MOLECULAR AND CRYSTAL STRUCTURE OF 4-DICHLOROMETHYLENE-5-BENZOYL-6-PHENYL-PERHYDROPYRIMIDIN-2-ONE AND ITS N(1)-SUBSTITUTED ANALOGUE
E. V. Mironova, D. B. Krivolapov, I. A. Litvinov, L. V. Mustakimova, V.A. Mamedov
Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Kazan, Russia
Keywords: 2(1H)-пиримидиноны, дегидратация пиримидинонов, рентгеноструктурный анализ, молекулярная и кристаллическая структура, 2(1H)-pyrimidinones, dehydration of pyrimidinones, single crystal X-ray diffraction analysis, molecular and crystal structure
Abstract
A single crystal X-ray diffraction analysis of 4-dichloromethylene-5-benzoyl-6-phenyl-perhydropyrimidin-2-one and its functionally substituted analogue with a methylcarbonyl substituent at the N(1) atom in the heterocycle is performed. The molecules of both compounds have two chiral centers. Only rel(S,R)-diastereomers are found in the crystals (the crystals are centrosymmetric). In the 4-dichloromethylene-5-benzoyl-6-phenyl-perhydropyrimidin-2-one molecule the heterocycle is in the С(6)-sofa conformation, whereas the molecule of the substituted analogue has a distorted boat conformation. Due to classical hydrogen bonds there are 1D and 0D supramolecular structures in the crystals of the studied compounds. Interactions of the С-H⋯O type, which only stabilize the structure of already formed associates rather than link the chains or dimers with each other, are also noted.
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