Crystal structures of methyl 3,5-dibromo-4-cyanobenzoate and methyl 3,5-dibromo-4-isocyano-benzoate

Wayland E. Noland, Ryan J. Herzig, Abigail J. Engwall, Renee C. Jensen, Kenneth J Tritch

Research output: Contribution to journalArticlepeer-review

Abstract

The title crystals, C9H5Br2NO2, are the first reported 2,6-dihalophenyl cyanide-isocyanide pair that have neither three- nor two-dimensional isomorphism. Both crystals contain contacts between the carbonyl O atom and a Br atom. In the crystal of the cyanide, R 2 2(10) inversion dimers form based on C≡N. . .Br contacts, a common packing feature in this series of crystals. In the isocyanide, the corresponding N≡C. . .Br contacts are not observed. Instead, the isocyano C atom forms contacts with the methoxy C atom. RNC was refined as a two-component pseudo-merohedral twin.

Original languageEnglish (US)
Pages (from-to)345-348
Number of pages4
JournalActa Crystallographica Section E: Crystallographic Communications
Volume74
DOIs
StatePublished - 2018

Bibliographical note

Funding Information:
The authors thank Victor G. Young, Jr. (X-Ray Crystallographic Laboratory, University of Minnesota) for assistance with the crystallographic determination, and the Wayland E. Noland Research Fellowship Fund at the University of Minnesota Foundation for generous financial support of this project. This work was taken in large part from the PhD thesis of KJT (Tritch, 2017).

Keywords

  • C=O. . .Br contacts
  • C≡N. . .Br contacts
  • N≡C. . .C contacts
  • crystal structure
  • isocyanide
  • nitrile

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