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Self-assembled monolayers of 1,3,5-tris(4'-biphenyl-4"-carbonitrile)benzene,a large functional trinitrile molecule, on the (111) surfaces of copper andsilver under ultrahigh vacuum conditions were studied by scanning tunnelingmicroscopy and low-energy electron diffraction. A densely packedhydrogen-bonded polymorph was equally observed on both surfaces. Additionally,deposition onto Cu(111) yielded a well-ordered metal-coordinated porouspolymorph that coexisted with the hydrogen-bonded structure. The requiredcoordination centers were supplied by the adatom gas of the Cu(111) surface. OnAg(111), however, the well-ordered metal-coordinated network was not observed.Differences between the adatom reactivities on copper and silver and theresulting bond strengths of the respective coordination bonds are heldresponsible for this substrate dependence. By utilizing ultralow depositionrates, we demonstrate that on Cu(111) the adatom kinetics plays a decisive rolein the expression of intermolecular bonds and hence structure selection.

Control of Intermolecular Bonds by Deposition Rates at Room Temperature: Hydrogen Bonds versus Metal Coordination in Trinitrile Monolayers