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5-Chloro-6-hydroxy-7,8-dimethylchroman-2-one
In the title molecule, C(11)H(11)ClO(3), the fused pyran ring adopts a half-chair conformation. In the crystal, intermolecular O—H⋯O hydrogen bonds link molecules into chains along [100]. These chains are interconnected by weak intermolecular C—H⋯O contacts which generate R (2) (2)(8) ring moti...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213581/ https://www.ncbi.nlm.nih.gov/pubmed/22091158 http://dx.doi.org/10.1107/S1600536811029345 |
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author | Cameron, Scott A. Goswami, Shailesh K. Hanton, Lyall R. McAdam, C. John Moratti, Stephen C. Simpson, Jim |
author_facet | Cameron, Scott A. Goswami, Shailesh K. Hanton, Lyall R. McAdam, C. John Moratti, Stephen C. Simpson, Jim |
author_sort | Cameron, Scott A. |
collection | PubMed |
description | In the title molecule, C(11)H(11)ClO(3), the fused pyran ring adopts a half-chair conformation. In the crystal, intermolecular O—H⋯O hydrogen bonds link molecules into chains along [100]. These chains are interconnected by weak intermolecular C—H⋯O contacts which generate R (2) (2)(8) ring motifs, forming sheets parallel to (001). Tetragonal symmetry generates an equivalent motif along b. Furthermore, the sheets are linked along the c axis by offset π–π stacking interactions involving the benzene rings of adjacent molecules [with centroid–centroid distances of 3.839 (2) Å], together with an additional weak C—H⋯O hydrogen bond, resulting in an overall three-dimensional network. |
format | Online Article Text |
id | pubmed-3213581 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32135812011-11-16 5-Chloro-6-hydroxy-7,8-dimethylchroman-2-one Cameron, Scott A. Goswami, Shailesh K. Hanton, Lyall R. McAdam, C. John Moratti, Stephen C. Simpson, Jim Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title molecule, C(11)H(11)ClO(3), the fused pyran ring adopts a half-chair conformation. In the crystal, intermolecular O—H⋯O hydrogen bonds link molecules into chains along [100]. These chains are interconnected by weak intermolecular C—H⋯O contacts which generate R (2) (2)(8) ring motifs, forming sheets parallel to (001). Tetragonal symmetry generates an equivalent motif along b. Furthermore, the sheets are linked along the c axis by offset π–π stacking interactions involving the benzene rings of adjacent molecules [with centroid–centroid distances of 3.839 (2) Å], together with an additional weak C—H⋯O hydrogen bond, resulting in an overall three-dimensional network. International Union of Crystallography 2011-07-30 /pmc/articles/PMC3213581/ /pubmed/22091158 http://dx.doi.org/10.1107/S1600536811029345 Text en © Cameron et al. 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Cameron, Scott A. Goswami, Shailesh K. Hanton, Lyall R. McAdam, C. John Moratti, Stephen C. Simpson, Jim 5-Chloro-6-hydroxy-7,8-dimethylchroman-2-one |
title | 5-Chloro-6-hydroxy-7,8-dimethylchroman-2-one |
title_full | 5-Chloro-6-hydroxy-7,8-dimethylchroman-2-one |
title_fullStr | 5-Chloro-6-hydroxy-7,8-dimethylchroman-2-one |
title_full_unstemmed | 5-Chloro-6-hydroxy-7,8-dimethylchroman-2-one |
title_short | 5-Chloro-6-hydroxy-7,8-dimethylchroman-2-one |
title_sort | 5-chloro-6-hydroxy-7,8-dimethylchroman-2-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213581/ https://www.ncbi.nlm.nih.gov/pubmed/22091158 http://dx.doi.org/10.1107/S1600536811029345 |
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