2,6-Bis(azaindole)pyridine: reactivity with iron(III) and copper(II) salts

Sibrina N Collins; Stephen Taylor; Jeanette A Krause; William B Connick

doi:10.1107/S0108270107039686

2,6-Bis(azaindole)pyridine: reactivity with iron(III) and copper(II) salts

Acta Crystallogr C. 2007 Oct;63(Pt 10):m436-9. doi: 10.1107/S0108270107039686. Epub 2007 Sep 1.

Authors

Sibrina N Collins¹, Stephen Taylor, Jeanette A Krause, William B Connick

Affiliation

¹ Department of Chemistry, Claflin University, Orangeburg, SC 29115, USA.

PMID: 17917211
DOI: 10.1107/S0108270107039686

Abstract

1-[6-(1H-Pyrrolo[2,3-b]pyridin-1-yl)pyridin-2-yl]-1H-pyrrolo[2,3-b]pyridin-7-ium tetrachloridoferrate(III), (C(19)H(14)N(5))[FeCl(4)], (II), and [2,6-bis(1H-pyrrolo[2,3-b]pyridin-1-yl-kappaN(7))pyridine-kappaN]bis(nitrato-kappaO)copper(II), [Cu(NO(3))(2)(C(19)H(13)N(5))], (III), were prepared by self-assembly from FeCl(3).6H(2)O or Cu(NO(3))(2).3H(2)O and 2,6-bis(1H-pyrrolo[2,3-b]pyridin-1-yl)pyridine [commonly called 2,6-bis(azaindole)pyridine, bap], C(19)H(13)N(5), (I). Compound (I) crystallizes with Z' = 2 in the P\overline{1} space group, with both independent molecules adopting a trans-trans conformation. Compound (II) is a salt complex with weak C-H...Cl interactions giving rise to a zigzag network with pi-stacking down the a axis. Complex (III) lies across a twofold rotation axis in the C2/c space group. The Cu(II) center in (III) has an N(3)O(2) trigonal-bipyramidal environment. The nitrate ligand coordinates in a monodentate fashion, while the bap ligand adopts a twisted tridentate binding mode. C-H...O interactions give rise to a ribbon motif.