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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...
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/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] |
format | Online Article Text |
id | pubmed-3588223 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT selvaraniv 2hydroxy4prop2ynyloxybenzaldehyde AT neelakantanma 2hydroxy4prop2ynyloxybenzaldehyde AT silambarasanv 2hydroxy4prop2ynyloxybenzaldehyde AT velmurugand 2hydroxy4prop2ynyloxybenzaldehyde |