Molecular and crystal structures of two 1,2,4-benzothiadiazine derivatives

Kumar, P. P. S. and Suchetan, P. A. and Sreenivasa, S. and Naveen, S. and Lokanath, N. K. and Kumar, D. B. A. (2015) Molecular and crystal structures of two 1,2,4-benzothiadiazine derivatives. JOURNAL OF STRUCTURAL CHEMISTRY, 56 (7). pp. 1390-1397. ISSN 1573-8779

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Official URL: http://doi.org/10.1134/S0022476615070215

Abstract

The synthesis of two 1,2,4-benzothiadiazine derivatives, namely, 6-bromo-4H-spiro1,2,4-benzothiadiazine- 3,1'-cyclobutane] 1,1-dioxide (1) and 6-bromo-1'-ethyl-4H-spiro1,2,4-benzothiadiazine-3,4'- piperidine] 1,1-dioxide (2) is described in the present work. The synthesized compounds were studied by IR, H-1 and C-13 NMR, and single crystal X-ray diffraction to determine their molecular and crystal structure. In both structures the conformation of the 1,2,4-thiadiazinane ring is a twisted chair and is stabilized by the intramolecular interaction of the C-HaEuro broken vertical bar O type. Compound 1 crystallizes in the monoclinic crystal system and space group C2/c with the unit cell parameters a = 15.8690(17) , b = 12.1453(16) , c = 12.0152(15) , beta = 99.686(7)A degrees, Z = 8 and V = 2282.7(5) (3). Compound 2 crystallizes in the monoclinic crystal system and space group P2(1/c) with the unit cell parameters a = 14.5748(6) , b = 9.3340(5) , c = 12.4283(6) , beta = 112.757(2)A degrees, Z = 4 and V = 1559.14(13) (3). In the crystal structures different packing motifs are implemented with the formation of supramolecular assemblies of different types due to classical hydrogen bonds such as N-HaEuro broken vertical bar O and intermolecular interactions of N-HaEuro broken vertical bar Br, N-HaEuro broken vertical bar N, C-HaEuro broken vertical bar O types and pi aEuro broken vertical bar pi stacking.

Item Type: Article
Uncontrolled Keywords: 1,2,4-benzothiadiazines; IR spectroscopy; X-ray analysis; N-H center dot center dot center dot O hydrogen bonds; N-H center dot center dot center dot Br interactions; N-H center dot center dot center dot N interactions; C-H center dot center dot center dot O interactions; pi center dot center dot center dot pi stacking
Subjects: D Physical Science > Physics
Divisions: Department of > Institution of Excellence
Depositing User: Shrirekha N
Date Deposited: 28 May 2019 11:22
Last Modified: 01 Jun 2019 11:14
URI: http://eprints.uni-mysore.ac.in/id/eprint/604

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