# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 14:17:27 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: 4-(2-aminophenyl)-2,4-dioxobutanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccccc1C(=O)CC(=O)C(O)=O
#
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
 3EE  3EE  '4-(2-aminophenyl)-2,4-dioxobutanoic acid'  ligand  23  15  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3EE
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
 3EE  O1   O  O      0  -0.433  -0.0849  -1.6672   0.4389
 3EE  C2   C  C      0   0.418   0.1362  -0.4944   0.1784
 3EE  C3   C  CH2    0  -0.708  -1.0277   0.4631   0.0394
 3EE  C9   C  C      0   0.243  -2.3306  -0.1781  -0.3800
 3EE  O2   O  O      0  -0.378  -2.3699  -1.0945  -1.1623
 3EE  C10  C  C      0   0.347  -3.6422   0.4562   0.1738
 3EE  O3   O  OC    -1  -0.579  -4.6917  -0.0585  -0.2318
 3EE  O4   O  O      0  -0.573  -3.4897   1.4132   0.9522
 3EE  C1   C  C      0  -0.109   1.5029   0.0330   0.0516
 3EE  C4   C  C      0   0.349   2.6337  -0.8301   0.0847
 3EE  N    N  NH2    0  -0.858   2.5406  -2.1736   0.1838
 3EE  C6   C  C1     0  -0.335   3.9165  -0.2520  -0.0287
 3EE  C8   C  C1     0  -0.242   4.0843   1.1059  -0.1511
 3EE  C7   C  C1     0  -0.280   2.9804   1.9626  -0.1686
 3EE  C5   C  C1     0  -0.298   1.7216   1.4166  -0.0715
 3EE  H1   H  HCH2   0   0.308  -1.1545   1.0016   0.9807
 3EE  H2   H  HCH2   0   0.295  -0.8252   1.2396  -0.7047
 3EE  H4   H  HNH2   0   0.404   1.6631  -2.5876   0.4453
 3EE  H5   H  HNH2   0   0.391   3.3773  -2.7030   0.3571
 3EE  H6   H  H      0   0.262   4.7813  -0.9048  -0.0106
 3EE  H7   H  H      0   0.261   5.0859   1.5095  -0.2301
 3EE  H8   H  H      0   0.253   3.1102   3.0324  -0.2547
 3EE  H9   H  H      0   0.262   0.8754   2.0896  -0.0758

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
 3EE  O1   C2   double    1.222  0.020  1.222
 3EE  C2   C1   single    1.470  0.020  1.470
 3EE  C2   C3   single    1.514  0.020  1.514
 3EE  C1   C5   aromatic  1.406  0.020  1.406
 3EE  C1   C4   aromatic  1.423  0.020  1.423
 3EE  C5   C7   aromatic  1.376  0.020  1.376
 3EE  C7   C8   aromatic  1.397  0.020  1.397
 3EE  C4   N    single    1.350  0.020  1.350
 3EE  C4   C6   aromatic  1.412  0.020  1.412
 3EE  C3   C9   single    1.511  0.020  1.511
 3EE  C8   C6   aromatic  1.374  0.020  1.374
 3EE  O4   C10  deloc     1.243  0.020  1.243
 3EE  C9   C10  single    1.559  0.020  1.559
 3EE  C9   O2   double    1.206  0.020  1.206
 3EE  C10  O3   deloc     1.237  0.020  1.237
 3EE  C3   H1   single    0.970  0.020  1.090
 3EE  C3   H2   single    0.970  0.020  1.090
 3EE  N    H4   single    0.890  0.020  1.040
 3EE  N    H5   single    0.890  0.020  1.040
 3EE  C6   H6   single    0.930  0.020  1.080
 3EE  C8   H7   single    0.930  0.020  1.080
 3EE  C7   H8   single    0.930  0.020  1.080
 3EE  C5   H9   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
 3EE  C1   C2   C3  118.68  3.000
 3EE  C3   C2   O1  119.20  3.000
 3EE  C1   C2   O1  122.07  3.000
 3EE  H2   C3   H1  104.94  3.000
 3EE  H2   C3   C9  105.78  3.000
 3EE  H1   C3   C9  110.38  3.000
 3EE  H2   C3   C2  111.66  3.000
 3EE  H1   C3   C2  108.79  3.000
 3EE  C9   C3   C2  114.83  3.000
 3EE  C10  C9   O2  120.83  3.000
 3EE  O2   C9   C3  122.04  3.000
 3EE  C10  C9   C3  117.01  3.000
 3EE  O4   C10  O3  129.02  3.000
 3EE  O3   C10  C9  115.34  3.000
 3EE  O4   C10  C9  115.63  3.000
 3EE  C5   C1   C4  118.37  3.000
 3EE  C4   C1   C2  121.27  3.000
 3EE  C5   C1   C2  120.33  3.000
 3EE  C6   C4   N   118.43  3.000
 3EE  C6   C4   C1  118.16  3.000
 3EE  N    C4   C1  123.39  3.000
 3EE  H5   N    H4  117.71  3.000
 3EE  H5   N    C4  118.63  3.000
 3EE  H4   N    C4  119.30  3.000
 3EE  H6   C6   C8  119.97  3.000
 3EE  H6   C6   C4  118.50  3.000
 3EE  C8   C6   C4  121.53  3.000
 3EE  H7   C8   C7  120.09  3.000
 3EE  H7   C8   C6  119.20  3.000
 3EE  C7   C8   C6  120.71  3.000
 3EE  H8   C7   C5  120.55  3.000
 3EE  H8   C7   C8  120.86  3.000
 3EE  C5   C7   C8  118.59  3.000
 3EE  H9   C5   C7  117.96  3.000
 3EE  H9   C5   C1  119.42  3.000
 3EE  C7   C5   C1  122.62  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
 3EE  CONST_01  C8   C7   C5  C1     0.00   0.0  0
 3EE  CONST_02  C8   C6   C4  C1     0.00   0.0  0
 3EE  CONST_03  C7   C5   C1  C4     0.00   0.0  0
 3EE  CONST_04  C7   C8   C6  C4     0.00   0.0  0
 3EE  CONST_05  C5   C1   C4  C6     0.00   0.0  0
 3EE  CONST_06  C5   C7   C8  C6     0.00   0.0  0
 3EE  CONST_07  C7   C5   C1  C2   180.00   0.0  0
 3EE  CONST_08  C6   C4   C1  C2   180.00   0.0  0
 3EE  CONST_09  C5   C1   C4  N    180.00   0.0  0
 3EE  CONST_10  C8   C6   C4  N    180.00   0.0  0
 3EE  CONST_11  H8   C7   C5  C1   180.00   0.0  0
 3EE  CONST_12  H6   C6   C4  C1   180.00   0.0  0
 3EE  CONST_13  H9   C5   C1  C4   180.00   0.0  0
 3EE  CONST_14  H7   C8   C6  C4   180.00   0.0  0
 3EE  CONST_15  H4   N    C4  C1     0.00   0.0  0
 3EE  CONST_16  H5   N    C4  C1   180.00   0.0  0
 3EE  Var_01    C5   C1   C2  O1  -171.49  30.0  2
 3EE  Var_02    C1   C2   C3  C9   156.09  30.0  1
 3EE  Var_03    C10  C9   C3  C2   147.40  30.0  3
 3EE  Var_04    O4   C10  C9  C3    -2.30  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
 3EE  plan-1  C2   0.020
 3EE  plan-1  C1   0.020
 3EE  plan-1  C4   0.020
 3EE  plan-1  N    0.020
 3EE  plan-1  C6   0.020
 3EE  plan-1  C8   0.020
 3EE  plan-1  C7   0.020
 3EE  plan-1  C5   0.020
 3EE  plan-1  H6   0.020
 3EE  plan-1  H7   0.020
 3EE  plan-1  H8   0.020
 3EE  plan-1  H9   0.020
 3EE  plan-2  C4   0.020
 3EE  plan-2  N    0.020
 3EE  plan-2  H4   0.020
 3EE  plan-2  H5   0.020
 3EE  plan-3  O1   0.020
 3EE  plan-3  C2   0.020
 3EE  plan-3  C3   0.020
 3EE  plan-3  C1   0.020
 3EE  plan-4  C3   0.020
 3EE  plan-4  C9   0.020
 3EE  plan-4  O2   0.020
 3EE  plan-4  C10  0.020
 3EE  plan-5  C9   0.020
 3EE  plan-5  C10  0.020
 3EE  plan-5  O3   0.020
 3EE  plan-5  O4   0.020

