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The crystal structures of the title compounds  P , P -diphenyl- N -phenyl-phosphinylthioformamide ([Ph 2 P(=O)C(=S)N(H)Ph], LOH) and  P , P -diphenyl- N -phenyl-thiophosphinylthioformamide ([Ph 2 P(=S)C(= S)N(H)Ph], LSH) have been determined at room temperature. Bright yellow crystals of LOH are triclinic, space group  P [unk] with unit cell dimensions  a  = 8.785(1) Å,  b  = 12.004(2) Å,  c  = 8.741(1) Å,  α  = 110.06(1)°,  β  = 94.63(1)°,  γ  = 100.82(1)°,  Z  = 2 and  D x   = 1.334 Mg m −3 . Yellow crystals of LSH are orthorhombic, crystallizing in the  Pbca  space group with dimensions  a  = 11.922(1) Å,  b  = 8.742(1) Å,  c  = 34.043(2) Å,  Z  = 8 and  D x   = 1.323 Mg m −3 . The structures were solved by direct methods and each refined by a full-matrix least-squares procedure to final  R  = 0.051 using 2059 reflections for LOH and  R  = 0.042 using 1325 reflections for LSH. The molecular structures indicate the presence of relatively weak P – C bonds for the central chromophores. This, plus the lack of planarity of the P(Y)C(S)N(H), Y = O or S, moieties suggests little delocalization of  π -electron density over the respective chromophores. The structure of LSH is strictly molecular whereas molecules of LOH associate via hydrogen bonds linking the amide H atoms and the O atoms to form centrosymmetric dimers.

Crystal and molecular structures of P , P -diphenyl- N /-phenyl-phosphinylthioformamide and P , P -diphenyl-/ N -phenyl-thiophosphinylthioformamide