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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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Detalles Bibliográficos
Autores principales: Kanagawa, Mayu, Okuno, Tsunehisa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
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.
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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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