Structural Conformational Study of Eugenol Derivatives Using Semiempirical Methods
Table 1
Main calculated properties of eugenol and eugenyl acetate with semiempirical methods.
Entry
Eugenol
Properties
AM1
PM3
Trans
Eclipsed
Gauche
Cis
Trans
Eclipsed
Gauche
Cis
1
−43.562
−45.560
−45.540
−38.360
−44.474
−45.230
−45.214
−40.236
2
−48090.984
−48092.980
−48092.960
−48085.781
−45111.215
−45111.973
−45111.957
−45106.976
3
−2496.805
−2498.802
−2498.782
−2491.602
−2497.716
−2498.472
−2498.456
−2493.478
4
5.202
7.200
7.180
0.000
4.238
4.994
4.978
0.000
5
HOMO
−8.599
−8.614
−8.606
−8.592
−8.670
−8.703
−8.701
−8.666
6
LUMO
0.327
0.332
0.342
0.338
0.254
0.250
0.260
0.263
7
EG
8.926
8.946
8.948
8.930
8.924
8.953
8.961
8.929
Entry
Eugenyl acetate
Properties
AM1
PM3
Trans
Eclipsed
Gauche
Cis
Trans
Eclipsed
Gauche
Cis
8
−68.176
−77.344
−77.356
−77.356
−77.728
−83.323
−83.330
−83.328
9
−62008.605
−62017.772
−62017.785
−62017.785
−58055.633
−58061.226
−58061.234
−58061.230
10
−3026.961
−3036.129
−3036.140
−3036.140
−3036.514
−3042.108
−3042.115
−3042.113
11
9.180
0.012
0.000
0.000
5.600
0.005
−0.002
0.000
12
HOMO
−8.852
−9.215
−9.205
−9.205
−8.925
−9.302
−9.297
−9.299
13
LUMO
0.001
−0.134
−0.130
−0.130
−0.044
−0.191
−0.188
−0.189
14
EG
8.852
9.081
9.075
9.075
8.881
9.101
9.109
9.110
The strain energy () for each geometry of a molecule is defined as the difference between the minimum energy of conformation for that geometry and the most stable conformation of the molecule.