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Crystal structure of 2-cyano-N′-(cyclo­hexyl­idene)acetohydrazide

In the title compound, C(9)H(13)N(3)O, the cyclo­hexyl­idene ring adopts a chair conformation and the bond-angle sum at the C atom linked to the N atom is 359.6°. The cyano­acetohydrazide grouping is close to planar (r.m.s. deviation for the non-H atoms = 0.031 Å) and subtends a dihedral angle of 64...

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Autores principales: Harrison, William T. A., Al-Sakka, Ola K., Fleita, Daisy H., Saleh, Amina, Salem, Sara
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186197/
https://www.ncbi.nlm.nih.gov/pubmed/25309235
http://dx.doi.org/10.1107/S1600536814009350
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author Harrison, William T. A.
Al-Sakka, Ola K.
Fleita, Daisy H.
Saleh, Amina
Salem, Sara
author_facet Harrison, William T. A.
Al-Sakka, Ola K.
Fleita, Daisy H.
Saleh, Amina
Salem, Sara
author_sort Harrison, William T. A.
collection PubMed
description In the title compound, C(9)H(13)N(3)O, the cyclo­hexyl­idene ring adopts a chair conformation and the bond-angle sum at the C atom linked to the N atom is 359.6°. The cyano­acetohydrazide grouping is close to planar (r.m.s. deviation for the non-H atoms = 0.031 Å) and subtends a dihedral angle of 64.08 (4)° with the four C atoms forming the seat of the chair. The C=O and N—H groups are in a syn conformation (O—C—N—H = −5°). In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds generate R (2) (2)(8) loops; this dimer linkage is reinforced by a pair of C—H⋯O inter­actions, which generate R (2) (2)(14) loops. The dimers are linked by C—H⋯N(c) (c = cyanide) inter­actions into [100] ladders, which feature C(4) chains and R (4) (4)(20) loops.
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spelling pubmed-41861972014-10-12 Crystal structure of 2-cyano-N′-(cyclo­hexyl­idene)acetohydrazide Harrison, William T. A. Al-Sakka, Ola K. Fleita, Daisy H. Saleh, Amina Salem, Sara Acta Crystallogr Sect E Struct Rep Online Data Reports In the title compound, C(9)H(13)N(3)O, the cyclo­hexyl­idene ring adopts a chair conformation and the bond-angle sum at the C atom linked to the N atom is 359.6°. The cyano­acetohydrazide grouping is close to planar (r.m.s. deviation for the non-H atoms = 0.031 Å) and subtends a dihedral angle of 64.08 (4)° with the four C atoms forming the seat of the chair. The C=O and N—H groups are in a syn conformation (O—C—N—H = −5°). In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds generate R (2) (2)(8) loops; this dimer linkage is reinforced by a pair of C—H⋯O inter­actions, which generate R (2) (2)(14) loops. The dimers are linked by C—H⋯N(c) (c = cyanide) inter­actions into [100] ladders, which feature C(4) chains and R (4) (4)(20) loops. International Union of Crystallography 2014-08-01 /pmc/articles/PMC4186197/ /pubmed/25309235 http://dx.doi.org/10.1107/S1600536814009350 Text en © Harrison et al. 2014 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
Harrison, William T. A.
Al-Sakka, Ola K.
Fleita, Daisy H.
Saleh, Amina
Salem, Sara
Crystal structure of 2-cyano-N′-(cyclo­hexyl­idene)acetohydrazide
title Crystal structure of 2-cyano-N′-(cyclo­hexyl­idene)acetohydrazide
title_full Crystal structure of 2-cyano-N′-(cyclo­hexyl­idene)acetohydrazide
title_fullStr Crystal structure of 2-cyano-N′-(cyclo­hexyl­idene)acetohydrazide
title_full_unstemmed Crystal structure of 2-cyano-N′-(cyclo­hexyl­idene)acetohydrazide
title_short Crystal structure of 2-cyano-N′-(cyclo­hexyl­idene)acetohydrazide
title_sort crystal structure of 2-cyano-n′-(cyclo­hexyl­idene)acetohydrazide
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186197/
https://www.ncbi.nlm.nih.gov/pubmed/25309235
http://dx.doi.org/10.1107/S1600536814009350
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