Issue 49, 2004
From the journal:

CrystEngComm

Self-assembly of methacrylamides assisted by an interplay of N–H⋯O, C–H⋯O, C–H⋯π and π–π interactions

Balasubramaniam Venkataramanan,a   Mohamed-Abubakar Saifudin,a   Vittal Jagadese J.a  and  Valiyaveettil Suresh*a  

* Corresponding authors

a Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore
E-mail: chmsv@nus.edu.sg

Abstract

Solid state self-assembly of methacrylamides (1–3) with intermolecular N–H⋯O and C–H⋯O hydrogen bonds are discussed. Interesting structures in the crystal lattice of 1 and 2 are ascribed to the aromatic surfaces that are orthogonal and twisted to each other along the hydrogen bonded chains. In addition, an interconnected network of face-to-face (π⋯π) and edge-to-face (C–H⋯π) interactions have been observed which are cooperative in nature. Compound 3 showed a staggered packing of adamantane groups along the H-bonded chains. In all three structures, the self-assembly was facilitated by strong hydrogen bonding, π⋯π interactions and packing forces involving bulky groups.

Graphical abstract: Self-assembly of methacrylamides assisted by an interplay of N–H⋯O, C–H⋯O, C–H⋯π and π–π interactions

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Article information

DOI
https://doi.org/10.1039/B408208G
Article type
Paper
Submitted
01 Jun 2004
Accepted
29 Jul 2004
First published
20 Aug 2004

CrystEngComm, 2004,6, 284-289

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Self-assembly of methacrylamides assisted by an interplay of N–H⋯O, C–H⋯O, C–H⋯π and π–π interactions

B. Venkataramanan, M. Saifudin, V. Jagadese J. and V. Suresh, CrystEngComm, 2004, 6, 284 DOI: 10.1039/B408208G

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