The title compound, C 10 H 8 N 2 O 4 S, serves as a starting material for the synthesis of antihyperglycemic pharmaceuticals. The nearly planar thiazolidine-2,4-dione ring is almost perpendicular to the nitrophenyl ring.
3-(4-Chlorobenzyl)-5-(4-oxo-4H-chromen-3-ylmethylene)-1,3-thiazolidine-2,4-dione
✍ Scribed by Özgen, Özen ;Ceylan-Ünlüsoy, Meltem ;Bozdağ-Dündar, Oya ;Ertan, Rahmiye ;Kendi, Engin
- Publisher
- International Union of Crystallography
- Year
- 2005
- Tongue
- English
- Weight
- 95 KB
- Volume
- 61
- Category
- Article
- ISSN
- 1600-5368
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✦ Synopsis
In the title molecule, C 20 H 12 ClNO 4 S, the benzopyran ring system and the thiazolidine ring are planar. The dihedral angle between the chlorobenzyl and thiazolidine rings is 74.42 (8) . The crystal structure is stabilized by intermolecular C-HÁ Á ÁO hydrogen bonds.
📜 SIMILAR VOLUMES
Single-crystal X-ray study T = 295 K Mean (C-C) = 0.002 A R factor = 0.043 wR factor = 0.114 Data-to-parameter ratio = 15.4 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.
In the title compound, C~15~H~12~ClNOS, the thiazolidine ring adopts a twist conformation, with the S and adjacent C (bearing chlorophenyl) atom deviating by −0.140 (1) and 0.158 (2) Å, respectively, from the plane through the other three ring atoms.
In the title compound, C 18 H 14 ClN 3 O 2 S 2 , the thiazolidine ring adopts an envelope conformation. There are intermolecular C-HÁ Á ÁO interactions, forming centrosymmetric dimers.
In the title compound, C~15~H~18~N~2~O~4~S, there is a very wide C—C—C angle [130.72 (16)°] at the methine C atom linking the two rings. A single C—H...O hydrogen bond links pairs of molecules into dimers around a twofold axis.