Synthesis, Crystal Structure, Ab Initio Studies and Fingerprint Plots of 2-Chloro-1,3-dioxo-2,3-dihydro-1H-inden-2-yl acetate

Abstract

2-Chloro-1,3-dioxo-2,3-dihydro-1H-inden-2-yl acetate, C₁₁H₇ClO₄ (Fig. 1), has been synthesized and the structure has been solved by IR and X-ray diffraction studies. The crystals are triclinic, space group P $\bar{1}$, with a = 7.62060(10) Å, b = 11.5944(2) Å, c = 13.0753(3) Å, α = 97.2820(10)°, β = 101.5740(10)°, γ = 101.7930(10)°, Mr = 238.62, V = 1090.82(3) ų, Z = 4 and R = 0.0557. In the title compound there are two molecules in the asymmetric unit. The molecules are linked via weak C–H···O hydrogen bonds forming R ⁴₄ (28) rings. The intermolecular interactions were analysed by means of the fingerprint plots derived from the Hirshfeld surfaces. The fingerprint plots evidenced subtle differences in the intermolecular contacts for the two independent molecules.

Graphical Abstract

The structure of 2-chloro-1,3-dioxo-2,3-dihydro-1H-inden-2-yl acetate has two molecules in the asymmetric unit. The crystal packing is stabilized only by weak interactions. Ab nitio calculations for the free molecule show that the crystal packing has little influence on the molecular conformation.