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7621697 
Journal Article 
Symmetry breaking in the solid state of 9,10-anthracene amino acid conjugates as seen by X-ray diffraction and NMR spectroscopy 
Peric, B; Szalontai, G; Borovina, M; Vikic-Topic, D; Kirin, S; , 
2020 
Yes 
Journal of Molecular Structure
ISSN: 0022-2860
EISSN: 1872-8014 
ELSEVIER 
AMSTERDAM 
128834 
WOS:000598076500017 
Three novel structures of 9,10-anthracene amino acid conjugates have been determined by combination of single crystal and powder X-ray diffraction measurements, pseudopotential plane wave DFT optimizations and C-13 solid state NMR spectroscopy, including GIPAW calculation of the NMR parameters. All three structures show anti-conformation of amino acid side chains attached to the anthracene unit. For compounds Ant-(CO-Phe-OMe)(2), (1) and Ant-(CO-Gly-Phe-OMe)(2) (2), anti-conformation is in accordance with nearly centrosymmetric crystallographic structures, while for Ant-(CO-Val-OMe)(2) (3), anti-conformation is in accordance with approximate 2-fold molecular axis passing through the plane of anthracene unit. Centres of inversion in 1 and 2 are approximate due to the usage of optically pure amino acids. Rotation axis in 3 is approximate due to the displacement of molecules from crystallographic 2-fold axes present in tetragonal P4(1)2(1)2 space group, resulting in a structure more accurate described in space group P2(1)2(1)2(1). (C) 2020 Elsevier B.V. All rights reserved.