Ethyl 2-{1,3-bis­[(6-chloro-3-pyrid­yl)methyl]imidazolidin-2-yl­idene}-2-cyano­acetate ethanol solvate

In the title compound, C₂₀H₁₉Cl₂N₅O₂·C₂H₅OH, all atoms of the ethanol solvent mol­ecule are disordered over two positions. Inter­molecular O—H...O and C—H...O hydrogen bonds and O—H...π inter­actions contribute to the stability of the crystal structure.

Key indicators

• Single-crystal X-ray study
• T = 292 K
• Mean [sigma](C-C) = 0.002 Å
• Disorder in solvent or counterion
• R factor = 0.055
• wR factor = 0.167
• Data-to-parameter ratio = 17.2

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT415_ALERT_2_B Short Inter D-H..H-X       H9B    ..  H3'     ..       2.04 Ang.

Alert level C
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C1
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for       C21'
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      50.00 Perc.
PLAT371_ALERT_2_C Long   C(sp2)-C(sp1) Bond  C16    -   C17    ...       1.42 Ang.
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         46
            C15 -C16 -C17 -N5    -94.00 13.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         47
            C18 -C16 -C17 -N5     89.00 13.00   1.555   1.555   1.555   1.555

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   6 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   4 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART, (Bruker, 2001); cell refinement: SAINT-Plus (Bruker, 2001; data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97 and PLATON.

Ethyl 2-{1,3-bis[(6-chloro-3-pyridyl)methyl]imidazolidin-2-ylidene}-2- cyanoacetate ethanol solvate

Crystal data

C20H19Cl2N5O2·C2H6O	F(000) = 1000
Mr = 478.37	Dx = 1.369 Mg m^−3
Monoclinic, P21/n	Melting point: 429(1) K
Hall symbol: -P 2yn	Mo Kα radiation, λ = 0.71073 Å
a = 11.6424 (10) Å	Cell parameters from 8429 reflections
b = 18.1817 (15) Å	θ = 2.2–27.0°
c = 11.9659 (10) Å	µ = 0.31 mm^−1
β = 113.573 (1)°	T = 292 K
V = 2321.6 (3) Å^3	Block, colourless
Z = 4	0.30 × 0.30 × 0.20 mm

Data collection

Bruker SMART CCD area-detector diffractometer	4039 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.060
Graphite monochromator	θmax = 28.0°, θmin = 2.1°
φ and ω scans	h = −15→15
26922 measured reflections	k = −24→24
5526 independent reflections	l = −15→15

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.055	H-atom parameters constrained
wR(F^2) = 0.167	w = 1/[σ^2(Fo^2) + (0.098P)^2 + 0.0282P] where P = (Fo^2 + 2Fc^2)/3
S = 1.10	(Δ/σ)max = 0.003
5526 reflections	Δρmax = 0.47 e Å^−3
321 parameters	Δρmin = −0.47 e Å^−3
4 restraints	Extinction correction: SHELXL97 (Sheldrick, 1997), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0100 (15)

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cl1	0.57238 (6)	0.23386 (3)	−0.37356 (5)	0.0707 (2)
Cl2	1.05429 (8)	0.09430 (4)	0.97627 (5)	0.0937 (3)
N1	0.6346 (2)	0.21356 (9)	−0.14242 (15)	0.0655 (5)
N2	0.77464 (13)	0.09541 (8)	0.18699 (13)	0.0445 (3)
N3	0.81594 (13)	0.13633 (8)	0.37216 (12)	0.0446 (3)
N4	0.96029 (17)	0.07158 (9)	0.74213 (14)	0.0577 (4)
N5	0.43046 (17)	0.12354 (12)	0.02748 (15)	0.0700 (5)
O1	0.61856 (12)	0.06948 (8)	0.44218 (11)	0.0557 (4)
O2	0.42929 (11)	0.10103 (7)	0.30200 (11)	0.0478 (3)
C1	0.62047 (17)	0.17898 (10)	−0.24289 (16)	0.0492 (4)
C2	0.6380 (2)	0.10549 (11)	−0.25206 (17)	0.0584 (5)
H2	0.6272	0.0840	−0.3261	0.070*
C3	0.67264 (19)	0.06432 (10)	−0.14676 (16)	0.0512 (4)
H3	0.6865	0.0141	−0.1488	0.061*
C4	0.68665 (16)	0.09751 (9)	−0.03877 (15)	0.0425 (4)
C5	0.6685 (2)	0.17182 (11)	−0.04152 (18)	0.0648 (6)
H5	0.6804	0.1952	0.0314	0.078*
C6	0.71737 (18)	0.05266 (10)	0.07618 (15)	0.0470 (4)
H6A	0.6409	0.0305	0.0745	0.056*
H6B	0.7738	0.0132	0.0773	0.056*
C7	0.90938 (18)	0.11067 (12)	0.23516 (19)	0.0592 (5)
H7A	0.9280	0.1493	0.1890	0.071*
H7B	0.9564	0.0669	0.2335	0.071*
C8	0.93886 (18)	0.13489 (14)	0.36452 (18)	0.0627 (6)
H8A	0.9948	0.1003	0.4226	0.075*
H8B	0.9773	0.1832	0.3800	0.075*
C9	0.79836 (17)	0.18699 (10)	0.45804 (15)	0.0490 (4)
H9A	0.7094	0.1912	0.4388	0.059*
H9B	0.8283	0.2352	0.4476	0.059*
C10	0.86473 (16)	0.16431 (9)	0.58967 (15)	0.0444 (4)
C11	0.88907 (19)	0.21595 (10)	0.68113 (17)	0.0534 (5)
H11	0.8657	0.2647	0.6610	0.064*
C12	0.9472 (2)	0.19589 (11)	0.80107 (18)	0.0603 (5)
H12	0.9637	0.2300	0.8635	0.072*
C13	0.98030 (19)	0.12305 (12)	0.82522 (17)	0.0562 (5)
C14	0.90268 (19)	0.09305 (10)	0.62582 (17)	0.0535 (5)
H14	0.8872	0.0577	0.5654	0.064*
C15	0.72511 (15)	0.11247 (8)	0.26738 (14)	0.0376 (4)
C16	0.59636 (15)	0.10763 (9)	0.24500 (14)	0.0399 (4)
C17	0.50451 (17)	0.11591 (10)	0.12433 (16)	0.0465 (4)
C18	0.55374 (15)	0.09107 (9)	0.34028 (15)	0.0405 (4)
C19	0.37527 (17)	0.08551 (11)	0.38943 (18)	0.0530 (5)
H19A	0.4081	0.1194	0.4575	0.064*
H19B	0.3962	0.0358	0.4205	0.064*
C20	0.2379 (2)	0.09370 (14)	0.3271 (2)	0.0708 (6)
H20A	0.2182	0.1424	0.2939	0.106*
H20B	0.2004	0.0857	0.3844	0.106*
H20C	0.2058	0.0583	0.2623	0.106*
C21	0.7923 (8)	0.4071 (5)	0.1866 (9)	0.108 (3)	0.613 (5)
H21A	0.8263	0.4325	0.2643	0.129*	0.613 (5)
H21B	0.8615	0.3966	0.1634	0.129*	0.613 (5)
C22	0.7386 (8)	0.3377 (5)	0.2029 (8)	0.119 (3)	0.613 (5)
H22A	0.6562	0.3322	0.1398	0.178*	0.613 (5)
H22B	0.7335	0.3373	0.2810	0.178*	0.613 (5)
H22C	0.7907	0.2978	0.1985	0.178*	0.613 (5)
O3	0.7106 (3)	0.45330 (18)	0.1015 (3)	0.1053 (14)	0.613 (5)
H3A	0.7471	0.4912	0.0981	0.158*	0.613 (5)
C21'	0.7618 (16)	0.3402 (6)	0.1591 (9)	0.101 (4)	0.387 (5)
H21C	0.6798	0.3185	0.1154	0.121*	0.387 (5)
H21D	0.8082	0.3382	0.1075	0.121*	0.387 (5)
C22'	0.7498 (11)	0.4170 (7)	0.1937 (13)	0.082 (3)	0.387 (5)
H22D	0.7507	0.4179	0.2743	0.122*	0.387 (5)
H22E	0.6723	0.4373	0.1370	0.122*	0.387 (5)
H22F	0.8185	0.4456	0.1924	0.122*	0.387 (5)
O3'	0.8243 (10)	0.3041 (5)	0.2652 (7)	0.167 (4)	0.387 (5)
H3'	0.7795	0.2716	0.2735	0.251*	0.387 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cl1	0.0953 (5)	0.0676 (4)	0.0461 (3)	0.0147 (3)	0.0252 (3)	0.0149 (2)
Cl2	0.1313 (6)	0.0942 (5)	0.0403 (3)	0.0332 (4)	0.0182 (3)	0.0041 (3)
N1	0.1084 (15)	0.0447 (9)	0.0477 (9)	0.0107 (9)	0.0357 (10)	0.0037 (7)
N2	0.0451 (8)	0.0528 (8)	0.0383 (8)	−0.0005 (6)	0.0197 (6)	0.0015 (6)
N3	0.0401 (7)	0.0529 (8)	0.0388 (8)	−0.0054 (6)	0.0138 (6)	−0.0039 (6)
N4	0.0749 (11)	0.0496 (9)	0.0436 (8)	0.0069 (8)	0.0184 (8)	−0.0011 (7)
N5	0.0596 (11)	0.0977 (14)	0.0407 (9)	0.0108 (10)	0.0074 (8)	−0.0022 (9)
O1	0.0487 (7)	0.0759 (9)	0.0412 (7)	0.0013 (6)	0.0166 (6)	0.0144 (6)
O2	0.0408 (6)	0.0591 (8)	0.0462 (7)	0.0039 (5)	0.0202 (5)	0.0074 (5)
C1	0.0573 (10)	0.0517 (10)	0.0396 (9)	0.0061 (8)	0.0203 (8)	0.0065 (8)
C2	0.0822 (14)	0.0536 (11)	0.0393 (10)	0.0070 (10)	0.0242 (9)	−0.0045 (8)
C3	0.0680 (12)	0.0424 (9)	0.0437 (9)	0.0073 (8)	0.0228 (9)	−0.0037 (7)
C4	0.0483 (9)	0.0432 (9)	0.0398 (9)	0.0022 (7)	0.0215 (7)	−0.0006 (7)
C5	0.1106 (18)	0.0455 (11)	0.0439 (11)	0.0086 (11)	0.0369 (11)	−0.0032 (8)
C6	0.0617 (11)	0.0422 (9)	0.0437 (9)	0.0047 (8)	0.0280 (8)	0.0001 (7)
C7	0.0484 (11)	0.0752 (13)	0.0612 (12)	−0.0016 (9)	0.0293 (9)	0.0033 (10)
C8	0.0419 (10)	0.0891 (16)	0.0547 (12)	−0.0080 (9)	0.0169 (9)	0.0030 (10)
C9	0.0572 (11)	0.0420 (9)	0.0412 (9)	−0.0040 (8)	0.0128 (8)	−0.0042 (7)
C10	0.0452 (9)	0.0432 (9)	0.0422 (9)	−0.0061 (7)	0.0146 (7)	−0.0056 (7)
C11	0.0669 (12)	0.0414 (9)	0.0479 (10)	−0.0041 (8)	0.0189 (9)	−0.0060 (8)
C12	0.0783 (13)	0.0530 (11)	0.0439 (10)	−0.0018 (10)	0.0185 (9)	−0.0141 (8)
C13	0.0631 (12)	0.0623 (12)	0.0382 (9)	0.0044 (9)	0.0150 (8)	−0.0039 (8)
C14	0.0675 (12)	0.0458 (10)	0.0416 (10)	−0.0022 (8)	0.0158 (9)	−0.0083 (7)
C15	0.0438 (9)	0.0353 (8)	0.0338 (8)	0.0009 (6)	0.0156 (7)	0.0051 (6)
C16	0.0406 (9)	0.0431 (8)	0.0343 (8)	0.0007 (7)	0.0133 (7)	−0.0003 (6)
C17	0.0451 (9)	0.0529 (10)	0.0416 (10)	0.0029 (8)	0.0175 (8)	−0.0012 (7)
C18	0.0406 (9)	0.0392 (8)	0.0409 (9)	−0.0004 (7)	0.0155 (7)	0.0010 (7)
C19	0.0501 (10)	0.0639 (12)	0.0512 (11)	−0.0019 (8)	0.0268 (9)	0.0025 (9)
C20	0.0550 (12)	0.0942 (17)	0.0724 (15)	0.0082 (11)	0.0350 (11)	0.0076 (12)
C21	0.105 (6)	0.097 (6)	0.119 (6)	−0.003 (4)	0.042 (5)	0.012 (4)
C22	0.105 (5)	0.094 (5)	0.110 (6)	0.002 (4)	−0.006 (5)	0.028 (5)
O3	0.104 (3)	0.077 (2)	0.101 (3)	−0.0091 (17)	0.005 (2)	0.0139 (19)
C21'	0.138 (9)	0.071 (7)	0.091 (8)	0.005 (6)	0.042 (6)	−0.002 (5)
C22'	0.070 (6)	0.073 (6)	0.093 (7)	−0.007 (4)	0.023 (5)	−0.034 (5)
O3'	0.243 (10)	0.125 (6)	0.117 (6)	0.021 (6)	0.055 (6)	0.043 (5)

Geometric parameters (Å, º)

Cl1—C1	1.7474 (18)	C9—H9B	0.9700
Cl2—C13	1.743 (2)	C10—C14	1.381 (3)
N1—C1	1.307 (2)	C10—C11	1.383 (2)
N1—C5	1.345 (2)	C11—C12	1.369 (3)
N2—C15	1.341 (2)	C11—H11	0.9300
N2—C6	1.449 (2)	C12—C13	1.377 (3)
N2—C7	1.465 (2)	C12—H12	0.9300
N3—C15	1.348 (2)	C14—H14	0.9300
N3—C9	1.454 (2)	C15—C16	1.416 (2)
N3—C8	1.470 (2)	C16—C17	1.420 (2)
N4—C13	1.316 (2)	C16—C18	1.445 (2)
N4—C14	1.339 (2)	C19—C20	1.477 (3)
N5—C17	1.143 (2)	C19—H19A	0.9700
O1—C18	1.2143 (19)	C19—H19B	0.9700
O2—C18	1.346 (2)	C20—H20A	0.9600
O2—C19	1.448 (2)	C20—H20B	0.9600
C1—C2	1.363 (3)	C20—H20C	0.9600
C2—C3	1.380 (3)	C21—O3	1.368 (7)
C2—H2	0.9300	C21—C22	1.456 (7)
C3—C4	1.375 (2)	C21—H21A	0.9700
C3—H3	0.9300	C21—H21B	0.9700
C4—C5	1.366 (3)	C22—H22A	0.9600
C4—C6	1.514 (2)	C22—H22B	0.9600
C5—H5	0.9300	C22—H22C	0.9600
C6—H6A	0.9700	O3—H3A	0.8200
C6—H6B	0.9700	C21'—O3'	1.354 (8)
C7—C8	1.511 (3)	C21'—C22'	1.479 (8)
C7—H7A	0.9700	C21'—H21C	0.9700
C7—H7B	0.9700	C21'—H21D	0.9700
C8—H8A	0.9700	C22'—H22D	0.9600
C8—H8B	0.9700	C22'—H22E	0.9600
C9—C10	1.508 (2)	C22'—H22F	0.9600
C9—H9A	0.9700	O3'—H3'	0.8200
C1—N1—C5	115.99 (16)	C10—C11—H11	119.7
C15—N2—C6	127.45 (15)	C11—C12—C13	117.11 (17)
C15—N2—C7	111.95 (15)	C11—C12—H12	121.4
C6—N2—C7	119.34 (15)	C13—C12—H12	121.4
C15—N3—C9	125.54 (15)	N4—C13—C12	125.09 (18)
C15—N3—C8	110.93 (14)	N4—C13—Cl2	115.78 (15)
C9—N3—C8	118.09 (15)	C12—C13—Cl2	119.13 (15)
C13—N4—C14	116.21 (17)	N4—C14—C10	124.29 (17)
C18—O2—C19	116.59 (13)	N4—C14—H14	117.9
N1—C1—C2	125.29 (17)	C10—C14—H14	117.9
N1—C1—Cl1	115.20 (14)	N2—C15—N3	109.83 (14)
C2—C1—Cl1	119.50 (14)	N2—C15—C16	125.19 (15)
C1—C2—C3	117.18 (17)	N3—C15—C16	124.97 (15)
C1—C2—H2	121.4	C15—C16—C17	119.70 (15)
C3—C2—H2	121.4	C15—C16—C18	122.35 (15)
C4—C3—C2	120.10 (17)	C17—C16—C18	117.89 (15)
C4—C3—H3	120.0	N5—C17—C16	179.1 (2)
C2—C3—H3	120.0	O1—C18—O2	122.51 (15)
C5—C4—C3	116.89 (16)	O1—C18—C16	126.00 (16)
C5—C4—C6	122.20 (15)	O2—C18—C16	111.47 (14)
C3—C4—C6	120.89 (15)	O2—C19—C20	108.09 (16)
N1—C5—C4	124.53 (17)	O2—C19—H19A	110.1
N1—C5—H5	117.7	C20—C19—H19A	110.1
C4—C5—H5	117.7	O2—C19—H19B	110.1
N2—C6—C4	113.42 (14)	C20—C19—H19B	110.1
N2—C6—H6A	108.9	H19A—C19—H19B	108.4
C4—C6—H6A	108.9	C19—C20—H20A	109.5
N2—C6—H6B	108.9	C19—C20—H20B	109.5
C4—C6—H6B	108.9	H20A—C20—H20B	109.5
H6A—C6—H6B	107.7	C19—C20—H20C	109.5
N2—C7—C8	103.12 (15)	H20A—C20—H20C	109.5
N2—C7—H7A	111.1	H20B—C20—H20C	109.5
C8—C7—H7A	111.1	O3—C21—C22	115.1 (7)
N2—C7—H7B	111.1	O3—C21—H21A	108.5
C8—C7—H7B	111.1	C22—C21—H21A	108.5
H7A—C7—H7B	109.1	O3—C21—H21B	108.5
N3—C8—C7	103.95 (15)	C22—C21—H21B	108.5
N3—C8—H8A	111.0	H21A—C21—H21B	107.5
C7—C8—H8A	111.0	C21—O3—H3A	109.5
N3—C8—H8B	111.0	O3'—C21'—C22'	105.7 (10)
C7—C8—H8B	111.0	O3'—C21'—H21C	110.6
H8A—C8—H8B	109.0	C22'—C21'—H21C	110.6
N3—C9—C10	114.01 (15)	O3'—C21'—H21D	110.6
N3—C9—H9A	108.8	C22'—C21'—H21D	110.6
C10—C9—H9A	108.8	H21C—C21'—H21D	108.7
N3—C9—H9B	108.8	C21'—C22'—H22D	109.5
C10—C9—H9B	108.8	C21'—C22'—H22E	109.5
H9A—C9—H9B	107.6	H22D—C22'—H22E	109.5
C14—C10—C11	116.77 (17)	C21'—C22'—H22F	109.5
C14—C10—C9	123.33 (16)	H22D—C22'—H22F	109.5
C11—C10—C9	119.89 (16)	H22E—C22'—H22F	109.5
C12—C11—C10	120.52 (18)	C21'—O3'—H3'	109.5
C12—C11—H11	119.7
C5—N1—C1—C2	−0.5 (3)	C14—N4—C13—Cl2	179.55 (16)
C5—N1—C1—Cl1	178.36 (16)	C11—C12—C13—N4	0.0 (3)
N1—C1—C2—C3	0.5 (3)	C11—C12—C13—Cl2	−179.86 (16)
Cl1—C1—C2—C3	−178.25 (16)	C13—N4—C14—C10	0.2 (3)
C1—C2—C3—C4	0.7 (3)	C11—C10—C14—N4	0.2 (3)
C2—C3—C4—C5	−1.9 (3)	C9—C10—C14—N4	−179.13 (19)
C2—C3—C4—C6	176.52 (18)	C6—N2—C15—N3	164.59 (15)
C1—N1—C5—C4	−0.9 (4)	C7—N2—C15—N3	−2.4 (2)
C3—C4—C5—N1	2.1 (3)	C6—N2—C15—C16	−16.6 (3)
C6—C4—C5—N1	−176.3 (2)	C7—N2—C15—C16	176.44 (16)
C15—N2—C6—C4	111.96 (18)	C9—N3—C15—N2	152.48 (16)
C7—N2—C6—C4	−81.92 (19)	C8—N3—C15—N2	−0.8 (2)
C5—C4—C6—N2	−23.8 (3)	C9—N3—C15—C16	−26.3 (2)
C3—C4—C6—N2	157.82 (17)	C8—N3—C15—C16	−179.58 (17)
C15—N2—C7—C8	4.3 (2)	N2—C15—C16—C17	−28.2 (2)
C6—N2—C7—C8	−163.84 (16)	N3—C15—C16—C17	150.44 (17)
C15—N3—C8—C7	3.4 (2)	N2—C15—C16—C18	148.90 (16)
C9—N3—C8—C7	−152.10 (17)	N3—C15—C16—C18	−32.5 (2)
N2—C7—C8—N3	−4.4 (2)	C15—C16—C17—N5	−94 (13)
C15—N3—C9—C10	135.53 (17)	C18—C16—C17—N5	89 (13)
C8—N3—C9—C10	−72.9 (2)	C19—O2—C18—O1	0.7 (2)
N3—C9—C10—C14	−20.7 (3)	C19—O2—C18—C16	179.48 (14)
N3—C9—C10—C11	160.07 (17)	C15—C16—C18—O1	−11.3 (3)
C14—C10—C11—C12	−0.5 (3)	C17—C16—C18—O1	165.86 (17)
C9—C10—C11—C12	178.83 (18)	C15—C16—C18—O2	170.03 (14)
C10—C11—C12—C13	0.4 (3)	C17—C16—C18—O2	−12.8 (2)
C14—N4—C13—C12	−0.3 (3)	C18—O2—C19—C20	−175.32 (16)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C9—H9A···O1	0.97	2.46	2.944 (2)	111
C19—H19B···O1^i	0.97	2.57	3.448 (2)	150
O3—H3A···O1^ii	0.82	2.30	3.086 (4)	160

Symmetry codes: (i) −x+1, −y, −z+1; (ii) −x+3/2, y+1/2, −z+1/2.