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

doi:10.1107/S0108270104030719

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

School of Chemistry

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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 language	English
Number of pages	4
Journal	Acta Crystallographica Section C-Crystal Structure Communications
Volume	61
DOIs	https://doi.org/10.1107/S0108270104030719
Publication status	Published - Jan 2005

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Bomfim, J. A. S., Wardell, J. L., Low, J. N., Skakle, J. M. S., & Glidewell, C. (2005). 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. Acta Crystallographica Section C-Crystal Structure Communications, 61. https://doi.org/10.1107/S0108270104030719

@article{7624eb22a5174bc9a08233a22e012b88,

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",

month = jan,

doi = "10.1107/S0108270104030719",

language = "English",

volume = "61",

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

issn = "1600-5759",

publisher = "International Union of Crystallography",

}

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. / Bomfim, J A S ; Wardell, J L ; Low, J N et al.
In: Acta Crystallographica Section C-Crystal Structure Communications, Vol. 61, 01.2005.

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

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 - 2005/1

Y1 - 2005/1

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.

UR - https://www.scopus.com/pages/publications/32244445704

U2 - 10.1107/S0108270104030719

DO - 10.1107/S0108270104030719

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 -

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

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