Synthesis and structure of 6-bromo-2-(diethoxymethyl)-2-hydroxy-3-phenyl-2,3-dihydro-1H-imidazo[1,2-a]pyridin-4-ium chloride acetonitrile monosolvate
In the title solvated molecular salt, C18H22BrN2O3+·Cl−·CH3CN, the imidazole ring is in envelope conformation and the pyridine and phenyl rings are oriented at a dihedral angle of 72.52 (5)°. In the crystal, O—H...Cl and N—H...Cl hydrogen bonds link the cations and anions into centrosymmetric tetram...
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| Language: | English |
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International Union of Crystallography
2025-08-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
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| Online Access: | https://journals.iucr.org/paper?S2056989025005778 |
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| author | Firudin I. Guseinov Aida I. Samigullina Tuncer Hökelek Sahil Z. Hamidov Jamal Lasri Khudayar I. Hasanov Tahir A. Javadzade Alebel N. Belay |
| author_facet | Firudin I. Guseinov Aida I. Samigullina Tuncer Hökelek Sahil Z. Hamidov Jamal Lasri Khudayar I. Hasanov Tahir A. Javadzade Alebel N. Belay |
| author_sort | Firudin I. Guseinov |
| collection | DOAJ |
| description | In the title solvated molecular salt, C18H22BrN2O3+·Cl−·CH3CN, the imidazole ring is in envelope conformation and the pyridine and phenyl rings are oriented at a dihedral angle of 72.52 (5)°. In the crystal, O—H...Cl and N—H...Cl hydrogen bonds link the cations and anions into centrosymmetric tetramers enclosing R24(12) loops. Short Br...Cl [3.2313 (4) Å] and O...Cl [3.0490 (10) Å] contacts are observed. A Hirshfeld surface analysis of the structure indicates that the most important contributions for the crystal packing are from H...H (52.4%), H...C/C...H (12.1%), H...Br/Br...H (11.0%) and H...Cl/Cl...H (10.2%) interactions. |
| format | Article |
| id | doaj-art-1ee76c221cd84e6d95bec746c64ded8d |
| institution | Kabale University |
| issn | 2056-9890 |
| language | English |
| publishDate | 2025-08-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj-art-1ee76c221cd84e6d95bec746c64ded8d2025-08-20T03:44:29ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902025-08-0181867267510.1107/S2056989025005778hb8130Synthesis and structure of 6-bromo-2-(diethoxymethyl)-2-hydroxy-3-phenyl-2,3-dihydro-1H-imidazo[1,2-a]pyridin-4-ium chloride acetonitrile monosolvateFirudin I. Guseinov0Aida I. Samigullina1Tuncer Hökelek2Sahil Z. Hamidov3Jamal Lasri4Khudayar I. Hasanov5Tahir A. Javadzade6Alebel N. Belay7Kosygin State University of Russia, 117997 Moscow, Russian FederationN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian FederationHacettepe University, Department of Physics, 06800 Beytepe-Ankara, TürkiyeAzerbaijan Technological University, Shah Ismayil Khatai Avenue 103, AZ2011 Ganja, AzerbaijanDepartment of Chemistry, Rabigh College of Science and Arts, King Abdulaziz University, Jeddah 21589, Saudi ArabiaAzerbaijan Medical University, Scientific Research Centre (SCR), A. Kasumzade St. 14, AZ1022 Baku, AzerbaijanDepartment of Chemistry and Chemical Engineering, Khazar University, Mahsati St. 41, AZ1096 Baku, AzerbaijanDepartment of Chemistry, Bahir Dar University, PO Box 79, Bahir Dar, EthiopiaIn the title solvated molecular salt, C18H22BrN2O3+·Cl−·CH3CN, the imidazole ring is in envelope conformation and the pyridine and phenyl rings are oriented at a dihedral angle of 72.52 (5)°. In the crystal, O—H...Cl and N—H...Cl hydrogen bonds link the cations and anions into centrosymmetric tetramers enclosing R24(12) loops. Short Br...Cl [3.2313 (4) Å] and O...Cl [3.0490 (10) Å] contacts are observed. A Hirshfeld surface analysis of the structure indicates that the most important contributions for the crystal packing are from H...H (52.4%), H...C/C...H (12.1%), H...Br/Br...H (11.0%) and H...Cl/Cl...H (10.2%) interactions.https://journals.iucr.org/paper?S2056989025005778crystal structurenon-covalent interactionshydrogen bondimidazole |
| spellingShingle | Firudin I. Guseinov Aida I. Samigullina Tuncer Hökelek Sahil Z. Hamidov Jamal Lasri Khudayar I. Hasanov Tahir A. Javadzade Alebel N. Belay Synthesis and structure of 6-bromo-2-(diethoxymethyl)-2-hydroxy-3-phenyl-2,3-dihydro-1H-imidazo[1,2-a]pyridin-4-ium chloride acetonitrile monosolvate Acta Crystallographica Section E: Crystallographic Communications crystal structure non-covalent interactions hydrogen bond imidazole |
| title | Synthesis and structure of 6-bromo-2-(diethoxymethyl)-2-hydroxy-3-phenyl-2,3-dihydro-1H-imidazo[1,2-a]pyridin-4-ium chloride acetonitrile monosolvate |
| title_full | Synthesis and structure of 6-bromo-2-(diethoxymethyl)-2-hydroxy-3-phenyl-2,3-dihydro-1H-imidazo[1,2-a]pyridin-4-ium chloride acetonitrile monosolvate |
| title_fullStr | Synthesis and structure of 6-bromo-2-(diethoxymethyl)-2-hydroxy-3-phenyl-2,3-dihydro-1H-imidazo[1,2-a]pyridin-4-ium chloride acetonitrile monosolvate |
| title_full_unstemmed | Synthesis and structure of 6-bromo-2-(diethoxymethyl)-2-hydroxy-3-phenyl-2,3-dihydro-1H-imidazo[1,2-a]pyridin-4-ium chloride acetonitrile monosolvate |
| title_short | Synthesis and structure of 6-bromo-2-(diethoxymethyl)-2-hydroxy-3-phenyl-2,3-dihydro-1H-imidazo[1,2-a]pyridin-4-ium chloride acetonitrile monosolvate |
| title_sort | synthesis and structure of 6 bromo 2 diethoxymethyl 2 hydroxy 3 phenyl 2 3 dihydro 1h imidazo 1 2 a pyridin 4 ium chloride acetonitrile monosolvate |
| topic | crystal structure non-covalent interactions hydrogen bond imidazole |
| url | https://journals.iucr.org/paper?S2056989025005778 |
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