(1Z)-1-(1-Benzofuran-2-yl)ethanone oxime

The title compound, C10H9NO2, is almost planar (r.m.s. deviation for the non-H atoms = 0.027 Å) and the conformation across the C=N bond is syn. Further, the O atom of the benzofuran ring is syn to the CH3 group in the side chain. In the crystal, molecules are linked into C(3) chains propagating in [010] by O—H⋯N hydrogen bonds.

The title compound, C 10 H 9 NO 2 , is almost planar (r.m.s. deviation for the non-H atoms = 0.027 Å ) and the conformation across the C N bond is syn. Further, the O atom of the benzofuran ring is syn to the CH 3 group in the side chain. In the crystal, molecules are linked into C(3) chains propagating in [010] by O-HÁ Á ÁN hydrogen bonds.

Comment
Benzofurans are bicyclic ring systems with multiple applications. The literature indicates that compounds having benzofuran nucleus possesses broad range of biological activities like anifungal, antiarrythmic, uricisuric, vasodilator and antimigraine agent (Mehnaz et al., 2011). Further, (benzofuran-2-yl) keoximes shows good antifungal activity (Demirayak et al., 2002). Keeping this thing in mind, the title compound was synthesized and its crystal structure determined.
In the title compound, C 10 H 9 NO 2 , the molecule is almost planar (r.m.s. deviation for the non-H atoms = 0.027 Å) and the conformation across the C=N bond is syn. Further, the oxygen atom of the benzofuran ring is syn to the CH 3 group in the side chain. In the crystal structure, the molecules are linked into C(3) chains through O2-H2···N1 hydrogen bonds.

Experimental
2-Acetylbenzofuran (0.0062 mmol), hydroxyaminehydrochloride (0.0093 mmol) and anhydrous potassium carbonate (0.0093 mmol) were taken in a round bottom flask containing ethanol and water taken in the ratio 3:1. The reaction mixture was refluxed for 3 hrs·The progress of the reaction was monitored by thin layer chromatography. The reaction mixture was poured into ice cold water. The title compound separated as white solid. It was filtered, washed with water, dried and recrystallized from ethanol.

Refinement
The H atoms were positioned with idealized geometry using a riding model with C-H = 0.93-0.96 Å and O-H = 0.82 Å. The isotropic displacement parameters for all H atoms were set to 1.2 times U eq (C aromatic ) and 1.5 times U eq (C methyl , O)..

Computing details
Data collection: APEX2 (Bruker, 2009); cell refinement: APEX2 and SAINT-Plus (Bruker, 2009); data reduction: SAINT-Plus and XPREP (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).   Special details Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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 C1