# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 18 06:21:44 2020
#   Inital geometry file: a 48 line input string
#   Ligand name: 6-hydroxypyridine-3-carboxylic acid 1-oxide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(O)[n+]([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
 NNO  NNO  '6-hydroxypyridine-3-carboxylic acid 1-oxide'  ligand  16  11  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NNO
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
 NNO  N1   N  NR6    1  -0.114  -1.3102   0.6234   0.0983
 NNO  C2   C  CR16   0   0.058   0.0079   0.8506   0.0476
 NNO  C3   C  CR6    0  -0.104   0.9031  -0.2031  -0.0142
 NNO  C4   C  CR16   0  -0.192   0.4160  -1.5084  -0.0191
 NNO  C5   C  CR16   0  -0.358  -0.9426  -1.7345   0.0420
 NNO  C6   C  CR6    0   0.588  -1.7997  -0.6514   0.1048
 NNO  C7   C  C      0   0.533   2.3642   0.0269  -0.0780
 NNO  O1   O  O      0  -0.413   3.1723  -0.8673  -0.1259
 NNO  O2   O  OH1    0  -0.683   2.6824   1.3112  -0.0728
 NNO  O4   O  OH1    0  -0.681  -3.1026  -0.7240   0.1669
 NNO  O3   O  O     -1  -0.570  -2.1888   1.5689   0.1511
 NNO  H2   H  HCR6   0   0.334   0.2936   1.8917   0.0574
 NNO  H4   H  HCR6   0   0.324   1.0976  -2.3453  -0.0716
 NNO  H5   H  HCR6   0   0.334  -1.3544  -2.7335   0.0402
 NNO  HO2  H  HOH1   0   0.490   3.6450   1.4185  -0.1119
 NNO  HO4  H  HOH1   0   0.455  -3.3931   0.2219   0.1899

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
 NNO  N1  C2   aromatic  1.338  0.020  1.338
 NNO  N1  C6   aromatic  1.366  0.020  1.366
 NNO  N1  O3   single    1.292  0.020  1.292
 NNO  C2  C3   aromatic  1.384  0.020  1.384
 NNO  C2  H2   single    0.930  0.020  1.080
 NNO  C3  C4   aromatic  1.393  0.020  1.393
 NNO  C3  C7   single    1.480  0.020  1.480
 NNO  C4  C5   aromatic  1.379  0.020  1.379
 NNO  C4  H4   single    0.930  0.020  1.080
 NNO  C5  C6   aromatic  1.383  0.020  1.383
 NNO  C5  H5   single    0.930  0.020  1.080
 NNO  C6  O4   single    1.306  0.020  1.306
 NNO  C7  O1   double    1.206  0.020  1.206
 NNO  C7  O2   single    1.323  0.020  1.323
 NNO  O2  HO2  single    0.850  0.020  0.980
 NNO  O4  HO4  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
 NNO  O3   N1  C6  116.06  3.000
 NNO  O3   N1  C2  123.17  3.000
 NNO  C6   N1  C2  120.77  3.000
 NNO  H2   C2  C3  124.29  3.000
 NNO  H2   C2  N1  115.08  3.000
 NNO  C3   C2  N1  120.63  3.000
 NNO  C7   C3  C4  119.37  3.000
 NNO  C7   C3  C2  121.47  3.000
 NNO  C4   C3  C2  119.16  3.000
 NNO  H4   C4  C5  119.79  3.000
 NNO  H4   C4  C3  120.34  3.000
 NNO  C5   C4  C3  119.87  3.000
 NNO  H5   C5  C6  119.21  3.000
 NNO  H5   C5  C4  121.81  3.000
 NNO  C6   C5  C4  118.98  3.000
 NNO  O4   C6  C5  125.23  3.000
 NNO  O4   C6  N1  114.18  3.000
 NNO  C5   C6  N1  120.59  3.000
 NNO  O2   C7  O1  123.96  3.000
 NNO  O2   C7  C3  112.83  3.000
 NNO  O1   C7  C3  123.21  3.000
 NNO  HO2  O2  C7  110.25  3.000
 NNO  HO4  O4  C6  103.93  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
 NNO  CONST_01  C4   C3  C2  N1    0.00   0.0  0
 NNO  CONST_02  C4   C5  C6  N1    0.00   0.0  0
 NNO  CONST_03  C5   C6  N1  C2    0.00   0.0  0
 NNO  CONST_04  C5   C4  C3  C2    0.00   0.0  0
 NNO  CONST_05  C6   N1  C2  C3    0.00   0.0  0
 NNO  CONST_06  C6   C5  C4  C3    0.00   0.0  0
 NNO  CONST_07  C7   C3  C2  N1  180.00   0.0  0
 NNO  CONST_08  O4   C6  N1  C2  180.00   0.0  0
 NNO  CONST_09  O3   N1  C2  C3  180.00   0.0  0
 NNO  CONST_10  O4   C6  C5  C4  180.00   0.0  0
 NNO  CONST_11  C7   C3  C4  C5  180.00   0.0  0
 NNO  CONST_12  O3   N1  C6  C5  180.00   0.0  0
 NNO  CONST_13  H5   C5  C6  N1  180.00   0.0  0
 NNO  CONST_14  H4   C4  C3  C2  180.00   0.0  0
 NNO  CONST_15  H2   C2  C3  C4  180.00   0.0  0
 NNO  CONST_16  HO2  O2  C7  C3  180.00   0.0  0
 NNO  Var_01    O1   C7  C3  C2  179.61  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
 NNO  plan-1  N1   0.020
 NNO  plan-1  C2   0.020
 NNO  plan-1  C3   0.020
 NNO  plan-1  C4   0.020
 NNO  plan-1  C5   0.020
 NNO  plan-1  C6   0.020
 NNO  plan-1  C7   0.020
 NNO  plan-1  O4   0.020
 NNO  plan-1  O3   0.020
 NNO  plan-1  H2   0.020
 NNO  plan-1  H4   0.020
 NNO  plan-1  H5   0.020
 NNO  plan-2  C3   0.020
 NNO  plan-2  C7   0.020
 NNO  plan-2  O1   0.020
 NNO  plan-2  O2   0.020
 NNO  plan-2  HO2  0.020

