# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 05:56:32 2022
#   Inital geometry file: a 79 line input string
#   Ligand name: 3-[2,2-bis(fluoranyl)ethyl-[(6-chloranylpyridin-3-yl)methyl]amino]-2~{H}-furan-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)CN(Cc1ccc(Cl)nc1)C2=CC(=O)OC2
#
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
 7IE  7IE  "Flupyradifurone"
  ligand  30  19  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7IE
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
 7IE  C10  C   CR6   0   0.152  55.9068  -14.7396  -2.4442
 7IE  C9   C   CR16  0  -0.259  57.2475  -15.0685  -2.5706
 7IE  C8   C   CR16  0  -0.177  58.0921  -14.6616  -1.5543
 7IE  C7   C   CR6   0   0.008  57.5843  -13.9518  -0.4711
 7IE  C3   C   CR5   0   0.356  57.4777  -14.4129   2.5757
 7IE  C4   C   CH2   0  -0.482  57.7437  -11.9940   2.4801
 7IE  C5   C   CH1   0   0.550  59.0344  -11.5561   3.1483
 7IE  C6   C   CH2   0  -0.385  58.5060  -13.4699   0.6213
 7IE  C1   C   CR5   0   0.542  57.0259  -16.5245   3.2657
 7IE  C2   C   CH2   0  -0.215  56.7477  -14.3584   3.8887
 7IE  CL1  CL  CL    0  -0.106  54.8026  -15.2269  -3.6919
 7IE  N2   N   N     0  -0.383  55.3976  -14.0794  -1.4346
 7IE  C11  C   CR16  0  -0.074  56.2218  -13.6910  -0.4661
 7IE  N1   N   NT    0  -0.487  57.8516  -13.3136   1.9041
 7IE  F2   F   F     0  -0.336  58.8072  -10.3962   3.8192
 7IE  F1   F   F     0  -0.337  59.4339  -12.4775   4.0683
 7IE  O2   O   O     0  -0.462  56.5262  -15.7093   4.2321
 7IE  C12  C   CR15  0  -0.531  57.6158  -15.7160   2.2280
 7IE  O1   O   O     0  -0.460  56.9312  -17.7227   3.3719
 7IE  H9   H   HCR6  0   0.293  57.6144  -15.6243  -3.4214
 7IE  H8   H   HCR6  0   0.282  59.1471  -14.9033  -1.6035
 7IE  H3   H   HCH2  0   0.305  57.4992  -11.2762   1.6950
 7IE  H4   H   HCH2  0   0.303  56.9253  -11.9528   3.2007
 7IE  H5   H   HCH1  0   0.206  59.8562  -11.4016   2.4472
 7IE  H6   H   HCH2  0   0.286  59.3548  -14.1542   0.7106
 7IE  H7   H   HCH2  0   0.306  58.9264  -12.5044   0.3332
 7IE  H1   H   HCH2  0   0.274  57.3272  -13.8690   4.6735
 7IE  H2   H   HCH2  0   0.277  55.7897  -13.8386   3.7939
 7IE  H10  H   HCR6  0   0.274  55.7626  -13.1520   0.3550
 7IE  H11  H   HCR5  0   0.279  58.0777  -16.1321   1.3475

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
 7IE  CL1  C10  single    1.736  0.020  1.736
 7IE  C9   C10  aromatic  1.386  0.020  1.386
 7IE  C9   C8   aromatic  1.383  0.020  1.383
 7IE  C10  N2   aromatic  1.309  0.020  1.309
 7IE  N2   C11  aromatic  1.330  0.020  1.330
 7IE  C8   C7   aromatic  1.391  0.020  1.391
 7IE  C11  C7   aromatic  1.387  0.020  1.387
 7IE  C7   C6   single    1.508  0.020  1.508
 7IE  C6   N1   single    1.449  0.020  1.449
 7IE  N1   C4   single    1.444  0.020  1.444
 7IE  N1   C3   single    1.341  0.020  1.341
 7IE  C12  C3   double    1.356  0.020  1.356
 7IE  C12  C1   single    1.442  0.020  1.442
 7IE  C4   C5   single    1.518  0.020  1.518
 7IE  C3   C2   single    1.503  0.020  1.503
 7IE  C5   F2   single    1.359  0.020  1.359
 7IE  C5   F1   single    1.362  0.020  1.362
 7IE  O1   C1   double    1.207  0.020  1.207
 7IE  C1   O2   single    1.360  0.020  1.360
 7IE  C2   O2   single    1.411  0.020  1.411
 7IE  C9   H9   single    0.930  0.020  1.080
 7IE  C8   H8   single    0.930  0.020  1.080
 7IE  C4   H3   single    0.970  0.020  1.090
 7IE  C4   H4   single    0.970  0.020  1.090
 7IE  C5   H5   single    0.970  0.020  1.090
 7IE  C6   H6   single    0.970  0.020  1.090
 7IE  C6   H7   single    0.970  0.020  1.090
 7IE  C2   H1   single    0.970  0.020  1.090
 7IE  C2   H2   single    0.970  0.020  1.090
 7IE  C11  H10  single    0.930  0.020  1.080
 7IE  C12  H11  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
 7IE  N2   C10  CL1  116.64  3.000
 7IE  N2   C10  C9   124.48  3.000
 7IE  CL1  C10  C9   118.89  3.000
 7IE  H9   C9   C8   121.52  3.000
 7IE  H9   C9   C10  121.48  3.000
 7IE  C8   C9   C10  117.00  3.000
 7IE  H8   C8   C7   120.31  3.000
 7IE  H8   C8   C9   119.72  3.000
 7IE  C7   C8   C9   119.97  3.000
 7IE  C11  C7   C6   122.51  3.000
 7IE  C6   C7   C8   120.27  3.000
 7IE  C11  C7   C8   117.21  3.000
 7IE  C12  C3   N1   129.12  3.000
 7IE  C12  C3   C2   107.96  3.000
 7IE  N1   C3   C2   122.88  3.000
 7IE  H4   C4   H3   106.39  3.000
 7IE  H4   C4   N1   110.73  3.000
 7IE  H3   C4   N1   109.32  3.000
 7IE  H4   C4   C5   109.64  3.000
 7IE  H3   C4   C5   108.50  3.000
 7IE  N1   C4   C5   112.07  3.000
 7IE  H5   C5   F1   107.99  3.000
 7IE  H5   C5   F2   108.80  3.000
 7IE  F1   C5   F2   107.03  3.000
 7IE  H5   C5   C4   113.48  3.000
 7IE  F1   C5   C4   110.59  3.000
 7IE  F2   C5   C4   108.75  3.000
 7IE  H7   C6   H6   106.02  3.000
 7IE  H7   C6   N1   108.20  3.000
 7IE  H6   C6   N1   110.23  3.000
 7IE  H7   C6   C7   109.07  3.000
 7IE  H6   C6   C7   109.47  3.000
 7IE  N1   C6   C7   113.56  3.000
 7IE  O1   C1   C12  130.72  3.000
 7IE  O1   C1   O2   120.27  3.000
 7IE  C12  C1   O2   109.01  3.000
 7IE  H2   C2   H1   108.32  3.000
 7IE  H2   C2   O2   109.78  3.000
 7IE  H1   C2   O2   109.73  3.000
 7IE  H2   C2   C3   111.52  3.000
 7IE  H1   C2   C3   112.74  3.000
 7IE  O2   C2   C3   104.71  3.000
 7IE  C11  N2   C10  117.89  3.000
 7IE  H10  C11  N2   115.74  3.000
 7IE  H10  C11  C7   120.81  3.000
 7IE  N2   C11  C7   123.45  3.000
 7IE  C6   N1   C4   119.05  3.000
 7IE  C4   N1   C3   121.90  3.000
 7IE  C6   N1   C3   118.74  3.000
 7IE  C2   O2   C1   110.08  3.000
 7IE  H11  C12  C1   123.15  3.000
 7IE  H11  C12  C3   128.62  3.000
 7IE  C1   C12  C3   108.23  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
 7IE  CONST_01  C7   C8   C9   C10     0.00   0.0  0
 7IE  CONST_02  C7   C11  N2   C10     0.00   0.0  0
 7IE  CONST_03  C11  N2   C10  C9      0.00   0.0  0
 7IE  CONST_04  C11  C7   C8   C9      0.00   0.0  0
 7IE  CONST_05  N2   C10  C9   C8      0.00   0.0  0
 7IE  CONST_06  N2   C11  C7   C8      0.00   0.0  0
 7IE  CONST_07  C6   C7   C8   C9    180.00   0.0  0
 7IE  CONST_08  CL1  C10  C9   C8    180.00   0.0  0
 7IE  CONST_09  N2   C11  C7   C6    180.00   0.0  0
 7IE  CONST_10  C11  N2   C10  CL1   180.00   0.0  0
 7IE  CONST_11  H8   C8   C9   C10   180.00   0.0  0
 7IE  CONST_12  H10  C11  N2   C10   180.00   0.0  0
 7IE  CONST_13  H10  C11  C7   C8    180.00   0.0  0
 7IE  CONST_14  H9   C9   C8   C7    180.00   0.0  0
 7IE  CONST_15  H9   C9   C10  N2    180.00   0.0  0
 7IE  CONST_16  H8   C8   C7   C11   180.00   0.0  0
 7IE  Var_01    O2   C1   C12  C3      0.38  30.0  1
 7IE  Var_02    C1   O2   C2   C3     -0.79  30.0  1
 7IE  Var_03    C2   C3   C12  C1     -0.86  30.0  1
 7IE  Var_04    C12  C1   O2   C2      0.31  30.0  1
 7IE  Var_05    C12  C3   C2   O2      1.02  30.0  1
 7IE  Var_06    O1   C1   C12  C3   -179.56  30.0  1
 7IE  Var_07    N1   C3   C12  C1   -178.56  30.0  1
 7IE  Var_08    O1   C1   O2   C2   -179.75  30.0  1
 7IE  Var_09    O2   C2   C3   N1    178.90  30.0  1
 7IE  Var_10    H1   C2   O2   C1   -122.04  30.0  1
 7IE  Var_11    H2   C2   O2   C1    119.03  30.0  1
 7IE  Var_12    H11  C12  C3   C2    179.32  30.0  1
 7IE  Var_13    H11  C12  C1   O2   -179.79  30.0  1
 7IE  Var_14    H1   C2   C3   C12   120.26  30.0  1
 7IE  Var_15    H2   C2   C3   C12  -117.64  30.0  1
 7IE  Var_16    N1   C6   C7   C8   -153.43  30.0  2
 7IE  Var_17    C3   N1   C6   C7     70.99  30.0  3
 7IE  Var_18    C12  C3   N1   C4   -173.92  30.0  2
 7IE  Var_19    C2   C3   N1   C4      8.68  30.0  2
 7IE  Var_20    C12  C3   N1   C6     -0.29  30.0  2
 7IE  Var_21    C2   C3   N1   C6   -177.68  30.0  2
 7IE  Var_22    N1   C6   C7   C11    28.07  30.0  2
 7IE  Var_23    H6   C6   C7   C8    -29.77  30.0  2
 7IE  Var_24    H7   C6   C7   C8     85.82  30.0  2
 7IE  Var_25    H6   C6   C7   C11   151.73  30.0  2
 7IE  Var_26    H7   C6   C7   C11   -92.68  30.0  2
 7IE  Var_27    H11  C12  C3   N1      1.62  30.0  1
 7IE  Var_28    H1   C2   C3   N1    -61.87  30.0  1
 7IE  Var_29    H2   C2   C3   N1     60.24  30.0  1
 7IE  Var_30    H11  C12  C1   O1      0.28  30.0  1
 7IE  Var_31    C4   N1   C6   C7   -115.20  30.0  3
 7IE  Var_32    C5   C4   N1   C3     93.97  30.0  3
 7IE  Var_33    H6   C6   N1   C3    -52.26  30.0  2
 7IE  Var_34    H7   C6   N1   C3   -167.78  30.0  2
 7IE  Var_35    H3   C4   N1   C3   -145.70  30.0  3
 7IE  Var_36    H4   C4   N1   C3    -28.80  30.0  3
 7IE  Var_37    C6   N1   C4   C5    -79.64  30.0  2
 7IE  Var_38    F2   C5   C4   N1   -171.83  30.0  3
 7IE  Var_39    F1   C5   C4   N1    -54.58  30.0  3
 7IE  Var_40    H6   C6   N1   C4    121.56  30.0  2
 7IE  Var_41    H7   C6   N1   C4      6.04  30.0  2
 7IE  Var_42    H3   C4   N1   C6     40.69  30.0  3
 7IE  Var_43    H4   C4   N1   C6    157.59  30.0  3
 7IE  Var_44    H5   C5   C4   N1     66.95  30.0  3
 7IE  Var_45    H3   C4   C5   F2     67.36  30.0  3
 7IE  Var_46    H4   C4   C5   F2    -48.45  30.0  3
 7IE  Var_47    H3   C4   C5   F1   -175.39  30.0  3
 7IE  Var_48    H4   C4   C5   F1     68.81  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
 7IE  plan-1  C10  0.020
 7IE  plan-1  C9   0.020
 7IE  plan-1  C8   0.020
 7IE  plan-1  C7   0.020
 7IE  plan-1  C6   0.020
 7IE  plan-1  CL1  0.020
 7IE  plan-1  N2   0.020
 7IE  plan-1  C11  0.020
 7IE  plan-1  H9   0.020
 7IE  plan-1  H8   0.020
 7IE  plan-1  H10  0.020
 7IE  plan-2  C1   0.020
 7IE  plan-2  O2   0.020
 7IE  plan-2  C12  0.020
 7IE  plan-2  O1   0.020

