Hydrogen bonding and polymorphism of amino alcohol salts with quinaldinate : structural study

Podjed, Nina (avtor), Modec, Barbara (avtor)

Three amino alcohols, 3-amino-1-propanol (abbreviated as 3a1pOH), 2-amino-1-butanol (2a1bOH), and 2-amino-2-methyl-1-propanol (2a2m1pOH), were reacted with quinoline-2-carboxylic acid, known as quinaldinic acid. This combination yielded three salts, (3a1pOHH)quin (1, 3a1pOHH$^+$ = protonated 3-amino-1-propanol, quin$^−$ = anion of quinaldinic acid), (2a1bOHH)quin (2, 2a1bOHH$^+$ = protonated 2-amino-1-butanol), and (2a2m1pOHH)quin (3, 2a2m1pOHH$^+$ = protonated 2-amino-2-methyl-1-propanol). The 2-amino-1-butanol and 2-amino-2-methyl-1-propanol systems produced two polymorphs each, labeled 2a/2b and 3a/3b, respectively. The compounds were characterized by X-ray structure analysis on single-crystal. The crystal structures of all consisted of protonated amino alcohols with NH$_3$$^+$ moiety and quinaldinate anions with carboxylate moiety. The used amino alcohols contained one OH and one NH$_2$ functional group, both prone to participate in hydrogen bonding. Therefore, similar connectivity patterns were expected. This proved to be true to some extent as all structures contained the NH$_3$$^+$···$^−$OOC heterosynthon. Nevertheless, different hydrogen bonding and π···π stacking interactions were observed, leading to distinct connectivity motifs. The largest difference in hydrogen bonding occurred between polymorphs 3a and 3b, as they had only one heterosynton in common.

• Jezik: Angleški jezik
• Ključne besede: hydrogen bond, synthon, crystal structure, polymorphism, amino alcohols, quinaldinic acid
• Vrsta gradiva: Članek v reviji
• Tipologija: 1.01 - Izvirni znanstveni članek
• Organizacija: FKKT - Fakulteta za kemijo in kemijsko tehnologijo
• Status publikacije: Objavljeno
• Različica publikacije: Objavljena publikacija
• Leto izida: 2022
• Št. strani: 12 str.
• Številčenje: Vol. 27, iss. 3, art. 996
• PID: 20.500.12556/RUL-137360
• UDK: 544.142.4
• ISSN pri članku: 1420-3049
• DOI: 10.3390/molecules27030996
• COBISS.SI-ID: 96752899
• Datum objave v RUL: 14.06.2022

Gradivo je del revije

• Naslov: Molecules
• Skrajšan naslov: Molecules
• Založnik: MDPI
• ISSN: 1420-3049
• COBISS.SI-ID: 18462981

Licence

• Licenca: CC BY 4.0, Creative Commons Priznanje avtorstva 4.0 Mednarodna
• Povezava: http://creativecommons.org/licenses/by/4.0/deed.sl
• Opis: To je standardna licenca Creative Commons, ki daje uporabnikom največ možnosti za nadaljnjo uporabo dela, pri čemer morajo navesti avtorja.
• Začetek licenciranja: 01.02.2022

Sekundarni jezik

• Jezik: Slovenski jezik
• Ključne besede: vodikova vez, sinton, kristalna struktura, polimorfizem, amino alkoholi, kinaldinska kislina

Projekti

• Financer: ARRS - Agencija za raziskovalno dejavnost Republike Slovenije
• Program financ.: Young researchers

• Financer: ARRS - Agencija za raziskovalno dejavnost Republike Slovenije
• Številka projekta: P1-0134
• Naslov: Kemija za trajnostni razvoj