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Two isostructural carbamates: the o-tolyl N-(pyridin-3-yl)carbamate and 2-bromophenyl N-(pyridin-3-yl)carbamate monohydrates
The title carbamate monohydrates, C(13)H(12)N(2)O(2)·H(2)O and C(12)H(9)BrN(2)O(2)·H(2)O, form isomorphous crystals that are isostructural in their primary hydrogen-bonding modes. In both carbamates, the primary hydrogen bonding and aggregation involves cyclic amide–water–pyridine moieties as (N—H⋯O...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645058/ https://www.ncbi.nlm.nih.gov/pubmed/26594512 http://dx.doi.org/10.1107/S2056989015019556 |
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author | Mocilac, Pavle Gallagher, John F. |
author_facet | Mocilac, Pavle Gallagher, John F. |
author_sort | Mocilac, Pavle |
collection | PubMed |
description | The title carbamate monohydrates, C(13)H(12)N(2)O(2)·H(2)O and C(12)H(9)BrN(2)O(2)·H(2)O, form isomorphous crystals that are isostructural in their primary hydrogen-bonding modes. In both carbamates, the primary hydrogen bonding and aggregation involves cyclic amide–water–pyridine moieties as (N—H⋯O—H⋯N)(2) dimers about inversion centres [as R (4) (4)(14) rings], where the participation of strong hydrogen-bonding donors and acceptors is maximized. The remaining water–carbonyl O—H⋯O=C interaction extends the aggregation into two-dimensional planar sheets that stack parallel to the (100) plane. The Br derivative does not participate in halogen bonding. A weak intramolecular C—H⋯O hydrogen bond is observed in each compound. |
format | Online Article Text |
id | pubmed-4645058 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-46450582015-11-20 Two isostructural carbamates: the o-tolyl N-(pyridin-3-yl)carbamate and 2-bromophenyl N-(pyridin-3-yl)carbamate monohydrates Mocilac, Pavle Gallagher, John F. Acta Crystallogr E Crystallogr Commun Research Communications The title carbamate monohydrates, C(13)H(12)N(2)O(2)·H(2)O and C(12)H(9)BrN(2)O(2)·H(2)O, form isomorphous crystals that are isostructural in their primary hydrogen-bonding modes. In both carbamates, the primary hydrogen bonding and aggregation involves cyclic amide–water–pyridine moieties as (N—H⋯O—H⋯N)(2) dimers about inversion centres [as R (4) (4)(14) rings], where the participation of strong hydrogen-bonding donors and acceptors is maximized. The remaining water–carbonyl O—H⋯O=C interaction extends the aggregation into two-dimensional planar sheets that stack parallel to the (100) plane. The Br derivative does not participate in halogen bonding. A weak intramolecular C—H⋯O hydrogen bond is observed in each compound. International Union of Crystallography 2015-10-24 /pmc/articles/PMC4645058/ /pubmed/26594512 http://dx.doi.org/10.1107/S2056989015019556 Text en © Mocilac and Gallagher 2015 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Mocilac, Pavle Gallagher, John F. Two isostructural carbamates: the o-tolyl N-(pyridin-3-yl)carbamate and 2-bromophenyl N-(pyridin-3-yl)carbamate monohydrates |
title | Two isostructural carbamates: the o-tolyl N-(pyridin-3-yl)carbamate and 2-bromophenyl N-(pyridin-3-yl)carbamate monohydrates |
title_full | Two isostructural carbamates: the o-tolyl N-(pyridin-3-yl)carbamate and 2-bromophenyl N-(pyridin-3-yl)carbamate monohydrates |
title_fullStr | Two isostructural carbamates: the o-tolyl N-(pyridin-3-yl)carbamate and 2-bromophenyl N-(pyridin-3-yl)carbamate monohydrates |
title_full_unstemmed | Two isostructural carbamates: the o-tolyl N-(pyridin-3-yl)carbamate and 2-bromophenyl N-(pyridin-3-yl)carbamate monohydrates |
title_short | Two isostructural carbamates: the o-tolyl N-(pyridin-3-yl)carbamate and 2-bromophenyl N-(pyridin-3-yl)carbamate monohydrates |
title_sort | two isostructural carbamates: the o-tolyl n-(pyridin-3-yl)carbamate and 2-bromophenyl n-(pyridin-3-yl)carbamate monohydrates |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645058/ https://www.ncbi.nlm.nih.gov/pubmed/26594512 http://dx.doi.org/10.1107/S2056989015019556 |
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