# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 17:26:20 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  24  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  -0.450  -0.4441  -1.2645   0.2937
 3EE  C2   C  C     0   0.405  -0.0193  -0.1177   0.3717
 3EE  C3   C  CH2   0  -0.697  -1.0139   0.9693   0.7384
 3EE  C9   C  C     0   0.328  -2.3906   0.3714   0.7767
 3EE  O2   O  O     0  -0.210  -3.0521   0.2457   1.7697
 3EE  C10  C  C     0   0.481  -2.9540  -0.0564  -0.5847
 3EE  O3   O  OH1   0  -0.627  -4.0669  -0.7413  -0.4538
 3EE  O4   O  O     0  -0.472  -2.4231   0.2407  -1.6210
 3EE  C1   C  CR6   0  -0.059   1.3779   0.2409   0.1652
 3EE  C4   C  CR6   0   0.263   2.3552  -0.7436  -0.1556
 3EE  N    N  NH2   0  -0.894   2.0740  -2.0510  -0.2850
 3EE  C6   C  CR16  0  -0.219   3.6900  -0.3156  -0.3367
 3EE  C8   C  CR16  0  -0.260   4.0422   1.0039  -0.2033
 3EE  C7   C  CR16  0  -0.270   3.0872   1.9765   0.1164
 3EE  C5   C  CR16  0  -0.336   1.7839   1.5822   0.2932
 3EE  H1   H  HCH2  0   0.344  -0.7692   1.3784   1.7206
 3EE  H2   H  HCH2  0   0.355  -0.9822   1.7944   0.0229
 3EE  H3   H  HOH1  0   0.491  -4.4238  -0.9812  -1.3230
 3EE  H4   H  HNH2  0   0.397   1.1295  -2.3849  -0.2120
 3EE  H5   H  HNH2  0   0.369   2.7955  -2.6940  -0.5589
 3EE  H6   H  HCR6  0   0.273   4.4426  -1.0553  -0.5826
 3EE  H7   H  HCR6  0   0.257   5.0762   1.2895  -0.3499
 3EE  H8   H  HCR6  0   0.259   3.3680   3.0151   0.2209
 3EE  H9   H  HCR6  0   0.273   1.0484   2.3361   0.5395

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    1.225  0.020  1.225
 3EE  C2   C1   single    1.457  0.020  1.457
 3EE  C2   C3   single    1.518  0.020  1.518
 3EE  C1   C5   aromatic  1.407  0.020  1.407
 3EE  C1   C4   aromatic  1.424  0.020  1.424
 3EE  C5   C7   aromatic  1.373  0.020  1.373
 3EE  C7   C8   aromatic  1.400  0.020  1.400
 3EE  C4   N    single    1.344  0.020  1.344
 3EE  C4   C6   aromatic  1.413  0.020  1.413
 3EE  C3   C9   single    1.501  0.020  1.501
 3EE  C8   C6   aromatic  1.372  0.020  1.372
 3EE  O4   C10  double    1.202  0.020  1.202
 3EE  C9   C10  single    1.534  0.020  1.534
 3EE  C9   O2   double    1.200  0.020  1.200
 3EE  C10  O3   single    1.313  0.020  1.313
 3EE  C3   H1   single    0.970  0.020  1.090
 3EE  C3   H2   single    0.970  0.020  1.090
 3EE  O3   H3   single    0.850  0.020  0.980
 3EE  N    H4   single    0.860  0.020  1.020
 3EE  N    H5   single    0.860  0.020  1.020
 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   119.09  3.000
 3EE  C3   C2   O1   117.27  3.000
 3EE  C1   C2   O1   123.62  3.000
 3EE  H2   C3   H1   107.44  3.000
 3EE  H2   C3   C9   110.12  3.000
 3EE  H1   C3   C9   109.38  3.000
 3EE  H2   C3   C2   111.32  3.000
 3EE  H1   C3   C2   109.80  3.000
 3EE  C9   C3   C2   108.76  3.000
 3EE  C10  C9   O2   120.18  3.000
 3EE  O2   C9   C3   124.64  3.000
 3EE  C10  C9   C3   115.16  3.000
 3EE  O4   C10  O3   126.11  3.000
 3EE  O3   C10  C9   111.60  3.000
 3EE  O4   C10  C9   122.28  3.000
 3EE  H3   O3   C10  110.57  3.000
 3EE  C5   C1   C4   118.78  3.000
 3EE  C4   C1   C2   121.33  3.000
 3EE  C5   C1   C2   119.89  3.000
 3EE  C6   C4   N    118.69  3.000
 3EE  C6   C4   C1   117.89  3.000
 3EE  N    C4   C1   123.42  3.000
 3EE  H5   N    H4   118.84  3.000
 3EE  H5   N    C4   119.92  3.000
 3EE  H4   N    C4   120.89  3.000
 3EE  H6   C6   C8   120.01  3.000
 3EE  H6   C6   C4   118.58  3.000
 3EE  C8   C6   C4   121.41  3.000
 3EE  H7   C8   C7   119.93  3.000
 3EE  H7   C8   C6   119.06  3.000
 3EE  C7   C8   C6   121.01  3.000
 3EE  H8   C7   C5   120.67  3.000
 3EE  H8   C7   C8   120.83  3.000
 3EE  C5   C7   C8   118.51  3.000
 3EE  H9   C5   C7   118.33  3.000
 3EE  H9   C5   C1   119.26  3.000
 3EE  C7   C5   C1   122.40  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  CONST_17  H3   O3   C10  C9   180.00   0.0  0
 3EE  Var_01    C5   C1   C2   O1  -179.08  30.0  2
 3EE  Var_02    C1   C2   C3   C9   175.10  30.0  2
 3EE  Var_03    C10  C9   C3   C2   -68.79  30.0  3
 3EE  Var_04    O4   C10  C9   C3   -10.43  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
 3EE  plan-5  H3   0.020

