Title of article :
Synthesis and structure of a 1:1 co-crystal of hexamethylenetetramine carboxyborane and acetaminophen
Author/Authors :
Ayudhya, Theppawut Department of Chemistry - University of Texas Permian Basin, USA , Raymond, Casey Department of Chemistry - State University of New York at Oswego - Oswego, New York, USA , Dingra, Nin Department of Chemistry - University of Texas Permian Basin, USA
Abstract :
Hexamethylenetetramine carboacetaminophenborane, a molecule with two pharmacophores attached to a central carboxyborate moiety, was synthesized and crystals were grown with an acetaminophen co-crystal former to result in the title 1:1 co-crystal [hexamethylenetetramine 4-acetamidophenyl 2-boranylacetate–4-acetamidophenol (1/1)], C15H22BN5O3·C8H9NO2. In the first of these molecules, both the borate-ester and acetylamino groups are considerably twisted away from the plane of the intervening benzene ring [dihedral angles = 76.89 (9) and 65.42 (9)°, respectively]. The extended structure of this co-crystal features N—H⋯O and O—H⋯O hydrogen bonds, which link the components into (100) sheets and weak C—H⋯O hydrogen bonds help to consolidate the structure.
Keywords :
co-crystal structure , CORCB , amine carboxyborane , acetaminophen
Journal title :
Acta Crystallographica Section E: Crystallographic Communications