Tetra­butyl­ammonium 2,6-di­hydroxy­benzoate 2,6-di­hydroxy­benzoic acid solvate

The title compound, C₁₆H₃₆N⁺·C₇H₅O₄^-·C₇H₆O₄ or (ⁿBu₄N)⁺·(2,6-dhb)^-·(2,6-Hdhb) [where (ⁿBu₄N) is tetra­butyl­ammonium, (2,6-dhb)^- is 2,6-di­hydroxy­benzoate and (2,6-Hdhb) is 2,6-di­hydroxy­benzoic acid], crystallizes in the space group P1. The crystal structure involves alternate layers, in the c direction, of cationic [ⁿBu₄N]_nⁿ⁺ and anionic [(2,6-dhb)(2,6-Hdhb)]_n^n-. Hydro­gen bonds within the anionic layers form bridges between 2,6-Hdhb and 2,6-dhb^- residues.

Key indicators

• Single-crystal X-ray study
• T = 180 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.043
• wR factor = 0.113
• Data-to-parameter ratio = 11.8

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry

General Notes



ABSTM_02  When printed, the submitted absorption T values will be replaced
          by the scaled T values. Since the ratio of scaled T's is
          identical to the ratio of reported T values, the scaling does
          not imply a change to the absorption corrections used in the
          study.
          Ratio of Tmax expected/reported      1.228
          Tmax scaled      0.990 Tmin scaled      0.945

REFLT_03
         From the CIF: _diffrn_reflns_theta_max           25.08
         From the CIF: _reflns_number_total              17008
         Count of symmetry unique reflns        10705
         Completeness (_total/calc)            158.88%
         TEST3: Check Friedels for noncentro structure
         Estimate of Friedel pairs measured      6303
         Fraction of Friedel pairs measured     0.589
         Are heavy atom types Z>Si present           no
          ALERT: MoKa measured Friedel data cannot be used to
                 determine absolute structure in a light-atom
                 study EXCEPT under VERY special conditions.
                 It is preferred that Friedel data is merged in such cases.

---

S1. Comment

The synthesis of lanthanide complexes with appropriate organic ligands which can act as light collectors in highly luminescent novel materials is of considerable interest (Soares-Santos, Nogueira, Felix et al., 2003). A literature survey shows that 2,6-dihydroxybenzoic acid (2,6-Hdhb) is an ideal candidate for such studies since it can coordinate to several metal centres in a variety of ways, viz. using only the carboxylate group, in either a monodentate or bidentate-chelating modes, or through the carboxylate group along with an adjacent hydroxyl in a salicylate-type chelate. Several complexes with d-transition metals [Cu²⁺ (Cariati et al., 1983), Co²⁺ (Erre et al., 1988), Re⁵⁺ (Bandoli et al., 1999), Pb²⁺ (Glowiak et al., 1992) and Mn²⁺ (Erre et al., 2000; Glowiak et al., 1995)] and lanthanide ions (Glowiak et al., 1999) have been reported. Several co-crystals of 2,6-Hdhb with other organic ligands have also been reported (Gdaniec et al., 1994; Lynch et al., 1994; Tarnura et al., 1973). We describe here a co-crystal of 2,6-Hdhb with tetrabutylammonium, (ⁿBu₄N)⁺, obtained in the course of our studies with lanthanide cations (Soares-Santos, Nogueira, Paz et al., 2003).

The title compound, (I), crystallizes in the P1 space group, with the unit cell containing 12 independent residues [four (ⁿBu₄N)⁺, four 2,6-Hdhb and another four 2,6-dhb⁻] (Fig. 1). (ⁿBu₄N)⁺ cations pack in the ab plane, forming a positively charged [ⁿBu₄N]_nⁿ⁺ layer which alternates in the c direction with a negatively charged layer, [(2,6-dhb)(2,6-Hdhb)]_n^n- (Fig. 2). The latter contains a hydrogen-bonding network formed by intramolecular bonds between the hydroxyl and the carboxylate groups from 2,6-dhb⁻ and 2,6-Hdhb (Fig. 3). However, atom O1_b also acts as a bifurcated acceptor, establishing a hydrogen-bond bridge with the neighbouring O4_c atom (Fig. 3). A full listing of the hydrogen bonds is given in Table 1.

S2. Experimental

All chemicals were supplied by Aldrich and used as received. To a solution of 2,6-dihydroxybenzoic acid (2,6-Hdhb, 0.308 g, 2.00 mmol) and KOH (0.112 g, 2.00 mmol) in distilled water (ca 10 ml, pH = 3), Tb(NO₃)₃·4H₂O (0.218 g, 0.50 mmol) was added and the mixture was stirred thoroughly for 1 h at ambient temperature. 5 ml of an aqueous solution containing tetrabutylammonium chloride hidrate (ⁿBu₄NCl.nH₂O, 0.556 g, 2.00 mmol) was added to the resulting mixture, leading to the formation of a white flocculated precipitate. The supernant solution was decanted and allowed to stand undisturbed at ambient temperature for about two months, after which red crystals of the title compound were manually collected.

S3. Refinement

H atoms bound to C and O atoms were placed in calculated positions and allowed to ride during subsequent refinement with U_iso(H) = xU_eq(C/O) (x = 1.5 for CH₃ and x = 1.2 for the remaining H atoms). Carboxylic acid groups were assigned by examining the C—O distances, with the –OH H atoms being placed using the AFIX 147 instruction in SHELXL97 (Sheldrick, 1997). There is a pseudo-centre at (0,0,0). As no correlation coefficients > 0.5 were found, we conclude that no change of space group is needed. This was confirmed using ADDSYM routines in PLATON (Spek, 1990).

Computing details

Data collection: COLLECT (Nonius 1998); cell refinement: HKL SCALEPACK (Otwinowski & Minor, 1997); data reduction: HKL DENZO (Otwinowski & Minor, 1997) and SCALEPACK; program(s) used to solve structure: SIR92 (Altomare at al., 1994); program(s) used to refine structure: SHELXTL (Bruker, 2001); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Figures

	Fig. 1. The asymmetric unit of (I), showing the labelling scheme for all non-H atoms. Displacement displacement ellipsoids are drawn at the 30% probability level. a, b and c correspond to the 1–4, 7–8 and 10–12 residues, respectively.
	Fig. 2. Perspective view of (I), showing the alternation in the c direction of the [^nBu4N]n^n+ cationic layers (white filled bonds) with [(2,6-dhb)(2,6-Hdhb)]n^n- anionic layers (black filled bonds). The hydrogen-bonding network is represented by green dashed lines.
	Fig. 3. Detailed view of a portion of the [(2,6-dhb)(2,6-Hdhb)]n^n- anionic layers, showing the hydrogen bonds (green dashed lines) between 2,6-dhb^− and 2,6-Hdhb. b and c correspond to the 7–8 and 10–12 residues, respectively. For hydrogen-bonding geometry and symmetry codes, see Table 1.

Tetrabutylammonium 2,6-dihydroxybenzoate 2,6-dihydroxybenzoic acid solvate

Crystal data

C16H36N^+·C7H5O4^−·C7H6O4	Z = 4
Mr = 549.69	F(000) = 1192
Triclinic, P1	Dx = 1.213 Mg m^−3
a = 13.9840 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 14.0507 (2) Å	Cell parameters from 16891 reflections
c = 15.4152 (4) Å	θ = 1.0–25.0°
α = 86.201 (6)°	µ = 0.09 mm^−1
β = 84.847 (7)°	T = 180 K
γ = 89.898 (7)°	Block, red
V = 3009.96 (11) Å^3	0.23 × 0.16 × 0.12 mm

Data collection

Nonius KappaCCD diffractometer	17008 independent reflections
Radiation source: fine-focus sealed tube	14232 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.029
Thin–slice ω and ϕ scans	θmax = 25.1°, θmin = 3.5°
Absorption correction: multi-scan (SORTAV; Blessing, 1995)	h = −16→16
Tmin = 0.770, Tmax = 0.806	k = −16→16
26943 measured reflections	l = −18→18

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.113	H-atom parameters constrained
S = 1.12	w = 1/[σ^2(Fo^2) + (0.048P)^2 + 0.3071P] where P = (Fo^2 + 2Fc^2)/3
17008 reflections	(Δ/σ)max = 0.006
1441 parameters	Δρmax = 0.17 e Å^−3
3 restraints	Δρmin = −0.21 e Å^−3

Special details

Experimental. There is a pseudo centre at (0,0,0). No correlation coefficients > 1/2, the space group IS P1(!). The –COOH hydrogen atoms were assigned by examining the C—O distances: all –OH hydrogen atoms were assigned with AFIX 14 (and so the positions of these atoms may NOT be reliable).

Flack parameter found to be meaningless [0.3 (6)] with this being attributed to a crystal which is a weak anomalous scatterer (no atoms heavier than Si are found in the structure). The parameter has been omitted.

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq
N1_1	0.2634 (2)	−0.02958 (17)	−0.24354 (16)	0.0343 (6)
C1_1	0.2365 (3)	0.0515 (2)	−0.3080 (2)	0.0365 (8)
H1A_1	0.1852	0.0286	−0.3417	0.044*
H1B_1	0.2932	0.0672	−0.3497	0.044*
C2_1	0.2021 (3)	0.1427 (2)	−0.2661 (2)	0.0400 (8)
H2A_1	0.2540	0.1687	−0.2349	0.048*
H2B_1	0.1463	0.1279	−0.2231	0.048*
C3_1	0.1736 (3)	0.2167 (2)	−0.3363 (2)	0.0445 (9)
H3A_1	0.2290	0.2294	−0.3802	0.053*
H3B_1	0.1206	0.1908	−0.3664	0.053*
C4_1	0.1417 (3)	0.3095 (2)	−0.2979 (2)	0.0521 (10)
H4A_1	0.1215	0.3542	−0.3443	0.078*
H4B_1	0.1951	0.3373	−0.2711	0.078*
H4C_1	0.0877	0.2970	−0.2535	0.078*
C5_1	0.3396 (3)	0.0020 (2)	−0.1873 (2)	0.0366 (8)
H5A_1	0.3535	−0.0518	−0.1457	0.044*
H5B_1	0.3134	0.0546	−0.1529	0.044*
C6_1	0.4333 (3)	0.0354 (2)	−0.2378 (2)	0.0423 (8)
H6A_1	0.4206	0.0901	−0.2789	0.051*
H6B_1	0.4606	−0.0168	−0.2723	0.051*
C7_1	0.5058 (3)	0.0650 (3)	−0.1766 (2)	0.0471 (9)
H7A_1	0.4803	0.1197	−0.1445	0.057*
H7B_1	0.5161	0.0115	−0.1334	0.057*
C8_1	0.6009 (3)	0.0930 (3)	−0.2275 (3)	0.0616 (11)
H8A_1	0.6477	0.1082	−0.1868	0.092*
H8B_1	0.5916	0.1489	−0.2673	0.092*
H8C_1	0.6248	0.0397	−0.2612	0.092*
C9_1	0.2993 (3)	−0.1106 (2)	−0.2984 (2)	0.0365 (8)
H9A_1	0.2469	−0.1297	−0.3328	0.044*
H9B_1	0.3528	−0.0861	−0.3404	0.044*
C10_1	0.3339 (3)	−0.1989 (2)	−0.2484 (2)	0.0404 (8)
H10A_1	0.3879	−0.1819	−0.2150	0.048*
H10B_1	0.2812	−0.2252	−0.2065	0.048*
C11_1	0.3661 (3)	−0.2729 (2)	−0.3114 (2)	0.0489 (9)
H11A_1	0.4198	−0.2462	−0.3519	0.059*
H11B_1	0.3125	−0.2865	−0.3466	0.059*
C12_1	0.3983 (3)	−0.3658 (3)	−0.2675 (3)	0.0571 (10)
H12A_1	0.4175	−0.4106	−0.3119	0.086*
H12B_1	0.3453	−0.3934	−0.2279	0.086*
H12C_1	0.4530	−0.3535	−0.2342	0.086*
C13_1	0.1757 (2)	−0.0619 (2)	−0.1827 (2)	0.0339 (7)
H13A_1	0.1944	−0.1170	−0.1445	0.041*
H13B_1	0.1570	−0.0096	−0.1447	0.041*
C14_1	0.0887 (3)	−0.0903 (2)	−0.2270 (2)	0.0402 (8)
H14A_1	0.1090	−0.1317	−0.2747	0.048*
H14B_1	0.0588	−0.0325	−0.2528	0.048*
C15_1	0.0148 (3)	−0.1436 (2)	−0.1616 (2)	0.0401 (8)
H15A_1	0.0433	−0.2042	−0.1400	0.048*
H15B_1	0.0000	−0.1046	−0.1110	0.048*
C16_1	−0.0770 (3)	−0.1651 (3)	−0.2006 (3)	0.0551 (10)
H16A_1	−0.1219	−0.1978	−0.1560	0.083*
H16B_1	−0.0633	−0.2061	−0.2492	0.083*
H16C_1	−0.1057	−0.1054	−0.2221	0.083*
N1_2	−0.26389 (19)	0.03079 (17)	0.24335 (16)	0.0314 (6)
C1_2	−0.3422 (3)	0.0005 (2)	0.1882 (2)	0.0378 (8)
H1A_2	−0.3596	0.0563	0.1502	0.045*
H1B_2	−0.3157	−0.0486	0.1497	0.045*
C2_2	−0.4328 (3)	−0.0388 (3)	0.2391 (2)	0.0460 (9)
H2A_2	−0.4160	−0.0939	0.2782	0.055*
H2B_2	−0.4614	0.0107	0.2761	0.055*
C3_2	−0.5058 (3)	−0.0699 (3)	0.1807 (2)	0.0544 (10)
H3A_2	−0.4779	−0.1206	0.1447	0.065*
H3B_2	−0.5218	−0.0152	0.1408	0.065*
C4_2	−0.5970 (3)	−0.1072 (3)	0.2329 (3)	0.0724 (13)
H4A_2	−0.6412	−0.1306	0.1932	0.109*
H4B_2	−0.6277	−0.0556	0.2649	0.109*
H4C_2	−0.5810	−0.1595	0.2744	0.109*
C5_2	−0.3018 (2)	0.1076 (2)	0.3026 (2)	0.0354 (7)
H5A_2	−0.3581	0.0814	0.3400	0.043*
H5B_2	−0.2517	0.1218	0.3414	0.043*
C6_2	−0.3310 (3)	0.2004 (2)	0.2566 (2)	0.0450 (9)
H6A_2	−0.3717	0.1867	0.2095	0.054*
H6B_2	−0.2730	0.2351	0.2298	0.054*
C7_2	−0.3865 (3)	0.2623 (2)	0.3214 (2)	0.0429 (8)
H7A_2	−0.4469	0.2293	0.3444	0.052*
H7B_2	−0.3478	0.2705	0.3712	0.052*
C8_2	−0.4102 (3)	0.3598 (3)	0.2806 (3)	0.0621 (11)
H8A_2	−0.4480	0.3957	0.3239	0.093*
H8B_2	−0.4473	0.3521	0.2306	0.093*
H8C_2	−0.3505	0.3944	0.2611	0.093*
C9_2	−0.1793 (2)	0.0684 (2)	0.18136 (19)	0.0352 (8)
H9A_2	−0.1609	0.0191	0.1400	0.042*
H9B_2	−0.2006	0.1252	0.1468	0.042*
C10_2	−0.0909 (2)	0.0954 (2)	0.2250 (2)	0.0376 (8)
H10A_2	−0.0607	0.0371	0.2496	0.045*
H10B_2	−0.1099	0.1363	0.2735	0.045*
C11_2	−0.0190 (2)	0.1487 (2)	0.1592 (2)	0.0381 (8)
H11A_2	−0.0480	0.2090	0.1377	0.046*
H11B_2	−0.0040	0.1095	0.1087	0.046*
C12_2	0.0743 (3)	0.1710 (3)	0.1993 (2)	0.0493 (9)
H12A_2	0.1154	0.2119	0.1575	0.074*
H12B_2	0.1079	0.1114	0.2131	0.074*
H12C_2	0.0591	0.2041	0.2528	0.074*
C13_2	−0.2331 (3)	−0.0533 (2)	0.3022 (2)	0.0364 (8)
H13A_2	−0.1806	−0.0320	0.3354	0.044*
H13B_2	−0.2879	−0.0726	0.3448	0.044*
C14_2	−0.1993 (3)	−0.1396 (2)	0.2543 (2)	0.0412 (8)
H14A_2	−0.1466	−0.1205	0.2093	0.049*
H14B_2	−0.2528	−0.1646	0.2244	0.049*
C15_2	−0.1639 (3)	−0.2179 (3)	0.3174 (2)	0.0513 (10)
H15A_2	−0.2160	−0.2359	0.3633	0.062*
H15B_2	−0.1091	−0.1935	0.3460	0.062*
C16_2	−0.1325 (3)	−0.3058 (3)	0.2684 (3)	0.0637 (12)
H16A_2	−0.1064	−0.3537	0.3089	0.096*
H16B_2	−0.0831	−0.2872	0.2212	0.096*
H16C_2	−0.1880	−0.3326	0.2438	0.096*
N1_3	−0.2260 (2)	−0.53630 (18)	0.73167 (16)	0.0347 (6)
C1_3	−0.2529 (3)	−0.4509 (2)	0.6727 (2)	0.0373 (8)
H1A_3	−0.1957	−0.4313	0.6330	0.045*
H1B_3	−0.3028	−0.4714	0.6361	0.045*
C2_3	−0.2897 (3)	−0.3651 (2)	0.7194 (2)	0.0452 (9)
H2A_3	−0.2383	−0.3403	0.7521	0.054*
H2B_3	−0.3445	−0.3846	0.7620	0.054*
C3_3	−0.3216 (3)	−0.2864 (3)	0.6559 (2)	0.0548 (10)
H3A_3	−0.2681	−0.2693	0.6112	0.066*
H3B_3	−0.3758	−0.3097	0.6259	0.066*
C4_3	−0.3527 (4)	−0.1985 (3)	0.7034 (3)	0.0728 (13)
H4A_3	−0.3739	−0.1492	0.6614	0.109*
H4B_3	−0.2985	−0.1743	0.7317	0.109*
H4C_3	−0.4058	−0.2154	0.7476	0.109*
C5_3	−0.1537 (3)	−0.5080 (2)	0.7923 (2)	0.0401 (8)
H5A_3	−0.1397	−0.5647	0.8307	0.048*
H5B_3	−0.1835	−0.4597	0.8301	0.048*
C6_3	−0.0589 (3)	−0.4679 (3)	0.7490 (2)	0.0452 (9)
H6A_3	−0.0713	−0.4115	0.7096	0.054*
H6B_3	−0.0262	−0.5165	0.7134	0.054*
C7_3	0.0061 (3)	−0.4390 (3)	0.8179 (3)	0.0529 (10)
H7A_3	−0.0266	−0.3899	0.8528	0.063*
H7B_3	0.0171	−0.4953	0.8579	0.063*
C8_3	0.1028 (3)	−0.3999 (3)	0.7770 (3)	0.0627 (11)
H8A_3	0.1406	−0.3793	0.8229	0.094*
H8B_3	0.0922	−0.3455	0.7359	0.094*
H8C_3	0.1376	−0.4499	0.7459	0.094*
C9_3	−0.1870 (2)	−0.6129 (2)	0.6722 (2)	0.0363 (7)
H9A_3	−0.2357	−0.6257	0.6316	0.044*
H9B_3	−0.1290	−0.5874	0.6368	0.044*
C10_3	−0.1612 (3)	−0.7068 (2)	0.7187 (2)	0.0427 (8)
H10A_3	−0.2203	−0.7390	0.7463	0.051*
H10B_3	−0.1192	−0.6947	0.7652	0.051*
C11_3	−0.1095 (3)	−0.7710 (2)	0.6537 (2)	0.0414 (8)
H11A_3	−0.1486	−0.7767	0.6038	0.050*
H11B_3	−0.0472	−0.7416	0.6310	0.050*
C12_3	−0.0921 (3)	−0.8701 (3)	0.6956 (3)	0.0577 (10)
H12A_3	−0.0610	−0.9101	0.6517	0.087*
H12B_3	−0.1536	−0.8990	0.7191	0.087*
H12C_3	−0.0506	−0.8650	0.7431	0.087*
C13_3	−0.3136 (2)	−0.5734 (2)	0.7895 (2)	0.0394 (8)
H13A_3	−0.2938	−0.6291	0.8263	0.047*
H13B_3	−0.3350	−0.5233	0.8290	0.047*
C14_3	−0.3989 (2)	−0.6028 (2)	0.7428 (2)	0.0421 (8)
H14A_3	−0.3790	−0.6519	0.7017	0.051*
H14B_3	−0.4234	−0.5470	0.7091	0.051*
C15_3	−0.4774 (3)	−0.6427 (3)	0.8105 (2)	0.0516 (9)
H15A_3	−0.4529	−0.7002	0.8419	0.062*
H15B_3	−0.4932	−0.5947	0.8537	0.062*
C16_3	−0.5677 (3)	−0.6687 (3)	0.7702 (3)	0.0571 (10)
H16A_3	−0.6150	−0.6958	0.8159	0.086*
H16B_3	−0.5524	−0.7157	0.7269	0.086*
H16C_3	−0.5942	−0.6113	0.7418	0.086*
N1_4	0.2326 (2)	−0.47930 (17)	0.24594 (16)	0.0331 (6)
C1_4	0.1594 (3)	−0.5070 (2)	0.1842 (2)	0.0373 (8)
H1A_4	0.1503	−0.4517	0.1425	0.045*
H1B_4	0.1867	−0.5594	0.1500	0.045*
C2_4	0.0617 (3)	−0.5385 (2)	0.2268 (2)	0.0427 (8)
H2A_4	0.0329	−0.4868	0.2610	0.051*
H2B_4	0.0690	−0.5951	0.2673	0.051*
C3_4	−0.0044 (3)	−0.5627 (3)	0.1580 (2)	0.0472 (9)
H3A_4	−0.0096	−0.5063	0.1166	0.057*
H3B_4	0.0244	−0.6151	0.1246	0.057*
C4_4	−0.1035 (3)	−0.5923 (3)	0.1964 (3)	0.0550 (10)
H4A_4	−0.1414	−0.6111	0.1498	0.083*
H4B_4	−0.1347	−0.5388	0.2250	0.083*
H4C_4	−0.0987	−0.6464	0.2393	0.083*
C5_4	0.1934 (3)	−0.3995 (2)	0.3010 (2)	0.0356 (7)
H5A_4	0.1360	−0.4240	0.3380	0.043*
H5B_4	0.2423	−0.3839	0.3406	0.043*
C6_4	0.1660 (3)	−0.3079 (2)	0.2516 (2)	0.0393 (8)
H6A_4	0.1133	−0.3204	0.2150	0.047*
H6B_4	0.2218	−0.2824	0.2130	0.047*
C7_4	0.1336 (3)	−0.2357 (2)	0.3183 (2)	0.0472 (9)
H7A_4	0.0783	−0.2625	0.3567	0.057*
H7B_4	0.1865	−0.2252	0.3552	0.057*
C8_4	0.1049 (3)	−0.1405 (3)	0.2755 (2)	0.0538 (10)
H8A_4	0.0814	−0.0982	0.3207	0.081*
H8B_4	0.0541	−0.1507	0.2373	0.081*
H8C_4	0.1608	−0.1112	0.2410	0.081*
C9_4	0.3223 (2)	−0.4475 (2)	0.1892 (2)	0.0370 (8)
H9A_4	0.3044	−0.3951	0.1477	0.044*
H9B_4	0.3445	−0.5013	0.1544	0.044*
C10_4	0.4064 (3)	−0.4137 (2)	0.2348 (2)	0.0396 (8)
H10A_4	0.4274	−0.4655	0.2754	0.047*
H10B_4	0.3868	−0.3586	0.2690	0.047*
C11_4	0.4882 (3)	−0.3850 (3)	0.1670 (2)	0.0495 (9)
H11A_4	0.4668	−0.3322	0.1277	0.059*
H11B_4	0.5046	−0.4397	0.1312	0.059*
C12_4	0.5778 (3)	−0.3535 (3)	0.2069 (3)	0.0580 (10)
H12A_4	0.6293	−0.3391	0.1605	0.087*
H12B_4	0.5984	−0.4048	0.2473	0.087*
H12C_4	0.5634	−0.2963	0.2387	0.087*
C13_4	0.2536 (3)	−0.5626 (2)	0.3103 (2)	0.0364 (8)
H13A_4	0.3021	−0.5414	0.3479	0.044*
H13B_4	0.1941	−0.5781	0.3484	0.044*
C14_4	0.2895 (3)	−0.6530 (2)	0.2699 (2)	0.0416 (8)
H14A_4	0.3465	−0.6384	0.2283	0.050*
H14B_4	0.2389	−0.6797	0.2375	0.050*
C15_4	0.3159 (3)	−0.7262 (2)	0.3420 (2)	0.0479 (9)
H15A_4	0.3689	−0.7004	0.3722	0.057*
H15B_4	0.2599	−0.7372	0.3855	0.057*
C16_4	0.3468 (3)	−0.8204 (2)	0.3054 (3)	0.0542 (10)
H16A_4	0.3677	−0.8638	0.3523	0.081*
H16B_4	0.4001	−0.8091	0.2600	0.081*
H16C_4	0.2926	−0.8488	0.2801	0.081*
O1_5	−0.16479 (16)	−0.74421 (14)	0.40081 (15)	0.0475 (6)
O2_5	−0.01631 (16)	−0.77952 (14)	0.43277 (15)	0.0452 (5)
O3_5	0.09287 (15)	−0.65331 (16)	0.47889 (16)	0.0495 (6)
H3_5	0.0742	−0.7085	0.4707	0.059*
O4_5	−0.23063 (15)	−0.57666 (14)	0.41932 (16)	0.0492 (6)
H4_5	−0.2287	−0.6319	0.4015	0.059*
C17_5	−0.0860 (2)	−0.7205 (2)	0.42503 (19)	0.0352 (7)
C18_5	−0.0693 (2)	−0.62055 (19)	0.44631 (18)	0.0294 (6)
C19_5	0.0185 (2)	−0.5914 (2)	0.47325 (19)	0.0360 (7)
C20_5	0.0330 (2)	−0.4983 (2)	0.4933 (2)	0.0432 (8)
H20_5	0.0929	−0.4792	0.5113	0.052*
C21_5	−0.0413 (3)	−0.4329 (2)	0.4868 (2)	0.0421 (8)
H21_5	−0.0314	−0.3689	0.5004	0.050*
C22_5	−0.1281 (2)	−0.45867 (19)	0.46147 (19)	0.0382 (7)
H22_5	−0.1778	−0.4129	0.4571	0.046*
C23_5	−0.1435 (2)	−0.55281 (19)	0.44192 (18)	0.0333 (7)
O1_6	−0.03573 (15)	−0.22777 (14)	0.05184 (14)	0.0438 (5)
O2_6	−0.00883 (15)	−0.07585 (15)	0.07788 (14)	0.0426 (5)
O3_6	0.16122 (15)	−0.01071 (14)	0.06250 (16)	0.0451 (5)
H3_6	0.1009	−0.0099	0.0687	0.054*
O4_6	0.10163 (18)	−0.33861 (14)	0.01328 (16)	0.0499 (6)
H4_6	0.0445	−0.3212	0.0241	0.060*
C17_6	0.0210 (2)	−0.1565 (2)	0.05794 (19)	0.0353 (7)
C18_6	0.1252 (2)	−0.17378 (19)	0.04054 (18)	0.0308 (6)
C19_6	0.1914 (2)	−0.09906 (19)	0.04468 (19)	0.0340 (7)
C20_6	0.2895 (2)	−0.1149 (2)	0.0301 (2)	0.0393 (7)
H20_6	0.3340	−0.0647	0.0344	0.047*
C21_6	0.3214 (2)	−0.2035 (2)	0.0095 (2)	0.0446 (8)
H21_6	0.3885	−0.2141	−0.0002	0.053*
C22_6	0.2589 (3)	−0.2782 (2)	0.0024 (2)	0.0444 (8)
H22_6	0.2828	−0.3387	−0.0131	0.053*
C23_6	0.1615 (2)	−0.2637 (2)	0.01817 (19)	0.0366 (7)
O1_7	−0.47909 (16)	0.27773 (15)	0.54874 (15)	0.0483 (6)
O2_7	−0.32555 (17)	0.24431 (14)	0.56179 (15)	0.0480 (6)
O3_7	−0.26244 (15)	0.07704 (15)	0.53655 (17)	0.0534 (6)
H3_7	−0.2601	0.1356	0.5443	0.064*
O4_7	−0.59779 (16)	0.14733 (17)	0.52605 (17)	0.0530 (6)
H4_7	−0.5789	0.2020	0.5359	0.064*
C17_7	−0.4085 (2)	0.2193 (2)	0.54887 (19)	0.0364 (7)
C18_7	−0.4287 (2)	0.1185 (2)	0.53323 (18)	0.0317 (6)
C19_7	−0.3541 (2)	0.0514 (2)	0.52854 (19)	0.0361 (7)
C20_7	−0.3717 (2)	−0.0427 (2)	0.5134 (2)	0.0405 (7)
H20_7	−0.3207	−0.0874	0.5101	0.049*
C21_7	−0.4641 (3)	−0.0704 (2)	0.5034 (2)	0.0478 (9)
H21_7	−0.4765	−0.1352	0.4940	0.057*
C22_7	−0.5389 (3)	−0.0067 (2)	0.5065 (2)	0.0493 (9)
H22_7	−0.6020	−0.0272	0.4982	0.059*
C23_7	−0.5219 (2)	0.0869 (2)	0.5218 (2)	0.0366 (7)
O1_8	0.00825 (16)	0.08204 (15)	−0.08965 (16)	0.0473 (6)
O2_8	0.03590 (15)	0.23358 (15)	−0.06628 (15)	0.0462 (5)
O3_8	−0.10064 (17)	0.34459 (14)	−0.02561 (17)	0.0506 (6)
H3_8	−0.0438	0.3272	−0.0380	0.061*
O4_8	−0.16272 (15)	0.01544 (14)	−0.06720 (17)	0.0514 (6)
H4_8	−0.1026	0.0149	−0.0767	0.062*
C17_8	−0.0215 (2)	0.1622 (2)	−0.07012 (19)	0.0356 (7)
C18_8	−0.1255 (2)	0.17943 (19)	−0.04952 (18)	0.0293 (6)
C19_8	−0.1611 (2)	0.2688 (2)	−0.0269 (2)	0.0374 (8)
C20_8	−0.2579 (2)	0.2828 (2)	−0.0062 (2)	0.0444 (8)
H20_8	−0.2808	0.3438	0.0087	0.053*
C21_8	−0.3217 (2)	0.2072 (2)	−0.0074 (2)	0.0414 (8)
H21_8	−0.3884	0.2169	0.0070	0.050*
C22_8	−0.2893 (2)	0.1185 (2)	−0.0291 (2)	0.0373 (7)
H22_8	−0.3336	0.0675	−0.0305	0.045*
C23_8	−0.1919 (2)	0.10381 (19)	−0.04896 (19)	0.0337 (7)
O1_9	0.32922 (17)	0.11500 (15)	0.06468 (19)	0.0551 (7)
H1_9	0.2747	0.1245	0.0470	0.066*
O2_9	0.45440 (16)	0.19712 (16)	0.09249 (16)	0.0507 (6)
O3_9	0.47039 (17)	0.37574 (16)	0.05605 (15)	0.0466 (6)
H3_9	0.4857	0.3209	0.0751	0.056*
O4_9	0.20449 (17)	0.19895 (14)	−0.02504 (16)	0.0457 (6)
H4_9	0.1471	0.2086	−0.0350	0.055*
C17_9	0.3768 (2)	0.1971 (2)	0.0605 (2)	0.0416 (8)
C18_9	0.3363 (2)	0.2834 (2)	0.0185 (2)	0.0321 (7)
C19_9	0.3863 (2)	0.3707 (2)	0.01794 (19)	0.0367 (7)
C20_9	0.3516 (2)	0.4540 (2)	−0.0201 (2)	0.0403 (7)
H20_9	0.3863	0.5121	−0.0204	0.048*
C21_9	0.2664 (2)	0.4517 (2)	−0.0573 (2)	0.0430 (8)
H21_9	0.2424	0.5091	−0.0831	0.052*
C22_9	0.2136 (2)	0.3677 (2)	−0.0585 (2)	0.0408 (8)
H22_9	0.1539	0.3680	−0.0835	0.049*
C23_9	0.2500 (2)	0.28389 (19)	−0.0223 (2)	0.0359 (7)
O1_10	0.64313 (16)	−0.40509 (16)	0.43311 (17)	0.0529 (6)
H1_10	0.6333	−0.4628	0.4493	0.064*
O2_10	0.56134 (18)	−0.27413 (15)	0.40982 (16)	0.0547 (6)
O3_10	0.37916 (18)	−0.26742 (16)	0.44035 (16)	0.0518 (6)
H3_10	0.4347	−0.2472	0.4237	0.062*
O4_10	0.55592 (16)	−0.54835 (15)	0.51335 (16)	0.0475 (6)
H4_10	0.5459	−0.6064	0.5281	0.057*
C17_10	0.5607 (2)	−0.3587 (2)	0.4382 (2)	0.0424 (8)
C18_10	0.4722 (2)	−0.4073 (2)	0.4753 (2)	0.0351 (7)
C19_10	0.3841 (2)	−0.3587 (2)	0.47495 (19)	0.0384 (7)
C20_10	0.2989 (2)	−0.4020 (2)	0.5093 (2)	0.0439 (8)
H20_10	0.2402	−0.3678	0.5093	0.053*
C21_10	0.3000 (2)	−0.4946 (2)	0.5432 (2)	0.0473 (8)
H21_10	0.2416	−0.5243	0.5668	0.057*
C22_10	0.3853 (3)	−0.5461 (2)	0.5437 (2)	0.0461 (8)
H22_10	0.3849	−0.6107	0.5663	0.055*
C23_10	0.4706 (2)	−0.5021 (2)	0.5111 (2)	0.0389 (8)
O1_11	−0.14663 (17)	−0.09572 (16)	0.55185 (18)	0.0556 (6)
H1_11	−0.1370	−0.0411	0.5270	0.067*
O2_11	−0.06656 (17)	−0.22533 (14)	0.58346 (15)	0.0497 (6)
O3_11	−0.05504 (15)	0.04496 (15)	0.46953 (16)	0.0456 (6)
H3_11	−0.0450	0.1039	0.4608	0.055*
O4_11	0.11578 (18)	−0.23301 (15)	0.56321 (15)	0.0458 (6)
H4_11	0.0596	−0.2511	0.5802	0.055*
C17_11	−0.0642 (2)	−0.1421 (2)	0.5527 (2)	0.0413 (7)
C18_11	0.0257 (2)	−0.0938 (2)	0.51872 (19)	0.0329 (7)
C19_11	0.0300 (2)	−0.0008 (2)	0.4779 (2)	0.0368 (7)
C20_11	0.1170 (2)	0.0412 (2)	0.4479 (2)	0.0423 (8)
H20_11	0.1193	0.1047	0.4224	0.051*
C21_11	0.2003 (2)	−0.0098 (2)	0.4551 (2)	0.0445 (8)
H21_11	0.2599	0.0188	0.4332	0.053*
C22_11	0.1995 (2)	−0.1013 (2)	0.4933 (2)	0.0421 (8)
H22_11	0.2580	−0.1351	0.4976	0.051*
C23_11	0.1135 (2)	−0.1434 (2)	0.52512 (19)	0.0363 (7)
O1_12	−0.33656 (17)	−0.10581 (15)	−0.05997 (19)	0.0587 (7)
H1_12	−0.2834	−0.1153	−0.0395	0.070*
O2_12	−0.46151 (16)	−0.18679 (16)	−0.08952 (16)	0.0508 (6)
O3_12	−0.20570 (16)	−0.19384 (14)	0.01712 (16)	0.0449 (6)
H3_12	−0.1514	−0.2040	0.0350	0.054*
O4_12	−0.46923 (17)	−0.36822 (16)	−0.07223 (15)	0.0474 (6)
H4_12	−0.4861	−0.3128	−0.0881	0.057*
C17_12	−0.3819 (2)	−0.1880 (2)	−0.0615 (2)	0.0405 (7)
C18_12	−0.3365 (2)	−0.2762 (2)	−0.0306 (2)	0.0346 (7)
C19_12	−0.2487 (2)	−0.27868 (19)	0.0063 (2)	0.0376 (7)
C20_12	−0.2071 (2)	−0.3639 (2)	0.0328 (2)	0.0440 (8)
H20_12	−0.1466	−0.3644	0.0565	0.053*
C21_12	−0.2555 (2)	−0.4487 (2)	0.0241 (2)	0.0447 (8)
H21_12	−0.2270	−0.5075	0.0417	0.054*
C22_12	−0.3433 (2)	−0.4497 (2)	−0.0091 (2)	0.0422 (8)
H22_12	−0.3761	−0.5084	−0.0125	0.051*
C23_12	−0.3839 (2)	−0.3643 (2)	−0.03764 (19)	0.0350 (7)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
N1_1	0.0391 (17)	0.0348 (14)	0.0280 (14)	0.0016 (11)	−0.0001 (12)	0.0011 (10)
C1_1	0.040 (2)	0.0374 (17)	0.0308 (17)	−0.0004 (14)	−0.0027 (14)	0.0051 (13)
C2_1	0.043 (2)	0.0369 (17)	0.0403 (18)	0.0032 (14)	−0.0073 (15)	0.0018 (13)
C3_1	0.046 (2)	0.0412 (19)	0.045 (2)	0.0069 (15)	−0.0040 (17)	0.0050 (14)
C4_1	0.055 (2)	0.0425 (19)	0.059 (2)	0.0038 (16)	−0.0095 (18)	0.0039 (16)
C5_1	0.041 (2)	0.0383 (17)	0.0306 (17)	−0.0029 (14)	−0.0046 (15)	−0.0010 (13)
C6_1	0.044 (2)	0.047 (2)	0.0361 (18)	−0.0048 (16)	−0.0046 (16)	−0.0013 (14)
C7_1	0.044 (2)	0.056 (2)	0.042 (2)	−0.0099 (17)	−0.0129 (17)	0.0076 (15)
C8_1	0.056 (3)	0.084 (3)	0.046 (2)	−0.021 (2)	−0.0178 (19)	0.0017 (19)
C9_1	0.038 (2)	0.0406 (17)	0.0312 (16)	0.0020 (14)	0.0006 (14)	−0.0067 (13)
C10_1	0.042 (2)	0.0411 (18)	0.0390 (19)	0.0045 (14)	−0.0061 (15)	−0.0051 (13)
C11_1	0.054 (2)	0.048 (2)	0.046 (2)	0.0073 (16)	−0.0064 (17)	−0.0113 (15)
C12_1	0.066 (3)	0.047 (2)	0.061 (2)	0.0158 (17)	−0.012 (2)	−0.0114 (16)
C13_1	0.0366 (19)	0.0346 (16)	0.0299 (16)	−0.0016 (13)	0.0005 (14)	−0.0025 (12)
C14_1	0.042 (2)	0.0472 (19)	0.0314 (17)	−0.0003 (15)	−0.0035 (15)	−0.0007 (13)
C15_1	0.045 (2)	0.0380 (17)	0.0370 (18)	−0.0028 (14)	−0.0005 (16)	−0.0035 (13)
C16_1	0.051 (3)	0.064 (2)	0.051 (2)	−0.0075 (18)	−0.0036 (19)	−0.0055 (18)
N1_2	0.0327 (16)	0.0338 (13)	0.0282 (13)	−0.0020 (11)	−0.0052 (11)	−0.0028 (10)
C1_2	0.040 (2)	0.0383 (18)	0.0363 (18)	−0.0024 (14)	−0.0087 (15)	−0.0041 (13)
C2_2	0.042 (2)	0.053 (2)	0.044 (2)	−0.0091 (17)	−0.0047 (17)	−0.0034 (15)
C3_2	0.054 (3)	0.062 (2)	0.047 (2)	−0.0172 (19)	−0.0142 (18)	0.0091 (17)
C4_2	0.049 (3)	0.097 (3)	0.072 (3)	−0.032 (2)	−0.015 (2)	0.009 (2)
C5_2	0.0347 (19)	0.0403 (17)	0.0314 (16)	0.0001 (13)	−0.0016 (14)	−0.0049 (12)
C6_2	0.052 (2)	0.0404 (19)	0.0420 (19)	0.0076 (15)	0.0002 (16)	−0.0037 (14)
C7_2	0.039 (2)	0.0445 (18)	0.047 (2)	0.0051 (14)	−0.0074 (15)	−0.0091 (14)
C8_2	0.067 (3)	0.048 (2)	0.074 (3)	0.0124 (19)	−0.014 (2)	−0.0089 (18)
C9_2	0.039 (2)	0.0373 (17)	0.0283 (16)	0.0020 (14)	−0.0018 (14)	0.0021 (12)
C10_2	0.0356 (19)	0.0419 (17)	0.0351 (17)	−0.0005 (14)	−0.0016 (14)	−0.0039 (13)
C11_2	0.0338 (19)	0.0386 (17)	0.0413 (18)	0.0000 (13)	0.0006 (14)	−0.0043 (13)
C12_2	0.039 (2)	0.059 (2)	0.049 (2)	−0.0098 (17)	−0.0002 (17)	−0.0064 (16)
C13_2	0.037 (2)	0.0386 (17)	0.0329 (17)	0.0018 (14)	−0.0052 (14)	0.0037 (13)
C14_2	0.045 (2)	0.0385 (18)	0.0392 (18)	0.0021 (15)	−0.0021 (16)	0.0007 (13)
C15_2	0.058 (3)	0.053 (2)	0.040 (2)	0.0079 (17)	0.0058 (17)	0.0072 (15)
C16_2	0.088 (3)	0.043 (2)	0.057 (2)	0.0205 (19)	0.003 (2)	0.0091 (16)
N1_3	0.0350 (16)	0.0402 (14)	0.0282 (14)	0.0006 (11)	−0.0005 (12)	−0.0006 (11)
C1_3	0.0359 (19)	0.0438 (18)	0.0307 (17)	−0.0005 (14)	0.0015 (14)	0.0023 (13)
C2_3	0.047 (2)	0.048 (2)	0.0405 (19)	0.0057 (16)	−0.0057 (16)	0.0003 (14)
C3_3	0.067 (3)	0.051 (2)	0.043 (2)	0.0143 (18)	0.0097 (19)	0.0057 (16)
C4_3	0.095 (4)	0.055 (2)	0.064 (3)	0.022 (2)	0.004 (2)	0.0074 (19)
C5_3	0.042 (2)	0.0448 (18)	0.0344 (17)	−0.0002 (15)	−0.0065 (15)	−0.0031 (13)
C6_3	0.043 (2)	0.050 (2)	0.043 (2)	−0.0040 (16)	−0.0058 (17)	−0.0057 (15)
C7_3	0.047 (2)	0.054 (2)	0.059 (2)	−0.0063 (18)	−0.0170 (19)	−0.0005 (17)
C8_3	0.050 (3)	0.065 (2)	0.075 (3)	−0.0061 (19)	−0.016 (2)	−0.003 (2)
C9_3	0.0364 (19)	0.0426 (17)	0.0299 (16)	−0.0002 (14)	−0.0008 (14)	−0.0058 (13)
C10_3	0.045 (2)	0.0450 (19)	0.0365 (18)	0.0003 (15)	0.0016 (16)	0.0008 (14)
C11_3	0.039 (2)	0.0468 (19)	0.0396 (18)	0.0033 (14)	−0.0068 (15)	−0.0050 (14)
C12_3	0.064 (3)	0.053 (2)	0.057 (2)	0.0099 (18)	−0.010 (2)	−0.0010 (17)
C13_3	0.040 (2)	0.0464 (18)	0.0308 (17)	−0.0041 (14)	0.0032 (15)	−0.0033 (13)
C14_3	0.039 (2)	0.0511 (19)	0.0351 (18)	−0.0003 (14)	0.0041 (15)	−0.0035 (14)
C15_3	0.046 (2)	0.072 (2)	0.0356 (19)	−0.0098 (17)	0.0066 (16)	−0.0074 (16)
C16_3	0.046 (2)	0.071 (2)	0.051 (2)	−0.0111 (18)	0.0050 (19)	−0.0025 (18)
N1_4	0.0355 (16)	0.0371 (14)	0.0264 (13)	0.0007 (11)	−0.0017 (11)	−0.0027 (10)
C1_4	0.042 (2)	0.0383 (17)	0.0318 (17)	−0.0008 (14)	−0.0067 (15)	−0.0023 (13)
C2_4	0.040 (2)	0.0449 (19)	0.043 (2)	−0.0021 (15)	−0.0022 (16)	−0.0011 (15)
C3_4	0.048 (2)	0.047 (2)	0.047 (2)	−0.0029 (16)	−0.0067 (17)	0.0009 (15)
C4_4	0.049 (2)	0.059 (2)	0.058 (2)	−0.0053 (17)	−0.0109 (19)	−0.0002 (17)
C5_4	0.0386 (19)	0.0399 (17)	0.0286 (16)	0.0009 (13)	−0.0020 (14)	−0.0045 (12)
C6_4	0.048 (2)	0.0401 (18)	0.0298 (16)	0.0050 (14)	−0.0015 (15)	−0.0039 (13)
C7_4	0.063 (2)	0.0447 (19)	0.0345 (18)	0.0119 (16)	−0.0045 (17)	−0.0088 (14)
C8_4	0.071 (3)	0.049 (2)	0.042 (2)	0.0144 (18)	−0.0072 (18)	−0.0091 (15)
C9_4	0.042 (2)	0.0379 (16)	0.0296 (16)	0.0004 (13)	0.0011 (14)	0.0004 (12)
C10_4	0.042 (2)	0.0445 (18)	0.0315 (17)	−0.0005 (14)	0.0003 (15)	−0.0034 (13)
C11_4	0.046 (2)	0.059 (2)	0.0422 (19)	−0.0089 (16)	0.0065 (16)	−0.0067 (15)
C12_4	0.044 (2)	0.077 (3)	0.052 (2)	−0.0172 (18)	0.0024 (18)	−0.0059 (18)
C13_4	0.0377 (19)	0.0394 (17)	0.0309 (17)	0.0006 (14)	−0.0017 (14)	0.0052 (13)
C14_4	0.042 (2)	0.0409 (18)	0.0409 (19)	0.0000 (14)	−0.0009 (16)	0.0002 (14)
C15_4	0.048 (2)	0.0472 (19)	0.045 (2)	0.0057 (15)	0.0009 (17)	0.0074 (15)
C16_4	0.061 (3)	0.044 (2)	0.057 (2)	0.0073 (16)	−0.0064 (19)	0.0051 (16)
O1_5	0.0443 (14)	0.0381 (12)	0.0621 (15)	−0.0014 (10)	−0.0114 (12)	−0.0077 (10)
O2_5	0.0431 (14)	0.0340 (11)	0.0576 (14)	0.0103 (10)	−0.0008 (11)	−0.0030 (9)
O3_5	0.0309 (13)	0.0542 (13)	0.0631 (15)	0.0058 (10)	−0.0076 (11)	0.0025 (11)
O4_5	0.0344 (13)	0.0393 (12)	0.0763 (17)	0.0045 (9)	−0.0156 (11)	−0.0075 (11)
C17_5	0.037 (2)	0.0351 (17)	0.0322 (16)	0.0019 (14)	0.0019 (14)	0.0008 (12)
C18_5	0.0294 (16)	0.0320 (14)	0.0257 (14)	−0.0007 (11)	0.0022 (12)	0.0009 (11)
C19_5	0.0298 (18)	0.0474 (19)	0.0293 (16)	0.0029 (14)	0.0012 (13)	0.0036 (13)
C20_5	0.039 (2)	0.0496 (19)	0.0421 (19)	−0.0110 (16)	−0.0061 (17)	−0.0071 (14)
C21_5	0.050 (2)	0.0362 (17)	0.0395 (18)	−0.0090 (14)	0.0019 (16)	−0.0071 (13)
C22_5	0.047 (2)	0.0280 (15)	0.0383 (17)	0.0045 (13)	0.0047 (15)	−0.0004 (12)
C23_5	0.0304 (17)	0.0355 (16)	0.0327 (16)	−0.0017 (12)	0.0006 (13)	0.0034 (12)
O1_6	0.0383 (13)	0.0428 (13)	0.0499 (14)	−0.0126 (10)	−0.0063 (11)	0.0030 (10)
O2_6	0.0342 (12)	0.0423 (13)	0.0514 (14)	0.0042 (9)	−0.0028 (10)	−0.0055 (10)
O3_6	0.0375 (13)	0.0323 (11)	0.0668 (15)	−0.0008 (9)	−0.0086 (12)	−0.0071 (10)
O4_6	0.0572 (15)	0.0331 (11)	0.0605 (15)	−0.0042 (10)	−0.0099 (13)	−0.0050 (10)
C17_6	0.0348 (19)	0.0402 (18)	0.0303 (16)	−0.0036 (14)	−0.0038 (14)	0.0037 (13)
C18_6	0.0308 (16)	0.0327 (15)	0.0285 (15)	0.0005 (12)	−0.0020 (12)	0.0006 (11)
C19_6	0.0350 (18)	0.0342 (16)	0.0332 (16)	−0.0003 (12)	−0.0071 (14)	−0.0008 (12)
C20_6	0.0330 (18)	0.0440 (18)	0.0406 (18)	−0.0031 (13)	−0.0047 (14)	0.0026 (13)
C21_6	0.0302 (19)	0.062 (2)	0.0392 (18)	0.0086 (16)	0.0036 (15)	0.0037 (15)
C22_6	0.048 (2)	0.044 (2)	0.0399 (19)	0.0153 (17)	0.0002 (16)	−0.0034 (15)
C23_6	0.049 (2)	0.0319 (16)	0.0293 (16)	0.0017 (14)	−0.0059 (15)	−0.0010 (12)
O1_7	0.0428 (14)	0.0407 (12)	0.0606 (15)	0.0136 (10)	−0.0009 (11)	−0.0036 (10)
O2_7	0.0416 (14)	0.0386 (12)	0.0648 (15)	−0.0020 (10)	−0.0064 (11)	−0.0084 (10)
O3_7	0.0290 (13)	0.0387 (12)	0.0925 (19)	0.0002 (9)	−0.0058 (12)	−0.0030 (12)
O4_7	0.0334 (13)	0.0600 (14)	0.0650 (16)	0.0073 (10)	−0.0061 (11)	0.0010 (12)
C17_7	0.041 (2)	0.0357 (17)	0.0324 (17)	0.0024 (14)	−0.0036 (14)	−0.0009 (12)
C18_7	0.0296 (17)	0.0381 (15)	0.0265 (15)	0.0004 (12)	−0.0011 (12)	0.0015 (11)
C19_7	0.0311 (18)	0.0401 (17)	0.0359 (17)	−0.0018 (13)	0.0021 (13)	0.0000 (12)
C20_7	0.044 (2)	0.0344 (16)	0.0422 (18)	0.0031 (13)	0.0006 (15)	−0.0024 (13)
C21_7	0.058 (2)	0.0395 (19)	0.047 (2)	−0.0077 (16)	−0.0072 (17)	−0.0057 (15)
C22_7	0.043 (2)	0.057 (2)	0.049 (2)	−0.0185 (17)	−0.0095 (17)	0.0015 (16)
C23_7	0.0321 (18)	0.0474 (19)	0.0291 (16)	−0.0012 (14)	−0.0003 (14)	0.0021 (13)
O1_8	0.0349 (13)	0.0418 (13)	0.0653 (16)	0.0037 (10)	−0.0006 (11)	−0.0089 (11)
O2_8	0.0359 (13)	0.0435 (12)	0.0585 (15)	−0.0102 (10)	−0.0043 (11)	0.0016 (10)
O3_8	0.0507 (14)	0.0310 (11)	0.0706 (16)	−0.0059 (9)	−0.0084 (13)	−0.0034 (10)
O4_8	0.0351 (13)	0.0324 (12)	0.0881 (18)	0.0007 (9)	−0.0054 (13)	−0.0135 (11)
C17_8	0.0355 (19)	0.0373 (18)	0.0336 (17)	−0.0051 (14)	−0.0048 (14)	0.0021 (13)
C18_8	0.0308 (16)	0.0313 (15)	0.0260 (15)	−0.0001 (11)	−0.0043 (12)	0.0008 (11)
C19_8	0.047 (2)	0.0280 (16)	0.0381 (18)	−0.0023 (14)	−0.0103 (15)	0.0000 (12)
C20_8	0.046 (2)	0.0352 (17)	0.052 (2)	0.0100 (15)	−0.0024 (17)	−0.0086 (15)
C21_8	0.0337 (19)	0.0459 (19)	0.0444 (19)	0.0080 (14)	−0.0025 (15)	−0.0020 (14)
C22_8	0.0339 (18)	0.0373 (17)	0.0410 (18)	−0.0023 (12)	−0.0066 (14)	0.0003 (12)
C23_8	0.0351 (18)	0.0304 (16)	0.0363 (17)	0.0009 (12)	−0.0068 (14)	−0.0024 (12)
O1_9	0.0421 (15)	0.0393 (13)	0.0845 (19)	−0.0059 (10)	−0.0176 (13)	0.0081 (11)
O2_9	0.0361 (14)	0.0541 (14)	0.0619 (15)	−0.0029 (10)	−0.0106 (12)	0.0051 (11)
O3_9	0.0383 (14)	0.0469 (13)	0.0560 (15)	−0.0083 (11)	−0.0083 (11)	−0.0085 (11)
O4_9	0.0373 (14)	0.0365 (12)	0.0645 (15)	−0.0082 (10)	−0.0138 (12)	0.0005 (10)
C17_9	0.0342 (19)	0.0406 (18)	0.049 (2)	−0.0040 (14)	0.0023 (16)	−0.0027 (14)
C18_9	0.0302 (18)	0.0330 (16)	0.0319 (16)	−0.0025 (12)	0.0044 (14)	−0.0039 (12)
C19_9	0.0319 (18)	0.0431 (17)	0.0350 (17)	−0.0069 (13)	0.0042 (14)	−0.0120 (13)
C20_9	0.045 (2)	0.0317 (16)	0.0430 (18)	−0.0064 (13)	0.0058 (15)	−0.0079 (13)
C21_9	0.049 (2)	0.0354 (16)	0.0452 (19)	0.0004 (14)	−0.0062 (16)	−0.0030 (13)
C22_9	0.037 (2)	0.0381 (18)	0.048 (2)	−0.0034 (14)	−0.0100 (16)	−0.0007 (14)
C23_9	0.0315 (17)	0.0367 (17)	0.0392 (18)	−0.0073 (14)	0.0016 (14)	−0.0061 (13)
O1_10	0.0411 (14)	0.0428 (13)	0.0742 (17)	0.0056 (11)	−0.0020 (12)	−0.0029 (12)
O2_10	0.0608 (16)	0.0353 (13)	0.0662 (16)	0.0048 (10)	0.0037 (13)	−0.0033 (11)
O3_10	0.0534 (16)	0.0406 (13)	0.0623 (16)	0.0131 (11)	−0.0106 (13)	−0.0027 (11)
O4_10	0.0402 (14)	0.0376 (12)	0.0638 (16)	0.0121 (10)	−0.0060 (11)	0.0044 (11)
C17_10	0.049 (2)	0.0365 (18)	0.0432 (18)	0.0104 (15)	−0.0053 (15)	−0.0118 (13)
C18_10	0.0397 (19)	0.0326 (16)	0.0345 (16)	0.0055 (13)	−0.0082 (14)	−0.0084 (12)
C19_10	0.048 (2)	0.0360 (17)	0.0340 (17)	0.0104 (14)	−0.0133 (15)	−0.0103 (12)
C20_10	0.038 (2)	0.0477 (19)	0.048 (2)	0.0119 (14)	−0.0126 (16)	−0.0101 (14)
C21_10	0.039 (2)	0.053 (2)	0.051 (2)	0.0019 (15)	−0.0073 (16)	−0.0068 (15)
C22_10	0.045 (2)	0.0378 (18)	0.056 (2)	0.0080 (15)	−0.0082 (17)	−0.0025 (15)
C23_10	0.040 (2)	0.0383 (16)	0.0407 (19)	0.0096 (15)	−0.0097 (15)	−0.0076 (13)
O1_11	0.0408 (14)	0.0398 (13)	0.0834 (19)	0.0054 (10)	0.0037 (12)	0.0040 (12)
O2_11	0.0532 (15)	0.0317 (12)	0.0624 (15)	0.0030 (10)	0.0025 (12)	−0.0018 (10)
O3_11	0.0355 (13)	0.0345 (12)	0.0660 (16)	0.0079 (9)	−0.0028 (11)	0.0007 (11)
O4_11	0.0497 (15)	0.0356 (12)	0.0520 (14)	0.0098 (10)	−0.0072 (12)	0.0009 (10)
C17_11	0.044 (2)	0.0346 (17)	0.0459 (19)	0.0054 (14)	−0.0031 (15)	−0.0091 (13)
C18_11	0.0334 (18)	0.0343 (16)	0.0315 (16)	0.0053 (13)	−0.0018 (13)	−0.0083 (12)
C19_11	0.040 (2)	0.0339 (16)	0.0381 (18)	0.0075 (15)	−0.0059 (15)	−0.0088 (13)
C20_11	0.039 (2)	0.0373 (17)	0.050 (2)	0.0030 (14)	−0.0028 (15)	0.0007 (14)
C21_11	0.0326 (19)	0.0474 (19)	0.054 (2)	0.0021 (14)	−0.0063 (15)	−0.0028 (15)
C22_11	0.0332 (19)	0.0483 (19)	0.0473 (19)	0.0095 (14)	−0.0122 (15)	−0.0106 (14)
C23_11	0.044 (2)	0.0342 (16)	0.0329 (16)	0.0089 (13)	−0.0094 (14)	−0.0092 (12)
O1_12	0.0429 (15)	0.0353 (13)	0.099 (2)	−0.0043 (10)	−0.0175 (14)	0.0039 (11)
O2_12	0.0302 (13)	0.0528 (13)	0.0688 (16)	−0.0034 (10)	−0.0074 (12)	0.0046 (11)
O3_12	0.0366 (14)	0.0329 (12)	0.0662 (16)	−0.0088 (9)	−0.0123 (12)	−0.0009 (10)
O4_12	0.0390 (15)	0.0537 (14)	0.0504 (14)	−0.0114 (11)	−0.0090 (11)	−0.0034 (11)
C17_12	0.0309 (19)	0.0431 (18)	0.0462 (19)	−0.0054 (13)	0.0021 (15)	−0.0021 (13)
C18_12	0.0311 (18)	0.0360 (16)	0.0363 (17)	−0.0043 (12)	0.0010 (14)	−0.0052 (12)
C19_12	0.0359 (18)	0.0348 (18)	0.0416 (18)	−0.0065 (15)	0.0022 (15)	−0.0061 (14)
C20_12	0.041 (2)	0.0398 (18)	0.052 (2)	−0.0035 (14)	−0.0067 (16)	−0.0039 (14)
C21_12	0.053 (2)	0.0319 (16)	0.050 (2)	−0.0014 (14)	−0.0064 (17)	−0.0032 (13)
C22_12	0.049 (2)	0.0337 (17)	0.0441 (19)	−0.0099 (13)	0.0019 (16)	−0.0101 (13)
C23_12	0.0314 (18)	0.0442 (17)	0.0293 (16)	−0.0072 (13)	0.0011 (14)	−0.0062 (12)

Geometric parameters (Å, º)

N1_1—C5_1	1.518 (4)	C4_4—H4B_4	0.9800
N1_1—C9_1	1.521 (4)	C4_4—H4C_4	0.9800
N1_1—C13_1	1.526 (4)	C5_4—C6_4	1.517 (4)
N1_1—C1_1	1.530 (4)	C5_4—H5A_4	0.9900
C1_1—C2_1	1.530 (5)	C5_4—H5B_4	0.9900
C1_1—H1A_1	0.9900	C6_4—C7_4	1.531 (4)
C1_1—H1B_1	0.9900	C6_4—H6A_4	0.9900
C2_1—C3_1	1.530 (4)	C6_4—H6B_4	0.9900
C2_1—H2A_1	0.9900	C7_4—C8_4	1.522 (5)
C2_1—H2B_1	0.9900	C7_4—H7A_4	0.9900
C3_1—C4_1	1.517 (5)	C7_4—H7B_4	0.9900
C3_1—H3A_1	0.9900	C8_4—H8A_4	0.9800
C3_1—H3B_1	0.9900	C8_4—H8B_4	0.9800
C4_1—H4A_1	0.9800	C8_4—H8C_4	0.9800
C4_1—H4B_1	0.9800	C9_4—C10_4	1.514 (5)
C4_1—H4C_1	0.9800	C9_4—H9A_4	0.9900
C5_1—C6_1	1.521 (5)	C9_4—H9B_4	0.9900
C5_1—H5A_1	0.9900	C10_4—C11_4	1.516 (5)
C5_1—H5B_1	0.9900	C10_4—H10A_4	0.9900
C6_1—C7_1	1.522 (5)	C10_4—H10B_4	0.9900
C6_1—H6A_1	0.9900	C11_4—C12_4	1.524 (6)
C6_1—H6B_1	0.9900	C11_4—H11A_4	0.9900
C7_1—C8_1	1.521 (5)	C11_4—H11B_4	0.9900
C7_1—H7A_1	0.9900	C12_4—H12A_4	0.9800
C7_1—H7B_1	0.9900	C12_4—H12B_4	0.9800
C8_1—H8A_1	0.9800	C12_4—H12C_4	0.9800
C8_1—H8B_1	0.9800	C13_4—C14_4	1.517 (5)
C8_1—H8C_1	0.9800	C13_4—H13A_4	0.9900
C9_1—C10_1	1.518 (4)	C13_4—H13B_4	0.9900
C9_1—H9A_1	0.9900	C14_4—C15_4	1.533 (5)
C9_1—H9B_1	0.9900	C14_4—H14A_4	0.9900
C10_1—C11_1	1.511 (5)	C14_4—H14B_4	0.9900
C10_1—H10A_1	0.9900	C15_4—C16_4	1.520 (5)
C10_1—H10B_1	0.9900	C15_4—H15A_4	0.9900
C11_1—C12_1	1.517 (5)	C15_4—H15B_4	0.9900
C11_1—H11A_1	0.9900	C16_4—H16A_4	0.9800
C11_1—H11B_1	0.9900	C16_4—H16B_4	0.9800
C12_1—H12A_1	0.9800	C16_4—H16C_4	0.9800
C12_1—H12B_1	0.9800	O1_5—C17_5	1.247 (4)
C12_1—H12C_1	0.9800	O2_5—C17_5	1.288 (4)
C13_1—C14_1	1.514 (5)	O3_5—C19_5	1.359 (4)
C13_1—H13A_1	0.9900	O3_5—H3_5	0.8400
C13_1—H13B_1	0.9900	O4_5—C23_5	1.346 (4)
C14_1—C15_1	1.535 (5)	O4_5—H4_5	0.8400
C14_1—H14A_1	0.9900	C17_5—C18_5	1.486 (4)
C14_1—H14B_1	0.9900	C18_5—C19_5	1.402 (4)
C15_1—C16_1	1.506 (5)	C18_5—C23_5	1.409 (4)
C15_1—H15A_1	0.9900	C19_5—C20_5	1.384 (4)
C15_1—H15B_1	0.9900	C20_5—C21_5	1.392 (5)
C16_1—H16A_1	0.9800	C20_5—H20_5	0.9500
C16_1—H16B_1	0.9800	C21_5—C22_5	1.365 (5)
C16_1—H16C_1	0.9800	C21_5—H21_5	0.9500
N1_2—C5_2	1.523 (4)	C22_5—C23_5	1.397 (4)
N1_2—C1_2	1.524 (4)	C22_5—H22_5	0.9500
N1_2—C9_2	1.524 (4)	O1_6—C17_6	1.292 (4)
N1_2—C13_2	1.527 (4)	O2_6—C17_6	1.254 (4)
C1_2—C2_2	1.514 (5)	O3_6—C19_6	1.348 (3)
C1_2—H1A_2	0.9900	O3_6—H3_6	0.8400
C1_2—H1B_2	0.9900	O4_6—C23_6	1.356 (4)
C2_2—C3_2	1.505 (5)	O4_6—H4_6	0.8400
C2_2—H2A_2	0.9900	C17_6—C18_6	1.481 (4)
C2_2—H2B_2	0.9900	C18_6—C19_6	1.409 (4)
C3_2—C4_2	1.521 (6)	C18_6—C23_6	1.413 (4)
C3_2—H3A_2	0.9900	C19_6—C20_6	1.391 (4)
C3_2—H3B_2	0.9900	C20_6—C21_6	1.370 (4)
C4_2—H4A_2	0.9800	C20_6—H20_6	0.9500
C4_2—H4B_2	0.9800	C21_6—C22_6	1.382 (5)
C4_2—H4C_2	0.9800	C21_6—H21_6	0.9500
C5_2—C6_2	1.515 (5)	C22_6—C23_6	1.380 (5)
C5_2—H5A_2	0.9900	C22_6—H22_6	0.9500
C5_2—H5B_2	0.9900	O1_7—C17_7	1.283 (4)
C6_2—C7_2	1.526 (5)	O2_7—C17_7	1.249 (4)
C6_2—H6A_2	0.9900	O3_7—C19_7	1.351 (4)
C6_2—H6B_2	0.9900	O3_7—H3_7	0.8400
C7_2—C8_2	1.517 (5)	O4_7—C23_7	1.358 (4)
C7_2—H7A_2	0.9900	O4_7—H4_7	0.8400
C7_2—H7B_2	0.9900	C17_7—C18_7	1.484 (4)
C8_2—H8A_2	0.9800	C18_7—C19_7	1.405 (4)
C8_2—H8B_2	0.9800	C18_7—C23_7	1.408 (4)
C8_2—H8C_2	0.9800	C19_7—C20_7	1.383 (4)
C9_2—C10_2	1.520 (5)	C20_7—C21_7	1.375 (5)
C9_2—H9A_2	0.9900	C20_7—H20_7	0.9500
C9_2—H9B_2	0.9900	C21_7—C22_7	1.376 (5)
C10_2—C11_2	1.522 (4)	C21_7—H21_7	0.9500
C10_2—H10A_2	0.9900	C22_7—C23_7	1.377 (4)
C10_2—H10B_2	0.9900	C22_7—H22_7	0.9500
C11_2—C12_2	1.534 (5)	O1_8—C17_8	1.246 (4)
C11_2—H11A_2	0.9900	O2_8—C17_8	1.293 (4)
C11_2—H11B_2	0.9900	O3_8—C19_8	1.363 (4)
C12_2—H12A_2	0.9800	O3_8—H3_8	0.8400
C12_2—H12B_2	0.9800	O4_8—C23_8	1.346 (3)
C12_2—H12C_2	0.9800	O4_8—H4_8	0.8400
C13_2—C14_2	1.513 (5)	C17_8—C18_8	1.484 (4)
C13_2—H13A_2	0.9900	C18_8—C19_8	1.404 (4)
C13_2—H13B_2	0.9900	C18_8—C23_8	1.411 (4)
C14_2—C15_2	1.531 (5)	C19_8—C20_8	1.379 (5)
C14_2—H14A_2	0.9900	C20_8—C21_8	1.390 (5)
C14_2—H14B_2	0.9900	C20_8—H20_8	0.9500
C15_2—C16_2	1.533 (5)	C21_8—C22_8	1.378 (4)
C15_2—H15A_2	0.9900	C21_8—H21_8	0.9500
C15_2—H15B_2	0.9900	C22_8—C23_8	1.388 (4)
C16_2—H16A_2	0.9800	C22_8—H22_8	0.9500
C16_2—H16B_2	0.9800	O1_9—C17_9	1.328 (4)
C16_2—H16C_2	0.9800	O1_9—H1_9	0.8400
N1_3—C5_3	1.509 (4)	O2_9—C17_9	1.231 (4)
N1_3—C13_3	1.520 (4)	O3_9—C19_9	1.365 (4)
N1_3—C1_3	1.524 (4)	O3_9—H3_9	0.8400
N1_3—C9_3	1.528 (4)	O4_9—C23_9	1.358 (4)
C1_3—C2_3	1.512 (5)	O4_9—H4_9	0.8400
C1_3—H1A_3	0.9900	C17_9—C18_9	1.473 (4)
C1_3—H1B_3	0.9900	C18_9—C23_9	1.411 (4)
C2_3—C3_3	1.521 (5)	C18_9—C19_9	1.413 (4)
C2_3—H2A_3	0.9900	C19_9—C20_9	1.381 (4)
C2_3—H2B_3	0.9900	C20_9—C21_9	1.370 (5)
C3_3—C4_3	1.519 (5)	C20_9—H20_9	0.9500
C3_3—H3A_3	0.9900	C21_9—C22_9	1.395 (4)
C3_3—H3B_3	0.9900	C21_9—H21_9	0.9500
C4_3—H4A_3	0.9800	C22_9—C23_9	1.385 (4)
C4_3—H4B_3	0.9800	C22_9—H22_9	0.9500
C4_3—H4C_3	0.9800	O1_10—C17_10	1.322 (4)
C5_3—C6_3	1.521 (5)	O1_10—H1_10	0.8400
C5_3—H5A_3	0.9900	O2_10—C17_10	1.238 (4)
C5_3—H5B_3	0.9900	O3_10—C19_10	1.360 (4)
C6_3—C7_3	1.533 (5)	O3_10—H3_10	0.8400
C6_3—H6A_3	0.9900	O4_10—C23_10	1.360 (4)
C6_3—H6B_3	0.9900	O4_10—H4_10	0.8400
C7_3—C8_3	1.526 (6)	C17_10—C18_10	1.466 (4)
C7_3—H7A_3	0.9900	C18_10—C23_10	1.407 (4)
C7_3—H7B_3	0.9900	C18_10—C19_10	1.408 (4)
C8_3—H8A_3	0.9800	C19_10—C20_10	1.385 (5)
C8_3—H8B_3	0.9800	C20_10—C21_10	1.371 (4)
C8_3—H8C_3	0.9800	C20_10—H20_10	0.9500
C9_3—C10_3	1.518 (4)	C21_10—C22_10	1.394 (4)
C9_3—H9A_3	0.9900	C21_10—H21_10	0.9500
C9_3—H9B_3	0.9900	C22_10—C23_10	1.382 (4)
C10_3—C11_3	1.526 (5)	C22_10—H22_10	0.9500
C10_3—H10A_3	0.9900	O1_11—C17_11	1.324 (4)
C10_3—H10B_3	0.9900	O1_11—H1_11	0.8400
C11_3—C12_3	1.525 (5)	O2_11—C17_11	1.232 (4)
C11_3—H11A_3	0.9900	O3_11—C19_11	1.363 (4)
C11_3—H11B_3	0.9900	O3_11—H3_11	0.8400
C12_3—H12A_3	0.9800	O4_11—C23_11	1.355 (3)
C12_3—H12B_3	0.9800	O4_11—H4_11	0.8400
C12_3—H12C_3	0.9800	C17_11—C18_11	1.467 (4)
C13_3—C14_3	1.518 (5)	C18_11—C19_11	1.411 (4)
C13_3—H13A_3	0.9900	C18_11—C23_11	1.419 (4)
C13_3—H13B_3	0.9900	C19_11—C20_11	1.382 (4)
C14_3—C15_3	1.526 (5)	C20_11—C21_11	1.375 (4)
C14_3—H14A_3	0.9900	C20_11—H20_11	0.9500
C14_3—H14B_3	0.9900	C21_11—C22_11	1.378 (4)
C15_3—C16_3	1.511 (6)	C21_11—H21_11	0.9500
C15_3—H15A_3	0.9900	C22_11—C23_11	1.377 (4)
C15_3—H15B_3	0.9900	C22_11—H22_11	0.9500
C16_3—H16A_3	0.9800	O1_12—C17_12	1.321 (4)
C16_3—H16B_3	0.9800	O1_12—H1_12	0.8400
C16_3—H16C_3	0.9800	O2_12—C17_12	1.229 (4)
N1_4—C9_4	1.514 (4)	O3_12—C19_12	1.363 (4)
N1_4—C5_4	1.523 (4)	O3_12—H3_12	0.8400
N1_4—C1_4	1.527 (4)	O4_12—C23_12	1.352 (4)
N1_4—C13_4	1.528 (4)	O4_12—H4_12	0.8400
C1_4—C2_4	1.514 (5)	C17_12—C18_12	1.463 (4)
C1_4—H1A_4	0.9900	C18_12—C19_12	1.397 (5)
C1_4—H1B_4	0.9900	C18_12—C23_12	1.421 (4)
C2_4—C3_4	1.523 (5)	C19_12—C20_12	1.384 (4)
C2_4—H2A_4	0.9900	C20_12—C21_12	1.393 (4)
C2_4—H2B_4	0.9900	C20_12—H20_12	0.9500
C3_4—C4_4	1.504 (5)	C21_12—C22_12	1.373 (5)
C3_4—H3A_4	0.9900	C21_12—H21_12	0.9500
C3_4—H3B_4	0.9900	C22_12—C23_12	1.389 (4)
C4_4—H4A_4	0.9800	C22_12—H22_12	0.9500
C5_1—N1_1—C9_1	111.2 (3)	C14_3—C15_3—H15B_3	109.1
C5_1—N1_1—C13_1	107.6 (2)	H15A_3—C15_3—H15B_3	107.8
C9_1—N1_1—C13_1	110.2 (2)	C15_3—C16_3—H16A_3	109.5
C5_1—N1_1—C1_1	111.3 (2)	C15_3—C16_3—H16B_3	109.5
C9_1—N1_1—C1_1	106.2 (2)	H16A_3—C16_3—H16B_3	109.5
C13_1—N1_1—C1_1	110.4 (2)	C15_3—C16_3—H16C_3	109.5
N1_1—C1_1—C2_1	114.8 (3)	H16A_3—C16_3—H16C_3	109.5
N1_1—C1_1—H1A_1	108.6	H16B_3—C16_3—H16C_3	109.5
C2_1—C1_1—H1A_1	108.6	C9_4—N1_4—C5_4	111.0 (2)
N1_1—C1_1—H1B_1	108.6	C9_4—N1_4—C1_4	106.6 (2)
C2_1—C1_1—H1B_1	108.6	C5_4—N1_4—C1_4	110.4 (2)
H1A_1—C1_1—H1B_1	107.5	C9_4—N1_4—C13_4	111.2 (2)
C1_1—C2_1—C3_1	110.0 (3)	C5_4—N1_4—C13_4	106.2 (2)
C1_1—C2_1—H2A_1	109.7	C1_4—N1_4—C13_4	111.5 (2)
C3_1—C2_1—H2A_1	109.7	C2_4—C1_4—N1_4	116.1 (3)
C1_1—C2_1—H2B_1	109.7	C2_4—C1_4—H1A_4	108.3
C3_1—C2_1—H2B_1	109.7	N1_4—C1_4—H1A_4	108.3
H2A_1—C2_1—H2B_1	108.2	C2_4—C1_4—H1B_4	108.3
C4_1—C3_1—C2_1	111.8 (3)	N1_4—C1_4—H1B_4	108.3
C4_1—C3_1—H3A_1	109.3	H1A_4—C1_4—H1B_4	107.4
C2_1—C3_1—H3A_1	109.3	C1_4—C2_4—C3_4	110.6 (3)
C4_1—C3_1—H3B_1	109.3	C1_4—C2_4—H2A_4	109.5
C2_1—C3_1—H3B_1	109.3	C3_4—C2_4—H2A_4	109.5
H3A_1—C3_1—H3B_1	107.9	C1_4—C2_4—H2B_4	109.5
C3_1—C4_1—H4A_1	109.5	C3_4—C2_4—H2B_4	109.5
C3_1—C4_1—H4B_1	109.5	H2A_4—C2_4—H2B_4	108.1
H4A_1—C4_1—H4B_1	109.5	C4_4—C3_4—C2_4	113.0 (3)
C3_1—C4_1—H4C_1	109.5	C4_4—C3_4—H3A_4	109.0
H4A_1—C4_1—H4C_1	109.5	C2_4—C3_4—H3A_4	109.0
H4B_1—C4_1—H4C_1	109.5	C4_4—C3_4—H3B_4	109.0
N1_1—C5_1—C6_1	114.7 (2)	C2_4—C3_4—H3B_4	109.0
N1_1—C5_1—H5A_1	108.6	H3A_4—C3_4—H3B_4	107.8
C6_1—C5_1—H5A_1	108.6	C3_4—C4_4—H4A_4	109.5
N1_1—C5_1—H5B_1	108.6	C3_4—C4_4—H4B_4	109.5
C6_1—C5_1—H5B_1	108.6	H4A_4—C4_4—H4B_4	109.5
H5A_1—C5_1—H5B_1	107.6	C3_4—C4_4—H4C_4	109.5
C5_1—C6_1—C7_1	111.3 (3)	H4A_4—C4_4—H4C_4	109.5
C5_1—C6_1—H6A_1	109.4	H4B_4—C4_4—H4C_4	109.5
C7_1—C6_1—H6A_1	109.4	C6_4—C5_4—N1_4	116.4 (2)
C5_1—C6_1—H6B_1	109.4	C6_4—C5_4—H5A_4	108.2
C7_1—C6_1—H6B_1	109.4	N1_4—C5_4—H5A_4	108.2
H6A_1—C6_1—H6B_1	108.0	C6_4—C5_4—H5B_4	108.2
C8_1—C7_1—C6_1	110.7 (3)	N1_4—C5_4—H5B_4	108.2
C8_1—C7_1—H7A_1	109.5	H5A_4—C5_4—H5B_4	107.3
C6_1—C7_1—H7A_1	109.5	C5_4—C6_4—C7_4	108.2 (3)
C8_1—C7_1—H7B_1	109.5	C5_4—C6_4—H6A_4	110.1
C6_1—C7_1—H7B_1	109.5	C7_4—C6_4—H6A_4	110.1
H7A_1—C7_1—H7B_1	108.1	C5_4—C6_4—H6B_4	110.1
C7_1—C8_1—H8A_1	109.5	C7_4—C6_4—H6B_4	110.1
C7_1—C8_1—H8B_1	109.5	H6A_4—C6_4—H6B_4	108.4
H8A_1—C8_1—H8B_1	109.5	C8_4—C7_4—C6_4	112.6 (3)
C7_1—C8_1—H8C_1	109.5	C8_4—C7_4—H7A_4	109.1
H8A_1—C8_1—H8C_1	109.5	C6_4—C7_4—H7A_4	109.1
H8B_1—C8_1—H8C_1	109.5	C8_4—C7_4—H7B_4	109.1
C10_1—C9_1—N1_1	115.9 (3)	C6_4—C7_4—H7B_4	109.1
C10_1—C9_1—H9A_1	108.3	H7A_4—C7_4—H7B_4	107.8
N1_1—C9_1—H9A_1	108.3	C7_4—C8_4—H8A_4	109.5
C10_1—C9_1—H9B_1	108.3	C7_4—C8_4—H8B_4	109.5
N1_1—C9_1—H9B_1	108.3	H8A_4—C8_4—H8B_4	109.5
H9A_1—C9_1—H9B_1	107.4	C7_4—C8_4—H8C_4	109.5
C11_1—C10_1—C9_1	109.7 (3)	H8A_4—C8_4—H8C_4	109.5
C11_1—C10_1—H10A_1	109.7	H8B_4—C8_4—H8C_4	109.5
C9_1—C10_1—H10A_1	109.7	N1_4—C9_4—C10_4	117.4 (2)
C11_1—C10_1—H10B_1	109.7	N1_4—C9_4—H9A_4	108.0
C9_1—C10_1—H10B_1	109.7	C10_4—C9_4—H9A_4	108.0
H10A_1—C10_1—H10B_1	108.2	N1_4—C9_4—H9B_4	108.0
C10_1—C11_1—C12_1	113.8 (3)	C10_4—C9_4—H9B_4	108.0
C10_1—C11_1—H11A_1	108.8	H9A_4—C9_4—H9B_4	107.2
C12_1—C11_1—H11A_1	108.8	C9_4—C10_4—C11_4	109.1 (3)
C10_1—C11_1—H11B_1	108.8	C9_4—C10_4—H10A_4	109.9
C12_1—C11_1—H11B_1	108.8	C11_4—C10_4—H10A_4	109.9
H11A_1—C11_1—H11B_1	107.7	C9_4—C10_4—H10B_4	109.9
C11_1—C12_1—H12A_1	109.5	C11_4—C10_4—H10B_4	109.9
C11_1—C12_1—H12B_1	109.5	H10A_4—C10_4—H10B_4	108.3
H12A_1—C12_1—H12B_1	109.5	C10_4—C11_4—C12_4	113.0 (3)
C11_1—C12_1—H12C_1	109.5	C10_4—C11_4—H11A_4	109.0
H12A_1—C12_1—H12C_1	109.5	C12_4—C11_4—H11A_4	109.0
H12B_1—C12_1—H12C_1	109.5	C10_4—C11_4—H11B_4	109.0
C14_1—C13_1—N1_1	115.7 (2)	C12_4—C11_4—H11B_4	109.0
C14_1—C13_1—H13A_1	108.4	H11A_4—C11_4—H11B_4	107.8
N1_1—C13_1—H13A_1	108.4	C11_4—C12_4—H12A_4	109.5
C14_1—C13_1—H13B_1	108.4	C11_4—C12_4—H12B_4	109.5
N1_1—C13_1—H13B_1	108.3	H12A_4—C12_4—H12B_4	109.5
H13A_1—C13_1—H13B_1	107.4	C11_4—C12_4—H12C_4	109.5
C13_1—C14_1—C15_1	110.9 (3)	H12A_4—C12_4—H12C_4	109.5
C13_1—C14_1—H14A_1	109.5	H12B_4—C12_4—H12C_4	109.5
C15_1—C14_1—H14A_1	109.5	C14_4—C13_4—N1_4	115.8 (3)
C13_1—C14_1—H14B_1	109.5	C14_4—C13_4—H13A_4	108.3
C15_1—C14_1—H14B_1	109.5	N1_4—C13_4—H13A_4	108.3
H14A_1—C14_1—H14B_1	108.0	C14_4—C13_4—H13B_4	108.3
C16_1—C15_1—C14_1	112.9 (3)	N1_4—C13_4—H13B_4	108.3
C16_1—C15_1—H15A_1	109.0	H13A_4—C13_4—H13B_4	107.4
C14_1—C15_1—H15A_1	109.0	C13_4—C14_4—C15_4	109.5 (3)
C16_1—C15_1—H15B_1	109.0	C13_4—C14_4—H14A_4	109.8
C14_1—C15_1—H15B_1	109.0	C15_4—C14_4—H14A_4	109.8
H15A_1—C15_1—H15B_1	107.8	C13_4—C14_4—H14B_4	109.8
C15_1—C16_1—H16A_1	109.5	C15_4—C14_4—H14B_4	109.8
C15_1—C16_1—H16B_1	109.5	H14A_4—C14_4—H14B_4	108.2
H16A_1—C16_1—H16B_1	109.5	C16_4—C15_4—C14_4	111.5 (3)
C15_1—C16_1—H16C_1	109.5	C16_4—C15_4—H15A_4	109.3
H16A_1—C16_1—H16C_1	109.5	C14_4—C15_4—H15A_4	109.3
H16B_1—C16_1—H16C_1	109.5	C16_4—C15_4—H15B_4	109.3
C5_2—N1_2—C1_2	109.9 (2)	C14_4—C15_4—H15B_4	109.3
C5_2—N1_2—C9_2	110.7 (2)	H15A_4—C15_4—H15B_4	108.0
C1_2—N1_2—C9_2	107.8 (2)	C15_4—C16_4—H16A_4	109.5
C5_2—N1_2—C13_2	107.2 (2)	C15_4—C16_4—H16B_4	109.5
C1_2—N1_2—C13_2	110.6 (2)	H16A_4—C16_4—H16B_4	109.5
C9_2—N1_2—C13_2	110.6 (2)	C15_4—C16_4—H16C_4	109.5
C2_2—C1_2—N1_2	115.3 (3)	H16A_4—C16_4—H16C_4	109.5
C2_2—C1_2—H1A_2	108.5	H16B_4—C16_4—H16C_4	109.5
N1_2—C1_2—H1A_2	108.5	C19_5—O3_5—H3_5	109.5
C2_2—C1_2—H1B_2	108.5	C23_5—O4_5—H4_5	109.5
N1_2—C1_2—H1B_2	108.5	O1_5—C17_5—O2_5	122.7 (3)
H1A_2—C1_2—H1B_2	107.5	O1_5—C17_5—C18_5	120.2 (3)
C3_2—C2_2—C1_2	112.4 (3)	O2_5—C17_5—C18_5	117.1 (3)
C3_2—C2_2—H2A_2	109.1	C19_5—C18_5—C23_5	118.2 (3)
C1_2—C2_2—H2A_2	109.1	C19_5—C18_5—C17_5	121.6 (3)
C3_2—C2_2—H2B_2	109.1	C23_5—C18_5—C17_5	120.2 (3)
C1_2—C2_2—H2B_2	109.1	O3_5—C19_5—C20_5	117.8 (3)
H2A_2—C2_2—H2B_2	107.8	O3_5—C19_5—C18_5	121.1 (3)
C2_2—C3_2—C4_2	111.7 (3)	C20_5—C19_5—C18_5	121.1 (3)
C2_2—C3_2—H3A_2	109.3	C19_5—C20_5—C21_5	119.1 (3)
C4_2—C3_2—H3A_2	109.3	C19_5—C20_5—H20_5	120.4
C2_2—C3_2—H3B_2	109.3	C21_5—C20_5—H20_5	120.4
C4_2—C3_2—H3B_2	109.3	C22_5—C21_5—C20_5	121.5 (3)
H3A_2—C3_2—H3B_2	107.9	C22_5—C21_5—H21_5	119.2
C3_2—C4_2—H4A_2	109.5	C20_5—C21_5—H21_5	119.2
C3_2—C4_2—H4B_2	109.5	C21_5—C22_5—C23_5	119.6 (3)
H4A_2—C4_2—H4B_2	109.5	C21_5—C22_5—H22_5	120.2
C3_2—C4_2—H4C_2	109.5	C23_5—C22_5—H22_5	120.2
H4A_2—C4_2—H4C_2	109.5	O4_5—C23_5—C22_5	118.2 (3)
H4B_2—C4_2—H4C_2	109.5	O4_5—C23_5—C18_5	121.3 (2)
C6_2—C5_2—N1_2	115.8 (3)	C22_5—C23_5—C18_5	120.4 (3)
C6_2—C5_2—H5A_2	108.3	C19_6—O3_6—H3_6	109.5
N1_2—C5_2—H5A_2	108.3	C23_6—O4_6—H4_6	109.5
C6_2—C5_2—H5B_2	108.3	O2_6—C17_6—O1_6	122.9 (3)
N1_2—C5_2—H5B_2	108.3	O2_6—C17_6—C18_6	120.3 (3)
H5A_2—C5_2—H5B_2	107.4	O1_6—C17_6—C18_6	116.8 (3)
C5_2—C6_2—C7_2	110.2 (3)	C19_6—C18_6—C23_6	118.0 (3)
C5_2—C6_2—H6A_2	109.6	C19_6—C18_6—C17_6	120.1 (3)
C7_2—C6_2—H6A_2	109.6	C23_6—C18_6—C17_6	121.9 (3)
C5_2—C6_2—H6B_2	109.6	O3_6—C19_6—C20_6	118.5 (2)
C7_2—C6_2—H6B_2	109.6	O3_6—C19_6—C18_6	121.0 (3)
H6A_2—C6_2—H6B_2	108.1	C20_6—C19_6—C18_6	120.6 (3)
C8_2—C7_2—C6_2	112.5 (3)	C21_6—C20_6—C19_6	119.3 (3)
C8_2—C7_2—H7A_2	109.1	C21_6—C20_6—H20_6	120.4
C6_2—C7_2—H7A_2	109.1	C19_6—C20_6—H20_6	120.4
C8_2—C7_2—H7B_2	109.1	C20_6—C21_6—C22_6	122.1 (3)
C6_2—C7_2—H7B_2	109.1	C20_6—C21_6—H21_6	119.0
H7A_2—C7_2—H7B_2	107.8	C22_6—C21_6—H21_6	119.0
C7_2—C8_2—H8A_2	109.5	C23_6—C22_6—C21_6	119.1 (3)
C7_2—C8_2—H8B_2	109.5	C23_6—C22_6—H22_6	120.4
H8A_2—C8_2—H8B_2	109.5	C21_6—C22_6—H22_6	120.4
C7_2—C8_2—H8C_2	109.5	O4_6—C23_6—C22_6	118.2 (3)
H8A_2—C8_2—H8C_2	109.5	O4_6—C23_6—C18_6	121.0 (3)
H8B_2—C8_2—H8C_2	109.5	C22_6—C23_6—C18_6	120.9 (3)
C10_2—C9_2—N1_2	115.2 (2)	C19_7—O3_7—H3_7	109.5
C10_2—C9_2—H9A_2	108.5	C23_7—O4_7—H4_7	109.5
N1_2—C9_2—H9A_2	108.5	O2_7—C17_7—O1_7	122.6 (3)
C10_2—C9_2—H9B_2	108.5	O2_7—C17_7—C18_7	120.1 (3)
N1_2—C9_2—H9B_2	108.5	O1_7—C17_7—C18_7	117.3 (3)
H9A_2—C9_2—H9B_2	107.5	C19_7—C18_7—C23_7	117.8 (3)
C9_2—C10_2—C11_2	110.4 (3)	C19_7—C18_7—C17_7	120.5 (3)
C9_2—C10_2—H10A_2	109.6	C23_7—C18_7—C17_7	121.7 (3)
C11_2—C10_2—H10A_2	109.6	O3_7—C19_7—C20_7	117.7 (3)
C9_2—C10_2—H10B_2	109.6	O3_7—C19_7—C18_7	121.1 (3)
C11_2—C10_2—H10B_2	109.6	C20_7—C19_7—C18_7	121.2 (3)
H10A_2—C10_2—H10B_2	108.1	C21_7—C20_7—C19_7	119.0 (3)
C10_2—C11_2—C12_2	111.9 (3)	C21_7—C20_7—H20_7	120.5
C10_2—C11_2—H11A_2	109.2	C19_7—C20_7—H20_7	120.5
C12_2—C11_2—H11A_2	109.2	C20_7—C21_7—C22_7	121.7 (3)
C10_2—C11_2—H11B_2	109.2	C20_7—C21_7—H21_7	119.2
C12_2—C11_2—H11B_2	109.2	C22_7—C21_7—H21_7	119.2
H11A_2—C11_2—H11B_2	107.9	C21_7—C22_7—C23_7	119.6 (3)
C11_2—C12_2—H12A_2	109.5	C21_7—C22_7—H22_7	120.2
C11_2—C12_2—H12B_2	109.5	C23_7—C22_7—H22_7	120.2
H12A_2—C12_2—H12B_2	109.5	O4_7—C23_7—C22_7	117.9 (3)
C11_2—C12_2—H12C_2	109.5	O4_7—C23_7—C18_7	121.2 (3)
H12A_2—C12_2—H12C_2	109.5	C22_7—C23_7—C18_7	120.8 (3)
H12B_2—C12_2—H12C_2	109.5	C19_8—O3_8—H3_8	109.5
C14_2—C13_2—N1_2	114.5 (3)	C23_8—O4_8—H4_8	109.5
C14_2—C13_2—H13A_2	108.6	O1_8—C17_8—O2_8	122.2 (3)
N1_2—C13_2—H13A_2	108.6	O1_8—C17_8—C18_8	120.8 (3)
C14_2—C13_2—H13B_2	108.6	O2_8—C17_8—C18_8	117.0 (3)
N1_2—C13_2—H13B_2	108.6	C19_8—C18_8—C23_8	117.8 (3)
H13A_2—C13_2—H13B_2	107.6	C19_8—C18_8—C17_8	122.1 (3)
C13_2—C14_2—C15_2	111.0 (3)	C23_8—C18_8—C17_8	120.0 (2)
C13_2—C14_2—H14A_2	109.4	O3_8—C19_8—C20_8	118.1 (3)
C15_2—C14_2—H14A_2	109.4	O3_8—C19_8—C18_8	120.7 (3)
C13_2—C14_2—H14B_2	109.4	C20_8—C19_8—C18_8	121.2 (3)
C15_2—C14_2—H14B_2	109.4	C19_8—C20_8—C21_8	119.7 (3)
H14A_2—C14_2—H14B_2	108.0	C19_8—C20_8—H20_8	120.1
C14_2—C15_2—C16_2	110.4 (3)	C21_8—C20_8—H20_8	120.1
C14_2—C15_2—H15A_2	109.6	C22_8—C21_8—C20_8	120.7 (3)
C16_2—C15_2—H15A_2	109.6	C22_8—C21_8—H21_8	119.7
C14_2—C15_2—H15B_2	109.6	C20_8—C21_8—H21_8	119.7
C16_2—C15_2—H15B_2	109.6	C21_8—C22_8—C23_8	119.8 (3)
H15A_2—C15_2—H15B_2	108.1	C21_8—C22_8—H22_8	120.1
C15_2—C16_2—H16A_2	109.5	C23_8—C22_8—H22_8	120.1
C15_2—C16_2—H16B_2	109.5	O4_8—C23_8—C22_8	118.0 (2)
H16A_2—C16_2—H16B_2	109.5	O4_8—C23_8—C18_8	121.2 (3)
C15_2—C16_2—H16C_2	109.5	C22_8—C23_8—C18_8	120.8 (3)
H16A_2—C16_2—H16C_2	109.5	C17_9—O1_9—H1_9	109.5
H16B_2—C16_2—H16C_2	109.5	C19_9—O3_9—H3_9	109.5
C5_3—N1_3—C13_3	106.4 (2)	C23_9—O4_9—H4_9	109.5
C5_3—N1_3—C1_3	110.8 (2)	O2_9—C17_9—O1_9	117.5 (3)
C13_3—N1_3—C1_3	110.3 (3)	O2_9—C17_9—C18_9	122.7 (3)
C5_3—N1_3—C9_3	112.0 (3)	O1_9—C17_9—C18_9	119.8 (3)
C13_3—N1_3—C9_3	110.4 (2)	C23_9—C18_9—C19_9	117.5 (3)
C1_3—N1_3—C9_3	107.0 (2)	C23_9—C18_9—C17_9	123.6 (3)
C2_3—C1_3—N1_3	115.3 (3)	C19_9—C18_9—C17_9	118.9 (3)
C2_3—C1_3—H1A_3	108.4	O3_9—C19_9—C20_9	117.7 (3)
N1_3—C1_3—H1A_3	108.4	O3_9—C19_9—C18_9	120.9 (3)
C2_3—C1_3—H1B_3	108.4	C20_9—C19_9—C18_9	121.5 (3)
N1_3—C1_3—H1B_3	108.4	C21_9—C20_9—C19_9	119.0 (3)
H1A_3—C1_3—H1B_3	107.5	C21_9—C20_9—H20_9	120.5
C1_3—C2_3—C3_3	111.6 (3)	C19_9—C20_9—H20_9	120.5
C1_3—C2_3—H2A_3	109.3	C20_9—C21_9—C22_9	122.1 (3)
C3_3—C2_3—H2A_3	109.3	C20_9—C21_9—H21_9	118.9
C1_3—C2_3—H2B_3	109.3	C22_9—C21_9—H21_9	118.9
C3_3—C2_3—H2B_3	109.3	C23_9—C22_9—C21_9	118.6 (3)
H2A_3—C2_3—H2B_3	108.0	C23_9—C22_9—H22_9	120.7
C4_3—C3_3—C2_3	110.9 (3)	C21_9—C22_9—H22_9	120.7
C4_3—C3_3—H3A_3	109.5	O4_9—C23_9—C22_9	121.6 (3)
C2_3—C3_3—H3A_3	109.5	O4_9—C23_9—C18_9	117.3 (3)
C4_3—C3_3—H3B_3	109.5	C22_9—C23_9—C18_9	121.2 (3)
C2_3—C3_3—H3B_3	109.5	C17_10—O1_10—H1_10	109.5
H3A_3—C3_3—H3B_3	108.1	C19_10—O3_10—H3_10	109.5
C3_3—C4_3—H4A_3	109.5	C23_10—O4_10—H4_10	109.5
C3_3—C4_3—H4B_3	109.5	O2_10—C17_10—O1_10	117.7 (3)
H4A_3—C4_3—H4B_3	109.5	O2_10—C17_10—C18_10	122.0 (3)
C3_3—C4_3—H4C_3	109.5	O1_10—C17_10—C18_10	120.3 (3)
H4A_3—C4_3—H4C_3	109.5	C23_10—C18_10—C19_10	117.6 (3)
H4B_3—C4_3—H4C_3	109.5	C23_10—C18_10—C17_10	122.8 (3)
N1_3—C5_3—C6_3	116.1 (3)	C19_10—C18_10—C17_10	119.5 (3)
N1_3—C5_3—H5A_3	108.3	O3_10—C19_10—C20_10	117.3 (3)
C6_3—C5_3—H5A_3	108.3	O3_10—C19_10—C18_10	121.4 (3)
N1_3—C5_3—H5B_3	108.3	C20_10—C19_10—C18_10	121.4 (3)
C6_3—C5_3—H5B_3	108.3	C21_10—C20_10—C19_10	119.4 (3)
H5A_3—C5_3—H5B_3	107.4	C21_10—C20_10—H20_10	120.3
C5_3—C6_3—C7_3	110.5 (3)	C19_10—C20_10—H20_10	120.3
C5_3—C6_3—H6A_3	109.5	C20_10—C21_10—C22_10	121.3 (3)
C7_3—C6_3—H6A_3	109.5	C20_10—C21_10—H21_10	119.4
C5_3—C6_3—H6B_3	109.5	C22_10—C21_10—H21_10	119.4
C7_3—C6_3—H6B_3	109.5	C23_10—C22_10—C21_10	119.3 (3)
H6A_3—C6_3—H6B_3	108.1	C23_10—C22_10—H22_10	120.4
C8_3—C7_3—C6_3	112.2 (3)	C21_10—C22_10—H22_10	120.4
C8_3—C7_3—H7A_3	109.2	O4_10—C23_10—C22_10	121.3 (3)
C6_3—C7_3—H7A_3	109.2	O4_10—C23_10—C18_10	117.6 (3)
C8_3—C7_3—H7B_3	109.2	C22_10—C23_10—C18_10	121.1 (3)
C6_3—C7_3—H7B_3	109.2	C17_11—O1_11—H1_11	109.5
H7A_3—C7_3—H7B_3	107.9	C19_11—O3_11—H3_11	109.5
C7_3—C8_3—H8A_3	109.5	C23_11—O4_11—H4_11	109.5
C7_3—C8_3—H8B_3	109.5	O2_11—C17_11—O1_11	117.6 (3)
H8A_3—C8_3—H8B_3	109.5	O2_11—C17_11—C18_11	122.4 (3)
C7_3—C8_3—H8C_3	109.5	O1_11—C17_11—C18_11	120.0 (3)
H8A_3—C8_3—H8C_3	109.5	C19_11—C18_11—C23_11	117.6 (3)
H8B_3—C8_3—H8C_3	109.5	C19_11—C18_11—C17_11	123.6 (3)
C10_3—C9_3—N1_3	115.4 (2)	C23_11—C18_11—C17_11	118.7 (3)
C10_3—C9_3—H9A_3	108.4	O3_11—C19_11—C20_11	122.0 (3)
N1_3—C9_3—H9A_3	108.4	O3_11—C19_11—C18_11	117.1 (2)
C10_3—C9_3—H9B_3	108.4	C20_11—C19_11—C18_11	120.9 (3)
N1_3—C9_3—H9B_3	108.4	C21_11—C20_11—C19_11	119.4 (3)
H9A_3—C9_3—H9B_3	107.5	C21_11—C20_11—H20_11	120.3
C9_3—C10_3—C11_3	109.9 (3)	C19_11—C20_11—H20_11	120.3
C9_3—C10_3—H10A_3	109.7	C20_11—C21_11—C22_11	121.7 (3)
C11_3—C10_3—H10A_3	109.7	C20_11—C21_11—H21_11	119.1
C9_3—C10_3—H10B_3	109.7	C22_11—C21_11—H21_11	119.1
C11_3—C10_3—H10B_3	109.7	C23_11—C22_11—C21_11	119.6 (3)
H10A_3—C10_3—H10B_3	108.2	C23_11—C22_11—H22_11	120.2
C12_3—C11_3—C10_3	111.5 (3)	C21_11—C22_11—H22_11	120.2
C12_3—C11_3—H11A_3	109.3	O4_11—C23_11—C22_11	117.9 (3)
C10_3—C11_3—H11A_3	109.3	O4_11—C23_11—C18_11	121.4 (3)
C12_3—C11_3—H11B_3	109.3	C22_11—C23_11—C18_11	120.7 (3)
C10_3—C11_3—H11B_3	109.3	C17_12—O1_12—H1_12	109.5
H11A_3—C11_3—H11B_3	108.0	C19_12—O3_12—H3_12	109.5
C11_3—C12_3—H12A_3	109.5	C23_12—O4_12—H4_12	109.5
C11_3—C12_3—H12B_3	109.5	O2_12—C17_12—O1_12	117.9 (3)
H12A_3—C12_3—H12B_3	109.5	O2_12—C17_12—C18_12	122.6 (3)
C11_3—C12_3—H12C_3	109.5	O1_12—C17_12—C18_12	119.6 (3)
H12A_3—C12_3—H12C_3	109.5	C19_12—C18_12—C23_12	117.9 (3)
H12B_3—C12_3—H12C_3	109.5	C19_12—C18_12—C17_12	123.5 (3)
C14_3—C13_3—N1_3	116.3 (2)	C23_12—C18_12—C17_12	118.6 (3)
C14_3—C13_3—H13A_3	108.2	O3_12—C19_12—C20_12	120.5 (3)
N1_3—C13_3—H13A_3	108.2	O3_12—C19_12—C18_12	117.8 (2)
C14_3—C13_3—H13B_3	108.2	C20_12—C19_12—C18_12	121.7 (3)
N1_3—C13_3—H13B_3	108.2	C19_12—C20_12—C21_12	118.7 (3)
H13A_3—C13_3—H13B_3	107.4	C19_12—C20_12—H20_12	120.7
C13_3—C14_3—C15_3	108.9 (3)	C21_12—C20_12—H20_12	120.7
C13_3—C14_3—H14A_3	109.9	C22_12—C21_12—C20_12	121.8 (3)
C15_3—C14_3—H14A_3	109.9	C22_12—C21_12—H21_12	119.1
C13_3—C14_3—H14B_3	109.9	C20_12—C21_12—H21_12	119.1
C15_3—C14_3—H14B_3	109.9	C21_12—C22_12—C23_12	119.5 (3)
H14A_3—C14_3—H14B_3	108.3	C21_12—C22_12—H22_12	120.3
C16_3—C15_3—C14_3	112.6 (3)	C23_12—C22_12—H22_12	120.3
C16_3—C15_3—H15A_3	109.1	O4_12—C23_12—C22_12	117.9 (3)
C14_3—C15_3—H15A_3	109.1	O4_12—C23_12—C18_12	121.6 (3)
C16_3—C15_3—H15B_3	109.1	C22_12—C23_12—C18_12	120.5 (3)
C5_1—N1_1—C1_1—C2_1	−56.4 (4)	C19_6—C18_6—C23_6—O4_6	179.8 (3)
C9_1—N1_1—C1_1—C2_1	−177.5 (3)	C17_6—C18_6—C23_6—O4_6	−1.2 (4)
C13_1—N1_1—C1_1—C2_1	63.1 (4)	C19_6—C18_6—C23_6—C22_6	1.2 (4)
N1_1—C1_1—C2_1—C3_1	−177.7 (3)	C17_6—C18_6—C23_6—C22_6	−179.8 (3)
C1_1—C2_1—C3_1—C4_1	−178.4 (3)	O2_7—C17_7—C18_7—C19_7	−3.1 (4)
C9_1—N1_1—C5_1—C6_1	58.3 (3)	O1_7—C17_7—C18_7—C19_7	177.1 (3)
C13_1—N1_1—C5_1—C6_1	179.1 (3)	O2_7—C17_7—C18_7—C23_7	177.5 (3)
C1_1—N1_1—C5_1—C6_1	−59.9 (3)	O1_7—C17_7—C18_7—C23_7	−2.2 (4)
N1_1—C5_1—C6_1—C7_1	−179.6 (3)	C23_7—C18_7—C19_7—O3_7	178.2 (3)
C5_1—C6_1—C7_1—C8_1	176.9 (3)	C17_7—C18_7—C19_7—O3_7	−1.2 (4)
C5_1—N1_1—C9_1—C10_1	56.8 (3)	C23_7—C18_7—C19_7—C20_7	−0.2 (4)
C13_1—N1_1—C9_1—C10_1	−62.5 (4)	C17_7—C18_7—C19_7—C20_7	−179.6 (3)
C1_1—N1_1—C9_1—C10_1	178.0 (3)	O3_7—C19_7—C20_7—C21_7	−178.8 (3)
N1_1—C9_1—C10_1—C11_1	179.4 (3)	C18_7—C19_7—C20_7—C21_7	−0.3 (5)
C9_1—C10_1—C11_1—C12_1	−177.7 (3)	C19_7—C20_7—C21_7—C22_7	1.1 (5)
C5_1—N1_1—C13_1—C14_1	176.1 (3)	C20_7—C21_7—C22_7—C23_7	−1.3 (5)
C9_1—N1_1—C13_1—C14_1	−62.4 (3)	C21_7—C22_7—C23_7—O4_7	−178.8 (3)
C1_1—N1_1—C13_1—C14_1	54.5 (3)	C21_7—C22_7—C23_7—C18_7	0.7 (5)
N1_1—C13_1—C14_1—C15_1	166.3 (3)	C19_7—C18_7—C23_7—O4_7	179.5 (3)
C13_1—C14_1—C15_1—C16_1	174.5 (3)	C17_7—C18_7—C23_7—O4_7	−1.1 (4)
C5_2—N1_2—C1_2—C2_2	−59.0 (3)	C19_7—C18_7—C23_7—C22_7	0.0 (4)
C9_2—N1_2—C1_2—C2_2	−179.8 (3)	C17_7—C18_7—C23_7—C22_7	179.4 (3)
C13_2—N1_2—C1_2—C2_2	59.2 (4)	O1_8—C17_8—C18_8—C19_8	179.7 (3)
N1_2—C1_2—C2_2—C3_2	−178.3 (3)	O2_8—C17_8—C18_8—C19_8	0.1 (4)
C1_2—C2_2—C3_2—C4_2	−178.8 (3)	O1_8—C17_8—C18_8—C23_8	2.2 (4)
C1_2—N1_2—C5_2—C6_2	−63.2 (3)	O2_8—C17_8—C18_8—C23_8	−177.4 (3)
C9_2—N1_2—C5_2—C6_2	55.8 (4)	C23_8—C18_8—C19_8—O3_8	179.5 (3)
C13_2—N1_2—C5_2—C6_2	176.5 (3)	C17_8—C18_8—C19_8—O3_8	2.0 (4)
N1_2—C5_2—C6_2—C7_2	168.2 (3)	C23_8—C18_8—C19_8—C20_8	−1.1 (4)
C5_2—C6_2—C7_2—C8_2	175.1 (3)	C17_8—C18_8—C19_8—C20_8	−178.6 (3)
C5_2—N1_2—C9_2—C10_2	63.9 (3)	O3_8—C19_8—C20_8—C21_8	179.6 (3)
C1_2—N1_2—C9_2—C10_2	−175.8 (2)	C18_8—C19_8—C20_8—C21_8	0.2 (5)
C13_2—N1_2—C9_2—C10_2	−54.7 (3)	C19_8—C20_8—C21_8—C22_8	−0.1 (5)
N1_2—C9_2—C10_2—C11_2	−169.5 (3)	C20_8—C21_8—C22_8—C23_8	0.9 (5)
C9_2—C10_2—C11_2—C12_2	−176.0 (3)	C21_8—C22_8—C23_8—O4_8	178.0 (3)
C5_2—N1_2—C13_2—C14_2	176.1 (3)	C21_8—C22_8—C23_8—C18_8	−1.8 (4)
C1_2—N1_2—C13_2—C14_2	56.3 (4)	C19_8—C18_8—C23_8—O4_8	−177.9 (3)
C9_2—N1_2—C13_2—C14_2	−63.1 (3)	C17_8—C18_8—C23_8—O4_8	−0.3 (4)
N1_2—C13_2—C14_2—C15_2	176.4 (3)	C19_8—C18_8—C23_8—C22_8	1.8 (4)
C13_2—C14_2—C15_2—C16_2	178.4 (3)	C17_8—C18_8—C23_8—C22_8	179.5 (3)
C5_3—N1_3—C1_3—C2_3	−55.3 (4)	O2_9—C17_9—C18_9—C23_9	176.8 (3)
C13_3—N1_3—C1_3—C2_3	62.2 (4)	O1_9—C17_9—C18_9—C23_9	−3.2 (5)
C9_3—N1_3—C1_3—C2_3	−177.7 (3)	O2_9—C17_9—C18_9—C19_9	−2.6 (5)
N1_3—C1_3—C2_3—C3_3	−175.7 (3)	O1_9—C17_9—C18_9—C19_9	177.4 (3)
C1_3—C2_3—C3_3—C4_3	−176.6 (4)	C23_9—C18_9—C19_9—O3_9	−179.9 (3)
C13_3—N1_3—C5_3—C6_3	−179.8 (3)	C17_9—C18_9—C19_9—O3_9	−0.5 (4)
C1_3—N1_3—C5_3—C6_3	−59.9 (4)	C23_9—C18_9—C19_9—C20_9	0.9 (4)
C9_3—N1_3—C5_3—C6_3	59.6 (3)	C17_9—C18_9—C19_9—C20_9	−179.7 (3)
N1_3—C5_3—C6_3—C7_3	178.1 (3)	O3_9—C19_9—C20_9—C21_9	−178.7 (3)
C5_3—C6_3—C7_3—C8_3	179.0 (3)	C18_9—C19_9—C20_9—C21_9	0.6 (4)
C5_3—N1_3—C9_3—C10_3	61.8 (3)	C19_9—C20_9—C21_9—C22_9	−0.3 (5)
C13_3—N1_3—C9_3—C10_3	−56.6 (4)	C20_9—C21_9—C22_9—C23_9	−1.4 (5)
C1_3—N1_3—C9_3—C10_3	−176.6 (3)	C21_9—C22_9—C23_9—O4_9	−176.8 (3)
N1_3—C9_3—C10_3—C11_3	−171.4 (3)	C21_9—C22_9—C23_9—C18_9	2.8 (5)
C9_3—C10_3—C11_3—C12_3	−173.7 (3)	C19_9—C18_9—C23_9—O4_9	177.1 (3)
C5_3—N1_3—C13_3—C14_3	177.5 (3)	C17_9—C18_9—C23_9—O4_9	−2.3 (4)
C1_3—N1_3—C13_3—C14_3	57.3 (3)	C19_9—C18_9—C23_9—C22_9	−2.6 (4)
C9_3—N1_3—C13_3—C14_3	−60.8 (4)	C17_9—C18_9—C23_9—C22_9	178.0 (3)
N1_3—C13_3—C14_3—C15_3	177.1 (3)	O2_10—C17_10—C18_10—C23_10	−177.4 (3)
C13_3—C14_3—C15_3—C16_3	176.7 (3)	O1_10—C17_10—C18_10—C23_10	3.5 (5)
C9_4—N1_4—C1_4—C2_4	−178.1 (3)	O2_10—C17_10—C18_10—C19_10	3.4 (5)
C5_4—N1_4—C1_4—C2_4	−57.4 (3)	O1_10—C17_10—C18_10—C19_10	−175.8 (3)
C13_4—N1_4—C1_4—C2_4	60.4 (3)	C23_10—C18_10—C19_10—O3_10	−179.0 (3)
N1_4—C1_4—C2_4—C3_4	179.3 (3)	C17_10—C18_10—C19_10—O3_10	0.4 (4)
C1_4—C2_4—C3_4—C4_4	−178.7 (3)	C23_10—C18_10—C19_10—C20_10	0.6 (4)
C9_4—N1_4—C5_4—C6_4	59.4 (4)	C17_10—C18_10—C19_10—C20_10	179.9 (3)
C1_4—N1_4—C5_4—C6_4	−58.6 (3)	O3_10—C19_10—C20_10—C21_10	178.6 (3)
C13_4—N1_4—C5_4—C6_4	−179.6 (3)	C18_10—C19_10—C20_10—C21_10	−1.0 (5)
N1_4—C5_4—C6_4—C7_4	−177.1 (3)	C19_10—C20_10—C21_10—C22_10	−0.1 (5)
C5_4—C6_4—C7_4—C8_4	179.6 (3)	C20_10—C21_10—C22_10—C23_10	1.4 (5)
C5_4—N1_4—C9_4—C10_4	58.4 (3)	C21_10—C22_10—C23_10—O4_10	177.5 (3)
C1_4—N1_4—C9_4—C10_4	178.7 (3)	C21_10—C22_10—C23_10—C18_10	−1.8 (5)
C13_4—N1_4—C9_4—C10_4	−59.6 (3)	C19_10—C18_10—C23_10—O4_10	−178.5 (3)
N1_4—C9_4—C10_4—C11_4	−179.8 (3)	C17_10—C18_10—C23_10—O4_10	2.2 (4)
C9_4—C10_4—C11_4—C12_4	−177.8 (3)	C19_10—C18_10—C23_10—C22_10	0.8 (5)
C9_4—N1_4—C13_4—C14_4	−61.8 (4)	C17_10—C18_10—C23_10—C22_10	−178.5 (3)
C5_4—N1_4—C13_4—C14_4	177.3 (3)	O2_11—C17_11—C18_11—C19_11	175.6 (3)
C1_4—N1_4—C13_4—C14_4	57.1 (4)	O1_11—C17_11—C18_11—C19_11	−5.0 (5)
N1_4—C13_4—C14_4—C15_4	174.8 (3)	O2_11—C17_11—C18_11—C23_11	−2.9 (5)
C13_4—C14_4—C15_4—C16_4	176.7 (3)	O1_11—C17_11—C18_11—C23_11	176.4 (3)
O1_5—C17_5—C18_5—C19_5	−179.6 (3)	C23_11—C18_11—C19_11—O3_11	177.9 (3)
O2_5—C17_5—C18_5—C19_5	0.3 (4)	C17_11—C18_11—C19_11—O3_11	−0.7 (4)
O1_5—C17_5—C18_5—C23_5	2.0 (4)	C23_11—C18_11—C19_11—C20_11	−1.9 (4)
O2_5—C17_5—C18_5—C23_5	−178.0 (2)	C17_11—C18_11—C19_11—C20_11	179.5 (3)
C23_5—C18_5—C19_5—O3_5	180.0 (3)	O3_11—C19_11—C20_11—C21_11	−177.5 (3)
C17_5—C18_5—C19_5—O3_5	1.6 (4)	C18_11—C19_11—C20_11—C21_11	2.3 (5)
C23_5—C18_5—C19_5—C20_5	−1.3 (4)	C19_11—C20_11—C21_11—C22_11	−1.3 (5)
C17_5—C18_5—C19_5—C20_5	−179.7 (3)	C20_11—C21_11—C22_11—C23_11	0.1 (5)
O3_5—C19_5—C20_5—C21_5	179.0 (3)	C21_11—C22_11—C23_11—O4_11	−179.2 (3)
C18_5—C19_5—C20_5—C21_5	0.3 (5)	C21_11—C22_11—C23_11—C18_11	0.3 (5)
C19_5—C20_5—C21_5—C22_5	0.2 (5)	C19_11—C18_11—C23_11—O4_11	−179.9 (3)
C20_5—C21_5—C22_5—C23_5	0.4 (5)	C17_11—C18_11—C23_11—O4_11	−1.3 (4)
C21_5—C22_5—C23_5—O4_5	178.3 (3)	C19_11—C18_11—C23_11—C22_11	0.6 (4)
C21_5—C22_5—C23_5—C18_5	−1.4 (4)	C17_11—C18_11—C23_11—C22_11	179.3 (3)
C19_5—C18_5—C23_5—O4_5	−177.8 (3)	O2_12—C17_12—C18_12—C19_12	−176.1 (3)
C17_5—C18_5—C23_5—O4_5	0.6 (4)	O1_12—C17_12—C18_12—C19_12	4.1 (5)
C19_5—C18_5—C23_5—C22_5	1.9 (4)	O2_12—C17_12—C18_12—C23_12	3.5 (5)
C17_5—C18_5—C23_5—C22_5	−179.7 (3)	O1_12—C17_12—C18_12—C23_12	−176.3 (3)
O2_6—C17_6—C18_6—C19_6	−1.2 (4)	C23_12—C18_12—C19_12—O3_12	−176.7 (3)
O1_6—C17_6—C18_6—C19_6	179.1 (3)	C17_12—C18_12—C19_12—O3_12	2.9 (5)
O2_6—C17_6—C18_6—C23_6	179.8 (3)	C23_12—C18_12—C19_12—C20_12	1.9 (5)
O1_6—C17_6—C18_6—C23_6	0.1 (4)	C17_12—C18_12—C19_12—C20_12	−178.4 (3)
C23_6—C18_6—C19_6—O3_6	177.6 (3)	O3_12—C19_12—C20_12—C21_12	177.1 (3)
C17_6—C18_6—C19_6—O3_6	−1.5 (4)	C18_12—C19_12—C20_12—C21_12	−1.5 (5)
C23_6—C18_6—C19_6—C20_6	−2.2 (4)	C19_12—C20_12—C21_12—C22_12	−0.7 (5)
C17_6—C18_6—C19_6—C20_6	178.8 (3)	C20_12—C21_12—C22_12—C23_12	2.2 (5)
O3_6—C19_6—C20_6—C21_6	−178.2 (3)	C21_12—C22_12—C23_12—O4_12	178.2 (3)
C18_6—C19_6—C20_6—C21_6	1.6 (4)	C21_12—C22_12—C23_12—C18_12	−1.6 (4)
C19_6—C20_6—C21_6—C22_6	0.2 (5)	C19_12—C18_12—C23_12—O4_12	179.8 (3)
C20_6—C21_6—C22_6—C23_6	−1.3 (5)	C17_12—C18_12—C23_12—O4_12	0.2 (4)
C21_6—C22_6—C23_6—O4_6	−178.2 (3)	C19_12—C18_12—C23_12—C22_12	−0.4 (4)
C21_6—C22_6—C23_6—C18_6	0.5 (5)	C17_12—C18_12—C23_12—C22_12	180.0 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3_5—H3_5···O2_5	0.84	1.78	2.521 (3)	147
O4_5—H4_5···O1_5	0.84	1.81	2.551 (3)	146
O3_6—H3_6···O2_6	0.84	1.78	2.535 (3)	148
O4_6—H4_6···O1_6	0.84	1.78	2.525 (3)	148
O3_7—H3_7···O2_7	0.84	1.80	2.551 (3)	147
O4_7—H4_7···O1_7	0.84	1.79	2.537 (3)	147
O3_8—H3_8···O2_8	0.84	1.77	2.525 (3)	148
O4_8—H4_8···O1_8	0.84	1.81	2.555 (3)	148
O1_9—H1_9···O4_9	0.84	1.83	2.561 (3)	145
O3_9—H3_9···O2_9	0.84	1.79	2.541 (3)	148
O4_9—H4_9···O2_8	0.84	1.70	2.534 (3)	174
O1_10—H1_10···O4_10	0.84	1.80	2.545 (3)	146
O3_10—H3_10···O2_10	0.84	1.81	2.552 (3)	147
O4_10—H4_10···O1_7^i	0.84	1.67	2.508 (3)	175
O1_11—H1_11···O3_11	0.84	1.80	2.558 (3)	149
O3_11—H3_11···O2_5^ii	0.84	1.71	2.542 (3)	173
O4_11—H4_11···O2_11	0.84	1.80	2.544 (3)	147
O1_12—H1_12···O3_12	0.84	1.79	2.545 (3)	149
O3_12—H3_12···O1_6	0.84	1.69	2.521 (3)	170
O4_12—H4_12···O2_12	0.84	1.80	2.547 (3)	147

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