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Crystal structure of 5-(furan-2-yl)-N-phenyl-1,3,4-oxa­diazol-2-amine

The title compound, C(12)H(9)N(3)O(2), was obtained as a cyclized oxa­diazole derivative from substituted thio­semicarbazide in the presence of manganese(II) acetate. The furan ring is disordered over two orientations, with occupancies of 0.76 (2) and 0.24 (2). The dihedral angles between the centra...

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Autores principales: Paswan, Santosh, Bharty, Manoj K., Kumari, Sanyucta, Gupta, Sushil K., Singh, Nand K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645015/
https://www.ncbi.nlm.nih.gov/pubmed/26594577
http://dx.doi.org/10.1107/S2056989015019453
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author Paswan, Santosh
Bharty, Manoj K.
Kumari, Sanyucta
Gupta, Sushil K.
Singh, Nand K.
author_facet Paswan, Santosh
Bharty, Manoj K.
Kumari, Sanyucta
Gupta, Sushil K.
Singh, Nand K.
author_sort Paswan, Santosh
collection PubMed
description The title compound, C(12)H(9)N(3)O(2), was obtained as a cyclized oxa­diazole derivative from substituted thio­semicarbazide in the presence of manganese(II) acetate. The furan ring is disordered over two orientations, with occupancies of 0.76 (2) and 0.24 (2). The dihedral angles between the central oxa­diazole ring and the pendant phenyl ring and furan ring (major disorder component) are 3.34 (18) and 5.7 (6)°, respectively. A short intra­molecular C—H⋯O contact generates an S(6) ring. In the crystal, inversion dimers linked by pairs of N—H⋯N hydrogen bonds generate R (2) (2)[8] loops. The dimers are linked by C—H⋯π and π–π inter­actions [range of centroid–centroid distances = 3.291 (2)–3.460 (8) Å], generating a three-dimensional network.
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spelling pubmed-46450152015-11-20 Crystal structure of 5-(furan-2-yl)-N-phenyl-1,3,4-oxa­diazol-2-amine Paswan, Santosh Bharty, Manoj K. Kumari, Sanyucta Gupta, Sushil K. Singh, Nand K. Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(12)H(9)N(3)O(2), was obtained as a cyclized oxa­diazole derivative from substituted thio­semicarbazide in the presence of manganese(II) acetate. The furan ring is disordered over two orientations, with occupancies of 0.76 (2) and 0.24 (2). The dihedral angles between the central oxa­diazole ring and the pendant phenyl ring and furan ring (major disorder component) are 3.34 (18) and 5.7 (6)°, respectively. A short intra­molecular C—H⋯O contact generates an S(6) ring. In the crystal, inversion dimers linked by pairs of N—H⋯N hydrogen bonds generate R (2) (2)[8] loops. The dimers are linked by C—H⋯π and π–π inter­actions [range of centroid–centroid distances = 3.291 (2)–3.460 (8) Å], generating a three-dimensional network. International Union of Crystallography 2015-10-24 /pmc/articles/PMC4645015/ /pubmed/26594577 http://dx.doi.org/10.1107/S2056989015019453 Text en © Paswan et al. 2015 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 Data Reports
Paswan, Santosh
Bharty, Manoj K.
Kumari, Sanyucta
Gupta, Sushil K.
Singh, Nand K.
Crystal structure of 5-(furan-2-yl)-N-phenyl-1,3,4-oxa­diazol-2-amine
title Crystal structure of 5-(furan-2-yl)-N-phenyl-1,3,4-oxa­diazol-2-amine
title_full Crystal structure of 5-(furan-2-yl)-N-phenyl-1,3,4-oxa­diazol-2-amine
title_fullStr Crystal structure of 5-(furan-2-yl)-N-phenyl-1,3,4-oxa­diazol-2-amine
title_full_unstemmed Crystal structure of 5-(furan-2-yl)-N-phenyl-1,3,4-oxa­diazol-2-amine
title_short Crystal structure of 5-(furan-2-yl)-N-phenyl-1,3,4-oxa­diazol-2-amine
title_sort crystal structure of 5-(furan-2-yl)-n-phenyl-1,3,4-oxa­diazol-2-amine
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645015/
https://www.ncbi.nlm.nih.gov/pubmed/26594577
http://dx.doi.org/10.1107/S2056989015019453
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