#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/23/7022374.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_7022374
loop_
_publ_author_name
'McMorran, David A.'
'McAdam, C. John'
'van der Salm, Holly'
'Gordon, Keith C.'
_publ_section_title
;
 1,5-Diarylbiguanides and their nickel(II) complexes.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2948
_journal_page_last               2962
_journal_paper_doi               10.1039/c2dt32483k
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C36 H46 N10 Ni, 2(C2 H3 N), 2(Cl O4)'
_chemical_formula_sum            'C40 H52 Cl2 N12 Ni O8'
_chemical_formula_weight         958.54
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.045(5)
_cell_angle_beta                 101.543(5)
_cell_angle_gamma                98.542(5)
_cell_formula_units_Z            1
_cell_length_a                   8.059(5)
_cell_length_b                   8.919(5)
_cell_length_c                   16.632(5)
_cell_measurement_reflns_used    5992
_cell_measurement_temperature    89(2)
_cell_measurement_theta_max      26.62
_cell_measurement_theta_min      2.37
_cell_volume                     1127.7(10)
_computing_cell_refinement       'ApexII and SAINT (Bruker, 2001)'
_computing_data_collection       'ApexII (Bruker, 2004)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'WinGX (Farrugia, 1999)'
_computing_publication_material  WinGX
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SAINT
_diffrn_ambient_temperature      89(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker Kappa ApexII area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_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            38990
_diffrn_reflns_theta_full        27.24
_diffrn_reflns_theta_max         27.24
_diffrn_reflns_theta_min         2.43
_exptl_absorpt_coefficient_mu    0.613
_exptl_absorpt_correction_T_max  0.901
_exptl_absorpt_correction_T_min  0.863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2001)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             502
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         4999
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0367
_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)+(0.0479P)²+0.5618P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0929
_refine_ls_wR_factor_ref         0.0980
_reflns_number_gt                4258
_reflns_number_total             4999
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c2dt32483k.txt
_cod_data_source_block           dma44a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C40 H52 Cl2 N12 Ni1 O8'
_cod_database_code               7022374
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0000 0.0000 0.0000 0.01432(10) Uani 1 2 d S . .
N1 N -0.12766(19) 0.07659(18) -0.08347(10) 0.0176(3) Uani 1 1 d . . .
H1A H -0.095(3) 0.080(2) -0.1242(13) 0.017(5) Uiso 1 1 d . . .
C1 C -0.2706(2) 0.1272(2) -0.08570(11) 0.0171(3) Uani 1 1 d . A .
N2 N -0.3412(2) 0.14548(19) -0.01703(9) 0.0213(3) Uani 1 1 d . . .
H2A H -0.425(3) 0.177(3) -0.0208(14) 0.029(6) Uiso 1 1 d . . .
C2 C -0.2586(2) 0.1427(2) 0.06301(11) 0.0221(4) Uani 1 1 d . . .
N3 N -0.11571(19) 0.09153(18) 0.07664(10) 0.0189(3) Uani 1 1 d . . .
H3A H -0.081(3) 0.096(3) 0.1254(15) 0.030(6) Uiso 1 1 d . . .
N4 N -0.3626(2) 0.1681(2) -0.15253(10) 0.0224(3) Uani 1 1 d . . .
H4A H -0.426(3) 0.222(3) -0.1443(15) 0.031(7) Uiso 1 1 d . . .
C3A C -0.3423(8) 0.1532(5) -0.23082(19) 0.0206(14) Uani 0.488(7) 1 d PG A 1
C4A C -0.3314(8) 0.0087(5) -0.2765(3) 0.0211(13) Uani 0.488(7) 1 d PG A 1
H4AA H -0.3331 -0.0760 -0.2515 0.025 Uiso 0.488(7) 1 calc PR A 1
C5A C -0.3179(6) -0.0092(5) -0.3597(2) 0.0231(11) Uani 0.488(7) 1 d PG A 1
C6A C -0.3153(5) 0.1174(7) -0.39718(18) 0.0246(14) Uani 0.488(7) 1 d PG A 1
H6AA H -0.3063 0.1055 -0.4528 0.030 Uiso 0.488(7) 1 calc PR A 1
C7A C -0.3262(5) 0.2620(6) -0.3515(2) 0.0223(11) Uani 0.488(7) 1 d PG A 1
C8A C -0.3397(6) 0.2798(5) -0.2683(2) 0.0195(11) Uani 0.488(7) 1 d PG A 1
H8AA H -0.3470 0.3765 -0.2377 0.023 Uiso 0.488(7) 1 calc PR A 1
C9A C -0.3107(7) -0.1679(7) -0.4096(3) 0.0328(13) Uani 0.488(7) 1 d P A 1
H9AA H -0.3058 -0.2397 -0.3733 0.049 Uiso 0.488(7) 1 calc PR A 1
H9AB H -0.2098 -0.1606 -0.4321 0.049 Uiso 0.488(7) 1 calc PR A 1
H9AC H -0.4120 -0.2041 -0.4549 0.049 Uiso 0.488(7) 1 calc PR A 1
C10A C -0.3189(6) 0.4032(6) -0.3896(3) 0.0324(13) Uani 0.488(7) 1 d P A 1
H10A H -0.3286 0.4918 -0.3490 0.049 Uiso 0.488(7) 1 calc PR A 1
H10B H -0.4125 0.3837 -0.4385 0.049 Uiso 0.488(7) 1 calc PR A 1
H10C H -0.2111 0.4237 -0.4055 0.049 Uiso 0.488(7) 1 calc PR A 1
C3B C -0.3386(8) 0.1182(5) -0.23986(18) 0.0168(12) Uani 0.512(7) 1 d PG A 2
C4B C -0.3116(8) -0.0300(5) -0.2711(2) 0.0206(12) Uani 0.512(7) 1 d PG A 2
H4BA H -0.3019 -0.1002 -0.2364 0.025 Uiso 0.512(7) 1 calc PR A 2
C5B C -0.2991(6) -0.0734(5) -0.3542(2) 0.0276(12) Uani 0.512(7) 1 d PG A 2
C6B C -0.3136(4) 0.0313(7) -0.40604(17) 0.0336(13) Uani 0.512(7) 1 d PG A 2
H6BA H -0.3052 0.0023 -0.4616 0.040 Uiso 0.512(7) 1 calc PR A 2
C7B C -0.3406(5) 0.1796(7) -0.3748(2) 0.0247(13) Uani 0.512(7) 1 d PG A 2
C8B C -0.3531(6) 0.2230(5) -0.2917(2) 0.0213(11) Uani 0.512(7) 1 d PG A 2
H8BA H -0.3711 0.3221 -0.2708 0.026 Uiso 0.512(7) 1 calc PR A 2
C9B C -0.2690(8) -0.2352(7) -0.3879(3) 0.0463(15) Uani 0.512(7) 1 d P A 2
H9BA H -0.2413 -0.2401 -0.4417 0.069 Uiso 0.512(7) 1 calc PR A 2
H9BB H -0.3716 -0.3106 -0.3940 0.069 Uiso 0.512(7) 1 calc PR A 2
H9BC H -0.1750 -0.2571 -0.3493 0.069 Uiso 0.512(7) 1 calc PR A 2
C10B C -0.3544(7) 0.2959(7) -0.4300(3) 0.0405(15) Uani 0.512(7) 1 d P A 2
H10D H -0.3580 0.2453 -0.4869 0.061 Uiso 0.512(7) 1 calc PR A 2
H10E H -0.2560 0.3797 -0.4096 0.061 Uiso 0.512(7) 1 calc PR A 2
H10F H -0.4579 0.3364 -0.4285 0.061 Uiso 0.512(7) 1 calc PR A 2
N5 N -0.3416(2) 0.1935(3) 0.12262(11) 0.0393(5) Uani 1 1 d . . .
H5A H -0.401(3) 0.250(3) 0.1106(16) 0.036(7) Uiso 1 1 d . . .
C11 C -0.2784(2) 0.2077(3) 0.21072(12) 0.0337(5) Uani 1 1 d . . .
C12 C -0.2620(3) 0.3511(3) 0.26451(13) 0.0349(5) Uani 1 1 d . . .
H12A H -0.2855 0.4365 0.2429 0.042 Uiso 1 1 calc R . .
C13 C -0.2100(3) 0.3665(3) 0.35103(13) 0.0374(5) Uani 1 1 d . . .
C14 C -0.1754(3) 0.2373(3) 0.38116(13) 0.0412(6) Uani 1 1 d . . .
H14A H -0.1401 0.2477 0.4390 0.049 Uiso 1 1 calc R . .
C15 C -0.1915(3) 0.0929(3) 0.32805(13) 0.0383(6) Uani 1 1 d . . .
C16 C -0.2439(3) 0.0792(3) 0.24133(12) 0.0331(5) Uani 1 1 d . . .
H16A H -0.2555 -0.0161 0.2042 0.040 Uiso 1 1 calc R . .
C17 C -0.1938(3) 0.5235(3) 0.40926(14) 0.0493(7) Uani 1 1 d . . .
H17A H -0.1744 0.5127 0.4665 0.074 Uiso 1 1 calc R . .
H17B H -0.2982 0.5623 0.3952 0.074 Uiso 1 1 calc R . .
H17C H -0.0984 0.5951 0.4030 0.074 Uiso 1 1 calc R . .
C18 C -0.1609(4) -0.0480(3) 0.36173(15) 0.0542(8) Uani 1 1 d . . .
H18A H -0.0848 -0.0155 0.4169 0.081 Uiso 1 1 calc R . .
H18B H -0.1094 -0.1128 0.3248 0.081 Uiso 1 1 calc R . .
H18C H -0.2689 -0.1056 0.3650 0.081 Uiso 1 1 calc R . .
Cl1 Cl -0.71681(6) 0.35727(5) -0.10119(4) 0.03295(14) Uani 1 1 d . . .
O1A O -0.5781(5) 0.4071(6) -0.1277(4) 0.0314(13) Uani 0.491(9) 1 d P B 1
O4A O -0.7449(5) 0.4789(5) -0.0307(3) 0.0314(14) Uani 0.491(9) 1 d P B 1
O1B O -0.6130(5) 0.3540(5) -0.1734(4) 0.0289(10) Uani 0.509(9) 1 d P B 2
O4B O -0.7015(4) 0.5196(4) -0.0689(3) 0.0292(12) Uani 0.509(9) 1 d P B 2
O2 O -0.66333(19) 0.2509(2) -0.05089(9) 0.0390(4) Uani 1 1 d . B .
O3 O -0.88240(18) 0.29278(17) -0.15460(9) 0.0340(3) Uani 1 1 d . B .
N20 N -0.6666(3) 0.2993(2) 0.15794(16) 0.0574(7) Uani 1 1 d . . .
C20A C -0.7668(3) 0.3627(2) 0.13424(14) 0.0299(5) Uani 0.523(16) 1 d P C 1
C21A C -0.9048(6) 0.4583(7) 0.1231(8) 0.040(2) Uani 0.523(16) 1 d P C 1
H21A H -0.9610 0.4618 0.1689 0.060 Uiso 0.523(16) 1 calc PR C 1
H21B H -0.9879 0.4120 0.0708 0.060 Uiso 0.523(16) 1 calc PR C 1
H21C H -0.8535 0.5621 0.1223 0.060 Uiso 0.523(16) 1 calc PR C 1
C20B C -0.7668(3) 0.3627(2) 0.13424(14) 0.0299(5) Uani 0.477(16) 1 d P C 2
C21B C -0.8782(8) 0.4318(6) 0.0798(5) 0.0274(16) Uani 0.477(16) 1 d P C 2
H21D H -0.9429 0.3535 0.0312 0.041 Uiso 0.477(16) 1 calc PR C 2
H21E H -0.8100 0.5118 0.0624 0.041 Uiso 0.477(16) 1 calc PR C 2
H21F H -0.9562 0.4764 0.1095 0.041 Uiso 0.477(16) 1 calc PR C 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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 Ni1 N1 180.00(12) 2 .
N1 Ni1 N3 89.66(7) 2 2
N1 Ni1 N3 90.34(7) . 2
N1 Ni1 N3 90.34(7) 2 .
N1 Ni1 N3 89.66(7) . .
N3 Ni1 N3 180.00(9) 2 .
C1 N1 Ni1 129.45(13) . .
C1 N1 H1A 111.5(15) . .
Ni1 N1 H1A 119.0(15) . .
N1 C1 N4 125.24(17) . .
N1 C1 N2 121.06(16) . .
N4 C1 N2 113.69(16) . .
C1 N2 C2 125.27(16) . .
C1 N2 H2A 117.5(18) . .
C2 N2 H2A 115.8(18) . .
N3 C2 N5 125.19(17) . .
N3 C2 N2 120.83(17) . .
N5 C2 N2 113.96(17) . .
C2 N3 Ni1 129.58(13) . .
C2 N3 H3A 111.1(17) . .
Ni1 N3 H3A 119.1(17) . .
C3A N4 C1 130.3(3) . .
C3A N4 C3B 11.5(3) . .
C1 N4 C3B 122.5(3) . .
C3A N4 H4A 110.9(18) . .
C1 N4 H4A 117.7(18) . .
C3B N4 H4A 119.7(18) . .
N4 C3A C4A 119.7(3) . .
N4 C3A C8A 120.2(3) . .
C4A C3A C8A 120.0 . .
C3A C4A C5A 120.0 . .
C3A C4A H4AA 120.0 . .
C5A C4A H4AA 120.0 . .
C6A C5A C4A 120.0 . .
C6A C5A C9A 120.4(3) . .
C4A C5A C9A 119.5(3) . .
C5A C6A C7A 120.0 . .
C5A C6A H6AA 120.0 . .
C7A C6A H6AA 120.0 . .
C6A C7A C8A 120.0 . .
C6A C7A C10A 121.3(3) . .
C8A C7A C10A 118.6(3) . .
C7A C8A C3A 120.0 . .
C7A C8A H8AA 120.0 . .
C3A C8A H8AA 120.0 . .
C5A C9A H9AA 109.5 . .
C5A C9A H9AB 109.5 . .
H9AA C9A H9AB 109.5 . .
C5A C9A H9AC 109.5 . .
H9AA C9A H9AC 109.5 . .
H9AB C9A H9AC 109.5 . .
C7A C10A H10A 109.5 . .
C7A C10A H10B 109.5 . .
H10A C10A H10B 109.5 . .
C7A C10A H10C 109.5 . .
H10A C10A H10C 109.5 . .
H10B C10A H10C 109.5 . .
C4B C3B C8B 120.0 . .
C4B C3B N4 122.2(3) . .
C8B C3B N4 117.7(3) . .
C5B C4B C3B 120.0 . .
C5B C4B H4BA 120.0 . .
C3B C4B H4BA 120.0 . .
C4B C5B C6B 120.0 . .
C4B C5B C9B 119.8(3) . .
C6B C5B C9B 120.2(3) . .
C7B C6B C5B 120.0 . .
C7B C6B H6BA 120.0 . .
C5B C6B H6BA 120.0 . .
C6B C7B C8B 120.0 . .
C6B C7B C10B 120.7(3) . .
C8B C7B C10B 119.3(3) . .
C7B C8B C3B 120.0 . .
C7B C8B H8BA 120.0 . .
C3B C8B H8BA 120.0 . .
C5B C9B H9BA 109.5 . .
C5B C9B H9BB 109.5 . .
H9BA C9B H9BB 109.5 . .
C5B C9B H9BC 109.5 . .
H9BA C9B H9BC 109.5 . .
H9BB C9B H9BC 109.5 . .
C7B C10B H10D 109.5 . .
C7B C10B H10E 109.5 . .
H10D C10B H10E 109.5 . .
C7B C10B H10F 109.5 . .
H10D C10B H10F 109.5 . .
H10E C10B H10F 109.5 . .
C2 N5 C11 124.55(18) . .
C2 N5 H5A 113.9(19) . .
C11 N5 H5A 115.8(19) . .
C16 C11 C12 121.3(2) . .
C16 C11 N5 120.5(2) . .
C12 C11 N5 118.1(2) . .
C11 C12 C13 119.5(2) . .
C11 C12 H12A 120.3 . .
C13 C12 H12A 120.3 . .
C14 C13 C12 118.8(2) . .
C14 C13 C17 122.1(2) . .
C12 C13 C17 119.0(2) . .
C13 C14 C15 122.3(2) . .
C13 C14 H14A 118.8 . .
C15 C14 H14A 118.8 . .
C14 C15 C16 118.2(2) . .
C14 C15 C18 121.8(2) . .
C16 C15 C18 120.0(2) . .
C11 C16 C15 119.9(2) . .
C11 C16 H16A 120.1 . .
C15 C16 H16A 120.1 . .
C13 C17 H17A 109.5 . .
C13 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C13 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C15 C18 H18A 109.5 . .
C15 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C15 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
O1A Cl1 O3 124.5(3) . .
O1A Cl1 O4B 82.0(2) . .
O3 Cl1 O4B 110.54(14) . .
O1A Cl1 O2 104.56(17) . .
O3 Cl1 O2 109.93(10) . .
O4B Cl1 O2 124.1(2) . .
O1A Cl1 O4A 111.7(2) . .
O3 Cl1 O4A 105.74(15) . .
O4B Cl1 O4A 35.24(15) . .
O2 Cl1 O4A 97.1(2) . .
O1A Cl1 O1B 29.5(2) . .
O3 Cl1 O1B 97.0(2) . .
O4B Cl1 O1B 102.4(2) . .
O2 Cl1 O1B 109.02(14) . .
O4A Cl1 O1B 136.8(2) . .
N20 C20A C21A 166.7(6) . .
H21D C21B H21E 109.5 . .
H21D C21B H21F 109.5 . .
H21E C21B H21F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N1 1.8582(16) 2
Ni1 N1 1.8582(16) .
Ni1 N3 1.8612(16) 2
Ni1 N3 1.8612(16) .
N1 C1 1.295(2) .
N1 H1A 0.78(2) .
C1 N4 1.350(2) .
C1 N2 1.368(2) .
N2 C2 1.371(2) .
N2 H2A 0.76(2) .
C2 N3 1.295(2) .
C2 N5 1.349(3) .
N3 H3A 0.79(2) .
N4 C3A 1.329(3) .
N4 C3B 1.495(3) .
N4 H4A 0.76(3) .
C3A C4A 1.3900 .
C3A C8A 1.3900 .
C4A C5A 1.3900 .
C4A H4AA 0.9300 .
C5A C6A 1.3900 .
C5A C9A 1.513(5) .
C6A C7A 1.3900 .
C6A H6AA 0.9300 .
C7A C8A 1.3900 .
C7A C10A 1.514(5) .
C8A H8AA 0.9300 .
C9A H9AA 0.9600 .
C9A H9AB 0.9600 .
C9A H9AC 0.9600 .
C10A H10A 0.9600 .
C10A H10B 0.9600 .
C10A H10C 0.9600 .
C3B C4B 1.3900 .
C3B C8B 1.3900 .
C4B C5B 1.3900 .
C4B H4BA 0.9300 .
C5B C6B 1.3900 .
C5B C9B 1.517(6) .
C6B C7B 1.3900 .
C6B H6BA 0.9300 .
C7B C8B 1.3900 .
C7B C10B 1.513(5) .
C8B H8BA 0.9300 .
C9B H9BA 0.9600 .
C9B H9BB 0.9600 .
C9B H9BC 0.9600 .
C10B H10D 0.9600 .
C10B H10E 0.9600 .
C10B H10F 0.9600 .
N5 C11 1.426(3) .
N5 H5A 0.77(3) .
C11 C16 1.382(3) .
C11 C12 1.385(3) .
C12 C13 1.390(3) .
C12 H12A 0.9300 .
C13 C14 1.385(4) .
C13 C17 1.514(3) .
C14 C15 1.388(3) .
C14 H14A 0.9300 .
C15 C16 1.395(3) .
C15 C18 1.503(4) .
C16 H16A 0.9300 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
Cl1 O1A 1.329(3) .
Cl1 O3 1.4150(16) .
Cl1 O4B 1.422(3) .
Cl1 O2 1.4374(17) .
Cl1 O4A 1.515(4) .
Cl1 O1B 1.594(4) .
N20 C20A 1.105(3) .
C20A C21A 1.502(6) .
C21A H21A 0.9600 .
C21A H21B 0.9600 .
C21A H21C 0.9600 .
C21B H21D 0.9600 .
C21B H21E 0.9600 .
C21B H21F 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
N1 H1A O3 0.78(2) 2.56(2) 3.115(2) 129.8(18) 1_655
N2 H2A O2 0.76(2) 2.12(3) 2.878(3) 171(2) .
N4 H4A O1B 0.76(3) 2.09(3) 2.806(4) 157(2) .
N5 H5A O4B 0.77(3) 2.37(3) 2.864(6) 122(2) 2_465
N5 H5A N20 0.77(3) 2.49(3) 3.038(3) 129(2) .
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
N1 Ni1 N1 C1 20(100) 2
N3 Ni1 N1 C1 162.14(17) 2
N3 Ni1 N1 C1 -17.86(17) .
Ni1 N1 C1 N4 -173.77(13) .
Ni1 N1 C1 N2 7.0(3) .
N1 C1 N2 C2 13.1(3) .
N4 C1 N2 C2 -166.26(18) .
C1 N2 C2 N3 -13.9(3) .
C1 N2 C2 N5 167.57(19) .
N5 C2 N3 Ni1 173.05(17) .
N2 C2 N3 Ni1 -5.3(3) .
N1 Ni1 N3 C2 -162.97(18) 2
N1 Ni1 N3 C2 17.03(18) .
N3 Ni1 N3 C2 -136(52) 2
N1 C1 N4 C3A 7.4(4) .
N2 C1 N4 C3A -173.3(3) .
N1 C1 N4 C3B 17.9(4) .
N2 C1 N4 C3B -162.8(3) .
C1 N4 C3A C4A 52.8(5) .
C3B N4 C3A C4A 2(2) .
C1 N4 C3A C8A -130.1(3) .
C3B N4 C3A C8A 179(3) .
N4 C3A C4A C5A 177.1(5) .
C8A C3A C4A C5A 0.0 .
C3A C4A C5A C6A 0.0 .
C3A C4A C5A C9A -178.4(4) .
C4A C5A C6A C7A 0.0 .
C9A C5A C6A C7A 178.4(4) .
C5A C6A C7A C8A 0.0 .
C5A C6A C7A C10A 178.3(4) .
C6A C7A C8A C3A 0.0 .
C10A C7A C8A C3A -178.4(4) .
N4 C3A C8A C7A -177.1(5) .
C4A C3A C8A C7A 0.0 .
C3A N4 C3B C4B 175(3) .
C1 N4 C3B C4B 39.5(4) .
C3A N4 C3B C8B -8(2) .
C1 N4 C3B C8B -143.8(3) .
C8B C3B C4B C5B 0.0 .
N4 C3B C4B C5B 176.6(5) .
C3B C4B C5B C6B 0.0 .
C3B C4B C5B C9B 179.8(4) .
C4B C5B C6B C7B 0.0 .
C9B C5B C6B C7B -179.8(4) .
C5B C6B C7B C8B 0.0 .
C5B C6B C7B C10B 179.2(4) .
C6B C7B C8B C3B 0.0 .
C10B C7B C8B C3B -179.2(4) .
C4B C3B C8B C7B 0.0 .
N4 C3B C8B C7B -176.8(5) .
N3 C2 N5 C11 4.2(4) .
N2 C2 N5 C11 -177.3(2) .
C2 N5 C11 C16 -58.9(3) .
C2 N5 C11 C12 124.6(2) .
C16 C11 C12 C13 -0.1(3) .
N5 C11 C12 C13 176.39(18) .
C11 C12 C13 C14 0.2(3) .
C11 C12 C13 C17 -179.6(2) .
C12 C13 C14 C15 -0.3(3) .
C17 C13 C14 C15 179.5(2) .
C13 C14 C15 C16 0.2(3) .
C13 C14 C15 C18 -177.3(2) .
C12 C11 C16 C15 0.0(3) .
N5 C11 C16 C15 -176.35(18) .
C14 C15 C16 C11 -0.1(3) .
C18 C15 C16 C11 177.5(2) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139159982
