#------------------------------------------------------------------------------
#$Date: 2020-10-06 15:03:19 +0300 (Tue, 06 Oct 2020) $
#$Revision: 258167 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/80/1558000.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_1558000
loop_
_publ_author_name
'AYARI, Sami'
'HIRABAYASHI, Kazunori'
'SHIMIZU, Toshio'
'JAMOUSSI, Bassem'
'SAGLAM, Mehmet F.'
'ATILLA, Devrim'
'SUGIURA, Ken-ichi'
_publ_section_title
;
 Crystal Structure of
 3-(3-Methyl-1H-indole-1-yl)phthalonitrile
;
_journal_issue                   0
_journal_name_full               'X-ray Structure Analysis Online'
_journal_page_first              11
_journal_page_last               13
_journal_paper_doi               10.2116/xraystruct.36.11
_journal_volume                  36
_journal_year                    2020
_chemical_formula_moiety         'C17 H11 N3'
_chemical_formula_sum            'C17 H11 N3'
_chemical_formula_weight         257.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 106.818(5)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            8
_cell_length_a                   23.232(5)
_cell_length_b                   7.4413(14)
_cell_length_c                   15.361(4)
_cell_measurement_reflns_used    2655
_cell_measurement_temperature    93
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      3.20
_cell_volume                     2542.0(10)
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_collection
'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_molecular_graphics    'CrystalStructure 4.2.5'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 5.814
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0959
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.932
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20254
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.529
_diffrn_reflns_theta_min         3.068
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_correction_T_min  0.804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1072.00
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.26
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     449
_refine_ls_number_reflns         5454
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1370
_refine_ls_R_factor_gt           0.0647
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0619P)²+1.1976P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1276
_refine_ls_wR_factor_ref         0.1586
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3127
_reflns_number_total             5454
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            36_11_1.txt
_cod_data_source_block           20200205_1
_cod_depositor_comments          'Adding full bibliography for 1558000.cif.'
_cod_database_code               1558000
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.47081(10) 0.5611(3) 0.23659(14) 0.0206(5) Uani 1 1 d . . . . .
N2 N 0.54025(11) 0.7192(4) 0.05920(17) 0.0290(6) Uani 1 1 d . . . . .
N3 N 0.70738(11) 0.7299(4) 0.18049(18) 0.0325(6) Uani 1 1 d . . . . .
N4 N 0.02028(10) 0.4461(3) -0.24091(14) 0.0196(5) Uani 1 1 d . . . . .
N5 N -0.04737(11) 0.2858(4) -0.47724(17) 0.0299(6) Uani 1 1 d . . . . .
N6 N -0.21796(11) 0.3323(4) -0.51400(17) 0.0308(6) Uani 1 1 d . . . . .
C1 C 0.42829(12) 0.6199(4) 0.27884(18) 0.0204(6) Uani 1 1 d . . . . .
C2 C 0.43605(13) 0.6923(4) 0.36531(18) 0.0216(6) Uani 1 1 d . . . . .
C3 C 0.38443(13) 0.7441(4) 0.3867(2) 0.0240(7) Uani 1 1 d . . . . .
C4 C 0.32737(14) 0.7280(4) 0.3253(2) 0.0256(7) Uani 1 1 d . . . . .
C5 C 0.31998(13) 0.6576(4) 0.2392(2) 0.0237(7) Uani 1 1 d . . . . .
C6 C 0.37098(12) 0.6028(4) 0.21536(18) 0.0192(6) Uani 1 1 d . . . . .
C7 C 0.37945(12) 0.5299(4) 0.13257(18) 0.0212(6) Uani 1 1 d . . . . .
C8 C 0.43912(12) 0.5082(4) 0.14752(18) 0.0196(6) Uani 1 1 d . . . . .
C9 C 0.33016(13) 0.4866(5) 0.0480(2) 0.0242(7) Uani 1 1 d . . . . .
C10 C 0.53363(12) 0.5606(4) 0.27612(18) 0.0199(6) Uani 1 1 d . . . . .
C11 C 0.55837(13) 0.5086(4) 0.36686(19) 0.0220(6) Uani 1 1 d . . . . .
C12 C 0.61980(13) 0.5087(4) 0.4075(2) 0.0246(7) Uani 1 1 d . . . . .
C13 C 0.65892(13) 0.5615(4) 0.35935(19) 0.0225(6) Uani 1 1 d . . . . .
C14 C 0.63560(12) 0.6157(4) 0.26959(18) 0.0210(6) Uani 1 1 d . . . . .
C15 C 0.57324(12) 0.6151(4) 0.22747(17) 0.0177(6) Uani 1 1 d . . . . .
C16 C 0.55289(12) 0.6730(4) 0.13410(19) 0.0214(6) Uani 1 1 d . . . . .
C17 C 0.67551(12) 0.6767(4) 0.21910(19) 0.0230(7) Uani 1 1 d . . . . .
C18 C 0.06233(12) 0.3955(4) -0.15906(18) 0.0183(6) Uani 1 1 d . . . . .
C19 C 0.05370(13) 0.3252(4) -0.07973(18) 0.0205(6) Uani 1 1 d . . . . .
C20 C 0.10407(13) 0.2795(4) -0.01035(19) 0.0222(7) Uani 1 1 d . . . . .
C21 C 0.16208(13) 0.3055(4) -0.01796(19) 0.0231(7) Uani 1 1 d . . . . .
C22 C 0.17089(13) 0.3749(4) -0.09676(19) 0.0232(7) Uani 1 1 d . . . . .
C23 C 0.12032(12) 0.4185(4) -0.16915(18) 0.0192(6) Uani 1 1 d . . . . .
C24 C 0.11293(12) 0.4847(4) -0.26039(18) 0.0209(6) Uani 1 1 d . . . . .
C25 C 0.05336(12) 0.4983(4) -0.30076(19) 0.0206(6) Uani 1 1 d . . . . .
C26 C 0.16236(14) 0.5253(5) -0.3018(2) 0.0240(7) Uani 1 1 d . . . . .
C27 C -0.04240(11) 0.4524(4) -0.25785(18) 0.0174(6) Uani 1 1 d . . . . .
C28 C -0.06732(13) 0.5090(4) -0.18935(19) 0.0214(6) Uani 1 1 d . . . . .
C29 C -0.12856(13) 0.5157(4) -0.2042(2) 0.0225(7) Uani 1 1 d . . . . .
C30 C -0.16826(13) 0.4722(4) -0.28828(19) 0.0223(7) Uani 1 1 d . . . . .
C31 C -0.14432(12) 0.4156(4) -0.35693(18) 0.0201(6) Uani 1 1 d . . . . .
C32 C -0.08189(12) 0.4038(4) -0.34220(18) 0.0176(6) Uani 1 1 d . . . . .
C33 C -0.06096(12) 0.3384(4) -0.41595(19) 0.0198(6) Uani 1 1 d . . . . .
C34 C -0.18486(13) 0.3689(4) -0.4449(2) 0.0233(7) Uani 1 1 d . . . . .
H2 H 0.4753(13) 0.704(4) 0.4076(18) 0.017(7) Uiso 1 1 d . . . . .
H3 H 0.3905(11) 0.801(4) 0.4459(19) 0.013(7) Uiso 1 1 d . . . . .
H4 H 0.2927(14) 0.768(4) 0.341(2) 0.026(8) Uiso 1 1 d . . . . .
H5 H 0.2800(13) 0.647(4) 0.1974(19) 0.021(7) Uiso 1 1 d . . . . .
H8 H 0.4624(12) 0.456(4) 0.1089(19) 0.019(7) Uiso 1 1 d . . . . .
H9A H 0.3467(14) 0.420(4) 0.003(2) 0.040(9) Uiso 1 1 d . . . . .
H9B H 0.3069(14) 0.595(4) 0.022(2) 0.031(8) Uiso 1 1 d . . . . .
H9C H 0.2980(14) 0.405(4) 0.0597(19) 0.027(8) Uiso 1 1 d . . . . .
H11 H 0.5312(12) 0.466(4) 0.3987(18) 0.015(7) Uiso 1 1 d . . . . .
H12 H 0.6367(12) 0.465(4) 0.471(2) 0.021(7) Uiso 1 1 d . . . . .
H13 H 0.7013(12) 0.559(3) 0.3876(17) 0.007(6) Uiso 1 1 d . . . . .
H19 H 0.0142(13) 0.307(4) -0.0745(18) 0.019(7) Uiso 1 1 d . . . . .
H20 H 0.0979(12) 0.219(4) 0.046(2) 0.020(7) Uiso 1 1 d . . . . .
H21 H 0.1963(13) 0.270(4) 0.0310(19) 0.021(7) Uiso 1 1 d . . . . .
H22 H 0.2114(13) 0.391(4) -0.1021(18) 0.017(7) Uiso 1 1 d . . . . .
H25 H 0.0309(12) 0.540(4) -0.3610(19) 0.015(7) Uiso 1 1 d . . . . .
H26A H 0.1937(16) 0.604(5) -0.261(2) 0.047(10) Uiso 1 1 d . . . . .
H26B H 0.1844(14) 0.413(5) -0.308(2) 0.034(9) Uiso 1 1 d . . . . .
H26C H 0.1459(13) 0.585(4) -0.361(2) 0.027(8) Uiso 1 1 d . . . . .
H28 H -0.0405(13) 0.547(4) -0.134(2) 0.026(8) Uiso 1 1 d . . . . .
H29 H -0.1474(13) 0.551(4) -0.157(2) 0.029(8) Uiso 1 1 d . . . . .
H30 H -0.2124(13) 0.482(4) -0.2992(19) 0.025(8) 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 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)
;
N N 0.0061 0.0033
;
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
_geom_angle_publ_flag
C1 N1 C10 125.7(2) . . ?
C1 N1 C8 107.3(2) . . ?
C10 N1 C8 127.0(2) . . ?
C18 N4 C27 126.3(2) . . ?
C18 N4 C25 106.8(2) . . ?
C27 N4 C25 126.9(2) . . ?
N1 C1 C2 130.4(3) . . ?
N1 C1 C6 107.6(2) . . ?
C2 C1 C6 121.9(3) . . ?
C3 C2 C1 116.8(3) . . ?
C3 C2 H2 122.1(16) . . ?
C1 C2 H2 121.1(16) . . ?
C2 C3 C4 122.3(3) . . ?
C2 C3 H3 116.1(15) . . ?
C4 C3 H3 121.4(15) . . ?
C5 C4 C3 120.6(3) . . ?
C5 C4 H4 118.6(18) . . ?
C3 C4 H4 120.7(18) . . ?
C4 C5 C6 118.7(3) . . ?
C4 C5 H5 119.5(16) . . ?
C6 C5 H5 121.8(16) . . ?
C5 C6 C1 119.6(3) . . ?
C5 C6 C7 132.9(3) . . ?
C1 C6 C7 107.5(2) . . ?
C8 C7 C6 106.9(2) . . ?
C8 C7 C9 127.8(3) . . ?
C6 C7 C9 125.3(3) . . ?
C7 C8 N1 110.8(2) . . ?
C7 C8 H8 131.1(16) . . ?
N1 C8 H8 118.0(16) . . ?
C7 C9 H9A 110.4(18) . . ?
C7 C9 H9B 111.3(18) . . ?
H9A C9 H9B 114(3) . . ?
C7 C9 H9C 113.1(16) . . ?
H9A C9 H9C 106(2) . . ?
H9B C9 H9C 102(2) . . ?
C11 C10 C15 117.8(2) . . ?
C11 C10 N1 120.4(2) . . ?
C15 C10 N1 121.8(2) . . ?
C12 C11 C10 121.5(3) . . ?
C12 C11 H11 121.2(16) . . ?
C10 C11 H11 117.3(16) . . ?
C11 C12 C13 120.7(3) . . ?
C11 C12 H12 120.4(16) . . ?
C13 C12 H12 118.9(16) . . ?
C12 C13 C14 119.0(3) . . ?
C12 C13 H13 120.1(15) . . ?
C14 C13 H13 120.9(15) . . ?
C13 C14 C15 120.7(2) . . ?
C13 C14 C17 119.9(3) . . ?
C15 C14 C17 119.4(2) . . ?
C10 C15 C14 120.2(2) . . ?
C10 C15 C16 122.7(2) . . ?
C14 C15 C16 117.1(2) . . ?
N2 C16 C15 175.8(3) . . ?
N3 C17 C14 178.0(3) . . ?
C19 C18 N4 130.2(2) . . ?
C19 C18 C23 121.7(2) . . ?
N4 C18 C23 108.0(2) . . ?
C20 C19 C18 117.7(3) . . ?
C20 C19 H19 121.5(16) . . ?
C18 C19 H19 120.8(16) . . ?
C19 C20 C21 121.6(3) . . ?
C19 C20 H20 117.8(15) . . ?
C21 C20 H20 120.5(15) . . ?
C22 C21 C20 120.9(3) . . ?
C22 C21 H21 119.2(17) . . ?
C20 C21 H21 119.8(17) . . ?
C21 C22 C23 118.5(3) . . ?
C21 C22 H22 120.7(16) . . ?
C23 C22 H22 120.8(16) . . ?
C22 C23 C18 119.5(2) . . ?
C22 C23 C24 133.1(3) . . ?
C18 C23 C24 107.3(2) . . ?
C25 C24 C23 106.8(2) . . ?
C25 C24 C26 127.0(3) . . ?
C23 C24 C26 126.1(3) . . ?
C24 C25 N4 111.1(2) . . ?
C24 C25 H25 131.2(15) . . ?
N4 C25 H25 117.7(15) . . ?
C24 C26 H26A 111(2) . . ?
C24 C26 H26B 110.7(18) . . ?
H26A C26 H26B 104(3) . . ?
C24 C26 H26C 109.9(17) . . ?
H26A C26 H26C 109(3) . . ?
H26B C26 H26C 111(2) . . ?
C32 C27 N4 121.9(2) . . ?
C32 C27 C28 118.0(2) . . ?
N4 C27 C28 120.1(2) . . ?
C29 C28 C27 121.1(3) . . ?
C29 C28 H28 121.3(18) . . ?
C27 C28 H28 117.5(18) . . ?
C28 C29 C30 121.5(3) . . ?
C28 C29 H29 123.1(17) . . ?
C30 C29 H29 115.4(17) . . ?
C29 C30 C31 118.1(3) . . ?
C29 C30 H30 121.0(16) . . ?
C31 C30 H30 120.9(16) . . ?
C30 C31 C32 121.1(2) . . ?
C30 C31 C34 119.0(2) . . ?
C32 C31 C34 119.9(2) . . ?
C27 C32 C31 120.1(2) . . ?
C27 C32 C33 122.3(2) . . ?
C31 C32 C33 117.5(2) . . ?
N5 C33 C32 176.5(3) . . ?
N6 C34 C31 178.7(3) . . ?
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
N1 C1 1.400(3) . ?
N1 C10 1.409(3) . ?
N1 C8 1.409(3) . ?
N2 C16 1.154(3) . ?
N3 C17 1.145(4) . ?
N4 C18 1.402(3) . ?
N4 C27 1.404(3) . ?
N4 C25 1.413(3) . ?
N5 C33 1.145(3) . ?
N6 C34 1.149(4) . ?
C1 C2 1.396(4) . ?
C1 C6 1.410(4) . ?
C2 C3 1.387(4) . ?
C2 H2 0.96(3) . ?
C3 C4 1.392(4) . ?
C3 H3 0.97(3) . ?
C4 C5 1.386(4) . ?
C4 H4 0.95(3) . ?
C5 C6 1.399(4) . ?
C5 H5 0.97(3) . ?
C6 C7 1.447(4) . ?
C7 C8 1.348(4) . ?
C7 C9 1.497(4) . ?
C8 H8 0.99(3) . ?
C9 H9A 1.01(3) . ?
C9 H9B 0.99(3) . ?
C9 H9C 1.02(3) . ?
C10 C11 1.400(4) . ?
C10 C15 1.403(4) . ?
C11 C12 1.382(4) . ?
C11 H11 0.96(3) . ?
C12 C13 1.384(4) . ?
C12 H12 1.00(3) . ?
C13 C14 1.387(4) . ?
C13 H13 0.95(3) . ?
C14 C15 1.405(4) . ?
C14 C17 1.444(4) . ?
C15 C16 1.440(4) . ?
C18 C19 1.393(4) . ?
C18 C23 1.410(4) . ?
C19 C20 1.378(4) . ?
C19 H19 0.95(3) . ?
C20 C21 1.400(4) . ?
C20 H20 1.02(3) . ?
C21 C22 1.384(4) . ?
C21 H21 0.96(3) . ?
C22 C23 1.402(4) . ?
C22 H22 0.98(3) . ?
C23 C24 1.448(4) . ?
C24 C25 1.347(4) . ?
C24 C26 1.495(4) . ?
C25 H25 0.97(3) . ?
C26 H26A 1.00(4) . ?
C26 H26B 1.00(3) . ?
C26 H26C 0.98(3) . ?
C27 C32 1.401(4) . ?
C27 C28 1.404(4) . ?
C28 C29 1.375(4) . ?
C28 H28 0.94(3) . ?
C29 C30 1.390(4) . ?
C29 H29 0.98(3) . ?
C30 C31 1.392(4) . ?
C30 H30 0.99(3) . ?
C31 C32 1.405(4) . ?
C31 C34 1.448(4) . ?
C32 C33 1.441(4) . ?
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
C10 N1 C1 C2 1.3(5) . . . . ?
C8 N1 C1 C2 -177.2(3) . . . . ?
C10 N1 C1 C6 178.3(2) . . . . ?
C8 N1 C1 C6 -0.1(3) . . . . ?
N1 C1 C2 C3 177.8(3) . . . . ?
C6 C1 C2 C3 1.1(4) . . . . ?
C1 C2 C3 C4 -0.9(4) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C3 C4 C5 C6 0.1(4) . . . . ?
C4 C5 C6 C1 0.1(4) . . . . ?
C4 C5 C6 C7 -178.1(3) . . . . ?
N1 C1 C6 C5 -178.1(2) . . . . ?
C2 C1 C6 C5 -0.8(4) . . . . ?
N1 C1 C6 C7 0.5(3) . . . . ?
C2 C1 C6 C7 177.9(3) . . . . ?
C5 C6 C7 C8 177.7(3) . . . . ?
C1 C6 C7 C8 -0.7(3) . . . . ?
C5 C6 C7 C9 -3.0(5) . . . . ?
C1 C6 C7 C9 178.6(3) . . . . ?
C6 C7 C8 N1 0.7(3) . . . . ?
C9 C7 C8 N1 -178.7(3) . . . . ?
C1 N1 C8 C7 -0.4(3) . . . . ?
C10 N1 C8 C7 -178.8(3) . . . . ?
C1 N1 C10 C11 41.1(4) . . . . ?
C8 N1 C10 C11 -140.8(3) . . . . ?
C1 N1 C10 C15 -137.5(3) . . . . ?
C8 N1 C10 C15 40.6(4) . . . . ?
C15 C10 C11 C12 -0.7(4) . . . . ?
N1 C10 C11 C12 -179.3(3) . . . . ?
C10 C11 C12 C13 0.4(4) . . . . ?
C11 C12 C13 C14 0.4(4) . . . . ?
C12 C13 C14 C15 -0.8(4) . . . . ?
C12 C13 C14 C17 178.0(3) . . . . ?
C11 C10 C15 C14 0.3(4) . . . . ?
N1 C10 C15 C14 178.9(2) . . . . ?
C11 C10 C15 C16 -179.4(3) . . . . ?
N1 C10 C15 C16 -0.8(4) . . . . ?
C13 C14 C15 C10 0.4(4) . . . . ?
C17 C14 C15 C10 -178.4(3) . . . . ?
C13 C14 C15 C16 -179.9(3) . . . . ?
C17 C14 C15 C16 1.3(4) . . . . ?
C27 N4 C18 C19 6.7(5) . . . . ?
C25 N4 C18 C19 -176.4(3) . . . . ?
C27 N4 C18 C23 -176.4(2) . . . . ?
C25 N4 C18 C23 0.5(3) . . . . ?
N4 C18 C19 C20 177.0(3) . . . . ?
C23 C18 C19 C20 0.5(4) . . . . ?
C18 C19 C20 C21 1.2(4) . . . . ?
C19 C20 C21 C22 -1.5(4) . . . . ?
C20 C21 C22 C23 -0.1(4) . . . . ?
C21 C22 C23 C18 1.7(4) . . . . ?
C21 C22 C23 C24 -177.0(3) . . . . ?
C19 C18 C23 C22 -2.0(4) . . . . ?
N4 C18 C23 C22 -179.2(2) . . . . ?
C19 C18 C23 C24 177.0(3) . . . . ?
N4 C18 C23 C24 -0.2(3) . . . . ?
C22 C23 C24 C25 178.6(3) . . . . ?
C18 C23 C24 C25 -0.2(3) . . . . ?
C22 C23 C24 C26 0.0(5) . . . . ?
C18 C23 C24 C26 -178.9(3) . . . . ?
C23 C24 C25 N4 0.6(3) . . . . ?
C26 C24 C25 N4 179.2(3) . . . . ?
C18 N4 C25 C24 -0.7(3) . . . . ?
C27 N4 C25 C24 176.2(3) . . . . ?
C18 N4 C27 C32 -143.0(3) . . . . ?
C25 N4 C27 C32 40.7(4) . . . . ?
C18 N4 C27 C28 37.1(4) . . . . ?
C25 N4 C27 C28 -139.2(3) . . . . ?
C32 C27 C28 C29 0.3(4) . . . . ?
N4 C27 C28 C29 -179.8(3) . . . . ?
C27 C28 C29 C30 -2.0(4) . . . . ?
C28 C29 C30 C31 2.0(4) . . . . ?
C29 C30 C31 C32 -0.5(4) . . . . ?
C29 C30 C31 C34 179.7(3) . . . . ?
N4 C27 C32 C31 -178.7(2) . . . . ?
C28 C27 C32 C31 1.2(4) . . . . ?
N4 C27 C32 C33 2.2(4) . . . . ?
C28 C27 C32 C33 -177.9(3) . . . . ?
C30 C31 C32 C27 -1.1(4) . . . . ?
C34 C31 C32 C27 178.7(3) . . . . ?
C30 C31 C32 C33 178.0(3) . . . . ?
C34 C31 C32 C33 -2.2(4) . . . . ?
