# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 22:45:01 2020
#   Inital geometry file: a 52 line input string
#   Ligand name: 4-amino-3-hydroxybenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(cc1O)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
 4A3  4A3  '4-amino-3-hydroxybenzoic acid'  ligand  18  11  .  2022-03-10  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_4A3
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
 4A3  C3    C  CR16  0  -0.320   0.9764   1.6794   0.0699
 4A3  C5    C  CR6   0  -0.103  -0.8693   0.1390  -0.0430
 4A3  C8    C  C     0   0.521  -2.3042  -0.1814  -0.0721
 4A3  O9    O  OH1   0  -0.639   2.3343  -1.6641  -0.1534
 4A3  C2    C  CR6   0   0.260   1.9019   0.6358  -0.0020
 4A3  C4    C  CR16  0  -0.280  -0.3864   1.4409   0.0530
 4A3  C6    C  CR16  0  -0.396   0.0480  -0.9169  -0.1172
 4A3  C7    C  CR6   0   0.325   1.4041  -0.6830  -0.0926
 4A3  O10   O  O     0  -0.456  -2.7515  -1.3038  -0.1650
 4A3  O11   O  OH1   0  -0.602  -3.0854   0.8921   0.0159
 4A3  N1    N  NH2   0  -0.843   3.2481   0.8584   0.0637
 4A3  H3    H  HCR6  0   0.264   1.3404   2.6973   0.1403
 4A3  HO9   H  HOH1  0   0.478   1.9104  -2.5267  -0.2208
 4A3  H4    H  HCR6  0   0.260  -1.0607   2.2835   0.1110
 4A3  H6    H  HCR6  0   0.272  -0.3135  -1.9363  -0.1935
 4A3  HO11  H  HOH1  0   0.483  -4.0143   0.6205  -0.0067
 4A3  HN11  H  HNH2  0   0.389   3.5586   1.7957  -0.1328
 4A3  HN12  H  HNH2  0   0.388   3.8586   0.1534  -0.3152

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
 4A3  C3   C2    aromatic  1.397  0.020  1.397
 4A3  C3   C4    aromatic  1.384  0.020  1.384
 4A3  C3   H3    single    0.930  0.020  1.080
 4A3  C5   C8    single    1.471  0.020  1.471
 4A3  C5   C4    aromatic  1.392  0.020  1.392
 4A3  C5   C6    aromatic  1.401  0.020  1.401
 4A3  C8   O10   double    1.212  0.020  1.212
 4A3  C8   O11   single    1.331  0.020  1.331
 4A3  O9   C7    single    1.353  0.020  1.353
 4A3  O9   HO9   single    0.850  0.020  0.980
 4A3  C2   C7    aromatic  1.413  0.020  1.413
 4A3  C2   N1    single    1.366  0.020  1.366
 4A3  C4   H4    single    0.930  0.020  1.080
 4A3  C6   C7    aromatic  1.376  0.020  1.376
 4A3  C6   H6    single    0.930  0.020  1.080
 4A3  O11  HO11  single    0.850  0.020  0.980
 4A3  N1   HN11  single    0.890  0.020  1.040
 4A3  N1   HN12  single    0.890  0.020  1.040

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
 4A3  H3    C3   C4    119.59  3.000
 4A3  H3    C3   C2    118.87  3.000
 4A3  C4    C3   C2    121.55  3.000
 4A3  C6    C5   C4    118.79  3.000
 4A3  C6    C5   C8    118.27  3.000
 4A3  C4    C5   C8    122.94  3.000
 4A3  O11   C8   O10   122.39  3.000
 4A3  O11   C8   C5    113.31  3.000
 4A3  O10   C8   C5    124.30  3.000
 4A3  HO9   O9   C7    110.48  3.000
 4A3  N1    C2   C7    120.17  3.000
 4A3  N1    C2   C3    121.92  3.000
 4A3  C7    C2   C3    117.86  3.000
 4A3  H4    C4   C5    121.09  3.000
 4A3  H4    C4   C3    118.65  3.000
 4A3  C5    C4   C3    120.26  3.000
 4A3  H6    C6   C7    119.31  3.000
 4A3  H6    C6   C5    119.62  3.000
 4A3  C7    C6   C5    121.07  3.000
 4A3  C6    C7   C2    120.47  3.000
 4A3  C6    C7   O9    123.59  3.000
 4A3  C2    C7   O9    115.94  3.000
 4A3  HO11  O11  C8    109.60  3.000
 4A3  HN12  N1   HN11  113.05  3.000
 4A3  HN12  N1   C2    117.74  3.000
 4A3  HN11  N1   C2    116.50  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
 4A3  CONST_01  C6    C7   C2  C3    0.00   0.0  0
 4A3  CONST_02  C6    C5   C4  C3    0.00   0.0  0
 4A3  CONST_03  C2    C3   C4  C5    0.00   0.0  0
 4A3  CONST_04  C2    C7   C6  C5    0.00   0.0  0
 4A3  CONST_05  C7    C2   C3  C4    0.00   0.0  0
 4A3  CONST_06  C7    C6   C5  C4    0.00   0.0  0
 4A3  CONST_07  O9    C7   C2  C3  180.00   0.0  0
 4A3  CONST_08  C8    C5   C4  C3  180.00   0.0  0
 4A3  CONST_09  O9    C7   C6  C5  180.00   0.0  0
 4A3  CONST_10  C7    C6   C5  C8  180.00   0.0  0
 4A3  CONST_11  N1    C2   C3  C4  180.00   0.0  0
 4A3  CONST_12  N1    C2   C7  C6  180.00   0.0  0
 4A3  CONST_13  H3    C3   C4  C5  180.00   0.0  0
 4A3  CONST_14  H4    C4   C3  C2  180.00   0.0  0
 4A3  CONST_15  H6    C6   C7  C2  180.00   0.0  0
 4A3  CONST_18  HO11  O11  C8  C5  180.00   0.0  0
 4A3  Var_01    O10   C8   C5  C4  179.43  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
 4A3  plan-1  C3    0.020
 4A3  plan-1  C5    0.020
 4A3  plan-1  C8    0.020
 4A3  plan-1  O9    0.020
 4A3  plan-1  C2    0.020
 4A3  plan-1  C4    0.020
 4A3  plan-1  C6    0.020
 4A3  plan-1  C7    0.020
 4A3  plan-1  N1    0.020
 4A3  plan-1  H3    0.020
 4A3  plan-1  H4    0.020
 4A3  plan-1  H6    0.020
 4A3  plan-2  C2    0.020
 4A3  plan-2  N1    0.020
 4A3  plan-2  HN11  0.020
 4A3  plan-2  HN12  0.020
 4A3  plan-3  C5    0.020
 4A3  plan-3  C8    0.020
 4A3  plan-3  O10   0.020
 4A3  plan-3  O11   0.020
 4A3  plan-3  HO11  0.020

