# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 03:53:34 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  26  13  .  2022-07-25  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

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  -0.786   2.8562   1.8369  -0.1975
 FIO  C11   C  CH1    0  -0.213   2.8284   0.4938   0.3624
 FIO  C12   C  C      0   0.384   4.0879  -0.3649   0.0857
 FIO  O14   O  O      0  -0.608   4.8745   0.0310  -0.7972
 FIO  C15   C  CH2    0  -0.417   1.5880  -0.2527  -0.1373
 FIO  C16   C  CH2    0  -0.463   0.2787   0.4066   0.2696
 FIO  C17   C  CH2    0  -0.217  -0.9303  -0.3374  -0.2737
 FIO  N18   N  NH1    0  -0.641  -2.1547   0.3061   0.1428
 FIO  C19   C  C      0   0.335  -3.3736  -0.2218  -0.0914
 FIO  C20   C  CH2    0  -0.082  -4.4985   0.6137   0.4827
 FIO  N21   N  N      0  -0.679  -3.5225  -1.3130  -0.7362
 FIO  F1    F  F      0  -0.364  -5.7188   0.0208   0.2195
 FIO  HN10  H  HNH2   0   0.334   3.6022   2.3583   0.2472
 FIO  H11   H  HCH1   0   0.207   2.7339   0.5933   1.4504
 FIO  H15   H  HCH2   0   0.207   1.6363  -0.3293  -1.2307
 FIO  H15A  H  HCH2   0   0.220   1.6162  -1.2765   0.2424
 FIO  H16   H  HCH2   0   0.218   0.2178   0.4460   1.3626
 FIO  H16A  H  HCH2   0   0.229   0.2667   1.4408  -0.0821
 FIO  H17   H  HCH2   0   0.216  -0.8800  -0.3811  -1.3673
 FIO  H17A  H  HCH2   0   0.216  -0.9214  -1.3747   0.0756
 FIO  HN18  H  HNH1   0   0.393  -2.0816   1.1554   0.6778
 FIO  H20   H  HCH2   0   0.243  -4.3836   0.7113   1.5639
 FIO  H20A  H  HCH2   0   0.243  -4.4910   1.6118   0.0401
 FIO  HN21  H  H      0   0.326  -4.5048  -1.5492  -0.8051
 FIO  H2    H  HNH2   0   0.322   3.1490   1.7608  -1.1654
 FIO  OXT   O  OC    -1  -0.624   4.2011  -1.4073   0.7650

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  1.455  0.020  1.455
 FIO  N10  HN10  single  0.890  0.020  1.040
 FIO  C11  C12   single  1.549  0.020  1.549
 FIO  C11  H11   single  0.970  0.020  1.090
 FIO  C12  O14   deloc   1.247  0.020  1.247
 FIO  C15  C11   single  1.532  0.020  1.532
 FIO  C15  C16   single  1.521  0.020  1.521
 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  0.860  0.020  1.020
 FIO  C19  N18   single  1.349  0.020  1.349
 FIO  C19  N21   double  1.276  0.020  1.276
 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   deloc   1.249  0.020  1.249

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  104.18  3.000
 FIO  H2    N10  C11   107.67  3.000
 FIO  HN10  N10  C11   108.68  3.000
 FIO  H11   C11  C15   107.34  3.000
 FIO  C15   C11  C12   109.27  3.000
 FIO  H11   C11  C12   107.31  3.000
 FIO  C15   C11  N10   109.86  3.000
 FIO  H11   C11  N10   107.44  3.000
 FIO  C12   C11  N10   115.29  3.000
 FIO  OXT   C12  O14   126.35  3.000
 FIO  OXT   C12  C11   116.04  3.000
 FIO  O14   C12  C11   117.60  3.000
 FIO  H15A  C15  H15   106.25  3.000
 FIO  H15A  C15  C16   109.60  3.000
 FIO  H15   C15  C16   109.55  3.000
 FIO  H15A  C15  C11   108.82  3.000
 FIO  H15   C15  C11   108.87  3.000
 FIO  C16   C15  C11   113.49  3.000
 FIO  H16A  C16  H16   106.65  3.000
 FIO  H16A  C16  C17   109.85  3.000
 FIO  H16   C16  C17   109.27  3.000
 FIO  H16A  C16  C15   109.49  3.000
 FIO  H16   C16  C15   109.29  3.000
 FIO  C17   C16  C15   112.14  3.000
 FIO  H17A  C17  H17   106.28  3.000
 FIO  H17A  C17  N18   109.69  3.000
 FIO  H17   C17  N18   110.14  3.000
 FIO  H17A  C17  C16   110.09  3.000
 FIO  H17   C17  C16   109.86  3.000
 FIO  N18   C17  C16   110.68  3.000
 FIO  HN18  N18  C19   119.22  3.000
 FIO  C19   N18  C17   122.79  3.000
 FIO  HN18  N18  C17   117.88  3.000
 FIO  N21   C19  C20   125.22  3.000
 FIO  C20   C19  N18   112.92  3.000
 FIO  N21   C19  N18   121.85  3.000
 FIO  H20A  C20  H20   108.61  3.000
 FIO  H20A  C20  F1    108.72  3.000
 FIO  H20   C20  F1    108.66  3.000
 FIO  H20A  C20  C19   110.22  3.000
 FIO  H20   C20  C19   110.28  3.000
 FIO  F1    C20  C19   110.30  3.000
 FIO  HN21  N21  C19   110.30  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  HN21  N21  C19  N18   180.00   0.0  0
 FIO  CONST_04  HN18  N18  C19  C20     0.00   0.0  0
 FIO  Var_01    C17   C16  C15  C11   178.44  30.0  3
 FIO  Var_02    N18   C17  C16  C15   179.38  30.0  3
 FIO  Var_03    C19   N18  C17  C16  -173.35  30.0  3
 FIO  Var_04    F1    C20  C19  N18  -179.63  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

