Crystal structure of a 2:1 co-crystal of meloxicam with acetylendicarboxylic acid

Christian Tantardini, Sergey G. Arkhipov, Ksenya A. Cherkashina, Alexander S. Kil'Met'Ev, Elena V. Boldyreva

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)


The pharmaceutical 2:1 co-crystal of meloxicam [MXM; systematic name: 4-hydroxy-2-methyl-N-(5-methylthiazol-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide] with acetylenedicarboxylic acid (ACA; systematic name: but-2-ynedioic acid), crystallizes with one MXM molecule and half an ACA molecule in the asymmetric unit, C14H13N3O4S2 0.5C4H2O4. The mid-point of the triple bond of ACA is located on an inversion centre. In the crystal, the two stereoisomers of MXM with respect to the N atom of the sulfonamide group are related by the inversion centre. The carbonyl and hydroxy groups belonging to the MXM molecule are involved in an intramolecular O - H⋯O hydrogen bond. The structure-forming motif includes two MXM molecules linked via an ACA conformer through N - H⋯O and O - H⋯N hydrogen bonds, similar to MXM co-crystals with other dicarboxylic acids.

Original languageEnglish
Pages (from-to)1856-1859
Number of pages4
JournalActa Crystallographica Section E: Crystallographic Communications
Publication statusPublished - 2016
Externally publishedYes


  • acetylenedicarboxylic acid
  • co-crystal
  • crystal structure
  • dicarboxylic acid
  • drugs
  • hydrogen bonds
  • meloxicam
  • oxicam


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