# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 16:25:11 2020
#   Inital geometry file: a 74 line input string
#   Ligand name: 3-(3-hydroxyphenyl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(c1)c2cccc(O)c2
#
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
 IQQ  IQQ  '3-(3-hydroxyphenyl)benzoic acid'  ligand  25  16  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_IQQ
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
 IQQ  C    C  C      0   0.399   3.5999  -0.7252   0.6408
 IQQ  O    O  O      0  -0.592   3.3200  -1.8828   1.0061
 IQQ  C1   C  CR6    0  -0.080   2.4312   0.1636   0.2279
 IQQ  C10  C  CR16   0  -0.317   0.2800   1.7863  -0.5051
 IQQ  C11  C  CR16   0  -0.230   1.5714   2.2923  -0.5135
 IQQ  C12  C  CR16   0  -0.304   2.6415   1.4867  -0.1513
 IQQ  C2   C  CR16   0  -0.358   1.1317  -0.3323   0.2286
 IQQ  C3   C  CR6    0   0.100   0.0441   0.4614  -0.1351
 IQQ  C4   C  CR6    0   0.103  -1.3272  -0.0912  -0.1344
 IQQ  C5   C  CR16   0  -0.403  -2.3968   0.6845   0.3063
 IQQ  C6   C  CR6    0   0.373  -3.6926   0.1761   0.3029
 IQQ  C7   C  CR16   0  -0.395  -3.9287  -1.1208  -0.1451
 IQQ  C8   C  CR16   0  -0.229  -2.8622  -1.8933  -0.5815
 IQQ  C9   C  CR16   0  -0.338  -1.5698  -1.3930  -0.5789
 IQQ  O1   O  OH1    0  -0.634  -4.6776   0.9817   0.7494
 IQQ  O2   O  OC    -1  -0.593   4.7348  -0.2166   0.5746
 IQQ  H6   H  HCR6   0   0.250  -0.5446   2.4198  -0.8091
 IQQ  H7   H  HCR6   0   0.250   1.7431   3.3191  -0.8111
 IQQ  H8   H  HCR6   0   0.244   3.6475   1.8844  -0.1635
 IQQ  H    H  HCR6   0   0.241   0.9674  -1.3568   0.5373
 IQQ  H1   H  HCR6   0   0.258  -2.2281   1.6884   0.6776
 IQQ  H3   H  HCR6   0   0.270  -4.9349  -1.5242  -0.1557
 IQQ  H4   H  HCR6   0   0.260  -3.0493  -2.8984  -0.9370
 IQQ  H5   H  HCR6   0   0.250  -0.7550  -2.0046  -0.9442
 IQQ  H2   H  HOH1   0   0.474  -5.5241   0.5221   0.7241

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
 IQQ  C7   C8   aromatic  1.387  0.020  1.387
 IQQ  C7   C6   aromatic  1.392  0.020  1.392
 IQQ  C8   C9   aromatic  1.386  0.020  1.386
 IQQ  O1   C6   single    1.349  0.020  1.349
 IQQ  C6   C5   aromatic  1.392  0.020  1.392
 IQQ  C9   C4   aromatic  1.397  0.020  1.397
 IQQ  C5   C4   aromatic  1.393  0.020  1.393
 IQQ  C4   C3   single    1.478  0.020  1.478
 IQQ  O    C    deloc     1.246  0.020  1.246
 IQQ  C2   C3   aromatic  1.395  0.020  1.395
 IQQ  C2   C1   aromatic  1.391  0.020  1.391
 IQQ  C3   C10  aromatic  1.396  0.020  1.396
 IQQ  C    C1   single    1.525  0.020  1.525
 IQQ  C    O2   deloc     1.245  0.020  1.245
 IQQ  C1   C12  aromatic  1.392  0.020  1.392
 IQQ  C10  C11  aromatic  1.387  0.020  1.387
 IQQ  C12  C11  aromatic  1.388  0.020  1.388
 IQQ  C10  H6   single    0.930  0.020  1.080
 IQQ  C11  H7   single    0.930  0.020  1.080
 IQQ  C12  H8   single    0.930  0.020  1.080
 IQQ  C2   H    single    0.930  0.020  1.080
 IQQ  C5   H1   single    0.930  0.020  1.080
 IQQ  C7   H3   single    0.930  0.020  1.080
 IQQ  C8   H4   single    0.930  0.020  1.080
 IQQ  C9   H5   single    0.930  0.020  1.080
 IQQ  O1   H2   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
 IQQ  O2   C    C1   116.48  3.000
 IQQ  O2   C    O    126.85  3.000
 IQQ  C1   C    O    116.66  3.000
 IQQ  C2   C1   C12  118.69  3.000
 IQQ  C12  C1   C    120.78  3.000
 IQQ  C2   C1   C    120.53  3.000
 IQQ  H6   C10  C3   120.06  3.000
 IQQ  H6   C10  C11  119.58  3.000
 IQQ  C3   C10  C11  120.34  3.000
 IQQ  H7   C11  C12  120.00  3.000
 IQQ  H7   C11  C10  119.68  3.000
 IQQ  C12  C11  C10  120.32  3.000
 IQQ  H8   C12  C11  120.06  3.000
 IQQ  H8   C12  C1   119.53  3.000
 IQQ  C11  C12  C1   120.41  3.000
 IQQ  H    C2   C3   119.64  3.000
 IQQ  H    C2   C1   118.65  3.000
 IQQ  C3   C2   C1   121.70  3.000
 IQQ  C4   C3   C2   120.69  3.000
 IQQ  C2   C3   C10  118.53  3.000
 IQQ  C4   C3   C10  120.78  3.000
 IQQ  C9   C4   C5   119.10  3.000
 IQQ  C5   C4   C3   120.28  3.000
 IQQ  C9   C4   C3   120.62  3.000
 IQQ  H1   C5   C6   118.95  3.000
 IQQ  H1   C5   C4   120.32  3.000
 IQQ  C6   C5   C4   120.71  3.000
 IQQ  O1   C6   C7   122.62  3.000
 IQQ  O1   C6   C5   117.45  3.000
 IQQ  C7   C6   C5   119.93  3.000
 IQQ  H3   C7   C8   120.21  3.000
 IQQ  H3   C7   C6   120.48  3.000
 IQQ  C8   C7   C6   119.31  3.000
 IQQ  H4   C8   C9   119.81  3.000
 IQQ  H4   C8   C7   119.18  3.000
 IQQ  C9   C8   C7   121.01  3.000
 IQQ  H5   C9   C8   119.83  3.000
 IQQ  H5   C9   C4   120.21  3.000
 IQQ  C8   C9   C4   119.94  3.000
 IQQ  H2   O1   C6   110.37  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
 IQQ  CONST_01  C4   C3   C2   C1   180.00   0.0  0
 IQQ  CONST_02  C10  C3   C2   C1     0.00   0.0  0
 IQQ  CONST_03  C10  C11  C12  C1     0.00   0.0  0
 IQQ  CONST_06  C4   C3   C10  C11  180.00   0.0  0
 IQQ  CONST_07  C2   C3   C10  C11    0.00   0.0  0
 IQQ  CONST_08  C2   C1   C12  C11    0.00   0.0  0
 IQQ  CONST_09  C3   C2   C1   C12    0.00   0.0  0
 IQQ  CONST_10  C3   C10  C11  C12    0.00   0.0  0
 IQQ  CONST_13  C8   C9   C4   C3   180.00   0.0  0
 IQQ  CONST_14  C6   C5   C4   C3   180.00   0.0  0
 IQQ  CONST_15  C7   C8   C9   C4     0.00   0.0  0
 IQQ  CONST_16  C7   C6   C5   C4     0.00   0.0  0
 IQQ  CONST_17  C8   C7   C6   C5     0.00   0.0  0
 IQQ  CONST_18  C8   C9   C4   C5     0.00   0.0  0
 IQQ  CONST_19  C9   C8   C7   C6     0.00   0.0  0
 IQQ  CONST_20  C9   C4   C5   C6     0.00   0.0  0
 IQQ  CONST_21  C3   C2   C1   C    180.00   0.0  0
 IQQ  CONST_22  C11  C12  C1   C    180.00   0.0  0
 IQQ  CONST_23  O1   C6   C5   C4   180.00   0.0  0
 IQQ  CONST_24  O1   C6   C7   C8   180.00   0.0  0
 IQQ  CONST_25  H7   C11  C12  C1   180.00   0.0  0
 IQQ  CONST_26  H    C2   C3   C10  180.00   0.0  0
 IQQ  CONST_27  H8   C12  C11  C10  180.00   0.0  0
 IQQ  CONST_28  H6   C10  C11  C12  180.00   0.0  0
 IQQ  CONST_29  H5   C9   C4   C3     0.00   0.0  0
 IQQ  CONST_30  H1   C5   C4   C3     0.00   0.0  0
 IQQ  CONST_31  H4   C8   C9   C4   180.00   0.0  0
 IQQ  CONST_32  H3   C7   C6   C5   180.00   0.0  0
 IQQ  Var_01    C2   C1   C    O     -1.93  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
 IQQ  plan-1  C    0.020
 IQQ  plan-1  C1   0.020
 IQQ  plan-1  C10  0.020
 IQQ  plan-1  C11  0.020
 IQQ  plan-1  C12  0.020
 IQQ  plan-1  C2   0.020
 IQQ  plan-1  C3   0.020
 IQQ  plan-1  C4   0.020
 IQQ  plan-1  H6   0.020
 IQQ  plan-1  H7   0.020
 IQQ  plan-1  H8   0.020
 IQQ  plan-1  H    0.020
 IQQ  plan-2  C3   0.020
 IQQ  plan-2  C4   0.020
 IQQ  plan-2  C5   0.020
 IQQ  plan-2  C6   0.020
 IQQ  plan-2  C7   0.020
 IQQ  plan-2  C8   0.020
 IQQ  plan-2  C9   0.020
 IQQ  plan-2  O1   0.020
 IQQ  plan-2  H1   0.020
 IQQ  plan-2  H3   0.020
 IQQ  plan-2  H4   0.020
 IQQ  plan-2  H5   0.020
 IQQ  plan-3  C    0.020
 IQQ  plan-3  O    0.020
 IQQ  plan-3  C1   0.020
 IQQ  plan-3  O2   0.020

