(E)-2-[4-(Dimethyl-amino)styr-yl]-1-methyl-quinolinium 4-methyl-benzene-sulfonate monohydrate.

In the title compound, C(20)H(21)N(2) (+)·C(7)H(7)O(3)S(-)·H(2)O, the cation is essentially planar, as indicated by the dihedral angle of 2.79 (13)° between the quinolinium and the dimethylaminophenyl rings, and exists in the E configuration. The π-conjugated planes of the cation and the anion are inclined to each other at a dihedral angle of 66.95 (12)°. The cation is linked to the anion through C-H⋯O hydrogen bonds and the anion is further linked with the water mol-ecule by O-H⋯O hydrogen bonds, forming a three-mol-ecule unit. These units are arranged in a face-to-face manner into a ribbon-like structure along the b axis. The ribbons are stacked along the c axis. The crystal structure is further stabilized by C-H⋯π inter-actions involving the dimethyl-amino-phenyl and methyl-phenyl rings. A π-π inter-action with a centroid-centroid distance of 3.6074 (19) Å is also observed.

Related literature

For bond-length data, see: Allen et al. (1987 ▶). For details of hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For background to NLO materials research, see: Dittrich et al. (2003 ▶); Nogi et al. (2000 ▶); Ogawa et al. (2008 ▶); Otero et al. (2002 ▶); Sato et al. (1999 ▶); Weir et al. (2003 ▶); Yang et al. (2007 ▶). For related structures, see, for example: Adachi et al. (1999 ▶); Chantrapromma et al. (2008 ▶); Ogawa et al. (2008 ▶); Rahman et al. (2003 ▶).

Experimental

Crystal data

C20H21N2 +·C7H7O3S−·H2O

M = 478.60

Triclinic,

a = 10.9739 (5) Å

b = 11.1789 (5) Å

c = 11.1923 (9) Å

α = 97.133 (5)°

β = 100.322 (5)°

γ = 117.021 (3)°

V = 1169.78 (13) Å3

Z = 2

Mo Kα radiation

μ = 0.18 mm−1

T = 100.0 (1) K

0.24 × 0.19 × 0.08 mm

Data collection

Bruker SMART APEX2 CCD area-detector diffractometer

Absorption correction: multi-scan (; Bruker, 2005 ▶) T min = 0.958, T max = 0.986

17557 measured reflections

5390 independent reflections

3272 reflections with I > 2σ(I)

R int = 0.073

Refinement

R[F 2 > 2σ(F 2)] = 0.072

wR(F 2) = 0.203

S = 1.05

5390 reflections

311 parameters

H-atom parameters constrained

Δρmax = 0.60 e Å−3

Δρmin = −0.47 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2003 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808040671/is2369sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808040671/is2369Isup2.hkl

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

C20H21N2+·C7H7O3S−·H2O	Z = 2
Mr = 478.60	F(000) = 508
Triclinic, P1	Dx = 1.359 Mg m−3
Hall symbol: -P 1	Melting point = 557–558 K
a = 10.9739 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.1789 (5) Å	Cell parameters from 5390 reflections
c = 11.1923 (9) Å	θ = 1.2–27.5°
α = 97.133 (5)°	µ = 0.18 mm−1
β = 100.322 (5)°	T = 100 K
γ = 117.021 (3)°	Block, green
V = 1169.78 (13) Å3	0.24 × 0.19 × 0.08 mm

Bruker SMART APEX2 CCD area-detector diffractometer	5390 independent reflections
Radiation source: fine-focus sealed tube	3272 reflections with I > 2σ(I)
graphite	Rint = 0.073
Detector resolution: 8.33 pixels mm-1	θmax = 27.5°, θmin = 1.9°
ω scans	h = −14→14
Absorption correction: multi-scan (SADABS; Bruker, 2005)	k = −14→14
Tmin = 0.958, Tmax = 0.986	l = −14→11
17557 measured reflections

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)] = 0.072	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.203	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0951P)2 + 0.1631P] where P = (Fo2 + 2Fc2)/3
5390 reflections	(Δ/σ)max < 0.001
311 parameters	Δρmax = 0.60 e Å−3
0 restraints	Δρmin = −0.47 e Å−3

Experimental. The low-temparture data was collected with the Oxford Cryosystem Cobra low-temperature attachment.

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
S1	0.16105 (8)	0.41169 (9)	0.37784 (7)	0.0306 (2)
O1	0.0863 (2)	0.4772 (2)	0.3214 (2)	0.0361 (6)
O2	0.2576 (3)	0.4944 (4)	0.4973 (2)	0.0784 (11)
O3	0.0690 (3)	0.2712 (3)	0.3786 (3)	0.0708 (10)
O1W	0.2135 (2)	0.6205 (2)	0.7095 (2)	0.0371 (6)
H1W	0.2122	0.5660	0.6424	0.056*
H2W	0.1227	0.5918	0.7009	0.056*
N1	0.7361 (3)	0.0767 (3)	0.5500 (2)	0.0286 (6)
N2	1.1460 (3)	−0.1954 (3)	0.0336 (2)	0.0342 (6)
C1	0.6510 (3)	0.0789 (3)	0.6300 (3)	0.0270 (7)
C2	0.6415 (3)	0.1968 (3)	0.6702 (3)	0.0331 (7)
H2A	0.6928	0.2775	0.6453	0.040*
C3	0.5566 (3)	0.1928 (3)	0.7459 (3)	0.0343 (8)
H3A	0.5517	0.2722	0.7728	0.041*
C4	0.4776 (3)	0.0760 (4)	0.7845 (3)	0.0335 (8)
H4A	0.4200	0.0770	0.8359	0.040*
C5	0.4840 (3)	−0.0424 (3)	0.7467 (3)	0.0332 (8)
H5A	0.4311	−0.1218	0.7726	0.040*
C6	0.5721 (3)	−0.0429 (3)	0.6678 (3)	0.0283 (7)
C7	0.5835 (3)	−0.1616 (3)	0.6271 (3)	0.0333 (7)
H7A	0.5333	−0.2419	0.6529	0.040*
C8	0.6659 (3)	−0.1590 (3)	0.5517 (3)	0.0321 (7)
H8A	0.6733	−0.2375	0.5274	0.039*
C9	0.7441 (3)	−0.0373 (3)	0.5067 (3)	0.0252 (6)
C10	0.8232 (3)	−0.0412 (3)	0.4199 (3)	0.0281 (7)
H10A	0.8713	0.0395	0.3939	0.034*
C11	0.8347 (3)	−0.1494 (3)	0.3726 (3)	0.0310 (7)
H11A	0.7869	−0.2295	0.3996	0.037*
C12	0.9139 (3)	−0.1564 (3)	0.2832 (3)	0.0297 (7)
C13	0.9132 (3)	−0.2798 (3)	0.2436 (3)	0.0335 (7)
H13A	0.8599	−0.3560	0.2733	0.040*
C14	0.9879 (3)	−0.2927 (3)	0.1630 (3)	0.0304 (7)
H14A	0.9845	−0.3772	0.1394	0.036*
C15	1.0705 (3)	−0.1817 (3)	0.1142 (3)	0.0265 (7)
C16	1.0722 (3)	−0.0549 (3)	0.1534 (3)	0.0296 (7)
H16A	1.1246	0.0212	0.1232	0.035*
C17	0.9956 (3)	−0.0444 (3)	0.2368 (3)	0.0303 (7)
H17A	0.9988	0.0396	0.2624	0.036*
C18	1.1368 (4)	−0.3274 (4)	−0.0096 (3)	0.0400 (8)
H18A	1.1633	−0.3597	0.0609	0.060*
H18B	1.1998	−0.3172	−0.0617	0.060*
H18C	1.0412	−0.3928	−0.0566	0.060*
C19	1.2199 (4)	−0.0842 (4)	−0.0251 (3)	0.0456 (9)
H19A	1.2955	−0.0062	0.0374	0.068*
H19B	1.1546	−0.0580	−0.0667	0.068*
H19C	1.2584	−0.1150	−0.0849	0.068*
C20	0.8178 (4)	0.2048 (3)	0.5119 (3)	0.0373 (8)
H20A	0.8989	0.2051	0.4907	0.056*
H20B	0.8488	0.2828	0.5794	0.056*
H20C	0.7590	0.2104	0.4405	0.056*
C21	0.2694 (3)	0.4028 (3)	0.2798 (3)	0.0255 (6)
C22	0.2061 (3)	0.3196 (3)	0.1602 (3)	0.0333 (7)
H22A	0.1077	0.2714	0.1305	0.040*
C23	0.2884 (3)	0.3080 (3)	0.0850 (3)	0.0313 (7)
H23A	0.2447	0.2519	0.0046	0.038*
C24	0.4360 (3)	0.3785 (3)	0.1271 (3)	0.0291 (7)
C25	0.4974 (3)	0.4628 (3)	0.2463 (3)	0.0300 (7)
H25A	0.5958	0.5115	0.2759	0.036*
C26	0.4160 (3)	0.4765 (3)	0.3227 (3)	0.0286 (7)
H26A	0.4595	0.5349	0.4021	0.034*
C27	0.5253 (4)	0.3608 (4)	0.0459 (3)	0.0370 (8)
H27A	0.4763	0.3403	−0.0404	0.055*
H27B	0.5420	0.2863	0.0616	0.055*
H27C	0.6143	0.4446	0.0649	0.055*

	U11	U22	U33	U12	U13	U23
S1	0.0328 (4)	0.0371 (5)	0.0331 (4)	0.0226 (4)	0.0159 (3)	0.0132 (4)
O1	0.0380 (13)	0.0384 (13)	0.0485 (14)	0.0270 (12)	0.0196 (11)	0.0202 (11)
O2	0.0542 (18)	0.157 (3)	0.0318 (15)	0.068 (2)	0.0054 (13)	−0.0097 (17)
O3	0.095 (2)	0.0431 (16)	0.127 (3)	0.0462 (17)	0.094 (2)	0.0523 (17)
O1W	0.0345 (12)	0.0385 (14)	0.0405 (13)	0.0194 (11)	0.0115 (11)	0.0084 (11)
N1	0.0282 (14)	0.0278 (14)	0.0312 (14)	0.0141 (12)	0.0091 (11)	0.0086 (11)
N2	0.0324 (15)	0.0387 (16)	0.0352 (15)	0.0182 (14)	0.0150 (12)	0.0091 (13)
C1	0.0221 (15)	0.0381 (18)	0.0213 (15)	0.0142 (14)	0.0073 (12)	0.0086 (13)
C2	0.0332 (18)	0.0310 (18)	0.0383 (18)	0.0153 (15)	0.0120 (15)	0.0163 (15)
C3	0.0381 (18)	0.0316 (18)	0.0392 (19)	0.0222 (16)	0.0089 (15)	0.0096 (15)
C4	0.0285 (17)	0.044 (2)	0.0311 (17)	0.0186 (16)	0.0121 (14)	0.0109 (15)
C5	0.0296 (17)	0.0341 (18)	0.0315 (17)	0.0096 (15)	0.0088 (14)	0.0161 (14)
C6	0.0322 (17)	0.0255 (16)	0.0257 (16)	0.0167 (14)	−0.0004 (13)	0.0022 (12)
C7	0.0331 (17)	0.0292 (18)	0.0358 (18)	0.0116 (15)	0.0110 (15)	0.0145 (14)
C8	0.0316 (17)	0.0367 (19)	0.0280 (16)	0.0170 (16)	0.0075 (14)	0.0070 (14)
C9	0.0240 (15)	0.0229 (16)	0.0263 (16)	0.0122 (13)	0.0002 (12)	0.0035 (12)
C10	0.0259 (16)	0.0324 (18)	0.0286 (16)	0.0153 (15)	0.0085 (13)	0.0093 (13)
C11	0.0311 (17)	0.0281 (17)	0.0328 (17)	0.0130 (15)	0.0092 (14)	0.0084 (14)
C12	0.0270 (16)	0.0349 (18)	0.0266 (16)	0.0157 (15)	0.0045 (13)	0.0062 (14)
C13	0.0283 (17)	0.0358 (19)	0.0319 (17)	0.0125 (15)	0.0066 (14)	0.0080 (14)
C14	0.0284 (16)	0.0308 (18)	0.0344 (17)	0.0161 (15)	0.0106 (14)	0.0065 (14)
C15	0.0231 (15)	0.0303 (17)	0.0247 (15)	0.0135 (14)	0.0040 (12)	0.0038 (13)
C16	0.0258 (16)	0.0288 (17)	0.0328 (17)	0.0123 (14)	0.0058 (13)	0.0098 (14)
C17	0.0325 (17)	0.0285 (17)	0.0297 (17)	0.0188 (15)	0.0007 (13)	0.0008 (13)
C18	0.040 (2)	0.049 (2)	0.039 (2)	0.0293 (19)	0.0136 (16)	0.0030 (16)
C19	0.041 (2)	0.060 (3)	0.045 (2)	0.024 (2)	0.0236 (17)	0.0249 (19)
C20	0.0404 (19)	0.0348 (19)	0.044 (2)	0.0187 (17)	0.0220 (16)	0.0160 (16)
C21	0.0289 (16)	0.0276 (17)	0.0267 (15)	0.0172 (14)	0.0103 (13)	0.0113 (13)
C22	0.0266 (16)	0.043 (2)	0.0309 (17)	0.0165 (16)	0.0082 (14)	0.0102 (15)
C23	0.0352 (18)	0.0352 (18)	0.0227 (16)	0.0169 (16)	0.0069 (14)	0.0065 (13)
C24	0.0361 (17)	0.0287 (17)	0.0334 (17)	0.0207 (15)	0.0148 (14)	0.0157 (14)
C25	0.0222 (15)	0.0281 (17)	0.0388 (18)	0.0102 (14)	0.0078 (13)	0.0132 (14)
C26	0.0297 (16)	0.0240 (16)	0.0303 (16)	0.0115 (14)	0.0086 (13)	0.0063 (13)
C27	0.0410 (19)	0.045 (2)	0.042 (2)	0.0286 (18)	0.0240 (16)	0.0208 (16)

S1—O3	1.433 (3)	C12—C17	1.396 (4)
S1—O2	1.435 (3)	C13—C14	1.359 (4)
S1—O1	1.443 (2)	C13—H13A	0.9300
S1—C21	1.782 (3)	C14—C15	1.408 (4)
O1W—H1W	0.8997	C14—H14A	0.9300
O1W—H2W	0.8784	C15—C16	1.421 (4)
N1—C9	1.353 (4)	C16—C17	1.392 (4)
N1—C1	1.411 (4)	C16—H16A	0.9300
N1—C20	1.470 (4)	C17—H17A	0.9300
N2—C15	1.368 (4)	C18—H18A	0.9600
N2—C18	1.446 (4)	C18—H18B	0.9600
N2—C19	1.453 (4)	C18—H18C	0.9600
C1—C2	1.395 (4)	C19—H19A	0.9600
C1—C6	1.409 (4)	C19—H19B	0.9600
C2—C3	1.358 (4)	C19—H19C	0.9600
C2—H2A	0.9300	C20—H20A	0.9600
C3—C4	1.374 (4)	C20—H20B	0.9600
C3—H3A	0.9300	C20—H20C	0.9600
C4—C5	1.375 (5)	C21—C22	1.382 (4)
C4—H4A	0.9300	C21—C26	1.385 (4)
C5—C6	1.423 (4)	C22—C23	1.376 (4)
C5—H5A	0.9300	C22—H22A	0.9300
C6—C7	1.416 (4)	C23—C24	1.393 (4)
C7—C8	1.336 (4)	C23—H23A	0.9300
C7—H7A	0.9300	C24—C25	1.382 (4)
C8—C9	1.451 (4)	C24—C27	1.509 (4)
C8—H8A	0.9300	C25—C26	1.385 (4)
C9—C10	1.423 (4)	C25—H25A	0.9300
C10—C11	1.328 (4)	C26—H26A	0.9300
C10—H10A	0.9300	C27—H27A	0.9600
C11—C12	1.455 (4)	C27—H27B	0.9600
C11—H11A	0.9300	C27—H27C	0.9600
C12—C13	1.392 (4)
O3—S1—O2	113.8 (2)	C13—C14—H14A	119.1
O3—S1—O1	113.16 (16)	C15—C14—H14A	119.1
O2—S1—O1	112.01 (18)	N2—C15—C14	121.4 (3)
O3—S1—C21	105.11 (14)	N2—C15—C16	121.8 (3)
O2—S1—C21	105.52 (15)	C14—C15—C16	116.8 (3)
O1—S1—C21	106.33 (13)	C17—C16—C15	120.1 (3)
H1W—O1W—H2W	102.3	C17—C16—H16A	119.9
C9—N1—C1	123.0 (3)	C15—C16—H16A	119.9
C9—N1—C20	119.4 (3)	C16—C17—C12	121.9 (3)
C1—N1—C20	117.6 (2)	C16—C17—H17A	119.0
C15—N2—C18	120.6 (3)	C12—C17—H17A	119.0
C15—N2—C19	120.8 (3)	N2—C18—H18A	109.5
C18—N2—C19	117.9 (3)	N2—C18—H18B	109.5
C2—C1—C6	119.8 (3)	H18A—C18—H18B	109.5
C2—C1—N1	121.8 (3)	N2—C18—H18C	109.5
C6—C1—N1	118.4 (3)	H18A—C18—H18C	109.5
C3—C2—C1	119.4 (3)	H18B—C18—H18C	109.5
C3—C2—H2A	120.3	N2—C19—H19A	109.5
C1—C2—H2A	120.3	N2—C19—H19B	109.5
C2—C3—C4	122.7 (3)	H19A—C19—H19B	109.5
C2—C3—H3A	118.7	N2—C19—H19C	109.5
C4—C3—H3A	118.7	H19A—C19—H19C	109.5
C3—C4—C5	119.6 (3)	H19B—C19—H19C	109.5
C3—C4—H4A	120.2	N1—C20—H20A	109.5
C5—C4—H4A	120.2	N1—C20—H20B	109.5
C4—C5—C6	119.7 (3)	H20A—C20—H20B	109.5
C4—C5—H5A	120.1	N1—C20—H20C	109.5
C6—C5—H5A	120.1	H20A—C20—H20C	109.5
C1—C6—C7	119.2 (3)	H20B—C20—H20C	109.5
C1—C6—C5	118.8 (3)	C22—C21—C26	119.7 (3)
C7—C6—C5	122.0 (3)	C22—C21—S1	119.5 (2)
C8—C7—C6	120.4 (3)	C26—C21—S1	120.8 (2)
C8—C7—H7A	119.8	C23—C22—C21	120.1 (3)
C6—C7—H7A	119.8	C23—C22—H22A	120.0
C7—C8—C9	121.9 (3)	C21—C22—H22A	120.0
C7—C8—H8A	119.0	C22—C23—C24	121.2 (3)
C9—C8—H8A	119.0	C22—C23—H23A	119.4
N1—C9—C10	122.7 (3)	C24—C23—H23A	119.4
N1—C9—C8	116.9 (3)	C25—C24—C23	117.8 (3)
C10—C9—C8	120.4 (3)	C25—C24—C27	121.3 (3)
C11—C10—C9	126.0 (3)	C23—C24—C27	120.9 (3)
C11—C10—H10A	117.0	C24—C25—C26	121.6 (3)
C9—C10—H10A	117.0	C24—C25—H25A	119.2
C10—C11—C12	127.1 (3)	C26—C25—H25A	119.2
C10—C11—H11A	116.4	C21—C26—C25	119.5 (3)
C12—C11—H11A	116.4	C21—C26—H26A	120.3
C13—C12—C17	117.2 (3)	C25—C26—H26A	120.3
C13—C12—C11	119.0 (3)	C24—C27—H27A	109.5
C17—C12—C11	123.8 (3)	C24—C27—H27B	109.5
C14—C13—C12	122.2 (3)	H27A—C27—H27B	109.5
C14—C13—H13A	118.9	C24—C27—H27C	109.5
C12—C13—H13A	118.9	H27A—C27—H27C	109.5
C13—C14—C15	121.9 (3)	H27B—C27—H27C	109.5
C9—N1—C1—C2	−178.0 (3)	C11—C12—C13—C14	−178.1 (3)
C20—N1—C1—C2	1.2 (4)	C12—C13—C14—C15	−0.2 (5)
C9—N1—C1—C6	0.9 (4)	C18—N2—C15—C14	3.6 (4)
C20—N1—C1—C6	−179.9 (3)	C19—N2—C15—C14	174.2 (3)
C6—C1—C2—C3	0.3 (4)	C18—N2—C15—C16	−176.9 (3)
N1—C1—C2—C3	179.2 (3)	C19—N2—C15—C16	−6.3 (4)
C1—C2—C3—C4	−0.6 (5)	C13—C14—C15—N2	179.6 (3)
C2—C3—C4—C5	0.5 (5)	C13—C14—C15—C16	0.1 (4)
C3—C4—C5—C6	−0.2 (5)	N2—C15—C16—C17	−179.1 (3)
C2—C1—C6—C7	−179.6 (3)	C14—C15—C16—C17	0.4 (4)
N1—C1—C6—C7	1.5 (4)	C15—C16—C17—C12	−0.9 (4)
C2—C1—C6—C5	0.0 (4)	C13—C12—C17—C16	0.7 (4)
N1—C1—C6—C5	−178.9 (3)	C11—C12—C17—C16	178.6 (3)
C4—C5—C6—C1	−0.1 (4)	O3—S1—C21—C22	53.9 (3)
C4—C5—C6—C7	179.5 (3)	O2—S1—C21—C22	174.5 (3)
C1—C6—C7—C8	−1.3 (4)	O1—S1—C21—C22	−66.3 (3)
C5—C6—C7—C8	179.2 (3)	O3—S1—C21—C26	−125.2 (3)
C6—C7—C8—C9	−1.3 (5)	O2—S1—C21—C26	−4.6 (3)
C1—N1—C9—C10	176.0 (3)	O1—S1—C21—C26	114.6 (2)
C20—N1—C9—C10	−3.3 (4)	C26—C21—C22—C23	1.4 (5)
C1—N1—C9—C8	−3.3 (4)	S1—C21—C22—C23	−177.7 (2)
C20—N1—C9—C8	177.5 (3)	C21—C22—C23—C24	0.2 (5)
C7—C8—C9—N1	3.5 (4)	C22—C23—C24—C25	−1.1 (5)
C7—C8—C9—C10	−175.8 (3)	C22—C23—C24—C27	177.6 (3)
N1—C9—C10—C11	−179.3 (3)	C23—C24—C25—C26	0.6 (4)
C8—C9—C10—C11	−0.1 (5)	C27—C24—C25—C26	−178.1 (3)
C9—C10—C11—C12	179.5 (3)	C22—C21—C26—C25	−1.9 (4)
C10—C11—C12—C13	−179.7 (3)	S1—C21—C26—C25	177.2 (2)
C10—C11—C12—C17	2.4 (5)	C24—C25—C26—C21	0.9 (4)
C17—C12—C13—C14	−0.2 (5)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O2	0.90	1.96	2.839 (4)	164
O1W—H2W···O1i	0.88	2.01	2.893 (3)	179
C10—H10A···O3ii	0.93	2.57	3.460 (4)	162
C17—H17A···O3ii	0.93	2.45	3.344 (5)	163
C20—H20A···O3ii	0.96	2.33	3.204 (6)	151
C20—H20B···O1iii	0.96	2.49	3.388 (4)	156
C26—H26A···O2	0.93	2.51	2.884 (5)	104
C7—H7A···Cg4iv	0.93	2.97	3.615 (4)	128
C23—H23A···Cg3v	0.93	2.82	3.594 (4)	141

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1W⋯O2	0.90	1.96	2.839 (4)	164
O1W—H2W⋯O1i	0.88	2.01	2.893 (3)	179
C10—H10A⋯O3ii	0.93	2.57	3.460 (4)	162
C17—H17A⋯O3ii	0.93	2.45	3.344 (5)	163
C20—H20A⋯O3ii	0.96	2.33	3.204 (6)	151
C20—H20B⋯O1iii	0.96	2.49	3.388 (4)	156
C26—H26A⋯O2	0.93	2.51	2.884 (5)	104
C7—H7A⋯Cg4iv	0.93	2.97	3.615 (4)	128
C23—H23A⋯Cg3v	0.93	2.82	3.594 (4)	141

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) . Cg3 and Cg4 are the centroids of the C12–C17 and C21–C26 rings, respectively.