2,5-Dimethyl-1-phenylsulfonyl-1H-pyrrole-3,4-dicarbaldehyde

In the title compound, C14H13NO4S, the mean planes of the pyrrole and phenyl rings form a dihedral angle of 88.7 (1)°. The aldehyde groups are slightly twisted from the pyrrole plane. In the crystal structure, molecules are linked into a three-dimensional framework by C—H⋯O hydrogen bonds.

In the title compound, C 14 H 13 NO 4 S, the mean planes of the pyrrole and phenyl rings form a dihedral angle of 88.7 (1) . The aldehyde groups are slightly twisted from the pyrrole plane. In the crystal structure, molecules are linked into a three-dimensional framework by C-HÁ Á ÁO hydrogen bonds.

Comment
Heterocyclic compounds, especially five-membered rings, have occupied an important place among organic compounds because of their biological activities. The fungicidal activity of novel heterocycles has been reported by Ali et al. (1989).
These are crucial intermediates for various pyrrole natural products possessing antitumour properties. They are found to have antifungal activity against various pathogens (Amal Raj et al., 2003). Against this background and in order to obtain detailed information on molecular conformation in the solid state, an X-ray crystallographic study of the title compound has been carried out and the results are presented here.
The geometric parameters are normal (Allen et al., 1987). The mean planes of the pyrrole and phenyl rings form a dihedral angle of 88.7 (1)°. The aldehyde groups are slightly twisted from the pyrrole plane, with O3 towards C2 and O4 towards C1, as evidenced by the torsion angles C2-C3-C5-O3 = 2.1 (3)° and C1-C2-C6-O4 = 5.9 (3)° (Fig. 1). The sum of the angles at N is 360.0, which is an indication of sp 2 hybridization (Beddoes et al., 1986). In the crystal structure, the molecules are linked into a three-dimensional framework by C-H···O hydrogen bonds ( Fig. 2 and Table 1).

Refinement
All H atoms were positioned geometrically and allowed to ride on their parent atoms, with C-H = 0.93-0.96 Å and U iso (H) = 1.5 U eq (C) for methyl H atoms and 1.2U eq (C) for other H atoms. 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.