Crystal structure and Hirshfeld surface analysis of (2E)-3-(2,4-dichlorophenyl)-1-(2,5-dichlorothiophen-3-yl) prop-2-en-1-one


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Murthy T. N. S. , Atioglu Z., AKKURT M. , Kumar C. S. C. , Veeraiah M. K. , Quah C. K. , ...Daha Fazla

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, cilt.74, ss.1201-1209, 2018 (ESCI İndekslerine Giren Dergi) identifier identifier identifier

  • Cilt numarası: 74
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1107/s2056989018010976
  • Dergi Adı: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Sayfa Sayıları: ss.1201-1209

Özet

The molecular structure of the title compound, C13H6Cl4OS, consists of a 2,5-dichlorothiophene ring and a 2,4-dichlorophenyl ring linked via a prop-2-en-1-one spacer. The dihedral angle between the 2,5-dichlorothiophene ring and the 2,4-dichlorophenyl ring is 12.24 (15)degrees. The molecule has an E configuration about the C=C bond and the carbonyl group is syn with respect to the C=C bond. The molecular conformation is stabilized by intramolecular C-H center dot center dot center dot Cl contacts, producing S(6) and S(5) ring motifs. In the crystal, the molecules are linked along the a-axis direction through face-to-face pi-stacking between the thiophene rings and the benzene rings of the molecules in zigzag sheets lying parallel to the bc plane along the c axis. The intermolecular interactions in the crystal packing were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are Cl center dot center dot center dot H/H center dot center dot center dot Cl (20.8%), followed by Cl center dot center dot center dot Cl (18.7%), C center dot center dot center dot C (11.9%), Cl center dot center dot center dot S/S center dot center dot center dot Cl (10.9%), H center dot center dot center dot H (10.1%), C center dot center dot center dot H/H center dot center dot center dot C (9.3%) and O center dot center dot center dot H/H center dot center dot center dot O (7.6%).