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• W2040282186 abstract "The title compound, C 12 H 13 NO 4 , is one of the few examples that exhibits a syn conformation between the amide and ester carbonyl groups of the oxalyl group. This conformation allows the engagement of the amide H atom in an intramolecular three-centred hydrogen-bonding S (6) S (5) motif. The compound is self-assembled by C=O...C=O and amide–π interactions into stacked columns along the b -axis direction. The concurrence of both interactions seems to be responsible for stabilizing the observed syn conformation between the carbonyl groups. The second dimension, along the a -axis direction, is developed by soft C—H...O hydrogen bonding. Density functional theory (DFT) calculations at the B3LYP/6-31G(d,p) level of theory were performed to support the experimental findings." @default.
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• W2040282186 date "2015-04-15" @default.
• W2040282186 modified "2023-10-18" @default.
• W2040282186 title "Carbonyl–carbonyl interactions and amide π-stacking as the directing motifs of the supramolecular assembly of ethylN-(2-acetylphenyl)oxalamate in a synperiplanar conformation" @default.
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• W2040282186 doi "https://doi.org/10.1107/s2053229615006725" @default.
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