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Volume 66 
Part 1 
Page o230  
January 2010  

Received 12 December 2009
Accepted 17 December 2009
Online 24 December 2009

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Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.007 Å
R = 0.040
wR = 0.164
Data-to-parameter ratio = 16.0
Details
Open access

9-Hexyl-3-iodo-9H-carbazole

Wen-Qian Geng,a Guo-Yi Xua and Hong-Ping Zhoua*

aDepartment of Chemistry, Anhui University, Hefei 230039, People's Republic of China, and Key Laboratory of Functional Inorganic Materials Chemistry, Hefei 230039, People's Republic of China
Correspondence e-mail: zhpzhp@263.net

In the title molecule, C18H20IN, the tricyclic carbazole system is essentially planar with the two outer rings forming a dihedral angle of 0.43 (8)°. The crystal packing exhibits no short intermolecular contacts.

Related literature

For the crystal structures of related carbazole derivatives, see: Zhou et al. (2007[Zhou, H. P., Wang, P., Hu, Z. J., Li, L., Chen, J. J., Cui, Y., Tian, Y. P., Wu, J. Y., Yang, J. X., Tao, X. T. & Jiang, M. H. (2007). Eur. J. Inorg. Chem. 13, 1854-1866.], 2008[Zhou, H. P., Lv, L. F., Wang, P. & Hu, R. T. (2008). Acta Cryst. E64, o1075.]); Chen et al. (2009[Chen, L., Cheng, W., Song, G.-L. & Zhu, H.-J. (2009). Acta Cryst. E65, o574.]).

[Scheme 1]

Experimental

Crystal data

  • C18H20IN

  • Mr = 377.25

  • Monoclinic, P 21 /c

  • a = 10.7105 (2) Å

  • b = 4.6816 (10) Å

  • c = 33.9661 (18) Å

  • [beta] = 105.106 (8)°

  • V = 1644.3 (4) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.94 mm-1

  • T = 298 K

  • 0.30 × 0.20 × 0.20 mm
Data collection

  • Bruker SMART CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.594, Tmax = 0.698

  • 13335 measured reflections

  • 2904 independent reflections

  • 2123 reflections with I > 2[sigma](I)

  • Rint = 0.024
Refinement

  • R[F2 > 2[sigma](F2)] = 0.040

  • wR(F2) = 0.164

  • S = 1.14

  • 2904 reflections

  • 182 parameters

  • 13 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 1.03 e Å-3

  • [Delta][rho]min = -0.61 e Å-3

Data collection: SMART (Bruker, 2002[Bruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2002[Bruker (2002). SMART and SAINT. 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: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV2679 ).

Acknowledgements

This work was supported by the National Natural Science Foundation of China (grant Nos. 50703001, 20771001), the Education Committee of Anhui Province (grant No. KJ2009A52), the Young Teacher Foundation of Institutions of Higher Education of An Hui Province (grant No. 2007jq1019), the Ministry of Education and the Person with Ability Foundation of Anhui University.

References

Bruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Chen, L., Cheng, W., Song, G.-L. & Zhu, H.-J. (2009). Acta Cryst. E65, o574.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Zhou, H. P., Lv, L. F., Wang, P. & Hu, R. T. (2008). Acta Cryst. E64, o1075.  [CSD] [CrossRef] [details]
Zhou, H. P., Wang, P., Hu, Z. J., Li, L., Chen, J. J., Cui, Y., Tian, Y. P., Wu, J. Y., Yang, J. X., Tao, X. T. & Jiang, M. H. (2007). Eur. J. Inorg. Chem. 13, 1854-1866.  [ISI] [CrossRef]

Acta Cryst (2010). E66, o230  [ doi:10.1107/S1600536809054415 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.