(aR,1R,2S,5R)-5-Methyl-2-(1-methyl-1-phenyl­ethyl)cyclo­hexyl (4-tert-butyl­cyclo­hexyl­idene)acetate

Wu, J.-L.

doi:10.1107/S1600536806022896

Buy article online - an online subscription or single-article purchase is required to access this article.

(aR,1R,2S,5R)-5-Methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (4-tert-butylcyclohexylidene)acetate

J.-L. Wu

In the molecule of the title compound, C₂₈H₄₂O₂, the two cyclohexane rings adopt chair conformations. The olefinic bond and carbonyl group are approximately coplanar.

Read article Similar articles

Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806022896/hk2061sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536806022896/hk2061Isup2.hkl Contains datablock I

CCDC reference: 613728

checkCIF report

Key indicators

Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.002 Å
R factor = 0.033
wR factor = 0.061
Data-to-parameter ratio = 21.3

checkCIF/PLATON results

No syntax errors found



Alert level C
STRVA01_ALERT_4_C           Flack test results are ambiguous.
           From the CIF: _refine_ls_abs_structure_Flack    0.460
           From the CIF: _refine_ls_abs_structure_Flack_su    0.080
PLAT033_ALERT_2_C Flack Parameter Value Deviates from Zero .......       0.46
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C7     -   C9      ..       5.68 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C25    -   C26     ..       6.30 su
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C20
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C25

Alert level G
REFLT03_ALERT_4_G  ALERT: MoKa measured Friedel data cannot be used to
                   determine absolute structure in a light-atom
                   study EXCEPT under VERY special conditions.
                   It is preferred that Friedel data is merged in such cases.
           From the CIF: _diffrn_reflns_theta_max           27.48
           From the CIF: _reflns_number_total               5828
           Count of symmetry unique reflns         3032
           Completeness (_total/calc)            192.22%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      2796
           Fraction of Friedel pairs measured     0.922
           Are heavy atom types Z>Si present         no

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 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
   2 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: CrystalStructure.

(I) top

Crystal data top

C₂₈H₄₂O₂	D_x = 1.063 Mg m⁻³
M_r = 410.64	Mo Kα radiation, λ = 0.71075 Å
Tetragonal, P4₁	Cell parameters from 17054 reflections
Hall symbol: P 4w	θ = 3.3–27.5°
a = 11.909 (4) Å	µ = 0.06 mm⁻¹
c = 18.083 (4) Å	T = 298 K
V = 2564.5 (12) Å³	Block, colorless
Z = 4	0.42 × 0.39 × 0.36 mm
F(000) = 904.00

Data collection top

Rigaku R-AXIS RAPID-S diffractometer	R_int = 0.040
Detector resolution: 10.00 pixels mm^-1	θ_max = 27.5°
ω scans	h = −15→15
24932 measured reflections	k = −15→13
5828 independent reflections	l = −23→22
2994 reflections with F² > 2σ(F²)

Refinement top

Refinement on F²	(Δ/σ)_max < 0.001
R[F² > 2σ(F²)] = 0.033	Δρ_max = 0.13 e Å⁻³
wR(F²) = 0.061	Δρ_min = −0.15 e Å⁻³
S = 1.00	Extinction correction: Larson (1970)
5828 reflections	Extinction coefficient: 768 (34)
273 parameters	Absolute structure: Flack (1983), with 671 Friedel Pairs
H-atom parameters constrained	Absolute structure parameter: 0.46 (8)
w = 1/[0.7900σ(F_o²)]/(4F_o²)

Special details top

Refinement. Refinement using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F². R-factor (gt) are based on F. The threshold expression of F² > 2.0 σ(F²) is used only for calculating R-factor (gt).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
O1	0.86330 (8)	0.24967 (8)	0.31409 (5)	0.0558 (3)
O2	0.70697 (11)	0.17712 (11)	0.36292 (6)	0.0868 (4)
C1	0.81370 (12)	0.25343 (12)	0.24062 (6)	0.0520 (4)
C2	0.86073 (12)	0.15448 (12)	0.19879 (8)	0.0612 (5)
C3	0.82672 (13)	0.15278 (13)	0.11737 (8)	0.0656 (5)
C4	0.86286 (14)	0.26266 (14)	0.08326 (8)	0.0702 (5)
C5	0.81150 (13)	0.36205 (13)	0.12339 (6)	0.0693 (5)
C6	0.84284 (12)	0.36694 (12)	0.20616 (6)	0.0544 (4)
C7	0.79018 (14)	0.47024 (13)	0.24667 (8)	0.0665 (5)
C8	0.8171 (2)	0.57830 (14)	0.20270 (10)	0.0910 (8)
C9	0.66190 (16)	0.45860 (18)	0.25050 (11)	0.0879 (8)
C10	0.83928 (13)	0.48706 (12)	0.32420 (8)	0.0577 (5)
C11	0.95188 (13)	0.51192 (13)	0.33214 (8)	0.0672 (5)
C12	0.99836 (16)	0.53503 (14)	0.39979 (10)	0.0801 (6)
C13	0.9339 (2)	0.53396 (14)	0.46274 (10)	0.0836 (7)
C14	0.8231 (2)	0.50838 (13)	0.45682 (9)	0.0796 (6)
C15	0.77547 (14)	0.48513 (12)	0.38854 (9)	0.0697 (6)
C16	0.87543 (17)	0.05184 (16)	0.07734 (10)	0.0999 (7)
C17	0.80178 (14)	0.20835 (13)	0.37031 (8)	0.0581 (5)
C18	0.86865 (13)	0.21148 (12)	0.43843 (8)	0.0624 (5)
C19	0.83283 (14)	0.18840 (12)	0.50657 (8)	0.0620 (5)
C20	0.90955 (14)	0.19982 (18)	0.57206 (8)	0.0899 (6)
C21	0.86112 (12)	0.28335 (16)	0.62844 (8)	0.0790 (6)
C22	0.74242 (13)	0.25252 (12)	0.65200 (6)	0.0570 (4)
C23	0.67031 (12)	0.24009 (13)	0.58329 (6)	0.0612 (5)
C24	0.71662 (14)	0.15640 (13)	0.52777 (8)	0.0680 (5)
C25	0.69193 (14)	0.33186 (14)	0.71100 (8)	0.0683 (5)
C26	0.57600 (16)	0.29000 (17)	0.73370 (9)	0.0787 (7)
C27	0.76396 (18)	0.3302 (2)	0.78073 (8)	0.1119 (8)
C28	0.6801 (2)	0.45120 (17)	0.68270 (10)	0.0948 (9)
H1	0.7320	0.2460	0.2445	0.062*
H3	0.7447	0.1482	0.1147	0.079*
H6	0.9246	0.3753	0.2090	0.065*
H11	0.9975	0.5130	0.2904	0.081*
H12	1.0745	0.5516	0.4031	0.096*
H13	0.9654	0.5504	0.5085	0.100*
H14	0.7786	0.5064	0.4991	0.096*
H15	0.6994	0.4679	0.3857	0.084*
H18	0.9437	0.2316	0.4336	0.075*
H21	0.9420	0.1572	0.2017	0.073*
H22	0.8339	0.0861	0.2219	0.073*
H41	0.9440	0.2683	0.0858	0.084*
H42	0.8392	0.2643	0.0319	0.084*
H51	0.8374	0.4305	0.0998	0.083*
H52	0.7304	0.3571	0.1193	0.083*
H81	0.7821	0.5745	0.1549	0.109*
H82	0.7890	0.6423	0.2291	0.109*
H83	0.8969	0.5852	0.1968	0.109*
H91	0.6325	0.4482	0.2016	0.106*
H92	0.6427	0.3950	0.2806	0.106*
H93	0.6303	0.5253	0.2718	0.106*
H161	0.9559	0.0552	0.0790	0.120*
H162	0.8509	0.0523	0.0268	0.120*
H163	0.8503	−0.0158	0.1010	0.120*
H201	0.9182	0.1271	0.5955	0.108*
H202	0.9822	0.2265	0.5554	0.108*
H211	0.9090	0.2841	0.6718	0.095*
H212	0.8600	0.3576	0.6063	0.095*
H221	0.7469	0.1779	0.6747	0.068*
H231	0.5961	0.2154	0.5983	0.073*
H232	0.6647	0.3128	0.5594	0.073*
H241	0.7173	0.0821	0.5497	0.082*
H242	0.6694	0.1559	0.4841	0.082*
H261	0.5488	0.3341	0.7744	0.094*
H262	0.5253	0.2969	0.6927	0.094*
H263	0.5809	0.2127	0.7484	0.094*
H271	0.8347	0.3659	0.7708	0.134*
H272	0.7259	0.3697	0.8196	0.134*
H273	0.7767	0.2538	0.7956	0.134*
H281	0.6383	0.4509	0.6373	0.114*
H282	0.7533	0.4824	0.6741	0.114*
H283	0.6413	0.4958	0.7188	0.114*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1	0.0517 (6)	0.0633 (7)	0.0526 (5)	−0.0008 (5)	0.0025 (5)	0.0057 (5)
O2	0.0712 (8)	0.1235 (11)	0.0657 (6)	−0.0337 (8)	0.0079 (6)	0.0017 (6)
C1	0.0458 (9)	0.0572 (10)	0.0530 (8)	−0.0000 (7)	−0.0011 (7)	0.0016 (7)
C2	0.0580 (10)	0.0558 (10)	0.0699 (9)	−0.0017 (8)	0.0036 (8)	0.0004 (8)
C3	0.0601 (11)	0.0708 (12)	0.0658 (10)	−0.0023 (9)	0.0021 (8)	−0.0105 (9)
C4	0.0717 (12)	0.0831 (13)	0.0558 (9)	−0.0051 (10)	0.0001 (8)	−0.0006 (8)
C5	0.0730 (12)	0.0713 (12)	0.0635 (9)	−0.0002 (10)	−0.0075 (8)	0.0084 (9)
C6	0.0517 (9)	0.0544 (10)	0.0570 (8)	0.0013 (8)	−0.0037 (7)	0.0044 (7)
C7	0.0663 (12)	0.0511 (11)	0.0821 (11)	0.0111 (9)	−0.0149 (9)	−0.0039 (8)
C8	0.120 (2)	0.0594 (13)	0.0932 (13)	0.0111 (14)	−0.0160 (15)	0.0056 (11)
C9	0.0734 (14)	0.0802 (17)	0.1102 (17)	0.0307 (12)	−0.0201 (12)	−0.0113 (14)
C10	0.0583 (11)	0.0476 (10)	0.0673 (9)	0.0075 (8)	−0.0038 (9)	−0.0046 (8)
C11	0.0644 (12)	0.0686 (11)	0.0687 (10)	0.0012 (9)	−0.0017 (9)	−0.0058 (8)
C12	0.0693 (13)	0.0800 (14)	0.0911 (12)	0.0025 (10)	−0.0144 (11)	−0.0156 (10)
C13	0.1047 (16)	0.0690 (13)	0.0771 (12)	0.0099 (12)	−0.0193 (12)	−0.0106 (10)
C14	0.1059 (17)	0.0603 (12)	0.0727 (12)	0.0121 (11)	0.0204 (11)	−0.0003 (9)
C15	0.0637 (12)	0.0541 (11)	0.0914 (13)	0.0031 (9)	0.0088 (10)	−0.0040 (9)
C16	0.1148 (17)	0.0868 (15)	0.0980 (13)	0.0037 (13)	0.0122 (12)	−0.0300 (11)
C17	0.0593 (11)	0.0563 (10)	0.0589 (9)	0.0008 (9)	0.0094 (9)	−0.0010 (7)
C18	0.0543 (10)	0.0722 (11)	0.0606 (9)	0.0100 (8)	0.0044 (8)	0.0015 (8)
C19	0.0704 (12)	0.0608 (11)	0.0550 (9)	0.0163 (9)	0.0040 (8)	0.0025 (7)
C20	0.0683 (12)	0.1346 (18)	0.0667 (10)	0.0252 (12)	−0.0002 (9)	0.0167 (11)
C21	0.0574 (11)	0.1202 (16)	0.0594 (10)	−0.0056 (11)	−0.0084 (8)	−0.0006 (10)
C22	0.0640 (11)	0.0551 (10)	0.0521 (7)	−0.0038 (8)	0.0019 (7)	0.0037 (7)
C23	0.0589 (10)	0.0656 (11)	0.0592 (9)	−0.0101 (9)	0.0034 (8)	−0.0032 (8)
C24	0.0868 (13)	0.0592 (11)	0.0580 (9)	−0.0153 (10)	0.0132 (9)	−0.0028 (8)
C25	0.0807 (12)	0.0681 (12)	0.0560 (9)	−0.0116 (10)	0.0077 (8)	−0.0085 (8)
C26	0.0854 (14)	0.0805 (17)	0.0703 (11)	0.0007 (13)	0.0159 (9)	−0.0189 (10)
C27	0.1012 (17)	0.165 (2)	0.0699 (11)	−0.0230 (15)	−0.0050 (11)	−0.0325 (13)
C28	0.114 (2)	0.0665 (15)	0.1037 (15)	0.0015 (16)	0.0367 (16)	−0.0132 (11)

Geometric parameters (Å, º) top

O1—C1	1.4546 (16)	C4—H42	0.970
O1—C17	1.3462 (18)	C5—H51	0.970
O2—C17	1.196 (2)	C5—H52	0.970
C1—C2	1.508 (2)	C6—H6	0.980
C1—C6	1.528 (2)	C8—H81	0.960
C2—C3	1.527 (2)	C8—H82	0.960
C3—C4	1.509 (2)	C8—H83	0.960
C3—C16	1.518 (2)	C9—H91	0.960
C4—C5	1.517 (2)	C9—H92	0.960
C5—C6	1.5436 (18)	C9—H93	0.960
C6—C7	1.563 (2)	C11—H11	0.930
C7—C8	1.546 (2)	C12—H12	0.930
C7—C9	1.536 (2)	C13—H13	0.930
C7—C10	1.532 (2)	C14—H14	0.930
C10—C11	1.381 (2)	C15—H15	0.930
C10—C15	1.390 (2)	C16—H161	0.960
C11—C12	1.371 (2)	C16—H162	0.960
C12—C13	1.373 (2)	C16—H163	0.960
C13—C14	1.358 (3)	C18—H18	0.930
C14—C15	1.387 (2)	C20—H201	0.970
C17—C18	1.467 (2)	C20—H202	0.970
C18—C19	1.333 (2)	C21—H211	0.970
C19—C20	1.502 (2)	C21—H212	0.970
C19—C24	1.486 (2)	C22—H221	0.980
C20—C21	1.537 (2)	C23—H231	0.970
C21—C22	1.521 (2)	C23—H232	0.970
C22—C23	1.5176 (19)	C24—H241	0.970
C22—C25	1.547 (2)	C24—H242	0.970
C23—C24	1.518 (2)	C26—H261	0.960
C25—C26	1.524 (2)	C26—H262	0.960
C25—C27	1.525 (2)	C26—H263	0.960
C25—C28	1.517 (2)	C27—H271	0.960
C1—H1	0.980	C27—H272	0.960
C2—H21	0.970	C27—H273	0.960
C2—H22	0.970	C28—H281	0.960
C3—H3	0.980	C28—H282	0.960
C4—H41	0.970	C28—H283	0.960

O1···C24ⁱ	3.574 (2)	H51···H13^iv	2.880
C24···O1ⁱⁱ	3.5743 (19)	H51···H261^v	2.831
O1···H241ⁱ	2.648	H51···H262^v	3.451
O2···H13ⁱⁱⁱ	3.150	H51···H263^v	2.632
O2···H14ⁱⁱⁱ	3.197	H52···C15ⁱⁱⁱ	3.339
O2···H41ⁱⁱ	2.834	H52···C26^v	3.586
O2···H282ⁱⁱⁱ	3.010	H52···H15ⁱⁱⁱ	3.212
C1···H241ⁱ	3.388	H52···H82ⁱⁱⁱ	3.249
C2···H161ⁱⁱ	3.483	H52···H93ⁱⁱⁱ	3.016
C2···H241ⁱ	3.551	H52···H261^v	2.957
C3···H82ⁱⁱⁱ	3.399	H52···H263^v	3.512
C4···H13^iv	3.311	H81···C26^v	3.213
C4···H22ⁱ	3.527	H81···C27^v	3.453
C4···H82ⁱⁱⁱ	3.290	H81···H261^v	2.754
C5···H13^iv	3.530	H81···H263^v	2.833
C5···H261^v	3.340	H81···H272^v	2.983
C5···H263^v	3.462	H81···H273^v	3.144
C6···H241ⁱ	3.462	H82···C3^vi	3.399
C8···H3^vi	3.560	H82···C4^vi	3.290
C8···H42^vi	3.556	H82···H3^vi	2.839
C9···H14ⁱⁱⁱ	3.378	H82···H42^vi	2.610
C9···H261^vii	3.546	H82···H52^vi	3.249
C10···H3^vi	3.157	H82···H162^vi	3.238
C11···H3^vi	3.074	H82···H272^v	3.588
C11···H231ⁱ	3.404	H83···C21^iv	3.505
C11···H241ⁱ	3.194	H83···H162^vi	3.532
C11···H271^iv	3.132	H83···H211^iv	2.823
C12···H3^vi	3.111	H83···H212^iv	3.395
C12···H231ⁱ	3.160	H83···H271^iv	3.515
C12···H263ⁱ	3.406	H91···C14ⁱⁱⁱ	3.554
C12···H271^iv	3.284	H91···C15ⁱⁱⁱ	3.387
C13···H1^vi	3.237	H91···H14ⁱⁱⁱ	3.207
C13···H3^vi	3.224	H91···H15ⁱⁱⁱ	2.889
C13···H22^vi	3.584	H91···H261^v	3.444
C13···H41^viii	3.551	H91···H262^vii	3.574
C14···H1^vi	2.869	H91···H283^vii	3.342
C14···H3^vi	3.288	H92···C14ⁱⁱⁱ	3.329
C14···H91^vi	3.554	H92···H14ⁱⁱⁱ	2.689
C14···H92^vi	3.329	H92···H15ⁱⁱⁱ	3.529
C15···H1^vi	3.518	H92···H281ⁱⁱⁱ	3.017
C15···H3^vi	3.250	H93···C26^vii	3.368
C15···H52^vi	3.339	H93···H52^vi	3.016
C15···H91^vi	3.387	H93···H261^vii	2.711
C16···H22ⁱ	3.432	H93···H262^vii	3.157
C16···H201^ix	3.269	H93···H281ⁱⁱⁱ	3.567
C17···H21ⁱⁱ	3.531	H93···H283^vii	3.382
C17···H41ⁱⁱ	3.316	H161···C2ⁱ	3.483
C17···H161ⁱⁱ	3.535	H161···C17ⁱ	3.535
C18···H21ⁱⁱ	3.233	H161···C20^ix	3.436
C19···H21ⁱⁱ	3.100	H161···H21ⁱ	3.323
C20···H161^x	3.436	H161···H22ⁱ	2.809
C21···H83^viii	3.505	H161···H201^ix	2.655
C23···H12ⁱⁱ	3.531	H161···H202^ix	3.462
C23···H283ⁱⁱⁱ	3.256	H162···H22ⁱ	3.266
C24···H6ⁱⁱ	3.220	H162···H82ⁱⁱⁱ	3.238
C24···H11ⁱⁱ	3.333	H162···H83ⁱⁱⁱ	3.532
C24···H21ⁱⁱ	3.266	H162···H211^xiii	3.016
C24···H282ⁱⁱⁱ	3.528	H162···H273^xiii	3.528
C26···H12ⁱⁱ	3.320	H163···H201^ix	3.060
C26···H51^xi	3.117	H163···H202^ix	3.309
C26···H52^xi	3.586	H163···H271^xiii	3.449
C26···H81^xi	3.213	H163···H273^xiii	2.940
C26···H93^xii	3.368	H201···C16^x	3.269
C27···H11^viii	3.404	H201···H18ⁱⁱ	3.238
C27···H12^viii	3.253	H201···H21ⁱⁱ	3.525
C27···H81^xi	3.453	H201···H161^x	2.655
C27···H231^vi	3.404	H201···H163^x	3.060
C28···H15^vi	3.545	H202···H161^x	3.462
C28···H232^vi	3.424	H202···H163^x	3.309
C28···H242^vi	3.380	H202···H221ⁱ	3.335
H1···C13ⁱⁱⁱ	3.237	H202···H273ⁱ	3.239
H1···C14ⁱⁱⁱ	2.869	H211···H11^viii	3.417
H1···C15ⁱⁱⁱ	3.518	H211···H83^viii	2.823
H1···H13ⁱⁱⁱ	3.328	H211···H162^xiv	3.016
H1···H14ⁱⁱⁱ	2.703	H212···H83^viii	3.395
H3···C8ⁱⁱⁱ	3.560	H221···H18ⁱⁱ	2.805
H3···C10ⁱⁱⁱ	3.157	H221···H202ⁱⁱ	3.335
H3···C11ⁱⁱⁱ	3.074	H231···C11ⁱⁱ	3.404
H3···C12ⁱⁱⁱ	3.111	H231···C12ⁱⁱ	3.160
H3···C13ⁱⁱⁱ	3.224	H231···C27ⁱⁱⁱ	3.404
H3···C14ⁱⁱⁱ	3.288	H231···H11ⁱⁱ	3.085
H3···C15ⁱⁱⁱ	3.250	H231···H12ⁱⁱ	2.625
H3···H11ⁱⁱⁱ	3.525	H231···H271ⁱⁱⁱ	3.136
H3···H12ⁱⁱⁱ	3.577	H231···H272ⁱⁱⁱ	2.834
H3···H82ⁱⁱⁱ	2.839	H231···H282ⁱⁱⁱ	3.449
H6···C24ⁱ	3.220	H231···H283ⁱⁱⁱ	3.135
H6···H241ⁱ	2.725	H232···C28ⁱⁱⁱ	3.424
H6···H242ⁱ	2.842	H232···H272ⁱⁱⁱ	3.549
H11···C24ⁱ	3.333	H232···H282ⁱⁱⁱ	3.364
H11···C27^iv	3.404	H232···H283ⁱⁱⁱ	2.652
H11···H3^vi	3.525	H241···O1ⁱⁱ	2.648
H11···H211^iv	3.417	H241···C1ⁱⁱ	3.388
H11···H231ⁱ	3.085	H241···C2ⁱⁱ	3.551
H11···H241ⁱ	2.927	H241···C6ⁱⁱ	3.462
H11···H242ⁱ	3.052	H241···C11ⁱⁱ	3.194
H11···H271^iv	2.490	H241···H6ⁱⁱ	2.725
H12···C23ⁱ	3.531	H241···H11ⁱⁱ	2.927
H12···C26ⁱ	3.320	H241···H18ⁱⁱ	2.990
H12···C27^iv	3.253	H241···H21ⁱⁱ	2.856
H12···H3^vi	3.577	H242···C28ⁱⁱⁱ	3.380
H12···H42^viii	3.360	H242···H6ⁱⁱ	2.842
H12···H231ⁱ	2.625	H242···H11ⁱⁱ	3.052
H12···H262ⁱ	2.892	H242···H21ⁱⁱ	3.332
H12···H263ⁱ	2.858	H242···H282ⁱⁱⁱ	2.702
H12···H271^iv	2.803	H242···H283ⁱⁱⁱ	3.191
H12···H272^iv	2.968	H261···C5^xi	3.340
H12···H273^iv	3.505	H261···C9^xii	3.546
H13···O2^vi	3.150	H261···H51^xi	2.831
H13···C4^viii	3.311	H261···H52^xi	2.957
H13···C5^viii	3.530	H261···H81^xi	2.754
H13···H1^vi	3.328	H261···H91^xi	3.444
H13···H22^vi	3.494	H261···H93^xii	2.711
H13···H41^viii	2.788	H262···H12ⁱⁱ	2.892
H13···H42^viii	3.235	H262···H51^xi	3.451
H13···H51^viii	2.880	H262···H91^xii	3.574
H13···H263ⁱ	3.339	H262···H93^xii	3.157
H14···O2^vi	3.197	H262···H272ⁱⁱⁱ	2.908
H14···C9^vi	3.378	H263···C5^xi	3.462
H14···H1^vi	2.703	H263···C12ⁱⁱ	3.406
H14···H91^vi	3.207	H263···H12ⁱⁱ	2.858
H14···H92^vi	2.689	H263···H13ⁱⁱ	3.339
H15···C28ⁱⁱⁱ	3.545	H263···H51^xi	2.632
H15···H52^vi	3.212	H263···H52^xi	3.512
H15···H91^vi	2.889	H263···H81^xi	2.833
H15···H92^vi	3.529	H271···C11^viii	3.132
H15···H281ⁱⁱⁱ	3.218	H271···C12^viii	3.284
H15···H283ⁱⁱⁱ	3.135	H271···H11^viii	2.490
H18···H201ⁱ	3.238	H271···H12^viii	2.803
H18···H221ⁱ	2.805	H271···H83^viii	3.515
H18···H241ⁱ	2.990	H271···H163^xiv	3.449
H21···C17ⁱ	3.531	H271···H231^vi	3.136
H21···C18ⁱ	3.233	H272···H12^viii	2.968
H21···C19ⁱ	3.100	H272···H81^xi	2.983
H21···C24ⁱ	3.266	H272···H82^xi	3.588
H21···H161ⁱⁱ	3.323	H272···H231^vi	2.834
H21···H201ⁱ	3.525	H272···H232^vi	3.549
H21···H241ⁱ	2.856	H272···H262^vi	2.908
H21···H242ⁱ	3.332	H273···H12^viii	3.505
H22···C4ⁱⁱ	3.527	H273···H81^xi	3.144
H22···C13ⁱⁱⁱ	3.584	H273···H162^xiv	3.528
H22···C16ⁱⁱ	3.432	H273···H163^xiv	2.940
H22···H13ⁱⁱⁱ	3.494	H273···H202ⁱⁱ	3.239
H22···H41ⁱⁱ	2.929	H281···H15^vi	3.218
H22···H42ⁱⁱ	3.345	H281···H92^vi	3.017
H22···H161ⁱⁱ	2.809	H281···H93^vi	3.567
H22···H162ⁱⁱ	3.266	H282···O2^vi	3.010
H41···O2ⁱ	2.834	H282···C24^vi	3.528
H41···C13^iv	3.551	H282···H231^vi	3.449
H41···C17ⁱ	3.316	H282···H232^vi	3.364
H41···H13^iv	2.788	H282···H242^vi	2.702
H41···H22ⁱ	2.929	H283···C23^vi	3.256
H42···C8ⁱⁱⁱ	3.556	H283···H15^vi	3.135
H42···H12^iv	3.360	H283···H91^xii	3.342
H42···H13^iv	3.235	H283···H93^xii	3.382
H42···H22ⁱ	3.345	H283···H231^vi	3.135
H42···H82ⁱⁱⁱ	2.610	H283···H232^vi	2.652
H51···C26^v	3.117	H283···H242^vi	3.191

C1—O1—C17	118.68 (11)	C7—C8—H81	109.5
O1—C1—C2	106.45 (11)	C7—C8—H82	109.5
O1—C1—C6	107.90 (11)	C7—C8—H83	109.5
C2—C1—C6	113.72 (11)	H81—C8—H82	109.5
C1—C2—C3	113.29 (12)	H81—C8—H83	109.5
C2—C3—C4	107.87 (12)	H82—C8—H83	109.5
C2—C3—C16	111.64 (13)	C7—C9—H91	109.5
C4—C3—C16	112.50 (13)	C7—C9—H92	109.5
C3—C4—C5	111.47 (12)	C7—C9—H93	109.5
C4—C5—C6	113.31 (12)	H91—C9—H92	109.5
C1—C6—C5	107.88 (11)	H91—C9—H93	109.5
C1—C6—C7	114.45 (11)	H92—C9—H93	109.5
C5—C6—C7	112.77 (12)	C10—C11—H11	119.1
C6—C7—C8	109.32 (12)	C12—C11—H11	119.1
C6—C7—C9	110.44 (14)	C11—C12—H12	119.6
C6—C7—C10	112.25 (13)	C13—C12—H12	119.6
C8—C7—C9	107.73 (15)	C12—C13—H13	120.7
C8—C7—C10	106.41 (13)	C14—C13—H13	120.7
C9—C7—C10	110.50 (13)	C13—C14—H14	119.6
C7—C10—C11	119.59 (13)	C15—C14—H14	119.6
C7—C10—C15	123.72 (15)	C10—C15—H15	119.4
C11—C10—C15	116.58 (14)	C14—C15—H15	119.4
C10—C11—C12	121.88 (14)	C3—C16—H161	109.5
C11—C12—C13	120.80 (17)	C3—C16—H162	109.5
C12—C13—C14	118.69 (17)	C3—C16—H163	109.5
C13—C14—C15	120.81 (17)	H161—C16—H162	109.5
C10—C15—C14	121.23 (17)	H161—C16—H163	109.5
O1—C17—O2	122.88 (13)	H162—C16—H163	109.5
O1—C17—C18	109.23 (13)	C17—C18—H18	116.7
O2—C17—C18	127.88 (14)	C19—C18—H18	116.7
C17—C18—C19	126.68 (15)	C19—C20—H201	109.2
C18—C19—C20	121.04 (15)	C19—C20—H202	109.2
C18—C19—C24	126.13 (14)	C21—C20—H201	109.2
C20—C19—C24	112.73 (12)	C21—C20—H202	109.2
C19—C20—C21	110.70 (14)	H201—C20—H202	109.5
C20—C21—C22	112.23 (14)	C20—C21—H211	108.8
C21—C22—C23	108.67 (11)	C20—C21—H212	108.8
C21—C22—C25	114.01 (13)	C22—C21—H211	108.8
C23—C22—C25	113.85 (13)	C22—C21—H212	108.8
C22—C23—C24	113.57 (13)	H211—C21—H212	109.5
C19—C24—C23	109.91 (13)	C21—C22—H221	106.6
C22—C25—C26	109.76 (14)	C23—C22—H221	106.6
C22—C25—C27	110.09 (14)	C25—C22—H221	106.6
C22—C25—C28	112.07 (13)	C22—C23—H231	108.4
C26—C25—C27	106.41 (13)	C22—C23—H232	108.4
C26—C25—C28	108.25 (16)	C24—C23—H231	108.4
C27—C25—C28	110.10 (16)	C24—C23—H232	108.4
O1—C1—H1	109.6	H231—C23—H232	109.5
C2—C1—H1	109.6	C19—C24—H241	109.4
C6—C1—H1	109.6	C19—C24—H242	109.4
C1—C2—H21	108.5	C23—C24—H241	109.4
C1—C2—H22	108.5	C23—C24—H242	109.4
C3—C2—H21	108.5	H241—C24—H242	109.5
C3—C2—H22	108.5	C25—C26—H261	109.5
H21—C2—H22	109.5	C25—C26—H262	109.5
C2—C3—H3	108.2	C25—C26—H263	109.5
C4—C3—H3	108.2	H261—C26—H262	109.5
C16—C3—H3	108.2	H261—C26—H263	109.5
C3—C4—H41	109.0	H262—C26—H263	109.5
C3—C4—H42	109.0	C25—C27—H271	109.5
C5—C4—H41	109.0	C25—C27—H272	109.5
C5—C4—H42	109.0	C25—C27—H273	109.5
H41—C4—H42	109.5	H271—C27—H272	109.5
C4—C5—H51	108.5	H271—C27—H273	109.5
C4—C5—H52	108.5	H272—C27—H273	109.5
C6—C5—H51	108.5	C25—C28—H281	109.5
C6—C5—H52	108.5	C25—C28—H282	109.5
H51—C5—H52	109.5	C25—C28—H283	109.5
C1—C6—H6	107.1	H281—C28—H282	109.5
C5—C6—H6	107.1	H281—C28—H283	109.5
C7—C6—H6	107.1	H282—C28—H283	109.5

C1—O1—C17—O2	−1.9 (2)	C7—C10—C11—C12	175.62 (15)
C1—O1—C17—C18	179.34 (12)	C7—C10—C15—C14	−175.59 (15)
C17—O1—C1—C2	−100.91 (14)	C11—C10—C15—C14	0.7 (2)
C17—O1—C1—C6	136.66 (13)	C15—C10—C11—C12	−0.8 (2)
O1—C1—C2—C3	−173.85 (11)	C10—C11—C12—C13	0.2 (2)
O1—C1—C6—C5	168.74 (11)	C11—C12—C13—C14	0.7 (2)
O1—C1—C6—C7	−64.85 (15)	C12—C13—C14—C15	−0.8 (2)
C2—C1—C6—C5	50.90 (16)	C13—C14—C15—C10	0.1 (2)
C2—C1—C6—C7	177.31 (12)	O1—C17—C18—C19	172.70 (15)
C6—C1—C2—C3	−55.18 (17)	O2—C17—C18—C19	−5.9 (2)
C1—C2—C3—C4	56.07 (17)	C17—C18—C19—C20	−177.33 (16)
C1—C2—C3—C16	−179.84 (13)	C17—C18—C19—C24	−1.1 (2)
C2—C3—C4—C5	−57.43 (17)	C18—C19—C20—C21	121.42 (16)
C16—C3—C4—C5	179.01 (13)	C18—C19—C24—C23	−121.03 (16)
C3—C4—C5—C6	59.06 (18)	C20—C19—C24—C23	55.48 (18)
C4—C5—C6—C1	−53.08 (17)	C24—C19—C20—C21	−55.29 (19)
C4—C5—C6—C7	179.53 (13)	C19—C20—C21—C22	54.73 (18)
C1—C6—C7—C8	−175.04 (13)	C20—C21—C22—C23	−54.04 (17)
C1—C6—C7—C9	−56.67 (16)	C20—C21—C22—C25	177.81 (12)
C1—C6—C7—C10	67.13 (17)	C21—C22—C23—C24	55.47 (17)
C5—C6—C7—C8	−51.21 (18)	C21—C22—C25—C26	−176.91 (13)
C5—C6—C7—C9	67.16 (16)	C21—C22—C25—C27	−60.10 (18)
C5—C6—C7—C10	−169.04 (13)	C21—C22—C25—C28	62.79 (19)
C6—C7—C10—C11	63.50 (19)	C23—C22—C25—C26	57.64 (17)
C6—C7—C10—C15	−120.31 (16)	C23—C22—C25—C27	174.45 (14)
C8—C7—C10—C11	−56.05 (19)	C23—C22—C25—C28	−62.66 (19)
C8—C7—C10—C15	120.15 (17)	C25—C22—C23—C24	−176.29 (13)
C9—C7—C10—C11	−172.74 (15)	C22—C23—C24—C19	−56.39 (16)
C9—C7—C10—C15	3.5 (2)

Symmetry codes: (i) y+1, −x+1, z−1/4; (ii) −y+1, x−1, z+1/4; (iii) y, −x+1, z−1/4; (iv) −x+2, −y+1, z−1/2; (v) −y+1, x, z−3/4; (vi) −y+1, x, z+1/4; (vii) −x+1, −y+1, z−1/2; (viii) −x+2, −y+1, z+1/2; (ix) −x+2, −y, z−1/2; (x) −x+2, −y, z+1/2; (xi) y, −x+1, z+3/4; (xii) −x+1, −y+1, z+1/2; (xiii) −y+1, x−1, z−3/4; (xiv) y+1, −x+1, z+3/4.

Subscribe to Acta Crystallographica Section E: Crystallographic Communications

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.

E-mail address*
Repeat e-mail address* (for error checking)

Format*	PDF (US $40)
	HTML (US $40)
	PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number (non-UK EC countries only)
Country*

Terms and conditions of use
Contact us

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Search IUCr Journals		doi		Advanced search
Author		volume	page