Publication
An insight into dapsone co-crystals: sulfones as participants in supramolecular interactions
| dc.contributor.author | Martins, Inês | |
| dc.contributor.author | Martins, Marta | |
| dc.contributor.author | Fernandes, Auguste | |
| dc.contributor.author | André, Vânia | |
| dc.contributor.author | Duarte, M. Teresa | |
| dc.date.accessioned | 2014-09-22T20:24:10Z | |
| dc.date.available | 2014-09-22T20:24:10Z | |
| dc.date.issued | 2013 | |
| dc.description | 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 | por |
| dc.description.abstract | 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. | por |
| dc.identifier.citation | 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. | por |
| dc.identifier.doi | 10.1039/c3ce41323c | |
| dc.identifier.issn | 1466-8033 | |
| dc.identifier.uri | http://hdl.handle.net/10400.21/3832 | |
| dc.language.iso | eng | por |
| dc.peerreviewed | yes | por |
| dc.publisher | Royal Soc Chemistry | por |
| dc.relation.publisherversion | http://pubs.rsc.org/en/content/articlelanding/2013/ce/c3ce41323c#!divAbstract | por |
| dc.subject | Enantioselective Inclusion | por |
| dc.subject | Phamaceutical Phases | por |
| dc.subject | Sulfoxides | por |
| dc.subject | Refinement | por |
| dc.subject | Cocrystals | por |
| dc.subject | Acid | por |
| dc.title | An insight into dapsone co-crystals: sulfones as participants in supramolecular interactions | por |
| dc.type | journal article | |
| dspace.entity.type | Publication | |
| oaire.citation.conferencePlace | Cambridge | por |
| oaire.citation.endPage | 8179 | por |
| oaire.citation.issue | 40 | por |
| oaire.citation.startPage | 8173 | por |
| oaire.citation.title | CrystEngComm | por |
| oaire.citation.volume | 15 | por |
| rcaap.rights | restrictedAccess | por |
| rcaap.type | article | por |
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