Research Article: 3-{2-[2-(2-Fluoro­benzyl­idene)hydrazin­yl]-1,3-thia­zol-4-yl}-2H-chromen-2-one

Date Published: June 01, 2010

Publisher: International Union of Crystallography

Author(s): Afsheen Arshad, Hasnah Osman, Chan Kit Lam, Ching Kheng Quah, Hoong-Kun Fun.


In the title compound, C19H12FN3O2S, the chromene ring system and the thia­zole ring are approximately planar [maximum deviations of 0.023 (3) Å and 0.004 (2) Å, respectively]. The chromene ring system is inclined at angles of 4.78 (10) and 26.51 (10)° with respect to the thia­zole and benzene rings, respectively, while the thia­zole ring makes a dihedral angle of 23.07 (12)° with the benzene ring. The mol­ecular structure is stabilized by an intra­molecular C—H⋯O hydrogen bond, which generates an S(6) ring motif. The crystal packing is consolidated by inter­molecular N—H⋯O hydrogen bonds, which link the mol­ecules into chains parallel to [100], and by C—H⋯π and π–π [centroid–centroid distance = 3.4954 (15) Å] stacking inter­actions.

Partial Text

For the synthesis of the title compound, see: Lv et al. (2010 ▶); Siddiqui et al. (2009 ▶). For general background to and the biological activity of coumarin derivatives, see: Anderson et al. (2002 ▶); Tassies et al. (2002 ▶); Mitscher (2002 ▶); Lafitte et al. (2002 ▶); Moffett (1964 ▶); Weber et al. (1998 ▶). For the biological activity of amino­thia­zoles derivatives, see: Hiremath et al. (1992 ▶); Habib & Khalil (1984 ▶); Karah et al. (1998 ▶); Gursoy & Karah (2000 ▶); Lednicer et al. (1990 ▶); Kim et al. (2002 ▶); Wattenberg et al. (1979 ▶). For the stability of the temperature controller used for the data collection, see: Cosier & Glazer (1986 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶).




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