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N-(4-Methoxybenzyl)phthalimide: a triclinic polymorph
The title compound [systematic name: 2-(4-methoxybenzyl)isoindoline-1,3-dione], C(16)H(13)NO(3), represents a triclinic polymorph of the previously reported monoclinic form [Warzecha et al. (2006 ▶). Acta Cryst. E62, o5450–o5452]. The reaction of potassium phthalimide and 4-methoxybenzyl chlor...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2012
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414914/ https://www.ncbi.nlm.nih.gov/pubmed/22904901 http://dx.doi.org/10.1107/S1600536812031376 |
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author | Takahashi, Hiroki |
author_facet | Takahashi, Hiroki |
author_sort | Takahashi, Hiroki |
collection | PubMed |
description | The title compound [systematic name: 2-(4-methoxybenzyl)isoindoline-1,3-dione], C(16)H(13)NO(3), represents a triclinic polymorph of the previously reported monoclinic form [Warzecha et al. (2006 ▶). Acta Cryst. E62, o5450–o5452]. The reaction of potassium phthalimide and 4-methoxybenzyl chloride in dimethylformamide gave platelet-shaped crystals; these were harvested and then needle-shaped crystals were deposited. The platelet- and needle-shaped crystals correspond to the triclinic and monoclinic forms, respectively. The N—C—C(ar)—C(ar) torsion angles between the ring systems are −82.66 (14) and 95.28 (13)°, resulting in a roof-shaped conformation. In the crystal, molecules are accumulated by offset face–face π–π interactions between phthalimide units [centroid–centroid distances = 3.640 (2) and 3.651 (2) Å], with interplanar distances of 3.321 (1) and 3.435 (1) Å. Weak intermolecular C(aryl)—H⋯O=C and C(alkyl)—H⋯O=C contacts form C(8) and C(11) infinite chain motifs, respectively. |
format | Online Article Text |
id | pubmed-3414914 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-34149142012-08-17 N-(4-Methoxybenzyl)phthalimide: a triclinic polymorph Takahashi, Hiroki Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound [systematic name: 2-(4-methoxybenzyl)isoindoline-1,3-dione], C(16)H(13)NO(3), represents a triclinic polymorph of the previously reported monoclinic form [Warzecha et al. (2006 ▶). Acta Cryst. E62, o5450–o5452]. The reaction of potassium phthalimide and 4-methoxybenzyl chloride in dimethylformamide gave platelet-shaped crystals; these were harvested and then needle-shaped crystals were deposited. The platelet- and needle-shaped crystals correspond to the triclinic and monoclinic forms, respectively. The N—C—C(ar)—C(ar) torsion angles between the ring systems are −82.66 (14) and 95.28 (13)°, resulting in a roof-shaped conformation. In the crystal, molecules are accumulated by offset face–face π–π interactions between phthalimide units [centroid–centroid distances = 3.640 (2) and 3.651 (2) Å], with interplanar distances of 3.321 (1) and 3.435 (1) Å. Weak intermolecular C(aryl)—H⋯O=C and C(alkyl)—H⋯O=C contacts form C(8) and C(11) infinite chain motifs, respectively. International Union of Crystallography 2012-07-14 /pmc/articles/PMC3414914/ /pubmed/22904901 http://dx.doi.org/10.1107/S1600536812031376 Text en © Hiroki Takahashi 2012 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 Takahashi, Hiroki N-(4-Methoxybenzyl)phthalimide: a triclinic polymorph |
title |
N-(4-Methoxybenzyl)phthalimide: a triclinic polymorph |
title_full |
N-(4-Methoxybenzyl)phthalimide: a triclinic polymorph |
title_fullStr |
N-(4-Methoxybenzyl)phthalimide: a triclinic polymorph |
title_full_unstemmed |
N-(4-Methoxybenzyl)phthalimide: a triclinic polymorph |
title_short |
N-(4-Methoxybenzyl)phthalimide: a triclinic polymorph |
title_sort | n-(4-methoxybenzyl)phthalimide: a triclinic polymorph |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414914/ https://www.ncbi.nlm.nih.gov/pubmed/22904901 http://dx.doi.org/10.1107/S1600536812031376 |
work_keys_str_mv | AT takahashihiroki n4methoxybenzylphthalimideatriclinicpolymorph |