Utilize este identificador para referenciar este registo: http://hdl.handle.net/10400.21/3832
Título: An insight into dapsone co-crystals: sulfones as participants in supramolecular interactions
Autor: Martins, Inês
Martins, Marta
Fernandes, Auguste
André, Vânia
Duarte, M. Teresa
Palavras-chave: Enantioselective Inclusion
Phamaceutical Phases
Sulfoxides
Refinement
Cocrystals
Acid
Data: 2013
Editora: Royal Soc Chemistry
Citação: MARTINS, Inês; [et al] - An insight into dapsone co-crystals: sulfones as participants in supramolecular interactions. CrystEngComm. Vol. 15, nr. 40 (2013), p. 8173-8179.
Resumo: Herein we disclose a new pathway for the design of dapsone co-crystals exploring the formation of N-H center dot center dot center dot O/N interactions using amide and pyridinic derivatives as potential co-formers. Two new co-crystals of dapsone, a sulfonamide antibiotic, with epsilon-caprolactam and 4,4'-bipyridine have been synthesized preferentially by traditional solution techniques, but mechanochemistry has also been addressed. The full structural characterization of these forms is discussed and shows that: (a) in the co-crystal with epsilon-caprolactam the typical N-NH2 center dot center dot center dot O-SO2 interactions of dapsone molecules and the cages formed between them are disrupted by a new N-NH2 center dot center dot center dot O-CONH interaction, in which epsilon-caprolactam molecules further form amide center dot center dot center dot amide R-2(2)(8) synthons and (b) in the co-crystal with 4,4'-bipyridine, the N-NH2 center dot center dot center dot O-SO2 interactions between dapsone molecules are maintained and additional N-NH2 center dot center dot center dot N-pyridine interactions are responsible for the formation of 4,4'-bipyridine channels between dapsone cages. Moreover, the thermal stability of these co-crystals is also discussed, showing that the co-formers leave the structure and hence the reported melting corresponds to the melting of pure dapsone.
Descrição: Agência Financiadora: Fundação para a Ciência e a Tecnologia - Pest-OE/QUI/UI0100/2013; PTDC/CTM-BPC/122447/2010; RECI/QEQ-QIN/0189/2012; SFRH/BPD/78854/2011
Peer review: yes
URI: http://hdl.handle.net/10400.21/3832
DOI: 10.1039/c3ce41323c
ISSN: 1466-8033
Versão do Editor: http://pubs.rsc.org/en/content/articlelanding/2013/ce/c3ce41323c#!divAbstract
Aparece nas colecções:ISEL - Eng. Quim. Biol. - Artigos

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