# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 08:03:53 2020
#   Inital geometry file: a 58 line input string
#   Ligand name: (1R,4R,5R)-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[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
 FA1  FA1  '(1R,4R,5R)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid'  ligand  22  12  .  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_FA1
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
 FA1  C2    C  CH2   0  -0.495   1.0378   0.2769   0.0233
 FA1  C3    C  CH1   0   0.051   0.7857  -0.1170   1.4698
 FA1  O3    O  OH1   0  -0.674   1.8466   0.3874   2.2450
 FA1  C4    C  CH1   0  -0.006  -0.5583   0.4433   1.9107
 FA1  O4    O  OH1   0  -0.676  -0.8443  -0.0773   3.1928
 FA1  C5    C  C1    0  -0.280  -1.6261   0.0812   0.9164
 FA1  C6    C  C1    0  -0.199  -1.3840  -0.2573  -0.3433
 FA1  C     C  C     0   0.523   0.0673   0.3370  -2.2727
 FA1  O1    O  OH1   0  -0.583  -0.4286   1.5634  -2.2102
 FA1  O30   O  OH1   0  -0.653   0.3803  -1.7141  -1.0728
 FA1  O2    O  O     0  -0.426   0.5074  -0.1611  -3.2751
 FA1  C1    C  CT    0   0.056   0.0101  -0.3689  -0.9139
 FA1  H2C1  H  HCH2  0   0.261   0.9919   1.3654  -0.0610
 FA1  H2C2  H  HCH2  0   0.273   2.0405  -0.0291  -0.2843
 FA1  H3    H  HCH1  0   0.215   0.7357  -1.2134   1.5428
 FA1  HB    H  HOH1  0   0.449   1.6849   0.1492   3.1640
 FA1  H4    H  HCH1  0   0.229  -0.4732   1.5400   1.9527
 FA1  HA    H  HOH1  0   0.459  -1.5189   0.4700   3.6059
 FA1  H5    H  H     0   0.264  -2.6529   0.1204   1.2666
 FA1  H6    H  H     0   0.275  -2.2094  -0.5171  -0.9996
 FA1  H1    H  HOH1  0   0.486  -0.3752   1.9917  -3.0781
 FA1  H30   H  HOH1  0   0.453  -0.2950  -2.1770  -1.5813

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
 FA1  C2   C3    single  1.520  0.020  1.520
 FA1  C2   C1    single  1.533  0.020  1.533
 FA1  C2   H2C1  single  0.970  0.020  1.090
 FA1  C2   H2C2  single  0.970  0.020  1.090
 FA1  C3   O3    single  1.407  0.020  1.407
 FA1  C3   C4    single  1.521  0.020  1.521
 FA1  C3   H3    single  0.970  0.020  1.090
 FA1  O3   HB    single  0.850  0.020  0.980
 FA1  C4   O4    single  1.413  0.020  1.413
 FA1  C4   C5    single  1.503  0.020  1.503
 FA1  C4   H4    single  0.970  0.020  1.090
 FA1  O4   HA    single  0.850  0.020  0.980
 FA1  C5   C6    double  1.327  0.020  1.327
 FA1  C5   H5    single  0.930  0.020  1.080
 FA1  C6   C1    single  1.510  0.020  1.510
 FA1  C6   H6    single  0.930  0.020  1.080
 FA1  C    O1    single  1.324  0.020  1.324
 FA1  C    O2    double  1.203  0.020  1.203
 FA1  C    C1    single  1.532  0.020  1.532
 FA1  O1   H1    single  0.850  0.020  0.980
 FA1  O30  C1    single  1.404  0.020  1.404
 FA1  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
 FA1  H2C2  C2   H2C1  107.21  3.000
 FA1  H2C2  C2   C1    108.97  3.000
 FA1  H2C1  C2   C1    110.14  3.000
 FA1  H2C2  C2   C3    110.33  3.000
 FA1  H2C1  C2   C3    108.94  3.000
 FA1  C1    C2   C3    111.18  3.000
 FA1  H3    C3   C4    107.92  3.000
 FA1  H3    C3   O3    110.79  3.000
 FA1  C4    C3   O3    111.98  3.000
 FA1  H3    C3   C2    109.20  3.000
 FA1  C4    C3   C2    109.08  3.000
 FA1  O3    C3   C2    107.83  3.000
 FA1  HB    O3   C3    108.08  3.000
 FA1  H4    C4   C5    108.67  3.000
 FA1  H4    C4   O4    110.37  3.000
 FA1  C5    C4   O4    111.57  3.000
 FA1  H4    C4   C3    108.04  3.000
 FA1  C5    C4   C3    110.31  3.000
 FA1  O4    C4   C3    107.82  3.000
 FA1  HA    O4   C4    108.79  3.000
 FA1  H5    C5   C6    119.22  3.000
 FA1  H5    C5   C4    116.73  3.000
 FA1  C6    C5   C4    124.04  3.000
 FA1  H6    C6   C1    117.10  3.000
 FA1  H6    C6   C5    119.74  3.000
 FA1  C1    C6   C5    123.09  3.000
 FA1  C1    C    O2    124.19  3.000
 FA1  C1    C    O1    111.76  3.000
 FA1  O2    C    O1    124.05  3.000
 FA1  H1    O1   C     110.26  3.000
 FA1  H30   O30  C1    109.58  3.000
 FA1  O30   C1   C     109.34  3.000
 FA1  O30   C1   C6    110.91  3.000
 FA1  C     C1   C6    109.60  3.000
 FA1  O30   C1   C2    107.21  3.000
 FA1  C     C1   C2    108.84  3.000
 FA1  C6    C1   C2    110.89  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
 FA1  CONST_01  H1  O1  C   C1  180.00   0.0  0
 FA1  Var_01    C1  C6  C5  C4    2.40  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
 FA1  chir_01  C3  C2  O3  C4  negativ
 FA1  chir_02  C4  O4  C5  C3  positiv
 FA1  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
 FA1  plan-1  C   0.020
 FA1  plan-1  O1  0.020
 FA1  plan-1  O2  0.020
 FA1  plan-1  C1  0.020
 FA1  plan-1  H1  0.020

