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(S)-(+)-1-(1-萘基)-1-(2-噻吩基亚甲基)乙胺。

(S)-(+)-1-(1-Naphth-yl)-1-(2-thienylmethyl-ene)ethyl-amine.

作者信息

Espinosa Leija Armando, Hernández Guadalupe, Portillo Roberto, Gutiérrez René, Bernès Sylvain

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2009 Jun 20;65(Pt 7):o1651. doi: 10.1107/S1600536809022375.

Abstract

The title chiral imine, C(17)H(15)NS, has been obtained via a direct synthesis route. The imine group displays the common E configuration, and is almost coplanar with the thio-phene heterocycle; the dihedral angle between the C=N-C group and the thio-phene ring is 5.1 (8)°. In contrast, the naphthyl group makes an angle of 83.79 (13)° with the thio-phene ring. The observed solid-state mol-ecular conformation is suitable for the use of this mol-ecule as an N,S-bidentate Schiff base ligand. The mol-ecular packing features double C-H⋯π inter-actions between naphthyl groups of neighboring mol-ecules, which form chains in the [100] direction. The crystal structure is further stabilized by a short C-H⋯π contact involving the methyl group and one ring of a naphthyl group. The resulting two-dimensional network is completed by a weak inter-molecular C-H(imine)⋯π(thio-phene) inter-action.

摘要

标题化合物手性亚胺C(17)H(15)NS是通过直接合成路线得到的。亚胺基团呈现常见的E构型,且几乎与噻吩杂环共平面;C=N-C基团与噻吩环之间的二面角为5.1 (8)°。相比之下,萘基与噻吩环的夹角为83.79 (13)°。观察到的固态分子构象适合将该分子用作N,S-双齿席夫碱配体。分子堆积的特征是相邻分子的萘基之间存在双重C-H⋯π相互作用,这些相互作用在[100]方向上形成链。晶体结构通过涉及甲基和萘基的一个环的短C-H⋯π接触进一步稳定。由此产生的二维网络通过弱分子间C-H(亚胺)⋯π(噻吩)相互作用得以完善。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b5c4/2969493/9e47d4089919/e-65-o1651-fig1.jpg

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