# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 09:57:28 2020
#   Inital geometry file: a 65 line input string
#   Ligand name: 2-[(3S)-5-fluoranyl-2-oxidanylidene-1,3-dihydroindol-3-yl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C[C@@H]1C(=O)Nc2ccc(F)cc12
#
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
 WQS  WQS  '2-[(3S)-5-fluoranyl-2-oxidanylidene-1,3-dihydroindol-3-yl]ethanoic acid'  ligand  22  15  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WQS
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
 WQS  C01   C  CH2    0  -0.561   1.5348   1.0359  -0.3777
 WQS  C02   C  CR15   0  -0.455   0.7407   0.0208   0.4416
 WQS  C03   C  CR5    0   0.543   1.0944  -1.4137   0.0601
 WQS  N04   N  NR15   0  -0.743  -0.0674  -2.0507  -0.2600
 WQS  C05   C  CR56   0   0.373  -1.1679  -1.2062  -0.1793
 WQS  C06   C  CR16   0  -0.290  -2.4951  -1.4771  -0.4486
 WQS  C07   C  CR16   0  -0.427  -3.4175  -0.4438  -0.2930
 WQS  C08   C  CR6    0   0.525  -2.9840   0.8011   0.1179
 WQS  C09   C  CR16   0  -0.494  -1.6521   1.0803   0.3898
 WQS  C10   C  CR56   0   0.093  -0.7428   0.0546   0.2371
 WQS  F11   F  F      0  -0.323  -3.8897   1.7882   0.2602
 WQS  O12   O  O      0  -0.453   2.2006  -1.9107   0.0248
 WQS  C13   C  C      0   0.421   3.0269   1.1048   0.0065
 WQS  O14   O  O      0  -0.610   3.2891   1.0545   1.2237
 WQS  O15   O  OC    -1  -0.616   3.8382   1.2576  -0.9267
 WQS  H011  H  HCH2   0   0.226   1.4081   0.8424  -1.4453
 WQS  H012  H  HCH2   0   0.250   1.1065   2.0272  -0.1914
 WQS  H02   H  HCR5   0   0.302   0.9921   0.1650   1.4982
 WQS  H04   H  HNR5   0   0.408  -0.1053  -3.0090  -0.5726
 WQS  H06   H  HCR6   0   0.276  -2.8215  -2.4559  -0.7731
 WQS  H07   H  HCR6   0   0.280  -4.4667  -0.6144  -0.4944
 WQS  H09   H  HCR6   0   0.274  -1.3470   2.0691   0.7096

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
 WQS  C01  C02   single    1.527  0.020  1.527
 WQS  C01  C13   single    1.542  0.020  1.542
 WQS  C02  C03   single    1.526  0.020  1.526
 WQS  C02  C10   single    1.498  0.020  1.498
 WQS  C03  N04   single    1.363  0.020  1.363
 WQS  C03  O12   double    1.213  0.020  1.213
 WQS  N04  C05   single    1.390  0.020  1.390
 WQS  C05  C06   aromatic  1.381  0.020  1.381
 WQS  C05  C10   aromatic  1.394  0.020  1.394
 WQS  C06  C07   aromatic  1.394  0.020  1.394
 WQS  C07  C08   aromatic  1.381  0.020  1.381
 WQS  C08  C09   aromatic  1.388  0.020  1.388
 WQS  C08  F11   single    1.347  0.020  1.347
 WQS  C09  C10   aromatic  1.379  0.020  1.379
 WQS  C13  O14   deloc     1.246  0.020  1.246
 WQS  C13  O15   deloc     1.246  0.020  1.246
 WQS  C01  H011  single    0.970  0.020  1.090
 WQS  C01  H012  single    0.970  0.020  1.090
 WQS  C02  H02   single    0.970  0.020  1.090
 WQS  N04  H04   single    0.860  0.020  1.020
 WQS  C06  H06   single    0.930  0.020  1.080
 WQS  C07  H07   single    0.930  0.020  1.080
 WQS  C09  H09   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
 WQS  H012  C01  H011  106.32  3.000
 WQS  H012  C01  C13   107.18  3.000
 WQS  H011  C01  C13   111.32  3.000
 WQS  H012  C01  C02   107.87  3.000
 WQS  H011  C01  C02   110.26  3.000
 WQS  C13   C01  C02   113.52  3.000
 WQS  H02   C02  C10   110.85  3.000
 WQS  H02   C02  C03   108.16  3.000
 WQS  C10   C02  C03   102.51  3.000
 WQS  H02   C02  C01   108.09  3.000
 WQS  C10   C02  C01   115.26  3.000
 WQS  C03   C02  C01   111.73  3.000
 WQS  O12   C03  N04   125.37  3.000
 WQS  O12   C03  C02   127.13  3.000
 WQS  N04   C03  C02   107.49  3.000
 WQS  H04   N04  C05   124.45  3.000
 WQS  H04   N04  C03   123.28  3.000
 WQS  C05   N04  C03   112.17  3.000
 WQS  C10   C05  C06   121.91  3.000
 WQS  C10   C05  N04   108.99  3.000
 WQS  C06   C05  N04   129.09  3.000
 WQS  H06   C06  C07   120.31  3.000
 WQS  H06   C06  C05   121.74  3.000
 WQS  C07   C06  C05   117.95  3.000
 WQS  H07   C07  C08   120.14  3.000
 WQS  H07   C07  C06   120.27  3.000
 WQS  C08   C07  C06   119.59  3.000
 WQS  F11   C08  C09   118.50  3.000
 WQS  F11   C08  C07   118.75  3.000
 WQS  C09   C08  C07   122.76  3.000
 WQS  H09   C09  C10   121.73  3.000
 WQS  H09   C09  C08   120.79  3.000
 WQS  C10   C09  C08   117.48  3.000
 WQS  C09   C10  C05   120.31  3.000
 WQS  C09   C10  C02   130.89  3.000
 WQS  C05   C10  C02   108.80  3.000
 WQS  O15   C13  O14   126.84  3.000
 WQS  O15   C13  C01   116.67  3.000
 WQS  O14   C13  C01   116.43  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
 WQS  CONST_01  C08  C07  C06  C05    0.00   0.0  0
 WQS  CONST_02  C08  C09  C10  C05    0.00   0.0  0
 WQS  CONST_03  C09  C10  C05  C06    0.00   0.0  0
 WQS  CONST_04  C09  C08  C07  C06    0.00   0.0  0
 WQS  CONST_05  C10  C05  C06  C07    0.00   0.0  0
 WQS  CONST_06  C10  C09  C08  C07    0.00   0.0  0
 WQS  CONST_07  C05  N04  C03  C02    0.00   0.0  0
 WQS  CONST_08  F11  C08  C07  C06  180.00   0.0  0
 WQS  CONST_09  F11  C08  C09  C10  180.00   0.0  0
 WQS  CONST_10  O12  C03  N04  C05  180.00   0.0  0
 WQS  CONST_11  H09  C09  C10  C02    0.00   0.0  0
 WQS  CONST_12  H06  C06  C05  N04    0.00   0.0  0
 WQS  CONST_13  H07  C07  C06  C05  180.00   0.0  0
 WQS  CONST_14  H04  N04  C03  C02  180.00   0.0  0
 WQS  Var_01    O14  C13  C01  C02  -41.07  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 WQS  chir_01  C02  C01  C03  C10  positiv

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
 WQS  plan-1  C02  0.020
 WQS  plan-1  C03  0.020
 WQS  plan-1  N04  0.020
 WQS  plan-1  C05  0.020
 WQS  plan-1  C06  0.020
 WQS  plan-1  C07  0.020
 WQS  plan-1  C08  0.020
 WQS  plan-1  C09  0.020
 WQS  plan-1  C10  0.020
 WQS  plan-1  F11  0.020
 WQS  plan-1  O12  0.020
 WQS  plan-1  H04  0.020
 WQS  plan-1  H06  0.020
 WQS  plan-1  H07  0.020
 WQS  plan-1  H09  0.020
 WQS  plan-2  C01  0.020
 WQS  plan-2  C13  0.020
 WQS  plan-2  O14  0.020
 WQS  plan-2  O15  0.020

