# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 01:33:24 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: (~{E})-3-[2-[[2,6-bis(chloranyl)phenyl]methoxy]phenyl]-~{N}-oxidanyl-prop-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)\C=C\c1ccccc1OCc2c(Cl)cccc2Cl
#
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
 FGN  FGN  (~{E})-3-[2-[[2,6-bis(chloranyl)phenyl]methoxy]phenyl]-~{N}-oxidanyl-prop-2-enamide  ligand  35  22  .  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_FGN
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
 FGN  C1   C   C1    0  -0.420   3.4453   0.2097  -0.0850
 FGN  C2   C   C1    0  -0.210   2.1891  -0.2481  -0.0917
 FGN  C3   C   CR6   0   0.009   1.7858  -1.6493  -0.0239
 FGN  C4   C   CR16  0  -0.305   2.6925  -2.6942  -0.2155
 FGN  C5   C   CR16  0  -0.261   2.2948  -4.0188  -0.1822
 FGN  C6   C   CR16  0  -0.245   0.9596  -4.3225   0.0462
 FGN  C7   C   CR16  0  -0.369   0.0318  -3.3112   0.2443
 FGN  C8   C   CR6   0   0.375   0.4380  -1.9796   0.2154
 FGN  C9   C   CH2   0  -0.265  -1.7974  -1.1682   0.2954
 FGN  O1   O   O2    0  -0.461  -0.4022  -0.9508   0.4315
 FGN  C10  C   CR6   0   0.270  -2.4408   0.1817   0.1954
 FGN  C11  C   CR6   0  -0.113  -2.2507   0.9679  -0.9434
 FGN  C12  C   CR16  0  -0.185  -2.8192   2.2215  -1.0865
 FGN  C13  C   CR16  0  -0.284  -3.6056   2.7234  -0.0620
 FGN  C14  C   CR16  0  -0.182  -3.8154   1.9832   1.0880
 FGN  C15  C   CR6   0  -0.136  -3.2301   0.7311   1.2048
 FGN  N    N   NH1   0  -0.395   5.0360   1.9440  -0.1630
 FGN  C    C   C     0   0.535   3.7133   1.6596  -0.1910
 FGN  O    O   O     0  -0.475   2.8474   2.5166  -0.2585
 FGN  O2   O   OH1   0  -0.542   5.4529   3.2074  -0.4540
 FGN  CL   CL  CL    0  -0.106  -1.2743   0.3650  -2.2393
 FGN  CL1  CL  CL    0  -0.116  -3.5127  -0.1451   2.6738
 FGN  H1   H   H     0   0.271   4.2959  -0.4578   0.0004
 FGN  H2   H   H     0   0.262   1.3930   0.4838  -0.1603
 FGN  H3   H   HCR6  0   0.259   3.7309  -2.4657  -0.4170
 FGN  H4   H   HCR6  0   0.260   3.0180  -4.8069  -0.3407
 FGN  H5   H   HCR6  0   0.266   0.6318  -5.3534   0.0742
 FGN  H6   H   HCR6  0   0.290  -1.0005  -3.5725   0.4336
 FGN  H7   H   HCH2  0   0.259  -2.0105  -1.7487  -0.6081
 FGN  H8   H   HCH2  0   0.259  -2.1874  -1.7314   1.1444
 FGN  H9   H   HCR6  0   0.290  -2.6518   2.7994  -1.9846
 FGN  H10  H   HCR6  0   0.283  -4.0573   3.7008  -0.1619
 FGN  H11  H   HCR6  0   0.289  -4.4261   2.3756   1.8888
 FGN  H12  H   HNH1  0   0.414   5.7333   1.2311  -0.3247
 FGN  H13  H   HOH1  0   0.479   5.6448   3.6275   0.3940

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
 FGN  C5   C4   aromatic  1.383  0.020  1.383
 FGN  C5   C6   aromatic  1.388  0.020  1.388
 FGN  C4   C3   aromatic  1.397  0.020  1.397
 FGN  C6   C7   aromatic  1.387  0.020  1.387
 FGN  N    O2   single    1.362  0.020  1.362
 FGN  N    C    single    1.353  0.020  1.353
 FGN  C1   C2   double    1.337  0.020  1.337
 FGN  C1   C    single    1.478  0.020  1.478
 FGN  C3   C2   single    1.460  0.020  1.460
 FGN  C3   C8   aromatic  1.408  0.020  1.408
 FGN  C7   C8   aromatic  1.392  0.020  1.392
 FGN  C    O    double    1.220  0.020  1.220
 FGN  C8   O1   single    1.346  0.020  1.346
 FGN  CL1  C15  single    1.734  0.020  1.734
 FGN  O1   C9   single    1.419  0.020  1.419
 FGN  C15  C14  aromatic  1.387  0.020  1.387
 FGN  C15  C10  aromatic  1.394  0.020  1.394
 FGN  C9   C10  single    1.499  0.020  1.499
 FGN  C14  C13  aromatic  1.384  0.020  1.384
 FGN  C10  C11  aromatic  1.397  0.020  1.397
 FGN  C13  C12  aromatic  1.386  0.020  1.386
 FGN  C11  C12  aromatic  1.384  0.020  1.384
 FGN  C11  CL   single    1.731  0.020  1.731
 FGN  C1   H1   single    0.930  0.020  1.080
 FGN  C2   H2   single    0.930  0.020  1.080
 FGN  C4   H3   single    0.930  0.020  1.080
 FGN  C5   H4   single    0.930  0.020  1.080
 FGN  C6   H5   single    0.930  0.020  1.080
 FGN  C7   H6   single    0.930  0.020  1.080
 FGN  C9   H7   single    0.970  0.020  1.090
 FGN  C9   H8   single    0.970  0.020  1.090
 FGN  C12  H9   single    0.930  0.020  1.080
 FGN  C13  H10  single    0.930  0.020  1.080
 FGN  C14  H11  single    0.930  0.020  1.080
 FGN  N    H12  single    0.890  0.020  1.040
 FGN  O2   H13  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
 FGN  H1   C1   C    117.85  3.000
 FGN  H1   C1   C2   121.77  3.000
 FGN  C    C1   C2   120.38  3.000
 FGN  H2   C2   C3   116.64  3.000
 FGN  H2   C2   C1   117.34  3.000
 FGN  C3   C2   C1   126.02  3.000
 FGN  C8   C3   C4   117.98  3.000
 FGN  C8   C3   C2   119.83  3.000
 FGN  C4   C3   C2   122.17  3.000
 FGN  H3   C4   C5   118.85  3.000
 FGN  H3   C4   C3   119.38  3.000
 FGN  C5   C4   C3   121.76  3.000
 FGN  H4   C5   C6   120.52  3.000
 FGN  H4   C5   C4   120.14  3.000
 FGN  C6   C5   C4   119.34  3.000
 FGN  H5   C6   C7   119.24  3.000
 FGN  H5   C6   C5   120.27  3.000
 FGN  C7   C6   C5   120.49  3.000
 FGN  H6   C7   C8   120.87  3.000
 FGN  H6   C7   C6   119.17  3.000
 FGN  C8   C7   C6   119.96  3.000
 FGN  O1   C8   C7   123.07  3.000
 FGN  O1   C8   C3   116.46  3.000
 FGN  C7   C8   C3   120.47  3.000
 FGN  H8   C9   H7   107.39  3.000
 FGN  H8   C9   C10  111.31  3.000
 FGN  H7   C9   C10  109.81  3.000
 FGN  H8   C9   O1   110.86  3.000
 FGN  H7   C9   O1   110.60  3.000
 FGN  C10  C9   O1   106.89  3.000
 FGN  C9   O1   C8   118.78  3.000
 FGN  C15  C10  C11  116.46  3.000
 FGN  C11  C10  C9   120.20  3.000
 FGN  C15  C10  C9   123.34  3.000
 FGN  CL   C11  C12  118.02  3.000
 FGN  CL   C11  C10  119.41  3.000
 FGN  C12  C11  C10  122.57  3.000
 FGN  H9   C12  C13  120.57  3.000
 FGN  H9   C12  C11  120.43  3.000
 FGN  C13  C12  C11  119.00  3.000
 FGN  H10  C13  C14  119.80  3.000
 FGN  H10  C13  C12  119.75  3.000
 FGN  C14  C13  C12  120.45  3.000
 FGN  H11  C14  C15  120.25  3.000
 FGN  H11  C14  C13  120.48  3.000
 FGN  C15  C14  C13  119.27  3.000
 FGN  CL1  C15  C14  117.31  3.000
 FGN  C14  C15  C10  122.25  3.000
 FGN  CL1  C15  C10  120.44  3.000
 FGN  H12  N    O2   114.15  3.000
 FGN  H12  N    C    121.54  3.000
 FGN  O2   N    C    119.33  3.000
 FGN  O    C    N    123.18  3.000
 FGN  O    C    C1   124.35  3.000
 FGN  N    C    C1   112.45  3.000
 FGN  H13  O2   N    106.07  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
 FGN  CONST_01  C6   C5   C4   C3      0.00   0.0  0
 FGN  CONST_02  C6   C7   C8   C3      0.00   0.0  0
 FGN  CONST_03  C7   C6   C5   C4      0.00   0.0  0
 FGN  CONST_04  C7   C8   C3   C4      0.00   0.0  0
 FGN  CONST_05  C8   C3   C4   C5      0.00   0.0  0
 FGN  CONST_06  C8   C7   C6   C5      0.00   0.0  0
 FGN  CONST_07  C13  C14  C15  C10     0.00   0.0  0
 FGN  CONST_08  C13  C12  C11  C10     0.00   0.0  0
 FGN  CONST_09  C14  C15  C10  C11     0.00   0.0  0
 FGN  CONST_10  C14  C13  C12  C11     0.00   0.0  0
 FGN  CONST_11  C15  C14  C13  C12     0.00   0.0  0
 FGN  CONST_12  C15  C10  C11  C12     0.00   0.0  0
 FGN  CONST_13  C5   C4   C3   C2    180.00   0.0  0
 FGN  CONST_14  C7   C8   C3   C2    180.00   0.0  0
 FGN  CONST_15  O1   C8   C3   C4    180.00   0.0  0
 FGN  CONST_16  O1   C8   C7   C6    180.00   0.0  0
 FGN  CONST_17  C14  C15  C10  C9    180.00   0.0  0
 FGN  CONST_18  C12  C11  C10  C9    180.00   0.0  0
 FGN  CONST_19  CL1  C15  C10  C11   180.00   0.0  0
 FGN  CONST_20  CL1  C15  C14  C13   180.00   0.0  0
 FGN  CONST_21  CL   C11  C12  C13   180.00   0.0  0
 FGN  CONST_22  CL   C11  C10  C15   180.00   0.0  0
 FGN  CONST_23  H4   C5   C4   C3    180.00   0.0  0
 FGN  CONST_24  H6   C7   C8   C3    180.00   0.0  0
 FGN  CONST_25  H5   C6   C5   C4    180.00   0.0  0
 FGN  CONST_26  H3   C4   C5   C6    180.00   0.0  0
 FGN  CONST_27  H11  C14  C15  C10   180.00   0.0  0
 FGN  CONST_28  H9   C12  C11  C10   180.00   0.0  0
 FGN  CONST_29  H10  C13  C12  C11   180.00   0.0  0
 FGN  CONST_30  O2   N    C    C1    180.00   0.0  0
 FGN  CONST_31  O2   N    C    O       0.00   0.0  0
 FGN  Var_01    C4   C3   C2   C1    -13.34  30.0  2
 FGN  Var_02    C10  C9   O1   C8   -163.95  30.0  3
 FGN  Var_03    C15  C10  C9   O1   -109.53  30.0  2
 FGN  Var_04    C    C1   C2   C3    178.57   0.0  2
 FGN  Var_05    N    C    C1   C2    179.76  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
 FGN  plan-1  C2   0.020
 FGN  plan-1  C3   0.020
 FGN  plan-1  C4   0.020
 FGN  plan-1  C5   0.020
 FGN  plan-1  C6   0.020
 FGN  plan-1  C7   0.020
 FGN  plan-1  C8   0.020
 FGN  plan-1  O1   0.020
 FGN  plan-1  H3   0.020
 FGN  plan-1  H4   0.020
 FGN  plan-1  H5   0.020
 FGN  plan-1  H6   0.020
 FGN  plan-2  C9   0.020
 FGN  plan-2  C10  0.020
 FGN  plan-2  C11  0.020
 FGN  plan-2  C12  0.020
 FGN  plan-2  C13  0.020
 FGN  plan-2  C14  0.020
 FGN  plan-2  C15  0.020
 FGN  plan-2  CL   0.020
 FGN  plan-2  CL1  0.020
 FGN  plan-2  H9   0.020
 FGN  plan-2  H10  0.020
 FGN  plan-2  H11  0.020
 FGN  plan-3  C1   0.020
 FGN  plan-3  N    0.020
 FGN  plan-3  C    0.020
 FGN  plan-3  O    0.020
 FGN  plan-3  O2   0.020
 FGN  plan-3  H12  0.020
 FGN  plan-4  C1   0.020
 FGN  plan-4  C2   0.020
 FGN  plan-4  C3   0.020
 FGN  plan-4  C    0.020
 FGN  plan-4  H1   0.020
 FGN  plan-4  H2   0.020

