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.