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Sterically shielded pyramidal amino groups in two 4,4′‐(arylmethylene)bis(6‐allyl‐3‐chloro‐2‐methylaniline) derivatives
Authors:Maria C Blanco  Alirio Palma  Ali Bahsas  Michael B Hursthouse  Justo Cobo  Christopher 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...π(arene) hydrogen bond to form cyclic centrosymmetric dimers, and these dimers are linked into statistically interrupted chains by a second C—H...π(arene) hydrogen bond involving a donor in the minor component of the disordered thienyl unit.
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