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@article{1412021, author = {Hamzehee, Farahnaz and Pourayoubi, Mehrdad and Nečas, Marek and ChoquesilloandLazarte, Duane}, article_location = {CHESTER}, article_number = {March}, doi = {http://dx.doi.org/10.1107/S2053229617001516}, keywords = {phosphorus compound; crystal structure; hydrogen bonding; Cambridge Structural Database; positive/negative charge-assisted N-H center dot center dot center dot O hydrogen bonds}, language = {eng}, issn = {2053-2296}, journal = {ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY}, title = {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}, url = {http://scripts.iucr.org/cgi-bin/paper?S2053229617001516}, volume = {73}, year = {2017} }
TY - JOUR ID - 1412021 AU - Hamzehee, Farahnaz - Pourayoubi, Mehrdad - Nečas, Marek - Choquesillo-Lazarte, Duane PY - 2017 TI - 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 JF - ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY VL - 73 IS - March SP - 287-297 EP - 287-297 PB - INT UNION CRYSTALLOGRAPHY SN - 20532296 KW - phosphorus compound KW - crystal structure KW - hydrogen bonding KW - Cambridge Structural Database KW - positive/negative charge-assisted N-H center dot center dot center dot O hydrogen bonds UR - http://scripts.iucr.org/cgi-bin/paper?S2053229617001516 L2 - http://scripts.iucr.org/cgi-bin/paper?S2053229617001516 N2 - 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. ER -
HAMZEHEE, Farahnaz, Mehrdad POURAYOUBI, Marek NEČAS and 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. \textit{ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY}. CHESTER: INT UNION CRYSTALLOGRAPHY, 2017, vol.~73, March, p.~287-297, 31 pp. ISSN~2053-2296. Available from: https://dx.doi.org/10.1107/S2053229617001516.
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