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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...

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Autores principales: Mocilac, Pavle, Gallagher, John F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
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.
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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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