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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...

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Autores principales: Jasinski, Jerry P., Butcher, Ray J., Hakim Al-Arique, Q. N. M., Yathirajan, H. S., Ramesha, A.R.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
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.
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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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