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Crystal structure and Hirshfeld surface analysis of new polymorph of racemic 2-phenylbutyramide
A new polymorph of the title compound, C(10)H(13)NO, was obtained by recrystallization of the commercial product from a water/ethanol mixture (1:1 v/v). Crystals of the previously reported racemic and homochiral forms of 2-phenylbutyramide were grown from water–acetonitrile solution in 1:1 volume...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6658964/ https://www.ncbi.nlm.nih.gov/pubmed/31391975 http://dx.doi.org/10.1107/S2056989019007011 |
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author | Rigin, Sergei Armijo, Beatrice Krivoshein, Arcadius V. Fonari, Marina Timofeeva, Tatiana |
author_facet | Rigin, Sergei Armijo, Beatrice Krivoshein, Arcadius V. Fonari, Marina Timofeeva, Tatiana |
author_sort | Rigin, Sergei |
collection | PubMed |
description | A new polymorph of the title compound, C(10)H(13)NO, was obtained by recrystallization of the commercial product from a water/ethanol mixture (1:1 v/v). Crystals of the previously reported racemic and homochiral forms of 2-phenylbutyramide were grown from water–acetonitrile solution in 1:1 volume ratio [Khrustalev et al. (2014 ▸). Cryst. Growth Des. 14, 3360–3369]. While the previously reported racemic and enantiopure forms of the title compound adopt very similar supramolecular structures (hydrogen-bonded ribbons), the new racemic polymorph is stabilized by a single N—H⋯O hydrogen bond that links molecules into chains along the c-axis direction with an antiparallel (centrosymmetric) packing in the crystal. Hirshfeld molecular surface analysis was employed to compare the intermolecular interactions in the polymorphs of the title compound. |
format | Online Article Text |
id | pubmed-6658964 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-66589642019-08-07 Crystal structure and Hirshfeld surface analysis of new polymorph of racemic 2-phenylbutyramide Rigin, Sergei Armijo, Beatrice Krivoshein, Arcadius V. Fonari, Marina Timofeeva, Tatiana Acta Crystallogr E Crystallogr Commun Research Communications A new polymorph of the title compound, C(10)H(13)NO, was obtained by recrystallization of the commercial product from a water/ethanol mixture (1:1 v/v). Crystals of the previously reported racemic and homochiral forms of 2-phenylbutyramide were grown from water–acetonitrile solution in 1:1 volume ratio [Khrustalev et al. (2014 ▸). Cryst. Growth Des. 14, 3360–3369]. While the previously reported racemic and enantiopure forms of the title compound adopt very similar supramolecular structures (hydrogen-bonded ribbons), the new racemic polymorph is stabilized by a single N—H⋯O hydrogen bond that links molecules into chains along the c-axis direction with an antiparallel (centrosymmetric) packing in the crystal. Hirshfeld molecular surface analysis was employed to compare the intermolecular interactions in the polymorphs of the title compound. International Union of Crystallography 2019-05-21 /pmc/articles/PMC6658964/ /pubmed/31391975 http://dx.doi.org/10.1107/S2056989019007011 Text en © Rigin et al. 2019 http://creativecommons.org/licenses/by/4.0/ 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/4.0/ |
spellingShingle | Research Communications Rigin, Sergei Armijo, Beatrice Krivoshein, Arcadius V. Fonari, Marina Timofeeva, Tatiana Crystal structure and Hirshfeld surface analysis of new polymorph of racemic 2-phenylbutyramide |
title | Crystal structure and Hirshfeld surface analysis of new polymorph of racemic 2-phenylbutyramide |
title_full | Crystal structure and Hirshfeld surface analysis of new polymorph of racemic 2-phenylbutyramide |
title_fullStr | Crystal structure and Hirshfeld surface analysis of new polymorph of racemic 2-phenylbutyramide |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of new polymorph of racemic 2-phenylbutyramide |
title_short | Crystal structure and Hirshfeld surface analysis of new polymorph of racemic 2-phenylbutyramide |
title_sort | crystal structure and hirshfeld surface analysis of new polymorph of racemic 2-phenylbutyramide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6658964/ https://www.ncbi.nlm.nih.gov/pubmed/31391975 http://dx.doi.org/10.1107/S2056989019007011 |
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