Study of amide structure through sensitivity analysis

This paper applies sensitivity methodology to molecular mechanics calculations of amides. Internal coordinate and rotational barrier height parametric sensitivities are calculated. Special emphasis is given to the C-N center (C-N bond, C-N torsion angles, and nitrogen out-of-plane angles) through these sensitivities. The nonbonded interaction of the acetyl group with the nitrogen substituents is substantial, affecting the sensitivity of the C-N center and the planarity of the amide. The C-N center internal coordinates clearly respond to decreased or increased nonbonded interactions.