Crystal structure of 2,6-dinitroaniline. A study of the substituent effect on the ring bond angles in comparison with that on 2,4-dinitroaniline structure

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Abstract

The structure of 2,6-dinitroaniline has been established by X-ray crystallography from diffractometer data. C6H5N3O4 (Mr = 183.12) crystallizes in the monoclinic system, space group P21/n with a = 3.782(1), b = 27.729(2), c = 7.152(1) Å, β = 95.41(1)°, V = 746.7(4), Z = 4, Dc = 1.629 g cm-3 and μ(CuKα) = 11.7 cm-1. The structure has been solved by direct methods and refined to R = 0.056 for 1338 observed reflections. The substituent effect on the shape of the phenyl ring is compared to that observed for another dinitroaniline isomer (2,4-) reported by Prasad, Gabe and Le Page (Acta Crystallogr., Sect. B, 38 (1982) 674) using the geometrical substituent parameters suggested by Domenicano and Murray-Rust (Tetrahedron Lett., (1979 2283) for para-disubstituted benzene derivatives.

Original languageEnglish
Pages (from-to)315-320
Number of pages6
JournalJournal of Molecular Structure
Volume125
Issue number3-4
DOIs
Publication statusPublished - 1984

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Benzene Derivatives
rust fungi
X ray crystallography
X Ray Crystallography
Diffractometers
diffractometers
tetrahedrons
Isomers
crystallography
Benzene
isomers
Crystal structure
benzene
Derivatives
crystal structure
rings
x rays
2,4-dinitroaniline

ASJC Scopus subject areas

  • Structural Biology
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Spectroscopy
  • Materials Science (miscellaneous)
  • Atomic and Molecular Physics, and Optics

Cite this

@article{477577a954364e168229b07a2db4288c,
title = "Crystal structure of 2,6-dinitroaniline. A study of the substituent effect on the ring bond angles in comparison with that on 2,4-dinitroaniline structure",
abstract = "The structure of 2,6-dinitroaniline has been established by X-ray crystallography from diffractometer data. C6H5N3O4 (Mr = 183.12) crystallizes in the monoclinic system, space group P21/n with a = 3.782(1), b = 27.729(2), c = 7.152(1) {\AA}, β = 95.41(1)°, V = 746.7(4), Z = 4, Dc = 1.629 g cm-3 and μ(CuKα) = 11.7 cm-1. The structure has been solved by direct methods and refined to R = 0.056 for 1338 observed reflections. The substituent effect on the shape of the phenyl ring is compared to that observed for another dinitroaniline isomer (2,4-) reported by Prasad, Gabe and Le Page (Acta Crystallogr., Sect. B, 38 (1982) 674) using the geometrical substituent parameters suggested by Domenicano and Murray-Rust (Tetrahedron Lett., (1979 2283) for para-disubstituted benzene derivatives.",
author = "L. P{\'a}rk{\'a}ny{\'i} and A. K{\'a}lm{\'a}n",
year = "1984",
doi = "10.1016/0022-2860(84)85029-2",
language = "English",
volume = "125",
pages = "315--320",
journal = "Journal of Molecular Structure",
issn = "0022-2860",
publisher = "Elsevier",
number = "3-4",

}

TY - JOUR

T1 - Crystal structure of 2,6-dinitroaniline. A study of the substituent effect on the ring bond angles in comparison with that on 2,4-dinitroaniline structure

AU - Párkányí, L.

AU - Kálmán, A.

PY - 1984

Y1 - 1984

N2 - The structure of 2,6-dinitroaniline has been established by X-ray crystallography from diffractometer data. C6H5N3O4 (Mr = 183.12) crystallizes in the monoclinic system, space group P21/n with a = 3.782(1), b = 27.729(2), c = 7.152(1) Å, β = 95.41(1)°, V = 746.7(4), Z = 4, Dc = 1.629 g cm-3 and μ(CuKα) = 11.7 cm-1. The structure has been solved by direct methods and refined to R = 0.056 for 1338 observed reflections. The substituent effect on the shape of the phenyl ring is compared to that observed for another dinitroaniline isomer (2,4-) reported by Prasad, Gabe and Le Page (Acta Crystallogr., Sect. B, 38 (1982) 674) using the geometrical substituent parameters suggested by Domenicano and Murray-Rust (Tetrahedron Lett., (1979 2283) for para-disubstituted benzene derivatives.

AB - The structure of 2,6-dinitroaniline has been established by X-ray crystallography from diffractometer data. C6H5N3O4 (Mr = 183.12) crystallizes in the monoclinic system, space group P21/n with a = 3.782(1), b = 27.729(2), c = 7.152(1) Å, β = 95.41(1)°, V = 746.7(4), Z = 4, Dc = 1.629 g cm-3 and μ(CuKα) = 11.7 cm-1. The structure has been solved by direct methods and refined to R = 0.056 for 1338 observed reflections. The substituent effect on the shape of the phenyl ring is compared to that observed for another dinitroaniline isomer (2,4-) reported by Prasad, Gabe and Le Page (Acta Crystallogr., Sect. B, 38 (1982) 674) using the geometrical substituent parameters suggested by Domenicano and Murray-Rust (Tetrahedron Lett., (1979 2283) for para-disubstituted benzene derivatives.

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U2 - 10.1016/0022-2860(84)85029-2

DO - 10.1016/0022-2860(84)85029-2

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JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

SN - 0022-2860

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