#------------------------------------------------------------------------------
#$Date: 2021-07-05 19:17:55 +0300 (Mon, 05 Jul 2021) $
#$Revision: 267021 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/83/7128347.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_7128347
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            'C20 H21 N5'
_chemical_formula_weight         331.42
_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
_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                66.888(9)
_cell_angle_beta                 89.896(10)
_cell_angle_gamma                82.855(10)
_cell_formula_units_Z            4
_cell_length_a                   6.858(2)
_cell_length_b                   15.868(5)
_cell_length_c                   17.842(5)
_cell_measurement_reflns_used    45126
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.708
_cell_measurement_theta_min      2.998
_cell_volume                     1769.6(9)
_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 0.996
_diffrn_measured_fraction_theta_max 0.981
_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  0.0927
_diffrn_reflns_av_unetI/netI     0.1090
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            45126
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.708
_diffrn_reflns_theta_min         2.998
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.7429
_exptl_absorpt_correction_T_min  0.6646
_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    1.244
_exptl_crystal_description       rod
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       0.058(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     454
_refine_ls_number_reflns         8124
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.1381
_refine_ls_R_factor_gt           0.0726
_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)+(0.0985P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1696
_refine_ls_wR_factor_ref         0.1983
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4582
_reflns_number_total             8124
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc02245h2.cif
_cod_data_source_block           wl470a
_cod_depositor_comments
'Adding full bibliography for 7128333--7128355.cif.'
_cod_original_cell_volume        1769.5(9)
_cod_database_code               7128347
_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, -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 0.7592(3) 0.41603(14) 0.61482(11) 0.0311(5) Uani 1 1 d . . . . .
C1 C 0.7266(4) 0.67527(18) 0.34391(15) 0.0437(6) Uani 1 1 d . . . . .
H1 H 0.711647 0.648467 0.305445 0.052 Uiso 1 1 calc R U . . .
N2 N 0.7589(3) 0.32562(14) 0.65157(11) 0.0338(5) Uani 1 1 d . . . . .
C2 C 0.7262(4) 0.76946(19) 0.31661(17) 0.0499(7) Uani 1 1 d . . . . .
H2 H 0.709567 0.806901 0.259861 0.060 Uiso 1 1 calc R U . . .
N3 N 0.7470(3) 0.29617(13) 0.59086(11) 0.0315(5) Uani 1 1 d . . . . .
C3 C 0.7500(3) 0.80960(19) 0.37146(16) 0.0439(7) Uani 1 1 d . . . . .
H3 H 0.751328 0.874427 0.352790 0.053 Uiso 1 1 calc R U . . .
N4 N 0.7322(3) 0.47964(14) 0.39953(12) 0.0380(5) Uani 1 1 d . . . . .
C4 C 0.7718(4) 0.75464(19) 0.45335(17) 0.0458(7) Uani 1 1 d . . . . .
H4 H 0.787219 0.781697 0.491591 0.055 Uiso 1 1 calc R U . . .
N5 N 0.7284(3) 0.38512(15) 0.43698(12) 0.0387(5) Uani 1 1 d . . . . .
C5 C 0.7714(4) 0.66070(19) 0.48037(16) 0.0441(7) Uani 1 1 d . . . . .
H5 H 0.787340 0.623700 0.537224 0.053 Uiso 1 1 calc R U . . .
N6 N 0.6857(3) 0.06989(13) 1.08312(11) 0.0291(4) Uani 1 1 d . . . . .
C6 C 0.7484(3) 0.61882(16) 0.42635(14) 0.0320(5) Uani 1 1 d . . . . .
N7 N 0.6035(3) 0.15701(13) 1.06340(11) 0.0316(5) Uani 1 1 d . . . . .
C7 C 0.7445(3) 0.51946(17) 0.45371(14) 0.0325(6) Uani 1 1 d . . . . .
N8 N 0.5663(2) 0.19297(13) 0.98249(11) 0.0277(4) Uani 1 1 d . . . . .
C8 C 0.7486(3) 0.44691(16) 0.53229(13) 0.0303(5) Uani 1 1 d . . . . .
N9 N 0.7143(3) 0.02931(13) 0.90033(11) 0.0326(5) Uani 1 1 d . . . . .
C9 C 0.7394(3) 0.36872(17) 0.51642(13) 0.0316(5) Uani 1 1 d . . . . .
N10 N 0.6260(3) 0.11954(13) 0.87929(11) 0.0322(5) Uani 1 1 d . . . . .
C10 C 0.7487(3) 0.19989(16) 0.61019(14) 0.0314(5) Uani 1 1 d . . . . .
C11 C 0.7505(3) 0.13716(17) 0.69046(14) 0.0334(6) Uani 1 1 d . . . . .
H11 H 0.749851 0.157581 0.733899 0.040 Uiso 1 1 calc R U . . .
C12 C 0.7532(3) 0.04434(17) 0.70643(15) 0.0351(6) Uani 1 1 d . . . . .
H12 H 0.754620 0.001230 0.761429 0.042 Uiso 1 1 calc R U . . .
C13 C 0.7540(3) 0.01250(17) 0.64403(14) 0.0348(6) Uani 1 1 d . . . . .
C14 C 0.7516(3) 0.07766(17) 0.56440(15) 0.0383(6) Uani 1 1 d . . . . .
H14 H 0.751797 0.057422 0.520854 0.046 Uiso 1 1 calc R U . . .
C15 C 0.7490(3) 0.17091(18) 0.54626(14) 0.0378(6) Uani 1 1 d . . . . .
H15 H 0.747338 0.214129 0.491289 0.045 Uiso 1 1 calc R U . . .
C16 C 0.7558(4) -0.08974(18) 0.66057(15) 0.0427(6) Uani 1 1 d . U . . .
C17 C 0.7653(5) -0.1528(2) 0.75107(17) 0.0657(9) Uani 1 1 d . U . . .
H17A H 0.654299 -0.132238 0.777284 0.098 Uiso 1 1 calc R U . . .
H17B H 0.758439 -0.216444 0.757210 0.098 Uiso 1 1 calc R U . . .
H17C H 0.889091 -0.150044 0.776832 0.098 Uiso 1 1 calc R U . . .
C18 C 0.9285(6) -0.1227(2) 0.6212(2) 0.0912(13) Uani 1 1 d . . . . .
H18A H 0.924280 -0.082736 0.563018 0.137 Uiso 1 1 calc R U . . .
H18B H 1.051781 -0.120049 0.647467 0.137 Uiso 1 1 calc R U . . .
H18C H 0.921130 -0.186449 0.627844 0.137 Uiso 1 1 calc R U . . .
C19 C 0.5663(6) -0.1021(2) 0.6220(2) 0.1008(14) Uani 1 1 d . . . . .
H19A H 0.451690 -0.081310 0.646292 0.151 Uiso 1 1 calc R U . . .
H19B H 0.559422 -0.065279 0.563082 0.151 Uiso 1 1 calc R U . . .
H19C H 0.567306 -0.167466 0.632176 0.151 Uiso 1 1 calc R U . . .
C20 C 0.7729(4) 0.46634(18) 0.66743(14) 0.0411(6) Uani 1 1 d . . . . .
H20A H 0.896354 0.493225 0.658904 0.062 Uiso 1 1 calc R U . . .
H20B H 0.769955 0.423741 0.724622 0.062 Uiso 1 1 calc R U . . .
H20C H 0.661564 0.515801 0.654057 0.062 Uiso 1 1 calc R U . . .
C21 C 0.8988(3) -0.16006(17) 0.96668(15) 0.0361(6) Uani 1 1 d . . . . .
H21 H 0.868912 -0.130433 0.909554 0.043 Uiso 1 1 calc R U . . .
C22 C 0.9858(4) -0.25126(18) 1.00027(17) 0.0443(7) Uani 1 1 d . . . . .
H22 H 1.013744 -0.283590 0.965747 0.053 Uiso 1 1 calc R U . . .
C23 C 1.0328(3) -0.29629(17) 1.08303(17) 0.0412(6) Uani 1 1 d . . . . .
H23 H 1.092801 -0.358875 1.105498 0.049 Uiso 1 1 calc R U . . .
C24 C 0.9911(3) -0.24860(17) 1.13200(16) 0.0409(6) Uani 1 1 d . . . . .
H24 H 1.022932 -0.278311 1.188976 0.049 Uiso 1 1 calc R U . . .
C25 C 0.9033(3) -0.15806(17) 1.09924(15) 0.0365(6) Uani 1 1 d . . . . .
H25 H 0.875016 -0.126460 1.134325 0.044 Uiso 1 1 calc R U . . .
C26 C 0.8549(3) -0.11154(16) 1.01603(14) 0.0290(5) Uani 1 1 d . . . . .
C27 C 0.7622(3) -0.01556(16) 0.98128(13) 0.0274(5) Uani 1 1 d . . . . .
C28 C 0.7025(3) 0.04850(15) 1.01647(13) 0.0258(5) Uani 1 1 d . . . . .
C29 C 0.6243(3) 0.12748(15) 0.95139(13) 0.0265(5) Uani 1 1 d . . . . .
C30 C 0.4866(3) 0.28749(15) 0.94252(13) 0.0279(5) Uani 1 1 d . . . . .
C31 C 0.4313(3) 0.33900(17) 0.98819(15) 0.0355(6) Uani 1 1 d . . . . .
H31 H 0.446611 0.311566 1.046049 0.043 Uiso 1 1 calc R U . . .
C32 C 0.3540(4) 0.43025(17) 0.94857(15) 0.0388(6) Uani 1 1 d . . . . .
H32 H 0.317060 0.465471 0.980041 0.047 Uiso 1 1 calc R U . . .
C33 C 0.3275(3) 0.47337(16) 0.86341(14) 0.0335(6) Uani 1 1 d . . . . .
C34 C 0.3856(3) 0.41903(16) 0.82003(14) 0.0325(5) Uani 1 1 d . . . . .
H34 H 0.370899 0.446032 0.762151 0.039 Uiso 1 1 calc R U . . .
C35 C 0.4636(3) 0.32737(16) 0.85841(14) 0.0308(5) Uani 1 1 d . . . . .
H35 H 0.501382 0.291839 0.827272 0.037 Uiso 1 1 calc R U . . .
C36 C 0.2401(4) 0.57447(17) 0.81860(16) 0.0408(6) Uani 1 1 d . . . . .
C37 C 0.1681(5) 0.6188(2) 0.87677(18) 0.0615(9) Uani 1 1 d . . . . .
H37A H 0.113409 0.683499 0.845470 0.092 Uiso 1 1 calc R U . . .
H37B H 0.066068 0.585463 0.909576 0.092 Uiso 1 1 calc R U . . .
H37C H 0.278383 0.616231 0.912825 0.092 Uiso 1 1 calc R U . . .
C38 C 0.0654(4) 0.58057(19) 0.76181(17) 0.0495(7) Uani 1 1 d . . . . .
H38A H 0.109815 0.552125 0.723846 0.074 Uiso 1 1 calc R U . . .
H38B H -0.037625 0.547863 0.794489 0.074 Uiso 1 1 calc R U . . .
H38C H 0.012709 0.645599 0.730949 0.074 Uiso 1 1 calc R U . . .
C39 C 0.3940(5) 0.6287(2) 0.7653(2) 0.0681(9) Uani 1 1 d . . . . .
H39A H 0.440615 0.600120 0.727716 0.102 Uiso 1 1 calc R U . . .
H39B H 0.334924 0.692721 0.733999 0.102 Uiso 1 1 calc R U . . .
H39C H 0.505112 0.628133 0.800065 0.102 Uiso 1 1 calc R U . . .
C40 C 0.7360(4) 0.01480(18) 1.16919(14) 0.0446(7) Uani 1 1 d . . . . .
H40A H 0.877022 -0.008241 1.176709 0.067 Uiso 1 1 calc R U . . .
H40B H 0.660452 -0.037600 1.188408 0.067 Uiso 1 1 calc R U . . .
H40C H 0.704588 0.053114 1.200446 0.067 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'
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 112.97(18) . . ?
N2 N1 C20 116.75(18) . . ?
C8 N1 C20 130.3(2) . . ?
C2 C1 C6 121.3(2) . . ?
C2 C1 H1 119.3 . . ?
C6 C1 H1 119.3 . . ?
N1 N2 N3 105.16(17) . . ?
C1 C2 C3 120.2(3) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
N2 N3 C9 110.70(19) . . ?
N2 N3 C10 119.39(19) . . ?
C9 N3 C10 129.9(2) . . ?
C4 C3 C2 119.2(3) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C7 N4 N5 112.73(19) . . ?
C3 C4 C5 120.4(3) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C9 N5 N4 103.09(19) . . ?
C4 C5 C6 121.4(2) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
N7 N6 C28 111.67(18) . . ?
N7 N6 C40 116.67(18) . . ?
C28 N6 C40 131.64(19) . . ?
C1 C6 C5 117.4(2) . . ?
C1 C6 C7 120.2(2) . . ?
C5 C6 C7 122.3(2) . . ?
N6 N7 N8 106.13(16) . . ?
N4 C7 C8 106.0(2) . . ?
N4 C7 C6 121.1(2) . . ?
C8 C7 C6 132.8(2) . . ?
N7 N8 C29 110.04(17) . . ?
N7 N8 C30 119.31(17) . . ?
C29 N8 C30 130.58(18) . . ?
N1 C8 C9 104.9(2) . . ?
N1 C8 C7 151.0(2) . . ?
C9 C8 C7 104.1(2) . . ?
C27 N9 N10 112.98(18) . . ?
N5 C9 N3 139.7(2) . . ?
N5 C9 C8 114.0(2) . . ?
N3 C9 C8 106.2(2) . . ?
C29 N10 N9 102.30(17) . . ?
C11 C10 C15 121.0(2) . . ?
C11 C10 N3 121.0(2) . . ?
C15 C10 N3 118.0(2) . . ?
C12 C11 C10 119.0(2) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C11 C12 C13 121.7(2) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C14 C13 C12 117.4(2) . . ?
C14 C13 C16 120.2(2) . . ?
C12 C13 C16 122.4(2) . . ?
C15 C14 C13 122.4(2) . . ?
C15 C14 H14 118.8 . . ?
C13 C14 H14 118.8 . . ?
C14 C15 C10 118.5(2) . . ?
C14 C15 H15 120.8 . . ?
C10 C15 H15 120.8 . . ?
C18 C16 C17 108.6(3) . . ?
C18 C16 C13 110.2(2) . . ?
C17 C16 C13 113.8(2) . . ?
C18 C16 C19 107.5(3) . . ?
C17 C16 C19 107.3(3) . . ?
C13 C16 C19 109.2(2) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 H20A 109.5 . . ?
N1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C26 120.4(2) . . ?
C22 C21 H21 119.8 . . ?
C26 C21 H21 119.8 . . ?
C23 C22 C21 121.4(2) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C24 C23 C22 118.5(2) . . ?
C24 C23 H23 120.7 . . ?
C22 C23 H23 120.7 . . ?
C23 C24 C25 120.5(2) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C24 C25 C26 121.7(2) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 H25 119.1 . . ?
C21 C26 C25 117.4(2) . . ?
C21 C26 C27 120.8(2) . . ?
C25 C26 C27 121.8(2) . . ?
N9 C27 C28 105.98(19) . . ?
N9 C27 C26 121.6(2) . . ?
C28 C27 C26 132.4(2) . . ?
N6 C28 C29 105.64(19) . . ?
N6 C28 C27 150.1(2) . . ?
C29 C28 C27 104.24(19) . . ?
N10 C29 N8 139.0(2) . . ?
N10 C29 C28 114.5(2) . . ?
N8 C29 C28 106.51(18) . . ?
C35 C30 C31 120.4(2) . . ?
C35 C30 N8 119.79(19) . . ?
C31 C30 N8 119.8(2) . . ?
C32 C31 C30 119.0(2) . . ?
C32 C31 H31 120.5 . . ?
C30 C31 H31 120.5 . . ?
C31 C32 C33 122.4(2) . . ?
C31 C32 H32 118.8 . . ?
C33 C32 H32 118.8 . . ?
C34 C33 C32 116.6(2) . . ?
C34 C33 C36 120.4(2) . . ?
C32 C33 C36 123.0(2) . . ?
C35 C34 C33 122.1(2) . . ?
C35 C34 H34 119.0 . . ?
C33 C34 H34 119.0 . . ?
C34 C35 C30 119.5(2) . . ?
C34 C35 H35 120.3 . . ?
C30 C35 H35 120.3 . . ?
C37 C36 C33 112.3(2) . . ?
C37 C36 C39 109.4(2) . . ?
C33 C36 C39 109.7(2) . . ?
C37 C36 C38 108.6(2) . . ?
C33 C36 C38 109.2(2) . . ?
C39 C36 C38 107.6(2) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N6 C40 H40A 109.5 . . ?
N6 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
N6 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 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
N1 N2 1.323(3) . ?
N1 C8 1.356(3) . ?
N1 C20 1.461(3) . ?
C1 C2 1.378(4) . ?
C1 C6 1.386(3) . ?
C1 H1 0.9500 . ?
N2 N3 1.344(3) . ?
C2 C3 1.381(4) . ?
C2 H2 0.9500 . ?
N3 C9 1.370(3) . ?
N3 C10 1.426(3) . ?
C3 C4 1.373(4) . ?
C3 H3 0.9500 . ?
N4 C7 1.354(3) . ?
N4 N5 1.385(3) . ?
C4 C5 1.375(4) . ?
C4 H4 0.9500 . ?
N5 C9 1.337(3) . ?
C5 C6 1.388(3) . ?
C5 H5 0.9500 . ?
N6 N7 1.333(3) . ?
N6 C28 1.360(3) . ?
N6 C40 1.454(3) . ?
C6 C7 1.460(3) . ?
N7 N8 1.339(2) . ?
C7 C8 1.420(3) . ?
N8 C29 1.377(3) . ?
N8 C30 1.419(3) . ?
C8 C9 1.385(3) . ?
N9 C27 1.355(3) . ?
N9 N10 1.386(3) . ?
N10 C29 1.341(3) . ?
C10 C11 1.386(3) . ?
C10 C15 1.387(3) . ?
C11 C12 1.384(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.391(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(3) . ?
C13 C16 1.529(4) . ?
C14 C15 1.383(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C18 1.516(4) . ?
C16 C17 1.526(4) . ?
C16 C19 1.540(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.384(3) . ?
C21 C26 1.390(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.382(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.372(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.377(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.393(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.459(3) . ?
C27 C28 1.411(3) . ?
C28 C29 1.378(3) . ?
C30 C35 1.381(3) . ?
C30 C31 1.386(3) . ?
C31 C32 1.373(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.401(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.392(3) . ?
C33 C36 1.526(3) . ?
C34 C35 1.377(3) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 C37 1.517(4) . ?
C36 C39 1.529(4) . ?
C36 C38 1.540(4) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 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 -0.2(2) . . . . ?
C20 N1 N2 N3 -179.51(17) . . . . ?
C6 C1 C2 C3 0.7(4) . . . . ?
N1 N2 N3 C9 -0.2(2) . . . . ?
N1 N2 N3 C10 178.37(17) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C2 C3 C4 C5 0.5(4) . . . . ?
C7 N4 N5 C9 -0.1(2) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C2 C1 C6 C5 -0.5(4) . . . . ?
C2 C1 C6 C7 178.8(2) . . . . ?
C4 C5 C6 C1 0.3(4) . . . . ?
C4 C5 C6 C7 -179.0(2) . . . . ?
C28 N6 N7 N8 -0.1(2) . . . . ?
C40 N6 N7 N8 -178.59(18) . . . . ?
N5 N4 C7 C8 -0.2(2) . . . . ?
N5 N4 C7 C6 -179.40(18) . . . . ?
C1 C6 C7 N4 4.2(3) . . . . ?
C5 C6 C7 N4 -176.5(2) . . . . ?
C1 C6 C7 C8 -174.8(2) . . . . ?
C5 C6 C7 C8 4.5(4) . . . . ?
N6 N7 N8 C29 0.5(2) . . . . ?
N6 N7 N8 C30 -176.88(17) . . . . ?
N2 N1 C8 C9 0.5(2) . . . . ?
C20 N1 C8 C9 179.7(2) . . . . ?
N2 N1 C8 C7 -178.2(3) . . . . ?
C20 N1 C8 C7 0.9(5) . . . . ?
N4 C7 C8 N1 179.1(3) . . . . ?
C6 C7 C8 N1 -1.8(5) . . . . ?
N4 C7 C8 C9 0.4(2) . . . . ?
C6 C7 C8 C9 179.5(2) . . . . ?
N4 N5 C9 N3 -178.6(3) . . . . ?
N4 N5 C9 C8 0.4(2) . . . . ?
N2 N3 C9 N5 179.5(3) . . . . ?
C10 N3 C9 N5 1.2(4) . . . . ?
N2 N3 C9 C8 0.5(2) . . . . ?
C10 N3 C9 C8 -177.86(19) . . . . ?
N1 C8 C9 N5 -179.90(17) . . . . ?
C7 C8 C9 N5 -0.5(2) . . . . ?
N1 C8 C9 N3 -0.6(2) . . . . ?
C7 C8 C9 N3 178.81(17) . . . . ?
C27 N9 N10 C29 0.5(2) . . . . ?
N2 N3 C10 C11 3.9(3) . . . . ?
C9 N3 C10 C11 -177.9(2) . . . . ?
N2 N3 C10 C15 -175.94(19) . . . . ?
C9 N3 C10 C15 2.3(3) . . . . ?
C15 C10 C11 C12 0.2(3) . . . . ?
N3 C10 C11 C12 -179.64(19) . . . . ?
C10 C11 C12 C13 -0.1(3) . . . . ?
C11 C12 C13 C14 -0.1(3) . . . . ?
C11 C12 C13 C16 -179.6(2) . . . . ?
C12 C13 C14 C15 0.1(3) . . . . ?
C16 C13 C14 C15 179.7(2) . . . . ?
C13 C14 C15 C10 0.0(3) . . . . ?
C11 C10 C15 C14 -0.2(3) . . . . ?
N3 C10 C15 C14 179.68(19) . . . . ?
C14 C13 C16 C18 55.8(3) . . . . ?
C12 C13 C16 C18 -124.7(3) . . . . ?
C14 C13 C16 C17 178.1(2) . . . . ?
C12 C13 C16 C17 -2.4(3) . . . . ?
C14 C13 C16 C19 -62.1(3) . . . . ?
C12 C13 C16 C19 117.4(3) . . . . ?
C26 C21 C22 C23 -0.6(4) . . . . ?
C21 C22 C23 C24 0.1(4) . . . . ?
C22 C23 C24 C25 0.3(3) . . . . ?
C23 C24 C25 C26 -0.3(4) . . . . ?
C22 C21 C26 C25 0.5(3) . . . . ?
C22 C21 C26 C27 -179.7(2) . . . . ?
C24 C25 C26 C21 -0.1(3) . . . . ?
C24 C25 C26 C27 -179.9(2) . . . . ?
N10 N9 C27 C28 -0.1(2) . . . . ?
N10 N9 C27 C26 179.40(18) . . . . ?
C21 C26 C27 N9 0.6(3) . . . . ?
C25 C26 C27 N9 -179.6(2) . . . . ?
C21 C26 C27 C28 179.9(2) . . . . ?
C25 C26 C27 C28 -0.3(3) . . . . ?
N7 N6 C28 C29 -0.4(2) . . . . ?
C40 N6 C28 C29 177.8(2) . . . . ?
N7 N6 C28 C27 179.2(3) . . . . ?
C40 N6 C28 C27 -2.6(5) . . . . ?
N9 C27 C28 N6 179.9(3) . . . . ?
C26 C27 C28 N6 0.6(5) . . . . ?
N9 C27 C28 C29 -0.4(2) . . . . ?
C26 C27 C28 C29 -179.8(2) . . . . ?
N9 N10 C29 N8 179.0(2) . . . . ?
N9 N10 C29 C28 -0.9(2) . . . . ?
N7 N8 C29 N10 179.3(2) . . . . ?
C30 N8 C29 N10 -3.6(4) . . . . ?
N7 N8 C29 C28 -0.8(2) . . . . ?
C30 N8 C29 C28 176.23(19) . . . . ?
N6 C28 C29 N10 -179.36(17) . . . . ?
C27 C28 C29 N10 0.8(2) . . . . ?
N6 C28 C29 N8 0.7(2) . . . . ?
C27 C28 C29 N8 -179.07(16) . . . . ?
N7 N8 C30 C35 174.40(19) . . . . ?
C29 N8 C30 C35 -2.4(3) . . . . ?
N7 N8 C30 C31 -6.0(3) . . . . ?
C29 N8 C30 C31 177.2(2) . . . . ?
C35 C30 C31 C32 -0.2(3) . . . . ?
N8 C30 C31 C32 -179.8(2) . . . . ?
C30 C31 C32 C33 0.4(4) . . . . ?
C31 C32 C33 C34 -0.6(3) . . . . ?
C31 C32 C33 C36 179.5(2) . . . . ?
C32 C33 C34 C35 0.5(3) . . . . ?
C36 C33 C34 C35 -179.5(2) . . . . ?
C33 C34 C35 C30 -0.3(3) . . . . ?
C31 C30 C35 C34 0.2(3) . . . . ?
N8 C30 C35 C34 179.78(19) . . . . ?
C34 C33 C36 C37 174.4(2) . . . . ?
C32 C33 C36 C37 -5.7(3) . . . . ?
C34 C33 C36 C39 -63.7(3) . . . . ?
C32 C33 C36 C39 116.2(3) . . . . ?
C34 C33 C36 C38 53.9(3) . . . . ?
C32 C33 C36 C38 -126.1(2) . . . . ?
