Extensive analysis of N-H center dot center dot center dot O hydrogen bonding in four classes of phosphorus compounds: a combined experimental and database study

HAMZEHEE, Farahnaz, Mehrdad POURAYOUBI, Marek NEČAS a Duane CHOQUESILLO-LAZARTE. Extensive analysis of N-H center dot center dot center dot O hydrogen bonding in four classes of phosphorus compounds: a combined experimental and database study. ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY. CHESTER: INT UNION CRYSTALLOGRAPHY, roč. 73, March, s. 287-297, 31 s. ISSN 2053-2296. doi:10.1107/S2053229617001516. 2017.

Základní údaje

• Originální název: Extensive analysis of N-H center dot center dot center dot O hydrogen bonding in four classes of phosphorus compounds: a combined experimental and database study
• Autoři: HAMZEHEE, Farahnaz (364 Írán), Mehrdad POURAYOUBI (364 Írán), Marek NEČAS (203 Česká republika, garant, domácí) a Duane CHOQUESILLO-LAZARTE (724 Španělsko).
• Vydání: ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, CHESTER, INT UNION CRYSTALLOGRAPHY, 2017, 2053-2296.

Další údaje

• Originální jazyk: angličtina
• Typ výsledku: Článek v odborném periodiku
• Obor: 10402 Inorganic and nuclear chemistry
• Stát vydavatele: Velká Británie a Severní Irsko
• Utajení: není předmětem státního či obchodního tajemství
• WWW: URL
• Impakt faktor: Impact factor: 8.678
• Kód RIV: RIV/00216224:14310/17:00100454
• Organizační jednotka: Přírodovědecká fakulta
• Doi: http://dx.doi.org/10.1107/S2053229617001516
• UT WoS: 000395789800023
• Klíčová slova anglicky: phosphorus compound; crystal structure; hydrogen bonding; Cambridge Structural Database; positive/negative charge-assisted N-H center dot center dot center dot O hydrogen bonds
• Štítky: CF SAXS, NZ, rivok
• Příznaky: Mezinárodní význam, Recenzováno

Anotace

The N-H center dot center dot center dot O hydrogen bond is the characteristic interaction in the crystal structures of N-benzyl-P-phenyl-N'-(p-tolyl) phosphonic diamide, C20H21N2OP or (C6H5)P(O)(NHCH2C6H5)(NHC6H4-p-CH3), (I), diphenylphosphinic 1-methylpropylamide, C16H20NOP or (C6H5)(2)P(O)[NHCH(CH3)(C2H5)], (II), (S)-1-phenylethylammonium N-[(S)-1-phenylethyl] phenylphosphonamidate, C8H12N+center dot-C14H15NO2P- or [S-(C6H5)CH(CH3)NH3][(C6H5)P(O){S-NHCH(CH3)(C6H5)}(O)], (III), and (4-methylbenzyl) ammonium diphenylphosphinate, C8H12N+center dot-C12H10O2P- or [4-CH3-C6H4CH2NH3][(C6H5)(2)P(O)(O)], (IV). This article focuses on the N-H center dot center dot center dot O hydrogen bonds by considering the structures of (I), (II), (III) and (IV), and reviewing their analogous compounds, including 43 (C)P(O)(N)(2), 102 (C)(2)P(O)(N), 31 (C) P(O)(N)(O) and 96 (C)(2)P(O)(O) structures, deposited in the Cambridge Structural Database (CSD). For the structures with a (C) P(O)(N) 2 segment, only neutral hydrogen bonds were found in the CSD. The other three classes of compounds included both neutral and 'charge-assisted' hydrogen bonds, and the (C) 2P(O)(O) structures were particularly noticeable for a high number of cation-anion compounds. The overall tendencies of N center dot center dot center dot O distances in neutral and cation-anion compounds were compared. The N-H center dot center dot center dot O hydrogen-bond angles were also analyzed for the four classes of phosphorus compounds.

Návaznosti

• LM2015043, projekt VaV: Název: Česká infrastruktura pro integrativní strukturní biologii (Akronym: CIISB)

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, Czech Infrastructure for Integrative Structural Biology