Kokristalizacija 3-klor- i 3-brompiridinijevog klorida i bromida s perhalogeniranim donorima halogenske veze

master's thesis

• Title (english): Cocrystallization of 3-chloro- and 3-bromopyridinium chloride and bromide with perhalogenated halogen bond donors
• Author: Lidija Posavec
• Mentor: Dominik Cinčić (mentor)
• Committee member: Dominik Cinčić (predsjednik povjerenstva)
• Committee member: Iva Juranović Cindrić (član povjerenstva)
• Committee member: Ivana Biljan (član povjerenstva)
• Committee member: Vladimir Stilinović (član povjerenstva)
• Granter: University of Zagreb; Faculty of Science; (Department of Chemistry); Zagreb
• Defense date and country: 2020-02-21, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

U sklopu ovog diplomskog rada pripravljene su soli 3-halogenpiridina: 3-klorpiridinijev
klorid, 3-klorpiridinijev bromid, 3-brompiridinijev klorid i 3-brompiridinijev bromid.
Mehanokemijskom sintezom i kristalizacijom iz otopine izučavana je mogućnost nastajanja
kokristala pripravljenih soli s odabranim perhalogeniranim donorima halogenske veze: 1,4-
dibromtetrafluorbenzenom, tetrafluor-1,4-dijodbenzenom, tetrafluor-1,3-dijodbenzenom,
tetrafluor-1,2-dijodbenzenom i trifluor-1,3,5-trijodbenzenom.
Pripravljeni spojevi izučavani su metodom difrakcije rentgenskih zraka na praškastom
uzorku i razlikovnom pretražnom kalorimetrijom. Za četiri pripravljena kokristala je metodom
rentgenske difrakcije na jediničnom kristalu iznađena molekulska i kristalna struktura.
Proučavanjem struktura ustvrđene su geometrijske značajke ostvarenih interakcija te je izučen
akceptorski potencijal halogenidnih iona i donorski potencijal halogenih atoma supstituiranih
na 3-halogenpiridinijevom kationu.

Abstract (english)

As part of this master thesis, the following 3-halogenpyridinium salts were prepared:
3-chloropyridinium chloride, 3-chloropyridinium bromide, 3-bromopyridinium chloride and
3-chloropyridinium bromide. Mechanochemical synthesis and crystallization from solution
were used to study the cocrystallization of 3-halogenpyridinium salts with five halogen bond
donors: 1,4-dibromotetrafluorobenzene, 1,4-diiodotetrafluorobenzene, 1,3-
diiodotetrafluorobenzene, 1,2-diiodotetrafluorobenzene and 1,3,5-triiodo-2,4,6-
trifluorobenzene.
The crystals were analyzed by powder X-ray diffraction and differential scanning
calorimetry. Crystal and molecular structures of four prepared cocrystals derived from 3-
halogenpyridinium salts and the above-mentioned halogen bond donors were determined by
single crystal X-ray diffraction. Crystal structures of these four cocrystals were analyzed in
terms of their geometrical features while studying halogen-bonding potential of the halide
ions, as well as the potential of halogen atoms substituted on the 3-halogenpyridinium cation
to act as halogen bond donors.

• Keywords: halogenska veza; kokristali; mehanokemijska sinteza; kristalno inženjerstvo
• Keywords (english): halogen bond; cocrystals; mechanochemical synthesis; crystal engineering
• Language: croatian
• URN:NBN: urn:nbn:hr:217:152088
• Study programme: Title: Graduate university studies in chemistry; specializations in: Research programme; Course: Research programme; Study programme type: university; Study level: graduate; Academic / professional title: magistar/magistra kemije (magistar/magistra kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Open access; Embargo expiration date: 2021-02-21
• Created on: 2020-02-27 15:02:09