scholarly journals Hydrogen- and halogen-bond cooperativity in determining the crystal packing of dihalogen charge-transfer adducts: a study case from heterocyclic pentatomic chalcogenone donors

CrystEngComm ◽  
2017 ◽  
Vol 19 (30) ◽  
pp. 4401-4412 ◽  
Author(s):  
Riccardo Montis ◽  
Massimiliano Arca ◽  
M. Carla Aragoni ◽  
Antonio Bauzá ◽  
Francesco Demartin ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Crystal Packing ◽  
Halogen Bond ◽  
Supramolecular Architectures ◽  
Study Case

A synergic cooperation between HB and XB interactions determines the supramolecular architectures in dihalogen CT adducts of hydantoin-like chalcogen donors.

scholarly journals (Z)-3-[2-(2,4-Dinitrophenyl)hydrazin-1-ylidene]isobenzofuran-1(3H)-one dichloromethane hemisolvate

2014 ◽  
Vol 70 (4) ◽  
pp. o418-o418
Author(s):  
Palak Agarwal ◽  
Pragati Mishra ◽  
Nikita Gupta ◽  
Neelam ◽  
Priyaranjan Sahoo ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Benzene Ring ◽  
Dihedral Angle ◽  
Title Compound ◽  
Crystal Packing ◽  
Halogen Bond ◽  
Solvent Molecule ◽  
Twofold Axis ◽  
Bond Interaction ◽  
The Mean

In the title compound, 2C14H8N4O6·CH2Cl2, the dichloromethane solvent molecule resides on a crystallographic twofold axis. The mean plane of the phthalisoimide ring is oriented at a dihedral angle of 32.93 (12)° with respect to the nitro-substituted benzene ring. An intramolecular N—H...O hydrogen bond occurs. The crystal packing features a short Cl...O halogen-bond interaction [3.093 (3) Å].

Cooperative halogen bonding and polarized π-stacking in the formation of coloured charge-transfer co-crystals

2018 ◽  
Vol 42 (13) ◽  
pp. 10615-10622 ◽  
Author(s):  
Chideraa I. Nwachukwu ◽  
Zachary R. Kehoe ◽  
Nathan P. Bowling ◽  
Erin D. Speetzen ◽  
Eric Bosch
Keyword(s):  
Charge Transfer ◽  
Halogen Bond ◽  
Halogen Bonding ◽  
Π Stacking

Matched electron rich halogen bond acceptors and donor have been synthesized and the halogen bonded charge transfer cocrystals characterized.

Salt formation, hydrogen-bonding patterns and supramolecular architectures of acridine with salicylic and hippuric acid molecules

2021 ◽  
Vol 77 (12) ◽  
Author(s):  
Suresh Suganya ◽  
Kandasamy Saravanan ◽  
Ramakrishnan Jaganathan ◽  
Poomani Kumaradhas
Keyword(s):  
Hydrogen Bonding ◽  
Intermolecular Interactions ◽  
Hippuric Acid ◽  
Crystal Packing ◽  
Noncovalent Interactions ◽  
Salt Formation ◽  
Aminosalicylic Acid ◽  
Dispersion Interactions ◽  
Supramolecular Architectures ◽  
Quantitative Contributions

The intermolecular interactions and salt formation of acridine with 4-aminosalicylic acid, 5-chlorosalicylic acid and hippuric acid were investigated. The salts obtained were acridin-1-ium 4-aminosalicylate (4-amino-2-hydroxybenzoate), C13H10N+·C7H6NO3 − (I), acridin-1-ium 5-chlorosalicylate (5-chloro-2-hydroxybenzoate), C13H10N+·C7H4ClO3 − (II), and acridin-1-ium hippurate (2-benzamidoacetate) monohydrate, C13H10N+·C9H8NO3 −·H2O (III). Acridine is involved in strong intermolecular interactions with the hydroxy group of the three acids, enabling it to form supramolecular assemblies. Hirshfeld surfaces, fingerprint plots and enrichment ratios were generated and investigated, and the intermolecular interactions were analyzed, revealing their quantitative contributions in the crystal packing of salts I, II and III. A quantum theory of atoms in molecules (QTAIM) analysis shows the charge–density distribution of the intermolecular interactions. The isosurfaces of the noncovalent interactions were studied, which allows visualization of where the hydrogen-bonding and dispersion interactions contribute within the crystal.

Insight into the halogen-bond nature of noble gas-chlorine systems by molecular beam scattering experiments, ab initio calculations and charge displacement analysis

2019 ◽  
Vol 21 (14) ◽  
pp. 7330-7340 ◽  
Author(s):  
Francesca Nunzi ◽  
Diego Cesario ◽  
Leonardo Belpassi ◽  
Francesco Tarantelli ◽  
Luiz F. Roncaratti ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Ab Initio Calculations ◽  
Ab Initio ◽  
Molecular Beam ◽  
Halogen Bond ◽  
Noble Gas ◽  
Molecular Beam Scattering ◽  
Beam Scattering ◽  
Charge Displacement ◽  
Insight Into

A weak halogen bond, together with charge transfer from a noble gas to Cl2, characterizes the intermolecular interaction between a noble gas atom and Cl2 in a collinear configuration.

scholarly journals N-Substitution of acridone with electron-donating groups: crystal packing, intramolecular charge transfer and tuneable aggregation induced emission

RSC Advances ◽  
2020 ◽  
Vol 10 (12) ◽  
pp. 7092-7098 ◽  
Author(s):  
Renfei Liu ◽  
Guanxing Zhu ◽  
Gang Zhang
Keyword(s):  
Charge Transfer ◽  
Transfer Process ◽  
Intramolecular Charge Transfer ◽  
Crystal Packing ◽  
Charge Transfer Process ◽  
Aggregation Induced Emission ◽  
Donor Acceptor ◽  
Electron Donating Groups

Triphenylamine functionalized acridone leads to a donor–acceptor system with intramolecular charge transfer process and tuneable aggregation induced enhanced emission.

Remarkable pressure-induced emission enhancement based on intermolecular charge transfer in halogen bond-driven dual-component co-crystals

2018 ◽  
Vol 20 (48) ◽  
pp. 30297-30303 ◽  
Author(s):  
Aisen Li ◽  
Jing Wang ◽  
Yingjie Liu ◽  
Shuping Xu ◽  
Ning Chu ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Halogen Bond ◽  
Intermolecular Charge Transfer ◽  
Emission Enhancement

Remarkable pressure-induced emission enhancement from dark to bright based on intermolecular charge transfer (CT) is presented in this study.

scholarly journals Functional properties ensue from cooperation of different interactions

2014 ◽  
Vol 70 (a1) ◽  
pp. C630-C630
Author(s):  
Giuseppe Resnati ◽  
Pierangelo Metrangolo ◽  
Giancarlo Terraneo ◽  
Gabriella Cavallo
Keyword(s):  
Hydrogen Bond ◽  
Self Assembly ◽  
Halogen Atom ◽  
Crystal Packing ◽  
Halogen Bond ◽  
Decisive Role ◽  
Solid Materials ◽  
Two Component ◽  
Confined Environment ◽  
Specific Profile

According to the definition recommended by IUPAC [1], a halogen bond (XB) occurs when there is evidence of a net attractive interaction between an electrophilic region in a halogen atom and a nucleophilic region in another atom. The halogen bond has many similarities with the hydrogen bond (HB) and here we discuss the specific profile of the two interactions. We also show how the cooperation between the two interactions afford crystalline systems possessing unique and useful properties. For instance, the diiodide, dibromide, and dichloride salts of the 1,6-bis(trimethylammonium)hexane cation (hexamethonium, HMET2+, cation) react with two equivalents of diiodine in a solid-gas reaction and the corresponding bis-trihalides (halogen bonded adducts) are formed [2]. No cavities are present in the starting dihalides and the observed behavior reveals the dynamically porous character of bis(trimethylammonium)alkane dihalides. In the obtained bis-trihalides a net of X-···H-C HBs (X=Cl, Br, I) plays a decisive role in controlling the crystal packing: Four cationic columns embrace an anionic twin column formed by stacking of trihalide dimers. When heated, these bis-trihalides lose one diiodine molecule and the virtually unknown tetrahalide dianions [I4]2-, [I2Br2] 2-, and [I2Cl2]2-are formed. These dianions are the product of the double pinning of a diiodine molecule by two halide anions via strong XBs. The last two tetrahalides were never obtained in solution. The confined environment of dynamically porous materials clearly confers useful synthetic opportunities relative to solution-state processes. Other cases are described wherein XB and HB cooperate in driving self-assembly processes which afford solid materials endowed with useful properties. For instance, we will discuss the formation of two-component supramolecular gels [3] wherein a bis-urea and a diiodoarene self-assemble via cooperative XB and HB.

scholarly journals Characterizing the interplay of Pauli repulsion, electrostatics, dispersion and charge transfer in halogen bonding with energy decomposition analysis

2018 ◽  
Vol 20 (2) ◽  
pp. 905-915 ◽  
Author(s):  
Jonathan Thirman ◽  
Elric Engelage ◽  
Stefan M. Huber ◽  
Martin Head-Gordon
Keyword(s):  
Charge Transfer ◽  
Bond Strength ◽  
Halogen Bond ◽  
Decomposition Analysis ◽  
Halogen Bonding ◽  
Energy Decomposition Analysis ◽  
Energy Decomposition ◽  
Pauli Repulsion

Variational energy decomposition analysis establishes charge-transfer as the origin of halogen bond strength differences that go against electrostatics.

Effect of substituents in the molecular and supramolecular architectures of 1-ferrocenyl-2-(aryl)thioethanones

CrystEngComm ◽  
2015 ◽  
Vol 17 (16) ◽  
pp. 3089-3102 ◽  
Author(s):  
J. L. Ferreira da Silva ◽  
Shrika G. Harjivan ◽  
André P. Ferreira ◽  
Karina Shimizu ◽  
M. Matilde Marques ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Crystal Packing ◽  
Relative Positioning ◽  
Effect Of Substituents ◽  
Supramolecular Architectures ◽  
Weak Hydrogen Bonding

Relative positioning of substituents in a molecule is determinant in crystal packing of 1-ferrocenyl-2-(aryl)thioethanone derivatives displaying weak hydrogen bonding ability.

The Crystal and Molecular Structure of Charge-Transfer Complex of Azo Dyestuff 5-(4-Chloro-2-nitrophenyl)-azo-6-hydroxy-1-ethyl-3-cyano-4-methyl-2-pyridone with Naphthalene

1993 ◽  
Vol 58 (9) ◽  
pp. 2121-2127 ◽  
Author(s):  
Josef Přikryl ◽  
Bohumil Kratochvíl ◽  
Jan Ondráček ◽  
Jaroslav Maixner ◽  
Jiří Klicnar ◽  
...  
Keyword(s):  
Molecular Structure ◽  
Charge Transfer ◽  
Pyridine Ring ◽  
Charge Transfer Complex ◽  
Crystal And Molecular Structure ◽  
Crystal Packing ◽  
Direct Methods ◽  
Van Der Waals Forces ◽  
Triclinic Space Group ◽  
Π Stacking Interaction

The title charge-transfer complex crystallizes in the ratio of two molecules of azo dyestuff to one molecule of naphthalene. The crystals are triclinic, space group P1, lattice parameters a = 7.953(1), b = 11.608(2), c = 11.717(2) Å, α = 101.89(2), β = 94.27(2), γ = 109.91(2)°, Z = 2. The structure was solved by direct methods and refined anisotropically to R = 0.054 for 1 768 unique observed reflections. Crystal packing is stabilized by van der Waals forces and partly by π-π stacking interaction among naphthalene, phenyl and pyridine ring of pyridon azo dyestuff.

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