Acemetacin monohydrate.
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.
Institut für Pharmazie, Universität Innsbruck, Innrain 52, 6020 Innsbruck, Austria. gelbrich@soton.ac.uk
Thomas
T
Gelbrich
Mairi F
MF
Haddow
Ulrich J
UJ
Griesser
D000893:Anti-Inflammatory Agents / Q000737:chemistry; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry; D018360:Crystallography, X-Ray / Q000379:methods; D019281:Dimerization; D006860:Hydrogen Bonding; D007213:Indomethacin / Q000031:analogs & derivatives* / Q000737:chemistry; D008956:Models, Chemical; D008968:Molecular Conformation; D015394:Molecular Structure; D014867:Water / Q000737:chemistry
D000893:Anti-Inflammatory Agents; D000894:Anti-Inflammatory Agents, Non-Steroidal; D014867:Water; C026784:acemetacin; D007213:Indomethacin