(E)-4-[(5-Methyl-2-fur­yl)methyl­ene­amino]benzene­sulfonic acid

Suo, J.

doi:10.1107/S1600536808026275

Volume 64
Part 9
Page o1788
September 2008

Received 2 August 2008
Accepted 14 August 2008
Online 20 August 2008

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.004 Å
R = 0.045
wR = 0.128
Data-to-parameter ratio = 13.1
Details

(E)-4-[(5-Methyl-2-furyl)methyleneamino]benzenesulfonic acid

Jianlan Suo ^a ^*

^aDepartment of Chemistry, Baoji University of Arts and Science, Baoji, Shaanxi 721007, People's Republic of China
Correspondence e-mail: suojn@yahoo.com.cn

The title compound, C₁₂H₁₁NO₄S, is a Schiff base derived from the condensation reaction of equimolar quantities of sulfamide and furfural. The molecule has a trans configuration with respect to the imine C=N double bond. The N atom is involved in an intermolecular O-H-N hydrogen bond.

Related literature

For related literature, see: Abd El Rehim et al. (2001); Hariharan & Urbach (1969); Koning & Cantilena (1994); Tarafder et al. (2002).

Experimental

Crystal data

C₁₂H₁₁NO₄S
M_r = 265.28
Monoclinic, P 2₁ /c
a = 13.9761 (11) Å
b = 11.9820 (15) Å
c = 7.3266 (10) Å
= 95.8010 (10)°
V = 1220.6 (2) Å³
Z = 4
Mo K radiation
= 0.27 mm^-1
T = 298 (2) K
0.23 × 0.20 × 0.15 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.940, T_max = 0.961
6042 measured reflections
2156 independent reflections
1581 reflections with I > 2(I)
R_int = 0.028

Refinement

R[F² > 2(F²)] = 0.044
wR(F²) = 0.128
S = 1.05
2156 reflections
165 parameters
H-atom parameters constrained
_max = 0.43 e Å^-3
_min = -0.44 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1N1ⁱ	0.82	2.21	3.025 (3)	176
Symmetry code: (i) -x+1, -y+1, -z+1.

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); 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 (Sheldrick, 2008).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BX2168 ).

Acknowledgements

The author acknowledges a research grant (No. 08JZ07) from the Phytochemistry Key Laboratory of Shaanxi province.

References

Abd El Rehim, S. S., Ibrahim, M. A. M. & Khalid, K. F. (2001). Mater. Chem. Phys. 70, 268-273.
Bruker (2000). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Hariharan, M. & Urbach, F. L. (1969). Inorg. Chem. 8, 556-559.
Koning, P. K. & Cantilena, L. (1994). Ann. Intern. Med. 154, 590-591.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Tarafder, M. T. H., Jin, K. T., Crouse, K. A., Ali, A. M., Yamin, B. M. & Fun, H. K. (2002). Polyhedron, 21, 2547-2554.

organic compounds