Crystal Structures of Alkyl(triphenyl)phosphonium 2,4-Dinitrobenzenesulphonates [PH3PAlk][X], X = OSO2C6H3(NO2)2-2,4; Alk = cyclo-C3H5, (CH2)2OH, CH2OH, CH2С(O)Me
摘要
Reactions of alkyltriphenylphosphonium bromides with 2,4-dinitrobenzenesulfonic acid in water lead to the formation of ionic alkyltriphenylphosphonium 2,4-dinitrobenzenesulfonates [Ph3PAlk][OSO2C6H3(NO2)2-2,4] (Alk = cyclo-C3H5 (1), (CH2)2OH (2), CH2OH (3), and CH2С(O)Me (4). Crystals of 1 (C27H23N2O7PS, FW 550.50; monoclinic system, space group P-1; unit cell parameters: a = 9.354(11) Å, b = 9.764(10) Å, c = 15.416(17) Å; α = 106.29(4)°, β = 94.67(5)°, γ = 97.98)6)°, V = 1328(3) Å3, Z = 2; ρX = 1.377 g/cm3), 2 (C26H23N2O8PS, FW 554.49; monoclinic system, space group P21/c; unit cell parameters: a = 13.049(7) Å, b = 14.816(10) Å, c = 13.261(7) Å; α = 90.00°, β = 93.901(15)°, γ = 90.00°, V = 2558(2) Å3, Z = 4; ρX = 1.440 g/cm3), 3 (C25H21N2O8PS, M 540.47; triclinic system, space group P-1; unit cell parameters: a = 9.086(14) Å, b = 10.95(2) Å, c = 13.17(2) Å; α = 86.20(9)°, β = 71.93(6)°, γ = 89.51(11)°, V = 1243(4) Å3, Z = 2; ρX = 1.444 g/cm3), and 4 (C27H23N2O8PS, FW 566.50; triclinic system, space group P-1; unit cell parameters: a = 9.746(10) Å, b = 11.371(11) Å, c = 13.657(10) Å; α = 66.78(3)°, β = 86.30(3)°, γ = 74.46(5)°, V = 1339(2) Å3, Z = 2; ρX = 1.405 g/cm3). According to X-ray diffraction data, the phosphorus atoms in cations 1–4 have a distorted tetrahedral coordination, while the sulfonate anions have a normal geometry with a tetrahedral sulfur atom. The P–C bond lengths vary in the range 1.768(3)−1.830(3) Å; the CPC bond angles are within 105.54(9)°−112.42(9)°. In the arenesulfonate anions of the complexes, the S–C distances are close to each other (1.794(2)–1.807(3) Å), and the S–O bond lengths are similar (1.363(4)–1.495(4) Å). The structural organization in complexes 1–4 is mainly due to weak intermolecular contacts of the O···H type 2.31–2.71 Å (1), 2.35–2.64 Å (2), 2.38–2.70 Å (3), and 2.24–2.90 Å (4).