Phospho-rescent mono- and diiridium(III) complexes cyclo-metalated by fluorenyl- or phenyl-pyridino ligands with bulky substituents, as prospective OLED dopants

Acta Crystallographica. Section E, Crystallographic Communications
Ahmed M'hamedi, Andrei S Batsanov

Abstract

The crystal structures of tris-[9,9-dihexyl-2-(5-meth-oxy-pyridin-2-yl-κN)-9H-fluoren-3-yl-κC3]iridium pentane monosolvate, [Ir(C31H38NO)3]·C5H12, (I), di-μ2-chlorido-bis-{bis-[2-(5-fluoro-pyridin-2-yl)-9,9-dihexyl-9H-fluoren-3-yl]iridium} pentane 0.3-solvate, [Ir2(C30H35FN)4Cl2]·0.3C5H12, (II), di-μ2-cyanato-bis-{bis-[9,9-dihexyl-2-(5-meth-oxy-pyridin-2-yl)-9H-fluoren-1-yl]iridium} pentane monosolvate, [Ir2(C31H38NO)4(NCO)2(NCO)2]·C5H12, (III), and {μ-N,N'-bis-[3,5-bis-(tri-fluoro-meth-yl)phen-yl]oxamidato}bis(bis{2-[4-(2,4,6-trimethylphenyl)pyridin-2-yl]phenyl-κ2C1,N'}iridium)-chloro-benzene-pentane (1/2.3/0.4), [Ir2(C20H19N)4(C18H6F12N2O2)]·2.3C6H5Cl·0.4C5H12, (IV), synthesized in the quest for organic light-emitting devices, were determined. The bis-μ2-chloro and bis-μ2-cyanato complexes have ΔΔ and ΛΛ configurations of the distorted octa-hedral Ir centres in racemic crystals, whereas the oxamido complex has a centrosymmetric (meso) structure with the ΔΛ configuration. The bridging oxamido moiety has a nearly planar anti geometry. All structures show substantial disorder of both host mol-ecules and solvents of crystallization.

References

Sep 1, 2005·Acta Crystallographica. Section D, Biological Crystallography·Bernard ReesMarat Yusupov
Dec 25, 2007·Acta Crystallographica. Section A, Foundations of Crystallography·George M Sheldrick
Jul 20, 2013·The Journal of Physical Chemistry. B·Satoshi TakayasuKazuteru Shinozaki
Dec 30, 2014·Acta Crystallographica. Section A, Foundations and Advances·George M Sheldrick
Jan 9, 2015·Acta Crystallographica. Section C, Structural Chemistry·George M Sheldrick
Jun 20, 2015·Journal of Applied Crystallography·Lennard KrauseDietmar Stalke
Apr 7, 2016·Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials·Colin R GroomSuzanna C Ward

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Methods Mentioned

BETA
X-ray
NMR
column chromatography

Software Mentioned

OLEX2 SMTBX

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