1-(4-{[(E)-4-Methyl­benzyl­idene]amino}­phen­yl)ethanone oxime

Zhao, L.; Ng, S.W.

doi:10.1107/S1600536810034598

Volume 66
Part 10
Page o2473
October 2010

Received 21 August 2010
Accepted 27 August 2010
Online 4 September 2010

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.003 Å
R = 0.047
wR = 0.136
Data-to-parameter ratio = 13.5
Details

1-(4-{[(E)-4-Methylbenzylidene]amino}phenyl)ethanone oxime

Li Zhao ^a ^* and Seik Weng Ng ^b

^aSchool of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, People's Republic of China, and ^bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: zhaoli_72@163.com

In the title compound, C₁₆H₁₆N₂O, the dihedral angle formed by the two benzene rings is 50.3 (1)°. In the crystal structure, molecules are linked into an infinite one-dimensional supramolecular structure by intermolecular O-HN hydrogen-bond interactions.

Related literature

For background to oxime-type compounds, see: Dong et al. (2009a,b). For the synthesis, see: Rafiq et al. (2008); Dong et al. (2009c).

Experimental

Crystal data

C₁₆H₁₆N₂O
M_r = 252.31
Monoclinic, P 2₁ /n
a = 5.7785 (6) Å
b = 14.581 (2) Å
c = 16.226 (2) Å
= 94.285 (1)°
V = 1363.4 (2) Å³
Z = 4
Mo K radiation
= 0.08 mm^-1
T = 293 K
0.45 × 0.15 × 0.10 mm

Data collection

Bruker SMART diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.966, T_max = 0.992
6860 measured reflections
2396 independent reflections
1480 reflections with I > 2(I)
R_int = 0.054

Refinement

R[F² > 2(F²)] = 0.047
wR(F²) = 0.136
S = 0.95
2396 reflections
178 parameters
1 restraint
H atoms treated by a mixture of independent and constrained refinement
_max = 0.15 e Å^-3
_min = -0.17 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1N2ⁱ	0.86 (1)	2.06 (1)	2.919 (2)	175 (3)
Symmetry code: (i) $[x+{\script{1\over 2}}, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 1996); cell refinement: SAINT (Bruker, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG2705 ).

Acknowledgements

We thank the Educational Department Foundation of Gansu Province (No. 20873) and the University of Malaya for supporting this study.

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.
Bruker (1996). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Dong, W.-K., Duan, J.-G., Guan, Y.-H., Shi, J.-Y. & Zhao, C.-Y. (2009c). Inorg. Chim. Acta, 362, 1129-1134.
Dong, W.-K., Lv, Z.-W., Sun, Y.-X., Xu, L., Wang, L. & Dong, X.-Y. (2009a). Chin. J. Inorg. Chem. 25, 1627-1634.
Dong, W.-K., Sun, Y.-X., Zhang, Y.-P., Li, L., He, X.-N. & Tang, X.-L. (2009b). Inorg. Chim. Acta, 362, 117-124.
Rafiq, M., Hanif, M., Qadeer, G., Vuoti, S. & Autio, J. (2008). Acta Cryst. E64, o2173.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.

organic compounds