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#$Date: 2024-09-06 03:38:21 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294539 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/67/7716715.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_7716715
loop_
_publ_author_name
'Savić, Milica'
'Pevec, Andrej'
'Stevanović, Nevena'
'Novaković, Irena'
'Matić, Ivana Z'
'Petrović, Nina'
'Stanojković, Tatjana'
'Milčić, Karla'
'Zlatar, Matija'
'Turel, Iztok'
'Čobeljić, Božidar'
'Milčić, Miloš'
'Gruden, Maja'
_publ_section_title
;
 Synergy of experimental and computational chemistry: structure and
 biological activity of Zn(II) hydrazone complexes.
;
_journal_issue                   32
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13436
_journal_page_last               13453
_journal_paper_doi               10.1039/d4dt01353k
_journal_volume                  53
_journal_year                    2024
_chemical_formula_sum            'C24 H34 B2 Br2 F8 N8 O2 Zn'
_chemical_formula_weight         865.40
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-03-13 deposited with the CCDC.	2024-07-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.9095(8)
_cell_length_b                   12.4317(6)
_cell_length_c                   12.1295(6)
_cell_measurement_reflns_used    7633
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.1090
_cell_measurement_theta_min      2.8990
_cell_volume                     3454.5(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4933
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17331
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.509
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    3.104
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_description       prism
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_refine_diff_density_max         1.159
_refine_diff_density_min         -1.076
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3959
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0407
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0332P)²+5.2058P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0844
_refine_ls_wR_factor_ref         0.0916
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3148
_reflns_number_total             3959
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01353k2.cif
_cod_data_source_block           '[ZnL2](BF4)2'
_cod_depositor_comments
'Adding full bibliography for 7716713--7716715.cif.'
_cod_database_code               7716715
_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_min   0.370
_shelx_estimated_absorpt_t_max   0.456
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, 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
Zn1 Zn 0.500000 0.35627(4) 0.250000 0.01620(12) Uani 1 2 d S T P . .
Br1 Br 0.38982(2) 0.16129(3) 0.16283(3) 0.04345(13) Uani 1 1 d . . . . .
N1 N 0.44850(9) 0.2321(2) 0.34703(19) 0.0201(5) Uani 1 1 d . . . . .
N2 N 0.52916(9) 0.36834(19) 0.40908(18) 0.0171(5) Uani 1 1 d . . . . .
N3 N 0.57697(9) 0.4332(2) 0.42895(19) 0.0193(5) Uani 1 1 d . . . . .
N4 N 0.69064(9) 0.5363(2) 0.43272(19) 0.0196(5) Uani 1 1 d . . . . .
O1 O 0.57387(8) 0.45757(17) 0.23900(16) 0.0226(5) Uani 1 1 d . . . . .
C1 C 0.40750(13) 0.1644(3) 0.3156(3) 0.0280(7) Uani 1 1 d . . . . .
C2 C 0.37662(15) 0.0968(3) 0.3855(3) 0.0379(9) Uani 1 1 d . . . . .
H2 H 0.347466 0.049417 0.358235 0.045 Uiso 1 1 calc R U . . .
C3 C 0.38995(14) 0.1013(3) 0.4953(3) 0.0404(9) Uani 1 1 d . . . . .
H3 H 0.370178 0.056101 0.546207 0.048 Uiso 1 1 calc R U . . .
C4 C 0.43248(13) 0.1723(3) 0.5320(3) 0.0315(8) Uani 1 1 d . . . . .
H4 H 0.441950 0.176107 0.608183 0.038 Uiso 1 1 calc R U . . .
C5 C 0.46105(11) 0.2375(2) 0.4565(2) 0.0192(6) Uani 1 1 d . . . . .
C6 C 0.50673(11) 0.3145(2) 0.4894(2) 0.0183(6) Uani 1 1 d . . . . .
C7 C 0.52627(14) 0.3235(3) 0.6064(2) 0.0307(7) Uani 1 1 d . . . . .
H7A H 0.548857 0.259505 0.626423 0.046 Uiso 1 1 calc R U . . .
H7B H 0.492088 0.329305 0.654583 0.046 Uiso 1 1 calc R U . . .
H7C H 0.550693 0.387701 0.614924 0.046 Uiso 1 1 calc R U . . .
C8 C 0.59631(11) 0.4698(2) 0.3336(2) 0.0193(6) Uani 1 1 d . . . . .
C9 C 0.65313(12) 0.5325(3) 0.3309(2) 0.0253(7) Uani 1 1 d . . . . .
H9A H 0.677218 0.502630 0.270433 0.030 Uiso 1 1 calc R U . . .
H9B H 0.643605 0.607633 0.310523 0.030 Uiso 1 1 calc R U . . .
C10 C 0.70714(13) 0.4265(3) 0.4713(3) 0.0352(8) Uani 1 1 d . . . . .
H10A H 0.735038 0.432435 0.532205 0.053 Uiso 1 1 calc R U . . .
H10B H 0.725057 0.386615 0.410357 0.053 Uiso 1 1 calc R U . . .
H10C H 0.672170 0.388419 0.496530 0.053 Uiso 1 1 calc R U . . .
C11 C 0.66156(13) 0.5972(3) 0.5235(3) 0.0372(9) Uani 1 1 d . . . . .
H11A H 0.626913 0.557759 0.548202 0.056 Uiso 1 1 calc R U . . .
H11B H 0.649933 0.668361 0.496558 0.056 Uiso 1 1 calc R U . . .
H11C H 0.688759 0.605440 0.585277 0.056 Uiso 1 1 calc R U . . .
C12 C 0.74548(12) 0.5950(3) 0.4013(3) 0.0301(7) Uani 1 1 d . . . . .
H12A H 0.770412 0.603210 0.466419 0.045 Uiso 1 1 calc R U . . .
H12B H 0.735409 0.666232 0.372266 0.045 Uiso 1 1 calc R U . . .
H12C H 0.766387 0.554023 0.344730 0.045 Uiso 1 1 calc R U . . .
B1 B 0.30826(17) 0.1803(3) 0.8154(3) 0.0311(8) Uani 1 1 d . . . . .
F1 F 0.27764(8) 0.08428(17) 0.80104(18) 0.0427(5) Uani 1 1 d . . . . .
F2 F 0.34386(10) 0.1689(2) 0.90603(19) 0.0583(7) Uani 1 1 d . . . . .
F3 F 0.26867(11) 0.26178(19) 0.83367(19) 0.0592(7) Uani 1 1 d . . . . .
F4 F 0.34039(11) 0.2021(2) 0.7226(2) 0.0647(7) Uani 1 1 d . . . . .
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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
N2 Zn1 N2 171.59(14) . 3_655 ?
N2 Zn1 O1 75.79(8) . . ?
N2 Zn1 O1 99.10(8) 3_655 . ?
N2 Zn1 O1 99.09(8) . 3_655 ?
N2 Zn1 O1 75.79(8) 3_655 3_655 ?
O1 Zn1 O1 106.86(12) . 3_655 ?
N2 Zn1 N1 74.39(9) . . ?
N2 Zn1 N1 111.63(9) 3_655 . ?
O1 Zn1 N1 148.59(8) . . ?
O1 Zn1 N1 87.50(8) 3_655 . ?
N2 Zn1 N1 111.63(8) . 3_655 ?
N2 Zn1 N1 74.40(9) 3_655 3_655 ?
O1 Zn1 N1 87.50(8) . 3_655 ?
O1 Zn1 N1 148.59(8) 3_655 3_655 ?
N1 Zn1 N1 94.38(12) . 3_655 ?
C1 N1 C5 117.7(2) . . ?
C1 N1 Zn1 130.9(2) . . ?
C5 N1 Zn1 111.26(17) . . ?
C6 N2 N3 119.2(2) . . ?
C6 N2 Zn1 122.96(19) . . ?
N3 N2 Zn1 117.77(17) . . ?
C8 N3 N2 108.3(2) . . ?
C10 N4 C11 110.2(3) . . ?
C10 N4 C12 108.2(2) . . ?
C11 N4 C12 108.3(2) . . ?
C10 N4 C9 111.9(2) . . ?
C11 N4 C9 111.5(2) . . ?
C12 N4 C9 106.5(2) . . ?
C8 O1 Zn1 109.82(17) . . ?
N1 C1 C2 125.0(3) . . ?
N1 C1 Br1 116.6(2) . . ?
C2 C1 Br1 118.4(2) . . ?
C3 C2 C1 117.2(3) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C2 C3 C4 119.7(3) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
N1 C5 C4 121.1(3) . . ?
N1 C5 C6 116.5(2) . . ?
C4 C5 C6 122.4(3) . . ?
N2 C6 C5 114.6(2) . . ?
N2 C6 C7 124.0(3) . . ?
C5 C6 C7 121.3(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C8 N3 128.1(2) . . ?
O1 C8 C9 112.9(2) . . ?
N3 C8 C9 119.0(2) . . ?
N4 C9 C8 119.2(2) . . ?
N4 C9 H9A 107.5 . . ?
C8 C9 H9A 107.5 . . ?
N4 C9 H9B 107.5 . . ?
C8 C9 H9B 107.5 . . ?
H9A C9 H9B 107.0 . . ?
N4 C10 H10A 109.5 . . ?
N4 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N4 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N4 C11 H11A 109.5 . . ?
N4 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N4 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N4 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
F4 B1 F2 111.0(3) . . ?
F4 B1 F3 109.9(3) . . ?
F2 B1 F3 109.7(3) . . ?
F4 B1 F1 109.6(3) . . ?
F2 B1 F1 108.0(3) . . ?
F3 B1 F1 108.5(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
Zn1 N2 2.047(2) . ?
Zn1 N2 2.047(2) 3_655 ?
Zn1 O1 2.1136(18) . ?
Zn1 O1 2.1136(18) 3_655 ?
Zn1 N1 2.272(2) . ?
Zn1 N1 2.272(2) 3_655 ?
Br1 C1 1.897(3) . ?
N1 C1 1.318(4) . ?
N1 C5 1.361(3) . ?
N2 C6 1.289(4) . ?
N2 N3 1.381(3) . ?
N3 C8 1.319(4) . ?
N4 C10 1.491(4) . ?
N4 C11 1.493(4) . ?
N4 C12 1.502(3) . ?
N4 C9 1.506(3) . ?
O1 C8 1.267(3) . ?
C1 C2 1.388(5) . ?
C2 C3 1.368(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.473(4) . ?
C6 C7 1.492(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.518(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
B1 F4 1.372(4) . ?
B1 F2 1.376(4) . ?
B1 F3 1.377(5) . ?
B1 F1 1.396(4) . ?
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
C6 N2 N3 C8 172.7(3) . . . . ?
Zn1 N2 N3 C8 -4.0(3) . . . . ?
C5 N1 C1 C2 -1.0(5) . . . . ?
Zn1 N1 C1 C2 -175.6(3) . . . . ?
C5 N1 C1 Br1 178.6(2) . . . . ?
Zn1 N1 C1 Br1 4.0(4) . . . . ?
N1 C1 C2 C3 0.1(6) . . . . ?
Br1 C1 C2 C3 -179.5(3) . . . . ?
C1 C2 C3 C4 0.5(6) . . . . ?
C2 C3 C4 C5 -0.2(6) . . . . ?
C1 N1 C5 C4 1.4(4) . . . . ?
Zn1 N1 C5 C4 176.9(2) . . . . ?
C1 N1 C5 C6 -179.5(3) . . . . ?
Zn1 N1 C5 C6 -3.9(3) . . . . ?
C3 C4 C5 N1 -0.8(5) . . . . ?
C3 C4 C5 C6 -179.9(3) . . . . ?
N3 N2 C6 C5 -172.4(2) . . . . ?
Zn1 N2 C6 C5 4.1(3) . . . . ?
N3 N2 C6 C7 4.9(4) . . . . ?
Zn1 N2 C6 C7 -178.6(2) . . . . ?
N1 C5 C6 N2 0.4(4) . . . . ?
C4 C5 C6 N2 179.5(3) . . . . ?
N1 C5 C6 C7 -176.9(3) . . . . ?
C4 C5 C6 C7 2.2(4) . . . . ?
Zn1 O1 C8 N3 -4.1(4) . . . . ?
Zn1 O1 C8 C9 174.3(2) . . . . ?
N2 N3 C8 O1 5.5(4) . . . . ?
N2 N3 C8 C9 -172.8(2) . . . . ?
C10 N4 C9 C8 56.9(4) . . . . ?
C11 N4 C9 C8 -67.1(4) . . . . ?
C12 N4 C9 C8 175.0(3) . . . . ?
O1 C8 C9 N4 -168.8(3) . . . . ?
N3 C8 C9 N4 9.7(4) . . . . ?
