Structure of 2-chloro-N-(p-tol-yl)propanamide

Two independent samples of the title compound, alternatively 2-chloro-N-(4-methylphenyl)prop-an-amide, C₁₀H₁₂ClNO, 1, were studied using Cu Kα, 1a, and Mo Kα, 1b, radiation as part of a continuous crystallization study. The mol-ecule crystallizes with disorder in the Cl/terminal methyl positions [occupancies for the major disorder component of 0.783 (2) in 1a and and 0.768 (2) in 1b] and exhibits N-C bond lengths of 1.3448 (19), 1.344 (2) Å, C=O bond lengths of 1.2233 (18) and 1.2245 (19) Å and an acetamide moiety C-N-C-C torsion angle of 179.00 (13), 178.97 (14) ° for 1a and 1b, respectively. In the crystal, chains along the a axis are formed via N-H⋯O hydrogen bonds between acetamide groups, as well as C-H⋯O inter-actions. These chains arrange themselves into parallel running stacks which display weak C-Cl⋯O=C halogen bonding as well as weak C-H⋯π inter-actions.