Abstract
The crystal and molecular structure of 1,3-dimethyl-8-azaxanthine (HDAX) monohydrate has been determined by X-ray diffraction. The compound exhibits the N8-H tautomer in the solid state and hydrogen-bonded dimers are formed. Molecular orbital calculations have been performed for this compound, its analogues 1,3-dimethyl-2-thio-8-azaxanthine, 3-methyl-8-azaxanthine and 3-methyl-2-thio-8-azaxanthine and their anionic forms with the mopac program. The most stable tautomer is shown to be N7-H for the neutral compounds. Calculations have also been performed for the hydrogen-bonded dimer (HDAX·H 2O) 2, a stabilization energy of −19.76 kcal mol −1 having been found, which may explain why the N8-H tautomer is found in the solid state. The role of the molecular orbitals in possible coordination to metal ions is discussed for all the species.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.