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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...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2018
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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. |
format | Online Article Text |
id | pubmed-6218893 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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