2-(4-Hydroxy­phen­yl)acetic acid–4,4′-bipyridine (1/1)

Liu, J.-F.; Zhao, G.-L.

doi:10.1107/S1600536810018842

Volume 66
Part 6
Page o1455
June 2010

Received 10 May 2010
Accepted 20 May 2010
Online 26 May 2010

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.003 Å
R = 0.047
wR = 0.139
Data-to-parameter ratio = 17.1
Details

2-(4-Hydroxyphenyl)acetic acid-4,4'-bipyridine (1/1)

Jian-Feng Liu ^a and Guo-Liang Zhao ^a ^*

^aCollege of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua 321004, Zhejiang, People's Republic of China
Correspondence e-mail: sky53@zjnu.cn

In the acid molecule of the title complex, C₁₀H₈N₂·C₈H₈O₃, the acetyl C-C-C-O torsion angle is -32.1 (3)°, and in the molecule of the base, the dihedral angle between the two pyridine rings is 23.41 (10)°. In the crystal structure, intermolecular O-HN hydrogen bonds link the acid and the base molecules into a one-dimensional triple-helix framework extended along the b axis.

Related literature

For related functional complexes, see: Han et al. (2009). For hydrogen-bond motif structures, see: Tomura & Yamashita (2001).

Experimental

Crystal data

C₁₀H₈N₂·C₈H₈O₃
M_r = 308.33
Monoclinic, C 2/c
a = 25.3578 (6) Å
b = 10.2305 (2) Å
c = 14.2546 (4) Å
= 122.321 (2)°
V = 3125.03 (15) Å³
Z = 8
Mo K radiation
= 0.09 mm^-1
T = 296 K
0.25 × 0.14 × 0.06 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.984, T_max = 0.994
24334 measured reflections
3650 independent reflections
2128 reflections with I > 2(I)
R_int = 0.043

Refinement

R[F² > 2(F²)] = 0.047
wR(F²) = 0.139
S = 1.06
3650 reflections
214 parameters
H atoms treated by a mixture of independent and constrained refinement
_max = 0.15 e Å^-3
_min = -0.16 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O2-H2ON2ⁱ	0.97 (2)	1.71 (2)	2.679 (2)	179 (2)
O3-H3ON1ⁱⁱ	0.87 (2)	1.86 (2)	2.728 (2)	171 (2)
Symmetry codes: (i) $[x+{\script{1\over 2}}, y-{\script{1\over 2}}, z]$ ; (ii) $[-x+1, y+1, -z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2006); cell refinement: SAINT (Bruker, 2006); 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: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: PV2281 ).

References

Bruker (2006). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Han, L., Zhou, Y., Wang, X. T., Li, X. & Tong, M. L. (2009). J. Mol. Struct. 923, 24-27.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Tomura, M. & Yamashita, Y. (2001). Chem. Lett. 30, 532-533.

organic compounds