# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 16:26:27 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 2-(3-fluorophenyl)quinoline-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(nc2ccccc12)c3cccc(F)c3
#
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
 9QK  9QK  '2-(3-fluorophenyl)quinoline-4-carboxylic acid'  ligand  29  20  .  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_9QK
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
 9QK  C8   C  CR16   0  -0.224  -3.9240   1.7077   0.4163
 9QK  N    N  N      0  -0.469  -0.1218  -1.1546   0.0944
 9QK  O    O  OC    -1  -0.581   2.2820   3.0384  -1.0827
 9QK  C1   C  CR6    0   0.040   1.7103   0.9638  -0.1393
 9QK  C10  C  CR66   0   0.186   1.2055  -1.4017   0.0824
 9QK  C11  C  CR16   0  -0.300   1.6193  -2.7524   0.1666
 9QK  C12  C  CR16   0  -0.261   2.9478  -3.0737   0.1585
 9QK  C13  C  CR16   0  -0.247   3.9198  -2.0566   0.0694
 9QK  C14  C  CR16   0  -0.326   3.5489  -0.7410  -0.0067
 9QK  C15  C  CR66   0   0.055   2.1816  -0.3724  -0.0046
 9QK  C2   C  CR16   0  -0.382   0.3557   1.1665  -0.1642
 9QK  C3   C  CR6    0   0.222  -0.5378   0.0823  -0.0117
 9QK  C4   C  CR6    0   0.084  -2.0020   0.3018   0.0132
 9QK  C5   C  CR16   0  -0.458  -2.8586  -0.7440  -0.3334
 9QK  C6   C  CR6    0   0.553  -4.2201  -0.5325  -0.3072
 9QK  C7   C  CR16   0  -0.416  -4.7808   0.6760   0.0621
 9QK  C9   C  CR16   0  -0.330  -2.5485   1.5284   0.3906
 9QK  F    F  F      0  -0.316  -5.0350  -1.5417  -0.6567
 9QK  O1   O  O      0  -0.583   3.6054   2.2096   0.5135
 9QK  H1   H  HCR6   0   0.272  -4.3351   2.6607   0.7206
 9QK  H3   H  HCR6   0   0.257   0.8560  -3.5171   0.2312
 9QK  H4   H  HCR6   0   0.260   3.2564  -4.1093   0.2199
 9QK  H5   H  HCR6   0   0.258   4.9698  -2.3192   0.0635
 9QK  H6   H  HCR6   0   0.258   4.3038   0.0278  -0.0642
 9QK  H7   H  HCR6   0   0.261  -0.0275   2.1667  -0.3123
 9QK  H8   H  HCR6   0   0.274  -2.4608  -1.7063  -0.6271
 9QK  H9   H  HCR6   0   0.282  -5.8547   0.8066   0.0748
 9QK  H10  H  HCR6   0   0.260  -1.9083   2.3476   0.6889
 9QK  C    C  C      0   0.370   2.6275   2.1807  -0.2534

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
 9QK  C8   C7   aromatic  1.387  0.020  1.387
 9QK  C8   C9   aromatic  1.387  0.020  1.387
 9QK  C7   C6   aromatic  1.382  0.020  1.382
 9QK  C9   C4   aromatic  1.395  0.020  1.395
 9QK  C6   F    single    1.343  0.020  1.343
 9QK  C6   C5   aromatic  1.378  0.020  1.378
 9QK  C4   C5   aromatic  1.396  0.020  1.396
 9QK  C4   C3   single    1.481  0.020  1.481
 9QK  O1   C    deloc     1.243  0.020  1.243
 9QK  C2   C3   aromatic  1.413  0.020  1.413
 9QK  C2   C1   aromatic  1.370  0.020  1.370
 9QK  O    C    deloc     1.242  0.020  1.242
 9QK  C    C1   single    1.528  0.020  1.528
 9QK  C3   N    aromatic  1.309  0.020  1.309
 9QK  C1   C15  aromatic  1.423  0.020  1.423
 9QK  N    C10  aromatic  1.350  0.020  1.350
 9QK  C15  C10  aromatic  1.421  0.020  1.421
 9QK  C15  C14  aromatic  1.416  0.020  1.416
 9QK  C10  C11  aromatic  1.415  0.020  1.415
 9QK  C14  C13  aromatic  1.369  0.020  1.369
 9QK  C11  C12  aromatic  1.367  0.020  1.367
 9QK  C13  C12  aromatic  1.410  0.020  1.410
 9QK  C8   H1   single    0.930  0.020  1.080
 9QK  C11  H3   single    0.930  0.020  1.080
 9QK  C12  H4   single    0.930  0.020  1.080
 9QK  C13  H5   single    0.930  0.020  1.080
 9QK  C14  H6   single    0.930  0.020  1.080
 9QK  C2   H7   single    0.930  0.020  1.080
 9QK  C5   H8   single    0.930  0.020  1.080
 9QK  C7   H9   single    0.930  0.020  1.080
 9QK  C9   H10  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
 9QK  H1   C8   C9   119.73  3.000
 9QK  H1   C8   C7   119.50  3.000
 9QK  C9   C8   C7   120.77  3.000
 9QK  C3   N    C10  118.98  3.000
 9QK  C2   C1   C15  117.91  3.000
 9QK  C15  C1   C    123.78  3.000
 9QK  C2   C1   C    118.32  3.000
 9QK  C15  C10  C11  119.60  3.000
 9QK  C11  C10  N    117.49  3.000
 9QK  C15  C10  N    122.90  3.000
 9QK  H3   C11  C12  121.31  3.000
 9QK  H3   C11  C10  118.14  3.000
 9QK  C12  C11  C10  120.55  3.000
 9QK  H4   C12  C13  119.82  3.000
 9QK  H4   C12  C11  120.12  3.000
 9QK  C13  C12  C11  120.06  3.000
 9QK  H5   C13  C14  119.72  3.000
 9QK  H5   C13  C12  119.62  3.000
 9QK  C14  C13  C12  120.67  3.000
 9QK  H6   C14  C15  119.35  3.000
 9QK  H6   C14  C13  119.87  3.000
 9QK  C15  C14  C13  120.78  3.000
 9QK  C14  C15  C10  118.34  3.000
 9QK  C14  C15  C1   124.33  3.000
 9QK  C10  C15  C1   117.28  3.000
 9QK  H7   C2   C3   120.03  3.000
 9QK  H7   C2   C1   119.32  3.000
 9QK  C3   C2   C1   120.65  3.000
 9QK  C4   C3   C2   120.88  3.000
 9QK  C2   C3   N    122.18  3.000
 9QK  C4   C3   N    116.93  3.000
 9QK  C9   C4   C5   119.06  3.000
 9QK  C5   C4   C3   119.46  3.000
 9QK  C9   C4   C3   121.48  3.000
 9QK  H8   C5   C6   120.33  3.000
 9QK  H8   C5   C4   120.54  3.000
 9QK  C6   C5   C4   119.12  3.000
 9QK  F    C6   C7   118.69  3.000
 9QK  F    C6   C5   118.63  3.000
 9QK  C7   C6   C5   122.68  3.000
 9QK  H9   C7   C6   120.75  3.000
 9QK  H9   C7   C8   121.36  3.000
 9QK  C6   C7   C8   117.90  3.000
 9QK  H10  C9   C4   120.58  3.000
 9QK  H10  C9   C8   118.94  3.000
 9QK  C4   C9   C8   120.47  3.000
 9QK  O1   C    C1   116.40  3.000
 9QK  C1   C    O    115.65  3.000
 9QK  O1   C    O    127.93  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
 9QK  CONST_01  C5   C6   C7   C8     0.00   0.0  0
 9QK  CONST_02  C5   C4   C9   C8     0.00   0.0  0
 9QK  CONST_03  C3   C4   C9   C8   180.00   0.0  0
 9QK  CONST_06  C1   C2   C3   N      0.00   0.0  0
 9QK  CONST_07  C1   C15  C10  N      0.00   0.0  0
 9QK  CONST_08  C14  C15  C10  N    180.00   0.0  0
 9QK  CONST_09  C12  C11  C10  N    180.00   0.0  0
 9QK  CONST_10  C4   C3   C2   C1   180.00   0.0  0
 9QK  CONST_11  C11  C10  C15  C1   180.00   0.0  0
 9QK  CONST_12  C13  C14  C15  C1   180.00   0.0  0
 9QK  CONST_13  C4   C3   N    C10  180.00   0.0  0
 9QK  CONST_14  C2   C3   N    C10    0.00   0.0  0
 9QK  CONST_15  C2   C1   C15  C10    0.00   0.0  0
 9QK  CONST_16  C13  C14  C15  C10    0.00   0.0  0
 9QK  CONST_17  C13  C12  C11  C10    0.00   0.0  0
 9QK  CONST_18  C3   N    C10  C11  180.00   0.0  0
 9QK  CONST_19  C14  C15  C10  C11    0.00   0.0  0
 9QK  CONST_20  C14  C13  C12  C11    0.00   0.0  0
 9QK  CONST_21  C15  C10  C11  C12    0.00   0.0  0
 9QK  CONST_22  C15  C14  C13  C12    0.00   0.0  0
 9QK  CONST_23  C2   C1   C15  C14  180.00   0.0  0
 9QK  CONST_24  C3   C2   C1   C15    0.00   0.0  0
 9QK  CONST_25  C3   N    C10  C15    0.00   0.0  0
 9QK  CONST_28  C6   C5   C4   C3   180.00   0.0  0
 9QK  CONST_29  C7   C8   C9   C4     0.00   0.0  0
 9QK  CONST_30  C7   C6   C5   C4     0.00   0.0  0
 9QK  CONST_31  C9   C8   C7   C6     0.00   0.0  0
 9QK  CONST_32  C9   C4   C5   C6     0.00   0.0  0
 9QK  CONST_33  F    C6   C7   C8   180.00   0.0  0
 9QK  CONST_34  C3   C2   C1   C    180.00   0.0  0
 9QK  CONST_35  C10  C15  C1   C    180.00   0.0  0
 9QK  CONST_36  C14  C15  C1   C      0.00   0.0  0
 9QK  CONST_37  F    C6   C5   C4   180.00   0.0  0
 9QK  CONST_38  H7   C2   C3   N    180.00   0.0  0
 9QK  CONST_39  H3   C11  C10  N      0.00   0.0  0
 9QK  CONST_40  H6   C14  C15  C1     0.00   0.0  0
 9QK  CONST_41  H4   C12  C11  C10  180.00   0.0  0
 9QK  CONST_42  H5   C13  C12  C11  180.00   0.0  0
 9QK  CONST_43  H10  C9   C4   C3     0.00   0.0  0
 9QK  CONST_44  H8   C5   C4   C3     0.00   0.0  0
 9QK  CONST_45  H1   C8   C9   C4   180.00   0.0  0
 9QK  CONST_46  H9   C7   C6   C5   180.00   0.0  0
 9QK  Var_01    C2   C1   C    O    -41.47  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
 9QK  plan-1  C8   0.020
 9QK  plan-1  C3   0.020
 9QK  plan-1  C4   0.020
 9QK  plan-1  C5   0.020
 9QK  plan-1  C6   0.020
 9QK  plan-1  C7   0.020
 9QK  plan-1  C9   0.020
 9QK  plan-1  F    0.020
 9QK  plan-1  H1   0.020
 9QK  plan-1  H8   0.020
 9QK  plan-1  H9   0.020
 9QK  plan-1  H10  0.020
 9QK  plan-2  N    0.020
 9QK  plan-2  C1   0.020
 9QK  plan-2  C10  0.020
 9QK  plan-2  C11  0.020
 9QK  plan-2  C12  0.020
 9QK  plan-2  C13  0.020
 9QK  plan-2  C14  0.020
 9QK  plan-2  C15  0.020
 9QK  plan-2  C2   0.020
 9QK  plan-2  C3   0.020
 9QK  plan-2  C4   0.020
 9QK  plan-2  H3   0.020
 9QK  plan-2  H4   0.020
 9QK  plan-2  H5   0.020
 9QK  plan-2  H6   0.020
 9QK  plan-2  H7   0.020
 9QK  plan-2  C    0.020
 9QK  plan-3  O    0.020
 9QK  plan-3  C1   0.020
 9QK  plan-3  O1   0.020
 9QK  plan-3  C    0.020

