# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 20 16:39:34 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: ~{N}-ethyl-4-oxidanylidene-4-phenyl-butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=O)CCC(=O)c1ccccc1
#
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
 OQH  OQH  ~{N}-ethyl-4-oxidanylidene-4-phenyl-butanamide  ligand  30  15  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_OQH
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
 OQH  C1   C  CH2   0  -0.258  -5.0804   0.5824   0.0208
 OQH  C2   C  C     0   0.571  -2.6288   0.4240  -0.0005
 OQH  C3   C  CH2   0  -0.587  -1.4615  -0.5452  -0.0018
 OQH  C4   C  CH2   0  -0.579  -0.1188   0.1589  -0.0019
 OQH  C5   C  C     0   0.380   1.0494  -0.7944  -0.0033
 OQH  C6   C  CR6   0  -0.004   2.4271  -0.2221  -0.0056
 OQH  C7   C  CR16  0  -0.263   3.5182  -1.0937   0.0008
 OQH  C9   C  CR16  0  -0.248   5.0359   0.7707  -0.0093
 OQH  C8   C  CR16  0  -0.241   4.8121  -0.6014  -0.0007
 OQH  C10  C  CR16  0  -0.237   3.9589   1.6463  -0.0157
 OQH  C11  C  CR16  0  -0.296   2.6623   1.1530  -0.0141
 OQH  N    N  NH1   0  -0.639  -3.8357  -0.1607   0.0160
 OQH  C    C  CH3   0  -0.704  -6.2617  -0.3696   0.0256
 OQH  O    O  O     0  -0.505  -2.4889   1.6399  -0.0154
 OQH  O1   O  O     0  -0.399   0.8870  -1.9968  -0.0022
 OQH  H1   H  HCH2  0   0.232  -5.1230   1.2337   0.8974
 OQH  H2   H  HCH2  0   0.232  -5.1290   1.2314  -0.8570
 OQH  H3   H  HCH2  0   0.275  -1.5519  -1.2011   0.8680
 OQH  H4   H  HCH2  0   0.276  -1.5528  -1.1969  -0.8747
 OQH  H5   H  HCH2  0   0.279  -0.0292   0.8175  -0.8704
 OQH  H6   H  HCH2  0   0.279  -0.0271   0.8164   0.8673
 OQH  H7   H  HCR6  0   0.261   3.3529  -2.1628   0.0075
 OQH  H8   H  HCR6  0   0.266   6.0476   1.1552  -0.0106
 OQH  H9   H  HCR6  0   0.264   5.6485  -1.2877   0.0047
 OQH  H10  H  HCR6  0   0.265   4.1259   2.7151  -0.0232
 OQH  H11  H  HCR6  0   0.266   1.8417   1.8573  -0.0193
 OQH  H12  H  HNH1  0   0.400  -3.8864  -1.1667   0.0338
 OQH  H13  H  HCH3  0   0.246  -7.1946   0.1920   0.0274
 OQH  H14  H  HCH3  0   0.234  -6.2598  -1.0090  -0.8583
 OQH  H15  H  HCH3  0   0.234  -6.2550  -1.0073   0.9106

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
 OQH  C10  C11  aromatic  1.387  0.020  1.387
 OQH  C10  C9   aromatic  1.388  0.020  1.388
 OQH  C11  C6   aromatic  1.395  0.020  1.395
 OQH  C9   C8   aromatic  1.390  0.020  1.390
 OQH  O1   C5   double    1.213  0.020  1.213
 OQH  C6   C5   single    1.492  0.020  1.492
 OQH  C6   C7   aromatic  1.397  0.020  1.397
 OQH  C8   C7   aromatic  1.384  0.020  1.384
 OQH  C5   C4   single    1.508  0.020  1.508
 OQH  C4   C3   single    1.516  0.020  1.516
 OQH  C3   C2   single    1.517  0.020  1.517
 OQH  C2   O    double    1.224  0.020  1.224
 OQH  C2   N    single    1.341  0.020  1.341
 OQH  N    C1   single    1.450  0.020  1.450
 OQH  C1   C    single    1.517  0.020  1.517
 OQH  C1   H1   single    0.970  0.020  1.090
 OQH  C1   H2   single    0.970  0.020  1.090
 OQH  C3   H3   single    0.970  0.020  1.090
 OQH  C3   H4   single    0.970  0.020  1.090
 OQH  C4   H5   single    0.970  0.020  1.090
 OQH  C4   H6   single    0.970  0.020  1.090
 OQH  C7   H7   single    0.930  0.020  1.080
 OQH  C9   H8   single    0.930  0.020  1.080
 OQH  C8   H9   single    0.930  0.020  1.080
 OQH  C10  H10  single    0.930  0.020  1.080
 OQH  C11  H11  single    0.930  0.020  1.080
 OQH  N    H12  single    0.860  0.020  1.020
 OQH  C    H13  single    0.970  0.020  1.090
 OQH  C    H14  single    0.970  0.020  1.090
 OQH  C    H15  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
 OQH  H2   C1   H1   106.77  3.000
 OQH  H2   C1   C    109.92  3.000
 OQH  H1   C1   C    109.94  3.000
 OQH  H2   C1   N    109.88  3.000
 OQH  H1   C1   N    109.97  3.000
 OQH  C    C1   N    110.30  3.000
 OQH  O    C2   N    122.41  3.000
 OQH  N    C2   C3   114.45  3.000
 OQH  O    C2   C3   123.14  3.000
 OQH  H4   C3   H3   105.70  3.000
 OQH  H4   C3   C4   110.53  3.000
 OQH  H3   C3   C4   110.61  3.000
 OQH  H4   C3   C2   108.50  3.000
 OQH  H3   C3   C2   108.61  3.000
 OQH  C4   C3   C2   112.63  3.000
 OQH  H6   C4   H5   105.20  3.000
 OQH  H6   C4   C5   108.41  3.000
 OQH  H5   C4   C5   108.45  3.000
 OQH  H6   C4   C3   110.69  3.000
 OQH  H5   C4   C3   110.63  3.000
 OQH  C5   C4   C3   113.11  3.000
 OQH  O1   C5   C6   120.25  3.000
 OQH  C6   C5   C4   118.23  3.000
 OQH  O1   C5   C4   121.53  3.000
 OQH  C11  C6   C7   118.91  3.000
 OQH  C7   C6   C5   118.82  3.000
 OQH  C11  C6   C5   122.27  3.000
 OQH  H7   C7   C8   119.62  3.000
 OQH  H7   C7   C6   119.83  3.000
 OQH  C8   C7   C6   120.55  3.000
 OQH  H8   C9   C10  120.08  3.000
 OQH  H8   C9   C8   120.07  3.000
 OQH  C10  C9   C8   119.85  3.000
 OQH  H9   C8   C9   120.11  3.000
 OQH  H9   C8   C7   119.80  3.000
 OQH  C9   C8   C7   120.09  3.000
 OQH  H10  C10  C11  119.71  3.000
 OQH  H10  C10  C9   120.23  3.000
 OQH  C11  C10  C9   120.06  3.000
 OQH  H11  C11  C10  118.53  3.000
 OQH  H11  C11  C6   120.93  3.000
 OQH  C10  C11  C6   120.54  3.000
 OQH  H12  N    C2   118.73  3.000
 OQH  H12  N    C1   117.95  3.000
 OQH  C2   N    C1   123.32  3.000
 OQH  H15  C    H14  108.34  3.000
 OQH  H15  C    H13  107.78  3.000
 OQH  H14  C    H13  107.77  3.000
 OQH  H15  C    C1   111.39  3.000
 OQH  H14  C    C1   111.34  3.000
 OQH  H13  C    C1   110.09  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
 OQH  CONST_01  C9   C10  C11  C6     0.00   0.0  0
 OQH  CONST_02  C9   C8   C7   C6     0.00   0.0  0
 OQH  CONST_03  C10  C11  C6   C7     0.00   0.0  0
 OQH  CONST_04  C10  C9   C8   C7     0.00   0.0  0
 OQH  CONST_05  C11  C10  C9   C8     0.00   0.0  0
 OQH  CONST_06  C11  C6   C7   C8     0.00   0.0  0
 OQH  CONST_07  C10  C11  C6   C5   180.00   0.0  0
 OQH  CONST_08  C8   C7   C6   C5   180.00   0.0  0
 OQH  CONST_09  H10  C10  C11  C6   180.00   0.0  0
 OQH  CONST_10  H9   C8   C7   C6   180.00   0.0  0
 OQH  CONST_11  H11  C11  C6   C7   180.00   0.0  0
 OQH  CONST_12  H8   C9   C8   C7   180.00   0.0  0
 OQH  CONST_13  H7   C7   C8   C9   180.00   0.0  0
 OQH  CONST_14  C3   C2   N    C1   180.00   0.0  0
 OQH  CONST_15  O    C2   N    C1     0.00   0.0  0
 OQH  CONST_16  H12  N    C2   C3     0.00   0.0  0
 OQH  Var_01    C11  C6   C5   C4    -0.37  30.0  2
 OQH  Var_02    C6   C5   C4   C3   179.91  30.0  1
 OQH  Var_03    C5   C4   C3   C2  -180.00  30.0  1
 OQH  Var_04    C    C1   N    C2   179.41  30.0  3
 OQH  Var_05    O    C2   C3   C4     0.88  30.0  3
 OQH  Var_06    H13  C    C1   N   -179.90  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
 OQH  plan-1  C5   0.020
 OQH  plan-1  C6   0.020
 OQH  plan-1  C7   0.020
 OQH  plan-1  C9   0.020
 OQH  plan-1  C8   0.020
 OQH  plan-1  C10  0.020
 OQH  plan-1  C11  0.020
 OQH  plan-1  H7   0.020
 OQH  plan-1  H8   0.020
 OQH  plan-1  H9   0.020
 OQH  plan-1  H10  0.020
 OQH  plan-1  H11  0.020
 OQH  plan-2  C1   0.020
 OQH  plan-2  C2   0.020
 OQH  plan-2  C3   0.020
 OQH  plan-2  N    0.020
 OQH  plan-2  O    0.020
 OQH  plan-2  H12  0.020
 OQH  plan-3  C4   0.020
 OQH  plan-3  C5   0.020
 OQH  plan-3  C6   0.020
 OQH  plan-3  O1   0.020

