Abstract
The molecular structures and photochemical behavior of (E)- and (Z)-N-methyl-3-(2-pyridyl)-propenamide have been investigated in the solid state and in solution. While the molecular conformation of the thermodynamically more stable E isomer is independent of phase or solvent, the conformation of the Zisomer is dependent upon its environment, adopting an s-trans intramolecular hydrogen-bonded conformation in chlorocarbon solvents, an s-cis conformation in methyl sulfoxide solution, and an orthogonal intermolecular hydrogen-bonded conformation in the solid state. The electronic structure of these molecules has been investigated using the semiemperical INDO/S-SCF-CI (ZINDO) algorithm
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