Synthesis and structure of 6-bromo-2-(diethoxymethyl)-2-hydroxy-3-phenyl-2,3-dihydro-1 <i>H</i> -imidazo[1,2- <i>a</i> ]pyridin-4-ium chloride acetonitrile monosolvate

In the title solvated mol-ecular salt, C<sub>18</sub>H<sub>22</sub>BrN<sub>2</sub>O<sub>3</sub> <sup>+</sup>·Cl<sup>-</sup>·CH<sub>3</sub>CN, 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 tetra-mers enclosing <i>R</i> <sup>2</sup> <sub>4</sub>(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%) inter-actions.

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Publication Details

Journal
Acta Crystallographica Section E Crystallographic Communications
Published
2025-07-01
DOI
https://doi.org/10.1107/s2056989025005778
Primary Topic
Synthesis and Reactions of Organic Compounds
Type
article
Field-Weighted Citation Impact
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article

Synthesis and structure of 6-bromo-2-(diethoxymethyl)-2-hydroxy-3-phenyl-2,3-dihydro-1 H -imidazo[1,2- a ]pyridin-4-ium chloride acetonitrile monosolvate

Jamal Lasri, Aida I. Samigullina, Alebel N. Belay, Tuncer Hökelek et al.
Acta Crystallographica Section E Crystallographic Communications
Synthesis and Reactions of Organic Compounds
article

Synthesis and structure of 6-bromo-2-(diethoxymethyl)-2-hydroxy-3-phenyl-2,3-dihydro-1 H -imidazo[1,2- a ]pyridin-4-ium chloride acetonitrile monosolvate

Jamal Lasri, Aida I. Samigullina, Alebel N. Belay, Tuncer Hökelek, Firudin I. Guseinov, Khudayar I. Hasanov, Tahir A. Javadzade, Sahil Z. Hamidov
article en

Abstract

In the title solvated mol-ecular salt, C<sub>18</sub>H<sub>22</sub>BrN<sub>2</sub>O<sub>3</sub> <sup>+</sup>·Cl<sup>-</sup>·CH<sub>3</sub>CN, 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 tetra-mers enclosing <i>R</i> <sup>2</sup> <sub>4</sub>(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%) inter-actions.

Acta Crystallographica Section E Crystallographic CommunicationsVol. 81(8)
A. N. Kosygin Moscow State Textile University (RU), Khazar University (AZ), King Abdulaziz University (SA), Azerbaijan Medical University (AZ), Azerbaijan Technical University (AZ), N.D. Zelinsky Institute of Organic Chemistry (RU), Bahir Dar University (ET), Hacettepe University (TR)
Hacettepe Üniversitesi
Clean water and sanitation
Openalex Percentile: Top 88%
Synthesis and Reactions of Organic Compounds
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