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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
Author(s) -
Knežević Nikola Ž.,
Novaković Sladjana B.,
Bogdanović Goran A.
Publication year - 2014
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.304
H-Index - 17
ISSN - 2053-2296
DOI - 10.1107/s2053229614019147
Subject(s) - ring (chemistry) , molecule , benzene , intermolecular force , substituent , chemistry , hydrogen bond , crystallography , stereochemistry , organic chemistry
The title compound, C 39 H 30 O 6 ·CDCl 3 , 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 propeller‐shaped 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 π–π interactions to the equivalent benzene ring at a perpendicular distance of 3.32 (1) Å. Centrosymmetric dimers formed in this way are interconnected by intermolecular C—H...π interactions with a rather short H... CgA distance of 2.51 Å ( 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...O interactions where all carbonyl O atoms participate in weak hydrogen bonds as hydrogen‐bond acceptors. Neighbouring sheets are connected through the above‐mentioned π–π and C—H...π interactions.