Hydrogen Bonded 3D Supramolecular Architectures of

Authors: Shouwen Jin Daqi Wang

Publish Date: 2011/03/18

Volume: 41, Issue: 7, Pages: 1085-1092

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Abstract

Three saccharinate salts 2aminopyrimidine saccharin 1 4phenylthiazol2amine saccharin 2 and 2methylquinoline saccharin 3 were prepared and structurally characterized by Xray crystallography Salt 1 crystallizes in the monoclinic space group P21/c with a = 717829 Å b = 13510516 Å c = 12225112 Å β = 93341010° V = 118362 Å3 Z = 4 Compound 2 crystallizes in the triclinic space group P1 with a = 745847 Å b = 869309 Å c = 12917914 Å α = 1089522° β = 91751010° γ = 97228010° V = 7835714 Å3 Z = 2 Compound 3 crystallizes in the monoclinic space group P21/c with a = 77818 Å b = 19420919 Å c = 10971912 Å β = 107739010° V = 1579216 Å3 Z = 4 The different hydrogen bonding interaction modes of the saccharinate anions and the cations lead to 3D network structure 3D staircase structure and 3D ABAB layer structure for 1 2 and 3 respectively Despite variations in the cation shape on the aromatic N–heterocyclic compounds there all existed strong intermolecular N–H⋯Ocarbonyl hydrogen bonds In compounds 1 and 3 the N+–H⋯O interaction between the N+–H group of the cation and the C=O group of the saccharinate anion is the most important interaction in this family of salts However in 2 there was a N–H⋯O interaction between the amino proton and the C=O group of the saccharinate anion At the next level the aromatic C–H proton interacts with the sulfonyl O atom There are also π–π interactions in compounds 1–2 there is CH3–π interaction in 3 Under these interactions the three compounds exhibit synthons I–III respectively These interactions are responsible for the highyielding supramolecular assembly of Ncontaining aromatic bases and the saccharinate into salts

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