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Monomolecular sheets of propeller-shaped triethyl 4,4 ,4 -[benzene-1,3,5-triyltris(ethyne-2,1-diyl)]tribenzoate deuterochloroform monosolvate

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Authors
Knežević, Nikola
Novaković, Slađana B.
Bogdanović, Goran A.
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Abstract
The title compound, C39H30O6 center dot CDCl3, has a chemical threefold axis and an approximately planar structure, with an ethoxycarbonyl substituent on each of the terminal benzenes oriented in the same direction, thus forming a propellershaped molecule. This molecule is of particular interest in the field of metal-organic frameworks (MOFs), where its hydrolyzed analogue forms MOF structures with high surface areas. The benzene ring which occupies the centre of the molecule forms pi-pi interactions to the equivalent benzene ring at a perpendicular distance of 3.32 (1) angstrom. Centrosymmetric dimers formed in this way are interconnected by intermolecular C-H center dot center dot center dot pi interactions with a rather short H center dot center dot center dot CgA distance of 2.51 angstrom (CgA is the centroid of the central benzene ring). The molecules are arranged in regular parallel sheets. Within a sheet, molecules are interconnected via C-H center dot center dot center dot O in...teractions where all carbonyl O atoms participate in weak hydrogen bonds as hydrogen-bond acceptors. Neighbouring sheets are connected through the above-mentioned pi-pi and interactions.

Keywords:
crystal structure / metal-organic frameworks / MOFs / benzenetriyl triester / propeller-shaped molecule / monomolecular sheets
Source:
Acta crystallographica. Section C: Structural chemistry, 2014, 70, 937-U43
Projects:
  • Design, synthesis, characterization and assessment of practical applications of coordination and organometallic compounds (RS-172014)
  • Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)

DOI: 10.1107/S2053229614019147

ISSN: 0108-2701 (print); 1600-5759 (electronic)

PubMed: 25279591

WoS: 000342905500003

Scopus: 2-s2.0-84925884781
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URI
http://vinar.vin.bg.ac.rs/handle/123456789/149
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Vinča

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