Crystal structure of 2-(methylamino)tropone.

The title compound, 2-(methylamino)cyclohepta-2,4,6-trien-1-one, C₈H₉NO, crystallizes in the monoclinic space group P2₁/c, with three independent molecules in the asymmetric unit. The planarity of the molecules is indicated by planes fitted through the seven ring carbon atoms. Small deviations from the planes, with an extremal r.m.s. deviation of 0.0345 Å, are present. In complexes of transition metals with similar ligands, the large planar seven-membered aromatic rings have shown to improve the stability of the complex. Two types of hydrogen-bonding interactions, C--H···O and N--H···O, are observed, as well as bifurcation of these interactions. The N--H···O interactions link molecules to form infinite chains. The packing of molecules in the unit cell shows a pattern of overlapping aromatic rings, forming column-like formations. π-π interactions are observed between the overlapping aromatic rings at 3.4462 (19) Å from each other. [ABSTRACT FROM AUTHOR]