# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 12:42:01 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: methyl 1-propanoyl-3,4-dihydro-2~{H}-quinoline-6-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N1CCCc2cc(ccc12)C(=O)OC
#
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
 AEQ  AEQ  'methyl 1-propanoyl-3,4-dihydro-2~{H}-quinoline-6-carboxylate'  ligand  35  18  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_AEQ
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
 AEQ  C6   C  CR66  0   0.321  -0.6375   0.0751   0.2461
 AEQ  C1   C  CH2   0  -0.604  -4.3364  -0.6665  -0.0181
 AEQ  C5   C  C     0  -0.487  -0.6528   2.5476  -0.3760
 AEQ  C4   C  C     0  -0.447  -2.1709   2.4548  -0.2779
 AEQ  C3   C  C     0  -0.350  -2.5465   1.4399   0.7866
 AEQ  C2   C  CH3   0  -0.652  -5.1197  -1.8662  -0.5226
 AEQ  C7   C  CR66  0   0.070   0.0490   1.2344  -0.1323
 AEQ  C9   C  CR6   0  -0.076   2.1444   0.0132   0.0071
 AEQ  O    O  O     0  -0.468  -2.3675  -1.8263  -0.6987
 AEQ  C8   C  CR16  0  -0.322   1.4326   1.1780  -0.2463
 AEQ  C10  C  C     0   0.594   3.6185   0.0393  -0.1387
 AEQ  C11  C  CH3   0  -0.424   5.5961  -1.2291   0.0104
 AEQ  C13  C  CR16  0  -0.259   0.0746  -1.0931   0.5308
 AEQ  C12  C  CR16  0  -0.291   1.4481  -1.1276   0.4092
 AEQ  O2   O  O     0  -0.451   4.2509   1.0239  -0.4418
 AEQ  O1   O  O2    0  -0.457   4.1752  -1.1376   0.1013
 AEQ  N    N  NR6   0  -0.570  -2.0391   0.1289   0.3931
 AEQ  C    C  C     0   0.553  -2.8381  -0.8495  -0.1463
 AEQ  H1   H  HCH2  0   0.272  -4.6358   0.2289  -0.5720
 AEQ  H2   H  HCH2  0   0.271  -4.5915  -0.4667   1.0258
 AEQ  H3   H  H     0   0.264  -0.3548   2.9450  -1.3484
 AEQ  H4   H  H     0   0.258  -0.2871   3.2636   0.3653
 AEQ  H5   H  H     0   0.252  -2.5926   3.4309  -0.0357
 AEQ  H6   H  H     0   0.242  -2.6075   2.1434  -1.2304
 AEQ  H7   H  H     0   0.264  -2.1028   1.7082   1.7486
 AEQ  H8   H  H     0   0.283  -3.6198   1.3989   0.9365
 AEQ  H9   H  HCH3  0   0.229  -4.9436  -2.0497  -1.5814
 AEQ  H10  H  HCH3  0   0.229  -4.8637  -2.7731   0.0240
 AEQ  H11  H  HCH3  0   0.234  -6.1862  -1.6879  -0.3893
 AEQ  H12  H  HCR6  0   0.256   1.9625   2.0744  -0.5458
 AEQ  H13  H  HCH3  0   0.240   5.9485  -0.9916  -0.9930
 AEQ  H14  H  HCH3  0   0.240   6.0835  -0.5707   0.7290
 AEQ  H15  H  HCH3  0   0.254   5.8426  -2.2605   0.2436
 AEQ  H16  H  HCR6  0   0.268  -0.4426  -1.9767   0.8716
 AEQ  H17  H  HCR6  0   0.262   1.9686  -2.0451   0.6451

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
 AEQ  C11  O1   single    1.427  0.020  1.427
 AEQ  O2   C10  double    1.209  0.020  1.209
 AEQ  O1   C10  single    1.324  0.020  1.324
 AEQ  C10  C9   single    1.482  0.020  1.482
 AEQ  C9   C12  aromatic  1.396  0.020  1.396
 AEQ  C9   C8   aromatic  1.388  0.020  1.388
 AEQ  C12  C13  aromatic  1.379  0.020  1.379
 AEQ  C2   C1   single    1.519  0.020  1.519
 AEQ  C1   C    single    1.515  0.020  1.515
 AEQ  C8   C7   aromatic  1.390  0.020  1.390
 AEQ  C13  C6   aromatic  1.397  0.020  1.397
 AEQ  C7   C6   aromatic  1.399  0.020  1.399
 AEQ  C7   C5   single    1.509  0.020  1.509
 AEQ  C6   N    single    1.410  0.020  1.410
 AEQ  C    N    single    1.374  0.020  1.374
 AEQ  C    O    double    1.217  0.020  1.217
 AEQ  C5   C4   single    1.524  0.020  1.524
 AEQ  N    C3   single    1.460  0.020  1.460
 AEQ  C3   C4   single    1.518  0.020  1.518
 AEQ  C1   H1   single    0.970  0.020  1.090
 AEQ  C1   H2   single    0.970  0.020  1.090
 AEQ  C5   H3   single    0.970  0.020  1.090
 AEQ  C5   H4   single    0.970  0.020  1.090
 AEQ  C4   H5   single    0.970  0.020  1.090
 AEQ  C4   H6   single    0.970  0.020  1.090
 AEQ  C3   H7   single    0.970  0.020  1.090
 AEQ  C3   H8   single    0.970  0.020  1.090
 AEQ  C2   H9   single    0.970  0.020  1.090
 AEQ  C2   H10  single    0.970  0.020  1.090
 AEQ  C2   H11  single    0.970  0.020  1.090
 AEQ  C8   H12  single    0.930  0.020  1.080
 AEQ  C11  H13  single    0.970  0.020  1.090
 AEQ  C11  H14  single    0.970  0.020  1.090
 AEQ  C11  H15  single    0.970  0.020  1.090
 AEQ  C13  H16  single    0.930  0.020  1.080
 AEQ  C12  H17  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
 AEQ  N    C6   C13  121.14  3.000
 AEQ  N    C6   C7   118.95  3.000
 AEQ  C13  C6   C7   119.84  3.000
 AEQ  H2   C1   H1   105.66  3.000
 AEQ  H2   C1   C    109.50  3.000
 AEQ  H1   C1   C    109.06  3.000
 AEQ  H2   C1   C2   109.95  3.000
 AEQ  H1   C1   C2   109.69  3.000
 AEQ  C    C1   C2   112.74  3.000
 AEQ  H4   C5   H3   105.91  3.000
 AEQ  H4   C5   C7   107.74  3.000
 AEQ  H3   C5   C7   109.49  3.000
 AEQ  H4   C5   C4   109.23  3.000
 AEQ  H3   C5   C4   110.57  3.000
 AEQ  C7   C5   C4   113.57  3.000
 AEQ  H6   C4   H5   107.11  3.000
 AEQ  H6   C4   C3   108.77  3.000
 AEQ  H5   C4   C3   110.30  3.000
 AEQ  H6   C4   C5   111.05  3.000
 AEQ  H5   C4   C5   110.18  3.000
 AEQ  C3   C4   C5   109.41  3.000
 AEQ  H8   C3   H7   106.83  3.000
 AEQ  H8   C3   N    110.32  3.000
 AEQ  H7   C3   N    108.46  3.000
 AEQ  H8   C3   C4   111.54  3.000
 AEQ  H7   C3   C4   110.66  3.000
 AEQ  N    C3   C4   108.99  3.000
 AEQ  H11  C2   H10  107.75  3.000
 AEQ  H11  C2   H9   107.75  3.000
 AEQ  H10  C2   H9   108.03  3.000
 AEQ  H11  C2   C1   109.57  3.000
 AEQ  H10  C2   C1   111.70  3.000
 AEQ  H9   C2   C1   111.88  3.000
 AEQ  C8   C7   C5   119.03  3.000
 AEQ  C5   C7   C6   122.45  3.000
 AEQ  C8   C7   C6   118.49  3.000
 AEQ  C12  C9   C10  122.62  3.000
 AEQ  C12  C9   C8   118.85  3.000
 AEQ  C10  C9   C8   118.51  3.000
 AEQ  H12  C8   C9   119.59  3.000
 AEQ  H12  C8   C7   118.43  3.000
 AEQ  C9   C8   C7   121.98  3.000
 AEQ  O1   C10  O2   123.34  3.000
 AEQ  O1   C10  C9   112.64  3.000
 AEQ  O2   C10  C9   124.02  3.000
 AEQ  H15  C11  H14  109.31  3.000
 AEQ  H15  C11  H13  109.35  3.000
 AEQ  H14  C11  H13  109.32  3.000
 AEQ  H15  C11  O1   105.87  3.000
 AEQ  H14  C11  O1   111.39  3.000
 AEQ  H13  C11  O1   111.52  3.000
 AEQ  H16  C13  C12  118.99  3.000
 AEQ  H16  C13  C6   120.31  3.000
 AEQ  C12  C13  C6   120.69  3.000
 AEQ  H17  C12  C13  118.78  3.000
 AEQ  H17  C12  C9   121.10  3.000
 AEQ  C13  C12  C9   120.12  3.000
 AEQ  C11  O1   C10  117.66  3.000
 AEQ  C    N    C3   122.91  3.000
 AEQ  C3   N    C6   114.07  3.000
 AEQ  C    N    C6   120.66  3.000
 AEQ  N    C    O    121.67  3.000
 AEQ  O    C    C1   121.19  3.000
 AEQ  N    C    C1   117.13  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
 AEQ  CONST_01  C9   C12  C13  C6      0.00   0.0  0
 AEQ  CONST_02  C9   C8   C7   C6      0.00   0.0  0
 AEQ  CONST_03  C12  C9   C8   C7      0.00   0.0  0
 AEQ  CONST_04  C12  C13  C6   C7      0.00   0.0  0
 AEQ  CONST_05  C13  C12  C9   C8      0.00   0.0  0
 AEQ  CONST_06  C13  C6   C7   C8      0.00   0.0  0
 AEQ  CONST_07  C10  C9   C8   C7    180.00   0.0  0
 AEQ  CONST_08  C13  C12  C9   C10   180.00   0.0  0
 AEQ  CONST_09  H17  C12  C13  C6    180.00   0.0  0
 AEQ  CONST_10  H12  C8   C7   C6    180.00   0.0  0
 AEQ  CONST_11  H16  C13  C6   C7    180.00   0.0  0
 AEQ  CONST_12  C1   C    N    C6    180.00   0.0  0
 AEQ  CONST_13  O    C    N    C6      0.00   0.0  0
 AEQ  CONST_14  C3   N    C    C1      0.00   0.0  0
 AEQ  CONST_15  O    C    N    C3    180.00   0.0  0
 AEQ  Var_01    C4   C5   C7   C6     -4.55  30.0  1
 AEQ  Var_02    C4   C3   N    C6     60.42  30.0  1
 AEQ  Var_03    N    C3   C4   C5    -62.12  30.0  1
 AEQ  Var_04    C13  C6   N    C3    147.90  30.0  1
 AEQ  Var_05    C7   C5   C4   C3     34.44  30.0  1
 AEQ  Var_06    O2   C10  C9   C8      1.49  30.0  2
 AEQ  Var_07    N    C    C1   C2   -174.29  30.0  3
 AEQ  Var_08    H13  C11  O1   C10   -61.36  30.0  3
 AEQ  Var_09    H9   C2   C1   C     -61.64  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
 AEQ  plan-1  C6   0.020
 AEQ  plan-1  C1   0.020
 AEQ  plan-1  C3   0.020
 AEQ  plan-1  O    0.020
 AEQ  plan-1  N    0.020
 AEQ  plan-1  C    0.020
 AEQ  plan-2  C6   0.020
 AEQ  plan-2  C5   0.020
 AEQ  plan-2  C7   0.020
 AEQ  plan-2  C9   0.020
 AEQ  plan-2  C8   0.020
 AEQ  plan-2  C10  0.020
 AEQ  plan-2  C13  0.020
 AEQ  plan-2  C12  0.020
 AEQ  plan-2  N    0.020
 AEQ  plan-2  H12  0.020
 AEQ  plan-2  H16  0.020
 AEQ  plan-2  H17  0.020
 AEQ  plan-3  C9   0.020
 AEQ  plan-3  C10  0.020
 AEQ  plan-3  O2   0.020
 AEQ  plan-3  O1   0.020

