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Crystal structure of 4-oxo-4H-chromene-3-carboxylic acid
In the title compound, C(10)H(6)O(4), also known as 3-carboxychromone, the non-H atoms of the chromone ring are essentially coplanar (r.m.s. deviation = 0.0057 Å), with the maximum deviation from their least-squares plane [0.011 (2) Å] being for a pyran C atom. The dihedral angle between the fused...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2015
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571407/ https://www.ncbi.nlm.nih.gov/pubmed/26396807 http://dx.doi.org/10.1107/S2056989015013456 |
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author | Ishikawa, Yoshinobu |
author_facet | Ishikawa, Yoshinobu |
author_sort | Ishikawa, Yoshinobu |
collection | PubMed |
description | In the title compound, C(10)H(6)O(4), also known as 3-carboxychromone, the non-H atoms of the chromone ring are essentially coplanar (r.m.s. deviation = 0.0057 Å), with the maximum deviation from their least-squares plane [0.011 (2) Å] being for a pyran C atom. The dihedral angle between the fused ring and plane of the carboxy group is 3.06 (2)°. An intramolecular hydrogen bond is formed between the ring carbonyl O atom and the carboxy O—H atom, closing an S(6) loop. In the crystal, molecules are assembled by stacking interactions [centroid–centroid distance between the benzene and pyran rings = 3.844 (3) Å] and C—H⋯O hydrogen bonds, generating a three-dimensional network. Short contacts are also observed between the carboxy O and C atoms [C=O⋯C=O = 3.002 (3) Å]. |
format | Online Article Text |
id | pubmed-4571407 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-45714072015-09-22 Crystal structure of 4-oxo-4H-chromene-3-carboxylic acid Ishikawa, Yoshinobu Acta Crystallogr E Crystallogr Commun Data Reports In the title compound, C(10)H(6)O(4), also known as 3-carboxychromone, the non-H atoms of the chromone ring are essentially coplanar (r.m.s. deviation = 0.0057 Å), with the maximum deviation from their least-squares plane [0.011 (2) Å] being for a pyran C atom. The dihedral angle between the fused ring and plane of the carboxy group is 3.06 (2)°. An intramolecular hydrogen bond is formed between the ring carbonyl O atom and the carboxy O—H atom, closing an S(6) loop. In the crystal, molecules are assembled by stacking interactions [centroid–centroid distance between the benzene and pyran rings = 3.844 (3) Å] and C—H⋯O hydrogen bonds, generating a three-dimensional network. Short contacts are also observed between the carboxy O and C atoms [C=O⋯C=O = 3.002 (3) Å]. International Union of Crystallography 2015-07-17 /pmc/articles/PMC4571407/ /pubmed/26396807 http://dx.doi.org/10.1107/S2056989015013456 Text en © Yoshinobu Ishikawa 2015 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 | Data Reports Ishikawa, Yoshinobu Crystal structure of 4-oxo-4H-chromene-3-carboxylic acid |
title | Crystal structure of 4-oxo-4H-chromene-3-carboxylic acid |
title_full | Crystal structure of 4-oxo-4H-chromene-3-carboxylic acid |
title_fullStr | Crystal structure of 4-oxo-4H-chromene-3-carboxylic acid |
title_full_unstemmed | Crystal structure of 4-oxo-4H-chromene-3-carboxylic acid |
title_short | Crystal structure of 4-oxo-4H-chromene-3-carboxylic acid |
title_sort | crystal structure of 4-oxo-4h-chromene-3-carboxylic acid |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571407/ https://www.ncbi.nlm.nih.gov/pubmed/26396807 http://dx.doi.org/10.1107/S2056989015013456 |
work_keys_str_mv | AT ishikawayoshinobu crystalstructureof4oxo4hchromene3carboxylicacid |