3′-(4-Chlorobenzoyl)-1′-methyl-4′-[5-(2-thienyl)-2-thienyl]spiro[acenaphthylene-1,2′-pyrrolidin]-2(1H)-one

In the title compound, C31H22ClNO2S2, the five-membered pyrrolidine ring, which exhibits an envelope conformation, makes a dihedral angle of 87.4 (2)° with the acenaphthylene ring system. The crystal structure is stabilized by π–π interactions [centroid–centroid distance = 3.869 (2) Å]. A C atom and the S atom of the thiophene ring are disordered over two positions with refined occupancies of 0.629 (7) and 0.372 (7).

In the title compound, C 31 H 22 ClNO 2 S 2 , the five-membered pyrrolidine ring, which exhibits an envelope conformation, makes a dihedral angle of 87.4 (2) with the acenaphthylene ring system. The crystal structure is stabilized byinteractions [centroid-centroid distance = 3.869 (2) Å ]. A C atom and the S atom of the thiophene ring are disordered over two positions with refined occupancies of 0.629 (7) and 0.372 (7).

Related literature
For general background to the applications and biological activity of the title compound, see: Sarala et al. (2006). For puckering parameters, see: Cremer & Pople (1975) and for asymmetry parameters, see: Nardelli et al. (1983).
The molecular structure of the title compound shows two intramolecular hydrogen bonds. The crystal packing is stabilized by π-π electron interactions. The π-π interactions between the rings Cg4 -Cg6 at x, y, z with the centroid-centroid distance equal to 3.869 (2) Å, is observed in the crystal structure [Cg4 and Cg6 are the centroids of the rings C9/C10/C11/C19/C20 and C1-C6].

Experimental
A solution of the (4-chloro-phenyl-3-Bithiophenyl-prop-2-ene-1-one derived from Bithiophene (1-mmol), Acenapthoquinone (1 mmol), sarcosine (1 mmol) in toluene (30 ml) was refluxed for 8 hrs. The progress of the reacion was evidenced by the TLC analysis. The solvent was removed under reduced pressure and the crude product was subjected to column chromatogarphy using petroleum ether/ethyl acetate (4:1) as solvent. X-ray diffraction were obtained by slow evaporation of a solution of the title compound in hexene at room temperature.

Refinement
The C and S atoms of the thiophene ring are disordered over two positions (C29/C29' and S2/S2') with refined occupancies of 0.629 (7) and 0.373 (7). The corresponding bond distances involving the disordered atoms were restrained to be equal, and also the same U ij parameters were used for atoms C29 and C29'and S2 and S2'. All H atoms were fixed geometrically and allowed to ride on their parent C atoms, with C-H distances fixed in the range 0.93-0.97 Å with U iso (H) = 1.5U eq (C) for methyl H 1.2U eq (C) for other H atoms.
supplementary materials sup-2 Figures Fig. 1. The structure of showing the atom-numbering scheme and intramolecular hydrogen bond. Displacement ellipsoids are drawn at the 30% probability level.For clarity H atoms are omitted.