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

In the title compound, C12H14N2O5, the five-membered 1,3-dioxolane ring has a twisted conformation. In the crystal, N—H⋯O and C—H⋯O hydrogen bonds link the molecules into a two-dimensional network lying parallel to the ab plane. There are also C—H⋯π interactions present in the crystal structure.

In the title compound, C 12 H 14 N 2 O 5 , the five-membered 1,3dioxolane ring has a twisted conformation. In the crystal, N-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds link the molecules into a two-dimensional network lying parallel to the ab plane.
There are also C-HÁ Á Á interactions present in the crystal structure.
In the crystal, intermolecular N-H···O and C-H···O hydrogen bonds link the molecules to form two-dimensional networks lieing parallel to the ab plane (Table 1 and Fig 2). There are also C-H···π interactions present in the crystal structure (Table 1).
The obtained colourless product (654 mg, 2 mmol) was dissolved in 40 ml anhydrous ethanol, then a current of dry ammonia (dried by calcium cholride) was passed into the reaction mixture at room temperature for 4 h. The reaction mixture was then filtered and the resulting product was evaporated to dryness. Pure compound was obtained by crystallization from ethanol. Block-like yellow crystals of the title compound, suitable for X-ray diffraction, were obatined by slow evaporation of a solution in methanol after four weeks.

Refinement
The NH and C-bound H-atoms were included in calculated positions and treated as riding atoms: N-H = 0.86 Å, C-H = 0.93, 0.98 and 0.96 Å for CH(aromatic), CH(methine), and CH 3 H-atoms, respectively, with U iso (H) = k × U eq (C,N), where k = 1.5 for CH 3 H-atoms, and k = 1.2 for all other H-atoms. In the final cycles of refinement, in the absence of significant anomalous scattering effects, 945 Friedel pairs were merged and Δf " set to zero.

Figure 1
The molecular structure of the title compound, showing the atom-numbering and displacement ellipsoids drawn at the 30% probability level.  where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max < 0.001 Δρ max = 0.16 e Å −3 Δρ min = −0.16 e Å −3 Extinction correction: SHELXL97 (Sheldrick, 2008), Fc * =kFc[1+0.001xFc 2 λ 3 /sin(2θ)] -1/4 Extinction coefficient: 0.024 (5) Special details Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )
x y z U iso */U eq O1 0.7648 (