Synthon Modularity in 4-Hydroxybenzamide-Dicarboxylic Acid Cocrystals
Data(s) |
2012
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Resumo |
A family of 4-hydroxybenzamide-dicarboxylic acid cocrystals has been designed and subsequently isolated and characterized. The design strategy follows from an understanding of synthon modularity in crystal structures of monocomponent crystals such as gamma-quinol, 4,4'-biphenol and 4-hydroxybenzoic acid. These monocomponent structures contain infinite O-H center dot center dot center dot O-H center dot center dot center dot O-H center dot center dot center dot cooperative synthons linked with molecular connectors such as phenyl and biphenyl, and supramolecular connectors such as the acid dimer in 4-hydroxybenzoic acid. The cocrystal design was influenced by the anticipation that dicarboxylic acids can form a supramolecular connector mediated by acid-amide synthons with 4-hydroxybenzamide, which can then form the phenol O-H center dot center dot center dot O-H center dot center dot center dot O-H center dot center dot center dot infinite synthon. Effectively, the acid-amide and phenol synthons are insulated. The short axis of such a structure will be around 5.12 angstrom and this is borne out in 2:1 cocrystals of 4-hydroxybenzamide with oxalic, succinic, fumaric, glutaric (two forms) and pimelic acids. Hydrated variations of this structure type are seen in the cocrystals obtained with adipic and sebacic acids. |
Formato |
application/pdf application/pdf text/plain |
Identificador |
http://eprints.iisc.ernet.in/45785/1/cry_des_12-12_6188_2012.pdf http://eprints.iisc.ernet.in/45785/2/cg3013766_si_001.pdf http://eprints.iisc.ernet.in/45785/3/cg3013766_si_003.cif Tothadi, Srinu and Desiraju, Gautam R (2012) Synthon Modularity in 4-Hydroxybenzamide-Dicarboxylic Acid Cocrystals. In: CRYSTAL GROWTH & DESIGN, 12 (12). pp. 6188-6198. |
Publicador |
AMER CHEMICAL SOC |
Relação |
http://dx.doi.org/10.1021/cg3013766 http://eprints.iisc.ernet.in/45785/ |
Palavras-Chave | #Solid State & Structural Chemistry Unit |
Tipo |
Journal Article PeerReviewed |