Coordination Polymers with a Pyrazine-2,5-diyldimethanol Linker: Supramolecular Networks through Hydrogen and Halogen Bonds
In this paper, the synthesis and crystal structure of pyrazine-2,5-diyldimethanol (pyzdmH2, C<sub>6</sub>H<sub>8</sub>N<sub>2</sub>O<sub>2</sub>), a new symmetric water-soluble N,O-chelating tetra-dentate organic ligand, is reported and an environmenta...
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| Format: | Article |
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MDPI AG
2023-07-01
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| Series: | Crystals |
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| Online Access: | https://www.mdpi.com/2073-4352/13/8/1193 |
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| author | Mahsa Armaghan Tobias Stürzer Christoph Janiak |
| author_facet | Mahsa Armaghan Tobias Stürzer Christoph Janiak |
| author_sort | Mahsa Armaghan |
| collection | DOAJ |
| description | In this paper, the synthesis and crystal structure of pyrazine-2,5-diyldimethanol (pyzdmH2, C<sub>6</sub>H<sub>8</sub>N<sub>2</sub>O<sub>2</sub>), a new symmetric water-soluble N,O-chelating tetra-dentate organic ligand, is reported and an environmentally friendly method is used to synthesize coordination compounds in water under ambient conditions, from the reaction of pyzdmH2 with the halide salts of Cu(II), Zn(II), Hg(II) and Cd(II): {[Cu(pyzdmH2)<sub>0.5</sub>(µ-Br)(Br)(H<sub>2</sub>O)]·H<sub>2</sub>O}<sub>n</sub> <b>1</b>, {[Zn<sub>2</sub>(pyzdmH2)(µ-Cl)(Cl)<sub>3</sub>(H<sub>2</sub>O)]·H<sub>2</sub>O}<sub>n</sub> <b>2</b>, [Hg<sub>2</sub>(pyzdmH2)<sub>0.5</sub>(µ-Cl)<sub>2</sub>(Cl)<sub>2</sub>]<sub>n</sub> <b>3</b>, {[Cd<sub>2</sub>(pyzdmH2)(µ-Cl)<sub>4</sub>]·H<sub>2</sub>O}<sub>n</sub> <b>4</b>, and {[Cd<sub>2</sub>(pyzdmH2)(µ-Br)<sub>4</sub>]·H<sub>2</sub>O}<sub>n</sub> <b>5</b>. Single-crystal X-ray diffraction analysis reveals that <b>1</b>–<b>3</b> are 1D coordination polymers and <b>4</b> and <b>5</b> are 3D coordination networks, all constructed by bridging pyrazine-2,5-diyldimethanol and halogen ions. The hydroxyl groups in the organic linker extend the 1D chains to non-covalent 3D networks. In all non-covalent and covalent 3D networks, water molecules are trapped by strong hydrogen bond interactions. Supramolecular analysis reveals strong O-H···O, O-H···N, O-H···X, and weak C-H···O, C-H···X (X = Cl, Br) hydrogen bonds, as well as π-π(pyrazine ring), metal-halogen···π(pyrazine ring), and O-H···ring(5-membered chelate ring) interactions. In addition, X···O weak halogen bonds are present in <b>1</b>–<b>5</b> (X = Cl and Br). |
| first_indexed | 2024-03-11T00:01:33Z |
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| institution | Directory Open Access Journal |
| issn | 2073-4352 |
| language | English |
| last_indexed | 2024-03-11T00:01:33Z |
| publishDate | 2023-07-01 |
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| spelling | doaj.art-ad496bbdb2934feda429ba7b9b156ae42023-11-19T00:44:38ZengMDPI AGCrystals2073-43522023-07-01138119310.3390/cryst13081193Coordination Polymers with a Pyrazine-2,5-diyldimethanol Linker: Supramolecular Networks through Hydrogen and Halogen BondsMahsa Armaghan0Tobias Stürzer1Christoph Janiak2Institut für Anorganische Chemie und Strukturchemie, Heinrich-Heine Universität Düsseldorf, 40204 Düsseldorf, GermanyBruker AXS GmbH Östliche, Rheinbrückenstraße 49, 76187 Karlsruhe, GermanyInstitut für Anorganische Chemie und Strukturchemie, Heinrich-Heine Universität Düsseldorf, 40204 Düsseldorf, GermanyIn this paper, the synthesis and crystal structure of pyrazine-2,5-diyldimethanol (pyzdmH2, C<sub>6</sub>H<sub>8</sub>N<sub>2</sub>O<sub>2</sub>), a new symmetric water-soluble N,O-chelating tetra-dentate organic ligand, is reported and an environmentally friendly method is used to synthesize coordination compounds in water under ambient conditions, from the reaction of pyzdmH2 with the halide salts of Cu(II), Zn(II), Hg(II) and Cd(II): {[Cu(pyzdmH2)<sub>0.5</sub>(µ-Br)(Br)(H<sub>2</sub>O)]·H<sub>2</sub>O}<sub>n</sub> <b>1</b>, {[Zn<sub>2</sub>(pyzdmH2)(µ-Cl)(Cl)<sub>3</sub>(H<sub>2</sub>O)]·H<sub>2</sub>O}<sub>n</sub> <b>2</b>, [Hg<sub>2</sub>(pyzdmH2)<sub>0.5</sub>(µ-Cl)<sub>2</sub>(Cl)<sub>2</sub>]<sub>n</sub> <b>3</b>, {[Cd<sub>2</sub>(pyzdmH2)(µ-Cl)<sub>4</sub>]·H<sub>2</sub>O}<sub>n</sub> <b>4</b>, and {[Cd<sub>2</sub>(pyzdmH2)(µ-Br)<sub>4</sub>]·H<sub>2</sub>O}<sub>n</sub> <b>5</b>. Single-crystal X-ray diffraction analysis reveals that <b>1</b>–<b>3</b> are 1D coordination polymers and <b>4</b> and <b>5</b> are 3D coordination networks, all constructed by bridging pyrazine-2,5-diyldimethanol and halogen ions. The hydroxyl groups in the organic linker extend the 1D chains to non-covalent 3D networks. In all non-covalent and covalent 3D networks, water molecules are trapped by strong hydrogen bond interactions. Supramolecular analysis reveals strong O-H···O, O-H···N, O-H···X, and weak C-H···O, C-H···X (X = Cl, Br) hydrogen bonds, as well as π-π(pyrazine ring), metal-halogen···π(pyrazine ring), and O-H···ring(5-membered chelate ring) interactions. In addition, X···O weak halogen bonds are present in <b>1</b>–<b>5</b> (X = Cl and Br).https://www.mdpi.com/2073-4352/13/8/1193pyrazine-diyldimethanolcoordination polymershydrogen bonding interactionhalogen bonding interaction |
| spellingShingle | Mahsa Armaghan Tobias Stürzer Christoph Janiak Coordination Polymers with a Pyrazine-2,5-diyldimethanol Linker: Supramolecular Networks through Hydrogen and Halogen Bonds Crystals pyrazine-diyldimethanol coordination polymers hydrogen bonding interaction halogen bonding interaction |
| title | Coordination Polymers with a Pyrazine-2,5-diyldimethanol Linker: Supramolecular Networks through Hydrogen and Halogen Bonds |
| title_full | Coordination Polymers with a Pyrazine-2,5-diyldimethanol Linker: Supramolecular Networks through Hydrogen and Halogen Bonds |
| title_fullStr | Coordination Polymers with a Pyrazine-2,5-diyldimethanol Linker: Supramolecular Networks through Hydrogen and Halogen Bonds |
| title_full_unstemmed | Coordination Polymers with a Pyrazine-2,5-diyldimethanol Linker: Supramolecular Networks through Hydrogen and Halogen Bonds |
| title_short | Coordination Polymers with a Pyrazine-2,5-diyldimethanol Linker: Supramolecular Networks through Hydrogen and Halogen Bonds |
| title_sort | coordination polymers with a pyrazine 2 5 diyldimethanol linker supramolecular networks through hydrogen and halogen bonds |
| topic | pyrazine-diyldimethanol coordination polymers hydrogen bonding interaction halogen bonding interaction |
| url | https://www.mdpi.com/2073-4352/13/8/1193 |
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