The crystal structures and Hirshfeld surface analysis of N',N'''-((1E,1'E)-{[methyl-enebis(-oxy)]bis-(6-bromo-3,1-phenyl-ene)}bis-(methan-ylyl-idene))bis-(isonicotinohydrazide) dihydrate and N',N'''-((1E,1'E)-{[butane-1,4-diylbis(-oxy)]bis-(2,1-phenyl-ene)}bis-(methan-ylyl-idene))bis-(isonicotino-hydrazide) [+ solvent].

ABSTRACT: The title compounds, C27H20Br2N6O4·2H2O, (I), and C30H28N6O4·[+ solvent], (II), both crystallize with one half-mol-ecule in the asymmetric unit. The whole mol-ecule of (I) is generated by twofold rotation symmetry, with the twofold rotation axis bis-ecting the C atom of the -O-CH2-O- bridge. This results in a folded or U-shaped conformation of the mol-ecule. The whole mol-ecule of (II) is generated by inversion symmetry, with the central CH2-CH2 bond of the -O-(CH2)4-O- bridge being located about a center of inversion. This results in a step-like conformation of the mol-ecule. The central C(=O)N-N=C regions of the isonicotinohydrazide moieties in both compounds are planar and the configuration about the imine C=N bonds is E. In compound (I), the benzene and pyridine rings are inclined to each other by 37.60?(6)°. The two symmetry-related pyridine rings are inclined to each other by 74.24?(6)°, and the two symmetry-related benzene rings by 7.69?(6)°. In compound (II), the benzene and pyridine rings are inclined to each other by 25.56?(11)°. The symmetry-related pyridine rings are parallel, as are the two symmetry-related benzene rings. In the crystal of (I), a pair of water mol-ecules link the organic mol-ecules via Owater-H?O and Owater-H?N hydrogen bonds, forming chains along [001], and enclosing an R 4 2(8) and two R 1 2(5) ring motifs. The chains are linked by N-H?Npyridine hydrogen bonds, forming a supra-molecular framework. There are also a number of C-H?O hydrogen bonds, and C-H?? and offset ?-? inter-actions [inter-planar distance = 3.294?(1)?Å] present reinforcing the framework. In the crystal of (II), mol-ecules are linked by N-H?Npyridine hydrogen bonds, forming a supra-molecular framework. Here too there are also a number of C-H?O hydrogen bonds present, and a C-H?? inter-action, reinforcing the framework. For compound (II), a region of disordered electron density was corrected for using the SQUEEZE [Spek (2015 ?). Acta Cryst. C71, 9-18] routine in PLATON. Their formula mass and unit-cell characteristics were not taken into account during refinement.

SUBMITTER: Syed Abuthahir S 

PROVIDER: S-EPMC6505606 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature