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(4Z,6Z,12Z,14Z)-2,10-Dimethyl-2,8,10,16-tetra­hydro­dipyrazolo[3,4-e:3′,4′-l][1,2,4,8,9,11]hexa­azacyclo­tetra­decine-4,12-diamine

The title compound, C(12)H(16)N(12), is a centrosymmetric mol­ecule which comprises of a hexa­aza[14]annulene macrocyclic ring fused with two pyrazole rings. The macrocyclic ring is essentially planar, with an r.m.s. deviation of 0.0381 Å. The electron pairs of the amino groups are delocalized with...

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Autores principales: Dolzhenko, Anton V., Pastorin, Giorgia, Dolzhenko, Anna V., Tan, Geok Kheng, Koh, Lip Lin
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969318/
https://www.ncbi.nlm.nih.gov/pubmed/21582855
http://dx.doi.org/10.1107/S1600536809022132
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author Dolzhenko, Anton V.
Pastorin, Giorgia
Dolzhenko, Anna V.
Tan, Geok Kheng
Koh, Lip Lin
author_facet Dolzhenko, Anton V.
Pastorin, Giorgia
Dolzhenko, Anna V.
Tan, Geok Kheng
Koh, Lip Lin
author_sort Dolzhenko, Anton V.
collection PubMed
description The title compound, C(12)H(16)N(12), is a centrosymmetric mol­ecule which comprises of a hexa­aza[14]annulene macrocyclic ring fused with two pyrazole rings. The macrocyclic ring is essentially planar, with an r.m.s. deviation of 0.0381 Å. The electron pairs of the amino groups are delocalized with the conjugated system of the macrocycle. Strong intra­molecular N—H⋯N hydrogen bonds arranged in an S (2) (2)(10) graph-set motif are present in the macrocyclic ring. In the crystal, the amino groups act as donors for inter­molecular N—H⋯N inter­actions with the N atoms of the heterocyclic system, forming a network of two types of extended chains oriented parallel to the [101] and [011] directions. The crystal packing is also stabilized by weak inter­molecular C—H⋯N hydrogen bonds formed between pyrazole C—H groups and N atoms of the macrocyclic ring, running in the [10[Image: see text]] direction.
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spelling pubmed-29693182010-12-30 (4Z,6Z,12Z,14Z)-2,10-Dimethyl-2,8,10,16-tetra­hydro­dipyrazolo[3,4-e:3′,4′-l][1,2,4,8,9,11]hexa­azacyclo­tetra­decine-4,12-diamine Dolzhenko, Anton V. Pastorin, Giorgia Dolzhenko, Anna V. Tan, Geok Kheng Koh, Lip Lin Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(16)N(12), is a centrosymmetric mol­ecule which comprises of a hexa­aza[14]annulene macrocyclic ring fused with two pyrazole rings. The macrocyclic ring is essentially planar, with an r.m.s. deviation of 0.0381 Å. The electron pairs of the amino groups are delocalized with the conjugated system of the macrocycle. Strong intra­molecular N—H⋯N hydrogen bonds arranged in an S (2) (2)(10) graph-set motif are present in the macrocyclic ring. In the crystal, the amino groups act as donors for inter­molecular N—H⋯N inter­actions with the N atoms of the heterocyclic system, forming a network of two types of extended chains oriented parallel to the [101] and [011] directions. The crystal packing is also stabilized by weak inter­molecular C—H⋯N hydrogen bonds formed between pyrazole C—H groups and N atoms of the macrocyclic ring, running in the [10[Image: see text]] direction. International Union of Crystallography 2009-06-13 /pmc/articles/PMC2969318/ /pubmed/21582855 http://dx.doi.org/10.1107/S1600536809022132 Text en © Dolzhenko et al. 2009 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Dolzhenko, Anton V.
Pastorin, Giorgia
Dolzhenko, Anna V.
Tan, Geok Kheng
Koh, Lip Lin
(4Z,6Z,12Z,14Z)-2,10-Dimethyl-2,8,10,16-tetra­hydro­dipyrazolo[3,4-e:3′,4′-l][1,2,4,8,9,11]hexa­azacyclo­tetra­decine-4,12-diamine
title (4Z,6Z,12Z,14Z)-2,10-Dimethyl-2,8,10,16-tetra­hydro­dipyrazolo[3,4-e:3′,4′-l][1,2,4,8,9,11]hexa­azacyclo­tetra­decine-4,12-diamine
title_full (4Z,6Z,12Z,14Z)-2,10-Dimethyl-2,8,10,16-tetra­hydro­dipyrazolo[3,4-e:3′,4′-l][1,2,4,8,9,11]hexa­azacyclo­tetra­decine-4,12-diamine
title_fullStr (4Z,6Z,12Z,14Z)-2,10-Dimethyl-2,8,10,16-tetra­hydro­dipyrazolo[3,4-e:3′,4′-l][1,2,4,8,9,11]hexa­azacyclo­tetra­decine-4,12-diamine
title_full_unstemmed (4Z,6Z,12Z,14Z)-2,10-Dimethyl-2,8,10,16-tetra­hydro­dipyrazolo[3,4-e:3′,4′-l][1,2,4,8,9,11]hexa­azacyclo­tetra­decine-4,12-diamine
title_short (4Z,6Z,12Z,14Z)-2,10-Dimethyl-2,8,10,16-tetra­hydro­dipyrazolo[3,4-e:3′,4′-l][1,2,4,8,9,11]hexa­azacyclo­tetra­decine-4,12-diamine
title_sort (4z,6z,12z,14z)-2,10-dimethyl-2,8,10,16-tetra­hydro­dipyrazolo[3,4-e:3′,4′-l][1,2,4,8,9,11]hexa­azacyclo­tetra­decine-4,12-diamine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969318/
https://www.ncbi.nlm.nih.gov/pubmed/21582855
http://dx.doi.org/10.1107/S1600536809022132
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