N′-(But-2-enyl­idene)­iso­nicotino­hydrazide

Yin, Z.-G.; Li, S.-M.; Qian, H.-Y.; Chen, Y.-Z.

doi:10.1107/S1600536808033266

Volume 64
Part 11
Page o2150
November 2008

Received 10 October 2008
Accepted 13 October 2008
Online 22 October 2008

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.003 Å
R = 0.034
wR = 0.101
Data-to-parameter ratio = 9.9
Details

N'-(But-2-enylidene)isonicotinohydrazide

Zhi-Gang Yin,^a ^* Shu-Mian Li,^b Heng-Yu Qian ^a and Yu-Zhen Chen ^a

^aKey Laboratory of Surface and Interface Science of Henan, School of Materials and Chemical Engineering, Zhengzhou University of Light Industry, Zhengzhou 450002, People's Republic of China, and ^bSchool of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou 450052, People's Republic of China
Correspondence e-mail: yinck@263.net

In the title Schiff base compound, C₁₀H₁₁N₃O, the pyridine ring is twisted with respect to the mean plane containing the hydrazine chain, making a dihedral angle of 31.40 (9)°. The NH group interacts with the N atom of the pyridine ring through N-HN hydrogen bonds to build up a zigzag chain developing parallel to the ( $[\overline{1}]$ 01) plane.

Related literature

For general background, see: Kahwa et al. (1986); Santos et al. (2001).

Experimental

Crystal data

C₁₀H₁₁N₃O
M_r = 189.22
Monoclinic, C c
a = 9.5779 (8) Å
b = 12.6191 (11) Å
c = 9.2095 (8) Å
= 113.511 (1)°
V = 1020.70 (15) Å³
Z = 4
Mo K radiation
= 0.08 mm^-1
T = 293 (2) K
0.25 × 0.23 × 0.18 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1998) T_min = 0.969, T_max = 0.974
4639 measured reflections
1264 independent reflections
1225 reflections with I > 2(I)
R_int = 0.012

Refinement

R[F² > 2(F²)] = 0.034
wR(F²) = 0.101
S = 1.08
1264 reflections
128 parameters
2 restraints
H-atom parameters constrained
_max = 0.21 e Å^-3
_min = -0.12 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H2N3ⁱ	0.86	2.17	2.991 (2)	160
Symmetry code: (i) $[x-{\script{1\over 2}}, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996), ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2003).; software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: DN2392 ).

Acknowledgements

The authors express their deep appreciation to the Outstanding Youth Fund for Henan Natural Scientific Research (grant No. 0512001100) and the Fund for Scientific and Technical Emphasis (grant No. 072102270006)

References

Bruker (1998). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII. Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Kahwa, I. A., Selbin, I., Hsieh, T. C. Y. & Laine, R. A. (1986). Inorg. Chim. Acta, 118, 179-185.
Santos, M. L. P., Bagatin, I. A., Pereira, E. M. & Ferreira, A. M. D. C. (2001). J. Chem. Soc. Dalton Trans. pp. 838-844.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.

organic compounds