# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 10:47:06 2020
#   Inital geometry file: a 48 line input string
#   Ligand name: 3-hydroxybenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(O)c1
#
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
 3HB  3HB  '3-hydroxybenzoic acid    '  ligand  16  10  .  2021-08-04  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_3HB
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
 3HB  C1'   C  C     0   0.537   1.9019  -0.3837   0.0167
 3HB  O1'   O  O     0  -0.438   2.1742  -1.5600   0.0525
 3HB  O2'   O  OH1   0  -0.593   2.8187   0.5713  -0.0337
 3HB  C1    C  CR6   0  -0.069   0.5128   0.1429   0.0252
 3HB  C2    C  CR16  0  -0.398  -0.5256  -0.7825   0.0983
 3HB  C3    C  CR6   0   0.382  -1.8456  -0.3509   0.1085
 3HB  C4    C  CR16  0  -0.325  -2.1257   1.0139   0.0444
 3HB  C5    C  CR16  0  -0.229  -1.0870   1.9265  -0.0281
 3HB  C6    C  CR16  0  -0.290   0.2357   1.5057  -0.0380
 3HB  O3    O  OH1   0  -0.629  -2.8864  -1.2015   0.1785
 3HB  HO2'  H  HOH1  0   0.488   3.7048   0.1794  -0.0402
 3HB  H2    H  HCR6  0   0.279  -0.3033  -1.8422   0.1471
 3HB  H4    H  HCR6  0   0.274  -3.1547   1.3514   0.0515
 3HB  H5    H  HCR6  0   0.267  -1.3121   2.9835  -0.0779
 3HB  H6    H  HCR6  0   0.266   1.0279   2.2378  -0.0945
 3HB  HO3   H  HOH1  0   0.477  -2.5765  -2.1135   0.2131

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
 3HB  C1'  O1'   double    1.208  0.020  1.208
 3HB  C1'  O2'   single    1.325  0.020  1.325
 3HB  C1'  C1    single    1.486  0.020  1.486
 3HB  O2'  HO2'  single    0.850  0.020  0.980
 3HB  C1   C2    aromatic  1.393  0.020  1.393
 3HB  C1   C6    aromatic  1.392  0.020  1.392
 3HB  C2   C3    aromatic  1.389  0.020  1.389
 3HB  C2   H2    single    0.930  0.020  1.080
 3HB  C3   C4    aromatic  1.395  0.020  1.395
 3HB  C3   O3    single    1.346  0.020  1.346
 3HB  C4   C5    aromatic  1.385  0.020  1.385
 3HB  C4   H4    single    0.930  0.020  1.080
 3HB  C5   C6    aromatic  1.388  0.020  1.388
 3HB  C5   H5    single    0.930  0.020  1.080
 3HB  C6   H6    single    0.930  0.020  1.080
 3HB  O3   HO3   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
 3HB  C1    C1'  O2'  113.06  3.000
 3HB  C1    C1'  O1'  123.77  3.000
 3HB  O2'   C1'  O1'  123.17  3.000
 3HB  HO2'  O2'  C1'  109.97  3.000
 3HB  C6    C1   C2   120.29  3.000
 3HB  C6    C1   C1'  122.20  3.000
 3HB  C2    C1   C1'  117.51  3.000
 3HB  H2    C2   C3   119.90  3.000
 3HB  H2    C2   C1   119.93  3.000
 3HB  C3    C2   C1   120.16  3.000
 3HB  O3    C3   C4   117.74  3.000
 3HB  O3    C3   C2   122.61  3.000
 3HB  C4    C3   C2   119.65  3.000
 3HB  H4    C4   C5   120.51  3.000
 3HB  H4    C4   C3   119.70  3.000
 3HB  C5    C4   C3   119.79  3.000
 3HB  H5    C5   C6   119.61  3.000
 3HB  H5    C5   C4   119.36  3.000
 3HB  C6    C5   C4   121.02  3.000
 3HB  H6    C6   C5   119.58  3.000
 3HB  H6    C6   C1   121.33  3.000
 3HB  C5    C6   C1   119.09  3.000
 3HB  HO3   O3   C3   110.56  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
 3HB  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 3HB  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 3HB  CONST_03  C5    C6   C1   C2     0.00   0.0  0
 3HB  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 3HB  CONST_05  C6    C1   C2   C3     0.00   0.0  0
 3HB  CONST_06  C6    C5   C4   C3     0.00   0.0  0
 3HB  CONST_07  C3    C2   C1   C1'  180.00   0.0  0
 3HB  CONST_08  C5    C6   C1   C1'  180.00   0.0  0
 3HB  CONST_09  O3    C3   C2   C1   180.00   0.0  0
 3HB  CONST_10  O3    C3   C4   C5   180.00   0.0  0
 3HB  CONST_11  H5    C5   C6   C1   180.00   0.0  0
 3HB  CONST_12  H6    C6   C1   C2   180.00   0.0  0
 3HB  CONST_13  H4    C4   C3   C2   180.00   0.0  0
 3HB  CONST_14  H2    C2   C3   C4   180.00   0.0  0
 3HB  CONST_15  HO2'  O2'  C1'  C1   180.00   0.0  0
 3HB  Var_01    C2    C1   C1'  O1'    0.96  30.0  2

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
 3HB  plan-1  C1'   0.020
 3HB  plan-1  C1    0.020
 3HB  plan-1  C2    0.020
 3HB  plan-1  C3    0.020
 3HB  plan-1  C4    0.020
 3HB  plan-1  C5    0.020
 3HB  plan-1  C6    0.020
 3HB  plan-1  O3    0.020
 3HB  plan-1  H2    0.020
 3HB  plan-1  H4    0.020
 3HB  plan-1  H5    0.020
 3HB  plan-1  H6    0.020
 3HB  plan-2  C1'   0.020
 3HB  plan-2  O1'   0.020
 3HB  plan-2  O2'   0.020
 3HB  plan-2  C1    0.020
 3HB  plan-2  HO2'  0.020

