Inspection of the molecular orbitals reveals that the HOMO-1 consists of a π orbital, resulting from donation from the planar P lone pair into the empty P orbital of the germylene center. Natural bond orbital analysis reveals that this bond is 77% P-based and 0.3 eV higher in energy than the P-Ge σ bond. In contrast, the lone pair of the pyramidal phosphorus center is essentially sp hybridized and directed away from the germanium center. The germanium lone pair is predominantly s-character. Wiberg bond indices for Ge-P1 and Ge-P2 bonds are 1.33 and 0.89, respectively, which is consistent with a double bond between Ge-P1 and a single bond between Ge-P2. AIM analysis of ((Dipp)2P)2Ge suggests that there is a double bond between P1-Ge. Bond order can be assessed by measuring the ellipticity, a measure of anisotropic electron density, at the bond critical point. For example, butane, ethylene, and ethyne have a bond ellipticity of 0.01, 0.30, and 0.00 respectively, which correspond to a single, double, and a triple bond. A bond critical point between P1-Ge with ρ=0.091 and ellipticity 0.297 was observed in ((Dipp)2P)2Ge, consistent with a double bond. . This contrasts ρ=0.083 and ellipticity 0.064 at the bond critical point of P2-Ge in ((Dipp)2P)2Ge. Delocalization index (DI) was also used to predict the bond order of ((Dipp)2P)2Ge. DI values for P1-Ge and P2-Ge were determined to be 1.275 and 0.843, consistent with a P1-Ge double bond and Wiberg bond indices calculated.