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Research Article Open access CC BY 4.0

Synthesis, Molecular Structure and Crystal Packing Peculiarities of Some 5-Arylidene-3-phenylrhodanine Derivatives

Xiumei Bai, Danila R. Chernyavskiy, Anna D. Maksimova, Ilya A. Yakushev, Viktor A. Tafeenko, Elena K. Beloglazkina, Alexander V. Finko

Organics · pp. 24–24 · Published 8 Jun 2026

10.3390/org7020024

Abstract

We report the synthesis and single-crystal X-ray structures of three novel (Z)-5-arylidene-3-phenylrhodanine derivatives, differing in the substituents on the benzylidene fragment (two methoxy groups (compound I), a dioxine ring (compound II), or a dioxole ring (compound III)). Despite the overall similarity of the molecules, their supramolecular architectures were found out to be strikingly different. The results of intermolecular interactions in those structures are investigated via Hirshfeld surface, molecular electrostatic potential surface and non-covalent interaction analyses. The fine modulation of the arylidene substituent can switch the primary intermolecular synthon from weak S···S bonding to n···π* interactions, offering new possibilities for crystal engineering of rhodanine-based materials.

Intermolecular force Ring (chemistry) Supramolecular chemistry Synthon Substituent Molecule Crystal (programming language) Chemistry

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