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Competing protonation sites in sulfadiazine: Answers from chemistry and electron density

CrystEngComm, ISSN: 1466-8033, Vol: 15, Issue: 6, Page: 1164-1172
2013
  • 19
    Citations
  • 0
    Usage
  • 11
    Captures
  • 0
    Mentions
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Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    19
    • Citation Indexes
      19
  • Captures
    11

Article Description

Sulfadiazine, a common drug, has been studied as anion in its Zn(ii) salt, as a neutral compound and as hydrochloride. An unexpected protonation pattern was encountered in the cation of the latter, with a coexisting protonated anilinium and pyridinium functionality and a deprotonated amide group. Experimental charge density provides conclusive evidence about the position of the hydrogen atoms, and these results match the hydrogen bond requirements. © 2013 The Royal Society of Chemistry.

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