Crystal structure and Hirshfeld surface analysis of (2E)-3-(4-chloro-3-fluorophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one


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Celikesir S. T. , Sheshadri S. N. , AKKURT M. , Kumar C. S. C. , Veeraiah M. K.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, cilt.75, ss.942-950, 2019 (ESCI İndekslerine Giren Dergi) identifier identifier identifier

  • Cilt numarası: 75
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1107/s2056989019007783
  • Dergi Adı: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Sayfa Sayısı: ss.942-950

Özet

The molecular structure of the title compound, C17H14ClFO3, consists of a 4-chloro-3-fluorophenyl ring and a 3,4-dimethoxyphenyl ring linked via a prop-2-en-1-one spacer. 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 Fand H atoms at the meta positions of the 4-chloro-3-fluorophenyl ring are disordered over two orientations, with an occupancy ratio of 0.785 (3):0.215 (3). In the crystal, molecules are linked via pairs of C-H center dot center dot center dot O interactions with an R-2(2)(14) ring motif, forming inversion dimers. The dimers are linked into a tape structure running along [10 (1) over bar] by a C-H center dot center dot center dot pi interaction. The intermolecular contacts in the crystal were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are H center dot center dot center dot H (25.0%), followed by C center dot center dot center dot H/H center dot center dot center dot C (20.6%), O center dot center dot center dot H/H center dot center dot center dot O (15.6%), Cl center dot center dot center dot H/H center dot center dot center dot Cl (10.7%), F center dot center dot center dot H/H center dot center dot center dot F (10.4%), F center dot center dot center dot C/C center dot center dot center dot F (7.2%) and C center dot center dot center dot C (3.0%).