Crystal Structure of Tetrabutylammonium Chloride Complex with Rac-1,1′-bi-2-naphthol: The Inclusion of Surfactant Molecules by Hydrogen Bonded Binaphthol Molecules

Abstract

cation. The patterns of the H-bond network as well as the conformation of the tetra- n -alkyl-ammonium cations contribute to the formation of voids that entrap either BNP or a tetra- n -alkylammonium cation. 2 Per the knowledge revealed in this study, we were motivated to investigate TBAC and TPAC complexes with BNP; (hereafter, TBAC/BNP, TPAC/BNP) in order to understand the effect of changing the halide anions on the packing modes as well as the H-bond network, and to compare with those in TBAB/BNP and TPAB/BNP. After several attempts to obtain these complexes, we were successful to obtain only a TBAC/BNP complex. The tetrabutylammonium chloride complex with rac -1,1 ′ -bi-2-naphthol crystallizes in monoclinic space group P 2 1 / n , with unit-cell parameters of; a = 10.4941(1)Å, b = 26.3302(3)Å, c = 11.5290(1)Å, α = 90 ° , β = 100.0154(5) ° , γ = 90 ° , V = 3137.05(5)Å 3 , and Z = 4. The packing mode, hydrogen bonding network, and crystal data suggest that the crystal structure is isomorphous with the reported structure of a tetrabutylammonium bromide complex with rac -1,1 ′ -bi-2-naphthol. 2