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Single crystals of both compounds were measured at the synchrotron beamline F1 at the HASYLAB\/DESY, at 100 K and up to resolutions of around 0.4 \u00c5. Experimental charge densities were obtained by using the Hansen\u2013Coppens multipole formalism. The cleavage of the amide bond in the \u03b2\u2010lactam ring is of paramount importance in the mechanism of action of penicillins. Topological analysis of this bond in terms of Bader's AIM theory showed that its strength is equal in both compounds; therefore a direct influence of bond strength on the activity can be ruled out. However, the two derivatives differ significantly in their experimental electrostatic potentials. These differences are discussed and provide further insight into the chemistry and activity of penicillins.<\/jats:p>","DOI":"10.1002\/chem.200305627","type":"journal-article","created":{"date-parts":[[2004,4,28]],"date-time":"2004-04-28T12:55:50Z","timestamp":1083156950000},"page":"2977-2982","source":"Crossref","is-referenced-by-count":21,"title":["Charge Density and Experimental Electrostatic Potentials of Two Penicillin Derivatives"],"prefix":"10.1002","volume":"10","author":[{"given":"Armin","family":"Wagner","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ralf","family":"Flaig","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Birger","family":"Dittrich","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Horst","family":"Schmidt","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tibor","family":"Korits\u00e1nszky","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Peter","family":"Luger","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2004,6,15]]},"reference":[{"key":"e_1_2_5_1_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.97.7.3171"},{"key":"e_1_2_5_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp0145199"},{"key":"e_1_2_5_3_2","doi-asserted-by":"publisher","DOI":"10.1107\/S0108768102005839"},{"key":"e_1_2_5_4_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.192438999"},{"key":"e_1_2_5_5_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.279.5349.356"},{"key":"e_1_2_5_6_2","doi-asserted-by":"publisher","DOI":"10.1146\/annurev.bi.52.070183.004141"},{"volume-title":"Cephalosporins and Penicillins; Chemistry and Biology","year":"1972","author":"Sweet R. 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