Zwitterionic 1-{(1 E )-[(4-hy-droxy-phen-yl)iminio]meth-yl}naphthalen-2-olate: crystal structure and Hirshfeld surface analysis.

Autor: Devika BR; Research & Development Centre, Bharathiar University, Coimbatore 641 046, India., Girija CR; Govt. Science College, Nrupathunga Road, Bangalore 560 001, India.; SSMRV College, Jayanagar 4th T block, Bangalore 560 041, India., Shalini S; SSMRV College, Jayanagar 4th T block, Bangalore 560 041, India., Jotani MM; Department of Physics, Bhavan's Sheth R. A. College of Science, Ahmedabad, Gujarat 380 001, India., Tiekink ERT; Research Centre for Crystalline Materials, School of Science and Technology, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia.
Jazyk: angličtina
Zdroj: Acta crystallographica. Section E, Crystallographic communications [Acta Crystallogr E Crystallogr Commun] 2017 Oct 20; Vol. 73 (Pt 11), pp. 1674-1678. Date of Electronic Publication: 2017 Oct 20 (Print Publication: 2017).
DOI: 10.1107/S205698901701458X
Abstrakt: The title zwitterion, C 17 H 13 NO 2 (systematic name: 1-{(1 E )-[(4-hy-droxy-phen-yl)iminium-yl]meth-yl}naphthalen-2-olate), features an intra-molecular charge-assisted N + -H⋯O - hydrogen bond. A twist in the mol-ecule is evident around the N-C(hy-droxy-benzene) bond [C-N-C-C torsion angle = 39.42 (8)°] and is reflected in the dihedral angle of 39.42 (8)° formed between the aromatic regions of the mol-ecule. In the crystal, zigzag supra-molecular chains along the a axis are formed by charge-assisted hy-droxy-O-H⋯O(phenoxide) hydrogen bonding. These are connected into a layer in the ab plane by charge-assisted hy-droxy-benzene-C-H⋯O(phenoxide) inter-actions and π-π contacts [inter-centroid distance between naphthyl-C 6 rings = 3.4905 (12) Å]. Layers stack along the c axis with no specific inter-actions between them. The Hirshfeld surface analysis points to the significance C⋯H contacts between layers.
Databáze: MEDLINE
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