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    Synthesis and structural X-ray analysis of 1,1’-(naphthalene-1,8-diyl)-3,3’-dibenzoyl-bisthiourea and its use as anion-binding receptor
    (2012) Aydın, Fatma; Tunoğlu, Nazan; Aykaç, Doğan; Arslan, Nahide Burcu; Kazak, Canan
    A novel artificial receptor, 1,1’-(naphthalene-1,8-diyl)-3,3’-dibenzoyl-bisthiourea, based on a 1,8-naphthalene skeleton bearing bisthiourea groups was prepared and characterized by IR and $^1H-NMR, ^13C-NMR$, and MS spectroscopic techniques. The compound proved to be an efficient and selective naked-eye detector for the fluoride, cyanide, and hydroxide ions in DMSO. The crystal structure of the title compound was examined by using X-ray crystallographic techniques and found to be crystallized in the monoclinic space group P − 1 with the unit cell parameters: a = 8.1556(8) $\\AA$, b = 12.0127(11) $\\AA$, c = 13.2081(11) $\\AA$, α = 109.510(7) ◦ , β = 95.390(7)◦, γ = 103.660(7)◦ , Z = 2. The intramolecular N-H· · ·O hydrogen bondinginteractions between the N-H and the oxygen atom of C=O groups support a 1,1’-(naphthalene-1,8-diyl)- 3,3’-dibenzoyl-bisthiourea framework. Moreover, the combinations of N—H· · ·S bonds produce $R^2_2$ (8)rings.