Engineering supramolecular helical assemblies <i>via</i> interplay between carbon(sp) tetrel and halogen bonding interactions

Dedeoglu, Burcu; Gürek, Ayşe Gül; Zorlu, Yunus; Ayhan, Mehmet Menaf

doi:10.1039/d3cp00134b

Phys. Chem. Chem. Phys.

2023

DOI: 10.1039/d3cp00134b

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Engineering supramolecular helical assemblies via interplay between carbon(sp) tetrel and halogen bonding interactions

Burcu Dedeoglu

Ayşe Gül Gürek

Yunus Zorlu

et al.

Abstract: Building supramolecular helical structures is a challenge due to difficulties to design and control of competitive noncovalent forces. Herein, we report three scaffolds (1a, 1b, 1c) decorated with same number...

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2024

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Cited by 2 publications

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Effect of Br···O Bonding on the Chiral Assembly of Brominated Amides in the Crystalline Phase

Kikkawa,

Takeno,

Nakayama

et al. 2024

Crystal Growth & Design

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A cyclic triamide of 2,5-dibromo-4-ethylaminobenzoic acid, which has a fixed axial chirality, was prepared in racemic and enantiopure forms. The structures of the corresponding crystals and homochiral molecular assembly formation were analyzed from the viewpoint of intermolecular interactions. Although the packing arrangements in the two types of crystals were similar, the packing difference suggested the importance of the C�O••• Br−C contact for the chiral assembly. A statistical analysis of amides with the above contact revealed a correlation between the molecular assembly type (hetero-or homochiral) and the contact angle of adjacent molecules interacting through C�O•••Br bonding. Specifically, in the absence of aryl groups, the O•••Br−C angles closer to 180°facilitated the assembly of molecule pairs into a chiral arrangement. In contrast, the opposite trend was observed in the presence of one or more aryl groups. Furthermore, the chiral and racemic crystals displayed different preferences for the C�O•••Br angle, indicating its importance in determining crystal chirality. Our approach extended the scope of the previously reported method and demonstrated its applicability to compounds with other skeletons.

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Effect of Br···O Bonding on the Chiral Assembly of Brominated Amides in the Crystalline Phase

Kikkawa,

Takeno,

Nakayama

et al. 2024

Crystal Growth & Design

View full text Add to dashboard Cite

show abstract

Synthesis, Structural Characterization, and Theoretical Analysis of Nonconventional Bonding in Dinuclear Zinc(II) Complexes with Tridentate Schiff Bases

Halder,

Middya,

Gomila

et al. 2024

ACS Omega

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Two tridentate N,N,O-donor ligands, HL 1 = 4-chloro-2-(((2-(methylamino)ethyl)amino)methyl)phenol and HL 2 = 4-chloro-2-(((2-(dimethylamino)ethyl)amino)methyl)phenol, have been used to synthesize phenolate-bridged dinuclear complexes [Zn 2 (L 1 ) 2 Cl 2 ] ( 1) and [Zn 2 (L 2 ) 2 (N 3 ) 2 ] (2). Single-crystal X-ray diffraction analysis confirmed their structures. Both complexes form assemblies in the solid state. Moreover, the existence of nonconventional spodium bonds in 1 and tetrel bonds in 2 has been explored using theoretical calculations, including MEP surface plots and QTAIM and NCIplot analyses.

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Engineering supramolecular helical assemblies via interplay between carbon(sp) tetrel and halogen bonding interactions

Abstract: Building supramolecular helical structures is a challenge due to difficulties to design and control of competitive noncovalent forces. Herein, we report three scaffolds (1a, 1b, 1c) decorated with same number...

Cited by 2 publications

References 68 publications

Effect of Br···O Bonding on the Chiral Assembly of Brominated Amides in the Crystalline Phase

Effect of Br···O Bonding on the Chiral Assembly of Brominated Amides in the Crystalline Phase

Synthesis, Structural Characterization, and Theoretical Analysis of Nonconventional Bonding in Dinuclear Zinc(II) Complexes with Tridentate Schiff Bases

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