Absolute Configuration and Polymorphism of 2-phenylbutyramide and a-methyl -a-phenylsuccinimide

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dc.contributor.authorKrivoshein, Arcadius
dc.date.accessioned2020-05-26T16:48:10Z
dc.date.available2020-05-26T16:48:10Z
dc.date.issued2014
dc.description.abstractCrystal structures of racemic and homochiral forms of 2-phenylbutyramide (1) and 3-methyl-3-phenylpyrrolidine-2,5-dione (2) were investigated in detail by a single crystal X-ray diffraction study. Absolute configurations of the homochiral forms of 1 and 2, obtained by chromatographic separation of racemates, were determined. It was revealed that racemate and homochiral forms of 1 are very similar in terms of supramolecular organization (H-bonded ribbons) in crystal, infrared (IR) spectral characteristics, and melting points. The presence of two different molecular conformations in homochiral forms of 1 allowed mimicking of crystal packing of the H-bonded ribbons in racemate 1. Two polymorph modifications (monoclinic and orthorhombic) comprising very similar H-bonded zigzag-like chains were found for the homochiral forms of compound 2 that were significantly different in terms of crystal structure, IR spectra, and melting points from the racemic form of 2. Unlike compound 1, homochiral forms of compound 2 have a higher density than the corresponding racemate which contradicts the Wallach rule and indicates that, in this case, homochiral forms are more stable than racemate forms.en_US
dc.identifier.citationKhrustalev, V. N., Sandhu, B., Bentum, S., Fonari, A., Krivoshein, A. V., and Timofeeva, T. V. (2014) Absolute configuration and polymorphism of 2-phenylbutyramide and a-methyl-a-phenylsuccinimide, Crystal Growth & Design 14, 3360-3369.en_US
dc.identifier.urihttps://hdl.handle.net/10657.1/2349
dc.publisherCrystal Growth & Designsen_US
dc.subjectAmides,Inhibitors,Inhibition,Screening assays,Receptorsen_US
dc.subjectCrystals, Noncovalent interactions, Molecular structure, Crystal structure, Moleculesen_US
dc.titleAbsolute Configuration and Polymorphism of 2-phenylbutyramide and a-methyl -a-phenylsuccinimideen_US
dc.typeArticleen_US

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Arcadius V. Krivoshein