European Journal of Chemistry

Pharmaceutical organic salt: Disordered crystal structure of levofloxacin with γ-resorcylic acid

Crossmark


Main Article Content

Syed Muddassir Ali Mashhadi
Muhammad Nawaz Tahir
David Apperley
Moazzam Hussain Bhatti
Muhammad Ashfaq
Uzma Yunus

Abstract

This study reports an organic salt prepared from an antibacterial drug, levofloxacin and antioxidant γ-resorcylic acid. A simple preparation method leads to a crystal with disordered structure. The idea is to prepare an organic salt comprising of pharmaceutically acceptable acidic and basic components. The salt is characterised by IR, solid state NMR, and single crystal XRD. Crystal data for C25H26N3O8F: triclinic, space group P-1 (no. 2), a = 7.0037(8) Å, b = 12.764(3) Å, c = 13.909(3) Å, α = 104.821(4)°, β = 92.039(4)°, γ = 95.334(4)°, = 1194.6(4) Å3, Z = 2, T = 296(2) K, μ(MoKα) = 0.113 mm-1, Dcalc = 1.433 g/cm3, 16879 reflections measured (5.048° ≤ 2Θ ≤ 54.186°), 5139 unique (Rint = 0.0663, Rsigma = 0.0975) which were used in all calculations. The final R1 was 0.1121 (I>2σ(I)) and wR2 was 0.2505 (all data). SC-XRD analysis shows that the crystal packing is stabilized by strong H-bonding of type N-H···O and comparatively weak interactions of type C-H···O, C-H···π and off-set π···π stacking.


icon graph This Abstract was viewed 822 times | icon graph Article PDF downloaded 322 times icon graph Article CIF FILE downloaded 0 times

How to Cite
(1)
Mashhadi, S. M. A.; Tahir, M. N.; Apperley, D.; Bhatti, M. H.; Ashfaq, M.; Yunus, U. Pharmaceutical Organic Salt: Disordered Crystal Structure of Levofloxacin With γ-Resorcylic Acid. Eur. J. Chem. 2021, 12, 323-328.

Article Details

Share
Crossref - Scopus - Google - European PMC
References

[1]. Mashhadi, S. M. A.; Yunus, U.; Bhatti, M. H.; Ahmed, I.; Tahir, M. N. J. Mol. Struct. 2016, 1117, 17-21.
https://doi.org/10.1016/j.molstruc.2016.03.057

[2]. Mashhadi, S. M. A.; Yunus, U.; Bhatti, M. H. J. Mol. Struct. 2021, 1233 (130015), 130015.
https://doi.org/10.1016/j.molstruc.2021.130015

[3]. Mashhadi, S. M. A.; Yunus, U.; Bhatti, M. H.; Tahir, M. N. J. Mol. Struct. 2014, 1076, 446-452.
https://doi.org/10.1016/j.molstruc.2014.07.070

[4]. Mashhadi, S. M. A.; Batsanov, A. S.; Sajjad, S. A.; Nazir, Y.; Bhatti, M. H.; Yunus, U. J. Mol. Struct. 2021, 1226 (129388), 129388.
https://doi.org/10.1016/j.molstruc.2020.129388

[5]. Mashhadi, S. M. A.; Yufit, D.; Liu, H.; Hodgkinson, P.; Yunus, U. J. Mol. Struct. 2020, 1219 (128621), 128621.
https://doi.org/10.1016/j.molstruc.2020.128621

[6]. Lehn, J.-M. Science 2002, 295 (5564), 2400-2403.
https://doi.org/10.1126/science.1071063

[7]. Cram, D. J. Angew. Chem. Int. Ed. Engl. 1988, 27 (8), 1009-1020.
https://doi.org/10.1002/anie.198810093

[8]. Cram, D. J.; Cram, J. M. Acc. Chem. Res. 1978, 11 (1), 8-14.
https://doi.org/10.1021/ar50121a002

[9]. Carvalho, P. S.; Diniz, L. F.; Tenorio, J. C.; Souza, M. S.; Franco, C. H. J.; Rial, R. C.; Warszawski de Oliveira, K. R.; Nazario, C. E. D.; Ellena, J. CrystEngComm 2019, 21 (24), 3668-3678.
https://doi.org/10.1039/C8CE02076K

[10]. Odiase, I.; Nicholson, C. E.; Ahmad, R.; Cooper, J.; Yufit, D. S.; Cooper, S. J. Acta Crystallogr. C Struct. Chem. 2015, 71 (Pt 4), 276-283.
https://doi.org/10.1107/S2053229615004283

[11]. Tasso, L.; de Andrade, C.; Dalla Costa, T. Int. J. Antimicrob. Agents 2011, 38 (4), 307-313.
https://doi.org/10.1016/j.ijantimicag.2011.05.015

[12]. Fish, D. N.; Chow, A. T. Clin. Pharmacokinet. 1997, 32 (2), 101-119.
https://doi.org/10.2165/00003088-199732020-00002

[13]. Blázquez Garrido, R. M.; Espinosa Parra, F. J.; Alemany Francés, L.; Ramos Guevara, R. M.; Sánchez-Nieto, J. M.; Segovia Hernández, M.; Serrano Martínez, J. A.; Huerta, F. H. Clin. Infect. Dis. 2005, 40 (6), 800-806.
https://doi.org/10.1086/428049

[14]. Gdaniec, M.; Gilski, M.; Denisov, G. S. Acta Crystallogr. C 1994, 50 (10), 1622-1626.
https://doi.org/10.1107/S0108270194000557

[15]. Bandari, S.; Dronam, V. R.; Eedara, B. B. J. Pharm. Investig. 2017, 47 (6), 583-591.
https://doi.org/10.1007/s40005-016-0302-8

Supporting Agencies

Most read articles by the same author(s)

Most read articles by the same author(s)

TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/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 (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).