2-Iodo-N-(3-nitrobenzyl)aniline and 3-iodo-N-(3-nitrobenzyl)aniline exhibit entirely different patterns of supramolecular aggregation

C Glidewell, J N Low, J M S Skakle, S M S V Wardell, J L Wardell

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12 Citations (Scopus)

Abstract

In 2-iodo-N-(3-nitrobenzyl)aniline, C13H11IN2O2, the molecules are linked into a three-dimensional structure by a combination of C-H...O hydrogen bonds, iodo-nitro interactions and aromatic pi-pi-stacking interactions, but N-H...O and C-H...pi(arene) hydrogen bonds are absent. In the isomeric 3-iodo-N-(3-nitrobenzyl)aniline, a two-dimensional array is generated by a combination of N-H...O, C-H...O and C-H...(arene) hydrogen bonds, but iodo-nitro interactions and aromatic pi-pi-stacking interactions are both absent.

Original languageEnglish
Pages (from-to)o487-o490
Number of pages4
JournalActa Crystallographica Section C, Crystal Structure Communications
VolumeC58
DOIs
Publication statusPublished - 2002

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Hydrogen
Hydrogen bonds
Agglomeration
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aniline

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2-Iodo-N-(3-nitrobenzyl)aniline and 3-iodo-N-(3-nitrobenzyl)aniline exhibit entirely different patterns of supramolecular aggregation. / Glidewell, C ; Low, J N ; Skakle, J M S ; Wardell, S M S V ; Wardell, J L .

In: Acta Crystallographica Section C, Crystal Structure Communications, Vol. C58, 2002, p. o487-o490.

Research output: Contribution to journalArticle

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abstract = "In 2-iodo-N-(3-nitrobenzyl)aniline, C13H11IN2O2, the molecules are linked into a three-dimensional structure by a combination of C-H...O hydrogen bonds, iodo-nitro interactions and aromatic pi-pi-stacking interactions, but N-H...O and C-H...pi(arene) hydrogen bonds are absent. In the isomeric 3-iodo-N-(3-nitrobenzyl)aniline, a two-dimensional array is generated by a combination of N-H...O, C-H...O and C-H...(arene) hydrogen bonds, but iodo-nitro interactions and aromatic pi-pi-stacking interactions are both absent.",
author = "C Glidewell and Low, {J N} and Skakle, {J M S} and Wardell, {S M S V} and Wardell, {J L}",
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T1 - 2-Iodo-N-(3-nitrobenzyl)aniline and 3-iodo-N-(3-nitrobenzyl)aniline exhibit entirely different patterns of supramolecular aggregation

AU - Glidewell, C

AU - Low, J N

AU - Skakle, J M S

AU - Wardell, S M S V

AU - Wardell, J L

PY - 2002

Y1 - 2002

N2 - In 2-iodo-N-(3-nitrobenzyl)aniline, C13H11IN2O2, the molecules are linked into a three-dimensional structure by a combination of C-H...O hydrogen bonds, iodo-nitro interactions and aromatic pi-pi-stacking interactions, but N-H...O and C-H...pi(arene) hydrogen bonds are absent. In the isomeric 3-iodo-N-(3-nitrobenzyl)aniline, a two-dimensional array is generated by a combination of N-H...O, C-H...O and C-H...(arene) hydrogen bonds, but iodo-nitro interactions and aromatic pi-pi-stacking interactions are both absent.

AB - In 2-iodo-N-(3-nitrobenzyl)aniline, C13H11IN2O2, the molecules are linked into a three-dimensional structure by a combination of C-H...O hydrogen bonds, iodo-nitro interactions and aromatic pi-pi-stacking interactions, but N-H...O and C-H...pi(arene) hydrogen bonds are absent. In the isomeric 3-iodo-N-(3-nitrobenzyl)aniline, a two-dimensional array is generated by a combination of N-H...O, C-H...O and C-H...(arene) hydrogen bonds, but iodo-nitro interactions and aromatic pi-pi-stacking interactions are both absent.

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SP - o487-o490

JO - Acta Crystallographica Section C, Crystal Structure Communications

JF - Acta Crystallographica Section C, Crystal Structure Communications

SN - 0108-2701

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