(E)-N′-(5-Chloro-2-hydroxybenzylidene)-4-(8-quinolyloxy)butanohydrazide monohydrate

Abstract

The crystal of the title Schiff base compound, C20H18ClN3O3·H2O, was twinned by a twofold rotation about (100). The asymmetric unit contains two crystallographically independent mol­ecules with similar conformations, and two water mol­ecules. The C=N—N angles of 115.7 (6) and 116.2 (6)° are significantly smaller than the ideal value of 120° expected for sp 2-hybridized N atoms and the dihedral angles between the benzene ring and quinoline ring system in the two mol­ecules are 52.5 (7) and 53.9 (7)°. The mol­ecules aggregate via C—Cl⋯π and π–π inter­actions [centroid–centroid distances = 3.696 (5)–3.892 (5) Å] and weak C—H⋯O inter­actions as parallel sheets, which are further linked by water mol­ecules through N—H⋯O and O—H⋯O hydrogen bonds into a supra­molecular two-dimensional network.

(E)-N′-(4-Nitrobenzylidene)-4-(8-quinolyloxy)butanohydrazide

“…In (I) (Fig.1) the asymmetric unit contains a crystallographically independent molecule with a trans-(+)gauche-transtrans-(-)gauche-trans-trans conformation along the quinoline ring-benzene ring bond sequence [torsion angles (°): C8- 7; N2-N3-C14-C15, -179.17 16]. The bond lengths and angles in (I) are in good agreement with the expected values (Allen et al, 1987) and are comparable to those in the related compounds Zheng, 2006;, 2007Xie et al, 2008;Chen et al, 2009;Zhang, XiaHou et al, 2009). The C14-N3 and C13-O2 bond lengths [1.269 (3) and 1.235 (2) Å, respectively] indicate the presence of a typical C═N and C═O.…”

“…(Calligaris & Randaccio, 1987). Structures of Schiff bases derived from substituted 4-(quinolin-8-yloxy)butanehydrazide and closely related to the title compound have been reported earlier (Zheng, Li et al, 2008;Zheng, 2006;, 2007Xie et al, 2008;Chen & Li, 2009;Zhang et al, 2009). In this contribution, we present the synthesis and crystal structure of a new ligand C 20 H 18 N 4 O 4 (I), which contains oxygen and nitrogen donors and a flexible aliphatic spacer.…”

“…For general background to Schiff bases in coordination chemistry, see: Calligaris & Randaccio (1987). For related structures, see: Zheng, Li et al (2008); Zheng, Qiu et al (2006); ; Zheng (2006); , 2007; Xie et al (2008); Chen & Li (2009); Zhang et al (2009). For bond-length data, see: Allen et al (1987).…”

Synthesis, Characterization, Crystal Structure, and Fluorescence Properties of a Schiff Base Containing Aliphatic Spacers

“…[11][12][13][14] Structures of Schiff bases derived from substituted 2-(quinolin-8-yloxy)butanehydrazide and closely related to the title compound have been reported earlier. [15][16][17][18] In this contribution, we present the synthesis, characterization, crystal structure, and fluorescence property of a new Schiff base, 1, which contains oxygen and nitrogen donors and flexible aliphatic spacers.…”