Crystal structure of the 1 : 4 complex between 18-crown-6 and a polyfunctional guest: 2-hydroxymethyl-4-(1,1,3,3-tetramethylbutyl)phenol

Abstract

Single crystal X-ray analysis of the 1 : 4 complex between 18-crown-6 and 2-hydroxymethyl-4-(1,1,3,3-tetramethylbutyl)phenol is reported. Crystals of the complex are triclinic$P\bar 1$ witha = 11.929 (2),b = 18.655(2),c = 8.313(1)Å,α = 93.14(1),β = 94.02(1),γ = 100.89(1)^o, andD _c = 1.111 g cm⁻³ forZ = 1. TheR index is 0.057 for 5935 reflections measured at 293 K. The complex lies on a center of symmetry, the macroring has the Ci symmetry (g ⁺ g ⁺ aag ⁻ aag ⁻ ag ⁻ g ⁻ aag ⁺ aag ⁺ a). The CH₂-OH group at theortho position to the phenolic OH lies near the benzene ring plane; this conformation differs from the one found for uncomplexed phenol-alcohol molecules. The packing is characterized by layers of hydrogen bonded entities parallel toac; alongb the layers are stabilized by van der Waals interactions.