Sterically shielded pyramidal amino groups in two 4,4'-(arylmethylene)bis(6-allyl-3-chloro-2-methylaniline) derivatives.
4,4'-(Phenylmethylene)bis(6-allyl-3-chloro-2-methylaniline), C(27)H(28)Cl(2)N(2), (I), and 4,4'-(2-thienylmethylene)bis(6-allyl-3-chloro-2-methylaniline), C(25)H(26)Cl(2)N(2)S, (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.
Blanco
Maria C
MC
Laboratorio de Síntesis Orgánica, Escuela de Química, Universidad Industrial de Santander, AA 678 Bucaramanga, Colombia.
Palma
Alirio
A
Bahsas
Ali
A
Hursthouse
Michael B
MB
Cobo
Justo
J
Glidewell
Christopher
C
D000588:Amines / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular
D000588:Amines; D000814:Aniline Compounds