# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 17:21:33 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  20  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  OH1   0  -0.575   2.2097  -1.6667  -0.1844
 HHH  C10   C  C     0   0.510   2.3052  -0.3547  -0.2672
 HHH  O11   O  O     0  -0.438   2.9356   0.2381  -1.1073
 HHH  C7    C  CH1   0  -0.124   1.4868   0.3538   0.8017
 HHH  O8    O  OH1   0  -0.654   1.8712   1.6914   0.9000
 HHH  C1    C  CR6   0   0.062   0.0203   0.1768   0.4598
 HHH  C2    C  CR16  0  -0.282  -0.7260  -0.8451   1.0365
 HHH  C3    C  CR16  0  -0.324  -2.0592  -1.0317   0.7120
 HHH  C6    C  CR16  0  -0.277  -0.6034   1.0184  -0.4540
 HHH  C5    C  CR16  0  -0.371  -1.9375   0.8450  -0.7884
 HHH  C4    C  CR6   0   0.347  -2.6742  -0.1846  -0.2074
 HHH  O1    O  OH1   0  -0.630  -3.9731  -0.4003  -0.4910
 HHH  HO12  H  HOH1  0   0.490   2.6922  -2.0912  -0.9105
 HHH  H7    H  HCH1  0   0.291   1.6859  -0.1316   1.7634
 HHH  HO8   H  HOH1  0   0.451   2.2459   1.9711   0.0556
 HHH  H2    H  HCR6  0   0.256  -0.2647  -1.5086   1.7587
 HHH  H3    H  HCR6  0   0.265  -2.6291  -1.8280   1.1739
 HHH  H6    H  HCR6  0   0.255  -0.0574   1.8307  -0.9173
 HHH  H5    H  HCR6  0   0.273  -2.4043   1.5157  -1.5013
 HHH  HO1   H  HOH1  0   0.475  -4.2868   0.2402  -1.1389

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   single    1.318  0.020  1.318
 HHH  O12  HO12  single    0.850  0.020  0.980
 HHH  O11  C10   double    1.206  0.020  1.206
 HHH  C10  C7    single    1.521  0.020  1.521
 HHH  C7   O8    single    1.395  0.020  1.395
 HHH  C7   C1    single    1.516  0.020  1.516
 HHH  C7   H7    single    0.970  0.020  1.090
 HHH  O8   HO8   single    0.850  0.020  0.980
 HHH  C6   C1    aromatic  1.390  0.020  1.390
 HHH  C1   C2    aromatic  1.391  0.020  1.391
 HHH  C2   C3    aromatic  1.385  0.020  1.385
 HHH  C2   H2    single    0.930  0.020  1.080
 HHH  C4   C3    aromatic  1.393  0.020  1.393
 HHH  C3   H3    single    0.930  0.020  1.080
 HHH  C6   C5    aromatic  1.386  0.020  1.386
 HHH  C6   H6    single    0.930  0.020  1.080
 HHH  C5   C4    aromatic  1.393  0.020  1.393
 HHH  C5   H5    single    0.930  0.020  1.080
 HHH  C4   O1    single    1.347  0.020  1.347
 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  HO12  O12  C10  110.65  3.000
 HHH  C7    C10  O11  122.80  3.000
 HHH  C7    C10  O12  112.36  3.000
 HHH  O11   C10  O12  124.81  3.000
 HHH  H7    C7   C1   108.78  3.000
 HHH  H7    C7   O8   108.24  3.000
 HHH  C1    C7   O8   113.22  3.000
 HHH  H7    C7   C10  108.22  3.000
 HHH  C1    C7   C10  107.91  3.000
 HHH  O8    C7   C10  110.35  3.000
 HHH  HO8   O8   C7   108.86  3.000
 HHH  C6    C1   C2   118.48  3.000
 HHH  C2    C1   C7   120.75  3.000
 HHH  C6    C1   C7   120.76  3.000
 HHH  H2    C2   C3   118.91  3.000
 HHH  H2    C2   C1   119.85  3.000
 HHH  C3    C2   C1   121.23  3.000
 HHH  H3    C3   C4   119.76  3.000
 HHH  H3    C3   C2   120.39  3.000
 HHH  C4    C3   C2   119.85  3.000
 HHH  H6    C6   C5   118.42  3.000
 HHH  H6    C6   C1   120.61  3.000
 HHH  C5    C6   C1   120.97  3.000
 HHH  H5    C5   C4   120.24  3.000
 HHH  H5    C5   C6   119.70  3.000
 HHH  C4    C5   C6   120.06  3.000
 HHH  O1    C4   C5   122.72  3.000
 HHH  O1    C4   C3   117.86  3.000
 HHH  C5    C4   C3   119.42  3.000
 HHH  HO1   O1   C4   110.43  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
 HHH  CONST_15  HO12  O12  C10  O11    0.00  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
 HHH  plan-2  HO12  0.020

