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

In the title compound, C12H14N2O5, the five-membered ring adopts an envelope conformation. In the crystal structure, intermolecular N—H⋯O interactions link the molecules into a three-dimensional network. A weak C—H⋯π interaction is also found.

In the title compound, C 12 H 14 N 2 O 5 , the five-membered ring adopts an envelope conformation. In the crystal structure, intermolecular N-HÁ Á ÁO interactions link the molecules into a three-dimensional network. A weak C-HÁ Á Á interaction is also found.
Cg1 is the centroid of the C2-C7 ring.
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 interactions (Table 1) link the molecules into a three-dimensional network ( Fig. 2), in which they may be effective in the stabilization of the structure. A weak C-H···π interaction (Table 1) is also found.

Experimental
For the preparation of the title compound, a mixture of (2S,3S)-diethyl-tartrate (500 mg, 2.43 mmol), 3-methoxybenzaldehyde (331 mg, 2.43 mmol), anhydrous copper(II) sulfate (776 mg, 2.86 mmol) and one drop of methanesulfonic acid in anhydrous toluene (8 ml) was stirred at room temperature for 8 h. Anhydrous magnesium sulfate (30 mg) was added to the reaction mixture, which was then stirred for 20 min. Then, the resulting colorless precipitate was obtained by evaporation and dried in the vacuo (yield; 83%). The obtained colorless product (654 mg, 2 mmol) was dissolved in anhydrous ethanol (40 ml), and a current of dry ammonia, dried by calcium cholride was passed into the reaction mixture at room temperature for 4 h. Then, the reaction mixture was filtered and the resulting product was evaporated to dryness. Crystals suitable for X-ray analysis were obtained by slow evaporation of a methanol solution after four weeks.

Refinement
H atoms were positioned geometrically with N-H = 0.86 Å (for NH 2 ) and C-H = 0.93, 0.98 and 0.96 Å for aromatic, methine and methyl H atoms, respectively, and constrained to ride on their parent atoms, with U iso (H) = xU eq (C,N), where x = 1.5 for methyl H, and x = 1.2 for all other H atoms. The absolute structure could not be determined reliably, and 986 Friedel pairs were averaged before the last cycle of refinement.
supplementary materials sup-2 Figures   Fig. 1. The molecular structure of the title molecule with the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level