Trimethylamine N-oxide, Me3N(+)O(−), is an important molecule in biology and medicine. Herein, a survey of the interactions involving the oxide-O atom in crystals containing derivatives of Me3N(+)O(−), namely RR′R″N(+)O(−), is presented; R,R′, R″ = alkyl and/or aryl. A total of 119 RR′R″N(+)O(−) molecules were analysed for the supramolecular interactions involving the oxide-O atom. Hydrates form the largest class of crystals, comprising over 40 % of the 91 crystals investigated, a value slightly higher than expectation. Over 80 % of molecules had at least one O–H⋯O(−)(oxide) hydrogen bond: 3, 45 and 33 % of all molecules had three, two or one O–H⋯O(−)(oxide) hydrogen bonds, respectively. Further, nearly 15 % of molecules formed at least one N–H⋯O(−)(oxide) hydrogen bond, sometimes operating in concert with O–H⋯O(−)(oxide) hydrogen bonds. The overwhelming majority of molecules featured inter- and/or intra-molecular supporting C–H⋯O(−)(oxide) contacts so that a diverse range of supramolecular interaction patterns is apparent, a situation made more complicated by the appearance of different supramolecular association patterns often observed for independent molecules in crystals with more than one molecule in the crystallographic asymmetric-unit. Of the 6 % of molecules devoid of conventional A–H⋯O(−)(oxide) hydrogen bonds, all formed three or four inter-/intra-molecular C–H⋯O(−)(oxide) contacts usually characterised by at least one short H⋯O(−)(oxide) distance.

中文翻译：

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三有机胺N-氧化物衍生物RR′R″N(+)O(−)晶体中涉及氧化物-O原子的超分子缔合研究

三甲胺 N-氧化物，Me3氮(+)氧(−)，是生物学和医学中的重要分子。在此，对含有 Me 衍生物的晶体中涉及氧化物-O 原子的相互作用进行了调查3氮(+)氧(−)，即RR′R″N(+)氧(−)， 被呈现; R、R'、R”=烷基和/或芳基。共 119 个 RR′R″N(+)氧(−)分析了涉及氧化物-O原子的超分子相互作用。水合物是晶体中最大的一类，占所研究的 91 种晶体的 40% 以上，该值略高于预期。超过 80% 的分子至少有一个 O–H⋯O(−)（氧化物）氢键：所有分子的 3%、45% 和 33% 具有三个、两个或一个 O–H⋯O(−)（氧化物）氢键。此外，近 15% 的分子形成至少一个 N–H⋯O(−)（氧化物）氢键，有时与 O–H⋯O 协同作用(−)（氧化物）氢键。绝大多数分子具有分子间和/或分子内支持 C–H⋯O(−)（氧化物）接触，使得多种超分子相互作用模式显而易见，这种情况由于晶体不对称单元中具有多个分子的晶体中的独立分子经常观察到的不同超分子缔合模式的出现而变得更加复杂。 6% 的分子缺乏传统的 A–H⋯O(−)（氧化物）氢键，全部形成三个或四个分子间/分子内C–H⋯O(−)（氧化物）触点通常以至少一个短 H⋯O 为特征(−)（氧化物）距离。