2-Cyano-N,N-dimethyl­acetamide

Liu, S.; Zhu, H.-J.; Yu, G.-Q.; Du, G.; Lv, L.-Z.

doi:10.1107/S1600536812000748

Volume 68
Part 2
Page o457
February 2012

Received 26 December 2011
Accepted 8 January 2012
Online 18 January 2012

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.004 Å
R = 0.068
wR = 0.167
Data-to-parameter ratio = 15.5
Details

2-Cyano-N,N-dimethylacetamide

Shan Liu,^a ^* Hong-Jun Zhu,^b Guo-Quan Yu,^c Gang Du ^c and Liang-Zhong Lv ^c

^aNanjing College of Chemical Technology, No. 625, Geguan Road, Luhe, Nanjing 210048, People's Republic of China,^bDepartment of Applied Chemistry, College of Science, Nanjing University of Technology, Nanjing 210009, People's Republic of China, and ^cJiangsu Changqing Agrochemical Co. Ltd, No.1 Jiangling Road, Putou Town, Jiangdu City, Jiangsu 225218, People's Republic of China
Correspondence e-mail: dols80@163.com

In the crystal structure of the title compound, C₅H₈N₂O, molecules are linked by weak C-HO hydrogen bonds, forming a three-dimensional network.

Related literature

For uses of 2-cyano-N, N-dimethylacetamide, see: Liu et al. (2011). For the synthesis, see: Liu et al. (2011). For bond-length data, see: Allen et al. (1987).

Experimental

Crystal data

C₅H₈N₂O
M_r = 112.13
Monoclinic, P 2₁ /c
a = 4.1690 (8) Å
b = 9.3940 (19) Å
c = 15.880 (3) Å
= 92.67 (3)°
V = 621.2 (2) Å³
Z = 4
Mo K radiation
= 0.09 mm^-1
T = 298 K
0.30 × 0.20 × 0.10 mm

Data collection

Enraf-Nonius CAD-4 diffractometer
Absorption correction: scan (North et al., 1968) T_min = 0.975, T_max = 0.991
1294 measured reflections
1129 independent reflections
666 reflections with I > 2(I)
R_int = 0.051
3 standard reflections every 200 reflections intensity decay: 1%

Refinement

R[F² > 2(F²)] = 0.068
wR(F²) = 0.167
S = 1.01
1129 reflections
73 parameters
H-atom parameters constrained
_max = 0.22 e Å^-3
_min = -0.18 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
C4-H4AOⁱ	0.97	2.38	3.300 (3)	159
C4-H4BOⁱⁱ	0.97	2.41	3.141 (3)	132
Symmetry codes: (i) $[-x+1, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (ii) $[-x, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: CAD-4 Software (Enraf-Nonius, 1985); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995); 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: LX2222 ).

Acknowledgements

The authors thank the Center of Testing and Analysis, Nanjing University, for the data collection.

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Enraf-Nonius (1985). CAD-4 Software. Enraf-Nonius, Delft, The Netherlands.
Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
Liu, S., Yu, G. Q., Du, G., Lv, L. Z., Yang, X. Y., Wang, S. J., Xu, N., Wang, J. R. & Zhou, X. J. (2011). China Patent CN2011104108331.
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds