Open AccessDifferent hydrogen‐bonded structures in three 2‐thienyl‐substituted tetrahydro‐1,4‐epoxy‐1‐benzazepines
Author(s) -
Blanco Maria C.,
Palma Alirio,
Bahsas Ali,
Cobo Justo,
Glidewell Christopher
Publication year - 2009
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s0108270109031199
Subject(s) - benzazepine , benzazepines , hydrogen bond , chemistry , dimer , stereochemistry , molecule , organic chemistry
The molecules of (2 RS ,4 SR )‐2‐ exo ‐(5‐bromo‐2‐thienyl)‐7‐chloro‐2,3,4,5‐tetrahydro‐1 H ‐1,4‐epoxy‐1‐benzazepine, C 14 H 11 BrClNOS, (I), are linked into cyclic centrosymmetric dimers by C—H...π(thienyl) hydrogen bonds. Each such dimer makes rather short Br...Br contacts with two other dimers. In (2 RS ,4 SR )‐2‐ exo ‐(5‐methyl‐2‐thienyl)‐2,3,4,5‐tetrahydro‐1 H ‐1,4‐epoxy‐1‐benzazepine, C 15 H 15 NOS, (II), a combination of C—H...O and C—H...π(thienyl) hydrogen bonds links the molecules into chains of rings. A more complex chain of rings is formed in (2 RS ,4 SR )‐7‐chloro‐2‐ exo ‐(5‐methyl‐2‐thienyl)‐2,3,4,5‐tetrahydro‐1 H ‐1,4‐epoxy‐1‐benzazepine, C 15 H 14 ClNOS, (III), built from a combination of two independent C—H...O hydrogen bonds, one C—H...π(arene) hydrogen bond and one C—H...π(thienyl) hydrogen bond.