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Open AccessArticle

From Frustrated Packing to Tecton-Driven Porous Molecular Solids

1
Department of Chemistry, Kansas State University, Manhattan, KS 66506, USA
2
Rigaku Americas Corporation, 9009 New Trails Drive, The Woodlands, TX 77381, USA
*
Author to whom correspondence should be addressed.
Chemistry 2020, 2(1), 179-192; https://doi.org/10.3390/chemistry2010011
Received: 24 February 2020 / Revised: 9 March 2020 / Accepted: 10 March 2020 / Published: 13 March 2020
(This article belongs to the Special Issue Supramolecular Chemistry in the 3rd Millennium)
Structurally divergent molecules containing bulky substituents tend to produce porous materials via frustrated packing. Two rigid tetrahedral cores, tetraphenylmethane and 1,3,5,7-tetraphenyladamantane, grafted peripherally with four (trimethylsilyl)ethynyl moieties, were found to have only isolated voids in their crystal structures. Hence, they were modified into tecton-like entities, tetrakis(4-(iodoethynyl)phenyl)methane [I4TEPM] and 1,3,5,7-tetrakis(4-(iodoethynyl)phenyl)adamantane [I4TEPA], in order to deliberately use the motif-forming characteristics of iodoethynyl units to enhance crystal porosity. I4TEPM not only holds increased free volume compared to its precursor, but also forms one-dimensional channels. Furthermore, it readily co-crystallizes with Lewis basic solvents to afford two-component porous crystals. View Full-Text
Keywords: crystal engineering; porous material; molecular recognition; halogen bond; co-crystal; molecular tecton; binary solid; network structure; σ-hole; molecular electrostatic potential crystal engineering; porous material; molecular recognition; halogen bond; co-crystal; molecular tecton; binary solid; network structure; σ-hole; molecular electrostatic potential
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Gunawardana, C.A.; Sinha, A.S.; Reinheimer, E.W.; Aakeröy, C.B. From Frustrated Packing to Tecton-Driven Porous Molecular Solids. Chemistry 2020, 2, 179-192.

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