Inclusion compounds of a diol host with xylidines: controlled stoichiometries

Nassimbeni, L.R.; Su, H.

doi:10.1107/S010876810101881X

Inclusion compounds of a diol host with xylidines: controlled stoichiometries

The diol host, 1,1'-bis-(4-hydroxyphenyl)cyclohexane (DHPC) and a number of xylidine isomers as guests formed a series of inclusion compounds that gave rise to various host:guest ratios controlled by crystallization temperatures. For the host DHPC with a particular xylidine isomer, the number of guests included generally decreases as the crystallization temperature increases. The crystal structures of these host-guest compounds were elucidated using single-crystal X-ray diffraction. Their thermal stabilities were characterized by TG and DSC analysis. The selectivity of enclathration by the host was measured by carrying out a series of competition experiments. The kinetics of guest decomposition were studied using isothermal and non-isothermal methods and reconciled with the crystal structures.

Keywords: inclusion compounds; enclathration; crystallization temperature; thermal stabilities.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S010876810101881X/an0588sup1.cif Contains datablocks dc26x1, dc26x1.5, dc26x2.5, dc26x3, dc23x0.5, dc23x2, dc34x0.5, dc34x1, dc35x1
	Structure factor file (CIF format) https://doi.org/10.1107/S010876810101881X/an0588dc23x05sup2.hkl Contains datablock dc23x05
	Structure factor file (CIF format) https://doi.org/10.1107/S010876810101881X/an0588dc23x2sup3.hkl Contains datablock dc23x2
	Structure factor file (CIF format) https://doi.org/10.1107/S010876810101881X/an0588dc26x1sup4.hkl Contains datablock dc26x1
	Structure factor file (CIF format) https://doi.org/10.1107/S010876810101881X/an0588dc26x15sup5.hkl Contains datablock dc26x15
	Structure factor file (CIF format) https://doi.org/10.1107/S010876810101881X/an0588dc26x5sup6.hkl Contains datablock dc26x5
	Structure factor file (CIF format) https://doi.org/10.1107/S010876810101881X/an0588dc26x3sup7.hkl Contains datablock dc26x3
	Structure factor file (CIF format) https://doi.org/10.1107/S010876810101881X/an0588dc34x05sup8.hkl Contains datablock dc34x05
	Structure factor file (CIF format) https://doi.org/10.1107/S010876810101881X/an0588dc34x1sup9.hkl Contains datablock dc34x1
	Structure factor file (CIF format) https://doi.org/10.1107/S010876810101881X/an0588dc35x1sup10.hkl Supplementary material

CCDC references: 184876; 184877; 184878; 184879; 184880; 184881; 184882; 184883; 184884

Computing details top

For all compounds, data collection: COLLECT (2000); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

(dc26x1) 1,1'-bis-(4-hydroxyphenyl)cyclohexane and 2,6-xylidine top

Crystal data top

C₁₈H₂₀O2/C₈H₁₁N	Z = 2
M_r = 389.52	F(000) = 420
Triclinic, P1	D_x = 1.162 Mg m⁻³ D_m = N/A Mg m⁻³ D_m measured by not measured
a = 6.234 (1) Å	Melting point: 365.55K for guest release onset temp. and 463.15K for host melting K
b = 10.934 (2) Å	Mo Kα radiation, λ = 0.71070 Å
c = 16.974 (2) Å	µ = 0.07 mm⁻¹
α = 84.98 (1)°	T = 293 K
β = 81.29 (2)°	Prism, colourless
γ = 77.10 (2)°	0.40 × 0.30 × 0.25 mm
V = 1113.1 (3) Å³

Data collection top

Nonius Kappa CCD diffractometer	2435 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.018
Graphite monochromator	θ_max = 25.0°, θ_min = 1.9°
1° φ scans and ω scans	h = 0→7
4040 measured reflections	k = −12→12
3895 independent reflections	l = −19→20

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.056	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.185	w = 1/[σ²(F_o²) + (0.067P)² + 0.7169P] where P = (F_o² + 2F_c²)/3
S = 1.09	(Δ/σ)_max = 0.112
3895 reflections	Δρ_max = 0.78 e Å⁻³
347 parameters	Δρ_min = −0.17 e Å⁻³
20 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.026 (4)

Special details top

Experimental. Complete sphere of data collected using COLLECT strategy (Nonius, 2000). Crystal to detector distance = 40 mm; combination of φ and ω scans of 1°, 80 s per °, 2 iterations.

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 (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
O1	0.1197 (4)	0.36309 (18)	0.79798 (12)	0.0613 (6)
C1	0.2289 (4)	0.7892 (2)	0.58660 (14)	0.0361 (5)
O2	−0.1639 (3)	1.21323 (19)	0.77408 (13)	0.0627 (6)
C2	0.1009 (4)	0.8025 (2)	0.51394 (15)	0.0417 (6)
H21	−0.0535	0.8016	0.5331	0.050*
H22	0.1056	0.8834	0.4861	0.050*
C3	0.1913 (4)	0.6999 (3)	0.45497 (15)	0.0473 (6)
H31	0.1696	0.6198	0.4804	0.057*
H32	0.1094	0.7176	0.4096	0.057*
C4	0.4368 (5)	0.6910 (3)	0.42602 (17)	0.0554 (7)
H41	0.4929	0.6194	0.3932	0.066*
H42	0.4568	0.7662	0.3935	0.066*
C5	0.5667 (4)	0.6770 (3)	0.49590 (17)	0.0513 (7)
H51	0.7210	0.6773	0.4762	0.062*
H52	0.5609	0.5969	0.5247	0.062*
C6	0.4741 (4)	0.7827 (2)	0.55258 (16)	0.0430 (6)
H61	0.4884	0.8622	0.5243	0.052*
H62	0.5617	0.7705	0.5964	0.052*
C7	0.2033 (4)	0.6718 (2)	0.64147 (14)	0.0380 (6)
C8	0.3412 (4)	0.6289 (2)	0.69972 (16)	0.0474 (6)
H8	0.4530	0.6708	0.7040	0.057*
C9	0.3186 (5)	0.5274 (3)	0.75100 (16)	0.0505 (7)
H9	0.4162	0.5009	0.7885	0.061*
C10	0.1528 (4)	0.4643 (2)	0.74753 (15)	0.0441 (6)
C11	0.0113 (4)	0.5048 (2)	0.69115 (16)	0.0489 (7)
H11	−0.1026	0.4637	0.6883	0.059*
C12	0.0376 (4)	0.6059 (2)	0.63904 (16)	0.0448 (6)
H12	−0.0586	0.6310	0.6010	0.054*
C13	0.1328 (4)	0.9043 (2)	0.63672 (14)	0.0381 (6)
C14	0.2515 (4)	0.9919 (2)	0.64947 (16)	0.0472 (6)
H14	0.3993	0.9816	0.6267	0.057*
C15	0.1573 (4)	1.0947 (2)	0.69510 (17)	0.0507 (7)
H15	0.2422	1.1513	0.7031	0.061*
C16	−0.0618 (4)	1.1124 (2)	0.72846 (15)	0.0457 (6)
C17	−0.1846 (4)	1.0279 (3)	0.71625 (17)	0.0538 (7)
H17	−0.3333	1.0396	0.7381	0.065*
C18	−0.0880 (4)	0.9263 (3)	0.67190 (17)	0.0497 (7)
H18	−0.1736	0.8694	0.6650	0.060*
N1GA	0.4320 (10)	0.2979 (6)	0.9128 (4)	0.0677 (16)	0.500 (4)
C1GA	0.3272 (17)	0.2419 (8)	0.9783 (4)	0.048 (3)	0.535 (17)
C2GA	0.2248 (13)	0.3084 (6)	1.0490 (4)	0.083 (2)	0.500 (4)
C3GA	0.1183 (19)	0.2511 (10)	1.1075 (5)	0.094 (8)	0.500 (4)
H3GA	0.0557	0.2971	1.1520	0.113*	0.500 (4)
C4GA	0.0893 (17)	0.1324 (10)	1.1105 (5)	0.103 (3)	0.500 (4)
H4GA	0.0072	0.0989	1.1541	0.124*	0.500 (4)
C5GA	0.1870 (15)	0.0633 (8)	1.0459 (5)	0.095 (3)	0.500 (4)
H5GA	0.1748	−0.0199	1.0456	0.114*	0.500 (4)
C6GA	0.3042 (12)	0.1169 (6)	0.9808 (4)	0.0693 (19)	0.500 (4)
C7GA	0.242 (2)	0.4412 (12)	1.0505 (9)	0.166 (6)	0.500 (4)
H7A1	0.1296	0.4824	1.0904	0.249*	0.500 (4)
H7A2	0.2216	0.4831	0.9992	0.249*	0.500 (4)
H7A3	0.3860	0.4442	1.0628	0.249*	0.500 (4)
C8GA	0.4103 (16)	0.0416 (7)	0.9089 (5)	0.100 (3)	0.500 (4)
H8A1	0.3496	−0.0321	0.9107	0.150*	0.500 (4)
H8A2	0.5678	0.0171	0.9096	0.150*	0.500 (4)
H8A3	0.3807	0.0920	0.8610	0.150*	0.500 (4)
N1GB	0.4038 (9)	0.2269 (6)	0.8889 (3)	0.0577 (14)	0.500 (4)
C1GB	0.3644 (10)	0.2537 (6)	0.9722 (5)	0.084 (7)	0.500 (4)
C2GB	0.1664 (11)	0.2251 (5)	1.0144 (3)	0.080 (2)	0.500 (4)
C3GB	0.110 (2)	0.2517 (7)	1.1032 (3)	0.136 (13)	0.500 (4)
H3GB	−0.0170	0.2366	1.1351	0.163*	0.500 (4)
C4GB	0.269 (2)	0.3005 (12)	1.1307 (6)	0.131 (5)	0.500 (4)
H4GB	0.2477	0.3171	1.1845	0.157*	0.500 (4)
C5GB	0.4511 (18)	0.3256 (9)	1.0866 (5)	0.105 (3)	0.500 (4)
H5GB	0.5469	0.3596	1.1108	0.126*	0.500 (4)
C6GB	0.5043 (13)	0.3035 (6)	1.0061 (4)	0.0718 (19)	0.500 (4)
C7GB	0.0047 (11)	0.1727 (6)	0.9762 (5)	0.123 (4)	0.500 (4)
H7B1	−0.0221	0.2195	0.9268	0.185*	0.500 (4)
H7B2	−0.1326	0.1794	1.0115	0.185*	0.500 (4)
H7B3	0.0663	0.0861	0.9660	0.185*	0.500 (4)
C8GB	0.7084 (15)	0.3327 (8)	0.9581 (6)	0.097 (3)	0.500 (4)
H8B1	0.8078	0.2560	0.9416	0.146*	0.500 (4)
H8B2	0.7799	0.3758	0.9897	0.146*	0.500 (4)
H8B3	0.6694	0.3851	0.9118	0.146*	0.500 (4)
H1	0.2492	0.3384	0.8255	0.125 (17)*
H2	−0.0522	1.2606	0.7805	0.17 (2)*
H1A2	0.5361	0.2585	0.8702	0.14 (4)*	0.500 (4)
H1A1	0.4678	0.3761	0.9215	0.10 (3)*	0.500 (4)
H1B1	0.3936	0.1513	0.8682	0.12 (3)*	0.500 (4)
H1B2	0.5625	0.2200	0.8813	0.031 (13)*	0.500 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1	0.0802 (15)	0.0503 (11)	0.0568 (12)	−0.0255 (10)	−0.0079 (11)	0.0054 (9)
C1	0.0306 (11)	0.0368 (12)	0.0413 (13)	−0.0087 (9)	−0.0037 (10)	−0.0011 (10)
O2	0.0640 (13)	0.0545 (12)	0.0676 (13)	−0.0107 (10)	0.0077 (10)	−0.0250 (10)
C2	0.0384 (13)	0.0421 (13)	0.0438 (14)	−0.0092 (10)	−0.0047 (10)	0.0024 (11)
C3	0.0492 (15)	0.0513 (15)	0.0422 (14)	−0.0101 (12)	−0.0071 (11)	−0.0069 (12)
C4	0.0545 (16)	0.0591 (17)	0.0490 (16)	−0.0103 (13)	0.0049 (13)	−0.0095 (13)
C5	0.0357 (13)	0.0516 (16)	0.0647 (18)	−0.0082 (11)	0.0026 (12)	−0.0122 (13)
C6	0.0337 (12)	0.0434 (14)	0.0528 (15)	−0.0114 (10)	−0.0040 (11)	−0.0029 (11)
C7	0.0335 (12)	0.0371 (13)	0.0438 (13)	−0.0089 (10)	−0.0028 (10)	−0.0055 (10)
C8	0.0471 (14)	0.0501 (15)	0.0506 (15)	−0.0199 (12)	−0.0122 (12)	0.0006 (12)
C9	0.0561 (16)	0.0529 (16)	0.0456 (15)	−0.0151 (13)	−0.0154 (12)	0.0045 (12)
C10	0.0570 (16)	0.0345 (12)	0.0394 (13)	−0.0126 (11)	0.0019 (11)	−0.0014 (10)
C11	0.0518 (15)	0.0504 (15)	0.0518 (15)	−0.0258 (12)	−0.0075 (12)	−0.0027 (12)
C12	0.0440 (14)	0.0482 (15)	0.0459 (14)	−0.0144 (11)	−0.0116 (11)	−0.0016 (12)
C13	0.0376 (12)	0.0361 (12)	0.0409 (13)	−0.0090 (10)	−0.0045 (10)	−0.0020 (10)
C14	0.0407 (13)	0.0448 (14)	0.0571 (16)	−0.0152 (11)	0.0021 (12)	−0.0078 (12)
C15	0.0504 (15)	0.0432 (14)	0.0621 (17)	−0.0185 (12)	−0.0012 (13)	−0.0123 (13)
C16	0.0524 (15)	0.0397 (14)	0.0423 (14)	−0.0063 (11)	0.0002 (12)	−0.0077 (11)
C17	0.0382 (14)	0.0639 (18)	0.0608 (17)	−0.0156 (12)	0.0043 (12)	−0.0181 (14)
C18	0.0419 (14)	0.0525 (15)	0.0576 (16)	−0.0173 (12)	0.0012 (12)	−0.0150 (13)
N1GA	0.069 (4)	0.071 (4)	0.063 (4)	−0.026 (3)	0.004 (3)	−0.001 (3)
C1GA	0.046 (4)	0.048 (5)	0.045 (5)	0.001 (4)	−0.002 (4)	−0.005 (4)
C2GA	0.078 (5)	0.086 (6)	0.084 (6)	−0.011 (4)	−0.005 (4)	−0.024 (5)
C3GA	0.068 (9)	0.15 (2)	0.062 (9)	−0.018 (10)	0.012 (7)	−0.033 (11)
C4GA	0.124 (8)	0.129 (8)	0.054 (5)	−0.034 (7)	−0.007 (5)	0.014 (5)
C5GA	0.124 (7)	0.070 (5)	0.086 (6)	−0.014 (5)	−0.026 (5)	0.022 (4)
C6GA	0.081 (5)	0.065 (4)	0.051 (4)	0.003 (3)	−0.010 (3)	0.012 (3)
C7GA	0.175 (12)	0.140 (10)	0.185 (12)	−0.071 (9)	0.080 (10)	−0.098 (10)
C8GA	0.129 (7)	0.066 (5)	0.092 (6)	−0.002 (5)	−0.001 (5)	−0.011 (4)
N1GB	0.059 (3)	0.058 (3)	0.055 (3)	−0.011 (3)	−0.011 (2)	0.002 (3)
C1GB	0.082 (10)	0.081 (10)	0.085 (11)	0.000 (7)	−0.025 (7)	−0.002 (8)
C2GB	0.078 (5)	0.088 (6)	0.059 (4)	0.000 (4)	0.000 (4)	0.022 (4)
C3GB	0.13 (2)	0.104 (17)	0.126 (18)	0.021 (13)	0.020 (13)	0.047 (12)
C4GB	0.140 (10)	0.146 (10)	0.069 (6)	0.023 (8)	0.028 (7)	−0.010 (6)
C5GB	0.138 (8)	0.098 (6)	0.071 (5)	0.011 (6)	−0.031 (6)	−0.034 (5)
C6GB	0.079 (5)	0.065 (4)	0.069 (4)	−0.004 (4)	−0.014 (4)	−0.014 (3)
C7GB	0.098 (7)	0.157 (10)	0.118 (8)	−0.057 (7)	−0.011 (6)	0.040 (7)
C8GB	0.107 (7)	0.087 (6)	0.105 (6)	−0.026 (5)	−0.022 (5)	−0.020 (5)

Geometric parameters (Å, º) top

O1—C10	1.373 (3)	N1GA—H1A2	0.9581
O1—H1	0.9676	N1GA—H1A1	0.9589
C1—C13	1.538 (3)	N1GA—H1B2	1.1457
C1—C6	1.539 (3)	C1GA—C6GA	1.403 (12)
C1—C7	1.542 (3)	C1GA—C2GA	1.4451
C1—C2	1.547 (3)	C2GA—C3GA	1.3032
O2—C16	1.381 (3)	C2GA—C7GA	1.483 (13)
O2—H2	0.9794	C3GA—C4GA	1.345 (13)
C2—C3	1.523 (3)	C3GA—H3GA	0.9300
C2—H21	0.9700	C4GA—C5GA	1.372 (11)
C2—H22	0.9700	C4GA—H4GA	0.9300
C3—C4	1.519 (4)	C5GA—C6GA	1.390 (10)
C3—H31	0.9700	C5GA—H5GA	0.9300
C3—H32	0.9700	C6GA—C8GA	1.513 (10)
C4—C5	1.513 (4)	C7GA—H7A1	0.9600
C4—H41	0.9700	C7GA—H7A2	0.9600
C4—H42	0.9700	C7GA—H7A3	0.9600
C5—C6	1.525 (4)	C8GA—H8A1	0.9600
C5—H51	0.9700	C8GA—H8A2	0.9600
C5—H52	0.9700	C8GA—H8A3	0.9600
C6—H61	0.9700	C8GA—H1B1	1.3225
C6—H62	0.9700	N1GB—C1GB	1.444 (10)
C7—C8	1.390 (4)	N1GB—H1A2	0.9637
C7—C12	1.392 (3)	N1GB—H1B1	0.9448
C8—C9	1.368 (4)	N1GB—H1B2	0.9648
C8—H8	0.9300	C1GB—C6GB	1.344 (10)
C9—C10	1.376 (4)	C1GB—C2GB	1.4139
C9—H9	0.9300	C2GB—C7GB	1.5118
C10—C11	1.378 (4)	C2GB—C3GB	1.5317
C11—C12	1.377 (4)	C3GB—C4GB	1.381 (16)
C11—H11	0.9300	C3GB—H3GB	0.9300
C12—H12	0.9300	C4GB—C5GB	1.329 (13)
C13—C14	1.383 (3)	C4GB—H4GB	0.9300
C13—C18	1.392 (3)	C5GB—C6GB	1.386 (10)
C14—C15	1.388 (4)	C5GB—H5GB	0.9300
C14—H14	0.9300	C6GB—C8GB	1.485 (11)
C15—C16	1.375 (4)	C7GB—H7B1	0.9600
C15—H15	0.9300	C7GB—H7B2	0.9600
C16—C17	1.372 (4)	C7GB—H7B3	0.9600
C17—C18	1.369 (4)	C8GB—H8B1	0.9600
C17—H17	0.9300	C8GB—H8B2	0.9600
C18—H18	0.9300	C8GB—H8B3	0.9600
N1GA—C1GA	1.370 (10)

C10—O1—H1	106.1	C16—C15—H15	120.1
C13—C1—C6	111.72 (19)	C14—C15—H15	120.1
C13—C1—C7	107.17 (19)	C17—C16—C15	119.4 (2)
C6—C1—C7	110.68 (19)	C17—C16—O2	118.4 (2)
C13—C1—C2	108.33 (18)	C15—C16—O2	122.2 (2)
C6—C1—C2	106.38 (19)	C18—C17—C16	119.9 (2)
C7—C1—C2	112.62 (19)	C18—C17—H17	120.0
C16—O2—H2	108.4	C16—C17—H17	120.0
C3—C2—C1	114.1 (2)	C17—C18—C13	122.9 (2)
C3—C2—H21	108.7	C17—C18—H18	118.6
C1—C2—H21	108.7	C13—C18—H18	118.6
C3—C2—H22	108.7	N1GA—C1GA—C6GA	122.5 (6)
C1—C2—H22	108.7	N1GA—C1GA—C2GA	122.6 (7)
H21—C2—H22	107.6	C6GA—C1GA—C2GA	114.8 (6)
C4—C3—C2	111.6 (2)	C3GA—C2GA—C1GA	119.3
C4—C3—H31	109.3	C3GA—C2GA—C7GA	122.9 (7)
C2—C3—H31	109.3	C1GA—C2GA—C7GA	117.8 (7)
C4—C3—H32	109.3	C2GA—C3GA—C4GA	126.9 (7)
C2—C3—H32	109.3	C2GA—C3GA—H3GA	116.5
H31—C3—H32	108.0	C4GA—C3GA—H3GA	116.5
C5—C4—C3	110.7 (2)	C3GA—C4GA—C5GA	116.5 (8)
C5—C4—H41	109.5	C3GA—C4GA—H4GA	121.7
C3—C4—H41	109.5	C5GA—C4GA—H4GA	121.7
C5—C4—H42	109.5	C4GA—C5GA—C6GA	120.4 (8)
C3—C4—H42	109.5	C4GA—C5GA—H5GA	119.8
H41—C4—H42	108.1	C6GA—C5GA—H5GA	119.8
C4—C5—C6	111.5 (2)	C5GA—C6GA—C1GA	121.9 (7)
C4—C5—H51	109.3	C5GA—C6GA—C8GA	120.7 (7)
C6—C5—H51	109.3	C1GA—C6GA—C8GA	117.4 (6)
C4—C5—H52	109.3	C1GB—N1GB—H1A2	102.1
C6—C5—H52	109.3	C1GB—N1GB—H1B1	125.6
H51—C5—H52	108.0	C1GB—N1GB—H1B2	97.2
C5—C6—C1	112.7 (2)	H1B1—N1GB—H1B2	101.2
C5—C6—H61	109.0	C6GB—C1GB—C2GB	123.2 (6)
C1—C6—H61	109.0	C6GB—C1GB—N1GB	122.2 (6)
C5—C6—H62	109.0	C2GB—C1GB—N1GB	114.6 (4)
C1—C6—H62	109.0	C1GB—C2GB—C7GB	123.5
H61—C6—H62	107.8	C1GB—C2GB—C3GB	118.1
C8—C7—C12	115.8 (2)	C7GB—C2GB—C3GB	118.4
C8—C7—C1	121.0 (2)	C4GB—C3GB—C2GB	112.8 (7)
C12—C7—C1	123.1 (2)	C4GB—C3GB—H3GB	123.6
C9—C8—C7	122.5 (2)	C2GB—C3GB—H3GB	123.6
C9—C8—H8	118.7	C5GB—C4GB—C3GB	125.2 (10)
C7—C8—H8	118.7	C5GB—C4GB—H4GB	117.4
C8—C9—C10	120.5 (3)	C3GB—C4GB—H4GB	117.4
C8—C9—H9	119.8	C4GB—C5GB—C6GB	123.0 (10)
C10—C9—H9	119.8	C4GB—C5GB—H5GB	118.5
O1—C10—C9	123.3 (2)	C6GB—C5GB—H5GB	118.5
O1—C10—C11	118.0 (2)	C1GB—C6GB—C5GB	117.6 (8)
C9—C10—C11	118.7 (2)	C1GB—C6GB—C8GB	120.5 (7)
C12—C11—C10	120.3 (2)	C5GB—C6GB—C8GB	121.9 (8)
C12—C11—H11	119.9	C2GB—C7GB—H7B1	109.5
C10—C11—H11	119.9	C2GB—C7GB—H7B2	109.5
C11—C12—C7	122.2 (2)	H7B1—C7GB—H7B2	109.5
C11—C12—H12	118.9	C2GB—C7GB—H7B3	109.5
C7—C12—H12	118.9	H7B1—C7GB—H7B3	109.5
C14—C13—C18	115.8 (2)	H7B2—C7GB—H7B3	109.5
C14—C13—C1	124.3 (2)	C6GB—C8GB—H8B1	109.5
C18—C13—C1	119.9 (2)	C6GB—C8GB—H8B2	109.5
C13—C14—C15	122.2 (2)	H8B1—C8GB—H8B2	109.5
C13—C14—H14	118.9	C6GB—C8GB—H8B3	109.5
C15—C14—H14	118.9	H8B1—C8GB—H8B3	109.5
C16—C15—C14	119.8 (2)	H8B2—C8GB—H8B3	109.5

C13—C1—C2—C3	175.2 (2)	C14—C15—C16—C17	0.1 (4)
C6—C1—C2—C3	54.9 (3)	C14—C15—C16—O2	−179.8 (3)
C7—C1—C2—C3	−66.5 (3)	C15—C16—C17—C18	0.7 (4)
C1—C2—C3—C4	−55.2 (3)	O2—C16—C17—C18	−179.4 (3)
C2—C3—C4—C5	53.1 (3)	C16—C17—C18—C13	−0.9 (5)
C3—C4—C5—C6	−55.1 (3)	C14—C13—C18—C17	0.2 (4)
C4—C5—C6—C1	58.9 (3)	C1—C13—C18—C17	−179.0 (3)
C13—C1—C6—C5	−174.2 (2)	N1GA—C1GA—C2GA—C3GA	176.6 (10)
C7—C1—C6—C5	66.4 (3)	C6GA—C1GA—C2GA—C3GA	−1.2 (14)
C2—C1—C6—C5	−56.2 (3)	N1GA—C1GA—C2GA—C7GA	−2.0 (15)
C13—C1—C7—C8	−74.7 (3)	C6GA—C1GA—C2GA—C7GA	−179.8 (10)
C6—C1—C7—C8	47.3 (3)	C1GA—C2GA—C3GA—C4GA	−0.4 (19)
C2—C1—C7—C8	166.2 (2)	C7GA—C2GA—C3GA—C4GA	178.2 (13)
C13—C1—C7—C12	102.1 (3)	C2GA—C3GA—C4GA—C5GA	1.8 (19)
C6—C1—C7—C12	−135.8 (2)	C3GA—C4GA—C5GA—C6GA	−1.6 (15)
C2—C1—C7—C12	−16.9 (3)	C4GA—C5GA—C6GA—C1GA	0.0 (13)
C12—C7—C8—C9	0.9 (4)	C4GA—C5GA—C6GA—C8GA	−179.3 (9)
C1—C7—C8—C9	177.9 (2)	N1GA—C1GA—C6GA—C5GA	−176.4 (8)
C7—C8—C9—C10	−1.2 (4)	C2GA—C1GA—C6GA—C5GA	1.4 (12)
C8—C9—C10—O1	−179.1 (2)	N1GA—C1GA—C6GA—C8GA	2.9 (13)
C8—C9—C10—C11	0.4 (4)	C2GA—C1GA—C6GA—C8GA	−179.3 (8)
O1—C10—C11—C12	−179.9 (2)	C6GB—C1GB—C2GB—C7GB	178.1 (5)
C9—C10—C11—C12	0.5 (4)	N1GB—C1GB—C2GB—C7GB	−1.0 (4)
C10—C11—C12—C7	−0.8 (4)	C6GB—C1GB—C2GB—C3GB	−0.4 (5)
C8—C7—C12—C11	0.1 (4)	N1GB—C1GB—C2GB—C3GB	−179.5 (4)
C1—C7—C12—C11	−176.9 (2)	C1GB—C2GB—C3GB—C4GB	−0.7 (7)
C6—C1—C13—C14	0.3 (3)	C7GB—C2GB—C3GB—C4GB	−179.3 (7)
C7—C1—C13—C14	121.7 (3)	C2GB—C3GB—C4GB—C5GB	1.4 (14)
C2—C1—C13—C14	−116.6 (3)	C3GB—C4GB—C5GB—C6GB	−1.0 (17)
C6—C1—C13—C18	179.5 (2)	C2GB—C1GB—C6GB—C5GB	1.0 (9)
C7—C1—C13—C18	−59.1 (3)	N1GB—C1GB—C6GB—C5GB	180.0 (7)
C2—C1—C13—C18	62.7 (3)	C2GB—C1GB—C6GB—C8GB	−179.3 (5)
C18—C13—C14—C15	0.6 (4)	N1GB—C1GB—C6GB—C8GB	−0.3 (10)
C1—C13—C14—C15	179.9 (2)	C4GB—C5GB—C6GB—C1GB	−0.3 (13)
C13—C14—C15—C16	−0.8 (4)	C4GB—C5GB—C6GB—C8GB	179.9 (9)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N1GB	0.97	1.77	2.642 (6)	148
O1—H1···N1GA	0.97	1.97	2.896 (7)	160
O2—H2···O1ⁱ	0.98	1.78	2.757 (3)	172
N1GA—H1A2···O2ⁱⁱ	0.96	2.28	3.209 (7)	162
N1GB—H1B2···O2ⁱⁱ	0.96	2.29	3.060 (6)	136

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

(dc26x1.5) 1,1'-bis-(4-hydroxyphenyl)cyclohexane and 2,6-xylidine top

Crystal data top

C₁₈H₂₀O2/1.5(C₈H₁₁N)	Z = 2
M_r = 450.11	F(000) = 486
Triclinic, P1	D_x = 1.191 Mg m⁻³ D_m = N/A Mg m⁻³ D_m measured by not measured
a = 7.8594 (3) Å	Melting point: 363.65K for guest release onset temp. and 463.15K for host melting K
b = 10.015 (1) Å	Mo Kα radiation, λ = 0.71069 Å
c = 17.169 (1) Å	µ = 0.07 mm⁻¹
α = 78.909 (2)°	T = 173 K
β = 85.161 (1)°	Prism, colourless
γ = 71.238 (1)°	0.50 × 0.35 × 0.15 mm
V = 1255.33 (15) Å³

Data collection top

Nonius Kappa CCD diffractometer	2742 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.017
Graphite monochromator	θ_max = 25.6°, θ_min = 2.7°
1° φ scans and ω scans	h = −6→9
6193 measured reflections	k = −12→11
4593 independent reflections	l = −20→20

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.056	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.149	w = 1/[σ²(F_o²) + (0.0734P)² + 0.0396P] where P = (F_o² + 2F_c²)/3
S = 1.04	(Δ/σ)_max < 0.001
4593 reflections	Δρ_max = 0.42 e Å⁻³
344 parameters	Δρ_min = −0.18 e Å⁻³
6 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.014 (3)

Special details top

Experimental. Complete sphere of data collected using COLLECT strategy (Nonius, 2000). Crystal to detector distance = 40 mm; combination of φ and ω scans of 1°, 60 s per °, 2 iterations.

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

	x	y	z	U_iso*/U_eq	Occ. (<1)
O1	0.9230 (2)	0.59543 (15)	0.20898 (9)	0.0367 (4)
C7	0.5408 (3)	0.7382 (2)	0.38512 (12)	0.0254 (5)
O2	0.7771 (3)	0.63742 (18)	0.74928 (10)	0.0546 (6)
C8	0.6336 (3)	0.8265 (2)	0.34196 (13)	0.0288 (5)
H8	0.6106	0.9197	0.3537	0.035*
N1GA	1.0563 (3)	0.7893 (2)	0.10180 (13)	0.0378 (5)
C1	0.4117 (3)	0.7841 (2)	0.45450 (12)	0.0260 (5)
C14	0.4262 (3)	0.7742 (2)	0.60361 (13)	0.0318 (6)
H14	0.3006	0.8229	0.6029	0.038*
C13	0.5163 (3)	0.7407 (2)	0.53245 (13)	0.0259 (5)
C10	0.7946 (3)	0.6476 (2)	0.26519 (12)	0.0266 (5)
C1GA	1.0165 (3)	0.9332 (2)	0.11471 (13)	0.0317 (6)
C11	0.7033 (3)	0.5583 (2)	0.30602 (13)	0.0311 (6)
H11	0.7263	0.4654	0.2939	0.037*
C3	0.1936 (3)	0.9999 (2)	0.36880 (14)	0.0346 (6)
H31	0.1324	1.1042	0.3641	0.042*
H32	0.2662	0.9829	0.3196	0.042*
C9	0.7585 (3)	0.7832 (2)	0.28235 (13)	0.0294 (5)
H9	0.8187	0.8465	0.2536	0.035*
C2GA	1.1429 (3)	0.9729 (2)	0.14917 (13)	0.0329 (6)
C18	0.6987 (3)	0.6692 (2)	0.53724 (13)	0.0306 (6)
H18	0.7649	0.6447	0.4903	0.037*
C12	0.5779 (3)	0.6036 (2)	0.36479 (13)	0.0283 (5)
H12	0.5153	0.5409	0.3921	0.034*
C2	0.3177 (3)	0.9483 (2)	0.43995 (13)	0.0307 (6)
H21	0.2466	0.9753	0.4881	0.037*
H22	0.4105	0.9974	0.4309	0.037*
C17	0.7887 (3)	0.6318 (2)	0.60860 (14)	0.0354 (6)
H17	0.9140	0.5818	0.6100	0.042*
C6	0.2603 (3)	0.7130 (2)	0.46456 (13)	0.0304 (6)
H61	0.3155	0.6077	0.4726	0.036*
H62	0.1869	0.7371	0.5127	0.036*
C16	0.6954 (4)	0.6675 (2)	0.67722 (14)	0.0379 (6)
C15	0.5134 (3)	0.7389 (2)	0.67462 (14)	0.0365 (6)
H15	0.4482	0.7638	0.7217	0.044*
C5	0.1376 (3)	0.7607 (2)	0.39329 (14)	0.0345 (6)
H51	0.2081	0.7295	0.3458	0.041*
H52	0.0416	0.7149	0.4037	0.041*
C6GA	0.8461 (3)	1.0303 (3)	0.09581 (14)	0.0396 (6)
C4	0.0534 (3)	0.9226 (2)	0.37746 (15)	0.0393 (6)
H41	−0.0311	0.9519	0.4217	0.047*
H42	−0.0163	0.9514	0.3282	0.047*
C7GA	1.3255 (3)	0.8678 (3)	0.16988 (15)	0.0449 (7)
H7A1	1.3120	0.7860	0.2087	0.067*
H7A2	1.3966	0.9146	0.1926	0.067*
H7A3	1.3868	0.8344	0.1218	0.067*
C3GA	1.0982 (4)	1.1127 (3)	0.16304 (14)	0.0463 (7)
H3GA	1.1839	1.1416	0.1858	0.056*
C5GA	0.8068 (4)	1.1687 (3)	0.11109 (16)	0.0560 (8)
H5GA	0.6920	1.2362	0.0984	0.067*
C8GA	0.7094 (4)	0.9854 (3)	0.06041 (17)	0.0626 (9)
H8A1	0.5982	1.0661	0.0517	0.094*
H8A2	0.6845	0.9053	0.0968	0.094*
H8A3	0.7562	0.9555	0.0096	0.094*
C4GA	0.9314 (5)	1.2096 (3)	0.14425 (17)	0.0593 (9)
H4GA	0.9024	1.3046	0.1542	0.071*
H1	0.969 (4)	0.667 (2)	0.1772 (14)	0.080 (10)*
H2	0.896 (3)	0.564 (2)	0.7531 (17)	0.092 (11)*
H1A1	1.181 (3)	0.738 (3)	0.1010 (17)	0.072 (10)*
H1A2	1.005 (4)	0.784 (3)	0.0557 (15)	0.077 (10)*
N1GB	1.4477 (3)	0.5150 (2)	0.12078 (13)	0.0429 (6)	0.50
C6GB	1.6201 (3)	0.5521 (2)	−0.00147 (14)	0.0336 (6)	0.50
C1GB	1.5132 (7)	0.4911 (4)	−0.0374 (3)	0.0308 (11)	0.50
C3GB	1.3440 (7)	0.4510 (5)	0.0852 (3)	0.0400 (13)	0.50
C5GB	1.5824 (7)	0.5539 (5)	0.0834 (3)	0.0415 (13)	0.50
C7GB	1.7399 (8)	0.6205 (5)	0.0355 (3)	0.0524 (15)	0.50
C8GB	1.7650 (7)	0.6009 (5)	−0.0434 (4)	0.0514 (14)	0.50
C4GB	1.4477 (3)	0.5150 (2)	0.12078 (13)	0.0429 (6)	0.50
C2GB	1.6201 (3)	0.5521 (2)	−0.00147 (14)	0.0336 (6)	0.50

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1	0.0377 (10)	0.0366 (9)	0.0325 (10)	−0.0102 (8)	0.0081 (8)	−0.0042 (7)
C7	0.0258 (13)	0.0258 (11)	0.0253 (13)	−0.0098 (10)	−0.0033 (10)	−0.0021 (9)
O2	0.0690 (14)	0.0461 (11)	0.0411 (11)	0.0012 (10)	−0.0237 (10)	−0.0132 (8)
C8	0.0302 (14)	0.0276 (11)	0.0329 (14)	−0.0146 (10)	−0.0019 (11)	−0.0053 (10)
N1GA	0.0437 (15)	0.0398 (12)	0.0336 (13)	−0.0200 (11)	0.0028 (11)	−0.0048 (9)
C1	0.0263 (13)	0.0256 (11)	0.0269 (13)	−0.0096 (10)	−0.0003 (10)	−0.0043 (9)
C14	0.0353 (14)	0.0256 (12)	0.0329 (14)	−0.0079 (10)	−0.0007 (11)	−0.0041 (10)
C13	0.0296 (14)	0.0215 (11)	0.0295 (13)	−0.0116 (10)	−0.0007 (10)	−0.0051 (9)
C10	0.0238 (13)	0.0304 (12)	0.0243 (13)	−0.0077 (10)	−0.0007 (10)	−0.0029 (10)
C1GA	0.0358 (15)	0.0340 (13)	0.0230 (13)	−0.0125 (11)	0.0060 (11)	0.0002 (10)
C11	0.0358 (14)	0.0267 (11)	0.0314 (14)	−0.0108 (10)	0.0006 (11)	−0.0055 (10)
C3	0.0340 (14)	0.0297 (12)	0.0370 (15)	−0.0057 (11)	−0.0029 (11)	−0.0052 (10)
C9	0.0279 (13)	0.0310 (12)	0.0313 (14)	−0.0147 (10)	−0.0010 (11)	−0.0008 (10)
C2GA	0.0349 (15)	0.0372 (13)	0.0259 (13)	−0.0127 (11)	0.0035 (11)	−0.0034 (10)
C18	0.0330 (15)	0.0273 (11)	0.0327 (14)	−0.0107 (10)	−0.0004 (11)	−0.0063 (10)
C12	0.0300 (13)	0.0268 (12)	0.0300 (13)	−0.0141 (10)	0.0011 (11)	−0.0014 (9)
C2	0.0335 (14)	0.0280 (12)	0.0311 (14)	−0.0101 (10)	0.0000 (11)	−0.0060 (9)
C17	0.0360 (15)	0.0287 (12)	0.0422 (16)	−0.0085 (10)	−0.0092 (12)	−0.0073 (11)
C6	0.0297 (14)	0.0303 (12)	0.0320 (14)	−0.0122 (10)	0.0042 (11)	−0.0049 (10)
C16	0.0564 (18)	0.0265 (12)	0.0303 (15)	−0.0087 (12)	−0.0130 (13)	−0.0061 (10)
C15	0.0496 (17)	0.0267 (12)	0.0298 (14)	−0.0061 (11)	−0.0023 (12)	−0.0063 (10)
C5	0.0266 (13)	0.0389 (13)	0.0402 (15)	−0.0141 (10)	−0.0003 (11)	−0.0060 (10)
C6GA	0.0320 (15)	0.0512 (16)	0.0298 (15)	−0.0115 (12)	0.0009 (11)	0.0034 (11)
C4	0.0329 (15)	0.0416 (14)	0.0396 (16)	−0.0064 (11)	−0.0040 (12)	−0.0056 (11)
C7GA	0.0351 (16)	0.0553 (16)	0.0453 (17)	−0.0125 (13)	−0.0022 (12)	−0.0136 (12)
C3GA	0.0635 (19)	0.0404 (15)	0.0360 (16)	−0.0181 (14)	−0.0027 (13)	−0.0053 (11)
C5GA	0.0523 (19)	0.0465 (17)	0.0438 (18)	0.0104 (14)	−0.0010 (15)	0.0082 (13)
C8GA	0.0433 (18)	0.086 (2)	0.0500 (19)	−0.0215 (16)	−0.0085 (15)	0.0130 (15)
C4GA	0.080 (2)	0.0351 (15)	0.0510 (19)	−0.0036 (16)	−0.0029 (17)	−0.0046 (13)
N1GB	0.0477 (16)	0.0431 (13)	0.0350 (14)	−0.0063 (12)	0.0005 (12)	−0.0140 (11)
C6GB	0.0355 (15)	0.0258 (12)	0.0348 (15)	−0.0016 (11)	−0.0039 (12)	−0.0064 (10)
C1GB	0.037 (3)	0.024 (2)	0.027 (3)	−0.006 (2)	−0.003 (2)	0.000 (2)
C3GB	0.050 (3)	0.028 (2)	0.038 (3)	−0.008 (2)	−0.002 (3)	−0.003 (2)
C5GB	0.043 (3)	0.026 (2)	0.050 (3)	−0.002 (2)	−0.009 (3)	−0.003 (2)
C7GB	0.056 (4)	0.041 (3)	0.066 (4)	−0.011 (3)	−0.024 (3)	−0.018 (3)
C8GB	0.044 (4)	0.051 (3)	0.064 (4)	−0.022 (3)	0.004 (3)	−0.011 (3)
C4GB	0.0477 (16)	0.0431 (13)	0.0350 (14)	−0.0063 (12)	0.0005 (12)	−0.0140 (11)
C2GB	0.0355 (15)	0.0258 (12)	0.0348 (15)	−0.0016 (11)	−0.0039 (12)	−0.0064 (10)

Geometric parameters (Å, º) top

O1—C10	1.383 (2)	C15—H15	0.9500
O1—H1	0.963 (14)	C5—C4	1.520 (3)
C7—C8	1.391 (3)	C5—H51	0.9900
C7—C12	1.391 (3)	C5—H52	0.9900
C7—C1	1.538 (3)	C6GA—C5GA	1.392 (4)
O2—C16	1.378 (3)	C6GA—C8GA	1.501 (4)
O2—H2	0.985 (14)	C4—H41	0.9900
C8—C9	1.388 (3)	C4—H42	0.9900
C8—H8	0.9500	C7GA—H7A1	0.9800
N1GA—C1GA	1.430 (3)	C7GA—H7A2	0.9800
N1GA—H1A1	0.95 (2)	C7GA—H7A3	0.9800
N1GA—H1A2	0.93 (2)	C3GA—C4GA	1.378 (4)
C1—C13	1.545 (3)	C3GA—H3GA	0.9500
C1—C2	1.550 (3)	C5GA—C4GA	1.376 (4)
C1—C6	1.554 (3)	C5GA—H5GA	0.9500
C14—C15	1.378 (3)	C8GA—H8A1	0.9800
C14—C13	1.402 (3)	C8GA—H8A2	0.9800
C14—H14	0.9500	C8GA—H8A3	0.9800
C13—C18	1.383 (3)	C4GA—H4GA	0.9500
C10—C11	1.376 (3)	N1GB—C5GB	1.318 (6)
C10—C9	1.380 (3)	N1GB—C3GB	1.421 (6)
C1GA—C2GA	1.393 (3)	N1GB—C1GBⁱ	1.448 (5)
C1GA—C6GA	1.400 (3)	C6GB—C1GBⁱ	1.339 (5)
C11—C12	1.384 (3)	C6GB—C1GB	1.422 (6)
C11—H11	0.9500	C6GB—C3GBⁱ	1.446 (5)
C3—C4	1.521 (3)	C6GB—C8GB	1.462 (6)
C3—C2	1.531 (3)	C6GB—C5GB	1.465 (6)
C3—H31	0.9900	C6GB—C7GB	1.563 (6)
C3—H32	0.9900	C1GB—C1GBⁱ	1.319 (9)
C9—H9	0.9500	C1GB—C2GBⁱ	1.339 (5)
C2GA—C3GA	1.392 (3)	C1GB—C6GBⁱ	1.339 (5)
C2GA—C7GA	1.504 (3)	C1GB—C5GBⁱ	1.359 (7)
C18—C17	1.393 (3)	C1GB—C4GBⁱ	1.448 (5)
C18—H18	0.9500	C1GB—N1GBⁱ	1.448 (5)
C12—H12	0.9500	C1GB—C3GBⁱ	1.533 (7)
C2—H21	0.9900	C3GB—C8GBⁱ	1.433 (8)
C2—H22	0.9900	C3GB—C2GBⁱ	1.446 (5)
C17—C16	1.379 (3)	C3GB—C6GBⁱ	1.446 (5)
C17—H17	0.9500	C3GB—C1GBⁱ	1.533 (7)
C6—C5	1.527 (3)	C5GB—C1GBⁱ	1.359 (7)
C6—H61	0.9900	C5GB—C7GB	1.674 (8)
C6—H62	0.9900	C7GB—C8GB	1.395 (8)
C16—C15	1.378 (3)	C8GB—C3GBⁱ	1.433 (8)

C10—O1—H1	113.5 (17)	H7A1—C7GA—H7A2	109.5
C8—C7—C12	116.41 (19)	C2GA—C7GA—H7A3	109.5
C8—C7—C1	121.68 (18)	H7A1—C7GA—H7A3	109.5
C12—C7—C1	121.83 (19)	H7A2—C7GA—H7A3	109.5
C16—O2—H2	115.3 (18)	C4GA—C3GA—C2GA	120.9 (3)
C9—C8—C7	122.32 (19)	C4GA—C3GA—H3GA	119.6
C9—C8—H8	118.8	C2GA—C3GA—H3GA	119.6
C7—C8—H8	118.8	C4GA—C5GA—C6GA	121.1 (2)
C1GA—N1GA—H1A1	113.7 (18)	C4GA—C5GA—H5GA	119.4
C1GA—N1GA—H1A2	112.4 (18)	C6GA—C5GA—H5GA	119.4
H1A1—N1GA—H1A2	110 (3)	C6GA—C8GA—H8A1	109.5
C7—C1—C13	109.93 (17)	C6GA—C8GA—H8A2	109.5
C7—C1—C2	111.22 (17)	H8A1—C8GA—H8A2	109.5
C13—C1—C2	108.86 (15)	C6GA—C8GA—H8A3	109.5
C7—C1—C6	111.09 (16)	H8A1—C8GA—H8A3	109.5
C13—C1—C6	108.95 (17)	H8A2—C8GA—H8A3	109.5
C2—C1—C6	106.69 (16)	C5GA—C4GA—C3GA	120.0 (2)
C15—C14—C13	122.3 (2)	C5GA—C4GA—H4GA	120.0
C15—C14—H14	118.8	C3GA—C4GA—H4GA	120.0
C13—C14—H14	118.8	C5GB—N1GB—C3GB	122.9 (3)
C18—C13—C14	116.2 (2)	C5GB—N1GB—C1GBⁱ	58.6 (3)
C18—C13—C1	123.73 (19)	C3GB—N1GB—C1GBⁱ	64.6 (3)
C14—C13—C1	120.02 (18)	C1GBⁱ—C6GB—C1GB	57.0 (4)
C11—C10—C9	119.6 (2)	C1GBⁱ—C6GB—C3GBⁱ	121.5 (4)
C11—C10—O1	117.89 (18)	C1GB—C6GB—C3GBⁱ	64.6 (3)
C9—C10—O1	122.5 (2)	C1GBⁱ—C6GB—C8GB	179.3 (3)
C2GA—C1GA—C6GA	121.0 (2)	C1GB—C6GB—C8GB	123.5 (4)
C2GA—C1GA—N1GA	120.1 (2)	C3GBⁱ—C6GB—C8GB	59.0 (3)
C6GA—C1GA—N1GA	118.8 (2)	C1GBⁱ—C6GB—C5GB	57.8 (3)
C10—C11—C12	120.1 (2)	C1GB—C6GB—C5GB	114.6 (4)
C10—C11—H11	119.9	C3GBⁱ—C6GB—C5GB	179.2 (4)
C12—C11—H11	119.9	C8GB—C6GB—C5GB	121.7 (4)
C4—C3—C2	111.45 (19)	C1GBⁱ—C6GB—C7GB	124.6 (3)
C4—C3—H31	109.3	C1GB—C6GB—C7GB	178.3 (4)
C2—C3—H31	109.3	C3GBⁱ—C6GB—C7GB	113.7 (4)
C4—C3—H32	109.3	C8GB—C6GB—C7GB	54.8 (3)
C2—C3—H32	109.3	C5GB—C6GB—C7GB	67.0 (3)
H31—C3—H32	108.0	C1GBⁱ—C1GB—C2GBⁱ	64.7 (4)
C10—C9—C8	119.5 (2)	C1GBⁱ—C1GB—C6GBⁱ	64.7 (4)
C10—C9—H9	120.2	C2GBⁱ—C1GB—C6GBⁱ	0.0 (3)
C8—C9—H9	120.2	C1GBⁱ—C1GB—C5GBⁱ	130.2 (7)
C3GA—C2GA—C1GA	118.7 (2)	C2GBⁱ—C1GB—C5GBⁱ	65.7 (4)
C3GA—C2GA—C7GA	120.5 (2)	C6GBⁱ—C1GB—C5GBⁱ	65.7 (4)
C1GA—C2GA—C7GA	120.8 (2)	C1GBⁱ—C1GB—C6GB	58.3 (4)
C13—C18—C17	122.2 (2)	C2GBⁱ—C1GB—C6GB	123.0 (4)
C13—C18—H18	118.9	C6GBⁱ—C1GB—C6GB	123.0 (4)
C17—C18—H18	118.9	C5GBⁱ—C1GB—C6GB	170.3 (5)
C11—C12—C7	122.0 (2)	C1GBⁱ—C1GB—C4GBⁱ	173.1 (6)
C11—C12—H12	119.0	C2GBⁱ—C1GB—C4GBⁱ	121.6 (4)
C7—C12—H12	119.0	C6GBⁱ—C1GB—C4GBⁱ	121.6 (4)
C3—C2—C1	112.85 (17)	C5GBⁱ—C1GB—C4GBⁱ	55.9 (3)
C3—C2—H21	109.0	C6GB—C1GB—C4GBⁱ	115.3 (4)
C1—C2—H21	109.0	C1GBⁱ—C1GB—N1GBⁱ	173.1 (6)
C3—C2—H22	109.0	C2GBⁱ—C1GB—N1GBⁱ	121.6 (4)
C1—C2—H22	109.0	C6GBⁱ—C1GB—N1GBⁱ	121.6 (4)
H21—C2—H22	107.8	C5GBⁱ—C1GB—N1GBⁱ	55.9 (3)
C16—C17—C18	119.8 (2)	C6GB—C1GB—N1GBⁱ	115.3 (4)
C16—C17—H17	120.1	C4GBⁱ—C1GB—N1GBⁱ	0.00 (4)
C18—C17—H17	120.1	C1GBⁱ—C1GB—C3GBⁱ	116.7 (6)
C5—C6—C1	112.97 (18)	C2GBⁱ—C1GB—C3GBⁱ	176.1 (4)
C5—C6—H61	109.0	C6GBⁱ—C1GB—C3GBⁱ	176.1 (4)
C1—C6—H61	109.0	C5GBⁱ—C1GB—C3GBⁱ	112.5 (4)
C5—C6—H62	109.0	C6GB—C1GB—C3GBⁱ	58.4 (3)
C1—C6—H62	109.0	C4GBⁱ—C1GB—C3GBⁱ	56.9 (3)
H61—C6—H62	107.8	N1GBⁱ—C1GB—C3GBⁱ	56.9 (3)
O2—C16—C15	117.7 (2)	N1GB—C3GB—C8GBⁱ	174.3 (5)
O2—C16—C17	122.7 (2)	N1GB—C3GB—C2GBⁱ	115.5 (4)
C15—C16—C17	119.6 (2)	C8GBⁱ—C3GB—C2GBⁱ	61.1 (3)
C14—C15—C16	119.9 (2)	N1GB—C3GB—C6GBⁱ	115.5 (4)
C14—C15—H15	120.1	C8GBⁱ—C3GB—C6GBⁱ	61.1 (3)
C16—C15—H15	120.1	C2GBⁱ—C3GB—C6GBⁱ	0.00 (17)
C4—C5—C6	110.81 (18)	N1GB—C3GB—C1GBⁱ	58.6 (3)
C4—C5—H51	109.5	C8GBⁱ—C3GB—C1GBⁱ	117.9 (4)
C6—C5—H51	109.5	C2GBⁱ—C3GB—C1GBⁱ	56.9 (3)
C4—C5—H52	109.5	C6GBⁱ—C3GB—C1GBⁱ	56.9 (3)
C6—C5—H52	109.5	N1GB—C5GB—C1GBⁱ	65.5 (3)
H51—C5—H52	108.1	N1GB—C5GB—C6GB	121.9 (4)
C5GA—C6GA—C1GA	118.3 (2)	C1GBⁱ—C5GB—C6GB	56.5 (3)
C5GA—C6GA—C8GA	121.1 (2)	N1GB—C5GB—C7GB	174.2 (4)
C1GA—C6GA—C8GA	120.6 (2)	C1GBⁱ—C5GB—C7GB	115.6 (4)
C5—C4—C3	112.16 (19)	C6GB—C5GB—C7GB	59.3 (3)
C5—C4—H41	109.2	C8GB—C7GB—C6GB	58.9 (3)
C3—C4—H41	109.2	C8GB—C7GB—C5GB	112.5 (4)
C5—C4—H42	109.2	C6GB—C7GB—C5GB	53.7 (3)
C3—C4—H42	109.2	C7GB—C8GB—C3GBⁱ	126.0 (5)
H41—C4—H42	107.9	C7GB—C8GB—C6GB	66.3 (4)
C2GA—C7GA—H7A1	109.5	C3GBⁱ—C8GB—C6GB	59.9 (3)
C2GA—C7GA—H7A2	109.5

C12—C7—C8—C9	−0.8 (3)	C7GB—C6GB—C1GB—C6GBⁱ	−168 (10)
C1—C7—C8—C9	176.06 (19)	C1GBⁱ—C6GB—C1GB—C5GBⁱ	153 (3)
C8—C7—C1—C13	−88.0 (2)	C3GBⁱ—C6GB—C1GB—C5GBⁱ	−23 (2)
C12—C7—C1—C13	88.7 (2)	C8GB—C6GB—C1GB—C5GBⁱ	−27 (3)
C8—C7—C1—C2	32.7 (3)	C5GB—C6GB—C1GB—C5GBⁱ	157 (2)
C12—C7—C1—C2	−150.7 (2)	C7GB—C6GB—C1GB—C5GBⁱ	−16 (12)
C8—C7—C1—C6	151.4 (2)	C1GBⁱ—C6GB—C1GB—C4GBⁱ	177.1 (6)
C12—C7—C1—C6	−32.0 (3)	C3GBⁱ—C6GB—C1GB—C4GBⁱ	1.4 (3)
C15—C14—C13—C18	0.3 (3)	C8GB—C6GB—C1GB—C4GBⁱ	−2.3 (5)
C15—C14—C13—C1	−179.49 (19)	C5GB—C6GB—C1GB—C4GBⁱ	−178.4 (3)
C7—C1—C13—C18	−0.9 (3)	C7GB—C6GB—C1GB—C4GBⁱ	9 (11)
C2—C1—C13—C18	−123.0 (2)	C1GBⁱ—C6GB—C1GB—N1GBⁱ	177.1 (6)
C6—C1—C13—C18	121.0 (2)	C3GBⁱ—C6GB—C1GB—N1GBⁱ	1.4 (3)
C7—C1—C13—C14	178.84 (18)	C8GB—C6GB—C1GB—N1GBⁱ	−2.3 (5)
C2—C1—C13—C14	56.8 (2)	C5GB—C6GB—C1GB—N1GBⁱ	−178.4 (3)
C6—C1—C13—C14	−59.2 (2)	C7GB—C6GB—C1GB—N1GBⁱ	9 (11)
C9—C10—C11—C12	−1.0 (3)	C1GBⁱ—C6GB—C1GB—C3GBⁱ	175.7 (4)
O1—C10—C11—C12	177.78 (19)	C8GB—C6GB—C1GB—C3GBⁱ	−3.7 (4)
C11—C10—C9—C8	1.6 (3)	C5GB—C6GB—C1GB—C3GBⁱ	−179.8 (3)
O1—C10—C9—C8	−177.13 (19)	C7GB—C6GB—C1GB—C3GBⁱ	7 (10)
C7—C8—C9—C10	−0.7 (3)	C5GB—N1GB—C3GB—C8GBⁱ	−59 (5)
C6GA—C1GA—C2GA—C3GA	−1.4 (3)	C1GBⁱ—N1GB—C3GB—C8GBⁱ	−53 (5)
N1GA—C1GA—C2GA—C3GA	−178.2 (2)	C5GB—N1GB—C3GB—C2GBⁱ	−7.8 (5)
C6GA—C1GA—C2GA—C7GA	179.6 (2)	C1GBⁱ—N1GB—C3GB—C2GBⁱ	−1.4 (3)
N1GA—C1GA—C2GA—C7GA	2.8 (3)	C5GB—N1GB—C3GB—C6GBⁱ	−7.8 (5)
C14—C13—C18—C17	0.2 (3)	C1GBⁱ—N1GB—C3GB—C6GBⁱ	−1.4 (3)
C1—C13—C18—C17	179.95 (19)	C5GB—N1GB—C3GB—C1GBⁱ	−6.4 (4)
C10—C11—C12—C7	−0.6 (3)	C3GB—N1GB—C5GB—C1GBⁱ	6.7 (4)
C8—C7—C12—C11	1.4 (3)	C3GB—N1GB—C5GB—C6GB	8.5 (5)
C1—C7—C12—C11	−175.4 (2)	C1GBⁱ—N1GB—C5GB—C6GB	1.8 (3)
C4—C3—C2—C1	56.0 (2)	C3GB—N1GB—C5GB—C7GB	109 (5)
C7—C1—C2—C3	65.0 (2)	C1GBⁱ—N1GB—C5GB—C7GB	102 (5)
C13—C1—C2—C3	−173.71 (18)	C1GBⁱ—C6GB—C5GB—N1GB	−1.9 (3)
C6—C1—C2—C3	−56.3 (2)	C1GB—C6GB—C5GB—N1GB	−6.4 (5)
C13—C18—C17—C16	−0.6 (3)	C3GBⁱ—C6GB—C5GB—N1GB	−20 (26)
C7—C1—C6—C5	−64.2 (2)	C8GB—C6GB—C5GB—N1GB	177.4 (3)
C13—C1—C6—C5	174.57 (16)	C7GB—C6GB—C5GB—N1GB	173.3 (4)
C2—C1—C6—C5	57.2 (2)	C1GB—C6GB—C5GB—C1GBⁱ	−4.5 (4)
C18—C17—C16—O2	−178.1 (2)	C3GBⁱ—C6GB—C5GB—C1GBⁱ	−18 (26)
C18—C17—C16—C15	0.6 (3)	C8GB—C6GB—C5GB—C1GBⁱ	179.4 (4)
C13—C14—C15—C16	−0.3 (3)	C7GB—C6GB—C5GB—C1GBⁱ	175.3 (3)
O2—C16—C15—C14	178.6 (2)	C1GBⁱ—C6GB—C5GB—C7GB	−175.3 (3)
C17—C16—C15—C14	−0.1 (3)	C1GB—C6GB—C5GB—C7GB	−179.8 (3)
C1—C6—C5—C4	−57.2 (2)	C3GBⁱ—C6GB—C5GB—C7GB	167 (26)
C2GA—C1GA—C6GA—C5GA	1.1 (3)	C8GB—C6GB—C5GB—C7GB	4.1 (4)
N1GA—C1GA—C6GA—C5GA	177.9 (2)	C1GBⁱ—C6GB—C7GB—C8GB	−179.4 (4)
C2GA—C1GA—C6GA—C8GA	−178.6 (2)	C1GB—C6GB—C7GB—C8GB	−11 (10)
N1GA—C1GA—C6GA—C8GA	−1.8 (3)	C3GBⁱ—C6GB—C7GB—C8GB	−4.1 (4)
C6—C5—C4—C3	53.7 (3)	C5GB—C6GB—C7GB—C8GB	175.7 (4)
C2—C3—C4—C5	−53.2 (2)	C1GBⁱ—C6GB—C7GB—C5GB	4.9 (4)
C1GA—C2GA—C3GA—C4GA	1.0 (4)	C1GB—C6GB—C7GB—C5GB	173 (10)
C7GA—C2GA—C3GA—C4GA	−180.0 (2)	C3GBⁱ—C6GB—C7GB—C5GB	−179.8 (3)
C1GA—C6GA—C5GA—C4GA	−0.3 (4)	C8GB—C6GB—C7GB—C5GB	−175.7 (4)
C8GA—C6GA—C5GA—C4GA	179.4 (3)	N1GB—C5GB—C7GB—C8GB	−107 (5)
C6GA—C5GA—C4GA—C3GA	−0.1 (4)	C1GBⁱ—C5GB—C7GB—C8GB	−8.3 (6)
C2GA—C3GA—C4GA—C5GA	−0.2 (4)	C6GB—C5GB—C7GB—C8GB	−3.9 (4)
C3GBⁱ—C6GB—C1GB—C1GBⁱ	−175.7 (4)	N1GB—C5GB—C7GB—C6GB	−103 (5)
C8GB—C6GB—C1GB—C1GBⁱ	−179.4 (4)	C1GBⁱ—C5GB—C7GB—C6GB	−4.4 (3)
C5GB—C6GB—C1GB—C1GBⁱ	4.5 (4)	C6GB—C7GB—C8GB—C3GBⁱ	4.6 (5)
C7GB—C6GB—C1GB—C1GBⁱ	−168 (10)	C5GB—C7GB—C8GB—C3GBⁱ	8.4 (7)
C1GBⁱ—C6GB—C1GB—C2GBⁱ	0.000 (1)	C5GB—C7GB—C8GB—C6GB	3.7 (3)
C3GBⁱ—C6GB—C1GB—C2GBⁱ	−175.7 (4)	C1GBⁱ—C6GB—C8GB—C7GB	42 (31)
C8GB—C6GB—C1GB—C2GBⁱ	−179.4 (4)	C1GB—C6GB—C8GB—C7GB	179.6 (4)
C5GB—C6GB—C1GB—C2GBⁱ	4.5 (4)	C3GBⁱ—C6GB—C8GB—C7GB	175.7 (4)
C7GB—C6GB—C1GB—C2GBⁱ	−168 (10)	C5GB—C6GB—C8GB—C7GB	−4.6 (4)
C1GBⁱ—C6GB—C1GB—C6GBⁱ	0.000 (1)	C1GBⁱ—C6GB—C8GB—C3GBⁱ	−133 (31)
C3GBⁱ—C6GB—C1GB—C6GBⁱ	−175.7 (4)	C1GB—C6GB—C8GB—C3GBⁱ	3.9 (4)
C8GB—C6GB—C1GB—C6GBⁱ	−179.4 (4)	C5GB—C6GB—C8GB—C3GBⁱ	179.7 (3)
C5GB—C6GB—C1GB—C6GBⁱ	4.5 (4)	C7GB—C6GB—C8GB—C3GBⁱ	−175.7 (4)

Symmetry code: (i) −x+3, −y+1, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N1GA	0.96 (1)	1.85 (1)	2.804 (3)	170 (3)
O2—H2···O1ⁱⁱ	0.99 (1)	1.81 (2)	2.759 (2)	160 (3)
N1GA—H1A1···N1GB	0.95 (2)	2.52 (2)	3.392 (3)	154 (2)

Symmetry code: (ii) −x+2, −y+1, −z+1.

(dc26x2.5) 1,1'-bis-(4-hydroxyphenyl)cyclohexane and 2,3-xylidine top

Crystal data top

C₁₈H₂₀O2/2.5(C₈H₁₁N)	Z = 4
M_r = 571.29	F(000) = 1236
Triclinic, P1	D_x = 1.166 Mg m⁻³ D_m = N/A Mg m⁻³ D_m measured by not measured
a = 7.885 (1) Å	Melting point: Not measured K
b = 10.026 (1) Å	Mo Kα radiation, λ = 0.71069 Å
c = 43.761 (3) Å	µ = 0.07 mm⁻¹
α = 94.661 (1)°	T = 173 K
β = 91.539 (2)°	Prism, colourless
γ = 109.02 (1)°	0.47 × 0.30 × 0.10 mm
V = 3254.6 (6) Å³

Data collection top

Nonius Kappa CCD diffractometer	5565 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.018
Graphite monochromator	θ_max = 24.4°, θ_min = 2.2°
0.5° φ scans and ω scans	h = −8→8
10828 measured reflections	k = −11→11
7844 independent reflections	l = −43→50

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.189	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.565	w = 1/[σ²(F_o²) + (0.2P)²] where P = (F_o² + 2F_c²)/3
S = 2.50	(Δ/σ)_max = 0.040
7844 reflections	Δρ_max = 2.01 e Å⁻³
609 parameters	Δρ_min = −1.04 e Å⁻³
3 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.002 (7)

Special details top

Experimental. Complete sphere of data collected using COLLECT strategy (Nonius, 2000). Crystal to detector distance = 55 mm; combination of φ and ω scans of 0.5°, 80 s per °, 2 iterations.

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

	x	y	z	U_iso*/U_eq
O2X	0.0568 (7)	0.9608 (5)	0.38811 (13)	0.0346 (15)
H2X	−0.015 (15)	1.006 (13)	0.377 (3)	0.14 (6)*
O1X	0.2552 (7)	1.2477 (6)	0.60021 (13)	0.0399 (15)
H1X	0.133 (6)	1.212 (9)	0.607 (2)	0.06 (3)*
N1GC	−0.0762 (8)	1.1054 (6)	0.34703 (17)	0.0386 (19)
C15X	0.2188 (9)	1.1806 (7)	0.4176 (2)	0.033 (2)
H15X	0.1555	1.2298	0.4067	0.039*
C14X	0.3478 (8)	1.2529 (7)	0.44143 (19)	0.0280 (19)
H14X	0.3682	1.3507	0.4470	0.034*
C3X	0.7922 (9)	1.4408 (8)	0.45104 (19)	0.032 (2)
H3X1	0.7159	1.3998	0.4320	0.039*
H3X2	0.8506	1.5434	0.4494	0.039*
C1X	0.5819 (9)	1.2646 (7)	0.48415 (17)	0.0242 (18)
C7X	0.4899 (9)	1.2577 (7)	0.51427 (19)	0.031 (2)
C10X	0.3249 (10)	1.2445 (7)	0.5711 (2)	0.033 (2)
C16X	0.1855 (9)	1.0373 (8)	0.41012 (18)	0.0276 (19)
C17X	0.2801 (10)	0.9684 (8)	0.42534 (19)	0.032 (2)
H17X	0.2590	0.8705	0.4199	0.038*
C8X	0.5864 (10)	1.3236 (8)	0.5420 (2)	0.031 (2)
H8X	0.7117	1.3720	0.5415	0.037*
C2GC	−0.1659 (10)	1.3076 (8)	0.3670 (2)	0.039 (2)
C2X	0.6735 (10)	1.4215 (8)	0.4785 (2)	0.035 (2)
H2X1	0.5795	1.4652	0.4750	0.042*
H2X2	0.7477	1.4723	0.4971	0.042*
C6X	0.7347 (9)	1.2005 (8)	0.4872 (2)	0.034 (2)
H6X1	0.8134	1.2484	0.5056	0.040*
H6X2	0.6816	1.0990	0.4903	0.040*
C9X	0.5081 (10)	1.3213 (8)	0.5698 (2)	0.035 (2)
H9X	0.5771	1.3711	0.5878	0.042*
C11X	0.2234 (9)	1.1772 (7)	0.54547 (19)	0.0290 (19)
H11X	0.0995	1.1255	0.5466	0.035*
C1GC	−0.0382 (10)	1.2572 (8)	0.3542 (2)	0.033 (2)
C18X	0.4084 (9)	1.0415 (7)	0.44898 (18)	0.0275 (18)
H18X	0.4710	0.9916	0.4598	0.033*
C13X	0.4449 (9)	1.1845 (8)	0.45684 (19)	0.031 (2)
C12X	0.3052 (9)	1.1853 (8)	0.5170 (2)	0.034 (2)
H12X	0.2329	1.1401	0.4990	0.041*
C4GC	0.0429 (13)	1.5486 (9)	0.3664 (2)	0.051 (3)
H4GC	0.0699	1.6479	0.3708	0.061*
C3GC	−0.1199 (12)	1.4562 (8)	0.3729 (2)	0.044 (2)
H3GC	−0.2056	1.4935	0.3818	0.052*
C6GC	0.1281 (10)	1.3479 (8)	0.3471 (2)	0.038 (2)
C5GC	0.1667 (12)	1.4944 (9)	0.3534 (2)	0.048 (2)
H5GC	0.2799	1.5573	0.3485	0.058*
C4X	0.9342 (10)	1.3724 (8)	0.4535 (2)	0.042 (2)
H4X1	1.0225	1.4230	0.4706	0.051*
H4X2	0.9984	1.3788	0.4343	0.051*
C7GC	−0.3441 (12)	1.2118 (9)	0.3743 (2)	0.055 (3)
H7C1	−0.3991	1.1457	0.3563	0.083*
H7C2	−0.4214	1.2680	0.3801	0.083*
H7C3	−0.3297	1.1585	0.3915	0.083*
C8GC	0.2693 (11)	1.2911 (10)	0.3330 (2)	0.055 (3)
H8C1	0.3080	1.2363	0.3476	0.083*
H8C2	0.3729	1.3706	0.3281	0.083*
H8C3	0.2174	1.2299	0.3141	0.083*
C5X	0.8481 (10)	1.2142 (8)	0.4595 (2)	0.040 (2)
H5X1	0.7722	1.1610	0.4412	0.048*
H5X2	0.9440	1.1725	0.4630	0.048*
O2Y	0.8929 (8)	0.5824 (7)	0.23675 (18)	0.060 (2)
H2Y	0.90 (2)	0.526 (18)	0.254 (3)	0.21 (9)*
C15Y	0.7387 (11)	0.3789 (9)	0.2014 (2)	0.046 (2)
H15Y	0.7966	0.3220	0.2108	0.055*
C17Y	0.6866 (11)	0.5972 (9)	0.1971 (2)	0.053 (3)
H17Y	0.7084	0.6933	0.2045	0.064*
C14Y	0.6115 (11)	0.3213 (9)	0.1757 (2)	0.047 (2)
H14Y	0.5830	0.2239	0.1688	0.057*
C18Y	0.5727 (12)	0.5402 (10)	0.1727 (3)	0.057 (3)
H18Y	0.5187	0.5989	0.1630	0.069*
C16Y	0.7741 (11)	0.5172 (9)	0.2119 (2)	0.049 (3)
C1Y	0.4139 (13)	0.3416 (11)	0.1307 (3)	0.068 (3)
C13Y	0.5296 (10)	0.4002 (10)	0.1608 (2)	0.047 (3)
C2Y	0.3142 (13)	0.1793 (12)	0.1292 (3)	0.073 (4)
H2Y1	0.2511	0.1461	0.1088	0.087*
H2Y2	0.4037	0.1304	0.1316	0.087*
C6Y	0.2556 (13)	0.4057 (14)	0.1284 (3)	0.076 (4)
H6Y1	0.3078	0.5104	0.1299	0.091*
H6Y2	0.1913	0.3738	0.1080	0.091*
C8GD	0.552 (2)	0.8235 (17)	0.0041 (4)	0.120 (5)*
N1GA	0.0375 (8)	0.4119 (6)	0.27087 (18)	0.043 (2)
C1GA	−0.0058 (10)	0.2632 (8)	0.2645 (2)	0.036 (2)
C2GA	−0.1769 (10)	0.1761 (9)	0.2720 (2)	0.038 (2)
C6GA	0.1093 (11)	0.2044 (8)	0.2501 (2)	0.045 (2)
C4GA	−0.1034 (14)	−0.0284 (9)	0.2531 (3)	0.063 (3)
H4GA	−0.1366	−0.1285	0.2492	0.075*
C3GA	−0.2193 (12)	0.0321 (9)	0.2666 (2)	0.049 (3)
H3GA	−0.3320	−0.0275	0.2724	0.059*
C7GA	−0.3097 (11)	0.2448 (11)	0.2860 (3)	0.062 (3)
H7A1	−0.4204	0.1704	0.2903	0.094*
H7A2	−0.3377	0.3050	0.2715	0.094*
H7A3	−0.2553	0.3024	0.3051	0.094*
C5GA	0.0624 (12)	0.0581 (9)	0.2450 (2)	0.054 (3)
H5GA	0.1444	0.0170	0.2361	0.065*
C8GA	0.2956 (11)	0.2983 (10)	0.2414 (3)	0.062 (3)
H8A1	0.3641	0.2381	0.2336	0.092*
H8A2	0.3602	0.3590	0.2596	0.092*
H8A3	0.2810	0.3576	0.2255	0.092*
N1GB	0.5326 (8)	0.8483 (7)	0.34991 (18)	0.044 (2)
C2GB	0.5781 (10)	0.7107 (8)	0.3035 (2)	0.043 (3)
C1GB	0.4843 (10)	0.7902 (7)	0.3193 (2)	0.035 (2)
C5GB	0.3022 (10)	0.7659 (8)	0.2720 (2)	0.042 (2)
H5GB	0.2079	0.7842	0.2610	0.050*
C6GB	0.3441 (9)	0.8180 (8)	0.3033 (2)	0.036 (2)
C3GB	0.5341 (11)	0.6617 (8)	0.2731 (2)	0.042 (2)
H3GB	0.5992	0.6084	0.2628	0.051*
C4GB	0.3988 (12)	0.6883 (9)	0.2573 (2)	0.051 (3)
H4GB	0.3707	0.6537	0.2363	0.062*
C7GB	0.7345 (12)	0.6824 (10)	0.3203 (3)	0.059 (3)
H7B1	0.7917	0.6328	0.3058	0.088*
H7B2	0.6890	0.6237	0.3370	0.088*
H7B3	0.8228	0.7727	0.3287	0.088*
C8GB	0.2410 (11)	0.9039 (10)	0.3188 (2)	0.054 (3)
H8B1	0.1406	0.9031	0.3050	0.081*
H8B2	0.3206	1.0017	0.3238	0.081*
H8B3	0.1944	0.8629	0.3377	0.081*
C3Y	0.1760 (12)	0.1376 (11)	0.1543 (3)	0.071 (4)
H3Y1	0.1151	0.0337	0.1517	0.086*
H3Y2	0.2404	0.1624	0.1748	0.086*
C5Y	0.1199 (12)	0.3643 (12)	0.1532 (3)	0.071 (3)
H5Y1	0.1824	0.4014	0.1736	0.085*
H5Y2	0.0270	0.4095	0.1503	0.085*
C4Y	0.0331 (13)	0.2126 (14)	0.1528 (3)	0.084 (4)
H4Y1	−0.0448	0.1765	0.1338	0.101*
H4Y2	−0.0434	0.1916	0.1705	0.101*
N1GD	0.7625 (18)	0.6773 (16)	−0.0089 (4)	0.145 (5)*
C1GD	0.8242 (16)	0.8047 (10)	0.0109 (3)	0.142 (6)*
C2GD	0.9972 (14)	0.8508 (13)	0.0245 (3)	0.175 (8)*
C3GD	1.0520 (11)	0.9696 (14)	0.0458 (3)	0.121 (5)*
C4GD	0.9337 (16)	1.0423 (11)	0.0534 (3)	0.152 (7)*
C5GD	0.7607 (14)	0.9962 (11)	0.0398 (3)	0.123 (5)*
C6GD	0.7059 (11)	0.8774 (11)	0.0185 (2)	0.085 (4)*
C1GE	0.2611 (17)	0.8023 (14)	0.1545 (4)	0.114 (5)*
C2GE	0.443 (2)	0.8655 (17)	0.1628 (3)	0.35 (2)*
C3GE	0.5684 (13)	0.8879 (16)	0.1404 (5)	0.144 (6)*
C4GE	0.512 (2)	0.8469 (19)	0.1097 (4)	0.303 (17)*
C5GE	0.330 (3)	0.784 (2)	0.1014 (3)	0.194 (9)*
C6GE	0.2047 (16)	0.7613 (15)	0.1238 (4)	0.187 (9)*
C7Y	0.5469 (8)	0.3753 (6)	0.10601 (16)	0.079 (3)*
C8Y	0.5746 (7)	0.4946 (7)	0.09018 (14)	0.186 (9)*
C9Y	0.7059 (9)	0.5267 (7)	0.06884 (14)	0.228 (12)*
C10Y	0.8096 (8)	0.4396 (7)	0.06333 (15)	0.191 (9)*
C11Y	0.7819 (9)	0.3202 (7)	0.07917 (17)	0.141 (6)*
C12Y	0.6505 (11)	0.2881 (6)	0.10051 (19)	0.105 (4)*
C8GE	0.0258 (13)	0.7083 (14)	0.1269 (3)	0.218 (11)*
C7GD	1.1050 (18)	0.7510 (12)	0.0146 (3)	0.202 (10)*
O1Y	0.9406 (10)	0.4720 (9)	0.04199 (17)	0.194 (6)*
N1GE	0.1610 (14)	0.7895 (12)	0.1828 (3)	0.182 (7)*
C7GE	0.5029 (15)	0.9148 (11)	0.1908 (3)	0.186 (9)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O2X	0.037 (3)	0.028 (3)	0.035 (4)	0.008 (2)	−0.006 (3)	−0.004 (2)
O1X	0.050 (4)	0.046 (3)	0.020 (4)	0.011 (3)	0.008 (3)	0.003 (2)
N1GC	0.036 (4)	0.035 (4)	0.044 (5)	0.012 (3)	−0.009 (3)	0.006 (3)
C15X	0.026 (4)	0.025 (4)	0.049 (6)	0.011 (3)	−0.001 (4)	0.007 (4)
C14X	0.023 (4)	0.025 (4)	0.039 (6)	0.013 (3)	0.003 (4)	0.002 (3)
C3X	0.032 (4)	0.037 (4)	0.026 (6)	0.008 (3)	0.005 (4)	0.007 (3)
C1X	0.029 (4)	0.024 (4)	0.015 (5)	0.004 (3)	0.000 (3)	−0.002 (3)
C7X	0.032 (4)	0.022 (4)	0.041 (6)	0.010 (3)	−0.001 (4)	0.011 (3)
C10X	0.046 (5)	0.025 (4)	0.029 (6)	0.013 (4)	−0.001 (4)	0.008 (3)
C16X	0.021 (4)	0.038 (4)	0.020 (5)	0.004 (3)	0.002 (3)	0.000 (3)
C17X	0.039 (4)	0.025 (4)	0.031 (6)	0.008 (3)	0.001 (4)	0.007 (3)
C8X	0.028 (4)	0.033 (4)	0.031 (6)	0.008 (3)	0.000 (4)	0.005 (3)
C2GC	0.041 (5)	0.037 (5)	0.035 (6)	0.008 (4)	−0.006 (4)	0.002 (4)
C2X	0.041 (4)	0.030 (4)	0.032 (6)	0.010 (4)	−0.010 (4)	0.003 (3)
C6X	0.032 (4)	0.033 (4)	0.036 (6)	0.011 (3)	−0.007 (4)	0.003 (3)
C9X	0.038 (4)	0.028 (4)	0.037 (6)	0.008 (3)	−0.007 (4)	0.002 (3)
C11X	0.029 (4)	0.031 (4)	0.028 (6)	0.010 (3)	0.007 (4)	0.000 (3)
C1GC	0.042 (5)	0.029 (4)	0.030 (6)	0.012 (4)	−0.009 (4)	0.010 (3)
C18X	0.031 (4)	0.034 (4)	0.015 (5)	0.009 (3)	−0.006 (3)	−0.001 (3)
C13X	0.026 (4)	0.032 (4)	0.032 (6)	0.003 (3)	0.003 (4)	0.012 (3)
C12X	0.031 (4)	0.031 (4)	0.038 (6)	0.007 (3)	−0.007 (4)	0.003 (3)
C4GC	0.065 (6)	0.038 (5)	0.048 (7)	0.014 (5)	−0.008 (5)	0.005 (4)
C3GC	0.064 (6)	0.035 (5)	0.035 (6)	0.023 (4)	0.001 (4)	0.000 (4)
C6GC	0.038 (4)	0.032 (5)	0.040 (6)	0.007 (4)	−0.009 (4)	0.004 (4)
C5GC	0.049 (5)	0.046 (5)	0.041 (7)	0.003 (4)	−0.001 (5)	0.015 (4)
C4X	0.032 (4)	0.041 (5)	0.047 (7)	0.003 (4)	0.009 (4)	0.004 (4)
C7GC	0.069 (6)	0.048 (6)	0.040 (7)	0.011 (5)	0.001 (5)	−0.003 (4)
C8GC	0.049 (5)	0.063 (6)	0.056 (8)	0.020 (5)	0.005 (5)	0.012 (5)
C5X	0.040 (4)	0.043 (5)	0.042 (7)	0.019 (4)	0.015 (4)	0.007 (4)
O2Y	0.055 (4)	0.057 (4)	0.059 (6)	0.014 (3)	−0.028 (4)	−0.020 (4)
C15Y	0.046 (5)	0.051 (6)	0.036 (7)	0.014 (4)	−0.016 (4)	−0.007 (4)
C17Y	0.049 (5)	0.044 (5)	0.067 (8)	0.023 (4)	−0.022 (5)	−0.016 (5)
C14Y	0.042 (5)	0.050 (5)	0.046 (7)	0.013 (4)	0.007 (5)	−0.008 (4)
C18Y	0.055 (6)	0.069 (7)	0.061 (8)	0.043 (5)	−0.001 (5)	−0.007 (5)
C16Y	0.042 (5)	0.043 (5)	0.061 (8)	0.014 (4)	0.000 (5)	0.002 (4)
C1Y	0.059 (6)	0.080 (8)	0.060 (9)	0.022 (6)	−0.023 (6)	−0.015 (6)
C13Y	0.031 (4)	0.055 (6)	0.048 (7)	0.010 (4)	0.004 (4)	−0.015 (4)
C2Y	0.057 (6)	0.085 (8)	0.070 (10)	0.026 (6)	−0.024 (6)	−0.034 (6)
C6Y	0.050 (6)	0.128 (10)	0.042 (9)	0.025 (6)	−0.021 (6)	−0.015 (6)
N1GA	0.041 (4)	0.025 (4)	0.062 (6)	0.008 (3)	−0.015 (4)	0.006 (3)
C1GA	0.036 (4)	0.037 (5)	0.032 (6)	0.010 (4)	−0.004 (4)	0.005 (4)
C2GA	0.032 (4)	0.054 (5)	0.022 (6)	0.004 (4)	−0.005 (4)	0.006 (4)
C6GA	0.037 (5)	0.033 (5)	0.057 (7)	0.003 (4)	0.001 (4)	0.001 (4)
C4GA	0.071 (7)	0.027 (5)	0.082 (9)	0.006 (5)	−0.010 (6)	0.007 (5)
C3GA	0.050 (5)	0.036 (5)	0.045 (7)	−0.009 (4)	−0.006 (5)	0.012 (4)
C7GA	0.034 (5)	0.091 (8)	0.059 (8)	0.009 (5)	0.021 (5)	0.027 (6)
C5GA	0.057 (6)	0.039 (5)	0.060 (8)	0.011 (5)	−0.001 (5)	−0.005 (4)
C8GA	0.041 (5)	0.050 (6)	0.083 (9)	0.000 (4)	0.019 (5)	0.003 (5)
N1GB	0.035 (4)	0.036 (4)	0.049 (6)	−0.004 (3)	−0.012 (4)	0.003 (3)
C2GB	0.030 (4)	0.029 (4)	0.067 (8)	0.004 (4)	0.001 (4)	0.022 (4)
C1GB	0.034 (4)	0.022 (4)	0.039 (6)	−0.003 (3)	0.009 (4)	0.005 (3)
C5GB	0.039 (5)	0.033 (5)	0.049 (7)	0.004 (4)	−0.006 (4)	0.013 (4)
C6GB	0.027 (4)	0.032 (4)	0.051 (7)	0.008 (3)	0.008 (4)	0.014 (4)
C3GB	0.052 (5)	0.031 (4)	0.040 (7)	0.007 (4)	0.012 (5)	0.008 (4)
C4GB	0.055 (5)	0.033 (5)	0.054 (7)	−0.001 (4)	−0.007 (5)	0.011 (4)
C7GB	0.056 (6)	0.047 (5)	0.074 (9)	0.017 (4)	−0.001 (5)	0.013 (5)
C8GB	0.045 (5)	0.054 (6)	0.058 (8)	0.009 (4)	0.003 (5)	0.014 (5)
C3Y	0.042 (5)	0.069 (7)	0.093 (11)	0.013 (5)	0.000 (6)	−0.026 (6)
C5Y	0.045 (6)	0.095 (9)	0.068 (10)	0.025 (6)	−0.022 (6)	−0.018 (6)
C4Y	0.046 (6)	0.108 (10)	0.084 (11)	0.014 (6)	0.003 (6)	−0.025 (7)

Geometric parameters (Å, º) top

O2X—C16X	1.366 (9)	N1GA—C1GA	1.418 (10)
O1X—C10X	1.403 (10)	C1GA—C6GA	1.374 (12)
N1GC—C1GC	1.458 (10)	C1GA—C2GA	1.412 (11)
C15X—C16X	1.383 (10)	C2GA—C3GA	1.370 (12)
C15X—C14X	1.411 (11)	C2GA—C7GA	1.543 (13)
C14X—C13X	1.379 (10)	C6GA—C5GA	1.389 (12)
C3X—C4X	1.497 (11)	C6GA—C8GA	1.541 (11)
C3X—C2X	1.528 (11)	C4GA—C3GA	1.374 (14)
C1X—C7X	1.517 (11)	C4GA—C5GA	1.386 (13)
C1X—C2X	1.546 (10)	N1GB—C1GB	1.408 (11)
C1X—C6X	1.546 (10)	C2GB—C3GB	1.375 (12)
C1X—C13X	1.565 (10)	C2GB—C1GB	1.408 (12)
C7X—C8X	1.406 (11)	C2GB—C7GB	1.535 (12)
C7X—C12X	1.413 (10)	C1GB—C6GB	1.407 (11)
C10X—C11X	1.353 (11)	C5GB—C4GB	1.389 (13)
C10X—C9X	1.403 (10)	C5GB—C6GB	1.416 (13)
C16X—C17X	1.364 (10)	C6GB—C8GB	1.501 (13)
C17X—C18X	1.403 (10)	C3GB—C4GB	1.363 (12)
C8X—C9X	1.377 (11)	C3Y—C4Y	1.548 (15)
C2GC—C1GC	1.378 (11)	C5Y—C4Y	1.449 (16)
C2GC—C3GC	1.413 (11)	N1GD—C1GD	1.419 (17)
C2GC—C7GC	1.481 (12)	C1GD—C2GD	1.3900
C6X—C5X	1.514 (11)	C1GD—C6GD	1.3900
C11X—C12X	1.414 (11)	C2GD—C3GD	1.3900
C1GC—C6GC	1.390 (11)	C2GD—C7GD	1.554 (14)
C18X—C13X	1.380 (10)	C3GD—C4GD	1.3900
C4GC—C3GC	1.369 (12)	C4GD—C5GD	1.3900
C4GC—C5GC	1.378 (13)	C5GD—C6GD	1.3900
C6GC—C5GC	1.402 (12)	C1GE—C2GE	1.3900
C6GC—C8GC	1.530 (12)	C1GE—C6GE	1.3900
C4X—C5X	1.555 (11)	C1GE—N1GE	1.478 (14)
O2Y—C16Y	1.383 (11)	C2GE—C7GE	1.297 (15)
C15Y—C16Y	1.360 (12)	C2GE—C3GE	1.3900
C15Y—C14Y	1.434 (12)	C3GE—C4GE	1.3900
C17Y—C18Y	1.339 (13)	C4GE—C5GE	1.3900
C17Y—C16Y	1.400 (12)	C5GE—C6GE	1.3900
C14Y—C13Y	1.365 (13)	C6GE—C8GE	1.351 (15)
C18Y—C13Y	1.385 (12)	C7Y—C8Y	1.3900
C1Y—C7Y	1.506 (13)	C7Y—C12Y	1.3900
C1Y—C13Y	1.542 (13)	C8Y—C9Y	1.3900
C1Y—C2Y	1.554 (15)	C9Y—C10Y	1.3900
C1Y—C6Y	1.583 (15)	C10Y—O1Y	1.3885
C2Y—C3Y	1.550 (16)	C10Y—C11Y	1.3900
C6Y—C5Y	1.529 (16)	C11Y—C12Y	1.3900
C8GD—C6GD	1.280 (17)

C16X—C15X—C14X	119.2 (7)	C6GA—C1GA—C2GA	120.3 (7)
C13X—C14X—C15X	121.3 (7)	C6GA—C1GA—N1GA	121.9 (7)
C4X—C3X—C2X	112.8 (7)	C2GA—C1GA—N1GA	117.7 (7)
C7X—C1X—C2X	109.3 (6)	C3GA—C2GA—C1GA	118.4 (8)
C7X—C1X—C6X	108.6 (6)	C3GA—C2GA—C7GA	122.0 (7)
C2X—C1X—C6X	106.2 (6)	C1GA—C2GA—C7GA	119.6 (7)
C7X—C1X—C13X	111.1 (6)	C1GA—C6GA—C5GA	119.7 (8)
C2X—C1X—C13X	110.6 (6)	C1GA—C6GA—C8GA	120.9 (7)
C6X—C1X—C13X	111.0 (6)	C5GA—C6GA—C8GA	119.3 (8)
C8X—C7X—C12X	115.0 (8)	C3GA—C4GA—C5GA	119.3 (8)
C8X—C7X—C1X	121.2 (6)	C2GA—C3GA—C4GA	121.9 (8)
C12X—C7X—C1X	123.8 (7)	C4GA—C5GA—C6GA	120.3 (9)
C11X—C10X—C9X	121.2 (8)	C3GB—C2GB—C1GB	120.7 (8)
C11X—C10X—O1X	123.2 (7)	C3GB—C2GB—C7GB	119.9 (9)
C9X—C10X—O1X	115.6 (7)	C1GB—C2GB—C7GB	119.3 (9)
C17X—C16X—O2X	118.4 (7)	N1GB—C1GB—C6GB	119.4 (7)
C17X—C16X—C15X	119.9 (7)	N1GB—C1GB—C2GB	122.0 (8)
O2X—C16X—C15X	121.7 (7)	C6GB—C1GB—C2GB	118.5 (8)
C16X—C17X—C18X	120.4 (7)	C4GB—C5GB—C6GB	120.2 (8)
C9X—C8X—C7X	123.2 (7)	C1GB—C6GB—C5GB	119.3 (8)
C1GC—C2GC—C3GC	117.0 (7)	C1GB—C6GB—C8GB	120.9 (8)
C1GC—C2GC—C7GC	122.1 (7)	C5GB—C6GB—C8GB	119.8 (8)
C3GC—C2GC—C7GC	120.9 (8)	C4GB—C3GB—C2GB	121.3 (9)
C3X—C2X—C1X	113.5 (6)	C3GB—C4GB—C5GB	120.0 (9)
C5X—C6X—C1X	113.5 (6)	C4Y—C3Y—C2Y	112.5 (11)
C8X—C9X—C10X	119.1 (7)	C4Y—C5Y—C6Y	113.2 (10)
C10X—C11X—C12X	118.8 (7)	C5Y—C4Y—C3Y	110.1 (8)
C2GC—C1GC—C6GC	121.8 (7)	C2GD—C1GD—C6GD	120.0
C2GC—C1GC—N1GC	120.4 (7)	C2GD—C1GD—N1GD	120.3 (10)
C6GC—C1GC—N1GC	117.8 (7)	C6GD—C1GD—N1GD	119.5 (10)
C13X—C18X—C17X	121.0 (7)	C3GD—C2GD—C1GD	120.0
C14X—C13X—C18X	118.1 (7)	C3GD—C2GD—C7GD	127.5 (11)
C14X—C13X—C1X	120.7 (7)	C1GD—C2GD—C7GD	112.4 (11)
C18X—C13X—C1X	121.0 (6)	C2GD—C3GD—C4GD	120.0
C7X—C12X—C11X	122.7 (7)	C5GD—C4GD—C3GD	120.0
C3GC—C4GC—C5GC	118.6 (8)	C6GD—C5GD—C4GD	120.0
C4GC—C3GC—C2GC	122.8 (8)	C8GD—C6GD—C5GD	126.9 (11)
C1GC—C6GC—C5GC	118.9 (8)	C8GD—C6GD—C1GD	113.1 (11)
C1GC—C6GC—C8GC	121.5 (7)	C5GD—C6GD—C1GD	120.0
C5GC—C6GC—C8GC	119.6 (7)	C2GE—C1GE—C6GE	120.0
C4GC—C5GC—C6GC	120.9 (8)	C2GE—C1GE—N1GE	108.1 (13)
C3X—C4X—C5X	110.3 (6)	C6GE—C1GE—N1GE	131.8 (13)
C6X—C5X—C4X	110.7 (7)	C7GE—C2GE—C1GE	122.8 (14)
C16Y—C15Y—C14Y	118.3 (8)	C7GE—C2GE—C3GE	117.0 (14)
C18Y—C17Y—C16Y	121.0 (8)	C1GE—C2GE—C3GE	120.0
C13Y—C14Y—C15Y	123.0 (8)	C2GE—C3GE—C4GE	120.0
C17Y—C18Y—C13Y	123.4 (9)	C5GE—C4GE—C3GE	120.0
C15Y—C16Y—O2Y	122.8 (8)	C6GE—C5GE—C4GE	120.0
C15Y—C16Y—C17Y	118.7 (9)	C8GE—C6GE—C5GE	141.1 (14)
O2Y—C16Y—C17Y	118.5 (8)	C8GE—C6GE—C1GE	98.9 (14)
C7Y—C1Y—C13Y	104.0 (7)	C5GE—C6GE—C1GE	120.0
C7Y—C1Y—C2Y	110.7 (8)	C8Y—C7Y—C12Y	120.0
C13Y—C1Y—C2Y	112.4 (9)	C8Y—C7Y—C1Y	121.6 (5)
C7Y—C1Y—C6Y	115.9 (9)	C12Y—C7Y—C1Y	118.3 (5)
C13Y—C1Y—C6Y	110.6 (9)	C9Y—C8Y—C7Y	120.0
C2Y—C1Y—C6Y	103.4 (8)	C8Y—C9Y—C10Y	120.0
C14Y—C13Y—C18Y	115.5 (9)	O1Y—C10Y—C9Y	119.8
C14Y—C13Y—C1Y	121.9 (8)	O1Y—C10Y—C11Y	120.2
C18Y—C13Y—C1Y	122.2 (9)	C9Y—C10Y—C11Y	120.0
C3Y—C2Y—C1Y	113.2 (8)	C12Y—C11Y—C10Y	120.0
C5Y—C6Y—C1Y	114.1 (10)	C11Y—C12Y—C7Y	120.0

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O2X—H2X···N1GC	0.98 (3)	1.85 (6)	2.783 (8)	159 (12)
O1X—H1X···O2Xⁱ	0.97 (3)	1.92 (6)	2.752 (7)	142 (7)
O2Y—H2Y···N1GAⁱⁱ	0.97 (3)	2.01 (13)	2.837 (10)	141 (16)

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

(dc26x3) 1,1'-bis-(4-hydroxyphenyl)cyclohexane and 2,6-xylidine top

Crystal data top

C₁₈H₂₀O2/3(C₈H₁₁N)	F(000) = 2736
M_r = 631.87	D_x = 1.138 Mg m⁻³ D_m = N/A Mg m⁻³ D_m measured by not measured
Monoclinic, P2₁/n	Melting point: 361.15K for guest release onset temp. and 463.15K fro host melting K
a = 9.807 (1) Å	Mo Kα radiation, λ = 0.71069 Å
b = 25.464 (2) Å	µ = 0.07 mm⁻¹
c = 29.842 (3) Å	T = 173 K
β = 98.28 (1)°	Prism, colourless
V = 7374.6 (12) Å³	0.80 × 0.50 × 0.20 mm
Z = 8

Data collection top

Nonius Kappa CCD diffractometer	8177 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.070
Graphite monochromator	θ_max = 25.7°, θ_min = 2.1°
0.8° φ scans and ω scans	h = 0→11
13682 measured reflections	k = 0→30
13682 independent reflections	l = −36→35

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.086	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.234	w = 1/[σ²(F_o²) + (0.0896P)² + 7.8821P] where P = (F_o² + 2F_c²)/3
S = 1.06	(Δ/σ)_max = 0.023
13682 reflections	Δρ_max = 0.63 e Å⁻³
923 parameters	Δρ_min = −0.25 e Å⁻³
24 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0003 (5)

Special details top

Experimental. Complete sphere of data collected using COLLECT strategy (Nonius, 2000). Crystal to detector distance = 50 mm; combination of φ and ω scans of 0.8°, 120 s per °, 2 iterations.

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

	x	y	z	U_iso*/U_eq
O1X	0.0281 (2)	0.56325 (9)	0.02685 (9)	0.0475 (6)
O1Y	−0.2937 (3)	1.41895 (10)	0.22382 (10)	0.0560 (7)
H1Y	−0.209 (3)	1.4315 (15)	0.2389 (13)	0.076 (14)*
O2X	0.0233 (3)	0.91931 (10)	0.00057 (10)	0.0556 (7)
H2X	−0.056 (4)	0.9389 (18)	−0.0028 (18)	0.12 (2)*
C8X	0.1682 (3)	0.67842 (13)	0.08885 (12)	0.0411 (8)
H8X	0.2561	0.6943	0.0966	0.049*
C7X	0.0543 (3)	0.70114 (12)	0.10456 (10)	0.0310 (7)
C1Y	−0.3274 (3)	1.23842 (14)	0.10794 (11)	0.0378 (8)
O2Y	−0.2805 (3)	1.04680 (10)	0.20892 (10)	0.0614 (8)
H2Y	−0.187 (3)	1.0354 (17)	0.2147 (15)	0.092 (16)*
C9X	0.1573 (3)	0.63385 (13)	0.06251 (12)	0.0438 (9)
H9X	0.2370	0.6200	0.0520	0.053*
C11Y	−0.1820 (3)	1.35598 (14)	0.18136 (11)	0.0407 (8)
H11Y	−0.0956	1.3728	0.1896	0.049*
C12X	−0.0711 (3)	0.67566 (12)	0.09183 (11)	0.0356 (8)
H12X	−0.1517	0.6899	0.1014	0.043*
C12Y	−0.1925 (3)	1.31247 (14)	0.15321 (11)	0.0396 (8)
H12Y	−0.1117	1.2998	0.1427	0.048*
C14X	−0.0749 (3)	0.82181 (13)	0.08135 (11)	0.0374 (8)
H14X	−0.1544	0.8107	0.0936	0.045*
C7Y	−0.3167 (3)	1.28669 (13)	0.13978 (12)	0.0388 (8)
C1X	0.0645 (3)	0.75286 (12)	0.13139 (11)	0.0331 (7)
C1GD	−0.1478 (3)	0.74035 (16)	−0.07207 (13)	0.0477 (9)
C10Y	−0.2977 (4)	1.37471 (14)	0.19727 (12)	0.0445 (9)
C1GB	0.5921 (3)	0.74171 (16)	0.19360 (12)	0.0450 (9)
C13X	0.0501 (3)	0.79709 (12)	0.09606 (11)	0.0346 (8)
C2X	−0.0492 (3)	0.75683 (13)	0.16236 (11)	0.0373 (8)
H2X1	−0.0473	0.7925	0.1756	0.045*
H2X2	−0.1402	0.7519	0.1437	0.045*
C16Y	−0.2858 (3)	1.09364 (14)	0.18613 (12)	0.0442 (9)
N1GE	−0.2148 (3)	0.98307 (13)	−0.01891 (13)	0.0549 (9)
C18Y	−0.1919 (3)	1.15828 (16)	0.14128 (13)	0.0539 (10)
H18Y	−0.1164	1.1700	0.1272	0.065*
C2Y	−0.2170 (3)	1.24064 (15)	0.07528 (12)	0.0438 (9)
H2Y1	−0.1251	1.2446	0.0937	0.053*
H2Y2	−0.2176	1.2066	0.0592	0.053*
C15Y	−0.4024 (4)	1.12448 (15)	0.18429 (14)	0.0530 (10)
H15Y	−0.4754	1.1137	0.2000	0.064*
C16X	0.0259 (4)	0.87859 (13)	0.03076 (13)	0.0442 (9)
C11X	−0.0829 (3)	0.63017 (12)	0.06564 (11)	0.0362 (8)
H11X	−0.1701	0.6138	0.0578	0.043*
C18X	0.1611 (4)	0.81338 (15)	0.07485 (13)	0.0495 (9)
H18X	0.2477	0.7966	0.0826	0.059*
C10X	0.0323 (3)	0.60907 (12)	0.05116 (11)	0.0347 (7)
C6X	0.2044 (3)	0.75738 (14)	0.16318 (12)	0.0434 (9)
H6X1	0.2803	0.7527	0.1450	0.052*
H6X2	0.2126	0.7931	0.1764	0.052*
C13Y	−0.3103 (3)	1.18901 (13)	0.13689 (11)	0.0373 (8)
C15X	−0.0885 (3)	0.86209 (13)	0.04951 (12)	0.0432 (9)
H15X	−0.1756	0.8782	0.0406	0.052*
C8Y	−0.4301 (4)	1.30601 (15)	0.15742 (15)	0.0562 (11)
H8Y	−0.5167	1.2892	0.1496	0.067*
C6GB	0.5836 (4)	0.78593 (16)	0.16577 (14)	0.0522 (10)
C6Y	−0.4686 (3)	1.23552 (16)	0.07623 (13)	0.0506 (10)
H6Y1	−0.4751	1.2014	0.0602	0.061*
H6Y2	−0.5439	1.2370	0.0950	0.061*
C5Y	−0.4889 (4)	1.27890 (17)	0.04179 (14)	0.0581 (11)
H5Y1	−0.4896	1.3131	0.0576	0.070*
H5Y2	−0.5793	1.2745	0.0226	0.070*
C5GD	−0.1703 (4)	0.7774 (2)	−0.14687 (15)	0.0619 (12)
H5GD	−0.1749	0.8072	−0.1662	0.074*
C5X	0.2208 (3)	0.71745 (16)	0.20135 (12)	0.0487 (9)
H5X1	0.3106	0.7230	0.2206	0.058*
H5X2	0.2211	0.6817	0.1884	0.058*
C5GB	0.5717 (4)	0.77942 (19)	0.12005 (15)	0.0585 (11)
H5GB	0.5656	0.8095	0.1010	0.070*
C6GD	−0.1541 (3)	0.78486 (16)	−0.10023 (15)	0.0529 (10)
C3GD	−0.1746 (3)	0.68518 (17)	−0.13774 (13)	0.0541 (10)
H3GD	−0.1817	0.6510	−0.1506	0.065*
C9Y	−0.4213 (4)	1.34871 (16)	0.18591 (15)	0.0603 (11)
H9Y	−0.5007	1.3604	0.1978	0.072*
C4GD	−0.1799 (4)	0.72778 (19)	−0.16581 (14)	0.0587 (11)
H4GD	−0.1900	0.7234	−0.1977	0.070*
C3X	−0.0334 (3)	0.71665 (15)	0.20069 (11)	0.0434 (9)
H3X1	−0.1077	0.7219	0.2195	0.052*
H3X2	−0.0431	0.6808	0.1877	0.052*
C4Y	−0.3757 (4)	1.27909 (18)	0.01202 (13)	0.0594 (11)
H4Y1	−0.3889	1.3092	−0.0092	0.071*
H4Y2	−0.3803	1.2464	−0.0061	0.071*
N1GD	−0.1342 (4)	0.74661 (18)	−0.02525 (13)	0.0626 (10)
C14Y	−0.4144 (3)	1.17079 (15)	0.16000 (13)	0.0479 (9)
H14Y	−0.4964	1.1909	0.1590	0.058*
C3Y	−0.2354 (4)	1.28322 (16)	0.04122 (13)	0.0544 (10)
H3Y1	−0.1619	1.2810	0.0218	0.065*
H3Y2	−0.2273	1.3177	0.0568	0.065*
C2GD	−0.1593 (3)	0.69031 (15)	−0.09099 (12)	0.0458 (9)
C17Y	−0.1787 (4)	1.11145 (16)	0.16512 (14)	0.0560 (11)
H17Y	−0.0959	1.0917	0.1670	0.067*
C4GB	0.5685 (4)	0.7304 (2)	0.10111 (14)	0.0621 (12)
H4GB	0.5613	0.7265	0.0692	0.075*
C17X	0.1491 (4)	0.85272 (15)	0.04323 (14)	0.0527 (10)
H17X	0.2273	0.8624	0.0296	0.063*
N1GB	0.6017 (4)	0.7471 (2)	0.24048 (14)	0.0783 (13)
C4X	0.1058 (4)	0.72158 (17)	0.23033 (12)	0.0537 (10)
H4X1	0.1116	0.7558	0.2462	0.064*
H4X2	0.1160	0.6934	0.2534	0.064*
C3GB	0.5757 (4)	0.68665 (19)	0.12869 (17)	0.0631 (12)
H3GB	0.5729	0.6526	0.1155	0.076*
C2GE	−0.4271 (4)	0.93247 (15)	−0.01796 (14)	0.0514 (10)
C7GD	−0.1558 (4)	0.64279 (17)	−0.06120 (15)	0.0660 (12)
H7D1	−0.0664	0.6408	−0.0418	0.099*
H7D2	−0.1695	0.6112	−0.0800	0.099*
H7D3	−0.2293	0.6453	−0.0423	0.099*
C1GE	−0.3183 (4)	0.96374 (14)	0.00453 (15)	0.0520 (10)
C2GB	0.5870 (3)	0.69165 (16)	0.17485 (14)	0.0517 (10)
C7GE	−0.4449 (4)	0.92519 (17)	−0.06814 (15)	0.0645 (11)
H7E1	−0.4567	0.9595	−0.0830	0.097*
H7E2	−0.5264	0.9035	−0.0777	0.097*
H7E3	−0.3631	0.9078	−0.0766	0.097*
C7GB	0.5925 (5)	0.6435 (2)	0.2042 (2)	0.0956 (18)
H7B1	0.5868	0.6120	0.1851	0.143*
H7B2	0.5150	0.6439	0.2216	0.143*
H7B3	0.6794	0.6431	0.2251	0.143*
C4GE	−0.5036 (4)	0.91838 (17)	0.05397 (17)	0.0657 (12)
H4GE	−0.5676	0.9025	0.0709	0.079*
C6GE	−0.3043 (4)	0.97321 (15)	0.05007 (14)	0.0516 (10)
C8GB	0.5866 (6)	0.8404 (2)	0.1862 (2)	0.1025 (19)
H8B1	0.5735	0.8666	0.1619	0.154*
H8B2	0.6757	0.8462	0.2050	0.154*
H8B3	0.5126	0.8437	0.2048	0.154*
C8GD	−0.1387 (5)	0.83846 (19)	−0.07990 (18)	0.0830 (15)
H8D1	−0.0482	0.8415	−0.0613	0.125*
H8D2	−0.2110	0.8442	−0.0609	0.125*
H8D3	−0.1470	0.8648	−0.1041	0.125*
C3GE	−0.5165 (4)	0.91023 (16)	0.00758 (16)	0.0617 (11)
H3GE	−0.5891	0.8887	−0.0067	0.074*
C5GE	−0.3997 (5)	0.94895 (17)	0.07568 (16)	0.0656 (12)
H5GE	−0.3910	0.9540	0.1075	0.079*
C8GE	−0.1918 (5)	1.00692 (19)	0.07502 (15)	0.0750 (13)
H8E1	−0.1018	0.9928	0.0705	0.112*
H8E2	−0.1994	1.0070	0.1074	0.112*
H8E3	−0.2010	1.0429	0.0633	0.112*
N1GA	0.7727 (3)	0.51557 (12)	0.00316 (10)	0.0408 (7)
C1GC	1.0442 (3)	0.48023 (13)	0.21449 (11)	0.0386 (8)
N1GC	0.9616 (3)	0.46946 (12)	0.24895 (11)	0.0441 (7)
C6GA	0.5826 (3)	0.54499 (14)	0.04114 (12)	0.0426 (8)
C5GA	0.5130 (4)	0.54082 (17)	0.07846 (14)	0.0558 (10)
H5GA	0.4365	0.5632	0.0804	0.067*
C2GA	0.7376 (4)	0.47594 (15)	0.07425 (12)	0.0465 (9)
C6GC	1.0046 (4)	0.52186 (15)	0.18453 (12)	0.0488 (9)
C7GA	0.8600 (4)	0.44051 (16)	0.07279 (14)	0.0580 (10)
H7A1	0.8429	0.4178	0.0461	0.087*
H7A2	0.8745	0.4188	0.1002	0.087*
H7A3	0.9422	0.4619	0.0711	0.087*
C1GA	0.6956 (3)	0.51141 (13)	0.03946 (11)	0.0386 (8)
C8GA	0.5387 (4)	0.58380 (15)	0.00438 (14)	0.0563 (10)
H8A1	0.6100	0.6108	0.0044	0.085*
H8A2	0.4521	0.6003	0.0096	0.085*
H8A3	0.5251	0.5658	−0.0249	0.085*
C2GC	1.1572 (3)	0.44827 (14)	0.21009 (12)	0.0423 (8)
C7GC	1.1968 (4)	0.40357 (14)	0.24161 (13)	0.0504 (9)
H7C1	1.2106	0.4164	0.2729	0.076*
H7C2	1.2825	0.3878	0.2347	0.076*
H7C3	1.1234	0.3771	0.2380	0.076*
C3GC	1.2317 (4)	0.45967 (18)	0.17476 (14)	0.0590 (11)
H3GC	1.3088	0.4385	0.1709	0.071*
C8GC	0.8829 (4)	0.55609 (16)	0.18897 (14)	0.0612 (11)
H8C1	0.8020	0.5340	0.1909	0.092*
H8C2	0.8645	0.5791	0.1625	0.092*
H8C3	0.9026	0.5775	0.2165	0.092*
C3GA	0.6640 (4)	0.47347 (18)	0.11052 (13)	0.0606 (11)
H3GA	0.6913	0.4493	0.1344	0.073*
C5GC	1.0836 (4)	0.5315 (2)	0.15028 (14)	0.0681 (13)
H5GC	1.0594	0.5597	0.1299	0.082*
C4GA	0.5515 (4)	0.50554 (19)	0.11245 (14)	0.0660 (12)
H4GA	0.5011	0.5031	0.1373	0.079*
C4GC	1.1962 (4)	0.5010 (2)	0.14531 (15)	0.0713 (13)
H4GC	1.2492	0.5082	0.1218	0.086*
N1GF	0.9800 (3)	0.00363 (13)	0.23781 (11)	0.0450 (7)
C1GF	1.0683 (3)	−0.00496 (14)	0.20486 (11)	0.0412 (8)
C5GF	1.2618 (4)	0.01866 (17)	0.16874 (14)	0.0566 (10)
H5GF	1.3373	0.0412	0.1659	0.068*
C2GF	1.0400 (4)	−0.04724 (15)	0.17449 (12)	0.0481 (9)
C6GF	1.1783 (4)	0.02941 (14)	0.20180 (13)	0.0462 (9)
C7GF	0.9195 (4)	−0.08264 (16)	0.17746 (14)	0.0624 (11)
H7F1	0.9077	−0.1067	0.1515	0.094*
H7F3	0.8359	−0.0614	0.1772	0.094*
H7F2	0.9360	−0.1029	0.2056	0.094*
C8GF	1.2058 (4)	0.07512 (15)	0.23326 (15)	0.0602 (11)
H8F1	1.1240	0.0976	0.2307	0.090*
H8F2	1.2839	0.0953	0.2253	0.090*
H8F3	1.2277	0.0624	0.2644	0.090*
C3GF	1.1273 (4)	−0.05620 (17)	0.14266 (13)	0.0578 (11)
H3GF	1.1106	−0.0850	0.1224	0.069*
C4GF	1.2376 (4)	−0.02376 (18)	0.14018 (13)	0.0622 (11)
H4GF	1.2977	−0.0306	0.1186	0.075*
H1D1	−0.106 (5)	0.7176 (16)	−0.0044 (14)	0.089 (16)*
H1D2	−0.096 (4)	0.7776 (14)	−0.0139 (15)	0.080 (16)*
H1B1	0.634 (6)	0.7780 (17)	0.2551 (19)	0.13 (2)*
H1B2	0.630 (6)	0.7139 (18)	0.255 (2)	0.14 (3)*
H1C1	1.020 (3)	0.4542 (14)	0.2729 (11)	0.057 (12)*
H1A1	0.720 (4)	0.5286 (15)	−0.0230 (11)	0.061 (12)*
H1F1	1.017 (3)	0.0245 (13)	0.2602 (11)	0.048 (11)*
H1E1	−0.251 (5)	0.982 (2)	−0.0507 (12)	0.11 (2)*
H1F2	0.935 (3)	−0.0259 (12)	0.2465 (12)	0.052 (11)*
H1A2	0.818 (4)	0.4860 (13)	−0.0055 (13)	0.070 (13)*
H1E2	−0.178 (3)	1.0154 (12)	−0.0080 (12)	0.058 (12)*
H1C2	0.924 (3)	0.5015 (12)	0.2616 (11)	0.056 (11)*
H1X	−0.061 (3)	0.5490 (14)	0.0180 (13)	0.067*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1X	0.0444 (14)	0.0424 (14)	0.0591 (16)	−0.0015 (11)	0.0196 (12)	−0.0149 (12)
O1Y	0.0511 (17)	0.0485 (16)	0.0722 (19)	−0.0006 (13)	0.0219 (14)	−0.0092 (14)
O2X	0.0488 (16)	0.0427 (15)	0.0776 (19)	−0.0036 (13)	0.0173 (14)	0.0177 (14)
C8X	0.0239 (17)	0.042 (2)	0.059 (2)	−0.0020 (14)	0.0135 (15)	−0.0035 (17)
C7X	0.0232 (16)	0.0328 (17)	0.0378 (18)	0.0000 (13)	0.0067 (13)	0.0022 (14)
C1Y	0.0218 (16)	0.050 (2)	0.0419 (19)	0.0004 (14)	0.0057 (14)	0.0042 (16)
O2Y	0.0466 (16)	0.0492 (16)	0.093 (2)	0.0029 (13)	0.0235 (15)	0.0253 (15)
C9X	0.0322 (18)	0.043 (2)	0.060 (2)	0.0038 (15)	0.0217 (17)	−0.0071 (18)
C11Y	0.0251 (17)	0.051 (2)	0.047 (2)	−0.0029 (15)	0.0086 (15)	0.0054 (17)
C12X	0.0229 (16)	0.0357 (18)	0.048 (2)	0.0039 (14)	0.0054 (14)	−0.0022 (15)
C12Y	0.0245 (17)	0.052 (2)	0.043 (2)	0.0034 (15)	0.0079 (14)	0.0037 (17)
C14X	0.0262 (17)	0.0382 (19)	0.049 (2)	−0.0043 (14)	0.0083 (15)	0.0020 (16)
C7Y	0.0224 (16)	0.044 (2)	0.051 (2)	0.0033 (14)	0.0109 (15)	0.0148 (17)
C1X	0.0208 (15)	0.0354 (18)	0.0433 (19)	−0.0002 (13)	0.0050 (14)	−0.0063 (14)
C1GD	0.0227 (17)	0.068 (3)	0.052 (2)	0.0075 (17)	0.0068 (16)	0.006 (2)
C10Y	0.044 (2)	0.036 (2)	0.055 (2)	0.0049 (16)	0.0152 (17)	0.0033 (17)
C1GB	0.0246 (17)	0.068 (3)	0.043 (2)	−0.0036 (16)	0.0064 (15)	−0.0057 (19)
C13X	0.0266 (17)	0.0280 (17)	0.051 (2)	−0.0012 (13)	0.0101 (15)	−0.0015 (15)
C2X	0.0284 (17)	0.0397 (19)	0.044 (2)	−0.0004 (14)	0.0046 (15)	−0.0061 (15)
C16Y	0.0363 (19)	0.042 (2)	0.056 (2)	−0.0021 (16)	0.0123 (17)	0.0053 (17)
N1GE	0.0448 (19)	0.044 (2)	0.076 (3)	−0.0037 (16)	0.0086 (18)	0.0119 (18)
C18Y	0.0296 (19)	0.067 (3)	0.068 (3)	0.0007 (18)	0.0157 (18)	0.021 (2)
C2Y	0.0272 (17)	0.060 (2)	0.045 (2)	0.0021 (16)	0.0058 (15)	0.0095 (18)
C15Y	0.036 (2)	0.054 (2)	0.074 (3)	0.0012 (17)	0.0253 (19)	0.014 (2)
C16X	0.041 (2)	0.0342 (19)	0.059 (2)	−0.0056 (16)	0.0131 (17)	0.0047 (17)
C11X	0.0298 (17)	0.0364 (19)	0.0424 (19)	−0.0019 (14)	0.0048 (15)	−0.0041 (15)
C18X	0.0327 (19)	0.050 (2)	0.068 (3)	0.0032 (16)	0.0163 (18)	0.008 (2)
C10X	0.0338 (18)	0.0319 (18)	0.0399 (19)	0.0021 (14)	0.0104 (15)	−0.0032 (15)
C6X	0.0265 (17)	0.051 (2)	0.051 (2)	−0.0060 (15)	0.0015 (15)	−0.0096 (18)
C13Y	0.0252 (17)	0.046 (2)	0.0417 (19)	−0.0024 (14)	0.0068 (14)	−0.0021 (16)
C15X	0.0293 (18)	0.0374 (19)	0.064 (2)	−0.0027 (15)	0.0094 (16)	0.0058 (17)
C8Y	0.0291 (19)	0.048 (2)	0.096 (3)	−0.0040 (16)	0.022 (2)	−0.009 (2)
C6GB	0.033 (2)	0.059 (3)	0.066 (3)	−0.0031 (17)	0.0154 (18)	−0.007 (2)
C6Y	0.0299 (19)	0.060 (2)	0.061 (2)	−0.0030 (17)	0.0031 (17)	0.015 (2)
C5Y	0.042 (2)	0.065 (3)	0.065 (3)	0.0023 (19)	−0.0002 (19)	0.003 (2)
C5GD	0.032 (2)	0.084 (3)	0.070 (3)	0.012 (2)	0.0047 (19)	0.030 (3)
C5X	0.0327 (19)	0.066 (3)	0.046 (2)	0.0009 (17)	−0.0005 (16)	−0.0027 (19)
C5GB	0.030 (2)	0.080 (3)	0.067 (3)	0.0038 (19)	0.0107 (19)	0.018 (2)
C6GD	0.0273 (19)	0.057 (3)	0.075 (3)	0.0065 (17)	0.0094 (18)	0.004 (2)
C3GD	0.031 (2)	0.075 (3)	0.057 (3)	−0.0016 (18)	0.0067 (17)	−0.001 (2)
C9Y	0.036 (2)	0.054 (2)	0.097 (3)	−0.0018 (18)	0.032 (2)	−0.009 (2)
C4GD	0.036 (2)	0.086 (3)	0.052 (2)	0.001 (2)	0.0003 (18)	0.012 (2)
C3X	0.0357 (19)	0.054 (2)	0.041 (2)	−0.0002 (16)	0.0080 (15)	−0.0024 (17)
C4Y	0.056 (2)	0.073 (3)	0.048 (2)	0.007 (2)	0.0044 (19)	0.006 (2)
N1GD	0.053 (2)	0.080 (3)	0.056 (2)	0.004 (2)	0.0131 (18)	−0.006 (2)
C14Y	0.0291 (18)	0.054 (2)	0.064 (2)	0.0043 (16)	0.0174 (17)	0.0080 (19)
C3Y	0.045 (2)	0.066 (3)	0.053 (2)	0.0039 (19)	0.0086 (18)	0.005 (2)
C2GD	0.0244 (17)	0.063 (3)	0.051 (2)	0.0042 (16)	0.0070 (15)	0.0042 (19)
C17Y	0.034 (2)	0.059 (3)	0.077 (3)	0.0092 (18)	0.0182 (19)	0.020 (2)
C4GB	0.032 (2)	0.110 (4)	0.044 (2)	−0.001 (2)	0.0025 (17)	−0.009 (3)
C17X	0.035 (2)	0.054 (2)	0.074 (3)	0.0003 (17)	0.0254 (19)	0.012 (2)
N1GB	0.059 (2)	0.127 (4)	0.051 (2)	−0.013 (3)	0.0157 (19)	−0.016 (3)
C4X	0.043 (2)	0.072 (3)	0.044 (2)	−0.0024 (19)	0.0006 (17)	0.000 (2)
C3GB	0.034 (2)	0.068 (3)	0.088 (3)	−0.0001 (19)	0.011 (2)	−0.024 (3)
C2GE	0.040 (2)	0.044 (2)	0.072 (3)	0.0080 (17)	0.0128 (19)	0.007 (2)
C7GD	0.063 (3)	0.070 (3)	0.068 (3)	0.010 (2)	0.018 (2)	0.012 (2)
C1GE	0.046 (2)	0.040 (2)	0.071 (3)	0.0074 (17)	0.014 (2)	0.0125 (19)
C2GB	0.0300 (19)	0.060 (3)	0.065 (3)	0.0013 (17)	0.0047 (18)	0.001 (2)
C7GE	0.059 (3)	0.061 (3)	0.076 (3)	0.002 (2)	0.017 (2)	−0.001 (2)
C7GB	0.073 (3)	0.082 (4)	0.137 (5)	0.014 (3)	0.033 (3)	0.045 (3)
C4GE	0.048 (2)	0.063 (3)	0.092 (4)	0.006 (2)	0.029 (2)	0.019 (3)
C6GE	0.046 (2)	0.044 (2)	0.067 (3)	0.0078 (18)	0.014 (2)	0.011 (2)
C8GB	0.102 (4)	0.068 (3)	0.147 (5)	−0.015 (3)	0.051 (4)	−0.031 (4)
C8GD	0.070 (3)	0.070 (3)	0.114 (4)	0.013 (3)	0.029 (3)	0.000 (3)
C3GE	0.055 (3)	0.057 (3)	0.076 (3)	0.000 (2)	0.019 (2)	0.008 (2)
C5GE	0.066 (3)	0.060 (3)	0.074 (3)	0.018 (2)	0.019 (2)	0.013 (2)
C8GE	0.084 (3)	0.076 (3)	0.064 (3)	0.008 (3)	0.007 (2)	0.010 (2)
N1GA	0.0419 (17)	0.0406 (18)	0.0410 (18)	0.0006 (14)	0.0095 (14)	−0.0031 (14)
C1GC	0.0369 (19)	0.044 (2)	0.0351 (18)	−0.0063 (15)	0.0064 (15)	−0.0005 (15)
N1GC	0.0445 (18)	0.0435 (18)	0.0469 (18)	0.0047 (14)	0.0154 (15)	0.0022 (15)
C6GA	0.0326 (19)	0.042 (2)	0.053 (2)	−0.0032 (15)	0.0059 (16)	−0.0032 (17)
C5GA	0.034 (2)	0.067 (3)	0.068 (3)	0.0000 (18)	0.0145 (19)	−0.010 (2)
C2GA	0.039 (2)	0.055 (2)	0.045 (2)	−0.0020 (17)	0.0058 (16)	−0.0007 (18)
C6GC	0.044 (2)	0.057 (2)	0.044 (2)	−0.0082 (18)	0.0016 (17)	0.0041 (18)
C7GA	0.055 (2)	0.056 (2)	0.063 (3)	0.011 (2)	0.012 (2)	0.010 (2)
C1GA	0.0331 (18)	0.0385 (19)	0.045 (2)	−0.0064 (15)	0.0082 (15)	−0.0066 (16)
C8GA	0.041 (2)	0.043 (2)	0.085 (3)	0.0025 (17)	0.010 (2)	0.001 (2)
C2GC	0.0353 (19)	0.049 (2)	0.043 (2)	−0.0078 (16)	0.0056 (16)	−0.0047 (17)
C7GC	0.043 (2)	0.050 (2)	0.059 (2)	0.0001 (17)	0.0099 (18)	−0.0078 (19)
C3GC	0.038 (2)	0.084 (3)	0.058 (3)	−0.003 (2)	0.0154 (19)	−0.008 (2)
C8GC	0.059 (3)	0.059 (3)	0.064 (3)	0.008 (2)	0.004 (2)	0.011 (2)
C3GA	0.052 (2)	0.082 (3)	0.050 (2)	0.003 (2)	0.0136 (19)	0.011 (2)
C5GC	0.051 (3)	0.096 (4)	0.057 (3)	−0.008 (2)	0.007 (2)	0.026 (2)
C4GA	0.049 (2)	0.097 (4)	0.056 (3)	0.002 (2)	0.025 (2)	0.004 (2)
C4GC	0.052 (3)	0.110 (4)	0.055 (3)	−0.009 (3)	0.014 (2)	0.016 (3)
N1GF	0.0438 (18)	0.0416 (19)	0.053 (2)	−0.0019 (15)	0.0164 (15)	−0.0032 (16)
C1GF	0.0376 (19)	0.044 (2)	0.043 (2)	0.0054 (16)	0.0095 (16)	0.0047 (16)
C5GF	0.050 (2)	0.063 (3)	0.060 (3)	−0.007 (2)	0.018 (2)	0.009 (2)
C2GF	0.053 (2)	0.049 (2)	0.042 (2)	0.0012 (18)	0.0073 (18)	0.0008 (17)
C6GF	0.039 (2)	0.046 (2)	0.054 (2)	0.0037 (16)	0.0088 (17)	0.0065 (18)
C7GF	0.070 (3)	0.053 (2)	0.064 (3)	−0.011 (2)	0.012 (2)	−0.011 (2)
C8GF	0.049 (2)	0.050 (2)	0.083 (3)	−0.0005 (19)	0.013 (2)	−0.002 (2)
C3GF	0.069 (3)	0.060 (3)	0.046 (2)	0.003 (2)	0.014 (2)	−0.0026 (19)
C4GF	0.069 (3)	0.077 (3)	0.044 (2)	0.008 (2)	0.022 (2)	0.005 (2)

Geometric parameters (Å, º) top

O1X—C10X	1.371 (4)	C3Y—H3Y2	0.9900
O1X—H1X	0.949 (19)	C2GD—C7GD	1.499 (5)
O1Y—C10Y	1.375 (4)	C17Y—H17Y	0.9500
O1Y—H1Y	0.94 (2)	C4GB—C3GB	1.381 (6)
O2X—C16X	1.371 (4)	C4GB—H4GB	0.9500
O2X—H2X	0.91 (2)	C17X—H17X	0.9500
C8X—C9X	1.376 (5)	N1GB—H1B1	0.93 (3)
C8X—C7X	1.398 (4)	N1GB—H1B2	0.97 (3)
C8X—H8X	0.9500	C4X—H4X1	0.9900
C7X—C12X	1.394 (4)	C4X—H4X2	0.9900
C7X—C1X	1.537 (4)	C3GB—C2GB	1.372 (6)
C1Y—C13Y	1.522 (5)	C3GB—H3GB	0.9500
C1Y—C7Y	1.548 (5)	C2GE—C3GE	1.364 (5)
C1Y—C2Y	1.558 (4)	C2GE—C1GE	1.421 (5)
C1Y—C6Y	1.563 (5)	C2GE—C7GE	1.494 (6)
O2Y—C16Y	1.370 (4)	C7GD—H7D1	0.9800
O2Y—H2Y	0.95 (2)	C7GD—H7D2	0.9800
C9X—C10X	1.378 (4)	C7GD—H7D3	0.9800
C9X—H9X	0.9500	C1GE—C6GE	1.368 (6)
C11Y—C10Y	1.376 (5)	C2GB—C7GB	1.505 (6)
C11Y—C12Y	1.385 (5)	C7GE—H7E1	0.9800
C11Y—H11Y	0.9500	C7GE—H7E2	0.9800
C12X—C11X	1.393 (4)	C7GE—H7E3	0.9800
C12X—H12X	0.9500	C7GB—H7B1	0.9800
C12Y—C7Y	1.391 (5)	C7GB—H7B2	0.9800
C12Y—H12Y	0.9500	C7GB—H7B3	0.9800
C14X—C13X	1.391 (4)	C4GE—C5GE	1.369 (6)
C14X—C15X	1.391 (5)	C4GE—C3GE	1.388 (6)
C14X—H14X	0.9500	C4GE—H4GE	0.9500
C7Y—C8Y	1.387 (5)	C6GE—C5GE	1.431 (5)
C1X—C13X	1.535 (4)	C6GE—C8GE	1.507 (6)
C1X—C2X	1.550 (4)	C8GB—H8B1	0.9800
C1X—C6X	1.556 (4)	C8GB—H8B2	0.9800
C1GD—C2GD	1.392 (5)	C8GB—H8B3	0.9800
C1GD—N1GD	1.393 (5)	C8GD—H8D1	0.9800
C1GD—C6GD	1.407 (5)	C8GD—H8D2	0.9800
C10Y—C9Y	1.380 (5)	C8GD—H8D3	0.9800
C1GB—C2GB	1.390 (5)	C3GE—H3GE	0.9500
C1GB—C6GB	1.394 (5)	C5GE—H5GE	0.9500
C1GB—N1GB	1.395 (5)	C8GE—H8E1	0.9800
C13X—C18X	1.399 (4)	C8GE—H8E2	0.9800
C2X—C3X	1.526 (5)	C8GE—H8E3	0.9800
C2X—H2X1	0.9900	N1GA—C1GA	1.411 (4)
C2X—H2X2	0.9900	N1GA—H1A1	0.94 (3)
C16Y—C17Y	1.376 (5)	N1GA—H1A2	0.93 (2)
C16Y—C15Y	1.382 (5)	C1GC—C2GC	1.396 (5)
N1GE—C1GE	1.402 (5)	C1GC—C6GC	1.405 (5)
N1GE—H1E1	0.96 (3)	C1GC—N1GC	1.424 (4)
N1GE—H1E2	0.94 (2)	N1GC—H1C1	0.93 (3)
C18Y—C17Y	1.385 (5)	N1GC—H1C2	0.993 (19)
C18Y—C13Y	1.390 (5)	C6GA—C5GA	1.391 (5)
C18Y—H18Y	0.9500	C6GA—C1GA	1.406 (5)
C2Y—C3Y	1.479 (5)	C6GA—C8GA	1.493 (5)
C2Y—H2Y1	0.9900	C5GA—C4GA	1.367 (6)
C2Y—H2Y2	0.9900	C5GA—H5GA	0.9500
C15Y—C14Y	1.380 (5)	C2GA—C3GA	1.386 (5)
C15Y—H15Y	0.9500	C2GA—C1GA	1.393 (5)
C16X—C17X	1.379 (5)	C2GA—C7GA	1.508 (5)
C16X—C15X	1.390 (5)	C6GC—C5GC	1.391 (5)
C11X—C10X	1.375 (4)	C6GC—C8GC	1.499 (5)
C11X—H11X	0.9500	C7GA—H7A1	0.9800
C18X—C17X	1.370 (5)	C7GA—H7A2	0.9800
C18X—H18X	0.9500	C7GA—H7A3	0.9800
C6X—C5X	1.518 (5)	C8GA—H8A1	0.9800
C6X—H6X1	0.9900	C8GA—H8A2	0.9800
C6X—H6X2	0.9900	C8GA—H8A3	0.9800
C13Y—C14Y	1.391 (4)	C2GC—C3GC	1.397 (5)
C15X—H15X	0.9500	C2GC—C7GC	1.492 (5)
C8Y—C9Y	1.375 (5)	C7GC—H7C1	0.9800
C8Y—H8Y	0.9500	C7GC—H7C2	0.9800
C6GB—C5GB	1.363 (6)	C7GC—H7C3	0.9800
C6GB—C8GB	1.513 (6)	C3GC—C4GC	1.383 (6)
C6Y—C5Y	1.502 (5)	C3GC—H3GC	0.9500
C6Y—H6Y1	0.9900	C8GC—H8C1	0.9800
C6Y—H6Y2	0.9900	C8GC—H8C2	0.9800
C5Y—C4Y	1.518 (5)	C8GC—H8C3	0.9800
C5Y—H5Y1	0.9900	C3GA—C4GA	1.380 (6)
C5Y—H5Y2	0.9900	C3GA—H3GA	0.9500
C5GD—C4GD	1.382 (6)	C5GC—C4GC	1.375 (6)
C5GD—C6GD	1.391 (6)	C5GC—H5GC	0.9500
C5GD—H5GD	0.9500	C4GA—H4GA	0.9500
C5X—C4X	1.521 (5)	C4GC—H4GC	0.9500
C5X—H5X1	0.9900	N1GF—C1GF	1.418 (4)
C5X—H5X2	0.9900	N1GF—H1F1	0.89 (3)
C5GB—C4GB	1.369 (6)	N1GF—H1F2	0.93 (2)
C5GB—H5GB	0.9500	C1GF—C6GF	1.402 (5)
C6GD—C8GD	1.492 (6)	C1GF—C2GF	1.409 (5)
C3GD—C4GD	1.367 (6)	C5GF—C4GF	1.375 (6)
C3GD—C2GD	1.388 (5)	C5GF—C6GF	1.397 (5)
C3GD—H3GD	0.9500	C5GF—H5GF	0.9500
C9Y—H9Y	0.9500	C2GF—C3GF	1.386 (5)
C4GD—H4GD	0.9500	C2GF—C7GF	1.500 (5)
C3X—C4X	1.521 (5)	C6GF—C8GF	1.495 (5)
C3X—H3X1	0.9900	C7GF—H7F1	0.9800
C3X—H3X2	0.9900	C7GF—H7F3	0.9800
C4Y—C3Y	1.523 (5)	C7GF—H7F2	0.9800
C4Y—H4Y1	0.9900	C8GF—H8F1	0.9800
C4Y—H4Y2	0.9900	C8GF—H8F2	0.9800
N1GD—H1D1	0.98 (3)	C8GF—H8F3	0.9800
N1GD—H1D2	0.92 (3)	C3GF—C4GF	1.372 (6)
C14Y—H14Y	0.9500	C3GF—H3GF	0.9500
C3Y—H3Y1	0.9900	C4GF—H4GF	0.9500

C10X—O1X—H1X	115 (2)	C5GB—C4GB—H4GB	120.2
C10Y—O1Y—H1Y	120 (3)	C3GB—C4GB—H4GB	120.2
C16X—O2X—H2X	115 (3)	C18X—C17X—C16X	121.3 (3)
C9X—C8X—C7X	122.2 (3)	C18X—C17X—H17X	119.3
C9X—C8X—H8X	118.9	C16X—C17X—H17X	119.3
C7X—C8X—H8X	118.9	C1GB—N1GB—H1B1	121 (4)
C12X—C7X—C8X	115.6 (3)	C1GB—N1GB—H1B2	109 (4)
C12X—C7X—C1X	121.9 (3)	H1B1—N1GB—H1B2	118 (6)
C8X—C7X—C1X	122.3 (3)	C5X—C4X—C3X	109.9 (3)
C13Y—C1Y—C7Y	108.4 (3)	C5X—C4X—H4X1	109.7
C13Y—C1Y—C2Y	110.8 (3)	C3X—C4X—H4X1	109.7
C7Y—C1Y—C2Y	111.3 (3)	C5X—C4X—H4X2	109.7
C13Y—C1Y—C6Y	108.7 (3)	C3X—C4X—H4X2	109.7
C7Y—C1Y—C6Y	112.6 (3)	H4X1—C4X—H4X2	108.2
C2Y—C1Y—C6Y	104.9 (3)	C2GB—C3GB—C4GB	120.9 (4)
C16Y—O2Y—H2Y	109 (3)	C2GB—C3GB—H3GB	119.6
C8X—C9X—C10X	120.8 (3)	C4GB—C3GB—H3GB	119.6
C8X—C9X—H9X	119.6	C3GE—C2GE—C1GE	117.9 (4)
C10X—C9X—H9X	119.6	C3GE—C2GE—C7GE	121.1 (4)
C10Y—C11Y—C12Y	119.6 (3)	C1GE—C2GE—C7GE	120.9 (4)
C10Y—C11Y—H11Y	120.2	C2GD—C7GD—H7D1	109.5
C12Y—C11Y—H11Y	120.2	C2GD—C7GD—H7D2	109.5
C11X—C12X—C7X	122.6 (3)	H7D1—C7GD—H7D2	109.5
C11X—C12X—H12X	118.7	C2GD—C7GD—H7D3	109.5
C7X—C12X—H12X	118.7	H7D1—C7GD—H7D3	109.5
C11Y—C12Y—C7Y	122.5 (3)	H7D2—C7GD—H7D3	109.5
C11Y—C12Y—H12Y	118.7	C6GE—C1GE—N1GE	117.2 (4)
C7Y—C12Y—H12Y	118.7	C6GE—C1GE—C2GE	121.9 (4)
C13X—C14X—C15X	122.9 (3)	N1GE—C1GE—C2GE	120.7 (4)
C13X—C14X—H14X	118.6	C3GB—C2GB—C1GB	118.8 (4)
C15X—C14X—H14X	118.6	C3GB—C2GB—C7GB	120.0 (4)
C8Y—C7Y—C12Y	116.1 (3)	C1GB—C2GB—C7GB	121.1 (4)
C8Y—C7Y—C1Y	121.8 (3)	C2GE—C7GE—H7E1	109.5
C12Y—C7Y—C1Y	122.0 (3)	C2GE—C7GE—H7E2	109.5
C13X—C1X—C7X	106.1 (3)	H7E1—C7GE—H7E2	109.5
C13X—C1X—C2X	111.0 (2)	C2GE—C7GE—H7E3	109.5
C7X—C1X—C2X	111.6 (2)	H7E1—C7GE—H7E3	109.5
C13X—C1X—C6X	110.5 (3)	H7E2—C7GE—H7E3	109.5
C7X—C1X—C6X	111.5 (3)	C2GB—C7GB—H7B1	109.5
C2X—C1X—C6X	106.2 (3)	C2GB—C7GB—H7B2	109.5
C2GD—C1GD—N1GD	120.1 (4)	H7B1—C7GB—H7B2	109.5
C2GD—C1GD—C6GD	120.1 (4)	C2GB—C7GB—H7B3	109.5
N1GD—C1GD—C6GD	119.8 (4)	H7B1—C7GB—H7B3	109.5
O1Y—C10Y—C11Y	121.8 (3)	H7B2—C7GB—H7B3	109.5
O1Y—C10Y—C9Y	119.0 (3)	C5GE—C4GE—C3GE	120.8 (4)
C11Y—C10Y—C9Y	119.2 (3)	C5GE—C4GE—H4GE	119.6
C2GB—C1GB—C6GB	120.3 (4)	C3GE—C4GE—H4GE	119.6
C2GB—C1GB—N1GB	119.2 (4)	C1GE—C6GE—C5GE	118.4 (4)
C6GB—C1GB—N1GB	120.5 (4)	C1GE—C6GE—C8GE	123.5 (4)
C14X—C13X—C18X	115.5 (3)	C5GE—C6GE—C8GE	118.1 (4)
C14X—C13X—C1X	122.6 (3)	C6GB—C8GB—H8B1	109.5
C18X—C13X—C1X	121.9 (3)	C6GB—C8GB—H8B2	109.5
C3X—C2X—C1X	113.5 (3)	H8B1—C8GB—H8B2	109.5
C3X—C2X—H2X1	108.9	C6GB—C8GB—H8B3	109.5
C1X—C2X—H2X1	108.9	H8B1—C8GB—H8B3	109.5
C3X—C2X—H2X2	108.9	H8B2—C8GB—H8B3	109.5
C1X—C2X—H2X2	108.9	C6GD—C8GD—H8D1	109.5
H2X1—C2X—H2X2	107.7	C6GD—C8GD—H8D2	109.5
O2Y—C16Y—C17Y	122.4 (3)	H8D1—C8GD—H8D2	109.5
O2Y—C16Y—C15Y	119.1 (3)	C6GD—C8GD—H8D3	109.5
C17Y—C16Y—C15Y	118.5 (3)	H8D1—C8GD—H8D3	109.5
C1GE—N1GE—H1E1	107 (3)	H8D2—C8GD—H8D3	109.5
C1GE—N1GE—H1E2	114 (2)	C2GE—C3GE—C4GE	121.5 (4)
H1E1—N1GE—H1E2	116 (4)	C2GE—C3GE—H3GE	119.3
C17Y—C18Y—C13Y	123.2 (3)	C4GE—C3GE—H3GE	119.3
C17Y—C18Y—H18Y	118.4	C4GE—C5GE—C6GE	119.5 (4)
C13Y—C18Y—H18Y	118.4	C4GE—C5GE—H5GE	120.3
C3Y—C2Y—C1Y	115.4 (3)	C6GE—C5GE—H5GE	120.3
C3Y—C2Y—H2Y1	108.4	C6GE—C8GE—H8E1	109.5
C1Y—C2Y—H2Y1	108.4	C6GE—C8GE—H8E2	109.5
C3Y—C2Y—H2Y2	108.4	H8E1—C8GE—H8E2	109.5
C1Y—C2Y—H2Y2	108.4	C6GE—C8GE—H8E3	109.5
H2Y1—C2Y—H2Y2	107.5	H8E1—C8GE—H8E3	109.5
C14Y—C15Y—C16Y	120.9 (3)	H8E2—C8GE—H8E3	109.5
C14Y—C15Y—H15Y	119.6	C1GA—N1GA—H1A1	112 (2)
C16Y—C15Y—H15Y	119.6	C1GA—N1GA—H1A2	119 (3)
O2X—C16X—C17X	118.1 (3)	H1A1—N1GA—H1A2	107 (3)
O2X—C16X—C15X	123.6 (3)	C2GC—C1GC—C6GC	122.0 (3)
C17X—C16X—C15X	118.3 (3)	C2GC—C1GC—N1GC	119.8 (3)
C10X—C11X—C12X	119.7 (3)	C6GC—C1GC—N1GC	118.1 (3)
C10X—C11X—H11X	120.1	C1GC—N1GC—H1C1	107 (2)
C12X—C11X—H11X	120.1	C1GC—N1GC—H1C2	114 (2)
C17X—C18X—C13X	122.3 (3)	H1C1—N1GC—H1C2	106 (3)
C17X—C18X—H18X	118.9	C5GA—C6GA—C1GA	117.5 (3)
C13X—C18X—H18X	118.9	C5GA—C6GA—C8GA	121.0 (3)
O1X—C10X—C11X	122.4 (3)	C1GA—C6GA—C8GA	121.4 (3)
O1X—C10X—C9X	118.5 (3)	C4GA—C5GA—C6GA	121.9 (4)
C11X—C10X—C9X	119.1 (3)	C4GA—C5GA—H5GA	119.0
C5X—C6X—C1X	113.4 (3)	C6GA—C5GA—H5GA	119.0
C5X—C6X—H6X1	108.9	C3GA—C2GA—C1GA	118.7 (3)
C1X—C6X—H6X1	108.9	C3GA—C2GA—C7GA	120.1 (4)
C5X—C6X—H6X2	108.9	C1GA—C2GA—C7GA	121.2 (3)
C1X—C6X—H6X2	108.9	C5GC—C6GC—C1GC	118.0 (4)
H6X1—C6X—H6X2	107.7	C5GC—C6GC—C8GC	119.8 (4)
C18Y—C13Y—C14Y	115.3 (3)	C1GC—C6GC—C8GC	122.2 (3)
C18Y—C13Y—C1Y	122.7 (3)	C2GA—C7GA—H7A1	109.5
C14Y—C13Y—C1Y	121.9 (3)	C2GA—C7GA—H7A2	109.5
C16X—C15X—C14X	119.6 (3)	H7A1—C7GA—H7A2	109.5
C16X—C15X—H15X	120.2	C2GA—C7GA—H7A3	109.5
C14X—C15X—H15X	120.2	H7A1—C7GA—H7A3	109.5
C9Y—C8Y—C7Y	122.2 (3)	H7A2—C7GA—H7A3	109.5
C9Y—C8Y—H8Y	118.9	C2GA—C1GA—C6GA	121.1 (3)
C7Y—C8Y—H8Y	118.9	C2GA—C1GA—N1GA	119.2 (3)
C5GB—C6GB—C1GB	119.2 (4)	C6GA—C1GA—N1GA	119.6 (3)
C5GB—C6GB—C8GB	120.5 (4)	C6GA—C8GA—H8A1	109.5
C1GB—C6GB—C8GB	120.3 (4)	C6GA—C8GA—H8A2	109.5
C5Y—C6Y—C1Y	113.5 (3)	H8A1—C8GA—H8A2	109.5
C5Y—C6Y—H6Y1	108.9	C6GA—C8GA—H8A3	109.5
C1Y—C6Y—H6Y1	108.9	H8A1—C8GA—H8A3	109.5
C5Y—C6Y—H6Y2	108.9	H8A2—C8GA—H8A3	109.5
C1Y—C6Y—H6Y2	108.9	C1GC—C2GC—C3GC	117.3 (3)
H6Y1—C6Y—H6Y2	107.7	C1GC—C2GC—C7GC	121.6 (3)
C6Y—C5Y—C4Y	111.5 (3)	C3GC—C2GC—C7GC	121.1 (3)
C6Y—C5Y—H5Y1	109.3	C2GC—C7GC—H7C1	109.5
C4Y—C5Y—H5Y1	109.3	C2GC—C7GC—H7C2	109.5
C6Y—C5Y—H5Y2	109.3	H7C1—C7GC—H7C2	109.5
C4Y—C5Y—H5Y2	109.3	C2GC—C7GC—H7C3	109.5
H5Y1—C5Y—H5Y2	108.0	H7C1—C7GC—H7C3	109.5
C4GD—C5GD—C6GD	121.7 (4)	H7C2—C7GC—H7C3	109.5
C4GD—C5GD—H5GD	119.2	C4GC—C3GC—C2GC	121.8 (4)
C6GD—C5GD—H5GD	119.2	C4GC—C3GC—H3GC	119.1
C6X—C5X—C4X	111.9 (3)	C2GC—C3GC—H3GC	119.1
C6X—C5X—H5X1	109.2	C6GC—C8GC—H8C1	109.5
C4X—C5X—H5X1	109.2	C6GC—C8GC—H8C2	109.5
C6X—C5X—H5X2	109.2	H8C1—C8GC—H8C2	109.5
C4X—C5X—H5X2	109.2	C6GC—C8GC—H8C3	109.5
H5X1—C5X—H5X2	107.9	H8C1—C8GC—H8C3	109.5
C6GB—C5GB—C4GB	121.2 (4)	H8C2—C8GC—H8C3	109.5
C6GB—C5GB—H5GB	119.4	C4GA—C3GA—C2GA	121.0 (4)
C4GB—C5GB—H5GB	119.4	C4GA—C3GA—H3GA	119.5
C5GD—C6GD—C1GD	118.5 (4)	C2GA—C3GA—H3GA	119.5
C5GD—C6GD—C8GD	121.5 (4)	C4GC—C5GC—C6GC	121.4 (4)
C1GD—C6GD—C8GD	120.0 (4)	C4GC—C5GC—H5GC	119.3
C4GD—C3GD—C2GD	122.0 (4)	C6GC—C5GC—H5GC	119.3
C4GD—C3GD—H3GD	119.0	C5GA—C4GA—C3GA	119.7 (4)
C2GD—C3GD—H3GD	119.0	C5GA—C4GA—H4GA	120.2
C8Y—C9Y—C10Y	120.4 (3)	C3GA—C4GA—H4GA	120.2
C8Y—C9Y—H9Y	119.8	C5GC—C4GC—C3GC	119.6 (4)
C10Y—C9Y—H9Y	119.8	C5GC—C4GC—H4GC	120.2
C3GD—C4GD—C5GD	118.7 (4)	C3GC—C4GC—H4GC	120.2
C3GD—C4GD—H4GD	120.6	C1GF—N1GF—H1F1	113 (2)
C5GD—C4GD—H4GD	120.6	C1GF—N1GF—H1F2	116 (2)
C4X—C3X—C2X	111.5 (3)	H1F1—N1GF—H1F2	116 (3)
C4X—C3X—H3X1	109.3	C6GF—C1GF—C2GF	121.1 (3)
C2X—C3X—H3X1	109.3	C6GF—C1GF—N1GF	120.1 (3)
C4X—C3X—H3X2	109.3	C2GF—C1GF—N1GF	118.7 (3)
C2X—C3X—H3X2	109.3	C4GF—C5GF—C6GF	121.7 (4)
H3X1—C3X—H3X2	108.0	C4GF—C5GF—H5GF	119.2
C5Y—C4Y—C3Y	110.0 (3)	C6GF—C5GF—H5GF	119.2
C5Y—C4Y—H4Y1	109.7	C3GF—C2GF—C1GF	118.9 (4)
C3Y—C4Y—H4Y1	109.7	C3GF—C2GF—C7GF	120.8 (4)
C5Y—C4Y—H4Y2	109.7	C1GF—C2GF—C7GF	120.3 (3)
C3Y—C4Y—H4Y2	109.7	C5GF—C6GF—C1GF	117.3 (3)
H4Y1—C4Y—H4Y2	108.2	C5GF—C6GF—C8GF	121.6 (3)
C1GD—N1GD—H1D1	122 (3)	C1GF—C6GF—C8GF	121.1 (3)
C1GD—N1GD—H1D2	116 (3)	C2GF—C7GF—H7F1	109.5
H1D1—N1GD—H1D2	111 (4)	C2GF—C7GF—H7F3	109.5
C15Y—C14Y—C13Y	122.2 (3)	H7F1—C7GF—H7F3	109.5
C15Y—C14Y—H14Y	118.9	C2GF—C7GF—H7F2	109.5
C13Y—C14Y—H14Y	118.9	H7F1—C7GF—H7F2	109.5
C2Y—C3Y—C4Y	110.7 (3)	H7F3—C7GF—H7F2	109.5
C2Y—C3Y—H3Y1	109.5	C6GF—C8GF—H8F1	109.5
C4Y—C3Y—H3Y1	109.5	C6GF—C8GF—H8F2	109.5
C2Y—C3Y—H3Y2	109.5	H8F1—C8GF—H8F2	109.5
C4Y—C3Y—H3Y2	109.5	C6GF—C8GF—H8F3	109.5
H3Y1—C3Y—H3Y2	108.1	H8F1—C8GF—H8F3	109.5
C3GD—C2GD—C1GD	119.0 (4)	H8F2—C8GF—H8F3	109.5
C3GD—C2GD—C7GD	120.7 (4)	C4GF—C3GF—C2GF	120.5 (4)
C1GD—C2GD—C7GD	120.3 (3)	C4GF—C3GF—H3GF	119.7
C16Y—C17Y—C18Y	119.8 (3)	C2GF—C3GF—H3GF	119.7
C16Y—C17Y—H17Y	120.1	C3GF—C4GF—C5GF	120.4 (4)
C18Y—C17Y—H17Y	120.1	C3GF—C4GF—H4GF	119.8
C5GB—C4GB—C3GB	119.6 (4)	C5GF—C4GF—H4GF	119.8

C9X—C8X—C7X—C12X	0.1 (5)	C6Y—C5Y—C4Y—C3Y	−56.2 (5)
C9X—C8X—C7X—C1X	−176.0 (3)	C16Y—C15Y—C14Y—C13Y	−0.9 (6)
C7X—C8X—C9X—C10X	−1.2 (5)	C18Y—C13Y—C14Y—C15Y	−2.1 (5)
C8X—C7X—C12X—C11X	0.7 (5)	C1Y—C13Y—C14Y—C15Y	176.4 (3)
C1X—C7X—C12X—C11X	176.8 (3)	C1Y—C2Y—C3Y—C4Y	−58.0 (4)
C10Y—C11Y—C12Y—C7Y	0.5 (5)	C5Y—C4Y—C3Y—C2Y	55.5 (5)
C11Y—C12Y—C7Y—C8Y	−2.0 (5)	C4GD—C3GD—C2GD—C1GD	−0.5 (5)
C11Y—C12Y—C7Y—C1Y	179.4 (3)	C4GD—C3GD—C2GD—C7GD	179.2 (3)
C13Y—C1Y—C7Y—C8Y	−85.7 (4)	N1GD—C1GD—C2GD—C3GD	179.1 (3)
C2Y—C1Y—C7Y—C8Y	152.1 (3)	C6GD—C1GD—C2GD—C3GD	1.1 (5)
C6Y—C1Y—C7Y—C8Y	34.6 (4)	N1GD—C1GD—C2GD—C7GD	−0.6 (5)
C13Y—C1Y—C7Y—C12Y	92.8 (3)	C6GD—C1GD—C2GD—C7GD	−178.6 (3)
C2Y—C1Y—C7Y—C12Y	−29.4 (4)	O2Y—C16Y—C17Y—C18Y	177.8 (4)
C6Y—C1Y—C7Y—C12Y	−146.9 (3)	C15Y—C16Y—C17Y—C18Y	−2.6 (6)
C12X—C7X—C1X—C13X	−91.2 (3)	C13Y—C18Y—C17Y—C16Y	−0.5 (6)
C8X—C7X—C1X—C13X	84.6 (3)	C6GB—C5GB—C4GB—C3GB	0.8 (6)
C12X—C7X—C1X—C2X	29.9 (4)	C13X—C18X—C17X—C16X	0.2 (6)
C8X—C7X—C1X—C2X	−154.3 (3)	O2X—C16X—C17X—C18X	176.8 (4)
C12X—C7X—C1X—C6X	148.4 (3)	C15X—C16X—C17X—C18X	−3.0 (6)
C8X—C7X—C1X—C6X	−35.8 (4)	C6X—C5X—C4X—C3X	55.2 (4)
C12Y—C11Y—C10Y—O1Y	−177.4 (3)	C2X—C3X—C4X—C5X	−55.1 (4)
C12Y—C11Y—C10Y—C9Y	1.9 (5)	C5GB—C4GB—C3GB—C2GB	−0.4 (6)
C15X—C14X—C13X—C18X	−3.4 (5)	C3GE—C2GE—C1GE—C6GE	−2.2 (6)
C15X—C14X—C13X—C1X	179.7 (3)	C7GE—C2GE—C1GE—C6GE	176.5 (4)
C7X—C1X—C13X—C14X	96.1 (3)	C3GE—C2GE—C1GE—N1GE	173.2 (3)
C2X—C1X—C13X—C14X	−25.4 (4)	C7GE—C2GE—C1GE—N1GE	−8.1 (5)
C6X—C1X—C13X—C14X	−142.9 (3)	C4GB—C3GB—C2GB—C1GB	−0.5 (5)
C7X—C1X—C13X—C18X	−80.7 (4)	C4GB—C3GB—C2GB—C7GB	179.1 (4)
C2X—C1X—C13X—C18X	157.9 (3)	C6GB—C1GB—C2GB—C3GB	1.1 (5)
C6X—C1X—C13X—C18X	40.3 (4)	N1GB—C1GB—C2GB—C3GB	179.2 (3)
C13X—C1X—C2X—C3X	−175.2 (3)	C6GB—C1GB—C2GB—C7GB	−178.5 (4)
C7X—C1X—C2X—C3X	66.6 (3)	N1GB—C1GB—C2GB—C7GB	−0.4 (5)
C6X—C1X—C2X—C3X	−55.1 (3)	N1GE—C1GE—C6GE—C5GE	−173.0 (3)
C13Y—C1Y—C2Y—C3Y	172.0 (3)	C2GE—C1GE—C6GE—C5GE	2.5 (5)
C7Y—C1Y—C2Y—C3Y	−67.2 (4)	N1GE—C1GE—C6GE—C8GE	5.6 (6)
C6Y—C1Y—C2Y—C3Y	54.9 (4)	C2GE—C1GE—C6GE—C8GE	−178.9 (4)
O2Y—C16Y—C15Y—C14Y	−177.1 (4)	C1GE—C2GE—C3GE—C4GE	1.1 (6)
C17Y—C16Y—C15Y—C14Y	3.3 (6)	C7GE—C2GE—C3GE—C4GE	−177.6 (4)
C7X—C12X—C11X—C10X	−0.4 (5)	C5GE—C4GE—C3GE—C2GE	−0.4 (6)
C14X—C13X—C18X—C17X	2.9 (5)	C3GE—C4GE—C5GE—C6GE	0.7 (6)
C1X—C13X—C18X—C17X	179.9 (3)	C1GE—C6GE—C5GE—C4GE	−1.8 (6)
C12X—C11X—C10X—O1X	177.3 (3)	C8GE—C6GE—C5GE—C4GE	179.6 (4)
C12X—C11X—C10X—C9X	−0.7 (5)	C1GA—C6GA—C5GA—C4GA	−0.1 (6)
C8X—C9X—C10X—O1X	−176.6 (3)	C8GA—C6GA—C5GA—C4GA	179.9 (4)
C8X—C9X—C10X—C11X	1.5 (5)	C2GC—C1GC—C6GC—C5GC	−1.4 (5)
C13X—C1X—C6X—C5X	175.4 (3)	N1GC—C1GC—C6GC—C5GC	−178.5 (3)
C7X—C1X—C6X—C5X	−66.8 (4)	C2GC—C1GC—C6GC—C8GC	179.6 (3)
C2X—C1X—C6X—C5X	54.9 (4)	N1GC—C1GC—C6GC—C8GC	2.5 (5)
C17Y—C18Y—C13Y—C14Y	2.8 (6)	C3GA—C2GA—C1GA—C6GA	1.2 (5)
C17Y—C18Y—C13Y—C1Y	−175.7 (4)	C7GA—C2GA—C1GA—C6GA	−179.1 (3)
C7Y—C1Y—C13Y—C18Y	−107.2 (4)	C3GA—C2GA—C1GA—N1GA	177.8 (3)
C2Y—C1Y—C13Y—C18Y	15.2 (5)	C7GA—C2GA—C1GA—N1GA	−2.5 (5)
C6Y—C1Y—C13Y—C18Y	130.0 (4)	C5GA—C6GA—C1GA—C2GA	−1.0 (5)
C7Y—C1Y—C13Y—C14Y	74.4 (4)	C8GA—C6GA—C1GA—C2GA	178.9 (3)
C2Y—C1Y—C13Y—C14Y	−163.2 (3)	C5GA—C6GA—C1GA—N1GA	−177.6 (3)
C6Y—C1Y—C13Y—C14Y	−48.4 (4)	C8GA—C6GA—C1GA—N1GA	2.3 (5)
O2X—C16X—C15X—C14X	−177.3 (3)	C6GC—C1GC—C2GC—C3GC	0.8 (5)
C17X—C16X—C15X—C14X	2.5 (5)	N1GC—C1GC—C2GC—C3GC	178.0 (3)
C13X—C14X—C15X—C16X	0.7 (5)	C6GC—C1GC—C2GC—C7GC	−178.9 (3)
C12Y—C7Y—C8Y—C9Y	1.1 (6)	N1GC—C1GC—C2GC—C7GC	−1.8 (5)
C1Y—C7Y—C8Y—C9Y	179.7 (4)	C1GC—C2GC—C3GC—C4GC	0.3 (6)
C2GB—C1GB—C6GB—C5GB	−0.7 (5)	C7GC—C2GC—C3GC—C4GC	−180.0 (4)
N1GB—C1GB—C6GB—C5GB	−178.8 (3)	C1GA—C2GA—C3GA—C4GA	−0.2 (6)
C2GB—C1GB—C6GB—C8GB	178.9 (4)	C7GA—C2GA—C3GA—C4GA	−179.9 (4)
N1GB—C1GB—C6GB—C8GB	0.8 (5)	C1GC—C6GC—C5GC—C4GC	0.8 (6)
C13Y—C1Y—C6Y—C5Y	−172.6 (3)	C8GC—C6GC—C5GC—C4GC	179.8 (4)
C7Y—C1Y—C6Y—C5Y	67.3 (4)	C6GA—C5GA—C4GA—C3GA	1.1 (7)
C2Y—C1Y—C6Y—C5Y	−54.0 (4)	C2GA—C3GA—C4GA—C5GA	−0.9 (7)
C1Y—C6Y—C5Y—C4Y	58.1 (5)	C6GC—C5GC—C4GC—C3GC	0.3 (7)
C1X—C6X—C5X—C4X	−57.5 (4)	C2GC—C3GC—C4GC—C5GC	−0.8 (7)
C1GB—C6GB—C5GB—C4GB	−0.2 (5)	C6GF—C1GF—C2GF—C3GF	3.3 (5)
C8GB—C6GB—C5GB—C4GB	−179.8 (4)	N1GF—C1GF—C2GF—C3GF	−179.1 (3)
C4GD—C5GD—C6GD—C1GD	−0.1 (5)	C6GF—C1GF—C2GF—C7GF	−178.2 (3)
C4GD—C5GD—C6GD—C8GD	177.8 (4)	N1GF—C1GF—C2GF—C7GF	−0.6 (5)
C2GD—C1GD—C6GD—C5GD	−0.7 (5)	C4GF—C5GF—C6GF—C1GF	0.2 (6)
N1GD—C1GD—C6GD—C5GD	−178.8 (3)	C4GF—C5GF—C6GF—C8GF	179.2 (4)
C2GD—C1GD—C6GD—C8GD	−178.7 (3)	C2GF—C1GF—C6GF—C5GF	−2.7 (5)
N1GD—C1GD—C6GD—C8GD	3.3 (5)	N1GF—C1GF—C6GF—C5GF	179.7 (3)
C7Y—C8Y—C9Y—C10Y	1.3 (7)	C2GF—C1GF—C6GF—C8GF	178.3 (3)
O1Y—C10Y—C9Y—C8Y	176.5 (4)	N1GF—C1GF—C6GF—C8GF	0.7 (5)
C11Y—C10Y—C9Y—C8Y	−2.9 (6)	C1GF—C2GF—C3GF—C4GF	−1.4 (6)
C2GD—C3GD—C4GD—C5GD	−0.3 (5)	C7GF—C2GF—C3GF—C4GF	−179.8 (4)
C6GD—C5GD—C4GD—C3GD	0.7 (5)	C2GF—C3GF—C4GF—C5GF	−1.1 (6)
C1X—C2X—C3X—C4X	57.7 (4)	C6GF—C5GF—C4GF—C3GF	1.7 (6)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1X—H1X···N1GAⁱ	0.95 (2)	1.83 (2)	2.781 (4)	174 (4)
O1Y—H1Y···N1GCⁱⁱ	0.94 (2)	1.92 (2)	2.819 (4)	159 (4)
O2X—H2X···N1GE	0.91 (2)	1.93 (2)	2.835 (4)	171 (5)
O2Y—H2Y···N1GFⁱⁱ	0.95 (2)	1.87 (2)	2.801 (4)	166 (4)
N1GA—H1A2···O1Xⁱⁱⁱ	0.93 (2)	2.13 (3)	3.025 (4)	161 (3)
N1GE—H1E2···O2X^iv	0.94 (2)	2.24 (3)	3.115 (4)	155 (3)
N1GF—H1F2···O1Y^v	0.93 (2)	2.24 (2)	3.147 (4)	165 (3)
N1GC—H1C2···O2Y^vi	0.99 (2)	2.11 (2)	3.042 (4)	157 (3)

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

(dc23x0.5) 1,1'-bis-(4-hydroxyphenyl)cyclohexane and 2,3-xylidine top

Crystal data top

C₁₈H₂₀O2/0.5(C₈H₁₁N)	F(000) = 1416
M_r = 328.93	D_x = 1.214 Mg m⁻³ D_m = N/A Mg m⁻³ D_m measured by not measured
Monoclinic, C2/c	Melting point: 412.95K fro guest release onset temp. and 463.15K for host melting K
a = 18.1704 (10) Å	Mo Kα radiation, λ = 0.71069 Å
b = 12.2744 (10) Å	µ = 0.08 mm⁻¹
c = 16.2036 (10) Å	T = 173 K
β = 95.30 (3)°	Cuboid, colourless
V = 3598.5 (4) Å³	0.40 × 0.40 × 0.30 mm
Z = 8

Data collection top

Nonius Kappa CCD diffractometer	2558 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.022
Graphite monochromator	θ_max = 25.3°, θ_min = 3.2°
1° φ scans and ω scans	h = −21→20
9719 measured reflections	k = −14→13
3283 independent reflections	l = −19→17

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.035	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.090	w = 1/[σ²(F_o²) + (0.0402P)² + 1.4007P] where P = (F_o² + 2F_c²)/3
S = 1.05	(Δ/σ)_max = 0.010
3283 reflections	Δρ_max = 0.18 e Å⁻³
288 parameters	Δρ_min = −0.16 e Å⁻³
13 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0027 (3)

Special details top

Experimental. Complete sphere of data collected using COLLECT strategy (Nonius, 2000). Crystal to detector distance = 40 mm; combination of φ and ω scans of 1°, 60 s per °, 2 iterations.

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

	x	y	z	U_iso*/U_eq	Occ. (<1)
O1	0.01908 (6)	0.27005 (8)	0.17142 (6)	0.0443 (3)
O2	−0.44209 (6)	0.57211 (8)	0.12302 (7)	0.0485 (3)
C7	−0.14417 (7)	0.40093 (9)	−0.00027 (7)	0.0256 (3)
C17	−0.33178 (7)	0.61808 (10)	0.06122 (7)	0.0307 (3)
H17	−0.3329	0.6893	0.0840	0.037*
C13	−0.27099 (6)	0.48452 (9)	−0.02053 (7)	0.0248 (3)
C9	−0.10168 (7)	0.34588 (10)	0.13998 (7)	0.0312 (3)
H9	−0.1109	0.3390	0.1965	0.037*
C1	−0.20352 (7)	0.44860 (10)	−0.06455 (7)	0.0263 (3)
C14	−0.32842 (7)	0.41328 (10)	−0.00715 (8)	0.0306 (3)
H14	−0.3283	0.3425	−0.0308	0.037*
C8	−0.15542 (7)	0.38957 (10)	0.08290 (7)	0.0281 (3)
H8	−0.2011	0.4123	0.1013	0.034*
C18	−0.27476 (7)	0.58791 (10)	0.01477 (7)	0.0291 (3)
H18	−0.2370	0.6393	0.0067	0.035*
C3	−0.27854 (8)	0.40330 (11)	−0.20184 (8)	0.0378 (3)
H31	−0.2882	0.3455	−0.2440	0.045*
H32	−0.3260	0.4219	−0.1798	0.045*
C10	−0.03519 (7)	0.31264 (10)	0.11470 (7)	0.0309 (3)
C15	−0.38561 (7)	0.44196 (11)	0.03937 (8)	0.0344 (3)
H15	−0.4238	0.3912	0.0472	0.041*
C2	−0.22454 (7)	0.36076 (10)	−0.13152 (7)	0.0297 (3)
H21	−0.1791	0.3351	−0.1547	0.036*
H22	−0.2470	0.2977	−0.1052	0.036*
C6	−0.17024 (7)	0.54543 (10)	−0.10976 (8)	0.0319 (3)
H61	−0.1562	0.6038	−0.0691	0.038*
H62	−0.1248	0.5210	−0.1337	0.038*
C11	−0.02235 (8)	0.32228 (12)	0.03250 (8)	0.0389 (3)
H11	0.0234	0.2991	0.0145	0.047*
C12	−0.07633 (7)	0.36583 (12)	−0.02376 (8)	0.0364 (3)
H12	−0.0668	0.3720	−0.0802	0.044*
C16	−0.38702 (7)	0.54460 (10)	0.07446 (7)	0.0309 (3)
C5	−0.22429 (8)	0.59133 (11)	−0.17875 (8)	0.0394 (3)
H51	−0.2683	0.6205	−0.1546	0.047*
H52	−0.2005	0.6520	−0.2065	0.047*
C4	−0.24813 (9)	0.50364 (12)	−0.24227 (8)	0.0431 (4)
H41	−0.2865	0.5337	−0.2833	0.052*
H42	−0.2052	0.4823	−0.2721	0.052*
N1G	−0.04794 (19)	0.0560 (3)	−0.3235 (2)	0.0512 (9)	0.50
C1G	−0.0347 (2)	0.1689 (3)	−0.3024 (3)	0.0361 (8)	0.50
C5G	−0.0610 (4)	0.3583 (7)	−0.3267 (5)	0.0580 (18)	0.50
H5G	−0.0887	0.4146	−0.3553	0.070*	0.50
C3G	0.03287 (19)	0.3044 (3)	−0.2209 (2)	0.0458 (8)	0.50
C6G	−0.07526 (17)	0.2494 (3)	−0.34677 (18)	0.0464 (7)	0.50
H6G	−0.1120	0.2305	−0.3899	0.056*	0.50
C8G	0.0917 (4)	0.3359 (7)	−0.1538 (5)	0.067 (2)	0.50
H8G1	0.1406	0.3221	−0.1727	0.101*	0.50
H8G2	0.0860	0.2926	−0.1040	0.101*	0.50
H8G3	0.0870	0.4134	−0.1409	0.101*	0.50
C2G	0.0198 (2)	0.1954 (3)	−0.2403 (3)	0.0366 (11)	0.50
C4G	−0.0054 (17)	0.3840 (3)	−0.2638 (11)	0.064 (5)	0.50
H4G	0.0056	0.4582	−0.2512	0.077*	0.50
C7G	0.0642 (3)	0.1069 (5)	−0.1953 (3)	0.0523 (10)	0.50
H7G1	0.1024	0.1396	−0.1564	0.078*	0.50
H7G2	0.0876	0.0619	−0.2355	0.078*	0.50
H7G3	0.0316	0.0615	−0.1648	0.078*	0.50
H1A	0.0314 (18)	0.1990 (16)	0.153 (2)	0.063 (10)*	0.50
H1B	0.008 (3)	0.270 (3)	0.2279 (14)	0.093 (13)*	0.50
H2B	−0.440 (2)	0.6470 (18)	0.140 (3)	0.108 (16)*	0.50
H2A	−0.4782 (16)	0.515 (3)	0.134 (2)	0.082 (12)*	0.50
H1G1	−0.051 (2)	0.0214 (19)	−0.2732 (14)	0.098*	0.50
H1G2	−0.0889 (17)	0.057 (2)	−0.3632 (17)	0.098*	0.50

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1	0.0501 (6)	0.0439 (6)	0.0357 (6)	0.0174 (5)	−0.0139 (5)	−0.0071 (4)
O2	0.0442 (6)	0.0413 (6)	0.0641 (7)	0.0039 (5)	0.0266 (5)	−0.0078 (5)
C7	0.0296 (7)	0.0223 (6)	0.0248 (6)	−0.0009 (5)	0.0022 (5)	−0.0024 (5)
C17	0.0392 (8)	0.0215 (6)	0.0318 (7)	0.0030 (6)	0.0047 (6)	−0.0023 (5)
C13	0.0276 (7)	0.0235 (6)	0.0229 (6)	0.0010 (5)	−0.0002 (5)	0.0012 (5)
C9	0.0383 (8)	0.0322 (7)	0.0235 (6)	0.0013 (6)	0.0036 (5)	−0.0023 (5)
C1	0.0299 (7)	0.0254 (6)	0.0240 (6)	−0.0004 (5)	0.0035 (5)	−0.0001 (5)
C14	0.0328 (7)	0.0235 (7)	0.0356 (7)	−0.0013 (6)	0.0037 (5)	−0.0049 (5)
C8	0.0288 (7)	0.0286 (7)	0.0273 (6)	0.0009 (5)	0.0042 (5)	−0.0030 (5)
C18	0.0342 (7)	0.0235 (7)	0.0298 (6)	−0.0022 (6)	0.0032 (5)	0.0004 (5)
C3	0.0439 (8)	0.0421 (8)	0.0266 (7)	0.0033 (7)	−0.0021 (6)	−0.0054 (6)
C10	0.0357 (8)	0.0273 (7)	0.0285 (7)	0.0044 (6)	−0.0038 (5)	−0.0057 (5)
C15	0.0299 (7)	0.0303 (7)	0.0440 (8)	−0.0042 (6)	0.0080 (6)	−0.0023 (6)
C2	0.0346 (7)	0.0285 (7)	0.0262 (6)	0.0018 (6)	0.0042 (5)	−0.0025 (5)
C6	0.0343 (7)	0.0303 (7)	0.0320 (7)	−0.0003 (6)	0.0084 (5)	0.0017 (5)
C11	0.0323 (7)	0.0524 (9)	0.0322 (7)	0.0122 (7)	0.0043 (6)	−0.0043 (6)
C12	0.0366 (8)	0.0483 (8)	0.0250 (6)	0.0071 (6)	0.0064 (5)	−0.0003 (6)
C16	0.0310 (7)	0.0298 (7)	0.0325 (7)	0.0063 (6)	0.0057 (5)	0.0006 (5)
C5	0.0490 (9)	0.0355 (8)	0.0349 (7)	0.0053 (7)	0.0110 (6)	0.0113 (6)
C4	0.0524 (9)	0.0496 (9)	0.0271 (7)	0.0108 (7)	0.0026 (6)	0.0068 (6)
N1G	0.0338 (18)	0.042 (2)	0.079 (2)	−0.0088 (15)	0.0115 (15)	−0.0188 (17)
C1G	0.027 (2)	0.030 (2)	0.053 (2)	−0.0024 (17)	0.013 (2)	−0.0040 (18)
C5G	0.063 (5)	0.048 (3)	0.067 (5)	0.010 (3)	0.027 (3)	0.009 (3)
C3G	0.054 (2)	0.044 (2)	0.0430 (18)	−0.0119 (18)	0.0225 (14)	−0.0113 (16)
C6G	0.0376 (18)	0.057 (2)	0.0456 (18)	0.0044 (16)	0.0093 (14)	0.0051 (15)
C8G	0.082 (5)	0.066 (5)	0.056 (3)	−0.032 (4)	0.018 (4)	−0.017 (3)
C2G	0.029 (3)	0.0385 (18)	0.043 (3)	−0.0015 (13)	0.009 (3)	0.003 (2)
C4G	0.090 (8)	0.0349 (17)	0.077 (12)	−0.010 (4)	0.052 (10)	−0.002 (2)
C7G	0.041 (3)	0.052 (3)	0.062 (3)	−0.005 (2)	−0.0040 (19)	0.010 (2)

Geometric parameters (Å, º) top

O1—C10	1.3867 (15)	C2—H22	0.9900
O1—H1A	0.955 (14)	C6—C5	1.5261 (18)
O1—H1B	0.953 (14)	C6—H61	0.9900
O2—C16	1.3710 (16)	C6—H62	0.9900
O2—H2B	0.960 (17)	C11—C12	1.3833 (18)
O2—H2A	0.992 (15)	C11—H11	0.9500
C7—C8	1.3887 (17)	C12—H12	0.9500
C7—C12	1.3916 (18)	C5—C4	1.524 (2)
C7—C1	1.5435 (17)	C5—H51	0.9900
C17—C16	1.3810 (18)	C5—H52	0.9900
C17—C18	1.3859 (18)	C4—H41	0.9900
C17—H17	0.9500	C4—H42	0.9900
C13—C14	1.3936 (17)	N1G—C1G	1.442 (5)
C13—C18	1.3962 (17)	N1G—H1G1	0.926 (17)
C13—C1	1.5388 (17)	N1G—H1G2	0.938 (17)
C9—C10	1.3731 (18)	C1G—C2G	1.383 (7)
C9—C8	1.3891 (17)	C1G—C6G	1.392 (5)
C9—H9	0.9500	C5G—C6G	1.394 (9)
C1—C6	1.5482 (17)	C5G—C4G	1.40 (3)
C1—C2	1.5523 (16)	C5G—H5G	0.9500
C14—C15	1.3844 (18)	C3G—C4G	1.353 (19)
C14—H14	0.9500	C3G—C2G	1.390 (5)
C8—H8	0.9500	C3G—C8G	1.504 (8)
C18—H18	0.9500	C6G—H6G	0.9500
C3—C4	1.523 (2)	C8G—H8G1	0.9800
C3—C2	1.5255 (17)	C8G—H8G2	0.9800
C3—H31	0.9900	C8G—H8G3	0.9800
C3—H32	0.9900	C2G—C7G	1.501 (6)
C10—C11	1.3785 (18)	C4G—H4G	0.9500
C15—C16	1.3834 (18)	C7G—H7G1	0.9800
C15—H15	0.9500	C7G—H7G2	0.9800
C2—H21	0.9900	C7G—H7G3	0.9800

C10—O1—H1A	108 (2)	H21—C2—H22	107.8
C10—O1—H1B	116 (3)	C5—C6—C1	112.15 (10)
H1A—O1—H1B	112 (3)	C5—C6—H61	109.2
C16—O2—H2B	113 (2)	C1—C6—H61	109.2
C16—O2—H2A	117 (2)	C5—C6—H62	109.2
H2B—O2—H2A	130 (3)	C1—C6—H62	109.2
C8—C7—C12	116.61 (11)	H61—C6—H62	107.9
C8—C7—C1	122.45 (11)	C10—C11—C12	119.80 (12)
C12—C7—C1	120.94 (10)	C10—C11—H11	120.1
C16—C17—C18	120.02 (11)	C12—C11—H11	120.1
C16—C17—H17	120.0	C11—C12—C7	122.10 (11)
C18—C17—H17	120.0	C11—C12—H12	118.9
C14—C13—C18	116.16 (11)	C7—C12—H12	118.9
C14—C13—C1	122.17 (11)	O2—C16—C17	120.52 (11)
C18—C13—C1	121.44 (11)	O2—C16—C15	120.16 (12)
C10—C9—C8	120.00 (11)	C17—C16—C15	119.31 (12)
C10—C9—H9	120.0	C4—C5—C6	110.95 (11)
C8—C9—H9	120.0	C4—C5—H51	109.4
C13—C1—C7	109.44 (9)	C6—C5—H51	109.4
C13—C1—C6	111.23 (10)	C4—C5—H52	109.4
C7—C1—C6	109.35 (10)	C6—C5—H52	109.4
C13—C1—C2	111.58 (10)	H51—C5—H52	108.0
C7—C1—C2	108.66 (10)	C3—C4—C5	111.87 (11)
C6—C1—C2	106.50 (9)	C3—C4—H41	109.2
C15—C14—C13	122.38 (12)	C5—C4—H41	109.2
C15—C14—H14	118.8	C3—C4—H42	109.2
C13—C14—H14	118.8	C5—C4—H42	109.2
C7—C8—C9	121.83 (12)	H41—C4—H42	107.9
C7—C8—H8	119.1	C1G—N1G—H1G1	104.8 (17)
C9—C8—H8	119.1	C1G—N1G—H1G2	105.1 (16)
C17—C18—C13	122.19 (12)	H1G1—N1G—H1G2	120 (3)
C17—C18—H18	118.9	C2G—C1G—C6G	121.2 (4)
C13—C18—H18	118.9	C2G—C1G—N1G	119.4 (4)
C4—C3—C2	111.36 (11)	C6G—C1G—N1G	119.4 (4)
C4—C3—H31	109.4	C6G—C5G—C4G	119.4 (8)
C2—C3—H31	109.4	C6G—C5G—H5G	120.3
C4—C3—H32	109.4	C4G—C5G—H5G	120.3
C2—C3—H32	109.4	C4G—C3G—C2G	120.7 (9)
H31—C3—H32	108.0	C4G—C3G—C8G	118.9 (8)
C9—C10—C11	119.65 (12)	C2G—C3G—C8G	120.4 (5)
C9—C10—O1	120.38 (11)	C1G—C6G—C5G	118.8 (4)
C11—C10—O1	119.96 (12)	C1G—C6G—H6G	120.6
C16—C15—C14	119.92 (12)	C5G—C6G—H6G	120.6
C16—C15—H15	120.0	C1G—C2G—C3G	119.1 (4)
C14—C15—H15	120.0	C1G—C2G—C7G	120.0 (4)
C3—C2—C1	112.60 (10)	C3G—C2G—C7G	120.9 (3)
C3—C2—H21	109.1	C3G—C4G—C5G	120.8 (7)
C1—C2—H21	109.1	C3G—C4G—H4G	119.6
C3—C2—H22	109.1	C5G—C4G—H4G	119.6
C1—C2—H22	109.1

C14—C13—C1—C7	−87.60 (13)	C7—C1—C6—C5	175.81 (10)
C18—C13—C1—C7	86.60 (13)	C2—C1—C6—C5	58.57 (13)
C14—C13—C1—C6	151.47 (11)	C9—C10—C11—C12	0.3 (2)
C18—C13—C1—C6	−34.33 (14)	O1—C10—C11—C12	−179.35 (13)
C14—C13—C1—C2	32.69 (15)	C10—C11—C12—C7	0.0 (2)
C18—C13—C1—C2	−153.11 (10)	C8—C7—C12—C11	−0.3 (2)
C8—C7—C1—C13	3.01 (15)	C1—C7—C12—C11	−179.66 (12)
C12—C7—C1—C13	−177.72 (11)	C18—C17—C16—O2	177.41 (11)
C8—C7—C1—C6	125.07 (12)	C18—C17—C16—C15	−1.47 (18)
C12—C7—C1—C6	−55.65 (15)	C14—C15—C16—O2	−177.68 (12)
C8—C7—C1—C2	−119.06 (12)	C14—C15—C16—C17	1.20 (19)
C12—C7—C1—C2	60.22 (15)	C1—C6—C5—C4	−58.15 (14)
C18—C13—C14—C15	−0.92 (18)	C2—C3—C4—C5	−52.89 (16)
C1—C13—C14—C15	173.56 (11)	C6—C5—C4—C3	53.76 (16)
C12—C7—C8—C9	0.28 (18)	C2G—C1G—C6G—C5G	−1.0 (6)
C1—C7—C8—C9	179.59 (11)	N1G—C1G—C6G—C5G	−178.9 (5)
C10—C9—C8—C7	0.08 (19)	C4G—C5G—C6G—C1G	1.3 (15)
C16—C17—C18—C13	0.53 (18)	C6G—C1G—C2G—C3G	1.3 (5)
C14—C13—C18—C17	0.65 (17)	N1G—C1G—C2G—C3G	179.2 (4)
C1—C13—C18—C17	−173.88 (11)	C6G—C1G—C2G—C7G	−178.1 (4)
C8—C9—C10—C11	−0.39 (19)	N1G—C1G—C2G—C7G	−0.2 (6)
C8—C9—C10—O1	179.29 (11)	C4G—C3G—C2G—C1G	−2.0 (14)
C13—C14—C15—C16	0.02 (19)	C8G—C3G—C2G—C1G	−179.9 (5)
C4—C3—C2—C1	56.33 (14)	C4G—C3G—C2G—C7G	177.4 (13)
C13—C1—C2—C3	63.86 (13)	C8G—C3G—C2G—C7G	−0.5 (7)
C7—C1—C2—C3	−175.39 (10)	C2G—C3G—C4G—C5G	2 (3)
C6—C1—C2—C3	−57.70 (13)	C8G—C3G—C4G—C5G	−179.7 (15)
C13—C1—C6—C5	−63.21 (13)	C6G—C5G—C4G—C3G	−2 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1A···O2ⁱ	0.96 (1)	1.71 (1)	2.6680 (14)	177 (3)
O1—H1B···O1ⁱⁱ	0.95 (1)	1.75 (1)	2.700 (2)	176 (5)
O2—H2A···N1Gⁱⁱⁱ	0.99 (2)	1.73 (2)	2.689 (4)	162 (3)
O2—H2B···O1^iv	0.96 (2)	1.78 (2)	2.6680 (14)	153 (3)

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

(dc23x2) 1,1'-bis-(4-hydroxyphenyl)cyclohexane and 2,3-xylidine top

Crystal data top

C₁₈H₂₀O2/2(C₈H₁₁N)	Z = 2
M_r = 510.70	F(000) = 552
Triclinic, P1	D_x = 1.186 Mg m⁻³ D_m = N/A Mg m⁻³ D_m measured by not measured
a = 6.3593 (3) Å	Melting point: 346.55K fro guest release onset temp. and 463.15K for host melting K
b = 10.8368 (5) Å	Mo Kα radiation, λ = 0.71069 Å
c = 21.7366 (11) Å	µ = 0.07 mm⁻¹
α = 93.429 (3)°	T = 173 K
β = 91.100 (3)°	Prism, colourless
γ = 106.912 (3)°	0.50 × 0.40 × 0.30 mm
V = 1429.57 (12) Å³

Data collection top

Nonius Kappa CCD diffractometer	3292 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.018
Graphite monochromator	θ_max = 26.3°, θ_min = 3.3°
1° φ scans and ω scans	h = −7→7
6145 measured reflections	k = −13→13
4517 independent reflections	l = −26→22

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.045	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.120	w = 1/[σ²(F_o²) + (0.0553P)² + 0.3573P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max < 0.001
4517 reflections	Δρ_max = 0.21 e Å⁻³
371 parameters	Δρ_min = −0.18 e Å⁻³
10 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.021 (2)

Special details top

Experimental. Complete sphere of data collected using COLLECT strategy (Nonius, 2000). Crystal to detector distance = 45 mm; combination of φ and ω scans of 1°, 80 s per °, 2 iterations.

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

	x	y	z	U_iso*/U_eq	Occ. (<1)
O1	0.5590 (2)	0.78196 (12)	0.22041 (6)	0.0362 (3)
O2	0.2785 (2)	−0.07316 (12)	0.23413 (6)	0.0350 (4)
C9	0.2727 (3)	0.64108 (17)	0.15268 (9)	0.0291 (4)
H9	0.1847	0.6981	0.1575	0.035*
C1	0.2387 (3)	0.31170 (15)	0.06770 (8)	0.0242 (4)
C2	0.3900 (3)	0.31687 (16)	0.01209 (8)	0.0269 (4)
H21	0.3952	0.3949	−0.0100	0.032*
H22	0.5411	0.3255	0.0278	0.032*
C10	0.4753 (3)	0.67120 (16)	0.18270 (8)	0.0271 (4)
C12	0.5243 (3)	0.47490 (17)	0.13756 (9)	0.0311 (5)
H12	0.6139	0.4188	0.1325	0.037*
C13	0.2449 (3)	0.20332 (15)	0.10984 (8)	0.0234 (4)
C8	0.1967 (3)	0.52741 (16)	0.11538 (8)	0.0270 (4)
H8	0.0567	0.5086	0.0948	0.032*
C7	0.3180 (3)	0.44035 (15)	0.10712 (8)	0.0240 (4)
C16	0.2618 (3)	0.01733 (16)	0.19399 (8)	0.0269 (4)
C15	0.4211 (3)	0.05187 (16)	0.15058 (9)	0.0291 (4)
H15	0.5370	0.0130	0.1489	0.035*
C17	0.0942 (3)	0.07449 (16)	0.19541 (8)	0.0287 (4)
H17	−0.0167	0.0511	0.2248	0.034*
C6	0.0047 (3)	0.29067 (16)	0.03997 (9)	0.0273 (4)
H61	−0.0989	0.2839	0.0739	0.033*
H62	0.0021	0.3669	0.0173	0.033*
C14	0.4112 (3)	0.14324 (16)	0.10953 (9)	0.0277 (4)
H14	0.5219	0.1658	0.0801	0.033*
C5	−0.0731 (3)	0.16994 (17)	−0.00361 (9)	0.0330 (5)
H52	−0.2236	0.1611	−0.0199	0.040*
H51	−0.0782	0.0928	0.0192	0.040*
C18	0.0873 (3)	0.16597 (16)	0.15415 (8)	0.0273 (4)
H18	−0.0289	0.2046	0.1561	0.033*
C11	0.6028 (3)	0.58784 (17)	0.17472 (9)	0.0326 (5)
H11	0.7440	0.6082	0.1948	0.039*
C3	0.3159 (3)	0.19829 (17)	−0.03357 (9)	0.0301 (4)
H31	0.4145	0.2104	−0.0688	0.036*
H32	0.3266	0.1210	−0.0131	0.036*
C4	0.0805 (3)	0.17675 (18)	−0.05710 (9)	0.0350 (5)
H42	0.0319	0.0952	−0.0835	0.042*
H41	0.0736	0.2484	−0.0825	0.042*
N1GA	0.9441 (3)	0.84666 (16)	0.31320 (8)	0.0356 (4)
C1GA	0.9539 (3)	0.95632 (17)	0.35436 (9)	0.0298 (5)
C2GA	1.1155 (3)	0.99578 (17)	0.40176 (9)	0.0309 (5)
C3GA	1.1276 (3)	1.10706 (18)	0.43950 (9)	0.0356 (5)
C6GA	0.8077 (3)	1.02710 (19)	0.34425 (9)	0.0364 (5)
H6GA	0.6982	0.9997	0.3119	0.044*
C7GA	1.2707 (3)	0.9169 (2)	0.41274 (10)	0.0426 (5)
H7A1	1.2059	0.8505	0.4412	0.064*
H7A2	1.4106	0.9735	0.4307	0.064*
H7A3	1.2965	0.8754	0.3735	0.064*
C5GA	0.8221 (3)	1.1376 (2)	0.38140 (10)	0.0423 (5)
H5GA	0.7228	1.1865	0.3745	0.051*
C4GA	0.9807 (3)	1.17706 (19)	0.42855 (10)	0.0405 (5)
H4GA	0.9894	1.2531	0.4539	0.049*
C8GA	1.2955 (4)	1.1506 (2)	0.49204 (10)	0.0486 (6)
H8A1	1.2759	1.2277	0.5142	0.073*
H8A2	1.4436	1.1711	0.4758	0.073*
H8A3	1.2764	1.0813	0.5203	0.073*
C2GB	0.8197 (4)	0.4344 (2)	0.31847 (10)	0.0462 (6)
C3GB	0.6093 (4)	0.3884 (2)	0.34114 (11)	0.0478 (6)
C1GB	0.9867 (4)	0.5202 (2)	0.35533 (11)	0.0487 (6)
C5GB	0.7379 (5)	0.5069 (2)	0.43806 (12)	0.0637 (8)
H5GB	0.7113	0.5299	0.4794	0.076*
C8GB	0.4296 (4)	0.2976 (2)	0.30512 (12)	0.0593 (7)
H8B1	0.2967	0.2776	0.3292	0.089*	0.50
H8B2	0.4685	0.2180	0.2946	0.089*	0.50
H8B3	0.4023	0.3360	0.2672	0.089*	0.50
H8B4	0.4816	0.2768	0.2648	0.089*	0.50
H8B5	0.3099	0.3364	0.2994	0.089*	0.50
H8B6	0.3760	0.2184	0.3269	0.089*	0.50
C4GB	0.5705 (4)	0.4266 (2)	0.40135 (11)	0.0542 (6)
H6GB	0.4272	0.3967	0.4169	0.065*
N1GB	1.2056 (5)	0.5777 (3)	0.33197 (15)	0.0827 (8)
C6GB	0.9450 (5)	0.5546 (2)	0.41538 (12)	0.0592 (7)
H4GB	1.0597	0.6114	0.4410	0.071*
C7GB	0.8717 (5)	0.3866 (3)	0.25551 (11)	0.0722 (8)
H7B1	0.9540	0.3238	0.2601	0.108*
H7B2	0.9605	0.4597	0.2340	0.108*
H7B3	0.7344	0.3452	0.2316	0.108*
H1A1	0.979 (3)	0.7826 (17)	0.3352 (10)	0.056 (7)*
H1	0.455 (3)	0.8326 (19)	0.2250 (11)	0.062 (7)*
H1A2	0.806 (3)	0.816 (2)	0.2903 (9)	0.057 (7)*
H2	0.152 (3)	−0.098 (2)	0.2607 (11)	0.087 (9)*
H1B1	1.327 (6)	0.618 (4)	0.3634 (17)	0.18 (2)*
H1B2	1.251 (6)	0.508 (3)	0.3081 (16)	0.135 (14)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1	0.0357 (8)	0.0294 (7)	0.0430 (9)	0.0117 (6)	−0.0089 (7)	−0.0085 (6)
O2	0.0456 (8)	0.0354 (7)	0.0313 (8)	0.0215 (6)	0.0064 (7)	0.0097 (6)
C9	0.0289 (10)	0.0270 (9)	0.0345 (11)	0.0132 (8)	−0.0010 (9)	0.0011 (9)
C1	0.0217 (9)	0.0213 (8)	0.0277 (10)	0.0037 (7)	−0.0005 (8)	0.0006 (8)
C2	0.0258 (9)	0.0247 (9)	0.0292 (11)	0.0053 (8)	0.0004 (8)	0.0049 (8)
C10	0.0292 (10)	0.0227 (9)	0.0275 (11)	0.0053 (8)	−0.0013 (8)	−0.0005 (8)
C12	0.0284 (10)	0.0278 (10)	0.0395 (12)	0.0130 (8)	−0.0039 (9)	−0.0018 (9)
C13	0.0227 (9)	0.0218 (8)	0.0245 (10)	0.0056 (7)	−0.0020 (8)	−0.0023 (7)
C8	0.0229 (9)	0.0277 (9)	0.0301 (11)	0.0074 (8)	−0.0038 (8)	0.0006 (8)
C7	0.0229 (9)	0.0233 (9)	0.0256 (10)	0.0059 (8)	0.0015 (8)	0.0046 (8)
C16	0.0350 (10)	0.0231 (9)	0.0230 (10)	0.0098 (8)	−0.0011 (8)	0.0003 (8)
C15	0.0276 (10)	0.0281 (9)	0.0332 (11)	0.0114 (8)	0.0002 (9)	0.0002 (8)
C17	0.0330 (10)	0.0302 (10)	0.0246 (10)	0.0117 (8)	0.0076 (8)	0.0017 (8)
C6	0.0249 (9)	0.0251 (9)	0.0313 (11)	0.0060 (8)	−0.0015 (8)	0.0042 (8)
C14	0.0248 (9)	0.0276 (9)	0.0300 (11)	0.0060 (8)	0.0048 (8)	0.0042 (8)
C5	0.0261 (10)	0.0301 (10)	0.0387 (12)	0.0029 (8)	−0.0088 (9)	−0.0007 (9)
C18	0.0294 (10)	0.0290 (9)	0.0263 (10)	0.0134 (8)	0.0023 (8)	−0.0003 (8)
C11	0.0268 (10)	0.0318 (10)	0.0387 (12)	0.0097 (8)	−0.0087 (9)	−0.0031 (9)
C3	0.0319 (10)	0.0297 (10)	0.0262 (11)	0.0052 (8)	0.0025 (8)	0.0015 (8)
C4	0.0386 (11)	0.0321 (10)	0.0312 (11)	0.0071 (9)	−0.0056 (9)	−0.0033 (9)
N1GA	0.0395 (10)	0.0344 (9)	0.0335 (10)	0.0114 (8)	−0.0018 (9)	0.0043 (8)
C1GA	0.0311 (10)	0.0325 (10)	0.0260 (11)	0.0082 (9)	0.0058 (9)	0.0078 (8)
C2GA	0.0307 (10)	0.0330 (10)	0.0284 (11)	0.0071 (9)	0.0030 (9)	0.0085 (9)
C3GA	0.0381 (11)	0.0352 (11)	0.0305 (12)	0.0046 (9)	0.0058 (9)	0.0088 (9)
C6GA	0.0342 (11)	0.0453 (12)	0.0317 (12)	0.0136 (9)	0.0019 (9)	0.0085 (10)
C7GA	0.0367 (11)	0.0459 (12)	0.0450 (13)	0.0116 (10)	−0.0023 (10)	0.0052 (10)
C5GA	0.0445 (12)	0.0455 (12)	0.0450 (14)	0.0234 (10)	0.0085 (11)	0.0125 (11)
C4GA	0.0495 (13)	0.0355 (11)	0.0368 (13)	0.0122 (10)	0.0081 (11)	0.0030 (10)
C8GA	0.0515 (14)	0.0495 (13)	0.0385 (13)	0.0054 (11)	−0.0041 (11)	0.0018 (11)
C2GB	0.0786 (17)	0.0407 (12)	0.0325 (13)	0.0369 (12)	0.0049 (12)	0.0075 (10)
C3GB	0.0718 (16)	0.0379 (12)	0.0391 (13)	0.0253 (12)	−0.0058 (12)	0.0013 (10)
C1GB	0.0678 (16)	0.0347 (11)	0.0498 (15)	0.0227 (12)	0.0110 (13)	0.0098 (11)
C5GB	0.095 (2)	0.0474 (14)	0.0395 (14)	0.0066 (14)	0.0189 (15)	−0.0055 (12)
C8GB	0.0668 (16)	0.0518 (14)	0.0579 (17)	0.0180 (13)	−0.0234 (14)	−0.0035 (13)
C4GB	0.0693 (16)	0.0439 (13)	0.0461 (15)	0.0111 (12)	0.0102 (13)	0.0023 (11)
N1GB	0.0751 (17)	0.0716 (16)	0.108 (2)	0.0284 (14)	0.0258 (17)	0.0164 (16)
C6GB	0.0830 (18)	0.0391 (12)	0.0488 (15)	0.0092 (13)	−0.0001 (14)	−0.0052 (11)
C7GB	0.114 (2)	0.0894 (19)	0.0383 (15)	0.0692 (18)	0.0037 (15)	0.0021 (14)

Geometric parameters (Å, º) top

O1—C10	1.375 (2)	N1GA—H1A1	0.941 (14)
O1—H1	0.980 (13)	N1GA—H1A2	0.958 (13)
O2—C16	1.376 (2)	C1GA—C6GA	1.388 (3)
O2—H2	0.983 (13)	C1GA—C2GA	1.397 (3)
C9—C10	1.374 (3)	C2GA—C3GA	1.399 (3)
C9—C8	1.388 (2)	C2GA—C7GA	1.506 (3)
C9—H9	0.9500	C3GA—C4GA	1.389 (3)
C1—C7	1.537 (2)	C3GA—C8GA	1.504 (3)
C1—C13	1.541 (2)	C6GA—C5GA	1.383 (3)
C1—C6	1.544 (2)	C6GA—H6GA	0.9500
C1—C2	1.553 (2)	C7GA—H7A1	0.9800
C2—C3	1.528 (2)	C7GA—H7A2	0.9800
C2—H21	0.9900	C7GA—H7A3	0.9800
C2—H22	0.9900	C5GA—C4GA	1.381 (3)
C10—C11	1.384 (2)	C5GA—H5GA	0.9500
C12—C11	1.382 (3)	C4GA—H4GA	0.9500
C12—C7	1.397 (2)	C8GA—H8A1	0.9800
C12—H12	0.9500	C8GA—H8A2	0.9800
C13—C14	1.393 (2)	C8GA—H8A3	0.9800
C13—C18	1.394 (2)	C2GB—C1GB	1.392 (3)
C8—C7	1.388 (2)	C2GB—C3GB	1.396 (3)
C8—H8	0.9500	C2GB—C7GB	1.511 (3)
C16—C17	1.379 (2)	C3GB—C4GB	1.397 (3)
C16—C15	1.384 (2)	C3GB—C8GB	1.451 (3)
C15—C14	1.386 (2)	C1GB—C6GB	1.388 (3)
C15—H15	0.9500	C1GB—N1GB	1.464 (3)
C17—C18	1.385 (2)	C5GB—C4GB	1.368 (4)
C17—H17	0.9500	C5GB—C6GB	1.380 (3)
C6—C5	1.520 (3)	C5GB—H5GB	0.9500
C6—H61	0.9900	C8GB—H8B1	0.9800
C6—H62	0.9900	C8GB—H8B2	0.9800
C14—H14	0.9500	C8GB—H8B3	0.9800
C5—C4	1.524 (3)	C8GB—H8B4	0.9800
C5—H52	0.9900	C8GB—H8B5	0.9800
C5—H51	0.9900	C8GB—H8B6	0.9800
C18—H18	0.9500	C4GB—H6GB	0.9500
C11—H11	0.9500	N1GB—H1B1	1.002 (19)
C3—C4	1.520 (3)	N1GB—H1B2	1.007 (18)
C3—H31	0.9900	C6GB—H4GB	0.9500
C3—H32	0.9900	C7GB—H7B1	0.9800
C4—H42	0.9900	C7GB—H7B2	0.9800
C4—H41	0.9900	C7GB—H7B3	0.9800
N1GA—C1GA	1.430 (2)

C10—O1—H1	112.3 (14)	C6GA—C1GA—N1GA	118.77 (19)
C16—O2—H2	112.5 (15)	C2GA—C1GA—N1GA	120.56 (17)
C10—C9—C8	120.09 (16)	C1GA—C2GA—C3GA	119.29 (18)
C10—C9—H9	120.0	C1GA—C2GA—C7GA	119.94 (17)
C8—C9—H9	120.0	C3GA—C2GA—C7GA	120.75 (19)
C7—C1—C13	107.24 (14)	C4GA—C3GA—C2GA	119.4 (2)
C7—C1—C6	111.11 (14)	C4GA—C3GA—C8GA	119.81 (19)
C13—C1—C6	110.99 (13)	C2GA—C3GA—C8GA	120.82 (19)
C7—C1—C2	109.00 (12)	C5GA—C6GA—C1GA	119.8 (2)
C13—C1—C2	112.39 (13)	C5GA—C6GA—H6GA	120.1
C6—C1—C2	106.13 (14)	C1GA—C6GA—H6GA	120.1
C3—C2—C1	113.84 (13)	C2GA—C7GA—H7A1	109.5
C3—C2—H21	108.8	C2GA—C7GA—H7A2	109.5
C1—C2—H21	108.8	H7A1—C7GA—H7A2	109.5
C3—C2—H22	108.8	C2GA—C7GA—H7A3	109.5
C1—C2—H22	108.8	H7A1—C7GA—H7A3	109.5
H21—C2—H22	107.7	H7A2—C7GA—H7A3	109.5
C9—C10—O1	122.75 (16)	C4GA—C5GA—C6GA	120.1 (2)
C9—C10—C11	119.29 (16)	C4GA—C5GA—H5GA	120.0
O1—C10—C11	117.96 (16)	C6GA—C5GA—H5GA	120.0
C11—C12—C7	122.35 (16)	C5GA—C4GA—C3GA	120.91 (19)
C11—C12—H12	118.8	C5GA—C4GA—H4GA	119.5
C7—C12—H12	118.8	C3GA—C4GA—H4GA	119.5
C14—C13—C18	115.95 (16)	C3GA—C8GA—H8A1	109.5
C14—C13—C1	123.50 (14)	C3GA—C8GA—H8A2	109.5
C18—C13—C1	120.41 (15)	H8A1—C8GA—H8A2	109.5
C7—C8—C9	122.30 (17)	C3GA—C8GA—H8A3	109.5
C7—C8—H8	118.8	H8A1—C8GA—H8A3	109.5
C9—C8—H8	118.8	H8A2—C8GA—H8A3	109.5
C8—C7—C12	116.08 (16)	C1GB—C2GB—C3GB	119.8 (2)
C8—C7—C1	124.31 (16)	C1GB—C2GB—C7GB	119.4 (2)
C12—C7—C1	119.61 (15)	C3GB—C2GB—C7GB	120.7 (2)
O2—C16—C17	122.85 (15)	C2GB—C3GB—C4GB	119.4 (2)
O2—C16—C15	118.03 (15)	C2GB—C3GB—C8GB	122.3 (2)
C17—C16—C15	119.12 (16)	C4GB—C3GB—C8GB	118.3 (2)
C16—C15—C14	119.90 (16)	C6GB—C1GB—C2GB	119.6 (2)
C16—C15—H15	120.1	C6GB—C1GB—N1GB	118.7 (3)
C14—C15—H15	120.1	C2GB—C1GB—N1GB	121.6 (2)
C16—C17—C18	120.21 (15)	C4GB—C5GB—C6GB	120.4 (2)
C16—C17—H17	119.9	C4GB—C5GB—H5GB	119.8
C18—C17—H17	119.9	C6GB—C5GB—H5GB	119.8
C5—C6—C1	112.89 (14)	C3GB—C8GB—H8B1	109.5
C5—C6—H61	109.0	C3GB—C8GB—H8B2	109.5
C1—C6—H61	109.0	H8B1—C8GB—H8B2	109.5
C5—C6—H62	109.0	C3GB—C8GB—H8B3	109.5
C1—C6—H62	109.0	H8B1—C8GB—H8B3	109.5
H61—C6—H62	107.8	H8B2—C8GB—H8B3	109.5
C15—C14—C13	122.51 (15)	C3GB—C8GB—H8B4	109.5
C15—C14—H14	118.7	H8B1—C8GB—H8B4	141.1
C13—C14—H14	118.7	H8B2—C8GB—H8B4	56.3
C6—C5—C4	110.84 (14)	H8B3—C8GB—H8B4	56.3
C6—C5—H52	109.5	C3GB—C8GB—H8B5	109.5
C4—C5—H52	109.5	H8B1—C8GB—H8B5	56.3
C6—C5—H51	109.5	H8B2—C8GB—H8B5	141.1
C4—C5—H51	109.5	H8B3—C8GB—H8B5	56.3
H52—C5—H51	108.1	H8B4—C8GB—H8B5	109.5
C17—C18—C13	122.31 (16)	C3GB—C8GB—H8B6	109.5
C17—C18—H18	118.8	H8B1—C8GB—H8B6	56.3
C13—C18—H18	118.8	H8B2—C8GB—H8B6	56.3
C12—C11—C10	119.87 (17)	H8B3—C8GB—H8B6	141.1
C12—C11—H11	120.1	H8B4—C8GB—H8B6	109.5
C10—C11—H11	120.1	H8B5—C8GB—H8B6	109.5
C4—C3—C2	111.08 (15)	C5GB—C4GB—C3GB	120.3 (2)
C4—C3—H31	109.4	C5GB—C4GB—H6GB	119.8
C2—C3—H31	109.4	C3GB—C4GB—H6GB	119.8
C4—C3—H32	109.4	C1GB—N1GB—H1B1	117 (3)
C2—C3—H32	109.4	C1GB—N1GB—H1B2	108 (2)
H31—C3—H32	108.0	H1B1—N1GB—H1B2	106 (3)
C3—C4—C5	110.84 (16)	C5GB—C6GB—C1GB	120.3 (2)
C3—C4—H42	109.5	C5GB—C6GB—H4GB	119.8
C5—C4—H42	109.5	C1GB—C6GB—H4GB	119.8
C3—C4—H41	109.5	C2GB—C7GB—H7B1	109.5
C5—C4—H41	109.5	C2GB—C7GB—H7B2	109.5
H42—C4—H41	108.1	H7B1—C7GB—H7B2	109.5
C1GA—N1GA—H1A1	109.5 (14)	C2GB—C7GB—H7B3	109.5
C1GA—N1GA—H1A2	112.2 (13)	H7B1—C7GB—H7B3	109.5
H1A1—N1GA—H1A2	113.3 (19)	H7B2—C7GB—H7B3	109.5
C6GA—C1GA—C2GA	120.57 (18)

C7—C1—C2—C3	−175.17 (15)	C1—C13—C18—C17	−176.07 (16)
C13—C1—C2—C3	66.1 (2)	C7—C12—C11—C10	0.0 (3)
C6—C1—C2—C3	−55.42 (18)	C9—C10—C11—C12	−0.9 (3)
C8—C9—C10—O1	−179.72 (15)	O1—C10—C11—C12	179.52 (16)
C8—C9—C10—C11	0.7 (3)	C1—C2—C3—C4	55.9 (2)
C7—C1—C13—C14	−101.73 (19)	C2—C3—C4—C5	−53.96 (19)
C6—C1—C13—C14	136.73 (17)	C6—C5—C4—C3	55.8 (2)
C2—C1—C13—C14	18.0 (2)	C6GA—C1GA—C2GA—C3GA	0.6 (2)
C7—C1—C13—C18	73.86 (19)	N1GA—C1GA—C2GA—C3GA	176.98 (15)
C6—C1—C13—C18	−47.7 (2)	C6GA—C1GA—C2GA—C7GA	179.10 (16)
C2—C1—C13—C18	−166.36 (16)	N1GA—C1GA—C2GA—C7GA	−4.5 (2)
C10—C9—C8—C7	0.4 (3)	C1GA—C2GA—C3GA—C4GA	−0.9 (2)
C9—C8—C7—C12	−1.3 (2)	C7GA—C2GA—C3GA—C4GA	−179.38 (16)
C9—C8—C7—C1	178.36 (16)	C1GA—C2GA—C3GA—C8GA	178.37 (17)
C11—C12—C7—C8	1.1 (3)	C7GA—C2GA—C3GA—C8GA	−0.1 (3)
C11—C12—C7—C1	−178.56 (16)	C2GA—C1GA—C6GA—C5GA	0.0 (3)
C13—C1—C7—C8	−122.90 (17)	N1GA—C1GA—C6GA—C5GA	−176.45 (15)
C6—C1—C7—C8	−1.4 (2)	C1GA—C6GA—C5GA—C4GA	−0.3 (3)
C2—C1—C7—C8	115.18 (18)	C6GA—C5GA—C4GA—C3GA	0.0 (3)
C13—C1—C7—C12	56.76 (19)	C2GA—C3GA—C4GA—C5GA	0.6 (3)
C6—C1—C7—C12	178.22 (15)	C8GA—C3GA—C4GA—C5GA	−178.67 (18)
C2—C1—C7—C12	−65.2 (2)	C1GB—C2GB—C3GB—C4GB	−1.7 (3)
O2—C16—C15—C14	−179.59 (16)	C7GB—C2GB—C3GB—C4GB	175.0 (2)
C17—C16—C15—C14	0.3 (3)	C1GB—C2GB—C3GB—C8GB	−179.2 (2)
O2—C16—C17—C18	179.38 (17)	C7GB—C2GB—C3GB—C8GB	−2.5 (3)
C15—C16—C17—C18	−0.5 (3)	C3GB—C2GB—C1GB—C6GB	3.0 (3)
C7—C1—C6—C5	175.28 (14)	C7GB—C2GB—C1GB—C6GB	−173.8 (2)
C13—C1—C6—C5	−65.47 (18)	C3GB—C2GB—C1GB—N1GB	−175.7 (2)
C2—C1—C6—C5	56.92 (17)	C7GB—C2GB—C1GB—N1GB	7.5 (3)
C16—C15—C14—C13	0.0 (3)	C6GB—C5GB—C4GB—C3GB	2.3 (4)
C18—C13—C14—C15	−0.1 (3)	C2GB—C3GB—C4GB—C5GB	−1.0 (3)
C1—C13—C14—C15	175.71 (16)	C8GB—C3GB—C4GB—C5GB	176.7 (2)
C1—C6—C5—C4	−59.3 (2)	C4GB—C5GB—C6GB—C1GB	−1.0 (4)
C16—C17—C18—C13	0.4 (3)	C2GB—C1GB—C6GB—C5GB	−1.7 (4)
C14—C13—C18—C17	−0.1 (3)	N1GB—C1GB—C6GB—C5GB	177.1 (2)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O2ⁱ	0.98 (1)	1.73 (1)	2.7071 (17)	178 (2)
O2—H2···N1GAⁱⁱ	0.98 (1)	1.76 (1)	2.7341 (19)	172 (2)
N1GA—H1A2···O1	0.96 (1)	2.10 (1)	3.033 (2)	163 (2)
N1GA—H1A1···N1GB	0.94 (1)	2.98 (1)	3.789 (3)	146 (2)

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

(dc34x0.5) 1,1'-bis-(4-hydroxyphenyl)cyclohexane and 3,4-xylidine, water top

Crystal data top

C₁₈H₂₀O2/0.5(C₈H₁₁N)/H₂O	Z = 4
M_r = 346.95	F(000) = 748
Triclinic, P1	D_x = 1.230 Mg m⁻³ D_m = N/A Mg m⁻³ D_m measured by not measured
a = 10.8979 (5) Å	Melting point: 359.35K, 392.75K and 403.35K for guests release onset temp. and 463.15K for host melting K
b = 12.5017 (7) Å	Mo Kα radiation, λ = 0.71069 Å
c = 15.1701 (7) Å	µ = 0.08 mm⁻¹
α = 106.510 (4)°	T = 173 K
β = 99.895 (3)°	Prism, colourless
γ = 102.559 (2)°	0.30 × 0.30 × 0.20 mm
V = 1872.93 (16) Å³

Data collection top

Nonius Kappa CCD diffractometer	3621 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.022
Graphite monochromator	θ_max = 25.4°, θ_min = 2.6°
1° φ scans and ω scans	h = −13→11
10118 measured reflections	k = −11→15
6720 independent reflections	l = −18→15

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.065	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.149	w = 1/[σ²(F_o²) + (0.0322P)² + 2.1868P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max < 0.001
6720 reflections	Δρ_max = 0.38 e Å⁻³
497 parameters	Δρ_min = −0.36 e Å⁻³
22 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0027 (6)

Special details top

Experimental. Complete sphere of data collected using COLLECT strategy (Nonius, 2000). Crystal to detector distance = 40 mm; combination of φ and ω scans of 1°, 80 s per °, 2 iterations.

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

	x	y	z	U_iso*/U_eq
O1Y	1.1341 (2)	0.1345 (2)	0.17979 (15)	0.0331 (6)
O2Y	0.2774 (2)	−0.01417 (19)	0.13813 (14)	0.0324 (6)
O1X	0.2661 (2)	0.47495 (19)	0.14053 (14)	0.0338 (6)
C1Y	0.7649 (3)	0.0817 (2)	0.40287 (19)	0.0187 (7)
C1X	0.7598 (3)	0.5796 (2)	0.39954 (19)	0.0179 (6)
C13Y	0.6303 (3)	0.0577 (2)	0.33582 (18)	0.0179 (7)
C7X	0.6247 (3)	0.5543 (2)	0.33376 (18)	0.0182 (7)
C8X	0.5668 (3)	0.4450 (2)	0.26438 (19)	0.0216 (7)
H8X	0.6104	0.3865	0.2607	0.026*
C10X	0.3837 (3)	0.5035 (3)	0.20438 (19)	0.0221 (7)
C11X	0.4390 (3)	0.6137 (3)	0.2710 (2)	0.0247 (7)
H11X	0.3961	0.6726	0.2730	0.030*
C10Y	1.0443 (3)	0.1216 (3)	0.2325 (2)	0.0227 (7)
C17Y	0.4481 (3)	0.1202 (3)	0.27271 (19)	0.0226 (7)
H17Y	0.4059	0.1795	0.2753	0.027*
C9X	0.4482 (3)	0.4188 (3)	0.20090 (19)	0.0244 (7)
H9X	0.4111	0.3432	0.1552	0.029*
C6Y	0.8004 (3)	0.1951 (2)	0.48859 (19)	0.0211 (7)
H6Y2	0.8918	0.2116	0.5233	0.025*
H6Y1	0.7942	0.2601	0.4647	0.025*
C8Y	0.9482 (3)	0.0229 (2)	0.32947 (19)	0.0214 (7)
H8Y	0.9445	−0.0356	0.3582	0.026*
C17X	1.0334 (3)	0.5357 (3)	0.2726 (2)	0.0251 (7)
H17X	1.0898	0.4874	0.2652	0.030*
C14X	0.8680 (3)	0.6740 (2)	0.2944 (2)	0.0230 (7)
H14X	0.8109	0.7218	0.3009	0.028*
C7Y	0.8652 (3)	0.0929 (2)	0.34328 (18)	0.0176 (6)
C9Y	1.0365 (3)	0.0365 (3)	0.2746 (2)	0.0259 (7)
H9Y	1.0917	−0.0128	0.2660	0.031*
C16Y	0.3936 (3)	0.0114 (3)	0.20444 (19)	0.0226 (7)
C16X	1.0389 (3)	0.6192 (3)	0.2290 (2)	0.0221 (7)
C15Y	0.4564 (3)	−0.0741 (3)	0.20081 (19)	0.0231 (7)
H15Y	0.4196	−0.1489	0.1538	0.028*
C14Y	0.5723 (3)	−0.0506 (2)	0.26543 (19)	0.0209 (7)
H14Y	0.6143	−0.1103	0.2620	0.025*
C5Y	0.7143 (3)	0.1911 (3)	0.5579 (2)	0.0246 (7)
H5Y1	0.7464	0.2644	0.6127	0.029*
H5Y2	0.6245	0.1849	0.5259	0.029*
C12Y	0.8748 (3)	0.1774 (3)	0.29940 (19)	0.0229 (7)
H12Y	0.8190	0.2263	0.3071	0.028*
C2Y	0.7673 (3)	−0.0178 (2)	0.44374 (19)	0.0209 (7)
H2Y1	0.7411	−0.0926	0.3907	0.025*
H2Y2	0.8572	−0.0063	0.4789	0.025*
C18X	0.9448 (3)	0.5227 (3)	0.3276 (2)	0.0241 (7)
H18X	0.9422	0.4654	0.3575	0.029*
C2X	0.7653 (3)	0.4819 (2)	0.44222 (19)	0.0215 (7)
H2X1	0.7401	0.4065	0.3900	0.026*
H2X2	0.8557	0.4953	0.4775	0.026*
C3X	0.6761 (3)	0.4754 (3)	0.5091 (2)	0.0254 (7)
H3X2	0.5851	0.4583	0.4734	0.031*
H3X1	0.6826	0.4111	0.5340	0.031*
C12X	0.5578 (3)	0.6376 (3)	0.3348 (2)	0.0223 (7)
H12X	0.5945	0.7132	0.3806	0.027*
C6X	0.7956 (3)	0.6937 (2)	0.48495 (19)	0.0209 (7)
H6X1	0.8872	0.7105	0.5195	0.025*
H6X2	0.7888	0.7583	0.4607	0.025*
C13X	0.8599 (3)	0.5912 (2)	0.33983 (19)	0.0190 (7)
C11Y	0.9629 (3)	0.1927 (3)	0.2449 (2)	0.0228 (7)
H11Y	0.9674	0.2515	0.2163	0.027*
C3Y	0.6771 (3)	−0.0248 (3)	0.5104 (2)	0.0268 (7)
H3Y2	0.5863	−0.0415	0.4746	0.032*
H3Y1	0.6832	−0.0892	0.5351	0.032*
C18Y	0.5650 (3)	0.1422 (2)	0.33750 (19)	0.0204 (7)
H18Y	0.6016	0.2170	0.3844	0.024*
C15X	0.9562 (3)	0.6892 (3)	0.2403 (2)	0.0248 (7)
H15X	0.9599	0.7473	0.2110	0.030*
C5X	0.7098 (3)	0.6897 (3)	0.55464 (19)	0.0236 (7)
H5X2	0.7408	0.7637	0.6087	0.028*
H5X1	0.6195	0.6816	0.5225	0.028*
C4X	0.7120 (3)	0.5888 (3)	0.5916 (2)	0.0266 (7)
H4X1	0.7998	0.6021	0.6312	0.032*
H4X2	0.6497	0.5839	0.6317	0.032*
C4Y	0.7135 (3)	0.0889 (3)	0.5931 (2)	0.0303 (8)
H4Y2	0.6505	0.0843	0.6327	0.036*
H4Y1	0.8006	0.1010	0.6332	0.036*
C4G	0.6040 (4)	0.3300 (3)	0.0191 (3)	0.0491 (11)
C2G	0.4564 (4)	0.1540 (3)	0.0175 (3)	0.0491 (11)
H2G	0.4403	0.0874	0.0368	0.059*
N1G	0.2260 (3)	0.0939 (3)	−0.0650 (2)	0.0654 (10)
C3G	0.5808 (4)	0.2316 (3)	0.0484 (2)	0.0442 (10)
C5G	0.5015 (5)	0.3446 (3)	−0.0394 (3)	0.0544 (11)
H5G	0.5177	0.4105	−0.0597	0.065*
C6G	0.3767 (5)	0.2697 (3)	−0.0707 (3)	0.0594 (13)
H6G	0.3087	0.2834	−0.1104	0.071*
C1G	0.3564 (4)	0.1720 (3)	−0.0404 (3)	0.0459 (10)
C7G	0.6829 (4)	0.2078 (4)	0.1057 (3)	0.0627 (12)
H7G1	0.6463	0.1435	0.1269	0.094*
H7G2	0.7283	0.2773	0.1611	0.094*
H7G3	0.7443	0.1864	0.0684	0.094*
C8G	0.7396 (4)	0.4149 (3)	0.0554 (3)	0.0689 (14)
H8G1	0.7422	0.4783	0.0292	0.103*
H8G2	0.8027	0.3741	0.0354	0.103*
H8G3	0.7611	0.4468	0.1248	0.103*
O2X	1.1278 (2)	0.6313 (2)	0.17562 (15)	0.0331 (6)
O2W	0.1109 (2)	0.2480 (2)	0.05724 (18)	0.0510 (7)
O1W	0.1062 (2)	0.7659 (3)	0.0720 (2)	0.0710 (10)
H1X	0.226 (3)	0.539 (2)	0.154 (3)	0.069 (13)*
H2Y	0.229 (4)	0.042 (3)	0.153 (3)	0.103 (17)*
H1Y	1.122 (4)	0.186 (3)	0.143 (2)	0.091 (15)*
H2X	1.113 (4)	0.676 (3)	0.135 (3)	0.089 (15)*
H1W2	0.033 (3)	0.758 (4)	0.025 (3)	0.107*
H2W1	0.155 (4)	0.328 (2)	0.097 (3)	0.107*
H1G1	0.202 (3)	0.063 (3)	−0.1348 (17)	0.107*
H1G2	0.257 (3)	0.032 (3)	−0.042 (3)	0.107*
H2W2	0.160 (4)	0.203 (3)	0.020 (3)	0.107*
H1W1	0.165 (4)	0.840 (2)	0.090 (3)	0.107*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1Y	0.0298 (12)	0.0462 (15)	0.0425 (14)	0.0216 (11)	0.0224 (11)	0.0274 (12)
O2Y	0.0238 (12)	0.0381 (15)	0.0266 (12)	0.0111 (11)	−0.0059 (9)	0.0034 (10)
O1X	0.0292 (13)	0.0374 (15)	0.0296 (12)	0.0181 (11)	−0.0037 (10)	0.0032 (11)
C1Y	0.0200 (15)	0.0168 (16)	0.0203 (15)	0.0054 (13)	0.0040 (12)	0.0081 (13)
C1X	0.0183 (15)	0.0151 (16)	0.0212 (15)	0.0052 (12)	0.0052 (12)	0.0067 (13)
C13Y	0.0177 (15)	0.0202 (17)	0.0180 (15)	0.0054 (13)	0.0078 (12)	0.0078 (13)
C7X	0.0190 (15)	0.0195 (17)	0.0181 (15)	0.0064 (13)	0.0053 (12)	0.0083 (13)
C8X	0.0243 (16)	0.0185 (17)	0.0238 (16)	0.0114 (13)	0.0067 (13)	0.0055 (13)
C10X	0.0172 (16)	0.0319 (19)	0.0179 (16)	0.0096 (14)	0.0031 (12)	0.0081 (14)
C11X	0.0262 (17)	0.0255 (19)	0.0269 (17)	0.0151 (14)	0.0060 (13)	0.0099 (14)
C10Y	0.0161 (16)	0.0269 (19)	0.0251 (17)	0.0050 (14)	0.0055 (13)	0.0090 (14)
C17Y	0.0255 (17)	0.0233 (18)	0.0239 (16)	0.0142 (14)	0.0077 (13)	0.0090 (14)
C9X	0.0242 (17)	0.0246 (18)	0.0209 (16)	0.0081 (14)	0.0027 (13)	0.0032 (14)
C6Y	0.0221 (16)	0.0176 (17)	0.0218 (16)	0.0041 (13)	0.0023 (12)	0.0069 (13)
C8Y	0.0235 (16)	0.0206 (17)	0.0230 (16)	0.0087 (13)	0.0049 (13)	0.0104 (13)
C17X	0.0231 (17)	0.0263 (19)	0.0325 (18)	0.0153 (14)	0.0089 (14)	0.0122 (15)
C14X	0.0219 (16)	0.0204 (17)	0.0319 (17)	0.0112 (13)	0.0087 (13)	0.0114 (14)
C7Y	0.0156 (15)	0.0171 (16)	0.0187 (15)	0.0054 (12)	0.0013 (12)	0.0049 (13)
C9Y	0.0253 (17)	0.0286 (19)	0.0310 (18)	0.0152 (14)	0.0092 (14)	0.0139 (15)
C16Y	0.0197 (16)	0.0310 (19)	0.0175 (15)	0.0090 (14)	0.0037 (12)	0.0079 (14)
C16X	0.0172 (16)	0.0250 (18)	0.0264 (17)	0.0066 (14)	0.0073 (13)	0.0105 (14)
C15Y	0.0280 (17)	0.0193 (17)	0.0191 (16)	0.0090 (14)	0.0072 (13)	−0.0005 (13)
C14Y	0.0217 (16)	0.0193 (17)	0.0226 (16)	0.0111 (13)	0.0049 (13)	0.0048 (13)
C5Y	0.0256 (17)	0.0242 (18)	0.0210 (16)	0.0069 (14)	0.0036 (13)	0.0047 (14)
C12Y	0.0218 (16)	0.0218 (18)	0.0285 (17)	0.0099 (13)	0.0081 (13)	0.0095 (14)
C2Y	0.0224 (16)	0.0169 (17)	0.0260 (16)	0.0081 (13)	0.0048 (13)	0.0101 (13)
C18X	0.0221 (16)	0.0254 (18)	0.0303 (17)	0.0093 (14)	0.0076 (13)	0.0153 (15)
C2X	0.0217 (16)	0.0204 (17)	0.0223 (16)	0.0070 (13)	0.0019 (12)	0.0080 (13)
C3X	0.0290 (17)	0.0223 (18)	0.0299 (17)	0.0074 (14)	0.0095 (14)	0.0147 (14)
C12X	0.0239 (16)	0.0175 (17)	0.0246 (16)	0.0068 (13)	0.0068 (13)	0.0047 (13)
C6X	0.0196 (15)	0.0186 (17)	0.0238 (16)	0.0045 (13)	0.0040 (12)	0.0074 (13)
C13X	0.0167 (15)	0.0179 (17)	0.0197 (15)	0.0020 (13)	0.0025 (12)	0.0057 (13)
C11Y	0.0232 (16)	0.0231 (18)	0.0269 (17)	0.0089 (14)	0.0070 (13)	0.0132 (14)
C3Y	0.0293 (18)	0.0265 (19)	0.0335 (18)	0.0118 (15)	0.0112 (14)	0.0184 (15)
C18Y	0.0241 (16)	0.0143 (16)	0.0224 (16)	0.0067 (13)	0.0039 (13)	0.0056 (13)
C15X	0.0277 (17)	0.0201 (18)	0.0318 (17)	0.0085 (14)	0.0107 (14)	0.0132 (14)
C5X	0.0272 (17)	0.0221 (18)	0.0200 (16)	0.0080 (14)	0.0059 (13)	0.0041 (13)
C4X	0.0290 (17)	0.031 (2)	0.0238 (16)	0.0098 (15)	0.0079 (13)	0.0136 (15)
C4Y	0.0351 (19)	0.036 (2)	0.0275 (17)	0.0144 (16)	0.0116 (14)	0.0159 (16)
C4G	0.081 (3)	0.0201 (19)	0.043 (2)	0.0025 (19)	0.047 (2)	−0.0039 (17)
C2G	0.072 (3)	0.022 (2)	0.051 (2)	0.0010 (19)	0.046 (2)	−0.0004 (17)
N1G	0.059 (2)	0.050 (2)	0.059 (2)	−0.0064 (18)	0.0147 (18)	−0.0070 (18)
C3G	0.063 (3)	0.044 (2)	0.034 (2)	0.027 (2)	0.0290 (18)	0.0068 (17)
C5G	0.100 (4)	0.031 (2)	0.047 (2)	0.027 (2)	0.042 (2)	0.0139 (18)
C6G	0.095 (3)	0.021 (2)	0.059 (3)	0.003 (2)	0.057 (2)	−0.0049 (18)
C1G	0.051 (2)	0.039 (2)	0.039 (2)	0.0127 (19)	0.0185 (18)	−0.0047 (17)
C7G	0.066 (3)	0.076 (3)	0.053 (3)	0.032 (2)	0.020 (2)	0.019 (2)
C8G	0.086 (3)	0.045 (3)	0.047 (2)	−0.021 (2)	0.040 (2)	−0.0107 (19)
O2X	0.0328 (13)	0.0424 (15)	0.0436 (14)	0.0201 (11)	0.0228 (11)	0.0287 (12)
O2W	0.0360 (15)	0.0557 (18)	0.0597 (18)	0.0026 (13)	0.0003 (12)	0.0316 (14)
O1W	0.0412 (17)	0.064 (2)	0.100 (2)	−0.0128 (14)	−0.0166 (15)	0.0573 (19)

Geometric parameters (Å, º) top

O1Y—C10Y	1.376 (3)	C12Y—H12Y	0.9500
O1Y—H1Y	0.977 (15)	C2Y—C3Y	1.533 (4)
O2Y—C16Y	1.387 (3)	C2Y—H2Y1	0.9900
O2Y—H2Y	0.964 (14)	C2Y—H2Y2	0.9900
O1X—C10X	1.374 (3)	C18X—C13X	1.392 (4)
O1X—H1X	0.984 (14)	C18X—H18X	0.9500
C1Y—C7Y	1.542 (4)	C2X—C3X	1.527 (4)
C1Y—C2Y	1.543 (4)	C2X—H2X1	0.9900
C1Y—C6Y	1.547 (4)	C2X—H2X2	0.9900
C1Y—C13Y	1.548 (4)	C3X—C4X	1.520 (4)
C1X—C13X	1.541 (4)	C3X—H3X2	0.9900
C1X—C7X	1.542 (4)	C3X—H3X1	0.9900
C1X—C2X	1.544 (4)	C12X—H12X	0.9500
C1X—C6X	1.549 (4)	C6X—C5X	1.531 (4)
C13Y—C18Y	1.393 (4)	C6X—H6X1	0.9900
C13Y—C14Y	1.395 (4)	C6X—H6X2	0.9900
C7X—C12X	1.393 (4)	C11Y—H11Y	0.9500
C7X—C8X	1.397 (4)	C3Y—C4Y	1.524 (4)
C8X—C9X	1.383 (4)	C3Y—H3Y2	0.9900
C8X—H8X	0.9500	C3Y—H3Y1	0.9900
C10X—C11X	1.386 (4)	C18Y—H18Y	0.9500
C10X—C9X	1.386 (4)	C15X—H15X	0.9500
C11X—C12X	1.393 (4)	C5X—C4X	1.522 (4)
C11X—H11X	0.9500	C5X—H5X2	0.9900
C10Y—C9Y	1.383 (4)	C5X—H5X1	0.9900
C10Y—C11Y	1.385 (4)	C4X—H4X1	0.9900
C17Y—C16Y	1.383 (4)	C4X—H4X2	0.9900
C17Y—C18Y	1.389 (4)	C4Y—H4Y2	0.9900
C17Y—H17Y	0.9500	C4Y—H4Y1	0.9900
C9X—H9X	0.9500	C4G—C5G	1.382 (6)
C6Y—C5Y	1.529 (4)	C4G—C3G	1.411 (5)
C6Y—H6Y2	0.9900	C4G—C8G	1.522 (5)
C6Y—H6Y1	0.9900	C2G—C1G	1.378 (5)
C8Y—C9Y	1.390 (4)	C2G—C3G	1.397 (5)
C8Y—C7Y	1.391 (4)	C2G—H2G	0.9500
C8Y—H8Y	0.9500	N1G—C1G	1.456 (5)
C17X—C16X	1.381 (4)	N1G—H1G1	0.98 (2)
C17X—C18X	1.393 (4)	N1G—H1G2	1.03 (2)
C17X—H17X	0.9500	C3G—C7G	1.429 (5)
C14X—C15X	1.384 (4)	C5G—C6G	1.387 (6)
C14X—C13X	1.393 (4)	C5G—H5G	0.9500
C14X—H14X	0.9500	C6G—C1G	1.410 (5)
C7Y—C12Y	1.394 (4)	C6G—H6G	0.9500
C9Y—H9Y	0.9500	C7G—H7G1	0.9800
C16Y—C15Y	1.382 (4)	C7G—H7G2	0.9800
C16X—O2X	1.376 (3)	C7G—H7G3	0.9800
C16X—C15X	1.386 (4)	C8G—H8G1	0.9800
C15Y—C14Y	1.375 (4)	C8G—H8G2	0.9800
C15Y—H15Y	0.9500	C8G—H8G3	0.9800
C14Y—H14Y	0.9500	O2X—H2X	0.959 (14)
C5Y—C4Y	1.517 (4)	O2W—H2W1	0.971 (19)
C5Y—H5Y1	0.9900	O2W—H2W2	0.98 (2)
C5Y—H5Y2	0.9900	O1W—H1W2	0.94 (2)
C12Y—C11Y	1.387 (4)	O1W—H1W1	0.94 (2)

C10Y—O1Y—H1Y	113 (2)	C1X—C2X—H2X1	109.1
C16Y—O2Y—H2Y	115 (3)	C3X—C2X—H2X2	109.1
C10X—O1X—H1X	111 (2)	C1X—C2X—H2X2	109.1
C7Y—C1Y—C2Y	111.4 (2)	H2X1—C2X—H2X2	107.8
C7Y—C1Y—C6Y	108.9 (2)	C4X—C3X—C2X	111.2 (2)
C2Y—C1Y—C6Y	106.8 (2)	C4X—C3X—H3X2	109.4
C7Y—C1Y—C13Y	106.6 (2)	C2X—C3X—H3X2	109.4
C2Y—C1Y—C13Y	110.5 (2)	C4X—C3X—H3X1	109.4
C6Y—C1Y—C13Y	112.7 (2)	C2X—C3X—H3X1	109.4
C13X—C1X—C7X	107.3 (2)	H3X2—C3X—H3X1	108.0
C13X—C1X—C2X	111.3 (2)	C11X—C12X—C7X	122.2 (3)
C7X—C1X—C2X	110.9 (2)	C11X—C12X—H12X	118.9
C13X—C1X—C6X	108.6 (2)	C7X—C12X—H12X	118.9
C7X—C1X—C6X	112.7 (2)	C5X—C6X—C1X	113.8 (2)
C2X—C1X—C6X	106.1 (2)	C5X—C6X—H6X1	108.8
C18Y—C13Y—C14Y	116.6 (2)	C1X—C6X—H6X1	108.8
C18Y—C13Y—C1Y	123.2 (2)	C5X—C6X—H6X2	108.8
C14Y—C13Y—C1Y	120.2 (2)	C1X—C6X—H6X2	108.8
C12X—C7X—C8X	116.4 (2)	H6X1—C6X—H6X2	107.7
C12X—C7X—C1X	123.5 (2)	C18X—C13X—C14X	116.6 (3)
C8X—C7X—C1X	119.9 (2)	C18X—C13X—C1X	123.8 (2)
C9X—C8X—C7X	122.5 (3)	C14X—C13X—C1X	119.6 (3)
C9X—C8X—H8X	118.8	C10Y—C11Y—C12Y	119.4 (3)
C7X—C8X—H8X	118.8	C10Y—C11Y—H11Y	120.3
O1X—C10X—C11X	121.9 (3)	C12Y—C11Y—H11Y	120.3
O1X—C10X—C9X	118.3 (3)	C4Y—C3Y—C2Y	110.9 (2)
C11X—C10X—C9X	119.7 (3)	C4Y—C3Y—H3Y2	109.5
C10X—C11X—C12X	119.6 (3)	C2Y—C3Y—H3Y2	109.5
C10X—C11X—H11X	120.2	C4Y—C3Y—H3Y1	109.5
C12X—C11X—H11X	120.2	C2Y—C3Y—H3Y1	109.5
O1Y—C10Y—C9Y	119.1 (3)	H3Y2—C3Y—H3Y1	108.1
O1Y—C10Y—C11Y	121.4 (3)	C17Y—C18Y—C13Y	122.0 (3)
C9Y—C10Y—C11Y	119.5 (3)	C17Y—C18Y—H18Y	119.0
C16Y—C17Y—C18Y	119.6 (3)	C13Y—C18Y—H18Y	119.0
C16Y—C17Y—H17Y	120.2	C14X—C15X—C16X	119.6 (3)
C18Y—C17Y—H17Y	120.2	C14X—C15X—H15X	120.2
C8X—C9X—C10X	119.6 (3)	C16X—C15X—H15X	120.2
C8X—C9X—H9X	120.2	C4X—C5X—C6X	111.4 (2)
C10X—C9X—H9X	120.2	C4X—C5X—H5X2	109.4
C5Y—C6Y—C1Y	114.0 (2)	C6X—C5X—H5X2	109.4
C5Y—C6Y—H6Y2	108.8	C4X—C5X—H5X1	109.4
C1Y—C6Y—H6Y2	108.8	C6X—C5X—H5X1	109.4
C5Y—C6Y—H6Y1	108.8	H5X2—C5X—H5X1	108.0
C1Y—C6Y—H6Y1	108.8	C3X—C4X—C5X	110.2 (2)
H6Y2—C6Y—H6Y1	107.7	C3X—C4X—H4X1	109.6
C9Y—C8Y—C7Y	121.6 (3)	C5X—C4X—H4X1	109.6
C9Y—C8Y—H8Y	119.2	C3X—C4X—H4X2	109.6
C7Y—C8Y—H8Y	119.2	C5X—C4X—H4X2	109.6
C16X—C17X—C18X	119.7 (3)	H4X1—C4X—H4X2	108.1
C16X—C17X—H17X	120.1	C5Y—C4Y—C3Y	111.1 (2)
C18X—C17X—H17X	120.1	C5Y—C4Y—H4Y2	109.4
C15X—C14X—C13X	122.4 (3)	C3Y—C4Y—H4Y2	109.4
C15X—C14X—H14X	118.8	C5Y—C4Y—H4Y1	109.4
C13X—C14X—H14X	118.8	C3Y—C4Y—H4Y1	109.4
C8Y—C7Y—C12Y	116.7 (3)	H4Y2—C4Y—H4Y1	108.0
C8Y—C7Y—C1Y	124.0 (2)	C5G—C4G—C3G	117.9 (4)
C12Y—C7Y—C1Y	119.2 (3)	C5G—C4G—C8G	124.0 (4)
C10Y—C9Y—C8Y	120.3 (3)	C3G—C4G—C8G	118.1 (4)
C10Y—C9Y—H9Y	119.9	C1G—C2G—C3G	121.4 (4)
C8Y—C9Y—H9Y	119.9	C1G—C2G—H2G	119.3
C15Y—C16Y—C17Y	119.8 (3)	C3G—C2G—H2G	119.3
C15Y—C16Y—O2Y	118.7 (3)	C1G—N1G—H1G1	105 (2)
C17Y—C16Y—O2Y	121.5 (3)	C1G—N1G—H1G2	94.1 (19)
O2X—C16X—C17X	118.9 (3)	H1G1—N1G—H1G2	107 (3)
O2X—C16X—C15X	121.4 (3)	C2G—C3G—C4G	119.0 (4)
C17X—C16X—C15X	119.7 (3)	C2G—C3G—C7G	119.7 (4)
C14Y—C15Y—C16Y	119.8 (3)	C4G—C3G—C7G	121.3 (4)
C14Y—C15Y—H15Y	120.1	C4G—C5G—C6G	124.5 (4)
C16Y—C15Y—H15Y	120.1	C4G—C5G—H5G	117.8
C15Y—C14Y—C13Y	122.3 (3)	C6G—C5G—H5G	117.8
C15Y—C14Y—H14Y	118.8	C5G—C6G—C1G	116.3 (4)
C13Y—C14Y—H14Y	118.8	C5G—C6G—H6G	121.8
C4Y—C5Y—C6Y	111.5 (2)	C1G—C6G—H6G	121.8
C4Y—C5Y—H5Y1	109.3	C2G—C1G—C6G	120.9 (4)
C6Y—C5Y—H5Y1	109.3	C2G—C1G—N1G	119.6 (4)
C4Y—C5Y—H5Y2	109.3	C6G—C1G—N1G	119.4 (4)
C6Y—C5Y—H5Y2	109.3	C3G—C7G—H7G1	109.5
H5Y1—C5Y—H5Y2	108.0	C3G—C7G—H7G2	109.5
C11Y—C12Y—C7Y	122.5 (3)	H7G1—C7G—H7G2	109.5
C11Y—C12Y—H12Y	118.8	C3G—C7G—H7G3	109.5
C7Y—C12Y—H12Y	118.8	H7G1—C7G—H7G3	109.5
C3Y—C2Y—C1Y	112.8 (2)	H7G2—C7G—H7G3	109.5
C3Y—C2Y—H2Y1	109.0	C4G—C8G—H8G1	109.5
C1Y—C2Y—H2Y1	109.0	C4G—C8G—H8G2	109.5
C3Y—C2Y—H2Y2	109.0	H8G1—C8G—H8G2	109.5
C1Y—C2Y—H2Y2	109.0	C4G—C8G—H8G3	109.5
H2Y1—C2Y—H2Y2	107.8	H8G1—C8G—H8G3	109.5
C13X—C18X—C17X	121.9 (3)	H8G2—C8G—H8G3	109.5
C13X—C18X—H18X	119.0	C16X—O2X—H2X	115 (3)
C17X—C18X—H18X	119.0	H2W1—O2W—H2W2	118 (3)
C3X—C2X—C1X	112.6 (2)	H1W2—O1W—H1W1	110 (4)
C3X—C2X—H2X1	109.1

C7Y—C1Y—C13Y—C18Y	−103.1 (3)	C13X—C1X—C2X—C3X	174.8 (2)
C2Y—C1Y—C13Y—C18Y	135.7 (3)	C7X—C1X—C2X—C3X	−65.8 (3)
C6Y—C1Y—C13Y—C18Y	16.3 (4)	C6X—C1X—C2X—C3X	56.9 (3)
C7Y—C1Y—C13Y—C14Y	72.7 (3)	C1X—C2X—C3X—C4X	−59.6 (3)
C2Y—C1Y—C13Y—C14Y	−48.5 (3)	C10X—C11X—C12X—C7X	0.6 (4)
C6Y—C1Y—C13Y—C14Y	−167.9 (2)	C8X—C7X—C12X—C11X	0.5 (4)
C13X—C1X—C7X—C12X	−102.8 (3)	C1X—C7X—C12X—C11X	176.4 (3)
C2X—C1X—C7X—C12X	135.5 (3)	C13X—C1X—C6X—C5X	−175.3 (2)
C6X—C1X—C7X—C12X	16.7 (4)	C7X—C1X—C6X—C5X	66.0 (3)
C13X—C1X—C7X—C8X	73.0 (3)	C2X—C1X—C6X—C5X	−55.6 (3)
C2X—C1X—C7X—C8X	−48.8 (3)	C17X—C18X—C13X—C14X	−0.1 (4)
C6X—C1X—C7X—C8X	−167.5 (2)	C17X—C18X—C13X—C1X	179.7 (3)
C12X—C7X—C8X—C9X	−1.3 (4)	C15X—C14X—C13X—C18X	−0.5 (4)
C1X—C7X—C8X—C9X	−177.3 (3)	C15X—C14X—C13X—C1X	179.6 (3)
O1X—C10X—C11X—C12X	179.2 (3)	C7X—C1X—C13X—C18X	−122.3 (3)
C9X—C10X—C11X—C12X	−1.1 (4)	C2X—C1X—C13X—C18X	−0.7 (4)
C7X—C8X—C9X—C10X	0.8 (4)	C6X—C1X—C13X—C18X	115.7 (3)
O1X—C10X—C9X—C8X	−179.9 (3)	C7X—C1X—C13X—C14X	57.6 (3)
C11X—C10X—C9X—C8X	0.4 (4)	C2X—C1X—C13X—C14X	179.1 (2)
C7Y—C1Y—C6Y—C5Y	−175.3 (2)	C6X—C1X—C13X—C14X	−64.5 (3)
C2Y—C1Y—C6Y—C5Y	−54.9 (3)	O1Y—C10Y—C11Y—C12Y	−179.3 (3)
C13Y—C1Y—C6Y—C5Y	66.6 (3)	C9Y—C10Y—C11Y—C12Y	0.0 (4)
C9Y—C8Y—C7Y—C12Y	0.0 (4)	C7Y—C12Y—C11Y—C10Y	0.4 (4)
C9Y—C8Y—C7Y—C1Y	179.7 (3)	C1Y—C2Y—C3Y—C4Y	−58.4 (3)
C2Y—C1Y—C7Y—C8Y	−0.8 (4)	C16Y—C17Y—C18Y—C13Y	0.3 (4)
C6Y—C1Y—C7Y—C8Y	116.7 (3)	C14Y—C13Y—C18Y—C17Y	0.1 (4)
C13Y—C1Y—C7Y—C8Y	−121.4 (3)	C1Y—C13Y—C18Y—C17Y	176.0 (2)
C2Y—C1Y—C7Y—C12Y	178.9 (2)	C13X—C14X—C15X—C16X	0.9 (4)
C6Y—C1Y—C7Y—C12Y	−63.6 (3)	O2X—C16X—C15X—C14X	179.9 (3)
C13Y—C1Y—C7Y—C12Y	58.3 (3)	C17X—C16X—C15X—C14X	−0.6 (4)
O1Y—C10Y—C9Y—C8Y	178.9 (3)	C1X—C6X—C5X—C4X	56.3 (3)
C11Y—C10Y—C9Y—C8Y	−0.4 (4)	C2X—C3X—C4X—C5X	55.9 (3)
C7Y—C8Y—C9Y—C10Y	0.4 (4)	C6X—C5X—C4X—C3X	−54.1 (3)
C18Y—C17Y—C16Y—C15Y	−0.5 (4)	C6Y—C5Y—C4Y—C3Y	−53.6 (3)
C18Y—C17Y—C16Y—O2Y	−179.7 (3)	C2Y—C3Y—C4Y—C5Y	55.2 (3)
C18X—C17X—C16X—O2X	179.5 (3)	C1G—C2G—C3G—C4G	−0.2 (5)
C18X—C17X—C16X—C15X	0.0 (4)	C1G—C2G—C3G—C7G	−177.9 (3)
C17Y—C16Y—C15Y—C14Y	0.4 (4)	C5G—C4G—C3G—C2G	−0.3 (5)
O2Y—C16Y—C15Y—C14Y	179.6 (3)	C8G—C4G—C3G—C2G	178.7 (3)
C16Y—C15Y—C14Y—C13Y	0.0 (4)	C5G—C4G—C3G—C7G	177.4 (3)
C18Y—C13Y—C14Y—C15Y	−0.2 (4)	C8G—C4G—C3G—C7G	−3.7 (5)
C1Y—C13Y—C14Y—C15Y	−176.3 (3)	C3G—C4G—C5G—C6G	0.8 (5)
C1Y—C6Y—C5Y—C4Y	55.3 (3)	C8G—C4G—C5G—C6G	−178.1 (3)
C8Y—C7Y—C12Y—C11Y	−0.4 (4)	C4G—C5G—C6G—C1G	−0.8 (5)
C1Y—C7Y—C12Y—C11Y	179.9 (2)	C3G—C2G—C1G—C6G	0.2 (5)
C7Y—C1Y—C2Y—C3Y	175.1 (2)	C3G—C2G—C1G—N1G	−175.4 (3)
C6Y—C1Y—C2Y—C3Y	56.2 (3)	C5G—C6G—C1G—C2G	0.3 (5)
C13Y—C1Y—C2Y—C3Y	−66.6 (3)	C5G—C6G—C1G—N1G	175.8 (3)
C16X—C17X—C18X—C13X	0.4 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1Y—H1Y···O2Wⁱ	0.98 (2)	1.70 (2)	2.651 (3)	165 (4)
O2Y—H2Y···O1Yⁱⁱ	0.96 (1)	1.73 (1)	2.688 (3)	176 (4)
O1X—H1X···O2Xⁱⁱ	0.98 (1)	1.74 (1)	2.709 (3)	168 (3)
O2X—H2X···O1Wⁱ	0.96 (1)	1.67 (1)	2.628 (3)	172 (4)
O1W—H1W1···O2Yⁱⁱⁱ	0.94 (2)	1.82 (2)	2.757 (3)	173 (4)
O1W—H1W2···O2W^iv	0.94 (2)	1.80 (2)	2.740 (3)	175 (4)
O2W—H2W1···O1X	0.97 (2)	1.83 (2)	2.765 (3)	161 (4)
O2W—H2W2···N1G	0.98 (2)	1.95 (2)	2.923 (4)	170 (4)

Symmetry codes: (i) x+1, y, z; (ii) x−1, y, z; (iii) x, y+1, z; (iv) −x, −y+1, −z.

(dc34x1) 1,1'-bis-(4-hydroxyphenyl)cyclohexane and 3,4-xylidine top

Crystal data top

C₁₈H₂₀O2/C₈H₁₁N	F(000) = 1680
M_r = 389.52	D_x = 1.195 Mg m⁻³ D_m = N/A Mg m⁻³ D_m measured by not measured
Monoclinic, C2/c	Melting point: 463.15K for host melting K
a = 34.965 (1) Å	Mo Kα radiation, λ = 0.71069 Å
b = 6.2546 (3) Å	µ = 0.07 mm⁻¹
c = 20.2035 (8) Å	T = 173 K
β = 101.577 (1)°	Prism, colourless
V = 4328.5 (3) Å³	0.35 × 0.25 × 0.20 mm
Z = 8

Data collection top

Nonius Kappa CCD diffractometer	2949 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.111
Graphite monochromator	θ_max = 28.2°, θ_min = 2.1°
0.8° φ scans and ω scans	h = −43→44
7707 measured reflections	k = −4→8
4699 independent reflections	l = −25→25

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.104	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.282	w = 1/[σ²(F_o²) + (0.P)² + 16.4095P] where P = (F_o² + 2F_c²)/3
S = 1.16	(Δ/σ)_max < 0.001
4699 reflections	Δρ_max = 0.39 e Å⁻³
278 parameters	Δρ_min = −0.30 e Å⁻³
7 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0043 (8)

Special details top

Experimental. Complete sphere of data collected using COLLECT strategy (Nonius, 2000). Crystal to detector distance = 55 mm; combination of φ and ω scans of 0.8°, 60 s per °, 2 iterations.

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

	x	y	z	U_iso*/U_eq
O1	0.14735 (8)	0.8158 (5)	0.23403 (15)	0.0367 (8)
O2	0.15232 (9)	0.7995 (5)	0.67500 (15)	0.0381 (8)
C10	0.12232 (11)	0.7839 (8)	0.27792 (19)	0.0316 (10)
C7	0.07230 (11)	0.7045 (7)	0.36777 (19)	0.0276 (9)
C1	0.04713 (11)	0.6605 (8)	0.4214 (2)	0.0328 (10)
C16	0.12690 (11)	0.7581 (7)	0.6146 (2)	0.0301 (9)
C8	0.07383 (12)	0.9032 (8)	0.3386 (2)	0.0363 (10)
H8	0.0576	1.0141	0.3495	0.044*
C13	0.07420 (12)	0.6939 (8)	0.4911 (2)	0.0341 (10)
C9	0.09848 (11)	0.9472 (8)	0.2936 (2)	0.0348 (10)
H9	0.0989	1.0852	0.2741	0.042*
C11	0.12138 (12)	0.5870 (8)	0.3058 (2)	0.0348 (10)
H11	0.1377	0.4764	0.2949	0.042*
C2	0.01159 (12)	0.8115 (8)	0.4126 (2)	0.0391 (11)
H21	−0.0017	0.7904	0.4510	0.047*
H22	0.0209	0.9613	0.4142	0.047*
C12	0.09666 (11)	0.5464 (8)	0.3504 (2)	0.0356 (10)
H12	0.0963	0.4076	0.3694	0.043*
C14	0.07464 (13)	0.8809 (8)	0.5272 (2)	0.0429 (12)
H14	0.0566	0.9906	0.5100	0.052*
C6	0.03078 (12)	0.4296 (8)	0.4153 (2)	0.0357 (11)
H61	0.0527	0.3276	0.4186	0.043*
H62	0.0177	0.4013	0.4536	0.043*
C18	0.10088 (13)	0.5367 (8)	0.5197 (2)	0.0438 (12)
H18	0.1013	0.4042	0.4969	0.053*
C15	0.10086 (14)	0.9141 (8)	0.5881 (2)	0.0459 (12)
H15	0.1006	1.0459	0.6114	0.055*
C5	0.00156 (12)	0.3908 (8)	0.3486 (2)	0.0430 (12)
H51	0.0151	0.4081	0.3103	0.052*
H52	−0.0083	0.2422	0.3478	0.052*
C17	0.12681 (13)	0.5688 (8)	0.5805 (2)	0.0427 (12)
H17	0.1446	0.4588	0.5986	0.051*
C4	−0.03273 (13)	0.5446 (9)	0.3398 (3)	0.0514 (14)
H41	−0.0484	0.5153	0.3746	0.062*
H42	−0.0497	0.5236	0.2948	0.062*
C3	−0.01792 (13)	0.7764 (9)	0.3466 (2)	0.0469 (13)
H31	−0.0055	0.8111	0.3080	0.056*
H32	−0.0403	0.8742	0.3451	0.056*
N1G	0.20885 (10)	0.5013 (6)	0.21900 (17)	0.0334 (9)
C1G	0.23266 (11)	0.6072 (7)	0.1789 (2)	0.0307 (9)
C2G	0.21866 (12)	0.7873 (7)	0.1411 (2)	0.0317 (9)
H2G	0.1936	0.8416	0.1433	0.038*
C6G	0.26906 (12)	0.5285 (8)	0.1753 (2)	0.0402 (11)
H6G	0.2791	0.4056	0.2005	0.048*
C3G	0.24074 (12)	0.8892 (8)	0.1001 (2)	0.0364 (11)
C7G	0.22368 (15)	1.0811 (8)	0.0591 (2)	0.0482 (13)
H7G1	0.2217	1.0510	0.0110	0.072*
H7G2	0.2406	1.2053	0.0720	0.072*
H7G3	0.1977	1.1114	0.0679	0.072*
C4G	0.27737 (12)	0.8099 (8)	0.0966 (2)	0.0379 (11)
C8G	0.30226 (14)	0.9151 (10)	0.0524 (2)	0.0529 (14)
H8G1	0.2885	0.9103	0.0051	0.079*
H8G2	0.3271	0.8386	0.0572	0.079*
H8G3	0.3073	1.0642	0.0663	0.079*
C5G	0.29082 (12)	0.6317 (9)	0.1342 (2)	0.0434 (12)
H5G	0.3159	0.5770	0.1319	0.052*
H1G2	0.2258	0.4287	0.2651	0.12 (3)*
H1G1	0.1893 (9)	0.597 (5)	0.231 (2)	0.023 (10)*
H1	0.1479 (12)	0.961 (4)	0.219 (2)	0.033 (12)*
H2	0.1723 (11)	0.692 (6)	0.687 (2)	0.053 (15)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1	0.0334 (16)	0.050 (2)	0.0305 (16)	−0.0030 (15)	0.0161 (13)	0.0017 (15)
O2	0.0387 (17)	0.0494 (19)	0.0237 (15)	0.0124 (15)	0.0001 (13)	−0.0060 (15)
C10	0.0227 (19)	0.056 (3)	0.0156 (18)	−0.0036 (19)	0.0029 (15)	−0.0027 (19)
C7	0.0267 (19)	0.039 (2)	0.0165 (18)	0.0043 (18)	0.0034 (15)	0.0046 (18)
C1	0.027 (2)	0.051 (3)	0.022 (2)	0.0071 (19)	0.0083 (16)	0.006 (2)
C16	0.028 (2)	0.043 (2)	0.0191 (19)	0.0051 (19)	0.0045 (15)	0.0005 (18)
C8	0.032 (2)	0.053 (3)	0.025 (2)	0.007 (2)	0.0102 (17)	0.005 (2)
C13	0.029 (2)	0.055 (3)	0.021 (2)	0.011 (2)	0.0099 (16)	0.006 (2)
C9	0.032 (2)	0.049 (3)	0.024 (2)	0.000 (2)	0.0069 (17)	0.004 (2)
C11	0.031 (2)	0.049 (3)	0.026 (2)	0.006 (2)	0.0085 (17)	0.008 (2)
C2	0.033 (2)	0.060 (3)	0.028 (2)	0.016 (2)	0.0136 (18)	0.017 (2)
C12	0.030 (2)	0.052 (3)	0.026 (2)	0.009 (2)	0.0089 (17)	0.010 (2)
C14	0.047 (3)	0.051 (3)	0.028 (2)	0.021 (2)	0.001 (2)	0.005 (2)
C6	0.029 (2)	0.056 (3)	0.023 (2)	0.005 (2)	0.0098 (17)	0.012 (2)
C18	0.046 (3)	0.050 (3)	0.032 (2)	0.017 (2)	−0.002 (2)	−0.002 (2)
C15	0.052 (3)	0.051 (3)	0.032 (3)	0.018 (2)	0.002 (2)	−0.006 (2)
C5	0.034 (2)	0.062 (3)	0.032 (2)	0.005 (2)	0.0038 (19)	0.018 (2)
C17	0.043 (3)	0.050 (3)	0.032 (2)	0.017 (2)	−0.0017 (19)	0.004 (2)
C4	0.029 (2)	0.086 (4)	0.037 (3)	0.003 (3)	0.001 (2)	0.020 (3)
C3	0.028 (2)	0.080 (4)	0.033 (2)	0.013 (2)	0.0057 (19)	0.014 (3)
N1G	0.0311 (18)	0.046 (2)	0.0230 (18)	−0.0030 (17)	0.0039 (14)	0.0043 (17)
C1G	0.028 (2)	0.044 (2)	0.0176 (19)	−0.0031 (19)	0.0006 (15)	−0.0036 (18)
C2G	0.030 (2)	0.043 (2)	0.0206 (19)	−0.0017 (19)	0.0017 (16)	0.0001 (19)
C6G	0.034 (2)	0.055 (3)	0.029 (2)	0.002 (2)	0.0000 (18)	0.004 (2)
C3G	0.036 (2)	0.054 (3)	0.017 (2)	−0.006 (2)	0.0032 (17)	−0.004 (2)
C7G	0.059 (3)	0.056 (3)	0.032 (3)	0.001 (3)	0.013 (2)	0.011 (2)
C4G	0.031 (2)	0.062 (3)	0.019 (2)	−0.012 (2)	0.0016 (16)	−0.009 (2)
C8G	0.043 (3)	0.085 (4)	0.033 (3)	−0.019 (3)	0.011 (2)	−0.002 (3)
C5G	0.027 (2)	0.070 (3)	0.031 (2)	0.003 (2)	0.0023 (18)	−0.002 (2)

Geometric parameters (Å, º) top

O1—C10	1.379 (4)	C18—H18	0.9500
O1—H1	0.95 (2)	C15—H15	0.9500
O2—C16	1.383 (5)	C5—C4	1.519 (6)
O2—H2	0.97 (2)	C5—H51	0.9900
C10—C11	1.358 (6)	C5—H52	0.9900
C10—C9	1.394 (6)	C17—H17	0.9500
C7—C8	1.381 (6)	C4—C3	1.536 (8)
C7—C12	1.396 (6)	C4—H41	0.9900
C7—C1	1.551 (5)	C4—H42	0.9900
C1—C2	1.542 (6)	C3—H31	0.9900
C1—C13	1.546 (6)	C3—H32	0.9900
C1—C6	1.549 (6)	N1G—C1G	1.434 (5)
C16—C15	1.368 (6)	N1G—H1G2	1.0958
C16—C17	1.369 (6)	N1G—H1G1	0.976 (19)
C8—C9	1.401 (5)	C1G—C6G	1.380 (6)
C8—H8	0.9500	C1G—C2G	1.393 (6)
C13—C14	1.377 (6)	C2G—C3G	1.394 (6)
C13—C18	1.398 (6)	C2G—H2G	0.9500
C9—H9	0.9500	C6G—C5G	1.393 (6)
C11—C12	1.390 (5)	C6G—H6G	0.9500
C11—H11	0.9500	C3G—C4G	1.389 (6)
C2—C3	1.530 (6)	C3G—C7G	1.511 (6)
C2—H21	0.9900	C7G—H7G1	0.9800
C2—H22	0.9900	C7G—H7G2	0.9800
C12—H12	0.9500	C7G—H7G3	0.9800
C14—C15	1.395 (6)	C4G—C5G	1.377 (7)
C14—H14	0.9500	C4G—C8G	1.516 (6)
C6—C5	1.539 (6)	C8G—H8G1	0.9800
C6—H61	0.9900	C8G—H8G2	0.9800
C6—H62	0.9900	C8G—H8G3	0.9800
C18—C17	1.386 (6)	C5G—H5G	0.9500

C10—O1—H1	113 (2)	C4—C5—H51	109.3
C16—O2—H2	113 (3)	C6—C5—H51	109.3
C11—C10—O1	118.0 (4)	C4—C5—H52	109.3
C11—C10—C9	120.3 (4)	C6—C5—H52	109.3
O1—C10—C9	121.6 (4)	H51—C5—H52	107.9
C8—C7—C12	116.9 (4)	C16—C17—C18	120.4 (4)
C8—C7—C1	122.2 (4)	C16—C17—H17	119.8
C12—C7—C1	120.7 (4)	C18—C17—H17	119.8
C2—C1—C13	110.7 (4)	C5—C4—C3	110.1 (4)
C2—C1—C6	106.6 (3)	C5—C4—H41	109.6
C13—C1—C6	110.3 (4)	C3—C4—H41	109.6
C2—C1—C7	111.6 (3)	C5—C4—H42	109.6
C13—C1—C7	106.4 (3)	C3—C4—H42	109.6
C6—C1—C7	111.3 (3)	H41—C4—H42	108.2
C15—C16—C17	119.1 (4)	C2—C3—C4	111.7 (4)
C15—C16—O2	118.1 (4)	C2—C3—H31	109.3
C17—C16—O2	122.8 (4)	C4—C3—H31	109.3
C7—C8—C9	122.4 (4)	C2—C3—H32	109.3
C7—C8—H8	118.8	C4—C3—H32	109.3
C9—C8—H8	118.8	H31—C3—H32	107.9
C14—C13—C18	116.3 (4)	C1G—N1G—H1G2	113.3
C14—C13—C1	122.5 (4)	C1G—N1G—H1G1	112 (2)
C18—C13—C1	121.2 (4)	H1G2—N1G—H1G1	108.8
C10—C9—C8	118.5 (4)	C6G—C1G—C2G	119.0 (4)
C10—C9—H9	120.7	C6G—C1G—N1G	120.7 (4)
C8—C9—H9	120.7	C2G—C1G—N1G	120.2 (4)
C10—C11—C12	120.3 (4)	C1G—C2G—C3G	121.3 (4)
C10—C11—H11	119.8	C1G—C2G—H2G	119.3
C12—C11—H11	119.8	C3G—C2G—H2G	119.3
C3—C2—C1	113.5 (4)	C1G—C6G—C5G	119.1 (4)
C3—C2—H21	108.9	C1G—C6G—H6G	120.4
C1—C2—H21	108.9	C5G—C6G—H6G	120.4
C3—C2—H22	108.9	C4G—C3G—C2G	119.6 (4)
C1—C2—H22	108.9	C4G—C3G—C7G	121.5 (4)
H21—C2—H22	107.7	C2G—C3G—C7G	118.9 (4)
C11—C12—C7	121.6 (4)	C3G—C7G—H7G1	109.5
C11—C12—H12	119.2	C3G—C7G—H7G2	109.5
C7—C12—H12	119.2	H7G1—C7G—H7G2	109.5
C13—C14—C15	121.9 (4)	C3G—C7G—H7G3	109.5
C13—C14—H14	119.0	H7G1—C7G—H7G3	109.5
C15—C14—H14	119.0	H7G2—C7G—H7G3	109.5
C5—C6—C1	112.7 (4)	C5G—C4G—C3G	118.5 (4)
C5—C6—H61	109.1	C5G—C4G—C8G	120.2 (4)
C1—C6—H61	109.1	C3G—C4G—C8G	121.3 (5)
C5—C6—H62	109.1	C4G—C8G—H8G1	109.5
C1—C6—H62	109.1	C4G—C8G—H8G2	109.5
H61—C6—H62	107.8	H8G1—C8G—H8G2	109.5
C17—C18—C13	121.9 (5)	C4G—C8G—H8G3	109.5
C17—C18—H18	119.1	H8G1—C8G—H8G3	109.5
C13—C18—H18	119.1	H8G2—C8G—H8G3	109.5
C16—C15—C14	120.4 (5)	C4G—C5G—C6G	122.5 (4)
C16—C15—H15	119.8	C4G—C5G—H5G	118.8
C14—C15—H15	119.8	C6G—C5G—H5G	118.8
C4—C5—C6	111.8 (4)

C8—C7—C1—C2	27.6 (6)	C13—C1—C6—C5	176.4 (3)
C12—C7—C1—C2	−156.9 (4)	C7—C1—C6—C5	−65.7 (4)
C8—C7—C1—C13	−93.4 (5)	C14—C13—C18—C17	−1.1 (7)
C12—C7—C1—C13	82.2 (5)	C1—C13—C18—C17	176.4 (4)
C8—C7—C1—C6	146.5 (4)	C17—C16—C15—C14	−0.1 (7)
C12—C7—C1—C6	−38.0 (5)	O2—C16—C15—C14	179.8 (4)
C12—C7—C8—C9	0.0 (6)	C13—C14—C15—C16	−0.9 (7)
C1—C7—C8—C9	175.7 (4)	C1—C6—C5—C4	−58.0 (5)
C2—C1—C13—C14	−23.0 (6)	C15—C16—C17—C18	0.6 (7)
C6—C1—C13—C14	−140.7 (4)	O2—C16—C17—C18	−179.4 (4)
C7—C1—C13—C14	98.5 (5)	C13—C18—C17—C16	0.1 (7)
C2—C1—C13—C18	159.6 (4)	C6—C5—C4—C3	54.4 (5)
C6—C1—C13—C18	41.9 (5)	C1—C2—C3—C4	56.9 (5)
C7—C1—C13—C18	−78.9 (5)	C5—C4—C3—C2	−53.8 (5)
C11—C10—C9—C8	0.2 (6)	C6G—C1G—C2G—C3G	−0.3 (6)
O1—C10—C9—C8	−179.9 (4)	N1G—C1G—C2G—C3G	−178.0 (4)
C7—C8—C9—C10	−0.1 (6)	C2G—C1G—C6G—C5G	0.3 (6)
O1—C10—C11—C12	−180.0 (4)	N1G—C1G—C6G—C5G	177.9 (4)
C9—C10—C11—C12	−0.1 (6)	C1G—C2G—C3G—C4G	0.2 (6)
C13—C1—C2—C3	−176.0 (4)	C1G—C2G—C3G—C7G	178.7 (4)
C6—C1—C2—C3	−56.1 (4)	C2G—C3G—C4G—C5G	−0.1 (6)
C7—C1—C2—C3	65.6 (5)	C7G—C3G—C4G—C5G	−178.6 (4)
C10—C11—C12—C7	−0.1 (7)	C2G—C3G—C4G—C8G	179.6 (4)
C8—C7—C12—C11	0.1 (6)	C7G—C3G—C4G—C8G	1.2 (7)
C1—C7—C12—C11	−175.6 (4)	C3G—C4G—C5G—C6G	0.1 (7)
C18—C13—C14—C15	1.5 (7)	C8G—C4G—C5G—C6G	−179.7 (4)
C1—C13—C14—C15	−176.0 (4)	C1G—C6G—C5G—C4G	−0.1 (7)
C2—C1—C6—C5	56.2 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O2ⁱ	0.95 (2)	1.77 (2)	2.706 (4)	166 (4)
O2—H2···N1Gⁱⁱ	0.97 (2)	1.78 (2)	2.744 (5)	173 (5)
N1G—H1G1···O1	0.98 (2)	2.02 (2)	2.975 (5)	166 (3)

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

(dc35x1) 1,1'-bis-(4-hydroxyphenyl)cyclohexane and 3,5-xylidine top

Crystal data top

C₁₈H₂₀O2/C₈H₁₁N	Z = 2
M_r = 389.52	F(000) = 420
Triclinic, P1	D_x = 1.175 Mg m⁻³ D_m = N/A Mg m⁻³ D_m measured by not measured
a = 6.327 (1) Å	Melting point: 397.35K for guest release onset temp. and 463.15K for host melting K
b = 10.720 (2) Å	Mo Kα radiation, λ = 0.71069 Å
c = 16.920 (4) Å	µ = 0.07 mm⁻¹
α = 96.481 (15)°	T = 293 K
β = 100.094 (17)°	Prism, colourless
γ = 99.827 (14)°	0.40 × 0.40 × 0.30 mm
V = 1101.1 (4) Å³

Data collection top

Nonius Kappa CCD diffractometer	2067 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.039
Graphite monochromator	θ_max = 25.0°, θ_min = 2.0°
1° φ scans and ω scans	h = 0→7
4014 measured reflections	k = −12→12
3869 independent reflections	l = −20→19

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.044	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.137	w = 1/[σ²(F_o²) + (0.0323P)² + 0.4445P] where P = (F_o² + 2F_c²)/3
S = 1.11	(Δ/σ)_max < 0.001
3869 reflections	Δρ_max = 0.20 e Å⁻³
281 parameters	Δρ_min = −0.18 e Å⁻³
7 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.038 (3)

Special details top

Experimental. Complete sphere of data collected using COLLECT strategy (Nonius, 2000). Crystal to detector distance = 40 mm; combination of φ and ω scans of 1°, 80 s per °, 2 iterations.

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

	x	y	z	U_iso*/U_eq
O2	0.3928 (4)	0.68002 (18)	0.72633 (12)	0.0562 (6)
O1	0.0728 (3)	−0.18608 (18)	0.68965 (12)	0.0554 (6)
C7	0.1635 (4)	0.1486 (2)	0.85554 (15)	0.0368 (6)
C1	0.1943 (4)	0.2764 (2)	0.91165 (15)	0.0367 (6)
C9	0.2994 (4)	−0.0339 (3)	0.80014 (16)	0.0438 (7)
H9	0.4124	−0.0794	0.8009	0.053*
C13	0.2417 (4)	0.3844 (2)	0.86143 (15)	0.0364 (6)
C18	0.1246 (4)	0.4822 (3)	0.85518 (16)	0.0445 (7)
H18	0.0078	0.4825	0.8817	0.053*
C10	0.1063 (4)	−0.0768 (2)	0.74526 (15)	0.0410 (7)
C15	0.4671 (4)	0.4861 (3)	0.77511 (17)	0.0469 (7)
H15	0.5842	0.4867	0.7486	0.056*
C2	0.3880 (4)	0.2939 (2)	0.98404 (16)	0.0421 (7)
H21	0.5193	0.2859	0.9633	0.051*
H22	0.4105	0.3799	1.0132	0.051*
C12	−0.0291 (4)	0.1022 (3)	0.79878 (16)	0.0451 (7)
H12	−0.1423	0.1476	0.7974	0.054*
C17	0.1770 (5)	0.5793 (3)	0.81052 (16)	0.0472 (7)
H17	0.0959	0.6439	0.8078	0.057*
C16	0.3472 (5)	0.5814 (2)	0.77016 (16)	0.0423 (7)
C8	0.3265 (4)	0.0771 (2)	0.85449 (16)	0.0428 (7)
H8	0.4582	0.1045	0.8915	0.051*
C11	−0.0594 (5)	−0.0081 (3)	0.74460 (16)	0.0470 (7)
H11	−0.1911	−0.0363	0.7077	0.056*
C14	0.4127 (4)	0.3893 (3)	0.81962 (17)	0.0463 (7)
H14	0.4939	0.3247	0.8217	0.056*
C6	−0.0097 (4)	0.2838 (3)	0.94901 (16)	0.0435 (7)
H61	0.0065	0.3689	0.9787	0.052*
H62	−0.1376	0.2700	0.9057	0.052*
C5	−0.0457 (5)	0.1852 (3)	1.00624 (17)	0.0520 (8)
H51	−0.1753	0.1938	1.0280	0.062*
H52	−0.0701	0.0998	0.9761	0.062*
C3	0.3576 (4)	0.1986 (3)	1.04353 (16)	0.0456 (7)
H31	0.3517	0.1130	1.0165	0.055*
H32	0.4819	0.2186	1.0886	0.055*
C4	0.1493 (5)	0.2027 (3)	1.07547 (17)	0.0547 (8)
H41	0.1638	0.2842	1.1093	0.066*
H42	0.1260	0.1355	1.1087	0.066*
N1G	0.3627 (5)	0.3557 (3)	0.38669 (15)	0.0566 (7)
C1G	0.4510 (5)	0.3065 (3)	0.45744 (17)	0.0514 (8)
C6G	0.6615 (5)	0.3584 (3)	0.49912 (19)	0.0604 (9)
H6G	0.7430	0.4259	0.4808	0.072*
C2G	0.3325 (6)	0.2049 (3)	0.4840 (2)	0.0681 (9)
H2G	0.1913	0.1686	0.4561	0.082*
C5G	0.7535 (6)	0.3125 (3)	0.5673 (2)	0.0679 (9)
C3G	0.4218 (7)	0.1564 (4)	0.5519 (2)	0.0815 (12)
C4G	0.6302 (7)	0.2121 (4)	0.5931 (2)	0.0816 (11)
H4G	0.6892	0.1811	0.6395	0.098*
C7G	0.2902 (8)	0.0446 (5)	0.5805 (3)	0.138 (2)
H7G1	0.3861	0.0078	0.6176	0.207*
H7G2	0.2186	−0.0188	0.5347	0.207*
H7G3	0.1824	0.0740	0.6074	0.207*
C8G	0.9838 (6)	0.3696 (4)	0.6128 (3)	0.1075 (15)
H8G1	1.0088	0.3379	0.6638	0.161*
H8G2	1.0021	0.4611	0.6223	0.161*
H8G3	1.0866	0.3459	0.5812	0.161*
H1G2	0.380 (6)	0.4472 (18)	0.397 (2)	0.092 (12)*
H1G1	0.212 (3)	0.315 (3)	0.365 (2)	0.094 (13)*
H2	0.486 (6)	0.667 (4)	0.6871 (19)	0.119 (15)*
H1	0.197 (4)	−0.226 (3)	0.706 (2)	0.111 (14)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O2	0.0760 (15)	0.0466 (12)	0.0604 (13)	0.0224 (10)	0.0313 (12)	0.0249 (10)
O1	0.0680 (15)	0.0448 (12)	0.0490 (12)	0.0140 (11)	0.0011 (11)	0.0002 (10)
C7	0.0390 (15)	0.0402 (15)	0.0364 (14)	0.0121 (12)	0.0126 (12)	0.0135 (12)
C1	0.0343 (14)	0.0378 (15)	0.0412 (15)	0.0105 (12)	0.0105 (12)	0.0101 (12)
C9	0.0444 (17)	0.0461 (17)	0.0460 (16)	0.0191 (13)	0.0093 (14)	0.0116 (14)
C13	0.0378 (15)	0.0383 (15)	0.0353 (14)	0.0083 (12)	0.0105 (12)	0.0082 (11)
C18	0.0485 (17)	0.0471 (16)	0.0464 (16)	0.0198 (14)	0.0189 (14)	0.0111 (13)
C10	0.0521 (18)	0.0381 (15)	0.0343 (15)	0.0098 (13)	0.0086 (14)	0.0101 (12)
C15	0.0450 (17)	0.0503 (17)	0.0546 (18)	0.0144 (14)	0.0228 (14)	0.0186 (14)
C2	0.0429 (16)	0.0406 (15)	0.0434 (16)	0.0073 (12)	0.0100 (13)	0.0075 (12)
C12	0.0417 (16)	0.0460 (17)	0.0489 (17)	0.0161 (13)	0.0043 (14)	0.0078 (14)
C17	0.0592 (19)	0.0413 (16)	0.0519 (17)	0.0221 (14)	0.0236 (15)	0.0138 (14)
C16	0.0539 (18)	0.0350 (15)	0.0402 (15)	0.0091 (13)	0.0117 (13)	0.0105 (12)
C8	0.0413 (16)	0.0430 (16)	0.0427 (16)	0.0096 (13)	0.0032 (12)	0.0059 (13)
C11	0.0419 (17)	0.0492 (17)	0.0452 (17)	0.0091 (13)	−0.0026 (13)	0.0050 (14)
C14	0.0460 (17)	0.0458 (16)	0.0567 (18)	0.0187 (13)	0.0194 (14)	0.0193 (14)
C6	0.0411 (16)	0.0469 (16)	0.0470 (16)	0.0126 (13)	0.0143 (13)	0.0113 (13)
C5	0.0481 (18)	0.0597 (19)	0.0576 (19)	0.0156 (15)	0.0239 (15)	0.0195 (15)
C3	0.0476 (17)	0.0522 (17)	0.0374 (15)	0.0109 (13)	0.0057 (13)	0.0100 (13)
C4	0.064 (2)	0.062 (2)	0.0477 (18)	0.0174 (16)	0.0228 (16)	0.0200 (15)
N1G	0.068 (2)	0.0575 (18)	0.0474 (15)	0.0114 (15)	0.0158 (14)	0.0138 (13)
C1G	0.060 (2)	0.0566 (19)	0.0404 (16)	0.0119 (15)	0.0176 (15)	0.0048 (14)
C6G	0.065 (2)	0.056 (2)	0.059 (2)	−0.0004 (16)	0.0190 (17)	0.0077 (16)
C2G	0.065 (2)	0.078 (2)	0.056 (2)	−0.0053 (18)	0.0108 (17)	0.0189 (18)
C5G	0.068 (2)	0.072 (2)	0.056 (2)	0.0076 (19)	0.0051 (18)	0.0016 (18)
C3G	0.087 (3)	0.092 (3)	0.062 (2)	−0.007 (2)	0.013 (2)	0.036 (2)
C4G	0.090 (3)	0.096 (3)	0.053 (2)	0.008 (2)	0.002 (2)	0.022 (2)
C7G	0.131 (4)	0.155 (5)	0.115 (4)	−0.035 (3)	0.008 (3)	0.082 (4)
C8G	0.082 (3)	0.124 (4)	0.093 (3)	−0.001 (3)	−0.016 (2)	0.001 (3)

Geometric parameters (Å, º) top

O2—C16	1.378 (3)	C6—C5	1.527 (4)
O2—H2	0.978 (14)	C6—H61	0.9700
O1—C10	1.378 (3)	C6—H62	0.9700
O1—H1	0.970 (14)	C5—C4	1.515 (4)
C7—C8	1.388 (3)	C5—H51	0.9700
C7—C12	1.389 (4)	C5—H52	0.9700
C7—C1	1.539 (4)	C3—C4	1.515 (4)
C1—C13	1.531 (3)	C3—H31	0.9700
C1—C6	1.543 (3)	C3—H32	0.9700
C1—C2	1.543 (3)	C4—H41	0.9700
C9—C10	1.372 (4)	C4—H42	0.9700
C9—C8	1.385 (4)	N1G—C1G	1.425 (4)
C9—H9	0.9300	N1G—H1G2	0.960 (18)
C13—C18	1.386 (3)	N1G—H1G1	0.966 (14)
C13—C14	1.390 (3)	C1G—C2G	1.379 (4)
C18—C17	1.383 (4)	C1G—C6G	1.382 (4)
C18—H18	0.9300	C6G—C5G	1.379 (4)
C10—C11	1.380 (4)	C6G—H6G	0.9300
C15—C16	1.375 (4)	C2G—C3G	1.385 (5)
C15—C14	1.381 (4)	C2G—H2G	0.9300
C15—H15	0.9300	C5G—C4G	1.378 (5)
C2—C3	1.525 (3)	C5G—C8G	1.512 (5)
C2—H21	0.9700	C3G—C4G	1.377 (5)
C2—H22	0.9700	C3G—C7G	1.515 (5)
C12—C11	1.376 (4)	C4G—H4G	0.9300
C12—H12	0.9300	C7G—H7G1	0.9600
C17—C16	1.371 (4)	C7G—H7G2	0.9600
C17—H17	0.9300	C7G—H7G3	0.9600
C8—H8	0.9300	C8G—H8G1	0.9600
C11—H11	0.9300	C8G—H8G2	0.9600
C14—H14	0.9300	C8G—H8G3	0.9600

C16—O2—H2	116 (2)	C1—C6—H62	109.1
C10—O1—H1	105 (2)	H61—C6—H62	107.8
C8—C7—C12	116.0 (2)	C4—C5—C6	111.3 (2)
C8—C7—C1	123.2 (2)	C4—C5—H51	109.4
C12—C7—C1	120.7 (2)	C6—C5—H51	109.4
C13—C1—C7	107.7 (2)	C4—C5—H52	109.4
C13—C1—C6	112.0 (2)	C6—C5—H52	109.4
C7—C1—C6	110.8 (2)	H51—C5—H52	108.0
C13—C1—C2	108.0 (2)	C4—C3—C2	111.1 (2)
C7—C1—C2	112.5 (2)	C4—C3—H31	109.4
C6—C1—C2	105.9 (2)	C2—C3—H31	109.4
C10—C9—C8	120.1 (3)	C4—C3—H32	109.4
C10—C9—H9	120.0	C2—C3—H32	109.4
C8—C9—H9	120.0	H31—C3—H32	108.0
C18—C13—C14	116.1 (2)	C3—C4—C5	110.8 (2)
C18—C13—C1	123.9 (2)	C3—C4—H41	109.5
C14—C13—C1	120.1 (2)	C5—C4—H41	109.5
C17—C18—C13	121.7 (2)	C3—C4—H42	109.5
C17—C18—H18	119.1	C5—C4—H42	109.5
C13—C18—H18	119.1	H41—C4—H42	108.1
C9—C10—O1	122.1 (2)	C1G—N1G—H1G2	111 (2)
C9—C10—C11	119.3 (3)	C1G—N1G—H1G1	112 (2)
O1—C10—C11	118.6 (2)	H1G2—N1G—H1G1	112 (3)
C16—C15—C14	119.6 (3)	C2G—C1G—C6G	119.0 (3)
C16—C15—H15	120.2	C2G—C1G—N1G	121.2 (3)
C14—C15—H15	120.2	C6G—C1G—N1G	119.8 (3)
C3—C2—C1	114.3 (2)	C5G—C6G—C1G	121.5 (3)
C3—C2—H21	108.7	C5G—C6G—H6G	119.2
C1—C2—H21	108.7	C1G—C6G—H6G	119.2
C3—C2—H22	108.7	C1G—C2G—C3G	120.6 (3)
C1—C2—H22	108.7	C1G—C2G—H2G	119.7
H21—C2—H22	107.6	C3G—C2G—H2G	119.7
C11—C12—C7	122.7 (3)	C4G—C5G—C6G	118.2 (3)
C11—C12—H12	118.7	C4G—C5G—C8G	120.4 (3)
C7—C12—H12	118.7	C6G—C5G—C8G	121.4 (3)
C16—C17—C18	120.7 (2)	C4G—C3G—C2G	119.0 (3)
C16—C17—H17	119.6	C4G—C3G—C7G	120.9 (3)
C18—C17—H17	119.6	C2G—C3G—C7G	120.2 (4)
C17—C16—C15	119.1 (2)	C3G—C4G—C5G	121.7 (3)
C17—C16—O2	118.6 (2)	C3G—C4G—H4G	119.2
C15—C16—O2	122.3 (2)	C5G—C4G—H4G	119.2
C9—C8—C7	122.2 (3)	C3G—C7G—H7G1	109.5
C9—C8—H8	118.9	C3G—C7G—H7G2	109.5
C7—C8—H8	118.9	H7G1—C7G—H7G2	109.5
C12—C11—C10	119.7 (3)	C3G—C7G—H7G3	109.5
C12—C11—H11	120.1	H7G1—C7G—H7G3	109.5
C10—C11—H11	120.1	H7G2—C7G—H7G3	109.5
C15—C14—C13	122.7 (2)	C5G—C8G—H8G1	109.5
C15—C14—H14	118.6	C5G—C8G—H8G2	109.5
C13—C14—H14	118.6	H8G1—C8G—H8G2	109.5
C5—C6—C1	112.6 (2)	C5G—C8G—H8G3	109.5
C5—C6—H61	109.1	H8G1—C8G—H8G3	109.5
C1—C6—H61	109.1	H8G2—C8G—H8G3	109.5
C5—C6—H62	109.1

C8—C7—C1—C13	99.9 (3)	C12—C7—C8—C9	0.1 (4)
C12—C7—C1—C13	−76.2 (3)	C1—C7—C8—C9	−176.1 (2)
C8—C7—C1—C6	−137.4 (2)	C7—C12—C11—C10	−0.3 (4)
C12—C7—C1—C6	46.6 (3)	C9—C10—C11—C12	0.0 (4)
C8—C7—C1—C2	−19.0 (3)	O1—C10—C11—C12	−179.2 (2)
C12—C7—C1—C2	164.9 (2)	C16—C15—C14—C13	−1.0 (4)
C7—C1—C13—C18	126.4 (3)	C18—C13—C14—C15	0.9 (4)
C6—C1—C13—C18	4.3 (3)	C1—C13—C14—C15	−178.2 (3)
C2—C1—C13—C18	−111.9 (3)	C13—C1—C6—C5	−174.1 (2)
C7—C1—C13—C14	−54.6 (3)	C7—C1—C6—C5	65.7 (3)
C6—C1—C13—C14	−176.6 (2)	C2—C1—C6—C5	−56.6 (3)
C2—C1—C13—C14	67.2 (3)	C1—C6—C5—C4	59.0 (3)
C14—C13—C18—C17	−0.6 (4)	C1—C2—C3—C4	−56.0 (3)
C1—C13—C18—C17	178.5 (3)	C2—C3—C4—C5	53.3 (3)
C8—C9—C10—O1	179.4 (2)	C6—C5—C4—C3	−55.3 (3)
C8—C9—C10—C11	0.3 (4)	C2G—C1G—C6G—C5G	−1.3 (5)
C13—C1—C2—C3	175.9 (2)	N1G—C1G—C6G—C5G	−179.3 (3)
C7—C1—C2—C3	−65.4 (3)	C6G—C1G—C2G—C3G	0.7 (5)
C6—C1—C2—C3	55.8 (3)	N1G—C1G—C2G—C3G	178.7 (3)
C8—C7—C12—C11	0.2 (4)	C1G—C6G—C5G—C4G	0.4 (5)
C1—C7—C12—C11	176.6 (2)	C1G—C6G—C5G—C8G	−180.0 (3)
C13—C18—C17—C16	0.5 (4)	C1G—C2G—C3G—C4G	0.7 (6)
C18—C17—C16—C15	−0.5 (4)	C1G—C2G—C3G—C7G	−180.0 (4)
C18—C17—C16—O2	179.9 (3)	C2G—C3G—C4G—C5G	−1.7 (6)
C14—C15—C16—C17	0.8 (4)	C7G—C3G—C4G—C5G	179.0 (4)
C14—C15—C16—O2	−179.6 (3)	C6G—C5G—C4G—C3G	1.1 (6)
C10—C9—C8—C7	−0.4 (4)	C8G—C5G—C4G—C3G	−178.6 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2···N1Gⁱ	0.98 (1)	1.72 (1)	2.697 (3)	176 (4)
O1—H1···O2ⁱⁱ	0.97 (1)	1.74 (1)	2.701 (3)	171 (3)
N1G—H1G1···O1ⁱⁱⁱ	0.97 (1)	2.07 (2)	3.013 (4)	165 (3)

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

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