#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:49:28 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179130 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/92/4309266.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_4309266
loop_
_publ_author_name
'Thorsten Glaser'
'Maik Heidemeier'
'Roland Fröhlich'
'Peter Hildebrandt'
'Eberhart Bothe'
'Eckhard Bill'
_publ_section_title
;
Trinuclear Nickel Complexes with Triplesalen Ligands: Simultaneous
Occurrence of Mixed Valence and Valence Tautomerism in the Oxidized Species
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5467
_journal_page_last               5482
_journal_paper_doi               10.1021/ic050268x
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C54 H66 N12 Ni3 O15'
_chemical_formula_weight         1299.32
_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                112.06(1)
_cell_angle_beta                 109.85(1)
_cell_angle_gamma                91.59(1)
_cell_formula_units_Z            2
_cell_length_a                   14.489(1)
_cell_length_b                   14.606(1)
_cell_length_c                   15.744(1)
_cell_measurement_temperature    198(2)
_cell_volume                     2858.0(5)
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Diamond (Brandenburg, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      198(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode Nonius FF591'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.053
_diffrn_reflns_av_sigmaI/netI    0.0637
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            30042
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.51
_exptl_absorpt_coefficient_mu    1.056
_exptl_absorpt_correction_T_max  0.9491
_exptl_absorpt_correction_T_min  0.6202
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SORTAV (Blessing, 1995 & 1997)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1356
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.295
_refine_diff_density_min         -0.904
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     697
_refine_ls_number_reflns         9989
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1005
_refine_ls_R_factor_gt           0.0678
_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)+(0.1125P)²+7.4461P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1821
_refine_ls_wR_factor_ref         0.2045
_reflns_number_gt                7214
_reflns_number_total             9989
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic050268xsi20050221_061712.cif
_cod_data_source_block           han2510
_cod_database_code               4309266
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 0.58076(5) 0.44390(5) 0.76106(5) 0.0324(2) Uani 1 1 d . . .
Ni2 Ni 0.64430(5) -0.07169(5) 0.56601(5) 0.0318(2) Uani 1 1 d . . .
Ni3 Ni 0.29054(5) 0.06821(5) 0.79619(5) 0.0310(2) Uani 1 1 d . . .
C1 C 0.5396(4) 0.2319(4) 0.6943(4) 0.0332(13) Uani 1 1 d . . .
C2 C 0.4627(4) 0.2362(4) 0.7312(4) 0.0307(12) Uani 1 1 d . . .
C3 C 0.4285(4) 0.1486(4) 0.7416(4) 0.0317(12) Uani 1 1 d . . .
C4 C 0.4599(4) 0.0560(4) 0.7024(4) 0.0293(12) Uani 1 1 d . . .
C5 C 0.5244(4) 0.0504(4) 0.6485(4) 0.0310(12) Uani 1 1 d . . .
C6 C 0.5671(4) 0.1380(4) 0.6464(4) 0.0315(12) Uani 1 1 d . . .
O11 O 0.5891(3) 0.3127(3) 0.7023(3) 0.0408(10) Uani 1 1 d . . .
O12 O 0.6925(3) 0.4666(3) 0.7342(3) 0.0461(11) Uani 1 1 d . . .
O13 O 0.8415(5) 0.8928(4) 0.7782(5) 0.0868(19) Uani 1 1 d . . .
O14 O 0.9305(4) 0.8045(4) 0.7044(4) 0.0665(15) Uani 1 1 d . . .
N11 N 0.4670(4) 0.4144(3) 0.7810(3) 0.0322(10) Uani 1 1 d . . .
N12 N 0.5729(4) 0.5786(3) 0.8160(3) 0.0340(11) Uani 1 1 d . . .
N13 N 0.8670(5) 0.8130(5) 0.7413(5) 0.0592(16) Uani 1 1 d . . .
C11 C 0.4201(4) 0.3263(4) 0.7601(4) 0.0294(12) Uani 1 1 d . . .
C12 C 0.3148(4) 0.3189(4) 0.7573(4) 0.0358(13) Uani 1 1 d . . .
H12A H 0.3166 0.3414 0.8250 0.054 Uiso 1 1 calc R . .
H12B H 0.2802 0.2491 0.7187 0.054 Uiso 1 1 calc R . .
H12C H 0.2794 0.3615 0.7266 0.054 Uiso 1 1 calc R . .
C13 C 0.4191(5) 0.5037(4) 0.8089(5) 0.0379(14) Uani 1 1 d . . .
H13A H 0.3829 0.4988 0.8507 0.045 Uiso 1 1 calc R . .
H13B H 0.3704 0.5069 0.7487 0.045 Uiso 1 1 calc R . .
C14 C 0.4991(5) 0.5983(4) 0.8658(4) 0.0396(14) Uani 1 1 d . . .
C15 C 0.5534(6) 0.6123(5) 0.9723(5) 0.0555(18) Uani 1 1 d . . .
H15A H 0.5869 0.5550 0.9732 0.083 Uiso 1 1 calc R . .
H15B H 0.5054 0.6165 1.0043 0.083 Uiso 1 1 calc R . .
H15C H 0.6031 0.6743 1.0079 0.083 Uiso 1 1 calc R . .
C16 C 0.4491(6) 0.6878(5) 0.8607(7) 0.064(2) Uani 1 1 d . . .
H16A H 0.4959 0.7503 0.9081 0.096 Uiso 1 1 calc R . .
H16B H 0.3898 0.6854 0.8770 0.096 Uiso 1 1 calc R . .
H16C H 0.4295 0.6852 0.7937 0.096 Uiso 1 1 calc R . .
C17 C 0.6240(5) 0.6518(4) 0.8158(4) 0.0415(15) Uani 1 1 d . . .
H17 H 0.6110 0.7173 0.8453 0.050 Uiso 1 1 calc R . .
C101 C 0.7313(5) 0.5496(4) 0.7377(5) 0.0439(15) Uani 1 1 d . . .
C102 C 0.6988(5) 0.6418(4) 0.7743(4) 0.0380(14) Uani 1 1 d . . .
C103 C 0.7452(5) 0.7282(4) 0.7756(5) 0.0482(16) Uani 1 1 d . . .
H103 H 0.7250 0.7907 0.8016 0.058 Uiso 1 1 calc R . .
C104 C 0.8195(5) 0.7225(5) 0.7395(5) 0.0490(17) Uani 1 1 d . . .
C105 C 0.8525(5) 0.6320(5) 0.7031(5) 0.0535(17) Uani 1 1 d . . .
H105 H 0.9047 0.6294 0.6790 0.064 Uiso 1 1 calc R . .
C106 C 0.8093(5) 0.5481(5) 0.7024(5) 0.0531(17) Uani 1 1 d . . .
H106 H 0.8319 0.4867 0.6777 0.064 Uiso 1 1 calc R . .
O21 O 0.5386(3) -0.0376(3) 0.6013(3) 0.0356(9) Uani 1 1 d . . .
O22 O 0.5963(3) -0.1982(3) 0.5493(4) 0.0468(11) Uani 1 1 d . . .
O23 O 0.8081(5) -0.5584(4) 0.4096(6) 0.095(2) Uani 1 1 d . . .
O24 O 0.6831(5) -0.6314(3) 0.4174(5) 0.0814(18) Uani 1 1 d . . .
N21 N 0.6809(3) 0.0543(3) 0.5739(3) 0.0315(10) Uani 1 1 d . . .
N22 N 0.7529(3) -0.1081(3) 0.5331(3) 0.0310(10) Uani 1 1 d . . .
N23 N 0.7314(5) -0.5567(4) 0.4254(5) 0.0626(17) Uani 1 1 d . . .
C21 C 0.6351(4) 0.1322(4) 0.5959(4) 0.0310(12) Uani 1 1 d . . .
C22 C 0.6530(5) 0.2127(4) 0.5613(5) 0.0375(14) Uani 1 1 d . . .
H22A H 0.7096 0.2646 0.6134 0.056 Uiso 1 1 calc R . .
H22B H 0.5932 0.2431 0.5469 0.056 Uiso 1 1 calc R . .
H22C H 0.6676 0.1825 0.5013 0.056 Uiso 1 1 calc R . .
C23 C 0.7531(4) 0.0526(4) 0.5267(5) 0.0342(13) Uani 1 1 d . . .
H23A H 0.7925 0.1206 0.5538 0.041 Uiso 1 1 calc R . .
H23B H 0.7177 0.0304 0.4544 0.041 Uiso 1 1 calc R . .
C24 C 0.8218(4) -0.0203(4) 0.5475(4) 0.0349(13) Uani 1 1 d . . .
C25 C 0.8965(5) 0.0236(5) 0.6533(5) 0.0545(18) Uani 1 1 d . . .
H25A H 0.8610 0.0423 0.6986 0.082 Uiso 1 1 calc R . .
H25B H 0.9399 0.0833 0.6649 0.082 Uiso 1 1 calc R . .
H25C H 0.9370 -0.0263 0.6648 0.082 Uiso 1 1 calc R . .
C26 C 0.8729(5) -0.0486(5) 0.4723(6) 0.0522(18) Uani 1 1 d . . .
H26A H 0.9124 0.0120 0.4806 0.078 Uiso 1 1 calc R . .
H26B H 0.8221 -0.0794 0.4050 0.078 Uiso 1 1 calc R . .
H26C H 0.9168 -0.0963 0.4834 0.078 Uiso 1 1 calc R . .
C27 C 0.7759(4) -0.1965(4) 0.5078(4) 0.0364(13) Uani 1 1 d . . .
H27 H 0.8356 -0.2040 0.4955 0.044 Uiso 1 1 calc R . .
C201 C 0.6302(5) -0.2802(4) 0.5170(5) 0.0408(14) Uani 1 1 d . . .
C202 C 0.7174(4) -0.2847(4) 0.4969(4) 0.0331(12) Uani 1 1 d . . .
C203 C 0.7497(5) -0.3766(4) 0.4663(4) 0.0381(14) Uani 1 1 d . . .
H203 H 0.8089 -0.3798 0.4529 0.046 Uiso 1 1 calc R . .
C204 C 0.6964(5) -0.4622(4) 0.4556(5) 0.0420(15) Uani 1 1 d . . .
C205 C 0.6086(6) -0.4590(5) 0.4730(6) 0.060(2) Uani 1 1 d . . .
H205 H 0.5720 -0.5187 0.4648 0.072 Uiso 1 1 calc R . .
C206 C 0.5749(6) -0.3721(5) 0.5013(6) 0.063(2) Uani 1 1 d . . .
H206 H 0.5136 -0.3714 0.5110 0.075 Uiso 1 1 calc R . .
O31 O 0.3741(3) 0.1626(3) 0.7952(3) 0.0361(9) Uani 1 1 d . . .
O32 O 0.2364(3) 0.1770(3) 0.8545(3) 0.0417(10) Uani 1 1 d . . .
O33 O -0.0525(4) 0.1282(3) 1.0558(4) 0.0600(14) Uani 1 1 d . . .
O34 O -0.0482(4) 0.2845(3) 1.0813(4) 0.0583(13) Uani 1 1 d . . .
N31 N 0.3549(3) -0.0345(3) 0.7462(3) 0.0305(10) Uani 1 1 d . . .
N32 N 0.2049(3) -0.0257(3) 0.8000(3) 0.0304(10) Uani 1 1 d . . .
N33 N -0.0240(4) 0.2026(4) 1.0468(4) 0.0422(12) Uani 1 1 d . . .
C31 C 0.4311(4) -0.0292(4) 0.7199(4) 0.0313(12) Uani 1 1 d . . .
C32 C 0.4907(4) -0.1132(4) 0.7139(5) 0.0369(13) Uani 1 1 d . . .
H32A H 0.4939 -0.1352 0.7663 0.055 Uiso 1 1 calc R . .
H32B H 0.5584 -0.0892 0.7222 0.055 Uiso 1 1 calc R . .
H32C H 0.4585 -0.1697 0.6492 0.055 Uiso 1 1 calc R . .
C33 C 0.3239(4) -0.1240(4) 0.7596(5) 0.0345(13) Uani 1 1 d . . .
H33A H 0.3645 -0.1179 0.8270 0.041 Uiso 1 1 calc R . .
H33B H 0.3344 -0.1852 0.7110 0.041 Uiso 1 1 calc R . .
C34 C 0.2146(4) -0.1319(4) 0.7450(4) 0.0339(13) Uani 1 1 d . . .
C35 C 0.1492(5) -0.1649(4) 0.6362(5) 0.0458(15) Uani 1 1 d . . .
H35A H 0.0791 -0.1665 0.6288 0.069 Uiso 1 1 calc R . .
H35B H 0.1584 -0.2320 0.5980 0.069 Uiso 1 1 calc R . .
H35C H 0.1679 -0.1174 0.6119 0.069 Uiso 1 1 calc R . .
C36 C 0.1886(5) -0.2050(4) 0.7851(5) 0.0423(15) Uani 1 1 d . . .
H36A H 0.2265 -0.1786 0.8566 0.063 Uiso 1 1 calc R . .
H36B H 0.2056 -0.2702 0.7525 0.063 Uiso 1 1 calc R . .
H36C H 0.1171 -0.2134 0.7719 0.063 Uiso 1 1 calc R . .
C37 C 0.1413(4) -0.0079(4) 0.8418(4) 0.0338(13) Uani 1 1 d . . .
H37 H 0.1021 -0.0637 0.8379 0.041 Uiso 1 1 calc R . .
C301 C 0.1747(4) 0.1788(4) 0.8974(4) 0.0341(13) Uani 1 1 d . . .
C302 C 0.1254(4) 0.0916(4) 0.8946(4) 0.0315(12) Uani 1 1 d . . .
C303 C 0.0596(4) 0.0999(4) 0.9430(4) 0.0325(12) Uani 1 1 d . . .
H303 H 0.0258 0.0415 0.9402 0.039 Uiso 1 1 calc R . .
C304 C 0.0439(4) 0.1941(4) 0.9955(4) 0.0340(13) Uani 1 1 d . . .
C305 C 0.0906(5) 0.2803(4) 0.9985(5) 0.0417(14) Uani 1 1 d . . .
H305 H 0.0781 0.3441 1.0341 0.050 Uiso 1 1 calc R . .
C306 C 0.1540(5) 0.2734(4) 0.9510(5) 0.0397(14) Uani 1 1 d . . .
H306 H 0.1854 0.3327 0.9533 0.048 Uiso 1 1 calc R . .
O111 O 0.7114(11) 0.4478(12) 1.0158(12) 0.222(6) Uiso 1 1 d . . .
C112 C 0.7162(16) 0.3668(16) 0.9455(16) 0.192(7) Uiso 1 1 d . . .
H112 H 0.6667 0.3080 0.9141 0.230 Uiso 1 1 calc R . .
N113 N 0.7929(8) 0.3715(7) 0.9209(7) 0.108(3) Uiso 1 1 d . . .
C114 C 0.8100(10) 0.2860(10) 0.8424(10) 0.135(5) Uiso 1 1 d . . .
H11A H 0.8356 0.2364 0.8683 0.203 Uiso 1 1 calc R . .
H11B H 0.8588 0.3106 0.8219 0.203 Uiso 1 1 calc R . .
H11C H 0.7470 0.2546 0.7854 0.203 Uiso 1 1 calc R . .
C115 C 0.8631(14) 0.4596(13) 0.9666(14) 0.185(7) Uiso 1 1 d . . .
H11D H 0.8297 0.5177 0.9821 0.277 Uiso 1 1 calc R . .
H11E H 0.8958 0.4616 0.9219 0.277 Uiso 1 1 calc R . .
H11F H 0.9132 0.4615 1.0278 0.277 Uiso 1 1 calc R . .
O121 O 0.0015(9) -0.2425(8) 0.3945(9) 0.176(4) Uiso 1 1 d D . .
C122 C -0.0446(11) -0.3191(11) 0.3222(10) 0.149(5) Uiso 1 1 d D . .
H122 H -0.0778 -0.3119 0.2623 0.179 Uiso 1 1 calc R . .
N123 N -0.0532(6) -0.4070(6) 0.3180(6) 0.096(2) Uiso 1 1 d D . .
C124 C -0.1093(10) -0.4987(9) 0.2423(9) 0.136(5) Uiso 1 1 d D . .
H12D H -0.1380 -0.4908 0.1800 0.204 Uiso 1 1 calc R . .
H12E H -0.1630 -0.5205 0.2588 0.204 Uiso 1 1 calc R . .
H12F H -0.0660 -0.5493 0.2351 0.204 Uiso 1 1 calc R . .
C125 C 0.0036(10) -0.4134(10) 0.4106(9) 0.137(5) Uiso 1 1 d D . .
H12G H -0.0095 -0.3621 0.4647 0.205 Uiso 1 1 calc R . .
H12H H 0.0749 -0.4023 0.4232 0.205 Uiso 1 1 calc R . .
H12I H -0.0163 -0.4801 0.4065 0.205 Uiso 1 1 calc R . .
O131 O 0.3817(11) 0.0817(10) 1.0384(11) 0.212(5) Uiso 1 1 d D . .
C132 C 0.3259(17) 0.0354(16) 1.054(2) 0.288(14) Uiso 1 1 d D . .
H132 H 0.2677 0.0608 1.0607 0.346 Uiso 1 1 calc R . .
N133 N 0.3404(7) -0.0471(6) 1.0639(6) 0.096(2) Uiso 1 1 d D . .
C134 C 0.3987(14) -0.1185(13) 1.0441(15) 0.206(8) Uiso 1 1 d D . .
H13C H 0.3917 -0.1651 1.0738 0.309 Uiso 1 1 calc R . .
H13D H 0.4686 -0.0858 1.0720 0.309 Uiso 1 1 calc R . .
H13E H 0.3776 -0.1556 0.9723 0.309 Uiso 1 1 calc R . .
C135 C 0.2686(15) -0.0646(15) 1.1039(16) 0.242(10) Uiso 1 1 d D . .
H13F H 0.2831 -0.0100 1.1690 0.363 Uiso 1 1 calc R . .
H13G H 0.2728 -0.1285 1.1108 0.363 Uiso 1 1 calc R . .
H13H H 0.2013 -0.0673 1.0591 0.363 Uiso 1 1 calc R . .
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'
O O 0.0106 0.0060 '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'
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
O11 Ni1 N11 93.48(17) . . ?
O11 Ni1 N12 177.28(18) . . ?
N11 Ni1 N12 88.26(19) . . ?
O11 Ni1 O12 83.65(17) . . ?
N11 Ni1 O12 176.60(19) . . ?
N12 Ni1 O12 94.54(19) . . ?
O21 Ni2 N21 93.38(17) . . ?
O21 Ni2 O22 83.86(16) . . ?
N21 Ni2 O22 174.6(2) . . ?
O21 Ni2 N22 178.14(18) . . ?
N21 Ni2 N22 87.89(18) . . ?
O22 Ni2 N22 94.99(18) . . ?
O31 Ni3 N31 93.12(17) . . ?
O31 Ni3 O32 83.95(16) . . ?
N31 Ni3 O32 175.2(2) . . ?
O31 Ni3 N32 178.57(18) . . ?
N31 Ni3 N32 88.08(18) . . ?
O32 Ni3 N32 94.79(17) . . ?
O11 C1 C2 121.8(5) . . ?
O11 C1 C6 116.9(5) . . ?
C2 C1 C6 121.3(4) . . ?
C1 C2 C11 121.5(4) . . ?
C1 C2 C3 118.1(5) . . ?
C11 C2 C3 120.4(5) . . ?
O31 C3 C4 122.9(4) . . ?
O31 C3 C2 115.8(5) . . ?
C4 C3 C2 121.1(5) . . ?
C3 C4 C5 118.3(4) . . ?
C3 C4 C31 120.5(5) . . ?
C5 C4 C31 121.2(4) . . ?
O21 C5 C6 122.4(5) . . ?
O21 C5 C4 116.4(4) . . ?
C6 C5 C4 121.2(5) . . ?
C5 C6 C1 118.2(5) . . ?
C5 C6 C21 120.8(5) . . ?
C1 C6 C21 121.0(4) . . ?
C1 O11 Ni1 130.4(3) . . ?
C101 O12 Ni1 127.5(4) . . ?
C11 N11 C13 119.5(5) . . ?
C11 N11 Ni1 128.1(4) . . ?
C13 N11 Ni1 111.5(3) . . ?
C17 N12 C14 120.3(5) . . ?
C17 N12 Ni1 126.5(4) . . ?
C14 N12 Ni1 113.2(3) . . ?
O13 N13 O14 123.3(6) . . ?
O13 N13 C104 118.8(6) . . ?
O14 N13 C104 117.9(6) . . ?
N11 C11 C2 122.0(5) . . ?
N11 C11 C12 117.7(5) . . ?
C2 C11 C12 120.1(4) . . ?
N11 C13 C14 109.2(5) . . ?
N12 C14 C15 107.6(5) . . ?
N12 C14 C13 105.1(4) . . ?
C15 C14 C13 110.7(5) . . ?
N12 C14 C16 113.6(5) . . ?
C15 C14 C16 111.4(6) . . ?
C13 C14 C16 108.3(5) . . ?
N12 C17 C102 124.7(5) . . ?
O12 C101 C102 123.1(6) . . ?
O12 C101 C106 118.6(6) . . ?
C102 C101 C106 118.3(5) . . ?
C103 C102 C101 119.3(6) . . ?
C103 C102 C17 118.2(5) . . ?
C101 C102 C17 122.3(5) . . ?
C104 C103 C102 120.2(6) . . ?
C103 C104 C105 121.2(5) . . ?
C103 C104 N13 119.5(6) . . ?
C105 C104 N13 119.2(6) . . ?
C106 C105 C104 119.4(6) . . ?
C105 C106 C101 121.6(6) . . ?
C5 O21 Ni2 128.1(3) . . ?
C201 O22 Ni2 127.6(4) . . ?
C21 N21 C23 120.3(4) . . ?
C21 N21 Ni2 127.1(4) . . ?
C23 N21 Ni2 110.8(3) . . ?
C27 N22 C24 120.3(5) . . ?
C27 N22 Ni2 126.5(4) . . ?
C24 N22 Ni2 112.9(3) . . ?
O23 N23 O24 122.6(6) . . ?
O23 N23 C204 118.8(6) . . ?
O24 N23 C204 118.6(6) . . ?
N21 C21 C6 121.5(4) . . ?
N21 C21 C22 117.1(5) . . ?
C6 C21 C22 121.3(5) . . ?
N21 C23 C24 108.2(4) . . ?
N22 C24 C25 108.5(4) . . ?
N22 C24 C23 104.0(4) . . ?
C25 C24 C23 111.8(5) . . ?
N22 C24 C26 112.3(5) . . ?
C25 C24 C26 112.1(5) . . ?
C23 C24 C26 107.8(5) . . ?
N22 C27 C202 124.7(5) . . ?
O22 C201 C202 124.1(5) . . ?
O22 C201 C206 117.8(5) . . ?
C202 C201 C206 118.1(5) . . ?
C203 C202 C201 119.5(5) . . ?
C203 C202 C27 118.8(5) . . ?
C201 C202 C27 121.7(5) . . ?
C204 C203 C202 120.6(5) . . ?
C203 C204 C205 120.4(5) . . ?
C203 C204 N23 120.1(6) . . ?
C205 C204 N23 119.6(6) . . ?
C206 C205 C204 120.6(6) . . ?
C205 C206 C201 120.9(6) . . ?
C3 O31 Ni3 127.6(3) . . ?
C301 O32 Ni3 127.4(3) . . ?
C31 N31 C33 120.8(4) . . ?
C31 N31 Ni3 128.0(3) . . ?
C33 N31 Ni3 109.9(3) . . ?
C37 N32 C34 120.4(4) . . ?
C37 N32 Ni3 126.9(4) . . ?
C34 N32 Ni3 112.7(3) . . ?
O33 N33 O34 123.2(5) . . ?
O33 N33 C304 118.2(5) . . ?
O34 N33 C304 118.6(5) . . ?
N31 C31 C4 121.5(5) . . ?
N31 C31 C32 117.0(4) . . ?
C4 C31 C32 121.4(5) . . ?
N31 C33 C34 108.9(4) . . ?
N32 C34 C33 103.7(4) . . ?
N32 C34 C36 113.8(4) . . ?
C33 C34 C36 109.4(5) . . ?
N32 C34 C35 108.0(4) . . ?
C33 C34 C35 110.8(5) . . ?
C36 C34 C35 111.0(5) . . ?
N32 C37 C302 124.3(5) . . ?
O32 C301 C302 123.8(5) . . ?
O32 C301 C306 118.5(5) . . ?
C302 C301 C306 117.6(5) . . ?
C303 C302 C301 120.4(5) . . ?
C303 C302 C37 117.9(5) . . ?
C301 C302 C37 121.7(5) . . ?
C304 C303 C302 119.4(5) . . ?
C303 C304 C305 121.2(5) . . ?
C303 C304 N33 119.2(5) . . ?
C305 C304 N33 119.5(5) . . ?
C306 C305 C304 120.1(5) . . ?
C305 C306 C301 121.3(5) . . ?
O111 C112 N113 115.9(19) . . ?
C115 N113 C112 120.8(15) . . ?
C115 N113 C114 116.2(12) . . ?
C112 N113 C114 123.0(14) . . ?
N123 C122 O121 127.2(13) . . ?
C122 N123 C124 132.5(10) . . ?
C122 N123 C125 113.5(9) . . ?
C124 N123 C125 114.0(9) . . ?
O131 C132 N133 123.2(17) . . ?
C135 N133 C132 104.2(10) . . ?
C135 N133 C134 117.2(11) . . ?
C132 N133 C134 138.5(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 O11 1.817(4) . ?
Ni1 N11 1.849(5) . ?
Ni1 N12 1.853(4) . ?
Ni1 O12 1.857(4) . ?
Ni2 O21 1.821(4) . ?
Ni2 N21 1.847(4) . ?
Ni2 O22 1.845(4) . ?
Ni2 N22 1.849(4) . ?
Ni3 O31 1.817(3) . ?
Ni3 N31 1.852(4) . ?
Ni3 O32 1.855(4) . ?
Ni3 N32 1.854(4) . ?
C1 O11 1.304(6) . ?
C1 C2 1.414(8) . ?
C1 C6 1.437(7) . ?
C2 C11 1.451(7) . ?
C2 C3 1.444(7) . ?
C3 O31 1.306(6) . ?
C3 C4 1.419(7) . ?
C4 C5 1.445(7) . ?
C4 C31 1.451(7) . ?
C5 O21 1.284(6) . ?
C5 C6 1.422(7) . ?
C6 C21 1.448(7) . ?
O12 C101 1.296(7) . ?
O13 N13 1.222(8) . ?
O14 N13 1.232(8) . ?
N11 C11 1.307(7) . ?
N11 C13 1.484(7) . ?
N12 C17 1.285(7) . ?
N12 C14 1.502(7) . ?
N13 C104 1.459(8) . ?
C11 C12 1.511(8) . ?
C13 C14 1.527(8) . ?
C14 C15 1.519(9) . ?
C14 C16 1.527(8) . ?
C17 C102 1.428(8) . ?
C101 C102 1.415(9) . ?
C101 C106 1.417(9) . ?
C102 C103 1.404(8) . ?
C103 C104 1.369(9) . ?
C104 C105 1.400(10) . ?
C105 C106 1.356(8) . ?
O22 C201 1.295(7) . ?
O23 N23 1.218(8) . ?
O24 N23 1.221(7) . ?
N21 C21 1.325(7) . ?
N21 C23 1.471(7) . ?
N22 C27 1.289(7) . ?
N22 C24 1.501(6) . ?
N23 C204 1.448(8) . ?
C21 C22 1.519(7) . ?
C23 C24 1.526(7) . ?
C24 C25 1.513(9) . ?
C24 C26 1.537(8) . ?
C27 C202 1.443(8) . ?
C201 C202 1.400(8) . ?
C201 C206 1.436(8) . ?
C202 C203 1.398(7) . ?
C203 C204 1.374(8) . ?
C204 C205 1.388(9) . ?
C205 C206 1.343(9) . ?
O32 C301 1.287(6) . ?
O33 N33 1.226(6) . ?
O34 N33 1.230(6) . ?
N31 C31 1.314(7) . ?
N31 C33 1.482(6) . ?
N32 C37 1.284(7) . ?
N32 C34 1.504(6) . ?
N33 C304 1.452(7) . ?
C31 C32 1.513(7) . ?
C33 C34 1.515(8) . ?
C34 C36 1.526(7) . ?
C34 C35 1.521(9) . ?
C37 C302 1.449(7) . ?
C301 C302 1.421(7) . ?
C301 C306 1.424(8) . ?
C302 C303 1.391(7) . ?
C303 C304 1.385(8) . ?
C304 C305 1.389(8) . ?
C305 C306 1.353(8) . ?
O111 C112 1.30(2) . ?
C112 N113 1.30(2) . ?
N113 C115 1.394(17) . ?
N113 C114 1.488(14) . ?
O121 C122 1.216(13) . ?
C122 N123 1.261(14) . ?
N123 C124 1.399(12) . ?
N123 C125 1.451(12) . ?
O131 C132 1.190(15) . ?
C132 N133 1.284(15) . ?
N133 C135 1.447(13) . ?
N133 C134 1.372(12) . ?
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
O11 C1 C2 C11 13.6(9) . . . . ?
C6 C1 C2 C11 -166.6(5) . . . . ?
O11 C1 C2 C3 -165.1(5) . . . . ?
C6 C1 C2 C3 14.7(8) . . . . ?
C1 C2 C3 O31 165.6(5) . . . . ?
C11 C2 C3 O31 -13.1(8) . . . . ?
C1 C2 C3 C4 -9.4(8) . . . . ?
C11 C2 C3 C4 172.0(5) . . . . ?
O31 C3 C4 C5 -176.8(5) . . . . ?
C2 C3 C4 C5 -2.1(8) . . . . ?
O31 C3 C4 C31 0.8(9) . . . . ?
C2 C3 C4 C31 175.4(5) . . . . ?
C3 C4 C5 O21 -169.5(5) . . . . ?
C31 C4 C5 O21 13.0(8) . . . . ?
C3 C4 C5 C6 8.9(8) . . . . ?
C31 C4 C5 C6 -168.6(5) . . . . ?
O21 C5 C6 C1 174.5(5) . . . . ?
C4 C5 C6 C1 -3.8(8) . . . . ?
O21 C5 C6 C21 -4.5(9) . . . . ?
C4 C5 C6 C21 177.2(5) . . . . ?
O11 C1 C6 C5 171.5(5) . . . . ?
C2 C1 C6 C5 -8.3(8) . . . . ?
O11 C1 C6 C21 -9.5(8) . . . . ?
C2 C1 C6 C21 170.7(5) . . . . ?
C2 C1 O11 Ni1 2.5(8) . . . . ?
C6 C1 O11 Ni1 -177.3(4) . . . . ?
N11 Ni1 O11 C1 -9.4(5) . . . . ?
N12 Ni1 O11 C1 -139(4) . . . . ?
O12 Ni1 O11 C1 172.4(5) . . . . ?
O11 Ni1 O12 C101 166.3(5) . . . . ?
N11 Ni1 O12 C101 134(3) . . . . ?
N12 Ni1 O12 C101 -11.6(5) . . . . ?
O11 Ni1 N11 C11 2.5(5) . . . . ?
N12 Ni1 N11 C11 -179.6(5) . . . . ?
O12 Ni1 N11 C11 35(3) . . . . ?
O11 Ni1 N11 C13 -166.9(4) . . . . ?
N12 Ni1 N11 C13 11.0(4) . . . . ?
O12 Ni1 N11 C13 -134(3) . . . . ?
O11 Ni1 N12 C17 -40(5) . . . . ?
N11 Ni1 N12 C17 -169.3(5) . . . . ?
O12 Ni1 N12 C17 8.7(5) . . . . ?
O11 Ni1 N12 C14 142(4) . . . . ?
N11 Ni1 N12 C14 11.8(4) . . . . ?
O12 Ni1 N12 C14 -170.1(4) . . . . ?
C13 N11 C11 C2 179.2(5) . . . . ?
Ni1 N11 C11 C2 10.6(8) . . . . ?
C13 N11 C11 C12 4.9(7) . . . . ?
Ni1 N11 C11 C12 -163.7(4) . . . . ?
C1 C2 C11 N11 -20.2(8) . . . . ?
C3 C2 C11 N11 158.4(5) . . . . ?
C1 C2 C11 C12 154.0(5) . . . . ?
C3 C2 C11 C12 -27.4(8) . . . . ?
C11 N11 C13 C14 158.9(5) . . . . ?
Ni1 N11 C13 C14 -30.7(6) . . . . ?
C17 N12 C14 C15 -91.0(6) . . . . ?
Ni1 N12 C14 C15 88.0(5) . . . . ?
C17 N12 C14 C13 151.0(5) . . . . ?
Ni1 N12 C14 C13 -30.1(5) . . . . ?
C17 N12 C14 C16 32.8(8) . . . . ?
Ni1 N12 C14 C16 -148.3(5) . . . . ?
N11 C13 C14 N12 37.7(6) . . . . ?
N11 C13 C14 C15 -78.2(6) . . . . ?
N11 C13 C14 C16 159.5(5) . . . . ?
C14 N12 C17 C102 177.2(5) . . . . ?
Ni1 N12 C17 C102 -1.6(9) . . . . ?
Ni1 O12 C101 C102 7.2(9) . . . . ?
Ni1 O12 C101 C106 -172.1(5) . . . . ?
O12 C101 C102 C103 179.9(6) . . . . ?
C106 C101 C102 C103 -0.7(9) . . . . ?
O12 C101 C102 C17 3.7(10) . . . . ?
C106 C101 C102 C17 -177.0(6) . . . . ?
N12 C17 C102 C103 177.1(6) . . . . ?
N12 C17 C102 C101 -6.7(10) . . . . ?
C101 C102 C103 C104 1.6(10) . . . . ?
C17 C102 C103 C104 177.9(6) . . . . ?
C102 C103 C104 C105 -1.6(10) . . . . ?
C102 C103 C104 N13 180.0(6) . . . . ?
O13 N13 C104 C103 2.5(10) . . . . ?
O14 N13 C104 C103 -176.9(6) . . . . ?
O13 N13 C104 C105 -176.0(7) . . . . ?
O14 N13 C104 C105 4.6(9) . . . . ?
C103 C104 C105 C106 0.8(11) . . . . ?
N13 C104 C105 C106 179.2(6) . . . . ?
C104 C105 C106 C101 0.1(11) . . . . ?
O12 C101 C106 C105 179.3(6) . . . . ?
C102 C101 C106 C105 -0.1(10) . . . . ?
C6 C5 O21 Ni2 26.7(8) . . . . ?
C4 C5 O21 Ni2 -154.9(4) . . . . ?
N21 Ni2 O21 C5 -21.8(5) . . . . ?
O22 Ni2 O21 C5 162.9(5) . . . . ?
N22 Ni2 O21 C5 111(6) . . . . ?
O21 Ni2 O22 C201 176.7(6) . . . . ?
N21 Ni2 O22 C201 117.3(19) . . . . ?
N22 Ni2 O22 C201 -4.8(6) . . . . ?
O21 Ni2 N21 C21 -1.7(5) . . . . ?
O22 Ni2 N21 C21 57(2) . . . . ?
N22 Ni2 N21 C21 179.7(5) . . . . ?
O21 Ni2 N21 C23 -166.3(4) . . . . ?
O22 Ni2 N21 C23 -107.3(19) . . . . ?
N22 Ni2 N21 C23 15.0(4) . . . . ?
O21 Ni2 N22 C27 52(6) . . . . ?
N21 Ni2 N22 C27 -175.0(5) . . . . ?
O22 Ni2 N22 C27 0.4(5) . . . . ?
O21 Ni2 N22 C24 -122(6) . . . . ?
N21 Ni2 N22 C24 10.5(4) . . . . ?
O22 Ni2 N22 C24 -174.0(4) . . . . ?
C23 N21 C21 C6 -177.2(5) . . . . ?
Ni2 N21 C21 C6 19.5(8) . . . . ?
C23 N21 C21 C22 5.8(8) . . . . ?
Ni2 N21 C21 C22 -157.5(4) . . . . ?
C5 C6 C21 N21 -18.6(8) . . . . ?
C1 C6 C21 N21 162.4(5) . . . . ?
C5 C6 C21 C22 158.3(6) . . . . ?
C1 C6 C21 C22 -20.7(8) . . . . ?
C21 N21 C23 C24 157.7(5) . . . . ?
Ni2 N21 C23 C24 -36.5(5) . . . . ?
C27 N22 C24 C25 -87.2(6) . . . . ?
Ni2 N22 C24 C25 87.6(5) . . . . ?
C27 N22 C24 C23 153.6(5) . . . . ?
Ni2 N22 C24 C23 -31.6(5) . . . . ?
C27 N22 C24 C26 37.3(7) . . . . ?
Ni2 N22 C24 C26 -147.9(4) . . . . ?
N21 C23 C24 N22 42.3(6) . . . . ?
N21 C23 C24 C25 -74.6(6) . . . . ?
N21 C23 C24 C26 161.7(5) . . . . ?
C24 N22 C27 C202 176.7(5) . . . . ?
Ni2 N22 C27 C202 2.7(9) . . . . ?
Ni2 O22 C201 C202 6.1(9) . . . . ?
Ni2 O22 C201 C206 -174.2(5) . . . . ?
O22 C201 C202 C203 177.2(6) . . . . ?
C206 C201 C202 C203 -2.5(9) . . . . ?
O22 C201 C202 C27 -2.2(10) . . . . ?
C206 C201 C202 C27 178.1(6) . . . . ?
N22 C27 C202 C203 178.2(6) . . . . ?
N22 C27 C202 C201 -2.4(9) . . . . ?
C201 C202 C203 C204 0.2(9) . . . . ?
C27 C202 C203 C204 179.6(5) . . . . ?
C202 C203 C204 C205 1.3(10) . . . . ?
C202 C203 C204 N23 -179.0(6) . . . . ?
O23 N23 C204 C203 -0.2(10) . . . . ?
O24 N23 C204 C203 179.2(6) . . . . ?
O23 N23 C204 C205 179.4(7) . . . . ?
O24 N23 C204 C205 -1.1(10) . . . . ?
C203 C204 C205 C206 -0.5(12) . . . . ?
N23 C204 C205 C206 179.8(7) . . . . ?
C204 C205 C206 C201 -1.8(13) . . . . ?
O22 C201 C206 C205 -176.4(7) . . . . ?
C202 C201 C206 C205 3.3(11) . . . . ?
C4 C3 O31 Ni3 -24.3(8) . . . . ?
C2 C3 O31 Ni3 160.8(4) . . . . ?
N31 Ni3 O31 C3 22.5(5) . . . . ?
O32 Ni3 O31 C3 -161.3(5) . . . . ?
N32 Ni3 O31 C3 170(8) . . . . ?
O31 Ni3 O32 C301 -167.7(5) . . . . ?
N31 Ni3 O32 C301 -115(2) . . . . ?
N32 Ni3 O32 C301 11.6(5) . . . . ?
O31 Ni3 N31 C31 -1.9(5) . . . . ?
O32 Ni3 N31 C31 -54(2) . . . . ?
N32 Ni3 N31 C31 178.9(5) . . . . ?
O31 Ni3 N31 C33 165.3(4) . . . . ?
O32 Ni3 N31 C33 113(2) . . . . ?
N32 Ni3 N31 C33 -14.0(4) . . . . ?
O31 Ni3 N32 C37 22(8) . . . . ?
N31 Ni3 N32 C37 169.5(5) . . . . ?
O32 Ni3 N32 C37 -6.7(5) . . . . ?
O31 Ni3 N32 C34 -159(8) . . . . ?
N31 Ni3 N32 C34 -11.7(4) . . . . ?
O32 Ni3 N32 C34 172.2(4) . . . . ?
C33 N31 C31 C4 177.5(5) . . . . ?
Ni3 N31 C31 C4 -16.6(8) . . . . ?
C33 N31 C31 C32 -5.7(8) . . . . ?
Ni3 N31 C31 C32 160.2(4) . . . . ?
C3 C4 C31 N31 19.6(8) . . . . ?
C5 C4 C31 N31 -162.9(5) . . . . ?
C3 C4 C31 C32 -157.1(5) . . . . ?
C5 C4 C31 C32 20.4(8) . . . . ?
C31 N31 C33 C34 -155.4(5) . . . . ?
Ni3 N31 C33 C34 36.3(5) . . . . ?
C37 N32 C34 C33 -148.3(5) . . . . ?
Ni3 N32 C34 C33 32.8(5) . . . . ?
C37 N32 C34 C36 -29.5(7) . . . . ?
Ni3 N32 C34 C36 151.6(4) . . . . ?
C37 N32 C34 C35 94.2(6) . . . . ?
Ni3 N32 C34 C35 -84.8(5) . . . . ?
N31 C33 C34 N32 -43.2(6) . . . . ?
N31 C33 C34 C36 -164.9(4) . . . . ?
N31 C33 C34 C35 72.4(5) . . . . ?
C34 N32 C37 C302 -178.7(5) . . . . ?
Ni3 N32 C37 C302 0.1(8) . . . . ?
Ni3 O32 C301 C302 -9.8(8) . . . . ?
Ni3 O32 C301 C306 170.3(4) . . . . ?
O32 C301 C302 C303 180.0(5) . . . . ?
C306 C301 C302 C303 -0.2(8) . . . . ?
O32 C301 C302 C37 0.0(9) . . . . ?
C306 C301 C302 C37 179.8(5) . . . . ?
N32 C37 C302 C303 -174.9(5) . . . . ?
N32 C37 C302 C301 5.1(9) . . . . ?
C301 C302 C303 C304 -1.0(8) . . . . ?
C37 C302 C303 C304 179.0(5) . . . . ?
C302 C303 C304 C305 1.6(9) . . . . ?
C302 C303 C304 N33 -179.4(5) . . . . ?
O33 N33 C304 C303 11.8(8) . . . . ?
O34 N33 C304 C303 -169.9(6) . . . . ?
O33 N33 C304 C305 -169.1(6) . . . . ?
O34 N33 C304 C305 9.1(8) . . . . ?
C303 C304 C305 C306 -1.0(9) . . . . ?
N33 C304 C305 C306 -180.0(6) . . . . ?
C304 C305 C306 C301 -0.3(10) . . . . ?
O32 C301 C306 C305 -179.3(6) . . . . ?
C302 C301 C306 C305 0.8(9) . . . . ?
O111 C112 N113 C115 -2(3) . . . . ?
O111 C112 N113 C114 179.9(14) . . . . ?
O121 C122 N123 C124 174.5(14) . . . . ?
O121 C122 N123 C125 -3(2) . . . . ?
O131 C132 N133 C135 168(3) . . . . ?
O131 C132 N133 C134 -15(5) . . . . ?
