Halogen Bond Motifs in Cocrystals of N,N,O and N,O,O Acceptors Derived from Diketones and Containing a Morpholine or Piperazine Moiety

Sušanj, Ruđer; Nemec, Vinko; Bedeković, Nikola; Cinčić, Dominik

doi:10.1021/acs.cgd.2c00665

Pregled bibliografske jedinice broj: 1228529

Halogen Bond Motifs in Cocrystals of N,N,O and N,O,O Acceptors Derived from Diketones and Containing a Morpholine or Piperazine Moiety

Sušanj, Ruđer; Nemec, Vinko; Bedeković, Nikola; Cinčić, Dominik

Halogen Bond Motifs in Cocrystals of N,N,O and N,O,O Acceptors Derived from Diketones and Containing a Morpholine or Piperazine Moiety // Crystal growth & design, 22 (2022), 9; 5135-5142 doi:10.1021/acs.cgd.2c00665 (međunarodna recenzija, članak, znanstveni)

CROSBI ID: 1228529 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
Halogen Bond Motifs in Cocrystals of N,N,O and N,O,O Acceptors Derived from Diketones and Containing a Morpholine or Piperazine Moiety

Autori
Sušanj, Ruđer ; Nemec, Vinko ; Bedeković, Nikola ; Cinčić, Dominik

Izvornik
Crystal growth & design (1528-7483) 22 (2022), 9; 5135-5142

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Halogen-bonding, Carbonyls, Group 17 compounds, Molecules, Nitrogen, Oxygen

Sažetak
In this study, we investigate the halogen bond acceptor potential of oxygen and nitrogen atoms of morpholine and piperazine fragments when they are peripherally located on N, O, O or N, N, O acceptor molecules. We synthesized four acceptor molecules derived from either acetylacetone or benzoylacetone and cocrystallized them with 1, 4- diiodotetrafluorobenzene and 1, 3, 5- triiodotrifluorobenzene. This resulted in eight cocrystals featuring different topicities and geometric dispositions of donor atoms. In all cocrystals, halogen bonds are formed with either the morpholinyl oxygen atom or the terminal piperazine nitrogen atom. The I···Omorpholine halogen bonds feature lower relative shortening values than I···Nterminal, I···Ocarbonyl, and I···Nproximal halogen bonds. The N and O halogen bond acceptor sites were evaluated through calculations of molecular electrostatic potential values.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA

Projekti:
HRZZ-IP-2019-04-1868 - Nove građevne jedinke u supramolekulskom dizajnu složenih višekomponentnih molekulskih kristala temeljenih na halogenskim vezama (HaloBond) (Cinčić, Dominik, HRZZ - 2019-04) ( CroRIS)

Ustanove:
Prirodoslovno-matematički fakultet, Zagreb

Profili:

Vinko Nemec (autor)