Acemetacin monohydrate

Acta Crystallogr C. 2007 Aug;63(Pt 8):o451-3. doi: 10.1107/S0108270107030065. Epub 2007 Jul 5.

Abstract

The structure of the title compound (systematic name: 2-{2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetoxy}acetic acid monohydrate, C(21)H(18)ClNO(6).H(2)O) contains one-dimensional infinite hydrogen-bonded chains. Molecules of acemetacin, a nonsteroidal anti-inflammatory drug, and water are linked by three independent O-H...O bonds. The central unit in each chain consists of a sequence of alternating centrosymmetric R(4)(4)(12) and R(4)(4)(18) rings, which are edge-fused. Each ring links two acemetacin and two water molecules. A comparison with seven related structures reveals that molecules of acemetacin, indomethacin and their analogues can adopt two principal conformations.

MeSH terms

  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Crystallography, X-Ray / methods
  • Dimerization
  • Hydrogen Bonding
  • Indomethacin / analogs & derivatives*
  • Indomethacin / chemistry
  • Models, Chemical
  • Molecular Conformation
  • Molecular Structure
  • Water / chemistry

Substances

  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Water
  • acemetacin
  • Indomethacin