Acosta Lina M, Bahsas Ali, Palma Alirio, Cobo Justo, Low John N, Glidewell Christopher
Laboratorio de Síntesis Orgánica, Escuela de Química, Universidad Industrial de Santander, AA 678 Bucaramanga, Colombia.
Acta Crystallogr C. 2008 Sep;64(Pt 9):o514-8. doi: 10.1107/S0108270108025638. Epub 2008 Aug 19.
(2SR,4RS)-7-Chloro-2-exo-[(E)-styryl]-2,3,4,5-tetrahydro-1H-1,4-epoxy-1-benzazepine, C(18)H(16)ClNO, (I), crystallizes as a racemic twin in the space group P2(1) and the molecules are linked into a chain of edge-fused R(3)(3)(9) rings by a combination of C-H...O and C-H...N hydrogen bonds. The diastereoisomer (2RS,4RS)-7-chloro-2-endo-[(E)-styryl]-2,3,4,5-tetrahydro-1H-1,4-epoxy-1-benzazepine, (II), also crystallizes as a racemic twin, but in the space group P2(1)2(1)2(1), and a two-centre C-H...N hydrogen bond and a three-centre C-H...(O,N) hydrogen bond combine to link the molecules into a complex chain of rings. In (2R,4R)-7-fluoro-2-endo-[(E)-styryl]-2,3,4,5-tetrahydro-1H-1,4-epoxy-1-benzazepine, C(18)H(16)FNO, (III), which is not isomorphous with (II), the molecules are linked by a single C-H...O hydrogen bond into simple chains, but the molecular arrangements in (II) and (III) are nonetheless very similar. The significance of this study lies in its observation of the variations in molecular configuration and conformation, and in the variation in the supramolecular aggregation, consequent upon modest changes in the peripheral substituents.
(2SR,4RS)-7-氯-2-外向-[(E)-苯乙烯基]-2,3,4,5-四氢-1H-1,4-环氧-1-苯并氮杂䓬，C(18)H(16)ClNO，(I)，以对映体孪晶形式在空间群P2(1)中结晶，分子通过C-H...O和C-H...N氢键的组合连接成边缘稠合的R(3)(3)(9)环链。非对映异构体(2RS,4RS)-7-氯-2-内向-[(E)-苯乙烯基]-2,3,4,5-四氢-1H-1,4-环氧-1-苯并氮杂䓬，(II)，也以对映体孪晶形式结晶，但在空间群P2(1)2(1)2(1)中，一个双中心C-H...N氢键和一个三中心C-H...(O,N)氢键结合将分子连接成复杂的环链。在(2R,4R)-7-氟-2-内向-[(E)-苯乙烯基]-2,3,4,5-四氢-1H-1,4-环氧-1-苯并氮杂䓬，C(18)H(16)FNO，(III)中，它与(II)不同晶，分子通过单个C-H...O氢键连接成简单链，但(II)和(III)中的分子排列仍然非常相似。这项研究的意义在于观察到分子构型和构象的变化，以及由于外围取代基的适度变化而导致的超分子聚集的变化。
