Non-covalent interactions with inverted carbon: a carbo-hydrogen bond or a new type of hydrogen bond?

Literature Information

Publication Date 2020-03-27
DOI 10.1039/D0CP00330A
Impact Factor 3.676
Authors


View Original

Abstract

In contrast to the conventional and non-conventional non-covalent interactions (NCIs) such as hydrogen bond and carbon bond, a bidirectional NCI without π- and/or lone pair(s) of electrons has never been reckoned until the present report, which confirms that this type of NCI can be possible with the involvement of mostly σ-electrons. This newly discovered NCI can be coined as carbo-hydrogen bond (CH-bond) based on its resemblances with both carbon bond (C-bond) and hydrogen bond (H-bond) or Ci:::H interaction. A detailed crystal structure analysis of 5-cyano-1,3-dehydroadamantane, which contains inverted carbon atoms (Ci) and Ci–Ci σ-bond, gave us the opportunity to unveil the very first existence of the Ci:::H interaction. With the aid of several quantum chemical calculations, we came to the conclusion that molecules carrying Ci–Ci σ-bonds are capable of forming CH-bonds with main group hydrides through the σCi–Ci → σ*X–H (H-bond) and σX–H → σ*Ci–Ci (C-bond) orbital interactions. The interaction energy can be as much as −31.27 kJ mol−1, which is comparable to that of the water dimer and it is also one of the prominent attractive forces that hold the molecules together in the crystal structure, can be responsible for the enzymatic activity of cytochrome P411-E10 and the formation of non-covalent organic framework (NCOF) with trigonal and tetragonal CH-bond connectors.

Related Literature

A long-term stable zinc metal anode enabled by a mannitol additive

Dongdong Zhang, Jin Cao, Zhiqiang Dai, Rungroj Chanajaree, Chengwu Yang, Xiang Wu, Xinyu Zhang

2023-10-20 Communication

DOI: 10.1039/D3TA04700H

Back cover

2023-11-14 Cover

DOI: 10.1039/D3TA90248J

Front cover

2023-12-13 Cover

DOI: 10.1039/D3NP90053C

Front cover

2024-01-29 Cover

DOI: 10.1039/D4NJ90014F

Sulfonate compounds embraced from acid copper electroplating baths as innovative additives for alkaline Zn batteries

Katerina Bogomolov, Ekaterina Grishina

2023-10-18 Paper

DOI: 10.1039/D3TA04612E

Front cover

2024-01-31 Cover

DOI: 10.1039/D4TB90019G

Remarkable thermoelectric efficiency of cubic antiperovskites Rb3X(Se & Te)I with strong anharmonicity

Shuming Zeng, Qian Shen, Lina Guo, Yinchang Zhao, Hao Huang, Yusong Tu

2023-10-16 Paper

DOI: 10.1039/D3TA04338J

Back cover

2023-12-13 Cover

DOI: 10.1039/D3NP90055J

One-pot construction of highly functionalized 4H-chromenes using K-10 montmorillonite in aqueous medium

Mohd Yeshab Ansari, Sumedha Swarnkar

2023-12-02 Paper

DOI: 10.1039/D3NJ04619B

You might also like

Compound Q&A

How should waste containing N-Methoxy-N-methyl-1,3-thiazole-5-carboxamide (CAS: 898825-89-3) be handled?

Waste containing N-Methoxy-N-methyl-1,3-thiazole-5-carboxamide (CAS: 898825-89-3...

898825-89-3N-Methoxy-N-methyl-1...
Compound Q&A

How should N-(4-Biphenylyl)dibenzo[b,d]furan-4-amine (CAS: 1318338-47-4) be stored?

N-(4-Biphenylyl)dibenzo[b,d]furan-4-amine should be stored in a tightly sealed c...

1318338-47-4N-(4-Biphenylyl)dibe...
Compound Q&A

What is the market or research trend for 3-Acetamido-5-amino-2,4,6-triiodobenzoic acid (CAS: 1713-07-1)?

The market for 3-Acetamido-5-amino-2,4,6-triiodobenzoic acid (CAS: 1713-07-1) is...

1713-07-13-Acetamido-5-amino-...
Compound Q&A

How should Benzyl 2-O-acetyl-3,4,6-tri-O-benzyl-beta-D-galactopyranoside (CAS: 61820-03-9) be stored?

Benzyl 2-O-acetyl-3,4,6-tri-O-benzyl-beta-D-galactopyranoside (CAS: 61820-03-9) ...

61820-03-9Benzyl 2-O-acetyl-3,...
Compound Q&A

What regulatory guidelines apply to 2-Ethylpiperazine dihydrochloride (CAS: 438050-52-3)?

2-Ethylpiperazine dihydrochloride (CAS: 438050-52-3) is regulated under the Glob...

438050-52-32-Ethylpiperazine di...
Compound Q&A

What regulatory guidelines apply to 1,1'-[1,3-Phenylenebis(methylene)]bis(3-methyl-1H-pyrrole-2,5-dione) (CAS: 119462-56-5)?

1,1'-[1,3-Phenylenebis(methylene)]bis(3-methyl-1H-pyrrole-2,5-dione) (CAS: 11946...

119462-56-51,1'-[1,3-Phenyleneb...
Compound Q&A

Are there alternatives to 5-Fluoro-2-(1-pyrrolidinyl)pyridine (CAS: 1287217-79-1) in synthesis?

Several alternatives can be used in the synthesis of 5-Fluoro-2-(1-pyrrolidinyl)...

1287217-79-15-Fluoro-2-(1-pyrrol...
Compound Q&A

What precautions should be taken when handling 6-Bromoimidazo[1,2-a]pyridin-8-amine (CAS: 676371-00-9)?

When handling 6-Bromoimidazo[1,2-a]pyridin-8-amine, it is important to wear appr...

676371-00-96-Bromoimidazo[1,2-a...
Compound Q&A

Are there alternatives to (2S,4R)-4-(4-Nitrobenzyl)pyrrolidine-2-carboxylic acid hydrochloride (CAS: 1049740-22-8) in synthesis?

Alternatives to (2S,4R)-4-(4-Nitrobenzyl)pyrrolidine-2-carboxylic acid hydrochlo...

1049740-22-8(2S,4R)-4-(4-Nitrobe...

Source Journal

Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
CiteScore: 5.5
Self-citation Rate: 10.3%
Articles per Year: 3036

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.