# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 03:26:46 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: 3,7-dihydroxynaphthalene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc2cc(O)ccc2cc1O
#
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
 BIK  BIK  '3,7-dihydroxynaphthalene-2-carboxylic acid'  ligand  23  15  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BIK
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
 BIK  O6   O  OH1   0  -0.632  20.8461  15.9371  7.5957
 BIK  C6   C  CR6   0   0.359  21.9068  16.2815  6.8390
 BIK  C7   C  CR16  0  -0.319  23.0207  15.4038  6.8829
 BIK  C8   C  CR16  0  -0.303  24.1419  15.6652  6.1529
 BIK  C8A  C  CR66  0   0.121  24.2278  16.8177  5.3316
 BIK  C4A  C  CR66  0   0.145  23.1123  17.6932  5.2936
 BIK  C5   C  CR16  0  -0.453  21.9548  17.4040  6.0583
 BIK  C4   C  CR16  0  -0.342  23.1945  18.8391  4.4874
 BIK  C1   C  CR16  0  -0.420  25.3723  17.1070  4.5684
 BIK  C2   C  CR6   0   0.367  25.4369  18.2306  3.7788
 BIK  O2   O  OH1   0  -0.635  26.5514  18.4507  3.0713
 BIK  C3   C  CR6   0  -0.220  24.3202  19.1210  3.7413
 BIK  C31  C  C     0   0.597  24.3951  20.3297  2.9033
 BIK  O32  O  OH1   0  -0.580  23.3216  21.0916  2.9464
 BIK  O31  O  O     0  -0.478  25.3683  20.6098  2.2239
 BIK  HO6  H  HOH1  0   0.475  20.1389  16.5850  7.4976
 BIK  H7   H  HCR6  0   0.274  22.9691  14.5197  7.5067
 BIK  H8   H  HCR6  0   0.263  24.9835  14.9855  6.1980
 BIK  H5   H  HCR6  0   0.271  21.1110  18.0843  6.0150
 BIK  H4   H  HCR6  0   0.274  22.3453  19.5089  4.4627
 BIK  H1   H  HCR6  0   0.265  26.2203  16.4330  4.5994
 BIK  HO2  H  HOH1  0   0.476  26.4430  19.2828  2.5693
 BIK  H32  H  HOH1  0   0.495  23.4366  21.8674  2.3768

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
 BIK  O6   C6   single    1.348  0.020  1.348
 BIK  O6   HO6  single    0.850  0.020  0.980
 BIK  C6   C7   aromatic  1.419  0.020  1.419
 BIK  C6   C5   aromatic  1.368  0.020  1.368
 BIK  C7   C8   aromatic  1.363  0.020  1.363
 BIK  C7   H7   single    0.930  0.020  1.080
 BIK  C8   C8A  aromatic  1.418  0.020  1.418
 BIK  C8   H8   single    0.930  0.020  1.080
 BIK  C8A  C4A  aromatic  1.419  0.020  1.419
 BIK  C8A  C1   aromatic  1.406  0.020  1.406
 BIK  C4A  C5   aromatic  1.417  0.020  1.417
 BIK  C4A  C4   aromatic  1.403  0.020  1.403
 BIK  C5   H5   single    0.930  0.020  1.080
 BIK  C4   C3   aromatic  1.380  0.020  1.380
 BIK  C4   H4   single    0.930  0.020  1.080
 BIK  C1   C2   aromatic  1.375  0.020  1.375
 BIK  C1   H1   single    0.930  0.020  1.080
 BIK  C2   O2   single    1.338  0.020  1.338
 BIK  C2   C3   aromatic  1.429  0.020  1.429
 BIK  O2   HO2  single    0.850  0.020  0.980
 BIK  C3   C31  single    1.473  0.020  1.473
 BIK  C31  O32  single    1.317  0.020  1.317
 BIK  C31  O31  double    1.220  0.020  1.220
 BIK  O32  H32  single    0.850  0.020  0.980

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
 BIK  HO6  O6   C6   110.39  3.000
 BIK  C5   C6   C7   119.85  3.000
 BIK  C5   C6   O6   123.89  3.000
 BIK  C7   C6   O6   116.26  3.000
 BIK  H7   C7   C8   120.27  3.000
 BIK  H7   C7   C6   119.03  3.000
 BIK  C8   C7   C6   120.70  3.000
 BIK  H8   C8   C8A  119.16  3.000
 BIK  H8   C8   C7   119.78  3.000
 BIK  C8A  C8   C7   121.06  3.000
 BIK  C1   C8A  C4A  119.91  3.000
 BIK  C1   C8A  C8   122.08  3.000
 BIK  C4A  C8A  C8   118.01  3.000
 BIK  C4   C4A  C5   121.63  3.000
 BIK  C4   C4A  C8A  118.25  3.000
 BIK  C5   C4A  C8A  120.12  3.000
 BIK  H5   C5   C4A  119.07  3.000
 BIK  H5   C5   C6   120.67  3.000
 BIK  C4A  C5   C6   120.26  3.000
 BIK  H4   C4   C3   120.11  3.000
 BIK  H4   C4   C4A  118.20  3.000
 BIK  C3   C4   C4A  121.69  3.000
 BIK  H1   C1   C2   119.21  3.000
 BIK  H1   C1   C8A  119.58  3.000
 BIK  C2   C1   C8A  121.22  3.000
 BIK  C3   C2   O2   122.31  3.000
 BIK  C3   C2   C1   119.19  3.000
 BIK  O2   C2   C1   118.50  3.000
 BIK  HO2  O2   C2   108.60  3.000
 BIK  C31  C3   C2   119.12  3.000
 BIK  C31  C3   C4   121.13  3.000
 BIK  C2   C3   C4   119.75  3.000
 BIK  O31  C31  O32  122.40  3.000
 BIK  O31  C31  C3   123.10  3.000
 BIK  O32  C31  C3   114.50  3.000
 BIK  H32  O32  C31  110.31  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
 BIK  CONST_01  C8A  C8   C7   C6     0.00   0.0  0
 BIK  CONST_02  C8A  C4A  C5   C6     0.00   0.0  0
 BIK  CONST_03  C4   C4A  C5   C6   180.00   0.0  0
 BIK  CONST_04  C4A  C5   C6   C7     0.00   0.0  0
 BIK  CONST_05  C4A  C8A  C8   C7     0.00   0.0  0
 BIK  CONST_06  C1   C8A  C8   C7   180.00   0.0  0
 BIK  CONST_07  C5   C6   C7   C8     0.00   0.0  0
 BIK  CONST_08  C5   C4A  C8A  C8     0.00   0.0  0
 BIK  CONST_09  C4   C4A  C8A  C8   180.00   0.0  0
 BIK  CONST_10  C2   C1   C8A  C8   180.00   0.0  0
 BIK  CONST_11  C3   C4   C4A  C8A    0.00   0.0  0
 BIK  CONST_12  C3   C2   C1   C8A    0.00   0.0  0
 BIK  CONST_13  C2   C1   C8A  C4A    0.00   0.0  0
 BIK  CONST_14  C2   C3   C4   C4A    0.00   0.0  0
 BIK  CONST_15  C1   C8A  C4A  C5   180.00   0.0  0
 BIK  CONST_16  C3   C4   C4A  C5   180.00   0.0  0
 BIK  CONST_17  C1   C8A  C4A  C4     0.00   0.0  0
 BIK  CONST_18  C1   C2   C3   C4     0.00   0.0  0
 BIK  CONST_19  C8   C7   C6   O6   180.00   0.0  0
 BIK  CONST_20  C4A  C5   C6   O6   180.00   0.0  0
 BIK  CONST_21  O2   C2   C1   C8A  180.00   0.0  0
 BIK  CONST_22  C31  C3   C4   C4A  180.00   0.0  0
 BIK  CONST_23  O2   C2   C3   C4   180.00   0.0  0
 BIK  CONST_24  C31  C3   C2   C1   180.00   0.0  0
 BIK  CONST_25  H8   C8   C7   C6   180.00   0.0  0
 BIK  CONST_26  H5   C5   C6   C7   180.00   0.0  0
 BIK  CONST_27  H1   C1   C8A  C8     0.00   0.0  0
 BIK  CONST_28  H7   C7   C8   C8A  180.00   0.0  0
 BIK  CONST_29  H4   C4   C4A  C8A  180.00   0.0  0
 BIK  CONST_30  H32  O32  C31  C3   180.00   0.0  0
 BIK  Var_01    O32  C31  C3   C4     0.53  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
 BIK  plan-1  O6   0.020
 BIK  plan-1  C6   0.020
 BIK  plan-1  C7   0.020
 BIK  plan-1  C8   0.020
 BIK  plan-1  C8A  0.020
 BIK  plan-1  C4A  0.020
 BIK  plan-1  C5   0.020
 BIK  plan-1  C4   0.020
 BIK  plan-1  C1   0.020
 BIK  plan-1  C2   0.020
 BIK  plan-1  O2   0.020
 BIK  plan-1  C3   0.020
 BIK  plan-1  C31  0.020
 BIK  plan-1  H7   0.020
 BIK  plan-1  H8   0.020
 BIK  plan-1  H5   0.020
 BIK  plan-1  H4   0.020
 BIK  plan-1  H1   0.020
 BIK  plan-2  C3   0.020
 BIK  plan-2  C31  0.020
 BIK  plan-2  O32  0.020
 BIK  plan-2  O31  0.020
 BIK  plan-2  H32  0.020

