Title of article
Crystal structure of 5,7,12,14-tetrahydro-5,14:7,12-bis([1,2]benzeno)pentacene-6,13-dione
Author/Authors
Nozari, Mohammad Department of Chemistry - Drexel University, USA , Jasinski, Jerry P. Department of Chemistry - Keene State College, USA , Kaur, Manpreet Department of Chemistry - Keene State College, USA , Addison, Anthony W. Department of Chemistry - Drexel University, USA , Shamsabadi, Ahmad Arabi Department of Chemical and Biological Engineering - Drexel University, USA , Soroush, Masoud Department of Chemical and Biological Engineering - Drexel University, USA
Pages
17
From page
1
To page
17
Abstract
The lattice of 5,7,12,14-tetrahydro-5,14:7,12-bis([1,2]benzeno)pentacene-6,13-dione, C34H20O2, at 173 K has triclinic (P-1) symmetry and crystallizes with four independent half-molecules in the asymmetric unit. Each molecule is generated from a C17H10O substructure through an inversion center at the centroid of the central quinone ring, generating a wide H-shaped molecule, with a dihedral angle between the mean planes of the terminal benzene rings in each of the two symmetry-related pairs over the four molecules of 68.6 (1) (A), 65.5 (4) (B), 62.3 (9) (C), and 65.8 (8)° (D), an average of 65.6 (1)°. This compound has applications in gas-separation membranes constructed from polymers of intrinsic microporosity (PIM). The title compound is a product of a double Diels–Alder reaction between anthracene and p-benzoquinone followed by dehydrogenation. It has also been characterized by cyclic voltammetry and rotating disc electrode polarography, FT–IR, high resolution mass spectrometry, elemental analysis, and 1H NMR.
Keywords
iptycene , voltammetry , quinone , pentiptycene , polymers of intrinsic microporosity (PIM)
Journal title
Acta Crystallographica Section E: Crystallographic Communications
Serial Year
2016
Record number
2619927
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