Structural diversity in 1D hydrogen-bonded chains assembled through bis(triazole) self–association

We show that simple phenyl-1,3-bis(triazole) groups dimerise in solution. Dimerisation in CDCl3 is too strong to measure by 1H NMR spectroscopy, and dimerisation in 9:1 CDCl3:d6-acetone is relatively strong (Kdimerisation = 1361 ± 65 M–1). A ditopic compound 1 containing two bis(triazole) groups crystallises to give hydrogen-bonded chains. Four different crystal structures were obtained, all of which are 1D chains, and all of which contain small solvent-filled channels. While the overall structure and packing are similar, diversity in the hydrogen bonding arrangements is observed due to the possibility of the triazole groups adopting either syn or anti conformations.