# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 14:40:02 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 2-nonylquinolin-4(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCC1=CC(=O)c2ccccc2N1
#
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
 NNQ  NNQ  2-nonylquinolin-4(1H)-one  ligand  45  20  .  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_NNQ
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
 NNQ  CAA  C  CH3   0  -0.662   9.5012  -0.5086   0.3391
 NNQ  CAH  C  CH2   0  -0.418   8.1053  -0.5531   0.9454
 NNQ  CAI  C  CH2   0  -0.406   7.0129  -0.1778  -0.0484
 NNQ  CAJ  C  CH2   0  -0.411   5.6123  -0.2157   0.5501
 NNQ  CAK  C  CH2   0  -0.411   4.5228   0.1605  -0.4465
 NNQ  CAL  C  CH2   0  -0.413   3.1197   0.1119   0.1459
 NNQ  CAM  C  CH2   0  -0.417   2.0369   0.4845  -0.8588
 NNQ  CAN  C  CH2   0  -0.418   0.6315   0.4021  -0.2780
 NNQ  CAO  C  CH2   0  -0.527  -0.4351   0.7998  -1.3035
 NNQ  CAQ  C  CR6   0   0.403  -1.8218   0.6777  -0.7567
 NNQ  CAG  C  CR16  0  -0.549  -2.5326   1.7397  -0.2813
 NNQ  CAR  C  CR6   0   0.438  -3.8447   1.5940   0.2831
 NNQ  OAB  O  O     0  -0.488  -4.5033   2.5379   0.7272
 NNQ  CAT  C  CR66  0  -0.120  -4.3618   0.2168   0.2949
 NNQ  CAF  C  CR16  0  -0.296  -5.6348  -0.0717   0.8046
 NNQ  CAD  C  CR16  0  -0.256  -6.1189  -1.3598   0.8121
 NNQ  CAC  C  CR16  0  -0.253  -5.3306  -2.4002   0.3043
 NNQ  CAE  C  CR16  0  -0.320  -4.0772  -2.1482  -0.2028
 NNQ  CAS  C  CR66  0   0.373  -3.5861  -0.8353  -0.2096
 NNQ  NAP  N  NR16  0  -0.741  -2.3417  -0.5678  -0.7140
 NNQ  H1   H  HCH3  0   0.215   9.7401   0.4918  -0.0268
 NNQ  H2   H  HCH3  0   0.225  10.2632  -0.7822   1.0702
 NNQ  H3   H  HCH3  0   0.215   9.5904  -1.1967  -0.5036
 NNQ  H4   H  HCH2  0   0.209   7.9076  -1.5553   1.3381
 NNQ  H5   H  HCH2  0   0.209   8.0614   0.1233   1.8049
 NNQ  H6   H  HCH2  0   0.205   7.2132   0.8247  -0.4429
 NNQ  H7   H  HCH2  0   0.205   7.0575  -0.8562  -0.9079
 NNQ  H8   H  HCH2  0   0.206   5.4117  -1.2187   0.9427
 NNQ  H9   H  HCH2  0   0.206   5.5683   0.4615   1.4104
 NNQ  H10  H  HCH2  0   0.207   4.7194   1.1660  -0.8348
 NNQ  H11  H  HCH2  0   0.207   4.5723  -0.5135  -1.3089
 NNQ  H12  H  HCH2  0   0.209   2.9233  -0.8937   0.5335
 NNQ  H13  H  HCH2  0   0.210   3.0657   0.7869   1.0070
 NNQ  H14  H  HCH2  0   0.216   2.2191   1.4987  -1.2302
 NNQ  H15  H  HCH2  0   0.215   2.1043  -0.1773  -1.7288
 NNQ  H16  H  HCH2  0   0.228   0.4434  -0.6153   0.0792
 NNQ  H17  H  HCH2  0   0.232   0.5513   1.0581   0.5935
 NNQ  H18  H  HCH2  0   0.266  -0.2710   1.8302  -1.6207
 NNQ  H19  H  HCH2  0   0.261  -0.3419   0.1716  -2.1945
 NNQ  H20  H  HCR6  0   0.256  -2.0917   2.7267  -0.3333
 NNQ  H21  H  HCR6  0   0.261  -6.2360   0.7398   1.1931
 NNQ  H22  H  HCR6  0   0.261  -7.1026  -1.5725   1.2080
 NNQ  H23  H  HCR6  0   0.268  -5.7073  -3.4146   0.3093
 NNQ  H24  H  HCR6  0   0.277  -3.4682  -2.9538  -0.5946
 NNQ  H25  H  HNR6  0   0.422  -1.8007  -1.3348  -1.0861

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
 NNQ  CAA  CAH  single    1.523  0.020  1.523
 NNQ  OAB  CAR  double    1.234  0.020  1.234
 NNQ  CAF  CAD  aromatic  1.376  0.020  1.376
 NNQ  CAF  CAT  aromatic  1.401  0.020  1.401
 NNQ  CAH  CAI  single    1.524  0.020  1.524
 NNQ  CAD  CAC  aromatic  1.401  0.020  1.401
 NNQ  CAR  CAT  single    1.471  0.020  1.471
 NNQ  CAR  CAG  single    1.436  0.020  1.436
 NNQ  CAT  CAS  aromatic  1.401  0.020  1.401
 NNQ  CAC  CAE  aromatic  1.375  0.020  1.375
 NNQ  CAI  CAJ  single    1.524  0.020  1.524
 NNQ  CAJ  CAK  single    1.524  0.020  1.524
 NNQ  CAG  CAQ  double    1.363  0.020  1.363
 NNQ  CAK  CAL  single    1.524  0.020  1.524
 NNQ  CAS  CAE  aromatic  1.402  0.020  1.402
 NNQ  CAS  NAP  single    1.369  0.020  1.369
 NNQ  CAQ  NAP  single    1.350  0.020  1.350
 NNQ  CAQ  CAO  single    1.496  0.020  1.496
 NNQ  CAL  CAM  single    1.523  0.020  1.523
 NNQ  CAN  CAO  single    1.532  0.020  1.532
 NNQ  CAN  CAM  single    1.523  0.020  1.523
 NNQ  CAA  H1   single    0.970  0.020  1.090
 NNQ  CAA  H2   single    0.970  0.020  1.090
 NNQ  CAA  H3   single    0.970  0.020  1.090
 NNQ  CAH  H4   single    0.970  0.020  1.090
 NNQ  CAH  H5   single    0.970  0.020  1.090
 NNQ  CAI  H6   single    0.970  0.020  1.090
 NNQ  CAI  H7   single    0.970  0.020  1.090
 NNQ  CAJ  H8   single    0.970  0.020  1.090
 NNQ  CAJ  H9   single    0.970  0.020  1.090
 NNQ  CAK  H10  single    0.970  0.020  1.090
 NNQ  CAK  H11  single    0.970  0.020  1.090
 NNQ  CAL  H12  single    0.970  0.020  1.090
 NNQ  CAL  H13  single    0.970  0.020  1.090
 NNQ  CAM  H14  single    0.970  0.020  1.090
 NNQ  CAM  H15  single    0.970  0.020  1.090
 NNQ  CAN  H16  single    0.970  0.020  1.090
 NNQ  CAN  H17  single    0.970  0.020  1.090
 NNQ  CAO  H18  single    0.970  0.020  1.090
 NNQ  CAO  H19  single    0.970  0.020  1.090
 NNQ  CAG  H20  single    0.930  0.020  1.080
 NNQ  CAF  H21  single    0.930  0.020  1.080
 NNQ  CAD  H22  single    0.930  0.020  1.080
 NNQ  CAC  H23  single    0.930  0.020  1.080
 NNQ  CAE  H24  single    0.930  0.020  1.080
 NNQ  NAP  H25  single    0.860  0.020  1.020

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
 NNQ  H3   CAA  H2   107.59  3.000
 NNQ  H3   CAA  H1   107.52  3.000
 NNQ  H2   CAA  H1   107.55  3.000
 NNQ  H3   CAA  CAH  111.34  3.000
 NNQ  H2   CAA  CAH  111.49  3.000
 NNQ  H1   CAA  CAH  111.15  3.000
 NNQ  H5   CAH  H4   106.08  3.000
 NNQ  H5   CAH  CAI  109.34  3.000
 NNQ  H4   CAH  CAI  109.28  3.000
 NNQ  H5   CAH  CAA  109.35  3.000
 NNQ  H4   CAH  CAA  109.59  3.000
 NNQ  CAI  CAH  CAA  112.97  3.000
 NNQ  H7   CAI  H6   106.05  3.000
 NNQ  H7   CAI  CAJ  109.28  3.000
 NNQ  H6   CAI  CAJ  109.41  3.000
 NNQ  H7   CAI  CAH  109.26  3.000
 NNQ  H6   CAI  CAH  109.21  3.000
 NNQ  CAJ  CAI  CAH  113.37  3.000
 NNQ  H9   CAJ  H8   106.08  3.000
 NNQ  H9   CAJ  CAK  109.40  3.000
 NNQ  H8   CAJ  CAK  109.24  3.000
 NNQ  H9   CAJ  CAI  109.27  3.000
 NNQ  H8   CAJ  CAI  109.38  3.000
 NNQ  CAK  CAJ  CAI  113.22  3.000
 NNQ  H11  CAK  H10  106.11  3.000
 NNQ  H11  CAK  CAL  109.15  3.000
 NNQ  H10  CAK  CAL  109.40  3.000
 NNQ  H11  CAK  CAJ  109.30  3.000
 NNQ  H10  CAK  CAJ  109.27  3.000
 NNQ  CAL  CAK  CAJ  113.35  3.000
 NNQ  H13  CAL  H12  106.17  3.000
 NNQ  H13  CAL  CAM  109.43  3.000
 NNQ  H12  CAL  CAM  109.29  3.000
 NNQ  H13  CAL  CAK  109.35  3.000
 NNQ  H12  CAL  CAK  109.39  3.000
 NNQ  CAM  CAL  CAK  112.98  3.000
 NNQ  H15  CAM  H14  106.25  3.000
 NNQ  H15  CAM  CAN  109.09  3.000
 NNQ  H14  CAM  CAN  109.45  3.000
 NNQ  H15  CAM  CAL  109.41  3.000
 NNQ  H14  CAM  CAL  109.38  3.000
 NNQ  CAN  CAM  CAL  113.03  3.000
 NNQ  H17  CAN  H16  106.55  3.000
 NNQ  H17  CAN  CAO  109.06  3.000
 NNQ  H16  CAN  CAO  109.88  3.000
 NNQ  H17  CAN  CAM  109.82  3.000
 NNQ  H16  CAN  CAM  109.48  3.000
 NNQ  CAO  CAN  CAM  111.91  3.000
 NNQ  H19  CAO  H18  107.03  3.000
 NNQ  H19  CAO  CAQ  109.26  3.000
 NNQ  H18  CAO  CAQ  108.85  3.000
 NNQ  H19  CAO  CAN  109.67  3.000
 NNQ  H18  CAO  CAN  109.58  3.000
 NNQ  CAQ  CAO  CAN  112.31  3.000
 NNQ  NAP  CAQ  CAG  120.45  3.000
 NNQ  NAP  CAQ  CAO  116.35  3.000
 NNQ  CAG  CAQ  CAO  123.17  3.000
 NNQ  H20  CAG  CAR  118.93  3.000
 NNQ  H20  CAG  CAQ  118.77  3.000
 NNQ  CAR  CAG  CAQ  122.30  3.000
 NNQ  CAT  CAR  OAB  121.72  3.000
 NNQ  CAT  CAR  CAG  114.79  3.000
 NNQ  OAB  CAR  CAG  123.49  3.000
 NNQ  CAS  CAT  CAF  118.64  3.000
 NNQ  CAS  CAT  CAR  120.36  3.000
 NNQ  CAF  CAT  CAR  121.00  3.000
 NNQ  H21  CAF  CAD  120.30  3.000
 NNQ  H21  CAF  CAT  118.75  3.000
 NNQ  CAD  CAF  CAT  120.95  3.000
 NNQ  H22  CAD  CAC  119.90  3.000
 NNQ  H22  CAD  CAF  120.40  3.000
 NNQ  CAC  CAD  CAF  119.70  3.000
 NNQ  H23  CAC  CAE  119.38  3.000
 NNQ  H23  CAC  CAD  119.92  3.000
 NNQ  CAE  CAC  CAD  120.70  3.000
 NNQ  H24  CAE  CAS  119.85  3.000
 NNQ  H24  CAE  CAC  120.63  3.000
 NNQ  CAS  CAE  CAC  119.51  3.000
 NNQ  NAP  CAS  CAE  120.21  3.000
 NNQ  NAP  CAS  CAT  119.29  3.000
 NNQ  CAE  CAS  CAT  120.50  3.000
 NNQ  H25  NAP  CAS  118.32  3.000
 NNQ  H25  NAP  CAQ  118.86  3.000
 NNQ  CAS  NAP  CAQ  122.80  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
 NNQ  CONST_01  CAC  CAD  CAF  CAT     0.00   0.0  0
 NNQ  CONST_02  CAC  CAE  CAS  CAT     0.00   0.0  0
 NNQ  CONST_03  CAE  CAC  CAD  CAF     0.00   0.0  0
 NNQ  CONST_04  CAE  CAS  CAT  CAF     0.00   0.0  0
 NNQ  CONST_05  CAS  CAT  CAF  CAD     0.00   0.0  0
 NNQ  CONST_06  CAS  CAE  CAC  CAD     0.00   0.0  0
 NNQ  CONST_07  H21  CAF  CAT  CAR     0.00   0.0  0
 NNQ  CONST_08  H22  CAD  CAF  CAT   180.00   0.0  0
 NNQ  CONST_09  H24  CAE  CAS  CAT   180.00   0.0  0
 NNQ  CONST_10  H23  CAC  CAD  CAF   180.00   0.0  0
 NNQ  Var_01    CAG  CAQ  CAO  CAN    99.22  30.0  2
 NNQ  Var_02    CAQ  CAO  CAN  CAM   178.06  30.0  3
 NNQ  Var_03    CAJ  CAI  CAH  CAA  -179.84  30.0  3
 NNQ  Var_04    CAK  CAJ  CAI  CAH   179.98  30.0  3
 NNQ  Var_05    CAL  CAK  CAJ  CAI   179.50  30.0  3
 NNQ  Var_06    CAM  CAL  CAK  CAJ  -179.79  30.0  3
 NNQ  Var_07    CAN  CAM  CAL  CAK   178.54  30.0  3
 NNQ  Var_08    CAO  CAN  CAM  CAL   179.23  30.0  1
 NNQ  Var_09    H1   CAA  CAH  CAI    60.08  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
 NNQ  plan-1  CAO  0.020
 NNQ  plan-1  CAQ  0.020
 NNQ  plan-1  CAG  0.020
 NNQ  plan-1  CAR  0.020
 NNQ  plan-1  OAB  0.020
 NNQ  plan-1  CAT  0.020
 NNQ  plan-1  CAF  0.020
 NNQ  plan-1  CAD  0.020
 NNQ  plan-1  CAC  0.020
 NNQ  plan-1  CAE  0.020
 NNQ  plan-1  CAS  0.020
 NNQ  plan-1  NAP  0.020
 NNQ  plan-1  H20  0.020
 NNQ  plan-1  H21  0.020
 NNQ  plan-1  H22  0.020
 NNQ  plan-1  H23  0.020
 NNQ  plan-1  H24  0.020
 NNQ  plan-1  H25  0.020

