Hydrogen bonding patterns of the co-crystal containing the pharmaceutically active ingredient isoniazid and terephthalic acid

Andreas Lemmerer, Joel Bernstein, Volker Kahlenberg

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

The title co-crystal (terephthalic acid)•(isonicotinic acid hydrazide)2 was prepared by solution methods and solvent-assisted grinding. The crystal belongs to the monoclinic space group P21/c with a = 6.2395(4), b = 3.7705(3), c = 41.220(3) Å and β = 94.494(6)°. X-ray single crystal structure analysis reveals that the carboxylic acid•••pyridine heterosynthon is utilized to co-crystallize the anti-tubercolosis drug isoniazid with the co-crystal former terephthalic acid. The co-crystal crystallizes out as needles, and the homosynthons associated with the isoniazid and the π stacking of the terephthalic acid produce fastest crystal growth in the direction of the needle axis, corresponding to the short (∼3.7 Å) b crystallographic axis.

Original languageEnglish
Pages (from-to)991-997
Number of pages7
JournalJournal of Chemical Crystallography
Volume41
Issue number7
DOIs
StatePublished - 1 Jul 2011

Keywords

  • Co-crystal
  • Graph sets
  • Hydrogen bonding
  • Solvent-assisted grinding
  • X-ray crystallography

ASJC Scopus subject areas

  • General Chemistry
  • Condensed Matter Physics

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