The Solvent-Independent Structure of Piroxicam

피록시캄의 용매 비의존 결정구조

  • Kim, Bong-Hee (College of Pharmacy, Chungnam National University) ;
  • Suh, Il-Hwan (College of Natural Sciences, Chungnam National University) ;
  • Jhee, Ok-In (College of Natural Sciences, Chungnam National University) ;
  • Suh, Jong-Myung (College of Natural Sciences, Chungnam National University) ;
  • Suh, Jung-Jin (YuHan Research Center, YuHan Corporation)
  • 김봉희 (충남대학교 약학대학) ;
  • 서일환 (충남대학교 자연과학대학) ;
  • 지옥인 (충남대학교 자연과학대학) ;
  • 서종명 (충남대학교 자연과학대학) ;
  • 서정진 (유한양행 중앙연구소)
  • Published : 1988.12.20

Abstract

The three-dimensional structures of piroxicam crystallized from two different solvents, toluene and toluene/hexane mixture respectively, are proved identical: $C_{15}H_{13}N_3O_4S,\;M\;=\;331.35$, monoclinic, a = 7.128(1), b = 15.146(2), c = 13.956(2) ${\AA},\;{\beta}=\;97.33(1)^{\circ},\;V\;=\;1494.37{\AA}^{3},\;Dx\;=\;1.472\;g/cm^{3},\;Z\;=\;4,\;space\;group\;P2_{1}/c,\;Mo\;K{\alpha}(\lambda=\;0.71073\;{\AA})$, F(000) = 688, T = 295 K, R = 0.0611 for 1993 unique observed reflections. The thiazine ring exhibits a half chair conformation. An amide group is involved in an intramolecular hydrogen bond to the hydroxy group, O(17)-H(17)${\cdots}O(15){\AA}$. The molecule is planar within 2 ${\AA}$ with the interplanar angle $127.9(4)^{\circ}$ between pyridine and benzene rings. A molecular chain parallel to [011] is formed by two intermolecular hydrogen bonds N(16)-H(6)${\cdots}O(11)$ and C(6)-H(6)${\cdots}O(11)$, and the molecular chains are held together by van der Waals forces.

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