(5Z)-5-(2-Hydroxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one methanol hemisolvate

Abstract

In the title compound, C10H7NO2S2·0.5CH3OH, the dihedral angle between the aromatic rings is 11.43 (11)° and a short intra­molecular C—H⋯S contact occurs. The methanol solvent mol­ecule is equally disordered over two sets of sites. In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds occur. The methanol solvent mol­ecule connects the dimers through O—H⋯S and O—H⋯O inter­molecular hydrogen bonds. Further stability is afforded by C—H⋯π and π–π inter­actions [centroid–centroid separation = 3.5948 (13) Å].

(5E)-5-(4-Hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one methanol monosolvate

“…For related structures, see: Barreiro et al (2007); Shahwar et al (2009). For graph-set notation, see: Bernstein et al (1995).…”

“…Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2009); software used to prepare material for publication: WinGX (Farrugia, 1999) We have recently reported the crystal structure of (5Z)-5-(2-Hydroxybenzylidene)-2-thioxo-1,3-thiazolidin-4-onemethanol (1:0.5) (Shahwar et al, 2009). In continuation of synthesizing various derivatives of rhodanine, the title compound (I, Fig.…”

(5Z)-5-(2-Hydroxybenzylidene)-3-phenyl-2-thioxo-1,3-thiazolidin-4-one

“…For related structures, see: Linden et al (1999); Shahwar et al (2009aShahwar et al ( , 2009b. For graph-set theory, see: Bernstein et al (1995).…”

“…We have recently reported the crystal structure of (II) (5Z)-5-(2-Hydroxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one methanol hemisolvate (Shahwar et al, 2009a) and (III) (5E)-5-(4-Hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one methanol monosolvate (Shahwar et al, 2009b) which contain the rhodanine. In continuation of synthesizing various derivatives of rhodanine, the title compound (I, Fig.…”

(5Z)-5-(2-Methylbenzylidene)-3-phenyl-2-thioxo-1,3-thiazolidin-4-one

“…1), has been prepared and being reported in continuation of synthesizing various derivatives of rhodanine. In this context we have reported the crystal structure of (II) (5Z)-5-(2-Hydroxybenzylidene)-3-phenyl-2thioxo-1,3-thiazolidin-4-one (Shahwar et al, 2009a), (III) (5Z)-5-(2-Hydroxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one methanol hemisolvate (Shahwar et al, 2009b) and (IV) (5E)-5-(4-Hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one methanol monosolvate (Shahwar et al, 2009c).…”