pi-Stacked hydrogen-bonded sheets in N,N '-bis(4-nitrobenzylidene)ethane-1,2-diamine and pi-stacked hydrogen-bonded chains in N,N-bis(4-nitrobenzylidene)propane-1,3-diamine

J A S Bomfim, J L Wardell, J N Low, J M S Skakle, C Glidewell

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Abstract

Molecules of N, N'-bis(4-nitrobenzylidene) ethane-1,2-diamine, C16H14N4O4, ( I), lie across centres of inversion in space group P2(1)/n and are linked into (10 (1) over bar) sheets by a single C - H ... O hydrogen bond [ H ... O = 2.40 Angstrom, C ... O = 3.2166 ( 13) Angstrom and C - H ... O = 146degrees]; these sheets are linked into a three-dimensional array by a single aromatic pi-pi stacking interaction. Molecules of N, N'-bis(4-nitrobenzylidene) propane-1,3-diamine, C17H16N4O4, (II), lie across twofold rotation axes in space group C2/ c and are linked into chains of spiro-fused rings by a single C - H ... O hydrogen bond [ H ... O = 2.54 Angstrom, C ... O = 3.267 ( 2) Angstrom and C - H ... O = 130 degrees]; these chains are linked into sheets by a single aromatic pi-pi stacking interaction.

Original languageEnglish
Number of pages4
JournalActa Crystallographica Section C, Crystal Structure Communications
Volume61
DOIs
Publication statusPublished - 2005

Cite this

@article{5992ae1f863c4151a681a43f1642baf3,
title = "pi-Stacked hydrogen-bonded sheets in N,N '-bis(4-nitrobenzylidene)ethane-1,2-diamine and pi-stacked hydrogen-bonded chains in N,N-bis(4-nitrobenzylidene)propane-1,3-diamine",
abstract = "Molecules of N, N'-bis(4-nitrobenzylidene) ethane-1,2-diamine, C16H14N4O4, ( I), lie across centres of inversion in space group P2(1)/n and are linked into (10 (1) over bar) sheets by a single C - H ... O hydrogen bond [ H ... O = 2.40 Angstrom, C ... O = 3.2166 ( 13) Angstrom and C - H ... O = 146degrees]; these sheets are linked into a three-dimensional array by a single aromatic pi-pi stacking interaction. Molecules of N, N'-bis(4-nitrobenzylidene) propane-1,3-diamine, C17H16N4O4, (II), lie across twofold rotation axes in space group C2/ c and are linked into chains of spiro-fused rings by a single C - H ... O hydrogen bond [ H ... O = 2.54 Angstrom, C ... O = 3.267 ( 2) Angstrom and C - H ... O = 130 degrees]; these chains are linked into sheets by a single aromatic pi-pi stacking interaction.",
author = "Bomfim, {J A S} and Wardell, {J L} and Low, {J N} and Skakle, {J M S} and C Glidewell",
year = "2005",
doi = "10.1107/S0108270104030719",
language = "English",
volume = "61",
journal = "Acta Crystallographica Section C, Crystal Structure Communications",
issn = "0108-2701",
publisher = "Wiley-Blackwell",

}

TY - JOUR

T1 - pi-Stacked hydrogen-bonded sheets in N,N '-bis(4-nitrobenzylidene)ethane-1,2-diamine and pi-stacked hydrogen-bonded chains in N,N-bis(4-nitrobenzylidene)propane-1,3-diamine

AU - Bomfim, J A S

AU - Wardell, J L

AU - Low, J N

AU - Skakle, J M S

AU - Glidewell, C

PY - 2005

Y1 - 2005

N2 - Molecules of N, N'-bis(4-nitrobenzylidene) ethane-1,2-diamine, C16H14N4O4, ( I), lie across centres of inversion in space group P2(1)/n and are linked into (10 (1) over bar) sheets by a single C - H ... O hydrogen bond [ H ... O = 2.40 Angstrom, C ... O = 3.2166 ( 13) Angstrom and C - H ... O = 146degrees]; these sheets are linked into a three-dimensional array by a single aromatic pi-pi stacking interaction. Molecules of N, N'-bis(4-nitrobenzylidene) propane-1,3-diamine, C17H16N4O4, (II), lie across twofold rotation axes in space group C2/ c and are linked into chains of spiro-fused rings by a single C - H ... O hydrogen bond [ H ... O = 2.54 Angstrom, C ... O = 3.267 ( 2) Angstrom and C - H ... O = 130 degrees]; these chains are linked into sheets by a single aromatic pi-pi stacking interaction.

AB - Molecules of N, N'-bis(4-nitrobenzylidene) ethane-1,2-diamine, C16H14N4O4, ( I), lie across centres of inversion in space group P2(1)/n and are linked into (10 (1) over bar) sheets by a single C - H ... O hydrogen bond [ H ... O = 2.40 Angstrom, C ... O = 3.2166 ( 13) Angstrom and C - H ... O = 146degrees]; these sheets are linked into a three-dimensional array by a single aromatic pi-pi stacking interaction. Molecules of N, N'-bis(4-nitrobenzylidene) propane-1,3-diamine, C17H16N4O4, (II), lie across twofold rotation axes in space group C2/ c and are linked into chains of spiro-fused rings by a single C - H ... O hydrogen bond [ H ... O = 2.54 Angstrom, C ... O = 3.267 ( 2) Angstrom and C - H ... O = 130 degrees]; these chains are linked into sheets by a single aromatic pi-pi stacking interaction.

U2 - 10.1107/S0108270104030719

DO - 10.1107/S0108270104030719

M3 - Article

VL - 61

JO - Acta Crystallographica Section C, Crystal Structure Communications

JF - Acta Crystallographica Section C, Crystal Structure Communications

SN - 0108-2701

ER -