#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/23/7022376.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_7022376
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 H44 N10 Ni O8, 2(C12 H7 N O2)'
_chemical_formula_sum            'C60 H58 N12 Ni O12'
_chemical_formula_weight         1197.89
_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                116.861(4)
_cell_angle_beta                 96.539(4)
_cell_angle_gamma                98.148(3)
_cell_formula_units_Z            1
_cell_length_a                   7.3986(3)
_cell_length_b                   14.5430(8)
_cell_length_c                   14.5749(12)
_cell_measurement_reflns_used    8041
_cell_measurement_temperature    92(2)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     1356.50(16)
_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      92(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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     0.71073
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_sigmaI/netI    0.0328
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            40825
_diffrn_reflns_theta_full        25.64
_diffrn_reflns_theta_max         25.64
_diffrn_reflns_theta_min         1.64
_exptl_absorpt_coefficient_mu    0.437
_exptl_absorpt_correction_T_max  0.9178
_exptl_absorpt_correction_T_min  0.7859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2001)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             626
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         5095
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0362
_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)+(0.0277P)²+1.4022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0806
_refine_ls_wR_factor_ref         0.0872
_reflns_number_gt                4257
_reflns_number_total             5095
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c2dt32483k.txt
_cod_data_source_block           dma58a
_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_cell_volume        1356.50(15)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7022376
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
Ni1 Ni 0.5000 0.5000 0.0000 0.01405(11) Uani 1 2 d S
N1 N 0.5280(2) 0.62881(13) 0.11855(14) 0.0159(4) Uani 1 1 d .
H1 H 0.477(3) 0.6310(18) 0.1665(19) 0.023(6) Uiso 1 1 d .
C1 C 0.6274(3) 0.72207(15) 0.14364(15) 0.0140(4) Uani 1 1 d .
N2 N 0.2711(2) 0.25446(12) -0.08251(13) 0.0148(4) Uani 1 1 d .
C2 C 0.2646(3) 0.33318(15) 0.01247(15) 0.0143(4) Uani 1 1 d .
N3 N 0.3455(2) 0.43358(13) 0.05253(14) 0.0166(4) Uani 1 1 d .
H3 H 0.328(3) 0.4681(18) 0.1139(19) 0.020(6) Uiso 1 1 d .
N4 N 0.6382(2) 0.80759(13) 0.24024(13) 0.0168(4) Uani 1 1 d .
H4 H 0.670(3) 0.8676(19) 0.2426(18) 0.022(6) Uiso 1 1 d .
C3 C 0.5315(3) 0.80675(15) 0.31473(15) 0.0166(4) Uani 1 1 d .
C4 C 0.4210(3) 0.88095(15) 0.35019(15) 0.0175(4) Uani 1 1 d .
H4A H 0.4169 0.9292 0.3250 0.021 Uiso 1 1 calc R
C5 C 0.3168(3) 0.88138(16) 0.42404(16) 0.0191(4) Uani 1 1 d .
C6 C 0.3234(3) 0.81042(16) 0.46266(16) 0.0203(5) Uani 1 1 d .
H6A H 0.2539 0.8117 0.5123 0.024 Uiso 1 1 calc R
C7 C 0.4349(3) 0.73743(16) 0.42650(16) 0.0179(4) Uani 1 1 d .
C8 C 0.5411(3) 0.73528(15) 0.35312(15) 0.0175(4) Uani 1 1 d .
H8A H 0.6172 0.6870 0.3301 0.021 Uiso 1 1 calc R
O1 O 0.1966(2) 0.94657(12) 0.46043(12) 0.0256(4) Uani 1 1 d .
C9 C 0.1689(3) 1.01351(19) 0.4150(2) 0.0302(5) Uani 1 1 d .
H9A H 0.0819 1.0551 0.4470 0.045 Uiso 1 1 calc R
H9B H 0.1205 0.9711 0.3410 0.045 Uiso 1 1 calc R
H9C H 0.2856 1.0594 0.4265 0.045 Uiso 1 1 calc R
O2 O 0.4349(2) 0.67018(11) 0.46872(11) 0.0228(3) Uani 1 1 d .
C10 C 0.4985(3) 0.57592(17) 0.41193(17) 0.0244(5) Uani 1 1 d .
H10A H 0.4925 0.5352 0.4486 0.037 Uiso 1 1 calc R
H10B H 0.6250 0.5938 0.4059 0.037 Uiso 1 1 calc R
H10C H 0.4210 0.5352 0.3431 0.037 Uiso 1 1 calc R
N5 N 0.1614(2) 0.29904(14) 0.06847(13) 0.0161(4) Uani 1 1 d .
H5 H 0.148(3) 0.232(2) 0.0508(19) 0.029(7) Uiso 1 1 d .
C11 C 0.1161(3) 0.36260(15) 0.16540(15) 0.0154(4) Uani 1 1 d .
C12 C 0.0596(3) 0.45620(15) 0.18553(16) 0.0167(4) Uani 1 1 d .
H12A H 0.0540 0.4794 0.1356 0.020 Uiso 1 1 calc R
C13 C 0.0116(3) 0.51430(15) 0.28188(16) 0.0176(4) Uani 1 1 d .
C14 C 0.0147(3) 0.47952(16) 0.35569(16) 0.0201(5) Uani 1 1 d .
H14A H -0.0170 0.5192 0.4199 0.024 Uiso 1 1 calc R
C15 C 0.0660(3) 0.38436(16) 0.33265(16) 0.0184(4) Uani 1 1 d .
C16 C 0.1186(3) 0.32562(15) 0.23831(16) 0.0168(4) Uani 1 1 d .
H16A H 0.1548 0.2626 0.2241 0.020 Uiso 1 1 calc R
O3 O -0.0458(2) 0.60726(11) 0.30871(12) 0.0228(3) Uani 1 1 d .
C17 C -0.0172(3) 0.65571(17) 0.24390(18) 0.0235(5) Uani 1 1 d .
H17A H -0.0626 0.7197 0.2703 0.035 Uiso 1 1 calc R
H17B H -0.0833 0.6083 0.1733 0.035 Uiso 1 1 calc R
H17C H 0.1135 0.6717 0.2445 0.035 Uiso 1 1 calc R
O4 O 0.0639(2) 0.35519(11) 0.40971(11) 0.0243(3) Uani 1 1 d .
C18 C 0.1080(3) 0.25669(17) 0.38978(18) 0.0241(5) Uani 1 1 d .
H18A H 0.1013 0.2464 0.4500 0.036 Uiso 1 1 calc R
H18B H 0.2318 0.2565 0.3760 0.036 Uiso 1 1 calc R
H18C H 0.0208 0.2007 0.3299 0.036 Uiso 1 1 calc R
C20 C 0.3389(3) -0.13037(15) -0.18650(16) 0.0171(4) Uani 1 1 d .
C21 C 0.3904(3) -0.20620(16) -0.27167(17) 0.0205(5) Uani 1 1 d .
H21A H 0.4071 -0.1951 -0.3285 0.025 Uiso 1 1 calc R
C22 C 0.4177(3) -0.29991(16) -0.27291(17) 0.0225(5) Uani 1 1 d .
H22A H 0.4518 -0.3510 -0.3310 0.027 Uiso 1 1 calc R
C23 C 0.3951(3) -0.31740(16) -0.19018(17) 0.0214(5) Uani 1 1 d .
H23A H 0.4137 -0.3803 -0.1925 0.026 Uiso 1 1 calc R
C24 C 0.3436(3) -0.24088(16) -0.10080(16) 0.0185(4) Uani 1 1 d .
C25 C 0.3151(3) -0.25645(17) -0.01411(17) 0.0211(5) Uani 1 1 d .
H25A H 0.3317 -0.3189 -0.0146 0.025 Uiso 1 1 calc R
C26 C 0.2634(3) -0.18101(17) 0.07065(17) 0.0214(5) Uani 1 1 d .
H26A H 0.2451 -0.1926 0.1270 0.026 Uiso 1 1 calc R
C27 C 0.2380(3) -0.08632(16) 0.07270(16) 0.0198(4) Uani 1 1 d .
H27A H 0.2046 -0.0350 0.1309 0.024 Uiso 1 1 calc R
C28 C 0.2624(3) -0.06891(16) -0.01085(16) 0.0170(4) Uani 1 1 d .
C29 C 0.3159(3) -0.14589(15) -0.09914(16) 0.0161(4) Uani 1 1 d .
C30 C 0.3059(3) -0.03272(15) -0.18610(16) 0.0175(4) Uani 1 1 d .
C31 C 0.2318(3) 0.02947(15) -0.00958(16) 0.0167(4) Uani 1 1 d .
O5 O 0.1837(2) 0.09931(11) 0.06300(11) 0.0199(3) Uani 1 1 d .
O6 O 0.3172(2) -0.01523(11) -0.25987(11) 0.0234(3) Uani 1 1 d .
N6 N 0.2574(2) 0.04000(14) -0.09708(13) 0.0174(4) Uani 1 1 d .
H6B H 0.244(3) 0.098(2) -0.0968(19) 0.028(7) Uiso 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'
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'
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
N3 Ni1 N3 180.0 2_665 .
N3 Ni1 N1 91.32(8) 2_665 2_665
N3 Ni1 N1 88.68(8) . 2_665
N3 Ni1 N1 88.68(8) 2_665 .
N3 Ni1 N1 91.32(8) . .
N1 Ni1 N1 180.00(11) 2_665 .
C1 N1 Ni1 130.24(15) . .
C1 N1 H1 111.0(16) . .
Ni1 N1 H1 118.6(16) . .
N1 C1 N2 125.98(18) . 2_665
N1 C1 N4 120.79(18) . .
N2 C1 N4 113.22(17) 2_665 .
C2 N2 C1 118.56(16) . 2_665
N3 C2 N2 126.46(18) . .
N3 C2 N5 120.40(18) . .
N2 C2 N5 113.14(17) . .
C2 N3 Ni1 129.97(14) . .
C2 N3 H3 110.4(15) . .
Ni1 N3 H3 119.3(15) . .
C1 N4 C3 124.44(17) . .
C1 N4 H4 114.5(15) . .
C3 N4 H4 115.2(15) . .
C8 C3 C4 121.16(19) . .
C8 C3 N4 120.59(18) . .
C4 C3 N4 118.23(18) . .
C5 C4 C3 118.70(19) . .
C5 C4 H4A 120.6 . .
C3 C4 H4A 120.6 . .
O1 C5 C6 115.05(18) . .
O1 C5 C4 123.91(19) . .
C6 C5 C4 120.99(19) . .
C5 C6 C7 119.34(19) . .
C5 C6 H6A 120.3 . .
C7 C6 H6A 120.3 . .
O2 C7 C6 115.96(18) . .
O2 C7 C8 123.00(18) . .
C6 C7 C8 121.03(19) . .
C7 C8 C3 118.76(19) . .
C7 C8 H8A 120.6 . .
C3 C8 H8A 120.6 . .
C5 O1 C9 117.53(17) . .
O1 C9 H9A 109.5 . .
O1 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
O1 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C7 O2 C10 116.74(16) . .
O2 C10 H10A 109.5 . .
O2 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
O2 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C2 N5 C11 126.66(17) . .
C2 N5 H5 115.8(16) . .
C11 N5 H5 115.6(16) . .
C16 C11 C12 120.91(18) . .
C16 C11 N5 117.64(18) . .
C12 C11 N5 121.34(18) . .
C13 C12 C11 118.72(19) . .
C13 C12 H12A 120.6 . .
C11 C12 H12A 120.6 . .
O3 C13 C14 115.81(18) . .
O3 C13 C12 122.90(19) . .
C14 C13 C12 121.28(19) . .
C13 C14 C15 119.01(19) . .
C13 C14 H14A 120.5 . .
C15 C14 H14A 120.5 . .
O4 C15 C16 123.49(18) . .
O4 C15 C14 115.30(18) . .
C16 C15 C14 121.20(19) . .
C15 C16 C11 118.84(18) . .
C15 C16 H16A 120.6 . .
C11 C16 H16A 120.6 . .
C13 O3 C17 117.09(16) . .
O3 C17 H17A 109.5 . .
O3 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
O3 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C15 O4 C18 118.28(16) . .
O4 C18 H18A 109.5 . .
O4 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
O4 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C21 C20 C29 120.34(19) . .
C21 C20 C30 120.13(19) . .
C29 C20 C30 119.52(18) . .
C20 C21 C22 120.1(2) . .
C20 C21 H21A 120.0 . .
C22 C21 H21A 120.0 . .
C23 C22 C21 120.9(2) . .
C23 C22 H22A 119.6 . .
C21 C22 H22A 119.6 . .
C22 C23 C24 120.69(19) . .
C22 C23 H23A 119.7 . .
C24 C23 H23A 119.7 . .
C25 C24 C29 118.70(19) . .
C25 C24 C23 122.65(19) . .
C29 C24 C23 118.64(19) . .
C26 C25 C24 121.0(2) . .
C26 C25 H25A 119.5 . .
C24 C25 H25A 119.5 . .
C25 C26 C27 120.2(2) . .
C25 C26 H26A 119.9 . .
C27 C26 H26A 119.9 . .
C28 C27 C26 120.4(2) . .
C28 C27 H27A 119.8 . .
C26 C27 H27A 119.8 . .
C27 C28 C29 120.24(19) . .
C27 C28 C31 120.34(19) . .
C29 C28 C31 119.42(18) . .
C20 C29 C24 119.37(19) . .
C20 C29 C28 121.20(18) . .
C24 C29 C28 119.42(19) . .
O6 C30 N6 120.20(18) . .
O6 C30 C20 123.29(18) . .
N6 C30 C20 116.51(18) . .
O5 C31 N6 119.95(18) . .
O5 C31 C28 123.51(18) . .
N6 C31 C28 116.53(18) . .
C30 N6 C31 126.80(18) . .
C30 N6 H6B 115.4(16) . .
C31 N6 H6B 117.8(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N3 1.8388(17) 2_665
Ni1 N3 1.8388(17) .
Ni1 N1 1.8497(17) 2_665
Ni1 N1 1.8497(17) .
N1 C1 1.312(3) .
N1 H1 0.82(2) .
C1 N2 1.352(2) 2_665
C1 N4 1.378(2) .
N2 C2 1.352(2) .
N2 C1 1.352(2) 2_665
C2 N3 1.316(3) .
C2 N5 1.377(2) .
N3 H3 0.84(2) .
N4 C3 1.416(3) .
N4 H4 0.85(2) .
C3 C8 1.391(3) .
C3 C4 1.394(3) .
C4 C5 1.392(3) .
C4 H4A 0.9300 .
C5 O1 1.365(2) .
C5 C6 1.385(3) .
C6 C7 1.388(3) .
C6 H6A 0.9300 .
C7 O2 1.371(2) .
C7 C8 1.389(3) .
C8 H8A 0.9300 .
O1 C9 1.427(3) .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
O2 C10 1.426(3) .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
N5 C11 1.406(3) .
N5 H5 0.87(2) .
C11 C16 1.391(3) .
C11 C12 1.394(3) .
C12 C13 1.392(3) .
C12 H12A 0.9300 .
C13 O3 1.373(2) .
C13 C14 1.380(3) .
C14 C15 1.389(3) .
C14 H14A 0.9300 .
C15 O4 1.369(2) .
C15 C16 1.388(3) .
C16 H16A 0.9300 .
O3 C17 1.428(3) .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
O4 C18 1.422(3) .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C20 C21 1.375(3) .
C20 C29 1.414(3) .
C20 C30 1.472(3) .
C21 C22 1.398(3) .
C21 H21A 0.9300 .
C22 C23 1.363(3) .
C22 H22A 0.9300 .
C23 C24 1.416(3) .
C23 H23A 0.9300 .
C24 C25 1.413(3) .
C24 C29 1.415(3) .
C25 C26 1.370(3) .
C25 H25A 0.9300 .
C26 C27 1.404(3) .
C26 H26A 0.9300 .
C27 C28 1.377(3) .
C27 H27A 0.9300 .
C28 C29 1.416(3) .
C28 C31 1.472(3) .
C30 O6 1.220(2) .
C30 N6 1.380(3) .
C31 O5 1.223(2) .
C31 N6 1.382(3) .
N6 H6B 0.87(3) .
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
N4 H4 O6 0.85(2) 2.03(2) 2.868(2) 165(2) 2_665
N5 H5 O5 0.87(2) 2.07(3) 2.898(2) 158(2) .
N6 H6B N2 0.87(3) 2.16(3) 3.015(2) 168(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
_geom_torsion_site_symmetry_4
N3 Ni1 N1 C1 -1.43(19) 2_665 .
N3 Ni1 N1 C1 178.57(19) . .
N1 Ni1 N1 C1 145(100) 2_665 .
Ni1 N1 C1 N2 3.4(3) . 2_665
Ni1 N1 C1 N4 -175.70(14) . .
C1 N2 C2 N3 1.5(3) 2_665 .
C1 N2 C2 N5 -178.30(17) 2_665 .
N2 C2 N3 Ni1 -3.5(3) . .
N5 C2 N3 Ni1 176.27(14) . .
N3 Ni1 N3 C2 -136(100) 2_665 .
N1 Ni1 N3 C2 1.82(19) 2_665 .
N1 Ni1 N3 C2 -178.18(19) . .
N1 C1 N4 C3 -7.1(3) . .
N2 C1 N4 C3 173.65(18) 2_665 .
C1 N4 C3 C8 58.0(3) . .
C1 N4 C3 C4 -123.6(2) . .
C8 C3 C4 C5 -1.1(3) . .
N4 C3 C4 C5 -179.48(18) . .
C3 C4 C5 O1 -176.54(19) . .
C3 C4 C5 C6 0.6(3) . .
O1 C5 C6 C7 176.97(18) . .
C4 C5 C6 C7 -0.4(3) . .
C5 C6 C7 O2 179.70(18) . .
C5 C6 C7 C8 0.7(3) . .
O2 C7 C8 C3 179.93(18) . .
C6 C7 C8 C3 -1.1(3) . .
C4 C3 C8 C7 1.3(3) . .
N4 C3 C8 C7 179.69(18) . .
C6 C5 O1 C9 -173.46(19) . .
C4 C5 O1 C9 3.9(3) . .
C6 C7 O2 C10 161.16(19) . .
C8 C7 O2 C10 -19.8(3) . .
N3 C2 N5 C11 5.7(3) . .
N2 C2 N5 C11 -174.47(18) . .
C2 N5 C11 C16 -141.2(2) . .
C2 N5 C11 C12 42.7(3) . .
C16 C11 C12 C13 2.2(3) . .
N5 C11 C12 C13 178.24(18) . .
C11 C12 C13 O3 -179.92(18) . .
C11 C12 C13 C14 -1.6(3) . .
O3 C13 C14 C15 178.08(18) . .
C12 C13 C14 C15 -0.3(3) . .
C13 C14 C15 O4 -179.47(18) . .
C13 C14 C15 C16 1.7(3) . .
O4 C15 C16 C11 -179.84(18) . .
C14 C15 C16 C11 -1.2(3) . .
C12 C11 C16 C15 -0.9(3) . .
N5 C11 C16 C15 -177.01(18) . .
C14 C13 O3 C17 168.38(18) . .
C12 C13 O3 C17 -13.3(3) . .
C16 C15 O4 C18 -3.6(3) . .
C14 C15 O4 C18 177.65(18) . .
C29 C20 C21 C22 0.9(3) . .
C30 C20 C21 C22 -178.60(19) . .
C20 C21 C22 C23 -0.4(3) . .
C21 C22 C23 C24 -0.1(3) . .
C22 C23 C24 C25 178.8(2) . .
C22 C23 C24 C29 0.1(3) . .
C29 C24 C25 C26 -0.6(3) . .
C23 C24 C25 C26 -179.3(2) . .
C24 C25 C26 C27 -0.1(3) . .
C25 C26 C27 C28 0.8(3) . .
C26 C27 C28 C29 -0.9(3) . .
C26 C27 C28 C31 178.68(18) . .
C21 C20 C29 C24 -0.9(3) . .
C30 C20 C29 C24 178.57(18) . .
C21 C20 C29 C28 -179.80(19) . .
C30 C20 C29 C28 -0.3(3) . .
C25 C24 C29 C20 -178.30(18) . .
C23 C24 C29 C20 0.5(3) . .
C25 C24 C29 C28 0.6(3) . .
C23 C24 C29 C28 179.34(18) . .
C27 C28 C29 C20 179.02(19) . .
C31 C28 C29 C20 -0.5(3) . .
C27 C28 C29 C24 0.2(3) . .
C31 C28 C29 C24 -179.41(18) . .
C21 C20 C30 O6 1.9(3) . .
C29 C20 C30 O6 -177.58(19) . .
C21 C20 C30 N6 -179.07(18) . .
C29 C20 C30 N6 1.4(3) . .
C27 C28 C31 O5 -0.3(3) . .
C29 C28 C31 O5 179.24(19) . .
C27 C28 C31 N6 -179.34(18) . .
C29 C28 C31 N6 0.2(3) . .
O6 C30 N6 C31 177.15(19) . .
C20 C30 N6 C31 -1.9(3) . .
O5 C31 N6 C30 -177.99(19) . .
C28 C31 N6 C30 1.1(3) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139159983
