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Volume 70 
Part 1 
Page o87  
January 2014  

Received 8 December 2013
Accepted 10 December 2013
Online 24 December 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.002 Å
R = 0.033
wR = 0.081
Data-to-parameter ratio = 10.7
Details
Open access

2-(6-Hy­droxy-1-benzo­furan-3-yl)acetamide

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

In the title compound, C10H9NO3, the dihedral angle between the benzo­furan ring system (r.m.s. deviation for the non-H atoms = 0.009 Å) and the -C-C(O)-N- segment is 83.76 (1)°. In the crystal, mol­ecules are linked by N-H...O and O-H...O hydrogen bonds, generating (001) sheets, which feature C(4) and C(10) chains.

Related literature

For a related structure and background to benzo­furans, see: Arunakumar et al. (2014[Arunakumar, D. B., Nivedita, R. D., Sreenivasa, S., Madan Kumar, S., Lokanath, N. K. & Suchetan, P. A. (2014). Acta Cryst. E70, o40.]).

[Scheme 1]

Experimental

Crystal data
  • C10H9NO3

  • Mr = 191.18

  • Orthorhombic, P 21 21 21

  • a = 5.0939 (3) Å

  • b = 9.3629 (5) Å

  • c = 18.7422 (10) Å

  • V = 893.88 (9) Å3

  • Z = 4

  • Cu K[alpha] radiation

  • [mu] = 0.89 mm-1

  • T = 293 K

  • 0.36 × 0.29 × 0.24 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 = 0.770, Tmax = 0.808

  • 8714 measured reflections

  • 1459 independent reflections

  • 1446 reflections with I > 2[sigma](I)

  • Rint = 0.036

Refinement
  • R[F2 > 2[sigma](F2)] = 0.033

  • wR(F2) = 0.081

  • S = 1.14

  • 1459 reflections

  • 136 parameters

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.15 e Å-3

  • [Delta][rho]min = -0.28 e Å-3

  • Absolute structure: Flack (1983[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]), 1927 Friedel pairs

  • Absolute structure parameter: -0.2 (2)

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O3-HO3...O1i 0.82 1.92 2.7006 (16) 158
N1-H1N...O3ii 0.92 (3) 2.08 (3) 2.969 (2) 162 (2)
N1-H2N...O1iii 0.92 (3) 2.03 (3) 2.8958 (18) 156 (2)
Symmetry codes: (i) [x+{\script{1\over 2}}, -y+{\script{3\over 2}}, -z+1]; (ii) x, y-1, z; (iii) x+1, y, z.

Data collection: APEX2 (Bruker, 2009[Bruker (2009). APEX2, SADABS, SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: 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: HB7172 ).


Acknowledgements

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

References

Arunakumar, D. B., Nivedita, R. D., Sreenivasa, S., Madan Kumar, S., Lokanath, N. K. & Suchetan, P. A. (2014). Acta Cryst. E70, o40.  [CrossRef] [IUCr Journals]
Bruker (2009). APEX2, SADABS, SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.  [CrossRef] [IUCr Journals]
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]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2014). E70, o87  [ doi:10.1107/S1600536813033436 ]

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