Crystal structure and self-assembly on graphite of a pyra­zolo­[1,5-c]py­rimi­dine derivative

The crystal structure of the heterocyclic com­pound 2-(4-meth­oxy­phen­yl)-7-phenyl­pyra­zolo­[1,5-c]py­rimi­dine, C19H15N3O, has been determined and its self-assembly on the surface of graphite has been examined using atomic force microscopy (AFM). The title com­pound crystallized in the monoclinic space group P21/c, with two independent mol­ecules in the asymmetric unit. The packing of the L-shaped mol­ecules in the crystal is governed by arene inter­actions, in the absence of any conventional hydrogen-bonding inter­actions. The packing arrangement reveals four types of dimeric motifs stabilized by π–π and C—H⋯π inter­actions. At low coverage, mol­ecules assemble into long needle-like islands on the graphite surface. High-resolution AFM images reveal that the mol­ecules inter­act through weak noncovalent inter­actions between the aromatic H atoms and the meth­oxy O atoms.