All articles published by MDPI are made immediately available worldwide under an open access license. No specialpermission is required to reuse all or part of the article published by MDPI, including figures and tables. Forarticles published under an open access Creative Common CC BY license, any part of the article may be reused withoutpermission provided that the original article is clearly cited. For more information, please refer tohttps://www.mdpi.com/openaccess.
Feature papers represent the most advanced research with significant potential for high impact in the field. A FeaturePaper should be a substantial original Article that involves several techniques or approaches, provides an outlook forfuture research directions and describes possible research applications.
Feature papers are submitted upon individual invitation or recommendation by the scientific editors and must receivepositive feedback from the reviewers.
Editor’s Choice articles are based on recommendations by the scientific editors of MDPI journals from around the world.Editors select a small number of articles recently published in the journal that they believe will be particularlyinteresting to readers, or important in the respective research area. The aim is to provide a snapshot of some of themost exciting work published in the various research areas of the journal.
Original Submission Date Received: .
- Journals
- Active Journals
- Find a Journal
- Proceedings Series
- Topics
- Information
- For Authors
- For Reviewers
- For Editors
- For Librarians
- For Publishers
- For Societies
- For Conference Organizers
- Open Access Policy
- Institutional Open Access Program
- Special Issues Guidelines
- Editorial Process
- Research and Publication Ethics
- Article Processing Charges
- Awards
- Testimonials
- Author Services
- Initiatives
- Sciforum
- MDPI Books
- Preprints.org
- Scilit
- SciProfiles
- Encyclopedia
- JAMS
- Proceedings Series
- About
- Overview
- Contact
- Careers
- News
- Press
- Blog
Sign In / Sign UpSubmit
Journals
Molecules
Volume 29
Issue 10
10.3390/molecules29102201
Submit to this JournalReview for this JournalPropose a Special Issue
►Article Menu
Article Menu
- Academic Editor
Alessandra Puglisi
- Subscribe SciFeed
- Related Info LinkSee AlsoInfrared (IR) Spectroscopy- Definition, Principle, Parts, UsesIR Spectroscopy | ChemTalk4.2: IR SpectroscopyEfficacy of pacl*taxel-coated balloon angioplasty combined with intensive lipid-lowering therapy for ST-segment elevation myocardial infarction: insights from near-infrared spectroscopy
- More by Authors Links
- Table of Contents
announcementHelpformat_quoteCitequestion_answerDiscuss in SciProfiles
thumb_up...Endorsetextsms...CommentNeed Help?
Support
Find support for a specific problem in the support section of our website.
Get Support
Feedback
Please let us know what you think of our products and services.
Give Feedback
Information
Visit our dedicated information section to learn more about MDPI.
Get Information
JSmol Viewer
first_page
settings
Order Article Reprints
Font Type:
ArialGeorgiaVerdana
Font Size:
AaAaAa
Line Spacing:
Column Width:
Background:
This is an early access version, the complete PDF, HTML, and XML versions will be available soon.
Open AccessArticle
by Julia Polak Julia Polak SciProfilesScilitPreprints.orgGoogle Scholar Julia Bąkowicz Julia Bąkowicz SciProfilesScilitPreprints.orgGoogle Scholar Barbara Morzyk-Ociepa Barbara Morzyk-Ociepa SciProfilesScilitPreprints.orgGoogle Scholar
1
Institute of Chemistry, Faculty of Science and Technology, Jan Dlugosz University in Czestochowa, Armii Krajowej 13/15, 42-200 Czestochowa, Poland
2
Faculty of Chemistry, Wroclaw University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wroclaw, Poland
*
Author to whom correspondence should be addressed.
Molecules 2024, 29(10), 2201; https://doi.org/10.3390/molecules29102201
Submission received: 20 April 2024/Revised: 3 May 2024/Accepted: 7 May 2024/Published: 8 May 2024
(This article belongs to the Special Issue The Design and Synthesis of Indole Derivatives and Their Metal Complexes)
Abstract
This study presents a new 5-methoxy-1H-indole-2-carboxylic acid (MI2CA) polymorph investigated by single-crystal X-ray diffraction, infrared spectroscopy, and density functional theory (ωB97X-D) calculations employing two basis sets (6-31++G(d,p) and aug-cc-pVTZ). The compound crystallizes in the monoclinic system, space group P21/c (a = 4.0305(2) Å, b = 13.0346(6) Å, c = 17.2042(9) Å, β = 91.871(5)°, Z = 4). In the crystalline structure, the formation of cyclic dimers via double hydrogen bonds O−H⋯O between MI2CA molecules was observed. Interactions between the NH groups of the indole rings and the adjacent methoxy groups, as well as C–H⋯O contacts, significantly influence the spatial arrangement of molecules. The results from DFT calculations, including dimeric and trimeric structures, agree well with the experimental structural and spectroscopic data. Analysis of the infrared spectra confirms the conclusions drawn from X-ray diffraction studies and reveals differences between the IR spectra of the newly obtained polymorph and that reported earlier in the literature. This comprehensive study sheds some light on the MI2CA polymorphism and is important for a potential pharmacological applications of this compound.
Keywords: 5-methoxyindole-2-carboxylic acid; polymorph; crystal structure; IR spectroscopy; DFT
Share and Cite
MDPI and ACS Style
Polak, J.; Bąkowicz, J.; Morzyk-Ociepa, B.Discovery of a New Polymorph of 5-Methoxy-1H-Indole-2-Carboxylic Acid: Characterization by X-Ray Diffraction, Infrared Spectroscopy, and DFT Calculations. Molecules 2024, 29, 2201.https://doi.org/10.3390/molecules29102201
AMA Style
Polak J, Bąkowicz J, Morzyk-Ociepa B.Discovery of a New Polymorph of 5-Methoxy-1H-Indole-2-Carboxylic Acid: Characterization by X-Ray Diffraction, Infrared Spectroscopy, and DFT Calculations. Molecules. 2024; 29(10):2201.https://doi.org/10.3390/molecules29102201
Chicago/Turabian Style
Polak, Julia, Julia Bąkowicz, and Barbara Morzyk-Ociepa.2024. "Discovery of a New Polymorph of 5-Methoxy-1H-Indole-2-Carboxylic Acid: Characterization by X-Ray Diffraction, Infrared Spectroscopy, and DFT Calculations" Molecules 29, no. 10: 2201.https://doi.org/10.3390/molecules29102201
Article Metrics
Cite
Export citation file:BibTeX |EndNote |RIS
MDPI and ACS Style
Polak, J.; Bąkowicz, J.; Morzyk-Ociepa, B.Discovery of a New Polymorph of 5-Methoxy-1H-Indole-2-Carboxylic Acid: Characterization by X-Ray Diffraction, Infrared Spectroscopy, and DFT Calculations. Molecules 2024, 29, 2201.https://doi.org/10.3390/molecules29102201
AMA Style
Polak J, Bąkowicz J, Morzyk-Ociepa B.Discovery of a New Polymorph of 5-Methoxy-1H-Indole-2-Carboxylic Acid: Characterization by X-Ray Diffraction, Infrared Spectroscopy, and DFT Calculations. Molecules. 2024; 29(10):2201.https://doi.org/10.3390/molecules29102201
Chicago/Turabian Style
Polak, Julia, Julia Bąkowicz, and Barbara Morzyk-Ociepa.2024. "Discovery of a New Polymorph of 5-Methoxy-1H-Indole-2-Carboxylic Acid: Characterization by X-Ray Diffraction, Infrared Spectroscopy, and DFT Calculations" Molecules 29, no. 10: 2201.https://doi.org/10.3390/molecules29102201
Molecules,EISSN 1420-3049,Published by MDPI
RSSContent Alert
Further Information
Article Processing ChargesPay an InvoiceOpen Access PolicyContact MDPIJobs at MDPI
Guidelines
For AuthorsFor ReviewersFor EditorsFor LibrariansFor PublishersFor SocietiesFor Conference Organizers
MDPI Initiatives
SciforumMDPI BooksPreprints.orgScilitSciProfilesEncyclopediaJAMSProceedings Series
© 1996-2024 MDPI (Basel, Switzerland) unless otherwise stated
Disclaimer/Publisher’s Note: The statements, opinions and data contained in all publications are solelythose of the individual author(s) and contributor(s) and not of MDPI and/or the editor(s). MDPI and/orthe editor(s) disclaim responsibility for any injury to people or property resulting from any ideas,methods, instructions or products referred to in the content.
Terms and ConditionsPrivacy Policy