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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
Descripción
Sumario: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.