3-O-Ethyl-l-ascorbic acid

Jin, S.; Miao, X.

doi:10.1107/S1600536808009963

Volume 64
Part 5
Page o860
May 2008

Received 27 March 2008
Accepted 11 April 2008
Online 16 April 2008

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.005 Å
R = 0.040
wR = 0.138
Data-to-parameter ratio = 7.5
Details

3-O-Ethyl-L-ascorbic acid

Shu Jin ^a ^* and Xiaoqin Miao ^a

^aNanjing Research Institute for Comprehensive Utilization of Wild Plants, Jiangwangmiaojie 4#, Nanjing 210042, People's Republic of China
Correspondence e-mail: sjinlab@msn.com

In the crystal structure of the title compound, C₈H₁₂O₆, molecules are linked to each other by O-HO hydrogen bonding.

Related literature

For general background, see: Nihro et al. (1992); Satoh et al. (1994).

Experimental

Crystal data

C₈H₁₂O₆
M_r = 204.18
Orthorhombic, P 2₁ 2₁ 2₁
a = 4.6690 (9) Å
b = 11.939 (2) Å
c = 16.794 (3) Å
V = 936.2 (3) Å³
Z = 4
Mo K radiation
= 0.13 mm^-1
T = 293 (2) K
0.20 × 0.20 × 0.10 mm

Data collection

Enraf-Nonius CAD-4 diffractometer
Absorption correction: none
1973 measured reflections
1024 independent reflections
882 reflections with I > 2(I)
R_int = 0.028
3 standard reflections every 200 reflections intensity decay: none

Refinement

R[F² > 2(F²)] = 0.040
wR(F²) = 0.138
S = 1.00
1024 reflections
137 parameters
1 restraint
H atoms treated by a mixture of independent and constrained refinement
_max = 0.18 e Å^-3
_min = -0.26 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O2-H2AO5ⁱ	0.83 (3)	2.06 (3)	2.873 (3)	168 (5)
O5-H5AO3ⁱⁱ	0.91 (5)	1.90 (4)	2.748 (4)	154 (4)
O6-H6AO6ⁱⁱⁱ	0.87 (5)	1.87 (5)	2.715 (4)	163 (4)
Symmetry codes: (i) $[-x, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (ii) $[-x, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (iii) $[x-{\script{1\over 2}}, -y+{\script{3\over 2}}, -z+1]$ .

Data collection: CAD-4 Software (Enraf-Nonius, 1989); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995); 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: XU2411 ).

References

Enraf-Nonius (1989). CAD-4 Software. Enraf-Nonius, Delft, The Netherlands.
Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
Nihro, Y., Sogawa, S. & Izumi, A. (1992). J. Med. Chem. 35, 1618-1623.
Satoh, T., Niino, Y. & Matsumoto, H. (1994). Jpn Patent JP6228557.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds