Crystal structures of two thiacalix[4]arene derivatives anchoring four thiadiazole groups

Abstract

The crystal structures of two thiacalixarene derivatives anchoring thiadiazole functional groups at lower rim, C 60 H 72 O 4 S 12 N 8 (1), C 64 H 80 O 4 S 12 N 8 (2), have been determined by single crystal X-ray diffraction. The thiacalix[4]arene framework in both 1 and 2 adopts the 1,3-alternate conformation. Compound 1 forms a 1-D chain by weak hydrogen bonding (C-H⋅⋅⋅N) interactions between two thiadiazole groups in two different molecules. The chains are further connected to form a 2-D network through sulfur-sulfur (S⋅⋅⋅S) interactions. The lattice water molecules which exist as dimers by forming hydrogen bonds (O-H⋅⋅⋅O) promote a 3-D supramolecular structure through weak hydrogen bonding (O-H⋅⋅⋅S) interactions between the lattice water dimers and the 2-D networks. On the other hand, compound 2, based on dimer which is formed by weak hydrogen bonding (C-H⋅⋅⋅S) interactions, is extended to a 1-D chain through sulfur-sulfur (S⋅⋅⋅S) interactions. The dimers of lattice methanol molecules linked by hydrogen bonds (O-H⋅⋅⋅O) act as bridges to link the 1-D chains into a 2-D network through weak hydrogen bonding (C-H⋅⋅⋅N) interactions.

Promising advances of thiacalix[4]arene in crystal structures

“…All four N-H bonds of both amide bridges are (Fig. 57), 65 with four thiadiazole termini, both give a 1,3-alternate conformation with similar q angles ( Table 2). In the solid state, a couple of opposite thiadiazole rings is nearly parallel to each other, while the other couple is perpendicular mutually (Fig.…”

Recent developments of thiacalixarene based molecular motifs

“…61) formed 1D and 2D networks through weak hydrogen bonding (C-HÁ Á ÁN) interactions and sulfur-sulfur interactions between two thiadiazole groups of two different molecules. 196 The lattice water molecules acted as dimers between the 2D networks and promoted the 3D supramolecular structure through weak hydrogen bonds (O-HÁ Á ÁS). On the other hand, tetraallyl-appended thiacalix [4]arene 212 arranged into three alternating layers forming a parallel tube.…”