#------------------------------------------------------------------------------
#$Date: 2016-02-04 01:46:44 +0200 (Thu, 04 Feb 2016) $
#$Revision: 175517 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/45/4344595.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_4344595
loop_
_publ_author_name
'Ciccione, Jérémie'
'Leconte, Nicolas'
'Luneau, Dominique'
'Philouze, Christian'
'Thomas, Fabrice'
_publ_section_title
;
 Geometric and Electronic Structures of Nickel(II) Complexes of Redox
 Noninnocent Tetradentate Phenylenediamine Ligands.
;
_journal_issue                   2
_journal_name_full               'Inorganic chemistry'
_journal_page_first              649
_journal_page_last               665
_journal_paper_doi               10.1021/acs.inorgchem.5b01947
_journal_volume                  55
_journal_year                    2016
_chemical_formula_moiety         '2(F6 Sb), C34 H44 Cl2 N4 Ni, 2.5(C H2 Cl2)'
_chemical_formula_sum            'C36.5 H49 Cl7 F12 N4 Ni Sb2'
_chemical_formula_weight         1322.16
_chemical_name_systematic
;
 ? 
;
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-02-06
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 94.83(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.321(2)
_cell_length_b                   14.752(3)
_cell_length_c                   35.356(7)
_cell_measurement_temperature    200
_cell_volume                     5364.0(19)
_computing_cell_refinement       'Bruker Enraf Nonius kappa CCD'
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200
_diffrn_detector                 'CCD area detector'
_diffrn_detector_type            KappaCCD
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker AXS enraf nonius KappaCCD'
_diffrn_measurement_method       'Phi and omega scans'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            48869
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.22
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_source_target            Mo
_diffrn_source_type              'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.768
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.465456
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.0985 before and 0.0465 after correction.
The Ratio of minimum to maximum transmission is 0.4655.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2612
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.4
_refine_diff_density_max         1.736
_refine_diff_density_min         -2.256
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     614
_refine_ls_number_reflns         9375
_refine_ls_number_restraints     35
_refine_ls_restrained_S_all      1.175
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0588
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0531P)²+29.5326P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1526
_refine_ls_wR_factor_ref         0.1569
_reflns_number_gt                8202
_reflns_number_total             9375
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b01947_si_001.cif
_cod_data_source_block           4d2+
_cod_original_cell_volume        5363.8(19)
_cod_original_formula_sum        'C36.50 H49 Cl7 F12 N4 Ni Sb2'
_cod_database_code               4344595
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 '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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb1 Sb 0.94304(4) 0.41369(3) 0.258161(12) 0.03601(13) Uani 1 1 d . . .
Sb2 Sb 0.94377(6) 0.83222(5) 0.586581(19) 0.0745(2) Uani 1 1 d U . .
Ni3 Ni 0.76800(7) 0.64179(5) 0.15824(2) 0.02824(18) Uani 1 1 d . . .
Cl2 Cl 1.05779(19) 0.25268(12) 0.11908(6) 0.0555(5) Uani 1 1 d . . .
Cl3 Cl 0.6354(3) 0.66734(19) 0.66131(9) 0.0903(8) Uani 1 1 d . . .
Cl1 Cl 1.2261(2) 0.40125(15) 0.08224(9) 0.0866(9) Uani 1 1 d . . .
Cl4 Cl 0.7035(4) 0.4995(3) 0.62404(11) 0.1191(11) Uani 1 1 d . . .
F5 F 1.0099(5) 0.4872(3) 0.29808(12) 0.0587(11) Uani 1 1 d . . .
F6 F 0.9883(4) 0.4989(3) 0.22245(12) 0.0572(11) Uani 1 1 d . . .
F2 F 0.8753(4) 0.3364(3) 0.21940(11) 0.0539(10) Uani 1 1 d . . .
F3 F 0.8928(4) 0.3269(3) 0.29371(11) 0.0486(9) Uani 1 1 d . . .
F1 F 1.1032(4) 0.3568(3) 0.25785(13) 0.0535(10) Uani 1 1 d . . .
F7 F 0.9758(5) 0.7610(3) 0.62995(13) 0.0642(12) Uani 1 1 d U . .
F4 F 0.7803(4) 0.4691(3) 0.25859(12) 0.0618(12) Uani 1 1 d . . .
C30 C 0.4997(8) 0.6346(5) 0.2675(2) 0.0518(18) Uani 1 1 d . . .
H30A H 0.5447 0.6815 0.2550 0.078 Uiso 1 1 calc R . .
H30B H 0.5618 0.5936 0.2799 0.078 Uiso 1 1 calc R . .
H30C H 0.4481 0.6612 0.2859 0.078 Uiso 1 1 calc R . .
F11 F 0.7675(6) 0.8276(5) 0.5910(2) 0.109(2) Uani 1 1 d U . .
N3 N 0.7678(5) 0.5160(3) 0.15800(14) 0.0323(11) Uani 1 1 d . . .
C2 C 0.9045(6) 0.7083(4) 0.10317(17) 0.0299(12) Uani 1 1 d . . .
C11 C 0.4686(6) 0.4258(4) 0.21550(19) 0.0383(14) Uani 1 1 d . . .
H11 H 0.4043 0.4044 0.2302 0.046 Uiso 1 1 calc R . .
N2 N 0.8921(5) 0.6351(3) 0.12413(14) 0.0299(11) Uani 1 1 d . . .
C10 C 0.5372(6) 0.3585(4) 0.19442(18) 0.0356(14) Uani 1 1 d . . .
C6 C 0.8389(6) 0.8742(4) 0.09965(17) 0.0320(13) Uani 1 1 d . . .
C9 C 0.6324(6) 0.3856(4) 0.17356(17) 0.0345(13) Uani 1 1 d . . .
H9 H 0.6736 0.3439 0.1589 0.041 Uiso 1 1 calc R . .
C29 C 0.3351(7) 0.6472(5) 0.2100(2) 0.0548(19) Uani 1 1 d . . .
H29A H 0.2847 0.6884 0.2238 0.082 Uiso 1 1 calc R . .
H29B H 0.2782 0.6127 0.1926 0.082 Uiso 1 1 calc R . .
H29C H 0.3951 0.6808 0.1961 0.082 Uiso 1 1 calc R . .
C21 C 0.6231(7) 0.9438(5) 0.1135(2) 0.0479(17) Uani 1 1 d . . .
H21A H 0.5907 0.9281 0.0881 0.072 Uiso 1 1 calc R . .
H21B H 0.5820 0.9986 0.1210 0.072 Uiso 1 1 calc R . .
H21C H 0.6041 0.8956 0.1305 0.072 Uiso 1 1 calc R . .
C4 C 0.9657(6) 0.7978(4) 0.05181(17) 0.0366(14) Uani 1 1 d . . .
C12 C 0.4894(6) 0.5153(4) 0.21571(17) 0.0326(13) Uani 1 1 d . . .
F9 F 0.9324(8) 0.7301(6) 0.5569(2) 0.144(3) Uani 1 1 d U . .
C13 C 0.9423(6) 0.5462(4) 0.12067(17) 0.0313(13) Uani 1 1 d . . .
C14 C 0.8695(6) 0.4801(4) 0.13881(16) 0.0293(12) Uani 1 1 d . . .
N4 N 0.6352(5) 0.6289(3) 0.18966(13) 0.0311(11) Uani 1 1 d . . .
H4 H 0.6022 0.6744 0.2006 0.037 Uiso 1 1 calc R . .
N1 N 0.7723(5) 0.7656(3) 0.14791(14) 0.0307(11) Uani 1 1 d . . .
H1 H 0.7370 0.8055 0.1615 0.037 Uiso 1 1 calc R . .
C28 C 0.3102(8) 0.5319(6) 0.2594(3) 0.070(3) Uani 1 1 d . . .
H28A H 0.3537 0.4890 0.2765 0.105 Uiso 1 1 calc R . .
H28B H 0.2507 0.5005 0.2417 0.105 Uiso 1 1 calc R . .
H28C H 0.2632 0.5745 0.2736 0.105 Uiso 1 1 calc R . .
C20 C 0.8279(7) 0.9810(4) 0.1554(2) 0.0460(16) Uani 1 1 d . . .
H20A H 0.8127 0.9312 0.1720 0.069 Uiso 1 1 calc R . .
H20B H 0.7865 1.0345 0.1641 0.069 Uiso 1 1 calc R . .
H20C H 0.9197 0.9914 0.1555 0.069 Uiso 1 1 calc R . .
C3 C 0.9674(6) 0.7175(4) 0.06950(17) 0.0355(14) Uani 1 1 d . . .
H3 H 1.0097 0.6682 0.0597 0.043 Uiso 1 1 calc R . .
C18 C 1.0527(7) 0.5215(4) 0.1039(2) 0.0438(16) Uani 1 1 d . . .
H18 H 1.1028 0.5654 0.0932 0.053 Uiso 1 1 calc R . .
C5 C 0.9020(7) 0.8760(4) 0.06842(18) 0.0382(14) Uani 1 1 d . . .
H5 H 0.9063 0.9314 0.0560 0.046 Uiso 1 1 calc R . .
C17 C 1.0886(7) 0.4316(5) 0.1032(2) 0.0471(17) Uani 1 1 d . . .
C16 C 1.0155(6) 0.3659(4) 0.11987(19) 0.0382(14) Uani 1 1 d . . .
C24 C 1.0791(9) 0.7257(6) -0.0012(2) 0.065(2) Uani 1 1 d . . .
H24A H 1.1477 0.7035 0.0164 0.098 Uiso 1 1 calc R . .
H24B H 1.1127 0.7373 -0.0253 0.098 Uiso 1 1 calc R . .
H24C H 1.0112 0.6812 -0.0044 0.098 Uiso 1 1 calc R . .
C15 C 0.9089(6) 0.3900(4) 0.13816(17) 0.0364(14) Uani 1 1 d . . .
H15 H 0.8626 0.3459 0.1502 0.044 Uiso 1 1 calc R . .
C19 C 0.7717(7) 0.9583(4) 0.11508(19) 0.0396(15) Uani 1 1 d . . .
F10 F 0.9120(8) 0.9035(7) 0.5437(2) 0.157(3) Uani 1 1 d U . .
C31 C 0.4989(8) 0.2588(5) 0.1979(2) 0.0521(19) Uani 1 1 d . . .
C23 C 1.0245(8) 0.8135(5) 0.0141(2) 0.0530(19) Uani 1 1 d . . .
C1 C 0.8334(5) 0.7868(4) 0.11823(16) 0.0285(12) Uani 1 1 d . . .
C27 C 0.4109(6) 0.5826(4) 0.2379(2) 0.0426(16) Uani 1 1 d . . .
C8 C 0.6704(5) 0.4781(4) 0.17378(16) 0.0294(12) Uani 1 1 d . . .
C26 C 0.9192(12) 0.8486(7) -0.0154(2) 0.087(3) Uani 1 1 d . . .
H26A H 0.8532 0.8031 -0.0201 0.130 Uiso 1 1 calc R . .
H26B H 0.9573 0.8621 -0.0386 0.130 Uiso 1 1 calc R . .
H26C H 0.8810 0.9025 -0.0060 0.130 Uiso 1 1 calc R . .
F8 F 1.1196(7) 0.8405(9) 0.5833(3) 0.213(5) Uani 1 1 d U . .
C34 C 0.5828(10) 0.1975(5) 0.1744(3) 0.075(3) Uani 1 1 d . . .
H34A H 0.5705 0.2146 0.1481 0.112 Uiso 1 1 calc R . .
H34B H 0.5573 0.1355 0.1771 0.112 Uiso 1 1 calc R . .
H34C H 0.6728 0.2044 0.1832 0.112 Uiso 1 1 calc R . .
C32 C 0.5217(10) 0.2312(5) 0.2397(3) 0.074(3) Uani 1 1 d . . .
H32A H 0.6108 0.2423 0.2485 0.110 Uiso 1 1 calc R . .
H32B H 0.5027 0.1679 0.2423 0.110 Uiso 1 1 calc R . .
H32C H 0.4658 0.2661 0.2545 0.110 Uiso 1 1 calc R . .
C7 C 0.5948(6) 0.5463(4) 0.19409(16) 0.0305(12) Uani 1 1 d . . .
C25 C 1.1343(10) 0.8836(7) 0.0208(3) 0.083(3) Uani 1 1 d . . .
H25A H 1.1009 0.9373 0.0319 0.124 Uiso 1 1 calc R . .
H25B H 1.1677 0.8986 -0.0029 0.124 Uiso 1 1 calc R . .
H25C H 1.2028 0.8587 0.0377 0.124 Uiso 1 1 calc R . .
C22 C 0.7935(8) 1.0426(4) 0.0905(2) 0.056(2) Uani 1 1 d . . .
H22A H 0.8847 1.0499 0.0879 0.083 Uiso 1 1 calc R . .
H22B H 0.7608 1.0954 0.1024 0.083 Uiso 1 1 calc R . .
H22C H 0.7483 1.0348 0.0658 0.083 Uiso 1 1 calc R . .
F12 F 0.9525(12) 0.9353(5) 0.6174(3) 0.189(4) Uani 1 1 d U . .
C33 C 0.3567(9) 0.2478(7) 0.1843(3) 0.083(3) Uani 1 1 d . . .
H33A H 0.3041 0.2776 0.2017 0.124 Uiso 1 1 calc R . .
H33B H 0.3351 0.1845 0.1831 0.124 Uiso 1 1 calc R . .
H33C H 0.3407 0.2743 0.1596 0.124 Uiso 1 1 calc R . .
C35 C 0.7561(10) 0.6044(8) 0.6419(4) 0.101(4) Uani 1 1 d . . .
H35A H 0.8271 0.5949 0.6613 0.121 Uiso 1 1 calc R . .
H35B H 0.7897 0.6392 0.6216 0.121 Uiso 1 1 calc R . .
Cl5A Cl 0.8488(7) 0.8391(7) 0.43049(15) 0.173(4) Uani 0.700(7) 1 d PD A 2
Cl6A Cl 0.7004(10) 0.9883(6) 0.4663(2) 0.179(4) Uani 0.700(7) 1 d PD A 2
Cl5B Cl 0.6161(12) 0.0133(6) 0.4925(4) 0.102(4) Uani 0.300(7) 1 d PD A 1
Cl6B Cl 0.8159(10) 0.1595(8) 0.4999(3) 0.100(4) Uani 0.300(7) 1 d PD A 1
C36A C 0.8478(18) 0.9370(13) 0.4563(6) 0.205(18) Uani 0.700(7) 1 d PD A 2
H36A H 0.8965 0.9817 0.4432 0.246 Uiso 0.700(7) 1 calc PR A 2
H36B H 0.8966 0.9253 0.4805 0.246 Uiso 0.700(7) 1 calc PR A 2
C36B C 0.776(2) 0.0483(14) 0.4847(9) 0.070(8) Uani 0.300(7) 1 d PD A 1
H36C H 0.8376 0.0067 0.4978 0.084 Uiso 0.300(7) 1 calc PR A 1
H36D H 0.7873 0.0438 0.4578 0.084 Uiso 0.300(7) 1 calc PR A 1
Cl8 Cl 0.9351(8) 0.3341(10) 0.5613(2) 0.203(5) Uani 0.50 1 d PDU . .
Cl7 Cl 1.0000 0.5000 0.5000 0.336(8) Uani 1 2 d SDU . .
C37 C 0.983(3) 0.3818(15) 0.5181(7) 0.201(11) Uani 0.50 1 d PDU . .
H37A H 0.9244 0.3532 0.4987 0.242 Uiso 0.50 1 calc PR . .
H37B H 1.0672 0.3550 0.5155 0.242 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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
F5 Sb1 F6 91.3(2) .
F5 Sb1 F2 177.84(19) .
F5 Sb1 F3 89.72(19) .
F5 Sb1 F4 90.9(2) .
F6 Sb1 F2 90.83(19) .
F6 Sb1 F3 178.52(19) .
F2 Sb1 F3 88.15(18) .
F1 Sb1 F5 89.7(2) .
F1 Sb1 F6 91.52(19) .
F1 Sb1 F2 89.9(2) .
F1 Sb1 F3 89.55(18) .
F1 Sb1 F4 179.0(2) .
F4 Sb1 F6 89.3(2) .
F4 Sb1 F2 89.5(2) .
F4 Sb1 F3 89.63(19) .
F7 Sb2 F12 89.0(3) .
F11 Sb2 F7 91.0(3) .
F11 Sb2 F10 89.0(4) .
F11 Sb2 F12 88.9(5) .
F9 Sb2 F7 90.3(3) .
F9 Sb2 F11 90.1(4) .
F9 Sb2 F10 90.0(4) .
F9 Sb2 F12 178.8(5) .
F10 Sb2 F7 179.7(4) .
F10 Sb2 F12 90.7(4) .
F8 Sb2 F7 88.9(3) .
F8 Sb2 F11 177.9(5) .
F8 Sb2 F9 92.0(6) .
F8 Sb2 F10 91.1(3) .
F8 Sb2 F12 89.0(6) .
N3 Ni3 N1 168.3(2) .
N2 Ni3 N3 86.8(2) .
N2 Ni3 N4 170.2(2) .
N2 Ni3 N1 84.0(2) .
N4 Ni3 N3 84.2(2) .
N4 Ni3 N1 104.5(2) .
H30A C30 H30B 109.5 .
H30A C30 H30C 109.5 .
H30B C30 H30C 109.5 .
C27 C30 H30A 109.5 .
C27 C30 H30B 109.5 .
C27 C30 H30C 109.5 .
C14 N3 Ni3 112.3(4) .
C8 N3 Ni3 115.0(4) .
C8 N3 C14 132.6(5) .
N2 C2 C3 128.7(5) .
N2 C2 C1 111.1(5) .
C3 C2 C1 120.1(5) .
C10 C11 H11 116.9 .
C12 C11 H11 116.9 .
C12 C11 C10 126.1(6) .
C2 N2 Ni3 115.5(4) .
C2 N2 C13 130.8(5) .
C13 N2 Ni3 112.8(4) .
C11 C10 C31 118.2(5) .
C9 C10 C11 119.2(5) .
C9 C10 C31 122.6(6) .
C5 C6 C19 122.9(5) .
C5 C6 C1 115.8(5) .
C1 C6 C19 121.2(5) .
C10 C9 H9 120.0 .
C10 C9 C8 120.0(6) .
C8 C9 H9 120.0 .
H29A C29 H29B 109.5 .
H29A C29 H29C 109.5 .
H29B C29 H29C 109.5 .
C27 C29 H29A 109.5 .
C27 C29 H29B 109.5 .
C27 C29 H29C 109.5 .
H21A C21 H21B 109.5 .
H21A C21 H21C 109.5 .
H21B C21 H21C 109.5 .
C19 C21 H21A 109.5 .
C19 C21 H21B 109.5 .
C19 C21 H21C 109.5 .
C3 C4 C5 119.7(5) .
C3 C4 C23 123.4(6) .
C5 C4 C23 116.9(5) .
C11 C12 C27 123.3(5) .
C11 C12 C7 115.8(6) .
C7 C12 C27 121.0(5) .
C14 C13 N2 112.7(5) .
C18 C13 N2 127.1(5) .
C18 C13 C14 120.1(5) .
N3 C14 C13 114.0(5) .
C15 C14 N3 126.9(5) .
C15 C14 C13 118.9(5) .
Ni3 N4 H4 122.2 .
C7 N4 Ni3 115.5(4) .
C7 N4 H4 122.2 .
Ni3 N1 H1 122.8 .
C1 N1 Ni3 114.4(4) .
C1 N1 H1 122.8 .
H28A C28 H28B 109.5 .
H28A C28 H28C 109.5 .
H28B C28 H28C 109.5 .
C27 C28 H28A 109.5 .
C27 C28 H28B 109.5 .
C27 C28 H28C 109.5 .
H20A C20 H20B 109.5 .
H20A C20 H20C 109.5 .
H20B C20 H20C 109.5 .
C19 C20 H20A 109.5 .
C19 C20 H20B 109.5 .
C19 C20 H20C 109.5 .
C2 C3 H3 120.3 .
C4 C3 C2 119.4(6) .
C4 C3 H3 120.3 .
C13 C18 H18 120.1 .
C13 C18 C17 119.8(6) .
C17 C18 H18 120.1 .
C6 C5 C4 125.5(6) .
C6 C5 H5 117.2 .
C4 C5 H5 117.2 .
C18 C17 Cl1 119.6(5) .
C18 C17 C16 120.4(6) .
C16 C17 Cl1 120.0(5) .
C17 C16 Cl2 121.4(5) .
C15 C16 Cl2 118.2(5) .
C15 C16 C17 120.5(6) .
H24A C24 H24B 109.5 .
H24A C24 H24C 109.5 .
H24B C24 H24C 109.5 .
C23 C24 H24A 109.5 .
C23 C24 H24B 109.5 .
C23 C24 H24C 109.5 .
C14 C15 H15 119.9 .
C16 C15 C14 120.2(6) .
C16 C15 H15 119.9 .
C6 C19 C21 110.5(5) .
C6 C19 C22 110.9(5) .
C21 C19 C22 106.4(6) .
C20 C19 C6 111.0(5) .
C20 C19 C21 111.2(5) .
C20 C19 C22 106.7(6) .
C10 C31 C34 111.0(6) .
C10 C31 C32 108.3(6) .
C32 C31 C34 108.5(7) .
C33 C31 C10 109.1(7) .
C33 C31 C34 109.8(8) .
C33 C31 C32 110.1(7) .
C4 C23 C24 111.4(6) .
C4 C23 C26 109.5(7) .
C4 C23 C25 107.9(6) .
C24 C23 C26 107.9(7) .
C24 C23 C25 109.6(7) .
C26 C23 C25 110.5(8) .
C6 C1 C2 119.3(5) .
N1 C1 C2 112.7(5) .
N1 C1 C6 128.0(5) .
C30 C27 C29 111.6(6) .
C30 C27 C12 111.1(5) .
C29 C27 C12 109.5(6) .
C28 C27 C30 107.3(6) .
C28 C27 C29 107.0(6) .
C28 C27 C12 110.3(5) .
N3 C8 C9 128.8(5) .
N3 C8 C7 111.5(5) .
C9 C8 C7 119.6(5) .
C23 C26 H26A 109.5 .
C23 C26 H26B 109.5 .
C23 C26 H26C 109.5 .
H26A C26 H26B 109.5 .
H26A C26 H26C 109.5 .
H26B C26 H26C 109.5 .
C31 C34 H34A 109.5 .
C31 C34 H34B 109.5 .
C31 C34 H34C 109.5 .
H34A C34 H34B 109.5 .
H34A C34 H34C 109.5 .
H34B C34 H34C 109.5 .
C31 C32 H32A 109.5 .
C31 C32 H32B 109.5 .
C31 C32 H32C 109.5 .
H32A C32 H32B 109.5 .
H32A C32 H32C 109.5 .
H32B C32 H32C 109.5 .
C12 C7 C8 119.0(5) .
N4 C7 C12 128.2(5) .
N4 C7 C8 112.8(5) .
C23 C25 H25A 109.5 .
C23 C25 H25B 109.5 .
C23 C25 H25C 109.5 .
H25A C25 H25B 109.5 .
H25A C25 H25C 109.5 .
H25B C25 H25C 109.5 .
C19 C22 H22A 109.5 .
C19 C22 H22B 109.5 .
C19 C22 H22C 109.5 .
H22A C22 H22B 109.5 .
H22A C22 H22C 109.5 .
H22B C22 H22C 109.5 .
C31 C33 H33A 109.5 .
C31 C33 H33B 109.5 .
C31 C33 H33C 109.5 .
H33A C33 H33B 109.5 .
H33A C33 H33C 109.5 .
H33B C33 H33C 109.5 .
Cl3 C35 Cl4 113.9(6) .
Cl3 C35 H35A 108.8 .
Cl3 C35 H35B 108.8 .
Cl4 C35 H35A 108.8 .
Cl4 C35 H35B 108.8 .
H35A C35 H35B 107.7 .
Cl5A C36A Cl6A 121.0(12) .
Cl5A C36A H36A 107.1 .
Cl5A C36A H36B 107.1 .
Cl6A C36A H36A 107.1 .
Cl6A C36A H36B 107.1 .
H36A C36A H36B 106.8 .
Cl5B C36B H36C 108.6 .
Cl5B C36B H36D 108.6 .
Cl6B C36B Cl5B 114.6(13) .
Cl6B C36B H36C 108.6 .
Cl6B C36B H36D 108.6 .
H36C C36B H36D 107.6 .
C37 Cl7 C37 180.0(19) 3_766
Cl8 C37 Cl7 134.5(17) .
Cl8 C37 H37A 103.6 .
Cl8 C37 H37B 103.6 .
Cl7 C37 H37A 103.6 .
Cl7 C37 H37B 103.6 .
H37A C37 H37B 105.3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sb1 F5 1.865(4) .
Sb1 F6 1.869(4) .
Sb1 F2 1.873(4) .
Sb1 F3 1.896(4) .
Sb1 F1 1.855(4) .
Sb1 F4 1.869(4) .
Sb2 F7 1.865(5) .
Sb2 F11 1.840(6) .
Sb2 F9 1.833(8) .
Sb2 F10 1.853(7) .
Sb2 F8 1.832(7) .
Sb2 F12 1.868(8) .
Ni3 N3 1.856(5) .
Ni3 N2 1.834(5) .
Ni3 N4 1.846(5) .
Ni3 N1 1.864(5) .
Cl2 C16 1.727(6) .
Cl3 C35 1.739(13) .
Cl1 C17 1.713(6) .
Cl4 C35 1.741(13) .
C30 H30A 0.9600 .
C30 H30B 0.9600 .
C30 H30C 0.9600 .
C30 C27 1.536(11) .
N3 C14 1.400(7) .
N3 C8 1.315(7) .
C2 N2 1.323(7) .
C2 C3 1.409(8) .
C2 C1 1.493(8) .
C11 H11 0.9300 .
C11 C10 1.460(9) .
C11 C12 1.337(9) .
N2 C13 1.419(8) .
C10 C9 1.338(8) .
C10 C31 1.530(8) .
C6 C5 1.329(8) .
C6 C19 1.543(8) .
C6 C1 1.450(8) .
C9 H9 0.9300 .
C9 C8 1.419(8) .
C29 H29A 0.9600 .
C29 H29B 0.9600 .
C29 H29C 0.9600 .
C29 C27 1.538(10) .
C21 H21A 0.9600 .
C21 H21B 0.9600 .
C21 H21C 0.9600 .
C21 C19 1.545(10) .
C4 C3 1.339(9) .
C4 C5 1.474(9) .
C4 C23 1.529(8) .
C12 C27 1.538(9) .
C12 C7 1.455(8) .
C13 C14 1.417(8) .
C13 C18 1.376(8) .
C14 C15 1.391(8) .
N4 H4 0.8600 .
N4 C7 1.301(8) .
N1 H1 0.8600 .
N1 C1 1.307(7) .
C28 H28A 0.9600 .
C28 H28B 0.9600 .
C28 H28C 0.9600 .
C28 C27 1.533(9) .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
C20 C19 1.530(10) .
C3 H3 0.9300 .
C18 H18 0.9300 .
C18 C17 1.379(9) .
C5 H5 0.9300 .
C17 C16 1.390(9) .
C16 C15 1.369(9) .
C24 H24A 0.9600 .
C24 H24B 0.9600 .
C24 H24C 0.9600 .
C24 C23 1.530(10) .
C15 H15 0.9300 .
C19 C22 1.545(9) .
C31 C34 1.543(11) .
C31 C32 1.532(12) .
C31 C33 1.514(12) .
C23 C26 1.531(12) .
C23 C25 1.539(13) .
C8 C7 1.493(8) .
C26 H26A 0.9600 .
C26 H26B 0.9600 .
C26 H26C 0.9600 .
C34 H34A 0.9600 .
C34 H34B 0.9600 .
C34 H34C 0.9600 .
C32 H32A 0.9600 .
C32 H32B 0.9600 .
C32 H32C 0.9600 .
C25 H25A 0.9600 .
C25 H25B 0.9600 .
C25 H25C 0.9600 .
C22 H22A 0.9600 .
C22 H22B 0.9600 .
C22 H22C 0.9600 .
C33 H33A 0.9600 .
C33 H33B 0.9600 .
C33 H33C 0.9600 .
C35 H35A 0.9700 .
C35 H35B 0.9700 .
Cl5A C36A 1.709(18) .
Cl6A C36A 1.762(16) .
Cl5B C36B 1.777(18) .
Cl6B C36B 1.762(18) .
C36A H36A 0.9700 .
C36A H36B 0.9700 .
C36B H36C 0.9700 .
C36B H36D 0.9700 .
Cl8 C37 1.788(17) .
Cl7 C37 1.871(18) 3_766
Cl7 C37 1.871(18) .
C37 H37A 0.9700 .
C37 H37B 0.9700 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4 H4 F3 0.86 2.26 2.999(6) 144.1 2_655
N1 H1 F3 0.86 2.18 2.928(6) 145.1 2_655
