Guy Lamoureux,a,b* Mónica Alvarado-Rojas,a,b
a Escuela de Química, Universidad de Costa Rica, 2060 San Pedro, San José, Costa Rica
b Centro de Investigación en Productos Naturales (CIPRONA), Universidad de Costa Rica, 2060 San Pedro, San José, Costa Rica
*Correspondence e-mail: guy.lamoureux@ucr.ac.cr
The title compounds,  C20H20ClNO2 and C20H20BrNO2, are examples of naphthoquinones substituted with a bulky amine and halogen. These structures were determined at 100 K and both have monoclinic (P21/c) symmetry. Uniquely, these solid-state structures do not contain an intramolecular H-bond between the N-H and the carbonyl group.  The enamine C—N bond length at C2  [1.353 (3) Å ], .
Keywords: crystal structure; adamantylamine; naphthoquinone.

Chemical Context 

Naphthoquinones (naphthalenediones) form an important part of some pharmacophores in medicinal chemistry.