Informace o publikaci
Interplay Between Conformation and Hydrogen Bond Pattern: Crystal Structure of N-(2,2-dichloroacetyl)-N',N"-dipropylphosphoric Triamide and a Database Survey
| Autoři | |
|---|---|
| Rok publikování | 2024 |
| Druh | Článek v odborném periodiku |
| Časopis / Zdroj | JOURNAL OF CHEMICAL CRYSTALLOGRAPHY |
| Fakulta / Pracoviště MU | |
| Citace | |
| www | https://link.springer.com/article/10.1007/s10870-024-01015-4 |
| Doi | http://dx.doi.org/10.1007/s10870-024-01015-4 |
| Klíčová slova | Conformation; Phosphoric triamide; Crystal structure; Hydrogen bond; Cambridge structural database; P(O)NHC(O) skeleton |
| Popis | The interplay between conformation and hydrogen bond pattern was studied in 211 (C(O)NH)(N)(2)P(O)-based phosphoric triamides retrieved from the Cambridge Structural Database (CSD) and one new molecular structure, (CHCl2C(O)NH)(CH3CH2CH2NH)(2)P(O). The O & boxH;C-N-P and C-N-P & boxH;O torsion angles were extracted for the conformational study of the C(O)NP(O) segment, and the conformations of +/- sp +/- ap, +/- sp +/- sc and +/- ap +/- sp were found (sp = synperiplanar, ap = antiperiplanar, sc = synclinal). The conformations of hydrogen bond donor group(s) with respect to the acceptor group(s) were also considered. The investigated structures belong to three classes of (RC(O)NH)((RRN)-R-1-N-2)(2)P(O) (R-1 and R-2 not equal H), (RC(O)NH)((RNH)-N-1)(2)P(O) (R-1 not equal H) and heterocyclic (RC(O)NH)P(O)[NR1](2)R-2 phosphoric triamides (R-1 = H or not equal H, R-2 = a hydrocarbon fragment), and the hydrogen bond patterns include dimer, tetramer, chain, tape, ladder, two-dimensional assembly and three-dimensional architecture. In the new structure, the conformation of the C(O)NP(O) fragment is -sp+ap, and molecules are assembled in a tape arrangement (parallel to the [110] axis) through N-CP-HO & boxH;P and N-P-HO & boxH;C hydrogen bonds (N-CP is the nitrogen atom of the C(O)NHP(O) fragment and N-P is the other N atom bonded to phosphorus). |