Self-assembly of sterically-rigidified 3-connecting benzenetribenzoic acid into (6,3) and (3,3) nets and stabilization of water channel in the crystal lattice

Bajpai, A; Venugopalan, P; Moorthy, JN

HERO ID

2902662

Reference Type

Journal Article

Year

2014

HERO ID 2902662
In Press No
Year 2014
Title Self-assembly of sterically-rigidified 3-connecting benzenetribenzoic acid into (6,3) and (3,3) nets and stabilization of water channel in the crystal lattice
Authors Bajpai, A; Venugopalan, P; Moorthy, JN
Journal CrystEngComm
Volume 16
Issue 22
Page Numbers 4853-4860
Abstract A rigid 3-connecting triacid MeBTB was designed and synthesized in the quest of guest inclusion in the pores of honeycomb network structures generated based on the acid dimer-mediated self-assembly. Crystallization of MeBTB is indeed found to lead to a (6,3) net that is 3-fold interpenetrated. Charge-assisted hydrogen bond-mediated self-assembly in the presence of KX/dibenzo-18-crown-6 is likewise found to lead to a (3,3) honeycomb net, which is also 3-fold interpenetrated. When contrasted with the results of self-assembly of sterically-unhindered 1,3,5-benzenetribenzoic acid 2 and those of analogous tribenzoic acid based on mesitylene, that is MTB, the sterics built into the structure of MeBTB allow engineering of ordered assemblies with reduced interpenetration and higher solvent-accessible volumes. A limited, yet meaningful number of structures demonstrates the fact that the rigid building blocks, while responding to the expectations based on aggregation via acid dimer synthon, are most likely to present rich diversity in terms of synthon adoptions and bring up surprises in the self-assembly through inclusion of adventitious water. Crystallization of MeBTB in MeOH-DME led to a disappearing solvate form in which the helically organized acids are found to sustain a water channel.
Doi 10.1039/c3ce42515k
Wosid WOS:000336254200022
Is Certified Translation No
Dupe Override No
Is Public Yes