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(+)-[S-(E)]-N-(α-甲基亚苄基)-对甲苯亚磺酰胺的结构

Structure of (+)-[S-(E)]-N-(alpha-methylbenzylidene)-p-toluenesulfinamide.

作者信息

Robinson P D, Hua D H, Chen J S, Saha S

机构信息

Department of Geology, Southern Illinois University, Carbondale 62901.

出版信息

Acta Crystallogr C. 1991 Mar 15;47 ( Pt 3):594-6. doi: 10.1107/s0108270190006783.

DOI:10.1107/s0108270190006783
PMID:2069769
Abstract

C15H15NOS, Mr = 257.35, monoclinic, P2(1), a = 7.710 (2), b = 5.903 (5), c = 14.700 (3) A, beta = 91.48 (2) degrees, V = 668.8 (6) A3, Z = 2, Dx = 1.278 g cm-3, lambda(Mo K alpha) = 0.71069 A, mu = 2.18 cm-1, F(000) = 272, T = 296 K, R = 0.043, 944 unique observed reflections. This is the first structure determination of an N-alkylidenesulfinamide. The C = N bond is distorted and lengthened presumably because of the steric interaction and electron-withdrawing effect of the sulfinyl group. The nonplanar conformation is also a result of repulsive steric interaction. The configuration at C = N is trans. The title compound was obtained from the displacement reaction of (-)-1-methyl (S)-p-toluenesulfinate with methyllithium.

摘要

C15H15NOS,Mr = 257.35,单斜晶系,P2(1),a = 7.710 (2),b = 5.903 (5),c = 14.700 (3) Å,β = 91.48 (2)°,V = 668.8 (6) ų,Z = 2,Dx = 1.278 g cm⁻³,λ(Mo Kα) = 0.71069 Å,μ = 2.18 cm⁻¹,F(000) = 272,T = 296 K,R = 0.043,944个独立观测反射。这是首次对N - 亚烷基磺酰胺进行结构测定。C = N键发生扭曲并变长,可能是由于亚磺酰基的空间相互作用和吸电子效应。非平面构象也是空间排斥相互作用的结果。C = N处的构型为反式。标题化合物由(-)-1 - 甲基(S)-对甲苯亚磺酸盐与甲基锂的取代反应制得。

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