#------------------------------------------------------------------------------
#$Date: 2024-08-05 22:08:47 +0300 (Mon, 05 Aug 2024) $
#$Revision: 293869 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/66/7716642.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_7716642
loop_
_publ_author_name
'Pankov, Roman O.'
'Tarabrin, Ignatii R.'
'Son, Alexandra G.'
'Minyaev, Mikhail E.'
'Prima, Darya O.'
'Ananikov, Valentine P.'
_publ_section_title
;
 Synthesis and comparative study of (NHCF)PdCl₂Py
 and (NHCF)Ni(Cp)Cl complexes: investigation of the electronic
 properties of NHC ligands and complex characteristics.
;
_journal_issue                   30
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12503
_journal_page_last               12518
_journal_paper_doi               10.1039/d4dt01304b
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C20 H13 Cl F4 N2 Ni'
_chemical_formula_sum            'C20 H13 Cl F4 N2 Ni'
_chemical_formula_weight         451.48
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-01-24
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2024-03-06 deposited with the CCDC.	2024-07-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.8923(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.99026(4)
_cell_length_b                   19.21028(11)
_cell_length_c                   11.91822(6)
_cell_measurement_reflns_used    18527
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      80.1490
_cell_measurement_theta_min      3.7960
_cell_volume                     1796.431(17)
_computing_cell_refinement       'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_data_collection
'CrysAlisPro system (CCD 43.92a 64-bit (release 05-10-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -1.00  68.00   0.50    0.05    --   15.16 -99.00-180.00  138
  2  ω     -1.00  68.00   0.50    0.05    --   15.16 -99.00-120.00  138
  3  ω    -21.00  61.00   0.50    0.05    --   15.16 -84.00 -25.00  164
  4  ω     34.00 112.00   0.50    0.20    --   71.20-125.00   0.00  156
  5  ω     43.00 108.00   0.50    0.25    --  127.25-111.00-180.00  130
  6  ω     37.00 105.00   0.50    0.25    --  127.25 -92.00-120.00  136
  7  ω     37.00 105.00   0.50    0.25    --  127.25 -92.00 -90.00  136
  8  ω     37.00 105.00   0.50    0.25    --  127.25 -92.00 -30.00  136
  9  ω     37.00 105.00   0.50    0.25    --  127.25 -92.00 -30.00  136
 10  ω     43.00 108.00   0.50    0.25    --  127.25-111.00  90.00  130
 11  ω     52.00  78.00   0.50    0.25    --  127.25 -92.00  30.00   52
 12  ω     38.00 174.00   0.50    0.25    --  127.25 -84.00 -25.00  272
 13  ω     38.00 174.00   0.50    0.25    --  127.25 -84.00 -25.00  272
 14  ω    -18.00 117.00   0.50    0.20    --   71.20 -84.00 -25.00  270
 15  ω     85.00 111.00   0.50    0.25    --  127.25 -80.00 102.37   52
 16  ω     41.00 105.00   0.50    0.25    --  127.25 -77.00 150.00  128
 17  ω     41.00 105.00   0.50    0.25    --  127.25 -77.00  90.00  128
 18  ω     49.00  76.00   0.50    0.25    --  127.25 -64.00  30.00   54
 19  ω     41.00 105.00   0.50    0.25    --  127.25 -77.00   0.00  128
 20  ω     -7.00  71.00   0.50    0.20    --   71.20 -61.00 150.00  156
 21  ω     49.00  76.00   0.50    0.25    --  127.25 -64.00   0.00   54
 22  ω     49.00  76.00   0.50    0.25    --  127.25 -64.00 -30.00   54
 23  ω     49.00  76.00   0.50    0.25    --  127.25 -64.00-120.00   54
 24  ω     49.00  75.00   0.50    0.25    --  127.25 -64.00-180.00   52
 25  ω    -17.00  35.00   0.50    0.20    --   71.20 -30.00 150.00  104
 26  ω     44.00 178.00   0.50    0.25    --  127.25  28.00  -3.64  268
 27  ω     90.00 178.00   0.50    0.25    --  127.25  64.00  90.00  176
 28  ω     84.00 178.00   0.50    0.25    --  127.25  77.00  60.00  188
 29  ω    104.00 130.00   0.50    0.25    --  127.25  50.00 150.00   52
 30  ω     90.00 178.00   0.50    0.25    --  127.25  64.00  30.00  176
 31  ω     90.00 178.00   0.50    0.25    --  127.25  64.00  30.00  176
 32  ω     90.00 177.00   0.50    0.25    --  127.25  64.00   0.00  174
 33  ω     77.00 178.00   0.50    0.25    --  127.25  38.00  30.00  202
 34  ω     44.00 178.00   0.50    0.25    --  127.25  28.00  -3.64  268
 35  ω     90.00 178.00   0.50    0.25    --  127.25  64.00-180.00  176
 36  ω     63.00 146.00   0.50    0.25    --  127.25 178.00 -30.00  166
 37  ω     63.00 146.00   0.50    0.25    --  127.25 178.00  90.00  166
 38  ω    103.00 178.00   0.50    0.25    --  127.25 111.00  60.00  150
 39  ω    102.00 153.00   0.50    0.20    --   71.20  84.00  94.00  102
 40  ω    101.00 178.00   0.50    0.25    --  127.25  84.00  94.00  154
 41  ω    128.00 169.00   0.50    0.25    --  127.25 111.00 -60.00   82
 42  ω     64.00 143.00   0.50    0.25    --  127.25 178.00-180.00  158
 43  ω    -25.00  11.00   0.50    0.20    --  -71.20  15.00-150.00   72
 44  ω   -110.00 -39.00   0.50    0.05    --  -15.16 178.00-180.00  142
 45  ω    -61.00  43.00   0.50    0.05    --  -15.16  84.00  94.00  208
 46  ω   -152.00 -23.00   0.50    0.25    -- -105.75  84.00  94.00  258
 47  ω    -82.00 -27.00   0.50    0.25    -- -105.75 111.00 150.00  110
 48  ω    -35.00  11.00   0.50    0.20    --  -71.20  30.00  60.00   92
 49  ω    -20.00  30.00   0.50    0.05    --  -15.16 -84.00 -25.00  100
 50  ω   -160.00 -79.00   0.50    0.20    --  -71.20 -84.00 -25.00  162
 51  ω   -177.00 -79.00   0.50    0.25    -- -105.75 -84.00 -25.00  196
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1349592000
_diffrn_orient_matrix_UB_12      0.0582161000
_diffrn_orient_matrix_UB_13      -0.0141500000
_diffrn_orient_matrix_UB_21      0.0992038000
_diffrn_orient_matrix_UB_22      0.0401556000
_diffrn_orient_matrix_UB_23      -0.0782809000
_diffrn_orient_matrix_UB_31      -0.1024467000
_diffrn_orient_matrix_UB_32      -0.0378206000
_diffrn_orient_matrix_UB_33      -0.1048699000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_av_unetI/netI     0.0140
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            24230
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.377
_diffrn_reflns_theta_min         4.424
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.372
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.105
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.104a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.559
_exptl_crystal_size_mid          0.440
_exptl_crystal_size_min          0.206
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       0.00311(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         3931
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0274
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0253P)²+1.3841P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0666
_refine_ls_wR_factor_ref         0.0668
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3907
_reflns_number_total             3931
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01304b2.cif
_cod_data_source_block           4c
_cod_depositor_comments
'Adding full bibliography for 7716642--7716648.cif.'
_cod_original_cell_volume        1796.430(17)
_cod_database_code               7716642
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C20 H13 Cl F4 N2 Ni'
_chemical_oxdiff_usercomment     TAR-84p
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.543
_shelx_estimated_absorpt_t_min   0.254
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.154
_oxdiff_exptl_absorpt_empirical_full_min 0.865
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.55104(3) 0.36246(2) 0.72551(2) 0.01320(8) Uani 1 1 d . . . . .
Cl1 Cl 0.49188(4) 0.34868(2) 0.89667(3) 0.01997(9) Uani 1 1 d . . . . .
N1 N 0.89122(15) 0.41397(6) 0.80950(10) 0.0145(2) Uani 1 1 d . . . . .
C1 C 0.78620(18) 0.35922(7) 0.77626(12) 0.0141(3) Uani 1 1 d . . . . .
N2 N 0.89155(15) 0.30332(6) 0.79223(10) 0.0152(2) Uani 1 1 d . . . . .
C2 C 1.06030(18) 0.32282(8) 0.83369(13) 0.0178(3) Uani 1 1 d . . . . .
H2 H 1.148(3) 0.2911(10) 0.8489(16) 0.021 Uiso 1 1 d . U . . .
C3 C 1.06008(18) 0.39237(8) 0.84438(12) 0.0171(3) Uani 1 1 d . . . . .
H3 H 1.147(3) 0.4227(10) 0.8681(16) 0.021 Uiso 1 1 d . U . . .
C4 C 0.83734(17) 0.48511(7) 0.79626(12) 0.0150(3) Uani 1 1 d . . . . .
C5 C 0.86298(18) 0.52180(8) 0.70088(12) 0.0168(3) Uani 1 1 d . . . . .
F5 F 0.93912(13) 0.48934(5) 0.62375(8) 0.0265(2) Uani 1 1 d . . . . .
C6 C 0.81144(19) 0.59004(8) 0.68119(13) 0.0190(3) Uani 1 1 d . . . . .
H6 H 0.827(3) 0.6122(11) 0.6144(17) 0.023 Uiso 1 1 d . U . . .
C7 C 0.73369(19) 0.62087(8) 0.76286(13) 0.0197(3) Uani 1 1 d . . . . .
F7 F 0.68571(13) 0.68812(5) 0.74657(9) 0.0287(2) Uani 1 1 d . . . . .
C8 C 0.7035(2) 0.58678(8) 0.85874(14) 0.0220(3) Uani 1 1 d . . . . .
H8 H 0.648(3) 0.6094(11) 0.9104(18) 0.026 Uiso 1 1 d . U . . .
C9 C 0.75524(19) 0.51775(8) 0.87465(13) 0.0192(3) Uani 1 1 d . . . . .
H9 H 0.738(3) 0.4918(11) 0.9411(17) 0.023 Uiso 1 1 d . U . . .
C10 C 0.84071(17) 0.23387(7) 0.75815(12) 0.0150(3) Uani 1 1 d . . . . .
C11 C 0.87243(18) 0.20892(8) 0.65522(12) 0.0171(3) Uani 1 1 d . . . . .
F11 F 0.94680(13) 0.25165(5) 0.58944(8) 0.0296(2) Uani 1 1 d . . . . .
C12 C 0.82972(19) 0.14238(8) 0.61685(13) 0.0195(3) Uani 1 1 d . . . . .
H12 H 0.850(3) 0.1275(10) 0.5468(18) 0.023 Uiso 1 1 d . U . . .
C13 C 0.75163(19) 0.10122(8) 0.68622(13) 0.0189(3) Uani 1 1 d . . . . .
F13 F 0.70824(13) 0.03538(5) 0.65124(9) 0.0268(2) Uani 1 1 d . . . . .
C14 C 0.7148(2) 0.12352(9) 0.78855(14) 0.0247(3) Uani 1 1 d . . . . .
H14 H 0.659(3) 0.0921(11) 0.8331(18) 0.030 Uiso 1 1 d . U . . .
C15 C 0.7596(2) 0.19110(8) 0.82453(14) 0.0224(3) Uani 1 1 d . . . . .
H15 H 0.736(3) 0.2078(11) 0.8930(18) 0.027 Uiso 1 1 d . U . . .
C16 C 0.55908(19) 0.38399(9) 0.55966(12) 0.0204(3) Uani 1 1 d . . . . .
H16 H 0.664(3) 0.3906(11) 0.5354(17) 0.025 Uiso 1 1 d . U . . .
C17 C 0.4680(2) 0.31936(8) 0.55727(13) 0.0225(3) Uani 1 1 d . . . . .
H17 H 0.502(3) 0.2754(11) 0.5345(18) 0.027 Uiso 1 1 d . U . . .
C18 C 0.3245(2) 0.33288(9) 0.60371(13) 0.0241(3) Uani 1 1 d . . . . .
H18 H 0.246(3) 0.3003(11) 0.6180(18) 0.029 Uiso 1 1 d . U . . .
C19 C 0.3198(2) 0.40637(9) 0.62853(13) 0.0228(3) Uani 1 1 d . . . . .
H19 H 0.237(3) 0.4286(11) 0.6585(18) 0.027 Uiso 1 1 d . U . . .
C20 C 0.4588(2) 0.43837(8) 0.59590(13) 0.0204(3) Uani 1 1 d . . . . .
H20 H 0.487(3) 0.4860(11) 0.6020(17) 0.025 Uiso 1 1 d . U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 2 0.2873
-1 0 -2 0.1717
-2 5 -2 0.1779
1 1 -1 0.1373
-1 -1 1 0.1182
-2 0 5 0.1504
1 0 -1 0.1221
-1 0 1 0.1182
-3 1 5 0.1203
5 2 -2 0.1401
-1 5 -3 0.1671
1 -5 2 0.2386
-2 -1 -5 0.1767
0 -5 -1 0.2747
0 5 1 0.2849
1 -5 1 0.2346
1 -3 -5 0.1760
1 -1 -1 0.0936
-1 1 1 0.1127
5 -2 -3 0.1115
5 -2 -2 0.1097
-3 5 0 0.1606
3 -5 0 0.1666
0 -5 1 0.2470
1 5 2 0.2694
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ni1 Cl1 94.32(4) . . ?
C1 Ni1 C16 96.16(6) . . ?
C1 Ni1 C17 113.81(6) . . ?
C1 Ni1 C18 150.53(6) . . ?
C1 Ni1 C19 153.66(6) . . ?
C1 Ni1 C20 116.32(6) . . ?
C16 Ni1 Cl1 168.59(5) . . ?
C16 Ni1 C17 40.00(6) . . ?
C16 Ni1 C18 65.07(6) . . ?
C16 Ni1 C19 65.21(6) . . ?
C16 Ni1 C20 39.91(6) . . ?
C17 Ni1 Cl1 137.37(5) . . ?
C17 Ni1 C18 37.43(6) . . ?
C17 Ni1 C19 64.51(6) . . ?
C18 Ni1 Cl1 106.92(5) . . ?
C19 Ni1 Cl1 103.41(4) . . ?
C19 Ni1 C18 38.98(7) . . ?
C20 Ni1 Cl1 130.13(4) . . ?
C20 Ni1 C17 65.71(6) . . ?
C20 Ni1 C18 64.41(6) . . ?
C20 Ni1 C19 37.59(6) . . ?
C1 N1 C3 111.44(12) . . ?
C1 N1 C4 123.42(12) . . ?
C3 N1 C4 124.69(12) . . ?
N1 C1 Ni1 126.80(10) . . ?
N2 C1 Ni1 129.31(10) . . ?
N2 C1 N1 103.87(12) . . ?
C1 N2 C2 111.69(12) . . ?
C1 N2 C10 124.29(12) . . ?
C2 N2 C10 123.63(12) . . ?
N2 C2 H2 122.8(12) . . ?
C3 C2 N2 106.39(13) . . ?
C3 C2 H2 130.8(12) . . ?
N1 C3 H3 122.8(12) . . ?
C2 C3 N1 106.61(13) . . ?
C2 C3 H3 130.6(12) . . ?
C5 C4 N1 119.20(13) . . ?
C5 C4 C9 118.96(13) . . ?
C9 C4 N1 121.81(13) . . ?
F5 C5 C4 118.70(13) . . ?
F5 C5 C6 118.82(13) . . ?
C6 C5 C4 122.47(14) . . ?
C5 C6 H6 119.6(13) . . ?
C5 C6 C7 116.50(14) . . ?
C7 C6 H6 123.9(13) . . ?
F7 C7 C6 117.48(14) . . ?
F7 C7 C8 118.98(14) . . ?
C8 C7 C6 123.54(14) . . ?
C7 C8 H8 120.5(13) . . ?
C7 C8 C9 118.19(14) . . ?
C9 C8 H8 121.3(13) . . ?
C4 C9 C8 120.31(14) . . ?
C4 C9 H9 118.4(12) . . ?
C8 C9 H9 121.2(12) . . ?
C11 C10 N2 118.99(13) . . ?
C15 C10 N2 121.99(13) . . ?
C15 C10 C11 119.01(13) . . ?
F11 C11 C10 118.62(13) . . ?
F11 C11 C12 118.71(13) . . ?
C12 C11 C10 122.66(14) . . ?
C11 C12 H12 120.7(13) . . ?
C13 C12 C11 116.45(14) . . ?
C13 C12 H12 122.8(13) . . ?
C12 C13 C14 123.43(14) . . ?
F13 C13 C12 118.03(13) . . ?
F13 C13 C14 118.54(14) . . ?
C13 C14 H14 119.4(13) . . ?
C13 C14 C15 118.52(14) . . ?
C15 C14 H14 122.1(13) . . ?
C10 C15 C14 119.90(14) . . ?
C10 C15 H15 119.5(13) . . ?
C14 C15 H15 120.6(13) . . ?
Ni1 C16 H16 121.2(12) . . ?
C17 C16 Ni1 74.60(9) . . ?
C17 C16 H16 125.9(13) . . ?
C20 C16 Ni1 74.50(9) . . ?
C20 C16 H16 124.9(13) . . ?
C20 C16 C17 109.04(14) . . ?
Ni1 C17 H17 123.8(13) . . ?
C16 C17 Ni1 65.40(8) . . ?
C16 C17 H17 127.2(13) . . ?
C18 C17 Ni1 71.92(9) . . ?
C18 C17 C16 106.49(14) . . ?
C18 C17 H17 126.1(13) . . ?
Ni1 C18 H18 124.3(13) . . ?
C17 C18 Ni1 70.65(9) . . ?
C17 C18 H18 125.9(13) . . ?
C17 C18 C19 108.67(14) . . ?
C19 C18 Ni1 70.00(9) . . ?
C19 C18 H18 125.5(13) . . ?
Ni1 C19 H19 125.6(13) . . ?
C18 C19 Ni1 71.02(9) . . ?
C18 C19 H19 125.9(14) . . ?
C20 C19 Ni1 70.94(9) . . ?
C20 C19 C18 108.79(14) . . ?
C20 C19 H19 125.3(14) . . ?
Ni1 C20 H20 123.9(12) . . ?
C16 C20 Ni1 65.59(8) . . ?
C16 C20 H20 126.2(12) . . ?
C19 C20 Ni1 71.47(9) . . ?
C19 C20 C16 106.52(14) . . ?
C19 C20 H20 127.1(12) . . ?
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 Cl1 2.1953(4) . ?
Ni1 C1 1.8630(14) . ?
Ni1 C16 2.0323(15) . ?
Ni1 C17 2.1548(15) . ?
Ni1 C18 2.1710(15) . ?
Ni1 C19 2.1574(15) . ?
Ni1 C20 2.1507(15) . ?
N1 C1 1.3570(18) . ?
N1 C3 1.3977(18) . ?
N1 C4 1.4325(17) . ?
C1 N2 1.3555(18) . ?
N2 C2 1.3967(18) . ?
N2 C10 1.4310(18) . ?
C2 H2 0.92(2) . ?
C2 C3 1.342(2) . ?
C3 H3 0.91(2) . ?
C4 C5 1.385(2) . ?
C4 C9 1.389(2) . ?
C5 F5 1.3473(17) . ?
C5 C6 1.381(2) . ?
C6 H6 0.93(2) . ?
C6 C7 1.383(2) . ?
C7 F7 1.3511(17) . ?
C7 C8 1.377(2) . ?
C8 H8 0.93(2) . ?
C8 C9 1.391(2) . ?
C9 H9 0.97(2) . ?
C10 C11 1.384(2) . ?
C10 C15 1.384(2) . ?
C11 F11 1.3483(17) . ?
C11 C12 1.379(2) . ?
C12 H12 0.93(2) . ?
C12 C13 1.376(2) . ?
C13 F13 1.3562(17) . ?
C13 C14 1.376(2) . ?
C14 H14 0.97(2) . ?
C14 C15 1.393(2) . ?
C15 H15 0.93(2) . ?
C16 H16 0.94(2) . ?
C16 C17 1.437(2) . ?
C16 C20 1.432(2) . ?
C17 H17 0.94(2) . ?
C17 C18 1.388(2) . ?
C18 H18 0.92(2) . ?
C18 C19 1.444(2) . ?
C19 H19 0.91(2) . ?
C19 C20 1.388(2) . ?
C20 H20 0.94(2) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 C1 N2 C2 -178.79(11) . . . . ?
Ni1 C1 N2 C10 8.2(2) . . . . ?
Ni1 C16 C17 C18 60.56(11) . . . . ?
Ni1 C16 C20 C19 -60.09(11) . . . . ?
Ni1 C17 C18 C19 59.92(11) . . . . ?
Ni1 C18 C19 C20 61.19(11) . . . . ?
Ni1 C19 C20 C16 56.35(10) . . . . ?
Cl1 Ni1 C1 N1 -90.50(12) . . . . ?
Cl1 Ni1 C1 N2 87.28(13) . . . . ?
N1 C1 N2 C2 -0.62(15) . . . . ?
N1 C1 N2 C10 -173.60(12) . . . . ?
N1 C4 C5 F5 -0.4(2) . . . . ?
N1 C4 C5 C6 178.69(13) . . . . ?
N1 C4 C9 C8 -179.54(13) . . . . ?
C1 N1 C3 C2 -0.53(17) . . . . ?
C1 N1 C4 C5 -95.15(16) . . . . ?
C1 N1 C4 C9 82.83(18) . . . . ?
C1 N2 C2 C3 0.32(17) . . . . ?
C1 N2 C10 C11 97.13(17) . . . . ?
C1 N2 C10 C15 -82.36(19) . . . . ?
N2 C2 C3 N1 0.13(16) . . . . ?
N2 C10 C11 F11 -1.5(2) . . . . ?
N2 C10 C11 C12 179.08(13) . . . . ?
N2 C10 C15 C14 -179.07(14) . . . . ?
C2 N2 C10 C11 -75.03(18) . . . . ?
C2 N2 C10 C15 105.49(17) . . . . ?
C3 N1 C1 Ni1 178.93(10) . . . . ?
C3 N1 C1 N2 0.70(15) . . . . ?
C3 N1 C4 C5 76.58(18) . . . . ?
C3 N1 C4 C9 -105.45(17) . . . . ?
C4 N1 C1 Ni1 -8.37(19) . . . . ?
C4 N1 C1 N2 173.40(12) . . . . ?
C4 N1 C3 C2 -173.12(13) . . . . ?
C4 C5 C6 C7 0.8(2) . . . . ?
C5 C4 C9 C8 -1.6(2) . . . . ?
C5 C6 C7 F7 178.55(13) . . . . ?
C5 C6 C7 C8 -1.4(2) . . . . ?
F5 C5 C6 C7 179.88(13) . . . . ?
C6 C7 C8 C9 0.5(2) . . . . ?
C7 C8 C9 C4 1.0(2) . . . . ?
F7 C7 C8 C9 -179.40(14) . . . . ?
C9 C4 C5 F5 -178.46(13) . . . . ?
C9 C4 C5 C6 0.7(2) . . . . ?
C10 N2 C2 C3 173.35(13) . . . . ?
C10 C11 C12 C13 0.5(2) . . . . ?
C11 C10 C15 C14 1.4(2) . . . . ?
C11 C12 C13 F13 -179.84(13) . . . . ?
C11 C12 C13 C14 0.5(2) . . . . ?
F11 C11 C12 C13 -178.97(13) . . . . ?
C12 C13 C14 C15 -0.4(3) . . . . ?
C13 C14 C15 C10 -0.6(3) . . . . ?
F13 C13 C14 C15 179.90(14) . . . . ?
C15 C10 C11 F11 178.01(14) . . . . ?
C15 C10 C11 C12 -1.4(2) . . . . ?
C16 Ni1 C1 N1 84.99(13) . . . . ?
C16 Ni1 C1 N2 -97.24(13) . . . . ?
C16 C17 C18 Ni1 -56.40(10) . . . . ?
C16 C17 C18 C19 3.51(17) . . . . ?
C17 Ni1 C1 N1 122.38(12) . . . . ?
C17 Ni1 C1 N2 -59.85(14) . . . . ?
C17 C16 C20 Ni1 67.21(10) . . . . ?
C17 C16 C20 C19 7.13(17) . . . . ?
C17 C18 C19 Ni1 -60.32(11) . . . . ?
C17 C18 C19 C20 0.87(17) . . . . ?
C18 Ni1 C1 N1 132.86(13) . . . . ?
C18 Ni1 C1 N2 -49.4(2) . . . . ?
C18 C19 C20 Ni1 -61.24(10) . . . . ?
C18 C19 C20 C16 -4.89(17) . . . . ?
C19 Ni1 C1 N1 42.1(2) . . . . ?
C19 Ni1 C1 N2 -140.13(14) . . . . ?
C20 Ni1 C1 N1 48.83(14) . . . . ?
C20 Ni1 C1 N2 -133.39(13) . . . . ?
C20 C16 C17 Ni1 -67.15(10) . . . . ?
C20 C16 C17 C18 -6.60(17) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0000 -0.0000 2.0000 -0.1633 -0.0574 -0.3122
-1.0000 0.0000 -2.0000 0.1633 0.0574 0.3122
-2.0000 5.0000 -2.0000 0.5893 0.1589 0.2255
1.0000 1.0000 -1.0000 -0.0626 0.2176 -0.0354
-1.0000 -1.0000 1.0000 0.0626 -0.2176 0.0354
-2.0000 -0.0000 5.0000 0.1992 -0.5898 -0.3195
1.0000 0.0000 -1.0000 -0.1208 0.1775 0.0024
-1.0000 -0.0000 1.0000 0.1208 -0.1775 -0.0024
-3.0000 1.0000 5.0000 0.3923 -0.6489 -0.2548
5.0000 2.0000 -2.0000 -0.5301 0.7329 -0.3781
-1.0000 5.0000 -3.0000 0.4685 0.3364 0.2280
1.0000 -5.0000 2.0000 -0.4543 -0.2581 -0.1231
-2.0000 -1.0000 -5.0000 0.2825 0.1528 0.7671
0.0000 -5.0000 -1.0000 -0.2769 -0.1225 0.2940
-0.0000 5.0000 1.0000 0.2769 0.1225 -0.2940
1.0000 -5.0000 1.0000 -0.4402 -0.1799 -0.0182
1.0000 -3.0000 -5.0000 -0.2389 0.3701 0.5354
1.0000 -1.0000 -1.0000 -0.1790 0.1373 0.0402
-1.0000 1.0000 1.0000 0.1790 -0.1373 -0.0402
5.0000 -2.0000 -3.0000 -0.7488 0.6506 -0.1220
5.0000 -2.0000 -2.0000 -0.7629 0.5723 -0.2269
-3.0000 5.0000 0.0000 0.6960 -0.0968 0.1182
3.0000 -5.0000 -0.0000 -0.6960 0.0968 -0.1182
0.0000 -5.0000 1.0000 -0.3052 -0.2791 0.0842
1.0000 5.0000 2.0000 0.1278 0.1434 -0.5013
