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Structure of 2-chloro-N-(p-tol­yl)propanamide

Two independent samples of the title compound, alternatively 2-chloro-N-(4-methylphenyl)prop­an­amide, C(10)H(12)ClNO, 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...

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Detalles Bibliográficos
Autores principales: Jones, Roderick C., Twamley, Brendan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6218893/
https://www.ncbi.nlm.nih.gov/pubmed/30443386
http://dx.doi.org/10.1107/S2056989018013889
Descripción
Sumario:Two independent samples of the title compound, alternatively 2-chloro-N-(4-methylphenyl)prop­an­amide, C(10)H(12)ClNO, 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) 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 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.