New Manganese(II) Coordination Compounds with 4-{[(1H-Pyrrol-2-yl)methylene]amino}-4H-1,2,4-triazole

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Abstract

The reaction of manganese(II) chloride with the azomethine ligand 4-{[(1H-pyrrol-2-yl)methylene]amino}-4H-1,2,4-triazole (HPyrtrz) yielded crystals of the 1D-polymeric compound [MnII(HPyrtrz)(H2O)Cl2]n (I). The addition of the co-ligand 1,10-phenanthroline (phen) to the synthesis of I was found to led to the sequential crystallization of two products, namely, the 1D-polymeric compound [MnII(Phen)Cl2]n (II) and the mononuclear complex [MnII(phen)2Cl2] HPyrtrz (II). Complex III was found to be isolated as a single product in the reaction of compound I with phen or in the reaction of the known complex [MnII(Phen)2Cl2] with HPyrtrz, respectively. The crystal structures of compounds I-III were determined by single-crystal X-ray diffraction (CIF files CCDC № 2339139 (I), № 2344064 (II), № 2339140 (III)). For I and III, antimicrobial activity was studied against E. coli and S. aureus bacterial strains and Penicillium italicum Wehmer mold. According to the temperature dependence of magnetic susceptibility, antiferromagnetic exchange interactions between Mn2+ ions (J = –2.69 cm–1) are realized in compound I. Spectral-luminescent studies showed that HPyrtrz, I and III exhibit blue luminescence in the solid phase.

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A. A. Bovkunov

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: bazhina@igic.ras.ru
Russian Federation, Moscow

E. S. Bazhina

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: bazhina@igic.ras.ru
Russian Federation, Moscow

M. A. Shmelev

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: bazhina@igic.ras.ru
Russian Federation, Moscow

N. V. Gogoleva

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: bazhina@igic.ras.ru
Russian Federation, Moscow

A. A. Anisimov

HSE University

Email: bazhina@igic.ras.ru
Russian Federation, Moscow

S. Yu. Kottsov

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: bazhina@igic.ras.ru
Russian Federation, Moscow

K. A. Babeshkin

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: bazhina@igic.ras.ru
Russian Federation, Moscow

N. N. Efimov

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: bazhina@igic.ras.ru
Russian Federation, Moscow

M. T. Metlin

Lebedev Physical Institute, Russian Academy of Sciences

Email: bazhina@igic.ras.ru
Russian Federation, Moscow

I. V. Taydakov

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: bazhina@igic.ras.ru
Russian Federation, Moscow

L. N. Fetisov

North-Caucasian Zonal Scientific Research Veterinary Institute, Federal Rostov Agricultural Research Centre

Email: bazhina@igic.ras.ru
Russian Federation, Novocherkassk

A. E. Svyatogorova

North-Caucasian Zonal Scientific Research Veterinary Institute, Federal Rostov Agricultural Research Centre

Email: bazhina@igic.ras.ru
Russian Federation, Novocherkassk

A. A. Zubenko

North-Caucasian Zonal Scientific Research Veterinary Institute, Federal Rostov Agricultural Research Centre

Email: bazhina@igic.ras.ru
Russian Federation, Novocherkassk

M. A. Kiskin

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: bazhina@igic.ras.ru
Russian Federation, Moscow

I. L. Eremenko

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: bazhina@igic.ras.ru
Russian Federation, Moscow

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Supplementary files

Supplementary Files
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1. JATS XML
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2. Fig. 1. Experimental (1) and calculated (2) diffraction patterns of the compound HРyrtrz.

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3. Fig. 2. Experimental (1) and calculated (2) diffraction patterns of compound I.

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4. Fig. 3. Experimental (1) and calculated (2) diffraction patterns of compound II.

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5. Fig. 4. Experimental (1) and calculated (2) diffraction patterns of compound III.

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6. Fig. 5. Comparison of IR spectra of compounds HРyrtrz, I, II and III.

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7. Fig. 6. Comparison of IR spectra of Phen · H2O, HРyrtrz, the known complex [Mn(Phen)2Cl2] and compounds II, III.

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8. Fig. 7. Fragment of the polymer chain of compound I (H atoms at C atoms are not shown). Symmetry codes: #1 0.5−x, 0.5+y, 0.5−z; #2 0.5−x, −0.5+y, 0.5−z; #3 x, 1+y, z; #4 x, −1+y, z.

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9. Fig. 8. Fragment of the polymer chain of compound II (H atoms at C atoms are not shown). Symmetry codes: #1 2−x, 1− y, 1− z; #2 1− x, 1− y, 1− z; #3 1+ x, y, z; #4 −1+ x, y, z; #5 3− x, 1− y, 1− z.

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10. Fig. 9. Molecular structure of complex III (H atoms at C atoms are not shown).

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11. Fig. 10. Fragment of the crystal packing of complex III. The dotted lines show the C–H Cl and N–H Cl interactions.

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12. Fig. 11. Temperature dependence of χT for I in a magnetic field of 5000 Oe in the temperature range of 2–300 K. The solid line is the approximation in the PHI program [58].

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13. Fig. 12. Excitation (dashed lines) and luminescence (solid lines) spectra for HРyrtrz (1, 2), compound I (3, 4) and compound III (5, 6), respectively, in the crystalline phase at T = 300 K.

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14. Fig. 13. Time dependences of the luminescence intensity of HРyrtrz, I and III under pulsed excitation at a wavelength of 376 nm (pulse length 56 ps) at T = 300 K.

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15. Fig. 14. Color radiation diagram for HРyrtrz, I and III.

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16. Fig. 15. EAS of solutions in DMSO (C = 0.33 × 10⁻⁴ mol/L, l = 1 cm) (1 and 2) and SD of polycrystalline samples (3 and 4) for HРyrtrz (1 and 3) and compound III (2 and 4).

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17. Fig. 16. The systems under consideration: a dimer with putative π...π-interactions between [Mn(Phen)₂Cl₂] and HРyrtrz (a); a dimer with putative C−H...π-interactions between [Mn(Phen)₂Cl₂] and HРyrtrz (b).

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18. Fig. 17. The most intense transition dipole moments for the systems under consideration: a) a dimer with putative π...π interactions between [Mn(Phen)₂Cl₂] and HРyrtrz; b) a dimer with putative C–H...π interactions between [Mn(Phen)₂Cl₂] and HРyrtrz. The optical excitation spectrum of compound III is shown in blue, the vertical blue bands correspond to the transition dipole moments, their heights correspond to the calculated oscillator strengths. For the transition dipole moments discussed in the text, the bands are continued by a dotted line.

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19. Fig. 18. Molecular orbitals corresponding to excitations at 301 nm (a), 409 nm (b), 431 nm (c), 464 nm (d).

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