#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:32:41 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180399 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/68/7206846.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_7206846
loop_
_publ_author_name
'Artigau, Marine'
'Bonnet, Antoine'
'Ladeira, Sonia'
'Hoffmann, Pascal'
'Vigroux, Alain'
_publ_section_title
;
 A free-base dipyrrin capable of forming extended architectures comparable
 to those of its metal(ii) complex counterparts
;
_journal_issue                   23
_journal_name_full               CrystEngComm
_journal_page_first              7149
_journal_paper_doi               10.1039/c1ce05913k
_journal_volume                  13
_journal_year                    2011
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C34 H26 N4 Ni O4'
_chemical_formula_sum            'C34 H26 N4 Ni O4'
_chemical_formula_weight         613.28
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 90.436(2)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   22.9274(8)
_cell_length_b                   21.1264(8)
_cell_length_c                   23.1730(9)
_cell_measurement_reflns_used    5214
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      28.3
_cell_measurement_theta_min      2.35
_cell_measurement_wavelength     0.71073
_cell_volume                     11224.1(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1809
_diffrn_reflns_av_unetI/netI     0.3238
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            67647
_diffrn_reflns_theta_full        30.39
_diffrn_reflns_theta_max         30.39
_diffrn_reflns_theta_min         1.31
_exptl_absorpt_coefficient_mu    0.739
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       stick
_exptl_crystal_F_000             5088
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.05
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.745
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     781
_refine_ls_number_reflns         16339
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.745
_refine_ls_R_factor_all          0.2078
_refine_ls_R_factor_gt           0.0562
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0301P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0949
_refine_ls_wR_factor_ref         0.123
_reflns_number_gt                5365
_reflns_number_total             16339
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce05913k.txt
_cod_data_source_block           Ni[L]2
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7206846
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C -0.42578(13) 0.2135(3) 0.00762(16) 0.0481(13) Uani 1 1 d .
H1A H -0.4472 0.2474 0.0271 0.072 Uiso 1 1 calc R
H1B H -0.4488 0.1744 0.0087 0.072 Uiso 1 1 calc R
H1C H -0.4189 0.2255 -0.0326 0.072 Uiso 1 1 calc R
C2 C -0.33455(15) 0.2538(2) 0.03551(14) 0.0262(9) Uani 1 1 d .
C3 C -0.27964(12) 0.24494(19) 0.06993(13) 0.0220(9) Uani 1 1 d .
C4 C -0.26511(13) 0.1883(2) 0.09695(14) 0.0274(9) Uani 1 1 d .
H4 H -0.29 0.1526 0.0932 0.033 Uiso 1 1 calc R
C5 C -0.21416(13) 0.18408(19) 0.12943(13) 0.0250(9) Uani 1 1 d .
H5 H -0.2041 0.1451 0.1474 0.03 Uiso 1 1 calc R
C6 C -0.17765(12) 0.23602(19) 0.13607(13) 0.0206(8) Uani 1 1 d .
C7 C -0.19265(12) 0.29318(19) 0.10783(13) 0.0227(9) Uani 1 1 d .
H7 H -0.1679 0.3291 0.1113 0.027 Uiso 1 1 calc R
C8 C -0.24306(12) 0.29683(19) 0.07540(13) 0.0242(9) Uani 1 1 d .
H8 H -0.2529 0.3353 0.0565 0.029 Uiso 1 1 calc R
C9 C -0.12325(12) 0.23314(19) 0.17241(13) 0.0216(8) Uani 1 1 d .
C10 C -0.08475(13) 0.18379(19) 0.16354(13) 0.0218(8) Uani 1 1 d .
C11 C -0.08332(14) 0.1387(2) 0.11819(14) 0.0300(9) Uani 1 1 d .
H11 H -0.1106 0.1351 0.0873 0.036 Uiso 1 1 calc R
C12 C -0.03477(14) 0.1007(2) 0.12720(15) 0.0351(10) Uani 1 1 d .
H12 H -0.0219 0.0667 0.1036 0.042 Uiso 1 1 calc R
C13 C -0.00838(14) 0.1227(2) 0.17843(16) 0.0361(11) Uani 1 1 d .
H13 H 0.0257 0.1047 0.1952 0.043 Uiso 1 1 calc R
C14 C -0.11378(12) 0.28149(19) 0.21238(13) 0.0223(9) Uani 1 1 d .
C15 C -0.15363(14) 0.3264(2) 0.23369(14) 0.0272(9) Uani 1 1 d .
H15 H -0.1933 0.3309 0.2223 0.033 Uiso 1 1 calc R
C16 C -0.12448(14) 0.3624(2) 0.27400(15) 0.0328(10) Uani 1 1 d .
H16 H -0.1402 0.3963 0.2959 0.039 Uiso 1 1 calc R
C17 C -0.06731(15) 0.3396(2) 0.27650(15) 0.0316(10) Uani 1 1 d .
H17 H -0.0375 0.3563 0.3007 0.038 Uiso 1 1 calc R
C18 C 0.95899(15) 0.2495(3) 0.41777(19) 0.0646(18) Uani 1 1 d .
H18A H 0.9629 0.2946 0.427 0.097 Uiso 1 1 calc R
H18B H 0.9897 0.237 0.3909 0.097 Uiso 1 1 calc R
H18C H 0.9626 0.2245 0.4533 0.097 Uiso 1 1 calc R
C19 C 0.85630(16) 0.2500(2) 0.42437(18) 0.0434(12) Uani 1 1 d .
C20 C 0.79981(14) 0.2421(2) 0.39312(15) 0.0348(11) Uani 1 1 d .
C21 C 0.79614(14) 0.2164(2) 0.33767(15) 0.0352(10) Uani 1 1 d .
H21 H 0.8307 0.2039 0.3184 0.042 Uiso 1 1 calc R
C22 C 0.74275(13) 0.2092(2) 0.31068(14) 0.0329(10) Uani 1 1 d .
H22 H 0.7407 0.1922 0.2728 0.039 Uiso 1 1 calc R
C23 C 0.69111(13) 0.2271(2) 0.33920(14) 0.0291(9) Uani 1 1 d .
C24 C 0.69552(15) 0.2523(2) 0.39499(15) 0.0387(12) Uani 1 1 d .
H24 H 0.6612 0.2642 0.415 0.046 Uiso 1 1 calc R
C25 C 0.74965(15) 0.2598(2) 0.42101(15) 0.0430(13) Uani 1 1 d .
H25 H 0.7522 0.2775 0.4586 0.052 Uiso 1 1 calc R
C26 C 0.63280(13) 0.2193(2) 0.31095(14) 0.0280(9) Uani 1 1 d .
C27 C 0.62496(13) 0.2438(2) 0.25533(14) 0.0290(10) Uani 1 1 d .
C28 C 0.66168(13) 0.2856(2) 0.22438(14) 0.0341(10) Uani 1 1 d .
H28 H 0.6996 0.2991 0.2358 0.041 Uiso 1 1 calc R
C29 C 0.63290(14) 0.3026(2) 0.17549(15) 0.0384(12) Uani 1 1 d .
H29 H 0.6461 0.3314 0.1469 0.046 Uiso 1 1 calc R
C30 C 0.58005(14) 0.2699(2) 0.17526(14) 0.0389(12) Uani 1 1 d .
H30 H 0.5519 0.2721 0.145 0.047 Uiso 1 1 calc R
C31 C 0.58853(13) 0.1897(2) 0.34255(14) 0.0279(10) Uani 1 1 d .
C32 C 0.59287(15) 0.1533(2) 0.39312(15) 0.0370(11) Uani 1 1 d .
H32 H 0.6271 0.1482 0.4161 0.044 Uiso 1 1 calc R
C33 C 0.53914(15) 0.1260(2) 0.40411(15) 0.0402(12) Uani 1 1 d .
H33 H 0.5294 0.0979 0.4345 0.048 Uiso 1 1 calc R
C34 C 0.50181(15) 0.1495(2) 0.35970(15) 0.0391(12) Uani 1 1 d .
H34 H 0.4615 0.1395 0.3562 0.047 Uiso 1 1 calc R
C35 C 0.27843(19) 0.5898(3) 0.65993(17) 0.0617(15) Uani 1 1 d .
H35A H 0.245 0.5613 0.6641 0.092 Uiso 1 1 calc R
H35B H 0.2653 0.6338 0.6629 0.092 Uiso 1 1 calc R
H35C H 0.3071 0.581 0.6905 0.092 Uiso 1 1 calc R
C36 C 0.30506(15) 0.5188(3) 0.58594(16) 0.0353(11) Uani 1 1 d .
C37 C 0.33536(14) 0.5111(2) 0.52877(14) 0.0301(10) Uani 1 1 d .
C38 C 0.36382(16) 0.5609(2) 0.50022(16) 0.0432(12) Uani 1 1 d .
H38 H 0.3627 0.6027 0.5153 0.052 Uiso 1 1 calc R
C39 C 0.39388(16) 0.5480(2) 0.44909(17) 0.0429(12) Uani 1 1 d .
H39 H 0.413 0.5814 0.4294 0.051 Uiso 1 1 calc R
C40 C 0.39611(13) 0.4875(2) 0.42707(14) 0.0285(10) Uani 1 1 d .
C41 C 0.36601(13) 0.4398(2) 0.45513(14) 0.0292(9) Uani 1 1 d .
H41 H 0.3663 0.3982 0.4395 0.035 Uiso 1 1 calc R
C42 C 0.33561(14) 0.4513(2) 0.50518(14) 0.0291(10) Uani 1 1 d .
H42 H 0.3149 0.4179 0.5234 0.035 Uiso 1 1 calc R
C43 C 0.42883(14) 0.4718(2) 0.37243(14) 0.0287(9) Uani 1 1 d .
C44 C 0.40910(14) 0.5010(2) 0.32186(15) 0.0331(10) Uani 1 1 d .
C45 C 0.36248(15) 0.5439(2) 0.31393(16) 0.0390(11) Uani 1 1 d .
H45 H 0.3396 0.5623 0.3435 0.047 Uiso 1 1 calc R
C46 C 0.35630(17) 0.5541(3) 0.25606(17) 0.0520(14) Uani 1 1 d .
H46 H 0.3284 0.5807 0.2377 0.062 Uiso 1 1 calc R
C47 C 0.39918(15) 0.5175(2) 0.22913(17) 0.0478(14) Uani 1 1 d .
H47 H 0.4048 0.5163 0.1886 0.057 Uiso 1 1 calc R
C48 C 0.47355(14) 0.4267(2) 0.37738(15) 0.0346(11) Uani 1 1 d .
C49 C 0.49393(15) 0.3937(2) 0.42640(16) 0.0431(12) Uani 1 1 d .
H49 H 0.4794 0.3984 0.4644 0.052 Uiso 1 1 calc R
C50 C 0.53804(16) 0.3536(3) 0.41058(17) 0.0490(13) Uani 1 1 d .
H50 H 0.5592 0.3251 0.4345 0.059 Uiso 1 1 calc R
C51 C 0.54511(16) 0.3640(3) 0.35114(17) 0.0465(12) Uani 1 1 d .
H51 H 0.5736 0.343 0.3285 0.056 Uiso 1 1 calc R
C52 C 0.74782(16) 1.0528(2) -0.15772(14) 0.0426(12) Uani 1 1 d .
H52A H 0.7875 1.0361 -0.1537 0.064 Uiso 1 1 calc R
H52B H 0.7495 1.097 -0.1704 0.064 Uiso 1 1 calc R
H52C H 0.7263 1.0276 -0.1863 0.064 Uiso 1 1 calc R
C53 C 0.71697(14) 0.9919(2) -0.07799(15) 0.0297(10) Uani 1 1 d .
C54 C 0.68617(13) 0.9938(2) -0.02134(13) 0.0246(9) Uani 1 1 d .
C55 C 0.66724(13) 1.0505(2) 0.00202(14) 0.0285(9) Uani 1 1 d .
H55 H 0.6759 1.0893 -0.0167 0.034 Uiso 1 1 calc R
C56 C 0.63535(13) 1.0506(2) 0.05321(14) 0.0275(9) Uani 1 1 d .
H56 H 0.6224 1.0896 0.0691 0.033 Uiso 1 1 calc R
C57 C 0.62249(13) 0.9938(2) 0.08094(13) 0.0242(9) Uani 1 1 d .
C58 C 0.64340(14) 0.9375(2) 0.05813(15) 0.0321(10) Uani 1 1 d .
H58 H 0.6356 0.8987 0.0773 0.039 Uiso 1 1 calc R
C59 C 0.67567(13) 0.9373(2) 0.00737(14) 0.0290(9) Uani 1 1 d .
H59 H 0.6904 0.8986 -0.0075 0.035 Uiso 1 1 calc R
C60 C 0.58504(13) 0.99507(19) 0.13353(13) 0.0242(9) Uani 1 1 d .
C61 C 0.60898(13) 1.0191(2) 0.18391(14) 0.0261(9) Uani 1 1 d .
C62 C 0.66492(14) 1.0474(2) 0.19348(15) 0.0322(10) Uani 1 1 d .
H62 H 0.6949 1.0523 0.1658 0.039 Uiso 1 1 calc R
C63 C 0.66713(15) 1.0658(2) 0.24971(15) 0.0369(11) Uani 1 1 d .
H63 H 0.6988 1.0863 0.2686 0.044 Uiso 1 1 calc R
C64 C 0.61349(14) 1.0487(2) 0.27450(15) 0.0361(11) Uani 1 1 d .
H64 H 0.6034 1.0565 0.3135 0.043 Uiso 1 1 calc R
C65 C 0.52840(13) 0.9720(2) 0.12737(13) 0.0257(9) Uani 1 1 d .
C66 C 0.50276(14) 0.9409(2) 0.08016(14) 0.0363(11) Uani 1 1 d .
H66 H 0.5203 0.9336 0.0437 0.044 Uiso 1 1 calc R
C67 C 0.44815(15) 0.9231(2) 0.09605(15) 0.0426(13) Uani 1 1 d .
H67 H 0.4206 0.9006 0.073 0.051 Uiso 1 1 calc R
C68 C 0.44027(14) 0.9439(2) 0.15215(14) 0.0331(10) Uani 1 1 d .
H68 H 0.4058 0.9371 0.1737 0.04 Uiso 1 1 calc R
N1 N -0.03683(11) 0.17199(16) 0.20054(12) 0.0264(8) Uani 1 1 d .
N2 N -0.06023(10) 0.29108(17) 0.24023(11) 0.0263(7) Uani 1 1 d .
N3 N 0.57399(11) 0.23502(18) 0.22290(12) 0.0336(9) Uani 1 1 d .
N4 N 0.53084(11) 0.18777(17) 0.32302(12) 0.0322(9) Uani 1 1 d .
N5 N 0.43130(12) 0.48456(19) 0.26699(12) 0.0400(10) Uani 1 1 d .
N6 N 0.50752(12) 0.40636(19) 0.32988(13) 0.0400(9) Uani 1 1 d .
N7 N 0.57871(11) 1.02006(17) 0.23610(11) 0.0295(8) Uani 1 1 d .
N8 N 0.48746(10) 0.97476(17) 0.17234(11) 0.0272(8) Uani 1 1 d .
O1 O -0.36995(9) 0.20330(14) 0.03696(10) 0.0347(7) Uani 1 1 d .
O2 O -0.34625(9) 0.30196(14) 0.00966(10) 0.0349(7) Uani 1 1 d .
O3 O 0.90253(10) 0.23813(17) 0.39154(12) 0.0569(10) Uani 1 1 d .
O4 O 0.86082(11) 0.2681(2) 0.47273(13) 0.0949(16) Uani 1 1 d .
O5 O 0.30520(11) 0.57965(16) 0.60349(11) 0.0484(8) Uani 1 1 d .
O6 O 0.28360(11) 0.47673(16) 0.61149(11) 0.0441(8) Uani 1 1 d .
O7 O 0.71857(10) 1.04918(15) -0.10275(10) 0.0355(7) Uani 1 1 d .
O8 O 0.73691(12) 0.94498(16) -0.09931(11) 0.0497(8) Uani 1 1 d .
Ni1 Ni 0 0.23076(4) 0.25 0.02546(18) Uani 1 2 d S
Ni2 Ni 0.5 0.20957(4) 0.25 0.0311(2) Uani 1 2 d S
Ni3 Ni 0.5 0.43265(5) 0.25 0.0495(3) Uani 1 2 d S
Ni4 Ni 0.5 0.99862(4) 0.25 0.02774(19) Uani 1 2 d S
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 0 '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 0.006 '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
O1 C1 H1A 109.5 . .
O1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
O1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
O2 C2 O1 123.3(3) . .
O2 C2 C3 123.5(4) . .
O1 C2 C3 113.1(3) . .
C8 C3 C4 119.8(3) . .
C8 C3 C2 117.1(3) . .
C4 C3 C2 123.1(3) . .
C5 C4 C3 119.9(3) . .
C5 C4 H4 120.1 . .
C3 C4 H4 120.1 . .
C4 C5 C6 120.9(4) . .
C4 C5 H5 119.5 . .
C6 C5 H5 119.5 . .
C5 C6 C7 118.6(3) . .
C5 C6 C9 121.9(3) . .
C7 C6 C9 119.5(3) . .
C8 C7 C6 120.0(3) . .
C8 C7 H7 120 . .
C6 C7 H7 120 . .
C7 C8 C3 120.7(4) . .
C7 C8 H8 119.6 . .
C3 C8 H8 119.6 . .
C10 C9 C14 123.7(3) . .
C10 C9 C6 118.4(3) . .
C14 C9 C6 117.9(3) . .
C9 C10 N1 122.5(3) . .
C9 C10 C11 129.4(3) . .
N1 C10 C11 108.0(3) . .
C12 C11 C10 107.5(3) . .
C12 C11 H11 126.3 . .
C10 C11 H11 126.3 . .
C11 C12 C13 105.9(3) . .
C11 C12 H12 127 . .
C13 C12 H12 127 . .
N1 C13 C12 112.0(3) . .
N1 C13 H13 124 . .
C12 C13 H13 124 . .
C9 C14 N2 123.0(3) . .
C9 C14 C15 128.9(3) . .
N2 C14 C15 108.1(3) . .
C16 C15 C14 107.3(3) . .
C16 C15 H15 126.3 . .
C14 C15 H15 126.3 . .
C15 C16 C17 106.7(3) . .
C15 C16 H16 126.6 . .
C17 C16 H16 126.6 . .
N2 C17 C16 110.9(3) . .
N2 C17 H17 124.5 . .
C16 C17 H17 124.5 . .
O3 C18 H18A 109.5 . .
O3 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
O3 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
O4 C19 O3 122.3(4) . .
O4 C19 C20 124.4(4) . .
O3 C19 C20 113.2(3) . .
C25 C20 C21 119.6(3) . .
C25 C20 C19 117.9(3) . .
C21 C20 C19 122.5(3) . .
C22 C21 C20 120.5(3) . .
C22 C21 H21 119.8 . .
C20 C21 H21 119.8 . .
C21 C22 C23 120.2(3) . .
C21 C22 H22 119.9 . .
C23 C22 H22 119.9 . .
C24 C23 C22 118.6(3) . .
C24 C23 C26 120.3(3) . .
C22 C23 C26 121.1(3) . .
C25 C24 C23 120.2(3) . .
C25 C24 H24 119.9 . .
C23 C24 H24 119.9 . .
C20 C25 C24 120.9(4) . .
C20 C25 H25 119.5 . .
C24 C25 H25 119.5 . .
C27 C26 C31 123.9(3) . .
C27 C26 C23 118.1(3) . .
C31 C26 C23 117.9(3) . .
N3 C27 C26 123.2(3) . .
N3 C27 C28 108.0(3) . .
C26 C27 C28 128.6(3) . .
C29 C28 C27 107.5(3) . .
C29 C28 H28 126.2 . .
C27 C28 H28 126.2 . .
C28 C29 C30 106.8(3) . .
C28 C29 H29 126.6 . .
C30 C29 H29 126.6 . .
N3 C30 C29 111.5(3) . .
N3 C30 H30 124.3 . .
C29 C30 H30 124.3 . .
N4 C31 C26 122.1(3) . .
N4 C31 C32 108.4(3) . .
C26 C31 C32 129.3(3) . .
C33 C32 C31 108.9(3) . .
C33 C32 H32 125.6 . .
C31 C32 H32 125.6 . .
C32 C33 C34 104.7(4) . .
C32 C33 H33 127.7 . .
C34 C33 H33 127.7 . .
N4 C34 C33 111.5(3) . .
N4 C34 H34 124.2 . .
C33 C34 H34 124.2 . .
O5 C35 H35A 109.5 . .
O5 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
O5 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
O6 C36 O5 124.6(4) . .
O6 C36 C37 123.9(4) . .
O5 C36 C37 111.5(4) . .
C42 C37 C38 119.8(3) . .
C42 C37 C36 116.7(4) . .
C38 C37 C36 123.5(4) . .
C39 C38 C37 119.0(4) . .
C39 C38 H38 120.5 . .
C37 C38 H38 120.5 . .
C40 C39 C38 121.0(4) . .
C40 C39 H39 119.5 . .
C38 C39 H39 119.5 . .
C39 C40 C41 118.7(3) . .
C39 C40 C43 122.3(4) . .
C41 C40 C43 118.9(4) . .
C42 C41 C40 121.5(4) . .
C42 C41 H41 119.2 . .
C40 C41 H41 119.2 . .
C37 C42 C41 119.9(4) . .
C37 C42 H42 120 . .
C41 C42 H42 120 . .
C44 C43 C48 126.9(3) . .
C44 C43 C40 116.5(3) . .
C48 C43 C40 116.6(3) . .
C43 C44 C45 129.2(3) . .
C43 C44 N5 122.0(4) . .
C45 C44 N5 108.5(3) . .
C46 C45 C44 107.6(4) . .
C46 C45 H45 126.2 . .
C44 C45 H45 126.2 . .
C45 C46 C47 106.4(4) . .
C45 C46 H46 126.8 . .
C47 C46 H46 126.8 . .
N5 C47 C46 112.3(4) . .
N5 C47 H47 123.8 . .
C46 C47 H47 123.8 . .
C43 C48 C49 129.7(3) . .
C43 C48 N6 123.1(3) . .
C49 C48 N6 107.2(3) . .
C50 C49 C48 109.3(3) . .
C50 C49 H49 125.4 . .
C48 C49 H49 125.4 . .
C49 C50 C51 104.9(4) . .
C49 C50 H50 127.6 . .
C51 C50 H50 127.6 . .
N6 C51 C50 112.8(4) . .
N6 C51 H51 123.6 . .
C50 C51 H51 123.6 . .
O7 C52 H52A 109.5 . .
O7 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
O7 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
O8 C53 O7 123.9(3) . .
O8 C53 C54 124.5(4) . .
O7 C53 C54 111.5(4) . .
C55 C54 C59 120.0(3) . .
C55 C54 C53 121.1(4) . .
C59 C54 C53 118.9(4) . .
C54 C55 C56 120.0(4) . .
C54 C55 H55 120 . .
C56 C55 H55 120 . .
C57 C56 C55 120.2(4) . .
C57 C56 H56 119.9 . .
C55 C56 H56 119.9 . .
C58 C57 C56 119.2(3) . .
C58 C57 C60 121.8(4) . .
C56 C57 C60 119.0(4) . .
C57 C58 C59 120.7(4) . .
C57 C58 H58 119.6 . .
C59 C58 H58 119.6 . .
C54 C59 C58 119.8(4) . .
C54 C59 H59 120.1 . .
C58 C59 H59 120.1 . .
C61 C60 C65 125.3(3) . .
C61 C60 C57 117.9(3) . .
C65 C60 C57 116.8(3) . .
C60 C61 N7 122.6(3) . .
C60 C61 C62 129.3(3) . .
N7 C61 C62 108.1(3) . .
C63 C62 C61 107.1(3) . .
C63 C62 H62 126.4 . .
C61 C62 H62 126.4 . .
C62 C63 C64 106.9(3) . .
C62 C63 H63 126.5 . .
C64 C63 H63 126.5 . .
N7 C64 C63 111.3(3) . .
N7 C64 H64 124.3 . .
C63 C64 H64 124.3 . .
C60 C65 C66 129.0(3) . .
C60 C65 N8 122.4(3) . .
C66 C65 N8 108.6(3) . .
C67 C66 C65 107.4(3) . .
C67 C66 H66 126.3 . .
C65 C66 H66 126.3 . .
C66 C67 C68 107.0(3) . .
C66 C67 H67 126.5 . .
C68 C67 H67 126.5 . .
N8 C68 C67 111.7(3) . .
N8 C68 H68 124.1 . .
C67 C68 H68 124.1 . .
C13 N1 C10 106.6(3) . .
C13 N1 Ni1 122.0(2) . .
C10 N1 Ni1 126.6(3) . .
C17 N2 C14 106.9(3) . .
C17 N2 Ni1 122.2(2) . .
C14 N2 Ni1 126.6(3) . .
C30 N3 C27 106.2(3) . .
C30 N3 Ni2 122.0(2) . .
C27 N3 Ni2 127.4(2) . .
C34 N4 C31 106.4(3) . .
C34 N4 Ni2 121.8(2) . .
C31 N4 Ni2 129.2(2) . .
C47 N5 C44 105.2(3) . .
C47 N5 Ni3 126.8(3) . .
C44 N5 Ni3 127.7(3) . .
C51 N6 C48 105.9(3) . .
C51 N6 Ni3 126.7(3) . .
C48 N6 Ni3 127.5(3) . .
C64 N7 C61 106.6(3) . .
C64 N7 Ni4 124.1(2) . .
C61 N7 Ni4 128.6(2) . .
C68 N8 C65 105.2(3) . .
C68 N8 Ni4 125.3(2) . .
C65 N8 Ni4 128.2(2) . .
C2 O1 C1 113.5(3) . .
C19 O3 C18 116.2(3) . .
C36 O5 C35 114.1(4) . .
C53 O7 C52 116.0(3) . .
N1 Ni1 N1 97.61(19) . 2
N1 Ni1 N2 147.12(12) . 2
N1 Ni1 N2 92.73(12) 2 2
N1 Ni1 N2 92.73(12) . .
N1 Ni1 N2 147.12(11) 2 .
N2 Ni1 N2 95.29(19) 2 .
N4 Ni2 N4 151.7(2) 2_655 .
N4 Ni2 N3 95.89(12) 2_655 .
N4 Ni2 N3 92.08(11) . .
N4 Ni2 N3 92.08(11) 2_655 2_655
N4 Ni2 N3 95.89(12) . 2_655
N3 Ni2 N3 147.0(2) . 2_655
N6 Ni3 N6 146.7(2) 2_655 .
N6 Ni3 N5 91.96(13) 2_655 2_655
N6 Ni3 N5 106.62(13) . 2_655
N6 Ni3 N5 106.62(13) 2_655 .
N6 Ni3 N5 91.96(13) . .
N5 Ni3 N5 112.0(2) 2_655 .
N8 Ni4 N8 149.1(2) . 2_655
N8 Ni4 N7 92.30(11) . .
N8 Ni4 N7 95.03(11) 2_655 .
N8 Ni4 N7 95.03(11) . 2_655
N8 Ni4 N7 92.30(11) 2_655 2_655
N7 Ni4 N7 152.3(2) . 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.461(3) .
C1 H1A 0.98 .
C1 H1B 0.98 .
C1 H1C 0.98 .
C2 O2 1.209(4) .
C2 O1 1.342(4) .
C2 C3 1.497(4) .
C3 C8 1.385(5) .
C3 C4 1.390(5) .
C4 C5 1.388(4) .
C4 H4 0.95 .
C5 C6 1.388(5) .
C5 H5 0.95 .
C6 C7 1.415(5) .
C6 C9 1.501(4) .
C7 C8 1.376(4) .
C7 H7 0.95 .
C8 H8 0.95 .
C9 C10 1.382(5) .
C9 C14 1.395(5) .
C10 N1 1.411(4) .
C10 C11 1.420(5) .
C11 C12 1.387(5) .
C11 H11 0.95 .
C12 C13 1.408(5) .
C12 H12 0.95 .
C13 N1 1.333(5) .
C13 H13 0.95 .
C14 N2 1.397(4) .
C14 C15 1.409(5) .
C15 C16 1.375(5) .
C15 H15 0.95 .
C16 C17 1.397(5) .
C16 H16 0.95 .
C17 N2 1.336(5) .
C17 H17 0.95 .
C18 O3 1.446(4) .
C18 H18A 0.98 .
C18 H18B 0.98 .
C18 H18C 0.98 .
C19 O4 1.188(5) .
C19 O3 1.333(4) .
C19 C20 1.489(5) .
C20 C25 1.376(5) .
C20 C21 1.396(5) .
C21 C22 1.379(4) .
C21 H21 0.95 .
C22 C23 1.411(4) .
C22 H22 0.95 .
C23 C24 1.401(5) .
C23 C26 1.493(4) .
C24 C25 1.385(5) .
C24 H24 0.95 .
C25 H25 0.95 .
C26 C27 1.399(5) .
C26 C31 1.404(5) .
C27 N3 1.397(4) .
C27 C28 1.418(5) .
C28 C29 1.356(5) .
C28 H28 0.95 .
C29 C30 1.395(5) .
C29 H29 0.95 .
C30 N3 1.335(5) .
C30 H30 0.95 .
C31 N4 1.395(4) .
C31 C32 1.404(5) .
C32 C33 1.385(5) .
C32 H32 0.95 .
C33 C34 1.423(5) .
C33 H33 0.95 .
C34 N4 1.352(5) .
C34 H34 0.95 .
C35 O5 1.465(4) .
C35 H35A 0.98 .
C35 H35B 0.98 .
C35 H35C 0.98 .
C36 O6 1.177(5) .
C36 O5 1.349(5) .
C36 C37 1.509(5) .
C37 C42 1.378(6) .
C37 C38 1.406(6) .
C38 C39 1.402(5) .
C38 H38 0.95 .
C39 C40 1.376(6) .
C39 H39 0.95 .
C40 C41 1.387(5) .
C40 C43 1.514(4) .
C41 C42 1.379(4) .
C41 H41 0.95 .
C42 H42 0.95 .
C43 C44 1.396(5) .
C43 C48 1.404(5) .
C44 C45 1.412(5) .
C44 N5 1.416(4) .
C45 C46 1.364(5) .
C45 H45 0.95 .
C46 C47 1.400(6) .
C46 H46 0.95 .
C47 N5 1.337(5) .
C47 H47 0.95 .
C48 C49 1.410(5) .
C48 N6 1.419(4) .
C49 C50 1.371(6) .
C49 H49 0.95 .
C50 C51 1.405(5) .
C50 H50 0.95 .
C51 N6 1.334(5) .
C51 H51 0.95 .
C52 O7 1.446(4) .
C52 H52A 0.98 .
C52 H52B 0.98 .
C52 H52C 0.98 .
C53 O8 1.200(5) .
C53 O7 1.339(5) .
C53 C54 1.496(5) .
C54 C55 1.386(5) .
C54 C59 1.388(5) .
C55 C56 1.398(4) .
C55 H55 0.95 .
C56 C57 1.394(5) .
C56 H56 0.95 .
C57 C58 1.388(5) .
C57 C60 1.496(4) .
C58 C59 1.394(4) .
C58 H58 0.95 .
C59 H59 0.95 .
C60 C61 1.383(4) .
C60 C65 1.393(4) .
C61 N7 1.399(4) .
C61 C62 1.430(5) .
C62 C63 1.360(5) .
C62 H62 0.95 .
C63 C64 1.409(5) .
C63 H63 0.95 .
C64 N7 1.335(4) .
C64 H64 0.95 .
C65 C66 1.402(5) .
C65 N8 1.409(4) .
C66 C67 1.361(4) .
C66 H66 0.95 .
C67 C68 1.385(5) .
C67 H67 0.95 .
C68 N8 1.345(4) .
C68 H68 0.95 .
N1 Ni1 1.885(3) .
N2 Ni1 1.891(3) .
N3 Ni2 1.891(3) .
N4 Ni2 1.886(3) .
N5 Ni3 1.962(3) .
N6 Ni3 1.939(3) .
N7 Ni4 1.891(3) .
N8 Ni4 1.889(3) .
Ni1 N1 1.885(3) 2
Ni1 N2 1.891(3) 2
Ni2 N4 1.886(3) 2_655
Ni2 N3 1.891(3) 2_655
Ni3 N6 1.939(3) 2_655
Ni3 N5 1.962(3) 2_655
Ni4 N8 1.889(3) 2_655
Ni4 N7 1.891(3) 2_655
