A synchrotron study of (2R,5′S)-5′-benzyl-5-bromo-6-methoxy- spiro-[indane-2,2′-piperazine]-3′,6′-dione dimethyl-formamide solvate

Gary S. Nichol, Francis N. Murigi, Eugene A. Mash

Research output: Contribution to journalArticlepeer-review

Abstract

Synchrotron radiation was used to study the structure of the title compound, C20H19BrN2O3·C 3H7NO, which was obtained as fine fragile needle-shaped crystals by recrystallization from dimethyl-formamide (DMF), one mol-ecule of which is incorporated per asymmetric unit into the crystal. The compound adopts a compact closed conformation with the orientation of the benzyl group such that the aryl ring is positioned over the piperazinedione ring, resulting in a Cspiro⋯Ctrans-C-CPh pseudo-torsion angle of-3.3 (3)°. The five-membered ring is present in an expected envelope conformation and the six-membered piperazinedione ring adopts a less puckered boat-like conformation. Reciprocal amide-to-amide hydrogen bonding between adjacent piperazinedione rings and C-H⋯O inter-actions involving DMF mol-ecules propagate in the crystal as a thick ribbon in the a-axis direction.

Original languageEnglish (US)
Pages (from-to)o302-o304
JournalActa Crystallographica Section C: Crystal Structure Communications
Volume66
Issue number6
DOIs
StatePublished - Jun 11 2010

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)

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