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2-Hy­droxy-4-(prop-2-yn­yloxy)benz­alde­hyde

The asymmetric unit of the title compound, C(10)H(8)O(3), contains two independent mol­ecules, both of which are almost planar (r.m.s deviations for all non-H atoms of 0.044 and 0.053 Å). The dihedral angles between the benzene ring and the prop-1-yne group are 3.47 (1) and 3.07 (1)° in the two mol­...

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Autores principales: Selvarani, V., Neelakantan, M.A., Silambarasan, V., Velmurugan, D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588223/
https://www.ncbi.nlm.nih.gov/pubmed/23476445
http://dx.doi.org/10.1107/S1600536812049598
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author Selvarani, V.
Neelakantan, M.A.
Silambarasan, V.
Velmurugan, D.
author_facet Selvarani, V.
Neelakantan, M.A.
Silambarasan, V.
Velmurugan, D.
author_sort Selvarani, V.
collection PubMed
description The asymmetric unit of the title compound, C(10)H(8)O(3), contains two independent mol­ecules, both of which are almost planar (r.m.s deviations for all non-H atoms of 0.044 and 0.053 Å). The dihedral angles between the benzene ring and the prop-1-yne group are 3.47 (1) and 3.07 (1)° in the two mol­ecules, and the prop-1-yne groups adopt extended conformations. In each mol­ecule, an intra­molecular O—H⋯O hydrogen bond involving the OH and aldehyde substituents forms an S(6) ring. In the crystal, mol­ecules are linked into cyclic centrosymmetric dimers via C—H⋯O hydrogen bonds, generating R (2) (2)(14) ring motifs. The crystal structure is further stabilized by aromatic π–π stacking inter­actions between the benzene rings [centroid–centroid distances = 3.813 (2) and 3.843 (2) Å]
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spelling pubmed-35882232013-03-08 2-Hy­droxy-4-(prop-2-yn­yloxy)benz­alde­hyde Selvarani, V. Neelakantan, M.A. Silambarasan, V. Velmurugan, D. Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(10)H(8)O(3), contains two independent mol­ecules, both of which are almost planar (r.m.s deviations for all non-H atoms of 0.044 and 0.053 Å). The dihedral angles between the benzene ring and the prop-1-yne group are 3.47 (1) and 3.07 (1)° in the two mol­ecules, and the prop-1-yne groups adopt extended conformations. In each mol­ecule, an intra­molecular O—H⋯O hydrogen bond involving the OH and aldehyde substituents forms an S(6) ring. In the crystal, mol­ecules are linked into cyclic centrosymmetric dimers via C—H⋯O hydrogen bonds, generating R (2) (2)(14) ring motifs. The crystal structure is further stabilized by aromatic π–π stacking inter­actions between the benzene rings [centroid–centroid distances = 3.813 (2) and 3.843 (2) Å] International Union of Crystallography 2012-12-08 /pmc/articles/PMC3588223/ /pubmed/23476445 http://dx.doi.org/10.1107/S1600536812049598 Text en © Selvarani et al. 2013 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
Selvarani, V.
Neelakantan, M.A.
Silambarasan, V.
Velmurugan, D.
2-Hy­droxy-4-(prop-2-yn­yloxy)benz­alde­hyde
title 2-Hy­droxy-4-(prop-2-yn­yloxy)benz­alde­hyde
title_full 2-Hy­droxy-4-(prop-2-yn­yloxy)benz­alde­hyde
title_fullStr 2-Hy­droxy-4-(prop-2-yn­yloxy)benz­alde­hyde
title_full_unstemmed 2-Hy­droxy-4-(prop-2-yn­yloxy)benz­alde­hyde
title_short 2-Hy­droxy-4-(prop-2-yn­yloxy)benz­alde­hyde
title_sort 2-hy­droxy-4-(prop-2-yn­yloxy)benz­alde­hyde
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588223/
https://www.ncbi.nlm.nih.gov/pubmed/23476445
http://dx.doi.org/10.1107/S1600536812049598
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AT neelakantanma 2hydroxy4prop2ynyloxybenzaldehyde
AT silambarasanv 2hydroxy4prop2ynyloxybenzaldehyde
AT velmurugand 2hydroxy4prop2ynyloxybenzaldehyde