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2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}phenol.


ABSTRACT: The mol-ecule of the title compound, C(19)H(15)N(3)O, is approximately planar and displays a trans configuration with respect to the C=N and N=N double bonds. An intra-molecular O-H?N hydrogen bond generates an S(6) ring motif. The dihedral angles between the hydroxy-phenyl ring and the phenyl and benzene rings are 4.31?(8) and 6.60?(8)°, respectively. The dihedral angle between the phenyl and benzene rings linked by the azo group is 2.70?(8)°. The imino group is coplanar with the hydroxy-phenyl ring, as shown by the C-C-C-N torsion angle of -1.8?(2)°. The azo group is disordered over two position with refined site-occupancy factors of ca 0.87/0.13. In the crystal structure, mol-ecules are linked together by inter-molecular C-H?O inter-actions along the c axis and also are packed as one-dimensional extended chains down the b axis.

SUBMITTER: Fun HK 

PROVIDER: S-EPMC2960672 | biostudies-literature | 2008 Aug

REPOSITORIES: biostudies-literature

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2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}phenol.

Fun Hoong-Kun HK   Kia Reza R   Schiffers Stefanie S   Moghadam Majid M   Raithby Paul R PR  

Acta crystallographica. Section E, Structure reports online 20080830 Pt 9


The mol-ecule of the title compound, C(19)H(15)N(3)O, is approximately planar and displays a trans configuration with respect to the C=N and N=N double bonds. An intra-molecular O-H⋯N hydrogen bond generates an S(6) ring motif. The dihedral angles between the hydroxy-phenyl ring and the phenyl and benzene rings are 4.31 (8) and 6.60 (8)°, respectively. The dihedral angle between the phenyl and benzene rings linked by the azo group is 2.70 (8)°. The imino group is coplanar with the hydroxy-phenyl  ...[more]

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