Three isomeric (E)-nitrobenzaldehyde nitrophenylhydrazones: chains of rings in isomorphous (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, and centrosymmetric dimers in (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone

G  Ferguson; C  Glidewell; J N  Low; J M S  Skakleb; J L  Wardell

doi:10.1107/S0108270105028799

Three isomeric (E)-nitrobenzaldehyde nitrophenylhydrazones: chains of rings in isomorphous (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, and centrosymmetric dimers in (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone

G Ferguson
, C Glidewell
, J N Low
, J M S Skakleb
, J L Wardell

School of Chemistry

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

Abstract

The isomeric compounds (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, both C13H10N4O4, are isomorphous and effectively isostructural, and in both, the molecules are disordered across centres of inversion in the space group P2(1)/c. The molecules are linked into complex chains of rings by N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds. In the isomeric compound (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone, the fully ordered molecules are linked by N-H center dot center dot center dot O hydrogen bonds into centrosymmetric dimers.

Original language	English
Number of pages	4
Journal	Acta Crystallographica Section C-Crystal Structure Communications
Volume	61
DOIs	https://doi.org/10.1107/S0108270105028799
Publication status	Published - Oct 2005

Keywords

X-RAY
4-NITROPHENYLHYDRAZONE
DIFFRACTION

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Ferguson, G., Glidewell, C., Low, J. N., Skakleb, J. M. S., & Wardell, J. L. (2005). Three isomeric (E)-nitrobenzaldehyde nitrophenylhydrazones: chains of rings in isomorphous (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, and centrosymmetric dimers in (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone. Acta Crystallographica Section C-Crystal Structure Communications, 61. https://doi.org/10.1107/S0108270105028799

Ferguson, G ; Glidewell, C ; Low, J N et al. / Three isomeric (E)-nitrobenzaldehyde nitrophenylhydrazones: chains of rings in isomorphous (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, and centrosymmetric dimers in (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone. In: Acta Crystallographica Section C-Crystal Structure Communications. 2005 ; Vol. 61.

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title = "Three isomeric (E)-nitrobenzaldehyde nitrophenylhydrazones: chains of rings in isomorphous (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, and centrosymmetric dimers in (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone",

abstract = "The isomeric compounds (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, both C13H10N4O4, are isomorphous and effectively isostructural, and in both, the molecules are disordered across centres of inversion in the space group P2(1)/c. The molecules are linked into complex chains of rings by N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds. In the isomeric compound (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone, the fully ordered molecules are linked by N-H center dot center dot center dot O hydrogen bonds into centrosymmetric dimers.",

keywords = "X-RAY, 4-NITROPHENYLHYDRAZONE, DIFFRACTION",

author = "G Ferguson and C Glidewell and Low, \{J N\} and Skakleb, \{J M S\} and Wardell, \{J L\}",

year = "2005",

month = oct,

doi = "10.1107/S0108270105028799",

language = "English",

volume = "61",

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

issn = "1600-5759",

publisher = "International Union of Crystallography",

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Ferguson, G, Glidewell, C, Low, JN, Skakleb, JMS & Wardell, JL 2005, 'Three isomeric (E)-nitrobenzaldehyde nitrophenylhydrazones: chains of rings in isomorphous (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, and centrosymmetric dimers in (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone', Acta Crystallographica Section C-Crystal Structure Communications, vol. 61. https://doi.org/10.1107/S0108270105028799

Three isomeric (E)-nitrobenzaldehyde nitrophenylhydrazones: chains of rings in isomorphous (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, and centrosymmetric dimers in (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone. / Ferguson, G ; Glidewell, C ; Low, J N et al.
In: Acta Crystallographica Section C-Crystal Structure Communications, Vol. 61, 10.2005.

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

TY - JOUR

T1 - Three isomeric (E)-nitrobenzaldehyde nitrophenylhydrazones: chains of rings in isomorphous (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, and centrosymmetric dimers in (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone

AU - Ferguson, G

AU - Glidewell, C

AU - Low, J N

AU - Skakleb, J M S

AU - Wardell, J L

PY - 2005/10

Y1 - 2005/10

N2 - The isomeric compounds (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, both C13H10N4O4, are isomorphous and effectively isostructural, and in both, the molecules are disordered across centres of inversion in the space group P2(1)/c. The molecules are linked into complex chains of rings by N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds. In the isomeric compound (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone, the fully ordered molecules are linked by N-H center dot center dot center dot O hydrogen bonds into centrosymmetric dimers.

AB - The isomeric compounds (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, both C13H10N4O4, are isomorphous and effectively isostructural, and in both, the molecules are disordered across centres of inversion in the space group P2(1)/c. The molecules are linked into complex chains of rings by N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds. In the isomeric compound (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone, the fully ordered molecules are linked by N-H center dot center dot center dot O hydrogen bonds into centrosymmetric dimers.

KW - X-RAY

KW - 4-NITROPHENYLHYDRAZONE

KW - DIFFRACTION

U2 - 10.1107/S0108270105028799

DO - 10.1107/S0108270105028799

M3 - Article

SN - 1600-5759

SN - 0108-2701

VL - 61

JO - Acta Crystallographica Section C-Crystal Structure Communications

JF - Acta Crystallographica Section C-Crystal Structure Communications

ER -

Ferguson G, Glidewell C, Low JN, Skakleb JMS, Wardell JL. Three isomeric (E)-nitrobenzaldehyde nitrophenylhydrazones: chains of rings in isomorphous (E)-2-nitrobenzaldehyde 3-nitrophenylhydrazone and (E)-3-nitrobenzaldehyde 2-nitrophenylhydrazone, and centrosymmetric dimers in (E)-4-nitrobenzaldehyde 2-nitrophenylhydrazone. Acta Crystallographica Section C-Crystal Structure Communications. 2005 Oct;61. doi: 10.1107/S0108270105028799