Three-dimensional aggregation in 2-hydroxy-3-iodo-5-nitrobenzaldehyde involving C-H center dot center dot center dot O, iodo-nitro and aromatic pi-pi stacking interactions, and isolated dimers in disordered 2,4-diiodo-6-nitroanisole

S J  Garden; F R  da Cunha; C  Glidewell; J N  Low; J M S  Skakle; J L  Wardell

doi:10.1107/S0108270103025654

Three-dimensional aggregation in 2-hydroxy-3-iodo-5-nitrobenzaldehyde involving C-H center dot center dot center dot O, iodo-nitro and aromatic pi-pi stacking interactions, and isolated dimers in disordered 2,4-diiodo-6-nitroanisole

S J Garden, F R da Cunha, C Glidewell, J N Low, J M S Skakle, J L Wardell

School of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

In 2-hydroxy-3-iodo-5-nitrobenzaldehyde, C7H4INO4, the molecules are linked into sheets by a combination of C-H...O hydrogen bonds and two-centre iodo-nitro interactions, and these sheets are linked by aromatic pi-pi stacking interactions. Molecules of 2,4-diiodo-6-nitroanisole, C7H5I2NO3, are disordered, with the nitro group and one of the I substituents each occupying common sets of sites with 0.5 occupancy. The molecules are linked into isolated centrosymmetric dimeric units by a single iodo-nitro interaction.

Original language	English
Number of pages	3
Journal	Acta Crystallographica Section C-Crystal Structure Communications
Volume	60
DOIs	https://doi.org/10.1107/S0108270103025654
Publication status	Published - Jan 2004

Keywords

HYDROGEN-BONDS
INTERPLAY
PATTERNS

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Garden, S. J., da Cunha, F. R., Glidewell, C., Low, J. N., Skakle, J. M. S., & Wardell, J. L. (2004). Three-dimensional aggregation in 2-hydroxy-3-iodo-5-nitrobenzaldehyde involving C-H center dot center dot center dot O, iodo-nitro and aromatic pi-pi stacking interactions, and isolated dimers in disordered 2,4-diiodo-6-nitroanisole. Acta Crystallographica Section C-Crystal Structure Communications, 60. https://doi.org/10.1107/S0108270103025654

Garden, S J ; da Cunha, F R ; Glidewell, C et al. / Three-dimensional aggregation in 2-hydroxy-3-iodo-5-nitrobenzaldehyde involving C-H center dot center dot center dot O, iodo-nitro and aromatic pi-pi stacking interactions, and isolated dimers in disordered 2,4-diiodo-6-nitroanisole. In: Acta Crystallographica Section C-Crystal Structure Communications. 2004 ; Vol. 60.

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title = "Three-dimensional aggregation in 2-hydroxy-3-iodo-5-nitrobenzaldehyde involving C-H center dot center dot center dot O, iodo-nitro and aromatic pi-pi stacking interactions, and isolated dimers in disordered 2,4-diiodo-6-nitroanisole",

abstract = "In 2-hydroxy-3-iodo-5-nitrobenzaldehyde, C7H4INO4, the molecules are linked into sheets by a combination of C-H...O hydrogen bonds and two-centre iodo-nitro interactions, and these sheets are linked by aromatic pi-pi stacking interactions. Molecules of 2,4-diiodo-6-nitroanisole, C7H5I2NO3, are disordered, with the nitro group and one of the I substituents each occupying common sets of sites with 0.5 occupancy. The molecules are linked into isolated centrosymmetric dimeric units by a single iodo-nitro interaction.",

keywords = "HYDROGEN-BONDS, INTERPLAY, PATTERNS",

author = "Garden, {S J} and {da Cunha}, {F R} and C Glidewell and Low, {J N} and Skakle, {J M S} and Wardell, {J L}",

year = "2004",

month = jan,

doi = "10.1107/S0108270103025654",

language = "English",

volume = "60",

journal = "Acta Crystallographica Section C-Crystal Structure Communications",

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publisher = "International Union of Crystallography",

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Garden, SJ, da Cunha, FR, Glidewell, C, Low, JN, Skakle, JMS & Wardell, JL 2004, 'Three-dimensional aggregation in 2-hydroxy-3-iodo-5-nitrobenzaldehyde involving C-H center dot center dot center dot O, iodo-nitro and aromatic pi-pi stacking interactions, and isolated dimers in disordered 2,4-diiodo-6-nitroanisole', Acta Crystallographica Section C-Crystal Structure Communications, vol. 60. https://doi.org/10.1107/S0108270103025654

Three-dimensional aggregation in 2-hydroxy-3-iodo-5-nitrobenzaldehyde involving C-H center dot center dot center dot O, iodo-nitro and aromatic pi-pi stacking interactions, and isolated dimers in disordered 2,4-diiodo-6-nitroanisole. / Garden, S J ; da Cunha, F R ; Glidewell, C et al.
In: Acta Crystallographica Section C-Crystal Structure Communications, Vol. 60, 01.2004.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Three-dimensional aggregation in 2-hydroxy-3-iodo-5-nitrobenzaldehyde involving C-H center dot center dot center dot O, iodo-nitro and aromatic pi-pi stacking interactions, and isolated dimers in disordered 2,4-diiodo-6-nitroanisole

AU - Garden, S J

AU - da Cunha, F R

AU - Glidewell, C

AU - Low, J N

AU - Skakle, J M S

AU - Wardell, J L

PY - 2004/1

Y1 - 2004/1

N2 - In 2-hydroxy-3-iodo-5-nitrobenzaldehyde, C7H4INO4, the molecules are linked into sheets by a combination of C-H...O hydrogen bonds and two-centre iodo-nitro interactions, and these sheets are linked by aromatic pi-pi stacking interactions. Molecules of 2,4-diiodo-6-nitroanisole, C7H5I2NO3, are disordered, with the nitro group and one of the I substituents each occupying common sets of sites with 0.5 occupancy. The molecules are linked into isolated centrosymmetric dimeric units by a single iodo-nitro interaction.

AB - In 2-hydroxy-3-iodo-5-nitrobenzaldehyde, C7H4INO4, the molecules are linked into sheets by a combination of C-H...O hydrogen bonds and two-centre iodo-nitro interactions, and these sheets are linked by aromatic pi-pi stacking interactions. Molecules of 2,4-diiodo-6-nitroanisole, C7H5I2NO3, are disordered, with the nitro group and one of the I substituents each occupying common sets of sites with 0.5 occupancy. The molecules are linked into isolated centrosymmetric dimeric units by a single iodo-nitro interaction.

KW - HYDROGEN-BONDS

KW - INTERPLAY

KW - PATTERNS

U2 - 10.1107/S0108270103025654

DO - 10.1107/S0108270103025654

M3 - Article

SN - 1600-5759

VL - 60

JO - Acta Crystallographica Section C-Crystal Structure Communications

JF - Acta Crystallographica Section C-Crystal Structure Communications

ER -

Garden SJ, da Cunha FR, Glidewell C, Low JN, Skakle JMS, Wardell JL. Three-dimensional aggregation in 2-hydroxy-3-iodo-5-nitrobenzaldehyde involving C-H center dot center dot center dot O, iodo-nitro and aromatic pi-pi stacking interactions, and isolated dimers in disordered 2,4-diiodo-6-nitroanisole. Acta Crystallographica Section C-Crystal Structure Communications. 2004 Jan;60. doi: 10.1107/S0108270103025654