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2-Propynyl 2-hydroxybenzoate
The title compound, C(10)H(8)O(3), has been synthesized as part of our investigations into the generation of new antibacterial agents and serves as a building block for the synthesis of compound libraries. The compound crystallizes with two independent molecules in the asymmetric unit. The transoi...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980208/ https://www.ncbi.nlm.nih.gov/pubmed/21580108 http://dx.doi.org/10.1107/S160053680905421X |
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author | Levonis, Stephan M. Kiefel, Milton J. Houston, Todd A. Healy, Peter C. |
author_facet | Levonis, Stephan M. Kiefel, Milton J. Houston, Todd A. Healy, Peter C. |
author_sort | Levonis, Stephan M. |
collection | PubMed |
description | The title compound, C(10)H(8)O(3), has been synthesized as part of our investigations into the generation of new antibacterial agents and serves as a building block for the synthesis of compound libraries. The compound crystallizes with two independent molecules in the asymmetric unit. The transoid propynyl ester groups are coplanar with the 2-hydroxybenzoate group with maximum deviations of −0.3507 (3) and 0.1591 (3) Å for the terminal carbons, with intramolecular O—H⋯O hydrogen bonding providing rigidity to the structure and ensuring that the reactivity of the alkyne is not compromised by steric factors. The propynyl group forms intermolecular C—H⋯O interactions with the phenolic O atom. Supramolecular chains along the b axis are found for both molecules with links by weak O—H⋯O intermolecular interactions in the first independent molecule and C—H⋯O interactions in the second. |
format | Text |
id | pubmed-2980208 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29802082010-12-30 2-Propynyl 2-hydroxybenzoate Levonis, Stephan M. Kiefel, Milton J. Houston, Todd A. Healy, Peter C. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(10)H(8)O(3), has been synthesized as part of our investigations into the generation of new antibacterial agents and serves as a building block for the synthesis of compound libraries. The compound crystallizes with two independent molecules in the asymmetric unit. The transoid propynyl ester groups are coplanar with the 2-hydroxybenzoate group with maximum deviations of −0.3507 (3) and 0.1591 (3) Å for the terminal carbons, with intramolecular O—H⋯O hydrogen bonding providing rigidity to the structure and ensuring that the reactivity of the alkyne is not compromised by steric factors. The propynyl group forms intermolecular C—H⋯O interactions with the phenolic O atom. Supramolecular chains along the b axis are found for both molecules with links by weak O—H⋯O intermolecular interactions in the first independent molecule and C—H⋯O interactions in the second. International Union of Crystallography 2009-12-24 /pmc/articles/PMC2980208/ /pubmed/21580108 http://dx.doi.org/10.1107/S160053680905421X Text en © Levonis et al. 2010 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 Levonis, Stephan M. Kiefel, Milton J. Houston, Todd A. Healy, Peter C. 2-Propynyl 2-hydroxybenzoate |
title | 2-Propynyl 2-hydroxybenzoate |
title_full | 2-Propynyl 2-hydroxybenzoate |
title_fullStr | 2-Propynyl 2-hydroxybenzoate |
title_full_unstemmed | 2-Propynyl 2-hydroxybenzoate |
title_short | 2-Propynyl 2-hydroxybenzoate |
title_sort | 2-propynyl 2-hydroxybenzoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980208/ https://www.ncbi.nlm.nih.gov/pubmed/21580108 http://dx.doi.org/10.1107/S160053680905421X |
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