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Energy diagram illustrating the mixing of nitrogen valence orbitals into sp, sp2, and sp3 hybridized forms. With one additional valence electron as compared to carbon, hybridized forms of nitrogen all possess one orbital containing a lone pair of electrons, shown in red. Common functional groups containing sp, sp2, and sp3 hybridized nitrogen, respectively, are shown at the bottom of the figure. Source: The Nature of Bonding in Organic Molecules, The Organic Chemistry of Medicinal Agents Citation: Renslo A. The Organic Chemistry of Medicinal Agents; 2016 Available at: http://mhmedical.com/ Accessed: June 10, 2017 Copyright © 2017 McGraw-Hill Education. All rights reserved