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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...

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Autores principales: Shaik, Althaf, Kirubakaran, Sivapriya, Thiruvenkatam, Vijay
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
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.
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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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