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      Ethyl 1-(2-hy­droxy­eth­yl)-2- p-tolyl-1 H-benzimidazole-5-carboxyl­ate

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          Abstract

          The asymmetric unit of the title compound, C 19H 20N 2O 3, contains two mol­ecules ( A and B) with slightly different orientations of the ethyl groups with respect to the attached carboxyl­ate groups. Intra­molecular C—H⋯O hydrogen bonds generate S(8) ring motifs in both mol­ecules A and B. In each mol­ecule, the benzimidazole ring system is essentially planar, with maximum deviations of 0.023 (1) and 0.020 (1) Å, respectively, for mol­ecules A and B. The dihedral angle between the benzimidazole ring system and the phenyl ring is 37.34 (5)° for mol­ecule A and 42.42 (5)° for mol­ecule B. In the crystal, O—H⋯N and C—H⋯O hydrogen bonds link the mol­ecules into [100] columns with a cross-section of two-mol­ecule by two-mol­ecule wide, and further stabilization is provided by weak C—H⋯π and π–π inter­actions [centroid separations = 3.5207 (7) and 3.6314 (8) Å].

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          Author and article information

          Journal
          Acta Crystallogr Sect E Struct Rep Online
          Acta Cryst. E
          Acta Crystallographica Section E: Structure Reports Online
          International Union of Crystallography
          1600-5368
          01 July 2010
          05 June 2010
          05 June 2010
          : 66
          : Pt 7 ( publisher-idID: e100700 )
          : o1590-o1591
          Affiliations
          [a ]School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia
          [b ]Division of Advanced Drug Delivery, Malaysian Institute of Pharmaceuticals and Nutraceuticals, Malaysia
          [c ]X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia
          Author notes
          Correspondence e-mail: hkfun@ 123456usm.my
          [‡]

          Additional correspondence author, e-mail: aisyah@usm.my.

          [§]

          Thomson Reuters ResearcherID: C-7576-2009.

          [¶]

          Thomson Reuters ResearcherID: A-3561-2009.

          Article
          hb5474 ACSEBH S1600536810020799
          10.1107/S1600536810020799
          3006903
          21587829
          7750d391-5b19-46dc-b43b-734f95f2b713
          © Arumugam et al. 2010

          This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

          History
          : 26 May 2010
          : 01 June 2010
          Categories
          Organic Papers

          Materials characterization
          Materials characterization

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