[Journal logo]

Volume 65 
Part 4 
Page o762  
April 2009  

Received 5 March 2009
Accepted 7 March 2009
Online 14 March 2009

[nc2137sup1]
[3d view]

[Cited in]
[Download citation]
Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.003 Å
R = 0.035
wR = 0.094
Data-to-parameter ratio = 14.0
Details
Open access

8-Chloro-4-cyclohexyl-2H-1,4-benzoxazin-3(4H)-one

Zhu-Bo Li,a* Xiao-Yan He,a Wen-Liang Dongb and Dan-Dan Liaoa

aCollege of Pharmaceutical Sciences, Southwest University, Chongqing 400715, People's Republic of China, and bSchool of Pharmaceutical Sciences, Shandong University of Traditional Chinese Medicine, Jinan 250355, People's Republic of China
Correspondence e-mail: lizhubo2007@163.com

In the crystal structure of title compound, C14H16ClNO2, the cyclohexyl ring is in a chair conformation. The molecules are connected into centrosymmetric dimers via weak C-H...O hydrogen bonds.

Related literature

For related structures, see: Li et al. (2008[Li, Z.-B., Luo, Y.-H., Dong, W.-L., Li, J. & Zuo, H. (2008). Acta Cryst. E64, o1610.]); Zuo et al. (2008[Zuo, H., Meng, L., Ghate, M., Hwang, K. H., Cho, Y. K., Chandrasekhar, S., Reddy, C. R. & Shin, D. S. (2008). Tetrahedron Lett. 49, 3827-3830.]).

[Scheme 1]

Experimental

Crystal data

  • C14H16ClNO2

  • Mr = 265.73

  • Monoclinic, P 21 /n

  • a = 9.0570 (8) Å

  • b = 5.7026 (5) Å

  • c = 25.289 (2) Å

  • [beta] = 98.776 (1)°

  • V = 1290.8 (2) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.29 mm-1

  • T = 293 K

  • 0.12 × 0.10 × 0.06 mm
Data collection

  • Bruker SMART CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2005[Bruker (2005). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.967, Tmax = 0.985

  • 6491 measured reflections

  • 2284 independent reflections

  • 1865 reflections with I > 2[sigma](I)

  • Rint = 0.018
Refinement

  • R[F2 > 2[sigma](F2)] = 0.035

  • wR(F2) = 0.094

  • S = 1.02

  • 2284 reflections

  • 163 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.15 e Å-3

  • [Delta][rho]min = -0.25 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C8-H8A...O2i 0.97 2.44 3.407 (3) 174
Symmetry code: (i) -x, -y+1, -z.

Data collection: SMART (Bruker, 2005[Bruker (2005). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2005[Bruker (2005). SMART, 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: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: XP in SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NC2137 ).

Acknowledgements

This study was supported by the Key Program Projects of the Municipal Natural Science Foundation of Chongqing, China (grant No. CSTC, 2007AC1042)

References

Bruker (2005). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Li, Z.-B., Luo, Y.-H., Dong, W.-L., Li, J. & Zuo, H. (2008). Acta Cryst. E64, o1610.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Zuo, H., Meng, L., Ghate, M., Hwang, K. H., Cho, Y. K., Chandrasekhar, S., Reddy, C. R. & Shin, D. S. (2008). Tetrahedron Lett. 49, 3827-3830.  [ISI] [CrossRef] [ChemPort]

Acta Cryst (2009). E65, o762  [ doi:10.1107/S1600536809008423 ]

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.