Comparison of halogen bonding and van der Waals and pi-pi interactions in 4,5-dibromo-2-hexyloxyphenol.
The title compound, C(12)H(16)BrO(2), is an interesting case of a simple organic molecule making use of five different types of intra- and intermolecular interactions (viz. conventional and nonconventional hydrogen bonds, and pi-pi, Br...Br and Br...O contacts), all of them relevant in the molecular and crystal structure geometry. The molecules are strictly planar, with an intramolecular O-H...O hydrogen bond, and associate into two-dimensional structures parallel to (201) through two different types of halogen bonding. The planar structures, in turn, stack parallel to each other interlinked by C-H...pi and pi-pi contacts. Also discussed are the relevant structural features leading to the rather low melting point of the compound.
Cukiernik
Fabio D
FD
INQUIMAE, Departamento de Química Inorgánica, Analítica y Química Física, Facultad de Ciencias Exactas y Naturales, UBA, Buenos Aires, Argentina.
Cecchi
Florencia
F
Baggio
Ricardo
R