# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 02:08:02 2020
#   Inital geometry file: a 49 line input string
#   Ligand name: 1-ethylpyrrolidine-2,5-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN1C(=O)CCC1=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
 NEN  NEN  1-ethylpyrrolidine-2,5-dione  ligand  18  9  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_NEN
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
 NEN  O1   O  O     0  -0.438  -2.2563   0.1593  -0.0135
 NEN  N1   N  NT    0  -0.518   0.0098   0.2326   0.2792
 NEN  C1   C  CH2   0  -0.588  -0.7467  -0.2526  -1.8823
 NEN  C2   C  C     0   0.556  -1.1393   0.0627  -0.4620
 NEN  C3   C  C     0   0.556   1.1616   0.0404  -0.4520
 NEN  C4   C  CH2   0  -0.588   0.7757  -0.2589  -1.8776
 NEN  C6   C  CH3   0  -0.661  -0.0108  -0.7175   2.5620
 NEN  H11  H  HCH2  0   0.300  -1.1775  -1.2127  -2.1675
 NEN  H12  H  HCH2  0   0.301  -1.1698   0.5008  -2.5476
 NEN  H41  H  HCH2  0   0.300   1.2026  -1.2172  -2.1735
 NEN  H42  H  HCH2  0   0.301   1.2067   0.5014  -2.5296
 NEN  H51  H  HCH2  0   0.263  -0.8626   1.1544   1.9059
 NEN  H52  H  HCH2  0   0.263   0.8890   1.1341   1.9132
 NEN  H61  H  HCH3  0   0.242  -0.0150  -0.4349   3.6145
 NEN  H62  H  HCH3  0   0.235  -0.8992  -1.3201   2.3740
 NEN  H63  H  HCH3  0   0.235   0.8679  -1.3371   2.3858
 NEN  C5   C  CH2   0  -0.319   0.0071   0.5323   1.6997
 NEN  O2   O  O     0  -0.438   2.2763   0.1121   0.0070

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
 NEN  O1  C2   double  1.208  0.020  1.208
 NEN  N1  C2   single  1.378  0.020  1.378
 NEN  N1  C3   single  1.378  0.020  1.378
 NEN  N1  C5   single  1.452  0.020  1.452
 NEN  C1  C2   single  1.507  0.020  1.507
 NEN  C1  C4   single  1.522  0.020  1.522
 NEN  C1  H11  single  0.970  0.020  1.090
 NEN  C1  H12  single  0.970  0.020  1.090
 NEN  O2  C3   double  1.208  0.020  1.208
 NEN  C3  C4   single  1.507  0.020  1.507
 NEN  C4  H41  single  0.970  0.020  1.090
 NEN  C4  H42  single  0.970  0.020  1.090
 NEN  C5  C6   single  1.519  0.020  1.519
 NEN  C5  H51  single  0.970  0.020  1.090
 NEN  C5  H52  single  0.970  0.020  1.090
 NEN  C6  H61  single  0.970  0.020  1.090
 NEN  C6  H62  single  0.970  0.020  1.090
 NEN  C6  H63  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
 NEN  C5   N1  C3   123.34  3.000
 NEN  C5   N1  C2   123.38  3.000
 NEN  C3   N1  C2   113.24  3.000
 NEN  H12  C1  H11  107.18  3.000
 NEN  H12  C1  C4   113.13  3.000
 NEN  H11  C1  C4   113.10  3.000
 NEN  H12  C1  C2   109.24  3.000
 NEN  H11  C1  C2   109.14  3.000
 NEN  C4   C1  C2   104.98  3.000
 NEN  C1   C2  N1   108.39  3.000
 NEN  C1   C2  O1   127.43  3.000
 NEN  N1   C2  O1   124.18  3.000
 NEN  C4   C3  O2   127.43  3.000
 NEN  C4   C3  N1   108.40  3.000
 NEN  O2   C3  N1   124.17  3.000
 NEN  H42  C4  H41  107.21  3.000
 NEN  H42  C4  C3   109.02  3.000
 NEN  H41  C4  C3   109.34  3.000
 NEN  H42  C4  C1   112.98  3.000
 NEN  H41  C4  C1   113.23  3.000
 NEN  C3   C4  C1   104.96  3.000
 NEN  H63  C6  H62  108.38  3.000
 NEN  H63  C6  H61  107.86  3.000
 NEN  H62  C6  H61  107.87  3.000
 NEN  H63  C6  C5   111.51  3.000
 NEN  H62  C6  C5   111.51  3.000
 NEN  H61  C6  C5   109.57  3.000
 NEN  H52  C5  H51  107.10  3.000
 NEN  H52  C5  C6   110.68  3.000
 NEN  H51  C5  C6   110.69  3.000
 NEN  H52  C5  N1   107.72  3.000
 NEN  H51  C5  N1   107.74  3.000
 NEN  C6   C5  N1   112.69  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
 NEN  CONST_01  C3   N1  C2  C1     0.00   0.0  0
 NEN  CONST_02  C3   N1  C2  O1   180.00   0.0  0
 NEN  CONST_03  C5   N1  C2  C1   180.00   0.0  0
 NEN  CONST_04  C5   N1  C2  O1     0.00   0.0  0
 NEN  Var_01    C4   C1  C2  N1     0.51  30.0  1
 NEN  Var_02    C4   C3  N1  C2     1.84  30.0  1
 NEN  Var_03    C3   C4  C1  C2     0.51  30.0  1
 NEN  Var_04    C6   C5  N1  C2    88.65  30.0  3
 NEN  Var_05    H61  C6  C5  N1  -179.84  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
 NEN  plan-1  N1  0.020
 NEN  plan-1  C3  0.020
 NEN  plan-1  C4  0.020
 NEN  plan-1  O2  0.020
 NEN  plan-2  O1  0.020
 NEN  plan-2  N1  0.020
 NEN  plan-2  C1  0.020
 NEN  plan-2  C2  0.020
 NEN  plan-2  C3  0.020
 NEN  plan-2  C5  0.020

