3-Ethylpentan-3-ol

The crystal structure of the title compound, C₇H₁₆O, has been determined at 150 (2) K following in situ crystal growth from the liquid. The structure contains four independent mol­ecules in the asymmetric unit, forming a fourfold cyclic arrangement via O—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 150 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.044
• wR factor = 0.117
• Data-to-parameter ratio = 19.2

checkCIF/PLATON results

No syntax errors found



Alert level B
ABSTM02_ALERT_3_B  The ratio of expected to reported Tmax/Tmin(RR') is < 0.75
            Tmin and Tmax reported:      0.693     0.975
            Tmin(prime) and Tmax expected:      0.963     1.000
            RR(prime) =      0.738
            Please check that your absorption correction is appropriate.
PLAT049_ALERT_1_B Calculated Density less than 1.0 gcm-3 .........       0.99
PLAT061_ALERT_3_B Tmax/Tmin Range Test RR' too Large .............       0.71

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

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

---

Computing details

Data collection: APEX2 (Bruker Nonius, 2004); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

3-ethyl-3-pentanol

Crystal data

C7H16O	Z = 8
Mr = 116.20	F(000) = 528
Triclinic, P1	Dx = 0.992 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.5552 (10) Å	Cell parameters from 5406 reflections
b = 11.2140 (9) Å	θ = 2.2–25.7°
c = 14.1681 (13) Å	µ = 0.06 mm^−1
α = 88.682 (3)°	T = 150 K
β = 72.512 (3)°	Cylinder, colourless
γ = 76.904 (4)°	0.60 × 0.20 (radius) mm
V = 1556.1 (2) Å^3

Data collection

Bruker–Nonius X8APEX-II CCD diffractometer	5870 independent reflections
Radiation source: fine-focus sealed tube	4402 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.049
ω and φ scans	θmax = 25.8°, θmin = 3.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003); ratio of minimum to maximum apparent transmission: 0.711045	h = −12→12
Tmin = 0.693, Tmax = 0.975	k = −13→13
35248 measured reflections	l = −17→16

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.117	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0499P)^2 + 0.3995P] where P = (Fo^2 + 2Fc^2)/3
5870 reflections	(Δ/σ)max < 0.001
305 parameters	Δρmax = 0.23 e Å^−3
0 restraints	Δρmin = −0.19 e Å^−3

Special details

Experimental. Grown in situ in 0.4 mm o.d. capillary at 258 K.

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
O1	0.40289 (12)	0.90260 (9)	0.77740 (7)	0.0315 (2)
H1	0.488 (2)	0.8898 (17)	0.7602 (14)	0.053 (6)*
C1	0.34684 (14)	0.99578 (13)	0.85685 (11)	0.0298 (3)
C11	0.19371 (14)	1.02633 (14)	0.87228 (11)	0.0334 (3)
H11A	0.1773	1.0547	0.8094	0.040*
H11B	0.1602	0.9503	0.8877	0.040*
C12	0.11041 (17)	1.12344 (17)	0.95413 (14)	0.0504 (5)
H12A	0.0135	1.1369	0.9594	0.076*
H12B	0.1401	1.2002	0.9385	0.076*
H12C	0.1241	1.0957	1.0172	0.076*
C13	0.38380 (17)	0.94505 (16)	0.94897 (12)	0.0428 (4)
H13A	0.4845	0.9206	0.9317	0.051*
H13B	0.3518	1.0122	1.0007	0.051*
C14	0.3269 (2)	0.83686 (17)	0.99320 (13)	0.0529 (5)
H14A	0.3563	0.8127	1.0516	0.079*
H14B	0.3606	0.7680	0.9440	0.079*
H14C	0.2270	0.8599	1.0126	0.079*
C15	0.41021 (17)	1.10562 (14)	0.82482 (14)	0.0461 (4)
H15A	0.3728	1.1689	0.8798	0.055*
H15B	0.5098	1.0790	0.8139	0.055*
C16	0.38705 (19)	1.16378 (16)	0.73209 (16)	0.0631 (6)
H16A	0.4306	1.2334	0.7178	0.095*
H16B	0.2888	1.1924	0.7422	0.095*
H16C	0.4268	1.1032	0.6762	0.095*
O2	0.38796 (10)	0.65997 (10)	0.76864 (7)	0.0297 (2)
H2	0.3789 (18)	0.7372 (18)	0.7787 (13)	0.052 (5)*
C2	0.29072 (13)	0.64111 (12)	0.72043 (10)	0.0253 (3)
C21	0.34258 (15)	0.50924 (13)	0.67860 (12)	0.0331 (3)
H21A	0.3451	0.4544	0.7341	0.040*
H21B	0.4374	0.4991	0.6346	0.040*
C22	0.25841 (17)	0.46803 (15)	0.62060 (12)	0.0396 (4)
H22A	0.2990	0.3825	0.5966	0.059*
H22B	0.2573	0.5199	0.5641	0.059*
H22C	0.1648	0.4751	0.6638	0.059*
C23	0.15020 (15)	0.66230 (14)	0.79861 (11)	0.0322 (3)
H23A	0.1239	0.7485	0.8245	0.039*
H23B	0.0828	0.6511	0.7657	0.039*
C24	0.14012 (19)	0.57976 (17)	0.88572 (12)	0.0484 (4)
H24A	0.0470	0.6006	0.9314	0.073*
H24B	0.2044	0.5914	0.9203	0.073*
H24C	0.1625	0.4940	0.8616	0.073*
C25	0.28532 (15)	0.73408 (14)	0.64017 (11)	0.0318 (3)
H25A	0.2180	0.7209	0.6080	0.038*
H25B	0.2520	0.8175	0.6723	0.038*
C26	0.42064 (18)	0.72830 (18)	0.56046 (12)	0.0469 (4)
H26A	0.4080	0.7906	0.5124	0.070*
H26B	0.4535	0.6469	0.5266	0.070*
H26C	0.4877	0.7437	0.5910	0.070*
O3	0.66917 (11)	0.58633 (9)	0.72772 (7)	0.0311 (2)
H3	0.581 (2)	0.5997 (17)	0.7388 (14)	0.053 (6)*
C3	0.71170 (14)	0.48503 (12)	0.78489 (10)	0.0265 (3)
C31	0.66539 (15)	0.37452 (13)	0.75734 (11)	0.0321 (3)
H31A	0.6916	0.3056	0.7978	0.039*
H31B	0.5645	0.3956	0.7751	0.039*
C32	0.72343 (18)	0.33130 (15)	0.64872 (12)	0.0417 (4)
H32A	0.6879	0.2610	0.6378	0.063*
H32B	0.8232	0.3070	0.6306	0.063*
H32C	0.6965	0.3980	0.6077	0.063*
C33	0.86688 (14)	0.46344 (13)	0.75528 (11)	0.0307 (3)
H33A	0.9041	0.4479	0.6826	0.037*
H33B	0.8906	0.5392	0.7718	0.037*
C34	0.93606 (16)	0.35711 (15)	0.80487 (13)	0.0437 (4)
H34A	1.0350	0.3494	0.7819	0.066*
H34B	0.9154	0.2810	0.7877	0.066*
H34C	0.9022	0.3726	0.8769	0.066*
C35	0.64336 (16)	0.51971 (14)	0.89532 (11)	0.0362 (4)
H35A	0.5432	0.5391	0.9082	0.043*
H35B	0.6671	0.4473	0.9333	0.043*
C36	0.6810 (2)	0.62704 (17)	0.93451 (13)	0.0518 (5)
H36A	0.6319	0.6423	1.0053	0.078*
H36B	0.6560	0.7001	0.8988	0.078*
H36C	0.7795	0.6081	0.9247	0.078*
O4	0.68743 (11)	0.82986 (10)	0.70223 (8)	0.0378 (3)
H4	0.7007 (18)	0.7555 (18)	0.7003 (13)	0.047 (5)*
C4	0.78629 (14)	0.87387 (12)	0.62269 (11)	0.0292 (3)
C41	0.92051 (14)	0.77709 (12)	0.59159 (11)	0.0301 (3)
H41A	0.9924	0.8160	0.5502	0.036*
H41B	0.9458	0.7505	0.6519	0.036*
C42	0.92080 (17)	0.66394 (14)	0.53459 (12)	0.0396 (4)
H42A	1.0110	0.6078	0.5188	0.059*
H42B	0.8998	0.6882	0.4731	0.059*
H42C	0.8518	0.6229	0.5751	0.059*
C43	0.72389 (16)	0.90298 (15)	0.53814 (13)	0.0425 (4)
H43A	0.6372	0.9655	0.5631	0.051*
H43B	0.7014	0.8279	0.5188	0.051*
C44	0.8139 (2)	0.94965 (18)	0.44555 (14)	0.0573 (5)
H44A	0.7659	0.9651	0.3955	0.086*
H44B	0.8994	0.8878	0.4189	0.086*
H44C	0.8342	1.0259	0.4629	0.086*
C45	0.80438 (17)	0.99005 (14)	0.66552 (13)	0.0424 (4)
H45A	0.8663	1.0269	0.6122	0.051*
H45B	0.7147	1.0492	0.6864	0.051*
C46	0.8607 (2)	0.97319 (19)	0.75291 (14)	0.0628 (6)
H46A	0.8679	1.0527	0.7753	0.094*
H46B	0.9513	0.9174	0.7327	0.094*
H46C	0.7994	0.9386	0.8071	0.094*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.0303 (6)	0.0278 (5)	0.0322 (6)	−0.0060 (4)	−0.0034 (5)	−0.0066 (4)
C1	0.0257 (8)	0.0273 (7)	0.0327 (8)	−0.0057 (6)	−0.0029 (6)	−0.0092 (6)
C11	0.0265 (8)	0.0367 (8)	0.0351 (8)	−0.0081 (6)	−0.0062 (6)	0.0022 (7)
C12	0.0323 (9)	0.0503 (10)	0.0532 (11)	0.0023 (8)	0.0014 (8)	−0.0036 (9)
C13	0.0316 (9)	0.0560 (10)	0.0388 (9)	−0.0024 (7)	−0.0123 (7)	−0.0141 (8)
C14	0.0586 (12)	0.0625 (12)	0.0329 (9)	−0.0048 (9)	−0.0140 (8)	0.0081 (8)
C15	0.0339 (9)	0.0324 (9)	0.0615 (11)	−0.0121 (7)	0.0057 (8)	−0.0159 (8)
C16	0.0469 (11)	0.0330 (9)	0.0889 (15)	−0.0095 (8)	0.0091 (10)	0.0136 (9)
O2	0.0303 (6)	0.0266 (6)	0.0365 (6)	−0.0073 (4)	−0.0155 (5)	−0.0004 (4)
C2	0.0221 (7)	0.0272 (7)	0.0283 (7)	−0.0067 (6)	−0.0092 (6)	0.0002 (6)
C21	0.0305 (8)	0.0300 (8)	0.0392 (8)	−0.0061 (6)	−0.0113 (7)	−0.0039 (7)
C22	0.0408 (9)	0.0403 (9)	0.0402 (9)	−0.0140 (7)	−0.0119 (7)	−0.0067 (7)
C23	0.0293 (8)	0.0365 (8)	0.0312 (8)	−0.0106 (6)	−0.0074 (6)	0.0003 (6)
C24	0.0531 (11)	0.0619 (11)	0.0336 (9)	−0.0272 (9)	−0.0084 (8)	0.0094 (8)
C25	0.0321 (8)	0.0344 (8)	0.0316 (8)	−0.0114 (6)	−0.0113 (6)	0.0052 (6)
C26	0.0466 (10)	0.0655 (11)	0.0328 (9)	−0.0287 (9)	−0.0071 (8)	0.0088 (8)
O3	0.0265 (6)	0.0279 (5)	0.0344 (6)	−0.0045 (4)	−0.0046 (5)	0.0107 (4)
C3	0.0245 (7)	0.0266 (7)	0.0252 (7)	−0.0050 (6)	−0.0039 (6)	0.0073 (6)
C31	0.0306 (8)	0.0309 (8)	0.0356 (8)	−0.0100 (6)	−0.0099 (7)	0.0114 (6)
C32	0.0524 (10)	0.0349 (8)	0.0397 (9)	−0.0107 (7)	−0.0162 (8)	0.0016 (7)
C33	0.0256 (8)	0.0328 (8)	0.0307 (8)	−0.0063 (6)	−0.0044 (6)	0.0037 (6)
C34	0.0319 (9)	0.0479 (10)	0.0489 (10)	−0.0026 (7)	−0.0140 (8)	0.0098 (8)
C35	0.0311 (8)	0.0421 (9)	0.0282 (8)	−0.0041 (7)	−0.0019 (6)	0.0037 (7)
C36	0.0572 (12)	0.0521 (11)	0.0401 (10)	−0.0042 (9)	−0.0112 (8)	−0.0102 (8)
O4	0.0337 (6)	0.0272 (6)	0.0410 (6)	−0.0097 (5)	0.0077 (5)	0.0038 (5)
C4	0.0233 (7)	0.0255 (7)	0.0328 (8)	−0.0071 (6)	0.0010 (6)	0.0051 (6)
C41	0.0267 (8)	0.0292 (7)	0.0293 (7)	−0.0037 (6)	−0.0030 (6)	0.0014 (6)
C42	0.0426 (9)	0.0313 (8)	0.0345 (8)	−0.0083 (7)	0.0037 (7)	−0.0012 (7)
C43	0.0307 (9)	0.0434 (9)	0.0524 (10)	−0.0089 (7)	−0.0120 (8)	0.0162 (8)
C44	0.0568 (12)	0.0668 (12)	0.0525 (11)	−0.0205 (10)	−0.0204 (9)	0.0312 (10)
C45	0.0359 (9)	0.0276 (8)	0.0511 (10)	−0.0082 (7)	0.0063 (8)	−0.0041 (7)
C46	0.0765 (14)	0.0613 (12)	0.0489 (11)	−0.0292 (11)	−0.0046 (10)	−0.0210 (10)

Geometric parameters (Å, º)

O1—C1	1.4431 (17)	O3—C3	1.4468 (16)
O1—H1	0.84 (2)	O3—H3	0.87 (2)
C1—C11	1.523 (2)	C3—C33	1.5262 (19)
C1—C15	1.528 (2)	C3—C31	1.529 (2)
C1—C13	1.533 (2)	C3—C35	1.530 (2)
C11—C12	1.522 (2)	C31—C32	1.520 (2)
C11—H11A	0.990	C31—H31A	0.990
C11—H11B	0.990	C31—H31B	0.990
C12—H12A	0.980	C32—H32A	0.980
C12—H12B	0.980	C32—H32B	0.980
C12—H12C	0.980	C32—H32C	0.980
C13—C14	1.515 (3)	C33—C34	1.524 (2)
C13—H13A	0.990	C33—H33A	0.990
C13—H13B	0.990	C33—H33B	0.990
C14—H14A	0.980	C34—H34A	0.980
C14—H14B	0.980	C34—H34B	0.980
C14—H14C	0.980	C34—H34C	0.980
C15—C16	1.514 (3)	C35—C36	1.515 (2)
C15—H15A	0.990	C35—H35A	0.990
C15—H15B	0.990	C35—H35B	0.990
C16—H16A	0.980	C36—H36A	0.980
C16—H16B	0.980	C36—H36B	0.980
C16—H16C	0.980	C36—H36C	0.980
O2—C2	1.4460 (16)	O4—C4	1.4503 (16)
O2—H2	0.86 (2)	O4—H4	0.81 (2)
C2—C21	1.5220 (19)	C4—C45	1.523 (2)
C2—C25	1.5300 (19)	C4—C41	1.5262 (19)
C2—C23	1.5324 (19)	C4—C43	1.528 (2)
C21—C22	1.523 (2)	C41—C42	1.519 (2)
C21—H21A	0.990	C41—H41A	0.990
C21—H21B	0.990	C41—H41B	0.990
C22—H22A	0.980	C42—H42A	0.980
C22—H22B	0.980	C42—H42B	0.980
C22—H22C	0.980	C42—H42C	0.980
C23—C24	1.518 (2)	C43—C44	1.531 (2)
C23—H23A	0.990	C43—H43A	0.990
C23—H23B	0.990	C43—H43B	0.990
C24—H24A	0.980	C44—H44A	0.980
C24—H24B	0.980	C44—H44B	0.980
C24—H24C	0.980	C44—H44C	0.980
C25—C26	1.520 (2)	C45—C46	1.518 (3)
C25—H25A	0.990	C45—H45A	0.990
C25—H25B	0.990	C45—H45B	0.990
C26—H26A	0.980	C46—H46A	0.980
C26—H26B	0.980	C46—H46B	0.980
C26—H26C	0.980	C46—H46C	0.980
C1—O1—H1	108.7 (13)	C3—O3—H3	109.1 (12)
O1—C1—C11	104.77 (11)	O3—C3—C33	105.04 (10)
O1—C1—C15	108.55 (12)	O3—C3—C31	108.10 (11)
C11—C1—C15	112.51 (13)	C33—C3—C31	112.32 (12)
O1—C1—C13	109.24 (12)	O3—C3—C35	109.22 (11)
C11—C1—C13	112.74 (12)	C33—C3—C35	112.66 (12)
C15—C1—C13	108.86 (13)	C31—C3—C35	109.31 (11)
C12—C11—C1	114.86 (13)	C32—C31—C3	115.09 (12)
C12—C11—H11A	108.6	C32—C31—H31A	108.5
C1—C11—H11A	108.6	C3—C31—H31A	108.5
C12—C11—H11B	108.6	C32—C31—H31B	108.5
C1—C11—H11B	108.6	C3—C31—H31B	108.5
H11A—C11—H11B	107.5	H31A—C31—H31B	107.5
C11—C12—H12A	109.5	C31—C32—H32A	109.5
C11—C12—H12B	109.5	C31—C32—H32B	109.5
H12A—C12—H12B	109.5	H32A—C32—H32B	109.5
C11—C12—H12C	109.5	C31—C32—H32C	109.5
H12A—C12—H12C	109.5	H32A—C32—H32C	109.5
H12B—C12—H12C	109.5	H32B—C32—H32C	109.5
C14—C13—C1	116.52 (13)	C34—C33—C3	114.61 (12)
C14—C13—H13A	108.2	C34—C33—H33A	108.6
C1—C13—H13A	108.2	C3—C33—H33A	108.6
C14—C13—H13B	108.2	C34—C33—H33B	108.6
C1—C13—H13B	108.2	C3—C33—H33B	108.6
H13A—C13—H13B	107.3	H33A—C33—H33B	107.6
C13—C14—H14A	109.5	C33—C34—H34A	109.5
C13—C14—H14B	109.5	C33—C34—H34B	109.5
H14A—C14—H14B	109.5	H34A—C34—H34B	109.5
C13—C14—H14C	109.5	C33—C34—H34C	109.5
H14A—C14—H14C	109.5	H34A—C34—H34C	109.5
H14B—C14—H14C	109.5	H34B—C34—H34C	109.5
C16—C15—C1	115.38 (15)	C36—C35—C3	115.64 (13)
C16—C15—H15A	108.4	C36—C35—H35A	108.4
C1—C15—H15A	108.4	C3—C35—H35A	108.4
C16—C15—H15B	108.4	C36—C35—H35B	108.4
C1—C15—H15B	108.4	C3—C35—H35B	108.4
H15A—C15—H15B	107.5	H35A—C35—H35B	107.4
C15—C16—H16A	109.5	C35—C36—H36A	109.5
C15—C16—H16B	109.5	C35—C36—H36B	109.5
H16A—C16—H16B	109.5	H36A—C36—H36B	109.5
C15—C16—H16C	109.5	C35—C36—H36C	109.5
H16A—C16—H16C	109.5	H36A—C36—H36C	109.5
H16B—C16—H16C	109.5	H36B—C36—H36C	109.5
C2—O2—H2	109.7 (12)	C4—O4—H4	112.5 (13)
O2—C2—C21	105.01 (11)	O4—C4—C45	105.39 (11)
O2—C2—C25	109.17 (11)	O4—C4—C41	109.70 (11)
C21—C2—C25	112.82 (12)	C45—C4—C41	111.04 (12)
O2—C2—C23	108.01 (11)	O4—C4—C43	107.13 (12)
C21—C2—C23	112.38 (12)	C45—C4—C43	110.84 (12)
C25—C2—C23	109.24 (11)	C41—C4—C43	112.41 (12)
C2—C21—C22	115.05 (12)	C42—C41—C4	116.06 (13)
C2—C21—H21A	108.5	C42—C41—H41A	108.3
C22—C21—H21A	108.5	C4—C41—H41A	108.3
C2—C21—H21B	108.5	C42—C41—H41B	108.3
C22—C21—H21B	108.5	C4—C41—H41B	108.3
H21A—C21—H21B	107.5	H41A—C41—H41B	107.4
C21—C22—H22A	109.5	C41—C42—H42A	109.5
C21—C22—H22B	109.5	C41—C42—H42B	109.5
H22A—C22—H22B	109.5	H42A—C42—H42B	109.5
C21—C22—H22C	109.5	C41—C42—H42C	109.5
H22A—C22—H22C	109.5	H42A—C42—H42C	109.5
H22B—C22—H22C	109.5	H42B—C42—H42C	109.5
C24—C23—C2	115.67 (13)	C4—C43—C44	115.36 (13)
C24—C23—H23A	108.4	C4—C43—H43A	108.4
C2—C23—H23A	108.4	C44—C43—H43A	108.4
C24—C23—H23B	108.4	C4—C43—H43B	108.4
C2—C23—H23B	108.4	C44—C43—H43B	108.4
H23A—C23—H23B	107.4	H43A—C43—H43B	107.5
C23—C24—H24A	109.5	C43—C44—H44A	109.5
C23—C24—H24B	109.5	C43—C44—H44B	109.5
H24A—C24—H24B	109.5	H44A—C44—H44B	109.5
C23—C24—H24C	109.5	C43—C44—H44C	109.5
H24A—C24—H24C	109.5	H44A—C44—H44C	109.5
H24B—C24—H24C	109.5	H44B—C44—H44C	109.5
C26—C25—C2	114.90 (13)	C46—C45—C4	115.63 (14)
C26—C25—H25A	108.5	C46—C45—H45A	108.4
C2—C25—H25A	108.5	C4—C45—H45A	108.4
C26—C25—H25B	108.5	C46—C45—H45B	108.4
C2—C25—H25B	108.5	C4—C45—H45B	108.4
H25A—C25—H25B	107.5	H45A—C45—H45B	107.4
C25—C26—H26A	109.5	C45—C46—H46A	109.5
C25—C26—H26B	109.5	C45—C46—H46B	109.5
H26A—C26—H26B	109.5	H46A—C46—H46B	109.5
C25—C26—H26C	109.5	C45—C46—H46C	109.5
H26A—C26—H26C	109.5	H46A—C46—H46C	109.5
H26B—C26—H26C	109.5	H46B—C46—H46C	109.5
O1—C1—C11—C12	179.62 (12)	O3—C3—C31—C32	60.06 (16)
C15—C1—C11—C12	−62.65 (18)	C33—C3—C31—C32	−55.35 (16)
C13—C1—C11—C12	60.93 (17)	C35—C3—C31—C32	178.84 (13)
O1—C1—C13—C14	−62.97 (17)	O3—C3—C33—C34	−178.48 (12)
C11—C1—C13—C14	53.08 (18)	C31—C3—C33—C34	−61.23 (17)
C15—C1—C13—C14	178.65 (14)	C35—C3—C33—C34	62.74 (17)
O1—C1—C15—C16	59.15 (17)	O3—C3—C35—C36	−62.85 (17)
C11—C1—C15—C16	−56.33 (18)	C33—C3—C35—C36	53.46 (17)
C13—C1—C15—C16	177.96 (13)	C31—C3—C35—C36	179.07 (13)
O2—C2—C21—C22	−178.14 (12)	O4—C4—C41—C42	72.21 (16)
C25—C2—C21—C22	−59.35 (17)	C45—C4—C41—C42	−171.70 (12)
C23—C2—C21—C22	64.69 (17)	C43—C4—C41—C42	−46.88 (16)
O2—C2—C23—C24	−59.26 (16)	O4—C4—C43—C44	−179.22 (14)
C21—C2—C23—C24	56.11 (17)	C45—C4—C43—C44	66.29 (18)
C25—C2—C23—C24	−177.89 (13)	C41—C4—C43—C44	−58.64 (18)
O2—C2—C25—C26	58.77 (16)	O4—C4—C45—C46	62.17 (17)
C21—C2—C25—C26	−57.57 (17)	C41—C4—C45—C46	−56.55 (18)
C23—C2—C25—C26	176.67 (13)	C43—C4—C45—C46	177.75 (14)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O4	0.84 (2)	1.98 (2)	2.7977 (16)	167.7 (18)
O2—H2···O1	0.86 (2)	1.93 (2)	2.7686 (14)	165.8 (17)
O3—H3···O2	0.87 (2)	1.92 (2)	2.7759 (15)	169.4 (18)
O4—H4···O3	0.81 (2)	2.01 (2)	2.7888 (15)	160.5 (18)