1,4-Bis(3-chloropropoxy)benzene

The molecule of the title compound, C12H16Cl2O2, has a center of inversion at the centroid of the benzene ring and the asymmetric unit contains one half-molecule. Intermolecular C—H⋯π interactions stabilize the crystal structure.

Cg1 is the centroid of the phenyl ring.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BQ2255).
Especially, halogenoalkoxybenzenes are used to synthesize diketopyrrolopyrrole derivatives which are a class of strongly fluorescent heterocyclic pigments and their structures could be easily optimized through variations of substituents at the 2,5-and 3,6-positions (Jin et al., 2010;Rabindranath et al., 2006;Zhang et al., 2008;Zhu et al., 2007). In this paper, the structure of the title compound synthesized, (I), and we report herein its crystal structure. In the molecule of (I) (Fig. 1) the bond lengths and angles are within normal ranges (Allen et al., 1987). The asymmetric unit of the title compound contains a half of the molecule situated on a two-fold rotational axis. Intermolecular C4-H4···Cg1 interactions (Cg1 is the centroid of the phenyl ring ring) stabilize the crystal structure.

Experimental
For the preparation of the title compound, p-dihydroxybenzene (11.0 g, 0.1 mol) was dissolved in dry acetone (100 ml).

Refinement
All H atoms were positioned geometrically and refined as riding (C-H = 0.95-0.99Å) and allowed to ride on their parent atoms, with U iso (H) =1.2U eq (parent). Fig. 1. The molecular structure of the title molecule, with the atom-numbering scheme, symmetry code: -x+1, -y, -z+1. Displacement ellipsoids are drawn at the 75% probability level.  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 Rfactors(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.