1,3-Di-4-pyrid­ylpropane–2-hydroxy­benzene-1,4-dicarboxylic acid (1/2)

Qin, J.-H.; Hao, E.-J.; Wang, J.-G.

doi:10.1107/S1600536808037835

Volume 64
Part 12
Page o2398
December 2008

Received 3 September 2008
Accepted 14 November 2008
Online 20 November 2008

Key indicators
Single-crystal X-ray study
T = 291 K
Mean (C-C) = 0.004 Å
R = 0.056
wR = 0.173
Data-to-parameter ratio = 13.1
Details

1,3-Di-4-pyridylpropane-2-hydroxybenzene-1,4-dicarboxylic acid (1/2)

Jian-Hua Qin,^a ^* Er-Jun Hao ^b and Jian-Ge Wang ^a

^aCollege of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471022, People's Republic of China, and ^bCollege of Chemistry and Environmental Science, Henan Normal University, Xinxiang, 453007, People's Republic of China
Correspondence e-mail: jh_q128105@126.com

In the title compound, C₁₃H₁₄N₂·2C₈H₆O₅, which crystallized in the monoclinic C2/c space group, the 1,3-bis(4-pyridyl)propane molecules and 2-hydroxy-1,4-benzenedicarboxylic acid molecules are alternately linked by O-HN and O-HO hydrogen bonds into herringbone/zigzag chains.

Related literature

For general background, see: Bowers et al. (2005); Mukherjee et al. (2004). For the substitution of bromine for hydroxyl, see: Chen & Tong (2007); Zhang (2005).

Experimental

Crystal data

C₁₃H₁₄N₂·2C₈H₆O₅
M_r = 562.52
Monoclinic, C 2/c
a = 22.939 (11) Å
b = 4.781 (2) Å
c = 24.163 (11) Å
= 96.542 (6)°
V = 2633 (2) Å³
Z = 4
Mo K radiation
= 0.11 mm^-1
T = 291 (2) K
0.35 × 0.19 × 0.05 mm

Data collection

Bruker CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1997) T_min = 0.963, T_max = 0.994
9178 measured reflections
2444 independent reflections
1335 reflections with I > 2(I)
R_int = 0.049

Refinement

R[F² > 2(F²)] = 0.056
wR(F²) = 0.173
S = 1.03
2444 reflections
187 parameters
H-atom parameters constrained
_max = 0.39 e Å^-3
_min = -0.18 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O4-H4O5ⁱ	0.82	1.82	2.631 (3)	172
O2-H2N1	0.82	1.75	2.568 (3)	174
O1-H1O3	0.82	1.79	2.516 (3)	147
Symmetry code: (i) -x+1, -y+4, -z+1.

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); 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: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WW2129 ).

Acknowledgements

The authors thank Luoyang Normal University for supporting this work.

References

Bowers, J. R., Hopkins, G. W., Yap, G. P. A. & Wheeler, K. A. (2005). Cryst. Growth Des. 5, 727-736.
Bruker (1997). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Chen, X. M. & Tong, M. L. (2007). Acc. Chem. Res. 40, 162-170.
Mukherjee, P. S., Ghoshal, D., Zangrando, E., Mallah, T. & Chaudhuri, N. R. (2004). Eur. J. Inorg. Chem. 23, 4675-4680.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Zhang, X. M. (2005). Coord. Chem. Rev. 249, 1201-1219.

organic compounds