I previously used data mining of crystal structures to explore the directing influence of substituents on aromatic and heteroaromatic rings. Here I explore, quite literally, a different angle to the hydrogen bonding interactions between a benzene ring and OH or NH groups.
Archive for June, 2016
How does an OH or NH group approach an aromatic ring to hydrogen bond with its π-face?
Wednesday, June 22nd, 2016Exploring the electrophilic directing influence of heteroaromatic rings using crystal structure data mining.
Tuesday, June 21st, 2016This is a follow-up to the post on exploring the directing influence of (electron donating) substituents on benzene[1] with the focus on heteroaromatic rings such indoles, pyrroles and group 16 analogues (furans, thiophenes etc).
References
- H.S. Rzepa, "Discovering More Chemical Concepts from 3D Chemical Information Searches of Crystal Structure Databases", Journal of Chemical Education, vol. 93, pp. 550-554, 2015. http://dx.doi.org/10.1021/acs.jchemed.5b00346
Why is the carbonyl IR stretch in an ester higher than in a ketone: crystal structure data mining.
Saturday, June 18th, 2016In this post, I pondered upon the C=O infra-red spectroscopic properties of esters, and showed three possible electronic influences:
A wider look at chlorine trifluoride: crystal structures and data mining.
Friday, June 10th, 2016A while ago, I explored how the 3-coordinate halogen compound ClF3 is conventionally analyzed using VSEPR (valence shell electron pair repulsion theory). Here I (belatedly) look at other such tri-coordinate halogen compounds using known structures gleaned from the crystal structure database (CSD).