#------------------------------------------------------------------------------
#$Date: 2025-04-05 07:09:12 +0300 (Sat, 05 Apr 2025) $
#$Revision: 299122 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/03/7160354.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_7160354
loop_
_publ_author_name
'Mamedov, Vakhid A.'
'Galimullina, Venera R.'
'Qu, Zheng-Wang'
'Zhu, Hui'
'Syakaev, Victor V.'
'Nikolaeva, Dariya V.'
'Rizvanov, Il'dar Kh'
'Gubaidullin, Aidar T.'
'Sinyashin, Oleg G.'
'Grimme, Stefan'
_publ_section_title
;
 ANRORC type rearrangement/intermolecular cyclocondensation cascade of
 5,6-dicyano-3-(2-oxo-2-ethyl)pyrazin-2(1H)-ones with hydrazine
 hydrate for the synthesis of
 2-(pyrazol-3-yl)imidazo[4,5-d]pyridazines.
;
_journal_issue                   9
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2180
_journal_page_last               2189
_journal_paper_doi               10.1039/d4ob01911c
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C14 H12 N8, C3 H7 N O, 0.5(H2 O)'
_chemical_formula_sum            'C17 H20 N9 O1.5'
_chemical_formula_weight         374.42
_chemical_melting_point          495.5(5)
_chemical_name_systematic
'2-(5-Phenyl-1H-pyrazol-3-yl)-5H-imidazo[4,5-d]pyridazine-4,7-diamine hydrate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2024-07-27 deposited with the CCDC.	2025-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.179(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.826(3)
_cell_length_b                   10.5319(13)
_cell_length_c                   16.192(2)
_cell_measurement_reflns_used    9966
_cell_measurement_temperature    162(2)
_cell_measurement_theta_max      34.66
_cell_measurement_theta_min      2.32
_cell_volume                     3766.2(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'APEX3 v2019.11-0 (Bruker AXS)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      162(2)
_diffrn_detector                 'area detector PHOTON III'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0695
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            84574
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.804
_diffrn_reflns_theta_min         1.844
_diffrn_source                   'microfocus I\mS DIAMOND Mo X-ray tube'
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_correction_T_min  0.6888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 G.M. Sheldrick (1998a). SADABS v.2.01, Bruker.
 Siemens Area Detector Absorption Correction Program.
 Bruker AXS. Madison. Wisconsin. USA
  Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
  SADABS-2016/2, J. Appl. Cryst. 48 (2015) 3-10. 
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_description       prism
_exptl_crystal_F_000             1576
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetic acid'
_exptl_crystal_size_max          0.263
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.134
_refine_diff_density_max         0.473
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         8114
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0484
_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)+(0.0818P)²+0.6279P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1318
_refine_ls_wR_factor_ref         0.1438
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6405
_reflns_number_total             8114
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob01911c3.cif
_cod_data_source_block           shelx_CCDC2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value '495-496' was changed to
'495.5(5)' -- the average value was taken and precision was
estimated.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

2025-04-01
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel

 Adding full bibliography for 7160352--7160354.cif.
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_moiety     '2(C14 H12 N8), 2(C3 H7 N O), H2 O'
_cod_original_formula_sum        'C34 H40 N18 O3'
_cod_original_formula_units_Z    4
_cod_original_formula_weight     748.84
_cod_database_code               7160354
_shelx_shelxl_version_number     2014/7
_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   0.976
_shelx_estimated_absorpt_t_max   0.988
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_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
C1S C 0.38937(5) 0.24396(11) 0.42713(7) 0.0410(2) Uani 1 1 d . . . . .
C2S C 0.42386(9) 0.03486(14) 0.48955(12) 0.0655(4) Uani 1 1 d . . . . .
C3A C 0.30964(3) 0.93001(7) 0.25569(6) 0.02393(14) Uani 1 1 d . . . . .
C3S C 0.32962(9) 0.1227(2) 0.48306(15) 0.0802(6) Uani 1 1 d . . . . .
C4 C 0.25702(3) 0.99753(7) 0.24292(6) 0.02490(14) Uani 1 1 d . . . . .
C7 C 0.34552(3) 1.12000(8) 0.20925(6) 0.02695(15) Uani 1 1 d . . . . .
C7A C 0.35391(3) 0.99125(7) 0.24065(6) 0.02486(14) Uani 1 1 d . . . . .
C23 C 0.42264(3) 0.69348(7) 0.31896(6) 0.02432(14) Uani 1 1 d . . . . .
C24 C 0.48514(3) 0.69091(7) 0.34652(6) 0.02584(15) Uani 1 1 d . . . . .
C25 C 0.50245(3) 0.56644(8) 0.37248(6) 0.02535(14) Uani 1 1 d . . . . .
C26 C 0.56261(3) 0.50791(8) 0.40942(6) 0.02748(15) Uani 1 1 d . . . . .
C27 C 0.57691(4) 0.39570(9) 0.46092(7) 0.03379(18) Uani 1 1 d . . . . .
C28 C 0.63562(5) 0.34754(11) 0.49816(8) 0.0418(2) Uani 1 1 d . . . . .
C29 C 0.67971(4) 0.40848(12) 0.48361(7) 0.0437(2) Uani 1 1 d . . . . .
C30 C 0.66568(4) 0.51855(13) 0.43185(8) 0.0442(2) Uani 1 1 d . . . . .
C31 C 0.60742(4) 0.56912(11) 0.39501(7) 0.0373(2) Uani 1 1 d . . . . .
C2 C 0.38273(3) 0.80369(7) 0.28700(6) 0.02435(14) Uani 1 1 d . . . . .
N1 N 0.40090(3) 0.91044(6) 0.26041(5) 0.02650(14) Uani 1 1 d . . . . .
N1S N 0.38134(5) 0.13812(10) 0.46552(7) 0.0481(2) Uani 1 1 d . . . . .
N3 N 0.32757(3) 0.80837(6) 0.28499(5) 0.02486(13) Uani 1 1 d . . . . .
N4 N 0.21234(3) 0.95132(7) 0.25820(7) 0.03446(18) Uani 1 1 d . . . . .
N5 N 0.25472(3) 1.11846(6) 0.21621(5) 0.02693(14) Uani 1 1 d . . . . .
N6 N 0.29648(3) 1.18224(6) 0.19803(5) 0.02824(14) Uani 1 1 d . . . . .
N7 N 0.38642(4) 1.17884(8) 0.18873(7) 0.0400(2) Uani 1 1 d . . . . .
N21 N 0.45175(3) 0.50304(7) 0.35930(6) 0.02790(14) Uani 1 1 d . . . . .
N22 N 0.40236(3) 0.57859(7) 0.32657(5) 0.02768(14) Uani 1 1 d . . . . .
O1S O 0.43182(4) 0.26247(8) 0.40995(6) 0.04620(19) Uani 1 1 d . . . . .
O2S O 0.5000 0.02170(11) 0.2500 0.0527(3) Uani 1 2 d S T P . .
H1S H 0.3563(8) 0.3115(16) 0.4107(12) 0.060(4) Uiso 1 1 d . . . . .
H2S H 0.5266(8) -0.0216(18) 0.2448(13) 0.071(5) Uiso 1 1 d . . . . .
H5 H 0.2239(6) 1.1711(14) 0.2089(10) 0.047(4) Uiso 1 1 d . . . . .
H21 H 0.4467(7) 0.4213(15) 0.3718(11) 0.049(4) Uiso 1 1 d . . . . .
H21S H 0.4605(10) 0.059(2) 0.4860(15) 0.090(6) Uiso 1 1 d . . . . .
H22S H 0.4091(10) -0.042(2) 0.4599(16) 0.097(7) Uiso 1 1 d . . . . .
H23S H 0.4414(11) 0.016(2) 0.555(2) 0.112(8) Uiso 1 1 d . . . . .
H24 H 0.5112(6) 0.7642(13) 0.3485(9) 0.041(3) Uiso 1 1 d . . . . .
H27 H 0.5449(6) 0.3514(13) 0.4726(9) 0.041(3) Uiso 1 1 d . . . . .
H28 H 0.6449(6) 0.2662(16) 0.5370(11) 0.054(4) Uiso 1 1 d . . . . .
H29 H 0.7217(7) 0.3744(14) 0.5094(11) 0.054(4) Uiso 1 1 d . . . . .
H30 H 0.6975(7) 0.5620(15) 0.4216(12) 0.059(4) Uiso 1 1 d . . . . .
H31 H 0.5974(6) 0.6502(14) 0.3576(10) 0.051(4) Uiso 1 1 d . . . . .
H31S H 0.3406(10) 0.116(2) 0.5498(19) 0.107(7) Uiso 1 1 d . . . . .
H32S H 0.3038(11) 0.048(3) 0.4474(19) 0.115(8) Uiso 1 1 d . . . . .
H33S H 0.3019(9) 0.206(2) 0.4565(17) 0.093(7) Uiso 1 1 d . . . . .
H41 H 0.2117(6) 0.8697(15) 0.2752(10) 0.046(4) Uiso 1 1 d . . . . .
H42 H 0.1785(7) 0.9969(14) 0.2382(11) 0.048(4) Uiso 1 1 d . . . . .
H71 H 0.4219(7) 1.1432(14) 0.2059(10) 0.045(3) Uiso 1 1 d . . . . .
H72 H 0.3824(7) 1.2647(16) 0.1758(11) 0.056(4) 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'
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
O1S C1S N1S 124.53(11) . . ?
O1S C1S H1S 120.1(9) . . ?
N1S C1S H1S 115.4(9) . . ?
N1S C2S H21S 112.1(13) . . ?
N1S C2S H22S 116.9(14) . . ?
H21S C2S H22S 111.1(18) . . ?
N1S C2S H23S 110.8(15) . . ?
H21S C2S H23S 98.9(17) . . ?
H22S C2S H23S 105(2) . . ?
N3 C3A C7A 109.73(6) . . ?
N3 C3A C4 130.75(7) . . ?
C7A C3A C4 119.48(7) . . ?
N1S C3S H31S 113.4(13) . . ?
N1S C3S H32S 111.3(14) . . ?
H31S C3S H32S 111(2) . . ?
N1S C3S H33S 107.1(12) . . ?
H31S C3S H33S 107.4(18) . . ?
H32S C3S H33S 106.3(19) . . ?
N4 C4 N5 119.41(7) . . ?
N4 C4 C3A 125.39(7) . . ?
N5 C4 C3A 115.16(7) . . ?
N6 C7 N7 119.12(8) . . ?
N6 C7 C7A 119.69(7) . . ?
N7 C7 C7A 121.17(7) . . ?
N1 C7A C3A 109.32(7) . . ?
N1 C7A C7 130.37(7) . . ?
C3A C7A C7 120.30(7) . . ?
N22 C23 C24 111.14(6) . . ?
N22 C23 C2 121.95(6) . . ?
C24 C23 C2 126.90(7) . . ?
C25 C24 C23 105.03(7) . . ?
C25 C24 H24 128.1(7) . . ?
C23 C24 H24 126.9(7) . . ?
N21 C25 C24 106.39(6) . . ?
N21 C25 C26 123.88(7) . . ?
C24 C25 C26 129.72(7) . . ?
C31 C26 C27 119.14(7) . . ?
C31 C26 C25 118.61(8) . . ?
C27 C26 C25 122.21(8) . . ?
C28 C27 C26 119.79(9) . . ?
C28 C27 H27 120.5(8) . . ?
C26 C27 H27 119.7(8) . . ?
C29 C28 C27 120.78(10) . . ?
C29 C28 H28 121.4(8) . . ?
C27 C28 H28 117.8(8) . . ?
C30 C29 C28 119.69(8) . . ?
C30 C29 H29 118.9(9) . . ?
C28 C29 H29 121.4(9) . . ?
C29 C30 C31 120.40(10) . . ?
C29 C30 H30 119.4(10) . . ?
C31 C30 H30 120.2(10) . . ?
C30 C31 C26 120.19(10) . . ?
C30 C31 H31 120.2(8) . . ?
C26 C31 H31 119.6(8) . . ?
N1 C2 N3 116.23(6) . . ?
N1 C2 C23 120.20(6) . . ?
N3 C2 C23 123.52(7) . . ?
C2 N1 C7A 102.73(6) . . ?
C1S N1S C2S 120.64(12) . . ?
C1S N1S C3S 121.35(14) . . ?
C2S N1S C3S 118.01(15) . . ?
C2 N3 C3A 101.97(6) . . ?
C4 N4 H41 122.3(9) . . ?
C4 N4 H42 117.5(9) . . ?
H41 N4 H42 118.7(12) . . ?
C4 N5 N6 127.53(6) . . ?
C4 N5 H5 122.2(9) . . ?
N6 N5 H5 110.3(9) . . ?
C7 N6 N5 117.77(7) . . ?
C7 N7 H71 118.9(9) . . ?
C7 N7 H72 119.2(9) . . ?
H71 N7 H72 118.7(13) . . ?
N22 N21 C25 112.56(7) . . ?
N22 N21 H21 117.0(9) . . ?
C25 N21 H21 130.3(9) . . ?
C23 N22 N21 104.87(6) . . ?
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
C1S O1S 1.2222(14) . ?
C1S N1S 1.3349(15) . ?
C1S H1S 1.025(17) . ?
C2S N1S 1.440(2) . ?
C2S H21S 0.97(2) . ?
C2S H22S 0.93(2) . ?
C2S H23S 0.97(3) . ?
C3A N3 1.3681(10) . ?
C3A C7A 1.3884(10) . ?
C3A C4 1.4171(10) . ?
C3S N1S 1.4453(19) . ?
C3S H31S 0.99(3) . ?
C3S H32S 1.01(3) . ?
C3S H33S 1.07(2) . ?
C4 N4 1.3338(10) . ?
C4 N5 1.3379(10) . ?
C7 N6 1.3201(10) . ?
C7 N7 1.3541(11) . ?
C7 C7A 1.4296(11) . ?
C7A N1 1.3589(9) . ?
C23 N22 1.3378(10) . ?
C23 C24 1.4054(10) . ?
C23 C2 1.4589(10) . ?
C24 C25 1.3838(11) . ?
C24 H24 0.998(13) . ?
C25 N21 1.3528(10) . ?
C25 C26 1.4670(10) . ?
C26 C31 1.3943(12) . ?
C26 C27 1.3956(13) . ?
C27 C28 1.3938(13) . ?
C27 H27 1.011(13) . ?
C28 C29 1.3789(17) . ?
C28 H28 1.025(16) . ?
C29 C30 1.3787(17) . ?
C29 H29 0.996(15) . ?
C30 C31 1.3941(12) . ?
C30 H30 0.990(16) . ?
C31 H31 1.009(15) . ?
C2 N1 1.3528(10) . ?
C2 N3 1.3558(9) . ?
N4 H41 0.905(15) . ?
N4 H42 0.890(15) . ?
N5 N6 1.3754(9) . ?
N5 H5 0.909(14) . ?
N7 H71 0.877(14) . ?
N7 H72 0.923(17) . ?
N21 N22 1.3505(9) . ?
N21 H21 0.906(15) . ?
O2S H2S 0.839(17) . ?
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
N3 C3A C4 N4 -0.05(15) . . . . ?
C7A C3A C4 N4 -177.47(9) . . . . ?
N3 C3A C4 N5 177.67(8) . . . . ?
C7A C3A C4 N5 0.25(12) . . . . ?
N3 C3A C7A N1 -0.29(10) . . . . ?
C4 C3A C7A N1 177.63(7) . . . . ?
N3 C3A C7A C7 179.80(7) . . . . ?
C4 C3A C7A C7 -2.28(12) . . . . ?
N6 C7 C7A N1 -177.26(9) . . . . ?
N7 C7 C7A N1 4.22(15) . . . . ?
N6 C7 C7A C3A 2.63(13) . . . . ?
N7 C7 C7A C3A -175.89(9) . . . . ?
N22 C23 C24 C25 -0.41(10) . . . . ?
C2 C23 C24 C25 178.69(8) . . . . ?
C23 C24 C25 N21 0.35(9) . . . . ?
C23 C24 C25 C26 -178.34(8) . . . . ?
N21 C25 C26 C31 161.38(9) . . . . ?
C24 C25 C26 C31 -20.13(14) . . . . ?
N21 C25 C26 C27 -20.82(14) . . . . ?
C24 C25 C26 C27 157.67(9) . . . . ?
C31 C26 C27 C28 0.89(14) . . . . ?
C25 C26 C27 C28 -176.90(9) . . . . ?
C26 C27 C28 C29 -0.95(16) . . . . ?
C27 C28 C29 C30 0.18(17) . . . . ?
C28 C29 C30 C31 0.65(18) . . . . ?
C29 C30 C31 C26 -0.70(18) . . . . ?
C27 C26 C31 C30 -0.08(15) . . . . ?
C25 C26 C31 C30 177.80(10) . . . . ?
N22 C23 C2 N1 -165.22(8) . . . . ?
C24 C23 C2 N1 15.76(13) . . . . ?
N22 C23 C2 N3 17.21(13) . . . . ?
C24 C23 C2 N3 -161.81(8) . . . . ?
N3 C2 N1 C7A 0.75(10) . . . . ?
C23 C2 N1 C7A -176.99(7) . . . . ?
C3A C7A N1 C2 -0.25(9) . . . . ?
C7 C7A N1 C2 179.65(9) . . . . ?
O1S C1S N1S C2S -0.34(19) . . . . ?
O1S C1S N1S C3S -179.47(13) . . . . ?
N1 C2 N3 C3A -0.92(10) . . . . ?
C23 C2 N3 C3A 176.74(8) . . . . ?
C7A C3A N3 C2 0.69(9) . . . . ?
C4 C3A N3 C2 -176.93(9) . . . . ?
N4 C4 N5 N6 179.51(8) . . . . ?
C3A C4 N5 N6 1.64(13) . . . . ?
N7 C7 N6 N5 177.67(8) . . . . ?
C7A C7 N6 N5 -0.88(12) . . . . ?
C4 N5 N6 C7 -1.33(13) . . . . ?
C24 C25 N21 N22 -0.20(10) . . . . ?
C26 C25 N21 N22 178.59(8) . . . . ?
C24 C23 N22 N21 0.29(10) . . . . ?
C2 C23 N22 N21 -178.86(8) . . . . ?
C25 N21 N22 C23 -0.06(10) . . . . ?
