# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelx

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          121-123
_chemical_formula_moiety         '3 C3 H9 P, C6 H2 N F6, Rh'
_chemical_formula_sum            'C15 H29 F6 N P3 Rh'
_chemical_formula_weight         533.21

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'
N N 0.0061 0.0033 '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'
Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

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

_cell_length_a                   15.096(2)
_cell_length_b                   11.8371(19)
_cell_length_c                   13.136(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2347.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    20413
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      27.65

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.978
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_process_details   
;
Abscor. T. Higashi (2001). The Rigaku Corporation, Tokyo, Japan.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku AFC-12 with a Saturn 724+ CCD'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32094
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.102
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2815
_reflns_number_gt                1963
_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       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'

_computing_structure_solution    
;

SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  'XP SHELXTL/PC, Siemens Analytical'







_refine_special_details          
;
 The complex sits on a crystallographic mirror plane of symmetry at x, 1/4, z.  
The Rh, P and N atoms all reside on the mirror.  The F atoms on the pyrrole 
group were disordered.  The site occupancy factors for the F atoms were set to 
1/2.  Displacement parameter restraints were applied to the F atoms in the final 
refinement model.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0423P)²+2.8684P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2815
_refine_ls_number_parameters     162
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0431
_refine_ls_wR_factor_ref         0.1071
_refine_ls_wR_factor_gt          0.0958
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_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
Rh1 Rh 0.40741(3) 0.2500 -0.00392(3) 0.04103(14) Uani 1 2 d S T P . .
P1 P 0.55952(11) 0.2500 0.00146(11) 0.0603(4) Uani 1 2 d S T P . .
P2 P 0.25519(9) 0.2500 0.02367(10) 0.0440(3) Uani 1 2 d S T P . .
P3 P 0.39578(11) 0.2500 -0.17291(10) 0.0614(5) Uani 1 2 d S T P . .
F1 F 0.4877(5) 0.1116(12) 0.4545(8) 0.104(4) Uani 0.5 1 d D U P A 1
F2 F 0.3521(5) 0.1477(9) 0.4745(7) 0.128(4) Uani 0.5 1 d D U P A 1
F3 F 0.3909(8) 0.0082(7) 0.3832(9) 0.136(5) Uani 0.5 1 d D U P A 1
F1B F 0.3316(4) 0.0919(10) 0.4424(9) 0.142(5) Uani 0.5 1 d D U P A 2
F2B F 0.4392(7) 0.0096(5) 0.3723(8) 0.108(3) Uani 0.5 1 d D U P A 2
F3B F 0.4640(6) 0.1367(12) 0.4811(7) 0.090(3) Uani 0.5 1 d D U P A 2
N1 N 0.4123(3) 0.2500 0.1548(3) 0.0434(10) Uani 1 2 d S T P . .
C3 C 0.4132(2) 0.1908(3) 0.3180(3) 0.0437(8) Uani 1 1 d . . . . .
C5 C 0.4126(2) 0.1592(3) 0.2170(3) 0.0445(8) Uani 1 1 d . . . . .
H5 H 0.4125 0.0830 0.1940 0.053 Uiso 1 1 calc R U . . .
C8 C 0.4117(3) 0.1125(4) 0.4046(3) 0.0757(14) Uani 1 1 d D U . . .
C13 C 0.2166(3) 0.1317(5) 0.0995(4) 0.0910(17) Uani 1 1 d . . . . .
H13A H 0.2451 0.1338 0.1665 0.137 Uiso 1 1 calc R U . . .
H13B H 0.2317 0.0608 0.0651 0.137 Uiso 1 1 calc R U . . .
H13C H 0.1522 0.1367 0.1078 0.137 Uiso 1 1 calc R U . . .
C14 C 0.1690(4) 0.2500 -0.0751(5) 0.075(2) Uani 1 2 d S T P . .
H14D H 0.1105 0.2500 -0.0429 0.112 Uiso 1 2 calc R U P . .
H14E H 0.1753 0.1824 -0.1176 0.112 Uiso 0.5 1 calc R U P . .
H14F H 0.1753 0.3176 -0.1176 0.112 Uiso 0.5 1 calc R U P . .
C16 C 0.6092(5) 0.2500 0.1276(6) 0.118(4) Uani 1 2 d S T P . .
H16D H 0.6739 0.2500 0.1212 0.176 Uiso 1 2 calc R U P . .
H16E H 0.5903 0.1824 0.1647 0.176 Uiso 0.5 1 calc R U P . .
H16F H 0.5903 0.3176 0.1647 0.176 Uiso 0.5 1 calc R U P . .
C17 C 0.3382(4) 0.3702(5) -0.2278(4) 0.113(2) Uani 1 1 d . . . . .
H17A H 0.3184 0.3512 -0.2967 0.170 Uiso 1 1 calc R U . . .
H17B H 0.3784 0.4351 -0.2306 0.170 Uiso 1 1 calc R U . . .
H17C H 0.2867 0.3890 -0.1856 0.170 Uiso 1 1 calc R U . . .
C19 C 0.6182(4) 0.3697(6) -0.0538(6) 0.119(2) Uani 1 1 d . . . . .
H19A H 0.6822 0.3588 -0.0458 0.179 Uiso 1 1 calc R U . . .
H19B H 0.6003 0.4393 -0.0190 0.179 Uiso 1 1 calc R U . . .
H19C H 0.6037 0.3755 -0.1263 0.179 Uiso 1 1 calc R U . . .
C24 C 0.4927(5) 0.2500 -0.2577(5) 0.139(4) Uani 1 2 d S T P . .
H24D H 0.4728 0.2500 -0.3287 0.208 Uiso 1 2 calc R U P . .
H24E H 0.5285 0.1824 -0.2448 0.208 Uiso 0.5 1 calc R U P . .
H24F H 0.5285 0.3176 -0.2448 0.208 Uiso 0.5 1 calc R U P . .


_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
Rh1 N1 2.087(4) . ?
Rh1 P3 2.2267(15) . ?
Rh1 P1 2.2972(17) . ?
Rh1 P2 2.3263(15) . ?
P1 C16 1.819(7) . ?
P1 C19 1.822(6) 8_565 ?
P1 C19 1.822(6) . ?
P2 C13 1.814(5) . ?
P2 C13 1.814(5) 8_565 ?
P2 C14 1.838(6) . ?
P3 C17 1.816(6) 8_565 ?
P3 C17 1.816(6) . ?
P3 C24 1.839(7) . ?
F1 C8 1.321(6) . ?
F2 C8 1.351(6) . ?
F3 C8 1.305(6) . ?
F1B C8 1.330(6) . ?
F2B C8 1.355(6) . ?
F3B C8 1.310(6) . ?
N1 C5 1.350(4) . ?
N1 C5 1.350(4) 8_565 ?
C3 C5 1.379(5) . ?
C3 C3 1.401(7) 8_565 ?
C3 C8 1.468(5) . ?
C5 H5 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14D 0.9800 . ?
C14 H14E 0.9800 . ?
C14 H14F 0.9800 . ?
C16 H16D 0.9800 . ?
C16 H16E 0.9800 . ?
C16 H16F 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C24 H24D 0.9800 . ?
C24 H24E 0.9800 . ?
C24 H24F 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
N1 Rh1 P3 177.49(13) . . ?
N1 Rh1 P1 86.23(13) . . ?
P3 Rh1 P1 96.29(6) . . ?
N1 Rh1 P2 83.05(12) . . ?
P3 Rh1 P2 94.44(6) . . ?
P1 Rh1 P2 169.27(5) . . ?
C16 P1 C19 99.3(3) . 8_565 ?
C16 P1 C19 99.3(3) . . ?
C19 P1 C19 102.1(5) 8_565 . ?
C16 P1 Rh1 116.1(3) . . ?
C19 P1 Rh1 118.3(2) 8_565 . ?
C19 P1 Rh1 118.3(2) . . ?
C13 P2 C13 101.0(4) . 8_565 ?
C13 P2 C14 99.2(2) . . ?
C13 P2 C14 99.2(2) 8_565 . ?
C13 P2 Rh1 113.74(17) . . ?
C13 P2 Rh1 113.74(17) 8_565 . ?
C14 P2 Rh1 126.1(2) . . ?
C17 P3 C17 103.1(4) 8_565 . ?
C17 P3 C24 98.1(3) 8_565 . ?
C17 P3 C24 98.1(3) . . ?
C17 P3 Rh1 115.68(19) 8_565 . ?
C17 P3 Rh1 115.68(19) . . ?
C24 P3 Rh1 122.8(3) . . ?
C5 N1 C5 105.6(4) . 8_565 ?
C5 N1 Rh1 127.19(19) . . ?
C5 N1 Rh1 127.19(19) 8_565 . ?
C5 C3 C3 105.8(2) . 8_565 ?
C5 C3 C8 125.0(4) . . ?
C3 C3 C8 129.2(2) 8_565 . ?
N1 C5 C3 111.4(3) . . ?
N1 C5 H5 124.3 . . ?
C3 C5 H5 124.3 . . ?
F3 C8 F1 107.9(6) . . ?
F3B C8 F1B 107.5(6) . . ?
F3 C8 F2 106.1(5) . . ?
F1 C8 F2 104.1(5) . . ?
F3B C8 F2B 104.6(6) . . ?
F1B C8 F2B 103.3(5) . . ?
F3 C8 C3 115.8(7) . . ?
F3B C8 C3 116.6(8) . . ?
F1 C8 C3 112.1(7) . . ?
F1B C8 C3 114.9(6) . . ?
F2 C8 C3 110.1(6) . . ?
F2B C8 C3 108.7(6) . . ?
P2 C13 H13A 109.5 . . ?
P2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
P2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
P2 C14 H14D 109.5 . . ?
P2 C14 H14E 109.5 . . ?
H14D C14 H14E 109.5 . . ?
P2 C14 H14F 109.5 . . ?
H14D C14 H14F 109.5 . . ?
H14E C14 H14F 109.5 . . ?
P1 C16 H16D 109.5 . . ?
P1 C16 H16E 109.5 . . ?
H16D C16 H16E 109.5 . . ?
P1 C16 H16F 109.5 . . ?
H16D C16 H16F 109.5 . . ?
H16E C16 H16F 109.5 . . ?
P3 C17 H17A 109.5 . . ?
P3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
P3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
P1 C19 H19A 109.5 . . ?
P1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
P1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
P3 C24 H24D 109.5 . . ?
P3 C24 H24E 109.5 . . ?
H24D C24 H24E 109.5 . . ?
P3 C24 H24F 109.5 . . ?
H24D C24 H24F 109.5 . . ?
H24E C24 H24F 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
C5 N1 C5 C3 0.0(6) 8_565 . . . ?
Rh1 N1 C5 C3 -178.0(3) . . . . ?
C3 C3 C5 N1 0.0(4) 8_565 . . . ?
C8 C3 C5 N1 178.5(4) . . . . ?
C5 C3 C8 F3 -14.0(8) . . . . ?
C3 C3 C8 F3 164.2(6) 8_565 . . . ?
C5 C3 C8 F3B 138.1(6) . . . . ?
C3 C3 C8 F3B -43.8(7) 8_565 . . . ?
C5 C3 C8 F1 110.4(7) . . . . ?
C3 C3 C8 F1 -71.4(6) 8_565 . . . ?
C5 C3 C8 F1B -94.8(7) . . . . ?
C3 C3 C8 F1B 83.3(7) 8_565 . . . ?
C5 C3 C8 F2 -134.2(5) . . . . ?
C3 C3 C8 F2 43.9(5) 8_565 . . . ?
C5 C3 C8 F2B 20.3(6) . . . . ?
C3 C3 C8 F2B -161.6(5) 8_565 . . . ?

_refine_diff_density_max         0.381
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.075

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 1006065'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
  dimethyl-trans-bis-trimethylphosphine-nickle(ii)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H24 Ni P2'
_chemical_formula_sum            'C8 H24 Ni P2'
_chemical_formula_weight         240.92

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'
Ni Ni 0.3393 1.1124 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   5.410(5)
_cell_length_b                   15.773(3)
_cell_length_c                   8.449(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 118.57(4)
_cell_angle_gamma                90.00
_cell_volume                     633.2(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2101
_cell_measurement_theta_min      1.291
_cell_measurement_theta_max      31.0297

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             260
_exptl_absorpt_coefficient_mu    1.736
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  0.87
_exptl_absorpt_correction_T_min  0.19
_exptl_absorpt_process_details   
;
Abscor. T. Higashi (2001).
The Rigaku Corporation, Tokyo, Japan.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku AFC-12 with Saturn 724+CCD'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3741
_diffrn_reflns_av_R_equivalents  0.0789
_diffrn_reflns_av_sigmaI/netI    0.0944
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.58
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1099
_reflns_number_gt                855
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    
;

SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_computing_structure_refinement  'SHELXL-2013, (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'CIFTAB (Sheldrick, 2008)'


_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
        The Ni ion resided on a crystallographic inversion center at 0,0,0.  
The complex was disordered.  The disorder appeared to be the result of a 
slight rotation about the P-Ni-P vector resulting in a disorder of the 
trimethyl phospine groups and the methyl groups attached to Ni.  Because of 
the disorder, geometric and displacement parameter restraints were 
applied to the model. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0356P)²+3.5036P] 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         1099
_refine_ls_number_parameters     99
_refine_ls_number_restraints     148
_refine_ls_R_factor_all          0.1275
_refine_ls_R_factor_gt           0.1035
_refine_ls_wR_factor_ref         0.1965
_refine_ls_wR_factor_gt          0.1846
_refine_ls_goodness_of_fit_ref   1.257
_refine_ls_restrained_S_all      1.499
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0000 0.0000 0.0000 0.0372(7) Uani 1 2 d SDU . .
P1 P -0.0954(6) 0.09905(18) 0.1363(4) 0.0460(9) Uani 1 1 d DU A .
C2 C 0.209(3) 0.1501(10) 0.3264(19) 0.061(6) Uani 0.52 1 d PDU A 1
H2A H 0.3101 0.1850 0.2801 0.091 Uiso 0.52 1 calc PR A 1
H2B H 0.3352 0.1065 0.4070 0.091 Uiso 0.52 1 calc PR A 1
H2C H 0.1424 0.1861 0.3930 0.091 Uiso 0.52 1 calc PR A 1
C3 C -0.282(4) 0.0621(10) 0.261(2) 0.054(6) Uani 0.52 1 d PDU A 1
H3A H -0.2574 0.1041 0.3535 0.081 Uiso 0.52 1 calc PR A 1
H3B H -0.2035 0.0076 0.3194 0.081 Uiso 0.52 1 calc PR A 1
H3C H -0.4830 0.0554 0.1770 0.081 Uiso 0.52 1 calc PR A 1
C4 C -0.307(4) 0.1880(8) 0.017(2) 0.064(7) Uani 0.52 1 d PDU A 1
H4A H -0.3405 0.2237 0.0997 0.096 Uiso 0.52 1 calc PR A 1
H4B H -0.4876 0.1680 -0.0805 0.096 Uiso 0.52 1 calc PR A 1
H4C H -0.2093 0.2212 -0.0346 0.096 Uiso 0.52 1 calc PR A 1
C2B C 0.106(4) 0.1990(7) 0.168(2) 0.050(6) Uani 0.48 1 d PDU A 2
H2D H 0.0158 0.2451 0.1992 0.075 Uiso 0.48 1 calc PR A 2
H2E H 0.1091 0.2131 0.0559 0.075 Uiso 0.48 1 calc PR A 2
H2F H 0.2992 0.1914 0.2651 0.075 Uiso 0.48 1 calc PR A 2
C3B C -0.059(4) 0.0838(11) 0.3563(17) 0.058(6) Uani 0.48 1 d PDU A 2
H3D H -0.1256 0.1345 0.3917 0.087 Uiso 0.48 1 calc PR A 2
H3E H 0.1393 0.0739 0.4428 0.087 Uiso 0.48 1 calc PR A 2
H3F H -0.1711 0.0347 0.3549 0.087 Uiso 0.48 1 calc PR A 2
C4B C -0.456(3) 0.1437(11) 0.012(2) 0.049(6) Uani 0.48 1 d PDU A 2
H4D H -0.5830 0.1109 0.0408 0.074 Uiso 0.48 1 calc PR A 2
H4E H -0.5206 0.1409 -0.1176 0.074 Uiso 0.48 1 calc PR A 2
H4F H -0.4534 0.2029 0.0481 0.074 Uiso 0.48 1 calc PR A 2
C1 C -0.222(5) 0.0625(18) -0.230(3) 0.053(7) Uani 0.52 1 d PDU B 1
H1A H -0.1419 0.1191 -0.2199 0.080 Uiso 0.52 1 calc PR B 1
H1B H -0.4178 0.0677 -0.2535 0.080 Uiso 0.52 1 calc PR B 1
H1C H -0.2173 0.0314 -0.3284 0.080 Uiso 0.52 1 calc PR B 1
C1B C -0.074(6) 0.0744(18) -0.207(3) 0.049(7) Uani 0.48 1 d PDU B 2
H1D H 0.1028 0.1000 -0.1887 0.073 Uiso 0.48 1 calc PR B 2
H1E H -0.2062 0.1193 -0.2169 0.073 Uiso 0.48 1 calc PR B 2
H1F H -0.1557 0.0408 -0.3182 0.073 Uiso 0.48 1 calc PR B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 C1B 1.983(15) . ?
Ni1 C1B 1.983(15) 3 ?
Ni1 C1 1.987(15) 3 ?
Ni1 C1 1.987(15) . ?
Ni1 P1 2.145(3) 3 ?
Ni1 P1 2.145(3) . ?
P1 C4 1.788(10) . ?
P1 C3B 1.790(11) . ?
P1 C2 1.847(10) . ?
P1 C4B 1.854(10) . ?
P1 C2B 1.862(10) . ?
P1 C3 1.870(11) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C2B H2D 0.9800 . ?
C2B H2E 0.9800 . ?
C2B H2F 0.9800 . ?
C3B H3D 0.9800 . ?
C3B H3E 0.9800 . ?
C3B H3F 0.9800 . ?
C4B H4D 0.9800 . ?
C4B H4E 0.9800 . ?
C4B H4F 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1B H1D 0.9800 . ?
C1B H1E 0.9800 . ?
C1B H1F 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
C1B Ni1 C1B 180.0(13) . 3 ?
C1 Ni1 C1 180.0(11) 3 . ?
C1B Ni1 P1 87.5(9) . 3 ?
C1B Ni1 P1 92.5(9) 3 3 ?
C1 Ni1 P1 88.5(9) 3 3 ?
C1 Ni1 P1 91.5(9) . 3 ?
C1B Ni1 P1 92.5(9) . . ?
C1B Ni1 P1 87.5(9) 3 . ?
C1 Ni1 P1 91.5(9) 3 . ?
C1 Ni1 P1 88.5(9) . . ?
P1 Ni1 P1 180.00(18) 3 . ?
C4 P1 C2 102.3(6) . . ?
C3B P1 C4B 101.6(6) . . ?
C3B P1 C2B 101.5(6) . . ?
C4B P1 C2B 98.3(6) . . ?
C4 P1 C3 101.0(6) . . ?
C2 P1 C3 98.1(6) . . ?
C4 P1 Ni1 121.5(6) . . ?
C3B P1 Ni1 121.6(6) . . ?
C2 P1 Ni1 116.2(5) . . ?
C4B P1 Ni1 115.5(5) . . ?
C2B P1 Ni1 114.8(5) . . ?
C3 P1 Ni1 114.2(5) . . ?
P1 C2 H2A 109.5 . . ?
P1 C2 H2B 109.5 . . ?
P1 C2 H2C 109.5 . . ?
P1 C3 H3A 109.5 . . ?
P1 C3 H3B 109.5 . . ?
P1 C3 H3C 109.5 . . ?
P1 C4 H4A 109.5 . . ?
P1 C4 H4B 109.5 . . ?
P1 C4 H4C 109.5 . . ?
P1 C2B H2D 109.5 . . ?
P1 C2B H2E 109.5 . . ?
H2D C2B H2E 109.5 . . ?
P1 C2B H2F 109.5 . . ?
H2D C2B H2F 109.5 . . ?
H2E C2B H2F 109.5 . . ?
P1 C3B H3D 109.5 . . ?
P1 C3B H3E 109.5 . . ?
H3D C3B H3E 109.5 . . ?
P1 C3B H3F 109.5 . . ?
H3D C3B H3F 109.5 . . ?
H3E C3B H3F 109.5 . . ?
P1 C4B H4D 109.5 . . ?
P1 C4B H4E 109.5 . . ?
H4D C4B H4E 109.5 . . ?
P1 C4B H4F 109.5 . . ?
H4D C4B H4F 109.5 . . ?
H4E C4B H4F 109.5 . . ?
Ni1 C1 H1A 109.5 . . ?
Ni1 C1 H1B 109.5 . . ?
Ni1 C1 H1C 109.5 . . ?
Ni1 C1B H1D 109.5 . . ?
Ni1 C1B H1E 109.5 . . ?
H1D C1B H1E 109.5 . . ?
Ni1 C1B H1F 109.5 . . ?
H1D C1B H1F 109.5 . . ?
H1E C1B H1F 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
C1B Ni1 P1 C4 21.8(12) . . . . ?
C1B Ni1 P1 C4 -158.2(12) 3 . . . ?
C1 Ni1 P1 C4 -179.7(11) 3 . . . ?
C1 Ni1 P1 C4 0.3(11) . . . . ?
C1B Ni1 P1 C3B -176.6(12) . . . . ?
C1B Ni1 P1 C3B 3.4(12) 3 . . . ?
C1 Ni1 P1 C3B -18.2(11) 3 . . . ?
C1 Ni1 P1 C3B 161.8(11) . . . . ?
C1B Ni1 P1 C2 -103.6(11) . . . . ?
C1B Ni1 P1 C2 76.4(11) 3 . . . ?
C1 Ni1 P1 C2 54.9(10) 3 . . . ?
C1 Ni1 P1 C2 -125.1(10) . . . . ?
C1B Ni1 P1 C4B 59.6(11) . . . . ?
C1B Ni1 P1 C4B -120.4(11) 3 . . . ?
C1 Ni1 P1 C4B -142.0(10) 3 . . . ?
C1 Ni1 P1 C4B 38.0(10) . . . . ?
C1B Ni1 P1 C2B -53.8(11) . . . . ?
C1B Ni1 P1 C2B 126.2(11) 3 . . . ?
C1 Ni1 P1 C2B 104.6(10) 3 . . . ?
C1 Ni1 P1 C2B -75.4(10) . . . . ?
C1B Ni1 P1 C3 143.2(11) . . . . ?
C1B Ni1 P1 C3 -36.8(11) 3 . . . ?
C1 Ni1 P1 C3 -58.4(10) 3 . . . ?
C1 Ni1 P1 C3 121.6(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         1.083
_refine_diff_density_min         -0.704
_refine_diff_density_rms         0.132

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 1006066'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 methyl-(bis(3,4-trifluoromethyl-pyrrole)-trans-bis-
trimethylphosphine-nickel(ii) 
;
_chemical_name_common            ?
_chemical_melting_point          134-137
_chemical_formula_moiety         'C13 H23 F6 N Ni P2'
_chemical_formula_sum            'C13 H23 F6 N Ni P2'
_chemical_formula_weight         427.97

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   9.4460(13)
_cell_length_b                   19.127(3)
_cell_length_c                   11.7898(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.467(3)
_cell_angle_gamma                90.00
_cell_volume                     1906.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9853
_cell_measurement_theta_min      3.15
_cell_measurement_theta_max      27.53

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             880
_exptl_absorpt_coefficient_mu    1.234
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.60
_exptl_absorpt_correction_T_max  0.79
_exptl_absorpt_process_details   
;
Abscor. T. Higashi (2001).
The Rigaku Corporation, Tokyo, Japan.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku AFC-12 with Saturn 724+CCD'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14114
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_sigmaI/netI    0.0565
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.15
_diffrn_reflns_theta_max         27.48
_reflns_number_total             4366
_reflns_number_gt                3435
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    
;

SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_computing_structure_refinement  'XL SHELXTL/PC, Siemens Analytical'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'CIFTAB (Sheldrick, 2008)'


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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0321P)²+1.2014P] 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         4366
_refine_ls_number_parameters     215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.0907
_refine_ls_wR_factor_gt          0.0842
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.58264(3) 0.380106(17) 0.73573(3) 0.01780(10) Uani 1 1 d . . .
P1 P 0.37779(7) 0.32249(4) 0.72552(6) 0.02041(15) Uani 1 1 d . . .
P2 P 0.77409(7) 0.44689(4) 0.73904(6) 0.02113(16) Uani 1 1 d . . .
F1 F 0.89845(19) 0.22580(8) 1.17946(15) 0.0376(4) Uani 1 1 d . . .
F2 F 1.04656(17) 0.31071(9) 1.28521(14) 0.0352(4) Uani 1 1 d . . .
F3 F 0.8411(2) 0.28515(9) 1.30922(15) 0.0387(4) Uani 1 1 d . . .
F4 F 0.87237(17) 0.43697(9) 1.33744(13) 0.0320(4) Uani 1 1 d . . .
F5 F 0.6917(2) 0.50634(8) 1.21148(15) 0.0415(4) Uani 1 1 d . . .
F6 F 0.62938(19) 0.41066(9) 1.27112(15) 0.0385(4) Uani 1 1 d . . .
N1 N 0.6772(2) 0.38234(11) 0.91952(18) 0.0194(4) Uani 1 1 d . . .
C1 C 0.4998(3) 0.36802(15) 0.5537(2) 0.0304(6) Uani 1 1 d . . .
H1A H 0.5834 0.3501 0.5340 0.046 Uiso 1 1 calc R . .
H1B H 0.4625 0.4131 0.5114 0.046 Uiso 1 1 calc R . .
H1C H 0.4116 0.3348 0.5238 0.046 Uiso 1 1 calc R . .
C2 C 0.3851(4) 0.22946(15) 0.6977(3) 0.0414(8) Uani 1 1 d . . .
H2A H 0.4807 0.2093 0.7656 0.062 Uiso 1 1 calc R . .
H2B H 0.3870 0.2223 0.6161 0.062 Uiso 1 1 calc R . .
H2C H 0.2915 0.2066 0.6964 0.062 Uiso 1 1 calc R . .
C3 C 0.1843(3) 0.34935(17) 0.6048(2) 0.0332(7) Uani 1 1 d . . .
H3A H 0.1026 0.3198 0.6099 0.050 Uiso 1 1 calc R . .
H3B H 0.1808 0.3445 0.5208 0.050 Uiso 1 1 calc R . .
H3C H 0.1654 0.3983 0.6187 0.050 Uiso 1 1 calc R . .
C4 C 0.3490(3) 0.32235(14) 0.8681(2) 0.0254(6) Uani 1 1 d . . .
H4A H 0.2609 0.2913 0.8560 0.038 Uiso 1 1 calc R . .
H4B H 0.3251 0.3699 0.8853 0.038 Uiso 1 1 calc R . .
H4C H 0.4456 0.3058 0.9398 0.038 Uiso 1 1 calc R . .
C5 C 0.7498(3) 0.53680(14) 0.7779(3) 0.0295(6) Uani 1 1 d . . .
H5A H 0.8398 0.5648 0.7840 0.044 Uiso 1 1 calc R . .
H5B H 0.7448 0.5379 0.8591 0.044 Uiso 1 1 calc R . .
H5C H 0.6518 0.5560 0.7114 0.044 Uiso 1 1 calc R . .
C6 C 0.9708(3) 0.42537(16) 0.8610(3) 0.0296(6) Uani 1 1 d . . .
H6A H 1.0023 0.3795 0.8430 0.044 Uiso 1 1 calc R . .
H6B H 0.9699 0.4242 0.9438 0.044 Uiso 1 1 calc R . .
H6C H 1.0462 0.4608 0.8619 0.044 Uiso 1 1 calc R . .
C7 C 0.8064(3) 0.45691(17) 0.5992(3) 0.0352(7) Uani 1 1 d . . .
H7A H 0.8955 0.4887 0.6181 0.053 Uiso 1 1 calc R . .
H7B H 0.7110 0.4762 0.5298 0.053 Uiso 1 1 calc R . .
H7C H 0.8302 0.4112 0.5741 0.053 Uiso 1 1 calc R . .
C8 C 0.7616(3) 0.32754(13) 0.9913(2) 0.0195(5) Uani 1 1 d . . .
H8 H 0.7912 0.2875 0.9594 0.023 Uiso 1 1 calc R . .
C9 C 0.7980(3) 0.33829(13) 1.1171(2) 0.0175(5) Uani 1 1 d . . .
C10 C 0.8934(3) 0.29106(14) 1.2207(2) 0.0245(6) Uani 1 1 d . . .
C11 C 0.6604(3) 0.42895(13) 0.9998(2) 0.0178(5) Uani 1 1 d . . .
H11 H 0.6062 0.4723 0.9748 0.021 Uiso 1 1 calc R . .
C12 C 0.7334(3) 0.40433(13) 1.1229(2) 0.0166(5) Uani 1 1 d . . .
C13 C 0.7319(3) 0.43863(13) 1.2339(2) 0.0209(5) 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 1.942(2) . ?
Ni1 C1 1.943(3) . ?
Ni1 P1 2.1830(7) . ?
Ni1 P2 2.2002(7) . ?
P1 C2 1.816(3) . ?
P1 C4 1.818(2) . ?
P1 C3 1.819(3) . ?
P2 C7 1.816(3) . ?
P2 C6 1.819(3) . ?
P2 C5 1.820(3) . ?
F1 C10 1.348(3) . ?
F2 C10 1.354(3) . ?
F3 C10 1.343(3) . ?
F4 C13 1.345(3) . ?
F5 C13 1.342(3) . ?
F6 C13 1.340(3) . ?
N1 C11 1.360(3) . ?
N1 C8 1.360(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
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 C9 1.379(3) . ?
C8 H8 0.9500 . ?
C9 C12 1.418(3) . ?
C9 C10 1.463(3) . ?
C11 C12 1.383(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.469(3) . ?

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 173.66(11) . . ?
N1 Ni1 P1 91.62(6) . . ?
C1 Ni1 P1 88.18(8) . . ?
N1 Ni1 P2 90.09(6) . . ?
C1 Ni1 P2 90.68(8) . . ?
P1 Ni1 P2 174.52(3) . . ?
C2 P1 C4 101.46(13) . . ?
C2 P1 C3 103.95(15) . . ?
C4 P1 C3 102.23(13) . . ?
C2 P1 Ni1 113.61(10) . . ?
C4 P1 Ni1 116.34(9) . . ?
C3 P1 Ni1 117.20(10) . . ?
C7 P2 C6 102.46(13) . . ?
C7 P2 C5 102.69(14) . . ?
C6 P2 C5 102.34(13) . . ?
C7 P2 Ni1 120.97(10) . . ?
C6 P2 Ni1 115.13(10) . . ?
C5 P2 Ni1 111.00(9) . . ?
C11 N1 C8 106.8(2) . . ?
C11 N1 Ni1 130.74(17) . . ?
C8 N1 Ni1 121.90(16) . . ?
Ni1 C1 H1A 109.5 . . ?
Ni1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Ni1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
P1 C2 H2A 109.5 . . ?
P1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
P1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
P1 C3 H3A 109.5 . . ?
P1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
P1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
P1 C4 H4A 109.5 . . ?
P1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
P1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
P2 C5 H5A 109.5 . . ?
P2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
P2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
P2 C6 H6A 109.5 . . ?
P2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
P2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
P2 C7 H7A 109.5 . . ?
P2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
P2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C9 110.5(2) . . ?
N1 C8 H8 124.7 . . ?
C9 C8 H8 124.7 . . ?
C8 C9 C12 106.2(2) . . ?
C8 C9 C10 124.9(2) . . ?
C12 C9 C10 128.9(2) . . ?
F3 C10 F1 106.7(2) . . ?
F3 C10 F2 104.9(2) . . ?
F1 C10 F2 105.0(2) . . ?
F3 C10 C9 113.5(2) . . ?
F1 C10 C9 112.2(2) . . ?
F2 C10 C9 113.8(2) . . ?
N1 C11 C12 110.4(2) . . ?
N1 C11 H11 124.8 . . ?
C12 C11 H11 124.8 . . ?
C11 C12 C9 106.0(2) . . ?
C11 C12 C13 125.8(2) . . ?
C9 C12 C13 128.1(2) . . ?
F6 C13 F5 105.5(2) . . ?
F6 C13 F4 104.93(19) . . ?
F5 C13 F4 106.2(2) . . ?
F6 C13 C12 114.1(2) . . ?
F5 C13 C12 111.7(2) . . ?
F4 C13 C12 113.6(2) . . ?

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
N1 Ni1 P1 C2 -101.09(13) . . . . ?
C1 Ni1 P1 C2 72.58(15) . . . . ?
N1 Ni1 P1 C4 16.20(12) . . . . ?
C1 Ni1 P1 C4 -170.14(14) . . . . ?
N1 Ni1 P1 C3 137.55(13) . . . . ?
C1 Ni1 P1 C3 -48.79(14) . . . . ?
N1 Ni1 P2 C7 165.55(14) . . . . ?
C1 Ni1 P2 C7 -8.16(15) . . . . ?
N1 Ni1 P2 C6 41.53(12) . . . . ?
C1 Ni1 P2 C6 -132.18(14) . . . . ?
N1 Ni1 P2 C5 -74.13(11) . . . . ?
C1 Ni1 P2 C5 112.16(13) . . . . ?
P1 Ni1 N1 C11 -88.1(2) . . . . ?
P2 Ni1 N1 C11 86.7(2) . . . . ?
P1 Ni1 N1 C8 82.50(18) . . . . ?
P2 Ni1 N1 C8 -102.71(18) . . . . ?
C11 N1 C8 C9 0.5(3) . . . . ?
Ni1 N1 C8 C9 -172.10(15) . . . . ?
N1 C8 C9 C12 -0.7(3) . . . . ?
N1 C8 C9 C10 -177.3(2) . . . . ?
C8 C9 C10 F3 -141.9(2) . . . . ?
C12 C9 C10 F3 42.3(4) . . . . ?
C8 C9 C10 F1 -20.9(3) . . . . ?
C12 C9 C10 F1 163.3(2) . . . . ?
C8 C9 C10 F2 98.2(3) . . . . ?
C12 C9 C10 F2 -77.6(3) . . . . ?
C8 N1 C11 C12 -0.1(3) . . . . ?
Ni1 N1 C11 C12 171.60(16) . . . . ?
N1 C11 C12 C9 -0.3(3) . . . . ?
N1 C11 C12 C13 -176.3(2) . . . . ?
C8 C9 C12 C11 0.6(3) . . . . ?
C10 C9 C12 C11 177.0(2) . . . . ?
C8 C9 C12 C13 176.5(2) . . . . ?
C10 C9 C12 C13 -7.1(4) . . . . ?
C11 C12 C13 F6 101.4(3) . . . . ?
C9 C12 C13 F6 -73.7(3) . . . . ?
C11 C12 C13 F5 -18.2(3) . . . . ?
C9 C12 C13 F5 166.7(2) . . . . ?
C11 C12 C13 F4 -138.3(2) . . . . ?
C9 C12 C13 F4 46.6(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.547
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.080
_database_code_depnum_ccdc_archive 'CCDC 1006067'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_4

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 trans-diphenyl-bis(trimethylphosphine)nickel(ii)

;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H28 Ni P2'
_chemical_formula_sum            'C18 H28 Ni P2'
_chemical_formula_weight         365.05

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.3114(7)
_cell_length_b                   8.6172(10)
_cell_length_c                   18.474(2)
_cell_angle_alpha                82.806(4)
_cell_angle_beta                 89.043(5)
_cell_angle_gamma                68.545(4)
_cell_volume                     927.29(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6526
_cell_measurement_theta_min      3.17
_cell_measurement_theta_max      27.4


_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             388
_exptl_absorpt_coefficient_mu    1.211
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_process_details   
;
Abscor. T. Higashi (2001).
The Rigaku Corporation, Tokyo, Japan.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku AFC-12 with Saturn 724+CCD'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7798
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0387
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.17
_diffrn_reflns_theta_max         26.50
_reflns_number_total             3755
_reflns_number_gt                3442
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    
;

SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_computing_structure_refinement  'XL SHELXTL/PC, Siemens Analytical'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'CIFTAB (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0362P)²+0.5363P] 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         3755
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0288
_refine_ls_wR_factor_ref         0.0798
_refine_ls_wR_factor_gt          0.0777
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.5000 0.0000 0.5000 0.01220(10) Uani 1 2 d S . .
Ni2 Ni 0.5000 0.5000 0.0000 0.01233(10) Uani 1 2 d S . .
P1 P 0.72841(8) -0.16540(6) 0.42992(2) 0.01398(11) Uani 1 1 d . . .
P2 P 0.47095(8) 0.72729(6) -0.07099(3) 0.01405(12) Uani 1 1 d . . .
C17 C 0.1720(3) 0.7946(2) 0.16649(10) 0.0192(4) Uani 1 1 d . . .
H17 H 0.0192 0.8473 0.1804 0.023 Uiso 1 1 calc R . .
C9 C 0.1749(3) 0.1611(3) 0.37749(11) 0.0212(4) Uani 1 1 d . . .
H9 H 0.1158 0.0762 0.3934 0.025 Uiso 1 1 calc R . .
C15 C 0.5709(3) 0.7310(2) 0.18378(11) 0.0220(4) Uani 1 1 d . . .
H15 H 0.6940 0.7397 0.2097 0.026 Uiso 1 1 calc R . .
C6 C 0.3413(4) 0.4096(2) 0.32828(10) 0.0220(4) Uani 1 1 d . . .
H6 H 0.4006 0.4940 0.3117 0.026 Uiso 1 1 calc R . .
C16 C 0.3489(4) 0.8099(2) 0.20506(11) 0.0218(4) Uani 1 1 d . . .
H16 H 0.3188 0.8731 0.2452 0.026 Uiso 1 1 calc R . .
C8 C 0.0722(3) 0.2764(3) 0.31663(11) 0.0247(4) Uani 1 1 d . . .
H8 H -0.0545 0.2692 0.2921 0.030 Uiso 1 1 calc R . .
C7 C 0.1550(4) 0.4018(2) 0.29175(11) 0.0242(4) Uani 1 1 d . . .
H7 H 0.0855 0.4810 0.2504 0.029 Uiso 1 1 calc R . .
C12 C 0.3024(3) 0.9299(2) -0.04221(11) 0.0196(4) Uani 1 1 d . . .
H12A H 0.3283 1.0198 -0.0747 0.029 Uiso 1 1 calc R . .
H12B H 0.3476 0.9328 0.0079 0.029 Uiso 1 1 calc R . .
H12C H 0.1405 0.9461 -0.0444 0.029 Uiso 1 1 calc R . .
C3 C 0.7712(3) -0.0827(2) 0.33714(10) 0.0206(4) Uani 1 1 d . . .
H3A H 0.8303 0.0073 0.3389 0.031 Uiso 1 1 calc R . .
H3B H 0.6257 -0.0379 0.3095 0.031 Uiso 1 1 calc R . .
H3C H 0.8805 -0.1730 0.3132 0.031 Uiso 1 1 calc R . .
C2 C 0.6266(3) -0.3304(2) 0.41266(11) 0.0208(4) Uani 1 1 d . . .
H2A H 0.7366 -0.4077 0.3833 0.031 Uiso 1 1 calc R . .
H2B H 0.4791 -0.2798 0.3862 0.031 Uiso 1 1 calc R . .
H2C H 0.6095 -0.3923 0.4592 0.031 Uiso 1 1 calc R . .
C10 C 0.7529(3) 0.7388(3) -0.08402(12) 0.0242(4) Uani 1 1 d . . .
H10A H 0.7381 0.8448 -0.1139 0.036 Uiso 1 1 calc R . .
H10B H 0.8485 0.6443 -0.1087 0.036 Uiso 1 1 calc R . .
H10C H 0.8233 0.7335 -0.0364 0.036 Uiso 1 1 calc R . .
C18 C 0.2177(3) 0.7021(2) 0.10733(10) 0.0163(4) Uani 1 1 d . . .
H18 H 0.0939 0.6931 0.0820 0.020 Uiso 1 1 calc R . .
C14 C 0.6140(3) 0.6391(2) 0.12468(10) 0.0174(4) Uani 1 1 d . . .
H14 H 0.7673 0.5860 0.1114 0.021 Uiso 1 1 calc R . .
C5 C 0.4413(3) 0.2931(2) 0.38946(10) 0.0177(4) Uani 1 1 d . . .
H5 H 0.5678 0.3010 0.4137 0.021 Uiso 1 1 calc R . .
C13 C 0.4393(3) 0.6220(2) 0.08394(10) 0.0146(4) Uani 1 1 d . . .
C11 C 0.3607(4) 0.7583(2) -0.16435(10) 0.0228(4) Uani 1 1 d . . .
H11A H 0.2021 0.7655 -0.1637 0.034 Uiso 1 1 calc R . .
H11B H 0.4524 0.6634 -0.1895 0.034 Uiso 1 1 calc R . .
H11C H 0.3682 0.8628 -0.1900 0.034 Uiso 1 1 calc R . .
C1 C 1.0206(3) -0.2818(3) 0.46312(11) 0.0223(4) Uani 1 1 d . . .
H1A H 1.0206 -0.3496 0.5099 0.034 Uiso 1 1 calc R . .
H1B H 1.0953 -0.2027 0.4699 0.034 Uiso 1 1 calc R . .
H1C H 1.1031 -0.3557 0.4275 0.034 Uiso 1 1 calc R . .
C4 C 0.3621(3) 0.1650(2) 0.41639(10) 0.0153(4) 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 C4 1.9377(18) . ?
Ni1 C4 1.9377(18) 2_656 ?
Ni1 P1 2.1639(5) 2_656 ?
Ni1 P1 2.1639(5) . ?
Ni2 C13 1.9366(18) 2_665 ?
Ni2 C13 1.9366(18) . ?
Ni2 P2 2.1660(5) . ?
Ni2 P2 2.1660(5) 2_665 ?
P1 C1 1.8201(19) . ?
P1 C2 1.8231(19) . ?
P1 C3 1.8271(19) . ?
P2 C12 1.8215(18) . ?
P2 C11 1.8219(19) . ?
P2 C10 1.829(2) . ?
C17 C16 1.389(3) . ?
C17 C18 1.397(3) . ?
C17 H17 0.9500 . ?
C9 C8 1.394(3) . ?
C9 C4 1.406(3) . ?
C9 H9 0.9500 . ?
C15 C16 1.390(3) . ?
C15 C14 1.393(3) . ?
C15 H15 0.9500 . ?
C6 C7 1.392(3) . ?
C6 C5 1.400(3) . ?
C6 H6 0.9500 . ?
C16 H16 0.9500 . ?
C8 C7 1.391(3) . ?
C8 H8 0.9500 . ?
C7 H7 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C18 C13 1.402(3) . ?
C18 H18 0.9500 . ?
C14 C13 1.407(3) . ?
C14 H14 0.9500 . ?
C5 C4 1.405(3) . ?
C5 H5 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 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
C4 Ni1 C4 180.000(1) . 2_656 ?
C4 Ni1 P1 89.30(5) . 2_656 ?
C4 Ni1 P1 90.70(5) 2_656 2_656 ?
C4 Ni1 P1 90.70(5) . . ?
C4 Ni1 P1 89.30(5) 2_656 . ?
P1 Ni1 P1 180.000(18) 2_656 . ?
C13 Ni2 C13 180.00(13) 2_665 . ?
C13 Ni2 P2 89.48(5) 2_665 . ?
C13 Ni2 P2 90.52(5) . . ?
C13 Ni2 P2 90.52(5) 2_665 2_665 ?
C13 Ni2 P2 89.48(5) . 2_665 ?
P2 Ni2 P2 180.00(3) . 2_665 ?
C1 P1 C2 103.30(9) . . ?
C1 P1 C3 101.56(9) . . ?
C2 P1 C3 101.33(9) . . ?
C1 P1 Ni1 117.71(7) . . ?
C2 P1 Ni1 110.66(7) . . ?
C3 P1 Ni1 119.89(7) . . ?
C12 P2 C11 100.29(9) . . ?
C12 P2 C10 103.48(9) . . ?
C11 P2 C10 102.59(10) . . ?
C12 P2 Ni2 118.85(7) . . ?
C11 P2 Ni2 119.62(7) . . ?
C10 P2 Ni2 109.75(7) . . ?
C16 C17 C18 120.30(18) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C8 C9 C4 122.88(19) . . ?
C8 C9 H9 118.6 . . ?
C4 C9 H9 118.6 . . ?
C16 C15 C14 120.40(18) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C7 C6 C5 120.04(19) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C15 C16 C17 118.68(18) . . ?
C15 C16 H16 120.7 . . ?
C17 C16 H16 120.7 . . ?
C7 C8 C9 120.04(19) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C7 C6 119.02(18) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
P2 C12 H12A 109.5 . . ?
P2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
P2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
P1 C3 H3A 109.5 . . ?
P1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
P1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
P1 C2 H2A 109.5 . . ?
P1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
P1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
P2 C10 H10A 109.5 . . ?
P2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
P2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C17 C18 C13 122.59(17) . . ?
C17 C18 H18 118.7 . . ?
C13 C18 H18 118.7 . . ?
C15 C14 C13 122.54(17) . . ?
C15 C14 H14 118.7 . . ?
C13 C14 H14 118.7 . . ?
C6 C5 C4 122.62(18) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C18 C13 C14 115.48(16) . . ?
C18 C13 Ni2 122.25(14) . . ?
C14 C13 Ni2 122.26(14) . . ?
P2 C11 H11A 109.5 . . ?
P2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
P2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
P1 C1 H1A 109.5 . . ?
P1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
P1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C5 C4 C9 115.39(17) . . ?
C5 C4 Ni1 123.53(14) . . ?
C9 C4 Ni1 121.07(14) . . ?

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
C4 Ni1 P1 C1 141.20(10) . . . . ?
C4 Ni1 P1 C1 -38.80(10) 2_656 . . . ?
C4 Ni1 P1 C2 -100.40(9) . . . . ?
C4 Ni1 P1 C2 79.60(9) 2_656 . . . ?
C4 Ni1 P1 C3 16.92(9) . . . . ?
C4 Ni1 P1 C3 -163.08(9) 2_656 . . . ?
C13 Ni2 P2 C12 155.32(9) 2_665 . . . ?
C13 Ni2 P2 C12 -24.68(9) . . . . ?
C13 Ni2 P2 C11 32.10(10) 2_665 . . . ?
C13 Ni2 P2 C11 -147.90(10) . . . . ?
C13 Ni2 P2 C10 -85.96(9) 2_665 . . . ?
C13 Ni2 P2 C10 94.04(9) . . . . ?
C14 C15 C16 C17 0.3(3) . . . . ?
C18 C17 C16 C15 -0.3(3) . . . . ?
C4 C9 C8 C7 0.3(3) . . . . ?
C9 C8 C7 C6 0.2(3) . . . . ?
C5 C6 C7 C8 -0.5(3) . . . . ?
C16 C17 C18 C13 -0.2(3) . . . . ?
C16 C15 C14 C13 0.3(3) . . . . ?
C7 C6 C5 C4 0.3(3) . . . . ?
C17 C18 C13 C14 0.7(3) . . . . ?
C17 C18 C13 Ni2 -178.02(14) . . . . ?
C15 C14 C13 C18 -0.8(3) . . . . ?
C15 C14 C13 Ni2 178.01(15) . . . . ?
P2 Ni2 C13 C18 89.32(15) . . . . ?
P2 Ni2 C13 C18 -90.68(15) 2_665 . . . ?
P2 Ni2 C13 C14 -89.37(15) . . . . ?
P2 Ni2 C13 C14 90.63(15) 2_665 . . . ?
C6 C5 C4 C9 0.2(3) . . . . ?
C6 C5 C4 Ni1 179.01(14) . . . . ?
C8 C9 C4 C5 -0.5(3) . . . . ?
C8 C9 C4 Ni1 -179.34(15) . . . . ?
P1 Ni1 C4 C5 90.47(15) 2_656 . . . ?
P1 Ni1 C4 C5 -89.53(15) . . . . ?
P1 Ni1 C4 C9 -90.77(15) 2_656 . . . ?
P1 Ni1 C4 C9 89.23(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.075
_database_code_depnum_ccdc_archive 'CCDC 1006068'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_5

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 phenyl-(3,4-bis(trifluoromethyl)-Pyrrole)-trans-
bis(trimethylphosphine)nickel(ii) 
;
_chemical_name_common            ?
_chemical_melting_point          163-166
_chemical_formula_moiety         'C18 H25 F6 N Ni P2'
_chemical_formula_sum            'C18 H25 F6 N Ni P2'
_chemical_formula_weight         490.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

loop_
_symmetry_equiv_pos_as_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                   14.992(5)
_cell_length_b                   8.881(3)
_cell_length_c                   17.857(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.989(5)
_cell_angle_gamma                90.00
_cell_volume                     2219.8(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4036
_cell_measurement_theta_min      2.2096
_cell_measurement_theta_max      30.9052

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1008
_exptl_absorpt_coefficient_mu    1.071
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  0.890
_exptl_absorpt_correction_T_min  0.471
_exptl_absorpt_process_details   
;
Abscor. T. Higashi (2001).
The Rigaku Corporation, Tokyo, Japan.
;


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku AFC-12 with Saturn 724+CCD'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9292
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_sigmaI/netI    0.0894
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.53
_diffrn_reflns_theta_max         27.50
_reflns_number_total             5006
_reflns_number_gt                3772
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    
;

SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_computing_structure_refinement  'XL SHELXTL/PC, Siemens Analytical'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'CIFTAB (Sheldrick, 2008)'



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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0787P)²+3.9000P] 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         5006
_refine_ls_number_parameters     259
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0686
_refine_ls_wR_factor_ref         0.1766
_refine_ls_wR_factor_gt          0.1553
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.66745(4) 0.32135(6) 0.92745(3) 0.02216(18) Uani 1 1 d . . .
P1 P 0.54358(8) 0.17248(13) 0.88009(7) 0.0253(3) Uani 1 1 d . . .
P2 P 0.78760(8) 0.47545(14) 0.98288(7) 0.0253(3) Uani 1 1 d . . .
N1 N 0.6374(2) 0.4183(4) 0.8250(2) 0.0248(8) Uani 1 1 d . . .
F1 F 0.4496(2) 0.7595(4) 0.71121(17) 0.0402(7) Uani 1 1 d . . .
F2 F 0.4775(2) 0.6991(4) 0.60445(17) 0.0478(8) Uani 1 1 d . . .
F3 F 0.5738(2) 0.8460(3) 0.6923(2) 0.0459(8) Uani 1 1 d . . .
F4 F 0.5921(2) 0.4427(4) 0.56512(16) 0.0403(7) Uani 1 1 d . . .
F5 F 0.6717(2) 0.6447(3) 0.60907(17) 0.0410(7) Uani 1 1 d . . .
F6 F 0.7407(2) 0.4274(4) 0.63778(17) 0.0438(8) Uani 1 1 d . . .
C1 C 0.6922(3) 0.2399(5) 1.0319(3) 0.0258(9) Uani 1 1 d . . .
C2 C 0.7508(3) 0.1130(6) 1.0612(3) 0.0318(11) Uani 1 1 d . . .
H2 H 0.7775 0.0622 1.0273 0.038 Uiso 1 1 calc R . .
C3 C 0.7703(4) 0.0609(6) 1.1392(3) 0.0389(12) Uani 1 1 d . . .
H3 H 0.8104 -0.0244 1.1576 0.047 Uiso 1 1 calc R . .
C4 C 0.7325(4) 0.1311(7) 1.1899(3) 0.0410(13) Uani 1 1 d . . .
H4 H 0.7468 0.0950 1.2430 0.049 Uiso 1 1 calc R . .
C5 C 0.6733(4) 0.2550(7) 1.1626(3) 0.0382(13) Uani 1 1 d . . .
H5 H 0.6468 0.3041 1.1970 0.046 Uiso 1 1 calc R . .
C6 C 0.6528(3) 0.3074(6) 1.0844(3) 0.0306(10) Uani 1 1 d . . .
H6 H 0.6111 0.3911 1.0662 0.037 Uiso 1 1 calc R . .
C7 C 0.4935(4) 0.1524(6) 0.7713(3) 0.0386(12) Uani 1 1 d . . .
H7A H 0.5407 0.1046 0.7526 0.058 Uiso 1 1 calc R . .
H7B H 0.4770 0.2519 0.7465 0.058 Uiso 1 1 calc R . .
H7C H 0.4359 0.0897 0.7563 0.058 Uiso 1 1 calc R . .
C8 C 0.4422(3) 0.2456(6) 0.9025(3) 0.0366(12) Uani 1 1 d . . .
H8A H 0.3869 0.1794 0.8787 0.055 Uiso 1 1 calc R . .
H8B H 0.4266 0.3471 0.8800 0.055 Uiso 1 1 calc R . .
H8C H 0.4586 0.2497 0.9607 0.055 Uiso 1 1 calc R . .
C9 C 0.5539(4) -0.0210(5) 0.9149(3) 0.0375(12) Uani 1 1 d . . .
H9A H 0.5770 -0.0224 0.9737 0.056 Uiso 1 1 calc R . .
H9B H 0.5991 -0.0751 0.8964 0.056 Uiso 1 1 calc R . .
H9C H 0.4912 -0.0698 0.8935 0.056 Uiso 1 1 calc R . .
C10 C 0.7532(4) 0.6318(6) 1.0322(3) 0.0419(13) Uani 1 1 d . . .
H10A H 0.7372 0.5940 1.0774 0.063 Uiso 1 1 calc R . .
H10B H 0.6974 0.6826 0.9939 0.063 Uiso 1 1 calc R . .
H10C H 0.8064 0.7032 1.0519 0.063 Uiso 1 1 calc R . .
C11 C 0.8346(4) 0.5708(6) 0.9144(3) 0.0405(13) Uani 1 1 d . . .
H11A H 0.8819 0.6461 0.9441 0.061 Uiso 1 1 calc R . .
H11B H 0.7822 0.6207 0.8720 0.061 Uiso 1 1 calc R . .
H11C H 0.8650 0.4970 0.8905 0.061 Uiso 1 1 calc R . .
C12 C 0.8944(4) 0.4005(6) 1.0581(3) 0.0429(13) Uani 1 1 d . . .
H12A H 0.9182 0.3157 1.0355 0.064 Uiso 1 1 calc R . .
H12B H 0.8795 0.3658 1.1044 0.064 Uiso 1 1 calc R . .
H12C H 0.9433 0.4792 1.0752 0.064 Uiso 1 1 calc R . .
C13 C 0.5771(3) 0.5387(5) 0.8007(3) 0.0267(10) Uani 1 1 d . . .
H13 H 0.5424 0.5821 0.8306 0.032 Uiso 1 1 calc R . .
C14 C 0.5738(3) 0.5887(5) 0.7261(3) 0.0255(9) Uani 1 1 d . . .
C15 C 0.5198(3) 0.7195(6) 0.6842(3) 0.0320(11) Uani 1 1 d . . .
C16 C 0.6734(3) 0.3926(5) 0.7658(2) 0.0245(9) Uani 1 1 d . . .
H16 H 0.7177 0.3152 0.7671 0.029 Uiso 1 1 calc R . .
C17 C 0.6365(3) 0.4948(5) 0.7036(3) 0.0248(9) Uani 1 1 d . . .
C18 C 0.6592(3) 0.5021(6) 0.6299(3) 0.0313(11) 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 C1 1.908(4) . ?
Ni1 N1 1.924(4) . ?
Ni1 P1 2.1879(14) . ?
Ni1 P2 2.1954(13) . ?
P1 C9 1.815(5) . ?
P1 C7 1.824(5) . ?
P1 C8 1.824(5) . ?
P2 C12 1.809(5) . ?
P2 C10 1.815(5) . ?
P2 C11 1.823(5) . ?
N1 C13 1.367(6) . ?
N1 C16 1.366(5) . ?
F1 C15 1.354(5) . ?
F2 C15 1.348(6) . ?
F3 C15 1.362(6) . ?
F4 C18 1.339(5) . ?
F5 C18 1.351(6) . ?
F6 C18 1.352(5) . ?
C1 C2 1.409(7) . ?
C1 C6 1.410(6) . ?
C2 C3 1.395(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.378(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(8) . ?
C4 H4 0.9500 . ?
C5 C6 1.397(7) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
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 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.388(6) . ?
C13 H13 0.9500 . ?
C14 C17 1.418(6) . ?
C14 C15 1.459(6) . ?
C16 C17 1.387(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.476(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ni1 N1 174.98(18) . . ?
C1 Ni1 P1 89.43(14) . . ?
N1 Ni1 P1 91.48(12) . . ?
C1 Ni1 P2 87.39(14) . . ?
N1 Ni1 P2 91.40(12) . . ?
P1 Ni1 P2 175.34(5) . . ?
C9 P1 C7 103.0(3) . . ?
C9 P1 C8 103.8(2) . . ?
C7 P1 C8 102.2(2) . . ?
C9 P1 Ni1 118.89(17) . . ?
C7 P1 Ni1 116.08(18) . . ?
C8 P1 Ni1 111.02(18) . . ?
C12 P2 C10 104.5(3) . . ?
C12 P2 C11 102.5(3) . . ?
C10 P2 C11 102.4(3) . . ?
C12 P2 Ni1 118.06(19) . . ?
C10 P2 Ni1 111.46(17) . . ?
C11 P2 Ni1 116.05(17) . . ?
C13 N1 C16 106.5(4) . . ?
C13 N1 Ni1 123.7(3) . . ?
C16 N1 Ni1 129.6(3) . . ?
C2 C1 C6 116.5(4) . . ?
C2 C1 Ni1 122.9(3) . . ?
C6 C1 Ni1 120.5(4) . . ?
C3 C2 C1 121.1(5) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C4 C3 C2 121.2(5) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 119.3(5) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C4 C5 C6 120.0(5) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 121.9(5) . . ?
C5 C6 H6 119.0 . . ?
C1 C6 H6 119.0 . . ?
P1 C7 H7A 109.5 . . ?
P1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
P1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
P1 C8 H8A 109.5 . . ?
P1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
P1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
P1 C9 H9A 109.5 . . ?
P1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
P1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
P2 C10 H10A 109.5 . . ?
P2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
P2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
P2 C11 H11A 109.5 . . ?
P2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
P2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
P2 C12 H12A 109.5 . . ?
P2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
P2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 C14 110.3(4) . . ?
N1 C13 H13 124.8 . . ?
C14 C13 H13 124.8 . . ?
C13 C14 C17 106.5(4) . . ?
C13 C14 C15 124.7(4) . . ?
C17 C14 C15 128.7(4) . . ?
F2 C15 F1 106.2(4) . . ?
F2 C15 F3 105.1(4) . . ?
F1 C15 F3 104.8(4) . . ?
F2 C15 C14 113.5(4) . . ?
F1 C15 C14 112.7(4) . . ?
F3 C15 C14 113.8(4) . . ?
N1 C16 C17 110.8(4) . . ?
N1 C16 H16 124.6 . . ?
C17 C16 H16 124.6 . . ?
C16 C17 C14 105.8(4) . . ?
C16 C17 C18 126.2(4) . . ?
C14 C17 C18 128.0(4) . . ?
F4 C18 F5 105.5(4) . . ?
F4 C18 F6 105.6(4) . . ?
F5 C18 F6 106.3(4) . . ?
F4 C18 C17 114.3(4) . . ?
F5 C18 C17 112.7(4) . . ?
F6 C18 C17 112.0(4) . . ?

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
C1 Ni1 P1 C9 -41.9(3) . . . . ?
N1 Ni1 P1 C9 143.0(2) . . . . ?
C1 Ni1 P1 C7 -165.6(3) . . . . ?
N1 Ni1 P1 C7 19.3(2) . . . . ?
C1 Ni1 P1 C8 78.3(2) . . . . ?
N1 Ni1 P1 C8 -96.8(2) . . . . ?
C1 Ni1 P2 C12 42.0(3) . . . . ?
N1 Ni1 P2 C12 -142.8(2) . . . . ?
C1 Ni1 P2 C10 -79.0(3) . . . . ?
N1 Ni1 P2 C10 96.1(2) . . . . ?
C1 Ni1 P2 C11 164.3(3) . . . . ?
N1 Ni1 P2 C11 -20.5(2) . . . . ?
P1 Ni1 N1 C13 87.4(3) . . . . ?
P2 Ni1 N1 C13 -88.9(3) . . . . ?
P1 Ni1 N1 C16 -97.4(4) . . . . ?
P2 Ni1 N1 C16 86.3(4) . . . . ?
P1 Ni1 C1 C2 89.7(4) . . . . ?
P2 Ni1 C1 C2 -93.7(4) . . . . ?
P1 Ni1 C1 C6 -91.3(4) . . . . ?
P2 Ni1 C1 C6 85.3(4) . . . . ?
C6 C1 C2 C3 -1.8(7) . . . . ?
Ni1 C1 C2 C3 177.3(4) . . . . ?
C1 C2 C3 C4 0.4(8) . . . . ?
C2 C3 C4 C5 0.5(8) . . . . ?
C3 C4 C5 C6 -0.1(8) . . . . ?
C4 C5 C6 C1 -1.3(7) . . . . ?
C2 C1 C6 C5 2.2(7) . . . . ?
Ni1 C1 C6 C5 -176.9(4) . . . . ?
C16 N1 C13 C14 0.6(5) . . . . ?
Ni1 N1 C13 C14 176.7(3) . . . . ?
N1 C13 C14 C17 -0.7(5) . . . . ?
N1 C13 C14 C15 -177.1(4) . . . . ?
C13 C14 C15 F2 -140.9(5) . . . . ?
C17 C14 C15 F2 43.5(7) . . . . ?
C13 C14 C15 F1 -20.1(7) . . . . ?
C17 C14 C15 F1 164.4(4) . . . . ?
C13 C14 C15 F3 99.0(5) . . . . ?
C17 C14 C15 F3 -76.6(6) . . . . ?
C13 N1 C16 C17 -0.3(5) . . . . ?
Ni1 N1 C16 C17 -176.1(3) . . . . ?
N1 C16 C17 C14 -0.2(5) . . . . ?
N1 C16 C17 C18 179.7(4) . . . . ?
C13 C14 C17 C16 0.5(5) . . . . ?
C15 C14 C17 C16 176.7(4) . . . . ?
C13 C14 C17 C18 -179.3(4) . . . . ?
C15 C14 C17 C18 -3.1(8) . . . . ?
C16 C17 C18 F4 101.9(5) . . . . ?
C14 C17 C18 F4 -78.3(6) . . . . ?
C16 C17 C18 F5 -137.7(4) . . . . ?
C14 C17 C18 F5 42.1(6) . . . . ?
C16 C17 C18 F6 -18.0(7) . . . . ?
C14 C17 C18 F6 161.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.689
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.099
_database_code_depnum_ccdc_archive 'CCDC 1006069'
