# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 06:58:18 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: (2S)-2-hydroxy-3-(4-hydroxyphenyl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H](Cc1ccc(O)cc1)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
 TYF  TYF  '(2S)-2-hydroxy-3-(4-hydroxyphenyl)propanoic acid'  ligand  22  13  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_TYF
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
 TYF  O2   O  O      0  -0.608   3.8568  -1.0573  -0.0731
 TYF  C1   C  C      0   0.389   3.2206   0.0215  -0.0588
 TYF  O1   O  OC    -1  -0.596   3.6606   1.1550   0.1864
 TYF  C2   C  CH1    0  -0.068   1.7145  -0.1110  -0.3790
 TYF  C3   C  CH2    0  -0.534   0.8675   0.3932   0.7959
 TYF  O3   O  OH1    0  -0.638  -4.6668   0.1135  -0.3848
 TYF  C4   C  CR6    0   0.125  -0.6052   0.3079   0.5183
 TYF  O4   O  OH1    0  -0.690   1.4146  -1.4470  -0.6874
 TYF  C5   C  CR16   0  -0.293  -1.3405  -0.8351   0.8174
 TYF  C6   C  CR16   0  -0.373  -2.6957  -0.9238   0.5304
 TYF  C7   C  CR6    0   0.332  -3.3505   0.1423  -0.0795
 TYF  C8   C  CR16   0  -0.325  -2.6319   1.2937  -0.3899
 TYF  C9   C  CR16   0  -0.298  -1.2801   1.3642  -0.0909
 TYF  H2   H  HCH1   0   0.203   1.4945   0.5291  -1.2468
 TYF  H3   H  HCH2   0   0.233   1.1167  -0.1881   1.6894
 TYF  H3A  H  HCH2   0   0.238   1.1483   1.4279   1.0013
 TYF  HO3  H  HOH1   0   0.471  -5.0562  -0.7187  -0.0955
 TYF  HO4  H  HOH1   0   0.425   2.2673  -1.8907  -0.5227
 TYF  H5   H  HCR6   0   0.242  -0.8516  -1.6770   1.2917
 TYF  H6   H  HCR6   0   0.264  -3.2417  -1.8265   0.7837
 TYF  H8   H  HCR6   0   0.257  -3.1330   2.1321  -0.8582
 TYF  H9   H  HCR6   0   0.243  -0.7394   2.2715  -0.3363

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
 TYF  C1  O2   deloc     1.253  0.020  1.253
 TYF  C2  C1   single    1.545  0.020  1.545
 TYF  C1  O1   deloc     1.240  0.020  1.240
 TYF  O4  C2   single    1.404  0.020  1.404
 TYF  C2  C3   single    1.534  0.020  1.534
 TYF  C2  H2   single    0.970  0.020  1.090
 TYF  C4  C3   single    1.501  0.020  1.501
 TYF  C3  H3   single    0.970  0.020  1.090
 TYF  C3  H3A  single    0.970  0.020  1.090
 TYF  O3  C7   single    1.352  0.020  1.352
 TYF  O3  HO3  single    0.850  0.020  0.980
 TYF  C9  C4   aromatic  1.394  0.020  1.394
 TYF  C5  C4   aromatic  1.392  0.020  1.392
 TYF  O4  HO4  single    0.850  0.020  0.980
 TYF  C6  C5   aromatic  1.388  0.020  1.388
 TYF  C5  H5   single    0.930  0.020  1.080
 TYF  C7  C6   aromatic  1.392  0.020  1.392
 TYF  C6  H6   single    0.930  0.020  1.080
 TYF  C7  C8   aromatic  1.392  0.020  1.392
 TYF  C8  C9   aromatic  1.386  0.020  1.386
 TYF  C8  H8   single    0.930  0.020  1.080
 TYF  C9  H9   single    0.930  0.020  1.080

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
 TYF  C2   C1  O1  117.71  3.000
 TYF  O1   C1  O2  127.53  3.000
 TYF  C2   C1  O2  114.76  3.000
 TYF  H2   C2  O4  109.73  3.000
 TYF  H2   C2  C3  107.61  3.000
 TYF  O4   C2  C3  111.30  3.000
 TYF  H2   C2  C1  107.96  3.000
 TYF  C3   C2  C1  110.57  3.000
 TYF  O4   C2  C1  109.59  3.000
 TYF  H3A  C3  H3  106.93  3.000
 TYF  H3A  C3  C4  109.94  3.000
 TYF  H3   C3  C4  110.13  3.000
 TYF  H3A  C3  C2  108.28  3.000
 TYF  H3   C3  C2  108.96  3.000
 TYF  C4   C3  C2  112.43  3.000
 TYF  HO3  O3  C7  110.14  3.000
 TYF  C9   C4  C5  117.43  3.000
 TYF  C5   C4  C3  121.69  3.000
 TYF  C9   C4  C3  120.85  3.000
 TYF  HO4  O4  C2  102.07  3.000
 TYF  H5   C5  C6  118.79  3.000
 TYF  H5   C5  C4  119.61  3.000
 TYF  C6   C5  C4  121.60  3.000
 TYF  H6   C6  C7  120.19  3.000
 TYF  H6   C6  C5  119.75  3.000
 TYF  C7   C6  C5  120.06  3.000
 TYF  C8   C7  C6  119.23  3.000
 TYF  C8   C7  O3  118.02  3.000
 TYF  C6   C7  O3  122.74  3.000
 TYF  H8   C8  C9  120.33  3.000
 TYF  H8   C8  C7  119.85  3.000
 TYF  C9   C8  C7  119.82  3.000
 TYF  H9   C9  C8  118.68  3.000
 TYF  H9   C9  C4  119.45  3.000
 TYF  C8   C9  C4  121.87  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
 TYF  CONST_01  C7  C8  C9  C4    0.00   0.0  0
 TYF  CONST_02  C7  C6  C5  C4    0.00   0.0  0
 TYF  CONST_03  C8  C9  C4  C5    0.00   0.0  0
 TYF  CONST_04  C8  C7  C6  C5    0.00   0.0  0
 TYF  CONST_05  C9  C4  C5  C6    0.00   0.0  0
 TYF  CONST_06  C9  C8  C7  C6    0.00   0.0  0
 TYF  CONST_07  C8  C9  C4  C3  180.00   0.0  0
 TYF  CONST_08  C6  C5  C4  C3  180.00   0.0  0
 TYF  CONST_09  C5  C6  C7  O3  180.00   0.0  0
 TYF  CONST_10  C9  C8  C7  O3  180.00   0.0  0
 TYF  CONST_11  H8  C8  C9  C4  180.00   0.0  0
 TYF  CONST_12  H6  C6  C5  C4  180.00   0.0  0
 TYF  CONST_13  H9  C9  C4  C5  180.00   0.0  0
 TYF  CONST_14  H5  C5  C6  C7  180.00   0.0  0
 TYF  Var_01    C9  C4  C3  C2  -88.99  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
 TYF  chir_01  C2  C1  O4  C3  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
 TYF  plan-1  C3  0.020
 TYF  plan-1  O3  0.020
 TYF  plan-1  C4  0.020
 TYF  plan-1  C5  0.020
 TYF  plan-1  C6  0.020
 TYF  plan-1  C7  0.020
 TYF  plan-1  C8  0.020
 TYF  plan-1  C9  0.020
 TYF  plan-1  H5  0.020
 TYF  plan-1  H6  0.020
 TYF  plan-1  H8  0.020
 TYF  plan-1  H9  0.020
 TYF  plan-2  O2  0.020
 TYF  plan-2  C1  0.020
 TYF  plan-2  O1  0.020
 TYF  plan-2  C2  0.020

