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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...

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Autores principales: Cameron, Scott A., Goswami, Shailesh K., Hanton, Lyall R., McAdam, C. John, Moratti, Stephen C., Simpson, Jim
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
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.
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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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