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Investigations of new potential photo-acid generators: crystal structures of 2-[(E)-2-phenylethenyl]phenol (orthorhombic polymorph) and (2E)-3-(2-bromophenyl)-2-phenylprop-2-enoic acid
The title compounds, C(14)H(12)O, (I), and C(15)H(11)BrO(2), (II), were prepared and characterized as part of our studies of potential new photo-acid generators. In (I), which crystallizes in the orthorhombic space group Pca2(1), compared to P2(1)/n for the previously known monoclinic polymorph [C...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778828/ https://www.ncbi.nlm.nih.gov/pubmed/27006818 http://dx.doi.org/10.1107/S2056989016002942 |
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author | Harrison, William T. A. Plater, M. John Yin, Lee J. |
author_facet | Harrison, William T. A. Plater, M. John Yin, Lee J. |
author_sort | Harrison, William T. A. |
collection | PubMed |
description | The title compounds, C(14)H(12)O, (I), and C(15)H(11)BrO(2), (II), were prepared and characterized as part of our studies of potential new photo-acid generators. In (I), which crystallizes in the orthorhombic space group Pca2(1), compared to P2(1)/n for the previously known monoclinic polymorph [Cornella & Martin (2013 ▸). Org. Lett. 15, 6298–6301], the dihedral angle between the aromatic rings is 4.35 (6)° and the OH group is disordered over two sites in a 0.795 (3):0.205 (3) ratio. In the crystal of (I), molecules are linked by O—H⋯π interactions involving both the major and minor –OH disorder components, generating [001] chains as part of the herringbone packing motif. The asymmetric unit of (II) contains two molecules with similar conformations (weighted r.m.s. overlay fit = 0.183 Å). In the crystal of (II), both molecules form carboxylate inversion dimers linked by pairs of O—H⋯O hydrogen bonds, generating R (2) (2)(8) loops in each case. The dimers are linked by pairs of C—H⋯O hydrogen bonds to form [010] chains. |
format | Online Article Text |
id | pubmed-4778828 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-47788282016-03-22 Investigations of new potential photo-acid generators: crystal structures of 2-[(E)-2-phenylethenyl]phenol (orthorhombic polymorph) and (2E)-3-(2-bromophenyl)-2-phenylprop-2-enoic acid Harrison, William T. A. Plater, M. John Yin, Lee J. Acta Crystallogr E Crystallogr Commun Research Communications The title compounds, C(14)H(12)O, (I), and C(15)H(11)BrO(2), (II), were prepared and characterized as part of our studies of potential new photo-acid generators. In (I), which crystallizes in the orthorhombic space group Pca2(1), compared to P2(1)/n for the previously known monoclinic polymorph [Cornella & Martin (2013 ▸). Org. Lett. 15, 6298–6301], the dihedral angle between the aromatic rings is 4.35 (6)° and the OH group is disordered over two sites in a 0.795 (3):0.205 (3) ratio. In the crystal of (I), molecules are linked by O—H⋯π interactions involving both the major and minor –OH disorder components, generating [001] chains as part of the herringbone packing motif. The asymmetric unit of (II) contains two molecules with similar conformations (weighted r.m.s. overlay fit = 0.183 Å). In the crystal of (II), both molecules form carboxylate inversion dimers linked by pairs of O—H⋯O hydrogen bonds, generating R (2) (2)(8) loops in each case. The dimers are linked by pairs of C—H⋯O hydrogen bonds to form [010] chains. International Union of Crystallography 2016-02-24 /pmc/articles/PMC4778828/ /pubmed/27006818 http://dx.doi.org/10.1107/S2056989016002942 Text en © Harrison et al. 2016 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Harrison, William T. A. Plater, M. John Yin, Lee J. Investigations of new potential photo-acid generators: crystal structures of 2-[(E)-2-phenylethenyl]phenol (orthorhombic polymorph) and (2E)-3-(2-bromophenyl)-2-phenylprop-2-enoic acid |
title | Investigations of new potential photo-acid generators: crystal structures of 2-[(E)-2-phenylethenyl]phenol (orthorhombic polymorph) and (2E)-3-(2-bromophenyl)-2-phenylprop-2-enoic acid |
title_full | Investigations of new potential photo-acid generators: crystal structures of 2-[(E)-2-phenylethenyl]phenol (orthorhombic polymorph) and (2E)-3-(2-bromophenyl)-2-phenylprop-2-enoic acid |
title_fullStr | Investigations of new potential photo-acid generators: crystal structures of 2-[(E)-2-phenylethenyl]phenol (orthorhombic polymorph) and (2E)-3-(2-bromophenyl)-2-phenylprop-2-enoic acid |
title_full_unstemmed | Investigations of new potential photo-acid generators: crystal structures of 2-[(E)-2-phenylethenyl]phenol (orthorhombic polymorph) and (2E)-3-(2-bromophenyl)-2-phenylprop-2-enoic acid |
title_short | Investigations of new potential photo-acid generators: crystal structures of 2-[(E)-2-phenylethenyl]phenol (orthorhombic polymorph) and (2E)-3-(2-bromophenyl)-2-phenylprop-2-enoic acid |
title_sort | investigations of new potential photo-acid generators: crystal structures of 2-[(e)-2-phenylethenyl]phenol (orthorhombic polymorph) and (2e)-3-(2-bromophenyl)-2-phenylprop-2-enoic acid |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778828/ https://www.ncbi.nlm.nih.gov/pubmed/27006818 http://dx.doi.org/10.1107/S2056989016002942 |
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