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Acta Cryst. (2009). E65, o129-o130    [ doi:10.1107/S1600536808040233 ]

Tetrakis{2,4-bis[(1-oxo-2-pyridyl)sulfanylmethyl]mesitylene} acetone hemisolvate 11.5-hydrate

B. Ravindran Durai Nayagam, S. R. Jebas, P. Selvarathy Grace and D. Schollmeyer

Abstract top

In the crystal structure of the title compound, 4C21H22N2O2S2·0.5C3H6O·11.5H2O, there are four crystallographically independent molecules (A, B, C, D) with similar geometries, 11 water molecules and a solvent acetone molecule which is disordered with a water molecule with occupancy factors of 0.5:0.5. The dihedral angles formed by the mesitylene ring with the two pyridyl rings are 82.07 (3) and 78.39 (3)° in molecule A, 86.20 (3) and 82.29 (3)° in molecule B, 81.05 (3) and 76.0 (4)° in molecule C, 86.0 (3) and 80.9 (3)° in moleule D. The two pyridyl rings form dihedral angles of 41.17 (4), 64.01 (3), 81.9 (3) and 82.25 (3)° in molecules A, B, C and D, respectively. The crystal structure is stabilized by intermolecular O-H...O hydrogen bonds and possible weak C-H...[pi] interactions. Some short intramolecular S...O contacts are apparent [2.684 (4)-2.702 (4) Å].

Comment top

N-oxides and their derivatives show a broad spectrum of biological activity such as antifungal, antimicrobial and antibacterial activities (Lobana & Bhatia, 1989; Symons & West, 1985). These compounds are also found to be involved in DNA strand scission under physiological conditions (Katsuyuki et al., 1991; Bovin et al., 1992). Pyridine N-oxides bearing a sulfur group in position two display significant antimicrobial activity (Leonard et al., 1955). In view of the importance of N-oxides, we have previously reported the crystal structures of N-oxide derivatives (Jebas et al., 2005; Ravindran Durai Nayagam et al., 2008). As an extension of our work on N-oxide derivatives, we report here the crystal structure of the title compound.

The asymmetric unit of the title compound consists of four crystallographically independent molecules with similar geometries, 11 fully occupied water molecules and an acetone solvent molecule which is disordered with a water molecule with occupancy factors of 0.5:0.5. The bond lengths and angles agree well with the N-oxide derivatives reported earlier (Jebas et al., 2005) The N—O bond lengths are in good agreement with the mean value of 1.304 (15) Å reported in the literature for pyridine N-oxides (Allen et al., 1987).

The dihedral angles formed by the mesitylene ring (C1A-C6A) with the two pyridyl rings (N17A/C12A-C16A; N26A/C21A-C25A) are 82.07 (3)° and 78.39 (3)° (molecule A); 86.20 (3)° and 82.29 (3)° (C1B-C6B) (N17B/C12B-C16B; N26B/C21B-C25B)(molecule B); 81.05 (3)° and 76.0 (4)° (C1C-C6C) (N17C/C12C-C16C; N26C/C21C-C25C)(molecule C); 86.0 (3)° and 80.9 (3)° (C1D-C6D) (N17D/C21D-C25D; N26D/C21D-C25D) (molecule D), respectively. The two pyridyl rings are inclined to each other forming a dihedral angles of 41.17 (4)° (N17A/C12A-C16A; N26A/C21A-C25A), 64.01 (3)° (N17B/C12B-C16B; N26B/C21B-C25B), 81.9 (3)° (N17A/C12C-C16C; N26C/C21C-C25C) and 82.25 (3)° (N17D/C21D-C25D; N26D/C21D-C25D) in molecules A,B,C & D respectively.

The crystal structure is stabilized by intramolecular, intermolecular O—H···O hydrogen bonds, C—H···π interactions together with intramolecular S···O = 2.684 (4) to 2.702 (4)Å short contacts (Table 1) (Fig 2).

Related literature top

For bond-length data, see: Allen et al. (1987); Jebas et al. (2005). For biological activities of N-oxide derivatives, see: Bovin et al. (1992); Hartung et al. (1996); Katsuyuki et al. (1991); Leonard et al. (1955); Lobana & Bhatia (1989); Symons & West (1985). For related structures, see: Jebas et al. (2005); Ravindran Durai Nayagam et al. (2008).

Experimental top

A mixture of mono(bromomethyl)mesitylene (0.213 g, 1 mmol), 2,4-bis(bromomethyl)mesitylene (0.306 g, 1 mmol) and 1-hydroxypyridine-2-thione sodium salt (0.298,2 mmol) in water (30 ml) and methanol (30 ml) was heated at 333 K with stirring for 30 min. The compound formed was filtered off, and dried. The compound was dissolved in acetone and water (1:1 v/v) and allowed to undergo slow evaporation. Crystals were obtained after a week.

Refinement top

After checking their presence in the Fourier map, all H atoms were fixed on the calculated positions and allowed to ride on their parent atoms with C—H = 0.95 (aromatic), 0.99 (methylene) or 0.98 Å (methyl) and O—H = 0.84 Å with U set to 1.2Ueq(C) or 1.5Ueq(Cmethyl). The solvent acetone and a water molecule (O12W) are disordered and were refined with the fixed occupancy of 0.5:0.5.

Computing details top

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS (Enraf–Nonius, 1994); data reduction: CORINC (Dräger & Gattow, 1971); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2003).

Figures top
[Figure 1] Fig. 1. The molecular structure of the title compound, showing 50% probability displacement ellipsoids and the atom numbering scheme.
[Figure 2] Fig. 2. The crystal packing of the title compound, viewed down the a axis.
Tetrakis{2,4-bis[(1-oxo-2-pyridyl)sulfanylmethyl]mesitylene} 11.5-hydrate acetone hemisolvate top
Crystal data top
4C21H22N2O2S2·0.5C3H8O2·11.5H2OF(000) = 3880
Mr = 1830.41Dx = 1.321 Mg m−3
Monoclinic, P21/cMo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2ybcCell parameters from 8420 reflections
a = 19.1229 (12) Åθ = 2.3–24.3°
b = 28.3879 (19) ŵ = 0.27 mm−1
c = 17.3819 (11) ÅT = 173 K
β = 102.808 (2)°Plate, colourless
V = 9201.1 (10) Å30.45 × 0.15 × 0.10 mm
Z = 4
Data collection top
Enraf–Nonius CAD-4
diffractometer		10750 reflections with I > 2σ(I)
Radiation source: sealed tubeRint = 0.117
graphiteθmax = 27.9°, θmin = 1.3°
CCD scanh = −25→21
126860 measured reflectionsk = −37→37
21877 independent reflectionsl = −22→22
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.094Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.330H-atom parameters constrained
S = 1.02 w = 1/[σ2(Fo2) + (0.1738P)2 + 12.516P]
where P = (Fo2 + 2Fc2)/3
21877 reflections(Δ/σ)max < 0.001
1129 parametersΔρmax = 1.25 e Å−3
98 restraintsΔρmin = −0.68 e Å−3
Crystal data top
4C21H22N2O2S2·0.5C3H8O2·11.5H2OV = 9201.1 (10) Å3
Mr = 1830.41Z = 4
Monoclinic, P21/cMo Kα radiation
a = 19.1229 (12) ŵ = 0.27 mm−1
b = 28.3879 (19) ÅT = 173 K
c = 17.3819 (11) Å0.45 × 0.15 × 0.10 mm
β = 102.808 (2)°
Data collection top
Enraf–Nonius CAD-4
diffractometer		Rint = 0.117
126860 measured reflectionsθmax = 27.9°
21877 independent reflectionsStandard reflections: ?
10750 reflections with I > 2σ(I)
Refinement top
R[F2 > 2σ(F2)] = 0.094 w = 1/[σ2(Fo2) + (0.1738P)2 + 12.516P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.330Δρmax = 1.25 e Å−3
S = 1.02Δρmin = −0.68 e Å−3
21877 reflectionsAbsolute structure: ?
1129 parametersFlack parameter: ?
98 restraintsRogers parameter: ?
H-atom parameters constrained
Special details top

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
xyzUiso*/UeqOcc. (<1)
C1A0.1828 (2)0.29079 (17)0.9645 (3)0.0290 (10)
C2A0.1374 (2)0.28957 (17)0.8895 (3)0.0301 (10)
C3A0.1158 (3)0.24595 (18)0.8563 (3)0.0349 (11)
H3A0.08320.24510.80640.042*
C4A0.1395 (3)0.20359 (19)0.8924 (3)0.0346 (11)
C5A0.1871 (2)0.20534 (17)0.9670 (3)0.0304 (10)
C6A0.2091 (2)0.24863 (17)1.0029 (3)0.0294 (10)
C7A0.1119 (3)0.3334 (2)0.8445 (3)0.0445 (13)
H7A10.08820.32520.79020.067*
H7A20.15290.35400.84390.067*
H7A30.07790.34980.86980.067*
C8A0.1143 (3)0.1578 (2)0.8523 (3)0.0451 (13)
H8A10.08150.16420.80150.068*
H8A20.08930.13950.88580.068*
H8A30.15570.13990.84360.068*
C9A0.2594 (3)0.25019 (18)1.0827 (3)0.0350 (11)
H9A10.28900.27871.08690.052*
H9A20.29040.22231.08950.052*
H9A30.23160.25061.12380.052*
C10A0.2043 (3)0.33798 (17)1.0033 (3)0.0336 (11)
H10A0.20310.33671.05990.040*
H10B0.17090.36290.97770.040*
S11A0.29520 (7)0.35087 (4)0.99227 (8)0.0360 (3)
C12A0.3052 (3)0.40918 (18)1.0254 (3)0.0367 (11)
C13A0.2589 (3)0.4348 (2)1.0599 (4)0.0474 (14)
H13A0.21730.42041.07100.057*
C14A0.2738 (4)0.4818 (2)1.0779 (4)0.0634 (18)
H14A0.24280.49981.10210.076*
C15A0.3340 (4)0.5024 (2)1.0605 (4)0.0590 (17)
H15A0.34340.53501.07010.071*
C16A0.3790 (3)0.4756 (2)1.0299 (4)0.0522 (15)
H16A0.42120.48941.01950.063*
N17A0.3659 (2)0.42974 (16)1.0135 (3)0.0407 (10)
O18A0.4105 (2)0.40370 (15)0.9827 (2)0.0485 (10)
C19A0.2150 (3)0.15975 (17)1.0075 (3)0.0352 (11)
H19A0.18430.13300.98400.042*
H19B0.21520.16141.06440.042*
S20A0.30564 (7)0.15232 (4)0.99311 (8)0.0375 (3)
C21A0.3283 (3)0.09730 (18)1.0352 (3)0.0393 (12)
C22A0.2876 (4)0.06801 (19)1.0723 (3)0.0479 (14)
H22A0.24100.07741.07700.058*
C23A0.3156 (4)0.0251 (2)1.1023 (4)0.0649 (19)
H23A0.28820.00461.12720.078*
C24A0.3830 (5)0.0126 (3)1.0956 (5)0.074 (2)
H24A0.4026−0.01671.11640.089*
C25A0.4226 (4)0.0417 (2)1.0594 (4)0.0597 (17)
H25A0.46940.03251.05510.072*
N26A0.3956 (3)0.08340 (16)1.0296 (3)0.0451 (11)
O27A0.4327 (2)0.11184 (15)0.9943 (2)0.0521 (10)
C1B0.3794 (2)0.29181 (16)0.7636 (3)0.0279 (10)
C2B0.4277 (2)0.29248 (16)0.7132 (3)0.0286 (10)
C3B0.4518 (2)0.25013 (17)0.6889 (3)0.0294 (10)
H3B0.48430.25080.65520.035*
C4B0.4297 (2)0.20689 (16)0.7127 (3)0.0280 (10)
C5B0.3813 (2)0.20607 (16)0.7621 (3)0.0279 (10)
C6B0.3555 (2)0.24828 (16)0.7871 (3)0.0283 (9)
C7B0.4543 (3)0.33786 (18)0.6853 (3)0.0405 (12)
H7B10.49470.34970.72560.061*
H7B20.41550.36120.67600.061*
H7B30.47000.33230.63610.061*
C8B0.4584 (3)0.16213 (18)0.6839 (3)0.0398 (12)
H8B10.49350.14770.72720.060*
H8B20.48150.16960.64040.060*
H8B30.41880.14010.66550.060*
C9B0.3008 (3)0.24724 (19)0.8378 (3)0.0382 (11)
H9B10.27180.21860.82650.057*
H9B20.26960.27490.82630.057*
H9B30.32550.24750.89360.057*
C10B0.3535 (3)0.33723 (17)0.7913 (3)0.0332 (11)
H10C0.38830.36280.78930.040*
H10D0.34790.33410.84630.040*
S11B0.26757 (7)0.35051 (5)0.72558 (8)0.0377 (3)
C12B0.2455 (3)0.40530 (18)0.7586 (3)0.0382 (12)
C13B0.2810 (3)0.43125 (19)0.8219 (3)0.0406 (12)
H13B0.32420.41940.85420.049*
C14B0.2548 (4)0.4742 (2)0.8392 (4)0.0572 (16)
H14B0.27970.49210.88310.069*
C15B0.1923 (4)0.4911 (3)0.7924 (5)0.075 (2)
H15B0.17390.52080.80370.090*
C16B0.1566 (4)0.4652 (2)0.7299 (4)0.067 (2)
H16B0.11320.47670.69780.080*
N17B0.1835 (3)0.42248 (18)0.7136 (3)0.0499 (12)
O18B0.1489 (2)0.39674 (17)0.6537 (3)0.0663 (13)
C19B0.3582 (3)0.15936 (17)0.7902 (3)0.0329 (10)
H19C0.35290.16190.84540.039*
H19D0.39430.13480.78760.039*
S20B0.27253 (7)0.14445 (5)0.72502 (8)0.0393 (3)
C21B0.2492 (3)0.09375 (18)0.7691 (3)0.0349 (11)
C22B0.2879 (3)0.07029 (17)0.8353 (3)0.0350 (11)
H22B0.33460.08100.86000.042*
C23B0.2592 (3)0.0317 (2)0.8653 (4)0.0482 (14)
H23B0.28540.01580.91080.058*
C24B0.1902 (4)0.0163 (2)0.8272 (4)0.0574 (16)
H24B0.1690−0.01000.84710.069*
C25B0.1544 (3)0.0392 (2)0.7619 (4)0.0559 (16)
H25B0.10810.02840.73580.067*
N26B0.1832 (2)0.07725 (16)0.7330 (3)0.0408 (10)
O27B0.1471 (2)0.09961 (17)0.6701 (2)0.0553 (11)
C1C0.7142 (4)0.1111 (2)0.2024 (4)0.0526 (15)
C2C0.7057 (4)0.1187 (3)0.1208 (4)0.0638 (18)
C3C0.7661 (5)0.1270 (3)0.0913 (5)0.081 (2)
H3C0.76040.13190.03620.098*
C4C0.8339 (4)0.1285 (3)0.1386 (5)0.069 (2)
C5C0.8430 (4)0.1216 (2)0.2216 (5)0.0617 (18)
C6C0.7820 (4)0.1122 (2)0.2518 (4)0.0532 (15)
C7C0.6323 (5)0.1158 (4)0.0647 (5)0.108 (3)
H7C10.60170.09400.08610.162*
H7C20.63770.10450.01310.162*
H7C30.61020.14720.05880.162*
C8C0.8968 (5)0.1391 (4)0.1023 (7)0.110 (3)
H8C10.88300.13400.04510.165*
H8C20.93690.11830.12510.165*
H8C30.91160.17200.11290.165*
C9C0.7924 (5)0.1012 (3)0.3397 (5)0.086 (2)
H9C10.79250.13060.36910.130*
H9C20.83830.08490.35820.130*
H9C30.75320.08100.34810.130*
C10C0.6482 (4)0.0999 (2)0.2332 (4)0.0593 (17)
H10E0.60580.11630.20150.071*
H10F0.65490.10990.28890.071*
S11C0.63672 (9)0.03638 (5)0.22455 (10)0.0514 (4)
C12C0.5644 (3)0.02772 (19)0.2683 (3)0.0424 (13)
C13C0.5306 (3)0.05998 (19)0.3080 (3)0.0436 (13)
H13C0.54630.09180.31250.052*
C14C0.4747 (3)0.0463 (2)0.3408 (3)0.0489 (14)
H14C0.45170.06840.36800.059*
C15C0.4525 (4)0.0002 (2)0.3337 (4)0.0596 (17)
H15C0.4135−0.00980.35540.072*
C16C0.4867 (3)−0.0316 (2)0.2951 (4)0.0544 (15)
H16C0.4714−0.06350.29000.065*
N17C0.5416 (3)−0.01772 (16)0.2647 (3)0.0475 (12)
O18C0.5769 (3)−0.04903 (15)0.2304 (3)0.0674 (13)
C19C0.9155 (4)0.1218 (3)0.2752 (5)0.078 (2)
H19E0.91160.12650.33050.093*
H19F0.94500.14760.26060.093*
S20C0.95587 (12)0.06530 (8)0.26411 (16)0.0939 (8)
C21C1.0041 (4)0.0522 (3)0.3585 (6)0.079 (2)
C22C1.0160 (4)0.0793 (3)0.4268 (5)0.072 (2)
H22C0.99580.10990.42510.086*
C23C1.0572 (4)0.0622 (4)0.4983 (6)0.089 (3)
H23C1.06500.08080.54480.107*
C24C1.0857 (5)0.0186 (5)0.4995 (9)0.122 (4)
H24C1.11230.00630.54790.147*
C25C1.0767 (5)−0.0092 (5)0.4301 (12)0.143 (6)
H25C1.0990−0.03920.43140.171*
N26C1.0342 (4)0.0084 (3)0.3592 (7)0.105 (3)
O27C1.0226 (3)−0.0162 (2)0.2924 (6)0.138 (3)
C1D0.8467 (3)0.2281 (2)0.8069 (4)0.0456 (13)
C2D0.8497 (3)0.2383 (2)0.7284 (4)0.0502 (15)
C3D0.7856 (3)0.2465 (2)0.6742 (4)0.0564 (16)
H3D0.78730.25420.62140.068*
C4D0.7188 (3)0.2440 (2)0.6941 (4)0.0517 (15)
C5D0.7166 (3)0.2327 (2)0.7725 (4)0.0447 (13)
C6D0.7806 (3)0.22585 (19)0.8290 (4)0.0439 (13)
C7D0.9192 (4)0.2394 (3)0.7015 (5)0.070 (2)
H7D10.90930.24460.64440.105*
H7D20.94430.20940.71420.105*
H7D30.94920.26510.72850.105*
C8D0.6514 (4)0.2517 (3)0.6306 (4)0.075 (2)
H8D10.66450.26290.58230.112*
H8D20.62110.27530.64860.112*
H8D30.62500.22200.61980.112*
C9D0.7774 (4)0.2164 (3)0.9135 (4)0.0593 (17)
H9D10.73980.23590.92760.089*
H9D20.82380.22430.94820.089*
H9D30.76670.18310.91970.089*
C10D0.9152 (3)0.2189 (2)0.8675 (4)0.0554 (16)
H10G0.95260.20650.84160.066*
H10H0.90670.19530.90640.066*
S11D0.94381 (9)0.27323 (6)0.91574 (11)0.0601 (5)
C12D1.0052 (3)0.2542 (3)1.0004 (4)0.0633 (19)
C13D1.0248 (3)0.2096 (3)1.0250 (4)0.066 (2)
H13D1.00570.18340.99320.079*
C14D1.0731 (4)0.2025 (4)1.0972 (5)0.079 (3)
H14D1.08520.17131.11530.095*
C15D1.1029 (4)0.2398 (5)1.1420 (5)0.105 (4)
H15D1.13730.23491.18990.126*
C16D1.0824 (4)0.2844 (5)1.1168 (5)0.094 (3)
H16D1.10120.31081.14820.113*
N17D1.0347 (3)0.2908 (3)1.0462 (4)0.080 (2)
O18D1.0153 (4)0.3326 (3)1.0222 (4)0.109 (2)
C19D0.6460 (3)0.2274 (2)0.7959 (4)0.0474 (14)
H19G0.65000.20330.83780.057*
H19H0.60870.21710.74990.057*
S20D0.62144 (8)0.28440 (5)0.83182 (9)0.0477 (4)
C21D0.5598 (3)0.2675 (2)0.8869 (3)0.0410 (12)
C22D0.5383 (3)0.2225 (2)0.9038 (3)0.0429 (13)
H22D0.55730.19570.88260.051*
C23D0.4897 (3)0.2165 (2)0.9509 (3)0.0482 (14)
H23D0.47540.18580.96300.058*
C24D0.4624 (3)0.2559 (2)0.9801 (3)0.0478 (14)
H24D0.42930.25221.01310.057*
C25D0.4823 (3)0.3002 (2)0.9625 (3)0.0477 (14)
H25D0.46190.32710.98160.057*
N26D0.5311 (2)0.30539 (16)0.9175 (3)0.0435 (11)
O27D0.5517 (3)0.34769 (15)0.9017 (3)0.0615 (12)
O1W0.5593 (3)0.08658 (18)0.5339 (3)0.0748 (14)
H1W0.51490.08510.51530.112*
H2W0.56740.10450.57330.112*
O2W0.5159 (3)0.0854 (2)0.8926 (4)0.1020 (19)
H2WA0.52420.10940.86770.153*
H2WB0.48350.06930.86390.153*
O3W0.6392 (4)0.1123 (3)0.6854 (5)0.130 (3)
H3WA0.66500.08950.68340.195*
H3WB0.63690.11310.73370.195*
O4W0.6339 (5)0.1156 (3)0.8479 (5)0.149 (3)
H4WA0.66340.09340.85880.224*
H4WB0.59260.10460.83080.224*
O5W0.9258 (6)0.0976 (4)0.7553 (7)0.200 (4)
H5WA0.95270.07400.76570.300*
H5WB0.91320.10650.79630.300*
O6W0.7882 (6)0.1220 (4)0.7263 (7)0.193 (4)
H6WA0.77570.10760.68320.289*
H6WB0.82520.10930.75360.289*
O7W0.9543 (6)0.1005 (4)0.9214 (7)0.205 (5)
H7WA0.99140.08740.91330.307*
H7WB0.91870.09240.88610.307*
O8W1.0027 (8)0.3781 (5)1.1626 (9)0.265 (7)
H8WA0.98820.36361.11990.397*
H8WB1.04650.38471.16530.397*
O9W0.7761 (8)0.0842 (5)0.8857 (9)0.261 (7)
H9WA0.78460.07570.84240.391*
H9WB0.81470.09160.91700.391*
O10W1.0676 (9)0.4403 (6)0.5238 (10)0.288 (7)
H10W1.06050.46800.53720.431*
H10X1.02980.42460.51960.431*
O11W0.8815 (12)0.0344 (8)0.9965 (15)0.400 (12)
H11W0.86740.01581.02750.600*
H11Y0.85160.03470.95300.600*
C1L0.7927 (8)0.3770 (7)1.0364 (12)0.099 (6)0.50
O2L0.7923 (10)0.4213 (7)1.0331 (12)0.162 (7)0.50
C3L0.7200 (9)0.3567 (8)1.0329 (14)0.112 (7)0.50
H3L10.70830.35341.08480.167*0.50
H3L20.71610.32591.00680.167*0.50
H3L30.68650.37881.00070.167*0.50
C4L0.8648 (11)0.3539 (9)1.0470 (17)0.151 (10)0.50
H4L10.88140.35830.99800.227*0.50
H4L20.86070.32021.05700.227*0.50
H4L30.89920.36831.09100.227*0.50
O12W0.6717 (13)0.3857 (8)0.9632 (14)0.203 (9)0.50
H12W0.63330.37910.93090.305*0.50
H12X0.68200.36390.99640.305*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C1A0.021 (2)0.039 (3)0.028 (2)0.0038 (19)0.0085 (18)0.0005 (19)
C2A0.021 (2)0.042 (3)0.029 (2)0.0032 (19)0.0091 (19)0.004 (2)
C3A0.025 (2)0.054 (3)0.026 (2)0.001 (2)0.0071 (19)0.000 (2)
C4A0.027 (2)0.049 (3)0.030 (3)−0.004 (2)0.011 (2)−0.006 (2)
C5A0.030 (2)0.034 (2)0.029 (2)−0.0029 (19)0.010 (2)0.0000 (19)
C6A0.024 (2)0.041 (3)0.025 (2)0.000 (2)0.0083 (18)−0.002 (2)
C7A0.040 (3)0.055 (3)0.037 (3)0.011 (3)0.006 (2)0.010 (2)
C8A0.043 (3)0.053 (3)0.037 (3)−0.003 (3)0.004 (2)−0.012 (2)
C9A0.032 (2)0.042 (3)0.029 (2)0.002 (2)0.002 (2)0.002 (2)
C10A0.032 (2)0.037 (3)0.033 (3)0.000 (2)0.012 (2)−0.002 (2)
S11A0.0328 (6)0.0377 (7)0.0411 (7)−0.0024 (5)0.0160 (5)−0.0024 (5)
C12A0.039 (3)0.042 (3)0.029 (3)−0.009 (2)0.006 (2)−0.001 (2)
C13A0.043 (3)0.049 (3)0.053 (3)−0.008 (3)0.015 (3)−0.014 (3)
C14A0.062 (4)0.060 (4)0.071 (5)−0.003 (3)0.022 (4)−0.025 (3)
C15A0.068 (4)0.047 (3)0.060 (4)−0.018 (3)0.008 (3)−0.011 (3)
C16A0.057 (4)0.054 (4)0.045 (3)−0.021 (3)0.011 (3)−0.007 (3)
N17A0.039 (2)0.052 (3)0.032 (2)−0.012 (2)0.0103 (19)0.000 (2)
O18A0.041 (2)0.063 (3)0.046 (2)−0.0110 (19)0.0195 (18)−0.0042 (19)
C19A0.036 (3)0.037 (3)0.031 (3)−0.004 (2)0.006 (2)0.003 (2)
S20A0.0434 (7)0.0348 (6)0.0373 (7)0.0060 (5)0.0153 (6)0.0058 (5)
C21A0.052 (3)0.036 (3)0.029 (3)0.008 (2)0.006 (2)−0.002 (2)
C22A0.066 (4)0.036 (3)0.041 (3)0.000 (3)0.011 (3)0.004 (2)
C23A0.089 (5)0.042 (3)0.061 (4)0.000 (3)0.010 (4)0.015 (3)
C24A0.097 (6)0.050 (4)0.070 (5)0.023 (4)0.010 (4)0.018 (4)
C25A0.069 (4)0.046 (3)0.059 (4)0.020 (3)0.002 (3)0.000 (3)
N26A0.055 (3)0.041 (2)0.039 (3)0.012 (2)0.009 (2)−0.001 (2)
O27A0.054 (2)0.054 (2)0.054 (2)0.011 (2)0.024 (2)0.000 (2)
C1B0.024 (2)0.035 (2)0.022 (2)0.0044 (18)0.0010 (18)−0.0006 (19)
C2B0.025 (2)0.036 (2)0.024 (2)−0.0039 (19)0.0051 (18)0.0021 (19)
C3B0.023 (2)0.039 (2)0.026 (2)0.0013 (19)0.0052 (18)−0.002 (2)
C4B0.026 (2)0.036 (2)0.020 (2)0.0039 (19)0.0025 (18)−0.0018 (18)
C5B0.023 (2)0.033 (2)0.026 (2)−0.0003 (18)0.0037 (18)0.0045 (19)
C6B0.025 (2)0.038 (2)0.022 (2)0.0025 (19)0.0074 (17)0.0039 (19)
C7B0.041 (3)0.041 (3)0.043 (3)−0.006 (2)0.014 (2)0.003 (2)
C8B0.039 (3)0.042 (3)0.041 (3)0.008 (2)0.014 (2)−0.006 (2)
C9B0.037 (3)0.047 (3)0.035 (3)0.003 (2)0.017 (2)0.006 (2)
C10B0.030 (2)0.038 (3)0.031 (3)0.001 (2)0.006 (2)−0.002 (2)
S11B0.0388 (7)0.0389 (7)0.0331 (7)0.0101 (5)0.0034 (5)−0.0037 (5)
C12B0.038 (3)0.039 (3)0.040 (3)0.012 (2)0.012 (2)0.005 (2)
C13B0.044 (3)0.043 (3)0.034 (3)0.006 (2)0.009 (2)−0.001 (2)
C14B0.062 (4)0.051 (4)0.055 (4)0.012 (3)0.005 (3)−0.012 (3)
C15B0.081 (5)0.060 (4)0.081 (5)0.035 (4)0.010 (4)−0.015 (4)
C16B0.057 (4)0.067 (4)0.070 (5)0.029 (3)−0.001 (3)−0.013 (4)
N17B0.052 (3)0.053 (3)0.043 (3)0.017 (2)0.007 (2)−0.006 (2)
O18B0.051 (3)0.073 (3)0.065 (3)0.020 (2)−0.009 (2)−0.019 (2)
C19B0.030 (2)0.033 (2)0.035 (3)−0.0011 (19)0.006 (2)0.000 (2)
S20B0.0338 (7)0.0471 (7)0.0343 (7)−0.0053 (6)0.0013 (5)0.0100 (6)
C21B0.035 (3)0.037 (3)0.035 (3)−0.001 (2)0.014 (2)−0.003 (2)
C22B0.034 (3)0.033 (3)0.039 (3)0.000 (2)0.011 (2)−0.003 (2)
C23B0.062 (4)0.041 (3)0.044 (3)−0.005 (3)0.016 (3)0.000 (2)
C24B0.065 (4)0.050 (4)0.059 (4)−0.020 (3)0.018 (3)−0.001 (3)
C25B0.046 (3)0.062 (4)0.059 (4)−0.023 (3)0.011 (3)−0.006 (3)
N26B0.033 (2)0.048 (3)0.039 (2)−0.0086 (19)0.0043 (19)−0.003 (2)
O27B0.035 (2)0.084 (3)0.044 (2)−0.004 (2)0.0017 (18)0.008 (2)
C1C0.064 (4)0.037 (3)0.060 (4)0.000 (3)0.022 (3)0.009 (3)
C2C0.065 (4)0.066 (4)0.059 (4)−0.003 (3)0.012 (3)0.017 (3)
C3C0.096 (6)0.089 (6)0.060 (5)−0.024 (5)0.017 (4)0.018 (4)
C4C0.068 (5)0.067 (4)0.081 (5)−0.014 (4)0.035 (4)0.011 (4)
C5C0.054 (4)0.048 (4)0.082 (5)−0.015 (3)0.012 (4)0.002 (3)
C6C0.060 (4)0.043 (3)0.054 (4)−0.006 (3)0.009 (3)0.004 (3)
C7C0.089 (6)0.147 (9)0.075 (6)−0.019 (6)−0.011 (5)0.040 (6)
C8C0.102 (7)0.113 (8)0.130 (9)−0.033 (6)0.060 (7)0.017 (6)
C9C0.098 (6)0.096 (6)0.060 (5)−0.019 (5)0.007 (4)0.004 (4)
C10C0.063 (4)0.044 (3)0.074 (5)0.002 (3)0.022 (4)0.007 (3)
S11C0.0588 (9)0.0413 (8)0.0623 (10)0.0041 (7)0.0314 (8)−0.0012 (7)
C12C0.047 (3)0.042 (3)0.043 (3)0.010 (2)0.019 (3)0.004 (2)
C13C0.049 (3)0.035 (3)0.047 (3)0.011 (2)0.012 (3)0.002 (2)
C14C0.056 (4)0.053 (3)0.042 (3)0.019 (3)0.021 (3)0.002 (3)
C15C0.057 (4)0.066 (4)0.064 (4)0.011 (3)0.030 (3)0.009 (3)
C16C0.053 (4)0.049 (3)0.067 (4)0.002 (3)0.026 (3)−0.001 (3)
N17C0.052 (3)0.040 (2)0.057 (3)0.006 (2)0.025 (2)−0.006 (2)
O18C0.076 (3)0.048 (2)0.094 (4)0.001 (2)0.052 (3)−0.019 (2)
C19C0.065 (5)0.060 (4)0.106 (6)−0.019 (4)0.017 (4)−0.015 (4)
S20C0.0694 (13)0.0738 (13)0.1220 (19)−0.0054 (10)−0.0143 (13)−0.0388 (13)
C21C0.041 (4)0.053 (4)0.138 (8)−0.018 (3)0.010 (4)−0.006 (4)
C22C0.057 (4)0.065 (4)0.092 (6)−0.021 (3)0.013 (4)0.004 (4)
C23C0.060 (5)0.099 (7)0.114 (8)−0.005 (5)0.029 (5)0.029 (6)
C24C0.063 (6)0.129 (11)0.169 (13)−0.020 (7)0.013 (7)0.056 (9)
C25C0.046 (5)0.099 (9)0.28 (2)−0.002 (5)0.034 (9)0.057 (11)
N26C0.042 (4)0.066 (5)0.206 (10)−0.013 (3)0.025 (5)−0.005 (6)
O27C0.060 (4)0.086 (4)0.259 (10)−0.014 (3)0.020 (5)−0.074 (6)
C1D0.035 (3)0.044 (3)0.054 (4)0.002 (2)0.003 (3)−0.007 (3)
C2D0.027 (3)0.067 (4)0.057 (4)−0.002 (3)0.010 (3)−0.005 (3)
C3D0.048 (4)0.078 (5)0.044 (3)−0.005 (3)0.012 (3)−0.001 (3)
C4D0.033 (3)0.071 (4)0.049 (3)−0.001 (3)0.005 (3)−0.005 (3)
C5D0.032 (3)0.049 (3)0.053 (3)0.000 (2)0.010 (3)−0.007 (3)
C6D0.036 (3)0.041 (3)0.054 (3)−0.002 (2)0.007 (3)−0.002 (3)
C7D0.042 (4)0.104 (6)0.069 (5)−0.009 (4)0.022 (3)−0.005 (4)
C8D0.047 (4)0.118 (7)0.053 (4)0.003 (4)−0.002 (3)0.001 (4)
C9D0.054 (4)0.071 (4)0.050 (4)0.000 (3)0.005 (3)0.010 (3)
C10D0.040 (3)0.055 (4)0.068 (4)0.009 (3)0.004 (3)0.005 (3)
S11D0.0495 (9)0.0620 (10)0.0604 (10)−0.0073 (8)−0.0058 (8)0.0062 (8)
C12D0.038 (3)0.103 (6)0.051 (4)−0.018 (4)0.013 (3)0.002 (4)
C13D0.038 (3)0.105 (6)0.061 (4)0.015 (3)0.024 (3)0.030 (4)
C14D0.045 (4)0.140 (8)0.058 (5)0.026 (5)0.023 (4)0.038 (5)
C15D0.041 (4)0.230 (14)0.046 (5)−0.005 (6)0.015 (4)0.025 (7)
C16D0.056 (5)0.182 (11)0.046 (4)−0.035 (6)0.013 (4)−0.011 (6)
N17D0.058 (4)0.121 (6)0.059 (4)−0.026 (4)0.008 (3)0.012 (4)
O18D0.129 (6)0.101 (5)0.078 (4)−0.041 (4)−0.016 (4)−0.008 (4)
C19D0.039 (3)0.049 (3)0.055 (4)0.000 (3)0.011 (3)−0.005 (3)
S20D0.0416 (8)0.0481 (8)0.0562 (9)0.0020 (6)0.0168 (7)0.0058 (7)
C21D0.031 (3)0.054 (3)0.035 (3)0.005 (2)0.002 (2)0.007 (2)
C22D0.035 (3)0.049 (3)0.042 (3)0.003 (2)0.003 (2)0.000 (2)
C23D0.041 (3)0.060 (4)0.040 (3)−0.014 (3)0.002 (3)0.009 (3)
C24D0.045 (3)0.069 (4)0.028 (3)0.000 (3)0.005 (2)0.000 (3)
C25D0.048 (3)0.058 (4)0.036 (3)0.013 (3)0.008 (3)0.003 (3)
N26D0.043 (3)0.045 (3)0.041 (3)0.004 (2)0.007 (2)0.009 (2)
O27D0.075 (3)0.048 (2)0.071 (3)0.009 (2)0.036 (3)0.008 (2)
O1W0.069 (2)0.079 (2)0.076 (2)−0.0017 (16)0.0165 (16)0.0021 (16)
O2W0.098 (2)0.109 (2)0.098 (2)0.0162 (18)0.0213 (18)−0.0101 (18)
O3W0.130 (3)0.133 (3)0.128 (3)−0.0046 (19)0.0297 (19)−0.0010 (19)
O4W0.156 (3)0.146 (3)0.146 (3)−0.0083 (19)0.034 (2)0.0006 (19)
O5W0.199 (5)0.199 (5)0.201 (5)−0.001 (2)0.043 (2)−0.001 (2)
O6W0.191 (5)0.191 (5)0.195 (5)0.001 (2)0.041 (2)−0.001 (2)
O7W0.206 (5)0.204 (5)0.205 (5)−0.003 (2)0.046 (2)0.000 (2)
O8W0.265 (7)0.265 (7)0.264 (7)−0.002 (2)0.060 (2)0.000 (2)
O9W0.263 (7)0.259 (7)0.261 (7)−0.001 (2)0.059 (2)−0.002 (2)
O10W0.289 (8)0.286 (8)0.286 (8)0.001 (2)0.060 (3)0.001 (2)
O11W0.400 (12)0.400 (12)0.400 (12)−0.002 (2)0.089 (3)0.000 (2)
O12W0.204 (9)0.203 (9)0.203 (9)−0.001 (2)0.046 (3)0.000 (2)
C1L0.099 (6)0.099 (6)0.099 (6)−0.001 (2)0.021 (2)0.001 (2)
O2L0.162 (7)0.161 (7)0.162 (7)0.001 (2)0.034 (2)0.000 (2)
C3L0.111 (7)0.112 (7)0.112 (7)0.000 (2)0.024 (2)0.000 (2)
C4L0.152 (10)0.151 (10)0.151 (10)0.002 (2)0.034 (3)0.001 (2)
Geometric parameters (Å, °) top
C1A—C2A1.396 (6)C8C—H8C30.9800
C1A—C6A1.408 (7)C9C—H9C10.9800
C1A—C10A1.516 (7)C9C—H9C20.9800
C2A—C3A1.390 (7)C9C—H9C30.9800
C2A—C7A1.494 (7)C10C—S11C1.820 (6)
C3A—C4A1.385 (7)C10C—H10E0.9900
C3A—H3A0.9500C10C—H10F0.9900
C4A—C5A1.410 (7)S11C—C12C1.736 (6)
C4A—C8A1.502 (7)C12C—N17C1.359 (7)
C5A—C6A1.400 (7)C12C—C13C1.389 (7)
C5A—C19A1.512 (7)C13C—C14C1.375 (8)
C6A—C9A1.504 (7)C13C—H13C0.9500
C7A—H7A10.9800C14C—C15C1.373 (9)
C7A—H7A20.9800C14C—H14C0.9500
C7A—H7A30.9800C15C—C16C1.374 (9)
C8A—H8A10.9800C15C—H15C0.9500
C8A—H8A20.9800C16C—N17C1.335 (7)
C8A—H8A30.9800C16C—H16C0.9500
C9A—H9A10.9800N17C—O18C1.334 (6)
C9A—H9A20.9800C19C—S20C1.809 (8)
C9A—H9A30.9800C19C—H19E0.9900
C10A—S11A1.827 (5)C19C—H19F0.9900
C10A—H10A0.9900S20C—C21C1.734 (10)
C10A—H10B0.9900C21C—N26C1.370 (10)
S11A—C12A1.749 (5)C21C—C22C1.390 (11)
C12A—N17A1.356 (6)C22C—C23C1.402 (12)
C12A—C13A1.382 (8)C22C—H22C0.9500
C13A—C14A1.386 (9)C23C—C24C1.348 (16)
C13A—H13A0.9500C23C—H23C0.9500
C14A—C15A1.383 (9)C24C—C25C1.421 (19)
C14A—H14A0.9500C24C—H24C0.9500
C15A—C16A1.345 (9)C25C—N26C1.408 (17)
C15A—H15A0.9500C25C—H25C0.9500
C16A—N17A1.343 (7)N26C—O27C1.330 (12)
C16A—H16A0.9500C1D—C6D1.403 (8)
N17A—O18A1.328 (6)C1D—C2D1.407 (9)
C19A—S20A1.818 (5)C1D—C10D1.511 (8)
C19A—H19A0.9900C2D—C3D1.391 (9)
C19A—H19B0.9900C2D—C7D1.504 (9)
S20A—C21A1.738 (5)C3D—C4D1.398 (9)
C21A—N26A1.370 (7)C3D—H3D0.9500
C21A—C22A1.392 (8)C4D—C5D1.408 (9)
C22A—C23A1.385 (8)C4D—C8D1.516 (9)
C22A—H22A0.9500C5D—C6D1.402 (8)
C23A—C24A1.367 (10)C5D—C19D1.502 (8)
C23A—H23A0.9500C6D—C9D1.507 (9)
C24A—C25A1.365 (10)C7D—H7D10.9800
C24A—H24A0.9500C7D—H7D20.9800
C25A—N26A1.348 (7)C7D—H7D30.9800
C25A—H25A0.9500C8D—H8D10.9800
N26A—O27A1.313 (6)C8D—H8D20.9800
C1B—C2B1.406 (6)C8D—H8D30.9800
C1B—C6B1.409 (7)C9D—H9D10.9800
C1B—C10B1.498 (7)C9D—H9D20.9800
C2B—C3B1.386 (7)C9D—H9D30.9800
C2B—C7B1.505 (7)C10D—S11D1.783 (7)
C3B—C4B1.390 (7)C10D—H10G0.9900
C3B—H3B0.9500C10D—H10H0.9900
C4B—C5B1.395 (6)S11D—C12D1.752 (7)
C4B—C8B1.513 (7)C12D—N17D1.355 (10)
C5B—C6B1.401 (7)C12D—C13D1.362 (10)
C5B—C19B1.512 (6)C13D—C14D1.398 (10)
C6B—C9B1.511 (7)C13D—H13D0.9500
C7B—H7B10.9800C14D—C15D1.361 (14)
C7B—H7B20.9800C14D—H14D0.9500
C7B—H7B30.9800C15D—C16D1.368 (15)
C8B—H8B10.9800C15D—H15D0.9500
C8B—H8B20.9800C16D—N17D1.369 (11)
C8B—H8B30.9800C16D—H16D0.9500
C9B—H9B10.9800N17D—O18D1.284 (9)
C9B—H9B20.9800C19D—S20D1.833 (6)
C9B—H9B30.9800C19D—H19G0.9900
C10B—S11B1.821 (5)C19D—H19H0.9900
C10B—H10C0.9900S20D—C21D1.744 (6)
C10B—H10D0.9900C21D—N26D1.368 (7)
S11B—C12B1.742 (5)C21D—C22D1.392 (8)
C12B—N17B1.357 (7)C22D—C23D1.378 (8)
C12B—C13B1.373 (8)C22D—H22D0.9500
C13B—C14B1.378 (8)C23D—C24D1.377 (9)
C13B—H13B0.9500C23D—H23D0.9500
C14B—C15B1.374 (9)C24D—C25D1.369 (8)
C14B—H14B0.9500C24D—H24D0.9500
C15B—C16B1.363 (10)C25D—N26D1.351 (7)
C15B—H15B0.9500C25D—H25D0.9500
C16B—N17B1.372 (8)N26D—O27D1.312 (6)
C16B—H16B0.9500O1W—H1W0.8400
N17B—O18B1.323 (6)O1W—H2W0.8400
C19B—S20B1.823 (5)O2W—H2WA0.8401
C19B—H19C0.9900O2W—H2WB0.8400
C19B—H19D0.9900O3W—H3WA0.8201
S20B—C21B1.735 (5)O3W—H3WB0.8491
C21B—N26B1.362 (6)O4W—H4WA0.8400
C21B—C22B1.392 (7)O4W—H4WB0.8400
C22B—C23B1.379 (7)O5W—H5WA0.8400
C22B—H22B0.9500O5W—H5WB0.8400
C23B—C24B1.408 (9)O6W—H6WA0.8400
C23B—H23B0.9500O6W—H6WB0.8400
C24B—C25B1.355 (9)O7W—H7WA0.8400
C24B—H24B0.9500O7W—H7WB0.8400
C25B—N26B1.359 (7)O8W—H8WA0.8400
C25B—H25B0.9500O8W—H8WB0.8489
N26B—O27B1.319 (6)O9W—H9WA0.8400
C1C—C6C1.387 (9)O9W—H9WB0.8400
C1C—C2C1.407 (9)O10W—H10W0.8400
C1C—C10C1.510 (9)O10W—H10X0.8400
C2C—C3C1.384 (10)O11W—H11W0.8400
C2C—C7C1.524 (11)O11W—H11Y0.8400
C3C—C4C1.374 (11)O12W—H12W0.8400
C3C—H3C0.9500O12W—H12X0.8400
C4C—C5C1.428 (10)C1L—O2L1.26 (2)
C4C—C8C1.509 (10)C1L—C3L1.494 (5)
C5C—C6C1.407 (9)C1L—C4L1.500 (5)
C5C—C19C1.489 (10)C3L—H3L10.9800
C6C—C9C1.527 (10)C3L—H3L20.9800
C7C—H7C10.9800C3L—H3L30.9800
C7C—H7C20.9800C4L—H4L10.9800
C7C—H7C30.9800C4L—H4L20.9800
C8C—H8C10.9800C4L—H4L30.9800
C8C—H8C20.9800
C2A—C1A—C6A120.3 (4)C4C—C5C—C19C121.2 (7)
C2A—C1A—C10A119.3 (4)C1C—C6C—C5C120.7 (6)
C6A—C1A—C10A120.4 (4)C1C—C6C—C9C120.8 (6)
C3A—C2A—C1A118.4 (4)C5C—C6C—C9C118.4 (6)
C3A—C2A—C7A119.5 (5)C2C—C7C—H7C1109.5
C1A—C2A—C7A122.1 (5)C2C—C7C—H7C2109.5
C4A—C3A—C2A123.3 (5)H7C1—C7C—H7C2109.5
C4A—C3A—H3A118.4C2C—C7C—H7C3109.5
C2A—C3A—H3A118.4H7C1—C7C—H7C3109.5
C3A—C4A—C5A117.7 (5)H7C2—C7C—H7C3109.5
C3A—C4A—C8A120.2 (5)C4C—C8C—H8C1109.5
C5A—C4A—C8A122.1 (5)C4C—C8C—H8C2109.5
C6A—C5A—C4A120.6 (4)H8C1—C8C—H8C2109.5
C6A—C5A—C19A120.2 (4)C4C—C8C—H8C3109.5
C4A—C5A—C19A119.1 (4)H8C1—C8C—H8C3109.5
C5A—C6A—C1A119.6 (4)H8C2—C8C—H8C3109.5
C5A—C6A—C9A120.3 (4)C6C—C9C—H9C1109.5
C1A—C6A—C9A120.1 (4)C6C—C9C—H9C2109.5
C2A—C7A—H7A1109.5H9C1—C9C—H9C2109.5
C2A—C7A—H7A2109.5C6C—C9C—H9C3109.5
H7A1—C7A—H7A2109.5H9C1—C9C—H9C3109.5
C2A—C7A—H7A3109.5H9C2—C9C—H9C3109.5
H7A1—C7A—H7A3109.5C1C—C10C—S11C105.9 (4)
H7A2—C7A—H7A3109.5C1C—C10C—H10E110.6
C4A—C8A—H8A1109.5S11C—C10C—H10E110.6
C4A—C8A—H8A2109.5C1C—C10C—H10F110.6
H8A1—C8A—H8A2109.5S11C—C10C—H10F110.6
C4A—C8A—H8A3109.5H10E—C10C—H10F108.7
H8A1—C8A—H8A3109.5C12C—S11C—C10C101.4 (3)
H8A2—C8A—H8A3109.5N17C—C12C—C13C118.0 (5)
C6A—C9A—H9A1109.5N17C—C12C—S11C113.1 (4)
C6A—C9A—H9A2109.5C13C—C12C—S11C128.8 (5)
H9A1—C9A—H9A2109.5C14C—C13C—C12C120.6 (5)
C6A—C9A—H9A3109.5C14C—C13C—H13C119.7
H9A1—C9A—H9A3109.5C12C—C13C—H13C119.7
H9A2—C9A—H9A3109.5C15C—C14C—C13C119.1 (5)
C1A—C10A—S11A107.5 (3)C15C—C14C—H14C120.5
C1A—C10A—H10A110.2C13C—C14C—H14C120.5
S11A—C10A—H10A110.2C14C—C15C—C16C119.9 (6)
C1A—C10A—H10B110.2C14C—C15C—H15C120.0
S11A—C10A—H10B110.2C16C—C15C—H15C120.0
H10A—C10A—H10B108.5N17C—C16C—C15C120.0 (6)
C12A—S11A—C10A101.1 (2)N17C—C16C—H16C120.0
N17A—C12A—C13A119.5 (5)C15C—C16C—H16C120.0
N17A—C12A—S11A113.1 (4)O18C—N17C—C16C120.0 (5)
C13A—C12A—S11A127.4 (4)O18C—N17C—C12C117.7 (5)
C12A—C13A—C14A119.0 (6)C16C—N17C—C12C122.4 (5)
C12A—C13A—H13A120.5C5C—C19C—S20C106.9 (5)
C14A—C13A—H13A120.5C5C—C19C—H19E110.3
C15A—C14A—C13A119.9 (6)S20C—C19C—H19E110.3
C15A—C14A—H14A120.1C5C—C19C—H19F110.3
C13A—C14A—H14A120.1S20C—C19C—H19F110.3
C16A—C15A—C14A118.9 (6)H19E—C19C—H19F108.6
C16A—C15A—H15A120.6C21C—S20C—C19C103.9 (4)
C14A—C15A—H15A120.6N26C—C21C—C22C120.3 (9)
N17A—C16A—C15A121.9 (6)N26C—C21C—S20C109.7 (8)
N17A—C16A—H16A119.1C22C—C21C—S20C129.9 (6)
C15A—C16A—H16A119.1C21C—C22C—C23C121.3 (8)
O18A—N17A—C16A121.3 (5)C21C—C22C—H22C119.4
O18A—N17A—C12A118.0 (4)C23C—C22C—H22C119.4
C16A—N17A—C12A120.7 (5)C24C—C23C—C22C118.4 (11)
C5A—C19A—S20A106.5 (3)C24C—C23C—H23C120.8
C5A—C19A—H19A110.4C22C—C23C—H23C120.8
S20A—C19A—H19A110.4C23C—C24C—C25C121.7 (12)
C5A—C19A—H19B110.4C23C—C24C—H24C119.2
S20A—C19A—H19B110.4C25C—C24C—H24C119.2
H19A—C19A—H19B108.6N26C—C25C—C24C118.9 (11)
C21A—S20A—C19A101.7 (3)N26C—C25C—H25C120.6
N26A—C21A—C22A119.5 (5)C24C—C25C—H25C120.6
N26A—C21A—S20A112.3 (4)O27C—N26C—C21C118.7 (10)
C22A—C21A—S20A128.2 (4)O27C—N26C—C25C122.0 (10)
C23A—C22A—C21A119.4 (6)C21C—N26C—C25C119.3 (11)
C23A—C22A—H22A120.3C6D—C1D—C2D120.5 (5)
C21A—C22A—H22A120.3C6D—C1D—C10D119.7 (6)
C24A—C23A—C22A119.4 (7)C2D—C1D—C10D119.8 (5)
C24A—C23A—H23A120.3C3D—C2D—C1D118.2 (5)
C22A—C23A—H23A120.3C3D—C2D—C7D119.5 (6)
C25A—C24A—C23A120.7 (6)C1D—C2D—C7D122.3 (6)
C25A—C24A—H24A119.6C2D—C3D—C4D122.7 (6)
C23A—C24A—H24A119.6C2D—C3D—H3D118.7
N26A—C25A—C24A120.3 (6)C4D—C3D—H3D118.7
N26A—C25A—H25A119.8C3D—C4D—C5D118.4 (5)
C24A—C25A—H25A119.8C3D—C4D—C8D119.2 (6)
O27A—N26A—C25A121.3 (5)C5D—C4D—C8D122.4 (6)
O27A—N26A—C21A118.0 (4)C6D—C5D—C4D120.1 (5)
C25A—N26A—C21A120.7 (6)C6D—C5D—C19D119.5 (5)
C2B—C1B—C6B119.5 (4)C4D—C5D—C19D120.4 (5)
C2B—C1B—C10B119.8 (4)C5D—C6D—C1D120.0 (6)
C6B—C1B—C10B120.7 (4)C5D—C6D—C9D119.4 (5)
C3B—C2B—C1B119.1 (4)C1D—C6D—C9D120.6 (5)
C3B—C2B—C7B119.0 (4)C2D—C7D—H7D1109.5
C1B—C2B—C7B121.9 (4)C2D—C7D—H7D2109.5
C2B—C3B—C4B122.1 (4)H7D1—C7D—H7D2109.5
C2B—C3B—H3B118.7C2D—C7D—H7D3109.5
C4B—C3B—H3B118.7H7D1—C7D—H7D3109.5
C3B—C4B—C5B119.0 (4)H7D2—C7D—H7D3109.5
C3B—C4B—C8B119.1 (4)C4D—C8D—H8D1109.5
C5B—C4B—C8B121.9 (4)C4D—C8D—H8D2109.5
C4B—C5B—C6B120.2 (4)H8D1—C8D—H8D2109.5
C4B—C5B—C19B119.6 (4)C4D—C8D—H8D3109.5
C6B—C5B—C19B120.2 (4)H8D1—C8D—H8D3109.5
C5B—C6B—C1B120.1 (4)H8D2—C8D—H8D3109.5
C5B—C6B—C9B120.1 (4)C6D—C9D—H9D1109.5
C1B—C6B—C9B119.8 (4)C6D—C9D—H9D2109.5
C2B—C7B—H7B1109.5H9D1—C9D—H9D2109.5
C2B—C7B—H7B2109.5C6D—C9D—H9D3109.5
H7B1—C7B—H7B2109.5H9D1—C9D—H9D3109.5
C2B—C7B—H7B3109.5H9D2—C9D—H9D3109.5
H7B1—C7B—H7B3109.5C1D—C10D—S11D107.8 (4)
H7B2—C7B—H7B3109.5C1D—C10D—H10G110.2
C4B—C8B—H8B1109.5S11D—C10D—H10G110.2
C4B—C8B—H8B2109.5C1D—C10D—H10H110.2
H8B1—C8B—H8B2109.5S11D—C10D—H10H110.2
C4B—C8B—H8B3109.5H10G—C10D—H10H108.5
H8B1—C8B—H8B3109.5C12D—S11D—C10D101.9 (3)
H8B2—C8B—H8B3109.5N17D—C12D—C13D118.6 (7)
C6B—C9B—H9B1109.5N17D—C12D—S11D111.8 (6)
C6B—C9B—H9B2109.5C13D—C12D—S11D129.6 (6)
H9B1—C9B—H9B2109.5C12D—C13D—C14D119.8 (8)
C6B—C9B—H9B3109.5C12D—C13D—H13D120.1
H9B1—C9B—H9B3109.5C14D—C13D—H13D120.1
H9B2—C9B—H9B3109.5C15D—C14D—C13D120.7 (9)
C1B—C10B—S11B107.1 (3)C15D—C14D—H14D119.7
C1B—C10B—H10C110.3C13D—C14D—H14D119.7
S11B—C10B—H10C110.3C14D—C15D—C16D118.9 (8)
C1B—C10B—H10D110.3C14D—C15D—H15D120.6
S11B—C10B—H10D110.3C16D—C15D—H15D120.6
H10C—C10B—H10D108.6C15D—C16D—N17D119.8 (10)
C12B—S11B—C10B103.3 (2)C15D—C16D—H16D120.1
N17B—C12B—C13B118.9 (5)N17D—C16D—H16D120.1
N17B—C12B—S11B112.1 (4)O18D—N17D—C12D117.7 (7)
C13B—C12B—S11B129.0 (4)O18D—N17D—C16D120.1 (8)
C12B—C13B—C14B120.7 (5)C12D—N17D—C16D122.1 (9)
C12B—C13B—H13B119.6C5D—C19D—S20D108.5 (4)
C14B—C13B—H13B119.6C5D—C19D—H19G110.0
C15B—C14B—C13B119.3 (6)S20D—C19D—H19G110.0
C15B—C14B—H14B120.3C5D—C19D—H19H110.0
C13B—C14B—H14B120.3S20D—C19D—H19H110.0
C16B—C15B—C14B120.1 (6)H19G—C19D—H19H108.4
C16B—C15B—H15B120.0C21D—S20D—C19D101.5 (3)
C14B—C15B—H15B120.0N26D—C21D—C22D118.5 (5)
C15B—C16B—N17B119.8 (6)N26D—C21D—S20D112.0 (4)
C15B—C16B—H16B120.1C22D—C21D—S20D129.4 (5)
N17B—C16B—H16B120.1C23D—C22D—C21D120.4 (6)
O18B—N17B—C12B118.4 (4)C23D—C22D—H22D119.8
O18B—N17B—C16B120.4 (5)C21D—C22D—H22D119.8
C12B—N17B—C16B121.2 (5)C24D—C23D—C22D118.7 (6)
C5B—C19B—S20B106.8 (3)C24D—C23D—H23D120.7
C5B—C19B—H19C110.4C22D—C23D—H23D120.7
S20B—C19B—H19C110.4C25D—C24D—C23D121.1 (6)
C5B—C19B—H19D110.4C25D—C24D—H24D119.4
S20B—C19B—H19D110.4C23D—C24D—H24D119.4
H19C—C19B—H19D108.6N26D—C25D—C24D119.4 (6)
C21B—S20B—C19B101.7 (2)N26D—C25D—H25D120.3
N26B—C21B—C22B119.0 (5)C24D—C25D—H25D120.3
N26B—C21B—S20B112.6 (4)O27D—N26D—C25D119.9 (5)
C22B—C21B—S20B128.3 (4)O27D—N26D—C21D118.3 (5)
C23B—C22B—C21B120.6 (5)C25D—N26D—C21D121.8 (5)
C23B—C22B—H22B119.7H1W—O1W—H2W109.5
C21B—C22B—H22B119.7H2WA—O2W—H2WB109.5
C22B—C23B—C24B118.7 (6)H3WA—O3W—H3WB103.1
C22B—C23B—H23B120.7H4WA—O4W—H4WB109.5
C24B—C23B—H23B120.7H5WA—O5W—H5WB109.5
C25B—C24B—C23B119.4 (6)H6WA—O6W—H6WB109.5
C25B—C24B—H24B120.3H7WA—O7W—H7WB109.5
C23B—C24B—H24B120.3H8WA—O8W—H8WB106.7
C24B—C25B—N26B121.3 (5)H9WA—O9W—H9WB109.5
C24B—C25B—H25B119.3H10W—O10W—H10X109.5
N26B—C25B—H25B119.3H11W—O11W—H11Y109.5
O27B—N26B—C25B120.5 (5)H12W—O12W—H12X109.5
O27B—N26B—C21B118.6 (4)O2L—C1L—C3L112.8 (18)
C25B—N26B—C21B120.9 (5)O2L—C1L—C4L116.0 (18)
C6C—C1C—C2C120.3 (6)C3L—C1L—C4L131 (2)
C6C—C1C—C10C121.6 (6)C1L—C3L—H3L1113.5
C2C—C1C—C10C118.0 (6)C1L—C3L—H3L2109.7
C3C—C2C—C1C118.7 (7)H3L1—C3L—H3L2109.5
C3C—C2C—C7C119.8 (7)C1L—C3L—H3L3105.1
C1C—C2C—C7C121.5 (7)H3L1—C3L—H3L3109.5
C4C—C3C—C2C122.5 (7)H3L2—C3L—H3L3109.5
C4C—C3C—H3C118.7C1L—C4L—H4L1107.7
C2C—C3C—H3C118.7C1L—C4L—H4L2110.0
C3C—C4C—C5C119.2 (7)H4L1—C4L—H4L2109.5
C3C—C4C—C8C119.3 (8)C1L—C4L—H4L3110.7
C5C—C4C—C8C121.4 (8)H4L1—C4L—H4L3109.5
C6C—C5C—C4C118.6 (6)H4L2—C4L—H4L3109.5
C6C—C5C—C19C120.1 (7)
C6A—C1A—C2A—C3A3.8 (7)C6C—C1C—C2C—C3C0.2 (10)
C10A—C1A—C2A—C3A−177.3 (4)C10C—C1C—C2C—C3C−177.4 (7)
C6A—C1A—C2A—C7A−176.1 (4)C6C—C1C—C2C—C7C177.6 (7)
C10A—C1A—C2A—C7A2.8 (7)C10C—C1C—C2C—C7C0.0 (10)
C1A—C2A—C3A—C4A−2.9 (7)C1C—C2C—C3C—C4C−0.5 (12)
C7A—C2A—C3A—C4A177.0 (5)C7C—C2C—C3C—C4C−178.0 (9)
C2A—C3A—C4A—C5A0.9 (7)C2C—C3C—C4C—C5C−0.4 (12)
C2A—C3A—C4A—C8A−179.3 (5)C2C—C3C—C4C—C8C−178.4 (8)
C3A—C4A—C5A—C6A0.1 (7)C3C—C4C—C5C—C6C1.7 (11)
C8A—C4A—C5A—C6A−179.6 (5)C8C—C4C—C5C—C6C179.6 (7)
C3A—C4A—C5A—C19A−179.0 (4)C3C—C4C—C5C—C19C178.6 (7)
C8A—C4A—C5A—C19A1.3 (7)C8C—C4C—C5C—C19C−3.5 (11)
C4A—C5A—C6A—C1A0.8 (7)C2C—C1C—C6C—C5C1.0 (9)
C19A—C5A—C6A—C1A179.9 (4)C10C—C1C—C6C—C5C178.6 (6)
C4A—C5A—C6A—C9A179.6 (4)C2C—C1C—C6C—C9C−176.5 (7)
C19A—C5A—C6A—C9A−1.3 (7)C10C—C1C—C6C—C9C1.1 (9)
C2A—C1A—C6A—C5A−2.8 (7)C4C—C5C—C6C—C1C−2.0 (10)
C10A—C1A—C6A—C5A178.3 (4)C19C—C5C—C6C—C1C−178.9 (6)
C2A—C1A—C6A—C9A178.4 (4)C4C—C5C—C6C—C9C175.6 (7)
C10A—C1A—C6A—C9A−0.5 (7)C19C—C5C—C6C—C9C−1.3 (10)
C2A—C1A—C10A—S11A−101.7 (4)C6C—C1C—C10C—S11C−90.6 (6)
C6A—C1A—C10A—S11A77.3 (5)C2C—C1C—C10C—S11C87.0 (6)
C1A—C10A—S11A—C12A171.1 (3)C1C—C10C—S11C—C12C175.6 (5)
C10A—S11A—C12A—N17A−171.8 (4)C10C—S11C—C12C—N17C175.9 (5)
C10A—S11A—C12A—C13A7.4 (6)C10C—S11C—C12C—C13C−7.2 (6)
N17A—C12A—C13A—C14A3.2 (9)N17C—C12C—C13C—C14C−1.6 (8)
S11A—C12A—C13A—C14A−176.0 (5)S11C—C12C—C13C—C14C−178.3 (5)
C12A—C13A—C14A—C15A0.7 (10)C12C—C13C—C14C—C15C−0.2 (9)
C13A—C14A—C15A—C16A−3.3 (11)C13C—C14C—C15C—C16C0.9 (10)
C14A—C15A—C16A—N17A2.0 (10)C14C—C15C—C16C—N17C0.1 (10)
C15A—C16A—N17A—O18A179.5 (5)C15C—C16C—N17C—O18C176.9 (6)
C15A—C16A—N17A—C12A1.9 (9)C15C—C16C—N17C—C12C−2.0 (10)
C13A—C12A—N17A—O18A177.8 (5)C13C—C12C—N17C—O18C−176.3 (5)
S11A—C12A—N17A—O18A−2.9 (6)S11C—C12C—N17C—O18C0.9 (7)
C13A—C12A—N17A—C16A−4.6 (8)C13C—C12C—N17C—C16C2.7 (9)
S11A—C12A—N17A—C16A174.7 (4)S11C—C12C—N17C—C16C179.9 (5)
C6A—C5A—C19A—S20A−77.3 (5)C6C—C5C—C19C—S20C99.3 (7)
C4A—C5A—C19A—S20A101.8 (4)C4C—C5C—C19C—S20C−77.6 (8)
C5A—C19A—S20A—C21A−175.6 (3)C5C—C19C—S20C—C21C−143.5 (6)
C19A—S20A—C21A—N26A178.6 (4)C19C—S20C—C21C—N26C176.3 (5)
C19A—S20A—C21A—C22A−2.0 (6)C19C—S20C—C21C—C22C−5.2 (8)
N26A—C21A—C22A—C23A−0.6 (8)N26C—C21C—C22C—C23C−1.6 (11)
S20A—C21A—C22A—C23A−179.9 (5)S20C—C21C—C22C—C23C−179.9 (6)
C21A—C22A—C23A—C24A0.7 (10)C21C—C22C—C23C—C24C0.3 (12)
C22A—C23A—C24A—C25A−0.4 (11)C22C—C23C—C24C—C25C2.1 (14)
C23A—C24A—C25A—N26A0.0 (11)C23C—C24C—C25C—N26C−3.0 (15)
C24A—C25A—N26A—O27A−179.8 (6)C22C—C21C—N26C—O27C−179.0 (7)
C24A—C25A—N26A—C21A0.1 (9)S20C—C21C—N26C—O27C−0.4 (9)
C22A—C21A—N26A—O27A−179.9 (5)C22C—C21C—N26C—C25C0.6 (11)
S20A—C21A—N26A—O27A−0.5 (6)S20C—C21C—N26C—C25C179.2 (6)
C22A—C21A—N26A—C25A0.2 (8)C24C—C25C—N26C—O27C−178.8 (9)
S20A—C21A—N26A—C25A179.7 (4)C24C—C25C—N26C—C21C1.6 (13)
C6B—C1B—C2B—C3B−1.3 (6)C6D—C1D—C2D—C3D0.9 (9)
C10B—C1B—C2B—C3B179.3 (4)C10D—C1D—C2D—C3D179.9 (6)
C6B—C1B—C2B—C7B179.1 (4)C6D—C1D—C2D—C7D−177.9 (6)
C10B—C1B—C2B—C7B−0.3 (7)C10D—C1D—C2D—C7D1.1 (9)
C1B—C2B—C3B—C4B0.0 (7)C1D—C2D—C3D—C4D−1.7 (10)
C7B—C2B—C3B—C4B179.7 (4)C7D—C2D—C3D—C4D177.1 (6)
C2B—C3B—C4B—C5B0.6 (7)C2D—C3D—C4D—C5D0.2 (10)
C2B—C3B—C4B—C8B−179.9 (4)C2D—C3D—C4D—C8D−177.7 (7)
C3B—C4B—C5B—C6B0.1 (7)C3D—C4D—C5D—C6D2.1 (9)
C8B—C4B—C5B—C6B−179.5 (4)C8D—C4D—C5D—C6D179.9 (6)
C3B—C4B—C5B—C19B−178.5 (4)C3D—C4D—C5D—C19D−177.2 (6)
C8B—C4B—C5B—C19B2.0 (7)C8D—C4D—C5D—C19D0.6 (9)
C4B—C5B—C6B—C1B−1.3 (7)C4D—C5D—C6D—C1D−2.9 (9)
C19B—C5B—C6B—C1B177.3 (4)C19D—C5D—C6D—C1D176.4 (5)
C4B—C5B—C6B—C9B177.5 (4)C4D—C5D—C6D—C9D176.7 (6)
C19B—C5B—C6B—C9B−3.9 (7)C19D—C5D—C6D—C9D−4.0 (8)
C2B—C1B—C6B—C5B1.9 (6)C2D—C1D—C6D—C5D1.4 (9)
C10B—C1B—C6B—C5B−178.6 (4)C10D—C1D—C6D—C5D−177.7 (5)
C2B—C1B—C6B—C9B−176.9 (4)C2D—C1D—C6D—C9D−178.1 (6)
C10B—C1B—C6B—C9B2.5 (6)C10D—C1D—C6D—C9D2.8 (8)
C2B—C1B—C10B—S11B96.0 (4)C6D—C1D—C10D—S11D−87.3 (6)
C6B—C1B—C10B—S11B−83.5 (5)C2D—C1D—C10D—S11D93.7 (6)
C1B—C10B—S11B—C12B−176.2 (3)C1D—C10D—S11D—C12D163.2 (5)
C10B—S11B—C12B—N17B177.0 (4)C10D—S11D—C12D—N17D179.3 (5)
C10B—S11B—C12B—C13B−4.0 (6)C10D—S11D—C12D—C13D−1.8 (7)
N17B—C12B—C13B—C14B−0.7 (9)N17D—C12D—C13D—C14D1.6 (9)
S11B—C12B—C13B—C14B−179.6 (5)S11D—C12D—C13D—C14D−177.2 (5)
C12B—C13B—C14B—C15B0.2 (10)C12D—C13D—C14D—C15D−2.5 (10)
C13B—C14B—C15B—C16B0.4 (12)C13D—C14D—C15D—C16D2.8 (11)
C14B—C15B—C16B—N17B−0.4 (13)C14D—C15D—C16D—N17D−2.4 (12)
C13B—C12B—N17B—O18B−178.6 (5)C13D—C12D—N17D—O18D−179.8 (7)
S11B—C12B—N17B—O18B0.6 (7)S11D—C12D—N17D—O18D−0.7 (9)
C13B—C12B—N17B—C16B0.6 (9)C13D—C12D—N17D—C16D−1.2 (10)
S11B—C12B—N17B—C16B179.8 (5)S11D—C12D—N17D—C16D177.8 (6)
C15B—C16B—N17B—O18B179.1 (7)C15D—C16D—N17D—O18D−179.9 (8)
C15B—C16B—N17B—C12B−0.1 (11)C15D—C16D—N17D—C12D1.6 (11)
C4B—C5B—C19B—S20B−97.3 (4)C6D—C5D—C19D—S20D88.4 (6)
C6B—C5B—C19B—S20B84.1 (5)C4D—C5D—C19D—S20D−92.3 (6)
C5B—C19B—S20B—C21B−174.8 (3)C5D—C19D—S20D—C21D−159.7 (4)
C19B—S20B—C21B—N26B176.0 (4)C19D—S20D—C21D—N26D−177.4 (4)
C19B—S20B—C21B—C22B−2.0 (5)C19D—S20D—C21D—C22D3.9 (6)
N26B—C21B—C22B—C23B−1.8 (7)N26D—C21D—C22D—C23D−0.6 (8)
S20B—C21B—C22B—C23B176.1 (4)S20D—C21D—C22D—C23D178.1 (4)
C21B—C22B—C23B—C24B0.6 (8)C21D—C22D—C23D—C24D0.7 (8)
C22B—C23B—C24B—C25B0.8 (9)C22D—C23D—C24D—C25D0.6 (8)
C23B—C24B—C25B—N26B−1.0 (10)C23D—C24D—C25D—N26D−2.0 (9)
C24B—C25B—N26B—O27B−178.9 (6)C24D—C25D—N26D—O27D−178.5 (5)
C24B—C25B—N26B—C21B−0.3 (9)C24D—C25D—N26D—C21D2.1 (8)
C22B—C21B—N26B—O27B−179.7 (5)C22D—C21D—N26D—O27D179.8 (5)
S20B—C21B—N26B—O27B2.1 (6)S20D—C21D—N26D—O27D0.8 (6)
C22B—C21B—N26B—C25B1.7 (8)C22D—C21D—N26D—C25D−0.8 (8)
S20B—C21B—N26B—C25B−176.5 (4)S20D—C21D—N26D—C25D−179.7 (4)
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W···O18Ai0.841.982.800 (6)167
O1W—H2W···O3W0.842.132.832 (9)141
O2W—H2WA···O4W0.842.212.685 (11)116
O2W—H2WB···O18Cii0.841.872.666 (8)157
O2W—H2WB···N17Cii0.842.633.324 (8)141
O3W—H3WB···O4W0.852.002.849 (12)179
O4W—H4WA···O9W0.842.122.799 (17)138
O4W—H4WB···O2W0.842.072.685 (11)129
O5W—H5WA···O27Ciii0.842.042.713 (14)137
O5W—H5WB···O7W0.842.152.817 (17)137
O6W—H6WB···O5W0.841.952.658 (16)142
O7W—H7WA···O10Wiv0.842.282.74 (2)115
O7W—H7WB···O5W0.842.312.817 (17)119
O8W—H8WA···O18D0.842.082.819 (16)147
O8W—H8WA···N17D0.842.683.339 (17)136
O8W—H8WB···O27Bv0.851.962.807 (15)179
O9W—H9WA···O6W0.842.423.028 (19)130
O9W—H9WB···O11W0.842.322.84 (3)120
O10W—H10W···O11Wvi0.842.332.89 (3)125
O10W—H10X···O7Wi0.842.102.74 (2)133
O11W—H11Y···O9W0.842.162.84 (3)137
O12W—H12W···O27D0.841.772.55 (2)152
C14B—H14B···Cg10.952.933.548 (7)124
C23B—H23B···Cg20.952.943.621 (7)129
C8A—H8A3···Cg30.982.903.796 (6)152
Symmetry codes: (i) x, −y+1/2, z−1/2; (ii) −x+1, −y, −z+1; (iii) −x+2, −y, −z+1; (iv) x, −y+1/2, z+1/2; (v) x+1, −y+1/2, z+1/2; (vi) −x+2, y+1/2, −z+3/2.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W···O18Ai0.841.982.800 (6)167
O1W—H2W···O3W0.842.132.832 (9)141
O2W—H2WA···O4W0.842.212.685 (11)116
O2W—H2WB···O18Cii0.841.872.666 (8)157
O2W—H2WB···N17Cii0.842.633.324 (8)141
O3W—H3WB···O4W0.852.002.849 (12)179
O4W—H4WA···O9W0.842.122.799 (17)138
O4W—H4WB···O2W0.842.072.685 (11)129
O5W—H5WA···O27Ciii0.842.042.713 (14)137
O5W—H5WB···O7W0.842.152.817 (17)137
O6W—H6WB···O5W0.841.952.658 (16)142
O7W—H7WA···O10Wiv0.842.282.74 (2)115
O7W—H7WB···O5W0.842.312.817 (17)119
O8W—H8WA···O18D0.842.082.819 (16)147
O8W—H8WA···N17D0.842.683.339 (17)136
O8W—H8WB···O27Bv0.851.962.807 (15)179
O9W—H9WA···O6W0.842.423.028 (19)130
O9W—H9WB···O11W0.842.322.84 (3)120
O10W—H10W···O11Wvi0.842.332.89 (3)125
O10W—H10X···O7Wi0.842.102.74 (2)133
O11W—H11Y···O9W0.842.162.84 (3)137
O12W—H12W···O27D0.841.772.55 (2)152
C14B—H14B···Cg10.952.933.548 (7)124
C23B—H23B···Cg20.952.943.621 (7)129
C8A—H8A3···Cg30.982.903.796 (6)152
Symmetry codes: (i) x, −y+1/2, z−1/2; (ii) −x+1, −y, −z+1; (iii) −x+2, −y, −z+1; (iv) x, −y+1/2, z+1/2; (v) x+1, −y+1/2, z+1/2; (vi) −x+2, y+1/2, −z+3/2.
Acknowledgements top

RDN thanks the University Grants Commission, India, for a Teacher Fellowship.

references
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