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Volume 68 
Part 1 
Page o143  
January 2012  

Received 2 December 2011
Accepted 12 December 2011
Online 17 December 2011

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Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.005 Å
R = 0.088
wR = 0.298
Data-to-parameter ratio = 18.0
Details
Open access

2-(4-Methoxy-1H-indol-3-yl)acetonitrile

Yong-Hong Lu,a* Mei-Ling Pana and Yang-Hui Luoa

aOrdered Matter Science Research Center, College of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096, People's Republic of China
Correspondence e-mail: chmsunbw@seu.edu.cn

In the title compound, C11H10N2O, the cyanide group is twisted away from the indole-ring plane [Ccy-Cme-Car-Car = 70.7 (2)°; cy = cyanide, me = methylene, ar = aromatic], whereas the methoxy C atom is almost coplanar with the ring system [displacement = 0.014 (5) Å]. In the crystal, N-H...N hydrogen bonds link the molecules into C(7) chains propagating in [100].

Related literature

For a related structure, see: Ge et al. (2012[Ge, Y.-H., Pan, M.-L., Xu, J. & Luo, Y.-H. (2012). Acta Cryst. E68, o141.]).

[Scheme 1]

Experimental

Crystal data

  • C11H10N2O

  • Mr = 186.21

  • Monoclinic, P 21 /c

  • a = 8.3182 (17) Å

  • b = 13.062 (3) Å

  • c = 9.3867 (19) Å

  • [beta] = 101.53 (3)°

  • V = 999.3 (3) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.08 mm-1

  • T = 293 K

  • 0.26 × 0.24 × 0.15 mm
Data collection

  • Rigaku SCXmini CCD diffractometer

  • Absorption correction: multi-scan (CrystalClear; Rigaku, 2005[Rigaku. (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.979, Tmax = 0.988

  • 9998 measured reflections

  • 2283 independent reflections

  • 1235 reflections with I > 2[sigma](I)

  • Rint = 0.109
Refinement

  • R[F2 > 2[sigma](F2)] = 0.088

  • wR(F2) = 0.298

  • S = 1.07

  • 2283 reflections

  • 127 parameters

  • 12 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 0.38 e Å-3

  • [Delta][rho]min = -0.45 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1A...N2i 0.86 2.19 3.028 (4) 164
Symmetry code: (i) x+1, y, z.

Data collection: CrystalClear (Rigaku, 2005[Rigaku. (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.]); cell refinement: CrystalClear; data reduction: CrystalClear; 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: DIAMOND (Brandenburg & Putz, 2005[Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB6547 ).

Acknowledgements

We thank Southeast University for support.

References

Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Ge, Y.-H., Pan, M.-L., Xu, J. & Luo, Y.-H. (2012). Acta Cryst. E68, o141.  [CrossRef] [details]
Rigaku. (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]

Acta Cryst (2012). E68, o143  [ doi:10.1107/S1600536811053360 ]

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