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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/7/71/67/7716713.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_7716713
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            'C12 H17 Br N10 O Zn'
_chemical_formula_weight         462.63
_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
;
2024-03-13 deposited with the CCDC.	2024-07-18 downloaded from the CCDC.
;
_cell_angle_alpha                100.371(7)
_cell_angle_beta                 106.222(6)
_cell_angle_gamma                100.696(7)
_cell_formula_units_Z            2
_cell_length_a                   7.7113(5)
_cell_length_b                   9.6246(9)
_cell_length_c                   13.1176(9)
_cell_measurement_reflns_used    2034
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.6930
_cell_measurement_theta_min      3.1110
_cell_volume                     890.39(13)
_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      293(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  0.0264
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7401
_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         27.483
_diffrn_reflns_theta_min         2.428
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    3.647
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75210
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.726
_exptl_crystal_description       prism
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         4073
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0389
_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)+(0.0341P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0760
_refine_ls_wR_factor_ref         0.0892
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2805
_reflns_number_total             4073
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01353k2.cif
_cod_data_source_block           '[ZnL(N3)2]'
_cod_depositor_comments
'Adding full bibliography for 7716713--7716715.cif.'
_cod_original_cell_volume        890.39(12)
_cod_database_code               7716713
_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   0.529
_shelx_estimated_absorpt_t_max   0.712
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
Zn1 Zn 0.61945(5) 0.35236(4) 0.28331(3) 0.04295(13) Uani 1 1 d . . . . .
Br1 Br 0.66976(6) 0.05313(4) 0.42436(3) 0.05879(14) Uani 1 1 d . . . . .
O1 O 0.5531(3) 0.4743(3) 0.16067(17) 0.0545(6) Uani 1 1 d . . . . .
N1 N 0.7225(3) 0.3506(3) 0.46787(19) 0.0390(6) Uani 1 1 d . . . . .
N2 N 0.6921(3) 0.5651(3) 0.3704(2) 0.0399(6) Uani 1 1 d . . . . .
N3 N 0.6751(4) 0.6720(3) 0.3121(2) 0.0433(6) Uani 1 1 d . . . . .
N4 N 0.7386(4) 0.7919(3) 0.1138(2) 0.0440(7) Uani 1 1 d . . . . .
N5 N 0.7838(4) 0.2518(4) 0.2239(3) 0.0586(8) Uani 1 1 d . . . . .
N6 N 0.8378(4) 0.2865(4) 0.1540(2) 0.0583(8) Uani 1 1 d . . . . .
N7 N 0.8942(6) 0.3171(5) 0.0869(3) 0.1024(15) Uani 1 1 d . . . . .
N8 N 0.3721(4) 0.2181(4) 0.2496(2) 0.0517(7) Uani 1 1 d . . . . .
N9 N 0.3397(4) 0.0905(4) 0.2131(2) 0.0486(7) Uani 1 1 d . . . . .
N10 N 0.3005(5) -0.0345(4) 0.1772(3) 0.0738(10) Uani 1 1 d . . . . .
C1 C 0.7191(4) 0.2417(4) 0.5154(3) 0.0419(8) Uani 1 1 d . . . . .
C2 C 0.7463(5) 0.2556(4) 0.6263(3) 0.0502(9) Uani 1 1 d . . . . .
H2 H 0.740498 0.174720 0.655930 0.060 Uiso 1 1 calc R U . . .
C3 C 0.7820(5) 0.3936(4) 0.6903(3) 0.0501(9) Uani 1 1 d . . . . .
H3 H 0.799820 0.407845 0.764892 0.060 Uiso 1 1 calc R U . . .
C4 C 0.7916(4) 0.5115(4) 0.6438(2) 0.0445(8) Uani 1 1 d . . . . .
H4 H 0.818756 0.605872 0.686651 0.053 Uiso 1 1 calc R U . . .
C5 C 0.7600(4) 0.4862(4) 0.5323(2) 0.0375(7) Uani 1 1 d . . . . .
C6 C 0.7577(4) 0.6063(3) 0.4752(2) 0.0385(7) Uani 1 1 d . . . . .
C7 C 0.8240(5) 0.7593(4) 0.5398(3) 0.0537(9) Uani 1 1 d . . . . .
H7A H 0.848890 0.821968 0.493590 0.081 Uiso 1 1 calc R U . . .
H7B H 0.936245 0.770429 0.598859 0.081 Uiso 1 1 calc R U . . .
H7C H 0.730061 0.785198 0.569061 0.081 Uiso 1 1 calc R U . . .
C8 C 0.6014(4) 0.6087(4) 0.2062(3) 0.0415(8) Uani 1 1 d . . . . .
C9 C 0.5680(4) 0.7133(4) 0.1330(3) 0.0445(8) Uani 1 1 d . . . . .
H9A H 0.477675 0.658952 0.062693 0.053 Uiso 1 1 calc R U . . .
H9B H 0.513208 0.785144 0.165461 0.053 Uiso 1 1 calc R U . . .
C10 C 0.8691(5) 0.9006(4) 0.2163(3) 0.0601(10) Uani 1 1 d . . . . .
H10A H 0.808839 0.974261 0.237751 0.090 Uiso 1 1 calc R U . . .
H10B H 0.979826 0.945110 0.202731 0.090 Uiso 1 1 calc R U . . .
H10C H 0.901836 0.851636 0.273893 0.090 Uiso 1 1 calc R U . . .
C11 C 0.6761(6) 0.8755(5) 0.0296(3) 0.0753(13) Uani 1 1 d . . . . .
H11A H 0.593492 0.808720 -0.037288 0.113 Uiso 1 1 calc R U . . .
H11B H 0.782827 0.928004 0.016285 0.113 Uiso 1 1 calc R U . . .
H11C H 0.612060 0.943025 0.056195 0.113 Uiso 1 1 calc R U . . .
C12 C 0.8369(6) 0.6859(5) 0.0726(3) 0.0721(12) Uani 1 1 d . . . . .
H12A H 0.881083 0.635749 0.127803 0.108 Uiso 1 1 calc R U . . .
H12B H 0.940622 0.737190 0.055996 0.108 Uiso 1 1 calc R U . . .
H12C H 0.752126 0.616478 0.007663 0.108 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 0.0033 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'
Br Br -0.2901 2.4595 '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
N5 Zn1 N8 110.68(13) . . ?
N5 Zn1 N2 125.45(12) . . ?
N8 Zn1 N2 123.85(11) . . ?
N5 Zn1 O1 97.50(11) . . ?
N8 Zn1 O1 99.93(11) . . ?
N2 Zn1 O1 75.36(9) . . ?
N5 Zn1 N1 102.32(11) . . ?
N8 Zn1 N1 95.36(11) . . ?
N2 Zn1 N1 73.51(9) . . ?
O1 Zn1 N1 148.78(9) . . ?
C8 O1 Zn1 109.50(19) . . ?
C1 N1 C5 117.4(3) . . ?
C1 N1 Zn1 130.8(2) . . ?
C5 N1 Zn1 110.66(18) . . ?
C6 N2 N3 118.0(3) . . ?
C6 N2 Zn1 124.0(2) . . ?
N3 N2 Zn1 117.95(19) . . ?
C8 N3 N2 109.2(3) . . ?
C12 N4 C9 110.5(3) . . ?
C12 N4 C10 110.1(3) . . ?
C9 N4 C10 111.3(2) . . ?
C12 N4 C11 109.8(3) . . ?
C9 N4 C11 107.6(3) . . ?
C10 N4 C11 107.5(3) . . ?
N6 N5 Zn1 121.5(3) . . ?
N7 N6 N5 177.6(4) . . ?
N9 N8 Zn1 123.2(2) . . ?
N10 N9 N8 177.2(4) . . ?
N1 C1 C2 124.6(3) . . ?
N1 C1 Br1 116.9(2) . . ?
C2 C1 Br1 118.5(2) . . ?
C3 C2 C1 117.2(3) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C2 C3 C4 119.9(3) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 118.6(3) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.2(3) . . ?
N1 C5 C6 115.9(3) . . ?
C4 C5 C6 121.8(3) . . ?
N2 C6 C7 125.2(3) . . ?
N2 C6 C5 115.0(3) . . ?
C7 C6 C5 119.7(3) . . ?
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 127.9(3) . . ?
O1 C8 C9 117.5(3) . . ?
N3 C8 C9 114.7(3) . . ?
N4 C9 C8 115.1(2) . . ?
N4 C9 H9A 108.5 . . ?
C8 C9 H9A 108.5 . . ?
N4 C9 H9B 108.5 . . ?
C8 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
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 . . ?
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 N5 1.971(3) . ?
Zn1 N8 1.978(3) . ?
Zn1 N2 2.046(3) . ?
Zn1 O1 2.161(2) . ?
Zn1 N1 2.332(2) . ?
Br1 C1 1.890(3) . ?
O1 C8 1.261(4) . ?
N1 C1 1.313(4) . ?
N1 C5 1.352(4) . ?
N2 C6 1.283(4) . ?
N2 N3 1.392(3) . ?
N3 C8 1.322(4) . ?
N4 C12 1.491(4) . ?
N4 C9 1.501(4) . ?
N4 C10 1.504(4) . ?
N4 C11 1.505(4) . ?
N5 N6 1.183(4) . ?
N6 N7 1.144(4) . ?
N8 N9 1.187(4) . ?
N9 N10 1.158(4) . ?
C1 C2 1.388(4) . ?
C2 C3 1.370(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.381(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.486(4) . ?
C6 C7 1.476(4) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.519(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
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 -178.5(3) . . . . ?
Zn1 N2 N3 C8 3.6(3) . . . . ?
C5 N1 C1 C2 1.8(5) . . . . ?
Zn1 N1 C1 C2 -164.8(2) . . . . ?
C5 N1 C1 Br1 -179.2(2) . . . . ?
Zn1 N1 C1 Br1 14.2(4) . . . . ?
N1 C1 C2 C3 -1.1(5) . . . . ?
Br1 C1 C2 C3 179.9(3) . . . . ?
C1 C2 C3 C4 -0.7(5) . . . . ?
C2 C3 C4 C5 1.6(5) . . . . ?
C1 N1 C5 C4 -0.8(4) . . . . ?
Zn1 N1 C5 C4 168.4(2) . . . . ?
C1 N1 C5 C6 -178.4(3) . . . . ?
Zn1 N1 C5 C6 -9.2(3) . . . . ?
C3 C4 C5 N1 -0.9(5) . . . . ?
C3 C4 C5 C6 176.7(3) . . . . ?
N3 N2 C6 C7 -2.5(5) . . . . ?
Zn1 N2 C6 C7 175.3(2) . . . . ?
N3 N2 C6 C5 176.1(3) . . . . ?
Zn1 N2 C6 C5 -6.2(4) . . . . ?
N1 C5 C6 N2 10.5(4) . . . . ?
C4 C5 C6 N2 -167.2(3) . . . . ?
N1 C5 C6 C7 -170.9(3) . . . . ?
C4 C5 C6 C7 11.4(5) . . . . ?
Zn1 O1 C8 N3 -2.4(4) . . . . ?
Zn1 O1 C8 C9 179.4(2) . . . . ?
N2 N3 C8 O1 -0.6(5) . . . . ?
N2 N3 C8 C9 177.7(2) . . . . ?
C12 N4 C9 C8 53.5(4) . . . . ?
C10 N4 C9 C8 -69.2(4) . . . . ?
C11 N4 C9 C8 173.3(3) . . . . ?
O1 C8 C9 N4 -103.9(3) . . . . ?
N3 C8 C9 N4 77.7(4) . . . . ?
