In-house and synchrotron X-ray diffraction studies of 2-phenyl-1,10- phenanthroline, protonated salts, complexes with gold(III) and copper(II), and an orthometallation product with palladium(II)

Jeanette A. Krause, Daoli Zhao, Sayandev Chatterjee, Roland Falcon, Kristen Stoltz, John C. Warren, Sara E. Wiswell, William B. Connick, Sibrina N. Collins

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

Different salts of the 2-phenyl-1,10-phenanthrolin-1-ium cation, (pnpH)+, are obtained by reacting 2-phenyl-1,10-phenanthroline (pnp), C18H12N2, (I), with a variety of anions, such as hexafluoridophosphate, C18H13N2+ PF6-, (II), trifluoromethanesulfonate, C18H 13N2+ CF3SO3-, (III), tetrachloridoaurate, (C18H13N2) [AuCl4], (IV), and bromide (as the dihydrate), C18H 13N2+ Br- 2H2O, (V). Compound (I) crystallizes with Z' = 2, with both independent molecules adopting a coplanar conformation. In (II)-(IV), a hydrogen bond exists between the cation and anion, while one of the lattice water molecules serves as a hydrogen-bonded bridge between the cation and anion in (V). Reaction of (I) with HAuC l4 gives the salt complex (IV); however, reaction with KAuC l4 produces the monodentate complex trichlorido(2-phenyl-1,10- phenanthroline-κN10)gold(III), [AuCl3(C 18H12N2)], (VI). Dichlorido(2-phenyl-1,10- phenanthroline-κ2 N,N')copper(II), [CuCl2(C 18H12N2)], (VII), results from the reaction of CuCl2 2H2O and (I), in which the CuII center adopts a tetrahedrally distorted square-planar geometry. The pendent phenyl ring twists to a bisecting position relative to the phenanthroline plane. The square-planar PdII complex, bromido[2-(phenanthrolin-2-yl)phenyl- κ3 C1,N,N']palladium(II), [PdBr(C18H 11N2)], (VIII), is obtained from the reaction of (I) with [PdCl2(cycloocta-1,5-diene)], followed by addition of bromine. A coplanar geometry for the pendent ring is adopted as a result of the tridentate bonding motif.

Original languageEnglish (US)
Pages (from-to)260-266
Number of pages7
JournalActa Crystallographica Section C: Structural Chemistry
Volume70
Issue number3
DOIs
StatePublished - Mar 2014

Keywords

  • 2-phenyl-1,10-phenanthroline
  • crystal structure
  • hydrogen bonding
  • multidentate coordination
  • ortho-palladation
  • protonated salts
  • synchrotron diffraction

Fingerprint Dive into the research topics of 'In-house and synchrotron X-ray diffraction studies of 2-phenyl-1,10- phenanthroline, protonated salts, complexes with gold(III) and copper(II), and an orthometallation product with palladium(II)'. Together they form a unique fingerprint.

Cite this