Sunday, 21 February 2016

molecular structure - Why is the H−C−H bond angle in сhloromethane larger than 109.5°?


Symmetrical tetrahedral molecules (like $\ce{CH4}$) have a bond angle of $109.5$. Those with lone pairs in place of one atom (like $\ce{NH3}$) have bond angles less than $109.5$.


The standard explanation for why is that the lone pairs are "larger" than the hydrogens, creating repulsive forces that push the hydrogens down, decreasing the bond angle.


However, this explanation fails when confronted with $\ce{CH3Cl}$. According to the above logic, the $\ce{Cl}$, which is much bigger than the hydrogens, should repel the hydrogens just like a lone pair, making the $\ce{H-C-H}$ bond angle smaller than $109.5$. However, the $\ce{H-C-H}$ bond angle is actually $110.5$ (see here, I could not find a more authoritative source).


Why is this (or is my source wrong)?




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