Acta Crystallographica Section C

Volume 65, Part 9 (September 2009)


organic compounds



gg3211 scheme

Acta Cryst. (2009). C65, o479-o482    [ doi:10.1107/S0108270109031175 ]

Sterically shielded pyramidal amino groups in two 4,4'-(arylmethylene)bis(6-allyl-3-chloro-2-methylaniline) derivatives

M. C. Blanco, A. Palma, A. Bahsas, M. B. Hursthouse, J. Cobo and C. Glidewell

Abstract: 4,4'-(Phenylmethylene)bis(6-allyl-3-chloro-2-methylaniline), C27H28Cl2N2, (I), and 4,4'-(2-thienylmethylene)bis(6-allyl-3-chloro-2-methylaniline), C25H26Cl2N2S, (II), adopt similar molecular conformations, although the thienyl group in (II) exhibits orientational disorder over two sets of sites with occupancies of 0.614 (3) and 0.386 (3). The amino groups in both compounds are pyramidal. A single N-H...N hydrogen bond links the molecules of (I) into cyclic centrosymmetric dimers. Molecules of (II) are linked by an ordered C-H...[pi](arene) hydrogen bond to form cyclic centrosymmetric dimers, and these dimers are linked into statistically interrupted chains by a second C-H...[pi](arene) hydrogen bond involving a donor in the minor component of the disordered thienyl unit.

Formula: C27H28Cl2N2 and C25H26Cl2N2S


hkldisplay filedownload file

Structure factor file (CIF format) (212.8 kbytes)
[ doi:10.1107/S0108270109031175/gg3211Isup2.hkl ]
Contains datablock I


hkldisplay filedownload file

Structure factor file (CIF format) (247.0 kbytes)
[ doi:10.1107/S0108270109031175/gg3211IIsup3.hkl ]
Contains datablock II


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