Ab initio MP2/aug'-cc-pVTZ calculations have been performed to determine if intermolecular P-P distances, Z-P-P angles, binding energies, P-31 chemical shieldings, or EOM-CCSD spin-spin coupling constants can differentiate between corresponding C-2 (homochiral) and C-i (heterochiral) dimers (PHFX)(2), X = Cl, CN, CH3, NC. With one exception, C-i isomers have shorter P-P distances than corresponding C-2 isomers. Neither binding energies, Z-P-P angles, chemical shieldings, nor spin-spin coupling constants (1p)J(P-P) exhibit patterns which distinguish between corresponding C-2 and Ci isomers. (1p)J(P-P) values correlate linearly with P-P distances, so that experimental values of (1p)J(P-P) could be used to extract intermolecular P-P distances. (C) 2012 Elsevier B.V. All rights reserved.