Interplay Between Conformation and Hydrogen Bond Pattern: Crystal Structure of N-(2,2-dichloroacetyl)-N',N"-dipropylphosphoric Triamide and a Database Survey

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F24%3A00138833" target="_blank" >RIV/00216224:14310/24:00138833 - isvavai.cz</a>

Výsledek na webu

<a href="https://link.springer.com/article/10.1007/s10870-024-01015-4" target="_blank" >https://link.springer.com/article/10.1007/s10870-024-01015-4</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s10870-024-01015-4" target="_blank" >10.1007/s10870-024-01015-4</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Interplay Between Conformation and Hydrogen Bond Pattern: Crystal Structure of N-(2,2-dichloroacetyl)-N',N"-dipropylphosphoric Triamide and a Database Survey

Popis výsledku v původním jazyce

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 &amp; boxH;C-N-P and C-N-P &amp; 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 &amp; boxH;P and N-P-HO &amp; 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).

Název v anglickém jazyce

Interplay Between Conformation and Hydrogen Bond Pattern: Crystal Structure of N-(2,2-dichloroacetyl)-N',N"-dipropylphosphoric Triamide and a Database Survey

Popis výsledku anglicky

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 &amp; boxH;C-N-P and C-N-P &amp; 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 &amp; boxH;P and N-P-HO &amp; 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).

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10402 - Inorganic and nuclear chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2024

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

JOURNAL OF CHEMICAL CRYSTALLOGRAPHY

ISSN

1074-1542

e-ISSN

1572-8854

Svazek periodika

54

Číslo periodika v rámci svazku

3

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

11

Strana od-do

242-252

Kód UT WoS článku

001223829000001

EID výsledku v databázi Scopus

2-s2.0-85193279882