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https://open.uns.ac.rs/handle/123456789/9042
Nаziv: | Analysis of N-H...O hydrogen bonds in new C(O)-NH-P(O)-based phosphoric triamides and analogous structures deposited in the Cambridge Structural Database | Аutоri: | Pourayoubi M. Toghraee M. Divjaković, Vladimir Van Der Lee A. Percino T. Ramírez M. Saneei A. |
Dаtum izdаvаnjа: | 1-апр-2013 | Čаsоpis: | Acta Crystallographica Section B: Structural Science | Sažetak: | Five new compounds belonging to the phosphoric triamide family have been synthesized: two of them with the formula XC(O)NHP(O)Y [X = CF3 (1) and CClF2 (2), Y = NHCH2C(CH3) 2CH2NH] involving a 1,3-diazaphosphorinane ring part, and three 2,6-Cl2C6H3C(O)NHP(O)Z2 phosphoric triamides [Z = NHC(CH3)3 (3), N(CH 3)(C6H11) (4) and N(CH3)(CH 2C6H5) (5)]. The characterization was performed by 31P{1H}, 1H, 13C NMR, IR spectroscopy besides 19F NMR for fluorine containing compounds (1) and (2), and X-ray single-crystal structure analysis for (1), (3), (4) and (5). In each molecule the P atom has a distorted tetrahedral environment. The N atoms bonded to P atom have mainly sp 2 character with a very slight tendency to a pyramidal coordination for some amido groups. Different types of N-H...O hydrogen bonds have been analyzed for (1), (3), (4) and (5) and 118 other structures (including 194 hydrogen bonds) deposited in the Cambridge Structural Database, containing either C(O)-NH-P(O)[N(C)(C)]2 or C(O)-NH-P(O)[NH(C)]2. The participation of NCP-H...O=P [NCP = the nitrogen atom of the C(O)-NH-P(O) fragment], N-H...O=P, N-H...O=C and NCP-H...O=C hydrogen bonds in different hydrogen-bonded motifs are discussed. Moreover, the involvement of the O atoms of C=O or P=O in the [NCP-H][N-H]...O=P, [N-H]2...O=P, [N-H]2...O=C and [N-H]3...O=C groups are considered. A histogram of N...O distances, the distribution of N-H...O angles and the scatterplot of N-H...O angles versus N...O distances are studied. © 2013 International Union of Crystallography Printed in Singapore-all rights reserved. | URI: | https://open.uns.ac.rs/handle/123456789/9042 | ISSN: | 01087681 | DOI: | 10.1107/S0108768113002656 |
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