# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 03:18:56 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 2-(4-ethylphenoxy)-1-piperidin-1-yl-ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1ccc(OCC(=O)N2CCCCC2)cc1
#
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
 A9E  A9E  2-(4-ethylphenoxy)-1-piperidin-1-yl-ethanone  ligand  39  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_A9E
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
 A9E  C15  C  CH2   0  -0.313  -4.3584   0.8050  -0.5817
 A9E  C12  C  CH2   0  -0.426  -3.8966  -1.8663   0.4685
 A9E  C13  C  CH2   0  -0.446  -5.2672  -1.2116   0.6096
 A9E  C14  C  CH2   0  -0.433  -5.1559   0.3105   0.6194
 A9E  C11  C  CH2   0  -0.330  -3.1416  -1.2920  -0.7240
 A9E  C9   C  CH2   0  -0.322  -0.6459   0.0297  -0.2877
 A9E  C8   C  CR16  0  -0.300   3.3154  -1.3139   0.1138
 A9E  C7   C  CR16  0  -0.361   1.9859  -0.9216  -0.0184
 A9E  C4   C  CR16  0  -0.287   3.9724   0.9450   0.4711
 A9E  C5   C  CR16  0  -0.333   2.6592   1.3569   0.3440
 A9E  C6   C  CR6   0   0.364   1.6515   0.4230   0.0976
 A9E  C3   C  CR6   0   0.106   4.3305  -0.4001   0.3591
 A9E  C2   C  CH2   0  -0.501   5.7697  -0.8257   0.4540
 A9E  C1   C  CH3   0  -0.654   6.5232  -0.6156  -0.8583
 A9E  O1   O  O2    0  -0.466   0.3977   0.9190  -0.0060
 A9E  O2   O  O     0  -0.488  -1.9106   2.0516  -0.1605
 A9E  N1   N  NT    0  -0.449  -3.0564   0.1566  -0.6241
 A9E  H1   H  HCH2  0   0.240  -4.8894   0.5621  -1.5077
 A9E  H2   H  HCH2  0   0.263  -4.2257   1.8829  -0.5539
 A9E  H3   H  HCH2  0   0.225  -3.3056  -1.7066   1.3756
 A9E  H4   H  HCH2  0   0.241  -3.9978  -2.9461   0.3409
 A9E  H5   H  HCH2  0   0.219  -5.9009  -1.5212  -0.2284
 A9E  H6   H  HCH2  0   0.240  -5.7603  -1.5619   1.5183
 A9E  H7   H  HCH2  0   0.225  -4.6645   0.6461   1.5373
 A9E  H8   H  HCH2  0   0.239  -6.1482   0.7661   0.6042
 A9E  H9   H  HCH2  0   0.272  -2.1546  -1.7391  -0.8120
 A9E  H10  H  HCH2  0   0.250  -3.6689  -1.5361  -1.6515
 A9E  H11  H  HCH2  0   0.257  -0.7327  -0.7412   0.4881
 A9E  H12  H  HCH2  0   0.263  -0.4815  -0.4833  -1.2434
 A9E  H14  H  HCR6  0   0.275   1.2378  -1.6805  -0.2041
 A9E  H15  H  HCR6  0   0.248   4.7381   1.6883   0.6633
 A9E  H16  H  HCR6  0   0.259   2.4030   2.4052   0.4377
 A9E  H17  H  HCH2  0   0.237   6.2672  -0.2644   1.2488
 A9E  H18  H  HCH2  0   0.237   5.8241  -1.8789   0.7382
 A9E  H19  H  HCH3  0   0.224   6.5101   0.4339  -1.1559
 A9E  H20  H  HCH3  0   0.229   7.5655  -0.9229  -0.7645
 A9E  H21  H  HCH3  0   0.224   6.0736  -1.1951  -1.6658
 A9E  C10  C  C     0   0.524  -1.9336   0.8459  -0.3470
 A9E  H13  H  HCR6  0   0.249   3.5536  -2.3674   0.0215

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
 A9E  O2   C10  double    1.220  0.020  1.220
 A9E  C15  C14  single    1.524  0.020  1.524
 A9E  C15  N1   single    1.455  0.020  1.455
 A9E  C10  N1   single    1.346  0.020  1.346
 A9E  C10  C9   single    1.526  0.020  1.526
 A9E  C14  C13  single    1.526  0.020  1.526
 A9E  N1   C11  single    1.455  0.020  1.455
 A9E  O1   C9   single    1.400  0.020  1.400
 A9E  O1   C6   single    1.352  0.020  1.352
 A9E  C13  C12  single    1.525  0.020  1.525
 A9E  C12  C11  single    1.524  0.020  1.524
 A9E  C6   C5   aromatic  1.396  0.020  1.396
 A9E  C6   C7   aromatic  1.390  0.020  1.390
 A9E  C5   C4   aromatic  1.382  0.020  1.382
 A9E  C7   C8   aromatic  1.392  0.020  1.392
 A9E  C4   C3   aromatic  1.396  0.020  1.396
 A9E  C8   C3   aromatic  1.388  0.020  1.388
 A9E  C3   C2   single    1.504  0.020  1.504
 A9E  C1   C2   single    1.528  0.020  1.528
 A9E  C15  H1   single    0.970  0.020  1.090
 A9E  C15  H2   single    0.970  0.020  1.090
 A9E  C12  H3   single    0.970  0.020  1.090
 A9E  C12  H4   single    0.970  0.020  1.090
 A9E  C13  H5   single    0.970  0.020  1.090
 A9E  C13  H6   single    0.970  0.020  1.090
 A9E  C14  H7   single    0.970  0.020  1.090
 A9E  C14  H8   single    0.970  0.020  1.090
 A9E  C11  H9   single    0.970  0.020  1.090
 A9E  C11  H10  single    0.970  0.020  1.090
 A9E  C9   H11  single    0.970  0.020  1.090
 A9E  C9   H12  single    0.970  0.020  1.090
 A9E  C8   H13  single    0.930  0.020  1.080
 A9E  C7   H14  single    0.930  0.020  1.080
 A9E  C4   H15  single    0.930  0.020  1.080
 A9E  C5   H16  single    0.930  0.020  1.080
 A9E  C2   H17  single    0.970  0.020  1.090
 A9E  C2   H18  single    0.970  0.020  1.090
 A9E  C1   H19  single    0.970  0.020  1.090
 A9E  C1   H20  single    0.970  0.020  1.090
 A9E  C1   H21  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
 A9E  H2   C15  H1   107.53  3.000
 A9E  H2   C15  N1   109.48  3.000
 A9E  H1   C15  N1   108.09  3.000
 A9E  H2   C15  C14  111.45  3.000
 A9E  H1   C15  C14  109.92  3.000
 A9E  N1   C15  C14  110.28  3.000
 A9E  H4   C12  H3   106.93  3.000
 A9E  H4   C12  C11  109.10  3.000
 A9E  H3   C12  C11  109.03  3.000
 A9E  H4   C12  C13  110.60  3.000
 A9E  H3   C12  C13  110.23  3.000
 A9E  C11  C12  C13  110.84  3.000
 A9E  H6   C13  H5   106.55  3.000
 A9E  H6   C13  C14  110.35  3.000
 A9E  H5   C13  C14  109.21  3.000
 A9E  H6   C13  C12  110.19  3.000
 A9E  H5   C13  C12  109.13  3.000
 A9E  C14  C13  C12  111.29  3.000
 A9E  H8   C14  H7   106.97  3.000
 A9E  H8   C14  C13  110.47  3.000
 A9E  H7   C14  C13  110.13  3.000
 A9E  H8   C14  C15  109.21  3.000
 A9E  H7   C14  C15  109.06  3.000
 A9E  C13  C14  C15  110.90  3.000
 A9E  H10  C11  H9   106.09  3.000
 A9E  H10  C11  N1   107.97  3.000
 A9E  H9   C11  N1   111.22  3.000
 A9E  H10  C11  C12  109.90  3.000
 A9E  H9   C11  C12  110.99  3.000
 A9E  N1   C11  C12  110.53  3.000
 A9E  H12  C9   H11  107.42  3.000
 A9E  H12  C9   O1   111.15  3.000
 A9E  H11  C9   O1   111.28  3.000
 A9E  H12  C9   C10  110.05  3.000
 A9E  H11  C9   C10  109.67  3.000
 A9E  O1   C9   C10  107.29  3.000
 A9E  H13  C8   C3   119.62  3.000
 A9E  H13  C8   C7   118.40  3.000
 A9E  C3   C8   C7   121.98  3.000
 A9E  H14  C7   C6   121.77  3.000
 A9E  H14  C7   C8   118.61  3.000
 A9E  C6   C7   C8   119.62  3.000
 A9E  H15  C4   C3   119.57  3.000
 A9E  H15  C4   C5   118.87  3.000
 A9E  C3   C4   C5   121.56  3.000
 A9E  H16  C5   C6   119.47  3.000
 A9E  H16  C5   C4   120.34  3.000
 A9E  C6   C5   C4   120.18  3.000
 A9E  O1   C6   C5   115.94  3.000
 A9E  C5   C6   C7   119.22  3.000
 A9E  O1   C6   C7   124.84  3.000
 A9E  C2   C3   C4   120.86  3.000
 A9E  C2   C3   C8   121.66  3.000
 A9E  C4   C3   C8   117.45  3.000
 A9E  H18  C2   H17  106.46  3.000
 A9E  H18  C2   C1   109.36  3.000
 A9E  H17  C2   C1   109.24  3.000
 A9E  H18  C2   C3   109.70  3.000
 A9E  H17  C2   C3   109.65  3.000
 A9E  C1   C2   C3   112.27  3.000
 A9E  H21  C1   H20  107.93  3.000
 A9E  H21  C1   H19  107.71  3.000
 A9E  H20  C1   H19  107.82  3.000
 A9E  H21  C1   C2   111.07  3.000
 A9E  H20  C1   C2   111.02  3.000
 A9E  H19  C1   C2   111.14  3.000
 A9E  C6   O1   C9   118.27  3.000
 A9E  C10  N1   C11  124.96  3.000
 A9E  C11  N1   C15  113.16  3.000
 A9E  C10  N1   C15  120.80  3.000
 A9E  N1   C10  O2   123.58  3.000
 A9E  N1   C10  C9   115.97  3.000
 A9E  O2   C10  C9   120.45  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
 A9E  CONST_01  C5   C6   C7   C8     0.00   0.0  0
 A9E  CONST_02  C5   C4   C3   C8     0.00   0.0  0
 A9E  CONST_03  C4   C5   C6   C7     0.00   0.0  0
 A9E  CONST_04  C4   C3   C8   C7     0.00   0.0  0
 A9E  CONST_05  C3   C4   C5   C6     0.00   0.0  0
 A9E  CONST_06  C3   C8   C7   C6     0.00   0.0  0
 A9E  CONST_07  O1   C6   C7   C8   180.00   0.0  0
 A9E  CONST_08  C2   C3   C8   C7   180.00   0.0  0
 A9E  CONST_09  O1   C6   C5   C4   180.00   0.0  0
 A9E  CONST_10  C2   C3   C4   C5   180.00   0.0  0
 A9E  CONST_11  H15  C4   C3   C8   180.00   0.0  0
 A9E  CONST_12  H16  C5   C6   C7   180.00   0.0  0
 A9E  CONST_13  H13  C8   C3   C4   180.00   0.0  0
 A9E  CONST_14  H14  C7   C6   C5   180.00   0.0  0
 A9E  CONST_15  O2   C10  N1   C15    0.00   0.0  0
 A9E  CONST_16  C9   C10  N1   C15  180.00   0.0  0
 A9E  CONST_17  O2   C10  N1   C11  180.00   0.0  0
 A9E  CONST_18  C9   C10  N1   C11    0.00   0.0  0
 A9E  Var_01    C12  C13  C14  C15   52.22  30.0  1
 A9E  Var_02    C12  C11  N1   C15  -59.57  30.0  1
 A9E  Var_03    N1   C15  C14  C13  -54.98  30.0  1
 A9E  Var_04    N1   C11  C12  C13   54.69  30.0  1
 A9E  Var_05    C11  N1   C15  C14   59.63  30.0  1
 A9E  Var_06    C11  C12  C13  C14  -51.99  30.0  1
 A9E  Var_07    C5   C6   O1   C9   178.35  30.0  2
 A9E  Var_08    C1   C2   C3   C8    97.34  30.0  2
 A9E  Var_09    N1   C10  C9   O1   179.33  30.0  1
 A9E  Var_10    H11  C9   O1   C6    59.99  30.0  3
 A9E  Var_11    H19  C1   C2   C3    59.54  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
 A9E  plan-1  C8   0.020
 A9E  plan-1  C7   0.020
 A9E  plan-1  C4   0.020
 A9E  plan-1  C5   0.020
 A9E  plan-1  C6   0.020
 A9E  plan-1  C3   0.020
 A9E  plan-1  C2   0.020
 A9E  plan-1  O1   0.020
 A9E  plan-1  H14  0.020
 A9E  plan-1  H15  0.020
 A9E  plan-1  H16  0.020
 A9E  plan-1  H13  0.020
 A9E  plan-2  C15  0.020
 A9E  plan-2  C11  0.020
 A9E  plan-2  C9   0.020
 A9E  plan-2  O2   0.020
 A9E  plan-2  N1   0.020
 A9E  plan-2  C10  0.020

