(E)-4-Methoxy-N′-(2,4,5-trifluorobenzylidene)benzohydrazide monohydrate

Abstract

The title Schiff base compound, C15H11F3N2O2·H2O, crystallized as a monohydrate. The conformation about the C=N bond isE. The molecule is almost planar, with the dihedral angle between the planes of the methoxybenzene and trifluorobenzylidene rings being 7.46 (6)°. In the crystal, molecules are linked by bifurcated Owater—H...(O,N) hydrogen bonds and N—H...Owaterand Owater—H...O and C—H...O hydrogen bonds, forming chains along [100]. The chains are linked by C—H...Owaterhydrogen bonds, forming slabs parallel to thebcplane. Within the slabs there are offset π–π interactions present [intercentroid distance = 3.7883 (7) Å].

Design, Synthesis, Crystal Structure, In Vitro and In Silico Evaluation of New N′-Benzylidene-4-tert-butylbenzohydrazide Derivatives as Potent Urease Inhibitors

“…The resulting hydrazone was crystallized in a monoclinic Pbca space group with only one molecule in the asymmetric unit, as shown in Figure 3 . The bond lengths and bond angles of the molecule fall within the expected range for similar molecules [ 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 ]. The crystal data for the compound is given in Table 2 , whereas the bond lengths and the reported ranges are given in Table 5 .…”

“…The crystal data for the compound is given in Table 2 , whereas the bond lengths and the reported ranges are given in Table 5 . It is apparent from the table that the bond length for the hydrazide moiety N2–N3 is 1.395 (3) Å, for the Schiff base linkage N2–C9 is 1.260 ( 4 ) Å, and for the N3–C10 is 1.332 ( 4 ) [ 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 ]. The two phenyl rings connected by hydrazide moiety are rather twisted in comparison with other related examples.…”

The crystal structure of 4-tert-butyl-N′-[(E)-(4-fluoro-3-methoxyphenyl)methylidene]benzohydrazide, C19H21F1N2O2

“…The title compound crystallized in the monoclinic space group Cc with one molecule in the asymmetric unit. All bond lengths and angles of the hydrazide moiety do fall into the expected ranges as found in related molecules [1][2][3][4][5][6][7][8][9][10][11]. The N1-N2 distance is 1.386(4) Å (range in literature 1.369-1.395 Å), the N1-C(11) distance is 1.344(5) Å (range 1.329-1.359 Å), the C11 = O1 distance is 1.232(5) Å (range 1.216-1.245 Å) and the C16-F1 distance is 1.350(5) Å (range 1.345-1.365 Å); all apparently rather independent from further substitution on the phenyl rings adjacent to the hydrazide moiety (see top part of the figure).…”

“…Structural reports of synthetic 4-fluorobenzohydrazide derivatives have started to appear in the literature only as recently as 2004; reports of such single crystal structure determinations continue to be released to date emphasizing their abiding relevance [5][6][7][8][9][10][11][12][13][14][15]. Hydrazide compounds and their role as ligands in complexes are studied due to widespread interest in their biological activities [16], for which the fluoro substituent is supposedly important for reasons ofinter alia -solubility, pharmaceutical application and in vivo monitoring.…”