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(2E)-1-(2-甲基-4-苯基喹啉-3-基)-3-(3-甲硫基苯-2-基)丙-2-烯-1-酮

(2E)-1-(2-Methyl-4-phenyl-quinolin-3-yl)-3-(3-methyl-thio-phen-2-yl)prop-2-en-1-one.

作者信息

Prasath R, Bhavana P, Ng Seik Weng, Tiekink Edward R T

机构信息

Department of Chemistry, BITS, Pilani-K. K. Birla Goa Campus, Goa 403 726, India.

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2013 Mar 1;69(Pt 3):o426-7. doi: 10.1107/S1600536813004753. Epub 2013 Feb 23.

DOI:10.1107/S1600536813004753
PMID:23476599
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3588408/
Abstract

In the title compound, C24H19NOS, the quinoline residue (r.m.s. deviation = 0.018 Å) is essentially orthogonal to both the phenyl [dihedral angle = 88.95 (8)°] and 2-thienyl [81.98 (9)°] rings. The carbonyl O atom lies to one side of the quinoline plane, the carbonyl C atom is almost coplanar and the remaining atoms of the chalcone residue lies to the other side, so that overall the mol-ecule has an L-shape. The conformation about the ethyl-ene bond [1.340 (2) Å] is E. In the crystal, a supra-molecular chain with the shape of a square rod aligned along the b-axis direction is sustained by C-H⋯π inter-actions, the π-systems being the heterocyclic rings.

摘要

在标题化合物C₂₄H₁₉NOS中,喹啉残基(均方根偏差 = 0.018 Å)与苯基 [二面角 = 88.95 (8)°] 和2-噻吩基 [81.98 (9)°] 环基本正交。羰基O原子位于喹啉平面的一侧,羰基C原子几乎共面,查耳酮残基的其余原子位于另一侧,因此整个分子呈L形。乙烯键 [1.340 (2) Å] 的构象为E型。在晶体中,由C—H⋯π相互作用维持着沿b轴方向排列成方棒状的超分子链,π体系为杂环。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a1f6/3588408/b1291359c8cf/e-69-0o426-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a1f6/3588408/187b668d59d5/e-69-0o426-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a1f6/3588408/cb9e5a5ae567/e-69-0o426-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a1f6/3588408/b1291359c8cf/e-69-0o426-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a1f6/3588408/187b668d59d5/e-69-0o426-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a1f6/3588408/cb9e5a5ae567/e-69-0o426-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a1f6/3588408/b1291359c8cf/e-69-0o426-fig3.jpg

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本文引用的文献

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Spectral, biological screening of metal chelates of chalcone based Schiff bases of N-(3-aminopropyl) imidazole.基于 N-(3-氨丙基)咪唑的查尔酮席夫碱的金属螯合物的光谱、生物筛选。
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(2E)-1-(2,4-Dimethyl-quinolin-3-yl)-3-(thio-phen-2-yl)prop-2-en-1-one.(2E)-1-(2,4-二甲基喹啉-3-基)-3-(噻吩-2-基)丙-2-烯-1-酮
Acta Crystallogr Sect E Struct Rep Online. 2011 Sep 1;67(Pt 9):o2283-4. doi: 10.1107/S1600536811031485. Epub 2011 Aug 11.
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