# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 04:14:24 2020
#   Inital geometry file: a 60 line input string
#   Ligand name: 3-(4-hydroxyphenyl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCc1ccc(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
 HPP  HPP  '3-(4-hydroxyphenyl)propanoic acid'  ligand  21  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_HPP
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
 HPP  C1   C  CR6    0   0.113  -0.0980   0.5276  -0.4362
 HPP  C2   C  CR16   0  -0.307  -1.2877   0.4400  -1.1550
 HPP  C3   C  CR16   0  -0.323  -1.3034   0.1544  -2.5129
 HPP  C4   C  CR6    0   0.330  -0.1068  -0.0553  -3.1916
 HPP  O4   O  OH1    0  -0.638  -0.1663  -0.3316  -4.5134
 HPP  C5   C  CR16   0  -0.369   1.0950   0.0297  -2.4930
 HPP  C6   C  CR16   0  -0.294   1.0881   0.3179  -1.1359
 HPP  C7   C  CH2    0  -0.494  -0.0898   0.7866   1.0457
 HPP  C8   C  CH2    0  -0.574   0.1018  -0.4977   1.8475
 HPP  C9   C  C      0   0.412   0.1241  -0.3339   3.3777
 HPP  O1   O  O      0  -0.607  -0.0609   0.8066   3.8456
 HPP  O2   O  OC    -1  -0.631   0.3247  -1.3789   4.0323
 HPP  H2   H  HCR6   0   0.243  -2.2307   0.6012  -0.6452
 HPP  H3   H  HCR6   0   0.256  -2.2433   0.0932  -3.0480
 HPP  HO4  H  HOH1   0   0.471   0.7188  -0.4807  -4.8627
 HPP  H5   H  HCR6   0   0.264   2.0378  -0.1275  -3.0058
 HPP  H6   H  HCR6   0   0.246   2.0354   0.3828  -0.6121
 HPP  H71  H  HCH2   0   0.225  -1.0266   1.2646   1.3396
 HPP  H72  H  HCH2   0   0.225   0.7060   1.4936   1.2923
 HPP  H81  H  HCH2   0   0.225   1.0319  -0.9869   1.5389
 HPP  H82  H  HCH2   0   0.227  -0.6916  -1.2094   1.5913

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
 HPP  C1  C2   aromatic  1.393  0.020  1.393
 HPP  C1  C6   aromatic  1.393  0.020  1.393
 HPP  C1  C7   single    1.504  0.020  1.504
 HPP  C2  C3   aromatic  1.388  0.020  1.388
 HPP  C2  H2   single    0.930  0.020  1.080
 HPP  C3  C4   aromatic  1.392  0.020  1.392
 HPP  C3  H3   single    0.930  0.020  1.080
 HPP  C4  O4   single    1.352  0.020  1.352
 HPP  C4  C5   aromatic  1.393  0.020  1.393
 HPP  O4  HO4  single    0.850  0.020  0.980
 HPP  C5  C6   aromatic  1.387  0.020  1.387
 HPP  C5  H5   single    0.930  0.020  1.080
 HPP  C6  H6   single    0.930  0.020  1.080
 HPP  C7  C8   single    1.526  0.020  1.526
 HPP  C7  H71  single    0.970  0.020  1.090
 HPP  C7  H72  single    0.970  0.020  1.090
 HPP  C8  C9   single    1.539  0.020  1.539
 HPP  C8  H81  single    0.970  0.020  1.090
 HPP  C8  H82  single    0.970  0.020  1.090
 HPP  C9  O1   deloc     1.247  0.020  1.247
 HPP  C9  O2   deloc     1.249  0.020  1.249

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
 HPP  C7   C1  C6   121.07  3.000
 HPP  C7   C1  C2   121.59  3.000
 HPP  C6   C1  C2   117.30  3.000
 HPP  H2   C2  C3   118.75  3.000
 HPP  H2   C2  C1   119.41  3.000
 HPP  C3   C2  C1   121.85  3.000
 HPP  H3   C3  C4   119.78  3.000
 HPP  H3   C3  C2   120.32  3.000
 HPP  C4   C3  C2   119.90  3.000
 HPP  C5   C4  O4   122.75  3.000
 HPP  C5   C4  C3   119.23  3.000
 HPP  O4   C4  C3   118.02  3.000
 HPP  HO4  O4  C4   110.23  3.000
 HPP  H5   C5  C6   119.79  3.000
 HPP  H5   C5  C4   120.27  3.000
 HPP  C6   C5  C4   119.94  3.000
 HPP  H6   C6  C5   118.73  3.000
 HPP  H6   C6  C1   119.48  3.000
 HPP  C5   C6  C1   121.79  3.000
 HPP  H72  C7  H71  106.31  3.000
 HPP  H72  C7  C8   109.54  3.000
 HPP  H71  C7  C8   109.55  3.000
 HPP  H72  C7  C1   109.73  3.000
 HPP  H71  C7  C1   109.63  3.000
 HPP  C8   C7  C1   111.92  3.000
 HPP  H82  C8  H81  105.00  3.000
 HPP  H82  C8  C9   108.18  3.000
 HPP  H81  C8  C9   108.38  3.000
 HPP  H82  C8  C7   109.43  3.000
 HPP  H81  C8  C7   109.54  3.000
 HPP  C9   C8  C7   115.76  3.000
 HPP  O2   C9  O1   126.33  3.000
 HPP  O2   C9  C8   115.74  3.000
 HPP  O1   C9  C8   117.93  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
 HPP  CONST_01  C4  C3  C2  C1    0.00   0.0  0
 HPP  CONST_02  C4  C5  C6  C1    0.00   0.0  0
 HPP  CONST_03  C5  C6  C1  C2    0.00   0.0  0
 HPP  CONST_04  C5  C4  C3  C2    0.00   0.0  0
 HPP  CONST_05  C6  C1  C2  C3    0.00   0.0  0
 HPP  CONST_06  C6  C5  C4  C3    0.00   0.0  0
 HPP  CONST_07  O4  C4  C3  C2  180.00   0.0  0
 HPP  CONST_08  C7  C1  C2  C3  180.00   0.0  0
 HPP  CONST_09  C6  C5  C4  O4  180.00   0.0  0
 HPP  CONST_10  C7  C1  C6  C5  180.00   0.0  0
 HPP  CONST_11  H3  C3  C2  C1  180.00   0.0  0
 HPP  CONST_12  H5  C5  C6  C1  180.00   0.0  0
 HPP  CONST_13  H6  C6  C1  C2  180.00   0.0  0
 HPP  CONST_14  H2  C2  C3  C4  180.00   0.0  0
 HPP  Var_01    C8  C7  C1  C2   99.46  30.0  2
 HPP  Var_02    C9  C8  C7  C1  179.99  30.0  3
 HPP  Var_03    O1  C9  C8  C7    2.51  30.0  3

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
 HPP  plan-1  C1  0.020
 HPP  plan-1  C2  0.020
 HPP  plan-1  C3  0.020
 HPP  plan-1  C4  0.020
 HPP  plan-1  O4  0.020
 HPP  plan-1  C5  0.020
 HPP  plan-1  C6  0.020
 HPP  plan-1  C7  0.020
 HPP  plan-1  H2  0.020
 HPP  plan-1  H3  0.020
 HPP  plan-1  H5  0.020
 HPP  plan-1  H6  0.020
 HPP  plan-2  C8  0.020
 HPP  plan-2  C9  0.020
 HPP  plan-2  O1  0.020
 HPP  plan-2  O2  0.020

