#------------------------------------------------------------------------------
#$Date: 2023-02-01 02:02:02 +0200 (Wed, 01 Feb 2023) $
#$Revision: 280716 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/22/7712243.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_7712243
loop_
_publ_author_name
'Chiu, Weiling'
'Nadeau, Ben E.'
'Patrick, Brian O.'
'Love, Jennifer'
_publ_section_title
;
 Investigating the Mechanism of Ni-Mediated Trifluoromethylthiolation of
 Aryl Halides using AgSCF3
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT03758K
_journal_year                    2023
_chemical_formula_moiety         '2(C38 H43 Cl F N3 Ni), 0.5(C4 H10 O)'
_chemical_formula_sum            'C78 H91 Cl2 F2 N6 Ni2 O0.5'
_chemical_formula_weight         1346.88
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-16
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2023-01-09 deposited with the CCDC.	2023-01-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.877(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.2136(8)
_cell_length_b                   14.0529(5)
_cell_length_c                   23.0928(11)
_cell_measurement_reflns_used    9797
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.39
_cell_measurement_theta_min      2.30
_cell_volume                     7027.5(5)
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2016)'
_computing_data_collection       APEX3
_computing_data_reduction        'SAINT V8.40B (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'Bruker-Nonius Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            92174
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.479
_diffrn_reflns_theta_min         1.443
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.99
_diffrn_source_power             0.0495
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.665
_exptl_absorpt_correction_T_max  0.875
_exptl_absorpt_correction_T_min  0.833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker, 2016/2) was used for absorption correction.
wR2(int) was 0.0896 before and 0.0498 after correction.
The ratio of minimum to maximum transmission is 0.9519.
The λ/2 correction factor is not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_description       prism
_exptl_crystal_F_000             2852
_exptl_crystal_recrystallization_method
'The material was recrystallised from a mixture of THF and Et2O  by slow evaporation'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.902
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     865
_refine_ls_number_reflns         21298
_refine_ls_number_restraints     76
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0409
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0382P)²+2.6417P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0888
_refine_ls_wR_factor_ref         0.0983
_reflns_Friedel_coverage         0.000
_reflns_number_gt                15870
_reflns_number_total             21298
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt03758k2.cif
_cod_data_source_block           jl340
_cod_original_formula_sum        'C78 H91 Cl2 F2 N6 Ni2 O0.50'
_cod_database_code               7712243
_shelx_shelxl_version_number     2018/3
_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   0.878
_shelx_estimated_absorpt_t_min   0.857
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O6-C80 = O6-C81
 1.45 with sigma of 0.01
 O6-C79 = C82-O6
 2.5 with sigma of 0.005
 C80-C79 = C82-C81
 1.54 with sigma of 0.005
 C78-C76 \\sim C78A-C76 \\sim C77-C76 \\sim C77A-C76
 with sigma of 0.01
 O6-C80 \\sim O6-C81
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C81 \\sim C82: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
O6 \\sim C80 \\sim C81 \\sim C82 \\sim C79: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
Uanis(C81) = Uanis(C80)
Uanis(C82) = Uanis(C79)
4. Rigid body (RIGU) restrains
 C76, C77, C77A, C78, C78A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O6, C80, C81, C82
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C77, C77A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O6, C80, C81, C82, C79
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H76A)=Sof(C77A)=Sof(H77D)=Sof(H77E)=Sof(H77F)=Sof(C78A)=Sof(H78D)=
 Sof(H78E)=Sof(H78F)=1-FVAR(1)
 Sof(H76)=Sof(C77)=Sof(H77A)=Sof(H77B)=Sof(H77C)=Sof(C78)=Sof(H78A)=Sof(H78B)=
 Sof(H78C)=FVAR(1)
 Fixed Sof: O6(0.5) C80(0.5) H80A(0.5) H80B(0.5) C81(0.5) H81A(0.5) H81B(0.5)
 C82(0.5) H82A(0.5) H82B(0.5) H82C(0.5) C79(0.5) H79A(0.5) H79B(0.5) H79C(0.5)
6.a Ternary CH refined with riding coordinates:
 C22(H22), C25(H25), C34(H34), C37(H37), C61(H61), C64(H64), C73(H73),
 C76(H76), C76(H76A)
6.b Secondary CH2 refined with riding coordinates:
 C80(H80A,H80B), C81(H81A,H81B)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C10(H10), C11(H11), C14(H14),
 C15(H15), C18(H18), C19(H19), C20(H20), C30(H30), C31(H31), C32(H32), C41(H41),
  C42(H42), C43(H43), C44(H44), C47(H47), C49(H49), C50(H50), C53(H53),
 C54(H54), C57(H57), C58(H58), C59(H59), C69(H69), C70(H70), C71(H71)
6.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C38(H38A,H38B,H38C), C39(H39A,
 H39B,H39C), C62(H62A,H62B,H62C), C63(H63A,H63B,H63C), C65(H65A,H65B,H65C),
 C66(H66A,H66B,H66C), C74(H74A,H74B,H74C), C75(H75A,H75B,H75C), C77(H77A,H77B,
 H77C), C77A(H77D,H77E,H77F), C78(H78A,H78B,H78C), C78A(H78D,H78E,H78F),
 C82(H82A,H82B,H82C), C79(H79A,H79B,H79C)
;
_olex2_diffrn_ambient_temperature_device Kryoflex
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a mylar loop in oil'
_olex2_submission_original_sample_id 'WC 792'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.37650(2) 0.51843(2) 0.35743(2) 0.01311(5) Uani 1 1 d . . . . .
Cl1 Cl 0.32265(2) 0.42478(3) 0.28456(2) 0.01937(8) Uani 1 1 d . . . . .
F1 F 0.60627(5) 0.27956(9) 0.39125(6) 0.0403(3) Uani 1 1 d . . . . .
N1 N 0.44529(6) 0.42874(10) 0.37355(6) 0.0165(3) Uani 1 1 d . . . . .
N2 N 0.27003(6) 0.63402(9) 0.37499(6) 0.0140(3) Uani 1 1 d . . . . .
N3 N 0.29308(6) 0.65813(9) 0.29009(5) 0.0135(3) Uani 1 1 d . . . . .
C1 C 0.42983(7) 0.59691(11) 0.41348(7) 0.0152(3) Uani 1 1 d . . . . .
C2 C 0.42030(7) 0.68575(12) 0.43755(7) 0.0187(3) Uani 1 1 d . . . . .
H2 H 0.380127 0.712913 0.428348 0.022 Uiso 1 1 calc R U . . .
C3 C 0.46813(8) 0.73528(13) 0.47460(7) 0.0219(3) Uani 1 1 d . . . . .
H3 H 0.460054 0.795472 0.489992 0.026 Uiso 1 1 calc R U . . .
C4 C 0.52746(8) 0.69790(13) 0.48934(8) 0.0241(4) Uani 1 1 d . . . . .
H4 H 0.559883 0.732477 0.514323 0.029 Uiso 1 1 calc R U . . .
C5 C 0.53886(7) 0.60980(12) 0.46727(7) 0.0205(3) Uani 1 1 d . . . . .
H5 H 0.579092 0.583004 0.477589 0.025 Uiso 1 1 calc R U . . .
C6 C 0.49092(7) 0.56025(12) 0.42969(7) 0.0169(3) Uani 1 1 d . . . . .
C7 C 0.49924(7) 0.46642(12) 0.40551(7) 0.0171(3) Uani 1 1 d . . . . .
C8 C 0.55495(8) 0.41736(13) 0.41240(7) 0.0227(4) Uani 1 1 d . . . . .
H8 H 0.592707 0.444456 0.433398 0.027 Uiso 1 1 calc R U . . .
C9 C 0.55302(8) 0.32825(13) 0.38760(8) 0.0247(4) Uani 1 1 d . . . . .
C10 C 0.49885(8) 0.28567(13) 0.35879(8) 0.0244(4) Uani 1 1 d . . . . .
H10 H 0.497925 0.222432 0.344083 0.029 Uiso 1 1 calc R U . . .
C11 C 0.44570(8) 0.33993(12) 0.35237(7) 0.0204(3) Uani 1 1 d . . . . .
H11 H 0.407668 0.312899 0.331962 0.024 Uiso 1 1 calc R U . . .
C13 C 0.31198(7) 0.60846(11) 0.34208(6) 0.0132(3) Uani 1 1 d . . . . .
C14 C 0.22583(7) 0.69626(12) 0.34292(7) 0.0172(3) Uani 1 1 d . . . . .
H14 H 0.191555 0.722351 0.355750 0.021 Uiso 1 1 calc R U . . .
C15 C 0.24085(7) 0.71227(11) 0.29063(7) 0.0164(3) Uani 1 1 d . . . . .
H15 H 0.219786 0.752896 0.259819 0.020 Uiso 1 1 calc R U . . .
C16 C 0.27001(7) 0.60805(11) 0.43588(7) 0.0148(3) Uani 1 1 d . . . . .
C17 C 0.26430(7) 0.51198(12) 0.45051(7) 0.0178(3) Uani 1 1 d . . . . .
C18 C 0.26584(8) 0.48983(13) 0.51003(8) 0.0227(4) Uani 1 1 d . . . . .
H18 H 0.263778 0.425075 0.521239 0.027 Uiso 1 1 calc R U . . .
C19 C 0.27028(8) 0.55986(14) 0.55277(8) 0.0245(4) Uani 1 1 d . . . . .
H19 H 0.272184 0.543198 0.593009 0.029 Uiso 1 1 calc R U . . .
C20 C 0.27195(7) 0.65482(13) 0.53646(7) 0.0208(3) Uani 1 1 d . . . . .
H20 H 0.272898 0.702817 0.565622 0.025 Uiso 1 1 calc R U . . .
C21 C 0.27227(7) 0.68152(12) 0.47822(7) 0.0166(3) Uani 1 1 d . . . . .
C22 C 0.25045(8) 0.43329(12) 0.40448(8) 0.0224(4) Uani 1 1 d . . . . .
H22 H 0.258119 0.458856 0.366353 0.027 Uiso 1 1 calc R U . . .
C23 C 0.18185(9) 0.40630(16) 0.39399(10) 0.0378(5) Uani 1 1 d . . . . .
H23A H 0.172595 0.356127 0.363832 0.057 Uiso 1 1 calc R U . . .
H23B H 0.156386 0.462318 0.380246 0.057 Uiso 1 1 calc R U . . .
H23C H 0.172806 0.383224 0.431187 0.057 Uiso 1 1 calc R U . . .
C24 C 0.29139(10) 0.34569(14) 0.42150(10) 0.0371(5) Uani 1 1 d . . . . .
H24A H 0.285139 0.319781 0.459120 0.056 Uiso 1 1 calc R U . . .
H24B H 0.334797 0.363750 0.425968 0.056 Uiso 1 1 calc R U . . .
H24C H 0.280476 0.297377 0.390315 0.056 Uiso 1 1 calc R U . . .
C25 C 0.27091(7) 0.78792(12) 0.46377(7) 0.0190(3) Uani 1 1 d . . . . .
H25 H 0.278736 0.795458 0.423020 0.023 Uiso 1 1 calc R U . . .
C26 C 0.20656(8) 0.83010(13) 0.46346(8) 0.0259(4) Uani 1 1 d . . . . .
H26A H 0.199191 0.827898 0.503730 0.039 Uiso 1 1 calc R U . . .
H26B H 0.174785 0.792873 0.436656 0.039 Uiso 1 1 calc R U . . .
H26C H 0.204921 0.896271 0.449801 0.039 Uiso 1 1 calc R U . . .
C27 C 0.31993(9) 0.84544(13) 0.50699(8) 0.0267(4) Uani 1 1 d . . . . .
H27A H 0.319526 0.911425 0.493174 0.040 Uiso 1 1 calc R U . . .
H27B H 0.360752 0.817572 0.508797 0.040 Uiso 1 1 calc R U . . .
H27C H 0.310854 0.844084 0.546605 0.040 Uiso 1 1 calc R U . . .
C28 C 0.32019(7) 0.65408(11) 0.23843(7) 0.0152(3) Uani 1 1 d . . . . .
C29 C 0.28747(7) 0.60615(11) 0.18735(7) 0.0169(3) Uani 1 1 d . . . . .
C30 C 0.31412(8) 0.60502(12) 0.13802(7) 0.0218(3) Uani 1 1 d . . . . .
H30 H 0.293091 0.573915 0.102771 0.026 Uiso 1 1 calc R U . . .
C31 C 0.37054(8) 0.64815(13) 0.13920(8) 0.0243(4) Uani 1 1 d . . . . .
H31 H 0.388338 0.644709 0.105470 0.029 Uiso 1 1 calc R U . . .
C32 C 0.40072(8) 0.69601(12) 0.18938(8) 0.0213(3) Uani 1 1 d . . . . .
H32 H 0.439219 0.725718 0.189728 0.026 Uiso 1 1 calc R U . . .
C33 C 0.37582(7) 0.70175(12) 0.23987(7) 0.0177(3) Uani 1 1 d . . . . .
C34 C 0.22515(7) 0.55780(12) 0.18346(7) 0.0194(3) Uani 1 1 d . . . . .
H34 H 0.220513 0.544494 0.224788 0.023 Uiso 1 1 calc R U . . .
C35 C 0.17121(8) 0.62231(13) 0.15290(8) 0.0256(4) Uani 1 1 d . . . . .
H35A H 0.173389 0.682863 0.174316 0.038 Uiso 1 1 calc R U . . .
H35B H 0.131923 0.590778 0.153167 0.038 Uiso 1 1 calc R U . . .
H35C H 0.174038 0.634286 0.111779 0.038 Uiso 1 1 calc R U . . .
C36 C 0.22066(9) 0.46309(13) 0.14984(8) 0.0264(4) Uani 1 1 d . . . . .
H36A H 0.219949 0.475305 0.107913 0.040 Uiso 1 1 calc R U . . .
H36B H 0.182703 0.430018 0.153062 0.040 Uiso 1 1 calc R U . . .
H36C H 0.256455 0.423412 0.167056 0.040 Uiso 1 1 calc R U . . .
C37 C 0.40703(8) 0.76516(13) 0.29112(8) 0.0228(4) Uani 1 1 d . . . . .
H37 H 0.387095 0.753581 0.325260 0.027 Uiso 1 1 calc R U . . .
C38 C 0.39671(10) 0.86988(14) 0.27238(9) 0.0347(5) Uani 1 1 d . . . . .
H38A H 0.415622 0.882483 0.238652 0.052 Uiso 1 1 calc R U . . .
H38B H 0.415623 0.911061 0.305735 0.052 Uiso 1 1 calc R U . . .
H38C H 0.352303 0.882884 0.260811 0.052 Uiso 1 1 calc R U . . .
C39 C 0.47622(8) 0.74356(17) 0.31165(9) 0.0362(5) Uani 1 1 d . . . . .
H39A H 0.482089 0.675200 0.319227 0.054 Uiso 1 1 calc R U . . .
H39B H 0.493231 0.778953 0.348205 0.054 Uiso 1 1 calc R U . . .
H39C H 0.497525 0.762749 0.280649 0.054 Uiso 1 1 calc R U . . .
Ni2 Ni 0.13081(2) 0.38219(2) 0.61835(2) 0.01700(5) Uani 1 1 d . . . . .
Cl2 Cl 0.20294(2) 0.47518(3) 0.67648(2) 0.02166(9) Uani 1 1 d . . . . .
F2 F 0.06747(6) 0.66645(10) 0.41759(5) 0.0481(3) Uani 1 1 d . . . . .
N4 N 0.10954(6) 0.48129(11) 0.55772(6) 0.0215(3) Uani 1 1 d . . . . .
N5 N 0.20118(6) 0.23690(10) 0.69556(6) 0.0173(3) Uani 1 1 d . . . . .
N6 N 0.10993(6) 0.25076(9) 0.71258(6) 0.0153(3) Uani 1 1 d . . . . .
C40 C 0.07873(7) 0.30471(13) 0.56021(7) 0.0212(3) Uani 1 1 d . . . . .
C41 C 0.05999(8) 0.21008(14) 0.56268(8) 0.0272(4) Uani 1 1 d . . . . .
H41 H 0.069227 0.177543 0.599659 0.033 Uiso 1 1 calc R U . . .
C42 C 0.02796(9) 0.16215(16) 0.51199(9) 0.0334(4) Uani 1 1 d . . . . .
H42 H 0.015740 0.097917 0.515145 0.040 Uiso 1 1 calc R U . . .
C43 C 0.01384(9) 0.20730(17) 0.45719(9) 0.0362(5) Uani 1 1 d . . . . .
H43 H -0.007142 0.173912 0.422818 0.043 Uiso 1 1 calc R U . . .
C44 C 0.03063(8) 0.30143(16) 0.45313(8) 0.0316(4) Uani 1 1 d . . . . .
H44 H 0.020944 0.333220 0.415898 0.038 Uiso 1 1 calc R U . . .
C45 C 0.06180(8) 0.34956(14) 0.50375(8) 0.0249(4) Uani 1 1 d . . . . .
C46 C 0.07815(7) 0.45039(14) 0.50360(8) 0.0241(4) Uani 1 1 d . . . . .
C47 C 0.06320(8) 0.51235(16) 0.45506(8) 0.0315(4) Uani 1 1 d . . . . .
H47 H 0.041927 0.490261 0.417124 0.038 Uiso 1 1 calc R U . . .
C48 C 0.08016(9) 0.60570(16) 0.46395(9) 0.0337(5) Uani 1 1 d . . . . .
C49 C 0.10993(8) 0.63980(15) 0.51872(9) 0.0311(4) Uani 1 1 d . . . . .
H49 H 0.120372 0.705145 0.524867 0.037 Uiso 1 1 calc R U . . .
C50 C 0.12389(8) 0.57408(14) 0.56442(9) 0.0270(4) Uani 1 1 d . . . . .
H50 H 0.144743 0.595802 0.602586 0.032 Uiso 1 1 calc R U . . .
C52 C 0.14661(7) 0.28499(11) 0.67648(7) 0.0153(3) Uani 1 1 d . . . . .
C53 C 0.19831(7) 0.17485(12) 0.74162(7) 0.0199(3) Uani 1 1 d . . . . .
H53 H 0.230265 0.133765 0.761490 0.024 Uiso 1 1 calc R U . . .
C54 C 0.14171(7) 0.18394(12) 0.75277(7) 0.0199(3) Uani 1 1 d . . . . .
H54 H 0.126268 0.151115 0.782375 0.024 Uiso 1 1 calc R U . . .
C55 C 0.25726(7) 0.25063(13) 0.67374(8) 0.0207(3) Uani 1 1 d . . . . .
C56 C 0.26028(8) 0.21215(15) 0.61856(8) 0.0276(4) Uani 1 1 d . . . . .
C57 C 0.31358(9) 0.23068(19) 0.59747(9) 0.0415(5) Uani 1 1 d . . . . .
H57 H 0.316240 0.208022 0.559365 0.050 Uiso 1 1 calc R U . . .
C58 C 0.36205(9) 0.28107(19) 0.63097(10) 0.0462(6) Uani 1 1 d . . . . .
H58 H 0.397450 0.293997 0.615572 0.055 Uiso 1 1 calc R U . . .
C59 C 0.35953(9) 0.31295(16) 0.68686(10) 0.0364(5) Uani 1 1 d . . . . .
H59 H 0.394189 0.345170 0.710148 0.044 Uiso 1 1 calc R U . . .
C60 C 0.30732(8) 0.29904(13) 0.71006(8) 0.0239(4) Uani 1 1 d . . . . .
C61 C 0.21184(9) 0.14562(16) 0.58408(8) 0.0340(5) Uani 1 1 d . . . . .
H61 H 0.173974 0.151676 0.600481 0.041 Uiso 1 1 calc R U . . .
C62 C 0.23502(12) 0.04248(18) 0.59375(12) 0.0528(6) Uani 1 1 d . . . . .
H62A H 0.271539 0.034288 0.577004 0.079 Uiso 1 1 calc R U . . .
H62B H 0.202443 -0.001144 0.573997 0.079 Uiso 1 1 calc R U . . .
H62C H 0.245865 0.028551 0.636390 0.079 Uiso 1 1 calc R U . . .
C63 C 0.19391(11) 0.1687(2) 0.51776(9) 0.0528(7) Uani 1 1 d . . . . .
H63A H 0.180401 0.235099 0.512355 0.079 Uiso 1 1 calc R U . . .
H63B H 0.160181 0.126732 0.498317 0.079 Uiso 1 1 calc R U . . .
H63C H 0.229666 0.158954 0.500086 0.079 Uiso 1 1 calc R U . . .
C64 C 0.30715(8) 0.33336(13) 0.77233(9) 0.0269(4) Uani 1 1 d . . . . .
H64 H 0.263268 0.340181 0.775753 0.032 Uiso 1 1 calc R U . . .
C65 C 0.33912(10) 0.26149(15) 0.81919(9) 0.0373(5) Uani 1 1 d . . . . .
H65A H 0.318370 0.199710 0.811713 0.056 Uiso 1 1 calc R U . . .
H65B H 0.336946 0.284142 0.858813 0.056 Uiso 1 1 calc R U . . .
H65C H 0.382459 0.254686 0.816998 0.056 Uiso 1 1 calc R U . . .
C66 C 0.33910(9) 0.42998(15) 0.78603(11) 0.0405(5) Uani 1 1 d . . . . .
H66A H 0.383644 0.422352 0.789717 0.061 Uiso 1 1 calc R U . . .
H66B H 0.331398 0.454783 0.823380 0.061 Uiso 1 1 calc R U . . .
H66C H 0.322684 0.474596 0.753760 0.061 Uiso 1 1 calc R U . . .
C67 C 0.04720(7) 0.27895(12) 0.71427(7) 0.0164(3) Uani 1 1 d . . . . .
C68 C 0.00018(7) 0.20927(12) 0.70313(7) 0.0172(3) Uani 1 1 d . . . . .
C69 C -0.05871(7) 0.23712(13) 0.70894(7) 0.0211(3) Uani 1 1 d . . . . .
H69 H -0.091292 0.191845 0.701803 0.025 Uiso 1 1 calc R U . . .
C70 C -0.07057(8) 0.32893(13) 0.72481(8) 0.0237(4) Uani 1 1 d . . . . .
H70 H -0.111065 0.346450 0.727813 0.028 Uiso 1 1 calc R U . . .
C71 C -0.02345(8) 0.39515(13) 0.73629(8) 0.0234(4) Uani 1 1 d . . . . .
H71 H -0.032139 0.458123 0.746972 0.028 Uiso 1 1 calc R U . . .
C72 C 0.03666(8) 0.37171(12) 0.73257(7) 0.0193(3) Uani 1 1 d . . . . .
C73 C 0.00890(8) 0.10610(12) 0.68673(8) 0.0211(3) Uani 1 1 d . . . . .
H73 H 0.051094 0.099192 0.678702 0.025 Uiso 1 1 calc R U . . .
C74 C 0.00361(9) 0.03810(13) 0.73749(9) 0.0282(4) Uani 1 1 d . . . . .
H74A H 0.035424 0.053827 0.772931 0.042 Uiso 1 1 calc R U . . .
H74B H 0.009342 -0.027572 0.725498 0.042 Uiso 1 1 calc R U . . .
H74C H -0.037309 0.044700 0.746392 0.042 Uiso 1 1 calc R U . . .
C75 C -0.03896(9) 0.07676(15) 0.63029(9) 0.0312(4) Uani 1 1 d . . . . .
H75A H -0.079852 0.071859 0.639463 0.047 Uiso 1 1 calc R U . . .
H75B H -0.027384 0.015040 0.616269 0.047 Uiso 1 1 calc R U . . .
H75C H -0.040047 0.124756 0.599282 0.047 Uiso 1 1 calc R U . . .
C76 C 0.08752(9) 0.44429(13) 0.75226(8) 0.0294(4) Uani 1 1 d D . . . .
H76 H 0.127559 0.419886 0.745182 0.035 Uiso 0.626(7) 1 calc R U P A 1
H76A H 0.116580 0.434733 0.725339 0.035 Uiso 0.374(7) 1 calc R U P A 2
C77 C 0.0935(2) 0.4671(4) 0.81809(16) 0.0454(14) Uani 0.626(7) 1 d D . P A 1
H77A H 0.052811 0.483535 0.825041 0.068 Uiso 0.626(7) 1 calc R U P A 1
H77B H 0.121722 0.520897 0.829333 0.068 Uiso 0.626(7) 1 calc R U P A 1
H77C H 0.109748 0.411366 0.842052 0.068 Uiso 0.626(7) 1 calc R U P A 1
C77A C 0.1255(3) 0.4129(5) 0.8171(3) 0.045(2) Uani 0.374(7) 1 d D . P A 2
H77D H 0.097290 0.408154 0.844082 0.067 Uiso 0.374(7) 1 calc R U P A 2
H77E H 0.157419 0.460437 0.832254 0.067 Uiso 0.374(7) 1 calc R U P A 2
H77F H 0.145013 0.350965 0.814454 0.067 Uiso 0.374(7) 1 calc R U P A 2
C78 C 0.0682(2) 0.5392(3) 0.7162(3) 0.0412(12) Uani 0.626(7) 1 d D . P A 1
H78A H 0.064043 0.527040 0.673739 0.062 Uiso 0.626(7) 1 calc R U P A 1
H78B H 0.099867 0.587894 0.729404 0.062 Uiso 0.626(7) 1 calc R U P A 1
H78C H 0.028611 0.561634 0.723200 0.062 Uiso 0.626(7) 1 calc R U P A 1
C78A C 0.0735(4) 0.5478(4) 0.7497(5) 0.050(2) Uani 0.374(7) 1 d D . P A 2
H78D H 0.050879 0.564603 0.709530 0.076 Uiso 0.374(7) 1 calc R U P A 2
H78E H 0.112222 0.583896 0.759499 0.076 Uiso 0.374(7) 1 calc R U P A 2
H78F H 0.048327 0.563070 0.778235 0.076 Uiso 0.374(7) 1 calc R U P A 2
O6 O -0.0092(7) 0.496(2) 1.0040(6) 0.168(3) Uani 0.5 1 d D U P B -1
C80 C -0.0333(3) 0.4851(6) 1.0573(4) 0.114(3) Uani 0.5 1 d D U P B -1
H80A H -0.040611 0.548793 1.072647 0.137 Uiso 0.5 1 calc R U P B -1
H80B H -0.002206 0.452177 1.088166 0.137 Uiso 0.5 1 calc R U P B -1
C81 C 0.0533(3) 0.5351(6) 1.0146(4) 0.114(3) Uani 0.5 1 d D U P B -1
H81A H 0.082132 0.489849 1.039392 0.137 Uiso 0.5 1 calc R U P B -1
H81B H 0.054474 0.595157 1.037263 0.137 Uiso 0.5 1 calc R U P B -1
C82 C 0.0754(9) 0.555(2) 0.9576(6) 0.186(3) Uani 0.5 1 d D U P B -1
H82A H 0.060465 0.504698 0.928492 0.279 Uiso 0.5 1 calc R U P B -1
H82B H 0.120652 0.556306 0.966509 0.279 Uiso 0.5 1 calc R U P B -1
H82C H 0.059303 0.616562 0.941178 0.279 Uiso 0.5 1 calc R U P B -1
C79 C -0.0947(9) 0.427(2) 1.0450(7) 0.186(3) Uani 0.5 1 d D U P B -1
H79A H -0.129169 0.469417 1.027739 0.279 Uiso 0.5 1 calc R U P B -1
H79B H -0.101148 0.400769 1.082397 0.279 Uiso 0.5 1 calc R U P B -1
H79C H -0.092268 0.375501 1.017243 0.279 Uiso 0.5 1 calc R U P B -1
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'
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
N1 Ni1 Cl1 91.61(4) . . ?
C1 Ni1 Cl1 172.85(5) . . ?
C1 Ni1 N1 84.38(6) . . ?
C13 Ni1 Cl1 89.82(4) . . ?
C13 Ni1 N1 178.07(6) . . ?
C13 Ni1 C1 94.07(6) . . ?
C7 N1 Ni1 114.08(11) . . ?
C11 N1 Ni1 126.86(11) . . ?
C11 N1 C7 118.77(14) . . ?
C13 N2 C14 110.68(13) . . ?
C13 N2 C16 128.01(12) . . ?
C14 N2 C16 121.22(13) . . ?
C13 N3 C15 111.36(13) . . ?
C13 N3 C28 126.67(13) . . ?
C15 N3 C28 121.90(13) . . ?
C2 C1 Ni1 131.35(12) . . ?
C2 C1 C6 115.98(14) . . ?
C6 C1 Ni1 112.49(12) . . ?
C1 C2 H2 119.1 . . ?
C3 C2 C1 121.78(15) . . ?
C3 C2 H2 119.1 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 120.93(16) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.32(15) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.81(15) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C7 114.93(13) . . ?
C5 C6 C1 122.18(15) . . ?
C5 C6 C7 122.87(14) . . ?
N1 C7 C6 112.72(13) . . ?
N1 C7 C8 121.27(15) . . ?
C8 C7 C6 126.01(14) . . ?
C7 C8 H8 121.3 . . ?
C9 C8 C7 117.31(15) . . ?
C9 C8 H8 121.3 . . ?
F1 C9 C8 119.31(15) . . ?
F1 C9 C10 117.95(16) . . ?
C8 C9 C10 122.74(16) . . ?
C9 C10 H10 121.8 . . ?
C9 C10 C11 116.44(16) . . ?
C11 C10 H10 121.8 . . ?
N1 C11 C10 123.22(15) . . ?
N1 C11 H11 118.4 . . ?
C10 C11 H11 118.4 . . ?
N2 C13 Ni1 130.69(11) . . ?
N3 C13 Ni1 125.30(11) . . ?
N3 C13 N2 103.77(12) . . ?
N2 C14 H14 126.4 . . ?
C15 C14 N2 107.20(14) . . ?
C15 C14 H14 126.4 . . ?
N3 C15 H15 126.5 . . ?
C14 C15 N3 106.96(13) . . ?
C14 C15 H15 126.5 . . ?
C17 C16 N2 119.59(14) . . ?
C17 C16 C21 121.77(15) . . ?
C21 C16 N2 118.55(14) . . ?
C16 C17 C22 123.18(15) . . ?
C18 C17 C16 117.73(15) . . ?
C18 C17 C22 118.81(15) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 C17 121.63(17) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 H19 120.3 . . ?
C18 C19 C20 119.50(16) . . ?
C20 C19 H19 120.3 . . ?
C19 C20 H20 119.2 . . ?
C19 C20 C21 121.65(16) . . ?
C21 C20 H20 119.2 . . ?
C16 C21 C25 124.47(14) . . ?
C20 C21 C16 117.52(15) . . ?
C20 C21 C25 117.89(15) . . ?
C17 C22 H22 107.9 . . ?
C17 C22 C23 109.25(15) . . ?
C17 C22 C24 112.99(15) . . ?
C23 C22 H22 107.9 . . ?
C24 C22 H22 107.9 . . ?
C24 C22 C23 110.73(16) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C25 H25 108.0 . . ?
C21 C25 C26 110.41(14) . . ?
C21 C25 C27 113.36(13) . . ?
C26 C25 H25 108.0 . . ?
C27 C25 H25 108.0 . . ?
C27 C25 C26 108.83(14) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 N3 118.35(14) . . ?
C33 C28 N3 119.15(13) . . ?
C33 C28 C29 122.41(15) . . ?
C28 C29 C34 123.56(15) . . ?
C30 C29 C28 117.03(15) . . ?
C30 C29 C34 119.40(14) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 C29 121.65(16) . . ?
C31 C30 H30 119.2 . . ?
C30 C31 H31 120.1 . . ?
C32 C31 C30 119.86(16) . . ?
C32 C31 H31 120.1 . . ?
C31 C32 H32 119.3 . . ?
C31 C32 C33 121.34(16) . . ?
C33 C32 H32 119.3 . . ?
C28 C33 C32 117.61(15) . . ?
C28 C33 C37 123.12(15) . . ?
C32 C33 C37 119.07(15) . . ?
C29 C34 H34 108.2 . . ?
C29 C34 C35 111.54(14) . . ?
C29 C34 C36 111.83(15) . . ?
C35 C34 H34 108.2 . . ?
C36 C34 H34 108.2 . . ?
C36 C34 C35 108.80(13) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33 C37 H37 108.3 . . ?
C33 C37 C38 109.19(14) . . ?
C33 C37 C39 112.12(16) . . ?
C38 C37 H37 108.3 . . ?
C39 C37 H37 108.3 . . ?
C39 C37 C38 110.66(16) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N4 Ni2 Cl2 92.27(4) . . ?
C40 Ni2 Cl2 170.47(5) . . ?
C40 Ni2 N4 83.73(7) . . ?
C52 Ni2 Cl2 90.06(5) . . ?
C52 Ni2 N4 176.80(6) . . ?
C52 Ni2 C40 94.29(7) . . ?
C46 N4 Ni2 115.03(12) . . ?
C50 N4 Ni2 126.54(12) . . ?
C50 N4 C46 118.42(15) . . ?
C52 N5 C53 111.56(13) . . ?
C52 N5 C55 125.88(14) . . ?
C53 N5 C55 122.49(13) . . ?
C52 N6 C54 110.97(13) . . ?
C52 N6 C67 128.32(13) . . ?
C54 N6 C67 120.65(13) . . ?
C41 C40 Ni2 130.83(13) . . ?
C41 C40 C45 116.03(16) . . ?
C45 C40 Ni2 112.82(13) . . ?
C40 C41 H41 119.2 . . ?
C40 C41 C42 121.61(18) . . ?
C42 C41 H41 119.2 . . ?
C41 C42 H42 119.6 . . ?
C43 C42 C41 120.8(2) . . ?
C43 C42 H42 119.6 . . ?
C42 C43 H43 120.3 . . ?
C44 C43 C42 119.31(18) . . ?
C44 C43 H43 120.3 . . ?
C43 C44 H44 120.1 . . ?
C43 C44 C45 119.88(18) . . ?
C45 C44 H44 120.1 . . ?
C40 C45 C46 114.62(16) . . ?
C44 C45 C40 122.33(19) . . ?
C44 C45 C46 123.03(17) . . ?
N4 C46 C45 112.57(15) . . ?
N4 C46 C47 121.27(19) . . ?
C47 C46 C45 126.14(17) . . ?
C46 C47 H47 121.0 . . ?
C48 C47 C46 117.92(18) . . ?
C48 C47 H47 121.0 . . ?
F2 C48 C47 119.08(19) . . ?
F2 C48 C49 118.8(2) . . ?
C47 C48 C49 122.13(17) . . ?
C48 C49 H49 121.7 . . ?
C48 C49 C50 116.64(19) . . ?
C50 C49 H49 121.7 . . ?
N4 C50 C49 123.55(18) . . ?
N4 C50 H50 118.2 . . ?
C49 C50 H50 118.2 . . ?
N5 C52 Ni2 126.46(12) . . ?
N5 C52 N6 103.50(13) . . ?
N6 C52 Ni2 129.86(11) . . ?
N5 C53 H53 126.5 . . ?
C54 C53 N5 106.96(14) . . ?
C54 C53 H53 126.5 . . ?
N6 C54 H54 126.5 . . ?
C53 C54 N6 107.01(15) . . ?
C53 C54 H54 126.5 . . ?
C56 C55 N5 118.81(15) . . ?
C56 C55 C60 122.47(16) . . ?
C60 C55 N5 118.68(15) . . ?
C55 C56 C57 117.40(18) . . ?
C55 C56 C61 123.08(17) . . ?
C57 C56 C61 119.30(18) . . ?
C56 C57 H57 119.4 . . ?
C58 C57 C56 121.1(2) . . ?
C58 C57 H57 119.4 . . ?
C57 C58 H58 119.9 . . ?
C57 C58 C59 120.3(2) . . ?
C59 C58 H58 119.9 . . ?
C58 C59 H59 119.2 . . ?
C58 C59 C60 121.63(19) . . ?
C60 C59 H59 119.2 . . ?
C55 C60 C64 123.31(16) . . ?
C59 C60 C55 116.87(18) . . ?
C59 C60 C64 119.80(16) . . ?
C56 C61 H61 107.9 . . ?
C56 C61 C62 109.30(17) . . ?
C56 C61 C63 113.12(19) . . ?
C62 C61 H61 107.9 . . ?
C63 C61 H61 107.9 . . ?
C63 C61 C62 110.4(2) . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C61 C63 H63A 109.5 . . ?
C61 C63 H63B 109.5 . . ?
C61 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C60 C64 H64 108.3 . . ?
C60 C64 C65 111.15(16) . . ?
C60 C64 C66 112.24(17) . . ?
C65 C64 H64 108.3 . . ?
C66 C64 H64 108.3 . . ?
C66 C64 C65 108.52(15) . . ?
C64 C65 H65A 109.5 . . ?
C64 C65 H65B 109.5 . . ?
C64 C65 H65C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
C64 C66 H66A 109.5 . . ?
C64 C66 H66B 109.5 . . ?
C64 C66 H66C 109.5 . . ?
H66A C66 H66B 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
C68 C67 N6 118.63(14) . . ?
C72 C67 N6 118.96(14) . . ?
C72 C67 C68 122.11(15) . . ?
C67 C68 C73 125.16(14) . . ?
C69 C68 C67 117.22(15) . . ?
C69 C68 C73 117.61(14) . . ?
C68 C69 H69 119.2 . . ?
C70 C69 C68 121.56(16) . . ?
C70 C69 H69 119.2 . . ?
C69 C70 H70 120.0 . . ?
C71 C70 C69 119.91(16) . . ?
C71 C70 H70 120.0 . . ?
C70 C71 H71 119.2 . . ?
C70 C71 C72 121.55(16) . . ?
C72 C71 H71 119.2 . . ?
C67 C72 C76 123.47(15) . . ?
C71 C72 C67 117.56(15) . . ?
C71 C72 C76 118.82(16) . . ?
C68 C73 H73 108.4 . . ?
C68 C73 C74 111.54(14) . . ?
C68 C73 C75 111.27(14) . . ?
C74 C73 H73 108.4 . . ?
C74 C73 C75 108.82(15) . . ?
C75 C73 H73 108.4 . . ?
C73 C74 H74A 109.5 . . ?
C73 C74 H74B 109.5 . . ?
C73 C74 H74C 109.5 . . ?
H74A C74 H74B 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
C73 C75 H75A 109.5 . . ?
C73 C75 H75B 109.5 . . ?
C73 C75 H75C 109.5 . . ?
H75A C75 H75B 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
C72 C76 H76 110.5 . . ?
C72 C76 H76A 105.3 . . ?
C72 C76 C77 109.44(19) . . ?
C72 C76 C77A 107.2(2) . . ?
C72 C76 C78 108.3(2) . . ?
C77 C76 H76 110.5 . . ?
C77 C76 C78 107.4(3) . . ?
C77A C76 H76A 105.3 . . ?
C78 C76 H76 110.5 . . ?
C78A C76 C72 120.8(4) . . ?
C78A C76 H76A 105.3 . . ?
C78A C76 C77A 111.6(5) . . ?
C76 C77 H77A 109.5 . . ?
C76 C77 H77B 109.5 . . ?
C76 C77 H77C 109.5 . . ?
H77A C77 H77B 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C76 C77A H77D 109.5 . . ?
C76 C77A H77E 109.5 . . ?
C76 C77A H77F 109.5 . . ?
H77D C77A H77E 109.5 . . ?
H77D C77A H77F 109.5 . . ?
H77E C77A H77F 109.5 . . ?
C76 C78 H78A 109.5 . . ?
C76 C78 H78B 109.5 . . ?
C76 C78 H78C 109.5 . . ?
H78A C78 H78B 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C76 C78A H78D 109.5 . . ?
C76 C78A H78E 109.5 . . ?
C76 C78A H78F 109.5 . . ?
H78D C78A H78E 109.5 . . ?
H78D C78A H78F 109.5 . . ?
H78E C78A H78F 109.5 . . ?
C80 O6 C81 114.3(9) . . ?
O6 C80 H80A 109.2 . . ?
O6 C80 H80B 109.2 . . ?
O6 C80 C79 111.9(6) . . ?
H80A C80 H80B 107.9 . . ?
C79 C80 H80A 109.2 . . ?
C79 C80 H80B 109.2 . . ?
O6 C81 H81A 108.9 . . ?
O6 C81 H81B 108.9 . . ?
O6 C81 C82 113.5(6) . . ?
H81A C81 H81B 107.7 . . ?
C82 C81 H81A 108.9 . . ?
C82 C81 H81B 108.9 . . ?
C81 C82 H82A 109.5 . . ?
C81 C82 H82B 109.5 . . ?
C81 C82 H82C 109.5 . . ?
H82A C82 H82B 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
C80 C79 H79A 109.5 . . ?
C80 C79 H79B 109.5 . . ?
C80 C79 H79C 109.5 . . ?
H79A C79 H79B 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 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 Cl1 2.2578(4) . ?
Ni1 N1 1.9516(13) . ?
Ni1 C1 1.9005(15) . ?
Ni1 C13 1.8851(15) . ?
F1 C9 1.3529(19) . ?
N1 C7 1.3664(19) . ?
N1 C11 1.341(2) . ?
N2 C13 1.375(2) . ?
N2 C14 1.3977(19) . ?
N2 C16 1.453(2) . ?
N3 C13 1.3712(19) . ?
N3 C15 1.3900(19) . ?
N3 C28 1.452(2) . ?
C1 C2 1.402(2) . ?
C1 C6 1.422(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.393(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.400(2) . ?
C6 C7 1.460(2) . ?
C7 C8 1.394(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.374(3) . ?
C9 C10 1.375(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(2) . ?
C11 H11 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.342(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.404(2) . ?
C16 C21 1.415(2) . ?
C17 C18 1.402(2) . ?
C17 C22 1.517(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.382(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.389(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.398(2) . ?
C21 C25 1.531(2) . ?
C22 H22 1.0000 . ?
C22 C23 1.536(2) . ?
C22 C24 1.529(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25 1.0000 . ?
C25 C26 1.546(2) . ?
C25 C27 1.533(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.411(2) . ?
C28 C33 1.400(2) . ?
C29 C30 1.396(2) . ?
C29 C34 1.527(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.387(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.378(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.400(2) . ?
C33 C37 1.520(2) . ?
C34 H34 1.0000 . ?
C34 C35 1.542(2) . ?
C34 C36 1.533(2) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37 1.0000 . ?
C37 C38 1.537(3) . ?
C37 C39 1.534(2) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
Ni2 Cl2 2.2625(4) . ?
Ni2 N4 1.9565(14) . ?
Ni2 C40 1.9064(17) . ?
Ni2 C52 1.8925(16) . ?
F2 C48 1.349(2) . ?
N4 C46 1.360(2) . ?
N4 C50 1.343(2) . ?
N5 C52 1.3719(19) . ?
N5 C53 1.388(2) . ?
N5 C55 1.457(2) . ?
N6 C52 1.376(2) . ?
N6 C54 1.396(2) . ?
N6 C67 1.458(2) . ?
C40 C41 1.398(3) . ?
C40 C45 1.421(2) . ?
C41 H41 0.9500 . ?
C41 C42 1.400(3) . ?
C42 H42 0.9500 . ?
C42 C43 1.388(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.383(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.394(3) . ?
C45 C46 1.463(3) . ?
C46 C47 1.400(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.368(3) . ?
C48 C49 1.376(3) . ?
C49 H49 0.9500 . ?
C49 C50 1.384(2) . ?
C50 H50 0.9500 . ?
C53 H53 0.9500 . ?
C53 C54 1.345(2) . ?
C54 H54 0.9500 . ?
C55 C56 1.399(3) . ?
C55 C60 1.410(2) . ?
C56 C57 1.401(3) . ?
C56 C61 1.511(3) . ?
C57 H57 0.9500 . ?
C57 C58 1.374(3) . ?
C58 H58 0.9500 . ?
C58 C59 1.379(3) . ?
C59 H59 0.9500 . ?
C59 C60 1.395(3) . ?
C60 C64 1.518(3) . ?
C61 H61 1.0000 . ?
C61 C62 1.538(3) . ?
C61 C63 1.529(3) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C64 H64 1.0000 . ?
C64 C65 1.534(3) . ?
C64 C66 1.532(3) . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
C66 H66A 0.9800 . ?
C66 H66B 0.9800 . ?
C66 H66C 0.9800 . ?
C67 C68 1.413(2) . ?
C67 C72 1.406(2) . ?
C68 C69 1.400(2) . ?
C68 C73 1.522(2) . ?
C69 H69 0.9500 . ?
C69 C70 1.383(3) . ?
C70 H70 0.9500 . ?
C70 C71 1.381(2) . ?
C71 H71 0.9500 . ?
C71 C72 1.396(2) . ?
C72 C76 1.515(2) . ?
C73 H73 1.0000 . ?
C73 C74 1.537(2) . ?
C73 C75 1.543(2) . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 0.9800 . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C75 H75C 0.9800 . ?
C76 H76 1.0000 . ?
C76 H76A 1.0000 . ?
C76 C77 1.530(4) . ?
C76 C77A 1.608(5) . ?
C76 C78 1.580(4) . ?
C76 C78A 1.485(6) . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?
C77A H77D 0.9800 . ?
C77A H77E 0.9800 . ?
C77A H77F 0.9800 . ?
C78 H78A 0.9800 . ?
C78 H78B 0.9800 . ?
C78 H78C 0.9800 . ?
C78A H78D 0.9800 . ?
C78A H78E 0.9800 . ?
C78A H78F 0.9800 . ?
O6 C80 1.455(8) . ?
O6 C81 1.463(8) . ?
C80 H80A 0.9900 . ?
C80 H80B 0.9900 . ?
C80 C79 1.557(5) . ?
C81 H81A 0.9900 . ?
C81 H81B 0.9900 . ?
C81 C82 1.531(5) . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 0.9800 . ?
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 N1 C7 C6 10.37(17) . . . . ?
Ni1 N1 C7 C8 -169.23(13) . . . . ?
Ni1 N1 C11 C10 170.21(13) . . . . ?
Ni1 C1 C2 C3 -174.09(13) . . . . ?
Ni1 C1 C6 C5 175.54(13) . . . . ?
Ni1 C1 C6 C7 -6.02(18) . . . . ?
Cl1 Ni1 C13 N2 109.61(13) . . . . ?
Cl1 Ni1 C13 N3 -63.67(12) . . . . ?
F1 C9 C10 C11 -175.81(16) . . . . ?
N1 C7 C8 C9 -2.3(3) . . . . ?
N2 C14 C15 N3 1.51(17) . . . . ?
N2 C16 C17 C18 178.65(14) . . . . ?
N2 C16 C17 C22 -7.5(2) . . . . ?
N2 C16 C21 C20 179.75(13) . . . . ?
N2 C16 C21 C25 3.8(2) . . . . ?
N3 C28 C29 C30 178.81(14) . . . . ?
N3 C28 C29 C34 -0.3(2) . . . . ?
N3 C28 C33 C32 179.76(14) . . . . ?
N3 C28 C33 C37 -5.4(2) . . . . ?
C1 Ni1 C13 N2 -76.40(14) . . . . ?
C1 Ni1 C13 N3 110.32(13) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C1 C6 C7 N1 -2.9(2) . . . . ?
C1 C6 C7 C8 176.65(16) . . . . ?
C2 C1 C6 C5 -0.2(2) . . . . ?
C2 C1 C6 C7 178.24(14) . . . . ?
C2 C3 C4 C5 -0.6(3) . . . . ?
C3 C4 C5 C6 1.1(3) . . . . ?
C4 C5 C6 C1 -0.7(3) . . . . ?
C4 C5 C6 C7 -178.98(16) . . . . ?
C5 C6 C7 N1 175.50(15) . . . . ?
C5 C6 C7 C8 -4.9(3) . . . . ?
C6 C1 C2 C3 0.7(2) . . . . ?
C6 C7 C8 C9 178.17(16) . . . . ?
C7 N1 C11 C10 -3.2(3) . . . . ?
C7 C8 C9 F1 177.51(16) . . . . ?
C7 C8 C9 C10 -2.4(3) . . . . ?
C8 C9 C10 C11 4.1(3) . . . . ?
C9 C10 C11 N1 -1.2(3) . . . . ?
C11 N1 C7 C6 -175.39(14) . . . . ?
C11 N1 C7 C8 5.0(2) . . . . ?
C13 N2 C14 C15 -1.82(17) . . . . ?
C13 N2 C16 C17 -62.8(2) . . . . ?
C13 N2 C16 C21 120.77(17) . . . . ?
C13 N3 C15 C14 -0.74(17) . . . . ?
C13 N3 C28 C29 106.93(17) . . . . ?
C13 N3 C28 C33 -76.4(2) . . . . ?
C14 N2 C13 Ni1 -173.04(11) . . . . ?
C14 N2 C13 N3 1.32(16) . . . . ?
C14 N2 C16 C17 120.98(16) . . . . ?
C14 N2 C16 C21 -55.49(19) . . . . ?
C15 N3 C13 Ni1 174.39(11) . . . . ?
C15 N3 C13 N2 -0.37(16) . . . . ?
C15 N3 C28 C29 -69.82(19) . . . . ?
C15 N3 C28 C33 106.84(17) . . . . ?
C16 N2 C13 Ni1 10.4(2) . . . . ?
C16 N2 C13 N3 -175.27(14) . . . . ?
C16 N2 C14 C15 175.03(14) . . . . ?
C16 C17 C18 C19 2.6(2) . . . . ?
C16 C17 C22 C23 -101.57(19) . . . . ?
C16 C17 C22 C24 134.69(17) . . . . ?
C16 C21 C25 C26 104.14(18) . . . . ?
C16 C21 C25 C27 -133.46(16) . . . . ?
C17 C16 C21 C20 3.4(2) . . . . ?
C17 C16 C21 C25 -172.60(14) . . . . ?
C17 C18 C19 C20 1.4(3) . . . . ?
C18 C17 C22 C23 72.2(2) . . . . ?
C18 C17 C22 C24 -51.5(2) . . . . ?
C18 C19 C20 C21 -3.2(3) . . . . ?
C19 C20 C21 C16 0.8(2) . . . . ?
C19 C20 C21 C25 177.03(15) . . . . ?
C20 C21 C25 C26 -71.80(18) . . . . ?
C20 C21 C25 C27 50.6(2) . . . . ?
C21 C16 C17 C18 -5.0(2) . . . . ?
C21 C16 C17 C22 168.87(14) . . . . ?
C22 C17 C18 C19 -171.58(15) . . . . ?
C28 N3 C13 Ni1 -2.6(2) . . . . ?
C28 N3 C13 N2 -177.40(13) . . . . ?
C28 N3 C15 C14 176.47(14) . . . . ?
C28 C29 C30 C31 0.6(2) . . . . ?
C28 C29 C34 C35 97.56(18) . . . . ?
C28 C29 C34 C36 -140.34(16) . . . . ?
C28 C33 C37 C38 -104.39(18) . . . . ?
C28 C33 C37 C39 132.61(17) . . . . ?
C29 C28 C33 C32 -3.7(2) . . . . ?
C29 C28 C33 C37 171.12(15) . . . . ?
C29 C30 C31 C32 -2.0(3) . . . . ?
C30 C29 C34 C35 -81.52(19) . . . . ?
C30 C29 C34 C36 40.6(2) . . . . ?
C30 C31 C32 C33 0.4(3) . . . . ?
C31 C32 C33 C28 2.3(2) . . . . ?
C31 C32 C33 C37 -172.72(16) . . . . ?
C32 C33 C37 C38 70.4(2) . . . . ?
C32 C33 C37 C39 -52.6(2) . . . . ?
C33 C28 C29 C30 2.3(2) . . . . ?
C33 C28 C29 C34 -176.84(15) . . . . ?
C34 C29 C30 C31 179.78(15) . . . . ?
Ni2 N4 C46 C45 5.35(18) . . . . ?
Ni2 N4 C46 C47 -176.08(13) . . . . ?
Ni2 N4 C50 C49 176.76(14) . . . . ?
Ni2 C40 C41 C42 -171.21(15) . . . . ?
Ni2 C40 C45 C44 171.59(14) . . . . ?
Ni2 C40 C45 C46 -10.05(19) . . . . ?
Cl2 Ni2 C52 N5 -63.01(13) . . . . ?
Cl2 Ni2 C52 N6 111.27(14) . . . . ?
F2 C48 C49 C50 -177.78(17) . . . . ?
N4 C46 C47 C48 -1.2(3) . . . . ?
N5 C53 C54 N6 0.92(18) . . . . ?
N5 C55 C56 C57 176.86(17) . . . . ?
N5 C55 C56 C61 -8.6(3) . . . . ?
N5 C55 C60 C59 -178.32(16) . . . . ?
N5 C55 C60 C64 3.3(3) . . . . ?
N6 C67 C68 C69 175.89(14) . . . . ?
N6 C67 C68 C73 -2.6(2) . . . . ?
N6 C67 C72 C71 -177.16(14) . . . . ?
N6 C67 C72 C76 -1.5(2) . . . . ?
C40 Ni2 C52 N5 108.50(14) . . . . ?
C40 Ni2 C52 N6 -77.22(15) . . . . ?
C40 C41 C42 C43 0.2(3) . . . . ?
C40 C45 C46 N4 3.0(2) . . . . ?
C40 C45 C46 C47 -175.48(17) . . . . ?
C41 C40 C45 C44 -2.6(3) . . . . ?
C41 C40 C45 C46 175.77(15) . . . . ?
C41 C42 C43 C44 -1.3(3) . . . . ?
C42 C43 C44 C45 0.5(3) . . . . ?
C43 C44 C45 C40 1.6(3) . . . . ?
C43 C44 C45 C46 -176.66(17) . . . . ?
C44 C45 C46 N4 -178.64(16) . . . . ?
C44 C45 C46 C47 2.9(3) . . . . ?
C45 C40 C41 C42 1.7(3) . . . . ?
C45 C46 C47 C48 177.20(17) . . . . ?
C46 N4 C50 C49 -1.8(3) . . . . ?
C46 C47 C48 F2 178.59(16) . . . . ?
C46 C47 C48 C49 -1.3(3) . . . . ?
C47 C48 C49 C50 2.1(3) . . . . ?
C48 C49 C50 N4 -0.5(3) . . . . ?
C50 N4 C46 C45 -175.90(15) . . . . ?
C50 N4 C46 C47 2.7(3) . . . . ?
C52 N5 C53 C54 -0.76(19) . . . . ?
C52 N5 C55 C56 -76.5(2) . . . . ?
C52 N5 C55 C60 105.97(19) . . . . ?
C52 N6 C54 C53 -0.80(19) . . . . ?
C52 N6 C67 C68 120.40(17) . . . . ?
C52 N6 C67 C72 -65.8(2) . . . . ?
C53 N5 C52 Ni2 175.74(12) . . . . ?
C53 N5 C52 N6 0.26(17) . . . . ?
C53 N5 C55 C56 106.98(19) . . . . ?
C53 N5 C55 C60 -70.6(2) . . . . ?
C54 N6 C52 Ni2 -174.94(12) . . . . ?
C54 N6 C52 N5 0.33(17) . . . . ?
C54 N6 C67 C68 -62.8(2) . . . . ?
C54 N6 C67 C72 111.05(18) . . . . ?
C55 N5 C52 Ni2 -1.1(2) . . . . ?
C55 N5 C52 N6 -176.63(14) . . . . ?
C55 N5 C53 C54 176.25(15) . . . . ?
C55 C56 C57 C58 2.9(3) . . . . ?
C55 C56 C61 C62 -99.8(2) . . . . ?
C55 C56 C61 C63 136.8(2) . . . . ?
C55 C60 C64 C65 96.2(2) . . . . ?
C55 C60 C64 C66 -142.09(18) . . . . ?
C56 C55 C60 C59 4.2(3) . . . . ?
C56 C55 C60 C64 -174.21(17) . . . . ?
C56 C57 C58 C59 1.3(4) . . . . ?
C57 C56 C61 C62 74.7(2) . . . . ?
C57 C56 C61 C63 -48.8(3) . . . . ?
C57 C58 C59 C60 -2.8(4) . . . . ?
C58 C59 C60 C55 0.1(3) . . . . ?
C58 C59 C60 C64 178.6(2) . . . . ?
C59 C60 C64 C65 -82.2(2) . . . . ?
C59 C60 C64 C66 39.5(2) . . . . ?
C60 C55 C56 C57 -5.7(3) . . . . ?
C60 C55 C56 C61 168.86(17) . . . . ?
C61 C56 C57 C58 -171.9(2) . . . . ?
C67 N6 C52 Ni2 2.1(2) . . . . ?
C67 N6 C52 N5 177.41(14) . . . . ?
C67 N6 C54 C53 -178.14(14) . . . . ?
C67 C68 C69 C70 0.1(2) . . . . ?
C67 C68 C73 C74 109.97(18) . . . . ?
C67 C68 C73 C75 -128.30(17) . . . . ?
C67 C72 C76 C77 -114.5(3) . . . . ?
C67 C72 C76 C77A -73.5(4) . . . . ?
C67 C72 C76 C78 128.7(3) . . . . ?
C67 C72 C76 C78A 157.2(5) . . . . ?
C68 C67 C72 C71 -3.6(2) . . . . ?
C68 C67 C72 C76 172.08(15) . . . . ?
C68 C69 C70 C71 -1.1(3) . . . . ?
C69 C68 C73 C74 -68.56(19) . . . . ?
C69 C68 C73 C75 53.2(2) . . . . ?
C69 C70 C71 C72 -0.3(3) . . . . ?
C70 C71 C72 C67 2.6(3) . . . . ?
C70 C71 C72 C76 -173.31(16) . . . . ?
C71 C72 C76 C77 61.1(3) . . . . ?
C71 C72 C76 C77A 102.1(4) . . . . ?
C71 C72 C76 C78 -55.7(3) . . . . ?
C71 C72 C76 C78A -27.2(5) . . . . ?
C72 C67 C68 C69 2.3(2) . . . . ?
C72 C67 C68 C73 -176.26(15) . . . . ?
C73 C68 C69 C70 178.75(15) . . . . ?
C80 O6 C81 C82 -174.4(19) . . . . ?
C81 O6 C80 C79 -170(2) . . . . ?
