Received 2 November 2011
In an effort to discover novel and potential boron-dipyrromethene (BODIPY) dyes, the title compound, C19H18BF2N3O2, was prepared from 2,4-dimethylpyrrole, 4-nitrobenzaldehyde and BF3·Et2O in a one-pot reaction. There are two independent molecules, A and B, in the asymmetric unit in which the dihedral angles between the benzene ring and boron-dipyrromethene mean plane have significantly different values [82.71 (8)° for molecule A and 73.16 (8)° for molecule B]. Intermolecular C-H interactions help to stabilize the crystal structure.
For the use of related compounds in fluorescence analysis, see: Weiner et al. (2001); Gabe et al. (2004). For related structures, see: Euler et al. (2002a,b); Cui et al. (2006). For the synthetic procedure, see: Kollmannsberger et al. (1998).
Data collection: APEX2 (Bruker, 2007); cell refinement: APEX2 and SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IM2338 ).
We gratefully acknowledge financial support from the Open Foundation of Jiangsu Province Key Laboratory of Fine Petrochemical Technology (KF1005) and the Analysis Center of Changzhou University.
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