TY  - JOUR
AU  - Dimitrijević, Teodora
AU  - Novaković, Irena
AU  - Radanović, Dušanka
AU  - Novaković, Sladjana B.
AU  - Rodić, Marko V.
AU  - Anđelković, Katarina
AU  - Šumar-Ristović, Maja
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4025
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3643
AB  - In this article, synthesis, spectral and X-ray structure characterization, antimicrobial activity and Brine shrimp test of two new Cu(II) complexes with a salicylaldehyde derivative have been reported. Complexes [Cu(L)(bipy)]BF4·0.5H2O and [Cu2(L)2(phen)2](BF4)2 were obtained in the reaction of Cu(BF4)2·6H2O, deprotonated 4-(diethylamino)−2-hydroxybenzaldehyde ligand (L) and α-diimine (2,2’-bipyridine or 1,10-phenanthroline). The complex with bipyridine is mononuclear, containing one L and one bipyridine ligand in a distorted square-planar cation with a BF4 − anion and lattice water molecule, whereas the complex with phenanthroline is a dinuclear centrosymmetric dimeric cation, containing two L ligands along with two phenanthroline ligands and BF4 − anions. The coordination geometry of each Cu(II) ion can be described as an elongated square pyramid. MS-ESI spectroscopy indicated that [Cu2(L)2(phen)2](BF4)2 is mononuclear in DMSO solution. In vitro antibacterial and antifungal activity was tested against four Gram-positive, four Gram-negative bacteria and three fungal strains. Complexes showed significantly stronger antibacterial activities than parent ligands. The mononuclear phenanthroline complex in solution showed very good antimicrobial activity, which is comparable to the activity of the standard antibiotic amikacin against all tested bacterial strains. The same complex has better antifungal activity than fluconazole, which was used as a standard. Results of the brine shrimp test indicate that both complexes have good toxicity against Artemia nauplii.
PB  - Taylor & Francis
T2  - Journal of Coordination Chemistry
T1  - Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines
VL  - 73
IS  - 4
SP  - 702
EP  - 716
DO  - 10.1080/00958972.2020.1740212
ER  - 

@article{
author = "Dimitrijević, Teodora and Novaković, Irena and Radanović, Dušanka and Novaković, Sladjana B. and Rodić, Marko V. and Anđelković, Katarina and Šumar-Ristović, Maja",
year = "2020",
abstract = "In this article, synthesis, spectral and X-ray structure characterization, antimicrobial activity and Brine shrimp test of two new Cu(II) complexes with a salicylaldehyde derivative have been reported. Complexes [Cu(L)(bipy)]BF4·0.5H2O and [Cu2(L)2(phen)2](BF4)2 were obtained in the reaction of Cu(BF4)2·6H2O, deprotonated 4-(diethylamino)−2-hydroxybenzaldehyde ligand (L) and α-diimine (2,2’-bipyridine or 1,10-phenanthroline). The complex with bipyridine is mononuclear, containing one L and one bipyridine ligand in a distorted square-planar cation with a BF4 − anion and lattice water molecule, whereas the complex with phenanthroline is a dinuclear centrosymmetric dimeric cation, containing two L ligands along with two phenanthroline ligands and BF4 − anions. The coordination geometry of each Cu(II) ion can be described as an elongated square pyramid. MS-ESI spectroscopy indicated that [Cu2(L)2(phen)2](BF4)2 is mononuclear in DMSO solution. In vitro antibacterial and antifungal activity was tested against four Gram-positive, four Gram-negative bacteria and three fungal strains. Complexes showed significantly stronger antibacterial activities than parent ligands. The mononuclear phenanthroline complex in solution showed very good antimicrobial activity, which is comparable to the activity of the standard antibiotic amikacin against all tested bacterial strains. The same complex has better antifungal activity than fluconazole, which was used as a standard. Results of the brine shrimp test indicate that both complexes have good toxicity against Artemia nauplii.",
publisher = "Taylor & Francis",
journal = "Journal of Coordination Chemistry",
title = "Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines",
volume = "73",
number = "4",
pages = "702-716",
doi = "10.1080/00958972.2020.1740212"
}

Dimitrijević, T., Novaković, I., Radanović, D., Novaković, S. B., Rodić, M. V., Anđelković, K.,& Šumar-Ristović, M.. (2020). Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines. in Journal of Coordination Chemistry
Taylor & Francis., 73(4), 702-716.
https://doi.org/10.1080/00958972.2020.1740212

Dimitrijević T, Novaković I, Radanović D, Novaković SB, Rodić MV, Anđelković K, Šumar-Ristović M. Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines. in Journal of Coordination Chemistry. 2020;73(4):702-716.
doi:10.1080/00958972.2020.1740212 .

Dimitrijević, Teodora, Novaković, Irena, Radanović, Dušanka, Novaković, Sladjana B., Rodić, Marko V., Anđelković, Katarina, Šumar-Ristović, Maja, "Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines" in Journal of Coordination Chemistry, 73, no. 4 (2020):702-716,
https://doi.org/10.1080/00958972.2020.1740212 . .

TY  - DATA
AU  - Bogdanović, Goran A.
AU  - Ostojić, Bojana
AU  - Novakovic, Sladjana B.
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4479
AB  - CSD refcodes and additional plots from the CSD search: distribution of relevant distances and torsion and dihedral angles. EP distribution within different crystal structures containing the o-dialkoxybenzene fragment. Examples of crystal structures with multiple hydrogen bonding interactions to O···O systems. Figure S1. Distribution of torsion angle O1a−C3a−C3b−O1b showing the preferentially coplanar arrangement of the two ether oxygen atoms with respect to the benzene ring. Figure S2. Plot of torsion angles C1a−O1a−C3a−C3b vs. C1b−O1b−C3b−C3a. Figure S3. Additional fragments used in CSD search. Figure S4. Distribution of corresponding O...O distances in transition metal complexes. Figure S5. Distribution of angles: C4-C3-O1 and O1-C3a-C3b i.e. O1-C3b-C3a in the extracted crystal structures shows significant deviation from the expected value of 120°. Figure S6. Distribution of dihedral angles between the C3/O1/C1 planes reflects the coplanar orientation of the oxygen electron pairs in the extracted crystal structures. Figure S7. Laplacian distribution in relevant planes of DMB system. Fugre S8. Comparison of the negative EP isosurfaces of DMB and anisole. Figure S9. EP distribution in meta- and para-DMB. Figure S10. Examples of EP distribution in different crystal structures containing the odialkoxybenzene fragment. Figure S11. Examples of multiple hydrogen bonding interactions to O...O system (O…H ≤ 3.0 Å and D−H...O ≥ 110°). Figure S12. CSD-based spatial distribution of D–H donors around O…O system. IsoStar plots are given for D–H…O interactions with O…H distances up to 2.6 Å. Figure S13. Distribution of O…H distances from O–H…O and N–H…O interactions. Figure S14. Distribution of the H atoms belonging to OH/NH donor groups with respect to the O…O acceptor plane (P1). Figure S15. Molecular graph showing the bond paths and bond critical points corresponding to the interactions of O...O acceptor system in crystal structures: RABWIA, FOTKUW and ITUCEG. Figure S16. Scatterplot O1a…H vs. O1b…H, where H is a single hydrogen atom potentially involved in a bifurcated hydrogen bond. Figure S17. Distribution of the H atoms belonging to BFHB with regard to the O…O acceptor plane. Figure S18. Scatterplot of D–H...O interaction angles in BFHB. Figure S19. Distribution of O...H contacts from BFHB. Figure S20. EP distribution in catechol molecule with and without an intramolecular hydrogen bond. Figure S21. EP distribution in guaiacol molecule with and without an intramolecular hydrogen bond. Figure S22. 3D representation of HOMO and LUMO orbitals in DMB in the ground electronic state obtained at the BP86(D)/TZ2P level of theory. Figure S23. Optimized geometry of the DMB-H2O dimer computed at the B3LYP/6-311++g(d,p) level of theory. Figure S24. Geometry of the transition state TS1 optimized at the B3LYP/6-311++G(d,p) level of theory. Table S1. Selected molecular parameters of the equilibrium geometry of the most stable conformer of DMB. Comparison between optimized values obtained at the B3LYP/aug-cc-pVTZ level and the gas-phase electron diffraction (GED) data. Table S2. CSD refcodes of the examined crystal structures.
PB  - American Chemical Society (ACS)
T2  - Crystal Growth & Design
T1  - Supporting Information for: "Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area"
DO  - 10.1021/acs.cgd.7b00914.s001
ER  - 

@misc{
author = "Bogdanović, Goran A. and Ostojić, Bojana and Novakovic, Sladjana B.",
year = "2018",
abstract = "CSD refcodes and additional plots from the CSD search: distribution of relevant distances and torsion and dihedral angles. EP distribution within different crystal structures containing the o-dialkoxybenzene fragment. Examples of crystal structures with multiple hydrogen bonding interactions to O···O systems. Figure S1. Distribution of torsion angle O1a−C3a−C3b−O1b showing the preferentially coplanar arrangement of the two ether oxygen atoms with respect to the benzene ring. Figure S2. Plot of torsion angles C1a−O1a−C3a−C3b vs. C1b−O1b−C3b−C3a. Figure S3. Additional fragments used in CSD search. Figure S4. Distribution of corresponding O...O distances in transition metal complexes. Figure S5. Distribution of angles: C4-C3-O1 and O1-C3a-C3b i.e. O1-C3b-C3a in the extracted crystal structures shows significant deviation from the expected value of 120°. Figure S6. Distribution of dihedral angles between the C3/O1/C1 planes reflects the coplanar orientation of the oxygen electron pairs in the extracted crystal structures. Figure S7. Laplacian distribution in relevant planes of DMB system. Fugre S8. Comparison of the negative EP isosurfaces of DMB and anisole. Figure S9. EP distribution in meta- and para-DMB. Figure S10. Examples of EP distribution in different crystal structures containing the odialkoxybenzene fragment. Figure S11. Examples of multiple hydrogen bonding interactions to O...O system (O…H ≤ 3.0 Å and D−H...O ≥ 110°). Figure S12. CSD-based spatial distribution of D–H donors around O…O system. IsoStar plots are given for D–H…O interactions with O…H distances up to 2.6 Å. Figure S13. Distribution of O…H distances from O–H…O and N–H…O interactions. Figure S14. Distribution of the H atoms belonging to OH/NH donor groups with respect to the O…O acceptor plane (P1). Figure S15. Molecular graph showing the bond paths and bond critical points corresponding to the interactions of O...O acceptor system in crystal structures: RABWIA, FOTKUW and ITUCEG. Figure S16. Scatterplot O1a…H vs. O1b…H, where H is a single hydrogen atom potentially involved in a bifurcated hydrogen bond. Figure S17. Distribution of the H atoms belonging to BFHB with regard to the O…O acceptor plane. Figure S18. Scatterplot of D–H...O interaction angles in BFHB. Figure S19. Distribution of O...H contacts from BFHB. Figure S20. EP distribution in catechol molecule with and without an intramolecular hydrogen bond. Figure S21. EP distribution in guaiacol molecule with and without an intramolecular hydrogen bond. Figure S22. 3D representation of HOMO and LUMO orbitals in DMB in the ground electronic state obtained at the BP86(D)/TZ2P level of theory. Figure S23. Optimized geometry of the DMB-H2O dimer computed at the B3LYP/6-311++g(d,p) level of theory. Figure S24. Geometry of the transition state TS1 optimized at the B3LYP/6-311++G(d,p) level of theory. Table S1. Selected molecular parameters of the equilibrium geometry of the most stable conformer of DMB. Comparison between optimized values obtained at the B3LYP/aug-cc-pVTZ level and the gas-phase electron diffraction (GED) data. Table S2. CSD refcodes of the examined crystal structures.",
publisher = "American Chemical Society (ACS)",
journal = "Crystal Growth & Design",
title = "Supporting Information for: "Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area"",
doi = "10.1021/acs.cgd.7b00914.s001"
}

Bogdanović, G. A., Ostojić, B.,& Novakovic, S. B.. (2018). Supporting Information for: "Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area". in Crystal Growth & Design
American Chemical Society (ACS)..
https://doi.org/10.1021/acs.cgd.7b00914.s001

Bogdanović GA, Ostojić B, Novakovic SB. Supporting Information for: "Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area". in Crystal Growth & Design. 2018;.
doi:10.1021/acs.cgd.7b00914.s001 .

Bogdanović, Goran A., Ostojić, Bojana, Novakovic, Sladjana B., "Supporting Information for: "Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area"" in Crystal Growth & Design (2018),
https://doi.org/10.1021/acs.cgd.7b00914.s001 . .

TY  - JOUR
AU  - Bogdanović, Goran A.
AU  - Ostojić, Bojana
AU  - Novakovic, Sladjana B.
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4283
AB  - Statistical analysis of data extracted from the Cambridge Structural Database (CSD) has been used to investigate the crystal structure properties of odialkoxybenzene derivatives, compounds containing two ether oxygen acceptors in ortho positions of benzene ring. It has been shown that in more than 90% of cases, the fragment has predictable geometrical characteristics where the two ether oxygens form short interatomic O center dot center dot center dot O contact (2.57 A in average), while O-substitutents take trans position, both approximately coplanar with the benzene ring. Such arrangement of oxygen acceptors produces a large and uniform area of the negative electrostatic potential suitable for multiple hydrogen bonding. The acceptor abilities of the O center dot center dot center dot O system have been investigated by the statistical CSD analysis. The ab initio estimation of the interaction energy in the dimer of o-dimethoxybenzene (DMB) and H2O, employed as a model system, is achieved via high-level electron correlation CCSD(T) calculation with the complete basis set extrapolation. The interaction energy is estimated to be 6.5 kcal/mol. The results indicate the existence of a very flat potential the region between methoxy oxygens and that DMB water is a highly flexible system. The structural role of the O center dot center dot center dot O acceptor system is particularly interesting considering its ability to form multiple hydrogen bonding
PB  - American Chemical Society (ACS)
T2  - Crystal Growth & Design
T1  - Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area
VL  - 18
IS  - 3
SP  - 1303
EP  - 1314
DO  - 10.1021/acs.cgd.7b00914
ER  - 

@article{
author = "Bogdanović, Goran A. and Ostojić, Bojana and Novakovic, Sladjana B.",
year = "2018",
abstract = "Statistical analysis of data extracted from the Cambridge Structural Database (CSD) has been used to investigate the crystal structure properties of odialkoxybenzene derivatives, compounds containing two ether oxygen acceptors in ortho positions of benzene ring. It has been shown that in more than 90% of cases, the fragment has predictable geometrical characteristics where the two ether oxygens form short interatomic O center dot center dot center dot O contact (2.57 A in average), while O-substitutents take trans position, both approximately coplanar with the benzene ring. Such arrangement of oxygen acceptors produces a large and uniform area of the negative electrostatic potential suitable for multiple hydrogen bonding. The acceptor abilities of the O center dot center dot center dot O system have been investigated by the statistical CSD analysis. The ab initio estimation of the interaction energy in the dimer of o-dimethoxybenzene (DMB) and H2O, employed as a model system, is achieved via high-level electron correlation CCSD(T) calculation with the complete basis set extrapolation. The interaction energy is estimated to be 6.5 kcal/mol. The results indicate the existence of a very flat potential the region between methoxy oxygens and that DMB water is a highly flexible system. The structural role of the O center dot center dot center dot O acceptor system is particularly interesting considering its ability to form multiple hydrogen bonding",
publisher = "American Chemical Society (ACS)",
journal = "Crystal Growth & Design",
title = "Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area",
volume = "18",
number = "3",
pages = "1303-1314",
doi = "10.1021/acs.cgd.7b00914"
}

Bogdanović, G. A., Ostojić, B.,& Novakovic, S. B.. (2018). Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area. in Crystal Growth & Design
American Chemical Society (ACS)., 18(3), 1303-1314.
https://doi.org/10.1021/acs.cgd.7b00914

Bogdanović GA, Ostojić B, Novakovic SB. Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area. in Crystal Growth & Design. 2018;18(3):1303-1314.
doi:10.1021/acs.cgd.7b00914 .

Bogdanović, Goran A., Ostojić, Bojana, Novakovic, Sladjana B., "Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area" in Crystal Growth & Design, 18, no. 3 (2018):1303-1314,
https://doi.org/10.1021/acs.cgd.7b00914 . .

TY  - JOUR
AU  - Bogdanović, Goran A.
AU  - Ostojić, Bojana
AU  - Novakovic, Sladjana B.
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2322
AB  - Statistical analysis of data extracted from the Cambridge Structural Database (CSD) has been used to investigate the crystal structure properties of odialkoxybenzene derivatives, compounds containing two ether oxygen acceptors in ortho positions of benzene ring. It has been shown that in more than 90% of cases, the fragment has predictable geometrical characteristics where the two ether oxygens form short interatomic O center dot center dot center dot O contact (2.57 A in average), while O-substitutents take trans position, both approximately coplanar with the benzene ring. Such arrangement of oxygen acceptors produces a large and uniform area of the negative electrostatic potential suitable for multiple hydrogen bonding. The acceptor abilities of the O center dot center dot center dot O system have been investigated by the statistical CSD analysis. The ab initio estimation of the interaction energy in the dimer of o-dimethoxybenzene (DMB) and H2O, employed as a model system, is achieved via high-level electron correlation CCSD(T) calculation with the complete basis set extrapolation. The interaction energy is estimated to be 6.5 kcal/mol. The results indicate the existence of a very flat potential the region between methoxy oxygens and that DMB water is a highly flexible system. The structural role of the O center dot center dot center dot O acceptor system is particularly interesting considering its ability to form multiple hydrogen bonding
PB  - American Chemical Society (ACS)
T2  - Crystal Growth & Design
T1  - Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area
VL  - 18
IS  - 3
SP  - 1303
EP  - 1314
DO  - 10.1021/acs.cgd.7b00914
ER  - 

@article{
author = "Bogdanović, Goran A. and Ostojić, Bojana and Novakovic, Sladjana B.",
year = "2018",
abstract = "Statistical analysis of data extracted from the Cambridge Structural Database (CSD) has been used to investigate the crystal structure properties of odialkoxybenzene derivatives, compounds containing two ether oxygen acceptors in ortho positions of benzene ring. It has been shown that in more than 90% of cases, the fragment has predictable geometrical characteristics where the two ether oxygens form short interatomic O center dot center dot center dot O contact (2.57 A in average), while O-substitutents take trans position, both approximately coplanar with the benzene ring. Such arrangement of oxygen acceptors produces a large and uniform area of the negative electrostatic potential suitable for multiple hydrogen bonding. The acceptor abilities of the O center dot center dot center dot O system have been investigated by the statistical CSD analysis. The ab initio estimation of the interaction energy in the dimer of o-dimethoxybenzene (DMB) and H2O, employed as a model system, is achieved via high-level electron correlation CCSD(T) calculation with the complete basis set extrapolation. The interaction energy is estimated to be 6.5 kcal/mol. The results indicate the existence of a very flat potential the region between methoxy oxygens and that DMB water is a highly flexible system. The structural role of the O center dot center dot center dot O acceptor system is particularly interesting considering its ability to form multiple hydrogen bonding",
publisher = "American Chemical Society (ACS)",
journal = "Crystal Growth & Design",
title = "Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area",
volume = "18",
number = "3",
pages = "1303-1314",
doi = "10.1021/acs.cgd.7b00914"
}

Bogdanović, G. A., Ostojić, B.,& Novakovic, S. B.. (2018). Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area. in Crystal Growth & Design
American Chemical Society (ACS)., 18(3), 1303-1314.
https://doi.org/10.1021/acs.cgd.7b00914

Bogdanović GA, Ostojić B, Novakovic SB. Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area. in Crystal Growth & Design. 2018;18(3):1303-1314.
doi:10.1021/acs.cgd.7b00914 .

Bogdanović, Goran A., Ostojić, Bojana, Novakovic, Sladjana B., "Short Intramolecular O···O Contact in Some o-Dialkoxybenzene Derivatives Generates Efficient Hydrogen Bonding Acceptor Area" in Crystal Growth & Design, 18, no. 3 (2018):1303-1314,
https://doi.org/10.1021/acs.cgd.7b00914 . .

TY  - JOUR
AU  - Francuski, Bojana M
AU  - Novakovic, Sladjana B
AU  - Ostojić, Bojana
AU  - Francuski, Djordje D
AU  - Bogdanović, Goran A.
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1621
AB  - Theoretical charge density analysis of the thioureido based compound 4-methyl-3-thiosemicarbazide (MeTSC) is used in this study with the aim to provide additional insight into electronic features of the thioureido sulfur acceptor and the corresponding D-H...S hydrogen bonding (D=N, C). The present work is motivated by our earlier experimental charge density study on the same compound that pointed out to a great flexibility of the thioureido S acceptor and its ability to adjust the lone pair electron density to the donor groups in simultaneous hydrogen bonding. Through the additional theoretical approach we were able to single out different fragments of MeTSC crystal and to carefully follow the changes in electron density properties of the S acceptors belonging to: isolated MeTSC monomers (i.e. two crystallographically independent molecules), eight D-H...S bonded dimers and MeTSC molecules placed in full crystal environment, where each S atom engages in four hydrogen bonds. Deformation density of the sulfur's lone electron pair, topological properties of D-H...S interactions and electrostatic potential are here examined in order to comprehend the mutual influence and potential cooperative effects of the four simultaneously formed interactions to each of the S acceptors. The hydrogen bonding involving thioureido S acceptor is also investigated in terms of the energetic properties of the eight real MeTSC dimers existing in the crystal structure, and additional systems MeTSC/MeOH and acetone/MeOH. The latter systems are designed with the purpose of direct comparison and ranking of interactions involving thioureido S to those involving more conventional, carbonyl O acceptor. Energetic features were thoroughly studied through electrostatic interactions energies (XD2006), cohesive energies (CRYSTAL09) and ab initio approach employing the coupled-cluster single S and doubles augmented by a perturbational correction for connected triple excitations (CCSD(T)) method.
PB  - Elsevier
T2  - Computational and Theoretical Chemistry
T1  - Electronic features and hydrogen bonding capacity of the sulfur acceptor in thioureido-based compounds. Part 2. Further insight by theoretical charge density study
VL  - 1067
SP  - 93
EP  - 102
DO  - 10.1016/j.comptc.2015.05.024
ER  - 

@article{
author = "Francuski, Bojana M and Novakovic, Sladjana B and Ostojić, Bojana and Francuski, Djordje D and Bogdanović, Goran A.",
year = "2015",
abstract = "Theoretical charge density analysis of the thioureido based compound 4-methyl-3-thiosemicarbazide (MeTSC) is used in this study with the aim to provide additional insight into electronic features of the thioureido sulfur acceptor and the corresponding D-H...S hydrogen bonding (D=N, C). The present work is motivated by our earlier experimental charge density study on the same compound that pointed out to a great flexibility of the thioureido S acceptor and its ability to adjust the lone pair electron density to the donor groups in simultaneous hydrogen bonding. Through the additional theoretical approach we were able to single out different fragments of MeTSC crystal and to carefully follow the changes in electron density properties of the S acceptors belonging to: isolated MeTSC monomers (i.e. two crystallographically independent molecules), eight D-H...S bonded dimers and MeTSC molecules placed in full crystal environment, where each S atom engages in four hydrogen bonds. Deformation density of the sulfur's lone electron pair, topological properties of D-H...S interactions and electrostatic potential are here examined in order to comprehend the mutual influence and potential cooperative effects of the four simultaneously formed interactions to each of the S acceptors. The hydrogen bonding involving thioureido S acceptor is also investigated in terms of the energetic properties of the eight real MeTSC dimers existing in the crystal structure, and additional systems MeTSC/MeOH and acetone/MeOH. The latter systems are designed with the purpose of direct comparison and ranking of interactions involving thioureido S to those involving more conventional, carbonyl O acceptor. Energetic features were thoroughly studied through electrostatic interactions energies (XD2006), cohesive energies (CRYSTAL09) and ab initio approach employing the coupled-cluster single S and doubles augmented by a perturbational correction for connected triple excitations (CCSD(T)) method.",
publisher = "Elsevier",
journal = "Computational and Theoretical Chemistry",
title = "Electronic features and hydrogen bonding capacity of the sulfur acceptor in thioureido-based compounds. Part 2. Further insight by theoretical charge density study",
volume = "1067",
pages = "93-102",
doi = "10.1016/j.comptc.2015.05.024"
}

Francuski, B. M., Novakovic, S. B., Ostojić, B., Francuski, D. D.,& Bogdanović, G. A.. (2015). Electronic features and hydrogen bonding capacity of the sulfur acceptor in thioureido-based compounds. Part 2. Further insight by theoretical charge density study. in Computational and Theoretical Chemistry
Elsevier., 1067, 93-102.
https://doi.org/10.1016/j.comptc.2015.05.024

Francuski BM, Novakovic SB, Ostojić B, Francuski DD, Bogdanović GA. Electronic features and hydrogen bonding capacity of the sulfur acceptor in thioureido-based compounds. Part 2. Further insight by theoretical charge density study. in Computational and Theoretical Chemistry. 2015;1067:93-102.
doi:10.1016/j.comptc.2015.05.024 .

Francuski, Bojana M, Novakovic, Sladjana B, Ostojić, Bojana, Francuski, Djordje D, Bogdanović, Goran A., "Electronic features and hydrogen bonding capacity of the sulfur acceptor in thioureido-based compounds. Part 2. Further insight by theoretical charge density study" in Computational and Theoretical Chemistry, 1067 (2015):93-102,
https://doi.org/10.1016/j.comptc.2015.05.024 . .

TY  - JOUR
AU  - Miodragović, Đenana
AU  - Bogdanović, Goran
AU  - Miodragović, Zoran
AU  - Radulović, Milanka
AU  - Novaković, Slađana
AU  - Kaluđerović, Goran N.
AU  - Kozlowski, Henryk
PY  - 2006
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4121
AB  - Crystal structure of a novel cobalt(III) complex with antiulcer drug famotidine and ethylenediamine was determined. This is the second structure of a transition metal complex with famotidine resolved by a single crystal X-ray analysis, in which famotidine shows different mode of coordination than that observed in the other cases. Drug molecule is coordinated to metal ion as a tetradentate ligand through guanidine N6, thiazole N4, thioether S2 and terminal N3 atom. Two NH 2 groups (N3H 2 and N6H 2 ) are deprotonated and drug coordinates as dianion. In the asymmetric unit, one chloride anion and one water molecule were found to complete the complex stoichiometry. The structure of the complex is abundant in atoms, which can be involved in hydrogen bond formation either as hydrogen acceptors or hydrogen donors. Because of that, a great number of hydrogen bonds dominates the crystal packing. Beside the hydrogen bonds, there are two interesting noncovalent interactions: CH ... π and NH ... π within the famotidine anion, which stabilize the complex structure. The π ... π stacking interactions between neighboring complex cations are also observed. Antibacterial and antifungal activity of famotidine and its newly synthesized complex against representative bacteria: Escherichia coli, Staphilococcus aureus and Micrococcus lysodeikticus and fungi: Aspergillus niger and Candida albicans were examined. The results indicate a higher selectivity of the famotidine-Co(III) complex, as well as better growth inhibitory activity (lower MIC values (MIC, minimal inhibitory concentration)) in comparison with the drug alone.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex
VL  - 100
IS  - 9
SP  - 1568
EP  - 1574
DO  - 10.1016/j.jinorgbio.2006.05.009
ER  - 

@article{
author = "Miodragović, Đenana and Bogdanović, Goran and Miodragović, Zoran and Radulović, Milanka and Novaković, Slađana and Kaluđerović, Goran N. and Kozlowski, Henryk",
year = "2006",
abstract = "Crystal structure of a novel cobalt(III) complex with antiulcer drug famotidine and ethylenediamine was determined. This is the second structure of a transition metal complex with famotidine resolved by a single crystal X-ray analysis, in which famotidine shows different mode of coordination than that observed in the other cases. Drug molecule is coordinated to metal ion as a tetradentate ligand through guanidine N6, thiazole N4, thioether S2 and terminal N3 atom. Two NH 2 groups (N3H 2 and N6H 2 ) are deprotonated and drug coordinates as dianion. In the asymmetric unit, one chloride anion and one water molecule were found to complete the complex stoichiometry. The structure of the complex is abundant in atoms, which can be involved in hydrogen bond formation either as hydrogen acceptors or hydrogen donors. Because of that, a great number of hydrogen bonds dominates the crystal packing. Beside the hydrogen bonds, there are two interesting noncovalent interactions: CH ... π and NH ... π within the famotidine anion, which stabilize the complex structure. The π ... π stacking interactions between neighboring complex cations are also observed. Antibacterial and antifungal activity of famotidine and its newly synthesized complex against representative bacteria: Escherichia coli, Staphilococcus aureus and Micrococcus lysodeikticus and fungi: Aspergillus niger and Candida albicans were examined. The results indicate a higher selectivity of the famotidine-Co(III) complex, as well as better growth inhibitory activity (lower MIC values (MIC, minimal inhibitory concentration)) in comparison with the drug alone.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex",
volume = "100",
number = "9",
pages = "1568-1574",
doi = "10.1016/j.jinorgbio.2006.05.009"
}

Miodragović, Đ., Bogdanović, G., Miodragović, Z., Radulović, M., Novaković, S., Kaluđerović, G. N.,& Kozlowski, H.. (2006). Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex. in Journal of Inorganic Biochemistry
Elsevier., 100(9), 1568-1574.
https://doi.org/10.1016/j.jinorgbio.2006.05.009

Miodragović Đ, Bogdanović G, Miodragović Z, Radulović M, Novaković S, Kaluđerović GN, Kozlowski H. Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex. in Journal of Inorganic Biochemistry. 2006;100(9):1568-1574.
doi:10.1016/j.jinorgbio.2006.05.009 .

Miodragović, Đenana, Bogdanović, Goran, Miodragović, Zoran, Radulović, Milanka, Novaković, Slađana, Kaluđerović, Goran N., Kozlowski, Henryk, "Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex" in Journal of Inorganic Biochemistry, 100, no. 9 (2006):1568-1574,
https://doi.org/10.1016/j.jinorgbio.2006.05.009 . .