organic papers Acta Cryst. (2005). E61, o475–o477 doi:10.1107/S160053680500111X Mehmet Akkurt et al.  C 10 H 7 Br 5 O o475 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 (1RS,2SR)-1,2,4,5,7-Pentabromo-5-methoxyindane Mehmet Akkurt, a * Ismail C ¸elik, b Kıymet Berkil, c Ahmet Tutar, d Cem Cu ¨neyt Ersanlı, e Osman C ¸akmak c and Orhan Bu ¨yu ¨kgu ¨ngo ¨r e a Department of Physics, Faculty of Arts and Sciences, University of Erciyes, 38039 Kayseri, Turkey, b Department of Physics, Faculty of Arts and Sciences, University of Cumhuriyet, 06532 Sivas, Turkey, c Department of Chemistry, Faculty of Arts and Sciences, Gaziosmanpas ¸a University, 60240 Tokat, Turkey, d Department of Chemistry, Faculty of Arts and Sciences, Sakarya University, Esentepe, 54140 Sakarya, Turkey, and e Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, TR-55139, Samsun, Turkey Correspondence e-mail: akkurt@erciyes.edu.tr Key indicators Single-crystal X-ray study T = 293 K Mean (C–C) = 0.010 A ˚ R factor = 0.041 wR factor = 0.073 Data-to-parameter ratio = 24.4 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e. # 2005 International Union of Crystallography Printed in Great Britain – all rights reserved In the title compound, C 10 H 7 Br 5 O, prepared by bromination of 5-methoxyindane, all bond lengths and angles are in the usual ranges. However, the relatively wide range of Br—C—C angles [107.2 (5)–117.0 (4)  ] in the five-membered ring may indicate repulsion between the neighbouring Br atoms. The crystal packing is stabilized by van der Waals interactions. Comment Indanes are present in a large number of natural products and in compounds of pharmaceutical importance (Quiclet-Sire et al., 1999, and references therein). Indane-derived chiral ligands have also found application in transition metal-cata- lyzed processes (Zhang et al., 2003, and references therein). Bromination of hydrocarbons often leads to useful inter- mediates used in the synthesis of bromoorganic compounds. These materials have numerous industrial applications as pesticides, plastics, fire retardants and pharmaceutical chemi- cals (Hileman, 1993). Bromoindanes are important key intermediates in the industrial and laboratory preparation of hydroxy and epoxide compounds (Crosman et al., 2004), and of indenone and fluorenone compounds (Tutar et al., 2001). In the title compound, (II) (Fig. 1), prepared by bromina- tion of 5-methoxyindane, (I), all bond lengths and angles (Table 1) are in the usual ranges observed in related structures (Allen et al., 1987; C ¸ elik et al., 2002; Ho ¨ kelek et al., 1990, 1991, 1998; Akkurt et al., 2004). The five-membered ring adopts the envelope conformation, with puckering parameters (Cremer & Pople, 1975) Q 2 = 0.309 (8) A ˚ and ’ 2 = 70.5 (15)  . The five Br—C distances in (II) range from 1.884 (7) to 1.980 (7) A ˚ . The relatively wide range of Br—C—C angles [107.2 (5)– 117.0 (4)  ] in the five-membered ring may indicate repulsion between the neighbouring Br atoms. There are no unusual short contacts between the molecules in (II). The crystal packing (Fig. 2) is stabilized by van der Waals interactions. Received 4 January 2005 Accepted 12 January 2005 Online 29 January 2005