# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_E458
_database_code_depnum_ccdc_archive 'CCDC 1441071'
_audit_update_record             
;
2015-12-08 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H16 F6 N3 Ni P S'
_chemical_formula_weight         510.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   7.3234(13)
_cell_length_b                   18.776(3)
_cell_length_c                   13.938(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.253(4)
_cell_angle_gamma                90
_cell_volume                     1916.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3422
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      27.47

_exptl_crystal_description       Block
_exptl_crystal_colour            Green
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_density_diffrn    1.768
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.272
_shelx_estimated_absorpt_T_min   0.516
_shelx_estimated_absorpt_T_max   0.883
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6377
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker CCD Detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13566
_diffrn_reflns_av_unetI/netI     0.0507
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.820
_diffrn_reflns_theta_max         27.605
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4434
_reflns_number_gt                3840
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0498P)²+0.5730P] 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         4434
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_ref         0.0985
_refine_ls_wR_factor_gt          0.0947
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.71989(4) 0.60673(2) 0.63916(2) 0.01131(10) Uani 1 1 d . . . . .
S1 S 0.75526(8) 0.43224(3) 0.43353(4) 0.01347(14) Uani 1 1 d . . . . .
N1 N 0.7580(3) 0.55409(10) 0.52223(13) 0.0111(4) Uani 1 1 d . . . . .
N2 N 0.6651(3) 0.46434(10) 0.62051(14) 0.0117(4) Uani 1 1 d . . . . .
N3 N 0.5908(3) 0.48305(10) 0.76638(14) 0.0136(4) Uani 1 1 d . . . . .
C1 C 0.8166(3) 0.56857(12) 0.42843(16) 0.0124(5) Uani 1 1 d . . . . .
C2 C 0.8694(3) 0.63404(13) 0.39217(17) 0.0156(5) Uani 1 1 d . . . . .
H2 H 0.8676 0.6754 0.4313 0.019 Uiso 1 1 calc R U . . .
C3 C 0.9249(3) 0.63776(14) 0.29747(17) 0.0189(5) Uani 1 1 d . . . . .
H3 H 0.9618 0.6823 0.2717 0.023 Uiso 1 1 calc R U . . .
C4 C 0.9278(4) 0.57708(14) 0.23892(18) 0.0192(5) Uani 1 1 d . . . . .
H4 H 0.9650 0.5813 0.1740 0.023 Uiso 1 1 calc R U . . .
C5 C 0.8775(3) 0.51144(13) 0.27409(17) 0.0174(5) Uani 1 1 d . . . . .
H5 H 0.8803 0.4701 0.2347 0.021 Uiso 1 1 calc R U . . .
C6 C 0.8221(3) 0.50781(12) 0.36985(16) 0.0129(5) Uani 1 1 d . . . . .
C7 C 0.7233(3) 0.48597(12) 0.53126(16) 0.0117(4) Uani 1 1 d . . . . .
C8 C 0.6508(3) 0.51784(12) 0.68823(16) 0.0130(5) Uani 1 1 d . . . . .
C9 C 0.6174(3) 0.39807(12) 0.65711(18) 0.0154(5) Uani 1 1 d . . . . .
H9 H 0.6171 0.3537 0.6244 0.018 Uiso 1 1 calc R U . . .
C10 C 0.5722(3) 0.41034(13) 0.74818(18) 0.0165(5) Uani 1 1 d . . . . .
H10 H 0.5337 0.3754 0.7931 0.020 Uiso 1 1 calc R U . . .
C11 C 0.5568(3) 0.51462(14) 0.86127(17) 0.0171(5) Uani 1 1 d . . . . .
H11A H 0.4560 0.4887 0.8930 0.021 Uiso 1 1 calc R U . . .
H11B H 0.5192 0.5649 0.8534 0.021 Uiso 1 1 calc R U . . .
C12 C 0.7237(4) 0.51109(14) 0.92265(17) 0.0209(5) Uani 1 1 d . . . . .
H12 H 0.7791 0.4658 0.9315 0.025 Uiso 1 1 calc R U . . .
C13 C 0.7993(4) 0.56548(15) 0.96507(19) 0.0253(6) Uani 1 1 d . . . . .
H13A H 0.7479 0.6116 0.9579 0.030 Uiso 1 1 calc R U . . .
H13B H 0.9059 0.5590 1.0032 0.030 Uiso 1 1 calc R U . . .
C14 C 0.7034(4) 0.71612(12) 0.59983(18) 0.0187(5) Uani 1 1 d . . . . .
H14 H 0.6684 0.7348 0.5351 0.022 Uiso 1 1 calc R U . . .
C15 C 0.8861(4) 0.69905(12) 0.63101(19) 0.0186(5) Uani 1 1 d . . . . .
H15 H 0.9992 0.7041 0.5917 0.022 Uiso 1 1 calc R U . . .
C16 C 0.8790(4) 0.67632(13) 0.72551(19) 0.0223(6) Uani 1 1 d . . . . .
H16 H 0.9852 0.6628 0.7670 0.027 Uiso 1 1 calc R U . . .
C17 C 0.6913(4) 0.67550(14) 0.75201(18) 0.0242(6) Uani 1 1 d . . . . .
H17 H 0.6437 0.6625 0.8168 0.029 Uiso 1 1 calc R U . . .
C18 C 0.5851(4) 0.70431(13) 0.67567(19) 0.0211(6) Uani 1 1 d . . . . .
H18 H 0.4504 0.7130 0.6759 0.025 Uiso 1 1 calc R U . . .
P1 P 0.75793(9) 0.19499(3) 0.54695(5) 0.01645(15) Uani 1 1 d . . . . .
F1 F 0.7227(2) 0.27252(8) 0.50119(11) 0.0260(4) Uani 1 1 d . . . . .
F2 F 0.8020(3) 0.16471(9) 0.44320(11) 0.0379(5) Uani 1 1 d . . . . .
F3 F 0.7921(2) 0.11821(8) 0.59363(11) 0.0248(4) Uani 1 1 d . . . . .
F4 F 0.7171(3) 0.22616(10) 0.65154(12) 0.0397(5) Uani 1 1 d . . . . .
F5 F 0.9678(2) 0.21387(8) 0.56128(12) 0.0285(4) Uani 1 1 d . . . . .
F6 F 0.5482(2) 0.17598(10) 0.53340(16) 0.0469(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 C8 1.874(2) . ?
Ni1 N1 1.9274(19) . ?
Ni1 C17 2.047(3) . ?
Ni1 C15 2.121(2) . ?
Ni1 C16 2.122(2) . ?
Ni1 C14 2.129(2) . ?
Ni1 C18 2.143(2) . ?
S1 C7 1.712(2) . ?
S1 C6 1.745(2) . ?
N1 C7 1.310(3) . ?
N1 C1 1.404(3) . ?
N2 C7 1.378(3) . ?
N2 C8 1.383(3) . ?
N2 C9 1.390(3) . ?
N3 C8 1.346(3) . ?
N3 C10 1.395(3) . ?
N3 C11 1.472(3) . ?
C1 C2 1.385(3) . ?
C1 C6 1.404(3) . ?
C2 C3 1.385(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.402(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.377(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.398(3) . ?
C5 H5 0.9500 . ?
C9 C10 1.333(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.490(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.302(4) . ?
C12 H12 0.9500 . ?
C13 H13A 0.9500 . ?
C13 H13B 0.9500 . ?
C14 C18 1.388(4) . ?
C14 C15 1.440(4) . ?
C14 H14 1.0000 . ?
C15 C16 1.386(4) . ?
C15 H15 1.0000 . ?
C16 C17 1.425(4) . ?
C16 H16 1.0000 . ?
C17 C18 1.422(4) . ?
C17 H17 1.0000 . ?
C18 H18 1.0000 . ?
P1 F6 1.5871(18) . ?
P1 F2 1.5884(17) . ?
P1 F5 1.5889(17) . ?
P1 F4 1.6003(18) . ?
P1 F3 1.6010(15) . ?
P1 F1 1.6097(15) . ?

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
C8 Ni1 N1 83.82(9) . . ?
C8 Ni1 C17 104.63(10) . . ?
N1 Ni1 C17 171.55(9) . . ?
C8 Ni1 C15 154.56(10) . . ?
N1 Ni1 C15 106.77(9) . . ?
C17 Ni1 C15 65.56(10) . . ?
C8 Ni1 C16 119.33(10) . . ?
N1 Ni1 C16 135.58(10) . . ?
C17 Ni1 C16 39.93(11) . . ?
C15 Ni1 C16 38.13(10) . . ?
C8 Ni1 C14 159.72(10) . . ?
N1 Ni1 C14 106.57(9) . . ?
C17 Ni1 C14 65.38(10) . . ?
C15 Ni1 C14 39.62(10) . . ?
C16 Ni1 C14 65.31(10) . . ?
C8 Ni1 C18 123.32(10) . . ?
N1 Ni1 C18 135.05(9) . . ?
C17 Ni1 C18 39.59(10) . . ?
C15 Ni1 C18 65.11(10) . . ?
C16 Ni1 C18 65.87(10) . . ?
C14 Ni1 C18 37.90(10) . . ?
C7 S1 C6 88.00(11) . . ?
C7 N1 C1 109.79(19) . . ?
C7 N1 Ni1 112.99(15) . . ?
C1 N1 Ni1 137.21(15) . . ?
C7 N2 C8 115.26(19) . . ?
C7 N2 C9 132.4(2) . . ?
C8 N2 C9 112.3(2) . . ?
C8 N3 C10 111.1(2) . . ?
C8 N3 C11 126.1(2) . . ?
C10 N3 C11 122.74(19) . . ?
C2 C1 C6 120.0(2) . . ?
C2 C1 N1 126.8(2) . . ?
C6 C1 N1 113.2(2) . . ?
C3 C2 C1 118.4(2) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 121.3(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 121.0(2) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 117.6(2) . . ?
C4 C5 H5 121.2 . . ?
C6 C5 H5 121.2 . . ?
C5 C6 C1 121.7(2) . . ?
C5 C6 S1 127.47(19) . . ?
C1 C6 S1 110.86(17) . . ?
N1 C7 N2 115.8(2) . . ?
N1 C7 S1 118.14(17) . . ?
N2 C7 S1 126.04(17) . . ?
N3 C8 N2 103.05(19) . . ?
N3 C8 Ni1 144.83(18) . . ?
N2 C8 Ni1 112.12(16) . . ?
C10 C9 N2 105.0(2) . . ?
C10 C9 H9 127.5 . . ?
N2 C9 H9 127.5 . . ?
C9 C10 N3 108.5(2) . . ?
C9 C10 H10 125.7 . . ?
N3 C10 H10 125.7 . . ?
N3 C11 C12 110.9(2) . . ?
N3 C11 H11A 109.5 . . ?
C12 C11 H11A 109.5 . . ?
N3 C11 H11B 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 108.0 . . ?
C13 C12 C11 124.9(2) . . ?
C13 C12 H12 117.6 . . ?
C11 C12 H12 117.6 . . ?
C12 C13 H13A 120.0 . . ?
C12 C13 H13B 120.0 . . ?
H13A C13 H13B 120.0 . . ?
C18 C14 C15 108.5(2) . . ?
C18 C14 Ni1 71.61(15) . . ?
C15 C14 Ni1 69.90(14) . . ?
C18 C14 H14 125.8 . . ?
C15 C14 H14 125.8 . . ?
Ni1 C14 H14 125.8 . . ?
C16 C15 C14 108.5(2) . . ?
C16 C15 Ni1 70.95(15) . . ?
C14 C15 Ni1 70.48(14) . . ?
C16 C15 H15 125.8 . . ?
C14 C15 H15 125.8 . . ?
Ni1 C15 H15 125.8 . . ?
C15 C16 C17 106.8(2) . . ?
C15 C16 Ni1 70.92(14) . . ?
C17 C16 Ni1 67.20(14) . . ?
C15 C16 H16 126.6 . . ?
C17 C16 H16 126.6 . . ?
Ni1 C16 H16 126.6 . . ?
C18 C17 C16 109.1(2) . . ?
C18 C17 Ni1 73.88(14) . . ?
C16 C17 Ni1 72.87(15) . . ?
C18 C17 H17 125.3 . . ?
C16 C17 H17 125.3 . . ?
Ni1 C17 H17 125.3 . . ?
C14 C18 C17 106.8(2) . . ?
C14 C18 Ni1 70.48(14) . . ?
C17 C18 Ni1 66.53(14) . . ?
C14 C18 H18 126.6 . . ?
C17 C18 H18 126.6 . . ?
Ni1 C18 H18 126.6 . . ?
F6 P1 F2 90.67(12) . . ?
F6 P1 F5 179.60(11) . . ?
F2 P1 F5 89.65(10) . . ?
F6 P1 F4 90.34(12) . . ?
F2 P1 F4 178.97(11) . . ?
F5 P1 F4 89.34(10) . . ?
F6 P1 F3 89.72(9) . . ?
F2 P1 F3 90.90(9) . . ?
F5 P1 F3 90.03(9) . . ?
F4 P1 F3 89.34(9) . . ?
F6 P1 F1 90.16(9) . . ?
F2 P1 F1 89.77(9) . . ?
F5 P1 F1 90.09(8) . . ?
F4 P1 F1 90.00(9) . . ?
F3 P1 F1 179.33(9) . . ?

_refine_diff_density_max         0.610
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.091

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_E460A
_database_code_depnum_ccdc_archive 'CCDC 1441072'
_audit_update_record             
;
2015-12-08 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H18 F6 N3 Ni P S'
_chemical_formula_weight         560.13

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

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

_cell_length_a                   10.8112(12)
_cell_length_b                   13.5233(15)
_cell_length_c                   30.106(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4401.6(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8062
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      26.65

_exptl_crystal_description       Block
_exptl_crystal_colour            Green
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_F_000             2272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.117
_shelx_estimated_absorpt_T_min   0.628
_shelx_estimated_absorpt_T_max   0.808
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6698
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            54601
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         2.319
_diffrn_reflns_theta_max         27.574
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5091
_reflns_number_gt                4456
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0478P)²+7.8816P] 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         5091
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1104
_refine_ls_wR_factor_gt          0.1063
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_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 0.51930(3) 0.51655(2) 0.61584(2) 0.01218(10) Uani 1 1 d . . . . .
S1 S 0.72206(6) 0.49201(4) 0.49138(2) 0.01459(14) Uani 1 1 d . . . . .
N1 N 0.58257(19) 0.54515(15) 0.55748(7) 0.0117(4) Uani 1 1 d . . . . .
N2 N 0.65550(19) 0.38908(15) 0.56681(7) 0.0125(4) Uani 1 1 d . . . . .
N3 N 0.6051(2) 0.30184(16) 0.62319(7) 0.0140(4) Uani 1 1 d . . . . .
C1 C 0.5795(2) 0.62459(18) 0.52751(8) 0.0133(5) Uani 1 1 d . . . . .
C2 C 0.5124(2) 0.71194(19) 0.53187(9) 0.0158(5) Uani 1 1 d . . . . .
H2 H 0.4618 0.7232 0.5571 0.019 Uiso 1 1 calc R U . . .
C3 C 0.5214(2) 0.78204(19) 0.49846(9) 0.0197(6) Uani 1 1 d . . . . .
H3 H 0.4767 0.8423 0.5010 0.024 Uiso 1 1 calc R U . . .
C4 C 0.5950(3) 0.7656(2) 0.46104(9) 0.0200(6) Uani 1 1 d . . . . .
H4 H 0.5999 0.8152 0.4387 0.024 Uiso 1 1 calc R U . . .
C5 C 0.6607(2) 0.67873(19) 0.45581(8) 0.0168(5) Uani 1 1 d . . . . .
H5 H 0.7101 0.6673 0.4302 0.020 Uiso 1 1 calc R U . . .
C6 C 0.6520(2) 0.60848(18) 0.48954(8) 0.0138(5) Uani 1 1 d . . . . .
C7 C 0.6505(2) 0.47327(17) 0.54157(8) 0.0118(5) Uani 1 1 d . . . . .
C8 C 0.5905(2) 0.39268(19) 0.60635(8) 0.0132(5) Uani 1 1 d . . . . .
C9 C 0.7083(2) 0.29683(18) 0.56007(9) 0.0157(5) Uani 1 1 d . . . . .
H9 H 0.7562 0.2762 0.5353 0.019 Uiso 1 1 calc R U . . .
C10 C 0.6778(2) 0.24303(18) 0.59553(9) 0.0162(5) Uani 1 1 d . . . . .
H10 H 0.7015 0.1765 0.6010 0.019 Uiso 1 1 calc R U . . .
C11 C 0.5540(3) 0.2664(2) 0.66534(8) 0.0177(5) Uani 1 1 d . . . . .
H11A H 0.5274 0.1968 0.6618 0.021 Uiso 1 1 calc R U . . .
H11B H 0.4800 0.3061 0.6729 0.021 Uiso 1 1 calc R U . . .
C12 C 0.6458(3) 0.2728(2) 0.70309(9) 0.0190(5) Uani 1 1 d . . . . .
C13 C 0.7208(3) 0.3548(2) 0.70916(10) 0.0284(7) Uani 1 1 d . . . . .
H13 H 0.7186 0.4074 0.6883 0.034 Uiso 1 1 calc R U . . .
C14 C 0.7992(3) 0.3604(3) 0.74562(12) 0.0400(8) Uani 1 1 d . . . . .
H14 H 0.8498 0.4170 0.7498 0.048 Uiso 1 1 calc R U . . .
C15 C 0.8033(4) 0.2835(3) 0.77583(11) 0.0438(9) Uani 1 1 d . . . . .
H15 H 0.8559 0.2876 0.8010 0.053 Uiso 1 1 calc R U . . .
C16 C 0.7313(4) 0.2011(3) 0.76932(11) 0.0404(9) Uani 1 1 d . . . . .
H16 H 0.7355 0.1479 0.7898 0.049 Uiso 1 1 calc R U . . .
C17 C 0.6522(3) 0.1949(2) 0.73305(10) 0.0280(7) Uani 1 1 d . . . . .
H17 H 0.6028 0.1376 0.7288 0.034 Uiso 1 1 calc R U . . .
C18 C 0.4815(3) 0.6559(2) 0.64417(10) 0.0238(6) Uani 1 1 d . . . . .
H18 H 0.5136 0.7207 0.6330 0.029 Uiso 1 1 calc R U . . .
C19 C 0.3667(3) 0.6099(2) 0.63067(9) 0.0220(6) Uani 1 1 d . . . . .
H19 H 0.3062 0.6372 0.6087 0.026 Uiso 1 1 calc R U . . .
C20 C 0.3546(3) 0.5215(2) 0.65390(9) 0.0214(6) Uani 1 1 d . . . . .
H20 H 0.2837 0.4741 0.6522 0.026 Uiso 1 1 calc R U . . .
C21 C 0.4638(3) 0.5113(2) 0.68078(9) 0.0225(6) Uani 1 1 d . . . . .
H21 H 0.4805 0.4555 0.7017 0.027 Uiso 1 1 calc R U . . .
C22 C 0.5375(3) 0.5980(2) 0.67665(9) 0.0256(6) Uani 1 1 d . . . . .
H22 H 0.6160 0.6130 0.6929 0.031 Uiso 1 1 calc R U . . .
P1 P 0.99175(7) 0.47080(5) 0.61723(2) 0.02001(17) Uani 1 1 d . . . . .
F1 F 1.07437(18) 0.56921(14) 0.61801(7) 0.0357(5) Uani 1 1 d . . . . .
F2 F 0.9394(2) 0.5046(2) 0.57006(8) 0.0713(8) Uani 1 1 d . . . . .
F3 F 0.90922(19) 0.37464(15) 0.61626(10) 0.0594(7) Uani 1 1 d . . . . .
F4 F 1.0437(2) 0.4422(2) 0.66390(8) 0.0623(8) Uani 1 1 d . . . . .
F5 F 1.1028(2) 0.41398(19) 0.59411(11) 0.0742(9) Uani 1 1 d . . . . .
F6 F 0.87957(19) 0.52935(14) 0.63970(8) 0.0424(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 C8 1.866(3) . ?
Ni1 N1 1.925(2) . ?
Ni1 C21 2.046(3) . ?
Ni1 C18 2.109(3) . ?
Ni1 C20 2.119(3) . ?
Ni1 C19 2.125(3) . ?
Ni1 C22 2.146(3) . ?
S1 C7 1.717(2) . ?
S1 C6 1.749(3) . ?
N1 C7 1.309(3) . ?
N1 C1 1.403(3) . ?
N2 C7 1.370(3) . ?
N2 C8 1.383(3) . ?
N2 C9 1.387(3) . ?
N3 C8 1.338(3) . ?
N3 C10 1.394(3) . ?
N3 C11 1.465(3) . ?
C1 C2 1.392(3) . ?
C1 C6 1.402(4) . ?
C2 C3 1.386(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.397(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(3) . ?
C5 H5 0.9500 . ?
C9 C10 1.333(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.511(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.386(4) . ?
C12 C17 1.388(4) . ?
C13 C14 1.389(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.373(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.389(5) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C22 1.392(4) . ?
C18 C19 1.447(4) . ?
C18 H18 1.0000 . ?
C19 C20 1.392(4) . ?
C19 H19 1.0000 . ?
C20 C21 1.438(4) . ?
C20 H20 1.0000 . ?
C21 C22 1.423(4) . ?
C21 H21 1.0000 . ?
C22 H22 1.0000 . ?
P1 F4 1.562(2) . ?
P1 F3 1.577(2) . ?
P1 F5 1.586(2) . ?
P1 F2 1.596(2) . ?
P1 F6 1.599(2) . ?
P1 F1 1.6030(19) . ?

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
C8 Ni1 N1 83.92(10) . . ?
C8 Ni1 C21 103.66(11) . . ?
N1 Ni1 C21 169.53(10) . . ?
C8 Ni1 C18 160.82(11) . . ?
N1 Ni1 C18 104.98(10) . . ?
C21 Ni1 C18 65.66(12) . . ?
C8 Ni1 C20 117.25(11) . . ?
N1 Ni1 C20 141.82(10) . . ?
C21 Ni1 C20 40.35(11) . . ?
C18 Ni1 C20 65.82(11) . . ?
C8 Ni1 C19 152.38(11) . . ?
N1 Ni1 C19 110.38(10) . . ?
C21 Ni1 C19 65.94(11) . . ?
C18 Ni1 C19 39.96(12) . . ?
C20 Ni1 C19 38.29(11) . . ?
C8 Ni1 C22 123.63(11) . . ?
N1 Ni1 C22 130.03(11) . . ?
C21 Ni1 C22 39.60(12) . . ?
C18 Ni1 C22 38.17(12) . . ?
C20 Ni1 C22 66.39(11) . . ?
C19 Ni1 C22 65.60(11) . . ?
C7 S1 C6 88.01(12) . . ?
C7 N1 C1 110.3(2) . . ?
C7 N1 Ni1 112.58(16) . . ?
C1 N1 Ni1 137.09(17) . . ?
C7 N2 C8 115.3(2) . . ?
C7 N2 C9 133.1(2) . . ?
C8 N2 C9 111.5(2) . . ?
C8 N3 C10 111.3(2) . . ?
C8 N3 C11 125.7(2) . . ?
C10 N3 C11 122.9(2) . . ?
C2 C1 C6 120.0(2) . . ?
C2 C1 N1 126.9(2) . . ?
C6 C1 N1 113.1(2) . . ?
C3 C2 C1 118.4(2) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 121.1(2) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 121.3(2) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 117.5(2) . . ?
C4 C5 H5 121.3 . . ?
C6 C5 H5 121.3 . . ?
C5 C6 C1 121.7(2) . . ?
C5 C6 S1 127.4(2) . . ?
C1 C6 S1 110.86(18) . . ?
N1 C7 N2 115.9(2) . . ?
N1 C7 S1 117.73(18) . . ?
N2 C7 S1 126.37(18) . . ?
N3 C8 N2 103.5(2) . . ?
N3 C8 Ni1 144.58(19) . . ?
N2 C8 Ni1 111.90(17) . . ?
C10 C9 N2 105.8(2) . . ?
C10 C9 H9 127.1 . . ?
N2 C9 H9 127.1 . . ?
C9 C10 N3 107.8(2) . . ?
C9 C10 H10 126.1 . . ?
N3 C10 H10 126.1 . . ?
N3 C11 C12 112.6(2) . . ?
N3 C11 H11A 109.1 . . ?
C12 C11 H11A 109.1 . . ?
N3 C11 H11B 109.1 . . ?
C12 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
C13 C12 C17 119.5(3) . . ?
C13 C12 C11 121.9(2) . . ?
C17 C12 C11 118.5(3) . . ?
C12 C13 C14 120.3(3) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 119.9(3) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C16 C15 C14 119.8(3) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 120.7(3) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C12 C17 C16 119.7(3) . . ?
C12 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C22 C18 C19 109.2(3) . . ?
C22 C18 Ni1 72.34(16) . . ?
C19 C18 Ni1 70.62(15) . . ?
C22 C18 H18 125.4 . . ?
C19 C18 H18 125.4 . . ?
Ni1 C18 H18 125.4 . . ?
C20 C19 C18 108.0(3) . . ?
C20 C19 Ni1 70.61(16) . . ?
C18 C19 Ni1 69.42(15) . . ?
C20 C19 H19 126.0 . . ?
C18 C19 H19 126.0 . . ?
Ni1 C19 H19 126.0 . . ?
C19 C20 C21 106.7(3) . . ?
C19 C20 Ni1 71.10(16) . . ?
C21 C20 Ni1 67.11(15) . . ?
C19 C20 H20 126.6 . . ?
C21 C20 H20 126.6 . . ?
Ni1 C20 H20 126.6 . . ?
C22 C21 C20 109.4(3) . . ?
C22 C21 Ni1 73.96(16) . . ?
C20 C21 Ni1 72.54(16) . . ?
C22 C21 H21 125.1 . . ?
C20 C21 H21 125.1 . . ?
Ni1 C21 H21 125.1 . . ?
C18 C22 C21 106.4(3) . . ?
C18 C22 Ni1 69.49(16) . . ?
C21 C22 Ni1 66.44(15) . . ?
C18 C22 H22 126.8 . . ?
C21 C22 H22 126.8 . . ?
Ni1 C22 H22 126.8 . . ?
F4 P1 F3 90.90(14) . . ?
F4 P1 F5 90.15(17) . . ?
F3 P1 F5 91.19(13) . . ?
F4 P1 F2 177.70(16) . . ?
F3 P1 F2 91.10(15) . . ?
F5 P1 F2 90.96(17) . . ?
F4 P1 F6 90.85(15) . . ?
F3 P1 F6 89.26(12) . . ?
F5 P1 F6 178.90(17) . . ?
F2 P1 F6 88.03(14) . . ?
F4 P1 F1 89.56(12) . . ?
F3 P1 F1 179.37(13) . . ?
F5 P1 F1 89.24(12) . . ?
F2 P1 F1 88.43(14) . . ?
F6 P1 F1 90.31(11) . . ?

_refine_diff_density_max         1.018
_refine_diff_density_min         -0.739
_refine_diff_density_rms         0.094

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_E419
_database_code_depnum_ccdc_archive 'CCDC 1441073'
_audit_update_record             
;
2015-12-08 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H14 F6 N3 Ni P S'
_chemical_formula_weight         484.04

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

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

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

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

_cell_length_a                   14.8278(7)
_cell_length_b                   6.9438(4)
_cell_length_c                   17.7673(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1829.34(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6350
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      28.25

_exptl_crystal_description       Rod
_exptl_crystal_colour            Green
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.328
_shelx_estimated_absorpt_T_min   0.768
_shelx_estimated_absorpt_T_max   0.890
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6737
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Microfocuisng Source'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17118
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.293
_diffrn_reflns_theta_max         28.281
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2451
_reflns_number_gt                2003
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+0.9539P] 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         2451
_refine_ls_number_parameters     158
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0284
_refine_ls_wR_factor_ref         0.0645
_refine_ls_wR_factor_gt          0.0601
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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 0.65439(2) 0.7500 0.60655(2) 0.01304(9) Uani 1 2 d S T P . .
S1 S 0.48041(4) 0.7500 0.40821(3) 0.01476(13) Uani 1 2 d S T P . .
N1 N 0.79790(12) 0.7500 0.48273(11) 0.0170(4) Uani 1 2 d S T P . .
N2 N 0.65788(12) 0.7500 0.45370(10) 0.0142(4) Uani 1 2 d S T P . .
N3 N 0.54824(12) 0.7500 0.54379(10) 0.0129(4) Uani 1 2 d S T P . .
C1 C 0.71574(15) 0.7500 0.51475(12) 0.0140(5) Uani 1 2 d S T P . .
C2 C 0.79177(16) 0.7500 0.40428(13) 0.0194(5) Uani 1 2 d S T P . .
H2 H 0.8411 0.7500 0.3702 0.023 Uiso 1 2 calc R U P . .
C3 C 0.70416(16) 0.7500 0.38534(13) 0.0179(5) Uani 1 2 d S T P . .
H3 H 0.6791 0.7500 0.3361 0.021 Uiso 1 2 calc R U P . .
C4 C 0.88380(16) 0.7500 0.52377(14) 0.0304(7) Uani 1 2 d S T P . .
H4A H 0.8820 0.6520 0.5634 0.046 Uiso 0.5 1 calc R U P . .
H4B H 0.8936 0.8769 0.5464 0.046 Uiso 0.5 1 calc R U P . .
H4C H 0.9331 0.7211 0.4889 0.046 Uiso 0.5 1 calc R U P . .
C5 C 0.56772(14) 0.7500 0.47137(12) 0.0130(5) Uani 1 2 d S T P . .
C6 C 0.45420(14) 0.7500 0.55343(13) 0.0126(4) Uani 1 2 d S T P . .
C7 C 0.40722(16) 0.7500 0.62143(13) 0.0183(5) Uani 1 2 d S T P . .
H7 H 0.4384 0.7500 0.6682 0.022 Uiso 1 2 calc R U P . .
C8 C 0.31368(17) 0.7500 0.61887(14) 0.0208(5) Uani 1 2 d S T P . .
H8 H 0.2806 0.7500 0.6647 0.025 Uiso 1 2 calc R U P . .
C9 C 0.26704(16) 0.7500 0.55068(14) 0.0202(5) Uani 1 2 d S T P . .
H9 H 0.2030 0.7500 0.5509 0.024 Uiso 1 2 calc R U P . .
C10 C 0.31268(15) 0.7500 0.48273(13) 0.0166(5) Uani 1 2 d S T P . .
H10 H 0.2811 0.7500 0.4362 0.020 Uiso 1 2 calc R U P . .
C11 C 0.40672(15) 0.7500 0.48491(12) 0.0137(5) Uani 1 2 d S T P . .
C12 C 0.75650(18) 0.7500 0.68289(14) 0.0426(9) Uani 1 2 d S T P . .
H12 H 0.8223 0.7500 0.6704 0.051 Uiso 1 2 calc R U P . .
C13 C 0.70390(14) 0.5837(3) 0.69825(10) 0.0338(5) Uani 1 1 d . . . . .
H13 H 0.7248 0.4468 0.6963 0.041 Uiso 1 1 calc R U . . .
C14 C 0.61844(12) 0.6470(3) 0.71544(9) 0.0233(4) Uani 1 1 d . . . . .
H14 H 0.5655 0.5630 0.7273 0.028 Uiso 1 1 calc R U . . .
P1 P 0.44969(4) 0.2500 0.82018(3) 0.01565(14) Uani 1 2 d S T P . .
F1 F 0.54463(9) 0.2500 0.77619(8) 0.0220(3) Uani 1 2 d S T P . .
F2 F 0.48791(7) 0.41329(18) 0.87509(6) 0.0344(3) Uani 1 1 d . . . . .
F3 F 0.35613(10) 0.2500 0.86403(10) 0.0383(4) Uani 1 2 d S T P . .
F4 F 0.41332(7) 0.08731(18) 0.76408(6) 0.0325(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 C1 1.868(2) . ?
Ni1 N3 1.9291(18) . ?
Ni1 C12 2.033(3) . ?
Ni1 C13 2.1276(18) 7_575 ?
Ni1 C13 2.1276(18) . ?
Ni1 C14 2.1303(17) . ?
Ni1 C14 2.1304(17) 7_575 ?
S1 C5 1.713(2) . ?
S1 C11 1.747(2) . ?
N1 C1 1.344(3) . ?
N1 C2 1.397(3) . ?
N1 C4 1.468(3) . ?
N2 C5 1.373(3) . ?
N2 C1 1.383(3) . ?
N2 C3 1.395(3) . ?
N3 C5 1.319(3) . ?
N3 C6 1.405(3) . ?
C2 C3 1.342(3) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C6 C7 1.395(3) . ?
C6 C11 1.406(3) . ?
C7 C8 1.388(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.395(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.384(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.395(3) . ?
C10 H10 0.9500 . ?
C12 C13 1.420(3) . ?
C12 C13 1.420(3) 7_575 ?
C12 H12 1.0000 . ?
C13 C14 1.376(3) . ?
C13 H13 1.0000 . ?
C14 C14 1.430(4) 7_575 ?
C14 H14 1.0000 . ?
P1 F3 1.5910(15) . ?
P1 F2 1.5996(12) 7_565 ?
P1 F2 1.5996(12) . ?
P1 F4 1.6002(11) . ?
P1 F4 1.6003(11) 7_565 ?
P1 F1 1.6103(14) . ?

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 N3 83.83(9) . . ?
C1 Ni1 C12 102.71(10) . . ?
N3 Ni1 C12 173.46(9) . . ?
C1 Ni1 C13 120.05(8) . 7_575 ?
N3 Ni1 C13 136.40(7) . 7_575 ?
C12 Ni1 C13 39.83(7) . 7_575 ?
C1 Ni1 C13 120.05(8) . . ?
N3 Ni1 C13 136.40(7) . . ?
C12 Ni1 C13 39.83(7) . . ?
C13 Ni1 C13 65.74(12) 7_575 . ?
C1 Ni1 C14 156.21(7) . . ?
N3 Ni1 C14 108.71(7) . . ?
C12 Ni1 C14 65.19(8) . . ?
C13 Ni1 C14 64.73(7) 7_575 . ?
C13 Ni1 C14 37.70(7) . . ?
C1 Ni1 C14 156.21(7) . 7_575 ?
N3 Ni1 C14 108.71(7) . 7_575 ?
C12 Ni1 C14 65.19(8) . 7_575 ?
C13 Ni1 C14 37.70(7) 7_575 7_575 ?
C13 Ni1 C14 64.73(7) . 7_575 ?
C14 Ni1 C14 39.23(10) . 7_575 ?
C5 S1 C11 87.80(11) . . ?
C1 N1 C2 111.31(19) . . ?
C1 N1 C4 125.2(2) . . ?
C2 N1 C4 123.5(2) . . ?
C5 N2 C1 115.12(18) . . ?
C5 N2 C3 132.68(19) . . ?
C1 N2 C3 112.20(18) . . ?
C5 N3 C6 109.66(18) . . ?
C5 N3 Ni1 112.66(15) . . ?
C6 N3 Ni1 137.68(15) . . ?
N1 C1 N2 103.30(19) . . ?
N1 C1 Ni1 144.19(17) . . ?
N2 C1 Ni1 112.51(15) . . ?
C3 C2 N1 108.2(2) . . ?
C3 C2 H2 125.9 . . ?
N1 C2 H2 125.9 . . ?
C2 C3 N2 104.9(2) . . ?
C2 C3 H3 127.5 . . ?
N2 C3 H3 127.5 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 N2 115.88(19) . . ?
N3 C5 S1 118.26(17) . . ?
N2 C5 S1 125.86(17) . . ?
C7 C6 N3 127.0(2) . . ?
C7 C6 C11 120.0(2) . . ?
N3 C6 C11 113.04(19) . . ?
C8 C7 C6 118.1(2) . . ?
C8 C7 H7 121.0 . . ?
C6 C7 H7 121.0 . . ?
C7 C8 C9 121.6(2) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C10 C9 C8 121.0(2) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C11 117.7(2) . . ?
C9 C10 H10 121.2 . . ?
C11 C10 H10 121.2 . . ?
C10 C11 C6 121.6(2) . . ?
C10 C11 S1 127.14(18) . . ?
C6 C11 S1 111.24(16) . . ?
C13 C12 C13 108.8(2) . 7_575 ?
C13 C12 Ni1 73.69(13) . . ?
C13 C12 Ni1 73.69(13) 7_575 . ?
C13 C12 H12 125.3 . . ?
C13 C12 H12 125.3 7_575 . ?
Ni1 C12 H12 125.3 . . ?
C14 C13 C12 106.78(19) . . ?
C14 C13 Ni1 71.26(10) . . ?
C12 C13 Ni1 66.48(13) . . ?
C14 C13 H13 126.6 . . ?
C12 C13 H13 126.6 . . ?
Ni1 C13 H13 126.6 . . ?
C13 C14 C14 108.64(13) . 7_575 ?
C13 C14 Ni1 71.04(11) . . ?
C14 C14 Ni1 70.39(5) 7_575 . ?
C13 C14 H14 125.7 . . ?
C14 C14 H14 125.7 7_575 . ?
Ni1 C14 H14 125.7 . . ?
F3 P1 F2 90.59(6) . 7_565 ?
F3 P1 F2 90.59(6) . . ?
F2 P1 F2 90.28(10) 7_565 . ?
F3 P1 F4 90.64(6) . . ?
F2 P1 F4 89.94(6) 7_565 . ?
F2 P1 F4 178.75(7) . . ?
F3 P1 F4 90.64(6) . 7_565 ?
F2 P1 F4 178.75(7) 7_565 7_565 ?
F2 P1 F4 89.94(6) . 7_565 ?
F4 P1 F4 89.82(9) . 7_565 ?
F3 P1 F1 179.72(9) . . ?
F2 P1 F1 89.22(6) 7_565 . ?
F2 P1 F1 89.21(6) . . ?
F4 P1 F1 89.56(6) . . ?
F4 P1 F1 89.56(6) 7_565 . ?

_refine_diff_density_max         0.469
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.078

_shelxl_version_number           2014-3

