# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 13:08:30 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  22  15  .  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_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  -0.638  20.8554  15.9305  7.6026
 BIK  C6   C  CR6    0   0.349  21.9219  16.2805  6.8497
 BIK  C7   C  CR16   0  -0.329  23.0434  15.4175  6.9038
 BIK  C8   C  CR16   0  -0.310  24.1648  15.6934  6.1754
 BIK  C8A  C  CR66   0   0.112  24.2422  16.8421  5.3488
 BIK  C4A  C  CR66   0   0.135  23.1170  17.7043  5.3013
 BIK  C5   C  CR16   0  -0.460  21.9623  17.4010  6.0630
 BIK  C4   C  CR16   0  -0.366  23.1919  18.8524  4.4865
 BIK  C1   C  CR16   0  -0.440  25.3883  17.1439  4.5863
 BIK  C2   C  CR6    0   0.360  25.4353  18.2683  3.7930
 BIK  O2   O  OH1    0  -0.665  26.5229  18.5426  3.0710
 BIK  C3   C  CR6    0  -0.268  24.3081  19.1481  3.7466
 BIK  C31  C  C      0   0.491  24.3540  20.3955  2.8917
 BIK  O32  O  OC    -1  -0.546  23.3756  21.1451  2.8683
 BIK  O31  O  O      0  -0.626  25.4330  20.5779  2.2472
 BIK  HO6  H  HOH1   0   0.472  20.1428  16.5689  7.4863
 BIK  H7   H  HCR6   0   0.264  23.0014  14.5351  7.5310
 BIK  H8   H  HCR6   0   0.254  25.0148  15.0239  6.2273
 BIK  H5   H  HCR6   0   0.263  21.1096  18.0707  6.0144
 BIK  H4   H  HCR6   0   0.248  22.3414  19.5221  4.4469
 BIK  H1   H  HCR6   0   0.245  26.2447  16.4797  4.6246
 BIK  HO2  H  HOH1   0   0.458  26.2854  19.4192  2.6006

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    1.352  0.020  1.352
 BIK  O6   HO6  single    0.850  0.020  0.980
 BIK  C6   C7   aromatic  1.416  0.020  1.416
 BIK  C6   C5   aromatic  1.370  0.020  1.370
 BIK  C7   C8   aromatic  1.365  0.020  1.365
 BIK  C7   H7   single    0.930  0.020  1.080
 BIK  C8   C8A  aromatic  1.417  0.020  1.417
 BIK  C8   H8   single    0.930  0.020  1.080
 BIK  C8A  C4A  aromatic  1.418  0.020  1.418
 BIK  C8A  C1   aromatic  1.409  0.020  1.409
 BIK  C4A  C5   aromatic  1.416  0.020  1.416
 BIK  C4A  C4   aromatic  1.410  0.020  1.410
 BIK  C5   H5   single    0.930  0.020  1.080
 BIK  C4   C3   aromatic  1.371  0.020  1.371
 BIK  C4   H4   single    0.930  0.020  1.080
 BIK  C1   C2   aromatic  1.377  0.020  1.377
 BIK  C1   H1   single    0.930  0.020  1.080
 BIK  C2   O2   single    1.334  0.020  1.334
 BIK  C2   C3   aromatic  1.431  0.020  1.431
 BIK  O2   HO2  single    0.850  0.020  0.980
 BIK  C3   C31  single    1.513  0.020  1.513
 BIK  C31  O32  deloc     1.233  0.020  1.233
 BIK  C31  O31  deloc     1.270  0.020  1.270

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   110.16  3.000
 BIK  C5   C6   C7   119.81  3.000
 BIK  C5   C6   O6   123.72  3.000
 BIK  C7   C6   O6   116.47  3.000
 BIK  H7   C7   C8   120.35  3.000
 BIK  H7   C7   C6   119.19  3.000
 BIK  C8   C7   C6   120.46  3.000
 BIK  H8   C8   C8A  119.08  3.000
 BIK  H8   C8   C7   119.60  3.000
 BIK  C8A  C8   C7   121.32  3.000
 BIK  C1   C8A  C4A  119.79  3.000
 BIK  C1   C8A  C8   122.25  3.000
 BIK  C4A  C8A  C8   117.96  3.000
 BIK  C4   C4A  C5   121.91  3.000
 BIK  C4   C4A  C8A  118.18  3.000
 BIK  C5   C4A  C8A  119.91  3.000
 BIK  H5   C5   C4A  118.97  3.000
 BIK  H5   C5   C6   120.49  3.000
 BIK  C4A  C5   C6   120.54  3.000
 BIK  H4   C4   C3   119.08  3.000
 BIK  H4   C4   C4A  118.87  3.000
 BIK  C3   C4   C4A  122.05  3.000
 BIK  H1   C1   C2   119.57  3.000
 BIK  H1   C1   C8A  119.47  3.000
 BIK  C2   C1   C8A  120.95  3.000
 BIK  C3   C2   O2   119.89  3.000
 BIK  C3   C2   C1   119.61  3.000
 BIK  O2   C2   C1   120.50  3.000
 BIK  HO2  O2   C2   103.64  3.000
 BIK  C31  C3   C2   120.10  3.000
 BIK  C31  C3   C4   120.48  3.000
 BIK  C2   C3   C4   119.41  3.000
 BIK  O31  C31  O32  125.26  3.000
 BIK  O31  C31  C3   115.53  3.000
 BIK  O32  C31  C3   119.21  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  Var_01    O32  C31  C3   C4     0.05  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

