# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 18:42:03 2020
#   Inital geometry file: a 56 line input string
#   Ligand name: (2S)-hydroxy(4-hydroxyphenyl)ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H](C(O)=O)c1ccc(O)cc1
#
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
 HHH  HHH  '(2S)-hydroxy(4-hydroxyphenyl)ethanoic acid'  ligand  19  12  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_HHH
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
 HHH  O12  O  OC    -1  -0.581   2.1316  -1.6980  -0.2454
 HHH  C10  C  C      0   0.397   2.3292  -0.4775  -0.2042
 HHH  O11  O  O      0  -0.605   3.1572   0.1938  -0.8601
 HHH  C7   C  CH1    0  -0.144   1.4584   0.3624   0.7725
 HHH  O8   O  OH1    0  -0.690   1.8973   1.6919   0.7521
 HHH  C1   C  CR6    0   0.082   0.0032   0.2354   0.3950
 HHH  C2   C  CR16   0  -0.288  -0.7598  -0.8328   0.8553
 HHH  C3   C  CR16   0  -0.374  -2.0899  -0.9835   0.4910
 HHH  C6   C  CR16   0  -0.293  -0.6105   1.1575  -0.4475
 HHH  C5   C  CR16   0  -0.326  -1.9386   1.0203  -0.8236
 HHH  C4   C  CR6    0   0.333  -2.6887  -0.0545  -0.3558
 HHH  O1   O  OH1    0  -0.638  -3.9808  -0.1439  -0.7427
 HHH  H7   H  HCH1   0   0.222   1.5935  -0.0637   1.7774
 HHH  HO8  H  HOH1   0   0.429   2.5871   1.6682   0.0606
 HHH  H2   H  HCR6   0   0.243  -0.3138  -1.5629   1.5200
 HHH  H3   H  HCR6   0   0.263  -2.6619  -1.8218   0.8740
 HHH  H6   H  HCR6   0   0.244  -0.0505   2.0065  -0.8172
 HHH  H5   H  HCR6   0   0.255  -2.3987   1.7514  -1.4775
 HHH  HO1  H  HOH1   0   0.471  -4.3937  -0.9184  -0.3457

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
 HHH  C10  O12  deloc     1.237  0.020  1.237
 HHH  O11  C10  deloc     1.252  0.020  1.252
 HHH  C10  C7   single    1.555  0.020  1.555
 HHH  C7   O8   single    1.400  0.020  1.400
 HHH  C7   C1   single    1.509  0.020  1.509
 HHH  C7   H7   single    0.970  0.020  1.090
 HHH  O8   HO8  single    0.850  0.020  0.980
 HHH  C6   C1   aromatic  1.392  0.020  1.392
 HHH  C1   C2   aromatic  1.391  0.020  1.391
 HHH  C2   C3   aromatic  1.387  0.020  1.387
 HHH  C2   H2   single    0.930  0.020  1.080
 HHH  C4   C3   aromatic  1.392  0.020  1.392
 HHH  C3   H3   single    0.930  0.020  1.080
 HHH  C6   C5   aromatic  1.387  0.020  1.387
 HHH  C6   H6   single    0.930  0.020  1.080
 HHH  C5   C4   aromatic  1.392  0.020  1.392
 HHH  C5   H5   single    0.930  0.020  1.080
 HHH  C4   O1   single    1.352  0.020  1.352
 HHH  O1   HO1  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
 HHH  C7   C10  O11  114.20  3.000
 HHH  C7   C10  O12  117.67  3.000
 HHH  O11  C10  O12  128.13  3.000
 HHH  H7   C7   C1   108.33  3.000
 HHH  H7   C7   O8   110.04  3.000
 HHH  C1   C7   O8   112.25  3.000
 HHH  H7   C7   C10  107.21  3.000
 HHH  C1   C7   C10  109.73  3.000
 HHH  O8   C7   C10  109.16  3.000
 HHH  HO8  O8   C7   102.03  3.000
 HHH  C6   C1   C2   117.85  3.000
 HHH  C2   C1   C7   120.72  3.000
 HHH  C6   C1   C7   121.40  3.000
 HHH  H2   C2   C3   118.85  3.000
 HHH  H2   C2   C1   119.65  3.000
 HHH  C3   C2   C1   121.50  3.000
 HHH  H3   C3   C4   120.24  3.000
 HHH  H3   C3   C2   119.79  3.000
 HHH  C4   C3   C2   119.97  3.000
 HHH  H6   C6   C5   118.71  3.000
 HHH  H6   C6   C1   119.90  3.000
 HHH  C5   C6   C1   121.39  3.000
 HHH  H5   C5   C4   119.68  3.000
 HHH  H5   C5   C6   120.24  3.000
 HHH  C4   C5   C6   120.08  3.000
 HHH  O1   C4   C5   118.04  3.000
 HHH  O1   C4   C3   122.75  3.000
 HHH  C5   C4   C3   119.21  3.000
 HHH  HO1  O1   C4   110.18  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
 HHH  CONST_01  C4  C5  C6  C1    0.00  0.0  0
 HHH  CONST_02  C4  C3  C2  C1    0.00  0.0  0
 HHH  CONST_03  C5  C6  C1  C2    0.00  0.0  0
 HHH  CONST_04  C5  C4  C3  C2    0.00  0.0  0
 HHH  CONST_05  C6  C1  C2  C3    0.00  0.0  0
 HHH  CONST_06  C6  C5  C4  C3    0.00  0.0  0
 HHH  CONST_07  C5  C6  C1  C7  180.00  0.0  0
 HHH  CONST_08  C3  C2  C1  C7  180.00  0.0  0
 HHH  CONST_09  O1  C4  C3  C2  180.00  0.0  0
 HHH  CONST_10  O1  C4  C5  C6  180.00  0.0  0
 HHH  CONST_11  H5  C5  C6  C1  180.00  0.0  0
 HHH  CONST_12  H3  C3  C2  C1  180.00  0.0  0
 HHH  CONST_13  H6  C6  C1  C2  180.00  0.0  0
 HHH  CONST_14  H2  C2  C1  C6  180.00  0.0  0

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
 HHH  chir_01  C7  C10  O8  C1  negativ

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
 HHH  plan-1  C7   0.020
 HHH  plan-1  C1   0.020
 HHH  plan-1  C2   0.020
 HHH  plan-1  C3   0.020
 HHH  plan-1  C6   0.020
 HHH  plan-1  C5   0.020
 HHH  plan-1  C4   0.020
 HHH  plan-1  O1   0.020
 HHH  plan-1  H2   0.020
 HHH  plan-1  H3   0.020
 HHH  plan-1  H6   0.020
 HHH  plan-1  H5   0.020
 HHH  plan-2  O12  0.020
 HHH  plan-2  C10  0.020
 HHH  plan-2  O11  0.020
 HHH  plan-2  C7   0.020

