# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 05:55:28 2020
#   Inital geometry file: a 72 line input string
#   Ligand name: 3-(3-fluorophenyl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(c1)c2cccc(F)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
 Q4G  Q4G  '3-(3-fluorophenyl)benzoic acid'  ligand  24  16  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_Q4G
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
 Q4G  C    C  C      0   0.400   3.3598   1.0649   0.4374
 Q4G  O    O  O      0  -0.591   2.8740   2.1764   0.7213
 Q4G  C1   C  CR6    0  -0.080   2.3708  -0.0549   0.1306
 Q4G  C10  C  CR16   0  -0.318   0.5473  -2.0994  -0.4112
 Q4G  C11  C  CR16   0  -0.230   1.9104  -2.3493  -0.4554
 Q4G  C12  C  CR16   0  -0.303   2.8181  -1.3345  -0.1865
 Q4G  C2   C  CR16   0  -0.358   1.0014   0.1829   0.1711
 Q4G  C3   C  CR6    0   0.107   0.0749  -0.8243  -0.0960
 Q4G  C4   C  CR6    0   0.109  -1.3756  -0.5491  -0.0458
 Q4G  C5   C  CR16   0  -0.324  -2.2728  -1.5080   0.4291
 Q4G  C6   C  CR16   0  -0.224  -3.6332  -1.2432   0.4755
 Q4G  C7   C  CR16   0  -0.424  -4.1343  -0.0190   0.0544
 Q4G  C8   C  CR6    0   0.549  -3.2332   0.9192  -0.4102
 Q4G  C9   C  CR16   0  -0.480  -1.8750   0.6829  -0.4710
 Q4G  F    F  F      0  -0.317  -3.6950   2.1099  -0.8284
 Q4G  O1   O  OC    -1  -0.592   4.5683   0.7700   0.3779
 Q4G  H5   H  HCR6   0   0.253  -0.1498  -2.8956  -0.6420
 Q4G  H6   H  HCR6   0   0.252   2.2638  -3.3405  -0.7095
 Q4G  H7   H  HCR6   0   0.246   3.8808  -1.5336  -0.2238
 Q4G  H    H  HCR6   0   0.243   0.6573   1.1735   0.4403
 Q4G  H1   H  HCR6   0   0.258  -1.9065  -2.4613   0.7868
 Q4G  H2   H  HCR6   0   0.269  -4.3136  -1.9958   0.8514
 Q4G  H3   H  HCR6   0   0.280  -5.1934   0.1992   0.0873
 Q4G  H4   H  HCR6   0   0.275  -1.2162   1.4464  -0.8657

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
 Q4G  F    C8   single    1.344  0.020  1.344
 Q4G  C7   C8   aromatic  1.381  0.020  1.381
 Q4G  C7   C6   aromatic  1.388  0.020  1.388
 Q4G  C8   C9   aromatic  1.380  0.020  1.380
 Q4G  C6   C5   aromatic  1.387  0.020  1.387
 Q4G  C9   C4   aromatic  1.396  0.020  1.396
 Q4G  C5   C4   aromatic  1.396  0.020  1.396
 Q4G  C4   C3   single    1.477  0.020  1.477
 Q4G  O    C    deloc     1.246  0.020  1.246
 Q4G  C2   C3   aromatic  1.394  0.020  1.394
 Q4G  C2   C1   aromatic  1.390  0.020  1.390
 Q4G  C3   C10  aromatic  1.396  0.020  1.396
 Q4G  C    C1   single    1.525  0.020  1.525
 Q4G  C    O1   deloc     1.245  0.020  1.245
 Q4G  C1   C12  aromatic  1.392  0.020  1.392
 Q4G  C10  C11  aromatic  1.387  0.020  1.387
 Q4G  C12  C11  aromatic  1.388  0.020  1.388
 Q4G  C10  H5   single    0.930  0.020  1.080
 Q4G  C11  H6   single    0.930  0.020  1.080
 Q4G  C12  H7   single    0.930  0.020  1.080
 Q4G  C2   H    single    0.930  0.020  1.080
 Q4G  C5   H1   single    0.930  0.020  1.080
 Q4G  C6   H2   single    0.930  0.020  1.080
 Q4G  C7   H3   single    0.930  0.020  1.080
 Q4G  C9   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
 Q4G  O1   C    C1   116.47  3.000
 Q4G  O1   C    O    126.91  3.000
 Q4G  C1   C    O    116.62  3.000
 Q4G  C2   C1   C12  118.70  3.000
 Q4G  C12  C1   C    120.82  3.000
 Q4G  C2   C1   C    120.48  3.000
 Q4G  H5   C10  C3   120.12  3.000
 Q4G  H5   C10  C11  119.57  3.000
 Q4G  C3   C10  C11  120.30  3.000
 Q4G  H6   C11  C12  120.10  3.000
 Q4G  H6   C11  C10  119.57  3.000
 Q4G  C12  C11  C10  120.33  3.000
 Q4G  H7   C12  C11  120.09  3.000
 Q4G  H7   C12  C1   119.51  3.000
 Q4G  C11  C12  C1   120.41  3.000
 Q4G  H    C2   C3   119.82  3.000
 Q4G  H    C2   C1   118.47  3.000
 Q4G  C3   C2   C1   121.69  3.000
 Q4G  C4   C3   C2   120.76  3.000
 Q4G  C2   C3   C10  118.57  3.000
 Q4G  C4   C3   C10  120.67  3.000
 Q4G  C9   C4   C5   118.68  3.000
 Q4G  C5   C4   C3   120.97  3.000
 Q4G  C9   C4   C3   120.36  3.000
 Q4G  H1   C5   C6   119.29  3.000
 Q4G  H1   C5   C4   119.99  3.000
 Q4G  C6   C5   C4   120.70  3.000
 Q4G  H2   C6   C7   119.46  3.000
 Q4G  H2   C6   C5   119.72  3.000
 Q4G  C7   C6   C5   120.82  3.000
 Q4G  H3   C7   C8   120.79  3.000
 Q4G  H3   C7   C6   121.47  3.000
 Q4G  C8   C7   C6   117.75  3.000
 Q4G  F    C8   C9   118.44  3.000
 Q4G  C9   C8   C7   122.72  3.000
 Q4G  F    C8   C7   118.84  3.000
 Q4G  H4   C9   C8   119.61  3.000
 Q4G  H4   C9   C4   121.05  3.000
 Q4G  C8   C9   C4   119.33  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
 Q4G  CONST_01  C4   C3   C2   C1   180.00   0.0  0
 Q4G  CONST_02  C10  C3   C2   C1     0.00   0.0  0
 Q4G  CONST_03  C10  C11  C12  C1     0.00   0.0  0
 Q4G  CONST_06  C4   C3   C10  C11  180.00   0.0  0
 Q4G  CONST_07  C2   C3   C10  C11    0.00   0.0  0
 Q4G  CONST_08  C2   C1   C12  C11    0.00   0.0  0
 Q4G  CONST_09  C3   C2   C1   C12    0.00   0.0  0
 Q4G  CONST_10  C3   C10  C11  C12    0.00   0.0  0
 Q4G  CONST_13  C8   C9   C4   C3   180.00   0.0  0
 Q4G  CONST_14  C6   C5   C4   C3   180.00   0.0  0
 Q4G  CONST_15  C7   C8   C9   C4     0.00   0.0  0
 Q4G  CONST_16  C7   C6   C5   C4     0.00   0.0  0
 Q4G  CONST_17  C8   C7   C6   C5     0.00   0.0  0
 Q4G  CONST_18  C8   C9   C4   C5     0.00   0.0  0
 Q4G  CONST_19  C9   C8   C7   C6     0.00   0.0  0
 Q4G  CONST_20  C9   C4   C5   C6     0.00   0.0  0
 Q4G  CONST_21  C3   C2   C1   C    180.00   0.0  0
 Q4G  CONST_22  C11  C12  C1   C    180.00   0.0  0
 Q4G  CONST_23  F    C8   C9   C4   180.00   0.0  0
 Q4G  CONST_24  F    C8   C7   C6   180.00   0.0  0
 Q4G  CONST_25  H6   C11  C12  C1   180.00   0.0  0
 Q4G  CONST_26  H    C2   C3   C10  180.00   0.0  0
 Q4G  CONST_27  H7   C12  C11  C10  180.00   0.0  0
 Q4G  CONST_28  H5   C10  C11  C12  180.00   0.0  0
 Q4G  CONST_29  H4   C9   C4   C3     0.00   0.0  0
 Q4G  CONST_30  H1   C5   C4   C3     0.00   0.0  0
 Q4G  CONST_31  H2   C6   C5   C4   180.00   0.0  0
 Q4G  CONST_32  H3   C7   C6   C5   180.00   0.0  0
 Q4G  Var_01    C2   C1   C    O      0.12  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
 Q4G  plan-1  C    0.020
 Q4G  plan-1  C1   0.020
 Q4G  plan-1  C10  0.020
 Q4G  plan-1  C11  0.020
 Q4G  plan-1  C12  0.020
 Q4G  plan-1  C2   0.020
 Q4G  plan-1  C3   0.020
 Q4G  plan-1  C4   0.020
 Q4G  plan-1  H5   0.020
 Q4G  plan-1  H6   0.020
 Q4G  plan-1  H7   0.020
 Q4G  plan-1  H    0.020
 Q4G  plan-2  C3   0.020
 Q4G  plan-2  C4   0.020
 Q4G  plan-2  C5   0.020
 Q4G  plan-2  C6   0.020
 Q4G  plan-2  C7   0.020
 Q4G  plan-2  C8   0.020
 Q4G  plan-2  C9   0.020
 Q4G  plan-2  F    0.020
 Q4G  plan-2  H1   0.020
 Q4G  plan-2  H2   0.020
 Q4G  plan-2  H3   0.020
 Q4G  plan-2  H4   0.020
 Q4G  plan-3  C    0.020
 Q4G  plan-3  O    0.020
 Q4G  plan-3  C1   0.020
 Q4G  plan-3  O1   0.020

