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1-(2-丙炔基)吲哚-2,3-二酮

1-(Prop-2-yn-yl)indoline-2,3-dione.

作者信息

Qachchachi Fatima-Zahrae, Ouazzani Chahdi Fouad, Misbahi Houria, Bodensteiner Michael, El Ammari Lahcen

机构信息

Laboratoire de Chimie Organique Appliquée, Université Sidi Mohamed Ben Abdallah, Faculté des Sciences et Techniques, Route d'Immouzzer, BP 2202 Fès, Morocco.

Institut National des Plantes Médicinales et Aromatiques, Université Sidi Mohamed Ben Abdallah, BP 2202 Fès, Morocco.

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2014 Feb 26;70(Pt 3):o360. doi: 10.1107/S1600536814003973. eCollection 2014 Mar 1.

DOI:10.1107/S1600536814003973
PMID:24765046
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3998508/
Abstract

The structure of the title compound, C11H7NO2, is isotypic to that of its homologue, 1-octylindoline-2,3-dione [Qachchachi et al. (2013 ▶). Acta Cryst. E69, o1801]. The indoline ring and the two carbonyl O atoms are approximately coplanar, the largest deviation from the mean plane being 0.021 (1) Å for one of the O atoms. The mean plane through the fused ring system is nearly perpendicular to the propynyl group, as indicated by the N-C-C-C torsion angle of 77.9 (1)°. In the crystal, mol-ecules are linked by C-H⋯O hydrogen bonds and π-π inter-actions between benzene rings [inter-centroid distance = 3.5630 (10) Å], forming a three-dimensional structure.

摘要

标题化合物C₁₁H₇NO₂的结构与其同系物1-辛基吲哚-2,3-二酮[Qachchachi等人(2013年▶)。Acta Cryst. E69, o1801]的结构同型。吲哚啉环和两个羰基O原子大致共面,其中一个O原子与平均平面的最大偏差为0.021 (1) Å。如N-C-C-C扭转角为77.9 (1)°所示,通过稠环体系的平均平面几乎垂直于丙炔基。在晶体中,分子通过C-H⋯O氢键和苯环之间的π-π相互作用[质心间距 = 3.5630 (10) Å]相连,形成三维结构。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95f0/3998508/43e4e81697b7/e-70-0o360-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95f0/3998508/956bf56c1bf9/e-70-0o360-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95f0/3998508/43e4e81697b7/e-70-0o360-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95f0/3998508/956bf56c1bf9/e-70-0o360-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95f0/3998508/43e4e81697b7/e-70-0o360-fig2.jpg

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本文引用的文献

1
1-Octylindoline-2,3-dione.
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2
A short history of SHELX.SHELX简史。
Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22. doi: 10.1107/S0108767307043930. Epub 2007 Dec 21.