# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 17:57:06 2020
#   Inital geometry file: a 58 line input string
#   Ligand name: (5S,6S)-6-amino-5-hydroxycyclohexa-1,3-diene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H]1[C@@H](O)C=CC=C1C(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
 HHA  HHA  '(5S,6S)-6-amino-5-hydroxycyclohexa-1,3-diene-1-carboxylic acid'  ligand  19  11  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HHA
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
 HHA  O1    O  OC    -1  -0.598   2.4572  -1.0330  -0.0445
 HHA  C     C  C      0   0.391   2.0225   0.1366   0.0316
 HHA  O2    O  O      0  -0.596   2.7026   1.1701   0.1828
 HHA  C1    C  C      0  -0.072   0.5195   0.2958  -0.0921
 HHA  C6    C  C1     0  -0.276  -0.0436   1.4966  -0.2745
 HHA  C5    C  C1     0  -0.219  -1.4778   1.6459  -0.4720
 HHA  C4    C  C1     0  -0.277  -2.3106   0.6244  -0.2600
 HHA  C3    C  CH1    0   0.016  -1.7882  -0.6805   0.2703
 HHA  O3'   O  OH1    0  -0.671  -1.8353  -0.6887   1.6902
 HHA  C2    C  CH1    0  -0.179  -0.3397  -0.9421  -0.1408
 HHA  N2    N  NH2    0  -0.803  -0.3292  -1.4496  -1.5136
 HHA  H6    H  H      0   0.238   0.5764   2.3847  -0.2937
 HHA  H5    H  H      0   0.248  -1.8574   2.6098  -0.7902
 HHA  H4    H  H      0   0.251  -3.3807   0.7419  -0.3908
 HHA  H3    H  HCH1   0   0.205  -2.3985  -1.5041  -0.1283
 HHA  H3'   H  HOH1   0   0.447  -2.7310  -0.4668   1.9631
 HHA  H2    H  HCH1   0   0.215   0.0623  -1.6754   0.5717
 HHA  HN21  H  HNH2   0   0.341   0.6366  -1.6044  -1.7767
 HHA  HN22  H  HNH2   0   0.338  -0.7613  -2.3671  -1.5262

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
 HHA  O1   C     deloc   1.250  0.020  1.250
 HHA  C    O2    deloc   1.246  0.020  1.246
 HHA  C    C1    single  1.516  0.020  1.516
 HHA  C1   C6    double  1.339  0.020  1.339
 HHA  C1   C2    single  1.508  0.020  1.508
 HHA  C6   C5    single  1.455  0.020  1.455
 HHA  C6   H6    single  0.930  0.020  1.080
 HHA  C5   C4    double  1.335  0.020  1.335
 HHA  C5   H5    single  0.930  0.020  1.080
 HHA  C4   C3    single  1.502  0.020  1.502
 HHA  C4   H4    single  0.930  0.020  1.080
 HHA  C3   O3'   single  1.421  0.020  1.421
 HHA  C3   C2    single  1.528  0.020  1.528
 HHA  C3   H3    single  0.970  0.020  1.090
 HHA  O3'  H3'   single  0.850  0.020  0.980
 HHA  C2   N2    single  1.464  0.020  1.464
 HHA  C2   H2    single  0.970  0.020  1.090
 HHA  N2   HN21  single  0.890  0.020  1.040
 HHA  N2   HN22  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
 HHA  C1    C    O2    117.63  3.000
 HHA  C1    C    O1    115.97  3.000
 HHA  O2    C    O1    126.40  3.000
 HHA  C2    C1   C6    119.49  3.000
 HHA  C2    C1   C     118.77  3.000
 HHA  C6    C1   C     121.48  3.000
 HHA  H6    C6   C5    118.52  3.000
 HHA  H6    C6   C1    119.81  3.000
 HHA  C5    C6   C1    121.67  3.000
 HHA  H5    C5   C4    120.57  3.000
 HHA  H5    C5   C6    118.45  3.000
 HHA  C4    C5   C6    120.98  3.000
 HHA  H4    C4   C3    118.67  3.000
 HHA  H4    C4   C5    120.90  3.000
 HHA  C3    C4   C5    120.25  3.000
 HHA  H3    C3   C2    107.47  3.000
 HHA  H3    C3   O3'   109.85  3.000
 HHA  C2    C3   O3'   107.42  3.000
 HHA  H3    C3   C4    109.24  3.000
 HHA  C2    C3   C4    112.54  3.000
 HHA  O3'   C3   C4    110.26  3.000
 HHA  H3'   O3'  C3    108.23  3.000
 HHA  H2    C2   N2    111.98  3.000
 HHA  H2    C2   C3    106.65  3.000
 HHA  N2    C2   C3    108.57  3.000
 HHA  H2    C2   C1    108.57  3.000
 HHA  N2    C2   C1    108.11  3.000
 HHA  C3    C2   C1    113.01  3.000
 HHA  HN22  N2   HN21  105.35  3.000
 HHA  HN22  N2   C2    108.80  3.000
 HHA  HN21  N2   C2    107.66  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
 HHA  Var_01  C4  C5  C6  C1    11.19  30.0  1
 HHA  Var_02  C3  C4  C5  C6     3.79  30.0  1
 HHA  Var_03  C2  C1  C6  C5     2.25  30.0  1
 HHA  Var_04  C6  C1  C   O1  -167.49  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
 HHA  chir_01  C3  C4  O3'  C2  positiv
 HHA  chir_02  C2  N2  C3   C1  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
 HHA  plan-1  O1  0.020
 HHA  plan-1  C   0.020
 HHA  plan-1  O2  0.020
 HHA  plan-1  C1  0.020

