Crystal structures and Hirshfeld surface analyses of the two isotypic compounds (E)-1-(4-bromophenyl)-2-[2,2-dichloro-1-(4-nitrophenyl)ethenyl]diazene and (E)-1-(4-chlorophenyl)-2-[2,2-dichloro-1-(4-nitrophenyl)ethenyl]diazene

Akkurt M., Shikhaliyev N., Suleymanova G., Babayeva G., Mammadova G., Niyazova A., ...daha çox

Acta Crystallographica Section E: Crystallographic Communications, vol.75, pp.1199-1204, 2019 (Scopus) identifier

Qısa məlumat

In the two isotypic title compounds, C14H8BrCl2N3O2, (I), and C14H8Cl3N3O2, (II), the substitution of one of the phenyl rings is different [Br for (I) and Cl for (II)]. Aromatic rings form dihedral angles of 60.9 (2) and 64.1 (2), respectively. Molecules are linked through weak XCl contacts [X = Br for (I) and Cl for (II)], C—HCl and C—Cl interactions into sheets parallel to the ab plane. Additional van der Waals interactions consolidate the three-dimensional packing. Hirshfeld surface analysis of the crystal structures indicates that the most important contributions for the crystal packing for (I) are from CH/ HC (16.1%), OH/HO (13.1%), ClH/HCl (12.7%), HH (11.4%), BrH/HBr (8.9%), NH/HN (6.9%) and ClC/CCl (6.6%) interactions, and for (II), from ClH/HCl (21.9%), CH/HC (15.3%), OH/HO (13.4%), HH (11.5%), ClC/CCl (8.3%), NH/HN (7.0%) and ClCl (5.9%) interactions. The crystal of (I) studied was refined as an inversion twin, the ratio of components being 0.9917 (12):0.0083 (12).