Conformational Studies of Substituted Chromans: Crystal Structures of 2,2 '-(1E,1 ' E)-(2,3-Dimethylchroman-2,4-diyl)bis(Azan-1-yl-1-ylidene)bis(Methan-1-yl-1-ylidene)Diphenol (I) and 2,2 '-(1E,1 ' E)-(2-Ethyl-3-Methylchroman-2,4-diyl)bis(Azan-1-yl-1-ylidene)bis(Methan-1-yl-1-ylidene)Diphenol (II)
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Title |
Conformational Studies of Substituted Chromans: Crystal Structures of 2,2 '-(1E,1 ' E)-(2,3-Dimethylchroman-2,4-diyl)bis(Azan-1-yl-1-ylidene)bis(Methan-1-yl-1-ylidene)Diphenol (I) and 2,2 '-(1E,1 ' E)-(2-Ethyl-3-Methylchroman-2,4-diyl)bis(Azan-1-yl-1-ylidene)bis(Methan-1-yl-1-ylidene)Diphenol (II)
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Creator |
MAGUE, JT
THEIVARASU, C SURESH, D BALAKRISHNA, MS |
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Subject |
derivatives
stereochemistry 3-nitro-2-trihalomethyl-2h-chromenes nucleophiles series rings chroman dihydrobenzopyran ring puckering |
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Description |
The title compounds C(25)H(24)N(2)O(3) (I) and C(26)H(26)N(2)O(3) (II) crystallize in the triclinic space group P-1 with cell parameters a = 8.981(1), b = 9.933(1), c = 12.369(2) , alpha = 78.537(2), beta = 84.515(2), gamma = 73.561(2)degrees Z = 2 (I) and a = 11.4630(9), b = 12.955(1), c = 16.154(1) , alpha = 70.425(1), beta = 87.403(1), gamma = 71.850(1)A degrees, Z = 4 (II). In both compounds the phenolic groups in the Schiff base substituents form intramolecular hydrogen bonds with the imine nitrogen atoms thereby rendering these substituents nearly planar. A detailed analysis of the amount by which the heterocyclic ring deviates from planarity (extent of puckering) in these and a series of related molecules shows that the extent of the deviation is largely unaffected by the number, size and placement of substituents on this ring.
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Publisher |
SPRINGER/PLENUM PUBLISHERS
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Date |
2011-08-30T14:03:11Z
2011-12-26T12:58:59Z 2011-12-27T05:49:48Z 2011-08-30T14:03:11Z 2011-12-26T12:58:59Z 2011-12-27T05:49:48Z 2010 |
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Type |
Article
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Identifier |
JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 40(12), 1129-1136
1074-1542 http://dx.doi.org/10.1007/s10870-010-9808-5 http://dspace.library.iitb.ac.in/xmlui/handle/10054/12344 http://hdl.handle.net/10054/12344 |
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Language |
en
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