#------------------------------------------------------------------------------
#$Date: 2025-08-23 02:36:08 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/00/02/8000261.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_8000261
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            'C16 H15 N3 O'
_chemical_formula_weight         265.31
_chemical_name_common
;
N-Benzyl-6-methyl-2H-indazole-3-carboxamide
;
_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                109.4990(10)
_cell_angle_beta                 93.229(2)
_cell_angle_gamma                94.402(2)
_cell_formula_units_Z            4
_cell_length_a                   5.9164(2)
_cell_length_b                   13.0740(3)
_cell_length_c                   18.5711(5)
_cell_volume                     1344.97(7)
_diffrn_ambient_temperature      100
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_exptl_absorpt_coefficient_mu    0.675
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_F_000             560
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_number_parameters     363
_refine_ls_number_reflns         4740
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1084
_cod_data_source_file            Bioorg-Med-Chem-Lett-2014-24-3493-3498-4.cif
_cod_data_source_block           4
_cod_database_code               8000261
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 0.4394(2) 0.80875(9) 0.28211(6) 1.000 0.0287(4) . . . .
N1 N Uani 0.4983(2) 1.12928(11) 0.24027(8) 1.000 0.0265(4) . . . .
N2 N Uani 0.6115(2) 1.07226(11) 0.27607(7) 1.000 0.0251(4) . . . .
N11 N Uani 0.7722(2) 0.91593(11) 0.32670(7) 1.000 0.0250(4) . . . .
O1A O Uani -0.2488(2) 0.30281(10) 0.21854(7) 1.000 0.0357(4) . . . .
C3 C Uani 0.4821(3) 0.97799(12) 0.26155(9) 1.000 0.0231(5) . . . .
C4 C Uani 0.2807(3) 0.97314(13) 0.21415(8) 1.000 0.0229(5) . . . .
C5 C Uani 0.0908(3) 0.89742(13) 0.17911(9) 1.000 0.0264(5) . . . .
C6 C Uani -0.0667(3) 0.92396(14) 0.13308(9) 1.000 0.0289(5) . . . .
C7 C Uani -0.0473(3) 1.02550(14) 0.12075(9) 1.000 0.0285(5) . . . .
C8 C Uani 0.1351(3) 1.10129(14) 0.15530(9) 1.000 0.0278(5) . . . .
C9 C Uani 0.2994(3) 1.07350(13) 0.20132(9) 1.000 0.0239(5) . . . .
C10 C Uani 0.5621(3) 0.89400(12) 0.29102(8) 1.000 0.0229(5) . . . .
C12 C Uani 0.8915(3) 0.83724(14) 0.35002(9) 1.000 0.0277(5) . . . .
C13 C Uani 0.8765(3) 0.84525(12) 0.43282(9) 1.000 0.0245(5) . . . .
C14 C Uani 0.6919(3) 0.88431(14) 0.47262(10) 1.000 0.0304(5) . . . .
C15 C Uani 0.6790(3) 0.88731(15) 0.54777(10) 1.000 0.0339(6) . . . .
C16 C Uani 0.8512(3) 0.85142(14) 0.58387(10) 1.000 0.0329(6) . . . .
C17 C Uani 1.0347(3) 0.81171(15) 0.54457(10) 1.000 0.0353(6) . . . .
C18 C Uani 1.0478(3) 0.80871(14) 0.46951(10) 1.000 0.0313(5) . . . .
C19 C Uani -0.2280(3) 1.04845(16) 0.06888(10) 1.000 0.0366(6) . . . .
N1A N Uani 0.2328(3) 0.60441(11) 0.26934(8) 1.000 0.0302(5) . . . .
N2A N Uani 0.0355(3) 0.55723(11) 0.22772(8) 1.000 0.0293(4) . . . .
N11A N Uani -0.3400(2) 0.41228(11) 0.15145(8) 1.000 0.0304(4) . . . .
C3A C Uani -0.0059(3) 0.46256(13) 0.23960(9) 1.000 0.0250(5) . . . .
C4A C Uani 0.1698(3) 0.44730(13) 0.28982(9) 1.000 0.0253(5) . . . .
C5A C Uani 0.2187(3) 0.36619(13) 0.32084(9) 1.000 0.0286(5) . . . .
C6A C Uani 0.4138(3) 0.38383(14) 0.36829(10) 1.000 0.0319(6) . . . .
C7A C Uani 0.5655(3) 0.48044(14) 0.38757(9) 1.000 0.0305(5) . . . .
C8A C Uani 0.5201(3) 0.56056(14) 0.35774(10) 1.000 0.0302(5) . . . .
C9A C Uani 0.3207(3) 0.54222(13) 0.30819(9) 1.000 0.0271(5) . . . .
C10A C Uani -0.2086(3) 0.38633(13) 0.20264(9) 1.000 0.0272(5) . . . .
C12A C Uani -0.5493(3) 0.34633(16) 0.11244(10) 1.000 0.0343(6) . . . .
C13A C Uani -0.5906(3) 0.34658(13) 0.03179(10) 1.000 0.0280(5) . . . .
C14A C Uani -0.4327(3) 0.30940(14) -0.02149(10) 1.000 0.0308(5) . . . .
C15A C Uani -0.4734(3) 0.30736(14) -0.09601(10) 1.000 0.0321(5) . . . .
C16A C Uani -0.6724(3) 0.34157(14) -0.11875(10) 1.000 0.0312(5) . . . .
C17A C Uani -0.8299(3) 0.37922(14) -0.06619(10) 1.000 0.0328(5) . . . .
C18A C Uani -0.7884(3) 0.38192(14) 0.00867(10) 1.000 0.0310(5) . . . .
C19A C Uani 0.7762(3) 0.49320(17) 0.44066(11) 1.000 0.0393(6) . . . .
H1 H Uiso 0.54710 1.19530 0.24180 1.000 0.0320 . . . .
H5A H Uiso 0.07230 0.82940 0.18720 1.000 0.0320 . . . .
H6A H Uiso -0.19340 0.87250 0.10850 1.000 0.0350 . . . .
H8A H Uiso 0.14960 1.17020 0.14830 1.000 0.0330 . . . .
H11 H Uiso 0.84210 0.98160 0.33660 1.000 0.0300 . . . .
H12A H Uiso 1.05390 0.84670 0.34110 1.000 0.0330 . . . .
H12B H Uiso 0.82920 0.76290 0.31670 1.000 0.0330 . . . .
H14A H Uiso 0.57310 0.90920 0.44830 1.000 0.0370 . . . .
H15A H Uiso 0.55170 0.91410 0.57440 1.000 0.0410 . . . .
H16A H Uiso 0.84320 0.85410 0.63540 1.000 0.0390 . . . .
H17A H Uiso 1.15250 0.78630 0.56900 1.000 0.0420 . . . .
H18A H Uiso 1.17500 0.78140 0.44300 1.000 0.0380 . . . .
H19A H Uiso -0.20310 1.12480 0.07190 1.000 0.0550 . . . .
H19B H Uiso -0.37860 1.03480 0.08530 1.000 0.0550 . . . .
H19C H Uiso -0.21940 1.00060 0.01590 1.000 0.0550 . . . .
H(5AA) H Uiso 0.11920 0.30110 0.30920 1.000 0.0340 . . . .
H1A H Uiso 0.29800 0.66820 0.27130 1.000 0.0360 . . . .
H(6AA) H Uiso 0.44920 0.32930 0.38920 1.000 0.0380 . . . .
H(8AA) H Uiso 0.61930 0.62580 0.37010 1.000 0.0360 . . . .
H11A H Uiso -0.29810 0.47150 0.14100 1.000 0.0360 . . . .
H12C H Uiso -0.67910 0.37480 0.14170 1.000 0.0410 . . . .
H12D H Uiso -0.54080 0.27040 0.11110 1.000 0.0410 . . . .
H14B H Uiso -0.29610 0.28530 -0.00650 1.000 0.0370 . . . .
H15B H Uiso -0.36420 0.28230 -0.13180 1.000 0.0390 . . . .
H16B H Uiso -0.70080 0.33920 -0.17020 1.000 0.0380 . . . .
H17B H Uiso -0.96640 0.40320 -0.08140 1.000 0.0390 . . . .
H18B H Uiso -0.89670 0.40830 0.04460 1.000 0.0370 . . . .
H19D H Uiso 0.85800 0.56540 0.45100 1.000 0.0590 . . . .
H19E H Uiso 0.87490 0.43680 0.41650 1.000 0.0590 . . . .
H19F H Uiso 0.73260 0.48570 0.48890 1.000 0.0590 . . . .
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
N2 N1 C9 112.54(14) . . . yes
N1 N2 C3 105.89(12) . . . yes
C10 N11 C12 123.71(15) . . . yes
C9 N1 H1 124.00 . . . no
N2 N1 H1 124.00 . . . no
N2 C3 C10 119.78(15) . . . yes
N2 C3 C4 111.14(15) . . . yes
C4 C3 C10 129.01(15) . . . no
C3 C4 C9 104.00(15) . . . no
C3 C4 C5 137.27(16) . . . no
C5 C4 C9 118.70(15) . . . no
C4 C5 C6 118.60(16) . . . no
C5 C6 C7 122.37(16) . . . no
C6 C7 C8 119.99(16) . . . no
C6 C7 C19 119.16(16) . . . no
C8 C7 C19 120.85(17) . . . no
C7 C8 C9 117.80(17) . . . no
C4 C9 C8 122.52(16) . . . no
N1 C9 C8 131.06(17) . . . yes
N1 C9 C4 106.42(15) . . . yes
O1 C10 C3 120.86(15) . . . yes
O1 C10 N11 123.19(15) . . . yes
N11 C10 C3 115.95(15) . . . yes
C10 N11 H11 118.00 . . . no
C12 N11 H11 118.00 . . . no
N11 C12 C13 115.16(14) . . . yes
C12 C13 C14 121.89(16) . . . no
C12 C13 C18 119.40(15) . . . no
C14 C13 C18 118.67(15) . . . no
C13 C14 C15 120.65(16) . . . no
C14 C15 C16 120.17(16) . . . no
C15 C16 C17 119.60(16) . . . no
C16 C17 C18 120.28(17) . . . no
C13 C18 C17 120.63(16) . . . no
N2A N1A C9A 112.47(15) . . . yes
N1A N2A C3A 105.71(14) . . . yes
C6 C5 H5A 121.00 . . . no
C4 C5 H5A 121.00 . . . no
C5 C6 H6A 119.00 . . . no
C7 C6 H6A 119.00 . . . no
C7 C8 H8A 121.00 . . . no
C9 C8 H8A 121.00 . . . no
C10A N11A C12A 122.56(16) . . . yes
C13 C12 H12A 109.00 . . . no
H12A C12 H12B 108.00 . . . no
N11 C12 H12B 108.00 . . . no
C13 C12 H12B 108.00 . . . no
N11 C12 H12A 108.00 . . . no
C13 C14 H14A 120.00 . . . no
C15 C14 H14A 120.00 . . . no
C16 C15 H15A 120.00 . . . no
C14 C15 H15A 120.00 . . . no
C17 C16 H16A 120.00 . . . no
C15 C16 H16A 120.00 . . . no
C16 C17 H17A 120.00 . . . no
C18 C17 H17A 120.00 . . . no
C13 C18 H18A 120.00 . . . no
C17 C18 H18A 120.00 . . . no
C7 C19 H19C 109.00 . . . no
H19A C19 H19C 110.00 . . . no
H19B C19 H19C 110.00 . . . no
H19A C19 H19B 109.00 . . . no
C7 C19 H19A 109.00 . . . no
C7 C19 H19B 109.00 . . . no
C9A N1A H1A 124.00 . . . no
N2A N1A H1A 124.00 . . . no
N2A C3A C10A 121.87(16) . . . yes
N2A C3A C4A 111.33(16) . . . yes
C4A C3A C10A 126.79(16) . . . no
C3A C4A C9A 103.96(15) . . . no
C3A C4A C5A 136.62(17) . . . no
C5A C4A C9A 119.42(16) . . . no
C4A C5A C6A 117.96(17) . . . no
C5A C6A C7A 122.65(17) . . . no
C6A C7A C8A 120.10(16) . . . no
C6A C7A C19A 119.04(17) . . . no
C8A C7A C19A 120.85(17) . . . no
C7A C8A C9A 117.44(17) . . . no
C4A C9A C8A 122.41(16) . . . no
N1A C9A C8A 131.06(17) . . . yes
N1A C9A C4A 106.53(15) . . . yes
O1A C10A C3A 120.11(15) . . . yes
O1A C10A N11A 123.22(16) . . . yes
N11A C10A C3A 116.66(15) . . . yes
C10A N11A H11A 119.00 . . . no
C12A N11A H11A 119.00 . . . no
N11A C12A C13A 112.10(15) . . . yes
C12A C13A C14A 120.56(16) . . . no
C12A C13A C18A 120.70(16) . . . no
C14A C13A C18A 118.73(16) . . . no
C13A C14A C15A 120.46(17) . . . no
C14A C15A C16A 120.37(16) . . . no
C15A C16A C17A 119.66(16) . . . no
C16A C17A C18A 119.97(17) . . . no
C13A C18A C17A 120.80(16) . . . no
C4A C5A H(5AA) 121.00 . . . no
C6A C5A H(5AA) 121.00 . . . no
C5A C6A H(6AA) 119.00 . . . no
C7A C6A H(6AA) 119.00 . . . no
C7A C8A H(8AA) 121.00 . . . no
C9A C8A H(8AA) 121.00 . . . no
N11A C12A H12C 109.00 . . . no
N11A C12A H12D 109.00 . . . no
C13A C12A H12C 109.00 . . . no
C13A C12A H12D 109.00 . . . no
H12C C12A H12D 108.00 . . . no
C13A C14A H14B 120.00 . . . no
C15A C14A H14B 120.00 . . . no
C14A C15A H15B 120.00 . . . no
C16A C15A H15B 120.00 . . . no
C15A C16A H16B 120.00 . . . no
C17A C16A H16B 120.00 . . . no
C16A C17A H17B 120.00 . . . no
C18A C17A H17B 120.00 . . . no
C13A C18A H18B 120.00 . . . no
C17A C18A H18B 120.00 . . . no
C7A C19A H19D 109.00 . . . no
C7A C19A H19E 109.00 . . . no
C7A C19A H19F 109.00 . . . no
H19D C19A H19E 109.00 . . . no
H19D C19A H19F 110.00 . . . no
H19E C19A H19F 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 C10 1.239(2) . . yes
N1 N2 1.343(2) . . yes
N1 C9 1.364(2) . . yes
N2 C3 1.337(2) . . yes
N11 C10 1.339(2) . . yes
N11 C12 1.456(2) . . yes
N1 H1 0.8800 . . no
O1A C10A 1.233(2) . . yes
C3 C10 1.477(2) . . no
C3 C4 1.425(2) . . no
C4 C9 1.407(3) . . no
C4 C5 1.408(2) . . no
C5 C6 1.370(2) . . no
C6 C7 1.418(3) . . no
C7 C8 1.375(3) . . no
C7 C19 1.512(3) . . no
C8 C9 1.405(2) . . no
N11 H11 0.8800 . . no
C12 C13 1.514(2) . . no
C13 C14 1.387(2) . . no
C13 C18 1.391(2) . . no
C14 C15 1.390(3) . . no
C15 C16 1.384(3) . . no
C16 C17 1.380(3) . . no
C17 C18 1.388(3) . . no
N1A N2A 1.345(2) . . yes
N1A C9A 1.366(2) . . yes
N2A C3A 1.335(2) . . yes
C5 H5A 0.9500 . . no
C6 H6A 0.9500 . . no
C8 H8A 0.9500 . . no
N11A C10A 1.340(2) . . yes
N11A C12A 1.456(2) . . yes
C12 H12A 0.9900 . . no
C12 H12B 0.9900 . . no
C14 H14A 0.9500 . . no
C15 H15A 0.9500 . . no
C16 H16A 0.9500 . . no
C17 H17A 0.9500 . . no
C18 H18A 0.9500 . . no
C19 H19C 0.9800 . . no
C19 H19A 0.9800 . . no
C19 H19B 0.9800 . . no
N1A H1A 0.8800 . . no
C3A C4A 1.427(2) . . no
C3A C10A 1.473(2) . . no
C4A C9A 1.402(3) . . no
C4A C5A 1.406(2) . . no
C5A C6A 1.368(2) . . no
C6A C7A 1.420(3) . . no
C7A C19A 1.508(3) . . no
C7A C8A 1.375(3) . . no
C8A C9A 1.408(2) . . no
N11A H11A 0.8800 . . no
C12A C13A 1.505(3) . . no
C13A C18A 1.388(3) . . no
C13A C14A 1.393(2) . . no
C14A C15A 1.382(2) . . no
C15A C16A 1.384(3) . . no
C16A C17A 1.384(3) . . no
C17A C18A 1.386(2) . . no
C5A H(5AA) 0.9500 . . no
C6A H(6AA) 0.9500 . . no
C8A H(8AA) 0.9500 . . no
C12A H12C 0.9900 . . no
C12A H12D 0.9900 . . no
C14A H14B 0.9500 . . no
C15A H15B 0.9500 . . no
C16A H16B 0.9500 . . no
C17A H17B 0.9500 . . no
C18A H18B 0.9500 . . no
C19A H19D 0.9800 . . no
C19A H19E 0.9800 . . no
C19A H19F 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
N1 H1 O1A 0.8800 1.9600 2.776(2) 155.00 1_665 yes
N1A H1A O1 0.8800 1.9000 2.780(2) 177.00 . yes
N11 H11 N2 0.8800 2.3400 2.729(2) 107.00 . yes
N11A H11A N2A 0.8800 2.4200 2.782(2) 105.00 . yes
C12 H12A O1 0.9900 2.6000 3.545(2) 161.00 1_655 yes
C12A H12D O1A 0.9900 2.4700 2.806(2) 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 N2 C3 -1.20(17) . . . . no
N2 N1 C9 C4 1.12(18) . . . . no
N2 N1 C9 C8 -178.10(16) . . . . no
N1 N2 C3 C4 0.79(17) . . . . no
N1 N2 C3 C10 178.07(14) . . . . no
C12 N11 C10 O1 8.4(2) . . . . no
C12 N11 C10 C3 -171.20(13) . . . . no
C10 N11 C12 C13 -96.69(18) . . . . no
N2 C3 C4 C5 177.68(18) . . . . no
N2 C3 C4 C9 -0.14(18) . . . . no
C10 C3 C4 C5 0.7(3) . . . . no
C10 C3 C4 C9 -177.10(16) . . . . no
N2 C3 C10 O1 175.75(14) . . . . no
N2 C3 C10 N11 -4.7(2) . . . . no
C4 C3 C10 O1 -7.5(3) . . . . no
C4 C3 C10 N11 172.07(15) . . . . no
C3 C4 C5 C6 -176.73(18) . . . . no
C9 C4 C5 C6 0.9(2) . . . . no
C3 C4 C9 N1 -0.57(17) . . . . no
C3 C4 C9 C8 178.74(15) . . . . no
C5 C4 C9 N1 -178.88(14) . . . . no
C5 C4 C9 C8 0.4(2) . . . . no
C4 C5 C6 C7 -1.2(2) . . . . no
C5 C6 C7 C8 0.3(3) . . . . no
C5 C6 C7 C19 179.80(16) . . . . no
C6 C7 C8 C9 1.0(2) . . . . no
C19 C7 C8 C9 -178.52(15) . . . . no
C7 C8 C9 N1 177.78(17) . . . . no
C7 C8 C9 C4 -1.3(2) . . . . no
N11 C12 C13 C14 28.3(2) . . . . no
N11 C12 C13 C18 -154.18(16) . . . . no
C12 C13 C14 C15 177.81(17) . . . . no
C18 C13 C14 C15 0.3(3) . . . . no
C12 C13 C18 C17 -177.85(17) . . . . no
C14 C13 C18 C17 -0.3(3) . . . . no
C13 C14 C15 C16 0.1(3) . . . . no
C14 C15 C16 C17 -0.6(3) . . . . no
C15 C16 C17 C18 0.6(3) . . . . no
C16 C17 C18 C13 -0.2(3) . . . . no
C9A N1A N2A C3A -0.04(19) . . . . no
N2A N1A C9A C4A 0.5(2) . . . . no
N2A N1A C9A C8A -179.77(17) . . . . no
N1A N2A C3A C4A -0.43(19) . . . . no
N1A N2A C3A C10A -179.43(15) . . . . no
C12A N11A C10A O1A 3.0(3) . . . . no
C12A N11A C10A C3A -177.95(15) . . . . no
C10A N11A C12A C13A -145.96(16) . . . . no
N2A C3A C4A C5A -178.83(19) . . . . no
N2A C3A C4A C9A 0.72(19) . . . . no
C10A C3A C4A C5A 0.1(3) . . . . no
C10A C3A C4A C9A 179.66(16) . . . . no
N2A C3A C10A O1A -175.54(16) . . . . no
N2A C3A C10A N11A 5.4(2) . . . . no
C4A C3A C10A O1A 5.6(3) . . . . no
C4A C3A C10A N11A -173.44(16) . . . . no
C3A C4A C5A C6A 179.60(19) . . . . no
C9A C4A C5A C6A 0.1(2) . . . . no
C3A C4A C9A N1A -0.70(18) . . . . no
C3A C4A C9A C8A 179.54(16) . . . . no
C5A C4A C9A N1A 178.94(15) . . . . no
C5A C4A C9A C8A -0.8(3) . . . . no
C4A C5A C6A C7A 0.6(3) . . . . no
C5A C6A C7A C8A -0.6(3) . . . . no
C5A C6A C7A C19A 179.71(16) . . . . no
C6A C7A C8A C9A -0.1(3) . . . . no
C19A C7A C8A C9A 179.58(16) . . . . no
C7A C8A C9A N1A -178.87(17) . . . . no
C7A C8A C9A C4A 0.8(3) . . . . no
N11A C12A C13A C14A 59.3(2) . . . . no
N11A C12A C13A C18A -121.90(18) . . . . no
C12A C13A C14A C15A 178.51(18) . . . . no
C18A C13A C14A C15A -0.3(3) . . . . no
C12A C13A C18A C17A -178.09(18) . . . . no
C14A C13A C18A C17A 0.7(3) . . . . no
C13A C14A C15A C16A -0.4(3) . . . . no
C14A C15A C16A C17A 0.8(3) . . . . no
C15A C16A C17A C18A -0.4(3) . . . . no
C16A C17A C18A C13A -0.4(3) . . . . no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139205911
