Abstract

In the title salt, C26H40N3O2 (+)·ClO4 (-), the positive charge of the organic cation is delocalized between the two N atoms of the imidazole ring. The CN bond distances are 1.338 (2) and 1.327 (3) Å. The substituents on the benzene ring are rotated almost orthogonal with respect to this ring due to the presence of the bulky isopropyl substituents. The dihedral angle between the benzene and imidazole rings is 75.15 (12)°. Three of the O atoms of the anion are disordered over two sets of sites due to rotation around one of the O-Cl bonds. The ratio of the refined occupancies is 0.591 (14):0.409 (14). In the crystal, the cation and perchlorate anion are bound by an N-H⋯O hydrogen bond. In addition, the cation-anion pairs are linked into layers parallel to (001) by multiple weak C-H⋯O hydrogen bonds.

Highlights

  • C26H40N3O2+ClO4, the positive charge of the organic cation is delocalized between the two N atoms of the imidazole ring

  • Three of the O atoms of the anion are disordered over two sets of sites due to rotation around one of the O—Cl bonds

  • The cation and perchlorate anion are bound by an N—H O hydrogen bond

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Summary

Chemical context

-Aminoketones are known for their fungicidal activity (Gold de Sigman, 1983) and 2-acylaminoketones are the starting compounds in the oxazole synthetic method by the Robinson–. Gabriel synthesis by dehydration of 2-acylaminoketones (Robinson, 1909; Gabriel, 1910; Wasserman & Vinick, 1973). That has been used during studies dealing with pharmaceutically important molecules that incorporate an oxazole derivative (Godfrey et al, 2003; Nicolaou et al, 2004; Hoffman et al, 2010)

Structural commentary
Supramolecular features
Synthesis and crystallization
Refinement
Full Text
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