#------------------------------------------------------------------------------
#$Date: 2025-08-20 20:34:49 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301835 $
#$URL: svn://www.crystallography.net/cod/cif/4/13/39/4133910.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_4133910
loop_
_publ_author_name
'Izumi, Saika'
'Higginbotham, Heather F.'
'Nyga, Aleksandra'
'Stachelek, Patrycja'
'Tohnai, Norimitsu'
'Silva, Piotr de'
'Data, Przemyslaw'
'Takeda, Youhei'
'Minakata, Satoshi'
_publ_section_title
;
 Thermally Activated Delayed Fluorescent Donor-Acceptor-Donor-Acceptor
 π-Conjugated Macrocycle for Organic Light-Emitting Diodes.
;
_journal_issue                   3
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1482
_journal_page_last               1491
_journal_paper_doi               10.1021/jacs.9b11578
_journal_volume                  142
_journal_year                    2020
_chemical_formula_moiety         'C78 H50 Cl6 N8'
_chemical_formula_sum            'C78 H50 Cl6 N8'
_chemical_formula_weight         1312.02
_chemical_melting_point          840
_chemical_name_systematic
2,4,6,8-tetraphenyl-2,4,6,8-tetraaza-1,5(3,11)-didibenzo[a,j]phenazina-3,7(1,4)-dibenzenacyclooctaphane
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2019-08-01 deposited with the CCDC.	2019-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                111.577(3)
_cell_angle_beta                 107.814(3)
_cell_angle_gamma                103.415(3)
_cell_formula_units_Z            1
_cell_length_a                   11.5979(4)
_cell_length_b                   12.4869(3)
_cell_length_c                   13.0234(5)
_cell_measurement_reflns_used    7605
_cell_measurement_temperature    213
_cell_measurement_theta_max      74.07
_cell_measurement_theta_min      4.05
_cell_volume                     1538.21(12)
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      213
_diffrn_detector_area_resol_mean 5.811
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15339
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         74.303
_diffrn_reflns_theta_min         4.049
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.982
_exptl_absorpt_correction_T_max  0.551
_exptl_absorpt_correction_T_min  0.368
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             676.00
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform/n-hexane'
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         1.38
_refine_diff_density_min         -0.86
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     415
_refine_ls_number_reflns         6028
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0661
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1035P)²+1.2134P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1885
_refine_ls_wR_factor_ref         0.1954
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5170
_reflns_number_total             6028
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja9b11578_si_002.cif
_cod_data_source_block           macrocycle_CHCl3_n-Hex
_cod_depositor_comments
'Adding full bibliography for 4133910--4133911.cif.'
_cod_database_code               4133910
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Cl1 Cl 0.85380(11) 0.87374(13) 0.74806(14) 0.1000(4) Uani 1 1 d . .
Cl2 Cl 1.11579(16) 1.05814(18) 0.93730(15) 0.1299(6) Uani 1 1 d . .
Cl3 Cl 1.03649(9) 1.01627(9) 0.69216(9) 0.0745(3) Uani 1 1 d . .
N1 N -0.28994(19) 0.49613(17) 0.02430(18) 0.0338(4) Uani 1 1 d . .
N2 N -0.17852(18) 0.31998(17) 0.03829(18) 0.0310(4) Uani 1 1 d . .
N3 N 0.45085(19) 0.60583(17) 0.3340(2) 0.0369(5) Uani 1 1 d . .
N4 N 0.65051(19) 0.22788(18) 0.2888(2) 0.0371(5) Uani 1 1 d . .
C1 C -0.5840(2) 0.2136(2) -0.1292(2) 0.0345(5) Uani 1 1 d . .
H1 H -0.6756 0.1902 -0.1608 0.041 Uiso 1 1 calc R U
C2 C -0.5054(2) 0.3354(2) -0.0770(2) 0.0343(5) Uani 1 1 d . .
H2 H -0.5431 0.3946 -0.0765 0.041 Uiso 1 1 calc R U
C3 C -0.3650(2) 0.3755(2) -0.0223(2) 0.0311(5) Uani 1 1 d . .
C4 C -0.3087(2) 0.2853(2) -0.0201(2) 0.0298(5) Uani 1 1 d . .
C5 C -0.1030(2) 0.4415(2) 0.0875(2) 0.0297(5) Uani 1 1 d . .
C6 C -0.1589(2) 0.5291(2) 0.0759(2) 0.0309(5) Uani 1 1 d . .
C7 C -0.0728(2) 0.6551(2) 0.1189(2) 0.0347(5) Uani 1 1 d . .
H7 H -0.1090 0.7129 0.1099 0.042 Uiso 1 1 calc R U
C8 C 0.0587(2) 0.6916(2) 0.1716(2) 0.0335(5) Uani 1 1 d . .
H8 H 0.1125 0.7735 0.1955 0.040 Uiso 1 1 calc R U
C9 C 0.1193(2) 0.6078(2) 0.1926(2) 0.0304(5) Uani 1 1 d . .
C10 C 0.0377(2) 0.4832(2) 0.1516(2) 0.0299(5) Uani 1 1 d . .
C11 C 0.0978(2) 0.4031(2) 0.1741(2) 0.0332(5) Uani 1 1 d . .
H11 H 0.0450 0.3196 0.1465 0.040 Uiso 1 1 calc R U
C12 C 0.2310(2) 0.4443(2) 0.2352(2) 0.0347(5) Uani 1 1 d . .
H12 H 0.2679 0.3896 0.2518 0.042 Uiso 1 1 calc R U
C13 C 0.3147(2) 0.5679(2) 0.2742(2) 0.0319(5) Uani 1 1 d . .
C14 C 0.2566(2) 0.6476(2) 0.2520(2) 0.0324(5) Uani 1 1 d . .
H14 H 0.3104 0.7300 0.2772 0.039 Uiso 1 1 calc R U
C15 C 0.5365(2) 0.7352(2) 0.4091(2) 0.0339(5) Uani 1 1 d . .
C16 C 0.5116(3) 0.8147(2) 0.4998(2) 0.0400(6) Uani 1 1 d . .
H16 H 0.4402 0.7827 0.5146 0.048 Uiso 1 1 calc R U
C17 C 0.5918(3) 0.9403(2) 0.5678(3) 0.0466(6) Uani 1 1 d . .
H17 H 0.5746 0.9939 0.6286 0.056 Uiso 1 1 calc R U
C18 C 0.6967(3) 0.9870(2) 0.5470(3) 0.0512(7) Uani 1 1 d . .
H18 H 0.7498 1.0729 0.5918 0.061 Uiso 1 1 calc R U
C19 C 0.7240(3) 0.9075(3) 0.4599(3) 0.0527(7) Uani 1 1 d . .
H19 H 0.7972 0.9393 0.4472 0.063 Uiso 1 1 calc R U
C20 C 0.6444(3) 0.7813(2) 0.3913(2) 0.0417(6) Uani 1 1 d . .
H20 H 0.6640 0.7275 0.3328 0.050 Uiso 1 1 calc R U
C21 C 0.5090(2) 0.5152(2) 0.3214(2) 0.0323(5) Uani 1 1 d . .
C22 C 0.5924(2) 0.5168(2) 0.4246(2) 0.0340(5) Uani 1 1 d . .
H22 H 0.6170 0.5820 0.5026 0.041 Uiso 1 1 calc R U
C23 C 0.6402(2) 0.4230(2) 0.4139(2) 0.0337(5) Uani 1 1 d . .
H23 H 0.6960 0.4243 0.4845 0.040 Uiso 1 1 calc R U
C24 C 0.6055(2) 0.3269(2) 0.2985(2) 0.0318(5) Uani 1 1 d . .
C25 C 0.5285(2) 0.3296(2) 0.1950(2) 0.0343(5) Uani 1 1 d . .
H25 H 0.5093 0.2678 0.1170 0.041 Uiso 1 1 calc R U
C26 C 0.4795(2) 0.4228(2) 0.2058(2) 0.0341(5) Uani 1 1 d . .
H26 H 0.4267 0.4235 0.1352 0.041 Uiso 1 1 calc R U
C27 C 0.5651(2) 0.1016(2) 0.2179(2) 0.0330(5) Uani 1 1 d . .
C28 C 0.6148(2) 0.0080(2) 0.2018(2) 0.0349(5) Uani 1 1 d . .
H28 H 0.7063 0.0304 0.2346 0.042 Uiso 1 1 calc R U
C29 C 0.5313(2) -0.1184(2) 0.1378(2) 0.0318(5) Uani 1 1 d . .
C30 C 0.3935(2) -0.1544(2) 0.0833(2) 0.0313(5) Uani 1 1 d . .
C31 C 0.3447(2) -0.0592(2) 0.0979(2) 0.0360(5) Uani 1 1 d . .
H31 H 0.2534 -0.0811 0.0615 0.043 Uiso 1 1 calc R U
C32 C 0.4274(2) 0.0651(2) 0.1643(2) 0.0373(5) Uani 1 1 d . .
H32 H 0.3917 0.1266 0.1740 0.045 Uiso 1 1 calc R U
C33 C 0.7870(2) 0.2632(2) 0.3636(2) 0.0325(5) Uani 1 1 d . .
C34 C 0.8808(3) 0.3248(2) 0.3386(3) 0.0419(6) Uani 1 1 d . .
H34 H 0.8554 0.3406 0.2716 0.050 Uiso 1 1 calc R U
C35 C 1.0137(3) 0.3637(3) 0.4131(3) 0.0504(7) Uani 1 1 d . .
H35 H 1.0779 0.4062 0.3964 0.060 Uiso 1 1 calc R U
C36 C 1.0513(3) 0.3403(3) 0.5108(3) 0.0488(7) Uani 1 1 d . .
H36 H 1.1409 0.3669 0.5610 0.059 Uiso 1 1 calc R U
C37 C 0.9575(3) 0.2781(3) 0.5345(3) 0.0489(7) Uani 1 1 d . .
H37 H 0.9831 0.2614 0.6009 0.059 Uiso 1 1 calc R U
C38 C 0.8252(3) 0.2395(3) 0.4616(3) 0.0435(6) Uani 1 1 d . .
H38 H 0.7615 0.1972 0.4789 0.052 Uiso 1 1 calc R U
C39 C 1.0207(4) 0.9447(4) 0.7816(5) 0.0836(13) Uani 1 1 d . .
H39 H 1.0566 0.8789 0.7633 0.100 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Cl Cl 0.3639 0.7018
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(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
C3 N1 C6 116.79(19) . .
C4 N2 C5 117.11(19) . .
C13 N3 C21 120.43(18) . .
C13 N3 C15 121.69(18) . .
C21 N3 C15 117.88(18) . .
C27 N4 C24 122.34(19) . .
C27 N4 C33 120.60(18) . .
C24 N4 C33 116.85(18) . .
C2 C1 C29 121.9(2) . 2
C2 C1 H1 119.1 . .
C29 C1 H1 119.1 2 .
C1 C2 C3 120.7(2) . .
C1 C2 H2 119.7 . .
C3 C2 H2 119.7 . .
N1 C3 C4 121.6(2) . .
N1 C3 C2 119.16(19) . .
C4 C3 C2 119.2(2) . .
N2 C4 C3 121.2(2) . .
N2 C4 C30 119.41(19) . 2
C3 C4 C30 119.4(2) . 2
N2 C5 C6 121.3(2) . .
N2 C5 C10 119.03(19) . .
C6 C5 C10 119.62(19) . .
N1 C6 C5 121.5(2) . .
N1 C6 C7 119.5(2) . .
C5 C6 C7 119.0(2) . .
C8 C7 C6 121.1(2) . .
C8 C7 H7 119.4 . .
C6 C7 H7 119.4 . .
C7 C8 C9 121.6(2) . .
C7 C8 H8 119.2 . .
C9 C8 H8 119.2 . .
C14 C9 C10 119.7(2) . .
C14 C9 C8 121.5(2) . .
C10 C9 C8 118.8(2) . .
C11 C10 C9 118.3(2) . .
C11 C10 C5 122.1(2) . .
C9 C10 C5 119.59(19) . .
C12 C11 C10 121.3(2) . .
C12 C11 H11 119.3 . .
C10 C11 H11 119.3 . .
C11 C12 C13 121.3(2) . .
C11 C12 H12 119.4 . .
C13 C12 H12 119.4 . .
C14 C13 N3 122.5(2) . .
C14 C13 C12 117.9(2) . .
N3 C13 C12 119.6(2) . .
C13 C14 C9 121.5(2) . .
C13 C14 H14 119.3 . .
C9 C14 H14 119.3 . .
C20 C15 C16 119.8(2) . .
C20 C15 N3 119.5(2) . .
C16 C15 N3 120.8(2) . .
C17 C16 C15 120.0(3) . .
C17 C16 H16 120.0 . .
C15 C16 H16 120.0 . .
C18 C17 C16 120.1(3) . .
C18 C17 H17 119.9 . .
C16 C17 H17 119.9 . .
C17 C18 C19 119.8(2) . .
C17 C18 H18 120.1 . .
C19 C18 H18 120.1 . .
C18 C19 C20 120.6(3) . .
C18 C19 H19 119.7 . .
C20 C19 H19 119.7 . .
C15 C20 C19 119.6(3) . .
C15 C20 H20 120.2 . .
C19 C20 H20 120.2 . .
C22 C21 C26 119.4(2) . .
C22 C21 N3 120.1(2) . .
C26 C21 N3 120.5(2) . .
C21 C22 C23 120.6(2) . .
C21 C22 H22 119.7 . .
C23 C22 H22 119.7 . .
C22 C23 C24 120.0(2) . .
C22 C23 H23 120.0 . .
C24 C23 H23 120.0 . .
C25 C24 C23 119.3(2) . .
C25 C24 N4 121.2(2) . .
C23 C24 N4 119.5(2) . .
C24 C25 C26 120.6(2) . .
C24 C25 H25 119.7 . .
C26 C25 H25 119.7 . .
C25 C26 C21 119.8(2) . .
C25 C26 H26 120.1 . .
C21 C26 H26 120.1 . .
C28 C27 N4 120.3(2) . .
C28 C27 C32 118.1(2) . .
N4 C27 C32 121.5(2) . .
C27 C28 C29 121.3(2) . .
C27 C28 H28 119.4 . .
C29 C28 H28 119.4 . .
C28 C29 C30 120.3(2) . .
C28 C29 C1 120.6(2) . 2
C30 C29 C1 119.0(2) . 2
C31 C30 C29 117.8(2) . .
C31 C30 C4 122.6(2) . 2
C29 C30 C4 119.5(2) . 2
C32 C31 C30 121.5(2) . .
C32 C31 H31 119.2 . .
C30 C31 H31 119.2 . .
C31 C32 C27 120.9(2) . .
C31 C32 H32 119.6 . .
C27 C32 H32 119.6 . .
C34 C33 C38 119.7(2) . .
C34 C33 N4 119.1(2) . .
C38 C33 N4 121.2(2) . .
C33 C34 C35 119.8(3) . .
C33 C34 H34 120.1 . .
C35 C34 H34 120.1 . .
C36 C35 C34 120.3(3) . .
C36 C35 H35 119.8 . .
C34 C35 H35 119.8 . .
C37 C36 C35 119.6(2) . .
C37 C36 H36 120.2 . .
C35 C36 H36 120.2 . .
C36 C37 C38 120.6(3) . .
C36 C37 H37 119.7 . .
C38 C37 H37 119.7 . .
C33 C38 C37 119.9(3) . .
C33 C38 H38 120.0 . .
C37 C38 H38 120.0 . .
Cl3 C39 Cl1 111.0(2) . .
Cl3 C39 Cl2 108.3(2) . .
Cl1 C39 Cl2 112.1(3) . .
Cl3 C39 H39 108.4 . .
Cl1 C39 H39 108.4 . .
Cl2 C39 H39 108.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C39 1.767(4) .
Cl2 C39 1.769(5) .
Cl3 C39 1.735(5) .
N1 C3 1.338(3) .
N1 C6 1.346(3) .
N2 C4 1.341(3) .
N2 C5 1.343(3) .
N3 C13 1.397(3) .
N3 C21 1.430(3) .
N3 C15 1.432(3) .
N4 C27 1.402(3) .
N4 C24 1.429(3) .
N4 C33 1.437(3) .
C1 C2 1.351(3) .
C1 C29 1.442(3) 2
C1 H1 0.9400 .
C2 C3 1.435(3) .
C2 H2 0.9400 .
C3 C4 1.432(3) .
C4 C30 1.444(3) 2
C5 C6 1.425(3) .
C5 C10 1.444(3) .
C6 C7 1.437(3) .
C7 C8 1.346(3) .
C7 H7 0.9400 .
C8 C9 1.448(3) .
C8 H8 0.9400 .
C9 C14 1.407(3) .
C9 C10 1.413(3) .
C10 C11 1.409(3) .
C11 C12 1.365(3) .
C11 H11 0.9400 .
C12 C13 1.418(3) .
C12 H12 0.9400 .
C13 C14 1.390(3) .
C14 H14 0.9400 .
C15 C20 1.376(4) .
C15 C16 1.393(4) .
C16 C17 1.382(4) .
C16 H16 0.9400 .
C17 C18 1.372(5) .
C17 H17 0.9400 .
C18 C19 1.382(5) .
C18 H18 0.9400 .
C19 C20 1.385(4) .
C19 H19 0.9400 .
C20 H20 0.9400 .
C21 C22 1.386(3) .
C21 C26 1.392(3) .
C22 C23 1.388(3) .
C22 H22 0.9400 .
C23 C24 1.392(3) .
C23 H23 0.9400 .
C24 C25 1.388(3) .
C25 C26 1.390(3) .
C25 H25 0.9400 .
C26 H26 0.9400 .
C27 C28 1.397(3) .
C27 C32 1.411(3) .
C28 C29 1.397(3) .
C28 H28 0.9400 .
C29 C30 1.413(3) .
C29 C1 1.442(3) 2
C30 C31 1.408(3) .
C30 C4 1.444(3) 2
C31 C32 1.376(3) .
C31 H31 0.9400 .
C32 H32 0.9400 .
C33 C34 1.376(4) .
C33 C38 1.381(4) .
C34 C35 1.394(4) .
C34 H34 0.9400 .
C35 C36 1.374(4) .
C35 H35 0.9400 .
C36 C37 1.369(4) .
C36 H36 0.9400 .
C37 C38 1.384(4) .
C37 H37 0.9400 .
C38 H38 0.9400 .
C39 H39 0.9900 .
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
C29 C1 C2 C3 -3.1(4) 2 .
C6 N1 C3 C4 -1.5(3) . .
C6 N1 C3 C2 179.2(2) . .
C1 C2 C3 N1 177.4(2) . .
C1 C2 C3 C4 -2.0(4) . .
C5 N2 C4 C3 -4.2(3) . .
C5 N2 C4 C30 175.0(2) . 2
N1 C3 C4 N2 5.9(4) . .
C2 C3 C4 N2 -174.8(2) . .
N1 C3 C4 C30 -173.3(2) . 2
C2 C3 C4 C30 6.1(3) . 2
C4 N2 C5 C6 -1.3(3) . .
C4 N2 C5 C10 179.8(2) . .
C3 N1 C6 C5 -4.0(3) . .
C3 N1 C6 C7 175.1(2) . .
N2 C5 C6 N1 5.7(4) . .
C10 C5 C6 N1 -175.4(2) . .
N2 C5 C6 C7 -173.4(2) . .
C10 C5 C6 C7 5.5(3) . .
N1 C6 C7 C8 179.6(2) . .
C5 C6 C7 C8 -1.3(4) . .
C6 C7 C8 C9 -2.9(4) . .
C7 C8 C9 C14 -177.6(2) . .
C7 C8 C9 C10 2.8(4) . .
C14 C9 C10 C11 1.2(3) . .
C8 C9 C10 C11 -179.1(2) . .
C14 C9 C10 C5 -178.2(2) . .
C8 C9 C10 C5 1.4(3) . .
N2 C5 C10 C11 -6.0(3) . .
C6 C5 C10 C11 175.1(2) . .
N2 C5 C10 C9 173.4(2) . .
C6 C5 C10 C9 -5.5(3) . .
C9 C10 C11 C12 0.8(4) . .
C5 C10 C11 C12 -179.7(2) . .
C10 C11 C12 C13 -2.6(4) . .
C21 N3 C13 C14 -160.0(2) . .
C15 N3 C13 C14 19.9(4) . .
C21 N3 C13 C12 20.7(4) . .
C15 N3 C13 C12 -159.3(2) . .
C11 C12 C13 C14 2.2(4) . .
C11 C12 C13 N3 -178.5(2) . .
N3 C13 C14 C9 -179.4(2) . .
C12 C13 C14 C9 -0.1(4) . .
C10 C9 C14 C13 -1.6(4) . .
C8 C9 C14 C13 178.8(2) . .
C13 N3 C15 C20 -129.8(3) . .
C21 N3 C15 C20 50.2(3) . .
C13 N3 C15 C16 50.1(3) . .
C21 N3 C15 C16 -129.9(2) . .
C20 C15 C16 C17 2.8(4) . .
N3 C15 C16 C17 -177.1(2) . .
C15 C16 C17 C18 -0.4(4) . .
C16 C17 C18 C19 -1.7(4) . .
C17 C18 C19 C20 1.6(4) . .
C16 C15 C20 C19 -2.9(4) . .
N3 C15 C20 C19 177.0(2) . .
C18 C19 C20 C15 0.7(4) . .
C13 N3 C21 C22 -126.5(2) . .
C15 N3 C21 C22 53.5(3) . .
C13 N3 C21 C26 51.7(3) . .
C15 N3 C21 C26 -128.2(2) . .
C26 C21 C22 C23 -4.0(3) . .
N3 C21 C22 C23 174.3(2) . .
C21 C22 C23 C24 0.7(4) . .
C22 C23 C24 C25 3.3(3) . .
C22 C23 C24 N4 -177.3(2) . .
C27 N4 C24 C25 -52.0(3) . .
C33 N4 C24 C25 133.1(2) . .
C27 N4 C24 C23 128.5(3) . .
C33 N4 C24 C23 -46.4(3) . .
C23 C24 C25 C26 -4.0(4) . .
N4 C24 C25 C26 176.6(2) . .
C24 C25 C26 C21 0.7(4) . .
C22 C21 C26 C25 3.3(3) . .
N3 C21 C26 C25 -175.0(2) . .
C24 N4 C27 C28 174.0(2) . .
C33 N4 C27 C28 -11.3(4) . .
C24 N4 C27 C32 -8.0(4) . .
C33 N4 C27 C32 166.6(2) . .
N4 C27 C28 C29 176.1(2) . .
C32 C27 C28 C29 -2.0(4) . .
C27 C28 C29 C30 2.6(4) . .
C27 C28 C29 C1 -175.6(2) . 2
C28 C29 C30 C31 -1.1(4) . .
C1 C29 C30 C31 177.1(2) 2 .
C28 C29 C30 C4 -178.5(2) . 2
C1 C29 C30 C4 -0.2(3) 2 2
C29 C30 C31 C32 -0.9(4) . .
C4 C30 C31 C32 176.4(2) 2 .
C30 C31 C32 C27 1.5(4) . .
C28 C27 C32 C31 0.0(4) . .
N4 C27 C32 C31 -178.1(2) . .
C27 N4 C33 C34 116.9(3) . .
C24 N4 C33 C34 -68.1(3) . .
C27 N4 C33 C38 -64.9(3) . .
C24 N4 C33 C38 110.1(3) . .
C38 C33 C34 C35 -0.5(4) . .
N4 C33 C34 C35 177.7(2) . .
C33 C34 C35 C36 0.3(4) . .
C34 C35 C36 C37 0.2(5) . .
C35 C36 C37 C38 -0.5(5) . .
C34 C33 C38 C37 0.2(4) . .
N4 C33 C38 C37 -177.9(2) . .
C36 C37 C38 C33 0.3(4) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168336032
