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


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

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, cilt.75, ss.124-132, 2019 (ESCI İndekslerine Giren Dergi) identifier identifier identifier

  • Cilt numarası: 75
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1107/s2056989018018066
  • Dergi Adı: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Sayfa Sayıları: ss.124-132

Özet

The molecular structure of the title compound, C13H7Cl3OS, consists of a 2,5-dichlorothiophene ring and a 2-chlorophenyl ring linked via a prop-2-en-1-one spacer. The dihedral angle between the 2,5-dichlorothiophene and 2-chlorophenyl rings is 9.69 (12)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 two intramolecular C - H center dot center dot center dot Cl contacts and one intramolecular C - H center dot center dot center dot O contact, forming S(5)S(5)S(6) ring motifs. In the crystal, the molecules are linked along the a-axis direction through van der Waals forces and along the b axis by face-to-face pi-stacking between the thiophene rings and between the benzene rings of neighbouring molecules, forming corrugated sheets lying parallel to the be plane. 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 (28.6%), followed by C center dot center dot center dot H/H center dot center dot center dot C (11.9%), C center dot center dot center dot C (11.1%), H center dot center dot center dot H (11.0%), Cl center dot center dot center dot Cl (8.1%), O center dot center dot center dot H/H center dot center dot center dot O (8.0%) and S center dot center dot center dot H/H center dot center dot center dot S (6.6%).