#------------------------------------------------------------------------------
#$Date: 2023-05-05 04:23:43 +0300 (Fri, 05 May 2023) $
#$Revision: 283207 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/65/7246509.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_7246509
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            'C26 H21.06 N4 Ni0.5 O3'
_chemical_formula_weight         466.88
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   geom
_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                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   34.338(2)
_cell_length_b                   34.338(2)
_cell_length_c                   12.6009(11)
_cell_measurement_reflns_used    5224
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.0990
_cell_measurement_theta_min      2.11
_cell_volume                     12867.1(15)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            28739
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.225
_diffrn_reflns_theta_min         3.810
_exptl_absorpt_coefficient_mu    0.886
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.804
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
; 
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019) 
Numerical absorption correction based on gaussian integration over 
   a multifaceted crystal model 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.085
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             4375
_exptl_crystal_size_max          0.132
_exptl_crystal_size_mid          0.107
_exptl_crystal_size_min          0.082
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         5673
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.0670
_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)+(0.1215P)²+7.5060P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1924
_refine_ls_wR_factor_ref         0.2197
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3799
_reflns_number_total             5673
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00160a2.cif
_cod_data_source_block           3_sq
_cod_depositor_comments
'Adding full bibliography for 7246508--7246511.cif.'
_cod_original_cell_volume        12867(2)
_cod_original_formula_sum        'C26 H21.06 N4 Ni0.50 O3'
_cod_database_code               7246509
_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. 
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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 1.000000 0.500000 0.500000 0.0531(2) Uani 1 2 d S . P . .
O1 O 0.98168(7) 0.54536(7) 0.45670(18) 0.0680(6) Uani 1 1 d . . . . .
N1 N 0.94111(8) 0.52270(8) 0.6133(2) 0.0547(6) Uani 1 1 d . . . . .
N2 N 0.95479(8) 0.49066(8) 0.6163(2) 0.0615(6) Uani 1 1 d . . . . .
O2 O 0.90744(13) 0.68107(11) 0.4747(2) 0.1015(10) Uani 1 1 d . . . . .
H20 H 0.912758 0.691716 0.413000 0.152 Uiso 1 1 calc R U . . .
N10 N 0.94696(9) 0.44969(10) 0.4031(2) 0.0708(7) Uani 1 1 d . . . . .
C1 C 0.95707(10) 0.54834(10) 0.5271(2) 0.0593(7) Uani 1 1 d . . . . .
C2 C 0.94418(10) 0.58369(10) 0.5127(3) 0.0615(7) Uani 1 1 d . . . . .
C9 C 0.90580(10) 0.45052(11) 0.7703(3) 0.0635(7) Uani 1 1 d . . . . .
O3 O 0.81483(14) 0.41314(15) 1.0167(3) 0.1275(14) Uani 1 1 d . . . . .
H10 H 0.795820 0.421328 1.006362 0.191 Uiso 1 1 calc R U . . .
C8 C 0.93883(11) 0.46036(10) 0.6877(3) 0.0656(8) Uani 1 1 d . . . . .
H11 H 0.950718 0.440632 0.686566 0.079 Uiso 1 1 calc R U . . .
C3 C 0.96312(12) 0.61498(12) 0.4330(3) 0.0735(9) Uani 1 1 d . . . . .
H3 H 0.984315 0.613798 0.386633 0.088 Uiso 1 1 calc R U . . .
C7 C 0.91296(12) 0.58575(12) 0.5771(3) 0.0694(8) Uani 1 1 d . . . . .
H7 H 0.899453 0.564485 0.632812 0.083 Uiso 1 1 calc R U . . .
C5 C 0.92071(13) 0.64996(13) 0.4837(3) 0.0749(9) Uani 1 1 d . . . . .
C10 C 0.87922(12) 0.47112(12) 0.7824(3) 0.0776(10) Uani 1 1 d . . . . .
H14 H 0.882517 0.493770 0.733935 0.093 Uiso 1 1 calc R U . . .
C6 C 0.90083(14) 0.61818(13) 0.5624(3) 0.0781(10) Uani 1 1 d . . . . .
H6 H 0.878659 0.618537 0.606831 0.094 Uiso 1 1 calc R U . . .
C11 C 0.84855(12) 0.45846(13) 0.8641(3) 0.0813(11) Uani 1 1 d . . . . .
H15 H 0.830871 0.472489 0.871707 0.098 Uiso 1 1 calc R U . . .
C4 C 0.95192(14) 0.64834(13) 0.4189(3) 0.0796(10) Uani 1 1 d . . . . .
H4 H 0.965913 0.670033 0.364202 0.095 Uiso 1 1 calc R U . . .
C14 C 0.89885(14) 0.41688(13) 0.8408(3) 0.0811(10) Uani 1 1 d . . . . .
H18 H 0.915731 0.402003 0.833069 0.097 Uiso 1 1 calc R U . . .
C12 C 0.84343(14) 0.42596(14) 0.9341(3) 0.0854(11) Uani 1 1 d . . . . .
N32 N 0.68661(14) 0.23527(13) 0.0519(4) 0.1197(15) Uani 1 1 d . . . . .
C22 C 0.92868(13) 0.40585(12) 0.4205(4) 0.0877(11) Uani 1 1 d . . . . .
H22 H 0.941132 0.395811 0.473928 0.105 Uiso 1 1 calc R U . . .
C26 C 0.92889(14) 0.46174(16) 0.3245(3) 0.0918(12) Uani 1 1 d . . . . .
H26 H 0.942163 0.492847 0.308504 0.110 Uiso 1 1 calc R U . . .
C13 C 0.86821(16) 0.40443(16) 0.9214(4) 0.0947(13) Uani 1 1 d . . . . .
H17 H 0.863918 0.381066 0.968720 0.114 Uiso 1 1 calc R U . . .
C23 C 0.89162(17) 0.37402(16) 0.3625(5) 0.1145(18) Uani 1 1 d . . . . .
H23 H 0.879486 0.342905 0.376755 0.137 Uiso 1 1 calc R U . . .
C24 C 0.87261(16) 0.3874(2) 0.2850(5) 0.127(2) Uani 1 1 d . . . . .
C31 C 0.71252(19) 0.22333(17) 0.0933(5) 0.1135(17) Uani 1 1 d . . . . .
H31 H 0.703491 0.192295 0.090458 0.136 Uiso 1 1 calc R U . . .
C25 C 0.89241(16) 0.4320(2) 0.2656(4) 0.1214(19) Uani 1 1 d . . . . .
H25 H 0.881103 0.442749 0.211069 0.146 Uiso 1 1 calc R U . . .
C29 C 0.76753(15) 0.29435(18) 0.1494(5) 0.1088(15) Uani 1 1 d . . . . .
C30 C 0.75242(18) 0.2515(2) 0.1416(5) 0.1158(17) Uani 1 1 d . . . . .
H30 H 0.769656 0.239333 0.170458 0.139 Uiso 1 1 calc R U . . .
C27A C 0.8312(3) 0.3621(2) 0.2166(7) 0.0950(18) Uani 0.69 1 d D . P A 1
H27A H 0.820865 0.378421 0.176192 0.114 Uiso 0.69 1 calc R U P A 1
C28A C 0.8102(3) 0.3198(3) 0.2119(8) 0.100(2) Uani 0.69 1 d D . P A 1
H28A H 0.821623 0.303532 0.248893 0.120 Uiso 0.69 1 calc R U P A 1
C27B C 0.8350(4) 0.3367(4) 0.2528(9) 0.064(3) Uani 0.31 1 d D . P A 2
H27B H 0.833957 0.309675 0.274390 0.077 Uiso 0.31 1 calc R U P A 2
C28B C 0.8066(5) 0.3404(6) 0.1914(13) 0.088(4) Uani 0.31 1 d D . P A 2
H28B H 0.809327 0.368556 0.173500 0.105 Uiso 0.31 1 calc R U P A 2
C34 C 0.7455(3) 0.3095(2) 0.0865(10) 0.228(6) Uani 1 1 d . . . . .
H34 H 0.757570 0.340914 0.077188 0.274 Uiso 1 1 calc R U . . .
C33 C 0.7058(3) 0.2795(2) 0.0361(10) 0.225(6) Uani 1 1 d . . . . .
H33 H 0.691881 0.290659 -0.010585 0.271 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'
Ni Ni -3.0029 0.5091 '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'
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 180.00(13) 10_766 . ?
O1 Ni1 N2 100.96(9) 10_766 . ?
O1 Ni1 N2 79.04(9) . . ?
O1 Ni1 N2 79.04(9) 10_766 10_766 ?
O1 Ni1 N2 100.96(9) . 10_766 ?
N2 Ni1 N2 180.0 . 10_766 ?
O1 Ni1 N10 89.95(11) 10_766 . ?
O1 Ni1 N10 90.05(11) . . ?
N2 Ni1 N10 90.54(10) . . ?
N2 Ni1 N10 89.46(10) 10_766 . ?
O1 Ni1 N10 90.05(11) 10_766 10_766 ?
O1 Ni1 N10 89.95(11) . 10_766 ?
N2 Ni1 N10 89.46(10) . 10_766 ?
N2 Ni1 N10 90.53(10) 10_766 10_766 ?
N10 Ni1 N10 180.0 . 10_766 ?
C1 O1 Ni1 110.5(2) . . ?
C1 N1 N2 110.7(2) . . ?
C8 N2 N1 119.1(3) . . ?
C8 N2 Ni1 128.2(2) . . ?
N1 N2 Ni1 112.70(19) . . ?
C22 N10 C26 116.3(4) . . ?
C22 N10 Ni1 123.1(3) . . ?
C26 N10 Ni1 120.5(3) . . ?
O1 C1 N1 126.1(3) . . ?
O1 C1 C2 117.5(3) . . ?
N1 C1 C2 116.4(3) . . ?
C3 C2 C7 117.9(3) . . ?
C3 C2 C1 120.4(3) . . ?
C7 C2 C1 121.7(3) . . ?
C14 C9 C10 117.7(3) . . ?
C14 C9 C8 116.4(3) . . ?
C10 C9 C8 125.8(3) . . ?
N2 C8 C9 131.7(3) . . ?
C2 C3 C4 121.4(3) . . ?
C2 C7 C6 121.3(3) . . ?
O2 C5 C4 124.0(4) . . ?
O2 C5 C6 117.0(3) . . ?
C4 C5 C6 119.0(3) . . ?
C11 C10 C9 120.3(3) . . ?
C5 C6 C7 120.4(3) . . ?
C12 C11 C10 120.5(3) . . ?
C5 C4 C3 120.1(3) . . ?
C13 C14 C9 121.6(3) . . ?
O3 C12 C11 122.9(3) . . ?
O3 C12 C13 117.2(4) . . ?
C11 C12 C13 120.0(4) . . ?
C31 N32 C33 113.9(5) . . ?
N10 C22 C23 121.9(5) . . ?
N10 C26 C25 124.1(5) . . ?
C14 C13 C12 120.0(4) . . ?
C24 C23 C22 120.5(5) . . ?
C25 C24 C23 117.0(4) . . ?
C25 C24 C27A 110.2(7) . . ?
C23 C24 C27A 132.7(7) . . ?
C25 C24 C27B 148.6(7) . . ?
C23 C24 C27B 94.2(7) . . ?
N32 C31 C30 125.1(5) . . ?
C24 C25 C26 120.0(6) . . ?
C30 C29 C34 113.9(5) . . ?
C30 C29 C28A 114.9(6) . . ?
C34 C29 C28A 130.4(6) . . ?
C30 C29 C28B 145.6(7) . . ?
C34 C29 C28B 99.7(7) . . ?
C29 C30 C31 121.9(5) . . ?
C28A C27A C24 121.7(10) . . ?
C27A C28A C29 121.8(10) . . ?
C28B C27B C24 106.1(13) . . ?
C27B C28B C29 114.0(15) . . ?
C29 C34 C33 120.7(7) . . ?
N32 C33 C34 121.3(7) . . ?
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 2.025(2) 10_766 ?
Ni1 O1 2.025(2) . ?
Ni1 N2 2.040(3) . ?
Ni1 N2 2.040(3) 10_766 ?
Ni1 N10 2.156(3) . ?
Ni1 N10 2.156(3) 10_766 ?
O1 C1 1.264(4) . ?
N1 C1 1.332(4) . ?
N1 N2 1.396(3) . ?
N2 C8 1.273(4) . ?
O2 C5 1.359(4) . ?
N10 C22 1.328(5) . ?
N10 C26 1.339(5) . ?
C1 C2 1.496(4) . ?
C2 C3 1.374(5) . ?
C2 C7 1.374(5) . ?
C9 C14 1.379(5) . ?
C9 C10 1.415(4) . ?
C9 C8 1.450(5) . ?
O3 C12 1.345(5) . ?
C3 C4 1.390(5) . ?
C7 C6 1.383(5) . ?
C5 C4 1.371(5) . ?
C5 C6 1.377(5) . ?
C10 C11 1.379(5) . ?
C11 C12 1.363(5) . ?
C14 C13 1.369(5) . ?
C12 C13 1.387(5) . ?
N32 C31 1.263(6) . ?
N32 C33 1.334(8) . ?
C22 C23 1.399(6) . ?
C26 C25 1.373(6) . ?
C23 C24 1.376(9) . ?
C24 C25 1.350(9) . ?
C24 C27A 1.511(10) . ?
C24 C27B 1.617(13) . ?
C31 C30 1.363(7) . ?
C29 C30 1.297(7) . ?
C29 C34 1.365(9) . ?
C29 C28A 1.499(10) . ?
C29 C28B 1.569(17) . ?
C27A C28A 1.259(9) . ?
C27B C28B 1.301(14) . ?
C34 C33 1.386(9) . ?
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
O2 H20 N1 0.84 2.02 2.834(4) 163.0 9_664 yes
O2 H20 N2 0.84 2.54 3.174(4) 133.4 9_664 yes
O3 H10 N32 0.84 1.91 2.671(5) 150.9 2_656 yes
C22 H22 O1 0.95 2.55 3.085(5) 115.7 10_766 yes
C26 H26 O1 0.95 2.48 3.017(5) 116.0 . yes
C34 H34 O3 0.95 2.39 3.261(9) 151.9 1_554 yes
