4,4′-Bipyridine–dimethyl­glyoxime (1/1)

Yang, Y.; Huang, Z.; Lv, H.; Han, A.

doi:10.1107/S1600536811054341

Volume 68
Part 1
Page o242
January 2012

Received 14 November 2011
Accepted 17 December 2011
Online 23 December 2011

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.002 Å
R = 0.043
wR = 0.133
Data-to-parameter ratio = 17.6
Details

4,4'-Bipyridine-dimethylglyoxime (1/1)

Yan Yang,^a Ziping Huang,^a Haitang Lv ^a and Aixia Han ^a ^*

^aCollege of Chemical Engineering,Qinghai University, Xining 810016, People's Republic of China
Correspondence e-mail: yyan217@163.com

In the title compound, C₁₀H₈N₂·C₄H₈N₂O₂, both the dimethylglyoxime and the 4,4'-bipyridine molecules have crystallographic C_i symmetry. The molecules stack along the a-axis direction with a dihedral angle of 20.4 (8)° between their planes. In the crystal, the components are linked by O-HN hydrogen bonds into alternating chains along [120] and [1 $[\overline2]$ 0].

Related literature

For the coordination modes of dimethylglyoxime, see: Malinovskii et al. (2004); Coropceanu et al. (2009). For its use in mediate magnetic interactions, see: Cervera et al. (1997).

Experimental

Crystal data

C₁₀H₈N₂·C₄H₈N₂O₂
M_r = 272.31
Monoclinic, P 2₁ /c
a = 8.7247 (17) Å
b = 7.1486 (14) Å
c = 11.502 (2) Å
= 99.44 (3)°
V = 707.6 (2) Å³
Z = 2
Mo K radiation
= 0.09 mm^-1
T = 298 K
0.20 × 0.18 × 0.15 mm

Data collection

Bruker SMART APEX CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001) T_min = 0.982, T_max = 0.987
9684 measured reflections
1636 independent reflections
1265 reflections with I > 2(I)
R_int = 0.040

Refinement

R[F² > 2(F²)] = 0.043
wR(F²) = 0.133
S = 1.05
1636 reflections
93 parameters
H-atom parameters constrained
_max = 0.19 e Å^-3
_min = -0.13 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1N1ⁱ	0.82	1.94	2.7459 (17)	169
Symmetry code: (i) $[-x+1, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LD2038 ).

Acknowledgements

This work was supported by the Qinghai Province International Science and Technology Cooperation Plan Projects (2011-H-808).

References

Bruker (2001). SMART, SAINT and SADABS. Bruker AXS Inc., Madison,Wisconsin, USA.
Cervera, B., Ruiz, R., Lloret, F., Julve, M., Cano, J., Faus, J., Bois, C. & Mrozinski, J. (1997). J. Chem. Soc. Dalton Trans. pp. 395-401.
Coropceanu, E., Croitor, L., Gdaniec, M., Wicher, B. & Fonari, M. (2009). Inorg. Chim. Acta, 362, 2151-2158.
Malinovskii, S. T., Bologa, O. A., Coropceanu, E. B., Luboradzki, R. & Gerbeleu, N. V. (2004). Russ. J. Coord. Chem. 30, 339-345.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds