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. Author manuscript; available in PMC: 2018 Apr 9.
Published in final edited form as: J Am Chem Soc. 2017 Jan 30;139(5):1842–1855. doi: 10.1021/jacs.6b08415

Figure 11.

Figure 11

Analysis of O–H/π interactions in the CSD for alcohols not engaged in traditional hydrogen bonds nor bound to metals. Definitions are as in Figure 9. The 2.90 Å sum of the C and H van der Waals radii is indicated by the line (a radius of 2.90 Å centered on the aromatic C, which is 1.40 Å from the centroid (•) of the ring) (a) Comparison of distance of the alcohol hydrogen from the plane of the ring (dplane) as a function of the aromatic plane-projected distance from the centroid of the ring. (b) Distance of the alcohol hydrogen from the centroid when projected onto the plane of the aromatic ring. (c, d) O→H bond vectors for alcohols with hydrogen-carbon distances (c) less than or (d) greater than the 2.90 Å sum of the van der Waals radii of hydrogen and carbon.