(3aS,4R,5R,6S,7aR)-4,5-Dibromo-2-[4-(trifluoromethyl)phenyl]-2,3,3a,4,5,6,7,7a-octahydro-3a,6-epoxy-1H-isoindol-1-one: crystal structure and Hirshfeld surface analysis


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Mertsalov D. F. , Alekseeva K. A. , Daria M. S. , Cheshigin M. E. , Celikesir S. T. , AKKURT M. , ...More

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.77, pp.466-483, 2021 (Journal Indexed in ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 77
  • Publication Date: 2021
  • Doi Number: 10.1107/s2056989021003200
  • Title of Journal : ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Page Numbers: pp.466-483

Abstract

The asymmetric unit of the title compound, C15H12Br2F3NO2, consists of two crystallographically independent molecules. In both molecules, the pyrrolidine and tetrahydrofuran rings adopt an envelope conformation. In the crystal, molecule pairs generate centrosymmetric rings with R-2(2)(8) motifs linked by C-H center dot center dot center dot O hydrogen bonds. These pairs of molecules form a tetrameric supramolecular motif, leading to molecular layers parallel to the (100) plane by C-H center dot center dot center dot pi and C-Br center dot center dot center dot pi interactions. Interlayer van der Waals and interhalogen interactions stabilize molecular packing. The F atoms of the CF3 groups of both molecules are disordered over two sets of sites with refined site occupancies of 0.60 (3)/0.40 (3) and 0.640 (15)/0.360 (15). The most important contributions to the surface contacts of both molecules are from H center dot center dot center dot H (23.8 and 22.4%), Br center dot center dot center dot H/H center dot center dot center dot Br (18.3 and 12.3%), O center dot center dot center dot H/H center dot center dot center dot O (14.3 and 9.7%) and F center dot center dot center dot H/H center dot center dot center dot F (10.4 and 19.1%) interactions, as concluded from a Hirshfeld surface analysis.