Exploration of structural motifs influencing solid-state conformation and packing of unclosed cryptands sharing the same 19-membered macrocyclic core

被引：10

作者：

Ziach, K. ^{[1
,2
]}

Dabrowa, K. ^{[2
]}

Niedbala, P. ^{[2
]}

Kalisiak, J. ^{[2
]}

Jurczak, J. ^{[2
]}

机构：

[1] Univ Warsaw, Fac Chem, Pasteura 1, PL-02093 Warsaw, Poland

[2] Polish Acad Sci, Inst Organ Chem, Kasprzaka 44-52, PL-01224 Warsaw, Poland

来源：

TETRAHEDRON | 2016年 / 72卷 / 51期

关键词：

Unclosed cryptands; Macrocyclisation; Macrocycle; Azamacrocycle; Hydrogen bond; Solid-state chirality; Crystal packing; ANION RECOGNITION; PLANAR CHIRALITY; RECEPTORS; BINDING; COMPLEXES; CHARGE; WATER;

D O I：

10.1016/j.tet.2016.10.053

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The crystal structures of a series of readily available, highly crystalline bisamide unclosed cryptands (UCs), sharing the same 19-membered macrocyclic core were thoroughly studied in order to rationalize their organization in the solid state. Despite structural variations introduced into intraannular substituents, mode of their attachment to the macrocyclic core, and relative acidity of exterior amide protons, UCs adopted only three well-defined geometries in all 10 analyzed crystals. This structural resemblance between conformations of UCs, however, is not translated into similarities in terms of intermolecular interactions and crystal packing. This contradicting intra- and intermolecular solid-state behavior is likely connected with an ability of these macrocyclic compounds to engage in numerous interactions of comparable energy within the crystal lattice. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：8373 / 8381

页数：9