Semnan University
Tarahhomi, A., Rheingold, A., Golen, J. (2016). Synthesis, crystal structure and Hirshfeld surface analysis of new phosphoric triamide [2-F-C6H4C(O)NH]P(O)[NHCH(CH3)2]2. Journal of Applied Arts, 11(41), 23-30. doi: 10.22075/chem.2017.2991.
Atekeh Tarahhomi; Arnold L. Rheingold; James A. Golen. "Synthesis, crystal structure and Hirshfeld surface analysis of new phosphoric triamide [2-F-C6H4C(O)NH]P(O)[NHCH(CH3)2]2". Journal of Applied Arts, 11, 41, 2016, 23-30. doi: 10.22075/chem.2017.2991.
Tarahhomi, A., Rheingold, A., Golen, J. (2016). 'Synthesis, crystal structure and Hirshfeld surface analysis of new phosphoric triamide [2-F-C6H4C(O)NH]P(O)[NHCH(CH3)2]2', Journal of Applied Arts, 11(41), pp. 23-30. doi: 10.22075/chem.2017.2991.
Tarahhomi, A., Rheingold, A., Golen, J. Synthesis, crystal structure and Hirshfeld surface analysis of new phosphoric triamide [2-F-C6H4C(O)NH]P(O)[NHCH(CH3)2]2. Journal of Applied Arts, 2016; 11(41): 23-30. doi: 10.22075/chem.2017.2991.

Synthesis, crystal structure and Hirshfeld surface analysis of new phosphoric triamide [2-F-C6H4C(O)NH]P(O)[NHCH(CH3)2]2

شیمى کاربردى روز
Article 3, Volume 11, Issue 41, December 2016, Pages 23-30    PDF (902.71 K)
Document Type: Original Article
DOI: 10.22075/chem.2017.2991.
Authors
Atekeh Tarahhomi* ; Arnold L. Rheingold; James A. Golen
Receive Date: 21 November 2016,  Revise Date: 01 February 2017,  Accept Date: 21 April 2017 
Abstract
In present work, new phosphoric triamide N-(2-fluorobenzoyl)-N′,N"-diisopropylphosphoric triamide, [2-F-C6H4C(O)NH]P(O)[NHCH(CH3)2]2, was synthesized and characterized by X-ray crystallography analysis. The asymmetric unit consists of two independent molecules P1 and P2 which aggregate through NCP—H⋯O═C and [N—H]2⋯O═P hydrogen bonds, giving  loops and forming two independent chains parallel to the a axis. For further investigation on intermolecular interactions in the studied compound, 3D Hirshfeld surfaces (HSs) mapped with dnorm and corresponding 2D fingerprint plots (FPs) were employed for two molecules P1 and P2. Hirshfeld surface analysis shows that the H⋯H (62.3% of total Hirshfeld surface area for molecule P1 and 62.8% for P2), H⋯O/O⋯H (13.1% for P1 and 12.8 % for P2), H⋯C/C⋯H (12.4% for P1 and 12.7 % for P2) and H⋯F/F⋯H (8.2% for P1 and 7.8 % for P2) contacts are the dominant intermolecular interactions in the crystal structure.
Keywords
Phosphoric triamide; X-ray crystallography analysis; N—H⋯O Hydrogen bond; 3D Hirshfeld surface; 2D fingerprint plot
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