Synthesis and Crystal Structures of Methyl 3-(Benzoylamino)-6-methyl-2-oxo-2<Emphasis Type="Italic">H</Emphasis>-pyran-5-carboxylate and <Emphasis Type="Italic">N</Emphasis>-[5-(3,4-Dimethoxyphenyl)-6-methyl-2-oxo-2<Emphasis Type="Italic">H</Emphasis>-pyran-3-yl]benzamide |
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Authors: | Krištof Kranjc Amadej Juranovič Marijan Kočevar Franc Perdih |
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Institution: | (1) Faculty of Chemistry and Chemical Technology, University of Ljubljana, Aškerčeva cesta 5, 1000 Ljubljana, Slovenia;(2) CO EN-FIST, Dunajska 156, 1000 Ljubljana, Slovenia; |
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Abstract: | Abstract The compounds methyl 3-(benzoylamino)-6-methyl-2-oxo-2H-pyran-5-carboxylate (1), C15H13NO5, and N-5-(3,4-dimethoxyphenyl)-6-methyl-2-oxo-2H-pyran-3-yl]benzamide (2), C21H19NO5, crystallize as a centrosymmetric hydrogen-bonded dimer facilitated by N–H···O interactions involving the amide and carbonyl
moiety of the lactone group of adjacent molecules. Supramolecular aggregation in 1 is controlled by a combination of π–π interactions centroid–centroid distance = 4.0745(11) ?] and weak C–H···O hydrogen
bonding between the phenyl ring of the benzoylamino group and the carbonyl atom of the methoxycarbonyl group and in 2 by a combination of π–π interactions centroid–centroid distance = 4.0699(8) and 4.1556(10) ?], weak C–H···O interactions
between the methoxy substituents of the adjacent dimethoxyphenyl group and weak C–H··· π interactions. |
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