#------------------------------------------------------------------------------
#$Date: 2021-07-05 19:17:55 +0300 (Mon, 05 Jul 2021) $
#$Revision: 267021 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/83/7128352.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_7128352
loop_
_publ_author_name
'Liang, Qiuming'
'Hayashi, Kasumi'
'Zeng, Yimin'
'Jimenez-Santiago, Jose L'
'Song, Datong'
_publ_section_title
;
 Constructing fused N-heterocycles from unprotected mesoionic
 N-heterocyclic olefins and organic azides via diazo transfer.
;
_journal_issue                   50
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              6137
_journal_page_last               6140
_journal_paper_doi               10.1039/d1cc02245h
_journal_volume                  57
_journal_year                    2021
_chemical_formula_sum            'C16 H12 F N5'
_chemical_formula_weight         293.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2021-04-08 deposited with the CCDC.	2021-05-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.558(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.2146(14)
_cell_length_b                   11.816(2)
_cell_length_c                   16.161(4)
_cell_measurement_reflns_used    59320
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      33.095
_cell_measurement_theta_min      3.368
_cell_volume                     1344.7(5)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_device_type  'Bruker Kappa Photon II'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.912
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            59320
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.843
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.095
_diffrn_reflns_theta_min         3.368
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.7212
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 2724 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.23(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         8602
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0348
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0531P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0797
_refine_ls_wR_factor_ref         0.0827
_reflns_Friedel_coverage         0.775
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.768
_reflns_number_gt                6835
_reflns_number_total             8602
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc02245h2.cif
_cod_data_source_block           wl471a
_cod_depositor_comments
'Adding full bibliography for 7128333--7128355.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7128352
_shelx_shelxl_version_number     2016/6
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, 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
F1 F 0.12596(14) 0.48484(9) -0.23357(6) 0.0406(3) Uani 1 1 d . . . . .
N1 N 0.08352(17) 0.35373(10) 0.21739(8) 0.0235(3) Uani 1 1 d . . . . .
C1 C 0.0762(2) 0.65522(13) 0.42655(10) 0.0260(3) Uani 1 1 d . . . . .
H1 H 0.052825 0.722558 0.393819 0.031 Uiso 1 1 calc R U . . .
F2 F 0.62638(15) 0.48339(9) 0.76517(6) 0.0412(3) Uani 1 1 d . . . . .
N2 N 0.08421(18) 0.33537(10) 0.13653(8) 0.0246(3) Uani 1 1 d . . . . .
C2 C 0.0657(2) 0.65722(15) 0.51113(10) 0.0314(3) Uani 1 1 d . . . . .
H2 H 0.036555 0.725931 0.536055 0.038 Uiso 1 1 calc R U . . .
N3 N 0.12150(16) 0.43563(9) 0.10459(8) 0.0217(2) Uani 1 1 d . . . . .
C3 C 0.0976(2) 0.55897(16) 0.55977(10) 0.0328(3) Uani 1 1 d . . . . .
H3 H 0.088437 0.560192 0.617524 0.039 Uiso 1 1 calc R U . . .
N4 N 0.16528(17) 0.64974(10) 0.25849(8) 0.0242(3) Uani 1 1 d . . . . .
C4 C 0.1427(2) 0.45952(15) 0.52333(10) 0.0336(3) Uani 1 1 d . . . . .
H4 H 0.164622 0.392277 0.556233 0.040 Uiso 1 1 calc R U . . .
N5 N 0.17346(17) 0.63003(10) 0.17466(8) 0.0241(3) Uani 1 1 d . . . . .
C5 C 0.1561(2) 0.45760(13) 0.43883(9) 0.0283(3) Uani 1 1 d . . . . .
H5 H 0.189482 0.389197 0.414832 0.034 Uiso 1 1 calc R U . . .
N6 N 0.61924(16) 0.64222(10) 0.31330(7) 0.0221(2) Uani 1 1 d . . . . .
C6 C 0.12103(18) 0.55496(13) 0.38864(9) 0.0228(3) Uani 1 1 d . . . . .
N7 N 0.61624(17) 0.65754(10) 0.39462(8) 0.0233(2) Uani 1 1 d . . . . .
C7 C 0.13419(19) 0.55436(12) 0.29931(9) 0.0214(3) Uani 1 1 d . . . . .
N8 N 0.60780(16) 0.55345(9) 0.42685(7) 0.0210(2) Uani 1 1 d . . . . .
C8 C 0.11990(18) 0.46450(12) 0.23959(9) 0.0211(3) Uani 1 1 d . . . . .
N9 N 0.59096(19) 0.34429(11) 0.27202(8) 0.0282(3) Uani 1 1 d . . . . .
C9 C 0.14446(19) 0.51834(12) 0.16632(9) 0.0214(3) Uani 1 1 d . . . . .
N10 N 0.59033(18) 0.36004(10) 0.35672(8) 0.0277(3) Uani 1 1 d . . . . .
C10 C 0.12282(19) 0.44632(12) 0.01699(9) 0.0218(3) Uani 1 1 d . . . . .
C11 C 0.18670(18) 0.54732(12) -0.01007(9) 0.0242(3) Uani 1 1 d . . . . .
H11 H 0.228748 0.606776 0.029086 0.029 Uiso 1 1 calc R U . . .
C12 C 0.1884(2) 0.56052(13) -0.09559(9) 0.0281(3) Uani 1 1 d . . . . .
H12 H 0.232882 0.628575 -0.115871 0.034 Uiso 1 1 calc R U . . .
C13 C 0.1239(2) 0.47220(14) -0.14998(9) 0.0282(3) Uani 1 1 d . . . . .
C14 C 0.0568(2) 0.37193(12) -0.12415(9) 0.0275(3) Uani 1 1 d . . . . .
H14 H 0.011343 0.313612 -0.163838 0.033 Uiso 1 1 calc R U . . .
C15 C 0.05730(19) 0.35818(12) -0.03904(9) 0.0248(3) Uani 1 1 d . . . . .
H15 H 0.013584 0.289674 -0.019123 0.030 Uiso 1 1 calc R U . . .
C16 C 0.0391(2) 0.25874(12) 0.26720(10) 0.0305(3) Uani 1 1 d . . . . .
H16A H 0.040410 0.188395 0.235205 0.046 Uiso 1 1 calc R U . . .
H16B H -0.087055 0.269721 0.279271 0.046 Uiso 1 1 calc R U . . .
H16C H 0.134039 0.254200 0.320624 0.046 Uiso 1 1 calc R U . . .
C17 C 0.5553(2) 0.34563(14) 0.09128(9) 0.0290(3) Uani 1 1 d . . . . .
H17 H 0.511059 0.281003 0.116160 0.035 Uiso 1 1 calc R U . . .
C18 C 0.5633(2) 0.34370(15) 0.00644(10) 0.0351(4) Uani 1 1 d . . . . .
H18 H 0.525778 0.277442 -0.026209 0.042 Uiso 1 1 calc R U . . .
C19 C 0.6255(2) 0.43756(17) -0.03129(10) 0.0375(4) Uani 1 1 d . . . . .
H19 H 0.629781 0.435961 -0.089619 0.045 Uiso 1 1 calc R U . . .
C20 C 0.6816(2) 0.53395(16) 0.01686(10) 0.0350(4) Uani 1 1 d . . . . .
H20 H 0.723670 0.598625 -0.008775 0.042 Uiso 1 1 calc R U . . .
C21 C 0.6765(2) 0.53633(14) 0.10243(10) 0.0285(3) Uani 1 1 d . . . . .
H21 H 0.717001 0.602276 0.134969 0.034 Uiso 1 1 calc R U . . .
C22 C 0.61223(19) 0.44261(13) 0.14097(9) 0.0236(3) Uani 1 1 d . . . . .
C23 C 0.60566(19) 0.44247(12) 0.23100(9) 0.0227(3) Uani 1 1 d . . . . .
C24 C 0.61428(19) 0.53029(12) 0.29163(9) 0.0214(3) Uani 1 1 d . . . . .
C25 C 0.60461(19) 0.47237(12) 0.36548(9) 0.0221(3) Uani 1 1 d . . . . .
C26 C 0.60985(18) 0.53707(12) 0.51460(8) 0.0205(3) Uani 1 1 d . . . . .
C27 C 0.6650(2) 0.43161(12) 0.54929(9) 0.0242(3) Uani 1 1 d . . . . .
H27 H 0.697634 0.372812 0.514991 0.029 Uiso 1 1 calc R U . . .
C28 C 0.6717(2) 0.41318(13) 0.63478(9) 0.0267(3) Uani 1 1 d . . . . .
H28 H 0.710406 0.342187 0.660383 0.032 Uiso 1 1 calc R U . . .
C29 C 0.6207(2) 0.50074(13) 0.68121(9) 0.0271(3) Uani 1 1 d . . . . .
C30 C 0.5622(2) 0.60545(12) 0.64768(9) 0.0258(3) Uani 1 1 d . . . . .
H30 H 0.525990 0.663064 0.681995 0.031 Uiso 1 1 calc R U . . .
C31 C 0.55776(19) 0.62450(12) 0.56239(9) 0.0234(3) Uani 1 1 d . . . . .
H31 H 0.519830 0.695863 0.537265 0.028 Uiso 1 1 calc R U . . .
C32 C 0.6269(2) 0.74282(12) 0.26155(10) 0.0303(3) Uani 1 1 d . . . . .
H32A H 0.742518 0.740798 0.239074 0.045 Uiso 1 1 calc R U . . .
H32B H 0.627797 0.810752 0.296428 0.045 Uiso 1 1 calc R U . . .
H32C H 0.515420 0.744384 0.214434 0.045 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 0.0033 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'
F F 0.0171 0.0103 '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
N2 N1 C8 111.95(11) . . ?
N2 N1 C16 117.83(12) . . ?
C8 N1 C16 130.17(13) . . ?
C2 C1 C6 120.82(14) . . ?
C2 C1 H1 119.6 . . ?
C6 C1 H1 119.6 . . ?
N1 N2 N3 106.17(11) . . ?
C1 C2 C3 120.32(15) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
N2 N3 C9 110.45(11) . . ?
N2 N3 C10 120.39(11) . . ?
C9 N3 C10 129.07(12) . . ?
C4 C3 C2 119.51(14) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C7 N4 N5 112.57(12) . . ?
C3 C4 C5 120.31(14) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C9 N5 N4 102.99(11) . . ?
C4 C5 C6 120.93(14) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
N7 N6 C24 112.30(11) . . ?
N7 N6 C32 117.72(11) . . ?
C24 N6 C32 129.99(12) . . ?
C5 C6 C1 118.09(13) . . ?
C5 C6 C7 121.63(13) . . ?
C1 C6 C7 120.26(13) . . ?
N6 N7 N8 105.68(10) . . ?
N4 C7 C8 106.67(12) . . ?
N4 C7 C6 122.02(13) . . ?
C8 C7 C6 131.31(13) . . ?
N7 N8 C25 110.70(11) . . ?
N7 N8 C26 121.19(11) . . ?
C25 N8 C26 128.06(12) . . ?
N1 C8 C9 105.51(13) . . ?
N1 C8 C7 150.86(14) . . ?
C9 C8 C7 103.45(12) . . ?
C23 N9 N10 112.80(12) . . ?
N5 C9 N3 139.67(14) . . ?
N5 C9 C8 114.32(13) . . ?
N3 C9 C8 105.93(13) . . ?
C25 N10 N9 102.81(11) . . ?
C11 C10 C15 121.89(13) . . ?
C11 C10 N3 117.74(12) . . ?
C15 C10 N3 120.35(13) . . ?
C10 C11 C12 119.03(13) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
C13 C12 C11 118.23(14) . . ?
C13 C12 H12 120.9 . . ?
C11 C12 H12 120.9 . . ?
F1 C13 C14 118.34(13) . . ?
F1 C13 C12 118.31(14) . . ?
C14 C13 C12 123.35(14) . . ?
C13 C14 C15 118.47(12) . . ?
C13 C14 H14 120.8 . . ?
C15 C14 H14 120.8 . . ?
C14 C15 C10 119.02(13) . . ?
C14 C15 H15 120.5 . . ?
C10 C15 H15 120.5 . . ?
N1 C16 H16A 109.5 . . ?
N1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 120.54(15) . . ?
C18 C17 H17 119.7 . . ?
C22 C17 H17 119.7 . . ?
C17 C18 C19 120.62(16) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C18 C19 C20 119.48(15) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C19 C20 C21 120.38(16) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C20 C21 C22 120.64(15) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C21 C22 C17 118.32(13) . . ?
C21 C22 C23 121.90(13) . . ?
C17 C22 C23 119.78(13) . . ?
N9 C23 C24 106.58(12) . . ?
N9 C23 C22 120.70(13) . . ?
C24 C23 C22 132.71(13) . . ?
N6 C24 C25 105.05(12) . . ?
N6 C24 C23 151.56(13) . . ?
C25 C24 C23 103.29(12) . . ?
N10 C25 N8 139.20(14) . . ?
N10 C25 C24 114.51(13) . . ?
N8 C25 C24 106.26(12) . . ?
C27 C26 C31 122.07(12) . . ?
C27 C26 N8 117.57(12) . . ?
C31 C26 N8 120.36(12) . . ?
C26 C27 C28 119.17(13) . . ?
C26 C27 H27 120.4 . . ?
C28 C27 H27 120.4 . . ?
C29 C28 C27 117.99(13) . . ?
C29 C28 H28 121.0 . . ?
C27 C28 H28 121.0 . . ?
F2 C29 C28 118.44(13) . . ?
F2 C29 C30 117.78(13) . . ?
C28 C29 C30 123.78(14) . . ?
C29 C30 C31 118.29(13) . . ?
C29 C30 H30 120.9 . . ?
C31 C30 H30 120.9 . . ?
C26 C31 C30 118.68(13) . . ?
C26 C31 H31 120.7 . . ?
C30 C31 H31 120.7 . . ?
N6 C32 H32A 109.5 . . ?
N6 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N6 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
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
F1 C13 1.3624(17) . ?
N1 N2 1.3258(17) . ?
N1 C8 1.3674(18) . ?
N1 C16 1.4570(19) . ?
C1 C2 1.386(2) . ?
C1 C6 1.403(2) . ?
C1 H1 0.9500 . ?
F2 C29 1.3641(16) . ?
N2 N3 1.3426(16) . ?
C2 C3 1.393(2) . ?
C2 H2 0.9500 . ?
N3 C9 1.3806(18) . ?
N3 C10 1.4234(18) . ?
C3 C4 1.385(3) . ?
C3 H3 0.9500 . ?
N4 C7 1.3491(19) . ?
N4 N5 1.3886(16) . ?
C4 C5 1.390(2) . ?
C4 H4 0.9500 . ?
N5 C9 1.3384(18) . ?
C5 C6 1.399(2) . ?
C5 H5 0.9500 . ?
N6 N7 1.3314(16) . ?
N6 C24 1.3667(18) . ?
N6 C32 1.4614(18) . ?
C6 C7 1.4673(19) . ?
N7 N8 1.3422(16) . ?
C7 C8 1.423(2) . ?
N8 C25 1.3754(18) . ?
N8 C26 1.4282(17) . ?
C8 C9 1.3891(19) . ?
N9 C23 1.3516(19) . ?
N9 N10 1.3825(17) . ?
N10 C25 1.3365(18) . ?
C10 C11 1.384(2) . ?
C10 C15 1.3934(19) . ?
C11 C12 1.3938(19) . ?
C11 H11 0.9500 . ?
C12 C13 1.379(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.378(2) . ?
C14 C15 1.384(2) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.385(2) . ?
C17 C22 1.408(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.387(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.389(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.392(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.398(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.4661(19) . ?
C23 C24 1.419(2) . ?
C24 C25 1.3907(19) . ?
C26 C27 1.3886(19) . ?
C26 C31 1.390(2) . ?
C27 C28 1.389(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.374(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.380(2) . ?
C30 C31 1.3901(19) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
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
C8 N1 N2 N3 -0.05(15) . . . . ?
C16 N1 N2 N3 177.75(11) . . . . ?
C6 C1 C2 C3 -0.7(2) . . . . ?
N1 N2 N3 C9 -0.05(14) . . . . ?
N1 N2 N3 C10 -176.82(11) . . . . ?
C1 C2 C3 C4 0.9(2) . . . . ?
C2 C3 C4 C5 0.0(2) . . . . ?
C7 N4 N5 C9 0.44(14) . . . . ?
C3 C4 C5 C6 -1.2(2) . . . . ?
C4 C5 C6 C1 1.4(2) . . . . ?
C4 C5 C6 C7 -179.89(12) . . . . ?
C2 C1 C6 C5 -0.5(2) . . . . ?
C2 C1 C6 C7 -179.20(12) . . . . ?
C24 N6 N7 N8 -0.42(14) . . . . ?
C32 N6 N7 N8 179.52(12) . . . . ?
N5 N4 C7 C8 -0.15(14) . . . . ?
N5 N4 C7 C6 179.74(11) . . . . ?
C5 C6 C7 N4 -156.97(14) . . . . ?
C1 C6 C7 N4 21.70(19) . . . . ?
C5 C6 C7 C8 22.9(2) . . . . ?
C1 C6 C7 C8 -158.44(14) . . . . ?
N6 N7 N8 C25 -0.27(14) . . . . ?
N6 N7 N8 C26 177.55(11) . . . . ?
N2 N1 C8 C9 0.13(15) . . . . ?
C16 N1 C8 C9 -177.33(13) . . . . ?
N2 N1 C8 C7 173.4(2) . . . . ?
C16 N1 C8 C7 -4.0(3) . . . . ?
N4 C7 C8 N1 -173.6(2) . . . . ?
C6 C7 C8 N1 6.6(3) . . . . ?
N4 C7 C8 C9 -0.19(14) . . . . ?
C6 C7 C8 C9 179.93(13) . . . . ?
N4 N5 C9 N3 175.41(17) . . . . ?
N4 N5 C9 C8 -0.58(15) . . . . ?
N2 N3 C9 N5 -176.08(17) . . . . ?
C10 N3 C9 N5 0.3(3) . . . . ?
N2 N3 C9 C8 0.12(15) . . . . ?
C10 N3 C9 C8 176.54(12) . . . . ?
N1 C8 C9 N5 177.16(12) . . . . ?
C7 C8 C9 N5 0.50(15) . . . . ?
N1 C8 C9 N3 -0.15(14) . . . . ?
C7 C8 C9 N3 -176.80(11) . . . . ?
C23 N9 N10 C25 0.22(16) . . . . ?
N2 N3 C10 C11 -171.55(12) . . . . ?
C9 N3 C10 C11 12.35(19) . . . . ?
N2 N3 C10 C15 9.92(19) . . . . ?
C9 N3 C10 C15 -166.18(13) . . . . ?
C15 C10 C11 C12 -1.1(2) . . . . ?
N3 C10 C11 C12 -179.58(12) . . . . ?
C10 C11 C12 C13 0.73(19) . . . . ?
C11 C12 C13 F1 -179.84(12) . . . . ?
C11 C12 C13 C14 0.4(2) . . . . ?
F1 C13 C14 C15 179.04(12) . . . . ?
C12 C13 C14 C15 -1.2(2) . . . . ?
C13 C14 C15 C10 0.9(2) . . . . ?
C11 C10 C15 C14 0.3(2) . . . . ?
N3 C10 C15 C14 178.74(12) . . . . ?
C22 C17 C18 C19 -0.7(2) . . . . ?
C17 C18 C19 C20 0.5(2) . . . . ?
C18 C19 C20 C21 0.3(2) . . . . ?
C19 C20 C21 C22 -1.0(2) . . . . ?
C20 C21 C22 C17 0.8(2) . . . . ?
C20 C21 C22 C23 179.83(12) . . . . ?
C18 C17 C22 C21 0.1(2) . . . . ?
C18 C17 C22 C23 -179.03(12) . . . . ?
N10 N9 C23 C24 -0.40(16) . . . . ?
N10 N9 C23 C22 178.86(11) . . . . ?
C21 C22 C23 N9 -162.84(13) . . . . ?
C17 C22 C23 N9 16.22(19) . . . . ?
C21 C22 C23 C24 16.2(2) . . . . ?
C17 C22 C23 C24 -164.75(14) . . . . ?
N7 N6 C24 C25 0.93(15) . . . . ?
C32 N6 C24 C25 -179.01(13) . . . . ?
N7 N6 C24 C23 176.0(2) . . . . ?
C32 N6 C24 C23 -4.0(4) . . . . ?
N9 C23 C24 N6 -174.7(2) . . . . ?
C22 C23 C24 N6 6.2(4) . . . . ?
N9 C23 C24 C25 0.39(14) . . . . ?
C22 C23 C24 C25 -178.74(14) . . . . ?
N9 N10 C25 N8 177.60(17) . . . . ?
N9 N10 C25 C24 0.05(16) . . . . ?
N7 N8 C25 N10 -176.84(17) . . . . ?
C26 N8 C25 N10 5.5(3) . . . . ?
N7 N8 C25 C24 0.84(15) . . . . ?
C26 N8 C25 C24 -176.80(12) . . . . ?
N6 C24 C25 N10 177.30(13) . . . . ?
C23 C24 C25 N10 -0.28(16) . . . . ?
N6 C24 C25 N8 -1.03(14) . . . . ?
C23 C24 C25 N8 -178.61(11) . . . . ?
N7 N8 C26 C27 -158.62(13) . . . . ?
C25 N8 C26 C27 18.79(19) . . . . ?
N7 N8 C26 C31 21.49(18) . . . . ?
C25 N8 C26 C31 -161.09(14) . . . . ?
C31 C26 C27 C28 -1.2(2) . . . . ?
N8 C26 C27 C28 178.94(12) . . . . ?
C26 C27 C28 C29 0.8(2) . . . . ?
C27 C28 C29 F2 179.83(12) . . . . ?
C27 C28 C29 C30 0.4(2) . . . . ?
F2 C29 C30 C31 179.35(12) . . . . ?
C28 C29 C30 C31 -1.2(2) . . . . ?
C27 C26 C31 C30 0.4(2) . . . . ?
N8 C26 C31 C30 -179.76(12) . . . . ?
C29 C30 C31 C26 0.8(2) . . . . ?
