4-Hydroxy-2H-1,2-benzothiazine-3-carbohydrazide 1,1-dioxide-oxalohydrazide (1:1): X-ray structure and DFT calculations
M.N. Arshad1, O. Ећahin2, M. Ziaur-Rehman3, I.U. Khan4, A.M. Asiri1, H.M. Rafique5
1Department of Chemistry & Center of Excellence for Advanced Materials Research (CEAMR) Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia
2Scientific and Technological Research Application and Research Center, Sinop University, Sinop, Turkey
onurs@omu.edu.tr
3Applied Chemistry Research Center, PCSIR, Laboratories Complex Ferozpur Road, Lahore, Pakistan
4Materials Chemistry Laboratory, Department of Chemistry, GC University, Lahore, Pakistan
5X-ray Diffraction and Crystallography Laboratory, Department of Physics, School of Physical Sciences, University of the Punjab, Lahore, Pakistan
Keywords: X-ray diffraction analysis, benzothiazine, oxalohydrazide, DFT, Mulliken atomic charge, molecular electrostatic potential
Abstract
The title compound, 4-hydroxy-2H-1,2-benzothiazine-3-carbohydrazide 1,1-dioxide-oxalohydrazide (1:1), is determined using X-ray diffraction techniques and the molecular structure is also optimized at the B3LYP/6-31G( d, p) level using density functional theory (DFT). The asymmetric unit consists of four independent molecules. The oxalohydrazide molecules have the centre of symmetry at the mid-point of the central C—C bond. Each thiazine ring adopts a half-chair conformation. Intermolecular C—H…O, N—H…O and N—H…N hydrogen bonds produce R22(10), R22(13), R33(12) and R33(15) rings, which lead to one-dimensional polymeric chains. An extensive three-dimensional supramolecular network of N—H…N, N—H…O, C—H…O and O—H…O hydrogen bonds is responsible for crystal structure stabilization.
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