# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 07:12:12 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: ~{tert}-butyl 4-propanoyl-2,3-dihydroquinoxaline-1-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N1CCN(C(=O)OC(C)(C)C)c2ccccc12
#
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
 AAK  AAK  '~{tert}-butyl 4-propanoyl-2,3-dihydroquinoxaline-1-carboxylate'  ligand  43  21  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AAK
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
 AAK  C12  C  CR16  0  -0.303  -0.0167  -2.5377   0.5922
 AAK  C11  C  CR6   0   0.317   0.3233  -1.2217   0.2666
 AAK  O2   O  O     0  -0.460   4.1236   0.0570   0.5139
 AAK  O1   O  O2    0  -0.494  -2.6589   0.6985   0.3002
 AAK  C7   C  C     0   0.555   3.3138   0.8065   0.0046
 AAK  C8   C  CH2   0  -0.607   3.6579   2.2605  -0.2565
 AAK  C9   C  CH3   0  -0.652   5.1375   2.5523  -0.0719
 AAK  N1   N  NT    0  -0.569   2.0611   0.3808  -0.3800
 AAK  C6   C  CH2   0  -0.345   0.9774   1.3169  -0.6212
 AAK  C5   C  CH2   0  -0.327  -0.0563   1.1612   0.4777
 AAK  C10  C  CR6   0   0.304   1.6386  -0.9499  -0.1600
 AAK  C15  C  CR16  0  -0.292   2.5065  -2.0195  -0.3937
 AAK  C14  C  CR16  0  -0.271   2.1313  -3.3211  -0.1238
 AAK  C13  C  CR16  0  -0.267   0.8737  -3.5768   0.4047
 AAK  N    N  NT    0  -0.600  -0.6185  -0.1788   0.3977
 AAK  C    C  C     0   0.757  -1.9383  -0.3815   0.0483
 AAK  O    O  O     0  -0.488  -2.3684  -1.4157  -0.4080
 AAK  C1   C  CT    0   0.187  -4.0726   0.8053  -0.0375
 AAK  C4   C  CH3   0  -0.674  -4.2896   0.6480  -1.5370
 AAK  C3   C  CH3   0  -0.671  -4.8973  -0.1880   0.7707
 AAK  C2   C  CH3   0  -0.657  -4.4159   2.2266   0.3899
 AAK  H1   H  HCR6  0   0.267  -0.9899  -2.7550   1.0035
 AAK  H2   H  HCH2  0   0.270   3.3461   2.5400  -1.2655
 AAK  H3   H  HCH2  0   0.275   3.0776   2.8928   0.4228
 AAK  H4   H  HCH3  0   0.230   5.4677   2.3519   0.9460
 AAK  H5   H  HCH3  0   0.230   5.7534   1.9620  -0.7494
 AAK  H6   H  HCH3  0   0.235   5.3283   3.6041  -0.2816
 AAK  H7   H  HCH2  0   0.291   1.3424   2.3371  -0.6345
 AAK  H8   H  HCH2  0   0.271   0.5247   1.1213  -1.5959
 AAK  H9   H  HCH2  0   0.264   0.4080   1.3158   1.4546
 AAK  H10  H  HCH2  0   0.289  -0.8336   1.9065   0.3609
 AAK  H11  H  HCR6  0   0.266   3.4857  -1.8312  -0.8043
 AAK  H12  H  HCR6  0   0.255   2.8242  -4.1292  -0.3167
 AAK  H13  H  HCR6  0   0.257   0.5773  -4.5847   0.6623
 AAK  H14  H  HCH3  0   0.248  -4.1187  -0.3688  -1.8825
 AAK  H15  H  HCH3  0   0.239  -5.3213   0.9095  -1.7739
 AAK  H16  H  HCH3  0   0.237  -3.6418   1.3230  -2.0986
 AAK  H17  H  HCH3  0   0.237  -4.7044  -0.0772   1.8390
 AAK  H18  H  HCH3  0   0.237  -5.9565   0.0129   0.6056
 AAK  H19  H  HCH3  0   0.249  -4.7073  -1.2198   0.4858
 AAK  H20  H  HCH3  0   0.239  -3.8286   2.9626  -0.1610
 AAK  H21  H  HCH3  0   0.233  -5.4695   2.4226   0.1937
 AAK  H22  H  HCH3  0   0.239  -4.2406   2.3718   1.4567

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
 AAK  C9   C8   single    1.519  0.020  1.519
 AAK  C8   C7   single    1.517  0.020  1.517
 AAK  O2   C7   double    1.215  0.020  1.215
 AAK  C7   N1   single    1.378  0.020  1.378
 AAK  C15  C14  aromatic  1.381  0.020  1.381
 AAK  C15  C10  aromatic  1.397  0.020  1.397
 AAK  C14  C13  aromatic  1.388  0.020  1.388
 AAK  N1   C10  single    1.413  0.020  1.413
 AAK  N1   C6   single    1.452  0.020  1.452
 AAK  C10  C11  aromatic  1.409  0.020  1.409
 AAK  C6   C5   single    1.517  0.020  1.517
 AAK  C13  C12  aromatic  1.381  0.020  1.381
 AAK  C11  C12  aromatic  1.398  0.020  1.398
 AAK  C11  N    single    1.411  0.020  1.411
 AAK  C5   N    single    1.455  0.020  1.455
 AAK  N    C    single    1.380  0.020  1.380
 AAK  C    O    double    1.209  0.020  1.209
 AAK  C    O1   single    1.323  0.020  1.323
 AAK  O1   C1   single    1.457  0.020  1.457
 AAK  C4   C1   single    1.523  0.020  1.523
 AAK  C1   C3   single    1.523  0.020  1.523
 AAK  C1   C2   single    1.523  0.020  1.523
 AAK  C12  H1   single    0.930  0.020  1.080
 AAK  C8   H2   single    0.970  0.020  1.090
 AAK  C8   H3   single    0.970  0.020  1.090
 AAK  C9   H4   single    0.970  0.020  1.090
 AAK  C9   H5   single    0.970  0.020  1.090
 AAK  C9   H6   single    0.970  0.020  1.090
 AAK  C6   H7   single    0.970  0.020  1.090
 AAK  C6   H8   single    0.970  0.020  1.090
 AAK  C5   H9   single    0.970  0.020  1.090
 AAK  C5   H10  single    0.970  0.020  1.090
 AAK  C15  H11  single    0.930  0.020  1.080
 AAK  C14  H12  single    0.930  0.020  1.080
 AAK  C13  H13  single    0.930  0.020  1.080
 AAK  C4   H14  single    0.970  0.020  1.090
 AAK  C4   H15  single    0.970  0.020  1.090
 AAK  C4   H16  single    0.970  0.020  1.090
 AAK  C3   H17  single    0.970  0.020  1.090
 AAK  C3   H18  single    0.970  0.020  1.090
 AAK  C3   H19  single    0.970  0.020  1.090
 AAK  C2   H20  single    0.970  0.020  1.090
 AAK  C2   H21  single    0.970  0.020  1.090
 AAK  C2   H22  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
 AAK  H1   C12  C13  118.80  3.000
 AAK  H1   C12  C11  119.87  3.000
 AAK  C13  C12  C11  121.33  3.000
 AAK  N    C11  C10  120.56  3.000
 AAK  N    C11  C12  120.78  3.000
 AAK  C10  C11  C12  118.63  3.000
 AAK  C1   O1   C    122.98  3.000
 AAK  N1   C7   C8   117.02  3.000
 AAK  N1   C7   O2   122.16  3.000
 AAK  C8   C7   O2   120.81  3.000
 AAK  H3   C8   H2   105.91  3.000
 AAK  H3   C8   C9   109.26  3.000
 AAK  H2   C8   C9   109.94  3.000
 AAK  H3   C8   C7   109.06  3.000
 AAK  H2   C8   C7   109.85  3.000
 AAK  C9   C8   C7   112.58  3.000
 AAK  H6   C9   H5   107.72  3.000
 AAK  H6   C9   H4   107.73  3.000
 AAK  H5   C9   H4   108.08  3.000
 AAK  H6   C9   C8   109.42  3.000
 AAK  H5   C9   C8   111.77  3.000
 AAK  H4   C9   C8   111.94  3.000
 AAK  C10  N1   C6   114.18  3.000
 AAK  C6   N1   C7   121.71  3.000
 AAK  C10  N1   C7   121.28  3.000
 AAK  H8   C6   H7   107.29  3.000
 AAK  H8   C6   C5   110.22  3.000
 AAK  H7   C6   C5   109.58  3.000
 AAK  H8   C6   N1   110.00  3.000
 AAK  H7   C6   N1   110.95  3.000
 AAK  C5   C6   N1   108.79  3.000
 AAK  H10  C5   H9   107.69  3.000
 AAK  H10  C5   N    110.51  3.000
 AAK  H9   C5   N    110.10  3.000
 AAK  H10  C5   C6   109.90  3.000
 AAK  H9   C5   C6   110.10  3.000
 AAK  N    C5   C6   108.54  3.000
 AAK  C15  C10  N1   120.60  3.000
 AAK  N1   C10  C11  120.51  3.000
 AAK  C15  C10  C11  118.87  3.000
 AAK  H11  C15  C14  119.05  3.000
 AAK  H11  C15  C10  119.61  3.000
 AAK  C14  C15  C10  121.33  3.000
 AAK  H12  C14  C13  120.71  3.000
 AAK  H12  C14  C15  119.68  3.000
 AAK  C13  C14  C15  119.62  3.000
 AAK  H13  C13  C14  120.70  3.000
 AAK  H13  C13  C12  119.48  3.000
 AAK  C14  C13  C12  119.81  3.000
 AAK  C    N    C5   121.24  3.000
 AAK  C    N    C11  120.40  3.000
 AAK  C5   N    C11  115.32  3.000
 AAK  O    C    N    124.14  3.000
 AAK  O    C    O1   125.19  3.000
 AAK  N    C    O1   110.66  3.000
 AAK  C2   C1   C3   109.73  3.000
 AAK  C2   C1   C4   109.90  3.000
 AAK  C3   C1   C4   112.20  3.000
 AAK  C2   C1   O1   102.83  3.000
 AAK  C3   C1   O1   110.76  3.000
 AAK  C4   C1   O1   111.02  3.000
 AAK  H16  C4   H15  107.55  3.000
 AAK  H16  C4   H14  108.76  3.000
 AAK  H15  C4   H14  107.70  3.000
 AAK  H16  C4   C1   110.99  3.000
 AAK  H15  C4   C1   108.90  3.000
 AAK  H14  C4   C1   112.76  3.000
 AAK  H19  C3   H18  107.75  3.000
 AAK  H19  C3   H17  108.79  3.000
 AAK  H18  C3   H17  107.53  3.000
 AAK  H19  C3   C1   112.66  3.000
 AAK  H18  C3   C1   108.99  3.000
 AAK  H17  C3   C1   110.95  3.000
 AAK  H22  C2   H21  107.91  3.000
 AAK  H22  C2   H20  108.52  3.000
 AAK  H21  C2   H20  107.95  3.000
 AAK  H22  C2   C1   111.24  3.000
 AAK  H21  C2   C1   109.59  3.000
 AAK  H20  C2   C1   111.50  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
 AAK  CONST_01  C15  C14  C13  C12     0.00   0.0  0
 AAK  CONST_02  C15  C10  C11  C12     0.00   0.0  0
 AAK  CONST_03  C14  C15  C10  C11     0.00   0.0  0
 AAK  CONST_04  C14  C13  C12  C11     0.00   0.0  0
 AAK  CONST_05  C13  C14  C15  C10     0.00   0.0  0
 AAK  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 AAK  CONST_07  H12  C14  C13  C12   180.00   0.0  0
 AAK  CONST_08  H11  C15  C10  C11   180.00   0.0  0
 AAK  CONST_09  H13  C13  C12  C11   180.00   0.0  0
 AAK  CONST_10  H1   C12  C11  C10   180.00   0.0  0
 AAK  CONST_11  C10  N1   C7   O2      0.00   0.0  0
 AAK  CONST_13  C10  N1   C7   C8    180.00   0.0  0
 AAK  Var_01    C5   N    C11  C12   159.88  30.0  1
 AAK  Var_02    C6   N1   C10  C11   -21.76  30.0  1
 AAK  Var_03    C6   C5   N    C11    47.21  30.0  1
 AAK  Var_04    N    C5   C6   N1    -63.64  30.0  1
 AAK  Var_05    C10  N1   C6   C5     50.86  30.0  1
 AAK  Var_06    O    C    N    C11    -1.72  30.0  2
 AAK  Var_07    N1   C7   C8   C9   -167.87  30.0  3
 AAK  Var_08    C4   C1   O1   C     -60.18  30.0  3
 AAK  Var_09    H14  C4   C1   O1     70.58  30.0  3
 AAK  Var_10    H17  C3   C1   O1     53.65  30.0  3
 AAK  Var_11    H20  C2   C1   O1     61.20  30.0  3
 AAK  Var_12    H4   C9   C8   C7    -61.24  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
 AAK  plan-1  O2   0.020
 AAK  plan-1  C7   0.020
 AAK  plan-1  C8   0.020
 AAK  plan-1  N1   0.020
 AAK  plan-1  C6   0.020
 AAK  plan-1  C10  0.020
 AAK  plan-2  C12  0.020
 AAK  plan-2  C11  0.020
 AAK  plan-2  N1   0.020
 AAK  plan-2  C10  0.020
 AAK  plan-2  C15  0.020
 AAK  plan-2  C14  0.020
 AAK  plan-2  C13  0.020
 AAK  plan-2  N    0.020
 AAK  plan-2  H1   0.020
 AAK  plan-2  H11  0.020
 AAK  plan-2  H12  0.020
 AAK  plan-2  H13  0.020
 AAK  plan-3  O1   0.020
 AAK  plan-3  N    0.020
 AAK  plan-3  C    0.020
 AAK  plan-3  O    0.020

