# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 10:32:32 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 6-[(2S)-4-(4-fluorophenyl)-2-methyl-5-oxo-2,5-dihydrofuran-3-yl]-2H-1,4-benzoxazin-3(4H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1OC(=O)C(=C1c2ccc3OCC(=O)Nc3c2)c4ccc(F)cc4
#
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
 WFG  WFG  6-[(2S)-4-(4-fluorophenyl)-2-methyl-5-oxo-2,5-dihydrofuran-3-yl]-2H-1,4-benzoxazin-3(4H)-one  ligand  39  25  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_WFG
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
 WFG  C1   C  CR16  0  -0.288  -0.9937   2.0797   1.4215
 WFG  C2   C  CR16  0  -0.258   1.5520  -1.4466   1.0029
 WFG  C3   C  CR16  0  -0.256   2.6751  -1.4480  -1.1189
 WFG  C4   C  CR16  0  -0.312  -2.3395   1.8411   1.6493
 WFG  C5   C  CR16  0  -0.376   1.5360  -2.8306   1.0063
 WFG  C6   C  CR16  0  -0.376   2.6658  -2.8339  -1.1299
 WFG  C7   C  CR16  0  -0.358  -0.9517   0.3274  -0.2249
 WFG  C8   C  CR6   0   0.001   2.1152  -0.7377  -0.0581
 WFG  C9   C  CR6   0   0.018  -0.2856   1.3251   0.4878
 WFG  C10  C  CR6   0   0.370  -2.2908   0.0862   0.0044
 WFG  C11  C  CR6   0   0.347  -2.9877   0.8445   0.9447
 WFG  C12  C  CR6   0   0.535   2.0969  -3.5018  -0.0634
 WFG  C13  C  CR5   0  -0.113   2.1156   0.7267  -0.0508
 WFG  C14  C  CR5   0   0.125   1.1245   1.5895   0.2237
 WFG  C15  C  CR5   0   0.568   3.3272   1.5148  -0.3157
 WFG  C16  C  C     0   0.513  -4.3317  -0.9899  -0.6960
 WFG  C17  C  CH2   0  -0.289  -5.0241   0.1262   0.0540
 WFG  C18  C  CR15  0   0.001   1.6606   2.9890   0.1447
 WFG  C19  C  CH3   0  -0.664   0.9713   3.8437  -0.9013
 WFG  N20  N  NH1   0  -0.726  -2.9851  -0.9264  -0.6595
 WFG  O21  O  O     0  -0.452   4.4356   1.1389  -0.5957
 WFG  O22  O  O     0  -0.487  -4.9461  -1.8380  -1.3146
 WFG  O23  O  O2    0  -0.483  -4.2912   0.5745   1.1802
 WFG  O24  O  O     0  -0.467   3.0362   2.8158  -0.1926
 WFG  F25  F  F     0  -0.305   2.0913  -4.8396  -0.0601
 WFG  H1   H  HCR6  0   0.246  -0.5026   2.8565   1.9925
 WFG  H3   H  HCR6  0   0.246   3.1063  -0.9244  -1.9605
 WFG  H4   H  HCR6  0   0.265  -2.8841   2.4216   2.3811
 WFG  H5   H  HCR6  0   0.264   1.1021  -3.3760   1.8329
 WFG  H6   H  HCR6  0   0.259   3.0944  -3.3830  -1.9565
 WFG  H7   H  HCR6  0   0.259  -0.4250  -0.2473  -0.9762
 WFG  H8   H  HCH2  0   0.271  -5.2032   0.9494  -0.6488
 WFG  H9   H  HCH2  0   0.283  -5.9868  -0.2264   0.4155
 WFG  H10  H  HCR5  0   0.273   1.6256   3.4900   1.1173
 WFG  H11  H  HCH3  0   0.249  -0.0582   4.0339  -0.6028
 WFG  H12  H  HCH3  0   0.252   1.4718   4.8064  -0.9968
 WFG  H13  H  HCH3  0   0.229   0.9615   3.3437  -1.8705
 WFG  H14  H  HNH1  0   0.384  -2.4656  -1.6153  -1.1833
 WFG  H2   H  HCR6  0   0.251   1.1268  -0.9146   1.8432

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
 WFG  O21  C15  double    1.203  0.020  1.203
 WFG  C15  O24  single    1.339  0.020  1.339
 WFG  C15  C13  single    1.469  0.020  1.469
 WFG  C3   C6   aromatic  1.386  0.020  1.386
 WFG  C3   C8   aromatic  1.394  0.020  1.394
 WFG  C6   C12  aromatic  1.381  0.020  1.381
 WFG  O24  C18  single    1.427  0.020  1.427
 WFG  C13  C8   single    1.464  0.020  1.464
 WFG  C13  C14  double    1.342  0.020  1.342
 WFG  C8   C2   aromatic  1.395  0.020  1.395
 WFG  C12  F25  single    1.338  0.020  1.338
 WFG  C12  C5   aromatic  1.382  0.020  1.382
 WFG  C18  C19  single    1.517  0.020  1.517
 WFG  C18  C14  single    1.501  0.020  1.501
 WFG  C14  C9   single    1.459  0.020  1.459
 WFG  C2   C5   aromatic  1.384  0.020  1.384
 WFG  C9   C1   aromatic  1.394  0.020  1.394
 WFG  C9   C7   aromatic  1.395  0.020  1.395
 WFG  C1   C4   aromatic  1.386  0.020  1.386
 WFG  C7   C10  aromatic  1.380  0.020  1.380
 WFG  C4   C11  aromatic  1.382  0.020  1.382
 WFG  C10  C11  aromatic  1.395  0.020  1.395
 WFG  C10  N20  single    1.396  0.020  1.396
 WFG  C11  O23  single    1.352  0.020  1.352
 WFG  N20  C16  single    1.349  0.020  1.349
 WFG  O23  C17  single    1.416  0.020  1.416
 WFG  C16  C17  single    1.512  0.020  1.512
 WFG  C16  O22  double    1.216  0.020  1.216
 WFG  C1   H1   single    0.930  0.020  1.080
 WFG  C2   H2   single    0.930  0.020  1.080
 WFG  C3   H3   single    0.930  0.020  1.080
 WFG  C4   H4   single    0.930  0.020  1.080
 WFG  C5   H5   single    0.930  0.020  1.080
 WFG  C6   H6   single    0.930  0.020  1.080
 WFG  C7   H7   single    0.930  0.020  1.080
 WFG  C17  H8   single    0.970  0.020  1.090
 WFG  C17  H9   single    0.970  0.020  1.090
 WFG  C18  H10  single    0.970  0.020  1.090
 WFG  C19  H11  single    0.970  0.020  1.090
 WFG  C19  H12  single    0.970  0.020  1.090
 WFG  C19  H13  single    0.970  0.020  1.090
 WFG  N20  H14  single    0.860  0.020  1.020

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
 WFG  H1   C1   C9   120.77  3.000
 WFG  H1   C1   C4   118.54  3.000
 WFG  C9   C1   C4   120.68  3.000
 WFG  H2   C2   C8   119.98  3.000
 WFG  H2   C2   C5   119.04  3.000
 WFG  C8   C2   C5   120.98  3.000
 WFG  H3   C3   C8   120.39  3.000
 WFG  H3   C3   C6   118.75  3.000
 WFG  C8   C3   C6   120.85  3.000
 WFG  H4   C4   C11  119.74  3.000
 WFG  H4   C4   C1   120.53  3.000
 WFG  C11  C4   C1   119.73  3.000
 WFG  H5   C5   C12  120.64  3.000
 WFG  H5   C5   C2   120.72  3.000
 WFG  C12  C5   C2   118.63  3.000
 WFG  H6   C6   C12  120.54  3.000
 WFG  H6   C6   C3   120.75  3.000
 WFG  C12  C6   C3   118.71  3.000
 WFG  H7   C7   C10  119.65  3.000
 WFG  H7   C7   C9   120.12  3.000
 WFG  C10  C7   C9   120.22  3.000
 WFG  C13  C8   C3   120.88  3.000
 WFG  C13  C8   C2   120.30  3.000
 WFG  C3   C8   C2   118.82  3.000
 WFG  C14  C9   C7   119.90  3.000
 WFG  C7   C9   C1   119.13  3.000
 WFG  C14  C9   C1   120.95  3.000
 WFG  N20  C10  C11  117.82  3.000
 WFG  N20  C10  C7   122.04  3.000
 WFG  C11  C10  C7   120.13  3.000
 WFG  O23  C11  C10  119.38  3.000
 WFG  O23  C11  C4   120.50  3.000
 WFG  C10  C11  C4   120.10  3.000
 WFG  F25  C12  C6   119.16  3.000
 WFG  F25  C12  C5   118.83  3.000
 WFG  C6   C12  C5   122.01  3.000
 WFG  C15  C13  C14  107.51  3.000
 WFG  C14  C13  C8   130.05  3.000
 WFG  C15  C13  C8   122.39  3.000
 WFG  C18  C14  C13  108.95  3.000
 WFG  C18  C14  C9   121.59  3.000
 WFG  C13  C14  C9   129.36  3.000
 WFG  O24  C15  O21  121.67  3.000
 WFG  O24  C15  C13  108.99  3.000
 WFG  O21  C15  C13  129.34  3.000
 WFG  O22  C16  N20  123.43  3.000
 WFG  O22  C16  C17  122.38  3.000
 WFG  N20  C16  C17  114.14  3.000
 WFG  H9   C17  H8   108.17  3.000
 WFG  H9   C17  O23  107.25  3.000
 WFG  H8   C17  O23  110.87  3.000
 WFG  H9   C17  C16  109.33  3.000
 WFG  H8   C17  C16  108.10  3.000
 WFG  O23  C17  C16  113.01  3.000
 WFG  H10  C18  O24  107.25  3.000
 WFG  H10  C18  C19  109.90  3.000
 WFG  O24  C18  C19  110.09  3.000
 WFG  H10  C18  C14  111.63  3.000
 WFG  C19  C18  C14  113.55  3.000
 WFG  O24  C18  C14  104.10  3.000
 WFG  H13  C19  H12  109.36  3.000
 WFG  H13  C19  H11  108.38  3.000
 WFG  H12  C19  H11  107.72  3.000
 WFG  H13  C19  C18  111.01  3.000
 WFG  H12  C19  C18  110.47  3.000
 WFG  H11  C19  C18  109.82  3.000
 WFG  H14  N20  C16  117.89  3.000
 WFG  H14  N20  C10  119.08  3.000
 WFG  C16  N20  C10  122.94  3.000
 WFG  C17  O23  C11  115.07  3.000
 WFG  C18  O24  C15  110.44  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
 WFG  CONST_01  C10  C7   C9   C1      0.00   0.0  0
 WFG  CONST_02  C10  C11  C4   C1      0.00   0.0  0
 WFG  CONST_03  C6   C3   C8   C2      0.00   0.0  0
 WFG  CONST_04  C6   C12  C5   C2      0.00   0.0  0
 WFG  CONST_05  C5   C12  C6   C3      0.00   0.0  0
 WFG  CONST_06  C5   C2   C8   C3      0.00   0.0  0
 WFG  CONST_07  C7   C9   C1   C4      0.00   0.0  0
 WFG  CONST_08  C7   C10  C11  C4      0.00   0.0  0
 WFG  CONST_09  C12  C6   C3   C8      0.00   0.0  0
 WFG  CONST_10  C12  C5   C2   C8      0.00   0.0  0
 WFG  CONST_11  C11  C4   C1   C9      0.00   0.0  0
 WFG  CONST_12  C11  C10  C7   C9      0.00   0.0  0
 WFG  CONST_13  C14  C9   C1   C4    180.00   0.0  0
 WFG  CONST_14  C13  C8   C2   C5    180.00   0.0  0
 WFG  CONST_15  C13  C8   C3   C6    180.00   0.0  0
 WFG  CONST_16  C14  C9   C7   C10   180.00   0.0  0
 WFG  CONST_17  C17  C16  N20  C10     0.00   0.0  0
 WFG  CONST_18  F25  C12  C5   C2    180.00   0.0  0
 WFG  CONST_19  F25  C12  C6   C3    180.00   0.0  0
 WFG  CONST_20  O22  C16  N20  C10   180.00   0.0  0
 WFG  CONST_21  H7   C7   C9   C1    180.00   0.0  0
 WFG  CONST_22  H3   C3   C8   C2    180.00   0.0  0
 WFG  CONST_23  H2   C2   C8   C3    180.00   0.0  0
 WFG  CONST_24  H6   C6   C12  C5    180.00   0.0  0
 WFG  CONST_25  H5   C5   C12  C6    180.00   0.0  0
 WFG  CONST_26  H1   C1   C9   C7    180.00   0.0  0
 WFG  CONST_27  H4   C4   C1   C9    180.00   0.0  0
 WFG  CONST_28  H14  N20  C16  C17   180.00   0.0  0
 WFG  Var_01    C13  C14  C9   C1    143.63  30.0  3
 WFG  Var_02    C15  C13  C8   C2    130.38  30.0  2
 WFG  Var_03    C16  N20  C10  C7   -164.14  30.0  1
 WFG  Var_04    O24  C15  C13  C8   -177.71  30.0  1
 WFG  Var_05    C16  C17  O23  C11    49.09  30.0  1
 WFG  Var_06    O23  C17  C16  N20   -31.92  30.0  1

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
 WFG  chir_01  C18  O24  C19  C14  negativ

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
 WFG  plan-1  C2   0.020
 WFG  plan-1  C3   0.020
 WFG  plan-1  C5   0.020
 WFG  plan-1  C6   0.020
 WFG  plan-1  C8   0.020
 WFG  plan-1  C12  0.020
 WFG  plan-1  C13  0.020
 WFG  plan-1  F25  0.020
 WFG  plan-1  H3   0.020
 WFG  plan-1  H5   0.020
 WFG  plan-1  H6   0.020
 WFG  plan-1  H2   0.020
 WFG  plan-2  C1   0.020
 WFG  plan-2  C4   0.020
 WFG  plan-2  C7   0.020
 WFG  plan-2  C9   0.020
 WFG  plan-2  C10  0.020
 WFG  plan-2  C11  0.020
 WFG  plan-2  C14  0.020
 WFG  plan-2  N20  0.020
 WFG  plan-2  O23  0.020
 WFG  plan-2  H1   0.020
 WFG  plan-2  H4   0.020
 WFG  plan-2  H7   0.020
 WFG  plan-3  C10  0.020
 WFG  plan-3  C16  0.020
 WFG  plan-3  C17  0.020
 WFG  plan-3  N20  0.020
 WFG  plan-3  O22  0.020
 WFG  plan-3  H14  0.020
 WFG  plan-4  C13  0.020
 WFG  plan-4  C15  0.020
 WFG  plan-4  O21  0.020
 WFG  plan-4  O24  0.020

