# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 17:53:32 2022
#   Inital geometry file: a 108 line input string
#   Ligand name: 5-(4-fluorophenyl)-3-{[(4-methylphenyl)sulfonyl]amino}thiophene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(cc1)[S](=O)(=O)Nc2cc(sc2C(O)=O)c3ccc(F)cc3
#
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
 FIH  FIH  '5-(4-fluorophenyl)-3-{[(4-methylphenyl)sulfonyl]amino}thiophene-2-carboxylic acid'  ligand  39  26  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FIH
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
 FIH  C1    C  C1     0  -0.392  -4.7079   1.4699  -0.7650
 FIH  C2    C  C      0   0.517  -5.6379   0.7820  -0.0087
 FIH  C3    C  C1     0  -0.394  -5.2996  -0.3418   0.7196
 FIH  C4    C  C1     0  -0.299  -3.9888  -0.7890   0.6811
 FIH  C5    C  C      0   0.124  -3.0177  -0.1205  -0.0678
 FIH  C6    C  C1     0  -0.298  -3.3997   1.0154  -0.7856
 FIH  C7    C  CR5    0  -0.429   0.5657  -1.6090   0.4095
 FIH  C8    C  CR5    0   0.359   0.5219  -1.0222  -0.8278
 FIH  C9    C  CR15   0  -0.234  -0.7341  -0.4388  -1.1320
 FIH  C10   C  CR5    0  -0.205  -1.6338  -0.5885  -0.1113
 FIH  S11   S  S2     0   0.234  -0.9380  -1.4479   1.2132
 FIH  F12   F  F      0  -0.312  -6.9053   1.2205   0.0199
 FIH  O15   O  OC    -1  -0.574   1.5245  -2.7134   2.2231
 FIH  O16   O  O      0  -0.590   2.7379  -2.4650   0.3580
 FIH  S18   S  S      0   1.341   2.3037   0.4094  -2.1162
 FIH  C19   C  CR16   0  -0.204   1.6331   2.2389  -0.1924
 FIH  C20   C  CR6    0  -0.215   2.5439   1.2732  -0.5948
 FIH  C21   C  CR16   0  -0.208   3.6034   0.9048   0.2246
 FIH  C22   C  CR16   0  -0.288   3.7538   1.5281   1.4507
 FIH  C23   C  CR6    0   0.110   2.8580   2.5083   1.8779
 FIH  C24   C  CR16   0  -0.285   1.7985   2.8497   1.0404
 FIH  C25   C  CH3    0  -0.721   3.0460   3.1952   3.1963
 FIH  O26   O  OS     0  -0.649   1.3213   1.1335  -2.9052
 FIH  O27   O  OS     0  -0.657   3.5957   0.0858  -2.6985
 FIH  H1    H  H      0   0.285  -4.9948   2.3538  -1.3193
 FIH  H3    H  H      0   0.285  -6.0447  -0.8673   1.3018
 FIH  H4    H  H      0   0.266  -3.7322  -1.6850   1.2327
 FIH  H6    H  H      0   0.264  -2.6669   1.5675  -1.3592
 FIH  H9    H  HCR5   0   0.273  -0.9718   0.0345  -2.0733
 FIH  H17   H  HNC1   0   0.412   2.3494  -1.6565  -1.2318
 FIH  H21   H  HCR6   0   0.277   4.3094   0.1434  -0.0788
 FIH  H22   H  HCR6   0   0.262   4.5789   1.2407   2.0903
 FIH  H24   H  HCR6   0   0.261   1.0850   3.6017   1.3538
 FIH  H251  H  HCH3   0   0.257   3.6374   4.1048   3.0725
 FIH  H252  H  HCH3   0   0.250   2.0927   3.4861   3.6358
 FIH  H253  H  HCH3   0   0.250   3.5722   2.5597   3.9074
 FIH  C14   C  C      0   0.463   1.7064  -2.3244   1.0609
 FIH  N17   N  NC1    0  -0.811   1.6376  -1.0551  -1.6860
 FIH  H19   H  HCR6   0   0.275   0.8029   2.5219  -0.8248

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
 FIH  C1   C2    aromatic  1.382  0.020  1.382
 FIH  C1   C6    aromatic  1.385  0.020  1.385
 FIH  C1   H1    single    0.930  0.020  1.080
 FIH  C2   C3    aromatic  1.381  0.020  1.381
 FIH  C2   F12   single    1.341  0.020  1.341
 FIH  C3   C4    aromatic  1.386  0.020  1.386
 FIH  C3   H3    single    0.930  0.020  1.080
 FIH  C4   C5    aromatic  1.397  0.020  1.397
 FIH  C4   H4    single    0.930  0.020  1.080
 FIH  C5   C6    aromatic  1.397  0.020  1.397
 FIH  C5   C10   single    1.462  0.020  1.462
 FIH  C6   H6    single    0.930  0.020  1.080
 FIH  C7   C8    aromatic  1.370  0.020  1.370
 FIH  C7   S11   aromatic  1.713  0.020  1.713
 FIH  C7   C14   single    1.496  0.020  1.496
 FIH  C8   C9    aromatic  1.418  0.020  1.418
 FIH  C8   N17   single    1.408  0.020  1.408
 FIH  C9   C10   aromatic  1.369  0.020  1.369
 FIH  C9   H9    single    0.930  0.020  1.080
 FIH  C10  S11   aromatic  1.725  0.020  1.725
 FIH  C14  O15   deloc     1.239  0.020  1.239
 FIH  C14  O16   deloc     1.256  0.020  1.256
 FIH  N17  S18   single    1.665  0.020  1.665
 FIH  N17  H17   single    0.890  0.020  1.040
 FIH  S18  C20   single    1.766  0.020  1.766
 FIH  S18  O26   double    1.453  0.020  1.453
 FIH  S18  O27   double    1.454  0.020  1.454
 FIH  C19  C20   aromatic  1.387  0.020  1.387
 FIH  C19  C24   aromatic  1.386  0.020  1.386
 FIH  C19  H19   single    0.930  0.020  1.080
 FIH  C20  C21   aromatic  1.389  0.020  1.389
 FIH  C21  C22   aromatic  1.384  0.020  1.384
 FIH  C21  H21   single    0.930  0.020  1.080
 FIH  C22  C23   aromatic  1.395  0.020  1.395
 FIH  C22  H22   single    0.930  0.020  1.080
 FIH  C23  C24   aromatic  1.393  0.020  1.393
 FIH  C23  C25   single    1.499  0.020  1.499
 FIH  C24  H24   single    0.930  0.020  1.080
 FIH  C25  H251  single    0.970  0.020  1.090
 FIH  C25  H252  single    0.970  0.020  1.090
 FIH  C25  H253  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
 FIH  H1    C1   C6    120.72  3.000
 FIH  H1    C1   C2    120.57  3.000
 FIH  C6    C1   C2    118.71  3.000
 FIH  F12   C2   C3    119.08  3.000
 FIH  F12   C2   C1    119.00  3.000
 FIH  C3    C2   C1    121.92  3.000
 FIH  H3    C3   C4    120.65  3.000
 FIH  H3    C3   C2    120.69  3.000
 FIH  C4    C3   C2    118.66  3.000
 FIH  H4    C4   C5    120.28  3.000
 FIH  H4    C4   C3    118.49  3.000
 FIH  C5    C4   C3    121.21  3.000
 FIH  C10   C5   C6    120.27  3.000
 FIH  C10   C5   C4    121.41  3.000
 FIH  C6    C5   C4    118.33  3.000
 FIH  H6    C6   C5    120.13  3.000
 FIH  H6    C6   C1    118.69  3.000
 FIH  C5    C6   C1    121.16  3.000
 FIH  C14   C7   S11   120.68  3.000
 FIH  C14   C7   C8    128.50  3.000
 FIH  S11   C7   C8    110.82  3.000
 FIH  N17   C8   C9    125.50  3.000
 FIH  N17   C8   C7    121.01  3.000
 FIH  C9    C8   C7    113.47  3.000
 FIH  H9    C9   C10   123.58  3.000
 FIH  H9    C9   C8    124.21  3.000
 FIH  C10   C9   C8    112.16  3.000
 FIH  S11   C10  C9    111.21  3.000
 FIH  S11   C10  C5    121.23  3.000
 FIH  C9    C10  C5    127.56  3.000
 FIH  C10   S11  C7     92.33  3.000
 FIH  O27   S18  O26   119.62  3.000
 FIH  O27   S18  C20   109.46  3.000
 FIH  O26   S18  C20   108.42  3.000
 FIH  O27   S18  N17   105.26  3.000
 FIH  O26   S18  N17   107.94  3.000
 FIH  C20   S18  N17   105.19  3.000
 FIH  H19   C19  C24   119.78  3.000
 FIH  H19   C19  C20   121.11  3.000
 FIH  C24   C19  C20   119.11  3.000
 FIH  C21   C20  C19   120.95  3.000
 FIH  C21   C20  S18   118.83  3.000
 FIH  C19   C20  S18   120.07  3.000
 FIH  H21   C21  C22   119.65  3.000
 FIH  H21   C21  C20   121.26  3.000
 FIH  C22   C21  C20   119.08  3.000
 FIH  H22   C22  C23   119.67  3.000
 FIH  H22   C22  C21   119.12  3.000
 FIH  C23   C22  C21   121.21  3.000
 FIH  C25   C23  C24   120.80  3.000
 FIH  C25   C23  C22   120.73  3.000
 FIH  C24   C23  C22   118.46  3.000
 FIH  H24   C24  C23   119.82  3.000
 FIH  H24   C24  C19   119.00  3.000
 FIH  C23   C24  C19   121.18  3.000
 FIH  H253  C25  H252  108.38  3.000
 FIH  H253  C25  H251  107.36  3.000
 FIH  H252  C25  H251  107.29  3.000
 FIH  H253  C25  C23   111.56  3.000
 FIH  H252  C25  C23   111.57  3.000
 FIH  H251  C25  C23   110.49  3.000
 FIH  O16   C14  O15   127.61  3.000
 FIH  O16   C14  C7    115.86  3.000
 FIH  O15   C14  C7    116.53  3.000
 FIH  H17   N17  S18   110.41  3.000
 FIH  H17   N17  C8    106.89  3.000
 FIH  S18   N17  C8    116.99  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
 FIH  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 FIH  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 FIH  CONST_03  C10   C5   C6   C1   180.00   0.0  0
 FIH  CONST_04  C5    C6   C1   C2     0.00   0.0  0
 FIH  CONST_05  C5    C4   C3   C2     0.00   0.0  0
 FIH  CONST_06  C6    C1   C2   C3     0.00   0.0  0
 FIH  CONST_07  C6    C5   C4   C3     0.00   0.0  0
 FIH  CONST_08  C10   C5   C4   C3   180.00   0.0  0
 FIH  CONST_11  C8    C9   C10  C5   180.00   0.0  0
 FIH  CONST_12  C7    S11  C10  C5   180.00   0.0  0
 FIH  CONST_15  C10   C9   C8   C7     0.00   0.0  0
 FIH  CONST_16  C9    C10  S11  C7     0.00   0.0  0
 FIH  CONST_17  C10   S11  C7   C8     0.00   0.0  0
 FIH  CONST_18  S11   C10  C9   C8     0.00   0.0  0
 FIH  CONST_19  S11   C7   C8   C9     0.00   0.0  0
 FIH  CONST_20  C22   C21  C20  C19    0.00   0.0  0
 FIH  CONST_21  C22   C23  C24  C19    0.00   0.0  0
 FIH  CONST_22  C23   C24  C19  C20    0.00   0.0  0
 FIH  CONST_23  C23   C22  C21  C20    0.00   0.0  0
 FIH  CONST_24  C24   C19  C20  C21    0.00   0.0  0
 FIH  CONST_25  C24   C23  C22  C21    0.00   0.0  0
 FIH  CONST_26  F12   C2   C3   C4   180.00   0.0  0
 FIH  CONST_27  F12   C2   C1   C6   180.00   0.0  0
 FIH  CONST_28  C14   C7   C8   C9   180.00   0.0  0
 FIH  CONST_29  N17   C8   C9   C10  180.00   0.0  0
 FIH  CONST_30  C14   C7   S11  C10  180.00   0.0  0
 FIH  CONST_31  N17   C8   C7   S11  180.00   0.0  0
 FIH  CONST_32  C24   C19  C20  S18  180.00   0.0  0
 FIH  CONST_33  C22   C21  C20  S18  180.00   0.0  0
 FIH  CONST_34  C25   C23  C24  C19  180.00   0.0  0
 FIH  CONST_35  C25   C23  C22  C21  180.00   0.0  0
 FIH  CONST_36  H3    C3   C2   C1   180.00   0.0  0
 FIH  CONST_37  H6    C6   C1   C2   180.00   0.0  0
 FIH  CONST_38  H4    C4   C3   C2   180.00   0.0  0
 FIH  CONST_39  H1    C1   C2   C3   180.00   0.0  0
 FIH  CONST_40  H9    C9   C10  C5     0.00   0.0  0
 FIH  CONST_41  H21   C21  C20  C19  180.00   0.0  0
 FIH  CONST_42  H24   C24  C19  C20  180.00   0.0  0
 FIH  CONST_43  H22   C22  C21  C20  180.00   0.0  0
 FIH  CONST_44  H19   C19  C20  C21  180.00   0.0  0
 FIH  CONST_47  H17   N17  C8   C7     0.00   0.0  0
 FIH  Var_01    O15   C14  C7   C8   176.39  30.0  2
 FIH  Var_02    C20   S18  N17  C8    50.44  30.0  3
 FIH  Var_03    C19   C20  S18  N17  -99.89  30.0  2
 FIH  Var_04    H251  C25  C23  C22   91.70  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
 FIH  plan-1  C5   0.020
 FIH  plan-1  C7   0.020
 FIH  plan-1  C8   0.020
 FIH  plan-1  C9   0.020
 FIH  plan-1  C10  0.020
 FIH  plan-1  S11  0.020
 FIH  plan-1  H9   0.020
 FIH  plan-1  C14  0.020
 FIH  plan-1  N17  0.020
 FIH  plan-2  C1   0.020
 FIH  plan-2  C2   0.020
 FIH  plan-2  C3   0.020
 FIH  plan-2  C4   0.020
 FIH  plan-2  C5   0.020
 FIH  plan-2  C6   0.020
 FIH  plan-2  C10  0.020
 FIH  plan-2  F12  0.020
 FIH  plan-2  H1   0.020
 FIH  plan-2  H3   0.020
 FIH  plan-2  H4   0.020
 FIH  plan-2  H6   0.020
 FIH  plan-3  S18  0.020
 FIH  plan-3  C19  0.020
 FIH  plan-3  C20  0.020
 FIH  plan-3  C21  0.020
 FIH  plan-3  C22  0.020
 FIH  plan-3  C23  0.020
 FIH  plan-3  C24  0.020
 FIH  plan-3  C25  0.020
 FIH  plan-3  H21  0.020
 FIH  plan-3  H22  0.020
 FIH  plan-3  H24  0.020
 FIH  plan-3  H19  0.020
 FIH  plan-4  C8   0.020
 FIH  plan-4  S18  0.020
 FIH  plan-4  H17  0.020
 FIH  plan-4  N17  0.020
 FIH  plan-5  C7   0.020
 FIH  plan-5  O15  0.020
 FIH  plan-5  O16  0.020
 FIH  plan-5  C14  0.020

