Synthesis, Characterization and Crystal Packing-Geometry of 1,5-dihydro-2H-cyclopenta [1,2-b:5,4-b ']dipyridin-2-One

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2009-01-01

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YILDIRIM, LEYLA
Baysal, Akin
Durap, Feyyaz
Özkar, Saim

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Chemistry of diazafluorene has been rarely reported [1, 2]. Diazafluorene is a weaker ligand than bipy (in spectrochemical series), which translates into a significant energy change in the ligand-field (LF) states [3]. Consequently, diazafluorene complexes are expected to exhibit spectroscopic properties different from those with 2,2’-bipyridine (bipy) and 1,10-phenanthroline (phen) ligands. Using hydrazine as reducing agent, 1H-cyclopenta[1,2- b:5,4-b ́]dipyridine-2,5-dione [2,4] was selectively reduced to 1,5-dihydro-2H-cyclopenta[1,2-b:5,4-b ́]dipyridin-2- one. 1,5-dihydro-2H-cyclopenta[1,2-b:5,4-b ́]dipyridin-2- one was isolated as an analytically pure, colorless, solid and characterized by IR, 1H-NMR and 13C-NMR spectroscopy, as well as elemental analysis. The crystal-packing have been structurally characterized by the single crystal X-ray crystallography. The crystal structure of the compound is involved intermolecular hydrogen bonds and, the short van der Waals interactions including helical and linear strand formation. The molecular packing in the solid state is square pyramidal porous structure along the c axis, as shown in Fig1.

Subject Keywords

diazafluorene, bipy, phen, crystal packing

URI

https://hdl.handle.net/11511/102728

Journal

ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES

DOI

https://doi.org/10.1107/s0108767309094264

Collections

Graduate School of Natural and Applied Sciences, Article

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Citation Formats

L. YILDIRIM, A. Baysal, F. Durap, and S. Özkar, “Synthesis, Characterization and Crystal Packing-Geometry of 1,5-dihydro-2H-cyclopenta [1,2-b:5,4-b ’]dipyridin-2-One,” ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, vol. 65, pp. 271–272, 2009, Accessed: 00, 2023. [Online]. Available: https://hdl.handle.net/11511/102728.