#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:57:26 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178413 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/34/4023409.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4023409
loop_
_publ_author_name
'Zhenxing Xi'
'Bin Liu'
'Wanzhi Chen'
_publ_section_title
;
 Room-Temperature Kumada Cross-Coupling of Unactivated Aryl Chlorides
 Catalyzed by N-Heterocylic Carbene-Based Nickel(II) Complexes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3954
_journal_page_last               3957
_journal_paper_doi               10.1021/jo800197u
_journal_volume                  73
_journal_year                    2008
_chemical_formula_sum            'C46 H51 F24 N13 Ni2 O2 P4'
_chemical_formula_weight         1515.30
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                93.790(2)
_cell_angle_beta                 95.328(2)
_cell_angle_gamma                110.804(3)
_cell_formula_units_Z            1
_cell_length_a                   7.519(2)
_cell_length_b                   10.200(2)
_cell_length_c                   21.656(3)
_cell_measurement_reflns_used    2263
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.675
_cell_measurement_theta_min      2.441
_cell_volume                     1537.1(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_av_sigmaI/netI    0.0821
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            7849
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    0.839
_exptl_absorpt_correction_T_max  0.9436
_exptl_absorpt_correction_T_min  0.7039
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             766
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.099
_refine_diff_density_min         -0.921
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     428
_refine_ls_number_reflns         5208
_refine_ls_number_restraints     165
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.1361
_refine_ls_R_factor_gt           0.0955
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1632P)²+1.6928P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2373
_refine_ls_wR_factor_ref         0.2687
_reflns_number_gt                3408
_reflns_number_total             5208
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo800197u-File002.cif
_cod_data_source_block           061223a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4023409
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.45996(13) 0.29667(10) 0.23067(4) 0.0346(3) Uani 1 1 d . . .
F1 F 0.8447(10) 0.1494(7) 0.8983(4) 0.098(2) Uani 1 1 d U . .
F2 F 0.5063(12) 0.2566(8) 0.8659(4) 0.114(2) Uani 1 1 d U . .
F3 F 0.7907(11) 0.3504(6) 0.9245(3) 0.091(2) Uani 1 1 d U . .
F4 F 0.5803(12) 0.1378(7) 0.9402(3) 0.100(2) Uani 1 1 d U . .
F5 F 0.5623(9) 0.0574(6) 0.8408(3) 0.0807(17) Uani 1 1 d U . .
F6 F 0.7781(12) 0.2697(8) 0.8256(3) 0.105(2) Uani 1 1 d U . .
F7 F 0.528(2) 0.1323(16) 0.6187(8) 0.215(4) Uani 1 1 d U . .
F8 F 0.1931(18) 0.1950(15) 0.6657(7) 0.195(4) Uani 1 1 d U . .
F9 F 0.483(2) 0.2732(17) 0.6945(7) 0.223(5) Uani 1 1 d U . .
F10 F 0.267(2) 0.0295(18) 0.6698(8) 0.231(5) Uani 1 1 d U . .
F11 F 0.2059(18) 0.0922(14) 0.5793(6) 0.185(4) Uani 1 1 d U . .
F12 F 0.436(2) 0.2957(14) 0.6043(7) 0.201(5) Uani 1 1 d U . .
N1 N 0.0652(9) 0.2327(7) 0.1625(3) 0.0389(15) Uani 1 1 d . . .
N2 N 0.0992(9) 0.0789(6) 0.2204(3) 0.0421(15) Uani 1 1 d . . .
N3 N 0.3940(9) 0.2479(7) 0.3136(3) 0.0402(15) Uani 1 1 d . . .
N4 N 0.5061(8) 0.3117(6) 0.0926(3) 0.0351(14) Uani 1 1 d . . .
N5 N 0.6731(9) 0.4964(6) 0.1566(3) 0.0381(14) Uani 1 1 d . . .
N6 N 0.7282(9) 0.3722(6) 0.2657(3) 0.0387(14) Uani 1 1 d . . .
N7 N -0.142(3) 0.235(2) 0.5098(13) 0.111(7) Uani 0.50 1 d PDU . .
O1 O 0.1889(10) 0.3287(8) 0.0250(4) 0.0461(18) Uani 0.737(9) 1 d P A 1
O1' O 0.061(3) 0.164(2) 0.0397(10) 0.0461(18) Uani 0.263(9) 1 d P A 2
P1 P 0.6755(3) 0.2056(2) 0.88178(10) 0.0468(6) Uani 1 1 d . . .
P2 P 0.3593(4) 0.1591(3) 0.63914(13) 0.0675(8) Uani 1 1 d . . .
C1 C 0.0352(14) 0.3192(11) 0.0571(4) 0.060(2) Uani 1 1 d . . .
H1A H -0.0578 0.2235 0.0494 0.072 Uiso 0.737(9) 1 calc PR A 1
H1B H -0.0260 0.3813 0.0410 0.072 Uiso 0.737(9) 1 calc PR A 1
H1C H 0.1183 0.3923 0.0353 0.072 Uiso 0.263(9) 1 d PR A 2
H1D H -0.0961 0.3117 0.0456 0.072 Uiso 0.263(9) 1 d PR A 2
C2 C 0.0910(12) 0.3578(9) 0.1275(4) 0.0448(19) Uani 1 1 d . A .
H2A H 0.2242 0.4207 0.1354 0.054 Uiso 1 1 calc R . .
H2B H 0.0137 0.4083 0.1429 0.054 Uiso 1 1 calc R . .
C3 C 0.1965(11) 0.2054(8) 0.1992(3) 0.0368(16) Uani 1 1 d . . .
C4 C -0.0886(12) 0.0314(9) 0.1956(4) 0.051(2) Uani 1 1 d . . .
H4 H -0.1834 -0.0520 0.2029 0.062 Uiso 1 1 calc R . .
C5 C -0.1123(12) 0.1249(10) 0.1592(4) 0.054(2) Uani 1 1 d . . .
H5 H -0.2257 0.1193 0.1360 0.065 Uiso 1 1 calc R . .
C6 C 0.1889(12) 0.0153(8) 0.2654(4) 0.0449(19) Uani 1 1 d . . .
H6A H 0.2876 -0.0093 0.2473 0.054 Uiso 1 1 calc R . .
H6B H 0.0940 -0.0705 0.2759 0.054 Uiso 1 1 calc R . .
C7 C 0.2766(11) 0.1158(9) 0.3235(4) 0.0445(19) Uani 1 1 d . . .
C8 C 0.2446(15) 0.0812(12) 0.3828(4) 0.063(3) Uani 1 1 d . . .
H8 H 0.1692 -0.0106 0.3885 0.076 Uiso 1 1 calc R . .
C9 C 0.3213(16) 0.1787(13) 0.4332(4) 0.070(3) Uani 1 1 d . . .
H9 H 0.2975 0.1550 0.4732 0.084 Uiso 1 1 calc R . .
C10 C 0.4355(15) 0.3140(13) 0.4237(5) 0.070(3) Uani 1 1 d . . .
H10 H 0.4880 0.3841 0.4570 0.084 Uiso 1 1 calc R . .
C11 C 0.4688(12) 0.3416(10) 0.3649(4) 0.051(2) Uani 1 1 d . . .
H11 H 0.5494 0.4320 0.3593 0.062 Uiso 1 1 calc R . .
C12 C 0.2256(15) 0.1931(12) 0.0143(5) 0.068(3) Uani 1 1 d . . .
H12A H 0.2760 0.1907 -0.0253 0.082 Uiso 0.737(9) 1 calc PR A 1
H12B H 0.1049 0.1140 0.0115 0.082 Uiso 0.737(9) 1 calc PR A 1
H12C H 0.2729 0.2889 0.0030 0.082 Uiso 0.263(9) 1 d PR A 2
H12D H 0.2093 0.1291 -0.0228 0.082 Uiso 0.263(9) 1 d PR A 2
C13 C 0.3684(13) 0.1758(8) 0.0666(4) 0.048(2) Uani 1 1 d . A .
H13A H 0.2986 0.1283 0.0992 0.057 Uiso 1 1 calc R . .
H13B H 0.4347 0.1182 0.0498 0.057 Uiso 1 1 calc R . .
C14 C 0.5385(10) 0.3638(7) 0.1549(3) 0.0327(16) Uani 1 1 d . . .
C15 C 0.7227(11) 0.5265(8) 0.0983(4) 0.0432(19) Uani 1 1 d . . .
H15 H 0.8126 0.6095 0.0883 0.052 Uiso 1 1 calc R . .
C16 C 0.6188(12) 0.4157(9) 0.0594(4) 0.0445(19) Uani 1 1 d . . .
H16 H 0.6202 0.4079 0.0165 0.053 Uiso 1 1 calc R . .
C17 C 0.7605(12) 0.5843(8) 0.2160(4) 0.0449(19) Uani 1 1 d . . .
H17A H 0.6637 0.6082 0.2357 0.054 Uiso 1 1 calc R . .
H17B H 0.8590 0.6714 0.2082 0.054 Uiso 1 1 calc R . .
C18 C 0.8466(11) 0.5073(8) 0.2584(4) 0.0428(18) Uani 1 1 d . . .
C19 C 1.0317(12) 0.5618(10) 0.2865(4) 0.055(2) Uani 1 1 d . . .
H19 H 1.1100 0.6528 0.2807 0.066 Uiso 1 1 calc R . .
C20 C 1.1024(13) 0.4822(11) 0.3232(5) 0.064(3) Uani 1 1 d . . .
H20 H 1.2267 0.5205 0.3438 0.077 Uiso 1 1 calc R . .
C21 C 0.9880(14) 0.3447(11) 0.3295(5) 0.064(3) Uani 1 1 d . . .
H21 H 1.0336 0.2881 0.3533 0.076 Uiso 1 1 calc R . .
C22 C 0.8047(12) 0.2953(9) 0.2990(4) 0.0451(19) Uani 1 1 d . . .
H22 H 0.7285 0.2019 0.3018 0.054 Uiso 1 1 calc R . .
C23 C 0.000(3) 0.332(2) 0.5134(17) 0.112(7) Uani 0.50 1 d PDU . .
C24 C 0.188(3) 0.441(2) 0.5114(18) 0.122(8) Uani 0.50 1 d PDU . .
H24A H 0.2633 0.4018 0.4877 0.183 Uiso 0.50 1 calc PR . .
H24B H 0.2523 0.4725 0.5531 0.183 Uiso 0.50 1 calc PR . .
H24C H 0.1729 0.5185 0.4920 0.183 Uiso 0.50 1 calc PR . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 Ni1 C3 95.5(3) . . ?
C14 Ni1 N6 87.9(3) . . ?
C3 Ni1 N6 174.3(3) . . ?
C14 Ni1 N3 173.8(3) . . ?
C3 Ni1 N3 88.6(3) . . ?
N6 Ni1 N3 88.5(3) . . ?
C3 N1 C5 110.8(7) . . ?
C3 N1 C2 128.1(6) . . ?
C5 N1 C2 121.1(7) . . ?
C4 N2 C3 109.7(7) . . ?
C4 N2 C6 127.5(7) . . ?
C3 N2 C6 122.7(7) . . ?
C11 N3 C7 116.1(7) . . ?
C11 N3 Ni1 121.7(6) . . ?
C7 N3 Ni1 122.2(5) . . ?
C14 N4 C16 108.5(6) . . ?
C14 N4 C13 125.1(6) . . ?
C16 N4 C13 126.3(7) . . ?
C14 N5 C15 111.5(6) . . ?
C14 N5 C17 121.4(6) . . ?
C15 N5 C17 126.9(6) . . ?
C22 N6 C18 117.2(7) . . ?
C22 N6 Ni1 121.0(5) . . ?
C18 N6 Ni1 121.9(5) . . ?
C1 O1 C12 115.1(8) . . ?
C1 O1 H1C 44.6 . . ?
C12 O1 H1C 158.6 . . ?
C1 O1 H12C 154.0 . . ?
C12 O1 H12C 39.2 . . ?
H1C O1 H12C 159.4 . . ?
C12 O1' C1 106.8(14) . . ?
F2 P1 F6 93.1(5) . . ?
F2 P1 F4 90.0(5) . . ?
F6 P1 F4 176.9(5) . . ?
F2 P1 F1 178.5(4) . . ?
F6 P1 F1 87.9(5) . . ?
F4 P1 F1 89.0(5) . . ?
F2 P1 F3 90.2(4) . . ?
F6 P1 F3 89.6(4) . . ?
F4 P1 F3 90.1(4) . . ?
F1 P1 F3 90.9(4) . . ?
F2 P1 F5 91.4(4) . . ?
F6 P1 F5 91.6(4) . . ?
F4 P1 F5 88.5(4) . . ?
F1 P1 F5 87.5(4) . . ?
F3 P1 F5 178.0(4) . . ?
F7 P2 F10 100.9(10) . . ?
F7 P2 F8 175.1(9) . . ?
F10 P2 F8 79.8(9) . . ?
F7 P2 F12 83.7(9) . . ?
F10 P2 F12 174.4(9) . . ?
F8 P2 F12 96.0(9) . . ?
F7 P2 F9 93.6(9) . . ?
F10 P2 F9 104.5(9) . . ?
F8 P2 F9 81.5(8) . . ?
F12 P2 F9 78.3(8) . . ?
F7 P2 F11 100.9(9) . . ?
F10 P2 F11 89.2(8) . . ?
F8 P2 F11 84.0(7) . . ?
F12 P2 F11 86.7(7) . . ?
F9 P2 F11 157.9(9) . . ?
O1 C1 C2 113.5(8) . . ?
O1 C1 O1' 65.6(8) . . ?
C2 C1 O1' 106.9(10) . . ?
O1 C1 H1A 108.9 . . ?
C2 C1 H1A 108.9 . . ?
O1' C1 H1A 48.5 . . ?
O1 C1 H1B 108.9 . . ?
C2 C1 H1B 108.9 . . ?
O1' C1 H1B 142.4 . . ?
H1A C1 H1B 107.7 . . ?
O1 C1 H1C 46.4 . . ?
C2 C1 H1C 109.5 . . ?
O1' C1 H1C 110.8 . . ?
H1A C1 H1C 140.6 . . ?
H1B C1 H1C 67.0 . . ?
O1 C1 H1D 135.1 . . ?
C2 C1 H1D 110.1 . . ?
O1' C1 H1D 111.0 . . ?
H1A C1 H1D 65.1 . . ?
H1B C1 H1D 44.8 . . ?
H1C C1 H1D 108.4 . . ?
N1 C2 C1 113.2(7) . . ?
N1 C2 H2A 108.9 . . ?
C1 C2 H2A 108.9 . . ?
N1 C2 H2B 108.9 . . ?
C1 C2 H2B 108.9 . . ?
H2A C2 H2B 107.8 . . ?
N1 C3 N2 105.0(6) . . ?
N1 C3 Ni1 137.6(6) . . ?
N2 C3 Ni1 117.3(5) . . ?
C5 C4 N2 108.0(7) . . ?
C5 C4 H4 126.0 . . ?
N2 C4 H4 126.0 . . ?
C4 C5 N1 106.6(7) . . ?
C4 C5 H5 126.7 . . ?
N1 C5 H5 126.7 . . ?
N2 C6 C7 110.4(6) . . ?
N2 C6 H6A 109.6 . . ?
C7 C6 H6A 109.6 . . ?
N2 C6 H6B 109.6 . . ?
C7 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
N3 C7 C8 121.0(8) . . ?
N3 C7 C6 115.0(7) . . ?
C8 C7 C6 124.1(8) . . ?
C9 C8 C7 121.2(10) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C8 C9 C10 118.4(9) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
C11 C10 C9 118.3(9) . . ?
C11 C10 H10 120.9 . . ?
C9 C10 H10 120.9 . . ?
C10 C11 N3 125.0(9) . . ?
C10 C11 H11 117.5 . . ?
N3 C11 H11 117.5 . . ?
O1' C12 O1 71.9(10) . . ?
O1' C12 C13 104.2(12) . . ?
O1 C12 C13 113.0(7) . . ?
O1' C12 H12A 142.7 . . ?
O1 C12 H12A 109.0 . . ?
C13 C12 H12A 109.0 . . ?
O1' C12 H12B 43.5 . . ?
O1 C12 H12B 109.0 . . ?
C13 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
O1' C12 H12C 111.8 . . ?
O1 C12 H12C 40.7 . . ?
C13 C12 H12C 109.6 . . ?
H12A C12 H12C 72.6 . . ?
H12B C12 H12C 138.7 . . ?
O1' C12 H12D 111.3 . . ?
O1 C12 H12D 132.7 . . ?
C13 C12 H12D 111.6 . . ?
H12A C12 H12D 39.7 . . ?
H12B C12 H12D 69.6 . . ?
H12C C12 H12D 108.4 . . ?
N4 C13 C12 110.4(7) . . ?
N4 C13 H13A 109.6 . . ?
C12 C13 H13A 109.6 . . ?
N4 C13 H13B 109.6 . . ?
C12 C13 H13B 109.6 . . ?
H13A C13 H13B 108.1 . . ?
N5 C14 N4 104.0(6) . . ?
N5 C14 Ni1 118.5(5) . . ?
N4 C14 Ni1 137.3(5) . . ?
C16 C15 N5 106.7(7) . . ?
C16 C15 H15 126.6 . . ?
N5 C15 H15 126.6 . . ?
C15 C16 N4 109.3(7) . . ?
C15 C16 H16 125.4 . . ?
N4 C16 H16 125.4 . . ?
N5 C17 C18 110.2(6) . . ?
N5 C17 H17A 109.6 . . ?
C18 C17 H17A 109.6 . . ?
N5 C17 H17B 109.6 . . ?
C18 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
C19 C18 N6 121.1(8) . . ?
C19 C18 C17 123.6(7) . . ?
N6 C18 C17 115.2(7) . . ?
C18 C19 C20 120.0(9) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 C21 119.7(9) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C22 C21 C20 117.3(9) . . ?
C22 C21 H21 121.3 . . ?
C20 C21 H21 121.3 . . ?
N6 C22 C21 124.4(8) . . ?
N6 C22 H22 117.8 . . ?
C21 C22 H22 117.8 . . ?
N7 C23 C24 171(3) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
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 C14 1.885(7) . ?
Ni1 C3 1.900(7) . ?
Ni1 N6 1.942(6) . ?
Ni1 N3 1.957(6) . ?
F1 P1 1.593(7) . ?
F2 P1 1.555(7) . ?
F3 P1 1.596(6) . ?
F4 P1 1.588(7) . ?
F5 P1 1.601(6) . ?
F6 P1 1.556(7) . ?
F7 P2 1.489(13) . ?
F8 P2 1.568(13) . ?
F9 P2 1.581(15) . ?
F10 P2 1.490(14) . ?
F11 P2 1.587(13) . ?
F12 P2 1.579(12) . ?
N1 C3 1.328(10) . ?
N1 C5 1.387(10) . ?
N1 C2 1.490(10) . ?
N2 C4 1.363(10) . ?
N2 C3 1.372(10) . ?
N2 C6 1.447(10) . ?
N3 C11 1.351(10) . ?
N3 C7 1.367(11) . ?
N4 C14 1.382(9) . ?
N4 C16 1.392(10) . ?
N4 C13 1.442(10) . ?
N5 C14 1.367(9) . ?
N5 C15 1.373(10) . ?
N5 C17 1.472(10) . ?
N6 C22 1.337(10) . ?
N6 C18 1.379(10) . ?
N7 C23 1.165(16) . ?
O1 C1 1.382(11) . ?
O1 C12 1.511(13) . ?
O1 H1C 0.9999 . ?
O1 H12C 1.0002 . ?
O1' C12 1.34(2) . ?
O1' C1 1.69(2) . ?
C1 C2 1.530(12) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C4 C5 1.325(13) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.505(11) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.374(12) . ?
C8 C9 1.359(15) . ?
C8 H8 0.9300 . ?
C9 C10 1.383(16) . ?
C9 H9 0.9300 . ?
C10 C11 1.349(13) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.550(14) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C12 H12D 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C15 C16 1.312(11) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.492(11) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.365(11) . ?
C19 C20 1.374(13) . ?
C19 H19 0.9300 . ?
C20 C21 1.383(14) . ?
C20 H20 0.9300 . ?
C21 C22 1.372(12) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.459(17) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 Ni1 N3 C11 -5(3) . . . . ?
C3 Ni1 N3 C11 -136.6(6) . . . . ?
N6 Ni1 N3 C11 48.3(6) . . . . ?
C14 Ni1 N3 C7 177(2) . . . . ?
C3 Ni1 N3 C7 46.3(6) . . . . ?
N6 Ni1 N3 C7 -128.8(6) . . . . ?
C14 Ni1 N6 C22 -133.2(6) . . . . ?
C3 Ni1 N6 C22 -7(3) . . . . ?
N3 Ni1 N6 C22 51.9(6) . . . . ?
C14 Ni1 N6 C18 48.2(6) . . . . ?
C3 Ni1 N6 C18 175(3) . . . . ?
N3 Ni1 N6 C18 -126.8(6) . . . . ?
C12 O1 C1 C2 93.2(10) . . . . ?
C12 O1 C1 O1' -5.5(10) . . . . ?
C12 O1' C1 O1 5.9(11) . . . . ?
C12 O1' C1 C2 -102.8(14) . . . . ?
C3 N1 C2 C1 121.2(8) . . . . ?
C5 N1 C2 C1 -58.2(10) . . . . ?
O1 C1 C2 N1 -96.0(9) . . . . ?
O1' C1 C2 N1 -25.7(11) . . . . ?
C5 N1 C3 N2 -1.2(9) . . . . ?
C2 N1 C3 N2 179.4(7) . . . . ?
C5 N1 C3 Ni1 -176.5(7) . . . . ?
C2 N1 C3 Ni1 4.1(13) . . . . ?
C4 N2 C3 N1 0.8(9) . . . . ?
C6 N2 C3 N1 -176.0(7) . . . . ?
C4 N2 C3 Ni1 177.2(5) . . . . ?
C6 N2 C3 Ni1 0.5(10) . . . . ?
C14 Ni1 C3 N1 -43.0(8) . . . . ?
N6 Ni1 C3 N1 -169(3) . . . . ?
N3 Ni1 C3 N1 132.3(8) . . . . ?
C14 Ni1 C3 N2 142.1(6) . . . . ?
N6 Ni1 C3 N2 16(3) . . . . ?
N3 Ni1 C3 N2 -42.6(6) . . . . ?
C3 N2 C4 C5 -0.1(10) . . . . ?
C6 N2 C4 C5 176.5(8) . . . . ?
N2 C4 C5 N1 -0.6(10) . . . . ?
C3 N1 C5 C4 1.2(10) . . . . ?
C2 N1 C5 C4 -179.3(7) . . . . ?
C4 N2 C6 C7 -120.2(8) . . . . ?
C3 N2 C6 C7 56.0(10) . . . . ?
C11 N3 C7 C8 -2.5(11) . . . . ?
Ni1 N3 C7 C8 174.8(6) . . . . ?
C11 N3 C7 C6 177.6(7) . . . . ?
Ni1 N3 C7 C6 -5.1(9) . . . . ?
N2 C6 C7 N3 -50.9(9) . . . . ?
N2 C6 C7 C8 129.2(9) . . . . ?
N3 C7 C8 C9 3.1(14) . . . . ?
C6 C7 C8 C9 -177.0(9) . . . . ?
C7 C8 C9 C10 -1.0(16) . . . . ?
C8 C9 C10 C11 -1.5(16) . . . . ?
C9 C10 C11 N3 2.2(15) . . . . ?
C7 N3 C11 C10 -0.2(12) . . . . ?
Ni1 N3 C11 C10 -177.5(7) . . . . ?
C1 O1' C12 O1 -5.1(10) . . . . ?
C1 O1' C12 C13 104.9(12) . . . . ?
C1 O1 C12 O1' 6.6(12) . . . . ?
C1 O1 C12 C13 -91.5(10) . . . . ?
C14 N4 C13 C12 123.0(8) . . . . ?
C16 N4 C13 C12 -52.4(10) . . . . ?
O1' C12 C13 N4 -107.4(12) . . . . ?
O1 C12 C13 N4 -31.3(11) . . . . ?
C15 N5 C14 N4 0.2(8) . . . . ?
C17 N5 C14 N4 -174.5(6) . . . . ?
C15 N5 C14 Ni1 176.6(5) . . . . ?
C17 N5 C14 Ni1 1.9(9) . . . . ?
C16 N4 C14 N5 -1.3(7) . . . . ?
C13 N4 C14 N5 -177.4(7) . . . . ?
C16 N4 C14 Ni1 -176.7(6) . . . . ?
C13 N4 C14 Ni1 7.3(11) . . . . ?
C3 Ni1 C14 N5 140.4(5) . . . . ?
N6 Ni1 C14 N5 -44.2(5) . . . . ?
N3 Ni1 C14 N5 9(3) . . . . ?
C3 Ni1 C14 N4 -44.8(7) . . . . ?
N6 Ni1 C14 N4 130.6(7) . . . . ?
N3 Ni1 C14 N4 -176(2) . . . . ?
C14 N5 C15 C16 1.1(9) . . . . ?
C17 N5 C15 C16 175.5(7) . . . . ?
N5 C15 C16 N4 -1.9(9) . . . . ?
C14 N4 C16 C15 2.1(8) . . . . ?
C13 N4 C16 C15 178.1(7) . . . . ?
C14 N5 C17 C18 55.0(9) . . . . ?
C15 N5 C17 C18 -118.8(8) . . . . ?
C22 N6 C18 C19 -2.7(11) . . . . ?
Ni1 N6 C18 C19 176.0(6) . . . . ?
C22 N6 C18 C17 174.5(7) . . . . ?
Ni1 N6 C18 C17 -6.8(9) . . . . ?
N5 C17 C18 C19 127.3(8) . . . . ?
N5 C17 C18 N6 -49.9(9) . . . . ?
N6 C18 C19 C20 -0.7(13) . . . . ?
C17 C18 C19 C20 -177.7(8) . . . . ?
C18 C19 C20 C21 2.8(15) . . . . ?
C19 C20 C21 C22 -1.4(15) . . . . ?
C18 N6 C22 C21 4.3(12) . . . . ?
Ni1 N6 C22 C21 -174.5(7) . . . . ?
C20 C21 C22 N6 -2.2(14) . . . . ?
