Aakeröy, Christer B.Panikkattu, SheeluDeHaven, BaillieDesper, John2013-07-162013-07-162012-09-19http://hdl.handle.net/2097/15978To establish how intermolecular interactions influence the supramolecular assembly of azopyridines, a total of five co-crystals of 3,3′ and 4,4′-azopyridine; 3,3′-azpy:succinic acid (3,3′-azpy:SA), 3,3′-azpy:adipic acid (3,3′-azpy:AA), 3,3′-azpy:suberic acid (3,3′-azpy:SuA), 3,3′-azpy:sebacic acid (3.3′-azpy:SeA), and 4,4′-azpy:suberic acid (4,4′-azpy:SuA) were synthesized. In all co-crystals of 3,3′-azopyridine, there are infinite 1-D zig-zag tapes composed of alternating 3,3′-azpy and diacids held together by COOHN(py) hydrogen bonds. Neighbouring chains are arranged into 2-D sheets via secondary inter-chain C–H•••O interactions between azopyridine ring hydrogen atoms and carbonyl oxygen atoms in an in-phase manner. However, in the co-crystal of 4,4′-azopyridine:suberic acid, the adjacent chains form 2-D sheets in an out-of-phase motif via two types of inter-chain C–H•••O interactions, i.e. between azopyridine ring hydrogen atoms and carbonyl oxygen as well as hydroxyl oxygen atoms. The structural consistency within the 3,3′-azopyridine co-crystals has made it possible to establish a correlation between melting point of the homomeric molecular solids and co-crystals of the corresponding carboxylic acids.en-USThis Item is protected by copyright and/or related rights. You are free to use this Item in any way that is permitted by the copyright and related rights legislation that applies to your use. For other uses you need to obtain permission from the rights-holder(s).AzopyridinesCo-crystalsArticle (author version)