1,5-Bis[(E)-1-(2-hydroxyphenyl)ethylidene]thiocarbonohydrazide monohydrate

Abstract

In the title compound, C17H18N4O2S·H2O, the thio­urea derivative is almost planar, with an r.m.s. deviation for the non-H atoms of 0.057 Å. The hydroxyl groups lie to the same side of the mol­ecule as the thione S atom, a conformation that allows the formation of intra­molecular O—H⋯S and O—H⋯N hydrogen bonds. In the crystal structure, the thio­urea and water mol­ecules self-assemble into a two-dimensional array by a combination of Owater—H⋯Ohydrox­yl, N—H⋯Owater and Owater—H⋯S hydrogen bonds and C—H⋯π inter­actions.

1,5-Bis[1-(4-methoxyphenyl)ethylidene]thiocarbonohydrazide

“…In (I) ( Fig. 1), the bond lengths and angles are normal and correspond to those observed in 1,5-bis[(E)-1-(2-hydroxyphenyl)ethylidene] thiocarbonohydrazide monohydrate (Affan et al, 2010). Four N atoms and the C=S are almost coplanar.…”

“…For related Schiff base derivatives of thiocarbonohydrazide, see: Loncle et al (2004); Camp et al (2010). For a related structure, see: Affan et al (2010).…”

A monoclinic polymorph of (1E,5E)-1,5-bis(2-hydroxybenzylidene)thiocarbonohydrazide

“…For the crystal structure of the orthorhombic polymorph of the title compound reported without three-dimensional coordinates, see: Yanping et al (1999). For the crystal structure of a methylated derivative of the title compound, see: Affan et al (2010). For graph-set analysis of hydrogen bonds, see: Etter et al (1990); Bernstein et al (1995).…”

“…Furthermore, no three-dimensional coordinates have been deposited for the former structure solution. The molecular and crystal structure of a methyl-substituted derivative of the title compound is apparent in the literature as well (Affan et al, 2010).…”

1,5-Bis(4-methoxybenzylidene)thiocarbonohydrazide methanol monosolvate

“…For related Schiff base derivatives of thiocarbohydrazide, see: Loncle et al (2004); Camp et al (2010); Opstal & Verpoort (2003). For a related structure, see: Affan et al (2010).…”