Crystal Structure and Electronic Properties of a Piroxicam Derivative: A Combined X-Ray Analysis and Quantum Mechanical Studies

Autor: Madeleine Helliwell, Basab Chattopadhyay, Sarbani Pal, Dipak K. Hazra, Alok Kumar Mukherjee, Soumen Ghosh
Rok vydání: 2012
Předmět:
Zdroj: Journal of Chemical Crystallography. 42:1067-1074
ISSN: 1572-8854
1074-1542
DOI: 10.1007/s10870-012-0360-3
Popis: A piroxicam derivative, 4-acetamidobenzenesulfonate-2-methyl-N-(2-pyridal)-2H-1,2-benzothiazine-1,1-dioxide (2), has been synthesized and structurally characterized by X-ray analysis. The electronic structure of (2) was calculated at the DFT level using the hybrid exchange–correlation functional BLYP. The optimized molecular geometry of (2) corresponds closely to that obtained from the X-ray structure analysis. Intermolecular N–H···O and C–H···O hydrogen bonds connect the molecules in (2) forming a two-dimensional supramolecular frameworks in (011) plane, which are further linked via π···π interactions to generate a three dimensional architecture. The relative contribution of different interactions to Hirshfeld surface indicates that the H···H and O···H contacts can account for about 76 % of the total Hirshfeld surface area in (2). The HOMO–LUMO energy gap of 2.77 eV indicates a high kinetic stability of (2). A piroxicam derivative, 4-acetamidobenzenesulfonate-2-methyl-N-(2-pyridal)-2H-1,2-benzothiazine-1,1-dioxide has been synthesized and structurally characterized by X-ray analysis which generates a three dimensional architecture. Most important figure
Databáze: OpenAIRE
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