European Journal of Chemistry 2021, 12(2), 187-191 | doi: https://doi.org/10.5155/eurjchem.12.2.187-191.2086 | Get rights and content

Issue cover




Crossmark

  Open Access OPEN ACCESS | Open Access PEER-REVIEWED | RESEARCH ARTICLE | DOWNLOAD PDF | VIEW FULL-TEXT PDF | TOTAL VIEWS

X-ray crystal structure analysis of 5-bromospiro[indoline-3,7'-pyrano[3,2-C:5,6-C']dichromene]-2,6',8'-trione


Varun Sharma (1) orcid , Bubun Banerjee (2) orcid , Gurpreet Kaur (3) orcid , Vivek Kumar Gupta (4,*) orcid

(1) Department of Physics, University of Jammu, Jammu Tawi-180006, India
(2) Department of Chemistry, Indus International University, V.P.O Bathu, Distt. Una, Himachal Praesh- 174301, India
(3) Department of Chemistry, Indus International University, V.P.O Bathu, Distt. Una, Himachal Praesh- 174301, India
(4) Department of Physics, University of Jammu, Jammu Tawi-180006, India
(*) Corresponding Author

Received: 27 Jan 2021 | Revised: 27 Feb 2021 | Accepted: 07 Mar 2021 | Published: 30 Jun 2021 | Issue Date: June 2021

Abstract


An analog of spirooxindole[pyrano-bis-2H-l-benzopyran] derivatives namely 5-bromospiro [indoline-3,7'-pyrano[3,2-c:5,6-c']dichromene]-2,6',8'-trione was synthesized via one-pot pseudo three-component reaction of one equivalent of 5-bromoisatin and two equivalents of 4-hydroxycoumarin using mandelic acid as a naturally occurring organo catalyst in aqueous ethanol under reflux conditions. The synthesized compound was characterized by FT-IR, 1H NMR, 13C NMR, and HRMS data. Crystal structure was determined by using single X-ray crystallography technique. It was found that the crystals are triclinic with space group P-1, C108H60Br4N4O29S2: a = 11.8333(6) Å, b = 12.8151(6) Å, c = 17.1798(8) Å, α = 77.317(4)°, β = 74.147(4)°, γ = 66.493(5)°, = 2280.0(2) Å3, Z = 1, T = 149.99(10) K, μ(MoKα) = 1.902 mm-1, Dcalc = 1.647 g/cm3, 11545 reflections measured (3.836° ≤ 2Θ ≤ 50.998°), 8310 unique (Rint = 0.0488, Rsigma = 0.0875) which were used in all calculations. The final R1 was 0.0622 (I > 2σ(I)) and wR2 was 0.1994 (all data). The crystal structure was solved by direct methods and refined by full-matrix least-squares procedure to a final R-value of 0.0622 for 6264 observed reflections. The crystal structure was stabilized by an elaborate system of N-H···O, O-H···O, C-H···π, and π···π interactions involving solvent molecules to form supramolecular structure.


Announcements


Our editors have decided to support scientists to publish their manuscripts in European Journal of Chemistry without any financial constraints.

1- The article processing fee will not be charged from the articles containing the single-crystal structure characterization or a DFT study between September 15, 2023 and October 31, 2023 (Voucher code: FALL2023).

2. A 50% discount will be applied to the article processing fee for submissions made between September 15, 2023 and October 31, 2023 by authors who have at least one publication in the European Journal of Chemistry (Voucher code: AUTHOR-3-2023).

3. Young writers will not be charged for the article processing fee between September 15, 2023 and October 31, 2023 (Voucher code: YOUNG2023).


Editor-in-Chief
European Journal of Chemistry

Keywords


Benzopyran; Spirooxindoles; Direct methods; Solvent molecules; Hydrogen bonding; X-ray crystallography

Full Text:

PDF
PDF    Open Access

DOI: 10.5155/eurjchem.12.2.187-191.2086

Links for Article


| | | | | | |

| | | | | | |

| | | |

Related Articles




Article Metrics

icon graph This Abstract was viewed 877 times | icon graph PDF Article downloaded 302 times

Funding information


University of Jammu, Jammu, India, for financial support under Rashtriya Uchchatar Shiksha Abhiyan (RUSA) 2.0 Project. (Ref. No: RUSA/JU/ 2/2019-20/111/3588-3636).

Citations

/


[1]. Varun Sharma, Bubun Banerjee, Aditi Sharma, Vivek Kumar Gupta
Synthesis, X-ray crystal structure, Hirshfeld surface analysis, and molecular docking studies of DMSO/H2O solvate of 5-chlorospiro[indoline-3,7'-pyrano[3,2-c:5,6-c']dichromene]-2,6',8'-trione
European Journal of Chemistry  12(4), 382, 2021
DOI: 10.5155/eurjchem.12.4.382-388.2141
/


[2]. Bubun Banerjee, Varun Sharma, Aditi Sharma, Gurpreet Kaur, Vivek Kumar Gupta
Synthesis, characterization and Hirshfeld surface analysis of 2-aminobenzothiazol with 4-fluorobenzoic acid co-crystal
European Journal of Chemistry  13(2), 206, 2022
DOI: 10.5155/eurjchem.13.2.206-213.2234
/


References


[1]. Banerjee, B. Chem. Select 2017, 2 (23), 6744-6757.
https://doi.org/10.1002/slct.201701441

[2]. Banerjee, B.; Kaur, G.; Kaur, N. Curr. Org. Chem. 2021, 25 (1), 209-222.
https://doi.org/10.2174/1385272824999201019162655

[3]. Banik, B. K.; Banerjee, B.; Kaur, G.; Saroch, S.; Kumar, R. Molecules 2020, 25 (24), 5918-5918.
https://doi.org/10.3390/molecules25245918

[4]. Banerjee, B.; Kaur, G. Curr. Microw. Chem. 2020, 7 (1), 5-22.
https://doi.org/10.2174/2213335607666200226102010

[5]. Kaur, G.; Bala, K.; Devi, S.; Banerjee, B. Curr. Green Chem. 2018, 5 (3), 150-167.
https://doi.org/10.2174/2213346105666181001113413

[6]. Almansour, A. I.; Kumar, R. S.; Arumugam, N.; Kanagalaksmi, S.; Suresh, J. Acta Crystallogr. Sect. E Struct. Rep. Online 2012, 68 (4), o1172-o1172.
https://doi.org/10.1107/S1600536812000827

[7]. Almansour, A. I.; Kumar, R. S.; Arumugam, N.; Vishnupriya, R.; Suresh, J. Acta Crystallogr. Sect. E Struct. Rep. Online 2012, 68 (4), o1194-o1194.
https://doi.org/10.1107/S1600536812000827

[8]. Almansour, A. I.; Kumar, R. S.; Arumugam, N.; Devi Shree, P.; Suresh, J. Acta Crystallogr. Sect. E Struct. Rep. Online 2012, 68 (3), o744-o744.
https://doi.org/10.1107/S1600536812006332

[9]. Parthasarathy, K.; Praveen, C.; Saranraj, K.; Balachandran, C.; Kumar, P. S. Med. Chem. Res. 2016, 25 (10), 2155-2170.
https://doi.org/10.1007/s00044-016-1645-4

[10]. Kaur, G.; Singh, A.; Bala, K.; Devi, M.; Kumari, A.; Devi, S.; Devi, R.; Gupta, V. K.; Banerjee, B. Curr. Org. Chem. 2019, 23 (16), 1778-1788.
https://doi.org/10.2174/1385272822666190924182538

[11]. Kaur, G.; Shamim, M.; Bhardwaj, V.; Gupta, V. K.; Banerjee, B. Synth. Commun. 2020, 50 (10), 1545-1560.
https://doi.org/10.1080/00397911.2020.1745844

[12]. Sheldrick, G. M. Acta Crystallogr. A Found. Adv.2015, 71, 3-8.
https://doi.org/10.1107/S2053273314026370

[13]. Farrugia, L. J. J. Appl. Crystallogr.1997, 30 (5), 565-565.
https://doi.org/10.1107/S0021889897003117

[14]. Nardelli, M. J. Appl. Crystallogr.1995, 28 (5), 659-659.
https://doi.org/10.1107/S0021889895007138

[15]. Spek, A. L. Acta Crystallogr. D Biol. Crystallogr. 2009, 65, 148-155.
https://doi.org/10.1107/S090744490804362X

[16]. Farrugia, L. J. J. Appl. Crystallogr.2012, 45 (4), 849-854.
https://doi.org/10.1107/S0021889812029111

[17]. Allen, F. H.; Kennard, O.; Watson, D. G.; Brammer, L.; Orpen, A. G.; Taylor, R. J. Chem. Soc., Perkin Trans. 2 1987, 12, S1-S19.
https://doi.org/10.1039/p298700000s1


Supporting information


The Supplementary Material for this article can be found online at: Supplementary files

How to cite


Sharma, V.; Banerjee, B.; Kaur, G.; Gupta, V. Eur. J. Chem. 2021, 12(2), 187-191. doi:10.5155/eurjchem.12.2.187-191.2086
Sharma, V.; Banerjee, B.; Kaur, G.; Gupta, V. X-ray crystal structure analysis of 5-bromospiro[indoline-3,7'-pyrano[3,2-C:5,6-C']dichromene]-2,6',8'-trione. Eur. J. Chem. 2021, 12(2), 187-191. doi:10.5155/eurjchem.12.2.187-191.2086
Sharma, V., Banerjee, B., Kaur, G., & Gupta, V. (2021). X-ray crystal structure analysis of 5-bromospiro[indoline-3,7'-pyrano[3,2-C:5,6-C']dichromene]-2,6',8'-trione. European Journal of Chemistry, 12(2), 187-191. doi:10.5155/eurjchem.12.2.187-191.2086
Sharma, Varun, Bubun Banerjee, Gurpreet Kaur, & Vivek Kumar Gupta. "X-ray crystal structure analysis of 5-bromospiro[indoline-3,7'-pyrano[3,2-C:5,6-C']dichromene]-2,6',8'-trione." European Journal of Chemistry [Online], 12.2 (2021): 187-191. Web. 28 Sep. 2023
Sharma, Varun, Banerjee, Bubun, Kaur, Gurpreet, AND Gupta, Vivek. "X-ray crystal structure analysis of 5-bromospiro[indoline-3,7'-pyrano[3,2-C:5,6-C']dichromene]-2,6',8'-trione" European Journal of Chemistry [Online], Volume 12 Number 2 (30 June 2021)

The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item



DOI Link: https://doi.org/10.5155/eurjchem.12.2.187-191.2086


CrossRef | Scilit | GrowKudos | Researchgate | Publons | ScienceGate | Scite | Lens | OUCI

WorldCat Paperbuzz | LibKey Citeas | Dimensions | Semanticscholar | Plumx | Kopernio | Zotero | Mendeley

ZoteroSave to Zotero MendeleySave to Mendeley



European Journal of Chemistry 2021, 12(2), 187-191 | doi: https://doi.org/10.5155/eurjchem.12.2.187-191.2086 | Get rights and content

Refbacks

  • There are currently no refbacks.




Copyright (c) 2021 Authors

Creative Commons License
This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at http://www.eurjchem.com/index.php/eurjchem/pages/view/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (http://www.eurjchem.com/index.php/eurjchem/pages/view/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).



© Copyright 2010 - 2023  Atlanta Publishing House LLC All Right Reserved.

The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.

Copyright 2010-2023 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.