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http://dx.doi.org/10.13160/ricns.2014.7.2.92

Crystal and Molecular Structure of Methyl 12-(3-bromophenyl)-9-[(4-methylbenzene)sulfonyl]-22-oxo-13,21-dioxa-9-azapentacyclo[12.8.0.02,11.03,8.015,20]docosa-1(14),3,5,7,15(20),16,18-heptaene-11-carboxylate  

Kothandan, Gugan (Center of Advanced Study in Crystallography and Biophysics, University of Madras, Guindy Campus)
Ganapathy, Jagadeesan (Department of Physics, Presidency College)
Damodharan, Kannan (Department of Organic Chemistry, University of Madras, Guindy Campus)
Sanmargam, Aravindhan (Department of Physics, Presidency College)
Publication Information
Journal of Integrative Natural Science / v.7, no.2, 2014 , pp. 92-102 More about this Journal
Abstract
The crystal structure of the title compounds with both coumarin and sulfonamide moieties were examined. These two groups have very special for their pharmaceutical and medicinal properties have been determined from single crystal X-ray diffraction data. In the title compound crystallizes in the monoclinic space group C2/c with unit cell dimension a = 28.633(3) ${\AA}$, b= 9.3215(7) ${\AA}$ and c= 24.590(2) ${\AA}$ [alpha & gamma=$90^{\circ}$ beta= $115.976(3)^{\circ}$]. In the structure The S1 atom shows a distorted tetrahedral geometry, with O1-S1-O2 [119.74 $(2)^{\circ}$] and N1-S1-C5 [$105.57(1)^{\circ}$] angles deviating from ideal tetrahedral values are attributed to the Thrope-Ingold effect. The sum of bond angles around N1 ($316.2(1)^{\circ}$) indicates that N1 is in sp2 hybridization. The Pyridine ring adopts boat conformation and pyran rings adopt a sofa conformation. The carboxylate group of atoms were disordered over two positions with site occupancy factors 0.598 (9):0.402 (9). Crystal structure and packing is stabilized by $C-H{\ldots}O$ intra and inter molecular hydrogen bond interactions.
Keywords
Pyrone; Pyran; Coumarin; Sulfonamide; Single Crystal Structure; X-ray Diffraction;
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