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


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AKKURT M. , Shikhaliyev N. Q. , Suleymanova G. T. , Babayeva G., Mammadova G. Z. , Niyazova A. A. , ...Daha Fazla

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, cilt.75, ss.1199-1212, 2019 (ESCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 75
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1107/s2056989019010004
  • Dergi Adı: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Sayfa Sayıları: ss.1199-1212

Özet

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)degrees, respectively. Molecules are linked through weak X center dot center dot center dot Cl contacts [X = Br for (I) and Cl for (II)], C-H center dot center dot center dot Cl and C- Cl center dot center dot center dot pi 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 C center dot center dot center dot H/H center dot center dot center dot C (16.1%), O center dot center dot center dot H/H center dot center dot center dot O (13.1%), Cl center dot center dot center dot H/H center dot center dot center dot Cl (12.7%), H center dot center dot center dot H (11.4%), Br center dot center dot center dot H/H center dot center dot center dot Br (8.9%), N center dot center dot center dot H/H center dot center dot center dot N (6.9%) and Cl center dot center dot center dot C/C center dot center dot center dot Cl (6.6%) interactions, and for (II), from Cl center dot center dot center dot H / H center dot center dot center dot Cl (21.9%), C center dot center dot center dot H/H center dot center dot center dot C (15.3%), O center dot center dot center dot H/H center dot center dot center dot O (13.4%), H center dot center dot center dot H (11.5%), Cl center dot center dot center dot C/C center dot center dot center dot Cl (8.3%), N center dot center dot center dot H/H center dot center dot center dot N (7.0%) and Cl center dot center dot center dot Cl (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).