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Crystal structure of 4-(prop-2-yn-1-yloxy)benzonitrile
In the title compound, C(10)H(7)NO, the dihedral angle between the aromatic ring and the prop-2-yn-1-yloxy grouping is 9.47 (10)°. The bond lengths indicate electronic conjugation between the cyano group, the benzene ring and the propynyloxy oxygen atom. In the crystal, a hydrogen bond between the...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384594/ https://www.ncbi.nlm.nih.gov/pubmed/25878891 http://dx.doi.org/10.1107/S2056989014028035 |
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author | Kanagawa, Mayu Okuno, Tsunehisa |
author_facet | Kanagawa, Mayu Okuno, Tsunehisa |
author_sort | Kanagawa, Mayu |
collection | PubMed |
description | In the title compound, C(10)H(7)NO, the dihedral angle between the aromatic ring and the prop-2-yn-1-yloxy grouping is 9.47 (10)°. The bond lengths indicate electronic conjugation between the cyano group, the benzene ring and the propynyloxy oxygen atom. In the crystal, a hydrogen bond between the acetylenic C—H atom and the cyano nitrogen atom link the molecules into wave-like [30-1] C(11) chains. These chains are connected by Csp (2)—H⋯π(ac) (π(ac) is the acetylinic C—C triple bond) close contacts [2.794 (1) Å], resulting in a rolling sheet structure parallel to the ac plane and aromatic π–π stacking interactions between the sheets [centroid–centroid distance = 3.593 (2) Å] generate a three-dimensional network. |
format | Online Article Text |
id | pubmed-4384594 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-43845942015-04-15 Crystal structure of 4-(prop-2-yn-1-yloxy)benzonitrile Kanagawa, Mayu Okuno, Tsunehisa Acta Crystallogr E Crystallogr Commun Data Reports In the title compound, C(10)H(7)NO, the dihedral angle between the aromatic ring and the prop-2-yn-1-yloxy grouping is 9.47 (10)°. The bond lengths indicate electronic conjugation between the cyano group, the benzene ring and the propynyloxy oxygen atom. In the crystal, a hydrogen bond between the acetylenic C—H atom and the cyano nitrogen atom link the molecules into wave-like [30-1] C(11) chains. These chains are connected by Csp (2)—H⋯π(ac) (π(ac) is the acetylinic C—C triple bond) close contacts [2.794 (1) Å], resulting in a rolling sheet structure parallel to the ac plane and aromatic π–π stacking interactions between the sheets [centroid–centroid distance = 3.593 (2) Å] generate a three-dimensional network. International Union of Crystallography 2015-01-10 /pmc/articles/PMC4384594/ /pubmed/25878891 http://dx.doi.org/10.1107/S2056989014028035 Text en © Kanagawa and Okuno 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 Kanagawa, Mayu Okuno, Tsunehisa Crystal structure of 4-(prop-2-yn-1-yloxy)benzonitrile |
title | Crystal structure of 4-(prop-2-yn-1-yloxy)benzonitrile |
title_full | Crystal structure of 4-(prop-2-yn-1-yloxy)benzonitrile |
title_fullStr | Crystal structure of 4-(prop-2-yn-1-yloxy)benzonitrile |
title_full_unstemmed | Crystal structure of 4-(prop-2-yn-1-yloxy)benzonitrile |
title_short | Crystal structure of 4-(prop-2-yn-1-yloxy)benzonitrile |
title_sort | crystal structure of 4-(prop-2-yn-1-yloxy)benzonitrile |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384594/ https://www.ncbi.nlm.nih.gov/pubmed/25878891 http://dx.doi.org/10.1107/S2056989014028035 |
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