Halogen-Bonding-Driven Self-Assembly of Solvates of Tetrabromoterephthalic Acid

Crystals

Mongkol Sukwattanasinitt¹  Winya Dungkaew²  Filip Kielar³  Kodchakorn Samakun⁴  Nucharee Chongboriboon⁴  Kittipong Chainok⁴ 

[1] Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand;Department of Chemistry, Faculty of Science, Mahasarakham University, Mahasarakham 44150, Thailand;Department of Chemistry, Faculty of Science, Naresuan University, Phitsanulok 65000, Thailand;Thammasat University Research Unit in Multifunctional Crystalline Materials and Applications (TU-MCMA), Faculty of Science and Technology, Thammasat University, Pathum Thani 12121, Thailand;

关键词: halogen bonds;    hydrogen bonds;    solvate;    structural phase transition;    Hirschfeld surface;    tetrabromoterephthalic acid;   

DOI  :  10.3390/cryst11020198

来源: DOAJ

【 摘 要 】

Halogen bonding is one of the most interesting noncovalent attractions capable of self-assembly and recognition processes in both solution and solid phase. In this contribution, we report on the formation of two solvates of tetrabromoterephthalic acid (H₂Br₄tp) with acetonitrile (MeCN) and methanol (MeOH) viz. H₂Br₄tp·2MeCN (1_MeCN) and H₂Br₄tp·2MeOH (2_MeOH). The host structures of both 1_MeCN and 2_MeOH are assembled via the occurrence of simultaneous Br···Br, Br···O, and Br···π halogen bonding interactions, existing between the H₂Br₄tp molecular tectons. Among them, the cooperative effect of the dominant halogen bond in combination with hydrogen bonding interactions gave rise to different supramolecular assemblies, whereas the strength of the halogen bond depends on the type of hydrogen bond between the molecules of H₂Br₄tp and the solvents. These materials show a reversible release/resorption of solvent molecules accompanied by evident crystallographic phase transitions.

【 授权许可】

Unknown