# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 11:24:51 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: N~5~-[(1E)-2-fluoroethanimidoyl]-L-ornithine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](CCCNC(=N)CF)C(O)=O
#
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
 FIO  FIO  N~5~-[(1E)-2-fluoroethanimidoyl]-L-ornithine  L-peptide  27  13  .  2022-07-25  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FIO
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
 FIO  N10   N  NH2   0  -0.776   2.8545   1.8556  -0.3161
 FIO  C11   C  CH1   0  -0.208   2.8235   0.5552   0.3087
 FIO  C12   C  C     0   0.521   4.0740  -0.2744   0.0473
 FIO  O14   O  O     0  -0.440   4.8656  -0.0588  -0.8362
 FIO  C15   C  CH2   0  -0.432   1.5899  -0.2351  -0.1510
 FIO  C16   C  CH2   0  -0.464   0.2866   0.4411   0.2484
 FIO  C17   C  CH2   0  -0.221  -0.9233  -0.3435  -0.2336
 FIO  N18   N  NH1   0  -0.640  -2.1444   0.3166   0.1671
 FIO  C19   C  C     0   0.334  -3.3641  -0.1905  -0.1208
 FIO  C20   C  CH2   0  -0.080  -4.4928   0.6014   0.5052
 FIO  N21   N  N     0  -0.674  -3.5079  -1.2158  -0.8649
 FIO  F1    F  F     0  -0.364  -5.7112   0.0309   0.1902
 FIO  HN10  H  HNH2  0   0.354   3.6263   2.4026   0.0432
 FIO  H11   H  HCH1  0   0.267   2.7489   0.6965   1.3919
 FIO  H15   H  HCH2  0   0.233   1.6318  -0.3534  -1.2392
 FIO  H15A  H  HCH2  0   0.245   1.6214  -1.2419   0.2710
 FIO  H16   H  HCH2  0   0.227   0.2504   0.5332   1.3391
 FIO  H16A  H  HCH2  0   0.240   0.2548   1.4538  -0.1567
 FIO  H17   H  HCH2  0   0.224  -0.8990  -0.4304  -1.3235
 FIO  H17A  H  HCH2  0   0.216  -0.8895  -1.3664   0.1587
 FIO  HN18  H  HNH1  0   0.391  -2.0754   1.0112   0.8926
 FIO  H20   H  HCH2  0   0.242  -4.3870   0.6199   1.5916
 FIO  H20A  H  HCH2  0   0.245  -4.4803   1.6291   0.1371
 FIO  HN21  H  H     0   0.328  -4.4906  -1.4289  -0.9863
 FIO  H2    H  HNH2  0   0.343   3.0142   1.7594  -1.3114
 FIO  OXT   O  OH1   0  -0.594   4.1908  -1.2853   0.9012
 FIO  HXT   H  HOH1  0   0.481   4.9788  -1.8099   0.6937

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
 FIO  N10  C11   single  1.443  0.020  1.443
 FIO  N10  HN10  single  0.890  0.020  1.040
 FIO  C11  C12   single  1.523  0.020  1.523
 FIO  C11  H11   single  0.970  0.020  1.090
 FIO  C12  O14   double  1.206  0.020  1.206
 FIO  C15  C11   single  1.535  0.020  1.535
 FIO  C15  C16   single  1.522  0.020  1.522
 FIO  C15  H15   single  0.970  0.020  1.090
 FIO  C15  H15A  single  0.970  0.020  1.090
 FIO  C16  C17   single  1.520  0.020  1.520
 FIO  C16  H16   single  0.970  0.020  1.090
 FIO  C16  H16A  single  0.970  0.020  1.090
 FIO  C17  N18   single  1.445  0.020  1.445
 FIO  C17  H17   single  0.970  0.020  1.090
 FIO  C17  H17A  single  0.970  0.020  1.090
 FIO  N18  HN18  single  0.890  0.020  1.040
 FIO  C19  N18   single  1.352  0.020  1.352
 FIO  C19  N21   double  1.275  0.020  1.275
 FIO  C20  C19   single  1.514  0.020  1.514
 FIO  C20  F1    single  1.382  0.020  1.382
 FIO  C20  H20   single  0.970  0.020  1.090
 FIO  C20  H20A  single  0.970  0.020  1.090
 FIO  N21  HN21  single  0.890  0.020  1.040
 FIO  N10  H2    single  0.890  0.020  1.040
 FIO  C12  OXT   single  1.328  0.020  1.328
 FIO  OXT  HXT   single  0.850  0.020  0.980

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
 FIO  H2    N10  HN10  106.26  3.000
 FIO  H2    N10  C11   110.08  3.000
 FIO  HN10  N10  C11   110.48  3.000
 FIO  H11   C11  C15   107.93  3.000
 FIO  C15   C11  C12   109.14  3.000
 FIO  H11   C11  C12   107.22  3.000
 FIO  C15   C11  N10   110.57  3.000
 FIO  H11   C11  N10   108.27  3.000
 FIO  C12   C11  N10   113.51  3.000
 FIO  OXT   C12  O14   123.32  3.000
 FIO  OXT   C12  C11   112.10  3.000
 FIO  O14   C12  C11   124.57  3.000
 FIO  H15A  C15  H15   106.45  3.000
 FIO  H15A  C15  C16   109.44  3.000
 FIO  H15   C15  C16   109.97  3.000
 FIO  H15A  C15  C11   109.61  3.000
 FIO  H15   C15  C11   108.80  3.000
 FIO  C16   C15  C11   112.39  3.000
 FIO  H16A  C16  H16   106.90  3.000
 FIO  H16A  C16  C17   109.76  3.000
 FIO  H16   C16  C17   109.44  3.000
 FIO  H16A  C16  C15   109.87  3.000
 FIO  H16   C16  C15   109.09  3.000
 FIO  C17   C16  C15   111.66  3.000
 FIO  H17A  C17  H17   106.36  3.000
 FIO  H17A  C17  N18   110.69  3.000
 FIO  H17   C17  N18   109.36  3.000
 FIO  H17A  C17  C16   110.09  3.000
 FIO  H17   C17  C16   109.83  3.000
 FIO  N18   C17  C16   110.42  3.000
 FIO  HN18  N18  C19   118.30  3.000
 FIO  C19   N18  C17   122.15  3.000
 FIO  HN18  N18  C17   117.20  3.000
 FIO  N21   C19  C20   125.30  3.000
 FIO  C20   C19  N18   112.85  3.000
 FIO  N21   C19  N18   121.85  3.000
 FIO  H20A  C20  H20   108.57  3.000
 FIO  H20A  C20  F1    108.78  3.000
 FIO  H20   C20  F1    108.62  3.000
 FIO  H20A  C20  C19   110.15  3.000
 FIO  H20   C20  C19   110.37  3.000
 FIO  F1    C20  C19   110.31  3.000
 FIO  HN21  N21  C19   110.40  3.000
 FIO  HXT   OXT  C12   110.23  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
 FIO  CONST_01  N21   C19  N18  C17     0.00   0.0  0
 FIO  CONST_02  C20   C19  N18  C17   180.00   0.0  0
 FIO  CONST_03  HXT   OXT  C12  C11   180.00   0.0  0
 FIO  CONST_04  HN21  N21  C19  N18   180.00   0.0  0
 FIO  CONST_05  HN18  N18  C19  C20     0.00   0.0  0
 FIO  Var_01    C17   C16  C15  C11   179.11  30.0  3
 FIO  Var_02    N18   C17  C16  C15   179.63  30.0  3
 FIO  Var_03    C19   N18  C17  C16  -178.95  30.0  3
 FIO  Var_04    F1    C20  C19  N18  -179.36  30.0  2

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
 FIO  chir_01  C11  N10  C12  C15  positiv

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
 FIO  plan-1  C17   0.020
 FIO  plan-1  N18   0.020
 FIO  plan-1  C19   0.020
 FIO  plan-1  C20   0.020
 FIO  plan-1  N21   0.020
 FIO  plan-1  HN18  0.020
 FIO  plan-1  HN21  0.020
 FIO  plan-2  C11   0.020
 FIO  plan-2  C12   0.020
 FIO  plan-2  O14   0.020
 FIO  plan-2  OXT   0.020
 FIO  plan-2  HXT   0.020

