Crystal structure and Hirshfeld surface analysis of 2,2,2-trichloro-N,N-bis{[(1RS,4SR)-1,4-dihydro-1,4-epoxynaphthalen-1-yl]methyl}acetamide


Atioglu Z., AKKURT M. , Mammadova G. Z. , Bhattarai A.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.77, pp.1048-1059, 2021 (Journal Indexed in ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 77
  • Publication Date: 2021
  • Doi Number: 10.1107/s2056989021009907
  • Title of Journal : ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Page Numbers: pp.1048-1059
  • Keywords: crystal structure, tetrahydrofuran rings, C-H center dot center dot center dot O hydrogen bonds, C-H center dot center dot center dot pi interactions, Hirshfeld surface analysis, IMDAF reaction, Diels-Alder reaction, BIS-FURYL DIENES, TANDEM, CYCLOADDITION

Abstract

In the title compound, C24H18Cl3NO3, the tetrahydrofuran rings adopt envelope conformations. In the crystal, C-H center dot center dot center dot O hydrogen bonds connect molecules, generating layers parallel to the (001) plane. These layers are connected along the c-axis direction by C-H center dot center dot center dot pi interactions. The packing is further stabilized by interlayer van der Waals and interhalogen interactions. The most important contributions to the surface contacts are from H center dot center dot center dot H (36.8%), Cl center dot center dot center dot H/H center dot center dot center dot Cl (26.6%), C center dot center dot center dot H/H center dot center dot center dot C (18.8%) and O center dot center dot center dot H/H center dot center dot center dot O (11.3%) interactions, as concluded from a Hirshfeld surface analysis.