3-(2-Oxo-2,3,4,5-tetrahydrofuran-3-yl)-1-benzofuran-2-carbonitrile

The asymmetric unit of the title compound, C13H9NO3, consists of two crystallographically independent molecules. In each molecule, the tetrahydrofuran (THF) ring adopts an envelope conformation with one of the methylene C atoms positioned at the flap. The dihedral angles between the mean plane of the THF and the benzofuran ring system are 70.85 (5) and 89.59 (6)°. In the crystal, molecules are stacked in a column along the a-axis direction through C—H⋯O hydrogen bonds, with columns further linked by C—H⋯N and C—H⋯O interactions.

The asymmetric unit of the title compound, C 13 H 9 NO 3 , consists of two crystallographically independent molecules. In each molecule, the tetrahydrofuran (THF) ring adopts an envelope conformation with one of the methylene C atoms positioned at the flap. The dihedral angles between the mean plane of the THF and the benzofuran ring system are 70.85 (5) and 89.59 (6) . In the crystal, molecules are stacked in a column along the a-axis direction through C-HÁ Á ÁO hydrogen bonds, with columns further linked by C-HÁ Á ÁN and C-HÁ Á ÁO interactions.

Comment
As an extension of our work to develop complex heterocyclic skeletons for potential pharmaceutics in one step using the The asymmetric unit of the title compound consists of two crystallographically independent molecules. In the molecules, the tetrahydrofuran C10/C11/O2/C12/C13 and C23/C24/O5/C25/C26 rings adopt envelope conformations with atoms C13 and C26, respectively, at the flaps. The dihedral angle between the mean plane of the tetrahydrofuran C10/C11/O2/C12/C13 ring and the benzofuran C1-C8/O1 ring system is 70.85 (5)°, while the angle between the mean plane of the C23/C24/O5/C25/C26 ring and the C14-C21/O4 ring system is 89.59 (6)°. In the crystal, molecules are stacked in column along the a axis through C10-H10···O3 ii and C17-H17···O6 ii (symmetry code in Table 1) hydrogen bonds. The columns are further linked by C4-H4···O6 i and C20-H20···N2 iii (symmetry codes in Table 1) hydrogen bonds.

Refinement
H atoms were located in a difference Fourier map and then were positioned geometrically (C-H = 0.95, 0.99 or 1.00 Å) and refined as riding, with U iso (H) = 1.2U eq (C).

Figure 1
The asymmetric unit of the title compound, with the atom-labeling. Displacement ellipsoids of non-H atoms are drawn at the 50% probability level.

3-(2-Oxo-2,3,4,5-tetrahydrofuran-3-yl)-1-benzofuran-2-carbonitrile
Crystal data C 13 H 9 NO 3 M r = 227.22 Triclinic, P1 Hall symbol: -P 1 a = 5.2724 (7)  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.