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Synthesis and Crystal Structure of [2-(4-chlorobenzoyloxy)-5-methylphenyl]-(4-methylphenyl)methanone

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Abstract

[2-(4-Chlorobenzoyloxy)-5-methylphenyl]-(4-methylphenyl)methanone was synthesized and characterized by spectroscopic and X-ray diffraction methods. The molecule crystallizes in the monoclinic space group P21/c with cell parameters a = 13.7530(19) Å, b = 10.0560(19) Å, c = 13.469(3) Å, β = 100.630(7)° and Z = 4. There is a large discrepancy between the carbonyl group bond lengths of ketone and the ester. The structure exhibits intermolecular hydrogen bonds of the type C–H···O.

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References

  1. Szende Henry GE, Jacobs H, Carrington CMS, Mclean S, Reynolds WF (1999) Tetrahedron 55:1581

    Article  Google Scholar 

  2. Karrer F, Meier H, Pascual A (2000) J Fluor Chem 103:81

    Article  CAS  Google Scholar 

  3. Liuo JP, Chang CW, Song JS, Yang YN, Yeh CF, Tseng HY, Lo YK, Chang YL, Chang CM, Haiesh HP (2002) J Med Chem 45:2556

    Article  Google Scholar 

  4. Nakagawa Y, Suzuki T (2002) Chem Biol Interact 139:115

    Article  CAS  Google Scholar 

  5. Revesz L, Blum E, Di Padova FE, Buhl T, Feifel R, Gram H, Hiestand P, Manning U, Rucklin G (2004) Bioorg Med Chem Lett 14:3601

    Article  CAS  Google Scholar 

  6. Hsieh HP, Liou JP, Lin YT, Mahindroo N,Chang JY, Yang YN, Chern SS, Tan UK,Chang CW, Chen TW, Lin CH, Chang YY, Wang CC (2003) Bioorg Med Chem Lett 13:101

    Article  CAS  Google Scholar 

  7. Iyer S, Chaplin DJ, Rosenthal DS, Boulares AH, Li LY, Smulson ME (1998) Cancer Res 58:4510

    CAS  Google Scholar 

  8. Balasubramanyam K, Altaf M, Radhika AV, Swaminathan V, Aarthi R, Parag P, Sadhal Kundu TP (2004) J Biol Chem 279:33716

    Article  CAS  Google Scholar 

  9. Khanum SA, Venu TD, Shashikanth S, Aiysha Firdouse (2004) Bioorg Med Chem Lett 14:5351

    Article  CAS  Google Scholar 

  10. Ke L, Wannian Z, Wu Z, Xiaoyan W (2001) Zhongguo Yiyao Gongye Zazhi 32:115

    Google Scholar 

  11. Brancaccio G, Larizza A, Lettier G (1981) J Med Chem 24:998

    Article  CAS  Google Scholar 

  12. Evans D, Cracknell ME, Saunders JC, Smith CE, Nigel WR, Williamson NWR, Dowson W, John F, Sweatman WJ (1987) J Med Chem 30:1321

    Article  CAS  Google Scholar 

  13. Peter N, Melitta B, Andreas B (2002) Bioorg Med Chem Lett 12:2093

    Article  Google Scholar 

  14. Otwinowski Z, Minor W (1997) In: Carter CW Jr, Sweet RM (eds) Methods in enzymology vol 276: macromolecular crystallography, part A. Academic Press: University of Texas South western Medical center, Dallas, pp 307–326

    Google Scholar 

  15. Sheldrick GM (1997) (SHELXS–97, SHELXL–97), University of Göttingen, Germany

  16. Sheldrick GM (1997) (SHELXS–97, SHELXL–97), University of Göttingen, Germany

  17. Johnson CK (1976) ORTEP-II. A Fortran Thermal Ellipsoid Plot Program. Report ORNL-5138, Oak Ridge National Laboratory: Oak Ridge, Tennesse, USA

  18. Mahendra M, Doreswamy BH, Sridhar MA, Shashidharaprasad J, Khanum SA, Venu TD (2005) J Chem Cryst 35(6):463

    Article  CAS  Google Scholar 

  19. Naveen S, Venu TD, Shashikanth S, Sridhar MA, Shashidhara Prasad J (2006) Analy Sci 22:x155

    Article  CAS  Google Scholar 

  20. Khanum SA, Shashikanth S, Deepak AV (2004) Bio Org Med Chem 32:211

    CAS  Google Scholar 

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Acknowledgements

The authors are thankful DST, Government of India for the financial assistance under the project SP/I2/FOO/93.

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Authors and Affiliations

  1. Department of Studies in Physics, University of Mysore, Manasagangotri, Mysore, 570 006, India

    S. Naveen, M. A. Sridhar & J. Shashidhara Prasad

  2. Department of Studies in Chemistry, University of Mysore, Mysore, 570 006, India

    T. D. Venu & S. Shashikanth

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  1. S. Naveen
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  2. T. D. Venu
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  3. S. Shashikanth
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  4. M. A. Sridhar
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  5. J. Shashidhara Prasad
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Correspondence to M. A. Sridhar.

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Naveen, S., Venu, T.D., Shashikanth, S. et al. Synthesis and Crystal Structure of [2-(4-chlorobenzoyloxy)-5-methylphenyl]-(4-methylphenyl)methanone. J Chem Crystallogr 37, 787–791 (2007). https://doi.org/10.1007/s10870-007-9237-2

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  • DOI: https://doi.org/10.1007/s10870-007-9237-2

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