# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 07:29:22 2020
#   Inital geometry file: a 150 line input string
#   Ligand name: 2-(5-{[(2R)-2-amino-3-phenylpropyl]oxy}pyridin-3-yl)-8,9-dimethoxybenzo[c][2,7]naphthyridin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2ncc3c(N)nc(cc3c2cc1OC)c4cncc(OC[C@H](N)Cc5ccccc5)c4
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 8I1  8I1  2-(5-{[(2R)-2-amino-3-phenylpropyl]oxy}pyridin-3-yl)-8,9-dimethoxybenzo[c][2,7]naphthyridin-4-amine  ligand  63  36  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8I1
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 8I1  C1    C  CH3   0  -0.443   -5.9990   3.7144   0.3120
 8I1  N1    N  N     0  -0.504   -0.7831  -1.6420  -0.4723
 8I1  O1    O  O2    0  -0.459   -6.9322   2.6513   0.3384
 8I1  C2    C  CR6   0   0.366   -6.4687   1.3987   0.2363
 8I1  N2    N  N     0  -0.444   -5.4629  -2.6325  -0.0332
 8I1  C3    C  CR16  0  -0.524   -5.1503   1.0498   0.0946
 8I1  O3    O  O2    0  -0.475    3.7316   0.3162  -0.1939
 8I1  C4    C  CR66  0   0.078   -4.7589  -0.3021  -0.0026
 8I1  N4    N  N     0  -0.383    1.0836   2.7318  -0.7633
 8I1  C5    C  CR66  0   0.373   -3.3922  -0.7118  -0.1568
 8I1  N5    N  NH2   0  -0.774    6.0119  -0.5035   1.3316
 8I1  C6    C  CR16  0  -0.486   -2.3078   0.1806  -0.2166
 8I1  C7    C  CR6   0   0.269   -1.0393  -0.3281  -0.3807
 8I1  C8    C  CR6   0   0.431   -1.7737  -2.5088  -0.4065
 8I1  C9    C  CR66  0  -0.193   -3.1345  -2.0890  -0.2496
 8I1  C10   C  CR16  0  -0.115   -4.2262  -2.9924  -0.1729
 8I1  C11   C  CR66  0   0.183   -5.7464  -1.2998   0.0490
 8I1  C12   C  CR16  0  -0.449   -7.1014  -0.9353   0.1921
 8I1  C13   C  CR6   0   0.320   -7.4706   0.3819   0.2833
 8I1  C14   C  CH3   0  -0.441   -9.7715  -0.1222   0.4568
 8I1  C15   C  CR6   0  -0.008    0.1457   0.5545  -0.4574
 8I1  C16   C  CR16  0  -0.295    1.4204   0.0326  -0.2946
 8I1  C17   C  CR6   0   0.358    2.5242   0.8771  -0.3582
 8I1  C18   C  CR16  0  -0.190    2.3030   2.2333  -0.5906
 8I1  C19   C  CR16  0  -0.132    0.0392   1.9272  -0.7028
 8I1  C20   C  CH2   0  -0.177    4.8810   1.1492  -0.1668
 8I1  C21   C  CH1   0  -0.131    6.0946   0.2673   0.1073
 8I1  C22   C  CH2   0  -0.530    7.3476   1.1501   0.1239
 8I1  C23   C  CR6   0   0.162    8.6194   0.3517   0.1338
 8I1  C24   C  CR16  0  -0.313    9.1919  -0.0714  -1.0640
 8I1  C25   C  CR16  0  -0.241   10.3562  -0.8283  -1.0727
 8I1  C26   C  CR16  0  -0.275   10.9697  -1.1749   0.1240
 8I1  C27   C  CR16  0  -0.245   10.4095  -0.7575   1.3247
 8I1  C28   C  CR16  0  -0.306    9.2431  -0.0040   1.3270
 8I1  H1    H  HCH3  0   0.266   -6.5729   4.6311   0.4193
 8I1  H1A   H  HCH3  0   0.233   -5.2828   3.6456   1.1348
 8I1  H1B   H  HCH3  0   0.233   -5.4511   3.7494  -0.6329
 8I1  H3    H  HCR6  0   0.287   -4.3959   1.8215   0.0545
 8I1  HN3   H  HNH2  0   0.398   -0.4963  -4.0408  -0.7152
 8I1  HN3A  H  HNH2  0   0.409   -2.1269  -4.5223  -0.6645
 8I1  HN5A  H  HNH2  0   0.350    5.1828  -1.0834   1.3222
 8I1  H6    H  HCR6  0   0.255   -2.4632   1.2434  -0.1192
 8I1  H10   H  HCR6  0   0.254   -4.0540  -4.0626  -0.2285
 8I1  H12   H  HCR6  0   0.288   -7.8298  -1.7337   0.2236
 8I1  H14   H  HCH3  0   0.266  -10.6947   0.4412   0.5621
 8I1  H14A  H  HCH3  0   0.234   -9.8180  -0.7101  -0.4629
 8I1  H14B  H  HCH3  0   0.234   -9.6700  -0.8008   1.3072
 8I1  H16   H  HCR6  0   0.274    1.5587  -1.0260  -0.1159
 8I1  H18   H  HCR6  0   0.280    3.1197   2.9424  -0.6476
 8I1  H19   H  HCR6  0   0.256   -0.9246   2.3914  -0.8754
 8I1  H20   H  HCH2  0   0.228    4.9968   1.6681  -1.1252
 8I1  H20A  H  HCH2  0   0.224    4.7815   1.9094   0.6191
 8I1  H21   H  HCH1  0   0.244    6.1892  -0.4396  -0.7252
 8I1  H22   H  HCH2  0   0.253    7.3337   1.8021  -0.7534
 8I1  H22A  H  HCH2  0   0.248    7.3064   1.8057   0.9996
 8I1  H24   H  HCR6  0   0.244    8.7236   0.1986  -2.0038
 8I1  H25   H  HCR6  0   0.252   10.7873  -1.1407  -2.0154
 8I1  H26   H  HCR6  0   0.252   11.8795  -1.7615   0.1211
 8I1  H27   H  HCR6  0   0.251   10.8821  -1.0181   2.2633
 8I1  H28   H  HCR6  0   0.240    8.8163   0.3170   2.2691
 8I1  O2    O  O2    0  -0.454   -8.7236   0.8290   0.4168
 8I1  N3    N  NH2   0  -0.838   -1.4436  -3.8150  -0.4620
 8I1  HN5   H  HNH2  0   0.337    5.9143   0.1185   2.1265

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 8I1  C1   O1    single    1.415  0.020  1.415
 8I1  N1   C7    aromatic  1.342  0.020  1.342
 8I1  N1   C8    aromatic  1.318  0.020  1.318
 8I1  O1   C2    single    1.339  0.020  1.339
 8I1  C2   C3    aromatic  1.371  0.020  1.371
 8I1  C2   C13   aromatic  1.428  0.020  1.428
 8I1  N2   C10   aromatic  1.296  0.020  1.296
 8I1  N2   C11   aromatic  1.365  0.020  1.365
 8I1  O2   C13   single    1.337  0.020  1.337
 8I1  O2   C14   single    1.416  0.020  1.416
 8I1  C3   C4    aromatic  1.411  0.020  1.411
 8I1  N3   C8    single    1.348  0.020  1.348
 8I1  O3   C17   single    1.341  0.020  1.341
 8I1  O3   C20   single    1.420  0.020  1.420
 8I1  C4   C5    aromatic  1.435  0.020  1.435
 8I1  C4   C11   aromatic  1.405  0.020  1.405
 8I1  N4   C18   aromatic  1.329  0.020  1.329
 8I1  N4   C19   aromatic  1.320  0.020  1.320
 8I1  C5   C6    aromatic  1.406  0.020  1.406
 8I1  C5   C9    aromatic  1.404  0.020  1.404
 8I1  N5   C21   single    1.449  0.020  1.449
 8I1  C6   C7    aromatic  1.376  0.020  1.376
 8I1  C7   C15   single    1.480  0.020  1.480
 8I1  C8   C9    aromatic  1.433  0.020  1.433
 8I1  C9   C10   aromatic  1.419  0.020  1.419
 8I1  C11  C12   aromatic  1.410  0.020  1.410
 8I1  C12  C13   aromatic  1.371  0.020  1.371
 8I1  C15  C16   aromatic  1.387  0.020  1.387
 8I1  C15  C19   aromatic  1.398  0.020  1.398
 8I1  C16  C17   aromatic  1.391  0.020  1.391
 8I1  C17  C18   aromatic  1.394  0.020  1.394
 8I1  C20  C21   single    1.525  0.020  1.525
 8I1  C21  C22   single    1.533  0.020  1.533
 8I1  C22  C23   single    1.502  0.020  1.502
 8I1  C23  C24   aromatic  1.393  0.020  1.393
 8I1  C23  C28   aromatic  1.393  0.020  1.393
 8I1  C24  C25   aromatic  1.389  0.020  1.389
 8I1  C25  C26   aromatic  1.389  0.020  1.389
 8I1  C26  C27   aromatic  1.389  0.020  1.389
 8I1  C27  C28   aromatic  1.389  0.020  1.389
 8I1  C1   H1    single    0.970  0.020  1.090
 8I1  C1   H1A   single    0.970  0.020  1.090
 8I1  C1   H1B   single    0.970  0.020  1.090
 8I1  C3   H3    single    0.930  0.020  1.080
 8I1  N3   HN3   single    0.890  0.020  1.040
 8I1  N3   HN3A  single    0.890  0.020  1.040
 8I1  N5   HN5   single    0.890  0.020  1.040
 8I1  N5   HN5A  single    0.890  0.020  1.040
 8I1  C6   H6    single    0.930  0.020  1.080
 8I1  C10  H10   single    0.930  0.020  1.080
 8I1  C12  H12   single    0.930  0.020  1.080
 8I1  C14  H14   single    0.970  0.020  1.090
 8I1  C14  H14A  single    0.970  0.020  1.090
 8I1  C14  H14B  single    0.970  0.020  1.090
 8I1  C16  H16   single    0.930  0.020  1.080
 8I1  C18  H18   single    0.930  0.020  1.080
 8I1  C19  H19   single    0.930  0.020  1.080
 8I1  C20  H20   single    0.970  0.020  1.090
 8I1  C20  H20A  single    0.970  0.020  1.090
 8I1  C21  H21   single    0.970  0.020  1.090
 8I1  C22  H22   single    0.970  0.020  1.090
 8I1  C22  H22A  single    0.970  0.020  1.090
 8I1  C24  H24   single    0.930  0.020  1.080
 8I1  C25  H25   single    0.930  0.020  1.080
 8I1  C26  H26   single    0.930  0.020  1.080
 8I1  C27  H27   single    0.930  0.020  1.080
 8I1  C28  H28   single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 8I1  H1B   C1   H1A   108.93  3.000
 8I1  H1B   C1   H1    108.85  3.000
 8I1  H1A   C1   H1    108.95  3.000
 8I1  H1B   C1   O1    111.77  3.000
 8I1  H1A   C1   O1    111.77  3.000
 8I1  H1    C1   O1    106.48  3.000
 8I1  C8    N1   C7    119.80  3.000
 8I1  C2    O1   C1    118.23  3.000
 8I1  C13   C2   C3    119.78  3.000
 8I1  C13   C2   O1    114.86  3.000
 8I1  C3    C2   O1    125.36  3.000
 8I1  C11   N2   C10   118.42  3.000
 8I1  H3    C3   C4    119.23  3.000
 8I1  H3    C3   C2    119.58  3.000
 8I1  C4    C3   C2    121.18  3.000
 8I1  C20   O3   C17   119.05  3.000
 8I1  C11   C4   C5    118.08  3.000
 8I1  C11   C4   C3    118.88  3.000
 8I1  C5    C4   C3    123.04  3.000
 8I1  C19   N4   C18   119.44  3.000
 8I1  C9    C5   C6    118.57  3.000
 8I1  C9    C5   C4    117.51  3.000
 8I1  C6    C5   C4    123.92  3.000
 8I1  HN5A  N5   HN5   106.26  3.000
 8I1  HN5A  N5   C21   110.11  3.000
 8I1  HN5   N5   C21   109.97  3.000
 8I1  H6    C6   C7    120.51  3.000
 8I1  H6    C6   C5    120.70  3.000
 8I1  C7    C6   C5    118.77  3.000
 8I1  C15   C7   C6    121.59  3.000
 8I1  C15   C7   N1    115.32  3.000
 8I1  C6    C7   N1    123.09  3.000
 8I1  C9    C8   N3    121.40  3.000
 8I1  C9    C8   N1    121.78  3.000
 8I1  N3    C8   N1    116.81  3.000
 8I1  C10   C9   C8    123.37  3.000
 8I1  C10   C9   C5    118.66  3.000
 8I1  C8    C9   C5    117.97  3.000
 8I1  H10   C10  C9    120.19  3.000
 8I1  H10   C10  N2    115.52  3.000
 8I1  C9    C10  N2    124.29  3.000
 8I1  C12   C11  C4    119.70  3.000
 8I1  C12   C11  N2    117.26  3.000
 8I1  C4    C11  N2    123.04  3.000
 8I1  H12   C12  C13   121.75  3.000
 8I1  H12   C12  C11   117.34  3.000
 8I1  C13   C12  C11   120.91  3.000
 8I1  C12   C13  O2    125.47  3.000
 8I1  C12   C13  C2    119.53  3.000
 8I1  O2    C13  C2    115.00  3.000
 8I1  H14B  C14  H14A  108.97  3.000
 8I1  H14B  C14  H14   109.00  3.000
 8I1  H14A  C14  H14   108.92  3.000
 8I1  H14B  C14  O2    111.75  3.000
 8I1  H14A  C14  O2    111.67  3.000
 8I1  H14   C14  O2    106.45  3.000
 8I1  C19   C15  C16   117.38  3.000
 8I1  C19   C15  C7    122.25  3.000
 8I1  C16   C15  C7    120.37  3.000
 8I1  H16   C16  C17   119.99  3.000
 8I1  H16   C16  C15   120.32  3.000
 8I1  C17   C16  C15   119.70  3.000
 8I1  C18   C17  C16   118.19  3.000
 8I1  C18   C17  O3    124.77  3.000
 8I1  C16   C17  O3    117.05  3.000
 8I1  H18   C18  C17   121.74  3.000
 8I1  H18   C18  N4    116.08  3.000
 8I1  C17   C18  N4    122.18  3.000
 8I1  H19   C19  C15   121.07  3.000
 8I1  H19   C19  N4    115.81  3.000
 8I1  C15   C19  N4    123.11  3.000
 8I1  H20A  C20  H20   107.92  3.000
 8I1  H20A  C20  C21   110.11  3.000
 8I1  H20   C20  C21   110.29  3.000
 8I1  H20A  C20  O3    110.28  3.000
 8I1  H20   C20  O3    110.28  3.000
 8I1  C21   C20  O3    107.96  3.000
 8I1  H21   C21  C22   108.01  3.000
 8I1  H21   C21  C20   107.76  3.000
 8I1  C22   C21  C20   108.63  3.000
 8I1  H21   C21  N5    107.67  3.000
 8I1  C22   C21  N5    110.11  3.000
 8I1  C20   C21  N5    114.46  3.000
 8I1  H22A  C22  H22   106.52  3.000
 8I1  H22A  C22  C23   110.18  3.000
 8I1  H22   C22  C23   109.46  3.000
 8I1  H22A  C22  C21   108.84  3.000
 8I1  H22   C22  C21   108.93  3.000
 8I1  C23   C22  C21   112.72  3.000
 8I1  C28   C23  C24   118.36  3.000
 8I1  C28   C23  C22   121.39  3.000
 8I1  C24   C23  C22   120.25  3.000
 8I1  H24   C24  C25   119.50  3.000
 8I1  H24   C24  C23   119.47  3.000
 8I1  C25   C24  C23   121.03  3.000
 8I1  H25   C25  C26   120.16  3.000
 8I1  H25   C25  C24   119.78  3.000
 8I1  C26   C25  C24   120.06  3.000
 8I1  H26   C26  C27   120.27  3.000
 8I1  H26   C26  C25   120.28  3.000
 8I1  C27   C26  C25   119.45  3.000
 8I1  H27   C27  C28   119.73  3.000
 8I1  H27   C27  C26   120.06  3.000
 8I1  C28   C27  C26   120.21  3.000
 8I1  H28   C28  C27   119.56  3.000
 8I1  H28   C28  C23   119.55  3.000
 8I1  C27   C28  C23   120.89  3.000
 8I1  C14   O2   C13   118.15  3.000
 8I1  HN3A  N3   HN3   115.58  3.000
 8I1  HN3A  N3   C8    121.61  3.000
 8I1  HN3   N3   C8    117.28  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 8I1  CONST_01  C5   C6   C7   N1      0.00   0.0  0
 8I1  CONST_04  C5   C9   C8   N1      0.00   0.0  0
 8I1  CONST_05  C10  C9   C8   N1    180.00   0.0  0
 8I1  CONST_06  C5   C4   C3   C2    180.00   0.0  0
 8I1  CONST_07  C11  C4   C3   C2      0.00   0.0  0
 8I1  CONST_08  C11  C12  C13  C2      0.00   0.0  0
 8I1  CONST_09  C5   C9   C10  N2      0.00   0.0  0
 8I1  CONST_10  C8   C9   C10  N2    180.00   0.0  0
 8I1  CONST_11  C3   C4   C11  N2    180.00   0.0  0
 8I1  CONST_12  C5   C4   C11  N2      0.00   0.0  0
 8I1  CONST_13  C13  C12  C11  N2    180.00   0.0  0
 8I1  CONST_14  C12  C13  C2   C3      0.00   0.0  0
 8I1  CONST_15  C6   C5   C4   C3      0.00   0.0  0
 8I1  CONST_16  C9   C5   C4   C3    180.00   0.0  0
 8I1  CONST_17  C12  C11  C4   C3      0.00   0.0  0
 8I1  CONST_18  C13  C2   C3   C4      0.00   0.0  0
 8I1  CONST_19  C7   C6   C5   C4    180.00   0.0  0
 8I1  CONST_20  C8   C9   C5   C4    180.00   0.0  0
 8I1  CONST_21  C10  C9   C5   C4      0.00   0.0  0
 8I1  CONST_22  C10  N2   C11  C4      0.00   0.0  0
 8I1  CONST_23  C13  C12  C11  C4      0.00   0.0  0
 8I1  CONST_24  C16  C17  C18  N4      0.00   0.0  0
 8I1  CONST_25  C7   C15  C19  N4    180.00   0.0  0
 8I1  CONST_26  C16  C15  C19  N4      0.00   0.0  0
 8I1  CONST_27  C12  C11  C4   C5    180.00   0.0  0
 8I1  CONST_28  C15  C7   C6   C5    180.00   0.0  0
 8I1  CONST_29  C11  C4   C5   C6    180.00   0.0  0
 8I1  CONST_30  C8   C9   C5   C6      0.00   0.0  0
 8I1  CONST_31  C10  C9   C5   C6    180.00   0.0  0
 8I1  CONST_32  C8   N1   C7   C6      0.00   0.0  0
 8I1  CONST_35  C9   C8   N1   C7      0.00   0.0  0
 8I1  CONST_36  C9   C5   C6   C7      0.00   0.0  0
 8I1  CONST_37  C17  C16  C15  C7    180.00   0.0  0
 8I1  CONST_38  C15  C7   N1   C8    180.00   0.0  0
 8I1  CONST_39  C11  C4   C5   C9      0.00   0.0  0
 8I1  CONST_40  C11  N2   C10  C9      0.00   0.0  0
 8I1  CONST_41  C12  C11  N2   C10   180.00   0.0  0
 8I1  CONST_42  C18  C17  C16  C15     0.00   0.0  0
 8I1  CONST_43  C18  N4   C19  C15     0.00   0.0  0
 8I1  CONST_44  C19  C15  C16  C17     0.00   0.0  0
 8I1  CONST_45  C19  N4   C18  C17     0.00   0.0  0
 8I1  CONST_46  C26  C25  C24  C23     0.00   0.0  0
 8I1  CONST_47  C26  C27  C28  C23     0.00   0.0  0
 8I1  CONST_48  C27  C28  C23  C24     0.00   0.0  0
 8I1  CONST_49  C27  C26  C25  C24     0.00   0.0  0
 8I1  CONST_50  C28  C23  C24  C25     0.00   0.0  0
 8I1  CONST_51  C28  C27  C26  C25     0.00   0.0  0
 8I1  CONST_52  C4   C3   C2   O1    180.00   0.0  0
 8I1  CONST_53  C12  C13  C2   O1    180.00   0.0  0
 8I1  CONST_54  C3   C2   C13  O2    180.00   0.0  0
 8I1  CONST_55  C11  C12  C13  O2    180.00   0.0  0
 8I1  CONST_56  C7   N1   C8   N3    180.00   0.0  0
 8I1  CONST_57  C5   C9   C8   N3    180.00   0.0  0
 8I1  CONST_58  C10  C9   C8   N3      0.00   0.0  0
 8I1  CONST_59  C15  C16  C17  O3    180.00   0.0  0
 8I1  CONST_60  N4   C18  C17  O3    180.00   0.0  0
 8I1  CONST_61  C25  C24  C23  C22   180.00   0.0  0
 8I1  CONST_62  C27  C28  C23  C22   180.00   0.0  0
 8I1  CONST_63  H6   C6   C7   N1    180.00   0.0  0
 8I1  CONST_64  H12  C12  C13  C2    180.00   0.0  0
 8I1  CONST_65  H3   C3   C4   C5      0.00   0.0  0
 8I1  CONST_66  H10  C10  C9   C5    180.00   0.0  0
 8I1  CONST_67  H16  C16  C15  C7      0.00   0.0  0
 8I1  CONST_68  H19  C19  C15  C7      0.00   0.0  0
 8I1  CONST_69  H18  C18  C17  C16   180.00   0.0  0
 8I1  CONST_70  H25  C25  C24  C23   180.00   0.0  0
 8I1  CONST_71  H27  C27  C28  C23   180.00   0.0  0
 8I1  CONST_72  H28  C28  C23  C24   180.00   0.0  0
 8I1  CONST_73  H26  C26  C25  C24   180.00   0.0  0
 8I1  CONST_74  H24  C24  C25  C26   180.00   0.0  0
 8I1  CONST_75  HN3  N3   C8   N1      0.00   0.0  0
 8I1  Var_01    C3   C2   O1   C1     -0.61  30.0  2
 8I1  Var_02    C24  C23  C22  C21    86.91  30.0  2
 8I1  Var_03    C21  C20  O3   C17   176.91  30.0  3
 8I1  Var_04    H1   C1   O1   C2   -179.31  30.0  3
 8I1  Var_05    H14  C14  O2   C13  -179.68  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 8I1  chir_01  C21  N5  C20  C22  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 8I1  plan-1  O3    0.020
 8I1  plan-1  N4    0.020
 8I1  plan-1  C7    0.020
 8I1  plan-1  C15   0.020
 8I1  plan-1  C16   0.020
 8I1  plan-1  C17   0.020
 8I1  plan-1  C18   0.020
 8I1  plan-1  C19   0.020
 8I1  plan-1  H16   0.020
 8I1  plan-1  H18   0.020
 8I1  plan-1  H19   0.020
 8I1  plan-2  C22   0.020
 8I1  plan-2  C23   0.020
 8I1  plan-2  C24   0.020
 8I1  plan-2  C25   0.020
 8I1  plan-2  C26   0.020
 8I1  plan-2  C27   0.020
 8I1  plan-2  C28   0.020
 8I1  plan-2  H24   0.020
 8I1  plan-2  H25   0.020
 8I1  plan-2  H26   0.020
 8I1  plan-2  H27   0.020
 8I1  plan-2  H28   0.020
 8I1  plan-3  N1    0.020
 8I1  plan-3  O1    0.020
 8I1  plan-3  C2    0.020
 8I1  plan-3  N2    0.020
 8I1  plan-3  C3    0.020
 8I1  plan-3  C4    0.020
 8I1  plan-3  C5    0.020
 8I1  plan-3  C6    0.020
 8I1  plan-3  C7    0.020
 8I1  plan-3  C8    0.020
 8I1  plan-3  C9    0.020
 8I1  plan-3  C10   0.020
 8I1  plan-3  C11   0.020
 8I1  plan-3  C12   0.020
 8I1  plan-3  C13   0.020
 8I1  plan-3  C15   0.020
 8I1  plan-3  H3    0.020
 8I1  plan-3  H6    0.020
 8I1  plan-3  H10   0.020
 8I1  plan-3  H12   0.020
 8I1  plan-3  O2    0.020
 8I1  plan-3  N3    0.020
 8I1  plan-4  C8    0.020
 8I1  plan-4  HN3   0.020
 8I1  plan-4  HN3A  0.020
 8I1  plan-4  N3    0.020

