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REVIEW
Contents Vol 73(6)

‘Simple’ Oligopyridine Complexes – Sources of Unexpected Structural Diversity

Edwin C. Constable https://orcid.org/0000-0003-4916-4041 A B and Catherine E. Housecroft https://orcid.org/0000-0002-8074-0089 A
+ Author Affiliations
- Author Affiliations

A University of Basel, Department of Chemistry, BPR 1096, Mattenstrasse 24a, CH-4058 Basel, Switzerland.

B Corresponding author. Email: Edwin.constable@unibas.ch




Edwin C. Constable is Professor of Chemistry at the University of Basel. He has been involved in supramolecular chemistry since its inception and has published over 600 research papers and many books. He has held positions of Research Dean of the Science Faculty and Vice-Rector for Research at the University of Basel. His scientific interests and expertise lie in metallosupramolecular and materials chemistry, especially in the use of metal ions for the assembly of novel architectures incorporating specific electronic or photophysical properties. He is a highly cited researcher and is actively involved in industrial collaborations, national and EU funded programs relating to interfacial and heterogeneous chemistry and their application to nanoscale electronic, catalytic, and electrocatalytic devices. His research interest centres on the development of new dyes for the dye-sensitized nanocrystalline solar cell and new materials for OLEDs and related lighting technologies. He runs the research group jointly with his wife, Professor Catherine Housecroft.


Catherine E. Housecroft is Titular Professor of Chemistry at the University of Basel. She is co-director of a highly active research group with her husband, Professor Edwin C. Constable, and has a broad range of interests spanning structural, organometallic, coordination, and materials chemistries. Her current research focuses on the application of coordination chemistry to sustainable energy and functional coordination polymers; she is actively involved in the Swiss Nanoscience Institute and the National Centre for Competence in Research for Molecular Systems Engineering. She has published over 550 research papers and review articles and is also an internationally recognized author of chemistry textbooks: Chemistry (coauthored with Edwin Constable) and Inorganic Chemistry (originally with the late Alan Sharpe) are currently in their fourth and fifth editions, respectively, and Inorganic Chemistry has been translated into seven languages.

Australian Journal of Chemistry 73(6) 390-398 https://doi.org/10.1071/CH19621
Submitted: 30 November 2019  Accepted: 8 January 2020   Published: 27 February 2020

Abstract

The simple formulae often presented for main-group metal complexes of oligopyridines (typically 2,2′-bipyridine, 1,10-phenanthroline, and 2,2′:6′,2″-terpyridine) hide a wide variety of polymeric solid-state structures. We present an overview of these structures and reveal a plethora of 1D chains, including ladder assemblies, and 2D networks. In most assemblies, the polymeric backbone or network is defined by the metal atoms and bridging ligands other than oligopyridines. The heterocyclic ligands typically feature as peripheral decorations, often engaging in face-to-face supramolecular π-stacking interactions which define the assembly of the crystal. In 1D coordination polymers, three types of decoration predominate which we have defined as Type 1 (all the oligopyridines on the same side and π-stacked), Type 2 (alternating arrangement of oligopyridines), and Type 3 (a pairwise alternating structure).


References

[1]  B. F. Hoskins, R. Robson, J. Am. Chem. Soc. 1989, 111, 5962.
         | Crossref | GoogleScholarGoogle Scholar |

[2]  S. R. Batten, S. M. Neville, D. R. Turner, Coordination Polymers: Design, Analysis and Application 2009 (Royal Society of Chemistry: Cambridge, UK).

[3]  E. C. Constable, C. E. Housecroft, Molecules 2019, 24, 3951.
         | Crossref | GoogleScholarGoogle Scholar |

[4]  C. R. Groom, I. J. Bruno, M. P. Lightfoot, S. C. Ward, Acta Crystallogr. B Struct. Sci. Cryst. Eng. Mater. 2016, 72, 171.
         | Crossref | GoogleScholarGoogle Scholar | 27048719PubMed |

[5]  J. H. N. Buttery, Effendy, S. Mutrofin, N. C. Plackett, B. W. Skelton, C. R. Whitaker, A. H White, Z. Anorg. Allg. Chem. 2006, 632, 1809.
         | Crossref | GoogleScholarGoogle Scholar |

[6]  F. Hartl, P. Rosa, L. Ricard, P. Le Floch, S. Záliš, Coord. Chem. Rev. 2007, 251, 557.
         | Crossref | GoogleScholarGoogle Scholar |

[7]  W. Huang, H. Qian, J. Mol. Struct. 2005, 741, 155.
         | Crossref | GoogleScholarGoogle Scholar |

[8]  H.-F. Qian, Y. Liu, T. Tao, K.-H. Gu, G. Yin, W. Huang, Inorg. Chim. Acta 2013, 405, 1.
         | Crossref | GoogleScholarGoogle Scholar |

[9]  E. Fischer, H.-U. Hummel, Z. Anorg. Allg. Chem. 1997, 623, 483.
         | Crossref | GoogleScholarGoogle Scholar |

[10]  J. Zhai, H. Yin, D. Wang, Acta Crystallogr. Sect. E Struct. Rep. Online 2007, 63, m3006.
         | Crossref | GoogleScholarGoogle Scholar |

[11]  S. Gao, Y. Zhang, CSD Communication 2006. REFCODE VELJOM.

[12]  A. Ilyukhin, CSD Communication 2018. REFCODE YEXTON.

[13]  J. H. N. Buttery, Effendy, S. Mutrofin, N. C. Plackett, B. W. Skelton, N. Somers, C. R. Whitaker, A. H. White, Z. Anorg. Allg. Chem. 2006, 632, 1839.
         | Crossref | GoogleScholarGoogle Scholar |

[14]  M. D. Grillone, F. Benetollo, G. Bombieri, A. Del Pra, J. Organomet. Chem. 1999, 575, 193.
         | Crossref | GoogleScholarGoogle Scholar |

[15]  M. Stojanovic, N. J. Robinson, T. Ngo, R. E. Sykora, J. Chem. Crystallogr. 2011, 41, 1425.
         | Crossref | GoogleScholarGoogle Scholar |

[16]  H. J. Dothie, F. J. Llewellyn, W. Wardlaw, A. J. E. Welch, J. Chem. Soc. 1939, 426.
         | Crossref | GoogleScholarGoogle Scholar |

[17]  C. Döring, M. Strey, P. G. Jones, Acta Crystallogr. C Struct. Chem. 2017, 73, 1104.
         | Crossref | GoogleScholarGoogle Scholar | 29206121PubMed |

[18]  P. G. Jones, W. Clegg, G. M. Sheldrick, Acta Crystallogr. B 1980, 36, 160.
         | Crossref | GoogleScholarGoogle Scholar |

[19]  B. W. Skelton, A. F. Waters, A. H. White, Aust. J. Chem. 1996, 49, 99.
         | Crossref | GoogleScholarGoogle Scholar |

[20]  D. L. Kepert, A. F. Waters, A. H. White, Aust. J. Chem. 1996, 49, 117.
         | Crossref | GoogleScholarGoogle Scholar |

[21]  J. R. Thompson, K. A. S. Goodman-Rendall, D. B. Leznoff, Polyhedron 2016, 108, 93.
         | Crossref | GoogleScholarGoogle Scholar |

[22]  W. H. Watson, D. A. Grossie, F. Vögtle, W. M. Müller, Acta Crystallogr. C Struct. Chem. 1983, 39, 720.
         | Crossref | GoogleScholarGoogle Scholar |

[23]  S. RoyChowdhury, T. Komiyama, Y. Yukawa, R. Bhattacharyya, Inorg. Chem. Commun. 2004, 7, 1117.

[24]  M. Selim, S. R. Chowdhury, K. K. Mukherjea, Int. J. Biol. Macromol. 2007, 41, 579.
         | Crossref | GoogleScholarGoogle Scholar | 17825903PubMed |

[25]  R. E. Marsh, Acta Crystallogr. B 2009, 65, 782.
         | Crossref | GoogleScholarGoogle Scholar | 19923706PubMed |

[26]  N. K. Karan, S. Mitra, G. Rosair, D. J. Jenkins, K. M. A. Malik, Inorg. Chem. Commun. 2001, 4, 712.
         | Crossref | GoogleScholarGoogle Scholar |

[27]  Y.-M. Sun, F.-Y. Dong, D.-Q. Wang, Y.-T. Li, J.-M. Dou, J. Inorg. Organomet. Polym. Mater. 2010, 20, 657.
         | Crossref | GoogleScholarGoogle Scholar |

[28]  J. Y. Kwon, Y. Kim, S.-J. Kim, S. H. Lee, H. Kwak, C. Kim, Inorg. Chim. Acta 2008, 361, 1885.
         | Crossref | GoogleScholarGoogle Scholar |

[29]  A. Datta, G. M. G. Hossain, N. K. Karan, K. M. A. Malik, S. Mitra, Inorg. Chem. Commun. 2003, 6, 658.
         | Crossref | GoogleScholarGoogle Scholar |

[30]  Z. Yan, C. S. Day, A. Lachgar, Inorg. Chem. 2005, 44, 4499.
         | Crossref | GoogleScholarGoogle Scholar | 15962956PubMed |

[31]  X. Liu, G. Li, B. Hu, Y. Yu, Y. Hu, M. Bi, Z. Shi, S. Feng, Eur. J. Inorg. Chem. 2008, 2008, 2522.
         | Crossref | GoogleScholarGoogle Scholar |

[32]  W.-J. Chang, P.-C. Chang, H.-M. Kao, K.-H. Lii, J. Solid State Chem. 2005, 178, 3722.
         | Crossref | GoogleScholarGoogle Scholar |

[33]  Y. Jiang, H. Ma, S. Jiao, F. Gao, J. Song, L. Huang, Phosphorus Sulfur Silicon Relat. Elem. 2017, 192, 1305.
         | Crossref | GoogleScholarGoogle Scholar |

[34]  Z. E. Lin, J. Zhang, Y. Q. Sun, G. Y. Yang, Inorg. Chem. 2004, 43, 797.
         | Crossref | GoogleScholarGoogle Scholar | 14731044PubMed |

[35]  A. M. Chippindale, Acta Crystallogr. C Struct. Chem. 2006, 62, m372.
         | Crossref | GoogleScholarGoogle Scholar |

[36]  Z.-E. Lin, J. Zhang, S.-T. Zheng, G.-Y. Yang, Microporous Mesoporous Mater. 2004, 72, 43.
         | Crossref | GoogleScholarGoogle Scholar |

[37]  Z. Tian, L. Wang, T. Song, Y. Wang, L. Huang, L. Zhang, S. Shi, J. Solid State Chem. 2008, 181, 842.
         | Crossref | GoogleScholarGoogle Scholar |

[38]  W.-J. Chang, C.-Y. Chen, K.-H. Lii, J. Solid State Chem. 2003, 172, 6.
         | Crossref | GoogleScholarGoogle Scholar |

[39]  Y.-L. Yang, Z.-C. Mu, W. Wang, L. Ye, C. Chen, Z. Yi, W.-Q. Pang, Gaodeng Xuexiao Huaxue Xuebao 2004, 25, 793.

[40]  C. Chen, Y. Liu, S. Wang, G. Li, M. Bi, Z. Yi, W. Pang, Chem. Mater. 2006, 18, 2950.
         | Crossref | GoogleScholarGoogle Scholar |

[41]  L. Huang, T. Song, S. Shi, Z. Tian, L. Wang, L. Zhang, J. Solid State Chem. 2008, 181, 1279.
         | Crossref | GoogleScholarGoogle Scholar |

[42]  S. J. Archer, K. R. Koch, S. Schmidt, Inorg. Chim. Acta 1987, 126, 209.
         | Crossref | GoogleScholarGoogle Scholar |

[43]  J.-Z. Yan, L.-P. Lu, Rengong Jingti Xuebao 2016, 45, 2108.

[44]  A. Morsali, A. Reza Mahjoub, A. Hosseinian, J. Coord. Chem. 2004, 57, 685.
         | Crossref | GoogleScholarGoogle Scholar |

[45]  A. Morsali, Z. Naturforsch., B. J. Chem. Sci. 2005, 60, 149.
         | Crossref | GoogleScholarGoogle Scholar |

[46]  F. Marandi, E. Garousi, H.-K. Fun, J. Mol. Struct. 2013, 1049, 205.
         | Crossref | GoogleScholarGoogle Scholar |

[47]  B. Shaabani, B. Mirtamizdoust, M. Shadman, H.-K. Fun, Z. Anorg. Allg. Chem. 2009, 635, 2642.

[48]  Y. Hanifehpour, B. Mirtamizdoust, S. W. Joo, J. Inorg. Organomet. Polym. Mater. 2012, 22, 916.
         | Crossref | GoogleScholarGoogle Scholar |

[49]  H.-H. Li, Y.-L. Wu, H.-J. Dong, M. Wang, S.-W. Huang, Z.-R. Chen, CrystEngComm 2011, 13, 6766.
         | Crossref | GoogleScholarGoogle Scholar |

[50]  B. Shaabani, B. Mirtamizdoust, D. Viterbo, G. Croce, H. Hammud, Z. Anorg. Allg. Chem. 2010, 636, 1596.
         | Crossref | GoogleScholarGoogle Scholar |

[51]  B. Mirtamizdoust, B. Shaabani, A. Khandar, H. Pourradi, Y. Abbasityula, H. Goudarziafshar, D. Viterbo, G. Croce, P. Hojati-Talemi, J. Inorg. Organomet. Polym. Mater. 2012, 22, 1293.
         | Crossref | GoogleScholarGoogle Scholar |

[52]  D. Guan, J. R. Thompson, D. B. Leznoff, Can. J. Chem. 2018, 96, 226.
         | Crossref | GoogleScholarGoogle Scholar |

[53]  B. Shaabani, B. Mirtamizdoust, D. Viterbo, G. Croce, H. Hammud, P. Hojati-Lalemi, A. Khandar, Z. Anorg. Allg. Chem. 2011, 637, 713.
         | Crossref | GoogleScholarGoogle Scholar |

[54]  H.-H. Li, Q.-S. Zheng, Z.-R. Chen, H.-J. Dong, Y.-L. Wu, M. Wang, J. Mol. Struct. 2010, 982, 28.
         | Crossref | GoogleScholarGoogle Scholar |

[55]  R. Alizadeh, V. Amani, Struct. Chem. 2011, 22, 1153.
         | Crossref | GoogleScholarGoogle Scholar |

[56]  F. Marandi, L. Saghatforoush, I. Pantenburg, G. Meyer, J. Mol. Struct. 2009, 938, 277.
         | Crossref | GoogleScholarGoogle Scholar |

[57]  B. Sabour, E. Najafi, M. M. Amini, S. W. Ng, Acta Crystallogr. Sect. E Struct. Rep. Online 2012, 68, m729.
         | Crossref | GoogleScholarGoogle Scholar | 22719293PubMed |

[58]  F. Marandi, B. Mirtamizdoust, A. A. Soudi, H.-K. Fun, Inorg. Chem. Commun. 2007, 10, 174.
         | Crossref | GoogleScholarGoogle Scholar |

[59]  G. Mohammadnezhad, A. R. Ghanbarpour, M. M. Amini, S. W. Ng, Acta Crystallogr. Sect. E Struct. Rep. Online 2010, 66, m821.
         | Crossref | GoogleScholarGoogle Scholar | 21587737PubMed |

[60]  G. A. Bowmaker, J. M. Harrowfield, H. Miyamae, T. M. Shand, B. W. Skelton, A. A. Soudi, A. H. White, Aust. J. Chem. 1996, 49, 1089.
         | Crossref | GoogleScholarGoogle Scholar |

[61]  H.-G. Zhu, Y. Xu, Z. Yu, Q.-J. Wu, H.-K. Fun, X.-Z. You, Polyhedron 1999, 18, 3491.
         | Crossref | GoogleScholarGoogle Scholar |

[62]  H.-d. Yin, X.-l. Xu, Huaxue Shiji 2005, 27, 419.

[63]  H.-d. Yin, J.-c. Cui, Huaxue Shiji 2005, 27, 551.

[64]  L. M. Engelhardt, J. M. Harrowfield, H. Miyamae, J. M. Patrick, B. W. Skelton, A. A. Soudi, A. H. White, Aust. J. Chem. 1996, 49, 1135.
         | Crossref | GoogleScholarGoogle Scholar |

[65]  A. J. Blake, C. Caltagirone, V. Lippolis, M. Shamsipur, Acta Crystallogr. C Struct. Chem. 2009, 65, m33.
         | Crossref | GoogleScholarGoogle Scholar |

[66]  J.-B. Li, H.-H. Li, Z.-R. Chen, X.-B. Chen, Y.-L. Wu, H.-J. Dong, Jiegou Huaxue 2009, 28, 1387.

[67]  L. M. Engelhardt, B. M. Furphy, J. M. Harrowfield, J. M. Patrick, A. H. White, Inorg. Chem. 1989, 28, 1410.
         | Crossref | GoogleScholarGoogle Scholar |

[68]  F. Marandi, B. Mirtamizdoust, A. A. Soudi, V. T. Yilmaz, C. Kazak, Z. Anorg. Allg. Chem. 2006, 632, 2380.
         | Crossref | GoogleScholarGoogle Scholar |

[69]  Y. Hanifehpour, B. Mirtamizdoust, A. R. Farzam, S. W. Joo, J. Inorg. Organomet. Polym. Mater. 2012, 22, 957.
         | Crossref | GoogleScholarGoogle Scholar |

[70]  J. S. Casas, E. E. Castellano, J. Ellena, M. S. García-Tasende, A. Sánchez, J. Sordo, M. J. Vidarte, Main Group Met. Chem. 2001, 24, 455.

[71]  B.-S. Zhang, C.-S. Wu, IUCrData 2016, 1, x160782.
         | Crossref | GoogleScholarGoogle Scholar |

[72]  Y. Suffren, M. Kobayashi, J. S. Ovens, A. Rodrigue-Witchel, C. Genre, K. Sakai, C. Reber, D. B. Leznoff, Eur. J. Inorg. Chem. 2017, 2017, 2864.
         | Crossref | GoogleScholarGoogle Scholar |

[73]  J. M. Harrowfield, H. Miyamae, B. W. Skelton, A. A. Soudi, A. H. White, Aust. J. Chem. 1996, 49, 1081.
         | Crossref | GoogleScholarGoogle Scholar |

[74]  E. J. Gao, S. H. Liu, M. Zhang, L. Lin, R. S. Wang, T. D. Sun, Y. Wang, Z. Wen, Russ. J. Coord. Chem. 2011, 37, 257.
         | Crossref | GoogleScholarGoogle Scholar |

[75]  J.-A. Zhao, Y.-L. Wang, Y.-T. Wang, Y.-T. Fan, H.-W. Hou, Synth. React. Inorg. Met.-Org. Nano-Met. Chem. 2007, 37, 109.
         | Crossref | GoogleScholarGoogle Scholar |

[76]  F. L. Olivera, G. A. Santillan, Rev. Soc. Quím. Perú 2012, 78, 242.

[77]  F.-y. Bai, X.-m. Wang, C.-q. Qu, Y. Wang, Y.-h. Xing, Wuji Huaxue Xuebao 2018, 34, 639.

[78]  D. Dey, H. R. Yadav, A. De, S. Chatterjee, M. Maji, A. R. Choudhury, N. Kole, B. Biswas, J. Coord. Chem. 2015, 68, 169.
         | Crossref | GoogleScholarGoogle Scholar |

[79]  A. Morsali, M. Payeghader, S. S. Monfared, M. Moradi, J. Coord. Chem. 2003, 56, 761.
         | Crossref | GoogleScholarGoogle Scholar |

[80]  F. Marandi, M. Mottaghi, G. Meyer, I. Pantenburg, Z. Anorg. Allg. Chem. 2009, 635, 165.
         | Crossref | GoogleScholarGoogle Scholar |

[81]  Y.-J. Shi, L.-H. Li, Y.-Z. Li, X.-T. Chen, Z. Xue, X.-Z. You, Polyhedron 2003, 22, 917.
         | Crossref | GoogleScholarGoogle Scholar |

[82]  F. Marandi, F. Amoopour, I. Pantenburg, G. Meyer, J. Mol. Struct. 2010, 973, 124.
         | Crossref | GoogleScholarGoogle Scholar |

[83]  B. J. Greer, V. K. Michaelis, M. J. Katz, D. B. Leznoff, G. Schreckenbach, S. Kroeker, Chem. – Eur. J. 2011, 17, 3609.
         | Crossref | GoogleScholarGoogle Scholar | 21344520PubMed |

[84]  V. L. Lagun, S. B. Katser, A. M. Orlova, T. V. Rezvova, L. V. Goeva, K. A. Solntsev, N. T. Kuznetsov, Koord. Khim. 1992, 18, 365.

[85]  M. Kadarkaraisamy, D. P. Engelhart, P. N. Basa, A. G. Sykes, J. Coord. Chem. 2010, 63, 2261.
         | Crossref | GoogleScholarGoogle Scholar |

[86]  M. J. Katz, V. K. Michaelis, P. M. Aguiar, R. Yson, H. Lu, H. Kaluarachchi, R. J. Batchelor, G. Schreckenbach, S. Kroeker, H. H. Patterson, D. B. Leznoff, Inorg. Chem. 2008, 47, 6353.
         | Crossref | GoogleScholarGoogle Scholar | 18507457PubMed |

[87]  M. Kobayashi, D. Savard, A. R. Geisheimer, K. Sakai, D. B. Leznoff, Inorg. Chem. 2013, 52, 4842.
         | Crossref | GoogleScholarGoogle Scholar | 23574270PubMed |

[88]  M. N. Zhidkova, A. B. Ilyukhin, V. Y. Kotov, I. A. Stenina, P. H. Lin, M. Murugesu, Russ. J. Inorg. Chem. 2011, 56, 258.
         | Crossref | GoogleScholarGoogle Scholar |

[89]  M. J. Katz, D. B. Leznoff, J. Am. Chem. Soc. 2009, 131, 18435.
         | Crossref | GoogleScholarGoogle Scholar | 19954147PubMed |

[90]  A. Morsali, Z. Naturforsch. B 2005, 60, 149.
         | Crossref | GoogleScholarGoogle Scholar |

[91]  N. Noshiranzadeh, A. Ramazani, A. Morsali, A. D. Hunter, M. Zeller, Inorg. Chem. Commun. 2007, 10, 738.
         | Crossref | GoogleScholarGoogle Scholar |

[92]  A. Aliakbari, E. Najafi, M. M. Amini, S. W. Ng, Monatsh. Chem. 2014, 145, 1277.
         | Crossref | GoogleScholarGoogle Scholar |

[93]  Y. Hanifehpour, A. Morsali, B. Mirtamizdoust, S. W. Joo, J. Mol. Struct. 2015, 1079, 67.
         | Crossref | GoogleScholarGoogle Scholar |

[94]  F. Marandi, B. Mirtamizdoust, S. Chantrapromma, H.-K. Fun, Z. Anorg. Allg. Chem. 2007, 633, 1329.
         | Crossref | GoogleScholarGoogle Scholar |

[95]  M. J. Katz, H. Kaluarachchi, R. J. Batchelor, A. A. Bokov, Z. G. Ye, D. B. Leznoff, Angew. Chem. Int. Ed. Engl. 2007, 46, 8804.
         | Crossref | GoogleScholarGoogle Scholar | 17968867PubMed |

[96]  H. Li, J. Li, M. Wang, S. Huang, A. Gong, H. Wu, Z. Chen, J. Coord. Chem. 2012, 65, 3851.
         | Crossref | GoogleScholarGoogle Scholar |

[97]  A. Morsali, A. R. Mahjoub, J. Coord. Chem. 2006, 59, 1427.
         | Crossref | GoogleScholarGoogle Scholar |

[98]  Y. Zhang, B. Zhou, Z. Su, Z. Zhao, C. Li, Inorg. Chem. Commun. 2009, 12, 65.
         | Crossref | GoogleScholarGoogle Scholar |