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Acta Crystallogr Sect E Struct Rep Online. 2009 July 1; 65(Pt 7): o1560–o1561.
Published online 2009 June 13. doi:  10.1107/S1600536809021692
PMCID: PMC2969436

4-(But-3-enylamino)-3-nitro­benzoic acid

Abstract

The asymmetric unit of the title compound, C11H12N2O4, contains 12 crystallographically independent mol­ecules, labelled A to L. The nitro and carboxyl groups are twisted slightly out of the plane of the attached benzene ring in all independent mol­ecules except mol­ecules G and D. The nitro group is coplanar with the benzene ring in mol­ecule G and the carboxyl group is coplanar with the benzene ring in mol­ecule D. The orientation of the butyl group with respect to the rest of the mol­ecule is different in some of the independent mol­ecules, with the C—C—C—C torsion angles varying from 104.2 (5) to 126.6 (7)°. In each independent mol­ecule, an intra­molecular N—H(...)O hydrogen bond generates an S(6) ring motif. In the crystal structure, the 12 independent mol­ecules exist as six pairs of O—H(...)O hydrogen-bonded R 2 2(8) dimers. In addition, C—H(...)O hydrogen bonds are observed.

Related literature

For heterocyclic compounds of pharmacological inter­est, see: Ishida et al. (2006 [triangle]); Kuzniewski et al. (2008 [triangle]); Wu et al. (2000 [triangle]). For bond-length data, see: Allen et al. (1987 [triangle]). For hydrogen-bond motifs, see: Bernstein et al. (1995 [triangle]). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-o1560-scheme1.jpg

Experimental

Crystal data

  • C11H12N2O4
  • M r = 236.23
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-o1560-efi1.jpg
  • a = 13.3461 (5) Å
  • b = 66.777 (3) Å
  • c = 15.0195 (6) Å
  • β = 99.632 (2)°
  • V = 13196.9 (9) Å3
  • Z = 48
  • Mo Kα radiation
  • μ = 0.11 mm−1
  • T = 100 K
  • 0.33 × 0.29 × 0.13 mm

Data collection

  • Bruker SMART APEXII CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2005 [triangle]) T min = 0.965, T max = 0.985
  • 173518 measured reflections
  • 21275 independent reflections
  • 16663 reflections with I > 2σ(I)
  • R int = 0.096

Refinement

  • R[F 2 > 2σ(F 2)] = 0.078
  • wR(F 2) = 0.213
  • S = 1.08
  • 21275 reflections
  • 1837 parameters
  • 2 restraints
  • H-atom parameters constrained
  • Δρmax = 0.73 e Å−3
  • Δρmin = −0.38 e Å−3

Data collection: APEX2 (Bruker, 2005 [triangle]); cell refinement: SAINT (Bruker, 2005 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 [triangle]).

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809021692/ci2814sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809021692/ci2814Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

SNNB, ASAR and HO are grateful to Universiti Sains Malaysia (USM) for funding the synthetic chemistry work under the University Research grant No. 1001/PFARMASI/815026. HKF and SRJ thank the Malaysian Government and Universiti Sains Malaysia for the Science Fund grant No. 305/PFIZIK/613312. SNNB and SRJ thank Universiti Sains Malaysia for post-doctoral research fellowships. HKF also thanks Universiti Sains Malaysia for the Research University Golden Goose grant No.1001/PFIZIK/811012.

supplementary crystallographic information

Comment

Various heterocyclic compounds of pharmacological interests (Ishida et al., 2006; Kuzniewski et al., 2008; Wu et al., 2000) can be synthesized by nitro benzoic acid derivatives as the precursors. We report here the crystal structure of the title compound, which was synthesized as an intermediate.

The asymmetric unit of the title compound (Fig. 1) comprises of twelve crystallographically independent molecules labelled as A to L. The bond lengths (Allen et al., 1987) and bond angles are normal. The nitro group (N2/O1/O2) is twisted away from the attached benzene ring (C1-C6) in eleven molecules forming dihedral angles of 1.54 (1)° in molecule A [5.45 (2)° in B; 4.68 (2)° in C; 2.44 (1) in D; 5.10 (2)° in E; 5.84 (2)° in F; 3.29 (2)° in H; 6.96 (2)° in I; 7.48 (2)° in J; 2.44 (2)° in K and 4.67 (2)° in L]. In molecule G, the nitro group (N2/O1/O2) is almost coplanar with the attached benzene ring (C1-C6) forming a dihedral angle of 0.99 (2)°. The dihedral angles formed by the carboxyl groups (C7/O3/O4) with the attached benzene rings are 5.24 (1)° in molecule A [4.49 (2)° in B; 1.69 (2)° in C; 19.79 (2)° in E; 18.38 (2)° in F; 16.46 (3)° in G; 15.11 (2)° in H; 27.26 (2)° in I; 28.61 (2)° in J; 16.39 (2)° in K; 21.94 (2)° in L], indicating that they are twisted from the mean plane of the benzene ring. In molecule D, the carboxyl group is coplanar with the benzene ring [dihedral angle 0.26 (1)°]. The orientation of the butyl group of the but-3-enylamino unit (N1/C8-C11) is different in some of the independent molecules. The C8-C9-C10-C11 torsion angle is -121.7 (5)° in molecule A [-109.4 (6)° in B; -107.0 (6)° in C; 126.3 (7)° in D; 123.7 (5)° in E; 123.0 (5)° in F; 126.6 (7)° in G; -104.2 (5)° in H; -112.9 (5)° in I; 111.6 (5)° in J; -104.8 (5)° in K and 121.8 (6)° in L]. In each independent molecule, an intramolecular N—H···O hydrogen bond generates an S(6) ring motif (Bernstein et al., 1995).

In the crystal structure, the twelve independent molecules exist as six pairs of O—H···O hydrogen-bonded R22(8) dimers (Table 1 and Fig. 3). In addition, C—H···O hydrogen bonds are observed.

Experimental

A mixture of ethyl 4-(but-3-enylamino)-3-nitro-benzoate (0.25 g, 0.001 mol) and KOH (0.112 g, 0.002 mol) was refluxed in aqueous ethanol (5 ml) for 3 h. After completion of the reaction, ethanol was distilled off and the reaction mixture was diluted with water (5 ml). The aqueous layer was washed with dichloromethane (5 ml × 2) and acidified with concentrated HCl to afford a yellow solid. Yellow single crystals were obtained after recrystallization of the crude product with hot ethyl acetate.

Refinement

H atoms were positioned geometrically [C-H = 0.93–0.97 Å; N-H = 0.86Å and O-H = 0.82 Å] and refined using a riding model with Uiso(H) = 1.2Ueq(C,N) and 1.5Ueq(O). In the absence of significant anomalous scattering effects, 20703 Friedel pairs were averaged.

Figures

Fig. 1.
The twelve independent molecules in the asymmetric unit of the title compound, showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level. H atoms have been omitted for clarity.
Fig. 2.
One of the twelve independent molecules in the asymmetric unit to show clearly the atomic labelling. The other eleven molecules are labelled in a similar manner.
Fig. 3.
The crystal packing of the title compound, showing hydrogen-bonded (dashed lines) dimers.

Crystal data

C11H12N2O4F(000) = 5952
Mr = 236.23Dx = 1.427 Mg m3
Monoclinic, CcMo Kα radiation, λ = 0.71073 Å
Hall symbol: C -2ycCell parameters from 9973 reflections
a = 13.3461 (5) Åθ = 2.7–33.0°
b = 66.777 (3) ŵ = 0.11 mm1
c = 15.0195 (6) ÅT = 100 K
β = 99.632 (2)°Block, yellow
V = 13196.9 (9) Å30.33 × 0.29 × 0.13 mm
Z = 48

Data collection

Bruker SMART APEXII CCD area-detector diffractometer21275 independent reflections
Radiation source: fine-focus sealed tube16663 reflections with I > 2σ(I)
graphiteRint = 0.096
[var phi] and ω scansθmax = 31.1°, θmin = 0.6°
Absorption correction: multi-scan (SADABS; Bruker, 2005)h = −19→19
Tmin = 0.965, Tmax = 0.985k = −96→96
173518 measured reflectionsl = −21→21

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.078Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.213H-atom parameters constrained
S = 1.08w = 1/[σ2(Fo2) + (0.1104P)2 + 13.1603P] where P = (Fo2 + 2Fc2)/3
21275 reflections(Δ/σ)max = 0.003
1837 parametersΔρmax = 0.73 e Å3
2 restraintsΔρmin = −0.37 e Å3

Special details

Experimental. The crystal was placed in the cold stream of an Oxford Cyrosystems Cobra open-flow nitrogen cryostat (Cosier & Glazer, 1986) operating at 100.0 (1) K.
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

xyzUiso*/Ueq
O1A0.4798 (2)−0.00716 (5)0.5335 (2)0.0206 (6)
O2A0.4840 (2)0.02449 (5)0.5645 (2)0.0198 (6)
O3A0.4556 (2)0.06616 (5)0.1916 (2)0.0225 (6)
H3AB0.45010.07820.18190.034*
O4A0.4515 (2)0.07584 (4)0.3347 (2)0.0200 (6)
N1A0.4905 (3)−0.01972 (5)0.3685 (2)0.0154 (6)
H1AA0.4904−0.02340.42340.018*
N2A0.4804 (2)0.01073 (5)0.5092 (2)0.0139 (6)
C1A0.4820 (3)−0.00012 (6)0.3488 (3)0.0135 (7)
C2A0.4790 (3)0.01539 (6)0.4155 (3)0.0127 (7)
C3A0.4705 (3)0.03555 (6)0.3914 (3)0.0128 (7)
H3AA0.46750.04520.43550.015*
C4A0.4666 (3)0.04124 (6)0.3024 (3)0.0136 (7)
C5A0.4696 (3)0.02653 (6)0.2357 (3)0.0142 (7)
H5AA0.46580.03030.17560.017*
C6A0.4781 (3)0.00665 (6)0.2594 (3)0.0157 (7)
H6AA0.4814−0.00280.21440.019*
C7A0.4571 (3)0.06271 (6)0.2777 (3)0.0163 (7)
C8A0.4999 (3)−0.03516 (6)0.3019 (3)0.0170 (7)
H8AA0.5488−0.03100.26440.020*
H8AB0.4349−0.03720.26310.020*
C9A0.5352 (3)−0.05477 (6)0.3505 (3)0.0225 (8)
H9AA0.5494−0.06450.30630.027*
H9AB0.5978−0.05230.39210.027*
C10A0.4590 (4)−0.06310 (6)0.4006 (3)0.0235 (9)
H10A0.3953−0.06590.36740.028*
C11A0.4722 (4)−0.06695 (7)0.4881 (3)0.0264 (9)
H11A0.5346−0.06440.52400.032*
H11B0.4192−0.07220.51360.032*
O1B0.1456 (3)0.20916 (5)0.1093 (2)0.0339 (8)
O2B0.1513 (3)0.18594 (5)0.0112 (2)0.0290 (7)
O3B0.1853 (3)0.11707 (5)0.0853 (2)0.0309 (8)
H3BB0.19510.10510.07730.046*
O4B0.2002 (3)0.10711 (5)0.2301 (2)0.0338 (8)
N1B0.1869 (3)0.20140 (6)0.2831 (3)0.0266 (8)
H1BA0.17170.21070.24340.032*
N2B0.1537 (3)0.19127 (6)0.0896 (3)0.0259 (8)
C1B0.1829 (3)0.18234 (7)0.2541 (3)0.0227 (9)
C2B0.1676 (3)0.17665 (7)0.1610 (3)0.0218 (8)
C3B0.1700 (3)0.15687 (7)0.1344 (3)0.0220 (8)
H3BA0.16240.15370.07330.026*
C4B0.1837 (3)0.14176 (7)0.1985 (3)0.0247 (9)
C5B0.1965 (3)0.14686 (7)0.2908 (3)0.0240 (9)
H5BA0.20600.13680.33430.029*
C6B0.1952 (3)0.16654 (7)0.3173 (3)0.0253 (9)
H6BA0.20270.16950.37860.030*
C7B0.1905 (3)0.12053 (7)0.1718 (3)0.0246 (9)
C8B0.2151 (4)0.20750 (8)0.3773 (3)0.0308 (10)
H8BA0.27060.19920.40690.037*
H8BB0.15780.20570.40860.037*
C9B0.2469 (4)0.22914 (8)0.3813 (4)0.0347 (11)
H9BA0.30240.23090.34780.042*
H9BB0.27120.23290.44360.042*
C10B0.1595 (4)0.24261 (7)0.3423 (3)0.0286 (10)
H10B0.10660.24420.37490.034*
C11B0.1537 (5)0.25217 (9)0.2657 (4)0.0429 (13)
H11C0.20550.25090.23160.051*
H11D0.09780.26030.24530.051*
O1C0.4371 (3)0.20715 (5)0.2700 (2)0.0309 (8)
O2C0.4437 (3)0.18319 (5)0.3684 (2)0.0276 (7)
O3C0.4531 (3)0.11428 (5)0.2970 (2)0.0254 (7)
H3CB0.45700.10220.30630.038*
O4C0.4392 (3)0.10425 (5)0.1523 (2)0.0272 (7)
N1C0.4024 (3)0.19865 (6)0.0965 (2)0.0222 (7)
H1CA0.40720.20790.13670.027*
N2C0.4381 (3)0.18899 (6)0.2901 (3)0.0222 (7)
C1C0.4165 (3)0.17956 (6)0.1254 (3)0.0200 (8)
C2C0.4323 (3)0.17402 (6)0.2187 (3)0.0181 (7)
C3C0.4406 (3)0.15417 (6)0.2457 (3)0.0181 (7)
H3CA0.44940.15110.30690.022*
C4C0.4362 (3)0.13885 (6)0.1829 (3)0.0184 (7)
C5C0.4237 (3)0.14409 (6)0.0905 (3)0.0190 (8)
H5CA0.42190.13400.04740.023*
C6C0.4144 (3)0.16358 (7)0.0631 (3)0.0206 (8)
H6CA0.40640.16650.00180.025*
C7C0.4439 (3)0.11772 (6)0.2093 (3)0.0203 (8)
C8C0.3795 (4)0.20470 (7)0.0011 (3)0.0235 (9)
H8CA0.33040.1956−0.03210.028*
H8CB0.44090.2043−0.02550.028*
C9C0.3365 (4)0.22596 (7)−0.0039 (3)0.0257 (9)
H9CA0.31470.2296−0.06670.031*
H9CB0.27740.22630.02580.031*
C10C0.4126 (4)0.24106 (7)0.0396 (3)0.0266 (9)
H10C0.46560.24440.00930.032*
C11C0.4099 (5)0.24996 (8)0.1176 (4)0.0392 (12)
H11E0.35800.24700.14990.047*
H11F0.45980.25920.14040.047*
O1D0.6730 (3)0.17158 (5)0.3481 (2)0.0273 (7)
O2D0.6851 (3)0.13975 (5)0.3179 (2)0.0263 (7)
O3D0.7302 (3)0.09808 (5)0.6904 (2)0.0242 (6)
H3DB0.73860.08600.69970.036*
O4D0.7298 (2)0.08858 (5)0.5475 (2)0.0211 (6)
N1D0.6674 (3)0.18377 (5)0.5140 (3)0.0239 (8)
H1DA0.66280.18750.45860.029*
N2D0.6820 (3)0.15353 (5)0.3716 (2)0.0193 (7)
C1D0.6813 (3)0.16414 (6)0.5324 (3)0.0191 (8)
C2D0.6873 (3)0.14896 (7)0.4670 (3)0.0185 (8)
C3D0.7010 (3)0.12866 (6)0.4903 (3)0.0165 (7)
H3DA0.70410.11910.44570.020*
C4D0.7096 (3)0.12290 (6)0.5797 (3)0.0176 (7)
C5D0.7035 (3)0.13769 (7)0.6457 (3)0.0197 (8)
H5DA0.70930.13390.70580.024*
C6D0.6893 (3)0.15745 (7)0.6238 (3)0.0199 (8)
H6DA0.68470.16670.66920.024*
C7D0.7249 (3)0.10172 (6)0.6044 (3)0.0191 (8)
C8D0.6595 (4)0.19921 (7)0.5817 (3)0.0296 (10)
H8DA0.72640.20220.61530.036*
H8DB0.61710.19450.62380.036*
C9D0.6126 (5)0.21821 (8)0.5334 (4)0.0446 (14)
H9DA0.54860.21490.49540.054*
H9DB0.59910.22800.57780.054*
C10D0.6831 (5)0.22691 (9)0.4773 (4)0.0415 (13)
H10D0.74940.22960.50490.050*
C11D0.6572 (6)0.23101 (10)0.3901 (4)0.0476 (15)
H11G0.59150.22840.36070.057*
H11H0.70480.23650.35840.057*
O1E0.9368 (3)0.16267 (5)0.5327 (2)0.0292 (7)
O2E0.9200 (3)0.19429 (5)0.5618 (2)0.0319 (8)
O3E0.8969 (3)0.23643 (5)0.1892 (2)0.0280 (7)
H3EB0.89200.24850.18040.042*
O4E0.9056 (3)0.24640 (5)0.3334 (2)0.0277 (7)
N1E0.9343 (3)0.15003 (6)0.3660 (3)0.0224 (7)
H1EA0.93780.14620.42110.027*
N2E0.9277 (3)0.18051 (6)0.5081 (3)0.0239 (8)
C1E0.9296 (3)0.16985 (7)0.3479 (3)0.0202 (8)
C2E0.9259 (3)0.18532 (7)0.4136 (3)0.0206 (8)
C3E0.9181 (3)0.20535 (7)0.3901 (3)0.0224 (8)
H3EA0.91540.21490.43450.027*
C4E0.9143 (3)0.21133 (7)0.3012 (3)0.0245 (9)
C5E0.9188 (3)0.19634 (7)0.2340 (3)0.0228 (9)
H5EA0.91650.20010.17410.027*
C6E0.9265 (3)0.17648 (7)0.2571 (3)0.0230 (8)
H6EA0.92990.16700.21230.028*
C7E0.9050 (3)0.23280 (6)0.2758 (3)0.0217 (8)
C8E0.9334 (4)0.13490 (7)0.2961 (3)0.0271 (9)
H8EA0.99500.13590.27010.033*
H8EB0.87590.13710.24840.033*
C9E0.9262 (4)0.11393 (7)0.3369 (3)0.0298 (10)
H9EA0.86210.11280.35880.036*
H9EB0.92590.10400.28950.036*
C10E1.0104 (4)0.10915 (7)0.4123 (4)0.0310 (10)
H10E1.07690.11000.40170.037*
C11E0.9950 (5)0.10372 (9)0.4936 (4)0.0404 (13)
H11I0.92910.10270.50580.048*
H11J1.05000.10090.53860.048*
O1F0.1889 (3)0.34007 (5)0.3495 (2)0.0281 (7)
O2F0.1725 (3)0.30852 (5)0.3170 (2)0.0294 (7)
O3F0.1606 (3)0.26731 (5)0.6860 (2)0.0278 (7)
H3FB0.15960.25520.69420.042*
O4F0.1696 (3)0.25744 (5)0.5453 (2)0.0277 (7)
N1F0.1790 (3)0.35313 (5)0.5138 (2)0.0204 (7)
H1FA0.18420.35670.45970.024*
N2F0.1788 (3)0.32233 (6)0.3722 (3)0.0236 (8)
C1F0.1768 (3)0.33346 (6)0.5321 (3)0.0184 (8)
C2F0.1754 (3)0.31797 (7)0.4668 (3)0.0213 (8)
C3F0.1717 (3)0.29781 (7)0.4894 (3)0.0222 (8)
H3FA0.17040.28810.44490.027*
C4F0.1699 (4)0.29217 (7)0.5777 (3)0.0220 (8)
C5F0.1712 (3)0.30720 (6)0.6434 (3)0.0214 (8)
H5FA0.16880.30350.70270.026*
C6F0.1758 (3)0.32710 (6)0.6230 (3)0.0187 (8)
H6FA0.17820.33660.66860.022*
C7F0.1671 (3)0.27088 (6)0.6022 (3)0.0203 (8)
C8F0.1731 (3)0.36891 (6)0.5800 (3)0.0224 (8)
H8FA0.23850.37040.61880.027*
H8FB0.12320.36540.61750.027*
C9F0.1428 (3)0.38856 (6)0.5307 (3)0.0206 (8)
H9FA0.07980.38660.48900.025*
H9FB0.13090.39860.57430.025*
C10F0.2228 (4)0.39591 (7)0.4798 (3)0.0242 (9)
H10F0.28760.39800.51230.029*
C11F0.2083 (4)0.39967 (7)0.3924 (4)0.0292 (10)
H11K0.14440.39780.35770.035*
H11L0.26190.40420.36540.035*
O1G0.4258 (3)0.32758 (5)0.5320 (2)0.0301 (7)
O2G0.4339 (3)0.35946 (5)0.5614 (2)0.0287 (7)
O4G0.4637 (2)0.40970 (5)0.3370 (2)0.0236 (7)
O3G0.4661 (3)0.39941 (5)0.1950 (2)0.0291 (7)
H3GB0.47080.41150.18680.044*
N1G0.4256 (3)0.31428 (6)0.3676 (3)0.0261 (8)
H1GA0.42260.31090.42220.031*
N2G0.4334 (3)0.34537 (6)0.5087 (2)0.0228 (7)
C1G0.4356 (3)0.33379 (7)0.3488 (3)0.0221 (8)
C2G0.4396 (3)0.34948 (6)0.4150 (3)0.0194 (8)
C3G0.4483 (3)0.36957 (6)0.3917 (3)0.0189 (8)
H3GA0.45100.37950.43560.023*
C4G0.4528 (3)0.37475 (7)0.3034 (3)0.0206 (8)
C5G0.4492 (3)0.35973 (7)0.2371 (3)0.0223 (8)
H5GA0.45240.36330.17770.027*
C6G0.4412 (3)0.34012 (7)0.2590 (3)0.0233 (8)
H6GA0.43920.33050.21400.028*
C7G0.4614 (3)0.39604 (7)0.2795 (3)0.0220 (8)
C8G0.4195 (5)0.29851 (8)0.2980 (3)0.0348 (11)
H8GA0.48370.29750.27620.042*
H8GB0.36690.30180.24730.042*
C9G0.3948 (6)0.27852 (10)0.3394 (5)0.0552 (17)
H9GA0.32930.27960.35890.066*
H9GB0.38980.26820.29370.066*
C10G0.4694 (6)0.27285 (10)0.4144 (5)0.0537 (17)
H10G0.53710.27240.40690.064*
C11G0.4460 (7)0.26813 (10)0.4959 (5)0.0580 (19)
H11M0.37870.26850.50480.070*
H11N0.49710.26450.54310.070*
O1H0.6949 (2)0.37269 (5)0.1115 (2)0.0233 (6)
O2H0.6687 (3)0.34912 (5)0.0112 (2)0.0277 (7)
O3H0.6506 (3)0.28037 (5)0.0834 (2)0.0298 (7)
H3HB0.64560.26830.07450.045*
O4H0.6609 (3)0.27052 (5)0.2283 (2)0.0310 (8)
N1H0.7181 (3)0.36459 (5)0.2845 (3)0.0197 (7)
H1HA0.71740.37390.24470.024*
N2H0.6824 (3)0.35480 (5)0.0906 (2)0.0185 (7)
C1H0.7002 (3)0.34570 (6)0.2547 (3)0.0170 (7)
C2H0.6824 (3)0.34006 (6)0.1616 (3)0.0185 (7)
C3H0.6687 (3)0.32022 (7)0.1345 (3)0.0216 (8)
H3HA0.65900.31700.07340.026*
C4H0.6694 (3)0.30522 (6)0.1979 (3)0.0215 (8)
C5H0.6843 (3)0.31012 (7)0.2905 (3)0.0223 (8)
H5HA0.68460.30000.33320.027*
C6H0.6984 (3)0.32972 (6)0.3180 (3)0.0199 (8)
H6HA0.70710.33270.37940.024*
C7H0.6595 (4)0.28398 (6)0.1702 (3)0.0247 (9)
C8H0.7385 (3)0.37048 (7)0.3792 (3)0.0223 (8)
H8HA0.78370.36090.41380.027*
H8HB0.67560.37090.40350.027*
C9H0.7880 (3)0.39128 (6)0.3861 (3)0.0200 (8)
H9HA0.80560.39500.44920.024*
H9HB0.85030.39080.36080.024*
C10H0.7186 (3)0.40677 (6)0.3371 (3)0.0210 (8)
H10H0.66510.41130.36420.025*
C11H0.7283 (4)0.41445 (8)0.2579 (4)0.0310 (10)
H11O0.78100.41030.22890.037*
H11P0.68240.42400.23110.037*
O1I0.9871 (3)0.37631 (5)0.2729 (2)0.0249 (7)
O2I0.9665 (2)0.35322 (5)0.3704 (2)0.0252 (7)
O3I0.9224 (3)0.28461 (5)0.2946 (2)0.0305 (8)
H3IB0.91730.27260.30310.046*
O4I0.8981 (3)0.27468 (5)0.1495 (2)0.0325 (8)
N1I0.9359 (3)0.36902 (5)0.0990 (2)0.0185 (7)
H1IA0.95680.37810.13850.022*
N2I0.9692 (3)0.35869 (5)0.2916 (2)0.0180 (7)
C1I0.9348 (3)0.34994 (6)0.1276 (3)0.0187 (8)
C2I0.9492 (3)0.34421 (6)0.2196 (3)0.0185 (8)
C3I0.9418 (3)0.32425 (6)0.2460 (3)0.0193 (8)
H3IA0.95000.32100.30700.023*
C4I0.9222 (3)0.30932 (6)0.1815 (3)0.0200 (8)
C5I0.9102 (3)0.31459 (7)0.0897 (3)0.0238 (9)
H5IA0.89770.30460.04610.029*
C6I0.9163 (3)0.33419 (7)0.0627 (3)0.0216 (8)
H6IA0.90840.33720.00150.026*
C7I0.9145 (4)0.28810 (7)0.2073 (3)0.0242 (9)
C8I0.9044 (3)0.37542 (7)0.0059 (3)0.0220 (8)
H8IA0.84480.3679−0.02140.026*
H8IB0.95840.3728−0.02850.026*
C9I0.8800 (3)0.39791 (6)0.0041 (3)0.0222 (8)
H9IA0.85320.4019−0.05730.027*
H9IB0.82800.40040.04080.027*
C10I0.9712 (3)0.41012 (7)0.0385 (3)0.0235 (9)
H10I1.02310.41040.00430.028*
C11I0.9845 (4)0.42081 (8)0.1151 (4)0.0301 (10)
H11Q0.93430.42090.15120.036*
H11R1.04400.42810.13210.036*
O1J0.6912 (2)−0.04212 (5)0.6067 (2)0.0218 (6)
O2J0.7066 (2)−0.01889 (5)0.5094 (2)0.0202 (6)
O3J0.7274 (3)0.05019 (5)0.5851 (2)0.0235 (6)
H3JB0.72940.06230.57670.035*
O4J0.7450 (3)0.05988 (5)0.7296 (2)0.0254 (7)
N1J0.7383 (3)−0.03462 (5)0.7804 (2)0.0166 (6)
H1JA0.7226−0.04380.74050.020*
N2J0.7042 (2)−0.02428 (5)0.5882 (2)0.0153 (6)
C1J0.7335 (3)−0.01560 (6)0.7525 (2)0.0115 (6)
C2J0.7178 (3)−0.00976 (6)0.6585 (2)0.0129 (7)
C3J0.7194 (3)0.01032 (6)0.6330 (3)0.0142 (7)
H3JA0.71060.01360.57210.017*
C4J0.7341 (3)0.02532 (6)0.6973 (3)0.0156 (7)
C5J0.7469 (3)0.02006 (6)0.7898 (3)0.0163 (7)
H5JA0.75550.03010.83340.020*
C6J0.7468 (3)0.00046 (6)0.8159 (3)0.0160 (7)
H6JA0.7556−0.00250.87720.019*
C7J0.7362 (3)0.04660 (6)0.6716 (3)0.0166 (7)
C8J0.7683 (3)−0.04080 (7)0.8742 (3)0.0208 (8)
H8JA0.7124−0.03880.90700.025*
H8JB0.8256−0.03280.90280.025*
C9J0.7975 (3)−0.06297 (6)0.8762 (3)0.0208 (8)
H9JA0.8509−0.06490.84050.025*
H9JB0.8241−0.06680.93790.025*
C10J0.7098 (3)−0.07612 (7)0.8404 (3)0.0247 (9)
H10J0.6582−0.07710.87480.030*
C11J0.6981 (4)−0.08646 (8)0.7652 (4)0.0336 (11)
H11S0.7476−0.08600.72840.040*
H11T0.6403−0.09430.74860.040*
O1K0.4841 (2)0.53994 (5)0.2662 (2)0.0248 (7)
O2K0.4993 (3)0.51635 (5)0.3670 (2)0.0246 (7)
O3K0.4947 (3)0.44726 (5)0.2956 (2)0.0264 (7)
H3KB0.49580.43510.30470.040*
O4K0.4824 (3)0.43708 (5)0.1518 (3)0.0308 (8)
N1K0.4536 (3)0.53129 (5)0.0940 (2)0.0175 (7)
H1KA0.45800.54060.13400.021*
N2K0.4897 (2)0.52186 (6)0.2871 (2)0.0169 (6)
C1K0.4668 (3)0.51243 (6)0.1231 (3)0.0147 (7)
C2K0.4841 (3)0.50701 (6)0.2170 (3)0.0156 (7)
C3K0.4928 (3)0.48703 (6)0.2444 (3)0.0151 (7)
H3KA0.50370.48400.30570.018*
C4K0.4854 (3)0.47175 (6)0.1821 (3)0.0167 (7)
C5K0.4724 (3)0.47678 (6)0.0893 (3)0.0176 (7)
H5KA0.46940.46660.04660.021*
C6K0.4642 (3)0.49629 (6)0.0614 (2)0.0158 (7)
H6KA0.45680.4991−0.00010.019*
C7K0.4884 (3)0.45065 (7)0.2100 (3)0.0191 (8)
C8K0.4319 (3)0.53727 (6)−0.0015 (3)0.0183 (7)
H8KA0.38370.5280−0.03510.022*
H8KB0.49390.5369−0.02720.022*
C9K0.3878 (3)0.55848 (7)−0.0079 (3)0.0213 (8)
H9KA0.36930.5622−0.07100.026*
H9KB0.32660.55870.01900.026*
C10K0.4616 (3)0.57339 (7)0.0388 (3)0.0264 (9)
H10K0.51540.57720.01030.032*
C11K0.4558 (4)0.58158 (8)0.1179 (4)0.0353 (11)
H11U0.40300.57810.14820.042*
H11V0.50460.59080.14330.042*
O1L0.2305 (3)−0.00317 (5)−0.1522 (2)0.0248 (7)
O2L0.2347 (3)0.02862 (5)−0.1806 (2)0.0273 (7)
O4L0.2148 (2)0.07949 (5)0.0451 (2)0.0256 (7)
O3L0.2203 (3)0.06950 (5)0.1883 (2)0.0277 (7)
H3LB0.21870.08160.19660.042*
N1L0.2342 (3)−0.01613 (5)0.0147 (2)0.0182 (7)
H1LA0.2352−0.0198−0.04010.022*
N2L0.2309 (3)0.01460 (5)−0.1266 (2)0.0182 (7)
C1L0.2281 (3)0.00347 (6)0.0321 (3)0.0161 (7)
C2L0.2269 (3)0.01911 (6)−0.0334 (3)0.0166 (7)
C3L0.2234 (3)0.03931 (6)−0.0102 (3)0.0177 (8)
H3LA0.22230.0491−0.05430.021*
C4L0.2214 (3)0.04480 (6)0.0785 (3)0.0160 (7)
C5L0.2211 (3)0.02969 (6)0.1438 (3)0.0179 (8)
H5LA0.21850.03330.20320.021*
C6L0.2246 (3)0.00993 (7)0.1218 (3)0.0188 (8)
H6LA0.22470.00040.16690.023*
C7L0.2189 (3)0.06601 (6)0.1037 (3)0.0184 (7)
C8L0.2391 (3)−0.03163 (7)0.0840 (3)0.0217 (8)
H8LA0.1769−0.03150.10940.026*
H8LB0.2954−0.02890.13220.026*
C9L0.2532 (4)−0.05211 (7)0.0439 (3)0.0291 (10)
H9LA0.3177−0.05230.02220.035*
H9LB0.2563−0.06210.09120.035*
C10L0.1710 (4)−0.05764 (8)−0.0316 (4)0.0318 (11)
H10L0.1049−0.0579−0.01970.038*
C11L0.1844 (5)−0.06217 (9)−0.1135 (4)0.0395 (13)
H11W0.2495−0.0621−0.12810.047*
H11X0.1290−0.0655−0.15720.047*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
O1A0.0284 (16)0.0177 (14)0.0163 (15)0.0009 (11)0.0062 (11)0.0026 (11)
O2A0.0267 (15)0.0179 (14)0.0146 (14)0.0035 (11)0.0031 (11)−0.0001 (11)
O3A0.0347 (17)0.0170 (14)0.0172 (14)0.0002 (12)0.0084 (12)0.0030 (11)
O4A0.0266 (15)0.0151 (13)0.0193 (14)0.0011 (11)0.0066 (11)−0.0014 (11)
N1A0.0199 (16)0.0136 (15)0.0124 (16)0.0004 (12)0.0019 (12)0.0006 (11)
N2A0.0163 (15)0.0151 (15)0.0104 (15)0.0007 (11)0.0028 (11)−0.0020 (11)
C1A0.0128 (16)0.0147 (17)0.0132 (17)−0.0003 (12)0.0030 (12)−0.0016 (13)
C2A0.0150 (16)0.0120 (16)0.0118 (17)−0.0010 (12)0.0040 (13)−0.0002 (12)
C3A0.0161 (17)0.0129 (16)0.0096 (16)−0.0007 (12)0.0026 (12)−0.0022 (12)
C4A0.0143 (16)0.0120 (16)0.0144 (18)0.0007 (12)0.0020 (13)0.0020 (13)
C5A0.0174 (17)0.0153 (17)0.0107 (17)0.0007 (13)0.0050 (13)0.0023 (13)
C6A0.0189 (18)0.0142 (17)0.0145 (19)−0.0008 (13)0.0044 (13)−0.0018 (13)
C7A0.0168 (17)0.0184 (18)0.0148 (18)−0.0016 (13)0.0059 (13)0.0018 (13)
C8A0.0208 (19)0.0176 (18)0.0134 (18)−0.0004 (14)0.0053 (14)−0.0028 (13)
C9A0.026 (2)0.0182 (19)0.024 (2)0.0037 (15)0.0068 (16)0.0008 (15)
C10A0.028 (2)0.0145 (18)0.027 (2)−0.0028 (15)0.0034 (17)−0.0013 (15)
C11A0.031 (2)0.024 (2)0.025 (2)−0.0019 (17)0.0085 (18)0.0016 (17)
O1B0.055 (2)0.0258 (17)0.0205 (18)−0.0025 (15)0.0039 (15)0.0023 (13)
O2B0.0396 (19)0.0329 (18)0.0142 (15)0.0002 (14)0.0034 (13)−0.0018 (12)
O3B0.042 (2)0.0278 (17)0.0241 (17)0.0009 (15)0.0092 (14)−0.0020 (13)
O4B0.052 (2)0.0238 (16)0.0250 (17)0.0044 (15)0.0064 (15)0.0007 (13)
N1B0.035 (2)0.0255 (19)0.0183 (19)−0.0018 (15)0.0013 (15)−0.0035 (14)
N2B0.0268 (19)0.032 (2)0.0174 (18)0.0015 (15)0.0005 (14)0.0004 (15)
C1B0.023 (2)0.033 (2)0.0122 (18)−0.0021 (16)0.0026 (14)−0.0018 (15)
C2B0.022 (2)0.027 (2)0.0162 (19)−0.0031 (16)0.0018 (15)−0.0005 (15)
C3B0.0191 (19)0.029 (2)0.0174 (19)−0.0033 (16)0.0013 (14)−0.0022 (15)
C4B0.020 (2)0.029 (2)0.024 (2)−0.0029 (16)0.0023 (16)−0.0012 (16)
C5B0.023 (2)0.033 (2)0.0162 (19)−0.0031 (17)0.0025 (15)−0.0015 (16)
C6B0.024 (2)0.031 (2)0.020 (2)−0.0076 (17)0.0024 (16)−0.0025 (17)
C7B0.021 (2)0.028 (2)0.025 (2)−0.0013 (16)0.0047 (16)−0.0011 (16)
C8B0.037 (3)0.039 (3)0.016 (2)0.002 (2)0.0010 (17)−0.0082 (18)
C9B0.036 (3)0.043 (3)0.026 (2)−0.003 (2)0.0057 (19)−0.015 (2)
C10B0.033 (2)0.027 (2)0.026 (2)−0.0045 (18)0.0051 (18)−0.0105 (18)
C11B0.039 (3)0.049 (3)0.039 (3)−0.011 (2)0.004 (2)0.006 (2)
O1C0.053 (2)0.0191 (16)0.0193 (17)0.0006 (14)0.0014 (14)−0.0019 (12)
O2C0.044 (2)0.0255 (16)0.0123 (15)−0.0013 (14)0.0026 (13)−0.0019 (12)
O3C0.0407 (19)0.0181 (14)0.0173 (15)−0.0005 (13)0.0051 (13)0.0016 (11)
O4C0.046 (2)0.0169 (14)0.0200 (15)0.0008 (13)0.0081 (14)−0.0003 (11)
N1C0.0298 (19)0.0221 (18)0.0131 (17)0.0006 (14)−0.0011 (13)0.0014 (13)
N2C0.0295 (19)0.0201 (17)0.0159 (17)0.0000 (14)0.0010 (13)−0.0003 (13)
C1C0.0185 (19)0.0205 (19)0.020 (2)−0.0003 (14)−0.0011 (14)0.0010 (15)
C2C0.0179 (18)0.0214 (19)0.0137 (18)0.0005 (14)−0.0010 (13)−0.0028 (14)
C3C0.0171 (18)0.025 (2)0.0118 (17)0.0001 (14)0.0007 (13)−0.0007 (14)
C4C0.0168 (18)0.0185 (18)0.0202 (19)−0.0025 (14)0.0040 (14)−0.0005 (14)
C5C0.0209 (19)0.0200 (19)0.0167 (19)0.0013 (14)0.0053 (14)−0.0021 (14)
C6C0.026 (2)0.024 (2)0.0113 (17)0.0000 (16)0.0019 (14)−0.0012 (14)
C7C0.0202 (19)0.0203 (19)0.0200 (19)0.0004 (15)0.0024 (15)0.0006 (14)
C8C0.036 (2)0.021 (2)0.0124 (19)−0.0035 (17)0.0027 (16)0.0028 (14)
C9C0.032 (2)0.025 (2)0.019 (2)0.0000 (17)0.0002 (16)0.0059 (16)
C10C0.030 (2)0.018 (2)0.029 (2)0.0019 (16)−0.0010 (17)0.0039 (17)
C11C0.043 (3)0.035 (3)0.037 (3)0.003 (2)0.000 (2)−0.008 (2)
O1D0.043 (2)0.0209 (15)0.0182 (16)−0.0040 (13)0.0069 (13)0.0036 (12)
O2D0.0356 (18)0.0252 (16)0.0180 (15)−0.0035 (13)0.0044 (12)−0.0039 (12)
O3D0.0329 (17)0.0230 (15)0.0166 (15)0.0005 (13)0.0042 (12)0.0019 (11)
O4D0.0269 (16)0.0188 (14)0.0176 (15)0.0028 (11)0.0037 (11)−0.0007 (11)
N1D0.038 (2)0.0195 (17)0.0149 (17)−0.0031 (15)0.0046 (14)−0.0009 (13)
N2D0.0230 (17)0.0188 (16)0.0157 (17)−0.0042 (13)0.0018 (13)−0.0014 (12)
C1D0.0194 (19)0.0182 (18)0.020 (2)−0.0046 (14)0.0049 (15)−0.0013 (14)
C2D0.0183 (18)0.024 (2)0.0127 (18)−0.0010 (14)0.0015 (14)−0.0007 (14)
C3D0.0123 (17)0.0176 (18)0.0194 (19)−0.0016 (13)0.0015 (13)−0.0015 (14)
C4D0.0155 (17)0.0173 (18)0.0197 (19)−0.0005 (14)0.0023 (14)−0.0012 (14)
C5D0.0152 (18)0.025 (2)0.018 (2)−0.0033 (15)−0.0004 (14)−0.0007 (15)
C6D0.0188 (18)0.026 (2)0.0140 (18)−0.0043 (15)0.0014 (14)−0.0014 (15)
C7D0.0141 (17)0.0228 (19)0.021 (2)−0.0001 (14)0.0054 (14)−0.0026 (15)
C8D0.049 (3)0.019 (2)0.021 (2)−0.0059 (19)0.0079 (19)−0.0018 (16)
C9D0.068 (4)0.037 (3)0.031 (3)−0.005 (3)0.015 (3)−0.006 (2)
C10D0.052 (3)0.039 (3)0.033 (3)−0.018 (3)0.004 (2)−0.001 (2)
C11D0.070 (4)0.045 (3)0.030 (3)−0.009 (3)0.013 (3)0.005 (3)
O1E0.044 (2)0.0240 (17)0.0203 (16)−0.0058 (14)0.0077 (14)0.0004 (13)
O2E0.048 (2)0.0303 (18)0.0170 (16)−0.0088 (15)0.0059 (14)−0.0063 (13)
O3E0.0410 (19)0.0214 (16)0.0210 (16)0.0018 (13)0.0032 (13)0.0016 (12)
O4E0.0409 (19)0.0202 (15)0.0239 (17)0.0034 (13)0.0109 (14)−0.0020 (12)
N1E0.0270 (19)0.0189 (17)0.0206 (18)−0.0020 (14)0.0017 (14)−0.0031 (13)
N2E0.0252 (18)0.0263 (19)0.0185 (18)−0.0045 (14)−0.0016 (14)−0.0034 (14)
C1E0.0182 (19)0.022 (2)0.020 (2)−0.0044 (15)0.0021 (14)−0.0019 (15)
C2E0.021 (2)0.022 (2)0.018 (2)−0.0012 (15)0.0021 (15)−0.0004 (15)
C3E0.022 (2)0.029 (2)0.015 (2)−0.0044 (16)0.0010 (15)−0.0026 (16)
C4E0.028 (2)0.023 (2)0.021 (2)0.0012 (16)0.0015 (16)0.0004 (16)
C5E0.034 (2)0.022 (2)0.0115 (19)0.0008 (16)0.0014 (15)−0.0007 (15)
C6E0.027 (2)0.022 (2)0.019 (2)−0.0020 (16)0.0026 (16)−0.0011 (16)
C7E0.029 (2)0.021 (2)0.0156 (19)−0.0013 (16)0.0022 (15)0.0025 (15)
C8E0.033 (2)0.025 (2)0.024 (2)−0.0038 (18)0.0051 (18)−0.0059 (17)
C9E0.036 (3)0.024 (2)0.031 (2)−0.0097 (18)0.0103 (19)−0.0090 (17)
C10E0.035 (3)0.018 (2)0.043 (3)0.0016 (18)0.014 (2)0.0043 (18)
C11E0.049 (3)0.041 (3)0.032 (3)−0.005 (2)0.008 (2)0.000 (2)
O1F0.042 (2)0.0228 (16)0.0207 (16)−0.0007 (14)0.0095 (14)0.0061 (13)
O2F0.044 (2)0.0303 (18)0.0144 (15)−0.0058 (15)0.0046 (13)−0.0075 (12)
O3F0.047 (2)0.0190 (15)0.0183 (16)−0.0027 (13)0.0084 (14)0.0034 (12)
O4F0.043 (2)0.0189 (15)0.0206 (16)−0.0015 (13)0.0049 (13)−0.0017 (12)
N1F0.0278 (18)0.0176 (16)0.0169 (17)−0.0007 (13)0.0067 (13)0.0001 (12)
N2F0.0234 (18)0.029 (2)0.0197 (19)−0.0005 (14)0.0062 (14)0.0040 (14)
C1F0.0192 (18)0.0204 (19)0.0152 (19)0.0005 (14)0.0019 (14)0.0020 (14)
C2F0.023 (2)0.026 (2)0.0142 (19)0.0001 (16)0.0025 (14)0.0017 (15)
C3F0.021 (2)0.020 (2)0.024 (2)−0.0023 (15)0.0030 (16)0.0019 (16)
C4F0.031 (2)0.024 (2)0.0113 (18)−0.0021 (16)0.0044 (15)−0.0032 (15)
C5F0.031 (2)0.020 (2)0.0122 (19)−0.0016 (16)0.0011 (15)−0.0027 (14)
C6F0.0215 (19)0.0216 (19)0.0126 (18)0.0022 (15)0.0021 (14)0.0041 (14)
C7F0.029 (2)0.0159 (18)0.0164 (19)0.0030 (15)0.0038 (15)0.0019 (14)
C8F0.028 (2)0.021 (2)0.0188 (19)−0.0008 (16)0.0078 (16)0.0008 (15)
C9F0.030 (2)0.0165 (17)0.0173 (18)0.0013 (15)0.0084 (15)0.0018 (13)
C10F0.028 (2)0.024 (2)0.021 (2)−0.0046 (17)0.0053 (16)0.0016 (15)
C11F0.031 (2)0.028 (2)0.031 (3)−0.0020 (18)0.0084 (19)0.0032 (18)
O1G0.040 (2)0.0308 (18)0.0200 (17)−0.0060 (14)0.0064 (14)−0.0004 (13)
O2G0.0388 (19)0.0277 (16)0.0194 (16)−0.0006 (14)0.0040 (13)−0.0038 (12)
O4G0.0254 (16)0.0211 (15)0.0253 (16)−0.0008 (12)0.0070 (12)−0.0039 (12)
O3G0.0375 (19)0.0282 (17)0.0236 (17)−0.0035 (14)0.0110 (14)0.0039 (13)
N1G0.035 (2)0.0245 (18)0.0182 (18)−0.0031 (15)0.0022 (15)−0.0009 (14)
N2G0.0249 (18)0.0288 (19)0.0137 (17)−0.0020 (14)0.0007 (13)−0.0030 (13)
C1G0.0180 (19)0.025 (2)0.022 (2)0.0000 (15)0.0000 (15)−0.0020 (16)
C2G0.0221 (19)0.0218 (19)0.0142 (18)−0.0002 (15)0.0034 (14)0.0003 (14)
C3G0.0174 (18)0.024 (2)0.0150 (18)0.0011 (15)0.0022 (14)−0.0049 (14)
C4G0.0157 (18)0.024 (2)0.022 (2)0.0016 (15)0.0026 (15)0.0045 (15)
C5G0.020 (2)0.029 (2)0.018 (2)0.0043 (16)0.0038 (15)0.0023 (16)
C6G0.024 (2)0.028 (2)0.018 (2)0.0022 (17)0.0047 (16)−0.0037 (16)
C7G0.0145 (17)0.030 (2)0.023 (2)0.0005 (15)0.0061 (15)0.0000 (16)
C8G0.053 (3)0.028 (2)0.024 (2)−0.007 (2)0.009 (2)−0.0054 (18)
C9G0.072 (5)0.046 (3)0.051 (4)−0.023 (3)0.018 (3)−0.013 (3)
C10G0.067 (5)0.036 (3)0.062 (4)−0.013 (3)0.023 (4)−0.003 (3)
C11G0.097 (6)0.046 (4)0.033 (3)−0.019 (4)0.015 (3)0.001 (3)
O1H0.0326 (17)0.0159 (14)0.0209 (16)−0.0022 (12)0.0025 (12)−0.0001 (11)
O2H0.042 (2)0.0261 (16)0.0149 (15)0.0049 (14)0.0041 (13)−0.0010 (12)
O3H0.048 (2)0.0200 (16)0.0207 (17)−0.0012 (14)0.0049 (14)−0.0063 (12)
O4H0.055 (2)0.0154 (15)0.0228 (17)−0.0018 (14)0.0068 (15)0.0016 (12)
N1H0.0261 (18)0.0141 (15)0.0184 (17)0.0007 (13)0.0023 (13)−0.0007 (12)
N2H0.0167 (16)0.0203 (17)0.0187 (17)0.0030 (12)0.0037 (12)0.0041 (13)
C1H0.0155 (17)0.0198 (19)0.0159 (18)0.0025 (14)0.0033 (14)−0.0008 (14)
C2H0.0178 (18)0.0207 (19)0.0168 (19)0.0010 (14)0.0025 (14)0.0002 (14)
C3H0.021 (2)0.022 (2)0.021 (2)−0.0001 (15)0.0034 (15)−0.0037 (16)
C4H0.026 (2)0.0173 (19)0.020 (2)−0.0012 (15)0.0024 (15)−0.0024 (15)
C5H0.026 (2)0.024 (2)0.017 (2)−0.0019 (16)0.0030 (15)−0.0001 (15)
C6H0.0206 (19)0.0195 (19)0.019 (2)−0.0006 (15)0.0022 (15)−0.0011 (15)
C7H0.036 (2)0.0172 (19)0.020 (2)−0.0011 (17)0.0038 (17)−0.0026 (15)
C8H0.026 (2)0.024 (2)0.017 (2)−0.0011 (16)0.0038 (15)−0.0037 (15)
C9H0.0169 (18)0.0203 (19)0.021 (2)0.0015 (14)−0.0010 (14)−0.0058 (15)
C10H0.0157 (18)0.0174 (19)0.029 (2)−0.0017 (14)0.0007 (15)−0.0062 (16)
C11H0.025 (2)0.028 (2)0.039 (3)0.0005 (18)0.0025 (19)0.007 (2)
O1I0.0305 (17)0.0222 (16)0.0217 (17)−0.0039 (12)0.0038 (13)0.0016 (12)
O2I0.0304 (17)0.0309 (17)0.0151 (15)−0.0009 (13)0.0061 (12)0.0012 (12)
O3I0.054 (2)0.0197 (16)0.0170 (16)0.0025 (14)0.0051 (14)0.0039 (12)
O4I0.053 (2)0.0204 (16)0.0222 (17)0.0065 (14)0.0012 (15)0.0009 (12)
N1I0.0218 (17)0.0178 (16)0.0155 (16)0.0002 (13)0.0022 (12)0.0035 (12)
N2I0.0187 (16)0.0168 (16)0.0181 (17)0.0014 (12)0.0021 (12)0.0002 (12)
C1I0.0170 (18)0.0170 (18)0.023 (2)0.0007 (14)0.0051 (15)0.0016 (14)
C2I0.0176 (18)0.0194 (19)0.019 (2)0.0010 (14)0.0048 (14)−0.0023 (14)
C3I0.0202 (19)0.023 (2)0.0147 (18)0.0011 (15)0.0039 (14)0.0012 (15)
C4I0.026 (2)0.0194 (19)0.0145 (18)0.0011 (15)0.0019 (14)0.0019 (14)
C5I0.031 (2)0.0182 (19)0.021 (2)0.0058 (16)0.0000 (16)−0.0032 (15)
C6I0.025 (2)0.025 (2)0.0143 (19)0.0044 (16)0.0005 (15)−0.0008 (15)
C7I0.032 (2)0.021 (2)0.020 (2)0.0041 (17)0.0032 (16)0.0032 (15)
C8I0.026 (2)0.021 (2)0.019 (2)−0.0027 (16)0.0043 (16)0.0040 (15)
C9I0.021 (2)0.022 (2)0.023 (2)0.0034 (15)0.0013 (15)0.0056 (15)
C10I0.022 (2)0.025 (2)0.024 (2)0.0057 (16)0.0068 (16)0.0062 (16)
C11I0.023 (2)0.033 (2)0.035 (3)−0.0002 (18)0.0035 (18)0.000 (2)
O1J0.0294 (16)0.0182 (14)0.0183 (15)−0.0017 (12)0.0059 (12)−0.0008 (11)
O2J0.0287 (16)0.0217 (15)0.0101 (14)0.0009 (12)0.0034 (11)0.0001 (11)
O3J0.0353 (17)0.0175 (14)0.0182 (15)0.0012 (12)0.0054 (12)0.0020 (11)
O4J0.0366 (18)0.0218 (15)0.0175 (15)−0.0005 (13)0.0038 (13)−0.0030 (11)
N1J0.0199 (16)0.0186 (16)0.0111 (15)−0.0005 (12)0.0022 (12)0.0032 (12)
N2J0.0119 (14)0.0232 (17)0.0109 (15)−0.0011 (12)0.0022 (11)0.0001 (12)
C1J0.0101 (15)0.0185 (17)0.0051 (15)0.0022 (12)−0.0007 (11)0.0037 (12)
C2J0.0161 (17)0.0169 (17)0.0056 (16)−0.0008 (13)0.0009 (12)0.0009 (12)
C3J0.0158 (17)0.0147 (17)0.0123 (18)0.0004 (13)0.0027 (13)0.0023 (13)
C4J0.0163 (17)0.0175 (18)0.0133 (18)0.0027 (13)0.0036 (13)0.0024 (13)
C5J0.0161 (17)0.0239 (19)0.0089 (17)0.0025 (14)0.0019 (13)0.0016 (14)
C6J0.0168 (17)0.0196 (18)0.0111 (17)0.0003 (14)0.0012 (13)0.0017 (13)
C7J0.0183 (18)0.0155 (17)0.0165 (19)0.0030 (14)0.0044 (14)0.0030 (13)
C8J0.025 (2)0.025 (2)0.0111 (18)−0.0002 (16)−0.0018 (14)0.0051 (14)
C9J0.0167 (18)0.024 (2)0.022 (2)−0.0012 (14)0.0038 (14)0.0061 (15)
C10J0.0171 (19)0.031 (2)0.026 (2)0.0026 (16)0.0030 (16)0.0115 (17)
C11J0.030 (2)0.037 (3)0.032 (3)0.004 (2)0.001 (2)−0.003 (2)
O1K0.0300 (17)0.0266 (16)0.0162 (15)0.0047 (13)−0.0005 (12)0.0001 (12)
O2K0.0327 (17)0.0300 (17)0.0114 (15)−0.0044 (13)0.0046 (12)0.0016 (12)
O3K0.0345 (18)0.0232 (16)0.0219 (17)−0.0031 (13)0.0055 (13)0.0038 (12)
O4K0.042 (2)0.0253 (17)0.0264 (18)0.0028 (14)0.0090 (15)0.0015 (13)
N1K0.0226 (17)0.0216 (17)0.0085 (15)0.0026 (13)0.0029 (12)0.0007 (12)
N2K0.0145 (15)0.0263 (17)0.0096 (15)−0.0001 (12)0.0015 (11)0.0004 (12)
C1K0.0101 (16)0.0221 (18)0.0120 (17)0.0011 (13)0.0024 (12)−0.0007 (13)
C2K0.0189 (18)0.0204 (18)0.0079 (16)0.0012 (14)0.0032 (13)−0.0011 (13)
C3K0.0130 (16)0.0219 (19)0.0107 (17)0.0014 (13)0.0029 (12)−0.0014 (13)
C4K0.0141 (17)0.0233 (19)0.0136 (18)0.0034 (14)0.0051 (13)0.0024 (14)
C5K0.0177 (18)0.0218 (19)0.0133 (18)0.0044 (14)0.0028 (13)0.0005 (14)
C6K0.0200 (18)0.0230 (19)0.0043 (15)0.0044 (14)0.0018 (12)−0.0013 (13)
C7K0.0149 (17)0.027 (2)0.0151 (18)0.0032 (15)0.0029 (13)−0.0005 (15)
C8K0.0227 (19)0.0211 (19)0.0104 (17)−0.0020 (15)0.0010 (14)0.0002 (13)
C9K0.0184 (18)0.026 (2)0.020 (2)0.0017 (15)0.0042 (14)0.0042 (15)
C10K0.020 (2)0.030 (2)0.028 (2)−0.0015 (17)0.0014 (17)0.0022 (18)
C11K0.034 (3)0.037 (3)0.032 (3)0.009 (2)−0.002 (2)−0.009 (2)
O1L0.0336 (17)0.0234 (16)0.0185 (16)0.0028 (13)0.0075 (13)−0.0003 (12)
O2L0.0363 (18)0.0284 (17)0.0184 (16)−0.0001 (14)0.0085 (13)0.0079 (13)
O4L0.0267 (16)0.0218 (15)0.0293 (18)−0.0030 (12)0.0075 (13)0.0026 (12)
O3L0.0333 (18)0.0280 (17)0.0223 (16)0.0010 (13)0.0066 (13)−0.0019 (12)
N1L0.0202 (17)0.0203 (17)0.0142 (16)0.0037 (13)0.0035 (12)0.0041 (12)
N2L0.0178 (16)0.0224 (17)0.0149 (17)0.0008 (13)0.0041 (12)0.0007 (13)
C1L0.0125 (16)0.0208 (19)0.0151 (18)0.0011 (13)0.0026 (13)0.0040 (14)
C2L0.0131 (17)0.025 (2)0.0119 (18)0.0004 (14)0.0028 (13)0.0033 (14)
C3L0.0146 (17)0.0169 (18)0.022 (2)−0.0002 (13)0.0054 (14)0.0041 (14)
C4L0.0115 (16)0.0207 (18)0.0164 (18)0.0009 (13)0.0044 (13)0.0032 (14)
C5L0.0124 (16)0.024 (2)0.0174 (19)−0.0019 (14)0.0027 (13)0.0027 (15)
C6L0.0191 (18)0.024 (2)0.0137 (19)−0.0004 (15)0.0029 (14)0.0042 (15)
C7L0.0131 (17)0.0213 (19)0.0216 (19)0.0002 (14)0.0054 (14)0.0009 (15)
C8L0.025 (2)0.022 (2)0.019 (2)0.0035 (16)0.0065 (15)0.0071 (15)
C9L0.035 (2)0.023 (2)0.032 (3)0.0109 (18)0.016 (2)0.0112 (18)
C10L0.029 (2)0.026 (2)0.042 (3)0.0001 (18)0.014 (2)−0.001 (2)
C11L0.042 (3)0.031 (3)0.045 (3)0.004 (2)0.009 (2)−0.002 (2)

Geometric parameters (Å, °)

O1A—N2A1.249 (4)O1G—N2G1.247 (5)
O2A—N2A1.234 (4)O2G—N2G1.229 (5)
O3A—C7A1.311 (5)O4G—C7G1.253 (5)
O3A—H3AB0.82O3G—C7G1.301 (5)
O4A—C7A1.237 (5)O3G—H3GB0.82
N1A—C1A1.342 (5)N1G—C1G1.344 (6)
N1A—C8A1.457 (5)N1G—C8G1.477 (6)
N1A—H1AA0.86N1G—H1GA0.86
N2A—C2A1.439 (5)N2G—C2G1.450 (5)
C1A—C6A1.410 (6)C1G—C6G1.427 (6)
C1A—C2A1.446 (5)C1G—C2G1.439 (6)
C2A—C3A1.393 (5)C2G—C3G1.396 (6)
C3A—C4A1.382 (5)C3G—C4G1.380 (6)
C3A—H3AA0.93C3G—H3GA0.93
C4A—C5A1.409 (5)C4G—C5G1.409 (6)
C4A—C7A1.481 (5)C4G—C7G1.476 (6)
C5A—C6A1.374 (5)C5G—C6G1.359 (6)
C5A—H5AA0.93C5G—H5GA0.93
C6A—H6AA0.93C6G—H6GA0.93
C8A—C9A1.534 (6)C8G—C9G1.532 (8)
C8A—H8AA0.97C8G—H8GA0.97
C8A—H8AB0.97C8G—H8GB0.97
C9A—C10A1.472 (6)C9G—C10G1.424 (11)
C9A—H9AA0.97C9G—H9GA0.97
C9A—H9AB0.97C9G—H9GB0.97
C10A—C11A1.322 (7)C10G—C11G1.350 (9)
C10A—H10A0.93C10G—H10G0.93
C11A—H11A0.93C11G—H11M0.93
C11A—H11B0.93C11G—H11N0.93
O1B—N2B1.240 (5)O1H—N2H1.239 (5)
O2B—N2B1.225 (5)O2H—N2H1.235 (5)
O3B—C7B1.310 (6)O3H—C7H1.312 (5)
O3B—H3BB0.82O3H—H3HB0.82
O4B—C7B1.244 (6)O4H—C7H1.251 (5)
N1B—C1B1.343 (6)N1H—C1H1.347 (5)
N1B—C8B1.460 (6)N1H—C8H1.456 (6)
N1B—H1BA0.86N1H—H1HA0.86
N2B—C2B1.440 (6)N2H—C2H1.452 (5)
C1B—C6B1.411 (7)C1H—C2H1.429 (6)
C1B—C2B1.431 (6)C1H—C6H1.432 (6)
C2B—C3B1.382 (6)C2H—C3H1.389 (6)
C3B—C4B1.385 (6)C3H—C4H1.381 (6)
C3B—H3BA0.93C3H—H3HA0.93
C4B—C5B1.411 (6)C4H—C5H1.409 (6)
C4B—C7B1.480 (7)C4H—C7H1.478 (6)
C5B—C6B1.374 (7)C5H—C6H1.376 (6)
C5B—H5BA0.93C5H—H5HA0.93
C6B—H6BA0.93C6H—H6HA0.93
C8B—C9B1.504 (7)C8H—C9H1.534 (6)
C8B—H8BA0.97C8H—H8HA0.97
C8B—H8BB0.97C8H—H8HB0.97
C9B—C10B1.511 (7)C9H—C10H1.497 (6)
C9B—H9BA0.97C9H—H9HA0.97
C9B—H9BB0.97C9H—H9HB0.97
C10B—C11B1.307 (8)C10H—C11H1.321 (7)
C10B—H10B0.93C10H—H10H0.93
C11B—H11C0.93C11H—H11O0.93
C11B—H11D0.93C11H—H11P0.93
O1C—N2C1.249 (5)O1I—N2I1.242 (5)
O2C—N2C1.228 (5)O2I—N2I1.245 (5)
O3C—C7C1.322 (5)O3I—C7I1.319 (5)
O3C—H3CB0.82O3I—H3IB0.82
O4C—C7C1.236 (5)O4I—C7I1.242 (6)
N1C—C1C1.350 (6)N1I—C1I1.345 (5)
N1C—C8C1.470 (6)N1I—C8I1.455 (6)
N1C—H1CA0.86N1I—H1IA0.86
N2C—C2C1.459 (5)N2I—C2I1.442 (5)
C1C—C6C1.416 (6)C1I—C2I1.416 (6)
C1C—C2C1.429 (6)C1I—C6I1.427 (6)
C2C—C3C1.385 (6)C2I—C3I1.399 (6)
C3C—C4C1.386 (6)C3I—C4I1.384 (6)
C3C—H3CA0.93C3I—H3IA0.93
C4C—C5C1.414 (6)C4I—C5I1.406 (6)
C4C—C7C1.464 (6)C4I—C7I1.477 (6)
C5C—C6C1.364 (6)C5I—C6I1.377 (6)
C5C—H5CA0.93C5I—H5IA0.93
C6C—H6CA0.93C6I—H6IA0.93
C8C—C9C1.529 (6)C8I—C9I1.536 (6)
C8C—H8CA0.97C8I—H8IA0.97
C8C—H8CB0.97C8I—H8IB0.97
C9C—C10C1.501 (7)C9I—C10I1.484 (6)
C9C—H9CA0.97C9I—H9IA0.97
C9C—H9CB0.97C9I—H9IB0.97
C10C—C11C1.320 (7)C10I—C11I1.340 (7)
C10C—H10C0.93C10I—H10I0.93
C11C—H11E0.93C11I—H11Q0.93
C11C—H11F0.93C11I—H11R0.93
O1D—N2D1.256 (5)O1J—N2J1.243 (5)
O2D—N2D1.229 (5)O2J—N2J1.242 (4)
O3D—C7D1.305 (5)O3J—C7J1.308 (5)
O3D—H3DB0.82O3J—H3JB0.82
O4D—C7D1.233 (5)O4J—C7J1.235 (5)
N1D—C1D1.346 (5)N1J—C1J1.336 (5)
N1D—C8D1.464 (6)N1J—C8J1.458 (5)
N1D—H1DA0.86N1J—H1JA0.86
N2D—C2D1.454 (5)N2J—C2J1.422 (5)
C1D—C2D1.424 (6)C1J—C6J1.426 (6)
C1D—C6D1.430 (6)C1J—C2J1.445 (5)
C2D—C3D1.404 (6)C2J—C3J1.396 (5)
C3D—C4D1.383 (6)C3J—C4J1.382 (6)
C3D—H3DA0.93C3J—H3JA0.93
C4D—C5D1.411 (6)C4J—C5J1.415 (5)
C4D—C7D1.468 (6)C4J—C7J1.474 (5)
C5D—C6D1.365 (6)C5J—C6J1.367 (6)
C5D—H5DA0.93C5J—H5JA0.93
C6D—H6DA0.93C6J—H6JA0.93
C8D—C9D1.541 (8)C8J—C9J1.530 (6)
C8D—H8DA0.97C8J—H8JA0.97
C8D—H8DB0.97C8J—H8JB0.97
C9D—C10D1.482 (8)C9J—C10J1.490 (6)
C9D—H9DA0.97C9J—H9JA0.97
C9D—H9DB0.97C9J—H9JB0.97
C10D—C11D1.326 (8)C10J—C11J1.311 (7)
C10D—H10D0.93C10J—H10J0.93
C11D—H11G0.93C11J—H11S0.93
C11D—H11H0.93C11J—H11T0.93
O1E—N2E1.247 (5)O1K—N2K1.246 (5)
O2E—N2E1.238 (5)O2K—N2K1.241 (5)
O3E—C7E1.310 (5)O3K—C7K1.295 (5)
O3E—H3EB0.82O3K—H3KB0.82
O4E—C7E1.253 (5)O4K—C7K1.252 (5)
N1E—C1E1.350 (6)N1K—C1K1.335 (5)
N1E—C8E1.455 (6)N1K—C8K1.470 (5)
N1E—H1EA0.86N1K—H1KA0.86
N2E—C2E1.452 (6)N2K—C2K1.439 (5)
C1E—C6E1.428 (6)C1K—C6K1.418 (5)
C1E—C2E1.435 (6)C1K—C2K1.437 (5)
C2E—C3E1.383 (6)C2K—C3K1.395 (6)
C3E—C4E1.386 (6)C3K—C4K1.377 (6)
C3E—H3EA0.93C3K—H3KA0.93
C4E—C5E1.430 (6)C4K—C5K1.415 (6)
C4E—C7E1.483 (6)C4K—C7K1.468 (6)
C5E—C6E1.371 (6)C5K—C6K1.368 (6)
C5E—H5EA0.93C5K—H5KA0.93
C6E—H6EA0.93C6K—H6KA0.93
C8E—C9E1.537 (7)C8K—C9K1.531 (6)
C8E—H8EA0.97C8K—H8KA0.97
C8E—H8EB0.97C8K—H8KB0.97
C9E—C10E1.491 (8)C9K—C10K1.491 (6)
C9E—H9EA0.97C9K—H9KA0.97
C9E—H9EB0.97C9K—H9KB0.97
C10E—C11E1.323 (8)C10K—C11K1.322 (7)
C10E—H10E0.93C10K—H10K0.93
C11E—H11I0.93C11K—H11U0.93
C11E—H11J0.93C11K—H11V0.93
O1F—N2F1.246 (5)O1L—N2L1.247 (5)
O2F—N2F1.234 (5)O2L—N2L1.245 (5)
O3F—C7F1.298 (5)O4L—C7L1.253 (5)
O3F—H3FB0.82O3L—C7L1.289 (5)
O4F—C7F1.244 (5)O3L—H3LB0.82
N1F—C1F1.344 (5)N1L—C1L1.340 (5)
N1F—C8F1.460 (5)N1L—C8L1.461 (5)
N1F—H1FA0.86N1L—H1LA0.86
N2F—C2F1.459 (6)N2L—C2L1.441 (5)
C1F—C2F1.424 (6)C1L—C6L1.423 (6)
C1F—C6F1.433 (6)C1L—C2L1.432 (6)
C2F—C3F1.391 (6)C2L—C3L1.397 (6)
C3F—C4F1.382 (6)C3L—C4L1.386 (6)
C3F—H3FA0.93C3L—H3LA0.93
C4F—C5F1.406 (6)C4L—C5L1.407 (6)
C4F—C7F1.470 (6)C4L—C7L1.468 (6)
C5F—C6F1.367 (6)C5L—C6L1.363 (6)
C5F—H5FA0.93C5L—H5LA0.93
C6F—H6FA0.93C6L—H6LA0.93
C8F—C9F1.527 (6)C8L—C9L1.518 (7)
C8F—H8FA0.97C8L—H8LA0.97
C8F—H8FB0.97C8L—H8LB0.97
C9F—C10F1.496 (6)C9L—C10L1.487 (8)
C9F—H9FA0.97C9L—H9LA0.97
C9F—H9FB0.97C9L—H9LB0.97
C10F—C11F1.319 (7)C10L—C11L1.308 (8)
C10F—H10F0.93C10L—H10L0.93
C11F—H11K0.93C11L—H11W0.93
C11F—H11L0.93C11L—H11X0.93
C7A—O3A—H3AB109.5C7G—O3G—H3GB109.5
C1A—N1A—C8A123.5 (3)C1G—N1G—C8G122.6 (4)
C1A—N1A—H1AA118.2C1G—N1G—H1GA118.7
C8A—N1A—H1AA118.2C8G—N1G—H1GA118.7
O2A—N2A—O1A121.1 (3)O2G—N2G—O1G122.7 (4)
O2A—N2A—C2A119.3 (3)O2G—N2G—C2G119.1 (4)
O1A—N2A—C2A119.6 (3)O1G—N2G—C2G118.3 (4)
N1A—C1A—C6A120.7 (4)N1G—C1G—C6G120.5 (4)
N1A—C1A—C2A123.9 (4)N1G—C1G—C2G123.7 (4)
C6A—C1A—C2A115.4 (3)C6G—C1G—C2G115.8 (4)
C3A—C2A—N2A116.7 (3)C3G—C2G—C1G121.5 (4)
C3A—C2A—C1A121.6 (4)C3G—C2G—N2G116.5 (4)
N2A—C2A—C1A121.7 (3)C1G—C2G—N2G122.1 (4)
C4A—C3A—C2A120.3 (3)C4G—C3G—C2G120.0 (4)
C4A—C3A—H3AA119.9C4G—C3G—H3GA120.0
C2A—C3A—H3AA119.9C2G—C3G—H3GA120.0
C3A—C4A—C5A119.7 (3)C3G—C4G—C5G119.9 (4)
C3A—C4A—C7A119.8 (3)C3G—C4G—C7G119.5 (4)
C5A—C4A—C7A120.5 (3)C5G—C4G—C7G120.5 (4)
C6A—C5A—C4A120.0 (4)C6G—C5G—C4G120.6 (4)
C6A—C5A—H5AA120.0C6G—C5G—H5GA119.7
C4A—C5A—H5AA120.0C4G—C5G—H5GA119.7
C5A—C6A—C1A123.0 (4)C5G—C6G—C1G122.2 (4)
C5A—C6A—H6AA118.5C5G—C6G—H6GA118.9
C1A—C6A—H6AA118.5C1G—C6G—H6GA118.9
O4A—C7A—O3A124.5 (4)O4G—C7G—O3G123.1 (4)
O4A—C7A—C4A121.7 (4)O4G—C7G—C4G121.8 (4)
O3A—C7A—C4A113.8 (3)O3G—C7G—C4G115.0 (4)
N1A—C8A—C9A109.4 (3)N1G—C8G—C9G108.9 (4)
N1A—C8A—H8AA109.8N1G—C8G—H8GA109.9
C9A—C8A—H8AA109.8C9G—C8G—H8GA109.9
N1A—C8A—H8AB109.8N1G—C8G—H8GB109.9
C9A—C8A—H8AB109.8C9G—C8G—H8GB109.9
H8AA—C8A—H8AB108.2H8GA—C8G—H8GB108.3
C10A—C9A—C8A112.5 (4)C10G—C9G—C8G112.6 (6)
C10A—C9A—H9AA109.1C10G—C9G—H9GA109.1
C8A—C9A—H9AA109.1C8G—C9G—H9GA109.1
C10A—C9A—H9AB109.1C10G—C9G—H9GB109.1
C8A—C9A—H9AB109.1C8G—C9G—H9GB109.1
H9AA—C9A—H9AB107.8H9GA—C9G—H9GB107.8
C11A—C10A—C9A126.4 (5)C11G—C10G—C9G122.8 (8)
C11A—C10A—H10A116.8C11G—C10G—H10G118.6
C9A—C10A—H10A116.8C9G—C10G—H10G118.6
C10A—C11A—H11A120.0C10G—C11G—H11M120.0
C10A—C11A—H11B120.0C10G—C11G—H11N120.0
H11A—C11A—H11B120.0H11M—C11G—H11N120.0
C7B—O3B—H3BB109.5C7H—O3H—H3HB109.5
C1B—N1B—C8B124.7 (4)C1H—N1H—C8H124.9 (4)
C1B—N1B—H1BA117.7C1H—N1H—H1HA117.6
C8B—N1B—H1BA117.7C8H—N1H—H1HA117.6
O2B—N2B—O1B121.4 (4)O2H—N2H—O1H122.2 (4)
O2B—N2B—C2B119.9 (4)O2H—N2H—C2H118.9 (4)
O1B—N2B—C2B118.7 (4)O1H—N2H—C2H118.9 (4)
N1B—C1B—C6B119.8 (4)N1H—C1H—C2H124.3 (4)
N1B—C1B—C2B124.1 (4)N1H—C1H—C6H119.9 (4)
C6B—C1B—C2B116.2 (4)C2H—C1H—C6H115.8 (4)
C3B—C2B—C1B122.0 (4)C3H—C2H—C1H122.1 (4)
C3B—C2B—N2B116.1 (4)C3H—C2H—N2H116.6 (4)
C1B—C2B—N2B121.9 (4)C1H—C2H—N2H121.3 (4)
C2B—C3B—C4B120.1 (4)C4H—C3H—C2H120.2 (4)
C2B—C3B—H3BA119.9C4H—C3H—H3HA119.9
C4B—C3B—H3BA119.9C2H—C3H—H3HA119.9
C3B—C4B—C5B119.2 (4)C3H—C4H—C5H119.7 (4)
C3B—C4B—C7B121.1 (4)C3H—C4H—C7H120.7 (4)
C5B—C4B—C7B119.6 (4)C5H—C4H—C7H119.5 (4)
C6B—C5B—C4B120.7 (4)C6H—C5H—C4H120.5 (4)
C6B—C5B—H5BA119.7C6H—C5H—H5HA119.8
C4B—C5B—H5BA119.7C4H—C5H—H5HA119.8
C5B—C6B—C1B121.8 (4)C5H—C6H—C1H121.7 (4)
C5B—C6B—H6BA119.1C5H—C6H—H6HA119.2
C1B—C6B—H6BA119.1C1H—C6H—H6HA119.2
O4B—C7B—O3B123.6 (4)O4H—C7H—O3H123.4 (4)
O4B—C7B—C4B120.2 (4)O4H—C7H—C4H120.2 (4)
O3B—C7B—C4B116.2 (4)O3H—C7H—C4H116.5 (4)
N1B—C8B—C9B109.4 (4)N1H—C8H—C9H108.6 (4)
N1B—C8B—H8BA109.8N1H—C8H—H8HA110.0
C9B—C8B—H8BA109.8C9H—C8H—H8HA110.0
N1B—C8B—H8BB109.8N1H—C8H—H8HB110.0
C9B—C8B—H8BB109.8C9H—C8H—H8HB110.0
H8BA—C8B—H8BB108.2H8HA—C8H—H8HB108.4
C8B—C9B—C10B111.2 (4)C10H—C9H—C8H111.6 (3)
C8B—C9B—H9BA109.4C10H—C9H—H9HA109.3
C10B—C9B—H9BA109.4C8H—C9H—H9HA109.3
C8B—C9B—H9BB109.4C10H—C9H—H9HB109.3
C10B—C9B—H9BB109.4C8H—C9H—H9HB109.3
H9BA—C9B—H9BB108.0H9HA—C9H—H9HB108.0
C11B—C10B—C9B124.1 (5)C11H—C10H—C9H124.4 (4)
C11B—C10B—H10B118.0C11H—C10H—H10H117.8
C9B—C10B—H10B118.0C9H—C10H—H10H117.8
C10B—C11B—H11C120.0C10H—C11H—H11O120.0
C10B—C11B—H11D120.0C10H—C11H—H11P120.0
H11C—C11B—H11D120.0H11O—C11H—H11P120.0
C7C—O3C—H3CB109.5C7I—O3I—H3IB109.5
C1C—N1C—C8C124.6 (4)C1I—N1I—C8I124.6 (4)
C1C—N1C—H1CA117.7C1I—N1I—H1IA117.7
C8C—N1C—H1CA117.7C8I—N1I—H1IA117.7
O2C—N2C—O1C122.3 (4)O1I—N2I—O2I122.0 (4)
O2C—N2C—C2C118.4 (4)O1I—N2I—C2I118.9 (4)
O1C—N2C—C2C119.3 (4)O2I—N2I—C2I119.0 (4)
N1C—C1C—C6C120.8 (4)N1I—C1I—C2I124.1 (4)
N1C—C1C—C2C123.3 (4)N1I—C1I—C6I119.3 (4)
C6C—C1C—C2C115.8 (4)C2I—C1I—C6I116.6 (4)
C3C—C2C—C1C121.7 (4)C3I—C2I—C1I122.0 (4)
C3C—C2C—N2C116.6 (4)C3I—C2I—N2I116.1 (4)
C1C—C2C—N2C121.6 (4)C1I—C2I—N2I121.9 (4)
C2C—C3C—C4C121.0 (4)C4I—C3I—C2I120.2 (4)
C2C—C3C—H3CA119.5C4I—C3I—H3IA119.9
C4C—C3C—H3CA119.5C2I—C3I—H3IA119.9
C3C—C4C—C5C118.0 (4)C3I—C4I—C5I118.9 (4)
C3C—C4C—C7C122.2 (4)C3I—C4I—C7I121.4 (4)
C5C—C4C—C7C119.8 (4)C5I—C4I—C7I119.7 (4)
C6C—C5C—C4C121.5 (4)C6I—C5I—C4I121.6 (4)
C6C—C5C—H5CA119.3C6I—C5I—H5IA119.2
C4C—C5C—H5CA119.3C4I—C5I—H5IA119.2
C5C—C6C—C1C121.9 (4)C5I—C6I—C1I120.8 (4)
C5C—C6C—H6CA119.0C5I—C6I—H6IA119.6
C1C—C6C—H6CA119.0C1I—C6I—H6IA119.6
O4C—C7C—O3C123.3 (4)O4I—C7I—O3I122.9 (4)
O4C—C7C—C4C121.3 (4)O4I—C7I—C4I121.4 (4)
O3C—C7C—C4C115.4 (4)O3I—C7I—C4I115.7 (4)
N1C—C8C—C9C108.6 (4)N1I—C8I—C9I109.3 (4)
N1C—C8C—H8CA110.0N1I—C8I—H8IA109.8
C9C—C8C—H8CA110.0C9I—C8I—H8IA109.8
N1C—C8C—H8CB110.0N1I—C8I—H8IB109.8
C9C—C8C—H8CB110.0C9I—C8I—H8IB109.8
H8CA—C8C—H8CB108.4H8IA—C8I—H8IB108.3
C10C—C9C—C8C112.4 (4)C10I—C9I—C8I111.8 (4)
C10C—C9C—H9CA109.1C10I—C9I—H9IA109.3
C8C—C9C—H9CA109.1C8I—C9I—H9IA109.3
C10C—C9C—H9CB109.1C10I—C9I—H9IB109.3
C8C—C9C—H9CB109.1C8I—C9I—H9IB109.3
H9CA—C9C—H9CB107.8H9IA—C9I—H9IB107.9
C11C—C10C—C9C124.9 (5)C11I—C10I—C9I125.1 (4)
C11C—C10C—H10C117.6C11I—C10I—H10I117.4
C9C—C10C—H10C117.6C9I—C10I—H10I117.4
C10C—C11C—H11E120.0C10I—C11I—H11Q120.0
C10C—C11C—H11F120.0C10I—C11I—H11R120.0
H11E—C11C—H11F120.0H11Q—C11I—H11R120.0
C7D—O3D—H3DB109.5C7J—O3J—H3JB109.5
C1D—N1D—C8D124.5 (4)C1J—N1J—C8J124.3 (4)
C1D—N1D—H1DA117.8C1J—N1J—H1JA117.8
C8D—N1D—H1DA117.8C8J—N1J—H1JA117.8
O2D—N2D—O1D123.1 (4)O2J—N2J—O1J121.2 (3)
O2D—N2D—C2D119.2 (4)O2J—N2J—C2J119.3 (3)
O1D—N2D—C2D117.7 (3)O1J—N2J—C2J119.5 (3)
N1D—C1D—C2D124.9 (4)N1J—C1J—C6J120.7 (3)
N1D—C1D—C6D119.2 (4)N1J—C1J—C2J123.7 (4)
C2D—C1D—C6D115.9 (4)C6J—C1J—C2J115.6 (3)
C3D—C2D—C1D122.3 (4)C3J—C2J—N2J117.2 (3)
C3D—C2D—N2D115.5 (4)C3J—C2J—C1J121.4 (4)
C1D—C2D—N2D122.1 (4)N2J—C2J—C1J121.4 (3)
C4D—C3D—C2D119.8 (4)C4J—C3J—C2J120.8 (4)
C4D—C3D—H3DA120.1C4J—C3J—H3JA119.6
C2D—C3D—H3DA120.1C2J—C3J—H3JA119.6
C3D—C4D—C5D118.8 (4)C3J—C4J—C5J119.0 (4)
C3D—C4D—C7D119.9 (4)C3J—C4J—C7J121.5 (4)
C5D—C4D—C7D121.2 (4)C5J—C4J—C7J119.4 (4)
C6D—C5D—C4D122.0 (4)C6J—C5J—C4J120.9 (4)
C6D—C5D—H5DA119.0C6J—C5J—H5JA119.5
C4D—C5D—H5DA119.0C4J—C5J—H5JA119.5
C5D—C6D—C1D121.1 (4)C5J—C6J—C1J122.3 (4)
C5D—C6D—H6DA119.4C5J—C6J—H6JA118.9
C1D—C6D—H6DA119.4C1J—C6J—H6JA118.9
O4D—C7D—O3D123.5 (4)O4J—C7J—O3J123.5 (4)
O4D—C7D—C4D122.1 (4)O4J—C7J—C4J120.7 (4)
O3D—C7D—C4D114.3 (4)O3J—C7J—C4J115.7 (4)
N1D—C8D—C9D108.9 (4)N1J—C8J—C9J108.7 (4)
N1D—C8D—H8DA109.9N1J—C8J—H8JA109.9
C9D—C8D—H8DA109.9C9J—C8J—H8JA109.9
N1D—C8D—H8DB109.9N1J—C8J—H8JB109.9
C9D—C8D—H8DB109.9C9J—C8J—H8JB109.9
H8DA—C8D—H8DB108.3H8JA—C8J—H8JB108.3
C10D—C9D—C8D110.1 (5)C10J—C9J—C8J112.4 (4)
C10D—C9D—H9DA109.6C10J—C9J—H9JA109.1
C8D—C9D—H9DA109.6C8J—C9J—H9JA109.1
C10D—C9D—H9DB109.6C10J—C9J—H9JB109.1
C8D—C9D—H9DB109.6C8J—C9J—H9JB109.1
H9DA—C9D—H9DB108.2H9JA—C9J—H9JB107.9
C11D—C10D—C9D123.8 (6)C11J—C10J—C9J126.5 (4)
C11D—C10D—H10D118.1C11J—C10J—H10J116.8
C9D—C10D—H10D118.1C9J—C10J—H10J116.8
C10D—C11D—H11G120.0C10J—C11J—H11S120.0
C10D—C11D—H11H120.0C10J—C11J—H11T120.0
H11G—C11D—H11H120.0H11S—C11J—H11T120.0
C7E—O3E—H3EB109.5C7K—O3K—H3KB109.5
C1E—N1E—C8E122.8 (4)C1K—N1K—C8K124.7 (4)
C1E—N1E—H1EA118.6C1K—N1K—H1KA117.6
C8E—N1E—H1EA118.6C8K—N1K—H1KA117.6
O2E—N2E—O1E122.2 (4)O2K—N2K—O1K121.5 (4)
O2E—N2E—C2E118.8 (4)O2K—N2K—C2K119.2 (4)
O1E—N2E—C2E119.0 (4)O1K—N2K—C2K119.3 (3)
N1E—C1E—C6E119.3 (4)N1K—C1K—C6K121.0 (4)
N1E—C1E—C2E125.0 (4)N1K—C1K—C2K123.3 (4)
C6E—C1E—C2E115.8 (4)C6K—C1K—C2K115.7 (4)
C3E—C2E—C1E122.0 (4)C3K—C2K—C1K121.5 (4)
C3E—C2E—N2E116.9 (4)C3K—C2K—N2K116.8 (3)
C1E—C2E—N2E121.1 (4)C1K—C2K—N2K121.6 (4)
C2E—C3E—C4E121.0 (4)C4K—C3K—C2K121.0 (4)
C2E—C3E—H3EA119.5C4K—C3K—H3KA119.5
C4E—C3E—H3EA119.5C2K—C3K—H3KA119.5
C3E—C4E—C5E118.6 (4)C3K—C4K—C5K118.4 (4)
C3E—C4E—C7E121.0 (4)C3K—C4K—C7K121.5 (4)
C5E—C4E—C7E120.4 (4)C5K—C4K—C7K120.1 (4)
C6E—C5E—C4E120.6 (4)C6K—C5K—C4K121.3 (4)
C6E—C5E—H5EA119.7C6K—C5K—H5KA119.4
C4E—C5E—H5EA119.7C4K—C5K—H5KA119.4
C5E—C6E—C1E122.1 (4)C5K—C6K—C1K122.0 (4)
C5E—C6E—H6EA119.0C5K—C6K—H6KA119.0
C1E—C6E—H6EA119.0C1K—C6K—H6KA119.0
O4E—C7E—O3E122.8 (4)O4K—C7K—O3K123.6 (4)
O4E—C7E—C4E122.1 (4)O4K—C7K—C4K120.0 (4)
O3E—C7E—C4E115.1 (4)O3K—C7K—C4K116.4 (4)
N1E—C8E—C9E109.8 (4)N1K—C8K—C9K108.9 (3)
N1E—C8E—H8EA109.7N1K—C8K—H8KA109.9
C9E—C8E—H8EA109.7C9K—C8K—H8KA109.9
N1E—C8E—H8EB109.7N1K—C8K—H8KB109.9
C9E—C8E—H8EB109.7C9K—C8K—H8KB109.9
H8EA—C8E—H8EB108.2H8KA—C8K—H8KB108.3
C10E—C9E—C8E114.1 (4)C10K—C9K—C8K111.8 (4)
C10E—C9E—H9EA108.7C10K—C9K—H9KA109.3
C8E—C9E—H9EA108.7C8K—C9K—H9KA109.3
C10E—C9E—H9EB108.7C10K—C9K—H9KB109.3
C8E—C9E—H9EB108.7C8K—C9K—H9KB109.3
H9EA—C9E—H9EB107.6H9KA—C9K—H9KB107.9
C11E—C10E—C9E123.1 (5)C11K—C10K—C9K124.5 (5)
C11E—C10E—H10E118.4C11K—C10K—H10K117.8
C9E—C10E—H10E118.4C9K—C10K—H10K117.8
C10E—C11E—H11I120.0C10K—C11K—H11U120.0
C10E—C11E—H11J120.0C10K—C11K—H11V120.0
H11I—C11E—H11J120.0H11U—C11K—H11V120.0
C7F—O3F—H3FB109.5C7L—O3L—H3LB109.5
C1F—N1F—C8F124.2 (4)C1L—N1L—C8L123.4 (4)
C1F—N1F—H1FA117.9C1L—N1L—H1LA118.3
C8F—N1F—H1FA117.9C8L—N1L—H1LA118.3
O2F—N2F—O1F121.7 (4)O1L—N2L—O2L120.9 (4)
O2F—N2F—C2F119.7 (4)O1L—N2L—C2L119.9 (4)
O1F—N2F—C2F118.6 (4)O2L—N2L—C2L119.2 (4)
N1F—C1F—C2F124.6 (4)N1L—C1L—C6L119.6 (4)
N1F—C1F—C6F119.3 (4)N1L—C1L—C2L124.9 (4)
C2F—C1F—C6F116.1 (4)C6L—C1L—C2L115.5 (4)
C3F—C2F—C1F122.1 (4)C3L—C2L—C1L122.0 (4)
C3F—C2F—N2F116.1 (4)C3L—C2L—N2L116.9 (4)
C1F—C2F—N2F121.8 (4)C1L—C2L—N2L121.1 (4)
C4F—C3F—C2F120.3 (4)C4L—C3L—C2L120.2 (4)
C4F—C3F—H3FA119.8C4L—C3L—H3LA119.9
C2F—C3F—H3FA119.8C2L—C3L—H3LA119.9
C3F—C4F—C5F118.6 (4)C3L—C4L—C5L118.8 (4)
C3F—C4F—C7F120.6 (4)C3L—C4L—C7L120.5 (4)
C5F—C4F—C7F120.8 (4)C5L—C4L—C7L120.7 (4)
C6F—C5F—C4F122.2 (4)C6L—C5L—C4L121.4 (4)
C6F—C5F—H5FA118.9C6L—C5L—H5LA119.3
C4F—C5F—H5FA118.9C4L—C5L—H5LA119.3
C5F—C6F—C1F120.6 (4)C5L—C6L—C1L122.0 (4)
C5F—C6F—H6FA119.7C5L—C6L—H6LA119.0
C1F—C6F—H6FA119.7C1L—C6L—H6LA119.0
O4F—C7F—O3F123.2 (4)O4L—C7L—O3L123.6 (4)
O4F—C7F—C4F121.4 (4)O4L—C7L—C4L120.8 (4)
O3F—C7F—C4F115.4 (4)O3L—C7L—C4L115.5 (4)
N1F—C8F—C9F109.3 (3)N1L—C8L—C9L110.4 (4)
N1F—C8F—H8FA109.8N1L—C8L—H8LA109.6
C9F—C8F—H8FA109.8C9L—C8L—H8LA109.6
N1F—C8F—H8FB109.8N1L—C8L—H8LB109.6
C9F—C8F—H8FB109.8C9L—C8L—H8LB109.6
H8FA—C8F—H8FB108.3H8LA—C8L—H8LB108.1
C10F—C9F—C8F112.1 (4)C10L—C9L—C8L113.7 (4)
C10F—C9F—H9FA109.2C10L—C9L—H9LA108.8
C8F—C9F—H9FA109.2C8L—C9L—H9LA108.8
C10F—C9F—H9FB109.2C10L—C9L—H9LB108.8
C8F—C9F—H9FB109.2C8L—C9L—H9LB108.8
H9FA—C9F—H9FB107.9H9LA—C9L—H9LB107.7
C11F—C10F—C9F125.0 (4)C11L—C10L—C9L125.1 (5)
C11F—C10F—H10F117.5C11L—C10L—H10L117.4
C9F—C10F—H10F117.5C9L—C10L—H10L117.4
C10F—C11F—H11K120.0C10L—C11L—H11W120.0
C10F—C11F—H11L120.0C10L—C11L—H11X120.0
H11K—C11F—H11L120.0H11W—C11L—H11X120.0
C8A—N1A—C1A—C6A2.2 (6)C8G—N1G—C1G—C6G−0.2 (7)
C8A—N1A—C1A—C2A−176.0 (4)C8G—N1G—C1G—C2G178.6 (4)
O2A—N2A—C2A—C3A−6.8 (5)N1G—C1G—C2G—C3G−178.8 (4)
O1A—N2A—C2A—C3A174.4 (3)C6G—C1G—C2G—C3G0.0 (6)
O2A—N2A—C2A—C1A175.6 (3)N1G—C1G—C2G—N2G0.3 (7)
O1A—N2A—C2A—C1A−3.2 (5)C6G—C1G—C2G—N2G179.1 (4)
N1A—C1A—C2A—C3A179.7 (4)O2G—N2G—C2G—C3G1.5 (6)
C6A—C1A—C2A—C3A1.4 (5)O1G—N2G—C2G—C3G−179.9 (4)
N1A—C1A—C2A—N2A−2.9 (6)O2G—N2G—C2G—C1G−177.7 (4)
C6A—C1A—C2A—N2A178.8 (3)O1G—N2G—C2G—C1G1.0 (6)
N2A—C2A—C3A—C4A−178.7 (3)C1G—C2G—C3G—C4G0.3 (6)
C1A—C2A—C3A—C4A−1.2 (6)N2G—C2G—C3G—C4G−178.9 (4)
C2A—C3A—C4A—C5A1.0 (6)C2G—C3G—C4G—C5G−0.4 (6)
C2A—C3A—C4A—C7A179.7 (3)C2G—C3G—C4G—C7G179.7 (4)
C3A—C4A—C5A—C6A−1.1 (6)C3G—C4G—C5G—C6G0.1 (6)
C7A—C4A—C5A—C6A−179.8 (4)C7G—C4G—C5G—C6G−180.0 (4)
C4A—C5A—C6A—C1A1.4 (6)C4G—C5G—C6G—C1G0.2 (7)
N1A—C1A—C6A—C5A−179.9 (4)N1G—C1G—C6G—C5G178.6 (4)
C2A—C1A—C6A—C5A−1.5 (6)C2G—C1G—C6G—C5G−0.3 (6)
C3A—C4A—C7A—O4A−0.7 (6)C3G—C4G—C7G—O4G−0.8 (6)
C5A—C4A—C7A—O4A178.0 (4)C5G—C4G—C7G—O4G179.3 (4)
C3A—C4A—C7A—O3A179.1 (3)C3G—C4G—C7G—O3G179.4 (4)
C5A—C4A—C7A—O3A−2.2 (5)C5G—C4G—C7G—O3G−0.6 (6)
C1A—N1A—C8A—C9A165.6 (4)C1G—N1G—C8G—C9G−172.8 (5)
N1A—C8A—C9A—C10A65.8 (5)N1G—C8G—C9G—C10G−59.6 (7)
C8A—C9A—C10A—C11A−121.7 (5)C8G—C9G—C10G—C11G126.6 (7)
C8B—N1B—C1B—C6B7.5 (7)C8H—N1H—C1H—C2H−178.6 (4)
C8B—N1B—C1B—C2B−171.8 (4)C8H—N1H—C1H—C6H1.3 (6)
N1B—C1B—C2B—C3B176.1 (4)N1H—C1H—C2H—C3H177.2 (4)
C6B—C1B—C2B—C3B−3.2 (6)C6H—C1H—C2H—C3H−2.7 (6)
N1B—C1B—C2B—N2B−0.9 (7)N1H—C1H—C2H—N2H0.0 (6)
C6B—C1B—C2B—N2B179.8 (4)C6H—C1H—C2H—N2H−179.9 (3)
O2B—N2B—C2B—C3B−4.7 (6)O2H—N2H—C2H—C3H1.1 (6)
O1B—N2B—C2B—C3B176.2 (4)O1H—N2H—C2H—C3H−179.6 (4)
O2B—N2B—C2B—C1B172.5 (4)O2H—N2H—C2H—C1H178.5 (4)
O1B—N2B—C2B—C1B−6.6 (6)O1H—N2H—C2H—C1H−2.3 (6)
C1B—C2B—C3B—C4B2.4 (7)C1H—C2H—C3H—C4H1.7 (6)
N2B—C2B—C3B—C4B179.6 (4)N2H—C2H—C3H—C4H179.0 (4)
C2B—C3B—C4B—C5B−0.8 (6)C2H—C3H—C4H—C5H−0.1 (7)
C2B—C3B—C4B—C7B−177.6 (4)C2H—C3H—C4H—C7H−177.2 (4)
C3B—C4B—C5B—C6B0.2 (7)C3H—C4H—C5H—C6H−0.2 (7)
C7B—C4B—C5B—C6B177.0 (4)C7H—C4H—C5H—C6H176.9 (4)
C4B—C5B—C6B—C1B−1.0 (7)C4H—C5H—C6H—C1H−1.0 (7)
N1B—C1B—C6B—C5B−176.8 (4)N1H—C1H—C6H—C5H−177.5 (4)
C2B—C1B—C6B—C5B2.5 (6)C2H—C1H—C6H—C5H2.4 (6)
C3B—C4B—C7B—O4B−178.1 (4)C3H—C4H—C7H—O4H179.6 (4)
C5B—C4B—C7B—O4B5.1 (7)C5H—C4H—C7H—O4H2.5 (7)
C3B—C4B—C7B—O3B1.6 (6)C3H—C4H—C7H—O3H0.3 (7)
C5B—C4B—C7B—O3B−175.2 (4)C5H—C4H—C7H—O3H−176.8 (4)
C1B—N1B—C8B—C9B160.1 (4)C1H—N1H—C8H—C9H161.8 (4)
N1B—C8B—C9B—C10B63.9 (5)N1H—C8H—C9H—C10H62.3 (5)
C8B—C9B—C10B—C11B−109.4 (6)C8H—C9H—C10H—C11H−104.2 (5)
C8C—N1C—C1C—C6C2.9 (7)C8I—N1I—C1I—C2I−169.0 (4)
C8C—N1C—C1C—C2C−175.9 (4)C8I—N1I—C1I—C6I9.8 (6)
N1C—C1C—C2C—C3C176.2 (4)N1I—C1I—C2I—C3I176.4 (4)
C6C—C1C—C2C—C3C−2.7 (6)C6I—C1I—C2I—C3I−2.5 (6)
N1C—C1C—C2C—N2C−2.3 (6)N1I—C1I—C2I—N2I−1.6 (6)
C6C—C1C—C2C—N2C178.8 (4)C6I—C1I—C2I—N2I179.5 (4)
O2C—N2C—C2C—C3C−4.3 (6)O1I—N2I—C2I—C3I172.6 (4)
O1C—N2C—C2C—C3C175.7 (4)O2I—N2I—C2I—C3I−8.5 (5)
O2C—N2C—C2C—C1C174.3 (4)O1I—N2I—C2I—C1I−9.3 (6)
O1C—N2C—C2C—C1C−5.7 (6)O2I—N2I—C2I—C1I169.6 (4)
C1C—C2C—C3C—C4C1.5 (6)C1I—C2I—C3I—C4I1.6 (6)
N2C—C2C—C3C—C4C−179.9 (4)N2I—C2I—C3I—C4I179.7 (4)
C2C—C3C—C4C—C5C0.5 (6)C2I—C3I—C4I—C5I0.1 (6)
C2C—C3C—C4C—C7C−179.5 (4)C2I—C3I—C4I—C7I179.6 (4)
C3C—C4C—C5C—C6C−1.2 (6)C3I—C4I—C5I—C6I−0.7 (7)
C7C—C4C—C5C—C6C178.8 (4)C7I—C4I—C5I—C6I179.7 (4)
C4C—C5C—C6C—C1C−0.1 (7)C4I—C5I—C6I—C1I−0.3 (7)
N1C—C1C—C6C—C5C−177.0 (4)N1I—C1I—C6I—C5I−177.1 (4)
C2C—C1C—C6C—C5C2.0 (6)C2I—C1I—C6I—C5I1.8 (6)
C3C—C4C—C7C—O4C179.6 (4)C3I—C4I—C7I—O4I−179.1 (4)
C5C—C4C—C7C—O4C−0.3 (6)C5I—C4I—C7I—O4I0.5 (7)
C3C—C4C—C7C—O3C1.4 (6)C3I—C4I—C7I—O3I3.3 (6)
C5C—C4C—C7C—O3C−178.6 (4)C5I—C4I—C7I—O3I−177.1 (4)
C1C—N1C—C8C—C9C162.3 (4)C1I—N1I—C8I—C9I160.0 (4)
N1C—C8C—C9C—C10C64.6 (5)N1I—C8I—C9I—C10I64.0 (5)
C8C—C9C—C10C—C11C−107.0 (6)C8I—C9I—C10I—C11I−112.9 (5)
C8D—N1D—C1D—C2D178.9 (4)C8J—N1J—C1J—C6J−7.4 (6)
C8D—N1D—C1D—C6D0.0 (7)C8J—N1J—C1J—C2J170.8 (4)
N1D—C1D—C2D—C3D−179.3 (4)O2J—N2J—C2J—C3J8.6 (5)
C6D—C1D—C2D—C3D−0.4 (6)O1J—N2J—C2J—C3J−172.2 (3)
N1D—C1D—C2D—N2D2.0 (7)O2J—N2J—C2J—C1J−169.0 (3)
C6D—C1D—C2D—N2D−179.0 (4)O1J—N2J—C2J—C1J10.2 (5)
O2D—N2D—C2D—C3D3.1 (5)N1J—C1J—C2J—C3J−176.2 (4)
O1D—N2D—C2D—C3D−177.9 (4)C6J—C1J—C2J—C3J2.2 (5)
O2D—N2D—C2D—C1D−178.2 (4)N1J—C1J—C2J—N2J1.3 (6)
O1D—N2D—C2D—C1D0.9 (6)C6J—C1J—C2J—N2J179.6 (3)
C1D—C2D—C3D—C4D−0.4 (6)N2J—C2J—C3J—C4J−178.9 (3)
N2D—C2D—C3D—C4D178.3 (3)C1J—C2J—C3J—C4J−1.3 (6)
C2D—C3D—C4D—C5D0.6 (6)C2J—C3J—C4J—C5J−0.4 (6)
C2D—C3D—C4D—C7D−179.4 (4)C2J—C3J—C4J—C7J179.8 (4)
C3D—C4D—C5D—C6D0.0 (6)C3J—C4J—C5J—C6J1.2 (6)
C7D—C4D—C5D—C6D−180.0 (4)C7J—C4J—C5J—C6J−179.0 (4)
C4D—C5D—C6D—C1D−0.9 (6)C4J—C5J—C6J—C1J−0.3 (6)
N1D—C1D—C6D—C5D−180.0 (4)N1J—C1J—C6J—C5J177.0 (4)
C2D—C1D—C6D—C5D1.0 (6)C2J—C1J—C6J—C5J−1.4 (5)
C3D—C4D—C7D—O4D−0.5 (6)C3J—C4J—C7J—O4J176.9 (4)
C5D—C4D—C7D—O4D179.6 (4)C5J—C4J—C7J—O4J−2.9 (6)
C3D—C4D—C7D—O3D−178.9 (4)C3J—C4J—C7J—O3J−2.5 (6)
C5D—C4D—C7D—O3D1.1 (6)C5J—C4J—C7J—O3J177.7 (4)
C1D—N1D—C8D—C9D−163.1 (5)C1J—N1J—C8J—C9J−161.9 (3)
N1D—C8D—C9D—C10D−66.4 (6)N1J—C8J—C9J—C10J−64.6 (5)
C8D—C9D—C10D—C11D126.3 (7)C8J—C9J—C10J—C11J111.6 (5)
C8E—N1E—C1E—C6E−1.7 (6)C8K—N1K—C1K—C6K2.3 (6)
C8E—N1E—C1E—C2E177.2 (4)C8K—N1K—C1K—C2K−177.6 (4)
N1E—C1E—C2E—C3E−178.0 (4)N1K—C1K—C2K—C3K176.9 (4)
C6E—C1E—C2E—C3E1.0 (6)C6K—C1K—C2K—C3K−3.0 (5)
N1E—C1E—C2E—N2E0.5 (7)N1K—C1K—C2K—N2K−0.8 (6)
C6E—C1E—C2E—N2E179.5 (4)C6K—C1K—C2K—N2K179.3 (3)
O2E—N2E—C2E—C3E1.5 (6)O2K—N2K—C2K—C3K−1.8 (5)
O1E—N2E—C2E—C3E−178.5 (4)O1K—N2K—C2K—C3K178.8 (3)
O2E—N2E—C2E—C1E−177.0 (4)O2K—N2K—C2K—C1K176.1 (3)
O1E—N2E—C2E—C1E3.0 (6)O1K—N2K—C2K—C1K−3.3 (6)
C1E—C2E—C3E—C4E−0.4 (7)C1K—C2K—C3K—C4K0.3 (6)
N2E—C2E—C3E—C4E−179.0 (4)N2K—C2K—C3K—C4K178.1 (3)
C2E—C3E—C4E—C5E−0.1 (7)C2K—C3K—C4K—C5K2.2 (6)
C2E—C3E—C4E—C7E179.4 (4)C2K—C3K—C4K—C7K−176.4 (4)
C3E—C4E—C5E—C6E0.1 (7)C3K—C4K—C5K—C6K−1.9 (6)
C7E—C4E—C5E—C6E−179.4 (4)C7K—C4K—C5K—C6K176.7 (4)
C4E—C5E—C6E—C1E0.5 (7)C4K—C5K—C6K—C1K−0.9 (6)
N1E—C1E—C6E—C5E178.0 (4)N1K—C1K—C6K—C5K−176.6 (4)
C2E—C1E—C6E—C5E−1.0 (6)C2K—C1K—C6K—C5K3.3 (6)
C3E—C4E—C7E—O4E3.9 (7)C3K—C4K—C7K—O4K−179.4 (4)
C5E—C4E—C7E—O4E−176.6 (4)C5K—C4K—C7K—O4K2.0 (6)
C3E—C4E—C7E—O3E−176.6 (4)C3K—C4K—C7K—O3K2.3 (6)
C5E—C4E—C7E—O3E2.9 (6)C5K—C4K—C7K—O3K−176.2 (4)
C1E—N1E—C8E—C9E−173.1 (4)C1K—N1K—C8K—C9K161.5 (4)
N1E—C8E—C9E—C10E−58.3 (5)N1K—C8K—C9K—C10K62.6 (4)
C8E—C9E—C10E—C11E123.7 (5)C8K—C9K—C10K—C11K−104.8 (5)
C8F—N1F—C1F—C2F175.4 (4)C8L—N1L—C1L—C6L−1.0 (6)
C8F—N1F—C1F—C6F−4.5 (6)C8L—N1L—C1L—C2L177.6 (4)
N1F—C1F—C2F—C3F−179.0 (4)N1L—C1L—C2L—C3L−178.2 (4)
C6F—C1F—C2F—C3F0.9 (6)C6L—C1L—C2L—C3L0.5 (5)
N1F—C1F—C2F—N2F1.6 (7)N1L—C1L—C2L—N2L0.9 (6)
C6F—C1F—C2F—N2F−178.5 (4)C6L—C1L—C2L—N2L179.6 (3)
O2F—N2F—C2F—C3F4.1 (6)O1L—N2L—C2L—C3L−177.4 (4)
O1F—N2F—C2F—C3F−175.4 (4)O2L—N2L—C2L—C3L2.6 (5)
O2F—N2F—C2F—C1F−176.5 (4)O1L—N2L—C2L—C1L3.5 (6)
O1F—N2F—C2F—C1F4.0 (6)O2L—N2L—C2L—C1L−176.5 (4)
C1F—C2F—C3F—C4F−0.4 (7)C1L—C2L—C3L—C4L0.3 (6)
N2F—C2F—C3F—C4F179.0 (4)N2L—C2L—C3L—C4L−178.8 (3)
C2F—C3F—C4F—C5F0.5 (7)C2L—C3L—C4L—C5L−1.2 (6)
C2F—C3F—C4F—C7F−179.3 (4)C2L—C3L—C4L—C7L179.2 (3)
C3F—C4F—C5F—C6F−1.1 (7)C3L—C4L—C5L—C6L1.2 (6)
C7F—C4F—C5F—C6F178.7 (4)C7L—C4L—C5L—C6L−179.2 (4)
C4F—C5F—C6F—C1F1.7 (7)C4L—C5L—C6L—C1L−0.4 (6)
N1F—C1F—C6F—C5F178.4 (4)N1L—C1L—C6L—C5L178.3 (4)
C2F—C1F—C6F—C5F−1.5 (6)C2L—C1L—C6L—C5L−0.5 (6)
C3F—C4F—C7F—O4F2.3 (7)C3L—C4L—C7L—O4L2.6 (6)
C5F—C4F—C7F—O4F−177.5 (4)C5L—C4L—C7L—O4L−177.0 (4)
C3F—C4F—C7F—O3F−176.8 (4)C3L—C4L—C7L—O3L−178.0 (4)
C5F—C4F—C7F—O3F3.4 (6)C5L—C4L—C7L—O3L2.4 (5)
C1F—N1F—C8F—C9F−161.5 (4)C1L—N1L—C8L—C9L−175.9 (4)
N1F—C8F—C9F—C10F−65.7 (5)N1L—C8L—C9L—C10L−58.6 (5)
C8F—C9F—C10F—C11F123.0 (5)C8L—C9L—C10L—C11L121.8 (6)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
N1A—H1AA···O1A0.862.002.643 (4)130
N1B—H1BA···O1B0.861.992.628 (5)130
N1C—H1CA···O1C0.861.982.631 (4)132
N1D—H1DA···O1D0.861.992.634 (5)130
N1E—H1EA···O1E0.862.012.637 (5)129
N1F—H1FA···O1F0.862.002.641 (4)130
N1G—H1GA···O1G0.861.982.624 (5)130
N1H—H1HA···O1H0.861.972.621 (5)131
N1I—H1IA···O1I0.861.992.632 (4)130
N1J—H1JA···O1J0.861.992.627 (4)131
N1K—H1KA···O1K0.861.962.615 (4)132
N1L—H1LA···O1L0.862.012.645 (4)130
O3A—H3AB···O4C0.821.802.612 (5)176
O3C—H3CB···O4A0.821.822.630 (4)172
O3B—H3BB···O4L0.821.812.626 (5)173
O3L—H3LB···O4B0.821.802.613 (5)169
O3D—H3DB···O4J0.821.802.618 (5)173
O3J—H3JB···O4D0.821.812.626 (5)175
O3E—H3EB···O4I0.821.812.624 (5)170
O3I—H3IB···O4E0.821.822.635 (5)174
O3G—H3GB···O4K0.821.802.616 (5)172
O3K—H3KB···O4G0.821.832.633 (5)163
O3F—H3FB···O4Hi0.821.792.605 (5)172
O3H—H3HB···O4Fii0.821.822.611 (5)164
C6B—H6BA···O2Hi0.932.453.169 (5)134
C6H—H6HA···O2Biii0.932.553.243 (5)131
C6I—H6IA···O2Cii0.932.533.218 (5)131
C6K—H6KA···O2Kiv0.932.403.149 (4)138
C9C—H9CB···O1B0.972.593.477 (6)152

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

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CI2814).

References

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