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N -[2-(Tri-fluoro-meth-yl)phen-yl]maleamic acid: crystal structure and Hirshfeld surface analysis.

Authors :
Suchetan PA
Prakash SM
Lokanath NK
Naveen S
Warad I
Source :
Acta crystallographica. Section E, Crystallographic communications [Acta Crystallogr E Crystallogr Commun] 2019 May 10; Vol. 75 (Pt 6), pp. 766-769. Date of Electronic Publication: 2019 May 10 (Print Publication: 2019).
Publication Year :
2019

Abstract

The title mol-ecule, C <subscript>11</subscript> H <subscript>8</subscript> F <subscript>3</subscript> NO <subscript>3</subscript> , adopts a cis configuration across the -C=C- double bond in the side chain and the dihedral angle between the phenyl ring and side chain is 47.35 (1)°. The -COOH group adopts a syn conformation (O=C-O-H = 0°), unlike the anti conformation observed in related maleamic acids. In the crystal, inversion dimers linked by pairs of O-H⋯O hydrogen bonds are connected via N-H⋯O hydrogen bonds and C-H⋯O inter-actions into (100) sheets, which are cross-linked by another C-H⋯O inter-action to result in a three-dimensional network. The Hirshfeld surface fingerprint plots show that the highest contribution to surface contacts arises from O⋯H/H⋯O contacts (26.5%) followed by H⋯F/F⋯H (23.4%) and H⋯H (17.3%).

Details

Language :
English
ISSN :
2056-9890
Volume :
75
Issue :
Pt 6
Database :
MEDLINE
Journal :
Acta crystallographica. Section E, Crystallographic communications
Publication Type :
Academic Journal
Accession number :
31391962
Full Text :
https://doi.org/10.1107/S2056989019006509