5‐(Diethylamino)‐2‐[( Z )‐(1‐naphthylimino)methyl]phenol
Author(s) -
Jasinski Jerry P.,
Butcher Ray J.,
Narayana B.,
Swamy M. T.,
Yathirajan H. S.
Publication year - 2007
Publication title -
acta crystallographica section e
Language(s) - English
Resource type - Journals
ISSN - 1600-5368
DOI - 10.1107/s1600536807053135
Subject(s) - chemistry , ring (chemistry) , benzene , crystallography , atom (system on chip) , group (periodic table) , phenol , crystal structure , stereochemistry , crystal (programming language) , organic chemistry , computer science , embedded system , programming language
In the title molecule, C 21 H 22 N 2 O, the angle between the mean planes of the 1‐naphthylimino and 2‐methylyphenyl groups is 63.3 (2)°. The two diethyl extensions from the 5‐diethylamino group are twisted in a + and − antiperiplanar conformation. One of the ethyl arms is disordered over two conformations with occupancies of 0.644 (3) and 0.356 (3). The crystal packing is stabilized by intermolecular C—H...π interactions between π orbitals of the 1‐naphthyl (I/II) rings and H atoms from a nearby benzene ring as well as from an ethyl C atom of an ethylamino group. The molecules are stacked along the b axis in alternate inverted chains with the 1‐naphthyl rings obliquely parallel to the ab face of the unit cell. Intramolecular interactions between the hydroxyl H atom and the imino N atom provide additional conformational stability.
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