1-(3,3-Dichloroallyloxy)-2-nitrobenzene

In the title compound, C9H7Cl2NO3, the dihedral angle between the benzene ring and the plane of the nitro group is 50.2 (1)°, and that between the benzene ring and the best plane through the dichloroallyl fragment is 40.1 (1)°.

In the title compound, C 9 H 7 Cl 2 NO 3 , the dihedral angle between the benzene ring and the plane of the nitro group is 50.2 (1) , and that between the benzene ring and the best plane through the dichloroallyl fragment is 40.1 (1) .

Dong-mei Ren and Yong-yi Wang Comment
The title compound, 1-(3,3-dichloroallyloxy)-2-nitrobenzene is an important intermediate in the synthesis of phenanthrenes (Walker et al., 2005). Here we report here the molecular and crystal structure of the title compound ( Fig.   1).

Experimental
The title compound, (I) was prepared by a method reported in literature (Walker et al., 2005). The crystals were obtained by dissolving (I) (0.1 g) in methanol (30 ml) and evaporating the solvent slowly at room temperature for about 8 d.

Refinement
All H atoms were positioned geometrically and constrained to ride on their parent atoms, with C-H = 0.93 Å for aromatic H and 0.96 Å for alkyl H, respectively. The U iso (H) = xU eq (C), where x = 1.2 for aromatic H and x = 1.5 for other H.

Special details
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) 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.