Solvent‐assisted planar structure of a stilbene‐based salicylhydrazone compound: crystal structure,solvent‐ and aggregation‐induced emission,and switchable luminescence colouration |
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Authors: | Zong-Bin Fang Bin Zhang Qi-Zheng Yang Wenxu Zheng Xiao-Lin Hu Xi-He Huang Chang-Cang Huang Nai-Feng Zhuang Shu-Ting Wu |
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Abstract: | A novel stilbene‐based salicylhydrazone compound {systematic name: (E)‐4,4′‐(ethene‐1,2‐diyl)bis(N′E)‐N′‐(2‐hydroxybenzylidene)benzohydrazide] dimethyl sulfoxide disolvate, C30H24N4O4·2C2H6OS or L·2DMSO} was synthesized and characterized by single‐crystal X‐ray diffraction, powder X‐ray diffraction and luminescence spectroscopy. The title compound crystallizes in the monoclinic space group P21/c, with half a symmetry‐independent L molecule and one dimethyl sulfoxide (DMSO) solvent molecule in the asymmetric unit. The L molecule adopts an almost planar structure, with a small dihedral angle between the planes of the stilbene and salicylhydrazone groups. There are multiple π–π stacking interactions between adjacent L molecules. The DMSO solvent molecules act as proton donors and acceptors, forming hydrogen bonds of various strengths with the L molecules. In addition, the geometry optimization of a single molecule of L and its luminescence properties either in solution, as a solvated solid or as a desolvated solid were studied. The compound shows an aggregation‐induced emission (AIE) effect and exhibits switchable luminescence colouration in the solid state by the simple removal or re‐addition of the DMSO solvent. |
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Keywords: | stilbene luminescence salicylhydrazone crystal structure |
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