# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 05:24:02 2022
#   Inital geometry file: a 200 line input string
#   Ligand name: 5-azanyl-~{N}-[[4-[[(2~{S})-4-cyclohexyl-1-[(4-fluorophenyl)amino]-1-oxidanylidene-butan-2-yl]carbamoyl]phenyl]methyl]-1-phenyl-pyrazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1n(ncc1C(=O)NCc2ccc(cc2)C(=O)N[C@@H](CCC3CCCCC3)C(=O)Nc4ccc(F)cc4)c5ccccc5
#
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
 OE8  OE8  5-azanyl-~{N}-[[4-[[(2~{S})-4-cyclohexyl-1-[(4-fluorophenyl)amino]-1-oxidanylidene-butan-2-yl]carbamoyl]phenyl]methyl]-1-phenyl-pyrazole-4-carboxamide  ligand  81  44  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OE8
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
 OE8  N1   N  N     0  -0.286    7.3114  -0.0221  -1.8352
 OE8  C3   C  CR6   0   0.319    8.4307  -0.6189   0.1941
 OE8  N2   N  NR5   0  -0.452    7.4235   0.0976  -0.4869
 OE8  C4   C  CR16  0  -0.279    8.6581  -1.9503  -0.1370
 OE8  C8   C  CR16  0  -0.302    9.2004   0.0062   1.1685
 OE8  C7   C  CR16  0  -0.248   10.1857  -0.7153   1.8285
 OE8  C6   C  CR16  0  -0.253   10.4185  -2.0443   1.5048
 OE8  C5   C  CR16  0  -0.253    9.6570  -2.6553   0.5164
 OE8  C10  C  CH2   0  -0.334    2.7854   3.4266  -2.1355
 OE8  C12  C  CR16  0  -0.278    0.2944   3.4760  -2.3228
 OE8  C13  C  CR16  0  -0.257   -0.9600   2.9038  -2.2253
 OE8  C14  C  CR6   0  -0.052   -1.0999   1.5851  -1.7963
 OE8  C15  C  CR16  0  -0.271    0.0429   0.8503  -1.4967
 OE8  C16  C  CR16  0  -0.286    1.3019   1.4237  -1.6137
 OE8  C17  C  C     0   0.543   -2.4686   1.0033  -1.7186
 OE8  C22  C  CH2   0  -0.426   -2.3628  -3.5970   2.3541
 OE8  C23  C  CH2   0  -0.427   -2.3115  -4.7697   3.3290
 OE8  C24  C  CH2   0  -0.429   -1.5399  -5.9476   2.7449
 OE8  C32  C  CR16  0  -0.400   -8.6976   2.6297   0.7996
 OE8  C31  C  CR6   0   0.509   -9.7897   2.2915   0.0291
 OE8  C30  C  CR16  0  -0.398   -9.7092   1.3159  -0.9453
 OE8  C28  C  CR6   0   0.370   -7.3756   0.9945  -0.3812
 OE8  C26  C  CH2   0  -0.414   -2.1674  -5.1911   0.4265
 OE8  C25  C  CH2   0  -0.432   -2.1174  -6.3663   1.3972
 OE8  C18  C  CH1   0  -0.201   -3.9457  -0.5796  -0.6333
 OE8  C29  C  CR16  0  -0.334   -8.5001   0.6728  -1.1445
 OE8  C33  C  CR16  0  -0.300   -7.4858   1.9826   0.5979
 OE8  C27  C  C     0   0.550   -4.9547   0.4719  -0.1648
 OE8  O2   O  O     0  -0.462   -4.6396   1.3461   0.6192
 OE8  C19  C  CH2   0  -0.470   -3.8686  -1.6935   0.4122
 OE8  C21  C  CH1   0  -0.226   -2.9418  -4.0020   0.9974
 OE8  N4   N  NH1   0  -0.649   -2.6509   0.0212  -0.8155
 OE8  O1   O  O     0  -0.482   -3.3766   1.3911  -2.4409
 OE8  C11  C  CR6   0   0.090    1.4421   2.7443  -2.0192
 OE8  N3   N  NH1   0  -0.665    3.9234   2.5509  -2.0770
 OE8  O    O  O     0  -0.510    4.1791   2.6730   0.1622
 OE8  C1   C  CR5   0  -0.336    5.7089   1.3552  -1.0392
 OE8  C2   C  CR15  0  -0.063    6.2985   0.7307  -2.1625
 OE8  C    C  CR5   0   0.607    6.4738   0.9048   0.0383
 OE8  N    N  NH2   0  -0.846    6.3790   1.1957   1.3566
 OE8  H1   H  HCR6  0   0.272    8.0590  -2.4282  -0.9003
 OE8  H2   H  HCR6  0   0.284    9.0471   1.0505   1.4061
 OE8  H3   H  HCR6  0   0.267   10.7810  -0.2265   2.5882
 OE8  H4   H  HCR6  0   0.264   11.1915  -2.6019   2.0164
 OE8  H5   H  HCR6  0   0.266    9.8343  -3.6905   0.2563
 OE8  H6   H  HCH2  0   0.276    2.8272   3.9717  -3.0796
 OE8  H7   H  HCH2  0   0.271    2.8708   4.1759  -1.3466
 OE8  H8   H  HCR6  0   0.257    0.3860   4.5066  -2.6459
 OE8  H9   H  HCR6  0   0.259   -1.8376   3.4856  -2.4751
 OE8  H10  H  HCR6  0   0.258   -0.0298  -0.1883  -1.1983
 OE8  H11  H  HCR6  0   0.253    2.1754   0.8213  -1.4020
 OE8  H14  H  HCH2  0   0.230   -2.9462  -2.7835   2.7927
 OE8  H15  H  HCH2  0   0.204   -1.3488  -3.2044   2.2040
 OE8  H16  H  HCH2  0   0.225   -1.8609  -4.4520   4.2726
 OE8  H17  H  HCH2  0   0.208   -3.3326  -5.0875   3.5661
 OE8  H18  H  HCH2  0   0.206   -0.4903  -5.6611   2.6155
 OE8  H19  H  HCH2  0   0.225   -1.5482  -6.7901   3.4409
 OE8  H20  H  HCR6  0   0.282   -8.7791   3.3949   1.5602
 OE8  H21  H  HCR6  0   0.284  -10.5727   1.0586  -1.5446
 OE8  H22  H  HCH2  0   0.204   -1.1453  -4.8703   0.1915
 OE8  H23  H  HCH2  0   0.223   -2.6187  -5.5013  -0.5205
 OE8  H24  H  HCH2  0   0.225   -1.5295  -7.1822   0.9694
 OE8  H25  H  HCH2  0   0.207   -3.1304  -6.7582   1.5435
 OE8  H26  H  HCH1  0   0.277   -4.2743  -1.0116  -1.5844
 OE8  H27  H  HCR6  0   0.282   -8.4328  -0.0929  -1.9079
 OE8  H28  H  HCR6  0   0.289   -6.6428   2.2576   1.2094
 OE8  H30  H  HCH2  0   0.255   -4.8794  -2.0766   0.5773
 OE8  H31  H  HCH2  0   0.248   -3.5442  -1.2601   1.3626
 OE8  H32  H  HCH1  0   0.206   -3.9796  -4.3276   1.1564
 OE8  H33  H  HNH1  0   0.408   -1.9610  -0.1169  -0.0944
 OE8  H34  H  HNH1  0   0.406    4.2427   2.1536  -2.9443
 OE8  H35  H  HCR5  0   0.267    6.0120   0.8115  -3.2014
 OE8  H36  H  HNH2  0   0.399    6.6962   0.4997   2.0139
 OE8  H37  H  HNH2  0   0.404    5.5113   1.6397   1.6148
 OE8  C9   C  C     0   0.544    4.5558   2.2374  -0.9263
 OE8  C20  C  CH2   0  -0.407   -2.9602  -2.8462  -0.0019
 OE8  N5   N  NH1   0  -0.740   -6.2022   0.2814  -0.6519
 OE8  F    F  F     0  -0.318  -10.9583   2.9250   0.2294
 OE8  H12  H  HCH2  0   0.228   -3.2944  -3.2237  -0.9745
 OE8  H13  H  HCH2  0   0.215   -1.9352  -2.4901  -0.1519
 OE8  H29  H  HNH1  0   0.418   -6.3020  -0.4488  -1.3409

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
 OE8  C6   C5   aromatic  1.389  0.020  1.389
 OE8  C6   C7   aromatic  1.387  0.020  1.387
 OE8  C5   C4   aromatic  1.386  0.020  1.386
 OE8  C7   C8   aromatic  1.388  0.020  1.388
 OE8  C4   C3   aromatic  1.391  0.020  1.391
 OE8  C8   C3   aromatic  1.390  0.020  1.390
 OE8  C3   N2   single    1.411  0.020  1.411
 OE8  N    C    single    1.353  0.020  1.353
 OE8  N2   C    aromatic  1.353  0.020  1.353
 OE8  N2   N1   aromatic  1.358  0.020  1.358
 OE8  C    C1   aromatic  1.396  0.020  1.396
 OE8  N1   C2   aromatic  1.304  0.020  1.304
 OE8  C1   C2   aromatic  1.414  0.020  1.414
 OE8  C1   C9   single    1.456  0.020  1.456
 OE8  O    C9   double    1.231  0.020  1.231
 OE8  C9   N3   single    1.350  0.020  1.350
 OE8  N3   C10  single    1.437  0.020  1.437
 OE8  C10  C11  single    1.511  0.020  1.511
 OE8  C16  C11  aromatic  1.389  0.020  1.389
 OE8  C16  C15  aromatic  1.388  0.020  1.388
 OE8  C11  C12  aromatic  1.395  0.020  1.395
 OE8  C15  C14  aromatic  1.391  0.020  1.391
 OE8  C12  C13  aromatic  1.382  0.020  1.382
 OE8  C14  C13  aromatic  1.394  0.020  1.394
 OE8  C14  C17  single    1.489  0.020  1.489
 OE8  O1   C17  double    1.223  0.020  1.223
 OE8  C30  C29  aromatic  1.384  0.020  1.384
 OE8  C30  C31  aromatic  1.381  0.020  1.381
 OE8  C17  N4   single    1.347  0.020  1.347
 OE8  C29  C28  aromatic  1.397  0.020  1.397
 OE8  F    C31  single    1.344  0.020  1.344
 OE8  C31  C32  aromatic  1.379  0.020  1.379
 OE8  C28  N5   single    1.400  0.020  1.400
 OE8  C28  C33  aromatic  1.395  0.020  1.395
 OE8  C32  C33  aromatic  1.388  0.020  1.388
 OE8  N5   C27  single    1.353  0.020  1.353
 OE8  N4   C18  single    1.439  0.020  1.439
 OE8  C18  C27  single    1.531  0.020  1.531
 OE8  C18  C19  single    1.530  0.020  1.530
 OE8  C27  O2   double    1.216  0.020  1.216
 OE8  C25  C26  single    1.525  0.020  1.525
 OE8  C25  C24  single    1.525  0.020  1.525
 OE8  C26  C21  single    1.530  0.020  1.530
 OE8  C21  C20  single    1.528  0.020  1.528
 OE8  C21  C22  single    1.530  0.020  1.530
 OE8  C19  C20  single    1.525  0.020  1.525
 OE8  C24  C23  single    1.524  0.020  1.524
 OE8  C23  C22  single    1.526  0.020  1.526
 OE8  C4   H1   single    0.930  0.020  1.080
 OE8  C8   H2   single    0.930  0.020  1.080
 OE8  C7   H3   single    0.930  0.020  1.080
 OE8  C6   H4   single    0.930  0.020  1.080
 OE8  C5   H5   single    0.930  0.020  1.080
 OE8  C10  H6   single    0.970  0.020  1.090
 OE8  C10  H7   single    0.970  0.020  1.090
 OE8  C12  H8   single    0.930  0.020  1.080
 OE8  C13  H9   single    0.930  0.020  1.080
 OE8  C15  H10  single    0.930  0.020  1.080
 OE8  C16  H11  single    0.930  0.020  1.080
 OE8  C20  H12  single    0.970  0.020  1.090
 OE8  C20  H13  single    0.970  0.020  1.090
 OE8  C22  H14  single    0.970  0.020  1.090
 OE8  C22  H15  single    0.970  0.020  1.090
 OE8  C23  H16  single    0.970  0.020  1.090
 OE8  C23  H17  single    0.970  0.020  1.090
 OE8  C24  H18  single    0.970  0.020  1.090
 OE8  C24  H19  single    0.970  0.020  1.090
 OE8  C32  H20  single    0.930  0.020  1.080
 OE8  C30  H21  single    0.930  0.020  1.080
 OE8  C26  H22  single    0.970  0.020  1.090
 OE8  C26  H23  single    0.970  0.020  1.090
 OE8  C25  H24  single    0.970  0.020  1.090
 OE8  C25  H25  single    0.970  0.020  1.090
 OE8  C18  H26  single    0.970  0.020  1.090
 OE8  C29  H27  single    0.930  0.020  1.080
 OE8  C33  H28  single    0.930  0.020  1.080
 OE8  N5   H29  single    0.860  0.020  1.020
 OE8  C19  H30  single    0.970  0.020  1.090
 OE8  C19  H31  single    0.970  0.020  1.090
 OE8  C21  H32  single    0.970  0.020  1.090
 OE8  N4   H33  single    0.860  0.020  1.020
 OE8  N3   H34  single    0.860  0.020  1.020
 OE8  C2   H35  single    0.930  0.020  1.080
 OE8  N    H36  single    0.890  0.020  1.040
 OE8  N    H37  single    0.890  0.020  1.040

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
 OE8  C2   N1   N2   105.22  3.000
 OE8  C8   C3   C4   120.45  3.000
 OE8  C8   C3   N2   120.33  3.000
 OE8  C4   C3   N2   119.20  3.000
 OE8  C    N2   C3   128.08  3.000
 OE8  C    N2   N1   112.34  3.000
 OE8  C3   N2   N1   119.55  3.000
 OE8  H1   C4   C5   120.47  3.000
 OE8  H1   C4   C3   120.03  3.000
 OE8  C5   C4   C3   119.51  3.000
 OE8  H2   C8   C7   119.86  3.000
 OE8  H2   C8   C3   120.63  3.000
 OE8  C7   C8   C3   119.50  3.000
 OE8  H3   C7   C6   120.28  3.000
 OE8  H3   C7   C8   119.31  3.000
 OE8  C6   C7   C8   120.40  3.000
 OE8  H4   C6   C5   120.09  3.000
 OE8  H4   C6   C7   120.22  3.000
 OE8  C5   C6   C7   119.69  3.000
 OE8  H5   C5   C6   120.13  3.000
 OE8  H5   C5   C4   119.44  3.000
 OE8  C6   C5   C4   120.44  3.000
 OE8  H7   C10  H6   106.23  3.000
 OE8  H7   C10  N3   109.08  3.000
 OE8  H6   C10  N3   108.02  3.000
 OE8  H7   C10  C11  108.90  3.000
 OE8  H6   C10  C11  109.04  3.000
 OE8  N3   C10  C11  115.19  3.000
 OE8  H8   C12  C11  119.61  3.000
 OE8  H8   C12  C13  119.43  3.000
 OE8  C11  C12  C13  120.96  3.000
 OE8  H9   C13  C14  119.89  3.000
 OE8  H9   C13  C12  119.81  3.000
 OE8  C14  C13  C12  120.29  3.000
 OE8  C17  C14  C15  122.51  3.000
 OE8  C17  C14  C13  118.54  3.000
 OE8  C15  C14  C13  118.92  3.000
 OE8  H10  C15  C16  118.70  3.000
 OE8  H10  C15  C14  120.70  3.000
 OE8  C16  C15  C14  120.57  3.000
 OE8  H11  C16  C11  120.34  3.000
 OE8  H11  C16  C15  119.06  3.000
 OE8  C11  C16  C15  120.60  3.000
 OE8  O1   C17  N4   121.78  3.000
 OE8  N4   C17  C14  116.38  3.000
 OE8  O1   C17  C14  121.84  3.000
 OE8  H15  C22  H14  106.36  3.000
 OE8  H15  C22  C21  108.85  3.000
 OE8  H14  C22  C21  110.55  3.000
 OE8  H15  C22  C23  109.34  3.000
 OE8  H14  C22  C23  109.49  3.000
 OE8  C21  C22  C23  112.08  3.000
 OE8  H17  C23  H16  106.37  3.000
 OE8  H17  C23  C24  109.30  3.000
 OE8  H16  C23  C24  110.29  3.000
 OE8  H17  C23  C22  109.26  3.000
 OE8  H16  C23  C22  110.01  3.000
 OE8  C24  C23  C22  111.47  3.000
 OE8  H19  C24  H18  106.51  3.000
 OE8  H19  C24  C25  110.38  3.000
 OE8  H18  C24  C25  109.28  3.000
 OE8  H19  C24  C23  110.36  3.000
 OE8  H18  C24  C23  109.15  3.000
 OE8  C25  C24  C23  111.04  3.000
 OE8  H20  C32  C33  119.83  3.000
 OE8  H20  C32  C31  120.44  3.000
 OE8  C33  C32  C31  119.73  3.000
 OE8  F    C31  C30  119.25  3.000
 OE8  F    C31  C32  119.32  3.000
 OE8  C30  C31  C32  121.42  3.000
 OE8  H21  C30  C29  120.46  3.000
 OE8  H21  C30  C31  120.81  3.000
 OE8  C29  C30  C31  118.73  3.000
 OE8  N5   C28  C33  124.25  3.000
 OE8  C33  C28  C29  118.88  3.000
 OE8  N5   C28  C29  116.87  3.000
 OE8  H23  C26  H22  106.38  3.000
 OE8  H23  C26  C21  109.55  3.000
 OE8  H22  C26  C21  108.93  3.000
 OE8  H23  C26  C25  110.24  3.000
 OE8  H22  C26  C25  109.35  3.000
 OE8  C21  C26  C25  112.21  3.000
 OE8  H25  C25  H24  106.41  3.000
 OE8  H25  C25  C26  109.28  3.000
 OE8  H24  C25  C26  110.10  3.000
 OE8  H25  C25  C24  109.29  3.000
 OE8  H24  C25  C24  110.32  3.000
 OE8  C26  C25  C24  111.31  3.000
 OE8  H26  C18  N4   108.95  3.000
 OE8  H26  C18  C19  108.75  3.000
 OE8  N4   C18  C19  110.20  3.000
 OE8  H26  C18  C27  109.82  3.000
 OE8  C19  C18  C27  108.92  3.000
 OE8  N4   C18  C27  110.18  3.000
 OE8  H27  C29  C28  119.86  3.000
 OE8  H27  C29  C30  118.96  3.000
 OE8  C28  C29  C30  121.18  3.000
 OE8  H28  C33  C28  121.16  3.000
 OE8  H28  C33  C32  118.79  3.000
 OE8  C28  C33  C32  120.06  3.000
 OE8  O2   C27  N5   124.92  3.000
 OE8  O2   C27  C18  121.36  3.000
 OE8  N5   C27  C18  113.64  3.000
 OE8  H31  C19  H30  106.37  3.000
 OE8  H31  C19  C18  108.68  3.000
 OE8  H30  C19  C18  108.16  3.000
 OE8  H31  C19  C20  111.03  3.000
 OE8  H30  C19  C20  109.08  3.000
 OE8  C18  C19  C20  113.26  3.000
 OE8  H32  C21  C26  107.56  3.000
 OE8  H32  C21  C22  107.91  3.000
 OE8  C26  C21  C22  110.20  3.000
 OE8  H32  C21  C20  107.89  3.000
 OE8  C22  C21  C20  112.60  3.000
 OE8  C26  C21  C20  110.49  3.000
 OE8  H33  N4   C18  117.92  3.000
 OE8  H33  N4   C17  119.16  3.000
 OE8  C18  N4   C17  120.75  3.000
 OE8  C16  C11  C12  118.65  3.000
 OE8  C12  C11  C10  118.55  3.000
 OE8  C16  C11  C10  122.80  3.000
 OE8  H34  N3   C10  117.19  3.000
 OE8  H34  N3   C9   119.63  3.000
 OE8  C10  N3   C9   123.17  3.000
 OE8  C    C1   C2   104.01  3.000
 OE8  C2   C1   C9   131.24  3.000
 OE8  C    C1   C9   124.72  3.000
 OE8  H35  C2   C1   128.32  3.000
 OE8  H35  C2   N1   119.37  3.000
 OE8  C1   C2   N1   112.30  3.000
 OE8  N    C    C1   130.10  3.000
 OE8  C1   C    N2   106.11  3.000
 OE8  N    C    N2   123.76  3.000
 OE8  H37  N    H36  114.05  3.000
 OE8  H37  N    C    113.85  3.000
 OE8  H36  N    C    117.68  3.000
 OE8  C1   C9   O    121.67  3.000
 OE8  O    C9   N3   121.87  3.000
 OE8  C1   C9   N3   116.46  3.000
 OE8  H13  C20  H12  106.01  3.000
 OE8  H13  C20  C21  108.92  3.000
 OE8  H12  C20  C21  108.88  3.000
 OE8  H13  C20  C19  110.42  3.000
 OE8  H12  C20  C19  108.65  3.000
 OE8  C21  C20  C19  113.67  3.000
 OE8  H29  N5   C27  116.04  3.000
 OE8  H29  N5   C28  114.71  3.000
 OE8  C27  N5   C28  129.18  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
 OE8  CONST_03  C1   C    N2   N1      0.00   0.0  0
 OE8  CONST_04  C    C1   C2   N1      0.00   0.0  0
 OE8  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 OE8  CONST_06  C6   C7   C8   C3      0.00   0.0  0
 OE8  CONST_07  C1   C    N2   C3    180.00   0.0  0
 OE8  CONST_08  C2   N1   N2   C3    180.00   0.0  0
 OE8  CONST_09  C5   C4   C3   N2    180.00   0.0  0
 OE8  CONST_10  C7   C8   C3   N2    180.00   0.0  0
 OE8  CONST_11  C2   C1   C    N2      0.00   0.0  0
 OE8  CONST_12  C1   C2   N1   N2      0.00   0.0  0
 OE8  CONST_13  C7   C6   C5   C4      0.00   0.0  0
 OE8  CONST_14  C7   C8   C3   C4      0.00   0.0  0
 OE8  CONST_16  C5   C6   C7   C8      0.00   0.0  0
 OE8  CONST_17  C5   C4   C3   C8      0.00   0.0  0
 OE8  CONST_19  C15  C16  C11  C12     0.00   0.0  0
 OE8  CONST_20  C15  C14  C13  C12     0.00   0.0  0
 OE8  CONST_21  C16  C11  C12  C13     0.00   0.0  0
 OE8  CONST_22  C16  C15  C14  C13     0.00   0.0  0
 OE8  CONST_23  C11  C16  C15  C14     0.00   0.0  0
 OE8  CONST_24  C11  C12  C13  C14     0.00   0.0  0
 OE8  CONST_25  C29  C30  C31  C32     0.00   0.0  0
 OE8  CONST_26  C29  C28  C33  C32     0.00   0.0  0
 OE8  CONST_27  C28  C29  C30  C31     0.00   0.0  0
 OE8  CONST_28  C28  C33  C32  C31     0.00   0.0  0
 OE8  CONST_29  C33  C28  C29  C30     0.00   0.0  0
 OE8  CONST_30  C33  C32  C31  C30     0.00   0.0  0
 OE8  CONST_31  C    N2   N1   C2      0.00   0.0  0
 OE8  CONST_32  N    C    N2   N1    180.00   0.0  0
 OE8  CONST_33  C9   C1   C2   N1    180.00   0.0  0
 OE8  CONST_34  N    C    N2   C3      0.00   0.0  0
 OE8  CONST_35  C9   C1   C    N2    180.00   0.0  0
 OE8  CONST_36  C15  C16  C11  C10   180.00   0.0  0
 OE8  CONST_37  C13  C12  C11  C10   180.00   0.0  0
 OE8  CONST_38  C17  C14  C13  C12   180.00   0.0  0
 OE8  CONST_39  C17  C14  C15  C16   180.00   0.0  0
 OE8  CONST_40  N5   C28  C33  C32   180.00   0.0  0
 OE8  CONST_41  N5   C28  C29  C30   180.00   0.0  0
 OE8  CONST_42  C29  C30  C31  F     180.00   0.0  0
 OE8  CONST_43  C33  C32  C31  F     180.00   0.0  0
 OE8  CONST_44  N    C    C1   C2    180.00   0.0  0
 OE8  CONST_45  H5   C5   C4   C3    180.00   0.0  0
 OE8  CONST_46  H3   C7   C8   C3    180.00   0.0  0
 OE8  CONST_47  H1   C4   C3   N2      0.00   0.0  0
 OE8  CONST_48  H2   C8   C3   N2      0.00   0.0  0
 OE8  CONST_49  H35  C2   N1   N2    180.00   0.0  0
 OE8  CONST_50  H4   C6   C5   C4    180.00   0.0  0
 OE8  CONST_51  H11  C16  C11  C12   180.00   0.0  0
 OE8  CONST_52  H10  C15  C14  C13   180.00   0.0  0
 OE8  CONST_53  H8   C12  C13  C14   180.00   0.0  0
 OE8  CONST_54  H9   C13  C14  C15   180.00   0.0  0
 OE8  CONST_55  H21  C30  C31  C32   180.00   0.0  0
 OE8  CONST_56  H27  C29  C30  C31   180.00   0.0  0
 OE8  CONST_57  H28  C33  C32  C31   180.00   0.0  0
 OE8  CONST_58  H20  C32  C31  C30   180.00   0.0  0
 OE8  CONST_59  C27  N5   C28  C29   180.00   0.0  0
 OE8  CONST_60  C27  N5   C28  C33     0.00   0.0  0
 OE8  CONST_62  H37  N    C    N2    180.00   0.0  0
 OE8  CONST_63  H29  N5   C28  C29     0.00   0.0  0
 OE8  CONST_64  C1   C9   N3   C10   180.00   0.0  0
 OE8  CONST_65  C18  N4   C17  C14   180.00   0.0  0
 OE8  CONST_66  C18  C27  N5   C28   180.00   0.0  0
 OE8  CONST_67  O2   C27  N5   C28     0.00   0.0  0
 OE8  CONST_69  H34  N3   C9   C1      0.00   0.0  0
 OE8  CONST_70  O    C9   N3   C10     0.00   0.0  0
 OE8  CONST_71  O1   C17  N4   C18     0.00   0.0  0
 OE8  Var_01    C25  C24  C23  C22   -55.03  30.0  1
 OE8  Var_02    C26  C25  C24  C23    55.01  30.0  1
 OE8  Var_03    C21  C26  C25  C24   -55.47  30.0  1
 OE8  Var_04    C21  C22  C23  C24    55.34  30.0  1
 OE8  Var_05    N3   C10  C11  C12  -167.78  30.0  3
 OE8  Var_06    O1   C17  C14  C13    27.94  30.0  2
 OE8  Var_07    C    C1   C9   N3   -178.92  30.0  1
 OE8  Var_08    C11  C10  N3   C9    -90.99  30.0  3
 OE8  Var_09    C21  C20  C19  C18  -176.53  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
 OE8  chir_01  C18  N4   C27  C19  positiv
 OE8  chir_02  C21  C22  C20  C26  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
 OE8  plan-1  N1   0.020
 OE8  plan-1  C3   0.020
 OE8  plan-1  N2   0.020
 OE8  plan-1  C1   0.020
 OE8  plan-1  C2   0.020
 OE8  plan-1  C    0.020
 OE8  plan-1  N    0.020
 OE8  plan-1  H35  0.020
 OE8  plan-1  C9   0.020
 OE8  plan-2  C3   0.020
 OE8  plan-2  N2   0.020
 OE8  plan-2  C4   0.020
 OE8  plan-2  C8   0.020
 OE8  plan-2  C7   0.020
 OE8  plan-2  C6   0.020
 OE8  plan-2  C5   0.020
 OE8  plan-2  H1   0.020
 OE8  plan-2  H2   0.020
 OE8  plan-2  H3   0.020
 OE8  plan-2  H4   0.020
 OE8  plan-2  H5   0.020
 OE8  plan-3  C10  0.020
 OE8  plan-3  C12  0.020
 OE8  plan-3  C13  0.020
 OE8  plan-3  C14  0.020
 OE8  plan-3  C15  0.020
 OE8  plan-3  C16  0.020
 OE8  plan-3  C17  0.020
 OE8  plan-3  C11  0.020
 OE8  plan-3  H8   0.020
 OE8  plan-3  H9   0.020
 OE8  plan-3  H10  0.020
 OE8  plan-3  H11  0.020
 OE8  plan-4  C32  0.020
 OE8  plan-4  C31  0.020
 OE8  plan-4  C30  0.020
 OE8  plan-4  C28  0.020
 OE8  plan-4  C29  0.020
 OE8  plan-4  C33  0.020
 OE8  plan-4  H20  0.020
 OE8  plan-4  H21  0.020
 OE8  plan-4  H27  0.020
 OE8  plan-4  H28  0.020
 OE8  plan-4  N5   0.020
 OE8  plan-4  F    0.020
 OE8  plan-5  C14  0.020
 OE8  plan-5  C17  0.020
 OE8  plan-5  C18  0.020
 OE8  plan-5  N4   0.020
 OE8  plan-5  O1   0.020
 OE8  plan-5  H33  0.020
 OE8  plan-6  C28  0.020
 OE8  plan-6  C18  0.020
 OE8  plan-6  C27  0.020
 OE8  plan-6  O2   0.020
 OE8  plan-6  N5   0.020
 OE8  plan-6  H29  0.020
 OE8  plan-7  C10  0.020
 OE8  plan-7  N3   0.020
 OE8  plan-7  O    0.020
 OE8  plan-7  C1   0.020
 OE8  plan-7  H34  0.020
 OE8  plan-7  C9   0.020
 OE8  plan-8  C    0.020
 OE8  plan-8  N    0.020
 OE8  plan-8  H36  0.020
 OE8  plan-8  H37  0.020

