Complementary atomic force microscopy (AFM) measurements and molecular dynamics (MD) simulations were conducted to determine the work of adhesion for diamond (C)(111)(1x1) and C(001)(2x1) surfaces paired with carbon-based materials. While the works of adhesion from experiments and simulations are in reasonable agreement, some differences were identified. Experimentally, the work of adhesion between an amorphous carbon tip and individual C(001)(2 x 1)-H and C(111)(1 x 1)-H surfaces yielded adhesion values that were larger on the C(001)(2x1)-H surface. The simulations revealed that the average adhesion between self-mated C(001)(2x1) surfaces was smaller than for self-mated C(111)(1x1) contacts. Adhesion was reduced when amorphous carbon counterfaces were paired with both types of diamond surfaces. Pairing model diamond nanocomposite surfaces with the C(111)(1x1)-H sample resulted in even larger reductions in adhesion. These results point to the importance of atomic-scale roughness for adhesion. The simulated adhesion also shows a modest dependence on hydrogen coverage. Density functional theory calculations revealed small, C-H bond dipoles on both diamond samples, with the C(001)(2 x 1)-H surface having the larger dipole, but having a smaller dipole moment per unit area. Thus, charge separation at the surface is another possible source of the difference between the measured and calculated works of adhesion. (C) Koninklijke Brill NV, Leiden, 2010