TY  - JOUR
A1  - Rivera, Augusto
A1  - Rojas, Jicli José
A1  - Ríos-Motta, Jaime
A1  - Bolte, Michael
T1  - Crystal structure of the co-crystalline adduct 1,3,6,8-tetra­aza­tri­cyclo­[4.4.1.13,8]do­decane (TATD)–4-chloro-3,5-di­methyl­phenol (1/1)
T2  - Acta crystallographica / Section E, Crystallographic communications
N2  - 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.
KW  - crystal structure
KW  - co-crystalline adducts
KW  - TATD
KW  - hydrogen bonding
KW  - C—H⋯π inter­actions
Y1  - 2015
UR  - http://publikationen.ub.uni-frankfurt.de/frontdoor/index/index/docId/25866
UR  - https://nbn-resolving.org/urn:nbn:de:hebis:30:3-258666
SN  - 2056-9890
N1  - This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence http://creativecommons.org/licenses/by/2.0/uk/legalcode , which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
VL  - 71
SP  - 737
EP  - 740
PB  - Munksgaard
CY  - Copenhagen
ER  -