# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 08:21:41 2020
#   Inital geometry file: a 58 line input string
#   Ligand name: (1R,4S,5R)-3-fluoro-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1C[C@@](O)(C=C(F)[C@H]1O)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
 FA3  FA3  '(1R,4S,5R)-3-fluoro-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid'  ligand  22  13  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FA3
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
 FA3  C2    C  CH2   0  -0.499   1.2432   0.3127  -0.2985
 FA3  F1    F  F     0  -0.316  -2.4127   0.0183   1.5813
 FA3  C3    C  CH1   0   0.044   1.2246  -0.0927   1.1651
 FA3  O3    O  OH1   0  -0.668   2.3459   0.4780   1.7904
 FA3  C4    C  CH1   0  -0.109  -0.0727   0.3834   1.8107
 FA3  O4    O  OH1   0  -0.665  -0.1649  -0.1990   3.0877
 FA3  C5    C  C     0   0.477  -1.2318  -0.0089   0.9398
 FA3  C6    C  C1    0  -0.370  -1.1809  -0.3313  -0.3403
 FA3  C     C  C     0   0.527  -0.0270   0.2936  -2.4430
 FA3  O1    O  OH1   0  -0.582  -0.5456   1.5051  -2.3221
 FA3  O30   O  OH1   0  -0.650   0.5425  -1.7219  -1.2764
 FA3  O2    O  O     0  -0.424   0.2859  -0.2066  -3.4905
 FA3  C1    C  CT    0   0.058   0.1304  -0.3956  -1.0817
 FA3  H2C1  H  HCH2  0   0.267   1.1264   1.3966  -0.3715
 FA3  H2C2  H  HCH2  0   0.278   2.2066   0.0584  -0.7462
 FA3  H3    H  HCH1  0   0.224   1.2523  -1.1892   1.2374
 FA3  HB    H  HOH1  0   0.452   2.3441   0.2082   2.7148
 FA3  H4    H  HCH1  0   0.254  -0.0432   1.4810   1.8792
 FA3  HA    H  HOH1  0   0.465  -0.7202   0.3510   3.6481
 FA3  H6    H  H     0   0.293  -2.0897  -0.6002  -0.8689
 FA3  H1    H  HOH1  0   0.488  -0.6232   1.9271  -3.1915
 FA3  H30   H  HOH1  0   0.455  -0.1722  -2.2260  -1.6810

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
 FA3  C2   C3    single  1.519  0.020  1.519
 FA3  C2   C1    single  1.534  0.020  1.534
 FA3  C2   H2C1  single  0.970  0.020  1.090
 FA3  C2   H2C2  single  0.970  0.020  1.090
 FA3  F1   C5    single  1.344  0.020  1.344
 FA3  C3   O3    single  1.405  0.020  1.405
 FA3  C3   C4    single  1.525  0.020  1.525
 FA3  C3   H3    single  0.970  0.020  1.090
 FA3  O3   HB    single  0.850  0.020  0.980
 FA3  C4   O4    single  1.407  0.020  1.407
 FA3  C4   C5    single  1.502  0.020  1.502
 FA3  C4   H4    single  0.970  0.020  1.090
 FA3  O4   HA    single  0.850  0.020  0.980
 FA3  C5   C6    double  1.321  0.020  1.321
 FA3  C6   C1    single  1.508  0.020  1.508
 FA3  C6   H6    single  0.930  0.020  1.080
 FA3  C    O1    single  1.323  0.020  1.323
 FA3  C    O2    double  1.202  0.020  1.202
 FA3  C    C1    single  1.534  0.020  1.534
 FA3  O1   H1    single  0.850  0.020  0.980
 FA3  O30  C1    single  1.402  0.020  1.402
 FA3  O30  H30   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
 FA3  H2C2  C2   H2C1  107.32  3.000
 FA3  H2C2  C2   C1    108.84  3.000
 FA3  H2C1  C2   C1    110.26  3.000
 FA3  H2C2  C2   C3    110.10  3.000
 FA3  H2C1  C2   C3    109.14  3.000
 FA3  C1    C2   C3    111.10  3.000
 FA3  H3    C3   C4    107.76  3.000
 FA3  H3    C3   O3    110.84  3.000
 FA3  C4    C3   O3    111.33  3.000
 FA3  H3    C3   C2    109.22  3.000
 FA3  C4    C3   C2    109.57  3.000
 FA3  O3    C3   C2    108.10  3.000
 FA3  HB    O3   C3    108.18  3.000
 FA3  H4    C4   C5    108.51  3.000
 FA3  H4    C4   O4    111.00  3.000
 FA3  C5    C4   O4    111.57  3.000
 FA3  H4    C4   C3    108.36  3.000
 FA3  C5    C4   C3    109.24  3.000
 FA3  O4    C4   C3    108.11  3.000
 FA3  HA    O4   C4    109.27  3.000
 FA3  C6    C5   C4    126.57  3.000
 FA3  C6    C5   F1    120.08  3.000
 FA3  C4    C5   F1    113.33  3.000
 FA3  H6    C6   C1    118.57  3.000
 FA3  H6    C6   C5    120.01  3.000
 FA3  C1    C6   C5    121.36  3.000
 FA3  C1    C    O2    124.03  3.000
 FA3  C1    C    O1    111.75  3.000
 FA3  O2    C    O1    124.22  3.000
 FA3  H1    O1   C     110.36  3.000
 FA3  H30   O30  C1    109.58  3.000
 FA3  O30   C1   C     109.38  3.000
 FA3  O30   C1   C6    111.35  3.000
 FA3  C     C1   C6    109.15  3.000
 FA3  O30   C1   C2    107.12  3.000
 FA3  C     C1   C2    108.67  3.000
 FA3  C6    C1   C2    111.10  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
 FA3  CONST_01  H1  O1  C   C1  180.00   0.0  0
 FA3  Var_01    C1  C6  C5  C4    2.70  30.0  1

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
 FA3  chir_01  C3  C2  O3  C4  negativ
 FA3  chir_02  C4  O4  C3  C5  negativ
 FA3  chir_03  C1  C   C6  C2  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
 FA3  plan-1  C   0.020
 FA3  plan-1  O1  0.020
 FA3  plan-1  O2  0.020
 FA3  plan-1  C1  0.020
 FA3  plan-1  H1  0.020

