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2-(1,2-Dimethyl-1H-indol-3-yl)-1-{5-[3-(1,3-dioxolan-2-yl)phen-yl]-2-methyl-thio-phen-3-yl}-3,3,4,4,5,5-hexa-fluoro-cyclo-pent-1-ene.

ABSTRACT: The title compound, C(29)H(23)F(6)NO(2)S, a member of a new family of photochromic diaryl-ethene compounds having an unsymmetrically substituted hexa-fluoro-cyclo-pentene unit, displays dihedral angles between the indole and thio-phene rings of 52.5?(4)°, and between the indole ring and the planar C-C=C-C unit of the cyclopentene ring of 53.8?(6)°. The distance between the potentially reactive C atoms from the two heteroaryl substituents of 3.817?(6)?Å is proven to be short enough for photocyclization to occur.

SUBMITTER: Wang LQ

PROVIDER: S-EPMC3247444 | biostudies-literature | 2011 Nov

REPOSITORIES: biostudies-literature

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2-(1,2-Dimethyl-1H-indol-3-yl)-1-{5-[3-(1,3-dioxolan-2-yl)phen-yl]-2-methyl-thio-phen-3-yl}-3,3,4,4,5,5-hexa-fluoro-cyclo-pent-1-ene.

Wang Li-Qin LQ Yan Liu-Shui LS Liu Gang G

Acta crystallographica. Section E, Structure reports online 20111029 Pt 11

The title compound, C(29)H(23)F(6)NO(2)S, a member of a new family of photochromic diaryl-ethene compounds having an unsymmetrically substituted hexa-fluoro-cyclo-pentene unit, displays dihedral angles between the indole and thio-phene rings of 52.5 (4)°, and between the indole ring and the planar C-C=C-C unit of the cyclopentene ring of 53.8 (6)°. The distance between the potentially reactive C atoms from the two heteroaryl substituents of 3.817 (6) Å is proven to be short enough for photocycli ...[more]

PMID: 22220062

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1-[5-(3-Chloro-phen-yl)-2-methyl-3-thi-en-yl]-3,3,4,4,5,5-hexa-fluoro-2-(2-methoxy-phen-yl)-cyclo-pent-1-ene.

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Project description:The title compound, C(43)H(32)F(6)N(2)S(2), is a new symmetrical photochromic diaryl-ethene derivative with 9-ethyl-carbazol-3-yl substituents. The mol-ecule adopts a photoactive anti-parallel conformation [Irie (2000). Chem. Rev.100, 1685-1716; Kobatake et al. (2002). Chem. Commun. pp. 2804-2805], with a dihedral angle between the mean planes of the two thio-phene rings of 56.23?(6)°. The distance between the two reactive C atoms is 3.497?(3)?Å. In the crystal, two mol-ecules are associated through a pair of C-H?F inter-molecular hydrogen bonds, forming a centrosymmetric dimer. Dimers are linked by weak ?-? inter-actions [centroid-centroid distance = 3.8872?(13)?Å], forming chains along the c axis.

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3,3,4,4,5,5-Hexafluoro-1,2-bis-(5-formyl-2-methylsulfanyl-3-thienyl)cyclo-pent-1-ene.

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