4-(Imidazol-1-yl)benzoic acid

Zheng, Z.; Geng, W.-Q.; Wu, Z.-C.; Zhou, H.-P.

doi:10.1107/S1600536811003345

Volume 67
Part 2
Page o524
February 2011

Received 30 December 2010
Accepted 25 January 2011
Online 29 January 2011

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.006 Å
R = 0.040
wR = 0.104
Data-to-parameter ratio = 6.1
Details

4-(Imidazol-1-yl)benzoic acid

Zheng Zheng,^a Wen-Qian Geng,^a Zhi-Chao Wu ^a and Hong-Ping Zhou ^a ^*

^aDepartment of Chemistry, Anhui University, Hefei 230039, People's Republic of China, and Key Laboratory of Functional Inorganic Materials Chemistry, Hefei 230039, People's Republic of China
Correspondence e-mail: zhpzhp@263.net

In the title molecule, C₁₀H₈N₂O₂, the imidazole and benzene rings form a dihedral angle of 14.5 (1)°. In the crystal, intermolecular O-HN hydrogen bonds link the molecules into chains extending in [ $[\overline{1}]$ 01], which are further linked into sheets parallel to (102) through weak C-HO interactions.

Related literature

The crystal structures of the Cd and Co complexes with the title molecule were described by Gao et al. (2009) and Zhang et al. (2007), respectively.

Experimental

Crystal data

C₁₀H₈N₂O₂
M_r = 188.18
Monoclinic, P c
a = 4.1443 (11) Å
b = 6.6561 (19) Å
c = 15.706 (4) Å
= 101.023 (7)°
V = 425.3 (2) Å³
Z = 2
Mo K radiation
= 0.11 mm^-1
T = 296 K
0.30 × 0.20 × 0.20 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.969, T_max = 0.979
2483 measured reflections
782 independent reflections
626 reflections with I > 2(I)
R_int = 0.032

Refinement

R[F² > 2(F²)] = 0.040
wR(F²) = 0.104
S = 0.71
782 reflections
128 parameters
2 restraints
H-atom parameters constrained
_max = 0.14 e Å^-3
_min = -0.17 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1N2ⁱ	0.82	1.83	2.645 (5)	178
C9-H9O2ⁱⁱ	0.93	2.42	3.332 (6)	168
Symmetry codes: (i) $[x-1, -y, z+{\script{1\over 2}}]$ ; (ii) $[x+1, -y+1, z-{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); 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: CV5031 ).

Acknowledgements

This work was supported by the National Natural Science Foundation of China (grant No. 21071001), the Education Committee of Anhui Province (KJ2009A52, KJ2010A30), the Team for Scientific Innovation Foundation of Anhui Province (2006 K J007TD), the Ministry of Education and Person with Ability Foundation of Anhui University, the Science and Technological Fund of Anhui Province for Outstanding Youth (10040606Y22) and the 211 Project of Anhui University.

References

Bruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Gao, J., Wei, K. J., Ni, J. & Zhang, J. Z. (2009). J. Coord. Chem. 62, 257-265.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Zhang, J. Z., Cao, W. R., Pan, J. X. & Chen, Q. W. (2007). Inorg. Chem. Commun. 10, 1360-1364.

organic compounds

4-(Imidazol-1-yl)benzoic acid

Related literature

Experimental

Crystal data

Data collection

Refinement

Acknowledgements

References