4 120.4 . .
C3 C4 H4 120.4 . .
C4 C5 C6 119.55(15) . .
C4 C5 H5 120.2 . .
C6 C5 H5 120.2 . .
N1 C6 C5 121.25(15) . .
N1 C6 H6 119.4 . .
C5 C6 H6 119.4 . .
O4 C7 H7A 109.5 . .
O4 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
O4 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 2.0750(10) 7_565
Zn1 O1 2.0750(10) .
Zn1 N1 2.0765(14) 7_565
Zn1 N1 2.0765(14) .
Zn1 O4 2.1929(11) 7_565
Zn1 O4 2.1930(11) .
N1 C6 1.333(2) .
N1 C2 1.3424(19) .
O1 C1 1.2534(18) .
O2 C1 1.2602(18) .
O3 C3 1.348(2) .
O3 H3 0.8400 .
O4 C7 1.4290(19) .
O4 H4A 0.849(16) .
C1 C2 1.511(2) .
C2 C3 1.397(2) .
C3 C4 1.396(2) .
C4 C5 1.376(3) .
C4 H4 0.9500 .
C5 C6 1.392(2) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 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
O3 H3 O2 0.84 1.84 2.5772(18) 146.1 .
O4 H4A O2 0.849(16) 1.828(16) 2.6658(16) 169(2) 1_565
C5 H5 O4 0.95 2.44 3.3390(19) 158.0 6_576
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
Zn1 O1 C1 O2 176.00(13)
Zn1 O1 C1 C2 -4.02(16)
C6 N1 C2 C3 -0.3(2)
Zn1 N1 C2 C3 -179.30(11)
C6 N1 C2 C1 -179.74(13)
Zn1 N1 C2 C1 1.21(16)
O1 C1 C2 N1 1.9(2)
O2 C1 C2 N1 -178.08(14)
O1 C1 C2 C3 -177.55(13)
O2 C1 C2 C3 2.4(2)
N1 C2 C3 O3 -179.09(14)
C1 C2 C3 O3 0.4(2)
N1 C2 C3 C4 1.2(2)
C1 C2 C3 C4 -179.31(14)
O3 C3 C4 C5 179.17(15)
C2 C3 C4 C5 -1.1(2)
C3 C4 C5 C6 0.1(2)
C2 N1 C6 C5 -0.8(2)
Zn1 N1 C6 C5 178.05(11)
C4 C5 C6 N1 0.9(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139178315
