Crystal structure and Hirshfeld surface analysis of 4,5-di-bromo-6-methyl-2-phenyl-2,3,3a,4,5,6,7,7a-octa-hydro-3a,6-ep-oxy-1 H-isoindol-1-one

Dmitriy F Mertsalov; Maryana A Nadirova; Lala V Chervyakova; Mikhail S Grigoriev; Evgeniya R Shelukho; Sevim Türktekin Çelikesir; Mehmet Akkurt; Sixberth Mlowe

doi:10.1107/S205698902100116X

Crystal structure and Hirshfeld surface analysis of 4,5-di-bromo-6-methyl-2-phenyl-2,3,3a,4,5,6,7,7a-octa-hydro-3a,6-ep-oxy-1 H-isoindol-1-one

Acta Crystallogr E Crystallogr Commun. 2021 Feb 9;77(Pt 3):237-241. doi: 10.1107/S205698902100116X. eCollection 2021 Mar 1.

Authors

Dmitriy F Mertsalov¹, Maryana A Nadirova¹, Lala V Chervyakova¹, Mikhail S Grigoriev², Evgeniya R Shelukho¹, Sevim Türktekin Çelikesir³, Mehmet Akkurt³, Sixberth Mlowe⁴

Affiliations

¹ Department of Organic Chemistry, Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., 117198, Moscow, Russian Federation.
² Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky pr. 31, bld. 4, Moscow, 119071, Russian Federation.
³ Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
⁴ University of Dar es Salaam, Dar es Salaam University College of Education, Department of Chemistry, PO Box 2329, Dar es Salaam, Tanzania.

Abstract

In the title compound, C₁₅H₁₅Br₂NO₂, two bridged tetra-hydro-furan rings adopt envelope conformations with the O atom as the flap. The pyrrolidine ring also adopts an envelope conformation with the spiro C atom as the flap. In the crystal, the mol-ecules are linked into dimers by pairs of C-H⋯O hydrogen bonds, thus generating R ² ₂(18) rings. The crystal packing is dominated by H⋯H, Br⋯H, H⋯π and Br⋯π inter-actions. One of the Br atoms is disordered over two sites with occupation ratio of 0.833 (8):0.167 (8).

Keywords: Hirshfeld surface analysis; crystal structure; epoxyisoindole moiety; pyrrolidine ring; tetrahydrofuran ring.

Grants and funding

This work was funded by Russian Foundation for Basic Research grant 9–53-04002. Belarusian Republican Foundation for Fundamental Research grant X19PM-003.