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The crystal structures of three compounds of the general formula R 2 P(Se)C(S)N(H)R′ have been determined at room temperature. The green crystals of [Ph 2 P(Se)C(S)N(H)Me], C 14 H 14 NPSSe, are triclinic, space group  P [unk] with unit cell dimensions  a  = 12.511(3) Å,  b  = 13.298(3) Å,  c  = 10.178(3) Å,  α  = 109.28(2)°,  β  = 103.25(2)°,  γ  = 66.94(2)°,  Z  = 4 and  D  x  = 1.538 Mg m −3 . The yellow crystals of [ c Hex 2 P(Se)C(S)N(H)Me], C 14 H 26 NPSSe, are orthorhombic, space group  Pnma  with unit cell dimensions  a  = 10.299(2) Å,  b  = 15.384(2) Å,  c  = 10.344(2) Å,  Z  = 4 and  D  x  = 1.420 Mg m −3 . The yellow crystals of [ c Hex 2 P(Se)C(S)N(H)Ph], C 19 H 28 NPSSe, are triclinic, space group  P [unk] with unit cell dimensions  a  = 9.738(2) Å,  b  = 11.248(2) Å,  c  = 9.406(1) Å,  α  = 100.72(1)°,  β  = 104.84(1)°,  γ  = 83.58(1)°,  Z  = 2 and  D  x  = 1.403 Mg m −3 . The structures were solved by direct methods and refined by a full-matrix least-squares procedure to final  R  = 0.038 using 2097 reflections for [Ph 2 P(Se)C(S)N(H)Me],  R  = 0.034 using 1180 reflections for [ c Hex 2 P(Se)C(S)N(H)Me], and  R  = 0.033 using 2508 reflections for [ c Hex 2 P(Se) · · C(S)N(H)Ph]. The conformation about the C(1)–N(1) bond in all three structures is  Z . Differences in the P(1)–C(1) and C(1)–N(1) bond distances in a series of R 2 P(Y)C(S)N(H)R′, Y = 0, O, S, or Se, R = Ph or  c Hex and R′ = Ph or Me, compounds are correlated with the nature of the phosphorus- and nitrogen-bound substituents, respectively.

zeitschrift für kristallographie - crystalline materials

Crystal and molecular structures of  P , P -diphenyl- N -methyl-seleno-phosphinylthioformamide,  P , P -dicyclohexyl- N -methyl-selenophosphinyl-thioformamide and  P , P -dicyclohexyl- N -phenyl-selenophosphinyl-thioformamide