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Naphthalene-1,8-diamine–2-(pyrimidin-2-yl)-1H-perimidine (2/1)
In the title adduct, C(15)H(10)N(4)·2C(10)H(10)N(2), the pyrimidine ring is nearly co-planar with the heteroatomic perimidine ring, as indicated dihedral angle between their mean planes of 3.21 (11)°. The diaminonaphthalene molecules are slightly twisted [dihedral angles = 4.2 (2) and 3.0 (2)°] b...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3770400/ https://www.ncbi.nlm.nih.gov/pubmed/24046685 http://dx.doi.org/10.1107/S1600536813016796 |
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author | Cucciolito, Maria Elena Panunzi, Barbara Ruffo, Francesco Tuzi, Angela |
author_facet | Cucciolito, Maria Elena Panunzi, Barbara Ruffo, Francesco Tuzi, Angela |
author_sort | Cucciolito, Maria Elena |
collection | PubMed |
description | In the title adduct, C(15)H(10)N(4)·2C(10)H(10)N(2), the pyrimidine ring is nearly co-planar with the heteroatomic perimidine ring, as indicated dihedral angle between their mean planes of 3.21 (11)°. The diaminonaphthalene molecules are slightly twisted [dihedral angles = 4.2 (2) and 3.0 (2)°] because of the steric encumbrance of NH(2) groups. The perimidine and diaminonaphthalene molecules are linked by N—H⋯N hydrogen bonds, forming an R (4) (4)(12) graph-set motif across an inversion center. In the crystal, alternating layers of the perimidine and diaminonaphthalene molecules are formed along [100]. In the perimidine layer, molecules are π–π stacked along the c-axis direction with an interplane separation of approximately 3.4 Å. |
format | Online Article Text |
id | pubmed-3770400 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-37704002013-09-17 Naphthalene-1,8-diamine–2-(pyrimidin-2-yl)-1H-perimidine (2/1) Cucciolito, Maria Elena Panunzi, Barbara Ruffo, Francesco Tuzi, Angela Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title adduct, C(15)H(10)N(4)·2C(10)H(10)N(2), the pyrimidine ring is nearly co-planar with the heteroatomic perimidine ring, as indicated dihedral angle between their mean planes of 3.21 (11)°. The diaminonaphthalene molecules are slightly twisted [dihedral angles = 4.2 (2) and 3.0 (2)°] because of the steric encumbrance of NH(2) groups. The perimidine and diaminonaphthalene molecules are linked by N—H⋯N hydrogen bonds, forming an R (4) (4)(12) graph-set motif across an inversion center. In the crystal, alternating layers of the perimidine and diaminonaphthalene molecules are formed along [100]. In the perimidine layer, molecules are π–π stacked along the c-axis direction with an interplane separation of approximately 3.4 Å. International Union of Crystallography 2013-06-22 /pmc/articles/PMC3770400/ /pubmed/24046685 http://dx.doi.org/10.1107/S1600536813016796 Text en © Cucciolito et al. 2013 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 Cucciolito, Maria Elena Panunzi, Barbara Ruffo, Francesco Tuzi, Angela Naphthalene-1,8-diamine–2-(pyrimidin-2-yl)-1H-perimidine (2/1) |
title | Naphthalene-1,8-diamine–2-(pyrimidin-2-yl)-1H-perimidine (2/1) |
title_full | Naphthalene-1,8-diamine–2-(pyrimidin-2-yl)-1H-perimidine (2/1) |
title_fullStr | Naphthalene-1,8-diamine–2-(pyrimidin-2-yl)-1H-perimidine (2/1) |
title_full_unstemmed | Naphthalene-1,8-diamine–2-(pyrimidin-2-yl)-1H-perimidine (2/1) |
title_short | Naphthalene-1,8-diamine–2-(pyrimidin-2-yl)-1H-perimidine (2/1) |
title_sort | naphthalene-1,8-diamine–2-(pyrimidin-2-yl)-1h-perimidine (2/1) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3770400/ https://www.ncbi.nlm.nih.gov/pubmed/24046685 http://dx.doi.org/10.1107/S1600536813016796 |
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