# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 02:24:04 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: 2-ethyl-N-(2-hydroxyphenyl)butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(CC)C(=O)Nc1ccccc1O
#
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
 H1A  H1A  2-ethyl-N-(2-hydroxyphenyl)butanamide  ligand  32  15  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_H1A
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
 H1A  N1   N  NH1   0  -0.750  -0.0689  -0.5776   0.0298
 H1A  C4   C  CH2   0  -0.416   3.1331   0.4350   0.9437
 H1A  C5   C  CH3   0  -0.684   2.4355   0.5075   2.2964
 H1A  C6   C  C     0   0.535   0.9593   0.2641  -0.2578
 H1A  C7   C  CR6   0   0.202  -1.4222  -0.1868  -0.1207
 H1A  C8   C  CR16  0  -0.269  -2.1142  -0.4148  -1.3018
 H1A  C10  C  CR16  0  -0.241  -4.0632   0.6153  -0.3653
 H1A  C1   C  CH3   0  -0.672   4.3612  -1.0680  -1.5064
 H1A  C2   C  CH2   0  -0.412   3.0288  -0.3316  -1.4914
 H1A  C3   C  CH1   0  -0.369   2.3437  -0.3354  -0.1188
 H1A  O1   O  O     0  -0.466   0.7735   1.4223  -0.5861
 H1A  C9   C  CR16  0  -0.287  -3.4373  -0.0214  -1.4307
 H1A  C11  C  CR16  0  -0.349  -3.3848   0.8479   0.8203
 H1A  C12  C  CR6   0   0.325  -2.0588   0.4448   0.9511
 H1A  O2   O  OH1   0  -0.619  -1.4260   0.6749   2.1151
 H1A  H1   H  HNH1  0   0.414   0.1360  -1.5514   0.1979
 H1A  H2   H  HCH2  0   0.226   3.3424   1.4436   0.5771
 H1A  H3   H  HCH2  0   0.241   4.1016  -0.0514   1.0747
 H1A  H4   H  HCH3  0   0.226   2.1405  -0.4832   2.6484
 H1A  H5   H  HCH3  0   0.245   3.0944   0.9398   3.0494
 H1A  H6   H  HCH3  0   0.214   1.5427   1.1361   2.2636
 H1A  H7   H  HCR6  0   0.266  -1.6033  -0.9051  -2.1208
 H1A  H8   H  HCR6  0   0.261  -5.0943   0.9315  -0.4552
 H1A  H9   H  HCH3  0   0.226   5.1055  -0.5915  -0.8687
 H1A  H10  H  HCH3  0   0.221   4.2456  -2.0994  -1.1682
 H1A  H11  H  HCH3  0   0.235   4.7704  -1.0964  -2.5166
 H1A  H12  H  HCH2  0   0.226   3.1696   0.7017  -1.8188
 H1A  H13  H  HCH2  0   0.234   2.3625  -0.8002  -2.2213
 H1A  H14  H  HCH1  0   0.245   2.2500  -1.3759   0.2135
 H1A  H15  H  HCR6  0   0.258  -3.9721  -0.2045  -2.3527
 H1A  H16  H  HCR6  0   0.267  -3.8769   1.3389   1.6503
 H1A  H17  H  HOH1  0   0.468  -0.5654   0.2355   2.1060

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
 H1A  C9   C8   aromatic  1.386  0.020  1.386
 H1A  C9   C10  aromatic  1.390  0.020  1.390
 H1A  O1   C6   double    1.218  0.020  1.218
 H1A  C8   C7   aromatic  1.388  0.020  1.388
 H1A  C10  C11  aromatic  1.386  0.020  1.386
 H1A  C6   N1   single    1.360  0.020  1.360
 H1A  C6   C3   single    1.515  0.020  1.515
 H1A  C4   C5   single    1.524  0.020  1.524
 H1A  C4   C3   single    1.532  0.020  1.532
 H1A  C7   N1   single    1.417  0.020  1.417
 H1A  C7   C12  aromatic  1.397  0.020  1.397
 H1A  C11  C12  aromatic  1.392  0.020  1.392
 H1A  C2   C3   single    1.534  0.020  1.534
 H1A  C2   C1   single    1.522  0.020  1.522
 H1A  C12  O2   single    1.345  0.020  1.345
 H1A  N1   H1   single    0.860  0.020  1.020
 H1A  C4   H2   single    0.970  0.020  1.090
 H1A  C4   H3   single    0.970  0.020  1.090
 H1A  C5   H4   single    0.970  0.020  1.090
 H1A  C5   H5   single    0.970  0.020  1.090
 H1A  C5   H6   single    0.970  0.020  1.090
 H1A  C8   H7   single    0.930  0.020  1.080
 H1A  C10  H8   single    0.930  0.020  1.080
 H1A  C1   H9   single    0.970  0.020  1.090
 H1A  C1   H10  single    0.970  0.020  1.090
 H1A  C1   H11  single    0.970  0.020  1.090
 H1A  C2   H12  single    0.970  0.020  1.090
 H1A  C2   H13  single    0.970  0.020  1.090
 H1A  C3   H14  single    0.970  0.020  1.090
 H1A  C9   H15  single    0.930  0.020  1.080
 H1A  C11  H16  single    0.930  0.020  1.080
 H1A  O2   H17  single    0.850  0.020  0.980

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
 H1A  H1   N1   C7   118.54  3.000
 H1A  H1   N1   C6   118.62  3.000
 H1A  C7   N1   C6   121.95  3.000
 H1A  H3   C4   H2   106.35  3.000
 H1A  H3   C4   C3   108.44  3.000
 H1A  H2   C4   C3   109.27  3.000
 H1A  H3   C4   C5   108.71  3.000
 H1A  H2   C4   C5   109.97  3.000
 H1A  C3   C4   C5   113.82  3.000
 H1A  H6   C5   H5   106.65  3.000
 H1A  H6   C5   H4   108.11  3.000
 H1A  H5   C5   H4   107.49  3.000
 H1A  H6   C5   C4   112.02  3.000
 H1A  H5   C5   C4   110.82  3.000
 H1A  H4   C5   C4   111.52  3.000
 H1A  O1   C6   C3   122.71  3.000
 H1A  C3   C6   N1   115.26  3.000
 H1A  O1   C6   N1   122.02  3.000
 H1A  C12  C7   C8   119.99  3.000
 H1A  C12  C7   N1   118.57  3.000
 H1A  C8   C7   N1   121.43  3.000
 H1A  H7   C8   C9   120.56  3.000
 H1A  H7   C8   C7   118.88  3.000
 H1A  C9   C8   C7   120.56  3.000
 H1A  H8   C10  C11  119.24  3.000
 H1A  H8   C10  C9   119.95  3.000
 H1A  C11  C10  C9   120.81  3.000
 H1A  H11  C1   H10  107.58  3.000
 H1A  H11  C1   H9   107.29  3.000
 H1A  H10  C1   H9   107.71  3.000
 H1A  H11  C1   C2   110.50  3.000
 H1A  H10  C1   C2   111.18  3.000
 H1A  H9   C1   C2   112.37  3.000
 H1A  H13  C2   H12  106.47  3.000
 H1A  H13  C2   C3   108.91  3.000
 H1A  H12  C2   C3   109.14  3.000
 H1A  H13  C2   C1   108.62  3.000
 H1A  H12  C2   C1   109.97  3.000
 H1A  C3   C2   C1   113.48  3.000
 H1A  H14  C3   C2   108.17  3.000
 H1A  H14  C3   C6   108.98  3.000
 H1A  C2   C3   C6   108.97  3.000
 H1A  H14  C3   C4   108.13  3.000
 H1A  C2   C3   C4   112.91  3.000
 H1A  C6   C3   C4   109.60  3.000
 H1A  H15  C9   C10  120.55  3.000
 H1A  H15  C9   C8   120.21  3.000
 H1A  C10  C9   C8   119.24  3.000
 H1A  H16  C11  C12  119.49  3.000
 H1A  H16  C11  C10  120.63  3.000
 H1A  C12  C11  C10  119.88  3.000
 H1A  O2   C12  C11  118.68  3.000
 H1A  O2   C12  C7   121.80  3.000
 H1A  C11  C12  C7   119.52  3.000
 H1A  H17  O2   C12  109.46  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
 H1A  CONST_01  C10  C9   C8   C7      0.00   0.0  0
 H1A  CONST_02  C10  C11  C12  C7      0.00   0.0  0
 H1A  CONST_03  C11  C10  C9   C8      0.00   0.0  0
 H1A  CONST_04  C11  C12  C7   C8      0.00   0.0  0
 H1A  CONST_05  C12  C7   C8   C9      0.00   0.0  0
 H1A  CONST_06  C12  C11  C10  C9      0.00   0.0  0
 H1A  CONST_07  C9   C8   C7   N1    180.00   0.0  0
 H1A  CONST_08  C11  C12  C7   N1    180.00   0.0  0
 H1A  CONST_09  O2   C12  C7   C8    180.00   0.0  0
 H1A  CONST_10  O2   C12  C11  C10   180.00   0.0  0
 H1A  CONST_11  H15  C9   C8   C7    180.00   0.0  0
 H1A  CONST_12  H16  C11  C12  C7    180.00   0.0  0
 H1A  CONST_13  H8   C10  C9   C8    180.00   0.0  0
 H1A  CONST_14  H7   C8   C9   C10   180.00   0.0  0
 H1A  CONST_18  O1   C6   N1   C7      0.00   0.0  0
 H1A  CONST_19  C3   C6   N1   C7    180.00   0.0  0
 H1A  Var_01    C4   C3   C6   N1   -118.87  30.0  3
 H1A  Var_02    C1   C2   C3   C4     65.08  30.0  1
 H1A  Var_03    C6   C3   C4   C5     55.25  30.0  3
 H1A  Var_04    H4   C5   C4   C3     52.33  30.0  3
 H1A  Var_05    H9   C1   C2   C3    -64.21  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
 H1A  plan-1  N1   0.020
 H1A  plan-1  C7   0.020
 H1A  plan-1  C8   0.020
 H1A  plan-1  C10  0.020
 H1A  plan-1  C9   0.020
 H1A  plan-1  C11  0.020
 H1A  plan-1  C12  0.020
 H1A  plan-1  O2   0.020
 H1A  plan-1  H7   0.020
 H1A  plan-1  H8   0.020
 H1A  plan-1  H15  0.020
 H1A  plan-1  H16  0.020
 H1A  plan-2  N1   0.020
 H1A  plan-2  C6   0.020
 H1A  plan-2  C7   0.020
 H1A  plan-2  C3   0.020
 H1A  plan-2  O1   0.020
 H1A  plan-2  H1   0.020

