Received 4 November 2013
The title compound, C25H24N3O3P, was obtained by catalytic phosphonation of 4'-(4-bromphenyl)-2,2':6',2''-terpyridine. The terpyridine moiety is nearly planar, the dihedral angles between the central and the outer rings being 4.06 (9) and 5.39 (9)°. The N atoms in the two pyridine rings are oriented nearly antiperiplanar to that of the central ring. The benzene ring is rotated out of the plane of the central ring of the terpyridine unit by 34.65 (6)°.
Terpyridines (Heller & Schubert, 2003) are frequently employed as tridentate chelating ligands for transition and rare earth metals forming very stable square planar mono- (Eryazici et al., 2008) or octahedral bis-complexes (Constable, 2007, 2008). For related symmetrical 4'-substituted terpyridine derivatives, see: Hofmeier & Schubert (2004); Andres & Schubert (2004).
Data collection: CrysAlis CCD (Oxford Diffraction, 2009); cell refinement: CrysAlis RED (Oxford Diffraction, 2009); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NC2320 ).
This work was supported by CEITEC-Central European Institute of Technology (CZ.1.05/1.1.00/02.0068) and GACR P207/11/0555.
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