Abstract
Three polymorphs of dibenzyldiphenylsilanewere discoveredand their intermolecular interaction patterns investigated using Hirshfeldsurface analysis in combination with 2D fingerprint plots. A conformationalanalysis was performed and the contribution of dispersion interactionsto the stability of the three polymorphic crystal structures studiedusing density functional theory (DFT) calculations. ...
Abstract
Three polymorphs of dibenzyldiphenylsilanewere discoveredand their intermolecular interaction patterns investigated using Hirshfeldsurface analysis in combination with 2D fingerprint plots. A conformationalanalysis was performed and the contribution of dispersion interactionsto the stability of the three polymorphic crystal structures studiedusing density functional theory (DFT) calculations. Various functionalswere compared and the results discussed in terms of thermodynamicsand structural properties. Studying weak intermolecularinteractions in molecular crystalsis key to a better understanding of crystalline polymorphism and structureformation principles. Dibenzyldiphenylsilane (1) wassynthesized as a hydrocarbon-patterned molecular model compound. Threepolymorphic crystal structures, one with Z & PRIME; = 1 (1-t, triclinic, P1 ), onewith Z & PRIME; = 2 (1-o, orthorhombic, Pna2(1)), and another with Z & PRIME; = 4 (1-m, monoclinic, Pc), were analyzedby single-crystal X-ray diffraction analysis. Subtle differences inthe weak intermolecular interactions between the three polymorphiccrystal packing arrangements were thoroughly investigated by Hirshfeldsurface analysis along with two-dimensional fingerprint plots. Thehighest Z & PRIME; polymorph (1-m) hasthe lowest packing density but exhibits the shortest intermolecularH & BULL;& BULL;& BULL;H and C-H & BULL;& BULL;& BULL;& pi; contacts.Conformational differences and the contribution of dispersion interactionsto the stability of the three polymorphic crystal structures wereinvestigated by means of density functional theory (DFT) calculations,comparing different functionals. The Z & PRIME; >1 polymorphs undergo phase transitions into the triclinic form 1-t (Z & PRIME; = 1) at room temperature.
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