# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 21:10:27 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: 3-hydroxynaphthalene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc2ccccc2cc1O
#
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
 BZJ  BZJ  '3-hydroxynaphthalene-2-carboxylic acid'  ligand  21  14  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BZJ
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
 BZJ  C10  C  C      0   0.493   2.6257   0.5619   0.0613
 BZJ  O1   O  OC    -1  -0.545   2.8731   1.7691   0.0422
 BZJ  O    O  O      0  -0.626   3.4936  -0.3655   0.0892
 BZJ  C6   C  CR6    0  -0.271   1.1850   0.1046   0.0497
 BZJ  C7   C  CR16   0  -0.353   0.1629   1.0157   0.0114
 BZJ  C8   C  CR66   0   0.109  -1.1910   0.6211  -0.0051
 BZJ  C3   C  CR66   0   0.134  -1.4929  -0.7673   0.0203
 BZJ  C4   C  CR16   0  -0.446  -0.4411  -1.7036   0.0610
 BZJ  C5   C  CR6    0   0.371   0.8741  -1.2929   0.0753
 BZJ  O2   O  OH1    0  -0.660   1.8591  -2.1868   0.1110
 BZJ  C2   C  CR16   0  -0.326  -2.8541  -1.1632   0.0020
 BZJ  C1   C  CR16   0  -0.255  -3.8541  -0.2304  -0.0398
 BZJ  C    C  CR16   0  -0.275  -3.5520   1.1492  -0.0655
 BZJ  C9   C  CR16   0  -0.307  -2.2477   1.5612  -0.0480
 BZJ  H2   H  HCR6   0   0.249   0.3995   2.0731  -0.0087
 BZJ  H3   H  HCR6   0   0.245  -0.6684  -2.7637   0.0790
 BZJ  H4   H  HOH1   0   0.460   2.7091  -1.6136   0.1089
 BZJ  H5   H  HCR6   0   0.248  -3.0932  -2.2199   0.0208
 BZJ  H6   H  HCR6   0   0.253  -4.8887  -0.5490  -0.0540
 BZJ  H7   H  HCR6   0   0.252  -4.3540   1.8745  -0.0992
 BZJ  H8   H  HCR6   0   0.250  -2.0081   2.6181  -0.0676

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
 BZJ  C9   C    aromatic  1.368  0.020  1.368
 BZJ  C9   C8   aromatic  1.415  0.020  1.415
 BZJ  O    C10  deloc     1.270  0.020  1.270
 BZJ  C    C1   aromatic  1.412  0.020  1.412
 BZJ  C7   C8   aromatic  1.410  0.020  1.410
 BZJ  C7   C6   aromatic  1.370  0.020  1.370
 BZJ  C8   C3   aromatic  1.421  0.020  1.421
 BZJ  C10  C6   single    1.512  0.020  1.512
 BZJ  C10  O1   deloc     1.232  0.020  1.232
 BZJ  C1   C2   aromatic  1.368  0.020  1.368
 BZJ  C6   C5   aromatic  1.432  0.020  1.432
 BZJ  C3   C2   aromatic  1.418  0.020  1.418
 BZJ  C3   C4   aromatic  1.409  0.020  1.409
 BZJ  C5   C4   aromatic  1.378  0.020  1.378
 BZJ  C5   O2   single    1.331  0.020  1.331
 BZJ  C7   H2   single    0.930  0.020  1.080
 BZJ  C4   H3   single    0.930  0.020  1.080
 BZJ  O2   H4   single    0.850  0.020  0.980
 BZJ  C2   H5   single    0.930  0.020  1.080
 BZJ  C1   H6   single    0.930  0.020  1.080
 BZJ  C    H7   single    0.930  0.020  1.080
 BZJ  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
 BZJ  C6  C10  O    115.50  3.000
 BZJ  C6  C10  O1   119.17  3.000
 BZJ  O   C10  O1   125.33  3.000
 BZJ  C5  C6   C7   119.19  3.000
 BZJ  C5  C6   C10  120.14  3.000
 BZJ  C7  C6   C10  120.67  3.000
 BZJ  H2  C7   C8   118.83  3.000
 BZJ  H2  C7   C6   119.12  3.000
 BZJ  C8  C7   C6   122.04  3.000
 BZJ  C9  C8   C3   119.41  3.000
 BZJ  C3  C8   C7   118.49  3.000
 BZJ  C9  C8   C7   122.10  3.000
 BZJ  C2  C3   C4   122.11  3.000
 BZJ  C4  C3   C8   119.42  3.000
 BZJ  C2  C3   C8   118.46  3.000
 BZJ  H3  C4   C5   119.43  3.000
 BZJ  H3  C4   C3   119.59  3.000
 BZJ  C5  C4   C3   120.99  3.000
 BZJ  O2  C5   C4   120.44  3.000
 BZJ  O2  C5   C6   119.69  3.000
 BZJ  C4  C5   C6   119.87  3.000
 BZJ  H4  O2   C5   103.78  3.000
 BZJ  H5  C2   C1   120.28  3.000
 BZJ  H5  C2   C3   118.94  3.000
 BZJ  C1  C2   C3   120.78  3.000
 BZJ  H6  C1   C    119.45  3.000
 BZJ  H6  C1   C2   119.88  3.000
 BZJ  C   C1   C2   120.67  3.000
 BZJ  H7  C    C9   120.35  3.000
 BZJ  H7  C    C1   119.79  3.000
 BZJ  C9  C    C1   119.86  3.000
 BZJ  H8  C9   C    120.28  3.000
 BZJ  H8  C9   C8   118.90  3.000
 BZJ  C   C9   C8   120.82  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
 BZJ  CONST_01  C9  C8  C7   C6   180.00   0.0  0
 BZJ  CONST_02  C3  C8  C7   C6     0.00   0.0  0
 BZJ  CONST_03  C3  C4  C5   C6     0.00   0.0  0
 BZJ  CONST_04  C   C9  C8   C7   180.00   0.0  0
 BZJ  CONST_05  C2  C3  C8   C7   180.00   0.0  0
 BZJ  CONST_06  C4  C3  C8   C7     0.00   0.0  0
 BZJ  CONST_07  C4  C5  C6   C7     0.00   0.0  0
 BZJ  CONST_08  C1  C   C9   C8     0.00   0.0  0
 BZJ  CONST_09  C5  C6  C7   C8     0.00   0.0  0
 BZJ  CONST_10  C1  C2  C3   C8     0.00   0.0  0
 BZJ  CONST_11  C5  C4  C3   C8     0.00   0.0  0
 BZJ  CONST_12  C   C9  C8   C3     0.00   0.0  0
 BZJ  CONST_13  C   C1  C2   C3     0.00   0.0  0
 BZJ  CONST_14  C9  C8  C3   C4   180.00   0.0  0
 BZJ  CONST_15  C1  C2  C3   C4   180.00   0.0  0
 BZJ  CONST_16  C2  C3  C4   C5   180.00   0.0  0
 BZJ  CONST_17  C9  C   C1   C2     0.00   0.0  0
 BZJ  CONST_18  C9  C8  C3   C2     0.00   0.0  0
 BZJ  CONST_19  C8  C7  C6   C10  180.00   0.0  0
 BZJ  CONST_20  C4  C5  C6   C10  180.00   0.0  0
 BZJ  CONST_21  O2  C5  C6   C7   180.00   0.0  0
 BZJ  CONST_22  O2  C5  C4   C3   180.00   0.0  0
 BZJ  CONST_23  H3  C4  C5   C6   180.00   0.0  0
 BZJ  CONST_24  H8  C9  C8   C7     0.00   0.0  0
 BZJ  CONST_25  H7  C   C9   C8   180.00   0.0  0
 BZJ  CONST_26  H5  C2  C3   C8   180.00   0.0  0
 BZJ  CONST_27  H2  C7  C8   C3   180.00   0.0  0
 BZJ  CONST_28  H6  C1  C2   C3   180.00   0.0  0
 BZJ  Var_01    C7  C6  C10  O1     0.34  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
 BZJ  plan-1  C10  0.020
 BZJ  plan-1  C6   0.020
 BZJ  plan-1  C7   0.020
 BZJ  plan-1  C8   0.020
 BZJ  plan-1  C3   0.020
 BZJ  plan-1  C4   0.020
 BZJ  plan-1  C5   0.020
 BZJ  plan-1  O2   0.020
 BZJ  plan-1  C2   0.020
 BZJ  plan-1  C1   0.020
 BZJ  plan-1  C    0.020
 BZJ  plan-1  C9   0.020
 BZJ  plan-1  H2   0.020
 BZJ  plan-1  H3   0.020
 BZJ  plan-1  H5   0.020
 BZJ  plan-1  H6   0.020
 BZJ  plan-1  H7   0.020
 BZJ  plan-1  H8   0.020
 BZJ  plan-2  C10  0.020
 BZJ  plan-2  O1   0.020
 BZJ  plan-2  O    0.020
 BZJ  plan-2  C6   0.020

