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Bis(benzylaminium) 4,5-dichlorobenzene-1,2-dicarboxylate monohydrate
In the structure of the title salt, 2C(7)H(10)N(+)·C(8)H(2)Cl(2)O(4) (2−)·H(2)O, the two benzylaminium anions have different conformations, one being essentially planar and the other having the side chain rotated out of the benzene plane [minimum ring to side-chain C—C—C—N torsion angles = −3.6 (6)...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379483/ https://www.ncbi.nlm.nih.gov/pubmed/22719681 http://dx.doi.org/10.1107/S1600536812023458 |
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author | Smith, Graham Wermuth, Urs D. |
author_facet | Smith, Graham Wermuth, Urs D. |
author_sort | Smith, Graham |
collection | PubMed |
description | In the structure of the title salt, 2C(7)H(10)N(+)·C(8)H(2)Cl(2)O(4) (2−)·H(2)O, the two benzylaminium anions have different conformations, one being essentially planar and the other having the side chain rotated out of the benzene plane [minimum ring to side-chain C—C—C—N torsion angles = −3.6 (6) and 50.1 (5)°, respectively]. In the 4,5-dichlorophthalate dianion, the carboxylate groups make dihedral angles of 23.0 (2) and 76.5 (2)° with the benzene ring. In the crystal, aminium N—H⋯O and water O—H⋯O hydrogen-bonding associations with carboxylate O-atom acceptors give a two-dimensional duplex sheet structure which extends along the (011) plane. Weak π–π interactions are also present between the benzene ring of the dianion and one of the cation rings [minimum ring centroid separation = 2.749 (3) Å]. |
format | Online Article Text |
id | pubmed-3379483 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33794832012-06-20 Bis(benzylaminium) 4,5-dichlorobenzene-1,2-dicarboxylate monohydrate Smith, Graham Wermuth, Urs D. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the structure of the title salt, 2C(7)H(10)N(+)·C(8)H(2)Cl(2)O(4) (2−)·H(2)O, the two benzylaminium anions have different conformations, one being essentially planar and the other having the side chain rotated out of the benzene plane [minimum ring to side-chain C—C—C—N torsion angles = −3.6 (6) and 50.1 (5)°, respectively]. In the 4,5-dichlorophthalate dianion, the carboxylate groups make dihedral angles of 23.0 (2) and 76.5 (2)° with the benzene ring. In the crystal, aminium N—H⋯O and water O—H⋯O hydrogen-bonding associations with carboxylate O-atom acceptors give a two-dimensional duplex sheet structure which extends along the (011) plane. Weak π–π interactions are also present between the benzene ring of the dianion and one of the cation rings [minimum ring centroid separation = 2.749 (3) Å]. International Union of Crystallography 2012-05-31 /pmc/articles/PMC3379483/ /pubmed/22719681 http://dx.doi.org/10.1107/S1600536812023458 Text en © Smith and Wermuth 2012 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 Smith, Graham Wermuth, Urs D. Bis(benzylaminium) 4,5-dichlorobenzene-1,2-dicarboxylate monohydrate |
title | Bis(benzylaminium) 4,5-dichlorobenzene-1,2-dicarboxylate monohydrate |
title_full | Bis(benzylaminium) 4,5-dichlorobenzene-1,2-dicarboxylate monohydrate |
title_fullStr | Bis(benzylaminium) 4,5-dichlorobenzene-1,2-dicarboxylate monohydrate |
title_full_unstemmed | Bis(benzylaminium) 4,5-dichlorobenzene-1,2-dicarboxylate monohydrate |
title_short | Bis(benzylaminium) 4,5-dichlorobenzene-1,2-dicarboxylate monohydrate |
title_sort | bis(benzylaminium) 4,5-dichlorobenzene-1,2-dicarboxylate monohydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379483/ https://www.ncbi.nlm.nih.gov/pubmed/22719681 http://dx.doi.org/10.1107/S1600536812023458 |
work_keys_str_mv | AT smithgraham bisbenzylaminium45dichlorobenzene12dicarboxylatemonohydrate AT wermuthursd bisbenzylaminium45dichlorobenzene12dicarboxylatemonohydrate |