Elizondo García Mariana, Bernès Sylvain, Pérez Rodríguez Nancy, Elizondo Martínez Perla
Acta Crystallogr Sect E Struct Rep Online. 2010 Nov 6;66(Pt 12):o3054-5. doi: 10.1107/S1600536810043783.
The title Schiff base, C(27)H(33)N(7), is a tripodal amine displaying C(3) symmetry, with the central tertiary N atom lying on the threefold crystallographic axis. The N-CH(2)-CH(2)-N conformation of the pendant arms is gauche [torsion angle = 76.1 (3)°], which results in a claw-like mol-ecule, with the terminal aniline groups wrapped around the symmetry axis. The lone pair of the apical N atom is clearly oriented inwards towards the cavity, and should thus be chemically inactive. The amine NH(2) substituents lie in the plane of the benzene ring to which they are bonded. With such an arrangement, one amine H atom forms an S(6) motif through a weak N-H⋯N hydrogen bond with the imine N atom, while the other is engaged in an inter-molecular N-H⋯π contact involving the benzene ring of a neighbouring mol-ecule related by inversion. The benzene rings also participate in an intra-molecular C-H⋯π contact of similar strength. In the crystal structure, mol-ecules are separated by empty voids (ca 5% of the crystal volume), although the crystal seems to be unsolvated.
席夫碱标题化合物C(27)H(33)N(7)是一种具有C(3)对称性的三脚架状胺,中心叔氮原子位于三重晶轴上。侧链臂的N-CH(2)-CH(2)-N构象为gauche型[扭转角 = 76.1 (3)°],这导致分子呈爪状,末端苯胺基团围绕对称轴。顶端氮原子的孤对电子明显向内指向空腔,因此在化学上应无活性。胺基NH(2)取代基位于与其相连的苯环平面内。通过这种排列,一个胺基氢原子通过与亚胺氮原子形成的弱N-H⋯N氢键形成一个S(6) motif,而另一个则参与涉及通过倒反相关的相邻分子苯环的分子间N-H⋯π接触。苯环也参与了强度相似的分子内C-H⋯π接触。在晶体结构中,分子被空的空隙隔开(约占晶体体积的5%),尽管该晶体似乎未溶剂化。