# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 03:14:37 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 3-hydroxy-4-oxo-6-[3-(1H-tetrazol-5-yl)phenyl]-1,4-dihydropyridine-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C1=C(O)C(=O)C=C(N1)c2cccc(c2)c3[nH]nnn3
#
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
 HO1  HO1  '3-hydroxy-4-oxo-6-[3-(1H-tetrazol-5-yl)phenyl]-1,4-dihydropyridine-2-carboxylic acid'  ligand  30  22  .  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_HO1
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
 HO1  OAA  O  OC    -1  -0.559  -5.3434   0.7007  -1.0121
 HO1  CAO  C  C      0   0.423  -4.1779   1.1031  -0.9222
 HO1  OAC  O  O      0  -0.597  -3.7144   2.2141  -1.2512
 HO1  CAU  C  CR6    0   0.014  -3.1484   0.1437  -0.3415
 HO1  NAN  N  NR16   0  -0.697  -1.8914   0.6683  -0.2504
 HO1  CAS  C  CR6    0   0.194  -3.3410  -1.1422   0.0668
 HO1  OAD  O  OH1    0  -0.615  -4.5225  -1.7657   0.0340
 HO1  CAV  C  CR6    0   0.368  -2.2351  -1.9446   0.5758
 HO1  OAB  O  O      0  -0.543  -2.4683  -3.1166   0.9298
 HO1  CAI  C  CR16   0  -0.531  -0.9724  -1.2952   0.6319
 HO1  CAR  C  CR6    0   0.383  -0.8266   0.0034   0.2123
 HO1  CAP  C  CR6    0   0.082   0.4575   0.7243   0.2662
 HO1  CAH  C  CR16   0  -0.332   1.6364   0.0604  -0.0504
 HO1  CAF  C  CR16   0  -0.294   0.5093   2.0668   0.6416
 HO1  CAE  C  CR16   0  -0.224   1.7257   2.7277   0.7000
 HO1  CAG  C  CR16   0  -0.284   2.8999   2.0641   0.3851
 HO1  CAQ  C  CR6    0   0.080   2.8585   0.7239   0.0072
 HO1  CAT  C  CR5    0   0.509   4.0694  -0.0073  -0.3419
 HO1  NAM  N  NR15   0  -0.508   5.3203   0.4615  -0.3255
 HO1  NAK  N  N      0  -0.069   6.1471  -0.4958  -0.7056
 HO1  NAJ  N  N      0  -0.137   5.4261  -1.5184  -0.9473
 HO1  NAL  N  N      0  -0.343   4.1392  -1.2597  -0.7356
 HO1  H2   H  HNR6   0   0.412  -1.8193   1.6128  -0.6162
 HO1  H3   H  HOH1   0   0.456  -4.3422  -2.6609   0.3746
 HO1  H4   H  HCR6   0   0.269  -0.1216  -1.8275   1.0355
 HO1  H5   H  HCR6   0   0.275   1.6046  -0.9763  -0.3590
 HO1  H6   H  HCR6   0   0.274  -0.3940   2.5959   0.9178
 HO1  H7   H  HCR6   0   0.279   1.7607   3.7657   1.0006
 HO1  H8   H  HCR6   0   0.263   3.8359   2.6046   0.4430
 HO1  H9   H  HNR5   0   0.452   5.6787   1.3736  -0.0795

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
 HO1  OAB  CAV  double    1.246  0.020  1.246
 HO1  OAD  CAS  single    1.336  0.020  1.336
 HO1  CAV  CAS  single    1.458  0.020  1.458
 HO1  CAV  CAI  single    1.421  0.020  1.421
 HO1  CAS  CAU  double    1.363  0.020  1.363
 HO1  CAI  CAR  double    1.372  0.020  1.372
 HO1  OAC  CAO  deloc     1.248  0.020  1.248
 HO1  CAU  CAO  single    1.522  0.020  1.522
 HO1  CAU  NAN  single    1.365  0.020  1.365
 HO1  NAK  NAM  aromatic  1.321  0.020  1.321
 HO1  NAK  NAJ  aromatic  1.274  0.020  1.274
 HO1  NAM  CAT  aromatic  1.336  0.020  1.336
 HO1  CAO  OAA  deloc     1.236  0.020  1.236
 HO1  CAR  NAN  single    1.338  0.020  1.338
 HO1  CAR  CAP  single    1.474  0.020  1.474
 HO1  CAH  CAP  aromatic  1.390  0.020  1.390
 HO1  CAH  CAQ  aromatic  1.392  0.020  1.392
 HO1  NAJ  NAL  aromatic  1.330  0.020  1.330
 HO1  CAP  CAF  aromatic  1.395  0.020  1.395
 HO1  CAT  CAQ  single    1.457  0.020  1.457
 HO1  CAT  NAL  aromatic  1.315  0.020  1.315
 HO1  CAQ  CAG  aromatic  1.393  0.020  1.393
 HO1  CAF  CAE  aromatic  1.386  0.020  1.386
 HO1  CAG  CAE  aromatic  1.385  0.020  1.385
 HO1  NAN  H2   single    0.860  0.020  1.020
 HO1  OAD  H3   single    0.850  0.020  0.980
 HO1  CAI  H4   single    0.930  0.020  1.080
 HO1  CAH  H5   single    0.930  0.020  1.080
 HO1  CAF  H6   single    0.930  0.020  1.080
 HO1  CAE  H7   single    0.930  0.020  1.080
 HO1  CAG  H8   single    0.930  0.020  1.080
 HO1  NAM  H9   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
 HO1  CAU  CAO  OAC  114.23  3.000
 HO1  CAU  CAO  OAA  117.40  3.000
 HO1  OAC  CAO  OAA  128.37  3.000
 HO1  CAS  CAU  NAN  118.21  3.000
 HO1  NAN  CAU  CAO  113.95  3.000
 HO1  CAS  CAU  CAO  127.83  3.000
 HO1  H2   NAN  CAR  122.02  3.000
 HO1  H2   NAN  CAU  113.51  3.000
 HO1  CAR  NAN  CAU  124.40  3.000
 HO1  CAV  CAS  OAD  114.99  3.000
 HO1  CAV  CAS  CAU  121.11  3.000
 HO1  OAD  CAS  CAU  123.90  3.000
 HO1  H3   OAD  CAS  104.85  3.000
 HO1  CAI  CAV  OAB  125.79  3.000
 HO1  CAI  CAV  CAS  115.87  3.000
 HO1  OAB  CAV  CAS  118.34  3.000
 HO1  H4   CAI  CAR  119.75  3.000
 HO1  H4   CAI  CAV  119.26  3.000
 HO1  CAR  CAI  CAV  120.98  3.000
 HO1  CAP  CAR  CAI  122.97  3.000
 HO1  CAP  CAR  NAN  117.58  3.000
 HO1  CAI  CAR  NAN  119.44  3.000
 HO1  CAF  CAP  CAH  119.31  3.000
 HO1  CAF  CAP  CAR  120.87  3.000
 HO1  CAH  CAP  CAR  119.82  3.000
 HO1  H5   CAH  CAQ  119.62  3.000
 HO1  H5   CAH  CAP  119.86  3.000
 HO1  CAQ  CAH  CAP  120.51  3.000
 HO1  H6   CAF  CAE  119.25  3.000
 HO1  H6   CAF  CAP  120.52  3.000
 HO1  CAE  CAF  CAP  120.20  3.000
 HO1  H7   CAE  CAG  119.72  3.000
 HO1  H7   CAE  CAF  119.87  3.000
 HO1  CAG  CAE  CAF  120.41  3.000
 HO1  H8   CAG  CAQ  121.38  3.000
 HO1  H8   CAG  CAE  118.80  3.000
 HO1  CAQ  CAG  CAE  119.82  3.000
 HO1  CAT  CAQ  CAG  121.54  3.000
 HO1  CAG  CAQ  CAH  119.74  3.000
 HO1  CAT  CAQ  CAH  118.72  3.000
 HO1  NAL  CAT  NAM  106.75  3.000
 HO1  NAL  CAT  CAQ  126.44  3.000
 HO1  NAM  CAT  CAQ  126.81  3.000
 HO1  H9   NAM  NAK  120.15  3.000
 HO1  H9   NAM  CAT  130.69  3.000
 HO1  NAK  NAM  CAT  109.16  3.000
 HO1  NAJ  NAK  NAM  106.38  3.000
 HO1  NAL  NAJ  NAK  111.18  3.000
 HO1  NAJ  NAL  CAT  106.53  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
 HO1  CONST_01  CAT  CAQ  CAH  CAP   180.00   0.0  0
 HO1  CONST_02  CAG  CAQ  CAH  CAP     0.00   0.0  0
 HO1  CONST_03  CAG  CAE  CAF  CAP     0.00   0.0  0
 HO1  CONST_04  CAE  CAF  CAP  CAH     0.00   0.0  0
 HO1  CONST_05  NAM  CAT  CAQ  CAH   180.00   0.0  0
 HO1  CONST_06  NAL  CAT  CAQ  CAH     0.00   0.0  0
 HO1  CONST_07  CAE  CAG  CAQ  CAH     0.00   0.0  0
 HO1  CONST_08  CAQ  CAH  CAP  CAF     0.00   0.0  0
 HO1  CONST_09  CAQ  CAG  CAE  CAF     0.00   0.0  0
 HO1  CONST_10  CAT  CAQ  CAG  CAE   180.00   0.0  0
 HO1  CONST_11  NAM  CAT  CAQ  CAG     0.00   0.0  0
 HO1  CONST_12  NAL  CAT  CAQ  CAG   180.00   0.0  0
 HO1  CONST_13  NAK  NAM  CAT  CAQ   180.00   0.0  0
 HO1  CONST_14  NAJ  NAL  CAT  CAQ   180.00   0.0  0
 HO1  CONST_15  NAJ  NAK  NAM  CAT     0.00   0.0  0
 HO1  CONST_16  NAK  NAJ  NAL  CAT     0.00   0.0  0
 HO1  CONST_17  NAL  NAJ  NAK  NAM     0.00   0.0  0
 HO1  CONST_18  NAJ  NAL  CAT  NAM     0.00   0.0  0
 HO1  CONST_19  NAL  CAT  NAM  NAK     0.00   0.0  0
 HO1  CONST_20  CAQ  CAH  CAP  CAR   180.00   0.0  0
 HO1  CONST_21  CAE  CAF  CAP  CAR   180.00   0.0  0
 HO1  CONST_22  H5   CAH  CAP  CAR     0.00   0.0  0
 HO1  CONST_23  H6   CAF  CAP  CAR     0.00   0.0  0
 HO1  CONST_24  H7   CAE  CAF  CAP   180.00   0.0  0
 HO1  CONST_25  H8   CAG  CAQ  CAH   180.00   0.0  0
 HO1  CONST_26  H9   NAM  CAT  CAQ     0.00   0.0  0
 HO1  Var_01    CAH  CAP  CAR  NAN  -141.71  30.0  2
 HO1  Var_02    CAS  CAU  CAO  OAA     2.03  30.0  3

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
 HO1  plan-1  CAQ  0.020
 HO1  plan-1  CAT  0.020
 HO1  plan-1  NAM  0.020
 HO1  plan-1  NAK  0.020
 HO1  plan-1  NAJ  0.020
 HO1  plan-1  NAL  0.020
 HO1  plan-1  H9   0.020
 HO1  plan-2  CAO  0.020
 HO1  plan-2  CAU  0.020
 HO1  plan-2  NAN  0.020
 HO1  plan-2  CAS  0.020
 HO1  plan-2  OAD  0.020
 HO1  plan-2  CAV  0.020
 HO1  plan-2  OAB  0.020
 HO1  plan-2  CAI  0.020
 HO1  plan-2  CAR  0.020
 HO1  plan-2  CAP  0.020
 HO1  plan-2  H2   0.020
 HO1  plan-2  H4   0.020
 HO1  plan-3  CAR  0.020
 HO1  plan-3  CAP  0.020
 HO1  plan-3  CAH  0.020
 HO1  plan-3  CAF  0.020
 HO1  plan-3  CAE  0.020
 HO1  plan-3  CAG  0.020
 HO1  plan-3  CAQ  0.020
 HO1  plan-3  CAT  0.020
 HO1  plan-3  H5   0.020
 HO1  plan-3  H6   0.020
 HO1  plan-3  H7   0.020
 HO1  plan-3  H8   0.020
 HO1  plan-4  OAA  0.020
 HO1  plan-4  CAO  0.020
 HO1  plan-4  OAC  0.020
 HO1  plan-4  CAU  0.020

