#------------------------------------------------------------------------------
#$Date: 2023-08-23 01:56:00 +0300 (Wed, 23 Aug 2023) $
#$Revision: 285838 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/37/7713762.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_7713762
loop_
_publ_author_name
'Juthathan, Methasit'
'Chantarojsiri, Teera'
'Chainok, Kittipong'
'Butburee, Teera'
'Thamyongkit, Patchanita'
'Tuntulani, Thawatchai'
'Leeladee, Pannee'
_publ_section_title
;
 Molecularly dispersed nickel complexes on N-doped graphene for
 electrochemical CO₂ reduction.
;
_journal_issue                   33
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11407
_journal_page_last               11418
_journal_paper_doi               10.1039/d3dt00878a
_journal_volume                  52
_journal_year                    2023
_chemical_formula_moiety         'C21 H25 N4 Ni, B F4'
_chemical_formula_sum            'C21 H25 B F4 N4 Ni'
_chemical_formula_weight         478.97
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-10-26
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-10-26 deposited with the CCDC.	2023-05-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.096(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.7951(14)
_cell_length_b                   9.4102(13)
_cell_length_c                   22.736(3)
_cell_measurement_reflns_used    7868
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.557
_cell_measurement_theta_min      2.817
_cell_volume                     2083.8(5)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0795
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            35456
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.393
_diffrn_reflns_theta_min         2.816
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_target            Mo
_diffrn_source_type              Mo
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.982
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0938 before and 0.0765 after correction.
The Ratio of minimum to maximum transmission is 0.7669.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_description       block
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.713
_refine_diff_density_min         -0.795
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         5171
_refine_ls_number_restraints     211
_refine_ls_restrained_S_all      1.164
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0645
_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)+(0.0429P)²+3.9746P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1461
_refine_ls_wR_factor_ref         0.1557
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4058
_reflns_number_total             5171
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt00878a2.cif
_cod_data_source_block           2ni_me
_cod_database_code               7713762
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N4-C21A \\sim N4-C21
 with sigma of 0.02
 N4-C19A \\sim N4-C17 \\sim N4-C18A \\sim N4-C18
 with sigma of 0.02
 C19A-C16 \\sim C17-C16 \\sim C18A-C19 \\sim C19-C18
 with sigma of 0.02
 F1-B1 \\sim F1A-B1A
 with sigma of 0.02
 F4-B1 \\sim F4A-B1A
 with sigma of 0.02
 F3-B1 \\sim F3A-B1A
 with sigma of 0.02
 F4-F2 \\sim F4A-F2A
 with sigma of 0.04
 F1-F2 \\sim F1A-F2A
 with sigma of 0.04
 F3-F4 \\sim F3A-F4A
 with sigma of 0.04
 F3-F1 \\sim F3A-F1A
 with sigma of 0.04
 F3-F2 \\sim F3A-F2A
 with sigma of 0.04
 F2-B1 \\sim F2A-B1A
 with sigma of 0.02
 F4-F1 \\sim F4A-F1A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(F2A) \\sim Ueq, Uanis(F4A) \\sim Ueq, Uanis(B1A) \\sim Ueq, Uanis(F3A)
\\sim Ueq, Uanis(F1A) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(B1) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F4) \\sim Ueq, Uanis(F1) \\sim
Ueq, Uanis(F2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of
0.02
4. Rigid body (RIGU) restrains
 Ni1, N4, C16, C18A, C19, C19A, C21A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Ni1, N4, C16, C17, C18, C19, C21
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F1A, F2A, F3A, F4A, B1A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F1, F2, F3, F4, B1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(F4A)=Sof(B1A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(B1)=FVAR(1)
 Fixed Sof: H16A(0.75) H16B(0.75) H16C(0.25) H16D(0.25) C17(0.75) H17A(0.75)
 H17B(0.75) C18(0.75) H18A(0.75) H18B(0.75) C18A(0.25) H18C(0.25) H18D(0.25)
 H19A(0.75) H19B(0.75) H19C(0.25) H19D(0.25) C19A(0.25) H19E(0.25) H19F(0.25)
 C21(0.75) H21A(0.75) H21B(0.75) H21C(0.75) C21A(0.25) H21D(0.25) H21E(0.25)
 H21F(0.25)
6.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B), C16(H16C,H16D), C17(H17A,H17B), C18(H18A,
 H18B), C18A(H18C,H18D), C19(H19A,H19B), C19(H19C,H19D), C19A(H19E,H19F),
 C20(H20A,H20B)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14)
6.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C21A(H21D,H21E,H21F)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.38784(5) 0.58970(5) 0.59857(2) 0.03277(15) Uani 1 1 d . . . . .
F1 F 0.9267(8) 0.7938(7) 0.5989(4) 0.111(3) Uani 0.686(12) 1 d D U P A 1
F1A F 0.830(3) 0.863(2) 0.5445(9) 0.178(9) Uani 0.314(12) 1 d D U P A 2
F2 F 0.8470(12) 0.9481(8) 0.6570(3) 0.130(4) Uani 0.686(12) 1 d D U P A 1
F2A F 0.7466(15) 0.9843(16) 0.6153(10) 0.114(7) Uani 0.314(12) 1 d D U P A 2
F3 F 0.9243(16) 1.0288(14) 0.5748(7) 0.115(4) Uani 0.686(12) 1 d D U P A 1
F3A F 0.9376(18) 0.860(3) 0.6352(10) 0.138(8) Uani 0.314(12) 1 d D U P A 2
F4 F 0.7364(7) 0.9006(9) 0.5669(4) 0.116(3) Uani 0.686(12) 1 d D U P A 1
F4A F 0.949(3) 1.043(3) 0.5803(15) 0.083(5) Uani 0.314(12) 1 d D U P A 2
N1 N 0.5007(3) 0.7241(3) 0.64422(14) 0.0375(7) Uani 1 1 d . . . . .
N2 N 0.4591(3) 0.4474(3) 0.65102(14) 0.0360(7) Uani 1 1 d . . . . .
N3 N 0.2865(3) 0.4441(3) 0.55492(15) 0.0425(8) Uani 1 1 d . . . . .
N4 N 0.3097(3) 0.7409(3) 0.54187(14) 0.0408(7) Uani 1 1 d D . . . .
C1 C 0.6228(4) 0.6954(4) 0.66709(17) 0.0400(8) Uani 1 1 d . . . . .
H1 H 0.676227 0.770638 0.682985 0.048 Uiso 1 1 calc R U . . .
C2 C 0.6835(4) 0.5575(4) 0.67012(16) 0.0387(8) Uani 1 1 d . . . . .
C3 C 0.8265(4) 0.5457(5) 0.68462(19) 0.0511(10) Uani 1 1 d . . . . .
H3 H 0.880272 0.627232 0.688861 0.061 Uiso 1 1 calc R U . . .
C4 C 0.8873(5) 0.4141(6) 0.6926(2) 0.0553(11) Uani 1 1 d . . . . .
H4 H 0.981778 0.406570 0.701778 0.066 Uiso 1 1 calc R U . . .
C5 C 0.8066(5) 0.2935(5) 0.68673(18) 0.0508(11) Uani 1 1 d . . . . .
H5 H 0.847763 0.204660 0.691730 0.061 Uiso 1 1 calc R U . . .
C6 C 0.6651(4) 0.3025(4) 0.67354(18) 0.0441(9) Uani 1 1 d . . . . .
H6 H 0.612792 0.219851 0.670157 0.053 Uiso 1 1 calc R U . . .
C7 C 0.6002(4) 0.4358(4) 0.66524(16) 0.0352(8) Uani 1 1 d . . . . .
C8 C 0.3733(4) 0.3494(4) 0.67381(18) 0.0385(8) Uani 1 1 d . . . . .
C9 C 0.4019(5) 0.2977(4) 0.7322(2) 0.0495(10) Uani 1 1 d . . . . .
H9 H 0.479620 0.328556 0.755790 0.059 Uiso 1 1 calc R U . . .
C10 C 0.3139(6) 0.2011(5) 0.7542(2) 0.0636(14) Uani 1 1 d . . . . .
H10 H 0.333734 0.167188 0.792615 0.076 Uiso 1 1 calc R U . . .
C11 C 0.1966(6) 0.1536(5) 0.7204(3) 0.0709(16) Uani 1 1 d . . . . .
H11 H 0.137897 0.089875 0.736211 0.085 Uiso 1 1 calc R U . . .
C12 C 0.1681(5) 0.2007(5) 0.6640(3) 0.0600(13) Uani 1 1 d . . . . .
H12 H 0.091123 0.166426 0.640811 0.072 Uiso 1 1 calc R U . . .
C13 C 0.2545(4) 0.3018(4) 0.6400(2) 0.0435(9) Uani 1 1 d . . . . .
C14 C 0.2324(4) 0.3373(4) 0.5788(2) 0.0479(10) Uani 1 1 d . . . . .
H14 H 0.174604 0.278832 0.554430 0.057 Uiso 1 1 calc R U . . .
C15 C 0.2723(5) 0.4508(6) 0.4896(2) 0.0592(12) Uani 1 1 d . . . . .
H15A H 0.232749 0.362562 0.473584 0.071 Uiso 1 1 calc R U . . .
H15B H 0.362396 0.461214 0.476043 0.071 Uiso 1 1 calc R U . . .
C16 C 0.1831(5) 0.5725(6) 0.4670(2) 0.0602(12) Uani 1 1 d D . . . .
H16A H 0.091503 0.536660 0.455065 0.072 Uiso 0.75 1 calc R U P B 1
H16B H 0.218607 0.610832 0.432050 0.072 Uiso 0.75 1 calc R U P B 1
H16C H 0.105322 0.585546 0.489512 0.072 Uiso 0.25 1 calc R U P C 2
H16D H 0.151389 0.562888 0.425298 0.072 Uiso 0.25 1 calc R U P C 2
C17 C 0.1729(6) 0.6923(6) 0.5111(3) 0.0501(13) Uani 0.75 1 d D . P D 1
H17A H 0.128023 0.772708 0.490526 0.060 Uiso 0.75 1 calc R U P D 1
H17B H 0.115315 0.661242 0.540772 0.060 Uiso 0.75 1 calc R U P D 1
C18 C 0.2762(6) 0.8778(6) 0.5710(3) 0.0501(13) Uani 0.75 1 d D . P D 1
H18A H 0.210446 0.858750 0.599067 0.060 Uiso 0.75 1 calc R U P D 1
H18B H 0.233149 0.941824 0.541186 0.060 Uiso 0.75 1 calc R U P D 1
C18A C 0.4039(17) 0.8689(15) 0.5443(6) 0.050(3) Uani 0.25 1 d D . P D 2
H18C H 0.375259 0.931817 0.511478 0.060 Uiso 0.25 1 calc R U P D 2
H18D H 0.496906 0.838003 0.540340 0.060 Uiso 0.25 1 calc R U P D 2
C19 C 0.4012(5) 0.9508(4) 0.6032(2) 0.0550(11) Uani 1 1 d D . . . .
H19A H 0.473616 0.957201 0.577377 0.066 Uiso 0.75 1 calc R U P D 1
H19B H 0.377155 1.046464 0.614293 0.066 Uiso 0.75 1 calc R U P D 1
H19C H 0.457756 1.035168 0.601942 0.066 Uiso 0.25 1 calc R U P D 2
H19D H 0.307873 0.981908 0.606493 0.066 Uiso 0.25 1 calc R U P D 2
C19A C 0.2917(18) 0.6924(19) 0.4788(6) 0.060(4) Uani 0.25 1 d D . P D 2
H19E H 0.379193 0.658483 0.468025 0.072 Uiso 0.25 1 calc R U P D 2
H19F H 0.264307 0.772924 0.453608 0.072 Uiso 0.25 1 calc R U P D 2
C20 C 0.4501(5) 0.8679(4) 0.6571(2) 0.0471(10) Uani 1 1 d . . . . .
H20A H 0.523538 0.920139 0.679563 0.057 Uiso 1 1 calc R U . . .
H20B H 0.375443 0.858887 0.681687 0.057 Uiso 1 1 calc R U . . .
C21 C 0.4056(6) 0.7727(7) 0.4967(3) 0.0509(14) Uani 0.75 1 d D . P D 1
H21A H 0.492411 0.803098 0.516132 0.076 Uiso 0.75 1 calc R U P D 1
H21B H 0.367445 0.846753 0.470893 0.076 Uiso 0.75 1 calc R U P D 1
H21C H 0.418377 0.688729 0.473915 0.076 Uiso 0.75 1 calc R U P D 1
C21A C 0.1755(16) 0.785(2) 0.5619(9) 0.058(5) Uani 0.25 1 d D . P D 2
H21D H 0.113876 0.704909 0.559188 0.087 Uiso 0.25 1 calc R U P D 2
H21E H 0.136576 0.860207 0.537243 0.087 Uiso 0.25 1 calc R U P D 2
H21F H 0.189783 0.816528 0.602191 0.087 Uiso 0.25 1 calc R U P D 2
B1 B 0.8599(14) 0.9198(13) 0.5989(6) 0.061(3) Uani 0.686(12) 1 d D U P A 1
B1A B 0.863(3) 0.938(3) 0.5942(10) 0.064(6) Uani 0.314(12) 1 d D U P 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 0.0033 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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
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
N1 Ni1 N4 92.22(14) . . ?
N2 Ni1 N1 88.41(13) . . ?
N2 Ni1 N3 87.49(14) . . ?
N2 Ni1 N4 179.36(14) . . ?
N3 Ni1 N1 175.28(14) . . ?
N3 Ni1 N4 91.89(14) . . ?
C1 N1 Ni1 122.8(3) . . ?
C1 N1 C20 115.4(3) . . ?
C20 N1 Ni1 121.7(3) . . ?
C7 N2 Ni1 119.8(2) . . ?
C8 N2 Ni1 120.9(2) . . ?
C8 N2 C7 119.2(3) . . ?
C14 N3 Ni1 123.9(3) . . ?
C14 N3 C15 117.4(4) . . ?
C15 N3 Ni1 118.7(3) . . ?
C17 N4 Ni1 109.8(3) . . ?
C18 N4 Ni1 114.2(3) . . ?
C18 N4 C17 103.9(4) . . ?
C18A N4 Ni1 110.5(7) . . ?
C19A N4 Ni1 113.3(8) . . ?
C19A N4 C18A 106.7(8) . . ?
C21 N4 Ni1 111.0(3) . . ?
C21 N4 C17 109.4(4) . . ?
C21 N4 C18 108.3(4) . . ?
C21A N4 Ni1 106.6(7) . . ?
C21A N4 C18A 108.8(11) . . ?
C21A N4 C19A 111.0(11) . . ?
N1 C1 H1 117.4 . . ?
N1 C1 C2 125.3(3) . . ?
C2 C1 H1 117.4 . . ?
C3 C2 C1 118.8(4) . . ?
C7 C2 C1 120.2(3) . . ?
C7 C2 C3 120.6(4) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.5(4) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.4(4) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.2(4) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 H6 119.7 . . ?
C5 C6 C7 120.6(4) . . ?
C7 C6 H6 119.7 . . ?
N2 C7 C2 120.6(3) . . ?
N2 C7 C6 121.6(3) . . ?
C2 C7 C6 117.7(4) . . ?
N2 C8 C9 120.9(4) . . ?
N2 C8 C13 120.7(4) . . ?
C13 C8 C9 118.4(4) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.8(5) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C11 121.5(5) . . ?
C11 C10 H10 119.3 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.7(5) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.6(5) . . ?
C13 C12 H12 119.7 . . ?
C8 C13 C12 119.9(4) . . ?
C8 C13 C14 119.5(4) . . ?
C12 C13 C14 119.8(4) . . ?
N3 C14 C13 124.8(4) . . ?
N3 C14 H14 117.6 . . ?
C13 C14 H14 117.6 . . ?
N3 C15 H15A 109.3 . . ?
N3 C15 H15B 109.3 . . ?
N3 C15 C16 111.5(4) . . ?
H15A C15 H15B 108.0 . . ?
C16 C15 H15A 109.3 . . ?
C16 C15 H15B 109.3 . . ?
C15 C16 H16A 108.6 . . ?
C15 C16 H16B 108.6 . . ?
C15 C16 H16C 112.2 . . ?
C15 C16 H16D 112.2 . . ?
C15 C16 C17 114.7(4) . . ?
C15 C16 C19A 97.6(8) . . ?
H16A C16 H16B 107.6 . . ?
H16C C16 H16D 109.8 . . ?
C17 C16 H16A 108.6 . . ?
C17 C16 H16B 108.6 . . ?
C19A C16 H16C 112.2 . . ?
C19A C16 H16D 112.2 . . ?
N4 C17 C16 114.3(4) . . ?
N4 C17 H17A 108.7 . . ?
N4 C17 H17B 108.7 . . ?
C16 C17 H17A 108.7 . . ?
C16 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
N4 C18 H18A 108.9 . . ?
N4 C18 H18B 108.9 . . ?
N4 C18 C19 113.4(4) . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
N4 C18A H18C 109.4 . . ?
N4 C18A H18D 109.4 . . ?
N4 C18A C19 111.2(8) . . ?
H18C C18A H18D 108.0 . . ?
C19 C18A H18C 109.4 . . ?
C19 C18A H18D 109.4 . . ?
C18 C19 H19A 109.8 . . ?
C18 C19 H19B 109.8 . . ?
C18A C19 H19C 108.6 . . ?
C18A C19 H19D 108.6 . . ?
H19A C19 H19B 108.3 . . ?
H19C C19 H19D 107.6 . . ?
C20 C19 C18 109.3(4) . . ?
C20 C19 C18A 114.7(7) . . ?
C20 C19 H19A 109.8 . . ?
C20 C19 H19B 109.8 . . ?
C20 C19 H19C 108.6 . . ?
C20 C19 H19D 108.6 . . ?
N4 C19A C16 113.3(9) . . ?
N4 C19A H19E 108.9 . . ?
N4 C19A H19F 108.9 . . ?
C16 C19A H19E 108.9 . . ?
C16 C19A H19F 108.9 . . ?
H19E C19A H19F 107.7 . . ?
N1 C20 C19 113.7(3) . . ?
N1 C20 H20A 108.8 . . ?
N1 C20 H20B 108.8 . . ?
C19 C20 H20A 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N4 C21A H21D 109.5 . . ?
N4 C21A H21E 109.5 . . ?
N4 C21A H21F 109.5 . . ?
H21D C21A H21E 109.5 . . ?
H21D C21A H21F 109.5 . . ?
H21E C21A H21F 109.5 . . ?
F1 B1 F2 105.3(11) . . ?
F1 B1 F4 106.7(10) . . ?
F3 B1 F1 114.8(11) . . ?
F3 B1 F2 109.8(11) . . ?
F3 B1 F4 108.2(13) . . ?
F4 B1 F2 112.0(11) . . ?
F1A B1A F2A 109(2) . . ?
F1A B1A F4A 107(2) . . ?
F3A B1A F1A 111(2) . . ?
F3A B1A F2A 110.2(19) . . ?
F3A B1A F4A 105(3) . . ?
F4A B1A F2A 114(2) . . ?
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 N1 1.912(3) . ?
Ni1 N2 1.878(3) . ?
Ni1 N3 1.908(3) . ?
Ni1 N4 2.016(3) . ?
F1 B1 1.355(12) . ?
F1A B1A 1.34(2) . ?
F2 B1 1.367(12) . ?
F2A B1A 1.360(19) . ?
F3 B1 1.350(13) . ?
F3A B1A 1.34(2) . ?
F4 B1 1.356(15) . ?
F4A B1A 1.35(2) . ?
N1 C1 1.282(5) . ?
N1 C20 1.481(5) . ?
N2 C7 1.389(5) . ?
N2 C8 1.385(5) . ?
N3 C14 1.283(5) . ?
N3 C15 1.479(6) . ?
N4 C17 1.515(6) . ?
N4 C18 1.501(6) . ?
N4 C18A 1.515(12) . ?
N4 C19A 1.498(12) . ?
N4 C21 1.494(6) . ?
N4 C21A 1.494(13) . ?
C1 H1 0.9300 . ?
C1 C2 1.426(5) . ?
C2 C3 1.409(6) . ?
C2 C7 1.404(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.377(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.381(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.389(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.410(5) . ?
C8 C9 1.415(6) . ?
C8 C13 1.398(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.382(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.387(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.357(8) . ?
C12 H12 0.9300 . ?
C12 C13 1.421(6) . ?
C13 C14 1.425(6) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.497(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C16 H16D 0.9700 . ?
C16 C17 1.518(7) . ?
C16 C19A 1.554(14) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.522(7) . ?
C18A H18C 0.9700 . ?
C18A H18D 0.9700 . ?
C18A C19 1.548(13) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C19 H19D 0.9700 . ?
C19 C20 1.489(6) . ?
C19A H19E 0.9700 . ?
C19A H19F 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C21A H21D 0.9600 . ?
C21A H21E 0.9600 . ?
C21A H21F 0.9600 . ?
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 N1 C1 C2 -10.4(6) . . . . ?
Ni1 N1 C20 C19 -56.7(5) . . . . ?
Ni1 N2 C7 C2 35.0(5) . . . . ?
Ni1 N2 C7 C6 -143.1(3) . . . . ?
Ni1 N2 C8 C9 -144.7(3) . . . . ?
Ni1 N2 C8 C13 33.7(5) . . . . ?
Ni1 N3 C14 C13 -8.5(6) . . . . ?
Ni1 N3 C15 C16 -68.9(5) . . . . ?
Ni1 N4 C17 C16 -70.3(5) . . . . ?
Ni1 N4 C18 C19 62.8(5) . . . . ?
Ni1 N4 C18A C19 -70.7(11) . . . . ?
Ni1 N4 C19A C16 65.3(14) . . . . ?
N1 Ni1 N2 C7 -49.4(3) . . . . ?
N1 Ni1 N2 C8 133.5(3) . . . . ?
N1 C1 C2 C3 166.4(4) . . . . ?
N1 C1 C2 C7 -20.6(6) . . . . ?
N2 C8 C9 C10 179.3(4) . . . . ?
N2 C8 C13 C12 179.7(4) . . . . ?
N2 C8 C13 C14 9.7(5) . . . . ?
N3 Ni1 N2 C7 128.2(3) . . . . ?
N3 Ni1 N2 C8 -48.8(3) . . . . ?
N3 C15 C16 C17 22.9(6) . . . . ?
N3 C15 C16 C19A 78.7(7) . . . . ?
N4 C18 C19 C20 -70.8(5) . . . . ?
N4 C18A C19 C20 62.1(12) . . . . ?
C1 N1 C20 C19 125.2(4) . . . . ?
C1 C2 C3 C4 174.8(4) . . . . ?
C1 C2 C7 N2 7.1(5) . . . . ?
C1 C2 C7 C6 -174.8(4) . . . . ?
C2 C3 C4 C5 -0.6(7) . . . . ?
C3 C2 C7 N2 179.9(4) . . . . ?
C3 C2 C7 C6 -1.9(6) . . . . ?
C3 C4 C5 C6 -0.6(7) . . . . ?
C4 C5 C6 C7 0.5(6) . . . . ?
C5 C6 C7 N2 178.9(4) . . . . ?
C5 C6 C7 C2 0.7(6) . . . . ?
C7 N2 C8 C9 38.2(5) . . . . ?
C7 N2 C8 C13 -143.4(4) . . . . ?
C7 C2 C3 C4 1.9(6) . . . . ?
C8 N2 C7 C2 -147.9(4) . . . . ?
C8 N2 C7 C6 34.0(5) . . . . ?
C8 C9 C10 C11 -0.4(7) . . . . ?
C8 C13 C14 N3 -23.4(6) . . . . ?
C9 C8 C13 C12 -1.8(6) . . . . ?
C9 C8 C13 C14 -171.9(4) . . . . ?
C9 C10 C11 C12 1.1(7) . . . . ?
C10 C11 C12 C13 -2.2(7) . . . . ?
C11 C12 C13 C8 2.6(6) . . . . ?
C11 C12 C13 C14 172.6(4) . . . . ?
C12 C13 C14 N3 166.6(4) . . . . ?
C13 C8 C9 C10 0.8(6) . . . . ?
C14 N3 C15 C16 113.1(5) . . . . ?
C15 N3 C14 C13 169.4(4) . . . . ?
C15 C16 C17 N4 47.9(6) . . . . ?
C15 C16 C19A N4 -80.3(13) . . . . ?
C17 N4 C18 C19 -177.6(4) . . . . ?
C18 N4 C17 C16 167.2(4) . . . . ?
C18 C19 C20 N1 64.5(5) . . . . ?
C18A N4 C19A C16 -172.9(12) . . . . ?
C18A C19 C20 N1 3.5(8) . . . . ?
C19A N4 C18A C19 165.7(11) . . . . ?
C20 N1 C1 C2 167.7(4) . . . . ?
C21 N4 C17 C16 51.7(6) . . . . ?
C21 N4 C18 C19 -61.4(5) . . . . ?
C21A N4 C18A C19 46.0(14) . . . . ?
C21A N4 C19A C16 -54.6(16) . . . . ?
