# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 14:33:00 2020
#   Inital geometry file: a 74 line input string
#   Ligand name: 3-(2-hydroxyphenyl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(c1)c2ccccc2O
#
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
 AUV  AUV  '3-(2-hydroxyphenyl)benzoic acid'  ligand  25  16  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_AUV
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
 AUV  C    C  C      0   0.397   3.4231  -0.9259   0.2500
 AUV  O    O  O      0  -0.593   3.1205  -2.0795   0.6111
 AUV  C1   C  CR6    0  -0.080   2.2680   0.0079  -0.0942
 AUV  O1   O  OH1    0  -0.622  -2.1227   1.6505   1.2727
 AUV  C2   C  CR16   0  -0.348   0.9498  -0.4253   0.0170
 AUV  O2   O  OC    -1  -0.594   4.5712  -0.4545   0.1427
 AUV  C3   C  CR6    0   0.114  -0.1247   0.4120  -0.2770
 AUV  C4   C  CR6    0  -0.048  -1.5084  -0.1040  -0.1774
 AUV  C10  C  CR16   0  -0.299   0.1387   1.7157  -0.6989
 AUV  C11  C  CR16   0  -0.232   1.4477   2.1572  -0.8221
 AUV  C12  C  CR16   0  -0.305   2.5061   1.3116  -0.5185
 AUV  C5   C  CR16   0  -0.285  -1.8671  -1.2735  -0.8446
 AUV  C6   C  CR16   0  -0.273  -3.1488  -1.7992  -0.7654
 AUV  C7   C  CR16   0  -0.252  -4.1013  -1.1458   0.0028
 AUV  C8   C  CR16   0  -0.380  -3.7688   0.0147   0.6848
 AUV  C9   C  CR6    0   0.322  -2.4809   0.5380   0.6011
 AUV  H5   H  HOH1   0   0.474  -2.8684   1.9812   1.7859
 AUV  H    H  HCR6   0   0.238   0.7575  -1.4371   0.3515
 AUV  H6   H  HCR6   0   0.244  -0.6769   2.3818  -0.9498
 AUV  H7   H  HCR6   0   0.248   1.6433   3.1674  -1.1596
 AUV  H8   H  HCR6   0   0.243   3.5246   1.6634  -0.6138
 AUV  H1   H  HCR6   0   0.253  -1.1222  -1.7736  -1.4517
 AUV  H2   H  HCR6   0   0.252  -3.3990  -2.7058  -1.2997
 AUV  H3   H  HCR6   0   0.259  -5.1080  -1.5358   0.0775
 AUV  H4   H  HCR6   0   0.268  -4.5124   0.5141   1.2959

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
 AUV  C7   C8   aromatic  1.386  0.020  1.386
 AUV  C7   C6   aromatic  1.387  0.020  1.387
 AUV  C8   C9   aromatic  1.393  0.020  1.393
 AUV  C6   C5   aromatic  1.388  0.020  1.388
 AUV  C9   O1   single    1.348  0.020  1.348
 AUV  C9   C4   aromatic  1.401  0.020  1.401
 AUV  C5   C4   aromatic  1.393  0.020  1.393
 AUV  O    C    deloc     1.246  0.020  1.246
 AUV  C4   C3   single    1.480  0.020  1.480
 AUV  C2   C3   aromatic  1.394  0.020  1.394
 AUV  C2   C1   aromatic  1.392  0.020  1.392
 AUV  C3   C10  aromatic  1.395  0.020  1.395
 AUV  C    C1   single    1.525  0.020  1.525
 AUV  C    O2   deloc     1.246  0.020  1.246
 AUV  C1   C12  aromatic  1.392  0.020  1.392
 AUV  C10  C11  aromatic  1.387  0.020  1.387
 AUV  C12  C11  aromatic  1.388  0.020  1.388
 AUV  O1   H5   single    0.850  0.020  0.980
 AUV  C2   H    single    0.930  0.020  1.080
 AUV  C10  H6   single    0.930  0.020  1.080
 AUV  C11  H7   single    0.930  0.020  1.080
 AUV  C12  H8   single    0.930  0.020  1.080
 AUV  C5   H1   single    0.930  0.020  1.080
 AUV  C6   H2   single    0.930  0.020  1.080
 AUV  C7   H3   single    0.930  0.020  1.080
 AUV  C8   H4   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
 AUV  O2   C    C1   116.55  3.000
 AUV  O2   C    O    126.80  3.000
 AUV  C1   C    O    116.64  3.000
 AUV  C12  C1   C2   118.55  3.000
 AUV  C12  C1   C    120.86  3.000
 AUV  C2   C1   C    120.59  3.000
 AUV  H5   O1   C9   110.05  3.000
 AUV  H    C2   C3   119.32  3.000
 AUV  H    C2   C1   118.92  3.000
 AUV  C3   C2   C1   121.76  3.000
 AUV  C10  C3   C4   121.50  3.000
 AUV  C10  C3   C2   118.66  3.000
 AUV  C4   C3   C2   119.81  3.000
 AUV  C9   C4   C5   118.15  3.000
 AUV  C5   C4   C3   120.07  3.000
 AUV  C9   C4   C3   121.76  3.000
 AUV  H6   C10  C11  119.64  3.000
 AUV  H6   C10  C3   120.18  3.000
 AUV  C11  C10  C3   120.16  3.000
 AUV  H7   C11  C12  119.91  3.000
 AUV  H7   C11  C10  119.68  3.000
 AUV  C12  C11  C10  120.41  3.000
 AUV  H8   C12  C11  120.03  3.000
 AUV  H8   C12  C1   119.51  3.000
 AUV  C11  C12  C1   120.46  3.000
 AUV  H1   C5   C6   119.49  3.000
 AUV  H1   C5   C4   118.61  3.000
 AUV  C6   C5   C4   121.90  3.000
 AUV  H2   C6   C7   120.64  3.000
 AUV  H2   C6   C5   120.20  3.000
 AUV  C7   C6   C5   119.17  3.000
 AUV  H3   C7   C8   119.39  3.000
 AUV  H3   C7   C6   120.48  3.000
 AUV  C8   C7   C6   120.14  3.000
 AUV  H4   C8   C9   119.67  3.000
 AUV  H4   C8   C7   119.88  3.000
 AUV  C9   C8   C7   120.44  3.000
 AUV  C8   C9   C4   120.20  3.000
 AUV  C4   C9   O1   118.06  3.000
 AUV  C8   C9   O1   121.73  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
 AUV  CONST_01  C4   C3   C2   C1  180.00   0.0  0
 AUV  CONST_02  C10  C3   C2   C1    0.00   0.0  0
 AUV  CONST_03  C10  C11  C12  C1    0.00   0.0  0
 AUV  CONST_06  C11  C10  C3   C2    0.00   0.0  0
 AUV  CONST_07  C11  C12  C1   C2    0.00   0.0  0
 AUV  CONST_08  C8   C9   C4   C3  180.00   0.0  0
 AUV  CONST_09  C6   C5   C4   C3  180.00   0.0  0
 AUV  CONST_10  C12  C1   C2   C3    0.00   0.0  0
 AUV  CONST_11  C12  C11  C10  C3    0.00   0.0  0
 AUV  CONST_12  C7   C8   C9   C4    0.00   0.0  0
 AUV  CONST_13  C7   C6   C5   C4    0.00   0.0  0
 AUV  CONST_14  C11  C10  C3   C4  180.00   0.0  0
 AUV  CONST_17  C8   C7   C6   C5    0.00   0.0  0
 AUV  CONST_18  C8   C9   C4   C5    0.00   0.0  0
 AUV  CONST_19  C9   C8   C7   C6    0.00   0.0  0
 AUV  CONST_20  C9   C4   C5   C6    0.00   0.0  0
 AUV  CONST_21  C3   C2   C1   C   180.00   0.0  0
 AUV  CONST_22  C11  C12  C1   C   180.00   0.0  0
 AUV  CONST_23  C7   C8   C9   O1  180.00   0.0  0
 AUV  CONST_24  C5   C4   C9   O1  180.00   0.0  0
 AUV  CONST_25  C3   C4   C9   O1    0.00   0.0  0
 AUV  CONST_26  H7   C11  C12  C1  180.00   0.0  0
 AUV  CONST_27  H6   C10  C3   C2  180.00   0.0  0
 AUV  CONST_28  H8   C12  C1   C2  180.00   0.0  0
 AUV  CONST_29  H1   C5   C4   C3    0.00   0.0  0
 AUV  CONST_30  H4   C8   C9   C4  180.00   0.0  0
 AUV  CONST_31  H2   C6   C5   C4  180.00   0.0  0
 AUV  CONST_32  H    C2   C3   C4    0.00   0.0  0
 AUV  CONST_33  H3   C7   C6   C5  180.00   0.0  0
 AUV  Var_01    C2   C1   C    O     0.92  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
 AUV  plan-1  C    0.020
 AUV  plan-1  C1   0.020
 AUV  plan-1  C2   0.020
 AUV  plan-1  C3   0.020
 AUV  plan-1  C4   0.020
 AUV  plan-1  C10  0.020
 AUV  plan-1  C11  0.020
 AUV  plan-1  C12  0.020
 AUV  plan-1  H    0.020
 AUV  plan-1  H6   0.020
 AUV  plan-1  H7   0.020
 AUV  plan-1  H8   0.020
 AUV  plan-2  O1   0.020
 AUV  plan-2  C3   0.020
 AUV  plan-2  C4   0.020
 AUV  plan-2  C5   0.020
 AUV  plan-2  C6   0.020
 AUV  plan-2  C7   0.020
 AUV  plan-2  C8   0.020
 AUV  plan-2  C9   0.020
 AUV  plan-2  H1   0.020
 AUV  plan-2  H2   0.020
 AUV  plan-2  H3   0.020
 AUV  plan-2  H4   0.020
 AUV  plan-3  C    0.020
 AUV  plan-3  O    0.020
 AUV  plan-3  C1   0.020
 AUV  plan-3  O2   0.020

