# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 08:47:47 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 6-chloro-2-(2'-fluorobiphenyl-4-yl)-3-methylquinoline-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c(nc2ccc(Cl)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
 238  238  '6-chloro-2-(2'-fluorobiphenyl-4-yl)-3-methylquinoline-4-carboxylic acid'  ligand  42  28  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_238
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
 238  F1    F   F      0  -0.306   5.4412  -0.2686   2.0651
 238  C19   C   CR6    0   0.515   6.0145  -0.2996   0.8507
 238  C22   C   CR16   0  -0.402   7.3923  -0.3663   0.7819
 238  C21   C   CR16   0  -0.248   8.0006  -0.3751  -0.4651
 238  C20   C   CR16   0  -0.256   7.2262  -0.3118  -1.6158
 238  C18   C   CR16   0  -0.279   5.8452  -0.2429  -1.5156
 238  C17   C   CR6    0  -0.143   5.2029  -0.2410  -0.2760
 238  C16   C   CR6    0   0.089   3.7314  -0.1541  -0.1840
 238  C12   C   CR16   0  -0.285   3.0470   0.8181  -0.9114
 238  C13   C   CR16   0  -0.283   2.9904  -1.0448   0.5936
 238  C9    C   CR16   0  -0.277   1.6091  -0.9620   0.6391
 238  C23   C   CR6    0   0.030   0.9277   0.0277  -0.0671
 238  C8    C   CR16   0  -0.269   1.6657   0.9118  -0.8497
 238  C3    C   CR6    0   0.157  -0.5540   0.0793  -0.0200
 238  N1    N   N      0  -0.459  -1.1498  -1.0700  -0.2292
 238  C7    C   CR66   0   0.189  -2.4955  -1.1220  -0.2262
 238  C11   C   CR16   0  -0.308  -3.1218  -2.3680  -0.4642
 238  C15   C   CR16   0  -0.225  -4.4831  -2.4745  -0.4842
 238  C14   C   CR6    0  -0.039  -5.2656  -1.3246  -0.2605
 238  CL1   CL  CL     0  -0.126  -6.9919  -1.4852  -0.2864
 238  C10   C   CR16   0  -0.282  -4.7024  -0.1036  -0.0217
 238  C6    C   CR66   0   0.061  -3.2935   0.0235  -0.0049
 238  C4    C   CR6    0   0.058  -2.6327   1.2552   0.2315
 238  C5    C   C      0   0.327  -3.4458   2.5184   0.4716
 238  O2    O   O      0  -0.588  -3.9793   2.6159   1.5893
 238  O1    O   OC    -1  -0.577  -3.4900   3.3127  -0.4804
 238  C2    C   CR6    0  -0.013  -1.2557   1.2910   0.2445
 238  C1    C   CH3    0  -0.754  -0.5386   2.5732   0.5638
 238  H22   H   HCR6   0   0.280   7.9787  -0.4039   1.6906
 238  H21   H   HCR6   0   0.270   9.0788  -0.4289  -0.5327
 238  H20   H   HCR6   0   0.263   7.6955  -0.3206  -2.5903
 238  H18   H   HCR6   0   0.267   5.2426  -0.2034  -2.4145
 238  H12   H   HCR6   0   0.259   3.5992   1.5191  -1.5250
 238  H13   H   HCR6   0   0.254   3.4883  -1.8302   1.1471
 238  H9    H   HCR6   0   0.253   1.0518  -1.6728   1.2355
 238  H8    H   HCR6   0   0.260   1.1639   1.6766  -1.4287
 238  H11   H   HCR6   0   0.268  -2.4994  -3.2367  -0.6355
 238  H15   H   HCR6   0   0.281  -4.9589  -3.4275  -0.6708
 238  H10   H   HCR6   0   0.278  -5.3317   0.7570   0.1583
 238  H11A  H   HCH3   0   0.253  -0.4155   3.2005  -0.3209
 238  H12A  H   HCH3   0   0.253  -1.0968   3.1565   1.2954
 238  H13A  H   HCH3   0   0.252   0.4496   2.3944   0.9818

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
 238  F1   C19   single    1.343  0.020  1.343
 238  C19  C22   aromatic  1.381  0.020  1.381
 238  C19  C17   aromatic  1.390  0.020  1.390
 238  C22  C21   aromatic  1.387  0.020  1.387
 238  C22  H22   single    0.930  0.020  1.080
 238  C21  C20   aromatic  1.388  0.020  1.388
 238  C21  H21   single    0.930  0.020  1.080
 238  C20  C18   aromatic  1.386  0.020  1.386
 238  C20  H20   single    0.930  0.020  1.080
 238  C18  C17   aromatic  1.396  0.020  1.396
 238  C18  H18   single    0.930  0.020  1.080
 238  C17  C16   single    1.477  0.020  1.477
 238  C16  C12   aromatic  1.394  0.020  1.394
 238  C16  C13   aromatic  1.395  0.020  1.395
 238  C12  C8    aromatic  1.386  0.020  1.386
 238  C12  H12   single    0.930  0.020  1.080
 238  C13  C9    aromatic  1.385  0.020  1.385
 238  C13  H13   single    0.930  0.020  1.080
 238  C9   C23   aromatic  1.394  0.020  1.394
 238  C9   H9    single    0.930  0.020  1.080
 238  C23  C8    aromatic  1.392  0.020  1.392
 238  C23  C3    single    1.483  0.020  1.483
 238  C8   H8    single    0.930  0.020  1.080
 238  C3   C2    aromatic  1.425  0.020  1.425
 238  C3   N1    aromatic  1.311  0.020  1.311
 238  N1   C7    aromatic  1.347  0.020  1.347
 238  C7   C6    aromatic  1.413  0.020  1.413
 238  C7   C11   aromatic  1.415  0.020  1.415
 238  C11  C15   aromatic  1.366  0.020  1.366
 238  C11  H11   single    0.930  0.020  1.080
 238  C15  C14   aromatic  1.409  0.020  1.409
 238  C15  H15   single    0.930  0.020  1.080
 238  C14  C10   aromatic  1.366  0.020  1.366
 238  C14  CL1   single    1.734  0.020  1.734
 238  C10  C6    aromatic  1.415  0.020  1.415
 238  C10  H10   single    0.930  0.020  1.080
 238  C6   C4    aromatic  1.418  0.020  1.418
 238  C4   C5    single    1.521  0.020  1.521
 238  C4   C2    aromatic  1.378  0.020  1.378
 238  C5   O2    deloc     1.242  0.020  1.242
 238  C5   O1    deloc     1.241  0.020  1.241
 238  C2   C1    single    1.503  0.020  1.503
 238  C1   H11A  single    0.970  0.020  1.090
 238  C1   H12A  single    0.970  0.020  1.090
 238  C1   H13A  single    0.970  0.020  1.090

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
 238  C17   C19  C22   122.97  3.000
 238  C17   C19  F1    118.87  3.000
 238  C22   C19  F1    118.16  3.000
 238  H22   C22  C21   121.13  3.000
 238  H22   C22  C19   120.03  3.000
 238  C21   C22  C19   118.85  3.000
 238  H21   C21  C20   120.43  3.000
 238  H21   C21  C22   119.57  3.000
 238  C20   C21  C22   120.00  3.000
 238  H20   C20  C18   119.85  3.000
 238  H20   C20  C21   120.29  3.000
 238  C18   C20  C21   119.87  3.000
 238  H18   C18  C17   118.75  3.000
 238  H18   C18  C20   119.75  3.000
 238  C17   C18  C20   121.50  3.000
 238  C16   C17  C18   120.91  3.000
 238  C16   C17  C19   122.26  3.000
 238  C18   C17  C19   116.82  3.000
 238  C13   C16  C12   118.38  3.000
 238  C13   C16  C17   121.75  3.000
 238  C12   C16  C17   119.85  3.000
 238  H12   C12  C8    119.32  3.000
 238  H12   C12  C16   119.79  3.000
 238  C8    C12  C16   120.89  3.000
 238  H13   C13  C9    119.05  3.000
 238  H13   C13  C16   120.26  3.000
 238  C9    C13  C16   120.66  3.000
 238  H9    C9   C23   119.59  3.000
 238  H9    C9   C13   119.51  3.000
 238  C23   C9   C13   120.91  3.000
 238  C3    C23  C8    121.68  3.000
 238  C3    C23  C9    119.80  3.000
 238  C8    C23  C9    118.46  3.000
 238  H8    C8   C23   120.23  3.000
 238  H8    C8   C12   119.07  3.000
 238  C23   C8   C12   120.69  3.000
 238  C2    C3   N1    123.45  3.000
 238  N1    C3   C23   114.73  3.000
 238  C2    C3   C23   121.82  3.000
 238  C7    N1   C3    119.17  3.000
 238  C6    C7   C11   119.35  3.000
 238  C11   C7   N1    118.42  3.000
 238  C6    C7   N1    122.22  3.000
 238  H11   C11  C15   120.55  3.000
 238  H11   C11  C7    118.62  3.000
 238  C15   C11  C7    120.83  3.000
 238  H15   C15  C14   120.16  3.000
 238  H15   C15  C11   120.65  3.000
 238  C14   C15  C11   119.19  3.000
 238  C10   C14  CL1   119.74  3.000
 238  CL1   C14  C15   118.36  3.000
 238  C10   C14  C15   121.90  3.000
 238  H10   C10  C6    120.40  3.000
 238  H10   C10  C14   120.05  3.000
 238  C6    C10  C14   119.55  3.000
 238  C4    C6   C10   122.97  3.000
 238  C4    C6   C7    117.85  3.000
 238  C10   C6   C7    119.18  3.000
 238  C2    C4   C5    120.74  3.000
 238  C2    C4   C6    119.35  3.000
 238  C5    C4   C6    119.91  3.000
 238  O1    C5   O2    128.67  3.000
 238  O1    C5   C4    115.44  3.000
 238  O2    C5   C4    115.89  3.000
 238  C1    C2   C4    120.06  3.000
 238  C1    C2   C3    121.99  3.000
 238  C4    C2   C3    117.93  3.000
 238  H13A  C1   H12A  107.18  3.000
 238  H13A  C1   H11A  107.66  3.000
 238  H12A  C1   H11A  107.12  3.000
 238  H13A  C1   C2    112.01  3.000
 238  H12A  C1   C2    110.78  3.000
 238  H11A  C1   C2    111.83  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
 238  CONST_01  C20   C21  C22  C19    0.00   0.0  0
 238  CONST_02  C20   C18  C17  C19    0.00   0.0  0
 238  CONST_05  C18   C17  C19  C22    0.00   0.0  0
 238  CONST_06  C16   C17  C19  C22  180.00   0.0  0
 238  CONST_07  C18   C20  C21  C22    0.00   0.0  0
 238  CONST_08  C17   C19  C22  C21    0.00   0.0  0
 238  CONST_09  C17   C18  C20  C21    0.00   0.0  0
 238  CONST_10  C16   C17  C18  C20  180.00   0.0  0
 238  CONST_13  C8    C12  C16  C17  180.00   0.0  0
 238  CONST_14  C9    C13  C16  C17  180.00   0.0  0
 238  CONST_15  C23   C8   C12  C16    0.00   0.0  0
 238  CONST_16  C23   C9   C13  C16    0.00   0.0  0
 238  CONST_17  C9    C13  C16  C12    0.00   0.0  0
 238  CONST_18  C9    C23  C8   C12    0.00   0.0  0
 238  CONST_19  C3    C23  C8   C12  180.00   0.0  0
 238  CONST_20  C8    C12  C16  C13    0.00   0.0  0
 238  CONST_21  C8    C23  C9   C13    0.00   0.0  0
 238  CONST_22  C3    C23  C9   C13  180.00   0.0  0
 238  CONST_25  C4    C2   C3   C23  180.00   0.0  0
 238  CONST_26  C7    N1   C3   C23  180.00   0.0  0
 238  CONST_29  C6    C4   C2   C3     0.00   0.0  0
 238  CONST_30  C6    C7   N1   C3     0.00   0.0  0
 238  CONST_31  C11   C7   N1   C3   180.00   0.0  0
 238  CONST_32  C4    C2   C3   N1     0.00   0.0  0
 238  CONST_33  C10   C6   C7   N1   180.00   0.0  0
 238  CONST_34  C4    C6   C7   N1     0.00   0.0  0
 238  CONST_35  C15   C11  C7   N1   180.00   0.0  0
 238  CONST_36  C2    C3   N1   C7     0.00   0.0  0
 238  CONST_37  C14   C10  C6   C7     0.00   0.0  0
 238  CONST_38  C2    C4   C6   C7     0.00   0.0  0
 238  CONST_39  C14   C15  C11  C7     0.00   0.0  0
 238  CONST_40  C10   C6   C7   C11    0.00   0.0  0
 238  CONST_41  C4    C6   C7   C11  180.00   0.0  0
 238  CONST_42  C10   C14  C15  C11    0.00   0.0  0
 238  CONST_43  C6    C7   C11  C15    0.00   0.0  0
 238  CONST_44  C6    C10  C14  C15    0.00   0.0  0
 238  CONST_45  C4    C6   C10  C14  180.00   0.0  0
 238  CONST_46  C2    C4   C6   C10  180.00   0.0  0
 238  CONST_47  C21   C22  C19  F1   180.00   0.0  0
 238  CONST_48  C18   C17  C19  F1   180.00   0.0  0
 238  CONST_49  C16   C17  C19  F1     0.00   0.0  0
 238  CONST_50  C1    C2   C3   C23    0.00   0.0  0
 238  CONST_51  C5    C4   C2   C3   180.00   0.0  0
 238  CONST_52  C1    C2   C3   N1   180.00   0.0  0
 238  CONST_53  C5    C4   C6   C7   180.00   0.0  0
 238  CONST_54  CL1   C14  C15  C11  180.00   0.0  0
 238  CONST_55  C6    C10  C14  CL1  180.00   0.0  0
 238  CONST_56  C5    C4   C6   C10    0.00   0.0  0
 238  CONST_57  C1    C2   C4   C6   180.00   0.0  0
 238  CONST_58  H21   C21  C22  C19  180.00   0.0  0
 238  CONST_59  H18   C18  C17  C19  180.00   0.0  0
 238  CONST_60  H20   C20  C21  C22  180.00   0.0  0
 238  CONST_61  H22   C22  C21  C20  180.00   0.0  0
 238  CONST_62  H12   C12  C16  C17    0.00   0.0  0
 238  CONST_63  H13   C13  C16  C17    0.00   0.0  0
 238  CONST_64  H8    C8   C12  C16  180.00   0.0  0
 238  CONST_65  H9    C9   C13  C16  180.00   0.0  0
 238  CONST_66  H11   C11  C7   N1     0.00   0.0  0
 238  CONST_67  H10   C10  C6   C7   180.00   0.0  0
 238  CONST_68  H15   C15  C11  C7   180.00   0.0  0
 238  Var_01    O2    C5   C4   C6    75.17  30.0  2
 238  Var_02    H11A  C1   C2   C3    96.25  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
 238  plan-1  F1   0.020
 238  plan-1  C19  0.020
 238  plan-1  C22  0.020
 238  plan-1  C21  0.020
 238  plan-1  C20  0.020
 238  plan-1  C18  0.020
 238  plan-1  C17  0.020
 238  plan-1  C16  0.020
 238  plan-1  H22  0.020
 238  plan-1  H21  0.020
 238  plan-1  H20  0.020
 238  plan-1  H18  0.020
 238  plan-2  C17  0.020
 238  plan-2  C16  0.020
 238  plan-2  C12  0.020
 238  plan-2  C13  0.020
 238  plan-2  C9   0.020
 238  plan-2  C23  0.020
 238  plan-2  C8   0.020
 238  plan-2  C3   0.020
 238  plan-2  H12  0.020
 238  plan-2  H13  0.020
 238  plan-2  H9   0.020
 238  plan-2  H8   0.020
 238  plan-3  C23  0.020
 238  plan-3  C3   0.020
 238  plan-3  N1   0.020
 238  plan-3  C7   0.020
 238  plan-3  C11  0.020
 238  plan-3  C15  0.020
 238  plan-3  C14  0.020
 238  plan-3  CL1  0.020
 238  plan-3  C10  0.020
 238  plan-3  C6   0.020
 238  plan-3  C4   0.020
 238  plan-3  C5   0.020
 238  plan-3  C2   0.020
 238  plan-3  C1   0.020
 238  plan-3  H11  0.020
 238  plan-3  H15  0.020
 238  plan-3  H10  0.020
 238  plan-4  C4   0.020
 238  plan-4  C5   0.020
 238  plan-4  O2   0.020
 238  plan-4  O1   0.020

