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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/7/24/65/7246508.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_7246508
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            'C18 H23 N2 Ni0.5 O7'
_chemical_formula_weight         408.74
_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   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                93.469(5)
_cell_angle_beta                 94.076(4)
_cell_angle_gamma                101.046(4)
_cell_formula_units_Z            2
_cell_length_a                   7.8959(7)
_cell_length_b                   9.1120(7)
_cell_length_c                   13.1382(11)
_cell_measurement_reflns_used    6120
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.64
_cell_volume                     922.74(13)
_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      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_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  0.0750
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23596
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.538
_diffrn_reflns_theta_min         2.638
_exptl_absorpt_coefficient_mu    0.601
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker AXS Inc.)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             430
_exptl_crystal_size_max          0.086
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.022
_refine_diff_density_max         0.777
_refine_diff_density_min         -0.652
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       0.008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3819
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0571
_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)+(0.0496P)²+3.2996P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1387
_refine_ls_wR_factor_ref         0.1465
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3185
_reflns_number_total             3819
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00160a2.cif
_cod_data_source_block           1A_32010102_0m
_cod_depositor_comments
'Adding full bibliography for 7246508--7246511.cif.'
_cod_original_formula_sum        'C18 H23 N2 Ni0.50 O7'
_cod_database_code               7246508
_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'
'-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
Ni1 Ni 0.000000 0.000000 0.000000 0.01043(19) Uani 1 2 d S . P . .
O1 O 0.1841(3) 0.1180(3) -0.07733(17) 0.0128(5) Uani 1 1 d . . . . .
O1W O -0.0445(3) 0.1940(3) 0.07081(19) 0.0152(5) Uani 1 1 d . . . . .
O2 O 0.7801(3) 0.6271(3) -0.1896(2) 0.0184(6) Uani 1 1 d . . . . .
O3 O -0.0625(6) -0.5016(5) 0.4012(4) 0.0699(14) Uani 1 1 d . . . . .
H3OA H -0.022089 -0.487539 0.462711 0.084 Uiso 0.5 1 calc R U P A 1
H30B H -0.169811 -0.517142 0.385746 0.084 Uiso 0.5 1 calc R U P B 2
N2 N 0.2337(4) 0.0080(3) 0.0995(2) 0.0128(6) Uani 1 1 d . . . . .
N1 N 0.3638(4) 0.1133(3) 0.0624(2) 0.0135(6) Uani 1 1 d . . . . .
C14 C 0.2298(6) -0.1649(5) 0.3412(3) 0.0273(9) Uani 1 1 d . . . . .
H14 H 0.320024 -0.089527 0.374463 0.033 Uiso 1 1 calc R U . . .
C5 C 0.6755(4) 0.5087(4) -0.1534(3) 0.0145(7) Uani 1 1 d . . . . .
C13 C 0.1487(6) -0.2774(5) 0.3966(3) 0.0370(11) Uani 1 1 d . . . . .
H13 H 0.181511 -0.278892 0.467487 0.044 Uiso 1 1 calc R U . . .
C1 C 0.3293(4) 0.1633(4) -0.0286(2) 0.0119(7) Uani 1 1 d . . . . .
C2 C 0.4610(4) 0.2753(4) -0.0716(3) 0.0117(7) Uani 1 1 d . . . . .
C4 C 0.5296(4) 0.4285(4) -0.2121(3) 0.0162(7) Uani 1 1 d . . . . .
H4 H 0.502561 0.453457 -0.279725 0.019 Uiso 1 1 calc R U . . .
C7 C 0.6104(4) 0.3534(4) -0.0143(3) 0.0145(7) Uani 1 1 d . . . . .
H7 H 0.638587 0.327340 0.052884 0.017 Uiso 1 1 calc R U . . .
C3 C 0.4244(4) 0.3116(4) -0.1703(3) 0.0160(7) Uani 1 1 d . . . . .
H3 H 0.325454 0.255515 -0.210149 0.019 Uiso 1 1 calc R U . . .
C8 C 0.2813(5) -0.0405(4) 0.1846(3) 0.0171(7) Uani 1 1 d . . . . .
H8 H 0.392194 0.006066 0.216150 0.021 Uiso 1 1 calc R U . . .
C9 C 0.1826(5) -0.1591(4) 0.2373(3) 0.0182(7) Uani 1 1 d . . . . .
C6 C 0.7173(4) 0.4691(4) -0.0561(3) 0.0158(7) Uani 1 1 d . . . . .
H6 H 0.819797 0.521512 -0.017682 0.019 Uiso 1 1 calc R U . . .
C10 C 0.0549(5) -0.2736(4) 0.1889(3) 0.0221(8) Uani 1 1 d . . . . .
H10 H 0.023505 -0.273628 0.117719 0.027 Uiso 1 1 calc R U . . .
C12 C 0.0176(6) -0.3893(5) 0.3475(4) 0.0370(12) Uani 1 1 d . . . . .
C11 C -0.0269(5) -0.3877(5) 0.2440(4) 0.0301(10) Uani 1 1 d . . . . .
H11 H -0.114110 -0.465371 0.210367 0.036 Uiso 1 1 calc R U . . .
O1A O 0.6818(3) 0.1677(3) 0.18663(18) 0.0184(6) Uani 1 1 d . . . . .
O2A1 O 0.6054(6) 0.1284(6) 0.3435(4) 0.0203(11) Uani 0.5 1 d . . P . .
O2A2 O 0.7087(7) 0.3041(6) 0.3392(4) 0.0248(12) Uani 0.5 1 d . . P . .
C1A1 C 0.7305(7) 0.1696(10) 0.2769(3) 0.071(2) Uani 1 1 d . . . . .
C2A1 C 0.8881(5) 0.1122(5) 0.3119(3) 0.0291(10) Uani 1 1 d . . . . .
H2A1 H 0.900254 0.027495 0.265244 0.044 Uiso 1 1 calc R U . . .
H2A2 H 0.876824 0.079134 0.381146 0.044 Uiso 1 1 calc R U . . .
H2A3 H 0.990624 0.192292 0.312337 0.044 Uiso 1 1 calc R U . . .
O1E O 0.3528(4) 0.2656(3) 0.3454(2) 0.0272(6) Uani 1 1 d . . . . .
C2E C 0.3339(7) 0.3217(5) 0.4452(4) 0.0421(12) Uani 1 1 d . . . . .
H2E1 H 0.231287 0.369418 0.443302 0.050 Uiso 1 1 calc R U . . .
H2E2 H 0.436566 0.400494 0.468165 0.050 Uiso 1 1 calc R U . . .
C3E C 0.3141(9) 0.2087(8) 0.5208(4) 0.0590(17) Uani 1 1 d . . . . .
H3E1 H 0.301716 0.256687 0.587911 0.088 Uiso 0.5 1 calc R U P . .
H3E2 H 0.210820 0.131354 0.500026 0.088 Uiso 0.5 1 calc R U P . .
H3E3 H 0.416474 0.162487 0.524935 0.088 Uiso 0.5 1 calc R U P . .
H3E4 H 0.317624 0.110332 0.487337 0.088 Uiso 0.5 1 calc R U P . .
H3E5 H 0.408520 0.235665 0.575221 0.088 Uiso 0.5 1 calc R U P . .
H3E6 H 0.202866 0.204532 0.550313 0.088 Uiso 0.5 1 calc R U P . .
H1 H 0.461(6) 0.141(5) 0.099(3) 0.018(10) Uiso 1 1 d . . . . .
H2 H 0.733(6) 0.658(5) -0.243(4) 0.027 Uiso 1 1 d . U . . .
H1E H 0.449(8) 0.250(7) 0.341(5) 0.060(19) Uiso 1 1 d . . . . .
H1W H 0.036(7) 0.256(6) 0.112(4) 0.048(15) Uiso 1 1 d . . . . .
H2W H -0.132(8) 0.185(7) 0.107(5) 0.062(18) Uiso 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'
Ni Ni 0.3393 1.1124 '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'
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 2 . ?
O1 Ni1 O1W 90.69(10) 2 2 ?
O1 Ni1 O1W 89.31(10) . 2 ?
O1 Ni1 O1W 89.31(10) 2 . ?
O1 Ni1 O1W 90.69(10) . . ?
O1W Ni1 O1W 180.0 2 . ?
O1 Ni1 N2 102.58(9) 2 . ?
O1 Ni1 N2 77.42(9) . . ?
O1W Ni1 N2 87.99(10) 2 . ?
O1W Ni1 N2 92.01(10) . . ?
O1 Ni1 N2 77.42(9) 2 2 ?
O1 Ni1 N2 102.58(9) . 2 ?
O1W Ni1 N2 92.01(10) 2 2 ?
O1W Ni1 N2 87.99(10) . 2 ?
N2 Ni1 N2 180.0 . 2 ?
C1 O1 Ni1 116.0(2) . . ?
C8 N2 N1 113.3(3) . . ?
C8 N2 Ni1 139.5(2) . . ?
N1 N2 Ni1 106.63(19) . . ?
C1 N1 N2 117.4(3) . . ?
C13 C14 C9 121.6(4) . . ?
O2 C5 C6 118.4(3) . . ?
O2 C5 C4 121.3(3) . . ?
C6 C5 C4 120.3(3) . . ?
C14 C13 C12 119.2(4) . . ?
O1 C1 N1 120.4(3) . . ?
O1 C1 C2 119.6(3) . . ?
N1 C1 C2 120.0(3) . . ?
C3 C2 C7 119.6(3) . . ?
C3 C2 C1 117.3(3) . . ?
C7 C2 C1 122.9(3) . . ?
C3 C4 C5 118.9(3) . . ?
C6 C7 C2 119.6(3) . . ?
C2 C3 C4 121.1(3) . . ?
N2 C8 C9 126.4(3) . . ?
C10 C9 C14 118.5(3) . . ?
C10 C9 C8 123.9(3) . . ?
C14 C9 C8 117.4(3) . . ?
C5 C6 C7 120.4(3) . . ?
C11 C10 C9 120.3(4) . . ?
O3 C12 C11 120.3(5) . . ?
O3 C12 C13 119.7(5) . . ?
C11 C12 C13 119.9(4) . . ?
C12 C11 C10 120.5(4) . . ?
C1A1 O2A1 O2A2 57.3(4) . . ?
C1A1 O2A2 O2A1 51.8(4) . . ?
O1A C1A1 O2A1 117.2(5) . . ?
O1A C1A1 O2A2 114.3(5) . . ?
O2A1 C1A1 O2A2 70.9(4) . . ?
O1A C1A1 C2A1 122.2(4) . . ?
O2A1 C1A1 C2A1 108.3(5) . . ?
O2A2 C1A1 C2A1 113.0(5) . . ?
O1E C2E C3E 114.7(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
Ni1 O1 2.011(2) 2 ?
Ni1 O1 2.011(2) . ?
Ni1 O1W 2.049(3) 2 ?
Ni1 O1W 2.049(3) . ?
Ni1 N2 2.171(3) . ?
Ni1 N2 2.171(3) 2 ?
O1 C1 1.256(4) . ?
O2 C5 1.360(4) . ?
O3 C12 1.360(5) . ?
N2 C8 1.285(4) . ?
N2 N1 1.401(4) . ?
N1 C1 1.333(4) . ?
C14 C13 1.377(6) . ?
C14 C9 1.396(5) . ?
C5 C6 1.384(5) . ?
C5 C4 1.392(5) . ?
C13 C12 1.396(7) . ?
C1 C2 1.480(4) . ?
C2 C3 1.381(5) . ?
C2 C7 1.397(5) . ?
C4 C3 1.387(5) . ?
C7 C6 1.385(5) . ?
C8 C9 1.449(5) . ?
C9 C10 1.391(5) . ?
C10 C11 1.386(5) . ?
C12 C11 1.381(7) . ?
O1A C1A1 1.219(5) . ?
O2A1 C1A1 1.379(7) . ?
O2A1 O2A2 1.658(7) . ?
O2A2 C1A1 1.476(9) . ?
C1A1 C2A1 1.494(6) . ?
O1E C2E 1.406(5) . ?
C2E C3E 1.468(7) . ?
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 H3OA^a O3 0.84 1.88 2.706(10) 168.4 2_546 yes
O3 H30B^b O2A2 0.84 1.77 2.335(7) 122.5 1_445 yes
C8 H8 O1A 0.95 2.54 3.358(4) 144.4 . yes
C8 H8 O2A1 0.95 2.35 3.258(6) 159.4 . yes
N1 H1 O1A 0.86(4) 1.98(4) 2.838(4) 170(4) . yes
O2 H2 O1E 0.86(5) 1.71(5) 2.565(4) 176(5) 2_665 yes
O1E H1E O2A1 0.81(6) 1.81(6) 2.550(6) 152(6) . yes
O1E H1E O2A2 0.81(6) 2.01(6) 2.772(6) 156(6) . yes
O1W H1W O2 0.89(6) 1.83(6) 2.716(4) 173(5) 2_665 yes
O1W H2W O1A 0.86(6) 1.85(7) 2.713(3) 179(6) 1_455 yes
