Crystal structure and Hirshfeld surface analysis of (Z)-4-({[2-(benzo[b]thiophen-3-yl)cyclopent-1-en-1-yl]methyl}(phenyl)amino)-4-oxobut-2-enoic acid DOI Creative Commons
Elizaveta D. Yakovleva, Evgeniya R. Shelukho, Mikhail S. Grigoriev

et al.

Acta Crystallographica Section E Crystallographic Communications, Journal Year: 2024, Volume and Issue: 80(5), P. 537 - 542

Published: April 26, 2024

In the title compound, C 24 H 21 NO 3 S, cyclopentene ring adopts an envelope conformation. crystal, molecules are linked by C—H...π interactions, forming ribbons along a axis. Intermolecular C—H...O hydrogen bonds connect these to each other, layers parallel (0\overline{1}1) plane. The molecular packing is strengthened van der Waals interactions between layers. intermolecular contacts were quantified using Hirshfeld surface analysis and two-dimensional fingerprint plots, revealing relative contributions of crystal be H...H 46.0%, C...H/H...C 21.1%, O...H/H...O 20.6% S...H/H...S 9.0%.

Language: Английский

Synthesis, crystal structure, Hirshfeld surface and crystal void analysis of 4-fluorobenzo[c][1,2,5]selenadiazol-1-ium chloride DOI Creative Commons
Atash V. Gurbanov, Tuncer Hökelek,

Gunay Z. Mammadova

et al.

Acta Crystallographica Section E Crystallographic Communications, Journal Year: 2025, Volume and Issue: 81(3), P. 252 - 256

Published: Feb. 20, 2025

The asymmetric unit of the title salt, C6H4FN2Se+·Cl-, contains one planar 4-fluoro-benzo[c][1,2,5]selena-diazol-1-ium mol-ecular cation and a chloride anion. In crystal, inter-molecular N-H⋯Cl hydrogen bonds link mol-ecules, which are arranged in parallel layers along (104), to anions. cationic layers, turn, stacked [001]. A Hirshfeld surface analysis crystal structure indicates that most important contributions for packing from H⋯Cl/Cl⋯H (22.6%), H⋯F/F⋯H (13.9%), H⋯N/N⋯H (11.9%), H⋯C/C⋯H (10.2%) H⋯H (7.7%) inter-actions. volume voids percentage free space were calculated be 44.80 Å3 5.91%, showing there is no large cavity packing.

Language: Английский

Citations

0
Halogen Bond-Assisted Supramolecular Dimerization of Pyridinium-Fused 1,2,4-Selenadiazoles via Four-Center Se2N2 Chalcogen Bonding DOI Open Access
Evgeny A. Dukhnovsky, Alexander S. Novikov, Alexey S. Kubasov

et al.

International Journal of Molecular Sciences, Journal Year: 2024, Volume and Issue: 25(7), P. 3972 - 3972

Published: April 3, 2024

The synthesis and structural characterization of α-haloalkyl-substituted pyridinium-fused 1,2,4-selenadiazoles with various counterions is reported herein, demonstrating a strategy for directed supramolecular dimerization in the solid state. compounds were obtained through recently discovered 1,3-dipolar cycloaddition reaction between nitriles bifunctional 2-pyridylselenyl reagents, their structures confirmed by X-ray crystallography. α-Haloalkyl-substituted exclusively formed dimers via four-center Se···N chalcogen bonding, supported additional halogen bonding involving α-haloalkyl substituents. introduction halogens at α-position substituent R selenadiazole core proved effective promoting dimerization, which was unaffected variation counterions. Additionally, impact cocrystallization classical bond donor C6F3I3 on assembly investigated. Non-covalent interactions studied using density functional theory calculations topological analysis electron distribution, indicated that all ChB, XB HB are purely non-covalent attractive nature. This study underscores potential directing self-assembly materials employing derived from reagents.

Language: Английский

Citations

3
Recognition and sensing of Lewis bases by 1,2,5-chalcogenadiazoles DOI
Ekaterina A. Radiush, Hui Wang, Elena A. Chulanova

et al.

Mendeleev Communications, Journal Year: 2024, Volume and Issue: 34(3), P. 297 - 306

Published: May 1, 2024

Language: Английский

Citations

2
Electrostatic Surface Potentials and Chalcogen‐Bonding Motifs of Substituted 2,1,3‐Benzoselenadiazoles Probed via 77Se Solid‐State NMR Spectroscopy DOI Creative Commons
Tristan Georges, Jeffrey S. Ovens, David L. Bryce

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: Aug. 23, 2024

Abstract Chalcogen bonds (ChB) are moderately strong, directional, and specific non‐covalent interactions that have garnered substantial interest over the last decades. Specifically, presence of two σ‐holes offers great potential for crystal engineering, catalysis, biochemistry, molecular sensing. However, ChB applications currently hampered by a lack methods to characterize control chalcogen bonds. Here, we report on influence various substituents (halogens, cyano, methyl groups) observed self‐complementary networks 2,1,3‐benzoselenadiazoles. From electrostatic calculations, show surface potentials (ESP) selenium largely influenced electron‐withdrawing character these substituents. Structural analyses via X‐ray diffraction reveal variety geometries binding modes rationalized computed ESP maps, although structure 5,6‐dimethyl‐2,1,3‐benzoselenadiazole also demonstrates steric interactions. 77 Se solid‐state magic‐angle spinning NMR spectroscopy, in particular analysis chemical shift tensors, is found be an effective probe able both structural features systems. We find positive correlation between value maxima at experimentally measured isotropic shift, while skew tensor established as metric which reflective motif.

Language: Английский

Citations

2
Anions as Lewis Acids in Noncovalent Bonds DOI
Steve Scheiner

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: July 8, 2024

The ability of an anion to serve as electron-accepting Lewis acid in a noncovalent bond is assessed via DFT calculations. NH

Language: Английский

Citations

2
Unveiling the Nature and Strength of Selenium-Centered Chalcogen Bonds in Binary Complexes of SeO2 with Oxygen-/Sulfur-Containing Lewis Bases: Insights from Theoretical Calculations DOI Open Access
Tao Lu,

Renhua Chen,

Qingyu Liu

et al.

International Journal of Molecular Sciences, Journal Year: 2024, Volume and Issue: 25(11), P. 5609 - 5609

Published: May 21, 2024

Among various non-covalent interactions, selenium-centered chalcogen bonds (SeChBs) have garnered considerable attention in recent years as a result of their important contributions to crystal engineering, organocatalysis, molecular recognition, materials science, and biological systems. Herein, we systematically investigated π-hole-type Se

Language: Английский

Citations

1
Effect of substituent position on assembly of compounds bearing ortho/para over meta directing groups DOI Creative Commons
Vahid Amani,

Fataneh Norouzi,

Maryam Esmaeili

et al.

Results in Chemistry, Journal Year: 2024, Volume and Issue: 10, P. 101748 - 101748

Published: Aug. 1, 2024

Language: Английский

Citations

1
Substituent Effect on Regium Bonding in Copper(II) Complexes of 4-Substituted Pyridines: Crystallographic and Computational Study DOI
Vusala A. Aliyeva, Atash V. Gurbanov, Rosa M. Gomila

et al.

Crystal Growth & Design, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 3, 2024

Language: Английский

Citations

0
Crystal structure and Hirshfeld surface analysis of 8-benzyl-1-[(4-methylphenyl)sulfonyl]-2,7,8,9-tetrahydro-1H-3,6:10,13-diepoxy-1,8-benzodiazacyclopentadecine ethanol hemisolvate DOI Creative Commons

Gleb M. Burkin,

Elizaveta A. Kvyatkovskaya, Victor N. Khrustalev

et al.

Acta Crystallographica Section E Crystallographic Communications, Journal Year: 2024, Volume and Issue: 80(4), P. 418 - 422

Published: March 26, 2024

The asymmetric unit of the title compound, 2C 31 H 28 N 2 O 4 S·C 6 O, contains a parent molecule and half ethanol solvent. main compound stabilizes its molecular conformation by forming ring with an R 1 (7) motif solvent molecule. In crystal, molecules are connected C—H...O O—H...O hydrogen bonds, three-dimensional network. addition, C—H...π interactions also strengthen packing.

Language: Английский

Citations

0
Crystal structure and Hirshfeld surface analysis of (Z)-4-({[2-(benzo[b]thiophen-3-yl)cyclopent-1-en-1-yl]methyl}(phenyl)amino)-4-oxobut-2-enoic acid DOI Creative Commons
Elizaveta D. Yakovleva, Evgeniya R. Shelukho, Mikhail S. Grigoriev

et al.

Acta Crystallographica Section E Crystallographic Communications, Journal Year: 2024, Volume and Issue: 80(5), P. 537 - 542

Published: April 26, 2024

In the title compound, C 24 H 21 NO 3 S, cyclopentene ring adopts an envelope conformation. crystal, molecules are linked by C—H...π interactions, forming ribbons along a axis. Intermolecular C—H...O hydrogen bonds connect these to each other, layers parallel (0\overline{1}1) plane. The molecular packing is strengthened van der Waals interactions between layers. intermolecular contacts were quantified using Hirshfeld surface analysis and two-dimensional fingerprint plots, revealing relative contributions of crystal be H...H 46.0%, C...H/H...C 21.1%, O...H/H...O 20.6% S...H/H...S 9.0%.

Language: Английский

Citations

0