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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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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
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author Jones, Roderick C.
Twamley, Brendan
author_facet Jones, Roderick C.
Twamley, Brendan
author_sort Jones, Roderick C.
collection PubMed
description 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.
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spelling pubmed-62188932018-11-15 Structure of 2-chloro-N-(p-tol­yl)propanamide Jones, Roderick C. Twamley, Brendan Acta Crystallogr E Crystallogr Commun Research Communications 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. International Union of Crystallography 2018-10-16 /pmc/articles/PMC6218893/ /pubmed/30443386 http://dx.doi.org/10.1107/S2056989018013889 Text en © Jones and Twamley 2018 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Jones, Roderick C.
Twamley, Brendan
Structure of 2-chloro-N-(p-tol­yl)propanamide
title Structure of 2-chloro-N-(p-tol­yl)propanamide
title_full Structure of 2-chloro-N-(p-tol­yl)propanamide
title_fullStr Structure of 2-chloro-N-(p-tol­yl)propanamide
title_full_unstemmed Structure of 2-chloro-N-(p-tol­yl)propanamide
title_short Structure of 2-chloro-N-(p-tol­yl)propanamide
title_sort structure of 2-chloro-n-(p-tol­yl)propanamide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6218893/
https://www.ncbi.nlm.nih.gov/pubmed/30443386
http://dx.doi.org/10.1107/S2056989018013889
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