Abstract
For the goal of preparing LiI–CrIII heterometallic coordination compounds, we studied the reaction of Cr(NO3)3·9H2O and Li2(cbdc) (obtained by the neutralization of LiOH·H2O and cyclobutane-1,1-dicarboxylic acid (H2cbdc)) interacting in the 1:3 ratio in aqueous and methanol solutions. It was found that synthesis in the aqueous medium and subsequent crystallization of the reaction solution results in a low yield (9%) of crystalline 2D polymeric compound {[CaLi6Cr4(OH)4(cbdc)8(H2O)16]·7H2O}n (1) formed due to the hydrolysis of a chromium(III) carboxylate complex and the introduction of Ca2+ ions penetrating into the structure as impurities in the initial LiOH·H2O compound. The use of methanol as a solvent in a similar reaction and subsequent long-term aging leads to the formation of crystals of [Li5Cr(cbdc)4(H2O)5]n (2, yield: 55%) whose 3D polymeric structure contains independent fragments with five Li+ ions and does not contain Ca2+ ions. The crystal structures of 1 and 2 are determined by single-crystal XRD (CCDC No. 2161744 (1), No. 2161745 (2)).
REFERENCES
A. Dey, J. Acharya, and V. Chandrasekhar. Heterometallic 3d–4f complexes as single-molecule magnets. Chem. - Eur. J., 2019, 14, 4433-4453. https://doi.org/10.1002/asia.201900897
V. Das, R. Kaushik, and F. Hussain. Heterometallic 3d–4f polyoxometalates: An emerging field with structural diversity to multiple applications. Coord. Chem. Rev., 2020, 413, 213271. https://doi.org/10.1016/j.ccr.2020.213271
P. Buchwalter, J. Rosé, and P. Braunstein. Multimetallic catalysis based on heterometallic complexes and clusters. Chem. Rev., 2015, 115, 28-126. https://doi.org/10.1021/cr500208k
W. Gao, H. Wei, C.-L. Wang, J.-P. Liu, and X.-M. Zhang. Multifunctional Zn–Ln (Ln = Eu and Tb) heterometallic metal-organic frameworks with highly efficient I2 capture, dye adsorption, luminescence sensing and white-light emission. Dalton Trans., 2021, 50, 11619-11630. https://doi.org/10.1039/D1DT01968F
Y.-L. Huang, D.-C. Zhong, L. Jiang, Y.-N. Gong, and T.-B. Lu. Two Li-Zn cluster-based metal-organic frameworks: Strong H2/CO2 binding and high selectivity to CO2. Inorg. Chem., 2017, 56, 705-708. https://doi.org/10.1021/acs.inorgchem.6b02407
S. B. Kim, J. Y. Kim, N. C. Jeong, and K. M. Ok. Anisotropic Li+ ion conductivity in a large single crystal of a Co(III) coordination complex. Inorg. Chem. Front., 2017, 4, 79-83. https://doi.org/10.1039/C6QI00314A
E. S. Bazhina, N. V. Gogoleva, E. N. Zorina-Tikhonova, M. A. Kiskin, A. A. Sidorov, and I. L. Eremenko. Homo- and heteronuclear architectures of polynuclear complexes containing anions of substituted malonic acids: Synthetic approaches and analysis of molecular and crystal structures. J. Struct. Chem., 2019, 60, 855-881. https://doi.org/10.1134/S0022476619060015
A. Beyer, M. S. von Gernler, S. Pflock, G. Türkoglu, L. Müller, A. Zahl, K. Gieb, P. Müller, T. Drewello, and N. Burzlaff. Alkali-metal-templated self-assembly of nickel(II) [12-MC-3] metallacoronates based on bis(pyrazol-1-yl)acetato ligands. Eur. J. Inorg. Chem., 2018, 2018, 765-777. https://doi.org/10.1002/ejic.201701400
A. Kornowicz, M. Terlecki, I. Justyniak, D. Prochowicz, J. van Leusen, P. Kögerler, and J. Lewiński. Cyclodextrin-templated Co(II) grids: Symmetry control over supramolecular topology and magnetic properties. Inorg. Chem., 2022, 61, 2499-2508. https://doi.org/10.1021/acs.inorgchem.1c03344
V. A. Rabinovich and Z. Ya. Khavin. Kratkii khimicheskii spravochnik (Brief chemical guide). Leningrad, Russia: Khimiya, 1978, 22. [In Russian]
S. Khanra, M. Helliwell, F. Tuna, E. J. L. McInnes, and R. E. P. Winpenny. Synthesis, structural characterisation and magnetic studies of polymetallic iron phosphonate cages. Dalton Trans., 2009, 6166-6174. https://doi.org/10.1039/B903600H
D. S. Yambulatov, S. A. Nikolaevskii, M. A. Shmelev, K. A. Babeshkin, D. V. Korchagin, N. N. Efimov, A. S. Goloveshkin, P. A. Petrov, M. A. Kiskin, M. N. Sokolov, and I. L. Eremenko. Heterometallic CoII–LiI carboxylate complexes with N-heterocyclic carbene, triphenylphosphine and pyridine: a comparative study of magnetic properties. Mendeleev Commun., 2012, 31, 624-627. https://doi.org/10.1016/j.mencom.2021.09.011
S. Haldar, N. Dutta, G. Vijaykumar, A. Das, L. Carrella, A. Oliver, and M. Bera. Synthesis, structure and properties of new heterometallic octanuclear Li2Na2Cu4 and decanuclear Li2Zn8 complexes. Polyhedron, 2019, 172, 58-66. https://doi.org/10.1016/j.poly.2019.03.013
B. J. Cook, C.-H. Chen, M. Pink, and K. G. Caulton. Gross rearrangement of Fe(II) aggregate structure by replacement of two H+ by two Li+: Visualizing altered structure of acid versus conjugate base. Polyhedron, 2019, 174, 114152. https://doi.org/10.1016/j.poly.2019.114152
E. S. Bazhina, G. G. Aleksandrov, M. A. Kiskin, N. N. Efimov, E. A. Ugolkova, A. A. Korlyukov, O. M. Nikitin, T. V. Magdesieva, V. V. Minin, A. A. Sidorov, J. S. Miller, and I. L. Eremenko. Synthesis, crystal structure and spin exchange coupling in polynuclear carboxylates with {Li2(VO)2} metal core. Polyhedron, 2017, 137, 246-255. https://doi.org/10.1016/j.poly.2017.08.005
E. S. Bazhina, M. A. Kiskin, K. A. Babeshkin, N. N. Efimov, M. V. Fedin, and I. L. Eremenko. Effect of the solvent on the formation of new oxovanadium(IV) complexes with pentafluorobenzoate anions and 1,10-phenanthroline. Inorg. Chim. Acta, 2023, 544, 121238. https://doi.org/10.1016/j.ica.2022.121238
J.-Y. Zou, W. Shi, J.-Y. Zhang, Y.-F. He, H.-L. Gao, J.-Z. Cui, and P. Cheng. Alkaline cation directed structural diversity of cubic-cage-based cobalt(II) metal-organic frameworks: from pcu to bct net. CrystEngComm, 2014, 16, 7133-7140. https://doi.org/10.1039/C4CE00597J
Z.-Q. Du, Y.-P. Li, X.-X. Wang, J. Wang, and Q.-G. Zhai, Enhanced electrochemical performance of Li–Co–BTC ternary metal-organic frameworks as cathode materials for lithium-ion batteries. Dalton Trans., 2019, 48, 2013-2018. https://doi.org/10.1039/C8DT04863K
M. Lia, W. Yang, P. Qiu, G. Rena, C. Li, Z. Chen, Y. Wang, and Q. Pan. Two efficient pH sensors based on heteronuclear metal-organic frameworks. J. Lumin., 2019, 205, 380-384. https://doi.org/10.1016/j.jlumin.2018.09.056
L. Feng, G. Ren, F. Wang, W. Yang, G. Zhu, and Q. Pan. Two bimetallic metal-organic frameworks capable of direct photocatalytic degradation of dyes under visible light. Transition Met. Chem., 2019, 44, 275-281. https://doi.org/10.1007/s11243-018-0292-7
A. A. Sapianik, M. A. Kiskin, K. A. Kovalenko, D. G. Samsonenko, D. N. Dybtsev, N. Audebrand, Y. Sun, and V. P. Fedin. Rational synthesis and dimensionality tuning of MOFs from preorganized heterometallic molecular complexes. Dalton Trans., 2019, 48, 3676-3686. https://doi.org/10.1039/C8DT05136D
K. Albahily, S. Licciulli, S. Gambarotta, I. Korobkov, R. Chevalier, K. Schuhen, and R. Duchateau. Highly active ethylene oligomerization catalysts. Organometallics, 2011, 30, 3346-3352. https://doi.org/10.1021/om2002359
S. V. Kulangara, C. Mason, M. Juba, Y. Yang, I. Thapa, S. Gambarotta, I. Korobkov, and R. Duchateau. Synthesis and catalytic oligomerization activity of chromium catalysts of ligand systems with switchable connectivity. Organometallics, 2012, 31, 6438-6449. https://doi.org/10.1021/om300673u
Z. Hao, B. Xu, W. Gao, Y. Han, G. Zeng, J. Zhang, G. Li, and Y. Mu. Chromium complexes with N,N,N-tridentate quinolinyl anilido-imine ligand: Synthesis, characterization, and catalysis in ethylene polymerization. Organometallics, 2015, 34, 12, 2783-2790. https://doi.org/10.1021/acs.organomet.5b00247
D.-H. Kwon, J. T. Fuller, U. J. Kilgore, O. L. Sydora, S. M. Bischof, and D. H. Ess. Computational transition-state design provides experimentally verified Cr(P,N) catalysts for control of ethylene trimerization and tetramerization. ACS Catal., 2018, 8, 1138-1142. https://doi.org/10.1021/acscatal.7b04026
H. Chen, L. N. Dawe, and C. M. Kozak. Chromium(III) amine-bis(phenolate) complexes as catalysts for copolymerization of cyclohexene oxide and CO2. Catal. Sci. Technol., 2014, 4, 1547-1555. https://doi.org/10.1039/c3cy01002c
G. T. Kent, A. W. Cook, P. L. Damon, R. A. Lewis, G. Wu, and T. W. Hayton. Synthesis and characterization of two “tied-back” lithium ketimides and isolation of a ketimide-bridged [Cr2]6+ dimer with strong antiferromagnetic coupling. Inorg. Chem., 2021, 60, 4996-5004. https://doi.org/10.1021/acs.inorgchem.1c00052
O. Ojelere, D. Graf, and S. Mathur. Molecularly engineered lithium-chromium alkoxide for selective synthesis of LiCrO2 and Li2CrO4 nanomaterials. Inorganics, 2019, 7, 22. https://doi.org/10.3390/inorganics7020022
S. Decurtins, H. W. Schmalle, P. Schneuwly, J. Ensling, and P. Gutlich. A concept for the synthesis of 3-dimensional homo- and bimetallic oxalate-bridged networks [M2(ox)3]n. Structural, Möessbauer, and magnetic studies in the field of molecular-based magnets. J. Am. Chem. Soc., 1994, 116, 9521-9528. https://doi.org/10.1021/ja00100a016
R. Andrés, M. Gruselle, B. Malézieux, M. Verdaguer, and J. Vaissermann. Enantioselective synthesis of optically active polymeric homo- and bimetallic oxalate-bridged networks [M2(ox)3]n. Inorg. Chem., 1999, 38, 4637-4646. https://doi.org/10.1021/ic9904135
R. Sieber, S. Decurtins, H. Stoeckli-Evans, C. Wilson, D. Yufit, J. A. K. Howard, S. C. Capelli, and A. Hauser. A thermal spin transition in [Co(bpy)3][LiCr(ox)3] (ox = ; bpy = 2,2′-bipyridine). Chem. - Eur. J., 2000, 6(2), 361-368. https://doi.org/10.1002/(sici)1521-3765(20000117)6:2<361::aid-chem361>3.0.co;2-y
F. R. Fortea-Péreza, J. Pasán, A. Pascual-Alvarez, C. Ruiz-Pérez, M. Julve, and F. Lloret. One-dimensional oxalato-bridged heterobimetallic coordination polymers by using [the [Cr(pyim)(C2O4)2]– complex as metalloligand [pyim = 2-(2′-pyridyl)imidazole]. Inorg. Chim. Acta, 2019, 486, 150-157. https://doi.org/10.1016/j.ica.2018.09.080
L. Martin, H. Engelkamp, H. Akutsu, S. Nakatsuji, J. Yamada, P. Hortond, and M. B. Hursthoused. Radical-cation salts of BEDT–TTF with lithium tris(oxalato)metallate(III). Dalton Trans., 2015, 44, 6219-6223. https://doi.org/10.1039/c5dt00183h
H. Kherfi, M. A. A. Benhacine, M. Hamadene, and F. Balegroune. ACr(C2O4)2(H2O)4 (A = Li or Na): Two new coordination polymers of low dimensionality with different hydrogen-bond networks. Acta Crystallogr., Sect.C: Cryst. Struct. Chem., 2019, 75, 1524-1534. https://doi.org/10.1107/S2053229619014074
R. J. Bianchini, U. Geiser, H. Place, S. Kaizaki, Y. Morita, and J. I. Legg. Synthesis and characterization of the three geometrical isomers of difluoro(1,3-propanediamine-N,N′-diacetato)chromate(III). Crystal structure of trans-Li[CrF2(1,3-pdda)]·2H2O. Inorg. Chem., 1986, 25, 2129-2134. https://doi.org/10.1021/ic00233a006
M. Parvez, C. Maricondi, D. J. Radanović, M. I. Djuran, and B. E. Douglas. Crystal structures and absolute configurations of (+)589-Li[Co(edtp)]·3H2O and (+)589-Li[Cr(edtp)]·3H2O complexes of ethylenediamine-N,N,N′,N′-tetra-3-propionate ion and correlations with circular dichroism spectra. Inorg. Chim. Acta, 1991, 182, 177-186. https://doi.org/10.1016/S0020-1693(00)90153-1
F. T. Helm, W. H. Watson, D. J. Radanović, and B. E. Douglas. Structure and absolute configuration of the (–)D isomer of lithium ethylenediamine-N,N′-diacetato-N,N′-di-3-propionatochromate(III) pentahydrate, (–)D-Li[Cr(EDDDA)]·5H2O. Inorg. Chem., 1977, 16, 2351-2354. https://doi.org/10.1021/ic50175a040
E. S. Bazhina, M. A. Shmelev, M. A. Kiskin, and I. L. Eremenko. Structure forming role of alkaline metal cations in the formation of chromium(III) complexes with anions of cyclopropane-1,1-dicarboxylic acid. Russ. J. Coord. Chem., 2021, 47, 186-195. https://doi.org/10.1134/S1070328421030015
SMART (control) and SAINT (integration) Software. Version 5.0. Madison, WI, USA: Bruker AXS, 1997.
G. M. Sheldrik. SADABS. Program for scanning and correction of area detector data. Göttingen, Germany: University of Göttingen, 2004.
G. M. Sheldrik. Crystal structure refinement with SHELXL. Acta Crystallogr., Sect.C: Struct. Chem., 2015, 71, 3-8. https://doi.org/10.1107/S2053229614024218
O. V. Dolomanov, L. J. Bourhis. R. J. Gildea, J. A. K. Howard, and H. Puschmann. OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Crystallogr., 2009, 42, 339-341. https://doi.org/10.1107/S0021889808042726
M. Llunell, D. Casanova, J. Cirera, P. Alemany, and S. Alvarez. SHAPE, v.2.1. Program for the stereochemical analysis of molecular fragments by means of continuous shape measures and associated tools. Spain: Barselona, 2013.
A. Crochet, J.-P. Brog, and K. M. Fromm. Mixed metal multinuclear Cr(III) cage compounds and coordination polymers based on unsubstituted phenolate: Design, synthesis, mechanism, and properties. Cryst. Growth Des., 2016, 16, 189-199. https://doi.org/10.1021/acs.cgd.5b01084
P.-P. Yang. Synthesis, structure, and magnetic studies of a new wheel-shaped cluster. Z. Anorg. Allg. Chem., 2011, 637, 567-571. https://doi.org/10.1002/zaac.201000431
M. I. Khan, S. Tabussum, R. J. Doedens, V. O. Golub, and C. J. O′Connor. Functionalized metal oxide clusters: Synthesis, characterization, crystal structures, and magnetic properties of a novel series of fully reduced heteropolyoxovanadium cationic clusters decorated with organic ligands [MO6{(OCH2CH2)2N(CH2CH2OH)}6]X (M = Li, X = Cl·LiCl; M = Na, X = Cl·H2O; M = Mg, X = 2Br·H2O; M = Mn, Fe, X = 2Cl; M = Co, Ni, X = 2Cl·H2O). Inorg. Chem. 2004, 43, 5850-5859. https://doi.org/10.1021/ic049417m
V. Hlinová, A. Jaroš, T. David, I. Císařová, J. Kotek, V. Kubíček, and P. Hermann. Complexes of phosphonate and phosphinate derivatives of dipicolylamine. New J. Chem., 2018, 42, 7713-7722. https://doi.org/10.1039/C8NJ00100F
H. Han, Z. Wei, M. C. Barry, J. C. Carozza, M. Alkan, A. Yu. Rogachev, A. S. Filatov, A. M. Abakumov, and E. V. Dikarev. A three body problem: A genuine heterotrimetallic molecule vs. a mixture of two parent heterobimetallic molecule. Chem. Sci., 2018, 9, 4736-4745. https://doi.org/10.1039/C8SC00917A
M. R. Gau and M. J. Zdilla. Multinuclear clusters of manganese and lithium with silsesquioxane-derived ligands: Synthesis and ligand rearrangement by dioxygen- and base-mediated Si–O bond cleavage. Inorg. Chem., 2021, 60, 2866-2871. https://doi.org/10.1021/acs.inorgchem.0c03225
H. Han, Z. Wei, M. C. Barry, A. S. Filatov, and E. V. Dikarev. Heterometallic molecular precursors for a lithium–iron oxide material: Synthesis, solid state structure, solution and gas-phase behaviour, and thermal decomposition. Dalton Trans., 2017, 46, 5644-5649. https://doi.org/10.1039/C6DT04602A
I. G. de Muro, M. Insausti, L. Lezama, M. K. Urtiaga, M. I. Arriortua, and T. Rojo. Study of the [CaM(C3H2O4)2(H2O)4]·nH2O [M = Mn, Fe or Co (n = 0) and Ni (n = 2)] systems: Synthesis, structure, spectroscopic and magnetic properties. J. Chem. Soc., Dalton Trans., 2000, 3360-3364. https://doi.org/10.1039/b005661h.
E. S. Bazhina, G. G. Aleksandrov, A. A. Sidorov, and I. L. Eremenko. The formation of polymeric structures in the M2+–VO2+ systems (M2+ = Sr2+, Ca2+) containing substituted malonate anions. Russ. J. Coord. Chem., 2015, 41, 730-740. https://doi.org/10.1134/S1070328415110019.
E. N. Zorina-Tikhonova, A. S. Chistyakov, M. A. Kiskin, A. V. Vologzhanina, A. A. Sidorov, and I. L. Eremenko. Synthesis and structure of Zn(II) complexes with cyclobutane-1,1-dicarboxylic acid anions and calcium and barium cations. Russ. J. Coord. Chem., 2021, 47, 409-416.
N. V. Gogoleva, M. A. Shmelev, I. S. Evstifeev, S. A. Nikolaevskii, G. G. Aleksandrov, M. A. Kiskin, Zh. V. Dobrokhotova, A. A. Sidorov, and I. L. Eremenko. Heterometallic trinuclear {CdII–MII–CdII} pivalates (M = Mg, Ca, or Sr): Ways of assembly and structural features. Russ. Chem. Bull., 2016, 65, 181-190. https://doi.org/10.1007/s11172-016-1281-7
E. S. Bazhina, M. A. Shmelev, A. A. Korlyukov, M. A. Kiskin, and I. L. Eremenko. Effect of synthesis conditions on the composition and structure of chromium(III) complexes with cyclobutane-1,1-dicarboxylic acid anions. Russ. J. Coord. Chem., 2021, 47, 105-116. https://doi.org/10.1134/S1070328421020019
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This work was funded by the Russian Science Foundation (project No. 19-73-10181-P). The CHNS analysis, IR spectroscopy, and XRD analysis were performed using the equipment of the JRC PMR IGIC RAS.
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Russian Text © The Author(s), 2023, published in Zhurnal Strukturnoi Khimii, 2023, Vol. 64, No. 4, 108431.https://doi.org/10.26902/JSC_id108431
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Bazhina, E.S., Shmelev, M.A., Kiskin, M.A. et al. Crystallization Features of LiI-CrIII Coordination Compounds with Cyclobutane-1,1-Dicarboxylic Acid Anions. J Struct Chem 64, 550–562 (2023). https://doi.org/10.1134/S0022476623040030
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DOI: https://doi.org/10.1134/S0022476623040030