Abstract
The title compound, C19H13N, which crystallizes in the monoclinic C2/c space group with one half-mol-ecule in the asymmetric unit, was synthesized by Suzuki-Miyaura cross-coupling reaction of 9-bromo-anthracene with pyridin-4-ylboronic acid and purified by column chromatography on silica gel. Light-yellow crystals of 4-(anthracen-9-yl)-pyridine suitable for X-ray diffraction were collected by the solvent evaporation method. In the crystal, pairs of mol-ecules are connected by inter-molecular C-H⋯π (pyridine) inter-actions [d(H7⋯Cg) = 2.7391 (2) Å], forming cyclic centrosymmetric dimers, further resulting in an infinite one-dimensional linear chain along the c-axis direction. Weak face-to-face π-π stacking inter-actions [d(Cg⋯Cg) = 3.6061 (2) Å] link neighboring lamellar networks into the supra-molecular structure.
Highlights
The title compound, C19H13N, which crystallizes in the monoclinic C2/c space group with one half-molecule in the asymmetric unit, was synthesized by Suzuki–Miyaura cross-coupling reaction of 9-bromoanthracene with pyridin-4ylboronic acid and purified by column chromatography on silica gel
Pairs of molecules are connected by intermolecular C—HÁ Á Á interactions [d(H7Á Á ÁCg) = 2.7391 (2) A ], forming cyclic centrosymmetric dimers, further resulting in an infinite one-dimensional linear chain along the c-axis direction
One of the most important steps in the rational molecule design of anthracene-based chemosensors is the judicious combination with functional chemical recognition moieties, which can be used for monitoring and quantifying of abnormal physiological changes at the subcellular level (Densil et al, 2018; Mondal et al, 2014; Anand et al, 2015; Shree et al, 2019)
Summary
Anthracene and its derivatives constitute a very famous class of fluorophores that have been widely used in the development of functional fluorescent chemosensors because of their intriguing photophysical properties and chemical stability (Martınez-Man ̃ ez et al, 2003). One of the most important steps in the rational molecule design of anthracene-based chemosensors is the judicious combination with functional chemical recognition moieties, which can be used for monitoring and quantifying of abnormal physiological changes at the subcellular level (Densil et al, 2018; Mondal et al, 2014; Anand et al, 2015; Shree et al, 2019). There has been an increased effort to combine anthracene derivatives with N- or O-coordinated single ligands and other attractive mixed ligands in order to construct tunable fluorescent ligands (Dey et al, 2016; Yao et al, 2019). The molecular structure of 4-(anthracen-9-yl)-pyridine with displacement ellipsoids at the
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