Synthesis, Crystal Structure, and Physical Properties of the Charge-Transfer Complex Bis[benzo[1,2-c:3,4-c′:5,6-c″]trithiophene]–tetrafluorotetracyanoquinodimethan, (BTT)2(TCNQF4)

The semiconductive 2:1 charge-transfer complex between benzo[1,2-c:3,4-c′:5,6-c″]trithiophene and 2,2′-(2,3,5,6-tetrafluoro-2,5-cyclohexadiene-1,4-diylidene)bis[propanedinitrile], (BTT)2(TCNQF4), crystallizes in the monoclinic system, space group P21⁄c, with the following cell constants: a=8.893(2)...

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Published inBulletin of the Chemical Society of Japan Vol. 61; no. 7; pp. 2303 - 2308
Main Authors Sugano, Tadashi, Hashida, Takashi, Kobayashi, Akiko, Kobayashi, Hayao, Kinoshita, Minoru
Format Journal Article
LanguageEnglish
Published The Chemical Society of Japan 01.07.1988
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Abstract The semiconductive 2:1 charge-transfer complex between benzo[1,2-c:3,4-c′:5,6-c″]trithiophene and 2,2′-(2,3,5,6-tetrafluoro-2,5-cyclohexadiene-1,4-diylidene)bis[propanedinitrile], (BTT)2(TCNQF4), crystallizes in the monoclinic system, space group P21⁄c, with the following cell constants: a=8.893(2) Å, b=10.589(2) Å, c=18.528(4) Å, β=114.52(1)°, V=1587.5(10) Å3, Dx=1.61 g cm−3, and Z=2. The crystal structure of (BTT)2(TCNQF4) consists of stacking columns of alternating donor dyads and acceptor monads (DAD units) along the crystallographic b axis. Side-by-side sulfur-sulfur contacts shorter than the sum of the van der Waals radii were found along the axis between BTT molecules on the neighboring columns. Polarized reflectance spectra were measured with the single crystal of (BTT)2(TCNQF4) at room temperature, showing a charge-transfer band polarized parallel to the stacking direction. The degree of charge transfer was estimated to be 0.21 from the oscillator strength and the transition energy of the charge-transfer band. From this, as well as the electric and magnetic properties of the complexes and the atomic distances for TCNQF4, it was concluded that (BTT)2(TCNQF4) is a weakly ionized charge-transfer complex.
AbstractList Abstract The semiconductive 2:1 charge-transfer complex between benzo[1,2-c:3,4-c′:5,6-c″]trithiophene and 2,2′-(2,3,5,6-tetrafluoro-2,5-cyclohexadiene-1,4-diylidene)bis[propanedinitrile], (BTT)2(TCNQF4), crystallizes in the monoclinic system, space group P21⁄c, with the following cell constants: a=8.893(2) Å, b=10.589(2) Å, c=18.528(4) Å, β=114.52(1)°, V=1587.5(10) Å3, Dx=1.61 g cm−3, and Z=2. The crystal structure of (BTT)2(TCNQF4) consists of stacking columns of alternating donor dyads and acceptor monads (DAD units) along the crystallographic b axis. Side-by-side sulfur-sulfur contacts shorter than the sum of the van der Waals radii were found along the axis between BTT molecules on the neighboring columns. Polarized reflectance spectra were measured with the single crystal of (BTT)2(TCNQF4) at room temperature, showing a charge-transfer band polarized parallel to the stacking direction. The degree of charge transfer was estimated to be 0.21 from the oscillator strength and the transition energy of the charge-transfer band. From this, as well as the electric and magnetic properties of the complexes and the atomic distances for TCNQF4, it was concluded that (BTT)2(TCNQF4) is a weakly ionized charge-transfer complex.
The semiconductive 2:1 charge-transfer complex between benzo[1,2-c:3,4-c′:5,6-c″]trithiophene and 2,2′-(2,3,5,6-tetrafluoro-2,5-cyclohexadiene-1,4-diylidene)bis[propanedinitrile], (BTT)2(TCNQF4), crystallizes in the monoclinic system, space group P21⁄c, with the following cell constants: a=8.893(2) Å, b=10.589(2) Å, c=18.528(4) Å, β=114.52(1)°, V=1587.5(10) Å3, Dx=1.61 g cm−3, and Z=2. The crystal structure of (BTT)2(TCNQF4) consists of stacking columns of alternating donor dyads and acceptor monads (DAD units) along the crystallographic b axis. Side-by-side sulfur-sulfur contacts shorter than the sum of the van der Waals radii were found along the axis between BTT molecules on the neighboring columns. Polarized reflectance spectra were measured with the single crystal of (BTT)2(TCNQF4) at room temperature, showing a charge-transfer band polarized parallel to the stacking direction. The degree of charge transfer was estimated to be 0.21 from the oscillator strength and the transition energy of the charge-transfer band. From this, as well as the electric and magnetic properties of the complexes and the atomic distances for TCNQF4, it was concluded that (BTT)2(TCNQF4) is a weakly ionized charge-transfer complex.
Author Kinoshita, Minoru
Kobayashi, Akiko
Kobayashi, Hayao
Sugano, Tadashi
Hashida, Takashi
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Snippet The semiconductive 2:1 charge-transfer complex between benzo[1,2-c:3,4-c′:5,6-c″]trithiophene and...
Abstract The semiconductive 2:1 charge-transfer complex between benzo[1,2-c:3,4-c′:5,6-c″]trithiophene and...
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Title Synthesis, Crystal Structure, and Physical Properties of the Charge-Transfer Complex Bis[benzo[1,2-c:3,4-c′:5,6-c″]trithiophene]–tetrafluorotetracyanoquinodimethan, (BTT)2(TCNQF4)
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