(E)-4-Chloro-N-(2,4,6-trimethyl­benzyl­idene)aniline

Guo, Y.; Pan, M.-X.; Xiang, H.; Liu, W.-H.; Song, Z.-C.

doi:10.1107/S1600536811027024

Volume 67
Part 8
Page o1999
August 2011

Received 4 July 2011
Accepted 6 July 2011
Online 9 July 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.004 Å
R = 0.046
wR = 0.136
Data-to-parameter ratio = 15.3
Details

(E)-4-Chloro-N-(2,4,6-trimethylbenzylidene)aniline

Ying Guo,^a Meng-Xin Pan,^a Hai Xiang,^a Wen-Hong Liu ^a and Zhong-Cheng Song ^a ^*

^aCollege of Bioengineering, Zhejiang Chinese Medical University, Hangzhou 310053, People's Republic of China
Correspondence e-mail: songzhongcheng@gmail.com

In the title compound, C₁₆H₁₆ClN, the dihedral angle between the benzene rings is 24.61 (13)°. In the crystal, only van der Waals interactions occur between neighbouring molecules.

Related literature

For related structures, see: Nie (2008); Cui et al. (2009); Sun et al. (2011a,b).

Experimental

Crystal data

C₁₆H₁₆ClN
M_r = 257.75
Monoclinic, P 2₁ /c
a = 7.198 (2) Å
b = 12.398 (4) Å
c = 15.865 (5) Å
= 102.296 (4)°
V = 1383.3 (7) Å³
Z = 4
Mo K radiation
= 0.26 mm^-1
T = 293 K
0.31 × 0.30 × 0.29 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2004) T_min = 0.924, T_max = 0.929
7071 measured reflections
2553 independent reflections
1593 reflections with I > 2(I)
R_int = 0.042

Refinement

R[F² > 2(F²)] = 0.046
wR(F²) = 0.136
S = 1.04
2553 reflections
167 parameters
H-atom parameters constrained
_max = 0.19 e Å^-3
_min = -0.16 e Å^-3

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5944 ).

Acknowledgements

This work was supported by Zhejiang Traditional Chinese Medicine University (project 2010ZZ07) and the Zhejiang Province Undergraduate Scientific and Technological Innovation Project (project 2010R410029). In addition, we also thank Zhejiang Province Administration of Traditional Chinese Medicine (project 2010ZQ002), the Education Department of Zhejiang Province (project Y201018556) and the Health Bureau of Zhejiang Province (project 2010KYB076).

References

Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Cui, C., Meng, Q. & Wang, Y. (2009). Acta Cryst. E65, o2472.
Nie, Y. (2008). Acta Cryst. E64, o471.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Sun, L.-X., Yu, Y.-D. & Wei, G.-Y. (2011a). Acta Cryst. E67, o1564.
Sun, L.-X., Yu, Y.-D. & Wei, G.-Y. (2011b). Acta Cryst. E67, o1578.

organic compounds