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Vol. 25 No. 6 (2013): Vol 25 Issue 6

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Synthesis and Crystal Structure of 5,5'-Dinitro-2,2'-[(1,4-butylene)dioxybis(nitrilomethylidyne)]diphenol

https://doi.org/10.14233/ajchem.2013.13920
Li Wang
School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, P.R. China
Yin-Xia Sun
School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, P.R. China
Xiu-Yan Dong
School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, P.R. China
Li Zhao
School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, P.R. China
Li Xu
School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, P.R. China

Corresponding Author(s) : Li Wang

wangl@mail.lzjtu.cn; wangli_78@126.com

Asian Journal of Chemistry, Vol. 25 No. 6 (2013): Vol 25 Issue 6

Abstract

The compound, 5,5'-dinitro-2,2'-[(1,4-butylene)dioxybis(nitrilomethylidyne)]diphenol, was synthesized by the reaction of 5-nitrosalicylaldehyde with 1,4-bis(aminooxy)butane in ethanol and characterized structurally by single crystal X-ray diffraction method. The molecule lies across a crystallographic inversion centre and assumes a Z configuration with respect to the C=N bond. The strong intramolecular O3-H3···N1 and O6-H6···N2 hydrogen bonds play an important role in the stability for the crystal structure of 5,5'-dinitro-2,2'-[(1,4-butylene)dioxybis-(nitrilomethylidyne)]diphenol. It is noteworthy that the two benzene rings of present compound form a dihedral angle of 6.59 (3) Å and the distance between the two intramolecular benzene rings is 3.701 (2) Å, revealing weak intramolecular p-p stacking interaction along b axis.

Keywords

Salen-type bisoxime Synthesis Crystal structure
Wang, L., Sun, Y.-X., Dong, X.-Y., Zhao, L., & Xu, L. (2013). Synthesis and Crystal Structure of 5,5’-Dinitro-2,2’-[(1,4-butylene)dioxybis(nitrilomethylidyne)]diphenol. Asian Journal of Chemistry, 25(6), 3437–3439. https://doi.org/10.14233/ajchem.2013.13920
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