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#$Date: 2024-08-05 21:43:57 +0300 (Mon, 05 Aug 2024) $
#$Revision: 293811 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/65/7716519.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_7716519
loop_
_publ_author_name
'Besleaga, Iuliana'
'Raptová, Renáta'
'Stoica, Alexandru-Constantin'
'Milunovic, Miljan N. M.'
'Zalibera, Michal'
'Bai, Ruoli'
'Igaz, Nóra'
'Reynisson, Jóhannes'
'Kiricsi, Mónika'
'Enyedy, Éva A'
'Rapta, Peter'
'Hamel, Ernest'
'Arion, Vladimir B.'
_publ_section_title
;
 Are the metal identity and stoichiometry of metal complexes important for
 colchicine site binding and inhibition of tubulin polymerization?
;
_journal_issue                   29
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12349
_journal_page_last               12369
_journal_paper_doi               10.1039/d4dt01469c
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C20 H24 N5 Ni O2 S, C H4 O, Cl'
_chemical_formula_sum            'C21 H28 Cl N5 Ni O3 S'
_chemical_formula_weight         524.70
_space_group_crystal_system      orthorhombic
_space_group_IT_number           34
_space_group_name_Hall           'P 2 -2n'
_space_group_name_H-M_alt        'P n n 2'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2024-05-08 deposited with the CCDC.	2024-07-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.022(3)
_cell_length_b                   8.8256(10)
_cell_length_c                   17.135(2)
_cell_measurement_reflns_used    2768
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.45
_cell_measurement_theta_min      2.34
_cell_volume                     3027.9(7)
_computing_cell_refinement       'Bruker SAINT v8.38A'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT v8.38A'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            70591
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.422
_diffrn_reflns_theta_min         2.788
_exptl_absorpt_coefficient_mu    0.824
_exptl_absorpt_correction_T_max  0.9408
_exptl_absorpt_correction_T_min  0.5964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_description       needle
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.016(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         6198
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0301
_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)+(0.0264P)²+0.1955P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0582
_refine_ls_wR_factor_ref         0.0603
_reflns_Friedel_coverage         0.933
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                5399
_reflns_number_total             6198
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01469c2.cif
_cod_data_source_block           iub537sr
_cod_depositor_comments
'Adding full bibliography for 7716513--7716520.cif.'
_cod_database_code               7716519
_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.
;
_shelx_estimated_absorpt_t_min   0.596
_shelx_estimated_absorpt_t_max   0.937
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, z+1/2'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni 0.42467(2) 0.11566(3) 0.07836(3) 0.03488(10) Uani 1 1 d . . . . .
S S 0.50040(4) 0.26116(9) 0.12582(5) 0.04186(18) Uani 1 1 d . . . . .
O1 O 0.32032(15) 0.1709(3) 0.31748(16) 0.0737(8) Uani 1 1 d . . . . .
O2 O 0.73524(12) 0.7284(3) -0.18165(16) 0.0717(8) Uani 1 1 d . . . . .
H20 H 0.7118 0.7869 -0.2069 0.108 Uiso 1 1 d R U . . .
N1 N 0.36568(12) -0.0002(3) 0.02347(15) 0.0393(6) Uani 1 1 d . . . . .
N2 N 0.45767(12) 0.1641(3) -0.01943(15) 0.0380(6) Uani 1 1 d . . . . .
N3 N 0.51096(12) 0.2595(3) -0.03260(15) 0.0392(6) Uani 1 1 d . . . . .
N4 N 0.58595(12) 0.4078(3) 0.03689(16) 0.0412(6) Uani 1 1 d . . . . .
H40 H 0.5999 0.4265 0.0834 0.049 Uiso 1 1 d R U . . .
N5 N 0.36903(12) 0.0610(3) 0.16861(15) 0.0370(6) Uani 1 1 d . . . . .
C1 C 0.32089(16) -0.0859(3) 0.06122(19) 0.0420(8) Uani 1 1 d . . . . .
C2 C 0.27559(18) -0.1703(4) 0.0185(2) 0.0552(9) Uani 1 1 d . . . . .
H2 H 0.2440 -0.2305 0.0435 0.066 Uiso 1 1 calc R U . . .
C3 C 0.2782(2) -0.1634(5) -0.0610(3) 0.0686(11) Uani 1 1 d . . . . .
H3 H 0.2473 -0.2183 -0.0900 0.082 Uiso 1 1 calc R U . . .
C4 C 0.3259(2) -0.0760(4) -0.0999(2) 0.0611(10) Uani 1 1 d . . . . .
H4 H 0.3273 -0.0732 -0.1541 0.073 Uiso 1 1 calc R U . . .
C5 C 0.37093(17) 0.0062(3) -0.05573(19) 0.0440(8) Uani 1 1 d . . . . .
C6 C 0.42527(16) 0.1040(3) -0.0783(2) 0.0432(8) Uani 1 1 d . . . . .
H6 H 0.4364 0.1229 -0.1301 0.052 Uiso 1 1 calc R U . . .
C7 C 0.53398(15) 0.3106(3) 0.03348(18) 0.0358(7) Uani 1 1 d . . . . .
C8 C 0.33086(18) -0.0808(3) 0.1469(2) 0.0464(9) Uani 1 1 d . . . . .
H8A H 0.3556 -0.1695 0.1636 0.056 Uiso 1 1 calc R U . . .
H8B H 0.2879 -0.0812 0.1730 0.056 Uiso 1 1 calc R U . . .
C9 C 0.32100(17) 0.1918(3) 0.1765(2) 0.0491(8) Uani 1 1 d . . . . .
H9A H 0.2912 0.1926 0.1318 0.059 Uiso 1 1 calc R U . . .
H9B H 0.3460 0.2860 0.1762 0.059 Uiso 1 1 calc R U . . .
C10 C 0.2797(2) 0.1833(5) 0.2509(3) 0.0682(11) Uani 1 1 d . . . . .
H10A H 0.2523 0.2735 0.2552 0.082 Uiso 1 1 calc R U . . .
H10B H 0.2501 0.0963 0.2482 0.082 Uiso 1 1 calc R U . . .
C11 C 0.3601(2) 0.0370(4) 0.3129(2) 0.0625(10) Uani 1 1 d . . . . .
H11A H 0.3312 -0.0510 0.3089 0.075 Uiso 1 1 calc R U . . .
H11B H 0.3865 0.0270 0.3600 0.075 Uiso 1 1 calc R U . . .
C12 C 0.40512(17) 0.0434(4) 0.24385(19) 0.0454(8) Uani 1 1 d . . . . .
H12A H 0.4357 0.1278 0.2501 0.055 Uiso 1 1 calc R U . . .
H12B H 0.4314 -0.0488 0.2420 0.055 Uiso 1 1 calc R U . . .
C13 C 0.62115(15) 0.4834(3) -0.0229(2) 0.0402(7) Uani 1 1 d . . . . .
C14 C 0.60042(16) 0.4919(4) -0.10011(19) 0.0453(8) Uani 1 1 d . . . . .
H14 H 0.5618 0.4416 -0.1157 0.054 Uiso 1 1 calc R U . . .
C15 C 0.63667(17) 0.5746(4) -0.15415(19) 0.0488(8) Uani 1 1 d . . . . .
C16 C 0.69563(16) 0.6487(4) -0.1302(2) 0.0490(9) Uani 1 1 d . . . . .
C17 C 0.71805(15) 0.6380(3) -0.0542(2) 0.0450(8) Uani 1 1 d . . . . .
C18 C 0.68061(16) 0.5549(3) -0.0011(2) 0.0439(8) Uani 1 1 d . . . . .
H18 H 0.6954 0.5467 0.0502 0.053 Uiso 1 1 calc R U . . .
C19 C 0.6117(2) 0.5844(5) -0.2380(2) 0.0743(12) Uani 1 1 d . . . . .
H19A H 0.5774 0.5101 -0.2461 0.111 Uiso 1 1 calc R U . . .
H19B H 0.6481 0.5655 -0.2731 0.111 Uiso 1 1 calc R U . . .
H19C H 0.5940 0.6837 -0.2475 0.111 Uiso 1 1 calc R U . . .
C20 C 0.78133(17) 0.7164(4) -0.0279(2) 0.0634(10) Uani 1 1 d . . . . .
H20A H 0.8180 0.6840 -0.0600 0.095 Uiso 1 1 calc R U . . .
H20B H 0.7903 0.6909 0.0255 0.095 Uiso 1 1 calc R U . . .
H20C H 0.7759 0.8241 -0.0326 0.095 Uiso 1 1 calc R U . . .
O3 O 0.35555(14) -0.4390(3) 0.19419(16) 0.0672(8) Uani 1 1 d . . . . .
H30 H 0.3150 -0.4512 0.1956 0.101 Uiso 1 1 d R U . . .
C21 C 0.3807(3) -0.4427(5) 0.2706(3) 0.0812(13) Uani 1 1 d . . . . .
H21A H 0.3691 -0.3504 0.2970 0.122 Uiso 1 1 calc R U . . .
H21B H 0.4284 -0.4531 0.2691 0.122 Uiso 1 1 calc R U . . .
H21C H 0.3617 -0.5272 0.2980 0.122 Uiso 1 1 calc R U . . .
Cl Cl 0.20228(6) -0.43174(14) 0.18087(8) 0.0914(4) Uani 1 1 d . . . . .
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'
Cl Cl 0.1484 0.1585 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni N2 83.90(12) . . ?
N1 Ni N5 84.32(12) . . ?
N2 Ni N5 166.14(11) . . ?
N1 Ni S 171.19(9) . . ?
N2 Ni S 87.29(8) . . ?
N5 Ni S 104.42(8) . . ?
C7 S Ni 94.41(11) . . ?
C10 O1 C11 110.0(3) . . ?
C16 O2 H20 109.2 . . ?
C1 N1 C5 123.8(3) . . ?
C1 N1 Ni 120.1(2) . . ?
C5 N1 Ni 116.1(2) . . ?
C6 N2 N3 120.3(3) . . ?
C6 N2 Ni 115.2(2) . . ?
N3 N2 Ni 124.5(2) . . ?
C7 N3 N2 110.1(2) . . ?
C7 N4 C13 130.9(3) . . ?
C7 N4 H40 114.4 . . ?
C13 N4 H40 114.7 . . ?
C12 N5 C9 108.2(3) . . ?
C12 N5 C8 111.9(2) . . ?
C9 N5 C8 109.4(2) . . ?
C12 N5 Ni 115.63(19) . . ?
C9 N5 Ni 104.12(18) . . ?
C8 N5 Ni 107.19(19) . . ?
N1 C1 C2 119.2(3) . . ?
N1 C1 C8 111.8(3) . . ?
C2 C1 C8 129.0(3) . . ?
C3 C2 C1 118.6(4) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 121.8(4) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C5 C4 C3 118.4(4) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
N1 C5 C4 118.2(3) . . ?
N1 C5 C6 110.5(3) . . ?
C4 C5 C6 131.3(3) . . ?
N2 C6 C5 114.2(3) . . ?
N2 C6 H6 122.9 . . ?
C5 C6 H6 122.9 . . ?
N3 C7 N4 122.0(3) . . ?
N3 C7 S 123.8(2) . . ?
N4 C7 S 114.2(2) . . ?
C1 C8 N5 109.7(3) . . ?
C1 C8 H8A 109.7 . . ?
N5 C8 H8A 109.7 . . ?
C1 C8 H8B 109.7 . . ?
N5 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N5 C9 C10 112.6(3) . . ?
N5 C9 H9A 109.1 . . ?
C10 C9 H9A 109.1 . . ?
N5 C9 H9B 109.1 . . ?
C10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
O1 C10 C9 111.7(3) . . ?
O1 C10 H10A 109.3 . . ?
C9 C10 H10A 109.3 . . ?
O1 C10 H10B 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
O1 C11 C12 110.5(3) . . ?
O1 C11 H11A 109.5 . . ?
C12 C11 H11A 109.5 . . ?
O1 C11 H11B 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
N5 C12 C11 113.5(3) . . ?
N5 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
N5 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C18 118.9(3) . . ?
C14 C13 N4 124.6(3) . . ?
C18 C13 N4 116.4(3) . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 119.2(3) . . ?
C14 C15 C19 119.3(3) . . ?
C16 C15 C19 121.5(3) . . ?
C17 C16 O2 116.8(3) . . ?
C17 C16 C15 121.0(3) . . ?
O2 C16 C15 122.1(3) . . ?
C16 C17 C18 118.6(3) . . ?
C16 C17 C20 121.5(3) . . ?
C18 C17 C20 119.9(3) . . ?
C17 C18 C13 121.6(3) . . ?
C17 C18 H18 119.2 . . ?
C13 C18 H18 119.2 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C21 O3 H30 109.0 . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni N1 1.824(3) . ?
Ni N2 1.851(3) . ?
Ni N5 1.966(3) . ?
Ni S 2.1469(9) . ?
S C7 1.773(3) . ?
O1 C10 1.406(5) . ?
O1 C11 1.427(5) . ?
O2 C16 1.379(4) . ?
O2 H20 0.8200 . ?
N1 C1 1.339(4) . ?
N1 C5 1.362(4) . ?
N2 C6 1.311(4) . ?
N2 N3 1.378(3) . ?
N3 C7 1.303(4) . ?
N4 C7 1.350(4) . ?
N4 C13 1.411(4) . ?
N4 H40 0.8600 . ?
N5 C12 1.486(4) . ?
N5 C9 1.508(4) . ?
N5 C8 1.513(4) . ?
C1 C2 1.383(4) . ?
C1 C8 1.482(5) . ?
C2 C3 1.364(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.397(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.441(5) . ?
C6 H6 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.522(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.489(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.389(4) . ?
C13 C18 1.398(4) . ?
C14 C15 1.384(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.410(5) . ?
C15 C19 1.523(5) . ?
C16 C17 1.381(5) . ?
C17 C18 1.388(4) . ?
C17 C20 1.512(5) . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
O3 C21 1.403(5) . ?
O3 H30 0.8201 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H20 Cl 0.82 2.32 3.034(3) 146.3 4_554
N4 H40 O3 0.86 2.10 2.952(4) 170.1 2_655
C8 H8A O3 0.97 2.43 3.301(4) 148.5 .
C9 H9B O3 0.97 2.45 3.345(4) 152.5 1_565
C11 H11A O2 0.97 2.48 3.427(5) 163.8 4_455
C12 H12A S 0.97 2.76 3.380(3) 122.6 .
C14 H14 N3 0.93 2.38 2.959(4) 120.5 .
O3 H30 Cl 0.82 2.28 3.078(3) 165.7 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Ni N1 C1 177.4(2) . . . . ?
N5 Ni N1 C1 -10.0(2) . . . . ?
N2 Ni N1 C5 -2.2(2) . . . . ?
N5 Ni N1 C5 170.5(2) . . . . ?
N1 Ni N2 C6 2.4(2) . . . . ?
N5 Ni N2 C6 -29.6(5) . . . . ?
S Ni N2 C6 -177.7(2) . . . . ?
N1 Ni N2 N3 -179.6(2) . . . . ?
N5 Ni N2 N3 148.4(4) . . . . ?
S Ni N2 N3 0.4(2) . . . . ?
C6 N2 N3 C7 177.5(3) . . . . ?
Ni N2 N3 C7 -0.4(3) . . . . ?
C5 N1 C1 C2 -1.9(5) . . . . ?
Ni N1 C1 C2 178.5(2) . . . . ?
C5 N1 C1 C8 174.8(3) . . . . ?
Ni N1 C1 C8 -4.7(3) . . . . ?
N1 C1 C2 C3 0.0(5) . . . . ?
C8 C1 C2 C3 -176.1(4) . . . . ?
C1 C2 C3 C4 1.2(6) . . . . ?
C2 C3 C4 C5 -0.7(6) . . . . ?
C1 N1 C5 C4 2.5(5) . . . . ?
Ni N1 C5 C4 -178.0(2) . . . . ?
C1 N1 C5 C6 -178.0(3) . . . . ?
Ni N1 C5 C6 1.6(3) . . . . ?
C3 C4 C5 N1 -1.1(5) . . . . ?
C3 C4 C5 C6 179.4(3) . . . . ?
N3 N2 C6 C5 179.8(2) . . . . ?
Ni N2 C6 C5 -2.1(3) . . . . ?
N1 C5 C6 N2 0.4(4) . . . . ?
C4 C5 C6 N2 179.9(3) . . . . ?
N2 N3 C7 N4 -179.3(2) . . . . ?
N2 N3 C7 S 0.2(3) . . . . ?
C13 N4 C7 N3 6.4(5) . . . . ?
C13 N4 C7 S -173.2(2) . . . . ?
Ni S C7 N3 0.0(3) . . . . ?
Ni S C7 N4 179.59(19) . . . . ?
N1 C1 C8 N5 21.9(4) . . . . ?
C2 C1 C8 N5 -161.7(3) . . . . ?
C12 N5 C8 C1 -155.7(3) . . . . ?
C9 N5 C8 C1 84.4(3) . . . . ?
Ni N5 C8 C1 -27.9(3) . . . . ?
C12 N5 C9 C10 -48.0(4) . . . . ?
C8 N5 C9 C10 74.2(4) . . . . ?
Ni N5 C9 C10 -171.5(3) . . . . ?
C11 O1 C10 C9 -60.1(4) . . . . ?
N5 C9 C10 O1 54.6(4) . . . . ?
C10 O1 C11 C12 61.7(4) . . . . ?
C9 N5 C12 C11 50.6(3) . . . . ?
C8 N5 C12 C11 -70.0(4) . . . . ?
Ni N5 C12 C11 166.9(2) . . . . ?
O1 C11 C12 N5 -58.4(4) . . . . ?
C7 N4 C13 C14 12.2(5) . . . . ?
C7 N4 C13 C18 -168.5(3) . . . . ?
C18 C13 C14 C15 -2.4(5) . . . . ?
N4 C13 C14 C15 177.0(3) . . . . ?
C13 C14 C15 C16 0.9(5) . . . . ?
C13 C14 C15 C19 -178.7(3) . . . . ?
C14 C15 C16 C17 0.9(5) . . . . ?
C19 C15 C16 C17 -179.4(3) . . . . ?
C14 C15 C16 O2 177.7(3) . . . . ?
C19 C15 C16 O2 -2.7(5) . . . . ?
O2 C16 C17 C18 -178.1(3) . . . . ?
C15 C16 C17 C18 -1.2(5) . . . . ?
O2 C16 C17 C20 2.9(5) . . . . ?
C15 C16 C17 C20 179.8(3) . . . . ?
C16 C17 C18 C13 -0.3(5) . . . . ?
C20 C17 C18 C13 178.7(3) . . . . ?
C14 C13 C18 C17 2.1(4) . . . . ?
N4 C13 C18 C17 -177.3(3) . . . . ?
