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The crystal and molecular structure of 3,5‐Di‐( t ‐butyl)‐1‐phenylphosphoryl‐4‐aza‐2,5‐cyclohexadiene
Author(s) -
Hungerford Lynn,
Trefonas L. M.
Publication year - 1972
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570090227
Subject(s) - chemistry , orthorhombic crystal system , crystallography , ring (chemistry) , planarity testing , delocalized electron , crystal structure , bond length , double bond , crystal (programming language) , organic chemistry , computer science , programming language
The crystal and molecular structure of the title compound (C 18 H 26 NOP) has been determined by a single crystal, x‐ray diffraction study using Cu‐Kα. radiation. The compound was found to crystallize in the orthorhombic space group Pnma with unit cell constants a = 12.686 ± .001 Å, b = 14.776 ± .001 Å, and c = 9.540 ± .001 Å. The structure was solved by the heavy atom method and refined by block‐diagonal least‐squares to a final R = 0.09 9 for the 696 statistically significant reflections. The compound exhibits orientational disorder in the crystalline state. Nevertheless, the planarity of this ring; the lengthening of the diene carbon‐carbon bond to 1.41 Å the resultant shortening of both the carbon‐nitrogen bond (1.43 Å) and the carbon‐phosphorus bond (1.74 Å), and the CNC bond angle of 121° all strongly support the assumption of delocalization of the diene π‐electrons within the heterocyclic ring system.