Recurrent Supramolecular Motifs in a Series of Acid–Base Adducts Based on Pyridine-2,5-Dicarboxylic Acid N-Oxide and Organic Bases: Inter- and Intramolecular Hydrogen Bonding

Masoud Mirzaei,Krešimir Molčanov,Jan K Zarȩba,Rosa M Gomila,Fereshteh Sadeghi,Antonio Frontera

doi:10.1021/acs.cgd.9b01475

Abstract

Salts and ionic cocrystals simultaneously comprising N-oxide and carboxylic acid functional groups constitute a very fertile ground for the investigation of various proton transfer phenomena. This ...

Highlights

Crystalline solids are formed when molecules arrange in a very orderly fashion by means of many types of intermolecular interactions such as classical and nonclassical hydrogen bonding, halogen bonding, π stacking, ion pairing, and van der Waals and donor−acceptor interactions, to name only a few
With the use of Hirshfeld surface (HS) analysis we have explored the influence of the protonation state of pydco species on the composition of contact contributions, as well as established specific properties of their 2D fingerprint plots
One of the most leading and efficient methods is the use of single-crystal X-ray diffraction for experimental structure determination and confrontation of the obtained results with the knowledge already garnered by crystal engineers.[1−4] In cases where different crystalline structures are obtained but feature the same composition, crystallographic structural analysis is one of the most effective research methods that allow one to resolve the fine details of the molecular environment of such species

Summary

Introduction

Crystalline solids are formed when molecules arrange in a very orderly fashion by means of many types of intermolecular interactions such as classical and nonclassical hydrogen bonding, halogen bonding, π stacking, ion pairing, and van der Waals and donor−acceptor interactions, to name only a few. The importance of crystal engineering is highlighted when our purpose is to obtain a compound with desired solid-state properties, to understand the stability (or its lack) of a given crystalline network or structural motif, or to answer the question: “How do crystalline solids self-assemble?”. For this purpose, one of the most leading and efficient methods is the use of single-crystal X-ray diffraction for experimental structure determination and confrontation of the obtained results with the knowledge already garnered by crystal engineers.[1−4] In cases where different crystalline structures are obtained but feature the same composition (polymorphism phenomenon), crystallographic structural analysis is one of the most effective research methods that allow one to resolve the fine details of the molecular environment of such species.

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Conclusion