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Azepines are seven-membered nitrogen-containing unsaturated heterocycles having the general molecular formula C₆H₇N for the parent compound. The nitrogen atom is part of a seven-membered ring containing three carbon–carbon double bonds. Because the hydrogen attached to nitrogen can migrate to different carbon atoms, azepines can exist in several tautomeric forms. These forms differ in the position of the N–H bond and the arrangement of the carbon–carbon double bonds. The principal tautomeric forms of azepine may be represented as 1H-, 2H-, 3H- and 4H-azepines. Owing to the symmetry of the seven-membered ring, the corresponding 5H-, 6H- and 7H-forms are equivalent to 4H-, 3H- and 2H-forms, respectively. The structures can be represented schematically as follows: ```text 1H-Azepine NH / \ C=C C=C | | C-----------C | C=C ``` In 1H-azepine, the hydrogen is attached to nitrogen and the three double bonds are distributed around the carbon framework. ```text 2H-Azepine N / \ C–H C || || C C \ / C = C ``` In 2H-azepine, one of the carbon atoms adjacent ____ ___ _______ ____ ______ _________ _______ ___ __________ ____.
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