# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_o
_audit_block_doi                 10.5517/ccdc.csd.cc1mjtnm
_database_code_depnum_ccdc_archive 'CCDC 1505721'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2018-08-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            GDR-NiH(t-Bu)2
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C21 H41 N3 Ni P2'
_chemical_formula_sum            'C21 H41 N3 Ni P2'
_chemical_formula_weight         456.22

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'
P P 0.1023 0.0942 '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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca
_symmetry_space_group_name_Hall  '-P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   11.1132(4)
_cell_length_b                   15.6569(6)
_cell_length_c                   28.2950(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4923.3(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9867
_cell_measurement_theta_min      0.7680
_cell_measurement_theta_max      0.9128

_exptl_crystal_description       square
_exptl_crystal_colour            Green
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1968
_exptl_absorpt_coefficient_mu    0.929
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.7680
_exptl_absorpt_correction_T_max  0.9128
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            30459
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         28.75
_reflns_number_total             5979
_reflns_number_gt                4935
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0451P)²+3.4626P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5979
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.1055
_refine_ls_wR_factor_gt          0.0982
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.92324(2) 0.167385(17) 0.621156(9) 0.02945(9) Uani 1 1 d . . .
P2 P 1.10685(5) 0.18007(4) 0.598869(19) 0.03247(13) Uani 1 1 d . . .
P1 P 0.75054(5) 0.14046(3) 0.651493(18) 0.02853(12) Uani 1 1 d . . .
N1 N 0.79496(17) 0.07416(12) 0.69586(6) 0.0367(4) Uani 1 1 d . . .
H1A H 0.7441 0.0557 0.7164 0.044 Uiso 1 1 calc R . .
N2 N 0.98740(16) 0.09163(11) 0.66717(6) 0.0306(4) Uani 1 1 d . . .
N3 N 1.18265(16) 0.11942(13) 0.63739(7) 0.0379(4) Uani 1 1 d . . .
C1 C 0.91453(19) 0.05069(13) 0.69810(7) 0.0313(4) Uani 1 1 d . . .
C3 C 1.0794(2) -0.02852(14) 0.72830(8) 0.0416(5) Uani 1 1 d . . .
H3B H 1.1101 -0.0706 0.7481 0.050 Uiso 1 1 calc R . .
C2 C 0.9570(2) -0.01024(14) 0.72974(7) 0.0376(5) Uani 1 1 d . . .
H2A H 0.9059 -0.0375 0.7509 0.045 Uiso 1 1 calc R . .
C4 C 1.1559(2) 0.01363(14) 0.69853(8) 0.0397(5) Uani 1 1 d . . .
H4A H 1.2377 0.0012 0.6990 0.048 Uiso 1 1 calc R . .
C5 C 1.11109(19) 0.07637(14) 0.66682(7) 0.0327(4) Uani 1 1 d . . .
C21 C 1.1146(3) 0.32104(17) 0.65308(10) 0.0538(7) Uani 1 1 d . . .
H21A H 1.1429 0.3777 0.6598 0.081 Uiso 1 1 calc R . .
H21B H 1.1375 0.2834 0.6783 0.081 Uiso 1 1 calc R . .
H21C H 1.0285 0.3217 0.6502 0.081 Uiso 1 1 calc R . .
C17 C 1.0631(3) 0.16842(19) 0.50127(9) 0.0628(8) Uani 1 1 d . . .
H17A H 1.0835 0.1427 0.4715 0.094 Uiso 1 1 calc R . .
H17B H 1.0751 0.2290 0.4994 0.094 Uiso 1 1 calc R . .
H17C H 0.9803 0.1568 0.5085 0.094 Uiso 1 1 calc R . .
C18 C 1.1706(2) 0.28945(15) 0.60640(8) 0.0411(5) Uani 1 1 d . . .
C6 C 0.6484(2) 0.07358(14) 0.61443(7) 0.0354(5) Uani 1 1 d . . .
C10 C 0.6724(2) 0.22934(14) 0.68249(8) 0.0368(5) Uani 1 1 d . . .
C14 C 1.1433(2) 0.13131(17) 0.54019(8) 0.0447(6) Uani 1 1 d . . .
C13 C 0.5692(2) 0.20349(18) 0.71478(10) 0.0510(6) Uani 1 1 d . . .
H13A H 0.5351 0.2536 0.7291 0.076 Uiso 1 1 calc R . .
H13B H 0.5988 0.1660 0.7390 0.076 Uiso 1 1 calc R . .
H13C H 0.5086 0.1746 0.6966 0.076 Uiso 1 1 calc R . .
C12 C 0.6256(3) 0.29283(17) 0.64536(11) 0.0623(8) Uani 1 1 d . . .
H12A H 0.5851 0.3391 0.6609 0.093 Uiso 1 1 calc R . .
H12B H 0.5704 0.2643 0.6246 0.093 Uiso 1 1 calc R . .
H12C H 0.6920 0.3148 0.6274 0.093 Uiso 1 1 calc R . .
C20 C 1.1316(3) 0.34940(17) 0.56655(10) 0.0548(7) Uani 1 1 d . . .
H20A H 1.1658 0.4049 0.5716 0.082 Uiso 1 1 calc R . .
H20B H 1.0454 0.3537 0.5662 0.082 Uiso 1 1 calc R . .
H20C H 1.1591 0.3272 0.5368 0.082 Uiso 1 1 calc R . .
C19 C 1.3072(2) 0.2900(2) 0.61197(12) 0.0619(8) Uani 1 1 d . . .
H19A H 1.3347 0.3477 0.6158 0.093 Uiso 1 1 calc R . .
H19B H 1.3437 0.2655 0.5844 0.093 Uiso 1 1 calc R . .
H19C H 1.3292 0.2572 0.6393 0.093 Uiso 1 1 calc R . .
C16 C 1.1124(3) 0.03728(17) 0.54577(10) 0.0560(7) Uani 1 1 d . . .
H16A H 1.1287 0.0079 0.5167 0.084 Uiso 1 1 calc R . .
H16B H 1.0287 0.0315 0.5535 0.084 Uiso 1 1 calc R . .
H16C H 1.1604 0.0130 0.5706 0.084 Uiso 1 1 calc R . .
C15 C 1.2757(3) 0.1398(3) 0.52720(12) 0.0937(14) Uani 1 1 d . . .
H15A H 1.2894 0.1144 0.4968 0.141 Uiso 1 1 calc R . .
H15B H 1.3240 0.1113 0.5505 0.141 Uiso 1 1 calc R . .
H15C H 1.2972 0.1992 0.5261 0.141 Uiso 1 1 calc R . .
C9 C 0.5341(3) 0.0441(2) 0.63844(11) 0.0790(11) Uani 1 1 d . . .
H9A H 0.4876 0.0104 0.6168 0.119 Uiso 1 1 calc R . .
H9B H 0.4880 0.0930 0.6481 0.119 Uiso 1 1 calc R . .
H9C H 0.5541 0.0103 0.6656 0.119 Uiso 1 1 calc R . .
C11 C 0.7694(3) 0.2724(2) 0.71202(13) 0.0797(11) Uani 1 1 d . . .
H11A H 0.7349 0.3194 0.7291 0.120 Uiso 1 1 calc R . .
H11B H 0.8320 0.2931 0.6916 0.120 Uiso 1 1 calc R . .
H11C H 0.8025 0.2320 0.7339 0.120 Uiso 1 1 calc R . .
C8 C 0.7236(3) -0.0034(2) 0.60111(15) 0.0922(13) Uani 1 1 d . . .
H8A H 0.6768 -0.0411 0.5816 0.138 Uiso 1 1 calc R . .
H8B H 0.7480 -0.0330 0.6292 0.138 Uiso 1 1 calc R . .
H8C H 0.7936 0.0150 0.5840 0.138 Uiso 1 1 calc R . .
C7 C 0.6158(3) 0.1212(2) 0.56961(11) 0.0761(10) Uani 1 1 d . . .
H7A H 0.5634 0.0865 0.5507 0.114 Uiso 1 1 calc R . .
H7B H 0.6876 0.1339 0.5521 0.114 Uiso 1 1 calc R . .
H7C H 0.5756 0.1735 0.5776 0.114 Uiso 1 1 calc R . .
H H 0.874(2) 0.2250(16) 0.5862(9) 0.049(7) Uiso 1 1 d . . .


_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 N2 1.9001(16) . ?
Ni1 P1 2.1443(6) . ?
Ni1 P2 2.1449(6) . ?
Ni1 H 1.45(2) . ?
P2 N3 1.6730(19) . ?
P2 C18 1.866(2) . ?
P2 C14 1.872(2) . ?
P1 N1 1.7022(17) . ?
P1 C10 1.860(2) . ?
P1 C6 1.867(2) . ?
N1 C1 1.380(3) . ?
N1 H1A 0.8600 . ?
N2 C1 1.354(3) . ?
N2 C5 1.395(3) . ?
N3 C5 1.334(3) . ?
C1 C2 1.391(3) . ?
C3 C4 1.367(3) . ?
C3 C2 1.390(3) . ?
C3 H3B 0.9300 . ?
C2 H2A 0.9300 . ?
C4 C5 1.421(3) . ?
C4 H4A 0.9300 . ?
C21 C18 1.541(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C17 C14 1.532(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.527(4) . ?
C18 C20 1.530(4) . ?
C6 C9 1.512(4) . ?
C6 C8 1.514(4) . ?
C6 C7 1.515(3) . ?
C10 C13 1.521(3) . ?
C10 C11 1.522(3) . ?
C10 C12 1.537(3) . ?
C14 C16 1.520(4) . ?
C14 C15 1.522(4) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

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
N2 Ni1 P1 86.49(6) . . ?
N2 Ni1 P2 84.39(6) . . ?
P1 Ni1 P2 170.88(2) . . ?
N2 Ni1 H 179.7(10) . . ?
P1 Ni1 H 93.2(10) . . ?
P2 Ni1 H 95.9(10) . . ?
N3 P2 C18 104.79(10) . . ?
N3 P2 C14 103.73(11) . . ?
C18 P2 C14 113.17(11) . . ?
N3 P2 Ni1 103.59(7) . . ?
C18 P2 Ni1 114.37(8) . . ?
C14 P2 Ni1 115.41(8) . . ?
N1 P1 C10 104.12(10) . . ?
N1 P1 C6 104.39(10) . . ?
C10 P1 C6 113.61(10) . . ?
N1 P1 Ni1 98.95(7) . . ?
C10 P1 Ni1 117.36(7) . . ?
C6 P1 Ni1 115.45(7) . . ?
C1 N1 P1 118.39(14) . . ?
C1 N1 H1A 120.8 . . ?
P1 N1 H1A 120.8 . . ?
C1 N2 C5 120.86(18) . . ?
C1 N2 Ni1 120.94(14) . . ?
C5 N2 Ni1 118.14(14) . . ?
C5 N3 P2 113.15(15) . . ?
N2 C1 N1 114.84(17) . . ?
N2 C1 C2 122.5(2) . . ?
N1 C1 C2 122.6(2) . . ?
C4 C3 C2 121.8(2) . . ?
C4 C3 H3B 119.1 . . ?
C2 C3 H3B 119.1 . . ?
C3 C2 C1 117.0(2) . . ?
C3 C2 H2A 121.5 . . ?
C1 C2 H2A 121.5 . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
N3 C5 N2 120.34(19) . . ?
N3 C5 C4 122.3(2) . . ?
N2 C5 C4 117.3(2) . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C20 110.8(2) . . ?
C19 C18 C21 108.1(2) . . ?
C20 C18 C21 108.7(2) . . ?
C19 C18 P2 113.26(18) . . ?
C20 C18 P2 111.80(17) . . ?
C21 C18 P2 103.84(16) . . ?
C9 C6 C8 109.4(3) . . ?
C9 C6 C7 109.0(2) . . ?
C8 C6 C7 108.4(3) . . ?
C9 C6 P1 115.43(17) . . ?
C8 C6 P1 104.52(18) . . ?
C7 C6 P1 109.84(17) . . ?
C13 C10 C11 108.8(2) . . ?
C13 C10 C12 109.1(2) . . ?
C11 C10 C12 109.2(2) . . ?
C13 C10 P1 115.86(17) . . ?
C11 C10 P1 105.07(17) . . ?
C12 C10 P1 108.64(16) . . ?
C16 C14 C15 109.2(3) . . ?
C16 C14 C17 108.1(2) . . ?
C15 C14 C17 110.9(3) . . ?
C16 C14 P2 104.71(17) . . ?
C15 C14 P2 112.82(18) . . ?
C17 C14 P2 110.90(18) . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.938
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.057
####################################################################### 
# 
# 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_88
_database_code_depnum_ccdc_archive 'CCDC 1571043'
_audit_update_record             
;
2017-08-27 deposited with the CCDC.
2018-08-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H41 N3 Ni P2'
_chemical_formula_weight         504.26

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'
P P 0.1023 0.0942 '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'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   'I4(1)/a  '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   20.386(4)
_cell_length_b                   20.386(4)
_cell_length_c                   24.639(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     10240(3)
_cell_formula_units_Z            16
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9586
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      33.61

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4320
_exptl_absorpt_coefficient_mu    0.900
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8693
_exptl_absorpt_correction_T_max  0.8996
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            306993
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_sigmaI/netI    0.0125
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.67
_diffrn_reflns_theta_max         33.98
_reflns_number_total             10043
_reflns_number_gt                9401
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0261P)²+7.5152P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10043
_refine_ls_number_parameters     288
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0250
_refine_ls_R_factor_gt           0.0224
_refine_ls_wR_factor_ref         0.0606
_refine_ls_wR_factor_gt          0.0592
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.006
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.590936(5) 0.857785(5) 0.368169(4) 0.01156(3) Uani 1 1 d . . .
N1 N 0.69892(3) 0.87764(3) 0.44638(3) 0.01560(11) Uani 1 1 d . . .
N2 N 0.66528(3) 0.91394(3) 0.36138(3) 0.01307(10) Uani 1 1 d . . .
N3 N 0.62783(3) 0.94527(3) 0.27431(3) 0.01546(11) Uani 1 1 d . . .
P1 P 0.627957(9) 0.834089(9) 0.447227(7) 0.01178(4) Uani 1 1 d . . .
P2 P 0.572725(9) 0.885798(9) 0.285942(7) 0.01207(4) Uani 1 1 d . . .
C1 C 0.71026(4) 0.91778(4) 0.40215(3) 0.01341(12) Uani 1 1 d . . .
C2 C 0.76424(4) 0.95932(4) 0.39939(3) 0.01699(13) Uani 1 1 d . . .
H4 H 0.7946 0.9625 0.4285 0.020 Uiso 1 1 calc R . .
C3 C 0.77207(4) 0.99626(4) 0.35206(3) 0.01815(14) Uani 1 1 d . . .
H3 H 0.8088 1.0247 0.3489 0.022 Uiso 1 1 calc R . .
C4 C 0.72790(4) 0.99244(4) 0.30976(3) 0.01723(13) Uani 1 1 d . . .
H2 H 0.7344 1.0177 0.2778 0.021 Uiso 1 1 calc R . .
C5 C 0.67271(4) 0.95042(4) 0.31433(3) 0.01363(12) Uani 1 1 d . . .
C6 C 0.49403(4) 0.91895(4) 0.26405(3) 0.01328(12) Uani 1 1 d . . .
H6 H 0.5011 0.9461 0.2308 0.016 Uiso 1 1 calc R . .
C7 C 0.46037(4) 0.96141(4) 0.30729(3) 0.01773(13) Uani 1 1 d . . .
H7A H 0.4820 1.0047 0.3104 0.021 Uiso 1 1 calc R . .
H7B H 0.4612 0.9395 0.3431 0.021 Uiso 1 1 calc R . .
C8 C 0.38954(4) 0.96875(4) 0.28636(4) 0.02249(15) Uani 1 1 d . . .
H8A H 0.3850 1.0089 0.2641 0.027 Uiso 1 1 calc R . .
H8B H 0.3583 0.9712 0.3170 0.027 Uiso 1 1 calc R . .
C9 C 0.37647(4) 0.90678(5) 0.25157(4) 0.02208(15) Uani 1 1 d . . .
H9A H 0.3403 0.8805 0.2674 0.026 Uiso 1 1 calc R . .
H9B H 0.3644 0.9192 0.2140 0.026 Uiso 1 1 calc R . .
C10 C 0.44112(4) 0.86729(4) 0.25195(3) 0.01628(13) Uani 1 1 d . . .
H10A H 0.4403 0.8331 0.2804 0.020 Uiso 1 1 calc R . .
H10B H 0.4489 0.8462 0.2163 0.020 Uiso 1 1 calc R . .
C11 C 0.58982(4) 0.82015(4) 0.23702(3) 0.01486(12) Uani 1 1 d . . .
H11 H 0.5546 0.7863 0.2406 0.018 Uiso 1 1 calc R . .
C12 C 0.59326(4) 0.84135(5) 0.17634(3) 0.02008(14) Uani 1 1 d . . .
H12A H 0.5547 0.8248 0.1562 0.024 Uiso 1 1 calc R . .
H12B H 0.5945 0.8898 0.1732 0.024 Uiso 1 1 calc R . .
C13 C 0.65702(4) 0.81090(4) 0.15382(3) 0.02073(15) Uani 1 1 d . . .
H13A H 0.6497 0.7926 0.1171 0.025 Uiso 1 1 calc R . .
H13B H 0.6923 0.8442 0.1518 0.025 Uiso 1 1 calc R . .
C14 C 0.67525(4) 0.75662(4) 0.19389(4) 0.02159(15) Uani 1 1 d . . .
H14A H 0.7227 0.7466 0.1924 0.026 Uiso 1 1 calc R . .
H14B H 0.6500 0.7160 0.1867 0.026 Uiso 1 1 calc R . .
C15 C 0.65631(4) 0.78673(4) 0.24864(3) 0.01966(14) Uani 1 1 d . . .
H15A H 0.6894 0.8192 0.2606 0.024 Uiso 1 1 calc R . .
H15B H 0.6517 0.7524 0.2768 0.024 Uiso 1 1 calc R . .
C16 C 0.65274(4) 0.74971(4) 0.46147(3) 0.01393(12) Uani 1 1 d . . .
H16 H 0.6842 0.7492 0.4926 0.017 Uiso 1 1 calc R . .
C17 C 0.68548(4) 0.71811(4) 0.41109(3) 0.01969(14) Uani 1 1 d . . .
H17A H 0.6973 0.7519 0.3839 0.024 Uiso 1 1 calc R . .
H17B H 0.7256 0.6937 0.4215 0.024 Uiso 1 1 calc R . .
C18 C 0.63340(5) 0.67160(5) 0.38864(4) 0.02512(17) Uani 1 1 d . . .
H18A H 0.6012 0.6955 0.3659 0.030 Uiso 1 1 calc R . .
H18B H 0.6536 0.6362 0.3668 0.030 Uiso 1 1 calc R . .
C19 C 0.60110(5) 0.64420(4) 0.43960(4) 0.02529(17) Uani 1 1 d . . .
H19A H 0.6296 0.6114 0.4576 0.030 Uiso 1 1 calc R . .
H19B H 0.5582 0.6238 0.4312 0.030 Uiso 1 1 calc R . .
C20 C 0.59268(4) 0.70550(4) 0.47487(4) 0.02052(14) Uani 1 1 d . . .
H20A H 0.5923 0.6937 0.5138 0.025 Uiso 1 1 calc R . .
H20B H 0.5512 0.7283 0.4659 0.025 Uiso 1 1 calc R . .
C21 C 0.58568(4) 0.85926(4) 0.50921(3) 0.01608(13) Uani 1 1 d . . .
H21 H 0.5439 0.8337 0.5117 0.019 Uiso 1 1 calc R . .
C22 C 0.56803(6) 0.93280(5) 0.50969(4) 0.02765(19) Uani 1 1 d . . .
H22A H 0.6037 0.9593 0.4935 0.033 Uiso 1 1 calc R . .
H22B H 0.5271 0.9409 0.4892 0.033 Uiso 1 1 calc R . .
C23 C 0.55901(9) 0.94978(7) 0.56965(5) 0.0522(4) Uani 1 1 d . . .
H23A H 0.5815 0.9916 0.5782 0.063 Uiso 1 1 calc R . .
H23B H 0.5118 0.9549 0.5781 0.063 Uiso 1 1 calc R . .
C24 C 0.58790(7) 0.89479(6) 0.60274(4) 0.0371(2) Uani 1 1 d . . .
H24A H 0.5528 0.8705 0.6219 0.045 Uiso 1 1 calc R . .
H24B H 0.6190 0.9123 0.6300 0.045 Uiso 1 1 calc R . .
C25 C 0.62358(5) 0.84953(4) 0.56259(3) 0.02067(15) Uani 1 1 d . . .
H25A H 0.6215 0.8033 0.5747 0.025 Uiso 1 1 calc R . .
H25B H 0.6701 0.8625 0.5585 0.025 Uiso 1 1 calc R . .
H1 H 0.7318(7) 0.8750(7) 0.4708(6) 0.029(3) Uiso 1 1 d . . .
H5 H 0.5338(8) 0.8177(8) 0.3708(6) 0.038(4) Uiso 1 1 d . . .


_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 N2 1.9067(7) . ?
Ni1 P2 2.1374(5) . ?
Ni1 P1 2.1442(4) . ?
Ni1 H5 1.424(16) . ?
N1 C1 1.3823(10) . ?
N1 P1 1.6975(8) . ?
N1 H1 0.903(14) . ?
N2 C1 1.3623(9) . ?
N2 C5 1.3857(10) . ?
N3 C5 1.3494(10) . ?
N3 P2 1.6775(7) . ?
P1 C16 1.8269(8) . ?
P1 C21 1.8272(8) . ?
P2 C6 1.8226(8) . ?
P2 C11 1.8346(8) . ?
C1 C2 1.3901(11) . ?
C2 C3 1.3971(11) . ?
C2 H4 0.9500 . ?
C3 C4 1.3796(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.4186(11) . ?
C4 H2 0.9500 . ?
C6 C7 1.5346(11) . ?
C6 C10 1.5366(11) . ?
C6 H6 1.0000 . ?
C7 C8 1.5406(13) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.5497(14) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.5445(12) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C15 1.5437(11) . ?
C11 C12 1.5579(12) . ?
C11 H11 1.0000 . ?
C12 C13 1.5437(12) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.5288(13) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.5315(12) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.5497(11) . ?
C16 C20 1.5557(11) . ?
C16 H16 1.0000 . ?
C17 C18 1.5271(13) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.5240(15) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.5317(13) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C25 1.5382(12) . ?
C21 C22 1.5419(12) . ?
C21 H21 1.0000 . ?
C22 C23 1.5285(15) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.5061(18) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.5359(14) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9900 . ?
C25 H25B 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
N2 Ni1 P2 83.947(19) . . ?
N2 Ni1 P1 86.28(2) . . ?
P2 Ni1 P1 169.251(9) . . ?
N2 Ni1 H5 176.8(6) . . ?
P2 Ni1 H5 93.1(6) . . ?
P1 Ni1 H5 96.8(6) . . ?
C1 N1 P1 117.51(5) . . ?
C1 N1 H1 115.9(9) . . ?
P1 N1 H1 126.4(9) . . ?
C1 N2 C5 120.83(6) . . ?
C1 N2 Ni1 120.33(5) . . ?
C5 N2 Ni1 118.85(5) . . ?
C5 N3 P2 112.67(5) . . ?
N1 P1 C16 105.02(3) . . ?
N1 P1 C21 105.39(4) . . ?
C16 P1 C21 103.55(4) . . ?
N1 P1 Ni1 99.84(2) . . ?
C16 P1 Ni1 118.95(2) . . ?
C21 P1 Ni1 122.01(3) . . ?
N3 P2 C6 105.71(3) . . ?
N3 P2 C11 106.72(4) . . ?
C6 P2 C11 104.08(3) . . ?
N3 P2 Ni1 103.82(2) . . ?
C6 P2 Ni1 122.18(2) . . ?
C11 P2 Ni1 113.26(3) . . ?
N2 C1 N1 115.76(6) . . ?
N2 C1 C2 122.12(7) . . ?
N1 C1 C2 122.12(7) . . ?
C1 C2 C3 117.36(7) . . ?
C1 C2 H4 121.3 . . ?
C3 C2 H4 121.3 . . ?
C4 C3 C2 121.71(7) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 119.45(7) . . ?
C3 C4 H2 120.3 . . ?
C5 C4 H2 120.3 . . ?
N3 C5 N2 119.71(7) . . ?
N3 C5 C4 121.78(7) . . ?
N2 C5 C4 118.50(7) . . ?
C7 C6 C10 101.97(6) . . ?
C7 C6 P2 113.40(5) . . ?
C10 C6 P2 114.90(5) . . ?
C7 C6 H6 108.8 . . ?
C10 C6 H6 108.8 . . ?
P2 C6 H6 108.8 . . ?
C6 C7 C8 103.97(7) . . ?
C6 C7 H7A 111.0 . . ?
C8 C7 H7A 111.0 . . ?
C6 C7 H7B 111.0 . . ?
C8 C7 H7B 111.0 . . ?
H7A C7 H7B 109.0 . . ?
C7 C8 C9 105.50(7) . . ?
C7 C8 H8A 110.6 . . ?
C9 C8 H8A 110.6 . . ?
C7 C8 H8B 110.6 . . ?
C9 C8 H8B 110.6 . . ?
H8A C8 H8B 108.8 . . ?
C10 C9 C8 105.95(7) . . ?
C10 C9 H9A 110.5 . . ?
C8 C9 H9A 110.5 . . ?
C10 C9 H9B 110.5 . . ?
C8 C9 H9B 110.5 . . ?
H9A C9 H9B 108.7 . . ?
C6 C10 C9 104.05(6) . . ?
C6 C10 H10A 110.9 . . ?
C9 C10 H10A 110.9 . . ?
C6 C10 H10B 110.9 . . ?
C9 C10 H10B 110.9 . . ?
H10A C10 H10B 109.0 . . ?
C15 C11 C12 105.12(6) . . ?
C15 C11 P2 111.53(5) . . ?
C12 C11 P2 115.89(6) . . ?
C15 C11 H11 108.0 . . ?
C12 C11 H11 108.0 . . ?
P2 C11 H11 108.0 . . ?
C13 C12 C11 105.74(6) . . ?
C13 C12 H12A 110.6 . . ?
C11 C12 H12A 110.6 . . ?
C13 C12 H12B 110.6 . . ?
C11 C12 H12B 110.6 . . ?
H12A C12 H12B 108.7 . . ?
C14 C13 C12 105.28(7) . . ?
C14 C13 H13A 110.7 . . ?
C12 C13 H13A 110.7 . . ?
C14 C13 H13B 110.7 . . ?
C12 C13 H13B 110.7 . . ?
H13A C13 H13B 108.8 . . ?
C13 C14 C15 102.55(7) . . ?
C13 C14 H14A 111.3 . . ?
C15 C14 H14A 111.3 . . ?
C13 C14 H14B 111.3 . . ?
C15 C14 H14B 111.3 . . ?
H14A C14 H14B 109.2 . . ?
C14 C15 C11 103.59(6) . . ?
C14 C15 H15A 111.0 . . ?
C11 C15 H15A 111.0 . . ?
C14 C15 H15B 111.0 . . ?
C11 C15 H15B 111.0 . . ?
H15A C15 H15B 109.0 . . ?
C17 C16 C20 105.56(6) . . ?
C17 C16 P1 110.89(5) . . ?
C20 C16 P1 111.63(5) . . ?
C17 C16 H16 109.6 . . ?
C20 C16 H16 109.6 . . ?
P1 C16 H16 109.6 . . ?
C18 C17 C16 104.41(7) . . ?
C18 C17 H17A 110.9 . . ?
C16 C17 H17A 110.9 . . ?
C18 C17 H17B 110.9 . . ?
C16 C17 H17B 110.9 . . ?
H17A C17 H17B 108.9 . . ?
C19 C18 C17 103.27(7) . . ?
C19 C18 H18A 111.1 . . ?
C17 C18 H18A 111.1 . . ?
C19 C18 H18B 111.1 . . ?
C17 C18 H18B 111.1 . . ?
H18A C18 H18B 109.1 . . ?
C18 C19 C20 102.52(7) . . ?
C18 C19 H19A 111.3 . . ?
C20 C19 H19A 111.3 . . ?
C18 C19 H19B 111.3 . . ?
C20 C19 H19B 111.3 . . ?
H19A C19 H19B 109.2 . . ?
C19 C20 C16 105.31(7) . . ?
C19 C20 H20A 110.7 . . ?
C16 C20 H20A 110.7 . . ?
C19 C20 H20B 110.7 . . ?
C16 C20 H20B 110.7 . . ?
H20A C20 H20B 108.8 . . ?
C25 C21 C22 103.66(7) . . ?
C25 C21 P1 116.21(6) . . ?
C22 C21 P1 112.92(6) . . ?
C25 C21 H21 107.9 . . ?
C22 C21 H21 107.9 . . ?
P1 C21 H21 107.9 . . ?
C23 C22 C21 104.81(8) . . ?
C23 C22 H22A 110.8 . . ?
C21 C22 H22A 110.8 . . ?
C23 C22 H22B 110.8 . . ?
C21 C22 H22B 110.8 . . ?
H22A C22 H22B 108.9 . . ?
C24 C23 C22 107.92(9) . . ?
C24 C23 H23A 110.1 . . ?
C22 C23 H23A 110.1 . . ?
C24 C23 H23B 110.1 . . ?
C22 C23 H23B 110.1 . . ?
H23A C23 H23B 108.4 . . ?
C23 C24 C25 106.49(8) . . ?
C23 C24 H24A 110.4 . . ?
C25 C24 H24A 110.4 . . ?
C23 C24 H24B 110.4 . . ?
C25 C24 H24B 110.4 . . ?
H24A C24 H24B 108.6 . . ?
C24 C25 C21 103.61(8) . . ?
C24 C25 H25A 111.0 . . ?
C21 C25 H25A 111.0 . . ?
C24 C25 H25B 111.0 . . ?
C21 C25 H25B 111.0 . . ?
H25A C25 H25B 109.0 . . ?

_diffrn_measured_fraction_theta_max 0.962
_diffrn_reflns_theta_full        33.98
_diffrn_measured_fraction_theta_full 0.962
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.049
####################################################################### 
# 
# 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_abcdefg
_audit_block_doi                 10.5517/ccdc.csd.cc1nc4rx
_database_code_depnum_ccdc_archive 'CCDC 1530059'
_audit_update_record             
;
2017-01-29 deposited with the CCDC.
2018-08-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H43 N3 Ni P2'
_chemical_formula_weight         470.24

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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna21

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   21.7707(14)
_cell_length_b                   8.2148(5)
_cell_length_c                   14.0657(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2515.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9394
_cell_measurement_theta_min      3.74
_cell_measurement_theta_max      72.23

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_coefficient_mu    2.392
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            31183
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.06
_diffrn_reflns_theta_max         65.00
_reflns_number_total             4211
_reflns_number_gt                4183
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0344P)²+9.4343P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.88(3)
_refine_ls_number_reflns         4211
_refine_ls_number_parameters     271
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.1106
_refine_ls_wR_factor_gt          0.0962
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.33219(3) 0.62340(8) 0.43572(5) 0.01466(17) Uani 1 1 d D . .
P1 P 0.24631(4) 0.71255(12) 0.38149(7) 0.0154(2) Uani 1 1 d . . .
P2 P 0.42439(4) 0.54850(12) 0.46925(7) 0.0131(2) Uani 1 1 d . . .
N1 N 0.27221(16) 0.8097(5) 0.2816(3) 0.0246(9) Uani 1 1 d . . .
N2 N 0.36997(15) 0.7318(4) 0.3319(2) 0.0161(7) Uani 1 1 d . . .
N3 N 0.46720(14) 0.6398(4) 0.3858(2) 0.0190(7) Uani 1 1 d . . .
C1 C 0.33590(19) 0.8145(5) 0.2673(3) 0.0181(8) Uani 1 1 d . . .
C2 C 0.3625(2) 0.8991(5) 0.1922(3) 0.0211(9) Uani 1 1 d . . .
H22 H 0.3381 0.9572 0.1476 0.025 Uiso 1 1 calc R . .
C3 C 0.4261(2) 0.8951(5) 0.1849(3) 0.0206(9) Uani 1 1 d . . .
H23 H 0.4454 0.9515 0.1339 0.025 Uiso 1 1 calc R . .
C4 C 0.46190(19) 0.8133(5) 0.2484(3) 0.0181(8) Uani 1 1 d . . .
H24 H 0.5054 0.8154 0.2423 0.022 Uiso 1 1 calc R . .
C5 C 0.43396(18) 0.7245(5) 0.3238(3) 0.0147(8) Uani 1 1 d . . .
C6 C 0.2335(2) 0.8928(7) 0.2113(3) 0.0302(11) Uani 1 1 d . . .
H26A H 0.2416 1.0101 0.2136 0.045 Uiso 1 1 calc R . .
H26B H 0.1902 0.8725 0.2258 0.045 Uiso 1 1 calc R . .
H26C H 0.2430 0.8514 0.1477 0.045 Uiso 1 1 calc R . .
C7 C 0.19030(19) 0.5522(5) 0.3399(3) 0.0196(9) Uani 1 1 d . . .
C8 C 0.2222(3) 0.4644(10) 0.2615(6) 0.072(3) Uani 1 1 d . . .
H34A H 0.1971 0.3716 0.2412 0.109 Uiso 1 1 calc R . .
H34B H 0.2621 0.4252 0.2841 0.109 Uiso 1 1 calc R . .
H34C H 0.2283 0.5385 0.2078 0.109 Uiso 1 1 calc R . .
C9 C 0.1265(3) 0.6099(8) 0.3086(7) 0.079(3) Uani 1 1 d . . .
H33A H 0.1304 0.6799 0.2525 0.118 Uiso 1 1 calc R . .
H33B H 0.1072 0.6713 0.3604 0.118 Uiso 1 1 calc R . .
H33C H 0.1010 0.5153 0.2929 0.118 Uiso 1 1 calc R . .
C10 C 0.1811(3) 0.4348(8) 0.4212(5) 0.062(2) Uani 1 1 d . . .
H31A H 0.1580 0.3399 0.3988 0.093 Uiso 1 1 calc R . .
H31B H 0.1582 0.4888 0.4722 0.093 Uiso 1 1 calc R . .
H31C H 0.2212 0.3995 0.4453 0.093 Uiso 1 1 calc R . .
C11 C 0.20996(17) 0.8736(5) 0.4569(3) 0.0210(9) Uani 1 1 d . . .
C12 C 0.2624(2) 0.9918(6) 0.4796(5) 0.0436(14) Uani 1 1 d . . .
H28A H 0.2777 1.0400 0.4204 0.065 Uiso 1 1 calc R . .
H28B H 0.2957 0.9329 0.5113 0.065 Uiso 1 1 calc R . .
H28C H 0.2472 1.0782 0.5215 0.065 Uiso 1 1 calc R . .
C13 C 0.1563(2) 0.9699(7) 0.4119(3) 0.0331(12) Uani 1 1 d . . .
H30A H 0.1388 1.0442 0.4592 0.050 Uiso 1 1 calc R . .
H30B H 0.1246 0.8939 0.3903 0.050 Uiso 1 1 calc R . .
H30C H 0.1716 1.0328 0.3576 0.050 Uiso 1 1 calc R . .
C14 C 0.1876(2) 0.7962(6) 0.5499(3) 0.0310(11) Uani 1 1 d . . .
H29A H 0.2216 0.7384 0.5804 0.046 Uiso 1 1 calc R . .
H29B H 0.1543 0.7193 0.5361 0.046 Uiso 1 1 calc R . .
H29C H 0.1724 0.8815 0.5926 0.046 Uiso 1 1 calc R . .
C15 C 0.43672(18) 0.3279(5) 0.4502(3) 0.0209(9) Uani 1 1 d . . .
C16 C 0.5048(2) 0.2816(5) 0.4381(4) 0.0351(11) Uani 1 1 d . . .
H40A H 0.5079 0.1672 0.4188 0.053 Uiso 1 1 calc R . .
H40B H 0.5264 0.2972 0.4985 0.053 Uiso 1 1 calc R . .
H40C H 0.5235 0.3508 0.3892 0.053 Uiso 1 1 calc R . .
C17 C 0.4016(3) 0.2875(7) 0.3581(3) 0.0390(13) Uani 1 1 d . . .
H42A H 0.4065 0.1717 0.3433 0.059 Uiso 1 1 calc R . .
H42B H 0.4180 0.3529 0.3056 0.059 Uiso 1 1 calc R . .
H42C H 0.3579 0.3124 0.3666 0.059 Uiso 1 1 calc R . .
C18 C 0.4079(2) 0.2301(5) 0.5315(3) 0.0280(11) Uani 1 1 d . . .
H39A H 0.3653 0.2653 0.5409 0.042 Uiso 1 1 calc R . .
H39B H 0.4313 0.2484 0.5900 0.042 Uiso 1 1 calc R . .
H39C H 0.4086 0.1140 0.5155 0.042 Uiso 1 1 calc R . .
C19 C 0.45631(17) 0.6255(5) 0.5830(3) 0.0150(8) Uani 1 1 d . . .
C20 C 0.4463(2) 0.8122(5) 0.5779(4) 0.0275(10) Uani 1 1 d . . .
H37A H 0.4627 0.8632 0.6356 0.041 Uiso 1 1 calc R . .
H37B H 0.4023 0.8355 0.5728 0.041 Uiso 1 1 calc R . .
H37C H 0.4677 0.8560 0.5222 0.041 Uiso 1 1 calc R . .
C21 C 0.5248(2) 0.5925(7) 0.5942(3) 0.0307(11) Uani 1 1 d . . .
H38A H 0.5411 0.6586 0.6465 0.046 Uiso 1 1 calc R . .
H38B H 0.5461 0.6208 0.5351 0.046 Uiso 1 1 calc R . .
H38C H 0.5312 0.4769 0.6083 0.046 Uiso 1 1 calc R . .
C22 C 0.4210(2) 0.5638(6) 0.6708(3) 0.0294(11) Uani 1 1 d . . .
H36A H 0.4272 0.4461 0.6774 0.044 Uiso 1 1 calc R . .
H36B H 0.3772 0.5868 0.6630 0.044 Uiso 1 1 calc R . .
H36C H 0.4363 0.6192 0.7278 0.044 Uiso 1 1 calc R . .
H1 H 0.305(3) 0.538(7) 0.518(3) 0.051(18) Uiso 1 1 d D . .


_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 H1 1.48(2) . ?
Ni1 N2 1.898(3) . ?
Ni1 P1 2.1481(11) . ?
Ni1 P2 2.1518(11) . ?
Ni1 H1 1.48(2) . ?
P1 N1 1.711(4) . ?
P1 C11 1.871(4) . ?
P1 C7 1.888(4) . ?
P2 N3 1.676(3) . ?
P2 C15 1.851(4) . ?
P2 C19 1.856(4) . ?
N1 C1 1.402(5) . ?
N1 C6 1.467(5) . ?
N2 C1 1.356(5) . ?
N2 C5 1.399(5) . ?
N3 C5 1.330(5) . ?
C1 C2 1.391(6) . ?
C2 C3 1.390(6) . ?
C2 H22 0.9500 . ?
C3 C4 1.362(6) . ?
C3 H23 0.9500 . ?
C4 C5 1.424(6) . ?
C4 H24 0.9500 . ?
C6 H26A 0.9800 . ?
C6 H26B 0.9800 . ?
C6 H26C 0.9800 . ?
C7 C8 1.489(7) . ?
C7 C10 1.510(7) . ?
C7 C9 1.533(7) . ?
C8 H34A 0.9800 . ?
C8 H34B 0.9800 . ?
C8 H34C 0.9800 . ?
C9 H33A 0.9800 . ?
C9 H33B 0.9800 . ?
C9 H33C 0.9800 . ?
C10 H31A 0.9800 . ?
C10 H31B 0.9800 . ?
C10 H31C 0.9800 . ?
C11 C12 1.532(6) . ?
C11 C14 1.534(6) . ?
C11 C13 1.546(6) . ?
C12 H28A 0.9800 . ?
C12 H28B 0.9800 . ?
C12 H28C 0.9800 . ?
C13 H30A 0.9800 . ?
C13 H30B 0.9800 . ?
C13 H30C 0.9800 . ?
C14 H29A 0.9800 . ?
C14 H29B 0.9800 . ?
C14 H29C 0.9800 . ?
C15 C18 1.532(6) . ?
C15 C16 1.540(5) . ?
C15 C17 1.541(6) . ?
C16 H40A 0.9800 . ?
C16 H40B 0.9800 . ?
C16 H40C 0.9800 . ?
C17 H42A 0.9800 . ?
C17 H42B 0.9800 . ?
C17 H42C 0.9800 . ?
C18 H39A 0.9800 . ?
C18 H39B 0.9800 . ?
C18 H39C 0.9800 . ?
C19 C21 1.523(6) . ?
C19 C22 1.540(6) . ?
C19 C20 1.551(6) . ?
C20 H37A 0.9800 . ?
C20 H37B 0.9800 . ?
C20 H37C 0.9800 . ?
C21 H38A 0.9800 . ?
C21 H38B 0.9800 . ?
C21 H38C 0.9800 . ?
C22 H36A 0.9800 . ?
C22 H36B 0.9800 . ?
C22 H36C 0.9800 . ?

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
H1 Ni1 N2 178(2) . . ?
H1 Ni1 P1 95(2) . . ?
N2 Ni1 P1 86.80(10) . . ?
H1 Ni1 P2 94(2) . . ?
N2 Ni1 P2 84.17(10) . . ?
P1 Ni1 P2 170.86(5) . . ?
H1 Ni1 H1 0(5) . . ?
N2 Ni1 H1 178(2) . . ?
P1 Ni1 H1 95(2) . . ?
P2 Ni1 H1 94(2) . . ?
N1 P1 C11 106.0(2) . . ?
N1 P1 C7 106.5(2) . . ?
C11 P1 C7 113.33(19) . . ?
N1 P1 Ni1 99.42(12) . . ?
C11 P1 Ni1 114.07(13) . . ?
C7 P1 Ni1 115.75(14) . . ?
N3 P2 C15 104.83(18) . . ?
N3 P2 C19 104.07(18) . . ?
C15 P2 C19 113.85(18) . . ?
N3 P2 Ni1 103.73(12) . . ?
C15 P2 Ni1 112.54(13) . . ?
C19 P2 Ni1 116.16(13) . . ?
C1 N1 C6 117.2(3) . . ?
C1 N1 P1 117.2(3) . . ?
C6 N1 P1 125.5(3) . . ?
C1 N2 C5 120.8(3) . . ?
C1 N2 Ni1 120.9(3) . . ?
C5 N2 Ni1 118.3(3) . . ?
C5 N3 P2 113.0(3) . . ?
N2 C1 C2 122.1(4) . . ?
N2 C1 N1 115.5(4) . . ?
C2 C1 N1 122.4(4) . . ?
C3 C2 C1 117.4(4) . . ?
C3 C2 H22 121.3 . . ?
C1 C2 H22 121.3 . . ?
C4 C3 C2 122.2(4) . . ?
C4 C3 H23 118.9 . . ?
C2 C3 H23 118.9 . . ?
C3 C4 C5 119.8(4) . . ?
C3 C4 H24 120.1 . . ?
C5 C4 H24 120.1 . . ?
N3 C5 N2 120.7(4) . . ?
N3 C5 C4 121.6(4) . . ?
N2 C5 C4 117.7(4) . . ?
N1 C6 H26A 109.5 . . ?
N1 C6 H26B 109.5 . . ?
H26A C6 H26B 109.5 . . ?
N1 C6 H26C 109.5 . . ?
H26A C6 H26C 109.5 . . ?
H26B C6 H26C 109.5 . . ?
C8 C7 C10 108.3(5) . . ?
C8 C7 C9 111.1(6) . . ?
C10 C7 C9 107.1(5) . . ?
C8 C7 P1 105.5(3) . . ?
C10 C7 P1 107.2(3) . . ?
C9 C7 P1 117.3(3) . . ?
C7 C8 H34A 109.5 . . ?
C7 C8 H34B 109.5 . . ?
H34A C8 H34B 109.5 . . ?
C7 C8 H34C 109.5 . . ?
H34A C8 H34C 109.5 . . ?
H34B C8 H34C 109.5 . . ?
C7 C9 H33A 109.5 . . ?
C7 C9 H33B 109.5 . . ?
H33A C9 H33B 109.5 . . ?
C7 C9 H33C 109.5 . . ?
H33A C9 H33C 109.5 . . ?
H33B C9 H33C 109.5 . . ?
C7 C10 H31A 109.5 . . ?
C7 C10 H31B 109.5 . . ?
H31A C10 H31B 109.5 . . ?
C7 C10 H31C 109.5 . . ?
H31A C10 H31C 109.5 . . ?
H31B C10 H31C 109.5 . . ?
C12 C11 C14 108.8(4) . . ?
C12 C11 C13 108.9(4) . . ?
C14 C11 C13 108.7(3) . . ?
C12 C11 P1 104.6(3) . . ?
C14 C11 P1 109.0(3) . . ?
C13 C11 P1 116.7(3) . . ?
C11 C12 H28A 109.5 . . ?
C11 C12 H28B 109.5 . . ?
H28A C12 H28B 109.5 . . ?
C11 C12 H28C 109.5 . . ?
H28A C12 H28C 109.5 . . ?
H28B C12 H28C 109.5 . . ?
C11 C13 H30A 109.5 . . ?
C11 C13 H30B 109.5 . . ?
H30A C13 H30B 109.5 . . ?
C11 C13 H30C 109.5 . . ?
H30A C13 H30C 109.5 . . ?
H30B C13 H30C 109.5 . . ?
C11 C14 H29A 109.5 . . ?
C11 C14 H29B 109.5 . . ?
H29A C14 H29B 109.5 . . ?
C11 C14 H29C 109.5 . . ?
H29A C14 H29C 109.5 . . ?
H29B C14 H29C 109.5 . . ?
C18 C15 C16 110.3(4) . . ?
C18 C15 C17 108.1(4) . . ?
C16 C15 C17 109.4(4) . . ?
C18 C15 P2 110.2(3) . . ?
C16 C15 P2 113.4(3) . . ?
C17 C15 P2 105.1(3) . . ?
C15 C16 H40A 109.5 . . ?
C15 C16 H40B 109.5 . . ?
H40A C16 H40B 109.5 . . ?
C15 C16 H40C 109.5 . . ?
H40A C16 H40C 109.5 . . ?
H40B C16 H40C 109.5 . . ?
C15 C17 H42A 109.5 . . ?
C15 C17 H42B 109.5 . . ?
H42A C17 H42B 109.5 . . ?
C15 C17 H42C 109.5 . . ?
H42A C17 H42C 109.5 . . ?
H42B C17 H42C 109.5 . . ?
C15 C18 H39A 109.5 . . ?
C15 C18 H39B 109.5 . . ?
H39A C18 H39B 109.5 . . ?
C15 C18 H39C 109.5 . . ?
H39A C18 H39C 109.5 . . ?
H39B C18 H39C 109.5 . . ?
C21 C19 C22 110.3(4) . . ?
C21 C19 C20 108.5(4) . . ?
C22 C19 C20 107.0(4) . . ?
C21 C19 P2 113.3(3) . . ?
C22 C19 P2 113.1(3) . . ?
C20 C19 P2 104.2(3) . . ?
C19 C20 H37A 109.5 . . ?
C19 C20 H37B 109.5 . . ?
H37A C20 H37B 109.5 . . ?
C19 C20 H37C 109.5 . . ?
H37A C20 H37C 109.5 . . ?
H37B C20 H37C 109.5 . . ?
C19 C21 H38A 109.5 . . ?
C19 C21 H38B 109.5 . . ?
H38A C21 H38B 109.5 . . ?
C19 C21 H38C 109.5 . . ?
H38A C21 H38C 109.5 . . ?
H38B C21 H38C 109.5 . . ?
C19 C22 H36A 109.5 . . ?
C19 C22 H36B 109.5 . . ?
H36A C22 H36B 109.5 . . ?
C19 C22 H36C 109.5 . . ?
H36A C22 H36C 109.5 . . ?
H36B C22 H36C 109.5 . . ?

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
H1 Ni1 P1 N1 -178(2) . . . . ?
N2 Ni1 P1 N1 2.38(19) . . . . ?
P2 Ni1 P1 N1 -6.5(4) . . . . ?
H1 Ni1 P1 C11 70(2) . . . . ?
N2 Ni1 P1 C11 -109.92(18) . . . . ?
P2 Ni1 P1 C11 -118.8(4) . . . . ?
H1 Ni1 P1 C7 -65(2) . . . . ?
N2 Ni1 P1 C7 115.91(19) . . . . ?
P2 Ni1 P1 C7 107.1(4) . . . . ?
H1 Ni1 P2 N3 -177(2) . . . . ?
N2 Ni1 P2 N3 2.11(18) . . . . ?
P1 Ni1 P2 N3 11.0(4) . . . . ?
H1 Ni1 P2 C15 70(2) . . . . ?
N2 Ni1 P2 C15 -110.63(19) . . . . ?
P1 Ni1 P2 C15 -101.8(4) . . . . ?
H1 Ni1 P2 C19 -64(2) . . . . ?
N2 Ni1 P2 C19 115.62(18) . . . . ?
P1 Ni1 P2 C19 124.5(4) . . . . ?
C11 P1 N1 C1 114.5(4) . . . . ?
C7 P1 N1 C1 -124.6(4) . . . . ?
Ni1 P1 N1 C1 -4.0(4) . . . . ?
C11 P1 N1 C6 -63.5(4) . . . . ?
C7 P1 N1 C6 57.5(5) . . . . ?
Ni1 P1 N1 C6 178.0(4) . . . . ?
H1 Ni1 N2 C1 -169(67) . . . . ?
P1 Ni1 N2 C1 -0.8(3) . . . . ?
P2 Ni1 N2 C1 177.7(3) . . . . ?
H1 Ni1 N2 C5 11(67) . . . . ?
P1 Ni1 N2 C5 179.1(3) . . . . ?
P2 Ni1 N2 C5 -2.3(3) . . . . ?
C15 P2 N3 C5 116.4(3) . . . . ?
C19 P2 N3 C5 -123.8(3) . . . . ?
Ni1 P2 N3 C5 -1.8(3) . . . . ?
C5 N2 C1 C2 -1.9(7) . . . . ?
Ni1 N2 C1 C2 178.0(3) . . . . ?
C5 N2 C1 N1 178.5(4) . . . . ?
Ni1 N2 C1 N1 -1.6(5) . . . . ?
C6 N1 C1 N2 -177.9(4) . . . . ?
P1 N1 C1 N2 4.0(6) . . . . ?
C6 N1 C1 C2 2.5(7) . . . . ?
P1 N1 C1 C2 -175.6(4) . . . . ?
N2 C1 C2 C3 0.5(7) . . . . ?
N1 C1 C2 C3 -179.9(4) . . . . ?
C1 C2 C3 C4 -0.4(7) . . . . ?
C2 C3 C4 C5 1.7(7) . . . . ?
P2 N3 C5 N2 0.3(5) . . . . ?
P2 N3 C5 C4 178.9(3) . . . . ?
C1 N2 C5 N3 -178.2(4) . . . . ?
Ni1 N2 C5 N3 1.9(5) . . . . ?
C1 N2 C5 C4 3.1(6) . . . . ?
Ni1 N2 C5 C4 -176.8(3) . . . . ?
C3 C4 C5 N3 178.4(4) . . . . ?
C3 C4 C5 N2 -2.9(6) . . . . ?
N1 P1 C7 C8 48.6(5) . . . . ?
C11 P1 C7 C8 164.7(5) . . . . ?
Ni1 P1 C7 C8 -60.8(5) . . . . ?
N1 P1 C7 C10 163.9(4) . . . . ?
C11 P1 C7 C10 -80.1(4) . . . . ?
Ni1 P1 C7 C10 54.5(4) . . . . ?
N1 P1 C7 C9 -75.7(5) . . . . ?
C11 P1 C7 C9 40.4(6) . . . . ?
Ni1 P1 C7 C9 174.9(5) . . . . ?
N1 P1 C11 C12 -61.8(4) . . . . ?
C7 P1 C11 C12 -178.2(3) . . . . ?
Ni1 P1 C11 C12 46.5(4) . . . . ?
N1 P1 C11 C14 -178.0(3) . . . . ?
C7 P1 C11 C14 65.6(3) . . . . ?
Ni1 P1 C11 C14 -69.7(3) . . . . ?
N1 P1 C11 C13 58.4(4) . . . . ?
C7 P1 C11 C13 -58.0(4) . . . . ?
Ni1 P1 C11 C13 166.7(3) . . . . ?
N3 P2 C15 C18 171.3(3) . . . . ?
C19 P2 C15 C18 58.3(3) . . . . ?
Ni1 P2 C15 C18 -76.6(3) . . . . ?
N3 P2 C15 C16 47.1(4) . . . . ?
C19 P2 C15 C16 -66.0(4) . . . . ?
Ni1 P2 C15 C16 159.2(3) . . . . ?
N3 P2 C15 C17 -72.3(3) . . . . ?
C19 P2 C15 C17 174.6(3) . . . . ?
Ni1 P2 C15 C17 39.7(3) . . . . ?
N3 P2 C19 C21 -56.8(3) . . . . ?
C15 P2 C19 C21 56.8(4) . . . . ?
Ni1 P2 C19 C21 -170.1(3) . . . . ?
N3 P2 C19 C22 176.8(3) . . . . ?
C15 P2 C19 C22 -69.7(4) . . . . ?
Ni1 P2 C19 C22 63.5(3) . . . . ?
N3 P2 C19 C20 61.0(3) . . . . ?
C15 P2 C19 C20 174.5(3) . . . . ?
Ni1 P2 C19 C20 -52.3(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        65.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         1.009
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.100
