##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section C. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section C, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_global
_audit_creation_method     'PLATON <TABLE ACC> option'
_journal_date_recd_electronic     2017-08-18
_journal_date_accepted     2017-09-15
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2017
_journal_volume     73
_journal_issue     11
_journal_page_first     880
_journal_page_last     884
_journal_paper_category     FA
_journal_paper_doi     10.1107/S2053229617013250
_journal_coeditor_code     FP3043
_publ_contact_author_name     'Dr Alexander Pöthig'
_publ_contact_author_address
;
Catalysis Research Center & Department of Chemistry
Technische Universität München
Ernst-Otto-Fischer-Strasse 1
D-85747 Garching
Germany
;
_publ_contact_author_email     alexander.poethig@tum.de
_publ_contact_author_fax     '+49(0)89 289 13473'
_publ_contact_author_phone     '+49(0)89 289 54128'
_publ_section_title
;
A hybrid imidazolylidene/imidazolium nickel NHC complex: an isolated
intermediate
;
loop_
    _publ_author_name
    _publ_author_address
    'Altmann, Philipp J.'
;
       Catalysis Research Center & Department of Chemistry
       Technische Universität München
       Ernst-Otto-Fischer-Strasse 1
       D-85747 Garching
       Germany
;
    'Ehrenreich, Michael'
;
       Catalysis Research Center & Department of Chemistry
       Technische Universität München
       Ernst-Otto-Fischer-Strasse 1
       D-85747 Garching
       Germany
;
    'Pöthig, Alexander'
;
       Catalysis Research Center & Department of Chemistry
       Technische Universität München
       Ernst-Otto-Fischer-Strasse 1
       D-85747 Garching
       Germany
;
_publ_section_synopsis
;
The crystal structure of a rare hybrid imidazolylidene/imidazolium nickel
N-heterocyclic carbene (NHC) complex is reported, which can be understood as a
rare example of an isolated intermediate.
;
_database_code_depnum_ccdc_archive     'CCDC 1568200'
data_I
_chemical_name_systematic
;\
Di-μ-chlorido-bis{μ-calix[2]imidazolium[2]imidazolylidene[2]pyrazolate}\
trinickel(II) tetrakis(hexafluoridophosphate) acetonitrile tetrasolvate
;
_chemical_formula_moiety     'C48 H48 Cl2 N24 Ni3 4+, 4(F6 P -), 4(C2 H3 N)'
_chemical_formula_sum     'C56 H60 Cl2 F24 N28 Ni3 P4'
_chemical_formula_iupac     '[Ni3 (C24 H24 N12)2 Cl2] (P F6)4, 4C2 H3 N'
_chemical_formula_weight     1952.17
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _space_group_symop_id
    _space_group_symop_operation_xyz
    1 x,y,z
    2 -x,-y,-z
_cell_length_a     11.8775(9)
_cell_length_b     13.3374(9)
_cell_length_c     13.9741(9)
_cell_angle_alpha     66.056(3)
_cell_angle_beta     73.926(3)
_cell_angle_gamma     65.297(3)
_cell_volume     1822.7(2)
_cell_formula_units_Z     1
_cell_measurement_reflns_used     9868
_cell_measurement_theta_min     2.3273
_cell_measurement_theta_max     31.9702
_cell_measurement_temperature     100
_cell_special_details
;
;
_exptl_crystal_description     'fragment'
_exptl_crystal_colour     'clear yellow'
_exptl_crystal_size_max     0.200
_exptl_crystal_size_mid     0.130
_exptl_crystal_size_min     0.084
_exptl_crystal_size_rad     ?
_exptl_crystal_density_diffrn     1.778
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'Not Measured'
_exptl_crystal_F_000     986
_exptl_absorpt_coefficient_mu     1.052
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
SADABS 2014/5, Bruker, 2014
;
_exptl_absorpt_correction_T_min     0.6734
_exptl_absorpt_correction_T_max     0.7464
_exptl_special_details
;
Diffractometer operator             Philipp J. Altmann
scanspeed                           60 s per frame
dx                                  34 mm
6428 frames measured in 23 data sets
phi-scans with delta_phi         = 0.5
omega-scans with delta_omega     = 0.5
;
_diffrn_ambient_temperature     100
_diffrn_radiation_type     'MoK\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'IMS microsource'
_diffrn_radiation_monochromator     'Helios optic'
_diffrn_measurement_device_type     ' Bruker Photon CMOS '
_diffrn_measurement_device     ' κ-geometry diffractometer '
_diffrn_measurement_method     ' phi- and omega-rotation '
_diffrn_detector_area_resol_mean     16
_diffrn_reflns_number     51283
_diffrn_reflns_av_R_equivalents     0.0610
_diffrn_reflns_theta_min     2.33
_diffrn_reflns_theta_max     29.13
_diffrn_reflns_theta_full     25.24
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -16
_diffrn_reflns_limit_h_max     16
_diffrn_reflns_limit_k_min     -18
_diffrn_reflns_limit_k_max     18
_diffrn_reflns_limit_l_min     -19
_diffrn_reflns_limit_l_max     19
_diffrn_reflns_reduction_process
;
;
_refine_special_details
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs 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.
;
_reflns_number_total     9819
_reflns_number_gt     7472
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0660
_refine_ls_R_factor_gt     0.0407
_refine_ls_wR_factor_gt     0.0853
_refine_ls_wR_factor_ref     0.0943
_refine_ls_goodness_of_fit_ref     1.024
_refine_ls_restrained_S_all     1.034
_refine_ls_number_reflns     9819
_refine_ls_number_parameters     539
_refine_ls_number_restraints     12
_refine_ls_number_constraints     ?
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'W=1/[Σ²(FO²)+(0.0381P)²+2.3353P] WHERE P=(FO²+2FC²)/3'
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     1.669
_refine_diff_density_min     -0.774
_refine_ls_extinction_method     'none'
_refine_ls_abs_structure_details     ?
_refine_ls_abs_structure_Flack     .
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'
    Cl Cl 0.1484 0.1585 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    F F 0.0171 0.0103 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    N N 0.0061 0.0033 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    Ni Ni 0.3393 1.1124 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    P P 0.1023 0.0942 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
APEX3 (Bruker, 2015)
;
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2014)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015), SHELXLE (Hübschle et al.,
2011)
;
_computing_molecular_graphics
;
PLATON (Spek, 2009), Mercury (Macrae et al.,  2008)
;
_computing_publication_material
;
PLATON (Spek, 2009), enCIFer (Allen et al.,  2004)
;
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Ni Ni1 0.18222(3) 0.27876(2) 0.68985(2) 0.00985(7) Uani d 1 . .
    Ni Ni2 0.0000 0.5000 0.5000 0.00856(9) Uani d 1 . .
    Cl Cl1 -0.04051(5) 0.42980(5) 0.69365(4) 0.01104(11) Uani d 1 . .
    N N1 0.25435(18) 0.39455(17) 0.16855(15) 0.0134(4) Uani d 1 . .
    N N2 0.09296(18) 0.34947(17) 0.26072(15) 0.0124(4) Uani d 1 . .
    N N3 0.07904(17) 0.32379(16) 0.50325(14) 0.0096(4) Uani d 1 . .
    N N4 0.14200(17) 0.24252(16) 0.58621(14) 0.0107(4) Uani d 1 . .
    N N5 0.17948(19) 0.04291(17) 0.77712(15) 0.0145(4) Uani d 1 . .
    N N6 0.12259(18) 0.12316(17) 0.89528(15) 0.0139(4) Uani d 1 . .
    N N7 0.19490(19) 0.25883(17) 0.90073(15) 0.0148(4) Uani d 1 . .
    N N8 0.33596(19) 0.31899(17) 0.78935(16) 0.0145(4) Uani d 1 . .
    N N9 0.23851(17) 0.40452(16) 0.59363(14) 0.0106(4) Uani d 1 . .
    N N10 0.17849(17) 0.49036(16) 0.51056(14) 0.0098(4) Uani d 1 . .
    N N11 0.27539(18) 0.63160(17) 0.27492(15) 0.0127(4) Uani d 1 . .
    N N12 0.34110(18) 0.52256(17) 0.17706(15) 0.0133(4) Uani d 1 . .
    C C1 0.3689(2) 0.4192(2) 0.14945(19) 0.0148(5) Uani d 1 . .
    H H1A 0.4042 0.4332 0.0741 0.018 Uiso calc 1 . .
    H H1B 0.4314 0.3512 0.1926 0.018 Uiso calc 1 . .
    C C2 0.2079(2) 0.3379(2) 0.26376(19) 0.0129(4) Uani d 1 . .
    C C3 0.1633(2) 0.4470(2) 0.10200(19) 0.0164(5) Uani d 1 . .
    H H3 0.1702 0.4941 0.0298 0.020 Uiso calc 1 . .
    C C4 0.0632(2) 0.4182(2) 0.15988(18) 0.0161(5) Uani d 1 . .
    H H4 -0.0140 0.4409 0.1357 0.019 Uiso calc 1 . .
    C C5 0.0014(2) 0.3201(2) 0.35500(17) 0.0129(4) Uani d 1 . .
    H H5A -0.0314 0.2663 0.3485 0.015 Uiso calc 1 . .
    H H5B -0.0697 0.3923 0.3586 0.015 Uiso calc 1 . .
    C C6 0.0612(2) 0.2636(2) 0.45378(18) 0.0123(4) Uani d 1 . .
    C C7 0.1098(2) 0.1443(2) 0.50590(19) 0.0151(5) Uani d 1 . .
    H H7 0.1092 0.0828 0.4884 0.018 Uiso calc 1 . .
    C C8 0.1592(2) 0.1350(2) 0.58914(19) 0.0146(5) Uani d 1 . .
    C C9 0.2220(3) 0.0272(2) 0.67348(19) 0.0192(5) Uani d 1 . .
    H H9A 0.2035 -0.0394 0.6753 0.023 Uiso calc 1 . .
    H H9B 0.3136 0.0085 0.6571 0.023 Uiso calc 1 . .
    C C10 0.1554(2) 0.1445(2) 0.79008(18) 0.0134(4) Uani d 1 . .
    C C11 0.1660(2) -0.0428(2) 0.87331(19) 0.0182(5) Uani d 1 . .
    H H11 0.1788 -0.1217 0.8843 0.022 Uiso calc 1 . .
    C C12 0.1312(2) 0.0077(2) 0.9480(2) 0.0178(5) Uani d 1 . .
    H H12 0.1156 -0.0287 1.0221 0.021 Uiso calc 1 . .
    C C13 0.0920(2) 0.2148(2) 0.93958(19) 0.0170(5) Uani d 1 . .
    H H13A 0.0131 0.2784 0.9169 0.020 Uiso calc 1 . .
    H H13B 0.0817 0.1827 1.0177 0.020 Uiso calc 1 . .
    C C14 0.2382(2) 0.28962(19) 0.79639(18) 0.0135(4) Uani d 1 . .
    C C15 0.2678(3) 0.2655(2) 0.9583(2) 0.0191(5) Uani d 1 . .
    H H15 0.2575 0.2466 1.0327 0.023 Uiso calc 1 . .
    C C16 0.3560(3) 0.3041(2) 0.8881(2) 0.0200(5) Uani d 1 . .
    H H16 0.4200 0.3185 0.9031 0.024 Uiso calc 1 . .
    C C17 0.4114(2) 0.3571(2) 0.68931(19) 0.0159(5) Uani d 1 . .
    H H17A 0.4747 0.2878 0.6718 0.019 Uiso calc 1 . .
    H H17B 0.4561 0.4017 0.6960 0.019 Uiso calc 1 . .
    C C18 0.3314(2) 0.4322(2) 0.60247(18) 0.0119(4) Uani d 1 . .
    C C19 0.3354(2) 0.5352(2) 0.52378(18) 0.0133(4) Uani d 1 . .
    H H19 0.3916 0.5744 0.5110 0.016 Uiso calc 1 . .
    C C20 0.2386(2) 0.56861(19) 0.46741(17) 0.0111(4) Uani d 1 . .
    C C21 0.2088(2) 0.6697(2) 0.36821(17) 0.0129(4) Uani d 1 . .
    H H21A 0.1176 0.7020 0.3657 0.016 Uiso calc 1 . .
    H H21B 0.2345 0.7320 0.3668 0.016 Uiso calc 1 . .
    C C22 0.3116(2) 0.5231(2) 0.27621(18) 0.0123(4) Uani d 1 . .
    C C23 0.2803(2) 0.7043(2) 0.17070(19) 0.0184(5) Uani d 1 . .
    H H23 0.2589 0.7868 0.1467 0.022 Uiso calc 1 . .
    C C24 0.3213(2) 0.6360(2) 0.10939(19) 0.0181(5) Uani d 1 . .
    H H24 0.3340 0.6612 0.0344 0.022 Uiso calc 1 . .
    H H2 0.248(2) 0.298(2) 0.322(2) 0.010(6) Uiso d 1 . .
    H H22 0.316(2) 0.459(2) 0.336(2) 0.015(7) Uiso d 1 . .
    P P1 0.80480(7) -0.00924(6) 0.76308(5) 0.02291(15) Uani d 1 . .
    F F1 0.88392(16) 0.05572(15) 0.77728(14) 0.0315(4) Uani d 1 . .
    F F2 0.72555(18) -0.07490(16) 0.75257(15) 0.0378(4) Uani d 1 . .
    F F3 0.69023(15) 0.11300(13) 0.73112(13) 0.0287(4) Uani d 1 . .
    F F4 0.8644(2) 0.01359(18) 0.64277(14) 0.0434(5) Uani d 1 . .
    F F5 0.91719(18) -0.13127(15) 0.79802(15) 0.0410(5) Uani d 1 . .
    F F6 0.74400(15) -0.02860(15) 0.88527(12) 0.0299(4) Uani d 1 . .
    P P2 0.71199(6) 0.35070(6) 0.19854(5) 0.01652(13) Uani d 1 . .
    F F7 0.77596(15) 0.43748(14) 0.19221(15) 0.0308(4) Uani d 1 . .
    F F8 0.64811(14) 0.26367(14) 0.20333(14) 0.0275(4) Uani d 1 . .
    F F9 0.82073(15) 0.30684(14) 0.11073(13) 0.0292(4) Uani d 1 . .
    F F10 0.79073(15) 0.24998(14) 0.29032(14) 0.0307(4) Uani d 1 . .
    F F11 0.60129(15) 0.39598(15) 0.28365(13) 0.0292(4) Uani d 1 . .
    F F12 0.63129(14) 0.45153(14) 0.10512(12) 0.0256(3) Uani d 1 . .
    N N13 0.4955(2) -0.2079(2) 0.9165(2) 0.0289(5) Uani d 1 . .
    C C25 0.4749(3) -0.1115(2) 0.8972(2) 0.0239(6) Uani d 1 . .
    C C26 0.4477(3) 0.0122(3) 0.8749(3) 0.0360(7) Uani d 1 . .
    H H26A 0.5248 0.0250 0.8702 0.054 Uiso calc 1 . .
    H H26B 0.3868 0.0373 0.9317 0.054 Uiso calc 1 . .
    H H26C 0.4130 0.0577 0.8078 0.054 Uiso calc 1 . .
    N N14 0.4185(3) 0.2205(3) 0.4152(2) 0.0551(8) Uani d 1 . .
    C C27 0.5005(3) 0.1757(4) 0.4612(3) 0.0503(8) Uani d 1 . .
    C C28 0.6071(4) 0.1257(4) 0.5191(3) 0.0611(9) Uani d 1 . .
    H H28A 0.6487 0.0426 0.5263 0.092 Uiso calc 1 . .
    H H28B 0.5781 0.1336 0.5894 0.092 Uiso calc 1 . .
    H H28C 0.6661 0.1671 0.4806 0.092 Uiso calc 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_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Ni1 C10 . 1.861(2) yes
    Ni1 C14 . 1.866(2) yes
    Ni1 N9 . 1.9176(19) yes
    Ni1 N4 . 1.9245(19) yes
    Ni1 Cl1 . 2.5718(6) yes
    Ni2 N10 2_566 2.1126(18) no
    Ni2 N10 . 2.1126(18) yes
    Ni2 N3 2_566 2.1213(18) no
    Ni2 N3 . 2.1213(18) yes
    Ni2 Cl1 . 2.4556(5) yes
    Ni2 Cl1 2_566 2.4556(5) no
    N1 C2 . 1.331(3) yes
    N1 C3 . 1.386(3) no
    N1 C1 . 1.460(3) no
    N2 C2 . 1.319(3) yes
    N2 C4 . 1.381(3) no
    N2 C5 . 1.488(3) no
    N3 C6 . 1.356(3) no
    N3 N4 . 1.364(2) no
    N4 C8 . 1.347(3) no
    N5 C10 . 1.341(3) yes
    N5 C11 . 1.388(3) no
    N5 C9 . 1.466(3) no
    N6 C10 . 1.353(3) yes
    N6 C12 . 1.384(3) no
    N6 C13 . 1.458(3) no
    N7 C14 . 1.354(3) yes
    N7 C15 . 1.384(3) no
    N7 C13 . 1.452(3) no
    N8 C14 . 1.341(3) yes
    N8 C16 . 1.385(3) no
    N8 C17 . 1.458(3) no
    N9 C18 . 1.350(3) no
    N9 N10 . 1.365(2) no
    N10 C20 . 1.355(3) no
    N11 C22 . 1.320(3) yes
    N11 C23 . 1.385(3) no
    N11 C21 . 1.488(3) no
    N12 C22 . 1.334(3) yes
    N12 C24 . 1.379(3) no
    N12 C1 . 1.463(3) no
    C1 H1A . 0.9900 no
    C1 H1B . 0.9900 no
    C2 H2 . 0.91(3) no
    C3 C4 . 1.347(3) no
    C3 H3 . 0.9500 no
    C4 H4 . 0.9500 no
    C5 C6 . 1.493(3) no
    C5 H5A . 0.9900 no
    C5 H5B . 0.9900 no
    C6 C7 . 1.386(3) no
    C7 C8 . 1.383(3) no
    C7 H7 . 0.9500 no
    C8 C9 . 1.492(3) no
    C9 H9A . 0.9900 no
    C9 H9B . 0.9900 no
    C11 C12 . 1.346(4) no
    C11 H11 . 0.9500 no
    C12 H12 . 0.9500 no
    C13 H13A . 0.9900 no
    C13 H13B . 0.9900 no
    C15 C16 . 1.340(4) no
    C15 H15 . 0.9500 no
    C16 H16 . 0.9500 no
    C17 C18 . 1.496(3) no
    C17 H17A . 0.9900 no
    C17 H17B . 0.9900 no
    C18 C19 . 1.377(3) no
    C19 C20 . 1.389(3) no
    C19 H19 . 0.9500 no
    C20 C21 . 1.490(3) no
    C21 H21A . 0.9900 no
    C21 H21B . 0.9900 no
    C22 H22 . 0.92(3) no
    C23 C24 . 1.354(4) no
    C23 H23 . 0.9500 no
    C24 H24 . 0.9500 no
    P1 F4 . 1.5895(19) no
    P1 F2 . 1.5951(18) no
    P1 F5 . 1.6030(19) no
    P1 F1 . 1.6114(17) no
    P1 F3 . 1.6126(17) no
    P1 F6 . 1.6184(17) no
    P2 F7 . 1.5936(16) no
    P2 F10 . 1.5937(17) no
    P2 F11 . 1.6005(17) no
    P2 F8 . 1.6038(16) no
    P2 F9 . 1.6092(17) no
    P2 F12 . 1.6193(16) no
    N13 C25 . 1.131(4) no
    C25 C26 . 1.455(4) no
    C26 H26A . 0.9800 no
    C26 H26B . 0.9800 no
    C26 H26C . 0.9800 no
    N14 C27 . 1.125(4) no
    C27 C28 . 1.458(5) no
    C28 H28A . 0.9800 no
    C28 H28B . 0.9800 no
    C28 H28C . 0.9800 no
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C10 Ni1 C14 . . 86.29(10) yes
    C10 Ni1 N9 . . 170.02(9) no
    C14 Ni1 N9 . . 87.53(9) yes
    C10 Ni1 N4 . . 87.91(9) yes
    C14 Ni1 N4 . . 171.02(9) no
    N9 Ni1 N4 . . 97.24(8) yes
    C10 Ni1 Cl1 . . 100.88(7) yes
    C14 Ni1 Cl1 . . 100.19(7) yes
    N9 Ni1 Cl1 . . 87.92(6) yes
    N4 Ni1 Cl1 . . 87.63(6) yes
    N10 Ni2 N10 2_566 . 180.00(10) no
    N10 Ni2 N3 2_566 2_566 88.87(7) no
    N10 Ni2 N3 . 2_566 91.13(7) no
    N10 Ni2 N3 2_566 . 91.13(7) yes
    N10 Ni2 N3 . . 88.87(7) yes
    N3 Ni2 N3 2_566 . 180.00(10) no
    N10 Ni2 Cl1 2_566 . 90.74(5) no
    N10 Ni2 Cl1 . . 89.26(5) no
    N3 Ni2 Cl1 2_566 . 90.83(5) no
    N3 Ni2 Cl1 . . 89.17(5) no
    N10 Ni2 Cl1 2_566 2_566 89.26(5) no
    N10 Ni2 Cl1 . 2_566 90.74(5) no
    N3 Ni2 Cl1 2_566 2_566 89.17(5) no
    N3 Ni2 Cl1 . 2_566 90.83(5) no
    Cl1 Ni2 Cl1 . 2_566 180.0 no
    Ni2 Cl1 Ni1 . . 86.701(18) yes
    C2 N1 C3 . . 108.40(19) no
    C2 N1 C1 . . 123.0(2) no
    C3 N1 C1 . . 126.9(2) no
    C2 N2 C4 . . 108.3(2) no
    C2 N2 C5 . . 124.97(19) no
    C4 N2 C5 . . 125.05(19) no
    C6 N3 N4 . . 106.63(18) no
    C6 N3 Ni2 . . 134.34(15) no
    N4 N3 Ni2 . . 117.30(13) no
    C8 N4 N3 . . 108.90(18) no
    C8 N4 Ni1 . . 126.18(15) no
    N3 N4 Ni1 . . 124.60(14) no
    C10 N5 C11 . . 111.2(2) no
    C10 N5 C9 . . 122.3(2) no
    C11 N5 C9 . . 126.3(2) no
    C10 N6 C12 . . 111.3(2) no
    C10 N6 C13 . . 120.13(19) no
    C12 N6 C13 . . 128.5(2) no
    C14 N7 C15 . . 111.2(2) no
    C14 N7 C13 . . 120.2(2) no
    C15 N7 C13 . . 128.4(2) no
    C14 N8 C16 . . 111.1(2) no
    C14 N8 C17 . . 122.66(19) no
    C16 N8 C17 . . 126.2(2) no
    C18 N9 N10 . . 108.49(18) no
    C18 N9 Ni1 . . 127.13(15) no
    N10 N9 Ni1 . . 123.91(14) no
    C20 N10 N9 . . 106.79(17) no
    C20 N10 Ni2 . . 132.83(15) no
    N9 N10 Ni2 . . 118.10(14) no
    C22 N11 C23 . . 108.4(2) no
    C22 N11 C21 . . 123.80(19) no
    C23 N11 C21 . . 125.9(2) no
    C22 N12 C24 . . 108.7(2) no
    C22 N12 C1 . . 123.2(2) no
    C24 N12 C1 . . 127.3(2) no
    N1 C1 N12 . . 109.47(18) no
    N1 C1 H1A . . 109.8 no
    N12 C1 H1A . . 109.8 no
    N1 C1 H1B . . 109.8 no
    N12 C1 H1B . . 109.8 no
    H1A C1 H1B . . 108.2 no
    N2 C2 N1 . . 109.1(2) no
    N2 C2 H2 . . 124.9(16) no
    N1 C2 H2 . . 125.9(16) no
    C4 C3 N1 . . 106.5(2) no
    C4 C3 H3 . . 126.8 no
    N1 C3 H3 . . 126.8 no
    C3 C4 N2 . . 107.7(2) no
    C3 C4 H4 . . 126.2 no
    N2 C4 H4 . . 126.2 no
    N2 C5 C6 . . 110.78(18) no
    N2 C5 H5A . . 109.5 no
    C6 C5 H5A . . 109.5 no
    N2 C5 H5B . . 109.5 no
    C6 C5 H5B . . 109.5 no
    H5A C5 H5B . . 108.1 no
    N3 C6 C7 . . 110.4(2) no
    N3 C6 C5 . . 123.8(2) no
    C7 C6 C5 . . 125.7(2) no
    C8 C7 C6 . . 104.5(2) no
    C8 C7 H7 . . 127.8 no
    C6 C7 H7 . . 127.8 no
    N4 C8 C7 . . 109.5(2) no
    N4 C8 C9 . . 121.7(2) no
    C7 C8 C9 . . 128.7(2) no
    N5 C9 C8 . . 111.1(2) no
    N5 C9 H9A . . 109.4 no
    C8 C9 H9A . . 109.4 no
    N5 C9 H9B . . 109.4 no
    C8 C9 H9B . . 109.4 no
    H9A C9 H9B . . 108.0 no
    N5 C10 N6 . . 104.57(19) no
    N5 C10 Ni1 . . 128.00(18) no
    N6 C10 Ni1 . . 126.93(18) no
    C12 C11 N5 . . 106.6(2) no
    C12 C11 H11 . . 126.7 no
    N5 C11 H11 . . 126.7 no
    C11 C12 N6 . . 106.2(2) no
    C11 C12 H12 . . 126.9 no
    N6 C12 H12 . . 126.9 no
    N7 C13 N6 . . 106.87(19) no
    N7 C13 H13A . . 110.3 no
    N6 C13 H13A . . 110.3 no
    N7 C13 H13B . . 110.3 no
    N6 C13 H13B . . 110.3 no
    H13A C13 H13B . . 108.6 no
    N8 C14 N7 . . 104.5(2) no
    N8 C14 Ni1 . . 128.36(18) no
    N7 C14 Ni1 . . 126.92(18) no
    C16 C15 N7 . . 106.3(2) no
    C16 C15 H15 . . 126.9 no
    N7 C15 H15 . . 126.9 no
    C15 C16 N8 . . 106.9(2) no
    C15 C16 H16 . . 126.5 no
    N8 C16 H16 . . 126.5 no
    N8 C17 C18 . . 110.79(19) no
    N8 C17 H17A . . 109.5 no
    C18 C17 H17A . . 109.5 no
    N8 C17 H17B . . 109.5 no
    C18 C17 H17B . . 109.5 no
    H17A C17 H17B . . 108.1 no
    N9 C18 C19 . . 109.94(19) no
    N9 C18 C17 . . 121.3(2) no
    C19 C18 C17 . . 128.8(2) no
    C18 C19 C20 . . 104.4(2) no
    C18 C19 H19 . . 127.8 no
    C20 C19 H19 . . 127.8 no
    N10 C20 C19 . . 110.4(2) no
    N10 C20 C21 . . 123.21(19) no
    C19 C20 C21 . . 126.2(2) no
    N11 C21 C20 . . 110.05(18) no
    N11 C21 H21A . . 109.7 no
    C20 C21 H21A . . 109.7 no
    N11 C21 H21B . . 109.7 no
    C20 C21 H21B . . 109.7 no
    H21A C21 H21B . . 108.2 no
    N11 C22 N12 . . 109.0(2) no
    N11 C22 H22 . . 124.8(17) no
    N12 C22 H22 . . 126.2(17) no
    C24 C23 N11 . . 107.3(2) no
    C24 C23 H23 . . 126.3 no
    N11 C23 H23 . . 126.3 no
    C23 C24 N12 . . 106.6(2) no
    C23 C24 H24 . . 126.7 no
    N12 C24 H24 . . 126.7 no
    F4 P1 F2 . . 91.74(11) no
    F4 P1 F5 . . 90.84(11) no
    F2 P1 F5 . . 90.21(11) no
    F4 P1 F1 . . 89.84(10) no
    F2 P1 F1 . . 178.38(11) no
    F5 P1 F1 . . 89.41(10) no
    F4 P1 F3 . . 90.65(11) no
    F2 P1 F3 . . 89.81(10) no
    F5 P1 F3 . . 178.50(11) no
    F1 P1 F3 . . 90.53(9) no
    F4 P1 F6 . . 178.24(11) no
    F2 P1 F6 . . 89.69(10) no
    F5 P1 F6 . . 90.18(10) no
    F1 P1 F6 . . 88.73(10) no
    F3 P1 F6 . . 88.32(9) no
    F7 P2 F10 . . 90.77(9) no
    F7 P2 F11 . . 90.67(10) no
    F10 P2 F11 . . 90.77(9) no
    F7 P2 F8 . . 179.28(10) no
    F10 P2 F8 . . 89.66(9) no
    F11 P2 F8 . . 89.90(9) no
    F7 P2 F9 . . 89.85(10) no
    F10 P2 F9 . . 90.64(9) no
    F11 P2 F9 . . 178.49(9) no
    F8 P2 F9 . . 89.56(9) no
    F7 P2 F12 . . 90.12(9) no
    F10 P2 F12 . . 179.09(9) no
    F11 P2 F12 . . 89.39(9) no
    F8 P2 F12 . . 89.44(9) no
    F9 P2 F12 . . 89.20(9) no
    N13 C25 C26 . . 178.8(3) no
    C25 C26 H26A . . 109.5 no
    C25 C26 H26B . . 109.5 no
    H26A C26 H26B . . 109.5 no
    C25 C26 H26C . . 109.5 no
    H26A C26 H26C . . 109.5 no
    H26B C26 H26C . . 109.5 no
    N14 C27 C28 . . 176.0(5) no
    C27 C28 H28A . . 109.5 no
    C27 C28 H28B . . 109.5 no
    H28A C28 H28B . . 109.5 no
    C27 C28 H28C . . 109.5 no
    H28A C28 H28C . . 109.5 no
    H28B C28 H28C . . 109.5 no
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C6 N3 N4 C8 . . . . -1.7(2) no
    Ni2 N3 N4 C8 . . . . 165.49(15) no
    C6 N3 N4 Ni1 . . . . -175.50(15) no
    Ni2 N3 N4 Ni1 . . . . -8.3(2) no
    C18 N9 N10 C20 . . . . 1.7(2) no
    Ni1 N9 N10 C20 . . . . 174.35(15) no
    C18 N9 N10 Ni2 . . . . -163.28(14) no
    Ni1 N9 N10 Ni2 . . . . 9.3(2) no
    C2 N1 C1 N12 . . . . -81.1(3) no
    C3 N1 C1 N12 . . . . 82.2(3) no
    C22 N12 C1 N1 . . . . 70.5(3) no
    C24 N12 C1 N1 . . . . -98.4(3) no
    C4 N2 C2 N1 . . . . -1.1(3) no
    C5 N2 C2 N1 . . . . -166.8(2) no
    C3 N1 C2 N2 . . . . 1.3(3) no
    C1 N1 C2 N2 . . . . 167.3(2) no
    C2 N1 C3 C4 . . . . -1.1(3) no
    C1 N1 C3 C4 . . . . -166.3(2) no
    N1 C3 C4 N2 . . . . 0.4(3) no
    C2 N2 C4 C3 . . . . 0.4(3) no
    C5 N2 C4 C3 . . . . 166.1(2) no
    C2 N2 C5 C6 . . . . -6.0(3) no
    C4 N2 C5 C6 . . . . -169.3(2) no
    N4 N3 C6 C7 . . . . 1.4(2) no
    Ni2 N3 C6 C7 . . . . -162.60(17) no
    N4 N3 C6 C5 . . . . -176.6(2) no
    Ni2 N3 C6 C5 . . . . 19.4(3) no
    N2 C5 C6 N3 . . . . 81.1(3) no
    N2 C5 C6 C7 . . . . -96.7(3) no
    N3 C6 C7 C8 . . . . -0.6(3) no
    C5 C6 C7 C8 . . . . 177.4(2) no
    N3 N4 C8 C7 . . . . 1.4(3) no
    Ni1 N4 C8 C7 . . . . 175.06(16) no
    N3 N4 C8 C9 . . . . -178.0(2) no
    Ni1 N4 C8 C9 . . . . -4.3(3) no
    C6 C7 C8 N4 . . . . -0.5(3) no
    C6 C7 C8 C9 . . . . 178.9(2) no
    C10 N5 C9 C8 . . . . -37.5(3) no
    C11 N5 C9 C8 . . . . 146.6(2) no
    N4 C8 C9 N5 . . . . 42.2(3) no
    C7 C8 C9 N5 . . . . -137.1(3) no
    C11 N5 C10 N6 . . . . -1.9(3) no
    C9 N5 C10 N6 . . . . -178.4(2) no
    C11 N5 C10 Ni1 . . . . 170.33(18) no
    C9 N5 C10 Ni1 . . . . -6.1(3) no
    C12 N6 C10 N5 . . . . 2.5(3) no
    C13 N6 C10 N5 . . . . 178.7(2) no
    C12 N6 C10 Ni1 . . . . -169.87(17) no
    C13 N6 C10 Ni1 . . . . 6.3(3) no
    C14 Ni1 C10 N5 . . . . -138.8(2) no
    N4 Ni1 C10 N5 . . . . 34.4(2) no
    Cl1 Ni1 C10 N5 . . . . 121.6(2) no
    C14 Ni1 C10 N6 . . . . 31.8(2) no
    N4 Ni1 C10 N6 . . . . -155.0(2) no
    Cl1 Ni1 C10 N6 . . . . -67.8(2) no
    C10 N5 C11 C12 . . . . 0.7(3) no
    C9 N5 C11 C12 . . . . 176.9(2) no
    N5 C11 C12 N6 . . . . 0.9(3) no
    C10 N6 C12 C11 . . . . -2.1(3) no
    C13 N6 C12 C11 . . . . -178.0(2) no
    C14 N7 C13 N6 . . . . 49.5(3) no
    C15 N7 C13 N6 . . . . -124.0(2) no
    C10 N6 C13 N7 . . . . -52.0(3) no
    C12 N6 C13 N7 . . . . 123.5(2) no
    C16 N8 C14 N7 . . . . 1.5(3) no
    C17 N8 C14 N7 . . . . 179.4(2) no
    C16 N8 C14 Ni1 . . . . -173.07(17) no
    C17 N8 C14 Ni1 . . . . 4.8(3) no
    C15 N7 C14 N8 . . . . -1.9(3) no
    C13 N7 C14 N8 . . . . -176.4(2) no
    C15 N7 C14 Ni1 . . . . 172.79(17) no
    C13 N7 C14 Ni1 . . . . -1.8(3) no
    C10 Ni1 C14 N8 . . . . 139.2(2) no
    N9 Ni1 C14 N8 . . . . -33.0(2) no
    Cl1 Ni1 C14 N8 . . . . -120.4(2) no
    C10 Ni1 C14 N7 . . . . -34.3(2) no
    N9 Ni1 C14 N7 . . . . 153.6(2) no
    Cl1 Ni1 C14 N7 . . . . 66.1(2) no
    C14 N7 C15 C16 . . . . 1.6(3) no
    C13 N7 C15 C16 . . . . 175.6(2) no
    N7 C15 C16 N8 . . . . -0.6(3) no
    C14 N8 C16 C15 . . . . -0.6(3) no
    C17 N8 C16 C15 . . . . -178.4(2) no
    C14 N8 C17 C18 . . . . 38.0(3) no
    C16 N8 C17 C18 . . . . -144.4(2) no
    N10 N9 C18 C19 . . . . -1.4(3) no
    Ni1 N9 C18 C19 . . . . -173.75(16) no
    N10 N9 C18 C17 . . . . 177.6(2) no
    Ni1 N9 C18 C17 . . . . 5.3(3) no
    N8 C17 C18 N9 . . . . -42.5(3) no
    N8 C17 C18 C19 . . . . 136.3(2) no
    N9 C18 C19 C20 . . . . 0.5(3) no
    C17 C18 C19 C20 . . . . -178.4(2) no
    N9 N10 C20 C19 . . . . -1.4(2) no
    Ni2 N10 C20 C19 . . . . 160.46(16) no
    N9 N10 C20 C21 . . . . 173.9(2) no
    Ni2 N10 C20 C21 . . . . -24.2(3) no
    C18 C19 C20 N10 . . . . 0.6(3) no
    C18 C19 C20 C21 . . . . -174.6(2) no
    C22 N11 C21 C20 . . . . 25.2(3) no
    C23 N11 C21 C20 . . . . -172.6(2) no
    N10 C20 C21 N11 . . . . -83.4(3) no
    C19 C20 C21 N11 . . . . 91.2(3) no
    C23 N11 C22 N12 . . . . 0.7(3) no
    C21 N11 C22 N12 . . . . 165.59(19) no
    C24 N12 C22 N11 . . . . -0.8(3) no
    C1 N12 C22 N11 . . . . -171.56(19) no
    C22 N11 C23 C24 . . . . -0.3(3) no
    C21 N11 C23 C24 . . . . -164.8(2) no
    N11 C23 C24 N12 . . . . -0.2(3) no
    C22 N12 C24 C23 . . . . 0.6(3) no
    C1 N12 C24 C23 . . . . 170.9(2) no
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    C1 H1A F12 2_665 0.99 2.39 3.263(3) 146.1
    C1 H1B F8 . 0.99 2.36 3.199(3) 142.1
    C4 H4 F7 1_455 0.95 2.41 3.227(3) 143.5
    C5 H5B N10 2_566 0.99 2.61 3.407(3) 138.1
    C7 H7 F4 2_656 0.95 2.52 3.392(3) 152.1
    C11 H11 F9 2_656 0.95 2.44 3.375(3) 168.4
    C13 H13B F5 2_657 0.99 2.38 3.356(3) 167.2
    C13 H13B F6 2_657 0.99 2.47 3.101(3) 121.5
    C16 H16 N13 2_657 0.95 2.59 3.186(3) 121.5
    C21 H21A Cl1 2_566 0.99 2.75 3.257(2) 112.3
    C21 H21A N3 2_566 0.99 2.59 3.376(3) 136.2
    C21 H21B F3 2_666 0.99 2.35 3.238(3) 149.1
    C23 H23 F1 2_666 0.95 2.50 3.235(3) 134.1
    C2 H2 N14 . 0.91(3) 2.34(3) 3.188(4) 155(2)
    C22 H22 N10 . 0.92(3) 2.62(3) 3.156(3) 119(2)
    C26 H26A F6 . 0.98 2.44 3.365(4) 156.9
    C28 H28B F3 . 0.98 2.55 3.295(4) 133.1
