2,3-二氢-1,3-苯并噻唑-2-亚胺硫酸氢盐与2-亚胺基-2,3-二氢-1,3-苯并噻唑-6-磺酸盐：结构与理论联合研究
2,3-Dihydro-1,3-benzothiazol-2-iminium monohydrogen sulfate and 2-iminio-2,3-dihydro-1,3-benzothiazole-6-sulfonate: a combined structural and theoretical study.
作者信息
Kruszynski Rafal, Trzesowska-Kruszynska Agata
机构信息
Institute of General and Ecological Chemistry, Technical University of Łódź, Zeromskiego 116, 90-924 Łódź, Poland.
出版信息
Acta Crystallogr C. 2009 Dec;65(Pt 12):o624-9. doi: 10.1107/S0108270109045673. Epub 2009 Nov 13.
The 2-aminobenzothiazole sulfonation intermediate 2,3-dihydro-1,3-benzothiazol-2-iminium monohydrogen sulfate, C(7)H(7)N(2)S(+).HSO(4)(-), (I), and the final product 2-iminio-2,3-dihydro-1,3-benzothiazole-6-sulfonate, C(7)H(6)N(2)O(3)S(2), (II), both have the endocyclic N atom protonated; compound (I) exists as an ion pair and (II) forms a zwitterion. Intermolecular N-H...O and O-H...O hydrogen bonds are seen in both structures, with bonding energy (calculated on the basis of density functional theory) ranging from 1.06 to 14.15 kcal mol(-1). Hydrogen bonding in (I) and (II) creates DDDD and C(8)C(9)C(9) first-level graph sets, respectively. Face-to-face stacking interactions are observed in both (I) and (II), but they are extremely weak.
2-氨基苯并噻唑磺化中间体2,3-二氢-1,3-苯并噻唑-2-亚胺硫酸氢盐，C(7)H(7)N(2)S(+)·HSO(4)(-)，(I)，以及最终产物2-亚胺基-2,3-二氢-1,3-苯并噻唑-6-磺酸盐，C(7)H(6)N(2)O(3)S(2)，(II)，两者的环内氮原子均被质子化；化合物(I)以离子对形式存在，(II)形成两性离子。在两种结构中均观察到分子间N-H...O和O-H...O氢键，键能（基于密度泛函理论计算）范围为1.06至14.15 kcal mol(-1)。(I)和(II)中的氢键分别产生DDDD和C(8)C(9)C(9)一级图形集。在(I)和(II)中均观察到面对面的堆积相互作用，但它们极其微弱。
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