Study of the crystal structures of alkyltriphenylphosphonium 7-iodo-8-hydroxyquinoline-5-sulfonates [Ph3PAlk][OSO2C9NH4(I-7)(OH-8)], Alk = CH2Ph, CH=CHMe, CH2C≡CH

From alkyltriphenylphosphonium bromides and 7-iodo-8-hydroxyquinoline-5-sulfonic acid in water, ionic alkyltriphenylphosphonium 7-iodo-8-hydroxyquinoline-5-sulfonates Ph3PAlk][OSO2C9NH4(I-7)(OH-8)], Alk = CH2Ph (1), CH=CHMe (2), CH2C≡CH (3) have been obtained. Crystals 1 [C34H27NO4PSI, M 703.50; monoclinic system, symmetry group P21/c; cell parameters: a = 8.805(4), b = 16.146(10), c = 20.833(11) Å; β = 93.410(17), V = 2956(3) Å3, Z = 4; rcalc = 1.581 g/cm3], 2 [C30H25NO4PSI, M 653.44; rhombic system, symmetry group P212121; cell parameters: a = 9.382(3), b = 14.033(4), c = 21.035(6) Å; a = β = g = 90.00 deg., V = 2769.5(15) Å3, Z = 4; rcalc = 1.567 g/cm3], 3 [C30H27NO6PSI, M 687.46; monoclinic system, symmetry group P21/n; cell parameters: a = 9.426(3), b = 19.239(5), c = 16.088(5) Å; β = 97.296(14) deg., V = 2894.0(15) Å3, Z = 4; rcalc = 1.578 g/cm3]. According to the X-ray diffraction data, the phosphorus atoms in cations 1-3 have a distorted tetrahedral coordination, while the sulfonate anions have a regular geometry with a tetrahedral sulfur atom. The P-C bond lengths vary in the range 1.772(3)-1.815(2) Å; the CPC bond angles take values of 106.08(11)°-112.33(11)°. In the arenesulfonate anions of the complexes, the S-C distances are close to each other [1.781(2)-1.7920(19) Å], the S-O bonds are practically aligned [1.4464(16)-1.4590(17) Å]. In the crystal of hydrate 3 [Ph3PCH2C≡CH][OSO2C9NH4(I-7)(OH-8)] ∙ 2H2O, water molecules participate in formation of a dimeric anion (the O∙∙∙H and N∙∙∙H distances are 1.93 and 2.03 Å, while the arene rings of the sulfonate ligands are almost parallel (the angle between them is 3.24°)). Other water molecules link the dimeric anions into a chain with hydrogen bonds (the O∙∙∙H distances equal 2.12 and 2.15 Å). The structural organization in complexes 1-3 is mainly due to weak intermolecular contacts of the O···H type: 2.04-2.69 Å (1), 2.05-2.69 Å (2), 2.12-2.15 Å (3).