Cargando…

Crystal structure and Hirshfeld surface analysis of (Z)-4-(4-hy­droxy­benzyl­idene)-3-methyl­isoxazol-5(4H)-one

The title compound, C(11)H(9)NO(3), contains an isoxazole and a hy­droxy­benzyl­idene ring, which are inclined to each another by 3.18 (8)°. There is an intra­molecular C—H⋯O contact forming an S(7) ring. In the crystal, mol­ecules stack head-to-tail in columns along the b-axis direction, linked by...

Descripción completa

Detalles Bibliográficos
Autores principales: Zemamouche, Wissem, Laroun, Rima, Hamdouni, Noudjoud, Brihi, Ouarda, Boudjada, Ali, Debache, Abdelmadjid
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6038640/
https://www.ncbi.nlm.nih.gov/pubmed/30002887
http://dx.doi.org/10.1107/S2056989018007867
_version_ 1783338537477734400
author Zemamouche, Wissem
Laroun, Rima
Hamdouni, Noudjoud
Brihi, Ouarda
Boudjada, Ali
Debache, Abdelmadjid
author_facet Zemamouche, Wissem
Laroun, Rima
Hamdouni, Noudjoud
Brihi, Ouarda
Boudjada, Ali
Debache, Abdelmadjid
author_sort Zemamouche, Wissem
collection PubMed
description The title compound, C(11)H(9)NO(3), contains an isoxazole and a hy­droxy­benzyl­idene ring, which are inclined to each another by 3.18 (8)°. There is an intra­molecular C—H⋯O contact forming an S(7) ring. In the crystal, mol­ecules stack head-to-tail in columns along the b-axis direction, linked by offset π–π inter­actions [inter­centroid distances of 3.676 (1) and 3.723 (1) Å]. The columns are linked by O—H⋯O and O—H⋯N hydrogen bonds, forming layers parallel to the ab plane. The layers are linked by C—H⋯O hydrogen bonds, forming a supra­molecular three-dimensional framework. An analysis of the Hirshfeld surfaces points to the importance of the O—H⋯O and O—H⋯N hydrogen bonding in the packing mechanism of the crystal structure.
format Online
Article
Text
id pubmed-6038640
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-60386402018-07-12 Crystal structure and Hirshfeld surface analysis of (Z)-4-(4-hy­droxy­benzyl­idene)-3-methyl­isoxazol-5(4H)-one Zemamouche, Wissem Laroun, Rima Hamdouni, Noudjoud Brihi, Ouarda Boudjada, Ali Debache, Abdelmadjid Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(11)H(9)NO(3), contains an isoxazole and a hy­droxy­benzyl­idene ring, which are inclined to each another by 3.18 (8)°. There is an intra­molecular C—H⋯O contact forming an S(7) ring. In the crystal, mol­ecules stack head-to-tail in columns along the b-axis direction, linked by offset π–π inter­actions [inter­centroid distances of 3.676 (1) and 3.723 (1) Å]. The columns are linked by O—H⋯O and O—H⋯N hydrogen bonds, forming layers parallel to the ab plane. The layers are linked by C—H⋯O hydrogen bonds, forming a supra­molecular three-dimensional framework. An analysis of the Hirshfeld surfaces points to the importance of the O—H⋯O and O—H⋯N hydrogen bonding in the packing mechanism of the crystal structure. International Union of Crystallography 2018-06-08 /pmc/articles/PMC6038640/ /pubmed/30002887 http://dx.doi.org/10.1107/S2056989018007867 Text en © Zemamouche et al. 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
Zemamouche, Wissem
Laroun, Rima
Hamdouni, Noudjoud
Brihi, Ouarda
Boudjada, Ali
Debache, Abdelmadjid
Crystal structure and Hirshfeld surface analysis of (Z)-4-(4-hy­droxy­benzyl­idene)-3-methyl­isoxazol-5(4H)-one
title Crystal structure and Hirshfeld surface analysis of (Z)-4-(4-hy­droxy­benzyl­idene)-3-methyl­isoxazol-5(4H)-one
title_full Crystal structure and Hirshfeld surface analysis of (Z)-4-(4-hy­droxy­benzyl­idene)-3-methyl­isoxazol-5(4H)-one
title_fullStr Crystal structure and Hirshfeld surface analysis of (Z)-4-(4-hy­droxy­benzyl­idene)-3-methyl­isoxazol-5(4H)-one
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of (Z)-4-(4-hy­droxy­benzyl­idene)-3-methyl­isoxazol-5(4H)-one
title_short Crystal structure and Hirshfeld surface analysis of (Z)-4-(4-hy­droxy­benzyl­idene)-3-methyl­isoxazol-5(4H)-one
title_sort crystal structure and hirshfeld surface analysis of (z)-4-(4-hy­droxy­benzyl­idene)-3-methyl­isoxazol-5(4h)-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6038640/
https://www.ncbi.nlm.nih.gov/pubmed/30002887
http://dx.doi.org/10.1107/S2056989018007867
work_keys_str_mv AT zemamouchewissem crystalstructureandhirshfeldsurfaceanalysisofz44hydroxybenzylidene3methylisoxazol54hone
AT larounrima crystalstructureandhirshfeldsurfaceanalysisofz44hydroxybenzylidene3methylisoxazol54hone
AT hamdouninoudjoud crystalstructureandhirshfeldsurfaceanalysisofz44hydroxybenzylidene3methylisoxazol54hone
AT brihiouarda crystalstructureandhirshfeldsurfaceanalysisofz44hydroxybenzylidene3methylisoxazol54hone
AT boudjadaali crystalstructureandhirshfeldsurfaceanalysisofz44hydroxybenzylidene3methylisoxazol54hone
AT debacheabdelmadjid crystalstructureandhirshfeldsurfaceanalysisofz44hydroxybenzylidene3methylisoxazol54hone