The Crystal and Molecular Structure of (2Z)-2-[3-(4-Methoxybenzoyl)-4,4-dimethyl-1,2-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone
The crystal and molecular structure of the title compound, viz., (2Z)-2-[3-(4-methoxybenzoyl)-4,4-dimethyl-1,2,-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone (4), is reported. Compound 4 crystallises from toluene/hexanes mixtures in the P21/c space group with eight molecules in the unit cell. Th...
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| Format: | Article |
| Language: | English |
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MDPI AG
2011-10-01
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| Series: | Crystals |
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| Online Access: | http://www.mdpi.com/2073-4352/1/4/229 |
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| author | Robert A. Gossage Alan J. Lough Douglas G. Vaughan Anna Petrov Roderick C. Jones |
| author_facet | Robert A. Gossage Alan J. Lough Douglas G. Vaughan Anna Petrov Roderick C. Jones |
| author_sort | Robert A. Gossage |
| collection | DOAJ |
| description | The crystal and molecular structure of the title compound, viz., (2Z)-2-[3-(4-methoxybenzoyl)-4,4-dimethyl-1,2,-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone (4), is reported. Compound 4 crystallises from toluene/hexanes mixtures in the P21/c space group with eight molecules in the unit cell. The unit cell parameters are: a = 20.9410(11) Å, b = 8.7523(5) Å, c = 21.2291(9) Å; β = 93.529(3)° and V = 3883.5(3) Å3. There are two structurally distinct molecules of 4 found in the solid-state which differ primarily in terms of the observed torsion angles and the overall intramolecular spacing between the aromatic groups. Bond lengths and angles of this tertiary amide are otherwise typical. This is the first crystallographically characterised example of this class of oxazoline precursors, which have previously found application in the syntheses of other heterocycles. Density functional theory (b3lyp 6-311++G** level of sophistication) has likewise been applied to estimate the gas-phase structure of the title compound. |
| first_indexed | 2024-04-13T00:42:23Z |
| format | Article |
| id | doaj.art-a7bdeb59fff24358b1bd8401524ea876 |
| institution | Directory Open Access Journal |
| issn | 2073-4352 |
| language | English |
| last_indexed | 2024-04-13T00:42:23Z |
| publishDate | 2011-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Crystals |
| spelling | doaj.art-a7bdeb59fff24358b1bd8401524ea8762022-12-22T03:10:07ZengMDPI AGCrystals2073-43522011-10-011422923510.3390/cryst1040229The Crystal and Molecular Structure of (2Z)-2-[3-(4-Methoxybenzoyl)-4,4-dimethyl-1,2-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanoneRobert A. GossageAlan J. LoughDouglas G. VaughanAnna PetrovRoderick C. JonesThe crystal and molecular structure of the title compound, viz., (2Z)-2-[3-(4-methoxybenzoyl)-4,4-dimethyl-1,2,-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone (4), is reported. Compound 4 crystallises from toluene/hexanes mixtures in the P21/c space group with eight molecules in the unit cell. The unit cell parameters are: a = 20.9410(11) Å, b = 8.7523(5) Å, c = 21.2291(9) Å; β = 93.529(3)° and V = 3883.5(3) Å3. There are two structurally distinct molecules of 4 found in the solid-state which differ primarily in terms of the observed torsion angles and the overall intramolecular spacing between the aromatic groups. Bond lengths and angles of this tertiary amide are otherwise typical. This is the first crystallographically characterised example of this class of oxazoline precursors, which have previously found application in the syntheses of other heterocycles. Density functional theory (b3lyp 6-311++G** level of sophistication) has likewise been applied to estimate the gas-phase structure of the title compound.http://www.mdpi.com/2073-4352/1/4/229oxazolineX-ray crystal structuretertiary amideketoneazoleoxazoleDFT |
| spellingShingle | Robert A. Gossage Alan J. Lough Douglas G. Vaughan Anna Petrov Roderick C. Jones The Crystal and Molecular Structure of (2Z)-2-[3-(4-Methoxybenzoyl)-4,4-dimethyl-1,2-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone Crystals oxazoline X-ray crystal structure tertiary amide ketone azole oxazole DFT |
| title | The Crystal and Molecular Structure of (2Z)-2-[3-(4-Methoxybenzoyl)-4,4-dimethyl-1,2-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone |
| title_full | The Crystal and Molecular Structure of (2Z)-2-[3-(4-Methoxybenzoyl)-4,4-dimethyl-1,2-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone |
| title_fullStr | The Crystal and Molecular Structure of (2Z)-2-[3-(4-Methoxybenzoyl)-4,4-dimethyl-1,2-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone |
| title_full_unstemmed | The Crystal and Molecular Structure of (2Z)-2-[3-(4-Methoxybenzoyl)-4,4-dimethyl-1,2-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone |
| title_short | The Crystal and Molecular Structure of (2Z)-2-[3-(4-Methoxybenzoyl)-4,4-dimethyl-1,2-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone |
| title_sort | crystal and molecular structure of 2z 2 3 4 methoxybenzoyl 4 4 dimethyl 1 2 oxazolidin 2 ylidene 1 4 methoxyphenyl ethanone |
| topic | oxazoline X-ray crystal structure tertiary amide ketone azole oxazole DFT |
| url | http://www.mdpi.com/2073-4352/1/4/229 |
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