Schollmeyer Dieter, Detert Heiner
University Mainz, Duesbergweg 10-14, 55099 Mainz, Germany.
Acta Crystallogr Sect E Struct Rep Online. 2011 Jun 1;67(Pt 6):o1384-5. doi: 10.1107/S1600536811016709. Epub 2011 May 11.
The title compound, C(26)H(36)N(2)O(2), was prepared by Horner olefination of p-dihexyl-amino-benzaldehyde and diethyl p-nitro-benzyl-phospho-nate. It crystallizes with two independent mol-ecules in the asymmetric unit. Both have similar geometries of the π-systems but the conformations of all hexyl chains are different. Whereas one hexyl chain of the first mol-ecule shows the typical all-anti conformation, the second is arranged in a gauche-anti-gauche-anti conformation with N-C-C-C, C-C-C-C, C-C-C-C and C-C-C-C torsion angles of -65.1 (4), 167.3 (3), 63.3 (4), and 179.4 (3)°. One of the hexyl chains in the other mol-ecule has an anti-anti-gauche-anti conformation [N-C-C-C, C-C-C-C, C-C-C-C and C-C-C-C torsion angles = 179.6 (3), -179.8 (3), -68.7 (5) and -178.8 (4)°], the other starts with an anti-gauche-gauche sequence. Molecules A and B are composed of five planar subunits. The angle sums around the N atoms are in the range 356 (2)-360.0 (2)°. Torsion angles between these segments do not exceed 4.9 (4)°, except for one of the alkyl chains each [molecule A = 26.2 (4)°; molecule B = -6.0 (4)°]. The high planarity of the molecules and the short aniline C-N bonds [1.385 (3) Å in molecule A and 1.378 (3) Å in molecule B] indicate a strong electronic coupling through the stilbene unit. One methylene group is disordered over two positions with an occupancy ratio of 0.72:0.28.
标题化合物C(26)H(36)N(2)O(2)是通过对二己基氨基苯甲醛与对硝基苄基膦酸二乙酯进行霍纳烯烃化反应制备的。其不对称单元中含有两个独立的分子。二者的π体系几何结构相似，但所有己基链的构象不同。第一个分子的一条己基链呈现典型的全反式构象，而第二个分子的己基链排列为gauche-anti-gauche-anti构象，其N-C-C-C、C-C-C-C、C-C-C-C和C-C-C-C扭转角分别为-65.1 (4)°、167.3 (3)°、63.3 (4)°和179.4 (3)°。另一个分子中的一条己基链具有anti-anti-gauche-anti构象 [N-C-C-C、C-C-C-C、C-C-C-C和C-C-C-C扭转角分别为179.6 (3)°、-179.8 (3)°、-68.7 (5)°和-178.8 (4)°]，另一条则以anti-gauche-gauche序列起始。分子A和B由五个平面亚基组成。N原子周围的角度总和在356 (2)-360.0 (2)°范围内。这些片段之间的扭转角不超过4.9 (4)°，但每个分子各有一条烷基链除外 [分子A = 26.2 (4)°；分子B = -6.0 (4)°]。分子的高平面性以及较短的苯胺C-N键 [分子A中为1.385 (3) Å，分子B中为1.378 (3) Å] 表明通过芪单元存在强电子耦合。一个亚甲基在两个位置上无序分布，占有率为0.72:0.28。
