Kokristalizacija 3,5-dibrompiridinijevog klorida s perhalogeniranim donorima halogenske veze

master's thesis

• Title (english): Cocrystallization of 3,5-dibromopyridinium chloride with perhalogenated halogen bond donors
• Author: Tomislav Lež
• Mentor: Dominik Cinčić (mentor)
• Committee member: Dominik Cinčić (predsjednik povjerenstva)
• Committee member: Adriana Kenđel (član povjerenstva)
• Committee member: Nikola Bregović (član povjerenstva)
• Committee member: Vladimir Stilinović (član povjerenstva)
• Granter: University of Zagreb; Faculty of Science; (Department of Chemistry); Zagreb
• Defense date and country: 2021-09-30, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

U sklopu ovog diplomskog rada pripravljena je kloridna sol 3,5-dibrompiridina.
Mehanokemijskom sintezom i kristalizacijom iz otopine izučavana je mogućnost nastajanja
kokristala pripravljene soli s odabranim perhalogeniranim donorima halogenske veze:
oktafluor-1,4-dijodbutanom, heptadekafluor-1-jodoktanom, pentafluorjodbenzenom,
tetrafluor-1,2-dijodbenzenom, tetrafluor-1,3-dijodbenzenom, tetrafluor-1,4-dijodbenzenom i
trifluor-1,3,5-trijodbenzenom. Pripravljeni spojevi izučavani su razlikovnom pretražnom
kalorimetrijom, metodom difrakcije rentgenskih zraka na praškastom uzorku i metodom
difrakcije rentgenskih zraka na jediničnom kristalu. Za tri pripravljena kokristala je metodom
rentgenske difrakcije na jediničnom kristalu određena molekulska i kristalna struktura. U
svim kokristalima kloridni anion akceptor je halogenske veze I···Cl− i vodikove veze
N−H···Cl−, dok njegova koordinacijska sfera i supramolekulska arhitektura ovise o
korištenim donorima.

Abstract (english)

Within this master thesis a chloride salt of 3,5-dibromopyridine was prepared.
Mechanochemical synthesis and crystallization from solution were used to study cocrystal
formation with the chosen halogen bond donors: octafluoro-1,4-diiodobutane,
heptadecafluoro-1-iodooctane, pentafluoroiodobenzene tetrafluoro-1,2-diiodobenzene,
tetrafluoro-1,3-diiodobenzene, tetrafluoro-1,4-diiodobenzene and trifluoro-1,3,5-
triiodobenzene. Prepared cocrystals were analyzed by differential scanning calorimetry,
powder X-ray diffraction and single crystal X-ray diffraction. Three cocrystals were prepared
and their molecular and crystal structures determined. In all cases, the chloride ion was the
main acceptor of the I···Cl− halogen bond and the N−H···Cl− hydrogen bond. The chloride ion
coordination sphere as well as the supramolecular arhitecture found in the prepared cocrystals
depended on the halogen bond donor used.

• Keywords: :halogenpiridini; halogenska veza; ionski kokristali; vodikova veza
• Keywords (english): halogenpyridines; halogen bond; hydrogen bond; salt cocrystals
• Language: croatian
• URN:NBN: urn:nbn:hr:217:369833
• Project: Number: IP-2019-04-1868; Title: Nove građevne jedinke u supramolekulskom dizajnu složenih višekomponentnih molekulskih kristala temeljenih na halogenskim vezama; Title: New building blocks for the supramolecular design of complex multi-component molecular crystals based on halogen bonds; Acronym: HaloBond; Leader: Dominik Cinčić; Jurisdiction: Croatia; Funder: HRZZ; Funding stream: IP
• 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: 2023-09-30
• Created on: 2021-10-27 10:20:04