# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 10:47:27 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: 2-heptyl-1~{H}-quinolin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCC1=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
 HLH  HLH  2-heptyl-1~{H}-quinolin-4-one  ligand  39  18  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_HLH
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
 HLH  C01   C  CR6   0   0.439  -2.7471   1.7125   0.0499
 HLH  C03   C  CR16  0  -0.550  -1.4025   1.7598  -0.4521
 HLH  C04   C  CR6   0   0.405  -0.7158   0.6357  -0.8041
 HLH  C06   C  CR66  0   0.372  -2.5664  -0.7574  -0.2245
 HLH  C07   C  CR66  0  -0.120  -3.3199   0.3618   0.1533
 HLH  C08   C  CR16  0  -0.296  -4.6240   0.1653   0.6271
 HLH  C09   C  CR16  0  -0.256  -5.1590  -1.0988   0.7234
 HLH  C10   C  CR16  0  -0.253  -4.3928  -2.2071   0.3411
 HLH  C11   C  CR16  0  -0.320  -3.1106  -2.0458  -0.1297
 HLH  C12   C  CH2   0  -0.526   0.7011   0.6575  -1.2829
 HLH  C13   C  CH2   0  -0.420   1.6858   0.2202  -0.1939
 HLH  C14   C  CH2   0  -0.417   3.1266   0.2240  -0.6882
 HLH  C15   C  CH2   0  -0.413   4.1238  -0.1665   0.3952
 HLH  C16   C  CH2   0  -0.406   5.5666  -0.1799  -0.0945
 HLH  C17   C  CH2   0  -0.418   6.5648  -0.5755   0.9867
 HLH  C18   C  CH3   0  -0.662   8.0045  -0.5851   0.4917
 HLH  N05   N  NR16  0  -0.742  -1.2911  -0.5807  -0.6905
 HLH  O02   O  O     0  -0.488  -3.3877   2.7157   0.3742
 HLH  H031  H  HCR6  0   0.257  -0.9170   2.7212  -0.5573
 HLH  H081  H  HCR6  0   0.260  -5.2068   1.0294   0.9180
 HLH  H091  H  HCR6  0   0.261  -6.1662  -1.2400   1.0915
 HLH  H101  H  HCR6  0   0.268  -4.8101  -3.2026   0.4159
 HLH  H111  H  HCR6  0   0.277  -2.5195  -2.9045  -0.4236
 HLH  H122  H  HCH2  0   0.262   0.7993   0.0013  -2.1534
 HLH  H121  H  HCH2  0   0.265   0.9445   1.6678  -1.6141
 HLH  H131  H  HCH2  0   0.232   1.5880   0.8901   0.6654
 HLH  H132  H  HCH2  0   0.228   1.4259  -0.7814   0.1621
 HLH  H142  H  HCH2  0   0.215   3.2195  -0.4648  -1.5346
 HLH  H141  H  HCH2  0   0.216   3.3777   1.2180  -1.0734
 HLH  H152  H  HCH2  0   0.210   4.0339   0.5273   1.2381
 HLH  H151  H  HCH2  0   0.209   3.8641  -1.1564   0.7860
 HLH  H162  H  HCH2  0   0.206   5.6567  -0.8712  -0.9400
 HLH  H161  H  HCH2  0   0.207   5.8283   0.8108  -0.4826
 HLH  H172  H  HCH2  0   0.210   6.4758   0.1147   1.8316
 HLH  H171  H  HCH2  0   0.210   6.3041  -1.5649   1.3749
 HLH  H181  H  HCH3  0   0.226   8.6974  -0.8718   1.2836
 HLH  H183  H  HCH3  0   0.215   8.1369  -1.2892  -0.3320
 HLH  H182  H  HCH3  0   0.216   8.3043   0.4012   0.1326
 HLH  H051  H  HNR6  0   0.422  -0.7639  -1.3975  -0.9626

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
 HLH  O02  C01   double    1.234  0.020  1.234
 HLH  C08  C09   aromatic  1.376  0.020  1.376
 HLH  C08  C07   aromatic  1.401  0.020  1.401
 HLH  C09  C10   aromatic  1.401  0.020  1.401
 HLH  C18  C17   single    1.522  0.020  1.522
 HLH  C01  C07   single    1.471  0.020  1.471
 HLH  C01  C03   single    1.436  0.020  1.436
 HLH  C17  C16   single    1.524  0.020  1.524
 HLH  C07  C06   aromatic  1.401  0.020  1.401
 HLH  C10  C11   aromatic  1.375  0.020  1.375
 HLH  C03  C04   double    1.363  0.020  1.363
 HLH  C06  C11   aromatic  1.402  0.020  1.402
 HLH  C06  N05   single    1.369  0.020  1.369
 HLH  C16  C15   single    1.524  0.020  1.524
 HLH  C14  C15   single    1.523  0.020  1.523
 HLH  C14  C13   single    1.523  0.020  1.523
 HLH  C04  N05   single    1.350  0.020  1.350
 HLH  C04  C12   single    1.496  0.020  1.496
 HLH  C13  C12   single    1.532  0.020  1.532
 HLH  C03  H031  single    0.930  0.020  1.080
 HLH  C08  H081  single    0.930  0.020  1.080
 HLH  C09  H091  single    0.930  0.020  1.080
 HLH  C10  H101  single    0.930  0.020  1.080
 HLH  C11  H111  single    0.930  0.020  1.080
 HLH  C12  H122  single    0.970  0.020  1.090
 HLH  C12  H121  single    0.970  0.020  1.090
 HLH  C13  H131  single    0.970  0.020  1.090
 HLH  C13  H132  single    0.970  0.020  1.090
 HLH  C14  H142  single    0.970  0.020  1.090
 HLH  C14  H141  single    0.970  0.020  1.090
 HLH  C15  H152  single    0.970  0.020  1.090
 HLH  C15  H151  single    0.970  0.020  1.090
 HLH  C16  H162  single    0.970  0.020  1.090
 HLH  C16  H161  single    0.970  0.020  1.090
 HLH  C17  H172  single    0.970  0.020  1.090
 HLH  C17  H171  single    0.970  0.020  1.090
 HLH  C18  H181  single    0.970  0.020  1.090
 HLH  C18  H183  single    0.970  0.020  1.090
 HLH  C18  H182  single    0.970  0.020  1.090
 HLH  N05  H051  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
 HLH  O02   C01  C07   121.74  3.000
 HLH  C07   C01  C03   114.80  3.000
 HLH  O02   C01  C03   123.46  3.000
 HLH  H031  C03  C04   118.78  3.000
 HLH  H031  C03  C01   118.90  3.000
 HLH  C04   C03  C01   122.32  3.000
 HLH  N05   C04  C12   116.34  3.000
 HLH  C12   C04  C03   123.21  3.000
 HLH  N05   C04  C03   120.42  3.000
 HLH  N05   C06  C11   120.21  3.000
 HLH  N05   C06  C07   119.31  3.000
 HLH  C11   C06  C07   120.48  3.000
 HLH  C08   C07  C06   118.66  3.000
 HLH  C06   C07  C01   120.34  3.000
 HLH  C08   C07  C01   121.00  3.000
 HLH  H081  C08  C09   120.36  3.000
 HLH  H081  C08  C07   118.69  3.000
 HLH  C09   C08  C07   120.95  3.000
 HLH  H091  C09  C10   119.94  3.000
 HLH  H091  C09  C08   120.38  3.000
 HLH  C10   C09  C08   119.68  3.000
 HLH  H101  C10  C11   119.41  3.000
 HLH  H101  C10  C09   119.88  3.000
 HLH  C11   C10  C09   120.70  3.000
 HLH  H111  C11  C10   120.57  3.000
 HLH  H111  C11  C06   119.90  3.000
 HLH  C10   C11  C06   119.53  3.000
 HLH  H121  C12  H122  107.08  3.000
 HLH  H121  C12  C13   109.68  3.000
 HLH  H122  C12  C13   109.67  3.000
 HLH  H121  C12  C04   108.79  3.000
 HLH  H122  C12  C04   109.32  3.000
 HLH  C13   C12  C04   112.16  3.000
 HLH  H132  C13  H131  106.48  3.000
 HLH  H132  C13  C14   109.42  3.000
 HLH  H131  C13  C14   109.76  3.000
 HLH  H132  C13  C12   109.86  3.000
 HLH  H131  C13  C12   109.03  3.000
 HLH  C14   C13  C12   112.12  3.000
 HLH  H141  C14  H142  106.24  3.000
 HLH  H141  C14  C15   109.43  3.000
 HLH  H142  C14  C15   109.44  3.000
 HLH  H141  C14  C13   109.47  3.000
 HLH  H142  C14  C13   109.24  3.000
 HLH  C15   C14  C13   112.81  3.000
 HLH  H151  C15  H152  106.16  3.000
 HLH  H151  C15  C16   109.34  3.000
 HLH  H152  C15  C16   109.30  3.000
 HLH  H151  C15  C14   109.28  3.000
 HLH  H152  C15  C14   109.34  3.000
 HLH  C16   C15  C14   113.18  3.000
 HLH  H161  C16  H162  106.11  3.000
 HLH  H161  C16  C17   109.24  3.000
 HLH  H162  C16  C17   109.26  3.000
 HLH  H161  C16  C15   109.39  3.000
 HLH  H162  C16  C15   109.35  3.000
 HLH  C17   C16  C15   113.24  3.000
 HLH  H171  C17  H172  106.07  3.000
 HLH  H171  C17  C18   109.57  3.000
 HLH  H172  C17  C18   109.38  3.000
 HLH  H171  C17  C16   109.29  3.000
 HLH  H172  C17  C16   109.32  3.000
 HLH  C18   C17  C16   112.98  3.000
 HLH  H182  C18  H183  107.54  3.000
 HLH  H182  C18  H181  107.58  3.000
 HLH  H183  C18  H181  107.53  3.000
 HLH  H182  C18  C17   111.16  3.000
 HLH  H183  C18  C17   111.35  3.000
 HLH  H181  C18  C17   111.49  3.000
 HLH  H051  N05  C06   118.28  3.000
 HLH  H051  N05  C04   118.92  3.000
 HLH  C06   N05  C04   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
 HLH  CONST_01  C09   C08  C07  C06     0.00   0.0  0
 HLH  CONST_02  C09   C10  C11  C06     0.00   0.0  0
 HLH  CONST_03  C10   C09  C08  C07     0.00   0.0  0
 HLH  CONST_04  C10   C11  C06  C07     0.00   0.0  0
 HLH  CONST_05  C11   C10  C09  C08     0.00   0.0  0
 HLH  CONST_06  C11   C06  C07  C08     0.00   0.0  0
 HLH  CONST_07  H081  C08  C07  C01     0.00   0.0  0
 HLH  CONST_08  H101  C10  C11  C06   180.00   0.0  0
 HLH  CONST_09  H091  C09  C08  C07   180.00   0.0  0
 HLH  CONST_10  H111  C11  C06  C07   180.00   0.0  0
 HLH  Var_01    C13   C12  C04  C03   102.59  30.0  3
 HLH  Var_02    C14   C13  C12  C04   179.20  30.0  1
 HLH  Var_03    C15   C14  C13  C12   178.20  30.0  2
 HLH  Var_04    C16   C15  C14  C13   179.38  30.0  3
 HLH  Var_05    C17   C16  C15  C14  -179.78  30.0  2
 HLH  Var_06    C18   C17  C16  C15  -179.92  30.0  1
 HLH  Var_07    H181  C18  C17  C16  -179.95  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
 HLH  plan-1  C01   0.020
 HLH  plan-1  C03   0.020
 HLH  plan-1  C04   0.020
 HLH  plan-1  C06   0.020
 HLH  plan-1  C07   0.020
 HLH  plan-1  C08   0.020
 HLH  plan-1  C09   0.020
 HLH  plan-1  C10   0.020
 HLH  plan-1  C11   0.020
 HLH  plan-1  C12   0.020
 HLH  plan-1  N05   0.020
 HLH  plan-1  O02   0.020
 HLH  plan-1  H031  0.020
 HLH  plan-1  H081  0.020
 HLH  plan-1  H091  0.020
 HLH  plan-1  H101  0.020
 HLH  plan-1  H111  0.020
 HLH  plan-1  H051  0.020

