# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_2b
_database_code_depnum_ccdc_archive 'CCDC 1418625'
_audit_update_record             
;
2015-08-13 deposited with the CCDC.
2015-10-29 downloaded from the CCDC.
;

_vrf_PLAT301_jonsc01             
; 
PROBLEM: _G Main Residue Disorder ............ Percentage = 27 
RESPONSE: Two tert-butyl groups (bonded to P2) are modeled as disordered 
over two positions (63:37). 
;

_vrf_PLAT860_jonsc01             
; 
PROBLEM: _G Number of Least-Squares Restraints ............. 24 
RESPONSE: Corresponding bond lengths and angles between the two positions 
of the disordered tert-butyl groups were restrained to be similar. 
Anisotropic displacement parameters for pairs of proximal atoms from 
the two positions were constrained to be equivalent. 
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 (4-MeO-t-BuPOCOP)NiCl 
;
_chemical_name_common            jonsc01
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H41 Cl Ni O3 P2'
_chemical_formula_sum            'C23 H41 Cl Ni O3 P2'
_chemical_formula_weight         521.66

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'
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'
Cl Cl 0.1484 0.1585 '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/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                   14.485(4)
_cell_length_b                   7.985(2)
_cell_length_c                   23.646(7)
_cell_angle_alpha                90
_cell_angle_beta                 106.418(6)
_cell_angle_gamma                90
_cell_volume                     2623.3(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(5)
_cell_measurement_reflns_used    4051
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      31.06

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.984
_shelx_estimated_absorpt_T_min   0.827
_shelx_estimated_absorpt_T_max   0.891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6714
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.0(5)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD platform'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45634
_diffrn_reflns_av_unetI/netI     0.0763
_diffrn_reflns_av_R_equivalents  0.0967
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.796
_diffrn_reflns_theta_max         32.181
_diffrn_reflns_theta_full        32.030
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9223
_reflns_number_gt                5960
_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       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_structure_solution    'SIR2011 (Burla et al., 2012)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_refine_special_details          
; 
 Two tert-butyl groups (bonded to P2) are modeled as disordered over 
 two positions (63:37). Corresponding bond lengths and angles between 
 the two positions of the disordered tert-butyl groups were restrained 
 to be similar. Anisotropic displacement parameters for pairs of 
 proximal atoms from the two positions were constrained to be equivalent. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0351P)²+1.4991P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9223
_refine_ls_number_parameters     315
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0934
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.1087
_refine_ls_wR_factor_gt          0.0939
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.026
_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 0.73196(2) 0.09495(4) 0.86844(2) 0.01656(7) Uani 1 1 d . . . . .
Cl1 Cl 0.70627(5) -0.04300(8) 0.78467(3) 0.02803(14) Uani 1 1 d . . . . .
P1 P 0.87003(4) 0.20230(8) 0.86875(2) 0.01620(12) Uani 1 1 d . . . . .
P2 P 0.60564(4) 0.01502(8) 0.89465(3) 0.01880(13) Uani 1 1 d D . . . .
O1 O 0.90666(11) 0.3100(2) 0.93074(7) 0.0189(3) Uani 1 1 d . . . . .
O2 O 0.60790(11) 0.1243(2) 0.95411(7) 0.0224(4) Uani 1 1 d . . . . .
C1 C 0.75560(16) 0.2154(3) 0.93920(9) 0.0168(4) Uani 1 1 d . . . . .
C2 C 0.83903(15) 0.3104(3) 0.96233(9) 0.0163(4) Uani 1 1 d . . . . .
C3 C 0.85780(15) 0.4025(3) 1.01335(9) 0.0170(4) Uani 1 1 d . . . . .
H3 H 0.9152 0.4663 1.0267 0.020 Uiso 1 1 calc R U . . .
C4 C 0.78995(16) 0.3995(3) 1.04504(9) 0.0179(4) Uani 1 1 d . . . . .
C5 C 0.70586(17) 0.3071(3) 1.02546(10) 0.0208(5) Uani 1 1 d . . . . .
H5 H 0.6596 0.3047 1.0470 0.025 Uiso 1 1 calc R U . . .
C6 C 0.69165(16) 0.2184(3) 0.97331(9) 0.0177(4) Uani 1 1 d . . . . .
C7 C 0.86965(17) 0.3692(3) 0.81414(10) 0.0207(5) Uani 1 1 d . . . . .
C8 C 0.79892(19) 0.5008(3) 0.82494(12) 0.0289(6) Uani 1 1 d . . . . .
H8A H 0.7925 0.5922 0.7964 0.043 Uiso 1 1 calc R U . . .
H8B H 0.8233 0.5453 0.8650 0.043 Uiso 1 1 calc R U . . .
H8C H 0.7359 0.4487 0.8202 0.043 Uiso 1 1 calc R U . . .
C9 C 0.83153(19) 0.3036(3) 0.75090(10) 0.0273(6) Uani 1 1 d . . . . .
H9A H 0.8264 0.3965 0.7231 0.041 Uiso 1 1 calc R U . . .
H9B H 0.7679 0.2531 0.7455 0.041 Uiso 1 1 calc R U . . .
H9C H 0.8759 0.2190 0.7436 0.041 Uiso 1 1 calc R U . . .
C10 C 0.96804(19) 0.4516(3) 0.82338(11) 0.0282(6) Uani 1 1 d . . . . .
H10A H 0.9609 0.5537 0.7995 0.042 Uiso 1 1 calc R U . . .
H10B H 1.0114 0.3738 0.8114 0.042 Uiso 1 1 calc R U . . .
H10C H 0.9949 0.4803 0.8651 0.042 Uiso 1 1 calc R U . . .
C11 C 0.96964(17) 0.0489(3) 0.87893(11) 0.0225(5) Uani 1 1 d . . . . .
C12 C 0.94494(19) -0.0901(3) 0.91691(12) 0.0305(6) Uani 1 1 d . . . . .
H12A H 0.9974 -0.1722 0.9270 0.046 Uiso 1 1 calc R U . . .
H12B H 0.8853 -0.1457 0.8949 0.046 Uiso 1 1 calc R U . . .
H12C H 0.9364 -0.0415 0.9531 0.046 Uiso 1 1 calc R U . . .
C13 C 0.9726(2) -0.0247(4) 0.81986(12) 0.0349(7) Uani 1 1 d . . . . .
H13A H 1.0169 -0.1201 0.8268 0.052 Uiso 1 1 calc R U . . .
H13B H 0.9948 0.0610 0.7970 0.052 Uiso 1 1 calc R U . . .
H13C H 0.9080 -0.0621 0.7979 0.052 Uiso 1 1 calc R U . . .
C14 C 1.06817(17) 0.1220(4) 0.91123(12) 0.0285(6) Uani 1 1 d . . . . .
H14A H 1.1166 0.0329 0.9189 0.043 Uiso 1 1 calc R U . . .
H14B H 1.0655 0.1710 0.9487 0.043 Uiso 1 1 calc R U . . .
H14C H 1.0855 0.2089 0.8868 0.043 Uiso 1 1 calc R U . . .
C15 C 0.4820(4) 0.0614(9) 0.8486(3) 0.0256(14) Uani 0.626(3) 1 d D U P A 1
C16 C 0.4553(3) -0.0755(8) 0.80089(19) 0.0418(12) Uani 0.626(3) 1 d D . P A 1
H16A H 0.4467 -0.1825 0.8191 0.063 Uiso 0.626(3) 1 calc R U P A 1
H16B H 0.5068 -0.0862 0.7818 0.063 Uiso 0.626(3) 1 calc R U P A 1
H16C H 0.3952 -0.0449 0.7714 0.063 Uiso 0.626(3) 1 calc R U P A 1
C17 C 0.4951(5) 0.2315(9) 0.8219(2) 0.0480(17) Uani 0.626(3) 1 d D U P A 1
H17A H 0.5461 0.2232 0.8023 0.072 Uiso 0.626(3) 1 calc R U P A 1
H17B H 0.5127 0.3158 0.8532 0.072 Uiso 0.626(3) 1 calc R U P A 1
H17C H 0.4347 0.2643 0.7931 0.072 Uiso 0.626(3) 1 calc R U P A 1
C18 C 0.4031(12) 0.0769(18) 0.8796(8) 0.0298(16) Uani 0.626(3) 1 d D . P A 1
H18A H 0.3428 0.1111 0.8509 0.045 Uiso 0.626(3) 1 calc R U P A 1
H18B H 0.4218 0.1611 0.9109 0.045 Uiso 0.626(3) 1 calc R U P A 1
H18C H 0.3939 -0.0314 0.8967 0.045 Uiso 0.626(3) 1 calc R U P A 1
C19 C 0.6181(4) -0.1957(5) 0.93146(19) 0.0217(10) Uani 0.626(3) 1 d D . P A 1
C20 C 0.6382(4) -0.3255(6) 0.8880(2) 0.0350(9) Uani 0.626(3) 1 d D . P A 1
H20A H 0.6642 -0.4280 0.9095 0.052 Uiso 0.626(3) 1 calc R U P A 1
H20B H 0.6851 -0.2794 0.8694 0.052 Uiso 0.626(3) 1 calc R U P A 1
H20C H 0.5782 -0.3515 0.8577 0.052 Uiso 0.626(3) 1 calc R U P A 1
C21 C 0.7070(3) -0.1890(6) 0.9850(2) 0.0311(9) Uani 0.626(3) 1 d D . P A 1
H21A H 0.6956 -0.1099 1.0140 0.047 Uiso 0.626(3) 1 calc R U P A 1
H21B H 0.7627 -0.1523 0.9725 0.047 Uiso 0.626(3) 1 calc R U P A 1
H21C H 0.7195 -0.3006 1.0028 0.047 Uiso 0.626(3) 1 calc R U P A 1
C22 C 0.5316(12) -0.250(4) 0.9513(8) 0.0313(8) Uani 0.626(3) 1 d D . P A 1
H22A H 0.5464 -0.3560 0.9731 0.047 Uiso 0.626(3) 1 calc R U P A 1
H22B H 0.4760 -0.2663 0.9167 0.047 Uiso 0.626(3) 1 calc R U P A 1
H22C H 0.5167 -0.1642 0.9769 0.047 Uiso 0.626(3) 1 calc R U P A 1
C15' C 0.4915(7) 0.0989(16) 0.8448(5) 0.0256(14) Uani 0.374(3) 1 d D . P A 5
C16' C 0.4658(6) 0.0415(13) 0.7804(3) 0.0418(12) Uani 0.374(3) 1 d D . P A 5
H16D H 0.4108 0.1063 0.7570 0.063 Uiso 0.374(3) 1 calc R U P A 5
H16E H 0.4492 -0.0778 0.7781 0.063 Uiso 0.374(3) 1 calc R U P A 5
H16F H 0.5211 0.0591 0.7650 0.063 Uiso 0.374(3) 1 calc R U P A 5
C17' C 0.5046(9) 0.2904(15) 0.8465(4) 0.0480(17) Uani 0.374(3) 1 d D . P A 5
H17D H 0.4477 0.3429 0.8198 0.072 Uiso 0.374(3) 1 calc R U P A 5
H17E H 0.5617 0.3192 0.8341 0.072 Uiso 0.374(3) 1 calc R U P A 5
H17F H 0.5127 0.3309 0.8868 0.072 Uiso 0.374(3) 1 calc R U P A 5
C18' C 0.409(2) 0.056(3) 0.8713(14) 0.0298(16) Uani 0.374(3) 1 d D . P A 5
H18D H 0.4277 0.0863 0.9132 0.045 Uiso 0.374(3) 1 calc R U P A 5
H18E H 0.3957 -0.0644 0.8671 0.045 Uiso 0.374(3) 1 calc R U P A 5
H18F H 0.3513 0.1186 0.8505 0.045 Uiso 0.374(3) 1 calc R U P A 5
C19' C 0.6031(7) -0.2112(8) 0.9101(3) 0.0217(10) Uani 0.374(3) 1 d D . P A 5
C20' C 0.5755(6) -0.3136(10) 0.8533(4) 0.0350(9) Uani 0.374(3) 1 d D . P A 5
H20D H 0.6095 -0.2699 0.8260 0.052 Uiso 0.374(3) 1 calc R U P A 5
H20E H 0.5059 -0.3057 0.8351 0.052 Uiso 0.374(3) 1 calc R U P A 5
H20F H 0.5934 -0.4310 0.8623 0.052 Uiso 0.374(3) 1 calc R U P A 5
C21' C 0.7059(5) -0.2451(10) 0.9433(3) 0.0311(9) Uani 0.374(3) 1 d D . P A 5
H21D H 0.7259 -0.1680 0.9768 0.047 Uiso 0.374(3) 1 calc R U P A 5
H21E H 0.7468 -0.2287 0.9171 0.047 Uiso 0.374(3) 1 calc R U P A 5
H21F H 0.7122 -0.3608 0.9577 0.047 Uiso 0.374(3) 1 calc R U P A 5
C22' C 0.537(2) -0.249(7) 0.9481(14) 0.0313(8) Uani 0.374(3) 1 d D . P A 5
H22D H 0.5493 -0.3626 0.9643 0.047 Uiso 0.374(3) 1 calc R U P A 5
H22E H 0.4695 -0.2413 0.9240 0.047 Uiso 0.374(3) 1 calc R U P A 5
H22F H 0.5481 -0.1681 0.9805 0.047 Uiso 0.374(3) 1 calc R U P A 5
O3 O 0.81161(12) 0.4930(2) 1.09522(7) 0.0230(4) Uani 1 1 d . . . . .
C23 C 0.74308(19) 0.4986(4) 1.12809(11) 0.0294(6) Uani 1 1 d . . . . .
H23A H 0.7690 0.5648 1.1640 0.044 Uiso 1 1 calc R U . . .
H23B H 0.7295 0.3845 1.1388 0.044 Uiso 1 1 calc R U . . .
H23C H 0.6835 0.5503 1.1041 0.044 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 1.876(2) . ?
Ni1 P1 2.1740(9) . ?
Ni1 P2 2.1863(9) . ?
Ni1 Cl1 2.2043(8) . ?
P1 O1 1.6523(17) . ?
P1 C7 1.855(2) . ?
P1 C11 1.856(2) . ?
P2 O2 1.6469(18) . ?
P2 C19' 1.845(6) . ?
P2 C15 1.851(4) . ?
P2 C15' 1.863(7) . ?
P2 C19 1.879(4) . ?
O1 C2 1.390(3) . ?
O2 C6 1.390(3) . ?
C1 C6 1.390(3) . ?
C1 C2 1.400(3) . ?
C2 C3 1.373(3) . ?
C3 C4 1.394(3) . ?
C3 H3 0.9500 . ?
C4 O3 1.361(3) . ?
C4 C5 1.387(3) . ?
C5 C6 1.386(3) . ?
C5 H5 0.9500 . ?
C7 C10 1.528(3) . ?
C7 C9 1.533(3) . ?
C7 C8 1.538(4) . ?
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 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C13 1.527(4) . ?
C11 C14 1.531(3) . ?
C11 C12 1.533(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C18 1.526(8) . ?
C15 C17 1.532(7) . ?
C15 C16 1.540(8) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C22 1.521(9) . ?
C19 C21 1.531(6) . ?
C19 C20 1.544(6) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C15' C16' 1.532(12) . ?
C15' C18' 1.535(13) . ?
C15' C17' 1.540(13) . ?
C16' H16D 0.9800 . ?
C16' H16E 0.9800 . ?
C16' H16F 0.9800 . ?
C17' H17D 0.9800 . ?
C17' H17E 0.9800 . ?
C17' H17F 0.9800 . ?
C18' H18D 0.9800 . ?
C18' H18E 0.9800 . ?
C18' H18F 0.9800 . ?
C19' C21' 1.499(10) . ?
C19' C22' 1.522(13) . ?
C19' C20' 1.526(9) . ?
C20' H20D 0.9800 . ?
C20' H20E 0.9800 . ?
C20' H20F 0.9800 . ?
C21' H21D 0.9800 . ?
C21' H21E 0.9800 . ?
C21' H21F 0.9800 . ?
C22' H22D 0.9800 . ?
C22' H22E 0.9800 . ?
C22' H22F 0.9800 . ?
O3 C23 1.424(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 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 P1 81.89(7) . . ?
C1 Ni1 P2 81.56(7) . . ?
P1 Ni1 P2 163.12(3) . . ?
C1 Ni1 Cl1 178.78(8) . . ?
P1 Ni1 Cl1 96.98(3) . . ?
P2 Ni1 Cl1 99.59(3) . . ?
O1 P1 C7 100.41(10) . . ?
O1 P1 C11 100.68(10) . . ?
C7 P1 C11 114.44(11) . . ?
O1 P1 Ni1 105.82(6) . . ?
C7 P1 Ni1 117.34(8) . . ?
C11 P1 Ni1 114.90(9) . . ?
O2 P2 C19' 110.2(3) . . ?
O2 P2 C15 100.3(2) . . ?
O2 P2 C15' 98.6(4) . . ?
C19' P2 C15' 114.4(5) . . ?
O2 P2 C19 95.89(16) . . ?
C15 P2 C19 113.7(3) . . ?
O2 P2 Ni1 105.73(6) . . ?
C19' P2 Ni1 114.0(3) . . ?
C15 P2 Ni1 121.6(2) . . ?
C15' P2 Ni1 112.3(4) . . ?
C19 P2 Ni1 114.48(17) . . ?
C2 O1 P1 112.31(14) . . ?
C6 O2 P2 111.73(14) . . ?
C6 C1 C2 114.0(2) . . ?
C6 C1 Ni1 122.88(17) . . ?
C2 C1 Ni1 123.08(17) . . ?
C3 C2 O1 118.62(19) . . ?
C3 C2 C1 124.6(2) . . ?
O1 C2 C1 116.78(19) . . ?
C2 C3 C4 117.9(2) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
O3 C4 C5 123.1(2) . . ?
O3 C4 C3 115.8(2) . . ?
C5 C4 C3 121.1(2) . . ?
C6 C5 C4 117.7(2) . . ?
C6 C5 H5 121.2 . . ?
C4 C5 H5 121.2 . . ?
C5 C6 C1 124.7(2) . . ?
C5 C6 O2 117.6(2) . . ?
C1 C6 O2 117.7(2) . . ?
C10 C7 C9 110.5(2) . . ?
C10 C7 C8 108.7(2) . . ?
C9 C7 C8 108.8(2) . . ?
C10 C7 P1 113.00(16) . . ?
C9 C7 P1 111.27(17) . . ?
C8 C7 P1 104.26(17) . . ?
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 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C13 C11 C14 109.9(2) . . ?
C13 C11 C12 109.2(2) . . ?
C14 C11 C12 108.8(2) . . ?
C13 C11 P1 110.92(17) . . ?
C14 C11 P1 113.21(18) . . ?
C12 C11 P1 104.62(17) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C18 C15 C17 108.8(7) . . ?
C18 C15 C16 110.0(6) . . ?
C17 C15 C16 111.2(5) . . ?
C18 C15 P2 117.8(9) . . ?
C17 C15 P2 102.0(4) . . ?
C16 C15 P2 106.9(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 C19 C21 109.1(9) . . ?
C22 C19 C20 109.9(10) . . ?
C21 C19 C20 107.5(4) . . ?
C22 C19 P2 114.9(13) . . ?
C21 C19 P2 107.5(3) . . ?
C20 C19 P2 107.7(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C16' C15' C18' 109.9(13) . . ?
C16' C15' C17' 108.5(9) . . ?
C18' C15' C17' 108.4(12) . . ?
C16' C15' P2 116.3(8) . . ?
C18' C15' P2 108.4(16) . . ?
C17' C15' P2 105.1(7) . . ?
C15' C16' H16D 109.5 . . ?
C15' C16' H16E 109.5 . . ?
H16D C16' H16E 109.5 . . ?
C15' C16' H16F 109.5 . . ?
H16D C16' H16F 109.5 . . ?
H16E C16' H16F 109.5 . . ?
C15' C17' H17D 109.5 . . ?
C15' C17' H17E 109.5 . . ?
H17D C17' H17E 109.5 . . ?
C15' C17' H17F 109.5 . . ?
H17D C17' H17F 109.5 . . ?
H17E C17' H17F 109.5 . . ?
C15' C18' H18D 109.5 . . ?
C15' C18' H18E 109.5 . . ?
H18D C18' H18E 109.5 . . ?
C15' C18' H18F 109.5 . . ?
H18D C18' H18F 109.5 . . ?
H18E C18' H18F 109.5 . . ?
C21' C19' C22' 110.8(16) . . ?
C21' C19' C20' 109.8(7) . . ?
C22' C19' C20' 111.2(15) . . ?
C21' C19' P2 102.0(5) . . ?
C22' C19' P2 111(2) . . ?
C20' C19' P2 111.4(5) . . ?
C19' C20' H20D 109.5 . . ?
C19' C20' H20E 109.5 . . ?
H20D C20' H20E 109.5 . . ?
C19' C20' H20F 109.5 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 109.5 . . ?
C19' C21' H21D 109.5 . . ?
C19' C21' H21E 109.5 . . ?
H21D C21' H21E 109.5 . . ?
C19' C21' H21F 109.5 . . ?
H21D C21' H21F 109.5 . . ?
H21E C21' H21F 109.5 . . ?
C19' C22' H22D 109.5 . . ?
C19' C22' H22E 109.5 . . ?
H22D C22' H22E 109.5 . . ?
C19' C22' H22F 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 109.5 . . ?
C4 O3 C23 117.94(19) . . ?
O3 C23 H23A 109.5 . . ?
O3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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 118.93(16) . . . . ?
C11 P1 O1 C2 -123.50(16) . . . . ?
Ni1 P1 O1 C2 -3.58(16) . . . . ?
C19' P2 O2 C6 117.4(4) . . . . ?
C15 P2 O2 C6 -133.4(3) . . . . ?
C15' P2 O2 C6 -122.5(5) . . . . ?
C19 P2 O2 C6 111.2(2) . . . . ?
Ni1 P2 O2 C6 -6.28(16) . . . . ?
P1 Ni1 C1 C6 179.0(2) . . . . ?
P2 Ni1 C1 C6 -4.37(18) . . . . ?
P1 Ni1 C1 C2 -0.93(18) . . . . ?
P2 Ni1 C1 C2 175.7(2) . . . . ?
P1 O1 C2 C3 -176.65(17) . . . . ?
P1 O1 C2 C1 3.3(2) . . . . ?
C6 C1 C2 C3 -1.2(3) . . . . ?
Ni1 C1 C2 C3 178.71(18) . . . . ?
C6 C1 C2 O1 178.88(19) . . . . ?
Ni1 C1 C2 O1 -1.2(3) . . . . ?
O1 C2 C3 C4 -179.0(2) . . . . ?
C1 C2 C3 C4 1.1(4) . . . . ?
C2 C3 C4 O3 -179.9(2) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
O3 C4 C5 C6 179.3(2) . . . . ?
C3 C4 C5 C6 -0.1(4) . . . . ?
C4 C5 C6 C1 0.0(4) . . . . ?
C4 C5 C6 O2 179.2(2) . . . . ?
C2 C1 C6 C5 0.6(3) . . . . ?
Ni1 C1 C6 C5 -179.27(19) . . . . ?
C2 C1 C6 O2 -178.62(19) . . . . ?
Ni1 C1 C6 O2 1.5(3) . . . . ?
P2 O2 C6 C5 -175.51(18) . . . . ?
P2 O2 C6 C1 3.8(3) . . . . ?
O1 P1 C7 C10 58.42(19) . . . . ?
C11 P1 C7 C10 -48.5(2) . . . . ?
Ni1 P1 C7 C10 172.44(15) . . . . ?
O1 P1 C7 C9 -176.52(17) . . . . ?
C11 P1 C7 C9 76.6(2) . . . . ?
Ni1 P1 C7 C9 -62.51(19) . . . . ?
O1 P1 C7 C8 -59.41(17) . . . . ?
C11 P1 C7 C8 -166.30(15) . . . . ?
Ni1 P1 C7 C8 54.61(17) . . . . ?
O1 P1 C11 C13 -159.65(19) . . . . ?
C7 P1 C11 C13 -52.9(2) . . . . ?
Ni1 P1 C11 C13 87.18(19) . . . . ?
O1 P1 C11 C14 -35.6(2) . . . . ?
C7 P1 C11 C14 71.1(2) . . . . ?
Ni1 P1 C11 C14 -148.78(16) . . . . ?
O1 P1 C11 C12 82.75(17) . . . . ?
C7 P1 C11 C12 -170.53(16) . . . . ?
Ni1 P1 C11 C12 -30.42(18) . . . . ?
O2 P2 C15 C18 -36.7(7) . . . . ?
C19' P2 C15 C18 77.4(8) . . . . ?
C15' P2 C15 C18 -119(4) . . . . ?
C19 P2 C15 C18 64.5(7) . . . . ?
Ni1 P2 C15 C18 -152.4(6) . . . . ?
O2 P2 C15 C17 82.3(4) . . . . ?
C19' P2 C15 C17 -163.7(5) . . . . ?
C15' P2 C15 C17 0(3) . . . . ?
C19 P2 C15 C17 -176.6(4) . . . . ?
Ni1 P2 C15 C17 -33.5(5) . . . . ?
O2 P2 C15 C16 -161.0(4) . . . . ?
C19' P2 C15 C16 -46.9(5) . . . . ?
C15' P2 C15 C16 117(4) . . . . ?
C19 P2 C15 C16 -59.8(5) . . . . ?
Ni1 P2 C15 C16 83.3(4) . . . . ?
O2 P2 C19 C22 68.2(9) . . . . ?
C19' P2 C19 C22 -89.7(18) . . . . ?
C15 P2 C19 C22 -35.8(9) . . . . ?
C15' P2 C19 C22 -36.5(10) . . . . ?
Ni1 P2 C19 C22 178.4(9) . . . . ?
O2 P2 C19 C21 -53.5(3) . . . . ?
C19' P2 C19 C21 148.7(19) . . . . ?
C15 P2 C19 C21 -157.4(4) . . . . ?
C15' P2 C19 C21 -158.1(6) . . . . ?
Ni1 P2 C19 C21 56.8(3) . . . . ?
O2 P2 C19 C20 -169.0(3) . . . . ?
C19' P2 C19 C20 33.1(15) . . . . ?
C15 P2 C19 C20 87.0(4) . . . . ?
C15' P2 C19 C20 86.3(6) . . . . ?
Ni1 P2 C19 C20 -58.8(3) . . . . ?
O2 P2 C15' C16' 174.1(8) . . . . ?
C19' P2 C15' C16' -69.0(10) . . . . ?
C15 P2 C15' C16' -86(3) . . . . ?
C19 P2 C15' C16' -82.6(10) . . . . ?
Ni1 P2 C15' C16' 63.1(10) . . . . ?
O2 P2 C15' C18' -61.6(12) . . . . ?
C19' P2 C15' C18' 55.4(13) . . . . ?
C15 P2 C15' C18' 38(3) . . . . ?
C19 P2 C15' C18' 41.7(13) . . . . ?
Ni1 P2 C15' C18' -172.6(11) . . . . ?
O2 P2 C15' C17' 54.1(8) . . . . ?
C19' P2 C15' C17' 171.0(7) . . . . ?
C15 P2 C15' C17' 154(4) . . . . ?
C19 P2 C15' C17' 157.4(6) . . . . ?
Ni1 P2 C15' C17' -56.9(9) . . . . ?
O2 P2 C19' C21' -77.4(6) . . . . ?
C15 P2 C19' C21' 175.9(5) . . . . ?
C15' P2 C19' C21' 172.6(6) . . . . ?
C19 P2 C19' C21' -53.8(14) . . . . ?
Ni1 P2 C19' C21' 41.3(6) . . . . ?
O2 P2 C19' C22' 40.9(15) . . . . ?
C15 P2 C19' C22' -65.9(15) . . . . ?
C15' P2 C19' C22' -69.1(15) . . . . ?
C19 P2 C19' C22' 64(2) . . . . ?
Ni1 P2 C19' C22' 159.6(14) . . . . ?
O2 P2 C19' C20' 165.6(5) . . . . ?
C15 P2 C19' C20' 58.9(7) . . . . ?
C15' P2 C19' C20' 55.6(9) . . . . ?
C19 P2 C19' C20' -171(2) . . . . ?
Ni1 P2 C19' C20' -75.7(6) . . . . ?
C5 C4 O3 C23 -1.6(3) . . . . ?
C3 C4 O3 C23 177.9(2) . . . . ?

_refine_diff_density_max         0.711
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.099

_shelxl_version_number           2013-4


#===END
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2/pentane'
####################################################################### 
# 
# 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_2c
_database_code_depnum_ccdc_archive 'CCDC 1418626'
_audit_update_record             
;
2015-08-13 deposited with the CCDC.
2015-10-29 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 (4-Me-t-BuPOCOP)NiCl
;
_chemical_name_common            jonsc05
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H41 Cl Ni O2 P2'
_chemical_formula_sum            'C23 H41 Cl Ni O2 P2'
_chemical_formula_weight         505.66

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'
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'
Cl Cl 0.1484 0.1585 '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                   9.8433(17)
_cell_length_b                   19.618(3)
_cell_length_c                   13.982(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.052(4)
_cell_angle_gamma                90
_cell_volume                     2607.5(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(5)
_cell_measurement_reflns_used    4087
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      35.37

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.985
_shelx_estimated_absorpt_T_min   0.791
_shelx_estimated_absorpt_T_max   0.925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5872
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.0(5)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD platform'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            69051
_diffrn_reflns_av_unetI/netI     0.0729
_diffrn_reflns_av_R_equivalents  0.0951
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.831
_diffrn_reflns_theta_max         36.359
_diffrn_reflns_theta_full        36.320
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12656
_reflns_number_gt                8216
_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       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_structure_solution    'SIR2011 (Burla et al., 2012)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_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)+(0.0438P)²+0.5564P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12656
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1123
_refine_ls_wR_factor_gt          0.0973
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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 0.49460(2) 0.25273(2) 0.75783(2) 0.01285(5) Uani 1 1 d . . . . .
Cl1 Cl 0.58079(5) 0.18993(2) 0.65743(4) 0.02544(10) Uani 1 1 d . . . . .
P1 P 0.61310(4) 0.34462(2) 0.74797(3) 0.01311(8) Uani 1 1 d . . . . .
P2 P 0.35258(5) 0.17856(2) 0.79493(3) 0.01258(8) Uani 1 1 d . . . . .
O1 O 0.57212(13) 0.39954(6) 0.82561(9) 0.0167(2) Uani 1 1 d . . . . .
O2 O 0.26689(12) 0.21909(6) 0.86516(9) 0.0143(2) Uani 1 1 d . . . . .
C1 C 0.42098(17) 0.30777(8) 0.84213(12) 0.0134(3) Uani 1 1 d . . . . .
C2 C 0.46582(17) 0.37485(8) 0.86468(12) 0.0141(3) Uani 1 1 d . . . . .
C3 C 0.40940(17) 0.41774(8) 0.92325(12) 0.0146(3) Uani 1 1 d . . . . .
H3 H 0.4414 0.4635 0.9345 0.018 Uiso 1 1 calc R U . . .
C4 C 0.30498(17) 0.39307(8) 0.96556(12) 0.0145(3) Uani 1 1 d . . . . .
C5 C 0.25909(17) 0.32556(8) 0.94757(12) 0.0145(3) Uani 1 1 d . . . . .
H5 H 0.1902 0.3075 0.9772 0.017 Uiso 1 1 calc R U . . .
C6 C 0.31575(17) 0.28562(8) 0.88590(12) 0.0131(3) Uani 1 1 d . . . . .
C7 C 0.55535(19) 0.39325(9) 0.63048(13) 0.0188(3) Uani 1 1 d . . . . .
C8 C 0.3976(2) 0.40625(12) 0.61782(17) 0.0314(5) Uani 1 1 d . . . . .
H8A H 0.3590 0.4312 0.5560 0.047 Uiso 1 1 calc R U . . .
H8B H 0.3848 0.4333 0.6738 0.047 Uiso 1 1 calc R U . . .
H8C H 0.3486 0.3626 0.6157 0.047 Uiso 1 1 calc R U . . .
C9 C 0.5726(3) 0.35073(11) 0.54259(15) 0.0319(5) Uani 1 1 d . . . . .
H9A H 0.5323 0.3755 0.4809 0.048 Uiso 1 1 calc R U . . .
H9B H 0.5237 0.3071 0.5414 0.048 Uiso 1 1 calc R U . . .
H9C H 0.6728 0.3424 0.5493 0.048 Uiso 1 1 calc R U . . .
C10 C 0.6315(2) 0.46164(10) 0.63473(16) 0.0295(4) Uani 1 1 d . . . . .
H10A H 0.5871 0.4886 0.5759 0.044 Uiso 1 1 calc R U . . .
H10B H 0.7304 0.4536 0.6366 0.044 Uiso 1 1 calc R U . . .
H10C H 0.6257 0.4865 0.6943 0.044 Uiso 1 1 calc R U . . .
C11 C 0.80734(18) 0.33964(9) 0.79808(13) 0.0179(3) Uani 1 1 d . . . . .
C12 C 0.8293(2) 0.28623(12) 0.88103(17) 0.0326(5) Uani 1 1 d . . . . .
H12A H 0.9299 0.2825 0.9140 0.049 Uiso 1 1 calc R U . . .
H12B H 0.7939 0.2420 0.8527 0.049 Uiso 1 1 calc R U . . .
H12C H 0.7782 0.3002 0.9293 0.049 Uiso 1 1 calc R U . . .
C13 C 0.8791(2) 0.31487(12) 0.71937(17) 0.0328(5) Uani 1 1 d . . . . .
H13A H 0.9778 0.3041 0.7509 0.049 Uiso 1 1 calc R U . . .
H13B H 0.8743 0.3507 0.6698 0.049 Uiso 1 1 calc R U . . .
H13C H 0.8311 0.2740 0.6871 0.049 Uiso 1 1 calc R U . . .
C14 C 0.8731(2) 0.40701(10) 0.84219(16) 0.0270(4) Uani 1 1 d . . . . .
H14A H 0.9746 0.4008 0.8699 0.040 Uiso 1 1 calc R U . . .
H14B H 0.8302 0.4215 0.8947 0.040 Uiso 1 1 calc R U . . .
H14C H 0.8568 0.4419 0.7902 0.040 Uiso 1 1 calc R U . . .
C15 C 0.20404(19) 0.14985(9) 0.69139(13) 0.0183(3) Uani 1 1 d . . . . .
C16 C 0.1646(2) 0.21366(9) 0.62539(13) 0.0214(3) Uani 1 1 d . . . . .
H16A H 0.0824 0.2036 0.5705 0.032 Uiso 1 1 calc R U . . .
H16B H 0.2439 0.2265 0.5989 0.032 Uiso 1 1 calc R U . . .
H16C H 0.1426 0.2513 0.6648 0.032 Uiso 1 1 calc R U . . .
C17 C 0.2527(2) 0.09373(10) 0.63143(15) 0.0261(4) Uani 1 1 d . . . . .
H17A H 0.1796 0.0856 0.5700 0.039 Uiso 1 1 calc R U . . .
H17B H 0.2700 0.0517 0.6705 0.039 Uiso 1 1 calc R U . . .
H17C H 0.3397 0.1081 0.6155 0.039 Uiso 1 1 calc R U . . .
C18 C 0.0741(2) 0.12687(10) 0.72457(15) 0.0258(4) Uani 1 1 d . . . . .
H18A H -0.0052 0.1202 0.6663 0.039 Uiso 1 1 calc R U . . .
H18B H 0.0497 0.1619 0.7673 0.039 Uiso 1 1 calc R U . . .
H18C H 0.0949 0.0839 0.7613 0.039 Uiso 1 1 calc R U . . .
C19 C 0.43666(18) 0.10857(8) 0.87886(13) 0.0166(3) Uani 1 1 d . . . . .
C20 C 0.5216(2) 0.14415(10) 0.97349(14) 0.0253(4) Uani 1 1 d . . . . .
H20A H 0.5724 0.1099 1.0203 0.038 Uiso 1 1 calc R U . . .
H20B H 0.4575 0.1695 1.0036 0.038 Uiso 1 1 calc R U . . .
H20C H 0.5891 0.1758 0.9568 0.038 Uiso 1 1 calc R U . . .
C21 C 0.5395(2) 0.06886(10) 0.83394(16) 0.0276(4) Uani 1 1 d . . . . .
H21A H 0.5895 0.0350 0.8817 0.041 Uiso 1 1 calc R U . . .
H21B H 0.6075 0.1005 0.8180 0.041 Uiso 1 1 calc R U . . .
H21C H 0.4872 0.0458 0.7734 0.041 Uiso 1 1 calc R U . . .
C22 C 0.3315(2) 0.05955(10) 0.90514(16) 0.0265(4) Uani 1 1 d . . . . .
H22A H 0.3812 0.0284 0.9574 0.040 Uiso 1 1 calc R U . . .
H22B H 0.2842 0.0333 0.8463 0.040 Uiso 1 1 calc R U . . .
H22C H 0.2614 0.0855 0.9286 0.040 Uiso 1 1 calc R U . . .
C23 C 0.24209(19) 0.43944(9) 1.02899(14) 0.0191(3) Uani 1 1 d . . . . .
H23A H 0.2081 0.4120 1.0766 0.029 Uiso 1 1 calc R U . . .
H23B H 0.1634 0.4649 0.9868 0.029 Uiso 1 1 calc R U . . .
H23C H 0.3140 0.4714 1.0647 0.029 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 1.8772(16) . ?
Ni1 P1 2.1709(5) . ?
Ni1 P2 2.1720(5) . ?
Ni1 Cl1 2.1970(5) . ?
P1 O1 1.6521(12) . ?
P1 C7 1.8566(18) . ?
P1 C11 1.8602(18) . ?
P2 O2 1.6547(12) . ?
P2 C19 1.8555(17) . ?
P2 C15 1.8578(18) . ?
O1 C2 1.3873(19) . ?
O2 C6 1.3951(19) . ?
C1 C2 1.398(2) . ?
C1 C6 1.402(2) . ?
C2 C3 1.387(2) . ?
C3 C4 1.399(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.401(2) . ?
C4 C23 1.511(2) . ?
C5 C6 1.385(2) . ?
C5 H5 0.9500 . ?
C7 C9 1.531(3) . ?
C7 C10 1.531(3) . ?
C7 C8 1.537(3) . ?
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 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C14 1.530(3) . ?
C11 C13 1.533(3) . ?
C11 C12 1.536(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.534(3) . ?
C15 C18 1.537(3) . ?
C15 C16 1.544(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C22 1.526(2) . ?
C19 C21 1.535(2) . ?
C19 C20 1.537(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
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 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 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 P1 82.16(5) . . ?
C1 Ni1 P2 81.84(5) . . ?
P1 Ni1 P2 163.999(19) . . ?
C1 Ni1 Cl1 178.96(5) . . ?
P1 Ni1 Cl1 97.01(2) . . ?
P2 Ni1 Cl1 98.99(2) . . ?
O1 P1 C7 100.11(8) . . ?
O1 P1 C11 100.91(7) . . ?
C7 P1 C11 114.14(8) . . ?
O1 P1 Ni1 105.84(5) . . ?
C7 P1 Ni1 115.90(6) . . ?
C11 P1 Ni1 116.68(6) . . ?
O2 P2 C19 101.11(7) . . ?
O2 P2 C15 100.89(7) . . ?
C19 P2 C15 113.58(8) . . ?
O2 P2 Ni1 106.18(4) . . ?
C19 P2 Ni1 115.96(6) . . ?
C15 P2 Ni1 116.23(6) . . ?
C2 O1 P1 111.65(10) . . ?
C6 O2 P2 111.82(10) . . ?
C2 C1 C6 114.78(14) . . ?
C2 C1 Ni1 122.17(12) . . ?
C6 C1 Ni1 123.05(12) . . ?
O1 C2 C3 118.64(14) . . ?
O1 C2 C1 117.78(14) . . ?
C3 C2 C1 123.57(15) . . ?
C2 C3 C4 119.39(15) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 119.29(15) . . ?
C3 C4 C23 119.88(15) . . ?
C5 C4 C23 120.83(15) . . ?
C6 C5 C4 118.91(15) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 O2 119.07(14) . . ?
C5 C6 C1 123.99(15) . . ?
O2 C6 C1 116.94(14) . . ?
C9 C7 C10 110.70(16) . . ?
C9 C7 C8 108.49(17) . . ?
C10 C7 C8 109.19(17) . . ?
C9 C7 P1 110.99(13) . . ?
C10 C7 P1 112.44(13) . . ?
C8 C7 P1 104.78(12) . . ?
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 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C14 C11 C13 109.73(16) . . ?
C14 C11 C12 108.85(16) . . ?
C13 C11 C12 108.97(17) . . ?
C14 C11 P1 113.12(13) . . ?
C13 C11 P1 111.49(13) . . ?
C12 C11 P1 104.47(12) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C17 C15 C18 110.92(15) . . ?
C17 C15 C16 108.72(15) . . ?
C18 C15 C16 108.58(15) . . ?
C17 C15 P2 110.43(13) . . ?
C18 C15 P2 113.69(13) . . ?
C16 C15 P2 104.17(12) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 C19 C21 109.85(16) . . ?
C22 C19 C20 109.29(15) . . ?
C21 C19 C20 108.27(16) . . ?
C22 C19 P2 113.55(13) . . ?
C21 C19 P2 110.49(12) . . ?
C20 C19 P2 105.19(12) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C4 C23 H23A 109.5 . . ?
C4 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C4 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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 114.13(12) . . . . ?
C11 P1 O1 C2 -128.65(12) . . . . ?
Ni1 P1 O1 C2 -6.65(12) . . . . ?
C19 P2 O2 C6 117.18(11) . . . . ?
C15 P2 O2 C6 -125.89(11) . . . . ?
Ni1 P2 O2 C6 -4.26(11) . . . . ?
P1 Ni1 C1 C2 -1.56(13) . . . . ?
P2 Ni1 C1 C2 178.39(14) . . . . ?
P1 Ni1 C1 C6 177.31(14) . . . . ?
P2 Ni1 C1 C6 -2.74(13) . . . . ?
P1 O1 C2 C3 -173.45(13) . . . . ?
P1 O1 C2 C1 6.23(19) . . . . ?
C6 C1 C2 O1 178.55(14) . . . . ?
Ni1 C1 C2 O1 -2.5(2) . . . . ?
C6 C1 C2 C3 -1.8(2) . . . . ?
Ni1 C1 C2 C3 177.17(13) . . . . ?
O1 C2 C3 C4 -178.18(15) . . . . ?
C1 C2 C3 C4 2.2(3) . . . . ?
C2 C3 C4 C5 -0.2(2) . . . . ?
C2 C3 C4 C23 -179.63(16) . . . . ?
C3 C4 C5 C6 -1.8(2) . . . . ?
C23 C4 C5 C6 177.55(16) . . . . ?
C4 C5 C6 O2 -177.86(14) . . . . ?
C4 C5 C6 C1 2.2(3) . . . . ?
P2 O2 C6 C5 -177.21(13) . . . . ?
P2 O2 C6 C1 2.71(18) . . . . ?
C2 C1 C6 C5 -0.5(2) . . . . ?
Ni1 C1 C6 C5 -179.39(13) . . . . ?
C2 C1 C6 O2 179.64(14) . . . . ?
Ni1 C1 C6 O2 0.7(2) . . . . ?
O1 P1 C7 C9 -176.01(14) . . . . ?
C11 P1 C7 C9 77.10(15) . . . . ?
Ni1 P1 C7 C9 -62.76(15) . . . . ?
O1 P1 C7 C10 59.38(15) . . . . ?
C11 P1 C7 C10 -47.51(17) . . . . ?
Ni1 P1 C7 C10 172.62(12) . . . . ?
O1 P1 C7 C8 -59.10(14) . . . . ?
C11 P1 C7 C8 -165.99(13) . . . . ?
Ni1 P1 C7 C8 54.15(14) . . . . ?
O1 P1 C11 C14 -33.54(15) . . . . ?
C7 P1 C11 C14 72.85(15) . . . . ?
Ni1 P1 C11 C14 -147.61(12) . . . . ?
O1 P1 C11 C13 -157.78(14) . . . . ?
C7 P1 C11 C13 -51.38(16) . . . . ?
Ni1 P1 C11 C13 88.15(14) . . . . ?
O1 P1 C11 C12 84.68(14) . . . . ?
C7 P1 C11 C12 -168.92(13) . . . . ?
Ni1 P1 C11 C12 -29.39(15) . . . . ?
O2 P2 C15 C17 -163.65(13) . . . . ?
C19 P2 C15 C17 -56.31(15) . . . . ?
Ni1 P2 C15 C17 82.08(13) . . . . ?
O2 P2 C15 C18 -38.23(14) . . . . ?
C19 P2 C15 C18 69.11(15) . . . . ?
Ni1 P2 C15 C18 -152.50(11) . . . . ?
O2 P2 C15 C16 79.78(12) . . . . ?
C19 P2 C15 C16 -172.87(11) . . . . ?
Ni1 P2 C15 C16 -34.49(13) . . . . ?
O2 P2 C19 C22 63.65(14) . . . . ?
C15 P2 C19 C22 -43.55(16) . . . . ?
Ni1 P2 C19 C22 177.95(11) . . . . ?
O2 P2 C19 C21 -172.42(13) . . . . ?
C15 P2 C19 C21 80.38(15) . . . . ?
Ni1 P2 C19 C21 -58.12(14) . . . . ?
O2 P2 C19 C20 -55.80(13) . . . . ?
C15 P2 C19 C20 -163.00(12) . . . . ?
Ni1 P2 C19 C20 58.50(13) . . . . ?

_refine_diff_density_max         0.709
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.103

_shelxl_version_number           2013-4


#===END
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2/pentane'
####################################################################### 
# 
# 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_3b
_database_code_depnum_ccdc_archive 'CCDC 1418627'
_audit_update_record             
;
2015-08-13 deposited with the CCDC.
2015-10-29 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 (4-MeO-t-BuPOCOP)Ni-H
;
_chemical_name_common            jonsc04
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H42 Ni O3 P2'
_chemical_formula_sum            'C23 H42 Ni O3 P2'
_chemical_formula_weight         487.21

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'
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'

_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                   9.756(3)
_cell_length_b                   19.408(6)
_cell_length_c                   14.026(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.528(6)
_cell_angle_gamma                90
_cell_volume                     2570.9(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(5)
_cell_measurement_reflns_used    4047
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      34.64

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.899
_shelx_estimated_absorpt_T_min   0.841
_shelx_estimated_absorpt_T_max   0.900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6603
_exptl_absorpt_correction_T_max  0.7476
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.0(5)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD platform'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64153
_diffrn_reflns_av_unetI/netI     0.0733
_diffrn_reflns_av_R_equivalents  0.0784
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.830
_diffrn_reflns_theta_max         38.710
_diffrn_reflns_theta_full        37.785
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             14241
_reflns_number_gt                9065
_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       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_structure_solution    'SIR2011 (Burla et al., 2012)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_refine_special_details          
; 
 The hydride ligand was found from the difference Fourier map. 
 Its position was refined freely and its isotropic displacement 
 parameter was refined relative to that of the nickel atom: 
 Uiso[H] = 2*Ueq[Ni1]. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0433P)²+0.4073P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         14241
_refine_ls_number_parameters     278
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0949
_refine_ls_R_factor_gt           0.0493
_refine_ls_wR_factor_ref         0.1152
_refine_ls_wR_factor_gt          0.0990
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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 0.98738(2) 0.24997(2) 0.25024(2) 0.01299(4) Uani 1 1 d . . . . .
H1 H 1.053(2) 0.2929(10) 0.1874(14) 0.026 Uiso 1 1 d . U . . .
P1 P 1.10555(4) 0.16015(2) 0.23972(3) 0.01346(7) Uani 1 1 d . . . . .
P2 P 0.84892(4) 0.32397(2) 0.28596(3) 0.01236(7) Uani 1 1 d . . . . .
O1 O 1.05911(11) 0.10144(5) 0.31206(8) 0.0184(2) Uani 1 1 d . . . . .
O2 O 0.75779(11) 0.28402(5) 0.35551(8) 0.01469(19) Uani 1 1 d . . . . .
C1 C 0.90982(15) 0.19351(7) 0.33305(11) 0.0140(2) Uani 1 1 d . . . . .
C2 C 0.95501(15) 0.12601(7) 0.35483(11) 0.0149(2) Uani 1 1 d . . . . .
C3 C 0.90287(15) 0.08354(7) 0.41643(11) 0.0163(3) Uani 1 1 d . . . . .
H3 H 0.9351 0.0374 0.4286 0.020 Uiso 1 1 calc R U . . .
C4 C 0.80103(15) 0.11070(8) 0.46029(11) 0.0164(3) Uani 1 1 d . . . . .
C5 C 0.75163(15) 0.17787(7) 0.44217(11) 0.0155(2) Uani 1 1 d . . . . .
H5 H 0.6830 0.1962 0.4727 0.019 Uiso 1 1 calc R U . . .
C6 C 0.80688(14) 0.21702(7) 0.37755(10) 0.0135(2) Uani 1 1 d . . . . .
C7 C 1.29904(15) 0.16355(8) 0.29553(12) 0.0185(3) Uani 1 1 d . . . . .
C8 C 1.31423(19) 0.20963(10) 0.38637(14) 0.0320(4) Uani 1 1 d . . . . .
H8A H 1.4142 0.2123 0.4222 0.048 Uiso 1 1 calc R U . . .
H8B H 1.2592 0.1901 0.4295 0.048 Uiso 1 1 calc R U . . .
H8C H 1.2790 0.2559 0.3655 0.048 Uiso 1 1 calc R U . . .
C9 C 1.37677(19) 0.19581(11) 0.22534(15) 0.0346(4) Uani 1 1 d . . . . .
H9A H 1.4759 0.2037 0.2601 0.052 Uiso 1 1 calc R U . . .
H9B H 1.3321 0.2398 0.2011 0.052 Uiso 1 1 calc R U . . .
H9C H 1.3723 0.1647 0.1696 0.052 Uiso 1 1 calc R U . . .
C10 C 1.36449(18) 0.09331(9) 0.33133(14) 0.0281(4) Uani 1 1 d . . . . .
H10A H 1.4649 0.0993 0.3644 0.042 Uiso 1 1 calc R U . . .
H10B H 1.3553 0.0624 0.2748 0.042 Uiso 1 1 calc R U . . .
H10C H 1.3151 0.0734 0.3776 0.042 Uiso 1 1 calc R U . . .
C11 C 1.05667(16) 0.11470(8) 0.11953(12) 0.0208(3) Uani 1 1 d . . . . .
C12 C 0.89691(18) 0.10277(11) 0.09992(15) 0.0333(4) Uani 1 1 d . . . . .
H12A H 0.8624 0.0800 0.0360 0.050 Uiso 1 1 calc R U . . .
H12B H 0.8487 0.1471 0.0993 0.050 Uiso 1 1 calc R U . . .
H12C H 0.8774 0.0735 0.1519 0.050 Uiso 1 1 calc R U . . .
C13 C 1.0838(2) 0.16197(11) 0.03863(13) 0.0336(4) Uani 1 1 d . . . . .
H13A H 1.0431 0.1412 -0.0260 0.050 Uiso 1 1 calc R U . . .
H13B H 1.1861 0.1680 0.0478 0.050 Uiso 1 1 calc R U . . .
H13C H 1.0398 0.2069 0.0424 0.050 Uiso 1 1 calc R U . . .
C14 C 1.1325(2) 0.04611(10) 0.12000(15) 0.0344(4) Uani 1 1 d . . . . .
H14A H 1.0938 0.0221 0.0576 0.052 Uiso 1 1 calc R U . . .
H14B H 1.1187 0.0177 0.1746 0.052 Uiso 1 1 calc R U . . .
H14C H 1.2339 0.0543 0.1282 0.052 Uiso 1 1 calc R U . . .
C15 C 0.93577(15) 0.39311(7) 0.37195(11) 0.0162(3) Uani 1 1 d . . . . .
C16 C 1.01490(18) 0.35589(9) 0.46640(12) 0.0235(3) Uani 1 1 d . . . . .
H16A H 1.0683 0.3896 0.5134 0.035 Uiso 1 1 calc R U . . .
H16B H 1.0803 0.3221 0.4505 0.035 Uiso 1 1 calc R U . . .
H16C H 0.9465 0.3323 0.4957 0.035 Uiso 1 1 calc R U . . .
C17 C 1.04537(19) 0.43013(9) 0.32864(13) 0.0264(3) Uani 1 1 d . . . . .
H17A H 1.0999 0.4624 0.3774 0.040 Uiso 1 1 calc R U . . .
H17B H 0.9967 0.4555 0.2694 0.040 Uiso 1 1 calc R U . . .
H17C H 1.1095 0.3961 0.3115 0.040 Uiso 1 1 calc R U . . .
C18 C 0.83299(18) 0.44506(9) 0.39678(13) 0.0251(3) Uani 1 1 d . . . . .
H18A H 0.8842 0.4758 0.4491 0.038 Uiso 1 1 calc R U . . .
H18B H 0.7589 0.4206 0.4192 0.038 Uiso 1 1 calc R U . . .
H18C H 0.7897 0.4722 0.3380 0.038 Uiso 1 1 calc R U . . .
C19 C 0.70294(15) 0.35514(8) 0.18335(11) 0.0168(3) Uani 1 1 d . . . . .
C20 C 0.65505(17) 0.29070(8) 0.11987(12) 0.0212(3) Uani 1 1 d . . . . .
H20A H 0.5789 0.3032 0.0623 0.032 Uiso 1 1 calc R U . . .
H20B H 0.6204 0.2560 0.1589 0.032 Uiso 1 1 calc R U . . .
H20C H 0.7353 0.2719 0.0980 0.032 Uiso 1 1 calc R U . . .
C21 C 0.76077(18) 0.40791(8) 0.12183(13) 0.0231(3) Uani 1 1 d . . . . .
H21A H 0.6907 0.4155 0.0591 0.035 Uiso 1 1 calc R U . . .
H21B H 0.8486 0.3904 0.1090 0.035 Uiso 1 1 calc R U . . .
H21C H 0.7798 0.4515 0.1580 0.035 Uiso 1 1 calc R U . . .
C22 C 0.57542(16) 0.38464(9) 0.21461(13) 0.0237(3) Uani 1 1 d . . . . .
H22A H 0.4985 0.3937 0.1560 0.036 Uiso 1 1 calc R U . . .
H22B H 0.6027 0.4277 0.2508 0.036 Uiso 1 1 calc R U . . .
H22C H 0.5435 0.3514 0.2571 0.036 Uiso 1 1 calc R U . . .
O3 O 0.75622(13) 0.06629(6) 0.52227(9) 0.0223(2) Uani 1 1 d . . . . .
C23 C 0.67190(19) 0.09431(9) 0.58225(13) 0.0271(4) Uani 1 1 d . . . . .
H23A H 0.6571 0.0592 0.6289 0.041 Uiso 1 1 calc R U . . .
H23B H 0.5802 0.1089 0.5405 0.041 Uiso 1 1 calc R U . . .
H23C H 0.7204 0.1341 0.6186 0.041 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 1.8876(14) . ?
Ni1 P1 2.1155(6) . ?
Ni1 P2 2.1161(6) . ?
Ni1 H1 1.47(2) . ?
P1 O1 1.6624(11) . ?
P1 C7 1.8546(16) . ?
P1 C11 1.8559(16) . ?
P2 O2 1.6668(11) . ?
P2 C19 1.8540(16) . ?
P2 C15 1.8602(15) . ?
O1 C2 1.3873(17) . ?
O2 C6 1.3932(17) . ?
C1 C6 1.3860(19) . ?
C1 C2 1.392(2) . ?
C2 C3 1.380(2) . ?
C3 C4 1.396(2) . ?
C3 H3 0.9500 . ?
C4 O3 1.3713(18) . ?
C4 C5 1.391(2) . ?
C5 C6 1.3909(19) . ?
C5 H5 0.9500 . ?
C7 C9 1.520(2) . ?
C7 C8 1.533(2) . ?
C7 C10 1.535(2) . ?
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 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C14 1.522(2) . ?
C11 C12 1.531(2) . ?
C11 C13 1.533(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C18 1.523(2) . ?
C15 C17 1.534(2) . ?
C15 C16 1.536(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C22 1.530(2) . ?
C19 C21 1.535(2) . ?
C19 C20 1.538(2) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
O3 C23 1.424(2) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 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 P1 82.77(5) . . ?
C1 Ni1 P2 82.53(5) . . ?
P1 Ni1 P2 165.288(17) . . ?
C1 Ni1 H1 177.9(8) . . ?
P1 Ni1 H1 95.7(8) . . ?
P2 Ni1 H1 99.0(8) . . ?
O1 P1 C7 99.86(7) . . ?
O1 P1 C11 100.45(7) . . ?
C7 P1 C11 113.75(7) . . ?
O1 P1 Ni1 106.59(4) . . ?
C7 P1 Ni1 117.13(5) . . ?
C11 P1 Ni1 115.77(5) . . ?
O2 P2 C19 100.81(7) . . ?
O2 P2 C15 100.32(6) . . ?
C19 P2 C15 113.84(7) . . ?
O2 P2 Ni1 106.78(4) . . ?
C19 P2 Ni1 116.71(5) . . ?
C15 P2 Ni1 115.40(5) . . ?
C2 O1 P1 111.69(9) . . ?
C6 O2 P2 111.09(8) . . ?
C6 C1 C2 115.89(13) . . ?
C6 C1 Ni1 122.24(11) . . ?
C2 C1 Ni1 121.86(10) . . ?
C3 C2 O1 119.36(13) . . ?
C3 C2 C1 123.60(13) . . ?
O1 C2 C1 117.04(12) . . ?
C2 C3 C4 117.71(13) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 H3 121.1 . . ?
O3 C4 C5 123.64(13) . . ?
O3 C4 C3 114.66(13) . . ?
C5 C4 C3 121.70(13) . . ?
C6 C5 C4 117.26(13) . . ?
C6 C5 H5 121.4 . . ?
C4 C5 H5 121.4 . . ?
C1 C6 C5 123.82(13) . . ?
C1 C6 O2 117.06(12) . . ?
C5 C6 O2 119.12(12) . . ?
C9 C7 C8 109.76(15) . . ?
C9 C7 C10 110.08(14) . . ?
C8 C7 C10 107.49(14) . . ?
C9 C7 P1 111.20(12) . . ?
C8 C7 P1 104.33(11) . . ?
C10 C7 P1 113.72(11) . . ?
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 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C14 C11 C12 109.90(15) . . ?
C14 C11 C13 110.64(15) . . ?
C12 C11 C13 108.35(15) . . ?
C14 C11 P1 113.44(12) . . ?
C12 C11 P1 104.66(11) . . ?
C13 C11 P1 109.58(12) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C18 C15 C17 110.17(14) . . ?
C18 C15 C16 109.35(13) . . ?
C17 C15 C16 108.20(13) . . ?
C18 C15 P2 114.01(11) . . ?
C17 C15 P2 109.30(11) . . ?
C16 C15 P2 105.58(10) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 C19 C21 110.57(13) . . ?
C22 C19 C20 108.62(13) . . ?
C21 C19 C20 108.55(13) . . ?
C22 C19 P2 114.90(11) . . ?
C21 C19 P2 109.58(11) . . ?
C20 C19 P2 104.28(10) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C4 O3 C23 117.24(13) . . ?
O3 C23 H23A 109.5 . . ?
O3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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 124.62(10) . . . . ?
C11 P1 O1 C2 -118.79(10) . . . . ?
Ni1 P1 O1 C2 2.29(10) . . . . ?
C19 P2 O2 C6 127.95(10) . . . . ?
C15 P2 O2 C6 -115.11(10) . . . . ?
Ni1 P2 O2 C6 5.58(10) . . . . ?
P1 Ni1 C1 C6 -179.72(12) . . . . ?
P2 Ni1 C1 C6 0.97(11) . . . . ?
P1 Ni1 C1 C2 1.72(12) . . . . ?
P2 Ni1 C1 C2 -177.60(13) . . . . ?
P1 O1 C2 C3 179.30(11) . . . . ?
P1 O1 C2 C1 -1.25(17) . . . . ?
C6 C1 C2 C3 0.1(2) . . . . ?
Ni1 C1 C2 C3 178.75(12) . . . . ?
C6 C1 C2 O1 -179.33(12) . . . . ?
Ni1 C1 C2 O1 -0.68(19) . . . . ?
O1 C2 C3 C4 178.25(13) . . . . ?
C1 C2 C3 C4 -1.2(2) . . . . ?
C2 C3 C4 O3 -178.59(13) . . . . ?
C2 C3 C4 C5 0.8(2) . . . . ?
O3 C4 C5 C6 179.93(14) . . . . ?
C3 C4 C5 C6 0.6(2) . . . . ?
C2 C1 C6 C5 1.4(2) . . . . ?
Ni1 C1 C6 C5 -177.21(12) . . . . ?
C2 C1 C6 O2 -178.81(12) . . . . ?
Ni1 C1 C6 O2 2.54(18) . . . . ?
C4 C5 C6 C1 -1.8(2) . . . . ?
C4 C5 C6 O2 178.47(13) . . . . ?
P2 O2 C6 C1 -5.37(15) . . . . ?
P2 O2 C6 C5 174.39(11) . . . . ?
O1 P1 C7 C9 161.73(12) . . . . ?
C11 P1 C7 C9 55.61(15) . . . . ?
Ni1 P1 C7 C9 -83.77(13) . . . . ?
O1 P1 C7 C8 -80.02(13) . . . . ?
C11 P1 C7 C8 173.87(12) . . . . ?
Ni1 P1 C7 C8 34.48(13) . . . . ?
O1 P1 C7 C10 36.79(13) . . . . ?
C11 P1 C7 C10 -69.32(14) . . . . ?
Ni1 P1 C7 C10 151.29(10) . . . . ?
O1 P1 C11 C14 -58.78(14) . . . . ?
C7 P1 C11 C14 46.96(16) . . . . ?
Ni1 P1 C11 C14 -173.07(12) . . . . ?
O1 P1 C11 C12 61.02(13) . . . . ?
C7 P1 C11 C12 166.77(12) . . . . ?
Ni1 P1 C11 C12 -53.27(13) . . . . ?
O1 P1 C11 C13 177.02(11) . . . . ?
C7 P1 C11 C13 -77.23(13) . . . . ?
Ni1 P1 C11 C13 62.73(12) . . . . ?
O2 P2 C15 C18 -65.18(12) . . . . ?
C19 P2 C15 C18 41.61(14) . . . . ?
Ni1 P2 C15 C18 -179.47(10) . . . . ?
O2 P2 C15 C17 171.05(11) . . . . ?
C19 P2 C15 C17 -82.16(12) . . . . ?
Ni1 P2 C15 C17 56.76(12) . . . . ?
O2 P2 C15 C16 54.88(11) . . . . ?
C19 P2 C15 C16 161.67(10) . . . . ?
Ni1 P2 C15 C16 -59.42(11) . . . . ?
O2 P2 C19 C22 41.82(12) . . . . ?
C15 P2 C19 C22 -64.67(13) . . . . ?
Ni1 P2 C19 C22 156.98(10) . . . . ?
O2 P2 C19 C21 167.01(10) . . . . ?
C15 P2 C19 C21 60.52(12) . . . . ?
Ni1 P2 C19 C21 -77.84(11) . . . . ?
O2 P2 C19 C20 -76.96(10) . . . . ?
C15 P2 C19 C20 176.56(9) . . . . ?
Ni1 P2 C19 C20 38.20(11) . . . . ?
C5 C4 O3 C23 -10.1(2) . . . . ?
C3 C4 O3 C23 169.25(14) . . . . ?

_refine_diff_density_max         0.637
_refine_diff_density_min         -0.722
_refine_diff_density_rms         0.101

_shelxl_version_number           2013-4


#===END
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: THF/MeOH'
####################################################################### 
# 
# 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_3c
_database_code_depnum_ccdc_archive 'CCDC 1418628'
_audit_update_record             
;
2015-08-13 deposited with the CCDC.
2015-10-29 downloaded from the CCDC.
;

_vrf_DIFMX01_jonsc03             
; 
PROBLEM: _C  The maximum difference density is > 0.1*ZMAX*0.75 
             _refine_diff_density_max given =      2.313 
             Test value =      2.100 
RESPONSE: The largest residual peak of 2.31 electrons per \%A^3^, located 
1.25 \%A from atom H21B and 2.73 \%A from atom Ni1, has no chemical 
meaning, and is likely the result of a small crack in the crystal that 
led to some "double-spotting." 
;

_vrf_DIFMX02_jonsc03             
; 
PROBLEM: _C  The maximum difference density is > 0.1*ZMAX*0.75 
             The relevant atom site should be identified. 
RESPONSE: See above. 
;

_vrf_PLAT094_jonsc03             
; 
PROBLEM: _C Ratio of Maximum / Minimum Residual Density .... 3.04 
RESPONSE: See above. 
;

_vrf_PLAT097_jonsc03             
; 
PROBLEM: _C Large Reported Max.  (Positive) Residual Density .. 2.31 eA-3 
RESPONSE: See above. 
;


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
  (4-Me-t-BuPOCOP)Ni-H 
;
_chemical_name_common            jonsc03
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H42 Ni O2 P2'
_chemical_formula_sum            'C23 H42 Ni O2 P2'
_chemical_formula_weight         471.21

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'
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'

_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                   9.528(3)
_cell_length_b                   20.201(7)
_cell_length_c                   13.434(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.908(7)
_cell_angle_gamma                90
_cell_volume                     2539.1(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(5)
_cell_measurement_reflns_used    4012
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      38.15

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.905
_shelx_estimated_absorpt_T_min   0.760
_shelx_estimated_absorpt_T_max   0.915
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6748
_exptl_absorpt_correction_T_max  0.7476
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.0(5)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD platform'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            80520
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_av_R_equivalents  0.0707
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.844
_diffrn_reflns_theta_max         38.629
_diffrn_reflns_theta_full        37.785
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             13995
_reflns_number_gt                10209
_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       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_structure_solution    'SIR2011 (Burla et al., 2012)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_refine_special_details          
; 
 The hydride ligand was found from the difference Fourier map. 
 Its position was refined freely and its isotropic displacement 
 parameter was refined relative to that of the nickel atom: 
 Uiso[H] = 2*Ueq[Ni1]. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0332P)²+2.9793P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13995
_refine_ls_number_parameters     269
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.0571
_refine_ls_wR_factor_ref         0.1264
_refine_ls_wR_factor_gt          0.1174
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_restrained_S_all      1.134
_refine_ls_shift/su_max          0.003
_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 0.38243(2) 0.24096(2) 0.95038(2) 0.01202(5) Uani 1 1 d . . . . .
H1 H 0.331(3) 0.2768(13) 1.030(2) 0.024 Uiso 1 1 d . U . . .
P1 P 0.51170(5) 0.31847(2) 0.91199(3) 0.01222(8) Uani 1 1 d . . . . .
P2 P 0.27162(5) 0.15097(2) 0.95855(3) 0.01277(8) Uani 1 1 d . . . . .
O1 O 0.60716(14) 0.28670(6) 0.83136(9) 0.0150(2) Uani 1 1 d . . . . .
O2 O 0.31475(14) 0.10137(6) 0.86959(10) 0.0158(2) Uani 1 1 d . . . . .
C1 C 0.46181(17) 0.19401(8) 0.85278(12) 0.0130(3) Uani 1 1 d . . . . .
C2 C 0.56659(18) 0.22156(8) 0.80564(12) 0.0131(3) Uani 1 1 d . . . . .
C3 C 0.62954(18) 0.18762(9) 0.73564(13) 0.0149(3) Uani 1 1 d . . . . .
H3 H 0.6994 0.2085 0.7044 0.018 Uiso 1 1 calc R U . . .
C4 C 0.58828(18) 0.12212(9) 0.71197(13) 0.0152(3) Uani 1 1 d . . . . .
C5 C 0.48269(18) 0.09259(8) 0.75675(13) 0.0147(3) Uani 1 1 d . . . . .
H5 H 0.4533 0.0483 0.7407 0.018 Uiso 1 1 calc R U . . .
C6 C 0.42166(18) 0.12926(8) 0.82504(12) 0.0135(3) Uani 1 1 d . . . . .
C7 C 0.65832(19) 0.34882(9) 1.01281(13) 0.0168(3) Uani 1 1 d . . . . .
C8 C 0.7091(2) 0.28657(10) 1.07509(15) 0.0222(4) Uani 1 1 d . . . . .
H8A H 0.7885 0.2982 1.1301 0.033 Uiso 1 1 calc R U . . .
H8B H 0.7413 0.2534 1.0311 0.033 Uiso 1 1 calc R U . . .
H8C H 0.6301 0.2685 1.1038 0.033 Uiso 1 1 calc R U . . .
C9 C 0.5993(2) 0.39823(10) 1.08121(15) 0.0232(4) Uani 1 1 d . . . . .
H9A H 0.6710 0.4061 1.1427 0.035 Uiso 1 1 calc R U . . .
H9B H 0.5124 0.3801 1.0999 0.035 Uiso 1 1 calc R U . . .
H9C H 0.5766 0.4401 1.0448 0.035 Uiso 1 1 calc R U . . .
C10 C 0.7855(2) 0.37843(12) 0.97318(17) 0.0283(4) Uani 1 1 d . . . . .
H10A H 0.8640 0.3869 1.0302 0.042 Uiso 1 1 calc R U . . .
H10B H 0.7563 0.4201 0.9378 0.042 Uiso 1 1 calc R U . . .
H10C H 0.8172 0.3472 0.9262 0.042 Uiso 1 1 calc R U . . .
C11 C 0.4131(2) 0.38571(9) 0.83349(13) 0.0165(3) Uani 1 1 d . . . . .
C12 C 0.3337(2) 0.35076(11) 0.73749(15) 0.0240(4) Uani 1 1 d . . . . .
H12A H 0.2801 0.3835 0.6916 0.036 Uiso 1 1 calc R U . . .
H12B H 0.2675 0.3180 0.7562 0.036 Uiso 1 1 calc R U . . .
H12C H 0.4030 0.3285 0.7035 0.036 Uiso 1 1 calc R U . . .
C13 C 0.3008(2) 0.41576(10) 0.88862(16) 0.0228(4) Uani 1 1 d . . . . .
H13A H 0.2462 0.4497 0.8457 0.034 Uiso 1 1 calc R U . . .
H13B H 0.3487 0.4358 0.9525 0.034 Uiso 1 1 calc R U . . .
H13C H 0.2358 0.3809 0.9028 0.034 Uiso 1 1 calc R U . . .
C14 C 0.5088(2) 0.43977(10) 0.80323(17) 0.0256(4) Uani 1 1 d . . . . .
H14A H 0.4514 0.4697 0.7544 0.038 Uiso 1 1 calc R U . . .
H14B H 0.5837 0.4195 0.7723 0.038 Uiso 1 1 calc R U . . .
H14C H 0.5530 0.4648 0.8636 0.038 Uiso 1 1 calc R U . . .
C15 C 0.3328(2) 0.09959(9) 1.07344(14) 0.0185(3) Uani 1 1 d . . . . .
C16 C 0.4920(2) 0.08607(11) 1.07346(17) 0.0259(4) Uani 1 1 d . . . . .
H16A H 0.5339 0.0617 1.1350 0.039 Uiso 1 1 calc R U . . .
H16B H 0.5424 0.1282 1.0717 0.039 Uiso 1 1 calc R U . . .
H16C H 0.5008 0.0597 1.0137 0.039 Uiso 1 1 calc R U . . .
C17 C 0.3228(3) 0.13980(12) 1.16874(15) 0.0288(4) Uani 1 1 d . . . . .
H17A H 0.3619 0.1138 1.2292 0.043 Uiso 1 1 calc R U . . .
H17B H 0.2226 0.1505 1.1689 0.043 Uiso 1 1 calc R U . . .
H17C H 0.3777 0.1809 1.1690 0.043 Uiso 1 1 calc R U . . .
C18 C 0.2536(2) 0.03351(10) 1.07299(17) 0.0254(4) Uani 1 1 d . . . . .
H18A H 0.3007 0.0063 1.1300 0.038 Uiso 1 1 calc R U . . .
H18B H 0.2550 0.0102 1.0092 0.038 Uiso 1 1 calc R U . . .
H18C H 0.1544 0.0418 1.0795 0.038 Uiso 1 1 calc R U . . .
C19 C 0.07427(19) 0.15431(9) 0.91775(14) 0.0180(3) Uani 1 1 d . . . . .
C20 C 0.0480(2) 0.20959(11) 0.83750(19) 0.0287(4) Uani 1 1 d . . . . .
H20A H -0.0550 0.2143 0.8121 0.043 Uiso 1 1 calc R U . . .
H20B H 0.0957 0.1983 0.7812 0.043 Uiso 1 1 calc R U . . .
H20C H 0.0864 0.2514 0.8681 0.043 Uiso 1 1 calc R U . . .
C21 C 0.0039(2) 0.17386(13) 1.00670(19) 0.0310(5) Uani 1 1 d . . . . .
H21A H -0.0976 0.1832 0.9818 0.047 Uiso 1 1 calc R U . . .
H21B H 0.0509 0.2134 1.0396 0.047 Uiso 1 1 calc R U . . .
H21C H 0.0133 0.1374 1.0557 0.047 Uiso 1 1 calc R U . . .
C22 C 0.0084(2) 0.09030(10) 0.86906(17) 0.0248(4) Uani 1 1 d . . . . .
H22A H -0.0952 0.0959 0.8482 0.037 Uiso 1 1 calc R U . . .
H22B H 0.0280 0.0540 0.9182 0.037 Uiso 1 1 calc R U . . .
H22C H 0.0501 0.0799 0.8096 0.037 Uiso 1 1 calc R U . . .
C23 C 0.6594(2) 0.08321(10) 0.63940(15) 0.0218(4) Uani 1 1 d . . . . .
H23A H 0.6898 0.1135 0.5906 0.033 Uiso 1 1 calc R U . . .
H23B H 0.5916 0.0509 0.6032 0.033 Uiso 1 1 calc R U . . .
H23C H 0.7429 0.0599 0.6773 0.033 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 1.8885(16) . ?
Ni1 P1 2.1155(7) . ?
Ni1 P2 2.1155(7) . ?
Ni1 H1 1.45(3) . ?
P1 O1 1.6689(13) . ?
P1 C7 1.8563(19) . ?
P1 C11 1.8614(19) . ?
P2 O2 1.6693(13) . ?
P2 C19 1.858(2) . ?
P2 C15 1.8597(19) . ?
O1 C2 1.396(2) . ?
O2 C6 1.394(2) . ?
C1 C6 1.393(2) . ?
C1 C2 1.395(2) . ?
C2 C3 1.388(2) . ?
C3 C4 1.400(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.400(2) . ?
C4 C23 1.509(2) . ?
C5 C6 1.389(2) . ?
C5 H5 0.9500 . ?
C7 C10 1.534(3) . ?
C7 C9 1.534(3) . ?
C7 C8 1.537(3) . ?
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 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C14 1.526(3) . ?
C11 C13 1.537(3) . ?
C11 C12 1.538(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C18 1.533(3) . ?
C15 C17 1.534(3) . ?
C15 C16 1.541(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C21 1.529(3) . ?
C19 C22 1.529(3) . ?
C19 C20 1.540(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
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 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 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 P1 82.77(6) . . ?
C1 Ni1 P2 82.75(6) . . ?
P1 Ni1 P2 165.46(2) . . ?
C1 Ni1 H1 175.9(11) . . ?
P1 Ni1 H1 95.9(11) . . ?
P2 Ni1 H1 98.6(11) . . ?
O1 P1 C7 99.97(8) . . ?
O1 P1 C11 101.04(8) . . ?
C7 P1 C11 113.68(9) . . ?
O1 P1 Ni1 106.72(5) . . ?
C7 P1 Ni1 117.33(6) . . ?
C11 P1 Ni1 115.06(6) . . ?
O2 P2 C19 100.56(8) . . ?
O2 P2 C15 100.27(8) . . ?
C19 P2 C15 113.95(9) . . ?
O2 P2 Ni1 106.60(5) . . ?
C19 P2 Ni1 116.15(6) . . ?
C15 P2 Ni1 116.20(6) . . ?
C2 O1 P1 111.32(10) . . ?
C6 O2 P2 111.32(11) . . ?
C6 C1 C2 115.90(15) . . ?
C6 C1 Ni1 122.10(12) . . ?
C2 C1 Ni1 121.99(13) . . ?
C3 C2 C1 123.26(16) . . ?
C3 C2 O1 119.88(14) . . ?
C1 C2 O1 116.87(14) . . ?
C2 C3 C4 118.81(15) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C5 C4 C3 119.94(15) . . ?
C5 C4 C23 120.19(16) . . ?
C3 C4 C23 119.87(16) . . ?
C6 C5 C4 118.77(16) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
C5 C6 C1 123.29(15) . . ?
C5 C6 O2 119.94(15) . . ?
C1 C6 O2 116.76(14) . . ?
C10 C7 C9 110.95(17) . . ?
C10 C7 C8 108.65(17) . . ?
C9 C7 C8 108.64(15) . . ?
C10 C7 P1 114.23(13) . . ?
C9 C7 P1 109.95(13) . . ?
C8 C7 P1 104.07(13) . . ?
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 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C14 C11 C13 110.59(16) . . ?
C14 C11 C12 109.21(16) . . ?
C13 C11 C12 107.95(16) . . ?
C14 C11 P1 114.22(14) . . ?
C13 C11 P1 109.75(12) . . ?
C12 C11 P1 104.81(13) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C18 C15 C17 110.86(16) . . ?
C18 C15 C16 109.23(17) . . ?
C17 C15 C16 108.06(18) . . ?
C18 C15 P2 113.95(14) . . ?
C17 C15 P2 109.75(14) . . ?
C16 C15 P2 104.66(13) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C21 C19 C22 110.34(17) . . ?
C21 C19 C20 108.82(18) . . ?
C22 C19 C20 108.33(17) . . ?
C21 C19 P2 110.37(14) . . ?
C22 C19 P2 113.96(13) . . ?
C20 C19 P2 104.75(13) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C4 C23 H23A 109.5 . . ?
C4 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C4 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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 127.91(12) . . . . ?
C11 P1 O1 C2 -115.36(12) . . . . ?
Ni1 P1 O1 C2 5.26(12) . . . . ?
C19 P2 O2 C6 128.74(12) . . . . ?
C15 P2 O2 C6 -114.30(12) . . . . ?
Ni1 P2 O2 C6 7.18(12) . . . . ?
P1 Ni1 C1 C6 -177.02(14) . . . . ?
P2 Ni1 C1 C6 1.63(13) . . . . ?
P1 Ni1 C1 C2 4.40(13) . . . . ?
P2 Ni1 C1 C2 -176.95(14) . . . . ?
C6 C1 C2 C3 -0.4(3) . . . . ?
Ni1 C1 C2 C3 178.25(13) . . . . ?
C6 C1 C2 O1 179.21(15) . . . . ?
Ni1 C1 C2 O1 -2.1(2) . . . . ?
P1 O1 C2 C3 177.11(13) . . . . ?
P1 O1 C2 C1 -2.53(19) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
O1 C2 C3 C4 179.27(15) . . . . ?
C2 C3 C4 C5 1.6(3) . . . . ?
C2 C3 C4 C23 -177.50(17) . . . . ?
C3 C4 C5 C6 -0.6(3) . . . . ?
C23 C4 C5 C6 178.53(17) . . . . ?
C4 C5 C6 C1 -1.1(3) . . . . ?
C4 C5 C6 O2 179.05(15) . . . . ?
C2 C1 C6 C5 1.5(3) . . . . ?
Ni1 C1 C6 C5 -177.14(13) . . . . ?
C2 C1 C6 O2 -178.58(15) . . . . ?
Ni1 C1 C6 O2 2.8(2) . . . . ?
P2 O2 C6 C5 173.28(13) . . . . ?
P2 O2 C6 C1 -6.62(19) . . . . ?
O1 P1 C7 C10 37.81(16) . . . . ?
C11 P1 C7 C10 -69.01(17) . . . . ?
Ni1 P1 C7 C10 152.62(13) . . . . ?
O1 P1 C7 C9 163.29(13) . . . . ?
C11 P1 C7 C9 56.47(15) . . . . ?
Ni1 P1 C7 C9 -81.89(14) . . . . ?
O1 P1 C7 C8 -80.51(13) . . . . ?
C11 P1 C7 C8 172.67(12) . . . . ?
Ni1 P1 C7 C8 34.31(14) . . . . ?
O1 P1 C11 C14 -63.25(15) . . . . ?
C7 P1 C11 C14 42.90(16) . . . . ?
Ni1 P1 C11 C14 -177.76(12) . . . . ?
O1 P1 C11 C13 171.92(13) . . . . ?
C7 P1 C11 C13 -81.93(15) . . . . ?
Ni1 P1 C11 C13 57.41(14) . . . . ?
O1 P1 C11 C12 56.22(13) . . . . ?
C7 P1 C11 C12 162.37(12) . . . . ?
Ni1 P1 C11 C12 -58.29(13) . . . . ?
O2 P2 C15 C18 -62.87(15) . . . . ?
C19 P2 C15 C18 43.64(17) . . . . ?
Ni1 P2 C15 C18 -177.25(12) . . . . ?
O2 P2 C15 C17 172.14(14) . . . . ?
C19 P2 C15 C17 -81.35(16) . . . . ?
Ni1 P2 C15 C17 57.76(15) . . . . ?
O2 P2 C15 C16 56.39(14) . . . . ?
C19 P2 C15 C16 162.90(13) . . . . ?
Ni1 P2 C15 C16 -57.99(14) . . . . ?
O2 P2 C19 C21 158.04(15) . . . . ?
C15 P2 C19 C21 51.71(17) . . . . ?
Ni1 P2 C19 C21 -87.42(15) . . . . ?
O2 P2 C19 C22 33.24(16) . . . . ?
C15 P2 C19 C22 -73.09(16) . . . . ?
Ni1 P2 C19 C22 147.78(13) . . . . ?
O2 P2 C19 C20 -84.98(14) . . . . ?
C15 P2 C19 C20 168.69(13) . . . . ?
Ni1 P2 C19 C20 29.55(15) . . . . ?

_refine_diff_density_max         2.316
_refine_diff_density_min         -0.759
_refine_diff_density_rms         0.110

_shelxl_version_number           2013-4


#===END
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane/MeOH'
####################################################################### 
# 
# 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_3d
_database_code_depnum_ccdc_archive 'CCDC 1418629'
_audit_update_record             
;
2015-08-13 deposited with the CCDC.
2015-10-29 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 (3,5-t-Bu2-t-BuPOCOP)Ni-H
;
_chemical_name_common            jonsc02
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H56 Ni O2 P2'
_chemical_formula_sum            'C30 H56 Ni O2 P2'
_chemical_formula_weight         569.39

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'
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'

_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                   15.131(3)
_cell_length_b                   12.589(2)
_cell_length_c                   17.529(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.717(4)
_cell_angle_gamma                90
_cell_volume                     3197.8(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(5)
_cell_measurement_reflns_used    3765
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      31.02

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_F_000             1240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.730
_shelx_estimated_absorpt_T_min   0.844
_shelx_estimated_absorpt_T_max   0.905
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6661
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.0(5)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD platform'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            66747
_diffrn_reflns_av_unetI/netI     0.0830
_diffrn_reflns_av_R_equivalents  0.0980
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.570
_diffrn_reflns_theta_max         35.102
_diffrn_reflns_theta_full        34.970
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             14087
_reflns_number_gt                9093
_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       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_structure_solution    'SIR2011 (Burla et al., 2012)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_refine_special_details          
; 
 The hydride ligand was found from the difference Fourier map and 
 refined freely. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0514P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         14087
_refine_ls_number_parameters     338
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0988
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1271
_refine_ls_wR_factor_gt          0.1088
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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 0.50161(2) 0.63334(2) 0.26946(2) 0.01494(6) Uani 1 1 d . . . . .
H1 H 0.5583(15) 0.6989(16) 0.3411(13) 0.023(6) Uiso 1 1 d . . . . .
P1 P 0.59239(3) 0.50247(4) 0.28745(3) 0.01476(9) Uani 1 1 d . . . . .
P2 P 0.39244(3) 0.74234(3) 0.23047(3) 0.01419(9) Uani 1 1 d . . . . .
O1 O 0.54618(8) 0.41779(9) 0.21419(7) 0.0160(2) Uani 1 1 d . . . . .
O2 O 0.31971(8) 0.69018(9) 0.14980(7) 0.0152(2) Uani 1 1 d . . . . .
C1 C 0.43109(11) 0.55206(13) 0.18196(10) 0.0135(3) Uani 1 1 d . . . . .
C2 C 0.46197(11) 0.45389(13) 0.16319(10) 0.0133(3) Uani 1 1 d . . . . .
C3 C 0.41416(11) 0.39237(13) 0.09804(10) 0.0134(3) Uani 1 1 d . . . . .
C4 C 0.32941(11) 0.43520(13) 0.05298(10) 0.0144(3) Uani 1 1 d . . . . .
H4 H 0.2944 0.3947 0.0089 0.017 Uiso 1 1 calc R U . . .
C5 C 0.29229(11) 0.53214(13) 0.06741(10) 0.0135(3) Uani 1 1 d . . . . .
C6 C 0.34739(11) 0.58904(13) 0.13195(10) 0.0138(3) Uani 1 1 d . . . . .
C7 C 0.59839(14) 0.41960(15) 0.37640(12) 0.0230(4) Uani 1 1 d . . . . .
C8 C 0.49900(17) 0.4136(2) 0.38017(18) 0.0509(8) Uani 1 1 d . . . . .
H8A H 0.4961 0.3681 0.4247 0.076 Uiso 1 1 calc R U . . .
H8B H 0.4596 0.3839 0.3303 0.076 Uiso 1 1 calc R U . . .
H8C H 0.4774 0.4851 0.3879 0.076 Uiso 1 1 calc R U . . .
C9 C 0.6577(2) 0.4744(2) 0.45210(14) 0.0447(7) Uani 1 1 d . . . . .
H9A H 0.6491 0.4386 0.4991 0.067 Uiso 1 1 calc R U . . .
H9B H 0.6390 0.5490 0.4521 0.067 Uiso 1 1 calc R U . . .
H9C H 0.7228 0.4708 0.4535 0.067 Uiso 1 1 calc R U . . .
C10 C 0.63455(18) 0.30697(17) 0.37204(14) 0.0365(5) Uani 1 1 d . . . . .
H10A H 0.6292 0.2659 0.4180 0.055 Uiso 1 1 calc R U . . .
H10B H 0.6994 0.3102 0.3726 0.055 Uiso 1 1 calc R U . . .
H10C H 0.5982 0.2727 0.3228 0.055 Uiso 1 1 calc R U . . .
C11 C 0.70588(12) 0.52610(15) 0.26954(12) 0.0210(4) Uani 1 1 d . . . . .
C12 C 0.68110(15) 0.58335(18) 0.18876(14) 0.0315(5) Uani 1 1 d . . . . .
H12A H 0.7378 0.6038 0.1762 0.047 Uiso 1 1 calc R U . . .
H12B H 0.6449 0.6471 0.1913 0.047 Uiso 1 1 calc R U . . .
H12C H 0.6448 0.5357 0.1473 0.047 Uiso 1 1 calc R U . . .
C13 C 0.76462(17) 0.6007(2) 0.33277(17) 0.0451(7) Uani 1 1 d . . . . .
H13A H 0.8177 0.6253 0.3161 0.068 Uiso 1 1 calc R U . . .
H13B H 0.7864 0.5628 0.3836 0.068 Uiso 1 1 calc R U . . .
H13C H 0.7274 0.6620 0.3392 0.068 Uiso 1 1 calc R U . . .
C14 C 0.75907(14) 0.42559(18) 0.26373(15) 0.0337(5) Uani 1 1 d . . . . .
H14A H 0.8096 0.4427 0.2412 0.051 Uiso 1 1 calc R U . . .
H14B H 0.7175 0.3742 0.2293 0.051 Uiso 1 1 calc R U . . .
H14C H 0.7844 0.3950 0.3170 0.051 Uiso 1 1 calc R U . . .
C15 C 0.31680(13) 0.75741(14) 0.29674(12) 0.0195(4) Uani 1 1 d . . . . .
C16 C 0.27717(14) 0.64613(15) 0.30161(13) 0.0242(4) Uani 1 1 d . . . . .
H16A H 0.2428 0.6462 0.3412 0.036 Uiso 1 1 calc R U . . .
H16B H 0.3277 0.5946 0.3173 0.036 Uiso 1 1 calc R U . . .
H16C H 0.2357 0.6265 0.2494 0.036 Uiso 1 1 calc R U . . .
C17 C 0.37564(16) 0.78844(16) 0.38096(12) 0.0279(4) Uani 1 1 d . . . . .
H17A H 0.3369 0.7887 0.4172 0.042 Uiso 1 1 calc R U . . .
H17B H 0.4017 0.8594 0.3796 0.042 Uiso 1 1 calc R U . . .
H17C H 0.4258 0.7370 0.3998 0.042 Uiso 1 1 calc R U . . .
C18 C 0.23753(15) 0.83538(16) 0.26596(14) 0.0279(4) Uani 1 1 d . . . . .
H18A H 0.1961 0.8320 0.2998 0.042 Uiso 1 1 calc R U . . .
H18B H 0.2033 0.8167 0.2111 0.042 Uiso 1 1 calc R U . . .
H18C H 0.2622 0.9075 0.2671 0.042 Uiso 1 1 calc R U . . .
C19 C 0.41914(12) 0.86985(13) 0.18906(11) 0.0168(3) Uani 1 1 d . . . . .
C20 C 0.49150(14) 0.84029(16) 0.14652(13) 0.0241(4) Uani 1 1 d . . . . .
H20A H 0.5074 0.9035 0.1206 0.036 Uiso 1 1 calc R U . . .
H20B H 0.4662 0.7856 0.1063 0.036 Uiso 1 1 calc R U . . .
H20C H 0.5470 0.8129 0.1855 0.036 Uiso 1 1 calc R U . . .
C21 C 0.46346(15) 0.94683(15) 0.25689(12) 0.0250(4) Uani 1 1 d . . . . .
H21A H 0.4891 1.0077 0.2357 0.038 Uiso 1 1 calc R U . . .
H21B H 0.5129 0.9104 0.2969 0.038 Uiso 1 1 calc R U . . .
H21C H 0.4167 0.9717 0.2815 0.038 Uiso 1 1 calc R U . . .
C22 C 0.33669(14) 0.92141(15) 0.12837(12) 0.0238(4) Uani 1 1 d . . . . .
H22A H 0.3575 0.9843 0.1054 0.036 Uiso 1 1 calc R U . . .
H22B H 0.2906 0.9425 0.1549 0.036 Uiso 1 1 calc R U . . .
H22C H 0.3092 0.8704 0.0859 0.036 Uiso 1 1 calc R U . . .
C23 C 0.45278(11) 0.28859(13) 0.07519(11) 0.0153(3) Uani 1 1 d . . . . .
C24 C 0.47308(13) 0.20876(14) 0.14427(12) 0.0207(4) Uani 1 1 d . . . . .
H24A H 0.4165 0.1954 0.1594 0.031 Uiso 1 1 calc R U . . .
H24B H 0.5204 0.2379 0.1900 0.031 Uiso 1 1 calc R U . . .
H24C H 0.4952 0.1420 0.1276 0.031 Uiso 1 1 calc R U . . .
C25 C 0.54199(13) 0.31229(15) 0.05351(12) 0.0223(4) Uani 1 1 d . . . . .
H25A H 0.5287 0.3615 0.0083 0.033 Uiso 1 1 calc R U . . .
H25B H 0.5671 0.2460 0.0390 0.033 Uiso 1 1 calc R U . . .
H25C H 0.5872 0.3445 0.0993 0.033 Uiso 1 1 calc R U . . .
C26 C 0.38447(13) 0.23492(15) 0.00358(12) 0.0222(4) Uani 1 1 d . . . . .
H26A H 0.3260 0.2221 0.0157 0.033 Uiso 1 1 calc R U . . .
H26B H 0.4102 0.1672 -0.0075 0.033 Uiso 1 1 calc R U . . .
H26C H 0.3736 0.2813 -0.0431 0.033 Uiso 1 1 calc R U . . .
C27 C 0.19970(11) 0.57402(14) 0.01402(11) 0.0163(3) Uani 1 1 d . . . . .
C28 C 0.14867(12) 0.48984(15) -0.04599(11) 0.0217(4) Uani 1 1 d . . . . .
H28A H 0.0891 0.5184 -0.0776 0.033 Uiso 1 1 calc R U . . .
H28B H 0.1384 0.4264 -0.0173 0.033 Uiso 1 1 calc R U . . .
H28C H 0.1859 0.4710 -0.0814 0.033 Uiso 1 1 calc R U . . .
C29 C 0.21788(13) 0.67007(16) -0.03345(12) 0.0250(4) Uani 1 1 d . . . . .
H29A H 0.2490 0.7259 0.0035 0.037 Uiso 1 1 calc R U . . .
H29B H 0.1591 0.6972 -0.0677 0.037 Uiso 1 1 calc R U . . .
H29C H 0.2572 0.6483 -0.0665 0.037 Uiso 1 1 calc R U . . .
C30 C 0.13515(12) 0.60648(16) 0.06329(12) 0.0220(4) Uani 1 1 d . . . . .
H30A H 0.1630 0.6649 0.0990 0.033 Uiso 1 1 calc R U . . .
H30B H 0.1254 0.5457 0.0948 0.033 Uiso 1 1 calc R U . . .
H30C H 0.0758 0.6296 0.0275 0.033 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 1.8964(17) . ?
Ni1 P2 2.1045(6) . ?
Ni1 P1 2.1098(6) . ?
Ni1 H1 1.54(2) . ?
P1 O1 1.6607(13) . ?
P1 C11 1.8564(19) . ?
P1 C7 1.856(2) . ?
P2 O2 1.6573(13) . ?
P2 C19 1.8535(18) . ?
P2 C15 1.8601(19) . ?
O1 C2 1.4050(19) . ?
O2 C6 1.404(2) . ?
C1 C2 1.394(2) . ?
C1 C6 1.397(2) . ?
C2 C3 1.397(2) . ?
C3 C4 1.406(2) . ?
C3 C23 1.531(2) . ?
C4 C5 1.397(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.395(2) . ?
C5 C27 1.537(2) . ?
C7 C8 1.526(3) . ?
C7 C10 1.530(3) . ?
C7 C9 1.535(3) . ?
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 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C14 1.519(3) . ?
C11 C13 1.528(3) . ?
C11 C12 1.536(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C18 1.523(3) . ?
C15 C16 1.536(3) . ?
C15 C17 1.539(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C22 1.532(3) . ?
C19 C21 1.531(3) . ?
C19 C20 1.537(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
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 C26 1.534(2) . ?
C23 C25 1.533(3) . ?
C23 C24 1.535(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C30 1.534(3) . ?
C27 C28 1.536(2) . ?
C27 C29 1.537(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 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 P2 83.26(5) . . ?
C1 Ni1 P1 83.70(5) . . ?
P2 Ni1 P1 166.94(2) . . ?
C1 Ni1 H1 179.4(8) . . ?
P2 Ni1 H1 96.7(8) . . ?
P1 Ni1 H1 96.3(8) . . ?
O1 P1 C11 100.16(8) . . ?
O1 P1 C7 101.34(8) . . ?
C11 P1 C7 114.08(9) . . ?
O1 P1 Ni1 105.93(5) . . ?
C11 P1 Ni1 116.35(6) . . ?
C7 P1 Ni1 115.89(7) . . ?
O2 P2 C19 100.08(7) . . ?
O2 P2 C15 101.32(8) . . ?
C19 P2 C15 113.50(8) . . ?
O2 P2 Ni1 106.58(5) . . ?
C19 P2 Ni1 116.92(6) . . ?
C15 P2 Ni1 115.48(6) . . ?
C2 O1 P1 112.79(10) . . ?
C6 O2 P2 112.46(10) . . ?
C2 C1 C6 116.90(15) . . ?
C2 C1 Ni1 121.37(12) . . ?
C6 C1 Ni1 121.70(12) . . ?
C1 C2 C3 123.69(15) . . ?
C1 C2 O1 116.16(14) . . ?
C3 C2 O1 120.15(14) . . ?
C2 C3 C4 114.88(15) . . ?
C2 C3 C23 122.69(14) . . ?
C4 C3 C23 122.37(15) . . ?
C5 C4 C3 125.64(16) . . ?
C5 C4 H4 117.2 . . ?
C3 C4 H4 117.2 . . ?
C4 C5 C6 114.70(15) . . ?
C4 C5 C27 122.21(15) . . ?
C6 C5 C27 123.04(15) . . ?
C5 C6 C1 124.09(15) . . ?
C5 C6 O2 119.97(14) . . ?
C1 C6 O2 115.94(14) . . ?
C8 C7 C10 109.1(2) . . ?
C8 C7 C9 108.8(2) . . ?
C10 C7 C9 109.36(18) . . ?
C8 C7 P1 104.68(14) . . ?
C10 C7 P1 114.26(15) . . ?
C9 C7 P1 110.39(15) . . ?
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 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C14 C11 C13 110.61(18) . . ?
C14 C11 C12 108.82(18) . . ?
C13 C11 C12 108.49(19) . . ?
C14 C11 P1 114.31(14) . . ?
C13 C11 P1 110.44(15) . . ?
C12 C11 P1 103.81(13) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C18 C15 C16 109.09(16) . . ?
C18 C15 C17 110.82(16) . . ?
C16 C15 C17 107.79(16) . . ?
C18 C15 P2 114.07(14) . . ?
C16 C15 P2 105.18(13) . . ?
C17 C15 P2 109.56(14) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 C19 C21 111.01(15) . . ?
C22 C19 C20 108.49(16) . . ?
C21 C19 C20 108.42(16) . . ?
C22 C19 P2 114.41(13) . . ?
C21 C19 P2 109.89(13) . . ?
C20 C19 P2 104.25(12) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C3 C23 C26 111.84(14) . . ?
C3 C23 C25 109.17(14) . . ?
C26 C23 C25 108.47(15) . . ?
C3 C23 C24 110.93(15) . . ?
C26 C23 C24 106.97(15) . . ?
C25 C23 C24 109.40(15) . . ?
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 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C30 C27 C28 107.05(15) . . ?
C30 C27 C29 109.73(15) . . ?
C28 C27 C29 107.77(15) . . ?
C30 C27 C5 111.41(15) . . ?
C28 C27 C5 111.78(14) . . ?
C29 C27 C5 109.02(14) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
C11 P1 O1 C2 -122.38(12) . . . . ?
C7 P1 O1 C2 120.31(12) . . . . ?
Ni1 P1 O1 C2 -1.05(12) . . . . ?
C19 P2 O2 C6 124.76(12) . . . . ?
C15 P2 O2 C6 -118.58(12) . . . . ?
Ni1 P2 O2 C6 2.58(12) . . . . ?
P2 Ni1 C1 C2 178.63(15) . . . . ?
P1 Ni1 C1 C2 -2.13(14) . . . . ?
P2 Ni1 C1 C6 0.63(14) . . . . ?
P1 Ni1 C1 C6 179.87(15) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
Ni1 C1 C2 C3 -177.96(13) . . . . ?
C6 C1 C2 O1 -179.88(15) . . . . ?
Ni1 C1 C2 O1 2.0(2) . . . . ?
P1 O1 C2 C1 -0.40(19) . . . . ?
P1 O1 C2 C3 179.59(13) . . . . ?
C1 C2 C3 C4 -2.0(3) . . . . ?
O1 C2 C3 C4 178.01(15) . . . . ?
C1 C2 C3 C23 175.51(16) . . . . ?
O1 C2 C3 C23 -4.5(3) . . . . ?
C2 C3 C4 C5 1.4(3) . . . . ?
C23 C3 C4 C5 -176.13(16) . . . . ?
C3 C4 C5 C6 1.1(3) . . . . ?
C3 C4 C5 C27 178.81(16) . . . . ?
C4 C5 C6 C1 -3.2(3) . . . . ?
C27 C5 C6 C1 179.08(16) . . . . ?
C4 C5 C6 O2 176.66(15) . . . . ?
C27 C5 C6 O2 -1.1(3) . . . . ?
C2 C1 C6 C5 2.7(3) . . . . ?
Ni1 C1 C6 C5 -179.23(13) . . . . ?
C2 C1 C6 O2 -177.18(14) . . . . ?
Ni1 C1 C6 O2 0.9(2) . . . . ?
P2 O2 C6 C5 177.80(13) . . . . ?
P2 O2 C6 C1 -2.33(19) . . . . ?
O1 P1 C7 C8 -74.79(18) . . . . ?
C11 P1 C7 C8 178.55(17) . . . . ?
Ni1 P1 C7 C8 39.32(18) . . . . ?
O1 P1 C7 C10 44.52(17) . . . . ?
C11 P1 C7 C10 -62.13(18) . . . . ?
Ni1 P1 C7 C10 158.64(13) . . . . ?
O1 P1 C7 C9 168.26(16) . . . . ?
C11 P1 C7 C9 61.61(19) . . . . ?
Ni1 P1 C7 C9 -77.62(17) . . . . ?
O1 P1 C11 C14 -52.52(17) . . . . ?
C7 P1 C11 C14 54.88(18) . . . . ?
Ni1 P1 C11 C14 -166.09(14) . . . . ?
O1 P1 C11 C13 -178.01(16) . . . . ?
C7 P1 C11 C13 -70.61(19) . . . . ?
Ni1 P1 C11 C13 68.42(18) . . . . ?
O1 P1 C11 C12 65.88(14) . . . . ?
C7 P1 C11 C12 173.28(13) . . . . ?
Ni1 P1 C11 C12 -47.69(14) . . . . ?
O2 P2 C15 C18 -64.26(15) . . . . ?
C19 P2 C15 C18 42.11(17) . . . . ?
Ni1 P2 C15 C18 -178.95(12) . . . . ?
O2 P2 C15 C16 55.24(14) . . . . ?
C19 P2 C15 C16 161.61(12) . . . . ?
Ni1 P2 C15 C16 -59.44(14) . . . . ?
O2 P2 C15 C17 170.87(12) . . . . ?
C19 P2 C15 C17 -82.77(14) . . . . ?
Ni1 P2 C15 C17 56.18(14) . . . . ?
O2 P2 C19 C22 38.11(15) . . . . ?
C15 P2 C19 C22 -69.03(16) . . . . ?
Ni1 P2 C19 C22 152.65(12) . . . . ?
O2 P2 C19 C21 163.76(13) . . . . ?
C15 P2 C19 C21 56.62(15) . . . . ?
Ni1 P2 C19 C21 -81.70(14) . . . . ?
O2 P2 C19 C20 -80.22(13) . . . . ?
C15 P2 C19 C20 172.64(12) . . . . ?
Ni1 P2 C19 C20 34.32(14) . . . . ?
C2 C3 C23 C26 177.57(17) . . . . ?
C4 C3 C23 C26 -5.1(2) . . . . ?
C2 C3 C23 C25 -62.4(2) . . . . ?
C4 C3 C23 C25 114.93(18) . . . . ?
C2 C3 C23 C24 58.2(2) . . . . ?
C4 C3 C23 C24 -124.45(18) . . . . ?
C4 C5 C27 C30 128.89(18) . . . . ?
C6 C5 C27 C30 -53.5(2) . . . . ?
C4 C5 C27 C28 9.2(2) . . . . ?
C6 C5 C27 C28 -173.28(16) . . . . ?
C4 C5 C27 C29 -109.87(19) . . . . ?
C6 C5 C27 C29 67.7(2) . . . . ?

_refine_diff_density_max         0.636
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.095

_shelxl_version_number           2013-4


#===END
_chemical_compound_source        hexane/MeOH
####################################################################### 
# 
# 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_4c
_database_code_depnum_ccdc_archive 'CCDC 1418630'
_audit_update_record             
;
2015-08-13 deposited with the CCDC.
2015-10-29 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
  [(4-Me-t-BuPOCOP)Ni-NCMe]+ [BF4]-
;
_chemical_name_common            jonsc15
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H44 N Ni O2 P2, B F4'
_chemical_formula_sum            'C25 H44 B F4 N Ni O2 P2'
_chemical_formula_weight         598.07

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           11
_space_group_name_H-M_alt        'P 21/m'
_space_group_name_Hall           '-P 2yb'

_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'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   7.6473(9)
_cell_length_b                   12.5571(15)
_cell_length_c                   15.1719(18)
_cell_angle_alpha                90
_cell_angle_beta                 92.552(2)
_cell_angle_gamma                90
_cell_volume                     1455.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.0(5)
_cell_measurement_reflns_used    4025
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      38.14

_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_F_000             632
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.825
_shelx_estimated_absorpt_T_min   0.839
_shelx_estimated_absorpt_T_max   0.908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6658
_exptl_absorpt_correction_T_max  0.7476
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.0(5)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD platform'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38303
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.106
_diffrn_reflns_theta_max         38.687
_diffrn_reflns_theta_full        37.785
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             8221
_reflns_number_gt                6335
_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       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_structure_solution    'SIR2011 (Burla et al., 2012)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_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)+(0.0377P)²+0.2588P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8221
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.0896
_refine_ls_wR_factor_gt          0.0817
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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 0.07338(2) 0.7500 0.24268(2) 0.01018(4) Uani 1 2 d S T P . .
P1 P 0.09949(3) 0.57708(2) 0.22705(2) 0.01099(5) Uani 1 1 d . . . . .
O1 O 0.24525(10) 0.56030(6) 0.15100(5) 0.01334(13) Uani 1 1 d . . . . .
N1 N -0.08836(17) 0.7500 0.33265(9) 0.0141(2) Uani 1 2 d S T P . .
C1 C 0.23645(18) 0.7500 0.15301(9) 0.0115(2) Uani 1 2 d S T P . .
C2 C 0.29859(13) 0.65606(8) 0.11595(7) 0.01177(16) Uani 1 1 d . . . . .
C3 C 0.40944(13) 0.65411(8) 0.04587(7) 0.01348(17) Uani 1 1 d . . . . .
H3 H 0.4475 0.5881 0.0228 0.016 Uiso 1 1 calc R U . . .
C4 C 0.46442(19) 0.7500 0.00960(9) 0.0139(2) Uani 1 2 d S T P . .
C5 C -0.09424(13) 0.51104(8) 0.17314(7) 0.01471(17) Uani 1 1 d . . . . .
C6 C -0.12968(16) 0.57471(9) 0.08716(8) 0.0201(2) Uani 1 1 d . . . . .
H6A H -0.2280 0.5425 0.0531 0.030 Uiso 1 1 calc R U . . .
H6B H -0.0251 0.5735 0.0521 0.030 Uiso 1 1 calc R U . . .
H6C H -0.1585 0.6485 0.1016 0.030 Uiso 1 1 calc R U . . .
C7 C -0.25426(16) 0.52101(11) 0.22981(9) 0.0254(2) Uani 1 1 d . . . . .
H7A H -0.3584 0.4953 0.1963 0.038 Uiso 1 1 calc R U . . .
H7B H -0.2708 0.5958 0.2459 0.038 Uiso 1 1 calc R U . . .
H7C H -0.2359 0.4783 0.2835 0.038 Uiso 1 1 calc R U . . .
C8 C -0.06144(16) 0.39376(9) 0.15139(8) 0.0204(2) Uani 1 1 d . . . . .
H8A H -0.1547 0.3679 0.1104 0.031 Uiso 1 1 calc R U . . .
H8B H -0.0604 0.3516 0.2058 0.031 Uiso 1 1 calc R U . . .
H8C H 0.0517 0.3868 0.1241 0.031 Uiso 1 1 calc R U . . .
C9 C 0.20622(14) 0.50552(8) 0.32138(7) 0.01484(17) Uani 1 1 d . . . . .
C10 C 0.35541(15) 0.57982(9) 0.35410(8) 0.0198(2) Uani 1 1 d . . . . .
H10A H 0.4261 0.5442 0.4008 0.030 Uiso 1 1 calc R U . . .
H10B H 0.3058 0.6455 0.3774 0.030 Uiso 1 1 calc R U . . .
H10C H 0.4293 0.5971 0.3049 0.030 Uiso 1 1 calc R U . . .
C11 C 0.07819(17) 0.49112(11) 0.39527(8) 0.0250(2) Uani 1 1 d . . . . .
H11A H 0.1416 0.4647 0.4484 0.037 Uiso 1 1 calc R U . . .
H11B H -0.0126 0.4398 0.3766 0.037 Uiso 1 1 calc R U . . .
H11C H 0.0236 0.5597 0.4081 0.037 Uiso 1 1 calc R U . . .
C12 C 0.28290(17) 0.39779(9) 0.29496(8) 0.0215(2) Uani 1 1 d . . . . .
H12A H 0.3582 0.3702 0.3437 0.032 Uiso 1 1 calc R U . . .
H12B H 0.3520 0.4070 0.2426 0.032 Uiso 1 1 calc R U . . .
H12C H 0.1875 0.3474 0.2817 0.032 Uiso 1 1 calc R U . . .
C13 C 0.5783(2) 0.7500 -0.06883(11) 0.0218(3) Uani 1 2 d S T P . .
H13A H 0.6163 0.8229 -0.0808 0.033 Uiso 0.5 1 calc R U P . .
H13B H 0.5117 0.7221 -0.1205 0.033 Uiso 0.5 1 calc R U P . .
H13C H 0.6811 0.7050 -0.0562 0.033 Uiso 0.5 1 calc R U P . .
C14 C -0.1772(2) 0.7500 0.39134(10) 0.0147(2) Uani 1 2 d S T P . .
C15 C -0.2874(2) 0.7500 0.46694(11) 0.0197(3) Uani 1 2 d S T P . .
H15A H -0.3735 0.6924 0.4606 0.030 Uiso 0.5 1 calc R U P A -1
H15B H -0.3483 0.8185 0.4702 0.030 Uiso 0.5 1 calc R U P A -1
H15C H -0.2147 0.7391 0.5210 0.030 Uiso 0.5 1 calc R U P A -1
B1 B 0.2519(3) 0.7500 0.57898(13) 0.0218(3) Uani 1 2 d S T P . .
F1 F 0.12096(16) 0.7500 0.51241(9) 0.0349(3) Uani 1 2 d S T P . .
F2 F 0.1771(2) 0.7500 0.66006(9) 0.0432(3) Uani 1 2 d S T P . .
F3 F 0.35350(14) 0.65956(9) 0.57056(7) 0.0506(3) Uani 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 N1 1.8824(13) . ?
Ni1 C1 1.8861(14) . ?
Ni1 P1 2.1943(4) 4_575 ?
Ni1 P1 2.1943(4) . ?
P1 O1 1.6531(8) . ?
P1 C9 1.8487(11) . ?
P1 C5 1.8557(11) . ?
O1 C2 1.3836(12) . ?
N1 C14 1.144(2) . ?
C1 C2 1.3990(12) 4_575 ?
C1 C2 1.3990(12) . ?
C2 C3 1.3893(14) . ?
C3 C4 1.3964(12) . ?
C3 H3 0.9500 . ?
C4 C3 1.3965(12) 4_575 ?
C4 C13 1.506(2) . ?
C5 C7 1.5317(15) . ?
C5 C8 1.5322(15) . ?
C5 C6 1.5437(16) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C11 1.5317(15) . ?
C9 C12 1.5348(15) . ?
C9 C10 1.5388(16) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.453(2) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
B1 F2 1.379(2) . ?
B1 F3 1.3851(14) 4_575 ?
B1 F3 1.3851(14) . ?
B1 F1 1.390(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni1 C1 179.69(6) . . ?
N1 Ni1 P1 98.295(8) . 4_575 ?
C1 Ni1 P1 81.707(8) . 4_575 ?
N1 Ni1 P1 98.294(8) . . ?
C1 Ni1 P1 81.708(8) . . ?
P1 Ni1 P1 163.401(16) 4_575 . ?
O1 P1 C9 100.96(4) . . ?
O1 P1 C5 100.68(4) . . ?
C9 P1 C5 116.12(5) . . ?
O1 P1 Ni1 105.60(3) . . ?
C9 P1 Ni1 115.88(4) . . ?
C5 P1 Ni1 114.53(4) . . ?
C2 O1 P1 112.15(6) . . ?
C14 N1 Ni1 175.39(13) . . ?
C2 C1 C2 114.96(12) 4_575 . ?
C2 C1 Ni1 122.49(6) 4_575 . ?
C2 C1 Ni1 122.49(6) . . ?
O1 C2 C3 118.64(8) . . ?
O1 C2 C1 117.84(9) . . ?
C3 C2 C1 123.52(9) . . ?
C2 C3 C4 119.41(10) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C3 119.15(13) . 4_575 ?
C3 C4 C13 120.42(7) . . ?
C3 C4 C13 120.42(7) 4_575 . ?
C7 C5 C8 110.00(9) . . ?
C7 C5 C6 108.50(10) . . ?
C8 C5 C6 109.88(9) . . ?
C7 C5 P1 110.98(8) . . ?
C8 C5 P1 112.91(8) . . ?
C6 C5 P1 104.34(7) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C11 C9 C12 110.56(10) . . ?
C11 C9 C10 108.93(10) . . ?
C12 C9 C10 109.40(9) . . ?
C11 C9 P1 110.45(8) . . ?
C12 C9 P1 112.77(8) . . ?
C10 C9 P1 104.51(7) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C4 C13 H13A 109.5 . . ?
C4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 C15 178.98(16) . . ?
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 . . ?
F2 B1 F3 109.81(11) . 4_575 ?
F2 B1 F3 109.81(11) . . ?
F3 B1 F3 110.15(17) 4_575 . ?
F2 B1 F1 109.51(16) . . ?
F3 B1 F1 108.77(10) 4_575 . ?
F3 B1 F1 108.77(10) . . ?

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
C9 P1 O1 C2 -124.94(7) . . . . ?
C5 P1 O1 C2 115.53(7) . . . . ?
Ni1 P1 O1 C2 -3.89(7) . . . . ?
P1 Ni1 C1 C2 -1.06(10) 4_575 . . 4_575 ?
P1 Ni1 C1 C2 178.26(11) . . . 4_575 ?
P1 Ni1 C1 C2 -178.26(11) 4_575 . . . ?
P1 Ni1 C1 C2 1.07(10) . . . . ?
P1 O1 C2 C3 -174.49(7) . . . . ?
P1 O1 C2 C1 5.11(12) . . . . ?
C2 C1 C2 O1 178.54(7) 4_575 . . . ?
Ni1 C1 C2 O1 -4.07(16) . . . . ?
C2 C1 C2 C3 -1.9(2) 4_575 . . . ?
Ni1 C1 C2 C3 175.51(8) . . . . ?
O1 C2 C3 C4 179.93(10) . . . . ?
C1 C2 C3 C4 0.36(17) . . . . ?
C2 C3 C4 C3 1.3(2) . . . 4_575 ?
C2 C3 C4 C13 -177.39(12) . . . . ?
O1 P1 C5 C7 -177.01(8) . . . . ?
C9 P1 C5 C7 75.06(9) . . . . ?
Ni1 P1 C5 C7 -64.25(9) . . . . ?
O1 P1 C5 C8 58.95(8) . . . . ?
C9 P1 C5 C8 -48.99(9) . . . . ?
Ni1 P1 C5 C8 171.71(7) . . . . ?
O1 P1 C5 C6 -60.34(8) . . . . ?
C9 P1 C5 C6 -168.27(7) . . . . ?
Ni1 P1 C5 C6 52.43(8) . . . . ?
O1 P1 C9 C11 -168.77(8) . . . . ?
C5 P1 C9 C11 -61.01(9) . . . . ?
Ni1 P1 C9 C11 77.75(8) . . . . ?
O1 P1 C9 C12 -44.51(9) . . . . ?
C5 P1 C9 C12 63.25(9) . . . . ?
Ni1 P1 C9 C12 -158.00(7) . . . . ?
O1 P1 C9 C10 74.22(7) . . . . ?
C5 P1 C9 C10 -178.01(7) . . . . ?
Ni1 P1 C9 C10 -39.26(8) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C6 H6B O1 0.98 2.51 2.9908(14) 110.4 .
C12 H12A F3 0.98 2.54 3.4507(16) 155.0 3_666
C12 H12B O1 0.98 2.49 2.9937(14) 111.6 .

_refine_diff_density_max         0.635
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.086

_shelxl_version_number           2014-1


#===END
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CH3CN'
