#------------------------------------------------------------------------------
#$Date: 2021-07-05 19:17:55 +0300 (Mon, 05 Jul 2021) $
#$Revision: 267021 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/83/7128335.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_7128335
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 H14 F N3'
_chemical_formula_weight         267.30
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.0959(5)
_cell_length_b                   15.0897(7)
_cell_length_c                   16.0556(6)
_cell_measurement_reflns_used    20602
_cell_measurement_temperature    149(2)
_cell_measurement_theta_max      27.503
_cell_measurement_theta_min      2.700
_cell_volume                     2688.3(2)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      149(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0259
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20602
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_min         2.700
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6866
_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            'dark blue purple'
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_description       block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.139
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details
;
 Flack x determined using 2025 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         6147
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0335
_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)+(0.0489P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0777
_refine_ls_wR_factor_ref         0.0805
_reflns_Friedel_coverage         0.782
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                5227
_reflns_number_total             6147
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc02245h2.cif
_cod_data_source_block           wl479
_cod_depositor_comments
'Adding full bibliography for 7128333--7128355.cif.'
_cod_original_cell_volume        2688.2(2)
_cod_database_code               7128335
_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.
;
_shelx_estimated_absorpt_t_min   0.948
_shelx_estimated_absorpt_t_max   0.973
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, 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
F1 F 0.45892(10) 0.58330(9) 0.58842(8) 0.0524(3) Uani 1 1 d . . . . .
N1 N -0.03192(14) 0.53967(10) 0.90594(9) 0.0316(4) Uani 1 1 d . . . . .
C1 C -0.26390(16) 0.38103(12) 0.73203(11) 0.0303(4) Uani 1 1 d . . . . .
H1 H -0.184775 0.390739 0.711342 0.036 Uiso 1 1 calc R U . . .
F2 F 1.32584(13) 0.66048(9) 0.40475(8) 0.0562(4) Uani 1 1 d . . . . .
N2 N 0.07903(14) 0.56213(10) 0.87942(9) 0.0321(4) Uani 1 1 d . . . . .
C2 C -0.34696(16) 0.33762(13) 0.68203(11) 0.0331(4) Uani 1 1 d . . . . .
H2 H -0.323090 0.317536 0.628430 0.040 Uiso 1 1 calc R U . . .
N3 N 0.08517(13) 0.52258(10) 0.80611(9) 0.0291(3) Uani 1 1 d . . . . .
C3 C -0.46384(17) 0.32297(13) 0.70860(13) 0.0365(4) Uani 1 1 d . . . . .
H3 H -0.520585 0.293820 0.673776 0.044 Uiso 1 1 calc R U . . .
N4 N 0.80876(13) 0.64909(10) 0.70488(9) 0.0307(3) Uani 1 1 d . . . . .
C4 C -0.49602(18) 0.35210(13) 0.78778(14) 0.0406(5) Uani 1 1 d . . . . .
H4 H -0.575999 0.343094 0.807131 0.049 Uiso 1 1 calc R U . . .
N5 N 0.86921(13) 0.63022(10) 0.63446(9) 0.0320(4) Uani 1 1 d . . . . .
C5 C -0.41353(17) 0.39380(13) 0.83846(12) 0.0375(5) Uani 1 1 d . . . . .
H5 H -0.437935 0.411566 0.892663 0.045 Uiso 1 1 calc R U . . .
N6 N 0.97168(13) 0.67366(10) 0.64455(9) 0.0282(3) Uani 1 1 d . . . . .
C6 C -0.29334(16) 0.41129(12) 0.81282(11) 0.0305(4) Uani 1 1 d . . . . .
C7 C -0.21509(17) 0.45937(12) 0.86753(11) 0.0322(4) Uani 1 1 d . . . . .
H7 H -0.246652 0.474011 0.920779 0.039 Uiso 1 1 calc R U . . .
C8 C -0.09785(17) 0.48694(12) 0.85106(11) 0.0293(4) Uani 1 1 d . . . . .
C9 C -0.01522(16) 0.47690(12) 0.78518(11) 0.0289(4) Uani 1 1 d . . . . .
H9 H -0.027655 0.444175 0.735371 0.035 Uiso 1 1 calc R U . . .
C10 C 0.18903(15) 0.53622(12) 0.75462(11) 0.0293(4) Uani 1 1 d . . . . .
C11 C 0.24372(15) 0.61864(12) 0.75306(12) 0.0308(4) Uani 1 1 d . . . . .
H11 H 0.217730 0.664075 0.789868 0.037 Uiso 1 1 calc R U . . .
C12 C 0.33694(16) 0.63439(13) 0.69720(12) 0.0361(4) Uani 1 1 d . . . . .
H12 H 0.375818 0.690433 0.694928 0.043 Uiso 1 1 calc R U . . .
C13 C 0.37112(16) 0.56667(14) 0.64550(13) 0.0382(5) Uani 1 1 d . . . . .
C14 C 0.31988(17) 0.48352(14) 0.64786(13) 0.0400(5) Uani 1 1 d . . . . .
H14 H 0.347509 0.437976 0.611741 0.048 Uiso 1 1 calc R U . . .
C15 C 0.22779(17) 0.46757(13) 0.70356(13) 0.0357(4) Uani 1 1 d . . . . .
H15 H 0.191514 0.410657 0.706955 0.043 Uiso 1 1 calc R U . . .
C16 C -0.0757(2) 0.57671(13) 0.98381(11) 0.0377(5) Uani 1 1 d . . . . .
H16A H -0.149484 0.610647 0.973382 0.057 Uiso 1 1 calc R U . . .
H16B H -0.014173 0.615857 1.007535 0.057 Uiso 1 1 calc R U . . .
H16C H -0.093010 0.528591 1.023024 0.057 Uiso 1 1 calc R U . . .
C17 C 1.00664(17) 0.80108(12) 0.90027(11) 0.0316(4) Uani 1 1 d . . . . .
H17 H 1.054993 0.783487 0.854322 0.038 Uiso 1 1 calc R U . . .
C18 C 1.06018(19) 0.84629(13) 0.96576(11) 0.0370(5) Uani 1 1 d . . . . .
H18 H 1.143834 0.859436 0.963275 0.044 Uiso 1 1 calc R U . . .
C19 C 0.9940(2) 0.87276(13) 1.03496(12) 0.0415(5) Uani 1 1 d . . . . .
H19 H 1.031114 0.903122 1.080019 0.050 Uiso 1 1 calc R U . . .
C20 C 0.8715(2) 0.85313(13) 1.03577(12) 0.0432(5) Uani 1 1 d . . . . .
H20 H 0.824160 0.870587 1.082268 0.052 Uiso 1 1 calc R U . . .
C21 C 0.8173(2) 0.80906(13) 0.97086(12) 0.0376(5) Uani 1 1 d . . . . .
H21 H 0.733254 0.797433 0.973766 0.045 Uiso 1 1 calc R U . . .
C22 C 0.88216(16) 0.78033(12) 0.89972(11) 0.0292(4) Uani 1 1 d . . . . .
C23 C 0.82149(16) 0.73290(12) 0.83509(11) 0.0309(4) Uani 1 1 d . . . . .
H23 H 0.739189 0.718944 0.844766 0.037 Uiso 1 1 calc R U . . .
C24 C 0.86951(15) 0.70505(12) 0.75991(11) 0.0284(4) Uani 1 1 d . . . . .
C25 C 0.97825(16) 0.71896(12) 0.71683(11) 0.0284(4) Uani 1 1 d . . . . .
H25 H 1.044282 0.753895 0.735275 0.034 Uiso 1 1 calc R U . . .
C26 C 1.06191(17) 0.66996(12) 0.58058(10) 0.0291(4) Uani 1 1 d . . . . .
C27 C 1.1263(2) 0.74640(13) 0.56241(11) 0.0385(5) Uani 1 1 d . . . . .
H27 H 1.108963 0.800245 0.590629 0.046 Uiso 1 1 calc R U . . .
C28 C 1.2158(2) 0.74324(15) 0.50291(12) 0.0435(5) Uani 1 1 d . . . . .
H28 H 1.261506 0.794561 0.489542 0.052 Uiso 1 1 calc R U . . .
C29 C 1.2374(2) 0.66393(14) 0.46341(12) 0.0400(5) Uani 1 1 d . . . . .
C30 C 1.17487(18) 0.58793(13) 0.48049(11) 0.0365(4) Uani 1 1 d . . . . .
H30 H 1.192530 0.534422 0.451811 0.044 Uiso 1 1 calc R U . . .
C31 C 1.08515(17) 0.59069(13) 0.54057(11) 0.0318(4) Uani 1 1 d . . . . .
H31 H 1.040420 0.538948 0.554001 0.038 Uiso 1 1 calc R U . . .
C32 C 0.68589(16) 0.61705(14) 0.71394(14) 0.0399(5) Uani 1 1 d . . . . .
H32A H 0.629900 0.667199 0.711259 0.060 Uiso 1 1 calc R U . . .
H32B H 0.677267 0.587073 0.767761 0.060 Uiso 1 1 calc R U . . .
H32C H 0.667678 0.575292 0.668925 0.060 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 115.07(14) . . ?
N2 N1 C16 118.76(15) . . ?
C8 N1 C16 125.99(16) . . ?
C2 C1 C6 122.03(17) . . ?
C2 C1 H1 119.0 . . ?
C6 C1 H1 119.0 . . ?
N3 N2 N1 102.42(14) . . ?
C3 C2 C1 121.34(18) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
N2 N3 C9 114.15(15) . . ?
N2 N3 C10 119.36(15) . . ?
C9 N3 C10 126.32(14) . . ?
C2 C3 C4 118.16(19) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
N5 N4 C24 114.79(14) . . ?
N5 N4 C32 118.78(16) . . ?
C24 N4 C32 126.21(16) . . ?
C5 C4 C3 120.90(19) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
N6 N5 N4 102.76(14) . . ?
C4 C5 C6 122.54(18) . . ?
C4 C5 H5 118.7 . . ?
C6 C5 H5 118.7 . . ?
N5 N6 C25 113.77(15) . . ?
N5 N6 C26 119.52(14) . . ?
C25 N6 C26 126.71(15) . . ?
C1 C6 C5 115.02(17) . . ?
C1 C6 C7 125.89(17) . . ?
C5 C6 C7 119.05(17) . . ?
C8 C7 C6 127.00(17) . . ?
C8 C7 H7 116.5 . . ?
C6 C7 H7 116.5 . . ?
C7 C8 N1 122.76(16) . . ?
C7 C8 C9 136.02(17) . . ?
N1 C8 C9 101.21(15) . . ?
N3 C9 C8 107.15(15) . . ?
N3 C9 H9 126.4 . . ?
C8 C9 H9 126.4 . . ?
C11 C10 C15 121.57(17) . . ?
C11 C10 N3 119.48(16) . . ?
C15 C10 N3 118.83(17) . . ?
C10 C11 C12 119.46(18) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C13 C12 C11 118.00(19) . . ?
C13 C12 H12 121.0 . . ?
C11 C12 H12 121.0 . . ?
F1 C13 C12 117.94(19) . . ?
F1 C13 C14 118.80(17) . . ?
C12 C13 C14 123.25(19) . . ?
C13 C14 C15 118.84(18) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 H14 120.6 . . ?
C14 C15 C10 118.81(18) . . ?
C14 C15 H15 120.6 . . ?
C10 C15 H15 120.6 . . ?
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 122.08(18) . . ?
C18 C17 H17 119.0 . . ?
C22 C17 H17 119.0 . . ?
C17 C18 C19 121.40(19) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C18 C19 C20 117.52(19) . . ?
C18 C19 H19 121.2 . . ?
C20 C19 H19 121.2 . . ?
C21 C20 C19 121.55(18) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
C20 C21 C22 122.4(2) . . ?
C20 C21 H21 118.8 . . ?
C22 C21 H21 118.8 . . ?
C17 C22 C21 114.99(18) . . ?
C17 C22 C23 125.07(16) . . ?
C21 C22 C23 119.93(17) . . ?
C24 C23 C22 127.14(17) . . ?
C24 C23 H23 116.4 . . ?
C22 C23 H23 116.4 . . ?
C23 C24 N4 123.34(16) . . ?
C23 C24 C25 135.52(17) . . ?
N4 C24 C25 101.14(15) . . ?
N6 C25 C24 107.53(15) . . ?
N6 C25 H25 126.2 . . ?
C24 C25 H25 126.2 . . ?
C31 C26 C27 121.70(17) . . ?
C31 C26 N6 119.77(16) . . ?
C27 C26 N6 118.50(17) . . ?
C28 C27 C26 119.19(19) . . ?
C28 C27 H27 120.4 . . ?
C26 C27 H27 120.4 . . ?
C29 C28 C27 118.3(2) . . ?
C29 C28 H28 120.8 . . ?
C27 C28 H28 120.8 . . ?
F2 C29 C30 118.18(19) . . ?
F2 C29 C28 118.53(19) . . ?
C30 C29 C28 123.29(19) . . ?
C29 C30 C31 118.57(19) . . ?
C29 C30 H30 120.7 . . ?
C31 C30 H30 120.7 . . ?
C26 C31 C30 118.90(18) . . ?
C26 C31 H31 120.6 . . ?
C30 C31 H31 120.6 . . ?
N4 C32 H32A 109.5 . . ?
N4 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N4 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 1.361(2) . ?
N1 N2 1.346(2) . ?
N1 C8 1.394(2) . ?
N1 C16 1.453(2) . ?
C1 C2 1.387(2) . ?
C1 C6 1.414(2) . ?
C1 H1 0.9500 . ?
F2 C29 1.361(2) . ?
N2 N3 1.321(2) . ?
C2 C3 1.383(3) . ?
C2 H2 0.9500 . ?
N3 C9 1.352(2) . ?
N3 C10 1.433(2) . ?
C3 C4 1.392(3) . ?
C3 H3 0.9500 . ?
N4 N5 1.345(2) . ?
N4 C24 1.396(2) . ?
N4 C32 1.454(2) . ?
C4 C5 1.377(3) . ?
C4 H4 0.9500 . ?
N5 N6 1.322(2) . ?
C5 C6 1.420(3) . ?
C5 H5 0.9500 . ?
N6 C25 1.349(2) . ?
N6 C26 1.435(2) . ?
C6 C7 1.432(3) . ?
C7 C8 1.391(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.408(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.384(3) . ?
C10 C15 1.389(3) . ?
C11 C12 1.390(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.370(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.378(3) . ?
C14 C15 1.379(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.387(3) . ?
C17 C22 1.416(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.390(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.392(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.375(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.418(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.429(3) . ?
C23 C24 1.385(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.406(2) . ?
C25 H25 0.9500 . ?
C26 C31 1.382(3) . ?
C26 C27 1.388(3) . ?
C27 C28 1.379(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.375(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.368(3) . ?
C30 C31 1.387(3) . ?
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 -0.40(19) . . . . ?
C16 N1 N2 N3 -175.76(15) . . . . ?
C6 C1 C2 C3 1.0(3) . . . . ?
N1 N2 N3 C9 0.09(18) . . . . ?
N1 N2 N3 C10 175.60(14) . . . . ?
C1 C2 C3 C4 -0.8(3) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C24 N4 N5 N6 0.89(19) . . . . ?
C32 N4 N5 N6 175.78(15) . . . . ?
C3 C4 C5 C6 1.5(3) . . . . ?
N4 N5 N6 C25 -0.44(18) . . . . ?
N4 N5 N6 C26 -179.73(14) . . . . ?
C2 C1 C6 C5 0.0(3) . . . . ?
C2 C1 C6 C7 -177.61(17) . . . . ?
C4 C5 C6 C1 -1.3(3) . . . . ?
C4 C5 C6 C7 176.54(17) . . . . ?
C1 C6 C7 C8 1.7(3) . . . . ?
C5 C6 C7 C8 -175.90(18) . . . . ?
C6 C7 C8 N1 174.75(17) . . . . ?
C6 C7 C8 C9 -3.8(3) . . . . ?
N2 N1 C8 C7 -178.42(15) . . . . ?
C16 N1 C8 C7 -3.4(3) . . . . ?
N2 N1 C8 C9 0.54(19) . . . . ?
C16 N1 C8 C9 175.51(16) . . . . ?
N2 N3 C9 C8 0.2(2) . . . . ?
C10 N3 C9 C8 -174.91(16) . . . . ?
C7 C8 C9 N3 178.3(2) . . . . ?
N1 C8 C9 N3 -0.44(18) . . . . ?
N2 N3 C10 C11 -36.7(2) . . . . ?
C9 N3 C10 C11 138.23(18) . . . . ?
N2 N3 C10 C15 147.21(16) . . . . ?
C9 N3 C10 C15 -37.9(2) . . . . ?
C15 C10 C11 C12 2.2(3) . . . . ?
N3 C10 C11 C12 -173.75(15) . . . . ?
C10 C11 C12 C13 -0.1(3) . . . . ?
C11 C12 C13 F1 177.27(16) . . . . ?
C11 C12 C13 C14 -1.8(3) . . . . ?
F1 C13 C14 C15 -177.61(16) . . . . ?
C12 C13 C14 C15 1.5(3) . . . . ?
C13 C14 C15 C10 0.7(3) . . . . ?
C11 C10 C15 C14 -2.6(3) . . . . ?
N3 C10 C15 C14 173.43(16) . . . . ?
C22 C17 C18 C19 0.7(3) . . . . ?
C17 C18 C19 C20 -0.7(3) . . . . ?
C18 C19 C20 C21 0.1(3) . . . . ?
C19 C20 C21 C22 0.5(3) . . . . ?
C18 C17 C22 C21 -0.1(3) . . . . ?
C18 C17 C22 C23 -179.02(17) . . . . ?
C20 C21 C22 C17 -0.5(3) . . . . ?
C20 C21 C22 C23 178.48(16) . . . . ?
C17 C22 C23 C24 -5.3(3) . . . . ?
C21 C22 C23 C24 175.81(17) . . . . ?
C22 C23 C24 N4 171.31(16) . . . . ?
C22 C23 C24 C25 -8.5(3) . . . . ?
N5 N4 C24 C23 179.17(15) . . . . ?
C32 N4 C24 C23 4.7(3) . . . . ?
N5 N4 C24 C25 -0.96(19) . . . . ?
C32 N4 C24 C25 -175.41(16) . . . . ?
N5 N6 C25 C24 -0.1(2) . . . . ?
C26 N6 C25 C24 179.09(15) . . . . ?
C23 C24 C25 N6 -179.54(19) . . . . ?
N4 C24 C25 N6 0.62(18) . . . . ?
N5 N6 C26 C31 -41.0(2) . . . . ?
C25 N6 C26 C31 139.82(18) . . . . ?
N5 N6 C26 C27 140.95(17) . . . . ?
C25 N6 C26 C27 -38.2(3) . . . . ?
C31 C26 C27 C28 0.0(3) . . . . ?
N6 C26 C27 C28 178.02(18) . . . . ?
C26 C27 C28 C29 0.3(3) . . . . ?
C27 C28 C29 F2 -179.87(19) . . . . ?
C27 C28 C29 C30 -0.3(4) . . . . ?
F2 C29 C30 C31 179.56(17) . . . . ?
C28 C29 C30 C31 0.0(3) . . . . ?
C27 C26 C31 C30 -0.3(3) . . . . ?
N6 C26 C31 C30 -178.31(16) . . . . ?
C29 C30 C31 C26 0.3(3) . . . . ?
