Received 5 July 2013
In the title compound, C7H4BrFO, the benzaldehyde O atom is found to be trans to the 2-bromo substituent. In the crystal, short BrF interactions between the bromine and fluorine substituents are observed at distances of 3.1878 (14), 3.3641 (13) and 3.3675 (14) Å. Offset face-to-face -stacking interactions are also observed for both of the independent molecules in the asymmetric unit running parallel to the crystallographic b axis, characterized by centroid-centroid distances of 3.8699 (2) and 3.8699 (2) Å.
For information on the synthesis of 2-bromo-5-fluorobenzaldehyde, see: Dubost et al. (2011). For vibrational spectroscopic analysis and ab initio structure calculations on 2-bromo-5-fluorobenzaldehyde, see: Hiremath & Sundius (2009). For the use of 2-bromo-5-fluorobenzaldehyde in organic synthesis of biologically active compounds, see: Chen et al. (2013). For additional information on halogenated aromatic aldehydes in crystal structures, see: Byrn et al. (1993); Moorthy et al. (2003). For information on halogen-halogen interactions in crystal structures, see: Pedireddi et al. (1994).
Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL, OLEX2 (Dolomanov et al., 2009) and Mercury (Macrae et al., 2006).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: JJ2171 ).
This work was supported by Vassar College. X-ray facilities were provided by the US National Science Foundation (grant No. 0521237 to JMT).
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