N '-[(2Z)-3-Allyl-4-oxo-1,3-thiazolidin-2-ylidene]-5-fluoro-3-phenyl-1H-indole-2-carbohydrazide

Abstract

In the title compound, C(21)H(17)FN(4)O(2)S, the planar indole fused-ring [maximum deviation 0.009 (1) angstrom] makes dihedral angles of 54.75 (9) and 14.90 (9)degrees, respectively, with the phenyl ring and the dihydrothiazolyl ring. The -CH(2)CH = CH(2) substituent is disordered over two positions in a 0.51 (1):0.49 (1) ratio. An intramolecular N-H center dot center dot center dot S hydrogen bond generates an S(5) ring motif. The two independent molecules are linked into a dimer by two N-H center dot center dot center dot O hydrogen bonds, forming an R(2)(2)(10) ring motif. The crystal structure features intermolecular C-H center dot center dot center dot pi and pi-pi stacking [centroid-centroid distance = 3.679 (1) angstrom] interactions. C-H center dot center dot center dot O and C-H center dot center dot center dot F interactions are also present.