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#$Date: 2024-09-06 02:10:31 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294415 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/33/7133390.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_7133390
loop_
_publ_author_name
'Potempa, Kinga'
'Paliwoda, Damian'
'Jarzembska, Katarzyna N.'
'Kamiński, Radosław'
'Krówczyński, Adam'
'Borowski, Patryk'
'Hanfland, Michael'
_publ_section_title
;
 Pressure-induced single-crystal-to-single-crystal nitrite ligand
 isomerisation accompanied by a piezochromic effect.
;
_journal_issue                   69
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9194
_journal_page_last               9197
_journal_paper_doi               10.1039/d4cc02898h
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
_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   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.02(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.643(3)
_cell_length_b                   9.660(2)
_cell_length_c                   13.321(3)
_cell_measurement_reflns_used    2440
_cell_measurement_temperature    200
_cell_measurement_theta_max      31.99
_cell_measurement_theta_min      2.63
_cell_volume                     1638.8(7)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean 16.0026
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4805
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.458
_diffrn_reflns_theta_min         2.647
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.221
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.261
_exptl_crystal_size_mid          0.186
_exptl_crystal_size_min          0.149
_refine_diff_density_max         0.394
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     123
_refine_ls_number_reflns         2682
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0341
_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)+(0.0201P)²+1.1489P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0674
_refine_ls_wR_factor_ref         0.0715
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2357
_reflns_number_total             2682
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc02898h2.cif
_cod_data_source_block           Ni-diONO-200K-I-LT
_cod_depositor_comments
'Adding full bibliography for 7133389--7133407.cif.'
_cod_original_cell_volume        1638.7(7)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7133390
_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+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 0.500000 0.28610(3) 0.250000 0.02003(8) Uani 1 2 d S T P A .
O1 O 0.36388(9) 0.26320(13) 0.28272(9) 0.0275(2) Uani 1 1 d . . . . .
O2 O 0.25693(10) 0.33020(17) 0.35419(11) 0.0442(3) Uani 1 1 d . . . . .
N1 N 0.33968(12) 0.35269(17) 0.33933(11) 0.0351(3) Uani 1 1 d . . . . .
N3 N 0.42497(10) 0.15848(14) 0.11430(9) 0.0210(2) Uani 1 1 d . . . . .
N4 N 0.43769(10) 0.43283(14) 0.13279(10) 0.0233(3) Uani 1 1 d . . . . .
C1 C 0.41359(13) 0.02179(17) 0.10424(13) 0.0278(3) Uani 1 1 d . . . . .
H1 H 0.436303 -0.033037 0.167663 0.033 Uiso 1 1 calc R U . . .
C2 C 0.37014(13) -0.04486(18) 0.00563(13) 0.0309(4) Uani 1 1 d . . . . .
H2 H 0.364127 -0.142874 0.002346 0.037 Uiso 1 1 calc R U . . .
C3 C 0.33599(13) 0.03263(19) -0.08706(13) 0.0297(4) Uani 1 1 d . . . . .
H3 H 0.308044 -0.010605 -0.155542 0.036 Uiso 1 1 calc R U . . .
C4 C 0.34342(12) 0.17607(19) -0.07795(12) 0.0274(3) Uani 1 1 d . . . . .
H4 H 0.318580 0.232993 -0.140165 0.033 Uiso 1 1 calc R U . . .
C5 C 0.38750(11) 0.23433(17) 0.02304(11) 0.0220(3) Uani 1 1 d . . . . .
C6 C 0.39456(12) 0.38535(17) 0.03846(12) 0.0256(3) Uani 1 1 d . . . . .
H6 H 0.367278 0.446114 -0.021208 0.031 Uiso 1 1 calc R U . . .
C7A C 0.44478(15) 0.58348(17) 0.14925(14) 0.0334(4) Uani 0.5 1 d . . P A 1
H7A1 H 0.380668 0.626990 0.097927 0.040 Uiso 0.5 1 calc R U P A 1
H7A2 H 0.505527 0.618697 0.132863 0.040 Uiso 0.5 1 calc R U P A 1
C7B C 0.44478(15) 0.58348(17) 0.14925(14) 0.0334(4) Uani 0.5 1 d . . P A 2
H7B1 H 0.382770 0.615788 0.164677 0.040 Uiso 0.5 1 calc R U P A 2
H7B2 H 0.443512 0.629144 0.082264 0.040 Uiso 0.5 1 calc R U P A 2
C8 C 0.4565(3) 0.6259(3) 0.2593(3) 0.0289(7) Uani 0.5 1 d . . P . .
H8A H 0.395781 0.588711 0.274736 0.035 Uiso 0.5 1 calc R U P A 1
H8B H 0.451662 0.728086 0.260216 0.035 Uiso 0.5 1 calc R U P A 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 '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'
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
N4 Ni1 N4 92.71(8) . 2_655 ?
N4 Ni1 O1 94.36(5) . . ?
N4 Ni1 O1 94.12(5) 2_655 . ?
N4 Ni1 O1 94.11(5) . 2_655 ?
N4 Ni1 O1 94.36(5) 2_655 2_655 ?
O1 Ni1 O1 167.70(7) . 2_655 ?
N4 Ni1 N3 171.79(5) . 2_655 ?
N4 Ni1 N3 79.15(6) 2_655 2_655 ?
O1 Ni1 N3 87.34(5) . 2_655 ?
O1 Ni1 N3 85.53(5) 2_655 2_655 ?
N4 Ni1 N3 79.15(6) . . ?
N4 Ni1 N3 171.79(5) 2_655 . ?
O1 Ni1 N3 85.53(5) . . ?
O1 Ni1 N3 87.33(5) 2_655 . ?
N3 Ni1 N3 109.01(7) 2_655 . ?
N1 O1 Ni1 119.91(10) . . ?
O2 N1 O1 115.12(15) . . ?
C1 N3 C5 117.01(13) . . ?
C1 N3 Ni1 131.69(11) . . ?
C5 N3 Ni1 111.22(10) . . ?
C6 N4 C7B 119.26(14) . . ?
C6 N4 C7A 119.26(14) . . ?
C6 N4 Ni1 114.99(11) . . ?
C7B N4 Ni1 125.65(10) . . ?
C7A N4 Ni1 125.65(10) . . ?
N3 C1 C2 123.33(15) . . ?
N3 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C3 C2 C1 119.26(16) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 118.26(15) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C5 C4 C3 118.90(15) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N3 C5 C4 123.14(15) . . ?
N3 C5 C6 115.26(13) . . ?
C4 C5 C6 121.59(14) . . ?
N4 C6 C5 118.77(14) . . ?
N4 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
N4 C7A C8 113.65(18) . . ?
N4 C7A H7A1 108.8 . . ?
C8 C7A H7A1 108.8 . . ?
N4 C7A H7A2 108.8 . . ?
C8 C7A H7A2 108.8 . . ?
H7A1 C7A H7A2 107.7 . . ?
N4 C7B C8 112.35(17) . 2_655 ?
N4 C7B H7B1 109.1 . . ?
C8 C7B H7B1 109.1 2_655 . ?
N4 C7B H7B2 109.1 . . ?
C8 C7B H7B2 109.1 2_655 . ?
H7B1 C7B H7B2 107.9 . . ?
C7A C8 C7A 118.2(2) . 2_655 ?
C7A C8 H8A 107.7 . . ?
C7A C8 H8A 107.7 2_655 . ?
C7A C8 H8B 107.7 . . ?
C7A C8 H8B 107.7 2_655 . ?
H8A C8 H8B 107.1 . . ?
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 N4 2.0535(13) . ?
Ni1 N4 2.0535(13) 2_655 ?
Ni1 O1 2.0661(12) . ?
Ni1 O1 2.0661(12) 2_655 ?
Ni1 N3 2.1231(13) 2_655 ?
Ni1 N3 2.1231(13) . ?
O1 N1 1.2664(18) . ?
O2 N1 1.2334(19) . ?
N3 C1 1.331(2) . ?
N3 C5 1.3528(19) . ?
N4 C6 1.267(2) . ?
N4 C7B 1.470(2) . ?
N4 C7A 1.470(2) . ?
C1 C2 1.390(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.374(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.391(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.472(2) . ?
C6 H6 0.9500 . ?
C7A C8 1.475(4) . ?
C7A H7A1 0.9900 . ?
C7A H7A2 0.9900 . ?
C7B C8 1.512(4) 2_655 ?
C7B H7B1 0.9900 . ?
C7B H7B2 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
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
Ni1 O1 N1 O2 179.82(11) . . . . ?
C5 N3 C1 C2 3.0(2) . . . . ?
Ni1 N3 C1 C2 -173.45(12) . . . . ?
N3 C1 C2 C3 -0.5(3) . . . . ?
C1 C2 C3 C4 -2.0(2) . . . . ?
C2 C3 C4 C5 2.0(2) . . . . ?
C1 N3 C5 C4 -3.0(2) . . . . ?
Ni1 N3 C5 C4 174.13(12) . . . . ?
C1 N3 C5 C6 175.65(14) . . . . ?
Ni1 N3 C5 C6 -7.21(16) . . . . ?
C3 C4 C5 N3 0.6(2) . . . . ?
C3 C4 C5 C6 -178.00(15) . . . . ?
C7B N4 C6 C5 -179.73(14) . . . . ?
C7A N4 C6 C5 -179.73(14) . . . . ?
Ni1 N4 C6 C5 3.64(19) . . . . ?
N3 C5 C6 N4 2.7(2) . . . . ?
C4 C5 C6 N4 -178.61(14) . . . . ?
C6 N4 C7A C8 157.21(19) . . . . ?
Ni1 N4 C7A C8 -26.5(2) . . . . ?
C6 N4 C7B C8 -146.58(19) . . . 2_655 ?
Ni1 N4 C7B C8 29.7(2) . . . 2_655 ?
N4 C7A C8 C7A 64.6(3) . . . 2_655 ?
