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Volume 70 
Part 1 
Page o40  
January 2014  

Received 4 December 2013
Accepted 7 December 2013
Online 14 December 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.003 Å
R = 0.062
wR = 0.146
Data-to-parameter ratio = 11.1
Details
Open access

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

aDepartment of Studies and Research in Chemistry, Tumkur University, Tumkur, Karnataka 572 103, India,bDepartment of Studies in Physics, University of Mysore, Manasagangotri, Mysore, India, and cDepartment of Studies and Research in Chemistry, U.C.S, Tumkur University, Tumkur, Karnataka 572 103, India
Correspondence e-mail: pasuchetan@yahoo.co.in

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.

Related literature

For the broad range of biological activities of the benzo­furan moiety, see: Mehnaz et al. (2011[Mehnaz, K., Shakya, A. K. & Jawaid, T. (2011). IJMPS, 3, 1-15.]). For the anti­fungal activity of (benzo­furan-2-yl) keoximes, see: Demirayak et al. (2002[Demirayak, S., Ucucu, U., Benkli, K., Gundogdu, K. N. & Karaburun, A. C. (2002). II Farmaco, 57, 609-612.]).

[Scheme 1]

Experimental

Crystal data
  • C10H9NO2

  • Mr = 175.18

  • Monoclinic, P 21 /c

  • a = 9.5727 (12) Å

  • b = 4.7303 (8) Å

  • c = 18.756 (2) Å

  • [beta] = 96.178 (6)°

  • V = 844.4 (2) Å3

  • Z = 4

  • Cu K[alpha] radiation

  • [mu] = 0.80 mm-1

  • T = 293 K

  • 0.35 × 0.27 × 0.22 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2009[Bruker (2009). APEX2, SADABS, SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.772, Tmax = 0.839

  • 2478 measured reflections

  • 1333 independent reflections

  • 1199 reflections with I > 2[sigma](I)

  • Rint = 0.019

Refinement
  • R[F2 > 2[sigma](F2)] = 0.062

  • wR(F2) = 0.146

  • S = 1.07

  • 1333 reflections

  • 120 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.22 e Å-3

  • [Delta][rho]min = -0.40 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O2-H2...N1i 0.82 2.03 2.838 (2) 166
Symmetry code: (i) [-x+1, y+{\script{1\over 2}}, -z+{\script{1\over 2}}].

Data collection: APEX2 (Bruker, 2009[Bruker (2009). APEX2, SADABS, SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: APEX2 and SAINT-Plus (Bruker, 2009[Bruker (2009). APEX2, SADABS, SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT-Plus and XPREP (Bruker, 2009[Bruker (2009). APEX2, SADABS, SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: Mercury (Macrae et al., 2008[Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB7169 ).


Acknowledgements

The authors acknowledge the IOE X-ray diffractometer Facility, University of Mysore, Mysore, for the data collection.

References

Bruker (2009). APEX2, SADABS, SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.
Demirayak, S., Ucucu, U., Benkli, K., Gundogdu, K. N. & Karaburun, A. C. (2002). II Farmaco, 57, 609-612.  [CrossRef] [ChemPort]
Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Mehnaz, K., Shakya, A. K. & Jawaid, T. (2011). IJMPS, 3, 1-15.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2014). E70, o40  [ doi:10.1107/S1600536813033102 ]

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