# Supramolecular Diversity in Bis(acylhydrazone) Crystals: Linker Effects, Polymorphism, and Gelator Assemblies

## TL;DR

This paper explores how different linker structures in bis(acylhydrazone) crystals affect their supramolecular arrangements and properties.

## Contribution

The study reveals new insights into linker effects on crystal structures and gelator assemblies in bis(acylhydrazone) compounds.

## Key findings

- Aliphatic linkers influence conformational geometries and hydrogen bonding in bis(acylhydrazone) crystals.
- Aromatic derivatives show polymorphism, with two forms related by temperature.
- A gelator structure features large water channels and strong stacking interactions.

## Abstract

A series of previously
unknown bis­(acylhydrazone)­s with aliphatic
(zero to four CH2 units) and aromatic (phenylene substituted)
linkers was synthesized and structurally characterized. Aliphatic
derivatives exhibited distinct conformational geometries and packing
motifs, with linker length critically affecting hydrogen bond interactions
and energies. Aromatic derivatives revealed three polymorphs of the meta-substituted structure with two of the forms related
by temperature. Additionally, a bis­(acylhydrazone) low-molecular-weight
gelator was crystallized, revealing a unique and impressive hydrogen-bonded
framework with large water channels (952 Å3) and strong
aliphatic and aromatic stacking interactions. These findings highlight
the potential of bis­(acylhydrazone)­s in crystal engineering and supramolecular
chemistry, especially in coformer design and selection, and supramolecular
gelator applications.