Abstract
In the title compound, C15H20O4S, a dioxolane ring is fused to the pyran ring of the sugar which carries a thiophenyl substituent on the anomeric C atom. The dioxolane ring adopts an envelope conformation and the pyran ring system a distorted 4 C 1 chair. The structure is stabilized by O—H⋯O hydrogen bonds, forming centrosymmetric dimers that generate an R 2 2(10) ring motif. Additional C—H⋯O interactions form an extended network. Two C atoms of the phenyl ring are disordered over two positions; the site occupancy factors are ca. 0.7 and 0.3.
Highlights
C15H20O4S, a dioxolane ring is fused to the pyran ring of the sugar which carries a thiophenyl substituent on the anomeric C atom
Two C atoms of the phenyl ring are disordered over two positions; the site occupancy factors are ca. 0.7 and 0.3
C-glycosides related to the angucycline antibiotics (Carreno & Urbano, 2005; Toshima, 2003; Krohn & Rohr, 1997; Rohr & Thiericke, 1992) we reduced tosylate (1) with lithium aluminium hydride to furnish the title compound (2), a known
Summary
Key indicators: single-crystal X-ray study; T = 295 K; mean (C–C) = 0.004 Å; disorder in main residue; R factor = 0.039; wR factor = 0.144; data-to-parameter ratio = 16.3. C15H20O4S, a dioxolane ring is fused to the pyran ring of the sugar which carries a thiophenyl substituent on the anomeric C atom. The dioxolane ring adopts an envelope conformation and the pyran ring system a distorted 4C1 chair. The structure is stabilized by O—H O hydrogen bonds, forming centrosymmetric dimers that generate an R22(10) ring motif. Additional C—H O interactions form an extended network. Two C atoms of the phenyl ring are disordered over two positions; the site occupancy factors are ca.
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