2-Nitrobenzyl methanesulfonate

In the title compound, C8H9NO5S, the dihedral angle between the benzene ring and the nitro group is 5.86 (15)° and the C—C—O—S group adopts an anti conformation [torsion angle = −168.44 (15)°]. In the crystal, molecules are linked by C—H⋯O hydrogen bonds, generating a three-dimensional network.

In the title compound, C 8 H 9 NO 5 S, the dihedral angle between the benzene ring and the nitro group is 5.86 (15) and the C-C-O-S group adopts an anti conformation [torsion angle = À168. 44 (15) ]. In the crystal, molecules are linked by C-HÁ Á ÁO hydrogen bonds, generating a three-dimensional network.
We are grateful to the IOE, University of Mysore, for providing the single-crystal X-ray diffraction facility. PN thanks the BET Academy of Higher Education for research facilities.
Supporting information for this paper is available from the IUCr electronic archives (Reference: HB7217).

Comment
Nitroalkenes have been used as substrates for Michael addition reactions (Ranu & Banerjee, 2005) and for the synthesis of many organic molecules (Ballini et al., 2005).
The ORTEP of the title molecule is shown in figure 1. The molecules in the crystal structure are connected with C-H···O hydrogen bonds (Table 1). The C8-H8B···O4 hydrogen bond exhibits ring motifs of the type R 2 2 (8). The overall geometry of the title compound is similar to the 3,5-dinitrobenzyl methanesulfonate (Khan et al., 2008). Overall packing of the molecule is shown in figure 2.

Experimental
Red blocks were obtained from slow evaporation of a solution of ethanol.

Refinement
The hydrogen atom were fixed geometrically (C-H= 0.93-0.96 Å) and allowed to ride on their parent atoms with U iso (H) =1.5U eq (C-methyl) and = 1.2U eq (C).  A view of the title molecule, with displacement ellipsoids drawn at the 50% probability level.

Figure 2
A viewed along the b axis of the crystal packing of the title compound. H-atom parameters constrained w = 1/[σ 2 (F o 2 ) + (0.0554P) 2 + 0.5912P] where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max < 0.001 Δρ max = 0.41 e Å −3 Δρ min = −0.32 e Å −3 Extinction correction: SHELXL97 (Sheldrick, 2008), FC * =KFC[1+0.001XFC 2 Λ 3 /SIN(2Θ)] -1/4 Extinction coefficient: 0.0114 (9) Special details Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles Refinement. Refinement on F 2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The observed criterion of F 2 > σ(F 2 ) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.