Synthetic Strategies toward Higher Cocrystals of Some Resorcinols

Crystal Growth & Design, Год журнала: 2022, Номер 22(12), С. 7578 - 7589

Опубликована: Ноя. 22, 2022

Higher cocrystal synthesis depends on precise strategic approaches. A total of 32 stoichiometric ternary and quaternary cocrystals based resorcinol derivatives were achieved using structural inequivalence shape–size mimicry approaches are reported here. Along with 28 binary precursors that also obtained, these 60 serve to generalize synthetic strategies toward ends. number large synthon Aufbau modules (LSAMs) designed depending the substitution pattern in resorcinol. The LSAMs from 5-substituted found be useful designing higher cocrystals. construction a without "special" compound 2,3,5,6-tetramethylpyrazine has been finally secured.

Язык: Английский

---

Room Temperature Phosphorescence in Crystalline Bifurcating Halogen···Halogen Synthon Containing Chromophore

Chemical Communications, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Presenting room-temperature phosphorescence in a tetrabrominated dihydropentacene derivative having stabilizing bifurcating halogen synthon interactions, using comprehensive spectroscopic, computational, and single-crystal analysis.

Язык: Английский

---

Boat and Chair Shaped Hexahalogen Synthons

Chemistry - An Asian Journal, Год журнала: 2023, Номер 18(6)

Опубликована: Янв. 30, 2023

Non-covalent halogen bonding interactions are quintessential in crystal engineering for the construction of distinctive supramolecular synthons. Here, we report first crystalline evidences unique boat and chair shaped cyclic hexahalogen synthons structures α,α,α',α',4-pentabromo-o-xylene (PBX) α,α,α',α',4,5-hexabromo-o-xylene (HBX) respectively. Nature stability constituent scrutinized with help quantum-chemical calculations. Pendás' interacting quantum atoms approach confirmed Br⋅⋅⋅Br leading to major contribution from exchange-correlation. Although both molecules achiral nature, packing forces guide PBX crystallize chiral space group P21 a helix-like orientation while HBX packs centrosymmetric /n group. The extended furcations pentabromo derivative construct molecular framework consisting macrocycles realized through bonding.

Язык: Английский

---

An experimental and theoretical study on the molecular interactions of N-aromatic L-proline in the condensed phase

Journal of Molecular Structure, Год журнала: 2024, Номер 1309, С. 138160 - 138160

Опубликована: Март 26, 2024

Язык: Английский

---

Properties and Stabilities of Cyclic and Open Chains of Halogen Bonds

The Journal of Physical Chemistry A, Год журнала: 2022, Номер 126(37), С. 6443 - 6455

Опубликована: Сен. 9, 2022

Open and cyclic chains from two to eight units of ICl IF are constructed examined by density functional theory (DFT) calculations. These contain either I···I or I···X halogen bonds (XBs) where X refers Cl F. The closed rings more stable than the open due presence an additional XB enhanced cooperativity. This pattern is true even for most trimers there sizable geometric distortion in rings. I···F generally corresponding cycles as bond stronger simple dimer. However, comparable energy I···Cl. It possible construct at least large units, which held together exclusively XBs. On other hand, maximum size 6. Red shifts observed I-X stretching frequency bands, magnify chain, both open, grows longer. NMR chemical shielding I atoms increases but diminishes when I···Cl present.

Язык: Английский

---

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

Physical Chemistry Chemical Physics, Год журнала: 2023, Номер 25(16), С. 11493 - 11500

Опубликована: Янв. 1, 2023

Building supramolecular helical structures is a challenge due to difficulties in the design and control of competitive noncovalent forces. Herein, we report three scaffolds (1a, 1b, 1c) decorated with -CN -Br groups. These groups known for their ability form multiple interactions efficient can be utilized achieve such complex structures. X-Ray analyses revealed that crystal packing 1a, 1b 1c dominated by highly directional Br⋯CN Csp-tetrel bonding (1a), Br⋯π, Br⋯N (1b) Br⋯Br (1c) XB interactions, these have led formation achiral P/M, chiral M P/M assemblies, respectively. A detailed structural computational analysis was performed clarify nature estimate strength assemblies. MEP shown potential electron-deficient electron-rich regions within has similar values. Yet, geometric accessibility σ-holes differed each scaffold. Thus, dominant changed consequently different assembly formations. The interaction energies are around -11.4 -4.0 (1b), -4.6 kcal mol-1 mainly driven dispersion, followed electrostatic interactions. To our surprise, considered weakest among non-covalent strongest scaffolds, which shows importance Sigma holes. findings expected contribute future rational self-assembled materials, utilizing various applications as engineering, organic semiconductors, sensor devices, medicinal chemistry.

Язык: Английский

---

Hydrogen and halogen bonds in drug-drug cocrystals of X-uracil (X = F, I) and lamivudine: extended quadruplex and layered assemblies

Supramolecular chemistry, Год журнала: 2021, Номер 33(12), С. 687 - 692

Опубликована: Дек. 2, 2021

We report drug-drug cocrystals of the cytotoxic chemotherapy drugs 5-fluoro (5FU)/iodouracil (5IU) and antiretroviral lamivudine (3TC). The cocrystal 2(5FU)·(3TC) is sustained by hydrogen bonds to generate a three-dimensional (3D) network while halogen in (5IU)·(3TC) effectively disrupt form layered assemblies.

Язык: Английский

---