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Crystal structure of 1-iodo-3-{[4-(tert-butyl-sulfan-yl)phen-yl]ethyn-yl}azulene.

ABSTRACT: The title compound, C20H19IS, features a 1,3-disubstituted azulene involving an ethynylene elongated 4-(tert-butyl-sulfanyl)-phenyl sidearm and an iodine atom as the substituents. The azulene ring system is almost planar (r.m.s. deviation = 0.012?Å) and subtends a dihedral angle of 35.7?(1)° with the benzene ring. As a result of the inherent dipole character of the azulene core, a supra-molecular ?-? dimer [separation between the centroids of the five- and seven-membered rings = 3.7632?(10)?Å] with anti-parallel orientated mol-ecules can be observed in the crystal. The packing is consolidated by an unusual I??(acetyl-ene) contact [I?Cg = 3.34?Å, C-I?Cg = 173.3°], and a very weak C-H?? inter-action is also found in the structure, with the azulene five-membered ring as the acceptor.

SUBMITTER: Forster S

PROVIDER: S-EPMC4571388 | biostudies-literature | 2015 Aug

REPOSITORIES: biostudies-literature

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Crystal structure of 1-iodo-3-{[4-(tert-butyl-sulfan-yl)phen-yl]ethyn-yl}azulene.

Förster Sebastian S Seichter Wilhelm W Weber Edwin E

Acta crystallographica. Section E, Crystallographic communications 20150704 Pt 8

The title compound, C20H19IS, features a 1,3-disubstituted azulene involving an ethynylene elongated 4-(tert-butyl-sulfanyl)-phenyl sidearm and an iodine atom as the substituents. The azulene ring system is almost planar (r.m.s. deviation = 0.012 Å) and subtends a dihedral angle of 35.7 (1)° with the benzene ring. As a result of the inherent dipole character of the azulene core, a supra-molecular π-π dimer [separation between the centroids of the five- and seven-membered rings = 3.7632 (10) Å] w ...[more]

PMID: 26396788

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