The deformability of the thiophene ring: A key to the understanding of the conformational properties of oligo‐ and polythiophenes
Source abstract
Abstract
Oligothiophenes in solution and in the solid state have different conformational properties, as can be concluded from the spectroscopic and theoretical data and X‐ray structure of three di‐ and tetramethyl α‐conjugated quaterthiophenes (see Figure) reported here. magnified image
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OpenAlex topics: Conducting polymers and applications · Organic Electronics and Photovoltaics · Nonlinear Optical Materials Research
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References (28)
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9. X‐ray structure analyses: all intensity data were collected on a CAD4 Enraf‐Nonius diffractometer at room temperature by the ω‐2θ scan technique by using graphite‐monochromated Mo‐K2radiation (λ = 0.71069 Å). All structures were solved by direct methods (SHELX‐86) and refined by full‐matrix least‐squares calculations (SHELX‐76). Compound 1: Space group P21/c a=7.181(2) b=11.394 (2) c = 20.888(4)Å =92.51(2) V=1707(l) Å Z=4; crystal dimensions 0.37 × 0.33 × 0.15 mm μ (MoKα = 4.9 cm−1); 4215 measured reflections in the range 1.5 ⩽ 0 θ 28.0 2309 symmetry independent reflections with I ⩾ 3δ(I) used after empirical absorption correction (0.945 ⩽ Tfactor⩽ 0.999) in the structure analysis. Structure affected by statistical disorder due to two opposite orientations of both terminal thiophene rings (occupancy factor for major sites = 0.88); S and C atoms with full or major occupancy refined anisotropically; non‐H atoms at minor sites refined isotropically with constraints to bond distances; H atoms located in δF maps refined isotropically through some least‐squares cycles and then held fixed. R = 0.032 (Rw= 0.036 w−1= δ2) (F + 0.00034 F2). Compound 2: Space group P21/n a = 11.785(2) b =7.478(l) c = 11.950(2) Å β =117.14(1)° V = 937.2(8) Å3 Z = 2; crystal dimensions 0.28 × 0.25 × 0.25 mm μ (Mo‐Ka) = 4.5 cm−1 2357 measured reflections in the range 1.5 ⩽ 0 ⩽ 28.0 1541 symmetry independent reflections with I ⩾ 3δ(I) used without absorption correction in the structure determination. S and C atoms refined anisotropically and H atoms located in δF maps isotropically. R = 0.028 (Rw= 0.033 w−1= δ2(F + 0.00014 F2). Compound 3: Space group P21/n a = 14.434(2) b =7.516(1) c = 17.047(3)Å β = 94.42(1)° V =1844(1) Å3 Z = 4 crystal dimensions 0.34 × 0.28 × 0.19 mm μ(Mo‐K2) = 4.6 cm−1; 3770 measured reflections in the range 2.0 ⩽ θ ⩽ 27.0 2056 symmetry independent reflections with I ⩾ 3δ(I) used after empirical absorption correction (0.965 ⩽ Tfactor⩽ 0.999) in the structure analysis. Structure affected by statistical disorder due to two opposite orientations of one terminal thiophene ring (occupancy factor for major sites = 0.84); non‐H atoms with full or major occupancy refined anisotropically; S and C atoms at minor sites refined isotropically; H atoms located in δF maps refined isotropically through some least‐squares cycles and then held fixed. R = 0.034 (RW= 0.033 w−1= δ2) F + 0.00014 F2). Further details on crystal structure determinations are available on request from the Cambridge Crystallographic Data Center University Chemical Laboratory Lensfield Road Cambridge CB2 1EW UK on quoting the names of the authors and the journal citation.
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