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Structures of hydrazones, [ 1 : 2-(1,3-benzothiazolyl)-NH—N=CH—C 6 H 3 —XY], prepared from arenecarbäaldehydes and 2-hydrazinyl-1,3-benzothiazole, are reported. Compounds include unsolvated species, ( 1 : X = 4-Cl, 4-Br, 4-NMe 2 ; Y = H), [ 1 : X,Y = 2,4-Me 2 , 2,4-(OMe) 2 ], and solvated ones, [( 1 : X = 4-OH; Y = H) · H 2 O], [( 1 : X = 3-OMe; Y = 4-OH) · H 2 O], and [( 1 : X = 2-OH; Y = 5-NO 2 ) · DMSO]. The solvated compound, [( 1 : X = 2-OH; Y = 5-NO 2 ) · DMSO], exists in the imino form in contrast to the ( E )-2-(1,3-benzothiazolyl)-NH—N=CH—Ar form exhibited by the other compounds. Common intermolecular interactions in the non-solvated compounds, ( 1 : X = 4-Cl, 4-Br, 4-NMe 2 ; Y = H) and [ 1 : X,Y = 2,4-Me 2 , 2,4-(OMe) 2 ], are strong dimer forming N—H · · · N hyädrogen bonds and weaker π · · · π interactions. The latter involve the benzothazole rings, except in [ 1 : X,Y = 2,4-(OMe) 2 ], where the π · · · π interactions involve thiazole and C 6 H 3 (OMe) 2  rings. The dimer forming N—H · · · N intermolecular hydrogen bonds and π · · · π stacking interactions persist in the hydrate, [( 1 : X = 3-OMe; Y = 4-OH) · H 2 O], but not in the other solvates, [( 1 : X = 4-OH; Y = H) · H 2 O] and [( 1 : X = 2-OH; Y = 5-NO 2 ) · DMSO]. For [( 1 : X = 4-OH; Y = H) · H 2 O], the important direct links between [( 1 : X = 4-OH; Y = H) are chain forming O—H · · · N hydrogen bonds, supplemented by π · · · π interactions. For all solvated compounds, the solvate molecules are involved in indirect links between the hydrazone molecules. In the case of [( 1 : X = 2-OH; Y = 5-NO 2 ) · DMSO], present in the imino form, a network of rings is generated from the hydrogen bonding interactions of the DMSO solvate with the N—H and N—O(nitro) moieties of ( 1 : X = 2-OH; Y = 5-NO 2 ).

Crystal structures of hydrazones, 2-(1,3-benzothiazolyl)-NH—N=CH—Ar, prepared from arenealdehydes and 2-hydrazinyl-1,3-benzothiazole