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dc.contributor.authorPallipurath, Anuradha R.
dc.contributor.authorCivati, Francesco
dc.contributor.authorEziashi, Magdalene
dc.contributor.authorOmar, Elaf
dc.contributor.authorMcArdle, Patrick
dc.contributor.authorErxleben, Andrea
dc.date.accessioned2017-05-23T13:02:26Z
dc.date.issued2016-09-26
dc.identifier.citationPallipurath, Anuradha R., Civati, Francesco, Eziashi, Magdalene, Omar, Elaf, McArdle, Patrick, & Erxleben, Andrea. (2016). Tailoring Cocrystal and Salt Formation and Controlling the Crystal Habit of Diflunisal. Crystal Growth & Design, 16(11), 6468-6478. doi: 10.1021/acs.cgd.6b01154en_IE
dc.identifier.issn1528-7505
dc.identifier.urihttp://hdl.handle.net/10379/6535
dc.description.abstractCrystal habit modification of the drug diflunisal that normally grows into extremely thin, long needles has been achieved by breaking the stacking effect with the help of coformers. Eight new cocrystals are reported, along with three crystal structures. In all cases, ortho F disorder, often a feature in diflunisal structures was absent due to the presence of CH F interactions. Co-milling diflunisal with oxalic acid produced 1:1 and 2:1 cocrystals. In contrast, in solution crystallization, oxalic acid played the role of an additive resulting in the crystallization of diflunisal form I rather than form III. To rationalize cocrystal formation, a statistical analysis of the Cambridge Crystallographic Data Centre database for aromatic o-hydroxy carboxylic acids was carried out. All cocrystals of o-hydroxy carboxylic acids with the COOH dimer motif have an electron withdrawing group on one of the acids. COOH center dot center dot center dot N-ar motifs are formed preferentially over carboxylic homodimers in the presence of an N-ar coformer.en_IE
dc.description.sponsorshipThis work was supported by Science Foundation Ireland under Grant No. [12/RC/2275] as part of the Synthesis and Solid State Pharmaceutical Centre (SSPC).en_IE
dc.formatapplication/pdfen_IE
dc.language.isoenen_IE
dc.publisherAmerican Chemical Societyen_IE
dc.relation.ispartofCrystal Growth & Designen
dc.subjectPharmaceutical co-crystalen_IE
dc.subjectMulticomponent crystallization routesen_IE
dc.subjectHydrogen-bondsen_IE
dc.subjectStructure predictionen_IE
dc.subjectOrganic compoundsen_IE
dc.subjectSalicylic aciden_IE
dc.subjectNicotinamideen_IE
dc.subjectDrugen_IE
dc.subjectIsonicotinamideen_IE
dc.subjectSulfamerazineen_IE
dc.titleTailoring cocrystal and salt formation and controlling the crystal habit of diflunisalen_IE
dc.typeArticleen_IE
dc.date.updated2017-05-18T08:05:43Z
dc.identifier.doi10.1021/acs.cgd.6b01154
dc.local.publishedsourcehttp://dx.doi.org/10.1021/acs.cgd.6b01154en_IE
dc.description.peer-reviewedpeer-reviewed
dc.contributor.funder|~|
dc.description.embargo2017-09-26
dc.internal.rssid11748294
dc.local.contactAndrea Erxleben, School Of Chemistry, Room 150, Arts/Science Building, Nui Galway. 2483 Email: andrea.erxleben@nuigalway.ie
dc.local.copyrightcheckedNo
dc.local.versionACCEPTED
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