# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 04:31:38 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 6-(3-carboxyphenyl)-3-hydroxy-4-oxo-1,4-dihydropyridine-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(c1)C2=CC(=O)C(=C(N2)C(O)=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
 HOG  HOG  '6-(3-carboxyphenyl)-3-hydroxy-4-oxo-1,4-dihydropyridine-2-carboxylic acid'  ligand  27  20  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HOG
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
 HOG  OAA  O  OC    -1  -0.591  -5.7299  -0.0033   0.6015
 HOG  CAM  C  C      0   0.404  -4.6137   0.5445   0.6620
 HOG  OAC  O  O      0  -0.589  -4.3663   1.7044   1.0416
 HOG  CAP  C  CR6    0  -0.080  -3.4187  -0.2960   0.2212
 HOG  CAK  C  CR16   0  -0.344  -2.1378   0.2431   0.2343
 HOG  CAH  C  CR16   0  -0.293  -3.5846  -1.6140  -0.1963
 HOG  CAG  C  CR16   0  -0.230  -2.4918  -2.3736  -0.5889
 HOG  CAI  C  CR16   0  -0.312  -1.2172  -1.8280  -0.5703
 HOG  CAQ  C  CR6    0   0.078  -1.0320  -0.5083  -0.1574
 HOG  CAR  C  CR6    0   0.380   0.3125   0.0943  -0.1436
 HOG  CAJ  C  CR16   0  -0.535   0.5573   1.3953  -0.5128
 HOG  NAL  N  NR16   0  -0.696   1.3375  -0.6806   0.2313
 HOG  CAT  C  CR6    0   0.012   2.6410  -0.2757   0.2752
 HOG  CAN  C  C      0   0.421   3.6085  -1.3482   0.7537
 HOG  OAD  O  OC    -1  -0.561   4.8045  -1.0428   0.8322
 HOG  OAB  O  O      0  -0.598   3.0701  -2.4417   1.0223
 HOG  CAS  C  CR6    0   0.191   2.9278   1.0054  -0.0879
 HOG  OAF  O  OH1    0  -0.617   4.1600   1.5240  -0.1010
 HOG  CAO  C  CR6    0   0.367   1.8741   1.9250  -0.5004
 HOG  OAE  O  O      0  -0.549   2.1992   3.0870  -0.8188
 HOG  H2   H  HCR6   0   0.249  -2.0024   1.2625   0.5719
 HOG  H3   H  HCR6   0   0.250  -4.5764  -2.0454  -0.2177
 HOG  H4   H  HCR6   0   0.257  -2.6321  -3.3944  -0.9201
 HOG  H5   H  HCR6   0   0.259  -0.3785  -2.4252  -0.9077
 HOG  H6   H  HCR6   0   0.264  -0.2607   2.0212  -0.8435
 HOG  H8   H  HOH1   0   0.454   4.0335   2.4432  -0.4012
 HOG  H10  H  HNR6   0   0.410   1.1967  -1.6329   0.5524

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
 HOG  OAE  CAO  double    1.248  0.020  1.248
 HOG  OAF  CAS  single    1.337  0.020  1.337
 HOG  CAO  CAS  single    1.458  0.020  1.458
 HOG  CAO  CAJ  single    1.419  0.020  1.419
 HOG  CAS  CAT  double    1.362  0.020  1.362
 HOG  CAJ  CAR  double    1.374  0.020  1.374
 HOG  OAB  CAN  deloc     1.248  0.020  1.248
 HOG  CAT  CAN  single    1.522  0.020  1.522
 HOG  CAT  NAL  single    1.366  0.020  1.366
 HOG  CAN  OAD  deloc     1.237  0.020  1.237
 HOG  CAR  NAL  single    1.338  0.020  1.338
 HOG  CAR  CAQ  single    1.473  0.020  1.473
 HOG  OAC  CAM  deloc     1.245  0.020  1.245
 HOG  CAQ  CAK  aromatic  1.393  0.020  1.393
 HOG  CAQ  CAI  aromatic  1.395  0.020  1.395
 HOG  CAK  CAP  aromatic  1.390  0.020  1.390
 HOG  CAI  CAG  aromatic  1.387  0.020  1.387
 HOG  CAM  CAP  single    1.526  0.020  1.526
 HOG  CAM  OAA  deloc     1.245  0.020  1.245
 HOG  CAP  CAH  aromatic  1.392  0.020  1.392
 HOG  CAG  CAH  aromatic  1.388  0.020  1.388
 HOG  CAK  H2   single    0.930  0.020  1.080
 HOG  CAH  H3   single    0.930  0.020  1.080
 HOG  CAG  H4   single    0.930  0.020  1.080
 HOG  CAI  H5   single    0.930  0.020  1.080
 HOG  CAJ  H6   single    0.930  0.020  1.080
 HOG  OAF  H8   single    0.850  0.020  0.980
 HOG  NAL  H10  single    0.860  0.020  1.020

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
 HOG  CAP  CAM  OAC  116.46  3.000
 HOG  CAP  CAM  OAA  116.47  3.000
 HOG  OAC  CAM  OAA  127.07  3.000
 HOG  CAH  CAP  CAK  118.67  3.000
 HOG  CAH  CAP  CAM  120.98  3.000
 HOG  CAK  CAP  CAM  120.35  3.000
 HOG  H2   CAK  CAQ  119.77  3.000
 HOG  H2   CAK  CAP  118.92  3.000
 HOG  CAQ  CAK  CAP  121.31  3.000
 HOG  H3   CAH  CAG  119.88  3.000
 HOG  H3   CAH  CAP  119.51  3.000
 HOG  CAG  CAH  CAP  120.61  3.000
 HOG  H4   CAG  CAI  119.63  3.000
 HOG  H4   CAG  CAH  120.06  3.000
 HOG  CAI  CAG  CAH  120.31  3.000
 HOG  H5   CAI  CAQ  120.72  3.000
 HOG  H5   CAI  CAG  119.37  3.000
 HOG  CAQ  CAI  CAG  119.88  3.000
 HOG  CAR  CAQ  CAI  120.71  3.000
 HOG  CAI  CAQ  CAK  119.22  3.000
 HOG  CAR  CAQ  CAK  120.07  3.000
 HOG  NAL  CAR  CAJ  119.13  3.000
 HOG  NAL  CAR  CAQ  117.69  3.000
 HOG  CAJ  CAR  CAQ  123.17  3.000
 HOG  H6   CAJ  CAO  119.22  3.000
 HOG  H6   CAJ  CAR  119.68  3.000
 HOG  CAO  CAJ  CAR  121.08  3.000
 HOG  H10  NAL  CAT  113.61  3.000
 HOG  H10  NAL  CAR  121.71  3.000
 HOG  CAT  NAL  CAR  124.64  3.000
 HOG  CAS  CAT  CAN  127.79  3.000
 HOG  CAN  CAT  NAL  114.09  3.000
 HOG  CAS  CAT  NAL  118.12  3.000
 HOG  OAB  CAN  OAD  128.30  3.000
 HOG  OAD  CAN  CAT  117.44  3.000
 HOG  OAB  CAN  CAT  114.26  3.000
 HOG  CAO  CAS  OAF  114.75  3.000
 HOG  CAO  CAS  CAT  121.09  3.000
 HOG  OAF  CAS  CAT  124.16  3.000
 HOG  H8   OAF  CAS  104.42  3.000
 HOG  OAE  CAO  CAS  118.11  3.000
 HOG  CAS  CAO  CAJ  115.94  3.000
 HOG  OAE  CAO  CAJ  125.94  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
 HOG  CONST_01  CAI  CAQ  CAK  CAP    0.00   0.0  0
 HOG  CONST_02  CAI  CAG  CAH  CAP    0.00   0.0  0
 HOG  CONST_03  CAG  CAI  CAQ  CAK    0.00   0.0  0
 HOG  CONST_04  CAG  CAH  CAP  CAK    0.00   0.0  0
 HOG  CONST_05  CAQ  CAK  CAP  CAH    0.00   0.0  0
 HOG  CONST_06  CAQ  CAI  CAG  CAH    0.00   0.0  0
 HOG  CONST_07  CAR  CAQ  CAK  CAP  180.00   0.0  0
 HOG  CONST_08  CAR  CAQ  CAI  CAG  180.00   0.0  0
 HOG  CONST_09  CAQ  CAK  CAP  CAM  180.00   0.0  0
 HOG  CONST_10  CAG  CAH  CAP  CAM  180.00   0.0  0
 HOG  CONST_11  H4   CAG  CAH  CAP  180.00   0.0  0
 HOG  CONST_12  H5   CAI  CAQ  CAK  180.00   0.0  0
 HOG  CONST_13  H3   CAH  CAP  CAK  180.00   0.0  0
 HOG  CONST_14  H2   CAK  CAP  CAH  180.00   0.0  0
 HOG  Var_01    CAJ  CAR  CAQ  CAK  -38.38  30.0  2
 HOG  Var_02    CAK  CAP  CAM  OAA  178.90  30.0  2
 HOG  Var_03    OAB  CAN  CAT  NAL    0.67  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
 HOG  plan-1  CAM  0.020
 HOG  plan-1  CAP  0.020
 HOG  plan-1  CAK  0.020
 HOG  plan-1  CAH  0.020
 HOG  plan-1  CAG  0.020
 HOG  plan-1  CAI  0.020
 HOG  plan-1  CAQ  0.020
 HOG  plan-1  CAR  0.020
 HOG  plan-1  H2   0.020
 HOG  plan-1  H3   0.020
 HOG  plan-1  H4   0.020
 HOG  plan-1  H5   0.020
 HOG  plan-2  CAQ  0.020
 HOG  plan-2  CAR  0.020
 HOG  plan-2  CAJ  0.020
 HOG  plan-2  NAL  0.020
 HOG  plan-2  CAT  0.020
 HOG  plan-2  CAN  0.020
 HOG  plan-2  CAS  0.020
 HOG  plan-2  OAF  0.020
 HOG  plan-2  CAO  0.020
 HOG  plan-2  OAE  0.020
 HOG  plan-2  H6   0.020
 HOG  plan-2  H10  0.020
 HOG  plan-3  OAA  0.020
 HOG  plan-3  CAM  0.020
 HOG  plan-3  OAC  0.020
 HOG  plan-3  CAP  0.020
 HOG  plan-4  CAT  0.020
 HOG  plan-4  CAN  0.020
 HOG  plan-4  OAD  0.020
 HOG  plan-4  OAB  0.020

