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1,1′-Binaphthyl-2,2′-dicarboxylic acid–urea (1/1)

In the title co-crystal, C(22)H(14)O(4)·CH(4)N(2)O, the 1,1′-binaphthyl-2,2′-dicarboxylic acid (BNDA) and urea mol­ecules are connected via a system of hydrogen bonds into a chiral two-dimensional polymeric structure parallel to the (001) plane. As the crystal is centrosymmetric, it consists of alte...

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Autores principales: Izotova, Lidiya, Ashurov, Jamshid, Talipov, Samat, Ibragimov, Bakhtiyar, Weber, Edwin
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959427/
https://www.ncbi.nlm.nih.gov/pubmed/21201150
http://dx.doi.org/10.1107/S1600536808028997
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author Izotova, Lidiya
Ashurov, Jamshid
Talipov, Samat
Ibragimov, Bakhtiyar
Weber, Edwin
author_facet Izotova, Lidiya
Ashurov, Jamshid
Talipov, Samat
Ibragimov, Bakhtiyar
Weber, Edwin
author_sort Izotova, Lidiya
collection PubMed
description In the title co-crystal, C(22)H(14)O(4)·CH(4)N(2)O, the 1,1′-binaphthyl-2,2′-dicarboxylic acid (BNDA) and urea mol­ecules are connected via a system of hydrogen bonds into a chiral two-dimensional polymeric structure parallel to the (001) plane. As the crystal is centrosymmetric, it consists of alternately stacked BNDA–urea layers of opposite chirality. The urea H atoms trans to the C=O group are bonded in a chelating mode [R (1) (2)(6)] to the carbonyl O atom from one of the carboxylic acid groups which, in turn, acts as the donor of an O—H⋯O hydrogen bond to another urea mol­ecule. The [010] chains thus formed are further connected via an R (2) (2)(8) hydrogen-bond motif formed between urea and the second carboxylic acid group of BNDA.
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spelling pubmed-29594272010-12-30 1,1′-Binaphthyl-2,2′-dicarboxylic acid–urea (1/1) Izotova, Lidiya Ashurov, Jamshid Talipov, Samat Ibragimov, Bakhtiyar Weber, Edwin Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title co-crystal, C(22)H(14)O(4)·CH(4)N(2)O, the 1,1′-binaphthyl-2,2′-dicarboxylic acid (BNDA) and urea mol­ecules are connected via a system of hydrogen bonds into a chiral two-dimensional polymeric structure parallel to the (001) plane. As the crystal is centrosymmetric, it consists of alternately stacked BNDA–urea layers of opposite chirality. The urea H atoms trans to the C=O group are bonded in a chelating mode [R (1) (2)(6)] to the carbonyl O atom from one of the carboxylic acid groups which, in turn, acts as the donor of an O—H⋯O hydrogen bond to another urea mol­ecule. The [010] chains thus formed are further connected via an R (2) (2)(8) hydrogen-bond motif formed between urea and the second carboxylic acid group of BNDA. International Union of Crystallography 2008-09-17 /pmc/articles/PMC2959427/ /pubmed/21201150 http://dx.doi.org/10.1107/S1600536808028997 Text en © Izotova et al. 2008 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
Izotova, Lidiya
Ashurov, Jamshid
Talipov, Samat
Ibragimov, Bakhtiyar
Weber, Edwin
1,1′-Binaphthyl-2,2′-dicarboxylic acid–urea (1/1)
title 1,1′-Binaphthyl-2,2′-dicarboxylic acid–urea (1/1)
title_full 1,1′-Binaphthyl-2,2′-dicarboxylic acid–urea (1/1)
title_fullStr 1,1′-Binaphthyl-2,2′-dicarboxylic acid–urea (1/1)
title_full_unstemmed 1,1′-Binaphthyl-2,2′-dicarboxylic acid–urea (1/1)
title_short 1,1′-Binaphthyl-2,2′-dicarboxylic acid–urea (1/1)
title_sort 1,1′-binaphthyl-2,2′-dicarboxylic acid–urea (1/1)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959427/
https://www.ncbi.nlm.nih.gov/pubmed/21201150
http://dx.doi.org/10.1107/S1600536808028997
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