meso-5,5,7,12,12,14-Hexamethyl-1,4,8,11-tetraazacyclotetradecane as a building block in supramolecular chemistry; salts formed with 2,2′-biphenol, 4,4′-biphenol, 4,4′-thiodiphenol, 4,4′-sulfonyldiphenol, 3- and 4-hydroxybenzoic acids, 3,5-dihydroxybenzoic acid and phenylphosphonic acid; supramolecu
meso-5,5,7,12,12,14-Hexamethyl-1,4,8,11-tetraazacyclotetradecane as a building block in supramolecular chemistry; salts formed with 2,2′-biphenol, 4,4′-biphenol, 4,4′-thiodiphenol, 4,4′-sulfonyldiphenol, 3- and 4-hydroxybenzoic acids, 3,5-dihydroxybenzoic acid and phenylphosphonic acid; supramolecu
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内消旋-5,5,7,12,12,14-六甲基-1,4,8,11-四氮杂环十四烷作为超分子化学的组成部分；与2,2-联苯酚、4,4-联苯酚形成的盐， 4,4-硫代二苯酚、4,4-磺酰基联苯酚、3-和4-羟基苯甲酸、3,5-二羟基苯甲酸和超分子苯基膦酸；
DOI：
10.1107/s0108768199006072
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发表时间：
2000
期刊：
影响因子：
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通讯作者：
P. R. Meehan
中科院分区：
文献类型：
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作者：
G. Ferguson;C. Glidewell;Richard M. Gregson;P. R. Meehan
meso-5，5，7，1/2，1/2，14-六甲基-1，4，8，11-四氮杂环十四烷-2，2 ′-联苯酚（1/2）（C_（16）H_（36）N_4）的结构。（C12 H10 O2）2（1），是一种盐[C16 H38 N4]2+.2[HOC 6 H4 C6 H4 O]−：阳离子是中心对称的，两个质子通过N-H N氢键固定在大环的N4腔中，酚盐阴离子含有分子内O-H O−氢键。离子通过N-H-O氢键连接成有限的中心对称聚集体。meso-5，5，7，12，12，14-六甲基-1，4，8，11-四氮杂环十四烷-4，4 ′-硫代联苯醇-甲醇（1/2/2），（C16 H36 N4）。（C12H10O2S）2.（CH_4 O）_2（2）和meso-5，5，7，12，12，14-六甲基-1，4，8，11-四氮杂环十四烷-4，4 ′-磺酰基联苯醇-甲醇（1/2/2），（C_（16）H_（36）N_4）。（C12H10O4S）2.（CH 4 O）2（3）是类质同象的：每一个都是盐，[C16 H38 N4]2+.2[HOC 6 H4 SC 6 H4 O]−.2MeOH（2）和[C16 H38 N4]2+.2[HOC 6 H4 SO2 C6 H4 O]−.2MeOH（3），并且在每一个中酚盐阴离子通过O-H-O−氢键连接成链;反平行链对通过阳离子交联形成分子梯，中性甲醇分子作为间隔单元。在内消旋-5，5，7，12，12，14-六甲基-1，4，8，11-四氮杂环十四烷-3-羟基苯甲酸-甲醇（1/2/2）（4）中，3-羟基苯甲酸根阴离子形成链，再次通过[C16 H38 N4]2+阳离子成对交联形成分子梯，与（2）和（3）中的那些不同之处在于中性甲醇单元从梯悬垂，内消旋-5，5，7，12，12，14-六甲基-1，4，8，11-四氮杂环十四烷-4-羟基苯甲酸-甲醇（1/2/1）（5）也是盐，[C16 H38 N4]2+.2[HOC 6 H4 COO]-·MeOH：4-羟基苯甲酸根阴离子链被两种不同类型的[C16 H38 N4]2+阳离子连续交联成二维网络。两种类型的阳离子中只有一种通过中性甲醇间隔单元连接到链上。meso-5，5，7，12，12，14-六甲基-1，4，8，11-四氮杂环十四烷-苯基膦酸-水（1/4/2）（6）是一种盐，[C16 H40 N4]4+.4[C6 H5 PO 3 H]−.2H2O，含有中心对称的四质子化胺单元，其构象与[C16 H38 N4]2+阳离子中普遍存在的反式-III构象完全不同。苯膦酸根阴离子和水分子连接成稠环链，稠环链通过阳离子连接成二维网络。在内消旋-5，5，7，1/2，1/2，14-六甲基-1，4，8，11-四氮杂环十四烷-3，5-二羟基苯甲酸（1/2）（7）中，非溶剂化盐[C16 H38 N4]2+.2[（HO）2C 6 H3COO]−中的3，5-二羟基苯甲酸根阴离子连接成连续的二维网络，这些网络又通过中心对称阳离子连接形成三维骨架。meso-5，5，7，12，12，14-Hexamethyl-1，4，8，11-tetraazacyclotetradecane-4，4 ′-biphenol（1/3）（8）是一种含有中性和阴离子双酚单元的盐，[C16 H38 N4]2+.2[HOC 6 H4 C6 H4 O]−。[HOC6H4C6H4OH]。两种类型的联苯酚单元形成二维网，并且这些网通过阳离子连接以形成三个独立的三维框架，其完全交织，但彼此不键合。
The structure of meso-5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane–2,2′-biphenol (1/2), (C16H36N4).(C12H10O2)2 (1), is a salt [C16H38N4]2+.2[HOC6H4C6H4O]−: the cations are centrosymmetric with two protons held within the N4 cavity of the macrocycle by N—H⋯N hydrogen bonds, and the phenolate anions contain intramolecular O—H⋯O− hydrogen bonds. The ions are linked into a finite centrosymmetric aggregate by means of N—H⋯O hydrogen bonds. meso-5,5,7,12,12,14-Hexamethyl-1,4,8,11-tetraazacyclotetradecane–4,4′-thiobiphenol–methanol (1/2/2), (C16H36N4).(C12H10O2S)2.(CH4O)2 (2), and meso-5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane–4,4′-sulfonylbiphenol–methanol (1/2/2), (C16H36N4).(C12H10O4S)2.(CH4O)2 (3), are isomorphous: each is a salt, [C16H38N4]2+.2[HOC6H4SC6H4O]−.2MeOH (2) and [C16H38N4]2+.2[HOC6H4SO2C6H4O]−.2MeOH (3), and in each the phenolate anions are linked by O—H⋯O− hydrogen bonds into chains; antiparallel pairs of chains are cross-linked by the cations to form molecular ladders, with neutral methanol molecules acting as spacer units. In meso-5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane–3-hydroxybenzoic acid–methanol (1/2/2) (4), 3-hydroxybenzoate anions form chains, again cross-linked in pairs by the [C16H38N4]2+ cations to form molecular ladders, different from those in (2) and (3) in that the neutral methanol units are pendent from the ladders, rather than forming a part of it. meso-5,5,7,12,12,14-Hexamethyl-1,4,8,11-tetraazacyclotetradecane–4-hydroxybenzoic acid–methanol (1/2/1) (5) is again a salt, [C16H38N4]2+.2[HOC6H4COO]−.MeOH: chains of 4-hydroxybenzoate anions are continuously cross-linked by two different types of [C16H38N4]2+ cation into a two-dimensional net. Only one of the two types of cation is linked to the chains via neutral methanol spacer units. meso-5,5,7,12,12,14-Hexamethyl-1,4,8,11-tetraazacyclotetradecane–phenylphosphonic acid–water (1/4/2) (6) is a salt, [C16H40N4]4+.4[C6H5PO3H]−.2H2O, containing the centrosymmetric tetra-protonated amine units, which have a conformation quite different from the trans-III conformation uniformly found in the [C16H38N4]2+ cations. The phenylphosphonate anions and the water molecules are linked into chains of fused rings, which are linked by the cations into two-dimensional nets. In meso-5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane–3,5-dihydroxybenzoic acid (1/2) (7), the 3,5-dihydroxybenzoate anions in the unsolvated salt [C16H38N4]2+.2[(HO)2C6H3COO]− are linked into continuous two-dimensional nets, which are in turn linked by the centrosymmetric cations to form a three-dimensional framework. meso-5,5,7,12,12,14-Hexamethyl-1,4,8,11-tetraazacyclotetradecane–4,4′-biphenol (1/3) (8) is a salt containing both neutral and anionic biphenol units, [C16H38N4]2+.2[HOC6H4C6H4O]−.[HOC6H4C6H4OH]. The two types of biphenol unit form two-dimensional nets and these nets are linked by the cations to form three independent, three-dimensional frameworks which are fully interwoven, but not bonded to one another.