Solid state structure of p-bromo phenyl 4,5,7-tri-O-benzyl-β-d-glycero-d-talo-septanoside and an analysis of non-covalent interactions

• Synthesis of p-bromophenyl septanoside, as an anomeric mixture is reported.
• The β-anomer crystallized and the single crystal X-ray structural determination is performed.
• The septanoside adopts a twist-chair conformation, with conformational descriptor O,1TC2,3.
• A rich net-work of non-covalent interactions is found to stabilize the crystal lattice.
• Apart from O–H⋯O hydrogen bonding, C–H⋯π, C–H⋯Br and aromatic π⋯π non-covalent interactions are observed.

The solid state structure of a new seven-membered sugar oxepane derivative, namely, p-bromo phenyl 4,5,7-tri-O-benzyl-β-d-glycero-d-talo-septanoside is discussed, as determined through single crystal X-ray structural determination and in relation to their conformational features. The molecule adopts twist-chair as the preferred conformation, with conformational descriptor O,1TC2,3. The solid state packing of molecules is governed by a rich network of non-covalent bonding originating from O–H⋯O, C–H⋯π, C–H⋯Br and aromatic π⋯π interactions that stabilize the packing of molecules in the crystal.

Figure optionsDownload as PowerPoint slide