# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 00:14:28 2022
#   Inital geometry file: a 103 line input string
#   Ligand name: 2-[({(1E)-5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene}amino)oxy]ethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCCC\C(=N/OCCN)c1ccc(cc1)C(F)(F)F
#
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
 FVX  FVX  2-[({(1E)-5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene}amino)oxy]ethanamine  ligand  43  22  .  2022-03-18  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FVX
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
 FVX  C1   C  CH3   0  -0.397   5.3283   4.7626  -0.5220
 FVX  O2   O  O2    0  -0.487   4.6367   3.8935   0.3362
 FVX  C3   C  CH2   0  -0.120   3.8454   2.9623  -0.3601
 FVX  C4   C  CH2   0  -0.466   3.1085   2.0832   0.6306
 FVX  C5   C  CH2   0  -0.432   2.2391   1.0507  -0.0754
 FVX  C6   C  CH2   0  -0.545   1.5090   0.1463   0.9231
 FVX  C7   C  C     0   0.213   0.5911  -0.8348   0.2525
 FVX  N8   N  N     0  -0.107   0.9752  -1.9177  -0.3029
 FVX  O9   O  O2    0  -0.396   2.3103  -2.1298  -0.2094
 FVX  C10  C  CH2   0  -0.136   2.6800  -3.3217  -0.8918
 FVX  C11  C  CH2   0  -0.334   4.1586  -3.5365  -0.6709
 FVX  N12  N  NH2   0  -0.799   4.4548  -3.8153   0.7251
 FVX  C13  C  CR6   0   0.058  -0.8615  -0.5686   0.1810
 FVX  C14  C  CR16  0  -0.302  -1.3560   0.7259   0.3204
 FVX  C15  C  CR16  0  -0.263  -2.7173   0.9849   0.2458
 FVX  C16  C  CR6   0  -0.207  -3.6088  -0.0553   0.0373
 FVX  C17  C  CR16  0  -0.252  -3.1292  -1.3557  -0.1060
 FVX  C18  C  CR16  0  -0.270  -1.7737  -1.6068  -0.0359
 FVX  C19  C  CT    0   1.053  -5.0810   0.1857  -0.0596
 FVX  F20  F  F     0  -0.313  -5.7742  -0.6357   0.7417
 FVX  F21  F  F     0  -0.302  -5.4238   1.4341   0.2697
 FVX  F22  F  F     0  -0.315  -5.5352  -0.0291  -1.3043
 FVX  H1   H  HCH3  0   0.202   6.0086   4.2254  -1.1943
 FVX  H2   H  HCH3  0   0.202   4.6472   5.3575  -1.1427
 FVX  H3   H  HCH3  0   0.232   5.9185   5.4446   0.0891
 FVX  H4   H  HCH2  0   0.193   3.1228   3.4791  -1.0092
 FVX  H5   H  HCH2  0   0.193   4.4694   2.3401  -1.0192
 FVX  H6   H  HCH2  0   0.227   3.8310   1.5745   1.2763
 FVX  H7   H  HCH2  0   0.227   2.4851   2.7075   1.2781
 FVX  H8   H  HCH2  0   0.232   1.5122   1.5615  -0.7142
 FVX  H9   H  HCH2  0   0.238   2.8545   0.4363  -0.7365
 FVX  H10  H  HCH2  0   0.271   2.2459  -0.3957   1.5196
 FVX  H11  H  HCH2  0   0.252   0.9426   0.7586   1.6267
 FVX  H12  H  HCH2  0   0.214   2.1112  -4.1718  -0.5025
 FVX  H13  H  HCH2  0   0.219   2.4696  -3.2251  -1.9614
 FVX  H14  H  HCH2  0   0.236   4.4436  -4.4054  -1.2680
 FVX  H15  H  HCH2  0   0.208   4.7127  -2.6832  -1.0866
 FVX  H16  H  HNH2  0   0.351   5.4367  -4.0387   0.8201
 FVX  H17  H  HNH2  0   0.342   4.3094  -2.9809   1.2786
 FVX  H19  H  HCR6  0   0.264  -0.6868   1.5609   0.4788
 FVX  H20  H  HCR6  0   0.274  -3.0602   2.0042   0.3559
 FVX  H21  H  HCR6  0   0.277  -3.8083  -2.1840  -0.2625
 FVX  H22  H  HCR6  0   0.264  -1.4177  -2.6227  -0.1366

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
 FVX  N12  C11  single    1.454  0.020  1.454
 FVX  C11  C10  single    1.510  0.020  1.510
 FVX  C10  O9   single    1.422  0.020  1.422
 FVX  O9   N8   single    1.355  0.020  1.355
 FVX  N8   C7   double    1.276  0.020  1.276
 FVX  C7   C13  single    1.479  0.020  1.479
 FVX  C7   C6   single    1.502  0.020  1.502
 FVX  C14  C13  aromatic  1.393  0.020  1.393
 FVX  C14  C15  aromatic  1.388  0.020  1.388
 FVX  C13  C18  aromatic  1.399  0.020  1.399
 FVX  C15  C16  aromatic  1.386  0.020  1.386
 FVX  C4   C5   single    1.523  0.020  1.523
 FVX  C4   C3   single    1.516  0.020  1.516
 FVX  C6   C5   single    1.532  0.020  1.532
 FVX  C18  C17  aromatic  1.380  0.020  1.380
 FVX  C16  C17  aromatic  1.393  0.020  1.393
 FVX  C16  C19  single    1.495  0.020  1.495
 FVX  F21  C19  single    1.336  0.020  1.336
 FVX  C3   O2   single    1.406  0.020  1.406
 FVX  F20  C19  single    1.341  0.020  1.341
 FVX  C19  F22  single    1.342  0.020  1.342
 FVX  O2   C1   single    1.404  0.020  1.404
 FVX  C1   H1   single    0.970  0.020  1.090
 FVX  C1   H2   single    0.970  0.020  1.090
 FVX  C1   H3   single    0.970  0.020  1.090
 FVX  C3   H4   single    0.970  0.020  1.090
 FVX  C3   H5   single    0.970  0.020  1.090
 FVX  C4   H6   single    0.970  0.020  1.090
 FVX  C4   H7   single    0.970  0.020  1.090
 FVX  C5   H8   single    0.970  0.020  1.090
 FVX  C5   H9   single    0.970  0.020  1.090
 FVX  C6   H10  single    0.970  0.020  1.090
 FVX  C6   H11  single    0.970  0.020  1.090
 FVX  C10  H12  single    0.970  0.020  1.090
 FVX  C10  H13  single    0.970  0.020  1.090
 FVX  C11  H14  single    0.970  0.020  1.090
 FVX  C11  H15  single    0.970  0.020  1.090
 FVX  N12  H16  single    0.890  0.020  1.040
 FVX  N12  H17  single    0.890  0.020  1.040
 FVX  C14  H19  single    0.930  0.020  1.080
 FVX  C15  H20  single    0.930  0.020  1.080
 FVX  C17  H21  single    0.930  0.020  1.080
 FVX  C18  H22  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
 FVX  H3   C1   H2   108.32  3.000
 FVX  H3   C1   H1   108.33  3.000
 FVX  H2   C1   H1   107.69  3.000
 FVX  H3   C1   O2   108.16  3.000
 FVX  H2   C1   O2   112.07  3.000
 FVX  H1   C1   O2   112.15  3.000
 FVX  C3   O2   C1   112.61  3.000
 FVX  H5   C3   H4   106.54  3.000
 FVX  H5   C3   C4   109.83  3.000
 FVX  H4   C3   C4   109.80  3.000
 FVX  H5   C3   O2   110.60  3.000
 FVX  H4   C3   O2   110.52  3.000
 FVX  C4   C3   O2   109.51  3.000
 FVX  H7   C4   H6   106.99  3.000
 FVX  H7   C4   C5   109.62  3.000
 FVX  H6   C4   C5   109.59  3.000
 FVX  H7   C4   C3   109.43  3.000
 FVX  H6   C4   C3   109.53  3.000
 FVX  C5   C4   C3   111.57  3.000
 FVX  H9   C5   H8   106.47  3.000
 FVX  H9   C5   C6   109.32  3.000
 FVX  H8   C5   C6   109.84  3.000
 FVX  H9   C5   C4   109.89  3.000
 FVX  H8   C5   C4   109.47  3.000
 FVX  C6   C5   C4   111.71  3.000
 FVX  H11  C6   H10  106.05  3.000
 FVX  H11  C6   C7   109.71  3.000
 FVX  H10  C6   C7   109.39  3.000
 FVX  H11  C6   C5   109.66  3.000
 FVX  H10  C6   C5   109.11  3.000
 FVX  C7   C6   C5   112.70  3.000
 FVX  C13  C7   N8   115.30  3.000
 FVX  C13  C7   C6   120.30  3.000
 FVX  N8   C7   C6   124.39  3.000
 FVX  O9   N8   C7   113.54  3.000
 FVX  C10  O9   N8   110.74  3.000
 FVX  H13  C10  H12  108.44  3.000
 FVX  H13  C10  C11  110.10  3.000
 FVX  H12  C10  C11  110.26  3.000
 FVX  H13  C10  O9   110.18  3.000
 FVX  H12  C10  O9   110.19  3.000
 FVX  C11  C10  O9   107.67  3.000
 FVX  H15  C11  H14  106.22  3.000
 FVX  H15  C11  N12  114.16  3.000
 FVX  H14  C11  N12  108.61  3.000
 FVX  H15  C11  C10  109.13  3.000
 FVX  H14  C11  C10  106.78  3.000
 FVX  N12  C11  C10  111.54  3.000
 FVX  H17  N12  H16  105.68  3.000
 FVX  H17  N12  C11  109.74  3.000
 FVX  H16  N12  C11  109.29  3.000
 FVX  C18  C13  C14  118.28  3.000
 FVX  C18  C13  C7   120.96  3.000
 FVX  C14  C13  C7   120.75  3.000
 FVX  H19  C14  C15  118.08  3.000
 FVX  H19  C14  C13  120.83  3.000
 FVX  C15  C14  C13  121.09  3.000
 FVX  H20  C15  C16  121.27  3.000
 FVX  H20  C15  C14  118.79  3.000
 FVX  C16  C15  C14  119.94  3.000
 FVX  C19  C16  C17  118.87  3.000
 FVX  C19  C16  C15  121.48  3.000
 FVX  C17  C16  C15  119.64  3.000
 FVX  H21  C17  C18  118.96  3.000
 FVX  H21  C17  C16  120.86  3.000
 FVX  C18  C17  C16  120.17  3.000
 FVX  H22  C18  C17  119.31  3.000
 FVX  H22  C18  C13  119.81  3.000
 FVX  C17  C18  C13  120.87  3.000
 FVX  F22  C19  F21  106.94  3.000
 FVX  F22  C19  F20  106.33  3.000
 FVX  F21  C19  F20  107.01  3.000
 FVX  F22  C19  C16  111.57  3.000
 FVX  F20  C19  C16  111.82  3.000
 FVX  F21  C19  C16  112.79  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
 FVX  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 FVX  CONST_02  C16  C17  C18  C13     0.00   0.0  0
 FVX  CONST_03  C17  C18  C13  C14     0.00   0.0  0
 FVX  CONST_04  C17  C16  C15  C14     0.00   0.0  0
 FVX  CONST_05  C18  C13  C14  C15     0.00   0.0  0
 FVX  CONST_06  C18  C17  C16  C15     0.00   0.0  0
 FVX  CONST_07  C15  C14  C13  C7    180.00   0.0  0
 FVX  CONST_08  C17  C18  C13  C7    180.00   0.0  0
 FVX  CONST_09  C19  C16  C15  C14   180.00   0.0  0
 FVX  CONST_10  C19  C16  C17  C18   180.00   0.0  0
 FVX  CONST_11  H20  C15  C14  C13   180.00   0.0  0
 FVX  CONST_12  H21  C17  C18  C13   180.00   0.0  0
 FVX  CONST_13  H22  C18  C13  C14   180.00   0.0  0
 FVX  CONST_14  H19  C14  C15  C16   180.00   0.0  0
 FVX  Var_01    C14  C13  C7   C6     20.95  30.0  2
 FVX  Var_02    F21  C19  C16  C15    -9.30  30.0  2
 FVX  Var_03    C13  C7   N8   O9   -179.63   0.0  2
 FVX  Var_04    C4   C3   O2   C1   -178.73  30.0  1
 FVX  Var_05    C5   C4   C3   O2   -179.77  30.0  2
 FVX  Var_06    C6   C5   C4   C3    179.14  30.0  3
 FVX  Var_07    C7   C6   C5   C4    177.08  30.0  1
 FVX  Var_08    C11  C10  O9   N8   -176.49  30.0  1
 FVX  Var_09    N12  C11  C10  O9     66.15  30.0  2
 FVX  Var_10    H1   C1   O2   C3    -60.29  30.0  3
 FVX  Var_11    H16  N12  C11  C10   174.72  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
 FVX  plan-1  C7   0.020
 FVX  plan-1  C13  0.020
 FVX  plan-1  C14  0.020
 FVX  plan-1  C15  0.020
 FVX  plan-1  C16  0.020
 FVX  plan-1  C17  0.020
 FVX  plan-1  C18  0.020
 FVX  plan-1  C19  0.020
 FVX  plan-1  H19  0.020
 FVX  plan-1  H20  0.020
 FVX  plan-1  H21  0.020
 FVX  plan-1  H22  0.020
 FVX  plan-2  C6   0.020
 FVX  plan-2  C7   0.020
 FVX  plan-2  N8   0.020
 FVX  plan-2  O9   0.020
 FVX  plan-2  C13  0.020

