Abstract

An examination of the molecular geometries of the three monoaminopyridines and several similar molecules shows that the CNH 2 bond lengths are linearly correlated both with the dihedral angle between the ring plane and the NH 2 plane and with the degree of pyramidality at the amino nitrogen. Using 14N NQR data and simple valence bond models corrected for the observed bond angles, it is shown that the π populations of the ring nitrogens and of the amino nitrogens are also linearly correlated with the CNH 2 bond lengths. Estimates of the charge transfer between the amino group and the ring are obtained as a function of bond length.

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