Isopropyl 2-(4,6-dimethyl-3-methylsulfinyl-1-benzofuran-2-yl)acetate

Hong Dae Choi,Pil Ja Seo,Byeng Wha Son,Uk Lee

doi:10.1107/s1600536808034466

Abstract

Molecules of title compound, C16H20O4S, which was synthesized by the oxidation of isopropyl 2-(4,6-dimethyl-3-methylsulfanyl-1-benzofuran-2-yl)acetate, interact through C—H⋯π interactions between a methylene H atom and the aromatic carbon ring of the benzofuran ring system, and by C—H⋯O hydrogen bonds. Adjacent stacked molecules exhibit a carbonyl–carbonyl interaction [3.295 (2) Å]. The O atom of the methylsulfinyl group is disordered over two positions with site-occupancy factors of 0.9 and 0.1.

Highlights

C16H20O4S, which was synthesized by the oxidation of isopropyl 2-(4,6-dimethyl-3-methylsulfanyl-1-benzofuran-2-yl)acetate, interact through C— HÁ Á Á interactions between a methylene H atom and the aromatic carbon ring of the benzofuran ring system, and by C—HÁ Á ÁO hydrogen bonds
The O atom of the methylsulfinyl group is disordered over two positions with site-occupancy factors of 0.9 and 0.1
C9—H9B···Cgii C14—H14A···O4Aiii C15—H15C···O4Biv C16—H16A···O4Av C16—H16A···O4Av. Symmetry codes: (ii) x−1, y, z; (iii) x+1, y, z; (iv) −x+1, −y+1, −z; (v) −x, −y+1, −z+1

Summary

Structure Reports Online

Key indicators: single-crystal X-ray study; T = 298 K; mean (C–C) = 0.003 A; disorder in main residue; R factor = 0.043; wR factor = 0.126; data-to-parameter ratio = 13.7. C16H20O4S, which was synthesized by the oxidation of isopropyl 2-(4,6-dimethyl-3-methylsulfanyl-1-benzofuran-2-yl)acetate, interact through C— HÁ Á Á interactions between a methylene H atom and the aromatic carbon ring of the benzofuran ring system, and by C—HÁ Á ÁO hydrogen bonds. Adjacent stacked molecules exhibit a carbonyl–carbonyl interaction [3.295 (2) A ]. The O atom of the methylsulfinyl group is disordered over two positions with site-occupancy factors of 0.9 and 0.1. Related literature For the crystal structures of similar alkyl 2-(3-methylsulfinyl-1benzofuran- 2-yl)acetate derivatives, see: Choi et al (2007, 2008). For a review of carbonyl–carbonyl interactions, see: Allen et al (1998)

Bruker SMART CCD diffractometer

DÁ Á ÁA

Special details