# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 15:25:38 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  20  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 PERFECT
;

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  OH1   0  -0.598   2.3920  -1.0330   0.1891
 HHA  C     C  C     0   0.518   1.9559   0.2233   0.1610
 HHA  O2    O  O     0  -0.449   2.6973   1.1732   0.2753
 HHA  C1    C  C     0  -0.060   0.4956   0.3120  -0.0354
 HHA  C6    C  C1    0  -0.219  -0.0501   1.5206  -0.2405
 HHA  C5    C  C1    0  -0.222  -1.4728   1.6799  -0.4726
 HHA  C4    C  C1    0  -0.244  -2.3104   0.6632  -0.2555
 HHA  C3    C  CH1   0   0.008  -1.8057  -0.6415   0.2958
 HHA  O3'   O  OH1   0  -0.662  -1.8516  -0.6204   1.7102
 HHA  C2    C  CH1   0  -0.188  -0.3620  -0.9278  -0.1164
 HHA  N2    N  NH2   0  -0.792  -0.3662  -1.4001  -1.4984
 HHA  HO1   H  HOH1  0   0.485   3.3538  -1.0443   0.3044
 HHA  H6    H  H     0   0.271   0.5716   2.4075  -0.2398
 HHA  H5    H  H     0   0.266  -1.8361   2.6443  -0.8030
 HHA  H4    H  H     0   0.269  -3.3781   0.7873  -0.3951
 HHA  H3    H  HCH1  0   0.224  -2.4236  -1.4613  -0.0954
 HHA  H3'   H  HOH1  0   0.453  -2.7613  -0.4669   1.9844
 HHA  H2    H  HCH1  0   0.240   0.0141  -1.6808   0.5889
 HHA  HN21  H  HNH2  0   0.349   0.5839  -1.5724  -1.8024
 HHA  HN22  H  HNH2  0   0.349  -0.8288  -2.3014  -1.5356

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     single  1.330  0.020  1.330
 HHA  O1   HO1   single  0.850  0.020  0.980
 HHA  C    O2    double  1.210  0.020  1.210
 HHA  C    C1    single  1.476  0.020  1.476
 HHA  C1   C6    double  1.342  0.020  1.342
 HHA  C1   C2    single  1.510  0.020  1.510
 HHA  C6   C5    single  1.450  0.020  1.450
 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  1.504  0.020  1.504
 HHA  C4   H4    single  0.930  0.020  1.080
 HHA  C3   O3'   single  1.415  0.020  1.415
 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  1.460  0.020  1.460
 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  HO1   O1   C     109.81  3.000
 HHA  C1    C    O2    124.85  3.000
 HHA  C1    C    O1    112.57  3.000
 HHA  O2    C    O1    122.58  3.000
 HHA  C2    C1   C6    120.03  3.000
 HHA  C2    C1   C     121.32  3.000
 HHA  C6    C1   C     118.47  3.000
 HHA  H6    C6   C5    118.24  3.000
 HHA  H6    C6   C1    120.27  3.000
 HHA  C5    C6   C1    121.49  3.000
 HHA  H5    C5   C4    121.18  3.000
 HHA  H5    C5   C6    118.42  3.000
 HHA  C4    C5   C6    120.38  3.000
 HHA  H4    C4   C3    118.50  3.000
 HHA  H4    C4   C5    120.65  3.000
 HHA  C3    C4   C5    120.65  3.000
 HHA  H3    C3   C2    107.18  3.000
 HHA  H3    C3   O3'   110.41  3.000
 HHA  C2    C3   O3'   107.63  3.000
 HHA  H3    C3   C4    109.16  3.000
 HHA  C2    C3   C4    112.38  3.000
 HHA  O3'   C3   C4    110.04  3.000
 HHA  H3'   O3'  C3    108.53  3.000
 HHA  H2    C2   N2    112.76  3.000
 HHA  H2    C2   C3    106.18  3.000
 HHA  N2    C2   C3    108.24  3.000
 HHA  H2    C2   C1    109.52  3.000
 HHA  N2    C2   C1    108.54  3.000
 HHA  C3    C2   C1    111.61  3.000
 HHA  HN22  N2   HN21  105.42  3.000
 HHA  HN22  N2   C2    108.88  3.000
 HHA  HN21  N2   C2    109.67  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  CONST_01  HO1  O1  C   C1   180.00   0.0  0
 HHA  Var_01    C4   C5  C6  C1    11.90  30.0  1
 HHA  Var_02    C3   C4  C5  C6     2.99  30.0  1
 HHA  Var_03    C2   C1  C6  C5     3.29  30.0  1
 HHA  Var_04    C6   C1  C   O1  -172.23  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
 HHA  plan-1  HO1  0.020

