#------------------------------------------------------------------------------
#$Date: 2021-06-05 22:12:13 +0300 (Sat, 05 Jun 2021) $
#$Revision: 266116 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/26/7242640.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7242640
loop_
_publ_author_name
'Bertini, Simone'
'Rahaman, Motiar'
'Dutta, Abhijit'
'Schollhammer, Philippe'
'Rudnev, Alexander V.'
'Gloaguen, Fredric'
'Broekmann, Peter'
'Albrecht, Martin'
_publ_section_title
;
 Oxo-functionalised mesoionic NHC nickel complexes for selective
 electrocatalytic reduction of CO2 to formate
;
_journal_issue                   9
_journal_name_full               'Green Chemistry'
_journal_page_first              3365
_journal_page_last               3373
_journal_paper_doi               10.1039/D1GC00388G
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C42 H64 N6 Ni O2'
_chemical_formula_sum            'C42 H64 N6 Ni O2'
_chemical_formula_weight         743.70
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-06-12
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-12-15 deposited with the CCDC.	2021-04-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.0670(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.79520(10)
_cell_length_b                   18.38130(10)
_cell_length_c                   18.97510(10)
_cell_measurement_reflns_used    25406
_cell_measurement_temperature    173.01(10)
_cell_measurement_theta_max      76.5150
_cell_measurement_theta_min      3.6830
_cell_volume                     4217.96(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -90.00  -4.00   0.50    0.08    --  -18.75 -48.00  41.00  172
  2  ω    -23.00  51.00   0.50    0.08    --   47.95 -48.00  41.00  148
  3  ω     35.00 120.00   0.50    0.08    --   47.95  48.00-169.00  170
  4  ω     94.00 174.00   0.50    0.34    --  107.11  48.00-169.00  160
  5  ω    -66.00  -9.00   0.50    0.08    --  -18.75 125.00 -30.00  114
  6  ω    -31.00  54.00   0.50    0.08    --  -18.75  48.00-169.00  170
  7  ω    -26.00  23.00   0.50    0.08    --   47.95 -19.00 -90.00   98
  8  ω     91.00 174.00   0.50    0.34    --  107.11  61.00  90.00  166
  9  ω     35.00  68.00   0.50    0.34    --  107.11 -61.00  30.00   66
 10  ω     35.00  68.00   0.50    0.34    --  107.11 -61.00-120.00   66
 11  ω     35.00  68.00   0.50    0.34    --  107.11 -61.00 120.00   66
 12  ω     95.00 174.00   0.50    0.34    --  107.11  45.00 120.00  158
 13  ω     35.00  68.00   0.50    0.34    --  107.11 -61.00   0.00   66
 14  ω     35.00  68.00   0.50    0.34    --  107.11 -61.00 -90.00   66
 15  ω     35.00  68.00   0.50    0.34    --  107.11 -61.00  60.00   66
 16  ω     92.00 174.00   0.50    0.34    --  107.11 125.00  30.00  164
 17  ω     35.00  68.00   0.50    0.34    --  107.11 -61.00 -30.00   66
 18  ω     35.00  68.00   0.50    0.34    --  107.11 -61.00  90.00   66
 19  ω     35.00  68.00   0.50    0.34    --  107.11 -61.00-180.00   66
 20  ω     95.00 174.00   0.50    0.34    --  107.11  30.00-180.00  158
 21  ω     35.00  68.00   0.50    0.34    --  107.11 -61.00 -60.00   66
 22  ω     35.00  68.00   0.50    0.34    --  107.11 -61.00-150.00   66
 23  ω     26.00 120.00   0.50    0.08    --   47.95  77.00-120.00  188
 24  ω     -4.00  82.00   0.50    0.08    --   47.95 -99.00-150.00  172
 25  ω     33.00 120.00   0.50    0.08    --   47.95  57.00 -30.00  174
 26  ω     26.00 120.00   0.50    0.08    --   47.95  77.00 -30.00  188
 27  ω     26.00 120.00   0.50    0.08    --   47.95  77.00  90.00  188
 28  ω     33.00 120.00   0.50    0.08    --   47.95  57.00  60.00  174
 29  ω     94.00 174.00   0.50    0.34    --  107.11  15.00   0.00  160
 30  ω     95.00 174.00   0.50    0.34    --  107.11  30.00-120.00  158
 31  ω     35.00 109.00   0.50    0.34    --  107.11 -94.00   0.00  148
 32  ω     95.00 174.00   0.50    0.34    --  107.11  45.00 -60.00  158
 33  ω     35.00 117.00   0.50    0.34    --  107.11-125.00-150.00  164
 34  ω     94.00 174.00   0.50    0.34    --  107.11  15.00  60.00  160
 35  ω     95.00 145.00   0.50    0.34    --  107.11  45.00   0.00  100
 36  ω     95.00 174.00   0.50    0.34    --  107.11  30.00 -90.00  158
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1209425000
_diffrn_orient_matrix_UB_12      0.0218264000
_diffrn_orient_matrix_UB_13      0.0123954000
_diffrn_orient_matrix_UB_21      -0.0015500000
_diffrn_orient_matrix_UB_22      -0.0442076000
_diffrn_orient_matrix_UB_23      -0.0693153000
_diffrn_orient_matrix_UB_31      -0.0399174000
_diffrn_orient_matrix_UB_32      0.0677854000
_diffrn_orient_matrix_UB_33      -0.0491950000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_unetI/netI     0.0115
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            33030
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.056
_diffrn_reflns_theta_min         4.376
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.970
_exptl_absorpt_correction_T_max  0.79555
_exptl_absorpt_correction_T_min  0.78641
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_description       block
_exptl_crystal_F_000             1608
_exptl_crystal_size_max          0.331
_exptl_crystal_size_mid          0.284
_exptl_crystal_size_min          0.259
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4421
_refine_ls_number_restraints     75
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0398
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0572P)²+3.7086P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1104
_refine_ls_wR_factor_ref         0.1110
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4256
_reflns_number_total             4421
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1gc00388g2.cif
_cod_data_source_block           19ma071c2_sb673
_cod_depositor_comments
'Adding full bibliography for 7242639--7242644.cif.'
_cod_database_code               7242640
_shelx_shelxl_version_number     2018/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.787
_shelx_estimated_absorpt_t_min   0.740
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C14-C15 \\sim C14-C15A
 with sigma of 0.02
 C14-C17 \\sim C14-C17A
 with sigma of 0.02
 C14-C16 \\sim C14-C16A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C15 \\sim C17 \\sim C16 \\sim C15A \\sim C16A \\sim C17A: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C14, C15, C17, C16, C15A, C16A, C17A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C15A)=Sof(H15D)=Sof(H15E)=Sof(H15F)=Sof(C16A)=Sof(H16D)=Sof(H16E)=
 Sof(H16F)=Sof(C17A)=Sof(H17D)=Sof(H17E)=Sof(H17F)=1-FVAR(1)
 Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(H15C)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=
 Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B)
6.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C9(H9)
6.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,
 H13C), C21(H21A,H21B,H21C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C16(H16A,
 H16B,H16C), C15A(H15D,H15E,H15F), C16A(H16D,H16E,H16F), C17A(H17D,H17E,H17F)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.750000 0.57213(2) 0.500000 0.03065(12) Uani 1 2 d S T P . .
O1 O 0.66005(9) 0.64544(5) 0.43914(5) 0.0353(2) Uani 1 1 d . . . . .
N1 N 0.51580(11) 0.41863(6) 0.42522(7) 0.0357(3) Uani 1 1 d . . . . .
C1 C 0.64532(13) 0.50310(7) 0.45606(8) 0.0330(3) Uani 1 1 d . . . . .
N2 N 0.49583(11) 0.45834(7) 0.36409(7) 0.0370(3) Uani 1 1 d . . . . .
C2 C 0.60320(13) 0.44272(8) 0.48259(8) 0.0352(3) Uani 1 1 d . . . . .
N3 N 0.57502(11) 0.50916(6) 0.38445(6) 0.0334(3) Uani 1 1 d . . . . .
C3 C 0.44244(15) 0.35720(8) 0.42260(10) 0.0433(4) Uani 1 1 d . . . . .
H3A H 0.371414 0.366568 0.386268 0.065 Uiso 1 1 calc GR . . . .
H3B H 0.434235 0.350684 0.470717 0.065 Uiso 1 1 calc GR . . . .
H3C H 0.473409 0.313931 0.409099 0.065 Uiso 1 1 calc GR . . . .
C4 C 0.57046(13) 0.56839(8) 0.33486(8) 0.0352(3) Uani 1 1 d . . . . .
C5 C 0.61066(12) 0.63646(8) 0.36660(8) 0.0326(3) Uani 1 1 d . . . . .
C6 C 0.59161(13) 0.69628(8) 0.31616(8) 0.0346(3) Uani 1 1 d . . . . .
C7 C 0.53870(14) 0.68311(9) 0.24031(8) 0.0406(3) Uani 1 1 d . . . . .
H7 H 0.527296 0.722455 0.207845 0.049 Uiso 1 1 calc R . . . .
C8 C 0.50177(15) 0.61486(9) 0.20991(8) 0.0438(4) Uani 1 1 d . . . . .
C9 C 0.51872(15) 0.55727(9) 0.25918(9) 0.0423(4) Uani 1 1 d . . . . .
H9 H 0.495316 0.510846 0.241484 0.051 Uiso 1 1 calc R . . . .
C10 C 0.62526(14) 0.77360(8) 0.34596(8) 0.0378(3) Uani 1 1 d . . . . .
C11 C 0.60364(18) 0.82992(9) 0.28296(10) 0.0528(5) Uani 1 1 d . . . . .
H11A H 0.645024 0.817078 0.250734 0.079 Uiso 1 1 calc GR . . . .
H11B H 0.626194 0.877178 0.303963 0.079 Uiso 1 1 calc GR . . . .
H11C H 0.526189 0.830683 0.254823 0.079 Uiso 1 1 calc GR . . . .
C12 C 0.55872(16) 0.79630(9) 0.39671(10) 0.0488(4) Uani 1 1 d . . . . .
H12A H 0.481402 0.797370 0.368264 0.073 Uiso 1 1 calc GR . . . .
H12B H 0.581948 0.843774 0.416846 0.073 Uiso 1 1 calc GR . . . .
H12C H 0.571253 0.761935 0.436720 0.073 Uiso 1 1 calc GR . . . .
C13 C 0.74914(14) 0.77739(9) 0.38978(9) 0.0435(4) Uani 1 1 d . . . . .
H13A H 0.766497 0.743477 0.430449 0.065 Uiso 1 1 calc GR . . . .
H13B H 0.767856 0.825725 0.408909 0.065 Uiso 1 1 calc GR . . . .
H13C H 0.790689 0.765352 0.357427 0.065 Uiso 1 1 calc GR . . . .
C18 C 0.63073(15) 0.41388(9) 0.56035(9) 0.0434(4) Uani 1 1 d . . . . .
H18A H 0.561868 0.406907 0.570506 0.052 Uiso 1 1 calc R . . . .
H18B H 0.672052 0.451142 0.594286 0.052 Uiso 1 1 calc R . . . .
C19 C 0.6962(2) 0.34339(11) 0.57932(12) 0.0615(5) Uani 1 1 d . . . . .
H19A H 0.766374 0.349361 0.570763 0.074 Uiso 1 1 calc R . . . .
H19B H 0.655576 0.304881 0.546877 0.074 Uiso 1 1 calc R . . . .
C20 C 0.7171(2) 0.32176(14) 0.66104(14) 0.0752(7) Uani 1 1 d . . . . .
H20A H 0.646649 0.313404 0.668557 0.090 Uiso 1 1 calc R . . . .
H20B H 0.758195 0.276447 0.671085 0.090 Uiso 1 1 calc R . . . .
C21 C 0.7809(2) 0.3790(2) 0.71604(15) 0.0991(10) Uani 1 1 d . . . . .
H21A H 0.738016 0.422912 0.709082 0.149 Uiso 1 1 calc GR . . . .
H21B H 0.849686 0.388807 0.707817 0.149 Uiso 1 1 calc GR . . . .
H21C H 0.795237 0.361561 0.766000 0.149 Uiso 1 1 calc GR . . . .
C14 C 0.4424(2) 0.60132(12) 0.12657(9) 0.0617(6) Uani 1 1 d D U . . .
C15 C 0.4326(3) 0.66937(15) 0.07942(11) 0.0662(8) Uani 0.862(4) 1 d D U . A 1
H15A H 0.391025 0.705567 0.095300 0.099 Uiso 0.862(4) 1 calc GR . . A 1
H15B H 0.395540 0.657710 0.027971 0.099 Uiso 0.862(4) 1 calc GR . . A 1
H15C H 0.505139 0.687840 0.085201 0.099 Uiso 0.862(4) 1 calc GR . . A 1
C17 C 0.3280(3) 0.5707(3) 0.11658(17) 0.1024(16) Uani 0.862(4) 1 d D U . A 1
H17A H 0.334890 0.527321 0.145942 0.154 Uiso 0.862(4) 1 calc GR . . A 1
H17B H 0.291683 0.559329 0.064968 0.154 Uiso 0.862(4) 1 calc GR . . A 1
H17C H 0.285338 0.606089 0.132545 0.154 Uiso 0.862(4) 1 calc GR . . A 1
C16 C 0.5122(4) 0.54605(17) 0.09932(15) 0.1016(14) Uani 0.862(4) 1 d D U . A 1
H16A H 0.585665 0.564795 0.109263 0.152 Uiso 0.862(4) 1 calc GR . . A 1
H16B H 0.478687 0.538362 0.046690 0.152 Uiso 0.862(4) 1 calc GR . . A 1
H16C H 0.515575 0.500745 0.125136 0.152 Uiso 0.862(4) 1 calc GR . . A 1
C15A C 0.3458(16) 0.6607(11) 0.0983(10) 0.088(5) Uani 0.138(4) 1 d D U . A 2
H15D H 0.285259 0.647483 0.115046 0.132 Uiso 0.138(4) 1 calc GR . . A 2
H15E H 0.320783 0.662678 0.044792 0.132 Uiso 0.138(4) 1 calc GR . . A 2
H15F H 0.373565 0.707577 0.118082 0.132 Uiso 0.138(4) 1 calc GR . . A 2
C16A C 0.5113(17) 0.6212(11) 0.0796(9) 0.081(4) Uani 0.138(4) 1 d D U . A 2
H16D H 0.540936 0.669181 0.092596 0.121 Uiso 0.138(4) 1 calc GR . . A 2
H16E H 0.466438 0.620250 0.027970 0.121 Uiso 0.138(4) 1 calc GR . . A 2
H16F H 0.570772 0.587000 0.087922 0.121 Uiso 0.138(4) 1 calc GR . . A 2
C17A C 0.3873(19) 0.5294(9) 0.1033(8) 0.068(4) Uani 0.138(4) 1 d D U . A 2
H17D H 0.441727 0.491472 0.116481 0.102 Uiso 0.138(4) 1 calc GR . . A 2
H17E H 0.350765 0.529265 0.050350 0.102 Uiso 0.138(4) 1 calc GR . . A 2
H17F H 0.333880 0.521450 0.128194 0.102 Uiso 0.138(4) 1 calc GR . . A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 O1 89.58(6) 2_656 . ?
C1 Ni1 O1 90.40(5) . . ?
C1 Ni1 O1 90.40(5) 2_656 2_656 ?
C1 Ni1 O1 166.94(6) . 2_656 ?
C1 Ni1 O1 166.94(6) 2_656 . ?
C1 Ni1 C1 92.54(9) . 2_656 ?
C5 O1 Ni1 122.16(9) . . ?
N2 N1 C2 113.35(12) . . ?
N2 N1 C3 117.35(13) . . ?
C2 N1 C3 129.29(13) . . ?
C2 C1 Ni1 134.06(11) . . ?
N3 C1 Ni1 122.72(10) . . ?
N3 C1 C2 102.52(13) . . ?
N1 N2 N3 102.75(11) . . ?
N1 C2 C1 106.52(13) . . ?
N1 C2 C18 122.86(14) . . ?
C1 C2 C18 129.92(14) . . ?
C1 N3 C4 126.10(12) . . ?
N2 N3 C1 114.84(12) . . ?
N2 N3 C4 118.53(12) . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N3 117.65(12) . . ?
C9 C4 N3 118.25(13) . . ?
C9 C4 C5 123.87(13) . . ?
O1 C5 C4 122.56(12) . . ?
O1 C5 C6 121.37(13) . . ?
C4 C5 C6 116.03(12) . . ?
C5 C6 C10 120.00(12) . . ?
C7 C6 C5 118.49(13) . . ?
C7 C6 C10 121.47(13) . . ?
C6 C7 H7 117.8 . . ?
C6 C7 C8 124.45(14) . . ?
C8 C7 H7 117.8 . . ?
C7 C8 C14 123.91(15) . . ?
C9 C8 C7 116.84(14) . . ?
C9 C8 C14 119.24(15) . . ?
C4 C9 H9 119.9 . . ?
C8 C9 C4 120.28(14) . . ?
C8 C9 H9 119.9 . . ?
C11 C10 C6 112.26(13) . . ?
C11 C10 C12 107.99(14) . . ?
C12 C10 C6 109.59(13) . . ?
C13 C10 C6 110.93(12) . . ?
C13 C10 C11 106.44(14) . . ?
C13 C10 C12 109.53(13) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2 C18 H18A 107.8 . . ?
C2 C18 H18B 107.8 . . ?
C2 C18 C19 117.97(15) . . ?
H18A C18 H18B 107.2 . . ?
C19 C18 H18A 107.8 . . ?
C19 C18 H18B 107.8 . . ?
C18 C19 H19A 109.4 . . ?
C18 C19 H19B 109.4 . . ?
C18 C19 C20 111.12(18) . . ?
H19A C19 H19B 108.0 . . ?
C20 C19 H19A 109.4 . . ?
C20 C19 H19B 109.4 . . ?
C19 C20 H20A 109.0 . . ?
C19 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C21 C20 C19 113.0(2) . . ?
C21 C20 H20A 109.0 . . ?
C21 C20 H20B 109.0 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C8 C14 C16 107.8(2) . . ?
C8 C14 C15A 107.6(7) . . ?
C15 C14 C8 113.03(16) . . ?
C15 C14 C17 109.9(2) . . ?
C15 C14 C16 106.8(2) . . ?
C17 C14 C8 108.70(19) . . ?
C17 C14 C16 110.6(3) . . ?
C16A C14 C8 112.7(7) . . ?
C16A C14 C15A 100.0(13) . . ?
C16A C14 C17A 110.8(10) . . ?
C17A C14 C8 118.3(6) . . ?
C17A C14 C15A 105.4(12) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C15A H15D 109.5 . . ?
C14 C15A H15E 109.5 . . ?
C14 C15A H15F 109.5 . . ?
H15D C15A H15E 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
C14 C16A H16D 109.5 . . ?
C14 C16A H16E 109.5 . . ?
C14 C16A H16F 109.5 . . ?
H16D C16A H16E 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C14 C17A H17D 109.5 . . ?
C14 C17A H17E 109.5 . . ?
C14 C17A H17F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 1.8989(10) 2_656 ?
Ni1 O1 1.8989(10) . ?
Ni1 C1 1.8356(15) . ?
Ni1 C1 1.8357(15) 2_656 ?
O1 C5 1.3241(16) . ?
N1 N2 1.3229(18) . ?
N1 C2 1.355(2) . ?
N1 C3 1.4587(19) . ?
C1 C2 1.398(2) . ?
C1 N3 1.3672(18) . ?
N2 N3 1.3390(17) . ?
C2 C18 1.497(2) . ?
N3 C4 1.4277(18) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C5 1.411(2) . ?
C4 C9 1.386(2) . ?
C5 C6 1.4256(19) . ?
C6 C7 1.397(2) . ?
C6 C10 1.538(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.397(2) . ?
C8 C9 1.382(2) . ?
C8 C14 1.535(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.537(2) . ?
C10 C12 1.537(2) . ?
C10 C13 1.532(2) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.521(2) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.537(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.519(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C14 C15 1.519(3) . ?
C14 C17 1.521(4) . ?
C14 C16 1.549(4) . ?
C14 C15A 1.605(15) . ?
C14 C16A 1.489(14) . ?
C14 C17A 1.495(12) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C15A H15D 0.9600 . ?
C15A H15E 0.9600 . ?
C15A H15F 0.9600 . ?
C16A H16D 0.9600 . ?
C16A H16E 0.9600 . ?
C16A H16F 0.9600 . ?
C17A H17D 0.9600 . ?
C17A H17E 0.9600 . ?
C17A H17F 0.9600 . ?
