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Desipramine hydrochloride: a non-merohedrally twinned structure
The title compound, C(18)H(23)N(2) (+)·Cl(−), is a non-merohedrally twinned salt [domains 0.9288 (3) and 0.0712 (3)] which crystallizes with four independent cation–anion pairs in the asymmetric unit. The seven-membered ring in each of the cations adopts a boat conformation, thus creating a butterfl...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983570/ https://www.ncbi.nlm.nih.gov/pubmed/21580421 http://dx.doi.org/10.1107/S1600536810006203 |
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author | Jasinski, Jerry P. Butcher, Ray J. Hakim Al-Arique, Q. N. M. Yathirajan, H. S. Ramesha, A.R. |
author_facet | Jasinski, Jerry P. Butcher, Ray J. Hakim Al-Arique, Q. N. M. Yathirajan, H. S. Ramesha, A.R. |
author_sort | Jasinski, Jerry P. |
collection | PubMed |
description | The title compound, C(18)H(23)N(2) (+)·Cl(−), is a non-merohedrally twinned salt [domains 0.9288 (3) and 0.0712 (3)] which crystallizes with four independent cation–anion pairs in the asymmetric unit. The seven-membered ring in each of the cations adopts a boat conformation, thus creating a butterfly effect within the ring system. The average value of the dihedral angle between the two aromatic rings in the four cations is 57.1 (1)°. The crystal packing is stabilized only slightly by a collection of intermediate N—H⋯Cl hydrogen-bonding interactions, which produce a weak, but cooperative, infinite, one-dimensional, intermolecular hydrogen-bond network along the a axis. A MOPAC PM3 computational calculation gives support to these observations. |
format | Text |
id | pubmed-2983570 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29835702010-12-30 Desipramine hydrochloride: a non-merohedrally twinned structure Jasinski, Jerry P. Butcher, Ray J. Hakim Al-Arique, Q. N. M. Yathirajan, H. S. Ramesha, A.R. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(18)H(23)N(2) (+)·Cl(−), is a non-merohedrally twinned salt [domains 0.9288 (3) and 0.0712 (3)] which crystallizes with four independent cation–anion pairs in the asymmetric unit. The seven-membered ring in each of the cations adopts a boat conformation, thus creating a butterfly effect within the ring system. The average value of the dihedral angle between the two aromatic rings in the four cations is 57.1 (1)°. The crystal packing is stabilized only slightly by a collection of intermediate N—H⋯Cl hydrogen-bonding interactions, which produce a weak, but cooperative, infinite, one-dimensional, intermolecular hydrogen-bond network along the a axis. A MOPAC PM3 computational calculation gives support to these observations. International Union of Crystallography 2010-02-20 /pmc/articles/PMC2983570/ /pubmed/21580421 http://dx.doi.org/10.1107/S1600536810006203 Text en © Jasinski et al. 2010 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 Jasinski, Jerry P. Butcher, Ray J. Hakim Al-Arique, Q. N. M. Yathirajan, H. S. Ramesha, A.R. Desipramine hydrochloride: a non-merohedrally twinned structure |
title | Desipramine hydrochloride: a non-merohedrally twinned structure |
title_full | Desipramine hydrochloride: a non-merohedrally twinned structure |
title_fullStr | Desipramine hydrochloride: a non-merohedrally twinned structure |
title_full_unstemmed | Desipramine hydrochloride: a non-merohedrally twinned structure |
title_short | Desipramine hydrochloride: a non-merohedrally twinned structure |
title_sort | desipramine hydrochloride: a non-merohedrally twinned structure |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983570/ https://www.ncbi.nlm.nih.gov/pubmed/21580421 http://dx.doi.org/10.1107/S1600536810006203 |
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