Synthesis and Crystal Structure of Fumaropimaric Acid Triacid Amide

Abstract

The compound fumaropimaric acid triacid amide was synthesized by acyl chlorination and ammonolysis reaction between fumaropimaric acid and SOCl₂ and aqueous ammonia. It was characterized by single crystal X-ray diffraction. The colourless crystals crystallized in the orthorhombic system, space group P2₁₂₁₂₁ with cell dimensions: a = 7.2910(15) Å, b = 15.221(3) Å, c = 21.822(4) Å, a = 90º, b = 90º, g = 90º, V = 2421.7(8) ų and R₁ = 0.0645, wR₂ = 0.1404. The two fused and unbridged cyclohexane rings have chair conformations. The other rings are twistboat forms. The molecular structure includes two molecules (fumaropimaric acid triacid amide and methanol). The molecules are linked by hydrogen bonds and van der Waals forces. The crystal structure has been deposited at the Cambridge crystallographic data centre and allocated the deposition number CCDC 790373.