15044-85-6Relevant academic research and scientific papers
The first C(O)NHP(O)-based phosphoric triamide structure with an N?H···π hydrogen bonding: A combination of X-ray crystallography and theoretical study to evaluate the strength of hydrogen bonds
Taherzadeh, Maryam,Pourayoubi, Mehrdad,Afzali, Raheleh,Ne?as, Marek
, p. 936 - 944 (2017)
The hydrogen bond pattern of N-(4-methoxybenzoyl)-N′,N″-bis(4-methylbenzyl)-phosphoric triamide, C24H28N3O3P, (I), was investigated. In the crystal structure, the molecules are aggregated through NCP–H···O═P andNP–H···O═C hydrogen bonds in a one-dimensional arrangement parallel to the c axis (NCP is the nitrogen atom in the C(O)NHP(O) segment and NP stands for the two other nitrogen atoms bonded to the P atom). There is also a novel NP–H···π hydrogen bond in the crystal which extends the aggregation of the molecules to a two-dimensional array parallel to the bc plane. A Cambridge Structural Database (CSD, version 5.37, Feb 2016) analysis shows that the N–H···π hydrogen bond was not observed in any of 156 [RC(O)NH]P(O)[NR1R2]2 (R1 ≠ H, R2 = H or ≠ H) phosphoric triamide structures reported so far. The theoretical calculations at the B3LYP/6-311G?? level of theory (DFT, AIM, and NBO) were performed to evaluate the strengths of NCP–H···O═P, NP–H···O═C and NP–H···π hydrogen bonds, considering two-aggregate molecular assemblies containing these hydrogen bonds. The calculations on the title compound suggest that the intermolecular NCP–H···O═P hydrogen bond is stronger than NP–H···O═C and NP–H···π interactions. The hydrogen bond strength was investigated by NBO, topological analysis, geometry calculation, Hirshfeld surface analysis and experimental spectroscopic results, which are in agreement with each other.
N-[Diaminophosphinyl]arylcarboxamides
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, (2008/06/13)
A series of N-[diaminophosphinyl]arylcarboxamides are useful as inhibitors of the enzyme urease.
