Acta Crystallographica Section C

Crystal Structure Communications

Volume 63, Part 2 (February 2007)

organic compounds

gg3061 scheme

Acta Cryst. (2007). C63, o102-o107 [ doi:10.1107/S0108270106055272 ]

Five symmetrically substituted 2-aryl-3-benzyl-1,3-thiazolidin-4-ones: supramolecular structures in zero, one and two dimensions

W. Cunico, L. R. Capri, C. R. B. Gomes, S. M. S. V. Wardell, J. N. Low and C. Glidewell

Abstract: There are no direction-specific interactions between the molecules of 3-(2-methoxybenzyl)-2-(2-methoxyphenyl)-1,3-thiazolidin-4-one, C₁₈H₁₉NO₃S, (I); the molecules of 3-(4-nitrobenzyl)-2-(4-nitrophenyl)-1,3-thiazolidin-4-one, C₁₆H₁₃N₃O₅S, (II), are linked by four independent C-HO hydrogen bonds into complex chains of fused rings. In 3-(4-methoxybenzyl)-2-(4-methoxyphenyl)-1,3-thiazolidin-4-one, (III), isomeric with (I), the molecules are linked into sheets by a combination of C-HO and C-H [pi] (arene) hydrogen bonds, while in 3-(2-nitrobenzyl)-2-(2-nitrophenyl)-1,3-thiazolidin-4-one, (IV), isomeric with (II), the sheets are built from three independent C-HO hydrogen bonds and one C-H [pi] (arene) hydrogen bond, and reinforced by an aromatic [pi] - [pi] stacking interaction. In 3-(2-fluorobenzyl)-2-(2-fluorophenyl)-1,3-thiazolidin-4-one, C₁₆H₁₃F₂NOS, (V), where the 2-aryl ring exhibits orientational disorder, the molecules are linked into sheets by a combination of C-HO and C-H [pi] (arene) hydrogen bonds, and the sheets are linked in pairs, forming bilayers, by an aromatic [pi] - [pi] stacking interaction.

Formula: C₁₈H₁₉NO₃S, C₁₆H₁₃N₃O₅S and C₁₆H₁₃F₂NOS


	Structure factor file (CIF format) (178.7 kbytes) [ doi:10.1107/S0108270106055272/gg3061Isup2.hkl ] Contains datablock I

	Structure factor file (CIF format) (153.3 kbytes) [ doi:10.1107/S0108270106055272/gg3061Vsup6.hkl ] Contains datablock V

	Structure factor file (CIF format) (178.6 kbytes) [ doi:10.1107/S0108270106055272/gg3061IIsup3.hkl ] Contains datablock II

	Structure factor file (CIF format) (182.2 kbytes) [ doi:10.1107/S0108270106055272/gg3061IVsup5.hkl ] Contains datablock IV

	Structure factor file (CIF format) (148.5 kbytes) [ doi:10.1107/S0108270106055272/gg3061IIIsup4.hkl ] Contains datablock III

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