1,4-Dide­oxy-2,3-O-isopropyl­idene-N-[3-(3-nitro­benzoyl­amino)benzo­yl]-1,4-imino-D-talitol

The title compound, C₂₆H₂₉N₃O₈, has two molecules in the asymmetric unit. Mol­ecules are linked into chains by N—H...O hydrogen bonds, and C—H...O inter­actions are observed between chains.

Key indicators

• Single-crystal X-ray study
• T = 294 K
• Mean [sigma](C-C) = 0.008 Å
• R factor = 0.066
• wR factor = 0.191
• Data-to-parameter ratio = 7.8

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT111_ALERT_2_B ADDSYM Detects (Pseudo) Centre of Symmetry .....         86 PerFit
PLAT220_ALERT_2_B Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       4.01 Ratio
PLAT222_ALERT_3_B Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       4.90 Ratio
PLAT242_ALERT_2_B Check Low       Ueq as Compared to Neighbors for        C32
PLAT353_ALERT_3_B Long    N-H Bond (0.87A)   N5     -   H5A    ...       1.11 Ang.

Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT089_ALERT_3_C Poor Data / Parameter Ratio (Zmax .LT. 18) .....       7.84
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.11
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.07 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        O13
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N3
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C6
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C8
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C34
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          8

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           26.00
           From the CIF: _reflns_number_total               5372
           Count of symmetry unique reflns         5379
           Completeness (_total/calc)             99.87%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured         0
           Fraction of Friedel pairs measured     0.000
           Are heavy atom types Z>Si present         no

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

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   9 ALERT type 2 Indicator that the structure model may be wrong or deficient
   5 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: CrystalClear (Rigaku/MSC, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997) and DIRDIF99 (Beurskens et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: CrystalStructure (Rigaku/MSC, 2005); software used to prepare material for publication: CrystalStructure.

N-[3-(3-Nitrobenzoylamino)benzoyl]-1,4-dideoxy-2,3-O-isopropylidene- 1,4-imino-D-talitol

Crystal data

C26H29N3O8	F(000) = 1080
Mr = 511.52	Dx = 1.294 Mg m^−3
Monoclinic, P21	Melting point: 456 K
Hall symbol: P 2yb	Mo Kα radiation, λ = 0.71070 Å
a = 12.5459 (13) Å	Cell parameters from 4884 reflections
b = 14.5417 (14) Å	θ = 1.4–27.9°
c = 14.6939 (15) Å	µ = 0.10 mm^−1
β = 101.563 (4)°	T = 294 K
V = 2626.3 (5) Å^3	Block, colourless
Z = 4	0.24 × 0.20 × 0.14 mm

Data collection

Rigaku Saturn CCD area-detector diffractometer	5372 independent reflections
Radiation source: rotating anode	3777 reflections with I > 2σ(I)
Confocal monochromator	Rint = 0.043
ω scans	θmax = 26.0°, θmin = 1.4°
Absorption correction: multi-scan Jacobson (1998)	h = −15→15
Tmin = 0.977, Tmax = 0.987	k = −17→17
21856 measured reflections	l = −18→15

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.066	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.191	w = 1/[σ^2(Fo^2) + (0.1155P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max < 0.001
5372 reflections	Δρmax = 0.41 e Å^−3
685 parameters	Δρmin = −0.19 e Å^−3
13 restraints	Extinction correction: SHELXL97 (Sheldrick, 1997), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.019 (3)

Special details

Experimental. Spectroscopic analysis: ¹H NMR (300 MHz, CDCl₃, δ, p.p.m.): 1.28 (s, 3H), 1.34 (s, 3H), 1.38 (s, 3H), 1.44 (s, 3H), 3.61–3.71 (m, 2H), 3.85 (dd, J = 12.6 and 4.5 Hz, 1H), 3.96 (t, J = 6.6 Hz, 1H), 4.35 (t, J = 6.6 Hz, 1H), 4.74 (brs, 2H), 4.82 (d, J = 6.0 Hz, 1H), 7.16 (d, J = 7.5 Hz, 1H), 7.35 (t, J = 7.8 Hz, 1H), 7.63 (t, J = 8.1 Hz, 1H), 7.72 (s, 1H), 7.82 (d, J = 7.8 Hz, 1 H), 8.25 (d, J = 7.2 Hz, 1H), 8.33 (d, J = 6.9 Hz, 1H), 8.72 (s, 1H), 9.50 (brt, J = 14.4 Hz, 1H); ¹³C NMR (75 MHz, CDCl₃, δ, p.p.m.): 171.53, 163.90, 148.07, 138.25, 136.41, 136.11, 133.69, 129.75, 129.20, 126.27, 123.05, 122.68, 122.54, 119.59, 111.62, 109.15, 82.40, 79.87, 77.56, 66.12, 62.62, 57.46, 26.88, 26.21, 25.20, 24.70. MS (ESI): 510.0 (C₂₆H₂₉N₃O₈ - H).

Spectroscopic analysis: ¹H NMR (300 MHz, CDCl₃, δ, p.p.m.): 1.28 (s, 3H), 1.34 (s, 3H), 1.38 (s, 3H), 1.44 (s, 3H), 3.61–3.71 (m, 2H), 3.85 (dd, J = 12.6 and 4.5 Hz, 1H), 3.96 (t, J = 6.6 Hz, 1H), 4.35 (t, J = 6.6 Hz, 1H), 4.74 (brs, 2H), 4.82 (d, J = 6.0 Hz, 1H), 7.16 (d, J = 7.5 Hz, 1H), 7.35 (t, J = 7.8 Hz, 1H), 7.63 (t, J = 8.1 Hz, 1H), 7.72 (s, 1H), 7.82 (d, J = 7.8 Hz, 1 H), 8.25 (d, J = 7.2 Hz, 1H), 8.33 (d, J = 6.9 Hz, 1H), 8.72 (s, 1H), 9.50 (brt, J = 14.4 Hz, 1H); ¹³C NMR (75 MHz, CDCl₃, δ, p.p.m.): 171.53, 163.90, 148.07, 138.25, 136.41, 136.11, 133.69, 129.75, 129.20, 126.27, 123.05, 122.68, 122.54, 119.59, 111.62, 109.15, 82.40, 79.87, 77.56, 66.12, 62.62, 57.46, 26.88, 26.21, 25.20, 24.70. MS (ESI): 510.0 (C₂₆H₂₉N₃O₈ - H).

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

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

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

	x	y	z	Uiso*/Ueq
N1	0.1688 (3)	0.7889 (3)	0.7172 (3)	0.0562 (10)
N3	0.9918 (4)	0.7984 (4)	0.9775 (4)	0.0868 (16)
N4	0.3172 (3)	0.7893 (3)	0.3031 (3)	0.0531 (10)
N6	−0.4977 (4)	0.7971 (4)	0.0371 (4)	0.0788 (14)
O1	−0.0509 (3)	0.7920 (4)	0.5776 (3)	0.0931 (14)
O2	0.0897 (3)	0.8057 (3)	0.5068 (3)	0.0809 (12)
O3	0.2274 (3)	0.5940 (3)	0.6905 (3)	0.0695 (11)
O4	0.3993 (3)	0.5826 (3)	0.7797 (3)	0.0818 (12)
O5	0.1401 (3)	0.8974 (3)	0.8197 (3)	0.0726 (11)
N2	0.5678 (3)	0.9961 (3)	0.8208 (3)	0.0568 (11)
O7	0.5913 (3)	0.8445 (3)	0.8543 (3)	0.0810 (13)
O8	0.9579 (5)	0.7275 (4)	0.9408 (5)	0.137 (3)
O9	1.0825 (3)	0.8066 (4)	1.0249 (4)	0.1078 (17)
O10	0.4061 (3)	0.7838 (3)	0.5163 (3)	0.0785 (11)
O11	0.5349 (3)	0.8105 (4)	0.4347 (3)	0.0804 (12)
O12	0.3022 (4)	0.9939 (3)	0.2901 (3)	0.0850 (13)
O13	0.2135 (4)	0.9952 (4)	0.1398 (4)	0.1029 (16)
O14	0.3627 (3)	0.6897 (2)	0.2004 (3)	0.0690 (10)
N5	−0.0746 (3)	0.5947 (3)	0.1851 (3)	0.0588 (11)
O16	−0.0932 (3)	0.7493 (3)	0.1639 (4)	0.0844 (14)
O17	−0.4650 (4)	0.8691 (3)	0.0751 (5)	0.129 (2)
O18	−0.5884 (3)	0.7898 (3)	−0.0102 (3)	0.0906 (14)
C1	0.0661 (4)	0.7395 (4)	0.7197 (4)	0.0624 (14)
H1A	0.0165	0.7774	0.7464	0.075*
H1B	0.0796	0.6826	0.7546	0.075*
C2	0.0220 (5)	0.7212 (4)	0.6167 (4)	0.0727 (16)
H2	−0.0125	0.6606	0.6070	0.087*
C3	0.1198 (5)	0.7289 (4)	0.5669 (4)	0.0654 (14)
H3	0.1309	0.6728	0.5332	0.078*
C4	0.2179 (4)	0.7534 (4)	0.6417 (4)	0.0616 (13)
H4	0.2595	0.8024	0.6190	0.074*
C5	0.2917 (4)	0.6691 (4)	0.6695 (4)	0.0653 (14)
H5	0.3255	0.6520	0.6173	0.078*
C6	0.2958 (4)	0.5365 (4)	0.7575 (4)	0.0688 (15)
C7	0.3782 (5)	0.6764 (4)	0.7557 (5)	0.0786 (18)
H7A	0.4426	0.7069	0.7434	0.094*
H7B	0.3521	0.7092	0.8043	0.094*
C8	−0.0254 (5)	0.8150 (6)	0.4900 (5)	0.0842 (19)
C9	−0.0811 (7)	0.7518 (7)	0.4130 (6)	0.124 (3)
H9A	−0.0639	0.6890	0.4304	0.187*
H9B	−0.0562	0.7656	0.3569	0.187*
H9C	−0.1584	0.7606	0.4030	0.187*
C10	−0.0513 (7)	0.9155 (6)	0.4703 (6)	0.113 (3)
H10A	−0.1274	0.9259	0.4680	0.170*
H10B	−0.0339	0.9319	0.4117	0.170*
H10C	−0.0091	0.9524	0.5186	0.170*
C11	0.2468 (6)	0.5280 (7)	0.8419 (5)	0.113 (3)
H11A	0.2395	0.5879	0.8672	0.170*
H11B	0.2931	0.4907	0.8874	0.170*
H11C	0.1764	0.4997	0.8252	0.170*
C12	0.3144 (5)	0.4459 (4)	0.7153 (5)	0.090 (2)
H12A	0.2471	0.4126	0.7007	0.135*
H12B	0.3665	0.4110	0.7586	0.135*
H12C	0.3417	0.4558	0.6596	0.135*
C13	0.1920 (4)	0.8694 (3)	0.7618 (4)	0.0521 (12)
C14	0.2782 (4)	0.9306 (3)	0.7359 (4)	0.0544 (12)
C15	0.3841 (4)	0.9283 (3)	0.7874 (4)	0.0578 (13)
H15	0.4046	0.8835	0.8327	0.069*
C16	0.4593 (3)	0.9935 (3)	0.7707 (4)	0.0532 (12)
C17	0.4260 (4)	1.0619 (4)	0.7051 (4)	0.0655 (15)
H17	0.4747	1.1077	0.6961	0.079*
C18	0.3206 (5)	1.0624 (4)	0.6528 (5)	0.0810 (19)
H18	0.3001	1.1060	0.6062	0.097*
C19	0.2471 (4)	0.9986 (4)	0.6700 (5)	0.0728 (17)
H19	0.1756	1.0009	0.6373	0.087*
C20	0.6275 (4)	0.9232 (3)	0.8590 (4)	0.0566 (13)
C21	0.7427 (4)	0.9403 (3)	0.9049 (4)	0.0528 (12)
C22	0.8122 (4)	0.8662 (4)	0.9209 (4)	0.0655 (15)
H22	0.7865	0.8076	0.9031	0.079*
C23	0.9198 (4)	0.8784 (4)	0.9634 (4)	0.0626 (14)
C24	0.9624 (4)	0.9644 (4)	0.9904 (4)	0.0641 (14)
H24	1.0355	0.9718	1.0177	0.077*
C25	0.8931 (4)	1.0379 (4)	0.9756 (4)	0.0668 (15)
H25	0.9190	1.0961	0.9948	0.080*
C26	0.7850 (4)	1.0272 (4)	0.9324 (4)	0.0616 (14)
H26	0.7399	1.0785	0.9216	0.074*
C27	0.2670 (4)	0.8126 (4)	0.3819 (4)	0.0647 (14)
H27A	0.2376	0.7582	0.4062	0.078*
H27B	0.2091	0.8572	0.3640	0.078*
C28	0.3597 (4)	0.8527 (4)	0.4525 (4)	0.0663 (14)
H28	0.3369	0.9066	0.4838	0.080*
C29	0.4510 (5)	0.8764 (4)	0.3990 (4)	0.0642 (14)
H29	0.4760	0.9402	0.4082	0.077*
C30	0.4047 (4)	0.8538 (3)	0.2977 (3)	0.0517 (11)
H30	0.4604	0.8228	0.2708	0.062*
C31	0.3642 (4)	0.9384 (4)	0.2399 (4)	0.0616 (13)
H31	0.4265	0.9737	0.2282	0.074*
C32	0.2238 (6)	1.0434 (5)	0.2238 (5)	0.092 (2)
C33	0.2857 (4)	0.9213 (4)	0.1491 (4)	0.0702 (15)
H33A	0.3238	0.9195	0.0979	0.084*
H33B	0.2475	0.8635	0.1511	0.084*
C34	0.5203 (5)	0.7815 (5)	0.5233 (4)	0.0741 (16)
C35	0.5783 (7)	0.8443 (6)	0.5982 (6)	0.117 (3)
H35A	0.5530	0.9062	0.5854	0.176*
H35B	0.6552	0.8418	0.6000	0.176*
H35C	0.5639	0.8252	0.6571	0.176*
C36	0.5587 (7)	0.6837 (6)	0.5377 (6)	0.109 (3)
H36A	0.5415	0.6604	0.5942	0.164*
H36B	0.6360	0.6813	0.5417	0.164*
H36C	0.5232	0.6467	0.4863	0.164*
C37	0.1139 (10)	1.0354 (12)	0.2478 (10)	0.203 (6)
H37A	0.0649	1.0779	0.2108	0.304*
H37B	0.1192	1.0493	0.3124	0.304*
H37C	0.0871	0.9739	0.2355	0.304*
C38	0.2699 (10)	1.1340 (6)	0.2016 (8)	0.173 (4)
H38A	0.3463	1.1273	0.2027	0.260*
H38B	0.2592	1.1789	0.2468	0.260*
H38C	0.2336	1.1538	0.1409	0.260*
C39	0.3061 (4)	0.7098 (3)	0.2586 (4)	0.0506 (11)
C40	0.2182 (4)	0.6449 (3)	0.2734 (4)	0.0544 (12)
C41	0.1122 (4)	0.6578 (3)	0.2287 (4)	0.0536 (12)
H41	0.0922	0.7110	0.1944	0.064*
C42	0.0352 (4)	0.5910 (3)	0.2350 (4)	0.0534 (12)
C43	0.0653 (4)	0.5127 (4)	0.2868 (5)	0.0767 (18)
H43	0.0137	0.4678	0.2911	0.092*
C44	0.1716 (4)	0.5010 (5)	0.3323 (5)	0.089 (2)
H44	0.1909	0.4488	0.3684	0.106*
C45	0.2491 (4)	0.5652 (4)	0.3249 (5)	0.0763 (18)
H45	0.3213	0.5559	0.3538	0.092*
C46	−0.1308 (4)	0.6725 (4)	0.1525 (4)	0.0583 (13)
C47	−0.2465 (4)	0.6552 (3)	0.1022 (4)	0.0524 (12)
C48	−0.3164 (4)	0.7301 (3)	0.0921 (4)	0.0566 (13)
H48	−0.2917	0.7875	0.1152	0.068*
C49	−0.4235 (4)	0.7179 (4)	0.0469 (4)	0.0578 (13)
C50	−0.4628 (4)	0.6361 (4)	0.0106 (4)	0.0645 (15)
H50	−0.5351	0.6300	−0.0194	0.077*
C51	−0.3936 (5)	0.5633 (4)	0.0193 (5)	0.0777 (18)
H51	−0.4191	0.5069	−0.0059	0.093*
C52	−0.2858 (4)	0.5712 (4)	0.0649 (4)	0.0628 (14)
H52	−0.2401	0.5203	0.0704	0.075*
H5A	−0.111 (4)	0.525 (4)	0.177 (4)	0.075 (17)*
H2A	0.600 (4)	1.048 (4)	0.818 (4)	0.061 (16)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
N1	0.050 (2)	0.057 (2)	0.064 (3)	−0.0079 (19)	0.0164 (19)	−0.002 (2)
N3	0.067 (3)	0.075 (3)	0.103 (4)	0.017 (3)	−0.021 (3)	−0.004 (3)
N4	0.046 (2)	0.058 (2)	0.056 (2)	−0.0083 (18)	0.0116 (18)	−0.002 (2)
N6	0.067 (3)	0.071 (3)	0.087 (4)	0.014 (3)	−0.011 (3)	−0.006 (3)
O1	0.060 (2)	0.138 (4)	0.078 (3)	0.011 (3)	0.007 (2)	0.009 (3)
O2	0.074 (2)	0.097 (3)	0.072 (3)	0.011 (2)	0.015 (2)	0.018 (2)
O3	0.061 (2)	0.060 (2)	0.079 (3)	−0.0043 (18)	−0.0052 (19)	0.007 (2)
O4	0.063 (2)	0.070 (2)	0.101 (3)	−0.0027 (19)	−0.009 (2)	−0.002 (2)
O5	0.058 (2)	0.067 (2)	0.098 (3)	−0.0025 (19)	0.028 (2)	−0.007 (2)
N2	0.042 (2)	0.046 (2)	0.078 (3)	−0.0038 (19)	0.002 (2)	0.008 (2)
O7	0.055 (2)	0.053 (2)	0.122 (4)	−0.0075 (17)	−0.015 (2)	0.006 (2)
O8	0.103 (4)	0.081 (3)	0.192 (6)	0.034 (3)	−0.058 (4)	−0.027 (4)
O9	0.056 (2)	0.114 (4)	0.133 (4)	0.008 (3)	−0.029 (3)	0.008 (3)
O10	0.078 (3)	0.086 (3)	0.073 (3)	−0.001 (2)	0.018 (2)	0.010 (2)
O11	0.062 (2)	0.112 (3)	0.065 (2)	0.009 (2)	0.0061 (18)	0.021 (2)
O12	0.112 (3)	0.071 (2)	0.069 (3)	0.033 (2)	0.010 (2)	0.001 (2)
O13	0.073 (3)	0.104 (3)	0.114 (4)	0.024 (3)	−0.025 (3)	−0.012 (3)
O14	0.061 (2)	0.056 (2)	0.095 (3)	0.0001 (17)	0.027 (2)	−0.012 (2)
N5	0.039 (2)	0.053 (2)	0.082 (3)	−0.0001 (19)	0.005 (2)	0.007 (2)
O16	0.057 (2)	0.050 (2)	0.130 (4)	−0.0052 (18)	−0.019 (2)	0.007 (2)
O17	0.096 (4)	0.081 (3)	0.177 (6)	0.036 (3)	−0.049 (4)	−0.047 (4)
O18	0.056 (2)	0.106 (3)	0.096 (3)	0.022 (2)	−0.016 (2)	0.002 (3)
C1	0.054 (3)	0.069 (3)	0.064 (3)	−0.014 (3)	0.011 (2)	0.003 (3)
C2	0.072 (4)	0.073 (4)	0.071 (4)	−0.017 (3)	0.008 (3)	−0.003 (3)
C3	0.070 (3)	0.068 (3)	0.057 (3)	0.003 (3)	0.007 (3)	0.005 (3)
C4	0.059 (3)	0.063 (3)	0.064 (3)	−0.006 (2)	0.017 (2)	0.005 (3)
C5	0.057 (3)	0.064 (3)	0.076 (4)	−0.007 (2)	0.017 (3)	0.003 (3)
C6	0.054 (3)	0.071 (3)	0.078 (4)	0.003 (3)	0.005 (3)	0.005 (3)
C7	0.062 (3)	0.062 (3)	0.104 (5)	−0.002 (3)	0.001 (3)	0.003 (3)
C8	0.067 (4)	0.114 (5)	0.067 (4)	0.008 (4)	0.003 (3)	0.007 (4)
C9	0.136 (7)	0.132 (7)	0.087 (6)	−0.029 (6)	−0.022 (5)	0.000 (5)
C10	0.108 (6)	0.126 (7)	0.094 (5)	0.040 (5)	−0.011 (4)	0.006 (5)
C11	0.095 (5)	0.161 (8)	0.088 (5)	0.032 (5)	0.027 (4)	0.045 (5)
C12	0.081 (4)	0.070 (4)	0.107 (5)	0.014 (3)	−0.010 (4)	−0.004 (4)
C13	0.039 (2)	0.052 (3)	0.064 (3)	0.003 (2)	0.005 (2)	0.009 (2)
C14	0.042 (2)	0.049 (3)	0.072 (3)	0.002 (2)	0.009 (2)	0.008 (2)
C15	0.044 (3)	0.047 (3)	0.077 (4)	−0.002 (2)	0.000 (2)	0.009 (2)
C16	0.036 (2)	0.050 (2)	0.071 (3)	0.000 (2)	0.004 (2)	0.012 (2)
C17	0.048 (3)	0.060 (3)	0.086 (4)	−0.001 (2)	0.008 (3)	0.021 (3)
C18	0.056 (3)	0.082 (4)	0.099 (5)	0.005 (3)	0.002 (3)	0.045 (4)
C19	0.042 (3)	0.073 (3)	0.096 (5)	−0.004 (3)	−0.005 (3)	0.027 (3)
C20	0.047 (3)	0.046 (3)	0.072 (3)	0.000 (2)	0.001 (2)	0.001 (2)
C21	0.051 (3)	0.047 (2)	0.057 (3)	0.000 (2)	0.002 (2)	0.005 (2)
C22	0.062 (3)	0.061 (3)	0.064 (4)	0.002 (3)	−0.009 (3)	−0.003 (3)
C23	0.051 (3)	0.066 (3)	0.064 (3)	0.009 (2)	−0.005 (2)	0.010 (3)
C24	0.051 (3)	0.069 (3)	0.066 (4)	−0.012 (3)	−0.005 (3)	0.002 (3)
C25	0.058 (3)	0.064 (3)	0.071 (4)	−0.017 (3)	−0.004 (3)	0.003 (3)
C26	0.064 (3)	0.055 (3)	0.063 (3)	−0.002 (2)	0.004 (3)	0.004 (3)
C27	0.058 (3)	0.063 (3)	0.077 (4)	0.002 (3)	0.024 (3)	−0.004 (3)
C28	0.069 (3)	0.064 (3)	0.066 (4)	0.004 (3)	0.013 (3)	−0.004 (3)
C29	0.064 (3)	0.062 (3)	0.063 (3)	−0.009 (3)	0.004 (3)	0.001 (3)
C30	0.048 (2)	0.049 (2)	0.058 (3)	−0.010 (2)	0.009 (2)	0.006 (2)
C31	0.055 (3)	0.062 (3)	0.066 (3)	−0.001 (2)	0.008 (3)	0.006 (3)
C32	0.110 (5)	0.075 (4)	0.083 (5)	0.031 (4)	0.002 (4)	−0.002 (4)
C33	0.068 (3)	0.070 (3)	0.070 (4)	0.004 (3)	0.009 (3)	0.011 (3)
C34	0.069 (4)	0.089 (4)	0.063 (4)	0.002 (3)	0.010 (3)	0.002 (3)
C35	0.116 (6)	0.133 (7)	0.089 (5)	−0.020 (6)	−0.013 (5)	−0.012 (5)
C36	0.125 (6)	0.110 (6)	0.083 (5)	0.030 (5)	−0.002 (5)	0.013 (4)
C37	0.171 (8)	0.258 (10)	0.192 (9)	0.088 (8)	0.064 (7)	0.010 (8)
C38	0.213 (9)	0.083 (5)	0.181 (8)	0.001 (6)	−0.063 (7)	0.012 (5)
C39	0.040 (2)	0.049 (3)	0.062 (3)	−0.001 (2)	0.008 (2)	0.004 (2)
C40	0.041 (2)	0.058 (3)	0.062 (3)	0.002 (2)	0.005 (2)	0.002 (2)
C41	0.046 (3)	0.048 (2)	0.065 (3)	0.003 (2)	0.006 (2)	0.008 (2)
C42	0.041 (2)	0.049 (2)	0.069 (3)	0.003 (2)	0.008 (2)	0.007 (2)
C43	0.050 (3)	0.062 (3)	0.113 (5)	−0.005 (2)	0.003 (3)	0.035 (3)
C44	0.051 (3)	0.077 (4)	0.129 (6)	0.000 (3)	−0.004 (3)	0.047 (4)
C45	0.039 (3)	0.083 (4)	0.103 (5)	−0.003 (3)	0.006 (3)	0.034 (3)
C46	0.048 (3)	0.052 (3)	0.068 (3)	−0.001 (2)	−0.004 (2)	0.007 (2)
C47	0.044 (3)	0.058 (3)	0.053 (3)	−0.006 (2)	0.004 (2)	0.001 (2)
C48	0.048 (3)	0.045 (2)	0.069 (3)	0.004 (2)	−0.006 (2)	0.000 (2)
C49	0.049 (3)	0.061 (3)	0.058 (3)	0.006 (2)	−0.005 (2)	0.000 (2)
C50	0.047 (3)	0.066 (3)	0.073 (4)	−0.003 (2)	−0.006 (3)	−0.009 (3)
C51	0.072 (4)	0.063 (3)	0.089 (5)	−0.006 (3)	−0.005 (3)	−0.020 (3)
C52	0.050 (3)	0.061 (3)	0.072 (4)	0.007 (2)	−0.002 (3)	−0.009 (3)

Geometric parameters (Å, º)

N1—C13	1.345 (7)	C15—C16	1.394 (7)
N1—C4	1.466 (7)	C15—H15	0.930
N1—C1	1.482 (6)	C16—C17	1.389 (7)
N3—O8	1.201 (7)	C17—C18	1.391 (8)
N3—O9	1.215 (6)	C17—H17	0.930
N3—C23	1.462 (8)	C18—C19	1.367 (8)
N4—C39	1.321 (6)	C18—H18	0.930
N4—C30	1.458 (6)	C19—H19	0.930
N4—C27	1.464 (7)	C20—C21	1.489 (7)
N6—O18	1.213 (6)	C21—C22	1.376 (7)
N6—O17	1.219 (7)	C21—C26	1.398 (7)
N6—C49	1.470 (7)	C22—C23	1.381 (8)
O1—C2	1.419 (8)	C22—H22	0.930
O1—C8	1.428 (8)	C23—C24	1.386 (8)
O2—C8	1.422 (7)	C24—C25	1.368 (8)
O2—C3	1.427 (7)	C24—H24	0.930
O3—C5	1.428 (6)	C25—C26	1.386 (7)
O3—C6	1.437 (7)	C25—H25	0.930
O4—C7	1.420 (7)	C26—H26	0.930
O4—C6	1.440 (7)	C27—C28	1.512 (8)
O5—C13	1.239 (6)	C27—H27A	0.970
N2—C20	1.353 (6)	C27—H27B	0.970
N2—C16	1.412 (6)	C28—C29	1.553 (8)
N2—H2A	0.87 (6)	C28—H28	0.980
O7—C20	1.228 (6)	C29—C30	1.520 (7)
O10—C28	1.415 (7)	C29—H29	0.980
O10—C34	1.416 (7)	C30—C31	1.523 (7)
O11—C34	1.415 (7)	C30—H30	0.980
O11—C29	1.443 (7)	C31—C33	1.511 (7)
O12—C31	1.424 (7)	C31—H31	0.980
O12—C32	1.432 (8)	C32—C37	1.495 (14)
O13—C33	1.394 (7)	C32—C38	1.501 (13)
O13—C32	1.402 (9)	C33—H33A	0.970
O14—C39	1.252 (6)	C33—H33B	0.970
N5—C46	1.367 (7)	C34—C35	1.502 (10)
N5—C42	1.426 (6)	C34—C36	1.503 (11)
N5—H5A	1.10 (6)	C35—H35A	0.960
O16—C46	1.211 (6)	C35—H35B	0.960
C1—C2	1.526 (8)	C35—H35C	0.960
C1—H1A	0.970	C36—H36A	0.960
C1—H1B	0.970	C36—H36B	0.960
C2—C3	1.553 (8)	C36—H36C	0.960
C2—H2	0.980	C37—H37A	0.960
C3—C4	1.518 (7)	C37—H37B	0.960
C3—H3	0.980	C37—H37C	0.960
C4—C5	1.541 (8)	C38—H38A	0.960
C4—H4	0.980	C38—H38B	0.960
C5—C7	1.497 (8)	C38—H38C	0.960
C5—H5	0.980	C39—C40	1.501 (7)
C6—C12	1.495 (9)	C40—C41	1.373 (7)
C6—C11	1.496 (9)	C40—C45	1.395 (7)
C7—H7A	0.970	C41—C42	1.386 (7)
C7—H7B	0.970	C41—H41	0.930
C8—C10	1.512 (11)	C42—C43	1.380 (7)
C8—C9	1.515 (11)	C43—C44	1.377 (7)
C9—H9A	0.960	C43—H43	0.930
C9—H9B	0.960	C44—C45	1.368 (8)
C9—H9C	0.960	C44—H44	0.930
C10—H10A	0.960	C45—H45	0.930
C10—H10B	0.960	C46—C47	1.512 (7)
C10—H10C	0.960	C47—C48	1.388 (7)
C11—H11A	0.960	C47—C52	1.388 (7)
C11—H11B	0.960	C48—C49	1.387 (7)
C11—H11C	0.960	C48—H48	0.930
C12—H12A	0.960	C49—C50	1.354 (8)
C12—H12B	0.960	C50—C51	1.359 (8)
C12—H12C	0.960	C50—H50	0.930
C13—C14	1.507 (7)	C51—C52	1.388 (8)
C14—C19	1.384 (7)	C51—H51	0.930
C14—C15	1.391 (7)	C52—H52	0.930
C13—N1—C4	126.4 (4)	C23—C22—H22	119.8
C13—N1—C1	120.9 (4)	C22—C23—C24	122.1 (5)
C4—N1—C1	110.3 (4)	C22—C23—N3	118.9 (5)
O8—N3—O9	123.2 (6)	C24—C23—N3	119.0 (5)
O8—N3—C23	117.8 (5)	C25—C24—C23	117.6 (5)
O9—N3—C23	118.9 (6)	C25—C24—H24	121.2
C39—N4—C30	122.8 (4)	C23—C24—H24	121.2
C39—N4—C27	125.1 (4)	C24—C25—C26	121.2 (5)
C30—N4—C27	110.0 (4)	C24—C25—H25	119.4
O18—N6—O17	122.0 (5)	C26—C25—H25	119.4
O18—N6—C49	119.3 (5)	C25—C26—C21	120.9 (5)
O17—N6—C49	118.7 (4)	C25—C26—H26	119.6
C2—O1—C8	107.0 (5)	C21—C26—H26	119.6
C8—O2—C3	108.4 (5)	N4—C27—C28	103.8 (4)
C5—O3—C6	107.9 (4)	N4—C27—H27A	111.0
C7—O4—C6	106.0 (4)	C28—C27—H27A	111.0
C20—N2—C16	126.2 (5)	N4—C27—H27B	111.0
C20—N2—H2A	119 (4)	C28—C27—H27B	111.0
C16—N2—H2A	114 (4)	H27A—C27—H27B	109.0
C28—O10—C34	110.0 (4)	O10—C28—C27	109.9 (5)
C34—O11—C29	108.3 (4)	O10—C28—C29	104.2 (4)
C31—O12—C32	107.7 (5)	C27—C28—C29	106.4 (5)
C33—O13—C32	110.8 (5)	O10—C28—H28	112.0
C46—N5—C42	126.0 (4)	C27—C28—H28	112.0
C46—N5—H5A	123 (3)	C29—C28—H28	112.0
C42—N5—H5A	111 (3)	O11—C29—C30	108.7 (5)
N1—C1—C2	101.7 (4)	O11—C29—C28	103.1 (4)
N1—C1—H1A	111.4	C30—C29—C28	105.8 (4)
C2—C1—H1A	111.4	O11—C29—H29	112.9
N1—C1—H1B	111.4	C30—C29—H29	112.9
C2—C1—H1B	111.4	C28—C29—H29	112.9
H1A—C1—H1B	109.3	N4—C30—C29	103.3 (4)
O1—C2—C1	110.5 (5)	N4—C30—C31	112.3 (4)
O1—C2—C3	105.2 (5)	C29—C30—C31	113.0 (4)
C1—C2—C3	106.9 (4)	N4—C30—H30	109.4
O1—C2—H2	111.3	C29—C30—H30	109.4
C1—C2—H2	111.3	C31—C30—H30	109.4
C3—C2—H2	111.3	O12—C31—C33	102.9 (4)
O2—C3—C4	109.9 (5)	O12—C31—C30	108.9 (4)
O2—C3—C2	102.3 (5)	C33—C31—C30	116.4 (4)
C4—C3—C2	106.2 (5)	O12—C31—H31	109.4
O2—C3—H3	112.6	C33—C31—H31	109.4
C4—C3—H3	112.6	C30—C31—H31	109.4
C2—C3—H3	112.6	O13—C32—O12	106.1 (5)
N1—C4—C3	103.1 (4)	O13—C32—C37	104.0 (8)
N1—C4—C5	113.6 (5)	O12—C32—C37	109.9 (8)
C3—C4—C5	111.2 (5)	O13—C32—C38	102.7 (8)
N1—C4—H4	109.5	O12—C32—C38	110.4 (7)
C3—C4—H4	109.5	C37—C32—C38	122.2 (10)
C5—C4—H4	109.5	O13—C33—C31	104.8 (5)
O3—C5—C7	102.5 (5)	O13—C33—H33A	110.8
O3—C5—C4	109.2 (4)	C31—C33—H33A	110.8
C7—C5—C4	117.6 (5)	O13—C33—H33B	110.8
O3—C5—H5	109.1	C31—C33—H33B	110.8
C7—C5—H5	109.1	H33A—C33—H33B	108.9
C4—C5—H5	109.1	O11—C34—O10	104.0 (4)
O3—C6—O4	105.8 (4)	O11—C34—C35	111.1 (6)
O3—C6—C12	110.5 (5)	O10—C34—C35	111.9 (6)
O4—C6—C12	107.2 (5)	O11—C34—C36	108.3 (6)
O3—C6—C11	109.2 (5)	O10—C34—C36	108.9 (6)
O4—C6—C11	110.7 (6)	C35—C34—C36	112.2 (6)
C12—C6—C11	113.2 (7)	C34—C35—H35A	109.5
O4—C7—C5	102.1 (5)	C34—C35—H35B	109.5
O4—C7—H7A	111.3	H35A—C35—H35B	109.5
C5—C7—H7A	111.3	C34—C35—H35C	109.5
O4—C7—H7B	111.3	H35A—C35—H35C	109.5
C5—C7—H7B	111.3	H35B—C35—H35C	109.5
H7A—C7—H7B	109.2	C34—C36—H36A	109.5
O2—C8—O1	102.9 (4)	C34—C36—H36B	109.5
O2—C8—C10	107.3 (6)	H36A—C36—H36B	109.5
O1—C8—C10	108.7 (7)	C34—C36—H36C	109.5
O2—C8—C9	111.8 (7)	H36A—C36—H36C	109.5
O1—C8—C9	112.2 (7)	H36B—C36—H36C	109.5
C10—C8—C9	113.2 (6)	C32—C37—H37A	109.5
C8—C9—H9A	109.5	C32—C37—H37B	109.5
C8—C9—H9B	109.5	H37A—C37—H37B	109.5
H9A—C9—H9B	109.5	C32—C37—H37C	109.5
C8—C9—H9C	109.5	H37A—C37—H37C	109.5
H9A—C9—H9C	109.5	H37B—C37—H37C	109.5
H9B—C9—H9C	109.5	C32—C38—H38A	109.5
C8—C10—H10A	109.5	C32—C38—H38B	109.5
C8—C10—H10B	109.5	H38A—C38—H38B	109.5
H10A—C10—H10B	109.5	C32—C38—H38C	109.5
C8—C10—H10C	109.5	H38A—C38—H38C	109.5
H10A—C10—H10C	109.5	H38B—C38—H38C	109.5
H10B—C10—H10C	109.5	O14—C39—N4	121.7 (4)
C6—C11—H11A	109.5	O14—C39—C40	119.1 (5)
C6—C11—H11B	109.5	N4—C39—C40	119.1 (4)
H11A—C11—H11B	109.5	C41—C40—C45	120.7 (5)
C6—C11—H11C	109.5	C41—C40—C39	120.9 (4)
H11A—C11—H11C	109.5	C45—C40—C39	117.9 (4)
H11B—C11—H11C	109.5	C40—C41—C42	119.5 (4)
C6—C12—H12A	109.5	C40—C41—H41	120.2
C6—C12—H12B	109.5	C42—C41—H41	120.2
H12A—C12—H12B	109.5	C43—C42—C41	119.9 (4)
C6—C12—H12C	109.5	C43—C42—N5	116.4 (5)
H12A—C12—H12C	109.5	C41—C42—N5	123.6 (4)
H12B—C12—H12C	109.5	C44—C43—C42	120.0 (5)
O5—C13—N1	121.9 (5)	C44—C43—H43	120.0
O5—C13—C14	118.8 (5)	C42—C43—H43	120.0
N1—C13—C14	119.1 (5)	C45—C44—C43	120.8 (5)
C19—C14—C15	120.2 (4)	C45—C44—H44	119.6
C19—C14—C13	118.8 (4)	C43—C44—H44	119.6
C15—C14—C13	120.3 (4)	C44—C45—C40	119.0 (5)
C14—C15—C16	119.6 (4)	C44—C45—H45	120.5
C14—C15—H15	120.2	C40—C45—H45	120.5
C16—C15—H15	120.2	O16—C46—N5	123.8 (4)
C17—C16—C15	119.3 (4)	O16—C46—C47	122.0 (4)
C17—C16—N2	117.8 (4)	N5—C46—C47	114.2 (4)
C15—C16—N2	122.8 (5)	C48—C47—C52	118.8 (4)
C16—C17—C18	120.5 (5)	C48—C47—C46	116.4 (4)
C16—C17—H17	119.8	C52—C47—C46	124.8 (5)
C18—C17—H17	119.8	C49—C48—C47	118.8 (5)
C19—C18—C17	119.7 (5)	C49—C48—H48	120.6
C19—C18—H18	120.1	C47—C48—H48	120.6
C17—C18—H18	120.1	C50—C49—C48	122.9 (5)
C18—C19—C14	120.6 (5)	C50—C49—N6	118.4 (5)
C18—C19—H19	119.7	C48—C49—N6	118.7 (5)
C14—C19—H19	119.7	C49—C50—C51	118.1 (5)
O7—C20—N2	122.7 (5)	C49—C50—H50	120.9
O7—C20—C21	119.7 (4)	C51—C50—H50	120.9
N2—C20—C21	117.6 (4)	C50—C51—C52	121.6 (5)
C22—C21—C26	117.9 (4)	C50—C51—H51	119.2
C22—C21—C20	118.1 (4)	C52—C51—H51	119.2
C26—C21—C20	124.0 (4)	C51—C52—C47	119.8 (5)
C21—C22—C23	120.4 (5)	C51—C52—H52	120.1
C21—C22—H22	119.8	C47—C52—H52	120.1
C13—N1—C1—C2	129.2 (5)	C39—N4—C27—C28	131.9 (5)
C4—N1—C1—C2	−34.3 (6)	C30—N4—C27—C28	−31.7 (5)
C8—O1—C2—C1	136.4 (5)	C34—O10—C28—C27	128.7 (5)
C8—O1—C2—C3	21.3 (6)	C34—O10—C28—C29	15.0 (6)
N1—C1—C2—O1	−93.7 (5)	N4—C27—C28—O10	−95.9 (5)
N1—C1—C2—C3	20.3 (6)	N4—C27—C28—C29	16.3 (6)
C8—O2—C3—C4	−136.2 (5)	C34—O11—C29—C30	−135.4 (5)
C8—O2—C3—C2	−23.7 (6)	C34—O11—C29—C28	−23.5 (6)
O1—C2—C3—O2	1.3 (6)	O10—C28—C29—O11	5.1 (5)
C1—C2—C3—O2	−116.3 (5)	C27—C28—C29—O11	−111.0 (5)
O1—C2—C3—C4	116.4 (5)	O10—C28—C29—C30	119.2 (5)
C1—C2—C3—C4	−1.1 (6)	C27—C28—C29—C30	3.1 (6)
C13—N1—C4—C3	−128.4 (5)	C39—N4—C30—C29	−130.4 (5)
C1—N1—C4—C3	34.0 (5)	C27—N4—C30—C29	33.6 (5)
C13—N1—C4—C5	111.1 (5)	C39—N4—C30—C31	107.5 (5)
C1—N1—C4—C5	−86.6 (5)	C27—N4—C30—C31	−88.4 (5)
O2—C3—C4—N1	91.1 (5)	O11—C29—C30—N4	88.9 (5)
C2—C3—C4—N1	−18.8 (6)	C28—C29—C30—N4	−21.3 (5)
O2—C3—C4—C5	−146.8 (5)	O11—C29—C30—C31	−149.6 (4)
C2—C3—C4—C5	103.4 (5)	C28—C29—C30—C31	100.3 (5)
C6—O3—C5—C7	−25.8 (6)	C32—O12—C31—C33	−27.7 (6)
C6—O3—C5—C4	−151.2 (4)	C32—O12—C31—C30	−151.8 (5)
N1—C4—C5—O3	64.9 (6)	N4—C30—C31—O12	71.2 (5)
C3—C4—C5—O3	−51.0 (6)	C29—C30—C31—O12	−45.1 (6)
N1—C4—C5—C7	−51.3 (7)	N4—C30—C31—C33	−44.5 (7)
C3—C4—C5—C7	−167.2 (5)	C29—C30—C31—C33	−160.9 (5)
C5—O3—C6—O4	3.6 (6)	C33—O13—C32—O12	−3.3 (8)
C5—O3—C6—C12	−112.1 (5)	C33—O13—C32—C37	−119.2 (8)
C5—O3—C6—C11	122.8 (6)	C33—O13—C32—C38	112.5 (7)
C7—O4—C6—O3	21.7 (6)	C31—O12—C32—O13	20.2 (7)
C7—O4—C6—C12	139.6 (6)	C31—O12—C32—C37	132.1 (9)
C7—O4—C6—C11	−96.5 (7)	C31—O12—C32—C38	−90.3 (8)
C6—O4—C7—C5	−37.1 (7)	C32—O13—C33—C31	−13.6 (7)
O3—C5—C7—O4	38.4 (6)	O12—C31—C33—O13	25.0 (6)
C4—C5—C7—O4	158.2 (5)	C30—C31—C33—O13	144.1 (5)
C3—O2—C8—O1	37.5 (7)	C29—O11—C34—O10	33.0 (6)
C3—O2—C8—C10	152.1 (6)	C29—O11—C34—C35	−87.5 (6)
C3—O2—C8—C9	−83.2 (7)	C29—O11—C34—C36	148.8 (6)
C2—O1—C8—O2	−35.9 (7)	C28—O10—C34—O11	−29.8 (6)
C2—O1—C8—C10	−149.5 (6)	C28—O10—C34—C35	90.2 (6)
C2—O1—C8—C9	84.4 (7)	C28—O10—C34—C36	−145.2 (5)
C4—N1—C13—O5	174.0 (5)	C30—N4—C39—O14	−8.4 (7)
C1—N1—C13—O5	13.3 (7)	C27—N4—C39—O14	−170.0 (5)
C4—N1—C13—C14	−1.6 (7)	C30—N4—C39—C40	175.8 (4)
C1—N1—C13—C14	−162.3 (4)	C27—N4—C39—C40	14.2 (7)
O5—C13—C14—C19	−82.5 (7)	O14—C39—C40—C41	−96.4 (6)
N1—C13—C14—C19	93.3 (6)	N4—C39—C40—C41	79.5 (7)
O5—C13—C14—C15	87.5 (6)	O14—C39—C40—C45	76.0 (7)
N1—C13—C14—C15	−96.7 (6)	N4—C39—C40—C45	−108.1 (6)
C19—C14—C15—C16	−1.5 (9)	C45—C40—C41—C42	0.2 (8)
C13—C14—C15—C16	−171.4 (5)	C39—C40—C41—C42	172.4 (5)
C14—C15—C16—C17	2.3 (8)	C40—C41—C42—C43	0.6 (8)
C14—C15—C16—N2	179.3 (5)	C40—C41—C42—N5	−174.7 (5)
C20—N2—C16—C17	−153.2 (6)	C46—N5—C42—C43	159.6 (6)
C20—N2—C16—C15	29.8 (9)	C46—N5—C42—C41	−24.9 (9)
C15—C16—C17—C18	−3.6 (9)	C41—C42—C43—C44	0.1 (10)
N2—C16—C17—C18	179.3 (6)	N5—C42—C43—C44	175.8 (6)
C16—C17—C18—C19	4.1 (10)	C42—C43—C44—C45	−1.7 (12)
C17—C18—C19—C14	−3.3 (11)	C43—C44—C45—C40	2.5 (12)
C15—C14—C19—C18	2.1 (10)	C41—C40—C45—C44	−1.7 (10)
C13—C14—C19—C18	172.1 (6)	C39—C40—C45—C44	−174.1 (6)
C16—N2—C20—O7	−0.7 (9)	C42—N5—C46—O16	−1.2 (9)
C16—N2—C20—C21	176.8 (5)	C42—N5—C46—C47	−179.8 (5)
O7—C20—C21—C22	15.2 (8)	O16—C46—C47—C48	−17.0 (8)
N2—C20—C21—C22	−162.4 (5)	N5—C46—C47—C48	161.6 (5)
O7—C20—C21—C26	−165.0 (6)	O16—C46—C47—C52	161.7 (6)
N2—C20—C21—C26	17.3 (8)	N5—C46—C47—C52	−19.6 (8)
C26—C21—C22—C23	0.3 (8)	C52—C47—C48—C49	1.5 (8)
C20—C21—C22—C23	−180.0 (5)	C46—C47—C48—C49	−179.7 (5)
C21—C22—C23—C24	−0.7 (10)	C47—C48—C49—C50	−1.2 (9)
C21—C22—C23—N3	−178.7 (6)	C47—C48—C49—N6	179.3 (5)
O8—N3—C23—C22	9.5 (10)	O18—N6—C49—C50	−6.8 (9)
O9—N3—C23—C22	−170.8 (6)	O17—N6—C49—C50	175.0 (7)
O8—N3—C23—C24	−168.6 (8)	O18—N6—C49—C48	172.7 (6)
O9—N3—C23—C24	11.1 (10)	O17—N6—C49—C48	−5.5 (9)
C22—C23—C24—C25	1.4 (9)	C48—C49—C50—C51	0.0 (10)
N3—C23—C24—C25	179.5 (6)	N6—C49—C50—C51	179.5 (6)
C23—C24—C25—C26	−1.9 (9)	C49—C50—C51—C52	0.8 (11)
C24—C25—C26—C21	1.7 (9)	C50—C51—C52—C47	−0.5 (10)
C22—C21—C26—C25	−0.8 (8)	C48—C47—C52—C51	−0.7 (9)
C20—C21—C26—C25	179.5 (5)	C46—C47—C52—C51	−179.4 (6)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O14^i	0.87 (6)	2.13 (6)	2.981 (6)	165 (5)
N5—H5A···O5^ii	1.10 (6)	1.90 (6)	2.982 (6)	166 (5)
C24—H24···O13^iii	0.93	2.59	3.489 (7)	162
C25—H25···O8^iv	0.93	2.52	3.418 (7)	163
C51—H51···O17^v	0.93	2.56	3.473 (7)	166
C52—H52···O5^ii	0.93	2.56	3.370 (7)	146

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