Open Accessπ‐Stacked hydrogen‐bonded sheets in N , N ′‐bis(4‐nitrobenzylidene)ethane‐1,2‐diamine and π‐stacked hydrogen‐bonded chains in N , N ′‐bis(4‐nitrobenzylidene)propane‐1,3‐diamine
Author(s) -
Bomfim Joao A. S.,
Wardell James L.,
Low John N.,
Skakle Janet M. S.,
Glidewell Christopher
Publication year - 2005
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s0108270104030719
Subject(s) - stacking , hydrogen bond , molecule , amine gas treating , crystallography , chemistry , diamine , aromaticity , nitro , propane , stereochemistry , hydrogen , polymer chemistry , organic chemistry , alkyl
Molecules of N , N ′‐bis(4‐nitrobenzylidene)ethane‐1,2‐diamine, C 16 H 14 N 4 O 4 , (I), lie across centres of inversion in space group P 2 1 / n and are linked into (10) sheets by a single C—H·O hydrogen bond [H·O = 2.40 Å, C·O = 3.2166 (13) Å and C—H·O = 146°]; these sheets are linked into a three‐dimensional array by a single aromatic π–π stacking interaction. Molecules of N , N ′‐bis(4‐nitrobenzylidene)propane‐1,3‐diamine, C 17 H 16 N 4 O 4 , (II), lie across twofold rotation axes in space group C 2/ c and are linked into chains of spiro‐fused rings by a single C—H·O hydrogen bond [H·O = 2.54 Å, C·O = 3.267 (2) Å and C—H·O = 130°]; these chains are linked into sheets by a single aromatic π–π stacking interaction.