Structure of 2-chloro-N-(p-tolyl)propanamide
2018
Two independent samples of the title compound, alternatively 2-chloro-N-(4-methylphenyl)propanamide, C10H12ClNO, 1, were studied using Cu Kα, 1a, and Mo Kα, 1b, radiation as part of a continuous crystallization study. The molecule 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) A, C=O bond lengths of 1.2233 (18) and 1.2245 (19) A 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 interactions. These chains arrange themselves into parallel running stacks which display weak C—Cl⋯O=C halogen bonding as well as weak C—H⋯π interactions.
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