# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 09:53:27 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 6-fluoro-2-(2'-fluorobiphenyl-4-yl)-3-methylquinoline-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c(nc2ccc(F)cc2c1C(O)=O)c3ccc(cc3)c4ccccc4F
#
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
 BRF  BRF  '6-fluoro-2-(2'-fluorobiphenyl-4-yl)-3-methylquinoline-4-carboxylic acid'  ligand  42  28  .  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_BRF
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
 BRF  C1    C  CH3    0  -0.752   2.5415   0.1967  -0.9439
 BRF  C2    C  CR6    0  -0.014   1.2099   0.0600  -1.6280
 BRF  C3    C  CR6    0   0.155  -0.0078  -0.0215  -0.8918
 BRF  C4    C  CR6    0   0.053   1.1362   0.0413  -3.0033
 BRF  N1    N  N      0  -0.458  -1.1899  -0.0635  -1.4562
 BRF  C5    C  C      0   0.328   2.3976   0.0895  -3.8526
 BRF  C23   C  CR6    0   0.030  -0.0271  -0.0616   0.5912
 BRF  C6    C  CR66   0   0.085  -0.1335  -0.0190  -3.6315
 BRF  C7    C  CR66   0   0.170  -1.2774  -0.0627  -2.8008
 BRF  C8    C  CR16   0  -0.276  -0.8945   0.7704   1.2967
 BRF  C9    C  CR16   0  -0.269   0.7554  -0.9629   1.3086
 BRF  O1    O  O      0  -0.590   2.6145   1.1618  -4.4420
 BRF  O2    O  OC    -1  -0.578   3.0708  -0.9528  -3.8707
 BRF  C10   C  CR16   0  -0.505  -0.3020  -0.0334  -5.0366
 BRF  C11   C  CR16   0  -0.285  -2.5634  -0.1202  -3.3887
 BRF  C12   C  CR16   0  -0.285  -0.9581   0.7247   2.6791
 BRF  C13   C  CR16   0  -0.286   0.6812  -1.0211   2.6911
 BRF  C14   C  CR6    0   0.553  -1.5614  -0.0975  -5.5491
 BRF  C15   C  CR16   0  -0.420  -2.7118  -0.1392  -4.7465
 BRF  C16   C  CR6    0   0.090  -0.1708  -0.1749   3.3992
 BRF  F1    F  F      0  -0.317  -1.7308  -0.1177  -6.8815
 BRF  C17   C  CR6    0  -0.140  -0.2504  -0.2761   4.8705
 BRF  C18   C  CR6    0   0.514  -0.1721   0.8364   5.7002
 BRF  C19   C  CR16   0  -0.281  -0.3884  -1.5174   5.4948
 BRF  C20   C  CR16   0  -0.402  -0.2357   0.7531   7.0772
 BRF  C21   C  CR16   0  -0.247  -0.3818  -0.4942   7.6671
 BRF  C22   C  CR16   0  -0.255  -0.4557  -1.6318   6.8747
 BRF  F2    F  F      0  -0.307  -0.0047   2.0489   5.1466
 BRF  H1C1  H  HCH3   0   0.252   3.0302  -0.7701  -0.8131
 BRF  H1C2  H  HCH3   0   0.253   3.2164   0.8224  -1.5265
 BRF  H1C3  H  HCH3   0   0.250   2.4467   0.6523   0.0396
 BRF  H8    H  HCR6   0   0.253  -1.5244   1.4663   0.7575
 BRF  H9    H  HCR6   0   0.259   1.4209  -1.6410   0.7895
 BRF  H10   H  HCR6   0   0.276   0.5486   0.0111  -5.7034
 BRF  H11   H  HCR6   0   0.269  -3.4272  -0.1531  -2.7377
 BRF  H12   H  HCR6   0   0.254  -1.6514   1.3774   3.1933
 BRF  H13   H  HCR6   0   0.258   1.3008  -1.7313   3.2245
 BRF  H15   H  HCR6   0   0.283  -3.6913  -0.1864  -5.2041
 BRF  H19   H  HCR6   0   0.267  -0.4597  -2.4054   4.8791
 BRF  H20   H  HCR6   0   0.280  -0.1628   1.6507   7.6774
 BRF  H21   H  HCR6   0   0.270  -0.4342  -0.5721   8.7446
 BRF  H22   H  HCR6   0   0.263  -0.5721  -2.6066   7.3287

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
 BRF  C1   C2    single    1.503  0.020  1.503
 BRF  C1   H1C1  single    0.970  0.020  1.090
 BRF  C1   H1C2  single    0.970  0.020  1.090
 BRF  C1   H1C3  single    0.970  0.020  1.090
 BRF  C2   C3    aromatic  1.425  0.020  1.425
 BRF  C2   C4    aromatic  1.377  0.020  1.377
 BRF  C3   N1    aromatic  1.311  0.020  1.311
 BRF  C3   C23   single    1.484  0.020  1.484
 BRF  C4   C5    single    1.521  0.020  1.521
 BRF  C4   C6    aromatic  1.418  0.020  1.418
 BRF  N1   C7    aromatic  1.347  0.020  1.347
 BRF  C5   O1    deloc     1.243  0.020  1.243
 BRF  C5   O2    deloc     1.241  0.020  1.241
 BRF  C23  C8    aromatic  1.394  0.020  1.394
 BRF  C23  C9    aromatic  1.393  0.020  1.393
 BRF  C6   C7    aromatic  1.414  0.020  1.414
 BRF  C6   C10   aromatic  1.415  0.020  1.415
 BRF  C7   C11   aromatic  1.415  0.020  1.415
 BRF  C8   C12   aromatic  1.385  0.020  1.385
 BRF  C8   H8    single    0.930  0.020  1.080
 BRF  C9   C13   aromatic  1.386  0.020  1.386
 BRF  C9   H9    single    0.930  0.020  1.080
 BRF  C10  C14   aromatic  1.361  0.020  1.361
 BRF  C10  H10   single    0.930  0.020  1.080
 BRF  C11  C15   aromatic  1.366  0.020  1.366
 BRF  C11  H11   single    0.930  0.020  1.080
 BRF  C12  C16   aromatic  1.395  0.020  1.395
 BRF  C12  H12   single    0.930  0.020  1.080
 BRF  C13  C16   aromatic  1.394  0.020  1.394
 BRF  C13  H13   single    0.930  0.020  1.080
 BRF  C14  C15   aromatic  1.403  0.020  1.403
 BRF  C14  F1    single    1.343  0.020  1.343
 BRF  C15  H15   single    0.930  0.020  1.080
 BRF  C16  C17   single    1.477  0.020  1.477
 BRF  C17  C18   aromatic  1.390  0.020  1.390
 BRF  C17  C19   aromatic  1.396  0.020  1.396
 BRF  C18  C20   aromatic  1.381  0.020  1.381
 BRF  C18  F2    single    1.343  0.020  1.343
 BRF  C19  C22   aromatic  1.386  0.020  1.386
 BRF  C19  H19   single    0.930  0.020  1.080
 BRF  C20  C21   aromatic  1.387  0.020  1.387
 BRF  C20  H20   single    0.930  0.020  1.080
 BRF  C21  C22   aromatic  1.388  0.020  1.388
 BRF  C21  H21   single    0.930  0.020  1.080
 BRF  C22  H22   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
 BRF  H1C3  C1   H1C2  107.28  3.000
 BRF  H1C3  C1   H1C1  107.56  3.000
 BRF  H1C2  C1   H1C1  107.19  3.000
 BRF  H1C3  C1   C2    111.86  3.000
 BRF  H1C2  C1   C2    110.95  3.000
 BRF  H1C1  C1   C2    111.76  3.000
 BRF  C4    C2   C3    117.99  3.000
 BRF  C4    C2   C1    120.20  3.000
 BRF  C3    C2   C1    121.79  3.000
 BRF  C23   C3   N1    114.70  3.000
 BRF  C23   C3   C2    121.93  3.000
 BRF  N1    C3   C2    123.36  3.000
 BRF  C6    C4   C5    119.77  3.000
 BRF  C6    C4   C2    119.39  3.000
 BRF  C5    C4   C2    120.84  3.000
 BRF  C7    N1   C3    119.23  3.000
 BRF  O2    C5   O1    128.55  3.000
 BRF  O2    C5   C4    115.54  3.000
 BRF  O1    C5   C4    115.90  3.000
 BRF  C9    C23  C8    118.38  3.000
 BRF  C9    C23  C3    121.67  3.000
 BRF  C8    C23  C3    119.86  3.000
 BRF  C10   C6   C7    119.11  3.000
 BRF  C10   C6   C4    123.15  3.000
 BRF  C7    C6   C4    117.74  3.000
 BRF  C11   C7   C6    119.49  3.000
 BRF  C11   C7   N1    118.26  3.000
 BRF  C6    C7   N1    122.25  3.000
 BRF  H8    C8   C12   119.46  3.000
 BRF  H8    C8   C23   119.59  3.000
 BRF  C12   C8   C23   120.95  3.000
 BRF  H9    C9   C13   119.01  3.000
 BRF  H9    C9   C23   120.25  3.000
 BRF  C13   C9   C23   120.73  3.000
 BRF  H10   C10  C14   119.83  3.000
 BRF  H10   C10  C6    121.20  3.000
 BRF  C14   C10  C6    118.98  3.000
 BRF  H11   C11  C15   120.72  3.000
 BRF  H11   C11  C7    118.47  3.000
 BRF  C15   C11  C7    120.81  3.000
 BRF  H12   C12  C16   120.34  3.000
 BRF  H12   C12  C8    118.93  3.000
 BRF  C16   C12  C8    120.70  3.000
 BRF  H13   C13  C16   119.84  3.000
 BRF  H13   C13  C9    119.23  3.000
 BRF  C16   C13  C9    120.93  3.000
 BRF  F1    C14  C15   117.61  3.000
 BRF  F1    C14  C10   119.40  3.000
 BRF  C15   C14  C10   122.99  3.000
 BRF  H15   C15  C14   120.09  3.000
 BRF  H15   C15  C11   121.29  3.000
 BRF  C14   C15  C11   118.62  3.000
 BRF  C17   C16  C13   119.82  3.000
 BRF  C17   C16  C12   121.86  3.000
 BRF  C13   C16  C12   118.30  3.000
 BRF  C19   C17  C18   116.75  3.000
 BRF  C19   C17  C16   120.77  3.000
 BRF  C18   C17  C16   122.46  3.000
 BRF  F2    C18  C20   118.10  3.000
 BRF  F2    C18  C17   118.91  3.000
 BRF  C20   C18  C17   122.98  3.000
 BRF  H19   C19  C22   119.68  3.000
 BRF  H19   C19  C17   118.77  3.000
 BRF  C22   C19  C17   121.55  3.000
 BRF  H20   C20  C21   121.12  3.000
 BRF  H20   C20  C18   120.00  3.000
 BRF  C21   C20  C18   118.88  3.000
 BRF  H21   C21  C22   120.46  3.000
 BRF  H21   C21  C20   119.57  3.000
 BRF  C22   C21  C20   119.97  3.000
 BRF  H22   C22  C21   120.31  3.000
 BRF  H22   C22  C19   119.83  3.000
 BRF  C21   C22  C19   119.86  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
 BRF  CONST_01  C7    N1   C3   C2      0.00   0.0  0
 BRF  CONST_04  C7    C6   C4   C2      0.00   0.0  0
 BRF  CONST_05  C10   C6   C4   C2    180.00   0.0  0
 BRF  CONST_06  C6    C4   C2   C3      0.00   0.0  0
 BRF  CONST_07  C6    C7   N1   C3      0.00   0.0  0
 BRF  CONST_08  C11   C7   N1   C3    180.00   0.0  0
 BRF  CONST_09  C12   C8   C23  C3    180.00   0.0  0
 BRF  CONST_10  C13   C9   C23  C3    180.00   0.0  0
 BRF  CONST_11  N1    C3   C2   C4      0.00   0.0  0
 BRF  CONST_12  C23   C3   C2   C4    180.00   0.0  0
 BRF  CONST_13  N1    C7   C6   C4      0.00   0.0  0
 BRF  CONST_14  C11   C7   C6   C4    180.00   0.0  0
 BRF  CONST_15  C14   C10  C6   C4    180.00   0.0  0
 BRF  CONST_18  C10   C6   C7   N1    180.00   0.0  0
 BRF  CONST_19  C15   C11  C7   N1    180.00   0.0  0
 BRF  CONST_20  C7    N1   C3   C23   180.00   0.0  0
 BRF  CONST_21  C16   C12  C8   C23     0.00   0.0  0
 BRF  CONST_22  C16   C13  C9   C23     0.00   0.0  0
 BRF  CONST_23  C15   C11  C7   C6      0.00   0.0  0
 BRF  CONST_24  C15   C14  C10  C6      0.00   0.0  0
 BRF  CONST_25  C14   C10  C6   C7      0.00   0.0  0
 BRF  CONST_26  C14   C15  C11  C7      0.00   0.0  0
 BRF  CONST_27  C13   C9   C23  C8      0.00   0.0  0
 BRF  CONST_28  C13   C16  C12  C8      0.00   0.0  0
 BRF  CONST_29  C17   C16  C12  C8    180.00   0.0  0
 BRF  CONST_30  C12   C8   C23  C9      0.00   0.0  0
 BRF  CONST_31  C12   C16  C13  C9      0.00   0.0  0
 BRF  CONST_32  C17   C16  C13  C9    180.00   0.0  0
 BRF  CONST_33  C11   C7   C6   C10     0.00   0.0  0
 BRF  CONST_34  C11   C15  C14  C10     0.00   0.0  0
 BRF  CONST_39  C20   C18  C17  C16   180.00   0.0  0
 BRF  CONST_40  C22   C19  C17  C16   180.00   0.0  0
 BRF  CONST_41  C21   C20  C18  C17     0.00   0.0  0
 BRF  CONST_42  C21   C22  C19  C17     0.00   0.0  0
 BRF  CONST_43  C22   C19  C17  C18     0.00   0.0  0
 BRF  CONST_44  C22   C21  C20  C18     0.00   0.0  0
 BRF  CONST_45  C20   C18  C17  C19     0.00   0.0  0
 BRF  CONST_46  C20   C21  C22  C19     0.00   0.0  0
 BRF  CONST_47  N1    C3   C2   C1    180.00   0.0  0
 BRF  CONST_48  C23   C3   C2   C1      0.00   0.0  0
 BRF  CONST_49  C6    C4   C2   C1    180.00   0.0  0
 BRF  CONST_50  C5    C4   C2   C3    180.00   0.0  0
 BRF  CONST_51  C7    C6   C4   C5    180.00   0.0  0
 BRF  CONST_52  C10   C6   C4   C5      0.00   0.0  0
 BRF  CONST_53  F1    C14  C10  C6    180.00   0.0  0
 BRF  CONST_54  F1    C14  C15  C11   180.00   0.0  0
 BRF  CONST_55  F2    C18  C17  C16     0.00   0.0  0
 BRF  CONST_56  F2    C18  C17  C19   180.00   0.0  0
 BRF  CONST_57  F2    C18  C20  C21   180.00   0.0  0
 BRF  CONST_58  H8    C8   C23  C3      0.00   0.0  0
 BRF  CONST_59  H9    C9   C23  C3      0.00   0.0  0
 BRF  CONST_60  H10   C10  C6   C4      0.00   0.0  0
 BRF  CONST_61  H11   C11  C7   N1      0.00   0.0  0
 BRF  CONST_62  H12   C12  C8   C23   180.00   0.0  0
 BRF  CONST_63  H13   C13  C9   C23   180.00   0.0  0
 BRF  CONST_64  H15   C15  C11  C7    180.00   0.0  0
 BRF  CONST_65  H19   C19  C17  C16     0.00   0.0  0
 BRF  CONST_66  H20   C20  C18  C17   180.00   0.0  0
 BRF  CONST_67  H22   C22  C19  C17   180.00   0.0  0
 BRF  CONST_68  H21   C21  C20  C18   180.00   0.0  0
 BRF  Var_01    O1    C5   C4   C2   -107.21  30.0  2
 BRF  Var_02    H1C1  C1   C2   C3     95.43  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
 BRF  plan-1  C3   0.020
 BRF  plan-1  C23  0.020
 BRF  plan-1  C8   0.020
 BRF  plan-1  C9   0.020
 BRF  plan-1  C12  0.020
 BRF  plan-1  C13  0.020
 BRF  plan-1  C16  0.020
 BRF  plan-1  C17  0.020
 BRF  plan-1  H8   0.020
 BRF  plan-1  H9   0.020
 BRF  plan-1  H12  0.020
 BRF  plan-1  H13  0.020
 BRF  plan-2  C16  0.020
 BRF  plan-2  C17  0.020
 BRF  plan-2  C18  0.020
 BRF  plan-2  C19  0.020
 BRF  plan-2  C20  0.020
 BRF  plan-2  C21  0.020
 BRF  plan-2  C22  0.020
 BRF  plan-2  F2   0.020
 BRF  plan-2  H19  0.020
 BRF  plan-2  H20  0.020
 BRF  plan-2  H21  0.020
 BRF  plan-2  H22  0.020
 BRF  plan-3  C1   0.020
 BRF  plan-3  C2   0.020
 BRF  plan-3  C3   0.020
 BRF  plan-3  C4   0.020
 BRF  plan-3  N1   0.020
 BRF  plan-3  C5   0.020
 BRF  plan-3  C23  0.020
 BRF  plan-3  C6   0.020
 BRF  plan-3  C7   0.020
 BRF  plan-3  C10  0.020
 BRF  plan-3  C11  0.020
 BRF  plan-3  C14  0.020
 BRF  plan-3  C15  0.020
 BRF  plan-3  F1   0.020
 BRF  plan-3  H10  0.020
 BRF  plan-3  H11  0.020
 BRF  plan-3  H15  0.020
 BRF  plan-4  C4   0.020
 BRF  plan-4  C5   0.020
 BRF  plan-4  O1   0.020
 BRF  plan-4  O2   0.020

