1. Syntheses, crystal structures and intermolecular interactions of six novel pyrimidin-2-yl-substituted triaryltriazoles.
- Author
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Huijie Song, Ri Peng, Yi Zuo, Tao Wang, and Dunru Zhu
- Subjects
INTERMOLECULAR interactions ,CRYSTAL structure ,HYDROGEN bonding ,SURFACE analysis ,ELEMENTAL analysis ,COORDINATION polymers ,SOLVATION - Abstract
Six new pyrimidin-2-yl-substituted triaryltriazoles, namely, 4-(4-R-phenyl)-3- (pyridin-2-yl)-5-(pyrimidin-2-yl)-1,2,4-triazoles [L¹ : R = methoxy (OCH
3 ); L² : R = methyl (CH3 ); L³ : R = nil (H); L4 : R = bromo (Br); L5 : R = chloro (Cl); L6 : R = fluoro (F)] have been successfully synthesized with yields in the range 68.3– 81.7%. Compounds L1–6 have been characterized by UV–Vis, FT–IR, ¹H NMR and ESI–MS spectroscopy, and elemental analysis. In addition, the structures of L2–6 and the ethanol monosolvate of L² (L² ·C2 H5 OH) have been determined by single-crystal X-ray diffraction. A combination of intermolecular O—H...N, C—H...O, C—H...N and C—H...π hydrogen bonds connects the components of L² ·C2 H5 OH into a three-dimensional (3D) framework. A combination of three intermolecular C—H...N hydrogen bonds links the molecules of L² or L³ into two different 3D networks. Both L4 and L5 show a similar 3D net structure through two intermolecular C—H...N hydrogen bonds and one kind of C—H...π interaction. However, L6 displays a more complicated 3D net structure via three intermolecular C—H...N hydrogen bonds and one kind of C—H...π interaction. Notably, an interaction between the π-electrons and the lone-pair p-electrons of a halogen atom (Br, Cl and F) is observed in L4–6 , which will further stabilize the 3D networks. The intermolecular interactions in L² ·C2 H5 OH and L2–6 were further investigated by 3D Hirshfeld surface analyses and 2D fingerprint plots to show that the prominent interactions are H...H, N...H/H...N and C...H/H...C contacts. [ABSTRACT FROM AUTHOR]- Published
- 2024
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