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Molecular structure and tautomers of [30]trithia-2,3,5,10,12,13,15,20,22,23,25,30-dodecaazahexaphyrin

Yuriy A. Zhabanov

Department of Physics, Ivanovo State University of Chemistry and Technology, Ivanovo 153000, Russia

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Alexander V. Zakharov

Department of Physics, Ivanovo State University of Chemistry and Technology, Ivanovo 153000, Russia

Corresponding author.

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Sergei A. Shlykov

Department of Physics, Ivanovo State University of Chemistry and Technology, Ivanovo 153000, Russia

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Olga N. Trukhina

Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain

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Elena A. Danilova

Research Institute of Macroheterocycles, Ivanovo State University of Chemistry and Technology, Ivanovo 153000, Russia

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Oscar I. Koifman

Research Institute of Macroheterocycles, Ivanovo State University of Chemistry and Technology, Ivanovo 153000, Russia

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, and

Mikhail K. Islyaikin

Research Institute of Macroheterocycles, Ivanovo State University of Chemistry and Technology, Ivanovo 153000, Russia

Corresponding author, tel: +7 4932-417742, fax: +7 4932-417742.

SPP full member in good standing.

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https://doi.org/10.1142/S1088424613500144Cited by:16 (Source: Crossref)

Abstract

The gas-phase molecular structure of the unsubstituted [30]trithia-2,3,5,10,12,13,15,20,22,23,25,30-dodecaazahexaphyrin (C₃₀H₁₅N₁₅S₃) has been studied by a synchronous gas electron diffraction and mass spectrometric experiment and density functional theory calculations using the B3LYP hybrid method and cc-pVTZ basis sets. The molecule has an equilibrium structure of D_3h symmetry with a planar macrocycle and the thiadiazole rings oriented in such a way that the sulfur atoms point outwards from the inner cavity. Tautomers of this compound have been studied by DFT computations.

Dedicated to the memory of Professor Christian G. Claessens (Professor Christian G. Claessens, who untimely passed away on June 3, 2012, was Associate Professor at the Department of Organic Chemistry at Universidad Autónoma de Madrid.)

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