2-Propoxybenzamide

Abstract

In the title molecule, C10H13NO2, the amide –NH2 group is oriented toward the propoxy substituent and an intramolecular N—H...O hydrogen bond is formed between the N—H group and the propoxy O atom. The benzene ring forms dihedral angles of 12.41 (2) and 3.26 (2)° with the amide and propoxy group mean planes, respectively. In the crystal, N—H...O hydrogen bonds order pairs of molecules with their molecular planes parallel, but at an offset of 0.73 (2) Å to each other. These pairs are ordered into two types of symmetry-related columns extended along the a axis with the mean plane of a pair in one column approximately parallel to (-122) and in the other to (-1-22). The two planes form dihedral angle of 84.40 (1)°. Overall, in a three-dimensional network, the hydrogen-bonded pairs of molecules are either located in (-1-22) or (-122) layers. In one layer, each pair is involved in four C—H...O contacts, twice as a donor and twice as an acceptor. Additionally, there is a short C—H...C contact between a benzene C—H group and the amide π-system.