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Title: Conformational and enantiotropic polymorphism of a 1:1 cocrystal involving ethenzamide and ethylmalonic acid
Authors: Aitipamula, S.
Chow, P.S.
Tan, R.B.H. 
Issue Date: Nov-2010
Source: Aitipamula, S., Chow, P.S., Tan, R.B.H. (2010-11). Conformational and enantiotropic polymorphism of a 1:1 cocrystal involving ethenzamide and ethylmalonic acid. CrystEngComm 12 (11) : 3691-3697. ScholarBank@NUS Repository.
Abstract: Polymorphism in cocrystals is increasingly gaining interest because of the overwhelming interest in pharmaceutical cocrystals. In this paper, we report a 1:1 cocrystal of an analgesic drug, ethenzamide (EA), with ethylmalonic acid (EMA) which exists in two polymorphic forms. Both the polymorphs were characterized by various analytical techniques, such as single-crystal and powder X-ray diffraction, differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), hot-stage microscopy (HSM) and variable temperature X-ray diffraction (VTXRD). Crystal structure analysis suggests that the EMA molecules in both the polymorphs adopt different conformations but feature a common hydrogen bonding motif. Thermal analysis suggests that the polymorphs are related enantiotropically. Based on the information obtained from the thermal data and various other experiments, a semi-schematic energy-temperature diagram was constructed. Interestingly, it was observed that the polymorphic outcome of solid-state grinding is remarkably dependent on the polarity of the solvent used in the solvent-drop grinding experiments. © 2010 The Royal Society of Chemistry.
Source Title: CrystEngComm
ISSN: 14668033
DOI: 10.1039/c004491a
Appears in Collections:Staff Publications

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