![](/logos/buttonlogos/cross.png)
![](/logos/buttonlogos/cross.png)
organic compounds
2-[2-(Hydroxymethyl)phenyl]-1-phenylethanol
aChemistry Division, School of Science and Humanities, VIT University, Vellore 632 014, Tamil Nadu, India, and bSolid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore 560 012, Karnataka, India
*Correspondence e-mail: nawaz_f@yahoo.co.in
The title compound, C15H16O2, has a dihedral angle of 19.10 (5)° between the mean planes of the two benzene rings. There is an intramolecular O—H⋯O hydrogen bond and the C—C—C—C torsion angle across the bridge between the two rings is 173.13 (14)°. The molecules form intermolecular O—H⋯O hydrogen-bonded chains extending along the a axis. C—H⋯π contacts are also observed between molecules within the chains.
Related literature
For bond lengths in organic compounds, see: Allen et al. (1987). For general background, see: Azzena et al. (1996
), and references therein; Barluenga et al. (1987
); Shing et al. (1994
); Lim & Hudson (2004
); Tirodkar & Usgaonkar (1972
); Odabaşoglu et al. (2007
). For related crystal structures, see: Gałdecki et al. (1984
); Hoyos-Guerrero et al. (1983
).
Experimental
Crystal data
|
Refinement
|
|
Data collection: SMART (Bruker, 2004); cell SAINT (Bruker, 2004
); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008
); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008
); molecular graphics: ORTEP-3 (Farrugia, 1997
) and CAMERON (Watkin et al., 1993
); software used to prepare material for publication: PLATON (Spek, 2003
).
Supporting information
10.1107/S1600536809003043/si2148sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536809003043/si2148Isup2.hkl
3-Phenylisocoumarin (1 eq.) was dissolved in 10 volumes of methanol, sodium borohydride (4 eq.) was added to it and stirred at 50° C under nitrogen atmosphere for 4 hrs. Then two more equivalents of NaBH4 was further added and left overnight at 50° C for completion of the reaction. After TLC analysis, solvent methanol was removed, extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried with anhydrous Na2SO4, evaporated to yield the title compound, which was further purified by washing with petroleum ether. Single-crystals for the structure analysis were obtained by slow evaporation of the ethanol solution.
All H atoms of (I) were located from a difference Fourier map and refined isotropically [C—H = 0.937 (18) - 1.005 (16) Å and O—H = 0.87 (2) - 0.93 (2) Å] and Uiso(H) = 1.2Ueq(C) for all H atoms.
Data collection: SMART (Bruker, 2004); cell
SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and CAMERON (Watkin et al., 1993); software used to prepare material for publication: PLATON (Spek, 2003).C15H16O2 | F(000) = 976 |
Mr = 228.28 | Dx = 1.202 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 2451 reflections |
a = 8.550 (1) Å | θ = 2.6–19.6° |
b = 15.8676 (18) Å | µ = 0.08 mm−1 |
c = 18.593 (2) Å | T = 290 K |
V = 2522.4 (5) Å3 | Plate, colorless |
Z = 8 | 0.33 × 0.30 × 0.05 mm |
Bruker SMART CCD area-detector diffractometer | 2347 independent reflections |
Radiation source: fine-focus sealed tube | 1618 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.051 |
ϕ and ω scans | θmax = 25.5°, θmin = 2.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −10→10 |
Tmin = 0.941, Tmax = 0.996 | k = −19→19 |
17664 measured reflections | l = −21→22 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.048 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.100 | All H-atom parameters refined |
S = 1.05 | w = 1/[σ2(Fo2) + (0.042P)2 + 0.2211P] where P = (Fo2 + 2Fc2)/3 |
2347 reflections | (Δ/σ)max < 0.001 |
218 parameters | Δρmax = 0.17 e Å−3 |
0 restraints | Δρmin = −0.26 e Å−3 |
C15H16O2 | V = 2522.4 (5) Å3 |
Mr = 228.28 | Z = 8 |
Orthorhombic, Pbca | Mo Kα radiation |
a = 8.550 (1) Å | µ = 0.08 mm−1 |
b = 15.8676 (18) Å | T = 290 K |
c = 18.593 (2) Å | 0.33 × 0.30 × 0.05 mm |
Bruker SMART CCD area-detector diffractometer | 2347 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 1618 reflections with I > 2σ(I) |
Tmin = 0.941, Tmax = 0.996 | Rint = 0.051 |
17664 measured reflections |
R[F2 > 2σ(F2)] = 0.048 | 0 restraints |
wR(F2) = 0.100 | All H-atom parameters refined |
S = 1.05 | Δρmax = 0.17 e Å−3 |
2347 reflections | Δρmin = −0.26 e Å−3 |
218 parameters |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
O1 | −0.08023 (15) | 0.19969 (8) | 0.31581 (6) | 0.0587 (4) | |
O2 | 0.15538 (17) | 0.12736 (10) | 0.24081 (8) | 0.0790 (5) | |
C1 | 0.0686 (2) | 0.32636 (11) | 0.40207 (12) | 0.0631 (5) | |
C2 | 0.1106 (3) | 0.39491 (13) | 0.44389 (16) | 0.0791 (7) | |
C3 | 0.0712 (3) | 0.39837 (14) | 0.51474 (16) | 0.0791 (7) | |
C4 | −0.0117 (2) | 0.33381 (15) | 0.54520 (14) | 0.0743 (6) | |
C5 | −0.0560 (2) | 0.26587 (13) | 0.50386 (11) | 0.0616 (5) | |
C6 | −0.01577 (17) | 0.26096 (10) | 0.43191 (9) | 0.0461 (4) | |
C7 | −0.05662 (19) | 0.18243 (10) | 0.39035 (9) | 0.0469 (4) | |
C8 | 0.0685 (2) | 0.11513 (10) | 0.40226 (10) | 0.0478 (4) | |
C9 | 0.03113 (17) | 0.03032 (10) | 0.37050 (8) | 0.0445 (4) | |
C10 | −0.0763 (2) | −0.02101 (11) | 0.40534 (9) | 0.0514 (4) | |
C11 | −0.1144 (2) | −0.09990 (12) | 0.38015 (11) | 0.0626 (5) | |
C12 | −0.0437 (3) | −0.12940 (13) | 0.31873 (12) | 0.0692 (6) | |
C13 | 0.0619 (2) | −0.07976 (13) | 0.28324 (11) | 0.0647 (5) | |
C14 | 0.10119 (19) | 0.00024 (11) | 0.30772 (8) | 0.0518 (4) | |
C15 | 0.2216 (2) | 0.05066 (14) | 0.26765 (12) | 0.0692 (6) | |
H1O | 0.004 (3) | 0.1787 (13) | 0.2901 (11) | 0.096 (8)* | |
H2O | 0.232 (3) | 0.1551 (14) | 0.2219 (11) | 0.105 (8)* | |
H1 | 0.101 (2) | 0.3201 (12) | 0.3512 (10) | 0.079 (6)* | |
H2 | 0.171 (3) | 0.4390 (14) | 0.4206 (11) | 0.104 (7)* | |
H3 | 0.100 (2) | 0.4462 (13) | 0.5457 (11) | 0.093 (7)* | |
H4 | −0.038 (2) | 0.3338 (12) | 0.5953 (11) | 0.087 (7)* | |
H5 | −0.111 (2) | 0.2208 (11) | 0.5256 (9) | 0.065 (5)* | |
H7 | −0.1592 (18) | 0.1606 (9) | 0.4084 (7) | 0.044 (4)* | |
H8A | 0.0803 (17) | 0.1090 (9) | 0.4542 (9) | 0.059 (5)* | |
H8B | 0.1713 (19) | 0.1375 (9) | 0.3842 (8) | 0.052 (4)* | |
H10 | −0.1226 (17) | 0.0018 (10) | 0.4494 (8) | 0.053 (4)* | |
H11 | −0.187 (2) | −0.1344 (11) | 0.4052 (9) | 0.071 (6)* | |
H12 | −0.067 (2) | −0.1845 (13) | 0.3011 (10) | 0.082 (6)* | |
H13 | 0.111 (2) | −0.0980 (11) | 0.2409 (10) | 0.068 (5)* | |
H15A | 0.314 (2) | 0.0640 (11) | 0.3010 (9) | 0.076 (6)* | |
H15B | 0.261 (2) | 0.0187 (12) | 0.2284 (10) | 0.080 (6)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0585 (8) | 0.0659 (8) | 0.0516 (7) | 0.0040 (6) | −0.0152 (6) | 0.0044 (6) |
O2 | 0.0660 (9) | 0.0919 (11) | 0.0791 (10) | 0.0021 (8) | 0.0273 (8) | 0.0233 (8) |
C1 | 0.0620 (12) | 0.0552 (12) | 0.0722 (14) | −0.0072 (10) | −0.0079 (10) | 0.0099 (10) |
C2 | 0.0730 (15) | 0.0498 (13) | 0.114 (2) | −0.0109 (11) | −0.0164 (14) | 0.0105 (14) |
C3 | 0.0643 (14) | 0.0566 (13) | 0.116 (2) | 0.0113 (11) | −0.0255 (14) | −0.0242 (14) |
C4 | 0.0616 (13) | 0.0821 (16) | 0.0791 (16) | 0.0104 (12) | 0.0005 (11) | −0.0248 (13) |
C5 | 0.0565 (12) | 0.0610 (12) | 0.0672 (13) | −0.0047 (10) | 0.0067 (10) | −0.0056 (10) |
C6 | 0.0373 (9) | 0.0451 (9) | 0.0560 (11) | 0.0034 (7) | −0.0046 (7) | 0.0040 (8) |
C7 | 0.0417 (9) | 0.0504 (10) | 0.0487 (10) | −0.0038 (8) | −0.0013 (8) | 0.0044 (8) |
C8 | 0.0480 (10) | 0.0513 (10) | 0.0443 (10) | 0.0026 (8) | −0.0058 (8) | 0.0012 (8) |
C9 | 0.0431 (9) | 0.0486 (9) | 0.0417 (9) | 0.0053 (7) | −0.0065 (7) | 0.0050 (7) |
C10 | 0.0589 (11) | 0.0525 (11) | 0.0429 (10) | 0.0048 (9) | 0.0004 (8) | 0.0092 (8) |
C11 | 0.0669 (13) | 0.0549 (12) | 0.0661 (13) | −0.0063 (10) | −0.0037 (10) | 0.0141 (10) |
C12 | 0.0813 (15) | 0.0502 (12) | 0.0760 (14) | −0.0033 (11) | −0.0132 (12) | −0.0065 (11) |
C13 | 0.0686 (13) | 0.0682 (13) | 0.0573 (12) | 0.0092 (11) | 0.0011 (10) | −0.0147 (10) |
C14 | 0.0462 (10) | 0.0587 (11) | 0.0505 (10) | 0.0059 (8) | 0.0004 (8) | −0.0019 (9) |
C15 | 0.0548 (12) | 0.0803 (15) | 0.0724 (14) | 0.0045 (11) | 0.0189 (11) | −0.0051 (12) |
O1—C7 | 1.4270 (19) | C7—H7 | 1.001 (14) |
O1—H1O | 0.93 (2) | C8—C9 | 1.504 (2) |
O2—C15 | 1.432 (2) | C8—H8A | 0.977 (17) |
O2—H2O | 0.87 (2) | C8—H8B | 1.005 (16) |
C1—C6 | 1.380 (2) | C9—C10 | 1.388 (2) |
C1—C2 | 1.384 (3) | C9—C14 | 1.396 (2) |
C1—H1 | 0.990 (18) | C10—C11 | 1.376 (2) |
C2—C3 | 1.361 (3) | C10—H10 | 0.979 (15) |
C2—H2 | 0.97 (2) | C11—C12 | 1.374 (3) |
C3—C4 | 1.369 (3) | C11—H11 | 0.947 (18) |
C3—H3 | 0.99 (2) | C12—C13 | 1.368 (3) |
C4—C5 | 1.377 (3) | C12—H12 | 0.955 (19) |
C4—H4 | 0.96 (2) | C13—C14 | 1.390 (3) |
C5—C6 | 1.383 (3) | C13—H13 | 0.937 (18) |
C5—H5 | 0.948 (17) | C14—C15 | 1.501 (2) |
C6—C7 | 1.507 (2) | C15—H15A | 1.024 (19) |
C7—C8 | 1.528 (2) | C15—H15B | 0.952 (19) |
C7—O1—H1O | 108.8 (13) | C7—C8—H8A | 106.6 (9) |
C15—O2—H2O | 105.9 (15) | C9—C8—H8B | 111.7 (9) |
C6—C1—C2 | 120.0 (2) | C7—C8—H8B | 108.5 (9) |
C6—C1—H1 | 117.0 (11) | H8A—C8—H8B | 106.0 (12) |
C2—C1—H1 | 122.9 (11) | C10—C9—C14 | 118.26 (15) |
C3—C2—C1 | 120.8 (2) | C10—C9—C8 | 118.85 (15) |
C3—C2—H2 | 122.2 (13) | C14—C9—C8 | 122.88 (15) |
C1—C2—H2 | 117.0 (13) | C11—C10—C9 | 122.12 (18) |
C2—C3—C4 | 119.9 (2) | C11—C10—H10 | 121.7 (9) |
C2—C3—H3 | 122.3 (12) | C9—C10—H10 | 116.2 (9) |
C4—C3—H3 | 117.8 (12) | C12—C11—C10 | 119.3 (2) |
C3—C4—C5 | 119.8 (2) | C12—C11—H11 | 119.9 (10) |
C3—C4—H4 | 121.5 (12) | C10—C11—H11 | 120.8 (10) |
C5—C4—H4 | 118.7 (12) | C13—C12—C11 | 119.7 (2) |
C4—C5—C6 | 121.0 (2) | C13—C12—H12 | 120.0 (12) |
C4—C5—H5 | 119.3 (11) | C11—C12—H12 | 120.3 (12) |
C6—C5—H5 | 119.6 (10) | C12—C13—C14 | 121.84 (19) |
C1—C6—C5 | 118.44 (17) | C12—C13—H13 | 121.5 (11) |
C1—C6—C7 | 122.45 (16) | C14—C13—H13 | 116.7 (11) |
C5—C6—C7 | 118.99 (15) | C13—C14—C9 | 118.84 (17) |
O1—C7—C6 | 111.84 (13) | C13—C14—C15 | 119.33 (17) |
O1—C7—C8 | 111.96 (14) | C9—C14—C15 | 121.79 (17) |
C6—C7—C8 | 109.95 (13) | O2—C15—C14 | 110.79 (16) |
O1—C7—H7 | 105.5 (8) | O2—C15—H15A | 109.8 (11) |
C6—C7—H7 | 108.5 (8) | C14—C15—H15A | 109.6 (10) |
C8—C7—H7 | 108.8 (8) | O2—C15—H15B | 109.0 (11) |
C9—C8—C7 | 114.80 (14) | C14—C15—H15B | 110.0 (12) |
C9—C8—H8A | 108.7 (9) | H15A—C15—H15B | 107.5 (16) |
C6—C1—C2—C3 | 0.8 (3) | C7—C8—C9—C14 | 104.47 (18) |
C1—C2—C3—C4 | −0.4 (3) | C14—C9—C10—C11 | 0.4 (2) |
C2—C3—C4—C5 | −0.5 (3) | C8—C9—C10—C11 | −178.90 (15) |
C3—C4—C5—C6 | 1.1 (3) | C9—C10—C11—C12 | 0.3 (3) |
C2—C1—C6—C5 | −0.2 (3) | C10—C11—C12—C13 | −0.7 (3) |
C2—C1—C6—C7 | −176.30 (16) | C11—C12—C13—C14 | 0.4 (3) |
C4—C5—C6—C1 | −0.7 (3) | C12—C13—C14—C9 | 0.3 (3) |
C4—C5—C6—C7 | 175.50 (16) | C12—C13—C14—C15 | 178.15 (19) |
C1—C6—C7—O1 | −32.5 (2) | C10—C9—C14—C13 | −0.7 (2) |
C5—C6—C7—O1 | 151.38 (15) | C8—C9—C14—C13 | 178.57 (15) |
C1—C6—C7—C8 | 92.49 (18) | C10—C9—C14—C15 | −178.43 (16) |
C5—C6—C7—C8 | −83.59 (19) | C8—C9—C14—C15 | 0.8 (2) |
O1—C7—C8—C9 | −61.90 (19) | C13—C14—C15—O2 | 118.82 (19) |
C6—C7—C8—C9 | 173.13 (14) | C9—C14—C15—O2 | −63.4 (2) |
C7—C8—C9—C10 | −76.31 (19) |
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H2O···O1i | 0.86 (2) | 1.89 (2) | 2.745 (2) | 171 (2) |
O1—H1O···O2 | 0.93 (2) | 1.78 (2) | 2.706 (2) | 174 (2) |
C15—H15B···Cg(2)i | 0.95 (2) | 2.638 (18) | 3.504 (2) | 151.7 (14) |
Symmetry code: (i) x+1/2, y, −z+1/2. |
Experimental details
Crystal data | |
Chemical formula | C15H16O2 |
Mr | 228.28 |
Crystal system, space group | Orthorhombic, Pbca |
Temperature (K) | 290 |
a, b, c (Å) | 8.550 (1), 15.8676 (18), 18.593 (2) |
V (Å3) | 2522.4 (5) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 0.08 |
Crystal size (mm) | 0.33 × 0.30 × 0.05 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.941, 0.996 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 17664, 2347, 1618 |
Rint | 0.051 |
(sin θ/λ)max (Å−1) | 0.606 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.048, 0.100, 1.05 |
No. of reflections | 2347 |
No. of parameters | 218 |
H-atom treatment | All H-atom parameters refined |
Δρmax, Δρmin (e Å−3) | 0.17, −0.26 |
Computer programs: SMART (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 (Farrugia, 1997) and CAMERON (Watkin et al., 1993), PLATON (Spek, 2003).
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H2O···O1i | 0.86 (2) | 1.89 (2) | 2.745 (2) | 170.5 (24) |
O1—H1O···O2 | 0.93 (2) | 1.78 (2) | 2.706 (2) | 173.6 (22) |
C15—H15B···Cg(2)i | 0.95 (2) | 2.638 (18) | 3.504 (2) | 151.7 (14) |
Symmetry code: (i) x+1/2, y, −z+1/2. |
Acknowledgements
We thank the Department of Science and Technology, India, for use of the CCD facility setup under the IRHPA-DST program at IISc. We thank Professor T. N. Guru Row, IISc, Bangalore, for useful crystallographic discussions. FNK thank the DST for Fast Track Proposal funding.
References
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1–19. CrossRef Web of Science Google Scholar
Azzena, U., Demarlis, S. & Melloni, G. (1996). J. Org. Chem. 61, 4913–4919. CrossRef CAS Web of Science Google Scholar
Barluenga, J., Rubiera, C., Fernandez, J. R., Flóres, J. & Yus, M. (1987). Synthesis, pp. 819–821. CrossRef Google Scholar
Bruker (2004). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. CrossRef IUCr Journals Google Scholar
Gałdecki, Z., Grochulski, P., Luciak, B., Wawrzak, Z. & Duax, W. L. (1984). Acta Cryst. C40, 1197–1198. CSD CrossRef Web of Science IUCr Journals Google Scholar
Hoyos-Guerrero, M. A., Martínez-Carrera, S. & García-Blanco, S. (1983). Acta Cryst. C39, 118–119. CSD CrossRef CAS IUCr Journals Google Scholar
Lim, S. H. & Hudson, S. M. (2004). Carbohydr. Polym. 56, 227–234. Web of Science CrossRef CAS Google Scholar
Odabaşoglu, M., Albayrak, C., Özkanca, R., Zehra Aykan, F. & Lonecke, P. (2007). J. Mol. Struct. 840, 71–89. Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Shing, T. K. M., Fung, W.-C. & Wong, C.-H. (1994). J. Chem. Soc. Chem. Commun. pp. 449–450. CrossRef Web of Science Google Scholar
Spek, A. L. (2003). J. Appl. Cryst. 36, 7–13. Web of Science CrossRef CAS IUCr Journals Google Scholar
Tirodkar, R. B. & Usgaonkar, R. N. (1972). Indian J. Chem. 10, 1060–1064. CAS Google Scholar
Watkin, D. J., Pearce, L. & Prout, C. K. (1993). CAMERON. Chemical Crystallography Laboratory, University of Oxford, England. Google Scholar
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
A wide range of diaryl diols have been prepared earlier from phthalane and readily available substituted benzaldehyde (Azzena et al., 1996). The diols in general can act as precursors of corresponding oxygen containing heterocyclic compounds by a dehydration process for e.g. benzodihydropyrans; benzoxepines have been prepared (Barluenga et al., 1987, Shing et al., 1987). The hydroxyl structural moiety was found in numerous pharmaceutically active compounds and therefore represents an interesting template for combinatorial as well as medicinal chemistry (Lim and Hudson, 2004). In particular phenylethanol derivatives have good antifungal properties (Tirodkar and Usgaonkar, 1972, Odabaşoglu et al., 2007, Gałdecki et al., 1984, Hoyos-Guerrero et al., 1983).
All the bond lengths are within normal ranges in the title compound (Fig. 1) (Allen et al., 1987). The tight conformation of the molecule is held by an O—H···O intramolecular hydrogen bond (Fig. 1) with C6—C7—C8—C9 torsional angle of 173.13 (14)°. Further, O—H···O and C—H···π (Fig. 2) intermolecular interactions stabilize the packing of the crystal structure and form chains running along the a axis. Cg2 is the centroid of the hydroxymethylphenyl ring C9 - C14 (Table 1).