# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 04:30:35 2020
#   Inital geometry file: a 76 line input string
#   Ligand name: (3E)-3-[(phenylamino)methylidene]oxan-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1OCCC\C1=C/Nc2ccccc2
#
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
 AOY  AOY  (3E)-3-[(phenylamino)methylidene]oxan-2-one  ligand  28  15  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AOY
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
 AOY  N1   N  NH1   0  -0.735  -0.7822   0.5283  -0.0122
 AOY  C4   C  CH2   0  -0.188   4.2496   0.5742  -0.4081
 AOY  C5   C  CH2   0  -0.486   3.4569   1.6262   0.3262
 AOY  C6   C  CH2   0  -0.498   1.9897   1.4834  -0.0429
 AOY  C7   C  CR6   0   0.405  -2.1374   0.2045  -0.0174
 AOY  C8   C  CR16  0  -0.352  -3.0582   1.2545  -0.0140
 AOY  C10  C  CR16  0  -0.279  -4.8881  -0.3125  -0.0325
 AOY  C1   C  C     0  -0.257   1.5614   0.0416   0.0374
 AOY  C2   C  C1    0   0.058   0.2560  -0.3270   0.0476
 AOY  C3   C  C     0   0.551   2.5354  -1.0428   0.1014
 AOY  O1   O  O2    0  -0.454   3.8326  -0.7444  -0.0404
 AOY  O2   O  O     0  -0.479   2.2624  -2.2135   0.2864
 AOY  C9   C  CR16  0  -0.242  -4.4184   0.9945  -0.0222
 AOY  C11  C  CR16  0  -0.244  -3.9720  -1.3554  -0.0364
 AOY  C12  C  CR16  0  -0.335  -2.6067  -1.1094  -0.0306
 AOY  H2   H  HCH2  0   0.256   5.3112   0.6219  -0.1704
 AOY  H3   H  HCH2  0   0.247   3.5976   1.5101   1.4040
 AOY  H4   H  HCH2  0   0.256   3.8310   2.6140   0.0551
 AOY  H5   H  HCH2  0   0.250   1.3822   2.1032   0.6232
 AOY  H6   H  HCH2  0   0.251   1.8302   1.8719  -1.0549
 AOY  H7   H  HCR6  0   0.269  -2.7050   2.2793  -0.0034
 AOY  H8   H  HCR6  0   0.255  -5.9508  -0.5138  -0.0383
 AOY  H10  H  H     0   0.293   0.0032  -1.3764   0.1042
 AOY  H11  H  HCR6  0   0.261  -5.1145   1.8229  -0.0196
 AOY  H12  H  HCR6  0   0.261  -4.3175  -2.3811  -0.0472
 AOY  H13  H  HCR6  0   0.279  -1.9277  -1.9509  -0.0409
 AOY  H14  H  HNH1  0   0.422  -0.5772   1.5162  -0.0453
 AOY  H1   H  HCH2  0   0.233   4.1417   0.6952  -1.4905

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
 AOY  C4   O1   single    1.431  0.020  1.431
 AOY  C4   C5   single    1.508  0.020  1.508
 AOY  O1   C3   single    1.339  0.020  1.339
 AOY  C5   C6   single    1.520  0.020  1.520
 AOY  C3   O2   double    1.216  0.020  1.216
 AOY  C3   C1   single    1.459  0.020  1.459
 AOY  C6   C1   single    1.506  0.020  1.506
 AOY  C1   C2   double    1.356  0.020  1.356
 AOY  C2   N1   single    1.346  0.020  1.346
 AOY  N1   C7   single    1.393  0.020  1.393
 AOY  C7   C8   aromatic  1.397  0.020  1.397
 AOY  C7   C12  aromatic  1.395  0.020  1.395
 AOY  C8   C9   aromatic  1.385  0.020  1.385
 AOY  C12  C11  aromatic  1.387  0.020  1.387
 AOY  C9   C10  aromatic  1.389  0.020  1.389
 AOY  C11  C10  aromatic  1.388  0.020  1.388
 AOY  C4   H1   single    0.970  0.020  1.090
 AOY  C4   H2   single    0.970  0.020  1.090
 AOY  C5   H3   single    0.970  0.020  1.090
 AOY  C5   H4   single    0.970  0.020  1.090
 AOY  C6   H5   single    0.970  0.020  1.090
 AOY  C6   H6   single    0.970  0.020  1.090
 AOY  C8   H7   single    0.930  0.020  1.080
 AOY  C10  H8   single    0.930  0.020  1.080
 AOY  C2   H10  single    0.930  0.020  1.080
 AOY  C9   H11  single    0.930  0.020  1.080
 AOY  C11  H12  single    0.930  0.020  1.080
 AOY  C12  H13  single    0.930  0.020  1.080
 AOY  N1   H14  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
 AOY  H14  N1   C2   117.81  3.000
 AOY  H14  N1   C7   115.14  3.000
 AOY  C2   N1   C7   127.05  3.000
 AOY  H2   C4   H1   107.89  3.000
 AOY  H2   C4   O1   105.57  3.000
 AOY  H1   C4   O1   109.11  3.000
 AOY  H2   C4   C5   112.06  3.000
 AOY  H1   C4   C5   110.65  3.000
 AOY  O1   C4   C5   111.38  3.000
 AOY  H4   C5   H3   107.29  3.000
 AOY  H4   C5   C6   110.85  3.000
 AOY  H3   C5   C6   110.72  3.000
 AOY  H4   C5   C4   109.30  3.000
 AOY  H3   C5   C4   109.78  3.000
 AOY  C6   C5   C4   108.88  3.000
 AOY  H6   C6   H5   106.30  3.000
 AOY  H6   C6   C1   110.32  3.000
 AOY  H5   C6   C1   110.61  3.000
 AOY  H6   C6   C5   109.37  3.000
 AOY  H5   C6   C5   109.57  3.000
 AOY  C1   C6   C5   110.58  3.000
 AOY  C12  C7   C8   119.09  3.000
 AOY  C12  C7   N1   123.09  3.000
 AOY  C8   C7   N1   117.81  3.000
 AOY  H7   C8   C9   119.84  3.000
 AOY  H7   C8   C7   119.74  3.000
 AOY  C9   C8   C7   120.43  3.000
 AOY  H8   C10  C11  120.57  3.000
 AOY  H8   C10  C9   120.49  3.000
 AOY  C11  C10  C9   118.93  3.000
 AOY  C3   C1   C2   116.11  3.000
 AOY  C2   C1   C6   122.29  3.000
 AOY  C3   C1   C6   121.60  3.000
 AOY  H10  C2   C1   119.30  3.000
 AOY  H10  C2   N1   116.02  3.000
 AOY  C1   C2   N1   124.68  3.000
 AOY  O2   C3   O1   116.63  3.000
 AOY  O2   C3   C1   124.91  3.000
 AOY  O1   C3   C1   118.46  3.000
 AOY  C3   O1   C4   121.00  3.000
 AOY  H11  C9   C10  120.19  3.000
 AOY  H11  C9   C8   119.22  3.000
 AOY  C10  C9   C8   120.59  3.000
 AOY  H12  C11  C12  118.83  3.000
 AOY  H12  C11  C10  120.09  3.000
 AOY  C12  C11  C10  121.09  3.000
 AOY  H13  C12  C11  118.69  3.000
 AOY  H13  C12  C7   121.44  3.000
 AOY  C11  C12  C7   119.87  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
 AOY  CONST_01  C10  C9   C8   C7     0.00   0.0  0
 AOY  CONST_02  C10  C11  C12  C7     0.00   0.0  0
 AOY  CONST_03  C11  C12  C7   C8     0.00   0.0  0
 AOY  CONST_04  C11  C10  C9   C8     0.00   0.0  0
 AOY  CONST_05  C12  C7   C8   C9     0.00   0.0  0
 AOY  CONST_06  C12  C11  C10  C9     0.00   0.0  0
 AOY  CONST_07  C9   C8   C7   N1   180.00   0.0  0
 AOY  CONST_08  C11  C12  C7   N1   180.00   0.0  0
 AOY  CONST_09  H11  C9   C8   C7   180.00   0.0  0
 AOY  CONST_10  H12  C11  C12  C7   180.00   0.0  0
 AOY  CONST_11  H13  C12  C7   C8   180.00   0.0  0
 AOY  CONST_12  H8   C10  C9   C8   180.00   0.0  0
 AOY  CONST_13  H7   C8   C9   C10  180.00   0.0  0
 AOY  CONST_14  C1   C2   N1   C7   180.00   0.0  0
 AOY  CONST_15  C2   N1   C7   C8   180.00   0.0  0
 AOY  CONST_16  C12  C7   N1   C2     0.00   0.0  0
 AOY  CONST_17  H14  N1   C7   C8     0.00   0.0  0
 AOY  CONST_18  H10  C2   N1   C7     0.00   0.0  0
 AOY  Var_01    C1   C3   O1   C4    -7.54  30.0  1
 AOY  Var_02    C1   C6   C5   C4    46.82  30.0  1
 AOY  Var_03    C3   C1   C6   C5   -15.18  30.0  1
 AOY  Var_04    O1   C4   C5   C6   -61.27  30.0  1
 AOY  Var_05    O1   C3   C1   C6    -6.26  30.0  1

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
 AOY  plan-1  N1   0.020
 AOY  plan-1  C7   0.020
 AOY  plan-1  C8   0.020
 AOY  plan-1  C10  0.020
 AOY  plan-1  C9   0.020
 AOY  plan-1  C11  0.020
 AOY  plan-1  C12  0.020
 AOY  plan-1  H7   0.020
 AOY  plan-1  H8   0.020
 AOY  plan-1  H11  0.020
 AOY  plan-1  H12  0.020
 AOY  plan-1  H13  0.020
 AOY  plan-2  N1   0.020
 AOY  plan-2  C7   0.020
 AOY  plan-2  C2   0.020
 AOY  plan-2  H14  0.020
 AOY  plan-3  C1   0.020
 AOY  plan-3  C3   0.020
 AOY  plan-3  O1   0.020
 AOY  plan-3  O2   0.020

