# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 12:03:30 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: 1-hydroxynaphthalene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc2ccccc2c1O
#
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
 1HN  1HN  '1-hydroxynaphthalene-2-carboxylic acid'  ligand  21  14  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1HN
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
 1HN  C1   C  CR6    0   0.331   0.3357   0.7519  -0.0772
 1HN  O1   O  OH1    0  -0.643   0.6839   2.0273  -0.1189
 1HN  C2   C  CR6    0  -0.310   1.2937  -0.2563  -0.0648
 1HN  O2   O  O      0  -0.638   3.0049   1.3551  -0.1324
 1HN  C3   C  CR16   0  -0.290   0.8802  -1.6046  -0.0198
 1HN  O3   O  OC    -1  -0.550   3.6019  -0.7867  -0.0848
 1HN  C4   C  CR16   0  -0.352  -0.4394  -1.9516   0.0139
 1HN  C5   C  CR16   0  -0.320  -2.8149  -1.2589   0.0400
 1HN  C6   C  CR16   0  -0.251  -3.7642  -0.2717   0.0295
 1HN  C7   C  CR16   0  -0.265  -3.3802   1.0825  -0.0182
 1HN  C8   C  CR16   0  -0.280  -2.0526   1.4208  -0.0534
 1HN  C9   C  C      0   0.497   2.7498   0.1046  -0.0960
 1HN  C4A  C  CR66   0   0.120  -1.4367  -0.9437   0.0036
 1HN  C8A  C  CR66   0  -0.011  -1.0546   0.4211  -0.0431
 1HN  HO1  H  HOH1   0   0.465   1.7282   1.9792  -0.1317
 1HN  H3   H  HCR6   0   0.246   1.6415  -2.3738  -0.0115
 1HN  H4   H  HCR6   0   0.240  -0.7373  -2.9922   0.0500
 1HN  H5   H  HCR6   0   0.251  -3.1122  -2.3003   0.0780
 1HN  H6   H  HCR6   0   0.255  -4.8151  -0.5296   0.0585
 1HN  H7   H  HCR6   0   0.254  -4.1371   1.8555  -0.0268
 1HN  H8   H  HCR6   0   0.251  -1.7655   2.4632  -0.0901

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
 1HN  C8A  C1   aromatic  1.430  0.020  1.430
 1HN  C1   C2   aromatic  1.391  0.020  1.391
 1HN  C1   O1   single    1.323  0.020  1.323
 1HN  O1   HO1  single    0.850  0.020  0.980
 1HN  C3   C2   aromatic  1.411  0.020  1.411
 1HN  C2   C9   single    1.500  0.020  1.500
 1HN  C9   O2   deloc     1.277  0.020  1.277
 1HN  C4   C3   aromatic  1.365  0.020  1.365
 1HN  C3   H3   single    0.930  0.020  1.080
 1HN  C9   O3   deloc     1.233  0.020  1.233
 1HN  C4A  C4   aromatic  1.418  0.020  1.418
 1HN  C4   H4   single    0.930  0.020  1.080
 1HN  C6   C5   aromatic  1.370  0.020  1.370
 1HN  C5   C4A  aromatic  1.414  0.020  1.414
 1HN  C5   H5   single    0.930  0.020  1.080
 1HN  C6   C7   aromatic  1.408  0.020  1.408
 1HN  C6   H6   single    0.930  0.020  1.080
 1HN  C7   C8   aromatic  1.371  0.020  1.371
 1HN  C7   H7   single    0.930  0.020  1.080
 1HN  C8   C8A  aromatic  1.413  0.020  1.413
 1HN  C8   H8   single    0.930  0.020  1.080
 1HN  C4A  C8A  aromatic  1.418  0.020  1.418

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
 1HN  C8A  C1   C2   120.13  3.000
 1HN  C2   C1   O1   121.19  3.000
 1HN  C8A  C1   O1   118.68  3.000
 1HN  HO1  O1   C1   102.65  3.000
 1HN  C9   C2   C3   120.99  3.000
 1HN  C9   C2   C1   119.60  3.000
 1HN  C3   C2   C1   119.41  3.000
 1HN  H3   C3   C4   119.95  3.000
 1HN  H3   C3   C2   118.24  3.000
 1HN  C4   C3   C2   121.81  3.000
 1HN  H4   C4   C4A  119.33  3.000
 1HN  H4   C4   C3   120.73  3.000
 1HN  C4A  C4   C3   119.95  3.000
 1HN  H5   C5   C4A  118.84  3.000
 1HN  H5   C5   C6   120.19  3.000
 1HN  C4A  C5   C6   120.97  3.000
 1HN  H6   C6   C7   119.65  3.000
 1HN  H6   C6   C5   120.07  3.000
 1HN  C7   C6   C5   120.29  3.000
 1HN  H7   C7   C8   120.07  3.000
 1HN  H7   C7   C6   119.77  3.000
 1HN  C8   C7   C6   120.16  3.000
 1HN  H8   C8   C8A  119.65  3.000
 1HN  H8   C8   C7   119.73  3.000
 1HN  C8A  C8   C7   120.62  3.000
 1HN  O3   C9   O2   124.76  3.000
 1HN  O3   C9   C2   119.77  3.000
 1HN  O2   C9   C2   115.47  3.000
 1HN  C8A  C4A  C5   118.55  3.000
 1HN  C8A  C4A  C4   119.66  3.000
 1HN  C5   C4A  C4   121.79  3.000
 1HN  C4A  C8A  C8   119.41  3.000
 1HN  C4A  C8A  C1   119.05  3.000
 1HN  C8   C8A  C1   121.54  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
 1HN  CONST_01  C7   C8   C8A  C1  180.00   0.0  0
 1HN  CONST_02  C4   C4A  C8A  C1    0.00   0.0  0
 1HN  CONST_03  C5   C4A  C8A  C1  180.00   0.0  0
 1HN  CONST_04  C4   C3   C2   C1    0.00   0.0  0
 1HN  CONST_05  C8   C8A  C1   C2  180.00   0.0  0
 1HN  CONST_06  C4A  C8A  C1   C2    0.00   0.0  0
 1HN  CONST_07  C4A  C4   C3   C2    0.00   0.0  0
 1HN  CONST_08  C8A  C1   C2   C3    0.00   0.0  0
 1HN  CONST_09  C5   C4A  C4   C3  180.00   0.0  0
 1HN  CONST_10  C8A  C4A  C4   C3    0.00   0.0  0
 1HN  CONST_11  C6   C5   C4A  C4  180.00   0.0  0
 1HN  CONST_12  C8   C8A  C4A  C4  180.00   0.0  0
 1HN  CONST_13  C8   C7   C6   C5    0.00   0.0  0
 1HN  CONST_14  C8   C8A  C4A  C5    0.00   0.0  0
 1HN  CONST_15  C8A  C4A  C5   C6    0.00   0.0  0
 1HN  CONST_16  C8A  C8   C7   C6    0.00   0.0  0
 1HN  CONST_17  C4A  C5   C6   C7    0.00   0.0  0
 1HN  CONST_18  C4A  C8A  C8   C7    0.00   0.0  0
 1HN  CONST_19  C8   C8A  C1   O1    0.00   0.0  0
 1HN  CONST_20  C4A  C8A  C1   O1  180.00   0.0  0
 1HN  CONST_21  C3   C2   C1   O1  180.00   0.0  0
 1HN  CONST_22  C9   C2   C3   C4  180.00   0.0  0
 1HN  CONST_23  C8A  C1   C2   C9  180.00   0.0  0
 1HN  CONST_24  H8   C8   C8A  C1    0.00   0.0  0
 1HN  CONST_25  H3   C3   C2   C1  180.00   0.0  0
 1HN  CONST_26  H4   C4   C3   C2  180.00   0.0  0
 1HN  CONST_27  H5   C5   C4A  C4    0.00   0.0  0
 1HN  CONST_28  H7   C7   C6   C5  180.00   0.0  0
 1HN  CONST_29  H6   C6   C7   C8  180.00   0.0  0
 1HN  Var_01    O2   C9   C2   C1    0.03  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
 1HN  plan-1  C1   0.020
 1HN  plan-1  O1   0.020
 1HN  plan-1  C2   0.020
 1HN  plan-1  C3   0.020
 1HN  plan-1  C4   0.020
 1HN  plan-1  C5   0.020
 1HN  plan-1  C6   0.020
 1HN  plan-1  C7   0.020
 1HN  plan-1  C8   0.020
 1HN  plan-1  C9   0.020
 1HN  plan-1  C4A  0.020
 1HN  plan-1  C8A  0.020
 1HN  plan-1  H3   0.020
 1HN  plan-1  H4   0.020
 1HN  plan-1  H5   0.020
 1HN  plan-1  H6   0.020
 1HN  plan-1  H7   0.020
 1HN  plan-1  H8   0.020
 1HN  plan-2  C2   0.020
 1HN  plan-2  O2   0.020
 1HN  plan-2  O3   0.020
 1HN  plan-2  C9   0.020

