Study of the crystal structures of alkyltriphenylphosphonium 2,4-dinitrobenzenesulfonates [Ph3PAlk][ OSO2C6H3(NO2)2-2,4], Alk = C3H5-cyclo, (CH2)2OH, CH2OH, CH2С(O)Me

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Reactions of alkyltriphenylphosphonium bromides with 2,4-dinitrobenzenesulfonic acid in water lead to formation of ionic alkyltriphenylphosphonium 2,4-dinitrobenzenesulfonates [Ph3PAlk][OSO2C6H3(NO2)2-2,4] (Alk = C3H5-cyclo (1), (CH2)2OH (2), CH2OH (3), CH2С(O)Me (4)). Crystals 1 [C27H23N2O7PS, M 550.50; monoclinic system, symmetry group P-1; cell parameters: a = 9.354(11) Å, b = 9.764(10) Å, c = 15.416(17) Å; a = 106.29(4)°, β = 94.67(5)°, g = 97.98)6)°, V = 1328(3) Å3, Z = 2; rcalc = 1.377 g/cm3], 2 [C26H23N2O8PS, M 554.49; monoclinic system, symmetry group P21/c; cell parameters: a = 13.049(7) Å, b = 14.816(10) Å, c = 13.261(7) Å; a = 90.00°, β = 93.901(15)°, g = 90.00°, V = 2558(2) Å3, Z = 4; rcalc = 1.440 g/cm3], 3 [C25H21N2O8PS, M 540.47; triclinic system, symmetry group P-1; cell parameters: a = 9.086(14) Å, b = 10.95(2) Å, c = 13.17(2) Å; a = 86.20(9)°, β = 71.93(6)°, g = 89.51(11)°, V = 1243(4) Å3, Z = 2; rcalc = 1.444 g/cm3], 4 [C27H23N2O8PS, M 566.50; triclinic syngony, symmetry group P-1; cell parameters: a = 9.746(10) Å, b = 11.371(11) Å, c = 13.657(10) Å; a = 66.78(3)°, β = 86.30(3)°, g = 74.46(5)°, V = 1339(2) Å3, Z = 2; rcalc = 1.405 g/cm3]. According to the 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 take on values of 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], the S-O bonds are practically aligned [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), 2.24-2.90 Å (4).

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2, 4-dinitrobenzenesulfonic acid, alkyltriphenylphosphonium bromide, alkyltriphenylphosphonium 2, 4-dinitrobenzenesulfonate, synthesis, molecular structure, x-ray diffraction analysis

Короткий адрес: https://sciup.org/147246065

IDR: 147246065   |   DOI: 10.14529/chem240404

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