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(E)-1-Phenyl­ethanone semicarbazone

In the title compound, C(9)H(11)N(3)O, the benzene ring is disordered over two positions with refined occupancies of 0.922 (5) and 0.078 (5). The program PLATON [Spek (2009 ▶). Acta Cryst. D65, 148–155] recommends the solution in the space group C2/m with a = 7.3050 (3), b = 6.6745 (2), c = 18.3853 ...

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Autores principales: Fun, Hoong-Kun, Yeap, Chin Sing, Padaki, Mahesh, Malladi, Shridhar, Isloor, Arun M
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977181/
https://www.ncbi.nlm.nih.gov/pubmed/21583511
http://dx.doi.org/10.1107/S1600536809025847
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author Fun, Hoong-Kun
Yeap, Chin Sing
Padaki, Mahesh
Malladi, Shridhar
Isloor, Arun M
author_facet Fun, Hoong-Kun
Yeap, Chin Sing
Padaki, Mahesh
Malladi, Shridhar
Isloor, Arun M
author_sort Fun, Hoong-Kun
collection PubMed
description In the title compound, C(9)H(11)N(3)O, the benzene ring is disordered over two positions with refined occupancies of 0.922 (5) and 0.078 (5). The program PLATON [Spek (2009 ▶). Acta Cryst. D65, 148–155] recommends the solution in the space group C2/m with a = 7.3050 (3), b = 6.6745 (2), c = 18.3853 (6) Å and β = 96.986 (2)°. However, the large number of non-extinct reflections needed to be ignored if C2/m is chosen suggested that the space group is incorrect, even though the R values are lower than that for P2(1)/c. The semicarbazone group is essentially planar, with a maximum deviation of 0.046 (1) Å for one of the N atoms. The mean plane of the semicarbazone group forms dihedral angles of 33.61 (8) and 39.1 (9)° with the benzene ring of the major and minor components, respectively. In the crystal structure, mol­ecules are linked by inter­molecular N—H⋯O hydrogen bonds into extended chains along the c axis. The crystal structure is further stabilized by weak inter­molucular C—H⋯π inter­actions.
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spelling pubmed-29771812010-12-30 (E)-1-Phenyl­ethanone semicarbazone Fun, Hoong-Kun Yeap, Chin Sing Padaki, Mahesh Malladi, Shridhar Isloor, Arun M Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(9)H(11)N(3)O, the benzene ring is disordered over two positions with refined occupancies of 0.922 (5) and 0.078 (5). The program PLATON [Spek (2009 ▶). Acta Cryst. D65, 148–155] recommends the solution in the space group C2/m with a = 7.3050 (3), b = 6.6745 (2), c = 18.3853 (6) Å and β = 96.986 (2)°. However, the large number of non-extinct reflections needed to be ignored if C2/m is chosen suggested that the space group is incorrect, even though the R values are lower than that for P2(1)/c. The semicarbazone group is essentially planar, with a maximum deviation of 0.046 (1) Å for one of the N atoms. The mean plane of the semicarbazone group forms dihedral angles of 33.61 (8) and 39.1 (9)° with the benzene ring of the major and minor components, respectively. In the crystal structure, mol­ecules are linked by inter­molecular N—H⋯O hydrogen bonds into extended chains along the c axis. The crystal structure is further stabilized by weak inter­molucular C—H⋯π inter­actions. International Union of Crystallography 2009-07-11 /pmc/articles/PMC2977181/ /pubmed/21583511 http://dx.doi.org/10.1107/S1600536809025847 Text en © Fun et al. 2009 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
Fun, Hoong-Kun
Yeap, Chin Sing
Padaki, Mahesh
Malladi, Shridhar
Isloor, Arun M
(E)-1-Phenyl­ethanone semicarbazone
title (E)-1-Phenyl­ethanone semicarbazone
title_full (E)-1-Phenyl­ethanone semicarbazone
title_fullStr (E)-1-Phenyl­ethanone semicarbazone
title_full_unstemmed (E)-1-Phenyl­ethanone semicarbazone
title_short (E)-1-Phenyl­ethanone semicarbazone
title_sort (e)-1-phenyl­ethanone semicarbazone
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977181/
https://www.ncbi.nlm.nih.gov/pubmed/21583511
http://dx.doi.org/10.1107/S1600536809025847
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