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Short Paper | Regular issue | Vol 94, No. 1, 2017, pp.131-139
Published online, 26th December, 2016
DOI: 10.3987/COM-16-13608
Molecular Structure and Spectroscopic Properties of [2,3,9,10,16,17,23,24-Octakis(3-carboxyphenoxy)phthalocyaninato-κ4N](pyridine-κN)zinc(II) Pyridine Octasolvate

Rei Fujishiro, Hayato Sonoyama, Yuki Ide, Shigeki Mori,* Tamotsu Sugimori, Atsushi Nagai, Katsumi Yoshino, Mikio Nakamura, and Takahisa Ikeue*

*Department of Chemistry, Graaduate School of Science and Engineering, Shimane University, 1060 Nishikawatsu, Matsue, Shimane 690-8504, Japan

Abstract

The title complex, [2,3,9,10,16,17,23,24-octakis(3-carboxyphenoxy)- phthalocyaninato-k 4N] (pyridine-kN)zinc(II) pyridine octasolvate abbreviated as [ZnPc(3-CO2H)8(Py)]ˑ8(Py) (2), has been obtained by recrystallization of [ZnPc(3-CO2H)8]·(1) from pyridine. Molecular structure of 2 determined by X-ray crystallography exhibits the anticipated N5 square pyramidal coordination structure around zinc(II) ion, where the average Zn-N(Pc) and Zn-N(Py) bond lengths are 2.027(4) Å and 2.121(4) Å, respectively. The deviation of the zinc(II) ion from the phthalocyanine N4 plane is 0.417 Å. Eight pyridine molecules are involved in the hydrogen bonding with the carboxylic acid moieties of phenoxy rings in a 1:1 mode. Two discrete phthalocyanine molecules in a unit cell are stacked in a back-to-back fashion with an interplanar distance of 3.376 Å. Pyridine solutions of 1 exhibit well-resolved 1H NMR, UV-Vis, and fluorescent spectra, suggesting that 1 exists as pyridine ligated monomeric species.