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Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer
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| Zeitschriftentitel: | Zeitschrift für Naturforschung B |
|---|---|
| Personen und Körperschaften: | , , , |
| In: | Zeitschrift für Naturforschung B, 66, 2011, 7, S. 705-710 |
| Format: | E-Article |
| Sprache: | Englisch |
| veröffentlicht: |
Walter de Gruyter GmbH
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| Schlagwörter: |
| author_facet |
Jones, Peter G. Dix, Ina Negru, Mihaela Schollmeyer, Dieter Jones, Peter G. Dix, Ina Negru, Mihaela Schollmeyer, Dieter |
|---|---|
| author |
Jones, Peter G. Dix, Ina Negru, Mihaela Schollmeyer, Dieter |
| spellingShingle |
Jones, Peter G. Dix, Ina Negru, Mihaela Schollmeyer, Dieter Zeitschrift für Naturforschung B Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer General Chemistry |
| author_sort |
jones, peter g. |
| spelling |
Jones, Peter G. Dix, Ina Negru, Mihaela Schollmeyer, Dieter 1865-7117 0932-0776 Walter de Gruyter GmbH General Chemistry http://dx.doi.org/10.1515/znb-2011-0710 <jats:p>Pseudo-ortho- or 4,16-diformyl[2.2]paracyclophane (1) and two polymorphs of pseudo-meta- or 4,13-diformyl[2.2]paracyclophane (2) all display the usual features of [2.2]paracyclophane strain (lengthened C-C bonds and widened C-C(sp<jats:sup>3</jats:sup>)-C angles in the bridges, narrower sp2 ring angles at the bridgehead atoms, and flattened boat conformations of the rings). All bulk samples were racemates. Polymorph 2a crystallizes in space group P2<jats:sub>1</jats:sub>/n with one molecule in a general position, whereas 2b crystallizes in space group C2 with two independent molecules, each with crystallographic twofold symmetry. All three molecules of 2 are different rotamers with respect to the formyl groups; in 2a one is endo and one exo to the neighbouring bridge, whereas in 2b both formyls are exo in one molecule and endo in the other. In all compounds, the packing patterns are preponderantly associated with C-H・ ・ ・O contacts. In 1 the molecules are connected to form tubes parallel to the short a axis. 2a consists of two interconnected layer structures. One is parallel to (100) and involves chains of molecules parallel to [01̄1]; the other is parallel to (001) and involves chains of molecules parallel to the b axis. 2b consists of two hexagonal layers, one for each independent molecule, parallel to (001). One layer contains bifurcated (C-H・ ・ ・ )<jats:sub>2</jats:sub>O systems, whereas the single H・ ・ ・O interactions in the other are long and markedly bent.</jats:p> Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer Zeitschrift für Naturforschung B |
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Walter de Gruyter GmbH, 2011 |
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| title |
Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer |
| title_unstemmed |
Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer |
| title_full |
Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer |
| title_fullStr |
Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer |
| title_full_unstemmed |
Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer |
| title_short |
Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer |
| title_sort |
isomers of diformyl[2.2]paracyclophane; x-ray structure determinations of the pseudo-ortho isomer and two polymorphs of the pseudo-meta isomer |
| topic |
General Chemistry |
| url |
http://dx.doi.org/10.1515/znb-2011-0710 |
| publishDate |
2011 |
| physical |
705-710 |
| description |
<jats:p>Pseudo-ortho- or 4,16-diformyl[2.2]paracyclophane (1) and two polymorphs of pseudo-meta- or 4,13-diformyl[2.2]paracyclophane (2) all display the usual features of [2.2]paracyclophane strain (lengthened C-C bonds and widened C-C(sp<jats:sup>3</jats:sup>)-C angles in the bridges, narrower sp2 ring angles at the bridgehead atoms, and flattened boat conformations of the rings). All bulk samples were racemates. Polymorph 2a crystallizes in space group P2<jats:sub>1</jats:sub>/n with one molecule in a general position, whereas 2b crystallizes in space group C2 with two independent molecules, each with crystallographic twofold symmetry. All three molecules of 2 are different rotamers with respect to the formyl groups; in 2a one is endo and one exo to the neighbouring bridge, whereas in 2b both formyls are exo in one molecule and endo in the other. In all compounds, the packing patterns are preponderantly associated with C-H・ ・ ・O contacts. In 1 the molecules are connected to form tubes parallel to the short a axis. 2a consists of two interconnected layer structures. One is parallel to (100) and involves chains of molecules parallel to [01̄1]; the other is parallel to (001) and involves chains of molecules parallel to the b axis. 2b consists of two hexagonal layers, one for each independent molecule, parallel to (001). One layer contains bifurcated (C-H・ ・ ・ )<jats:sub>2</jats:sub>O systems, whereas the single H・ ・ ・O interactions in the other are long and markedly bent.</jats:p> |
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| author | Jones, Peter G., Dix, Ina, Negru, Mihaela, Schollmeyer, Dieter |
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| description | <jats:p>Pseudo-ortho- or 4,16-diformyl[2.2]paracyclophane (1) and two polymorphs of pseudo-meta- or 4,13-diformyl[2.2]paracyclophane (2) all display the usual features of [2.2]paracyclophane strain (lengthened C-C bonds and widened C-C(sp<jats:sup>3</jats:sup>)-C angles in the bridges, narrower sp2 ring angles at the bridgehead atoms, and flattened boat conformations of the rings). All bulk samples were racemates. Polymorph 2a crystallizes in space group P2<jats:sub>1</jats:sub>/n with one molecule in a general position, whereas 2b crystallizes in space group C2 with two independent molecules, each with crystallographic twofold symmetry. All three molecules of 2 are different rotamers with respect to the formyl groups; in 2a one is endo and one exo to the neighbouring bridge, whereas in 2b both formyls are exo in one molecule and endo in the other. In all compounds, the packing patterns are preponderantly associated with C-H・ ・ ・O contacts. In 1 the molecules are connected to form tubes parallel to the short a axis. 2a consists of two interconnected layer structures. One is parallel to (100) and involves chains of molecules parallel to [01̄1]; the other is parallel to (001) and involves chains of molecules parallel to the b axis. 2b consists of two hexagonal layers, one for each independent molecule, parallel to (001). One layer contains bifurcated (C-H・ ・ ・ )<jats:sub>2</jats:sub>O systems, whereas the single H・ ・ ・O interactions in the other are long and markedly bent.</jats:p> |
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| imprint_str_mv | Walter de Gruyter GmbH, 2011 |
| institution | DE-Gla1, DE-Zi4, DE-15, DE-Pl11, DE-Rs1, DE-105, DE-14, DE-Ch1, DE-L229, DE-D275, DE-Bn3, DE-Brt1, DE-Zwi2, DE-D161 |
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| physical | 705-710 |
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| spelling | Jones, Peter G. Dix, Ina Negru, Mihaela Schollmeyer, Dieter 1865-7117 0932-0776 Walter de Gruyter GmbH General Chemistry http://dx.doi.org/10.1515/znb-2011-0710 <jats:p>Pseudo-ortho- or 4,16-diformyl[2.2]paracyclophane (1) and two polymorphs of pseudo-meta- or 4,13-diformyl[2.2]paracyclophane (2) all display the usual features of [2.2]paracyclophane strain (lengthened C-C bonds and widened C-C(sp<jats:sup>3</jats:sup>)-C angles in the bridges, narrower sp2 ring angles at the bridgehead atoms, and flattened boat conformations of the rings). All bulk samples were racemates. Polymorph 2a crystallizes in space group P2<jats:sub>1</jats:sub>/n with one molecule in a general position, whereas 2b crystallizes in space group C2 with two independent molecules, each with crystallographic twofold symmetry. All three molecules of 2 are different rotamers with respect to the formyl groups; in 2a one is endo and one exo to the neighbouring bridge, whereas in 2b both formyls are exo in one molecule and endo in the other. In all compounds, the packing patterns are preponderantly associated with C-H・ ・ ・O contacts. In 1 the molecules are connected to form tubes parallel to the short a axis. 2a consists of two interconnected layer structures. One is parallel to (100) and involves chains of molecules parallel to [01̄1]; the other is parallel to (001) and involves chains of molecules parallel to the b axis. 2b consists of two hexagonal layers, one for each independent molecule, parallel to (001). One layer contains bifurcated (C-H・ ・ ・ )<jats:sub>2</jats:sub>O systems, whereas the single H・ ・ ・O interactions in the other are long and markedly bent.</jats:p> Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer Zeitschrift für Naturforschung B |
| spellingShingle | Jones, Peter G., Dix, Ina, Negru, Mihaela, Schollmeyer, Dieter, Zeitschrift für Naturforschung B, Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer, General Chemistry |
| title | Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer |
| title_full | Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer |
| title_fullStr | Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer |
| title_full_unstemmed | Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer |
| title_short | Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer |
| title_sort | isomers of diformyl[2.2]paracyclophane; x-ray structure determinations of the pseudo-ortho isomer and two polymorphs of the pseudo-meta isomer |
| title_unstemmed | Isomers of Diformyl[2.2]paracyclophane; X-Ray Structure Determinations of the Pseudo-ortho Isomer and Two Polymorphs of the Pseudo-meta Isomer |
| topic | General Chemistry |
| url | http://dx.doi.org/10.1515/znb-2011-0710 |