# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1811793'
_audit_update_record             
;
2017-12-16 deposited with the CCDC.
2018-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            1-Ni
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H23 F12 N7 Ni P2'
_chemical_formula_sum            'C22 H23 F12 N7 Ni P2'
_chemical_formula_weight         734.12

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   37.426(4)
_cell_length_b                   8.0756(8)
_cell_length_c                   23.616(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 128.460(5)
_cell_angle_gamma                90.00
_cell_volume                     5589.1(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9886
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      25.30

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.745
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2960
_exptl_absorpt_coefficient_mu    0.918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8377
_exptl_absorpt_correction_T_max  0.8822
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43232
_diffrn_reflns_av_R_equivalents  0.0411
_diffrn_reflns_av_sigmaI/netI    0.0232
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.39
_diffrn_reflns_theta_max         25.35
_reflns_number_total             5050
_reflns_number_gt                4426
_reflns_threshold_expression     >2sigma(I)

_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    ORTEP-32
_computing_publication_material  WinGX

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0343P)²+24.2706P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5050
_refine_ls_number_parameters     402
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.0904
_refine_ls_wR_factor_gt          0.0861
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.12366(9) -0.0923(4) -0.06602(15) 0.0224(6) Uani 1 1 d . . .
H1A H 0.1428 -0.0246 -0.0721 0.034 Uiso 1 1 calc R . .
H1B H 0.1131 -0.1903 -0.0971 0.034 Uiso 1 1 calc R . .
H1C H 0.1415 -0.1271 -0.0154 0.034 Uiso 1 1 calc R . .
C2 C 0.08194(8) 0.1043(3) -0.04213(13) 0.0140(5) Uani 1 1 d . . .
C3 C 0.04193(9) -0.0003(4) -0.15475(14) 0.0206(6) Uani 1 1 d . . .
H3 H 0.0349 -0.0606 -0.1951 0.025 Uiso 1 1 calc R . .
C4 C 0.01306(9) 0.0949(3) -0.15348(14) 0.0202(6) Uani 1 1 d . . .
H4 H -0.0182 0.1153 -0.1925 0.024 Uiso 1 1 calc R . .
C5 C 0.02028(9) 0.2688(3) -0.05775(14) 0.0190(6) Uani 1 1 d . . .
H5A H -0.0135 0.2652 -0.0921 0.023 Uiso 1 1 calc R . .
H5B H 0.0298 0.3834 -0.0576 0.023 Uiso 1 1 calc R . .
C6 C 0.03596(9) 0.2285(3) 0.01716(14) 0.0170(5) Uani 1 1 d . . .
C7 C 0.00682(9) 0.2589(4) 0.03358(16) 0.0240(6) Uani 1 1 d . . .
H7 H -0.0236 0.2950 -0.0031 0.029 Uiso 1 1 calc R . .
C8 C 0.02227(10) 0.2363(4) 0.10364(17) 0.0267(7) Uani 1 1 d . . .
H8 H 0.0022 0.2524 0.1150 0.032 Uiso 1 1 calc R . .
C9 C 0.06731(10) 0.1901(4) 0.15712(15) 0.0227(6) Uani 1 1 d . . .
H9 H 0.0787 0.1761 0.2057 0.027 Uiso 1 1 calc R . .
C10 C 0.09546(9) 0.1645(3) 0.13832(14) 0.0160(5) Uani 1 1 d . . .
C11 C 0.14473(9) 0.1275(3) 0.19013(14) 0.0163(5) Uani 1 1 d . . .
C12 C 0.16897(10) 0.1109(3) 0.26432(15) 0.0222(6) Uani 1 1 d . . .
H12 H 0.1543 0.1250 0.2853 0.027 Uiso 1 1 calc R . .
C13 C 0.21519(10) 0.0732(4) 0.30705(15) 0.0271(7) Uani 1 1 d . . .
H13 H 0.2328 0.0657 0.3581 0.033 Uiso 1 1 calc R . .
C14 C 0.23541(9) 0.0468(4) 0.27495(15) 0.0252(6) Uani 1 1 d . . .
H14 H 0.2666 0.0155 0.3035 0.030 Uiso 1 1 calc R . .
C15 C 0.20987(9) 0.0664(3) 0.20069(14) 0.0186(6) Uani 1 1 d . . .
C16 C 0.23059(9) 0.0247(4) 0.16438(15) 0.0220(6) Uani 1 1 d . . .
H16A H 0.2642 0.0287 0.2009 0.026 Uiso 1 1 calc R . .
H16B H 0.2220 -0.0900 0.1457 0.026 Uiso 1 1 calc R . .
C17 C 0.17250(8) 0.1843(3) 0.05341(13) 0.0152(5) Uani 1 1 d . . .
C18 C 0.24491(9) 0.2058(4) 0.09300(16) 0.0236(6) Uani 1 1 d . . .
H18 H 0.2769 0.1895 0.1212 0.028 Uiso 1 1 calc R . .
C19 C 0.21864(10) 0.3016(4) 0.03384(16) 0.0231(6) Uani 1 1 d . . .
H19 H 0.2285 0.3659 0.0122 0.028 Uiso 1 1 calc R . .
C20 C 0.13580(10) 0.3862(4) -0.04975(15) 0.0224(6) Uani 1 1 d . . .
H20A H 0.1174 0.3170 -0.0932 0.034 Uiso 1 1 calc R . .
H20B H 0.1475 0.4818 -0.0592 0.034 Uiso 1 1 calc R . .
H20C H 0.1169 0.4248 -0.0368 0.034 Uiso 1 1 calc R . .
C21 C -0.11656(10) 0.2798(4) -0.28468(16) 0.0282(7) Uani 1 1 d . . .
C22 C -0.12428(10) 0.4559(4) -0.28229(17) 0.0312(7) Uani 1 1 d . . .
H22A H -0.0974 0.5188 -0.2678 0.047 Uiso 1 1 calc R . .
H22B H -0.1297 0.4747 -0.2472 0.047 Uiso 1 1 calc R . .
H22C H -0.1510 0.4926 -0.3303 0.047 Uiso 1 1 calc R . .
N1 N 0.08401(7) 0.0055(3) -0.08627(11) 0.0155(5) Uani 1 1 d . . .
N2 N 0.03805(7) 0.1575(3) -0.08365(11) 0.0156(5) Uani 1 1 d . . .
N3 N 0.07935(7) 0.1777(3) 0.06842(11) 0.0131(4) Uani 1 1 d . . .
N4 N 0.16546(7) 0.1120(3) 0.15931(11) 0.0145(4) Uani 1 1 d . . .
N5 N 0.21645(7) 0.1355(3) 0.10503(12) 0.0179(5) Uani 1 1 d . . .
N6 N 0.17430(7) 0.2886(3) 0.01032(12) 0.0174(5) Uani 1 1 d . . .
N7 N -0.11001(10) 0.1421(4) -0.28689(16) 0.0384(7) Uani 1 1 d . . .
F1 F 0.15409(6) 0.4723(2) 0.14513(14) 0.0627(7) Uani 1 1 d . . .
F2 F 0.16333(6) 0.7026(3) 0.10038(11) 0.0589(7) Uani 1 1 d . . .
F3 F 0.16079(7) 0.7174(3) 0.19183(10) 0.0538(6) Uani 1 1 d . . .
F4 F 0.10166(7) 0.8135(2) 0.08155(13) 0.0627(8) Uani 1 1 d . . .
F5 F 0.09194(6) 0.5850(3) 0.12326(10) 0.0489(6) Uani 1 1 d . . .
F6 F 0.09514(6) 0.5663(3) 0.03289(10) 0.0470(6) Uani 1 1 d . . .
F7 F 0.03356(8) 0.5496(4) -0.16364(14) 0.0804(9) Uani 1 1 d . . .
F8 F -0.03044(6) 0.6847(2) -0.25019(10) 0.0298(4) Uani 1 1 d . . .
F9 F -0.03119(9) 0.4065(3) -0.2532(2) 0.0971(12) Uani 1 1 d . . .
F10 F 0.28248(7) -0.1241(3) 0.06503(11) 0.0521(6) Uani 1 1 d . . .
F11 F 0.28198(5) -0.4014(2) 0.05067(9) 0.0287(4) Uani 1 1 d . . .
F12 F 0.28006(6) -0.2250(3) -0.02601(11) 0.0461(6) Uani 1 1 d . . .
P1 P 0.12804(2) 0.64309(9) 0.11189(4) 0.01831(16) Uani 1 1 d . . .
P2 P 0.0000 0.54454(14) -0.2500 0.0314(3) Uani 1 2 d S . .
P3 P 0.2500 -0.2500 0.0000 0.0180(2) Uani 1 2 d S . .
Ni1 Ni 0.124931(10) 0.14241(4) 0.056629(16) 0.01154(10) 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
C1 N1 1.474(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 N1 1.353(3) . ?
C2 N2 1.357(3) . ?
C2 Ni1 1.859(3) . ?
C3 C4 1.341(4) . ?
C3 N1 1.389(3) . ?
C3 H3 0.9500 . ?
C4 N2 1.390(3) . ?
C4 H4 0.9500 . ?
C5 N2 1.459(3) . ?
C5 C6 1.513(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N3 1.351(3) . ?
C6 C7 1.388(4) . ?
C7 C8 1.384(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.388(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(4) . ?
C9 H9 0.9500 . ?
C10 N3 1.364(3) . ?
C10 C11 1.477(4) . ?
C11 N4 1.360(3) . ?
C11 C12 1.390(4) . ?
C12 C13 1.390(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.381(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.389(4) . ?
C14 H14 0.9500 . ?
C15 N4 1.354(3) . ?
C15 C16 1.509(4) . ?
C16 N5 1.457(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 N6 1.354(3) . ?
C17 N5 1.361(3) . ?
C17 Ni1 1.860(3) . ?
C18 C19 1.345(4) . ?
C18 N5 1.384(3) . ?
C18 H18 0.9500 . ?
C19 N6 1.388(3) . ?
C19 H19 0.9500 . ?
C20 N6 1.472(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 N7 1.147(4) . ?
C21 C22 1.460(5) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
N3 Ni1 1.913(2) . ?
N4 Ni1 1.915(2) . ?
F1 P1 1.587(2) . ?
F2 P1 1.580(2) . ?
F3 P1 1.596(2) . ?
F4 P1 1.582(2) . ?
F5 P1 1.6026(19) . ?
F6 P1 1.5889(19) . ?
F7 P2 1.598(3) . ?
F8 P2 1.6040(18) . ?
F9 P2 1.582(2) . ?
F10 P3 1.5963(19) . ?
F11 P3 1.6057(16) . ?
F12 P3 1.5947(17) . ?
P2 F9 1.582(2) 2_554 ?
P2 F7 1.598(3) 2_554 ?
P2 F8 1.6040(18) 2_554 ?
P3 F12 1.5947(17) 7_545 ?
P3 F10 1.5963(19) 7_545 ?
P3 F11 1.6057(16) 7_545 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 N2 104.7(2) . . ?
N1 C2 Ni1 130.16(19) . . ?
N2 C2 Ni1 124.62(19) . . ?
C4 C3 N1 107.5(2) . . ?
C4 C3 H3 126.3 . . ?
N1 C3 H3 126.3 . . ?
C3 C4 N2 106.2(2) . . ?
C3 C4 H4 126.9 . . ?
N2 C4 H4 126.9 . . ?
N2 C5 C6 114.3(2) . . ?
N2 C5 H5A 108.7 . . ?
C6 C5 H5A 108.7 . . ?
N2 C5 H5B 108.7 . . ?
C6 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
N3 C6 C7 121.2(2) . . ?
N3 C6 C5 119.3(2) . . ?
C7 C6 C5 119.2(2) . . ?
C8 C7 C6 119.6(3) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C7 C8 C9 119.4(3) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C8 C9 C10 118.8(3) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
N3 C10 C9 121.5(2) . . ?
N3 C10 C11 113.8(2) . . ?
C9 C10 C11 124.7(2) . . ?
N4 C11 C12 121.5(2) . . ?
N4 C11 C10 114.1(2) . . ?
C12 C11 C10 124.3(2) . . ?
C13 C12 C11 118.6(3) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
C14 C13 C12 119.7(3) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 119.6(3) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
N4 C15 C14 120.9(3) . . ?
N4 C15 C16 119.0(2) . . ?
C14 C15 C16 119.9(2) . . ?
N5 C16 C15 113.7(2) . . ?
N5 C16 H16A 108.8 . . ?
C15 C16 H16A 108.8 . . ?
N5 C16 H16B 108.8 . . ?
C15 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
N6 C17 N5 104.8(2) . . ?
N6 C17 Ni1 129.79(19) . . ?
N5 C17 Ni1 124.39(19) . . ?
C19 C18 N5 106.9(2) . . ?
C19 C18 H18 126.6 . . ?
N5 C18 H18 126.6 . . ?
C18 C19 N6 107.0(2) . . ?
C18 C19 H19 126.5 . . ?
N6 C19 H19 126.5 . . ?
N6 C20 H20A 109.5 . . ?
N6 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N6 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N7 C21 C22 178.8(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C2 N1 C3 110.5(2) . . ?
C2 N1 C1 126.5(2) . . ?
C3 N1 C1 122.9(2) . . ?
C2 N2 C4 111.1(2) . . ?
C2 N2 C5 123.7(2) . . ?
C4 N2 C5 125.2(2) . . ?
C6 N3 C10 119.2(2) . . ?
C6 N3 Ni1 126.76(18) . . ?
C10 N3 Ni1 113.66(17) . . ?
C15 N4 C11 119.4(2) . . ?
C15 N4 Ni1 126.79(18) . . ?
C11 N4 Ni1 113.57(17) . . ?
C17 N5 C18 110.7(2) . . ?
C17 N5 C16 123.6(2) . . ?
C18 N5 C16 125.7(2) . . ?
C17 N6 C19 110.6(2) . . ?
C17 N6 C20 125.5(2) . . ?
C19 N6 C20 123.7(2) . . ?
F2 P1 F4 90.60(14) . . ?
F2 P1 F1 91.57(14) . . ?
F4 P1 F1 177.23(16) . . ?
F2 P1 F6 92.12(12) . . ?
F4 P1 F6 89.90(13) . . ?
F1 P1 F6 91.74(13) . . ?
F2 P1 F3 88.86(13) . . ?
F4 P1 F3 90.72(13) . . ?
F1 P1 F3 87.60(13) . . ?
F6 P1 F3 178.83(14) . . ?
F2 P1 F5 179.26(14) . . ?
F4 P1 F5 88.67(13) . . ?
F1 P1 F5 89.16(13) . . ?
F6 P1 F5 87.93(11) . . ?
F3 P1 F5 91.09(12) . . ?
F9 P2 F9 90.34(18) . 2_554 ?
F9 P2 F7 92.88(18) . . ?
F9 P2 F7 89.20(18) 2_554 . ?
F9 P2 F7 89.20(18) . 2_554 ?
F9 P2 F7 92.88(18) 2_554 2_554 ?
F7 P2 F7 177.1(2) . 2_554 ?
F9 P2 F8 177.96(16) . 2_554 ?
F9 P2 F8 89.76(11) 2_554 2_554 ?
F7 P2 F8 89.16(13) . 2_554 ?
F7 P2 F8 88.76(12) 2_554 2_554 ?
F9 P2 F8 89.76(11) . . ?
F9 P2 F8 177.96(16) 2_554 . ?
F7 P2 F8 88.76(12) . . ?
F7 P2 F8 89.16(13) 2_554 . ?
F8 P2 F8 90.21(13) 2_554 . ?
F12 P3 F12 180.00(8) 7_545 . ?
F12 P3 F10 90.43(13) 7_545 . ?
F12 P3 F10 89.57(13) . . ?
F12 P3 F10 89.57(13) 7_545 7_545 ?
F12 P3 F10 90.43(13) . 7_545 ?
F10 P3 F10 180.0(3) . 7_545 ?
F12 P3 F11 89.66(9) 7_545 . ?
F12 P3 F11 90.34(9) . . ?
F10 P3 F11 89.98(10) . . ?
F10 P3 F11 90.02(10) 7_545 . ?
F12 P3 F11 90.34(9) 7_545 7_545 ?
F12 P3 F11 89.66(9) . 7_545 ?
F10 P3 F11 90.02(10) . 7_545 ?
F10 P3 F11 89.98(10) 7_545 7_545 ?
F11 P3 F11 180.0(3) . 7_545 ?
C2 Ni1 C17 94.72(11) . . ?
C2 Ni1 N3 93.04(10) . . ?
C17 Ni1 N3 160.37(10) . . ?
C2 Ni1 N4 162.45(10) . . ?
C17 Ni1 N4 92.91(10) . . ?
N3 Ni1 N4 84.86(9) . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.961
_refine_diff_density_min         -0.798
_refine_diff_density_rms         0.072

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile, diethyl ether'
####################################################################### 
# 
# 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_shelxl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1811795'
_audit_update_record             
;
2017-12-16 deposited with the CCDC.
2018-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            3-Ni(ClO4)2
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H16 Cl2 N6 Ni O8'
_chemical_formula_sum            'C19 H16 Cl2 N6 Ni O8'
_chemical_formula_weight         585.99

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/m

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

_cell_length_a                   13.978(9)
_cell_length_b                   12.184(8)
_cell_length_c                   13.374(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.402(11)
_cell_angle_gamma                90.00
_cell_volume                     2148(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4046
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      25.29

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.812
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1192
_exptl_absorpt_coefficient_mu    1.216
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7117
_exptl_absorpt_correction_T_max  0.8881
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7489
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_sigmaI/netI    0.0199
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         25.39
_reflns_number_total             2050
_reflns_number_gt                1731
_reflns_threshold_expression     >2sigma(I)

_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    ORTEP-32
_computing_publication_material  WinGX

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0865P)²+3.0007P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2050
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_ref         0.1398
_refine_ls_wR_factor_gt          0.1298
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1582(4) 0.0000 0.5038(4) 0.0590(14) Uani 1 2 d S . .
H1A H 0.2273 0.0000 0.4990 0.071 Uiso 1 2 calc SR . .
H1B H 0.1649 0.0000 0.5799 0.071 Uiso 1 2 calc SR . .
C2 C 0.0352(3) 0.1079(3) 0.3571(3) 0.0445(8) Uani 1 1 d . . .
C3 C 0.1334(3) 0.2009(4) 0.5008(3) 0.0635(11) Uani 1 1 d . . .
H3 H 0.1818 0.2154 0.5686 0.076 Uiso 1 1 calc R . .
C4 C 0.0794(3) 0.2750(4) 0.4326(4) 0.0659(11) Uani 1 1 d . . .
H4 H 0.0814 0.3523 0.4421 0.079 Uiso 1 1 calc R . .
C5 C -0.0582(3) 0.2696(3) 0.2578(3) 0.0602(10) Uani 1 1 d . . .
H5A H -0.0386 0.3471 0.2537 0.072 Uiso 1 1 calc R . .
H5B H -0.1225 0.2694 0.2735 0.072 Uiso 1 1 calc R . .
C6 C -0.0767(3) 0.2172(3) 0.1514(3) 0.0487(8) Uani 1 1 d . . .
C7 C -0.1049(3) 0.2839(3) 0.0626(4) 0.0621(10) Uani 1 1 d . . .
H7 H -0.1049 0.3615 0.0700 0.075 Uiso 1 1 calc R . .
C8 C -0.1330(3) 0.2371(4) -0.0363(3) 0.0670(12) Uani 1 1 d . . .
H8 H -0.1520 0.2818 -0.0980 0.080 Uiso 1 1 calc R . .
C9 C -0.1331(3) 0.1242(4) -0.0449(3) 0.0593(10) Uani 1 1 d . . .
H9 H -0.1535 0.0905 -0.1128 0.071 Uiso 1 1 calc R . .
C10 C -0.1035(2) 0.0604(3) 0.0460(3) 0.0449(8) Uani 1 1 d . . .
N1 N 0.1065(2) 0.0986(3) 0.4553(2) 0.0505(7) Uani 1 1 d . . .
N2 N 0.0193(2) 0.2172(2) 0.3449(2) 0.0522(7) Uani 1 1 d . . .
N3 N -0.0743(2) 0.1068(2) 0.1441(2) 0.0421(6) Uani 1 1 d . . .
O1 O -0.4071(9) 0.0000 0.2398(15) 0.287(9) Uani 1 2 d S . .
O2 O -0.2739(4) 0.0958(4) 0.2566(3) 0.136(2) Uani 1 1 d . . .
O3 O -0.3502(10) 0.0000 0.1060(5) 0.216(6) Uani 1 2 d S . .
O4 O 0.7511(3) 0.4030(3) 0.3218(3) 0.0834(10) Uani 1 1 d . . .
O5 O 0.8992(4) 0.5000 0.4065(4) 0.0964(17) Uani 1 2 d S . .
O6 O 0.8306(3) 0.5000 0.2219(3) 0.0622(10) Uani 1 2 d S . .
Cl1 Cl -0.32734(13) 0.0000 0.21515(11) 0.0637(4) Uani 1 2 d S . .
Cl2 Cl 0.80752(10) 0.5000 0.31967(10) 0.0504(3) Uani 1 2 d S . .
Ni1 Ni -0.02252(4) 0.0000 0.25633(4) 0.0390(2) Uani 1 2 d S . .


_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
C1 N1 1.440(4) 6 ?
C1 N1 1.440(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N2 1.352(5) . ?
C2 N1 1.364(4) . ?
C2 Ni1 1.864(3) . ?
C3 C4 1.327(7) . ?
C3 N1 1.383(5) . ?
C3 H3 0.9500 . ?
C4 N2 1.387(5) . ?
C4 H4 0.9500 . ?
C5 N2 1.449(5) . ?
C5 C6 1.501(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N3 1.350(5) . ?
C6 C7 1.384(5) . ?
C7 C8 1.372(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.380(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.385(5) . ?
C9 H9 0.9500 . ?
C10 N3 1.361(4) . ?
C10 C10 1.472(7) 6 ?
N3 Ni1 1.936(3) . ?
O1 Cl1 1.263(10) . ?
O2 Cl1 1.398(4) . ?
O3 Cl1 1.386(7) . ?
O4 Cl2 1.426(3) . ?
O5 Cl2 1.415(4) . ?
O6 Cl2 1.448(4) . ?
Cl1 O2 1.398(4) 6 ?
Cl2 O4 1.426(3) 6_565 ?
Ni1 C2 1.864(3) 6 ?
Ni1 N3 1.936(3) 6 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N1 113.1(4) 6 . ?
N1 C1 H1A 109.0 6 . ?
N1 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 6 . ?
N1 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
N2 C2 N1 103.7(3) . . ?
N2 C2 Ni1 126.4(3) . . ?
N1 C2 Ni1 129.8(3) . . ?
C4 C3 N1 107.5(4) . . ?
C4 C3 H3 126.2 . . ?
N1 C3 H3 126.2 . . ?
C3 C4 N2 106.4(4) . . ?
C3 C4 H4 126.8 . . ?
N2 C4 H4 126.8 . . ?
N2 C5 C6 115.0(3) . . ?
N2 C5 H5A 108.5 . . ?
C6 C5 H5A 108.5 . . ?
N2 C5 H5B 108.5 . . ?
C6 C5 H5B 108.5 . . ?
H5A C5 H5B 107.5 . . ?
N3 C6 C7 122.0(4) . . ?
N3 C6 C5 119.4(3) . . ?
C7 C6 C5 118.3(3) . . ?
C8 C7 C6 119.4(4) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C7 C8 C9 119.1(4) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C8 C9 C10 119.6(4) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
N3 C10 C9 121.3(4) . . ?
N3 C10 C10 114.55(19) . 6 ?
C9 C10 C10 124.1(2) . 6 ?
C2 N1 C3 110.8(3) . . ?
C2 N1 C1 126.8(3) . . ?
C3 N1 C1 122.1(3) . . ?
C2 N2 C4 111.6(3) . . ?
C2 N2 C5 125.5(3) . . ?
C4 N2 C5 122.5(3) . . ?
C6 N3 C10 118.5(3) . . ?
C6 N3 Ni1 128.8(2) . . ?
C10 N3 Ni1 112.5(2) . . ?
O1 Cl1 O3 111.1(10) . . ?
O1 Cl1 O2 107.4(5) . . ?
O3 Cl1 O2 108.9(3) . . ?
O1 Cl1 O2 107.4(5) . 6 ?
O3 Cl1 O2 108.9(3) . 6 ?
O2 Cl1 O2 113.3(4) . 6 ?
O5 Cl2 O4 109.8(2) . . ?
O5 Cl2 O4 109.8(2) . 6_565 ?
O4 Cl2 O4 111.9(3) . 6_565 ?
O5 Cl2 O6 109.2(3) . . ?
O4 Cl2 O6 107.98(17) . . ?
O4 Cl2 O6 107.98(17) 6_565 . ?
C2 Ni1 C2 89.7(2) . 6 ?
C2 Ni1 N3 174.45(13) . 6 ?
C2 Ni1 N3 92.70(16) 6 6 ?
C2 Ni1 N3 92.70(16) . . ?
C2 Ni1 N3 174.45(13) 6 . ?
N3 Ni1 N3 84.49(18) 6 . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.701
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.088

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile, diethyl ether'
####################################################################### 
# 
# 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_shelxl_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1811794'
_audit_update_record             
;
2017-12-16 deposited with the CCDC.
2018-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            2-Ni
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H21 F12 N7 Ni P2'
_chemical_formula_sum            'C22 H21 F12 N7 Ni P2'
_chemical_formula_weight         732.11

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.9845(2)
_cell_length_b                   12.1671(3)
_cell_length_c                   12.4094(3)
_cell_angle_alpha                69.4740(10)
_cell_angle_beta                 70.9980(10)
_cell_angle_gamma                83.8040(10)
_cell_volume                     1334.85(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9486
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      25.44

_exptl_crystal_description       shard
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.821
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             736
_exptl_absorpt_coefficient_mu    0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7615
_exptl_absorpt_correction_T_max  0.9101
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23990
_diffrn_reflns_av_R_equivalents  0.0168
_diffrn_reflns_av_sigmaI/netI    0.0131
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         25.44
_reflns_number_total             4634
_reflns_number_gt                4372
_reflns_threshold_expression     >2sigma(I)

_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    ORTEP-32
_computing_publication_material  WinGX

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0213P)²+1.1843P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4634
_refine_ls_number_parameters     432
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0234
_refine_ls_wR_factor_ref         0.0570
_refine_ls_wR_factor_gt          0.0561
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.078
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6226(2) 0.50972(16) 0.15650(16) 0.0194(4) Uani 1 1 d . . .
H17 H 0.6789 0.5779 0.1437 0.023 Uiso 1 1 calc R . .
H18 H 0.6795 0.4685 0.1007 0.023 Uiso 1 1 calc R . .
C2 C 0.35644(19) 0.51198(15) 0.17930(15) 0.0146(4) Uani 1 1 d . . .
C3 C 0.5006(2) 0.65594(15) 0.02869(16) 0.0209(4) Uani 1 1 d . . .
H2 H 0.5843 0.6999 -0.0232 0.025 Uiso 1 1 calc R . .
C4 C 0.3693(2) 0.68228(16) 0.02239(16) 0.0204(4) Uani 1 1 d . . .
H1 H 0.3416 0.7479 -0.0349 0.024 Uiso 1 1 calc R . .
C5 C 0.1297(2) 0.59870(15) 0.13372(16) 0.0162(4) Uani 1 1 d . . .
H3 H 0.1099 0.5559 0.0858 0.019 Uiso 1 1 calc R . .
H4 H 0.1021 0.6815 0.1015 0.019 Uiso 1 1 calc R . .
C6 C 0.03909(19) 0.54741(14) 0.26255(15) 0.0141(3) Uani 1 1 d . . .
C7 C -0.0904(2) 0.59786(15) 0.30354(16) 0.0170(4) Uani 1 1 d . . .
H5 H -0.1163 0.6707 0.2540 0.020 Uiso 1 1 calc R . .
C8 C -0.1815(2) 0.54082(15) 0.41762(16) 0.0175(4) Uani 1 1 d . . .
H7 H -0.2695 0.5751 0.4480 0.021 Uiso 1 1 calc R . .
C9 C -0.1426(2) 0.43286(15) 0.48699(16) 0.0164(4) Uani 1 1 d . . .
H6 H -0.2045 0.3909 0.5643 0.020 Uiso 1 1 calc R . .
C10 C -0.01207(19) 0.38796(14) 0.44111(15) 0.0135(3) Uani 1 1 d . . .
C11 C 0.03432(19) 0.26777(14) 0.49649(15) 0.0140(3) Uani 1 1 d . . .
C12 C -0.0427(2) 0.18788(15) 0.60505(16) 0.0184(4) Uani 1 1 d . . .
H10 H -0.1243 0.2115 0.6572 0.022 Uiso 1 1 calc R . .
C13 C 0.0028(2) 0.07228(16) 0.63557(17) 0.0217(4) Uani 1 1 d . . .
H9 H -0.0441 0.0163 0.7115 0.026 Uiso 1 1 calc R . .
C14 C 0.1173(2) 0.03953(15) 0.55417(17) 0.0196(4) Uani 1 1 d . . .
H8 H 0.1444 -0.0405 0.5708 0.024 Uiso 1 1 calc R . .
C15 C 0.1918(2) 0.12398(15) 0.44859(16) 0.0164(4) Uani 1 1 d . . .
C16 C 0.3114(2) 0.09451(15) 0.35287(17) 0.0184(4) Uani 1 1 d . . .
H11 H 0.3352 0.0104 0.3828 0.022 Uiso 1 1 calc R . .
H12 H 0.2824 0.1089 0.2800 0.022 Uiso 1 1 calc R . .
C17 C 0.4284(2) 0.28305(15) 0.30318(15) 0.0154(4) Uani 1 1 d . . .
C18 C 0.5677(2) 0.12290(16) 0.32696(17) 0.0205(4) Uani 1 1 d . . .
H13 H 0.5981 0.0440 0.3391 0.025 Uiso 1 1 calc R . .
C19 C 0.6445(2) 0.21438(16) 0.31173(16) 0.0203(4) Uani 1 1 d . . .
H14 H 0.7404 0.2128 0.3103 0.024 Uiso 1 1 calc R . .
C20 C 0.5983(2) 0.42828(16) 0.28392(16) 0.0193(4) Uani 1 1 d . . .
H15 H 0.6860 0.4231 0.3061 0.023 Uiso 1 1 calc R . .
H16 H 0.5228 0.4603 0.3394 0.023 Uiso 1 1 calc R . .
N1 N 0.49213(16) 0.55300(12) 0.12473(13) 0.0162(3) Uani 1 1 d . . .
N2 N 0.28150(16) 0.59489(12) 0.11598(13) 0.0153(3) Uani 1 1 d . . .
N3 N 0.08049(16) 0.44625(12) 0.33130(13) 0.0128(3) Uani 1 1 d . . .
N4 N 0.15463(16) 0.23793(12) 0.42338(13) 0.0137(3) Uani 1 1 d . . .
N5 N 0.43558(16) 0.16654(12) 0.32151(13) 0.0162(3) Uani 1 1 d . . .
N6 N 0.55724(16) 0.31121(13) 0.29851(13) 0.0158(3) Uani 1 1 d . . .
F1 F -0.00380(12) 0.21883(9) 0.26581(9) 0.0227(2) Uani 1 1 d . . .
F2 F 0.16405(13) 0.16150(9) 0.12193(10) 0.0280(3) Uani 1 1 d . . .
F3 F -0.06370(13) 0.18597(10) 0.11844(10) 0.0283(3) Uani 1 1 d . . .
F4 F -0.05966(12) 0.37165(9) 0.11978(10) 0.0258(3) Uani 1 1 d . . .
F5 F 0.10729(12) 0.31346(9) -0.02457(9) 0.0227(2) Uani 1 1 d . . .
F6 F 0.16815(12) 0.34640(9) 0.12200(9) 0.0219(2) Uani 1 1 d . . .
F7 F 0.39813(13) 0.73845(11) 0.27587(10) 0.0299(3) Uani 1 1 d . . .
F8 F 0.35476(12) 0.79394(10) 0.43970(10) 0.0271(3) Uani 1 1 d . . .
F9 F 0.50878(14) 0.89893(10) 0.26111(11) 0.0345(3) Uani 1 1 d . . .
F10 F 0.59090(14) 0.78901(12) 0.41505(11) 0.0376(3) Uani 1 1 d . . .
F11 F 0.63288(13) 0.73356(10) 0.25106(10) 0.0301(3) Uani 1 1 d . . .
F12 F 0.47962(13) 0.62928(10) 0.43050(11) 0.0322(3) Uani 1 1 d . . .
P1 P 0.05131(5) 0.26610(4) 0.11997(4) 0.01428(10) Uani 1 1 d . . .
P2 P 0.49457(5) 0.76394(4) 0.34524(4) 0.01747(11) Uani 1 1 d . . .
Ni1 Ni 0.26296(2) 0.371894(18) 0.300656(19) 0.01212(7) Uani 1 1 d . . .
N7A N 0.8553(12) 0.1249(9) 0.8955(11) 0.052(2) Uani 0.509(4) 1 d P A 1
C21A C 0.8602(5) 0.0447(4) 0.9794(4) 0.0307(11) Uani 0.509(4) 1 d P A 1
C22A C 0.8635(6) -0.0520(4) 1.0880(4) 0.0375(12) Uani 0.509(4) 1 d P A 1
H22A H 0.9614 -0.0660 1.0896 0.056 Uiso 0.509(4) 1 calc PR A 1
H22B H 0.8251 -0.1229 1.0883 0.056 Uiso 0.509(4) 1 calc PR A 1
H22C H 0.8061 -0.0324 1.1595 0.056 Uiso 0.509(4) 1 calc PR A 1
N7B N 0.7984(13) 0.1056(10) 0.8994(11) 0.052(2) Uani 0.491(4) 1 d P A 2
C21B C 0.6960(7) 0.0505(4) 0.9381(4) 0.0411(15) Uani 0.491(4) 1 d P A 2
C22B C 0.5686(9) -0.0217(6) 0.9868(5) 0.0559(17) Uani 0.491(4) 1 d PD . 2
H22D H 0.490(5) 0.008(7) 1.037(5) 0.07(3) Uiso 0.491(4) 1 d PD A 2
H22E H 0.541(7) -0.035(6) 0.925(5) 0.11(3) Uiso 0.491(4) 1 d PD A 2
H22F H 0.587(8) -0.098(3) 1.040(5) 0.11(3) Uiso 0.491(4) 1 d PD A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.473(2) . ?
C1 C20 1.498(3) . ?
C1 H17 0.9900 . ?
C1 H18 0.9900 . ?
C2 N1 1.362(2) . ?
C2 N2 1.363(2) . ?
C2 Ni1 1.9163(17) . ?
C3 C4 1.337(3) . ?
C3 N1 1.381(2) . ?
C3 H2 0.9500 . ?
C4 N2 1.386(2) . ?
C4 H1 0.9500 . ?
C5 N2 1.457(2) . ?
C5 C6 1.498(2) . ?
C5 H3 0.9900 . ?
C5 H4 0.9900 . ?
C6 N3 1.341(2) . ?
C6 C7 1.388(3) . ?
C7 C8 1.386(3) . ?
C7 H5 0.9500 . ?
C8 C9 1.390(2) . ?
C8 H7 0.9500 . ?
C9 C10 1.379(3) . ?
C9 H6 0.9500 . ?
C10 N3 1.363(2) . ?
C10 C11 1.477(2) . ?
C11 N4 1.351(2) . ?
C11 C12 1.385(3) . ?
C12 C13 1.389(3) . ?
C12 H10 0.9500 . ?
C13 C14 1.385(3) . ?
C13 H9 0.9500 . ?
C14 C15 1.383(3) . ?
C14 H8 0.9500 . ?
C15 N4 1.348(2) . ?
C15 C16 1.499(3) . ?
C16 N5 1.462(2) . ?
C16 H11 0.9900 . ?
C16 H12 0.9900 . ?
C17 N6 1.345(2) . ?
C17 N5 1.352(2) . ?
C17 Ni1 1.8768(18) . ?
C18 C19 1.344(3) . ?
C18 N5 1.381(2) . ?
C18 H13 0.9500 . ?
C19 N6 1.382(2) . ?
C19 H14 0.9500 . ?
C20 N6 1.458(2) . ?
C20 H15 0.9900 . ?
C20 H16 0.9900 . ?
N3 Ni1 1.9279(15) . ?
N4 Ni1 1.9270(14) . ?
F1 P1 1.6121(11) . ?
F2 P1 1.6045(11) . ?
F3 P1 1.5933(11) . ?
F4 P1 1.6029(11) . ?
F5 P1 1.5980(11) . ?
F6 P1 1.6120(11) . ?
F7 P2 1.5987(12) . ?
F8 P2 1.6063(12) . ?
F9 P2 1.5997(12) . ?
F10 P2 1.6000(12) . ?
F11 P2 1.5973(12) . ?
F12 P2 1.6002(11) . ?
N7A C21A 1.162(12) . ?
C21A C22A 1.452(6) . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
N7B C21B 1.152(10) . ?
C21B C22B 1.457(10) . ?
C22B C22B 1.391(17) 2_657 ?
C22B H22D 0.96(2) . ?
C22B H22E 0.96(2) . ?
C22B H22F 0.97(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C20 114.45(15) . . ?
N1 C1 H17 108.6 . . ?
C20 C1 H17 108.6 . . ?
N1 C1 H18 108.6 . . ?
C20 C1 H18 108.6 . . ?
H17 C1 H18 107.6 . . ?
N1 C2 N2 103.38(15) . . ?
N1 C2 Ni1 136.60(13) . . ?
N2 C2 Ni1 119.69(13) . . ?
C4 C3 N1 107.25(16) . . ?
C4 C3 H2 126.4 . . ?
N1 C3 H2 126.4 . . ?
C3 C4 N2 106.44(16) . . ?
C3 C4 H1 126.8 . . ?
N2 C4 H1 126.8 . . ?
N2 C5 C6 114.82(14) . . ?
N2 C5 H3 108.6 . . ?
C6 C5 H3 108.6 . . ?
N2 C5 H4 108.6 . . ?
C6 C5 H4 108.6 . . ?
H3 C5 H4 107.5 . . ?
N3 C6 C7 121.90(16) . . ?
N3 C6 C5 117.83(15) . . ?
C7 C6 C5 119.92(15) . . ?
C8 C7 C6 119.29(16) . . ?
C8 C7 H5 120.4 . . ?
C6 C7 H5 120.4 . . ?
C7 C8 C9 119.16(17) . . ?
C7 C8 H7 120.4 . . ?
C9 C8 H7 120.4 . . ?
C10 C9 C8 118.58(17) . . ?
C10 C9 H6 120.7 . . ?
C8 C9 H6 120.7 . . ?
N3 C10 C9 122.42(16) . . ?
N3 C10 C11 112.95(15) . . ?
C9 C10 C11 124.17(16) . . ?
N4 C11 C12 122.19(16) . . ?
N4 C11 C10 112.57(15) . . ?
C12 C11 C10 124.88(17) . . ?
C11 C12 C13 118.17(18) . . ?
C11 C12 H10 120.9 . . ?
C13 C12 H10 120.9 . . ?
C14 C13 C12 119.29(17) . . ?
C14 C13 H9 120.4 . . ?
C12 C13 H9 120.4 . . ?
C15 C14 C13 119.60(17) . . ?
C15 C14 H8 120.2 . . ?
C13 C14 H8 120.2 . . ?
N4 C15 C14 121.04(17) . . ?
N4 C15 C16 116.17(15) . . ?
C14 C15 C16 122.68(16) . . ?
N5 C16 C15 109.91(14) . . ?
N5 C16 H11 109.7 . . ?
C15 C16 H11 109.7 . . ?
N5 C16 H12 109.7 . . ?
C15 C16 H12 109.7 . . ?
H11 C16 H12 108.2 . . ?
N6 C17 N5 104.35(15) . . ?
N6 C17 Ni1 131.47(13) . . ?
N5 C17 Ni1 123.97(13) . . ?
C19 C18 N5 106.26(16) . . ?
C19 C18 H13 126.9 . . ?
N5 C18 H13 126.9 . . ?
C18 C19 N6 106.82(17) . . ?
C18 C19 H14 126.6 . . ?
N6 C19 H14 126.6 . . ?
N6 C20 C1 111.50(14) . . ?
N6 C20 H15 109.3 . . ?
C1 C20 H15 109.3 . . ?
N6 C20 H16 109.3 . . ?
C1 C20 H16 109.3 . . ?
H15 C20 H16 108.0 . . ?
C2 N1 C3 111.35(15) . . ?
C2 N1 C1 130.72(15) . . ?
C3 N1 C1 117.80(15) . . ?
C2 N2 C4 111.55(16) . . ?
C2 N2 C5 128.56(15) . . ?
C4 N2 C5 119.87(15) . . ?
C6 N3 C10 118.47(15) . . ?
C6 N3 Ni1 128.48(12) . . ?
C10 N3 Ni1 112.95(11) . . ?
C15 N4 C11 119.06(15) . . ?
C15 N4 Ni1 127.63(13) . . ?
C11 N4 Ni1 113.03(11) . . ?
C17 N5 C18 111.36(15) . . ?
C17 N5 C16 123.05(15) . . ?
C18 N5 C16 124.74(15) . . ?
C17 N6 C19 111.20(15) . . ?
C17 N6 C20 124.27(15) . . ?
C19 N6 C20 124.51(16) . . ?
F3 P1 F5 90.52(6) . . ?
F3 P1 F4 90.50(7) . . ?
F5 P1 F4 90.63(6) . . ?
F3 P1 F2 90.64(7) . . ?
F5 P1 F2 90.05(6) . . ?
F4 P1 F2 178.67(7) . . ?
F3 P1 F6 179.61(7) . . ?
F5 P1 F6 89.66(6) . . ?
F4 P1 F6 89.84(6) . . ?
F2 P1 F6 89.02(6) . . ?
F3 P1 F1 90.02(6) . . ?
F5 P1 F1 179.45(7) . . ?
F4 P1 F1 89.51(6) . . ?
F2 P1 F1 89.81(6) . . ?
F6 P1 F1 89.80(6) . . ?
F11 P2 F7 89.98(7) . . ?
F11 P2 F9 90.29(7) . . ?
F7 P2 F9 90.39(7) . . ?
F11 P2 F10 90.08(7) . . ?
F7 P2 F10 179.79(8) . . ?
F9 P2 F10 89.81(7) . . ?
F11 P2 F12 90.19(6) . . ?
F7 P2 F12 89.87(7) . . ?
F9 P2 F12 179.45(8) . . ?
F10 P2 F12 89.93(7) . . ?
F11 P2 F8 179.57(7) . . ?
F7 P2 F8 89.63(6) . . ?
F9 P2 F8 89.87(6) . . ?
F10 P2 F8 90.32(7) . . ?
F12 P2 F8 89.65(7) . . ?
C17 Ni1 C2 95.81(8) . . ?
C17 Ni1 N4 88.87(7) . . ?
C2 Ni1 N4 175.32(7) . . ?
C17 Ni1 N3 168.84(7) . . ?
C2 Ni1 N3 93.36(7) . . ?
N4 Ni1 N3 81.98(6) . . ?
N7A C21A C22A 177.1(7) . . ?
N7B C21B C22B 178.6(8) . . ?
C22B C22B C21B 124.3(7) 2_657 . ?
C22B C22B H22D 29(4) 2_657 . ?
C21B C22B H22D 114(5) . . ?
C22B C22B H22E 81(4) 2_657 . ?
C21B C22B H22E 112(5) . . ?
H22D C22B H22E 110(5) . . ?
C22B C22B H22F 118(5) 2_657 . ?
C21B C22B H22F 109(5) . . ?
H22D C22B H22F 105(4) . . ?
H22E C22B H22F 107(4) . . ?

_diffrn_measured_fraction_theta_max 0.941
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.942
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.047


# start Validation Reply Form
_vrf_PLAT029_shelxl              
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.942 Why?
RESPONSE: A small cusp of data escaped collection by the generic
collection routine that was implemented in the Bruker APEX2
software. We note that the data-to-parameter ratio is >10
(4634/432), which provides a more than reasonable quantity of
data by which to refine the model. 
;
# end Validation Reply Form
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile, diethyl ether'
