Crystal structures of functional building blocks derived from di(benzo[b]thien-2-yl)methane

Katzsch, Felix, Gruber, Tobias and Weber, Edwin (2016) Crystal structures of functional building blocks derived from di(benzo[b]thien-2-yl)methane. Acta Crystallographica C: Structural Chemistry, 72 (9). pp. 679-684. ISSN 2053-2296

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The syntheses of three di(benzo[b]thien-2-yl)methane derivatives (I)-(III) are described and their crystal structures
comparatively discussed. The conformation of the ketone (I) and respective analogues are rather similar for most of the
compounds compared. This is true for the interplanary angles, the Caryl—Cbridge—Caryl angles and the dihedral angles. The best resemblance is found for the bioisotere of (I), viz. 2,2'-dinaphthyl ketone (VII). By way of interest, also the crystal packing reveals similarities between (I) and (VII). In the title compound (I), the edge-to-face interactions shown between two napthyl residues in (VII) are substituted by S···π contacts between the benzo[b]thien-2-yl moieties. In the structures of the di(benzo[b]thien-2-yl)methanols (II) and (III), the interplanary angles are also quite similar compared with analogues and related active pharmaceutically ingredients (APIs) containing the dithien-2-ylmethane scaffold, though the dihedral angles show a larger variability and produce unsymetrical molecules.

Keywords:X-ray diffraction, benzothiophen, bioisotere, NotOAChecked
Subjects:F Physical Sciences > F160 Organic Chemistry
F Physical Sciences > F151 Pharmaceutical Chemistry
Divisions:College of Science > School of Pharmacy
ID Code:23719
Deposited On:10 Aug 2016 19:09

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