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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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Autor principal: Ishikawa, Yoshinobu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
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].
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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
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