Chlorine directed C�Cl � � and C�H�Cl interactions in acridinium 3,5-dichlorosalicylate: Synthesis, X-ray diffraction and theoretical analysis

Amsaraj, C and Bharathikannan, R and Muthuraja, P and Rajkumar, M (2020) Chlorine directed C�Cl � � and C�H�Cl interactions in acridinium 3,5-dichlorosalicylate: Synthesis, X-ray diffraction and theoretical analysis. In: Journal of Molecular Structure, 1220 .

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Abstract

Acridinium 3,5-dichlorosalicylate (ACHB) has been synthesised and crystallised at room temperature. ACHB was characterised by single crystal X-ray diffraction. The crystal structure of ACHB displays N�H�O, C�H�O, O�H�O (intramolecular) and � � � interactions. The presence of chlorine atoms greatly influence the supramolecular organisation of ACHB by C�H�Cl and C�Cl � � interactions to form a network. The role of chlorine interactions on the crystal structure is explained through structural analysis. This manuscript explains the influence of chlorine atom on the crystal structure and how it affects the stacking interactions. The proportion of intramolecular interactions involving chlorine was identified by using Hirshfeld surface analysis which is found to be 26.9. The percentage of interactions clearly exposes the contribution of chlorine atom on defining the directionality of the non-covalent interactions involved in ACHB. The molecular structure of ACHB was optimised by DFT calculations at B3LYP/6-311G++(d,p) level of theory. Theoretical UV spectral analysis was carried out for ACHB using TD-DFT calculations in methanolic phase. Electrostatic potential, NBO analysis and Mulliken plot reveals the nature of the molecular structure. Static and frequency dependent hyperpolarizability were calculated at the same level of theory. The chlorine interactions involved in ACHB influence the hyperpolarizability on applied frequency at 1064 nm. © 2020

Item Type:	Journal Article
Publication:	Journal of Molecular Structure
Publisher:	Elsevier B.V.
Additional Information:	Copyright for this article belongs to Elsevier B.V.
Keywords:	Atoms; Chlorine; Density functional theory; Molecular structure; Single crystals; Spectrum analysis; Surface analysis; X ray diffraction, Electrostatic potentials; Frequency dependent; Hyper-polarizability; Intramolecular interactions; Non-covalent interaction; Single crystal x-ray diffraction; Stacking interaction; Td-dft calculations, Crystal atomic structure
Department/Centre:	Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited:	10 Nov 2021 14:20
Last Modified:	10 Nov 2021 14:20
URI:	http://eprints.iisc.ac.in/id/eprint/65951

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