C-H center dot center dot center dot pi interactions in the metal-porphyrin complexes with chelate ring as the H acceptor
Apstrakt
Specific C-H(...)pi interactions with the pi-system of porphyrinato chelate ring were found in crystal structures of transition metal complexes from the Cambridge Structural Database and statistical analysis of geometrical parameters for intramolecular and intermolecular interactions was done. By density functional theory calculations on a model system it was evaluated that an interaction energy is above 1.5 kcal/mol and that the strongest interaction occurs when the distance between hydrogen atom and the center of the chelate ring is 2.6 Angstrom. This prediction is in good agreement with the distances for intermolecular interactions found in the crystal structures. In many cases the intramolecular interaction distances are much shorter than 2.6 Angstrom, and these short distances are caused by geometrical constrains. The C-H(...)pi interactions with chelate ring of porphyrinato ligand can influence the structure, contribute to its stability, and play some role in the function of biom...olecules with metalo porphyrins. (C) 2004 Elsevier Inc. All rights reserved.
Ključne reči:
C-H center dot center dot center dot pi imeractions / chelate ring / metalo porphyrins / DFTIzvor:
Journal of Inorganic Biochemistry, 2004, 98, 11, 1867-1873
DOI: 10.1016/j.jinorgbio.2004.08.012
ISSN: 0162-0134
PubMed: 15522414
WoS: 000224717700022
Scopus: 2-s2.0-7544219807
Kolekcije
Institucija/grupa
VinčaTY - JOUR AU - Medaković, Vesna B. AU - Milčić, Miloš K. AU - Bogdanović, Goran A. AU - Zarić, Snežana D. PY - 2004 UR - https://vinar.vin.bg.ac.rs/handle/123456789/2818 AB - Specific C-H(...)pi interactions with the pi-system of porphyrinato chelate ring were found in crystal structures of transition metal complexes from the Cambridge Structural Database and statistical analysis of geometrical parameters for intramolecular and intermolecular interactions was done. By density functional theory calculations on a model system it was evaluated that an interaction energy is above 1.5 kcal/mol and that the strongest interaction occurs when the distance between hydrogen atom and the center of the chelate ring is 2.6 Angstrom. This prediction is in good agreement with the distances for intermolecular interactions found in the crystal structures. In many cases the intramolecular interaction distances are much shorter than 2.6 Angstrom, and these short distances are caused by geometrical constrains. The C-H(...)pi interactions with chelate ring of porphyrinato ligand can influence the structure, contribute to its stability, and play some role in the function of biomolecules with metalo porphyrins. (C) 2004 Elsevier Inc. All rights reserved. T2 - Journal of Inorganic Biochemistry T1 - C-H center dot center dot center dot pi interactions in the metal-porphyrin complexes with chelate ring as the H acceptor VL - 98 IS - 11 SP - 1867 EP - 1873 DO - 10.1016/j.jinorgbio.2004.08.012 ER -
@article{ author = "Medaković, Vesna B. and Milčić, Miloš K. and Bogdanović, Goran A. and Zarić, Snežana D.", year = "2004", abstract = "Specific C-H(...)pi interactions with the pi-system of porphyrinato chelate ring were found in crystal structures of transition metal complexes from the Cambridge Structural Database and statistical analysis of geometrical parameters for intramolecular and intermolecular interactions was done. By density functional theory calculations on a model system it was evaluated that an interaction energy is above 1.5 kcal/mol and that the strongest interaction occurs when the distance between hydrogen atom and the center of the chelate ring is 2.6 Angstrom. This prediction is in good agreement with the distances for intermolecular interactions found in the crystal structures. In many cases the intramolecular interaction distances are much shorter than 2.6 Angstrom, and these short distances are caused by geometrical constrains. The C-H(...)pi interactions with chelate ring of porphyrinato ligand can influence the structure, contribute to its stability, and play some role in the function of biomolecules with metalo porphyrins. (C) 2004 Elsevier Inc. All rights reserved.", journal = "Journal of Inorganic Biochemistry", title = "C-H center dot center dot center dot pi interactions in the metal-porphyrin complexes with chelate ring as the H acceptor", volume = "98", number = "11", pages = "1867-1873", doi = "10.1016/j.jinorgbio.2004.08.012" }
Medaković, V. B., Milčić, M. K., Bogdanović, G. A.,& Zarić, S. D.. (2004). C-H center dot center dot center dot pi interactions in the metal-porphyrin complexes with chelate ring as the H acceptor. in Journal of Inorganic Biochemistry, 98(11), 1867-1873. https://doi.org/10.1016/j.jinorgbio.2004.08.012
Medaković VB, Milčić MK, Bogdanović GA, Zarić SD. C-H center dot center dot center dot pi interactions in the metal-porphyrin complexes with chelate ring as the H acceptor. in Journal of Inorganic Biochemistry. 2004;98(11):1867-1873. doi:10.1016/j.jinorgbio.2004.08.012 .
Medaković, Vesna B., Milčić, Miloš K., Bogdanović, Goran A., Zarić, Snežana D., "C-H center dot center dot center dot pi interactions in the metal-porphyrin complexes with chelate ring as the H acceptor" in Journal of Inorganic Biochemistry, 98, no. 11 (2004):1867-1873, https://doi.org/10.1016/j.jinorgbio.2004.08.012 . .
Related items
Showing items related by title, author, creator and subject.
-
Experimental charge density evidence for the existence of high polarizability of the electron density of the free electron pairs on the sulfur atom of the thioureido group, NH-C(S)-NH2, induced by N-H center dot center dot center dot S and C-H center dot center dot center dot S interactions
Novaković, Slađana B.; Fraisse, Bernard; Bogdanović, Goran A.; Spasojević-de Bire, Anne (Crystal Growth and Design, 2007) -
Synthesis and structure of a Ni(II) complex with N ,N (2)-bis[(1E)-1-(2-quinolyl)methylene]propanedihydrazide: multiple intramolecular CH center dot center dot center dot pi interactions between quinoline and quinolineimine chelate
Čobeljić, Božidar; Warzajtis, Beata; Rychlewska, Urszula; Radanović, Dušanka; Spasojević, Vojislav; Sladić, Dušan M.; Eshkourfu, Rabia; Anđelković, Katarina (Journal of Coordination Chemistry, 2012) -
Charge Density Analysis of 2-Pyridineformamide N(4)-Methylthiosemicarbazone (Z =4): Role of an Enhanced N-H center dot center dot center dot S Thioureido Dimer
Francuski, Bojana M.; Novaković, Slađana B.; Francuski, Đorđe D.; Bogdanović, Goran A. (Crystal Growth and Design, 2017)