Abstract
9-(4-Nitrophenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H) acridinedione (NTHA) crystallizes in orthorhombic space group P212121 with a = 5.9716(1) Å, b = 18.0476(3) Å, c = 19.2445(2) Å, V = 2074.04(5) Å3, Z = 4, Dcal = 1.263 Mg m−3 and R = 0.0521 (wR = 0.1326) for 4078 observed reflections. 9-(4-Nitrophenyl)-10-(4-methoxyphenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H) acridinedione NMTHA, crystallizes in monoclinic space group P21/c with a = 15.669(5) Å, b = 10.652(4) Å, c = 18.337(6) Å, β = 108.25(1)∘, V = 2906.66(2) Å3, Z = 4, Dcal = 1.245 Mg m−3 and R = 0.0725 (wR = 0.1847) for 5105 observed reflections. The experimental values are compared with the theoretical values calculated based on the semiemperical methods. The structures are stabilized by N–H⋅sO and C–H⋅sO types of intermolecular interactions in addition to van der Waals forces.
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Talacki, R.; Carrel, H.L.; Glusker, J.P. Acta Cryst. 1974, B30, 1044.
Acheson, R.M. The Acridines; 1st ed., Arnold Press: London, 1956.
Prasad Krishna, B.N.; Banasal, I.; Das, P.; Srivastava, R. Curr. Sci. 1984, 53, 778.
Asthana, P.; Rastogi, S.; Ghose, S.; Das, S.R. Indian. J. Chem. 1991, 30B, 893.
Fan, J.Y.; Tercel, M.; Denny, W.A. Anti-Cancer Drug Des. 1997, 12, 277.
Albert, A. The Acridines; 2nd ed., Edward Arnold: London, 1966.
Waring, M.J. The Molecular Basis of Antibiotic Action; John Wiley: London, 1972.
Neidle, S. Prog. Med. Chem. 1979, 16, 151.
Lerman, L.S. J. Mol. Biol. 1961, 3, 18.
Siemens, SMART Software Reference Manual; Siemens Analytical X-ray Instruments Inc. Madison, Wisconsin, USA, 1996.
Sheldrick, G.M., SHELXS97, Program for the Crystal Structure Solution, University of Gottingen, Germany, 1997.
Sheldrick, G.M., SHELXL97, Program for the Crystal Structure Refinement, University of Gottingen, Germany, 1993.
Nardelli, M.; Comput. Chem. 1983, 7, 95.
Zsolnai, L., ZORTEP, An Interactive Graphics Crystal Structure Illustrations, University of Heidelberg, Germany, 1997.
Carpy, A.; Leger, J.M.; Mountagut, M.; Nuhrich, A. Cryst. Struct. Comm. 1977, 6, 741.
Carpy, A.; Leger, J.M.; Nuhrich, A. Cryst. Struct. Comm. 1978, 7, 187.
Allen, F.H.; Kennard, O.; Watson, D.G.; Brummer, L.; Orpen, A.G.; Taylor, R. J. Chem. Soc. Perkin Trans. II, 1987, S1.
Eswaramoorthy, S. Ph. D. Thesis; University of Madras: Chennai, India, 1992.
Vincent, A.T.; Wheatley, P.J. J. Chem. Soc. Perkin II 1972, 1567.
Guttormson, R.; Robertson, B.E. Acta Cryst. 1972, B28, 2702–2708.
Sankaranarayanan, R.; Velmurugan, D.; Murugan, P.; Ramasubbu, N. Acta Cryst. 1998, C54, 1534.
Ganesh, V.K.; Banumathi, S.; Velmurugan, D.; Ramasubbu, N.; Ramakrishnan, V.T. Acta Cryst. 1998, C54, 633.
Didberg, O.; Campsteyn, H.; Dupont, L. Acta Cryst. 1973, B29, 103.
Sivaraman, J.; Subramanian, K.; Velmurugan, D.; Subramanian, E.; Shanmugasundaram, P.S. Acta Cryst. 1996, C52, 481.
Cremer, D.; Pople, J.A. J. Am. Chem. Soc. 1975, 97, 1354.
Gunasekaran, K.; Velmurugan, D.; Murugan, P.; Ramakrishnan, V.T.; Panneerselvam, K.; Soriano-Garcia, M. Acta Cryst. 1996, C52, 2609.
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Palani, K., Thirumalai, D., Ambalavanan, P. et al. Synthesis and characterization of 9-(4-nitrophenyl)3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H) acridinedione and its methoxyphenyl derivative. J Chem Crystallogr 35, 751–760 (2005). https://doi.org/10.1007/s10870-005-3880-2
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DOI: https://doi.org/10.1007/s10870-005-3880-2