# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 14:33:09 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: 6-hydroxynaphthalene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc2cc(O)ccc12
#
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
 61N  61N  '6-hydroxynaphthalene-1-carboxylic acid'  ligand  21  14  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_61N
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
 61N  O20  O  OC    -1  -0.592  -3.4936  -0.7538   0.6311
 61N  C11  C  C      0   0.365  -2.4609  -0.9514  -0.0356
 61N  O21  O  O      0  -0.593  -2.2058  -1.9542  -0.7305
 61N  C6   C  CR6    0  -0.100  -1.4297   0.1755  -0.0260
 61N  C10  C  CR66   0   0.073  -0.0197  -0.0444  -0.0819
 61N  C5   C  CR16   0  -0.307   0.5749  -1.3321  -0.0646
 61N  C4   C  CR16   0  -0.372   1.9314  -1.4987  -0.0719
 61N  C3   C  CR6    0   0.359   2.7949  -0.3811  -0.1055
 61N  O2   O  OH1    0  -0.635   4.1357  -0.5269  -0.1186
 61N  C2   C  CR16   0  -0.420   2.2624   0.8812  -0.1195
 61N  C1   C  CR66   0   0.122   0.8624   1.0742  -0.1008
 61N  C8   C  CR16   0  -0.339   0.3250   2.3830  -0.0939
 61N  C7   C  CR16   0  -0.246  -1.0268   2.5727  -0.0359
 61N  C9   C  CR16   0  -0.314  -1.8968   1.4678   0.0162
 61N  H2   H  HCR6   0   0.259  -0.0599  -2.2039  -0.0489
 61N  H3   H  HCR6   0   0.268   2.3488  -2.5000  -0.0527
 61N  H4   H  HOH1   0   0.474   4.3707  -1.4609  -0.0975
 61N  H5   H  HCR6   0   0.255   2.9156   1.7460  -0.1359
 61N  H6   H  HCR6   0   0.248   1.0013   3.2291  -0.1267
 61N  H7   H  HCR6   0   0.249  -1.4349   3.5758  -0.0245
 61N  H8   H  HCR6   0   0.245  -2.9628   1.6411   0.0796

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
 61N  C7   C8   aromatic  1.366  0.020  1.366
 61N  C7   C9   aromatic  1.407  0.020  1.407
 61N  C8   C1   aromatic  1.415  0.020  1.415
 61N  C9   C6   aromatic  1.375  0.020  1.375
 61N  C1   C2   aromatic  1.413  0.020  1.413
 61N  C1   C10  aromatic  1.425  0.020  1.425
 61N  C6   C10  aromatic  1.428  0.020  1.428
 61N  C6   C11  single    1.528  0.020  1.528
 61N  C2   C3   aromatic  1.370  0.020  1.370
 61N  C10  C5   aromatic  1.418  0.020  1.418
 61N  O21  C11  deloc     1.246  0.020  1.246
 61N  C11  O20  deloc     1.245  0.020  1.245
 61N  C3   O2   single    1.349  0.020  1.349
 61N  C3   C4   aromatic  1.413  0.020  1.413
 61N  C5   C4   aromatic  1.367  0.020  1.367
 61N  C5   H2   single    0.930  0.020  1.080
 61N  C4   H3   single    0.930  0.020  1.080
 61N  O2   H4   single    0.850  0.020  0.980
 61N  C2   H5   single    0.930  0.020  1.080
 61N  C8   H6   single    0.930  0.020  1.080
 61N  C7   H7   single    0.930  0.020  1.080
 61N  C9   H8   single    0.930  0.020  1.080

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
 61N  C6   C11  O21  117.31  3.000
 61N  O21  C11  O20  126.59  3.000
 61N  C6   C11  O20  116.07  3.000
 61N  C9   C6   C10  118.77  3.000
 61N  C10  C6   C11  123.55  3.000
 61N  C9   C6   C11  117.67  3.000
 61N  C1   C10  C5   116.96  3.000
 61N  C5   C10  C6   123.58  3.000
 61N  C1   C10  C6   119.40  3.000
 61N  H2   C5   C4   119.06  3.000
 61N  H2   C5   C10  119.16  3.000
 61N  C4   C5   C10  121.78  3.000
 61N  H3   C4   C3   119.69  3.000
 61N  H3   C4   C5   119.62  3.000
 61N  C3   C4   C5   120.69  3.000
 61N  C2   C3   O2   119.07  3.000
 61N  O2   C3   C4   121.50  3.000
 61N  C2   C3   C4   119.43  3.000
 61N  H4   O2   C3   110.30  3.000
 61N  H5   C2   C1   119.23  3.000
 61N  H5   C2   C3   120.06  3.000
 61N  C1   C2   C3   120.71  3.000
 61N  C8   C1   C2   120.17  3.000
 61N  C2   C1   C10  120.42  3.000
 61N  C8   C1   C10  119.41  3.000
 61N  H6   C8   C7   120.69  3.000
 61N  H6   C8   C1   119.01  3.000
 61N  C7   C8   C1   120.30  3.000
 61N  H7   C7   C9   119.59  3.000
 61N  H7   C7   C8   120.13  3.000
 61N  C9   C7   C8   120.28  3.000
 61N  H8   C9   C7   119.05  3.000
 61N  H8   C9   C6   119.15  3.000
 61N  C7   C9   C6   121.79  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
 61N  CONST_01  C8  C7   C9   C6     0.00   0.0  0
 61N  CONST_02  C8  C1   C10  C6     0.00   0.0  0
 61N  CONST_03  C2  C1   C10  C6   180.00   0.0  0
 61N  CONST_04  C4  C5   C10  C6   180.00   0.0  0
 61N  CONST_05  C7  C8   C1   C10    0.00   0.0  0
 61N  CONST_06  C3  C2   C1   C10    0.00   0.0  0
 61N  CONST_07  C7  C9   C6   C10    0.00   0.0  0
 61N  CONST_08  C3  C4   C5   C10    0.00   0.0  0
 61N  CONST_09  C8  C1   C10  C5   180.00   0.0  0
 61N  CONST_10  C2  C1   C10  C5     0.00   0.0  0
 61N  CONST_11  C9  C6   C10  C5   180.00   0.0  0
 61N  CONST_12  C2  C3   C4   C5     0.00   0.0  0
 61N  CONST_13  C1  C2   C3   C4     0.00   0.0  0
 61N  CONST_14  C1  C10  C5   C4     0.00   0.0  0
 61N  CONST_15  C8  C1   C2   C3   180.00   0.0  0
 61N  CONST_16  C7  C8   C1   C2   180.00   0.0  0
 61N  CONST_17  C9  C7   C8   C1     0.00   0.0  0
 61N  CONST_18  C9  C6   C10  C1     0.00   0.0  0
 61N  CONST_19  C7  C9   C6   C11  180.00   0.0  0
 61N  CONST_20  C1  C10  C6   C11  180.00   0.0  0
 61N  CONST_21  C5  C10  C6   C11    0.00   0.0  0
 61N  CONST_22  O2  C3   C4   C5   180.00   0.0  0
 61N  CONST_23  C1  C2   C3   O2   180.00   0.0  0
 61N  CONST_24  H7  C7   C9   C6   180.00   0.0  0
 61N  CONST_25  H2  C5   C10  C6     0.00   0.0  0
 61N  CONST_26  H6  C8   C1   C10  180.00   0.0  0
 61N  CONST_27  H5  C2   C1   C10  180.00   0.0  0
 61N  CONST_28  H8  C9   C6   C10  180.00   0.0  0
 61N  CONST_29  H3  C4   C5   C10  180.00   0.0  0
 61N  Var_01    C9  C6   C11  O20  -35.02  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
 61N  plan-1  C11  0.020
 61N  plan-1  C6   0.020
 61N  plan-1  C10  0.020
 61N  plan-1  C5   0.020
 61N  plan-1  C4   0.020
 61N  plan-1  C3   0.020
 61N  plan-1  O2   0.020
 61N  plan-1  C2   0.020
 61N  plan-1  C1   0.020
 61N  plan-1  C8   0.020
 61N  plan-1  C7   0.020
 61N  plan-1  C9   0.020
 61N  plan-1  H2   0.020
 61N  plan-1  H3   0.020
 61N  plan-1  H5   0.020
 61N  plan-1  H6   0.020
 61N  plan-1  H7   0.020
 61N  plan-1  H8   0.020
 61N  plan-2  O20  0.020
 61N  plan-2  C11  0.020
 61N  plan-2  O21  0.020
 61N  plan-2  C6   0.020

