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#$Date: 2023-05-05 04:23:43 +0300 (Fri, 05 May 2023) $
#$Revision: 283207 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/65/7246511.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_7246511
loop_
_publ_author_name
'Carballo, Rosa'
'Lago, Ana Belén'
'Vázquez-Toirán, María'
'Estévez, Laura'
'Vázquez-López, Ezequiel M.'
_publ_section_title
;
 Square-planar and octahedral nickel complexes of an acylhydrazone ligand
 and the serendipitous isolation of a potential octahedral nickel
 acylhydrazone precursor
;
_journal_issue                   16
_journal_name_full               CrystEngComm
_journal_page_first              2463
_journal_page_last               2472
_journal_paper_doi               10.1039/D3CE00160A
_journal_volume                  25
_journal_year                    2023
_chemical_formula_sum            'C28 H26 N4 Ni O8'
_chemical_formula_weight         605.24
_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'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-12-19 deposited with the CCDC.	2023-03-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.289(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.6680(18)
_cell_length_b                   5.9629(5)
_cell_length_c                   23.892(2)
_cell_measurement_reflns_used    9974
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.37
_cell_measurement_theta_min      2.97
_cell_volume                     2865.6(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            26407
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.471
_diffrn_reflns_theta_min         2.353
_exptl_absorpt_coefficient_mu    0.732
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5780
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker AXS Inc.)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.328
_exptl_crystal_size_mid          0.285
_exptl_crystal_size_min          0.184
_refine_diff_density_max         1.271
_refine_diff_density_min         -0.954
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3583
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0735
_refine_ls_R_factor_gt           0.0556
_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)+(0.0515P)²+15.1807P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1314
_refine_ls_wR_factor_ref         0.1414
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2885
_reflns_number_total             3583
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00160a2.cif
_cod_data_source_block           2A-32010103_0m
_cod_depositor_comments
'Adding full bibliography for 7246508--7246511.cif.'
_cod_original_cell_volume        2865.7(4)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7246511
_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   0.795
_shelx_estimated_absorpt_t_max   0.877
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.250000 0.750000 0.500000 0.01850(15) Uani 1 2 d S . P . .
N2 N 0.29607(12) 1.0127(4) 0.49037(11) 0.0245(5) Uani 1 1 d . . . . .
O3 O 0.50019(11) 1.8740(4) 0.54677(11) 0.0310(5) Uani 1 1 d . . . . .
H3A H 0.492269 1.946319 0.515773 0.037 Uiso 0.5 1 calc R U P A 1
H3B H 0.532(4) 1.872(14) 0.571(3) 0.037 Uiso 0.5 1 d . U P B 2
O1 O 0.21230(10) 0.7841(3) 0.42254(10) 0.0275(5) Uani 1 1 d . . . . .
C8 C 0.33829(14) 1.1125(5) 0.53025(13) 0.0239(6) Uani 1 1 d . . . . .
H8 H 0.345130 1.041984 0.566796 0.029 Uiso 1 1 calc R U . . .
C13 C 0.41480(13) 1.6505(5) 0.48900(12) 0.0215(5) Uani 1 1 d . . . . .
H13 H 0.412309 1.750291 0.457582 0.026 Uiso 1 1 calc R U . . .
N1 N 0.28086(11) 1.0945(4) 0.43353(10) 0.0191(5) Uani 1 1 d . . . . .
C14 C 0.37330(13) 1.4656(5) 0.48322(13) 0.0232(6) Uani 1 1 d . . . . .
H14 H 0.341791 1.439829 0.448049 0.028 Uiso 1 1 calc R U . . .
C2 C 0.20560(14) 1.0179(5) 0.34084(13) 0.0252(6) Uani 1 1 d . . . . .
C1 C 0.23469(14) 0.9630(5) 0.40278(13) 0.0246(6) Uani 1 1 d . . . . .
C9 C 0.37782(14) 1.3153(5) 0.52965(14) 0.0238(6) Uani 1 1 d . . . . .
C12 C 0.46024(13) 1.6901(5) 0.54096(13) 0.0228(6) Uani 1 1 d . . . . .
C11 C 0.46477(16) 1.5451(5) 0.58725(13) 0.0293(6) Uani 1 1 d . . . . .
H11 H 0.495573 1.573961 0.622643 0.035 Uiso 1 1 calc R U . . .
C10 C 0.42429(16) 1.3598(5) 0.58133(14) 0.0298(7) Uani 1 1 d . . . . .
H10 H 0.427802 1.259790 0.612827 0.036 Uiso 1 1 calc R U . . .
C7 C 0.21763(14) 1.2231(5) 0.31749(12) 0.0258(6) Uani 1 1 d . . . . .
H7 H 0.244607 1.331165 0.341235 0.031 Uiso 1 1 calc R U . . .
C3 C 0.16499(17) 0.8650(6) 0.30605(17) 0.0395(8) Uani 1 1 d . . . . .
H3 H 0.155566 0.725893 0.321886 0.047 Uiso 1 1 calc R U . . .
C6 C 0.19077(15) 1.2727(6) 0.25987(13) 0.0329(7) Uani 1 1 d . . . . .
H6 H 0.199597 1.413268 0.244430 0.040 Uiso 1 1 calc R U . . .
O2 O 0.12503(15) 1.1523(8) 0.16795(11) 0.0776(12) Uani 1 1 d . . . . .
H2A H 0.123236 1.290883 0.161425 0.093 Uiso 1 1 calc R U . . .
C4 C 0.13762(19) 0.9098(7) 0.24847(19) 0.0515(11) Uani 1 1 d . . . . .
H4 H 0.110069 0.802043 0.225106 0.062 Uiso 1 1 calc R U . . .
C5 C 0.15103(17) 1.1157(8) 0.22512(14) 0.0443(10) Uani 1 1 d . . . . .
O1W O 0.11615(13) 1.6005(9) 0.12657(12) 0.0942(17) Uani 1 1 d D . . . .
H1W H 0.0820(12) 1.595(11) 0.1011(14) 0.113 Uiso 0.3333 1 d D U P . .
H2W H 0.1425(17) 1.615(12) 0.1058(16) 0.113 Uiso 0.3333 1 d D U P . .
H3W H 0.114(3) 1.733(3) 0.135(3) 0.113 Uiso 0.3333 1 d D U P . .
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'
Ni Ni 0.3393 1.1124 '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
O1 Ni1 O1 180.0 7_566 . ?
O1 Ni1 N2 83.93(10) 7_566 7_566 ?
O1 Ni1 N2 96.07(10) . 7_566 ?
O1 Ni1 N2 96.07(10) 7_566 . ?
O1 Ni1 N2 83.93(10) . . ?
N2 Ni1 N2 180.0 7_566 . ?
C8 N2 N1 121.3(2) . . ?
C8 N2 Ni1 125.1(2) . . ?
N1 N2 Ni1 113.61(18) . . ?
C1 O1 Ni1 110.63(19) . . ?
N2 C8 C9 131.6(3) . . ?
C14 C13 C12 119.9(3) . . ?
C1 N1 N2 107.6(2) . . ?
C13 C14 C9 120.0(3) . . ?
C3 C2 C7 118.7(3) . . ?
C3 C2 C1 120.0(3) . . ?
C7 C2 C1 121.3(3) . . ?
O1 C1 N1 124.1(3) . . ?
O1 C1 C2 116.4(3) . . ?
N1 C1 C2 119.6(3) . . ?
C10 C9 C14 118.6(3) . . ?
C10 C9 C8 114.8(3) . . ?
C14 C9 C8 126.6(3) . . ?
O3 C12 C11 119.5(3) . . ?
O3 C12 C13 119.7(3) . . ?
C11 C12 C13 120.8(3) . . ?
C10 C11 C12 119.4(3) . . ?
C11 C10 C9 121.3(3) . . ?
C2 C7 C6 121.1(3) . . ?
C2 C3 C4 121.5(4) . . ?
C5 C6 C7 119.6(3) . . ?
C3 C4 C5 119.4(3) . . ?
O2 C5 C6 122.2(4) . . ?
O2 C5 C4 118.0(4) . . ?
C6 C5 C4 119.8(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
Ni1 O1 1.847(2) 7_566 ?
Ni1 O1 1.847(2) . ?
Ni1 N2 1.875(2) 7_566 ?
Ni1 N2 1.875(3) . ?
N2 C8 1.281(4) . ?
N2 N1 1.409(3) . ?
O3 C12 1.360(4) . ?
O1 C1 1.294(3) . ?
C8 C9 1.461(4) . ?
C13 C14 1.384(4) . ?
C13 C12 1.394(4) . ?
N1 C1 1.321(4) . ?
C14 C9 1.413(4) . ?
C2 C3 1.381(5) . ?
C2 C7 1.390(4) . ?
C2 C1 1.500(4) . ?
C9 C10 1.404(4) . ?
C12 C11 1.390(4) . ?
C11 C10 1.374(5) . ?
C7 C6 1.393(4) . ?
C3 C4 1.388(6) . ?
C6 C5 1.388(5) . ?
O2 C5 1.365(4) . ?
C4 C5 1.403(6) . ?
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
O3 H3A^a O3 0.84 1.87 2.692(5) 164.0 5_696 yes
O3 H3B^b O1W 0.78(8) 1.93(8) 2.702(4) 172(8) 8_586 yes
C8 H8 O1 0.95 2.32 2.916(4) 120.0 7_566 yes
O2 H2A O1W 0.84 2.02 2.841(7) 166.6 . yes
O1W H1W O3 0.820(2) 1.889(10) 2.702(4) 171(6) 8_485 yes
O1W H2W N1 0.820(2) 2.024(14) 2.828(3) 167(6) 4 yes
O1W H3W O2 0.820(2) 2.615(12) 3.429(7) 172(6) 1_565 yes
