organic compounds
Tribenzylphosphane, PBz3 (C21H21P), crystallizes in a notably different unit cell to its Group 15 analogues NBz3 and SbBz3. The packing is dominated by face-edge -interactions which result in infinite columns of molecules parallel to the b axis; these columns are linked by further face-edge -interactions into sheets of columns parallel to the [101] direction. Its hydrochloride salt, tribenzylphosphonium hydrogen dichloride-tribenzylphosphane (1/1), lies on a threefold axis within a trigonal crystal system. It exists in the solid state as a hydrogen-bridged dimer with the composition [H(PBz3)2]+[HCl2]- (C42H43P2+·HCl2-). The cation is the first structurally authenticated example of a phosphane acting as a hydrogen-bond acceptor to a phosphonium group and the cations are linked into a three-dimensional network through intermolecular face-edge -interactions.