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Naji, M. |
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Motta, Antonella |
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Aletan, Dirar |
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Mohamed, Tarek |
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Ertürk, Emre |
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Taccardi, Nicola |
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Kononenko, Denys |
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Petrov, R. H. | Madrid |
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Alshaaer, Mazen | Brussels |
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Bih, L. |
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Casati, R. |
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Muller, Hermance |
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Kočí, Jan | Prague |
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Šuljagić, Marija |
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Kalteremidou, Kalliopi-Artemi | Brussels |
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Azam, Siraj |
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Ospanova, Alyiya |
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Blanpain, Bart |
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Ali, M. A. |
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Popa, V. |
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Rančić, M. |
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Ollier, Nadège |
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Azevedo, Nuno Monteiro |
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Landes, Michael |
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Rignanese, Gian-Marco |
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Wouters, Johan
in Cooperation with on an Cooperation-Score of 37%
Topics
Publications (18/18 displayed)
- 2022Structural study of bioisosteric derivatives of 5-(1 H-indol-3-yl)-benzotriazole and their ability to form chalcogen bonds
- 2021Triptycene Boronates, Boranes, and Boron Ate-Complexes
- 2020Synthesis, crystal structure and conformational analysis of an unexpected [1,5]dithiocine product of aminopyridine and thiovanillincitations
- 2020Complex mineralogical-geochemical sequences and weathering events in the supergene ore of the Cu–Co Luiswishi deposit (Katanga, D.R. Congo)citations
- 2017Assessing density functional theory approaches for predicting the structure and relative energy of salicylideneaniline molecular switches in the solid statecitations
- 2015Structural and energy insights on solid-state complexes with trimethoprim: A combined theoretical and experimental investigationcitations
- 2014How cocrystallization affects solid-state tautomerism : Stanozolol case studycitations
- 2013On the influence of using a zwitterionic coformer for cocrystallizationcitations
- 2013Structural study of prolinium/fumaric acid zwitterionic cocrystalscitations
- 2012Crystal structures of low-melting ionic transition-metal complexes with N-alkylimidazole ligandscitations
- 2010Cobalt(II) complexes of nitrile-functionalized ionic liquidscitations
- 2010On the fractional crystallization of palm olein:Solid solutions and eutectic solidificationcitations
- 2010Qingheiite-(Fe2+), Na2Fe2+MgAl(PO 4)3, a new phosphate mineral from the Sebastião Cristino pegmatite, Minas Gerais, Brazilcitations
- 2010Advantages of cocrystallization in the field of solid-statepharmaceutical chemistrycitations
- 2007Expedient, direct synthesis of (L)Pt(0)(1,6-diene) complexes from H 2PtCl6citations
- 2006Determination of physical changes of inulin related to sorption isothermscitations
- 2005Head-on immobilization of DNA fragments on CVD-diamond layers
- 2000Use of Theoretical Descriptors to Characterize Cation-π Binding Sites in (Macro)molecules
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article
Structural study of prolinium/fumaric acid zwitterionic cocrystals
Abstract
Pharmaceutical compounds are mostly developed as solid dosage forms containing a single crystal form. This implies that the selection of a particular crystal state for a given molecule is an important step for further clinical outlooks. Different methods can be used in the case of polymorphism issues at the time of optimal phase selection. One of the promising techniques developed these last few years is cocrystallization. In this context, proline (pyrrolidine-2-carboxylic acid) is considered in the present work. Cocrystals of proline and fumaric acid (E-butenedioic acid) are mainly analyzed by powder and single-crystal X-ray diffraction (PXRD and SCXRD, respectively). At first, the cocrystallization conditions are optimized by grinding (dry grinding), a green method for cocrystals screening and synthesis. Under specific conditions, single crystals of a 2:1 l-proline-fumaric acid racemic zwitterionic cocrystal have been obtained, an outcome confirmed by crystallographic analysis. Enantiomeric cocrystal form was obtained starting from d-proline. With the racemic compound (dl-proline), a three-component cocrystal is formed, the 1:1:1 l-proline-d-proline-fumaric acid cocrystal. Interestingly, this latter seems to be obtained using two distinct synthetic ways. Calorimetric measurements have been performed in order to establish the binary-phase diagram of the l-proline-fumaric acid cocrystal. Structural comparison with related structures from the Cambridge Structural Database revealed similarities in the crystalline network and introduced a systematic and detailed analysis of hydrogen bond interactions in zwitterionic cocrystalline structures involving proline.