4-Iodo-1<i>H</i>-indole-2,3-dione

Golen, James A.; Manke, David R.

doi:10.1107/s2414314616002157

IUCr Data

2016

DOI: 10.1107/s2414314616002157

|View full text |Cite

4-Iodo-1H-indole-2,3-dione

James A. Golen

David R. Manke

Abstract: The title compound, C8H4INO2, is an almost planar molecule having an r.m.s. deviation of 0.03 Å for all non-H atoms. In the crystal, molecules dimerize through pairs of N—H...O hydrogen bonds. These inversion dimers are linked through pairs of weak I...O interactions [3.184 (4) Å] to form zigzag chains along [010]. The chains are linked in thec-axis direction by parallel-slipped π–π interactions [intercentroid distance = 3.623 (3) Å, interplanar distance = 3.423 (2) Å and slippage = 1.667 (5) Å], forming corru… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2016

2017

Publication Types

Select...

Article4

Relationship

Self Cite3

Independent1

Authors

Journals

Cited by 4 publications

References 10 publications

(8 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

6-Chloro-1-phenylindoline-2,3-dione: absolute structure, non-linear optical and charge-transport properties

et al. 2017

View full text Add to dashboard Cite

A polycrystalline sample of the title compound exhibits a considerable second-order non-linear optical effect (frequency doubling of 1064 nm light to output 532 nm light). In the crystal, molecules are linked by C—H⋯O hydrogen bonds, generating chains along the [100] direction. Based on a DFT calculation, [100] proves to be the most favourable direction for charge transport and the title crystal could be used as a hole-transport material because of its high hole mobility.

show abstract

6-Chloro-1-phenylindoline-2,3-dione: absolute structure, non-linear optical and charge-transport properties

et al. 2017

View full text Add to dashboard Cite

show abstract

7-Iodo-1H-indole-2,3-dione

Golen

Manke

2016

IUCr Data

Self Cite

View full text Add to dashboard Cite

The title compound, C8H4INO2, has a single planar molecule in the asymmetric unit, with the non-H atoms possessing a mean deviation from planarity of 0.058 Å. The molecules dimerize in the solid state through N—H...O hydrogen bonds. There are intermolecular I...O close contacts of 3.193 (4) Å that link the molecules into infinite chains along [20-1]. No π–π interactions were observed in the structure.

show abstract

4-Chloro-1H-indole-2,3-dione

2016

Self Cite

View full text Add to dashboard Cite

The title compound, C8H4ClNO2, has two planar molecules in the asymmetric unit, with the non-H atoms showing a mean deviation from planarity of 0.015 and 0.022 Å, respectively. In the crystal, the molecules are linked through N—H...O hydrogen bonds to form infinite chains along [010]. They are further connected through C—H...Cl close contacts with a donor–acceptor distance of 3.682 (5) Å. No π–π interactions are observed in the structure.

show abstract

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

hi@scite.ai

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

4-Iodo-1H-indole-2,3-dione

Cited by 4 publications

References 10 publications

6-Chloro-1-phenylindoline-2,3-dione: absolute structure, non-linear optical and charge-transport properties

6-Chloro-1-phenylindoline-2,3-dione: absolute structure, non-linear optical and charge-transport properties

7-Iodo-1H-indole-2,3-dione

4-Chloro-1H-indole-2,3-dione

Contact Info

Product

Resources

About