Research Article: 2,3-Dihydro-1H-cyclo­penta­[b]naph­tha­len-1-ol

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): Ísmail Çelik, Mehmet Akkurt, Ahmet Tutar, Ramazan Erenler, Santiago García-Granda.


In the title compound, C13H12O, the cyclo­pentene ring fused with the naphthalene group adopts an envelope conformation. The cyclo­pentene torsion angle, with the fusion bond at the centre, has a magnitude of 1.16 (16)°. In the crystal, neigh­bouring mol­ecules are connected through O—H⋯O hydrogen bonds into an R44(8) ring motif. The crystal packing also features weak π–π stacking inter­actions [centroid–centroid distance = 3.8981 (8) Å] and C—H⋯π inter­actions.

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For the synthesis of the title compound, see: Carpino & Lin (1990 ▶). For the crystal structure of a similar compound, see: Çelik et al. (2009 ▶). For puckering parameters, see: Cremer & Pople (1975 ▶). For graph-set analysis, see: Bernstein et al. (1995 ▶). For bond-length data, see: Allen et al. (1987 ▶).