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#$Date: 2016-03-22 11:30:38 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178902 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/31/4113198.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_4113198
loop_
_publ_author_name
'Maximilian N. Kopylovich'
'Vadim Yu. Kukushkin'
'Matti Haukka'
'Konstantin V. Luzyanin'
'Armando J. L. Pombeiro'
_publ_section_title
;
 An Efficient Synthesis of Phthalocyanines Based on an Unprecedented
 Double-Addition of Oximes to Phthalonitriles
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15040
_journal_page_last               15041
_journal_paper_doi               10.1021/ja046759i
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C32 H44 Cl2 N8 Ni O4'
_chemical_formula_weight         734.36
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.820(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.6235(11)
_cell_length_b                   9.2927(6)
_cell_length_c                   17.5169(15)
_cell_measurement_temperature    120(2)
_cell_volume                     1720.4(3)
_computing_cell_refinement       'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP in SHELXTL v.6.14 (Bruker AXS, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR2002 (Burla et al., 2003)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_sigmaI/netI    0.0473
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10468
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.48
_exptl_absorpt_coefficient_mu    0.768
_exptl_absorpt_correction_T_max  0.9001
_exptl_absorpt_correction_T_min  0.8335
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v.2.10 (Sheldrick, 2003)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_description       block
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.287
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       0.0086(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3000
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0516
_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)+(0.0729P)²+4.1583P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1335
_refine_ls_wR_factor_ref         0.1519
_reflns_number_gt                2246
_reflns_number_total             3000
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja046759isi20040602_104139_2.cif
_cod_data_source_block           structure_2
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4113198
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3328(4) 0.2826(5) 0.0251(3) 0.0285(10) Uani 1 1 d . A .
C5 C 0.6307(5) 0.1192(5) 0.1608(3) 0.0332(11) Uani 1 1 d . . .
C6 C 0.6731(5) 0.2553(5) 0.1249(3) 0.0379(12) Uani 1 1 d . . .
H6A H 0.6271 0.3381 0.1444 0.045 Uiso 1 1 calc R . .
H6B H 0.6519 0.2504 0.0686 0.045 Uiso 1 1 calc R . .
C7 C 0.8208(7) 0.2796(8) 0.1435(4) 0.0690(19) Uani 1 1 d . . .
H7A H 0.8453 0.3690 0.1193 0.103 Uiso 1 1 calc R . .
H7B H 0.8665 0.1985 0.1235 0.103 Uiso 1 1 calc R . .
H7C H 0.8417 0.2862 0.1992 0.103 Uiso 1 1 calc R . .
C8 C 0.6633(7) 0.1004(7) 0.2462(3) 0.0625(19) Uani 1 1 d . . .
H8A H 0.6313 0.0074 0.2622 0.094 Uiso 1 1 calc R . .
H8B H 0.6244 0.1780 0.2736 0.094 Uiso 1 1 calc R . .
H8C H 0.7554 0.1037 0.2583 0.094 Uiso 1 1 calc R . .
C9 C 0.5326(4) 0.1952(4) -0.1116(2) 0.0211(9) Uani 1 1 d . . .
C10 C 0.6098(4) 0.2902(4) -0.1583(2) 0.0208(9) Uani 1 1 d . . .
C11 C 0.5743(4) 0.3913(4) -0.2140(2) 0.0252(9) Uani 1 1 d . . .
H11 H 0.4878 0.4094 -0.2304 0.030 Uiso 1 1 calc R . .
C12 C 0.6707(5) 0.4655(5) -0.2448(2) 0.0292(11) Uani 1 1 d . . .
H12 H 0.6496 0.5362 -0.2832 0.035 Uiso 1 1 calc R . .
C13 C 0.7960(5) 0.4392(5) -0.2213(2) 0.0275(10) Uani 1 1 d . . .
H13 H 0.8594 0.4917 -0.2439 0.033 Uiso 1 1 calc R . .
C14 C 0.8323(4) 0.3364(4) -0.1647(2) 0.0244(9) Uani 1 1 d . . .
H14 H 0.9188 0.3179 -0.1484 0.029 Uiso 1 1 calc R . .
C15 C 0.7360(4) 0.2632(4) -0.1337(2) 0.0199(9) Uani 1 1 d . . .
C16 C 0.7369(4) 0.1546(4) -0.0708(2) 0.0201(9) Uani 1 1 d . . .
N1 N 0.4080(3) 0.2061(4) -0.00908(18) 0.0209(8) Uani 1 1 d . . .
N2 N 0.5728(3) 0.0260(4) 0.1171(2) 0.0219(8) Uani 1 1 d . . .
N3 N 0.8405(3) 0.1051(4) -0.0333(2) 0.0244(8) Uani 1 1 d . . .
N4 N 0.6206(3) 0.1198(3) -0.05792(18) 0.0194(7) Uani 1 1 d . . .
O2 O 0.4614(3) 0.0964(3) -0.16046(15) 0.0230(7) Uani 1 1 d . . .
O3 O 0.4501(3) 0.2834(3) -0.07280(16) 0.0250(7) Uani 1 1 d . . .
Cl99 Cl 0.90023(10) -0.10581(12) 0.11179(6) 0.0311(3) Uani 1 1 d . . .
Ni1 Ni 0.5000 0.0000 0.0000 0.0182(3) Uani 1 2 d S . .
C2 C 0.2806(5) 0.2223(5) 0.0949(3) 0.0317(11) Uani 1 1 d . . .
C4 C 0.2930(6) 0.4314(6) -0.0006(4) 0.0568(18) Uani 1 1 d . . .
C3 C 0.1377(8) 0.2511(9) 0.0900(5) 0.038(2) Uani 0.613(12) 1 d P A 1
H3A H 0.1038 0.2117 0.1356 0.057 Uiso 0.613(12) 1 calc PR A 1
H3B H 0.0958 0.2049 0.0440 0.057 Uiso 0.613(12) 1 calc PR A 1
H3C H 0.1224 0.3551 0.0874 0.057 Uiso 0.613(12) 1 calc PR A 1
H2A H 0.3216 0.2701 0.1417 0.050 Uiso 0.613(12) 1 d PR A 1
H2B H 0.2959 0.1194 0.0982 0.050 Uiso 0.613(12) 1 d PR A 1
H4A H 0.3334 0.4600 -0.0458 0.050 Uiso 0.613(12) 1 d PR A 1
H4B H 0.3193 0.5023 0.0415 0.050 Uiso 0.613(12) 1 d PR A 1
H4C H 0.2009 0.4377 -0.0113 0.050 Uiso 0.613(12) 1 d PR A 1
C3B C 0.1330(14) 0.4405(14) 0.0055(8) 0.051(5) Uani 0.387(12) 1 d P A 2
H3B1 H 0.1020 0.5363 -0.0104 0.077 Uiso 0.387(12) 1 calc PR A 2
H3B2 H 0.1157 0.4227 0.0586 0.077 Uiso 0.387(12) 1 calc PR A 2
H3B3 H 0.0899 0.3676 -0.0282 0.077 Uiso 0.387(12) 1 calc PR A 2
H2A H 0.3060 0.1239 0.1060 0.050 Uiso 0.387(12) 1 d PR A 2
H2B H 0.1812 0.2186 0.0861 0.050 Uiso 0.387(12) 1 d PR A 2
H2C H 0.2984 0.2833 0.1399 0.050 Uiso 0.387(12) 1 d PR A 2
H4A H 0.3021 0.4451 -0.0547 0.050 Uiso 0.387(12) 1 d PR A 2
H4B H 0.3324 0.5043 0.0315 0.050 Uiso 0.387(12) 1 d PR A 2
H30 H 0.9152 0.1158 -0.0444 0.028(13) Uiso 1 1 d R . .
H31 H 0.8341 0.0348 0.0066 0.039(14) Uiso 1 1 d 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N1 C1 C2 118.6(4) . .
N1 C1 C4 123.2(4) . .
C2 C1 C4 118.1(4) . .
N2 C5 C6 117.9(4) . .
N2 C5 C8 124.5(4) . .
C6 C5 C8 117.6(4) . .
C5 C6 C7 111.5(5) . .
C5 C6 H6A 109.3 . .
C7 C6 H6A 109.3 . .
C5 C6 H6B 109.3 . .
C7 C6 H6B 109.3 . .
H6A C6 H6B 108.0 . .
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 . .
C5 C8 H8A 109.5 . .
C5 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C5 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
O2 C9 O3 110.2(3) . .
O2 C9 N4 110.5(3) . .
O3 C9 N4 111.1(3) . .
O2 C9 C10 109.7(3) . .
O3 C9 C10 108.6(3) . .
N4 C9 C10 106.7(3) . .
C11 C10 C15 122.0(4) . .
C11 C10 C9 131.3(4) . .
C15 C10 C9 106.7(3) . .
C10 C11 C12 117.0(4) . .
C10 C11 H11 121.5 . .
C12 C11 H11 121.5 . .
C13 C12 C11 121.7(4) . .
C13 C12 H12 119.2 . .
C11 C12 H12 119.2 . .
C12 C13 C14 121.4(4) . .
C12 C13 H13 119.3 . .
C14 C13 H13 119.3 . .
C15 C14 C13 116.8(4) . .
C15 C14 H14 121.6 . .
C13 C14 H14 121.6 . .
C14 C15 C10 121.2(4) . .
C14 C15 C16 132.2(4) . .
C10 C15 C16 106.6(3) . .
N3 C16 N4 125.7(4) . .
N3 C16 C15 123.4(4) . .
N4 C16 C15 110.9(4) . .
C1 N1 O3 110.4(3) . .
C1 N1 Ni1 140.4(3) . .
O3 N1 Ni1 109.1(2) . .
C5 N2 O2 110.7(3) . 3_655
C5 N2 Ni1 139.7(3) . .
O2 N2 Ni1 109.5(2) 3_655 .
C16 N3 H30 127.5 . .
C16 N3 H31 119.0 . .
H30 N3 H31 112.6 . .
C16 N4 C9 109.1(3) . .
C16 N4 Ni1 149.8(3) . .
C9 N4 Ni1 101.0(2) . .
C9 O2 N2 109.9(3) . 3_655
C9 O3 N1 109.8(3) . .
N4 Ni1 N4 180.0 3_655 .
N4 Ni1 N2 76.62(13) 3_655 .
N4 Ni1 N2 103.38(13) . .
N4 Ni1 N2 103.39(13) 3_655 3_655
N4 Ni1 N2 76.62(13) . 3_655
N2 Ni1 N2 180.0 . 3_655
N4 Ni1 N1 77.37(12) 3_655 3_655
N4 Ni1 N1 102.63(12) . 3_655
N2 Ni1 N1 84.94(13) . 3_655
N2 Ni1 N1 95.06(13) 3_655 3_655
N4 Ni1 N1 102.63(12) 3_655 .
N4 Ni1 N1 77.37(12) . .
N2 Ni1 N1 95.06(13) . .
N2 Ni1 N1 84.94(13) 3_655 .
N1 Ni1 N1 180.0 3_655 .
C1 C2 C3 109.6(4) . .
C1 C2 H2A 109.8 . .
C3 C2 H2A 108.4 . .
C1 C2 H2B 110.1 . .
C3 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
C1 C2 H2A 113.5 . .
C3 C2 H2A 115.4 . .
H2A C2 H2A 99.6 . .
H2B C2 H2A 10.1 . .
C1 C2 H2B 110.0 . .
C3 C2 H2B 13.0 . .
H2A C2 H2B 118.9 . .
H2B C2 H2B 97.8 . .
H2A C2 H2B 104.7 . .
C1 C2 H2C 112.7 . .
C3 C2 H2C 93.0 . .
H2A C2 H2C 16.0 . .
H2B C2 H2C 120.4 . .
H2A C2 H2C 111.1 . .
H2B C2 H2C 104.2 . .
C1 C4 C3B 106.1(6) . .
C1 C4 H4A 111.2 . .
C3B C4 H4A 123.9 . .
C1 C4 H4B 109.6 . .
C3B C4 H4B 97.2 . .
H4A C4 H4B 107.7 . .
C1 C4 H4C 111.0 . .
C3B C4 H4C 14.6 . .
H4A C4 H4C 110.0 . .
H4B C4 H4C 107.4 . .
C1 C4 H4A 111.2 . .
C3B C4 H4A 104.5 . .
H4A C4 H4A 22.5 . .
H4B C4 H4A 125.5 . .
H4C C4 H4A 90.0 . .
C1 C4 H4B 112.7 . .
C3B C4 H4B 107.9 . .
H4A C4 H4B 94.7 . .
H4B C4 H4B 13.4 . .
H4C C4 H4B 116.2 . .
H4A C4 H4B 113.7 . .
C2 C3 H3A 109.5 . .
C2 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
C2 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
C2 C3 H2B 24.9 . .
H3A C3 H2B 105.9 . .
H3B C3 H2B 88.5 . .
H3C C3 H2B 131.2 . .
C4 C3B H4C 17.8 . .
C4 C3B H3B1 109.5 . .
H4C C3B H3B1 102.3 . .
C4 C3B H3B2 109.5 . .
H4C C3B H3B2 127.0 . .
H3B1 C3B H3B2 109.5 . .
C4 C3B H3B3 109.5 . .
H4C C3B H3B3 97.9 . .
H3B1 C3B H3B3 109.5 . .
H3B2 C3B H3B3 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.264(5) .
C1 C2 1.501(6) .
C1 C4 1.502(6) .
C5 N2 1.273(6) .
C5 C6 1.502(7) .
C5 C8 1.511(7) .
C6 C7 1.586(9) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 O2 1.420(5) .
C9 O3 1.422(5) .
C9 N4 1.439(5) .
C9 C10 1.503(6) .
C10 C11 1.378(6) .
C10 C15 1.389(6) .
C11 C12 1.389(6) .
C11 H11 0.9500 .
C12 C13 1.375(7) .
C12 H12 0.9500 .
C13 C14 1.402(6) .
C13 H13 0.9500 .
C14 C15 1.385(6) .
C14 H14 0.9500 .
C15 C16 1.494(6) .
C16 N3 1.307(5) .
C16 N4 1.318(5) .
N1 O3 1.437(4) .
N1 Ni1 2.149(3) .
N2 O2 1.435(4) 3_655
N2 Ni1 2.131(3) .
N3 H30 0.8417 .
N3 H31 0.9642 .
N4 Ni1 2.043(3) .
O2 N2 1.435(4) 3_655
Ni1 N4 2.043(3) 3_655
Ni1 N2 2.131(3) 3_655
Ni1 N1 2.149(3) 3_655
C2 C3 1.536(10) .
C2 H2A 0.9931 .
C2 H2B 0.9711 .
C2 H2A 0.9675 .
C2 H2B 1.0530 .
C2 H2C 0.9736 .
C4 C3B 1.717(16) .
C4 H4A 0.9748 .
C4 H4B 1.0068 .
C4 H4C 0.9794 .
C4 H4A 0.9704 .
C4 H4B 0.9496 .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C3 H2B 0.5614 .
C3B H4C 0.8071 .
C3B H3B1 0.9800 .
C3B H3B2 0.9800 .
C3B H3B3 0.9800 .
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_4
N2 C5 C6 C7 -123.7(5) . .
C8 C5 C6 C7 54.5(7) . .
O2 C9 C10 C11 65.0(6) . .
O3 C9 C10 C11 -55.5(6) . .
N4 C9 C10 C11 -175.3(4) . .
O2 C9 C10 C15 -117.1(4) . .
O3 C9 C10 C15 122.4(4) . .
N4 C9 C10 C15 2.6(4) . .
C15 C10 C11 C12 0.2(6) . .
C9 C10 C11 C12 177.8(4) . .
C10 C11 C12 C13 0.2(6) . .
C11 C12 C13 C14 -0.3(7) . .
C12 C13 C14 C15 -0.1(6) . .
C13 C14 C15 C10 0.5(6) . .
C13 C14 C15 C16 -176.1(4) . .
C11 C10 C15 C14 -0.5(6) . .
C9 C10 C15 C14 -178.7(4) . .
C11 C10 C15 C16 176.8(4) . .
C9 C10 C15 C16 -1.3(4) . .
C14 C15 C16 N3 -2.1(7) . .
C10 C15 C16 N3 -179.1(4) . .
C14 C15 C16 N4 176.5(4) . .
C10 C15 C16 N4 -0.5(4) . .
C2 C1 N1 O3 -178.4(4) . .
C4 C1 N1 O3 1.5(7) . .
C2 C1 N1 Ni1 -2.0(8) . .
C4 C1 N1 Ni1 178.0(4) . .
C6 C5 N2 O2 -179.7(4) . 3_655
C8 C5 N2 O2 2.3(7) . 3_655
C6 C5 N2 Ni1 -4.8(8) . .
C8 C5 N2 Ni1 177.1(4) . .
N3 C16 N4 C9 -179.2(4) . .
C15 C16 N4 C9 2.2(4) . .
N3 C16 N4 Ni1 -4.0(8) . .
C15 C16 N4 Ni1 177.5(4) . .
O2 C9 N4 C16 116.3(3) . .
O3 C9 N4 C16 -121.2(3) . .
C10 C9 N4 C16 -3.0(4) . .
O2 C9 N4 Ni1 -61.3(3) . .
O3 C9 N4 Ni1 61.3(3) . .
C10 C9 N4 Ni1 179.5(2) . .
O3 C9 O2 N2 -82.5(3) . 3_655
N4 C9 O2 N2 40.6(4) . 3_655
C10 C9 O2 N2 158.0(3) . 3_655
O2 C9 O3 N1 79.5(4) . .
N4 C9 O3 N1 -43.2(4) . .
C10 C9 O3 N1 -160.2(3) . .
C1 N1 O3 C9 -178.9(4) . .
Ni1 N1 O3 C9 3.5(3) . .
C16 N4 Ni1 N4 101(7) . 3_655
C9 N4 Ni1 N4 -83(7) . 3_655
C16 N4 Ni1 N2 49.4(6) . .
C9 N4 Ni1 N2 -135.2(2) . .
C16 N4 Ni1 N2 -130.6(6) . 3_655
C9 N4 Ni1 N2 44.8(2) . 3_655
C16 N4 Ni1 N1 -38.3(6) . 3_655
C9 N4 Ni1 N1 137.1(2) . 3_655
C16 N4 Ni1 N1 141.7(6) . .
C9 N4 Ni1 N1 -42.9(2) . .
C5 N2 Ni1 N4 -148.7(5) . 3_655
O2 N2 Ni1 N4 26.2(2) 3_655 3_655
C5 N2 Ni1 N4 31.3(5) . .
O2 N2 Ni1 N4 -153.8(2) 3_655 .
C5 N2 Ni1 N2 62.3(17) . 3_655
O2 N2 Ni1 N2 -122.8(17) 3_655 3_655
C5 N2 Ni1 N1 133.1(5) . 3_655
O2 N2 Ni1 N1 -52.0(2) 3_655 3_655
C5 N2 Ni1 N1 -46.9(5) . .
O2 N2 Ni1 N1 128.0(2) 3_655 .
C1 N1 Ni1 N4 26.8(5) . 3_655
O3 N1 Ni1 N4 -156.8(2) . 3_655
C1 N1 Ni1 N4 -153.2(5) . .
O3 N1 Ni1 N4 23.2(2) . .
C1 N1 Ni1 N2 -50.6(5) . .
O3 N1 Ni1 N2 125.8(2) . .
C1 N1 Ni1 N2 129.4(5) . 3_655
O3 N1 Ni1 N2 -54.2(2) . 3_655
C1 N1 Ni1 N1 -65(12) . 3_655
O3 N1 Ni1 N1 112(12) . 3_655
N1 C1 C2 C3 -134.5(5) . .
C4 C1 C2 C3 45.6(7) . .
N1 C1 C4 C3B 136.4(6) . .
C2 C1 C4 C3B -43.6(8) . .
