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Crystal structure and Hirshfeld surface analysis of ethyl 5-phenylisoxazole-3-carboxylate
The title compound, C(12)H(11)NO(3), is an intermediate used in the synthesis of many drug-like molecules. The molecule is almost planar, with the phenyl ring inclined to the isoxazole ring by 0.5 (1)°. The ester moiety has an extended conformation and is almost in the same plane with respect to...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5382615/ https://www.ncbi.nlm.nih.gov/pubmed/28435714 http://dx.doi.org/10.1107/S2056989017003127 |
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author | Shaik, Althaf Kirubakaran, Sivapriya Thiruvenkatam, Vijay |
author_facet | Shaik, Althaf Kirubakaran, Sivapriya Thiruvenkatam, Vijay |
author_sort | Shaik, Althaf |
collection | PubMed |
description | The title compound, C(12)H(11)NO(3), is an intermediate used in the synthesis of many drug-like molecules. The molecule is almost planar, with the phenyl ring inclined to the isoxazole ring by 0.5 (1)°. The ester moiety has an extended conformation and is almost in the same plane with respect to the isoxazole ring, as indicated by the O—C—C—N torsion angle of −172.86 (18)°. In the crystal, molecules are linked via pairs of C—H⋯O hydrogen bonds with the same acceptor atom, forming inversion dimers with two R (2) (1)(7) ring motifs. The molecules stack in layers lying parallel to (10-3). Analysis using Hirshfeld surface generation and two-dimensional fingerprint plots explores the distribution of weak intermolecular interactions in the crystal structure. |
format | Online Article Text |
id | pubmed-5382615 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-53826152017-04-21 Crystal structure and Hirshfeld surface analysis of ethyl 5-phenylisoxazole-3-carboxylate Shaik, Althaf Kirubakaran, Sivapriya Thiruvenkatam, Vijay Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(12)H(11)NO(3), is an intermediate used in the synthesis of many drug-like molecules. The molecule is almost planar, with the phenyl ring inclined to the isoxazole ring by 0.5 (1)°. The ester moiety has an extended conformation and is almost in the same plane with respect to the isoxazole ring, as indicated by the O—C—C—N torsion angle of −172.86 (18)°. In the crystal, molecules are linked via pairs of C—H⋯O hydrogen bonds with the same acceptor atom, forming inversion dimers with two R (2) (1)(7) ring motifs. The molecules stack in layers lying parallel to (10-3). Analysis using Hirshfeld surface generation and two-dimensional fingerprint plots explores the distribution of weak intermolecular interactions in the crystal structure. International Union of Crystallography 2017-03-17 /pmc/articles/PMC5382615/ /pubmed/28435714 http://dx.doi.org/10.1107/S2056989017003127 Text en © Shaik et al. 2017 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 Shaik, Althaf Kirubakaran, Sivapriya Thiruvenkatam, Vijay Crystal structure and Hirshfeld surface analysis of ethyl 5-phenylisoxazole-3-carboxylate |
title | Crystal structure and Hirshfeld surface analysis of ethyl 5-phenylisoxazole-3-carboxylate |
title_full | Crystal structure and Hirshfeld surface analysis of ethyl 5-phenylisoxazole-3-carboxylate |
title_fullStr | Crystal structure and Hirshfeld surface analysis of ethyl 5-phenylisoxazole-3-carboxylate |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of ethyl 5-phenylisoxazole-3-carboxylate |
title_short | Crystal structure and Hirshfeld surface analysis of ethyl 5-phenylisoxazole-3-carboxylate |
title_sort | crystal structure and hirshfeld surface analysis of ethyl 5-phenylisoxazole-3-carboxylate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5382615/ https://www.ncbi.nlm.nih.gov/pubmed/28435714 http://dx.doi.org/10.1107/S2056989017003127 |
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