Molecular structure of benzamide neuroleptics. III. N-(8-Benzyl-1αH,5αH-nortropan-3α-yl)-2,6-dimethoxybenzamide, C23H28N2O3

Abstract

Abstract. Mr=380.5, P2Jc, a= 10

DFT Study of Benzamide Coordination with Zinc (II)

“…In this molecule the aromatic ring makes an angle of about 15º with the plane of the amide group; this means that the benzamide molecule is not flat. This observation is consistent with experimental data [14,15]. Rotation of the amide group relative to the aromatic ring might result from the repulsion interaction between the hydrogen atoms of the amide group and those of the aromatic ring.…”

“…The Table 2 shows that the electron density at the nitrogen atom is higher than that at the oxygen atom. This observation implies that coordination through the nitrogen atom is much more likely as through the oxygen atom, however the nitrogen atom environment is not favorable to this attack: it is surrounded by three atoms (H 15 , H 16 and C 7 ) with large positive charges, which are able to repel the Zn (II). The benzamide molecule reactivity was also discussed considering the electrostatic potential around atoms.…”