J 2017

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 and Duane CHOQUESILLO-LAZARTE

Basic information

Original name

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

Authors

HAMZEHEE, Farahnaz (364 Islamic Republic of Iran), Mehrdad POURAYOUBI (364 Islamic Republic of Iran), Marek NEČAS (203 Czech Republic, guarantor, belonging to the institution) and Duane CHOQUESILLO-LAZARTE (724 Spain)

Edition

ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, CHESTER, INT UNION CRYSTALLOGRAPHY, 2017, 2053-2296

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10402 Inorganic and nuclear chemistry

Country of publisher

United Kingdom of Great Britain and Northern Ireland

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

Impact factor

Impact factor: 8.678

RIV identification code

RIV/00216224:14310/17:00100454

Organization unit

Faculty of Science

DOI

UT WoS

000395789800023

Keywords in English

phosphorus compound; crystal structure; hydrogen bonding; Cambridge Structural Database; positive/negative charge-assisted N-H center dot center dot center dot O hydrogen bonds

Tags

Tags

International impact, Reviewed
Změněno: 3/4/2018 15:41, Ing. Nicole Zrilić

Abstract

V originále

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.

Links

LM2015043, research and development project
Name: Česká infrastruktura pro integrativní strukturní biologii (Acronym: CIISB)
Investor: Ministry of Education, Youth and Sports of the CR