Key indicatorsSingle-crystal X-ray study T = 293 K Mean (C-C) = 0.003 Å R factor = 0.049 wR factor = 0.120 Data-to-parameter ratio = 13.5For details of how these key indicators were automatically derived from the article, see
Key indicators: single-crystal X-ray study; T = 294 K; mean (C-C) = 0.003 Å; R factor = 0.053; wR factor = 0.125; data-to-parameter ratio = 14.4.In the molecule of the title compound, C 21 H 17 N 3 O, the nearly planar benzotriazole ring system is oriented with respect to the planar rings C (benzoyl) and D (terminal phenyl) at dihedral angles of 58.52 (1) and 77.16 (1) , respectively. In the crystal structure, intermolecular C-HÁ Á ÁN hydrogen bonds link the molecules into centrosymmetric dimers.
CommentRecently we have reported the structure of 2-(2H-benzotriazol-2-yl)-1 -phenylethanone (Wang et al., 2005). As part of our ongoing studies on new benzotriazole derivatives with higher anti-inflammatory properties, the title compound, (I), was synthesized and we herein report its crystal structure.In the molecule of the title compound, (I), (Fig. 1), the bond lengths and angles are within normal ranges (Allen et al., 1987). The benzotriazole system is essentially planar, with a dihedral angle of 0.13 (1)° between the planar rings A (C16-C21) and B (N1-N3/C16/C21). The dihedral angles between the nearly planar benzotriazole ring system and planar rings C (C7-C12) and D (C1-C6) are 58.52 (1)° and 77.16 (1)°, respectively. The rings C and D are oriented at a dihedral angle of 30.73 (1)°.In the crystal structure, intermolecular C-H···N hydrogen bonds (Table 1) link the molecules into centrosymmetric dimers (Fig. 2), in which they may be effective in the stabilization of the structure.
ExperimentalThe title compound was prepared according to the literature method (Wang et al., 2005). Single crystals suitable for X-ray diffracion were obtained by slow evaporation of an ethyl acetate solution at room temperature over a period of 5 d.
RefinementH atoms were positioned geometrically, with C-H = 0.93 and 0.96 Å for aromatic and methylene H atoms, respectively, and constrained to ride on their parent atoms, with U iso (H) = 1.2U eq (C).
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