2-Bromo-1-(4-methoxyphenyl)ethanone

The title compound, C9H9BrO2, prepared by the reaction of 4-methoxyacetophenone and cupric bromide, , is approximately planar (r.m.s. deviation 0.0008 Å). In the crystal, weak intermolecular aromatic C—H⋯Ocarbonyl hydrogen-bonding interactions result in a one-dimensional chain structure.

The title compound, C 9 H 9 BrO 2 , prepared by the reaction of 4methoxyacetophenone and cupric bromide, , is approximately planar (r.m.s. deviation 0.0008 Å ). In the crystal, weak intermolecular aromatic C-HÁ Á ÁO carbonyl hydrogen-bonding interactions result in a one-dimensional chain structure.

Comment
The chemistry of hydrazones, owing to their coordinating capability, pharmacological activity, antibacterial and antifungal properties, and their use in analytical chemistry as highly selective extractants, has been intensively investigated (Domiano et al., 1984;Li et al., 1988;Sadık et al., 2004). In addition, many thiazole compounds are of considerable importance because of their antibacterial and anti-inflammatory activity (Shinagawa et al., 1997;Shivarama et al., 2003;Dinçer et al., 2005).
We have focused our synthetic and structural studies on new derivatives of thiazole-substituted hydrazones (Zhang et al., 2009). We report here the crystal structure of a bromo-substituted methoxyacetophenone, the title compound C 9 H 9 BrO 2 (I), which is a very important intermediate for the synthesis of thiazole-substituted hydrazones.
In (I), all bond lengths are within normal ranges (Allen et al., 1987). The presence of a strong intramolecular aromatic C8-H···O1 carbonyl hydrogen bond (Table 1)  The molecules of (I) associate through weak intermolecular aromatic C-H···O carbonyl hydrogen bonds forming one-dimensional chains which extend along the b axial direction in the unit cell (Fig.2).

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

Data collection
Enraf-Nonius CAD-4 diffractometer R int = 0.0000 Radiation source: fine-focus sealed tube θ max = 25.3º Monochromator: graphite θ min = 2.7º T = 305 K h = −9→8 ω/2θ scans k = 0→14 Absorption correction: ψ scan (North et al., 1968) l = 0→12 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.