In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called HBr or not HBr That is the question: crystal structure of 6-hydroxy-1,4-diazepane-1,4-diium dibromide redetermined, published in 2019-06-01, which mentions a compound: 96-13-9, mainly applied to hydroxyl diazepane diium dibromide crystal structure; crystal structure; dihydrobromide; misinterpreted H atom; protonated diamine; series-termination error, Safety of 2,3-Dibromo-1-propanol.
Liu et al. [Chin. J. Struct. Chem. (1996). 15, 371-373] reported the structure of 6-hydroxy-1,4-diazepane di(hydrogen bromide), C5H12N2O·2HBr, which was interpreted in terms of neutral diazepane and HBr mols. We found, however, ample evidence that the formation of an organic salt, consisting of a diammonium cation and two bromide anions, is more plausible. This interpretation is also in agreement with thermogravimetric anal. and with the observed solution behavior. The crystal structure of 6-hydroxy-1,4-diazepane-1,4-diium dibromide, C5H14N2O2+·2Br-, measured at 142 K, crystallized in the orthorhombic space group P212121. The structure displays O-H···Br and N-H···Br hydrogen bonding. Contact distances are given. A search in the Cambridge Structural Database for the singly-bonded H-Br moiety revealed a total of 69 structures. The question, whether these structures really include HBr as neutral mols. or rather Br- anions and a protonated substrate such as an amine, is addressed.
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Reference:
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