2-Hy­droxy-3-meth­oxy­benzaldehyde (o-vanillin) revisited

The structure of ortho-vanillin, C(8)H(8)O(3), has been revisited with modern methods and at low temperature (100 K). The previous structure [Iwasaki et al. (1976 ▶). Acta Cryst. B32, 1264–1266] is confirmed, but geometric precision is improved by an order of magnitude. The C atom of the meth­oxy gr...

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Detalles Bibliográficos
Autores principales: Shin, David, Müller, Peter
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414273/
https://www.ncbi.nlm.nih.gov/pubmed/22904806
http://dx.doi.org/10.1107/S1600536812029571
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author Shin, David
Müller, Peter
author_facet Shin, David
Müller, Peter
author_sort Shin, David
collection PubMed
description The structure of ortho-vanillin, C(8)H(8)O(3), has been revisited with modern methods and at low temperature (100 K). The previous structure [Iwasaki et al. (1976 ▶). Acta Cryst. B32, 1264–1266] is confirmed, but geometric precision is improved by an order of magnitude. The C atom of the meth­oxy group lies close to the benzene ring plane, which is the most common geometry for –OMe groups lying ortho to –OH groups on an aromatic ring. The crystal structure displays one intra­molecular O—H⋯O and three weak inter­molecular C—H⋯O hydrogen bonds.
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spelling pubmed-34142732012-08-17 2-Hy­droxy-3-meth­oxy­benzaldehyde (o-vanillin) revisited Shin, David Müller, Peter Acta Crystallogr Sect E Struct Rep Online Organic Papers The structure of ortho-vanillin, C(8)H(8)O(3), has been revisited with modern methods and at low temperature (100 K). The previous structure [Iwasaki et al. (1976 ▶). Acta Cryst. B32, 1264–1266] is confirmed, but geometric precision is improved by an order of magnitude. The C atom of the meth­oxy group lies close to the benzene ring plane, which is the most common geometry for –OMe groups lying ortho to –OH groups on an aromatic ring. The crystal structure displays one intra­molecular O—H⋯O and three weak inter­molecular C—H⋯O hydrogen bonds. International Union of Crystallography 2012-07-04 /pmc/articles/PMC3414273/ /pubmed/22904806 http://dx.doi.org/10.1107/S1600536812029571 Text en © Shin and Müller 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
Shin, David
Müller, Peter
2-Hy­droxy-3-meth­oxy­benzaldehyde (o-vanillin) revisited
title 2-Hy­droxy-3-meth­oxy­benzaldehyde (o-vanillin) revisited
title_full 2-Hy­droxy-3-meth­oxy­benzaldehyde (o-vanillin) revisited
title_fullStr 2-Hy­droxy-3-meth­oxy­benzaldehyde (o-vanillin) revisited
title_full_unstemmed 2-Hy­droxy-3-meth­oxy­benzaldehyde (o-vanillin) revisited
title_short 2-Hy­droxy-3-meth­oxy­benzaldehyde (o-vanillin) revisited
title_sort 2-hy­droxy-3-meth­oxy­benzaldehyde (o-vanillin) revisited
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414273/
https://www.ncbi.nlm.nih.gov/pubmed/22904806
http://dx.doi.org/10.1107/S1600536812029571
work_keys_str_mv AT shindavid 2hydroxy3methoxybenzaldehydeovanillinrevisited
AT mullerpeter 2hydroxy3methoxybenzaldehydeovanillinrevisited

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