Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hydroxymethyl-2-trichloromethyl-1,3-dioxolan-4-yl]-2-methylprop-2-enoate

Takeshi Oishi, Daichi Yasushima, Kihiro Yuasa, Takaaki Satou, Noritaka Chida

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

In the title compound, C10H14Cl3NO5, the five-membered dioxolane ring adopts an envelope conformation. The C atom at the flap, which is bonded to the hydroxymethyl substituent, deviates from the mean plane of other ring atoms by 0.357(5)Å. There are two intramolecular hydrogen bonds (O-H⋯N and N-H⋯O) between the hydroxy and amino groups, so that O-and N-bound H atoms involved in these hydrogen bonds are each disordered with equal occupancies of 0.50. The methyl 2-methylprop-2-enoate substituent also shows a disordered structure over two sets of sites with refined occupancies of 0.482(5) and 0.518(5). In the crystal, molecules are connected into a dimer by an O-H⋯O hydrogen bond. The dimers are further linked by N-H⋯O, C-H⋯N and C-H⋯O interactions, extending a sheet structure parallel to ( 01).

Original languageEnglish
Pages (from-to)343-346
Number of pages4
JournalActa Crystallographica Section E: Crystallographic Communications
Volume72
DOIs
Publication statusPublished - 2016

Keywords

  • amino group
  • crystal structure
  • dioxolane
  • disorder
  • hydrogen bonding
  • hydroxy group
  • orthoamide

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Materials Science(all)
  • Chemistry(all)

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