TY  - JOUR
AU  - Blagojevic, Jelena P
AU  - Janjić, Goran
AU  - Zarić, Snežana D.
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2005
AB  - Saturated acyclic four-atom groups closed with a classic intramolecular hydrogen bond, generating planar five-membered rings (hydrogen-bridged quasi-rings), in which at least one of the ring atoms is bonded to other non-ring atoms that are not in the ring plane and, thus, capable to form intermolecular interactions, were studied in this work, in order to find the preferred mutual positions of these species in crystals and evaluate strength of intermolecular interactions. We studied parallel interactions of these rings by analysing crystal structures in the Cambridge Structural Database (CSD) and by quantum chemical calculations. The rings can have one hydrogen atom out of the ring plane that can form hydrogen bonds between two parallel rings. Hence, in these systems with parallel rings, two types of hydrogen bonds can be present, one in the ring, and the other one between two parallel rings. The CSD search showed that 27% of the rings in the crystal structures form parallel interactions. The calculations at very accurate CCSD(T)/CBS level revealed strong interactions, in model systems of thiosemicarbazide, semicarbazide and glycolamide dimers the energies are -9.68, -7.12 and -4.25 kcal/mol. The hydrogen bonds between rings, as well as dispersion interactions contribute to the strong interaction energies.
PB  - MDPI
T2  - Crystals
T1  - Very Strong Parallel Interactions Between Two Saturated Acyclic Groups Closed with Intramolecular Hydrogen Bonds Forming Hydrogen-Bridged Rings
VL  - 6
IS  - 4
DO  - 10.3390/cryst6040034
ER  - 

@article{
author = "Blagojevic, Jelena P and Janjić, Goran and Zarić, Snežana D.",
year = "2016",
abstract = "Saturated acyclic four-atom groups closed with a classic intramolecular hydrogen bond, generating planar five-membered rings (hydrogen-bridged quasi-rings), in which at least one of the ring atoms is bonded to other non-ring atoms that are not in the ring plane and, thus, capable to form intermolecular interactions, were studied in this work, in order to find the preferred mutual positions of these species in crystals and evaluate strength of intermolecular interactions. We studied parallel interactions of these rings by analysing crystal structures in the Cambridge Structural Database (CSD) and by quantum chemical calculations. The rings can have one hydrogen atom out of the ring plane that can form hydrogen bonds between two parallel rings. Hence, in these systems with parallel rings, two types of hydrogen bonds can be present, one in the ring, and the other one between two parallel rings. The CSD search showed that 27% of the rings in the crystal structures form parallel interactions. The calculations at very accurate CCSD(T)/CBS level revealed strong interactions, in model systems of thiosemicarbazide, semicarbazide and glycolamide dimers the energies are -9.68, -7.12 and -4.25 kcal/mol. The hydrogen bonds between rings, as well as dispersion interactions contribute to the strong interaction energies.",
publisher = "MDPI",
journal = "Crystals",
title = "Very Strong Parallel Interactions Between Two Saturated Acyclic Groups Closed with Intramolecular Hydrogen Bonds Forming Hydrogen-Bridged Rings",
volume = "6",
number = "4",
doi = "10.3390/cryst6040034"
}

Blagojevic, J. P., Janjić, G.,& Zarić, S. D.. (2016). Very Strong Parallel Interactions Between Two Saturated Acyclic Groups Closed with Intramolecular Hydrogen Bonds Forming Hydrogen-Bridged Rings. in Crystals
MDPI., 6(4).
https://doi.org/10.3390/cryst6040034

Blagojevic JP, Janjić G, Zarić SD. Very Strong Parallel Interactions Between Two Saturated Acyclic Groups Closed with Intramolecular Hydrogen Bonds Forming Hydrogen-Bridged Rings. in Crystals. 2016;6(4).
doi:10.3390/cryst6040034 .

Blagojevic, Jelena P, Janjić, Goran, Zarić, Snežana D., "Very Strong Parallel Interactions Between Two Saturated Acyclic Groups Closed with Intramolecular Hydrogen Bonds Forming Hydrogen-Bridged Rings" in Crystals, 6, no. 4 (2016),
https://doi.org/10.3390/cryst6040034 . .

TY  - JOUR
AU  - Vojislavljevic-Vasilev, Dubravka Z
AU  - Janjić, Goran
AU  - Medaković, Vesna
AU  - Blagojevic, Jelena P
AU  - Zarić, Snežana D.
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1570
AB  - The parallel interactions of non-coordinated and coordinated water molecules with an aromatic ring were studied by analyzing data in the Cambridge structural database (CSD) and by using quantum chemical calculations. The CSD data show that water/aromatic contacts prefer parallel to OH/pi interactions, which indicates the importance of parallel interactions. The results reveal the influence of water coordination to a metal ion; the interactions of aqua complexes are stronger. Coordinated water molecules prefer a parallel-down orientation in which one O-H bond is parallel to the aromatic ring, whereas the other O-H bond points to the plane of the ring. The interactions of aqua complexes with parallel-down water/benzene orientation are as strong as the much better known OH/pi orientations. The strongest calculated interaction energy is -14.89 kcal mol(-1). The large number of parallel contacts in crystal structures and the quite strong interactions indicate the importance of parallel orientation in water/benzene interactions.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Chemphyschem
T1  - Parallel Water/Aromatic Interactions of Non-Coordinated and Coordinated Water
VL  - 15
IS  - 11
SP  - 2386
EP  - 2396
DO  - 10.1002/cphc.201402004
ER  - 

@article{
author = "Vojislavljevic-Vasilev, Dubravka Z and Janjić, Goran and Medaković, Vesna and Blagojevic, Jelena P and Zarić, Snežana D.",
year = "2014",
abstract = "The parallel interactions of non-coordinated and coordinated water molecules with an aromatic ring were studied by analyzing data in the Cambridge structural database (CSD) and by using quantum chemical calculations. The CSD data show that water/aromatic contacts prefer parallel to OH/pi interactions, which indicates the importance of parallel interactions. The results reveal the influence of water coordination to a metal ion; the interactions of aqua complexes are stronger. Coordinated water molecules prefer a parallel-down orientation in which one O-H bond is parallel to the aromatic ring, whereas the other O-H bond points to the plane of the ring. The interactions of aqua complexes with parallel-down water/benzene orientation are as strong as the much better known OH/pi orientations. The strongest calculated interaction energy is -14.89 kcal mol(-1). The large number of parallel contacts in crystal structures and the quite strong interactions indicate the importance of parallel orientation in water/benzene interactions.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Chemphyschem",
title = "Parallel Water/Aromatic Interactions of Non-Coordinated and Coordinated Water",
volume = "15",
number = "11",
pages = "2386-2396",
doi = "10.1002/cphc.201402004"
}

Vojislavljevic-Vasilev, D. Z., Janjić, G., Medaković, V., Blagojevic, J. P.,& Zarić, S. D.. (2014). Parallel Water/Aromatic Interactions of Non-Coordinated and Coordinated Water. in Chemphyschem
Wiley-V C H Verlag Gmbh, Weinheim., 15(11), 2386-2396.
https://doi.org/10.1002/cphc.201402004

Vojislavljevic-Vasilev DZ, Janjić G, Medaković V, Blagojevic JP, Zarić SD. Parallel Water/Aromatic Interactions of Non-Coordinated and Coordinated Water. in Chemphyschem. 2014;15(11):2386-2396.
doi:10.1002/cphc.201402004 .

Vojislavljevic-Vasilev, Dubravka Z, Janjić, Goran, Medaković, Vesna, Blagojevic, Jelena P, Zarić, Snežana D., "Parallel Water/Aromatic Interactions of Non-Coordinated and Coordinated Water" in Chemphyschem, 15, no. 11 (2014):2386-2396,
https://doi.org/10.1002/cphc.201402004 . .