Heterocyclic Organic Compounds: Crystal Structure and Their Properties

A special issue of Crystals (ISSN 2073-4352). This special issue belongs to the section "Organic Crystalline Materials".

Deadline for manuscript submissions: 30 November 2024 | Viewed by 280

Special Issue Editors

E-Mail Website
Guest Editor
College of Engineering, Virginia Commonwealth University, Richmond, VA 23284, USA
Interests: organic synthesi; asymmetric organocatalysis; photocatalysis; medicinal chemsitry and process chemistry

Guest Editor
School of Pharmacy and Pharmaceutical Sciences, Hoshi University, Tokyo 142-8501, Japan
Interests: physicochemimcal properties; physical property analysis; crystal form; polymorph prediction
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

In the realm of organic chemistry, heterocyclic compounds are intriguing and versatile entities. Their diverse array of structures, ranging from simple five-membered rings to complex fused systems, offers a vast playground for exploration. These compounds exhibit extensive applicative potential due to their presence of heteroatoms, extended conjugation, aromaticity, and hydrogen bonding. Notably, they are prevalent in numerous drugs, from antibiotics to anticancer agents, with over 75% of heterocyclic derivatives currently in clinical use. A recent survey revealed that, in 2021, around 36 new chemical entities (NCEs) containing heterocyclic compounds were approved by the US Food and Drug Administration (FDA).

The significance of heterocyclic compounds extends beyond mere chemical structures into the realms of materials science, pharmaceuticals, and agrochemicals. Several heterocyclic compounds serve as the key building blocks for numerous natural products, drug discovery, pharmaceuticals, and functional materials.

Various techniques exist to determine the structure of heterocyclic compounds. However, crystal structures provide complete information about the structure and orientation of molecules, including stereochemistry. This technique also yields crucial insights into their stability, reactivity, packing arrangements, bond lengths, angles, and intermolecular interactions. Consequently, crystallographic studies play an instrumental role in designing the next generation of heterocyclic molecules for discovery and material chemistry based on their targets. Therefore, both the synthesis of novel heterocyclic compounds and crystal studies represent an ideal approach for any drug discovery or material chemistry program.

Hence, the scope of this Special Issue, entitled "Heterocyclic Organic Compounds: Crystal Structure and Properties," is intentionally broad. It welcomes the submission of any type of paper (communication, original paper, perspective paper, review) regarding the synthesis of heterocyclic compounds, structural studies, biological activity applications, and new synthetic methodologies.

Dr. Nagaraju Sakkani
Prof. Dr. Etsuo Yonemochi
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Crystals is an international peer-reviewed open access monthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2600 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.


  • heterocyclic compounds
  • biological activity
  • crystal structure
  • multicomponent reactions
  • new methodologies

Published Papers (1 paper)

Order results
Result details
Select all
Export citation of selected articles as:


23 pages, 12447 KiB  
Novel Salts of Heterocyclic Polyamines and 5-Sulfosalicylic Acid: Synthesis, Crystal Structure, and Hierarchical Supramolecular Interactions
by Joanna Bojarska, Krzysztof Łyczko and Adam Mieczkowski
Crystals 2024, 14(6), 497; https://doi.org/10.3390/cryst14060497 - 24 May 2024
Viewed by 146
A series of novel salts of heterocyclic polyamines with 5-sulfosalicylic acid (C4H7N4+)(C7H5O6S)∙2(H2O) (1), (C4H6ClN4+)(C7H5 [...] Read more.
A series of novel salts of heterocyclic polyamines with 5-sulfosalicylic acid (C4H7N4+)(C7H5O6S)∙2(H2O) (1), (C4H6ClN4+)(C7H5O6S)∙H2O (2), (C5H8N3+)(C7H5O6S)∙H2O (3), (C5H7N6+)(C7H5O6S)∙H2O (4), (C6H14N22+)(C7H4O6S2−)∙H2O (5), and (C14H19N2+)(C7H5O6S) (6) have been successfully synthesized. Their crystal structures have been determined by single-crystal X-ray diffraction. Overall, compounds adopt a layered structure with aminium cations and 5-sulfosalicylic anions linked via water molecules. The solid-state architectures of these compounds are dominated by O(N,H)-H⋯O and N-H⋯N hydrogen bonds and stabilized by weak interconnects. C-Cl⋯π and S-O⋯π interactions, apart from π⋯π and C-H(O)⋯π, were reported. Diverse approaches were used to study the effect of substituents in the polyamines in solid-state arrangement. A Hirshfeld surface analysis, with associated 3D Hirshfeld surface maps and 2D fingerprint plots, molecular electrostatic potential, and energy frameworks were used to comprehensively investigate the nature and hierarchy of non-covalent interactions and inspect supramolecular differences. The contact enrichment ratio calculations provided deeper insight into the propensity of interconnects to influence crystal packing. The evaluation of the effects of H-bonding synthons resulting from different substituents in the polyamines on self-assemblies is also presented. In the context of crystal engineering, a specific intramolecular synthon via O-H⋯O observed in nearly all crystals can be employed in the pseudo-cyclic replacement strategy in the design of new molecules. Full article
Show Figures

Figure 1

Back to TopTop