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Volume 68 
Part 5 
Page o1409  
May 2012  

Received 26 March 2012
Accepted 5 April 2012
Online 18 April 2012

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Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.006 Å
R = 0.060
wR = 0.162
Data-to-parameter ratio = 12.5
Details
Open access

(1H-1,2,3-Benzotriazol-1-yl)methyl benzoate

Ting Guo,a Gang Caoa* and Sen Xub

aDepartment of Stomatology, Nanjing Jinling Hospital, Nanjing University School of Medicine, 305, East Zhongshan Road, 210002 Nanjing, Jiangsu Province, People's Republic of China, and bDepartment of Applied Chemistry, School of Material Science and Engineering, Nanjing University of Aeronautics and Astronautics, Nanjing, Jiangsu Province 210016, People's Republic of China
Correspondence e-mail: caogang69@163.com

In the title compound, C14H11N3O2, the dihedral angle between the phenyl ring and the benzotriazole ring system is 76.80 (19)° and the molecule has an L-shaped conformation. In the crystal, weak aromatic [pi]-[pi] stacking is observed, the closest centroid-centroid distance being 3.754 (2) Å.

Related literature

For related structures and the synthesis, see: Xu & Shen (2012)[Xu, S. & Shen, Y. (2012). Acta Cryst. E68, o1066.]; Zeng & Jian (2009[Zeng, W.-L. & Jian, F.-F. (2009). Acta Cryst. E65, o2165.]). For applications of benzotriazole derivatives, see: Wan & Lv (2010[Wan, J. & Lv, P.-C. (2010). J. Chem. Inf. Comput. Sci. 122, 597-606.]).

[Scheme 1]

Experimental

Crystal data

  • C14H11N3O2

  • Mr = 253.26

  • Monoclinic, P 21 /c

  • a = 10.7181 (4) Å

  • b = 6.4826 (2) Å

  • c = 18.7076 (7) Å

  • [beta] = 96.773 (3)°

  • V = 1290.75 (8) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 296 K

  • 0.20 × 0.20 × 0.18 mm
Data collection

  • Bruker SMART CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2001[Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.982, Tmax = 0.984

  • 9412 measured reflections

  • 2268 independent reflections

  • 1352 reflections with I > 2[sigma](I)

  • Rint = 0.057
Refinement

  • R[F2 > 2[sigma](F2)] = 0.060

  • wR(F2) = 0.162

  • S = 1.06

  • 2268 reflections

  • 181 parameters

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

  • [Delta][rho]max = 0.14 e Å-3

  • [Delta][rho]min = -0.17 e Å-3

Data collection: SMART (Bruker, 2007[Bruker (2007). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). SAINT and SMART. 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: DIAMOND (Brandenburg, 1999[Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB6707 ).

Acknowledgements

This work was supported by the Surface Project Foundation of Nanjing Military Region (10MA095), the Jinling Hospital Foundation of Nanjing Province of China (2009Q021) and the Surface Project Foundation of Nanjing Military Region (11MA099).

References

Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2007). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Wan, J. & Lv, P.-C. (2010). J. Chem. Inf. Comput. Sci. 122, 597-606.  [ChemPort]
Xu, S. & Shen, Y. (2012). Acta Cryst. E68, o1066.  [CrossRef] [details]
Zeng, W.-L. & Jian, F.-F. (2009). Acta Cryst. E65, o2165.  [CSD] [CrossRef] [details]

Acta Cryst (2012). E68, o1409  [ doi:10.1107/S1600536812015140 ]

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