# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 08:40:44 2021
#   Inital geometry file: a 107 line input string
#   Ligand name: a 2 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1sccc1C(=O)Nc2c(F)cc(cc2F)c3cccc(OC(F)(F)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
 ILF  ILF  '3-{[3,5-difluoro-3'-(trifluoromethoxy)biphenyl-4-yl]carbamoyl}thiophene-2-carboxylic acid'  ligand  40  30  .  2022-03-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_ILF
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
 ILF  C1    C  CR16  0  -0.306  55.9433  47.7844  -0.7234
 ILF  C2    C  CR6   0   0.339  55.1461  47.9049  -1.8483
 ILF  C8    C  CR16  0  -0.363  54.0935  47.0434  -2.0952
 ILF  C9    C  CR6   0   0.097  53.8235  46.0140  -1.1941
 ILF  C10   C  CR6   0   0.123  52.7060  45.0820  -1.4387
 ILF  C11   C  CR16  0  -0.300  54.6261  45.8802  -0.0616
 ILF  C12   C  CR16  0  -0.238  55.6711  46.7599   0.1713
 ILF  C13   C  CR16  0  -0.505  51.9503  44.5982  -0.3718
 ILF  C14   C  CR6   0   0.581  50.9129  43.7254  -0.6171
 ILF  C16   C  CR6   0  -0.039  50.5908  43.2839  -1.8938
 ILF  C20   C  CR16  0  -0.501  52.3967  44.6746  -2.7350
 ILF  C21   C  C     0   0.485  49.5796  41.1099  -1.6626
 ILF  C22   C  CR5   0   0.066  48.4027  40.2786  -2.0627
 ILF  C24   C  CR15  0  -0.182  47.3457  40.0010  -1.1625
 ILF  C27   C  CR5   0  -0.360  48.2289  39.6602  -3.2745
 ILF  O3    O  O2    0  -0.524  55.3663  48.9662  -2.7192
 ILF  C4    C  CT    0   1.073  56.1783  48.7565  -3.7633
 ILF  F5    F  F     0  -0.299  57.4030  48.3775  -3.3947
 ILF  F6    F  F     0  -0.298  55.7190  47.8194  -4.5950
 ILF  F7    F  F     0  -0.276  56.2760  49.8941  -4.4316
 ILF  F15   F  F     0  -0.293  50.1702  43.2970   0.4028
 ILF  N17   N  NH1   0  -0.693  49.5464  42.3801  -2.1267
 ILF  C18   C  CR6   0   0.579  51.3616  43.7868  -2.9336
 ILF  F19   F  F     0  -0.293  51.0773  43.3845  -4.1731
 ILF  O23   O  O     0  -0.433  50.4490  40.6740  -0.9387
 ILF  C25   C  CR15  0  -0.444  46.3966  39.1912  -1.7153
 ILF  S26   S  S2    0   0.302  46.7739  38.7506  -3.3147
 ILF  C28   C  C     0   0.517  49.0776  39.6396  -4.4676
 ILF  O29   O  OH1   0  -0.590  50.2164  40.2857  -4.2889
 ILF  O30   O  O     0  -0.437  48.7550  39.0811  -5.4884
 ILF  H1    H  HCR6  0   0.285  56.7489  48.4827  -0.5402
 ILF  H8    H  HCR6  0   0.284  53.4612  47.1951  -2.9605
 ILF  H11   H  HCR6  0   0.270  54.4454  45.0760   0.6396
 ILF  H12   H  HCR6  0   0.275  56.2853  46.6452   1.0539
 ILF  H13   H  HCR6  0   0.288  52.1415  44.9198   0.6435
 ILF  H20   H  HCR6  0   0.286  52.9767  45.0095  -3.5851
 ILF  H24   H  HCR5  0   0.289  47.2882  40.3909  -0.1568
 ILF  HN17  H  HNH1  0   0.424  48.8189  42.6420  -2.7756
 ILF  H25   H  HCR5  0   0.315  45.4910  38.8331  -1.2502
 ILF  HO29  H  HOH1  0   0.495  50.7430  40.2776  -5.1027

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
 ILF  C1   C2    aromatic  1.384  0.020  1.384
 ILF  C1   C12   aromatic  1.387  0.020  1.387
 ILF  C1   H1    single    0.930  0.020  1.080
 ILF  C2   C8    aromatic  1.382  0.020  1.382
 ILF  C2   O3    single    1.390  0.020  1.390
 ILF  C8   C9    aromatic  1.394  0.020  1.394
 ILF  C8   H8    single    0.930  0.020  1.080
 ILF  C9   C10   single    1.476  0.020  1.476
 ILF  C9   C11   aromatic  1.395  0.020  1.395
 ILF  C10  C13   aromatic  1.394  0.020  1.394
 ILF  C10  C20   aromatic  1.394  0.020  1.394
 ILF  C11  C12   aromatic  1.386  0.020  1.386
 ILF  C11  H11   single    0.930  0.020  1.080
 ILF  C12  H12   single    0.930  0.020  1.080
 ILF  C13  C14   aromatic  1.378  0.020  1.378
 ILF  C13  H13   single    0.930  0.020  1.080
 ILF  C14  C16   aromatic  1.389  0.020  1.389
 ILF  C14  F15   single    1.332  0.020  1.332
 ILF  C16  N17   single    1.401  0.020  1.401
 ILF  C16  C18   aromatic  1.389  0.020  1.389
 ILF  C20  C18   aromatic  1.378  0.020  1.378
 ILF  C20  H20   single    0.930  0.020  1.080
 ILF  C21  C22   single    1.495  0.020  1.495
 ILF  C21  N17   single    1.353  0.020  1.353
 ILF  C21  O23   double    1.212  0.020  1.212
 ILF  C22  C24   aromatic  1.416  0.020  1.416
 ILF  C22  C27   aromatic  1.372  0.020  1.372
 ILF  C24  C25   aromatic  1.365  0.020  1.365
 ILF  C24  H24   single    0.930  0.020  1.080
 ILF  C27  S26   aromatic  1.716  0.020  1.716
 ILF  C27  C28   single    1.464  0.020  1.464
 ILF  O3   C4    single    1.339  0.020  1.339
 ILF  C4   F5    single    1.334  0.020  1.334
 ILF  C4   F6    single    1.334  0.020  1.334
 ILF  C4   F7    single    1.323  0.020  1.323
 ILF  N17  HN17  single    0.860  0.020  1.020
 ILF  C18  F19   single    1.334  0.020  1.334
 ILF  C25  S26   aromatic  1.701  0.020  1.701
 ILF  C25  H25   single    0.930  0.020  1.080
 ILF  C28  O29   single    1.321  0.020  1.321
 ILF  C28  O30   double    1.207  0.020  1.207
 ILF  O29  HO29  single    0.850  0.020  0.980

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
 ILF  H1    C1   C12  120.90  3.000
 ILF  H1    C1   C2   120.69  3.000
 ILF  C12   C1   C2   118.39  3.000
 ILF  O3    C2   C8   118.97  3.000
 ILF  O3    C2   C1   118.97  3.000
 ILF  C8    C2   C1   121.97  3.000
 ILF  H8    C8   C9   120.46  3.000
 ILF  H8    C8   C2   120.01  3.000
 ILF  C9    C8   C2   119.48  3.000
 ILF  C11   C9   C10  120.65  3.000
 ILF  C11   C9   C8   118.96  3.000
 ILF  C10   C9   C8   120.39  3.000
 ILF  C20   C10  C13  119.35  3.000
 ILF  C20   C10  C9   120.46  3.000
 ILF  C13   C10  C9   120.19  3.000
 ILF  H11   C11  C12  119.26  3.000
 ILF  H11   C11  C9   120.10  3.000
 ILF  C12   C11  C9   120.63  3.000
 ILF  H12   C12  C11  119.88  3.000
 ILF  H12   C12  C1   119.56  3.000
 ILF  C11   C12  C1   120.56  3.000
 ILF  H13   C13  C14  119.24  3.000
 ILF  H13   C13  C10  121.28  3.000
 ILF  C14   C13  C10  119.45  3.000
 ILF  F15   C14  C16  118.17  3.000
 ILF  F15   C14  C13  119.15  3.000
 ILF  C16   C14  C13  122.67  3.000
 ILF  C18   C16  N17  121.54  3.000
 ILF  C18   C16  C14  116.39  3.000
 ILF  N17   C16  C14  122.07  3.000
 ILF  H20   C20  C18  119.25  3.000
 ILF  H20   C20  C10  121.42  3.000
 ILF  C18   C20  C10  119.28  3.000
 ILF  O23   C21  N17  124.06  3.000
 ILF  O23   C21  C22  121.61  3.000
 ILF  N17   C21  C22  114.26  3.000
 ILF  C27   C22  C24  112.26  3.000
 ILF  C27   C22  C21  125.93  3.000
 ILF  C24   C22  C21  121.76  3.000
 ILF  H24   C24  C25  123.66  3.000
 ILF  H24   C24  C22  124.12  3.000
 ILF  C25   C24  C22  112.21  3.000
 ILF  C28   C27  S26  117.70  3.000
 ILF  C28   C27  C22  130.75  3.000
 ILF  S26   C27  C22  111.54  3.000
 ILF  C4    O3   C2   117.70  3.000
 ILF  F7    C4   F6   108.32  3.000
 ILF  F7    C4   F5   108.42  3.000
 ILF  F6    C4   F5   106.78  3.000
 ILF  F7    C4   O3   107.70  3.000
 ILF  F6    C4   O3   112.78  3.000
 ILF  F5    C4   O3   112.69  3.000
 ILF  HN17  N17  C21  118.81  3.000
 ILF  HN17  N17  C16  118.48  3.000
 ILF  C21   N17  C16  122.04  3.000
 ILF  F19   C18  C20  119.23  3.000
 ILF  F19   C18  C16  117.92  3.000
 ILF  C20   C18  C16  122.84  3.000
 ILF  H25   C25  S26  120.35  3.000
 ILF  H25   C25  C24  127.30  3.000
 ILF  S26   C25  C24  112.35  3.000
 ILF  C25   S26  C27   91.65  3.000
 ILF  O30   C28  O29  124.80  3.000
 ILF  O30   C28  C27  122.72  3.000
 ILF  O29   C28  C27  112.48  3.000
 ILF  HO29  O29  C28  110.52  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
 ILF  CONST_01  C9    C8   C2   C1      0.00   0.0  0
 ILF  CONST_02  C9    C11  C12  C1      0.00   0.0  0
 ILF  CONST_03  C11   C12  C1   C2      0.00   0.0  0
 ILF  CONST_04  C10   C9   C8   C2    180.00   0.0  0
 ILF  CONST_05  C11   C9   C8   C2      0.00   0.0  0
 ILF  CONST_06  C12   C1   C2   C8      0.00   0.0  0
 ILF  CONST_09  C12   C11  C9   C8      0.00   0.0  0
 ILF  CONST_10  C14   C13  C10  C9    180.00   0.0  0
 ILF  CONST_11  C18   C20  C10  C9    180.00   0.0  0
 ILF  CONST_12  C12   C11  C9   C10   180.00   0.0  0
 ILF  CONST_13  C16   C14  C13  C10     0.00   0.0  0
 ILF  CONST_14  C16   C18  C20  C10     0.00   0.0  0
 ILF  CONST_17  C18   C20  C10  C13     0.00   0.0  0
 ILF  CONST_18  C18   C16  C14  C13     0.00   0.0  0
 ILF  CONST_19  C20   C10  C13  C14     0.00   0.0  0
 ILF  CONST_20  C20   C18  C16  C14     0.00   0.0  0
 ILF  CONST_21  S26   C25  C24  C22     0.00   0.0  0
 ILF  CONST_22  C25   S26  C27  C22     0.00   0.0  0
 ILF  CONST_23  S26   C27  C22  C24     0.00   0.0  0
 ILF  CONST_24  C27   S26  C25  C24     0.00   0.0  0
 ILF  CONST_25  C25   C24  C22  C27     0.00   0.0  0
 ILF  CONST_26  O3    C2   C8   C9    180.00   0.0  0
 ILF  CONST_27  F15   C14  C13  C10   180.00   0.0  0
 ILF  CONST_28  F19   C18  C20  C10   180.00   0.0  0
 ILF  CONST_29  O3    C2   C1   C12   180.00   0.0  0
 ILF  CONST_30  N17   C16  C14  C13   180.00   0.0  0
 ILF  CONST_31  F19   C18  C16  C14   180.00   0.0  0
 ILF  CONST_32  N17   C16  C18  C20   180.00   0.0  0
 ILF  CONST_33  C25   C24  C22  C21   180.00   0.0  0
 ILF  CONST_34  S26   C27  C22  C21   180.00   0.0  0
 ILF  CONST_35  C28   C27  C22  C24   180.00   0.0  0
 ILF  CONST_36  C18   C16  C14  F15   180.00   0.0  0
 ILF  CONST_37  C28   C27  S26  C25   180.00   0.0  0
 ILF  CONST_38  H8    C8   C2   C1    180.00   0.0  0
 ILF  CONST_39  H11   C11  C12  C1    180.00   0.0  0
 ILF  CONST_40  H12   C12  C1   C2    180.00   0.0  0
 ILF  CONST_41  H1    C1   C2   C8    180.00   0.0  0
 ILF  CONST_42  H13   C13  C10  C9      0.00   0.0  0
 ILF  CONST_43  H20   C20  C10  C9      0.00   0.0  0
 ILF  CONST_44  H25   C25  C24  C22   180.00   0.0  0
 ILF  CONST_45  H24   C24  C22  C27   180.00   0.0  0
 ILF  CONST_46  C22   C21  N17  C16   180.00   0.0  0
 ILF  CONST_50  O23   C21  N17  C16     0.00   0.0  0
 ILF  CONST_51  HO29  O29  C28  C27   180.00   0.0  0
 ILF  Var_01    O29   C28  C27  C22     3.32  30.0  2
 ILF  Var_02    N17   C21  C22  C24  -102.48  30.0  2
 ILF  Var_03    F5    C4   O3   C2    -58.74  30.0  3

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
 ILF  plan-1  C21   0.020
 ILF  plan-1  C22   0.020
 ILF  plan-1  C24   0.020
 ILF  plan-1  C27   0.020
 ILF  plan-1  C25   0.020
 ILF  plan-1  S26   0.020
 ILF  plan-1  C28   0.020
 ILF  plan-1  H24   0.020
 ILF  plan-1  H25   0.020
 ILF  plan-2  C1    0.020
 ILF  plan-2  C2    0.020
 ILF  plan-2  C8    0.020
 ILF  plan-2  C9    0.020
 ILF  plan-2  C10   0.020
 ILF  plan-2  C11   0.020
 ILF  plan-2  C12   0.020
 ILF  plan-2  O3    0.020
 ILF  plan-2  H1    0.020
 ILF  plan-2  H8    0.020
 ILF  plan-2  H11   0.020
 ILF  plan-2  H12   0.020
 ILF  plan-3  C9    0.020
 ILF  plan-3  C10   0.020
 ILF  plan-3  C13   0.020
 ILF  plan-3  C14   0.020
 ILF  plan-3  C16   0.020
 ILF  plan-3  C20   0.020
 ILF  plan-3  F15   0.020
 ILF  plan-3  N17   0.020
 ILF  plan-3  C18   0.020
 ILF  plan-3  F19   0.020
 ILF  plan-3  H13   0.020
 ILF  plan-3  H20   0.020
 ILF  plan-4  C16   0.020
 ILF  plan-4  C21   0.020
 ILF  plan-4  C22   0.020
 ILF  plan-4  N17   0.020
 ILF  plan-4  O23   0.020
 ILF  plan-4  HN17  0.020
 ILF  plan-5  C27   0.020
 ILF  plan-5  C28   0.020
 ILF  plan-5  O29   0.020
 ILF  plan-5  O30   0.020
 ILF  plan-5  HO29  0.020

