X-ray crystal and molecular structure of an organometallic hydrazone containing a zigzag π-conjugated spacer: [CpFe(η6-C 6H5)-N(Me)N=CH-C6H4-4-NMe 2]+PF6-

Walter Figueroa, MAURICIO DANIEL FUENTEALBA CARRASCO, Carolina Manzur, David Carrillo, Jose A. Mata, Jean René Hamon

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

The crystal and molecular structure of the complex [CpFe(η6- C6H5)-N(Me)N=CH-C6H4-4-NMe 2]+PF6-, [1]+PF 6-, was solved by single crystal X-ray diffraction analysis. One of the most salient features observed in this structure is the depyramidalization of both the benzylic nitrogen and the dimethylamino nitrogen atoms which reveals the delocalization of the π-electron system along the entire hydrazone skeleton from the donor to the acceptor termini, through a quinonoidal deformation and a pseudo-cyclohexadienyl conformation (folding dihedral angle of ca. 7.4°) of the free and coordinated phenyl rings, respectively. Both Cipso-N bond lengths are virtually identical (1. 37 Å), lying between pure single and double bonds. These and other peculiarities are described and compared with the structures of other organometallic hydrazones.

Original languageEnglish
Pages (from-to)75-78
Number of pages4
JournalJournal of the Chilean Chemical Society
Volume48
Issue number3
StatePublished - 1 Sep 2003

Keywords

  • Crystal structure
  • Electronic cooperation
  • Hydrazone
  • Hydrogen bonding
  • Iron mixed sandwich
  • Organometallic hydrazone

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