# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 08:11:24 2022
#   Inital geometry file: a 81 line input string
#   Ligand name: (3~{R})-3-azanyl-4-oxidanylidene-4-[[3-(trifluoromethyloxy)phenyl]amino]butanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@H](CC(O)=O)C(=O)Nc1cccc(OC(F)(F)F)c1
#
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
 FXX  FXX  '(3~{R})-3-azanyl-4-oxidanylidene-4-[[3-(trifluoromethyloxy)phenyl]amino]butanoic acid'  ligand  30  20  .  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_FXX
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
 FXX  C    C  CT     0   1.071  -2.3002  13.2444  10.1167
 FXX  C1   C  C1     0  -0.318  -1.7017  10.1213  10.2166
 FXX  C2   C  C      0   0.334  -2.2095  11.0438   9.3187
 FXX  C3   C  C1     0  -0.406  -2.0680  10.8949   7.9538
 FXX  C4   C  C      0   0.392  -1.3912   9.7834   7.4420
 FXX  C5   C  C1     0  -0.313  -0.8631   8.8460   8.3334
 FXX  C6   C  C1     0  -0.241  -1.0277   9.0266   9.6987
 FXX  O7   O  O2     0  -0.524  -2.9511  12.1212   9.7936
 FXX  N8   N  NH1    0  -0.750  -1.2850   9.6972   6.0552
 FXX  C9   C  C      0   0.537  -0.8176   8.6695   5.2885
 FXX  C10  C  CH1    0  -0.210  -0.7732   9.0013   3.8005
 FXX  N11  N  NH2    0  -0.804  -0.9576   7.7900   3.0285
 FXX  O12  O  O      0  -0.450  -0.4380   7.6088   5.7432
 FXX  C17  C  CH2    0  -0.582   0.5958   9.6176   3.5032
 FXX  C18  C  C      0   0.424   0.8052  10.1368   2.0607
 FXX  O19  O  O      0  -0.596  -0.1520  10.0573   1.2631
 FXX  O20  O  OC    -1  -0.605   1.9346  10.6050   1.8282
 FXX  F13  F  F      0  -0.299  -1.6693  13.7948   9.0774
 FXX  F14  F  F      0  -0.299  -1.3836  13.0568  11.0681
 FXX  F16  F  F      0  -0.277  -3.1936  14.1121  10.5664
 FXX  H2   H  H      0   0.289  -2.5003  11.6280   7.2833
 FXX  H3   H  H      0   0.285  -0.3344   7.9787   7.9765
 FXX  H4   H  H      0   0.268  -0.6179   8.2886  10.3755
 FXX  H5   H  HNH1   0   0.416  -1.6336  10.4982   5.5491
 FXX  H6   H  HCH1   0   0.222  -1.5396   9.7640   3.5934
 FXX  H7   H  HNH2   0   0.339  -1.8971   7.4355   3.1609
 FXX  H8   H  HNH2   0   0.348  -0.8925   8.0572   2.0540
 FXX  H10  H  HCH2   0   0.234   1.3718   8.8780   3.7256
 FXX  H11  H  HCH2   0   0.237   0.7754  10.4543   4.1855
 FXX  H1   H  H      0   0.277  -1.8400  10.2405  11.2824

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
 FXX  O19  C18  deloc     1.248  0.020  1.248
 FXX  O20  C18  deloc     1.245  0.020  1.245
 FXX  C18  C17  single    1.547  0.020  1.547
 FXX  N11  C10  single    1.448  0.020  1.448
 FXX  C17  C10  single    1.530  0.020  1.530
 FXX  C10  C9   single    1.525  0.020  1.525
 FXX  C9   O12  double    1.215  0.020  1.215
 FXX  C9   N8   single    1.365  0.020  1.365
 FXX  N8   C4   single    1.394  0.020  1.394
 FXX  C4   C3   aromatic  1.398  0.020  1.398
 FXX  C4   C5   aromatic  1.397  0.020  1.397
 FXX  C3   C2   aromatic  1.380  0.020  1.380
 FXX  C5   C6   aromatic  1.387  0.020  1.387
 FXX  C2   O7   single    1.392  0.020  1.392
 FXX  C2   C1   aromatic  1.384  0.020  1.384
 FXX  F16  C    single    1.324  0.020  1.324
 FXX  C6   C1   aromatic  1.386  0.020  1.386
 FXX  O7   C    single    1.338  0.020  1.338
 FXX  C    F13  single    1.335  0.020  1.335
 FXX  C    F14  single    1.334  0.020  1.334
 FXX  C1   H1   single    0.930  0.020  1.080
 FXX  C3   H2   single    0.930  0.020  1.080
 FXX  C5   H3   single    0.930  0.020  1.080
 FXX  C6   H4   single    0.930  0.020  1.080
 FXX  N8   H5   single    0.860  0.020  1.020
 FXX  C10  H6   single    0.970  0.020  1.090
 FXX  N11  H7   single    0.890  0.020  1.040
 FXX  N11  H8   single    0.890  0.020  1.040
 FXX  C17  H10  single    0.970  0.020  1.090
 FXX  C17  H11  single    0.970  0.020  1.090

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
 FXX  F16  C    F14  108.26  3.000
 FXX  F14  C    F13  106.77  3.000
 FXX  F16  C    F13  108.25  3.000
 FXX  F14  C    O7   112.85  3.000
 FXX  F13  C    O7   112.84  3.000
 FXX  F16  C    O7   107.69  3.000
 FXX  H1   C1   C6   121.17  3.000
 FXX  H1   C1   C2   121.27  3.000
 FXX  C6   C1   C2   117.55  3.000
 FXX  O7   C2   C3   118.40  3.000
 FXX  O7   C2   C1   119.36  3.000
 FXX  C3   C2   C1   122.15  3.000
 FXX  H2   C3   C4   120.29  3.000
 FXX  H2   C3   C2   119.87  3.000
 FXX  C4   C3   C2   119.82  3.000
 FXX  N8   C4   C5   124.37  3.000
 FXX  C5   C4   C3   118.86  3.000
 FXX  N8   C4   C3   116.76  3.000
 FXX  H3   C5   C6   119.31  3.000
 FXX  H3   C5   C4   120.97  3.000
 FXX  C6   C5   C4   119.72  3.000
 FXX  H4   C6   C5   118.81  3.000
 FXX  H4   C6   C1   119.29  3.000
 FXX  C5   C6   C1   121.90  3.000
 FXX  C2   O7   C    118.24  3.000
 FXX  H5   N8   C9   115.73  3.000
 FXX  H5   N8   C4   115.05  3.000
 FXX  C9   N8   C4   129.18  3.000
 FXX  O12  C9   C10  123.09  3.000
 FXX  O12  C9   N8   123.65  3.000
 FXX  C10  C9   N8   113.22  3.000
 FXX  H6   C10  C17  107.89  3.000
 FXX  H6   C10  N11  112.99  3.000
 FXX  C17  C10  N11  110.31  3.000
 FXX  H6   C10  C9   108.30  3.000
 FXX  C17  C10  C9   107.65  3.000
 FXX  N11  C10  C9   109.54  3.000
 FXX  H8   N11  H7   106.13  3.000
 FXX  H8   N11  C10  106.51  3.000
 FXX  H7   N11  C10  109.95  3.000
 FXX  H11  C17  H10  105.87  3.000
 FXX  H11  C17  C18  107.61  3.000
 FXX  H10  C17  C18  108.67  3.000
 FXX  H11  C17  C10  109.48  3.000
 FXX  H10  C17  C10  108.81  3.000
 FXX  C18  C17  C10  115.93  3.000
 FXX  O20  C18  O19  126.90  3.000
 FXX  O20  C18  C17  115.04  3.000
 FXX  O19  C18  C17  118.06  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
 FXX  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 FXX  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 FXX  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 FXX  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 FXX  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 FXX  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 FXX  CONST_07  N8   C4   C3   C2    180.00   0.0  0
 FXX  CONST_08  O7   C2   C3   C4    180.00   0.0  0
 FXX  CONST_09  N8   C4   C5   C6    180.00   0.0  0
 FXX  CONST_10  O7   C2   C1   C6    180.00   0.0  0
 FXX  CONST_11  H2   C3   C2   C1    180.00   0.0  0
 FXX  CONST_12  H3   C5   C6   C1    180.00   0.0  0
 FXX  CONST_13  H4   C6   C1   C2    180.00   0.0  0
 FXX  CONST_14  H1   C1   C2   C3    180.00   0.0  0
 FXX  CONST_15  C9   N8   C4   C3    180.00   0.0  0
 FXX  CONST_16  C9   N8   C4   C5      0.00   0.0  0
 FXX  CONST_17  H5   N8   C4   C3      0.00   0.0  0
 FXX  CONST_18  C10  C9   N8   C4    180.00   0.0  0
 FXX  CONST_19  O12  C9   N8   C4      0.00   0.0  0
 FXX  Var_01    C3   C2   O7   C     -94.02  30.0  2
 FXX  Var_02    F16  C    O7   C2   -178.66  30.0  3
 FXX  Var_03    O19  C18  C17  C10     2.13  30.0  2

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
 FXX  chir_01  C10  N11  C17  C9  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
 FXX  plan-1  C1   0.020
 FXX  plan-1  C2   0.020
 FXX  plan-1  C3   0.020
 FXX  plan-1  C4   0.020
 FXX  plan-1  C5   0.020
 FXX  plan-1  C6   0.020
 FXX  plan-1  O7   0.020
 FXX  plan-1  N8   0.020
 FXX  plan-1  H2   0.020
 FXX  plan-1  H3   0.020
 FXX  plan-1  H4   0.020
 FXX  plan-1  H1   0.020
 FXX  plan-2  C4   0.020
 FXX  plan-2  N8   0.020
 FXX  plan-2  C9   0.020
 FXX  plan-2  C10  0.020
 FXX  plan-2  O12  0.020
 FXX  plan-2  H5   0.020
 FXX  plan-3  C17  0.020
 FXX  plan-3  C18  0.020
 FXX  plan-3  O19  0.020
 FXX  plan-3  O20  0.020

