Crystallography and Spectral Analysis in structuring of 7,8-dihydroxy-4-Phenyl Coumarin Monohydrate

C. N. Dipunadas, V. Bena Jothy

Abstract


Vibrational assignments of 7,8-dihydroxy4-phenyl coumarin monohydrate have been made both in crystalline and gas phase. Infrared absorption and Raman spectra of 7,8-dihydroxy4-phenyl coumarin monohydrate have been interpreted and compared by electronic structure calculations at B3LYP using 6-311++G(d,p) basis set. Down-shifting of frequencies of O-H vibrations due to intra-molecular O-H…O hydrogen bonding as well as inter-molecular interactions with solvent molecule were resolved by NCA analysis. Sharpness of endothermic peak in TG/DTA shows the good degree of crystallinity and purity of the sample.


Keywords


Spectroscopy

Full Text:

DOWNLOAD PDF

References


Mariusz Tasior et al. J. Org. Chem. 79(18) 8723 (2014).

Rashid Nazir, Anton J.Stasyuk, Daniel T.Gryko J.Org.Chem. 81(22) 11104 (2016).

J.B Hudson, E.A Graham, L Harris, M.J Ashwood-Smith J. Photochem Photobiol. 57(3) 491 (1993).

Kimura Y, Okuda H, Journal of Natural Products 249-251 (1997).

Bubols G.B et al. Mini-Reviews in Medicinal Chemistry. 13(3) 318 (2013).

Venugopala K.N, Rashmi V, Odhav B BioMed Research International 14 (2013).

Donna L.Romero, Peter R. Manninen, Fusen Han, Arthur G. Romero J. Org. Chem. 64(13) 4980 (1999).

Zhao H, Neamati N, Hong H J. Med. Chem. 40 242 (1997).

J.B Veselinović, J.S Matejić, A.M Veselinović , D Sokolović Biologica Nyssana. 7 (2) 167 (2016).

T Adfa M, Itoh, Y Hattori, M Koketsu Biol. Pharm. Bull. 35(6) 963 (2012).

Stancho Stanchev, Frank Jensen, Ilia Manolov, International Journal of Quantum Chemistry 108 (8) 1340–1351 (2008).

D. Anitha Rexalin, Cauvery Research Journal, Volume 1(1) 75-81 (2007).

C.K. Johnson, M.N Burnett, ORTEP 3. Report ORNL-6895, Oak Ridge National Laboratory, Tennessee, USA, (1996).

Louis J. Farrugia, J. Appl. Crystallogr. 32 837-838 (1999).

C.F. Macrae, P.R. Edgington, P. McCabe, E. Pidcock, G.P. Shields, R. Taylor, M. Towler, J. van de Streek J. Appl. Crystallogr. 39 453-457 (2006).

S.P. Westrip J. Appl. Crystallogr. 43 920-925 (2010).

P.C. Hariharan, J.A. Pople Theoretica Chimica Acta. 28 213-222 (1973).

R. Krishnan, J.S. Binkley, R. Seeger, J.A.Pople J. Chem. Phys.72 650-654 (1980).

A.D. Becke J. Chem. Phys. 98 5648-5652 (1993).

A.D. Becke Phys. Rev. A.38 3098-3100 (1988).

C.Lee, W.Yang, R.G. Parr Phys. Rev. B 37 785-789 (1988).

M.J.Frisch, G.W.Trucks, H.B.Schlegel, G.E. Scuseria, M.A. Robb, J.R.Cheeseman, G.Scalmani, V.Barone, B. Mennucci, G.A.Petersson, H.Nakatsuji, M.Caricato, X. Li, H.P.Hratchian, A.F.Izmaylov, J.Bloino, G.Zheng, J.L.Sonnenberg, M.Hada, M.Ehara, K.Toyota, R.Fukuda, J.Hasegawa, M.Ishida, T.Nakajima, Y. Honda, O.Kitao, H. Nakai, T.Vreven, J.A.Montgomery Jr., J.E. Peralta, F.Ogliaro, M.Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, T. Keith, R. Kobayashi, J. Normand, K.Raghavachari, A. Rendell, J.C.Burant, S.S.Iyengar, J.Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O.Yazyev, A.J.Austin, R.Cammi, C.Pomelli, J.W.Ochterski, R. L.Martin, K. Morokuma, V.G. Zakrzewski, G.A.Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O.Farkas J.B. Foresman, J.V. Ortiz, J. Cioslowski, D.J Fox, Gaussian 09, Revision C.02, Gaussian Inc.: Wallingford, CT.USA, (2009).

A.P.Scott, L. Radom J. Phys. Chem. 100 16502-16513 (1996).

J.B.Foresman, A. Frisch Exploring Chemistry with Electronic Structure Methods, 2nd Edn, Gaussian, Pittsburgh (1996).

T. Sundius J. Mol. Struct. 218 321-326 (1990).

Sundius Vib. Spectrosc. 29 89-95 (2002).

P.Pulay, G. Fogarasi, G. Pongor, J.E.Boggs, A.Vargha J. Am. Chem. Soc. 105 7037-7047 (1983).

P. Pulay, G. Fogarasi, F. Pang, J.E. Boggs J. Am. Chem. Soc. 101 2550-2560 (1979).

K.K.Irikura, THERMO.PL, National Institute of Standards and Technology, (2002).

Jeffrey, A.George, An introduction to hydrogen bonding, Oxford University Press (1997).

L. Pauling, The nature of the chemical bond. Cornell University Press, New York (1960).

Udaya Sri N, K.Chaitanya, M.V.S Prasad, Spectrochim Acta A 97 728 (2012).

S.B Doddamani, A. Ramoji, J. Yenagi, Spectrochim Acta A 67 150 (2007) .

J.R. Scherer, Spectrochim Acta A 21:321 (1965).

G.Thilagavathi, M. Arivazhagan, Spectrochim Acta A 79 389 (2010).

Rensheng Xu, Yang Ye, Weimin Zhao, Introduction to Natural Products Chemistry, CRC Press (2011).

B. Smith, Infrared Spectral Interpretation: A Systematic Approach, CRC Press (1999).

M. Narayana Bhat, S.M. Dharmaprakash, J. Cryst. Growth 236 376-380 (2002).

L.J. Bellamy, The Infrared Spectra of Complex Molecules, Chapman and Hall, London (1980).

N.B. Colthup, L.H. Daly, S.E. Wiberley, Introduction to Infrared and Raman Spectroscopy, Academic Press, New York (1990).

G. Socrates, Infrared and Raman Characteristic Group Wave Numbers- Tables and Charts, 3 rd Edition, John Wiley and Sons, New York (1980).

Y. Erdogdu , M.TGulluoglu, Spectrochim Acta A 74 162 (2009).

G. Varsanyi, Vibrational Spectra of Benzene Derivatives, Academic Press, New York (1969).

N.P.G RoegesA Guide to the Complete Interpretation of Infrared Spectra of Organic Structures, Wiley, New York (1994).

Sadia Rehman, Muhammad Ikram, Ajmal Khan,Soyoung Min,Effat Azad, Thomas S Hofer, KH Mok,Robert J Baker,Alexander J Blake,Saeed Ur Rehman ,Chem Cent J. 7 110 (2013).

Michael Edwart Brown Introduction to Thermal Analysis: Techniques and Applications, New York: Kluwer Academic Publishers (2001).

J. Bevan Ott, J. Boerio-goates, Calculations from Statistical Thermodynamics, Academic Press (2000)


Refbacks

  • There are currently no refbacks.


Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

ISSN: 2394-3688

© Science Front Publishers