(E)-N′-(5-Chloro-2-hydroxybenzylidene)-3,5-dihydroxybenzohydrazide monohydrate

Abstract

In the title compound, C14H11ClN2O4·H2O, the dihedral angle between the two benzene rings is 8.5 (2)° and an intra­molecular O—H⋯N hydrogen bond is observed in the Schiff base mol­ecule. In the crystal structure, the water mol­ecule accepts an N—H⋯O hydrogen bond and makes O—H⋯O hydrogen bonds to two further Schiff base mol­ecules. Further inter­molecular O—H⋯O hydrogen bonds lead to the formation of layers parallel to the bc plane.

(E)-N′-(2-Chlorobenzylidene)-3,5-dihydroxybenzohydrazide dihydrate

“…In (I) ( Fig. 1), all bond lengths and angles are normal and comparable with those found in the related compounds (Diao et al, 2007;Deng et al, 2009;Huang et al, 2008, Jiang et al, 2008. In the Shiff base molecule, two benzene rings form a dihedral angle of 20.6 (1)°.…”

“…For general background to Schiff base compounds, see: Brü ckner et al (2000); Harrop et al(2003); Zhang et al (2008). For related structures, see: Diao et al (2007); Jiang et al (2008); Huang et al (2008); Deng et al (2009). Mo K radiation = 0.28 mm À1 T = 296 K 0.44 Â 0.12 Â 0.07 mm…”

(E)-N′-(5-Chloro-2-hydroxybenzylidene)-2,4-dihydroxybenzohydrazide methanol monosolvate

“…In the title compound, the bond length of 1.274 (2) Å between atoms C(1) and N(1) is similar to those observed in other Schiff basess (Deng et al, 2009;Huang et al., 2008;Zhang et al., 2007), indicating it is a double bond. The bond length of C(8)-N(2), 1.357 (2) Å, is intermediate between C-N and C=N bonds due to the conjugation effects in the molecule.…”

“…For related compounds, see: Huang et al (2008); Zhang et al (2007). For a related structure, see: Deng et al (2009).…”

Crystal structure of 3,5-dihydroxy-N'-(1-naphthylmethyl)- benzohydrazide monohydrate, C18H14N2O3 · H2O

“…The asymmetric unit of the title crystal structure consists of a hydrazone molecule and awater molecule of crystallization. The bond lengthsare within normal values [5], and arecomparable to the values observed in similar hydrazone compounds [6][7][8]. The bond length of 1.266(3) Åbetween atomsC7and N2 is similar to those observed in other Schiff bases [6][7][8] …”