#------------------------------------------------------------------------------
#$Date: 2022-05-28 05:04:34 +0300 (Sat, 28 May 2022) $
#$Revision: 275679 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/70/1567035.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1567035
loop_
_publ_author_name
'Molčanov, Krešimir'
'Milašinović, Valentina'
'Kojić-Prodić, Biserka'
'Maltar-Strmečki, Nadica'
'You, Jiangyang'
'Šantić, Ana'
'Kanižaj, Lidija'
'Stilinović, Vladimir'
'Fotović, Luka'
_publ_section_title
;
 Semiconductive 2D arrays of pancake-bonded oligomers of partially charged
 TCNQ radicals
;
_journal_issue                   4
_journal_name_full               IUCrJ
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052252522004717
_journal_volume                  9
_journal_year                    2022
_chemical_formula_moiety         '2(C12 H4 N4), C13 H12 N O'
_chemical_formula_sum            'C37 H20 N9 O'
_chemical_formula_weight         606.62
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-10-02T12:11:14-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                106.234(4)
_cell_angle_beta                 91.277(3)
_cell_angle_gamma                99.804(3)
_cell_formula_units_Z            2
_cell_length_a                   9.1474(2)
_cell_length_b                   11.3666(5)
_cell_length_c                   15.9321(6)
_cell_measurement_reflns_used    7021
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.958
_cell_measurement_theta_min      4.109
_cell_volume                     1562.98(10)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4323
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13967
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.306
_diffrn_reflns_theta_min         2.897
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.665
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.63765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_description       prism
_exptl_crystal_F_000             626
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.03
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.712
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         6405
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.712
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0458
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1878P)²+0.1076P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1796
_reflns_number_gt                5339
_reflns_number_total             6405
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            lq5043.cif
_cod_data_source_block           tcnq_4bz_1
_cod_database_code               1567035
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
N1A 0.02559(16) 0.40848(16) 0.12251(8) 0.0895(4) Uani d 1 . . N
N2A -0.1091(2) 0.8997(2) 0.59249(12) 0.1138(6) Uani d 1 . . N
N3A 0.3557(2) 0.26997(18) 0.25430(13) 0.1107(5) Uani d 1 . . N
N4A 0.18381(18) 0.74219(15) 0.73309(8) 0.0897(4) Uani d 1 . . N
C1A 0.09062(15) 0.41307(14) 0.18576(9) 0.0704(3) Uani d 1 . . C
C2A 0.17014(14) 0.41861(12) 0.26561(9) 0.0650(3) Uani d 1 . . C
C3A 0.14686(13) 0.50020(12) 0.34502(8) 0.0613(3) Uani d 1 . . C
C4A 0.04971(15) 0.58740(14) 0.34900(8) 0.0669(3) Uani d 1 . . C
H4A 0.00163 0.589177 0.297435 0.08 Uiso calc 1 . . H
C5A 0.02602(14) 0.66707(14) 0.42552(8) 0.0667(3) Uani d 1 . . C
H5A -0.036267 0.723864 0.425858 0.08 Uiso calc 1 . . H
C6A 0.09630(13) 0.66511(12) 0.50688(8) 0.0606(3) Uani d 1 . . C
C7A 0.06875(14) 0.74566(13) 0.58563(8) 0.0643(3) Uani d 1 . . C
C8A -0.02883(17) 0.83162(17) 0.59010(9) 0.0796(4) Uani d 1 . . C
C9A 0.27228(19) 0.33571(14) 0.25916(10) 0.0779(4) Uani d 1 . . C
C10A 0.21777(14) 0.49975(12) 0.42636(9) 0.0635(3) Uani d 1 . . C
H10A 0.282151 0.444461 0.425779 0.076 Uiso calc 1 . . H
C11A 0.19300(14) 0.57767(12) 0.50342(8) 0.0629(3) Uani d 1 . . C
H11A 0.239451 0.574534 0.555067 0.076 Uiso calc 1 . . H
C12A 0.13380(15) 0.74427(14) 0.66767(8) 0.0698(3) Uani d 1 . . C
N1B 0.34988(19) 0.69244(13) 0.22564(8) 0.0887(4) Uani d 1 . . N
N2B 0.16783(18) 1.20297(13) 0.69160(8) 0.0846(4) Uani d 1 . . N
N3B 0.6273(2) 0.55090(16) 0.37608(11) 0.1014(5) Uani d 1 . . N
N4B 0.46527(17) 1.05779(13) 0.84079(8) 0.0837(4) Uani d 1 . . N
C1B 0.39907(15) 0.70348(11) 0.29448(7) 0.0613(3) Uani d 1 . . C
C2B 0.46069(14) 0.71117(11) 0.37857(7) 0.0572(3) Uani d 1 . . C
C3B 0.43004(12) 0.79576(10) 0.45583(7) 0.0516(2) Uani d 1 . . C
C4B 0.33533(12) 0.88302(10) 0.45520(7) 0.0520(2) Uani d 1 . . C
H4B 0.293008 0.884934 0.402093 0.062 Uiso calc 1 . . H
C5B 0.30595(12) 0.96329(10) 0.53083(7) 0.0526(2) Uani d 1 . . C
H5B 0.243633 1.019214 0.528684 0.063 Uiso calc 1 . . H
C6B 0.36898(12) 0.96347(10) 0.61366(7) 0.0524(2) Uani d 1 . . C
C7B 0.34016(14) 1.04759(11) 0.69205(7) 0.0577(3) Uani d 1 . . C
C8B 0.24409(16) 1.13321(12) 0.69243(7) 0.0641(3) Uani d 1 . . C
C9B 0.55401(17) 0.62362(13) 0.37834(9) 0.0704(3) Uani d 1 . . C
C10B 0.49218(13) 0.79598(11) 0.53901(7) 0.0573(3) Uani d 1 . . C
H10B 0.553793 0.739592 0.541297 0.069 Uiso calc 1 . . H
C11B 0.46346(13) 0.87626(11) 0.61446(7) 0.0568(3) Uani d 1 . . C
H11B 0.505962 0.874492 0.667567 0.068 Uiso calc 1 . . H
C12B 0.40831(15) 1.05255(12) 0.77468(8) 0.0648(3) Uani d 1 . . C
O1 0.33177(13) 1.30944(13) 1.02498(9) 0.0945(4) Uani d 1 . . O
N5 0.34961(12) 1.68056(10) 0.92871(7) 0.0631(3) Uani d 1 . . N
C13 0.33628(16) 1.66746(14) 1.00962(8) 0.0726(3) Uani d 1 . . C
H13 0.352143 1.737988 1.057833 0.087 Uiso calc 1 . . H
C14 0.30010(17) 1.55319(14) 1.02211(8) 0.0731(4) Uani d 1 . . C
H14 0.292063 1.545942 1.078609 0.088 Uiso calc 1 . . H
C15 0.27517(13) 1.44762(12) 0.95132(7) 0.0606(3) Uani d 1 . . C
C16 0.28891(15) 1.46255(12) 0.86809(7) 0.0658(3) Uani d 1 . . C
H16 0.271886 1.393257 0.818993 0.079 Uiso calc 1 . . H
C17 0.32773(16) 1.58000(13) 0.85856(8) 0.0671(3) Uani d 1 . . C
H17 0.338919 1.58979 0.802892 0.081 Uiso calc 1 . . H
C18 0.3928(2) 1.80613(14) 0.91776(11) 0.0841(4) Uani d 1 . . C
H18A 0.403883 1.86724 0.974094 0.126 Uiso calc 1 . . H
H18B 0.485415 1.811648 0.890658 0.126 Uiso calc 1 . . H
H18C 0.317199 1.821269 0.881409 0.126 Uiso calc 1 . . H
C19 0.24779(14) 1.32232(14) 0.96953(9) 0.0667(3) Uani d 1 . . C
C20 0.12536(14) 1.22230(12) 0.92189(8) 0.0652(3) Uani d 1 . . C
C21 0.00605(16) 1.24568(14) 0.87776(10) 0.0738(3) Uani d 1 . . C
H21 0.003056 1.326267 0.875838 0.089 Uiso calc 1 . . H
C22 -0.1085(2) 1.1487(2) 0.83660(13) 0.0957(5) Uani d 1 . . C
H22 -0.188938 1.164654 0.807644 0.115 Uiso calc 1 . . H
C23 -0.1045(3) 1.0299(2) 0.83808(16) 0.1102(6) Uani d 1 . . C
H23 -0.181702 0.965305 0.809777 0.132 Uiso calc 1 . . H
C24 0.0136(3) 1.00523(19) 0.88138(19) 0.1162(7) Uani d 1 . . C
H24 0.01595 0.924102 0.882239 0.139 Uiso calc 1 . . H
C25 0.1284(2) 1.10094(16) 0.92353(14) 0.0910(5) Uani d 1 . . C
H25 0.207744 1.084269 0.953005 0.109 Uiso calc 1 . . H
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 Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
N1A C1A C2A 179.17(15) . . ?
C3A C2A C9A 122.17(13) . . ?
C3A C2A C1A 121.32(13) . . ?
C9A C2A C1A 116.50(13) . . ?
C2A C3A C4A 121.02(12) . . ?
C2A C3A C10A 121.64(13) . . ?
C4A C3A C10A 117.33(12) . . ?
C5A C4A C3A 121.69(12) . . ?
C5A C4A H4A 119.2 . . ?
C3A C4A H4A 119.2 . . ?
C4A C5A C6A 120.62(13) . . ?
C4A C5A H5A 119.7 . . ?
C6A C5A H5A 119.7 . . ?
C7A C6A C11A 121.77(11) . . ?
C7A C6A C5A 120.26(13) . . ?
C11A C6A C5A 117.96(12) . . ?
C6A C7A C8A 122.33(12) . . ?
C6A C7A C12A 121.75(13) . . ?
C8A C7A C12A 115.90(13) . . ?
N2A C8A C7A 178.84(19) . . ?
N3A C9A C2A 179.3(2) . . ?
C11A C10A C3A 121.46(12) . . ?
C11A C10A H10A 119.3 . . ?
C3A C10A H10A 119.3 . . ?
C10A C11A C6A 120.92(11) . . ?
C10A C11A H11A 119.5 . . ?
C6A C11A H11A 119.5 . . ?
N4A C12A C7A 179.07(15) . . ?
N1B C1B C2B 177.30(13) . . ?
C3B C2B C1B 123.32(11) . . ?
C3B C2B C9B 122.55(11) . . ?
C1B C2B C9B 114.12(11) . . ?
C2B C3B C4B 122.00(10) . . ?
C2B C3B C10B 120.51(10) . . ?
C4B C3B C10B 117.48(10) . . ?
C5B C4B C3B 121.06(10) . . ?
C5B C4B H4B 119.5 . . ?
C3B C4B H4B 119.5 . . ?
C4B C5B C6B 121.18(10) . . ?
C4B C5B H5B 119.4 . . ?
C6B C5B H5B 119.4 . . ?
C7B C6B C11B 120.84(10) . . ?
C7B C6B C5B 121.30(11) . . ?
C11B C6B C5B 117.87(10) . . ?
C6B C7B C8B 121.46(11) . . ?
C6B C7B C12B 121.69(11) . . ?
C8B C7B C12B 116.84(10) . . ?
N2B C8B C7B 178.81(14) . . ?
N3B C9B C2B 178.15(16) . . ?
C11B C10B C3B 121.54(10) . . ?
C11B C10B H10B 119.2 . . ?
C3B C10B H10B 119.2 . . ?
C10B C11B C6B 120.87(10) . . ?
C10B C11B H11B 119.6 . . ?
C6B C11B H11B 119.6 . . ?
N4B C12B C7B 178.80(15) . . ?
C17 N5 C13 120.24(12) . . ?
C17 N5 C18 120.12(12) . . ?
C13 N5 C18 119.61(11) . . ?
N5 C13 C14 121.11(11) . . ?
N5 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C15 120.24(12) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C16 118.04(13) . . ?
C14 C15 C19 117.89(11) . . ?
C16 C15 C19 123.85(11) . . ?
C17 C16 C15 119.77(11) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
N5 C17 C16 120.60(11) . . ?
N5 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
N5 C18 H18A 109.5 . . ?
N5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O1 C19 C20 122.45(14) . . ?
O1 C19 C15 116.40(13) . . ?
C20 C19 C15 121.15(11) . . ?
C21 C20 C25 119.28(15) . . ?
C21 C20 C19 122.24(13) . . ?
C25 C20 C19 118.46(13) . . ?
C22 C21 C20 119.77(16) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C23 C22 C21 120.66(18) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 120.19(19) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C23 C24 C25 120.05(19) . . ?
C23 C24 H24 120 . . ?
C25 C24 H24 120 . . ?
C24 C25 C20 120.04(18) . . ?
C24 C25 H25 120 . . ?
C20 C25 H25 120 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1A C1A . 1.1425(19) ?
N2A C8A . 1.148(2) ?
N3A C9A . 1.145(2) ?
N4A C12A . 1.1367(19) ?
C1A C2A . 1.4317(19) ?
C2A C3A . 1.3890(19) ?
C2A C9A . 1.422(2) ?
C3A C4A . 1.4295(19) ?
C3A C10A . 1.4380(17) ?
C4A C5A . 1.347(2) ?
C4A H4A . 0.93 ?
C5A C6A . 1.4415(16) ?
C5A H5A . 0.93 ?
C6A C7A . 1.388(2) ?
C6A C11A . 1.4298(19) ?
C7A C8A . 1.420(2) ?
C7A C12A . 1.4293(17) ?
C10A C11A . 1.347(2) ?
C10A H10A . 0.93 ?
C11A H11A . 0.93 ?
N1B C1B . 1.1415(18) ?
N2B C8B . 1.1443(19) ?
N3B C9B . 1.144(2) ?
N4B C12B . 1.1463(18) ?
C1B C2B . 1.4157(17) ?
C2B C3B . 1.4012(15) ?
C2B C9B . 1.4165(18) ?
C3B C4B . 1.4256(15) ?
C3B C10B . 1.4295(15) ?
C4B C5B . 1.3564(16) ?
C4B H4B . 0.93 ?
C5B C6B . 1.4277(15) ?
C5B H5B . 0.93 ?
C6B C7B . 1.4058(15) ?
C6B C11B . 1.4240(16) ?
C7B C8B . 1.4169(18) ?
C7B C12B . 1.4265(17) ?
C10B C11B . 1.3525(17) ?
C10B H10B . 0.93 ?
C11B H11B . 0.93 ?
O1 C19 . 1.2134(17) ?
N5 C17 . 1.3393(16) ?
N5 C13 . 1.3441(18) ?
N5 C18 . 1.4744(18) ?
C13 C14 . 1.355(2) ?
C13 H13 . 0.93 ?
C14 C15 . 1.3794(18) ?
C14 H14 . 0.93 ?
C15 C16 . 1.3888(17) ?
C15 C19 . 1.5126(19) ?
C16 C17 . 1.3731(19) ?
C16 H16 . 0.93 ?
C17 H17 . 0.93 ?
C18 H18A . 0.96 ?
C18 H18B . 0.96 ?
C18 H18C . 0.96 ?
C19 C20 . 1.473(2) ?
C20 C21 . 1.388(2) ?
C20 C25 . 1.392(2) ?
C21 C22 . 1.384(2) ?
C21 H21 . 0.93 ?
C22 C23 . 1.364(3) ?
C22 H22 . 0.93 ?
C23 C24 . 1.378(3) ?
C23 H23 . 0.93 ?
C24 C25 . 1.381(3) ?
C24 H24 . 0.93 ?
C25 H25 . 0.93 ?
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
C9A C2A C3A C4A 176.49(12) . . . . ?
C1A C2A C3A C4A -4.14(19) . . . . ?
C9A C2A C3A C10A -4.2(2) . . . . ?
C1A C2A C3A C10A 175.21(11) . . . . ?
C2A C3A C4A C5A 179.98(12) . . . . ?
C10A C3A C4A C5A 0.61(19) . . . . ?
C3A C4A C5A C6A -1.3(2) . . . . ?
C4A C5A C6A C7A -178.59(12) . . . . ?
C4A C5A C6A C11A 0.92(19) . . . . ?
C11A C6A C7A C8A -179.01(12) . . . . ?
C5A C6A C7A C8A 0.49(19) . . . . ?
C11A C6A C7A C12A -0.97(18) . . . . ?
C5A C6A C7A C12A 178.53(11) . . . . ?
C2A C3A C10A C11A -178.90(11) . . . . ?
C4A C3A C10A C11A 0.47(18) . . . . ?
C3A C10A C11A C6A -0.82(19) . . . . ?
C7A C6A C11A C10A 179.65(11) . . . . ?
C5A C6A C11A C10A 0.14(18) . . . . ?
C1B C2B C3B C4B -1.17(18) . . . . ?
C9B C2B C3B C4B -179.69(11) . . . . ?
C1B C2B C3B C10B 177.96(10) . . . . ?
C9B C2B C3B C10B -0.56(19) . . . . ?
C2B C3B C4B C5B 179.35(10) . . . . ?
C10B C3B C4B C5B 0.19(16) . . . . ?
C3B C4B C5B C6B 0.13(17) . . . . ?
C4B C5B C6B C7B 179.22(10) . . . . ?
C4B C5B C6B C11B -0.22(17) . . . . ?
C11B C6B C7B C8B -178.74(11) . . . . ?
C5B C6B C7B C8B 1.84(18) . . . . ?
C11B C6B C7B C12B 2.50(18) . . . . ?
C5B C6B C7B C12B -176.91(10) . . . . ?
C2B C3B C10B C11B -179.61(11) . . . . ?
C4B C3B C10B C11B -0.44(18) . . . . ?
C3B C10B C11B C6B 0.36(19) . . . . ?
C7B C6B C11B C10B -179.47(11) . . . . ?
C5B C6B C11B C10B -0.03(17) . . . . ?
C17 N5 C13 C14 -0.3(2) . . . . ?
C18 N5 C13 C14 -178.47(13) . . . . ?
N5 C13 C14 C15 -0.4(2) . . . . ?
C13 C14 C15 C16 0.3(2) . . . . ?
C13 C14 C15 C19 175.02(12) . . . . ?
C14 C15 C16 C17 0.61(19) . . . . ?
C19 C15 C16 C17 -173.81(11) . . . . ?
C13 N5 C17 C16 1.2(2) . . . . ?
C18 N5 C17 C16 179.36(13) . . . . ?
C15 C16 C17 N5 -1.3(2) . . . . ?
C14 C15 C19 O1 -46.12(18) . . . . ?
C16 C15 C19 O1 128.32(15) . . . . ?
C14 C15 C19 C20 133.94(13) . . . . ?
C16 C15 C19 C20 -51.63(17) . . . . ?
O1 C19 C20 C21 161.48(15) . . . . ?
C15 C19 C20 C21 -18.58(19) . . . . ?
O1 C19 C20 C25 -16.8(2) . . . . ?
C15 C19 C20 C25 163.18(13) . . . . ?
C25 C20 C21 C22 0.4(2) . . . . ?
C19 C20 C21 C22 -177.78(14) . . . . ?
C20 C21 C22 C23 -0.8(3) . . . . ?
C21 C22 C23 C24 0.5(4) . . . . ?
C22 C23 C24 C25 0.0(4) . . . . ?
C23 C24 C25 C20 -0.4(4) . . . . ?
C21 C20 C25 C24 0.1(3) . . . . ?
C19 C20 C25 C24 178.41(18) . . . . ?
