Citation: Bin ZHENG, Shu-Qin WANG, Xiao-Ting ZHANG, Wan-Yun HUANG. Syntheses and Crystal Structures of a Pair of Z-E Enaminonitrile Isomerisms[J]. Chinese Journal of Structural Chemistry, ;2021, 40(6): 821-826. doi: 10.14102/j.cnki.0254–5861.2011–3001 shu

Syntheses and Crystal Structures of a Pair of Z-E Enaminonitrile Isomerisms

College of Pharmacy, Guilin Medical University, Guilin 541004, China

Corresponding author: Wan-Yun HUANG, hwygxnu@163.com
Received Date: 13 October 2020
Accepted Date: 27 November 2020

Fund Project: the National Natural Science Foundation of China 21362007

Figures(5)

A pair of Z-E enaminonitrile isomerisms 2-(3, 4-dimethoxyphenyl)-3-((3-methoxyphenyl)amino)acrylonitrile (C₁₈H₁₈N₂O₃, M_r = 310.34) were synthesized and separated by flash column chromatography, and their structures were determined by IR, ¹H NMR, ¹³C NMR, MS and single-crystal X-ray diffraction. The crystal of compound 2a belongs to the monoclinic system, space group C2/c with a = 33.805(7), b = 5.4496(12), c = 18.401(4) Å, β = 112.45(2)º, V = 3133.1(12) Å³, Z = 8, μ = 0.091 mm^-1, D_c = 1.143 g⋅cm^-3, the final R = 0.0491 and wR = 0.1439 for 2764 observed reflections (I > 2σ(I)). The crystal of compound 2b belongs to the triclinic system, space group P1, with a = 8.8403(7), b = 9.0390(6), c = 12.0044(74) Å, α = 72.075(5), β = 86.291(5), γ = 81.216(5)º, V = 901.82(10) Å³, Z = 2, T = 293(2) K, μ = 0.079 mm^-1, D_c = 1.143 g⋅cm^-3, the final R = 0.0474 and wR = 0.1377 for 3176 observed reflections (I > 2σ(I)). The crystal packing of 2a and 2b is governed by intermolecular N(2)–H(2)…N(1) and N(2)–H(2)…O(2) interactions respectively to stabilize the structure.
- enaminonitrile,
- Z-E isomers,
- crystal structure,
- X-ray crystallography
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沈阳化工大学材料科学与工程学院沈阳 110142