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5,6-Dimethyl-1,2,9,10-tetrahydropyrano[3,2-f]chromene-3,8-dione
The title molecule, C(14)H(14)O(4), lies on a twofold rotation axis that bisects the central benzene ring, with only one half-molecule in the asymmetric unit. The pyranone systems adopt distorted twist- boat conformations, with the two methylene C atoms displaced by 0.537 (1) and 0.163 (2) Å fr...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3394011/ https://www.ncbi.nlm.nih.gov/pubmed/22798876 http://dx.doi.org/10.1107/S1600536812027699 |
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author | Goswami, Shailesh K. Hanton, Lyall R. McAdam, C. John Moratti, Stephen C. Simpson, Jim |
author_facet | Goswami, Shailesh K. Hanton, Lyall R. McAdam, C. John Moratti, Stephen C. Simpson, Jim |
author_sort | Goswami, Shailesh K. |
collection | PubMed |
description | The title molecule, C(14)H(14)O(4), lies on a twofold rotation axis that bisects the central benzene ring, with only one half-molecule in the asymmetric unit. The pyranone systems adopt distorted twist- boat conformations, with the two methylene C atoms displaced by 0.537 (1) and 0.163 (2) Å from the best-fit plane through the remaining five C and O atoms (r.m.s. deviation = 0.073 Å). In the crystal, bifurcated C—H⋯(O,O) hydrogen bonds link pairs of adjacent molecules in an obverse fashion, stacking molecules along c. These contacts are further stabilized by very weak π–π interactions between adjacent benzene rings with centroid–centroid distances of 4.1951 (4) Å. Additional C—H⋯O contacts link these stacks, giving a three-dimensional network. |
format | Online Article Text |
id | pubmed-3394011 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33940112012-07-13 5,6-Dimethyl-1,2,9,10-tetrahydropyrano[3,2-f]chromene-3,8-dione Goswami, Shailesh K. Hanton, Lyall R. McAdam, C. John Moratti, Stephen C. Simpson, Jim Acta Crystallogr Sect E Struct Rep Online Organic Papers The title molecule, C(14)H(14)O(4), lies on a twofold rotation axis that bisects the central benzene ring, with only one half-molecule in the asymmetric unit. The pyranone systems adopt distorted twist- boat conformations, with the two methylene C atoms displaced by 0.537 (1) and 0.163 (2) Å from the best-fit plane through the remaining five C and O atoms (r.m.s. deviation = 0.073 Å). In the crystal, bifurcated C—H⋯(O,O) hydrogen bonds link pairs of adjacent molecules in an obverse fashion, stacking molecules along c. These contacts are further stabilized by very weak π–π interactions between adjacent benzene rings with centroid–centroid distances of 4.1951 (4) Å. Additional C—H⋯O contacts link these stacks, giving a three-dimensional network. International Union of Crystallography 2012-06-27 /pmc/articles/PMC3394011/ /pubmed/22798876 http://dx.doi.org/10.1107/S1600536812027699 Text en © Goswami et al. 2012 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 Goswami, Shailesh K. Hanton, Lyall R. McAdam, C. John Moratti, Stephen C. Simpson, Jim 5,6-Dimethyl-1,2,9,10-tetrahydropyrano[3,2-f]chromene-3,8-dione |
title | 5,6-Dimethyl-1,2,9,10-tetrahydropyrano[3,2-f]chromene-3,8-dione |
title_full | 5,6-Dimethyl-1,2,9,10-tetrahydropyrano[3,2-f]chromene-3,8-dione |
title_fullStr | 5,6-Dimethyl-1,2,9,10-tetrahydropyrano[3,2-f]chromene-3,8-dione |
title_full_unstemmed | 5,6-Dimethyl-1,2,9,10-tetrahydropyrano[3,2-f]chromene-3,8-dione |
title_short | 5,6-Dimethyl-1,2,9,10-tetrahydropyrano[3,2-f]chromene-3,8-dione |
title_sort | 5,6-dimethyl-1,2,9,10-tetrahydropyrano[3,2-f]chromene-3,8-dione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3394011/ https://www.ncbi.nlm.nih.gov/pubmed/22798876 http://dx.doi.org/10.1107/S1600536812027699 |
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