# Why can't chlorine atoms form hydrogen bonds? [duplicate]

Why can't chlorine atoms form hydrogen bonds even though they have very similar electronegativity to nitrogen, which can?

Electronegativities are as follows:

$\ce{Cl} - 3.16$

$\ce{N} - 3.04$

Is it because of the size ?

• The existence of hydrogen bonds involving chlorine atoms was disputed a while ago, but experimental data show that chlorine atoms can form hydrogen bonds, and are in fact very common. See C.B. Aakeröy et al., The C–H···Cl hydrogen bond: does it exist? New J. Chem., 1999,23, 145-152. DOI: 10.1039/A809309A – vapid Oct 20 '16 at 7:08
• I really hate to do that, but quora actually has a good answer on that. (a as in one, only one good answer, i.e. the one by by Mario Barbatti) find it here – Martin - マーチン Oct 20 '16 at 8:39
• also related: chemistry.stackexchange.com/q/5503/4945 – Martin - マーチン Oct 20 '16 at 8:40
• and here is real answer chemistry.stackexchange.com/questions/21773/… – Mithoron Oct 20 '16 at 10:13
• If I wanted to close, I'd rather close as the latter. @Mith Anyway, I will let you guys decide... – orthocresol Oct 20 '16 at 10:33