# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 12:01:53 2020
#   Inital geometry file: a 45 line input string
#   Ligand name: 6-hydroxypyridine-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(O)n1
#
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
 53B  53B  '6-hydroxypyridine-2-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 PERFECT
;

data_comp_53B
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
 53B  C01   C  CR16   0  -0.144  -1.2271   1.8899   0.0795
 53B  C02   C  CR16   0  -0.349   0.1130   1.5222   0.0226
 53B  C03   C  CR6    0   0.015   0.4253   0.1698   0.0362
 53B  C04   C  C      0   0.406   1.8782  -0.2888   0.0236
 53B  O05   O  O      0  -0.673   2.6711   0.4359  -0.6059
 53B  O06   O  OC    -1  -0.610   2.1392  -1.3001   0.6968
 53B  N07   N  N      0  -0.336  -0.5155  -0.7730   0.0684
 53B  C08   C  CR6    0   0.428  -1.7823  -0.4132   0.0969
 53B  C09   C  CR16   0  -0.380  -2.2081   0.9169   0.1141
 53B  O10   O  OH1    0  -0.573  -2.7071  -1.3802   0.1182
 53B  H011  H  HCR6   0   0.255  -1.5083   2.9348   0.0916
 53B  H021  H  HCR6   0   0.259   0.8908   2.2703  -0.0239
 53B  H091  H  HCR6   0   0.235  -3.2601   1.1656   0.1409
 53B  H101  H  HOH1   0   0.468  -2.2540  -2.2340   0.0788

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
 53B  C01  C09   aromatic  1.382  0.020  1.382
 53B  C01  C02   aromatic  1.391  0.020  1.391
 53B  C09  C08   aromatic  1.397  0.020  1.397
 53B  C02  C03   aromatic  1.388  0.020  1.388
 53B  C08  O10   single    1.338  0.020  1.338
 53B  C08  N07   aromatic  1.317  0.020  1.317
 53B  C03  N07   aromatic  1.332  0.020  1.332
 53B  C03  C04   single    1.524  0.020  1.524
 53B  C04  O05   deloc     1.245  0.020  1.245
 53B  C04  O06   deloc     1.243  0.020  1.243
 53B  C01  H011  single    0.930  0.020  1.080
 53B  C02  H021  single    0.930  0.020  1.080
 53B  C09  H091  single    0.930  0.020  1.080
 53B  O10  H101  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
 53B  H011  C01  C09  119.68  3.000
 53B  H011  C01  C02  120.40  3.000
 53B  C09   C01  C02  119.92  3.000
 53B  H021  C02  C03  120.88  3.000
 53B  H021  C02  C01  120.83  3.000
 53B  C03   C02  C01  118.29  3.000
 53B  N07   C03  C04  117.42  3.000
 53B  C04   C03  C02  120.51  3.000
 53B  N07   C03  C02  122.07  3.000
 53B  O06   C04  O05  127.87  3.000
 53B  O06   C04  C03  116.16  3.000
 53B  O05   C04  C03  115.87  3.000
 53B  C08   N07  C03  119.10  3.000
 53B  O10   C08  C09  118.51  3.000
 53B  O10   C08  N07  117.88  3.000
 53B  C09   C08  N07  123.62  3.000
 53B  H091  C09  C08  121.06  3.000
 53B  H091  C09  C01  121.95  3.000
 53B  C08   C09  C01  116.99  3.000
 53B  H101  O10  C08  108.27  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
 53B  CONST_01  N07   C08  C09  C01    0.00   0.0  0
 53B  CONST_02  N07   C03  C02  C01    0.00   0.0  0
 53B  CONST_03  C08   C09  C01  C02    0.00   0.0  0
 53B  CONST_04  C08   N07  C03  C02    0.00   0.0  0
 53B  CONST_05  C09   C01  C02  C03    0.00   0.0  0
 53B  CONST_06  C09   C08  N07  C03    0.00   0.0  0
 53B  CONST_07  O10   C08  C09  C01  180.00   0.0  0
 53B  CONST_08  C04   C03  C02  C01  180.00   0.0  0
 53B  CONST_09  O10   C08  N07  C03  180.00   0.0  0
 53B  CONST_10  C08   N07  C03  C04  180.00   0.0  0
 53B  CONST_11  H091  C09  C01  C02  180.00   0.0  0
 53B  CONST_12  H011  C01  C02  C03  180.00   0.0  0
 53B  CONST_13  H021  C02  C03  N07  180.00   0.0  0
 53B  Var_01    O05   C04  C03  C02  -32.98  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
 53B  plan-1  C01   0.020
 53B  plan-1  C02   0.020
 53B  plan-1  C03   0.020
 53B  plan-1  C04   0.020
 53B  plan-1  N07   0.020
 53B  plan-1  C08   0.020
 53B  plan-1  C09   0.020
 53B  plan-1  O10   0.020
 53B  plan-1  H011  0.020
 53B  plan-1  H021  0.020
 53B  plan-1  H091  0.020
 53B  plan-2  C03   0.020
 53B  plan-2  C04   0.020
 53B  plan-2  O05   0.020
 53B  plan-2  O06   0.020

