#------------------------------------------------------------------------------
#$Date: 2024-11-09 04:46:23 +0200 (Sat, 09 Nov 2024) $
#$Revision: 295852 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/33/2023311.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2023311
loop_
_publ_author_name
'Ito, Masataka'
'Chikaraishi Kasuga, Noriko'
'Matsuse, Ryo'
'Hirotsu, Masakazu'
_publ_section_title
;
 Crystal structures and circular dichroism of
 {2,2′-[(1S,2S)-1,2-diphenylethane-1,2-diylbis(nitrilophenylmethanylylidene)]diphenolato}nickel(II)
 and its ethanol solvate
;
_journal_coeditor_code           OX2008
_journal_issue                   12
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_paper_doi               10.1107/S2056989024010508
_journal_volume                  80
_journal_year                    2024
_chemical_absolute_configuration rmad
_chemical_formula_iupac          '[Ni (C40 H30 N2 O2)]'
_chemical_formula_moiety         'C40 H30 N2 Ni O2'
_chemical_formula_sum            'C40 H30 N2 Ni O2'
_chemical_formula_weight         629.37
_chemical_name_systematic
{2,2'-[(1S,2S)-1,2-Diphenylethane-1,2-diylbis(nitrilophenylmethanylylidene)]diphenolato}nickel(II)
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                90
_cell_angle_beta                 94.103(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.5487(2)
_cell_length_b                   17.8992(3)
_cell_length_c                   18.0001(3)
_cell_measurement_reflns_used    28038
_cell_measurement_temperature    120.15
_cell_measurement_theta_max      31.0100
_cell_measurement_theta_min      3.0010
_cell_volume                     3068.59(10)
_computing_cell_refinement
;
CrysAlisPro 1.171.43.111a (Rigaku OD, 2024)
;
_computing_data_collection
;
CrysAlisPro 1.171.43.111a (Rigaku OD, 2024)
;
_computing_data_reduction
;
CrysAlisPro 1.171.43.111a (Rigaku OD, 2024)
;
_computing_molecular_graphics
;
Olex2 1.5 (Dolomanov et al., 2009),
Ortep-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
Olex2 1.5 (Dolomanov et al., 2009)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018/2 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      120.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Rigaku Oxford Diffraction, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            58868
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_min         3.005
_diffrn_source                   'Rotating-anode X-ray tube'
_exptl_absorpt_coefficient_mu    0.672
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2024)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.36
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.348
_refine_ls_abs_structure_details
;
Flack x determined using 4774 quotients
[(I⁺)-(I⁻)]/[(I⁺)+(I⁻)]
(Parsons et al., 2013)
;
_refine_ls_abs_structure_Flack   -0.009(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     811
_refine_ls_number_reflns         11251
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0326
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0549P)²+0.2247P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0823
_refine_ls_wR_factor_ref         0.0835
_reflns_number_gt                10665
_reflns_number_total             11251
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ox2008.cif
_cod_data_source_block           1
_cod_database_code               2023311
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.49842(4) 0.49807(2) 0.37750(2) 0.02359(11) Uani d 1 . .
Ni Ni2 0.70992(5) 0.43794(2) 0.96494(2) 0.02393(11) Uani d 1 . .
O O1 0.6338(3) 0.43286(15) 0.41469(13) 0.0290(5) Uani d 1 . .
O O3 0.7515(3) 0.41402(13) 1.06389(13) 0.0284(5) Uani d 1 . .
O O4 0.6209(3) 0.34771(15) 0.95874(14) 0.0325(6) Uani d 1 . .
N N1 0.3703(3) 0.42227(16) 0.35244(16) 0.0251(7) Uani d 1 . .
O O2 0.6272(3) 0.57118(14) 0.40411(14) 0.0294(6) Uani d 1 . .
N N4 0.6659(3) 0.46219(15) 0.86511(15) 0.0230(6) Uani d 1 . .
N N3 0.8105(3) 0.52698(16) 0.97331(16) 0.0241(6) Uani d 1 . .
N N2 0.3612(3) 0.56557(17) 0.34175(16) 0.0242(6) Uani d 1 . .
C C48 0.9121(4) 0.64063(19) 1.02533(18) 0.0241(7) Uani d 1 . .
C C21 0.6011(4) 0.6425(2) 0.4124(2) 0.0280(8) Uani d 1 . .
C C28 0.2295(4) 0.68120(19) 0.3231(2) 0.0259(8) Uani d 1 . .
C C67 0.6076(4) 0.42011(19) 0.81279(19) 0.0250(7) Uani d 1 . .
C C74 0.7081(4) 0.53926(19) 0.84882(19) 0.0245(7) Uani d 1 . .
H H74 0.729469 0.542734 0.795349 0.029 Uiso calc 1 . .
C C47 0.8456(3) 0.56564(19) 1.03267(18) 0.0229(7) Uani d 1 . .
C C43 0.7816(4) 0.4867(2) 1.25053(19) 0.0302(8) Uani d 1 . .
H H43 0.766789 0.469454 1.299272 0.036 Uiso calc 1 . .
C C14 0.2269(4) 0.45374(18) 0.34426(18) 0.0246(7) Uani d 1 . .
H H14 0.163361 0.418802 0.314485 0.030 Uiso calc 1 . .
C C7 0.3957(4) 0.3511(2) 0.3419(2) 0.0271(8) Uani d 1 . .
C C29 0.2159(4) 0.7029(2) 0.2492(2) 0.0300(8) Uani d 1 . .
H H29 0.285340 0.689186 0.216544 0.036 Uiso calc 1 . .
C C68 0.6060(4) 0.4465(2) 0.73284(18) 0.0256(7) Uani d 1 . .
C C46 0.8208(3) 0.53767(19) 1.10636(19) 0.0235(7) Uani d 1 . .
C C63 0.4332(4) 0.2070(2) 0.8513(2) 0.0367(9) Uani d 1 . .
H H63 0.396323 0.158603 0.859260 0.044 Uiso calc 1 . .
C C57 1.1432(5) 0.4161(2) 0.8683(2) 0.0392(9) Uani d 1 . .
H H57 1.184525 0.372500 0.890556 0.047 Uiso calc 1 . .
C C58 1.1931(4) 0.4442(3) 0.8055(2) 0.0408(9) Uani d 1 . .
H H58 1.274262 0.423094 0.786213 0.049 Uiso calc 1 . .
C C78 0.3875(5) 0.7025(3) 0.8871(3) 0.0457(11) Uani d 1 . .
H H78 0.318822 0.739063 0.896309 0.055 Uiso calc 1 . .
C C75 0.5930(4) 0.5952(2) 0.86369(19) 0.0268(7) Uani d 1 . .
C C54 0.8436(4) 0.55343(19) 0.89849(18) 0.0233(7) Uani d 1 . .
H H54 0.863197 0.608293 0.900571 0.028 Uiso calc 1 . .
C C41 0.7777(3) 0.46268(19) 1.11764(19) 0.0245(7) Uani d 1 . .
C C39 0.1681(4) 0.4656(2) 0.1013(2) 0.0308(8) Uani d 1 . .
H H39 0.089236 0.448033 0.071073 0.037 Uiso calc 1 . .
C C22 0.7125(4) 0.6881(2) 0.4423(2) 0.0353(9) Uani d 1 . .
H H22 0.801998 0.666249 0.454270 0.042 Uiso calc 1 . .
C C42 0.7620(4) 0.4387(2) 1.19146(18) 0.0291(7) Uani d 1 . .
H H42 0.737296 0.388169 1.200234 0.035 Uiso calc 1 . .
C C61 0.5601(4) 0.3158(2) 0.8999(2) 0.0285(8) Uani d 1 . .
C C69 0.5173(4) 0.5028(2) 0.70400(19) 0.0317(8) Uani d 1 . .
H H69 0.449771 0.524300 0.733838 0.038 Uiso calc 1 . .
C C24 0.5635(5) 0.7967(2) 0.4387(2) 0.0372(9) Uani d 1 . .
H H24 0.550658 0.848194 0.448786 0.045 Uiso calc 1 . .
C C35 0.2667(3) 0.51123(18) 0.21998(18) 0.0236(7) Uani d 1 . .
C C53 0.8279(4) 0.7015(2) 1.0041(2) 0.0305(8) Uani d 1 . .
H H53 0.728710 0.696194 0.999718 0.037 Uiso calc 1 . .
C C62 0.5015(4) 0.2442(2) 0.9094(2) 0.0350(9) Uani d 1 . .
H H62 0.509713 0.221457 0.957164 0.042 Uiso calc 1 . .
C C23 0.6942(4) 0.7628(2) 0.4544(2) 0.0393(9) Uani d 1 . .
H H23 0.771370 0.792081 0.473700 0.047 Uiso calc 1 . .
C C55 0.9678(4) 0.51311(19) 0.86888(19) 0.0264(8) Uani d 1 . .
C C25 0.4541(4) 0.7542(2) 0.4084(2) 0.0316(8) Uani d 1 . .
H H25 0.365185 0.777108 0.397660 0.038 Uiso calc 1 . .
C C40 0.1533(4) 0.4856(2) 0.1743(2) 0.0290(8) Uani d 1 . .
H H40 0.063786 0.481666 0.193838 0.035 Uiso calc 1 . .
C C1 0.6418(4) 0.3616(2) 0.3995(2) 0.0302(8) Uani d 1 . .
C C72 0.7107(4) 0.4394(2) 0.61553(19) 0.0342(8) Uani d 1 . .
H H72 0.776265 0.417089 0.584985 0.041 Uiso calc 1 . .
C C34 0.2420(4) 0.52701(19) 0.30101(19) 0.0242(7) Uani d 1 . .
H H34 0.154882 0.557587 0.303665 0.029 Uiso calc 1 . .
C C73 0.7031(4) 0.4146(2) 0.6877(2) 0.0294(8) Uani d 1 . .
H H73 0.763819 0.376018 0.706657 0.035 Uiso calc 1 . .
C C45 0.8448(4) 0.5850(2) 1.16922(19) 0.0263(7) Uani d 1 . .
H H45 0.876601 0.634614 1.162171 0.032 Uiso calc 1 . .
C C44 0.8233(4) 0.5609(2) 1.24019(19) 0.0299(8) Uani d 1 . .
H H44 0.836356 0.593981 1.281391 0.036 Uiso calc 1 . .
C C64 0.4167(4) 0.2389(2) 0.7802(2) 0.0344(9) Uani d 1 . .
H H64 0.365882 0.213393 0.740571 0.041 Uiso calc 1 . .
C C51 1.0327(5) 0.7779(2) 0.9963(2) 0.0383(10) Uani d 1 . .
H H51 1.074103 0.824520 0.985272 0.046 Uiso calc 1 . .
C C52 0.8878(5) 0.7695(2) 0.9893(2) 0.0379(9) Uani d 1 . .
H H52 0.829756 0.810759 0.974366 0.046 Uiso calc 1 . .
C C30 0.1001(5) 0.7451(2) 0.2228(2) 0.0383(9) Uani d 1 . .
H H30 0.090731 0.759946 0.172050 0.046 Uiso calc 1 . .
C C26 0.4698(4) 0.6771(2) 0.39265(19) 0.0271(7) Uani d 1 . .
C C15 0.1683(4) 0.46846(19) 0.41981(19) 0.0243(7) Uani d 1 . .
C C56 1.0316(4) 0.4508(2) 0.9003(2) 0.0376(9) Uani d 1 . .
H H56 0.998908 0.430854 0.944871 0.045 Uiso calc 1 . .
C C37 0.4110(4) 0.4983(3) 0.1163(2) 0.0430(10) Uani d 1 . .
H H37 0.499747 0.503265 0.096088 0.052 Uiso calc 1 . .
C C18 0.0456(4) 0.4993(3) 0.5526(2) 0.0372(9) Uani d 1 . .
H H18 0.004057 0.509763 0.597801 0.045 Uiso calc 1 . .
C C80 0.6078(4) 0.6682(2) 0.8405(2) 0.0384(9) Uani d 1 . .
H H80 0.688384 0.681893 0.815536 0.046 Uiso calc 1 . .
C C50 1.1160(5) 0.7185(2) 1.0193(2) 0.0374(9) Uani d 1 . .
H H50 1.214923 0.724742 1.025205 0.045 Uiso calc 1 . .
C C66 0.5497(4) 0.3476(2) 0.8271(2) 0.0264(7) Uani d 1 . .
C C65 0.4750(4) 0.3076(2) 0.7687(2) 0.0303(8) Uani d 1 . .
H H65 0.465261 0.329003 0.720357 0.036 Uiso calc 1 . .
C C49 1.0578(4) 0.6495(2) 1.0341(2) 0.0308(8) Uani d 1 . .
H H49 1.116362 0.608789 1.049997 0.037 Uiso calc 1 . .
C C16 0.2464(4) 0.4628(2) 0.4875(2) 0.0340(9) Uani d 1 . .
H H16 0.342581 0.448950 0.488758 0.041 Uiso calc 1 . .
C C27 0.3551(4) 0.6373(2) 0.35330(19) 0.0258(7) Uani d 1 . .
C C79 0.5074(5) 0.7219(2) 0.8530(3) 0.0420(10) Uani d 1 . .
H H79 0.520997 0.772144 0.837996 0.050 Uiso calc 1 . .
C C20 0.0292(4) 0.4909(2) 0.4199(2) 0.0349(8) Uani d 1 . .
H H20 -0.024785 0.496229 0.373790 0.042 Uiso calc 1 . .
C C17 0.1843(4) 0.4775(3) 0.5538(2) 0.0418(10) Uani d 1 . .
H H17 0.237876 0.472560 0.600113 0.050 Uiso calc 1 . .
C C70 0.5280(4) 0.5274(2) 0.6315(2) 0.0359(9) Uani d 1 . .
H H70 0.468396 0.566321 0.612105 0.043 Uiso calc 1 . .
C C36 0.3967(4) 0.5186(2) 0.1900(2) 0.0345(9) Uani d 1 . .
H H36 0.475133 0.537322 0.219705 0.041 Uiso calc 1 . .
C C71 0.6249(4) 0.4957(2) 0.5871(2) 0.0349(8) Uani d 1 . .
H H71 0.631979 0.512716 0.537486 0.042 Uiso calc 1 . .
C C33 0.1266(5) 0.7018(2) 0.3705(3) 0.0416(10) Uani d 1 . .
H H33 0.134528 0.687004 0.421334 0.050 Uiso calc 1 . .
C C6 0.5339(4) 0.3195(2) 0.3607(2) 0.0297(8) Uani d 1 . .
C C8 0.2790(4) 0.3010(2) 0.3128(2) 0.0322(9) Uani d 1 . .
C C38 0.2981(4) 0.4712(2) 0.0719(2) 0.0366(9) Uani d 1 . .
H H38 0.309431 0.456529 0.021909 0.044 Uiso calc 1 . .
C C2 0.7682(4) 0.3242(2) 0.4240(2) 0.0377(9) Uani d 1 . .
H H2 0.839901 0.351231 0.451724 0.045 Uiso calc 1 . .
C C19 -0.0327(4) 0.5057(3) 0.4853(2) 0.0375(9) Uani d 1 . .
H H19 -0.128561 0.520223 0.484044 0.045 Uiso calc 1 . .
C C76 0.4718(5) 0.5757(2) 0.8972(3) 0.0413(10) Uani d 1 . .
H H76 0.458972 0.525703 0.913038 0.050 Uiso calc 1 . .
C C3 0.7889(5) 0.2509(2) 0.4087(3) 0.0442(11) Uani d 1 . .
H H3 0.873844 0.227265 0.426483 0.053 Uiso calc 1 . .
C C31 -0.0005(4) 0.7652(2) 0.2698(3) 0.0439(10) Uani d 1 . .
H H31 -0.079287 0.793920 0.251571 0.053 Uiso calc 1 . .
C C5 0.5607(5) 0.2433(2) 0.3439(3) 0.0409(10) Uani d 1 . .
H H5 0.490525 0.215276 0.316146 0.049 Uiso calc 1 . .
C C13 0.2118(5) 0.3147(2) 0.2426(2) 0.0390(9) Uani d 1 . .
H H13 0.249212 0.351190 0.211223 0.047 Uiso calc 1 . .
C C60 1.0152(5) 0.5377(3) 0.8013(3) 0.0524(13) Uani d 1 . .
H H60 0.970105 0.578958 0.776480 0.063 Uiso calc 1 . .
C C4 0.6850(5) 0.2095(2) 0.3666(3) 0.0471(11) Uani d 1 . .
H H4 0.701263 0.158778 0.354298 0.057 Uiso calc 1 . .
C C59 1.1261(5) 0.5034(3) 0.7699(3) 0.0528(12) Uani d 1 . .
H H59 1.155975 0.520717 0.723702 0.063 Uiso calc 1 . .
C C9 0.2289(5) 0.2437(2) 0.3556(3) 0.0454(11) Uani d 1 . .
H H9 0.275373 0.231087 0.402356 0.054 Uiso calc 1 . .
C C77 0.3692(5) 0.6289(3) 0.9078(3) 0.0554(13) Uani d 1 . .
H H77 0.285425 0.614622 0.929463 0.066 Uiso calc 1 . .
C C11 0.0388(6) 0.2231(3) 0.2615(4) 0.0629(15) Uani d 1 . .
H H11 -0.046526 0.198648 0.245715 0.075 Uiso calc 1 . .
C C10 0.1071(6) 0.2044(3) 0.3282(4) 0.0640(17) Uani d 1 . .
H H10 0.072592 0.164545 0.356533 0.077 Uiso calc 1 . .
C C12 0.0916(6) 0.2760(3) 0.2178(3) 0.0585(14) Uani d 1 . .
H H12 0.046507 0.286672 0.170176 0.070 Uiso calc 1 . .
C C32 0.0128(5) 0.7439(3) 0.3430(3) 0.0493(12) Uani d 1 . .
H H32 -0.056947 0.758179 0.375289 0.059 Uiso calc 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Ni1 N1 . . 93.37(13) yes
O1 Ni1 O2 . . 85.23(11) ?
O1 Ni1 N2 . . 178.67(12) ?
O2 Ni1 N1 . . 178.46(13) ?
O2 Ni1 N2 . . 93.97(12) yes
N1 Ni1 N2 . . 87.42(12) yes
O3 Ni2 N4 . . 179.41(13) ?
O3 Ni2 N3 . . 92.66(12) yes
O4 Ni2 O3 . . 85.46(11) ?
O4 Ni2 N4 . . 94.30(12) yes
O4 Ni2 N3 . . 176.57(13) ?
N3 Ni2 N4 . . 87.60(13) yes
C1 O1 Ni1 . . 126.5(2) ?
C41 O3 Ni2 . . 125.0(2) ?
C61 O4 Ni2 . . 128.1(2) ?
C14 N1 Ni1 . . 109.6(2) ?
C7 N1 Ni1 . . 128.1(3) ?
C7 N1 C14 . . 122.3(3) ?
C21 O2 Ni1 . . 126.5(2) ?
C67 N4 Ni2 . . 128.2(2) ?
C67 N4 C74 . . 120.5(3) ?
C74 N4 Ni2 . . 111.3(2) ?
C47 N3 Ni2 . . 128.7(2) ?
C47 N3 C54 . . 121.2(3) ?
C54 N3 Ni2 . . 110.0(2) ?
C34 N2 Ni1 . . 111.4(2) ?
C27 N2 Ni1 . . 128.5(3) ?
C27 N2 C34 . . 119.9(3) ?
C53 C48 C47 . . 119.1(3) ?
C53 C48 C49 . . 119.5(3) ?
C49 C48 C47 . . 121.2(3) ?
O2 C21 C22 . . 117.4(4) ?
O2 C21 C26 . . 124.6(3) ?
C22 C21 C26 . . 118.0(3) ?
C29 C28 C27 . . 120.8(3) ?
C29 C28 C33 . . 119.4(4) ?
C33 C28 C27 . . 119.7(3) ?
N4 C67 C68 . . 118.8(3) ?
N4 C67 C66 . . 122.8(3) ?
C66 C67 C68 . . 118.3(3) ?
N4 C74 H74 . . 109.1 ?
N4 C74 C75 . . 111.7(3) ?
N4 C74 C54 . . 105.6(3) ?
C75 C74 H74 . . 109.1 ?
C75 C74 C54 . . 112.1(3) ?
C54 C74 H74 . . 109.1 ?
N3 C47 C48 . . 119.5(3) ?
N3 C47 C46 . . 121.2(3) ?
C46 C47 C48 . . 119.2(3) ?
C42 C43 H43 . . 119.5 ?
C42 C43 C44 . . 121.0(3) ?
C44 C43 H43 . . 119.5 ?
N1 C14 H14 . . 109.7 ?
N1 C14 C34 . . 104.8(3) ?
N1 C14 C15 . . 111.9(3) ?
C34 C14 H14 . . 109.7 ?
C15 C14 H14 . . 109.7 ?
C15 C14 C34 . . 110.9(3) ?
N1 C7 C6 . . 121.2(3) ?
N1 C7 C8 . . 119.4(3) ?
C6 C7 C8 . . 119.3(3) ?
C28 C29 H29 . . 120.1 ?
C28 C29 C30 . . 119.9(4) ?
C30 C29 H29 . . 120.1 ?
C69 C68 C67 . . 123.0(3) ?
C69 C68 C73 . . 119.3(3) ?
C73 C68 C67 . . 117.6(3) ?
C41 C46 C47 . . 121.5(3) ?
C45 C46 C47 . . 119.7(3) ?
C45 C46 C41 . . 118.8(3) ?
C62 C63 H63 . . 119.4 ?
C62 C63 C64 . . 121.2(4) ?
C64 C63 H63 . . 119.4 ?
C58 C57 H57 . . 119.8 ?
C58 C57 C56 . . 120.3(4) ?
C56 C57 H57 . . 119.8 ?
C57 C58 H58 . . 120.1 ?
C57 C58 C59 . . 119.8(4) ?
C59 C58 H58 . . 120.1 ?
C79 C78 H78 . . 120.5 ?
C77 C78 H78 . . 120.5 ?
C77 C78 C79 . . 119.0(4) ?
C80 C75 C74 . . 118.5(3) ?
C80 C75 C76 . . 118.4(4) ?
C76 C75 C74 . . 123.1(3) ?
N3 C54 C74 . . 104.5(3) ?
N3 C54 H54 . . 109.3 ?
N3 C54 C55 . . 113.0(3) ?
C74 C54 H54 . . 109.3 ?
C55 C54 C74 . . 111.3(3) ?
C55 C54 H54 . . 109.3 ?
O3 C41 C46 . . 124.3(3) ?
O3 C41 C42 . . 117.6(3) ?
C42 C41 C46 . . 118.2(3) ?
C40 C39 H39 . . 120.0 ?
C40 C39 C38 . . 120.0(4) ?
C38 C39 H39 . . 120.0 ?
C21 C22 H22 . . 119.3 ?
C23 C22 C21 . . 121.5(4) ?
C23 C22 H22 . . 119.3 ?
C43 C42 C41 . . 121.4(4) ?
C43 C42 H42 . . 119.3 ?
C41 C42 H42 . . 119.3 ?
O4 C61 C62 . . 117.2(3) ?
O4 C61 C66 . . 124.7(3) ?
C62 C61 C66 . . 118.1(3) ?
C68 C69 H69 . . 120.1 ?
C70 C69 C68 . . 119.8(3) ?
C70 C69 H69 . . 120.1 ?
C23 C24 H24 . . 120.5 ?
C25 C24 H24 . . 120.5 ?
C25 C24 C23 . . 118.9(4) ?
C40 C35 C34 . . 117.5(3) ?
C40 C35 C36 . . 118.6(3) ?
C36 C35 C34 . . 123.8(3) ?
C48 C53 H53 . . 119.8 ?
C52 C53 C48 . . 120.3(4) ?
C52 C53 H53 . . 119.8 ?
C63 C62 C61 . . 121.4(4) ?
C63 C62 H62 . . 119.3 ?
C61 C62 H62 . . 119.3 ?
C22 C23 C24 . . 121.0(4) ?
C22 C23 H23 . . 119.5 ?
C24 C23 H23 . . 119.5 ?
C56 C55 C54 . . 125.2(3) ?
C56 C55 C60 . . 116.9(3) ?
C60 C55 C54 . . 117.7(3) ?
C24 C25 H25 . . 119.0 ?
C24 C25 C26 . . 121.9(4) ?
C26 C25 H25 . . 119.0 ?
C39 C40 C35 . . 121.4(3) ?
C39 C40 H40 . . 119.3 ?
C35 C40 H40 . . 119.3 ?
O1 C1 C6 . . 124.7(3) ?
O1 C1 C2 . . 117.0(4) ?
C6 C1 C2 . . 118.2(3) ?
C73 C72 H72 . . 119.5 ?
C71 C72 H72 . . 119.5 ?
C71 C72 C73 . . 121.1(3) ?
N2 C34 C14 . . 104.1(3) ?
N2 C34 C35 . . 113.3(3) ?
N2 C34 H34 . . 109.5 ?
C14 C34 H34 . . 109.5 ?
C35 C34 C14 . . 110.7(3) ?
C35 C34 H34 . . 109.5 ?
C68 C73 H73 . . 120.1 ?
C72 C73 C68 . . 119.9(4) ?
C72 C73 H73 . . 120.1 ?
C46 C45 H45 . . 119.1 ?
C44 C45 C46 . . 121.8(3) ?
C44 C45 H45 . . 119.1 ?
C43 C44 H44 . . 120.6 ?
C45 C44 C43 . . 118.8(3) ?
C45 C44 H44 . . 120.6 ?
C63 C64 H64 . . 120.6 ?
C65 C64 C63 . . 118.8(4) ?
C65 C64 H64 . . 120.6 ?
C52 C51 H51 . . 120.2 ?
C50 C51 H51 . . 120.2 ?
C50 C51 C52 . . 119.7(4) ?
C53 C52 C51 . . 120.1(4) ?
C53 C52 H52 . . 119.9 ?
C51 C52 H52 . . 119.9 ?
C29 C30 H30 . . 119.8 ?
C31 C30 C29 . . 120.3(4) ?
C31 C30 H30 . . 119.8 ?
C21 C26 C27 . . 122.1(3) ?
C25 C26 C21 . . 118.6(3) ?
C25 C26 C27 . . 119.2(3) ?
C16 C15 C14 . . 124.1(3) ?
C16 C15 C20 . . 118.4(3) ?
C20 C15 C14 . . 117.5(3) ?
C57 C56 H56 . . 119.3 ?
C55 C56 C57 . . 121.4(4) ?
C55 C56 H56 . . 119.3 ?
C36 C37 H37 . . 119.4 ?
C38 C37 H37 . . 119.4 ?
C38 C37 C36 . . 121.1(3) ?
C17 C18 H18 . . 120.1 ?
C17 C18 C19 . . 119.8(3) ?
C19 C18 H18 . . 120.1 ?
C75 C80 H80 . . 119.4 ?
C75 C80 C79 . . 121.3(4) ?
C79 C80 H80 . . 119.4 ?
C51 C50 H50 . . 119.5 ?
C51 C50 C49 . . 121.1(4) ?
C49 C50 H50 . . 119.5 ?
C61 C66 C67 . . 121.5(3) ?
C65 C66 C67 . . 120.0(3) ?
C65 C66 C61 . . 118.4(3) ?
C64 C65 C66 . . 121.9(4) ?
C64 C65 H65 . . 119.0 ?
C66 C65 H65 . . 119.0 ?
C48 C49 H49 . . 120.4 ?
C50 C49 C48 . . 119.2(4) ?
C50 C49 H49 . . 120.4 ?
C15 C16 H16 . . 119.9 ?
C15 C16 C17 . . 120.2(4) ?
C17 C16 H16 . . 119.9 ?
N2 C27 C28 . . 120.0(3) ?
N2 C27 C26 . . 121.5(3) ?
C26 C27 C28 . . 118.5(3) ?
C78 C79 C80 . . 120.1(4) ?
C78 C79 H79 . . 120.0 ?
C80 C79 H79 . . 120.0 ?
C15 C20 H20 . . 119.2 ?
C19 C20 C15 . . 121.7(4) ?
C19 C20 H20 . . 119.2 ?
C18 C17 C16 . . 120.4(4) ?
C18 C17 H17 . . 119.8 ?
C16 C17 H17 . . 119.8 ?
C69 C70 H70 . . 119.7 ?
C71 C70 C69 . . 120.6(4) ?
C71 C70 H70 . . 119.7 ?
C35 C36 H36 . . 120.2 ?
C37 C36 C35 . . 119.7(4) ?
C37 C36 H36 . . 120.2 ?
C72 C71 C70 . . 119.3(3) ?
C72 C71 H71 . . 120.3 ?
C70 C71 H71 . . 120.3 ?
C28 C33 H33 . . 120.2 ?
C32 C33 C28 . . 119.6(4) ?
C32 C33 H33 . . 120.2 ?
C1 C6 C7 . . 121.5(3) ?
C1 C6 C5 . . 118.6(4) ?
C5 C6 C7 . . 119.8(4) ?
C13 C8 C7 . . 119.7(3) ?
C9 C8 C7 . . 121.7(4) ?
C9 C8 C13 . . 118.5(4) ?
C39 C38 H38 . . 120.5 ?
C37 C38 C39 . . 119.1(3) ?
C37 C38 H38 . . 120.5 ?
C1 C2 H2 . . 119.2 ?
C3 C2 C1 . . 121.6(4) ?
C3 C2 H2 . . 119.2 ?
C18 C19 H19 . . 120.2 ?
C20 C19 C18 . . 119.5(4) ?
C20 C19 H19 . . 120.2 ?
C75 C76 H76 . . 119.8 ?
C75 C76 C77 . . 120.4(4) ?
C77 C76 H76 . . 119.8 ?
C2 C3 H3 . . 119.7 ?
C2 C3 C4 . . 120.6(4) ?
C4 C3 H3 . . 119.7 ?
C30 C31 H31 . . 120.0 ?
C32 C31 C30 . . 119.9(4) ?
C32 C31 H31 . . 120.0 ?
C6 C5 H5 . . 119.2 ?
C4 C5 C6 . . 121.7(4) ?
C4 C5 H5 . . 119.2 ?
C8 C13 H13 . . 119.3 ?
C12 C13 C8 . . 121.4(5) ?
C12 C13 H13 . . 119.3 ?
C55 C60 H60 . . 119.3 ?
C59 C60 C55 . . 121.5(4) ?
C59 C60 H60 . . 119.3 ?
C3 C4 H4 . . 120.4 ?
C5 C4 C3 . . 119.2(4) ?
C5 C4 H4 . . 120.4 ?
C58 C59 C60 . . 119.9(4) ?
C58 C59 H59 . . 120.1 ?
C60 C59 H59 . . 120.1 ?
C8 C9 H9 . . 120.7 ?
C8 C9 C10 . . 118.7(5) ?
C10 C9 H9 . . 120.7 ?
C78 C77 C76 . . 120.8(4) ?
C78 C77 H77 . . 119.6 ?
C76 C77 H77 . . 119.6 ?
C10 C11 H11 . . 119.7 ?
C12 C11 H11 . . 119.7 ?
C12 C11 C10 . . 120.6(5) ?
C9 C10 H10 . . 119.6 ?
C11 C10 C9 . . 120.9(5) ?
C11 C10 H10 . . 119.6 ?
C13 C12 H12 . . 120.1 ?
C11 C12 C13 . . 119.8(5) ?
C11 C12 H12 . . 120.1 ?
C33 C32 H32 . . 119.6 ?
C31 C32 C33 . . 120.9(4) ?
C31 C32 H32 . . 119.6 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 O1 . 1.833(2) yes
Ni1 O2 . 1.836(3) yes
Ni1 N1 . 1.861(3) yes
Ni1 N2 . 1.863(3) yes
Ni2 O3 . 1.847(2) yes
Ni2 O4 . 1.825(3) yes
Ni2 N4 . 1.867(3) yes
Ni2 N3 . 1.861(3) yes
O1 C1 . 1.308(5) ?
O3 C41 . 1.312(4) ?
O4 C61 . 1.303(5) ?
N1 C14 . 1.478(4) ?
N1 C7 . 1.314(5) ?
O2 C21 . 1.311(5) ?
N4 C67 . 1.300(5) ?
N4 C74 . 1.472(4) ?
N3 C47 . 1.297(5) ?
N3 C54 . 1.483(4) ?
N2 C34 . 1.479(5) ?
N2 C27 . 1.303(5) ?
C48 C47 . 1.495(5) ?
C48 C53 . 1.392(5) ?
C48 C49 . 1.398(5) ?
C21 C22 . 1.416(6) ?
C21 C26 . 1.420(5) ?
C28 C29 . 1.383(5) ?
C28 C27 . 1.502(5) ?
C28 C33 . 1.397(5) ?
C67 C68 . 1.514(5) ?
C67 C66 . 1.440(5) ?
C74 H74 . 1.0000 ?
C74 C75 . 1.524(5) ?
C74 C54 . 1.540(5) ?
C47 C46 . 1.453(5) ?
C43 H43 . 0.9500 ?
C43 C42 . 1.370(5) ?
C43 C44 . 1.403(6) ?
C14 H14 . 1.0000 ?
C14 C34 . 1.537(5) ?
C14 C15 . 1.530(4) ?
C7 C6 . 1.453(5) ?
C7 C8 . 1.495(5) ?
C29 H29 . 0.9500 ?
C29 C30 . 1.394(6) ?
C68 C69 . 1.392(5) ?
C68 C73 . 1.399(5) ?
C46 C41 . 1.423(5) ?
C46 C45 . 1.419(5) ?
C63 H63 . 0.9500 ?
C63 C62 . 1.365(6) ?
C63 C64 . 1.400(6) ?
C57 H57 . 0.9500 ?
C57 C58 . 1.354(6) ?
C57 C56 . 1.394(6) ?
C58 H58 . 0.9500 ?
C58 C59 . 1.373(7) ?
C78 H78 . 0.9500 ?
C78 C79 . 1.382(6) ?
C78 C77 . 1.382(7) ?
C75 C80 . 1.382(5) ?
C75 C76 . 1.387(5) ?
C54 H54 . 1.0000 ?
C54 C55 . 1.517(5) ?
C41 C42 . 1.415(5) ?
C39 H39 . 0.9500 ?
C39 C40 . 1.380(5) ?
C39 C38 . 1.387(5) ?
C22 H22 . 0.9500 ?
C22 C23 . 1.369(6) ?
C42 H42 . 0.9500 ?
C61 C62 . 1.414(5) ?
C61 C66 . 1.426(5) ?
C69 H69 . 0.9500 ?
C69 C70 . 1.388(5) ?
C24 H24 . 0.9500 ?
C24 C23 . 1.397(6) ?
C24 C25 . 1.373(6) ?
C35 C40 . 1.389(5) ?
C35 C34 . 1.520(5) ?
C35 C36 . 1.396(5) ?
C53 H53 . 0.9500 ?
C53 C52 . 1.379(6) ?
C62 H62 . 0.9500 ?
C23 H23 . 0.9500 ?
C55 C56 . 1.374(5) ?
C55 C60 . 1.399(5) ?
C25 H25 . 0.9500 ?
C25 C26 . 1.419(5) ?
C40 H40 . 0.9500 ?
C1 C6 . 1.420(6) ?
C1 C2 . 1.422(6) ?
C72 H72 . 0.9500 ?
C72 C73 . 1.378(5) ?
C72 C71 . 1.375(6) ?
C34 H34 . 1.0000 ?
C73 H73 . 0.9500 ?
C45 H45 . 0.9500 ?
C45 C44 . 1.378(5) ?
C44 H44 . 0.9500 ?
C64 H64 . 0.9500 ?
C64 C65 . 1.372(5) ?
C51 H51 . 0.9500 ?
C51 C52 . 1.389(6) ?
C51 C50 . 1.374(6) ?
C52 H52 . 0.9500 ?
C30 H30 . 0.9500 ?
C30 C31 . 1.373(6) ?
C26 C27 . 1.448(5) ?
C15 C16 . 1.386(5) ?
C15 C20 . 1.388(5) ?
C56 H56 . 0.9500 ?
C37 H37 . 0.9500 ?
C37 C36 . 1.391(5) ?
C37 C38 . 1.384(6) ?
C18 H18 . 0.9500 ?
C18 C17 . 1.379(6) ?
C18 C19 . 1.382(6) ?
C80 H80 . 0.9500 ?
C80 C79 . 1.388(6) ?
C50 H50 . 0.9500 ?
C50 C49 . 1.387(6) ?
C66 C65 . 1.421(5) ?
C65 H65 . 0.9500 ?
C49 H49 . 0.9500 ?
C16 H16 . 0.9500 ?
C16 C17 . 1.396(5) ?
C79 H79 . 0.9500 ?
C20 H20 . 0.9500 ?
C20 C19 . 1.380(5) ?
C17 H17 . 0.9500 ?
C70 H70 . 0.9500 ?
C70 C71 . 1.387(6) ?
C36 H36 . 0.9500 ?
C71 H71 . 0.9500 ?
C33 H33 . 0.9500 ?
C33 C32 . 1.385(6) ?
C6 C5 . 1.423(5) ?
C8 C13 . 1.397(6) ?
C8 C9 . 1.389(6) ?
C38 H38 . 0.9500 ?
C2 H2 . 0.9500 ?
C2 C3 . 1.358(6) ?
C19 H19 . 0.9500 ?
C76 H76 . 0.9500 ?
C76 C77 . 1.390(6) ?
C3 H3 . 0.9500 ?
C3 C4 . 1.415(7) ?
C31 H31 . 0.9500 ?
C31 C32 . 1.368(7) ?
C5 H5 . 0.9500 ?
C5 C4 . 1.369(6) ?
C13 H13 . 0.9500 ?
C13 C12 . 1.386(7) ?
C60 H60 . 0.9500 ?
C60 C59 . 1.379(6) ?
C4 H4 . 0.9500 ?
C59 H59 . 0.9500 ?
C9 H9 . 0.9500 ?
C9 C10 . 1.417(8) ?
C77 H77 . 0.9500 ?
C11 H11 . 0.9500 ?
C11 C10 . 1.366(9) ?
C11 C12 . 1.352(9) ?
C10 H10 . 0.9500 ?
C12 H12 . 0.9500 ?
C32 H32 . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C43 H43 O1 1_556 0.95 2.595 3.500(4) 159 yes
C51 H51 O3 2_757 0.95 2.517 3.417(5) 158 yes
C71 H71 O1 . 0.95 2.633 3.308(4) 128 yes
C71 H71 O2 . 0.95 2.616 3.562(4) 173 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Ni1 O1 C1 C6 . . . . -10.8(5) ?
Ni1 O1 C1 C2 . . . . 169.2(2) ?
Ni1 N1 C14 C34 . . . . 42.8(3) ?
Ni1 N1 C14 C15 . . . . -77.5(3) ?
Ni1 N1 C7 C6 . . . . 9.8(5) ?
Ni1 N1 C7 C8 . . . . -172.4(2) ?
Ni1 O2 C21 C22 . . . . 172.2(3) ?
Ni1 O2 C21 C26 . . . . -8.7(5) ?
Ni1 N2 C34 C14 . . . . 36.2(3) ?
Ni1 N2 C34 C35 . . . . -84.1(3) ?
Ni1 N2 C27 C28 . . . . -176.0(2) ?
Ni1 N2 C27 C26 . . . . 6.3(5) ?
Ni2 O3 C41 C46 . . . . -20.5(5) ?
Ni2 O3 C41 C42 . . . . 159.6(2) ?
Ni2 O4 C61 C62 . . . . 178.3(3) ?
Ni2 O4 C61 C66 . . . . -1.3(5) ?
Ni2 N4 C67 C68 . . . . -168.9(2) ?
Ni2 N4 C67 C66 . . . . 8.2(5) ?
Ni2 N4 C74 C75 . . . . -87.7(3) ?
Ni2 N4 C74 C54 . . . . 34.4(3) ?
Ni2 N3 C47 C48 . . . . -172.7(2) ?
Ni2 N3 C47 C46 . . . . 6.9(5) ?
Ni2 N3 C54 C74 . . . . 41.6(3) ?
Ni2 N3 C54 C55 . . . . -79.5(3) ?
O1 Ni1 N1 C14 . . . . 160.0(2) ?
O1 Ni1 N1 C7 . . . . -20.8(3) ?
O1 Ni1 O2 C21 . . . . -162.1(3) ?
O1 C1 C6 C7 . . . . -7.7(5) ?
O1 C1 C6 C5 . . . . 176.0(3) ?
O1 C1 C2 C3 . . . . -177.6(4) ?
O3 Ni2 O4 C61 . . . . -176.6(3) ?
O3 Ni2 N3 C47 . . . . -21.6(3) ?
O3 Ni2 N3 C54 . . . . 161.2(2) ?
O3 C41 C42 C43 . . . . -177.3(3) ?
O4 Ni2 O3 C41 . . . . -155.2(3) ?
O4 Ni2 N4 C67 . . . . -7.6(3) ?
O4 Ni2 N4 C74 . . . . 173.3(2) ?
O4 C61 C62 C63 . . . . 178.7(4) ?
O4 C61 C66 C67 . . . . -0.1(5) ?
O4 C61 C66 C65 . . . . -177.4(3) ?
N1 Ni1 O1 C1 . . . . 20.9(3) ?
N1 Ni1 N2 C34 . . . . -11.0(2) ?
N1 Ni1 N2 C27 . . . . 163.4(3) ?
N1 C14 C34 N2 . . . . -49.6(3) yes
N1 C14 C34 C35 . . . . 72.5(3) ?
N1 C14 C15 C16 . . . . 8.3(5) ?
N1 C14 C15 C20 . . . . -173.6(3) ?
N1 C7 C6 C1 . . . . 8.1(5) ?
N1 C7 C6 C5 . . . . -175.7(3) ?
N1 C7 C8 C13 . . . . 61.6(5) yes
N1 C7 C8 C9 . . . . -114.3(4) ?
N2 Ni1 N1 C14 . . . . -19.0(2) ?
N2 Ni1 N1 C7 . . . . 160.3(3) ?
N2 Ni1 O2 C21 . . . . 16.8(3) ?
N2 C27 C28 C33 . . . . 101.6(4) yes
O2 Ni1 O1 C1 . . . . -159.8(3) ?
O2 Ni1 N2 C34 . . . . 169.7(2) ?
O2 Ni1 N2 C27 . . . . -15.9(3) ?
O2 C21 C22 C23 . . . . -178.7(4) ?
O2 C21 C26 C25 . . . . 176.7(3) ?
O2 C21 C26 C27 . . . . -6.9(5) ?
N3 Ni2 O3 C41 . . . . 27.7(3) ?
N3 Ni2 N4 C67 . . . . 169.6(3) ?
N3 Ni2 N4 C74 . . . . -9.6(2) ?
N3 C47 C46 C41 . . . . 10.0(5) ?
N3 C47 C46 C45 . . . . -172.4(3) ?
N3 C54 C74 N4 . . . . -47.8(3) yes
N3 C54 C55 C56 . . . . 9.9(5) ?
N3 C54 C55 C60 . . . . -175.0(4) ?
N3 C47 C48 C53 . . . . 77.9(4) yes
N4 Ni2 O4 C61 . . . . 4.0(3) ?
N4 Ni2 N3 C47 . . . . 157.9(3) ?
N4 Ni2 N3 C54 . . . . -19.3(2) ?
N4 C67 C68 C69 . . . . -74.6(5) ?
N4 C67 C68 C73 . . . . 102.4(4) yes
N4 C67 C66 C61 . . . . -3.5(5) ?
N4 C67 C66 C65 . . . . 173.7(3) ?
N4 C74 C75 C80 . . . . -170.3(3) ?
N4 C74 C75 C76 . . . . 7.5(5) ?
N4 C74 C54 C55 . . . . 74.4(3) ?
C48 C47 C46 C41 . . . . -170.4(3) ?
C48 C47 C46 C45 . . . . 7.2(5) ?
C48 C53 C52 C51 . . . . -0.6(6) ?
C21 C22 C23 C24 . . . . 1.1(6) ?
C21 C26 C27 N2 . . . . 8.1(5) ?
C21 C26 C27 C28 . . . . -169.7(3) ?
C28 C29 C30 C31 . . . . 0.1(6) ?
C28 C33 C32 C31 . . . . 0.4(7) ?
C67 N4 C74 C75 . . . . 93.1(4) ?
C67 N4 C74 C54 . . . . -144.8(3) ?
C67 C68 C69 C70 . . . . 175.9(3) ?
C67 C68 C73 C72 . . . . -176.8(3) ?
C67 C66 C65 C64 . . . . -179.1(3) ?
C74 N4 C67 C68 . . . . 10.2(5) ?
C74 N4 C67 C66 . . . . -172.7(3) ?
C74 C75 C80 C79 . . . . -179.4(4) ?
C74 C75 C76 C77 . . . . -178.6(4) ?
C74 C54 C55 C56 . . . . -107.2(4) ?
C74 C54 C55 C60 . . . . 67.8(5) ?
C47 N3 C54 C74 . . . . -135.8(3) ?
C47 N3 C54 C55 . . . . 103.1(4) ?
C47 C48 C53 C52 . . . . -173.2(3) ?
C47 C48 C49 C50 . . . . 173.4(3) ?
C47 C46 C41 O3 . . . . -2.8(5) ?
C47 C46 C41 C42 . . . . 177.1(3) ?
C47 C46 C45 C44 . . . . -179.8(3) ?
C14 N1 C7 C6 . . . . -171.0(3) ?
C14 N1 C7 C8 . . . . 6.8(5) ?
C14 C15 C16 C17 . . . . 179.8(4) ?
C14 C15 C20 C19 . . . . -179.8(4) ?
C7 N1 C14 C34 . . . . -136.6(3) ?
C7 N1 C14 C15 . . . . 103.2(3) ?
C7 C6 C5 C4 . . . . -173.9(4) ?
C7 C8 C13 C12 . . . . -171.3(4) ?
C7 C8 C9 C10 . . . . 172.3(4) ?
C29 C28 C27 N2 . . . . -79.9(4) ?
C29 C28 C27 C26 . . . . 97.9(4) ?
C29 C28 C33 C32 . . . . -0.3(6) ?
C29 C30 C31 C32 . . . . 0.0(7) ?
C68 C67 C66 C61 . . . . 173.6(3) ?
C68 C67 C66 C65 . . . . -9.1(5) ?
C68 C69 C70 C71 . . . . 0.9(6) ?
C46 C41 C42 C43 . . . . 2.8(5) ?
C46 C45 C44 C43 . . . . 2.5(5) ?
C63 C64 C65 C66 . . . . -1.0(6) ?
C57 C58 C59 C60 . . . . 5.2(8) ?
C58 C57 C56 C55 . . . . 1.1(7) ?
C75 C74 C54 N3 . . . . 74.0(3) ?
C75 C74 C54 C55 . . . . -163.8(3) ?
C75 C80 C79 C78 . . . . -2.0(7) ?
C75 C76 C77 C78 . . . . -1.9(8) ?
C54 N3 C47 C48 . . . . 4.2(5) ?
C54 N3 C47 C46 . . . . -176.2(3) ?
C54 C74 C75 C80 . . . . 71.4(4) ?
C54 C74 C75 C76 . . . . -110.8(4) ?
C54 C55 C56 C57 . . . . 178.3(4) ?
C54 C55 C60 C59 . . . . -179.0(5) ?
C41 C46 C45 C44 . . . . -2.1(5) ?
C22 C21 C26 C25 . . . . -4.2(5) ?
C22 C21 C26 C27 . . . . 172.2(3) ?
C42 C43 C44 C45 . . . . -0.2(5) ?
C61 C66 C65 C64 . . . . -1.8(5) ?
C69 C68 C73 C72 . . . . 0.3(5) ?
C69 C70 C71 C72 . . . . 0.1(6) ?
C24 C25 C26 C21 . . . . 3.2(5) ?
C24 C25 C26 C27 . . . . -173.3(3) ?
C53 C48 C47 C46 . . . . -101.7(4) ?
C53 C48 C49 C50 . . . . -1.9(5) ?
C62 C63 C64 C65 . . . . 2.4(6) ?
C62 C61 C66 C67 . . . . -179.6(3) ?
C62 C61 C66 C65 . . . . 3.1(5) ?
C23 C24 C25 C26 . . . . 0.0(6) ?
C55 C60 C59 C58 . . . . -0.6(9) ?
C25 C24 C23 C22 . . . . -2.2(6) ?
C25 C26 C27 N2 . . . . -175.6(3) ?
C25 C26 C27 C28 . . . . 6.7(5) ?
C40 C39 C38 C37 . . . . -1.3(6) ?
C40 C35 C34 N2 . . . . -170.5(3) ?
C40 C35 C34 C14 . . . . 72.9(4) ?
C40 C35 C36 C37 . . . . -1.7(6) ?
C1 C6 C5 C4 . . . . 2.5(6) ?
C1 C2 C3 C4 . . . . 1.0(6) ?
C34 N2 C27 C28 . . . . -2.0(4) ?
C34 N2 C27 C26 . . . . -179.7(3) ?
C34 C14 C15 C16 . . . . -108.3(4) ?
C34 C14 C15 C20 . . . . 69.7(4) ?
C34 C35 C40 C39 . . . . -176.1(3) ?
C34 C35 C36 C37 . . . . 176.0(4) ?
C73 C68 C69 C70 . . . . -1.1(6) ?
C73 C72 C71 C70 . . . . -0.9(6) ?
C45 C46 C41 O3 . . . . 179.5(3) ?
C45 C46 C41 C42 . . . . -0.5(5) ?
C44 C43 C42 C41 . . . . -2.4(5) ?
C64 C63 C62 C61 . . . . -1.0(6) ?
C51 C50 C49 C48 . . . . 0.0(6) ?
C52 C51 C50 C49 . . . . 1.5(6) ?
C30 C31 C32 C33 . . . . -0.3(7) ?
C26 C21 C22 C23 . . . . 2.2(6) ?
C15 C14 C34 N2 . . . . 71.3(3) ?
C15 C14 C34 C35 . . . . -166.6(3) ?
C15 C16 C17 C18 . . . . -1.4(7) ?
C15 C20 C19 C18 . . . . 1.0(7) ?
C56 C57 C58 C59 . . . . -5.4(7) ?
C56 C55 C60 C59 . . . . -3.5(7) ?
C80 C75 C76 C77 . . . . -0.7(7) ?
C50 C51 C52 C53 . . . . -1.2(6) ?
C66 C67 C68 C69 . . . . 108.1(4) ?
C66 C67 C68 C73 . . . . -74.8(4) ?
C66 C61 C62 C63 . . . . -1.8(6) ?
C49 C48 C47 N3 . . . . -97.4(4) ?
C49 C48 C47 C46 . . . . 83.0(4) ?
C49 C48 C53 C52 . . . . 2.2(5) ?
C16 C15 C20 C19 . . . . -1.6(6) ?
C27 N2 C34 C14 . . . . -138.7(3) ?
C27 N2 C34 C35 . . . . 100.9(3) ?
C27 C28 C29 C30 . . . . -178.5(4) ?
C27 C28 C33 C32 . . . . 178.3(4) ?
C79 C78 C77 C76 . . . . 2.6(8) ?
C20 C15 C16 C17 . . . . 1.8(6) ?
C17 C18 C19 C20 . . . . -0.5(7) ?
C36 C35 C40 C39 . . . . 1.7(5) ?
C36 C35 C34 N2 . . . . 11.8(5) ?
C36 C35 C34 C14 . . . . -104.8(4) ?
C36 C37 C38 C39 . . . . 1.3(7) ?
C71 C72 C73 C68 . . . . 0.7(6) ?
C33 C28 C29 C30 . . . . 0.0(6) ?
C33 C28 C27 C26 . . . . -80.7(4) ?
C6 C7 C8 C13 . . . . -120.6(4) ?
C6 C7 C8 C9 . . . . 63.5(5) ?
C6 C1 C2 C3 . . . . 2.4(6) ?
C6 C5 C4 C3 . . . . 0.8(7) ?
C8 C7 C6 C1 . . . . -169.7(3) ?
C8 C7 C6 C5 . . . . 6.6(5) ?
C8 C13 C12 C11 . . . . -1.1(7) ?
C8 C9 C10 C11 . . . . -1.0(7) ?
C38 C39 C40 C35 . . . . -0.2(6) ?
C38 C37 C36 C35 . . . . 0.2(7) ?
C2 C1 C6 C7 . . . . 172.3(3) ?
C2 C1 C6 C5 . . . . -4.0(5) ?
C2 C3 C4 C5 . . . . -2.6(7) ?
C19 C18 C17 C16 . . . . 0.7(7) ?
C76 C75 C80 C79 . . . . 2.7(7) ?
C13 C8 C9 C10 . . . . -3.6(6) ?
C60 C55 C56 C57 . . . . 3.3(6) ?
C9 C8 C13 C12 . . . . 4.7(6) ?
C77 C78 C79 C80 . . . . -0.7(7) ?
C10 C11 C12 C13 . . . . -3.7(7) ?
C12 C11 C10 C9 . . . . 4.7(8) ?
