Document Type : Original Research Article
Authors
- Ruchika Sharma 1
- Sumati Anthal 1
- Nitin G Ghatpande 2, 3
- Mahidansha M Shaikh 2, 3
- Jagannath S Jadhav 4
- Saminathan Murugavel 5
- Sonachalam Sundramoorthy 6
- RAJNI Kant 1
1 Chemical Crystallography Laboratory, Department of Physics, University of Jammu, Jammu Tawi-180006, India.
2 Department of Pharmaceutical Chemistry, School of Health Science, University of KwaZulu-Natal, Durban-4041, South Africa.
3 Unique Med Chem Laboratories, L-64, Chincholli MIDC, Solapur-413255, M. S., India.
4 Department of Chemistry, Shivaji University, Kolhapur-416004, M.S., India.
5 Department of Physics, Thanthai Periyar Government Institute of Technology, Vellore- 632002, Tamil Nadu, India.
6 Department of Physics, Agni College of Technology OMR, Thalambur, Chennai-600130, Tamil Nadu, India.
Abstract
The crystal structure of (4-methoxyphenyl) acetic acid (C9H10O3) exists in the monoclinic space group P21/c having unit cell parameters: a = 16.268 (15), b = 5.858 (5), c = 9.157 (8) Å, β = 95.24 (2)°, and Z = 4. The structure has been solved by X-ray diffraction methods and it converges to a final reliability index of 0.0620 for 1117 observed reflections. Two intermolecular hydrogen bonds of the type C-H....O and O-H....O have been observed. The O-H....O hydrogen bond leads to the formation of a dimer with R22 (8) graph set motif and it is found linked to another C-H....O intermolecular hydrogen bond. The molecule has been characterized for Hirshfeld surface, energy frameworks and molecular docking studies. The Hirshfeld surface (HS) analysis was performed for the identification of all the close contacts and their strength in the crystal structure. The energy frameworks were analyzed to examine the molecular stability and also to ascertain the dominant energy component. The molecular docking investigations lead to the finding that (4-methoxyphenyl)acetic acid may act as an active anti-microbial (antibacterial and antifungal) drug.
Graphical Abstract
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Highlights
- Synthesis, single crystal X-ray structure and Hirshfeld surfaces (HS) of (4-methoxy phenyl)acetic acid have been reported.
- The results as accrued form the HS and 2D Fingreprint plots were examined in the light of intermolecular interactions, their strength and possible contribution in the molecular structure of the difunctional compound with carboxylate and electron rich methoxy functionalities. The interaction energies between molecular pairs were investigated and assessed through energy framework modules.
- The molecule of (4-methoxy phenyl) acetic acid was docked with DNA gyrase and Lanosterol 14 α-demethylase was selected as target for the antifungal agent. The molecular docking method validates the anti-microbial (antibacterial and antifungal) activity of the investigated molecule.
Keywords
- Crystal structure
- X-ray diffraction
- Intermolecular interactions
- Hirshfeld surface
- Molecular docking
- Hydrogen bonding
- Crystallography
Main Subjects
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