A paddle-wheel motif versus an extended network: two crystalline forms of 2,4-bis(phenylamino)nitrobenzene

M. John Plater (Corresponding Author), William T. A. Harrison

Research output: Contribution to journalArticle

3 Citations (Scopus)
4 Downloads (Pure)

Abstract

2,4-Difluoronitrobenzene is reacted with either one or two amines selected from aniline, ammonia, butylamine and benzylamine. All products are characterised spectroscopically and by single-crystal structure determinations. When formed as a minor component alongside 4‑dimethylamino-2-(phenylamino)nitrobenzene, 2,4-bis(phenylamino)nitrobenzene crystallises as a hydrogen-bonded hexamer, or paddle-wheel motif, encompassing one-dimensional channels, but as a dense framework when pure. 2,4-Bis(butylamino)nitrobenzene crystallises with the same hexamer motif but with offset sheets.
Original languageEnglish
Pages (from-to)98-104
Number of pages7
JournalJournal of Chemical Research
Volume39
Issue number2
DOIs
Publication statusPublished - 1 Feb 2015

Fingerprint

Wheels
Crystalline materials
Butylamines
Ammonia
Amines
Hydrogen
Crystal structure
Single crystals
nitrobenzene
benzylamine
aniline

Keywords

  • paddle-wheel motif
  • hexamer motif
  • channel
  • hydrogen bond
  • 2, 4-bis(phenylamino)nitrobenzine

Cite this

@article{c8265e50516e46a49a73b328fb421770,
title = "A paddle-wheel motif versus an extended network: two crystalline forms of 2,4-bis(phenylamino)nitrobenzene",
abstract = "2,4-Difluoronitrobenzene is reacted with either one or two amines selected from aniline, ammonia, butylamine and benzylamine. All products are characterised spectroscopically and by single-crystal structure determinations. When formed as a minor component alongside 4‑dimethylamino-2-(phenylamino)nitrobenzene, 2,4-bis(phenylamino)nitrobenzene crystallises as a hydrogen-bonded hexamer, or paddle-wheel motif, encompassing one-dimensional channels, but as a dense framework when pure. 2,4-Bis(butylamino)nitrobenzene crystallises with the same hexamer motif but with offset sheets.",
keywords = "paddle-wheel motif, hexamer motif, channel, hydrogen bond, 2, 4-bis(phenylamino)nitrobenzine",
author = "Plater, {M. John} and Harrison, {William T. A.}",
year = "2015",
month = "2",
day = "1",
doi = "10.3184/174751915X14223549608222",
language = "English",
volume = "39",
pages = "98--104",
journal = "Journal of Chemical Research",
issn = "0308-2342",
publisher = "Science Reviews Ltd",
number = "2",

}

TY - JOUR

T1 - A paddle-wheel motif versus an extended network: two crystalline forms of 2,4-bis(phenylamino)nitrobenzene

AU - Plater, M. John

AU - Harrison, William T. A.

PY - 2015/2/1

Y1 - 2015/2/1

N2 - 2,4-Difluoronitrobenzene is reacted with either one or two amines selected from aniline, ammonia, butylamine and benzylamine. All products are characterised spectroscopically and by single-crystal structure determinations. When formed as a minor component alongside 4‑dimethylamino-2-(phenylamino)nitrobenzene, 2,4-bis(phenylamino)nitrobenzene crystallises as a hydrogen-bonded hexamer, or paddle-wheel motif, encompassing one-dimensional channels, but as a dense framework when pure. 2,4-Bis(butylamino)nitrobenzene crystallises with the same hexamer motif but with offset sheets.

AB - 2,4-Difluoronitrobenzene is reacted with either one or two amines selected from aniline, ammonia, butylamine and benzylamine. All products are characterised spectroscopically and by single-crystal structure determinations. When formed as a minor component alongside 4‑dimethylamino-2-(phenylamino)nitrobenzene, 2,4-bis(phenylamino)nitrobenzene crystallises as a hydrogen-bonded hexamer, or paddle-wheel motif, encompassing one-dimensional channels, but as a dense framework when pure. 2,4-Bis(butylamino)nitrobenzene crystallises with the same hexamer motif but with offset sheets.

KW - paddle-wheel motif

KW - hexamer motif

KW - channel

KW - hydrogen bond

KW - 2, 4-bis(phenylamino)nitrobenzine

U2 - 10.3184/174751915X14223549608222

DO - 10.3184/174751915X14223549608222

M3 - Article

VL - 39

SP - 98

EP - 104

JO - Journal of Chemical Research

JF - Journal of Chemical Research

SN - 0308-2342

IS - 2

ER -