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...
Autores principales: | , , |
---|---|
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 |