# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_tb185
_database_code_depnum_ccdc_archive 'CCDC 1414452'
_audit_update_record             
;
2015-07-22 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        '(PPh2Me)(OTf)Ni[CF(PPh2Me)(CF2)3] '
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H26 F10 Ni O3 P2 S'
_chemical_formula_weight         789.23

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'
S S 0.1246 0.1234 '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'
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                   9.6468(4)
_cell_length_b                   11.2237(5)
_cell_length_c                   29.9461(11)
_cell_angle_alpha                90
_cell_angle_beta                 91.210(2)
_cell_angle_gamma                90
_cell_volume                     3241.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3028
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      21.29

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_F_000             1600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.852
_shelx_estimated_absorpt_T_min   0.890
_shelx_estimated_absorpt_T_max   0.943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6534
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18525
_diffrn_reflns_av_unetI/netI     0.0741
_diffrn_reflns_av_R_equivalents  0.0815
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.360
_diffrn_reflns_theta_max         21.965
_diffrn_reflns_theta_full        21.965
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.964
_reflns_number_total             3814
_reflns_number_gt                2452
_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       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'
_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)+(0.0501P)²] 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         3814
_refine_ls_number_parameters     433
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0943
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1036
_refine_ls_wR_factor_gt          0.0897
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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
H2 P 0.73959(15) 0.26817(15) 0.48195(4) 0.0433(5) Uani 1 1 d . . . . .
Ni01 Ni 0.69779(7) 0.31476(7) 0.37946(2) 0.0382(2) Uani 1 1 d . . . . .
S1 S 0.85248(15) 0.55925(16) 0.38782(5) 0.0471(5) Uani 1 1 d . . . . .
P1 P 0.79981(15) 0.25821(15) 0.31639(4) 0.0400(4) Uani 1 1 d . . . . .
F1 F 0.6162(3) 0.4586(3) 0.45174(9) 0.0479(9) Uani 1 1 d . . . . .
F2 F 0.4720(3) 0.1764(3) 0.45791(9) 0.0541(9) Uani 1 1 d . . . . .
F3 F 0.3894(3) 0.3545(3) 0.46791(10) 0.0619(11) Uani 1 1 d . . . . .
F4 F 0.2957(3) 0.2255(3) 0.39127(10) 0.0639(11) Uani 1 1 d . . . . .
F5 F 0.3904(3) 0.3978(4) 0.38079(10) 0.0601(10) Uani 1 1 d . . . . .
F6 F 0.5333(3) 0.1136(4) 0.37257(10) 0.0565(9) Uani 1 1 d . . . . .
F7 F 0.4855(3) 0.2463(3) 0.32169(9) 0.0561(10) Uani 1 1 d . . . . .
F8 F 1.0015(4) 0.5486(4) 0.31697(14) 0.0990(15) Uani 1 1 d . . . . .
F9 F 1.0346(5) 0.7037(4) 0.35666(14) 0.1008(15) Uani 1 1 d . . . . .
F10 F 1.1171(4) 0.5385(5) 0.37796(17) 0.1125(17) Uani 1 1 d . . . . .
O1 O 0.8536(3) 0.4276(4) 0.39064(10) 0.0426(10) Uani 1 1 d . . . . .
O2 O 0.7457(4) 0.6055(4) 0.35940(12) 0.0659(13) Uani 1 1 d . . . . .
O3 O 0.8752(4) 0.6162(4) 0.43038(11) 0.0624(13) Uani 1 1 d . . . . .
C1 C 0.9850(5) 0.2427(6) 0.32714(18) 0.0514(17) Uani 1 1 d . . . . .
H1A H 1.0010 0.1869 0.3519 0.077 Uiso 1 1 calc R U . . .
H1B H 1.0294 0.2124 0.3003 0.077 Uiso 1 1 calc R U . . .
H1C H 1.0245 0.3206 0.3350 0.077 Uiso 1 1 calc R U . . .
C2 C 0.7843(6) 0.3622(5) 0.27063(16) 0.0382(15) Uani 1 1 d . . . . .
C01B C 1.0098(8) 0.5883(8) 0.3588(2) 0.068(2) Uani 1 1 d . . . . .
C3 C 0.8783(6) 0.3683(6) 0.23684(18) 0.0540(18) Uani 1 1 d . . . . .
H3A H 0.9556 0.3157 0.2372 0.065 Uiso 1 1 calc R U . . .
C4 C 0.8628(7) 0.4491(6) 0.2025(2) 0.0595(19) Uani 1 1 d . . . . .
H4A H 0.9290 0.4521 0.1794 0.071 Uiso 1 1 calc R U . . .
C5 C 0.7524(6) 0.5247(6) 0.20158(19) 0.0566(19) Uani 1 1 d . . . . .
H5A H 0.7422 0.5809 0.1780 0.068 Uiso 1 1 calc R U . . .
C6 C 0.6559(6) 0.5200(6) 0.2346(2) 0.0577(19) Uani 1 1 d . . . . .
H6A H 0.5781 0.5720 0.2336 0.069 Uiso 1 1 calc R U . . .
C7 C 0.6726(6) 0.4390(6) 0.26920(17) 0.0532(18) Uani 1 1 d . . . . .
H7A H 0.6064 0.4363 0.2922 0.064 Uiso 1 1 calc R U . . .
C8 C 0.7581(5) 0.1133(6) 0.29305(17) 0.0396(15) Uani 1 1 d . . . . .
C9 C 0.7245(5) 0.0945(6) 0.24843(18) 0.0491(17) Uani 1 1 d . . . . .
H9A H 0.7166 0.1599 0.2284 0.059 Uiso 1 1 calc R U . . .
C10 C 0.7023(7) -0.0210(9) 0.2333(2) 0.072(2) Uani 1 1 d . . . . .
H10A H 0.6792 -0.0333 0.2027 0.086 Uiso 1 1 calc R U . . .
C11 C 0.7124(7) -0.1169(8) 0.2607(3) 0.073(2) Uani 1 1 d . . . . .
H11A H 0.6982 -0.1951 0.2493 0.088 Uiso 1 1 calc R U . . .
C12 C 0.7434(6) -0.0994(7) 0.3052(3) 0.065(2) Uani 1 1 d . . . . .
H12A H 0.7492 -0.1654 0.3251 0.078 Uiso 1 1 calc R U . . .
C13 C 0.7664(6) 0.0152(7) 0.3210(2) 0.0531(18) Uani 1 1 d . . . . .
H13A H 0.7883 0.0268 0.3518 0.064 Uiso 1 1 calc R U . . .
C14 C 0.8728(5) 0.3733(6) 0.49281(18) 0.0551(19) Uani 1 1 d . . . . .
H14A H 0.8324 0.4464 0.5049 0.083 Uiso 1 1 calc R U . . .
H14B H 0.9395 0.3402 0.5146 0.083 Uiso 1 1 calc R U . . .
H14C H 0.9201 0.3916 0.4650 0.083 Uiso 1 1 calc R U . . .
C15 C 0.6629(6) 0.2392(6) 0.53510(17) 0.0417(15) Uani 1 1 d . . . . .
C16 C 0.5985(7) 0.3309(7) 0.5561(2) 0.0618(19) Uani 1 1 d . . . . .
H16A H 0.5902 0.4059 0.5415 0.074 Uiso 1 1 calc R U . . .
C17 C 0.5449(7) 0.3163(8) 0.5983(2) 0.075(2) Uani 1 1 d . . . . .
H17A H 0.4994 0.3803 0.6127 0.090 Uiso 1 1 calc R U . . .
C18 C 0.5586(7) 0.2090(8) 0.6186(2) 0.073(2) Uani 1 1 d . . . . .
H18A H 0.5218 0.1979 0.6475 0.088 Uiso 1 1 calc R U . . .
C19 C 0.6239(7) 0.1172(8) 0.5985(2) 0.077(2) Uani 1 1 d . . . . .
H19A H 0.6351 0.0433 0.6136 0.092 Uiso 1 1 calc R U . . .
C20 C 0.6740(6) 0.1319(6) 0.55585(19) 0.0582(18) Uani 1 1 d . . . . .
H20A H 0.7162 0.0668 0.5411 0.070 Uiso 1 1 calc R U . . .
C21 C 0.8131(7) 0.1339(7) 0.45984(17) 0.0514(18) Uani 1 1 d . . . . .
C22 C 0.7383(8) 0.0275(7) 0.4574(2) 0.067(2) Uani 1 1 d . . . . .
H22A H 0.6443 0.0249 0.4663 0.081 Uiso 1 1 calc R U . . .
C23 C 0.8034(10) -0.0744(7) 0.4420(2) 0.086(3) Uani 1 1 d . . . . .
H23A H 0.7539 -0.1474 0.4401 0.103 Uiso 1 1 calc R U . . .
C24 C 0.9390(12) -0.0695(10) 0.4294(2) 0.094(3) Uani 1 1 d . . . . .
H24A H 0.9829 -0.1399 0.4192 0.113 Uiso 1 1 calc R U . . .
C25 C 1.0103(9) 0.0315(10) 0.4311(2) 0.086(3) Uani 1 1 d . . . . .
H25A H 1.1038 0.0326 0.4219 0.103 Uiso 1 1 calc R U . . .
C26 C 0.9493(8) 0.1358(8) 0.44640(19) 0.070(2) Uani 1 1 d . . . . .
H26A H 1.0010 0.2078 0.4476 0.084 Uiso 1 1 calc R U . . .
C27 C 0.6212(5) 0.3370(5) 0.44023(16) 0.0367(15) Uani 1 1 d . . . . .
C28 C 0.4739(6) 0.2894(6) 0.44209(18) 0.0444(16) Uani 1 1 d . . . . .
C29 C 0.4179(6) 0.2854(6) 0.39365(18) 0.0455(17) Uani 1 1 d . . . . .
C30 C 0.5335(6) 0.2345(6) 0.36539(16) 0.0436(16) 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
H2 C14 1.770(6) . ?
H2 C21 1.798(7) . ?
H2 C15 1.799(6) . ?
H2 C27 1.845(5) . ?
Ni01 C30 1.864(6) . ?
Ni01 O1 1.988(4) . ?
Ni01 C27 1.994(5) . ?
Ni01 P1 2.2398(16) . ?
S1 O2 1.420(4) . ?
S1 O3 1.438(4) . ?
S1 O1 1.481(4) . ?
S1 C01B 1.795(7) . ?
P1 C2 1.804(5) . ?
P1 C8 1.812(6) . ?
P1 C1 1.817(5) . ?
F1 C27 1.409(6) . ?
F2 C28 1.354(7) . ?
F3 C28 1.350(6) . ?
F4 C29 1.358(6) . ?
F5 C29 1.343(7) . ?
F6 C30 1.374(7) . ?
F7 C30 1.385(5) . ?
F8 C01B 1.331(7) . ?
F9 C01B 1.319(8) . ?
F10 C01B 1.299(8) . ?
C2 C3 1.375(7) . ?
C2 C7 1.380(7) . ?
C3 C4 1.378(8) . ?
C4 C5 1.361(8) . ?
C5 C6 1.373(8) . ?
C6 C7 1.386(8) . ?
C8 C13 1.384(8) . ?
C8 C9 1.384(7) . ?
C9 C10 1.389(9) . ?
C10 C11 1.355(10) . ?
C11 C12 1.376(9) . ?
C12 C13 1.387(9) . ?
C15 C20 1.359(8) . ?
C15 C16 1.362(8) . ?
C16 C17 1.386(8) . ?
C17 C18 1.355(10) . ?
C18 C19 1.354(10) . ?
C19 C20 1.386(8) . ?
C21 C26 1.382(8) . ?
C21 C22 1.397(9) . ?
C22 C23 1.389(9) . ?
C23 C24 1.370(11) . ?
C24 C25 1.326(11) . ?
C25 C26 1.391(10) . ?
C27 C28 1.520(8) . ?
C28 C29 1.538(7) . ?
C29 C30 1.525(8) . ?

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
C14 H2 C21 109.6(3) . . ?
C14 H2 C15 105.6(3) . . ?
C21 H2 C15 110.3(3) . . ?
C14 H2 C27 106.4(3) . . ?
C21 H2 C27 110.2(3) . . ?
C15 H2 C27 114.5(2) . . ?
C30 Ni01 O1 169.2(2) . . ?
C30 Ni01 C27 86.4(2) . . ?
O1 Ni01 C27 93.44(19) . . ?
C30 Ni01 P1 93.40(17) . . ?
O1 Ni01 P1 88.76(11) . . ?
C27 Ni01 P1 169.36(17) . . ?
O2 S1 O3 117.6(3) . . ?
O2 S1 O1 113.8(2) . . ?
O3 S1 O1 113.1(2) . . ?
O2 S1 C01B 104.7(3) . . ?
O3 S1 C01B 103.5(3) . . ?
O1 S1 C01B 101.7(3) . . ?
C2 P1 C8 105.9(3) . . ?
C2 P1 C1 105.2(3) . . ?
C8 P1 C1 101.1(3) . . ?
C2 P1 Ni01 115.2(2) . . ?
C8 P1 Ni01 118.79(18) . . ?
C1 P1 Ni01 109.00(19) . . ?
S1 O1 Ni01 128.4(2) . . ?
C3 C2 C7 118.2(5) . . ?
C3 C2 P1 123.1(5) . . ?
C7 C2 P1 118.7(4) . . ?
F10 C01B F9 107.5(6) . . ?
F10 C01B F8 107.6(7) . . ?
F9 C01B F8 106.9(6) . . ?
F10 C01B S1 112.5(5) . . ?
F9 C01B S1 111.0(6) . . ?
F8 C01B S1 111.1(5) . . ?
C2 C3 C4 121.3(6) . . ?
C5 C4 C3 119.8(6) . . ?
C4 C5 C6 120.3(6) . . ?
C5 C6 C7 119.6(6) . . ?
C2 C7 C6 120.8(6) . . ?
C13 C8 C9 118.2(6) . . ?
C13 C8 P1 118.1(4) . . ?
C9 C8 P1 123.7(5) . . ?
C8 C9 C10 119.2(6) . . ?
C11 C10 C9 122.5(7) . . ?
C10 C11 C12 119.0(7) . . ?
C11 C12 C13 119.5(7) . . ?
C8 C13 C12 121.7(6) . . ?
C20 C15 C16 119.4(6) . . ?
C20 C15 H2 122.3(5) . . ?
C16 C15 H2 118.1(5) . . ?
C15 C16 C17 120.9(7) . . ?
C18 C17 C16 118.6(7) . . ?
C19 C18 C17 121.3(7) . . ?
C18 C19 C20 119.6(7) . . ?
C15 C20 C19 120.1(7) . . ?
C26 C21 C22 119.4(7) . . ?
C26 C21 H2 118.7(6) . . ?
C22 C21 H2 121.9(6) . . ?
C23 C22 C21 119.0(8) . . ?
C24 C23 C22 120.0(9) . . ?
C25 C24 C23 121.4(9) . . ?
C24 C25 C26 120.6(9) . . ?
C21 C26 C25 119.6(8) . . ?
F1 C27 C28 107.2(5) . . ?
F1 C27 H2 105.3(3) . . ?
C28 C27 H2 113.2(4) . . ?
F1 C27 Ni01 111.1(3) . . ?
C28 C27 Ni01 110.7(3) . . ?
H2 C27 Ni01 109.2(3) . . ?
F3 C28 F2 107.1(5) . . ?
F3 C28 C27 114.0(5) . . ?
F2 C28 C27 111.2(5) . . ?
F3 C28 C29 110.6(5) . . ?
F2 C28 C29 107.2(5) . . ?
C27 C28 C29 106.6(5) . . ?
F5 C29 F4 106.5(5) . . ?
F5 C29 C30 109.6(5) . . ?
F4 C29 C30 115.4(5) . . ?
F5 C29 C28 107.8(5) . . ?
F4 C29 C28 110.6(5) . . ?
C30 C29 C28 106.7(4) . . ?
F6 C30 F7 103.9(4) . . ?
F6 C30 C29 106.3(5) . . ?
F7 C30 C29 104.8(4) . . ?
F6 C30 Ni01 116.5(4) . . ?
F7 C30 Ni01 115.6(4) . . ?
C29 C30 Ni01 108.8(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
O2 S1 O1 Ni01 -24.0(3) . . . . ?
O3 S1 O1 Ni01 113.7(3) . . . . ?
C01B S1 O1 Ni01 -136.0(3) . . . . ?
C8 P1 C2 C3 -72.4(5) . . . . ?
C1 P1 C2 C3 34.1(6) . . . . ?
Ni01 P1 C2 C3 154.2(4) . . . . ?
C8 P1 C2 C7 107.3(5) . . . . ?
C1 P1 C2 C7 -146.2(5) . . . . ?
Ni01 P1 C2 C7 -26.2(5) . . . . ?
O2 S1 C01B F10 -172.3(5) . . . . ?
O3 S1 C01B F10 64.0(6) . . . . ?
O1 S1 C01B F10 -53.5(6) . . . . ?
O2 S1 C01B F9 67.3(6) . . . . ?
O3 S1 C01B F9 -56.5(6) . . . . ?
O1 S1 C01B F9 -174.0(5) . . . . ?
O2 S1 C01B F8 -51.5(7) . . . . ?
O3 S1 C01B F8 -175.3(5) . . . . ?
O1 S1 C01B F8 67.2(6) . . . . ?
C7 C2 C3 C4 0.4(9) . . . . ?
P1 C2 C3 C4 -179.9(5) . . . . ?
C2 C3 C4 C5 -0.1(10) . . . . ?
C3 C4 C5 C6 -0.6(10) . . . . ?
C4 C5 C6 C7 1.0(10) . . . . ?
C3 C2 C7 C6 0.0(9) . . . . ?
P1 C2 C7 C6 -179.7(5) . . . . ?
C5 C6 C7 C2 -0.7(10) . . . . ?
C2 P1 C8 C13 177.9(4) . . . . ?
C1 P1 C8 C13 68.5(5) . . . . ?
Ni01 P1 C8 C13 -50.6(5) . . . . ?
C2 P1 C8 C9 0.9(5) . . . . ?
C1 P1 C8 C9 -108.5(5) . . . . ?
Ni01 P1 C8 C9 132.4(4) . . . . ?
C13 C8 C9 C10 -0.9(8) . . . . ?
P1 C8 C9 C10 176.2(4) . . . . ?
C8 C9 C10 C11 0.0(10) . . . . ?
C9 C10 C11 C12 1.1(11) . . . . ?
C10 C11 C12 C13 -1.3(10) . . . . ?
C9 C8 C13 C12 0.7(8) . . . . ?
P1 C8 C13 C12 -176.5(4) . . . . ?
C11 C12 C13 C8 0.4(9) . . . . ?
C14 H2 C15 C20 -112.7(5) . . . . ?
C21 H2 C15 C20 5.7(6) . . . . ?
C27 H2 C15 C20 130.7(5) . . . . ?
C14 H2 C15 C16 63.5(5) . . . . ?
C21 H2 C15 C16 -178.1(5) . . . . ?
C27 H2 C15 C16 -53.1(6) . . . . ?
C20 C15 C16 C17 0.3(9) . . . . ?
H2 C15 C16 C17 -176.0(5) . . . . ?
C15 C16 C17 C18 0.5(10) . . . . ?
C16 C17 C18 C19 0.4(11) . . . . ?
C17 C18 C19 C20 -2.0(11) . . . . ?
C16 C15 C20 C19 -2.0(9) . . . . ?
H2 C15 C20 C19 174.2(5) . . . . ?
C18 C19 C20 C15 2.8(10) . . . . ?
C14 H2 C21 C26 -12.0(5) . . . . ?
C15 H2 C21 C26 -127.9(4) . . . . ?
C27 H2 C21 C26 104.7(5) . . . . ?
C14 H2 C21 C22 165.6(4) . . . . ?
C15 H2 C21 C22 49.8(5) . . . . ?
C27 H2 C21 C22 -77.6(5) . . . . ?
C26 C21 C22 C23 0.6(8) . . . . ?
H2 C21 C22 C23 -177.0(4) . . . . ?
C21 C22 C23 C24 0.1(9) . . . . ?
C22 C23 C24 C25 -0.8(11) . . . . ?
C23 C24 C25 C26 0.8(12) . . . . ?
C22 C21 C26 C25 -0.7(8) . . . . ?
H2 C21 C26 C25 177.0(5) . . . . ?
C24 C25 C26 C21 0.0(10) . . . . ?
C14 H2 C27 F1 -37.2(4) . . . . ?
C21 H2 C27 F1 -156.0(4) . . . . ?
C15 H2 C27 F1 79.0(4) . . . . ?
C14 H2 C27 C28 -153.9(4) . . . . ?
C21 H2 C27 C28 87.3(5) . . . . ?
C15 H2 C27 C28 -37.7(5) . . . . ?
C14 H2 C27 Ni01 82.2(3) . . . . ?
C21 H2 C27 Ni01 -36.6(4) . . . . ?
C15 H2 C27 Ni01 -161.6(3) . . . . ?
F1 C27 C28 F3 -22.1(6) . . . . ?
H2 C27 C28 F3 93.5(6) . . . . ?
Ni01 C27 C28 F3 -143.4(4) . . . . ?
F1 C27 C28 F2 -143.3(4) . . . . ?
H2 C27 C28 F2 -27.7(6) . . . . ?
Ni01 C27 C28 F2 95.4(4) . . . . ?
F1 C27 C28 C29 100.2(5) . . . . ?
H2 C27 C28 C29 -144.2(4) . . . . ?
Ni01 C27 C28 C29 -21.1(6) . . . . ?
F3 C28 C29 F5 50.3(6) . . . . ?
F2 C28 C29 F5 166.7(4) . . . . ?
C27 C28 C29 F5 -74.2(6) . . . . ?
F3 C28 C29 F4 -65.8(7) . . . . ?
F2 C28 C29 F4 50.6(6) . . . . ?
C27 C28 C29 F4 169.8(5) . . . . ?
F3 C28 C29 C30 167.9(5) . . . . ?
F2 C28 C29 C30 -75.7(6) . . . . ?
C27 C28 C29 C30 43.5(7) . . . . ?
F5 C29 C30 F6 -165.9(4) . . . . ?
F4 C29 C30 F6 -45.7(6) . . . . ?
C28 C29 C30 F6 77.6(5) . . . . ?
F5 C29 C30 F7 -56.3(6) . . . . ?
F4 C29 C30 F7 63.9(7) . . . . ?
C28 C29 C30 F7 -172.8(5) . . . . ?
F5 C29 C30 Ni01 67.9(5) . . . . ?
F4 C29 C30 Ni01 -171.9(4) . . . . ?
C28 C29 C30 Ni01 -48.6(6) . . . . ?
O1 Ni01 C30 F6 -179.9(7) . . . . ?
C27 Ni01 C30 F6 -90.5(4) . . . . ?
P1 Ni01 C30 F6 78.9(4) . . . . ?
O1 Ni01 C30 F7 57.6(12) . . . . ?
C27 Ni01 C30 F7 147.0(5) . . . . ?
P1 Ni01 C30 F7 -43.7(4) . . . . ?
O1 Ni01 C30 C29 -59.9(12) . . . . ?
C27 Ni01 C30 C29 29.5(4) . . . . ?
P1 Ni01 C30 C29 -161.1(4) . . . . ?

_refine_diff_density_max         0.264
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.059


_vrf_THETM01_tb185               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Diffraction data for the crystal of the complex sg250 were collected
 to 0.75A resolution, however due to small crystal size and weak diffraction it
 was discovered that both R(int) and R(sigma) exceed 35% for the data below
 1.00A resolution. Based on R(sigma) value data were truncated
 to 0.95A resolution for refinement. 
;
####################################################################### 
# 
# 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_tb178
_database_code_depnum_ccdc_archive 'CCDC 1414476'
_audit_update_record             
;
2015-07-22 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        '(pyr)2Ni(C4F8) '
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H10 F8 N2 Ni'
_chemical_formula_weight         416.95

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

_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'

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

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

_cell_length_a                   10.3161(13)
_cell_length_b                   10.3161(13)
_cell_length_c                   15.584(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1658.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5838
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      26.95

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    1.251
_shelx_estimated_absorpt_T_min   0.825
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5419
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16640
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_av_R_equivalents  0.0567
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.368
_diffrn_reflns_theta_max         28.268
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2061
_reflns_number_gt                1589
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.651
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.995

_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       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'
_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)+(0.0405P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 548 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.036(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2061
_refine_ls_number_parameters     114
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0747
_refine_ls_wR_factor_gt          0.0670
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      0.995
_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
Ni1 Ni 0.41058(4) 0.41058(4) 0.0000 0.03386(16) Uani 1 2 d S T P . .
F1 F 0.1604(2) 0.4935(2) 0.03852(17) 0.0734(7) Uani 1 1 d . . . . .
F2 F 0.2491(3) 0.3679(2) 0.13495(13) 0.0702(8) Uani 1 1 d . . . . .
F3 F 0.1191(2) 0.3086(2) -0.06752(14) 0.0607(6) Uani 1 1 d . . . . .
F4 F 0.0745(2) 0.2259(2) 0.05747(15) 0.0647(6) Uani 1 1 d . . . . .
N1 N 0.4265(3) 0.5805(3) 0.05113(16) 0.0434(6) Uani 1 1 d . . . . .
C1 C 0.3783(4) 0.6838(4) 0.0115(3) 0.0668(12) Uani 1 1 d . U . . .
H1A H 0.3319 0.6710 -0.0405 0.080 Uiso 1 1 calc R U . . .
C2 C 0.3919(6) 0.8071(4) 0.0414(4) 0.0896(16) Uani 1 1 d . U . . .
H2A H 0.3574 0.8780 0.0099 0.108 Uiso 1 1 calc R U . . .
C3 C 0.4549(6) 0.8277(5) 0.1163(4) 0.106(2) Uani 1 1 d . U . . .
H3A H 0.4641 0.9127 0.1391 0.127 Uiso 1 1 calc R U . . .
C4 C 0.5045(7) 0.7236(6) 0.1579(4) 0.121(3) Uani 1 1 d . U . . .
H4A H 0.5486 0.7347 0.2109 0.145 Uiso 1 1 calc R U . . .
C5 C 0.4909(6) 0.6012(5) 0.1230(3) 0.0862(17) Uani 1 1 d . U . . .
H5A H 0.5291 0.5296 0.1517 0.103 Uiso 1 1 calc R U . . .
C6 C 0.2437(3) 0.3903(3) 0.0471(2) 0.0436(8) Uani 1 1 d . . . . .
C7 C 0.1732(3) 0.2745(3) 0.0097(2) 0.0447(8) 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 C6 1.883(3) . ?
Ni1 C6 1.883(3) 7 ?
Ni1 N1 1.932(3) 7 ?
Ni1 N1 1.933(3) . ?
F1 C6 1.375(4) . ?
F2 C6 1.390(4) . ?
F3 C7 1.373(4) . ?
F4 C7 1.357(4) . ?
N1 C5 1.320(5) . ?
N1 C1 1.328(5) . ?
C1 C2 1.362(6) . ?
C2 C3 1.353(7) . ?
C3 C4 1.354(7) . ?
C4 C5 1.382(6) . ?
C6 C7 1.515(5) . ?
C7 C7 1.509(7) 7 ?

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
C6 Ni1 C6 87.1(2) . 7 ?
C6 Ni1 N1 177.97(14) . 7 ?
C6 Ni1 N1 91.02(13) 7 7 ?
C6 Ni1 N1 91.02(13) . . ?
C6 Ni1 N1 177.97(14) 7 . ?
N1 Ni1 N1 90.91(17) 7 . ?
C5 N1 C1 116.9(3) . . ?
C5 N1 Ni1 122.7(3) . . ?
C1 N1 Ni1 120.3(2) . . ?
N1 C1 C2 123.5(4) . . ?
C3 C2 C1 119.4(5) . . ?
C2 C3 C4 118.0(5) . . ?
C3 C4 C5 119.9(5) . . ?
N1 C5 C4 122.2(4) . . ?
F1 C6 F2 104.5(3) . . ?
F1 C6 C7 105.9(3) . . ?
F2 C6 C7 105.4(3) . . ?
F1 C6 Ni1 116.6(2) . . ?
F2 C6 Ni1 111.4(2) . . ?
C7 C6 Ni1 112.1(2) . . ?
F4 C7 F3 105.7(3) . . ?
F4 C7 C7 112.0(3) . 7 ?
F3 C7 C7 106.4(4) . 7 ?
F4 C7 C6 116.2(3) . . ?
F3 C7 C6 109.2(3) . . ?
C7 C7 C6 106.9(2) 7 . ?

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 C1 C2 -0.2(8) . . . . ?
Ni1 N1 C1 C2 -176.4(4) . . . . ?
N1 C1 C2 C3 -1.6(9) . . . . ?
C1 C2 C3 C4 1.3(11) . . . . ?
C2 C3 C4 C5 0.6(11) . . . . ?
C1 N1 C5 C4 2.2(9) . . . . ?
Ni1 N1 C5 C4 178.3(5) . . . . ?
C3 C4 C5 N1 -2.4(11) . . . . ?
C6 Ni1 C6 F1 -134.3(3) 7 . . . ?
N1 Ni1 C6 F1 46.3(3) . . . . ?
C6 Ni1 C6 F2 105.9(3) 7 . . . ?
N1 Ni1 C6 F2 -73.4(2) . . . . ?
C6 Ni1 C6 C7 -12.03(17) 7 . . . ?
N1 Ni1 C6 C7 168.6(3) . . . . ?
F1 C6 C7 F4 -73.1(4) . . . . ?
F2 C6 C7 F4 37.2(4) . . . . ?
Ni1 C6 C7 F4 158.7(2) . . . . ?
F1 C6 C7 F3 46.3(3) . . . . ?
F2 C6 C7 F3 156.6(3) . . . . ?
Ni1 C6 C7 F3 -81.9(3) . . . . ?
F1 C6 C7 C7 161.0(3) . . . 7 ?
F2 C6 C7 C7 -88.6(4) . . . 7 ?
Ni1 C6 C7 C7 32.8(4) . . . 7 ?

_refine_diff_density_max         0.390
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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_tb123
_database_code_depnum_ccdc_archive 'CCDC 1414543'
_audit_update_record             
;
2015-07-22 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        '[1,2,4-(S),(Ph2P),Me(C6H3)]2Ni'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H32 Ni P2 S2'
_chemical_formula_weight         673.40

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.478(2)
_cell_length_b                   14.166(3)
_cell_length_c                   18.643(3)
_cell_angle_alpha                90
_cell_angle_beta                 105.534(10)
_cell_angle_gamma                90
_cell_volume                     3174.9(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    8068
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      24.70

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_F_000             1400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.871
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6219
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with three batch runs at phi = 0.00 deg 
 (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg 
 (650 frames). 
 Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38294
_diffrn_reflns_av_unetI/netI     0.0582
_diffrn_reflns_av_R_equivalents  0.0761
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.768
_diffrn_reflns_theta_max         24.829
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.939
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.939
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.939
_reflns_number_total             5385
_reflns_number_gt                3754
_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       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_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)+(0.0465P)²] 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         5385
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.0910
_refine_ls_wR_factor_gt          0.0811
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_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 0.99779(3) 0.61843(3) 0.73526(2) 0.02411(12) Uani 1 1 d . . . . .
S1 S 0.88455(7) 0.59964(6) 0.62500(4) 0.0332(2) Uani 1 1 d . . . . .
S2 S 1.11095(7) 0.63707(6) 0.84521(4) 0.0312(2) Uani 1 1 d . . . . .
P1 P 0.87465(6) 0.71009(5) 0.76249(4) 0.02249(19) Uani 1 1 d . . . . .
P2 P 1.11892(6) 0.52555(5) 0.70742(4) 0.0238(2) Uani 1 1 d . . . . .
C1 C 0.7812(2) 0.6876(2) 0.61567(16) 0.0284(7) Uani 1 1 d . . . . .
C2 C 0.7012(3) 0.7018(2) 0.54789(16) 0.0379(9) Uani 1 1 d . . . . .
H2A H 0.7023 0.6642 0.5059 0.045 Uiso 1 1 calc R U . . .
C3 C 0.6205(3) 0.7705(3) 0.54186(18) 0.0421(9) Uani 1 1 d . . . . .
H3A H 0.5672 0.7790 0.4952 0.051 Uiso 1 1 calc R U . . .
C4 C 0.6140(3) 0.8278(2) 0.60120(18) 0.0354(8) Uani 1 1 d . . . . .
C5 C 0.6938(2) 0.8132(2) 0.66865(16) 0.0289(7) Uani 1 1 d . . . . .
H5A H 0.6922 0.8510 0.7105 0.035 Uiso 1 1 calc R U . . .
C6 C 0.7757(2) 0.7443(2) 0.67580(15) 0.0241(7) Uani 1 1 d . . . . .
C7 C 0.5253(3) 0.9022(2) 0.5939(2) 0.0511(10) Uani 1 1 d . . . . .
H7A H 0.4773 0.9025 0.5428 0.077 Uiso 1 1 calc R U . . .
H7B H 0.5604 0.9642 0.6056 0.077 Uiso 1 1 calc R U . . .
H7C H 0.4806 0.8882 0.6285 0.077 Uiso 1 1 calc R U . . .
C8 C 0.9130(2) 0.8160(2) 0.81971(15) 0.0239(7) Uani 1 1 d . . . . .
C9 C 1.0168(2) 0.8578(2) 0.82730(16) 0.0264(7) Uani 1 1 d . . . . .
H9A H 1.0683 0.8292 0.8046 0.032 Uiso 1 1 calc R U . . .
C10 C 1.0455(3) 0.9401(2) 0.86745(16) 0.0321(8) Uani 1 1 d . . . . .
H10A H 1.1161 0.9681 0.8715 0.039 Uiso 1 1 calc R U . . .
C11 C 0.9729(3) 0.9817(2) 0.90147(16) 0.0350(8) Uani 1 1 d . . . . .
H11A H 0.9935 1.0381 0.9293 0.042 Uiso 1 1 calc R U . . .
C12 C 0.8690(3) 0.9414(2) 0.89530(17) 0.0350(8) Uani 1 1 d . . . . .
H12A H 0.8182 0.9703 0.9185 0.042 Uiso 1 1 calc R U . . .
C13 C 0.8404(3) 0.8586(2) 0.85485(16) 0.0297(8) Uani 1 1 d . . . . .
H13A H 0.7700 0.8306 0.8511 0.036 Uiso 1 1 calc R U . . .
C14 C 0.7917(2) 0.64133(19) 0.81023(15) 0.0226(7) Uani 1 1 d . . . . .
C15 C 0.8236(3) 0.6321(2) 0.88719(17) 0.0373(8) Uani 1 1 d . . . . .
H15A H 0.8879 0.6642 0.9155 0.045 Uiso 1 1 calc R U . . .
C16 C 0.7629(3) 0.5769(2) 0.92279(18) 0.0420(9) Uani 1 1 d . . . . .
H16A H 0.7852 0.5717 0.9755 0.050 Uiso 1 1 calc R U . . .
C17 C 0.6705(3) 0.5294(2) 0.88270(17) 0.0344(8) Uani 1 1 d . . . . .
H17A H 0.6292 0.4912 0.9077 0.041 Uiso 1 1 calc R U . . .
C18 C 0.6373(3) 0.5367(2) 0.80640(17) 0.0371(8) Uani 1 1 d . . . . .
H18A H 0.5736 0.5034 0.7786 0.044 Uiso 1 1 calc R U . . .
C19 C 0.6970(3) 0.5926(2) 0.77039(17) 0.0341(8) Uani 1 1 d . . . . .
H19A H 0.6734 0.5982 0.7177 0.041 Uiso 1 1 calc R U . . .
C20 C 1.2146(2) 0.5499(2) 0.85424(16) 0.0261(7) Uani 1 1 d . . . . .
C21 C 1.2925(3) 0.5331(2) 0.92227(16) 0.0297(8) Uani 1 1 d . . . . .
H21A H 1.2924 0.5710 0.9643 0.036 Uiso 1 1 calc R U . . .
C22 C 1.3697(2) 0.4614(2) 0.92884(16) 0.0299(8) Uani 1 1 d . . . . .
H22A H 1.4208 0.4506 0.9760 0.036 Uiso 1 1 calc R U . . .
C23 C 1.3756(3) 0.4047(2) 0.86923(17) 0.0300(8) Uani 1 1 d . . . . .
C24 C 1.2988(2) 0.4228(2) 0.80099(16) 0.0280(7) Uani 1 1 d . . . . .
H24A H 1.3001 0.3853 0.7589 0.034 Uiso 1 1 calc R U . . .
C25 C 1.2205(2) 0.4946(2) 0.79340(15) 0.0236(7) Uani 1 1 d . . . . .
C26 C 1.4578(3) 0.3249(2) 0.87852(18) 0.0430(9) Uani 1 1 d . . . . .
H26A H 1.5039 0.3233 0.9301 0.064 Uiso 1 1 calc R U . . .
H26B H 1.5053 0.3345 0.8449 0.064 Uiso 1 1 calc R U . . .
H26C H 1.4177 0.2650 0.8666 0.064 Uiso 1 1 calc R U . . .
C27 C 1.1956(2) 0.5874(2) 0.65141(16) 0.0263(7) Uani 1 1 d . . . . .
C28 C 1.2932(3) 0.6360(2) 0.68592(18) 0.0364(8) Uani 1 1 d . . . . .
H28A H 1.3216 0.6341 0.7385 0.044 Uiso 1 1 calc R U . . .
C29 C 1.3483(3) 0.6868(2) 0.6436(2) 0.0516(10) Uani 1 1 d . . . . .
H29A H 1.4143 0.7201 0.6673 0.062 Uiso 1 1 calc R U . . .
C30 C 1.3084(3) 0.6894(3) 0.5674(2) 0.0536(11) Uani 1 1 d . . . . .
H30A H 1.3478 0.7233 0.5385 0.064 Uiso 1 1 calc R U . . .
C31 C 1.2116(3) 0.6432(3) 0.53289(19) 0.0486(10) Uani 1 1 d . . . . .
H31A H 1.1835 0.6458 0.4803 0.058 Uiso 1 1 calc R U . . .
C32 C 1.1544(3) 0.5924(2) 0.57491(17) 0.0383(9) Uani 1 1 d . . . . .
H32A H 1.0870 0.5611 0.5510 0.046 Uiso 1 1 calc R U . . .
C33 C 1.0779(2) 0.4118(2) 0.66253(15) 0.0254(7) Uani 1 1 d . . . . .
C34 C 1.1315(3) 0.3694(2) 0.61512(19) 0.0426(9) Uani 1 1 d . . . . .
H34A H 1.1862 0.4037 0.5990 0.051 Uiso 1 1 calc R U . . .
C35 C 1.1066(3) 0.2774(2) 0.5906(2) 0.0492(10) Uani 1 1 d . . . . .
H35A H 1.1449 0.2489 0.5585 0.059 Uiso 1 1 calc R U . . .
C36 C 1.0266(3) 0.2278(2) 0.6127(2) 0.0437(9) Uani 1 1 d . . . . .
H36A H 1.0100 0.1645 0.5966 0.052 Uiso 1 1 calc R U . . .
C37 C 0.9708(3) 0.2700(2) 0.65849(19) 0.0415(9) Uani 1 1 d . . . . .
H37A H 0.9148 0.2360 0.6734 0.050 Uiso 1 1 calc R U . . .
C38 C 0.9955(3) 0.3618(2) 0.68294(17) 0.0345(8) Uani 1 1 d . . . . .
H38A H 0.9557 0.3906 0.7140 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 P2 2.1692(9) . ?
Ni1 S2 2.1713(9) . ?
Ni1 P1 2.1731(9) . ?
Ni1 S1 2.1764(9) . ?
S1 C1 1.769(3) . ?
S2 C20 1.763(3) . ?
P1 C14 1.818(3) . ?
P1 C6 1.818(3) . ?
P1 C8 1.829(3) . ?
P2 C25 1.811(3) . ?
P2 C27 1.819(3) . ?
P2 C33 1.825(3) . ?
C1 C2 1.399(4) . ?
C1 C6 1.395(4) . ?
C2 C3 1.383(5) . ?
C3 C4 1.391(4) . ?
C4 C5 1.394(4) . ?
C4 C7 1.508(5) . ?
C5 C6 1.393(4) . ?
C8 C13 1.390(4) . ?
C8 C9 1.395(4) . ?
C9 C10 1.380(4) . ?
C10 C11 1.370(4) . ?
C11 C12 1.393(4) . ?
C12 C13 1.388(4) . ?
C14 C15 1.389(4) . ?
C14 C19 1.398(4) . ?
C15 C16 1.376(4) . ?
C16 C17 1.372(4) . ?
C17 C18 1.375(4) . ?
C18 C19 1.380(4) . ?
C20 C21 1.397(4) . ?
C20 C25 1.397(4) . ?
C21 C22 1.382(4) . ?
C22 C23 1.389(4) . ?
C23 C24 1.396(4) . ?
C23 C26 1.505(4) . ?
C24 C25 1.392(4) . ?
C27 C32 1.382(4) . ?
C27 C28 1.397(4) . ?
C28 C29 1.379(4) . ?
C29 C30 1.375(5) . ?
C30 C31 1.373(5) . ?
C31 C32 1.393(4) . ?
C33 C34 1.380(4) . ?
C33 C38 1.383(4) . ?
C34 C35 1.388(4) . ?
C35 C36 1.372(5) . ?
C36 C37 1.375(4) . ?
C37 C38 1.385(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P2 Ni1 S2 88.91(3) . . ?
P2 Ni1 P1 179.21(4) . . ?
S2 Ni1 P1 91.64(3) . . ?
P2 Ni1 S1 91.01(3) . . ?
S2 Ni1 S1 179.91(4) . . ?
P1 Ni1 S1 88.45(3) . . ?
C1 S1 Ni1 106.18(10) . . ?
C20 S2 Ni1 106.26(10) . . ?
C14 P1 C6 103.76(13) . . ?
C14 P1 C8 104.39(13) . . ?
C6 P1 C8 108.01(13) . . ?
C14 P1 Ni1 108.97(9) . . ?
C6 P1 Ni1 107.84(10) . . ?
C8 P1 Ni1 122.36(10) . . ?
C25 P2 C27 105.88(13) . . ?
C25 P2 C33 103.66(13) . . ?
C27 P2 C33 106.75(13) . . ?
C25 P2 Ni1 107.59(10) . . ?
C27 P2 Ni1 110.65(10) . . ?
C33 P2 Ni1 121.16(10) . . ?
C2 C1 C6 117.8(3) . . ?
C2 C1 S1 121.0(2) . . ?
C6 C1 S1 121.2(2) . . ?
C3 C2 C1 120.2(3) . . ?
C2 C3 C4 122.8(3) . . ?
C3 C4 C5 116.9(3) . . ?
C3 C4 C7 122.2(3) . . ?
C5 C4 C7 120.9(3) . . ?
C4 C5 C6 121.2(3) . . ?
C5 C6 C1 121.3(3) . . ?
C5 C6 P1 125.3(2) . . ?
C1 C6 P1 113.1(2) . . ?
C13 C8 C9 118.2(3) . . ?
C13 C8 P1 122.0(2) . . ?
C9 C8 P1 119.9(2) . . ?
C10 C9 C8 120.8(3) . . ?
C11 C10 C9 120.5(3) . . ?
C10 C11 C12 120.1(3) . . ?
C13 C12 C11 119.2(3) . . ?
C12 C13 C8 121.2(3) . . ?
C15 C14 C19 118.0(3) . . ?
C15 C14 P1 120.9(2) . . ?
C19 C14 P1 121.0(2) . . ?
C16 C15 C14 120.6(3) . . ?
C15 C16 C17 120.5(3) . . ?
C16 C17 C18 120.2(3) . . ?
C17 C18 C19 119.6(3) . . ?
C18 C19 C14 121.0(3) . . ?
C21 C20 C25 117.8(3) . . ?
C21 C20 S2 121.4(2) . . ?
C25 C20 S2 120.8(2) . . ?
C22 C21 C20 120.4(3) . . ?
C21 C22 C23 122.6(3) . . ?
C22 C23 C24 116.9(3) . . ?
C22 C23 C26 121.5(3) . . ?
C24 C23 C26 121.5(3) . . ?
C25 C24 C23 121.2(3) . . ?
C24 C25 C20 121.1(3) . . ?
C24 C25 P2 124.9(2) . . ?
C20 C25 P2 114.0(2) . . ?
C32 C27 C28 119.2(3) . . ?
C32 C27 P2 120.6(2) . . ?
C28 C27 P2 120.1(2) . . ?
C29 C28 C27 120.0(3) . . ?
C30 C29 C28 120.5(3) . . ?
C29 C30 C31 120.0(3) . . ?
C30 C31 C32 120.1(3) . . ?
C27 C32 C31 120.1(3) . . ?
C34 C33 C38 118.5(3) . . ?
C34 C33 P2 123.6(2) . . ?
C38 C33 P2 117.7(2) . . ?
C33 C34 C35 121.0(3) . . ?
C36 C35 C34 119.9(3) . . ?
C35 C36 C37 119.6(3) . . ?
C36 C37 C38 120.5(3) . . ?
C33 C38 C37 120.5(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 S1 C1 C2 173.3(2) . . . . ?
Ni1 S1 C1 C6 -7.6(3) . . . . ?
C6 C1 C2 C3 0.4(5) . . . . ?
S1 C1 C2 C3 179.5(2) . . . . ?
C1 C2 C3 C4 -0.2(5) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C2 C3 C4 C7 -179.7(3) . . . . ?
C3 C4 C5 C6 -0.1(5) . . . . ?
C7 C4 C5 C6 179.7(3) . . . . ?
C4 C5 C6 C1 0.3(5) . . . . ?
C4 C5 C6 P1 -173.1(2) . . . . ?
C2 C1 C6 C5 -0.4(4) . . . . ?
S1 C1 C6 C5 -179.5(2) . . . . ?
C2 C1 C6 P1 173.7(2) . . . . ?
S1 C1 C6 P1 -5.4(3) . . . . ?
C14 P1 C6 C5 74.3(3) . . . . ?
C8 P1 C6 C5 -36.1(3) . . . . ?
Ni1 P1 C6 C5 -170.2(2) . . . . ?
C14 P1 C6 C1 -99.6(2) . . . . ?
C8 P1 C6 C1 150.0(2) . . . . ?
Ni1 P1 C6 C1 15.9(2) . . . . ?
C14 P1 C8 C13 -36.8(3) . . . . ?
C6 P1 C8 C13 73.2(3) . . . . ?
Ni1 P1 C8 C13 -160.9(2) . . . . ?
C14 P1 C8 C9 145.0(2) . . . . ?
C6 P1 C8 C9 -105.1(2) . . . . ?
Ni1 P1 C8 C9 20.9(3) . . . . ?
C13 C8 C9 C10 -1.2(4) . . . . ?
P1 C8 C9 C10 177.1(2) . . . . ?
C8 C9 C10 C11 0.8(4) . . . . ?
C9 C10 C11 C12 -0.4(4) . . . . ?
C10 C11 C12 C13 0.4(5) . . . . ?
C11 C12 C13 C8 -0.8(4) . . . . ?
C9 C8 C13 C12 1.2(4) . . . . ?
P1 C8 C13 C12 -177.0(2) . . . . ?
C6 P1 C14 C15 -155.8(2) . . . . ?
C8 P1 C14 C15 -42.7(3) . . . . ?
Ni1 P1 C14 C15 89.5(2) . . . . ?
C6 P1 C14 C19 27.3(3) . . . . ?
C8 P1 C14 C19 140.3(2) . . . . ?
Ni1 P1 C14 C19 -87.4(2) . . . . ?
C19 C14 C15 C16 -0.4(5) . . . . ?
P1 C14 C15 C16 -177.4(3) . . . . ?
C14 C15 C16 C17 0.6(5) . . . . ?
C15 C16 C17 C18 -0.2(5) . . . . ?
C16 C17 C18 C19 -0.5(5) . . . . ?
C17 C18 C19 C14 0.7(5) . . . . ?
C15 C14 C19 C18 -0.3(5) . . . . ?
P1 C14 C19 C18 176.7(2) . . . . ?
Ni1 S2 C20 C21 -171.0(2) . . . . ?
Ni1 S2 C20 C25 8.4(3) . . . . ?
C25 C20 C21 C22 -2.4(4) . . . . ?
S2 C20 C21 C22 177.0(2) . . . . ?
C20 C21 C22 C23 1.3(5) . . . . ?
C21 C22 C23 C24 -0.2(5) . . . . ?
C21 C22 C23 C26 -177.8(3) . . . . ?
C22 C23 C24 C25 0.2(4) . . . . ?
C26 C23 C24 C25 177.8(3) . . . . ?
C23 C24 C25 C20 -1.3(4) . . . . ?
C23 C24 C25 P2 178.9(2) . . . . ?
C21 C20 C25 C24 2.4(4) . . . . ?
S2 C20 C25 C24 -177.0(2) . . . . ?
C21 C20 C25 P2 -177.8(2) . . . . ?
S2 C20 C25 P2 2.9(3) . . . . ?
C27 P2 C25 C24 -74.6(3) . . . . ?
C33 P2 C25 C24 37.6(3) . . . . ?
Ni1 P2 C25 C24 167.0(2) . . . . ?
C27 P2 C25 C20 105.5(2) . . . . ?
C33 P2 C25 C20 -142.3(2) . . . . ?
Ni1 P2 C25 C20 -12.8(2) . . . . ?
C25 P2 C27 C32 157.6(2) . . . . ?
C33 P2 C27 C32 47.6(3) . . . . ?
Ni1 P2 C27 C32 -86.1(3) . . . . ?
C25 P2 C27 C28 -26.9(3) . . . . ?
C33 P2 C27 C28 -136.9(2) . . . . ?
Ni1 P2 C27 C28 89.4(2) . . . . ?
C32 C27 C28 C29 -1.2(5) . . . . ?
P2 C27 C28 C29 -176.8(2) . . . . ?
C27 C28 C29 C30 -0.5(5) . . . . ?
C28 C29 C30 C31 1.5(6) . . . . ?
C29 C30 C31 C32 -0.9(6) . . . . ?
C28 C27 C32 C31 1.8(5) . . . . ?
P2 C27 C32 C31 177.4(2) . . . . ?
C30 C31 C32 C27 -0.8(5) . . . . ?
C25 P2 C33 C34 -89.1(3) . . . . ?
C27 P2 C33 C34 22.5(3) . . . . ?
Ni1 P2 C33 C34 150.2(2) . . . . ?
C25 P2 C33 C38 84.6(3) . . . . ?
C27 P2 C33 C38 -163.9(2) . . . . ?
Ni1 P2 C33 C38 -36.1(3) . . . . ?
C38 C33 C34 C35 -2.4(5) . . . . ?
P2 C33 C34 C35 171.1(3) . . . . ?
C33 C34 C35 C36 0.8(6) . . . . ?
C34 C35 C36 C37 0.8(6) . . . . ?
C35 C36 C37 C38 -0.7(5) . . . . ?
C34 C33 C38 C37 2.5(5) . . . . ?
P2 C33 C38 C37 -171.5(2) . . . . ?
C36 C37 C38 C33 -0.9(5) . . . . ?

_refine_diff_density_max         0.379
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.064

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_tb181
_database_code_depnum_ccdc_archive 'CCDC 1414626'
_audit_update_record             
;
2015-07-22 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        '(Pyr)(OTf)Ni[CF(Pyr)(CF2)3] '
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H10 F10 N2 Ni O3 S'
_chemical_formula_weight         547.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   5.7833(3)
_cell_length_b                   30.5465(14)
_cell_length_c                   10.9199(6)
_cell_angle_alpha                90
_cell_angle_beta                 91.979(2)
_cell_angle_gamma                90
_cell_volume                     1927.95(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9674
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      28.26

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.885
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.231
_shelx_estimated_absorpt_T_min   0.782
_shelx_estimated_absorpt_T_max   0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6296
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19640
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.333
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.963
_reflns_number_total             4650
_reflns_number_gt                3745
_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       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'
_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)+(0.0424P)²+0.5158P] 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         4650
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0824
_refine_ls_wR_factor_gt          0.0773
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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
Ni1 Ni 0.68301(5) 0.13140(2) 0.30234(2) 0.02561(8) Uani 1 1 d . . . . .
S2 S 0.96251(10) 0.10617(2) 0.07296(5) 0.03187(13) Uani 1 1 d . . . . .
F1 F 0.6331(4) 0.18776(5) 0.50062(13) 0.0644(5) Uani 1 1 d . . . . .
F2 F 0.3315(3) 0.14894(5) 0.44762(13) 0.0479(4) Uani 1 1 d . . . . .
F3 F 0.5020(3) 0.11614(5) 0.65385(12) 0.0547(4) Uani 1 1 d . . . . .
F4 F 0.8563(3) 0.12127(6) 0.59461(14) 0.0611(5) Uani 1 1 d . . . . .
F5 F 0.4005(2) 0.05735(4) 0.47982(11) 0.0334(3) Uani 1 1 d . . . . .
F6 F 0.7264(3) 0.03791(5) 0.56714(12) 0.0492(4) Uani 1 1 d . . . . .
F7 F 0.9698(2) 0.06898(5) 0.39039(13) 0.0415(3) Uani 1 1 d . . . . .
F8 F 0.7555(5) 0.14083(8) -0.11858(18) 0.1023(8) Uani 1 1 d . . . . .
F9 F 1.1228(4) 0.14214(7) -0.12177(19) 0.0960(8) Uani 1 1 d . . . . .
F10 F 0.9465(3) 0.18641(5) -0.00819(14) 0.0609(5) Uani 1 1 d . . . . .
O1 O 0.7452(3) 0.11233(5) 0.13401(13) 0.0343(3) Uani 1 1 d . . . . .
O2 O 0.9732(4) 0.06507(6) 0.01212(19) 0.0635(6) Uani 1 1 d . . . . .
O3 O 1.1603(3) 0.11951(6) 0.1460(2) 0.0553(5) Uani 1 1 d . . . . .
N1 N 0.6650(3) 0.03489(5) 0.29240(14) 0.0260(3) Uani 1 1 d . . . . .
N2 N 0.6741(3) 0.19124(6) 0.24812(16) 0.0309(4) Uani 1 1 d . . . . .
C1 C 0.5701(4) 0.14720(7) 0.4555(2) 0.0358(5) Uani 1 1 d . . . . .
C2 C 0.6358(4) 0.11395(8) 0.55456(19) 0.0392(5) Uani 1 1 d . . . . .
C3 C 0.6241(4) 0.06906(7) 0.49432(18) 0.0306(4) Uani 1 1 d . . . . .
C4 C 0.7325(3) 0.07385(7) 0.36906(18) 0.0271(4) Uani 1 1 d . . . . .
C5 C 0.7967(4) -0.00137(7) 0.2933(2) 0.0360(5) Uani 1 1 d . . . . .
H5A H 0.9335 -0.0026 0.3439 0.043 Uiso 1 1 calc R U . . .
C6 C 0.7353(5) -0.03653(8) 0.2220(2) 0.0452(6) Uani 1 1 d . . . . .
H6A H 0.8307 -0.0618 0.2216 0.054 Uiso 1 1 calc R U . . .
C7 C 0.5345(5) -0.03506(8) 0.1508(2) 0.0480(7) Uani 1 1 d . . . . .
H7A H 0.4905 -0.0593 0.1007 0.058 Uiso 1 1 calc R U . . .
C8 C 0.3981(4) 0.00186(8) 0.1530(2) 0.0392(5) Uani 1 1 d . . . . .
H8A H 0.2566 0.0030 0.1062 0.047 Uiso 1 1 calc R U . . .
C9 C 0.4677(4) 0.03704(7) 0.22308(18) 0.0300(4) Uani 1 1 d . . . . .
H9A H 0.3768 0.0630 0.2228 0.036 Uiso 1 1 calc R U . . .
C10 C 0.4985(5) 0.20549(9) 0.1777(3) 0.0502(6) Uani 1 1 d . . . . .
H10A H 0.3758 0.1860 0.1561 0.060 Uiso 1 1 calc R U . . .
C11 C 0.4898(6) 0.24806(11) 0.1350(3) 0.0730(10) Uani 1 1 d . . . . .
H11A H 0.3618 0.2576 0.0851 0.088 Uiso 1 1 calc R U . . .
C12 C 0.6647(7) 0.27616(9) 0.1646(3) 0.0670(9) Uani 1 1 d . . . . .
H12A H 0.6594 0.3056 0.1366 0.080 Uiso 1 1 calc R U . . .
C13 C 0.8468(6) 0.26160(9) 0.2345(3) 0.0637(9) Uani 1 1 d . . . . .
H13A H 0.9727 0.2805 0.2547 0.076 Uiso 1 1 calc R U . . .
C14 C 0.8471(5) 0.21880(8) 0.2761(2) 0.0448(6) Uani 1 1 d . . . . .
H14A H 0.9740 0.2088 0.3260 0.054 Uiso 1 1 calc R U . . .
C15 C 0.9438(5) 0.14640(9) -0.0505(2) 0.0505(7) 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 1.879(2) . ?
Ni1 C4 1.921(2) . ?
Ni1 N2 1.9213(17) . ?
Ni1 O1 1.9733(15) . ?
S2 O2 1.4229(18) . ?
S2 O3 1.431(2) . ?
S2 O1 1.4547(16) . ?
S2 C15 1.825(3) . ?
F1 C1 1.378(3) . ?
F2 C1 1.380(3) . ?
F3 C2 1.355(3) . ?
F4 C2 1.352(3) . ?
F5 C3 1.346(2) . ?
F6 C3 1.362(2) . ?
F7 C4 1.392(2) . ?
F8 C15 1.308(4) . ?
F9 C15 1.323(3) . ?
F10 C15 1.307(3) . ?
N1 C5 1.344(3) . ?
N1 C9 1.349(3) . ?
N1 C4 1.499(3) . ?
N2 C10 1.326(3) . ?
N2 C14 1.335(3) . ?
C1 C2 1.523(3) . ?
C2 C3 1.521(3) . ?
C3 C4 1.531(3) . ?
C5 C6 1.366(3) . ?
C6 C7 1.376(4) . ?
C7 C8 1.377(4) . ?
C8 C9 1.372(3) . ?
C10 C11 1.382(4) . ?
C11 C12 1.357(5) . ?
C12 C13 1.354(5) . ?
C13 C14 1.384(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ni1 C4 87.09(9) . . ?
C1 Ni1 N2 91.35(9) . . ?
C4 Ni1 N2 171.76(8) . . ?
C1 Ni1 O1 170.06(9) . . ?
C4 Ni1 O1 93.07(8) . . ?
N2 Ni1 O1 89.87(7) . . ?
O2 S2 O3 117.68(14) . . ?
O2 S2 O1 112.35(11) . . ?
O3 S2 O1 113.21(11) . . ?
O2 S2 C15 104.57(12) . . ?
O3 S2 C15 104.26(13) . . ?
O1 S2 C15 102.79(12) . . ?
S2 O1 Ni1 130.79(10) . . ?
C5 N1 C9 120.83(19) . . ?
C5 N1 C4 120.91(17) . . ?
C9 N1 C4 118.25(17) . . ?
C10 N2 C14 118.6(2) . . ?
C10 N2 Ni1 120.19(17) . . ?
C14 N2 Ni1 121.16(16) . . ?
F1 C1 F2 103.83(19) . . ?
F1 C1 C2 106.81(18) . . ?
F2 C1 C2 107.12(18) . . ?
F1 C1 Ni1 116.97(15) . . ?
F2 C1 Ni1 109.38(15) . . ?
C2 C1 Ni1 112.03(16) . . ?
F4 C2 F3 106.93(17) . . ?
F4 C2 C3 108.4(2) . . ?
F3 C2 C3 111.86(18) . . ?
F4 C2 C1 109.20(19) . . ?
F3 C2 C1 113.6(2) . . ?
C3 C2 C1 106.72(17) . . ?
F5 C3 F6 106.22(16) . . ?
F5 C3 C2 108.58(18) . . ?
F6 C3 C2 111.42(17) . . ?
F5 C3 C4 109.97(16) . . ?
F6 C3 C4 113.93(17) . . ?
C2 C3 C4 106.65(16) . . ?
F7 C4 N1 104.16(16) . . ?
F7 C4 C3 105.77(15) . . ?
N1 C4 C3 108.44(16) . . ?
F7 C4 Ni1 107.11(13) . . ?
N1 C4 Ni1 118.85(13) . . ?
C3 C4 Ni1 111.49(14) . . ?
N1 C5 C6 120.5(2) . . ?
C5 C6 C7 119.6(2) . . ?
C6 C7 C8 119.4(2) . . ?
C9 C8 C7 119.6(2) . . ?
N1 C9 C8 120.1(2) . . ?
N2 C10 C11 121.5(3) . . ?
C12 C11 C10 119.8(3) . . ?
C13 C12 C11 119.0(3) . . ?
C12 C13 C14 119.2(3) . . ?
N2 C14 C13 121.9(3) . . ?
F10 C15 F8 108.8(3) . . ?
F10 C15 F9 107.4(2) . . ?
F8 C15 F9 107.8(2) . . ?
F10 C15 S2 111.63(17) . . ?
F8 C15 S2 111.06(19) . . ?
F9 C15 S2 109.9(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
O2 S2 O1 Ni1 131.00(14) . . . . ?
O3 S2 O1 Ni1 -5.28(17) . . . . ?
C15 S2 O1 Ni1 -117.14(14) . . . . ?
C4 Ni1 C1 F1 139.4(2) . . . . ?
N2 Ni1 C1 F1 -32.5(2) . . . . ?
C4 Ni1 C1 F2 -102.95(15) . . . . ?
N2 Ni1 C1 F2 85.15(15) . . . . ?
C4 Ni1 C1 C2 15.67(17) . . . . ?
N2 Ni1 C1 C2 -156.23(16) . . . . ?
F1 C1 C2 F4 -48.9(3) . . . . ?
F2 C1 C2 F4 -159.64(18) . . . . ?
Ni1 C1 C2 F4 80.4(2) . . . . ?
F1 C1 C2 F3 70.3(2) . . . . ?
F2 C1 C2 F3 -40.4(2) . . . . ?
Ni1 C1 C2 F3 -160.36(15) . . . . ?
F1 C1 C2 C3 -165.92(19) . . . . ?
F2 C1 C2 C3 83.3(2) . . . . ?
Ni1 C1 C2 C3 -36.6(2) . . . . ?
F4 C2 C3 F5 166.06(16) . . . . ?
F3 C2 C3 F5 48.4(2) . . . . ?
C1 C2 C3 F5 -76.4(2) . . . . ?
F4 C2 C3 F6 49.4(2) . . . . ?
F3 C2 C3 F6 -68.3(2) . . . . ?
C1 C2 C3 F6 166.96(18) . . . . ?
F4 C2 C3 C4 -75.5(2) . . . . ?
F3 C2 C3 C4 166.85(18) . . . . ?
C1 C2 C3 C4 42.1(2) . . . . ?
C5 N1 C4 F7 22.2(2) . . . . ?
C9 N1 C4 F7 -158.24(16) . . . . ?
C5 N1 C4 C3 -90.1(2) . . . . ?
C9 N1 C4 C3 89.4(2) . . . . ?
C5 N1 C4 Ni1 141.27(16) . . . . ?
C9 N1 C4 Ni1 -39.2(2) . . . . ?
F5 C3 C4 F7 -157.61(16) . . . . ?
F6 C3 C4 F7 -38.5(2) . . . . ?
C2 C3 C4 F7 84.8(2) . . . . ?
F5 C3 C4 N1 -46.4(2) . . . . ?
F6 C3 C4 N1 72.7(2) . . . . ?
C2 C3 C4 N1 -163.93(17) . . . . ?
F5 C3 C4 Ni1 86.30(18) . . . . ?
F6 C3 C4 Ni1 -154.60(14) . . . . ?
C2 C3 C4 Ni1 -31.3(2) . . . . ?
C9 N1 C5 C6 1.3(3) . . . . ?
C4 N1 C5 C6 -179.21(19) . . . . ?
N1 C5 C6 C7 -1.4(3) . . . . ?
C5 C6 C7 C8 -0.2(4) . . . . ?
C6 C7 C8 C9 1.9(3) . . . . ?
C5 N1 C9 C8 0.5(3) . . . . ?
C4 N1 C9 C8 -179.07(18) . . . . ?
C7 C8 C9 N1 -2.1(3) . . . . ?
C14 N2 C10 C11 -1.1(4) . . . . ?
Ni1 N2 C10 C11 -178.5(2) . . . . ?
N2 C10 C11 C12 0.4(5) . . . . ?
C10 C11 C12 C13 0.9(5) . . . . ?
C11 C12 C13 C14 -1.4(5) . . . . ?
C10 N2 C14 C13 0.5(4) . . . . ?
Ni1 N2 C14 C13 177.9(2) . . . . ?
C12 C13 C14 N2 0.8(4) . . . . ?
O2 S2 C15 F10 -176.2(2) . . . . ?
O3 S2 C15 F10 -52.0(2) . . . . ?
O1 S2 C15 F10 66.3(2) . . . . ?
O2 S2 C15 F8 62.2(2) . . . . ?
O3 S2 C15 F8 -173.7(2) . . . . ?
O1 S2 C15 F8 -55.3(2) . . . . ?
O2 S2 C15 F9 -57.1(2) . . . . ?
O3 S2 C15 F9 67.1(2) . . . . ?
O1 S2 C15 F9 -174.58(19) . . . . ?

_refine_diff_density_max         0.621
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_tb119_5
_database_code_depnum_ccdc_archive 'CCDC 1414627'
_audit_update_record             
;
2015-07-22 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'[1,2,4-(S),(Ph2P),Me(C6H3)]Ni[CF(PPh3)(CF2)3] '
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C41 H31 F7 Ni P2 S'
_chemical_formula_weight         809.37

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0623(16)
_cell_length_b                   12.292(2)
_cell_length_c                   16.724(3)
_cell_angle_alpha                101.318(6)
_cell_angle_beta                 92.410(6)
_cell_angle_gamma                100.701(7)
_cell_volume                     1789.0(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3084
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      23.32

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_F_000             828
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.757
_shelx_estimated_absorpt_T_min   0.942
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.561624
_exptl_absorpt_correction_T_max  0.744896
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with four batch runs at phi = 0.00 deg 
 (600 frames), at phi = 90.00 deg (600 frames), at phi = 180.00 deg 
 (600 frames), and at phi = 270.00 deg (600 frames). 
 A fifth batch run is collected at phi = 0.00 deg (50 frames) to monitor 
 crystal and diffractometer stability. Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5457
_diffrn_reflns_av_unetI/netI     0.1524
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.905
_diffrn_reflns_theta_max         23.444
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.828
_diffrn_measured_fraction_theta_full 0.674
_diffrn_reflns_Laue_measured_fraction_max 0.828
_diffrn_reflns_Laue_measured_fraction_full 0.674
_diffrn_reflns_point_group_measured_fraction_max 0.828
_diffrn_reflns_point_group_measured_fraction_full 0.674
_reflns_number_total             4328
_reflns_number_gt                2380
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 _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       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_refine_special_details          
; 
 Refined as a 2-component twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0725P)²] 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         4328
_refine_ls_number_parameters     470
_refine_ls_number_restraints     798
_refine_ls_R_factor_all          0.1638
_refine_ls_R_factor_gt           0.0802
_refine_ls_wR_factor_ref         0.1850
_refine_ls_wR_factor_gt          0.1563
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_restrained_S_all      1.042
_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 0.51094(16) 0.57193(11) 0.73932(7) 0.0300(4) Uani 1 1 d . U . . .
S1 S 0.6497(3) 0.6012(2) 0.63802(15) 0.0352(8) Uani 1 1 d . U . . .
P1 P 0.5551(3) 0.3153(2) 0.67038(15) 0.0316(8) Uani 1 1 d . U . . .
P2 P 0.6043(3) 0.7462(2) 0.80140(15) 0.0328(8) Uani 1 1 d . U . . .
F1 F 0.3601(6) 0.4104(5) 0.5988(3) 0.0346(15) Uani 1 1 d . U . . .
F2 F 0.3144(6) 0.2921(5) 0.7700(3) 0.0424(17) Uani 1 1 d . U . . .
F3 F 0.1628(6) 0.3080(5) 0.6709(3) 0.0424(15) Uani 1 1 d . U . . .
F4 F 0.1365(7) 0.4262(5) 0.8329(3) 0.0499(18) Uani 1 1 d . U . . .
F5 F 0.1612(6) 0.5205(5) 0.7338(3) 0.0447(16) Uani 1 1 d . U . . .
F6 F 0.4339(6) 0.4871(5) 0.8779(3) 0.0426(16) Uani 1 1 d . U . . .
F7 F 0.3265(7) 0.6318(5) 0.8725(3) 0.0436(17) Uani 1 1 d . U . . .
C1 C 0.4198(11) 0.4099(8) 0.6801(5) 0.028(2) Uani 1 1 d . U . . .
C2 C 0.2804(12) 0.3674(9) 0.7233(6) 0.034(2) Uani 1 1 d . U . . .
C3 C 0.2358(12) 0.4630(9) 0.7801(6) 0.035(2) Uani 1 1 d . U . . .
C4 C 0.3776(11) 0.5455(8) 0.8248(6) 0.025(2) Uani 1 1 d . U . . .
C5 C 0.6804(11) 0.3437(8) 0.5926(5) 0.026(2) Uani 1 1 d . U . . .
C6 C 0.8378(11) 0.3496(8) 0.6090(6) 0.034(3) Uani 1 1 d . U . . .
H6A H 0.8789 0.3464 0.6615 0.041 Uiso 1 1 calc R U . . .
C7 C 0.9284(12) 0.3602(9) 0.5450(6) 0.039(3) Uani 1 1 d . U . . .
H7A H 1.0328 0.3608 0.5538 0.047 Uiso 1 1 calc R U . . .
C8 C 0.8742(12) 0.3697(9) 0.4710(6) 0.043(3) Uani 1 1 d . U . . .
H8A H 0.9406 0.3781 0.4292 0.052 Uiso 1 1 calc R U . . .
C9 C 0.7219(12) 0.3672(9) 0.4556(6) 0.037(3) Uani 1 1 d . U . . .
H9A H 0.6841 0.3747 0.4035 0.044 Uiso 1 1 calc R U . . .
C10 C 0.6241(12) 0.3535(9) 0.5170(5) 0.038(3) Uani 1 1 d . U . . .
H10A H 0.5195 0.3510 0.5066 0.046 Uiso 1 1 calc R U . . .
C11 C 0.4721(12) 0.1670(9) 0.6358(6) 0.033(2) Uani 1 1 d . U . . .
C12 C 0.5421(13) 0.0806(9) 0.6509(6) 0.045(3) Uani 1 1 d . U . . .
H12A H 0.6325 0.0993 0.6858 0.054 Uiso 1 1 calc R U . . .
C13 C 0.4848(14) -0.0295(10) 0.6172(6) 0.049(3) Uani 1 1 d . U . . .
H13A H 0.5348 -0.0868 0.6287 0.059 Uiso 1 1 calc R U . . .
C14 C 0.3549(13) -0.0581(10) 0.5665(6) 0.048(3) Uani 1 1 d . U . . .
H14A H 0.3121 -0.1352 0.5441 0.057 Uiso 1 1 calc R U . . .
C15 C 0.2871(13) 0.0270(10) 0.5486(6) 0.045(3) Uani 1 1 d . U . . .
H15A H 0.1996 0.0070 0.5114 0.054 Uiso 1 1 calc R U . . .
C16 C 0.3396(13) 0.1361(10) 0.5814(6) 0.042(2) Uani 1 1 d . U . . .
H16A H 0.2889 0.1924 0.5686 0.050 Uiso 1 1 calc R U . . .
C17 C 0.6555(11) 0.3436(9) 0.7710(5) 0.029(2) Uani 1 1 d . U . . .
C18 C 0.6171(12) 0.2684(10) 0.8237(6) 0.041(3) Uani 1 1 d . U . . .
H18A H 0.5485 0.1986 0.8050 0.049 Uiso 1 1 calc R U . . .
C19 C 0.6818(13) 0.2986(11) 0.9036(6) 0.053(3) Uani 1 1 d . U . . .
H19A H 0.6546 0.2495 0.9402 0.064 Uiso 1 1 calc R U . . .
C20 C 0.7832(13) 0.3970(11) 0.9308(7) 0.055(3) Uani 1 1 d . U . . .
H20A H 0.8279 0.4147 0.9853 0.066 Uiso 1 1 calc R U . . .
C21 C 0.8224(13) 0.4732(10) 0.8782(6) 0.047(3) Uani 1 1 d . U . . .
H21A H 0.8903 0.5434 0.8971 0.057 Uiso 1 1 calc R U . . .
C22 C 0.7573(12) 0.4416(10) 0.7968(6) 0.038(2) Uani 1 1 d . U . . .
H22A H 0.7851 0.4897 0.7596 0.046 Uiso 1 1 calc R U . . .
C23 C 0.7226(12) 0.8148(9) 0.7340(6) 0.033(2) Uani 1 1 d . U . . .
C24 C 0.7431(11) 0.7433(8) 0.6630(6) 0.030(2) Uani 1 1 d . U . . .
C25 C 0.8349(12) 0.7877(9) 0.6069(6) 0.042(3) Uani 1 1 d . U . . .
H25A H 0.8478 0.7410 0.5562 0.050 Uiso 1 1 calc R U . . .
C26 C 0.9059(12) 0.8995(9) 0.6262(6) 0.041(3) Uani 1 1 d . U . . .
H26A H 0.9708 0.9277 0.5886 0.049 Uiso 1 1 calc R U . . .
C27 C 0.8881(12) 0.9741(10) 0.6981(6) 0.041(3) Uani 1 1 d . U . . .
C28 C 0.7965(12) 0.9288(9) 0.7527(6) 0.038(3) Uani 1 1 d . U . . .
H28A H 0.7836 0.9755 0.8033 0.046 Uiso 1 1 calc R U . . .
C29 C 0.9678(14) 1.0954(9) 0.7171(7) 0.060(3) Uani 1 1 d . U . . .
H29A H 1.0280 1.1110 0.6718 0.091 Uiso 1 1 calc R U . . .
H29B H 1.0341 1.1101 0.7674 0.091 Uiso 1 1 calc R U . . .
H29C H 0.8935 1.1444 0.7244 0.091 Uiso 1 1 calc R U . . .
C30 C 0.7223(12) 0.7591(9) 0.8929(5) 0.036(2) Uani 1 1 d . U . . .
C31 C 0.8815(13) 0.7918(10) 0.8964(6) 0.049(3) Uani 1 1 d . U . . .
H31A H 0.9268 0.8141 0.8504 0.058 Uiso 1 1 calc R U . . .
C32 C 0.9721(15) 0.7920(11) 0.9649(7) 0.064(4) Uani 1 1 d . U . . .
H32A H 1.0781 0.8168 0.9664 0.076 Uiso 1 1 calc R U . . .
C33 C 0.9084(15) 0.7559(11) 1.0314(7) 0.059(3) Uani 1 1 d . U . . .
H33A H 0.9714 0.7518 1.0771 0.071 Uiso 1 1 calc R U . . .
C34 C 0.7554(14) 0.7263(9) 1.0317(6) 0.046(3) Uani 1 1 d . U . . .
H34A H 0.7128 0.7080 1.0795 0.056 Uiso 1 1 calc R U . . .
C35 C 0.6596(13) 0.7226(8) 0.9614(5) 0.039(3) Uani 1 1 d . U . . .
H35A H 0.5541 0.6958 0.9605 0.047 Uiso 1 1 calc R U . . .
C36 C 0.4726(12) 0.8408(9) 0.8245(5) 0.033(2) Uani 1 1 d . U . . .
C37 C 0.4992(14) 0.9349(10) 0.8846(6) 0.050(3) Uani 1 1 d . U . . .
H37A H 0.5884 0.9501 0.9202 0.060 Uiso 1 1 calc R U . . .
C38 C 0.4013(15) 1.0103(11) 0.8965(7) 0.061(3) Uani 1 1 d . U . . .
H38A H 0.4230 1.0773 0.9379 0.073 Uiso 1 1 calc R U . . .
C39 C 0.2667(15) 0.9818(11) 0.8430(7) 0.057(3) Uani 1 1 d . U . . .
H39A H 0.1952 1.0299 0.8496 0.068 Uiso 1 1 calc R U . . .
C40 C 0.2404(15) 0.8905(11) 0.7850(7) 0.054(3) Uani 1 1 d . U . . .
H40A H 0.1516 0.8758 0.7492 0.065 Uiso 1 1 calc R U . . .
C41 C 0.3355(13) 0.8149(10) 0.7737(6) 0.046(3) Uani 1 1 d . U . . .
H41A H 0.3104 0.7471 0.7331 0.055 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 C4 1.947(8) . ?
Ni1 C1 2.044(11) . ?
Ni1 P2 2.182(3) . ?
Ni1 S1 2.198(2) . ?
S1 C24 1.754(11) . ?
P1 C5 1.805(8) . ?
P1 C11 1.806(11) . ?
P1 C17 1.818(10) . ?
P1 C1 1.832(9) . ?
P2 C30 1.793(11) . ?
P2 C23 1.808(8) . ?
P2 C36 1.818(10) . ?
F1 C1 1.443(10) . ?
F2 C2 1.389(10) . ?
F3 C2 1.349(12) . ?
F4 C3 1.367(9) . ?
F5 C3 1.380(10) . ?
F6 C4 1.383(9) . ?
F7 C4 1.363(10) . ?
C1 C2 1.540(12) . ?
C2 C3 1.489(13) . ?
C3 C4 1.542(15) . ?
C5 C10 1.381(12) . ?
C5 C6 1.427(13) . ?
C6 C7 1.387(11) . ?
C7 C8 1.346(13) . ?
C8 C9 1.387(14) . ?
C9 C10 1.399(11) . ?
C11 C12 1.392(12) . ?
C11 C16 1.420(15) . ?
C12 C13 1.353(15) . ?
C13 C14 1.369(15) . ?
C14 C15 1.381(13) . ?
C15 C16 1.334(14) . ?
C17 C22 1.356(14) . ?
C17 C18 1.406(12) . ?
C18 C19 1.388(14) . ?
C19 C20 1.360(17) . ?
C20 C21 1.415(13) . ?
C21 C22 1.411(14) . ?
C23 C24 1.374(12) . ?
C23 C28 1.405(14) . ?
C24 C25 1.403(11) . ?
C25 C26 1.374(15) . ?
C26 C27 1.397(14) . ?
C27 C28 1.387(12) . ?
C27 C29 1.497(15) . ?
C30 C35 1.414(11) . ?
C30 C31 1.420(15) . ?
C31 C32 1.380(15) . ?
C32 C33 1.386(13) . ?
C33 C34 1.366(16) . ?
C34 C35 1.420(15) . ?
C36 C37 1.351(14) . ?
C36 C41 1.423(15) . ?
C37 C38 1.391(14) . ?
C38 C39 1.427(17) . ?
C39 C40 1.308(16) . ?
C40 C41 1.372(13) . ?

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 C1 86.7(4) . . ?
C4 Ni1 P2 93.2(3) . . ?
C1 Ni1 P2 178.8(3) . . ?
C4 Ni1 S1 176.7(3) . . ?
C1 Ni1 S1 92.0(2) . . ?
P2 Ni1 S1 88.04(11) . . ?
C24 S1 Ni1 106.8(3) . . ?
C5 P1 C11 103.2(4) . . ?
C5 P1 C17 111.9(5) . . ?
C11 P1 C17 111.8(5) . . ?
C5 P1 C1 110.4(4) . . ?
C11 P1 C1 114.6(5) . . ?
C17 P1 C1 105.2(4) . . ?
C30 P2 C23 105.7(5) . . ?
C30 P2 C36 107.8(5) . . ?
C23 P2 C36 101.6(4) . . ?
C30 P2 Ni1 114.2(3) . . ?
C23 P2 Ni1 108.9(4) . . ?
C36 P2 Ni1 117.2(4) . . ?
F1 C1 C2 104.3(8) . . ?
F1 C1 P1 107.9(5) . . ?
C2 C1 P1 113.2(6) . . ?
F1 C1 Ni1 109.5(5) . . ?
C2 C1 Ni1 108.0(6) . . ?
P1 C1 Ni1 113.5(5) . . ?
F3 C2 F2 104.8(8) . . ?
F3 C2 C3 110.9(8) . . ?
F2 C2 C3 107.2(8) . . ?
F3 C2 C1 113.2(8) . . ?
F2 C2 C1 109.5(8) . . ?
C3 C2 C1 110.8(9) . . ?
F4 C3 F5 106.3(8) . . ?
F4 C3 C2 112.1(8) . . ?
F5 C3 C2 107.8(8) . . ?
F4 C3 C4 112.5(8) . . ?
F5 C3 C4 108.0(8) . . ?
C2 C3 C4 109.8(8) . . ?
F7 C4 F6 106.2(7) . . ?
F7 C4 C3 105.7(8) . . ?
F6 C4 C3 104.4(7) . . ?
F7 C4 Ni1 121.5(6) . . ?
F6 C4 Ni1 112.5(6) . . ?
C3 C4 Ni1 105.1(6) . . ?
C10 C5 C6 120.5(8) . . ?
C10 C5 P1 120.5(8) . . ?
C6 C5 P1 118.9(6) . . ?
C7 C6 C5 117.2(9) . . ?
C8 C7 C6 122.6(10) . . ?
C7 C8 C9 120.3(9) . . ?
C8 C9 C10 119.8(9) . . ?
C5 C10 C9 119.6(10) . . ?
C12 C11 C16 117.5(11) . . ?
C12 C11 P1 123.1(10) . . ?
C16 C11 P1 118.8(8) . . ?
C13 C12 C11 121.8(12) . . ?
C12 C13 C14 119.9(11) . . ?
C13 C14 C15 119.0(13) . . ?
C16 C15 C14 122.6(13) . . ?
C15 C16 C11 119.1(11) . . ?
C22 C17 C18 120.8(10) . . ?
C22 C17 P1 119.5(7) . . ?
C18 C17 P1 119.5(9) . . ?
C19 C18 C17 118.5(12) . . ?
C20 C19 C18 121.5(10) . . ?
C19 C20 C21 120.4(12) . . ?
C22 C21 C20 117.9(12) . . ?
C17 C22 C21 120.9(9) . . ?
C24 C23 C28 121.4(8) . . ?
C24 C23 P2 114.0(8) . . ?
C28 C23 P2 124.6(7) . . ?
C23 C24 C25 118.6(10) . . ?
C23 C24 S1 122.0(7) . . ?
C25 C24 S1 119.3(8) . . ?
C26 C25 C24 119.1(10) . . ?
C25 C26 C27 123.6(9) . . ?
C28 C27 C26 116.5(11) . . ?
C28 C27 C29 121.5(10) . . ?
C26 C27 C29 122.0(9) . . ?
C27 C28 C23 120.8(10) . . ?
C35 C30 C31 117.4(9) . . ?
C35 C30 P2 119.9(8) . . ?
C31 C30 P2 122.2(6) . . ?
C32 C31 C30 121.7(9) . . ?
C31 C32 C33 120.0(12) . . ?
C34 C33 C32 120.4(11) . . ?
C33 C34 C35 120.8(9) . . ?
C30 C35 C34 119.5(11) . . ?
C37 C36 C41 118.7(10) . . ?
C37 C36 P2 124.2(10) . . ?
C41 C36 P2 117.1(8) . . ?
C36 C37 C38 122.7(13) . . ?
C37 C38 C39 116.5(12) . . ?
C40 C39 C38 120.9(12) . . ?
C39 C40 C41 122.9(14) . . ?
C40 C41 C36 118.2(12) . . ?

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 P1 C1 F1 46.6(8) . . . . ?
C11 P1 C1 F1 -69.4(6) . . . . ?
C17 P1 C1 F1 167.4(6) . . . . ?
C5 P1 C1 C2 161.5(7) . . . . ?
C11 P1 C1 C2 45.5(9) . . . . ?
C17 P1 C1 C2 -77.7(8) . . . . ?
C5 P1 C1 Ni1 -74.9(6) . . . . ?
C11 P1 C1 Ni1 169.1(4) . . . . ?
C17 P1 C1 Ni1 45.9(5) . . . . ?
F1 C1 C2 F3 22.0(10) . . . . ?
P1 C1 C2 F3 -95.0(9) . . . . ?
Ni1 C1 C2 F3 138.4(7) . . . . ?
F1 C1 C2 F2 138.6(8) . . . . ?
P1 C1 C2 F2 21.6(11) . . . . ?
Ni1 C1 C2 F2 -105.0(8) . . . . ?
F1 C1 C2 C3 -103.3(9) . . . . ?
P1 C1 C2 C3 139.7(7) . . . . ?
Ni1 C1 C2 C3 13.1(10) . . . . ?
F3 C2 C3 F4 67.6(10) . . . . ?
F2 C2 C3 F4 -46.3(11) . . . . ?
C1 C2 C3 F4 -165.8(8) . . . . ?
F3 C2 C3 F5 -49.1(10) . . . . ?
F2 C2 C3 F5 -162.9(8) . . . . ?
C1 C2 C3 F5 77.6(10) . . . . ?
F3 C2 C3 C4 -166.5(7) . . . . ?
F2 C2 C3 C4 79.6(9) . . . . ?
C1 C2 C3 C4 -39.9(10) . . . . ?
F4 C3 C4 F7 -56.8(9) . . . . ?
F5 C3 C4 F7 60.2(8) . . . . ?
C2 C3 C4 F7 177.5(6) . . . . ?
F4 C3 C4 F6 54.9(10) . . . . ?
F5 C3 C4 F6 172.0(6) . . . . ?
C2 C3 C4 F6 -70.7(8) . . . . ?
F4 C3 C4 Ni1 173.5(6) . . . . ?
F5 C3 C4 Ni1 -69.4(8) . . . . ?
C2 C3 C4 Ni1 47.9(8) . . . . ?
C11 P1 C5 C10 75.1(8) . . . . ?
C17 P1 C5 C10 -164.6(8) . . . . ?
C1 P1 C5 C10 -47.9(9) . . . . ?
C11 P1 C5 C6 -101.5(9) . . . . ?
C17 P1 C5 C6 18.9(9) . . . . ?
C1 P1 C5 C6 135.6(8) . . . . ?
C10 C5 C6 C7 -2.9(14) . . . . ?
P1 C5 C6 C7 173.7(7) . . . . ?
C5 C6 C7 C8 2.9(15) . . . . ?
C6 C7 C8 C9 -1.1(17) . . . . ?
C7 C8 C9 C10 -0.7(17) . . . . ?
C6 C5 C10 C9 1.2(14) . . . . ?
P1 C5 C10 C9 -175.3(8) . . . . ?
C8 C9 C10 C5 0.6(16) . . . . ?
C5 P1 C11 C12 83.0(8) . . . . ?
C17 P1 C11 C12 -37.4(8) . . . . ?
C1 P1 C11 C12 -156.9(7) . . . . ?
C5 P1 C11 C16 -88.2(8) . . . . ?
C17 P1 C11 C16 151.4(7) . . . . ?
C1 P1 C11 C16 31.8(8) . . . . ?
C16 C11 C12 C13 -1.8(13) . . . . ?
P1 C11 C12 C13 -173.1(7) . . . . ?
C11 C12 C13 C14 0.2(14) . . . . ?
C12 C13 C14 C15 2.1(14) . . . . ?
C13 C14 C15 C16 -2.9(14) . . . . ?
C14 C15 C16 C11 1.3(14) . . . . ?
C12 C11 C16 C15 1.0(13) . . . . ?
P1 C11 C16 C15 172.7(6) . . . . ?
C5 P1 C17 C22 47.0(9) . . . . ?
C11 P1 C17 C22 162.2(7) . . . . ?
C1 P1 C17 C22 -72.9(8) . . . . ?
C5 P1 C17 C18 -138.6(7) . . . . ?
C11 P1 C17 C18 -23.4(8) . . . . ?
C1 P1 C17 C18 101.5(8) . . . . ?
C22 C17 C18 C19 2.2(14) . . . . ?
P1 C17 C18 C19 -172.1(7) . . . . ?
C17 C18 C19 C20 -1.7(16) . . . . ?
C18 C19 C20 C21 1.8(17) . . . . ?
C19 C20 C21 C22 -2.2(16) . . . . ?
C18 C17 C22 C21 -2.8(14) . . . . ?
P1 C17 C22 C21 171.5(7) . . . . ?
C20 C21 C22 C17 2.8(15) . . . . ?
C30 P2 C23 C24 116.8(8) . . . . ?
C36 P2 C23 C24 -130.7(8) . . . . ?
Ni1 P2 C23 C24 -6.4(9) . . . . ?
C30 P2 C23 C28 -59.4(10) . . . . ?
C36 P2 C23 C28 53.1(10) . . . . ?
Ni1 P2 C23 C28 177.4(8) . . . . ?
C28 C23 C24 C25 -2.8(15) . . . . ?
P2 C23 C24 C25 -179.1(7) . . . . ?
C28 C23 C24 S1 -179.1(8) . . . . ?
P2 C23 C24 S1 4.6(11) . . . . ?
Ni1 S1 C24 C23 -0.6(9) . . . . ?
Ni1 S1 C24 C25 -176.9(7) . . . . ?
C23 C24 C25 C26 2.6(15) . . . . ?
S1 C24 C25 C26 179.0(8) . . . . ?
C24 C25 C26 C27 -2.4(16) . . . . ?
C25 C26 C27 C28 2.1(16) . . . . ?
C25 C26 C27 C29 179.8(11) . . . . ?
C26 C27 C28 C23 -2.2(15) . . . . ?
C29 C27 C28 C23 -179.9(10) . . . . ?
C24 C23 C28 C27 2.6(15) . . . . ?
P2 C23 C28 C27 178.5(8) . . . . ?
C23 P2 C30 C35 174.3(8) . . . . ?
C36 P2 C30 C35 66.2(9) . . . . ?
Ni1 P2 C30 C35 -66.0(8) . . . . ?
C23 P2 C30 C31 -13.8(11) . . . . ?
C36 P2 C30 C31 -121.9(9) . . . . ?
Ni1 P2 C30 C31 106.0(9) . . . . ?
C35 C30 C31 C32 -2.2(17) . . . . ?
P2 C30 C31 C32 -174.3(9) . . . . ?
C30 C31 C32 C33 2.2(19) . . . . ?
C31 C32 C33 C34 -3.8(19) . . . . ?
C32 C33 C34 C35 5.4(19) . . . . ?
C31 C30 C35 C34 3.6(15) . . . . ?
P2 C30 C35 C34 176.0(8) . . . . ?
C33 C34 C35 C30 -5.4(16) . . . . ?
C30 P2 C36 C37 25.7(9) . . . . ?
C23 P2 C36 C37 -85.2(9) . . . . ?
Ni1 P2 C36 C37 156.3(7) . . . . ?
C30 P2 C36 C41 -156.5(7) . . . . ?
C23 P2 C36 C41 92.6(8) . . . . ?
Ni1 P2 C36 C41 -26.0(7) . . . . ?
C41 C36 C37 C38 -3.1(15) . . . . ?
P2 C36 C37 C38 174.7(7) . . . . ?
C36 C37 C38 C39 1.9(15) . . . . ?
C37 C38 C39 C40 -1.5(16) . . . . ?
C38 C39 C40 C41 2.5(18) . . . . ?
C39 C40 C41 C36 -3.6(15) . . . . ?
C37 C36 C41 C40 3.8(13) . . . . ?
P2 C36 C41 C40 -174.1(7) . . . . ?

_refine_diff_density_max         0.634
_refine_diff_density_min         -0.752
_refine_diff_density_rms         0.125

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_tb166
_database_code_depnum_ccdc_archive 'CCDC 1414628'
_audit_update_record             
;
2015-07-22 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'[1,2,4-(S),(Ph2P),Me(C6H3)]Ni[CF(PPh2Me)(CF2)3]'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H29 F7 Ni P2 S'
_chemical_formula_weight         747.30

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   9.3745(6)
_cell_length_b                   19.0781(11)
_cell_length_c                   18.2485(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.2641(19)
_cell_angle_gamma                90
_cell_volume                     3262.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5980
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      28.08

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_F_000             1528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.823
_shelx_estimated_absorpt_T_min   0.901
_shelx_estimated_absorpt_T_max   0.937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6022
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with three batch runs at phi = 0.00 deg 
 (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg 
 (650 frames). 
 Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26985
_diffrn_reflns_av_unetI/netI     0.0779
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.544
_diffrn_reflns_theta_max         28.323
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measured_fraction_theta_full 0.958
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_Laue_measured_fraction_full 0.958
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_point_group_measured_fraction_full 0.958
_reflns_number_total             7702
_reflns_number_gt                4514
_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       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_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)+(0.0588P)²] 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         7702
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1124
_refine_ls_R_factor_gt           0.0518
_refine_ls_wR_factor_ref         0.1262
_refine_ls_wR_factor_gt          0.1040
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_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
Ni1 Ni 0.25819(5) 0.34001(2) 0.59772(2) 0.02669(13) Uani 1 1 d . . . . .
S1 S 0.47356(11) 0.34356(4) 0.55336(5) 0.0371(2) Uani 1 1 d . . . . .
P1 P 0.26537(10) 0.22710(4) 0.58916(5) 0.0277(2) Uani 1 1 d . . . . .
P2 P 0.38288(11) 0.49436(4) 0.65552(5) 0.0300(2) Uani 1 1 d . . . . .
F1 F 0.2521(2) 0.47323(10) 0.53108(10) 0.0366(5) Uani 1 1 d . . . . .
F2 F 0.0435(2) 0.52574(10) 0.60378(12) 0.0460(6) Uani 1 1 d . . . . .
F3 F 0.1023(2) 0.47015(10) 0.70493(11) 0.0397(6) Uani 1 1 d . . . . .
F4 F -0.0361(3) 0.40540(12) 0.53844(12) 0.0517(6) Uani 1 1 d . . . . .
F5 F -0.1362(2) 0.41523(12) 0.64516(14) 0.0565(7) Uani 1 1 d . . . . .
F6 F -0.0240(2) 0.28273(10) 0.60534(12) 0.0430(6) Uani 1 1 d . . . . .
F7 F 0.0560(2) 0.32880(10) 0.70770(11) 0.0422(6) Uani 1 1 d . . . . .
C1 C 0.5367(4) 0.25684(17) 0.55147(17) 0.0287(8) Uani 1 1 d . . . . .
C2 C 0.6781(4) 0.24152(18) 0.53484(18) 0.0321(9) Uani 1 1 d . . . . .
H2A H 0.7428 0.2785 0.5250 0.038 Uiso 1 1 calc R U . . .
C3 C 0.7244(4) 0.17280(18) 0.53260(18) 0.0347(9) Uani 1 1 d . . . . .
H3A H 0.8204 0.1635 0.5202 0.042 Uiso 1 1 calc R U . . .
C4 C 0.6350(4) 0.11686(18) 0.54780(19) 0.0355(9) Uani 1 1 d . . . . .
C5 C 0.4951(4) 0.13187(17) 0.56585(18) 0.0336(9) Uani 1 1 d . . . . .
H5A H 0.4319 0.0946 0.5769 0.040 Uiso 1 1 calc R U . . .
C6 C 0.4462(4) 0.20101(17) 0.56795(18) 0.0282(8) Uani 1 1 d . . . . .
C7 C 0.6898(5) 0.0422(2) 0.5459(2) 0.0541(12) Uani 1 1 d . . . . .
H7A H 0.7905 0.0423 0.5325 0.081 Uiso 1 1 calc R U . . .
H7B H 0.6342 0.0153 0.5095 0.081 Uiso 1 1 calc R U . . .
H7C H 0.6802 0.0208 0.5943 0.081 Uiso 1 1 calc R U . . .
C8 C 0.2290(4) 0.18158(16) 0.67472(19) 0.0299(9) Uani 1 1 d . . . . .
C9 C 0.3303(4) 0.18969(17) 0.7306(2) 0.0352(9) Uani 1 1 d . . . . .
H9A H 0.4165 0.2141 0.7215 0.042 Uiso 1 1 calc R U . . .
C10 C 0.3069(5) 0.16257(19) 0.7996(2) 0.0417(10) Uani 1 1 d . . . . .
H10A H 0.3764 0.1686 0.8378 0.050 Uiso 1 1 calc R U . . .
C11 C 0.1815(5) 0.12662(19) 0.8130(2) 0.0430(11) Uani 1 1 d . . . . .
H11A H 0.1660 0.1071 0.8601 0.052 Uiso 1 1 calc R U . . .
C12 C 0.0804(5) 0.11932(19) 0.7586(2) 0.0454(11) Uani 1 1 d . . . . .
H12A H -0.0057 0.0951 0.7683 0.055 Uiso 1 1 calc R U . . .
C13 C 0.1018(4) 0.14705(19) 0.6886(2) 0.0416(10) Uani 1 1 d . . . . .
H13A H 0.0304 0.1423 0.6511 0.050 Uiso 1 1 calc R U . . .
C14 C 0.1592(4) 0.18896(18) 0.5136(2) 0.0314(8) Uani 1 1 d . . . . .
C15 C 0.1264(4) 0.11787(18) 0.5077(2) 0.0391(10) Uani 1 1 d . . . . .
H15A H 0.1501 0.0870 0.5470 0.047 Uiso 1 1 calc R U . . .
C16 C 0.0592(5) 0.0919(2) 0.4450(2) 0.0458(11) Uani 1 1 d . . . . .
H16A H 0.0356 0.0436 0.4418 0.055 Uiso 1 1 calc R U . . .
C17 C 0.0263(5) 0.1363(2) 0.3869(2) 0.0507(12) Uani 1 1 d . . . . .
H17A H -0.0192 0.1185 0.3438 0.061 Uiso 1 1 calc R U . . .
C18 C 0.0600(5) 0.2065(2) 0.3920(2) 0.0518(12) Uani 1 1 d . . . . .
H18A H 0.0397 0.2368 0.3518 0.062 Uiso 1 1 calc R U . . .
C19 C 0.1233(5) 0.2330(2) 0.4553(2) 0.0426(10) Uani 1 1 d . . . . .
H19A H 0.1423 0.2818 0.4591 0.051 Uiso 1 1 calc R U . . .
C20 C 0.2445(4) 0.44530(16) 0.60315(16) 0.0258(8) Uani 1 1 d . . . . .
C21 C 0.0949(4) 0.46395(17) 0.62975(19) 0.0341(9) Uani 1 1 d . . . . .
C22 C -0.0093(4) 0.40465(19) 0.6117(2) 0.0368(9) Uani 1 1 d . . . . .
C23 C 0.0655(4) 0.33621(17) 0.63206(19) 0.0295(8) Uani 1 1 d . . . . .
C24 C 0.4464(4) 0.44804(18) 0.73588(19) 0.0341(9) Uani 1 1 d . . . . .
C25 C 0.3708(5) 0.39344(19) 0.7665(2) 0.0471(11) Uani 1 1 d . . . . .
H25A H 0.2821 0.3792 0.7452 0.057 Uiso 1 1 calc R U . . .
C26 C 0.4251(6) 0.3593(2) 0.8287(2) 0.0601(14) Uani 1 1 d . . . . .
H26A H 0.3726 0.3226 0.8508 0.072 Uiso 1 1 calc R U . . .
C27 C 0.5554(6) 0.3793(3) 0.8579(3) 0.0650(15) Uani 1 1 d . . . . .
H27A H 0.5937 0.3552 0.8994 0.078 Uiso 1 1 calc R U . . .
C28 C 0.6306(6) 0.4330(3) 0.8284(3) 0.0700(15) Uani 1 1 d . . . . .
H28A H 0.7203 0.4464 0.8491 0.084 Uiso 1 1 calc R U . . .
C29 C 0.5745(5) 0.4681(2) 0.7676(3) 0.0581(12) Uani 1 1 d . . . . .
H29A H 0.6252 0.5064 0.7476 0.070 Uiso 1 1 calc R U . . .
C30 C 0.3271(4) 0.58145(17) 0.68196(18) 0.0328(9) Uani 1 1 d . . . . .
C31 C 0.3186(4) 0.60177(18) 0.75474(19) 0.0369(9) Uani 1 1 d . . . . .
H31A H 0.3380 0.5687 0.7926 0.044 Uiso 1 1 calc R U . . .
C32 C 0.2820(5) 0.66986(19) 0.7727(2) 0.0417(10) Uani 1 1 d . . . . .
H32A H 0.2768 0.6833 0.8227 0.050 Uiso 1 1 calc R U . . .
C33 C 0.2530(5) 0.71801(19) 0.7183(2) 0.0459(11) Uani 1 1 d . . . . .
H33A H 0.2275 0.7646 0.7308 0.055 Uiso 1 1 calc R U . . .
C34 C 0.2611(6) 0.6986(2) 0.6457(2) 0.0558(14) Uani 1 1 d . . . . .
H34A H 0.2414 0.7321 0.6083 0.067 Uiso 1 1 calc R U . . .
C35 C 0.2979(5) 0.63066(19) 0.6271(2) 0.0503(12) Uani 1 1 d . . . . .
H35A H 0.3032 0.6176 0.5770 0.060 Uiso 1 1 calc R U . . .
C36 C 0.5319(4) 0.50950(18) 0.5977(2) 0.0400(10) Uani 1 1 d . . . . .
H36A H 0.6060 0.5353 0.6251 0.060 Uiso 1 1 calc R U . . .
H36B H 0.5007 0.5370 0.5548 0.060 Uiso 1 1 calc R U . . .
H36C H 0.5704 0.4645 0.5815 0.060 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 C23 1.926(3) . ?
Ni1 C20 2.016(3) . ?
Ni1 P1 2.1608(9) . ?
Ni1 S1 2.1929(10) . ?
S1 C1 1.758(3) . ?
P1 C6 1.816(3) . ?
P1 C8 1.825(3) . ?
P1 C14 1.834(4) . ?
P2 C36 1.793(3) . ?
P2 C24 1.802(4) . ?
P2 C30 1.811(3) . ?
P2 C20 1.849(4) . ?
F1 C20 1.422(3) . ?
F2 C21 1.355(4) . ?
F3 C21 1.377(4) . ?
F4 C22 1.355(4) . ?
F5 C22 1.364(4) . ?
F6 C23 1.401(4) . ?
F7 C23 1.392(4) . ?
C1 C2 1.398(5) . ?
C1 C6 1.398(5) . ?
C2 C3 1.382(5) . ?
C3 C4 1.389(5) . ?
C4 C5 1.389(5) . ?
C4 C7 1.515(5) . ?
C5 C6 1.398(4) . ?
C8 C9 1.388(5) . ?
C8 C13 1.391(5) . ?
C9 C10 1.383(5) . ?
C10 C11 1.387(6) . ?
C11 C12 1.365(6) . ?
C12 C13 1.401(5) . ?
C14 C19 1.391(5) . ?
C14 C15 1.394(5) . ?
C15 C16 1.386(6) . ?
C16 C17 1.387(6) . ?
C17 C18 1.379(6) . ?
C18 C19 1.384(6) . ?
C20 C21 1.536(5) . ?
C21 C22 1.526(5) . ?
C22 C23 1.524(5) . ?
C24 C29 1.375(6) . ?
C24 C25 1.385(5) . ?
C25 C26 1.395(6) . ?
C26 C27 1.376(7) . ?
C27 C28 1.361(7) . ?
C28 C29 1.389(6) . ?
C30 C31 1.387(5) . ?
C30 C35 1.396(5) . ?
C31 C32 1.385(5) . ?
C32 C33 1.374(5) . ?
C33 C34 1.380(5) . ?
C34 C35 1.386(5) . ?

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
C23 Ni1 C20 87.72(13) . . ?
C23 Ni1 P1 90.97(10) . . ?
C20 Ni1 P1 177.73(11) . . ?
C23 Ni1 S1 177.30(12) . . ?
C20 Ni1 S1 92.72(10) . . ?
P1 Ni1 S1 88.50(3) . . ?
C1 S1 Ni1 106.92(11) . . ?
C6 P1 C8 104.16(16) . . ?
C6 P1 C14 102.96(16) . . ?
C8 P1 C14 110.26(17) . . ?
C6 P1 Ni1 108.62(11) . . ?
C8 P1 Ni1 113.94(11) . . ?
C14 P1 Ni1 115.64(12) . . ?
C36 P2 C24 108.1(2) . . ?
C36 P2 C30 104.03(16) . . ?
C24 P2 C30 108.99(16) . . ?
C36 P2 C20 108.91(16) . . ?
C24 P2 C20 112.84(17) . . ?
C30 P2 C20 113.50(17) . . ?
C2 C1 C6 118.1(3) . . ?
C2 C1 S1 121.5(3) . . ?
C6 C1 S1 120.4(3) . . ?
C3 C2 C1 120.3(3) . . ?
C2 C3 C4 122.2(3) . . ?
C3 C4 C5 117.8(3) . . ?
C3 C4 C7 120.8(3) . . ?
C5 C4 C7 121.5(3) . . ?
C4 C5 C6 120.9(3) . . ?
C5 C6 C1 120.8(3) . . ?
C5 C6 P1 125.0(3) . . ?
C1 C6 P1 114.2(2) . . ?
C9 C8 C13 119.7(3) . . ?
C9 C8 P1 116.0(3) . . ?
C13 C8 P1 123.9(3) . . ?
C10 C9 C8 120.5(4) . . ?
C9 C10 C11 119.8(4) . . ?
C12 C11 C10 120.0(4) . . ?
C11 C12 C13 120.9(4) . . ?
C8 C13 C12 119.0(4) . . ?
C19 C14 C15 118.7(4) . . ?
C19 C14 P1 117.0(3) . . ?
C15 C14 P1 124.0(3) . . ?
C16 C15 C14 120.4(4) . . ?
C15 C16 C17 120.2(4) . . ?
C18 C17 C16 119.7(4) . . ?
C17 C18 C19 120.3(4) . . ?
C18 C19 C14 120.6(4) . . ?
F1 C20 C21 105.7(3) . . ?
F1 C20 P2 103.9(2) . . ?
C21 C20 P2 110.8(2) . . ?
F1 C20 Ni1 108.87(18) . . ?
C21 C20 Ni1 107.8(2) . . ?
P2 C20 Ni1 119.02(18) . . ?
F2 C21 F3 106.5(2) . . ?
F2 C21 C22 110.4(3) . . ?
F3 C21 C22 107.2(3) . . ?
F2 C21 C20 114.3(3) . . ?
F3 C21 C20 108.0(3) . . ?
C22 C21 C20 110.2(3) . . ?
F4 C22 F5 107.2(3) . . ?
F4 C22 C23 108.9(3) . . ?
F5 C22 C23 114.8(3) . . ?
F4 C22 C21 108.0(3) . . ?
F5 C22 C21 110.8(3) . . ?
C23 C22 C21 107.1(3) . . ?
F7 C23 F6 102.7(2) . . ?
F7 C23 C22 106.8(3) . . ?
F6 C23 C22 105.7(3) . . ?
F7 C23 Ni1 114.0(3) . . ?
F6 C23 Ni1 118.2(2) . . ?
C22 C23 Ni1 108.6(2) . . ?
C29 C24 C25 119.3(4) . . ?
C29 C24 P2 118.4(3) . . ?
C25 C24 P2 122.3(3) . . ?
C24 C25 C26 119.9(5) . . ?
C27 C26 C25 119.3(5) . . ?
C28 C27 C26 121.3(5) . . ?
C27 C28 C29 119.2(5) . . ?
C24 C29 C28 120.9(5) . . ?
C31 C30 C35 119.0(3) . . ?
C31 C30 P2 122.3(3) . . ?
C35 C30 P2 118.6(3) . . ?
C32 C31 C30 120.5(3) . . ?
C33 C32 C31 120.2(3) . . ?
C32 C33 C34 120.0(3) . . ?
C33 C34 C35 120.4(4) . . ?
C34 C35 C30 120.0(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 S1 C1 C2 -171.7(3) . . . . ?
Ni1 S1 C1 C6 7.2(3) . . . . ?
C6 C1 C2 C3 2.1(5) . . . . ?
S1 C1 C2 C3 -179.0(3) . . . . ?
C1 C2 C3 C4 -1.2(6) . . . . ?
C2 C3 C4 C5 -0.1(6) . . . . ?
C2 C3 C4 C7 -179.1(4) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
C7 C4 C5 C6 179.5(3) . . . . ?
C4 C5 C6 C1 0.4(6) . . . . ?
C4 C5 C6 P1 178.9(3) . . . . ?
C2 C1 C6 C5 -1.7(5) . . . . ?
S1 C1 C6 C5 179.4(3) . . . . ?
C2 C1 C6 P1 179.7(3) . . . . ?
S1 C1 C6 P1 0.7(4) . . . . ?
C8 P1 C6 C5 51.2(3) . . . . ?
C14 P1 C6 C5 -64.0(3) . . . . ?
Ni1 P1 C6 C5 172.9(3) . . . . ?
C8 P1 C6 C1 -130.3(3) . . . . ?
C14 P1 C6 C1 114.6(3) . . . . ?
Ni1 P1 C6 C1 -8.5(3) . . . . ?
C6 P1 C8 C9 51.1(3) . . . . ?
C14 P1 C8 C9 161.0(2) . . . . ?
Ni1 P1 C8 C9 -67.1(3) . . . . ?
C6 P1 C8 C13 -136.2(3) . . . . ?
C14 P1 C8 C13 -26.3(3) . . . . ?
Ni1 P1 C8 C13 105.6(3) . . . . ?
C13 C8 C9 C10 1.2(5) . . . . ?
P1 C8 C9 C10 174.2(3) . . . . ?
C8 C9 C10 C11 0.4(5) . . . . ?
C9 C10 C11 C12 -1.4(6) . . . . ?
C10 C11 C12 C13 0.7(6) . . . . ?
C9 C8 C13 C12 -1.8(5) . . . . ?
P1 C8 C13 C12 -174.2(3) . . . . ?
C11 C12 C13 C8 0.9(6) . . . . ?
C6 P1 C14 C19 -97.5(3) . . . . ?
C8 P1 C14 C19 151.9(3) . . . . ?
Ni1 P1 C14 C19 20.8(3) . . . . ?
C6 P1 C14 C15 75.5(3) . . . . ?
C8 P1 C14 C15 -35.2(3) . . . . ?
Ni1 P1 C14 C15 -166.2(3) . . . . ?
C19 C14 C15 C16 0.0(5) . . . . ?
P1 C14 C15 C16 -172.8(3) . . . . ?
C14 C15 C16 C17 1.1(6) . . . . ?
C15 C16 C17 C18 -0.4(6) . . . . ?
C16 C17 C18 C19 -1.5(7) . . . . ?
C17 C18 C19 C14 2.7(6) . . . . ?
C15 C14 C19 C18 -1.9(6) . . . . ?
P1 C14 C19 C18 171.4(3) . . . . ?
C36 P2 C20 F1 -36.5(2) . . . . ?
C24 P2 C20 F1 -156.53(18) . . . . ?
C30 P2 C20 F1 78.9(2) . . . . ?
C36 P2 C20 C21 -149.5(2) . . . . ?
C24 P2 C20 C21 90.4(2) . . . . ?
C30 P2 C20 C21 -34.2(3) . . . . ?
C36 P2 C20 Ni1 84.7(2) . . . . ?
C24 P2 C20 Ni1 -35.3(2) . . . . ?
C30 P2 C20 Ni1 -159.96(15) . . . . ?
F1 C20 C21 F2 -33.0(4) . . . . ?
P2 C20 C21 F2 78.8(3) . . . . ?
Ni1 C20 C21 F2 -149.3(3) . . . . ?
F1 C20 C21 F3 -151.3(2) . . . . ?
P2 C20 C21 F3 -39.4(3) . . . . ?
Ni1 C20 C21 F3 92.4(3) . . . . ?
F1 C20 C21 C22 91.9(3) . . . . ?
P2 C20 C21 C22 -156.2(2) . . . . ?
Ni1 C20 C21 C22 -24.4(3) . . . . ?
F2 C21 C22 F4 54.5(3) . . . . ?
F3 C21 C22 F4 170.0(3) . . . . ?
C20 C21 C22 F4 -72.7(4) . . . . ?
F2 C21 C22 F5 -62.6(4) . . . . ?
F3 C21 C22 F5 53.0(4) . . . . ?
C20 C21 C22 F5 170.2(3) . . . . ?
F2 C21 C22 C23 171.5(2) . . . . ?
F3 C21 C22 C23 -72.9(3) . . . . ?
C20 C21 C22 C23 44.4(4) . . . . ?
F4 C22 C23 F7 -164.1(3) . . . . ?
F5 C22 C23 F7 -44.0(4) . . . . ?
C21 C22 C23 F7 79.4(3) . . . . ?
F4 C22 C23 F6 -55.2(3) . . . . ?
F5 C22 C23 F6 64.9(4) . . . . ?
C21 C22 C23 F6 -171.7(2) . . . . ?
F4 C22 C23 Ni1 72.5(3) . . . . ?
F5 C22 C23 Ni1 -167.4(3) . . . . ?
C21 C22 C23 Ni1 -44.0(3) . . . . ?
C36 P2 C24 C29 41.2(3) . . . . ?
C30 P2 C24 C29 -71.2(3) . . . . ?
C20 P2 C24 C29 161.7(3) . . . . ?
C36 P2 C24 C25 -138.9(3) . . . . ?
C30 P2 C24 C25 108.6(3) . . . . ?
C20 P2 C24 C25 -18.4(3) . . . . ?
C29 C24 C25 C26 -0.2(6) . . . . ?
P2 C24 C25 C26 179.9(3) . . . . ?
C24 C25 C26 C27 -1.7(6) . . . . ?
C25 C26 C27 C28 1.8(7) . . . . ?
C26 C27 C28 C29 -0.2(8) . . . . ?
C25 C24 C29 C28 1.9(6) . . . . ?
P2 C24 C29 C28 -178.2(3) . . . . ?
C27 C28 C29 C24 -1.8(7) . . . . ?
C36 P2 C30 C31 -123.4(3) . . . . ?
C24 P2 C30 C31 -8.3(4) . . . . ?
C20 P2 C30 C31 118.4(3) . . . . ?
C36 P2 C30 C35 53.7(4) . . . . ?
C24 P2 C30 C35 168.8(3) . . . . ?
C20 P2 C30 C35 -64.5(4) . . . . ?
C35 C30 C31 C32 -0.1(6) . . . . ?
P2 C30 C31 C32 176.9(3) . . . . ?
C30 C31 C32 C33 0.3(6) . . . . ?
C31 C32 C33 C34 -0.3(7) . . . . ?
C32 C33 C34 C35 0.2(7) . . . . ?
C33 C34 C35 C30 -0.1(7) . . . . ?
C31 C30 C35 C34 0.0(7) . . . . ?
P2 C30 C35 C34 -177.1(4) . . . . ?

_refine_diff_density_max         0.755
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.080

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_tb125
_database_code_depnum_ccdc_archive 'CCDC 1414629'
_audit_update_record             
;
2015-07-22 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'[1,2,4-(S),(Ph2P),Me(C6H3)]Ni(C4F8)(Na)(18-Crown-6)'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C47 H64 F8 N0 Na Ni O9 P S'
_chemical_formula_weight         1069.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 '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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   22.8948(6)
_cell_length_b                   13.9815(4)
_cell_length_c                   34.7205(10)
_cell_angle_alpha                90
_cell_angle_beta                 103.6427(12)
_cell_angle_gamma                90
_cell_volume                     10800.6(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9845
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      27.15

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_F_000             4480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.512
_shelx_estimated_absorpt_T_min   0.896
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6454
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with three batch runs at phi = 0.00 deg 
 (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg 
 (650 frames). 
 Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57572
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.720
_diffrn_reflns_theta_max         21.966
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.670
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.670
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.670
_reflns_number_total             6544
_reflns_number_gt                5217
_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       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_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)+(0.1110P)²+35.3010P] 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         6544
_refine_ls_number_parameters     614
_refine_ls_number_restraints     74
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0673
_refine_ls_wR_factor_ref         0.1893
_refine_ls_wR_factor_gt          0.1772
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.069
_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 0.74965(3) 0.51721(4) 0.60137(2) 0.0339(2) Uani 1 1 d . . . . .
S1 S 0.71147(6) 0.51544(11) 0.65357(4) 0.0497(4) Uani 1 1 d . . . . .
P1 P 0.65824(6) 0.49988(9) 0.56490(4) 0.0338(4) Uani 1 1 d . . . . .
Na1 Na 0.77587(10) 0.52650(16) 0.84556(7) 0.0549(6) Uani 1 1 d . . . . .
F1 F 0.7704(8) 0.4682(10) 0.5282(5) 0.059(4) Uani 0.5 1 d . . P A 1
F2 F 0.7799(8) 0.6180(11) 0.5410(5) 0.053(4) Uani 0.5 1 d . . P A 1
F1' F 0.7769(11) 0.4253(12) 0.5325(7) 0.084(7) Uani 0.5 1 d . . P A 2
F2' F 0.7820(10) 0.5773(11) 0.5317(6) 0.083(6) Uani 0.5 1 d . . P A 2
F3 F 0.88893(15) 0.5345(3) 0.54770(10) 0.0778(11) Uani 1 1 d . . . . .
F4 F 0.87047(16) 0.4166(3) 0.58368(11) 0.0728(10) Uani 1 1 d . . . . .
F5 F 0.86948(17) 0.6608(2) 0.60112(13) 0.0804(11) Uani 1 1 d . . . . .
F6 F 0.93200(14) 0.5521(3) 0.63077(10) 0.0735(11) Uani 1 1 d . . . . .
F7 F 0.83171(15) 0.6168(3) 0.66274(10) 0.0695(10) Uani 1 1 d . . . . .
F8 F 0.85132(14) 0.4658(2) 0.65883(9) 0.0603(9) Uani 1 1 d . . . . .
O1 O 0.8082(3) 0.3692(4) 0.80564(17) 0.0973(17) Uani 1 1 d . . . . .
O2 O 0.7831(2) 0.3555(3) 0.87989(15) 0.0786(14) Uani 1 1 d . . . . .
O3 O 0.7287(2) 0.5013(4) 0.91049(14) 0.0847(15) Uani 1 1 d . . . . .
O4 O 0.7387(2) 0.6787(4) 0.87961(16) 0.0878(15) Uani 1 1 d . . . . .
O5 O 0.7639(3) 0.6943(4) 0.80672(18) 0.1066(19) Uani 1 1 d . . . . .
O6 O 0.8257(3) 0.5505(4) 0.78044(16) 0.1000(17) Uani 1 1 d . . . . .
O7 O 0.87020(19) 0.5665(3) 0.88508(14) 0.0776(14) Uani 1 1 d D . . . .
O8 O 0.6789(3) 0.4928(5) 0.81041(18) 0.113(2) Uani 1 1 d D . . . .
C1 C 0.6109(2) 0.4616(3) 0.59719(15) 0.0374(12) Uani 1 1 d . . . . .
C2 C 0.6380(2) 0.4705(4) 0.63751(15) 0.0417(13) Uani 1 1 d . . . . .
C3 C 0.6057(3) 0.4404(5) 0.66423(17) 0.0595(16) Uani 1 1 d . . . . .
H3A H 0.6234 0.4438 0.6918 0.071 Uiso 1 1 calc R U . . .
C4 C 0.5475(3) 0.4050(5) 0.65129(18) 0.0585(16) Uani 1 1 d . . . . .
H4A H 0.5263 0.3847 0.6703 0.070 Uiso 1 1 calc R U . . .
C5 C 0.5203(2) 0.3988(4) 0.61167(18) 0.0524(15) Uani 1 1 d . . . . .
C6 C 0.5527(2) 0.4264(4) 0.58490(16) 0.0426(13) Uani 1 1 d . . . . .
H6A H 0.5350 0.4212 0.5573 0.051 Uiso 1 1 calc R U . . .
C7 C 0.4568(3) 0.3613(6) 0.5980(2) 0.081(2) Uani 1 1 d . . . . .
H7A H 0.4450 0.3615 0.5690 0.122 Uiso 1 1 calc R U . . .
H7B H 0.4294 0.4023 0.6084 0.122 Uiso 1 1 calc R U . . .
H7C H 0.4548 0.2959 0.6077 0.122 Uiso 1 1 calc R U . . .
C8 C 0.6363(2) 0.4182(3) 0.52319(14) 0.0364(12) Uani 1 1 d . . . . .
C9 C 0.5916(2) 0.4400(4) 0.48968(17) 0.0539(15) Uani 1 1 d . . . . .
H9A H 0.5733 0.5013 0.4870 0.065 Uiso 1 1 calc R U . . .
C10 C 0.5737(3) 0.3719(5) 0.46005(19) 0.0679(19) Uani 1 1 d . . . . .
H10A H 0.5433 0.3870 0.4371 0.081 Uiso 1 1 calc R U . . .
C11 C 0.5995(3) 0.2843(5) 0.4637(2) 0.0643(18) Uani 1 1 d . . . . .
H11A H 0.5865 0.2381 0.4435 0.077 Uiso 1 1 calc R U . . .
C12 C 0.6438(3) 0.2616(4) 0.49589(19) 0.0592(17) Uani 1 1 d . . . . .
H12A H 0.6620 0.2001 0.4980 0.071 Uiso 1 1 calc R U . . .
C13 C 0.6623(3) 0.3292(4) 0.52586(16) 0.0508(15) Uani 1 1 d . . . . .
H13A H 0.6933 0.3134 0.5484 0.061 Uiso 1 1 calc R U . . .
C14 C 0.6280(2) 0.6163(3) 0.54545(14) 0.0348(12) Uani 1 1 d . . . . .
C15 C 0.6473(3) 0.6577(4) 0.51461(16) 0.0503(15) Uani 1 1 d . . . . .
H15A H 0.6748 0.6245 0.5028 0.060 Uiso 1 1 calc R U . . .
C16 C 0.6269(3) 0.7474(4) 0.50091(18) 0.0581(16) Uani 1 1 d . . . . .
H16A H 0.6412 0.7755 0.4799 0.070 Uiso 1 1 calc R U . . .
C17 C 0.5873(3) 0.7955(4) 0.5167(2) 0.0607(17) Uani 1 1 d . . . . .
H17A H 0.5721 0.8556 0.5062 0.073 Uiso 1 1 calc R U . . .
C18 C 0.5690(3) 0.7562(5) 0.5486(2) 0.079(2) Uani 1 1 d . . . . .
H18A H 0.5428 0.7909 0.5609 0.094 Uiso 1 1 calc R U . . .
C19 C 0.5890(3) 0.6659(4) 0.56232(19) 0.0587(16) Uani 1 1 d . . . . .
H19A H 0.5754 0.6383 0.5837 0.070 Uiso 1 1 calc R U . . .
C20 C 0.7898(3) 0.5162(5) 0.55850(18) 0.0563(17) Uani 1 1 d . . . . .
C21 C 0.8563(3) 0.5098(4) 0.57389(17) 0.0502(15) Uani 1 1 d . . . . .
C22 C 0.8735(2) 0.5670(4) 0.61116(17) 0.0497(15) Uani 1 1 d . . . . .
C23 C 0.8282(2) 0.5434(4) 0.63568(15) 0.0403(13) Uani 1 1 d . . . . .
C24 C 0.8248(5) 0.2882(6) 0.8316(4) 0.132(4) Uani 1 1 d . . . . .
H24A H 0.8243 0.2296 0.8155 0.158 Uiso 1 1 calc R U . . .
H24B H 0.8662 0.2973 0.8478 0.158 Uiso 1 1 calc R U . . .
C25 C 0.7851(6) 0.2767(6) 0.8568(3) 0.122(4) Uani 1 1 d . . . . .
H25A H 0.7442 0.2635 0.8405 0.147 Uiso 1 1 calc R U . . .
H25B H 0.7980 0.2207 0.8742 0.147 Uiso 1 1 calc R U . . .
C26 C 0.7490(5) 0.3374(7) 0.9082(3) 0.118(4) Uani 1 1 d . . . . .
H26A H 0.7651 0.2807 0.9243 0.141 Uiso 1 1 calc R U . . .
H26B H 0.7066 0.3245 0.8946 0.141 Uiso 1 1 calc R U . . .
C27 C 0.7524(6) 0.4214(8) 0.9336(3) 0.128(4) Uani 1 1 d . . . . .
H27A H 0.7294 0.4098 0.9540 0.154 Uiso 1 1 calc R U . . .
H27B H 0.7948 0.4338 0.9474 0.154 Uiso 1 1 calc R U . . .
C28 C 0.7280(4) 0.5849(8) 0.9333(2) 0.111(3) Uani 1 1 d . . . . .
H28A H 0.7693 0.6003 0.9483 0.133 Uiso 1 1 calc R U . . .
H28B H 0.7027 0.5746 0.9524 0.133 Uiso 1 1 calc R U . . .
C29 C 0.7040(4) 0.6640(7) 0.9067(3) 0.100(3) Uani 1 1 d . . . . .
H29A H 0.6622 0.6493 0.8924 0.120 Uiso 1 1 calc R U . . .
H29B H 0.7034 0.7230 0.9223 0.120 Uiso 1 1 calc R U . . .
C30 C 0.7194(5) 0.7564(6) 0.8545(3) 0.113(3) Uani 1 1 d . . . . .
H30A H 0.7170 0.8141 0.8706 0.135 Uiso 1 1 calc R U . . .
H30B H 0.6787 0.7431 0.8379 0.135 Uiso 1 1 calc R U . . .
C31 C 0.7599(7) 0.7739(6) 0.8294(4) 0.155(5) Uani 1 1 d . . . . .
H31A H 0.7454 0.8290 0.8118 0.186 Uiso 1 1 calc R U . . .
H31B H 0.8002 0.7900 0.8459 0.186 Uiso 1 1 calc R U . . .
C32 C 0.8050(7) 0.7106(8) 0.7813(3) 0.152(5) Uani 1 1 d . . . . .
H32A H 0.7921 0.7677 0.7647 0.183 Uiso 1 1 calc R U . . .
H32B H 0.8458 0.7228 0.7979 0.183 Uiso 1 1 calc R U . . .
C33 C 0.8063(5) 0.6318(7) 0.7573(3) 0.117(3) Uani 1 1 d . . . . .
H33A H 0.8338 0.6445 0.7398 0.140 Uiso 1 1 calc R U . . .
H33B H 0.7656 0.6203 0.7404 0.140 Uiso 1 1 calc R U . . .
C34 C 0.8279(4) 0.4714(7) 0.7569(3) 0.103(3) Uani 1 1 d . . . . .
H34A H 0.8564 0.4833 0.7400 0.124 Uiso 1 1 calc R U . . .
H34B H 0.7877 0.4597 0.7394 0.124 Uiso 1 1 calc R U . . .
C35 C 0.8471(5) 0.3875(8) 0.7818(3) 0.128(4) Uani 1 1 d . . . . .
H35A H 0.8488 0.3313 0.7648 0.153 Uiso 1 1 calc R U . . .
H35B H 0.8880 0.3986 0.7985 0.153 Uiso 1 1 calc R U . . .
C36 C 0.9058(8) 0.4998(10) 0.9111(5) 0.107(6) Uiso 0.5 1 d D . P B 1
H36A H 0.9339 0.4658 0.8980 0.128 Uiso 0.5 1 calc R U P B 1
H36B H 0.8805 0.4523 0.9207 0.128 Uiso 0.5 1 calc R U P B 1
C37 C 0.9404(7) 0.5640(11) 0.9455(4) 0.079(4) Uiso 0.5 1 d D . P B 1
H37A H 0.9141 0.5879 0.9623 0.095 Uiso 0.5 1 calc R U P B 1
H37B H 0.9758 0.5311 0.9621 0.095 Uiso 0.5 1 calc R U P B 1
C38 C 0.9580(9) 0.6422(13) 0.9203(6) 0.107(8) Uiso 0.5 1 d D . P B 1
H38A H 0.9611 0.7048 0.9340 0.128 Uiso 0.5 1 calc R U P B 1
H38B H 0.9969 0.6276 0.9138 0.128 Uiso 0.5 1 calc R U P B 1
C39 C 0.9104(9) 0.6425(14) 0.8855(6) 0.138(9) Uiso 0.5 1 d D . P B 1
H39A H 0.8883 0.7038 0.8839 0.165 Uiso 0.5 1 calc R U P B 1
H39B H 0.9275 0.6379 0.8619 0.165 Uiso 0.5 1 calc R U P B 1
C36' C 0.9202(7) 0.5081(11) 0.8911(6) 0.102(6) Uiso 0.5 1 d D . P B 2
H36C H 0.9425 0.5180 0.8702 0.123 Uiso 0.5 1 calc R U P B 2
H36D H 0.9087 0.4399 0.8913 0.123 Uiso 0.5 1 calc R U P B 2
C37' C 0.9578(7) 0.5383(10) 0.9313(5) 0.086(5) Uiso 0.5 1 d D . P B 2
H37C H 0.9453 0.5041 0.9530 0.104 Uiso 0.5 1 calc R U P B 2
H37D H 1.0011 0.5265 0.9334 0.104 Uiso 0.5 1 calc R U P B 2
C38' C 0.9447(8) 0.6445(10) 0.9323(5) 0.086(6) Uiso 0.5 1 d D . P B 2
H38C H 0.9356 0.6626 0.9579 0.103 Uiso 0.5 1 calc R U P B 2
H38D H 0.9793 0.6827 0.9285 0.103 Uiso 0.5 1 calc R U P B 2
C39' C 0.8933(6) 0.6587(8) 0.9002(5) 0.077(4) Uiso 0.5 1 d D . P B 2
H39C H 0.9049 0.6962 0.8789 0.092 Uiso 0.5 1 calc R U P B 2
H39D H 0.8620 0.6948 0.9095 0.092 Uiso 0.5 1 calc R U P B 2
C40 C 0.6584(8) 0.4775(15) 0.7708(4) 0.114(6) Uiso 0.5 1 d D . P C 1
H40A H 0.6898 0.4469 0.7597 0.137 Uiso 0.5 1 calc R U P C 1
H40B H 0.6464 0.5385 0.7567 0.137 Uiso 0.5 1 calc R U P C 1
C41 C 0.6028(8) 0.4095(14) 0.7669(6) 0.111(6) Uiso 0.5 1 d D . P C 1
H41A H 0.5757 0.4109 0.7400 0.133 Uiso 0.5 1 calc R U P C 1
H41B H 0.6146 0.3428 0.7745 0.133 Uiso 0.5 1 calc R U P C 1
C42 C 0.5766(8) 0.460(2) 0.7971(6) 0.138(8) Uiso 0.5 1 d D . P C 1
H42A H 0.5598 0.5234 0.7876 0.166 Uiso 0.5 1 calc R U P C 1
H42B H 0.5455 0.4212 0.8054 0.166 Uiso 0.5 1 calc R U P C 1
C43 C 0.6300(8) 0.4681(16) 0.8278(5) 0.126(7) Uiso 0.5 1 d D . P C 1
H43A H 0.6386 0.4067 0.8422 0.151 Uiso 0.5 1 calc R U P C 1
H43B H 0.6249 0.5181 0.8469 0.151 Uiso 0.5 1 calc R U P C 1
C40' C 0.6375(10) 0.5509(15) 0.7838(9) 0.203(13) Uiso 0.5 1 d D . P C 2
H40C H 0.6556 0.5743 0.7623 0.244 Uiso 0.5 1 calc R U P C 2
H40D H 0.6259 0.6068 0.7979 0.244 Uiso 0.5 1 calc R U P C 2
C41' C 0.5832(8) 0.4894(13) 0.7669(6) 0.111(6) Uiso 0.5 1 d D . P C 2
H41C H 0.5823 0.4689 0.7395 0.133 Uiso 0.5 1 calc R U P C 2
H41D H 0.5453 0.5231 0.7673 0.133 Uiso 0.5 1 calc R U P C 2
C42' C 0.5939(11) 0.4040(19) 0.7958(9) 0.164(10) Uiso 0.5 1 d D . P C 2
H42C H 0.5834 0.4188 0.8213 0.197 Uiso 0.5 1 calc R U P C 2
H42D H 0.5729 0.3453 0.7841 0.197 Uiso 0.5 1 calc R U P C 2
C43' C 0.6574(10) 0.3991(12) 0.7996(8) 0.172(10) Uiso 0.5 1 d D . P C 2
H43C H 0.6760 0.3524 0.8203 0.206 Uiso 0.5 1 calc R U P C 2
H43D H 0.6664 0.3799 0.7742 0.206 Uiso 0.5 1 calc R U P C 2
O9 O 0.5075(5) 0.7480(7) 0.6347(3) 0.090(3) Uiso 0.5 1 d D . P . .
C44 C 0.4738(6) 0.8055(10) 0.6522(4) 0.078(4) Uiso 0.5 1 d D . P . .
H44A H 0.4311 0.7995 0.6379 0.094 Uiso 0.5 1 calc R U P . .
H44B H 0.4861 0.8727 0.6498 0.094 Uiso 0.5 1 calc R U P . .
C45 C 0.4787(7) 0.7854(10) 0.6913(4) 0.082(4) Uiso 0.5 1 d D . P . .
H45A H 0.4387 0.7736 0.6967 0.099 Uiso 0.5 1 calc R U P . .
H45B H 0.4987 0.8382 0.7084 0.099 Uiso 0.5 1 calc R U P . .
C46 C 0.5176(7) 0.6938(11) 0.6978(4) 0.089(5) Uiso 0.5 1 d D . P . .
H46A H 0.5598 0.7074 0.7115 0.107 Uiso 0.5 1 calc R U P . .
H46B H 0.5010 0.6444 0.7127 0.107 Uiso 0.5 1 calc R U P . .
C47 C 0.5116(6) 0.6669(9) 0.6562(4) 0.070(4) Uiso 0.5 1 d D . P . .
H47A H 0.5470 0.6292 0.6534 0.084 Uiso 0.5 1 calc R U P . .
H47B H 0.4751 0.6273 0.6468 0.084 Uiso 0.5 1 calc R U P . .
O10 O 0.9956(7) 0.5726(10) 0.7724(5) 0.127(3) Uiso 0.5 1 d D . P D -1
C48 C 0.9902(10) 0.6594(14) 0.7871(6) 0.127(3) Uiso 0.5 1 d D . P D -1
H48A H 0.9578 0.6585 0.8017 0.153 Uiso 0.5 1 calc R U P D -1
H48B H 1.0282 0.6767 0.8061 0.153 Uiso 0.5 1 calc R U P D -1
C49 C 0.9775(9) 0.7253(13) 0.7585(6) 0.127(3) Uiso 0.5 1 d D . P D -1
H49A H 1.0077 0.7773 0.7641 0.153 Uiso 0.5 1 calc R U P D -1
H49B H 0.9374 0.7534 0.7574 0.153 Uiso 0.5 1 calc R U P D -1
C50 C 0.9782(11) 0.6789(14) 0.7200(6) 0.127(3) Uiso 0.5 1 d D . P D -1
H50A H 0.9428 0.6972 0.6989 0.153 Uiso 0.5 1 calc R U P D -1
H50B H 1.0154 0.6938 0.7114 0.153 Uiso 0.5 1 calc R U P D -1
C51 C 0.9758(11) 0.5773(14) 0.7313(7) 0.127(3) Uiso 0.5 1 d D . P D -1
H51A H 0.9342 0.5527 0.7228 0.153 Uiso 0.5 1 calc R U P D -1
H51B H 1.0021 0.5383 0.7186 0.153 Uiso 0.5 1 calc R U P D -1


_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 C20 1.925(6) . ?
Ni1 C23 1.943(5) . ?
Ni1 P1 2.1890(14) . ?
Ni1 S1 2.1903(15) . ?
S1 C2 1.758(5) . ?
P1 C1 1.814(5) . ?
P1 C8 1.819(5) . ?
P1 C14 1.835(5) . ?
Na1 O8 2.316(6) . ?
Na1 O7 2.337(5) . ?
Na1 O2 2.659(5) . ?
Na1 O4 2.669(5) . ?
Na1 O5 2.688(6) . ?
Na1 O3 2.743(5) . ?
Na1 O6 2.783(6) . ?
Na1 O1 2.791(6) . ?
F1 C20 1.238(16) . ?
F2 C20 1.543(18) . ?
F1' C20 1.546(18) . ?
F2' C20 1.24(2) . ?
F3 C21 1.351(7) . ?
F4 C21 1.366(6) . ?
F5 C22 1.354(7) . ?
F6 C22 1.367(6) . ?
F7 C23 1.381(6) . ?
F8 C23 1.379(6) . ?
O1 C35 1.377(11) . ?
O1 C24 1.442(11) . ?
O2 C25 1.368(11) . ?
O2 C26 1.415(10) . ?
O3 C27 1.408(10) . ?
O3 C28 1.414(10) . ?
O4 C29 1.382(9) . ?
O4 C30 1.398(10) . ?
O5 C31 1.379(10) . ?
O5 C32 1.450(12) . ?
O6 C34 1.384(10) . ?
O6 C33 1.402(10) . ?
O7 C36' 1.382(12) . ?
O7 C39 1.404(13) . ?
O7 C36 1.416(12) . ?
O7 C39' 1.445(11) . ?
O8 C40 1.362(13) . ?
O8 C40' 1.412(15) . ?
O8 C43' 1.418(14) . ?
O8 C43 1.433(13) . ?
C1 C6 1.389(7) . ?
C1 C2 1.397(7) . ?
C2 C3 1.382(8) . ?
C3 C4 1.392(8) . ?
C4 C5 1.373(8) . ?
C5 C6 1.375(8) . ?
C5 C7 1.513(8) . ?
C8 C13 1.374(7) . ?
C8 C9 1.389(7) . ?
C9 C10 1.390(8) . ?
C10 C11 1.353(9) . ?
C11 C12 1.357(9) . ?
C12 C13 1.396(8) . ?
C14 C19 1.366(8) . ?
C14 C15 1.379(7) . ?
C15 C16 1.382(8) . ?
C16 C17 1.346(9) . ?
C17 C18 1.386(9) . ?
C18 C19 1.389(8) . ?
C20 C21 1.493(8) . ?
C21 C22 1.493(8) . ?
C22 C23 1.527(8) . ?
C24 C25 1.412(13) . ?
C26 C27 1.461(13) . ?
C28 C29 1.463(12) . ?
C30 C31 1.435(13) . ?
C32 C33 1.386(13) . ?
C34 C35 1.462(13) . ?
C36 C37 1.552(16) . ?
C37 C38 1.514(15) . ?
C38 C39 1.422(15) . ?
C36' C37' 1.517(16) . ?
C37' C38' 1.516(15) . ?
C38' C39' 1.431(14) . ?
C40 C41 1.570(17) . ?
C41 C42 1.503(16) . ?
C42 C43 1.425(17) . ?
C40' C41' 1.513(18) . ?
C41' C42' 1.542(16) . ?
C42' C43' 1.428(18) . ?
O9 C47 1.350(14) . ?
O9 C44 1.355(14) . ?
C44 C45 1.362(16) . ?
C45 C46 1.546(18) . ?
C46 C47 1.467(17) . ?
O10 C48 1.334(17) . ?
O10 C51 1.392(15) . ?
C48 C49 1.34(2) . ?
C49 C50 1.49(2) . ?
C50 C51 1.48(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
C20 Ni1 C23 86.2(2) . . ?
C20 Ni1 P1 96.75(18) . . ?
C23 Ni1 P1 174.65(16) . . ?
C20 Ni1 S1 175.07(19) . . ?
C23 Ni1 S1 89.24(16) . . ?
P1 Ni1 S1 87.92(5) . . ?
C2 S1 Ni1 106.28(18) . . ?
C1 P1 C8 102.3(2) . . ?
C1 P1 C14 105.1(2) . . ?
C8 P1 C14 104.7(2) . . ?
C1 P1 Ni1 107.71(17) . . ?
C8 P1 Ni1 125.24(17) . . ?
C14 P1 Ni1 109.96(15) . . ?
O8 Na1 O7 175.2(2) . . ?
O8 Na1 O2 90.2(2) . . ?
O7 Na1 O2 90.05(17) . . ?
O8 Na1 O4 91.7(2) . . ?
O7 Na1 O4 84.03(18) . . ?
O2 Na1 O4 120.73(19) . . ?
O8 Na1 O5 86.6(2) . . ?
O7 Na1 O5 93.2(2) . . ?
O2 Na1 O5 176.3(2) . . ?
O4 Na1 O5 61.37(18) . . ?
O8 Na1 O3 83.8(2) . . ?
O7 Na1 O3 92.10(18) . . ?
O2 Na1 O3 60.71(18) . . ?
O4 Na1 O3 60.67(17) . . ?
O5 Na1 O3 120.76(19) . . ?
O8 Na1 O6 97.0(2) . . ?
O7 Na1 O6 87.08(19) . . ?
O2 Na1 O6 118.59(19) . . ?
O4 Na1 O6 119.88(19) . . ?
O5 Na1 O6 59.99(19) . . ?
O3 Na1 O6 178.93(19) . . ?
O8 Na1 O1 84.9(2) . . ?
O7 Na1 O1 99.43(19) . . ?
O2 Na1 O1 61.21(18) . . ?
O4 Na1 O1 176.16(18) . . ?
O5 Na1 O1 116.51(19) . . ?
O3 Na1 O1 120.57(19) . . ?
O6 Na1 O1 58.94(18) . . ?
C35 O1 C24 114.2(7) . . ?
C35 O1 Na1 115.9(5) . . ?
C24 O1 Na1 111.7(5) . . ?
C25 O2 C26 111.2(7) . . ?
C25 O2 Na1 117.9(5) . . ?
C26 O2 Na1 119.1(5) . . ?
C27 O3 C28 113.0(7) . . ?
C27 O3 Na1 113.4(5) . . ?
C28 O3 Na1 114.3(5) . . ?
C29 O4 C30 113.0(6) . . ?
C29 O4 Na1 118.5(5) . . ?
C30 O4 Na1 115.5(5) . . ?
C31 O5 C32 111.1(8) . . ?
C31 O5 Na1 115.5(6) . . ?
C32 O5 Na1 116.0(6) . . ?
C34 O6 C33 111.1(7) . . ?
C34 O6 Na1 117.6(5) . . ?
C33 O6 Na1 115.3(5) . . ?
C39 O7 C36 102.3(11) . . ?
C36' O7 C39' 104.7(9) . . ?
C36' O7 Na1 124.4(7) . . ?
C39 O7 Na1 134.5(8) . . ?
C36 O7 Na1 122.1(7) . . ?
C39' O7 Na1 129.4(6) . . ?
C40' O8 C43' 102.8(13) . . ?
C40 O8 C43 105.8(11) . . ?
C40 O8 Na1 128.5(8) . . ?
C40' O8 Na1 129.7(10) . . ?
C43' O8 Na1 123.9(10) . . ?
C43 O8 Na1 125.0(8) . . ?
C6 C1 C2 120.4(5) . . ?
C6 C1 P1 125.7(4) . . ?
C2 C1 P1 113.8(4) . . ?
C3 C2 C1 117.6(5) . . ?
C3 C2 S1 121.3(4) . . ?
C1 C2 S1 121.0(4) . . ?
C2 C3 C4 121.0(5) . . ?
C5 C4 C3 121.3(5) . . ?
C4 C5 C6 118.0(5) . . ?
C4 C5 C7 120.8(5) . . ?
C6 C5 C7 121.2(6) . . ?
C5 C6 C1 121.6(5) . . ?
C13 C8 C9 118.5(5) . . ?
C13 C8 P1 118.7(4) . . ?
C9 C8 P1 122.7(4) . . ?
C10 C9 C8 120.0(6) . . ?
C11 C10 C9 120.2(6) . . ?
C10 C11 C12 121.0(6) . . ?
C11 C12 C13 119.4(6) . . ?
C8 C13 C12 120.8(5) . . ?
C19 C14 C15 118.9(5) . . ?
C19 C14 P1 121.4(4) . . ?
C15 C14 P1 119.7(4) . . ?
C14 C15 C16 120.2(6) . . ?
C17 C16 C15 121.2(6) . . ?
C16 C17 C18 119.2(6) . . ?
C19 C18 C17 119.9(6) . . ?
C14 C19 C18 120.6(6) . . ?
F2' C20 C21 105.2(11) . . ?
F1 C20 C21 113.7(10) . . ?
F2' C20 F1' 98.9(12) . . ?
C21 C20 F1' 101.4(10) . . ?
F1 C20 F2 100.1(11) . . ?
C21 C20 F2 103.8(8) . . ?
F2' C20 Ni1 124.2(10) . . ?
F1 C20 Ni1 121.4(10) . . ?
C21 C20 Ni1 110.9(4) . . ?
F1' C20 Ni1 113.4(10) . . ?
F2 C20 Ni1 104.2(7) . . ?
F3 C21 F4 106.0(5) . . ?
F3 C21 C20 115.0(5) . . ?
F4 C21 C20 108.0(5) . . ?
F3 C21 C22 111.8(5) . . ?
F4 C21 C22 107.3(5) . . ?
C20 C21 C22 108.5(5) . . ?
F5 C22 F6 106.0(4) . . ?
F5 C22 C21 107.9(5) . . ?
F6 C22 C21 112.2(5) . . ?
F5 C22 C23 109.8(5) . . ?
F6 C22 C23 113.9(5) . . ?
C21 C22 C23 107.0(4) . . ?
F8 C23 F7 103.6(4) . . ?
F8 C23 C22 106.1(4) . . ?
F7 C23 C22 106.2(4) . . ?
F8 C23 Ni1 112.5(3) . . ?
F7 C23 Ni1 117.1(4) . . ?
C22 C23 Ni1 110.6(3) . . ?
C25 C24 O1 111.3(8) . . ?
O2 C25 C24 112.7(8) . . ?
O2 C26 C27 108.4(7) . . ?
O3 C27 C26 109.5(8) . . ?
O3 C28 C29 109.0(7) . . ?
O4 C29 C28 110.5(7) . . ?
O4 C30 C31 110.9(7) . . ?
O5 C31 C30 110.4(9) . . ?
C33 C32 O5 110.5(9) . . ?
C32 C33 O6 110.4(8) . . ?
O6 C34 C35 109.8(7) . . ?
O1 C35 C34 111.0(8) . . ?
O7 C36 C37 102.8(11) . . ?
C38 C37 C36 97.5(11) . . ?
C39 C38 C37 103.7(12) . . ?
O7 C39 C38 112.1(13) . . ?
O7 C36' C37' 104.1(11) . . ?
C38' C37' C36' 102.8(11) . . ?
C39' C38' C37' 104.4(11) . . ?
C38' C39' O7 108.8(10) . . ?
O8 C40 C41 105.1(12) . . ?
C42 C41 C40 95.9(13) . . ?
C43 C42 C41 98.4(15) . . ?
C42 C43 O8 108.8(14) . . ?
O8 C40' C41' 106.8(13) . . ?
C40' C41' C42' 101.3(14) . . ?
C43' C42' C41' 95.7(15) . . ?
O8 C43' C42' 105.2(17) . . ?
C47 O9 C44 102.8(11) . . ?
O9 C44 C45 113.8(12) . . ?
C44 C45 C46 103.1(12) . . ?
C47 C46 C45 98.7(11) . . ?
O9 C47 C46 108.0(11) . . ?
C48 O10 C51 108.2(16) . . ?
C49 C48 O10 111.5(16) . . ?
C48 C49 C50 108.7(15) . . ?
C51 C50 C49 99.8(15) . . ?
O10 C51 C50 107.2(16) . . ?

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
C8 P1 C1 C6 -34.1(5) . . . . ?
C14 P1 C1 C6 75.1(5) . . . . ?
Ni1 P1 C1 C6 -167.7(4) . . . . ?
C8 P1 C1 C2 146.1(4) . . . . ?
C14 P1 C1 C2 -104.7(4) . . . . ?
Ni1 P1 C1 C2 12.5(4) . . . . ?
C6 C1 C2 C3 2.0(8) . . . . ?
P1 C1 C2 C3 -178.2(4) . . . . ?
C6 C1 C2 S1 -179.8(4) . . . . ?
P1 C1 C2 S1 0.1(6) . . . . ?
Ni1 S1 C2 C3 165.7(4) . . . . ?
Ni1 S1 C2 C1 -12.5(5) . . . . ?
C1 C2 C3 C4 -1.8(9) . . . . ?
S1 C2 C3 C4 180.0(5) . . . . ?
C2 C3 C4 C5 0.0(10) . . . . ?
C3 C4 C5 C6 1.7(9) . . . . ?
C3 C4 C5 C7 -179.2(6) . . . . ?
C4 C5 C6 C1 -1.5(8) . . . . ?
C7 C5 C6 C1 179.4(6) . . . . ?
C2 C1 C6 C5 -0.4(8) . . . . ?
P1 C1 C6 C5 179.8(4) . . . . ?
C1 P1 C8 C13 -83.4(5) . . . . ?
C14 P1 C8 C13 167.1(4) . . . . ?
Ni1 P1 C8 C13 39.0(5) . . . . ?
C1 P1 C8 C9 92.7(5) . . . . ?
C14 P1 C8 C9 -16.8(5) . . . . ?
Ni1 P1 C8 C9 -145.0(4) . . . . ?
C13 C8 C9 C10 0.8(9) . . . . ?
P1 C8 C9 C10 -175.3(5) . . . . ?
C8 C9 C10 C11 0.2(10) . . . . ?
C9 C10 C11 C12 -1.0(11) . . . . ?
C10 C11 C12 C13 0.9(10) . . . . ?
C9 C8 C13 C12 -1.0(8) . . . . ?
P1 C8 C13 C12 175.3(4) . . . . ?
C11 C12 C13 C8 0.1(9) . . . . ?
C1 P1 C14 C19 14.8(5) . . . . ?
C8 P1 C14 C19 122.3(5) . . . . ?
Ni1 P1 C14 C19 -100.8(4) . . . . ?
C1 P1 C14 C15 -168.9(4) . . . . ?
C8 P1 C14 C15 -61.5(4) . . . . ?
Ni1 P1 C14 C15 75.5(4) . . . . ?
C19 C14 C15 C16 -0.7(8) . . . . ?
P1 C14 C15 C16 -177.0(4) . . . . ?
C14 C15 C16 C17 -1.1(9) . . . . ?
C15 C16 C17 C18 3.1(10) . . . . ?
C16 C17 C18 C19 -3.5(10) . . . . ?
C15 C14 C19 C18 0.3(9) . . . . ?
P1 C14 C19 C18 176.6(5) . . . . ?
C17 C18 C19 C14 1.8(10) . . . . ?
F2' C20 C21 F3 -26.0(11) . . . . ?
F1 C20 C21 F3 56.4(11) . . . . ?
F1' C20 C21 F3 76.6(11) . . . . ?
F2 C20 C21 F3 -51.4(9) . . . . ?
Ni1 C20 C21 F3 -162.7(4) . . . . ?
F2' C20 C21 F4 -144.1(9) . . . . ?
F1 C20 C21 F4 -61.7(11) . . . . ?
F1' C20 C21 F4 -41.5(10) . . . . ?
F2 C20 C21 F4 -169.5(7) . . . . ?
Ni1 C20 C21 F4 79.2(5) . . . . ?
F2' C20 C21 C22 99.9(10) . . . . ?
F1 C20 C21 C22 -177.7(10) . . . . ?
F1' C20 C21 C22 -157.5(10) . . . . ?
F2 C20 C21 C22 74.6(8) . . . . ?
Ni1 C20 C21 C22 -36.8(6) . . . . ?
F3 C21 C22 F5 53.9(6) . . . . ?
F4 C21 C22 F5 169.7(4) . . . . ?
C20 C21 C22 F5 -73.9(6) . . . . ?
F3 C21 C22 F6 -62.5(6) . . . . ?
F4 C21 C22 F6 53.3(6) . . . . ?
C20 C21 C22 F6 169.7(5) . . . . ?
F3 C21 C22 C23 172.0(4) . . . . ?
F4 C21 C22 C23 -72.2(5) . . . . ?
C20 C21 C22 C23 44.2(6) . . . . ?
F5 C22 C23 F8 -153.8(4) . . . . ?
F6 C22 C23 F8 -35.1(6) . . . . ?
C21 C22 C23 F8 89.3(5) . . . . ?
F5 C22 C23 F7 -44.0(5) . . . . ?
F6 C22 C23 F7 74.7(5) . . . . ?
C21 C22 C23 F7 -160.8(4) . . . . ?
F5 C22 C23 Ni1 84.0(5) . . . . ?
F6 C22 C23 Ni1 -157.4(4) . . . . ?
C21 C22 C23 Ni1 -32.9(5) . . . . ?
C35 O1 C24 C25 176.5(9) . . . . ?
Na1 O1 C24 C25 42.5(11) . . . . ?
C26 O2 C25 C24 -172.7(9) . . . . ?
Na1 O2 C25 C24 44.5(11) . . . . ?
O1 C24 C25 O2 -58.6(13) . . . . ?
C25 O2 C26 C27 175.7(8) . . . . ?
Na1 O2 C26 C27 -42.0(9) . . . . ?
C28 O3 C27 C26 177.4(9) . . . . ?
Na1 O3 C27 C26 -50.4(10) . . . . ?
O2 C26 C27 O3 60.4(11) . . . . ?
C27 O3 C28 C29 178.8(8) . . . . ?
Na1 O3 C28 C29 47.1(9) . . . . ?
C30 O4 C29 C28 -177.3(8) . . . . ?
Na1 O4 C29 C28 43.0(9) . . . . ?
O3 C28 C29 O4 -59.1(10) . . . . ?
C29 O4 C30 C31 174.9(9) . . . . ?
Na1 O4 C30 C31 -44.1(11) . . . . ?
C32 O5 C31 C30 -179.6(10) . . . . ?
Na1 O5 C31 C30 -44.8(12) . . . . ?
O4 C30 C31 O5 59.1(14) . . . . ?
C31 O5 C32 C33 -177.0(10) . . . . ?
Na1 O5 C32 C33 48.4(12) . . . . ?
O5 C32 C33 O6 -60.5(13) . . . . ?
C34 O6 C33 C32 -179.3(10) . . . . ?
Na1 O6 C33 C32 43.7(11) . . . . ?
C33 O6 C34 C35 -178.9(8) . . . . ?
Na1 O6 C34 C35 -42.9(10) . . . . ?
C24 O1 C35 C34 -179.0(9) . . . . ?
Na1 O1 C35 C34 -47.0(10) . . . . ?
O6 C34 C35 O1 59.4(12) . . . . ?
C36' O7 C36 C37 105.9(19) . . . . ?
C39 O7 C36 C37 42.0(18) . . . . ?
C39' O7 C36 C37 10.9(16) . . . . ?
Na1 O7 C36 C37 -148.5(9) . . . . ?
O7 C36 C37 C38 -45.1(18) . . . . ?
C36 C37 C38 C39 30(2) . . . . ?
C36' O7 C39 C38 -54(2) . . . . ?
C36 O7 C39 C38 -23(2) . . . . ?
C39' O7 C39 C38 75(2) . . . . ?
Na1 O7 C39 C38 169.8(13) . . . . ?
C37 C38 C39 O7 -7(3) . . . . ?
C39 O7 C36' C37' 63.5(15) . . . . ?
C36 O7 C36' C37' -54.9(15) . . . . ?
C39' O7 C36' C37' 39.5(16) . . . . ?
Na1 O7 C36' C37' -153.2(9) . . . . ?
O7 C36' C37' C38' -33(2) . . . . ?
C36' C37' C38' C39' 14(2) . . . . ?
C37' C38' C39' O7 9(2) . . . . ?
C36' O7 C39' C38' -31.6(18) . . . . ?
C39 O7 C39' C38' -85(2) . . . . ?
C36 O7 C39' C38' 4.7(19) . . . . ?
Na1 O7 C39' C38' 162.0(11) . . . . ?
C40' O8 C40 C41 -93.0(17) . . . . ?
C43' O8 C40 C41 37.2(15) . . . . ?
C43 O8 C40 C41 -19.0(19) . . . . ?
Na1 O8 C40 C41 151.5(10) . . . . ?
O8 C40 C41 C42 42(2) . . . . ?
C40 C41 C42 C43 -48(2) . . . . ?
C41 C42 C43 O8 41(2) . . . . ?
C40 O8 C43 C42 -14(2) . . . . ?
C40' O8 C43 C42 37(2) . . . . ?
C43' O8 C43 C42 -67.6(18) . . . . ?
Na1 O8 C43 C42 175.4(13) . . . . ?
C40 O8 C40' C41' 61.8(19) . . . . ?
C43' O8 C40' C41' 17(3) . . . . ?
C43 O8 C40' C41' -50(2) . . . . ?
Na1 O8 C40' C41' 175.2(12) . . . . ?
O8 C40' C41' C42' 15(3) . . . . ?
C40' C41' C42' C43' -39(3) . . . . ?
C40 O8 C43' C42' -85.2(19) . . . . ?
C40' O8 C43' C42' -46(2) . . . . ?
C43 O8 C43' C42' 35.4(18) . . . . ?
Na1 O8 C43' C42' 153.9(14) . . . . ?
C41' C42' C43' O8 53(2) . . . . ?
C47 O9 C44 C45 27.3(17) . . . . ?
O9 C44 C45 C46 -6.0(18) . . . . ?
C44 C45 C46 C47 -15.7(16) . . . . ?
C44 O9 C47 C46 -37.8(14) . . . . ?
C45 C46 C47 O9 33.3(15) . . . . ?
C51 O10 C48 C49 -10(3) . . . . ?
O10 C48 C49 C50 -4(3) . . . . ?
C48 C49 C50 C51 15(2) . . . . ?
C48 O10 C51 C50 20(3) . . . . ?
C49 C50 C51 O10 -21(2) . . . . ?

_refine_diff_density_max         0.801
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.083

_shelxl_version_number           2013-4

