#------------------------------------------------------------------------------
#$Date: 2022-03-03 22:21:37 +0200 (Thu, 03 Mar 2022) $
#$Revision: 273244 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/93/4519334.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_4519334
loop_
_publ_author_name
'Gunasekara, Thilina'
'Tong, Yicheng'
'Speelman, Amy L.'
'Erickson, Jeremy D.'
'Appel, Aaron M.'
'Hall, Michael B.'
'Wiedner, Eric S.'
_publ_section_title
;
 Role of High-Spin Species and Pendant Amines in Electrocatalytic Alcohol
 Oxidation by a Nickel Phosphine Complex
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              2729
_journal_page_last               2740
_journal_paper_doi               10.1021/acscatal.1c05509
_journal_year                    2022
_chemical_formula_moiety         'C20 H45 N2 Ni O P2, B F4'
_chemical_formula_sum            'C20 H45 B F4 N2 Ni O P2'
_chemical_formula_weight         537.04
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2021-05-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                100.077(3)
_cell_angle_beta                 105.481(3)
_cell_angle_gamma                107.418(3)
_cell_formula_units_Z            2
_cell_length_a                   9.7943(9)
_cell_length_b                   10.8646(9)
_cell_length_c                   13.9683(11)
_cell_measurement_reflns_used    9499
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.499
_cell_measurement_theta_min      2.808
_cell_volume                     1313.2(2)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            70506
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.505
_diffrn_reflns_theta_min         2.469
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.903
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6856
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1111 before and 0.0588 after correction. The Ratio of minimum to maximum transmission is 0.9189. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'clear reddish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_description       block
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.344
_exptl_crystal_size_mid          0.237
_exptl_crystal_size_min          0.181
_refine_diff_density_max         0.891
_refine_diff_density_min         -0.636
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         7986
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0234
_refine_ls_R_factor_gt           0.0222
_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)+(0.0235P)²+0.5320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0567
_refine_ls_wR_factor_ref         0.0577
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7654
_reflns_number_total             7986
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs1c05509_si_003.cif
_cod_data_source_block           162_3_0m_a
_cod_original_cell_volume        1313.22(19)
_cod_database_code               4519334
_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.
;
_shelx_estimated_absorpt_t_max   0.854
_shelx_estimated_absorpt_t_min   0.746
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 B1-F1 \\sim B2-F1
 with sigma of 0.02
 B1-F4 \\sim B2-F6
 with sigma of 0.02
 B1-F3 \\sim B2-F5
 with sigma of 0.02
 B1-F2 \\sim B2-F2
 with sigma of 0.02
 F1-F4 \\sim F1-F6
 with sigma of 0.04
 F1-F3 \\sim F1-F5
 with sigma of 0.04
 F4-F3 \\sim F6-F5
 with sigma of 0.04
 F4-F2 \\sim F6-F2
 with sigma of 0.04
 F3-F2 \\sim F5-F2
 with sigma of 0.04
3. Others
 Fixed Sof: F3(0.6666) F4(0.6666) B1(0.6666) F5(0.3334) F6(0.3334) B2(0.3334)
4.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B)
4.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C),
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,
 H20B,H20C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.47546(2) 0.39783(2) 0.90894(2) 0.00948(3) Uani 1 1 d . . . . .
P1 P 0.57914(2) 0.37048(2) 0.79178(2) 0.01003(4) Uani 1 1 d . . . . .
P2 P 0.32027(2) 0.19350(2) 0.82205(2) 0.01049(5) Uani 1 1 d . . . . .
O1 O 0.59080(7) 0.58382(6) 0.97428(5) 0.01322(11) Uani 1 1 d . . . . .
H1 H 0.5487(18) 0.6199(16) 0.9360(13) 0.032(4) Uiso 1 1 d . . . . .
N1 N 0.29240(9) 0.31432(8) 0.66325(6) 0.01370(13) Uani 1 1 d . . . . .
N2 N 0.50535(8) 0.09843(7) 0.74294(6) 0.01145(12) Uani 1 1 d . . . . .
C1 C 0.44408(10) 0.32963(9) 0.65971(6) 0.01399(15) Uani 1 1 d . . . . .
H1A H 0.478366 0.402224 0.627680 0.017 Uiso 1 1 calc R . . . .
H1B H 0.440913 0.245263 0.616893 0.017 Uiso 1 1 calc R . . . .
C2 C 0.22528(10) 0.18882(9) 0.68646(7) 0.01448(15) Uani 1 1 d . . . . .
H2A H 0.233113 0.114268 0.638860 0.017 Uiso 1 1 calc R . . . .
H2B H 0.115967 0.170879 0.674461 0.017 Uiso 1 1 calc R . . . .
C3 C 0.41283(10) 0.06945(9) 0.80892(7) 0.01328(15) Uani 1 1 d . . . . .
H3A H 0.478071 0.073403 0.877956 0.016 Uiso 1 1 calc R . . . .
H3B H 0.334496 -0.022090 0.778070 0.016 Uiso 1 1 calc R . . . .
C4 C 0.63651(9) 0.22328(8) 0.79691(7) 0.01277(14) Uani 1 1 d . . . . .
H4A H 0.715452 0.227634 0.764357 0.015 Uiso 1 1 calc R . . . .
H4B H 0.680571 0.224953 0.869905 0.015 Uiso 1 1 calc R . . . .
C5 C 0.19198(11) 0.34085(10) 0.57409(7) 0.01908(17) Uani 1 1 d . . . . .
C6 C 0.04251(14) 0.33150(15) 0.59282(11) 0.0342(3) Uani 1 1 d . . . . .
H6A H -0.015006 0.367447 0.543664 0.051 Uiso 1 1 calc GR . . . .
H6B H 0.064697 0.383687 0.663549 0.051 Uiso 1 1 calc GR . . . .
H6C H -0.017766 0.237392 0.583227 0.051 Uiso 1 1 calc GR . . . .
C7 C 0.26882(14) 0.48598(11) 0.57344(9) 0.0263(2) Uani 1 1 d . . . . .
H7A H 0.358478 0.493637 0.552836 0.039 Uiso 1 1 calc GR . . . .
H7B H 0.300047 0.546185 0.642800 0.039 Uiso 1 1 calc GR . . . .
H7C H 0.197041 0.510880 0.524256 0.039 Uiso 1 1 calc GR . . . .
C8 C 0.16043(17) 0.24369(13) 0.47011(8) 0.0359(3) Uani 1 1 d . . . . .
H8A H 0.091497 0.263033 0.414782 0.054 Uiso 1 1 calc GR . . . .
H8B H 0.113274 0.151216 0.471889 0.054 Uiso 1 1 calc GR . . . .
H8C H 0.256322 0.254678 0.457146 0.054 Uiso 1 1 calc GR . . . .
C9 C 0.15986(10) 0.11272(9) 0.86537(7) 0.01432(15) Uani 1 1 d . . . . .
C10 C 0.04739(11) -0.02009(9) 0.78561(8) 0.01920(17) Uani 1 1 d . . . . .
H10A H 0.006682 -0.002884 0.719283 0.029 Uiso 1 1 calc GR . . . .
H10B H -0.036311 -0.059271 0.810017 0.029 Uiso 1 1 calc GR . . . .
H10C H 0.100147 -0.082710 0.776744 0.029 Uiso 1 1 calc GR . . . .
C11 C 0.07765(11) 0.21131(10) 0.87977(8) 0.01932(17) Uani 1 1 d . . . . .
H11A H 0.030827 0.223960 0.812697 0.029 Uiso 1 1 calc GR . . . .
H11B H 0.151098 0.297808 0.926959 0.029 Uiso 1 1 calc GR . . . .
H11C H -0.001370 0.175023 0.908836 0.029 Uiso 1 1 calc GR . . . .
C12 C 0.22563(11) 0.08267(10) 0.96745(7) 0.01915(17) Uani 1 1 d . . . . .
H12A H 0.265848 0.011325 0.954494 0.029 Uiso 1 1 calc GR . . . .
H12B H 0.145315 0.053557 0.997053 0.029 Uiso 1 1 calc GR . . . .
H12C H 0.307755 0.163919 1.016001 0.029 Uiso 1 1 calc GR . . . .
C13 C 0.54427(10) -0.01742(9) 0.69862(7) 0.01459(15) Uani 1 1 d . . . . .
C14 C 0.39527(12) -0.13253(10) 0.62931(8) 0.02136(18) Uani 1 1 d . . . . .
H14A H 0.333388 -0.098249 0.581359 0.032 Uiso 1 1 calc GR . . . .
H14B H 0.338894 -0.169950 0.672372 0.032 Uiso 1 1 calc GR . . . .
H14C H 0.418472 -0.202826 0.589985 0.032 Uiso 1 1 calc GR . . . .
C15 C 0.63298(12) -0.06470(10) 0.78273(9) 0.02215(19) Uani 1 1 d . . . . .
H15A H 0.661469 -0.136438 0.750690 0.033 Uiso 1 1 calc GR . . . .
H15B H 0.569355 -0.098695 0.822871 0.033 Uiso 1 1 calc GR . . . .
H15C H 0.725056 0.010701 0.828599 0.033 Uiso 1 1 calc GR . . . .
C16 C 0.63901(12) 0.02620(10) 0.63022(8) 0.02045(18) Uani 1 1 d . . . . .
H16A H 0.638635 -0.053483 0.584524 0.031 Uiso 1 1 calc GR . . . .
H16B H 0.743847 0.082381 0.674101 0.031 Uiso 1 1 calc GR . . . .
H16C H 0.594909 0.077483 0.588479 0.031 Uiso 1 1 calc GR . . . .
C17 C 0.75559(10) 0.50206(9) 0.79636(7) 0.01383(15) Uani 1 1 d . . . . .
C18 C 0.72991(12) 0.63446(9) 0.79550(8) 0.02048(18) Uani 1 1 d . . . . .
H18A H 0.819363 0.700127 0.790246 0.031 Uiso 1 1 calc GR . . . .
H18B H 0.713766 0.669047 0.859563 0.031 Uiso 1 1 calc GR . . . .
H18C H 0.640209 0.618781 0.736148 0.031 Uiso 1 1 calc GR . . . .
C19 C 0.80152(12) 0.45971(10) 0.70226(8) 0.01983(18) Uani 1 1 d . . . . .
H19A H 0.721849 0.450922 0.638794 0.030 Uiso 1 1 calc GR . . . .
H19B H 0.814471 0.373359 0.700062 0.030 Uiso 1 1 calc GR . . . .
H19C H 0.897475 0.527881 0.708020 0.030 Uiso 1 1 calc GR . . . .
C20 C 0.88078(10) 0.51859(10) 0.89628(8) 0.01930(17) Uani 1 1 d . . . . .
H20A H 0.908629 0.438843 0.889975 0.029 Uiso 1 1 calc GR . . . .
H20B H 0.843472 0.529402 0.954531 0.029 Uiso 1 1 calc GR . . . .
H20C H 0.970261 0.598086 0.908198 0.029 Uiso 1 1 calc GR . . . .
F1 F 0.41210(8) 0.69017(9) 0.84203(7) 0.03838(18) Uani 1 1 d D . . . .
F2 F 0.18255(9) 0.70816(9) 0.77828(6) 0.03763(17) Uani 1 1 d D . . . .
F3 F 0.2016(2) 0.54773(15) 0.85431(14) 0.0371(4) Uani 0.6666 1 d D . P A 1
F4 F 0.2865(3) 0.76197(19) 0.94966(14) 0.0619(6) Uani 0.6666 1 d D . P A 1
B1 B 0.2719(6) 0.6787(6) 0.8572(4) 0.0240(10) Uani 0.6666 1 d D . P A 1
F5 F 0.2381(5) 0.5980(6) 0.9082(4) 0.0812(17) Uani 0.3334 1 d D . P A 2
F6 F 0.3530(5) 0.8214(4) 0.9399(3) 0.0650(11) Uani 0.3334 1 d D . P A 2
B2 B 0.2866(12) 0.6973(11) 0.8664(8) 0.027(3) Uani 0.3334 1 d D . 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
P1 Ni1 Ni1 138.293(9) . 2_667 ?
P1 Ni1 P2 82.608(10) . . ?
P2 Ni1 Ni1 139.088(9) . 2_667 ?
O1 Ni1 Ni1 40.794(19) . 2_667 ?
O1 Ni1 Ni1 40.656(19) 2_667 2_667 ?
O1 Ni1 P1 98.19(2) . . ?
O1 Ni1 P1 171.06(2) 2_667 . ?
O1 Ni1 P2 98.96(2) 2_667 . ?
O1 Ni1 P2 172.27(2) . . ?
O1 Ni1 O1 81.45(3) . 2_667 ?
C1 P1 Ni1 112.39(3) . . ?
C1 P1 C4 105.82(4) . . ?
C1 P1 C17 105.23(4) . . ?
C4 P1 Ni1 107.93(3) . . ?
C4 P1 C17 102.84(4) . . ?
C17 P1 Ni1 121.29(3) . . ?
C2 P2 Ni1 109.72(3) . . ?
C2 P2 C9 104.00(4) . . ?
C3 P2 Ni1 114.77(3) . . ?
C3 P2 C2 103.92(4) . . ?
C3 P2 C9 104.42(4) . . ?
C9 P2 Ni1 118.54(3) . . ?
Ni1 O1 Ni1 98.55(3) . 2_667 ?
Ni1 O1 H1 106.1(11) 2_667 . ?
Ni1 O1 H1 102.8(12) . . ?
C1 N1 C5 114.63(7) . . ?
C2 N1 C1 110.30(7) . . ?
C2 N1 C5 115.53(7) . . ?
C3 N2 C13 114.15(7) . . ?
C4 N2 C3 109.58(7) . . ?
C4 N2 C13 114.38(7) . . ?
P1 C1 H1A 109.7 . . ?
P1 C1 H1B 109.7 . . ?
N1 C1 P1 109.97(6) . . ?
N1 C1 H1A 109.7 . . ?
N1 C1 H1B 109.7 . . ?
H1A C1 H1B 108.2 . . ?
P2 C2 H2A 109.2 . . ?
P2 C2 H2B 109.2 . . ?
N1 C2 P2 112.19(6) . . ?
N1 C2 H2A 109.2 . . ?
N1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
P2 C3 H3A 109.8 . . ?
P2 C3 H3B 109.8 . . ?
N2 C3 P2 109.59(6) . . ?
N2 C3 H3A 109.8 . . ?
N2 C3 H3B 109.8 . . ?
H3A C3 H3B 108.2 . . ?
P1 C4 H4A 109.5 . . ?
P1 C4 H4B 109.5 . . ?
N2 C4 P1 110.52(6) . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
N1 C5 C6 108.50(8) . . ?
N1 C5 C7 108.19(8) . . ?
N1 C5 C8 112.65(8) . . ?
C6 C5 C7 106.80(9) . . ?
C6 C5 C8 110.34(10) . . ?
C8 C5 C7 110.17(9) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 P2 111.42(6) . . ?
C11 C9 P2 107.69(6) . . ?
C11 C9 C10 109.71(7) . . ?
C12 C9 P2 108.36(6) . . ?
C12 C9 C10 108.51(8) . . ?
C12 C9 C11 111.15(8) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C14 108.16(7) . . ?
N2 C13 C15 112.13(7) . . ?
N2 C13 C16 108.58(7) . . ?
C14 C13 C16 107.95(8) . . ?
C15 C13 C14 110.19(8) . . ?
C15 C13 C16 109.72(8) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 P1 110.10(6) . . ?
C18 C17 C19 108.38(7) . . ?
C19 C17 P1 110.72(6) . . ?
C20 C17 P1 106.94(6) . . ?
C20 C17 C18 110.78(8) . . ?
C20 C17 C19 109.93(8) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
F2 B1 F1 109.2(3) . . ?
F2 B1 F3 108.7(4) . . ?
F2 B1 F4 108.2(4) . . ?
F3 B1 F1 107.4(4) . . ?
F3 B1 F4 109.2(4) . . ?
F4 B1 F1 114.1(4) . . ?
F1 B2 F2 108.1(6) . . ?
F1 B2 F6 99.6(7) . . ?
F5 B2 F1 109.1(7) . . ?
F5 B2 F2 118.8(8) . . ?
F5 B2 F6 111.3(8) . . ?
F6 B2 F2 108.2(6) . . ?
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 Ni1 2.8919(3) 2_667 ?
Ni1 P1 2.1670(3) . ?
Ni1 P2 2.1826(3) . ?
Ni1 O1 1.9053(7) . ?
Ni1 O1 1.9106(6) 2_667 ?
P1 C1 1.8464(9) . ?
P1 C4 1.8534(9) . ?
P1 C17 1.8613(9) . ?
P2 C2 1.8580(9) . ?
P2 C3 1.8455(9) . ?
P2 C9 1.8635(9) . ?
O1 H1 0.813(16) . ?
N1 C1 1.4599(11) . ?
N1 C2 1.4589(12) . ?
N1 C5 1.4977(11) . ?
N2 C3 1.4650(11) . ?
N2 C4 1.4630(11) . ?
N2 C13 1.5011(11) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.5319(16) . ?
C5 C7 1.5333(15) . ?
C5 C8 1.5323(15) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.5387(13) . ?
C9 C11 1.5374(13) . ?
C9 C12 1.5339(13) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.5364(13) . ?
C13 C15 1.5273(13) . ?
C13 C16 1.5385(13) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.5342(13) . ?
C17 C19 1.5393(13) . ?
C17 C20 1.5332(13) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
F1 B1 1.417(5) . ?
F1 B2 1.379(11) . ?
F2 B1 1.364(5) . ?
F2 B2 1.421(9) . ?
F3 B1 1.370(6) . ?
F4 B1 1.387(6) . ?
F5 B2 1.339(10) . ?
F6 B2 1.389(12) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 F1 0.813(16) 2.030(17) 2.8359(10) 170.8(16) . yes
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 P1 C1 N1 -4.48(7) . . . . ?
Ni1 P1 C4 N2 79.88(6) . . . . ?
Ni1 P1 C17 C18 -58.05(7) . . . . ?
Ni1 P1 C17 C19 -177.88(5) . . . . ?
Ni1 P1 C17 C20 62.37(7) . . . . ?
Ni1 P2 C2 N1 9.70(7) . . . . ?
Ni1 P2 C3 N2 -67.82(6) . . . . ?
Ni1 P2 C9 C10 170.32(5) . . . . ?
Ni1 P2 C9 C11 49.95(7) . . . . ?
Ni1 P2 C9 C12 -70.37(7) . . . . ?
C1 P1 C4 N2 -40.64(7) . . . . ?
C1 P1 C17 C18 70.81(7) . . . . ?
C1 P1 C17 C19 -49.01(7) . . . . ?
C1 P1 C17 C20 -168.77(6) . . . . ?
C1 N1 C2 P2 70.40(8) . . . . ?
C1 N1 C5 C6 -175.71(9) . . . . ?
C1 N1 C5 C7 -60.20(10) . . . . ?
C1 N1 C5 C8 61.83(12) . . . . ?
C2 P2 C3 N2 52.00(7) . . . . ?
C2 P2 C9 C10 48.22(7) . . . . ?
C2 P2 C9 C11 -72.15(7) . . . . ?
C2 P2 C9 C12 167.53(6) . . . . ?
C2 N1 C1 P1 -73.01(8) . . . . ?
C2 N1 C5 C6 54.35(11) . . . . ?
C2 N1 C5 C7 169.86(8) . . . . ?
C2 N1 C5 C8 -68.11(12) . . . . ?
C3 P2 C2 N1 -113.49(6) . . . . ?
C3 P2 C9 C10 -60.45(7) . . . . ?
C3 P2 C9 C11 179.18(6) . . . . ?
C3 P2 C9 C12 58.86(7) . . . . ?
C3 N2 C4 P1 -77.99(7) . . . . ?
C3 N2 C13 C14 62.29(9) . . . . ?
C3 N2 C13 C15 -59.41(10) . . . . ?
C3 N2 C13 C16 179.20(7) . . . . ?
C4 P1 C1 N1 113.09(6) . . . . ?
C4 P1 C17 C18 -178.58(6) . . . . ?
C4 P1 C17 C19 61.59(7) . . . . ?
C4 P1 C17 C20 -58.16(7) . . . . ?
C4 N2 C3 P2 69.14(7) . . . . ?
C4 N2 C13 C14 -170.37(7) . . . . ?
C4 N2 C13 C15 67.93(9) . . . . ?
C4 N2 C13 C16 -53.47(10) . . . . ?
C5 N1 C1 P1 154.52(6) . . . . ?
C5 N1 C2 P2 -157.59(6) . . . . ?
C9 P2 C2 N1 137.46(6) . . . . ?
C9 P2 C3 N2 160.72(6) . . . . ?
C13 N2 C3 P2 -161.09(6) . . . . ?
C13 N2 C4 P1 152.36(6) . . . . ?
C17 P1 C1 N1 -138.46(6) . . . . ?
C17 P1 C4 N2 -150.80(6) . . . . ?
