Hydrogen-bonding is a "master-key" non-covalent interaction for supramolecular assembly. The interplay of multiple interactions, configuration and conformational preference, alongside secondary electrostatic interactions to tune hydrogen-bonding strength, has furnished design rules for hydrogen-bonding motifs and given rise to several that form strongly associated dimers that are widely employed in materials science. Hydrogen-bonding can be inferred in the solid state using X-ray crystallography or neutron diffraction. Solution-based techniques (UV/vis, NMR and IR) can qualitatively establish that molecular recognition takes place by changes in resonance or vibrational frequency, (e.g. through complexationinduced shifts in 1D NMR) or intercomponent proximity (e.g. through nOe), whilst titration or dilution experiments can provide thermodynamic parameters. However, whilst a change in resonant frequency may indicate hydrogen-bonding, this represents a consequence, rather than direct observation of, the hydrogen-bond. Methods for direct detection of hydrogen bonds in solution are advantageous, as they allow rapid assignment of structures (rather than proximity) in bound complexes, to complement solid state studies. For analyses of biomolecule folding and assembly by NMR, several techniques, (IMPACT-HMNBC, JNNHNN-COSY, SOFAST-HMBC, SOFAST-HMQC etc.) have been employed, typically using N isotope enriched samples and some 2D NMR methods have also been shown to be amenable to structural studies at N natural abundance. Although synthetic N isotope enriched supramolecular synthons have been studied using these techniques, such analyses are scarce. In contrast to the ready access to N labelled proteins afforded through expression in N enriched media, it is more challenging and costly, to incorporate N through chemical synthesis. Despite clear advantages, the low abundance of N (isotopic abundance = (3.46 -4.21) × 10 -3 molar fraction) renders development of spectroscopic methods that do not rely on enrichment, desirable for identification of hydrogen-bonds. This need is further emphasized by the considerable effort currently devoted to the study of multicomponent self-sorting assemblies and systems chemistry, where characterization of speciation is challenging. In this work, we demonstrate that J coupling between hydrogen-bonded nitrogen and hydrogen nuclei in Heteronuclear Multiple Quantum Coherence (HMQC) experiments, allows observation of intra and intermolecular hydrogen bonds in diverse supramolecular architectures e.g. rotaxanes and hydrogen-bonded homo-/ heterodimers. The method provides insight on co-conformation in rotaxanes, and tautomeric configuration, conformation and speciation in self-sorted mixtures of hydrogen-bonded motifs.