# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 22:47:24 2020
#   Inital geometry file: a 45 line input string
#   Ligand name: 5-hydroxypyridine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cncc(c1)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
 5HN  5HN  '5-hydroxypyridine-3-carboxylic acid'  ligand  14  10  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_5HN
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
 5HN  OAA  O  OC    -1  -0.590   2.8292  -0.5050   0.0895
 5HN  CAH  C  C      0   0.404   1.9551   0.3771   0.0064
 5HN  OAB  O  O      0  -0.588   2.1297   1.6071  -0.0703
 5HN  CAJ  C  CR6    0  -0.173   0.5090  -0.1029  -0.0053
 5HN  CAF  C  CR16   0  -0.320  -0.5416   0.7989  -0.1104
 5HN  CAI  C  CR6    0   0.296  -1.8461   0.3263  -0.1224
 5HN  OAC  O  OH1    0  -0.630  -2.9289   1.1207  -0.2245
 5HN  CAD  C  CR16   0  -0.155  -2.0502  -1.0494  -0.0240
 5HN  NAG  N  N      0  -0.389  -1.0534  -1.9148   0.0776
 5HN  CAE  C  CR16   0  -0.116   0.1928  -1.4544   0.0858
 5HN  H2   H  HCR6   0   0.273  -0.3379   1.8615  -0.1840
 5HN  H3   H  HOH1   0   0.476  -2.6622   2.0457  -0.2693
 5HN  H4   H  HCR6   0   0.261  -3.0604  -1.4476  -0.0285
 5HN  H5   H  HCR6   0   0.249   0.9822  -2.1909   0.1696

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
 5HN  OAB  CAH  deloc     1.245  0.020  1.245
 5HN  OAA  CAH  deloc     1.245  0.020  1.245
 5HN  CAH  CAJ  single    1.524  0.020  1.524
 5HN  CAJ  CAE  aromatic  1.391  0.020  1.391
 5HN  CAJ  CAF  aromatic  1.389  0.020  1.389
 5HN  CAE  NAG  aromatic  1.329  0.020  1.329
 5HN  CAF  CAI  aromatic  1.388  0.020  1.388
 5HN  NAG  CAD  aromatic  1.324  0.020  1.324
 5HN  CAI  CAD  aromatic  1.394  0.020  1.394
 5HN  CAI  OAC  single    1.347  0.020  1.347
 5HN  CAF  H2   single    0.930  0.020  1.080
 5HN  OAC  H3   single    0.850  0.020  0.980
 5HN  CAD  H4   single    0.930  0.020  1.080
 5HN  CAE  H5   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
 5HN  CAJ  CAH  OAB  116.36  3.000
 5HN  CAJ  CAH  OAA  116.34  3.000
 5HN  OAB  CAH  OAA  127.30  3.000
 5HN  CAE  CAJ  CAF  117.65  3.000
 5HN  CAF  CAJ  CAH  120.93  3.000
 5HN  CAE  CAJ  CAH  121.42  3.000
 5HN  H2   CAF  CAI  120.65  3.000
 5HN  H2   CAF  CAJ  119.97  3.000
 5HN  CAI  CAF  CAJ  119.39  3.000
 5HN  CAD  CAI  OAC  118.01  3.000
 5HN  OAC  CAI  CAF  123.75  3.000
 5HN  CAD  CAI  CAF  118.23  3.000
 5HN  H3   OAC  CAI  110.31  3.000
 5HN  H4   CAD  NAG  117.45  3.000
 5HN  H4   CAD  CAI  119.85  3.000
 5HN  NAG  CAD  CAI  122.70  3.000
 5HN  CAE  NAG  CAD  118.70  3.000
 5HN  H5   CAE  NAG  116.65  3.000
 5HN  H5   CAE  CAJ  120.02  3.000
 5HN  NAG  CAE  CAJ  123.33  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
 5HN  CONST_01  CAD  NAG  CAE  CAJ    0.00   0.0  0
 5HN  CONST_02  CAD  CAI  CAF  CAJ    0.00   0.0  0
 5HN  CONST_03  NAG  CAE  CAJ  CAF    0.00   0.0  0
 5HN  CONST_04  NAG  CAD  CAI  CAF    0.00   0.0  0
 5HN  CONST_05  CAE  CAJ  CAF  CAI    0.00   0.0  0
 5HN  CONST_06  CAE  NAG  CAD  CAI    0.00   0.0  0
 5HN  CONST_07  NAG  CAE  CAJ  CAH  180.00   0.0  0
 5HN  CONST_08  CAI  CAF  CAJ  CAH  180.00   0.0  0
 5HN  CONST_09  OAC  CAI  CAF  CAJ  180.00   0.0  0
 5HN  CONST_10  NAG  CAD  CAI  OAC  180.00   0.0  0
 5HN  CONST_11  H5   CAE  CAJ  CAF  180.00   0.0  0
 5HN  CONST_12  H4   CAD  CAI  CAF  180.00   0.0  0
 5HN  CONST_13  H2   CAF  CAI  CAD  180.00   0.0  0
 5HN  Var_01    CAE  CAJ  CAH  OAA    0.62  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
 5HN  plan-1  CAH  0.020
 5HN  plan-1  CAJ  0.020
 5HN  plan-1  CAF  0.020
 5HN  plan-1  CAI  0.020
 5HN  plan-1  OAC  0.020
 5HN  plan-1  CAD  0.020
 5HN  plan-1  NAG  0.020
 5HN  plan-1  CAE  0.020
 5HN  plan-1  H2   0.020
 5HN  plan-1  H4   0.020
 5HN  plan-1  H5   0.020
 5HN  plan-2  OAA  0.020
 5HN  plan-2  CAH  0.020
 5HN  plan-2  OAB  0.020
 5HN  plan-2  CAJ  0.020

