# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-100K-I-LT
_database_code_depnum_ccdc_archive 'CCDC 2352765'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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'

_cell_length_a                   13.559(3)
_cell_length_b                   9.666(2)
_cell_length_c                   13.263(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.25(3)
_cell_angle_gamma                90
_cell_volume                     1620.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    2586
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      31.97

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.261
_exptl_crystal_size_mid          0.186
_exptl_crystal_size_min          0.149
_exptl_absorpt_coefficient_mu    1.235
_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_absorpt_correction_T_min  0.862
_exptl_absorpt_correction_T_max  1
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_detector_area_resol_mean 16.0026
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            4635
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.653
_diffrn_reflns_theta_max         32.556
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.890
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.890
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2635
_reflns_number_gt                2316
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0331P)²+1.4559P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2635
_refine_ls_number_parameters     123
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0366
_refine_ls_wR_factor_ref         0.0869
_refine_ls_wR_factor_gt          0.0812
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.28457(3) 0.250000 0.01390(9) Uani 1 2 d S T P A .
O1 O 0.36371(9) 0.26103(13) 0.28376(9) 0.0174(2) Uani 1 1 d . . . . .
O2 O 0.25547(10) 0.33107(17) 0.35441(11) 0.0276(3) Uani 1 1 d . . . . .
N1 N 0.33868(11) 0.35436(18) 0.33880(12) 0.0221(3) Uani 1 1 d . . . . .
N3 N 0.42404(10) 0.15700(15) 0.11355(10) 0.0144(3) Uani 1 1 d . . . . .
N4 N 0.43699(10) 0.43130(15) 0.13194(11) 0.0155(3) Uani 1 1 d . . . . .
C1 C 0.41302(13) 0.01986(18) 0.10363(13) 0.0179(3) Uani 1 1 d . . . . .
H1 H 0.435684 -0.034789 0.167507 0.022 Uiso 1 1 calc R U . . .
C2 C 0.36990(13) -0.04696(19) 0.00418(13) 0.0197(3) Uani 1 1 d . . . . .
H2 H 0.363886 -0.144920 0.000815 0.024 Uiso 1 1 calc R U . . .
C3 C 0.33608(13) 0.03076(19) -0.08925(13) 0.0195(3) Uani 1 1 d . . . . .
H3 H 0.308389 -0.012646 -0.158107 0.023 Uiso 1 1 calc R U . . .
C4 C 0.34337(13) 0.17445(19) -0.08059(13) 0.0180(3) Uani 1 1 d . . . . .
H4 H 0.318878 0.231146 -0.143325 0.022 Uiso 1 1 calc R U . . .
C5 C 0.38709(12) 0.23280(18) 0.02143(13) 0.0153(3) Uani 1 1 d . . . . .
C6 C 0.39376(12) 0.38408(18) 0.03683(13) 0.0170(3) Uani 1 1 d . . . . .
H6 H 0.366255 0.444820 -0.023206 0.020 Uiso 1 1 calc R U . . .
C7A C 0.44406(14) 0.58238(18) 0.14835(14) 0.0210(3) Uani 0.5 1 d . . P A 1
H7A1 H 0.379504 0.625855 0.096437 0.025 Uiso 0.5 1 calc R U P A 1
H7A2 H 0.505380 0.617621 0.132359 0.025 Uiso 0.5 1 calc R U P A 1
C7B C 0.44406(14) 0.58238(18) 0.14835(14) 0.0210(3) Uani 0.5 1 d . . P A 2
H7B1 H 0.381898 0.614667 0.164171 0.025 Uiso 0.5 1 calc R U P A 2
H7B2 H 0.442260 0.627994 0.080872 0.025 Uiso 0.5 1 calc R U P A 2
C8 C 0.4557(3) 0.6245(4) 0.2597(3) 0.0181(6) Uani 0.5 1 d . . P . .
H8A H 0.394807 0.586501 0.275021 0.022 Uiso 0.5 1 calc R U P A 1
H8B H 0.450250 0.726634 0.260763 0.022 Uiso 0.5 1 calc R U P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 2.0551(14) 2_655 ?
Ni1 N4 2.0551(14) . ?
Ni1 O1 2.0657(12) 2_655 ?
Ni1 O1 2.0658(12) . ?
Ni1 N3 2.1226(14) . ?
Ni1 N3 2.1226(14) 2_655 ?
O1 N1 1.2810(19) . ?
O2 N1 1.2394(19) . ?
N3 C1 1.335(2) . ?
N3 C5 1.355(2) . ?
N4 C6 1.268(2) . ?
N4 C7B 1.474(2) . ?
N4 C7A 1.474(2) . ?
C1 C2 1.393(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.378(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.475(2) . ?
C6 H6 0.9500 . ?
C7A C8 1.484(4) . ?
C7A H7A1 0.9900 . ?
C7A H7A2 0.9900 . ?
C7B C8 1.516(4) 2_655 ?
C7B H7B1 0.9900 . ?
C7B H7B2 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?

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 92.72(8) 2_655 . ?
N4 Ni1 O1 94.79(5) 2_655 2_655 ?
N4 Ni1 O1 93.92(5) . 2_655 ?
N4 Ni1 O1 93.92(5) 2_655 . ?
N4 Ni1 O1 94.79(5) . . ?
O1 Ni1 O1 167.36(7) 2_655 . ?
N4 Ni1 N3 171.81(5) 2_655 . ?
N4 Ni1 N3 79.16(6) . . ?
O1 Ni1 N3 86.97(5) 2_655 . ?
O1 Ni1 N3 85.70(5) . . ?
N4 Ni1 N3 79.17(6) 2_655 2_655 ?
N4 Ni1 N3 171.81(5) . 2_655 ?
O1 Ni1 N3 85.70(5) 2_655 2_655 ?
O1 Ni1 N3 86.97(5) . 2_655 ?
N3 Ni1 N3 108.97(8) . 2_655 ?
N1 O1 Ni1 119.24(11) . . ?
O2 N1 O1 114.36(15) . . ?
C1 N3 C5 117.15(14) . . ?
C1 N3 Ni1 131.54(11) . . ?
C5 N3 Ni1 111.17(11) . . ?
C6 N4 C7B 119.04(14) . . ?
C6 N4 C7A 119.04(14) . . ?
C6 N4 Ni1 115.10(12) . . ?
C7B N4 Ni1 125.75(11) . . ?
C7A N4 Ni1 125.75(11) . . ?
N3 C1 C2 123.19(16) . . ?
N3 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C3 C2 C1 119.18(17) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 118.59(16) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C5 C4 C3 118.58(16) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N3 C5 C4 123.23(16) . . ?
N3 C5 C6 115.28(14) . . ?
C4 C5 C6 121.47(15) . . ?
N4 C6 C5 118.54(15) . . ?
N4 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
N4 C7A C8 113.37(19) . . ?
N4 C7A H7A1 108.9 . . ?
C8 C7A H7A1 108.9 . . ?
N4 C7A H7A2 108.9 . . ?
C8 C7A H7A2 108.9 . . ?
H7A1 C7A H7A2 107.7 . . ?
N4 C7B C8 112.11(18) . 2_655 ?
N4 C7B H7B1 109.2 . . ?
C8 C7B H7B1 109.2 2_655 . ?
N4 C7B H7B2 109.2 . . ?
C8 C7B H7B2 109.2 2_655 . ?
H7B1 C7B H7B2 107.9 . . ?
C7A C8 C7A 117.9(2) . 2_655 ?
C7A C8 H8A 107.8 . . ?
C7A C8 H8A 107.8 2_655 . ?
C7A C8 H8B 107.8 . . ?
C7A C8 H8B 107.8 2_655 . ?
H8A C8 H8B 107.2 . . ?

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 179.74(11) . . . . ?
C5 N3 C1 C2 2.6(2) . . . . ?
Ni1 N3 C1 C2 -172.69(12) . . . . ?
N3 C1 C2 C3 -0.4(3) . . . . ?
C1 C2 C3 C4 -1.9(2) . . . . ?
C2 C3 C4 C5 1.8(2) . . . . ?
C1 N3 C5 C4 -2.7(2) . . . . ?
Ni1 N3 C5 C4 173.52(13) . . . . ?
C1 N3 C5 C6 175.68(14) . . . . ?
Ni1 N3 C5 C6 -8.07(17) . . . . ?
C3 C4 C5 N3 0.5(2) . . . . ?
C3 C4 C5 C6 -177.78(15) . . . . ?
C7B N4 C6 C5 -179.97(14) . . . . ?
C7A N4 C6 C5 -179.97(14) . . . . ?
Ni1 N4 C6 C5 3.68(19) . . . . ?
N3 C5 C6 N4 3.3(2) . . . . ?
C4 C5 C6 N4 -178.28(15) . . . . ?
C6 N4 C7A C8 157.31(19) . . . . ?
Ni1 N4 C7A C8 -26.8(2) . . . . ?
C6 N4 C7B C8 -145.91(19) . . . 2_655 ?
Ni1 N4 C7B C8 30.0(2) . . . 2_655 ?
N4 C7A C8 C7A 65.1(3) . . . 2_655 ?

_refine_diff_density_max         0.483
_refine_diff_density_min         -0.828
_refine_diff_density_rms         0.084



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-200K-I-LT
_database_code_depnum_ccdc_archive 'CCDC 2352766'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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'

_cell_length_a                   13.643(3)
_cell_length_b                   9.660(2)
_cell_length_c                   13.321(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.02(3)
_cell_angle_gamma                90
_cell_volume                     1638.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    200
_cell_measurement_reflns_used    2440
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      31.99

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.261
_exptl_crystal_size_mid          0.186
_exptl_crystal_size_min          0.149
_exptl_absorpt_coefficient_mu    1.221
_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_absorpt_correction_T_min  0.994
_exptl_absorpt_correction_T_max  1.000
_diffrn_ambient_temperature      200
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_detector_area_resol_mean 16.0026
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            4805
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.647
_diffrn_reflns_theta_max         32.458
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2682
_reflns_number_gt                2357
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0201P)²+1.1489P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2682
_refine_ls_number_parameters     123
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0715
_refine_ls_wR_factor_gt          0.0674
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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_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_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 ?

_refine_diff_density_max         0.394
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.065



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-02-I
_database_code_depnum_ccdc_archive 'CCDC 2352769'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-02-I       
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0011 0.0005 '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 -0.0016 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.1705 0.4035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O -0.0014 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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'

_cell_length_a                   13.5175(17)
_cell_length_b                   9.600(2)
_cell_length_c                   13.278(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.466(16)
_cell_angle_gamma                90
_cell_volume                     1614.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293
_cell_measurement_reflns_used    327
_cell_measurement_theta_min      1.8230
_cell_measurement_theta_max      18.1770
_exptl_absorpt_coefficient_mu    0.286
_exptl_absorpt_correction_T_min  0.76563
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.0174
_diffrn_reflns_av_unetI/netI     0.0639
_diffrn_reflns_Laue_measured_fraction_full 0.527
_diffrn_reflns_Laue_measured_fraction_max 0.299
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            2059
_diffrn_reflns_point_group_measured_fraction_full 0.414
_diffrn_reflns_point_group_measured_fraction_max 0.223
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.103
_diffrn_reflns_theta_min         1.622
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.527
_diffrn_measured_fraction_theta_max 0.299
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.489
_reflns_Friedel_fraction_full    0.301
_reflns_Friedel_fraction_max     0.147
_reflns_number_gt                1763
_reflns_number_total             2048
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_refine_diff_density_max         0.685
_refine_diff_density_min         -0.771
_refine_diff_density_rms         0.074
_refine_ls_abs_structure_details 
;
 Flack x determined using 546 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.48(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         2048
_refine_ls_number_restraints     270
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0609
_refine_ls_restrained_S_all      1.048
_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)+(0.0789P)²+4.6864P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1619
_refine_ls_wR_factor_ref         0.1716
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{C7A, C7B}
{C9A, C9B}
3. Restrained distances
 Ni1-O1A \\sim Ni1-O1B
 with sigma of 0.02
 O1A-N1A \\sim O1B-N1B
 with sigma of 0.02
 O2A-N1A \\sim O2B-N1B
 with sigma of 0.02
 Ni1-N1A \\sim Ni1-N1B
 with sigma of 0.04
 O1A-O2A \\sim O1B-O2B
 with sigma of 0.04
 Ni1-O3A \\sim Ni1-O3B
 with sigma of 0.02
 O3A-N2A \\sim O3B-N2B
 with sigma of 0.02
 O4A-N2A \\sim O4B-N2B
 with sigma of 0.02
 Ni1-N2A \\sim Ni1-N2B
 with sigma of 0.04
 O3A-O4A \\sim O3B-O4B
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
O1B \\sim O1A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N1A \\sim N1B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O2A \\sim O2B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
C8B \\sim C8A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O1B \\sim N1B \\sim O2B: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
O3B \\sim O3A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N2A \\sim N2B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O4A \\sim O4B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O3B \\sim N2B \\sim O4B: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
N3 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5: within 2A with sigma of 0.001
and sigma for terminal atoms of 0.002 within 2A
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.001 and sigma for terminal atoms of 0.002 within 2A
Uanis(O1A) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(N1A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O3A) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(N2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O1B) \\sim Ueq, Uanis(N1B) \\sim Ueq, Uanis(O2B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C8B) \\sim Ueq, Uanis(C9A) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C7A)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O3B) \\sim Ueq, Uanis(N2B) \\sim Ueq, Uanis(O4B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(N4) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C7A) = Uanis(C7B)
Uanis(C9A) = Uanis(C9B)
5. Others
 Sof(C7B)=Sof(H7BA)=Sof(H7BB)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(C9B)=Sof(H9BA)=
 Sof(H9BB)=1-FVAR(1)
 Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=
 Sof(H9AB)=FVAR(1)
 Sof(O1B)=Sof(O2B)=Sof(N1B)=1-FVAR(2)
 Sof(O1A)=Sof(O2A)=Sof(N1A)=FVAR(2)
 Sof(O3B)=Sof(O4B)=Sof(N2B)=1-FVAR(3)
 Sof(O3A)=Sof(O4A)=Sof(N2A)=FVAR(3)
6.a Secondary CH2 refined with riding coordinates:
 C7A(H7AA,H7AB), C8A(H8AA,H8AB), C9A(H9AA,H9AB), C7B(H7BA,H7BB), C8B(H8BA,
 H8BB), C9B(H9BA,H9BB)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C6(H6), C10(H10)
6.c Fitted hexagon refined as free rotating group:
 N3(C1,C2,C3,C4,C5), N6(C11,C12,C13,C14,C15)
;
_atom_sites_solution_hydrogens   geom
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 0.4989(3) 0.28888(8) 0.2572(3) 0.0326(3) Uani 1 1 d D . . . .
O1A O 0.3598(13) 0.265(2) 0.2884(12) 0.048(2) Uani 0.965(14) 1 d D U P A 3
O2A O 0.2620(11) 0.3340(19) 0.3688(11) 0.059(3) Uani 0.965(14) 1 d D U P A 3
N1A N 0.3392(15) 0.349(2) 0.3477(14) 0.051(2) Uani 0.965(14) 1 d D U P A 3
O1B O 0.395(10) 0.370(18) 0.325(16) 0.050(2) Uani 0.035(14) 1 d D U P A 4
O2B O 0.302(16) 0.19(2) 0.29(2) 0.055(2) Uani 0.035(14) 1 d D U P A 4
N1B N 0.310(13) 0.31(2) 0.31(2) 0.051(2) Uani 0.035(14) 1 d D U P A 4
O3A O 0.6333(14) 0.264(2) 0.2224(16) 0.044(2) Uani 0.877(17) 1 d D U P A 5
O4A O 0.7507(12) 0.3287(19) 0.1588(12) 0.054(3) Uani 0.877(17) 1 d D U P A 5
N2A N 0.6648(16) 0.357(2) 0.1685(15) 0.047(2) Uani 0.877(17) 1 d D U P A 5
O3B O 0.638(5) 0.290(12) 0.234(9) 0.046(2) Uani 0.123(17) 1 d D U P A 6
O4B O 0.759(5) 0.269(8) 0.169(6) 0.050(3) Uani 0.123(17) 1 d D U P A 6
N2B N 0.680(5) 0.215(6) 0.181(6) 0.047(2) Uani 0.123(17) 1 d D U P A 6
N3 N 0.4234(6) 0.1627(8) 0.1213(4) 0.0369(13) Uani 1 1 d G U . . .
C1 C 0.4201(7) 0.0180(7) 0.1176(5) 0.0395(13) Uani 1 1 d G U . . .
H1 H 0.445721 -0.033226 0.180949 0.047 Uiso 1 1 calc R U . . .
C2 C 0.3787(8) -0.0500(6) 0.0194(6) 0.0409(13) Uani 1 1 d G U . . .
H2 H 0.376497 -0.146855 0.016952 0.049 Uiso 1 1 calc R U . . .
C3 C 0.3404(9) 0.0266(8) -0.0752(5) 0.0407(13) Uani 1 1 d G U . . .
H3 H 0.312683 -0.018993 -0.140960 0.049 Uiso 1 1 calc R U . . .
C4 C 0.3437(9) 0.1712(8) -0.0716(5) 0.0396(13) Uani 1 1 d G U . . .
H4 H 0.318094 0.222499 -0.134876 0.047 Uiso 1 1 calc R U . . .
C5 C 0.3851(7) 0.2393(6) 0.0267(6) 0.0377(13) Uani 1 1 d G U . . .
N4 N 0.4373(11) 0.4328(17) 0.1441(12) 0.041(3) Uani 1 1 d . U . . .
N5 N 0.5610(10) 0.4384(15) 0.3768(9) 0.033(3) Uani 1 1 d . U . . .
N6 N 0.5738(6) 0.1596(8) 0.3922(4) 0.0410(14) Uani 1 1 d G U . . .
C11 C 0.6082(7) 0.2447(7) 0.4825(6) 0.0416(15) Uani 1 1 d G U . . .
C12 C 0.6556(9) 0.1862(8) 0.5838(5) 0.0429(15) Uani 1 1 d G U . . .
H12 H 0.678577 0.243116 0.644292 0.051 Uiso 1 1 calc R U . . .
C13 C 0.6685(10) 0.0427(9) 0.5948(5) 0.0439(15) Uani 1 1 d G U . . .
H13 H 0.700191 0.003587 0.662598 0.053 Uiso 1 1 calc R U . . .
C14 C 0.6341(8) -0.0424(7) 0.5045(6) 0.0439(15) Uani 1 1 d G U . . .
H14 H 0.642783 -0.138388 0.511802 0.053 Uiso 1 1 calc R U . . .
C15 C 0.5868(7) 0.0161(8) 0.4031(5) 0.0430(15) Uani 1 1 d G U . . .
H15 H 0.563760 -0.040836 0.342700 0.052 Uiso 1 1 calc R U . . .
C6 C 0.3983(17) 0.393(2) 0.0519(14) 0.052(5) Uani 1 1 d . U . . .
H6 H 0.376440 0.458051 -0.003584 0.062 Uiso 1 1 calc R U . . .
C7A C 0.4403(16) 0.587(2) 0.1546(15) 0.048(4) Uani 0.45(4) 1 d . U P B 1
H7AA H 0.501044 0.622968 0.140043 0.057 Uiso 0.45(4) 1 calc R U P B 1
H7AB H 0.377262 0.626485 0.101969 0.057 Uiso 0.45(4) 1 calc R U P B 1
C8A C 0.446(3) 0.628(3) 0.259(2) 0.042(3) Uani 0.45(4) 1 d . U P B 1
H8AA H 0.386563 0.587020 0.272182 0.051 Uiso 0.45(4) 1 calc R U P B 1
H8AB H 0.437959 0.727954 0.258346 0.051 Uiso 0.45(4) 1 calc R U P B 1
C9A C 0.5488(19) 0.589(2) 0.3555(17) 0.056(5) Uani 0.45(4) 1 d . U P B 1
H9AA H 0.609924 0.623011 0.340750 0.067 Uiso 0.45(4) 1 calc R U P B 1
H9AB H 0.547013 0.635991 0.419525 0.067 Uiso 0.45(4) 1 calc R U P B 1
C7B C 0.4403(16) 0.587(2) 0.1546(15) 0.048(4) Uani 0.55(4) 1 d . . P B 2
H7BA H 0.438718 0.628684 0.087449 0.057 Uiso 0.55(4) 1 calc R U P B 2
H7BB H 0.378528 0.618790 0.169167 0.057 Uiso 0.55(4) 1 calc R U P B 2
C8B C 0.535(2) 0.631(3) 0.2407(18) 0.042(3) Uani 0.55(4) 1 d . U P B 2
H8BA H 0.537918 0.732190 0.238517 0.051 Uiso 0.55(4) 1 calc R U P B 2
H8BB H 0.595194 0.596172 0.224927 0.051 Uiso 0.55(4) 1 calc R U P B 2
C9B C 0.5488(19) 0.589(2) 0.3555(17) 0.056(5) Uani 0.55(4) 1 d . . P B 2
H9BA H 0.610503 0.636142 0.404159 0.067 Uiso 0.55(4) 1 calc R U P B 2
H9BB H 0.488002 0.621307 0.371659 0.067 Uiso 0.55(4) 1 calc R U P B 2
C10 C 0.6060(14) 0.3838(16) 0.4722(11) 0.034(3) Uani 1 1 d . U . . .
H10 H 0.636029 0.440555 0.531958 0.041 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1A 2.075(18) . ?
Ni1 O1B 2.07(3) . ?
Ni1 O3A 2.040(18) . ?
Ni1 O3B 2.01(3) . ?
Ni1 N3 2.116(6) . ?
Ni1 N4 1.995(14) . ?
Ni1 N5 2.087(12) . ?
Ni1 N6 2.123(6) . ?
O1A N1A 1.23(2) . ?
O2A N1A 1.18(2) . ?
O1B N1B 1.22(3) . ?
O2B N1B 1.18(4) . ?
O3A N2A 1.30(3) . ?
O4A N2A 1.24(3) . ?
O3B N2B 1.27(4) . ?
O4B N2B 1.25(4) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.51(2) . ?
N4 C6 1.21(2) . ?
N4 C7A 1.49(3) . ?
N4 C7B 1.49(3) . ?
N5 C9A 1.47(3) . ?
N5 C9B 1.47(3) . ?
N5 C10 1.308(19) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.343(17) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.41(3) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A C9A 1.57(4) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C7B H7BA 0.9700 . ?
C7B H7BB 0.9700 . ?
C7B C8B 1.45(3) . ?
C8B H8BA 0.9700 . ?
C8B H8BB 0.9700 . ?
C8B C9B 1.52(3) . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C10 H10 0.9300 . ?

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
O1A Ni1 N3 84.6(5) . . ?
O1A Ni1 N5 94.4(6) . . ?
O1A Ni1 N6 88.0(6) . . ?
O1B Ni1 N3 113(4) . . ?
O1B Ni1 N5 64(4) . . ?
O1B Ni1 N6 93(6) . . ?
O3A Ni1 N3 86.7(6) . . ?
O3A Ni1 N5 95.7(7) . . ?
O3A Ni1 N6 85.6(7) . . ?
O3B Ni1 N3 94(2) . . ?
O3B Ni1 N5 88(2) . . ?
O3B Ni1 N6 86(4) . . ?
N3 Ni1 N6 109.31(16) . . ?
N4 Ni1 O1A 93.3(7) . . ?
N4 Ni1 O1B 84(7) . . ?
N4 Ni1 O3A 94.6(8) . . ?
N4 Ni1 O3B 93(4) . . ?
N4 Ni1 N3 78.7(5) . . ?
N4 Ni1 N5 92.7(3) . . ?
N4 Ni1 N6 171.9(5) . . ?
N5 Ni1 N3 171.3(4) . . ?
N5 Ni1 N6 79.2(4) . . ?
N1A O1A Ni1 118.7(17) . . ?
O2A N1A O1A 119(2) . . ?
N1B O1B Ni1 120(5) . . ?
O2B N1B O1B 119(6) . . ?
N2A O3A Ni1 122.2(19) . . ?
O4A N2A O3A 114(2) . . ?
N2B O3B Ni1 135(5) . . ?
O4B N2B O3B 114(5) . . ?
C1 N3 Ni1 127.0(4) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 112.6(4) . . ?
N3 C1 H1 120.0 . . ?
C2 C1 N3 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 109.8(8) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 130.2(8) . . ?
C6 N4 Ni1 117.6(14) . . ?
C6 N4 C7A 113.2(15) . . ?
C6 N4 C7B 113.2(15) . . ?
C7A N4 Ni1 129.0(12) . . ?
C7B N4 Ni1 129.0(12) . . ?
C9A N5 Ni1 122.8(11) . . ?
C9B N5 Ni1 122.8(11) . . ?
C10 N5 Ni1 112.9(11) . . ?
C10 N5 C9A 124.2(14) . . ?
C10 N5 C9B 124.2(14) . . ?
C11 N6 Ni1 107.6(4) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 132.3(4) . . ?
N6 C11 C12 120.0 . . ?
C10 C11 N6 120.5(7) . . ?
C10 C11 C12 119.1(7) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C5 C6 H6 119.8 . . ?
N4 C6 C5 120.4(14) . . ?
N4 C6 H6 119.8 . . ?
N4 C7A H7AA 109.5 . . ?
N4 C7A H7AB 109.5 . . ?
H7AA C7A H7AB 108.0 . . ?
C8A C7A N4 110.9(18) . . ?
C8A C7A H7AA 109.5 . . ?
C8A C7A H7AB 109.5 . . ?
C7A C8A H8AA 107.8 . . ?
C7A C8A H8AB 107.8 . . ?
C7A C8A C9A 118(3) . . ?
H8AA C8A H8AB 107.1 . . ?
C9A C8A H8AA 107.8 . . ?
C9A C8A H8AB 107.8 . . ?
N5 C9A C8A 113(2) . . ?
N5 C9A H9AA 108.9 . . ?
N5 C9A H9AB 108.9 . . ?
C8A C9A H9AA 108.9 . . ?
C8A C9A H9AB 108.9 . . ?
H9AA C9A H9AB 107.7 . . ?
N4 C7B H7BA 109.5 . . ?
N4 C7B H7BB 109.5 . . ?
H7BA C7B H7BB 108.1 . . ?
C8B C7B N4 110.7(17) . . ?
C8B C7B H7BA 109.5 . . ?
C8B C7B H7BB 109.5 . . ?
C7B C8B H8BA 107.7 . . ?
C7B C8B H8BB 107.7 . . ?
C7B C8B C9B 118(2) . . ?
H8BA C8B H8BB 107.1 . . ?
C9B C8B H8BA 107.7 . . ?
C9B C8B H8BB 107.7 . . ?
N5 C9B C8B 114.9(17) . . ?
N5 C9B H9BA 108.5 . . ?
N5 C9B H9BB 108.5 . . ?
C8B C9B H9BA 108.5 . . ?
C8B C9B H9BB 108.5 . . ?
H9BA C9B H9BB 107.5 . . ?
N5 C10 C11 118.9(12) . . ?
N5 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?

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 O1A N1A O2A -177.7(13) . . . . ?
Ni1 O1B N1B O2B 23(42) . . . . ?
Ni1 O3A N2A O4A 176.7(12) . . . . ?
Ni1 O3B N2B O4B 165(10) . . . . ?
Ni1 N3 C1 C2 -171.9(8) . . . . ?
Ni1 N3 C5 C4 173.0(7) . . . . ?
Ni1 N3 C5 C6 -6.5(11) . . . . ?
Ni1 N4 C6 C5 8(3) . . . . ?
Ni1 N4 C7A C8A -29(3) . . . . ?
Ni1 N4 C7B C8B 29(3) . . . . ?
Ni1 N5 C9A C8A 28(3) . . . . ?
Ni1 N5 C9B C8B -27(3) . . . . ?
Ni1 N5 C10 C11 1(2) . . . . ?
Ni1 N6 C11 C12 176.6(7) . . . . ?
Ni1 N6 C11 C10 -10.2(11) . . . . ?
Ni1 N6 C15 C14 -175.6(9) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 0(2) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 -179.5(12) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 179.4(14) . . . . ?
C4 C5 C6 N4 -179.6(15) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
N4 C7A C8A C9A 66(3) . . . . ?
N4 C7B C8B C9B -65(3) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 7(2) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 -179.7(13) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 173.2(13) . . . . ?
C6 N4 C7A C8A 157(2) . . . . ?
C6 N4 C7B C8B -145(2) . . . . ?
C7A N4 C6 C5 -177.7(18) . . . . ?
C7A C8A C9A N5 -68(3) . . . . ?
C9A N5 C10 C11 176.9(18) . . . . ?
C7B N4 C6 C5 -177.7(18) . . . . ?
C7B C8B C9B N5 66(3) . . . . ?
C9B N5 C10 C11 176.9(18) . . . . ?
C10 N5 C9A C8A -148(2) . . . . ?
C10 N5 C9B C8B 157.2(19) . . . . ?
C10 C11 C12 C13 -173.3(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-03-I
_database_code_depnum_ccdc_archive 'CCDC 2352770'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-03-I       
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0011 0.0005 '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 -0.0016 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.1705 0.4035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O -0.0014 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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'

_cell_length_a                   13.385(3)
_cell_length_b                   9.559(2)
_cell_length_c                   13.218(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.52(3)
_cell_angle_gamma                90
_cell_volume                     1583.9(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293
_cell_measurement_reflns_used    408
_cell_measurement_theta_min      1.6200
_cell_measurement_theta_max      19.2940
_exptl_absorpt_coefficient_mu    0.292
_exptl_absorpt_correction_T_min  0.70548
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0536
_diffrn_reflns_Laue_measured_fraction_full 0.532
_diffrn_reflns_Laue_measured_fraction_max 0.296
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            2036
_diffrn_reflns_point_group_measured_fraction_full 0.418
_diffrn_reflns_point_group_measured_fraction_max 0.221
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.245
_diffrn_reflns_theta_min         1.631
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.532
_diffrn_measured_fraction_theta_max 0.296
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.488
_reflns_Friedel_fraction_full    0.304
_reflns_Friedel_fraction_max     0.145
_reflns_number_gt                1736
_reflns_number_total             2024
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_refine_diff_density_max         0.713
_refine_diff_density_min         -0.896
_refine_diff_density_rms         0.078
_refine_ls_abs_structure_details 
;
 Flack x determined using 538 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.41(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         2024
_refine_ls_number_restraints     229
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0550
_refine_ls_restrained_S_all      1.041
_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)+(0.0970P)²+2.2305P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1506
_refine_ls_wR_factor_ref         0.1598
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{C7A, C7B}
{C9A, C9B}
3. Restrained distances
 Ni1-O3A \\sim Ni1-O3B
 with sigma of 0.02
 O3A-N2A \\sim O3B-N2B
 with sigma of 0.02
 O4A-N2A \\sim O4B-N2B
 with sigma of 0.02
 Ni1-N2A \\sim Ni1-N2B
 with sigma of 0.04
 O3A-O4A \\sim O3B-O4B
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
C8B \\sim C8A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O3B \\sim O3A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N2A \\sim N2B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O4A \\sim O4B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O3B \\sim N2B \\sim O4B: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
N3 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5: within 2A with sigma of 0.001
and sigma for terminal atoms of 0.002 within 2A
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.001 and sigma for terminal atoms of 0.002 within 2A
O2 \\sim N1 \\sim O1: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
Uanis(O1) \\sim Ueq, Uanis(O2) \\sim Ueq, Uanis(N1) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O3A) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(N2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C8B) \\sim Ueq, Uanis(C9A) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C7A)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O3B) \\sim Ueq, Uanis(N2B) \\sim Ueq, Uanis(O4B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(N4) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C7A) = Uanis(C7B)
Uanis(C9A) = Uanis(C9B)
5. Others
 Sof(C7B)=Sof(H7BA)=Sof(H7BB)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(C9B)=Sof(H9BA)=
 Sof(H9BB)=1-FVAR(1)
 Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=
 Sof(H9AB)=FVAR(1)
 Sof(O3B)=Sof(O4B)=Sof(N2B)=1-FVAR(2)
 Sof(O3A)=Sof(O4A)=Sof(N2A)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C7A(H7AA,H7AB), C8A(H8AA,H8AB), C9A(H9AA,H9AB), C7B(H7BA,H7BB), C8B(H8BA,
 H8BB), C9B(H9BA,H9BB)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C6(H6), C10(H10)
6.c Fitted hexagon refined as free rotating group:
 N3(C1,C2,C3,C4,C5), N6(C11,C12,C13,C14,C15)
;
_atom_sites_solution_hydrogens   geom
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 0.4993(3) 0.28758(7) 0.2568(2) 0.0294(2) Uani 1 1 d D . . . .
O1 O 0.3592(10) 0.2666(14) 0.2898(9) 0.0372(19) Uani 1 1 d . U . . .
O2 O 0.2534(15) 0.336(2) 0.3607(15) 0.077(4) Uani 1 1 d . U . . .
N1 N 0.3359(15) 0.353(2) 0.3441(14) 0.051(3) Uani 1 1 d . U . . .
O3A O 0.6346(12) 0.2607(17) 0.2234(11) 0.043(2) Uani 0.932(13) 1 d D U P A 3
O4A O 0.7464(12) 0.3321(16) 0.1514(11) 0.048(2) Uani 0.932(13) 1 d D U P A 3
N2A N 0.6638(15) 0.3540(18) 0.1652(14) 0.044(2) Uani 0.932(13) 1 d D U P A 3
O3B O 0.642(5) 0.322(10) 0.240(8) 0.043(2) Uani 0.068(13) 1 d D U P A 4
O4B O 0.755(8) 0.273(12) 0.164(10) 0.046(2) Uani 0.068(13) 1 d D U P A 4
N2B N 0.684(7) 0.231(9) 0.193(10) 0.044(2) Uani 0.068(13) 1 d D U P A 4
N3 N 0.4233(5) 0.1610(7) 0.1207(4) 0.0337(12) Uani 1 1 d G U . . .
C1 C 0.4196(6) 0.0157(7) 0.1168(4) 0.0367(12) Uani 1 1 d G U . . .
H1 H 0.445228 -0.036028 0.180278 0.044 Uiso 1 1 calc R U . . .
C2 C 0.3778(7) -0.0523(5) 0.0179(5) 0.0383(12) Uani 1 1 d G U . . .
H2 H 0.375314 -0.149526 0.015203 0.046 Uiso 1 1 calc R U . . .
C3 C 0.3395(8) 0.0250(7) -0.0771(4) 0.0381(12) Uani 1 1 d G U . . .
H3 H 0.311485 -0.020524 -0.143241 0.046 Uiso 1 1 calc R U . . .
C4 C 0.3432(8) 0.1703(7) -0.0731(4) 0.0365(12) Uani 1 1 d G U . . .
H4 H 0.317568 0.221976 -0.136612 0.044 Uiso 1 1 calc R U . . .
C5 C 0.3850(6) 0.2383(5) 0.0258(5) 0.0346(12) Uani 1 1 d G U . . .
N4 N 0.4374(11) 0.4330(14) 0.1432(10) 0.037(3) Uani 1 1 d . U . . .
N5 N 0.5623(9) 0.4370(13) 0.3778(9) 0.029(2) Uani 1 1 d . U . . .
N6 N 0.5747(5) 0.1578(7) 0.3925(4) 0.0360(12) Uani 1 1 d G U . . .
C11 C 0.6087(6) 0.2434(6) 0.4832(5) 0.0369(12) Uani 1 1 d G U . . .
C12 C 0.6550(8) 0.1847(7) 0.5853(4) 0.0383(12) Uani 1 1 d G U . . .
H12 H 0.677780 0.241924 0.645977 0.046 Uiso 1 1 calc R U . . .
C13 C 0.6672(8) 0.0405(7) 0.5966(4) 0.0394(12) Uani 1 1 d G U . . .
H13 H 0.698129 0.001225 0.664848 0.047 Uiso 1 1 calc R U . . .
C14 C 0.6331(7) -0.0451(6) 0.5058(5) 0.0391(13) Uani 1 1 d G U . . .
H14 H 0.641284 -0.141560 0.513378 0.047 Uiso 1 1 calc R U . . .
C15 C 0.5869(5) 0.0136(7) 0.4038(4) 0.0384(12) Uani 1 1 d G U . . .
H15 H 0.564089 -0.043645 0.343038 0.046 Uiso 1 1 calc R U . . .
C6 C 0.3991(15) 0.3905(19) 0.0483(13) 0.055(4) Uani 1 1 d . U . . .
H6 H 0.379271 0.454166 -0.008535 0.066 Uiso 1 1 calc R U . . .
C7A C 0.4374(13) 0.5873(16) 0.1545(12) 0.044(3) Uani 0.38(4) 1 d . U P B 1
H7AA H 0.495767 0.625972 0.135963 0.052 Uiso 0.38(4) 1 calc R U P B 1
H7AB H 0.371388 0.624289 0.103575 0.052 Uiso 0.38(4) 1 calc R U P B 1
C8A C 0.447(3) 0.630(3) 0.255(2) 0.038(2) Uani 0.38(4) 1 d . U P B 1
H8AA H 0.384961 0.595998 0.269251 0.046 Uiso 0.38(4) 1 calc R U P B 1
H8AB H 0.443100 0.731046 0.253833 0.046 Uiso 0.38(4) 1 calc R U P B 1
C9A C 0.5481(14) 0.5884(17) 0.3563(13) 0.047(3) Uani 0.38(4) 1 d . U P B 1
H9AA H 0.611309 0.624559 0.345569 0.057 Uiso 0.38(4) 1 calc R U P B 1
H9AB H 0.542606 0.633866 0.419785 0.057 Uiso 0.38(4) 1 calc R U P B 1
C7B C 0.4374(13) 0.5873(16) 0.1545(12) 0.044(3) Uani 0.62(4) 1 d . . P B 2
H7BA H 0.432893 0.631233 0.086839 0.052 Uiso 0.62(4) 1 calc R U P B 2
H7BB H 0.376017 0.616428 0.172124 0.052 Uiso 0.62(4) 1 calc R U P B 2
C8B C 0.5358(16) 0.6308(18) 0.2404(14) 0.038(2) Uani 0.62(4) 1 d . U P B 2
H8BA H 0.540897 0.731867 0.237961 0.045 Uiso 0.62(4) 1 calc R U P B 2
H8BB H 0.595711 0.592375 0.224313 0.045 Uiso 0.62(4) 1 calc R U P B 2
C9B C 0.5481(14) 0.5884(17) 0.3563(13) 0.047(3) Uani 0.62(4) 1 d . . P B 2
H9BA H 0.609050 0.637180 0.406158 0.057 Uiso 0.62(4) 1 calc R U P B 2
H9BB H 0.485273 0.618930 0.370789 0.057 Uiso 0.62(4) 1 calc R U P B 2
C10 C 0.6079(11) 0.3854(12) 0.4707(8) 0.029(2) Uani 1 1 d . U . . .
H10 H 0.640487 0.443204 0.529671 0.035 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 2.079(14) . ?
Ni1 O3A 2.025(16) . ?
Ni1 O3B 2.02(3) . ?
Ni1 N3 2.110(5) . ?
Ni1 N4 2.001(12) . ?
Ni1 N5 2.089(11) . ?
Ni1 N6 2.122(5) . ?
O1 N1 1.21(2) . ?
O2 N1 1.21(3) . ?
O3A N2A 1.32(2) . ?
O4A N2A 1.20(2) . ?
O3B N2B 1.32(3) . ?
O4B N2B 1.20(3) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.484(19) . ?
N4 C6 1.25(2) . ?
N4 C7A 1.48(2) . ?
N4 C7B 1.48(2) . ?
N5 C9A 1.47(2) . ?
N5 C9B 1.47(2) . ?
N5 C10 1.265(15) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.367(13) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.36(3) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A C9A 1.58(4) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C7B H7BA 0.9700 . ?
C7B H7BB 0.9700 . ?
C7B C8B 1.47(2) . ?
C8B H8BA 0.9700 . ?
C8B H8BB 0.9700 . ?
C8B C9B 1.54(2) . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C10 H10 0.9300 . ?

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 N3 85.5(4) . . ?
O1 Ni1 N5 93.3(4) . . ?
O1 Ni1 N6 87.9(5) . . ?
O3A Ni1 O1 167.1(3) . . ?
O3A Ni1 N3 86.7(5) . . ?
O3A Ni1 N5 95.9(6) . . ?
O3A Ni1 N6 85.0(5) . . ?
O3B Ni1 O1 173(2) . . ?
O3B Ni1 N3 101(2) . . ?
O3B Ni1 N5 80(2) . . ?
O3B Ni1 N6 90(3) . . ?
N3 Ni1 N6 109.23(14) . . ?
N4 Ni1 O1 93.3(6) . . ?
N4 Ni1 O3A 95.3(6) . . ?
N4 Ni1 O3B 88(3) . . ?
N4 Ni1 N3 79.0(5) . . ?
N4 Ni1 N5 92.8(2) . . ?
N4 Ni1 N6 171.7(5) . . ?
N5 Ni1 N3 171.7(4) . . ?
N5 Ni1 N6 78.9(4) . . ?
N1 O1 Ni1 120.0(15) . . ?
O1 N1 O2 117(2) . . ?
N2A O3A Ni1 120.7(15) . . ?
O4A N2A O3A 116.5(19) . . ?
N2B O3B Ni1 122(4) . . ?
O4B N2B O3B 117(5) . . ?
C1 N3 Ni1 127.3(4) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 112.3(3) . . ?
N3 C1 H1 120.0 . . ?
N3 C1 C2 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 111.1(7) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 128.9(7) . . ?
C6 N4 Ni1 116.4(12) . . ?
C6 N4 C7A 114.3(13) . . ?
C6 N4 C7B 114.3(13) . . ?
C7A N4 Ni1 129.1(10) . . ?
C7B N4 Ni1 129.1(10) . . ?
C9A N5 Ni1 122.3(9) . . ?
C9B N5 Ni1 122.3(9) . . ?
C10 N5 Ni1 113.9(10) . . ?
C10 N5 C9A 123.8(13) . . ?
C10 N5 C9B 123.8(13) . . ?
C11 N6 Ni1 107.5(4) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 132.3(4) . . ?
N6 C11 C12 120.0 . . ?
C10 C11 N6 119.6(6) . . ?
C10 C11 C12 120.0(6) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C5 C6 H6 120.0 . . ?
N4 C6 C5 120.0(13) . . ?
N4 C6 H6 120.0 . . ?
N4 C7A H7AA 108.9 . . ?
N4 C7A H7AB 108.9 . . ?
H7AA C7A H7AB 107.8 . . ?
C8A C7A N4 113.2(17) . . ?
C8A C7A H7AA 108.9 . . ?
C8A C7A H7AB 108.9 . . ?
C7A C8A H8AA 107.0 . . ?
C7A C8A H8AB 107.0 . . ?
C7A C8A C9A 121(2) . . ?
H8AA C8A H8AB 106.8 . . ?
C9A C8A H8AA 107.0 . . ?
C9A C8A H8AB 107.0 . . ?
N5 C9A C8A 115.0(17) . . ?
N5 C9A H9AA 108.5 . . ?
N5 C9A H9AB 108.5 . . ?
C8A C9A H9AA 108.5 . . ?
C8A C9A H9AB 108.5 . . ?
H9AA C9A H9AB 107.5 . . ?
N4 C7B H7BA 109.9 . . ?
N4 C7B H7BB 109.9 . . ?
H7BA C7B H7BB 108.3 . . ?
C8B C7B N4 109.1(14) . . ?
C8B C7B H7BA 109.9 . . ?
C8B C7B H7BB 109.9 . . ?
C7B C8B H8BA 108.1 . . ?
C7B C8B H8BB 108.1 . . ?
C7B C8B C9B 116.7(15) . . ?
H8BA C8B H8BB 107.3 . . ?
C9B C8B H8BA 108.1 . . ?
C9B C8B H8BB 108.1 . . ?
N5 C9B C8B 114.3(13) . . ?
N5 C9B H9BA 108.7 . . ?
N5 C9B H9BB 108.7 . . ?
C8B C9B H9BA 108.7 . . ?
C8B C9B H9BB 108.7 . . ?
H9BA C9B H9BB 107.6 . . ?
N5 C10 C11 119.0(10) . . ?
N5 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?

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 179.9(13) . . . . ?
Ni1 O3A N2A O4A 178.1(11) . . . . ?
Ni1 O3B N2B O4B 163(11) . . . . ?
Ni1 N3 C1 C2 -171.8(7) . . . . ?
Ni1 N3 C5 C4 172.9(6) . . . . ?
Ni1 N3 C5 C6 -5.6(10) . . . . ?
Ni1 N4 C6 C5 10(2) . . . . ?
Ni1 N4 C7A C8A -24(3) . . . . ?
Ni1 N4 C7B C8B 33(2) . . . . ?
Ni1 N5 C9A C8A 25(2) . . . . ?
Ni1 N5 C9B C8B -29(2) . . . . ?
Ni1 N5 C10 C11 -2.0(18) . . . . ?
Ni1 N6 C11 C12 175.8(6) . . . . ?
Ni1 N6 C11 C10 -11.8(9) . . . . ?
Ni1 N6 C15 C14 -174.5(8) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 -2(2) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 -178.5(10) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 178.2(12) . . . . ?
C4 C5 C6 N4 179.2(14) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
N4 C7A C8A C9A 60(3) . . . . ?
N4 C7B C8B C9B -68(2) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 10.0(18) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 -177.6(11) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 172.4(10) . . . . ?
C6 N4 C7A C8A 161(2) . . . . ?
C6 N4 C7B C8B -142.0(18) . . . . ?
C7A N4 C6 C5 -174.4(15) . . . . ?
C7A C8A C9A N5 -62(3) . . . . ?
C9A N5 C10 C11 174.3(14) . . . . ?
C7B N4 C6 C5 -174.4(15) . . . . ?
C7B C8B C9B N5 69(2) . . . . ?
C9B N5 C10 C11 174.3(14) . . . . ?
C10 N5 C9A C8A -151.5(19) . . . . ?
C10 N5 C9B C8B 155.3(15) . . . . ?
C10 C11 C12 C13 -172.4(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-01-I
_database_code_depnum_ccdc_archive 'CCDC 2352768'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-01-I       
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0011 0.0005 '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 -0.0016 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.1705 0.4035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O -0.0014 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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'

_cell_length_a                   13.709(2)
_cell_length_b                   9.662(3)
_cell_length_c                   13.361(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.45(2)
_cell_angle_gamma                90
_cell_volume                     1658.2(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293
_cell_measurement_reflns_used    327
_cell_measurement_theta_min      1.8230
_cell_measurement_theta_max      18.1770
_exptl_absorpt_coefficient_mu    0.279
_exptl_absorpt_correction_T_min  0.76563
_exptl_absorpt_correction_T_max  1.00000
_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    1.614
_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 0.450
_diffrn_reflns_Laue_measured_fraction_max 0.265
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            2005
_diffrn_reflns_point_group_measured_fraction_full 0.343
_diffrn_reflns_point_group_measured_fraction_max 0.191
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.156
_diffrn_reflns_theta_min         1.828
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.450
_diffrn_measured_fraction_theta_max 0.265
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.445
_reflns_Friedel_fraction_full    0.235
_reflns_Friedel_fraction_max     0.118
_reflns_number_gt                1406
_reflns_number_total             1815
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.11(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         1815
_refine_ls_number_restraints     270
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0561
_refine_ls_restrained_S_all      1.025
_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)+(0.1026P)²+1.3009P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1530
_refine_ls_wR_factor_ref         0.1677
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{C7A, C7B}
{C9A, C9B}
3. Restrained distances
 Ni1-O1A \\sim Ni1-O1B
 with sigma of 0.02
 O1A-N1A \\sim O1B-N1B
 with sigma of 0.02
 O2A-N1A \\sim O2B-N1B
 with sigma of 0.02
 Ni1-N1A \\sim Ni1-N1B
 with sigma of 0.04
 O1A-O2A \\sim O1B-O2B
 with sigma of 0.04
 Ni1-O3A \\sim Ni1-O3B
 with sigma of 0.02
 O3A-N2A \\sim O3B-N2B
 with sigma of 0.02
 O4A-N2A \\sim O4B-N2B
 with sigma of 0.02
 Ni1-N2A \\sim Ni1-N2B
 with sigma of 0.04
 O3A-O4A \\sim O3B-O4B
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
O1B \\sim O1A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N1A \\sim N1B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O2A \\sim O2B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
C8B \\sim C8A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O1B \\sim N1B \\sim O2B: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
O3B \\sim O3A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N2A \\sim N2B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O4A \\sim O4B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O3B \\sim N2B \\sim O4B: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
N3 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5: within 2A with sigma of 0.001
and sigma for terminal atoms of 0.002 within 2A
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.001 and sigma for terminal atoms of 0.002 within 2A
Uanis(O1A) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(N1A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O3A) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(N2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O1B) \\sim Ueq, Uanis(N1B) \\sim Ueq, Uanis(O2B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C8B) \\sim Ueq, Uanis(C9A) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C7A)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O3B) \\sim Ueq, Uanis(N2B) \\sim Ueq, Uanis(O4B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(N4) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C7A) = Uanis(C7B)
Uanis(C9A) = Uanis(C9B)
5. Others
 Sof(C7B)=Sof(H7BA)=Sof(H7BB)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(C9B)=Sof(H9BA)=
 Sof(H9BB)=1-FVAR(1)
 Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=
 Sof(H9AB)=FVAR(1)
 Sof(O1B)=Sof(O2B)=Sof(N1B)=1-FVAR(2)
 Sof(O1A)=Sof(O2A)=Sof(N1A)=FVAR(2)
 Sof(O3B)=Sof(O4B)=Sof(N2B)=1-FVAR(3)
 Sof(O3A)=Sof(O4A)=Sof(N2A)=FVAR(3)
6.a Secondary CH2 refined with riding coordinates:
 C7A(H7AA,H7AB), C8A(H8AA,H8AB), C9A(H9AA,H9AB), C7B(H7BA,H7BB), C8B(H8BA,
 H8BB), C9B(H9BA,H9BB)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C6(H6), C10(H10)
6.c Fitted hexagon refined as free rotating group:
 N3(C1,C2,C3,C4,C5), N6(C11,C12,C13,C14,C15)
;
_atom_sites_solution_hydrogens   geom
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 0.4991(3) 0.29105(10) 0.2573(2) 0.0378(3) Uani 1 1 d D . . . .
O1A O 0.3619(12) 0.269(2) 0.2901(12) 0.054(2) Uani 0.956(15) 1 d D U P A 3
O2A O 0.2605(11) 0.3121(16) 0.3656(12) 0.059(3) Uani 0.956(15) 1 d D U P A 3
N1A N 0.3420(12) 0.344(2) 0.3524(14) 0.056(2) Uani 0.956(15) 1 d D U P A 3
O1B O 0.400(7) 0.383(17) 0.326(12) 0.055(2) Uani 0.044(15) 1 d D U P A 4
O2B O 0.289(11) 0.234(19) 0.275(19) 0.058(3) Uani 0.044(15) 1 d D U P A 4
N1B N 0.312(9) 0.35(2) 0.309(18) 0.056(2) Uani 0.044(15) 1 d D U P A 4
O3A O 0.6331(13) 0.264(2) 0.2257(15) 0.050(3) Uani 0.850(17) 1 d D U P A 5
O4A O 0.7401(11) 0.3464(19) 0.1550(12) 0.058(3) Uani 0.850(17) 1 d D U P A 5
N2A N 0.6601(12) 0.358(2) 0.1737(14) 0.053(3) Uani 0.850(17) 1 d D U P A 5
O3B O 0.638(3) 0.313(8) 0.242(5) 0.051(3) Uani 0.150(17) 1 d D U P A 6
O4B O 0.759(4) 0.276(8) 0.180(5) 0.055(3) Uani 0.150(17) 1 d D U P A 6
N2B N 0.682(4) 0.233(7) 0.196(6) 0.052(3) Uani 0.150(17) 1 d D U P A 6
N3 N 0.4246(5) 0.1631(9) 0.1224(4) 0.0442(15) Uani 1 1 d G U . . .
C1 C 0.4207(6) 0.0194(9) 0.1182(5) 0.0466(16) Uani 1 1 d G U . . .
H1 H 0.446575 -0.031965 0.180830 0.056 Uiso 1 1 calc R U . . .
C2 C 0.3782(8) -0.0475(7) 0.0204(7) 0.0470(16) Uani 1 1 d G U . . .
H2 H 0.375657 -0.143630 0.017633 0.056 Uiso 1 1 calc R U . . .
C3 C 0.3396(8) 0.0293(8) -0.0731(5) 0.0462(16) Uani 1 1 d G U . . .
H3 H 0.311176 -0.015420 -0.138567 0.055 Uiso 1 1 calc R U . . .
C4 C 0.3435(8) 0.1731(8) -0.0690(5) 0.0451(15) Uani 1 1 d G U . . .
H4 H 0.317610 0.224455 -0.131572 0.054 Uiso 1 1 calc R U . . .
C5 C 0.3859(7) 0.2400(7) 0.0288(6) 0.0438(15) Uani 1 1 d G U . . .
N4 N 0.4362(11) 0.434(2) 0.1403(14) 0.053(4) Uani 1 1 d . U . . .
N5 N 0.5593(9) 0.4413(15) 0.3733(10) 0.038(3) Uani 1 1 d . U . . .
N6 N 0.5748(5) 0.1658(10) 0.3910(4) 0.0479(17) Uani 1 1 d G U . . .
C11 C 0.6073(7) 0.2500(8) 0.4810(6) 0.0477(17) Uani 1 1 d G U . . .
C12 C 0.6547(8) 0.1919(9) 0.5815(4) 0.0490(17) Uani 1 1 d G U . . .
H12 H 0.676446 0.248233 0.641755 0.059 Uiso 1 1 calc R U . . .
C13 C 0.6696(8) 0.0496(9) 0.5921(5) 0.0504(17) Uani 1 1 d G U . . .
H13 H 0.701279 0.010701 0.659333 0.061 Uiso 1 1 calc R U . . .
C14 C 0.6370(7) -0.0346(8) 0.5021(7) 0.0506(17) Uani 1 1 d G U . . .
H14 H 0.646994 -0.129827 0.509106 0.061 Uiso 1 1 calc R U . . .
C15 C 0.5896(5) 0.0235(10) 0.4015(5) 0.0496(17) Uani 1 1 d G U . . .
H15 H 0.567875 -0.032823 0.341300 0.060 Uiso 1 1 calc R U . . .
C6 C 0.3984(10) 0.3988(19) 0.0511(11) 0.044(4) Uani 1 1 d . U . . .
H6 H 0.376667 0.462837 -0.004228 0.053 Uiso 1 1 calc R U . . .
C7A C 0.4468(11) 0.587(2) 0.1582(14) 0.047(3) Uani 0.52(4) 1 d . U P B 1
H7AA H 0.508314 0.617409 0.144286 0.057 Uiso 0.52(4) 1 calc R U P B 1
H7AB H 0.387228 0.631361 0.105856 0.057 Uiso 0.52(4) 1 calc R U P B 1
C8A C 0.454(3) 0.636(5) 0.262(3) 0.061(3) Uani 0.52(4) 1 d . U P B 1
H8AA H 0.392686 0.606383 0.275682 0.073 Uiso 0.52(4) 1 calc R U P B 1
H8AB H 0.454575 0.736022 0.260858 0.073 Uiso 0.52(4) 1 calc R U P B 1
C9A C 0.5558(18) 0.584(4) 0.360(2) 0.082(6) Uani 0.52(4) 1 d . U P B 1
H9AA H 0.618016 0.613848 0.347374 0.098 Uiso 0.52(4) 1 calc R U P B 1
H9AB H 0.555680 0.627427 0.425379 0.098 Uiso 0.52(4) 1 calc R U P B 1
C7B C 0.4468(11) 0.587(2) 0.1582(14) 0.047(3) Uani 0.48(4) 1 d . . P B 2
H7BA H 0.448064 0.632428 0.093904 0.057 Uiso 0.48(4) 1 calc R U P B 2
H7BB H 0.387491 0.621914 0.174064 0.057 Uiso 0.48(4) 1 calc R U P B 2
C8B C 0.540(3) 0.617(5) 0.244(3) 0.061(3) Uani 0.48(4) 1 d . U P B 2
H8BA H 0.551742 0.715893 0.241440 0.073 Uiso 0.48(4) 1 calc R U P B 2
H8BB H 0.595870 0.571450 0.228534 0.073 Uiso 0.48(4) 1 calc R U P B 2
C9B C 0.5558(18) 0.584(4) 0.360(2) 0.082(6) Uani 0.48(4) 1 d . . P B 2
H9BA H 0.620249 0.624892 0.406513 0.098 Uiso 0.48(4) 1 calc R U P B 2
H9BB H 0.498947 0.622147 0.378655 0.098 Uiso 0.48(4) 1 calc R U P B 2
C10 C 0.6054(12) 0.381(2) 0.4696(13) 0.048(4) Uani 1 1 d . U . . .
H10 H 0.636620 0.436906 0.529051 0.058 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1A 2.086(19) . ?
Ni1 O1B 2.08(3) . ?
Ni1 O3A 2.041(19) . ?
Ni1 O3B 2.00(3) . ?
Ni1 N3 2.129(6) . ?
Ni1 N4 2.040(18) . ?
Ni1 N5 2.073(11) . ?
Ni1 N6 2.106(7) . ?
O1A N1A 1.21(3) . ?
O2A N1A 1.23(3) . ?
O1B N1B 1.19(4) . ?
O2B N1B 1.23(4) . ?
O3A N2A 1.28(3) . ?
O4A N2A 1.21(3) . ?
O3B N2B 1.26(4) . ?
O4B N2B 1.23(4) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.56(2) . ?
N4 C6 1.17(3) . ?
N4 C7A 1.49(3) . ?
N4 C7B 1.49(3) . ?
N5 C9A 1.39(4) . ?
N5 C9B 1.39(4) . ?
N5 C10 1.35(2) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.28(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.43(5) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A C9A 1.62(4) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C7B H7BA 0.9700 . ?
C7B H7BB 0.9700 . ?
C7B C8B 1.42(3) . ?
C8B H8BA 0.9700 . ?
C8B H8BB 0.9700 . ?
C8B C9B 1.52(5) . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C10 H10 0.9300 . ?

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
O1A Ni1 N3 85.2(5) . . ?
O1A Ni1 N6 88.6(6) . . ?
O1B Ni1 N3 115(3) . . ?
O1B Ni1 N6 94(5) . . ?
O3A Ni1 N3 87.2(6) . . ?
O3A Ni1 N5 95.3(7) . . ?
O3A Ni1 N6 83.6(6) . . ?
O3B Ni1 N3 99.6(16) . . ?
O3B Ni1 N4 91(3) . . ?
O3B Ni1 N5 81.8(17) . . ?
O3B Ni1 N6 87(2) . . ?
N4 Ni1 O1A 93.5(7) . . ?
N4 Ni1 O1B 83(5) . . ?
N4 Ni1 O3A 95.7(7) . . ?
N4 Ni1 N3 78.2(7) . . ?
N4 Ni1 N5 92.8(4) . . ?
N4 Ni1 N6 172.2(6) . . ?
N5 Ni1 O1A 93.9(6) . . ?
N5 Ni1 O1B 61(3) . . ?
N5 Ni1 N3 170.9(5) . . ?
N5 Ni1 N6 79.6(5) . . ?
N6 Ni1 N3 109.45(19) . . ?
N1A O1A Ni1 121.4(15) . . ?
O1A N1A O2A 113(2) . . ?
N1B O1B Ni1 126(5) . . ?
O1B N1B O2B 114(5) . . ?
N2A O3A Ni1 118.3(16) . . ?
O4A N2A O3A 120(2) . . ?
N2B O3B Ni1 128(4) . . ?
O4B N2B O3B 117(5) . . ?
C1 N3 Ni1 127.9(4) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 111.8(4) . . ?
N3 C1 H1 120.0 . . ?
N3 C1 C2 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 111.8(6) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 128.2(6) . . ?
C6 N4 Ni1 119.9(16) . . ?
C6 N4 C7A 115.8(16) . . ?
C6 N4 C7B 115.8(16) . . ?
C7A N4 Ni1 123.8(14) . . ?
C7B N4 Ni1 123.8(14) . . ?
C9A N5 Ni1 127.7(16) . . ?
C9B N5 Ni1 127.7(16) . . ?
C10 N5 Ni1 110.1(12) . . ?
C10 N5 C9A 122.2(16) . . ?
C10 N5 C9B 122.2(16) . . ?
C11 N6 Ni1 108.1(4) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 131.7(4) . . ?
N6 C11 C12 120.0 . . ?
C10 C11 N6 119.4(9) . . ?
C10 C11 C12 120.0(8) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C5 C6 H6 121.3 . . ?
N4 C6 C5 117.5(12) . . ?
N4 C6 H6 121.3 . . ?
N4 C7A H7AA 108.1 . . ?
N4 C7A H7AB 108.1 . . ?
H7AA C7A H7AB 107.3 . . ?
C8A C7A N4 117(2) . . ?
C8A C7A H7AA 108.1 . . ?
C8A C7A H7AB 108.1 . . ?
C7A C8A H8AA 108.3 . . ?
C7A C8A H8AB 108.3 . . ?
C7A C8A C9A 116(3) . . ?
H8AA C8A H8AB 107.4 . . ?
C9A C8A H8AA 108.3 . . ?
C9A C8A H8AB 108.3 . . ?
N5 C9A C8A 113(3) . . ?
N5 C9A H9AA 109.0 . . ?
N5 C9A H9AB 109.0 . . ?
C8A C9A H9AA 109.0 . . ?
C8A C9A H9AB 109.0 . . ?
H9AA C9A H9AB 107.8 . . ?
N4 C7B H7BA 109.7 . . ?
N4 C7B H7BB 109.7 . . ?
H7BA C7B H7BB 108.2 . . ?
C8B C7B N4 110(2) . . ?
C8B C7B H7BA 109.7 . . ?
C8B C7B H7BB 109.7 . . ?
C7B C8B H8BA 106.5 . . ?
C7B C8B H8BB 106.5 . . ?
C7B C8B C9B 123(3) . . ?
H8BA C8B H8BB 106.5 . . ?
C9B C8B H8BA 106.5 . . ?
C9B C8B H8BB 106.5 . . ?
N5 C9B C8B 109(3) . . ?
N5 C9B H9BA 109.9 . . ?
N5 C9B H9BB 109.9 . . ?
C8B C9B H9BA 109.9 . . ?
C8B C9B H9BB 109.9 . . ?
H9BA C9B H9BB 108.3 . . ?
N5 C10 H10 119.2 . . ?
C11 C10 N5 121.5(14) . . ?
C11 C10 H10 119.2 . . ?

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 O1A N1A O2A -176.9(10) . . . . ?
Ni1 O1B N1B O2B 23(35) . . . . ?
Ni1 O3A N2A O4A 178.9(12) . . . . ?
Ni1 O3B N2B O4B 168(6) . . . . ?
Ni1 N3 C1 C2 -172.8(8) . . . . ?
Ni1 N3 C5 C4 173.9(6) . . . . ?
Ni1 N3 C5 C6 -5.7(9) . . . . ?
Ni1 N4 C6 C5 8(2) . . . . ?
Ni1 N4 C7A C8A -31(2) . . . . ?
Ni1 N4 C7B C8B 28(3) . . . . ?
Ni1 N5 C9A C8A 29(4) . . . . ?
Ni1 N5 C9B C8B -22(3) . . . . ?
Ni1 N5 C10 C11 -1(2) . . . . ?
Ni1 N6 C11 C12 176.4(6) . . . . ?
Ni1 N6 C11 C10 -12.4(11) . . . . ?
Ni1 N6 C15 C14 -175.5(8) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 -0.8(18) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 -179.6(10) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 179.6(12) . . . . ?
C4 C5 C6 N4 179.7(13) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
N4 C7A C8A C9A 63(3) . . . . ?
N4 C7B C8B C9B -70(4) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 9(2) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 -179.4(13) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 171.2(13) . . . . ?
C6 N4 C7A C8A 157(2) . . . . ?
C6 N4 C7B C8B -145(3) . . . . ?
C7A N4 C6 C5 179.9(13) . . . . ?
C7A C8A C9A N5 -62(4) . . . . ?
C9A N5 C10 C11 179.3(19) . . . . ?
C7B N4 C6 C5 179.9(13) . . . . ?
C7B C8B C9B N5 68(4) . . . . ?
C9B N5 C10 C11 179.3(19) . . . . ?
C10 N5 C9A C8A -151(2) . . . . ?
C10 N5 C9B C8B 158(2) . . . . ?
C10 C11 C12 C13 -171.1(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-293K-I
_database_code_depnum_ccdc_archive 'CCDC 2352767'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;
_audit_creation_date             2024-04-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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'

_cell_length_a                   13.750(3)
_cell_length_b                   9.663(2)
_cell_length_c                   13.387(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.53(3)
_cell_angle_gamma                90
_cell_volume                     1665.7(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    458
_cell_measurement_temperature    293
_cell_measurement_theta_min      3.16
_cell_measurement_theta_max      27.38
_exptl_absorpt_coefficient_mu    1.201
_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_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_T_max  1.00
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.607
_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
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_limit_h_max       20
_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            4850
_diffrn_reflns_point_group_measured_fraction_full 0.694
_diffrn_reflns_point_group_measured_fraction_max 0.589
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.367
_diffrn_reflns_theta_min         2.635
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0026
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.915
_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_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.286
_reflns_Friedel_fraction_full    0.387
_reflns_Friedel_fraction_max     0.263
_reflns_number_gt                2686
_reflns_number_total             3522
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_refine_diff_density_max         0.563
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.29(5)
_refine_ls_extinction_coef       .
_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     301
_refine_ls_number_reflns         3522
_refine_ls_number_restraints     120
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0427
_refine_ls_restrained_S_all      1.068
_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)+(0.0290P)²+0.6688P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0805
_refine_ls_wR_factor_ref         0.0947
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{C7A, C7B}
{C9A, C9B}
3. Restrained distances
 Ni1-O3A \\sim Ni1-O3B
 with sigma of 0.02
 O3A-N2A \\sim O3B-N2B
 with sigma of 0.02
 O4A-N2A \\sim O4B-N2B
 with sigma of 0.02
 Ni1-N2A \\sim Ni1-N2B
 with sigma of 0.04
 O3A-O4A \\sim O3B-O4B
 with sigma of 0.04
 Ni1-O1A \\sim Ni1-O1B
 with sigma of 0.02
 O1A-N1A \\sim O1B-N1B
 with sigma of 0.02
 O2A-N1A \\sim O2B-N1B
 with sigma of 0.02
 Ni1-N1A \\sim Ni1-N1B
 with sigma of 0.04
 O1A-O2A \\sim O1B-O2B
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
O3A \\sim O3B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N2B \\sim N2A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O4B \\sim O4A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O1A \\sim O1B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N1B \\sim N1A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O2B \\sim O2A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
Uanis(O1A) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(N1A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O3A) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(N2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O3B) \\sim Ueq, Uanis(N2B) \\sim Ueq, Uanis(O4B) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(O1B) \\sim Ueq, Uanis(N1B) \\sim Ueq, Uanis(O2B) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(C7A) = Uanis(C7B)
Uanis(C9A) = Uanis(C9B)
5. Others
 Sof(C7B)=Sof(H7BA)=Sof(H7BB)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(C9B)=Sof(H9BA)=
 Sof(H9BB)=1-FVAR(1)
 Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=
 Sof(H9AB)=FVAR(1)
 Sof(O3B)=Sof(O4B)=Sof(N2B)=1-FVAR(2)
 Sof(O3A)=Sof(O4A)=Sof(N2A)=FVAR(2)
 Sof(O1B)=Sof(O2B)=Sof(N1B)=1-FVAR(3)
 Sof(O1A)=Sof(O2A)=Sof(N1A)=FVAR(3)
6.a Secondary CH2 refined with riding coordinates:
 C7A(H7AA,H7AB), C8A(H8AA,H8AB), C9A(H9AA,H9AB), C7B(H7BA,H7BB), C8B(H8BA,
 H8BB), C9B(H9BA,H9BB)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C6(H6), C10(H10), C12(H12), C13(H13),
 C14(H14), C15(H15)
;
_atom_sites_solution_hydrogens   geom
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 0.50092(18) 0.29079(5) 0.25779(16) 0.03541(14) Uani 1 1 d D . . . .
O1A O 0.3652(8) 0.2668(10) 0.2904(6) 0.0423(19) Uani 0.919(8) 1 d D U P A 3
O2A O 0.2611(9) 0.3246(14) 0.3643(8) 0.066(3) Uani 0.919(8) 1 d D U P A 3
N1A N 0.3425(8) 0.3407(10) 0.3507(7) 0.049(2) Uani 0.919(8) 1 d D U P A 3
O1B O 0.358(2) 0.319(5) 0.275(4) 0.043(2) Uani 0.081(8) 1 d D U P A 4
O2B O 0.246(4) 0.262(7) 0.339(5) 0.069(3) Uani 0.081(8) 1 d D U P A 4
N1B N 0.320(4) 0.233(5) 0.315(5) 0.050(2) Uani 0.081(8) 1 d D U P A 4
O3A O 0.6367(8) 0.2668(10) 0.2254(7) 0.049(2) Uani 0.935(6) 1 d D U P A 5
O4A O 0.7428(9) 0.3312(14) 0.1546(8) 0.068(3) Uani 0.935(6) 1 d D U P A 5
N2A N 0.6615(8) 0.3625(10) 0.1709(7) 0.056(2) Uani 0.935(6) 1 d D U P A 5
O3B O 0.625(3) 0.359(5) 0.217(4) 0.049(2) Uani 0.065(6) 1 d D U P A 6
O4B O 0.692(5) 0.177(6) 0.218(5) 0.071(3) Uani 0.065(6) 1 d D U P A 6
N2B N 0.650(5) 0.276(7) 0.154(4) 0.057(2) Uani 0.065(6) 1 d D U P A 6
N3 N 0.4256(7) 0.1602(11) 0.1229(6) 0.035(2) Uani 1 1 d . . . . .
N4 N 0.4384(8) 0.4375(10) 0.1397(6) 0.035(2) Uani 1 1 d . . . . .
N5 N 0.5608(9) 0.4370(10) 0.3718(7) 0.045(2) Uani 1 1 d . . . . .
N6 N 0.5732(7) 0.1661(12) 0.3918(7) 0.038(2) Uani 1 1 d . . . . .
C1 C 0.4175(10) 0.0262(13) 0.1153(8) 0.047(3) Uani 1 1 d . . . . .
H1 H 0.442968 -0.027363 0.176741 0.056 Uiso 1 1 calc R U . . .
C2 C 0.3715(10) -0.0385(13) 0.0173(9) 0.052(3) Uani 1 1 d . . . . .
H2 H 0.364689 -0.134260 0.012816 0.063 Uiso 1 1 calc R U . . .
C3 C 0.3349(9) 0.0454(15) -0.0768(8) 0.054(3) Uani 1 1 d . . . . .
H3 H 0.305048 0.005176 -0.143759 0.064 Uiso 1 1 calc R U . . .
C4 C 0.3440(10) 0.1759(16) -0.0669(9) 0.046(3) Uani 1 1 d . . . . .
H4 H 0.320924 0.232130 -0.126984 0.055 Uiso 1 1 calc R U . . .
C5 C 0.3879(8) 0.2343(11) 0.0325(7) 0.037(2) Uani 1 1 d . . . . .
C6 C 0.3952(8) 0.3866(12) 0.0457(6) 0.041(3) Uani 1 1 d . . . . .
H6 H 0.368946 0.444551 -0.013155 0.049 Uiso 1 1 calc R U . . .
C7A C 0.4475(12) 0.5887(11) 0.1601(10) 0.057(3) Uani 0.55(3) 1 d . . P B 1
H7AA H 0.506149 0.623141 0.143153 0.069 Uiso 0.55(3) 1 calc R U P B 1
H7AB H 0.385538 0.633347 0.112120 0.069 Uiso 0.55(3) 1 calc R U P B 1
C8A C 0.4609(18) 0.6285(18) 0.2687(15) 0.063(8) Uani 0.55(3) 1 d . . P B 1
H8AA H 0.401172 0.594215 0.283708 0.075 Uiso 0.55(3) 1 calc R U P B 1
H8AB H 0.457930 0.728751 0.270440 0.075 Uiso 0.55(3) 1 calc R U P B 1
C9A C 0.5558(11) 0.5846(14) 0.3593(10) 0.059(3) Uani 0.55(3) 1 d . . P B 1
H9AA H 0.617200 0.616743 0.346402 0.070 Uiso 0.55(3) 1 calc R U P B 1
H9AB H 0.555248 0.627007 0.424740 0.070 Uiso 0.55(3) 1 calc R U P B 1
C7B C 0.4475(12) 0.5887(11) 0.1601(10) 0.057(3) Uani 0.45(3) 1 d . . P B 2
H7BA H 0.387740 0.620070 0.176401 0.069 Uiso 0.45(3) 1 calc R U P B 2
H7BB H 0.446751 0.635884 0.095877 0.069 Uiso 0.45(3) 1 calc R U P B 2
C8B C 0.5456(15) 0.628(2) 0.2512(16) 0.043(7) Uani 0.45(3) 1 d . . P B 2
H8BA H 0.604117 0.589798 0.235732 0.052 Uiso 0.45(3) 1 calc R U P B 2
H8BB H 0.552099 0.727666 0.251384 0.052 Uiso 0.45(3) 1 calc R U P B 2
C9B C 0.5558(11) 0.5846(14) 0.3593(10) 0.059(3) Uani 0.45(3) 1 d . . P B 2
H9BA H 0.618242 0.625242 0.409747 0.070 Uiso 0.45(3) 1 calc R U P B 2
H9BB H 0.496974 0.619299 0.375738 0.070 Uiso 0.45(3) 1 calc R U P B 2
C10 C 0.6034(8) 0.3919(11) 0.4627(7) 0.047(3) Uani 1 1 d . . . . .
H10 H 0.630769 0.453133 0.519202 0.056 Uiso 1 1 calc R U . . .
C11 C 0.6114(7) 0.2450(13) 0.4822(6) 0.039(2) Uani 1 1 d . . . . .
C12 C 0.6568(9) 0.1856(15) 0.5822(8) 0.046(3) Uani 1 1 d . . . . .
H12 H 0.682445 0.239999 0.643095 0.055 Uiso 1 1 calc R U . . .
C13 C 0.6630(9) 0.0327(13) 0.5887(9) 0.047(2) Uani 1 1 d . . . . .
H13 H 0.689691 -0.011072 0.654619 0.056 Uiso 1 1 calc R U . . .
C14 C 0.6308(10) -0.0394(14) 0.5014(8) 0.056(4) Uani 1 1 d . . . . .
H14 H 0.636116 -0.135403 0.503848 0.067 Uiso 1 1 calc R U . . .
C15 C 0.5884(9) 0.0285(13) 0.4043(9) 0.050(3) Uani 1 1 d . . . . .
H15 H 0.568951 -0.025400 0.342827 0.060 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1A 2.073(10) . ?
Ni1 O1B 2.08(2) . ?
Ni1 O3A 2.072(11) . ?
Ni1 O3B 2.07(2) . ?
Ni1 N3 2.148(9) . ?
Ni1 N4 2.072(9) . ?
Ni1 N5 2.030(10) . ?
Ni1 N6 2.100(10) . ?
O1A N1A 1.198(12) . ?
O2A N1A 1.205(14) . ?
O1B N1B 1.21(3) . ?
O2B N1B 1.20(3) . ?
O3A N2A 1.296(12) . ?
O4A N2A 1.249(14) . ?
O3B N2B 1.30(3) . ?
O4B N2B 1.27(3) . ?
N3 C1 1.300(16) . ?
N3 C5 1.344(14) . ?
N4 C6 1.286(12) . ?
N4 C7A 1.483(14) . ?
N4 C7B 1.483(14) . ?
N5 C9A 1.435(16) . ?
N5 C9B 1.435(16) . ?
N5 C10 1.230(14) . ?
N6 C11 1.369(13) . ?
N6 C15 1.347(16) . ?
C1 H1 0.9300 . ?
C1 C2 1.390(16) . ?
C2 H2 0.9300 . ?
C2 C3 1.433(16) . ?
C3 H3 0.9300 . ?
C3 C4 1.269(19) . ?
C4 H4 0.9300 . ?
C4 C5 1.374(15) . ?
C5 C6 1.481(16) . ?
C6 H6 0.9300 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.45(2) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A C9A 1.50(2) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C7B H7BA 0.9700 . ?
C7B H7BB 0.9700 . ?
C7B C8B 1.52(2) . ?
C8B H8BA 0.9700 . ?
C8B H8BB 0.9700 . ?
C8B C9B 1.46(2) . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C10 H10 0.9300 . ?
C10 C11 1.441(16) . ?
C11 C12 1.387(14) . ?
C12 H12 0.9300 . ?
C12 C13 1.480(18) . ?
C13 H13 0.9300 . ?
C13 C14 1.298(17) . ?
C14 H14 0.9300 . ?
C14 C15 1.389(17) . ?
C15 H15 0.9300 . ?

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
O1A Ni1 N3 84.7(4) . . ?
O1A Ni1 N6 87.0(4) . . ?
O1B Ni1 N3 88.4(16) . . ?
O1B Ni1 N6 99.6(13) . . ?
O3A Ni1 N3 87.9(4) . . ?
O3A Ni1 N4 94.6(4) . . ?
O3A Ni1 N6 85.6(4) . . ?
O3B Ni1 N3 99.4(15) . . ?
O3B Ni1 N6 102.8(16) . . ?
N4 Ni1 O1A 94.2(4) . . ?
N4 Ni1 O1B 80.6(13) . . ?
N4 Ni1 O3B 74.9(16) . . ?
N4 Ni1 N3 79.2(4) . . ?
N4 Ni1 N6 171.9(4) . . ?
N5 Ni1 O1A 94.4(4) . . ?
N5 Ni1 O1B 88.7(15) . . ?
N5 Ni1 O3A 94.4(4) . . ?
N5 Ni1 O3B 79.8(15) . . ?
N5 Ni1 N3 171.7(4) . . ?
N5 Ni1 N4 92.75(13) . . ?
N5 Ni1 N6 79.1(4) . . ?
N6 Ni1 N3 108.99(12) . . ?
N1A O1A Ni1 122.8(8) . . ?
O1A N1A O2A 120.0(12) . . ?
N1B O1B Ni1 122(3) . . ?
O2B N1B O1B 120(4) . . ?
N2A O3A Ni1 118.2(8) . . ?
O4A N2A O3A 110.7(11) . . ?
N2B O3B Ni1 114(3) . . ?
O4B N2B O3B 101(3) . . ?
C1 N3 Ni1 130.8(8) . . ?
C1 N3 C5 117.7(10) . . ?
C5 N3 Ni1 111.3(8) . . ?
C6 N4 Ni1 114.2(8) . . ?
C6 N4 C7A 122.5(10) . . ?
C6 N4 C7B 122.5(10) . . ?
C7A N4 Ni1 123.2(7) . . ?
C7B N4 Ni1 123.2(7) . . ?
C9A N5 Ni1 127.9(9) . . ?
C9B N5 Ni1 127.9(9) . . ?
C10 N5 Ni1 115.1(8) . . ?
C10 N5 C9A 117.0(10) . . ?
C10 N5 C9B 117.0(10) . . ?
C11 N6 Ni1 110.8(8) . . ?
C15 N6 Ni1 132.7(8) . . ?
C15 N6 C11 116.5(10) . . ?
N3 C1 H1 119.3 . . ?
N3 C1 C2 121.3(11) . . ?
C2 C1 H1 119.3 . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.6(12) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 120.7 . . ?
C4 C3 C2 118.6(11) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(12) . . ?
C5 C4 H4 119.9 . . ?
N3 C5 C4 123.5(11) . . ?
N3 C5 C6 115.7(8) . . ?
C4 C5 C6 120.8(9) . . ?
N4 C6 C5 119.0(9) . . ?
N4 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
N4 C7A H7AA 108.6 . . ?
N4 C7A H7AB 108.6 . . ?
H7AA C7A H7AB 107.6 . . ?
C8A C7A N4 114.7(11) . . ?
C8A C7A H7AA 108.6 . . ?
C8A C7A H7AB 108.6 . . ?
C7A C8A H8AA 107.3 . . ?
C7A C8A H8AB 107.3 . . ?
C7A C8A C9A 120.3(15) . . ?
H8AA C8A H8AB 106.9 . . ?
C9A C8A H8AA 107.3 . . ?
C9A C8A H8AB 107.3 . . ?
N5 C9A C8A 111.6(12) . . ?
N5 C9A H9AA 109.3 . . ?
N5 C9A H9AB 109.3 . . ?
C8A C9A H9AA 109.3 . . ?
C8A C9A H9AB 109.3 . . ?
H9AA C9A H9AB 108.0 . . ?
N4 C7B H7BA 109.0 . . ?
N4 C7B H7BB 109.0 . . ?
N4 C7B C8B 112.8(12) . . ?
H7BA C7B H7BB 107.8 . . ?
C8B C7B H7BA 109.0 . . ?
C8B C7B H7BB 109.0 . . ?
C7B C8B H8BA 107.7 . . ?
C7B C8B H8BB 107.7 . . ?
H8BA C8B H8BB 107.1 . . ?
C9B C8B C7B 118.3(15) . . ?
C9B C8B H8BA 107.7 . . ?
C9B C8B H8BB 107.7 . . ?
N5 C9B C8B 112.5(13) . . ?
N5 C9B H9BA 109.1 . . ?
N5 C9B H9BB 109.1 . . ?
C8B C9B H9BA 109.1 . . ?
C8B C9B H9BB 109.1 . . ?
H9BA C9B H9BB 107.8 . . ?
N5 C10 H10 119.7 . . ?
N5 C10 C11 120.5(9) . . ?
C11 C10 H10 119.7 . . ?
N6 C11 C10 114.0(8) . . ?
N6 C11 C12 121.7(12) . . ?
C12 C11 C10 124.3(9) . . ?
C11 C12 H12 121.1 . . ?
C11 C12 C13 117.9(11) . . ?
C13 C12 H12 121.1 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.2(11) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.2(13) . . ?
C15 C14 H14 120.4 . . ?
N6 C15 C14 125.3(11) . . ?
N6 C15 H15 117.3 . . ?
C14 C15 H15 117.3 . . ?

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 O1A N1A O2A 177.8(9) . . . . ?
Ni1 O1B N1B O2B 168(5) . . . . ?
Ni1 O3A N2A O4A -177.6(8) . . . . ?
Ni1 O3B N2B O4B -72(6) . . . . ?
Ni1 N3 C1 C2 -174.9(9) . . . . ?
Ni1 N3 C5 C4 174.2(10) . . . . ?
Ni1 N3 C5 C6 -6.4(13) . . . . ?
Ni1 N4 C6 C5 4.2(14) . . . . ?
Ni1 N4 C7A C8A -25.7(19) . . . . ?
Ni1 N4 C7B C8B 29.7(17) . . . . ?
Ni1 N5 C9A C8A 28.3(19) . . . . ?
Ni1 N5 C9B C8B -26.6(19) . . . . ?
Ni1 N5 C10 C11 2.0(16) . . . . ?
Ni1 N6 C11 C10 -6.5(13) . . . . ?
Ni1 N6 C11 C12 175.8(10) . . . . ?
Ni1 N6 C15 C14 -174.2(9) . . . . ?
N3 C1 C2 C3 1(2) . . . . ?
N3 C5 C6 N4 1.8(17) . . . . ?
N4 C7A C8A C9A 64(2) . . . . ?
N4 C7B C8B C9B -68(2) . . . . ?
N5 C10 C11 N6 3.3(18) . . . . ?
N5 C10 C11 C12 -179.0(11) . . . . ?
N6 C11 C12 C13 0(2) . . . . ?
C1 N3 C5 C4 -2(2) . . . . ?
C1 N3 C5 C6 177.7(11) . . . . ?
C1 C2 C3 C4 -1(2) . . . . ?
C2 C3 C4 C5 0(2) . . . . ?
C3 C4 C5 N3 2(2) . . . . ?
C3 C4 C5 C6 -177.6(11) . . . . ?
C4 C5 C6 N4 -178.8(11) . . . . ?
C5 N3 C1 C2 0(2) . . . . ?
C6 N4 C7A C8A 157.8(13) . . . . ?
C6 N4 C7B C8B -146.7(13) . . . . ?
C7A N4 C6 C5 -179.1(11) . . . . ?
C7A C8A C9A N5 -64(2) . . . . ?
C9A N5 C10 C11 179.8(12) . . . . ?
C7B N4 C6 C5 -179.1(11) . . . . ?
C7B C8B C9B N5 65(2) . . . . ?
C9B N5 C10 C11 179.8(12) . . . . ?
C10 N5 C9A C8A -149.2(13) . . . . ?
C10 N5 C9B C8B 155.9(13) . . . . ?
C10 C11 C12 C13 -177.4(10) . . . . ?
C11 N6 C15 C14 6(2) . . . . ?
C11 C12 C13 C14 3(2) . . . . ?
C12 C13 C14 C15 -2(2) . . . . ?
C13 C14 C15 N6 -3(2) . . . . ?
C15 N6 C11 C10 173.3(11) . . . . ?
C15 N6 C11 C12 -4.4(18) . . . . ?

_olex2_date_sample_data_collection 2023-01-18
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-04-I
_database_code_depnum_ccdc_archive 'CCDC 2352771'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-04-I       
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0011 0.0005 '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 -0.0016 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.1705 0.4035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O -0.0014 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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'

_cell_length_a                   13.232(3)
_cell_length_b                   9.508(2)
_cell_length_c                   13.132(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.46(3)
_cell_angle_gamma                90
_cell_volume                     1547.8(7)
_cell_formula_units_Z            4

_cell_measurement_temperature    293
_cell_measurement_reflns_used    656
_cell_measurement_theta_min      1.6400
_cell_measurement_theta_max      19.8260


_exptl_absorpt_coefficient_mu    0.299
_exptl_absorpt_correction_T_min  0.94877
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.730


_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.0174
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_Laue_measured_fraction_full 0.533
_diffrn_reflns_Laue_measured_fraction_max 0.298
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            1987
_diffrn_reflns_point_group_measured_fraction_full 0.417
_diffrn_reflns_point_group_measured_fraction_max 0.222
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.161
_diffrn_reflns_theta_min         1.643
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.533
_diffrn_measured_fraction_theta_max 0.298
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.488
_reflns_Friedel_fraction_full    0.302
_reflns_Friedel_fraction_max     0.146
_reflns_number_gt                1699
_reflns_number_total             1977
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_refine_diff_density_max         0.736
_refine_diff_density_min         -0.887
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details 
;
 Flack x determined using 517 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.30(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         1977
_refine_ls_number_restraints     229
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0537
_refine_ls_restrained_S_all      1.041
_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)+(0.0825P)²+3.1330P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1426
_refine_ls_wR_factor_ref         0.1513
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{C7A, C7B}
{C9A, C9B}
3. Restrained distances
 Ni1-O3A \\sim Ni1-O3B
 with sigma of 0.02
 O3A-N2A \\sim O3B-N2B
 with sigma of 0.02
 O4A-N2A \\sim O4B-N2B
 with sigma of 0.02
 Ni1-N2A \\sim Ni1-N2B
 with sigma of 0.04
 O3A-O4A \\sim O3B-O4B
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
C8B \\sim C8A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O3B \\sim O3A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N2A \\sim N2B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O4A \\sim O4B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O3B \\sim N2B \\sim O4B: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
N3 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5: within 2A with sigma of 0.001
and sigma for terminal atoms of 0.002 within 2A
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.001 and sigma for terminal atoms of 0.002 within 2A
O2 \\sim N1 \\sim O1: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
Uanis(O1) \\sim Ueq, Uanis(O2) \\sim Ueq, Uanis(N1) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O3A) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(N2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C8B) \\sim Ueq, Uanis(C9A) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C7A)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O3B) \\sim Ueq, Uanis(N2B) \\sim Ueq, Uanis(O4B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(N4) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C7A) = Uanis(C7B)
Uanis(C9A) = Uanis(C9B)
5. Others
 Sof(C7B)=Sof(H7BA)=Sof(H7BB)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(C9B)=Sof(H9BA)=
 Sof(H9BB)=1-FVAR(1)
 Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=
 Sof(H9AB)=FVAR(1)
 Sof(O3B)=Sof(O4B)=Sof(N2B)=1-FVAR(2)
 Sof(O3A)=Sof(O4A)=Sof(N2A)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C7A(H7AA,H7AB), C8A(H8AA,H8AB), C9A(H9AA,H9AB), C7B(H7BA,H7BB), C8B(H8BA,
 H8BB), C9B(H9BA,H9BB)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C6(H6), C10(H10)
6.c Fitted hexagon refined as free rotating group:
 N3(C1,C2,C3,C4,C5), N6(C11,C12,C13,C14,C15)
;
_atom_sites_solution_hydrogens   geom
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 0.4991(3) 0.28689(7) 0.2568(2) 0.0294(2) Uani 1 1 d D . . . .
O1 O 0.3589(10) 0.2658(14) 0.2894(9) 0.0359(19) Uani 1 1 d . U . . .
O2 O 0.2484(15) 0.3348(19) 0.3605(15) 0.077(4) Uani 1 1 d . U . . .
N1 N 0.3330(14) 0.3613(18) 0.3456(13) 0.048(3) Uani 1 1 d . U . . .
O3A O 0.6361(12) 0.2600(17) 0.2220(11) 0.041(2) Uani 0.926(14) 1 d D U P A 3
O4A O 0.7451(11) 0.3348(15) 0.1496(11) 0.047(2) Uani 0.926(14) 1 d D U P A 3
N2A N 0.6640(15) 0.3484(17) 0.1673(14) 0.042(2) Uani 0.926(14) 1 d D U P A 3
O3B O 0.642(5) 0.324(9) 0.238(8) 0.042(2) Uani 0.074(14) 1 d D U P A 4
O4B O 0.757(7) 0.281(11) 0.170(9) 0.044(2) Uani 0.074(14) 1 d D U P A 4
N2B N 0.682(6) 0.240(9) 0.191(9) 0.042(2) Uani 0.074(14) 1 d D U P A 4
N3 N 0.4238(5) 0.1608(7) 0.1204(4) 0.0328(12) Uani 1 1 d G U . . .
C1 C 0.4182(6) 0.0148(7) 0.1166(4) 0.0357(12) Uani 1 1 d G U . . .
H1 H 0.443271 -0.037088 0.180644 0.043 Uiso 1 1 calc R U . . .
C2 C 0.3753(8) -0.0537(5) 0.0172(5) 0.0373(12) Uani 1 1 d G U . . .
H2 H 0.371661 -0.151365 0.014726 0.045 Uiso 1 1 calc R U . . .
C3 C 0.3379(9) 0.0238(7) -0.0784(4) 0.0370(12) Uani 1 1 d G U . . .
H3 H 0.309239 -0.021962 -0.144957 0.044 Uiso 1 1 calc R U . . .
C4 C 0.3434(9) 0.1698(7) -0.0747(4) 0.0356(12) Uani 1 1 d G U . . .
H4 H 0.318426 0.221721 -0.138723 0.043 Uiso 1 1 calc R U . . .
C5 C 0.3864(7) 0.2383(5) 0.0247(5) 0.0340(12) Uani 1 1 d G U . . .
N4 N 0.4354(13) 0.4323(15) 0.1419(11) 0.041(3) Uani 1 1 d . U . . .
N5 N 0.5616(9) 0.4387(12) 0.3769(8) 0.0255(19) Uani 1 1 d . U . . .
N6 N 0.5756(5) 0.1554(7) 0.3929(4) 0.0354(12) Uani 1 1 d G U . . .
C11 C 0.6106(7) 0.2417(6) 0.4840(5) 0.0360(13) Uani 1 1 d G U . . .
C12 C 0.6556(9) 0.1829(7) 0.5869(4) 0.0374(13) Uani 1 1 d G U . . .
H12 H 0.679077 0.240617 0.647856 0.045 Uiso 1 1 calc R U . . .
C13 C 0.6655(9) 0.0377(7) 0.5987(4) 0.0389(13) Uani 1 1 d G U . . .
H13 H 0.695633 -0.001679 0.667590 0.047 Uiso 1 1 calc R U . . .
C14 C 0.6305(8) -0.0486(6) 0.5076(6) 0.0392(13) Uani 1 1 d G U . . .
H14 H 0.637104 -0.145739 0.515524 0.047 Uiso 1 1 calc R U . . .
C15 C 0.5855(6) 0.0102(7) 0.4047(4) 0.0381(13) Uani 1 1 d G U . . .
H15 H 0.562017 -0.047504 0.343724 0.046 Uiso 1 1 calc R U . . .
C6 C 0.3975(15) 0.3930(16) 0.0489(13) 0.046(4) Uani 1 1 d . U . . .
H6 H 0.375218 0.458065 -0.007412 0.055 Uiso 1 1 calc R U . . .
C7A C 0.4382(13) 0.5854(17) 0.1521(12) 0.041(3) Uani 0.47(4) 1 d . U P B 1
H7AA H 0.497510 0.621786 0.132683 0.049 Uiso 0.47(4) 1 calc R U P B 1
H7AB H 0.371802 0.624122 0.101480 0.049 Uiso 0.47(4) 1 calc R U P B 1
C8A C 0.450(2) 0.630(3) 0.2568(19) 0.037(2) Uani 0.47(4) 1 d . U P B 1
H8AA H 0.388222 0.594964 0.272109 0.044 Uiso 0.47(4) 1 calc R U P B 1
H8AB H 0.445065 0.731325 0.254551 0.044 Uiso 0.47(4) 1 calc R U P B 1
C9A C 0.5499(15) 0.592(2) 0.3550(14) 0.050(4) Uani 0.47(4) 1 d . U P B 1
H9AA H 0.613749 0.626464 0.342684 0.060 Uiso 0.47(4) 1 calc R U P B 1
H9AB H 0.545501 0.639813 0.418631 0.060 Uiso 0.47(4) 1 calc R U P B 1
C7B C 0.4382(13) 0.5854(17) 0.1521(12) 0.041(3) Uani 0.53(4) 1 d . . P B 2
H7BA H 0.375175 0.616962 0.167294 0.049 Uiso 0.53(4) 1 calc R U P B 2
H7BB H 0.435664 0.627180 0.083882 0.049 Uiso 0.53(4) 1 calc R U P B 2
C8B C 0.536(2) 0.633(2) 0.2395(18) 0.037(2) Uani 0.53(4) 1 d . U P B 2
H8BA H 0.538586 0.734835 0.236200 0.044 Uiso 0.53(4) 1 calc R U P B 2
H8BB H 0.597928 0.597445 0.223946 0.044 Uiso 0.53(4) 1 calc R U P B 2
C9B C 0.5499(15) 0.592(2) 0.3550(14) 0.050(4) Uani 0.53(4) 1 d . . P B 2
H9BA H 0.613216 0.639489 0.404006 0.060 Uiso 0.53(4) 1 calc R U P B 2
H9BB H 0.487949 0.625790 0.371134 0.060 Uiso 0.53(4) 1 calc R U P B 2
C10 C 0.6082(13) 0.3828(13) 0.4732(9) 0.032(3) Uani 1 1 d . U . . .
H10 H 0.639354 0.439971 0.533554 0.038 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 2.054(13) . ?
Ni1 O3A 2.034(15) . ?
Ni1 O3B 2.02(3) . ?
Ni1 N3 2.095(5) . ?
Ni1 N4 2.002(13) . ?
Ni1 N5 2.085(11) . ?
Ni1 N6 2.125(5) . ?
O1 N1 1.289(17) . ?
O2 N1 1.23(2) . ?
O3A N2A 1.24(2) . ?
O4A N2A 1.18(2) . ?
O3B N2B 1.24(3) . ?
O4B N2B 1.19(3) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.501(17) . ?
N4 C6 1.21(2) . ?
N4 C7A 1.46(2) . ?
N4 C7B 1.46(2) . ?
N5 C9A 1.49(2) . ?
N5 C9B 1.49(2) . ?
N5 C10 1.310(16) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.348(14) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.39(3) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A C9A 1.53(3) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C7B H7BA 0.9700 . ?
C7B H7BB 0.9700 . ?
C7B C8B 1.47(3) . ?
C8B H8BA 0.9700 . ?
C8B H8BB 0.9700 . ?
C8B C9B 1.51(3) . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C10 H10 0.9300 . ?

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 N3 85.9(4) . . ?
O1 Ni1 N5 93.3(4) . . ?
O1 Ni1 N6 88.1(5) . . ?
O3A Ni1 O1 167.2(3) . . ?
O3A Ni1 N3 86.1(5) . . ?
O3A Ni1 N5 96.2(5) . . ?
O3A Ni1 N6 85.1(5) . . ?
O3B Ni1 O1 174(2) . . ?
O3B Ni1 N3 100(2) . . ?
O3B Ni1 N5 80(2) . . ?
O3B Ni1 N6 91(3) . . ?
N3 Ni1 N6 109.07(14) . . ?
N4 Ni1 O1 93.0(6) . . ?
N4 Ni1 O3A 95.2(6) . . ?
N4 Ni1 O3B 87(3) . . ?
N4 Ni1 N3 78.6(5) . . ?
N4 Ni1 N5 92.5(3) . . ?
N4 Ni1 N6 172.3(5) . . ?
N5 Ni1 N3 171.0(4) . . ?
N5 Ni1 N6 79.9(4) . . ?
N1 O1 Ni1 119.4(14) . . ?
O2 N1 O1 112.7(18) . . ?
N2A O3A Ni1 120.9(15) . . ?
O4A N2A O3A 120.9(19) . . ?
N2B O3B Ni1 122(4) . . ?
O4B N2B O3B 116(5) . . ?
C1 N3 Ni1 127.2(4) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 112.4(4) . . ?
N3 C1 H1 120.0 . . ?
N3 C1 C2 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 110.5(7) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 129.5(7) . . ?
C6 N4 Ni1 117.7(12) . . ?
C6 N4 C7A 113.0(13) . . ?
C6 N4 C7B 113.0(13) . . ?
C7A N4 Ni1 128.9(11) . . ?
C7B N4 Ni1 128.9(11) . . ?
C9A N5 Ni1 123.1(9) . . ?
C9B N5 Ni1 123.1(9) . . ?
C10 N5 Ni1 112.2(9) . . ?
C10 N5 C9A 124.6(12) . . ?
C10 N5 C9B 124.6(12) . . ?
C11 N6 Ni1 107.1(4) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 132.6(4) . . ?
C12 C11 N6 120.0 . . ?
C10 C11 N6 120.6(6) . . ?
C10 C11 C12 119.3(6) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C5 C6 H6 120.2 . . ?
N4 C6 C5 119.6(13) . . ?
N4 C6 H6 120.2 . . ?
N4 C7A H7AA 109.1 . . ?
N4 C7A H7AB 109.1 . . ?
H7AA C7A H7AB 107.8 . . ?
C8A C7A N4 112.4(15) . . ?
C8A C7A H7AA 109.1 . . ?
C8A C7A H7AB 109.1 . . ?
C7A C8A H8AA 106.8 . . ?
C7A C8A H8AB 106.8 . . ?
C7A C8A C9A 122(2) . . ?
H8AA C8A H8AB 106.6 . . ?
C9A C8A H8AA 106.8 . . ?
C9A C8A H8AB 106.8 . . ?
N5 C9A C8A 113.1(17) . . ?
N5 C9A H9AA 109.0 . . ?
N5 C9A H9AB 109.0 . . ?
C8A C9A H9AA 109.0 . . ?
C8A C9A H9AB 109.0 . . ?
H9AA C9A H9AB 107.8 . . ?
N4 C7B H7BA 109.3 . . ?
N4 C7B H7BB 109.3 . . ?
N4 C7B C8B 111.4(15) . . ?
H7BA C7B H7BB 108.0 . . ?
C8B C7B H7BA 109.3 . . ?
C8B C7B H7BB 109.3 . . ?
C7B C8B H8BA 107.8 . . ?
C7B C8B H8BB 107.8 . . ?
C7B C8B C9B 117.9(18) . . ?
H8BA C8B H8BB 107.2 . . ?
C9B C8B H8BA 107.8 . . ?
C9B C8B H8BB 107.8 . . ?
N5 C9B C8B 114.5(15) . . ?
N5 C9B H9BA 108.6 . . ?
N5 C9B H9BB 108.6 . . ?
C8B C9B H9BA 108.6 . . ?
C8B C9B H9BB 108.6 . . ?
H9BA C9B H9BB 107.6 . . ?
N5 C10 C11 119.4(10) . . ?
N5 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?

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 -179.0(13) . . . . ?
Ni1 O3A N2A O4A 177.9(13) . . . . ?
Ni1 O3B N2B O4B 169(10) . . . . ?
Ni1 N3 C1 C2 -172.9(7) . . . . ?
Ni1 N3 C5 C4 173.9(6) . . . . ?
Ni1 N3 C5 C6 -7.7(10) . . . . ?
Ni1 N4 C6 C5 8(3) . . . . ?
Ni1 N4 C7A C8A -26(3) . . . . ?
Ni1 N4 C7B C8B 30(2) . . . . ?
Ni1 N5 C9A C8A 26(2) . . . . ?
Ni1 N5 C9B C8B -26(2) . . . . ?
Ni1 N5 C10 C11 0(2) . . . . ?
Ni1 N6 C11 C12 174.4(6) . . . . ?
Ni1 N6 C11 C10 -10.2(11) . . . . ?
Ni1 N6 C15 C14 -172.7(8) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 0(2) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 178.3(11) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 -178.0(13) . . . . ?
C4 C5 C6 N4 178.5(15) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
N4 C7A C8A C9A 62(3) . . . . ?
N4 C7B C8B C9B -65(2) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 7(2) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 -177.0(12) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 175.5(12) . . . . ?
C6 N4 C7A C8A 162(2) . . . . ?
C6 N4 C7B C8B -143(2) . . . . ?
C7A N4 C6 C5 -178.5(14) . . . . ?
C7A C8A C9A N5 -64(3) . . . . ?
C9A N5 C10 C11 177.6(15) . . . . ?
C7B N4 C6 C5 -178.5(14) . . . . ?
C7B C8B C9B N5 65(3) . . . . ?
C9B N5 C10 C11 177.6(15) . . . . ?
C10 N5 C9A C8A -151.0(19) . . . . ?
C10 N5 C9B C8B 156.5(17) . . . . ?
C10 C11 C12 C13 -175.6(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-05-I
_database_code_depnum_ccdc_archive 'CCDC 2352772'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-05-I       
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0011 0.0005 '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 -0.0016 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.1705 0.4035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O -0.0014 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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'

_cell_length_a                   13.026(3)
_cell_length_b                   9.450(2)
_cell_length_c                   13.021(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.40(3)
_cell_angle_gamma                90
_cell_volume                     1502.3(6)
_cell_formula_units_Z            4

_cell_measurement_temperature    293
_cell_measurement_reflns_used    478
_cell_measurement_theta_min      2.0080
_cell_measurement_theta_max      21.3880


_exptl_absorpt_coefficient_mu    0.308
_exptl_absorpt_correction_T_min  0.97764
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.782


_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_av_unetI/netI     0.0536
_diffrn_reflns_Laue_measured_fraction_full 0.533
_diffrn_reflns_Laue_measured_fraction_max 0.286
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            1888
_diffrn_reflns_point_group_measured_fraction_full 0.414
_diffrn_reflns_point_group_measured_fraction_max 0.210
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.422
_diffrn_reflns_theta_min         1.657
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.533
_diffrn_measured_fraction_theta_max 0.286
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.468
_reflns_Friedel_fraction_full    0.296
_reflns_Friedel_fraction_max     0.134
_reflns_number_gt                1593
_reflns_number_total             1882
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.855
_refine_diff_density_min         -0.825
_refine_diff_density_rms         0.084
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.39(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         1882
_refine_ls_number_restraints     229
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0631
_refine_ls_restrained_S_all      1.006
_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)+(0.1233P)²+3.2416P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1736
_refine_ls_wR_factor_ref         0.1848
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{C7A, C7B}
{C9A, C9B}
3. Restrained distances
 Ni1-O3A \\sim Ni1-O3B
 with sigma of 0.02
 O3A-N2A \\sim O3B-N2B
 with sigma of 0.02
 O4A-N2A \\sim O4B-N2B
 with sigma of 0.02
 Ni1-N2A \\sim Ni1-N2B
 with sigma of 0.04
 O3A-O4A \\sim O3B-O4B
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
C8B \\sim C8A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O3B \\sim O3A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N2A \\sim N2B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O4A \\sim O4B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O3B \\sim N2B \\sim O4B: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
N3 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5: within 2A with sigma of 0.001
and sigma for terminal atoms of 0.002 within 2A
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.001 and sigma for terminal atoms of 0.002 within 2A
O2 \\sim N1 \\sim O1: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
Uanis(O1) \\sim Ueq, Uanis(O2) \\sim Ueq, Uanis(N1) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O3A) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(N2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C8B) \\sim Ueq, Uanis(C9A) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C7A)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O3B) \\sim Ueq, Uanis(N2B) \\sim Ueq, Uanis(O4B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(N4) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C7A) = Uanis(C7B)
Uanis(C9A) = Uanis(C9B)
5. Others
 Sof(C7B)=Sof(H7BA)=Sof(H7BB)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(C9B)=Sof(H9BA)=
 Sof(H9BB)=1-FVAR(1)
 Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=
 Sof(H9AB)=FVAR(1)
 Sof(O3B)=Sof(O4B)=Sof(N2B)=1-FVAR(2)
 Sof(O3A)=Sof(O4A)=Sof(N2A)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C7A(H7AA,H7AB), C8A(H8AA,H8AB), C9A(H9AA,H9AB), C7B(H7BA,H7BB), C8B(H8BA,
 H8BB), C9B(H9BA,H9BB)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C6(H6), C10(H10)
6.c Fitted hexagon refined as free rotating group:
 N3(C1,C2,C3,C4,C5), N6(C11,C12,C13,C14,C15)
;
_atom_sites_solution_hydrogens   geom
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 0.4985(3) 0.28635(8) 0.2565(3) 0.0288(3) Uani 1 1 d D . . . .
O1 O 0.3573(11) 0.2669(14) 0.2911(12) 0.033(2) Uani 1 1 d . U . . .
O2 O 0.2506(15) 0.339(2) 0.3629(18) 0.071(4) Uani 1 1 d . U . . .
N1 N 0.3362(15) 0.357(2) 0.3472(16) 0.048(3) Uani 1 1 d . U . . .
O3A O 0.6379(14) 0.2580(18) 0.2226(14) 0.040(2) Uani 0.924(13) 1 d D U P A 3
O4A O 0.7508(12) 0.3350(14) 0.1489(12) 0.043(2) Uani 0.924(13) 1 d D U P A 3
N2A N 0.6693(16) 0.355(2) 0.1667(16) 0.041(2) Uani 0.924(13) 1 d D U P A 3
O3B O 0.642(6) 0.314(9) 0.230(10) 0.040(2) Uani 0.076(13) 1 d D U P A 4
O4B O 0.739(9) 0.210(10) 0.146(8) 0.042(2) Uani 0.076(13) 1 d D U P A 4
N2B N 0.698(7) 0.207(10) 0.214(9) 0.041(2) Uani 0.076(13) 1 d D U P A 4
N3 N 0.4222(6) 0.1591(8) 0.1196(5) 0.0326(15) Uani 1 1 d G U . . .
C1 C 0.4185(7) 0.0121(8) 0.1149(6) 0.0344(15) Uani 1 1 d G U . . .
H1 H 0.443983 -0.040646 0.179156 0.041 Uiso 1 1 calc R U . . .
C2 C 0.3767(8) -0.0560(6) 0.0142(7) 0.0356(15) Uani 1 1 d G U . . .
H2 H 0.374285 -0.154267 0.011065 0.043 Uiso 1 1 calc R U . . .
C3 C 0.3387(10) 0.0229(9) -0.0818(6) 0.0359(15) Uani 1 1 d G U . . .
H3 H 0.310731 -0.022642 -0.149186 0.043 Uiso 1 1 calc R U . . .
C4 C 0.3424(9) 0.1698(8) -0.0771(5) 0.0351(15) Uani 1 1 d G U . . .
H4 H 0.316873 0.222606 -0.141347 0.042 Uiso 1 1 calc R U . . .
C5 C 0.3841(7) 0.2379(6) 0.0236(7) 0.0336(15) Uani 1 1 d G U . . .
N4 N 0.4347(12) 0.4303(15) 0.1402(12) 0.032(3) Uani 1 1 d . U . . .
N5 N 0.5633(10) 0.4412(14) 0.3766(11) 0.028(3) Uani 1 1 d . U . . .
N6 N 0.5757(6) 0.1556(9) 0.3941(5) 0.0352(16) Uani 1 1 d G U . . .
C11 C 0.6093(7) 0.2402(7) 0.4872(7) 0.0361(16) Uani 1 1 d G U . . .
C12 C 0.6536(10) 0.1787(9) 0.5902(5) 0.0372(16) Uani 1 1 d G U . . .
H12 H 0.676150 0.235369 0.652542 0.045 Uiso 1 1 calc R U . . .
C13 C 0.6643(11) 0.0325(9) 0.6002(6) 0.0378(16) Uani 1 1 d G U . . .
H13 H 0.693929 -0.008635 0.669145 0.045 Uiso 1 1 calc R U . . .
C14 C 0.6306(9) -0.0522(7) 0.5071(8) 0.0375(16) Uani 1 1 d G U . . .
H14 H 0.637753 -0.149968 0.513725 0.045 Uiso 1 1 calc R U . . .
C15 C 0.5863(7) 0.0094(9) 0.4040(6) 0.0367(16) Uani 1 1 d G U . . .
H15 H 0.563794 -0.047297 0.341702 0.044 Uiso 1 1 calc R U . . .
C6 C 0.3948(16) 0.391(2) 0.0437(17) 0.044(5) Uani 1 1 d . U . . .
H6 H 0.372484 0.456114 -0.013601 0.053 Uiso 1 1 calc R U . . .
C7A C 0.4338(14) 0.5897(17) 0.1511(14) 0.037(3) Uani 0.41(4) 1 d . U P B 1
H7AA H 0.492531 0.628819 0.130281 0.045 Uiso 0.41(4) 1 calc R U P B 1
H7AB H 0.365228 0.625629 0.100124 0.045 Uiso 0.41(4) 1 calc R U P B 1
C8A C 0.446(3) 0.636(3) 0.253(3) 0.033(3) Uani 0.41(4) 1 d . U P B 1
H8AA H 0.380620 0.606930 0.267673 0.039 Uiso 0.41(4) 1 calc R U P B 1
H8AB H 0.444780 0.738529 0.250407 0.039 Uiso 0.41(4) 1 calc R U P B 1
C9A C 0.5487(15) 0.5901(18) 0.3556(16) 0.042(4) Uani 0.41(4) 1 d . U P B 1
H9AA H 0.614075 0.626715 0.345331 0.051 Uiso 0.41(4) 1 calc R U P B 1
H9AB H 0.543055 0.635372 0.420239 0.051 Uiso 0.41(4) 1 calc R U P B 1
C7B C 0.4338(14) 0.5897(17) 0.1511(14) 0.037(3) Uani 0.59(4) 1 d . . P B 2
H7BA H 0.428550 0.634284 0.082404 0.045 Uiso 0.59(4) 1 calc R U P B 2
H7BB H 0.371519 0.619177 0.170420 0.045 Uiso 0.59(4) 1 calc R U P B 2
C8B C 0.5368(18) 0.631(2) 0.2379(18) 0.033(2) Uani 0.59(4) 1 d . U P B 2
H8BA H 0.544613 0.732540 0.235076 0.040 Uiso 0.59(4) 1 calc R U P B 2
H8BB H 0.597028 0.588278 0.221337 0.040 Uiso 0.59(4) 1 calc R U P B 2
C9B C 0.5487(15) 0.5901(18) 0.3556(16) 0.042(4) Uani 0.59(4) 1 d . . P B 2
H9BA H 0.611076 0.639994 0.405981 0.051 Uiso 0.59(4) 1 calc R U P B 2
H9BB H 0.483898 0.620857 0.369783 0.051 Uiso 0.59(4) 1 calc R U P B 2
C10 C 0.6074(15) 0.3848(16) 0.4725(12) 0.031(3) Uani 1 1 d . U . . .
H10 H 0.638506 0.443091 0.532976 0.037 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 2.049(15) . ?
Ni1 O3A 2.029(18) . ?
Ni1 O3B 2.03(3) . ?
Ni1 N3 2.092(6) . ?
Ni1 N4 1.989(15) . ?
Ni1 N5 2.093(12) . ?
Ni1 N6 2.119(7) . ?
O1 N1 1.22(2) . ?
O2 N1 1.21(2) . ?
O3A N2A 1.32(2) . ?
O4A N2A 1.18(2) . ?
O3B N2B 1.31(3) . ?
O4B N2B 1.17(4) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.47(2) . ?
N4 C6 1.24(2) . ?
N4 C7A 1.51(2) . ?
N4 C7B 1.51(2) . ?
N5 C9A 1.43(2) . ?
N5 C9B 1.43(2) . ?
N5 C10 1.294(19) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.378(16) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.35(4) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A C9A 1.59(4) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C7B H7BA 0.9700 . ?
C7B H7BB 0.9700 . ?
C7B C8B 1.47(3) . ?
C8B H8BA 0.9700 . ?
C8B H8BB 0.9700 . ?
C8B C9B 1.53(3) . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C10 H10 0.9300 . ?

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 N3 86.5(5) . . ?
O1 Ni1 N5 93.3(5) . . ?
O1 Ni1 N6 87.7(5) . . ?
O3A Ni1 O1 167.3(3) . . ?
O3A Ni1 N3 86.2(6) . . ?
O3A Ni1 N5 95.6(6) . . ?
O3A Ni1 N6 84.9(5) . . ?
O3B Ni1 O1 176(3) . . ?
O3B Ni1 N3 97(3) . . ?
O3B Ni1 N5 83(3) . . ?
O3B Ni1 N6 91(4) . . ?
N3 Ni1 N5 170.7(4) . . ?
N3 Ni1 N6 109.22(16) . . ?
N4 Ni1 O1 93.4(6) . . ?
N4 Ni1 O3A 95.3(6) . . ?
N4 Ni1 O3B 87(3) . . ?
N4 Ni1 N3 78.2(5) . . ?
N4 Ni1 N5 92.5(3) . . ?
N4 Ni1 N6 172.5(5) . . ?
N5 Ni1 N6 80.0(5) . . ?
N1 O1 Ni1 118.6(14) . . ?
O2 N1 O1 115(2) . . ?
N2A O3A Ni1 120.0(16) . . ?
O4A N2A O3A 118(2) . . ?
N2B O3B Ni1 122(4) . . ?
O4B N2B O3B 122(6) . . ?
C1 N3 Ni1 127.6(5) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 111.9(5) . . ?
N3 C1 H1 120.0 . . ?
C2 C1 N3 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 112.7(10) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 127.3(10) . . ?
C6 N4 Ni1 119.1(12) . . ?
C6 N4 C7A 112.2(15) . . ?
C6 N4 C7B 112.2(15) . . ?
C7A N4 Ni1 128.6(11) . . ?
C7B N4 Ni1 128.6(11) . . ?
C9A N5 Ni1 123.5(11) . . ?
C9B N5 Ni1 123.5(11) . . ?
C10 N5 Ni1 111.2(10) . . ?
C10 N5 C9A 125.0(15) . . ?
C10 N5 C9B 125.0(15) . . ?
C11 N6 Ni1 108.3(5) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 131.4(5) . . ?
N6 C11 C12 120.0 . . ?
C10 C11 N6 117.7(9) . . ?
C10 C11 C12 122.0(8) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C5 C6 H6 121.5 . . ?
N4 C6 C5 117.0(16) . . ?
N4 C6 H6 121.5 . . ?
N4 C7A H7AA 108.7 . . ?
N4 C7A H7AB 108.7 . . ?
H7AA C7A H7AB 107.6 . . ?
C8A C7A N4 114.4(18) . . ?
C8A C7A H7AA 108.7 . . ?
C8A C7A H7AB 108.7 . . ?
C7A C8A H8AA 107.2 . . ?
C7A C8A H8AB 107.2 . . ?
C7A C8A C9A 121(2) . . ?
H8AA C8A H8AB 106.8 . . ?
C9A C8A H8AA 107.2 . . ?
C9A C8A H8AB 107.2 . . ?
N5 C9A C8A 116.4(17) . . ?
N5 C9A H9AA 108.2 . . ?
N5 C9A H9AB 108.2 . . ?
C8A C9A H9AA 108.2 . . ?
C8A C9A H9AB 108.2 . . ?
H9AA C9A H9AB 107.3 . . ?
N4 C7B H7BA 110.2 . . ?
N4 C7B H7BB 110.2 . . ?
H7BA C7B H7BB 108.5 . . ?
C8B C7B N4 107.4(14) . . ?
C8B C7B H7BA 110.2 . . ?
C8B C7B H7BB 110.2 . . ?
C7B C8B H8BA 108.1 . . ?
C7B C8B H8BB 108.1 . . ?
C7B C8B C9B 116.7(16) . . ?
H8BA C8B H8BB 107.3 . . ?
C9B C8B H8BA 108.1 . . ?
C9B C8B H8BB 108.1 . . ?
N5 C9B C8B 113.4(15) . . ?
N5 C9B H9BA 108.9 . . ?
N5 C9B H9BB 108.9 . . ?
C8B C9B H9BA 108.9 . . ?
C8B C9B H9BB 108.9 . . ?
H9BA C9B H9BB 107.7 . . ?
N5 C10 C11 121.5(13) . . ?
N5 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?

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 179.1(15) . . . . ?
Ni1 O3A N2A O4A 179.8(13) . . . . ?
Ni1 O3B N2B O4B 137(11) . . . . ?
Ni1 N3 C1 C2 -171.3(7) . . . . ?
Ni1 N3 C5 C4 172.6(6) . . . . ?
Ni1 N3 C5 C6 -7.0(11) . . . . ?
Ni1 N4 C6 C5 8(3) . . . . ?
Ni1 N4 C7A C8A -23(3) . . . . ?
Ni1 N4 C7B C8B 34(2) . . . . ?
Ni1 N5 C9A C8A 23(3) . . . . ?
Ni1 N5 C9B C8B -30(2) . . . . ?
Ni1 N5 C10 C11 1(2) . . . . ?
Ni1 N6 C11 C12 174.2(7) . . . . ?
Ni1 N6 C11 C10 -12.3(12) . . . . ?
Ni1 N6 C15 C14 -172.6(9) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 0(2) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 -179.6(11) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 179.6(13) . . . . ?
C4 C5 C6 N4 -179.7(14) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
N4 C7A C8A C9A 56(3) . . . . ?
N4 C7B C8B C9B -70(2) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 8(2) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 -178.1(14) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 173.6(12) . . . . ?
C6 N4 C7A C8A 161(2) . . . . ?
C6 N4 C7B C8B -141.7(19) . . . . ?
C7A N4 C6 C5 -175.7(14) . . . . ?
C7A C8A C9A N5 -59(3) . . . . ?
C9A N5 C10 C11 173.9(16) . . . . ?
C7B N4 C6 C5 -175.7(14) . . . . ?
C7B C8B C9B N5 71(2) . . . . ?
C9B N5 C10 C11 173.9(16) . . . . ?
C10 N5 C9A C8A -149(2) . . . . ?
C10 N5 C9B C8B 157.8(18) . . . . ?
C10 C11 C12 C13 -173.3(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-07-II
_database_code_depnum_ccdc_archive 'CCDC 2352774'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-07-II      
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0004 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.2278 0.4037 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0016 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   19.686(4)
_cell_length_b                   9.307(2)
_cell_length_c                   12.765(3)
_cell_angle_alpha                90.02(3)
_cell_angle_beta                 106.67(3)
_cell_angle_gamma                105.24(3)
_cell_volume                     2154.4(9)
_cell_formula_units_Z            6

_cell_measurement_temperature    293
_cell_measurement_reflns_used    684
_cell_measurement_theta_min      2.2370
_cell_measurement_theta_max      19.6760

_exptl_absorpt_coefficient_mu    0.322
_exptl_absorpt_correction_T_min  0.93067
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.864


_exptl_crystal_description       plate
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0786
_diffrn_reflns_Laue_measured_fraction_full 0.272
_diffrn_reflns_Laue_measured_fraction_max 0.147
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5543
_diffrn_reflns_point_group_measured_fraction_full 0.272
_diffrn_reflns_point_group_measured_fraction_max 0.147
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.397
_diffrn_reflns_theta_min         1.562
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.272
_diffrn_measured_fraction_theta_max 0.147
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2649
_reflns_number_total             3762
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     669
_refine_ls_number_reflns         3762
_refine_ls_number_restraints     585
_refine_ls_R_factor_all          0.0858
_refine_ls_R_factor_gt           0.0607
_refine_ls_restrained_S_all      0.999
_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)+(0.0957P)²+1.5835P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1622
_refine_ls_wR_factor_ref         0.1810
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 O2A-N1A
 1.15 with sigma of 0.01
 N1A-O1B
 1.15 with sigma of 0.01
 O2B-Ni1
 2.15 with sigma of 0.02
 O1A-O2A
 2.07 with sigma of 0.01
 N1A-Ni1
 2.7 with sigma of 0.02
 Ni1-O2A \\sim Ni1-O2B
 with sigma of 0.02
 O2A-N1A \\sim O2B-N1B
 with sigma of 0.02
 O1A-N1A \\sim O1B-N1B
 with sigma of 0.02
 Ni1-N1A \\sim Ni1-N1B
 with sigma of 0.04
 O2A-O1A \\sim O2B-O1B
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N3 \\sim C5 \\sim C4 \\sim C3 \\sim C2 \\sim C1: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
N12 \\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N9 \\sim C20 \\sim C19 \\sim C18 \\sim C17 \\sim C16: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N15 \\sim C35 \\sim C34 \\sim C33 \\sim C32 \\sim C31: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N18 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C23A \\sim C23B: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
O12 \\sim N14 \\sim O11: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O10 \\sim N13 \\sim O9: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O2B \\sim O2A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N1A \\sim N1B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O1A \\sim O1B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O2B \\sim N1B \\sim O1B: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O1B \\sim N1B \\sim O2B: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
O1A \\sim N1A \\sim O2A: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
Uanis(C6) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8) \\sim
Ueq, Uanis(C9) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(O3) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(O4) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O8) \\sim Ueq, Uanis(N8) \\sim Ueq, Uanis(O7) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C21) \\sim Ueq, Uanis(N10) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23A)
\\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(N11) \\sim Ueq, Uanis(C25) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C40) \\sim Ueq, Uanis(N17) \\sim Ueq, Uanis(C39) \\sim Ueq, Uanis(C38)
\\sim Ueq, Uanis(C37) \\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(N16) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O10) \\sim Ueq, Uanis(N13) \\sim Ueq, Uanis(O9) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(O5) \\sim Ueq, Uanis(N7) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(O1A) \\sim Ueq, Uanis(N1A) \\sim Ueq, Uanis(O2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O2B) \\sim Ueq, Uanis(N1B) \\sim Ueq, Uanis(O1B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(N3) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C3) \\sim
Ueq, Uanis(C2) \\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O12) \\sim Ueq, Uanis(N14) \\sim Ueq, Uanis(O11) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(H22C)=Sof(H22D)=Sof(C23B)=Sof(H23C)=Sof(H23D)=Sof(H24C)=Sof(H24D)=1-FVAR(1)
 Sof(H22A)=Sof(H22B)=Sof(C23A)=Sof(H23A)=Sof(H23B)=Sof(H24A)=Sof(H24B)=FVAR(1)
 Sof(O1B)=Sof(O2B)=Sof(N1B)=1-FVAR(2)
 Sof(O1A)=Sof(O2A)=Sof(N1A)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C8(H8A,H8B), C7(H7A,H7B), C22(H22A,H22B), C22(H22C,H22D),
 C23A(H23A,H23B), C23B(H23C,H23D), C24(H24A,H24B), C24(H24C,H24D), C37(H37A,
 H37B), C38(H38A,H38B), C39(H39A,H39B)
5.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C15(H15), C1(H1), C2(H2), C3(H3), C4(H4),
 C10(H10), C6(H6), C16(H16), C17(H17), C18(H18), C19(H19), C27(H27), C28(H28),
 C29(H29), C30(H30), C21(H21), C25(H25), C34(H34), C33(H33), C32(H32), C31(H31),
  C45(H45), C44(H44), C43(H43), C42(H42), C36(H36), C40(H40)
5.c Fitted hexagon refined as free rotating group:
 N6(C11,C12,C13,C14,C15), N3(C1,C2,C3,C4,C5), N9(C16,C17,C18,C19,C20), N12(C26,
 C27,C28,C29,C30), N15(C35,C34,C33,C32,C31), N18(C45,C44,C43,C42,C41)
;
_atom_sites_solution_hydrogens   geom
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 0.15922(6) 0.60879(16) 0.27114(11) 0.0265(15) Uani 1 1 d D . . . .
O1A O 0.0359(7) 0.7331(13) 0.3207(11) 0.045(3) Uani 0.661(13) 1 d D U P A 3
O2A O 0.0572(7) 0.5244(14) 0.3202(9) 0.052(3) Uani 0.661(13) 1 d D U P A 3
N1A N 0.0479(7) 0.6363(16) 0.3371(10) 0.051(3) Uani 0.661(13) 1 d D U P A 3
O1B O 0.0365(15) 0.494(3) 0.358(3) 0.051(3) Uani 0.339(13) 1 d D U P A 4
O2B O 0.0605(10) 0.680(3) 0.283(2) 0.051(3) Uani 0.339(13) 1 d D U P A 4
N1B N 0.0240(13) 0.574(4) 0.311(3) 0.051(3) Uani 0.339(13) 1 d D U P A 4
O3 O 0.2556(4) 0.6262(9) 0.2326(6) 0.029(5) Uani 1 1 d . U . . .
O4 O 0.3339(4) 0.7310(11) 0.1551(8) 0.037(8) Uani 1 1 d . U . . .
N2 N 0.2764(5) 0.7242(13) 0.1695(9) 0.037(6) Uani 1 1 d . U . . .
N6 N 0.2082(3) 0.4981(6) 0.4022(4) 0.023(6) Uani 1 1 d G U . . .
C11 C 0.2400(3) 0.5958(5) 0.4964(4) 0.022(6) Uani 1 1 d G U . . .
C12 C 0.2730(3) 0.5449(6) 0.5953(4) 0.023(6) Uani 1 1 d G U . . .
H12 H 0.294284 0.610319 0.658334 0.027 Uiso 1 1 calc R U . . .
C13 C 0.2743(3) 0.3964(6) 0.6001(4) 0.023(7) Uani 1 1 d G U . . .
H13 H 0.296391 0.362453 0.666258 0.028 Uiso 1 1 calc R U . . .
C14 C 0.2425(3) 0.2987(5) 0.5059(5) 0.026(7) Uani 1 1 d G U . . .
H14 H 0.243336 0.199379 0.509070 0.031 Uiso 1 1 calc R U . . .
C15 C 0.2094(3) 0.3495(6) 0.4070(4) 0.026(6) Uani 1 1 d G U . . .
H15 H 0.188171 0.284170 0.343956 0.031 Uiso 1 1 calc R U . . .
N5 N 0.2096(4) 0.7823(11) 0.3875(8) 0.023(6) Uani 1 1 d . U . . .
N4 N 0.1261(4) 0.7432(11) 0.1538(7) 0.025(5) Uani 1 1 d . U . . .
N3 N 0.1079(3) 0.4489(6) 0.1350(4) 0.020(4) Uani 1 1 d G U . . .
C1 C 0.0975(3) 0.2953(6) 0.1258(4) 0.022(4) Uani 1 1 d G U . . .
H1 H 0.109124 0.244811 0.188449 0.026 Uiso 1 1 calc R U . . .
C2 C 0.0695(3) 0.2170(6) 0.0229(5) 0.029(4) Uani 1 1 d G U . . .
H2 H 0.062534 0.114250 0.016702 0.035 Uiso 1 1 calc R U . . .
C3 C 0.0521(3) 0.2924(6) -0.0708(4) 0.027(4) Uani 1 1 d G U . . .
H3 H 0.033420 0.240112 -0.139657 0.033 Uiso 1 1 calc R U . . .
C4 C 0.0626(3) 0.4461(6) -0.0616(4) 0.024(4) Uani 1 1 d G U . . .
H4 H 0.050894 0.496536 -0.124271 0.028 Uiso 1 1 calc R U . . .
C5 C 0.0905(3) 0.5243(6) 0.0413(4) 0.022(4) Uani 1 1 d G U . . .
C10 C 0.2407(5) 0.7519(13) 0.4839(9) 0.030(6) Uani 1 1 d . U . . .
H10 H 0.262570 0.824637 0.542481 0.036 Uiso 1 1 calc R U . . .
C9 C 0.2105(6) 0.9421(13) 0.3754(10) 0.029(6) Uani 1 1 d . U . . .
H9A H 0.255076 1.005937 0.426136 0.035 Uiso 1 1 calc R U . . .
H9B H 0.168453 0.960443 0.392457 0.035 Uiso 1 1 calc R U . . .
C8 C 0.2077(6) 0.9784(14) 0.2558(10) 0.032(6) Uani 1 1 d . U . . .
H8A H 0.217644 1.085688 0.252129 0.038 Uiso 1 1 calc R U . . .
H8B H 0.246701 0.948091 0.237395 0.038 Uiso 1 1 calc R U . . .
C7 C 0.1351(5) 0.9039(13) 0.1703(10) 0.026(6) Uani 1 1 d . U . . .
H7A H 0.094734 0.919207 0.194043 0.031 Uiso 1 1 calc R U . . .
H7B H 0.133635 0.948941 0.101513 0.031 Uiso 1 1 calc R U . . .
C6 C 0.1012(5) 0.6813(13) 0.0576(9) 0.025(6) Uani 1 1 d . U . . .
H6 H 0.089833 0.737250 -0.002071 0.030 Uiso 1 1 calc R U . . .
Ni2 Ni 0.50035(6) 0.28302(15) 0.25015(11) 0.0218(14) Uani 1 1 d . . . . .
O5 O 0.5947(4) 0.3164(9) 0.2035(7) 0.0272(11) Uani 1 1 d . U . . .
O6 O 0.6667(4) 0.4549(11) 0.1311(8) 0.0419(19) Uani 1 1 d . U . . .
N7 N 0.6107(5) 0.4337(12) 0.1549(9) 0.0312(14) Uani 1 1 d . U . . .
O7 O 0.4057(5) 0.2129(12) 0.2959(9) 0.023(6) Uani 1 1 d . U . . .
O8 O 0.3327(5) 0.2670(13) 0.3710(9) 0.044(9) Uani 1 1 d . U . . .
N8 N 0.3881(8) 0.3124(17) 0.3477(14) 0.042(7) Uani 1 1 d . U . . .
N9 N 0.4486(3) 0.1205(6) 0.1155(4) 0.017(6) Uani 1 1 d G U . . .
C16 C 0.4453(3) -0.0301(6) 0.1052(4) 0.019(6) Uani 1 1 d G U . . .
H16 H 0.462462 -0.078170 0.167023 0.023 Uiso 1 1 calc R U . . .
C17 C 0.4163(3) -0.1088(5) 0.0024(4) 0.021(6) Uani 1 1 d G U . . .
H17 H 0.414035 -0.209484 -0.004466 0.026 Uiso 1 1 calc R U . . .
C18 C 0.3906(3) -0.0369(6) -0.0900(4) 0.022(6) Uani 1 1 d G U . . .
H18 H 0.371138 -0.089510 -0.158774 0.026 Uiso 1 1 calc R U . . .
C19 C 0.3939(3) 0.1137(6) -0.0797(4) 0.021(6) Uani 1 1 d G U . . .
H19 H 0.376667 0.161779 -0.141594 0.026 Uiso 1 1 calc R U . . .
C20 C 0.4229(3) 0.1924(5) 0.0230(4) 0.020(6) Uani 1 1 d G U . . .
N10 N 0.4569(4) 0.4111(10) 0.1342(7) 0.019(5) Uani 1 1 d . U . . .
N11 N 0.5436(4) 0.4579(10) 0.3647(7) 0.022(5) Uani 1 1 d . U . . .
N12 N 0.5521(3) 0.1789(6) 0.3844(4) 0.030(6) Uani 1 1 d G U . . .
C26 C 0.5761(3) 0.2764(5) 0.4783(4) 0.033(6) Uani 1 1 d G U . . .
C27 C 0.6051(3) 0.2278(6) 0.5802(4) 0.034(6) Uani 1 1 d G U . . .
H27 H 0.621097 0.293050 0.643024 0.041 Uiso 1 1 calc R U . . .
C28 C 0.6101(3) 0.0818(6) 0.5882(4) 0.036(7) Uani 1 1 d G U . . .
H28 H 0.629513 0.049367 0.656395 0.044 Uiso 1 1 calc R U . . .
C29 C 0.5862(3) -0.0156(5) 0.4943(5) 0.039(7) Uani 1 1 d G U . . .
H29 H 0.589530 -0.113312 0.499663 0.047 Uiso 1 1 calc R U . . .
C30 C 0.5572(3) 0.0329(6) 0.3924(4) 0.036(6) Uani 1 1 d G U . . .
H30 H 0.541130 -0.032308 0.329558 0.043 Uiso 1 1 calc R U . . .
C21 C 0.4269(5) 0.3426(13) 0.0376(9) 0.028(6) Uani 1 1 d . U . . .
H21 H 0.408071 0.393287 -0.021816 0.034 Uiso 1 1 calc R U . . .
C22 C 0.4608(6) 0.5675(15) 0.1492(11) 0.036(6) Uani 1 1 d . U . . .
H22A H 0.415622 0.584909 0.102880 0.043 Uiso 0.499(15) 1 calc R U P B 1
H22B H 0.501243 0.626698 0.125125 0.043 Uiso 0.499(15) 1 calc R U P B 1
H22C H 0.417921 0.575917 0.169024 0.043 Uiso 0.501(15) 1 calc R U P B 2
H22D H 0.459567 0.612258 0.080260 0.043 Uiso 0.501(15) 1 calc R U P B 2
C23A C 0.4714(10) 0.618(2) 0.2615(18) 0.023(7) Uani 0.499(15) 1 d . U P B 1
H23A H 0.429771 0.558841 0.282965 0.028 Uiso 0.499(15) 1 calc R U P B 1
H23B H 0.468172 0.720299 0.261484 0.028 Uiso 0.499(15) 1 calc R U P B 1
C23B C 0.5290(11) 0.652(3) 0.2359(19) 0.026(9) Uani 0.501(15) 1 d . U P B 2
H23C H 0.570952 0.641147 0.214358 0.032 Uiso 0.501(15) 1 calc R U P B 2
H23D H 0.530518 0.757000 0.234361 0.032 Uiso 0.501(15) 1 calc R U P B 2
C24 C 0.5409(6) 0.6150(13) 0.3515(10) 0.037(6) Uani 1 1 d . U . . .
H24A H 0.583997 0.671843 0.332462 0.044 Uiso 0.499(15) 1 calc R U P B 1
H24B H 0.541010 0.660309 0.419985 0.044 Uiso 0.499(15) 1 calc R U P B 1
H24C H 0.501266 0.630937 0.376802 0.044 Uiso 0.501(15) 1 calc R U P B 2
H24D H 0.586822 0.681579 0.396768 0.044 Uiso 0.501(15) 1 calc R U P B 2
C25 C 0.5731(5) 0.4281(13) 0.4630(9) 0.025(6) Uani 1 1 d . U . . .
H25 H 0.591552 0.501108 0.521418 0.030 Uiso 1 1 calc R U . . .
Ni3 Ni 0.84061(6) 0.98816(16) 0.22900(11) 0.0251(15) Uani 1 1 d . . . . .
O9 O 0.7431(5) 0.8965(12) 0.2675(8) 0.0284(14) Uani 1 1 d . U . . .
O10 O 0.6658(5) 0.9108(12) 0.3435(8) 0.0447(19) Uani 1 1 d . U . . .
N13 N 0.7234(6) 0.9718(16) 0.3282(11) 0.0351(17) Uani 1 1 d . U . . .
O11 O 0.9542(4) 1.2134(9) 0.1749(7) 0.025(7) Uani 1 1 d . U . . .
O12 O 0.9845(5) 1.0089(13) 0.1892(10) 0.041(8) Uani 1 1 d . U . . .
N14 N 0.9384(5) 1.0742(13) 0.1878(9) 0.029(5) Uani 1 1 d . U . . .
N15 N 0.8920(3) 0.8876(6) 0.3644(4) 0.029(6) Uani 1 1 d G U . . .
C35 C 0.9048(3) 0.9751(5) 0.4600(4) 0.026(6) Uani 1 1 d G U . . .
C34 C 0.9317(3) 0.9238(6) 0.5617(4) 0.030(7) Uani 1 1 d G U . . .
H34 H 0.940239 0.982307 0.625666 0.036 Uiso 1 1 calc R U . . .
C33 C 0.9459(3) 0.7849(6) 0.5677(4) 0.031(7) Uani 1 1 d G U . . .
H33 H 0.963931 0.750535 0.635736 0.037 Uiso 1 1 calc R U . . .
C32 C 0.9332(3) 0.6974(6) 0.4721(5) 0.032(7) Uani 1 1 d G U . . .
H32 H 0.942658 0.604481 0.476147 0.038 Uiso 1 1 calc R U . . .
C31 C 0.9062(3) 0.7487(6) 0.3705(4) 0.031(7) Uani 1 1 d G U . . .
H31 H 0.897694 0.690200 0.306487 0.037 Uiso 1 1 calc R U . . .
N16 N 0.8721(4) 1.1572(11) 0.3470(7) 0.019(5) Uani 1 1 d . U . . .
N17 N 0.7905(4) 1.1078(10) 0.1123(7) 0.020(5) Uani 1 1 d . U . . .
N18 N 0.7938(3) 0.8239(6) 0.0976(4) 0.026(6) Uani 1 1 d G U . . .
C45 C 0.7951(3) 0.6757(6) 0.0900(4) 0.032(6) Uani 1 1 d G U . . .
H45 H 0.818678 0.634162 0.151370 0.038 Uiso 1 1 calc R U . . .
C44 C 0.7611(3) 0.5895(5) -0.0095(5) 0.030(7) Uani 1 1 d G U . . .
H44 H 0.761903 0.490314 -0.014596 0.036 Uiso 1 1 calc R U . . .
C43 C 0.7258(3) 0.6515(6) -0.1013(4) 0.030(7) Uani 1 1 d G U . . .
H43 H 0.703054 0.593836 -0.167790 0.037 Uiso 1 1 calc R U . . .
C42 C 0.7246(3) 0.7997(6) -0.0936(4) 0.026(6) Uani 1 1 d G U . . .
H42 H 0.700978 0.841207 -0.155018 0.031 Uiso 1 1 calc R U . . .
C41 C 0.7586(3) 0.8859(6) 0.0058(4) 0.022(6) Uani 1 1 d G U . . .
C36 C 0.8948(5) 1.1230(13) 0.4458(9) 0.031(6) Uani 1 1 d . U . . .
H36 H 0.904370 1.190269 0.505618 0.037 Uiso 1 1 calc R U . . .
C37 C 0.8650(5) 1.3133(13) 0.3326(10) 0.032(6) Uani 1 1 d . U . . .
H37A H 0.907121 1.374701 0.313619 0.038 Uiso 1 1 calc R U . . .
H37B H 0.863446 1.357108 0.400619 0.038 Uiso 1 1 calc R U . . .
C38 C 0.7943(6) 1.3074(14) 0.2417(10) 0.033(6) Uani 1 1 d . U . . .
H38A H 0.753914 1.238265 0.260167 0.040 Uiso 1 1 calc R U . . .
H38B H 0.785878 1.405443 0.242430 0.040 Uiso 1 1 calc R U . . .
C39 C 0.7900(5) 1.2629(13) 0.1262(9) 0.029(6) Uani 1 1 d . U . . .
H39A H 0.745128 1.276974 0.076252 0.035 Uiso 1 1 calc R U . . .
H39B H 0.831461 1.327361 0.107323 0.035 Uiso 1 1 calc R U . . .
C40 C 0.7586(5) 1.0334(13) 0.0174(9) 0.032(6) Uani 1 1 d . U . . .
H40 H 0.735941 1.078847 -0.042440 0.038 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O2A 2.222(13) . ?
Ni1 O2B 2.255(16) . ?
Ni1 O3 2.060(11) . ?
Ni1 N6 2.095(3) . ?
Ni1 N5 2.027(12) . ?
Ni1 N4 2.025(5) . ?
Ni1 N3 2.111(6) . ?
O1A N1A 0.998(12) . ?
O2A N1A 1.134(10) . ?
O1B N1B 0.99(2) . ?
O2B N1B 1.177(19) . ?
O3 N2 1.282(7) . ?
O4 N2 1.18(2) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.458(13) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
N5 C10 1.277(7) . ?
N5 C9 1.490(16) . ?
N4 C7 1.467(18) . ?
N4 C6 1.259(17) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.427(15) . ?
C10 H10 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.553(15) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.515(9) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C6 H6 0.9300 . ?
Ni2 O5 2.058(11) . ?
Ni2 O7 2.055(13) . ?
Ni2 N9 2.113(6) . ?
Ni2 N10 2.038(5) . ?
Ni2 N11 2.017(12) . ?
Ni2 N12 2.105(3) . ?
O5 N7 1.268(6) . ?
O6 N7 1.193(18) . ?
O7 N8 1.31(4) . ?
O8 N8 1.18(2) . ?
N9 C16 1.3900 . ?
N9 C20 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C20 1.3900 . ?
C20 C21 1.390(16) . ?
N10 C21 1.288(17) . ?
N10 C22 1.45(2) . ?
N11 C24 1.485(16) . ?
N11 C25 1.286(8) . ?
N12 C26 1.3900 . ?
N12 C30 1.3900 . ?
C26 C27 1.3900 . ?
C26 C25 1.440(14) . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?
C22 H22D 0.9700 . ?
C22 C23A 1.45(3) . ?
C22 C23B 1.497(16) . ?
C23A H23A 0.9700 . ?
C23A H23B 0.9700 . ?
C23A C24 1.520(14) . ?
C23B H23C 0.9700 . ?
C23B H23D 0.9700 . ?
C23B C24 1.48(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C24 H24D 0.9700 . ?
C25 H25 0.9300 . ?
Ni3 O9 2.083(11) . ?
Ni3 N14 2.096(12) . ?
Ni3 N15 2.094(2) . ?
Ni3 N16 2.020(13) . ?
Ni3 N17 2.041(5) . ?
Ni3 N18 2.091(6) . ?
O9 N13 1.25(3) . ?
O10 N13 1.198(16) . ?
O11 N14 1.272(12) . ?
O12 N14 1.21(2) . ?
N15 C35 1.3900 . ?
N15 C31 1.3900 . ?
C35 C34 1.3900 . ?
C35 C36 1.445(15) . ?
C34 H34 0.9300 . ?
C34 C33 1.3900 . ?
C33 H33 0.9300 . ?
C33 C32 1.3900 . ?
C32 H32 0.9300 . ?
C32 C31 1.3900 . ?
C31 H31 0.9300 . ?
N16 C36 1.282(9) . ?
N16 C37 1.502(17) . ?
N17 C39 1.46(2) . ?
N17 C40 1.295(16) . ?
N18 C45 1.3900 . ?
N18 C41 1.3900 . ?
C45 H45 0.9300 . ?
C45 C44 1.3900 . ?
C44 H44 0.9300 . ?
C44 C43 1.3900 . ?
C43 H43 0.9300 . ?
C43 C42 1.3900 . ?
C42 H42 0.9300 . ?
C42 C41 1.3900 . ?
C41 C40 1.380(16) . ?
C36 H36 0.9300 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.522(9) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C39 1.50(2) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40 0.9300 . ?

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
O3 Ni1 O2A 163.7(4) . . ?
O3 Ni1 O2B 156.5(5) . . ?
O3 Ni1 N6 82.8(2) . . ?
O3 Ni1 N3 86.2(3) . . ?
N6 Ni1 O2A 85.5(3) . . ?
N6 Ni1 O2B 116.4(6) . . ?
N6 Ni1 N3 106.8(2) . . ?
N5 Ni1 O2A 97.6(5) . . ?
N5 Ni1 O2B 79.9(8) . . ?
N5 Ni1 O3 91.4(4) . . ?
N5 Ni1 N6 79.9(2) . . ?
N5 Ni1 N3 172.56(16) . . ?
N4 Ni1 O2A 100.7(4) . . ?
N4 Ni1 O2B 66.6(7) . . ?
N4 Ni1 O3 92.3(4) . . ?
N4 Ni1 N6 171.01(18) . . ?
N4 Ni1 N5 92.7(4) . . ?
N4 Ni1 N3 80.3(4) . . ?
N3 Ni1 O2A 86.4(4) . . ?
N3 Ni1 O2B 99.6(8) . . ?
N1A O2A Ni1 98.0(9) . . ?
O1A N1A O2A 157.8(15) . . ?
N1B O2B Ni1 104(2) . . ?
O1B N1B O2B 133(3) . . ?
N2 O3 Ni1 120.6(10) . . ?
O4 N2 O3 116.3(11) . . ?
C11 N6 Ni1 109.7(3) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 130.2(2) . . ?
N6 C11 C10 117.0(5) . . ?
C12 C11 N6 120.0 . . ?
C12 C11 C10 122.9(5) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C10 N5 Ni1 117.1(9) . . ?
C10 N5 C9 115.5(12) . . ?
C9 N5 Ni1 127.3(5) . . ?
C7 N4 Ni1 126.2(7) . . ?
C6 N4 Ni1 114.6(9) . . ?
C6 N4 C7 119.0(7) . . ?
C1 N3 Ni1 131.5(2) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 108.16(19) . . ?
N3 C1 H1 120.0 . . ?
N3 C1 C2 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 116.7(4) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 123.3(4) . . ?
C11 C10 H10 122.1 . . ?
N5 C10 C11 115.8(12) . . ?
N5 C10 H10 122.1 . . ?
N5 C9 H9A 109.8 . . ?
N5 C9 H9B 109.8 . . ?
N5 C9 C8 109.2(14) . . ?
H9A C9 H9B 108.3 . . ?
C8 C9 H9A 109.8 . . ?
C8 C9 H9B 109.8 . . ?
C9 C8 H8A 108.6 . . ?
C9 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
C7 C8 C9 114.7(8) . . ?
C7 C8 H8A 108.6 . . ?
C7 C8 H8B 108.6 . . ?
N4 C7 C8 110.6(9) . . ?
N4 C7 H7A 109.5 . . ?
N4 C7 H7B 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
N4 C6 C5 119.2(5) . . ?
N4 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
O5 Ni2 N9 87.0(3) . . ?
O5 Ni2 N12 87.1(2) . . ?
O7 Ni2 O5 170.5(5) . . ?
O7 Ni2 N9 87.1(4) . . ?
O7 Ni2 N12 87.6(2) . . ?
N10 Ni2 O5 92.8(4) . . ?
N10 Ni2 O7 93.5(4) . . ?
N10 Ni2 N9 80.1(4) . . ?
N10 Ni2 N12 171.9(4) . . ?
N11 Ni2 O5 93.9(4) . . ?
N11 Ni2 O7 93.0(5) . . ?
N11 Ni2 N9 172.0(2) . . ?
N11 Ni2 N10 91.9(4) . . ?
N11 Ni2 N12 80.1(2) . . ?
N12 Ni2 N9 107.9(2) . . ?
N7 O5 Ni2 115.4(10) . . ?
O6 N7 O5 115.1(13) . . ?
N8 O7 Ni2 117.2(8) . . ?
O8 N8 O7 114.7(13) . . ?
C16 N9 Ni2 131.3(2) . . ?
C16 N9 C20 120.0 . . ?
C20 N9 Ni2 108.16(18) . . ?
N9 C16 H16 120.0 . . ?
C17 C16 N9 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 N9 120.0 . . ?
C21 C20 N9 117.9(4) . . ?
C21 C20 C19 122.1(4) . . ?
C21 N10 Ni2 113.8(9) . . ?
C21 N10 C22 119.2(7) . . ?
C22 N10 Ni2 126.9(7) . . ?
C24 N11 Ni2 128.1(5) . . ?
C25 N11 Ni2 116.1(9) . . ?
C25 N11 C24 115.7(12) . . ?
C26 N12 Ni2 108.9(3) . . ?
C26 N12 C30 120.0 . . ?
C30 N12 Ni2 130.6(2) . . ?
N12 C26 C27 120.0 . . ?
N12 C26 C25 116.9(5) . . ?
C27 C26 C25 123.0(5) . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C30 C29 H29 120.0 . . ?
N12 C30 H30 120.0 . . ?
C29 C30 N12 120.0 . . ?
C29 C30 H30 120.0 . . ?
C20 C21 H21 120.3 . . ?
N10 C21 C20 119.3(5) . . ?
N10 C21 H21 120.3 . . ?
N10 C22 H22A 108.8 . . ?
N10 C22 H22B 108.8 . . ?
N10 C22 H22C 109.1 . . ?
N10 C22 H22D 109.1 . . ?
N10 C22 C23A 113.7(9) . . ?
N10 C22 C23B 112.6(14) . . ?
H22A C22 H22B 107.7 . . ?
H22C C22 H22D 107.8 . . ?
C23A C22 H22A 108.8 . . ?
C23A C22 H22B 108.8 . . ?
C23B C22 H22C 109.1 . . ?
C23B C22 H22D 109.1 . . ?
C22 C23A H23A 107.2 . . ?
C22 C23A H23B 107.2 . . ?
C22 C23A C24 121(2) . . ?
H23A C23A H23B 106.8 . . ?
C24 C23A H23A 107.2 . . ?
C24 C23A H23B 107.2 . . ?
C22 C23B H23C 107.3 . . ?
C22 C23B H23D 107.3 . . ?
H23C C23B H23D 106.9 . . ?
C24 C23B C22 119.9(11) . . ?
C24 C23B H23C 107.3 . . ?
C24 C23B H23D 107.3 . . ?
N11 C24 C23A 109.5(11) . . ?
N11 C24 H24A 109.8 . . ?
N11 C24 H24B 109.8 . . ?
N11 C24 H24C 109.2 . . ?
N11 C24 H24D 109.2 . . ?
C23A C24 H24A 109.8 . . ?
C23A C24 H24B 109.8 . . ?
C23B C24 N11 112.1(18) . . ?
C23B C24 H24C 109.2 . . ?
C23B C24 H24D 109.2 . . ?
H24A C24 H24B 108.2 . . ?
H24C C24 H24D 107.9 . . ?
N11 C25 C26 116.9(12) . . ?
N11 C25 H25 121.6 . . ?
C26 C25 H25 121.6 . . ?
O9 Ni3 N14 178.3(6) . . ?
O9 Ni3 N15 86.4(2) . . ?
O9 Ni3 N18 83.7(4) . . ?
N15 Ni3 N14 93.3(2) . . ?
N16 Ni3 O9 91.6(5) . . ?
N16 Ni3 N14 90.1(5) . . ?
N16 Ni3 N15 79.8(2) . . ?
N16 Ni3 N17 92.6(4) . . ?
N16 Ni3 N18 171.4(3) . . ?
N17 Ni3 O9 91.8(3) . . ?
N17 Ni3 N14 88.7(3) . . ?
N17 Ni3 N15 172.1(5) . . ?
N17 Ni3 N18 80.4(4) . . ?
N18 Ni3 N14 94.7(5) . . ?
N18 Ni3 N15 106.9(2) . . ?
N13 O9 Ni3 119.4(6) . . ?
O10 N13 O9 114.4(13) . . ?
O11 N14 Ni3 115.3(13) . . ?
O12 N14 Ni3 126.0(5) . . ?
O12 N14 O11 118.0(11) . . ?
C35 N15 Ni3 109.4(3) . . ?
C35 N15 C31 120.0 . . ?
C31 N15 Ni3 130.2(3) . . ?
N15 C35 C36 116.1(6) . . ?
C34 C35 N15 120.0 . . ?
C34 C35 C36 123.7(6) . . ?
C35 C34 H34 120.0 . . ?
C35 C34 C33 120.0 . . ?
C33 C34 H34 120.0 . . ?
C34 C33 H33 120.0 . . ?
C32 C33 C34 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C32 H32 120.0 . . ?
C33 C32 C31 120.0 . . ?
C31 C32 H32 120.0 . . ?
N15 C31 H31 120.0 . . ?
C32 C31 N15 120.0 . . ?
C32 C31 H31 120.0 . . ?
C36 N16 Ni3 115.7(9) . . ?
C36 N16 C37 116.7(13) . . ?
C37 N16 Ni3 127.3(6) . . ?
C39 N17 Ni3 126.7(6) . . ?
C40 N17 Ni3 113.3(8) . . ?
C40 N17 C39 120.0(6) . . ?
C45 N18 Ni3 131.1(2) . . ?
C45 N18 C41 120.0 . . ?
C41 N18 Ni3 108.8(2) . . ?
N18 C45 H45 120.0 . . ?
N18 C45 C44 120.0 . . ?
C44 C45 H45 120.0 . . ?
C45 C44 H44 120.0 . . ?
C43 C44 C45 120.0 . . ?
C43 C44 H44 120.0 . . ?
C44 C43 H43 120.0 . . ?
C44 C43 C42 120.0 . . ?
C42 C43 H43 120.0 . . ?
C43 C42 H42 120.0 . . ?
C41 C42 C43 120.0 . . ?
C41 C42 H42 120.0 . . ?
C42 C41 N18 120.0 . . ?
C40 C41 N18 118.0(4) . . ?
C40 C41 C42 122.0(4) . . ?
C35 C36 H36 121.5 . . ?
N16 C36 C35 116.9(14) . . ?
N16 C36 H36 121.5 . . ?
N16 C37 H37A 109.9 . . ?
N16 C37 H37B 109.9 . . ?
N16 C37 C38 108.8(9) . . ?
H37A C37 H37B 108.3 . . ?
C38 C37 H37A 109.9 . . ?
C38 C37 H37B 109.9 . . ?
C37 C38 H38A 107.7 . . ?
C37 C38 H38B 107.7 . . ?
H38A C38 H38B 107.1 . . ?
C39 C38 C37 118.3(15) . . ?
C39 C38 H38A 107.7 . . ?
C39 C38 H38B 107.7 . . ?
N17 C39 C38 112.2(6) . . ?
N17 C39 H39A 109.2 . . ?
N17 C39 H39B 109.2 . . ?
C38 C39 H39A 109.2 . . ?
C38 C39 H39B 109.2 . . ?
H39A C39 H39B 107.9 . . ?
N17 C40 C41 119.3(6) . . ?
N17 C40 H40 120.3 . . ?
C41 C40 H40 120.3 . . ?

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 O2A N1A O1A 69(5) . . . . ?
Ni1 O2B N1B O1B 33(7) . . . . ?
Ni1 O3 N2 O4 177.0(10) . . . . ?
Ni1 N6 C11 C12 177.2(3) . . . . ?
Ni1 N6 C11 C10 -6.6(7) . . . . ?
Ni1 N6 C15 C14 -176.5(4) . . . . ?
Ni1 N5 C10 C11 3.7(17) . . . . ?
Ni1 N5 C9 C8 -31.6(14) . . . . ?
Ni1 N4 C7 C8 36.3(17) . . . . ?
Ni1 N4 C6 C5 7.2(15) . . . . ?
Ni1 N3 C1 C2 -172.0(4) . . . . ?
Ni1 N3 C5 C4 173.7(3) . . . . ?
Ni1 N3 C5 C6 -7.7(7) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 2.3(15) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 178.4(9) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 176.2(8) . . . . ?
N5 C9 C8 C7 68.9(17) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 0.8(14) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 178.6(8) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 -178.5(8) . . . . ?
C4 C5 C6 N4 179.3(9) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
C10 C11 C12 C13 -176.0(9) . . . . ?
C10 N5 C9 C8 152.5(11) . . . . ?
C9 N5 C10 C11 179.9(11) . . . . ?
C9 C8 C7 N4 -72(2) . . . . ?
C7 N4 C6 C5 -178.3(11) . . . . ?
C6 N4 C7 C8 -137.5(13) . . . . ?
Ni2 O5 N7 O6 177.8(9) . . . . ?
Ni2 O7 N8 O8 179.0(5) . . . . ?
Ni2 N9 C16 C17 -170.7(4) . . . . ?
Ni2 N9 C20 C19 172.7(3) . . . . ?
Ni2 N9 C20 C21 -7.8(7) . . . . ?
Ni2 N10 C21 C20 3.8(15) . . . . ?
Ni2 N10 C22 C23A -24.4(17) . . . . ?
Ni2 N10 C22 C23B 30(2) . . . . ?
Ni2 N11 C24 C23A 29(2) . . . . ?
Ni2 N11 C24 C23B -23.2(16) . . . . ?
Ni2 N11 C25 C26 4.0(15) . . . . ?
Ni2 N12 C26 C27 173.1(3) . . . . ?
Ni2 N12 C26 C25 -10.4(6) . . . . ?
Ni2 N12 C30 C29 -171.4(4) . . . . ?
N9 C16 C17 C18 0.0 . . . . ?
N9 C20 C21 N10 3.1(15) . . . . ?
C16 N9 C20 C19 0.0 . . . . ?
C16 N9 C20 C21 179.5(8) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 N9 0.0 . . . . ?
C18 C19 C20 C21 -179.5(8) . . . . ?
C19 C20 C21 N10 -177.4(9) . . . . ?
C20 N9 C16 C17 0.0 . . . . ?
N10 C22 C23A C24 63.0(13) . . . . ?
N10 C22 C23B C24 -64(3) . . . . ?
N12 C26 C27 C28 0.0 . . . . ?
N12 C26 C25 N11 4.8(14) . . . . ?
C26 N12 C30 C29 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C26 C25 N11 -178.8(8) . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 N12 0.0 . . . . ?
C30 N12 C26 C27 0.0 . . . . ?
C30 N12 C26 C25 176.5(7) . . . . ?
C21 N10 C22 C23A 159.9(13) . . . . ?
C21 N10 C22 C23B -146.0(17) . . . . ?
C22 N10 C21 C20 -179.9(12) . . . . ?
C22 C23A C24 N11 -64.3(14) . . . . ?
C22 C23B C24 N11 60(3) . . . . ?
C24 N11 C25 C26 179.6(10) . . . . ?
C25 N11 C24 C23A -146.1(17) . . . . ?
C25 N11 C24 C23B 161.8(13) . . . . ?
C25 C26 C27 C28 -176.3(8) . . . . ?
Ni3 O9 N13 O10 178.4(4) . . . . ?
Ni3 N15 C35 C34 173.5(3) . . . . ?
Ni3 N15 C35 C36 -11.8(5) . . . . ?
Ni3 N15 C31 C32 -172.0(4) . . . . ?
Ni3 N16 C36 C35 8.3(13) . . . . ?
Ni3 N16 C37 C38 34.7(17) . . . . ?
Ni3 N17 C39 C38 -30.0(13) . . . . ?
Ni3 N17 C40 C41 2.8(14) . . . . ?
Ni3 N18 C45 C44 -177.9(4) . . . . ?
Ni3 N18 C41 C42 178.3(3) . . . . ?
Ni3 N18 C41 C40 -1.8(7) . . . . ?
N15 C35 C34 C33 0.0 . . . . ?
N15 C35 C36 N16 3.0(11) . . . . ?
C35 N15 C31 C32 0.0 . . . . ?
C35 C34 C33 C32 0.0 . . . . ?
C34 C35 C36 N16 177.4(7) . . . . ?
C34 C33 C32 C31 0.0 . . . . ?
C33 C32 C31 N15 0.0 . . . . ?
C31 N15 C35 C34 0.0 . . . . ?
C31 N15 C35 C36 174.6(6) . . . . ?
N16 C37 C38 C39 -67.8(11) . . . . ?
N18 C45 C44 C43 0.0 . . . . ?
N18 C41 C40 N17 -0.6(14) . . . . ?
C45 N18 C41 C42 0.0 . . . . ?
C45 N18 C41 C40 179.9(7) . . . . ?
C45 C44 C43 C42 0.0 . . . . ?
C44 C43 C42 C41 0.0 . . . . ?
C43 C42 C41 N18 0.0 . . . . ?
C43 C42 C41 C40 -179.8(8) . . . . ?
C42 C41 C40 N17 179.3(8) . . . . ?
C41 N18 C45 C44 0.0 . . . . ?
C36 C35 C34 C33 -174.2(7) . . . . ?
C36 N16 C37 C38 -138.9(12) . . . . ?
C37 N16 C36 C35 -177.4(8) . . . . ?
C37 C38 C39 N17 66.5(9) . . . . ?
C39 N17 C40 C41 -179.0(10) . . . . ?
C40 N17 C39 C38 152.1(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-06-I
_database_code_depnum_ccdc_archive 'CCDC 2352773'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-06-I       
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0011 0.0005 '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 -0.0016 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.1705 0.4035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O -0.0014 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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'

_cell_length_a                   12.836(3)
_cell_length_b                   9.391(2)
_cell_length_c                   12.908(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.56(3)
_cell_angle_gamma                90
_cell_volume                     1475.1(6)
_cell_formula_units_Z            4

_cell_measurement_temperature    293
_cell_measurement_reflns_used    274
_cell_measurement_theta_min      1.6790
_cell_measurement_theta_max      16.4010

_exptl_absorpt_coefficient_mu    0.313
_exptl_absorpt_correction_T_min  0.94093
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.815


_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_full 0.537
_diffrn_reflns_Laue_measured_fraction_max 0.300
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            1889
_diffrn_reflns_point_group_measured_fraction_full 0.418
_diffrn_reflns_point_group_measured_fraction_max 0.222
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.184
_diffrn_reflns_theta_min         1.680
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.537
_diffrn_measured_fraction_theta_max 0.300
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.477
_reflns_Friedel_fraction_full    0.298
_reflns_Friedel_fraction_max     0.144
_reflns_number_gt                1295
_reflns_number_total             1882
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_refine_diff_density_max         0.654
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details 
;
 Flack x determined using 360 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.36(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         1882
_refine_ls_number_restraints     246
_refine_ls_R_factor_all          0.1040
_refine_ls_R_factor_gt           0.0793
_refine_ls_restrained_S_all      1.010
_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)+(0.1611P)²+2.5743P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2292
_refine_ls_wR_factor_ref         0.2569
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{C7A, C7B}
{C9A, C9B}
3. Restrained distances
 Ni1-O3A \\sim Ni1-O3B
 with sigma of 0.02
 O3A-N2A \\sim O3B-N2B
 with sigma of 0.02
 O4A-N2A \\sim O4B-N2B
 with sigma of 0.02
 Ni1-N2A \\sim Ni1-N2B
 with sigma of 0.04
 O3A-O4A \\sim O3B-O4B
 with sigma of 0.04
 Ni1-O1A \\sim Ni1-O1B
 with sigma of 0.02
 O1A-N1A \\sim O1B-N1B
 with sigma of 0.02
 O2A-N1A \\sim O2B-N1B
 with sigma of 0.02
 Ni1-N1A \\sim Ni1-N1B
 with sigma of 0.04
 O1A-O2A \\sim O1B-O2B
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
C8A \\sim C8B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.001 and sigma for terminal atoms of 0.002 within 2A
N3 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5: within 2A with sigma of 0.001
and sigma for terminal atoms of 0.002 within 2A
O3B \\sim O3A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N2A \\sim N2B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O4A \\sim O4B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O1B \\sim O1A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N1A \\sim N1B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O2A \\sim O2B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
Uanis(O1A) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(N1A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O3A) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(N2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C9A) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C7A) \\sim Ueq, Uanis(C8B)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C6) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O3B) \\sim Ueq, Uanis(N2B) \\sim Ueq, Uanis(O4B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O1B) \\sim Ueq, Uanis(N1B) \\sim Ueq, Uanis(O2B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C7A) = Uanis(C7B)
Uanis(C9A) = Uanis(C9B)
5. Others
 Sof(C7B)=Sof(H7BA)=Sof(H7BB)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(C9B)=Sof(H9BA)=
 Sof(H9BB)=1-FVAR(1)
 Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=
 Sof(H9AB)=FVAR(1)
 Sof(O3B)=Sof(O4B)=Sof(N2B)=1-FVAR(2)
 Sof(O3A)=Sof(O4A)=Sof(N2A)=FVAR(2)
 Sof(O1B)=Sof(O2B)=Sof(N1B)=1-FVAR(3)
 Sof(O1A)=Sof(O2A)=Sof(N1A)=FVAR(3)
6.a Secondary CH2 refined with riding coordinates:
 C7A(H7AA,H7AB), C8A(H8AA,H8AB), C9A(H9AA,H9AB), C7B(H7BA,H7BB), C8B(H8BA,
 H8BB), C9B(H9BA,H9BB)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C6(H6), C10(H10)
6.c Fitted hexagon refined as free rotating group:
 N3(C1,C2,C3,C4,C5), N6(C11,C12,C13,C14,C15)
;
_atom_sites_solution_hydrogens   geom
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 0.4995(3) 0.28991(13) 0.2577(3) 0.0598(6) Uani 1 1 d D . . . .
O1A O 0.3568(14) 0.258(2) 0.2947(16) 0.055(4) Uani 0.85(2) 1 d D U P A 3
O2A O 0.2543(19) 0.329(2) 0.3624(19) 0.084(6) Uani 0.85(2) 1 d D U P A 3
N1A N 0.3372(13) 0.3427(15) 0.3460(14) 0.045(3) Uani 0.85(2) 1 d D U P A 3
O1B O 0.363(5) 0.325(7) 0.303(7) 0.055(4) Uani 0.15(2) 1 d D U P A 4
O2B O 0.239(5) 0.228(9) 0.308(9) 0.084(6) Uani 0.15(2) 1 d D U P A 4
N1B N 0.333(5) 0.234(8) 0.341(6) 0.045(3) Uani 0.15(2) 1 d D U P A 4
O3A O 0.6363(17) 0.269(2) 0.2306(17) 0.063(5) Uani 0.834(18) 1 d D U P A 5
O4A O 0.7506(16) 0.342(3) 0.146(2) 0.086(6) Uani 0.834(18) 1 d D U P A 5
N2A N 0.671(2) 0.389(3) 0.168(3) 0.103(8) Uani 0.834(18) 1 d D U P A 5
O3B O 0.628(3) 0.394(5) 0.255(5) 0.063(5) Uani 0.166(18) 1 d D U P A 6
O4B O 0.718(7) 0.240(9) 0.189(9) 0.086(6) Uani 0.166(18) 1 d D U P A 6
N2B N 0.670(8) 0.352(11) 0.160(8) 0.103(8) Uani 0.166(18) 1 d D U P A 6
N3 N 0.4223(10) 0.1530(13) 0.1226(7) 0.065(2) Uani 1 1 d G U . . .
C1 C 0.4185(11) 0.0055(13) 0.1126(9) 0.066(2) Uani 1 1 d G U . . .
H1 H 0.442999 -0.051381 0.174620 0.079 Uiso 1 1 calc R U . . .
C2 C 0.3780(12) -0.0569(10) 0.0099(11) 0.066(2) Uani 1 1 d G U . . .
H2 H 0.375372 -0.155502 0.003212 0.079 Uiso 1 1 calc R U . . .
C3 C 0.3413(15) 0.0282(13) -0.0828(8) 0.066(2) Uani 1 1 d G U . . .
H3 H 0.314203 -0.013547 -0.151471 0.079 Uiso 1 1 calc R U . . .
C4 C 0.3452(14) 0.1756(13) -0.0727(8) 0.065(2) Uani 1 1 d G U . . .
H4 H 0.320661 0.232530 -0.134748 0.078 Uiso 1 1 calc R U . . .
C5 C 0.3857(10) 0.2380(10) 0.0300(9) 0.065(2) Uani 1 1 d G U . . .
N4 N 0.4325(16) 0.436(2) 0.1372(19) 0.066(5) Uani 1 1 d . U . . .
N5 N 0.5607(11) 0.4410(17) 0.3745(13) 0.046(3) Uani 1 1 d . U . . .
N6 N 0.5723(8) 0.1613(12) 0.3951(8) 0.062(2) Uani 1 1 d G U . . .
C11 C 0.6080(9) 0.2418(9) 0.4902(10) 0.061(2) Uani 1 1 d G U . . .
C12 C 0.6557(12) 0.1752(12) 0.5903(8) 0.062(2) Uani 1 1 d G U . . .
H12 H 0.679549 0.229046 0.653987 0.074 Uiso 1 1 calc R U . . .
C13 C 0.6676(13) 0.0280(12) 0.5953(8) 0.062(2) Uani 1 1 d G U . . .
H13 H 0.699417 -0.016638 0.662256 0.075 Uiso 1 1 calc R U . . .
C14 C 0.6318(11) -0.0526(9) 0.5001(10) 0.063(2) Uani 1 1 d G U . . .
H14 H 0.639812 -0.151071 0.503461 0.076 Uiso 1 1 calc R U . . .
C15 C 0.5842(9) 0.0141(12) 0.4000(8) 0.063(2) Uani 1 1 d G U . . .
H15 H 0.560340 -0.039820 0.336393 0.075 Uiso 1 1 calc R U . . .
C6 C 0.400(2) 0.394(2) 0.0507(19) 0.064(5) Uani 1 1 d . U . . .
H6 H 0.382920 0.456684 -0.007866 0.077 Uiso 1 1 calc R U . . .
C7A C 0.4443(16) 0.5988(19) 0.1668(17) 0.060(4) Uani 0.52(5) 1 d . U P B 1
H7AA H 0.506347 0.635735 0.147657 0.072 Uiso 0.52(5) 1 calc R U P B 1
H7AB H 0.379100 0.647094 0.120895 0.072 Uiso 0.52(5) 1 calc R U P B 1
C8A C 0.457(3) 0.632(3) 0.264(3) 0.054(4) Uani 0.52(5) 1 d . U P B 1
H8AA H 0.393344 0.595170 0.280131 0.065 Uiso 0.52(5) 1 calc R U P B 1
H8AB H 0.450893 0.735107 0.264827 0.065 Uiso 0.52(5) 1 calc R U P B 1
C9A C 0.5628(19) 0.593(2) 0.3712(18) 0.070(5) Uani 0.52(5) 1 d . U P B 1
H9AA H 0.630802 0.626562 0.362286 0.084 Uiso 0.52(5) 1 calc R U P B 1
H9AB H 0.554779 0.633206 0.437309 0.084 Uiso 0.52(5) 1 calc R U P B 1
C7B C 0.4443(16) 0.5988(19) 0.1668(17) 0.060(4) Uani 0.48(5) 1 d . . P B 2
H7BA H 0.382783 0.628048 0.190140 0.072 Uiso 0.48(5) 1 calc R U P B 2
H7BB H 0.441161 0.653041 0.101898 0.072 Uiso 0.48(5) 1 calc R U P B 2
C8B C 0.567(3) 0.639(3) 0.270(3) 0.054(4) Uani 0.48(5) 1 d . U P B 2
H8BA H 0.627759 0.592737 0.254198 0.065 Uiso 0.48(5) 1 calc R U P B 2
H8BB H 0.579274 0.740643 0.272422 0.065 Uiso 0.48(5) 1 calc R U P B 2
C9B C 0.5628(19) 0.593(2) 0.3712(18) 0.070(5) Uani 0.48(5) 1 d . . P B 2
H9BA H 0.497609 0.630368 0.383863 0.084 Uiso 0.48(5) 1 calc R U P B 2
H9BB H 0.626617 0.627531 0.428558 0.084 Uiso 0.48(5) 1 calc R U P B 2
C10 C 0.6121(17) 0.388(2) 0.4758(17) 0.054(4) Uani 1 1 d . U . . .
H10 H 0.648691 0.447253 0.533561 0.065 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1A 2.057(19) . ?
Ni1 O1B 2.04(3) . ?
Ni1 O3A 1.91(2) . ?
Ni1 O3B 1.92(3) . ?
Ni1 N3 2.139(10) . ?
Ni1 N4 2.05(2) . ?
Ni1 N5 2.036(14) . ?
Ni1 N6 2.103(8) . ?
O1A N1A 1.12(3) . ?
O2A N1A 1.16(3) . ?
O1B N1B 1.11(4) . ?
O2B N1B 1.16(4) . ?
O3A N2A 1.54(4) . ?
O4A N2A 1.22(4) . ?
O3B N2B 1.54(5) . ?
O4B N2B 1.22(4) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.49(2) . ?
N4 C6 1.13(3) . ?
N4 C7A 1.57(3) . ?
N4 C7B 1.57(3) . ?
N5 C9A 1.42(3) . ?
N5 C9B 1.42(3) . ?
N5 C10 1.36(3) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.39(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.26(4) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A C9A 1.64(4) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C7B H7BA 0.9700 . ?
C7B H7BB 0.9700 . ?
C7B C8B 1.75(4) . ?
C8B H8BA 0.9700 . ?
C8B H8BB 0.9700 . ?
C8B C9B 1.39(4) . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C10 H10 0.9300 . ?

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
O1A Ni1 N3 83.4(7) . . ?
O1A Ni1 N6 84.8(6) . . ?
O1B Ni1 N3 96(3) . . ?
O1B Ni1 N4 85(2) . . ?
O1B Ni1 N6 93(2) . . ?
O3A Ni1 N3 90.1(7) . . ?
O3A Ni1 N4 96.8(8) . . ?
O3A Ni1 N5 92.7(7) . . ?
O3A Ni1 N6 84.7(7) . . ?
O3B Ni1 N3 117.8(18) . . ?
O3B Ni1 N4 78.4(19) . . ?
O3B Ni1 N5 61.9(18) . . ?
O3B Ni1 N6 99.0(18) . . ?
N4 Ni1 O1A 94.9(8) . . ?
N4 Ni1 N3 79.0(7) . . ?
N4 Ni1 N6 172.9(6) . . ?
N5 Ni1 O1A 95.3(7) . . ?
N5 Ni1 O1B 81(2) . . ?
N5 Ni1 N3 172.5(6) . . ?
N5 Ni1 N4 93.8(4) . . ?
N5 Ni1 N6 79.2(6) . . ?
N6 Ni1 N3 107.9(3) . . ?
N1A O1A Ni1 114.8(17) . . ?
O1A N1A O2A 115(2) . . ?
N1B O1B Ni1 116(4) . . ?
O1B N1B O2B 110(5) . . ?
N2A O3A Ni1 117.4(15) . . ?
O4A N2A O3A 105(2) . . ?
N2B O3B Ni1 114(4) . . ?
O4B N2B O3B 105(4) . . ?
C1 N3 Ni1 131.9(6) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 107.3(6) . . ?
N3 C1 H1 120.0 . . ?
N3 C1 C2 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 114.9(11) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 125.0(11) . . ?
C6 N4 Ni1 116.6(16) . . ?
C6 N4 C7A 124(2) . . ?
C6 N4 C7B 124(2) . . ?
C7A N4 Ni1 118.8(15) . . ?
C7B N4 Ni1 118.8(15) . . ?
C9A N5 Ni1 132.9(13) . . ?
C9B N5 Ni1 132.9(13) . . ?
C10 N5 Ni1 114.3(12) . . ?
C10 N5 C9A 112.8(15) . . ?
C10 N5 C9B 112.8(15) . . ?
C11 N6 Ni1 111.4(6) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 128.5(6) . . ?
N6 C11 C12 120.0 . . ?
C10 C11 N6 115.8(11) . . ?
C10 C11 C12 123.1(11) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C5 C6 H6 119.7 . . ?
N4 C6 C5 120.6(18) . . ?
N4 C6 H6 119.7 . . ?
N4 C7A H7AA 108.0 . . ?
N4 C7A H7AB 108.0 . . ?
H7AA C7A H7AB 107.2 . . ?
C8A C7A N4 117(2) . . ?
C8A C7A H7AA 108.0 . . ?
C8A C7A H7AB 108.0 . . ?
C7A C8A H8AA 105.7 . . ?
C7A C8A H8AB 105.7 . . ?
C7A C8A C9A 127(2) . . ?
H8AA C8A H8AB 106.1 . . ?
C9A C8A H8AA 105.7 . . ?
C9A C8A H8AB 105.7 . . ?
N5 C9A C8A 103.5(17) . . ?
N5 C9A H9AA 111.1 . . ?
N5 C9A H9AB 111.1 . . ?
C8A C9A H9AA 111.1 . . ?
C8A C9A H9AB 111.1 . . ?
H9AA C9A H9AB 109.0 . . ?
N4 C7B H7BA 109.0 . . ?
N4 C7B H7BB 109.0 . . ?
N4 C7B C8B 112.8(17) . . ?
H7BA C7B H7BB 107.8 . . ?
C8B C7B H7BA 109.0 . . ?
C8B C7B H7BB 109.0 . . ?
C7B C8B H8BA 109.5 . . ?
C7B C8B H8BB 109.5 . . ?
H8BA C8B H8BB 108.1 . . ?
C9B C8B C7B 111(2) . . ?
C9B C8B H8BA 109.5 . . ?
C9B C8B H8BB 109.5 . . ?
N5 C9B H9BA 109.6 . . ?
N5 C9B H9BB 109.6 . . ?
C8B C9B N5 110(2) . . ?
C8B C9B H9BA 109.6 . . ?
C8B C9B H9BB 109.6 . . ?
H9BA C9B H9BB 108.1 . . ?
N5 C10 C11 117.7(15) . . ?
N5 C10 H10 121.1 . . ?
C11 C10 H10 121.1 . . ?

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 O1A N1A O2A 176.3(16) . . . . ?
Ni1 O1B N1B O2B -139(9) . . . . ?
Ni1 O3A N2A O4A -169.9(18) . . . . ?
Ni1 O3B N2B O4B -77(9) . . . . ?
Ni1 N3 C1 C2 -168.9(12) . . . . ?
Ni1 N3 C5 C4 171.4(10) . . . . ?
Ni1 N3 C5 C6 -5.1(13) . . . . ?
Ni1 N4 C6 C5 13(3) . . . . ?
Ni1 N4 C7A C8A -25(3) . . . . ?
Ni1 N4 C7B C8B 32(2) . . . . ?
Ni1 N5 C9A C8A 25(3) . . . . ?
Ni1 N5 C9B C8B -31(3) . . . . ?
Ni1 N5 C10 C11 -6(2) . . . . ?
Ni1 N6 C11 C12 178.1(8) . . . . ?
Ni1 N6 C11 C10 -13.6(13) . . . . ?
Ni1 N6 C15 C14 -177.8(10) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 -5(3) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 -176.4(14) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 176.1(15) . . . . ?
C4 C5 C6 N4 179(2) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
N4 C7A C8A C9A 65(4) . . . . ?
N4 C7B C8B C9B -74(3) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 13(2) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 -178.8(14) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 168.3(14) . . . . ?
C6 N4 C7A C8A 164(3) . . . . ?
C6 N4 C7B C8B -138(3) . . . . ?
C7A N4 C6 C5 -176.4(16) . . . . ?
C7A C8A C9A N5 -63(3) . . . . ?
C9A N5 C10 C11 175.4(17) . . . . ?
C7B N4 C6 C5 -176.4(16) . . . . ?
C7B C8B C9B N5 68(3) . . . . ?
C9B N5 C10 C11 175.4(17) . . . . ?
C10 N5 C9A C8A -156(2) . . . . ?
C10 N5 C9B C8B 148(2) . . . . ?
C10 C11 C12 C13 -167.4(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-08-II
_database_code_depnum_ccdc_archive 'CCDC 2352775'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-08-II      
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0004 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.2278 0.4037 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0016 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   19.543(4)
_cell_length_b                   9.269(2)
_cell_length_c                   12.708(3)
_cell_angle_alpha                89.99(3)
_cell_angle_beta                 106.56(3)
_cell_angle_gamma                105.39(3)
_cell_volume                     2120.2(9)
_cell_formula_units_Z            6

_cell_measurement_temperature    293
_cell_measurement_reflns_used    737
_cell_measurement_theta_min      1.6610
_cell_measurement_theta_max      18.6650
_exptl_absorpt_coefficient_mu    0.327
_exptl_absorpt_correction_T_min  0.93450
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.894


_exptl_crystal_description       plate
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0711
_diffrn_reflns_Laue_measured_fraction_full 0.273
_diffrn_reflns_Laue_measured_fraction_max 0.146
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5464
_diffrn_reflns_point_group_measured_fraction_full 0.273
_diffrn_reflns_point_group_measured_fraction_max 0.146
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.540
_diffrn_reflns_theta_min         1.569
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.273
_diffrn_measured_fraction_theta_max 0.146
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2667
_reflns_number_total             3730
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_refine_diff_density_max         0.621
_refine_diff_density_min         -0.521
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_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     669
_refine_ls_number_reflns         3730
_refine_ls_number_restraints     610
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0613
_refine_ls_restrained_S_all      1.001
_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)+(0.0874P)²+2.7208P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1597
_refine_ls_wR_factor_ref         0.1767
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 O2A-N1A
 1.15 with sigma of 0.01
 N1A-O1A
 1.15 with sigma of 0.01
 O2B-Ni1
 2.15 with sigma of 0.02
 O1A-O2A
 2.07 with sigma of 0.01
 N1A-Ni1
 2.7 with sigma of 0.02
 Ni1-O2A \\sim Ni1-O2B
 with sigma of 0.02
 O2A-N1A \\sim O2B-N1B
 with sigma of 0.02
 O1A-N1A \\sim O1B-N1B
 with sigma of 0.02
 Ni1-N1A \\sim Ni1-N1B
 with sigma of 0.04
 O2A-O1A \\sim O2B-O1B
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N3 \\sim C5 \\sim C4 \\sim C3 \\sim C2 \\sim C1: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
N12 \\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N9 \\sim C20 \\sim C19 \\sim C18 \\sim C17 \\sim C16: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N15 \\sim C35 \\sim C34 \\sim C33 \\sim C32 \\sim C31: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N18 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C23A \\sim C23B: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
O12 \\sim N14 \\sim O11: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O10 \\sim N13 \\sim O9: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O2B \\sim O2A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N1A \\sim N1B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O1A \\sim O1B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O2B \\sim N1B \\sim O1B: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O1B \\sim N1B \\sim O2B: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
O1A \\sim N1A \\sim O2A: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
Uanis(C6) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8) \\sim
Ueq, Uanis(C9) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(O3) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(O4) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O8) \\sim Ueq, Uanis(N8) \\sim Ueq, Uanis(O7) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C21) \\sim Ueq, Uanis(N10) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23A)
\\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(N11) \\sim Ueq, Uanis(C25) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C40) \\sim Ueq, Uanis(N17) \\sim Ueq, Uanis(C39) \\sim Ueq, Uanis(C38)
\\sim Ueq, Uanis(C37) \\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(N16) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O10) \\sim Ueq, Uanis(N13) \\sim Ueq, Uanis(O9) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(O5) \\sim Ueq, Uanis(N7) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(O1A) \\sim Ueq, Uanis(N1A) \\sim Ueq, Uanis(O2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O2B) \\sim Ueq, Uanis(N1B) \\sim Ueq, Uanis(O1B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(N3) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C3) \\sim
Ueq, Uanis(C2) \\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O12) \\sim Ueq, Uanis(N14) \\sim Ueq, Uanis(O11) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C16) \\sim Ueq, Uanis(N9) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C19)
\\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
4. Others
 Sof(H22C)=Sof(H22D)=Sof(C23B)=Sof(H23C)=Sof(H23D)=Sof(H24C)=Sof(H24D)=1-FVAR(1)
 Sof(H22A)=Sof(H22B)=Sof(C23A)=Sof(H23A)=Sof(H23B)=Sof(H24A)=Sof(H24B)=FVAR(1)
 Sof(O1B)=Sof(O2B)=Sof(N1B)=1-FVAR(2)
 Sof(O1A)=Sof(O2A)=Sof(N1A)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C8(H8A,H8B), C7(H7A,H7B), C22(H22A,H22B), C22(H22C,H22D),
 C23A(H23A,H23B), C23B(H23C,H23D), C24(H24A,H24B), C24(H24C,H24D), C37(H37A,
 H37B), C38(H38A,H38B), C39(H39A,H39B)
5.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C15(H15), C1(H1), C2(H2), C3(H3), C4(H4),
 C10(H10), C6(H6), C16(H16), C17(H17), C18(H18), C19(H19), C27(H27), C28(H28),
 C29(H29), C30(H30), C21(H21), C25(H25), C34(H34), C33(H33), C32(H32), C31(H31),
  C45(H45), C44(H44), C43(H43), C42(H42), C36(H36), C40(H40)
5.c Fitted hexagon refined as free rotating group:
 N6(C11,C12,C13,C14,C15), N3(C1,C2,C3,C4,C5), N9(C16,C17,C18,C19,C20), N12(C26,
 C27,C28,C29,C30), N15(C35,C34,C33,C32,C31), N18(C45,C44,C43,C42,C41)
;
_atom_sites_solution_hydrogens   geom
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 0.15885(7) 0.60715(16) 0.27138(12) 0.0257(15) Uani 1 1 d D . . . .
O1A O 0.0367(7) 0.7308(12) 0.3170(12) 0.046(3) Uani 0.728(14) 1 d D U P A 3
O2A O 0.0579(6) 0.5163(13) 0.3196(9) 0.052(3) Uani 0.728(14) 1 d D U P A 3
N1A N 0.0419(6) 0.6172(14) 0.3375(11) 0.052(3) Uani 0.728(14) 1 d D U P A 3
O1B O 0.038(2) 0.499(4) 0.372(4) 0.051(3) Uani 0.272(14) 1 d D U P A 4
O2B O 0.0618(12) 0.679(3) 0.284(3) 0.052(3) Uani 0.272(14) 1 d D U P A 4
N1B N 0.0233(15) 0.576(5) 0.305(3) 0.052(3) Uani 0.272(14) 1 d D U P A 4
O3 O 0.2559(4) 0.6256(9) 0.2333(7) 0.026(5) Uani 1 1 d . U . . .
O4 O 0.3347(5) 0.7328(12) 0.1551(8) 0.036(9) Uani 1 1 d . U . . .
N2 N 0.2759(5) 0.7245(12) 0.1701(9) 0.034(6) Uani 1 1 d . U . . .
N6 N 0.2080(3) 0.4972(6) 0.4029(4) 0.029(6) Uani 1 1 d G U . . .
C11 C 0.2396(3) 0.5951(5) 0.4976(5) 0.027(7) Uani 1 1 d G U . . .
C12 C 0.2728(3) 0.5440(6) 0.5968(4) 0.029(7) Uani 1 1 d G U . . .
H12 H 0.293981 0.609469 0.660166 0.034 Uiso 1 1 calc R U . . .
C13 C 0.2744(3) 0.3950(6) 0.6013(4) 0.026(7) Uani 1 1 d G U . . .
H13 H 0.296642 0.360859 0.667729 0.031 Uiso 1 1 calc R U . . .
C14 C 0.2428(3) 0.2972(5) 0.5066(5) 0.027(7) Uani 1 1 d G U . . .
H14 H 0.243872 0.197510 0.509661 0.032 Uiso 1 1 calc R U . . .
C15 C 0.2096(3) 0.3483(5) 0.4074(4) 0.030(7) Uani 1 1 d G U . . .
H15 H 0.188441 0.282769 0.344029 0.036 Uiso 1 1 calc R U . . .
N5 N 0.2088(4) 0.7825(10) 0.3881(8) 0.020(6) Uani 1 1 d . U . . .
N4 N 0.1252(4) 0.7434(10) 0.1546(8) 0.026(6) Uani 1 1 d . U . . .
N3 N 0.1083(3) 0.4464(6) 0.1349(4) 0.022(4) Uani 1 1 d G U . . .
C1 C 0.0981(3) 0.2922(6) 0.1254(4) 0.024(4) Uani 1 1 d G U . . .
H1 H 0.110263 0.241483 0.188207 0.029 Uiso 1 1 calc R U . . .
C2 C 0.0697(3) 0.2137(6) 0.0221(5) 0.027(4) Uani 1 1 d G U . . .
H2 H 0.062891 0.110509 0.015739 0.033 Uiso 1 1 calc R U . . .
C3 C 0.0515(3) 0.2894(6) -0.0718(4) 0.028(4) Uani 1 1 d G U . . .
H3 H 0.032558 0.236908 -0.140918 0.034 Uiso 1 1 calc R U . . .
C4 C 0.0618(3) 0.4436(6) -0.0623(4) 0.025(4) Uani 1 1 d G U . . .
H4 H 0.049596 0.494282 -0.125109 0.030 Uiso 1 1 calc R U . . .
C5 C 0.0901(3) 0.5221(6) 0.0410(5) 0.025(4) Uani 1 1 d G U . . .
C10 C 0.2419(6) 0.7499(13) 0.4837(10) 0.026(6) Uani 1 1 d . U . . .
H10 H 0.266281 0.823466 0.541853 0.031 Uiso 1 1 calc R U . . .
C9 C 0.2106(6) 0.9429(13) 0.3760(10) 0.026(6) Uani 1 1 d . U . . .
H9A H 0.255666 1.006486 0.426824 0.031 Uiso 1 1 calc R U . . .
H9B H 0.168451 0.962039 0.393489 0.031 Uiso 1 1 calc R U . . .
C8 C 0.2078(6) 0.9800(13) 0.2564(10) 0.030(6) Uani 1 1 d . U . . .
H8A H 0.216738 1.087738 0.252792 0.036 Uiso 1 1 calc R U . . .
H8B H 0.247825 0.952236 0.238348 0.036 Uiso 1 1 calc R U . . .
C7 C 0.1351(6) 0.9026(12) 0.1699(10) 0.027(6) Uani 1 1 d . U . . .
H7A H 0.094107 0.919261 0.192044 0.033 Uiso 1 1 calc R U . . .
H7B H 0.134512 0.946511 0.100438 0.033 Uiso 1 1 calc R U . . .
C6 C 0.1010(5) 0.6772(12) 0.0562(9) 0.022(6) Uani 1 1 d . U . . .
H6 H 0.090812 0.732655 -0.004457 0.027 Uiso 1 1 calc R U . . .
Ni2 Ni 0.50038(7) 0.28246(15) 0.25008(11) 0.0213(15) Uani 1 1 d . . . . .
O5 O 0.5948(4) 0.3182(9) 0.2041(7) 0.0273(12) Uani 1 1 d . U . . .
O6 O 0.6674(5) 0.4591(11) 0.1312(8) 0.0413(19) Uani 1 1 d . U . . .
N7 N 0.6109(5) 0.4370(12) 0.1552(9) 0.0303(14) Uani 1 1 d . U . . .
O7 O 0.4051(6) 0.2138(12) 0.2975(10) 0.024(6) Uani 1 1 d . U . . .
O8 O 0.3327(5) 0.2658(13) 0.3707(10) 0.048(10) Uani 1 1 d . U . . .
N8 N 0.3887(8) 0.3108(16) 0.3463(14) 0.035(6) Uani 1 1 d . U . . .
N9 N 0.4492(3) 0.1198(6) 0.1149(4) 0.019(4) Uani 1 1 d G U . . .
C16 C 0.4459(3) -0.0313(6) 0.1045(4) 0.019(4) Uani 1 1 d G U . . .
H16 H 0.463290 -0.079536 0.166567 0.023 Uiso 1 1 calc R U . . .
C17 C 0.4166(3) -0.1104(5) 0.0014(5) 0.023(4) Uani 1 1 d G U . . .
H17 H 0.414381 -0.211575 -0.005517 0.028 Uiso 1 1 calc R U . . .
C18 C 0.3906(3) -0.0384(6) -0.0913(4) 0.021(5) Uani 1 1 d G U . . .
H18 H 0.370960 -0.091305 -0.160319 0.025 Uiso 1 1 calc R U . . .
C19 C 0.3939(3) 0.1128(6) -0.0810(4) 0.021(4) Uani 1 1 d G U . . .
H19 H 0.376448 0.161004 -0.143036 0.025 Uiso 1 1 calc R U . . .
C20 C 0.4232(3) 0.1919(5) 0.0221(4) 0.021(4) Uani 1 1 d G U . . .
N10 N 0.4563(4) 0.4111(10) 0.1346(7) 0.023(5) Uani 1 1 d . U . . .
N11 N 0.5442(5) 0.4576(11) 0.3648(8) 0.026(6) Uani 1 1 d . U . . .
N12 N 0.5523(3) 0.1790(5) 0.3848(4) 0.027(6) Uani 1 1 d G U . . .
C26 C 0.5763(3) 0.2769(5) 0.4791(4) 0.025(6) Uani 1 1 d G U . . .
C27 C 0.6053(3) 0.2282(6) 0.5814(4) 0.026(7) Uani 1 1 d G U . . .
H27 H 0.621326 0.293687 0.644488 0.032 Uiso 1 1 calc R U . . .
C28 C 0.6103(3) 0.0816(6) 0.5895(4) 0.028(7) Uani 1 1 d G U . . .
H28 H 0.629716 0.048968 0.657976 0.034 Uiso 1 1 calc R U . . .
C29 C 0.5863(3) -0.0163(5) 0.4953(5) 0.032(7) Uani 1 1 d G U . . .
H29 H 0.589676 -0.114410 0.500667 0.038 Uiso 1 1 calc R U . . .
C30 C 0.5573(3) 0.0324(5) 0.3929(4) 0.031(6) Uani 1 1 d G U . . .
H30 H 0.541245 -0.033070 0.329869 0.037 Uiso 1 1 calc R U . . .
C21 C 0.4262(5) 0.3439(13) 0.0384(9) 0.025(6) Uani 1 1 d . U . . .
H21 H 0.406454 0.394841 -0.020543 0.030 Uiso 1 1 calc R U . . .
C22 C 0.4607(7) 0.5687(14) 0.1499(11) 0.029(6) Uani 1 1 d . U . . .
H22A H 0.501519 0.628180 0.125701 0.034 Uiso 0.520(16) 1 calc R U P B 1
H22B H 0.415281 0.586616 0.103848 0.034 Uiso 0.520(16) 1 calc R U P B 1
H22C H 0.417435 0.577130 0.169696 0.034 Uiso 0.480(16) 1 calc R U P B 2
H22D H 0.459663 0.613728 0.080785 0.034 Uiso 0.480(16) 1 calc R U P B 2
C23A C 0.4714(11) 0.618(3) 0.2608(19) 0.031(7) Uani 0.520(16) 1 d . U P B 1
H23A H 0.429430 0.557272 0.281957 0.037 Uiso 0.520(16) 1 calc R U P B 1
H23B H 0.467440 0.719892 0.260445 0.037 Uiso 0.520(16) 1 calc R U P B 1
C23B C 0.5291(13) 0.654(3) 0.237(2) 0.033(9) Uani 0.480(16) 1 d . U P B 2
H23C H 0.571497 0.643121 0.215751 0.039 Uiso 0.480(16) 1 calc R U P B 2
H23D H 0.530633 0.759603 0.234789 0.039 Uiso 0.480(16) 1 calc R U P B 2
C24 C 0.5403(6) 0.6177(12) 0.3526(10) 0.029(6) Uani 1 1 d . U . . .
H24A H 0.538499 0.660755 0.420930 0.034 Uiso 0.520(16) 1 calc R U P B 1
H24B H 0.584117 0.677612 0.335552 0.034 Uiso 0.520(16) 1 calc R U P B 1
H24C H 0.499667 0.631380 0.377176 0.034 Uiso 0.480(16) 1 calc R U P B 2
H24D H 0.586062 0.685550 0.398672 0.034 Uiso 0.480(16) 1 calc R U P B 2
C25 C 0.5735(6) 0.4294(13) 0.4643(10) 0.026(6) Uani 1 1 d . U . . .
H25 H 0.591746 0.502961 0.522779 0.032 Uiso 1 1 calc R U . . .
Ni3 Ni 0.84098(7) 0.98925(15) 0.22846(11) 0.0241(15) Uani 1 1 d . . . . .
O9 O 0.7430(5) 0.8975(11) 0.2672(9) 0.0293(14) Uani 1 1 d . U . . .
O10 O 0.6649(5) 0.9139(11) 0.3449(8) 0.0417(19) Uani 1 1 d . U . . .
N13 N 0.7247(7) 0.9729(15) 0.3273(11) 0.0345(17) Uani 1 1 d . U . . .
O11 O 0.9547(4) 1.2172(9) 0.1753(7) 0.033(7) Uani 1 1 d . U . . .
O12 O 0.9864(5) 1.0132(12) 0.1897(10) 0.040(8) Uani 1 1 d . U . . .
N14 N 0.9389(5) 1.0782(12) 0.1888(9) 0.030(5) Uani 1 1 d . U . . .
N15 N 0.8921(3) 0.8891(6) 0.3645(4) 0.026(6) Uani 1 1 d G U . . .
C35 C 0.9048(3) 0.9768(5) 0.4605(5) 0.024(6) Uani 1 1 d G U . . .
C34 C 0.9314(3) 0.9248(6) 0.5625(4) 0.026(7) Uani 1 1 d G U . . .
H34 H 0.939872 0.983447 0.626782 0.032 Uiso 1 1 calc R U . . .
C33 C 0.9454(3) 0.7851(6) 0.5686(4) 0.029(7) Uani 1 1 d G U . . .
H33 H 0.963181 0.750311 0.636814 0.035 Uiso 1 1 calc R U . . .
C32 C 0.9327(3) 0.6974(6) 0.4725(5) 0.030(7) Uani 1 1 d G U . . .
H32 H 0.942061 0.603958 0.476570 0.037 Uiso 1 1 calc R U . . .
C31 C 0.9061(3) 0.7494(6) 0.3705(4) 0.031(7) Uani 1 1 d G U . . .
H31 H 0.897632 0.690739 0.306291 0.038 Uiso 1 1 calc R U . . .
N16 N 0.8726(4) 1.1581(10) 0.3460(8) 0.018(6) Uani 1 1 d . U . . .
N17 N 0.7905(4) 1.1087(10) 0.1111(8) 0.022(5) Uani 1 1 d . U . . .
N18 N 0.7950(3) 0.8242(5) 0.0971(4) 0.027(6) Uani 1 1 d G U . . .
C45 C 0.7962(3) 0.6753(6) 0.0894(4) 0.031(7) Uani 1 1 d G U . . .
H45 H 0.820120 0.633845 0.150965 0.037 Uiso 1 1 calc R U . . .
C44 C 0.7617(3) 0.5885(5) -0.0103(5) 0.028(7) Uani 1 1 d G U . . .
H44 H 0.762556 0.488942 -0.015398 0.033 Uiso 1 1 calc R U . . .
C43 C 0.7260(3) 0.6505(6) -0.1023(4) 0.025(7) Uani 1 1 d G U . . .
H43 H 0.702909 0.592431 -0.168942 0.030 Uiso 1 1 calc R U . . .
C42 C 0.7247(3) 0.7993(6) -0.0946(4) 0.022(6) Uani 1 1 d G U . . .
H42 H 0.700826 0.840824 -0.156123 0.026 Uiso 1 1 calc R U . . .
C41 C 0.7592(3) 0.8862(5) 0.0051(4) 0.024(6) Uani 1 1 d G U . . .
C36 C 0.8949(6) 1.1242(13) 0.4457(10) 0.030(6) Uani 1 1 d . U . . .
H36 H 0.904326 1.192081 0.505439 0.036 Uiso 1 1 calc R U . . .
C37 C 0.8653(6) 1.3143(13) 0.3322(10) 0.026(6) Uani 1 1 d . U . . .
H37A H 0.907606 1.375953 0.312450 0.031 Uiso 1 1 calc R U . . .
H37B H 0.864619 1.357933 0.401125 0.031 Uiso 1 1 calc R U . . .
C38 C 0.7935(6) 1.3112(13) 0.2421(10) 0.024(6) Uani 1 1 d . U . . .
H38A H 0.752354 1.243271 0.260825 0.029 Uiso 1 1 calc R U . . .
H38B H 0.786247 1.410688 0.242373 0.029 Uiso 1 1 calc R U . . .
C39 C 0.7902(5) 1.2639(12) 0.1260(10) 0.029(6) Uani 1 1 d . U . . .
H39A H 0.745497 1.278300 0.074992 0.035 Uiso 1 1 calc R U . . .
H39B H 0.832434 1.328563 0.107718 0.035 Uiso 1 1 calc R U . . .
C40 C 0.7584(5) 1.0351(13) 0.0175(9) 0.029(6) Uani 1 1 d . U . . .
H40 H 0.734670 1.080291 -0.041993 0.035 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O2A 2.187(13) . ?
Ni1 O2B 2.216(16) . ?
Ni1 O3 2.053(12) . ?
Ni1 N6 2.087(2) . ?
Ni1 N5 2.032(12) . ?
Ni1 N4 2.028(5) . ?
Ni1 N3 2.109(6) . ?
O1A N1A 1.108(8) . ?
O2A N1A 1.105(9) . ?
O1B N1B 1.13(2) . ?
O2B N1B 1.14(2) . ?
O3 N2 1.275(7) . ?
O4 N2 1.20(2) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.436(13) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
N5 C10 1.282(7) . ?
N5 C9 1.486(15) . ?
N4 C7 1.442(17) . ?
N4 C6 1.293(18) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.402(14) . ?
C10 H10 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.547(16) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.520(9) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C6 H6 0.9300 . ?
Ni2 O5 2.036(12) . ?
Ni2 O7 2.060(15) . ?
Ni2 N9 2.109(6) . ?
Ni2 N10 2.035(5) . ?
Ni2 N11 2.011(13) . ?
Ni2 N12 2.099(2) . ?
O5 N7 1.275(6) . ?
O6 N7 1.195(19) . ?
O7 N8 1.25(4) . ?
O8 N8 1.19(3) . ?
N9 C16 1.3900 . ?
N9 C20 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C20 1.3900 . ?
C20 C21 1.407(16) . ?
N10 C21 1.274(17) . ?
N10 C22 1.45(2) . ?
N11 C24 1.512(16) . ?
N11 C25 1.289(9) . ?
N12 C26 1.3900 . ?
N12 C30 1.3900 . ?
C26 C27 1.3900 . ?
C26 C25 1.439(13) . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?
C22 H22D 0.9700 . ?
C22 C23A 1.42(4) . ?
C22 C23B 1.493(17) . ?
C23A H23A 0.9700 . ?
C23A H23B 0.9700 . ?
C23A C24 1.510(14) . ?
C23B H23C 0.9700 . ?
C23B H23D 0.9700 . ?
C23B C24 1.48(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C24 H24D 0.9700 . ?
C25 H25 0.9300 . ?
Ni3 O9 2.076(12) . ?
Ni3 N14 2.076(12) . ?
Ni3 N15 2.087(2) . ?
Ni3 N16 2.006(13) . ?
Ni3 N17 2.040(5) . ?
Ni3 N18 2.086(6) . ?
O9 N13 1.22(3) . ?
O10 N13 1.236(18) . ?
O11 N14 1.267(11) . ?
O12 N14 1.23(2) . ?
N15 C35 1.3900 . ?
N15 C31 1.3900 . ?
C35 C34 1.3900 . ?
C35 C36 1.435(15) . ?
C34 H34 0.9300 . ?
C34 C33 1.3900 . ?
C33 H33 0.9300 . ?
C33 C32 1.3900 . ?
C32 H32 0.9300 . ?
C32 C31 1.3900 . ?
C31 H31 0.9300 . ?
N16 C36 1.285(9) . ?
N16 C37 1.497(17) . ?
N17 C39 1.453(19) . ?
N17 C40 1.273(16) . ?
N18 C45 1.3900 . ?
N18 C41 1.3900 . ?
C45 H45 0.9300 . ?
C45 C44 1.3900 . ?
C44 H44 0.9300 . ?
C44 C43 1.3900 . ?
C43 H43 0.9300 . ?
C43 C42 1.3900 . ?
C42 H42 0.9300 . ?
C42 C41 1.3900 . ?
C41 C40 1.395(16) . ?
C36 H36 0.9300 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.531(9) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C39 1.52(2) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40 0.9300 . ?

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
O3 Ni1 O2A 162.1(4) . . ?
O3 Ni1 O2B 156.0(6) . . ?
O3 Ni1 N6 82.8(2) . . ?
O3 Ni1 N3 85.9(3) . . ?
N6 Ni1 O2A 84.5(3) . . ?
N6 Ni1 O2B 116.5(8) . . ?
N6 Ni1 N3 106.8(2) . . ?
N5 Ni1 O2A 98.5(5) . . ?
N5 Ni1 O2B 78.9(10) . . ?
N5 Ni1 O3 91.6(4) . . ?
N5 Ni1 N6 80.0(2) . . ?
N5 Ni1 N3 172.42(17) . . ?
N4 Ni1 O2A 101.4(4) . . ?
N4 Ni1 O2B 65.8(8) . . ?
N4 Ni1 O3 92.9(4) . . ?
N4 Ni1 N6 170.7(2) . . ?
N4 Ni1 N5 92.0(4) . . ?
N4 Ni1 N3 81.0(4) . . ?
N3 Ni1 O2A 85.8(4) . . ?
N3 Ni1 O2B 100.6(10) . . ?
N1A O2A Ni1 103.6(9) . . ?
O2A N1A O1A 149.4(15) . . ?
N1B O2B Ni1 105(3) . . ?
O1B N1B O2B 128(3) . . ?
N2 O3 Ni1 119.7(9) . . ?
O4 N2 O3 116.0(10) . . ?
C11 N6 Ni1 110.0(3) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 129.9(3) . . ?
N6 C11 C10 116.4(5) . . ?
C12 C11 N6 120.0 . . ?
C12 C11 C10 123.3(5) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C10 N5 Ni1 115.7(9) . . ?
C10 N5 C9 116.5(11) . . ?
C9 N5 Ni1 127.8(5) . . ?
C7 N4 Ni1 127.0(7) . . ?
C6 N4 Ni1 112.6(8) . . ?
C6 N4 C7 119.8(6) . . ?
C1 N3 Ni1 131.70(19) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 108.00(19) . . ?
N3 C1 H1 120.0 . . ?
C2 C1 N3 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 117.2(5) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 122.8(5) . . ?
C11 C10 H10 121.3 . . ?
N5 C10 C11 117.3(12) . . ?
N5 C10 H10 121.3 . . ?
N5 C9 H9A 109.7 . . ?
N5 C9 H9B 109.7 . . ?
N5 C9 C8 109.7(14) . . ?
H9A C9 H9B 108.2 . . ?
C8 C9 H9A 109.7 . . ?
C8 C9 H9B 109.7 . . ?
C9 C8 H8A 108.5 . . ?
C9 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?
C7 C8 C9 114.9(8) . . ?
C7 C8 H8A 108.5 . . ?
C7 C8 H8B 108.5 . . ?
N4 C7 C8 111.9(9) . . ?
N4 C7 H7A 109.2 . . ?
N4 C7 H7B 109.2 . . ?
C8 C7 H7A 109.2 . . ?
C8 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N4 C6 C5 120.0(5) . . ?
N4 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
O5 Ni2 O7 171.6(5) . . ?
O5 Ni2 N9 87.1(4) . . ?
O5 Ni2 N12 87.3(2) . . ?
O7 Ni2 N9 88.2(5) . . ?
O7 Ni2 N12 87.5(3) . . ?
N10 Ni2 O5 93.0(4) . . ?
N10 Ni2 O7 93.1(4) . . ?
N10 Ni2 N9 80.4(3) . . ?
N10 Ni2 N12 171.5(4) . . ?
N11 Ni2 O5 93.2(5) . . ?
N11 Ni2 O7 92.4(6) . . ?
N11 Ni2 N9 172.13(19) . . ?
N11 Ni2 N10 91.8(4) . . ?
N11 Ni2 N12 79.7(2) . . ?
N12 Ni2 N9 108.1(2) . . ?
N7 O5 Ni2 115.6(11) . . ?
O6 N7 O5 115.1(13) . . ?
N8 O7 Ni2 117.1(8) . . ?
O8 N8 O7 114.4(12) . . ?
C16 N9 Ni2 131.3(2) . . ?
C16 N9 C20 120.0 . . ?
C20 N9 Ni2 108.22(18) . . ?
N9 C16 H16 120.0 . . ?
N9 C16 C17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C20 C19 H19 120.0 . . ?
N9 C20 C21 117.3(4) . . ?
C19 C20 N9 120.0 . . ?
C19 C20 C21 122.7(4) . . ?
C21 N10 Ni2 114.0(9) . . ?
C21 N10 C22 119.0(7) . . ?
C22 N10 Ni2 126.9(7) . . ?
C24 N11 Ni2 128.3(5) . . ?
C25 N11 Ni2 117.0(9) . . ?
C25 N11 C24 114.4(12) . . ?
C26 N12 Ni2 109.2(3) . . ?
C26 N12 C30 120.0 . . ?
C30 N12 Ni2 130.4(2) . . ?
N12 C26 C27 120.0 . . ?
N12 C26 C25 117.1(6) . . ?
C27 C26 C25 122.8(5) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C30 C29 H29 120.0 . . ?
N12 C30 H30 120.0 . . ?
C29 C30 N12 120.0 . . ?
C29 C30 H30 120.0 . . ?
C20 C21 H21 120.3 . . ?
N10 C21 C20 119.4(6) . . ?
N10 C21 H21 120.3 . . ?
N10 C22 H22A 108.9 . . ?
N10 C22 H22B 108.9 . . ?
N10 C22 H22C 109.0 . . ?
N10 C22 H22D 109.0 . . ?
N10 C22 C23B 113.1(14) . . ?
H22A C22 H22B 107.7 . . ?
H22C C22 H22D 107.8 . . ?
C23A C22 N10 113.5(10) . . ?
C23A C22 H22A 108.9 . . ?
C23A C22 H22B 108.9 . . ?
C23B C22 H22C 109.0 . . ?
C23B C22 H22D 109.0 . . ?
C22 C23A H23A 106.7 . . ?
C22 C23A H23B 106.7 . . ?
C22 C23A C24 122(3) . . ?
H23A C23A H23B 106.6 . . ?
C24 C23A H23A 106.7 . . ?
C24 C23A H23B 106.7 . . ?
C22 C23B H23C 107.4 . . ?
C22 C23B H23D 107.4 . . ?
H23C C23B H23D 106.9 . . ?
C24 C23B C22 119.7(12) . . ?
C24 C23B H23C 107.4 . . ?
C24 C23B H23D 107.4 . . ?
N11 C24 H24A 110.0 . . ?
N11 C24 H24B 110.0 . . ?
N11 C24 H24C 109.4 . . ?
N11 C24 H24D 109.4 . . ?
C23A C24 N11 108.7(12) . . ?
C23A C24 H24A 110.0 . . ?
C23A C24 H24B 110.0 . . ?
C23B C24 N11 111.0(18) . . ?
C23B C24 H24C 109.4 . . ?
C23B C24 H24D 109.4 . . ?
H24A C24 H24B 108.3 . . ?
H24C C24 H24D 108.0 . . ?
N11 C25 C26 115.8(12) . . ?
N11 C25 H25 122.1 . . ?
C26 C25 H25 122.1 . . ?
O9 Ni3 N14 179.2(7) . . ?
O9 Ni3 N15 86.2(2) . . ?
O9 Ni3 N18 84.2(5) . . ?
N14 Ni3 N15 93.6(2) . . ?
N14 Ni3 N18 95.1(5) . . ?
N16 Ni3 O9 91.6(5) . . ?
N16 Ni3 N14 89.1(6) . . ?
N16 Ni3 N15 79.6(3) . . ?
N16 Ni3 N17 92.7(4) . . ?
N16 Ni3 N18 172.0(3) . . ?
N17 Ni3 O9 91.7(3) . . ?
N17 Ni3 N14 88.6(3) . . ?
N17 Ni3 N15 172.0(5) . . ?
N17 Ni3 N18 80.6(4) . . ?
N18 Ni3 N15 106.8(2) . . ?
N13 O9 Ni3 118.4(6) . . ?
O9 N13 O10 115.5(12) . . ?
O11 N14 Ni3 116.0(13) . . ?
O12 N14 Ni3 126.1(5) . . ?
O12 N14 O11 117.3(11) . . ?
C35 N15 Ni3 109.7(3) . . ?
C35 N15 C31 120.0 . . ?
C31 N15 Ni3 129.9(3) . . ?
N15 C35 C36 115.7(6) . . ?
C34 C35 N15 120.0 . . ?
C34 C35 C36 124.0(6) . . ?
C35 C34 H34 120.0 . . ?
C35 C34 C33 120.0 . . ?
C33 C34 H34 120.0 . . ?
C34 C33 H33 120.0 . . ?
C34 C33 C32 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C32 H32 120.0 . . ?
C31 C32 C33 120.0 . . ?
C31 C32 H32 120.0 . . ?
N15 C31 H31 120.0 . . ?
C32 C31 N15 120.0 . . ?
C32 C31 H31 120.0 . . ?
C36 N16 Ni3 116.0(9) . . ?
C36 N16 C37 116.1(13) . . ?
C37 N16 Ni3 127.5(6) . . ?
C39 N17 Ni3 126.1(6) . . ?
C40 N17 Ni3 113.7(8) . . ?
C40 N17 C39 120.3(7) . . ?
C45 N18 Ni3 131.5(2) . . ?
C45 N18 C41 120.0 . . ?
C41 N18 Ni3 108.5(2) . . ?
N18 C45 H45 120.0 . . ?
C44 C45 N18 120.0 . . ?
C44 C45 H45 120.0 . . ?
C45 C44 H44 120.0 . . ?
C45 C44 C43 120.0 . . ?
C43 C44 H44 120.0 . . ?
C44 C43 H43 120.0 . . ?
C44 C43 C42 120.0 . . ?
C42 C43 H43 120.0 . . ?
C43 C42 H42 120.0 . . ?
C41 C42 C43 120.0 . . ?
C41 C42 H42 120.0 . . ?
N18 C41 C40 117.8(4) . . ?
C42 C41 N18 120.0 . . ?
C42 C41 C40 122.2(4) . . ?
C35 C36 H36 121.6 . . ?
N16 C36 C35 116.9(15) . . ?
N16 C36 H36 121.6 . . ?
N16 C37 H37A 109.7 . . ?
N16 C37 H37B 109.7 . . ?
N16 C37 C38 109.9(8) . . ?
H37A C37 H37B 108.2 . . ?
C38 C37 H37A 109.7 . . ?
C38 C37 H37B 109.7 . . ?
C37 C38 H38A 108.3 . . ?
C37 C38 H38B 108.3 . . ?
H38A C38 H38B 107.4 . . ?
C39 C38 C37 116.0(15) . . ?
C39 C38 H38A 108.3 . . ?
C39 C38 H38B 108.3 . . ?
N17 C39 C38 113.7(6) . . ?
N17 C39 H39A 108.8 . . ?
N17 C39 H39B 108.8 . . ?
C38 C39 H39A 108.8 . . ?
C38 C39 H39B 108.8 . . ?
H39A C39 H39B 107.7 . . ?
N17 C40 C41 119.3(6) . . ?
N17 C40 H40 120.3 . . ?
C41 C40 H40 120.3 . . ?

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 O2A N1A O1A 39(3) . . . . ?
Ni1 O2B N1B O1B 49(8) . . . . ?
Ni1 O3 N2 O4 177.1(10) . . . . ?
Ni1 N6 C11 C12 177.2(4) . . . . ?
Ni1 N6 C11 C10 -8.5(8) . . . . ?
Ni1 N6 C15 C14 -176.6(5) . . . . ?
Ni1 N5 C10 C11 -0.2(18) . . . . ?
Ni1 N5 C9 C8 -30.5(15) . . . . ?
Ni1 N4 C7 C8 34.0(19) . . . . ?
Ni1 N4 C6 C5 9.2(15) . . . . ?
Ni1 N3 C1 C2 -172.9(4) . . . . ?
Ni1 N3 C5 C4 174.4(4) . . . . ?
Ni1 N3 C5 C6 -6.2(7) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 6.1(17) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 -179.8(10) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 174.3(9) . . . . ?
N5 C9 C8 C7 67.1(17) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 -1.7(15) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 179.3(8) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 -179.3(9) . . . . ?
C4 C5 C6 N4 177.6(9) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
C10 C11 C12 C13 -173.9(10) . . . . ?
C10 N5 C9 C8 150.5(12) . . . . ?
C9 N5 C10 C11 178.9(12) . . . . ?
C9 C8 C7 N4 -70(2) . . . . ?
C7 N4 C6 C5 -179.1(11) . . . . ?
C6 N4 C7 C8 -136.4(13) . . . . ?
Ni2 O5 N7 O6 178.1(9) . . . . ?
Ni2 O7 N8 O8 179.1(4) . . . . ?
Ni2 N9 C16 C17 -171.4(4) . . . . ?
Ni2 N9 C20 C19 173.2(3) . . . . ?
Ni2 N9 C20 C21 -8.4(7) . . . . ?
Ni2 N10 C21 C20 2.8(15) . . . . ?
Ni2 N10 C22 C23A -24.9(18) . . . . ?
Ni2 N10 C22 C23B 29(2) . . . . ?
Ni2 N11 C24 C23A 26(2) . . . . ?
Ni2 N11 C24 C23B -25.1(18) . . . . ?
Ni2 N11 C25 C26 4.7(17) . . . . ?
Ni2 N12 C26 C27 173.1(3) . . . . ?
Ni2 N12 C26 C25 -10.5(7) . . . . ?
Ni2 N12 C30 C29 -171.4(4) . . . . ?
N9 C16 C17 C18 0.0 . . . . ?
N9 C20 C21 N10 4.2(15) . . . . ?
C16 N9 C20 C19 0.0 . . . . ?
C16 N9 C20 C21 178.4(8) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 N9 0.0 . . . . ?
C18 C19 C20 C21 -178.3(8) . . . . ?
C19 C20 C21 N10 -177.4(9) . . . . ?
C20 N9 C16 C17 0.0 . . . . ?
N10 C22 C23A C24 63.7(14) . . . . ?
N10 C22 C23B C24 -65(4) . . . . ?
N12 C26 C27 C28 0.0 . . . . ?
N12 C26 C25 N11 4.5(15) . . . . ?
C26 N12 C30 C29 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C26 C25 N11 -179.2(9) . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 N12 0.0 . . . . ?
C30 N12 C26 C27 0.0 . . . . ?
C30 N12 C26 C25 176.5(8) . . . . ?
C21 N10 C22 C23A 160.0(15) . . . . ?
C21 N10 C22 C23B -146.2(19) . . . . ?
C22 N10 C21 C20 178.6(12) . . . . ?
C22 C23A C24 N11 -63.1(15) . . . . ?
C22 C23B C24 N11 61(3) . . . . ?
C24 N11 C25 C26 178.4(10) . . . . ?
C25 N11 C24 C23A -146.9(18) . . . . ?
C25 N11 C24 C23B 162.0(15) . . . . ?
C25 C26 C27 C28 -176.3(9) . . . . ?
Ni3 O9 N13 O10 178.1(4) . . . . ?
Ni3 N15 C35 C34 173.4(3) . . . . ?
Ni3 N15 C35 C36 -11.9(6) . . . . ?
Ni3 N15 C31 C32 -171.8(4) . . . . ?
Ni3 N16 C36 C35 8.6(14) . . . . ?
Ni3 N16 C37 C38 35.2(18) . . . . ?
Ni3 N17 C39 C38 -30.7(13) . . . . ?
Ni3 N17 C40 C41 1.4(15) . . . . ?
Ni3 N18 C45 C44 -178.7(4) . . . . ?
Ni3 N18 C41 C42 179.0(3) . . . . ?
Ni3 N18 C41 C40 -2.1(7) . . . . ?
N15 C35 C34 C33 0.0 . . . . ?
N15 C35 C36 N16 2.8(12) . . . . ?
C35 N15 C31 C32 0.0 . . . . ?
C35 C34 C33 C32 0.0 . . . . ?
C34 C35 C36 N16 177.3(7) . . . . ?
C34 C33 C32 C31 0.0 . . . . ?
C33 C32 C31 N15 0.0 . . . . ?
C31 N15 C35 C34 0.0 . . . . ?
C31 N15 C35 C36 174.7(6) . . . . ?
N16 C37 C38 C39 -66.7(12) . . . . ?
N18 C45 C44 C43 0.0 . . . . ?
N18 C41 C40 N17 0.6(14) . . . . ?
C45 N18 C41 C42 0.0 . . . . ?
C45 N18 C41 C40 178.9(8) . . . . ?
C45 C44 C43 C42 0.0 . . . . ?
C44 C43 C42 C41 0.0 . . . . ?
C43 C42 C41 N18 0.0 . . . . ?
C43 C42 C41 C40 -178.9(8) . . . . ?
C42 C41 C40 N17 179.5(9) . . . . ?
C41 N18 C45 C44 0.0 . . . . ?
C36 C35 C34 C33 -174.3(7) . . . . ?
C36 N16 C37 C38 -137.5(12) . . . . ?
C37 N16 C36 C35 -177.9(9) . . . . ?
C37 C38 C39 N17 65.8(9) . . . . ?
C39 N17 C40 C41 -179.8(11) . . . . ?
C40 N17 C39 C38 150.7(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-10-III
_database_code_depnum_ccdc_archive 'CCDC 2352777'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-10-III     
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0004 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.2278 0.4037 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0016 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.306(3)
_cell_length_b                   9.1663(8)
_cell_length_c                   12.558(3)
_cell_angle_alpha                90.212(12)
_cell_angle_beta                 105.34(2)
_cell_angle_gamma                87.125(13)
_cell_volume                     1364.3(5)
_cell_formula_units_Z            4

_cell_measurement_temperature    293
_cell_measurement_reflns_used    303
_cell_measurement_theta_min      2.6870
_cell_measurement_theta_max      18.6320
_exptl_absorpt_coefficient_mu    0.339
_exptl_absorpt_correction_T_min  0.71798
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.962


_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.0752
_diffrn_reflns_av_unetI/netI     0.1445
_diffrn_reflns_Laue_measured_fraction_full 0.270
_diffrn_reflns_Laue_measured_fraction_max 0.145
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3546
_diffrn_reflns_point_group_measured_fraction_full 0.270
_diffrn_reflns_point_group_measured_fraction_max 0.145
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.625
_diffrn_reflns_theta_min         1.580
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.270
_diffrn_measured_fraction_theta_max 0.145
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1410
_reflns_number_total             2406
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_refine_diff_density_max         0.860
_refine_diff_density_min         -0.625
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         2406
_refine_ls_number_restraints     336
_refine_ls_R_factor_all          0.1424
_refine_ls_R_factor_gt           0.0936
_refine_ls_restrained_S_all      0.932
_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)+(0.1731P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2343
_refine_ls_wR_factor_ref         0.2721
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N3 \\sim C5 \\sim C4 \\sim C3 \\sim C2 \\sim C1: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
N12 \\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N9 \\sim C20 \\sim C19 \\sim C18 \\sim C17 \\sim C16: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
O5 \\sim N7 \\sim O6: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
O8 \\sim N8 \\sim O7: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
O1 \\sim N1 \\sim O2: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
Uanis(N4) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C9) \\sim
Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C6) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(C21) \\sim Ueq, Uanis(N10) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23)
\\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(N11) \\sim Ueq, Uanis(C25) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O4) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(O3) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O1) \\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(O2) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O1) \\sim Ueq, Uanis(O8) \\sim Ueq, Uanis(N8) \\sim Ueq, Uanis(O7) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O5) \\sim Ueq, Uanis(N7) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O8) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(N10) \\sim Ueq, Uanis(N4) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C22(H22A,H22B), C23(H23A,H23B),
 C24(H24A,H24B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C6(H6), C10(H10), C16(H16), C17(H17), C18(H18), C19(H19), C27(H27), C28(H28),
 C29(H29), C30(H30), C21(H21), C25(H25)
3.c Fitted hexagon refined as free rotating group:
 N3(C1,C2,C3,C4,C5), N6(C11,C12,C13,C14,C15), N9(C16,C17,C18,C19,C20), N12(C26,
 C27,C28,C29,C30)
;
_atom_sites_solution_hydrogens   geom
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 0.2609(2) 0.52798(13) 0.2331(2) 0.019(3) Uani 1 1 d . . . . .
O1 O 0.1105(14) 0.5044(8) 0.2809(13) 0.0265(17) Uani 1 1 d . U . . .
O2 O -0.0002(18) 0.5918(12) 0.3607(18) 0.037(8) Uani 1 1 d . U . . .
N1 N 0.089(2) 0.6040(11) 0.341(2) 0.027(4) Uani 1 1 d . U . . .
O4 O 0.4104(16) 0.4853(8) 0.1759(15) 0.038(6) Uani 1 1 d . U . . .
O3 O 0.4378(15) 0.7088(10) 0.1889(14) 0.045(10) Uani 1 1 d . U . . .
N2 N 0.458(2) 0.5846(11) 0.1704(19) 0.043(6) Uani 1 1 d . U . . .
N3 N 0.1850(10) 0.3961(5) 0.1029(7) 0.017(8) Uani 1 1 d G U . . .
C1 C 0.1795(11) 0.2450(5) 0.0985(7) 0.020(8) Uani 1 1 d G U . . .
H1 H 0.208826 0.188699 0.162045 0.024 Uiso 1 1 calc R U . . .
C2 C 0.1302(11) 0.1780(4) -0.0008(8) 0.020(8) Uani 1 1 d G U . . .
H2 H 0.126506 0.076962 -0.003746 0.024 Uiso 1 1 calc R U . . .
C3 C 0.0864(10) 0.2622(6) -0.0958(7) 0.016(8) Uani 1 1 d G U . . .
H3 H 0.053358 0.217375 -0.162221 0.019 Uiso 1 1 calc R U . . .
C4 C 0.0919(10) 0.4132(6) -0.0914(7) 0.019(8) Uani 1 1 d G U . . .
H4 H 0.062529 0.469526 -0.154907 0.023 Uiso 1 1 calc R U . . .
C5 C 0.1412(10) 0.4802(4) 0.0080(8) 0.015(8) Uani 1 1 d G U . . .
N4 N 0.1870(14) 0.6801(8) 0.1181(14) 0.0191(17) Uani 1 1 d . U . . .
N5 N 0.3143(16) 0.6786(9) 0.3489(14) 0.026(6) Uani 1 1 d . U . . .
N6 N 0.3365(10) 0.3926(6) 0.3680(7) 0.030(9) Uani 1 1 d G U . . .
C11 C 0.3610(11) 0.4758(5) 0.4634(8) 0.036(9) Uani 1 1 d G U . . .
C12 C 0.4048(11) 0.4081(7) 0.5657(7) 0.036(10) Uani 1 1 d G U . . .
H12 H 0.421181 0.463785 0.629556 0.043 Uiso 1 1 calc R U . . .
C13 C 0.4241(12) 0.2573(7) 0.5727(7) 0.036(10) Uani 1 1 d G U . . .
H13 H 0.453412 0.212068 0.641149 0.043 Uiso 1 1 calc R U . . .
C14 C 0.3996(12) 0.1741(5) 0.4773(9) 0.035(10) Uani 1 1 d G U . . .
H14 H 0.412520 0.073239 0.481955 0.042 Uiso 1 1 calc R U . . .
C15 C 0.3558(10) 0.2418(6) 0.3750(8) 0.033(10) Uani 1 1 d G U . . .
H15 H 0.339396 0.186127 0.311167 0.039 Uiso 1 1 calc R U . . .
C6 C 0.1373(18) 0.6304(10) 0.0247(17) 0.022(6) Uani 1 1 d . U . . .
H6 H 0.098545 0.693436 -0.032068 0.027 Uiso 1 1 calc R U . . .
C7 C 0.1841(18) 0.8410(9) 0.1335(15) 0.022(6) Uani 1 1 d . U . . .
H7A H 0.246067 0.880764 0.110604 0.026 Uiso 1 1 calc R U . . .
H7B H 0.114302 0.883659 0.086385 0.026 Uiso 1 1 calc R U . . .
C8 C 0.1925(18) 0.8823(10) 0.2477(16) 0.027(6) Uani 1 1 d . U . . .
H8A H 0.129821 0.841948 0.268881 0.032 Uiso 1 1 calc R U . . .
H8B H 0.182440 0.987784 0.249651 0.032 Uiso 1 1 calc R U . . .
C9 C 0.2997(18) 0.8368(10) 0.3347(15) 0.020(6) Uani 1 1 d . U . . .
H9A H 0.363954 0.872830 0.313601 0.024 Uiso 1 1 calc R U . . .
H9B H 0.297622 0.880956 0.404476 0.024 Uiso 1 1 calc R U . . .
C10 C 0.3520(17) 0.6272(9) 0.4463(16) 0.020(6) Uani 1 1 d . U . . .
H10 H 0.373473 0.689729 0.505831 0.024 Uiso 1 1 calc R U . . .
Ni2 Ni 0.7383(2) 0.06065(13) 0.2670(2) 0.014(3) Uani 1 1 d . . . . .
O5 O 0.8827(14) 0.0162(7) 0.2245(13) 0.022(5) Uani 1 1 d . U . . .
O6 O 0.9968(19) 0.0923(12) 0.1420(19) 0.034(8) Uani 1 1 d . U . . .
N7 N 0.917(2) 0.1140(14) 0.159(2) 0.030(5) Uani 1 1 d . U . . .
O7 O 0.5665(15) 0.2383(8) 0.3272(13) 0.035(8) Uani 1 1 d . U . . .
O8 O 0.5212(15) 0.0182(9) 0.3074(15) 0.039(2) Uani 1 1 d . U . . .
N8 N 0.5967(16) 0.1096(9) 0.3069(15) 0.027(5) Uani 1 1 d . U . . .
N9 N 0.6632(10) -0.0647(6) 0.1320(7) 0.026(9) Uani 1 1 d G U . . .
C16 C 0.6426(10) -0.2126(6) 0.1265(7) 0.028(9) Uani 1 1 d G U . . .
H16 H 0.655776 -0.267808 0.191105 0.033 Uiso 1 1 calc R U . . .
C17 C 0.6023(11) -0.2780(5) 0.0246(8) 0.031(9) Uani 1 1 d G U . . .
H17 H 0.588461 -0.376999 0.020999 0.037 Uiso 1 1 calc R U . . .
C18 C 0.5826(10) -0.1955(6) -0.0719(7) 0.029(9) Uani 1 1 d G U . . .
H18 H 0.555566 -0.239308 -0.140065 0.035 Uiso 1 1 calc R U . . .
C19 C 0.6032(10) -0.0476(6) -0.0665(7) 0.029(9) Uani 1 1 d G U . . .
H19 H 0.589987 0.007576 -0.131025 0.034 Uiso 1 1 calc R U . . .
C20 C 0.6435(10) 0.0178(5) 0.0355(8) 0.027(9) Uani 1 1 d G U . . .
N10 N 0.6864(15) 0.2151(8) 0.1516(13) 0.0171(16) Uani 1 1 d . U . . .
N11 N 0.8129(14) 0.2025(8) 0.3828(13) 0.017(6) Uani 1 1 d . U . . .
N12 N 0.8116(10) -0.0800(5) 0.3969(7) 0.018(9) Uani 1 1 d G U . . .
C26 C 0.8587(11) -0.0013(4) 0.4912(8) 0.022(9) Uani 1 1 d G U . . .
C27 C 0.9094(11) -0.0743(6) 0.5901(7) 0.022(9) Uani 1 1 d G U . . .
H27 H 0.940948 -0.021565 0.653148 0.026 Uiso 1 1 calc R U . . .
C28 C 0.9130(11) -0.2260(6) 0.5946(7) 0.023(9) Uani 1 1 d G U . . .
H28 H 0.946946 -0.274777 0.660733 0.028 Uiso 1 1 calc R U . . .
C29 C 0.8659(12) -0.3047(4) 0.5003(8) 0.021(9) Uani 1 1 d G U . . .
H29 H 0.868312 -0.406211 0.503330 0.025 Uiso 1 1 calc R U . . .
C30 C 0.8152(11) -0.2317(5) 0.4014(7) 0.022(9) Uani 1 1 d G U . . .
H30 H 0.783680 -0.284435 0.338340 0.026 Uiso 1 1 calc R U . . .
C21 C 0.6568(19) 0.1693(12) 0.0501(17) 0.025(6) Uani 1 1 d . U . . .
H21 H 0.645011 0.233248 -0.009677 0.030 Uiso 1 1 calc R U . . .
C22 C 0.6952(18) 0.3743(10) 0.1675(17) 0.024(6) Uani 1 1 d . U . . .
H22A H 0.633146 0.412974 0.195094 0.029 Uiso 1 1 calc R U . . .
H22B H 0.689768 0.421462 0.097116 0.029 Uiso 1 1 calc R U . . .
C23 C 0.8086(19) 0.4086(11) 0.2502(18) 0.030(6) Uani 1 1 d . U . . .
H23A H 0.869775 0.358782 0.226920 0.036 Uiso 1 1 calc R U . . .
H23B H 0.818686 0.512769 0.248041 0.036 Uiso 1 1 calc R U . . .
C24 C 0.8160(18) 0.3643(10) 0.3654(17) 0.023(6) Uani 1 1 d . U . . .
H24A H 0.753983 0.412997 0.387909 0.027 Uiso 1 1 calc R U . . .
H24B H 0.885624 0.398095 0.413067 0.027 Uiso 1 1 calc R U . . .
C25 C 0.861(2) 0.1469(11) 0.4758(18) 0.026(6) Uani 1 1 d . U . . .
H25 H 0.896821 0.205415 0.533709 0.032 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 2.11(3) . ?
Ni1 O4 2.16(3) . ?
Ni1 N3 2.074(4) . ?
Ni1 N4 2.013(10) . ?
Ni1 N5 2.005(9) . ?
Ni1 N6 2.084(6) . ?
O1 N1 1.25(3) . ?
O2 N1 1.20(5) . ?
O4 N2 1.12(3) . ?
O3 N2 1.189(16) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.392(10) . ?
N4 C6 1.265(17) . ?
N4 C7 1.486(10) . ?
N5 C9 1.458(12) . ?
N5 C10 1.27(2) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.399(11) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.46(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.515(14) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10 0.9300 . ?
Ni2 O5 2.01(2) . ?
Ni2 N8 1.97(3) . ?
Ni2 N9 2.077(5) . ?
Ni2 N10 1.987(12) . ?
Ni2 N11 2.012(7) . ?
Ni2 N12 2.064(6) . ?
O5 N7 1.38(4) . ?
O6 N7 1.07(5) . ?
O7 N8 1.264(16) . ?
O8 N8 1.28(3) . ?
N9 C16 1.3900 . ?
N9 C20 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C20 1.3900 . ?
C20 C21 1.412(12) . ?
N10 C21 1.30(2) . ?
N10 C22 1.478(11) . ?
N11 C24 1.505(15) . ?
N11 C25 1.26(2) . ?
N12 C26 1.3900 . ?
N12 C30 1.3900 . ?
C26 C27 1.3900 . ?
C26 C25 1.374(14) . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.550(17) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.48(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25 0.9300 . ?

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 O4 163.4(3) . . ?
N3 Ni1 O1 83.7(5) . . ?
N3 Ni1 O4 84.3(5) . . ?
N3 Ni1 N6 107.7(2) . . ?
N4 Ni1 O1 92.3(7) . . ?
N4 Ni1 O4 96.6(8) . . ?
N4 Ni1 N3 79.4(3) . . ?
N4 Ni1 N6 172.2(5) . . ?
N5 Ni1 O1 92.3(8) . . ?
N5 Ni1 O4 101.2(8) . . ?
N5 Ni1 N3 170.9(3) . . ?
N5 Ni1 N4 92.7(4) . . ?
N5 Ni1 N6 79.9(4) . . ?
N6 Ni1 O1 85.4(5) . . ?
N6 Ni1 O4 87.5(6) . . ?
N1 O1 Ni1 114.1(16) . . ?
O2 N1 O1 112.1(15) . . ?
N2 O4 Ni1 114.4(16) . . ?
O4 N2 O3 130(3) . . ?
C1 N3 Ni1 129.8(3) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 110.1(3) . . ?
N3 C1 H1 120.0 . . ?
C2 C1 N3 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 115.0(8) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 124.4(7) . . ?
C6 N4 Ni1 115.1(7) . . ?
C6 N4 C7 118.4(11) . . ?
C7 N4 Ni1 126.5(8) . . ?
C9 N5 Ni1 126.9(9) . . ?
C10 N5 Ni1 114.4(7) . . ?
C10 N5 C9 118.1(11) . . ?
C11 N6 Ni1 109.2(3) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 130.6(3) . . ?
N6 C11 C12 120.0 . . ?
N6 C11 C10 115.3(9) . . ?
C12 C11 C10 124.2(8) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C5 C6 H6 120.4 . . ?
N4 C6 C5 119.2(11) . . ?
N4 C6 H6 120.4 . . ?
N4 C7 H7A 109.0 . . ?
N4 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 N4 112.8(16) . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
C7 C8 H8A 107.8 . . ?
C7 C8 H8B 107.8 . . ?
C7 C8 C9 118(2) . . ?
H8A C8 H8B 107.1 . . ?
C9 C8 H8A 107.8 . . ?
C9 C8 H8B 107.8 . . ?
N5 C9 C8 112.0(9) . . ?
N5 C9 H9A 109.2 . . ?
N5 C9 H9B 109.2 . . ?
C8 C9 H9A 109.2 . . ?
C8 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
N5 C10 C11 119.6(10) . . ?
N5 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
O5 Ni2 N9 85.8(5) . . ?
O5 Ni2 N11 91.8(7) . . ?
O5 Ni2 N12 83.3(6) . . ?
N8 Ni2 O5 178.4(5) . . ?
N8 Ni2 N9 94.6(5) . . ?
N8 Ni2 N10 85.6(8) . . ?
N8 Ni2 N11 87.6(7) . . ?
N8 Ni2 N12 98.1(6) . . ?
N10 Ni2 O5 93.0(8) . . ?
N10 Ni2 N9 79.5(3) . . ?
N10 Ni2 N11 93.4(4) . . ?
N10 Ni2 N12 171.5(4) . . ?
N11 Ni2 N9 172.3(6) . . ?
N11 Ni2 N12 79.2(3) . . ?
N12 Ni2 N9 107.8(2) . . ?
N7 O5 Ni2 119.0(11) . . ?
O6 N7 O5 117.8(17) . . ?
O7 N8 Ni2 123.1(18) . . ?
O7 N8 O8 112(2) . . ?
O8 N8 Ni2 124.4(11) . . ?
C16 N9 Ni2 129.8(3) . . ?
C16 N9 C20 120.0 . . ?
C20 N9 Ni2 109.9(4) . . ?
N9 C16 H16 120.0 . . ?
N9 C16 C17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 120.0 . . ?
C20 C19 H19 120.0 . . ?
N9 C20 C21 115.6(10) . . ?
C19 C20 N9 120.0 . . ?
C19 C20 C21 124.2(9) . . ?
C21 N10 Ni2 115.7(7) . . ?
C21 N10 C22 116.9(15) . . ?
C22 N10 Ni2 126.6(9) . . ?
C24 N11 Ni2 125.3(9) . . ?
C25 N11 Ni2 115.2(7) . . ?
C25 N11 C24 119.5(8) . . ?
C26 N12 Ni2 110.1(3) . . ?
C26 N12 C30 120.0 . . ?
C30 N12 Ni2 129.8(3) . . ?
N12 C26 C27 120.0 . . ?
C25 C26 N12 115.5(8) . . ?
C25 C26 C27 124.2(7) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29 120.0 . . ?
N12 C30 H30 120.0 . . ?
C29 C30 N12 120.0 . . ?
C29 C30 H30 120.0 . . ?
C20 C21 H21 121.7 . . ?
N10 C21 C20 116.6(17) . . ?
N10 C21 H21 121.7 . . ?
N10 C22 H22A 109.5 . . ?
N10 C22 H22B 109.5 . . ?
N10 C22 C23 110.8(9) . . ?
H22A C22 H22B 108.1 . . ?
C23 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
C22 C23 H23A 108.9 . . ?
C22 C23 H23B 108.9 . . ?
H23A C23 H23B 107.7 . . ?
C24 C23 C22 113(2) . . ?
C24 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
N11 C24 H24A 108.6 . . ?
N11 C24 H24B 108.6 . . ?
C23 C24 N11 114.6(13) . . ?
C23 C24 H24A 108.6 . . ?
C23 C24 H24B 108.6 . . ?
H24A C24 H24B 107.6 . . ?
N11 C25 C26 119.4(8) . . ?
N11 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?

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 175.6(14) . . . . ?
Ni1 O4 N2 O3 -2(3) . . . . ?
Ni1 N3 C1 C2 -175.6(10) . . . . ?
Ni1 N3 C5 C4 176.4(8) . . . . ?
Ni1 N3 C5 C6 -12.0(16) . . . . ?
Ni1 N4 C6 C5 -3(4) . . . . ?
Ni1 N4 C7 C8 -27(3) . . . . ?
Ni1 N5 C9 C8 31(3) . . . . ?
Ni1 N5 C10 C11 5(3) . . . . ?
Ni1 N6 C11 C12 175.5(8) . . . . ?
Ni1 N6 C11 C10 -12.2(14) . . . . ?
Ni1 N6 C15 C14 -174.4(10) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 10(3) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 171.6(18) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 -171(2) . . . . ?
C4 C5 C6 N4 -179(2) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
N4 C7 C8 C9 63(3) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 6(3) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 177.6(18) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 172.2(17) . . . . ?
C6 N4 C7 C8 152(3) . . . . ?
C7 N4 C6 C5 179(2) . . . . ?
C7 C8 C9 N5 -66(3) . . . . ?
C9 N5 C10 C11 176(2) . . . . ?
C10 N5 C9 C8 -140(3) . . . . ?
C10 C11 C12 C13 -172(2) . . . . ?
Ni2 O5 N7 O6 175.5(14) . . . . ?
Ni2 N9 C16 C17 -172.8(9) . . . . ?
Ni2 N9 C20 C19 174.1(7) . . . . ?
Ni2 N9 C20 C21 -11.7(13) . . . . ?
Ni2 N10 C21 C20 12(3) . . . . ?
Ni2 N10 C22 C23 39(3) . . . . ?
Ni2 N11 C24 C23 -27(3) . . . . ?
Ni2 N11 C25 C26 0(4) . . . . ?
Ni2 N12 C26 C27 177.8(9) . . . . ?
Ni2 N12 C26 C25 -8.3(18) . . . . ?
Ni2 N12 C30 C29 -177.3(11) . . . . ?
N9 C16 C17 C18 0.0 . . . . ?
N9 C20 C21 N10 0(3) . . . . ?
C16 N9 C20 C19 0.0 . . . . ?
C16 N9 C20 C21 174.2(15) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 N9 0.0 . . . . ?
C18 C19 C20 C21 -173.7(18) . . . . ?
C19 C20 C21 N10 174.3(16) . . . . ?
C20 N9 C16 C17 0.0 . . . . ?
N10 C22 C23 C24 -70(3) . . . . ?
N12 C26 C27 C28 0.0 . . . . ?
N12 C26 C25 N11 6(4) . . . . ?
C26 N12 C30 C29 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C26 C25 N11 179(2) . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 N12 0.0 . . . . ?
C30 N12 C26 C27 0.0 . . . . ?
C30 N12 C26 C25 174(2) . . . . ?
C21 N10 C22 C23 -131(3) . . . . ?
C22 N10 C21 C20 -177(2) . . . . ?
C22 C23 C24 N11 64(2) . . . . ?
C24 N11 C25 C26 -179(2) . . . . ?
C25 N11 C24 C23 152(3) . . . . ?
C25 C26 C27 C28 -173(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-12-III
_database_code_depnum_ccdc_archive 'CCDC 2352779'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-12-III     
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0004 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.2278 0.4037 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0016 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.098(2)
_cell_length_b                   9.0718(10)
_cell_length_c                   12.404(2)
_cell_angle_alpha                90.129(12)
_cell_angle_beta                 104.909(16)
_cell_angle_gamma                87.038(12)
_cell_volume                     1313.7(3)
_cell_formula_units_Z            4

_cell_measurement_temperature    293
_cell_measurement_reflns_used    453
_cell_measurement_theta_min      1.6130
_cell_measurement_theta_max      19.4410
_exptl_absorpt_coefficient_mu    0.352
_exptl_absorpt_correction_T_min  0.53561
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    2.038


_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.0754
_diffrn_reflns_av_unetI/netI     0.1456
_diffrn_reflns_Laue_measured_fraction_full 0.271
_diffrn_reflns_Laue_measured_fraction_max 0.145
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3541
_diffrn_reflns_point_group_measured_fraction_full 0.271
_diffrn_reflns_point_group_measured_fraction_max 0.145
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.876
_diffrn_reflns_theta_min         1.597
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.271
_diffrn_measured_fraction_theta_max 0.145
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1400
_reflns_number_total             2402
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.865
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         2402
_refine_ls_number_restraints     366
_refine_ls_R_factor_all          0.1477
_refine_ls_R_factor_gt           0.0963
_refine_ls_restrained_S_all      0.952
_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)+(0.1734P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2413
_refine_ls_wR_factor_ref         0.2809
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
N9 \\sim C20 \\sim C19 \\sim C18 \\sim C17 \\sim C16: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N12 \\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N3 \\sim C5 \\sim C4 \\sim C3 \\sim C2 \\sim C1: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
O1 \\sim N1 \\sim O2: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
O4 \\sim N2 \\sim O3: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
O6 \\sim N7 \\sim O5: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
C7 \\sim C8 \\sim C9: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
Uanis(O3) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(O4) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O1) \\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(O2) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O7) \\sim Ueq, Uanis(N8) \\sim Ueq, Uanis(O8) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O6) \\sim Ueq, Uanis(N7) \\sim Ueq, Uanis(O5) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C25) \\sim Ueq, Uanis(N11) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C23)
\\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(N10) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C10) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C8) \\sim
Ueq, Uanis(C7) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C6) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(N10) \\sim Ueq, Uanis(C21) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(N10) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O8) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(N3) \\sim Ueq, Uanis(N4) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C29) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C22(H22A,H22B), C23(H23A,H23B),
 C24(H24A,H24B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C6(H6), C10(H10), C16(H16), C17(H17), C18(H18), C19(H19), C27(H27), C28(H28),
 C29(H29), C30(H30), C21(H21), C25(H25)
3.c Fitted hexagon refined as free rotating group:
 N3(C1,C2,C3,C4,C5), N6(C11,C12,C13,C14,C15), N9(C16,C17,C18,C19,C20), N12(C26,
 C27,C28,C29,C30)
;
_atom_sites_solution_hydrogens   geom
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 0.2610(2) 0.52800(13) 0.2331(2) 0.021(3) Uani 1 1 d . . . . .
O1 O 0.1093(15) 0.5041(8) 0.2815(14) 0.0265(17) Uani 1 1 d . U . . .
O2 O 0.0005(19) 0.5918(12) 0.3608(18) 0.037(7) Uani 1 1 d . U . . .
N1 N 0.090(2) 0.6045(12) 0.340(2) 0.029(4) Uani 1 1 d . U . . .
O4 O 0.4109(16) 0.4849(9) 0.1763(15) 0.038(5) Uani 1 1 d . U . . .
O3 O 0.4373(16) 0.7084(10) 0.1894(14) 0.043(8) Uani 1 1 d . U . . .
N2 N 0.458(2) 0.5847(12) 0.171(2) 0.041(5) Uani 1 1 d . U . . .
N3 N 0.1842(10) 0.3966(6) 0.1042(7) 0.0201(17) Uani 1 1 d G U . . .
C1 C 0.1785(11) 0.2440(6) 0.1000(8) 0.023(5) Uani 1 1 d G U . . .
H1 H 0.207261 0.187137 0.164364 0.028 Uiso 1 1 calc R U . . .
C2 C 0.1299(12) 0.1763(4) -0.0005(9) 0.023(6) Uani 1 1 d G U . . .
H2 H 0.126029 0.074177 -0.003267 0.028 Uiso 1 1 calc R U . . .
C3 C 0.0869(11) 0.2612(6) -0.0967(8) 0.018(6) Uani 1 1 d G U . . .
H3 H 0.054336 0.215944 -0.163878 0.022 Uiso 1 1 calc R U . . .
C4 C 0.0926(11) 0.4138(6) -0.0925(7) 0.021(6) Uani 1 1 d G U . . .
H4 H 0.063875 0.470672 -0.156860 0.025 Uiso 1 1 calc R U . . .
C5 C 0.1413(10) 0.4815(4) 0.0080(8) 0.018(5) Uani 1 1 d G U . . .
N4 N 0.1863(15) 0.6803(8) 0.1184(14) 0.0186(17) Uani 1 1 d . U . . .
N5 N 0.3142(16) 0.6778(9) 0.3491(14) 0.024(6) Uani 1 1 d . U . . .
N6 N 0.3372(11) 0.3935(6) 0.3670(7) 0.029(9) Uani 1 1 d G U . . .
C11 C 0.3606(12) 0.4772(5) 0.4635(8) 0.035(9) Uani 1 1 d G U . . .
C12 C 0.4038(11) 0.4085(7) 0.5669(7) 0.035(9) Uani 1 1 d G U . . .
H12 H 0.419424 0.464524 0.631407 0.042 Uiso 1 1 calc R U . . .
C13 C 0.4235(12) 0.2561(7) 0.5738(8) 0.034(9) Uani 1 1 d G U . . .
H13 H 0.452434 0.210143 0.643018 0.040 Uiso 1 1 calc R U . . .
C14 C 0.4001(13) 0.1724(5) 0.4774(9) 0.034(10) Uani 1 1 d G U . . .
H14 H 0.413379 0.070445 0.482020 0.041 Uiso 1 1 calc R U . . .
C15 C 0.3570(11) 0.2411(6) 0.3739(8) 0.032(9) Uani 1 1 d G U . . .
H15 H 0.341314 0.185127 0.309410 0.038 Uiso 1 1 calc R U . . .
C6 C 0.1371(19) 0.6301(11) 0.0247(17) 0.021(6) Uani 1 1 d . U . . .
H6 H 0.098036 0.693818 -0.032656 0.026 Uiso 1 1 calc R U . . .
C7 C 0.1838(18) 0.8406(10) 0.1341(16) 0.022(5) Uani 1 1 d . U . . .
H7A H 0.246549 0.880504 0.110192 0.026 Uiso 1 1 calc R U . . .
H7B H 0.112838 0.884127 0.087145 0.026 Uiso 1 1 calc R U . . .
C8 C 0.1926(19) 0.8819(10) 0.2480(16) 0.024(4) Uani 1 1 d . U . . .
H8A H 0.129263 0.841142 0.270362 0.029 Uiso 1 1 calc R U . . .
H8B H 0.182100 0.988550 0.249771 0.029 Uiso 1 1 calc R U . . .
C9 C 0.3005(19) 0.8371(10) 0.3342(16) 0.021(5) Uani 1 1 d . U . . .
H9A H 0.365634 0.872350 0.311669 0.026 Uiso 1 1 calc R U . . .
H9B H 0.298853 0.882504 0.404640 0.026 Uiso 1 1 calc R U . . .
C10 C 0.3523(17) 0.6268(9) 0.4466(17) 0.020(6) Uani 1 1 d . U . . .
H10 H 0.374534 0.690067 0.506534 0.024 Uiso 1 1 calc R U . . .
Ni2 Ni 0.7383(2) 0.06068(13) 0.2669(2) 0.015(3) Uani 1 1 d . . . . .
O5 O 0.8825(15) 0.0160(7) 0.2247(14) 0.021(5) Uani 1 1 d . U . . .
O6 O 0.9962(19) 0.0926(12) 0.1425(19) 0.032(8) Uani 1 1 d . U . . .
N7 N 0.917(2) 0.1147(14) 0.159(2) 0.030(5) Uani 1 1 d . U . . .
O7 O 0.5667(16) 0.2379(9) 0.3275(14) 0.039(10) Uani 1 1 d . U . . .
O8 O 0.5209(16) 0.0185(9) 0.3071(15) 0.039(3) Uani 1 1 d . U . . .
N8 N 0.5970(16) 0.1099(9) 0.3060(15) 0.023(6) Uani 1 1 d . U . . .
N9 N 0.6628(10) -0.0640(6) 0.1329(7) 0.024(9) Uani 1 1 d G U . . .
C16 C 0.6419(10) -0.2134(7) 0.1276(8) 0.026(9) Uani 1 1 d G U . . .
H16 H 0.654536 -0.269000 0.192954 0.032 Uiso 1 1 calc R U . . .
C17 C 0.6021(11) -0.2796(5) 0.0247(8) 0.030(9) Uani 1 1 d G U . . .
H17 H 0.588063 -0.379594 0.021239 0.036 Uiso 1 1 calc R U . . .
C18 C 0.5831(10) -0.1965(6) -0.0729(8) 0.027(9) Uani 1 1 d G U . . .
H18 H 0.556497 -0.240808 -0.141740 0.033 Uiso 1 1 calc R U . . .
C19 C 0.6041(10) -0.0471(7) -0.0677(7) 0.027(9) Uani 1 1 d G U . . .
H19 H 0.591402 0.008574 -0.133005 0.033 Uiso 1 1 calc R U . . .
C20 C 0.6439(10) 0.0192(5) 0.0352(8) 0.026(9) Uani 1 1 d G U . . .
N10 N 0.6861(15) 0.2153(8) 0.1517(14) 0.0173(17) Uani 1 1 d . U . . .
N11 N 0.8126(15) 0.2021(8) 0.3830(14) 0.016(6) Uani 1 1 d . U . . .
N12 N 0.8125(10) -0.0794(6) 0.3958(7) 0.018(6) Uani 1 1 d G U . . .
C26 C 0.8584(12) 0.0002(4) 0.4913(9) 0.023(6) Uani 1 1 d G U . . .
C27 C 0.9080(11) -0.0734(6) 0.5916(8) 0.023(6) Uani 1 1 d G U . . .
H27 H 0.938672 -0.020177 0.655473 0.027 Uiso 1 1 calc R U . . .
C28 C 0.9117(12) -0.2267(6) 0.5964(7) 0.024(5) Uani 1 1 d G U . . .
H28 H 0.944864 -0.276041 0.663444 0.029 Uiso 1 1 calc R U . . .
C29 C 0.8658(12) -0.3064(4) 0.5009(9) 0.023(2) Uani 1 1 d G U . . .
H29 H 0.868257 -0.408918 0.504062 0.028 Uiso 1 1 calc R U . . .
C30 C 0.8162(11) -0.2327(5) 0.4006(8) 0.024(5) Uani 1 1 d G U . . .
H30 H 0.785456 -0.285932 0.336707 0.028 Uiso 1 1 calc R U . . .
C21 C 0.658(2) 0.1691(12) 0.0497(18) 0.026(6) Uani 1 1 d . U . . .
H21 H 0.646973 0.233559 -0.010756 0.031 Uiso 1 1 calc R U . . .
C22 C 0.6944(19) 0.3744(10) 0.1678(18) 0.024(6) Uani 1 1 d . U . . .
H22A H 0.631401 0.412951 0.196484 0.028 Uiso 1 1 calc R U . . .
H22B H 0.688457 0.422482 0.096609 0.028 Uiso 1 1 calc R U . . .
C23 C 0.809(2) 0.4089(11) 0.2499(19) 0.030(6) Uani 1 1 d . U . . .
H23A H 0.870993 0.358226 0.226129 0.036 Uiso 1 1 calc R U . . .
H23B H 0.819075 0.514102 0.247411 0.036 Uiso 1 1 calc R U . . .
C24 C 0.8158(18) 0.3647(10) 0.3655(17) 0.021(6) Uani 1 1 d . U . . .
H24A H 0.752569 0.413950 0.388386 0.025 Uiso 1 1 calc R U . . .
H24B H 0.886282 0.398718 0.413457 0.025 Uiso 1 1 calc R U . . .
C25 C 0.860(2) 0.1468(11) 0.4763(18) 0.026(6) Uani 1 1 d . U . . .
H25 H 0.896710 0.206031 0.534675 0.031 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 2.09(3) . ?
Ni1 O4 2.13(3) . ?
Ni1 N3 2.045(4) . ?
Ni1 N4 1.992(11) . ?
Ni1 N5 1.984(9) . ?
Ni1 N6 2.050(6) . ?
O1 N1 1.22(3) . ?
O2 N1 1.18(5) . ?
O4 N2 1.11(3) . ?
O3 N2 1.174(16) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.364(10) . ?
N4 C6 1.258(17) . ?
N4 C7 1.466(11) . ?
N5 C9 1.453(13) . ?
N5 C10 1.26(2) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.368(12) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.44(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.497(14) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10 0.9300 . ?
Ni2 O5 1.97(2) . ?
Ni2 N8 1.92(3) . ?
Ni2 N9 2.048(5) . ?
Ni2 N10 1.965(12) . ?
Ni2 N11 1.992(7) . ?
Ni2 N12 2.032(6) . ?
O5 N7 1.37(4) . ?
O6 N7 1.04(5) . ?
O7 N8 1.248(16) . ?
O8 N8 1.27(3) . ?
N9 C16 1.3900 . ?
N9 C20 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C20 1.3900 . ?
C20 C21 1.384(12) . ?
N10 C21 1.30(2) . ?
N10 C22 1.462(12) . ?
N11 C24 1.496(15) . ?
N11 C25 1.25(2) . ?
N12 C26 1.3900 . ?
N12 C30 1.3900 . ?
C26 C27 1.3900 . ?
C26 C25 1.346(15) . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.540(17) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.47(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25 0.9300 . ?

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 O4 163.2(3) . . ?
N3 Ni1 O1 83.1(5) . . ?
N3 Ni1 O4 84.9(5) . . ?
N3 Ni1 N6 107.8(2) . . ?
N4 Ni1 O1 92.1(8) . . ?
N4 Ni1 O4 97.1(8) . . ?
N4 Ni1 N3 79.5(3) . . ?
N4 Ni1 N6 172.1(5) . . ?
N5 Ni1 O1 92.3(8) . . ?
N5 Ni1 O4 101.1(8) . . ?
N5 Ni1 N3 170.9(4) . . ?
N5 Ni1 N4 92.9(4) . . ?
N5 Ni1 N6 79.6(4) . . ?
N6 Ni1 O1 85.7(5) . . ?
N6 Ni1 O4 86.9(6) . . ?
N1 O1 Ni1 112.3(17) . . ?
O2 N1 O1 110.3(16) . . ?
N2 O4 Ni1 113.6(16) . . ?
O4 N2 O3 130(3) . . ?
C1 N3 Ni1 129.9(3) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 109.9(3) . . ?
N3 C1 H1 120.0 . . ?
N3 C1 C2 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 N3 120.0 . . ?
C6 C5 N3 114.8(9) . . ?
C6 C5 C4 124.6(7) . . ?
C6 N4 Ni1 114.9(7) . . ?
C6 N4 C7 118.9(11) . . ?
C7 N4 Ni1 126.3(8) . . ?
C9 N5 Ni1 126.5(9) . . ?
C10 N5 Ni1 115.0(7) . . ?
C10 N5 C9 118.1(11) . . ?
C11 N6 Ni1 109.2(3) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 130.5(3) . . ?
C12 C11 N6 120.0 . . ?
C10 C11 N6 115.2(10) . . ?
C10 C11 C12 124.2(8) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C5 C6 H6 120.2 . . ?
N4 C6 C5 119.5(11) . . ?
N4 C6 H6 120.2 . . ?
N4 C7 H7A 109.0 . . ?
N4 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 N4 113.0(16) . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
C7 C8 H8A 107.8 . . ?
C7 C8 H8B 107.8 . . ?
C7 C8 C9 118(2) . . ?
H8A C8 H8B 107.1 . . ?
C9 C8 H8A 107.8 . . ?
C9 C8 H8B 107.8 . . ?
N5 C9 C8 111.5(9) . . ?
N5 C9 H9A 109.3 . . ?
N5 C9 H9B 109.3 . . ?
C8 C9 H9A 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
N5 C10 C11 119.2(10) . . ?
N5 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
O5 Ni2 N9 86.1(5) . . ?
O5 Ni2 N11 91.9(7) . . ?
O5 Ni2 N12 82.7(6) . . ?
N8 Ni2 O5 178.3(5) . . ?
N8 Ni2 N9 94.1(5) . . ?
N8 Ni2 N10 85.0(9) . . ?
N8 Ni2 N11 87.6(7) . . ?
N8 Ni2 N12 98.9(7) . . ?
N10 Ni2 O5 93.4(8) . . ?
N10 Ni2 N9 79.5(3) . . ?
N10 Ni2 N11 93.5(4) . . ?
N10 Ni2 N12 171.3(4) . . ?
N11 Ni2 N9 172.6(6) . . ?
N11 Ni2 N12 79.0(3) . . ?
N12 Ni2 N9 107.8(2) . . ?
N7 O5 Ni2 118.6(11) . . ?
O6 N7 O5 117.2(18) . . ?
O7 N8 Ni2 123.5(18) . . ?
O7 N8 O8 112(2) . . ?
O8 N8 Ni2 124.4(11) . . ?
C16 N9 Ni2 129.8(3) . . ?
C16 N9 C20 120.0 . . ?
C20 N9 Ni2 109.8(4) . . ?
N9 C16 H16 120.0 . . ?
N9 C16 C17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 N9 120.0 . . ?
C21 C20 N9 115.4(11) . . ?
C21 C20 C19 124.3(10) . . ?
C21 N10 Ni2 115.5(7) . . ?
C21 N10 C22 117.1(16) . . ?
C22 N10 Ni2 126.5(10) . . ?
C24 N11 Ni2 125.2(9) . . ?
C25 N11 Ni2 115.6(7) . . ?
C25 N11 C24 119.1(8) . . ?
C26 N12 Ni2 110.1(3) . . ?
C26 N12 C30 120.0 . . ?
C30 N12 Ni2 129.8(3) . . ?
N12 C26 C27 120.0 . . ?
C25 C26 N12 115.6(9) . . ?
C25 C26 C27 124.1(7) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29 120.0 . . ?
N12 C30 H30 120.0 . . ?
C29 C30 N12 120.0 . . ?
C29 C30 H30 120.0 . . ?
C20 C21 H21 121.6 . . ?
N10 C21 C20 116.7(18) . . ?
N10 C21 H21 121.6 . . ?
N10 C22 H22A 109.5 . . ?
N10 C22 H22B 109.5 . . ?
N10 C22 C23 110.8(9) . . ?
H22A C22 H22B 108.1 . . ?
C23 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
C22 C23 H23A 108.9 . . ?
C22 C23 H23B 108.9 . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 C22 113(2) . . ?
C24 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
N11 C24 H24A 108.7 . . ?
N11 C24 H24B 108.7 . . ?
C23 C24 N11 114.4(13) . . ?
C23 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
N11 C25 C26 119.0(8) . . ?
N11 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?

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 176.0(15) . . . . ?
Ni1 O4 N2 O3 -1(3) . . . . ?
Ni1 N3 C1 C2 -174.3(10) . . . . ?
Ni1 N3 C5 C4 175.3(8) . . . . ?
Ni1 N3 C5 C6 -13.3(16) . . . . ?
Ni1 N4 C6 C5 -2(4) . . . . ?
Ni1 N4 C7 C8 -27(3) . . . . ?
Ni1 N5 C9 C8 32(3) . . . . ?
Ni1 N5 C10 C11 4(3) . . . . ?
Ni1 N6 C11 C12 174.6(8) . . . . ?
Ni1 N6 C11 C10 -13.5(14) . . . . ?
Ni1 N6 C15 C14 -173.3(10) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 11(3) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 171.4(18) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 -170(2) . . . . ?
C4 C5 C6 N4 -178(2) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
N4 C7 C8 C9 64(3) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 7(3) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 178.4(19) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 171.9(18) . . . . ?
C6 N4 C7 C8 153(3) . . . . ?
C7 N4 C6 C5 178(2) . . . . ?
C7 C8 C9 N5 -66(3) . . . . ?
C9 N5 C10 C11 177(2) . . . . ?
C10 N5 C9 C8 -140(3) . . . . ?
C10 C11 C12 C13 -171(2) . . . . ?
Ni2 O5 N7 O6 175.4(14) . . . . ?
Ni2 N9 C16 C17 -171.9(9) . . . . ?
Ni2 N9 C20 C19 173.4(7) . . . . ?
Ni2 N9 C20 C21 -12.0(14) . . . . ?
Ni2 N10 C21 C20 13(3) . . . . ?
Ni2 N10 C22 C23 39(3) . . . . ?
Ni2 N11 C24 C23 -27(3) . . . . ?
Ni2 N11 C25 C26 0(4) . . . . ?
Ni2 N12 C26 C27 176.5(9) . . . . ?
Ni2 N12 C26 C25 -9.4(18) . . . . ?
Ni2 N12 C30 C29 -175.7(11) . . . . ?
N9 C16 C17 C18 0.0 . . . . ?
N9 C20 C21 N10 0(3) . . . . ?
C16 N9 C20 C19 0.0 . . . . ?
C16 N9 C20 C21 174.6(16) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 N9 0.0 . . . . ?
C18 C19 C20 C21 -174.0(18) . . . . ?
C19 C20 C21 N10 174.1(16) . . . . ?
C20 N9 C16 C17 0.0 . . . . ?
N10 C22 C23 C24 -70(3) . . . . ?
N12 C26 C27 C28 0.0 . . . . ?
N12 C26 C25 N11 7(4) . . . . ?
C26 N12 C30 C29 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C26 C25 N11 -180(2) . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 N12 0.0 . . . . ?
C30 N12 C26 C27 0.0 . . . . ?
C30 N12 C26 C25 174(2) . . . . ?
C21 N10 C22 C23 -130(3) . . . . ?
C22 N10 C21 C20 -177(2) . . . . ?
C22 C23 C24 N11 64(2) . . . . ?
C24 N11 C25 C26 -179(3) . . . . ?
C25 N11 C24 C23 152(3) . . . . ?
C25 C26 C27 C28 -174(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-11-III
_database_code_depnum_ccdc_archive 'CCDC 2352778'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-11-III     
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0004 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.2278 0.4037 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0016 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.208(3)
_cell_length_b                   9.1260(11)
_cell_length_c                   12.491(3)
_cell_angle_alpha                90.205(14)
_cell_angle_beta                 105.14(2)
_cell_angle_gamma                87.019(15)
_cell_volume                     1341.4(5)
_cell_formula_units_Z            4

_cell_measurement_temperature    293
_cell_measurement_reflns_used    316
_cell_measurement_theta_min      1.6040
_cell_measurement_theta_max      19.9020
_exptl_absorpt_coefficient_mu    0.345
_exptl_absorpt_correction_T_min  0.25719
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.996


_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.0753
_diffrn_reflns_av_unetI/netI     0.1456
_diffrn_reflns_Laue_measured_fraction_full 0.268
_diffrn_reflns_Laue_measured_fraction_max 0.144
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3526
_diffrn_reflns_point_group_measured_fraction_full 0.268
_diffrn_reflns_point_group_measured_fraction_max 0.144
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.739
_diffrn_reflns_theta_min         1.587
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.268
_diffrn_measured_fraction_theta_max 0.144
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1391
_reflns_number_total             2390
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_refine_diff_density_max         0.819
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         2390
_refine_ls_number_restraints     288
_refine_ls_R_factor_all          0.1454
_refine_ls_R_factor_gt           0.0934
_refine_ls_restrained_S_all      0.967
_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)+(0.1618P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2334
_refine_ls_wR_factor_ref         0.2714
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
O8 \\sim N8 \\sim O7: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
O5 \\sim N7 \\sim O6: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
O4 \\sim N2 \\sim O3: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
O2 \\sim N1 \\sim O1: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
Uanis(O4) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(O3) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O2) \\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(O1) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O8) \\sim Ueq, Uanis(N8) \\sim Ueq, Uanis(O7) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O5) \\sim Ueq, Uanis(N7) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C6) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8) \\sim
Ueq, Uanis(C9) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(N10) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C24)
\\sim Ueq, Uanis(N11) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(O1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O8) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C15) \\sim Ueq, Uanis(C12) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C3) \\sim Ueq, Uanis(N3) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C29) \\sim Ueq, Uanis(C27) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C16) \\sim Ueq, Uanis(N9) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(N10) \\sim Ueq, Uanis(N12) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(N4) \\sim Ueq, Uanis(N6) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C13) \\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C21) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C2) \\sim Ueq, Uanis(C14) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C5) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C22(H22A,H22B), C23(H23A,H23B),
 C24(H24A,H24B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C6(H6), C10(H10), C16(H16), C17(H17), C18(H18), C19(H19), C27(H27), C28(H28),
 C29(H29), C30(H30), C21(H21), C25(H25)
3.c Fitted hexagon refined as free rotating group:
 N3(C1,C2,C3,C4,C5), N6(C11,C12,C13,C14,C15), N9(C16,C17,C18,C19,C20), N12(C26,
 C27,C28,C29,C30)
;
_atom_sites_solution_hydrogens   geom
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 0.2609(2) 0.52796(13) 0.2331(2) 0.022(3) Uani 1 1 d . . . . .
O1 O 0.1100(14) 0.5040(8) 0.2806(13) 0.0266(17) Uani 1 1 d . U . . .
O2 O 0.0003(19) 0.5914(12) 0.3609(18) 0.040(8) Uani 1 1 d . U . . .
N1 N 0.089(2) 0.6042(12) 0.341(2) 0.030(4) Uani 1 1 d . U . . .
O4 O 0.4104(16) 0.4853(8) 0.1766(15) 0.038(5) Uani 1 1 d . U . . .
O3 O 0.4379(16) 0.7085(10) 0.1891(14) 0.044(8) Uani 1 1 d . U . . .
N2 N 0.457(2) 0.5845(11) 0.1710(19) 0.040(5) Uani 1 1 d . U . . .
N3 N 0.1844(10) 0.3962(5) 0.1037(7) 0.0211(18) Uani 1 1 d G U . . .
C1 C 0.1784(11) 0.2445(6) 0.0995(7) 0.026(2) Uani 1 1 d G U . . .
H1 H 0.207345 0.188034 0.163488 0.031 Uiso 1 1 calc R U . . .
C2 C 0.1293(11) 0.1772(4) -0.0002(8) 0.028(2) Uani 1 1 d G U . . .
H2 H 0.125347 0.075703 -0.003013 0.033 Uiso 1 1 calc R U . . .
C3 C 0.0861(11) 0.2616(5) -0.0958(7) 0.020(2) Uani 1 1 d G U . . .
H3 H 0.053239 0.216543 -0.162550 0.024 Uiso 1 1 calc R U . . .
C4 C 0.0920(11) 0.4133(6) -0.0916(7) 0.05(2) Uani 1 1 d G . . . .
H4 H 0.063129 0.469714 -0.155586 0.062 Uiso 1 1 calc R U . . .
C5 C 0.1412(10) 0.4806(4) 0.0081(8) 0.0165(18) Uani 1 1 d G U . . .
N4 N 0.1860(14) 0.6801(8) 0.1183(14) 0.0191(17) Uani 1 1 d . U . . .
N5 N 0.3138(16) 0.6779(9) 0.3492(14) 0.026(6) Uani 1 1 d . U . . .
N6 N 0.3371(11) 0.3933(6) 0.3671(7) 0.0209(18) Uani 1 1 d G U . . .
C11 C 0.3612(12) 0.4768(5) 0.4629(8) 0.04(2) Uani 1 1 d G . . . .
C12 C 0.4048(11) 0.4087(7) 0.5657(7) 0.025(2) Uani 1 1 d G U . . .
H12 H 0.420930 0.464508 0.629806 0.030 Uiso 1 1 calc R U . . .
C13 C 0.4243(12) 0.2572(6) 0.5726(7) 0.027(2) Uani 1 1 d G U . . .
H13 H 0.453444 0.211607 0.641411 0.032 Uiso 1 1 calc R U . . .
C14 C 0.4002(12) 0.1737(5) 0.4768(8) 0.028(2) Uani 1 1 d G U . . .
H14 H 0.413206 0.072346 0.481460 0.034 Uiso 1 1 calc R U . . .
C15 C 0.3566(10) 0.2418(6) 0.3740(8) 0.026(2) Uani 1 1 d G U . . .
H15 H 0.340456 0.185985 0.309903 0.031 Uiso 1 1 calc R U . . .
C6 C 0.1361(19) 0.6305(11) 0.0251(17) 0.023(6) Uani 1 1 d . U . . .
H6 H 0.096479 0.693823 -0.031618 0.027 Uiso 1 1 calc R U . . .
C7 C 0.1834(17) 0.8407(9) 0.1345(16) 0.023(6) Uani 1 1 d . U . . .
H7A H 0.245186 0.880520 0.110221 0.028 Uiso 1 1 calc R U . . .
H7B H 0.112714 0.883855 0.088149 0.028 Uiso 1 1 calc R U . . .
C8 C 0.1933(18) 0.8824(10) 0.2471(17) 0.027(6) Uani 1 1 d . U . . .
H8A H 0.130074 0.843261 0.269215 0.032 Uiso 1 1 calc R U . . .
H8B H 0.183656 0.988466 0.248408 0.032 Uiso 1 1 calc R U . . .
C9 C 0.3004(18) 0.8373(10) 0.3344(16) 0.021(6) Uani 1 1 d . U . . .
H9A H 0.365448 0.872216 0.312989 0.026 Uiso 1 1 calc R U . . .
H9B H 0.298146 0.882565 0.404208 0.026 Uiso 1 1 calc R U . . .
C10 C 0.3527(17) 0.6272(9) 0.4459(17) 0.021(6) Uani 1 1 d . U . . .
H10 H 0.375571 0.690094 0.505394 0.025 Uiso 1 1 calc R U . . .
Ni2 Ni 0.7384(2) 0.06067(13) 0.2669(2) 0.018(3) Uani 1 1 d . . . . .
O5 O 0.8831(14) 0.0158(7) 0.2243(13) 0.023(5) Uani 1 1 d . U . . .
O6 O 0.9965(19) 0.0921(12) 0.1428(19) 0.035(8) Uani 1 1 d . U . . .
N7 N 0.917(2) 0.1141(14) 0.159(2) 0.031(5) Uani 1 1 d . U . . .
O7 O 0.5667(15) 0.2382(9) 0.3273(13) 0.038(8) Uani 1 1 d . U . . .
O8 O 0.5215(16) 0.0189(9) 0.3066(15) 0.040(2) Uani 1 1 d . U . . .
N8 N 0.5971(16) 0.1099(9) 0.3061(15) 0.028(5) Uani 1 1 d . U . . .
N9 N 0.6633(10) -0.0643(6) 0.1321(7) 0.0249(19) Uani 1 1 d G U . . .
C16 C 0.6425(10) -0.2128(6) 0.1269(8) 0.025(2) Uani 1 1 d G U . . .
H16 H 0.655550 -0.268102 0.191887 0.030 Uiso 1 1 calc R U . . .
C17 C 0.6021(11) -0.2787(5) 0.0247(8) 0.06(3) Uani 1 1 d G . . . .
H17 H 0.588104 -0.378092 0.021251 0.076 Uiso 1 1 calc R U . . .
C18 C 0.5825(10) -0.1961(6) -0.0724(7) 0.03(2) Uani 1 1 d G . . . .
H18 H 0.555456 -0.240234 -0.140774 0.037 Uiso 1 1 calc R U . . .
C19 C 0.6033(10) -0.0476(7) -0.0672(7) 0.05(2) Uani 1 1 d G . . . .
H19 H 0.590253 0.007613 -0.132165 0.060 Uiso 1 1 calc R U . . .
C20 C 0.6438(10) 0.0183(5) 0.0350(8) 0.035(19) Uani 1 1 d G . . . .
N10 N 0.6866(15) 0.2153(8) 0.1511(13) 0.0170(16) Uani 1 1 d . U . . .
N11 N 0.8129(14) 0.2023(8) 0.3831(14) 0.016(6) Uani 1 1 d . U . . .
N12 N 0.8125(10) -0.0796(5) 0.3963(7) 0.0166(16) Uani 1 1 d G U . . .
C26 C 0.8594(11) -0.0007(4) 0.4911(8) 0.04(2) Uani 1 1 d G . . . .
C27 C 0.9094(11) -0.0741(6) 0.5906(7) 0.024(2) Uani 1 1 d G U . . .
H27 H 0.940770 -0.021292 0.654038 0.028 Uiso 1 1 calc R U . . .
C28 C 0.9124(11) -0.2265(6) 0.5952(7) 0.03(2) Uani 1 1 d G . . . .
H28 H 0.945858 -0.275588 0.661787 0.033 Uiso 1 1 calc R U . . .
C29 C 0.8655(12) -0.3054(4) 0.5004(8) 0.023(2) Uani 1 1 d G U . . .
H29 H 0.867529 -0.407331 0.503539 0.028 Uiso 1 1 calc R U . . .
C30 C 0.8155(11) -0.2320(5) 0.4010(7) 0.04(2) Uani 1 1 d G . . . .
H30 H 0.784113 -0.284779 0.337540 0.050 Uiso 1 1 calc R U . . .
C21 C 0.6578(19) 0.1691(11) 0.0494(18) 0.028(2) Uani 1 1 d . U . . .
H21 H 0.647025 0.233040 -0.010734 0.034 Uiso 1 1 calc R U . . .
C22 C 0.6952(19) 0.3746(10) 0.1668(18) 0.026(6) Uani 1 1 d . U . . .
H22A H 0.632768 0.413448 0.194911 0.031 Uiso 1 1 calc R U . . .
H22B H 0.689523 0.421925 0.096005 0.031 Uiso 1 1 calc R U . . .
C23 C 0.8093(19) 0.4088(11) 0.2492(18) 0.029(6) Uani 1 1 d . U . . .
H23A H 0.870912 0.357827 0.226003 0.035 Uiso 1 1 calc R U . . .
H23B H 0.819809 0.513218 0.246716 0.035 Uiso 1 1 calc R U . . .
C24 C 0.8155(18) 0.3643(10) 0.3661(17) 0.022(6) Uani 1 1 d . U . . .
H24A H 0.885030 0.398545 0.414462 0.027 Uiso 1 1 calc R U . . .
H24B H 0.752261 0.412774 0.387978 0.027 Uiso 1 1 calc R U . . .
C25 C 0.861(2) 0.1472(11) 0.4762(18) 0.04(2) Uani 1 1 d . . . . .
H25 H 0.896562 0.206174 0.534340 0.051 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 2.10(3) . ?
Ni1 O4 2.14(3) . ?
Ni1 N3 2.061(4) . ?
Ni1 N4 2.004(10) . ?
Ni1 N5 1.995(9) . ?
Ni1 N6 2.063(6) . ?
O1 N1 1.25(3) . ?
O2 N1 1.18(5) . ?
O4 N2 1.11(3) . ?
O3 N2 1.176(15) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.385(10) . ?
N4 C6 1.259(17) . ?
N4 C7 1.479(10) . ?
N5 C9 1.463(13) . ?
N5 C10 1.26(2) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.384(12) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.43(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.507(14) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10 0.9300 . ?
Ni2 O5 2.00(2) . ?
Ni2 N8 1.94(3) . ?
Ni2 N9 2.066(5) . ?
Ni2 N10 1.982(12) . ?
Ni2 N11 2.005(7) . ?
Ni2 N12 2.049(6) . ?
O5 N7 1.36(4) . ?
O6 N7 1.06(5) . ?
O7 N8 1.259(16) . ?
O8 N8 1.27(3) . ?
N9 C16 1.3900 . ?
N9 C20 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C20 1.3900 . ?
C20 C21 1.402(11) . ?
N10 C21 1.30(2) . ?
N10 C22 1.471(11) . ?
N11 C24 1.498(15) . ?
N11 C25 1.25(2) . ?
N12 C26 1.3900 . ?
N12 C30 1.3900 . ?
C26 C27 1.3900 . ?
C26 C25 1.364(14) . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.547(17) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.50(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25 0.9300 . ?

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 O4 163.2(3) . . ?
N3 Ni1 O1 83.1(5) . . ?
N3 Ni1 O4 84.8(5) . . ?
N3 Ni1 N6 107.7(2) . . ?
N4 Ni1 O1 92.0(8) . . ?
N4 Ni1 O4 97.1(8) . . ?
N4 Ni1 N3 79.4(3) . . ?
N4 Ni1 N6 172.1(5) . . ?
N5 Ni1 O1 92.3(8) . . ?
N5 Ni1 O4 101.2(8) . . ?
N5 Ni1 N3 170.9(4) . . ?
N5 Ni1 N4 92.9(4) . . ?
N5 Ni1 N6 79.7(4) . . ?
N6 Ni1 O1 85.8(5) . . ?
N6 Ni1 O4 87.0(6) . . ?
N1 O1 Ni1 113.4(16) . . ?
O2 N1 O1 111.3(15) . . ?
N2 O4 Ni1 113.6(16) . . ?
O4 N2 O3 132(3) . . ?
C1 N3 Ni1 129.9(3) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 110.0(3) . . ?
N3 C1 H1 120.0 . . ?
N3 C1 C2 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 N3 120.0 . . ?
C6 C5 N3 114.8(9) . . ?
C6 C5 C4 124.5(7) . . ?
C6 N4 Ni1 115.2(7) . . ?
C6 N4 C7 118.8(11) . . ?
C7 N4 Ni1 126.1(8) . . ?
C9 N5 Ni1 126.6(9) . . ?
C10 N5 Ni1 114.9(7) . . ?
C10 N5 C9 118.1(10) . . ?
C11 N6 Ni1 109.1(3) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 130.6(3) . . ?
C12 C11 N6 120.0 . . ?
C10 C11 N6 115.3(10) . . ?
C10 C11 C12 124.2(8) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C5 C6 H6 120.4 . . ?
N4 C6 C5 119.2(11) . . ?
N4 C6 H6 120.4 . . ?
N4 C7 H7A 108.9 . . ?
N4 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
C8 C7 N4 113.5(16) . . ?
C8 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
C7 C8 H8A 107.6 . . ?
C7 C8 H8B 107.6 . . ?
C7 C8 C9 119(2) . . ?
H8A C8 H8B 107.0 . . ?
C9 C8 H8A 107.6 . . ?
C9 C8 H8B 107.6 . . ?
N5 C9 C8 111.5(9) . . ?
N5 C9 H9A 109.3 . . ?
N5 C9 H9B 109.3 . . ?
C8 C9 H9A 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
N5 C10 C11 119.3(10) . . ?
N5 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
O5 Ni2 N9 85.8(5) . . ?
O5 Ni2 N11 91.9(7) . . ?
O5 Ni2 N12 82.9(6) . . ?
N8 Ni2 O5 178.3(5) . . ?
N8 Ni2 N9 94.4(5) . . ?
N8 Ni2 N10 85.5(8) . . ?
N8 Ni2 N11 87.6(7) . . ?
N8 Ni2 N12 98.6(6) . . ?
N10 Ni2 O5 92.9(8) . . ?
N10 Ni2 N9 79.4(3) . . ?
N10 Ni2 N11 93.5(4) . . ?
N10 Ni2 N12 171.2(4) . . ?
N11 Ni2 N9 172.4(6) . . ?
N11 Ni2 N12 79.0(3) . . ?
N12 Ni2 N9 107.9(2) . . ?
N7 O5 Ni2 118.5(11) . . ?
O6 N7 O5 117.1(18) . . ?
O7 N8 Ni2 123.4(18) . . ?
O7 N8 O8 112(2) . . ?
O8 N8 Ni2 124.4(11) . . ?
C16 N9 Ni2 129.6(3) . . ?
C16 N9 C20 120.0 . . ?
C20 N9 Ni2 110.0(4) . . ?
N9 C16 H16 120.0 . . ?
N9 C16 C17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C20 C19 H19 120.0 . . ?
N9 C20 C21 115.5(11) . . ?
C19 C20 N9 120.0 . . ?
C19 C20 C21 124.2(9) . . ?
C21 N10 Ni2 115.6(7) . . ?
C21 N10 C22 117.0(15) . . ?
C22 N10 Ni2 126.6(10) . . ?
C24 N11 Ni2 125.3(9) . . ?
C25 N11 Ni2 115.6(7) . . ?
C25 N11 C24 119.1(8) . . ?
C26 N12 Ni2 110.2(3) . . ?
C26 N12 C30 120.0 . . ?
C30 N12 Ni2 129.7(3) . . ?
N12 C26 C27 120.0 . . ?
C25 C26 N12 115.6(8) . . ?
C25 C26 C27 124.2(7) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C30 C29 H29 120.0 . . ?
N12 C30 H30 120.0 . . ?
C29 C30 N12 120.0 . . ?
C29 C30 H30 120.0 . . ?
C20 C21 H21 121.7 . . ?
N10 C21 C20 116.6(18) . . ?
N10 C21 H21 121.7 . . ?
N10 C22 H22A 109.5 . . ?
N10 C22 H22B 109.5 . . ?
N10 C22 C23 110.7(9) . . ?
H22A C22 H22B 108.1 . . ?
C23 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
C22 C23 H23A 109.0 . . ?
C22 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 C22 113(2) . . ?
C24 C23 H23A 109.0 . . ?
C24 C23 H23B 109.0 . . ?
N11 C24 C23 114.1(13) . . ?
N11 C24 H24A 108.7 . . ?
N11 C24 H24B 108.7 . . ?
C23 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
N11 C25 C26 119.0(8) . . ?
N11 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?

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 175.9(15) . . . . ?
Ni1 O4 N2 O3 -1(3) . . . . ?
Ni1 N3 C1 C2 -175.0(10) . . . . ?
Ni1 N3 C5 C4 175.9(8) . . . . ?
Ni1 N3 C5 C6 -13.4(16) . . . . ?
Ni1 N4 C6 C5 -3(4) . . . . ?
Ni1 N4 C7 C8 -26(3) . . . . ?
Ni1 N5 C9 C8 31(3) . . . . ?
Ni1 N5 C10 C11 3(3) . . . . ?
Ni1 N6 C11 C12 174.9(8) . . . . ?
Ni1 N6 C11 C10 -13.1(14) . . . . ?
Ni1 N6 C15 C14 -173.7(10) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 11(3) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 170.7(18) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 -170(2) . . . . ?
C4 C5 C6 N4 -178(2) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
N4 C7 C8 C9 63(3) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 7(3) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 178.8(19) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 172.0(18) . . . . ?
C6 N4 C7 C8 153(3) . . . . ?
C7 N4 C6 C5 178(2) . . . . ?
C7 C8 C9 N5 -65(3) . . . . ?
C9 N5 C10 C11 177(2) . . . . ?
C10 N5 C9 C8 -141(3) . . . . ?
C10 C11 C12 C13 -171(2) . . . . ?
Ni2 O5 N7 O6 175.4(14) . . . . ?
Ni2 N9 C16 C17 -172.7(9) . . . . ?
Ni2 N9 C20 C19 174.1(7) . . . . ?
Ni2 N9 C20 C21 -11.3(14) . . . . ?
Ni2 N10 C21 C20 13(3) . . . . ?
Ni2 N10 C22 C23 39(3) . . . . ?
Ni2 N11 C24 C23 -28(3) . . . . ?
Ni2 N11 C25 C26 0(4) . . . . ?
Ni2 N12 C26 C27 176.9(9) . . . . ?
Ni2 N12 C26 C25 -8.3(18) . . . . ?
Ni2 N12 C30 C29 -176.2(11) . . . . ?
N9 C16 C17 C18 0.0 . . . . ?
N9 C20 C21 N10 0(3) . . . . ?
C16 N9 C20 C19 0.0 . . . . ?
C16 N9 C20 C21 174.6(16) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 N9 0.0 . . . . ?
C18 C19 C20 C21 -174.1(18) . . . . ?
C19 C20 C21 N10 173.9(16) . . . . ?
C20 N9 C16 C17 0.0 . . . . ?
N10 C22 C23 C24 -70(3) . . . . ?
N12 C26 C27 C28 0.0 . . . . ?
N12 C26 C25 N11 6(4) . . . . ?
C26 N12 C30 C29 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C26 C25 N11 -180(2) . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 N12 0.0 . . . . ?
C30 N12 C26 C27 0.0 . . . . ?
C30 N12 C26 C25 175(2) . . . . ?
C21 N10 C22 C23 -130(3) . . . . ?
C22 N10 C21 C20 -177(2) . . . . ?
C22 C23 C24 N11 65(2) . . . . ?
C24 N11 C25 C26 -179(2) . . . . ?
C25 N11 C24 C23 152(3) . . . . ?
C25 C26 C27 C28 -174(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-14-II
_database_code_depnum_ccdc_archive 'CCDC 2352781'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-14-II      
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0004 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.2278 0.4037 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0016 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   19.527(2)
_cell_length_b                   9.2591(9)
_cell_length_c                   12.693(2)
_cell_angle_alpha                90.057(10)
_cell_angle_beta                 106.512(11)
_cell_angle_gamma                105.351(12)
_cell_volume                     2114.6(5)
_cell_formula_units_Z            6

_cell_measurement_temperature    293
_cell_measurement_reflns_used    747
_cell_measurement_theta_min      1.6660
_cell_measurement_theta_max      19.8650
_exptl_absorpt_coefficient_mu    0.328
_exptl_absorpt_correction_T_min  0.91674
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.899


_exptl_crystal_description       plate
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0592
_diffrn_reflns_Laue_measured_fraction_full 0.272
_diffrn_reflns_Laue_measured_fraction_max 0.144
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5430
_diffrn_reflns_point_group_measured_fraction_full 0.272
_diffrn_reflns_point_group_measured_fraction_max 0.144
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.576
_diffrn_reflns_theta_min         1.570
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.272
_diffrn_measured_fraction_theta_max 0.144
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2775
_reflns_number_total             3701
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_refine_diff_density_max         0.721
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     669
_refine_ls_number_reflns         3701
_refine_ls_number_restraints     646
_refine_ls_R_factor_all          0.0811
_refine_ls_R_factor_gt           0.0630
_refine_ls_restrained_S_all      0.996
_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)+(0.1139P)²+2.2730P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1737
_refine_ls_wR_factor_ref         0.1887
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 O2A-N1A
 1.15 with sigma of 0.01
 N1A-O1A
 1.15 with sigma of 0.01
 O2B-Ni1
 2.15 with sigma of 0.02
 O1A-O2A
 2.07 with sigma of 0.01
 N1A-Ni1
 2.7 with sigma of 0.02
 Ni1-O2A \\sim Ni1-O2B
 with sigma of 0.02
 O2A-N1A \\sim O2B-N1B
 with sigma of 0.02
 O1A-N1A \\sim O1B-N1B
 with sigma of 0.02
 Ni1-N1A \\sim Ni1-N1B
 with sigma of 0.04
 O2A-O1A \\sim O2B-O1B
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N3 \\sim C5 \\sim C4 \\sim C3 \\sim C2 \\sim C1: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
N12 \\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N9 \\sim C20 \\sim C19 \\sim C18 \\sim C17 \\sim C16: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N15 \\sim C35 \\sim C34 \\sim C33 \\sim C32 \\sim C31: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N18 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C23A \\sim C23B: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
O12 \\sim N14 \\sim O11: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O10 \\sim N13 \\sim O9: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O2B \\sim O2A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N1A \\sim N1B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O1A \\sim O1B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O2B \\sim N1B \\sim O1B: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O1B \\sim N1B \\sim O2B: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
O1A \\sim N1A \\sim O2A: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
Uanis(C6) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8) \\sim
Ueq, Uanis(C9) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(O3) \\sim Ueq, Uanis(N2) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O4) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(O8) \\sim Ueq, Uanis(N8) \\sim Ueq, Uanis(O7) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C21) \\sim Ueq, Uanis(N10) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23A)
\\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(N11) \\sim Ueq, Uanis(C25) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C40) \\sim Ueq, Uanis(N17) \\sim Ueq, Uanis(C39) \\sim Ueq, Uanis(C38)
\\sim Ueq, Uanis(C37) \\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(N16) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O10) \\sim Ueq, Uanis(N13) \\sim Ueq, Uanis(O9) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(O5) \\sim Ueq, Uanis(N7) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(O1A) \\sim Ueq, Uanis(N1A) \\sim Ueq, Uanis(O2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O2B) \\sim Ueq, Uanis(N1B) \\sim Ueq, Uanis(O1B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(N3) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C3) \\sim
Ueq, Uanis(C2) \\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O12) \\sim Ueq, Uanis(N14) \\sim Ueq, Uanis(O11) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C16) \\sim Ueq, Uanis(N9) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C19)
\\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C32) \\sim Ueq, Uanis(N15) \\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C34)
\\sim Ueq, Uanis(C33) \\sim Ueq, Uanis(C31) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
4. Others
 Sof(H22C)=Sof(H22D)=Sof(C23B)=Sof(H23C)=Sof(H23D)=Sof(H24C)=Sof(H24D)=1-FVAR(1)
 Sof(H22A)=Sof(H22B)=Sof(C23A)=Sof(H23A)=Sof(H23B)=Sof(H24A)=Sof(H24B)=FVAR(1)
 Sof(O1B)=Sof(O2B)=Sof(N1B)=1-FVAR(2)
 Sof(O1A)=Sof(O2A)=Sof(N1A)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C8(H8A,H8B), C7(H7A,H7B), C22(H22A,H22B), C22(H22C,H22D),
 C23A(H23A,H23B), C23B(H23C,H23D), C24(H24A,H24B), C24(H24C,H24D), C37(H37A,
 H37B), C38(H38A,H38B), C39(H39A,H39B)
5.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C15(H15), C1(H1), C2(H2), C3(H3), C4(H4),
 C10(H10), C6(H6), C16(H16), C17(H17), C18(H18), C19(H19), C27(H27), C28(H28),
 C29(H29), C30(H30), C21(H21), C25(H25), C34(H34), C33(H33), C32(H32), C31(H31),
  C45(H45), C44(H44), C43(H43), C42(H42), C36(H36), C40(H40)
5.c Fitted hexagon refined as free rotating group:
 N6(C11,C12,C13,C14,C15), N3(C1,C2,C3,C4,C5), N9(C16,C17,C18,C19,C20), N12(C26,
 C27,C28,C29,C30), N15(C35,C34,C33,C32,C31), N18(C45,C44,C43,C42,C41)
;
_atom_sites_solution_hydrogens   geom

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 0.15883(8) 0.60700(11) 0.27144(11) 0.0192(15) Uani 1 1 d D . . . .
O1A O 0.0377(8) 0.7273(8) 0.3157(12) 0.043(3) Uani 0.769(16) 1 d D U P A 1
O2A O 0.0604(7) 0.5147(10) 0.3192(9) 0.048(3) Uani 0.769(16) 1 d D U P A 1
N1A N 0.0400(6) 0.6098(11) 0.3366(10) 0.048(3) Uani 0.769(16) 1 d D U P A 1
O1B O 0.033(3) 0.506(4) 0.375(4) 0.048(3) Uani 0.231(16) 1 d D U P A 2
O2B O 0.0670(14) 0.691(3) 0.285(3) 0.048(3) Uani 0.231(16) 1 d D U P A 2
N1B N 0.0273(17) 0.583(4) 0.303(3) 0.048(3) Uani 0.231(16) 1 d D U P A 2
O3 O 0.2565(5) 0.6243(6) 0.2319(7) 0.031(5) Uani 1 1 d . U . . .
O4 O 0.3343(7) 0.7318(10) 0.1545(10) 0.040(6) Uani 1 1 d . U . . .
N2 N 0.2769(7) 0.7224(10) 0.1674(10) 0.036(6) Uani 1 1 d . U . . .
N6 N 0.2080(4) 0.4974(4) 0.4028(4) 0.027(6) Uani 1 1 d G U . . .
C11 C 0.2389(4) 0.5949(4) 0.4979(5) 0.030(6) Uani 1 1 d G U . . .
C12 C 0.2719(4) 0.5436(5) 0.5973(4) 0.034(6) Uani 1 1 d G U . . .
H12 H 0.292551 0.608883 0.660896 0.041 Uiso 1 1 calc R U . . .
C13 C 0.2740(4) 0.3948(5) 0.6015(4) 0.033(6) Uani 1 1 d G U . . .
H13 H 0.296154 0.360551 0.667943 0.040 Uiso 1 1 calc R U . . .
C14 C 0.2432(4) 0.2973(4) 0.5064(5) 0.034(6) Uani 1 1 d G U . . .
H14 H 0.244612 0.197778 0.509201 0.041 Uiso 1 1 calc R U . . .
C15 C 0.2101(4) 0.3486(4) 0.4070(4) 0.032(6) Uani 1 1 d G U . . .
H15 H 0.189467 0.283336 0.343411 0.038 Uiso 1 1 calc R U . . .
N4 N 0.1250(5) 0.7422(7) 0.1544(7) 0.026(5) Uani 1 1 d . U . . .
N5 N 0.2095(6) 0.7819(7) 0.3879(8) 0.024(5) Uani 1 1 d . U . . .
N3 N 0.1073(4) 0.4476(5) 0.1354(4) 0.025(4) Uani 1 1 d G U . . .
C1 C 0.0965(4) 0.2930(4) 0.1270(4) 0.027(4) Uani 1 1 d G U . . .
H1 H 0.107768 0.242768 0.190255 0.033 Uiso 1 1 calc R U . . .
C2 C 0.0688(4) 0.2135(4) 0.0239(5) 0.025(4) Uani 1 1 d G U . . .
H2 H 0.061533 0.110032 0.018180 0.030 Uiso 1 1 calc R U . . .
C3 C 0.0519(4) 0.2885(5) -0.0708(4) 0.033(4) Uani 1 1 d G U . . .
H3 H 0.033332 0.235336 -0.139733 0.040 Uiso 1 1 calc R U . . .
C4 C 0.0627(4) 0.4431(5) -0.0623(4) 0.031(4) Uani 1 1 d G U . . .
H4 H 0.051366 0.493375 -0.125572 0.038 Uiso 1 1 calc R U . . .
C5 C 0.0904(4) 0.5227(4) 0.0408(4) 0.027(4) Uani 1 1 d G U . . .
C10 C 0.2414(6) 0.7486(9) 0.4834(9) 0.025(6) Uani 1 1 d . U . . .
H10 H 0.265576 0.822213 0.541707 0.030 Uiso 1 1 calc R U . . .
C9 C 0.2103(7) 0.9414(8) 0.3753(9) 0.025(6) Uani 1 1 d . U . . .
H9A H 0.254926 1.005724 0.426624 0.031 Uiso 1 1 calc R U . . .
H9B H 0.167690 0.959178 0.392477 0.031 Uiso 1 1 calc R U . . .
C8 C 0.2078(7) 0.9804(9) 0.2569(9) 0.027(6) Uani 1 1 d . U . . .
H8A H 0.217310 1.088355 0.254010 0.032 Uiso 1 1 calc R U . . .
H8B H 0.247310 0.951478 0.237686 0.032 Uiso 1 1 calc R U . . .
C7 C 0.1337(7) 0.9034(9) 0.1711(9) 0.030(6) Uani 1 1 d . U . . .
H7A H 0.093102 0.918038 0.195710 0.037 Uiso 1 1 calc R U . . .
H7B H 0.131593 0.948542 0.101728 0.037 Uiso 1 1 calc R U . . .
C6 C 0.1017(6) 0.6780(9) 0.0563(9) 0.023(6) Uani 1 1 d . U . . .
H6 H 0.092260 0.734214 -0.004156 0.028 Uiso 1 1 calc R U . . .
Ni2 Ni 0.50035(8) 0.28270(10) 0.25009(11) 0.0175(14) Uani 1 1 d . . . . .
O5 O 0.5950(5) 0.3181(6) 0.2046(7) 0.0276(12) Uani 1 1 d . U . . .
O6 O 0.6673(6) 0.4586(9) 0.1315(9) 0.047(2) Uani 1 1 d . U . . .
O7 O 0.4053(6) 0.2111(8) 0.2963(9) 0.026(6) Uani 1 1 d . U . . .
O8 O 0.3326(8) 0.2671(11) 0.3707(11) 0.042(10) Uani 1 1 d . U . . .
N7 N 0.6127(7) 0.4336(9) 0.1520(9) 0.0331(14) Uani 1 1 d . U . . .
N8 N 0.3907(8) 0.3064(12) 0.3434(12) 0.038(6) Uani 1 1 d . U . . .
N9 N 0.4488(3) 0.1201(4) 0.1151(4) 0.024(4) Uani 1 1 d G U . . .
C16 C 0.4457(4) -0.0312(4) 0.1048(4) 0.026(4) Uani 1 1 d G U . . .
H16 H 0.463067 -0.079313 0.166989 0.031 Uiso 1 1 calc R U . . .
C17 C 0.4167(4) -0.1104(4) 0.0016(4) 0.028(4) Uani 1 1 d G U . . .
H17 H 0.414598 -0.211626 -0.005282 0.033 Uiso 1 1 calc R U . . .
C18 C 0.3907(4) -0.0385(5) -0.0913(4) 0.028(5) Uani 1 1 d G U . . .
H18 H 0.371294 -0.091509 -0.160351 0.034 Uiso 1 1 calc R U . . .
C19 C 0.3938(4) 0.1128(4) -0.0810(4) 0.025(4) Uani 1 1 d G U . . .
H19 H 0.376459 0.160921 -0.143151 0.031 Uiso 1 1 calc R U . . .
C20 C 0.4229(4) 0.1920(4) 0.0222(4) 0.025(4) Uani 1 1 d G U . . .
N10 N 0.4558(5) 0.4115(7) 0.1351(7) 0.022(5) Uani 1 1 d . U . . .
N11 N 0.5435(6) 0.4600(7) 0.3659(8) 0.022(5) Uani 1 1 d . U . . .
N12 N 0.5518(3) 0.1800(4) 0.3855(4) 0.029(6) Uani 1 1 d G U . . .
C26 C 0.5748(4) 0.2771(4) 0.4801(4) 0.031(6) Uani 1 1 d G U . . .
C27 C 0.6038(4) 0.2282(4) 0.5824(4) 0.032(6) Uani 1 1 d G U . . .
H27 H 0.619155 0.293166 0.645794 0.038 Uiso 1 1 calc R U . . .
C28 C 0.6099(4) 0.0821(4) 0.5901(4) 0.030(6) Uani 1 1 d G U . . .
H28 H 0.629316 0.049331 0.658526 0.036 Uiso 1 1 calc R U . . .
C29 C 0.5869(4) -0.0150(4) 0.4954(4) 0.031(6) Uani 1 1 d G U . . .
H29 H 0.591010 -0.112779 0.500504 0.037 Uiso 1 1 calc R U . . .
C30 C 0.5579(4) 0.0339(4) 0.3931(4) 0.029(6) Uani 1 1 d G U . . .
H30 H 0.542543 -0.031054 0.329748 0.035 Uiso 1 1 calc R U . . .
C21 C 0.4271(6) 0.3446(9) 0.0377(9) 0.026(6) Uani 1 1 d . U . . .
H21 H 0.409387 0.396640 -0.021899 0.031 Uiso 1 1 calc R U . . .
C22 C 0.4603(8) 0.5694(9) 0.1504(10) 0.033(6) Uani 1 1 d . U . . .
H22A H 0.500500 0.628379 0.124579 0.039 Uiso 0.513(18) 1 calc R U P B 1
H22B H 0.414483 0.586798 0.105149 0.039 Uiso 0.513(18) 1 calc R U P B 1
H22C H 0.417720 0.578729 0.171912 0.039 Uiso 0.487(18) 1 calc R U P B 2
H22D H 0.458653 0.614538 0.081098 0.039 Uiso 0.487(18) 1 calc R U P B 2
C23A C 0.4724(13) 0.6210(17) 0.2616(18) 0.024(6) Uani 0.513(18) 1 d . U P B 1
H23A H 0.429509 0.564947 0.282859 0.029 Uiso 0.513(18) 1 calc R U P B 1
H23B H 0.470768 0.724809 0.260764 0.029 Uiso 0.513(18) 1 calc R U P B 1
C23B C 0.5302(14) 0.6521(17) 0.2366(18) 0.023(9) Uani 0.487(18) 1 d . U P B 2
H23C H 0.571680 0.634784 0.215969 0.028 Uiso 0.487(18) 1 calc R U P B 2
H23D H 0.534295 0.758648 0.233605 0.028 Uiso 0.487(18) 1 calc R U P B 2
C24 C 0.5395(7) 0.6167(8) 0.3536(10) 0.033(6) Uani 1 1 d . U . . .
H24A H 0.583930 0.676802 0.338298 0.039 Uiso 0.513(18) 1 calc R U P B 1
H24B H 0.536957 0.659096 0.421885 0.039 Uiso 0.513(18) 1 calc R U P B 1
H24C H 0.584635 0.685099 0.400907 0.039 Uiso 0.487(18) 1 calc R U P B 2
H24D H 0.497880 0.629957 0.376076 0.039 Uiso 0.487(18) 1 calc R U P B 2
C25 C 0.5743(7) 0.4276(9) 0.4627(10) 0.026(6) Uani 1 1 d . U . . .
H25 H 0.595933 0.502046 0.520807 0.032 Uiso 1 1 calc R U . . .
Ni3 Ni 0.84090(8) 0.98931(11) 0.22859(11) 0.0197(14) Uani 1 1 d . . . . .
O9 O 0.7432(6) 0.8959(8) 0.2670(8) 0.0291(12) Uani 1 1 d . U . . .
O10 O 0.6644(7) 0.9144(9) 0.3470(9) 0.047(2) Uani 1 1 d . U . . .
N13 N 0.7242(8) 0.9714(10) 0.3260(11) 0.0359(15) Uani 1 1 d . U . . .
O11 O 0.9544(5) 1.2163(7) 0.1751(7) 0.032(7) Uani 1 1 d . U . . .
O12 O 0.9860(6) 1.0118(9) 0.1888(9) 0.039(8) Uani 1 1 d . U . . .
N14 N 0.9386(6) 1.0774(8) 0.1886(8) 0.027(5) Uani 1 1 d . U . . .
N15 N 0.8923(3) 0.8892(4) 0.3642(4) 0.025(4) Uani 1 1 d G U . . .
C35 C 0.9046(4) 0.9771(4) 0.4602(4) 0.023(4) Uani 1 1 d G U . . .
C34 C 0.9308(4) 0.9249(5) 0.5624(4) 0.025(4) Uani 1 1 d G U . . .
H34 H 0.938993 0.983688 0.626664 0.030 Uiso 1 1 calc R U . . .
C33 C 0.9446(4) 0.7850(5) 0.5686(4) 0.025(4) Uani 1 1 d G U . . .
H33 H 0.962148 0.750139 0.637026 0.030 Uiso 1 1 calc R U . . .
C32 C 0.9324(4) 0.6972(4) 0.4726(5) 0.026(4) Uani 1 1 d G U . . .
H32 H 0.941634 0.603575 0.476788 0.032 Uiso 1 1 calc R U . . .
C31 C 0.9062(4) 0.7493(5) 0.3704(4) 0.027(4) Uani 1 1 d G U . . .
H31 H 0.897965 0.690559 0.306187 0.032 Uiso 1 1 calc R U . . .
N16 N 0.8721(6) 1.1591(8) 0.3472(8) 0.023(5) Uani 1 1 d . U . . .
N17 N 0.7899(5) 1.1086(7) 0.1120(7) 0.021(5) Uani 1 1 d . U . . .
N18 N 0.7940(4) 0.8252(4) 0.0969(4) 0.028(6) Uani 1 1 d G U . . .
C45 C 0.7958(4) 0.6765(4) 0.0897(4) 0.033(6) Uani 1 1 d G U . . .
H45 H 0.819784 0.635532 0.151538 0.040 Uiso 1 1 calc R U . . .
C44 C 0.7616(4) 0.5889(4) -0.0099(5) 0.036(6) Uani 1 1 d G U . . .
H44 H 0.762739 0.489430 -0.014674 0.043 Uiso 1 1 calc R U . . .
C43 C 0.7257(4) 0.6501(4) -0.1022(4) 0.034(6) Uani 1 1 d G U . . .
H43 H 0.702820 0.591579 -0.168876 0.040 Uiso 1 1 calc R U . . .
C42 C 0.7240(4) 0.7989(4) -0.0951(4) 0.034(6) Uani 1 1 d G U . . .
H42 H 0.699944 0.839830 -0.156868 0.040 Uiso 1 1 calc R U . . .
C41 C 0.7581(4) 0.8864(4) 0.0045(4) 0.033(6) Uani 1 1 d G U . . .
C36 C 0.8954(7) 1.1239(9) 0.4455(10) 0.032(6) Uani 1 1 d . U . . .
H36 H 0.906089 1.192028 0.505725 0.038 Uiso 1 1 calc R U . . .
C37 C 0.8655(7) 1.3135(9) 0.3314(10) 0.024(6) Uani 1 1 d . U . . .
H37A H 0.907994 1.373465 0.311165 0.029 Uiso 1 1 calc R U . . .
H37B H 0.865044 1.359283 0.399874 0.029 Uiso 1 1 calc R U . . .
C38 C 0.7945(7) 1.3109(9) 0.2415(10) 0.029(6) Uani 1 1 d . U . . .
H38A H 0.753326 1.243616 0.260858 0.034 Uiso 1 1 calc R U . . .
H38B H 0.787544 1.410764 0.242584 0.034 Uiso 1 1 calc R U . . .
C39 C 0.7889(7) 1.2651(9) 0.1268(9) 0.032(6) Uani 1 1 d . U . . .
H39A H 0.743206 1.278136 0.077693 0.038 Uiso 1 1 calc R U . . .
H39B H 0.830045 1.330454 0.106307 0.038 Uiso 1 1 calc R U . . .
C40 C 0.7582(6) 1.0363(9) 0.0180(9) 0.028(6) Uani 1 1 d . U . . .
H40 H 0.735324 1.082800 -0.041437 0.034 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O2A 2.141(14) . ?
Ni1 O2B 2.182(17) . ?
Ni1 O3 2.072(13) . ?
Ni1 N6 2.084(2) . ?
Ni1 N4 2.023(4) . ?
Ni1 N5 2.026(9) . ?
Ni1 N3 2.096(5) . ?
O1A N1A 1.129(8) . ?
O2A N1A 1.105(9) . ?
O1B N1B 1.16(2) . ?
O2B N1B 1.16(2) . ?
O3 N2 1.284(11) . ?
O4 N2 1.16(3) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.425(9) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
N4 C7 1.465(14) . ?
N4 C6 1.282(16) . ?
N5 C10 1.275(7) . ?
N5 C9 1.482(11) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.401(11) . ?
C10 H10 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.537(16) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.532(9) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C6 H6 0.9300 . ?
Ni2 O5 2.034(13) . ?
Ni2 O7 2.049(15) . ?
Ni2 N9 2.104(5) . ?
Ni2 N10 2.035(4) . ?
Ni2 N11 2.030(10) . ?
Ni2 N12 2.096(2) . ?
O5 N7 1.283(8) . ?
O6 N7 1.13(2) . ?
O7 N8 1.20(3) . ?
O8 N8 1.24(3) . ?
N9 C16 1.3900 . ?
N9 C20 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C20 1.3900 . ?
C20 C21 1.403(12) . ?
N10 C21 1.283(14) . ?
N10 C22 1.451(15) . ?
N11 C24 1.480(12) . ?
N11 C25 1.280(8) . ?
N12 C26 1.3900 . ?
N12 C30 1.3900 . ?
C26 C27 1.3900 . ?
C26 C25 1.413(9) . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?
C22 H22D 0.9700 . ?
C22 C23A 1.42(3) . ?
C22 C23B 1.497(15) . ?
C23A H23A 0.9700 . ?
C23A H23B 0.9700 . ?
C23A C24 1.497(15) . ?
C23B H23C 0.9700 . ?
C23B H23D 0.9700 . ?
C23B C24 1.49(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C24 H24D 0.9700 . ?
C25 H25 0.9300 . ?
Ni3 O9 2.070(14) . ?
Ni3 N14 2.071(14) . ?
Ni3 N15 2.084(2) . ?
Ni3 N16 2.019(12) . ?
Ni3 N17 2.037(4) . ?
Ni3 N18 2.081(5) . ?
O9 N13 1.22(3) . ?
O10 N13 1.25(2) . ?
O11 N14 1.264(7) . ?
O12 N14 1.23(2) . ?
N15 C35 1.3900 . ?
N15 C31 1.3900 . ?
C35 C34 1.3900 . ?
C35 C36 1.423(12) . ?
C34 H34 0.9300 . ?
C34 C33 1.3900 . ?
C33 H33 0.9300 . ?
C33 C32 1.3900 . ?
C32 H32 0.9300 . ?
C32 C31 1.3900 . ?
C31 H31 0.9300 . ?
N16 C36 1.276(10) . ?
N16 C37 1.478(12) . ?
N17 C39 1.466(15) . ?
N17 C40 1.271(14) . ?
N18 C45 1.3900 . ?
N18 C41 1.3900 . ?
C45 H45 0.9300 . ?
C45 C44 1.3900 . ?
C44 H44 0.9300 . ?
C44 C43 1.3900 . ?
C43 H43 0.9300 . ?
C43 C42 1.3900 . ?
C42 H42 0.9300 . ?
C42 C41 1.3900 . ?
C41 C40 1.398(12) . ?
C36 H36 0.9300 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.519(10) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C39 1.48(2) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40 0.9300 . ?

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
O3 Ni1 O2A 161.0(3) . . ?
O3 Ni1 O2B 153.4(7) . . ?
O3 Ni1 N6 82.9(3) . . ?
O3 Ni1 N3 86.2(3) . . ?
N6 Ni1 O2A 83.8(3) . . ?
N6 Ni1 O2B 117.6(9) . . ?
N6 Ni1 N3 107.23(19) . . ?
N4 Ni1 O2A 102.2(4) . . ?
N4 Ni1 O2B 64.3(10) . . ?
N4 Ni1 O3 92.8(4) . . ?
N4 Ni1 N6 170.87(17) . . ?
N4 Ni1 N5 92.4(3) . . ?
N4 Ni1 N3 80.4(3) . . ?
N5 Ni1 O2A 99.3(5) . . ?
N5 Ni1 O2B 76.8(10) . . ?
N5 Ni1 O3 91.6(5) . . ?
N5 Ni1 N6 79.73(19) . . ?
N5 Ni1 N3 172.3(2) . . ?
N3 Ni1 O2A 84.9(4) . . ?
N3 Ni1 O2B 102.1(10) . . ?
N1A O2A Ni1 107.1(8) . . ?
O2A N1A O1A 144.4(15) . . ?
N1B O2B Ni1 101(2) . . ?
O1B N1B O2B 133(3) . . ?
N2 O3 Ni1 120.2(10) . . ?
O4 N2 O3 116.3(10) . . ?
C11 N6 Ni1 110.0(2) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 129.9(2) . . ?
N6 C11 C12 120.0 . . ?
N6 C11 C10 116.0(5) . . ?
C12 C11 C10 123.7(4) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C7 N4 Ni1 126.5(6) . . ?
C6 N4 Ni1 113.3(6) . . ?
C6 N4 C7 119.7(6) . . ?
C10 N5 Ni1 115.7(7) . . ?
C10 N5 C9 117.1(9) . . ?
C9 N5 Ni1 127.2(4) . . ?
C1 N3 Ni1 130.98(18) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 108.61(18) . . ?
N3 C1 H1 120.0 . . ?
C2 C1 N3 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 116.6(5) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 123.4(4) . . ?
C11 C10 H10 121.1 . . ?
N5 C10 C11 117.8(9) . . ?
N5 C10 H10 121.1 . . ?
N5 C9 H9A 109.6 . . ?
N5 C9 H9B 109.6 . . ?
N5 C9 C8 110.5(12) . . ?
H9A C9 H9B 108.1 . . ?
C8 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
C9 C8 H8A 108.8 . . ?
C9 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
C7 C8 C9 113.6(10) . . ?
C7 C8 H8A 108.8 . . ?
C7 C8 H8B 108.8 . . ?
N4 C7 C8 110.7(8) . . ?
N4 C7 H7A 109.5 . . ?
N4 C7 H7B 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
N4 C6 C5 119.6(5) . . ?
N4 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
O5 Ni2 O7 170.7(3) . . ?
O5 Ni2 N9 87.4(3) . . ?
O5 Ni2 N10 93.5(4) . . ?
O5 Ni2 N12 87.4(3) . . ?
O7 Ni2 N9 87.2(4) . . ?
O7 Ni2 N12 87.0(2) . . ?
N10 Ni2 O7 93.1(4) . . ?
N10 Ni2 N9 80.5(3) . . ?
N10 Ni2 N12 171.1(3) . . ?
N11 Ni2 O5 93.6(5) . . ?
N11 Ni2 O7 92.8(5) . . ?
N11 Ni2 N9 171.77(18) . . ?
N11 Ni2 N10 91.3(3) . . ?
N11 Ni2 N12 79.8(2) . . ?
N12 Ni2 N9 108.43(17) . . ?
N7 O5 Ni2 118.2(11) . . ?
N8 O7 Ni2 115.0(8) . . ?
O6 N7 O5 118.7(13) . . ?
O7 N8 O8 116.5(9) . . ?
C16 N9 Ni2 131.21(18) . . ?
C16 N9 C20 120.0 . . ?
C20 N9 Ni2 108.29(17) . . ?
N9 C16 H16 120.0 . . ?
N9 C16 C17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C20 C19 H19 120.0 . . ?
N9 C20 C21 117.5(4) . . ?
C19 C20 N9 120.0 . . ?
C19 C20 C21 122.5(4) . . ?
C21 N10 Ni2 113.7(7) . . ?
C21 N10 C22 118.9(6) . . ?
C22 N10 Ni2 127.1(6) . . ?
C24 N11 Ni2 128.4(5) . . ?
C25 N11 Ni2 114.6(7) . . ?
C25 N11 C24 116.9(10) . . ?
C26 N12 Ni2 109.5(2) . . ?
C26 N12 C30 120.0 . . ?
C30 N12 Ni2 130.1(2) . . ?
N12 C26 C27 120.0 . . ?
N12 C26 C25 115.6(6) . . ?
C27 C26 C25 124.0(5) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29 120.0 . . ?
N12 C30 H30 120.0 . . ?
C29 C30 N12 120.0 . . ?
C29 C30 H30 120.0 . . ?
C20 C21 H21 120.4 . . ?
N10 C21 C20 119.3(4) . . ?
N10 C21 H21 120.4 . . ?
N10 C22 H22A 108.7 . . ?
N10 C22 H22B 108.7 . . ?
N10 C22 H22C 109.3 . . ?
N10 C22 H22D 109.3 . . ?
N10 C22 C23B 111.7(12) . . ?
H22A C22 H22B 107.6 . . ?
H22C C22 H22D 107.9 . . ?
C23A C22 N10 114.0(8) . . ?
C23A C22 H22A 108.7 . . ?
C23A C22 H22B 108.7 . . ?
C23B C22 H22C 109.3 . . ?
C23B C22 H22D 109.3 . . ?
C22 C23A H23A 106.5 . . ?
C22 C23A H23B 106.5 . . ?
C22 C23A C24 123(3) . . ?
H23A C23A H23B 106.5 . . ?
C24 C23A H23A 106.5 . . ?
C24 C23A H23B 106.5 . . ?
C22 C23B H23C 107.6 . . ?
C22 C23B H23D 107.6 . . ?
H23C C23B H23D 107.1 . . ?
C24 C23B C22 118.7(16) . . ?
C24 C23B H23C 107.6 . . ?
C24 C23B H23D 107.6 . . ?
N11 C24 C23A 110.2(9) . . ?
N11 C24 C23B 110.1(15) . . ?
N11 C24 H24A 109.6 . . ?
N11 C24 H24B 109.6 . . ?
N11 C24 H24C 109.6 . . ?
N11 C24 H24D 109.6 . . ?
C23A C24 H24A 109.6 . . ?
C23A C24 H24B 109.6 . . ?
C23B C24 H24C 109.6 . . ?
C23B C24 H24D 109.6 . . ?
H24A C24 H24B 108.1 . . ?
H24C C24 H24D 108.2 . . ?
N11 C25 C26 119.0(10) . . ?
N11 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?
O9 Ni3 N14 178.6(5) . . ?
O9 Ni3 N15 86.3(2) . . ?
O9 Ni3 N18 83.5(4) . . ?
N14 Ni3 N15 93.4(3) . . ?
N14 Ni3 N18 95.3(4) . . ?
N16 Ni3 O9 91.7(5) . . ?
N16 Ni3 N14 89.6(5) . . ?
N16 Ni3 N15 79.7(2) . . ?
N16 Ni3 N17 92.5(3) . . ?
N16 Ni3 N18 171.2(4) . . ?
N17 Ni3 O9 91.5(4) . . ?
N17 Ni3 N14 89.0(4) . . ?
N17 Ni3 N15 171.8(4) . . ?
N17 Ni3 N18 80.3(3) . . ?
N18 Ni3 N15 107.21(19) . . ?
N13 O9 Ni3 118.3(7) . . ?
O9 N13 O10 117.6(9) . . ?
O11 N14 Ni3 116.0(12) . . ?
O12 N14 Ni3 126.2(5) . . ?
O12 N14 O11 117.3(12) . . ?
C35 N15 Ni3 109.4(3) . . ?
C35 N15 C31 120.0 . . ?
C31 N15 Ni3 130.1(2) . . ?
N15 C35 C36 115.8(6) . . ?
C34 C35 N15 120.0 . . ?
C34 C35 C36 124.0(6) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 C35 120.0 . . ?
C33 C34 H34 120.0 . . ?
C34 C33 H33 120.0 . . ?
C34 C33 C32 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C32 H32 120.0 . . ?
C33 C32 C31 120.0 . . ?
C31 C32 H32 120.0 . . ?
N15 C31 H31 120.0 . . ?
C32 C31 N15 120.0 . . ?
C32 C31 H31 120.0 . . ?
C36 N16 Ni3 115.1(8) . . ?
C36 N16 C37 118.1(12) . . ?
C37 N16 Ni3 126.6(6) . . ?
C39 N17 Ni3 126.5(5) . . ?
C40 N17 Ni3 113.9(7) . . ?
C40 N17 C39 119.6(6) . . ?
C45 N18 Ni3 130.65(18) . . ?
C45 N18 C41 120.0 . . ?
C41 N18 Ni3 109.32(18) . . ?
N18 C45 H45 120.0 . . ?
C44 C45 N18 120.0 . . ?
C44 C45 H45 120.0 . . ?
C45 C44 H44 120.0 . . ?
C45 C44 C43 120.0 . . ?
C43 C44 H44 120.0 . . ?
C44 C43 H43 120.0 . . ?
C44 C43 C42 120.0 . . ?
C42 C43 H43 120.0 . . ?
C43 C42 H42 120.0 . . ?
C41 C42 C43 120.0 . . ?
C41 C42 H42 120.0 . . ?
N18 C41 C40 116.9(4) . . ?
C42 C41 N18 120.0 . . ?
C42 C41 C40 123.1(4) . . ?
C35 C36 H36 121.0 . . ?
N16 C36 C35 118.0(13) . . ?
N16 C36 H36 121.0 . . ?
N16 C37 H37A 109.6 . . ?
N16 C37 H37B 109.6 . . ?
N16 C37 C38 110.3(6) . . ?
H37A C37 H37B 108.1 . . ?
C38 C37 H37A 109.6 . . ?
C38 C37 H37B 109.6 . . ?
C37 C38 H38A 107.8 . . ?
C37 C38 H38B 107.8 . . ?
H38A C38 H38B 107.2 . . ?
C39 C38 C37 118.0(16) . . ?
C39 C38 H38A 107.8 . . ?
C39 C38 H38B 107.8 . . ?
N17 C39 C38 112.9(6) . . ?
N17 C39 H39A 109.0 . . ?
N17 C39 H39B 109.0 . . ?
C38 C39 H39A 109.0 . . ?
C38 C39 H39B 109.0 . . ?
H39A C39 H39B 107.8 . . ?
N17 C40 C41 119.5(5) . . ?
N17 C40 H40 120.3 . . ?
C41 C40 H40 120.3 . . ?

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 O2A N1A O1A 29(3) . . . . ?
Ni1 O2B N1B O1B 62(8) . . . . ?
Ni1 O3 N2 O4 175.4(11) . . . . ?
Ni1 N6 C11 C12 177.2(4) . . . . ?
Ni1 N6 C11 C10 -9.5(9) . . . . ?
Ni1 N6 C15 C14 -176.6(5) . . . . ?
Ni1 N4 C7 C8 36.6(19) . . . . ?
Ni1 N4 C6 C5 10.2(17) . . . . ?
Ni1 N5 C10 C11 1(2) . . . . ?
Ni1 N5 C9 C8 -32.0(17) . . . . ?
Ni1 N3 C1 C2 -171.7(5) . . . . ?
Ni1 N3 C5 C4 173.4(4) . . . . ?
Ni1 N3 C5 C6 -7.6(8) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 6.4(18) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 179.4(11) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 173.3(9) . . . . ?
N5 C9 C8 C7 68.7(16) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 -1.3(17) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 179.0(9) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 -178.9(10) . . . . ?
C4 C5 C6 N4 177.6(10) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
C10 C11 C12 C13 -172.7(11) . . . . ?
C10 N5 C9 C8 151.2(14) . . . . ?
C9 N5 C10 C11 177.8(13) . . . . ?
C9 C8 C7 N4 -71.5(19) . . . . ?
C7 N4 C6 C5 -177.2(13) . . . . ?
C6 N4 C7 C8 -134.9(14) . . . . ?
Ni2 O5 N7 O6 175.9(10) . . . . ?
Ni2 O7 N8 O8 178.7(5) . . . . ?
Ni2 N9 C16 C17 -170.8(5) . . . . ?
Ni2 N9 C20 C19 172.7(4) . . . . ?
Ni2 N9 C20 C21 -7.5(8) . . . . ?
Ni2 N10 C21 C20 5.9(17) . . . . ?
Ni2 N10 C22 C23A -24(2) . . . . ?
Ni2 N10 C22 C23B 30(2) . . . . ?
Ni2 N11 C24 C23A 26(3) . . . . ?
Ni2 N11 C24 C23B -26(2) . . . . ?
Ni2 N11 C25 C26 -1(2) . . . . ?
Ni2 N12 C26 C27 173.6(4) . . . . ?
Ni2 N12 C26 C25 -13.3(9) . . . . ?
Ni2 N12 C30 C29 -172.1(5) . . . . ?
N9 C16 C17 C18 0.0 . . . . ?
N9 C20 C21 N10 1.5(17) . . . . ?
C16 N9 C20 C19 0.0 . . . . ?
C16 N9 C20 C21 179.8(9) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 N9 0.0 . . . . ?
C18 C19 C20 C21 -179.8(10) . . . . ?
C19 C20 C21 N10 -178.8(10) . . . . ?
C20 N9 C16 C17 0.0 . . . . ?
N10 C22 C23A C24 60.7(18) . . . . ?
N10 C22 C23B C24 -68(3) . . . . ?
N12 C26 C27 C28 0.0 . . . . ?
N12 C26 C25 N11 9.9(19) . . . . ?
C26 N12 C30 C29 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C26 C25 N11 -177.3(12) . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 N12 0.0 . . . . ?
C30 N12 C26 C27 0.0 . . . . ?
C30 N12 C26 C25 173.1(9) . . . . ?
C21 N10 C22 C23A 162.7(17) . . . . ?
C21 N10 C22 C23B -143.5(19) . . . . ?
C22 N10 C21 C20 179.8(13) . . . . ?
C22 C23A C24 N11 -60.5(19) . . . . ?
C22 C23B C24 N11 65(3) . . . . ?
C24 N11 C25 C26 175.6(14) . . . . ?
C25 N11 C24 C23A -150(2) . . . . ?
C25 N11 C24 C23B 158.5(17) . . . . ?
C25 C26 C27 C28 -172.5(11) . . . . ?
Ni3 O9 N13 O10 178.8(4) . . . . ?
Ni3 N15 C35 C34 172.8(3) . . . . ?
Ni3 N15 C35 C36 -12.8(8) . . . . ?
Ni3 N15 C31 C32 -171.1(5) . . . . ?
Ni3 N16 C36 C35 6.7(18) . . . . ?
Ni3 N16 C37 C38 36(2) . . . . ?
Ni3 N17 C39 C38 -28.9(16) . . . . ?
Ni3 N17 C40 C41 2.8(18) . . . . ?
Ni3 N18 C45 C44 -178.0(5) . . . . ?
Ni3 N18 C41 C42 178.4(4) . . . . ?
Ni3 N18 C41 C40 -2.0(9) . . . . ?
N15 C35 C34 C33 0.0 . . . . ?
N15 C35 C36 N16 4.7(16) . . . . ?
C35 N15 C31 C32 0.0 . . . . ?
C35 C34 C33 C32 0.0 . . . . ?
C34 C35 C36 N16 178.8(10) . . . . ?
C34 C33 C32 C31 0.0 . . . . ?
C33 C32 C31 N15 0.0 . . . . ?
C31 N15 C35 C34 0.0 . . . . ?
C31 N15 C35 C36 174.4(8) . . . . ?
N16 C37 C38 C39 -67.7(14) . . . . ?
N18 C45 C44 C43 0.0 . . . . ?
N18 C41 C40 N17 -0.5(17) . . . . ?
C45 N18 C41 C42 0.0 . . . . ?
C45 N18 C41 C40 179.6(9) . . . . ?
C45 C44 C43 C42 0.0 . . . . ?
C44 C43 C42 C41 0.0 . . . . ?
C43 C42 C41 N18 0.0 . . . . ?
C43 C42 C41 C40 -179.6(10) . . . . ?
C42 C41 C40 N17 179.1(10) . . . . ?
C41 N18 C45 C44 0.0 . . . . ?
C36 C35 C34 C33 -173.9(10) . . . . ?
C36 N16 C37 C38 -138.9(15) . . . . ?
C37 N16 C36 C35 -177.5(12) . . . . ?
C37 C38 C39 N17 64.3(10) . . . . ?
C39 N17 C40 C41 -178.9(12) . . . . ?
C40 N17 C39 C38 153.0(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-13-III
_database_code_depnum_ccdc_archive 'CCDC 2352780'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-13-III     
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0004 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.2278 0.4037 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0016 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.369(3)
_cell_length_b                   9.1988(13)
_cell_length_c                   12.599(2)
_cell_angle_alpha                90.252(13)
_cell_angle_beta                 105.495(17)
_cell_angle_gamma                87.182(14)
_cell_volume                     1379.7(5)
_cell_formula_units_Z            4

_cell_measurement_temperature    293
_cell_measurement_reflns_used    406
_cell_measurement_theta_min      1.5940
_cell_measurement_theta_max      18.8180
_exptl_absorpt_coefficient_mu    0.335
_exptl_absorpt_correction_T_min  0.06636
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.940


_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.1259
_diffrn_reflns_av_unetI/netI     0.2707
_diffrn_reflns_Laue_measured_fraction_full 0.264
_diffrn_reflns_Laue_measured_fraction_max 0.140
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3440
_diffrn_reflns_point_group_measured_fraction_full 0.264
_diffrn_reflns_point_group_measured_fraction_max 0.140
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.545
_diffrn_reflns_theta_min         1.595
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.264
_diffrn_measured_fraction_theta_max 0.140
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1205
_reflns_number_total             2340
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.795
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         2340
_refine_ls_number_restraints     438
_refine_ls_R_factor_all          0.1285
_refine_ls_R_factor_gt           0.0738
_refine_ls_restrained_S_all      0.744
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1878
_refine_ls_wR_factor_ref         0.2404
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
N9 \\sim C20 \\sim C19 \\sim C18 \\sim C17 \\sim C16: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N12 \\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N3 \\sim C5 \\sim C4 \\sim C3 \\sim C2 \\sim C1: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
O6 \\sim N7 \\sim O5: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
O1 \\sim N1 \\sim O2: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
C7 \\sim C8 \\sim C9: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
O8 \\sim N8 \\sim O7: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
O4 \\sim N2 \\sim O3: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
Uanis(C25) \\sim Ueq, Uanis(N11) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C23)
\\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(N10) \\sim Ueq, Uanis(C21) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(N5) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C7) \\sim
Ueq, Uanis(N4) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of
0.02
Uanis(O4) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(O3) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O1) \\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(O2) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O8) \\sim Ueq, Uanis(N8) \\sim Ueq, Uanis(O7) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O6) \\sim Ueq, Uanis(N7) \\sim Ueq, Uanis(O5) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O8) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(N10) \\sim Ueq, Uanis(N4) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C6) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(N9) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C18)
\\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C16) \\sim Ueq: with sigma of 0.001 and
sigma for terminal atoms of 0.002
Uanis(N12) \\sim Ueq, Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28)
\\sim Ueq, Uanis(C29) \\sim Ueq, Uanis(C30) \\sim Ueq: with sigma of 0.001 and
sigma for terminal atoms of 0.002
Uanis(O7) \\sim Ueq, Uanis(N8) \\sim Ueq, Uanis(O8) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(Ni2) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(Ni1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C22(H22A,H22B), C23(H23A,H23B),
 C24(H24A,H24B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C6(H6), C10(H10), C16(H16), C17(H17), C18(H18), C19(H19), C27(H27), C28(H28),
 C29(H29), C30(H30), C21(H21), C25(H25)
3.c Fitted hexagon refined as free rotating group:
 N3(C1,C2,C3,C4,C5), N6(C11,C12,C13,C14,C15), N9(C16,C17,C18,C19,C20), N12(C26,
 C27,C28,C29,C30)
;
_atom_sites_solution_hydrogens   geom
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 0.2610(2) 0.5277(2) 0.23335(16) 0.0248(7) Uani 1 1 d . U . . .
O1 O 0.1139(12) 0.5079(12) 0.2793(10) 0.0308(15) Uani 1 1 d . U . . .
O2 O -0.0006(16) 0.5963(17) 0.3601(13) 0.037(8) Uani 1 1 d . U . . .
N1 N 0.0838(17) 0.5989(18) 0.3434(14) 0.033(4) Uani 1 1 d . U . . .
O4 O 0.4043(19) 0.4829(17) 0.1819(17) 0.054(5) Uani 1 1 d . U . . .
O3 O 0.4411(14) 0.7109(13) 0.1863(11) 0.039(8) Uani 1 1 d . U . . .
N2 N 0.465(3) 0.586(2) 0.168(2) 0.053(5) Uani 1 1 d . U . . .
N3 N 0.1857(9) 0.3956(8) 0.1021(6) 0.032(9) Uani 1 1 d G U . . .
C1 C 0.1810(9) 0.2450(8) 0.0971(6) 0.033(9) Uani 1 1 d G U . . .
H1 H 0.211036 0.188636 0.160139 0.039 Uiso 1 1 calc R U . . .
C2 C 0.1316(9) 0.1786(7) -0.0022(7) 0.031(9) Uani 1 1 d G U . . .
H2 H 0.128505 0.077810 -0.005512 0.038 Uiso 1 1 calc R U . . .
C3 C 0.0868(9) 0.2628(8) -0.0964(6) 0.031(9) Uani 1 1 d G U . . .
H3 H 0.053685 0.218384 -0.162840 0.037 Uiso 1 1 calc R U . . .
C4 C 0.0914(9) 0.4134(8) -0.0915(6) 0.031(9) Uani 1 1 d G U . . .
H4 H 0.061395 0.469785 -0.154518 0.037 Uiso 1 1 calc R U . . .
C5 C 0.1408(9) 0.4798(7) 0.0078(7) 0.032(9) Uani 1 1 d G U . . .
N4 N 0.1862(13) 0.6816(13) 0.1187(10) 0.0250(15) Uani 1 1 d . U . . .
N5 N 0.3118(13) 0.6788(13) 0.3510(11) 0.026(6) Uani 1 1 d . U . . .
N6 N 0.3355(9) 0.3902(8) 0.3686(6) 0.037(9) Uani 1 1 d G U . . .
C11 C 0.3650(10) 0.4757(8) 0.4622(7) 0.038(9) Uani 1 1 d G U . . .
C12 C 0.4076(10) 0.4104(9) 0.5652(6) 0.042(9) Uani 1 1 d G U . . .
H12 H 0.427325 0.467621 0.627797 0.050 Uiso 1 1 calc R U . . .
C13 C 0.4207(10) 0.2597(9) 0.5746(6) 0.044(9) Uani 1 1 d G U . . .
H13 H 0.449142 0.216025 0.643490 0.053 Uiso 1 1 calc R U . . .
C14 C 0.3912(10) 0.1742(8) 0.4810(7) 0.041(9) Uani 1 1 d G U . . .
H14 H 0.399903 0.073343 0.487281 0.049 Uiso 1 1 calc R U . . .
C15 C 0.3486(9) 0.2395(8) 0.3780(6) 0.036(9) Uani 1 1 d G U . . .
H15 H 0.328847 0.182256 0.315377 0.043 Uiso 1 1 calc R U . . .
C6 C 0.1352(16) 0.6316(17) 0.0243(13) 0.0290(19) Uani 1 1 d . U . . .
H6 H 0.095376 0.693989 -0.032098 0.035 Uiso 1 1 calc R U . . .
C7 C 0.1838(17) 0.8419(16) 0.1315(13) 0.031(5) Uani 1 1 d . U . . .
H7A H 0.115290 0.885061 0.083075 0.038 Uiso 1 1 calc R U . . .
H7B H 0.247094 0.880790 0.111207 0.038 Uiso 1 1 calc R U . . .
C8 C 0.1896(17) 0.8802(17) 0.2518(13) 0.034(4) Uani 1 1 d . U . . .
H8A H 0.177680 0.984850 0.256269 0.040 Uiso 1 1 calc R U . . .
H8B H 0.127909 0.835787 0.271360 0.040 Uiso 1 1 calc R U . . .
C9 C 0.2977(18) 0.8342(18) 0.3371(14) 0.034(5) Uani 1 1 d . U . . .
H9A H 0.360835 0.869754 0.314702 0.041 Uiso 1 1 calc R U . . .
H9B H 0.297346 0.878273 0.407096 0.041 Uiso 1 1 calc R U . . .
C10 C 0.3518(18) 0.6286(16) 0.4465(13) 0.050(19) Uani 1 1 d . . . . .
H10 H 0.372348 0.690736 0.506205 0.060 Uiso 1 1 calc R U . . .
Ni2 Ni 0.7377(2) 0.0610(2) 0.26669(16) 0.0245(7) Uani 1 1 d . U . . .
O5 O 0.8887(18) 0.0196(16) 0.2202(13) 0.033(5) Uani 1 1 d . U . . .
O6 O 1.0017(18) 0.094(2) 0.1397(15) 0.053(9) Uani 1 1 d . U . . .
N7 N 0.910(2) 0.1089(19) 0.1668(16) 0.035(5) Uani 1 1 d . U . . .
O7 O 0.5695(12) 0.2408(13) 0.3237(10) 0.032(8) Uani 1 1 d . U . . .
O8 O 0.5157(16) 0.0195(16) 0.3097(13) 0.050(2) Uani 1 1 d . U . . .
N8 N 0.5928(15) 0.1095(15) 0.3087(12) 0.030(5) Uani 1 1 d . U . . .
N9 N 0.6635(9) -0.0651(8) 0.1306(6) 0.0294(16) Uani 1 1 d G U . . .
C16 C 0.6444(9) -0.2129(8) 0.1233(6) 0.036(2) Uani 1 1 d G U . . .
H16 H 0.657864 -0.269297 0.186969 0.043 Uiso 1 1 calc R U . . .
C17 C 0.6051(9) -0.2764(7) 0.0207(7) 0.0341(19) Uani 1 1 d G U . . .
H17 H 0.592365 -0.375295 0.015823 0.041 Uiso 1 1 calc R U . . .
C18 C 0.5850(9) -0.1921(8) -0.0745(6) 0.0343(19) Uani 1 1 d G U . . .
H18 H 0.558757 -0.234579 -0.143095 0.041 Uiso 1 1 calc R U . . .
C19 C 0.6041(9) -0.0443(8) -0.0672(6) 0.0325(19) Uani 1 1 d G U . . .
H19 H 0.590648 0.012136 -0.130869 0.039 Uiso 1 1 calc R U . . .
C20 C 0.6434(9) 0.0192(7) 0.0354(7) 0.0281(17) Uani 1 1 d G U . . .
N10 N 0.6887(13) 0.2184(14) 0.1476(11) 0.0263(16) Uani 1 1 d . U . . .
N11 N 0.8123(13) 0.2040(13) 0.3830(11) 0.031(6) Uani 1 1 d . U . . .
N12 N 0.8099(8) -0.0836(8) 0.3972(6) 0.0255(15) Uani 1 1 d G U . . .
C26 C 0.8642(8) -0.0034(7) 0.4879(7) 0.0301(18) Uani 1 1 d G U . . .
C27 C 0.9158(9) -0.0734(8) 0.5873(6) 0.0289(17) Uani 1 1 d G U . . .
H27 H 0.952147 -0.019731 0.647997 0.035 Uiso 1 1 calc R U . . .
C28 C 0.9132(9) -0.2237(8) 0.5961(6) 0.0312(18) Uani 1 1 d G U . . .
H28 H 0.947756 -0.270562 0.662665 0.037 Uiso 1 1 calc R U . . .
C29 C 0.8589(9) -0.3040(7) 0.5055(7) 0.0310(18) Uani 1 1 d G U . . .
H29 H 0.857146 -0.404504 0.511343 0.037 Uiso 1 1 calc R U . . .
C30 C 0.8072(8) -0.2339(7) 0.4060(6) 0.0272(17) Uani 1 1 d G U . . .
H30 H 0.770925 -0.287616 0.345354 0.033 Uiso 1 1 calc R U . . .
C21 C 0.6557(18) 0.1714(19) 0.0495(14) 0.036(6) Uani 1 1 d . U . . .
H21 H 0.640171 0.234521 -0.010738 0.043 Uiso 1 1 calc R U . . .
C22 C 0.6940(17) 0.3744(17) 0.1662(14) 0.033(6) Uani 1 1 d . U . . .
H22A H 0.631356 0.408960 0.193872 0.039 Uiso 1 1 calc R U . . .
H22B H 0.688178 0.424465 0.097184 0.039 Uiso 1 1 calc R U . . .
C23 C 0.8065(19) 0.4092(19) 0.2508(15) 0.042(7) Uani 1 1 d . U . . .
H23A H 0.868098 0.361121 0.228092 0.050 Uiso 1 1 calc R U . . .
H23B H 0.815793 0.513243 0.249778 0.050 Uiso 1 1 calc R U . . .
C24 C 0.8135(16) 0.3614(17) 0.3694(14) 0.031(6) Uani 1 1 d . U . . .
H24A H 0.881955 0.395755 0.418129 0.038 Uiso 1 1 calc R U . . .
H24B H 0.750636 0.407240 0.391389 0.038 Uiso 1 1 calc R U . . .
C25 C 0.8636(16) 0.1474(17) 0.4743(13) 0.028(6) Uani 1 1 d . U . . .
H25 H 0.900806 0.205042 0.532094 0.033 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 2.07(2) . ?
Ni1 O4 2.07(3) . ?
Ni1 N3 2.086(3) . ?
Ni1 N4 2.031(12) . ?
Ni1 N5 2.023(6) . ?
Ni1 N6 2.102(8) . ?
O1 N1 1.271(15) . ?
O2 N1 1.12(4) . ?
O4 N2 1.28(6) . ?
O3 N2 1.214(13) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.412(14) . ?
N4 C6 1.284(10) . ?
N4 C7 1.482(16) . ?
N5 C9 1.44(2) . ?
N5 C10 1.25(2) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.417(17) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.54(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.517(12) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10 0.9300 . ?
Ni2 O5 2.12(3) . ?
Ni2 N8 2.03(2) . ?
Ni2 N9 2.091(4) . ?
Ni2 N10 2.040(16) . ?
Ni2 N11 2.027(7) . ?
Ni2 N12 2.095(7) . ?
O5 N7 1.15(5) . ?
O6 N7 1.27(5) . ?
O7 N8 1.253(11) . ?
O8 N8 1.30(4) . ?
N9 C16 1.3900 . ?
N9 C20 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C20 1.3900 . ?
C20 C21 1.421(19) . ?
N10 C21 1.275(13) . ?
N10 C22 1.455(18) . ?
N11 C24 1.46(2) . ?
N11 C25 1.257(18) . ?
N12 C26 1.3900 . ?
N12 C30 1.3900 . ?
C26 C27 1.3900 . ?
C26 C25 1.40(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.56(2) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.54(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25 0.9300 . ?

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 O4 163.3(6) . . ?
O1 Ni1 N3 84.4(4) . . ?
O1 Ni1 N6 85.6(5) . . ?
O4 Ni1 N3 84.0(4) . . ?
O4 Ni1 N6 86.4(7) . . ?
N3 Ni1 N6 107.3(3) . . ?
N4 Ni1 O1 91.3(7) . . ?
N4 Ni1 O4 98.5(8) . . ?
N4 Ni1 N3 79.7(3) . . ?
N4 Ni1 N6 171.9(3) . . ?
N5 Ni1 O1 90.6(6) . . ?
N5 Ni1 O4 102.4(6) . . ?
N5 Ni1 N3 170.5(2) . . ?
N5 Ni1 N4 92.3(4) . . ?
N5 Ni1 N6 80.3(4) . . ?
N1 O1 Ni1 121.4(16) . . ?
O2 N1 O1 121.4(18) . . ?
N2 O4 Ni1 120.6(12) . . ?
O3 N2 O4 121(4) . . ?
C1 N3 Ni1 129.8(3) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 110.1(4) . . ?
N3 C1 H1 120.0 . . ?
N3 C1 C2 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 115.6(7) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 123.8(6) . . ?
C6 N4 Ni1 114.8(10) . . ?
C6 N4 C7 117.3(12) . . ?
C7 N4 Ni1 127.9(6) . . ?
C9 N5 Ni1 126.7(8) . . ?
C10 N5 Ni1 115.0(10) . . ?
C10 N5 C9 118.1(8) . . ?
C11 N6 Ni1 108.1(2) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 131.6(3) . . ?
N6 C11 C10 117.1(6) . . ?
C12 C11 N6 120.0 . . ?
C12 C11 C10 122.9(6) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C5 C6 H6 120.7 . . ?
N4 C6 C5 118.6(12) . . ?
N4 C6 H6 120.7 . . ?
N4 C7 H7A 109.7 . . ?
N4 C7 H7B 109.7 . . ?
N4 C7 C8 109.6(17) . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
C7 C8 H8A 108.2 . . ?
C7 C8 H8B 108.2 . . ?
H8A C8 H8B 107.4 . . ?
C9 C8 C7 116.3(15) . . ?
C9 C8 H8A 108.2 . . ?
C9 C8 H8B 108.2 . . ?
N5 C9 C8 112.2(14) . . ?
N5 C9 H9A 109.2 . . ?
N5 C9 H9B 109.2 . . ?
C8 C9 H9A 109.2 . . ?
C8 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
N5 C10 C11 118.9(7) . . ?
N5 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
N8 Ni2 O5 177.5(8) . . ?
N8 Ni2 N9 95.2(4) . . ?
N8 Ni2 N10 87.7(8) . . ?
N8 Ni2 N12 97.1(6) . . ?
N9 Ni2 O5 85.5(4) . . ?
N9 Ni2 N12 106.9(3) . . ?
N10 Ni2 O5 90.1(8) . . ?
N10 Ni2 N9 79.5(3) . . ?
N10 Ni2 N12 171.5(6) . . ?
N11 Ni2 O5 91.5(6) . . ?
N11 Ni2 N8 87.5(6) . . ?
N11 Ni2 N9 171.9(7) . . ?
N11 Ni2 N10 93.0(5) . . ?
N11 Ni2 N12 80.2(4) . . ?
N12 Ni2 O5 84.9(6) . . ?
N7 O5 Ni2 114.9(14) . . ?
O5 N7 O6 118.3(14) . . ?
O7 N8 Ni2 117(2) . . ?
O7 N8 O8 116.2(19) . . ?
O8 N8 Ni2 125.9(7) . . ?
C16 N9 Ni2 130.4(4) . . ?
C16 N9 C20 120.0 . . ?
C20 N9 Ni2 109.2(4) . . ?
N9 C16 H16 120.0 . . ?
N9 C16 C17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 120.0 . . ?
C20 C19 H19 120.0 . . ?
N9 C20 C21 116.8(9) . . ?
C19 C20 N9 120.0 . . ?
C19 C20 C21 123.0(8) . . ?
C21 N10 Ni2 115.0(12) . . ?
C21 N10 C22 119.5(17) . . ?
C22 N10 Ni2 125.4(8) . . ?
C24 N11 Ni2 126.5(8) . . ?
C25 N11 Ni2 114.8(11) . . ?
C25 N11 C24 118.7(9) . . ?
C26 N12 Ni2 108.4(3) . . ?
C26 N12 C30 120.0 . . ?
C30 N12 Ni2 131.6(3) . . ?
N12 C26 C27 120.0 . . ?
N12 C26 C25 117.5(5) . . ?
C27 C26 C25 122.5(5) . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29 120.0 . . ?
N12 C30 H30 120.0 . . ?
C29 C30 N12 120.0 . . ?
C29 C30 H30 120.0 . . ?
C20 C21 H21 121.2 . . ?
N10 C21 C20 118(2) . . ?
N10 C21 H21 121.2 . . ?
N10 C22 H22A 109.6 . . ?
N10 C22 H22B 109.6 . . ?
N10 C22 C23 110.3(8) . . ?
H22A C22 H22B 108.1 . . ?
C23 C22 H22A 109.6 . . ?
C23 C22 H22B 109.6 . . ?
C22 C23 H23A 108.8 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C24 C23 C22 114(3) . . ?
C24 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
N11 C24 C23 113.6(9) . . ?
N11 C24 H24A 108.9 . . ?
N11 C24 H24B 108.9 . . ?
C23 C24 H24A 108.9 . . ?
C23 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
N11 C25 C26 119.2(8) . . ?
N11 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?

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 172.4(19) . . . . ?
Ni1 O4 N2 O3 2(3) . . . . ?
Ni1 N3 C1 C2 -176.0(8) . . . . ?
Ni1 N3 C5 C4 176.7(7) . . . . ?
Ni1 N3 C5 C6 -11.9(14) . . . . ?
Ni1 N4 C6 C5 -3(3) . . . . ?
Ni1 N4 C7 C8 -30(3) . . . . ?
Ni1 N5 C9 C8 33(3) . . . . ?
Ni1 N5 C10 C11 4(3) . . . . ?
Ni1 N6 C11 C12 174.6(7) . . . . ?
Ni1 N6 C11 C10 -6.7(14) . . . . ?
Ni1 N6 C15 C14 -173.1(8) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 11(3) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 171.3(15) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 -170.6(17) . . . . ?
C4 C5 C6 N4 -178.4(18) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
N4 C7 C8 C9 66(3) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 2(3) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 -179.4(18) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 178.7(16) . . . . ?
C6 N4 C7 C8 150(2) . . . . ?
C7 N4 C6 C5 177(2) . . . . ?
C7 C8 C9 N5 -69(3) . . . . ?
C9 N5 C10 C11 179(2) . . . . ?
C10 N5 C9 C8 -141(2) . . . . ?
C10 C11 C12 C13 -178.7(17) . . . . ?
Ni2 O5 N7 O6 177.1(7) . . . . ?
Ni2 N9 C16 C17 -172.4(7) . . . . ?
Ni2 N9 C20 C19 173.9(5) . . . . ?
Ni2 N9 C20 C21 -11.3(12) . . . . ?
Ni2 N10 C21 C20 8(3) . . . . ?
Ni2 N10 C22 C23 42(3) . . . . ?
Ni2 N11 C24 C23 -29(3) . . . . ?
Ni2 N11 C25 C26 -1(3) . . . . ?
Ni2 N12 C26 C27 177.6(6) . . . . ?
Ni2 N12 C26 C25 -2.1(13) . . . . ?
Ni2 N12 C30 C29 -177.0(7) . . . . ?
N9 C16 C17 C18 0.0 . . . . ?
N9 C20 C21 N10 3(3) . . . . ?
C16 N9 C20 C19 0.0 . . . . ?
C16 N9 C20 C21 174.8(13) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 N9 0.0 . . . . ?
C18 C19 C20 C21 -174.5(15) . . . . ?
C19 C20 C21 N10 177.6(15) . . . . ?
C20 N9 C16 C17 0.0 . . . . ?
N10 C22 C23 C24 -71(2) . . . . ?
N12 C26 C27 C28 0.0 . . . . ?
N12 C26 C25 N11 2(3) . . . . ?
C26 N12 C30 C29 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C26 C25 N11 -177.8(17) . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 N12 0.0 . . . . ?
C30 N12 C26 C27 0.0 . . . . ?
C30 N12 C26 C25 -179.7(14) . . . . ?
C21 N10 C22 C23 -135(2) . . . . ?
C22 N10 C21 C20 -175.2(19) . . . . ?
C22 C23 C24 N11 64.6(16) . . . . ?
C24 N11 C25 C26 -179(2) . . . . ?
C25 N11 C24 C23 150(2) . . . . ?
C25 C26 C27 C28 179.7(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-09-III
_database_code_depnum_ccdc_archive 'CCDC 2352776'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-09-III     
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0004 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.2278 0.4037 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0016 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.396(2)
_cell_length_b                   9.204(2)
_cell_length_c                   12.618(3)
_cell_angle_alpha                90.26(3)
_cell_angle_beta                 105.54(3)
_cell_angle_gamma                87.17(3)
_cell_volume                     1385.3(5)
_cell_formula_units_Z            4

_cell_measurement_temperature    293
_cell_measurement_reflns_used    399
_cell_measurement_theta_min      1.5690
_cell_measurement_theta_max      19.1850
_exptl_absorpt_coefficient_mu    0.334
_exptl_absorpt_correction_T_min  0.04103
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.933


_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.0751
_diffrn_reflns_av_unetI/netI     0.1447
_diffrn_reflns_Laue_measured_fraction_full 0.269
_diffrn_reflns_Laue_measured_fraction_max 0.144
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3546
_diffrn_reflns_point_group_measured_fraction_full 0.269
_diffrn_reflns_point_group_measured_fraction_max 0.144
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.525
_diffrn_reflns_theta_min         1.573
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.269
_diffrn_measured_fraction_theta_max 0.144
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1409
_reflns_number_total             2408
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.855
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         2408
_refine_ls_number_restraints     342
_refine_ls_R_factor_all          0.1418
_refine_ls_R_factor_gt           0.0925
_refine_ls_restrained_S_all      0.931
_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)+(0.1682P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2310
_refine_ls_wR_factor_ref         0.2683
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
N9 \\sim C20 \\sim C19 \\sim C18 \\sim C17 \\sim C16: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N12 \\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N3 \\sim C5 \\sim C4 \\sim C3 \\sim C2 \\sim C1: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
O6 \\sim N7 \\sim O5: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
O8 \\sim N8 \\sim O7: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
O1 \\sim N1 \\sim O2: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
C7 \\sim C8 \\sim C9: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
Uanis(C25) \\sim Ueq, Uanis(N11) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C23)
\\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(N10) \\sim Ueq, Uanis(C21) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(N5) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C7) \\sim
Ueq, Uanis(N4) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of
0.02
Uanis(O4) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(O3) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O1) \\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(O2) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O8) \\sim Ueq, Uanis(N8) \\sim Ueq, Uanis(O7) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O6) \\sim Ueq, Uanis(N7) \\sim Ueq, Uanis(O5) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O8) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(N10) \\sim Ueq, Uanis(N4) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C6) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C22(H22A,H22B), C23(H23A,H23B),
 C24(H24A,H24B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C6(H6), C10(H10), C16(H16), C17(H17), C18(H18), C19(H19), C27(H27), C28(H28),
 C29(H29), C30(H30), C21(H21), C25(H25)
3.c Fitted hexagon refined as free rotating group:
 N3(C1,C2,C3,C4,C5), N6(C11,C12,C13,C14,C15), N9(C16,C17,C18,C19,C20), N12(C26,
 C27,C28,C29,C30)
;
_atom_sites_solution_hydrogens   geom
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 0.2610(2) 0.52801(12) 0.2330(2) 0.021(3) Uani 1 1 d . . . . .
O1 O 0.1104(14) 0.5044(8) 0.2809(13) 0.0268(17) Uani 1 1 d . U . . .
O2 O -0.0006(18) 0.5919(12) 0.3611(18) 0.038(8) Uani 1 1 d . U . . .
N1 N 0.088(2) 0.6039(11) 0.341(2) 0.028(4) Uani 1 1 d . U . . .
O4 O 0.4104(16) 0.4855(8) 0.1758(15) 0.039(6) Uani 1 1 d . U . . .
O3 O 0.4379(15) 0.7086(9) 0.1889(14) 0.050(10) Uani 1 1 d . U . . .
N2 N 0.458(2) 0.5847(11) 0.1704(19) 0.042(6) Uani 1 1 d . U . . .
N3 N 0.1851(10) 0.3958(5) 0.1028(7) 0.022(8) Uani 1 1 d G U . . .
C1 C 0.1798(11) 0.2453(5) 0.0983(7) 0.026(8) Uani 1 1 d G U . . .
H1 H 0.209380 0.189234 0.161478 0.031 Uiso 1 1 calc R U . . .
C2 C 0.1302(11) 0.1787(4) -0.0007(8) 0.025(9) Uani 1 1 d G U . . .
H2 H 0.126655 0.078003 -0.003685 0.031 Uiso 1 1 calc R U . . .
C3 C 0.0860(10) 0.2625(5) -0.0951(7) 0.022(9) Uani 1 1 d G U . . .
H3 H 0.052813 0.217917 -0.161292 0.026 Uiso 1 1 calc R U . . .
C4 C 0.0913(10) 0.4130(6) -0.0906(7) 0.024(8) Uani 1 1 d G U . . .
H4 H 0.061696 0.469064 -0.153736 0.029 Uiso 1 1 calc R U . . .
C5 C 0.1409(10) 0.4796(4) 0.0084(8) 0.020(8) Uani 1 1 d G U . . .
N4 N 0.1869(14) 0.6803(8) 0.1178(13) 0.0188(17) Uani 1 1 d . U . . .
N5 N 0.3142(15) 0.6787(8) 0.3489(14) 0.024(6) Uani 1 1 d . U . . .
N6 N 0.3365(10) 0.3924(6) 0.3681(7) 0.032(9) Uani 1 1 d G U . . .
C11 C 0.3616(11) 0.4753(5) 0.4631(8) 0.037(10) Uani 1 1 d G U . . .
C12 C 0.4057(11) 0.4079(7) 0.5650(7) 0.037(10) Uani 1 1 d G U . . .
H12 H 0.422423 0.463311 0.628582 0.044 Uiso 1 1 calc R U . . .
C13 C 0.4247(12) 0.2577(7) 0.5718(7) 0.038(10) Uani 1 1 d G U . . .
H13 H 0.454150 0.212626 0.639907 0.045 Uiso 1 1 calc R U . . .
C14 C 0.3996(12) 0.1749(5) 0.4767(8) 0.037(10) Uani 1 1 d G U . . .
H14 H 0.412316 0.074386 0.481237 0.044 Uiso 1 1 calc R U . . .
C15 C 0.3555(10) 0.2422(6) 0.3748(7) 0.034(10) Uani 1 1 d G U . . .
H15 H 0.338753 0.186829 0.311241 0.041 Uiso 1 1 calc R U . . .
C6 C 0.1368(18) 0.6307(10) 0.0249(17) 0.024(2) Uani 1 1 d . U . . .
H6 H 0.097838 0.693229 -0.031624 0.028 Uiso 1 1 calc R U . . .
C7 C 0.1840(17) 0.8408(9) 0.1339(15) 0.023(5) Uani 1 1 d . U . . .
H7A H 0.245270 0.880673 0.111000 0.027 Uiso 1 1 calc R U . . .
H7B H 0.114444 0.883209 0.087097 0.027 Uiso 1 1 calc R U . . .
C8 C 0.1929(18) 0.8821(10) 0.2474(16) 0.025(4) Uani 1 1 d . U . . .
H8A H 0.130677 0.842120 0.268592 0.030 Uiso 1 1 calc R U . . .
H8B H 0.182925 0.987229 0.249246 0.030 Uiso 1 1 calc R U . . .
C9 C 0.2999(18) 0.8371(10) 0.3346(15) 0.022(5) Uani 1 1 d . U . . .
H9A H 0.363641 0.872849 0.313652 0.026 Uiso 1 1 calc R U . . .
H9B H 0.297926 0.881253 0.404032 0.026 Uiso 1 1 calc R U . . .
C10 C 0.3527(17) 0.6272(9) 0.4456(17) 0.038(19) Uani 1 1 d . . . . .
H10 H 0.375113 0.689502 0.504753 0.046 Uiso 1 1 calc R U . . .
Ni2 Ni 0.7382(2) 0.06065(12) 0.2670(2) 0.014(3) Uani 1 1 d . . . . .
O5 O 0.8828(14) 0.0163(7) 0.2243(13) 0.022(5) Uani 1 1 d . U . . .
O6 O 0.9970(19) 0.0921(12) 0.1421(18) 0.034(8) Uani 1 1 d . U . . .
N7 N 0.917(2) 0.1143(14) 0.159(2) 0.030(5) Uani 1 1 d . U . . .
O7 O 0.5663(15) 0.2383(8) 0.3271(13) 0.036(8) Uani 1 1 d . U . . .
O8 O 0.5213(15) 0.0179(9) 0.3076(15) 0.040(2) Uani 1 1 d . U . . .
N8 N 0.5964(16) 0.1095(9) 0.3070(15) 0.028(5) Uani 1 1 d . U . . .
N9 N 0.6636(9) -0.0650(6) 0.1315(7) 0.025(9) Uani 1 1 d G U . . .
C16 C 0.6429(10) -0.2123(6) 0.1259(7) 0.027(9) Uani 1 1 d G U . . .
H16 H 0.656271 -0.267293 0.190204 0.033 Uiso 1 1 calc R U . . .
C17 C 0.6024(10) -0.2774(5) 0.0243(8) 0.030(9) Uani 1 1 d G U . . .
H17 H 0.588630 -0.375931 0.020653 0.036 Uiso 1 1 calc R U . . .
C18 C 0.5825(10) -0.1952(6) -0.0717(7) 0.028(9) Uani 1 1 d G U . . .
H18 H 0.555387 -0.238716 -0.139677 0.034 Uiso 1 1 calc R U . . .
C19 C 0.6031(9) -0.0479(6) -0.0662(7) 0.028(9) Uani 1 1 d G U . . .
H19 H 0.589784 0.007137 -0.130457 0.033 Uiso 1 1 calc R U . . .
C20 C 0.6436(10) 0.0172(5) 0.0354(8) 0.025(9) Uani 1 1 d G U . . .
N10 N 0.6865(15) 0.2154(8) 0.1512(13) 0.0175(17) Uani 1 1 d . U . . .
N11 N 0.8126(14) 0.2027(8) 0.3830(13) 0.017(6) Uani 1 1 d . U . . .
N12 N 0.8115(10) -0.0804(5) 0.3973(7) 0.023(9) Uani 1 1 d G U . . .
C26 C 0.8590(11) -0.0019(4) 0.4911(8) 0.026(9) Uani 1 1 d G U . . .
C27 C 0.9098(11) -0.0744(6) 0.5896(7) 0.027(9) Uani 1 1 d G U . . .
H27 H 0.941629 -0.021832 0.652366 0.032 Uiso 1 1 calc R U . . .
C28 C 0.9130(11) -0.2254(6) 0.5942(7) 0.028(9) Uani 1 1 d G U . . .
H28 H 0.947027 -0.273951 0.660117 0.034 Uiso 1 1 calc R U . . .
C29 C 0.8655(12) -0.3040(4) 0.5004(8) 0.025(9) Uani 1 1 d G U . . .
H29 H 0.867661 -0.405059 0.503529 0.030 Uiso 1 1 calc R U . . .
C30 C 0.8147(11) -0.2315(5) 0.4020(7) 0.026(9) Uani 1 1 d G U . . .
H30 H 0.782897 -0.284047 0.339187 0.031 Uiso 1 1 calc R U . . .
C21 C 0.6571(19) 0.1688(12) 0.0499(17) 0.027(6) Uani 1 1 d . U . . .
H21 H 0.645678 0.232105 -0.009781 0.032 Uiso 1 1 calc R U . . .
C22 C 0.6960(18) 0.3743(10) 0.1666(17) 0.026(6) Uani 1 1 d . U . . .
H22A H 0.634383 0.413535 0.193640 0.031 Uiso 1 1 calc R U . . .
H22B H 0.690818 0.420534 0.096387 0.031 Uiso 1 1 calc R U . . .
C23 C 0.8091(19) 0.4088(11) 0.2495(18) 0.030(6) Uani 1 1 d . U . . .
H23A H 0.869829 0.358982 0.226730 0.036 Uiso 1 1 calc R U . . .
H23B H 0.819157 0.512516 0.247317 0.036 Uiso 1 1 calc R U . . .
C24 C 0.8159(18) 0.3644(10) 0.3657(17) 0.024(6) Uani 1 1 d . U . . .
H24A H 0.753983 0.412817 0.387437 0.029 Uiso 1 1 calc R U . . .
H24B H 0.884835 0.398096 0.413612 0.029 Uiso 1 1 calc R U . . .
C25 C 0.8599(19) 0.1472(11) 0.4765(17) 0.026(6) Uani 1 1 d . U . . .
H25 H 0.894776 0.205711 0.534647 0.031 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 2.13(3) . ?
Ni1 O4 2.18(3) . ?
Ni1 N3 2.081(4) . ?
Ni1 N4 2.024(10) . ?
Ni1 N5 2.013(8) . ?
Ni1 N6 2.094(6) . ?
O1 N1 1.26(3) . ?
O2 N1 1.20(5) . ?
O4 N2 1.13(3) . ?
O3 N2 1.191(15) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.405(10) . ?
N4 C6 1.266(16) . ?
N4 C7 1.490(10) . ?
N5 C9 1.466(12) . ?
N5 C10 1.27(2) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.411(12) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.46(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.520(14) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10 0.9300 . ?
Ni2 O5 2.03(2) . ?
Ni2 N8 1.99(3) . ?
Ni2 N9 2.088(5) . ?
Ni2 N10 2.000(12) . ?
Ni2 N11 2.020(7) . ?
Ni2 N12 2.078(6) . ?
O5 N7 1.38(4) . ?
O6 N7 1.08(5) . ?
O7 N8 1.270(16) . ?
O8 N8 1.29(3) . ?
N9 C16 1.3900 . ?
N9 C20 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C20 1.3900 . ?
C20 C21 1.419(12) . ?
N10 C21 1.31(2) . ?
N10 C22 1.481(11) . ?
N11 C24 1.510(15) . ?
N11 C25 1.27(2) . ?
N12 C26 1.3900 . ?
N12 C30 1.3900 . ?
C26 C27 1.3900 . ?
C26 C25 1.386(14) . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.554(17) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.50(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25 0.9300 . ?

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 O4 163.5(3) . . ?
N3 Ni1 O1 83.8(5) . . ?
N3 Ni1 O4 84.3(5) . . ?
N3 Ni1 N6 107.6(2) . . ?
N4 Ni1 O1 92.3(7) . . ?
N4 Ni1 O4 96.6(8) . . ?
N4 Ni1 N3 79.5(3) . . ?
N4 Ni1 N6 172.1(5) . . ?
N5 Ni1 O1 92.2(8) . . ?
N5 Ni1 O4 101.2(7) . . ?
N5 Ni1 N3 171.0(3) . . ?
N5 Ni1 N4 92.6(4) . . ?
N5 Ni1 N6 80.0(4) . . ?
N6 Ni1 O1 85.3(5) . . ?
N6 Ni1 O4 87.6(6) . . ?
N1 O1 Ni1 114.6(16) . . ?
O2 N1 O1 112.7(15) . . ?
N2 O4 Ni1 114.4(16) . . ?
O4 N2 O3 130(3) . . ?
C1 N3 Ni1 129.9(3) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 110.0(3) . . ?
N3 C1 H1 120.0 . . ?
N3 C1 C2 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 115.3(8) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 124.1(7) . . ?
C6 N4 Ni1 115.1(7) . . ?
C6 N4 C7 118.6(10) . . ?
C7 N4 Ni1 126.3(8) . . ?
C9 N5 Ni1 126.9(9) . . ?
C10 N5 Ni1 114.3(7) . . ?
C10 N5 C9 118.4(10) . . ?
C11 N6 Ni1 109.2(3) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 130.6(3) . . ?
N6 C11 C10 115.0(10) . . ?
C12 C11 N6 120.0 . . ?
C12 C11 C10 124.4(8) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C5 C6 H6 120.5 . . ?
N4 C6 C5 119.0(11) . . ?
N4 C6 H6 120.5 . . ?
N4 C7 H7A 108.9 . . ?
N4 C7 H7B 108.9 . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 N4 113.2(16) . . ?
C8 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
C7 C8 H8A 107.8 . . ?
C7 C8 H8B 107.8 . . ?
C7 C8 C9 118.2(19) . . ?
H8A C8 H8B 107.1 . . ?
C9 C8 H8A 107.8 . . ?
C9 C8 H8B 107.8 . . ?
N5 C9 C8 111.9(8) . . ?
N5 C9 H9A 109.2 . . ?
N5 C9 H9B 109.2 . . ?
C8 C9 H9A 109.2 . . ?
C8 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
N5 C10 C11 119.9(10) . . ?
N5 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
O5 Ni2 N9 85.5(5) . . ?
O5 Ni2 N12 83.5(6) . . ?
N8 Ni2 O5 178.4(5) . . ?
N8 Ni2 N9 94.8(5) . . ?
N8 Ni2 N10 85.8(8) . . ?
N8 Ni2 N11 87.6(7) . . ?
N8 Ni2 N12 97.9(6) . . ?
N10 Ni2 O5 92.8(8) . . ?
N10 Ni2 N9 79.5(3) . . ?
N10 Ni2 N11 93.3(4) . . ?
N10 Ni2 N12 171.5(4) . . ?
N11 Ni2 O5 91.9(7) . . ?
N11 Ni2 N9 172.2(6) . . ?
N11 Ni2 N12 79.3(3) . . ?
N12 Ni2 N9 107.7(2) . . ?
N7 O5 Ni2 119.0(11) . . ?
O6 N7 O5 117.8(17) . . ?
O7 N8 Ni2 122.9(18) . . ?
O7 N8 O8 113(2) . . ?
O8 N8 Ni2 124.4(11) . . ?
C16 N9 Ni2 129.7(3) . . ?
C16 N9 C20 120.0 . . ?
C20 N9 Ni2 110.0(4) . . ?
N9 C16 H16 120.0 . . ?
C17 C16 N9 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 120.0 . . ?
C20 C19 H19 120.0 . . ?
N9 C20 C21 115.7(10) . . ?
C19 C20 N9 120.0 . . ?
C19 C20 C21 124.0(9) . . ?
C21 N10 Ni2 115.4(7) . . ?
C21 N10 C22 116.9(15) . . ?
C22 N10 Ni2 126.8(9) . . ?
C24 N11 Ni2 125.3(9) . . ?
C25 N11 Ni2 115.2(7) . . ?
C25 N11 C24 119.4(8) . . ?
C26 N12 Ni2 110.1(3) . . ?
C26 N12 C30 120.0 . . ?
C30 N12 Ni2 129.9(3) . . ?
N12 C26 C27 120.0 . . ?
C25 C26 N12 115.8(8) . . ?
C25 C26 C27 124.0(7) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C30 C29 H29 120.0 . . ?
N12 C30 H30 120.0 . . ?
C29 C30 N12 120.0 . . ?
C29 C30 H30 120.0 . . ?
C20 C21 H21 121.6 . . ?
N10 C21 C20 116.8(17) . . ?
N10 C21 H21 121.6 . . ?
N10 C22 H22A 109.4 . . ?
N10 C22 H22B 109.4 . . ?
N10 C22 C23 111.0(9) . . ?
H22A C22 H22B 108.0 . . ?
C23 C22 H22A 109.4 . . ?
C23 C22 H22B 109.4 . . ?
C22 C23 H23A 108.9 . . ?
C22 C23 H23B 108.9 . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 C22 113(2) . . ?
C24 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
N11 C24 H24A 108.6 . . ?
N11 C24 H24B 108.6 . . ?
C23 C24 N11 114.5(13) . . ?
C23 C24 H24A 108.6 . . ?
C23 C24 H24B 108.6 . . ?
H24A C24 H24B 107.6 . . ?
N11 C25 C26 119.2(8) . . ?
N11 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?

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 175.6(14) . . . . ?
Ni1 O4 N2 O3 -2(3) . . . . ?
Ni1 N3 C1 C2 -175.8(10) . . . . ?
Ni1 N3 C5 C4 176.5(8) . . . . ?
Ni1 N3 C5 C6 -11.8(16) . . . . ?
Ni1 N4 C6 C5 -3(4) . . . . ?
Ni1 N4 C7 C8 -27(3) . . . . ?
Ni1 N5 C9 C8 31(3) . . . . ?
Ni1 N5 C10 C11 4(3) . . . . ?
Ni1 N6 C11 C12 175.7(8) . . . . ?
Ni1 N6 C11 C10 -12.1(14) . . . . ?
Ni1 N6 C15 C14 -174.7(10) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 10(3) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 171.7(18) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 -171(2) . . . . ?
C4 C5 C6 N4 -179(2) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
N4 C7 C8 C9 63(3) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 6(3) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 178.0(19) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 172.1(17) . . . . ?
C6 N4 C7 C8 152(3) . . . . ?
C7 N4 C6 C5 179(2) . . . . ?
C7 C8 C9 N5 -66(3) . . . . ?
C9 N5 C10 C11 176(2) . . . . ?
C10 N5 C9 C8 -141(3) . . . . ?
C10 C11 C12 C13 -171(2) . . . . ?
Ni2 O5 N7 O6 175.9(13) . . . . ?
Ni2 N9 C16 C17 -173.2(8) . . . . ?
Ni2 N9 C20 C19 174.5(7) . . . . ?
Ni2 N9 C20 C21 -11.2(13) . . . . ?
Ni2 N10 C21 C20 12(3) . . . . ?
Ni2 N10 C22 C23 38(3) . . . . ?
Ni2 N11 C24 C23 -27(3) . . . . ?
Ni2 N11 C25 C26 1(4) . . . . ?
Ni2 N12 C26 C27 178.0(9) . . . . ?
Ni2 N12 C26 C25 -7.1(18) . . . . ?
Ni2 N12 C30 C29 -177.5(11) . . . . ?
N9 C16 C17 C18 0.0 . . . . ?
N9 C20 C21 N10 0(3) . . . . ?
C16 N9 C20 C19 0.0 . . . . ?
C16 N9 C20 C21 174.3(15) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 N9 0.0 . . . . ?
C18 C19 C20 C21 -173.8(17) . . . . ?
C19 C20 C21 N10 173.9(16) . . . . ?
C20 N9 C16 C17 0.0 . . . . ?
N10 C22 C23 C24 -69(3) . . . . ?
N12 C26 C27 C28 0.0 . . . . ?
N12 C26 C25 N11 4(4) . . . . ?
C26 N12 C30 C29 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C26 C25 N11 179(2) . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 N12 0.0 . . . . ?
C30 N12 C26 C27 0.0 . . . . ?
C30 N12 C26 C25 175(2) . . . . ?
C21 N10 C22 C23 -131(3) . . . . ?
C22 N10 C21 C20 -178(2) . . . . ?
C22 C23 C24 N11 64(2) . . . . ?
C24 N11 C25 C26 -178(2) . . . . ?
C25 N11 C24 C23 152(3) . . . . ?
C25 C26 C27 C28 -174(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-15-II
_database_code_depnum_ccdc_archive 'CCDC 2352782'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-15-II      
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0004 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.2278 0.4037 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0016 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   19.770(2)
_cell_length_b                   9.3295(8)
_cell_length_c                   12.7960(17)
_cell_angle_alpha                90.044(9)
_cell_angle_beta                 106.801(10)
_cell_angle_gamma                104.937(10)
_cell_volume                     2175.8(4)
_cell_formula_units_Z            6

_cell_measurement_temperature    293
_cell_measurement_reflns_used    934
_cell_measurement_theta_min      1.6590
_cell_measurement_theta_max      19.0350
_exptl_absorpt_coefficient_mu    0.319
_exptl_absorpt_correction_T_min  0.84171
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.846


_exptl_crystal_description       plate
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0709
_diffrn_reflns_Laue_measured_fraction_full 0.272
_diffrn_reflns_Laue_measured_fraction_max 0.150
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5630
_diffrn_reflns_point_group_measured_fraction_full 0.272
_diffrn_reflns_point_group_measured_fraction_max 0.150
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.325
_diffrn_reflns_theta_min         1.558
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.272
_diffrn_measured_fraction_theta_max 0.150
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2751
_reflns_number_total             3827
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.766
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     669
_refine_ls_number_reflns         3827
_refine_ls_number_restraints     646
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0670
_refine_ls_restrained_S_all      0.996
_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)+(0.1236P)²+1.8668P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1836
_refine_ls_wR_factor_ref         0.2040
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 O2A-N1A
 1.15 with sigma of 0.01
 N1A-O1A
 1.15 with sigma of 0.01
 O2B-Ni1
 2.15 with sigma of 0.02
 O1A-O2A
 2.07 with sigma of 0.01
 N1A-Ni1
 2.7 with sigma of 0.02
 Ni1-O2A \\sim Ni1-O2B
 with sigma of 0.02
 O2A-N1A \\sim O2B-N1B
 with sigma of 0.02
 O1A-N1A \\sim O1B-N1B
 with sigma of 0.02
 Ni1-N1A \\sim Ni1-N1B
 with sigma of 0.04
 O2A-O1A \\sim O2B-O1B
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N3 \\sim C5 \\sim C4 \\sim C3 \\sim C2 \\sim C1: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
N12 \\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N9 \\sim C20 \\sim C19 \\sim C18 \\sim C17 \\sim C16: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N15 \\sim C35 \\sim C34 \\sim C33 \\sim C32 \\sim C31: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
N18 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C23A \\sim C23B: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
O12 \\sim N14 \\sim O11: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O10 \\sim N13 \\sim O9: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O2B \\sim O2A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
N1A \\sim N1B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O1A \\sim O1B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O2B \\sim N1B \\sim O1B: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O1B \\sim N1B \\sim O2B: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
O1A \\sim N1A \\sim O2A: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
Uanis(C6) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8) \\sim
Ueq, Uanis(C9) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(O3) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(O4) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O8) \\sim Ueq, Uanis(N8) \\sim Ueq, Uanis(O7) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C21) \\sim Ueq, Uanis(N10) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23A)
\\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(N11) \\sim Ueq, Uanis(C25) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C40) \\sim Ueq, Uanis(N17) \\sim Ueq, Uanis(C39) \\sim Ueq, Uanis(C38)
\\sim Ueq, Uanis(C37) \\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(N16) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O10) \\sim Ueq, Uanis(N13) \\sim Ueq, Uanis(O9) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(O5) \\sim Ueq, Uanis(N7) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(O1A) \\sim Ueq, Uanis(N1A) \\sim Ueq, Uanis(O2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O2B) \\sim Ueq, Uanis(N1B) \\sim Ueq, Uanis(O1B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(N3) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C3) \\sim
Ueq, Uanis(C2) \\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O12) \\sim Ueq, Uanis(N14) \\sim Ueq, Uanis(O11) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C16) \\sim Ueq, Uanis(N9) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C19)
\\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(N15) \\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C34) \\sim Ueq, Uanis(C33)
\\sim Ueq, Uanis(C32) \\sim Ueq, Uanis(C31) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
4. Others
 Sof(H22C)=Sof(H22D)=Sof(C23B)=Sof(H23C)=Sof(H23D)=Sof(H24C)=Sof(H24D)=1-FVAR(1)
 Sof(H22A)=Sof(H22B)=Sof(C23A)=Sof(H23A)=Sof(H23B)=Sof(H24A)=Sof(H24B)=FVAR(1)
 Sof(O1B)=Sof(O2B)=Sof(N1B)=1-FVAR(2)
 Sof(O1A)=Sof(O2A)=Sof(N1A)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C8(H8A,H8B), C7(H7A,H7B), C22(H22A,H22B), C22(H22C,H22D),
 C23A(H23A,H23B), C23B(H23C,H23D), C24(H24A,H24B), C24(H24C,H24D), C37(H37A,
 H37B), C38(H38A,H38B), C39(H39A,H39B)
5.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C15(H15), C1(H1), C2(H2), C3(H3), C4(H4),
 C10(H10), C6(H6), C16(H16), C17(H17), C18(H18), C19(H19), C27(H27), C28(H28),
 C29(H29), C30(H30), C21(H21), C25(H25), C34(H34), C33(H33), C32(H32), C31(H31),
  C45(H45), C44(H44), C43(H43), C42(H42), C36(H36), C40(H40)
5.c Fitted hexagon refined as free rotating group:
 N6(C11,C12,C13,C14,C15), N3(C1,C2,C3,C4,C5), N9(C16,C17,C18,C19,C20), N12(C26,
 C27,C28,C29,C30), N15(C35,C34,C33,C32,C31), N18(C45,C44,C43,C42,C41)
;
_atom_sites_solution_hydrogens   geom

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 0.15987(8) 0.61196(12) 0.27056(12) 0.0239(16) Uani 1 1 d D . . . .
O1A O 0.0387(9) 0.7254(9) 0.3167(13) 0.052(3) Uani 0.775(16) 1 d D U P A 1
O2A O 0.0621(7) 0.5138(11) 0.3204(9) 0.058(3) Uani 0.775(16) 1 d D U P A 1
N1A N 0.0446(7) 0.6124(12) 0.3354(11) 0.057(3) Uani 0.775(16) 1 d D U P A 1
O1B O 0.010(3) 0.491(4) 0.343(4) 0.057(3) Uani 0.225(16) 1 d D U P A 2
O2B O 0.0717(14) 0.696(3) 0.296(3) 0.057(3) Uani 0.225(16) 1 d D U P A 2
N1B N 0.0342(19) 0.585(5) 0.302(4) 0.057(3) Uani 0.225(16) 1 d D U P A 2
O3 O 0.2560(5) 0.6281(7) 0.2326(7) 0.026(5) Uani 1 1 d . U . . .
O4 O 0.3327(7) 0.7305(11) 0.1551(11) 0.050(9) Uani 1 1 d . U . . .
N2 N 0.2770(7) 0.7235(12) 0.1681(11) 0.043(6) Uani 1 1 d . U . . .
N6 N 0.2083(4) 0.5029(4) 0.4019(4) 0.029(6) Uani 1 1 d G U . . .
C11 C 0.2391(4) 0.5990(4) 0.4966(5) 0.028(6) Uani 1 1 d G U . . .
C12 C 0.2722(4) 0.5474(5) 0.5950(4) 0.031(7) Uani 1 1 d G U . . .
H12 H 0.292780 0.611606 0.658382 0.037 Uiso 1 1 calc R U . . .
C13 C 0.2744(4) 0.3997(5) 0.5988(4) 0.032(7) Uani 1 1 d G U . . .
H13 H 0.296481 0.365146 0.664605 0.039 Uiso 1 1 calc R U . . .
C14 C 0.2436(4) 0.3037(4) 0.5041(5) 0.034(7) Uani 1 1 d G U . . .
H14 H 0.245034 0.204854 0.506571 0.041 Uiso 1 1 calc R U . . .
C15 C 0.2105(4) 0.3553(5) 0.4057(4) 0.032(7) Uani 1 1 d G U . . .
H15 H 0.189888 0.291022 0.342312 0.038 Uiso 1 1 calc R U . . .
N5 N 0.2103(6) 0.7854(8) 0.3869(8) 0.026(6) Uani 1 1 d . U . . .
N4 N 0.1269(6) 0.7463(8) 0.1528(8) 0.036(6) Uani 1 1 d . U . . .
N3 N 0.1081(4) 0.4548(5) 0.1355(4) 0.024(4) Uani 1 1 d G U . . .
C1 C 0.0966(4) 0.3013(5) 0.1271(5) 0.029(4) Uani 1 1 d G U . . .
H1 H 0.107920 0.251287 0.190002 0.035 Uiso 1 1 calc R U . . .
C2 C 0.0682(5) 0.2224(4) 0.0248(5) 0.031(4) Uani 1 1 d G U . . .
H2 H 0.060497 0.119722 0.019161 0.037 Uiso 1 1 calc R U . . .
C3 C 0.0513(4) 0.2971(5) -0.0692(5) 0.035(4) Uani 1 1 d G U . . .
H3 H 0.032298 0.244380 -0.137684 0.042 Uiso 1 1 calc R U . . .
C4 C 0.0628(4) 0.4506(5) -0.0608(4) 0.034(4) Uani 1 1 d G U . . .
H4 H 0.051521 0.500603 -0.123689 0.040 Uiso 1 1 calc R U . . .
C5 C 0.0912(4) 0.5295(4) 0.0415(5) 0.032(4) Uani 1 1 d G U . . .
C10 C 0.2429(7) 0.7514(10) 0.4804(10) 0.030(6) Uani 1 1 d . U . . .
H10 H 0.268711 0.824791 0.537372 0.036 Uiso 1 1 calc R U . . .
C9 C 0.2095(7) 0.9449(9) 0.3761(10) 0.030(6) Uani 1 1 d . U . . .
H9A H 0.252917 1.009456 0.427765 0.036 Uiso 1 1 calc R U . . .
H9B H 0.166570 0.960814 0.391411 0.036 Uiso 1 1 calc R U . . .
C8 C 0.2078(7) 0.9808(10) 0.2555(10) 0.035(6) Uani 1 1 d . U . . .
H8A H 0.218005 1.087708 0.251218 0.042 Uiso 1 1 calc R U . . .
H8B H 0.246392 0.948768 0.237780 0.042 Uiso 1 1 calc R U . . .
C7 C 0.1344(7) 0.9057(10) 0.1707(10) 0.036(6) Uani 1 1 d . U . . .
H7A H 0.094513 0.918935 0.196100 0.044 Uiso 1 1 calc R U . . .
H7B H 0.131533 0.951767 0.102178 0.044 Uiso 1 1 calc R U . . .
C6 C 0.1026(7) 0.6835(10) 0.0571(9) 0.031(6) Uani 1 1 d . U . . .
H6 H 0.092268 0.739067 -0.002858 0.037 Uiso 1 1 calc R U . . .
Ni2 Ni 0.50040(8) 0.28319(11) 0.24990(11) 0.0223(15) Uani 1 1 d . . . . .
O5 O 0.5943(5) 0.3169(7) 0.2058(7) 0.0314(12) Uani 1 1 d . U . . .
O6 O 0.6649(6) 0.4512(9) 0.1323(9) 0.050(2) Uani 1 1 d . U . . .
N7 N 0.6116(7) 0.4275(9) 0.1520(10) 0.0357(15) Uani 1 1 d . U . . .
O7 O 0.4055(7) 0.2115(8) 0.2950(9) 0.027(6) Uani 1 1 d . U . . .
O8 O 0.3327(8) 0.2673(13) 0.3720(12) 0.057(10) Uani 1 1 d . U . . .
N8 N 0.3906(9) 0.3048(13) 0.3438(13) 0.041(6) Uani 1 1 d . U . . .
N9 N 0.4487(4) 0.1225(4) 0.1159(4) 0.027(4) Uani 1 1 d G U . . .
C16 C 0.4464(4) -0.0272(4) 0.1057(4) 0.028(4) Uani 1 1 d G U . . .
H16 H 0.464270 -0.074781 0.167331 0.033 Uiso 1 1 calc R U . . .
C17 C 0.4175(4) -0.1057(4) 0.0032(5) 0.030(4) Uani 1 1 d G U . . .
H17 H 0.415911 -0.205806 -0.003713 0.036 Uiso 1 1 calc R U . . .
C18 C 0.3908(4) -0.0345(5) -0.0890(4) 0.031(5) Uani 1 1 d G U . . .
H18 H 0.371403 -0.087058 -0.157577 0.037 Uiso 1 1 calc R U . . .
C19 C 0.3931(4) 0.1151(5) -0.0787(4) 0.029(4) Uani 1 1 d G U . . .
H19 H 0.375253 0.162716 -0.140398 0.035 Uiso 1 1 calc R U . . .
C20 C 0.4221(4) 0.1936(4) 0.0238(4) 0.028(4) Uani 1 1 d G U . . .
N10 N 0.4563(6) 0.4104(7) 0.1343(8) 0.030(5) Uani 1 1 d . U . . .
N11 N 0.5436(6) 0.4572(8) 0.3646(8) 0.024(5) Uani 1 1 d . U . . .
N12 N 0.5519(4) 0.1808(4) 0.3844(4) 0.032(6) Uani 1 1 d G U . . .
C26 C 0.5748(4) 0.2771(4) 0.4784(4) 0.035(6) Uani 1 1 d G U . . .
C27 C 0.6033(4) 0.2281(5) 0.5802(4) 0.035(7) Uani 1 1 d G U . . .
H27 H 0.618618 0.292574 0.643027 0.043 Uiso 1 1 calc R U . . .
C28 C 0.6090(4) 0.0828(5) 0.5880(4) 0.035(7) Uani 1 1 d G U . . .
H28 H 0.628067 0.050055 0.656038 0.042 Uiso 1 1 calc R U . . .
C29 C 0.5861(4) -0.0135(4) 0.4940(5) 0.031(7) Uani 1 1 d G U . . .
H29 H 0.589872 -0.110690 0.499200 0.037 Uiso 1 1 calc R U . . .
C30 C 0.5575(4) 0.0355(4) 0.3922(4) 0.029(6) Uani 1 1 d G U . . .
H30 H 0.542228 -0.028918 0.329351 0.035 Uiso 1 1 calc R U . . .
C21 C 0.4267(7) 0.3456(9) 0.0398(9) 0.025(6) Uani 1 1 d . U . . .
H21 H 0.408018 0.397375 -0.018830 0.030 Uiso 1 1 calc R U . . .
C22 C 0.4615(8) 0.5683(9) 0.1501(11) 0.032(6) Uani 1 1 d . U . . .
H22A H 0.501584 0.625914 0.125397 0.039 Uiso 0.493(19) 1 calc R U P B 1
H22B H 0.416602 0.587653 0.105028 0.039 Uiso 0.493(19) 1 calc R U P B 1
H22C H 0.419968 0.579030 0.172056 0.039 Uiso 0.507(19) 1 calc R U P B 2
H22D H 0.459550 0.613110 0.081246 0.039 Uiso 0.507(19) 1 calc R U P B 2
C23A C 0.4733(15) 0.6164(19) 0.260(2) 0.033(7) Uani 0.493(19) 1 d . U P B 1
H23A H 0.431794 0.558230 0.281568 0.039 Uiso 0.493(19) 1 calc R U P B 1
H23B H 0.470247 0.718526 0.260683 0.039 Uiso 0.493(19) 1 calc R U P B 1
C23B C 0.5301(15) 0.6471(19) 0.234(2) 0.034(9) Uani 0.507(19) 1 d . U P B 2
H23C H 0.534735 0.752949 0.230825 0.041 Uiso 0.507(19) 1 calc R U P B 2
H23D H 0.570516 0.627881 0.212973 0.041 Uiso 0.507(19) 1 calc R U P B 2
C24 C 0.5403(7) 0.6133(9) 0.3502(10) 0.033(6) Uani 1 1 d . U . . .
H24A H 0.583588 0.669920 0.332530 0.040 Uiso 0.493(19) 1 calc R U P B 1
H24B H 0.539369 0.658642 0.417780 0.040 Uiso 0.493(19) 1 calc R U P B 1
H24C H 0.585378 0.680367 0.396157 0.040 Uiso 0.507(19) 1 calc R U P B 2
H24D H 0.499927 0.629241 0.372998 0.040 Uiso 0.507(19) 1 calc R U P B 2
C25 C 0.5740(7) 0.4266(10) 0.4615(10) 0.030(6) Uani 1 1 d . U . . .
H25 H 0.594966 0.500483 0.519111 0.036 Uiso 1 1 calc R U . . .
Ni3 Ni 0.84002(8) 0.98524(12) 0.22960(12) 0.0227(15) Uani 1 1 d . . . . .
O9 O 0.7442(6) 0.8931(8) 0.2667(8) 0.0331(13) Uani 1 1 d . U . . .
O10 O 0.6660(7) 0.9110(10) 0.3450(10) 0.051(2) Uani 1 1 d . U . . .
N13 N 0.7245(9) 0.9685(11) 0.3269(11) 0.0406(17) Uani 1 1 d . U . . .
O11 O 0.9522(5) 1.2083(8) 0.1758(8) 0.049(7) Uani 1 1 d . U . . .
O12 O 0.9813(7) 1.0014(10) 0.1873(11) 0.057(8) Uani 1 1 d . U . . .
N14 N 0.9357(7) 1.0710(10) 0.1895(10) 0.038(5) Uani 1 1 d . U . . .
N15 N 0.8917(4) 0.8861(5) 0.3647(4) 0.032(4) Uani 1 1 d G U . . .
C35 C 0.9041(4) 0.9735(5) 0.4600(5) 0.030(4) Uani 1 1 d G U . . .
C34 C 0.9310(4) 0.9224(5) 0.5616(4) 0.028(4) Uani 1 1 d G U . . .
H34 H 0.939250 0.980785 0.625325 0.033 Uiso 1 1 calc R U . . .
C33 C 0.9454(4) 0.7839(5) 0.5680(4) 0.028(4) Uani 1 1 d G U . . .
H33 H 0.963328 0.749764 0.635969 0.034 Uiso 1 1 calc R U . . .
C32 C 0.9330(4) 0.6966(5) 0.4727(5) 0.032(4) Uani 1 1 d G U . . .
H32 H 0.942640 0.604021 0.476993 0.038 Uiso 1 1 calc R U . . .
C31 C 0.9062(4) 0.7477(5) 0.3711(4) 0.034(4) Uani 1 1 d G U . . .
H31 H 0.897874 0.689298 0.307371 0.041 Uiso 1 1 calc R U . . .
N16 N 0.8718(6) 1.1539(8) 0.3475(8) 0.024(6) Uani 1 1 d . U . . .
N17 N 0.7897(5) 1.1041(7) 0.1128(8) 0.026(5) Uani 1 1 d . U . . .
N18 N 0.7932(4) 0.8232(5) 0.0989(4) 0.031(6) Uani 1 1 d G U . . .
C45 C 0.7947(4) 0.6754(5) 0.0917(5) 0.040(7) Uani 1 1 d G U . . .
H45 H 0.818267 0.634183 0.153248 0.048 Uiso 1 1 calc R U . . .
C44 C 0.7609(4) 0.5892(4) -0.0073(5) 0.041(7) Uani 1 1 d G U . . .
H44 H 0.761916 0.490270 -0.012102 0.049 Uiso 1 1 calc R U . . .
C43 C 0.7257(4) 0.6507(5) -0.0992(4) 0.039(7) Uani 1 1 d G U . . .
H43 H 0.703135 0.593029 -0.165532 0.047 Uiso 1 1 calc R U . . .
C42 C 0.7243(4) 0.7985(5) -0.0921(4) 0.037(7) Uani 1 1 d G U . . .
H42 H 0.700706 0.839701 -0.153615 0.044 Uiso 1 1 calc R U . . .
C41 C 0.7580(4) 0.8847(4) 0.0070(5) 0.032(6) Uani 1 1 d G U . . .
C36 C 0.8951(8) 1.1206(10) 0.4450(10) 0.035(6) Uani 1 1 d . U . . .
H36 H 0.905986 1.188850 0.504491 0.042 Uiso 1 1 calc R U . . .
C37 C 0.8656(7) 1.3059(9) 0.3305(11) 0.032(6) Uani 1 1 d . U . . .
H37A H 0.907107 1.363102 0.308913 0.039 Uiso 1 1 calc R U . . .
H37B H 0.866476 1.353305 0.398572 0.039 Uiso 1 1 calc R U . . .
C38 C 0.7946(8) 1.3053(10) 0.2422(11) 0.035(6) Uani 1 1 d . U . . .
H38A H 0.754090 1.238997 0.261243 0.042 Uiso 1 1 calc R U . . .
H38B H 0.787857 1.404636 0.243304 0.042 Uiso 1 1 calc R U . . .
C39 C 0.7899(7) 1.2592(9) 0.1275(10) 0.034(6) Uani 1 1 d . U . . .
H39A H 0.745486 1.274532 0.077551 0.041 Uiso 1 1 calc R U . . .
H39B H 0.831319 1.322245 0.108552 0.041 Uiso 1 1 calc R U . . .
C40 C 0.7587(7) 1.0349(9) 0.0204(9) 0.027(6) Uani 1 1 d . U . . .
H40 H 0.736331 1.081994 -0.038501 0.032 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O2A 2.187(15) . ?
Ni1 O2B 2.191(17) . ?
Ni1 O3 2.063(13) . ?
Ni1 N6 2.086(2) . ?
Ni1 N5 2.034(10) . ?
Ni1 N4 2.030(4) . ?
Ni1 N3 2.094(5) . ?
O1A N1A 1.109(8) . ?
O2A N1A 1.097(9) . ?
O1B N1B 1.10(2) . ?
O2B N1B 1.13(2) . ?
O3 N2 1.286(13) . ?
O4 N2 1.15(3) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.424(9) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
N5 C10 1.267(8) . ?
N5 C9 1.498(12) . ?
N4 C7 1.467(15) . ?
N4 C6 1.260(17) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.401(12) . ?
C10 H10 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.572(18) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.530(10) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C6 H6 0.9300 . ?
Ni2 O5 2.041(14) . ?
Ni2 O7 2.069(16) . ?
Ni2 N9 2.103(5) . ?
Ni2 N10 2.037(4) . ?
Ni2 N11 2.019(10) . ?
Ni2 N12 2.098(2) . ?
O5 N7 1.270(9) . ?
O6 N7 1.12(2) . ?
O7 N8 1.21(3) . ?
O8 N8 1.26(3) . ?
N9 C16 1.3900 . ?
N9 C20 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C20 1.3900 . ?
C20 C21 1.409(12) . ?
N10 C21 1.255(14) . ?
N10 C22 1.459(15) . ?
N11 C24 1.483(12) . ?
N11 C25 1.280(9) . ?
N12 C26 1.3900 . ?
N12 C30 1.3900 . ?
C26 C27 1.3900 . ?
C26 C25 1.415(10) . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?
C22 H22D 0.9700 . ?
C22 C23A 1.42(4) . ?
C22 C23B 1.475(16) . ?
C23A H23A 0.9700 . ?
C23A H23B 0.9700 . ?
C23A C24 1.488(17) . ?
C23B H23C 0.9700 . ?
C23B H23D 0.9700 . ?
C23B C24 1.49(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C24 H24D 0.9700 . ?
C25 H25 0.9300 . ?
Ni3 O9 2.058(15) . ?
Ni3 N14 2.065(17) . ?
Ni3 N15 2.087(2) . ?
Ni3 N16 2.021(12) . ?
Ni3 N17 2.041(5) . ?
Ni3 N18 2.079(5) . ?
O9 N13 1.25(3) . ?
O10 N13 1.23(3) . ?
O11 N14 1.264(9) . ?
O12 N14 1.25(3) . ?
N15 C35 1.3900 . ?
N15 C31 1.3900 . ?
C35 C34 1.3900 . ?
C35 C36 1.435(13) . ?
C34 H34 0.9300 . ?
C34 C33 1.3900 . ?
C33 H33 0.9300 . ?
C33 C32 1.3900 . ?
C32 H32 0.9300 . ?
C32 C31 1.3900 . ?
C31 H31 0.9300 . ?
N16 C36 1.268(10) . ?
N16 C37 1.466(13) . ?
N17 C39 1.457(16) . ?
N17 C40 1.251(14) . ?
N18 C45 1.3900 . ?
N18 C41 1.3900 . ?
C45 H45 0.9300 . ?
C45 C44 1.3900 . ?
C44 H44 0.9300 . ?
C44 C43 1.3900 . ?
C43 H43 0.9300 . ?
C43 C42 1.3900 . ?
C42 H42 0.9300 . ?
C42 C41 1.3900 . ?
C41 C40 1.408(13) . ?
C36 H36 0.9300 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.525(12) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C39 1.50(3) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40 0.9300 . ?

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
O3 Ni1 O2A 159.3(3) . . ?
O3 Ni1 O2B 154.9(8) . . ?
O3 Ni1 N6 83.1(3) . . ?
O3 Ni1 N3 86.8(3) . . ?
N6 Ni1 O2A 82.0(3) . . ?
N6 Ni1 O2B 113.5(11) . . ?
N6 Ni1 N3 107.6(2) . . ?
N5 Ni1 O2A 100.0(5) . . ?
N5 Ni1 O2B 74.4(10) . . ?
N5 Ni1 O3 91.3(5) . . ?
N5 Ni1 N6 79.5(2) . . ?
N5 Ni1 N3 172.3(2) . . ?
N4 Ni1 O2A 104.4(4) . . ?
N4 Ni1 O2B 68.5(11) . . ?
N4 Ni1 O3 92.3(5) . . ?
N4 Ni1 N6 170.8(2) . . ?
N4 Ni1 N5 92.8(3) . . ?
N4 Ni1 N3 79.9(3) . . ?
N3 Ni1 O2A 84.1(4) . . ?
N3 Ni1 O2B 104.6(10) . . ?
N1A O2A Ni1 101.9(9) . . ?
O2A N1A O1A 151.4(17) . . ?
N1B O2B Ni1 97(3) . . ?
O1B N1B O2B 157(6) . . ?
N2 O3 Ni1 121.4(10) . . ?
O4 N2 O3 117.2(11) . . ?
C11 N6 Ni1 110.5(2) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 129.4(2) . . ?
N6 C11 C10 115.0(5) . . ?
C12 C11 N6 120.0 . . ?
C12 C11 C10 124.4(4) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C10 N5 Ni1 115.3(7) . . ?
C10 N5 C9 117.1(10) . . ?
C9 N5 Ni1 127.5(4) . . ?
C7 N4 Ni1 125.6(7) . . ?
C6 N4 Ni1 114.0(7) . . ?
C6 N4 C7 120.2(6) . . ?
C1 N3 Ni1 131.0(2) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 108.7(2) . . ?
N3 C1 H1 120.0 . . ?
C2 C1 N3 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 116.5(5) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 123.5(5) . . ?
C11 C10 H10 120.6 . . ?
N5 C10 C11 118.8(9) . . ?
N5 C10 H10 120.6 . . ?
N5 C9 H9A 110.2 . . ?
N5 C9 H9B 110.2 . . ?
N5 C9 C8 107.8(13) . . ?
H9A C9 H9B 108.5 . . ?
C8 C9 H9A 110.2 . . ?
C8 C9 H9B 110.2 . . ?
C9 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C7 C8 C9 113.3(11) . . ?
C7 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
N4 C7 C8 110.3(9) . . ?
N4 C7 H7A 109.6 . . ?
N4 C7 H7B 109.6 . . ?
C8 C7 H7A 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
N4 C6 C5 119.7(5) . . ?
N4 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
O5 Ni2 O7 170.3(4) . . ?
O5 Ni2 N9 88.0(3) . . ?
O5 Ni2 N12 86.9(3) . . ?
O7 Ni2 N9 86.4(4) . . ?
O7 Ni2 N12 87.4(3) . . ?
N10 Ni2 O5 93.5(4) . . ?
N10 Ni2 O7 93.3(4) . . ?
N10 Ni2 N9 79.9(3) . . ?
N10 Ni2 N12 171.6(3) . . ?
N11 Ni2 O5 93.2(5) . . ?
N11 Ni2 O7 93.5(5) . . ?
N11 Ni2 N9 171.93(19) . . ?
N11 Ni2 N10 92.1(3) . . ?
N11 Ni2 N12 79.5(2) . . ?
N12 Ni2 N9 108.54(18) . . ?
N7 O5 Ni2 118.9(11) . . ?
O6 N7 O5 119.4(13) . . ?
N8 O7 Ni2 115.7(9) . . ?
O7 N8 O8 118.2(10) . . ?
C16 N9 Ni2 130.97(19) . . ?
C16 N9 C20 120.0 . . ?
C20 N9 Ni2 108.47(18) . . ?
N9 C16 H16 120.0 . . ?
C17 C16 N9 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 120.0 . . ?
C20 C19 H19 120.0 . . ?
N9 C20 C21 117.1(4) . . ?
C19 C20 N9 120.0 . . ?
C19 C20 C21 122.9(4) . . ?
C21 N10 Ni2 114.7(7) . . ?
C21 N10 C22 118.9(6) . . ?
C22 N10 Ni2 126.2(6) . . ?
C24 N11 Ni2 127.3(5) . . ?
C25 N11 Ni2 115.6(7) . . ?
C25 N11 C24 117.0(10) . . ?
C26 N12 Ni2 109.4(2) . . ?
C26 N12 C30 120.0 . . ?
C30 N12 Ni2 130.1(2) . . ?
N12 C26 C25 115.9(6) . . ?
C27 C26 N12 120.0 . . ?
C27 C26 C25 123.7(5) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29 120.0 . . ?
N12 C30 H30 120.0 . . ?
C29 C30 N12 120.0 . . ?
C29 C30 H30 120.0 . . ?
C20 C21 H21 120.4 . . ?
N10 C21 C20 119.2(5) . . ?
N10 C21 H21 120.4 . . ?
N10 C22 H22A 108.9 . . ?
N10 C22 H22B 108.9 . . ?
N10 C22 H22C 109.3 . . ?
N10 C22 H22D 109.3 . . ?
N10 C22 C23B 111.7(12) . . ?
H22A C22 H22B 107.8 . . ?
H22C C22 H22D 107.9 . . ?
C23A C22 N10 113.2(8) . . ?
C23A C22 H22A 108.9 . . ?
C23A C22 H22B 108.9 . . ?
C23B C22 H22C 109.3 . . ?
C23B C22 H22D 109.3 . . ?
C22 C23A H23A 106.6 . . ?
C22 C23A H23B 106.6 . . ?
C22 C23A C24 123(3) . . ?
H23A C23A H23B 106.5 . . ?
C24 C23A H23A 106.6 . . ?
C24 C23A H23B 106.6 . . ?
C22 C23B H23C 107.6 . . ?
C22 C23B H23D 107.6 . . ?
C22 C23B C24 119.0(18) . . ?
H23C C23B H23D 107.0 . . ?
C24 C23B H23C 107.6 . . ?
C24 C23B H23D 107.6 . . ?
N11 C24 C23A 109.8(9) . . ?
N11 C24 C23B 111.0(16) . . ?
N11 C24 H24A 109.7 . . ?
N11 C24 H24B 109.7 . . ?
N11 C24 H24C 109.4 . . ?
N11 C24 H24D 109.4 . . ?
C23A C24 H24A 109.7 . . ?
C23A C24 H24B 109.7 . . ?
C23B C24 H24C 109.4 . . ?
C23B C24 H24D 109.4 . . ?
H24A C24 H24B 108.2 . . ?
H24C C24 H24D 108.0 . . ?
N11 C25 C26 118.0(11) . . ?
N11 C25 H25 121.0 . . ?
C26 C25 H25 121.0 . . ?
O9 Ni3 N14 178.1(6) . . ?
O9 Ni3 N15 86.5(3) . . ?
O9 Ni3 N18 83.0(4) . . ?
N14 Ni3 N15 93.3(3) . . ?
N14 Ni3 N18 95.3(5) . . ?
N16 Ni3 O9 92.4(5) . . ?
N16 Ni3 N14 89.4(6) . . ?
N16 Ni3 N15 79.5(2) . . ?
N16 Ni3 N17 92.8(3) . . ?
N16 Ni3 N18 171.3(4) . . ?
N17 Ni3 O9 91.9(4) . . ?
N17 Ni3 N14 88.6(4) . . ?
N17 Ni3 N15 172.1(4) . . ?
N17 Ni3 N18 80.0(3) . . ?
N18 Ni3 N15 107.5(2) . . ?
N13 O9 Ni3 118.7(8) . . ?
O10 N13 O9 116.8(11) . . ?
O11 N14 Ni3 116.9(14) . . ?
O12 N14 Ni3 125.1(6) . . ?
O12 N14 O11 117.6(15) . . ?
C35 N15 Ni3 109.4(3) . . ?
C35 N15 C31 120.0 . . ?
C31 N15 Ni3 130.1(3) . . ?
N15 C35 C34 120.0 . . ?
N15 C35 C36 115.8(7) . . ?
C34 C35 C36 123.9(6) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 C35 120.0 . . ?
C33 C34 H34 120.0 . . ?
C34 C33 H33 120.0 . . ?
C34 C33 C32 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C32 H32 120.0 . . ?
C33 C32 C31 120.0 . . ?
C31 C32 H32 120.0 . . ?
N15 C31 H31 120.0 . . ?
C32 C31 N15 120.0 . . ?
C32 C31 H31 120.0 . . ?
C36 N16 Ni3 115.9(8) . . ?
C36 N16 C37 118.1(13) . . ?
C37 N16 Ni3 125.9(6) . . ?
C39 N17 Ni3 126.0(6) . . ?
C40 N17 Ni3 114.7(7) . . ?
C40 N17 C39 119.3(6) . . ?
C45 N18 Ni3 130.6(2) . . ?
C45 N18 C41 120.0 . . ?
C41 N18 Ni3 109.34(19) . . ?
N18 C45 H45 120.0 . . ?
N18 C45 C44 120.0 . . ?
C44 C45 H45 120.0 . . ?
C45 C44 H44 120.0 . . ?
C43 C44 C45 120.0 . . ?
C43 C44 H44 120.0 . . ?
C44 C43 H43 120.0 . . ?
C44 C43 C42 120.0 . . ?
C42 C43 H43 120.0 . . ?
C43 C42 H42 120.0 . . ?
C43 C42 C41 120.0 . . ?
C41 C42 H42 120.0 . . ?
N18 C41 C40 116.8(4) . . ?
C42 C41 N18 120.0 . . ?
C42 C41 C40 123.2(4) . . ?
C35 C36 H36 121.3 . . ?
N16 C36 C35 117.3(14) . . ?
N16 C36 H36 121.3 . . ?
N16 C37 H37A 109.5 . . ?
N16 C37 H37B 109.5 . . ?
N16 C37 C38 110.9(6) . . ?
H37A C37 H37B 108.1 . . ?
C38 C37 H37A 109.5 . . ?
C38 C37 H37B 109.5 . . ?
C37 C38 H38A 108.2 . . ?
C37 C38 H38B 108.2 . . ?
H38A C38 H38B 107.4 . . ?
C39 C38 C37 116.2(17) . . ?
C39 C38 H38A 108.2 . . ?
C39 C38 H38B 108.2 . . ?
N17 C39 C38 113.0(7) . . ?
N17 C39 H39A 109.0 . . ?
N17 C39 H39B 109.0 . . ?
C38 C39 H39A 109.0 . . ?
C38 C39 H39B 109.0 . . ?
H39A C39 H39B 107.8 . . ?
N17 C40 C41 119.1(5) . . ?
N17 C40 H40 120.5 . . ?
C41 C40 H40 120.5 . . ?

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 O2A N1A O1A 33(3) . . . . ?
Ni1 O2B N1B O1B 95(15) . . . . ?
Ni1 O3 N2 O4 176.4(13) . . . . ?
Ni1 N6 C11 C12 177.8(5) . . . . ?
Ni1 N6 C11 C10 -10.6(9) . . . . ?
Ni1 N6 C15 C14 -177.3(6) . . . . ?
Ni1 N5 C10 C11 -2(2) . . . . ?
Ni1 N5 C9 C8 -34.3(17) . . . . ?
Ni1 N4 C7 C8 39(2) . . . . ?
Ni1 N4 C6 C5 8.4(19) . . . . ?
Ni1 N3 C1 C2 -172.2(6) . . . . ?
Ni1 N3 C5 C4 173.8(5) . . . . ?
Ni1 N3 C5 C6 -7.8(9) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 9(2) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 -179.8(12) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 171.6(10) . . . . ?
N5 C9 C8 C7 71.0(16) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 0.0(19) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 178.4(10) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 -178.3(11) . . . . ?
C4 C5 C6 N4 178.3(11) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
C10 C11 C12 C13 -170.7(12) . . . . ?
C10 N5 C9 C8 149.6(14) . . . . ?
C9 N5 C10 C11 174.3(14) . . . . ?
C9 C8 C7 N4 -75(2) . . . . ?
C7 N4 C6 C5 -175.8(14) . . . . ?
C6 N4 C7 C8 -136.4(15) . . . . ?
Ni2 O5 N7 O6 175.9(11) . . . . ?
Ni2 O7 N8 O8 179.1(5) . . . . ?
Ni2 N9 C16 C17 -170.4(5) . . . . ?
Ni2 N9 C20 C19 172.4(4) . . . . ?
Ni2 N9 C20 C21 -7.1(9) . . . . ?
Ni2 N10 C21 C20 4.2(18) . . . . ?
Ni2 N10 C22 C23A -25(2) . . . . ?
Ni2 N10 C22 C23B 30(3) . . . . ?
Ni2 N11 C24 C23A 28(3) . . . . ?
Ni2 N11 C24 C23B -25(2) . . . . ?
Ni2 N11 C25 C26 0(2) . . . . ?
Ni2 N12 C26 C27 173.0(4) . . . . ?
Ni2 N12 C26 C25 -13.3(9) . . . . ?
Ni2 N12 C30 C29 -171.4(5) . . . . ?
N9 C16 C17 C18 0.0 . . . . ?
N9 C20 C21 N10 2.3(18) . . . . ?
C16 N9 C20 C19 0.0 . . . . ?
C16 N9 C20 C21 -179.4(10) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 N9 0.0 . . . . ?
C18 C19 C20 C21 179.4(10) . . . . ?
C19 C20 C21 N10 -177.1(11) . . . . ?
C20 N9 C16 C17 0.0 . . . . ?
N10 C22 C23A C24 63.3(18) . . . . ?
N10 C22 C23B C24 -68(3) . . . . ?
N12 C26 C27 C28 0.0 . . . . ?
N12 C26 C25 N11 9.3(19) . . . . ?
C26 N12 C30 C29 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C26 C25 N11 -177.3(12) . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 N12 0.0 . . . . ?
C30 N12 C26 C27 0.0 . . . . ?
C30 N12 C26 C25 173.7(10) . . . . ?
C21 N10 C22 C23A 160.8(19) . . . . ?
C21 N10 C22 C23B -145(2) . . . . ?
C22 N10 C21 C20 179.3(14) . . . . ?
C22 C23A C24 N11 -64.2(19) . . . . ?
C22 C23B C24 N11 65(3) . . . . ?
C24 N11 C25 C26 177.1(14) . . . . ?
C25 N11 C24 C23A -149(2) . . . . ?
C25 N11 C24 C23B 159.1(18) . . . . ?
C25 C26 C27 C28 -173.2(11) . . . . ?
Ni3 O9 N13 O10 178.2(4) . . . . ?
Ni3 N15 C35 C34 173.2(4) . . . . ?
Ni3 N15 C35 C36 -13.3(8) . . . . ?
Ni3 N15 C31 C32 -171.6(5) . . . . ?
Ni3 N16 C36 C35 6.8(19) . . . . ?
Ni3 N16 C37 C38 37(2) . . . . ?
Ni3 N17 C39 C38 -30.4(17) . . . . ?
Ni3 N17 C40 C41 3.0(19) . . . . ?
Ni3 N18 C45 C44 -177.6(5) . . . . ?
Ni3 N18 C41 C42 178.1(4) . . . . ?
Ni3 N18 C41 C40 -2.0(9) . . . . ?
N15 C35 C34 C33 0.0 . . . . ?
N15 C35 C36 N16 5.0(17) . . . . ?
C35 N15 C31 C32 0.0 . . . . ?
C35 C34 C33 C32 0.0 . . . . ?
C34 C35 C36 N16 178.3(10) . . . . ?
C34 C33 C32 C31 0.0 . . . . ?
C33 C32 C31 N15 0.0 . . . . ?
C31 N15 C35 C34 0.0 . . . . ?
C31 N15 C35 C36 173.6(9) . . . . ?
N16 C37 C38 C39 -69.0(15) . . . . ?
N18 C45 C44 C43 0.0 . . . . ?
N18 C41 C40 N17 -0.6(18) . . . . ?
C45 N18 C41 C42 0.0 . . . . ?
C45 N18 C41 C40 179.9(10) . . . . ?
C45 C44 C43 C42 0.0 . . . . ?
C44 C43 C42 C41 0.0 . . . . ?
C43 C42 C41 N18 0.0 . . . . ?
C43 C42 C41 C40 -179.9(10) . . . . ?
C42 C41 C40 N17 179.3(11) . . . . ?
C41 N18 C45 C44 0.0 . . . . ?
C36 C35 C34 C33 -173.0(10) . . . . ?
C36 N16 C37 C38 -138.1(16) . . . . ?
C37 N16 C36 C35 -177.2(13) . . . . ?
C37 C38 C39 N17 65.6(11) . . . . ?
C39 N17 C40 C41 -179.4(13) . . . . ?
C40 N17 C39 C38 152.3(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Ni-diONO-16-I
_database_code_depnum_ccdc_archive 'CCDC 2352783'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-05-02 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_Ni-diONO-16-I       
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.450 Why?  
RESPONSE: High-pressure data collection at synchrotron. Sample enclosed
 in diamond-anvil cell, thus limited coverage.
;
# end Validation Reply Form

_audit_creation_date             2024-04-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C15 H16 N6 Ni O4'
_chemical_formula_sum            'C15 H16 N6 Ni O4'
_chemical_formula_weight         403.05
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0011 0.0005 '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 -0.0016 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.1705 0.4035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O -0.0014 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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'

_cell_length_a                   13.295(3)
_cell_length_b                   9.5267(13)
_cell_length_c                   13.169(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.60(2)
_cell_angle_gamma                90
_cell_volume                     1561.3(6)
_cell_formula_units_Z            4

_cell_measurement_temperature    293
_cell_measurement_reflns_used    420
_cell_measurement_theta_min      2.6370
_cell_measurement_theta_max      21.2040
_exptl_absorpt_coefficient_mu    0.296
_exptl_absorpt_correction_T_min  0.00411
_exptl_absorpt_correction_T_max  1.00000
_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            piezochromic
_exptl_crystal_density_diffrn    1.715


_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02


_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.1002
_diffrn_reflns_Laue_measured_fraction_full 0.474
_diffrn_reflns_Laue_measured_fraction_max 0.268
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            1943
_diffrn_reflns_point_group_measured_fraction_full 0.375
_diffrn_reflns_point_group_measured_fraction_max 0.203
_diffrn_reflns_theta_full        14.229
_diffrn_reflns_theta_max         21.235
_diffrn_reflns_theta_min         1.987
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.474
_diffrn_measured_fraction_theta_max 0.268
_diffrn_measurement_device_type  
'esperanto CrysAlisPro umported from ESRF ID15B beamline'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.40965
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.514
_reflns_Friedel_fraction_full    0.276
_reflns_Friedel_fraction_max     0.138
_reflns_number_gt                1584
_reflns_number_total             1838
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_refine_diff_density_max         0.715
_refine_diff_density_min         -0.717
_refine_diff_density_rms         0.082
_refine_ls_abs_structure_details 
;
 Flack x determined using 447 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.35(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         1838
_refine_ls_number_restraints     246
_refine_ls_R_factor_all          0.0732
_refine_ls_R_factor_gt           0.0619
_refine_ls_restrained_S_all      1.017
_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)+(0.0725P)²+4.0959P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1648
_refine_ls_wR_factor_ref         0.1752
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{C7A, C7B}
{C9A, C9B}
3. Restrained distances
 Ni1-O3A \\sim Ni1-O3B
 with sigma of 0.02
 O3A-N2A \\sim O3B-N2B
 with sigma of 0.02
 O4A-N2A \\sim O4B-N2B
 with sigma of 0.02
 Ni1-N2A \\sim Ni1-N2B
 with sigma of 0.04
 O3A-O4A \\sim O3B-O4B
 with sigma of 0.04
 Ni1-O1A \\sim Ni1-O1B
 with sigma of 0.02
 O1A-N1A \\sim O1B-N1B
 with sigma of 0.02
 O2A-N1A \\sim O2B-N1B
 with sigma of 0.02
 Ni1-N1A \\sim Ni1-N1B
 with sigma of 0.04
 O1A-O2A \\sim O1B-O2B
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
C8B \\sim C8A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
O3A: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002 within
2A
N2A: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002 within
2A
O4A: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002 within
2A
N3 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5: within 2A with sigma of 0.001
and sigma for terminal atoms of 0.002 within 2A
N6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15: within 2A with sigma of
0.001 and sigma for terminal atoms of 0.002 within 2A
O3A \\sim O3B: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
N2B \\sim N2A: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
O4B \\sim O4A: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
O1A \\sim O1B: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
N1B \\sim N1A: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
O2B \\sim O2A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
Uanis(O1A) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(N1A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O3A) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(N2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C8B) \\sim Ueq, Uanis(C9A) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C7A)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(N4) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(N5) \\sim Ueq, Uanis(C10) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O2A) \\sim Ueq, Uanis(N1A) \\sim Ueq, Uanis(O1A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O4B) \\sim Ueq, Uanis(N2B) \\sim Ueq, Uanis(O3B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O2B) \\sim Ueq, Uanis(N1B) \\sim Ueq, Uanis(O1B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C7A) = Uanis(C7B)
Uanis(C9A) = Uanis(C9B)
5. Others
 Sof(C7B)=Sof(H7BA)=Sof(H7BB)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(C9B)=Sof(H9BA)=
 Sof(H9BB)=1-FVAR(1)
 Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=
 Sof(H9AB)=FVAR(1)
 Sof(O1B)=Sof(O2B)=Sof(N1B)=1-FVAR(2)
 Sof(O1A)=Sof(O2A)=Sof(N1A)=FVAR(2)
 Sof(O3B)=Sof(O4B)=Sof(N2B)=1-FVAR(3)
 Sof(O3A)=Sof(O4A)=Sof(N2A)=FVAR(3)
6.a Secondary CH2 refined with riding coordinates:
 C7A(H7AA,H7AB), C8A(H8AA,H8AB), C9A(H9AA,H9AB), C7B(H7BA,H7BB), C8B(H8BA,
 H8BB), C9B(H9BA,H9BB)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C6(H6), C10(H10)
6.c Fitted hexagon refined as free rotating group:
 N3(C1,C2,C3,C4,C5), N6(C11,C12,C13,C14,C15)
;
_atom_sites_solution_hydrogens   geom

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 0.4999(4) 0.28665(7) 0.2572(4) 0.0260(4) Uani 1 1 d D . . . .
O1A O 0.3638(14) 0.2666(14) 0.2883(13) 0.037(4) Uani 0.969(19) 1 d D U P A 3
O2A O 0.249(2) 0.333(2) 0.3638(19) 0.058(7) Uani 0.969(19) 1 d D U P A 3
N1A N 0.332(2) 0.3502(17) 0.3465(18) 0.046(6) Uani 0.969(19) 1 d D U P A 3
O1B O 0.387(10) 0.35(2) 0.314(17) 0.036(9) Uani 0.031(19) 1 d D U P A 4
O2B O 0.24(2) 0.31(6) 0.34(3) 0.058(7) Uani 0.031(19) 1 d D U P A 4
N1B N 0.291(10) 0.31(3) 0.29(2) 0.045(10) Uani 0.031(19) 1 d D U P A 4
O3A O 0.6405(15) 0.2608(14) 0.2221(11) 0.034(4) Uani 0.980(14) 1 d D U P A 5
O4A O 0.744(2) 0.335(2) 0.1516(18) 0.058(7) Uani 0.980(14) 1 d D U P A 5
N2A N 0.663(2) 0.3595(17) 0.1681(18) 0.045(5) Uani 0.980(14) 1 d D U P A 5
O3B O 0.613(17) 0.28(4) 0.18(2) 0.034(9) Uani 0.020(14) 1 d D U P A 6
O4B O 0.74(3) 0.16(5) 0.19(4) 0.061(18) Uani 0.020(14) 1 d D U P A 6
N2B N 0.707(11) 0.24(5) 0.24(2) 0.045(10) Uani 0.020(14) 1 d D U P A 6
N3 N 0.4228(7) 0.1597(7) 0.1201(5) 0.0268(18) Uani 1 1 d G U . . .
C1 C 0.4215(8) 0.0139(7) 0.1148(5) 0.0278(18) Uani 1 1 d G U . . .
H1 H 0.447497 -0.038747 0.178157 0.033 Uiso 1 1 calc R U . . .
C2 C 0.3813(10) -0.0531(5) 0.0148(7) 0.0284(18) Uani 1 1 d G U . . .
H2 H 0.380365 -0.150598 0.011258 0.034 Uiso 1 1 calc R U . . .
C3 C 0.3424(12) 0.0256(7) -0.0799(5) 0.0291(18) Uani 1 1 d G U . . .
H3 H 0.315454 -0.019194 -0.146842 0.035 Uiso 1 1 calc R U . . .
C4 C 0.3437(11) 0.1714(7) -0.0747(5) 0.0287(18) Uani 1 1 d G U . . .
H4 H 0.317675 0.224063 -0.138045 0.034 Uiso 1 1 calc R U . . .
C5 C 0.3839(8) 0.2384(5) 0.0253(6) 0.0276(18) Uani 1 1 d G U . . .
N4 N 0.4364(14) 0.4295(13) 0.1439(12) 0.031(4) Uani 1 1 d . U . . .
N5 N 0.5624(13) 0.4395(12) 0.3779(10) 0.025(3) Uani 1 1 d . U . . .
N6 N 0.5749(8) 0.1583(8) 0.3930(5) 0.038(2) Uani 1 1 d G U . . .
C11 C 0.6060(9) 0.2413(6) 0.4858(7) 0.039(2) Uani 1 1 d G U . . .
C12 C 0.6535(12) 0.1800(8) 0.5873(6) 0.039(2) Uani 1 1 d G U . . .
H12 H 0.674335 0.235601 0.649293 0.047 Uiso 1 1 calc R U . . .
C13 C 0.6698(13) 0.0358(8) 0.5961(6) 0.040(2) Uani 1 1 d G U . . .
H13 H 0.701618 -0.005202 0.663980 0.048 Uiso 1 1 calc R U . . .
C14 C 0.6387(11) -0.0473(6) 0.5034(8) 0.039(2) Uani 1 1 d G U . . .
H14 H 0.649640 -0.143795 0.509241 0.047 Uiso 1 1 calc R U . . .
C15 C 0.5912(9) 0.0140(8) 0.4018(6) 0.039(2) Uani 1 1 d G U . . .
H15 H 0.570376 -0.041584 0.339813 0.046 Uiso 1 1 calc R U . . .
C6 C 0.398(2) 0.3913(16) 0.0469(16) 0.041(5) Uani 1 1 d . U . . .
H6 H 0.379254 0.456252 -0.009434 0.049 Uiso 1 1 calc R U . . .
C7A C 0.4407(19) 0.5874(16) 0.1513(15) 0.037(4) Uani 0.46(4) 1 d . U P B 1
H7AA H 0.503023 0.621517 0.136620 0.045 Uiso 0.46(4) 1 calc R U P B 1
H7AB H 0.376960 0.627021 0.097406 0.045 Uiso 0.46(4) 1 calc R U P B 1
C8A C 0.447(3) 0.631(2) 0.257(2) 0.030(3) Uani 0.46(4) 1 d . U P B 1
H8AA H 0.386303 0.590965 0.272072 0.036 Uiso 0.46(4) 1 calc R U P B 1
H8AB H 0.439589 0.732116 0.257327 0.036 Uiso 0.46(4) 1 calc R U P B 1
C9A C 0.5529(18) 0.5891(14) 0.3532(15) 0.035(3) Uani 0.46(4) 1 d . U P B 1
H9AA H 0.614218 0.618312 0.334822 0.042 Uiso 0.46(4) 1 calc R U P B 1
H9AB H 0.555363 0.640138 0.417816 0.042 Uiso 0.46(4) 1 calc R U P B 1
C7B C 0.4407(19) 0.5874(16) 0.1513(15) 0.037(4) Uani 0.54(4) 1 d . . P B 2
H7BA H 0.440816 0.626468 0.083264 0.045 Uiso 0.54(4) 1 calc R U P B 2
H7BB H 0.377615 0.622147 0.164022 0.045 Uiso 0.54(4) 1 calc R U P B 2
C8B C 0.537(2) 0.632(2) 0.2387(19) 0.030(3) Uani 0.54(4) 1 d . U P B 2
H8BA H 0.538832 0.733528 0.236975 0.036 Uiso 0.54(4) 1 calc R U P B 2
H8BB H 0.597917 0.597968 0.222208 0.036 Uiso 0.54(4) 1 calc R U P B 2
C9B C 0.5529(18) 0.5891(14) 0.3532(15) 0.035(3) Uani 0.54(4) 1 d . . P B 2
H9BA H 0.617369 0.634986 0.400779 0.042 Uiso 0.54(4) 1 calc R U P B 2
H9BB H 0.493051 0.625383 0.371272 0.042 Uiso 0.54(4) 1 calc R U P B 2
C10 C 0.6093(17) 0.3852(14) 0.4721(13) 0.026(4) Uani 1 1 d . U . . .
H10 H 0.645460 0.442324 0.530878 0.032 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1A 2.00(2) . ?
Ni1 O1B 2.00(4) . ?
Ni1 O3A 2.09(2) . ?
Ni1 O3B 2.09(3) . ?
Ni1 N3 2.115(5) . ?
Ni1 N4 1.976(13) . ?
Ni1 N5 2.100(10) . ?
Ni1 N6 2.106(5) . ?
O1A N1A 1.28(3) . ?
O2A N1A 1.21(4) . ?
O1B N1B 1.28(4) . ?
O2B N1B 1.21(5) . ?
O3A N2A 1.28(3) . ?
O4A N2A 1.20(4) . ?
O3B N2B 1.27(4) . ?
O4B N2B 1.20(5) . ?
N3 C1 1.3900 . ?
N3 C5 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.484(16) . ?
N4 C6 1.25(2) . ?
N4 C7A 1.51(2) . ?
N4 C7B 1.51(2) . ?
N5 C9A 1.458(18) . ?
N5 C9B 1.458(18) . ?
N5 C10 1.28(2) . ?
N6 C11 1.3900 . ?
N6 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C10 1.386(15) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.43(4) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A C9A 1.57(3) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C7B H7BA 0.9700 . ?
C7B H7BB 0.9700 . ?
C7B C8B 1.45(3) . ?
C8B H8BA 0.9700 . ?
C8B H8BB 0.9700 . ?
C8B C9B 1.50(3) . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C10 H10 0.9300 . ?

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
O1A Ni1 N3 85.3(5) . . ?
O1A Ni1 N5 93.3(7) . . ?
O1A Ni1 N6 87.9(6) . . ?
O1B Ni1 N3 107(5) . . ?
O1B Ni1 N5 69(5) . . ?
O1B Ni1 N6 93(7) . . ?
O3A Ni1 N3 86.9(5) . . ?
O3A Ni1 N5 95.9(6) . . ?
O3A Ni1 N6 85.8(6) . . ?
O3B Ni1 N3 78(10) . . ?
O3B Ni1 N5 102(10) . . ?
O3B Ni1 N6 101(7) . . ?
N4 Ni1 O1A 92.5(7) . . ?
N4 Ni1 O1B 84(7) . . ?
N4 Ni1 O3A 95.3(7) . . ?
N4 Ni1 O3B 80(7) . . ?
N4 Ni1 N3 78.4(4) . . ?
N4 Ni1 N5 92.5(2) . . ?
N4 Ni1 N6 172.0(5) . . ?
N5 Ni1 N3 170.8(4) . . ?
N5 Ni1 N6 79.4(4) . . ?
N6 Ni1 N3 109.60(15) . . ?
N1A O1A Ni1 125.6(17) . . ?
O2A N1A O1A 123(2) . . ?
N1B O1B Ni1 126(5) . . ?
N2A O3A Ni1 116.0(16) . . ?
O4A N2A O3A 111(2) . . ?
N2B O3B Ni1 117(5) . . ?
O4B N2B O3B 111(6) . . ?
C1 N3 Ni1 127.4(4) . . ?
C1 N3 C5 120.0 . . ?
C5 N3 Ni1 111.9(4) . . ?
N3 C1 H1 120.0 . . ?
C2 C1 N3 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C5 C6 112.1(9) . . ?
C4 C5 N3 120.0 . . ?
C4 C5 C6 127.8(9) . . ?
C6 N4 Ni1 118.9(10) . . ?
C6 N4 C7A 110.4(15) . . ?
C6 N4 C7B 110.4(15) . . ?
C7A N4 Ni1 130.0(10) . . ?
C7B N4 Ni1 130.0(10) . . ?
C9A N5 Ni1 121.9(10) . . ?
C9B N5 Ni1 121.9(10) . . ?
C10 N5 Ni1 112.4(9) . . ?
C10 N5 C9A 125.7(13) . . ?
C10 N5 C9B 125.7(13) . . ?
C11 N6 Ni1 108.7(5) . . ?
C11 N6 C15 120.0 . . ?
C15 N6 Ni1 131.2(4) . . ?
C12 C11 N6 120.0 . . ?
C10 C11 N6 117.5(9) . . ?
C10 C11 C12 121.1(8) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
N6 C15 H15 120.0 . . ?
C14 C15 N6 120.0 . . ?
C14 C15 H15 120.0 . . ?
C5 C6 H6 121.3 . . ?
N4 C6 C5 117.4(14) . . ?
N4 C6 H6 121.3 . . ?
N4 C7A H7AA 109.7 . . ?
N4 C7A H7AB 109.7 . . ?
H7AA C7A H7AB 108.2 . . ?
C8A C7A N4 109.8(19) . . ?
C8A C7A H7AA 109.7 . . ?
C8A C7A H7AB 109.7 . . ?
C7A C8A H8AA 108.3 . . ?
C7A C8A H8AB 108.3 . . ?
C7A C8A C9A 116(3) . . ?
H8AA C8A H8AB 107.4 . . ?
C9A C8A H8AA 108.3 . . ?
C9A C8A H8AB 108.3 . . ?
N5 C9A C8A 114.1(15) . . ?
N5 C9A H9AA 108.7 . . ?
N5 C9A H9AB 108.7 . . ?
C8A C9A H9AA 108.7 . . ?
C8A C9A H9AB 108.7 . . ?
H9AA C9A H9AB 107.6 . . ?
N4 C7B H7BA 109.6 . . ?
N4 C7B H7BB 109.6 . . ?
H7BA C7B H7BB 108.1 . . ?
C8B C7B N4 110.2(14) . . ?
C8B C7B H7BA 109.6 . . ?
C8B C7B H7BB 109.6 . . ?
C7B C8B H8BA 107.4 . . ?
C7B C8B H8BB 107.4 . . ?
C7B C8B C9B 120(3) . . ?
H8BA C8B H8BB 106.9 . . ?
C9B C8B H8BA 107.4 . . ?
C9B C8B H8BB 107.4 . . ?
N5 C9B C8B 117.3(17) . . ?
N5 C9B H9BA 108.0 . . ?
N5 C9B H9BB 108.0 . . ?
C8B C9B H9BA 108.0 . . ?
C8B C9B H9BB 108.0 . . ?
H9BA C9B H9BB 107.2 . . ?
N5 C10 C11 119.8(12) . . ?
N5 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?

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 O1A N1A O2A -179.3(18) . . . . ?
Ni1 O1B N1B O2B 152(41) . . . . ?
Ni1 O3A N2A O4A -179.6(14) . . . . ?
Ni1 O3B N2B O4B 133(47) . . . . ?
Ni1 N3 C1 C2 -169.9(9) . . . . ?
Ni1 N3 C5 C4 171.4(8) . . . . ?
Ni1 N3 C5 C6 -5.1(15) . . . . ?
Ni1 N4 C6 C5 12(4) . . . . ?
Ni1 N4 C7A C8A -31(4) . . . . ?
Ni1 N4 C7B C8B 26(4) . . . . ?
Ni1 N5 C9A C8A 33(3) . . . . ?
Ni1 N5 C9B C8B -23(3) . . . . ?
Ni1 N5 C10 C11 -5(3) . . . . ?
Ni1 N6 C11 C12 177.2(9) . . . . ?
Ni1 N6 C11 C10 -16.2(14) . . . . ?
Ni1 N6 C15 C14 -176.5(11) . . . . ?
N3 C1 C2 C3 0.0 . . . . ?
N3 C5 C6 N4 -4(3) . . . . ?
C1 N3 C5 C4 0.0 . . . . ?
C1 N3 C5 C6 -176.5(16) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 N3 0.0 . . . . ?
C3 C4 C5 C6 175.9(18) . . . . ?
C4 C5 C6 N4 -179.8(18) . . . . ?
C5 N3 C1 C2 0.0 . . . . ?
N4 C7A C8A C9A 66(3) . . . . ?
N4 C7B C8B C9B -62(4) . . . . ?
N6 C11 C12 C13 0.0 . . . . ?
N6 C11 C10 N5 15(3) . . . . ?
C11 N6 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C11 C10 N5 -178.2(18) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 N6 0.0 . . . . ?
C15 N6 C11 C12 0.0 . . . . ?
C15 N6 C11 C10 166.6(16) . . . . ?
C6 N4 C7A C8A 159(3) . . . . ?
C6 N4 C7B C8B -143(3) . . . . ?
C7A N4 C6 C5 -177(2) . . . . ?
C7A C8A C9A N5 -71(4) . . . . ?
C9A N5 C10 C11 175(2) . . . . ?
C7B N4 C6 C5 -177(2) . . . . ?
C7B C8B C9B N5 63(4) . . . . ?
C9B N5 C10 C11 175(2) . . . . ?
C10 N5 C9A C8A -148(3) . . . . ?
C10 N5 C9B C8B 156(2) . . . . ?
C10 C11 C12 C13 -166.1(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
