7-Hydroxyindan-1-one

Abstract

In the title compound, C9H8O2, an intra­molecular O—H⋯O hydrogen bond generates an S(6) ring. The dihedral angle between the mean plane of the S(6) ring and the benzene ring is 1.89 (2)°. In the crystal, inversion-related mol­ecules are linked by pairs of O—H⋯O hydrogen bonds, forming a cyclic dimers with R 2 2(12) graph-set motif. Weak inter­molecular C—H⋯Ocarbon­yl and C—H⋯Ohy­droxy hydrogen bonds link the dimers into chains along [010], generating two C(6) motifs that overlap three C atoms, forming R 2 2(8) ring motifs.

Photoinduced Intramolecular Bifurcate Hydrogen Bond: Unusual Mutual Influence of the Components

“…Both molecules form dimers by two strong O–H···OC intermolecular hydrogen bonds between the carbonyl groups in 6-E or by N–H···OC hydrogen bonds in 7-E . The intramolecular hydrogen bond O–H···O in molecule 6 (2.137 Å) is notably shorter than in the parent 7-hydroxy-1-indanone (2.18 Å). Besides, the CO and OH groups in molecule 6 are involved in intermolecular interaction with aromatic protons by reduced contacts of 2.499 and 2.544 Å (Figure S3) forming a parquet structure of compound 6 in the crystal (Figure S4).…”

“…According to X-ray data, 7-hydroxy-1-indanone 1 possesses hydrogen bond O–H···O of moderate strength (the distance H···OC is 2.18 Å). The 1 H NMR spectroscopy data show that the strength of the O–H···O hydrogen bond diminishes in the series 2-hydroxyacetophenone > 2-hydroxybenzaldehyde > 7-hydroxy-1-indanone …”

5-Hydroxyindan-1-one

“…The complete molecule (exceptions: H2B and H3A) is perfectly planar, which is slightly different from those of previous studies on other 1-indanone derivatives. (Chen, et al, 2011;Li, et al, 2007;Saeed et al, 2007). In the crystal (Figure 2), the molecules are linked by strong Table 1) to form an infinite one-dimensional chain along [1 0 0], generating a C(8) motif (Bernstein et al, 1995).…”

“…For the preparation, see: Danishefsky et al (1979). For related structures, see: Chen et al (2011); Li et al (2007); Saeed & Bolte (2007). For graph-set theory, see: Bernstein et al (1995).…”

1-Hydroxy-11H-benzo[b]fluoren-11-one

“…The molecule is nearly planar, which is consistent with previous studies (Chen et al, 2011a;Li et al, 2007;Saeed et al, 2007). HBO possesses an intramolecular O-H•••O hydrogen bond (Table 1), which generates an S(6) ring motif (Chen et al, 2011b). In the crystal (Figure 2), inversion-related molceules are linked by a pair of weak C-H•••O hydrogen bonds (Table 1), forming a cyclic dimers with R 2 2 (10) graph-set motif (Bernstein et al, 1995).…”