#------------------------------------------------------------------------------
#$Date: 2025-08-23 02:36:08 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/00/02/8000258.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_8000258
loop_
_publ_author_name
'Garrett C. Moraski'
'Allen G. Oliver'
'Lowell D. Markley'
'Sanghyun Cho'
'Scott G. Franzblau'
'Marvin J. Miller'
_publ_section_title
;
 Scaffold-switching: An exploration of 5,6-fused bicyclic heteroaromatics
 systems to afford antituberculosis activity akin to the
 imidazo[1,2-a]pyridine-3-carboxylates
;
_journal_name_full               'Bioorganic & Medicinal Chemistry Letters'
_journal_page_first              3493
_journal_page_last               3498
_journal_paper_doi               10.1016/j.bmcl.2014.05.062
_journal_volume                  24
_journal_year                    2014
_chemical_formula_sum            'C17 H17 N3 O'
_chemical_formula_weight         279.34
_chemical_name_common
;
N-Benzyl-2,7-dimethylimidazo[1,2-a]pyridine-3-carboxamide (1)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                94.372(5)
_cell_angle_beta                 93.841(6)
_cell_angle_gamma                93.639(5)
_cell_formula_units_Z            4
_cell_length_a                   4.8686(4)
_cell_length_b                   15.1351(13)
_cell_length_c                   19.0283(18)
_cell_volume                     1391.6(2)
_diffrn_ambient_temperature      100
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_exptl_absorpt_coefficient_mu    0.679
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_F_000             592
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_number_parameters     383
_refine_ls_number_reflns         4772
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0483
_refine_ls_wR_factor_gt          0.1414
_refine_ls_wR_factor_ref         0.1818
_cod_data_source_file            Bioorg-Med-Chem-Lett-2014-24-3493-3498-1.cif
_cod_data_source_block           1
_cod_database_code               8000258
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O Uani 0.9576(3) 0.90004(9) 0.32125(8) 1.000 0.0238(5) . . . .
N1 N Uani 1.3251(4) 0.85581(11) 0.10748(10) 1.000 0.0240(6) . . . .
N4 N Uani 1.0506(4) 0.80526(11) 0.18814(10) 1.000 0.0216(6) . . . .
N12 N Uani 1.4017(4) 0.95745(11) 0.32998(10) 1.000 0.0231(6) . . . .
C2 C Uani 1.3850(5) 0.90493(14) 0.17017(12) 1.000 0.0228(7) . . . .
O2 O Uani 0.5269(3) 0.39825(10) 0.31602(9) 1.000 0.0282(5) . . . .
C3 C Uani 1.2227(4) 0.87582(13) 0.22238(13) 1.000 0.0217(7) . . . .
C5 C Uani 0.8494(4) 0.74983(14) 0.21282(13) 1.000 0.0235(7) . . . .
C6 C Uani 0.7211(5) 0.68345(14) 0.16787(13) 1.000 0.0254(7) . . . .
C7 C Uani 0.7900(5) 0.67014(14) 0.09670(13) 1.000 0.0247(7) . . . .
C8 C Uani 0.9901(5) 0.72589(14) 0.07320(12) 1.000 0.0243(7) . . . .
C9 C Uani 1.1251(5) 0.79473(14) 0.11927(12) 1.000 0.0223(7) . . . .
C10 C Uani 1.5994(5) 0.98153(13) 0.17500(12) 1.000 0.0249(7) . . . .
C11 C Uani 1.1818(4) 0.91057(13) 0.29441(13) 1.000 0.0224(7) . . . .
C13 C Uani 1.3763(5) 1.00119(14) 0.39954(12) 1.000 0.0241(7) . . . .
C14 C Uani 1.1823(4) 1.07539(13) 0.40118(12) 1.000 0.0228(7) . . . .
C15 C Uani 1.0926(4) 1.10882(14) 0.46525(13) 1.000 0.0240(7) . . . .
C16 C Uani 0.9187(5) 1.17753(14) 0.46848(13) 1.000 0.0268(7) . . . .
C17 C Uani 0.8279(5) 1.21463(14) 0.40758(13) 1.000 0.0285(8) . . . .
C18 C Uani 0.9169(5) 1.18247(15) 0.34333(14) 1.000 0.0288(7) . . . .
C19 C Uani 1.0927(5) 1.11358(14) 0.34037(12) 1.000 0.0272(7) . . . .
C20 C Uani 0.6432(5) 0.59603(14) 0.04821(13) 1.000 0.0295(8) . . . .
N21 N Uani 0.8441(4) 0.34859(12) 0.09678(10) 1.000 0.0261(6) . . . .
N24 N Uani 0.5815(4) 0.30032(11) 0.18094(10) 1.000 0.0226(6) . . . .
N32 N Uani 0.9826(4) 0.44193(11) 0.31984(10) 1.000 0.0263(6) . . . .
C22 C Uani 0.9214(5) 0.39638(14) 0.15948(13) 1.000 0.0244(7) . . . .
C23 C Uani 0.7667(4) 0.36849(13) 0.21354(13) 1.000 0.0226(7) . . . .
C25 C Uani 0.3761(5) 0.24796(14) 0.20733(13) 1.000 0.0240(7) . . . .
C26 C Uani 0.2329(5) 0.18398(14) 0.16278(13) 1.000 0.0266(7) . . . .
C27 C Uani 0.2915(5) 0.16893(14) 0.09088(13) 1.000 0.0251(7) . . . .
C28 C Uani 0.4935(5) 0.22241(14) 0.06553(13) 1.000 0.0254(7) . . . .
C29 C Uani 0.6425(5) 0.28972(14) 0.11071(12) 1.000 0.0229(7) . . . .
C30 C Uani 1.1400(5) 0.47119(14) 0.16186(13) 1.000 0.0281(7) . . . .
C31 C Uani 0.7478(4) 0.40307(13) 0.28692(13) 1.000 0.0223(7) . . . .
C33 C Uani 0.9912(5) 0.48892(14) 0.38967(12) 1.000 0.0258(7) . . . .
C34 C Uani 1.1853(4) 0.57195(13) 0.39432(12) 1.000 0.0218(7) . . . .
C35 C Uani 1.3652(4) 0.59571(14) 0.45406(12) 1.000 0.0253(7) . . . .
C36 C Uani 1.5470(5) 0.67063(14) 0.45709(13) 1.000 0.0271(7) . . . .
C37 C Uani 1.5514(5) 0.72362(14) 0.40087(13) 1.000 0.0282(7) . . . .
C38 C Uani 1.3680(5) 0.70167(14) 0.34188(13) 1.000 0.0266(7) . . . .
C39 C Uani 1.1876(5) 0.62650(14) 0.33855(13) 1.000 0.0267(7) . . . .
C40 C Uani 0.1337(5) 0.09566(14) 0.04413(13) 1.000 0.0300(8) . . . .
H5A H Uiso 0.80140 0.75790 0.26040 1.000 0.0280 . . . .
H6A H Uiso 0.58200 0.64510 0.18450 1.000 0.0300 . . . .
H8A H Uiso 1.03820 0.71810 0.02570 1.000 0.0290 . . . .
H10A H Uiso 1.61510 1.00330 0.12810 1.000 0.0370 . . . .
H10B H Uiso 1.77770 0.96180 0.19230 1.000 0.0370 . . . .
H10C H Uiso 1.54520 1.02940 0.20770 1.000 0.0370 . . . .
H12 H Uiso 1.56090 0.96130 0.31070 1.000 0.0280 . . . .
H13A H Uiso 1.56150 1.02570 0.41910 1.000 0.0290 . . . .
H13B H Uiso 1.31130 0.95620 0.43090 1.000 0.0290 . . . .
H15A H Uiso 1.15200 1.08390 0.50760 1.000 0.0290 . . . .
H16A H Uiso 0.86110 1.19950 0.51290 1.000 0.0320 . . . .
H17A H Uiso 0.70650 1.26130 0.40970 1.000 0.0340 . . . .
H18A H Uiso 0.85750 1.20770 0.30120 1.000 0.0350 . . . .
H19A H Uiso 1.15250 1.09230 0.29610 1.000 0.0330 . . . .
H20A H Uiso 0.72730 0.59290 0.00280 1.000 0.0440 . . . .
H20B H Uiso 0.44800 0.60750 0.04060 1.000 0.0440 . . . .
H20C H Uiso 0.65890 0.53960 0.06970 1.000 0.0440 . . . .
H25A H Uiso 0.33580 0.25640 0.25540 1.000 0.0290 . . . .
H26A H Uiso 0.08940 0.14830 0.18030 1.000 0.0320 . . . .
H28A H Uiso 0.53340 0.21420 0.01740 1.000 0.0300 . . . .
H30A H Uiso 1.16500 0.48780 0.11380 1.000 0.0420 . . . .
H30B H Uiso 1.31410 0.45220 0.18260 1.000 0.0420 . . . .
H30C H Uiso 1.08360 0.52240 0.19070 1.000 0.0420 . . . .
H32 H Uiso 1.13670 0.43880 0.29840 1.000 0.0320 . . . .
H33A H Uiso 1.05370 0.44930 0.42570 1.000 0.0310 . . . .
H33B H Uiso 0.80350 0.50550 0.39970 1.000 0.0310 . . . .
H35A H Uiso 1.36310 0.56020 0.49310 1.000 0.0300 . . . .
H36A H Uiso 1.66900 0.68560 0.49790 1.000 0.0320 . . . .
H37A H Uiso 1.67790 0.77430 0.40250 1.000 0.0340 . . . .
H38A H Uiso 1.36640 0.73850 0.30360 1.000 0.0320 . . . .
H39A H Uiso 1.06440 0.61210 0.29790 1.000 0.0320 . . . .
H40A H Uiso 0.20900 0.09180 -0.00240 1.000 0.0450 . . . .
H40B H Uiso -0.06120 0.10830 0.03890 1.000 0.0450 . . . .
H40C H Uiso 0.15060 0.03910 0.06540 1.000 0.0450 . . . .
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C9 105.76(19) . . . yes
C3 N4 C5 131.4(2) . . . yes
C3 N4 C9 106.87(18) . . . yes
C5 N4 C9 121.73(19) . . . yes
C11 N12 C13 120.49(19) . . . yes
N1 C2 C3 111.7(2) . . . yes
N1 C2 C10 119.6(2) . . . yes
C3 C2 C10 128.7(2) . . . no
N4 C3 C2 104.5(2) . . . yes
N4 C3 C11 121.33(18) . . . yes
C2 C3 C11 133.57(19) . . . no
N4 C5 C6 118.8(2) . . . yes
C5 C6 C7 121.6(2) . . . no
C6 C7 C8 118.8(2) . . . no
C6 C7 C20 120.2(2) . . . no
C8 C7 C20 121.0(2) . . . no
C7 C8 C9 120.2(2) . . . no
N1 C9 N4 111.13(19) . . . yes
N1 C9 C8 129.9(2) . . . yes
N4 C9 C8 119.0(2) . . . yes
O1 C11 N12 121.6(2) . . . yes
O1 C11 C3 122.35(19) . . . yes
N12 C11 C3 116.04(18) . . . yes
C13 N12 H12 120.00 . . . no
C11 N12 H12 120.00 . . . no
N12 C13 C14 114.77(19) . . . yes
C13 C14 C15 119.99(19) . . . no
C15 C14 C19 117.90(19) . . . no
C13 C14 C19 122.1(2) . . . no
C14 C15 C16 121.3(2) . . . no
C15 C16 C17 120.5(2) . . . no
C16 C17 C18 118.9(2) . . . no
C17 C18 C19 120.3(2) . . . no
C14 C19 C18 121.0(2) . . . no
N4 C5 H5A 121.00 . . . no
C6 C5 H5A 121.00 . . . no
C5 C6 H6A 119.00 . . . no
C7 C6 H6A 119.00 . . . no
C7 C8 H8A 120.00 . . . no
C9 C8 H8A 120.00 . . . no
C2 C10 H10A 109.00 . . . no
C2 C10 H10B 109.00 . . . no
C2 C10 H10C 109.00 . . . no
H10A C10 H10B 110.00 . . . no
H10A C10 H10C 109.00 . . . no
H10B C10 H10C 109.00 . . . no
N12 C13 H13A 109.00 . . . no
N12 C13 H13B 109.00 . . . no
C14 C13 H13A 109.00 . . . no
C14 C13 H13B 109.00 . . . no
H13A C13 H13B 108.00 . . . no
C14 C15 H15A 119.00 . . . no
C16 C15 H15A 119.00 . . . no
C15 C16 H16A 120.00 . . . no
C17 C16 H16A 120.00 . . . no
C16 C17 H17A 121.00 . . . no
C18 C17 H17A 121.00 . . . no
C17 C18 H18A 120.00 . . . no
C19 C18 H18A 120.00 . . . no
C14 C19 H19A 119.00 . . . no
C18 C19 H19A 120.00 . . . no
C7 C20 H20A 109.00 . . . no
C7 C20 H20B 109.00 . . . no
C7 C20 H20C 109.00 . . . no
H20A C20 H20B 109.00 . . . no
H20A C20 H20C 110.00 . . . no
H20B C20 H20C 110.00 . . . no
C22 N21 C29 105.68(19) . . . yes
C23 N24 C25 131.6(2) . . . yes
C23 N24 C29 106.57(18) . . . yes
C25 N24 C29 121.81(19) . . . yes
C31 N32 C33 122.4(2) . . . yes
N21 C22 C23 111.6(2) . . . yes
N21 C22 C30 119.4(2) . . . yes
C23 C22 C30 128.9(2) . . . no
N24 C23 C22 104.7(2) . . . yes
N24 C23 C31 121.82(18) . . . yes
C22 C23 C31 132.98(19) . . . no
N24 C25 C26 118.4(2) . . . yes
C25 C26 C27 122.0(2) . . . no
C26 C27 C28 118.6(2) . . . no
C26 C27 C40 120.2(2) . . . no
C28 C27 C40 121.2(2) . . . no
C27 C28 C29 120.2(2) . . . no
N21 C29 N24 111.39(19) . . . yes
N21 C29 C28 129.7(2) . . . yes
N24 C29 C28 118.9(2) . . . yes
O2 C31 N32 122.5(2) . . . yes
O2 C31 C23 121.80(19) . . . yes
N32 C31 C23 115.65(18) . . . yes
C33 N32 H32 119.00 . . . no
C31 N32 H32 119.00 . . . no
N32 C33 C34 110.93(18) . . . yes
C33 C34 C35 121.27(19) . . . no
C35 C34 C39 118.42(19) . . . no
C33 C34 C39 120.3(2) . . . no
C34 C35 C36 120.8(2) . . . no
C35 C36 C37 120.4(2) . . . no
C36 C37 C38 119.2(2) . . . no
C37 C38 C39 120.5(2) . . . no
C34 C39 C38 120.7(2) . . . no
N24 C25 H25A 121.00 . . . no
C26 C25 H25A 121.00 . . . no
C25 C26 H26A 119.00 . . . no
C27 C26 H26A 119.00 . . . no
C27 C28 H28A 120.00 . . . no
C29 C28 H28A 120.00 . . . no
C22 C30 H30A 109.00 . . . no
C22 C30 H30B 109.00 . . . no
C22 C30 H30C 109.00 . . . no
H30A C30 H30B 109.00 . . . no
H30A C30 H30C 109.00 . . . no
H30B C30 H30C 110.00 . . . no
N32 C33 H33A 109.00 . . . no
N32 C33 H33B 109.00 . . . no
C34 C33 H33A 109.00 . . . no
C34 C33 H33B 109.00 . . . no
H33A C33 H33B 108.00 . . . no
C34 C35 H35A 120.00 . . . no
C36 C35 H35A 120.00 . . . no
C35 C36 H36A 120.00 . . . no
C37 C36 H36A 120.00 . . . no
C36 C37 H37A 120.00 . . . no
C38 C37 H37A 120.00 . . . no
C37 C38 H38A 120.00 . . . no
C39 C38 H38A 120.00 . . . no
C34 C39 H39A 120.00 . . . no
C38 C39 H39A 120.00 . . . no
C27 C40 H40A 109.00 . . . no
C27 C40 H40B 109.00 . . . no
C27 C40 H40C 110.00 . . . no
H40A C40 H40B 109.00 . . . no
H40A C40 H40C 109.00 . . . no
H40B C40 H40C 110.00 . . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C11 1.242(3) . . yes
N1 C2 1.361(3) . . yes
N1 C9 1.342(3) . . yes
N4 C3 1.405(3) . . yes
N4 C5 1.379(3) . . yes
N4 C9 1.383(3) . . yes
N12 C11 1.357(3) . . yes
N12 C13 1.451(3) . . yes
C2 C3 1.390(3) . . no
C2 C10 1.503(3) . . no
O2 C31 1.243(3) . . yes
C3 C11 1.461(3) . . no
C5 C6 1.360(3) . . no
C6 C7 1.420(3) . . no
C7 C8 1.368(3) . . no
C7 C20 1.507(3) . . no
C8 C9 1.408(3) . . no
N12 H12 0.8800 . . no
C13 C14 1.513(3) . . no
C14 C19 1.389(3) . . no
C14 C15 1.392(3) . . no
C15 C16 1.382(3) . . no
C16 C17 1.384(3) . . no
C17 C18 1.388(4) . . no
C18 C19 1.391(3) . . no
C5 H5A 0.9500 . . no
C6 H6A 0.9500 . . no
C8 H8A 0.9500 . . no
C10 H10B 0.9800 . . no
C10 H10C 0.9800 . . no
C10 H10A 0.9800 . . no
C13 H13B 0.9900 . . no
C13 H13A 0.9900 . . no
C15 H15A 0.9500 . . no
C16 H16A 0.9500 . . no
C17 H17A 0.9500 . . no
C18 H18A 0.9500 . . no
C19 H19A 0.9500 . . no
C20 H20B 0.9800 . . no
C20 H20C 0.9800 . . no
C20 H20A 0.9800 . . no
N21 C22 1.365(3) . . yes
N21 C29 1.337(3) . . yes
N24 C23 1.404(3) . . yes
N24 C25 1.381(3) . . yes
N24 C29 1.388(3) . . yes
N32 C31 1.345(3) . . yes
N32 C33 1.455(3) . . yes
C22 C23 1.390(3) . . no
C22 C30 1.500(3) . . no
C23 C31 1.464(3) . . no
C25 C26 1.361(3) . . no
C26 C27 1.421(3) . . no
C27 C28 1.370(3) . . no
C27 C40 1.504(3) . . no
C28 C29 1.412(3) . . no
N32 H32 0.8800 . . no
C33 C34 1.517(3) . . no
C34 C39 1.394(3) . . no
C34 C35 1.398(3) . . no
C35 C36 1.389(3) . . no
C36 C37 1.386(3) . . no
C37 C38 1.392(3) . . no
C38 C39 1.387(3) . . no
C25 H25A 0.9500 . . no
C26 H26A 0.9500 . . no
C28 H28A 0.9500 . . no
C30 H30A 0.9800 . . no
C30 H30B 0.9800 . . no
C30 H30C 0.9800 . . no
C33 H33A 0.9900 . . no
C33 H33B 0.9900 . . no
C35 H35A 0.9500 . . no
C36 H36A 0.9500 . . no
C37 H37A 0.9500 . . no
C38 H38A 0.9500 . . no
C39 H39A 0.9500 . . no
C40 H40A 0.9800 . . no
C40 H40B 0.9800 . . no
C40 H40C 0.9800 . . no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N12 H12 O1 0.8800 2.2000 2.906(2) 137.00 1_655 yes
N32 H32 O2 0.8800 2.0500 2.776(2) 139.00 1_655 yes
C5 H5A O1 0.9500 2.4200 2.948(3) 115.00 . yes
C8 H8A N21 0.9500 2.5800 3.506(3) 164.00 2_765 yes
C19 H19A N12 0.9500 2.5400 2.882(3) 101.00 . yes
C25 H25A O2 0.9500 2.4600 2.976(3) 114.00 . yes
C33 H33B O2 0.9900 2.4500 2.801(3) 100.00 . yes
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
C9 N1 C2 C3 -0.3(3) . . . . no
C9 N1 C2 C10 -178.6(2) . . . . no
C2 N1 C9 N4 1.5(3) . . . . no
C2 N1 C9 C8 -178.6(2) . . . . no
C5 N4 C3 C2 179.1(2) . . . . no
C5 N4 C3 C11 -8.8(3) . . . . no
C9 N4 C3 C2 1.9(2) . . . . no
C9 N4 C3 C11 173.97(19) . . . . no
C3 N4 C5 C6 -177.1(2) . . . . no
C9 N4 C5 C6 -0.3(3) . . . . no
C3 N4 C9 N1 -2.2(2) . . . . no
C3 N4 C9 C8 178.0(2) . . . . no
C5 N4 C9 N1 -179.70(19) . . . . no
C5 N4 C9 C8 0.4(3) . . . . no
C13 N12 C11 O1 -3.5(3) . . . . no
C13 N12 C11 C3 174.77(18) . . . . no
C11 N12 C13 C14 -64.9(3) . . . . no
N1 C2 C3 N4 -1.0(2) . . . . no
N1 C2 C3 C11 -171.7(2) . . . . no
C10 C2 C3 N4 177.2(2) . . . . no
C10 C2 C3 C11 6.5(4) . . . . no
N4 C3 C11 O1 -21.7(3) . . . . no
N4 C3 C11 N12 160.03(19) . . . . no
C2 C3 C11 O1 147.7(2) . . . . no
C2 C3 C11 N12 -30.5(3) . . . . no
N4 C5 C6 C7 0.1(3) . . . . no
C5 C6 C7 C8 -0.2(3) . . . . no
C5 C6 C7 C20 -179.9(2) . . . . no
C6 C7 C8 C9 0.3(3) . . . . no
C20 C7 C8 C9 -180.0(2) . . . . no
C7 C8 C9 N1 179.7(2) . . . . no
C7 C8 C9 N4 -0.5(3) . . . . no
N12 C13 C14 C15 165.59(19) . . . . no
N12 C13 C14 C19 -15.8(3) . . . . no
C13 C14 C15 C16 179.0(2) . . . . no
C19 C14 C15 C16 0.3(3) . . . . no
C13 C14 C19 C18 -179.2(2) . . . . no
C15 C14 C19 C18 -0.6(3) . . . . no
C14 C15 C16 C17 0.4(3) . . . . no
C15 C16 C17 C18 -0.8(3) . . . . no
C16 C17 C18 C19 0.5(3) . . . . no
C17 C18 C19 C14 0.2(4) . . . . no
C29 N21 C22 C23 -0.6(3) . . . . no
C29 N21 C22 C30 -177.9(2) . . . . no
C22 N21 C29 N24 1.9(3) . . . . no
C22 N21 C29 C28 -178.1(2) . . . . no
C25 N24 C23 C22 -179.5(2) . . . . no
C25 N24 C23 C31 -6.7(3) . . . . no
C29 N24 C23 C22 2.0(2) . . . . no
C29 N24 C23 C31 174.73(19) . . . . no
C23 N24 C25 C26 -177.8(2) . . . . no
C29 N24 C25 C26 0.6(3) . . . . no
C23 N24 C29 N21 -2.5(2) . . . . no
C23 N24 C29 C28 177.6(2) . . . . no
C25 N24 C29 N21 178.8(2) . . . . no
C25 N24 C29 C28 -1.2(3) . . . . no
C33 N32 C31 O2 -6.1(3) . . . . no
C33 N32 C31 C23 172.45(18) . . . . no
C31 N32 C33 C34 -140.9(2) . . . . no
N21 C22 C23 N24 -0.9(2) . . . . no
N21 C22 C23 C31 -172.5(2) . . . . no
C30 C22 C23 N24 176.1(2) . . . . no
C30 C22 C23 C31 4.5(4) . . . . no
N24 C23 C31 O2 -25.2(3) . . . . no
N24 C23 C31 N32 156.32(19) . . . . no
C22 C23 C31 O2 145.3(2) . . . . no
C22 C23 C31 N32 -33.3(3) . . . . no
N24 C25 C26 C27 1.0(3) . . . . no
C25 C26 C27 C28 -1.9(4) . . . . no
C25 C26 C27 C40 178.2(2) . . . . no
C26 C27 C28 C29 1.2(3) . . . . no
C40 C27 C28 C29 -178.8(2) . . . . no
C27 C28 C29 N21 -179.7(2) . . . . no
C27 C28 C29 N24 0.3(3) . . . . no
N32 C33 C34 C35 -138.0(2) . . . . no
N32 C33 C34 C39 42.0(3) . . . . no
C33 C34 C35 C36 178.4(2) . . . . no
C39 C34 C35 C36 -1.6(3) . . . . no
C33 C34 C39 C38 -178.8(2) . . . . no
C35 C34 C39 C38 1.2(3) . . . . no
C34 C35 C36 C37 0.5(3) . . . . no
C35 C36 C37 C38 1.1(3) . . . . no
C36 C37 C38 C39 -1.6(4) . . . . no
C37 C38 C39 C34 0.4(4) . . . . no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139205910
