Abstract
Abstract The crystal and molecular structure of N-tetradecyl-(2,4-dihydroxy)-butanoic acid amide (C18H37NO3) has been determined by direct methods. The compound crystallizes in the monoclinic space group C2/c with a = 96.27(3), b = 4.8135(12) Å, c = 8.701(5) Å3, β = 91.84(4)°, V = 4030(3) Å3, Z = 8, D x = 1.04 Mg · m−3. The molecules are packed in the bilayer arrangement as usually observed in amphiphiles. The amide bond and the 2-OH group form intralayer oriented hydrogen bonds of Etter graph sets C(4) and C(5), respectively. In contrast to these, the terminal hydroxyl group which exhibits a two-fold disordered hydrogen atom forms hydrogen bonds with centrosymmetrically related counterparts in the neighbouring bilayer (Etter graph set C(2)). Identical hydrogen bond graph sets were also found in the crystal structures of some further compounds chemically related with the title compound.
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