2-(4,5-Diphenyl-2-p-tolyl-1H-imidazol-1-yl)-3-phenyl-propan-1-ol.

In the title compound, C(31)H(28)N(2)O, the dihedral angles formed by the imidazole ring with the three aryl substituents are 18.52 (8) and 85.56 (7) and 85.57 (7)°, respectively. In the crystal, mol-ecules are linked by O-H⋯N and C-H⋯O hydrogen bonds into chains parallel to the a axis.

Related literature

For the synthesis and properties of chiral ionic liquids, see: Olivier-Bourbigou et al. (2010 ▶); Chen et al. (2008 ▶); Mao et al. (2010 ▶).

Experimental

Crystal data

C31H28N2O

M = 444.55

Orthorhombic,

a = 9.3413 (7) Å

b = 13.7402 (11) Å

c = 19.6296 (14) Å

V = 2519.5 (3) Å3

Z = 4

Cu Kα radiation

μ = 0.55 mm−1

T = 291 K

0.25 × 0.20 × 0.20 mm

Data collection

Agilent Xcalibur Eos Gemini diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011 ▶) T min = 0.866, T max = 1.000

9302 measured reflections

4441 independent reflections

4007 reflections with I > 2σ(I)

R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.037

wR(F 2) = 0.098

S = 1.03

4441 reflections

313 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.12 e Å−3

Δρmin = −0.13 e Å−3

Absolute structure: Flack (1983 ▶); 1887 Friedel pairs

Flack parameter: −0.1 (3)

Data collection: CrysAlis PRO (Agilent, 2011 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: OLEX2 (Dolomanov et al., 2009 ▶); software used to prepare material for publication: OLEX2.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811054766/rz2683sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811054766/rz2683Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536811054766/rz2683Isup3.cml

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

C31H28N2O	F(000) = 944
Mr = 444.55	Dx = 1.172 Mg m−3
Orthorhombic, P212121	Cu Kα radiation, λ = 1.5418 Å
Hall symbol: P 2ac 2ab	Cell parameters from 3569 reflections
a = 9.3413 (7) Å	θ = 3.2–67.0°
b = 13.7402 (11) Å	µ = 0.55 mm−1
c = 19.6296 (14) Å	T = 291 K
V = 2519.5 (3) Å3	Prismatic, colourless
Z = 4	0.25 × 0.20 × 0.20 mm

Agilent Xcalibur Eos Gemini diffractometer	4441 independent reflections
Radiation source: Enhance (Cu) X-ray Source	4007 reflections with I > 2σ(I)
graphite	Rint = 0.027
Detector resolution: 16.2312 pixels mm-1	θmax = 66.9°, θmin = 3.9°
ω scans	h = −9→11
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)	k = −16→13
Tmin = 0.866, Tmax = 1.000	l = −21→23
9302 measured reflections

Refinement on F2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F2 > 2σ(F2)] = 0.037	w = 1/[σ2(Fo2) + (0.0481P)2 + 0.1385P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.098	(Δ/σ)max < 0.001
S = 1.03	Δρmax = 0.12 e Å−3
4441 reflections	Δρmin = −0.13 e Å−3
313 parameters	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
0 restraints	Extinction coefficient: 0.0029 (2)
Primary atom site location: structure-invariant direct methods	Absolute structure: Flack (1983); 1887 Friedel pairs
Secondary atom site location: difference Fourier map	Flack parameter: −0.1 (3)

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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	0.03250 (17)	0.28449 (11)	0.37156 (10)	0.0793 (5)
N1	0.38409 (17)	0.31434 (10)	0.52389 (7)	0.0523 (3)
N2	0.32181 (16)	0.32519 (10)	0.41559 (7)	0.0479 (3)
C1	0.3733 (2)	0.45666 (14)	0.63052 (9)	0.0622 (5)
H1A	0.3616	0.3912	0.6413	0.075*
C2	0.3881 (3)	0.52437 (18)	0.68230 (11)	0.0786 (6)
H2	0.3855	0.5040	0.7275	0.094*
C3	0.4063 (4)	0.62017 (19)	0.66770 (12)	0.0932 (8)
H3	0.4181	0.6652	0.7026	0.112*
C4	0.4069 (4)	0.64981 (17)	0.60113 (13)	0.1027 (10)
H4	0.4174	0.7155	0.5909	0.123*
C5	0.3922 (3)	0.58302 (15)	0.54886 (11)	0.0797 (7)
H5	0.3933	0.6043	0.5039	0.096*
C6	0.3757 (2)	0.48512 (13)	0.56267 (9)	0.0547 (4)
C7	0.3616 (2)	0.41103 (12)	0.50849 (8)	0.0497 (4)
C8	0.32230 (19)	0.41909 (11)	0.44146 (8)	0.0474 (4)
C9	0.2811 (2)	0.50422 (12)	0.39900 (8)	0.0518 (4)
C10	0.1384 (3)	0.52990 (14)	0.39201 (10)	0.0646 (5)
H10	0.0678	0.4931	0.4133	0.077*
C11	0.1006 (3)	0.61040 (17)	0.35333 (12)	0.0844 (7)
H11	0.0046	0.6273	0.3489	0.101*
C12	0.2033 (4)	0.66518 (16)	0.32168 (13)	0.0948 (9)
H12	0.1776	0.7197	0.2964	0.114*
C13	0.3428 (4)	0.63930 (17)	0.32753 (13)	0.0941 (9)
H13	0.4124	0.6759	0.3054	0.113*
C14	0.3837 (3)	0.55919 (14)	0.36594 (11)	0.0719 (6)
H14	0.4799	0.5425	0.3694	0.086*
C15	0.6439 (3)	0.33594 (17)	0.33126 (13)	0.0782 (6)
H15	0.6546	0.2910	0.3663	0.094*
C16	0.7497 (3)	0.4045 (2)	0.32048 (17)	0.0972 (8)
H16	0.8298	0.4058	0.3486	0.117*
C17	0.7373 (3)	0.4703 (2)	0.26865 (16)	0.0901 (7)
H17	0.8090	0.5160	0.2611	0.108*
C18	0.6186 (3)	0.46844 (18)	0.22809 (12)	0.0836 (7)
H18	0.6088	0.5135	0.1931	0.100*
C19	0.5128 (3)	0.39962 (16)	0.23896 (10)	0.0694 (5)
H19	0.4333	0.3984	0.2105	0.083*
C20	0.5231 (2)	0.33255 (13)	0.29131 (9)	0.0551 (4)
C21	0.4054 (2)	0.25978 (13)	0.30306 (9)	0.0559 (4)
H21A	0.4449	0.2037	0.3265	0.067*
H21B	0.3697	0.2378	0.2593	0.067*
C22	0.2799 (2)	0.29999 (12)	0.34487 (8)	0.0482 (4)
H22	0.2516	0.3611	0.3230	0.058*
C23	0.1490 (2)	0.23495 (13)	0.34372 (9)	0.0562 (4)
H23A	0.1276	0.2161	0.2972	0.067*
H23B	0.1675	0.1763	0.3698	0.067*
C24	0.35972 (19)	0.26487 (12)	0.46788 (8)	0.0478 (4)
C25	0.3693 (2)	0.15676 (12)	0.46470 (8)	0.0505 (4)
C26	0.2543 (3)	0.10109 (16)	0.48526 (13)	0.0757 (6)
H26	0.1712	0.1313	0.5004	0.091*
C27	0.2621 (3)	0.00056 (17)	0.48343 (15)	0.0865 (7)
H27	0.1833	−0.0358	0.4973	0.104*
C28	0.3829 (3)	−0.04669 (14)	0.46169 (11)	0.0725 (6)
C29	0.4981 (3)	0.00908 (15)	0.44320 (11)	0.0697 (5)
H29	0.5818	−0.0214	0.4290	0.084*
C30	0.4930 (2)	0.10967 (13)	0.44520 (11)	0.0611 (5)
H30	0.5735	0.1457	0.4333	0.073*
C31	0.3906 (5)	−0.15668 (17)	0.45750 (18)	0.1156 (12)
H31A	0.3258	−0.1847	0.4900	0.173*
H31B	0.4864	−0.1777	0.4674	0.173*
H31C	0.3645	−0.1774	0.4125	0.173*
H1	−0.008 (3)	0.2522 (19)	0.4008 (15)	0.090 (9)*

	U11	U22	U33	U12	U13	U23
O1	0.0651 (9)	0.0671 (9)	0.1056 (12)	0.0056 (7)	0.0218 (8)	0.0281 (9)
N1	0.0603 (8)	0.0461 (7)	0.0505 (7)	0.0012 (6)	−0.0088 (6)	0.0028 (6)
N2	0.0599 (8)	0.0403 (6)	0.0434 (7)	0.0029 (6)	0.0022 (6)	0.0007 (5)
C1	0.0732 (12)	0.0594 (10)	0.0540 (9)	0.0054 (10)	−0.0049 (9)	−0.0026 (7)
C2	0.1002 (17)	0.0851 (15)	0.0506 (10)	0.0051 (13)	−0.0054 (11)	−0.0118 (10)
C3	0.135 (2)	0.0790 (15)	0.0656 (13)	−0.0143 (16)	0.0045 (14)	−0.0287 (11)
C4	0.173 (3)	0.0568 (12)	0.0780 (15)	−0.0268 (16)	0.0106 (17)	−0.0160 (11)
C5	0.129 (2)	0.0531 (10)	0.0574 (10)	−0.0127 (12)	0.0033 (12)	−0.0049 (8)
C6	0.0599 (10)	0.0525 (9)	0.0517 (9)	0.0002 (8)	−0.0003 (8)	−0.0063 (7)
C7	0.0563 (9)	0.0440 (8)	0.0489 (8)	−0.0007 (7)	0.0002 (7)	−0.0013 (6)
C8	0.0543 (9)	0.0406 (7)	0.0472 (8)	0.0015 (7)	0.0059 (7)	−0.0005 (6)
C9	0.0729 (11)	0.0409 (8)	0.0417 (8)	0.0063 (8)	0.0082 (7)	−0.0005 (6)
C10	0.0804 (13)	0.0544 (10)	0.0588 (10)	0.0156 (10)	0.0056 (9)	0.0002 (8)
C11	0.116 (2)	0.0647 (12)	0.0726 (13)	0.0359 (14)	−0.0086 (13)	−0.0029 (11)
C12	0.162 (3)	0.0499 (11)	0.0730 (14)	0.0280 (16)	0.0052 (16)	0.0124 (10)
C13	0.147 (3)	0.0552 (12)	0.0799 (15)	−0.0041 (15)	0.0280 (17)	0.0176 (10)
C14	0.0925 (16)	0.0530 (10)	0.0701 (12)	−0.0028 (10)	0.0186 (12)	0.0086 (9)
C15	0.0719 (13)	0.0700 (12)	0.0927 (15)	0.0040 (11)	−0.0099 (12)	0.0185 (11)
C16	0.0627 (14)	0.0957 (18)	0.133 (2)	−0.0085 (14)	−0.0198 (15)	0.0150 (17)
C17	0.0751 (15)	0.0857 (16)	0.109 (2)	−0.0166 (13)	0.0163 (14)	0.0086 (15)
C18	0.0989 (18)	0.0788 (14)	0.0731 (13)	−0.0138 (13)	0.0097 (13)	0.0166 (11)
C19	0.0784 (13)	0.0721 (12)	0.0577 (10)	−0.0050 (11)	−0.0024 (10)	0.0057 (9)
C20	0.0588 (10)	0.0537 (9)	0.0528 (10)	0.0077 (8)	0.0093 (8)	−0.0044 (7)
C21	0.0692 (11)	0.0478 (9)	0.0507 (9)	0.0043 (8)	0.0052 (8)	−0.0058 (7)
C22	0.0614 (10)	0.0412 (7)	0.0422 (8)	0.0013 (7)	0.0021 (7)	0.0012 (6)
C23	0.0647 (11)	0.0535 (9)	0.0505 (9)	−0.0047 (8)	−0.0015 (8)	0.0071 (7)
C24	0.0526 (9)	0.0429 (8)	0.0479 (8)	0.0019 (7)	−0.0032 (7)	0.0025 (6)
C25	0.0601 (10)	0.0430 (8)	0.0484 (8)	−0.0011 (8)	−0.0097 (8)	0.0038 (6)
C26	0.0677 (13)	0.0595 (11)	0.0997 (17)	−0.0002 (10)	0.0061 (12)	0.0179 (11)
C27	0.0852 (16)	0.0605 (12)	0.1136 (19)	−0.0212 (12)	−0.0098 (14)	0.0231 (12)
C28	0.1010 (17)	0.0450 (9)	0.0716 (12)	−0.0019 (11)	−0.0277 (12)	0.0060 (8)
C29	0.0806 (14)	0.0497 (10)	0.0788 (13)	0.0136 (10)	−0.0095 (11)	0.0008 (9)
C30	0.0617 (11)	0.0486 (9)	0.0731 (11)	0.0009 (9)	−0.0096 (9)	0.0038 (8)
C31	0.167 (3)	0.0480 (12)	0.131 (3)	−0.0091 (17)	−0.024 (2)	0.0048 (13)

O1—C23	1.395 (3)	C15—C16	1.382 (4)
O1—H1	0.82 (3)	C15—C20	1.375 (3)
N1—C7	1.379 (2)	C16—H16	0.9300
N1—C24	1.312 (2)	C16—C17	1.366 (4)
N2—C8	1.387 (2)	C17—H17	0.9300
N2—C22	1.483 (2)	C17—C18	1.365 (4)
N2—C24	1.366 (2)	C18—H18	0.9300
C1—H1A	0.9300	C18—C19	1.384 (3)
C1—C2	1.385 (3)	C19—H19	0.9300
C1—C6	1.388 (3)	C19—C20	1.383 (3)
C2—H2	0.9300	C20—C21	1.503 (3)
C2—C3	1.358 (4)	C21—H21A	0.9700
C3—H3	0.9300	C21—H21B	0.9700
C3—C4	1.369 (4)	C21—C22	1.534 (2)
C4—H4	0.9300	C22—H22	0.9800
C4—C5	1.383 (3)	C22—C23	1.515 (3)
C5—H5	0.9300	C23—H23A	0.9700
C5—C6	1.381 (3)	C23—H23B	0.9700
C6—C7	1.478 (2)	C24—C25	1.489 (2)
C7—C8	1.371 (2)	C25—C26	1.379 (3)
C8—C9	1.487 (2)	C25—C30	1.379 (3)
C9—C10	1.386 (3)	C26—H26	0.9300
C9—C14	1.382 (3)	C26—C27	1.384 (3)
C10—H10	0.9300	C27—H27	0.9300
C10—C11	1.387 (3)	C27—C28	1.370 (4)
C11—H11	0.9300	C28—C29	1.370 (4)
C11—C12	1.368 (4)	C28—C31	1.515 (3)
C12—H12	0.9300	C29—H29	0.9300
C12—C13	1.355 (5)	C29—C30	1.384 (3)
C13—H13	0.9300	C30—H30	0.9300
C13—C14	1.388 (3)	C31—H31A	0.9600
C14—H14	0.9300	C31—H31B	0.9600
C15—H15	0.9300	C31—H31C	0.9600
C23—O1—H1	111.8 (19)	C18—C17—H17	120.3
C24—N1—C7	106.80 (13)	C17—C18—H18	119.9
C8—N2—C22	124.11 (13)	C17—C18—C19	120.2 (2)
C24—N2—C8	106.77 (13)	C19—C18—H18	119.9
C24—N2—C22	129.06 (13)	C18—C19—H19	119.3
C2—C1—H1A	119.6	C20—C19—C18	121.3 (2)
C2—C1—C6	120.89 (19)	C20—C19—H19	119.3
C6—C1—H1A	119.6	C15—C20—C19	117.2 (2)
C1—C2—H2	119.7	C15—C20—C21	122.33 (18)
C3—C2—C1	120.6 (2)	C19—C20—C21	120.43 (18)
C3—C2—H2	119.7	C20—C21—H21A	108.8
C2—C3—H3	120.3	C20—C21—H21B	108.8
C2—C3—C4	119.4 (2)	C20—C21—C22	113.64 (14)
C4—C3—H3	120.3	H21A—C21—H21B	107.7
C3—C4—H4	119.7	C22—C21—H21A	108.8
C3—C4—C5	120.7 (2)	C22—C21—H21B	108.8
C5—C4—H4	119.7	N2—C22—C21	112.53 (15)
C4—C5—H5	119.6	N2—C22—H22	106.3
C6—C5—C4	120.8 (2)	N2—C22—C23	111.38 (13)
C6—C5—H5	119.6	C21—C22—H22	106.3
C1—C6—C7	119.66 (16)	C23—C22—C21	113.37 (14)
C5—C6—C1	117.68 (17)	C23—C22—H22	106.3
C5—C6—C7	122.65 (17)	O1—C23—C22	109.65 (15)
N1—C7—C6	119.49 (14)	O1—C23—H23A	109.7
C8—C7—N1	109.22 (14)	O1—C23—H23B	109.7
C8—C7—C6	131.23 (15)	C22—C23—H23A	109.7
N2—C8—C9	121.73 (14)	C22—C23—H23B	109.7
C7—C8—N2	106.10 (14)	H23A—C23—H23B	108.2
C7—C8—C9	132.14 (15)	N1—C24—N2	111.12 (14)
C10—C9—C8	120.32 (17)	N1—C24—C25	122.76 (14)
C14—C9—C8	120.90 (18)	N2—C24—C25	126.10 (14)
C14—C9—C10	118.77 (18)	C26—C25—C24	119.62 (18)
C9—C10—H10	119.9	C30—C25—C24	122.01 (17)
C9—C10—C11	120.1 (2)	C30—C25—C26	118.28 (17)
C11—C10—H10	119.9	C25—C26—H26	119.8
C10—C11—H11	119.7	C25—C26—C27	120.4 (2)
C12—C11—C10	120.6 (3)	C27—C26—H26	119.8
C12—C11—H11	119.7	C26—C27—H27	119.2
C11—C12—H12	120.3	C28—C27—C26	121.6 (2)
C13—C12—C11	119.4 (2)	C28—C27—H27	119.2
C13—C12—H12	120.3	C27—C28—C29	117.69 (18)
C12—C13—H13	119.4	C27—C28—C31	121.9 (3)
C12—C13—C14	121.3 (3)	C29—C28—C31	120.4 (3)
C14—C13—H13	119.4	C28—C29—H29	119.2
C9—C14—C13	119.8 (3)	C28—C29—C30	121.6 (2)
C9—C14—H14	120.1	C30—C29—H29	119.2
C13—C14—H14	120.1	C25—C30—C29	120.4 (2)
C16—C15—H15	119.2	C25—C30—H30	119.8
C20—C15—H15	119.2	C29—C30—H30	119.8
C20—C15—C16	121.5 (2)	C28—C31—H31A	109.5
C15—C16—H16	119.9	C28—C31—H31B	109.5
C17—C16—C15	120.3 (2)	C28—C31—H31C	109.5
C17—C16—H16	119.9	H31A—C31—H31B	109.5
C16—C17—H17	120.3	H31A—C31—H31C	109.5
C18—C17—C16	119.4 (2)	H31B—C31—H31C	109.5
N1—C7—C8—N2	−0.31 (19)	C11—C12—C13—C14	−1.1 (4)
N1—C7—C8—C9	177.69 (18)	C12—C13—C14—C9	0.1 (4)
N1—C24—C25—C26	82.9 (2)	C14—C9—C10—C11	−1.1 (3)
N1—C24—C25—C30	−93.5 (2)	C15—C16—C17—C18	0.7 (5)
N2—C8—C9—C10	84.7 (2)	C15—C20—C21—C22	97.1 (2)
N2—C8—C9—C14	−95.4 (2)	C16—C15—C20—C19	1.1 (4)
N2—C22—C23—O1	63.07 (19)	C16—C15—C20—C21	−178.8 (2)
N2—C24—C25—C26	−95.2 (2)	C16—C17—C18—C19	−0.8 (4)
N2—C24—C25—C30	88.4 (2)	C17—C18—C19—C20	1.1 (4)
C1—C2—C3—C4	1.4 (5)	C18—C19—C20—C15	−1.2 (3)
C1—C6—C7—N1	−17.1 (3)	C18—C19—C20—C21	178.7 (2)
C1—C6—C7—C8	159.8 (2)	C19—C20—C21—C22	−82.8 (2)
C2—C1—C6—C5	−0.5 (3)	C20—C15—C16—C17	−0.9 (5)
C2—C1—C6—C7	179.2 (2)	C20—C21—C22—N2	−64.97 (19)
C2—C3—C4—C5	−1.3 (6)	C20—C21—C22—C23	167.51 (15)
C3—C4—C5—C6	0.3 (5)	C21—C22—C23—O1	−168.81 (14)
C4—C5—C6—C1	0.5 (4)	C22—N2—C8—C7	177.67 (16)
C4—C5—C6—C7	−179.1 (3)	C22—N2—C8—C9	−0.6 (3)
C5—C6—C7—N1	162.6 (2)	C22—N2—C24—N1	−177.41 (16)
C5—C6—C7—C8	−20.5 (3)	C22—N2—C24—C25	0.9 (3)
C6—C1—C2—C3	−0.5 (4)	C24—N1—C7—C6	177.73 (16)
C6—C7—C8—N2	−177.50 (18)	C24—N1—C7—C8	0.2 (2)
C6—C7—C8—C9	0.5 (3)	C24—N2—C8—C7	0.34 (19)
C7—N1—C24—N2	0.1 (2)	C24—N2—C8—C9	−177.92 (16)
C7—N1—C24—C25	−178.29 (17)	C24—N2—C22—C21	−69.1 (2)
C7—C8—C9—C10	−93.1 (3)	C24—N2—C22—C23	59.5 (2)
C7—C8—C9—C14	86.8 (2)	C24—C25—C26—C27	−179.2 (2)
C8—N2—C22—C21	114.21 (17)	C24—C25—C30—C29	179.66 (18)
C8—N2—C22—C23	−117.21 (17)	C25—C26—C27—C28	0.3 (4)
C8—N2—C24—N1	−0.3 (2)	C26—C25—C30—C29	3.2 (3)
C8—N2—C24—C25	178.03 (17)	C26—C27—C28—C29	1.6 (4)
C8—C9—C10—C11	178.86 (17)	C26—C27—C28—C31	−178.1 (3)
C8—C9—C14—C13	−178.9 (2)	C27—C28—C29—C30	−1.0 (3)
C9—C10—C11—C12	0.1 (3)	C28—C29—C30—C25	−1.4 (3)
C10—C9—C14—C13	1.0 (3)	C30—C25—C26—C27	−2.7 (3)
C10—C11—C12—C13	1.0 (4)	C31—C28—C29—C30	178.7 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N1i	0.82 (3)	2.01 (3)	2.825 (2)	174 (3)
C16—H16···O1ii	0.93	2.56	3.272 (3)	133

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯N1i	0.82 (3)	2.01 (3)	2.825 (2)	174 (3)
C16—H16⋯O1ii	0.93	2.56	3.272 (3)	133

Symmetry codes: (i) ; (ii) .