Influence of O-H···O=P hydrogen bonding on the supramolecular architectures of phosphorus-based hydrazones: Alternate right- and left-handed fused helical chains based on O-H···O=P hydrogen bonds in the crystal structure of C6H5P(O)[N(CH3)N=CHC6H4-p-OH]2

Chandrasekhar, Vadapalli ; Azhakar, Ramachandran ; Bickley, Jamie F. ; Steiner, Alexander (2006) Influence of O-H···O=P hydrogen bonding on the supramolecular architectures of phosphorus-based hydrazones: Alternate right- and left-handed fused helical chains based on O-H···O=P hydrogen bonds in the crystal structure of C6H5P(O)[N(CH3)N=CHC6H4-p-OH]2 Crystal Growth & Design, 6 (4). pp. 910-914. ISSN 1528-7483

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Official URL: http://pubs.acs.org/doi/abs/10.1021/cg050426v

Related URL: http://dx.doi.org/10.1021/cg050426v

Abstract

The acyclic phosphorus dihydrazone C6H5P(O)[N(CH3)N=CHC6H4-p-OH]2 (1) forms an alternate right- and left-handed fused helical chain supramolecular structure in the solid state. The supramolecular architecture of 1 is formed as a result of intermolecular O-H···O=P interactions. Variation in the position of the hydroxy group in C6H5P(O)[N(CH3)N=CHC6H4-m-OH]2 (2) leads to the formation of a ladder structure, also mediated by O-H···O=P interactions. In contrast to 1 and 2, C6H5[N(CH3)N=CHC6H4-o-OH]2 (3), which contains an o-hydroxy group on the phenyl substituents, only shows C-H···O interactions. The absence of O-H···O=P interactions in the latter is attributed to the involvement of the O-H unit in intramolecular O-H···N hydrogen bonding.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:8897
Deposited On:28 Oct 2010 10:37
Last Modified:28 Oct 2010 10:37

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