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#$Date: 2024-07-05 19:59:36 +0300 (Fri, 05 Jul 2024) $
#$Revision: 293146 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/58/7715856.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_7715856
loop_
_publ_author_name
'García-García, Amalia'
'Medina-O'donnell, Marta'
'Rojas, Sara'
'Cano-Morenilla, Mariola'
'Morales, Juan'
'Quesada-Moreno, María Mar'
'Sainz, Juan'
'Vitorica-Yrezabal, Iñigo J'
'Rodríguez-Diéguez, Antonio'
'Navarro, Amparo'
'Reyes-Zurita, Fernando J'
_publ_section_title
;
 Modulating anti-inflammatory and anticancer properties by designing a
 family of metal-complexes based on 5-nitropicolinic acid.
;
_journal_issue                   21
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8988
_journal_page_last               9000
_journal_paper_doi               10.1039/d4dt00265b
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C12 H10 N4 O10 Zn'
_chemical_formula_sum            'C12 H10 N4 O10 Zn'
_chemical_formula_weight         435.61
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-03-21
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-03-27 deposited with the CCDC.	2024-04-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.793(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.0950(3)
_cell_length_b                   25.1353(16)
_cell_length_c                   6.5334(4)
_cell_measurement_reflns_used    2024
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.602
_cell_measurement_theta_min      3.242
_cell_volume                     782.20(8)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_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  0.0888
_diffrn_reflns_av_unetI/netI     0.0768
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            8140
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.260
_diffrn_reflns_theta_min         3.242
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.638
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6293
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0743 before and 0.0583 after correction.
The Ratio of minimum to maximum transmission is 0.8439.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.850
_exptl_crystal_description       needle
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         1931
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.1027
_refine_ls_R_factor_gt           0.0570
_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)+(0.0224P)²+1.3316P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0955
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1323
_reflns_number_total             1931
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt00265b2.cif
_cod_data_source_block           Compound6
_cod_depositor_comments
'Adding full bibliography for 7715854--7715859.cif.'
_cod_database_code               7715856
_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   0.923
_shelx_estimated_absorpt_t_min   0.735
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
C2 \\sim C3: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
3.a Riding coordinates:
 O1W(H1WA,H1WB)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.000000 0.000000 0.500000 0.02124(17) Uani 1 2 d S . P . .
C1 C 0.1108(7) 0.06283(14) 0.1743(6) 0.0211(8) Uani 1 1 d . . . . .
C2 C -0.0684(7) 0.09919(14) 0.2565(6) 0.0222(7) Uani 1 1 d . U . . .
C3 C -0.1404(8) 0.14936(15) 0.1699(6) 0.0270(7) Uani 1 1 d . U . . .
H3 H -0.087238 0.160871 0.054960 0.032 Uiso 1 1 calc R U . . .
C4 C -0.2915(9) 0.18227(15) 0.2550(7) 0.0339(10) Uani 1 1 d . . . . .
H4 H -0.342823 0.216406 0.200717 0.041 Uiso 1 1 calc R U . . .
C5 C -0.3631(8) 0.16246(14) 0.4237(6) 0.0252(9) Uani 1 1 d . . . . .
C6 C -0.2910(7) 0.11165(14) 0.5038(6) 0.0239(8) Uani 1 1 d . . . . .
H6 H -0.344507 0.099266 0.617291 0.029 Uiso 1 1 calc R U . . .
N1 N -0.1454(6) 0.08035(11) 0.4192(5) 0.0195(6) Uani 1 1 d . . . . .
N2 N -0.5284(8) 0.19549(14) 0.5187(7) 0.0387(9) Uani 1 1 d . . . . .
O1 O 0.1649(5) 0.01718(9) 0.2609(4) 0.0243(6) Uani 1 1 d . . . . .
O2 O 0.1955(6) 0.08123(10) 0.0340(4) 0.0330(7) Uani 1 1 d . . . . .
O3 O -0.5924(7) 0.17747(13) 0.6669(6) 0.0532(9) Uani 1 1 d . . . . .
O4 O -0.5971(8) 0.23971(13) 0.4408(6) 0.0637(11) Uani 1 1 d . . . . .
O1W O 0.3636(5) 0.03266(10) 0.7376(4) 0.0282(6) Uani 1 1 d . . . . .
H1WA H 0.346112 0.047028 0.859726 0.034 Uiso 1 1 d R U . . .
H1WB H 0.513812 0.008738 0.762686 0.034 Uiso 1 1 d 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'
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'
Zn Zn 0.2839 1.4301 '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 Zn1 N1 180.0 . 3_556 ?
O1 Zn1 N1 100.65(9) 3_556 . ?
O1 Zn1 N1 79.35(9) 3_556 3_556 ?
O1 Zn1 N1 79.35(9) . . ?
O1 Zn1 N1 100.65(9) . 3_556 ?
O1 Zn1 O1 180.0 . 3_556 ?
O1 Zn1 O1W 90.65(10) 3_556 . ?
O1 Zn1 O1W 89.35(10) 3_556 3_556 ?
O1 Zn1 O1W 90.65(10) . 3_556 ?
O1 Zn1 O1W 89.35(10) . . ?
O1W Zn1 N1 87.21(10) 3_556 3_556 ?
O1W Zn1 N1 92.79(10) . 3_556 ?
O1W Zn1 N1 92.79(10) 3_556 . ?
O1W Zn1 N1 87.21(10) . . ?
O1W Zn1 O1W 180.0 . 3_556 ?
O1 C1 C2 116.8(3) . . ?
O2 C1 C2 116.8(3) . . ?
O2 C1 O1 126.4(3) . . ?
C3 C2 C1 120.8(3) . . ?
N1 C2 C1 116.7(3) . . ?
N1 C2 C3 122.5(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.3(3) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 121.5 . . ?
C5 C4 C3 117.0(3) . . ?
C5 C4 H4 121.5 . . ?
C4 C5 C6 122.0(3) . . ?
C4 C5 N2 119.4(3) . . ?
C6 C5 N2 118.6(3) . . ?
C5 C6 H6 119.9 . . ?
N1 C6 C5 120.2(3) . . ?
N1 C6 H6 119.9 . . ?
C2 N1 Zn1 110.7(2) . . ?
C6 N1 Zn1 130.4(2) . . ?
C6 N1 C2 118.9(3) . . ?
O3 N2 C5 118.9(3) . . ?
O3 N2 O4 123.6(3) . . ?
O4 N2 C5 117.5(4) . . ?
C1 O1 Zn1 116.4(2) . . ?
Zn1 O1W H1WA 117.7 . . ?
Zn1 O1W H1WB 109.0 . . ?
H1WA O1W H1WB 115.4 . . ?
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
Zn1 N1 2.151(3) . ?
Zn1 N1 2.152(3) 3_556 ?
Zn1 O1 2.065(2) 3_556 ?
Zn1 O1 2.065(2) . ?
Zn1 O1W 2.115(2) 3_556 ?
Zn1 O1W 2.115(2) . ?
C1 C2 1.518(5) . ?
C1 O1 1.266(4) . ?
C1 O2 1.233(4) . ?
C2 C3 1.378(5) . ?
C2 N1 1.343(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.375(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.372(5) . ?
C5 C6 1.379(5) . ?
C5 N2 1.468(4) . ?
C6 H6 0.9300 . ?
C6 N1 1.329(4) . ?
N2 O3 1.214(4) . ?
N2 O4 1.221(5) . ?
O1W H1WA 0.9085 . ?
O1W H1WB 0.9408 . ?
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
O1W H1WA O2 0.91 1.80 2.674(3) 160.3 1_556 yes
O1W H1WB O1 0.94 1.82 2.706(3) 156.3 3_656 yes
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
C1 C2 C3 C4 -176.9(3) . . . . ?
C1 C2 N1 Zn1 -3.1(4) . . . . ?
C1 C2 N1 C6 176.8(3) . . . . ?
C2 C1 O1 Zn1 -0.1(4) . . . . ?
C2 C3 C4 C5 -0.2(6) . . . . ?
C3 C2 N1 Zn1 178.5(3) . . . . ?
C3 C2 N1 C6 -1.6(5) . . . . ?
C3 C4 C5 C6 -0.8(6) . . . . ?
C3 C4 C5 N2 -179.0(4) . . . . ?
C4 C5 C6 N1 0.7(6) . . . . ?
C4 C5 N2 O3 179.5(4) . . . . ?
C4 C5 N2 O4 0.4(6) . . . . ?
C5 C6 N1 Zn1 -179.6(3) . . . . ?
C5 C6 N1 C2 0.5(5) . . . . ?
C6 C5 N2 O3 1.3(6) . . . . ?
C6 C5 N2 O4 -177.8(4) . . . . ?
N1 C2 C3 C4 1.5(6) . . . . ?
N2 C5 C6 N1 178.9(3) . . . . ?
O1 C1 C2 C3 -179.3(3) . . . . ?
O1 C1 C2 N1 2.3(5) . . . . ?
O2 C1 C2 C3 2.6(5) . . . . ?
O2 C1 C2 N1 -175.8(3) . . . . ?
O2 C1 O1 Zn1 177.8(3) . . . . ?
