Cargando…

2-[(Cyclo­penta-1,3-dien-2-yl)diphenyl­meth­yl]-1-methyl-1H-imidazole

The title compound, C(22)H(20)N(2), (Ib), forms along with 2-[(cyclo­penta-1,3-dien-1-yl)diphenyl­meth­yl]-1-methyl-1H-imid­azole, (Ia), which differs with respect to the position of the double-bonds in the C(5)H(5) ring, in an approximately 3:7 ratio (Ia:Ib; NMR spectroscopy data). However, in a si...

Descripción completa

Detalles Bibliográficos
Autores principales: Sun, Qi, Nie, Wanli, Borzov, Maxim V.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979705/
https://www.ncbi.nlm.nih.gov/pubmed/21579721
http://dx.doi.org/10.1107/S1600536809055561
_version_ 1782191478936698880
author Sun, Qi
Nie, Wanli
Borzov, Maxim V.
author_facet Sun, Qi
Nie, Wanli
Borzov, Maxim V.
author_sort Sun, Qi
collection PubMed
description The title compound, C(22)H(20)N(2), (Ib), forms along with 2-[(cyclo­penta-1,3-dien-1-yl)diphenyl­meth­yl]-1-methyl-1H-imid­azole, (Ia), which differs with respect to the position of the double-bonds in the C(5)H(5) ring, in an approximately 3:7 ratio (Ia:Ib; NMR spectroscopy data). However, in a single crystal, only compound (Ib) is present. H atoms of the CH(2) group (C(5)H(5) ring) were found from the difference Fourier synthesis and refined isotropically using the riding model. Hypothesis on possible presence of the (Ia) isomer in crystal lattice (model with a C(5)H(5) ring disordered between two positions) was especially checked and rejected due to its inconsistency. In the crystal structure, no significant hydrogen-bonding inter­actions between the CH(2) groups of the C(5)H(5) rings and nonsubstituted N-atoms of the imidazole rings were observed. Despite the fact that the chemically achiral compound (I) crystallizes in a chiral space group P2(1)2(1)2(1), neither the absolute structure determination nor assignment of the inversion twinning was possible in the absence of a heavy atom.
format Text
id pubmed-2979705
institution National Center for Biotechnology Information
language English
publishDate 2010
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29797052010-12-30 2-[(Cyclo­penta-1,3-dien-2-yl)diphenyl­meth­yl]-1-methyl-1H-imidazole Sun, Qi Nie, Wanli Borzov, Maxim V. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(22)H(20)N(2), (Ib), forms along with 2-[(cyclo­penta-1,3-dien-1-yl)diphenyl­meth­yl]-1-methyl-1H-imid­azole, (Ia), which differs with respect to the position of the double-bonds in the C(5)H(5) ring, in an approximately 3:7 ratio (Ia:Ib; NMR spectroscopy data). However, in a single crystal, only compound (Ib) is present. H atoms of the CH(2) group (C(5)H(5) ring) were found from the difference Fourier synthesis and refined isotropically using the riding model. Hypothesis on possible presence of the (Ia) isomer in crystal lattice (model with a C(5)H(5) ring disordered between two positions) was especially checked and rejected due to its inconsistency. In the crystal structure, no significant hydrogen-bonding inter­actions between the CH(2) groups of the C(5)H(5) rings and nonsubstituted N-atoms of the imidazole rings were observed. Despite the fact that the chemically achiral compound (I) crystallizes in a chiral space group P2(1)2(1)2(1), neither the absolute structure determination nor assignment of the inversion twinning was possible in the absence of a heavy atom. International Union of Crystallography 2010-01-09 /pmc/articles/PMC2979705/ /pubmed/21579721 http://dx.doi.org/10.1107/S1600536809055561 Text en © Sun et al. 2010 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
Sun, Qi
Nie, Wanli
Borzov, Maxim V.
2-[(Cyclo­penta-1,3-dien-2-yl)diphenyl­meth­yl]-1-methyl-1H-imidazole
title 2-[(Cyclo­penta-1,3-dien-2-yl)diphenyl­meth­yl]-1-methyl-1H-imidazole
title_full 2-[(Cyclo­penta-1,3-dien-2-yl)diphenyl­meth­yl]-1-methyl-1H-imidazole
title_fullStr 2-[(Cyclo­penta-1,3-dien-2-yl)diphenyl­meth­yl]-1-methyl-1H-imidazole
title_full_unstemmed 2-[(Cyclo­penta-1,3-dien-2-yl)diphenyl­meth­yl]-1-methyl-1H-imidazole
title_short 2-[(Cyclo­penta-1,3-dien-2-yl)diphenyl­meth­yl]-1-methyl-1H-imidazole
title_sort 2-[(cyclo­penta-1,3-dien-2-yl)diphenyl­meth­yl]-1-methyl-1h-imidazole
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979705/
https://www.ncbi.nlm.nih.gov/pubmed/21579721
http://dx.doi.org/10.1107/S1600536809055561
work_keys_str_mv AT sunqi 2cyclopenta13dien2yldiphenylmethyl1methyl1himidazole
AT niewanli 2cyclopenta13dien2yldiphenylmethyl1methyl1himidazole
AT borzovmaximv 2cyclopenta13dien2yldiphenylmethyl1methyl1himidazole