Crystal structure of the co-crystalline adduct 1,3,6,8-tetra­aza­tri­cyclo­[,8]do­decane (TATD)–4-chloro-3,5-di­methyl­phenol (1/1)

  • In the crystal of the title co-crystalline adduct, C8H16N4·C8H9ClO, (I), prepared by solid-state reaction, the mol­ecules are linked by inter­molecular O—H⋯N hydrogen bonds, forming a D motif. The aza­adamantane structure in (I) is slightly distorted, with N—CH2—CH2—N torsion angles of 10.4 (3) and −9.0 (3)°. These values differ slightly from the corresponding torsion angles in the free aminal cage (0.0°) and in related co-crystalline adducts, which are not far from a planar geometry and consistent with a D2d mol­ecular symmetry in the tetra­aza­tri­cyclo structure. The structures also differ in that there is a slight elongation of the N—C bond lengths about the N atom that accepts the hydrogen bond in (I) compared with the other N—C bond lengths. In the crystal, the two mol­ecules are not only linked by a classical O—H⋯N hydrogen bond but are further connected by weak C—H⋯π inter­actions, forming a two-dimensional supra­molecular network parallel to the bc plane.

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Author:Augusto RiveraORCiD, Jicli José Rojas, Jaime Ríos-MottaORCiD, Michael BolteORCiD
Parent Title (English):Acta crystallographica / Section E, Crystallographic communications
Place of publication:Copenhagen
Document Type:Article
Date of Publication (online):2015/06/03
Date of first Publication:2015/06/03
Publishing Institution:Universitätsbibliothek Johann Christian Senckenberg
Release Date:2016/01/26
Tag:C—H⋯π inter­actions; TATD; co-crystalline adducts; crystal structure; hydrogen bonding
Page Number:9
First Page:737
Last Page:740
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence , which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Institutes:Biochemie, Chemie und Pharmazie / Biochemie und Chemie
Dewey Decimal Classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
Licence (German):License LogoCreative Commons - Namensnennung 2.0