(Z)-5-(3-Nitrobenzylidene)-1,3-thiazolidine-2,4-dione

Abstract

Key indicators: single-crystal X-ray study; T = 293 K; mean (C-C) = 0.008 Å; R factor = 0.077; wR factor = 0.194; data-to-parameter ratio = 12.9.In the title compound, C 10 H 6 N 2 O 4 S, the benzene and thiazolidine rings are oriented at a dihedral angle of 8.8 (5) to one another. In the crystal structure, intramolecular C-HÁ Á ÁO and C-HÁ Á ÁS hydrogen bonds are present; intermolecular N-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds link the molecules into rows down the a axis. Experimental Crystal data C 10 H 6 N 2 O 4 S M r = 250.23 Triclinic, P1 a = 4.7270 (9) Å b = 10.936 (2) Å c = 11.276 (2) Å = 117.41 (3) = 97.93 (3) = 93.36 (3) V = 507.6 (2) Å 3 Z = 2 Mo K radiation = 0.32 mm À1

Photoisomerization of Arylidene Heterocycles: Toward the Formation of Fused Heterocyclic Quinolines

“…Based on the literature ,− and our own recent works, the stereochemistry was defined as pure ( Z ) for the Ar-TZD derivatives 1a–f , h–m and pure ( E ) for the arylidenepyrrolidine-2,5-diones 1g , n , o . Our hypothesis was confirmed by X-ray diffraction performed on 2- or 3-nitro-benzylidenethiazolidine-2,4-diones 1i or 1j (Figure and Supporting Information section 1) and by 1 H NMR NOESY experiment for 1n and 1w (for details, see Supporting Information section 2). Note that, considering the CIP rules, the ( Z) stereoisomer of 1a–f , h–m holds the same double-bond geometry as the ( E ) stereoisomer of 1g , n , o .…”

“…Molecular structures of 1i (CCDC: 2151342) and 1j (CCDC: 2151344) as determined by X-ray diffraction.…”