The reaction of equimolar amounts of tetraorganylphosphonium bromides with arenesulfonic acids in water led to formation of ionic tetraorganylphosphonium arenesulfonates [Ph3PCH2CH=CHCH2PPh3][OSO2C9H3N(OH-4)(I-7)]2 ∙ 4H2O (1), [Ph3P(CH2)5PPh3][OSO2С6H4(COOH-2)][Br] (2), yielding up to 89 %. The structural features of complexes 1, 2 were established by X-ray diffraction. Crystals 1 [C58H54I2N2O12P2S2, M 1350.89; triclinic system, symmetry group P–1; cell parameters: a = 9.506(8), b = 11.323(12), c = 13.662(10) Å; a = 82.21(4)°, β = 89.26(2)°, g = 72.60(4)°, V = 1390(2) Å3, Z = 2; rcalc = 1.614 g/cm3], 2 [C48H45O5P2SBr, M 875.75; triclinic system, symmetry group P–1; cell parameters: a = 10.307(7), b = 14.226(9), c = 16.291(10) Å; a = 67.07(3)°, β = 83.74(3)°, g = 74.65(3)°, V = 2122(2) Å3, Z = 2; rcalc = 1.371 g/cm3] consist of tetraorganylphosphonium cations and arene-sulfonate anions with a tetrahedral sulfur atom. The crystal of complex 2 also contains [Br]- anions. The P–C bond lengths vary in the range 1.779(3)−1.815(4) Å. The CPC bond angles take values of 104.33(15)−112.00(10)°. The S–O distances vary within the range of 1.4397(18)−1.4576(19) Å. Complete tables of atomic coordinates, bond lengths and bond angles for structures have been deposited in the Cambridge Structural Data Bank (No. 2164291 (1), No. 2165072 (2), deposit@ccdc.cam.ac.uk; http://www.ccdc cam.ac.uk).

Despite several approved chemotherapeutic agents, the mortality rate from breast cancer remains high. Two tetraorganylammonium and two organyltriphenylphosphonium platinum (IV) compounds were synthesized in relatively high yield. The crystal structures were resolved, and the complexes were characterized using infrared and NMR spectroscopy. All four complexes were tested for their ability to inhibit cancer cell proliferation using the MCF–7 breast cancer cell line. Quantum chemistry calculations yielded geometries in a water solution. Of the four compounds, AV1 showed the highest inhibitory potential with an experimentally determined IC _50 value of 10.3 μ g/mL, which is lower compared to the standard drug dasatinib (20.8 μ g/mL) for breast cancer cell lines. Available QSAR models identified topoisomerase I as a potential target for AV1. In vivo experiments confirmed that mitochondrial parameters improved in rats with DMBA-induced breast cancer treated with AV1 compared with the control group. In addition, AV1 suppresses cytokine levels and exhibits antioxidant activity. The synthesis and characterization of new platinum(IV) complexes, featuring distorted tetrahedral cations and octahedral anions, are presented. AV1 exhibited superior anti-cancer activity against breast cancer cells compared to AV2, AV3, and AV4, alongside demonstrating chemoprotective effects in DMBA-induced breast cancer models. Further investigation is warranted to elucidate the underlying mechanisms.

The crystalline structures of three organic salts of triiodoaminobenzoic acid (1–3) and triiodoaminobenzoic acid monohydrate (4) are described, the structural features are established by the X-ray diffraction method. Compound 1: C20H19I6N3O6, М 1158.78; monoclinic syngony, space group Сс; cell parameters: a = 32.0782(10), b = 9.5284(3), c = 9.3745(3) Å;  = 90, β = 90,0(1),  = 90 deg.; V = 2865.35(16) Å3, Z = 4, ρcalc. = 2.684 g/cm3. Compound 2: C16H15I6N3O4, М 1074.71; monoclinic syngony, space group P21/c; cell parameters: a = 8.990(5), b = 28.541(11), c = 9.945(5) Å;  =  = 90, β = 91.23(2) deg.; V = 2551(2) Å3, Z = 4, ρcalc. = 2.798 g/cm3. Compound 3: C17H17I3N2O4, М 694.03; monoclinic syngony, space group I2/a; cell parameters: a = 36.02(2), b = 7.254(5), c = 16.468(9) Å;  =  = 90, β = 105.29(2) deg.; V = 4150(4) Å3, Z = 8, ρcalc. = 2.222 g/cm3. Compound 4: C7H6I3NO3, М 532.83; rhombic syngony, space group Iba2; cell parameters: a = 30.2146(4), b = 13.9830(2), c = 5.80740(10) Å;  = β =  = 90 deg.; V = 2453.57(6) Å3, Z = 8, ρcalc. = 2,885 g/cm3. The crystalline structure of two salts and triiodoaminobenzoic acid monohydrate is distinguished both by domination of hydrogen bonds and multiple halogen bonds. However, the 7-methylquinoline salt is devoid of halogen bonds due to peculiarities of the stack packaging of flat molecules. For two compounds (3 and 4), the features of their thermolysis by thermal analysis (in argon atmosphere) are determined: at the first stage (52 and 73 °C, respectively), the loss of crystallization water occurs; at 700 ° C under the thermolysis conditions of both compounds the decomposition product is glass carbon.

The structure of tetraphenylantimony carboxylates Ph4SbOC(O)R [R = CH2Cl (1), CH2Br (2), CH2l (3), C6H3F2-2,3) (4)] and nitrate Ph4SbONO2 ∙ H2O (5) was established by X-ray diffraction analysis (XRD). According to the XRD data, the antimony atoms in complexes 1–5 have the coordination of a distorted trigonal bipyramid with an electronegative ligand in the axial position. The CSbO axial angles are 174.05(7); 171.6(2), 170.3(2); 173.10(12); 177.93(5); 178.02(9), 168.11(9), and 169.33(9) respectively. The X-ray diffraction data: (1) [C26H22O2ClSb, M = 523.64; rhombic system, sp. gr. Pbca; cell parameters: a = 14.382(8) Å, b = 16.681(10) Å, c = 19.270(11) Å; β = 90.00, V = 4623(5) Å3, Z = 8; calc = 1.505 g/cm3;  = 1.328 mm–1; F(000) = 2096.0; region 2q collection: 5.64–56.6; –19 ≤ h ≤ 19, –22 ≤ k ≤ 21, –23 ≤ l ≤ 25; total reflections 69348; independent reflections 5710 (Rint = 0.0398); GOOF = 1.067; R-factor 0.0261]; (2) [C52H46O4Br2Sb2, M = 1138.19; triclinic syngony, sp. gr. P–1; cell parameters: a = 11.096(13) Å, b = 12.510(13) Å, c = 17.62(2) Å;  = 78.01(6), β = 89.35(7),  = 89.71(5), V = 2393(5) Å3, Z = 2; calc = 1.577 g/cm3;  = 2.841 mm–1; F(000) = 1120.0; region 2q collection: 5.16–69.06; –16 ≤ h ≤ 16, –14 ≤ k ≤ 14, –23 ≤ l ≤ 23; total reflections 89320; independent reflections 11788 (Rint = 0.0568); GOOF = 1.034; R-factor 0.0519]; (3) [C26H22O2SbI, M = 615.09; monoclinic syngony, sp. gr. P21/c; cell parameters: a = 12.779(6) Å, b = 10.864(4) Å, c = 17.542(9) Å; β = 100.18(3), V = 2397(2) Å3, Z = 4; calc = 1.704 g/cm3;  = 2.458 mm–1; F(000) = 1192.0; region 2q collection: 6.02–71.46; –20 ≤ h ≤ 20, –17 ≤ k ≤ 17, –28 ≤ l ≤ 28; total reflections 70960; independent reflections 11043 (Rint = 0.0510); GOOF = 1.018; R-factor 0,0537]; (4) [C31H23O2F2Sb, M = 587.24; triclinic syngony, sp. gr. P–1; cell parameters: a = 9.862(13) Å, b = 10.154(13) Å, c = 14.298(2) Å;  = 84.03(6), β = 82.76(7),  = 68.41(5), V = 1318.2(5) Å3, Z = 2; calc = 1.479 g/cm3;  = 1.086 mm–1; F(000) = 588.0; region 2q collection: 6.08–74.28; –16 ≤ h ≤ 16, –17 ≤ k ≤ 17, –24 ≤ l ≤ 24; total reflections 88852; independent reflections 13477 (Rint = 0.0353); GOOF = 1.026; R-factor 0.0359]; (5) [C72H62N3O10Sb3, M = 1494.50; monoclinic syngony, sp. gr. P21/n; cell parameters: a = 23.072(7) Å, b = 10.427(3) Å, c = 27.040(10) Å; β = 95.860(13), V = 6472(4) Å3, Z = 4; calc = 1.534 g/cm3;  = 1.305 mm–1; F(000) = 2992.0; region 2q collection: 5.6–62.16; –33 ≤ h ≤ 29, –15 ≤ k ≤ 15, –39 ≤ l ≤ 39; total reflections 228547; independent reflections 20667 (Rint = 0.0432); GOOF = 1.041; R-factor 0.0303]. Complete tables of atomic coordinates, bond lengths, and bond angles for compounds 1–5 are deposited at the Cambridge Crystallographic Data Center (CCDC 2169943, 2170138, 2213768, 2170205, 2147525; deposit@ccdc.cam.ac.uk; http://www.ccdc.cam.ac.uk).

Tetra(para-tolyl)antimony carboxylates p-Tol4SbOC(O)Ar, Ar = C6H3(NO2)2-3.5 (1), C6H4Br-3 (2), C6H4I-4 (3) were synthesized from equimolar amounts of penta(para-tolyl)antimony and carboxylic acid in benzene at room temperature. According to X-ray diffraction analysis performed at 293 K on a D8 Quest Bruker automatic four-circle diffractometer (two-coordinate CCD detector, Мо Кα-radiation, λ = 0,71073 Å, graphite monochromator), antimony atoms in crystals of 1 [C35H31N2O6Sb, M 697,38; monoclinic syngony, symmetry group Р21/n; cell parameters: a = 10,248(7), b = 10,801(7), c = 29,10(2) Å;  = 90, β = 92,60(3),  = 90 degrees; V = 3218(2) Å3; crystal size 0,4×0,31×0,07 mm; reflection index intervals –13 ≤ h ≤ 13, –13 ≤ k ≤ 13, –37 ≤ l ≤ 37; total reflections 105827; independent reflections 7128; Rint 0,0415; GOOF 1,061; R1 = 0,0250, wR2 = 0,0564; residual electron density 0,41/0,61 e/Å3], 2 [C35H32O2BrSb, M 686,27; triclinic syngony, symmetry group P1 ̅; cell parameters: a = 10,114(7), b = 11,548(6), c = 13,889(9) Å;  = 99,16(3), β = 94,63(3),  = 107,97(3) degrees; V = 1508,7(17) Å3; crystal size 0,48×0,4×0,32 mm; reflection index intervals –17 ≤ h ≤ 17, –19 ≤ k ≤ 19, –23 ≤ l ≤ 23; total reflections 97427; independent reflections 15399; Rint 0,0506; GOOF 1,015; R1 = 0,0454, wR2 = 0,0936; residual electron density 0,89/1.55 e/Å3], 3 [C35H32O2SbI, M 733,26; triclinic syngony, symmetry group P1 ̅; cell parameters: a = 10,008(6), b = 11,472(7), c = 15,534(9) Å;  = 68,92(3), β = 85,72(3),  = 70,37(2) degrees; V = 1565,4(15) Å3; crystal size 0,43×0,28×0,09 mm; reflection index intervals –14 ≤ h ≤ 13, –16 ≤ k ≤ 16, –22 ≤ l ≤ 22; total reflections 85719; independent reflections 10417; Rint 0,0295; GOOF 1,036; R1 = 0,0366, wR2 = 0,0933; residual electron density 1,18/2,19 e/Å3], have distorted trigonal bipyramidal coordination with carbon and oxygen atoms in axial positions (axial angles are 174,83(6) for 1, 174,44(6)° for 2, 178,86(8)° for 3). The SbO distances are 2,3469(17) Å for 1, 2,2984(18) Å for 2 and 2,277(2) Å for 3. The SbC bond lengths vary in a narrow range of values (2,113(2)2,152(2) Å for 1, 2,104(2)2,171(2) Å for 2, 2,111(2)2,161(3) Å for 3). The structural organization in crystal 1 is due to weak intermolecular contacts C=O•••H (2,58 Å), NO•••H (2,58–2,63 Å). Crystal 2 contains intermolecular contacts Br•••Н (2,95 Å) and С=О•••Sb (3,080 Å). In crystal 3 the carbonyl oxygen atom is weakly coordinated with the metal atom (С=О•••Sb 3,470 Å). Complete tables of atomic coordinates, bond lengths, and bond angles for the structures were deposited at the Cambridge Crystallographic Data Center (no. 2213730 for 1, no. 2221986 for 2, no. 2222094 for 3; deposit@ccdc.cam.ac.uk; https://www. ccdc.cam.ac.uk).

By varying the ratios of ammonium heptamolybdate, nitrilotriacetic acid, and 2-aminoethanol, a concentrated solution of the molybdenum complex was obtained, which is stable during long-term storage and does not cause the formation of a solid precipitate. In an aqueous solution, 2-aminoethanol replaces ammonium groups in ammonium heptamolybdate, giving mixed ammonium-amine derivatives (NH4)n(NH3CH2CH2OH)6–n[Mo7O24], which induce solution instability and precipitation. Ammonium cations in the HMA molecule can be completely replaced by 2-aminoethanol cations when carrying out the reaction in an aqueous medium with a sixfold molar excess of 2-aminoethanol to obtain the hexaamine derivative (NH3CH2CH2OH)6[Mo7O24]. In the ternary system ammonium heptamolybdate–nitrilotriacetic acid–2-aminoethanol, the formation of highly soluble triammonium [trioxo(nitrilotriacetato)molybdate] hydrate (NH4)3[MoO3L]∙H2O (1) occurs, the crystal structure of which was studied by X-ray diffraction analysis. Using red clover as an example, it was shown that the resulting solution is agronomically more effective in comparison with a solution of a molybdenum complex with (1-hydroxyethylidene)-diphosphonic acid.

A solvent-free interaction between 5-cyano-1.2.4-triazines and 5-methylsulfanyl-4H-1,2,4-triazol-3-amines has been studied. The structure of the product of ipso-substitution of cyano-group with the corresponding heterocyclic amine residue has been proven by 1Н NMR and ESI-MS data. Thus, in the 1Н NMR spectra a three-proton singlet at 2.61 ppm is present, which can be interpreted as the signal of the methylsulfanyl group protons. Subsequent transformation of 1,2,4-triazine scaffold of the resulting product into a pyridine one has been successfully per-formed under autoclave conditions. It has been found that methylsulfanyl group undergoes no transformations in both stages of synthesis. This fact is also proven by X-Ray crystallography data of the obtained functionalised bypyridines. According to the X-Ray crystallography data, compound 4 crystallizes as two crystallographically independent molecules in non-centrosymmetric space group P-1 with triclinic system. The crystal structure is formed by numerous intermolecular N∙∙∙H contacts between two crystallographically independent molecules of triazolylpyridine-2-amine. The 1Н NMR spectra of compound 4 contain two doublets of the new pyridine cycle at 7.37 and 7.61 ppm. Thus, properties of 5-methysulfanyl-4H-1,2,4-triazol-3-amine are different from these of its analogue with mercaptogroup at C5 position. Namely, in accordance to our previous results ipso-substitution of C5-cyanogroup of 1,2,4-triazine with moiety of the latter amine is accompanied by desulfurization reaction.

The structure of tetra(para-tolyl)antimony compounds p-Tol4SbX [X = Br (1), OC(O)Ph∙PhH (2), OSO2C6Me3-2,4,6 (3)] was established by X-ray diffraction analysis (XRD). According to the X-ray diffraction data, the antimony atoms in complexes 1–3 have a distorted trigonal bipyramidal coordination with three aryl ligands in the equatorial plane, while the axial angles CSbX are 174.75(8), 175.13(9), and 174.51(6). The X-ray diffraction data: (1) [C28H28BrSb, M = 566.16; monoclinic syngony, sp. gr. P21/n; cell parameters: a = 9.868(6) Å, b = 23.312(11) Å, c = 12.106(6) Å; β = 113.15(2), V = 2561(2) Å3, Z = 4; calc = 1.469 g/cm3;  = 2.649 mm–1; F(000) = 1128.0; region 2q collection: 6.4–56.76; –13 ≤ h ≤ 13, –31 ≤ k ≤ 31, –16 ≤ l ≤ 16; total reflections 42998; independent reflections 6359 (Rint = 0.0346); GOOF = 1.080; R-factor 0.0325]; (2) [C41H39O2Sb, M = 685.47; monoclinic syngony, sp. gr. C2/c; cell parameters: a = 28.186(13) Å, b = 15.116(6) Å, c = 17.629(8) Å; β = 91.73(2), V = 7507(6) Å3, Z = 8; calc = 1.213 g/cm3;  = 0.765 mm–1; F(000) = 2816.0; region 2q collection: 6.572–56.996; –37 ≤ h ≤ 37, –20 ≤ k ≤ 20, –23 ≤ l ≤ 23; total reflections 116806; independent reflections 9489 (Rint = 0.0492); GOOF = 1.102; R-factor 0.0363]; (3) [C37H39O3SSb, M = 685.49; monoclinic syngony, sp. gr. P21/n; cell options: a = 12.172(4) Å, b = 18.802(5) Å, c = 15.433(6) Å; β = 108.744(12), V = 3345(2) Å3, Z = 4; calc = 1.361 g/cm3;  = 0.921 mm–1; F(000) = 1408.0; region 2q collection: 5.96–63.02; –16 ≤ h ≤ 17, –27 ≤ k ≤ 27, –22 ≤ l ≤ 21; total reflections 138835; independent reflections 11081 (Rint = 0.0373); GOOF = 1.045; R-factor 0.0304]. Complete tables of atomic coordinates, bond lengths, and bond angles for compounds 1–3 have been deposited at the Cambridge Crystallographic Data Center (CCDC 2182608, 2149953, 2171918; deposit@ccdc.cam.ac.uk; http://www.ccdc.cam. ac.uk).

Tetraarylantimony(V) carboxylates based on 5-carboxyl and 6-carboxyl 2,2’-bipyridines (4 compounds) were synthesized for the first time. The structure of one of the compounds was confirmed by X-ray diffraction analysis. It was shown that the carboxyl group participates in the coordination of the antimony(V) cation, but the bipyridine fragment does not. The antitumor activity of the new complexes was assessed by molecular docking, and the most probable targets were determined. It was shown that the affinity of ligands to them is higher than that of the corresponding complexes. The best results were obtained for complex 3a; its inhibition of VEGFR2 is 74% more effective compared to the native ligand. In addition, the primary photophysical properties of the new carboxylates in acetonitrile solutions were studied. It was shown that the luminescence quantum yield values strongly depend on the position of the carboxyl group: for 5-substituted compounds they reach 65.0%, while for 6-substituted ones they have an extremely low ( 0.1%) value. At the same time, the absorption and emission maxima are within 300–314 nm and 364–403 nm, respectively.

On the basis of the X-ray diffraction analysis data for a number of triarylantimony dioximates Ar3Sb(ON=CHR)2, comparative description of their molecular structures and evaluation of structural features have been carried out. In the triarylantimony dioximate molecules, the Sb···N intramolecular contacts are observed (2.728(4)–2.900(6) Å), which are sometimes smaller by approximately 1 Å than the sum of the van der Waals radii of the partner atoms (3.61 Å). The shortened Sb···N distance is not accompanied by the expected lengthening of the N–O bonds in the iminoxy group and does not depend on the Sb–O bond lengths. However, the shortening of the Sb···N distances correlates with a decrease in the NOSb bond angle. In structures, containing methoxy groups in aryl ligands at the antimony atom, the intramolecular interactions of the Sb···OMe type are observed. In triarylantimony dioximates, containing different aryl ligands at the antimony atom, but identical oximate ligands, no dependences of the [SbO2C3] coordination unit geometric parameters on the nature of aryl ligands are observed, but in some structures there is a regular elongation of the Sb···N intramolecular distances. For the first time in the Solid-G program for triarylantimony dioximates, the quantitative assessment of the antimony atom coordination sphere occupation degree in the model of ligand solid angles (G-parameter) has been carried out, taking into account the molecular geometry in the crystalline state according to the X-ray diffraction analysis results, which amounts to 80.19–85.70%. The maximum coordination sphere occupation (90.93%) occurs in the structure where the Sb···OMe intramolecular interactions are observed. In bis(μ3-2-oxybenzaldoximato-O,O',N)-(μ2-oxo)-tetraaryl)disantimony, where the 2-hydroxybenzaldoximate ligand is tridentate, it is a bridging one, while the antimony atoms are hexacoordinated, the coordination sphere occupation degree exceeds 90%.

Interaction of tetraphenylantimony acetophenonoximate, tetraphenylantimony benzophenonoximate, tetraphenylantimony furfuraloximate, tetraphenylantimony cyclohexyloximate, tetra(para-tolyl)antimony acetophenonoximate, tetra(para-tolyl)antimony benzophenonoximate, tetra(para-tolyl)antimony cyclohexyloxymate, tetraphenylantimony 2-tert-butylphenoxide, tetraphenylantimony 2,4-di(tert-butyl)phenoxide, tetraphenylantimony 3,5-di(tert-butyl)phenoxide, tetraphenylantimony 2-bromophenoxide, tetraphenylantimony 3-hydroxy-4-acetylphenoxide, tetraphenylantimony 2,4-difluorophenoxide, tetraphenylantimony 2,5-difluorophenoxide, 2-chloro,4-fluorophenoxide tetraphenylantimony, 2,4,6-tribromophenoxide tetraphenylantimony, 2-tertbutylphenoxide tetra(para-tolyl)antimony, 4-tertbutylphenoxide tetra(para-tolyl)antimony, 2,4-dibromo-6-methylphenoxide tetra(para-tolyl)antimony, tetraphenylantimony benzoate, tetraphenylantimony 2-furoinate, tetraphenylantimony niacinate, tetraphenylantimony pentafluorobenzoate, tetraphenylantimony phenoxyacetate, tetraphenylantimony ethylmalonate, tetraphenylantimony phenylglyoxylate, tetraphenylantimony carbonate, tetraphenylantimony nitrite, tetraphenylantimony nitrate, tetra(para-tolyl)antimony nitrate with benzenesulfonic acid, 4-methylbenzenesulfonic acid, naphthalenesulfonic acid, 2-sulfobenzoic acid, 2,4-dimethylbenzenesulfonic acid, 3,4- dimethylbenzenesulfonic acid, mesitylenesulfonic acid in an aqueous-acetone solution at room temperature for one hour leads to the formation of tetraarylantimony arenesulphonates, which, after removing acetone from the reaction mixture, were recrystallized from water and isolated with a yield of up to 78 %.

Based on an analysis of literature published primarily between 2020 and 2023, the methods for synthesizing organic antimony compounds have been systematized and described, along with key reactions, structural characteristics, and examples of potential applications. The bibliography includes 151 references.

According to X-ray diffraction analysis, the bismuth atoms in two triphenylbismuth molecules (1) [C36H30Bi2, M 880.56; triclinic system, symmetry group P1 ̅; cell parameters: a = 5.787(3), b = 14.203(7), c = 19.667(14) Å;  = 72.61(3), β = 81.68(4),  = 78.34(2) deg.; V = 1504.5(16) Å3; crystal size 0.46×0.16×0.15 mm; reflection index intervals –7 ≤ h ≤ 7, –18 ≤ k ≤ 18, –25 ≤ l ≤ 25; total reflections 32105; independent reflections 6933; Rint 0,0437; GOOF 1.093; R1 = 0.0290, wR2 = 0.0609; residual electron density 0.48/–1.87 e/Å3] have a distorted trigonal coordination with a lone electron pair at the fourth vertex. The BiC bond lengths vary in the range 2.246(5)–2.260(5) Å, the CBiC angles are 92.56(16)–95.24(15). In the tris(2-methoxy-5-chlorophenyl)bismuth solvate with benzene (2) [C24H21O3Cl3Bi, M 672.74; monoclinic system, symmetry group P21/n; cell parameters: a = 8.920(5), b = 21.362(7), c = 13.649(5) Å;  = 90.00, β = 107.33(2),  = 90.00 deg.; V = 2482.8(17) Å3; crystal size 0.5×0.11×0.09 mm; reflection index intervals –11 ≤ h ≤ 11, –28 ≤ k ≤ 28, –17 ≤ l ≤ 17; total reflections 40401; independent reflections 5924; Rint 0.0334; GOOF 1.150; R1 = 0.0269, wR2 = 0.0623; residual electron density 0.48/–2.02 e/Å3] a distorted trigonal coordination with a lone electron pair at the fourth vertex is also observed. The BiC bond lengths (2.253(3)–2.267(3) Å) are significantly longer than similar bonds in 1 due to the presence of intramolecular Bi∙∙∙O contacts (3.09, 3.08, 3.05 Å). Despite the increase in the volume of bidentate 2-methoxy-5-chlorophenyl ligands, the values of the CBiC angles (90.26(12)–92.96(12)) are noticeably lower, indicating less steric hindrance in 2. Complete tables of atomic coordinates, bond lengths, and bond angles were deposited in the Cambridge Structural Data Bank (No. 2333440 (1), 2044008 (2); deposit@ccdc.cam.ac.uk; https://www.ccdc.cam.ac.uk).

Based on the analysis of literature sources from the beginning of the 21st century to the present, various methods for obtaining phosphorus compounds of the general formula R4PX (X is an electronegative group) have been systematized and described. The present study is a continuation of classical research in the field of chemistry of organic phosphorus compounds in the Laboratory of Chemistry of Organoelement Compounds of South Ural State University. The prin-cipal attention is paid to synthesis methods for tetraorganylphosphonium derivatives based on radical redistribution reactions and substitution reactions, which are used to synthesize tetra-phenylphosphorus bromide and a series of alkyltriphenylphosphonium arenesulfonates, respec-tively. It has been shown that the single product of the interaction of triphenylphosphorus dibro-mide with pentaphenylphosphorus in a benzene solution (1 hour, 25 °C) is tetraphenylphosphoni-um bromide, isolated from the reaction mixture, yielding 92%. Tetraphenylphosphonium benzene-sulfonate has been obtained, yielding 90%, by a substitution reaction from tetraphenylphosphoni-um bromide and benzenesulfonic acid in water. Using a similar scheme, a series of alkyltri-phenylphosphonium arenesulfonates have been obtained with yields up to 92 %: [Ph3PC3H5-cyclo][OSO2Naft-1] (2), [Ph3PCH2СN][OSO2Mez)] (3), [Ph3PCH2СN][OSO2C6H3Сl2-2,5] ∙ ½MeOH (4), [Ph3PCH2OH][OSO2C6H3Сl2-2,5] ∙ H2O (5), [Ph3PEt][OSO2C6H3(NO2)2-2,4] (6), [Ph3P(СH2)2OH] [OSO2C6H3(NO2)2-2,4] (7), [Ph3P(С6H11-cyclo)] [OSO2C6H3(NO2)2-2,4] (8). The complex structures have been proved by IR spectroscopy and X-ray diffraction analysis (XRD). According to the XRD data, crystals of complexes 2–5 have ionic structure; they consist of tetraorganylphosphonium and arenesulfonate anions.

In reactions of pentaphenyl- and penta(para-tolyl)antimony with ferrocene dicarboxylic acid (molar ratios 1:1 and 2:1) in toluene (20 С, 24 h), hydrogen in one or two carboxylate groups is replaced with formation of tetraarylantimony ferrocene carboxylates HOOС5H4FeС5H4C(O)OSbPh4 (1), HOOС5H4FeС5H4C(O)OSbTol4 (2), Ph4SbC(O)OC5H4FeС5H4C(O)OSbPh4 (3) and p-Tol4SbC(O)OC5H4FeС5H4C(O)OSbTol4 (4), yielding up to 83 %. Compounds 1–4 have been identified by elemental analysis, IR spectroscopy, and X-ray diffraction analysis for 4. X-ray diffraction analysis of complex 4 has been performed on a D8 Quest Bruker automatic four-circle diffractometer (Mo Kα radiation, λ = 0.71073 Å, graphite monochromator ) at 293 K. Crystallographic characteristics of compound 4: monoclinic system, space group P21/c, a = 17.227(17), b = 11.064(9), c = 30.59(3) Å, β = 100.00(4) deg., V = 5742(9) Å3, Z = 4, calc = 1.440 g/cm3, 2 6.02-49.08 deg., total reflections 124343, independent reflections 9436, number of refined parameters 684, Rint = 0.1051, GOOF 1.094, R1 = 0.0536, wR2 = 0.1309, residual electron density (max/min) 0.88/1.21 e/Å3. According to the X-ray diffraction analysis data, in crystal 4 coordination of the antimony atoms is distorted octahedral due to the fact that the carboxylate ligand is a bidentate chelating ligand. The diagonal angles in the two octahedra are 146.4(2), 154.0(3), 171.0(2) and 147.4(2), 154.8(2), 166.9(2). The SbO distances are 2.296(5), 2.502(5) Å and 2.289(5), 2.453(5) Å, the SbC bonds are significantly different (2.146(7)2.166(7) and 2.123(6)2.165(7) Å). The structural organization of the crystal is mainly due to the interactions of the СН•••-type.

The reactions of an aqueous solution of potassium dicyanoargentate with a mixture of nickel(II) or copper(II) chloride and ethylenediamine or 4,4'-bipyridyl in ethanol afford coordination polymers [Ni(Еn)2(Ag(CN)2)][Ag(CN)2] (I), [Cu(Еn)2(Ag(CN)2)][Ag(CN)2] (II), and [Cu(4,4'-Вipy)2(Ag(CN)2)2] (III) characterized by XRD (CIF files CCDC nos. 2225984 (I), 2214320 (II), and 2229270 (III)) and IR spectroscopy. According to the XRD data, the crystals of complexes I and II are formed by 1D chains ··NC–Ag–CN–M(Еn)2··n (M = Ni (I), Cu (II)) linked with each other by the dicyanoargentate anions via argentophilic contacts (Ag···Ag 3.288(8) Å (I), 3.1616(14) Å (II)). The crystal of compound III consists of independent interpenetrating 3D networks built of polymer layers Cu[Ag(CN)2]2n bound to each other by the 4,4'-bipyridyl molecules. The bipyridyl linkers connect the Cu centers with the Ag centers of the [Ag(CN)2]– anions thus providing the tridentate coordination of the silver atoms. No Ag···Ag interactions are observed in the crystal of complex III.

We report the synthesis and characterization of a new 4-methoxyphenyl-2,2’-bipyridine-based ligand, such as 12, bearing dipicolylaminomethyl core as a receptor unit, as a probe for the fluorescence “turn-on” detection of Zn2+. Thus, in the presence of Zn2+ the probe 12 exhibited a fluorescence enhancement with a Stokes shift of 180 nm and photoluminescence quantum yields value of 1.0. In addition, 12 exhibited higher binding constant for Zn2+ ( 2 × 105 M−1) with the LOD reaching the nanomolar level ( 0.1 × 10–9 M) compare to the previously reported probe 1. The stoichiometry and structure of the [Zn(12)]2+ and [Zn(1)]2+ complexes were supported by XRD analysis, DFT calculations and 1H NMR experiments. It was postulated that, as a result of binding of Zn2+, the sample exhibited a bright “on” state via the PET-ICT processes. Molecular docking studies and confocal fluorescence microscopy experiments demonstrated that the probe 12 could be used for the fluorescence detection of Zn2+ not only in artificially enriched with zinc salts live cells, but also in fixed tissues with cations are in a bound state. The high binding constant of compound 12 to Zn2+ cation allows it to be used for the accurate localization of pancreatic beta cells (islets of Langerhans).

Haloargentate complexes [Ph3PCH=CH2]n[Ag2Br3]n (I), [Ph3PCH=CH2]n[Ag5Br6]n (II), and [Ph3PCH2CH=CHCH2PPh3][Ag2I4] (III) were synthesized by the reaction of silver bromide with (2-bromoethyl)- and vinyltriphenylphosphonium bromides, as well as silver iodide with but-2-ene-1,4-diyl-bis(triphenylphosphonium) diiodide in DMSO. The obtained products were characterized by IR spectroscopy and X-ray diffraction (CCDC nos. 2173339 (I), 2172944 (II), 1985085 (III)). According to X-ray diffraction data, compounds I–III consist of organyltriphenylphosphonium cations with tetrahedrally coordinated phosphorus atoms and the corresponding haloargentate anions of 1D-polymeric (I, II) or non-polymeric (III) structures. Anions [Ag2Br3 ]_n^n- , [Ag5Br6 ]_n^n- are built of tetrahedral AgBr4 fragments, while anion [Ag2I4]2– is built of two trigonal fragments AgBr3. In all the resulting complexes, the Ag centers are additionally bonded to each other by argentophilic contacts with Ag···Ag distances in the range of 2.8162(12)–3.371(2) Å.

When the reaction products of triarylantimony or -bismuth with carboxylic acids, phenol, or oxime in the presence of tertiary butyl hydroperoxide (molar ratio 1:2:1, diethyl ether, 24 °C, 24 h) were recrystallized brom benzene or toluene, the adducts of antimony or bismuth aryl compounds with carboxylic acids, phenol, and oxime of the Ar3MX2 type were isolated as minor products. According to X-ray structural analysis performed at 293 K on a D8 Quest Bruker automatic four-circle diffractometer (two-coordinate CCD detector, Mo Kα radiation, λ = 0.71073 Å, graphite monochromator), metal atoms in crystals m-Tol3Sb[OC(O)C6H3F2-2,5]2 ∙ HOC(O)C6H3F2-2,5 (1) [C42H31O6F6Sb, M 867.42; triclinic syngony, symmetry group P1 ̅; cell parameters: a = 8.78(5), b = 13.10(6), c = 16.64(8) Å;  = 102.86(19), β = 99.3(2),  = 98.0(3) degrees; V = 1813(16) Å3; Z 2; reflection index intervals –7 ≤ h ≤ 7, –11 ≤ k ≤ 11, –14 ≤ l ≤ 14; total reflections 14149; independent reflections 2603; Rint 0.0284; GOOF 1.049; R1 = 0.0348, wR2 = 0.0938; residual electron density 0.55/0.42 e/Å3]; p-Tol3Bi[OC(O)C6HF4]2∙HOC(O)C6HF4 (2) [C42H25O6F12Bi, M 1062.60; triclinic syngony, symmetry group P1 ̅; cell parameters: a = 12.246(11), b = 12.976(18), c = 14.391(13) Å;  = 68.27(4), β = 69.89(3),  = 86.11(5) degrees; V = 1990(4) Å3; Z 2; reflection index intervals –15 ≤ h ≤ 15, –16 ≤ k ≤ 16, –18 ≤ l ≤ 18; total reflections 48542; independent reflections 9207; Rint 0.0321; GOOF 1,136; R1 = 0.0322, wR2 = 0.0648; residual electron density 1.81/1.08 e/Å3]; [(2-MeO-5-BrC6H3)3SbOC6H4Br-4]2O∙2HOC6H4Br-4 (3) [C66H54Br10O11Sb2, M 2065.69; monoclinic syngony, symmetry group C21/c; cell parameters: a = 12.017(14), b = 25.54(3), c = 13.181(18) Å; β = 116.71(5) degrees; V = 3613(8) Å3; Z 2; reflection index intervals –13 ≤ h ≤ 13, –27 ≤ k ≤ 27, –12 ≤ l ≤ 12; total reflections 29461; independent reflections 4545; Rint 0.0656; GOOF 1.062; R1 = 0.0565 wR2 = 0.1200; residual electron density 1.59/1.31 e/Å3]; [(2-MeO)C6H4]3Sb[ON=CHC4H2O(NO2-2)]2 ∙ 2HON=CHC4H2O(NO2-2) ∙ ½PhH (4) [C44H38N8O19Sb, M 1104.57; triclinic syngony, symmetry group P1 ̅; cell parameters: a = 10.240(5), b = 14.480(8), c = 18.093(11) Å;  = 103.43(3), β = 104.50(2),  = 98.876(17) degrees; V = 2461(2) Å3; Z 2; reflection index intervals –13 ≤ h ≤ 13, –18 ≤ k ≤ 18, –23 ≤ l ≤ 23; total reflections 58643; independent reflections 10886; Rint 0.0558; GOOF 1.061; R1 = 0.0429, wR2 = 0.1095; residual electron density 1.91/0.51 e/Å3] have a distorted trigonal-bipyramidal coordination with the oxygen atoms in axial positions. Complete tables of atomic coordinates, bond lengths, and bond angles for the structures were deposited at the Cambridge Crystallographic Data Center (no. 2050322 for 1, no. 2045173 for 2, no. 2070387 for 3, no. 2119790 for 4; deposit@ccdc.cam.ac.uk; https www.ccdc.cam.ac.uk).

The structure of bis[(3-trifluoromethyl)phenyl]bismuth iodide (3 CF3C6H4)2BiI (1), obtained from tri-arylbismuth and hydroiodic acid, was proven by X-ray diffraction analysis (XRD). According to the X-ray diffraction data, crystals 1 have a polymer structure [C14H8BiF6I, M 626.09; monoclinic system, symmetry group P21/c; cell parameters: a = 9.920(5), b = 9.047(5), c = 18.901(9) Å;  = 90.00, β = 102.27(2),  = 90.00; V = 1657.6(15) Å3; Z = 4; cal = 2.5086 g/cm3; 2 6.1657; total reflec-tions 59710; independent reflections 4194; number of specified parameters 222; Rint = 0.1022; GOOF 1.053; R1 = 0.0825, wR2 = 0.2477; residual electron density (max/min): 5.19/6.52 e/Å3], consisting of trigonal bipyramidal Ar2BiI molecules, interconnected by bridging iodine atoms (the IBiI axial angles are 174.7). In the equatorial plane at the central metal atom there are two aryl ligands (CBiC 95.1(16)) and a free electron pair. The Bi−C bond lengths are 2.215(13) and 2.234(14) Å; the IBiC bond angles are 86.2(4)°92.5(4). The smallest intermolecular distances F(1)∙∙∙F(41) (2.9(6) Å) sig-nificantly exceed the sum of two van der Waals radii of fluorine atoms (2.7 Å). Complete tables of atomic coordinates, bond lengths, and bond angles for the structures have been deposited in the Cam-bridge Structural Data Bank (No. 2235080 (1), deposit@ccdc.cam.ac.uk; http://www.ccdc.cam.ac.uk).