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) over bar) 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)degrees (D), an average of 65.6 (1)degrees. 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 H-1 NMR.
Crystal structure of 5,7,12,14-tetrahydro-5,14:7,12-bis([1,2]benzeno)pentacene-6,13-dione
Creators
Mohammad Nozari - Drexel University
Jerry P. Jasinski - Keene State College
Manpreet Kaur - Keene State College
Anthony W. Addison - Drexel University
Ahmad Arabi Shamsabadi - Drexel University
Masoud Soroush - Drexel University
Publication Details
Acta crystallographica. Section E, Crystallographic communications, v 72(12), pp 1734-1738
Publisher
Int Union Crystallography
Number of pages
17
Grant note
College of Arts and Sciences of Drexel University
1039027 / NSF-MRI program; National Science Foundation (NSF); NSF - Office of the Director (OD)
CBET-1160169 / NSF; National Science Foundation (NSF)
Resource Type
Journal article
Language
English
Academic Unit
Chemical and Biological Engineering; Chemistry
Web of Science ID
WOS:000390315400012
Scopus ID
2-s2.0-85003683099
Other Identifier
991019168277204721
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