4-Ethyl­anilinium 2-carb­oxy­acetate

Wu, D.-H.; Wu, Q.-Q.

doi:10.1107/S1600536810029648

Volume 66
Part 8
Page o2160
August 2010

Received 12 July 2010
Accepted 26 July 2010
Online 31 July 2010

Key indicators
Single-crystal X-ray study
T = 291 K
Mean (C-C) = 0.004 Å
R = 0.060
wR = 0.161
Data-to-parameter ratio = 17.1
Details

4-Ethylanilinium 2-carboxyacetate

De-Hong Wu ^a ^* and Qi-Qi Wu ^a

^aCollege of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096, People's Republic of China
Correspondence e-mail: wudh1971@sohu.com

In the crystal structure of the title compound, C₈H₁₂N⁺·C₃H₃O₄^-, the hydrogen malonate anions are linked into infinite chains parallel to the b axis by intermolecular O-HO hydrogen bonds of the type COO^-HO₂C in a head-to-tail fashion. The 4-ethylanilinium cations link adjacent anion chains by intermolecular N-HO hydrogen bonds into a two-dimensional network parallel to the b and c axes.

Related literature

For background to molecular-ionic compounds, see: Czupinski et al. (2002); Katrusiak & Szafranski (2006); Chen (2009); Wang (2010).

Experimental

Crystal data

C₈H₁₂N⁺·C₃H₃O₄^-
M_r = 225.24
Monoclinic, P 2₁ /c
a = 13.439 (3) Å
b = 9.2914 (19) Å
c = 8.8827 (18) Å
= 99.177 (10)°
V = 1095.0 (4) Å³
Z = 4
Mo K radiation
= 0.10 mm^-1
T = 291 K
0.36 × 0.32 × 0.28 mm

Data collection

Rigaku SCXmini diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) T_min = 0.963, T_max = 0.971
11013 measured reflections
2510 independent reflections
1995 reflections with I > 2(I)
R_int = 0.042

Refinement

R[F² > 2(F²)] = 0.060
wR(F²) = 0.161
S = 1.05
2510 reflections
147 parameters
H-atom parameters constrained
_max = 0.42 e Å^-3
_min = -0.43 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1AO1	0.89	2.08	2.777 (2)	134
N1-H1BO1ⁱ	0.89	2.57	3.200 (3)	129
N1-H1BO2ⁱⁱ	0.89	2.27	2.930 (2)	131
N1-H1CO3ⁱⁱⁱ	0.89	2.31	2.815 (2)	116
N1-H1AO4ⁱⁱ	0.89	2.28	2.885 (2)	125
O4-H4O2^iv	0.91	1.64	2.532 (2)	167
Symmetry codes: (i) $[x, -y+{\script{3\over 2}}, z+{\script{1\over 2}}]$ ; (ii) $[-x+2, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (iii) x, y+1, z; (iv) $[-x+2, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; 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: KJ2151 ).

Acknowledgements

D-HW thanks the China Postdoctoral Science Foundation funded project (20090451147), Jiangsu Planned Projects for Postdoctoral Research Funds (0802003B) and the SEU Major Postdoctoral Research Funds (3212000901) for financial support.

References

Chen, L.-Z. (2009). Acta Cryst. E65, o2626.
Czupinski, O., Bator, G., Ciunik, Z., Jakubas, R., Medycki, W. & Swiergiel, J. (2002). J. Phys. Condens. Matter, 14, 8497-8512.
Katrusiak, A. & Szafranski, M. (2006). J. Am. Chem. Soc. 128, 15775-15785.
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Wang, B. (2010). Acta Cryst. E66, o1473.

organic compounds