#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/65/4076590.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_4076590
loop_
_publ_author_name
'Bheemaraju, Amarnath'
'Lord, Richard L.'
'Müller, Peter'
'Groysman, Stanislav'
_publ_section_title
;
 Difference in the Reactivities of H- and Me-Substituted Dinucleating
 Bis(iminopyridine) Ligands with Nickel(0)
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              2120
_journal_paper_doi               10.1021/om300067z
_journal_volume                  31
_journal_year                    2012
_chemical_formula_sum            'C19.5 H26.25 N1.5 Ni0.75 O0.75'
_chemical_formula_weight         343.92
_chemical_name_common            Ni2Lig2
_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                91.4460(10)
_cell_angle_beta                 97.4100(10)
_cell_angle_gamma                103.8740(10)
_cell_formula_units_Z            8
_cell_length_a                   13.7434(11)
_cell_length_b                   16.1755(13)
_cell_length_c                   16.5521(14)
_cell_measurement_temperature    100(2)
_cell_volume                     3536.4(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_sigmaI/netI    0.0359
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            73874
_diffrn_reflns_theta_full        28.36
_diffrn_reflns_theta_max         28.36
_diffrn_reflns_theta_min         1.24
_exptl_absorpt_coefficient_mu    0.841
_exptl_absorpt_correction_T_max  0.8498
_exptl_absorpt_correction_T_min  0.8172
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.806
_refine_diff_density_min         -0.751
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     869
_refine_ls_number_reflns         17589
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0480
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0639P)²+3.9639P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1221
_refine_ls_wR_factor_ref         0.1334
_reflns_number_gt                13881
_reflns_number_total             17589
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300067z_si_001.cif
_cod_data_source_block           11122_0m
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C19.5 H26.25 N1.50 Ni0.75 O0.75'
_cod_database_code               4076590
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 0.29245(2) 0.333850(18) 0.475559(18) 0.02027(8) Uani 1 1 d . . .
Ni2 Ni 0.36603(2) -0.043251(19) 0.164994(18) 0.02267(8) Uani 1 1 d . . .
Ni3 Ni 0.73060(2) 0.458884(19) 0.094581(19) 0.02381(8) Uani 1 1 d . . .
N7 N 0.20706(14) 0.22966(12) 0.50230(12) 0.0207(4) Uani 1 1 d . . .
N11 N 0.75837(16) 0.51426(13) 0.20185(13) 0.0260(4) Uani 1 1 d . . .
N9 N 0.63029(15) 0.38544(13) 0.01491(13) 0.0258(4) Uani 1 1 d . . .
O1 O 0.84338(14) 0.36807(13) 0.73502(12) 0.0372(4) Uani 1 1 d . . .
C75 C 0.5818(5) 0.1675(4) 0.3115(3) 0.117(3) Uani 1 1 d . . .
H75A H 0.5662 0.1108 0.2821 0.140 Uiso 1 1 calc R . .
H75B H 0.5213 0.1909 0.3024 0.140 Uiso 1 1 calc R . .
C77 C 0.6944(5) 0.2310(3) 0.4220(3) 0.0957(19) Uani 1 1 d . . .
H77A H 0.6762 0.2704 0.4610 0.115 Uiso 1 1 calc R . .
H77B H 0.7524 0.2112 0.4494 0.115 Uiso 1 1 calc R . .
C71 C 0.4660(2) -0.08581(16) 0.30827(15) 0.0280(5) Uani 1 1 d . . .
C28 C 0.2582(2) 0.03773(16) 0.05363(15) 0.0287(5) Uani 1 1 d . . .
C74 C 0.6631(4) 0.2216(4) 0.2843(3) 0.102(2) Uani 1 1 d . . .
H74A H 0.6395 0.2582 0.2429 0.123 Uiso 1 1 calc R . .
H74B H 0.7048 0.1886 0.2595 0.123 Uiso 1 1 calc R . .
C14 C 0.3181(2) 0.11296(15) 0.42793(15) 0.0271(5) Uani 1 1 d . . .
H14 H 0.3525 0.1707 0.4233 0.033 Uiso 1 1 calc R . .
C58 C 0.78256(18) 0.60276(16) 0.20249(16) 0.0268(5) Uani 1 1 d . . .
C48 C 0.5034(2) 0.26565(19) -0.10264(18) 0.0355(6) Uani 1 1 d . . .
H48 H 0.4597 0.2253 -0.1421 0.043 Uiso 1 1 calc R . .
C59 C 0.77533(19) 0.63430(16) 0.12330(17) 0.0288(5) Uani 1 1 d . . .
C34 C 0.31474(19) 0.24855(15) 0.26114(15) 0.0265(5) Uani 1 1 d . . .
H34 H 0.2672 0.2352 0.2986 0.032 Uiso 1 1 calc R . .
N2 N 0.34686(16) 0.04969(13) 0.10145(13) 0.0261(4) Uani 1 1 d . . .
C31 C 0.4201(2) 0.13194(16) 0.10212(16) 0.0296(5) Uani 1 1 d . . .
H31A H 0.4209 0.1500 0.0455 0.036 Uiso 1 1 calc R . .
H31B H 0.4884 0.1249 0.1225 0.036 Uiso 1 1 calc R . .
N1 N 0.23327(16) -0.09628(13) 0.10992(13) 0.0267(4) Uani 1 1 d . . .
C1 C -0.0169(2) 0.29701(18) 0.41222(16) 0.0316(6) Uani 1 1 d . . .
H1 H -0.0728 0.2500 0.4154 0.038 Uiso 1 1 calc R . .
C2 C -0.0326(2) 0.36913(19) 0.37729(18) 0.0363(6) Uani 1 1 d . . .
H2 H -0.0991 0.3734 0.3573 0.044 Uiso 1 1 calc R . .
C6 C 0.10791(18) 0.22117(15) 0.48328(15) 0.0243(5) Uani 1 1 d . . .
N8 N 0.16460(15) 0.35908(12) 0.43901(12) 0.0236(4) Uani 1 1 d . . .
C62 C 1.02526(18) 0.60675(16) -0.04329(15) 0.0258(5) Uani 1 1 d . . .
H62 H 1.0813 0.5910 -0.0136 0.031 Uiso 1 1 calc R . .
C64 C 0.8628(2) 0.65571(19) -0.12658(17) 0.0357(6) Uani 1 1 d . . .
H64 H 0.8078 0.6740 -0.1551 0.043 Uiso 1 1 calc R . .
C0H C 0.08181(18) 0.29184(16) 0.44361(15) 0.0245(5) Uani 1 1 d . . .
C41 C 0.50085(18) 0.38150(16) 0.51504(17) 0.0286(5) Uani 1 1 d . . .
C15 C 0.2901(2) -0.10495(15) 0.32010(16) 0.0274(5) Uani 1 1 d . . .
H15A H 0.2968 -0.1559 0.3502 0.033 Uiso 1 1 calc R . .
H15B H 0.2264 -0.1211 0.2815 0.033 Uiso 1 1 calc R . .
C40 C 0.5669(2) 0.44245(18) 0.38685(19) 0.0376(6) Uani 1 1 d . . .
H40A H 0.5945 0.3977 0.3645 0.056 Uiso 1 1 calc R . .
H40B H 0.6201 0.4818 0.4241 0.056 Uiso 1 1 calc R . .
H40C H 0.5417 0.4738 0.3422 0.056 Uiso 1 1 calc R . .
C3 C 0.0514(2) 0.43683(18) 0.37146(18) 0.0366(6) Uani 1 1 d . . .
H3 H 0.0426 0.4873 0.3466 0.044 Uiso 1 1 calc R . .
N4 N 0.41452(15) 0.35303(13) 0.55131(13) 0.0258(4) Uani 1 1 d . . .
C23 C 0.1737(2) -0.17430(16) 0.12094(17) 0.0314(5) Uani 1 1 d . . .
H23 H 0.2007 -0.2102 0.1574 0.038 Uiso 1 1 calc R . .
C63 C 0.9521(2) 0.66641(19) -0.15963(17) 0.0341(6) Uani 1 1 d . . .
H63 H 0.9573 0.6914 -0.2107 0.041 Uiso 1 1 calc R . .
C33 C 0.3279(2) 0.18397(15) 0.20965(15) 0.0275(5) Uani 1 1 d . . .
H33 H 0.2889 0.1272 0.2120 0.033 Uiso 1 1 calc R . .
C49 C 0.5804(2) 0.24388(17) -0.05392(17) 0.0314(6) Uani 1 1 d . . .
H49 H 0.5912 0.1883 -0.0600 0.038 Uiso 1 1 calc R . .
C42 C 0.5977(2) 0.38588(18) 0.55830(19) 0.0368(6) Uani 1 1 d . . .
H42 H 0.6561 0.4045 0.5322 0.044 Uiso 1 1 calc R . .
C20 C 0.7141(2) -0.0285(2) 0.2259(2) 0.0482(8) Uani 1 1 d . . .
H20 H 0.7841 -0.0249 0.2410 0.058 Uiso 1 1 calc R . .
C65 C 0.85189(19) 0.61853(16) -0.05212(16) 0.0268(5) Uani 1 1 d . . .
C51 C 0.72761(19) 0.28975(15) 0.06023(15) 0.0262(5) Uani 1 1 d . . .
C55 C 0.8015(2) 0.52505(19) 0.34813(17) 0.0334(6) Uani 1 1 d . . .
H55 H 0.8092 0.4969 0.3974 0.040 Uiso 1 1 calc R . .
C54 C 0.76898(19) 0.47858(17) 0.27455(16) 0.0295(5) Uani 1 1 d . . .
H54 H 0.7532 0.4181 0.2749 0.035 Uiso 1 1 calc R . .
C46 C 0.55438(19) 0.40522(17) -0.03590(16) 0.0302(5) Uani 1 1 d . . .
H46 H 0.5456 0.4616 -0.0312 0.036 Uiso 1 1 calc R . .
N12 N 0.75328(15) 0.57404(14) 0.06263(13) 0.0271(4) Uani 1 1 d . . .
C53 C 0.8709(2) 0.35306(17) 0.16009(15) 0.0280(5) Uani 1 1 d . . .
H53A H 0.8552 0.2980 0.1864 0.034 Uiso 1 1 calc R . .
H53B H 0.8854 0.3993 0.2036 0.034 Uiso 1 1 calc R . .
C29 C 0.2293(2) 0.10551(18) 0.00206(18) 0.0386(6) Uani 1 1 d . . .
H29A H 0.2219 0.1525 0.0375 0.058 Uiso 1 1 calc R . .
H29B H 0.1651 0.0813 -0.0329 0.058 Uiso 1 1 calc R . .
H29C H 0.2822 0.1270 -0.0320 0.058 Uiso 1 1 calc R . .
O2 O 0.7207(3) 0.2727(2) 0.3542(2) 0.0984(13) Uani 1 1 d . . .
C11 C 0.22188(19) -0.05606(15) 0.44175(16) 0.0286(5) Uani 1 1 d . . .
H11 H 0.1895 -0.1140 0.4476 0.034 Uiso 1 1 calc R . .
C24 C 0.0766(2) -0.20364(19) 0.08209(19) 0.0386(6) Uani 1 1 d . . .
H24 H 0.0374 -0.2583 0.0922 0.046 Uiso 1 1 calc R . .
N3 N 0.38396(15) 0.38355(12) 0.40249(12) 0.0236(4) Uani 1 1 d . . .
C61 C 0.93476(19) 0.59522(16) -0.01022(15) 0.0264(5) Uani 1 1 d . . .
H61 H 0.9298 0.5712 0.0413 0.032 Uiso 1 1 calc R . .
C8 C 0.24232(19) 0.16193(15) 0.54570(15) 0.0246(5) Uani 1 1 d . . .
H8A H 0.1930 0.1364 0.5823 0.029 Uiso 1 1 calc R . .
H8B H 0.3079 0.1871 0.5800 0.029 Uiso 1 1 calc R . .
C32 C 0.39763(19) 0.20198(15) 0.15470(15) 0.0262(5) Uani 1 1 d . . .
C26 C 0.0926(2) -0.07250(19) 0.01624(18) 0.0372(6) Uani 1 1 d . . .
H26 H 0.0654 -0.0364 -0.0198 0.045 Uiso 1 1 calc R . .
C39 C 0.48144(18) 0.40265(15) 0.43256(16) 0.0276(5) Uani 1 1 d . . .
C69 C 0.8628(2) 0.40678(19) 0.81545(17) 0.0343(6) Uani 1 1 d . . .
H69A H 0.9096 0.4640 0.8166 0.041 Uiso 1 1 calc R . .
H69B H 0.8950 0.3716 0.8534 0.041 Uiso 1 1 calc R . .
C13 C 0.3309(2) 0.04966(16) 0.37468(16) 0.0278(5) Uani 1 1 d . . .
H13 H 0.3734 0.0649 0.3337 0.033 Uiso 1 1 calc R . .
C44 C 0.5209(2) 0.33877(19) 0.67535(18) 0.0377(6) Uani 1 1 d . . .
H44 H 0.5263 0.3254 0.7311 0.045 Uiso 1 1 calc R . .
N5 N 0.37505(16) -0.08044(12) 0.27356(13) 0.0248(4) Uani 1 1 d . . .
C12 C 0.28249(18) -0.03533(15) 0.38049(15) 0.0233(5) Uani 1 1 d . . .
C4 C 0.1464(2) 0.42931(16) 0.40206(16) 0.0293(5) Uani 1 1 d . . .
H4 H 0.2025 0.4755 0.3972 0.035 Uiso 1 1 calc R . .
C37 C 0.4507(2) 0.28614(16) 0.14994(17) 0.0312(6) Uani 1 1 d . . .
H37 H 0.4966 0.2998 0.1112 0.037 Uiso 1 1 calc R . .
C56 C 0.8229(2) 0.61413(19) 0.34935(17) 0.0363(6) Uani 1 1 d . . .
H56 H 0.8438 0.6474 0.3995 0.044 Uiso 1 1 calc R . .
C25 C 0.0360(2) -0.1520(2) 0.02714(19) 0.0401(7) Uani 1 1 d . . .
H25 H -0.0302 -0.1721 -0.0021 0.048 Uiso 1 1 calc R . .
C27 C 0.1913(2) -0.04395(17) 0.05834(16) 0.0290(5) Uani 1 1 d . . .
C57 C 0.8133(2) 0.65226(17) 0.27703(18) 0.0333(6) Uani 1 1 d . . .
H57 H 0.8273 0.7127 0.2769 0.040 Uiso 1 1 calc R . .
C50 C 0.64433(18) 0.30417(15) 0.00589(15) 0.0252(5) Uani 1 1 d . . .
C47 C 0.4897(2) 0.34908(19) -0.09352(18) 0.0358(6) Uani 1 1 d . . .
H47 H 0.4368 0.3658 -0.1267 0.043 Uiso 1 1 calc R . .
C70 C 0.7644(2) 0.4145(2) 0.84154(19) 0.0420(7) Uani 1 1 d . . .
H70A H 0.7362 0.4538 0.8070 0.063 Uiso 1 1 calc R . .
H70B H 0.7763 0.4364 0.8986 0.063 Uiso 1 1 calc R . .
H70C H 0.7166 0.3583 0.8360 0.063 Uiso 1 1 calc R . .
C22 C 0.5759(2) -0.01500(16) 0.12774(16) 0.0298(5) Uani 1 1 d . . .
H22 H 0.5523 -0.0007 0.0747 0.036 Uiso 1 1 calc R . .
N6 N 0.50677(16) -0.04210(13) 0.17944(13) 0.0252(4) Uani 1 1 d . . .
C18 C 0.5430(2) -0.06153(16) 0.25714(16) 0.0285(5) Uani 1 1 d . . .
C68 C 0.9285(2) 0.34507(19) 0.71002(18) 0.0377(6) Uani 1 1 d . . .
H68A H 0.9446 0.2982 0.7424 0.045 Uiso 1 1 calc R . .
H68B H 0.9881 0.3945 0.7189 0.045 Uiso 1 1 calc R . .
C19 C 0.6467(2) -0.0549(2) 0.2798(2) 0.0427(7) Uani 1 1 d . . .
H19 H 0.6704 -0.0687 0.3330 0.051 Uiso 1 1 calc R . .
C21 C 0.6780(2) -0.00720(19) 0.14823(19) 0.0379(6) Uani 1 1 d . . .
H21 H 0.7234 0.0124 0.1102 0.046 Uiso 1 1 calc R . .
C67 C 0.9043(3) 0.3167(2) 0.6208(2) 0.0480(8) Uani 1 1 d . . .
H67A H 0.8420 0.2710 0.6119 0.072 Uiso 1 1 calc R . .
H67B H 0.9601 0.2956 0.6038 0.072 Uiso 1 1 calc R . .
H67C H 0.8950 0.3650 0.5888 0.072 Uiso 1 1 calc R . .
C35 C 0.37009(19) 0.33214(15) 0.25858(15) 0.0243(5) Uani 1 1 d . . .
C9 C 0.25521(17) 0.09253(14) 0.48790(14) 0.0219(4) Uani 1 1 d . . .
C10 C 0.20822(19) 0.00731(16) 0.49456(16) 0.0278(5) Uani 1 1 d . . .
H10 H 0.1661 -0.0080 0.5357 0.033 Uiso 1 1 calc R . .
C52 C 0.7493(2) 0.20333(16) 0.06852(18) 0.0343(6) Uani 1 1 d . . .
H52A H 0.8203 0.2074 0.0626 0.051 Uiso 1 1 calc R . .
H52B H 0.7054 0.1632 0.0260 0.051 Uiso 1 1 calc R . .
H52C H 0.7364 0.1831 0.1224 0.051 Uiso 1 1 calc R . .
N10 N 0.78161(16) 0.35947(13) 0.10406(13) 0.0252(4) Uani 1 1 d . . .
C66 C 0.7491(2) 0.60001(18) -0.02125(17) 0.0314(5) Uani 1 1 d . . .
H66A H 0.7227 0.6518 -0.0249 0.038 Uiso 1 1 calc R . .
H66B H 0.7012 0.5543 -0.0573 0.038 Uiso 1 1 calc R . .
C43 C 0.6079(2) 0.3637(2) 0.63717(19) 0.0403(7) Uani 1 1 d . . .
H43 H 0.6728 0.3651 0.6658 0.048 Uiso 1 1 calc R . .
C76 C 0.6110(5) 0.1605(5) 0.3988(3) 0.148(4) Uani 1 1 d . . .
H76A H 0.5546 0.1630 0.4296 0.177 Uiso 1 1 calc R . .
H76B H 0.6306 0.1062 0.4088 0.177 Uiso 1 1 calc R . .
C36 C 0.4371(2) 0.35021(16) 0.20128(17) 0.0310(5) Uani 1 1 d . . .
H36 H 0.4740 0.4074 0.1974 0.037 Uiso 1 1 calc R . .
C60 C 0.7911(3) 0.72788(18) 0.1101(2) 0.0417(7) Uani 1 1 d . . .
H60A H 0.8362 0.7434 0.0687 0.063 Uiso 1 1 calc R . .
H60B H 0.8215 0.7608 0.1615 0.063 Uiso 1 1 calc R . .
H60C H 0.7258 0.7404 0.0915 0.063 Uiso 1 1 calc R . .
C45 C 0.4274(2) 0.33391(17) 0.63091(16) 0.0316(6) Uani 1 1 d . . .
H45 H 0.3690 0.3163 0.6573 0.038 Uiso 1 1 calc R . .
C17 C 0.4874(2) -0.1126(2) 0.39379(17) 0.0379(6) Uani 1 1 d . . .
H17A H 0.4495 -0.0873 0.4297 0.057 Uiso 1 1 calc R . .
H17B H 0.5600 -0.0930 0.4133 0.057 Uiso 1 1 calc R . .
H17C H 0.4667 -0.1749 0.3942 0.057 Uiso 1 1 calc R . .
C7 C 0.0291(2) 0.14515(18) 0.5026(2) 0.0387(7) Uani 1 1 d . . .
H7A H 0.0421 0.0930 0.4797 0.058 Uiso 1 1 calc R . .
H7B H -0.0381 0.1503 0.4787 0.058 Uiso 1 1 calc R . .
H7C H 0.0318 0.1426 0.5619 0.058 Uiso 1 1 calc R . .
C38 C 0.3545(2) 0.40036(15) 0.31670(16) 0.0273(5) Uani 1 1 d . . .
H38A H 0.3954 0.4567 0.3045 0.033 Uiso 1 1 calc R . .
H38B H 0.2824 0.4022 0.3084 0.033 Uiso 1 1 calc R . .
C78 C 1.03482(19) 0.64103(16) -0.11915(15) 0.0268(5) Uani 1 1 d . . .
C97 C 1.0385(5) 0.9919(4) 0.6771(4) 0.0609(17) Uiso 0.647(7) 1 d P A 1
C98 C 0.9963(8) 0.8993(6) 0.7104(6) 0.091(3) Uiso 0.647(7) 1 d P A 1
C96 C 1.0060(8) 1.0539(7) 0.7267(7) 0.105(3) Uiso 0.647(7) 1 d P A 1
O3 O 0.9691(10) 0.9067(7) 0.7887(7) 0.176(4) Uiso 0.647(7) 1 d P A 1
C95 C 0.9383(7) 1.0025(6) 0.7760(5) 0.085(2) Uiso 0.647(7) 1 d P A 1
O5 O 1.0436(5) 0.9888(4) 0.8279(4) 0.051(2) Uiso 0.353(7) 1 d P A 2
C87 C 1.0363(15) 0.8997(11) 0.8026(11) 0.094(5) Uiso 0.353(7) 1 d P A 2
C86 C 0.9880(9) 1.0321(7) 0.7774(7) 0.054(3) Uiso 0.353(7) 1 d PD A 2
C93 C 0.9679(13) 0.9772(10) 0.6964(9) 0.086(4) Uiso 0.353(7) 1 d PD A 2
C94 C 0.937(3) 0.8825(16) 0.714(3) 0.208(16) Uiso 0.353(7) 1 d PD A 2
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
N7 Ni1 N3 144.01(8) . .
N7 Ni1 N4 106.34(9) . .
N3 Ni1 N4 82.65(9) . .
N7 Ni1 N8 82.33(8) . .
N3 Ni1 N8 107.18(9) . .
N4 Ni1 N8 150.43(9) . .
N2 Ni2 N5 143.31(9) . .
N2 Ni2 N6 108.66(9) . .
N5 Ni2 N6 82.33(9) . .
N2 Ni2 N1 82.34(9) . .
N5 Ni2 N1 107.89(9) . .
N6 Ni2 N1 146.73(9) . .
N10 Ni3 N12 146.55(9) . .
N10 Ni3 N11 105.84(9) . .
N12 Ni3 N11 82.26(9) . .
N10 Ni3 N9 82.12(9) . .
N12 Ni3 N9 109.57(9) . .
N11 Ni3 N9 145.90(9) . .
C6 N7 C8 118.7(2) . .
C6 N7 Ni1 116.19(16) . .
C8 N7 Ni1 125.03(15) . .
C54 N11 C58 117.4(2) . .
C54 N11 Ni3 128.10(18) . .
C58 N11 Ni3 114.01(17) . .
C46 N9 C50 117.5(2) . .
C46 N9 Ni3 128.60(18) . .
C50 N9 Ni3 113.73(17) . .
C68 O1 C69 113.1(2) . .
C74 C75 C76 106.5(4) . .
C74 C75 H75A 110.4 . .
C76 C75 H75A 110.4 . .
C74 C75 H75B 110.4 . .
C76 C75 H75B 110.4 . .
H75A C75 H75B 108.6 . .
O2 C77 C76 109.4(4) . .
O2 C77 H77A 109.8 . .
C76 C77 H77A 109.8 . .
O2 C77 H77B 109.8 . .
C76 C77 H77B 109.8 . .
H77A C77 H77B 108.2 . .
N5 C71 C18 113.5(2) . .
N5 C71 C17 123.8(2) . .
C18 C71 C17 122.7(2) . .
N2 C28 C27 114.1(2) . .
N2 C28 C29 123.0(2) . .
C27 C28 C29 122.8(2) . .
C75 C74 O2 106.6(4) . .
C75 C74 H74A 110.4 . .
O2 C74 H74A 110.4 . .
C75 C74 H74B 110.4 . .
O2 C74 H74B 110.4 . .
H74A C74 H74B 108.6 . .
C13 C14 C9 120.7(2) . .
C13 C14 H14 119.7 . .
C9 C14 H14 119.7 . .
N11 C58 C57 120.4(2) . .
N11 C58 C59 113.3(2) . .
C57 C58 C59 126.3(2) . .
C49 C48 C47 119.1(3) . .
C49 C48 H48 120.5 . .
C47 C48 H48 120.5 . .
N12 C59 C58 114.3(2) . .
N12 C59 C60 123.6(3) . .
C58 C59 C60 122.1(2) . .
C35 C34 C33 121.0(2) . .
C35 C34 H34 119.5 . .
C33 C34 H34 119.5 . .
C28 N2 C31 118.4(2) . .
C28 N2 Ni2 116.20(17) . .
C31 N2 Ni2 125.44(17) . .
N2 C31 C32 113.5(2) . .
N2 C31 H31A 108.9 . .
C32 C31 H31A 108.9 . .
N2 C31 H31B 108.9 . .
C32 C31 H31B 108.9 . .
H31A C31 H31B 107.7 . .
C23 N1 C27 117.4(2) . .
C23 N1 Ni2 128.13(19) . .
C27 N1 Ni2 114.17(17) . .
C2 C1 C0H 120.4(3) . .
C2 C1 H1 119.8 . .
C0H C1 H1 119.8 . .
C1 C2 C3 118.7(3) . .
C1 C2 H2 120.6 . .
C3 C2 H2 120.6 . .
N7 C6 C0H 114.1(2) . .
N7 C6 C7 123.7(2) . .
C0H C6 C7 122.1(2) . .
C4 N8 C0H 117.1(2) . .
C4 N8 Ni1 128.72(17) . .
C0H N8 Ni1 113.76(16) . .
C78 C62 C61 121.1(2) . .
C78 C62 H62 119.4 . .
C61 C62 H62 119.4 . .
C63 C64 C65 121.2(2) . .
C63 C64 H64 119.4 . .
C65 C64 H64 119.4 . .
N8 C0H C1 120.9(2) . .
N8 C0H C6 113.2(2) . .
C1 C0H C6 125.8(2) . .
N4 C41 C42 120.8(3) . .
N4 C41 C39 114.0(2) . .
C42 C41 C39 125.2(2) . .
N5 C15 C12 113.90(19) . .
N5 C15 H15A 108.8 . .
C12 C15 H15A 108.8 . .
N5 C15 H15B 108.8 . .
C12 C15 H15B 108.8 . .
H15A C15 H15B 107.7 . .
C39 C40 H40A 109.5 . .
C39 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
C39 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
C4 C3 C2 119.3(3) . .
C4 C3 H3 120.4 . .
C2 C3 H3 120.4 . .
C45 N4 C41 117.3(2) . .
C45 N4 Ni1 129.29(18) . .
C41 N4 Ni1 112.97(17) . .
N1 C23 C24 123.2(3) . .
N1 C23 H23 118.4 . .
C24 C23 H23 118.4 . .
C64 C63 C78 121.1(3) . .
C64 C63 H63 119.5 . .
C78 C63 H63 119.5 . .
C34 C33 C32 120.4(2) . .
C34 C33 H33 119.8 . .
C32 C33 H33 119.8 . .
C48 C49 C50 120.1(3) . .
C48 C49 H49 119.9 . .
C50 C49 H49 119.9 . .
C43 C42 C41 120.5(3) . .
C43 C42 H42 119.7 . .
C41 C42 H42 119.7 . .
C19 C20 C21 118.9(3) . .
C19 C20 H20 120.5 . .
C21 C20 H20 120.5 . .
C61 C65 C64 118.2(2) . .
C61 C65 C66 122.0(2) . .
C64 C65 C66 119.8(2) . .
N10 C51 C50 113.4(2) . .
N10 C51 C52 123.6(2) . .
C50 C51 C52 122.9(2) . .
C54 C55 C56 119.2(3) . .
C54 C55 H55 120.4 . .
C56 C55 H55 120.4 . .
N11 C54 C55 123.7(3) . .
N11 C54 H54 118.2 . .
C55 C54 H54 118.2 . .
N9 C46 C47 124.1(3) . .
N9 C46 H46 117.9 . .
C47 C46 H46 117.9 . .
C59 N12 C66 118.7(2) . .
C59 N12 Ni3 115.94(18) . .
C66 N12 Ni3 125.38(18) . .
N10 C53 C78 113.9(2) . 2_765
N10 C53 H53A 108.8 . .
C78 C53 H53A 108.8 2_765 .
N10 C53 H53B 108.8 . .
C78 C53 H53B 108.8 2_765 .
H53A C53 H53B 107.7 . .
C28 C29 H29A 109.5 . .
C28 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C28 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C77 O2 C74 107.5(3) . .
C12 C11 C10 120.7(2) . .
C12 C11 H11 119.7 . .
C10 C11 H11 119.7 . .
C23 C24 C25 119.2(3) . .
C23 C24 H24 120.4 . .
C25 C24 H24 120.4 . .
C39 N3 C38 118.8(2) . .
C39 N3 Ni1 115.92(17) . .
C38 N3 Ni1 125.27(16) . .
C65 C61 C62 120.6(2) . .
C65 C61 H61 119.7 . .
C62 C61 H61 119.7 . .
N7 C8 C9 112.28(19) . .
N7 C8 H8A 109.1 . .
C9 C8 H8A 109.1 . .
N7 C8 H8B 109.1 . .
C9 C8 H8B 109.1 . .
H8A C8 H8B 107.9 . .
C37 C32 C33 118.7(2) . .
C37 C32 C31 119.3(2) . .
C33 C32 C31 121.9(2) . .
C25 C26 C27 120.1(3) . .
C25 C26 H26 120.0 . .
C27 C26 H26 120.0 . .
N3 C39 C41 113.8(2) . .
N3 C39 C40 125.4(2) . .
C41 C39 C40 120.8(2) . .
O1 C69 C70 108.9(2) . .
O1 C69 H69A 109.9 . .
C70 C69 H69A 109.9 . .
O1 C69 H69B 109.9 . .
C70 C69 H69B 109.9 . .
H69A C69 H69B 108.3 . .
C12 C13 C14 121.0(2) . .
C12 C13 H13 119.5 . .
C14 C13 H13 119.5 . .
C45 C44 C43 119.1(3) . .
C45 C44 H44 120.4 . .
C43 C44 H44 120.4 . .
C71 N5 C15 118.2(2) . .
C71 N5 Ni2 116.60(17) . .
C15 N5 Ni2 125.21(17) . .
C13 C12 C11 118.4(2) . .
C13 C12 C15 122.1(2) . .
C11 C12 C15 119.5(2) . .
N8 C4 C3 123.5(2) . .
N8 C4 H4 118.2 . .
C3 C4 H4 118.2 . .
C36 C37 C32 120.5(2) . .
C36 C37 H37 119.7 . .
C32 C37 H37 119.7 . .
C57 C56 C55 118.7(3) . .
C57 C56 H56 120.7 . .
C55 C56 H56 120.7 . .
C26 C25 C24 119.1(3) . .
C26 C25 H25 120.4 . .
C24 C25 H25 120.4 . .
N1 C27 C26 120.9(2) . .
N1 C27 C28 113.1(2) . .
C26 C27 C28 126.0(3) . .
C56 C57 C58 120.7(3) . .
C56 C57 H57 119.7 . .
C58 C57 H57 119.7 . .
N9 C50 C49 120.6(2) . .
N9 C50 C51 113.7(2) . .
C49 C50 C51 125.7(2) . .
C46 C47 C48 118.6(3) . .
C46 C47 H47 120.7 . .
C48 C47 H47 120.7 . .
C69 C70 H70A 109.5 . .
C69 C70 H70B 109.5 . .
H70A C70 H70B 109.5 . .
C69 C70 H70C 109.5 . .
H70A C70 H70C 109.5 . .
H70B C70 H70C 109.5 . .
N6 C22 C21 123.5(3) . .
N6 C22 H22 118.2 . .
C21 C22 H22 118.2 . .
C22 N6 C18 117.3(2) . .
C22 N6 Ni2 128.31(18) . .
C18 N6 Ni2 113.81(17) . .
N6 C18 C19 120.6(2) . .
N6 C18 C71 113.5(2) . .
C19 C18 C71 125.8(2) . .
O1 C68 C67 108.5(3) . .
O1 C68 H68A 110.0 . .
C67 C68 H68A 110.0 . .
O1 C68 H68B 110.0 . .
C67 C68 H68B 110.0 . .
H68A C68 H68B 108.4 . .
C20 C19 C18 120.5(3) . .
C20 C19 H19 119.7 . .
C18 C19 H19 119.7 . .
C22 C21 C20 119.1(3) . .
C22 C21 H21 120.5 . .
C20 C21 H21 120.5 . .
C68 C67 H67A 109.5 . .
C68 C67 H67B 109.5 . .
H67A C67 H67B 109.5 . .
C68 C67 H67C 109.5 . .
H67A C67 H67C 109.5 . .
H67B C67 H67C 109.5 . .
C34 C35 C36 118.2(2) . .
C34 C35 C38 119.3(2) . .
C36 C35 C38 122.5(2) . .
C10 C9 C14 118.3(2) . .
C10 C9 C8 121.5(2) . .
C14 C9 C8 120.1(2) . .
C9 C10 C11 121.0(2) . .
C9 C10 H10 119.5 . .
C11 C10 H10 119.5 . .
C51 C52 H52A 109.5 . .
C51 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
C51 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
C51 N10 C53 118.3(2) . .
C51 N10 Ni3 116.73(18) . .
C53 N10 Ni3 124.78(16) . .
N12 C66 C65 113.3(2) . .
N12 C66 H66A 108.9 . .
C65 C66 H66A 108.9 . .
N12 C66 H66B 108.9 . .
C65 C66 H66B 108.9 . .
H66A C66 H66B 107.7 . .
C42 C43 C44 118.8(3) . .
C42 C43 H43 120.6 . .
C44 C43 H43 120.6 . .
C77 C76 C75 104.9(4) . .
C77 C76 H76A 110.8 . .
C75 C76 H76A 110.8 . .
C77 C76 H76B 110.8 . .
C75 C76 H76B 110.8 . .
H76A C76 H76B 108.8 . .
C37 C36 C35 121.0(2) . .
C37 C36 H36 119.5 . .
C35 C36 H36 119.5 . .
C59 C60 H60A 109.5 . .
C59 C60 H60B 109.5 . .
H60A C60 H60B 109.5 . .
C59 C60 H60C 109.5 . .
H60A C60 H60C 109.5 . .
H60B C60 H60C 109.5 . .
N4 C45 C44 123.4(3) . .
N4 C45 H45 118.3 . .
C44 C45 H45 118.3 . .
C71 C17 H17A 109.5 . .
C71 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C71 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N3 C38 C35 111.3(2) . .
N3 C38 H38A 109.4 . .
C35 C38 H38A 109.4 . .
N3 C38 H38B 109.4 . .
C35 C38 H38B 109.4 . .
H38A C38 H38B 108.0 . .
C62 C78 C63 117.8(2) . .
C62 C78 C53 122.2(2) . 2_765
C63 C78 C53 119.9(2) . 2_765
C96 C97 C98 107.3(7) . .
O3 C98 C97 110.9(8) . .
C95 C96 C97 104.4(8) . .
C98 O3 C95 95.5(8) . .
C96 C95 O3 109.5(8) . .
C86 O5 C87 116.7(10) . .
O5 C87 C94 101.2(15) . .
O5 C86 C93 101.8(9) . .
C94 C93 C86 109.1(19) . .
C93 C94 C87 91(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N7 1.9069(19) .
Ni1 N3 1.910(2) .
Ni1 N4 1.916(2) .
Ni1 N8 1.924(2) .
Ni2 N2 1.906(2) .
Ni2 N5 1.908(2) .
Ni2 N6 1.914(2) .
Ni2 N1 1.917(2) .
Ni3 N10 1.904(2) .
Ni3 N12 1.913(2) .
Ni3 N11 1.919(2) .
Ni3 N9 1.928(2) .
N7 C6 1.331(3) .
N7 C8 1.468(3) .
N11 C54 1.354(3) .
N11 C58 1.389(3) .
N9 C46 1.359(3) .
N9 C50 1.381(3) .
O1 C68 1.416(3) .
O1 C69 1.422(3) .
C75 C74 1.377(7) .
C75 C76 1.463(6) .
C75 H75A 0.9900 .
C75 H75B 0.9900 .
C77 O2 1.369(6) .
C77 C76 1.414(7) .
C77 H77A 0.9900 .
C77 H77B 0.9900 .
C71 N5 1.330(3) .
C71 C18 1.428(4) .
C71 C17 1.504(4) .
C28 N2 1.334(3) .
C28 C27 1.427(4) .
C28 C29 1.502(4) .
C74 O2 1.431(6) .
C74 H74A 0.9900 .
C74 H74B 0.9900 .
C14 C13 1.392(3) .
C14 C9 1.394(3) .
C14 H14 0.9500 .
C58 C57 1.413(4) .
C58 C59 1.419(4) .
C48 C49 1.366(4) .
C48 C47 1.414(4) .
C48 H48 0.9500 .
C59 N12 1.334(3) .
C59 C60 1.503(4) .
C34 C35 1.388(3) .
C34 C33 1.391(3) .
C34 H34 0.9500 .
N2 C31 1.462(3) .
C31 C32 1.524(3) .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
N1 C23 1.360(3) .
N1 C27 1.386(3) .
C1 C2 1.365(4) .
C1 C0H 1.411(3) .
C1 H1 0.9500 .
C2 C3 1.403(4) .
C2 H2 0.9500 .
C6 C0H 1.428(3) .
C6 C7 1.503(3) .
N8 C4 1.363(3) .
N8 C0H 1.384(3) .
C62 C78 1.394(3) .
C62 C61 1.397(3) .
C62 H62 0.9500 .
C64 C63 1.383(4) .
C64 C65 1.395(4) .
C64 H64 0.9500 .
C41 N4 1.384(3) .
C41 C42 1.412(4) .
C41 C39 1.423(4) .
C15 N5 1.463(3) .
C15 C12 1.518(3) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C40 C39 1.502(4) .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C3 C4 1.374(4) .
C3 H3 0.9500 .
N4 C45 1.360(3) .
C23 C24 1.370(4) .
C23 H23 0.9500 .
C63 C78 1.397(4) .
C63 H63 0.9500 .
C33 C32 1.391(3) .
C33 H33 0.9500 .
C49 C50 1.421(3) .
C49 H49 0.9500 .
C42 C43 1.361(5) .
C42 H42 0.9500 .
C20 C19 1.371(4) .
C20 C21 1.399(4) .
C20 H20 0.9500 .
C65 C61 1.391(3) .
C65 C66 1.528(4) .
C51 N10 1.329(3) .
C51 C50 1.431(4) .
C51 C52 1.503(3) .
C55 C54 1.379(4) .
C55 C56 1.399(4) .
C55 H55 0.9500 .
C54 H54 0.9500 .
C46 C47 1.369(4) .
C46 H46 0.9500 .
N12 C66 1.459(3) .
C53 N10 1.466(3) .
C53 C78 1.523(4) 2_765
C53 H53A 0.9900 .
C53 H53B 0.9900 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C11 C12 1.391(3) .
C11 C10 1.393(4) .
C11 H11 0.9500 .
C24 C25 1.403(4) .
C24 H24 0.9500 .
N3 C39 1.327(3) .
N3 C38 1.476(3) .
C61 H61 0.9500 .
C8 C9 1.514(3) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C32 C37 1.391(3) .
C26 C25 1.364(4) .
C26 C27 1.407(4) .
C26 H26 0.9500 .
C69 C70 1.503(4) .
C69 H69A 0.9900 .
C69 H69B 0.9900 .
C13 C12 1.388(3) .
C13 H13 0.9500 .
C44 C45 1.380(4) .
C44 C43 1.403(4) .
C44 H44 0.9500 .
C4 H4 0.9500 .
C37 C36 1.386(4) .
C37 H37 0.9500 .
C56 C57 1.366(4) .
C56 H56 0.9500 .
C25 H25 0.9500 .
C57 H57 0.9500 .
C47 H47 0.9500 .
C70 H70A 0.9800 .
C70 H70B 0.9800 .
C70 H70C 0.9800 .
C22 N6 1.363(3) .
C22 C21 1.374(4) .
C22 H22 0.9500 .
N6 C18 1.390(3) .
C18 C19 1.403(4) .
C68 C67 1.505(4) .
C68 H68A 0.9900 .
C68 H68B 0.9900 .
C19 H19 0.9500 .
C21 H21 0.9500 .
C67 H67A 0.9800 .
C67 H67B 0.9800 .
C67 H67C 0.9800 .
C35 C36 1.394(3) .
C35 C38 1.517(3) .
C9 C10 1.389(3) .
C10 H10 0.9500 .
C52 H52A 0.9800 .
C52 H52B 0.9800 .
C52 H52C 0.9800 .
C66 H66A 0.9900 .
C66 H66B 0.9900 .
C43 H43 0.9500 .
C76 H76A 0.9900 .
C76 H76B 0.9900 .
C36 H36 0.9500 .
C60 H60A 0.9800 .
C60 H60B 0.9800 .
C60 H60C 0.9800 .
C45 H45 0.9500 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C38 H38A 0.9900 .
C38 H38B 0.9900 .
C78 C53 1.523(4) 2_765
C97 C96 1.465(12) .
C97 C98 1.610(11) .
C98 O3 1.404(15) .
C96 C95 1.443(14) .
O3 C95 1.712(14) .
O5 C86 1.375(13) .
O5 C87 1.467(19) .
C87 C94 1.83(5) .
C86 C93 1.546(14) .
C93 C94 1.536(18) .
