Comparative X-ray Diffraction Studies and Molecular Orbital Calculations on Diazinium Dicyanomethylides

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• Data were collected at T = 22°C on a Rigaku AFC5S diffractometer; 1a: C7H4N4 M = 144.14, yellow prism, dimensions 0.200 × 0.480 × 1.000 mm, orthorhombic, space group = Pnma (No. 62), a = 9.069(4) Å, b = 6.411(4) Å c = 12.299(3) Å, u = 715.1(5) Å3 Z = 4, DC = 1.3339 gcm−3 F(000) = 296. Mo-Kα radiation (λ = 0.71069 Å) μ = 0.084 mm−1, ω-2Θ scan mode with ω scan width = 1.73 + 0.30 tanθ, ω scan speed 32.0 deg min−1, 989 reflections were collected in the range 37.72 < 2Θ < 39.87. The structure was solved by direct methods [17] using full-matrix least squares on F for all non-hydrogen atoms using Lorenz polarization and absorption corrections to give R = 0.052, and Rw , = 0.066 for 581 independent observed reflections with I > 2.00[sgrave](I) and 80 variables for 2θmax = 55.0°. The final difference map maximum and minimum were 0.25 and -0.21 Å−3, respectively. 1b: C7H4N4 M = 144.14, yellow plate, dimensions 0.060 × 0.320 × 880mm, monoclinic, space group = P21/m (No. 11), a = 3.824(5) Å, b = 12.593(3) Å, c = 6.685(3) Å, β = 91.80(6)°, u = 321.8(4)Å3 Z = 2, Dc = 1.487 gcm−3 F(000) = 148. Mo-Kα radiation (λ = 0.71069 Å) μ = 0.094 mm−1, ω-Θ scan mode with ω scan width = 1.68 + 0.3 tanθ, ω scan speed 16.0 deg min−1, 876 reflections were collected in the range 38.56 < 2θ < 39.90 and 769 unique reflections (R int = 0.011 1) were used in the refinement. The structure was solved by direct methods using full-matrix least squares on F for all non-hydrogen atoms using Lorenz polarization and absorption corrections to give R = 0.052, and Rw = 0.063 for 599 independent observed reflections with I > 2.00[sgrave](I) and 56 variables for 2θmax = 55.0°. The final difference map maximum and minimum were 0.28 and -0.26eÅ−3, respectively. The atomic scattering factors for all atoms and the anomalous dispersion correction factors for atoms other than hydrogen were taken from the literature [18–20]. All calculations were performed using the TEXAN [21] crystallographic software package from Molecular Structure Corporation.
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