Hydrogen Bonded 3D Supramolecular Architectures of Two Organic Salts Constructed from Saccharinate and 2-Aminoheterocyclic Compounds

Abstract

Two saccharinate salts (6-bromobenzo[d]thiazol-2-amine):(saccharin):H 2 O [(HL1) ? Á(sac) -ÁH 2 O, L1 = 6-bromobenzo[d]thiazol-2-amine, (sac) -= saccharinate] (1), and (5,7-dimethyl-1,8-naphthyridine-2-amine):(saccharin) [(HL2) ? Á(sac) -, L2 = 5,7-dimethyl-1,8-naphthyridine-2-amine](2) were prepared and structurally characterized by X-ray crystallography. Salt 1 crystallizes in the triclinic, space group P-1, with a = 7.5523(5) Å , b = 8.6498(7) Å , c = 12.7907(12) Å , a = 99.646(2), b = 90.6500(10)°, c = 97.165(2), V = 816.87(11) Å 3 , Z = 2. Compound 2 crystallizes in the monoclinic, space group P2(1)/c, with a = 8.4237(12) Å , b = 8.0539(11) Å , c = 24.966(2) Å , a = 90°, b = 90.5340(10)°, c = 90°, V = 1693.7(4) Å 3 , Z = 4. The different hydrogen bonding interaction modes of the saccharinate anions and the cations lead to 3D network structure, and 3D ABAB layer structure for 1, and 2, respectively. Despite variations in the aromatic organic bases, there existed strong intermolecular N-HÁÁÁN, and N-HÁÁÁO(carbonyl) hydrogen bonds in both compounds. At the next level, the aromatic C-H proton interacts with the sulfonyl O atom. Compound 1 bears Br-O, and p-p interactions, there are CH 3 -O, and CH-N interactions in 2. These interactions are responsible for the high-yielding supramolecular assembly of 2-aminoheterocyclic compounds and the saccharine into salts.