# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 13:07:48 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: (2E)-1-(2-hydroxyphenyl)-3-(pyridin-3-yl)prop-2-en-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccccc1C(=O)/C=C/c2cccnc2
#
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
 9F6  9F6  (2E)-1-(2-hydroxyphenyl)-3-(pyridin-3-yl)prop-2-en-1-one  ligand  28  17  .  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_9F6
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
 9F6  O1   O  OH1   0  -0.623  -3.5673  -1.9051  -0.1332
 9F6  C2   C  CR6   0   0.373  -3.4585  -0.5822  -0.0821
 9F6  C8   C  CR16  0  -0.340  -4.6364   0.1696  -0.0719
 9F6  C10  C  CR16  0  -0.233  -4.5820   1.5463  -0.0155
 9F6  C9   C  CR16  0  -0.266  -3.3564   2.2116   0.0321
 9F6  C4   C  CR16  0  -0.304  -2.1909   1.4780   0.0189
 9F6  C1   C  CR6   0  -0.164  -2.2046   0.0753  -0.0400
 9F6  C3   C  C     0   0.430  -0.9771  -0.7323  -0.0578
 9F6  O2   O  O     0  -0.483  -1.0515  -1.9661  -0.0837
 9F6  C6   C  C1    0  -0.389   0.3376  -0.0768  -0.0491
 9F6  C7   C  C1    0  -0.228   1.4634  -0.8054  -0.0381
 9F6  C5   C  CR6   0   0.055   2.8277  -0.2979  -0.0317
 9F6  C12  C  CR16  0  -0.097   3.1468   1.0645  -0.0415
 9F6  N1   N  N     0  -0.394   4.3833   1.5308  -0.0368
 9F6  C14  C  CR16  0  -0.059   5.3851   0.6544  -0.0218
 9F6  C13  C  CR16  0  -0.313   5.1910  -0.7179  -0.0105
 9F6  C11  C  CR16  0  -0.185   3.8933  -1.1978  -0.0157
 9F6  H1   H  HOH1  0   0.480  -2.6474  -2.2683  -0.1244
 9F6  H2   H  HCR6  0   0.271  -5.5876  -0.3462  -0.1083
 9F6  H3   H  HCR6  0   0.271  -5.5037   2.1137  -0.0071
 9F6  H4   H  HCR6  0   0.264  -3.3194   3.2908   0.0782
 9F6  H5   H  HCR6  0   0.270  -1.2530   2.0128   0.0595
 9F6  H6   H  H     0   0.284   0.3835   1.0021  -0.0555
 9F6  H7   H  H     0   0.277   1.3767  -1.8874  -0.0318
 9F6  H8   H  HCR6  0   0.268   2.3610   1.8115  -0.0536
 9F6  H9   H  HCR6  0   0.274   6.3880   1.0657  -0.0185
 9F6  H10  H  HCR6  0   0.280   6.0366  -1.3908   0.0024
 9F6  H11  H  HCR6  0   0.280   3.7037  -2.2641  -0.0076

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
 9F6  C13  C14  aromatic  1.386  0.020  1.386
 9F6  C13  C11  aromatic  1.384  0.020  1.384
 9F6  C14  N1   aromatic  1.331  0.020  1.331
 9F6  C11  C5   aromatic  1.395  0.020  1.395
 9F6  N1   C12  aromatic  1.322  0.020  1.322
 9F6  C5   C12  aromatic  1.399  0.020  1.399
 9F6  C5   C7   single    1.456  0.020  1.456
 9F6  C7   C6   double    1.341  0.020  1.341
 9F6  C9   C4   aromatic  1.377  0.020  1.377
 9F6  C9   C10  aromatic  1.395  0.020  1.395
 9F6  C4   C1   aromatic  1.404  0.020  1.404
 9F6  C6   C3   single    1.469  0.020  1.469
 9F6  C10  C8   aromatic  1.379  0.020  1.379
 9F6  C1   C3   single    1.470  0.020  1.470
 9F6  C1   C2   aromatic  1.416  0.020  1.416
 9F6  C3   O2   double    1.236  0.020  1.236
 9F6  C8   C2   aromatic  1.397  0.020  1.397
 9F6  C2   O1   single    1.328  0.020  1.328
 9F6  O1   H1   single    0.850  0.020  0.980
 9F6  C8   H2   single    0.930  0.020  1.080
 9F6  C10  H3   single    0.930  0.020  1.080
 9F6  C9   H4   single    0.930  0.020  1.080
 9F6  C4   H5   single    0.930  0.020  1.080
 9F6  C6   H6   single    0.930  0.020  1.080
 9F6  C7   H7   single    0.930  0.020  1.080
 9F6  C12  H8   single    0.930  0.020  1.080
 9F6  C14  H9   single    0.930  0.020  1.080
 9F6  C13  H10  single    0.930  0.020  1.080
 9F6  C11  H11  single    0.930  0.020  1.080

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
 9F6  H1   O1   C2   106.81  3.000
 9F6  C1   C2   C8   119.75  3.000
 9F6  C8   C2   O1   117.84  3.000
 9F6  C1   C2   O1   122.41  3.000
 9F6  H2   C8   C10  120.78  3.000
 9F6  H2   C8   C2   118.94  3.000
 9F6  C10  C8   C2   120.28  3.000
 9F6  H3   C10  C9   119.85  3.000
 9F6  H3   C10  C8   119.35  3.000
 9F6  C9   C10  C8   120.81  3.000
 9F6  H4   C9   C4   120.22  3.000
 9F6  H4   C9   C10  120.51  3.000
 9F6  C4   C9   C10  119.27  3.000
 9F6  H5   C4   C1   120.30  3.000
 9F6  H5   C4   C9   118.07  3.000
 9F6  C1   C4   C9   121.62  3.000
 9F6  C3   C1   C4   122.78  3.000
 9F6  C3   C1   C2   118.94  3.000
 9F6  C4   C1   C2   118.28  3.000
 9F6  C6   C3   O2   119.95  3.000
 9F6  O2   C3   C1   119.90  3.000
 9F6  C6   C3   C1   120.15  3.000
 9F6  H6   C6   C7   120.48  3.000
 9F6  H6   C6   C3   118.93  3.000
 9F6  C7   C6   C3   120.59  3.000
 9F6  H7   C7   C5   114.99  3.000
 9F6  H7   C7   C6   118.33  3.000
 9F6  C5   C7   C6   126.68  3.000
 9F6  C11  C5   C12  117.00  3.000
 9F6  C12  C5   C7   123.59  3.000
 9F6  C11  C5   C7   119.41  3.000
 9F6  H8   C12  N1   115.79  3.000
 9F6  H8   C12  C5   120.37  3.000
 9F6  N1   C12  C5   123.84  3.000
 9F6  C14  N1   C12  118.16  3.000
 9F6  H9   C14  C13  120.34  3.000
 9F6  H9   C14  N1   116.52  3.000
 9F6  C13  C14  N1   123.14  3.000
 9F6  H10  C13  C11  121.19  3.000
 9F6  H10  C13  C14  120.47  3.000
 9F6  C11  C13  C14  118.34  3.000
 9F6  H11  C11  C13  120.38  3.000
 9F6  H11  C11  C5   120.10  3.000
 9F6  C13  C11  C5   119.52  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
 9F6  CONST_01  C9   C4   C1   C2     0.00   0.0  0
 9F6  CONST_02  C9   C10  C8   C2     0.00   0.0  0
 9F6  CONST_03  C4   C9   C10  C8     0.00   0.0  0
 9F6  CONST_04  C4   C1   C2   C8     0.00   0.0  0
 9F6  CONST_05  C1   C4   C9   C10    0.00   0.0  0
 9F6  CONST_06  C1   C2   C8   C10    0.00   0.0  0
 9F6  CONST_07  C14  C13  C11  C5     0.00   0.0  0
 9F6  CONST_08  C14  N1   C12  C5     0.00   0.0  0
 9F6  CONST_09  C13  C14  N1   C12    0.00   0.0  0
 9F6  CONST_10  C13  C11  C5   C12    0.00   0.0  0
 9F6  CONST_11  C11  C13  C14  N1     0.00   0.0  0
 9F6  CONST_12  C11  C5   C12  N1     0.00   0.0  0
 9F6  CONST_13  C4   C1   C2   O1   180.00   0.0  0
 9F6  CONST_14  C10  C8   C2   O1   180.00   0.0  0
 9F6  CONST_15  C3   C1   C2   C8   180.00   0.0  0
 9F6  CONST_16  C3   C1   C4   C9   180.00   0.0  0
 9F6  CONST_17  C13  C11  C5   C7   180.00   0.0  0
 9F6  CONST_18  N1   C12  C5   C7   180.00   0.0  0
 9F6  CONST_19  H5   C4   C1   C2   180.00   0.0  0
 9F6  CONST_20  H3   C10  C8   C2   180.00   0.0  0
 9F6  CONST_21  H4   C9   C10  C8   180.00   0.0  0
 9F6  CONST_22  H2   C8   C10  C9   180.00   0.0  0
 9F6  CONST_23  H10  C13  C11  C5   180.00   0.0  0
 9F6  CONST_24  H9   C14  N1   C12  180.00   0.0  0
 9F6  CONST_25  H11  C11  C5   C12  180.00   0.0  0
 9F6  CONST_26  H8   C12  N1   C14  180.00   0.0  0
 9F6  Var_01    C6   C3   C1   C2   178.46  30.0  2
 9F6  Var_02    C11  C5   C7   C6   179.79  30.0  3
 9F6  Var_03    C5   C7   C6   C3   179.85   0.0  2
 9F6  Var_04    C7   C6   C3   C1   178.65  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
 9F6  plan-1  O1   0.020
 9F6  plan-1  C2   0.020
 9F6  plan-1  C8   0.020
 9F6  plan-1  C10  0.020
 9F6  plan-1  C9   0.020
 9F6  plan-1  C4   0.020
 9F6  plan-1  C1   0.020
 9F6  plan-1  C3   0.020
 9F6  plan-1  H2   0.020
 9F6  plan-1  H3   0.020
 9F6  plan-1  H4   0.020
 9F6  plan-1  H5   0.020
 9F6  plan-2  C7   0.020
 9F6  plan-2  C5   0.020
 9F6  plan-2  C12  0.020
 9F6  plan-2  N1   0.020
 9F6  plan-2  C14  0.020
 9F6  plan-2  C13  0.020
 9F6  plan-2  C11  0.020
 9F6  plan-2  H8   0.020
 9F6  plan-2  H9   0.020
 9F6  plan-2  H10  0.020
 9F6  plan-2  H11  0.020
 9F6  plan-3  C1   0.020
 9F6  plan-3  C3   0.020
 9F6  plan-3  O2   0.020
 9F6  plan-3  C6   0.020
 9F6  plan-4  C3   0.020
 9F6  plan-4  C6   0.020
 9F6  plan-4  C7   0.020
 9F6  plan-4  C5   0.020
 9F6  plan-4  H6   0.020
 9F6  plan-4  H7   0.020

