(4S,5S)-2-(2-Fluorophenyl)-1,3-dioxolane-4,5-dicarboxamide

In the molecule of the title compound, C11H11FN2O4, the five-membered ring adopts an envelope conformation. An intramolecular N—H⋯F hydrogen bond occurs. In the crystal structure, intermolecular N—H⋯O hydrogen bonds link the molecules.

In the molecule of the title compound, C 11 H 11 FN 2 O 4 , the fivemembered ring adopts an envelope conformation. An intramolecular N-HÁ Á ÁF hydrogen bond occurs. In the crystal structure, intermolecular N-HÁ Á ÁO hydrogen bonds link the molecules.
In the molecule of the title compound ( Fig. 1) the bond lengths (Allen et al., 1987) and angles are within normal ranges.
In the crystal structure, intermolecular N-H···O hydrogen bonds (Table 1) link the molecules, in which they may be effective in the stabilization of the structure.

Experimental
For the preparatrion of the title compound, a mixture of 2-fluorbenzaldehyde (302 mg, 2.43 mmol), (2S,3S)-diethyltartrate (500 mg, 2.43 mmol), anhydrous copper sulfate (776 mg, 2.86 mmol) and one drop of methanesulfonic acid in anhydrous toluen (8 ml) was stirred at room temperature for 12 h. Anhydrous potassium carbonate (40 mg) was added to the reaction mixture, which was then stirred for a further 20 min. The resulting colorless precipitate was obtained by evaporation and dried in vacuo (yield; 87%). The obtained colorless product (10 mmol) was dissolved in anhydrous ethanol (50 ml), then a current of dry ammonia, dried with calcium chloride passed into the reaction mixture at room temperature for about 6 h. The reaction mixture was evaporated to dryness. Pure compound was obtained by crystallization from dichloromethane.
Crystals suitable for X-ray analysis were obatined by slow evaporation of an ethanol solution after one week.