A 3D supramolecular dimeric assembly based on thiacalix[4]arene by halogen bonding and carbonyl bonding and its dynamic NMR study of conformational preferences

GRAPHICAL ABSTRACT

ABSTRACT

The dimeric assembly of 5,11,17,23-tetrabromo-25,26,27,28-tetrahydroxy thiacalix[4]arene (2) was constructed with several interesting noncovalent interactions such as halogen bonding, sulfur···sulfur (S···S), C=O···π, and hydrogen bonding which were also supported by DFT calculations. In addition, we studied the conformational preferences of 2 using variable temperature NMR experiments. The results revealed that the compound exists in various conformations in a solution state and in a partial cone conformation in a solid state.

KEYWORDS:

• Crystal engineering
• C=O···π interaction
• C=O·Br interaction
• VT-NMR

Funding

This work is partially supported by the “Program to Disseminate Tenure Tracking System,” MEXT, Japan.