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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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Autor principal: Takahashi, Hiroki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
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.
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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
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