# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_a_a
_database_code_depnum_ccdc_archive 'CCDC 1883579'
_audit_update_record             
;
2018-12-06 deposited with the CCDC.
2018-12-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H35 Br N Ni O P'
_chemical_formula_sum            'C25 H35 Br N Ni O P'
_chemical_formula_weight         535.13

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'
P P 0.1023 0.0942 '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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.4795(10)
_cell_length_b                   10.0302(6)
_cell_length_c                   16.4542(11)
_cell_angle_alpha                90
_cell_angle_beta                 93.9154(17)
_cell_angle_gamma                90
_cell_volume                     2548.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3529
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      27.23

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   0.416
_exptl_transmission_factor_max   0.859
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.408
_shelx_estimated_absorpt_T_min   0.431
_shelx_estimated_absorpt_T_max   0.889
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  "Bruker APEX II CCD area detector'"
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22748
_diffrn_reflns_av_unetI/netI     0.0729
_diffrn_reflns_av_R_equivalents  0.0687
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.380
_diffrn_reflns_theta_max         29.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6780
_reflns_number_gt                4746
_reflns_threshold_expression     I>2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0415P)²+0.6011P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6780
_refine_ls_number_parameters     279
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0752
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.0970
_refine_ls_wR_factor_gt          0.0836
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_restrained_S_all      0.949
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.76683(2) 0.53920(3) 0.70914(2) 0.01521(9) Uani 1 1 d . . . . .
Br1 Br 0.78935(2) 0.31814(3) 0.74759(2) 0.03238(10) Uani 1 1 d . . . . .
P1 P 0.85430(5) 0.62405(7) 0.79904(4) 0.01671(15) Uani 1 1 d . . . . .
O1 O 0.84817(12) 0.78946(18) 0.79052(11) 0.0190(4) Uani 1 1 d . . . . .
N1 N 0.67854(14) 0.5141(2) 0.61785(13) 0.0155(5) Uani 1 1 d . . . . .
C1 C 0.74383(17) 0.7183(3) 0.68924(16) 0.0156(5) Uani 1 1 d . . . . .
C2 C 0.78350(17) 0.8234(3) 0.73087(15) 0.0161(5) Uani 1 1 d . . . . .
C3 C 0.76117(18) 0.9552(3) 0.71418(16) 0.0176(6) Uani 1 1 d . . . . .
H3A H 0.7903 1.0262 0.7427 0.021 Uiso 1 1 calc R U . . .
C4 C 0.69503(18) 0.9806(3) 0.65461(16) 0.0180(6) Uani 1 1 d . . . . .
H4A H 0.6787 1.0703 0.6428 0.022 Uiso 1 1 calc R U . . .
C5 C 0.65232(18) 0.8777(3) 0.61206(16) 0.0181(6) Uani 1 1 d . . . . .
H5A H 0.6071 0.8963 0.5717 0.022 Uiso 1 1 calc R U . . .
C6 C 0.67715(17) 0.7464(3) 0.62970(15) 0.0148(5) Uani 1 1 d . . . . .
C7 C 0.8268(2) 0.5962(3) 0.90360(17) 0.0241(6) Uani 1 1 d . . . . .
H7A H 0.8381 0.5001 0.9165 0.029 Uiso 1 1 calc R U . . .
C8 C 0.7302(2) 0.6199(4) 0.9080(2) 0.0351(8) Uani 1 1 d . . . . .
H8A H 0.7139 0.6035 0.9636 0.053 Uiso 1 1 calc R U . . .
H8B H 0.6979 0.5592 0.8704 0.053 Uiso 1 1 calc R U . . .
H8C H 0.7164 0.7123 0.8927 0.053 Uiso 1 1 calc R U . . .
C9 C 0.8802(3) 0.6789(4) 0.9670(2) 0.0419(9) Uani 1 1 d . . . . .
H9A H 0.8648 0.6539 1.0217 0.063 Uiso 1 1 calc R U . . .
H9B H 0.8681 0.7738 0.9579 0.063 Uiso 1 1 calc R U . . .
H9C H 0.9420 0.6619 0.9620 0.063 Uiso 1 1 calc R U . . .
C10 C 0.97034(18) 0.5976(3) 0.79280(19) 0.0257(7) Uani 1 1 d . . . . .
H10A H 1.0017 0.6749 0.8194 0.031 Uiso 1 1 calc R U . . .
C11 C 0.9902(2) 0.5951(4) 0.7026(2) 0.0361(8) Uani 1 1 d . . . . .
H11A H 1.0531 0.5979 0.6983 0.054 Uiso 1 1 calc R U . . .
H11B H 0.9635 0.6726 0.6747 0.054 Uiso 1 1 calc R U . . .
H11C H 0.9668 0.5132 0.6771 0.054 Uiso 1 1 calc R U . . .
C12 C 1.0017(2) 0.4701(4) 0.8367(2) 0.0413(9) Uani 1 1 d . . . . .
H12A H 1.0636 0.4579 0.8302 0.062 Uiso 1 1 calc R U . . .
H12B H 0.9695 0.3935 0.8133 0.062 Uiso 1 1 calc R U . . .
H12C H 0.9919 0.4773 0.8947 0.062 Uiso 1 1 calc R U . . .
C13 C 0.64362(17) 0.6246(3) 0.59118(15) 0.0170(6) Uani 1 1 d . . . . .
H13A H 0.5987 0.6260 0.5489 0.020 Uiso 1 1 calc R U . . .
C14 C 0.64925(17) 0.3922(3) 0.57894(15) 0.0157(5) Uani 1 1 d . . . . .
C15 C 0.57096(18) 0.3347(3) 0.59884(16) 0.0174(6) Uani 1 1 d . . . . .
C16 C 0.54060(19) 0.2255(3) 0.55251(17) 0.0219(6) Uani 1 1 d . . . . .
H16A H 0.4868 0.1860 0.5634 0.026 Uiso 1 1 calc R U . . .
C17 C 0.58742(19) 0.1736(3) 0.49098(17) 0.0225(6) Uani 1 1 d . . . . .
H17A H 0.5644 0.1020 0.4586 0.027 Uiso 1 1 calc R U . . .
C18 C 0.66772(19) 0.2262(3) 0.47672(17) 0.0205(6) Uani 1 1 d . . . . .
H18A H 0.7004 0.1879 0.4358 0.025 Uiso 1 1 calc R U . . .
C19 C 0.70112(18) 0.3343(3) 0.52150(16) 0.0176(6) Uani 1 1 d . . . . .
C20 C 0.52220(19) 0.3864(3) 0.66987(17) 0.0233(6) Uani 1 1 d . . . . .
H20A H 0.5585 0.4572 0.6981 0.028 Uiso 1 1 calc R U . . .
C21 C 0.5100(3) 0.2742(4) 0.7313(2) 0.0435(9) Uani 1 1 d . . . . .
H21A H 0.5667 0.2378 0.7500 0.065 Uiso 1 1 calc R U . . .
H21B H 0.4744 0.2034 0.7051 0.065 Uiso 1 1 calc R U . . .
H21C H 0.4812 0.3095 0.7779 0.065 Uiso 1 1 calc R U . . .
C22 C 0.4358(2) 0.4493(4) 0.6406(2) 0.0359(8) Uani 1 1 d . . . . .
H22A H 0.4461 0.5237 0.6038 0.054 Uiso 1 1 calc R U . . .
H22B H 0.4065 0.4823 0.6876 0.054 Uiso 1 1 calc R U . . .
H22C H 0.3993 0.3823 0.6116 0.054 Uiso 1 1 calc R U . . .
C23 C 0.79138(18) 0.3893(3) 0.50795(18) 0.0223(6) Uani 1 1 d . . . . .
H23A H 0.8057 0.4579 0.5509 0.027 Uiso 1 1 calc R U . . .
C24 C 0.8597(2) 0.2802(4) 0.5171(3) 0.0445(10) Uani 1 1 d . . . . .
H24A H 0.8548 0.2336 0.5689 0.067 Uiso 1 1 calc R U . . .
H24B H 0.9174 0.3200 0.5161 0.067 Uiso 1 1 calc R U . . .
H24C H 0.8509 0.2166 0.4720 0.067 Uiso 1 1 calc R U . . .
C25 C 0.7927(2) 0.4573(3) 0.4254(2) 0.0350(8) Uani 1 1 d . . . . .
H25A H 0.7511 0.5311 0.4225 0.052 Uiso 1 1 calc R U . . .
H25B H 0.7769 0.3928 0.3822 0.052 Uiso 1 1 calc R U . . .
H25C H 0.8509 0.4919 0.4183 0.052 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 C1 1.857(3) . ?
Ni1 N1 1.977(2) . ?
Ni1 P1 2.1148(8) . ?
Ni1 Br1 2.3255(5) . ?
P1 O1 1.667(2) . ?
P1 C7 1.822(3) . ?
P1 C10 1.826(3) . ?
O1 C2 1.395(3) . ?
N1 C13 1.296(3) . ?
N1 C14 1.439(3) . ?
C1 C2 1.378(4) . ?
C1 C6 1.402(4) . ?
C2 C3 1.389(4) . ?
C3 C4 1.392(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.389(4) . ?
C4 H4A 0.9500 . ?
C5 C6 1.397(4) . ?
C5 H5A 0.9500 . ?
C6 C13 1.455(4) . ?
C7 C8 1.521(4) . ?
C7 C9 1.530(4) . ?
C7 H7A 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C12 1.531(4) . ?
C10 C11 1.537(5) . ?
C10 H10A 1.0000 . ?
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 H13A 0.9500 . ?
C14 C15 1.401(4) . ?
C14 C19 1.407(4) . ?
C15 C16 1.397(4) . ?
C15 C20 1.525(4) . ?
C16 C17 1.386(4) . ?
C16 H16A 0.9500 . ?
C17 C18 1.385(4) . ?
C17 H17A 0.9500 . ?
C18 C19 1.391(4) . ?
C18 H18A 0.9500 . ?
C19 C23 1.533(4) . ?
C20 C22 1.527(4) . ?
C20 C21 1.533(4) . ?
C20 H20A 1.0000 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C25 1.522(4) . ?
C23 C24 1.522(4) . ?
C23 H23A 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
C1 Ni1 N1 82.80(11) . . ?
C1 Ni1 P1 80.78(9) . . ?
N1 Ni1 P1 163.57(7) . . ?
C1 Ni1 Br1 173.81(8) . . ?
N1 Ni1 Br1 99.70(7) . . ?
P1 Ni1 Br1 96.69(2) . . ?
O1 P1 C7 102.49(12) . . ?
O1 P1 C10 100.99(13) . . ?
C7 P1 C10 108.98(14) . . ?
O1 P1 Ni1 108.16(7) . . ?
C7 P1 Ni1 114.78(10) . . ?
C10 P1 Ni1 119.17(11) . . ?
C2 O1 P1 109.63(16) . . ?
C13 N1 C14 117.7(2) . . ?
C13 N1 Ni1 113.53(18) . . ?
C14 N1 Ni1 128.80(17) . . ?
C2 C1 C6 118.4(2) . . ?
C2 C1 Ni1 125.4(2) . . ?
C6 C1 Ni1 116.1(2) . . ?
C1 C2 O1 115.9(2) . . ?
C1 C2 C3 122.2(2) . . ?
O1 C2 C3 121.9(2) . . ?
C2 C3 C4 118.3(2) . . ?
C2 C3 H3A 120.8 . . ?
C4 C3 H3A 120.8 . . ?
C5 C4 C3 121.4(3) . . ?
C5 C4 H4A 119.3 . . ?
C3 C4 H4A 119.3 . . ?
C4 C5 C6 118.8(2) . . ?
C4 C5 H5A 120.6 . . ?
C6 C5 H5A 120.6 . . ?
C1 C6 C5 120.9(2) . . ?
C1 C6 C13 111.1(2) . . ?
C5 C6 C13 128.0(2) . . ?
C8 C7 C9 111.7(3) . . ?
C8 C7 P1 108.3(2) . . ?
C9 C7 P1 114.2(2) . . ?
C8 C7 H7A 107.4 . . ?
C9 C7 H7A 107.4 . . ?
P1 C7 H7A 107.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C12 C10 C11 111.4(3) . . ?
C12 C10 P1 112.1(2) . . ?
C11 C10 P1 108.6(2) . . ?
C12 C10 H10A 108.2 . . ?
C11 C10 H10A 108.2 . . ?
P1 C10 H10A 108.2 . . ?
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 . . ?
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 . . ?
N1 C13 C6 116.2(2) . . ?
N1 C13 H13A 121.9 . . ?
C6 C13 H13A 121.9 . . ?
C15 C14 C19 122.0(2) . . ?
C15 C14 N1 119.8(2) . . ?
C19 C14 N1 118.2(2) . . ?
C14 C15 C16 117.3(3) . . ?
C14 C15 C20 121.4(2) . . ?
C16 C15 C20 121.3(2) . . ?
C15 C16 C17 121.3(3) . . ?
C15 C16 H16A 119.3 . . ?
C17 C16 H16A 119.3 . . ?
C18 C17 C16 120.1(3) . . ?
C18 C17 H17A 120.0 . . ?
C16 C17 H17A 120.0 . . ?
C17 C18 C19 120.8(3) . . ?
C17 C18 H18A 119.6 . . ?
C19 C18 H18A 119.6 . . ?
C14 C19 C18 118.0(3) . . ?
C14 C19 C23 121.1(2) . . ?
C18 C19 C23 120.9(2) . . ?
C15 C20 C22 111.6(2) . . ?
C15 C20 C21 110.2(3) . . ?
C22 C20 C21 111.5(3) . . ?
C15 C20 H20A 107.8 . . ?
C22 C20 H20A 107.8 . . ?
C21 C20 H20A 107.8 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C25 C23 C19 111.1(2) . . ?
C25 C23 C24 111.0(3) . . ?
C19 C23 C24 111.2(3) . . ?
C25 C23 H23A 107.8 . . ?
C19 C23 H23A 107.8 . . ?
C24 C23 H23A 107.8 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
C7 P1 O1 C2 -117.61(19) . . . . ?
C10 P1 O1 C2 129.91(18) . . . . ?
Ni1 P1 O1 C2 4.01(18) . . . . ?
N1 Ni1 C1 C2 -179.2(2) . . . . ?
P1 Ni1 C1 C2 0.2(2) . . . . ?
N1 Ni1 C1 C6 4.4(2) . . . . ?
P1 Ni1 C1 C6 -176.2(2) . . . . ?
C6 C1 C2 O1 178.7(2) . . . . ?
Ni1 C1 C2 O1 2.4(4) . . . . ?
C6 C1 C2 C3 -1.8(4) . . . . ?
Ni1 C1 C2 C3 -178.1(2) . . . . ?
P1 O1 C2 C1 -4.1(3) . . . . ?
P1 O1 C2 C3 176.4(2) . . . . ?
C1 C2 C3 C4 1.5(4) . . . . ?
O1 C2 C3 C4 -179.0(2) . . . . ?
C2 C3 C4 C5 -0.5(4) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C2 C1 C6 C5 0.9(4) . . . . ?
Ni1 C1 C6 C5 177.6(2) . . . . ?
C2 C1 C6 C13 179.2(2) . . . . ?
Ni1 C1 C6 C13 -4.2(3) . . . . ?
C4 C5 C6 C1 0.1(4) . . . . ?
C4 C5 C6 C13 -177.8(3) . . . . ?
O1 P1 C7 C8 73.1(2) . . . . ?
C10 P1 C7 C8 179.5(2) . . . . ?
Ni1 P1 C7 C8 -43.9(2) . . . . ?
O1 P1 C7 C9 -52.2(3) . . . . ?
C10 P1 C7 C9 54.2(3) . . . . ?
Ni1 P1 C7 C9 -169.2(2) . . . . ?
O1 P1 C10 C12 153.4(2) . . . . ?
C7 P1 C10 C12 46.0(3) . . . . ?
Ni1 P1 C10 C12 -88.4(2) . . . . ?
O1 P1 C10 C11 -83.1(2) . . . . ?
C7 P1 C10 C11 169.5(2) . . . . ?
Ni1 P1 C10 C11 35.1(3) . . . . ?
C14 N1 C13 C6 -177.6(2) . . . . ?
Ni1 N1 C13 C6 2.5(3) . . . . ?
C1 C6 C13 N1 0.9(3) . . . . ?
C5 C6 C13 N1 179.0(3) . . . . ?
C13 N1 C14 C15 -79.0(3) . . . . ?
Ni1 N1 C14 C15 100.9(3) . . . . ?
C13 N1 C14 C19 101.1(3) . . . . ?
Ni1 N1 C14 C19 -79.1(3) . . . . ?
C19 C14 C15 C16 -7.4(4) . . . . ?
N1 C14 C15 C16 172.6(2) . . . . ?
C19 C14 C15 C20 170.7(2) . . . . ?
N1 C14 C15 C20 -9.2(4) . . . . ?
C14 C15 C16 C17 1.9(4) . . . . ?
C20 C15 C16 C17 -176.2(3) . . . . ?
C15 C16 C17 C18 2.9(4) . . . . ?
C16 C17 C18 C19 -2.4(4) . . . . ?
C15 C14 C19 C18 7.9(4) . . . . ?
N1 C14 C19 C18 -172.1(2) . . . . ?
C15 C14 C19 C23 -172.7(3) . . . . ?
N1 C14 C19 C23 7.3(4) . . . . ?
C17 C18 C19 C14 -2.8(4) . . . . ?
C17 C18 C19 C23 177.7(3) . . . . ?
C14 C15 C20 C22 113.6(3) . . . . ?
C16 C15 C20 C22 -68.3(4) . . . . ?
C14 C15 C20 C21 -121.9(3) . . . . ?
C16 C15 C20 C21 56.1(4) . . . . ?
C14 C19 C23 C25 -109.9(3) . . . . ?
C18 C19 C23 C25 69.5(4) . . . . ?
C14 C19 C23 C24 126.0(3) . . . . ?
C18 C19 C23 C24 -54.7(4) . . . . ?

_refine_diff_density_max         0.527
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.091

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_MER
_database_code_depnum_ccdc_archive 'CCDC 1883580'
_audit_update_record             
;
2018-12-06 deposited with the CCDC.
2018-12-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25.81 H37.43 Cl0.19 N Ni O P'
_chemical_formula_sum            'C25.81 H37.43 Cl0.19 N Ni O P'
_chemical_formula_weight         474.18

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'
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   28.3028(16)
_cell_length_b                   12.4428(7)
_cell_length_c                   14.4107(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5075.0(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3999
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_F_000             2028
_exptl_transmission_factor_min   0.769
_exptl_transmission_factor_max   0.860
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.864
_shelx_estimated_absorpt_T_min   0.769
_shelx_estimated_absorpt_T_max   0.860
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  "Bruker APEX II CCD area detector'"
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            59956
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.439
_diffrn_reflns_theta_max         28.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             13472
_reflns_number_gt                11538
_reflns_threshold_expression     I>2σ(I)
_reflns_Friedel_coverage         0.927
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0334P)²+1.5513P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.175(15)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         13472
_refine_ls_number_parameters     570
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0836
_refine_ls_wR_factor_gt          0.0792
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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_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 0.64976(2) 0.75029(3) 0.60710(3) 0.01432(12) Uani 1 1 d D . . . .
P1 P 0.68507(4) 0.73661(6) 0.48149(8) 0.0145(2) Uani 1 1 d . . . . .
O1 O 0.64597(11) 0.74954(15) 0.3955(3) 0.0187(7) Uani 1 1 d . . . . .
N1 N 0.59951(12) 0.75680(19) 0.7026(3) 0.0155(9) Uani 1 1 d . . . . .
C1M C 0.70486(19) 0.7492(7) 0.6894(4) 0.0237(9) Uani 0.851(5) 1 d D . P A 1
H1MA H 0.7061 0.6808 0.7230 0.036 Uiso 0.851(5) 1 calc R U P A 1
H1MB H 0.7024 0.8085 0.7338 0.036 Uiso 0.851(5) 1 calc R U P A 1
H1MC H 0.7337 0.7578 0.6524 0.036 Uiso 0.851(5) 1 calc R U P A 1
C1 C 0.59738(15) 0.7495(2) 0.5281(4) 0.0146(11) Uani 1 1 d . . . . .
C2 C 0.55290(18) 0.7524(2) 0.5688(4) 0.0154(10) Uani 1 1 d . . . . .
C3 C 0.51183(16) 0.7567(2) 0.5170(4) 0.0181(9) Uani 1 1 d . . . . .
H3A H 0.4818 0.7582 0.5462 0.022 Uiso 1 1 calc R U . . .
C4 C 0.51585(16) 0.7589(2) 0.4192(4) 0.0211(10) Uani 1 1 d . . . . .
H4A H 0.4882 0.7623 0.3821 0.025 Uiso 1 1 calc R U . . .
C5 C 0.56023(18) 0.7560(2) 0.3767(4) 0.0231(11) Uani 1 1 d . . . . .
H5A H 0.5629 0.7572 0.3110 0.028 Uiso 1 1 calc R U . . .
C6 C 0.60016(15) 0.7515(2) 0.4315(4) 0.0175(12) Uani 1 1 d . . . . .
C7 C 0.55697(17) 0.7555(2) 0.6693(4) 0.0153(9) Uani 1 1 d . . . . .
H7A H 0.5300 0.7566 0.7084 0.018 Uiso 1 1 calc R U . . .
C8 C 0.60616(17) 0.7587(2) 0.8005(4) 0.0161(10) Uani 1 1 d . . . . .
C9 C 0.62177(11) 0.8554(2) 0.8420(2) 0.0175(6) Uani 1 1 d . . . . .
C10 C 0.63131(12) 0.8555(2) 0.9371(2) 0.0203(6) Uani 1 1 d . . . . .
H10A H 0.6422 0.9195 0.9660 0.024 Uiso 1 1 calc R U . . .
C11 C 0.62512(15) 0.7638(3) 0.9898(4) 0.0228(9) Uani 1 1 d . . . . .
H11A H 0.6313 0.7653 1.0545 0.027 Uiso 1 1 calc R U . . .
C12 C 0.60987(12) 0.6697(3) 0.9482(2) 0.0224(7) Uani 1 1 d . . . . .
H12A H 0.6059 0.6071 0.9852 0.027 Uiso 1 1 calc R U . . .
C13 C 0.60014(11) 0.6644(2) 0.8534(2) 0.0184(6) Uani 1 1 d . . . . .
C14 C 0.62679(12) 0.9565(2) 0.7838(2) 0.0222(7) Uani 1 1 d . . . . .
H14A H 0.6320 0.9338 0.7180 0.027 Uiso 1 1 calc R U . . .
C15 C 0.58079(14) 1.0223(3) 0.7869(3) 0.0318(8) Uani 1 1 d . . . . .
H15A H 0.5548 0.9792 0.7616 0.048 Uiso 1 1 calc R U . . .
H15B H 0.5846 1.0877 0.7498 0.048 Uiso 1 1 calc R U . . .
H15C H 0.5737 1.0417 0.8513 0.048 Uiso 1 1 calc R U . . .
C16 C 0.66909(13) 1.0270(3) 0.8126(3) 0.0331(8) Uani 1 1 d . . . . .
H16A H 0.6975 0.9824 0.8169 0.050 Uiso 1 1 calc R U . . .
H16B H 0.6627 1.0599 0.8731 0.050 Uiso 1 1 calc R U . . .
H16C H 0.6740 1.0834 0.7662 0.050 Uiso 1 1 calc R U . . .
C17 C 0.58645(12) 0.5585(2) 0.8082(2) 0.0243(7) Uani 1 1 d . . . . .
H17A H 0.5686 0.5758 0.7502 0.029 Uiso 1 1 calc R U . . .
C18 C 0.63054(15) 0.4960(3) 0.7797(3) 0.0493(12) Uani 1 1 d . . . . .
H18A H 0.6488 0.5383 0.7350 0.074 Uiso 1 1 calc R U . . .
H18B H 0.6212 0.4277 0.7513 0.074 Uiso 1 1 calc R U . . .
H18C H 0.6500 0.4818 0.8347 0.074 Uiso 1 1 calc R U . . .
C19 C 0.55451(13) 0.4882(3) 0.8685(3) 0.0331(8) Uani 1 1 d . . . . .
H19A H 0.5272 0.5302 0.8890 0.050 Uiso 1 1 calc R U . . .
H19B H 0.5722 0.4630 0.9227 0.050 Uiso 1 1 calc R U . . .
H19C H 0.5437 0.4262 0.8323 0.050 Uiso 1 1 calc R U . . .
C20 C 0.70961(11) 0.6039(2) 0.4559(2) 0.0211(7) Uani 1 1 d . . . . .
H20A H 0.7194 0.6023 0.3892 0.025 Uiso 1 1 calc R U . . .
C21 C 0.75260(12) 0.5792(3) 0.5159(3) 0.0310(8) Uani 1 1 d . . . . .
H21A H 0.7652 0.5084 0.4992 0.046 Uiso 1 1 calc R U . . .
H21B H 0.7434 0.5793 0.5814 0.046 Uiso 1 1 calc R U . . .
H21C H 0.7769 0.6341 0.5055 0.046 Uiso 1 1 calc R U . . .
C22 C 0.67053(13) 0.5202(2) 0.4704(3) 0.0305(8) Uani 1 1 d . . . . .
H22A H 0.6828 0.4485 0.4560 0.046 Uiso 1 1 calc R U . . .
H22B H 0.6438 0.5365 0.4295 0.046 Uiso 1 1 calc R U . . .
H22C H 0.6600 0.5222 0.5352 0.046 Uiso 1 1 calc R U . . .
C23 C 0.72930(11) 0.8365(2) 0.4488(2) 0.0197(6) Uani 1 1 d . . . . .
H23A H 0.7555 0.8313 0.4951 0.024 Uiso 1 1 calc R U . . .
C24 C 0.75108(13) 0.8173(3) 0.3528(3) 0.0291(8) Uani 1 1 d . . . . .
H24A H 0.7722 0.8771 0.3372 0.044 Uiso 1 1 calc R U . . .
H24B H 0.7259 0.8124 0.3064 0.044 Uiso 1 1 calc R U . . .
H24C H 0.7691 0.7500 0.3535 0.044 Uiso 1 1 calc R U . . .
C25 C 0.70820(12) 0.9491(2) 0.4577(3) 0.0277(8) Uani 1 1 d . . . . .
H25A H 0.7325 1.0028 0.4438 0.041 Uiso 1 1 calc R U . . .
H25B H 0.6966 0.9598 0.5211 0.041 Uiso 1 1 calc R U . . .
H25C H 0.6819 0.9569 0.4139 0.041 Uiso 1 1 calc R U . . .
Ni2 Ni 0.60026(2) 0.25910(3) 0.39393(2) 0.01441(12) Uani 1 1 d D . . . .
P1A P 0.56455(4) 0.24713(5) 0.51938(9) 0.0144(2) Uani 1 1 d . . . . .
O1A O 0.60354(10) 0.25819(16) 0.6074(3) 0.0183(6) Uani 1 1 d . . . . .
N1A N 0.65090(12) 0.25068(17) 0.2993(3) 0.0158(9) Uani 1 1 d . . . . .
C1AM C 0.5455(2) 0.2763(6) 0.3121(4) 0.0237(9) Uani 0.766(6) 1 d D . P B 1
H1AA H 0.5395 0.2087 0.2793 0.036 Uiso 0.766(6) 1 calc R U P B 1
H1AB H 0.5519 0.3333 0.2669 0.036 Uiso 0.766(6) 1 calc R U P B 1
H1AC H 0.5178 0.2956 0.3492 0.036 Uiso 0.766(6) 1 calc R U P B 1
C1A C 0.65199(14) 0.24599(19) 0.4751(4) 0.0141(11) Uani 1 1 d . . . . .
C2A C 0.64933(16) 0.2540(2) 0.5701(4) 0.0143(11) Uani 1 1 d . . . . .
C3A C 0.68940(16) 0.2607(2) 0.6259(3) 0.0185(10) Uani 1 1 d . . . . .
H3AA H 0.6869 0.2670 0.6914 0.022 Uiso 1 1 calc R U . . .
C4A C 0.73365(17) 0.2578(2) 0.5818(4) 0.0226(11) Uani 1 1 d . . . . .
H4AA H 0.7614 0.2630 0.6186 0.027 Uiso 1 1 calc R U . . .
C5A C 0.73830(15) 0.2477(2) 0.4878(4) 0.0204(10) Uani 1 1 d . . . . .
H5AA H 0.7687 0.2443 0.4598 0.025 Uiso 1 1 calc R U . . .
C6A C 0.69678(18) 0.2424(2) 0.4330(3) 0.0153(10) Uani 1 1 d . . . . .
C7A C 0.69313(18) 0.2421(2) 0.3316(4) 0.0186(10) Uani 1 1 d . . . . .
H7AA H 0.7200 0.2361 0.2925 0.022 Uiso 1 1 calc R U . . .
C8A C 0.64407(16) 0.2550(2) 0.1989(4) 0.0168(10) Uani 1 1 d . . . . .
C9A C 0.65312(11) 0.3518(2) 0.1530(2) 0.0193(6) Uani 1 1 d . . . . .
C10A C 0.64505(12) 0.3521(3) 0.0567(2) 0.0247(7) Uani 1 1 d . . . . .
H10B H 0.6513 0.4155 0.0221 0.030 Uiso 1 1 calc R U . . .
C11A C 0.62828(15) 0.2624(3) 0.0115(4) 0.0246(9) Uani 1 1 d . . . . .
H11B H 0.6234 0.2646 -0.0536 0.030 Uiso 1 1 calc R U . . .
C12A C 0.61850(12) 0.1694(3) 0.0599(2) 0.0234(7) Uani 1 1 d . . . . .
H12B H 0.6065 0.1085 0.0278 0.028 Uiso 1 1 calc R U . . .
C13A C 0.62597(11) 0.1636(2) 0.1560(2) 0.0195(6) Uani 1 1 d . . . . .
C14A C 0.66837(12) 0.4533(2) 0.2021(2) 0.0246(7) Uani 1 1 d . . . . .
H14B H 0.6786 0.4327 0.2661 0.030 Uiso 1 1 calc R U . . .
C16A C 0.70982(14) 0.5098(3) 0.1556(3) 0.0430(10) Uani 1 1 d . . . . .
H16D H 0.7366 0.4601 0.1511 0.065 Uiso 1 1 calc R U . . .
H16E H 0.7190 0.5725 0.1926 0.065 Uiso 1 1 calc R U . . .
H16F H 0.7005 0.5332 0.0933 0.065 Uiso 1 1 calc R U . . .
C15A C 0.62658(14) 0.5309(3) 0.2120(3) 0.0421(9) Uani 1 1 d . . . . .
H15D H 0.6012 0.4959 0.2471 0.063 Uiso 1 1 calc R U . . .
H15E H 0.6149 0.5507 0.1503 0.063 Uiso 1 1 calc R U . . .
H15F H 0.6369 0.5957 0.2450 0.063 Uiso 1 1 calc R U . . .
C17A C 0.61635(12) 0.0613(2) 0.2099(2) 0.0248(7) Uani 1 1 d . . . . .
H17B H 0.6123 0.0817 0.2765 0.030 Uiso 1 1 calc R U . . .
C18A C 0.57082(14) 0.0038(3) 0.1789(3) 0.0410(10) Uani 1 1 d . . . . .
H18D H 0.5631 -0.0532 0.2233 0.062 Uiso 1 1 calc R U . . .
H18E H 0.5756 -0.0278 0.1173 0.062 Uiso 1 1 calc R U . . .
H18F H 0.5448 0.0556 0.1763 0.062 Uiso 1 1 calc R U . . .
C19A C 0.65824(14) -0.0148(3) 0.2042(3) 0.0357(9) Uani 1 1 d . . . . .
H19D H 0.6517 -0.0793 0.2410 0.054 Uiso 1 1 calc R U . . .
H19E H 0.6865 0.0210 0.2285 0.054 Uiso 1 1 calc R U . . .
H19F H 0.6636 -0.0352 0.1393 0.054 Uiso 1 1 calc R U . . .
C20A C 0.51970(11) 0.3441(2) 0.5549(2) 0.0199(6) Uani 1 1 d . . . . .
H20B H 0.4935 0.3404 0.5084 0.024 Uiso 1 1 calc R U . . .
C21A C 0.49816(14) 0.3204(3) 0.6499(3) 0.0353(9) Uani 1 1 d . . . . .
H21D H 0.4758 0.3775 0.6662 0.053 Uiso 1 1 calc R U . . .
H21E H 0.5233 0.3173 0.6966 0.053 Uiso 1 1 calc R U . . .
H21F H 0.4816 0.2513 0.6479 0.053 Uiso 1 1 calc R U . . .
C22A C 0.54068(13) 0.4575(3) 0.5496(3) 0.0304(8) Uani 1 1 d . . . . .
H22D H 0.5156 0.5106 0.5596 0.046 Uiso 1 1 calc R U . . .
H22E H 0.5548 0.4685 0.4883 0.046 Uiso 1 1 calc R U . . .
H22F H 0.5650 0.4657 0.5975 0.046 Uiso 1 1 calc R U . . .
C23A C 0.53988(11) 0.1134(2) 0.5391(2) 0.0201(6) Uani 1 1 d . . . . .
H23B H 0.5278 0.1095 0.6042 0.024 Uiso 1 1 calc R U . . .
C24A C 0.57885(13) 0.0296(2) 0.5269(3) 0.0314(8) Uani 1 1 d . . . . .
H24D H 0.5666 -0.0416 0.5432 0.047 Uiso 1 1 calc R U . . .
H24E H 0.6055 0.0474 0.5675 0.047 Uiso 1 1 calc R U . . .
H24F H 0.5895 0.0293 0.4622 0.047 Uiso 1 1 calc R U . . .
C25A C 0.49876(12) 0.0913(3) 0.4725(3) 0.0304(8) Uani 1 1 d . . . . .
H25D H 0.4860 0.0195 0.4846 0.046 Uiso 1 1 calc R U . . .
H25E H 0.5101 0.0953 0.4083 0.046 Uiso 1 1 calc R U . . .
H25F H 0.4739 0.1451 0.4821 0.046 Uiso 1 1 calc R U . . .
Cl1A Cl 0.54276(18) 0.3196(5) 0.3040(4) 0.0398(16) Uani 0.234(6) 1 d D . P B 2
Cl1 Cl 0.7118(3) 0.7687(13) 0.6988(8) 0.0398(16) Uani 0.149(5) 1 d D . P A 2


_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 C1 1.869(5) . ?
Ni1 C1M 1.959(4) . ?
Ni1 N1 1.980(4) . ?
Ni1 P1 2.0746(14) . ?
Ni1 Cl1 2.210(5) . ?
P1 O1 1.669(4) . ?
P1 C23 1.826(3) . ?
P1 C20 1.829(3) . ?
O1 C6 1.397(6) . ?
N1 C7 1.296(6) . ?
N1 C8 1.423(8) . ?
C1M H1MA 0.9800 . ?
C1M H1MB 0.9800 . ?
C1M H1MC 0.9800 . ?
C1 C2 1.389(7) . ?
C1 C6 1.394(8) . ?
C2 C3 1.383(7) . ?
C2 C7 1.453(7) . ?
C3 C4 1.414(8) . ?
C3 H3A 0.9500 . ?
C4 C5 1.398(7) . ?
C4 H4A 0.9500 . ?
C5 C6 1.380(7) . ?
C5 H5A 0.9500 . ?
C7 H7A 0.9500 . ?
C8 C13 1.409(5) . ?
C8 C9 1.416(5) . ?
C9 C10 1.396(4) . ?
C9 C14 1.519(4) . ?
C10 C11 1.382(5) . ?
C10 H10A 0.9500 . ?
C11 C12 1.384(5) . ?
C11 H11A 0.9500 . ?
C12 C13 1.396(4) . ?
C12 H12A 0.9500 . ?
C13 C17 1.521(4) . ?
C14 C15 1.538(5) . ?
C14 C16 1.541(4) . ?
C14 H14A 1.0000 . ?
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 1.527(5) . ?
C17 C19 1.529(5) . ?
C17 H17A 1.0000 . ?
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 C21 1.524(5) . ?
C20 C22 1.534(4) . ?
C20 H20A 1.0000 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C25 1.529(4) . ?
C23 C24 1.533(5) . ?
C23 H23A 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
Ni2 C1A 1.882(5) . ?
Ni2 C1AM 1.958(4) . ?
Ni2 N1A 1.981(4) . ?
Ni2 P1A 2.0765(14) . ?
Ni2 Cl1A 2.212(5) . ?
P1A O1A 1.686(4) . ?
P1A C20A 1.825(3) . ?
P1A C23A 1.826(3) . ?
O1A C2A 1.403(6) . ?
N1A C7A 1.287(6) . ?
N1A C8A 1.462(8) . ?
C1AM H1AA 0.9800 . ?
C1AM H1AB 0.9800 . ?
C1AM H1AC 0.9800 . ?
C1A C2A 1.375(8) . ?
C1A C6A 1.406(7) . ?
C2A C3A 1.393(7) . ?
C3A C4A 1.405(7) . ?
C3A H3AA 0.9500 . ?
C4A C5A 1.367(8) . ?
C4A H4AA 0.9500 . ?
C5A C6A 1.417(7) . ?
C5A H5AA 0.9500 . ?
C6A C7A 1.465(7) . ?
C7A H7AA 0.9500 . ?
C8A C13A 1.392(5) . ?
C8A C9A 1.398(5) . ?
C9A C10A 1.406(4) . ?
C9A C14A 1.510(4) . ?
C10A C11A 1.376(5) . ?
C10A H10B 0.9500 . ?
C11A C12A 1.379(5) . ?
C11A H11B 0.9500 . ?
C12A C13A 1.402(4) . ?
C12A H12B 0.9500 . ?
C13A C17A 1.516(4) . ?
C14A C16A 1.523(5) . ?
C14A C15A 1.534(5) . ?
C14A H14B 1.0000 . ?
C16A H16D 0.9800 . ?
C16A H16E 0.9800 . ?
C16A H16F 0.9800 . ?
C15A H15D 0.9800 . ?
C15A H15E 0.9800 . ?
C15A H15F 0.9800 . ?
C17A C19A 1.520(5) . ?
C17A C18A 1.540(5) . ?
C17A H17B 1.0000 . ?
C18A H18D 0.9800 . ?
C18A H18E 0.9800 . ?
C18A H18F 0.9800 . ?
C19A H19D 0.9800 . ?
C19A H19E 0.9800 . ?
C19A H19F 0.9800 . ?
C20A C21A 1.527(5) . ?
C20A C22A 1.532(4) . ?
C20A H20B 1.0000 . ?
C21A H21D 0.9800 . ?
C21A H21E 0.9800 . ?
C21A H21F 0.9800 . ?
C22A H22D 0.9800 . ?
C22A H22E 0.9800 . ?
C22A H22F 0.9800 . ?
C23A C24A 1.528(4) . ?
C23A C25A 1.533(5) . ?
C23A H23B 1.0000 . ?
C24A H24D 0.9800 . ?
C24A H24E 0.9800 . ?
C24A H24F 0.9800 . ?
C25A H25D 0.9800 . ?
C25A H25E 0.9800 . ?
C25A H25F 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
C1 Ni1 C1M 179.3(3) . . ?
C1 Ni1 N1 81.59(19) . . ?
C1M Ni1 N1 98.7(2) . . ?
C1 Ni1 P1 81.39(16) . . ?
C1M Ni1 P1 98.3(2) . . ?
N1 Ni1 P1 162.82(13) . . ?
C1 Ni1 Cl1 174.3(4) . . ?
N1 Ni1 Cl1 98.7(4) . . ?
P1 Ni1 Cl1 98.5(3) . . ?
O1 P1 C23 101.38(16) . . ?
O1 P1 C20 100.89(15) . . ?
C23 P1 C20 107.56(14) . . ?
O1 P1 Ni1 108.68(15) . . ?
C23 P1 Ni1 119.98(11) . . ?
C20 P1 Ni1 115.68(12) . . ?
C6 O1 P1 110.0(4) . . ?
C7 N1 C8 119.3(4) . . ?
C7 N1 Ni1 114.2(4) . . ?
C8 N1 Ni1 126.4(3) . . ?
Ni1 C1M H1MA 109.5 . . ?
Ni1 C1M H1MB 109.5 . . ?
H1MA C1M H1MB 109.5 . . ?
Ni1 C1M H1MC 109.5 . . ?
H1MA C1M H1MC 109.5 . . ?
H1MB C1M H1MC 109.5 . . ?
C2 C1 C6 118.2(4) . . ?
C2 C1 Ni1 117.5(4) . . ?
C6 C1 Ni1 124.3(4) . . ?
C3 C2 C1 122.3(5) . . ?
C3 C2 C7 127.2(5) . . ?
C1 C2 C7 110.5(5) . . ?
C2 C3 C4 118.1(5) . . ?
C2 C3 H3A 120.9 . . ?
C4 C3 H3A 120.9 . . ?
C5 C4 C3 120.5(5) . . ?
C5 C4 H4A 119.7 . . ?
C3 C4 H4A 119.7 . . ?
C6 C5 C4 119.1(5) . . ?
C6 C5 H5A 120.4 . . ?
C4 C5 H5A 120.4 . . ?
C5 C6 C1 121.7(5) . . ?
C5 C6 O1 123.3(5) . . ?
C1 C6 O1 115.0(5) . . ?
N1 C7 C2 116.3(5) . . ?
N1 C7 H7A 121.9 . . ?
C2 C7 H7A 121.9 . . ?
C13 C8 C9 121.1(5) . . ?
C13 C8 N1 120.4(3) . . ?
C9 C8 N1 118.3(3) . . ?
C10 C9 C8 118.4(3) . . ?
C10 C9 C14 121.6(3) . . ?
C8 C9 C14 120.0(3) . . ?
C11 C10 C9 120.9(3) . . ?
C11 C10 H10A 119.5 . . ?
C9 C10 H10A 119.5 . . ?
C10 C11 C12 120.1(4) . . ?
C10 C11 H11A 120.0 . . ?
C12 C11 H11A 120.0 . . ?
C11 C12 C13 121.6(4) . . ?
C11 C12 H12A 119.2 . . ?
C13 C12 H12A 119.2 . . ?
C12 C13 C8 117.8(4) . . ?
C12 C13 C17 120.7(3) . . ?
C8 C13 C17 121.4(3) . . ?
C9 C14 C15 110.2(3) . . ?
C9 C14 C16 113.3(3) . . ?
C15 C14 C16 110.3(3) . . ?
C9 C14 H14A 107.6 . . ?
C15 C14 H14A 107.6 . . ?
C16 C14 H14A 107.6 . . ?
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 . . ?
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 . . ?
C13 C17 C18 110.4(3) . . ?
C13 C17 C19 113.8(3) . . ?
C18 C17 C19 110.2(3) . . ?
C13 C17 H17A 107.4 . . ?
C18 C17 H17A 107.4 . . ?
C19 C17 H17A 107.4 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C22 111.2(3) . . ?
C21 C20 P1 111.8(2) . . ?
C22 C20 P1 108.1(2) . . ?
C21 C20 H20A 108.6 . . ?
C22 C20 H20A 108.6 . . ?
P1 C20 H20A 108.6 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C25 C23 C24 112.1(3) . . ?
C25 C23 P1 109.5(2) . . ?
C24 C23 P1 113.7(2) . . ?
C25 C23 H23A 107.0 . . ?
C24 C23 H23A 107.0 . . ?
P1 C23 H23A 107.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C1A Ni2 C1AM 178.1(3) . . ?
C1A Ni2 N1A 81.97(19) . . ?
C1AM Ni2 N1A 99.4(3) . . ?
C1A Ni2 P1A 80.27(16) . . ?
C1AM Ni2 P1A 98.5(2) . . ?
N1A Ni2 P1A 161.36(13) . . ?
C1A Ni2 Cl1A 165.10(19) . . ?
N1A Ni2 Cl1A 98.45(18) . . ?
P1A Ni2 Cl1A 100.17(14) . . ?
O1A P1A C20A 100.96(17) . . ?
O1A P1A C23A 102.00(15) . . ?
C20A P1A C23A 107.03(14) . . ?
O1A P1A Ni2 109.27(14) . . ?
C20A P1A Ni2 122.37(12) . . ?
C23A P1A Ni2 112.74(12) . . ?
C2A O1A P1A 108.3(4) . . ?
C7A N1A C8A 118.9(4) . . ?
C7A N1A Ni2 115.3(4) . . ?
C8A N1A Ni2 125.7(3) . . ?
Ni2 C1AM H1AA 109.5 . . ?
Ni2 C1AM H1AB 109.5 . . ?
H1AA C1AM H1AB 109.5 . . ?
Ni2 C1AM H1AC 109.5 . . ?
H1AA C1AM H1AC 109.5 . . ?
H1AB C1AM H1AC 109.5 . . ?
C2A C1A C6A 118.8(4) . . ?
C2A C1A Ni2 124.8(4) . . ?
C6A C1A Ni2 115.8(4) . . ?
C1A C2A C3A 122.3(4) . . ?
C1A C2A O1A 115.7(4) . . ?
C3A C2A O1A 121.9(5) . . ?
C2A C3A C4A 117.6(5) . . ?
C2A C3A H3AA 121.2 . . ?
C4A C3A H3AA 121.2 . . ?
C5A C4A C3A 122.5(5) . . ?
C5A C4A H4AA 118.8 . . ?
C3A C4A H4AA 118.8 . . ?
C4A C5A C6A 118.4(5) . . ?
C4A C5A H5AA 120.8 . . ?
C6A C5A H5AA 120.8 . . ?
C1A C6A C5A 120.4(4) . . ?
C1A C6A C7A 111.5(5) . . ?
C5A C6A C7A 127.9(5) . . ?
N1A C7A C6A 115.2(5) . . ?
N1A C7A H7AA 122.4 . . ?
C6A C7A H7AA 122.4 . . ?
C13A C8A C9A 124.2(5) . . ?
C13A C8A N1A 117.3(3) . . ?
C9A C8A N1A 118.4(3) . . ?
C8A C9A C10A 116.0(4) . . ?
C8A C9A C14A 123.5(3) . . ?
C10A C9A C14A 120.5(3) . . ?
C11A C10A C9A 121.4(4) . . ?
C11A C10A H10B 119.3 . . ?
C9A C10A H10B 119.3 . . ?
C10A C11A C12A 120.7(4) . . ?
C10A C11A H11B 119.7 . . ?
C12A C11A H11B 119.7 . . ?
C11A C12A C13A 120.8(3) . . ?
C11A C12A H12B 119.6 . . ?
C13A C12A H12B 119.6 . . ?
C8A C13A C12A 116.9(3) . . ?
C8A C13A C17A 121.6(3) . . ?
C12A C13A C17A 121.4(3) . . ?
C9A C14A C16A 113.6(3) . . ?
C9A C14A C15A 110.5(3) . . ?
C16A C14A C15A 110.1(3) . . ?
C9A C14A H14B 107.5 . . ?
C16A C14A H14B 107.5 . . ?
C15A C14A H14B 107.5 . . ?
C14A C16A H16D 109.5 . . ?
C14A C16A H16E 109.5 . . ?
H16D C16A H16E 109.5 . . ?
C14A C16A H16F 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C14A C15A H15D 109.5 . . ?
C14A C15A H15E 109.5 . . ?
H15D C15A H15E 109.5 . . ?
C14A C15A H15F 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
C13A C17A C19A 110.8(3) . . ?
C13A C17A C18A 113.1(3) . . ?
C19A C17A C18A 110.3(3) . . ?
C13A C17A H17B 107.4 . . ?
C19A C17A H17B 107.4 . . ?
C18A C17A H17B 107.4 . . ?
C17A C18A H18D 109.5 . . ?
C17A C18A H18E 109.5 . . ?
H18D C18A H18E 109.5 . . ?
C17A C18A H18F 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C17A C19A H19D 109.5 . . ?
C17A C19A H19E 109.5 . . ?
H19D C19A H19E 109.5 . . ?
C17A C19A H19F 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C21A C20A C22A 112.2(3) . . ?
C21A C20A P1A 113.7(2) . . ?
C22A C20A P1A 109.0(2) . . ?
C21A C20A H20B 107.2 . . ?
C22A C20A H20B 107.2 . . ?
P1A C20A H20B 107.2 . . ?
C20A C21A H21D 109.5 . . ?
C20A C21A H21E 109.5 . . ?
H21D C21A H21E 109.5 . . ?
C20A C21A H21F 109.5 . . ?
H21D C21A H21F 109.5 . . ?
H21E C21A H21F 109.5 . . ?
C20A C22A H22D 109.5 . . ?
C20A C22A H22E 109.5 . . ?
H22D C22A H22E 109.5 . . ?
C20A C22A H22F 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C24A C23A C25A 110.7(3) . . ?
C24A C23A P1A 109.2(2) . . ?
C25A C23A P1A 110.9(2) . . ?
C24A C23A H23B 108.7 . . ?
C25A C23A H23B 108.7 . . ?
P1A C23A H23B 108.7 . . ?
C23A C24A H24D 109.5 . . ?
C23A C24A H24E 109.5 . . ?
H24D C24A H24E 109.5 . . ?
C23A C24A H24F 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
C23A C25A H25D 109.5 . . ?
C23A C25A H25E 109.5 . . ?
H25D C25A H25E 109.5 . . ?
C23A C25A H25F 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?

_refine_diff_density_max         0.370
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.050

####################################################################### 
# 
# 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_a_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1883582'
_audit_update_record             
;
2018-12-06 deposited with the CCDC.
2018-12-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H35 B F4 N Ni O P'
_chemical_formula_sum            'C25 H35 B F4 N Ni O P'
_chemical_formula_weight         542.03

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'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.0222(5)
_cell_length_b                   13.5884(5)
_cell_length_c                   16.3723(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.8780(10)
_cell_angle_gamma                90
_cell_volume                     2674.31(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4512
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      27.43

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_F_000             1136
_exptl_transmission_factor_min   0.777
_exptl_transmission_factor_max   0.865
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.831
_shelx_estimated_absorpt_T_min   0.777
_shelx_estimated_absorpt_T_max   0.865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  "Bruker APEX II CCD area detector'"
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31862
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.948
_diffrn_reflns_theta_max         28.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7117
_reflns_number_gt                5660
_reflns_threshold_expression     I>2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0519P)²+3.8085P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7117
_refine_ls_number_parameters     325
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1204
_refine_ls_wR_factor_gt          0.1099
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.39529(2) 0.23019(2) 0.30990(2) 0.01610(9) Uani 1 1 d . . . . .
O1 O 0.62521(14) 0.21567(13) 0.23107(11) 0.0243(4) Uani 1 1 d . . . . .
P1 P 0.56499(5) 0.18075(4) 0.31655(4) 0.01780(13) Uani 1 1 d . . . . .
B1 B 0.32070(16) 0.0914(2) 0.44602(14) 0.0358(7) Uani 1 1 d D . . . .
F1 F 0.33813(13) 0.18881(11) 0.41483(9) 0.0302(3) Uani 1 1 d . . . . .
F2 F 0.3573(10) 0.0101(4) 0.4038(5) 0.0464(6) Uani 0.311(5) 1 d D . P A 1
F3 F 0.2145(4) 0.0811(8) 0.4758(8) 0.0464(6) Uani 0.311(5) 1 d D . P A 1
F4 F 0.3528(6) 0.0978(4) 0.5273(2) 0.0464(6) Uani 0.311(5) 1 d D . P A 1
F2' F 0.3539(11) 0.0218(5) 0.3900(5) 0.0464(6) Uani 0.311(6) 1 d D . P A 2
F3' F 0.2263(5) 0.0662(7) 0.4881(6) 0.0464(6) Uani 0.311(6) 1 d D . P A 2
F4' F 0.4173(3) 0.0563(5) 0.4823(5) 0.0464(6) Uani 0.311(6) 1 d D . P A 2
F2" F 0.3213(5) 0.0400(4) 0.3731(2) 0.0464(6) Uani 0.378(5) 1 d D . P A 3
F3" F 0.2065(2) 0.0955(5) 0.4548(5) 0.0464(6) Uani 0.378(5) 1 d D . P A 3
F4" F 0.3976(5) 0.0829(5) 0.5093(4) 0.0464(6) Uani 0.378(5) 1 d D . P A 3
N1 N 0.25553(15) 0.29635(14) 0.27734(11) 0.0167(4) Uani 1 1 d . . . . .
C1 C 0.44338(19) 0.27772(16) 0.21115(13) 0.0177(4) Uani 1 1 d . . . . .
C2 C 0.55027(19) 0.26813(17) 0.18206(14) 0.0203(4) Uani 1 1 d . . . . .
C3 C 0.5815(2) 0.31047(19) 0.10876(15) 0.0247(5) Uani 1 1 d . . . . .
H3A H 0.655375 0.303842 0.089760 0.030 Uiso 1 1 calc R U . . .
C4 C 0.5022(2) 0.36288(19) 0.06367(15) 0.0258(5) Uani 1 1 d . . . . .
H4A H 0.522504 0.392008 0.013290 0.031 Uiso 1 1 calc R U . . .
C5 C 0.3936(2) 0.37339(18) 0.09110(15) 0.0245(5) Uani 1 1 d . . . . .
H5A H 0.340043 0.409084 0.059789 0.029 Uiso 1 1 calc R U . . .
C6 C 0.36503(19) 0.33067(17) 0.16515(14) 0.0195(4) Uani 1 1 d . . . . .
C7 C 0.25916(19) 0.33843(17) 0.20655(14) 0.0193(4) Uani 1 1 d . . . . .
H7A H 0.197071 0.372022 0.183241 0.023 Uiso 1 1 calc R U . . .
C8 C 0.15477(18) 0.30046(16) 0.32383(13) 0.0167(4) Uani 1 1 d . . . . .
C9 C 0.15338(19) 0.36131(18) 0.39287(14) 0.0207(4) Uani 1 1 d . . . . .
C10 C 0.0566(2) 0.36444(19) 0.43832(15) 0.0254(5) Uani 1 1 d . . . . .
H10A H 0.053230 0.406180 0.484769 0.030 Uiso 1 1 calc R U . . .
C11 C -0.0350(2) 0.3075(2) 0.41679(16) 0.0266(5) Uani 1 1 d . . . . .
H11A H -0.100549 0.310368 0.448384 0.032 Uiso 1 1 calc R U . . .
C12 C -0.0308(2) 0.24673(18) 0.34955(16) 0.0238(5) Uani 1 1 d . . . . .
H12A H -0.093797 0.207643 0.335561 0.029 Uiso 1 1 calc R U . . .
C13 C 0.06411(19) 0.24133(17) 0.30140(14) 0.0193(4) Uani 1 1 d . . . . .
C14 C 0.2527(2) 0.4247(2) 0.41750(16) 0.0268(5) Uani 1 1 d . . . . .
H14A H 0.316438 0.405111 0.382430 0.032 Uiso 1 1 calc R U . . .
C15 C 0.2880(3) 0.4074(2) 0.50640(19) 0.0400(7) Uani 1 1 d . . . . .
H15A H 0.301780 0.337103 0.515207 0.060 Uiso 1 1 calc R U . . .
H15B H 0.228770 0.429583 0.542484 0.060 Uiso 1 1 calc R U . . .
H15C H 0.356214 0.444531 0.518525 0.060 Uiso 1 1 calc R U . . .
C16 C 0.2285(3) 0.5334(2) 0.40127(18) 0.0359(6) Uani 1 1 d . . . . .
H16A H 0.210655 0.542871 0.343196 0.054 Uiso 1 1 calc R U . . .
H16B H 0.294093 0.572755 0.416151 0.054 Uiso 1 1 calc R U . . .
H16C H 0.165259 0.554418 0.434072 0.054 Uiso 1 1 calc R U . . .
C17 C 0.0647(2) 0.17143(19) 0.22932(16) 0.0259(5) Uani 1 1 d . . . . .
H17A H 0.138243 0.178399 0.202125 0.031 Uiso 1 1 calc R U . . .
C18 C -0.0257(3) 0.1976(3) 0.16644(19) 0.0474(8) Uani 1 1 d . . . . .
H18A H -0.016179 0.265998 0.148869 0.071 Uiso 1 1 calc R U . . .
H18B H -0.099002 0.189774 0.190997 0.071 Uiso 1 1 calc R U . . .
H18C H -0.019949 0.153851 0.119109 0.071 Uiso 1 1 calc R U . . .
C19 C 0.0542(3) 0.0648(2) 0.2574(2) 0.0434(7) Uani 1 1 d . . . . .
H19A H 0.115141 0.049215 0.295653 0.065 Uiso 1 1 calc R U . . .
H19B H 0.057670 0.021009 0.210001 0.065 Uiso 1 1 calc R U . . .
H19C H -0.017147 0.055849 0.284663 0.065 Uiso 1 1 calc R U . . .
C20 C 0.6515(2) 0.24178(19) 0.39335(16) 0.0248(5) Uani 1 1 d . . . . .
H20A H 0.730729 0.223181 0.383657 0.030 Uiso 1 1 calc R U . . .
C21 C 0.6411(3) 0.3532(2) 0.3837(2) 0.0408(7) Uani 1 1 d . . . . .
H21A H 0.693307 0.385925 0.421424 0.061 Uiso 1 1 calc R U . . .
H21B H 0.565001 0.373570 0.396006 0.061 Uiso 1 1 calc R U . . .
H21C H 0.658425 0.371742 0.327437 0.061 Uiso 1 1 calc R U . . .
C22 C 0.6214(3) 0.2082(2) 0.47912(17) 0.0385(7) Uani 1 1 d . . . . .
H22A H 0.670659 0.240296 0.519210 0.058 Uiso 1 1 calc R U . . .
H22B H 0.630033 0.136635 0.483219 0.058 Uiso 1 1 calc R U . . .
H22C H 0.544028 0.226043 0.490034 0.058 Uiso 1 1 calc R U . . .
C23 C 0.5956(2) 0.04961(17) 0.31945(16) 0.0229(5) Uani 1 1 d . . . . .
H23A H 0.564367 0.022049 0.370893 0.028 Uiso 1 1 calc R U . . .
C24 C 0.7203(2) 0.0270(2) 0.3188(2) 0.0358(6) Uani 1 1 d . . . . .
H24A H 0.731389 -0.044457 0.317537 0.054 Uiso 1 1 calc R U . . .
H24B H 0.755828 0.054215 0.368070 0.054 Uiso 1 1 calc R U . . .
H24C H 0.753394 0.056649 0.270333 0.054 Uiso 1 1 calc R U . . .
C25 C 0.5351(3) 0.0010(2) 0.24709(19) 0.0374(7) Uani 1 1 d . . . . .
H25A H 0.546174 -0.070411 0.249526 0.056 Uiso 1 1 calc R U . . .
H25B H 0.564970 0.026479 0.195911 0.056 Uiso 1 1 calc R U . . .
H25C H 0.455423 0.015749 0.249504 0.056 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 C1 1.842(2) . ?
Ni1 F1 1.9431(14) . ?
Ni1 N1 1.9719(19) . ?
Ni1 P1 2.1492(6) . ?
O1 C2 1.393(3) . ?
O1 P1 1.6550(18) . ?
P1 C20 1.820(2) . ?
P1 C23 1.820(2) . ?
B1 F2' 1.381(2) . ?
B1 F3' 1.379(2) . ?
B1 F2 1.380(2) . ?
B1 F3 1.381(2) . ?
B1 F4 1.383(2) . ?
B1 F3" 1.384(2) . ?
B1 F2" 1.384(2) . ?
B1 F4' 1.382(2) . ?
B1 F4" 1.383(2) . ?
B1 F1 1.435(4) . ?
N1 C7 1.294(3) . ?
N1 C8 1.442(3) . ?
C1 C2 1.383(3) . ?
C1 C6 1.397(3) . ?
C2 C3 1.388(3) . ?
C3 C4 1.392(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.395(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.392(3) . ?
C5 H5A 0.9500 . ?
C6 C7 1.455(3) . ?
C7 H7A 0.9500 . ?
C8 C13 1.399(3) . ?
C8 C9 1.401(3) . ?
C9 C10 1.391(3) . ?
C9 C14 1.522(3) . ?
C10 C11 1.387(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.378(4) . ?
C11 H11A 0.9500 . ?
C12 C13 1.399(3) . ?
C12 H12A 0.9500 . ?
C13 C17 1.515(3) . ?
C14 C15 1.528(4) . ?
C14 C16 1.529(4) . ?
C14 H14A 1.0000 . ?
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 1.528(4) . ?
C17 C19 1.526(4) . ?
C17 H17A 1.0000 . ?
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 C22 1.526(4) . ?
C20 C21 1.528(4) . ?
C20 H20A 1.0000 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C25 1.530(4) . ?
C23 C24 1.531(3) . ?
C23 H23A 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
C1 Ni1 F1 175.79(8) . . ?
C1 Ni1 N1 83.13(9) . . ?
F1 Ni1 N1 93.41(7) . . ?
C1 Ni1 P1 81.01(7) . . ?
F1 Ni1 P1 102.30(5) . . ?
N1 Ni1 P1 163.85(6) . . ?
C2 O1 P1 110.27(14) . . ?
O1 P1 C20 101.58(11) . . ?
O1 P1 C23 102.24(10) . . ?
C20 P1 C23 108.38(12) . . ?
O1 P1 Ni1 107.14(6) . . ?
C20 P1 Ni1 115.14(8) . . ?
C23 P1 Ni1 119.90(8) . . ?
F2' B1 F3' 114.2(7) . . ?
F2 B1 F3 113.5(8) . . ?
F2 B1 F4 116.5(5) . . ?
F3 B1 F4 85.0(7) . . ?
F3" B1 F2" 97.4(5) . . ?
F2' B1 F4' 78.4(8) . . ?
F3' B1 F4' 113.1(5) . . ?
F3" B1 F4" 125.3(5) . . ?
F2" B1 F4" 126.3(5) . . ?
F2' B1 F1 110.5(4) . . ?
F3' B1 F1 122.2(4) . . ?
F2 B1 F1 120.7(4) . . ?
F3 B1 F1 111.1(5) . . ?
F4 B1 F1 104.2(3) . . ?
F3" B1 F1 98.7(3) . . ?
F2" B1 F1 99.0(3) . . ?
F4' B1 F1 110.2(3) . . ?
F4" B1 F1 104.1(3) . . ?
B1 F1 Ni1 129.57(12) . . ?
C7 N1 C8 119.74(19) . . ?
C7 N1 Ni1 113.79(15) . . ?
C8 N1 Ni1 126.46(14) . . ?
C2 C1 C6 119.0(2) . . ?
C2 C1 Ni1 125.09(18) . . ?
C6 C1 Ni1 115.83(16) . . ?
C1 C2 C3 121.6(2) . . ?
C1 C2 O1 116.5(2) . . ?
C3 C2 O1 121.9(2) . . ?
C2 C3 C4 118.6(2) . . ?
C2 C3 H3A 120.7 . . ?
C4 C3 H3A 120.7 . . ?
C5 C4 C3 121.2(2) . . ?
C5 C4 H4A 119.4 . . ?
C3 C4 H4A 119.4 . . ?
C4 C5 C6 118.8(2) . . ?
C4 C5 H5A 120.6 . . ?
C6 C5 H5A 120.6 . . ?
C5 C6 C1 120.7(2) . . ?
C5 C6 C7 127.2(2) . . ?
C1 C6 C7 111.9(2) . . ?
N1 C7 C6 115.3(2) . . ?
N1 C7 H7A 122.4 . . ?
C6 C7 H7A 122.4 . . ?
C13 C8 C9 122.1(2) . . ?
C13 C8 N1 119.8(2) . . ?
C9 C8 N1 118.0(2) . . ?
C10 C9 C8 118.0(2) . . ?
C10 C9 C14 120.0(2) . . ?
C8 C9 C14 121.9(2) . . ?
C11 C10 C9 120.9(2) . . ?
C11 C10 H10A 119.5 . . ?
C9 C10 H10A 119.5 . . ?
C12 C11 C10 119.9(2) . . ?
C12 C11 H11A 120.0 . . ?
C10 C11 H11A 120.0 . . ?
C11 C12 C13 121.5(2) . . ?
C11 C12 H12A 119.3 . . ?
C13 C12 H12A 119.3 . . ?
C12 C13 C8 117.5(2) . . ?
C12 C13 C17 119.1(2) . . ?
C8 C13 C17 123.5(2) . . ?
C9 C14 C15 111.8(2) . . ?
C9 C14 C16 110.7(2) . . ?
C15 C14 C16 111.3(2) . . ?
C9 C14 H14A 107.6 . . ?
C15 C14 H14A 107.6 . . ?
C16 C14 H14A 107.6 . . ?
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 . . ?
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 . . ?
C13 C17 C18 111.5(2) . . ?
C13 C17 C19 111.0(2) . . ?
C18 C17 C19 111.2(3) . . ?
C13 C17 H17A 107.6 . . ?
C18 C17 H17A 107.6 . . ?
C19 C17 H17A 107.6 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C22 C20 C21 111.8(2) . . ?
C22 C20 P1 110.98(18) . . ?
C21 C20 P1 109.59(19) . . ?
C22 C20 H20A 108.1 . . ?
C21 C20 H20A 108.1 . . ?
P1 C20 H20A 108.1 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C25 C23 C24 111.2(2) . . ?
C25 C23 P1 108.02(18) . . ?
C24 C23 P1 113.20(17) . . ?
C25 C23 H23A 108.1 . . ?
C24 C23 H23A 108.1 . . ?
P1 C23 H23A 108.1 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
C2 O1 P1 C20 -119.54(16) . . . . ?
C2 O1 P1 C23 128.52(16) . . . . ?
C2 O1 P1 Ni1 1.59(16) . . . . ?
F2' B1 F1 Ni1 1.6(7) . . . . ?
F3' B1 F1 Ni1 -137.2(6) . . . . ?
F2 B1 F1 Ni1 7.6(7) . . . . ?
F3 B1 F1 Ni1 -129.1(6) . . . . ?
F4 B1 F1 Ni1 140.9(4) . . . . ?
F3" B1 F1 Ni1 -117.3(4) . . . . ?
F2" B1 F1 Ni1 -18.3(3) . . . . ?
F4' B1 F1 Ni1 86.3(4) . . . . ?
F4" B1 F1 Ni1 112.8(4) . . . . ?
N1 Ni1 C1 C2 176.2(2) . . . . ?
P1 Ni1 C1 C2 -0.71(19) . . . . ?
N1 Ni1 C1 C6 -0.97(17) . . . . ?
P1 Ni1 C1 C6 -177.93(18) . . . . ?
C6 C1 C2 C3 0.5(4) . . . . ?
Ni1 C1 C2 C3 -176.62(18) . . . . ?
C6 C1 C2 O1 179.2(2) . . . . ?
Ni1 C1 C2 O1 2.0(3) . . . . ?
P1 O1 C2 C1 -2.2(3) . . . . ?
P1 O1 C2 C3 176.42(19) . . . . ?
C1 C2 C3 C4 -0.6(4) . . . . ?
O1 C2 C3 C4 -179.2(2) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C4 C5 C6 C1 -0.3(4) . . . . ?
C4 C5 C6 C7 175.8(2) . . . . ?
C2 C1 C6 C5 0.0(3) . . . . ?
Ni1 C1 C6 C5 177.37(18) . . . . ?
C2 C1 C6 C7 -176.7(2) . . . . ?
Ni1 C1 C6 C7 0.7(3) . . . . ?
C8 N1 C7 C6 179.44(19) . . . . ?
Ni1 N1 C7 C6 -1.0(3) . . . . ?
C5 C6 C7 N1 -176.2(2) . . . . ?
C1 C6 C7 N1 0.2(3) . . . . ?
C7 N1 C8 C13 75.3(3) . . . . ?
Ni1 N1 C8 C13 -104.2(2) . . . . ?
C7 N1 C8 C9 -107.5(2) . . . . ?
Ni1 N1 C8 C9 73.0(2) . . . . ?
C13 C8 C9 C10 -2.1(3) . . . . ?
N1 C8 C9 C10 -179.3(2) . . . . ?
C13 C8 C9 C14 179.3(2) . . . . ?
N1 C8 C9 C14 2.2(3) . . . . ?
C8 C9 C10 C11 1.2(4) . . . . ?
C14 C9 C10 C11 179.8(2) . . . . ?
C9 C10 C11 C12 0.0(4) . . . . ?
C10 C11 C12 C13 -0.5(4) . . . . ?
C11 C12 C13 C8 -0.3(4) . . . . ?
C11 C12 C13 C17 178.6(2) . . . . ?
C9 C8 C13 C12 1.7(3) . . . . ?
N1 C8 C13 C12 178.8(2) . . . . ?
C9 C8 C13 C17 -177.2(2) . . . . ?
N1 C8 C13 C17 -0.1(3) . . . . ?
C10 C9 C14 C15 54.4(3) . . . . ?
C8 C9 C14 C15 -127.1(3) . . . . ?
C10 C9 C14 C16 -70.3(3) . . . . ?
C8 C9 C14 C16 108.2(3) . . . . ?
C12 C13 C17 C18 61.4(3) . . . . ?
C8 C13 C17 C18 -119.7(3) . . . . ?
C12 C13 C17 C19 -63.3(3) . . . . ?
C8 C13 C17 C19 115.6(3) . . . . ?
O1 P1 C20 C22 -171.90(19) . . . . ?
C23 P1 C20 C22 -64.7(2) . . . . ?
Ni1 P1 C20 C22 72.7(2) . . . . ?
O1 P1 C20 C21 64.1(2) . . . . ?
C23 P1 C20 C21 171.34(19) . . . . ?
Ni1 P1 C20 C21 -51.3(2) . . . . ?
O1 P1 C23 C25 -65.34(19) . . . . ?
C20 P1 C23 C25 -172.11(18) . . . . ?
Ni1 P1 C23 C25 52.9(2) . . . . ?
O1 P1 C23 C24 58.2(2) . . . . ?
C20 P1 C23 C24 -48.5(2) . . . . ?
Ni1 P1 C23 C24 176.43(16) . . . . ?

_refine_diff_density_max         1.243
_refine_diff_density_min         -1.183
_refine_diff_density_rms         0.081


####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1883581'
_audit_update_record             
;
2018-12-06 deposited with the CCDC.
2018-12-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H39 B N Ni O P'
_chemical_formula_sum            'C25 H39 B N Ni O P'
_chemical_formula_weight         470.06

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'
P P 0.1023 0.0942 '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'
Ni Ni 0.3393 1.1124 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.5364(18)
_cell_length_b                   10.1575(12)
_cell_length_c                   16.462(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.059(3)
_cell_angle_gamma                90
_cell_volume                     2591.4(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4613
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   0.765
_exptl_transmission_factor_max   0.859
_exptl_crystal_size_max          0.342
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.826
_shelx_estimated_absorpt_T_min   0.765
_shelx_estimated_absorpt_T_max   0.859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  "Bruker APEX II CCD area detector'"
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24001
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.358
_diffrn_reflns_theta_max         28.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6879
_reflns_number_gt                5622
_reflns_threshold_expression     I>2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0415P)²+0.6011P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6879
_refine_ls_number_parameters     295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0332
_refine_ls_wR_factor_ref         0.0843
_refine_ls_wR_factor_gt          0.0780
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_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_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 0.23616(2) 0.53670(2) 0.28889(2) 0.01405(6) Uani 1 1 d . . . . .
P1 P 0.14639(3) 0.62543(4) 0.20262(2) 0.01577(9) Uani 1 1 d . . . . .
O1 O 0.15673(7) 0.78772(10) 0.20896(7) 0.0187(2) Uani 1 1 d . . . . .
N1 N 0.32300(8) 0.51129(12) 0.38113(8) 0.0153(3) Uani 1 1 d . . . . .
C1 C 0.26189(10) 0.71372(14) 0.30835(9) 0.0141(3) Uani 1 1 d . . . . .
B1 B 0.22008(14) 0.33089(17) 0.24886(12) 0.0246(4) Uani 1 1 d . . . . .
C2 C 0.22211(10) 0.81962(14) 0.26798(9) 0.0150(3) Uani 1 1 d . . . . .
C3 C 0.24479(10) 0.94895(14) 0.28605(9) 0.0173(3) Uani 1 1 d . . . . .
H3A H 0.2160 1.0199 0.2581 0.021 Uiso 1 1 calc R U . . .
C4 C 0.31097(10) 0.97258(15) 0.34629(9) 0.0178(3) Uani 1 1 d . . . . .
H4A H 0.3274 1.0606 0.3591 0.021 Uiso 1 1 calc R U . . .
C5 C 0.35317(10) 0.86883(15) 0.38778(9) 0.0176(3) Uani 1 1 d . . . . .
H5A H 0.3985 0.8857 0.4282 0.021 Uiso 1 1 calc R U . . .
C6 C 0.32786(10) 0.73935(14) 0.36910(9) 0.0150(3) Uani 1 1 d . . . . .
C7 C 0.16323(13) 0.59518(17) 0.09584(10) 0.0281(4) Uani 1 1 d . . . . .
H7A H 0.1529 0.4994 0.0851 0.034 Uiso 1 1 calc R U . . .
C8 C 0.25749(15) 0.6243(2) 0.08103(13) 0.0414(5) Uani 1 1 d . . . . .
H8A H 0.2683 0.6009 0.0249 0.062 Uiso 1 1 calc R U . . .
H8B H 0.2954 0.5723 0.1188 0.062 Uiso 1 1 calc R U . . .
H8C H 0.2692 0.7182 0.0899 0.062 Uiso 1 1 calc R U . . .
C9 C 0.10167(18) 0.6729(2) 0.03653(13) 0.0528(7) Uani 1 1 d . . . . .
H9A H 0.1152 0.6541 -0.0196 0.079 Uiso 1 1 calc R U . . .
H9B H 0.1086 0.7674 0.0473 0.079 Uiso 1 1 calc R U . . .
H9C H 0.0420 0.6469 0.0440 0.079 Uiso 1 1 calc R U . . .
C10 C 0.03179(11) 0.60582(18) 0.21759(13) 0.0327(4) Uani 1 1 d . . . . .
H10A H -0.0003 0.6788 0.1881 0.039 Uiso 1 1 calc R U . . .
C11 C 0.01726(14) 0.6178(2) 0.30779(15) 0.0480(6) Uani 1 1 d . . . . .
H11A H -0.0447 0.6263 0.3146 0.072 Uiso 1 1 calc R U . . .
H11B H 0.0474 0.6958 0.3303 0.072 Uiso 1 1 calc R U . . .
H11C H 0.0396 0.5391 0.3365 0.072 Uiso 1 1 calc R U . . .
C12 C -0.00302(14) 0.4742(2) 0.18241(19) 0.0560(7) Uani 1 1 d . . . . .
H12A H -0.0642 0.4657 0.1923 0.084 Uiso 1 1 calc R U . . .
H12B H 0.0294 0.4013 0.2088 0.084 Uiso 1 1 calc R U . . .
H12C H 0.0036 0.4719 0.1237 0.084 Uiso 1 1 calc R U . . .
C13 C 0.35964(10) 0.61938(15) 0.40749(9) 0.0171(3) Uani 1 1 d . . . . .
H13A H 0.4047 0.6196 0.4496 0.021 Uiso 1 1 calc R U . . .
C14 C 0.35013(10) 0.39032(15) 0.42131(9) 0.0156(3) Uani 1 1 d . . . . .
C15 C 0.42700(10) 0.33057(15) 0.40172(9) 0.0177(3) Uani 1 1 d . . . . .
C16 C 0.45572(11) 0.22177(16) 0.44852(10) 0.0216(3) Uani 1 1 d . . . . .
H16A H 0.5084 0.1800 0.4375 0.026 Uiso 1 1 calc R U . . .
C17 C 0.40855(11) 0.17418(15) 0.51052(10) 0.0220(3) Uani 1 1 d . . . . .
H17A H 0.4304 0.1031 0.5434 0.026 Uiso 1 1 calc R U . . .
C18 C 0.32947(11) 0.22987(15) 0.52484(10) 0.0208(3) Uani 1 1 d . . . . .
H18A H 0.2964 0.1940 0.5659 0.025 Uiso 1 1 calc R U . . .
C19 C 0.29778(10) 0.33827(15) 0.47949(9) 0.0172(3) Uani 1 1 d . . . . .
C20 C 0.47678(11) 0.37727(18) 0.33073(10) 0.0241(3) Uani 1 1 d . . . . .
H20A H 0.4418 0.4477 0.3015 0.029 Uiso 1 1 calc R U . . .
C21 C 0.48804(16) 0.2649(2) 0.27029(13) 0.0433(5) Uani 1 1 d . . . . .
H21A H 0.4315 0.2270 0.2536 0.065 Uiso 1 1 calc R U . . .
H21B H 0.5252 0.1968 0.2963 0.065 Uiso 1 1 calc R U . . .
H21C H 0.5146 0.2991 0.2223 0.065 Uiso 1 1 calc R U . . .
C22 C 0.56405(12) 0.4374(2) 0.35991(13) 0.0375(5) Uani 1 1 d . . . . .
H22A H 0.5547 0.5136 0.3947 0.056 Uiso 1 1 calc R U . . .
H22B H 0.5945 0.4654 0.3127 0.056 Uiso 1 1 calc R U . . .
H22C H 0.5987 0.3715 0.3910 0.056 Uiso 1 1 calc R U . . .
C23 C 0.21000(10) 0.39673(16) 0.49350(10) 0.0210(3) Uani 1 1 d . . . . .
H23A H 0.1977 0.4675 0.4521 0.025 Uiso 1 1 calc R U . . .
C24 C 0.13879(12) 0.2924(2) 0.48152(13) 0.0331(4) Uani 1 1 d . . . . .
H24A H 0.1421 0.2504 0.4282 0.050 Uiso 1 1 calc R U . . .
H24B H 0.0823 0.3344 0.4842 0.050 Uiso 1 1 calc R U . . .
H24C H 0.1466 0.2258 0.5245 0.050 Uiso 1 1 calc R U . . .
C25 C 0.20951(13) 0.45924(18) 0.57783(11) 0.0291(4) Uani 1 1 d . . . . .
H25A H 0.2526 0.5298 0.5828 0.044 Uiso 1 1 calc R U . . .
H25B H 0.2235 0.3923 0.6195 0.044 Uiso 1 1 calc R U . . .
H25C H 0.1522 0.4957 0.5852 0.044 Uiso 1 1 calc R U . . .
H4B H 0.2498(15) 0.257(2) 0.2797(14) 0.050(7) Uiso 1 1 d . . . . .
H2B H 0.1816(13) 0.394(2) 0.2971(12) 0.037(6) Uiso 1 1 d . . . . .
H3B H 0.1773(14) 0.306(2) 0.1989(13) 0.040(6) Uiso 1 1 d . . . . .
H1B H 0.2753(14) 0.405(2) 0.2268(13) 0.044(6) 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 C1 1.8648(14) . ?
Ni1 N1 1.9755(13) . ?
Ni1 P1 2.1199(4) . ?
Ni1 B1 2.2009(18) . ?
Ni1 H2B 1.69(2) . ?
Ni1 H1B 1.81(2) . ?
P1 O1 1.6588(11) . ?
P1 C7 1.8215(18) . ?
P1 C10 1.8256(18) . ?
O1 C2 1.3933(18) . ?
N1 C13 1.2973(19) . ?
N1 C14 1.4442(19) . ?
C1 C2 1.387(2) . ?
C1 C6 1.405(2) . ?
B1 H4B 1.00(2) . ?
B1 H2B 1.21(2) . ?
B1 H3B 1.05(2) . ?
B1 H1B 1.22(2) . ?
C2 C3 1.387(2) . ?
C3 C4 1.398(2) . ?
C3 H3A 0.9500 . ?
C4 C5 1.394(2) . ?
C4 H4A 0.9500 . ?
C5 C6 1.401(2) . ?
C5 H5A 0.9500 . ?
C6 C13 1.444(2) . ?
C7 C8 1.530(3) . ?
C7 C9 1.536(3) . ?
C7 H7A 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.523(3) . ?
C10 C12 1.540(3) . ?
C10 H10A 1.0000 . ?
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 H13A 0.9500 . ?
C14 C15 1.398(2) . ?
C14 C19 1.403(2) . ?
C15 C16 1.402(2) . ?
C15 C20 1.522(2) . ?
C16 C17 1.385(2) . ?
C16 H16A 0.9500 . ?
C17 C18 1.388(2) . ?
C17 H17A 0.9500 . ?
C18 C19 1.400(2) . ?
C18 H18A 0.9500 . ?
C19 C23 1.520(2) . ?
C20 C22 1.533(3) . ?
C20 C21 1.532(3) . ?
C20 H20A 1.0000 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C25 1.527(2) . ?
C23 C24 1.535(2) . ?
C23 H23A 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
C1 Ni1 N1 82.39(6) . . ?
C1 Ni1 P1 80.10(5) . . ?
N1 Ni1 P1 162.11(4) . . ?
C1 Ni1 B1 170.31(8) . . ?
N1 Ni1 B1 99.38(6) . . ?
P1 Ni1 B1 98.51(5) . . ?
C1 Ni1 H2B 156.3(7) . . ?
N1 Ni1 H2B 98.4(7) . . ?
P1 Ni1 H2B 96.1(7) . . ?
B1 Ni1 H2B 33.1(7) . . ?
C1 Ni1 H1B 137.0(7) . . ?
N1 Ni1 H1B 95.7(7) . . ?
P1 Ni1 H1B 99.6(7) . . ?
B1 Ni1 H1B 33.6(7) . . ?
H2B Ni1 H1B 66.7(10) . . ?
O1 P1 C7 102.04(7) . . ?
O1 P1 C10 101.01(7) . . ?
C7 P1 C10 108.66(9) . . ?
O1 P1 Ni1 108.92(4) . . ?
C7 P1 Ni1 116.24(6) . . ?
C10 P1 Ni1 117.70(7) . . ?
C2 O1 P1 109.73(9) . . ?
C13 N1 C14 117.38(12) . . ?
C13 N1 Ni1 113.97(10) . . ?
C14 N1 Ni1 128.65(10) . . ?
C2 C1 C6 118.39(13) . . ?
C2 C1 Ni1 125.65(11) . . ?
C6 C1 Ni1 115.96(11) . . ?
Ni1 B1 H4B 121.4(14) . . ?
Ni1 B1 H2B 49.4(10) . . ?
H4B B1 H2B 107.4(17) . . ?
Ni1 B1 H3B 121.1(12) . . ?
H4B B1 H3B 117.4(18) . . ?
H2B B1 H3B 109.1(15) . . ?
Ni1 B1 H1B 55.5(11) . . ?
H4B B1 H1B 107.8(17) . . ?
H2B B1 H1B 104.8(15) . . ?
H3B B1 H1B 109.7(15) . . ?
C3 C2 C1 122.29(14) . . ?
C3 C2 O1 122.11(13) . . ?
C1 C2 O1 115.59(13) . . ?
C2 C3 C4 118.54(14) . . ?
C2 C3 H3A 120.7 . . ?
C4 C3 H3A 120.7 . . ?
C5 C4 C3 120.97(14) . . ?
C5 C4 H4A 119.5 . . ?
C3 C4 H4A 119.5 . . ?
C4 C5 C6 119.16(14) . . ?
C4 C5 H5A 120.4 . . ?
C6 C5 H5A 120.4 . . ?
C5 C6 C1 120.64(14) . . ?
C5 C6 C13 127.91(14) . . ?
C1 C6 C13 111.41(13) . . ?
C8 C7 C9 111.05(18) . . ?
C8 C7 P1 109.00(13) . . ?
C9 C7 P1 113.66(15) . . ?
C8 C7 H7A 107.6 . . ?
C9 C7 H7A 107.6 . . ?
P1 C7 H7A 107.6 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C12 111.35(19) . . ?
C11 C10 P1 109.65(14) . . ?
C12 C10 P1 111.34(14) . . ?
C11 C10 H10A 108.1 . . ?
C12 C10 H10A 108.1 . . ?
P1 C10 H10A 108.1 . . ?
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 . . ?
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 . . ?
N1 C13 C6 116.07(13) . . ?
N1 C13 H13A 122.0 . . ?
C6 C13 H13A 122.0 . . ?
C15 C14 C19 122.68(14) . . ?
C15 C14 N1 119.36(13) . . ?
C19 C14 N1 117.95(13) . . ?
C14 C15 C16 117.35(15) . . ?
C14 C15 C20 122.05(14) . . ?
C16 C15 C20 120.56(14) . . ?
C17 C16 C15 121.05(15) . . ?
C17 C16 H16A 119.5 . . ?
C15 C16 H16A 119.5 . . ?
C18 C17 C16 120.26(14) . . ?
C18 C17 H17A 119.9 . . ?
C16 C17 H17A 119.9 . . ?
C17 C18 C19 120.80(15) . . ?
C17 C18 H18A 119.6 . . ?
C19 C18 H18A 119.6 . . ?
C18 C19 C14 117.47(15) . . ?
C18 C19 C23 120.79(14) . . ?
C14 C19 C23 121.74(14) . . ?
C15 C20 C22 111.70(14) . . ?
C15 C20 C21 110.74(15) . . ?
C22 C20 C21 111.16(16) . . ?
C15 C20 H20A 107.7 . . ?
C22 C20 H20A 107.7 . . ?
C21 C20 H20A 107.7 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C23 C25 111.26(14) . . ?
C19 C23 C24 110.92(14) . . ?
C25 C23 C24 110.74(15) . . ?
C19 C23 H23A 107.9 . . ?
C25 C23 H23A 107.9 . . ?
C24 C23 H23A 107.9 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
C7 P1 O1 C2 -122.48(11) . . . . ?
C10 P1 O1 C2 125.51(12) . . . . ?
Ni1 P1 O1 C2 0.95(11) . . . . ?
N1 Ni1 C1 C2 -176.58(14) . . . . ?
P1 Ni1 C1 C2 -0.25(13) . . . . ?
N1 Ni1 C1 C6 3.82(11) . . . . ?
P1 Ni1 C1 C6 -179.85(12) . . . . ?
C6 C1 C2 C3 -0.5(2) . . . . ?
Ni1 C1 C2 C3 179.88(12) . . . . ?
C6 C1 C2 O1 -179.45(13) . . . . ?
Ni1 C1 C2 O1 1.0(2) . . . . ?
P1 O1 C2 C3 179.91(12) . . . . ?
P1 O1 C2 C1 -1.17(16) . . . . ?
C1 C2 C3 C4 1.0(2) . . . . ?
O1 C2 C3 C4 179.82(14) . . . . ?
C2 C3 C4 C5 -0.3(2) . . . . ?
C3 C4 C5 C6 -0.7(2) . . . . ?
C4 C5 C6 C1 1.1(2) . . . . ?
C4 C5 C6 C13 -176.42(15) . . . . ?
C2 C1 C6 C5 -0.5(2) . . . . ?
Ni1 C1 C6 C5 179.08(12) . . . . ?
C2 C1 C6 C13 177.39(13) . . . . ?
Ni1 C1 C6 C13 -2.98(17) . . . . ?
O1 P1 C7 C8 68.48(13) . . . . ?
C10 P1 C7 C8 174.62(13) . . . . ?
Ni1 P1 C7 C8 -49.86(14) . . . . ?
O1 P1 C7 C9 -55.97(16) . . . . ?
C10 P1 C7 C9 50.17(17) . . . . ?
Ni1 P1 C7 C9 -174.31(13) . . . . ?
O1 P1 C10 C11 -78.47(13) . . . . ?
C7 P1 C10 C11 174.68(13) . . . . ?
Ni1 P1 C10 C11 39.90(15) . . . . ?
O1 P1 C10 C12 157.85(16) . . . . ?
C7 P1 C10 C12 51.00(18) . . . . ?
Ni1 P1 C10 C12 -83.78(17) . . . . ?
C14 N1 C13 C6 -176.73(13) . . . . ?
Ni1 N1 C13 C6 3.56(17) . . . . ?
C5 C6 C13 N1 177.21(15) . . . . ?
C1 C6 C13 N1 -0.5(2) . . . . ?
C13 N1 C14 C15 -79.37(18) . . . . ?
Ni1 N1 C14 C15 100.28(15) . . . . ?
C13 N1 C14 C19 100.05(17) . . . . ?
Ni1 N1 C14 C19 -80.30(17) . . . . ?
C19 C14 C15 C16 -6.4(2) . . . . ?
N1 C14 C15 C16 173.04(13) . . . . ?
C19 C14 C15 C20 171.50(15) . . . . ?
N1 C14 C15 C20 -9.1(2) . . . . ?
C14 C15 C16 C17 1.3(2) . . . . ?
C20 C15 C16 C17 -176.57(15) . . . . ?
C15 C16 C17 C18 3.1(2) . . . . ?
C16 C17 C18 C19 -2.8(2) . . . . ?
C17 C18 C19 C14 -2.0(2) . . . . ?
C17 C18 C19 C23 178.20(15) . . . . ?
C15 C14 C19 C18 6.7(2) . . . . ?
N1 C14 C19 C18 -172.71(13) . . . . ?
C15 C14 C19 C23 -173.50(14) . . . . ?
N1 C14 C19 C23 7.1(2) . . . . ?
C14 C15 C20 C22 113.18(18) . . . . ?
C16 C15 C20 C22 -69.0(2) . . . . ?
C14 C15 C20 C21 -122.35(18) . . . . ?
C16 C15 C20 C21 55.4(2) . . . . ?
C18 C19 C23 C25 66.50(19) . . . . ?
C14 C19 C23 C25 -113.30(17) . . . . ?
C18 C19 C23 C24 -57.2(2) . . . . ?
C14 C19 C23 C24 122.95(17) . . . . ?

_refine_diff_density_max         0.539
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.062

_shelxl_version_number           2014/6

