Synthesis and crystal structures of 5,17-di-bromo-26,28-dihy-droxy-25,27-dipropynyloxycalix[4]arene, 5,17-di-bromo-26,28-dipropoxy-25,27-dipropynyloxycalix[4]arene and 25,27-bis-(2-azido-eth-oxy)-5,17-di-bromo-26,28-di-hydroxy-calix[4]arene.

Autor: Gorbunov A; Department of Chemistry, Lomonosov Moscow State University, Lenin's Hills, 1-3, Moscow, 119991, Russian Federation., Bezzubov S; N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Leninskii pr. 31, Moscow 119991, Russian Federation., Malakhova M; Department of Chemistry, Lomonosov Moscow State University, Lenin's Hills, 1-3, Moscow, 119991, Russian Federation., Kovalev V; Department of Chemistry, Lomonosov Moscow State University, Lenin's Hills, 1-3, Moscow, 119991, Russian Federation., Vatsouro I; Department of Chemistry, Lomonosov Moscow State University, Lenin's Hills, 1-3, Moscow, 119991, Russian Federation.
Jazyk: angličtina
Zdroj: Acta crystallographica. Section E, Crystallographic communications [Acta Crystallogr E Crystallogr Commun] 2024 May 03; Vol. 80 (Pt 6), pp. 555-560. Date of Electronic Publication: 2024 May 03 (Print Publication: 2024).
DOI: 10.1107/S2056989024003785
Abstrakt: The calixarenes, 5,17-di-bromo-26,28-dihy-droxy-25,27-dipropynyloxycalix[4]arene (C 34 H 26 Br 2 O 4 , 1 ), 5,17-di-bromo-26,28-dipropoxy-25,27-dipropynyloxycalix[4]arene (C 40 H 38 Br 2 O 4 , 2 ) and 25,27-bis-(2-azido-eth-oxy)-5,17-di-bromo-26,28-di-hydroxy-calix[4]arene (C 32 H 28 Br 2 N 6 O 4 , 3 ) possess a pinched cone mol-ecular shape for 1 and 3 , and a 1,3-alternate shape for compound 2 . In calixarenes 1 and 3 , the cone conformations are additionally stabilized by intra-molecular O-H⋯O hydrogen bonds, while in calixarene 2 intra-molecular Br⋯Br inter-actions consolidate the 1,3-alternate mol-ecular conformation. The dense crystal packing of the cone dialkyne 1 is a consequence of π-π, C-H⋯π and C-H⋯O inter-actions. In the crystal of the diazide 3 , there are large channels extending parallel to the c axis, which are filled by highly disordered CH 2 Cl 2 solvent mol-ecules. Their contribution to the intensity data was removed by the SQUEEZE procedure that showed an accessible void volume of 585 Å 3 where there is room for 4.5 CH 2 Cl 2 solvent mol-ecules per unit cell. Rigid mol-ecules of the 1,3-alternate calixarene 2 form a columnar head-to-tail packing parallel to [010] via van der Waals inter-actions, and the resulting columns are held together by weak C-H⋯π contacts.
(© Gorbunov et al. 2024.)
Databáze: MEDLINE
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