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Volume 69 
Part 9 
Page o1439  
September 2013  

Received 5 August 2013
Accepted 9 August 2013
Online 17 August 2013

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.002 Å
R = 0.034
wR = 0.094
Data-to-parameter ratio = 14.0
Details
Open access

1-(4-Methoxyphenyl)pyrrolidine-2,5-dione

aDepartment of Chemistry, Quaid-i-Azam University, Islamabad, Pakistan
Correspondence e-mail: m.siraj09@yahoo.com

In the title compound, C11H11NO3, the dihydrofuran-2,5-dione ring has a shallow envelope conformation, with one of the methylene C atoms displaced by 0.216 (1) Å from the other atoms. These near-planar atoms subtend a dihedral angle of 55.88 (8)° with the benzene ring. In the crystal, C-H...O hydrogen bonds link the molecules into [010] chains.

Related literature

For related structures, see: Sirajuddin et al. (2012[Sirajuddin, M., Ali, S. & Tahir, M. N. (2012). Acta Cryst. E68, o2282.]); Tahir et al. (2012[Tahir, M. N., Sirajuddin, M., Ali, S. & Munawar, K. S. (2012). Acta Cryst. E68, o2589.]).

[Scheme 1]

Experimental

Crystal data
  • C11H11NO3

  • Mr = 205.21

  • Monoclinic, P 21 /n

  • a = 9.3684 (7) Å

  • b = 6.6146 (4) Å

  • c = 16.0720 (11) Å

  • [beta] = 99.939 (4)°

  • V = 981.01 (12) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.10 mm-1

  • T = 296 K

  • 0.32 × 0.25 × 0.22 mm

Data collection
  • Bruker Kappa APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.968, Tmax = 0.978

  • 7585 measured reflections

  • 1927 independent reflections

  • 1626 reflections with I > 2[sigma](I)

  • Rint = 0.018

Refinement
  • R[F2 > 2[sigma](F2)] = 0.034

  • wR(F2) = 0.094

  • S = 1.04

  • 1927 reflections

  • 138 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.14 e Å-3

  • [Delta][rho]min = -0.14 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C2-H2...O3i 0.93 2.50 3.1666 (17) 129
C5-H5...O2ii 0.93 2.47 3.3245 (17) 152
Symmetry codes: (i) x, y-1, z; (ii) [-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}].

Data collection: APEX2 (Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL2012 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and PLATON.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB7117 ).


Acknowledgements

The authors acknowledge Quaid-i-Azam University, Islamabad, Pakistan, for providing research facilities, and the University Research Fund (URF) for financial support.

References

Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Sirajuddin, M., Ali, S. & Tahir, M. N. (2012). Acta Cryst. E68, o2282.  [CSD] [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [ChemPort] [details]
Tahir, M. N., Sirajuddin, M., Ali, S. & Munawar, K. S. (2012). Acta Cryst. E68, o2589.  [CSD] [CrossRef] [details]


Acta Cryst (2013). E69, o1439  [ doi:10.1107/S1600536813022460 ]

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