Crystal structure of (E)-4-(acet­oxy­imino)-N-allyl-3-isopropyl-2,6-di­phenyl­piperi­dine-1-carbo­thio­amide

The title compound, C₂₆H₃₁N₃O₂S, crystallizes with two mol­ecules (A and B) in the asymmetric unit. In each case, the piperidine ring exists in a twist-boat conformation. The dihedral angle between the phenyl rings is 46.16 (12)° in mol­ecule A and 44.95 (12)° in mol­ecule B. In both mol­ecules, the allyl side chain is disordered over two orientations in a 0.649 (9):0.351 (9) ratio for mol­ecule A and 0.826 (10):0.174 (10) ratio for mol­ecule B. In the crystal, neither mol­ecule forms a hydrogen bond from its N—H group, presumably due to steric hindrance. A+A and B+B inversion dimers are formed, linked by pairs of weak C—H...O hydrogen bonds enclosing R₂²(22) ring motifs.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• Disorder in main residue
• R factor = 0.049
• wR factor = 0.146
• Data-to-parameter ratio = 18.0

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT411_ALERT_2_B Short Inter H...H Contact  H3     ..  H20G    ..       1.89 Ang.

Alert level C
PLAT220_ALERT_2_C Large Non-Solvent  C     Ueq(max)/Ueq(min) Range        3.6 Ratio
PLAT242_ALERT_2_C Low       Ueq as Compared to Neighbors for .....       C22' Check
PLAT242_ALERT_2_C Low       Ueq as Compared to Neighbors for .....       C24' Check
PLAT410_ALERT_2_C Short Intra H...H Contact  H19E   ..  H20G    ..       1.91 Ang.
PLAT411_ALERT_2_C Short Inter H...H Contact  H3     ..  H20F    ..       2.06 Ang.
PLAT411_ALERT_2_C Short Inter H...H Contact  H3'    ..  H20D    ..       2.03 Ang.
PLAT413_ALERT_2_C Short Inter XH3 .. XHn     H20B   ..  H23D    ..       2.14 Ang.
PLAT420_ALERT_2_C D-H Without Acceptor        N2     -   H2A    ..     Please Check
PLAT420_ALERT_2_C D-H Without Acceptor        N2'    -   H2B    ..     Please Check
PLAT761_ALERT_1_C CIF Contains no X-H Bonds ......................     Please Check
PLAT762_ALERT_1_C CIF Contains no X-Y-H or H-Y-H Angles ..........     Please Check
PLAT905_ALERT_3_C Negative K value in the Analysis of Variance ...    -11.202 Report
PLAT905_ALERT_3_C Negative K value in the Analysis of Variance ...     -0.979 Report
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600          6 Report
PLAT913_ALERT_3_C Missing # of Very Strong Reflections in FCF ....          1 Note

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite         16 Note
PLAT003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ...          8 Report
PLAT066_ALERT_1_G Predicted and Reported Tmin&Tmax Range Identical          ? Check
PLAT154_ALERT_1_G The su's on the Cell Angles are Equal ..........    0.00200 Degree
PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records          3 Report
PLAT176_ALERT_4_G The CIF-Embedded .res File Contains SADI Records          3 Report
PLAT178_ALERT_4_G The CIF-Embedded .res File Contains SIMU Records          2 Report
PLAT199_ALERT_1_G Reported _cell_measurement_temperature ..... (K)        293 Check
PLAT200_ALERT_1_G Reported   _diffrn_ambient_temperature ..... (K)        293 Check
PLAT230_ALERT_2_G Hirshfeld Test Diff for    C20'   --  C21'    ..        7.6 su
PLAT301_ALERT_3_G Main Residue  Disorder ............ Percentage =          6 Note
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle in CIF .... #         48 Check
              C19  -N2   -C19A    1.555   1.555   1.555             13.40 Deg.
PLAT793_ALERT_4_G The Model has Chirality at C7      (Centro SPGR)          R Verify
PLAT793_ALERT_4_G The Model has Chirality at C7'     (Centro SPGR)          S Verify
PLAT793_ALERT_4_G The Model has Chirality at C8      (Centro SPGR)          R Verify
PLAT793_ALERT_4_G The Model has Chirality at C8'     (Centro SPGR)          S Verify
PLAT793_ALERT_4_G The Model has Chirality at C11     (Centro SPGR)          S Verify
PLAT793_ALERT_4_G The Model has Chirality at C11'    (Centro SPGR)          R Verify
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............         95 Note
PLAT899_ALERT_4_G SHELXL97   is Deprecated and Succeeded by SHELXL       2014 Note
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Th(Min) ...          1 Report
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         85 Note

   0 ALERT level A = Most likely a serious problem - resolve or explain
   1 ALERT level B = A potentially serious problem, consider carefully
  15 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  22 ALERT level G = General information/check it is not something unexpected

   6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  13 ALERT type 2 Indicator that the structure model may be wrong or deficient
   7 ALERT type 3 Indicator that the structure quality may be low
  12 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check


checkCIF publication errors

Alert level A
PUBL024_ALERT_1_A The number of authors is greater than 5.
              Please specify the role of each of the co-authors
              for your paper.

Author Response: Mr.T.Mohandas doing his research under the guidance of Mr.P.Sakthivel and Mr.S.Balamurugan and Mr. K. Gokula Krishnan doing his research under the guidance of Mr.V. Thanikachalam and William T. A. Harrison helped to solve the problems.

   1 ALERT level A = Data missing that is essential or data in wrong format
   0 ALERT level G = General alerts. Data that may be required is missing

---

S1. Structural commentary

The chemistry of carbo­thio­amide derivatives are much explored today because of their structural properties and their biological potential as anti-HIV (Wilkerson et al., 1996), anti­cancer (Koca et al., 2013), anti­tubercular (Liu et al.2012), and anti­convulsant (Malik et al., 2013) agents.

The bond distances and bond angles in the two independent molecules (A and B) of the title compound, Fig. 1, agree well with those reported for closely related compounds (Park et al., 2012a,b). In each molecule the piperidine ring exists in a twist-boat conformation with the puckering parameters Q = 0.7236, θ = 96.90 (19) and π = 267.97 (19) Å in A and Q = 0.7245, θ = 82.9 (2) and π = 87.38 (19) Å in B. The dihedral angle between the phenyl rings is 46.13 (13) ° in molecule A and 44.97 (13)° in molecule B.

In the crystal, the individual molecules form A—A and B—B inversion dimers with R₂²(22) ring motifs (Table 1 and Fig. 2).

S2. Synthesis and crystallization

To a solution of 3-iso­propyl-2,6-di­phenyl­piperidin-4-one O-acetyl oxime (0.5 g, 1.5 mmol) in dry DCM (5 ml), pyridine (1.5 eq) and allyl­iso­thio­cyanate (0.17 g, 1.75 mmol) were added drop wise over 5 min to a 50 ml Erlenmeyer flask. The reaction mixture was subjected to ultrasound irradiation for 1 h at ambient temperature and the progress of the reaction was monitored by TLC. Upon completion of the reaction, the mixture was slowly poured into crushed ice giving the crude product as a precipitate. It was subjected to recrystallization from absolute ethanol giving the title compound in good yield (0.62 g, 76%), as colourless block-like crystals.

S3. Refinement

Crystal data, data collection and structure refinement details are summarized in Table 2. The positions of the hydrogen atoms bound to the N and C atoms were identified from difference electron density maps. The NH H atoms were refined with U_iso(H) = 1.2U_eq(N). The C-bound H atoms were refined as riding atoms: C—H = 0.93 - 0.98 Å with U_iso(H) = 1.5U_eq(C) for methyl H atoms and 1.2U_eq(C) for other H atoms. The atoms of the allyl groups (C19, C20 and C21) are disordered over two orientations in a 0.649 (9):0.351 (9) ratio for molecule A, and a 0.826 (10):0.174 (10) ratio for atom C21' in molecule B. They were modelled with restrained bonds and angles based on the average values found for a non-disordered allyl group.

Related literature

For the structural properties and biological potentials of carbothiamides, see: Wilkerson et al. (1996); Koca et al. (2013); Liu et al. (2012); Malik et al.(2013). For related structures, see: Park et al. (2012a,b).

Structure description

The chemistry of carbo­thio­amide derivatives are much explored today because of their structural properties and their biological potential as anti-HIV (Wilkerson et al., 1996), anti­cancer (Koca et al., 2013), anti­tubercular (Liu et al.2012), and anti­convulsant (Malik et al., 2013) agents.

The bond distances and bond angles in the two independent molecules (A and B) of the title compound, Fig. 1, agree well with those reported for closely related compounds (Park et al., 2012a,b). In each molecule the piperidine ring exists in a twist-boat conformation with the puckering parameters Q = 0.7236, θ = 96.90 (19) and π = 267.97 (19) Å in A and Q = 0.7245, θ = 82.9 (2) and π = 87.38 (19) Å in B. The dihedral angle between the phenyl rings is 46.13 (13) ° in molecule A and 44.97 (13)° in molecule B.

In the crystal, the individual molecules form A—A and B—B inversion dimers with R₂²(22) ring motifs (Table 1 and Fig. 2).

For the structural properties and biological potentials of carbothiamides, see: Wilkerson et al. (1996); Koca et al. (2013); Liu et al. (2012); Malik et al.(2013). For related structures, see: Park et al. (2012a,b).

Synthesis and crystallization

To a solution of 3-iso­propyl-2,6-di­phenyl­piperidin-4-one O-acetyl oxime (0.5 g, 1.5 mmol) in dry DCM (5 ml), pyridine (1.5 eq) and allyl­iso­thio­cyanate (0.17 g, 1.75 mmol) were added drop wise over 5 min to a 50 ml Erlenmeyer flask. The reaction mixture was subjected to ultrasound irradiation for 1 h at ambient temperature and the progress of the reaction was monitored by TLC. Upon completion of the reaction, the mixture was slowly poured into crushed ice giving the crude product as a precipitate. It was subjected to recrystallization from absolute ethanol giving the title compound in good yield (0.62 g, 76%), as colourless block-like crystals.

Refinement details

Crystal data, data collection and structure refinement details are summarized in Table 2. The positions of the hydrogen atoms bound to the N and C atoms were identified from difference electron density maps. The NH H atoms were refined with U_iso(H) = 1.2U_eq(N). The C-bound H atoms were refined as riding atoms: C—H = 0.93 - 0.98 Å with U_iso(H) = 1.5U_eq(C) for methyl H atoms and 1.2U_eq(C) for other H atoms. The atoms of the allyl groups (C19, C20 and C21) are disordered over two orientations in a 0.649 (9):0.351 (9) ratio for molecule A, and a 0.826 (10):0.174 (10) ratio for atom C21' in molecule B. They were modelled with restrained bonds and angles based on the average values found for a non-disordered allyl group.

Computing details

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009).

Figures

	Fig. 1. The molecular structure of molecule A of the title compound, with atom labelling. Displacement ellipsoids are drawn at the 30% probability level.
	Fig. 2. The molecular structure of molecule B of the title compound, with atom labelling. Displacement ellipsoids are drawn at the 30% probability level.
	Fig. 3. A partial view of the crystal packing of the title compound, with the C—H···O hydrogen bonds shown as dashed lines (see Table 1 for details). Other H atoms and the minor components of the allyl groups have been omitted for clarity.

(E)-4-(Acetoxyimino)-N-allyl-3-isopropyl-2,6-diphenylpiperidine-1-carbothioamide

Crystal data

C26H31N3O2S	Z = 4
Mr = 449.60	F(000) = 960
Triclinic, P1	Dx = 1.235 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 12.0434 (6) Å	Cell parameters from 6065 reflections
b = 14.0479 (7) Å	θ = 1.5–27.8°
c = 15.2740 (7) Å	µ = 0.16 mm^−1
α = 82.161 (2)°	T = 293 K
β = 72.463 (2)°	Block, colourless
γ = 80.094 (2)°	0.28 × 0.25 × 0.24 mm
V = 2417.4 (2) Å^3

Data collection

Bruker Kappa APEXII CCD diffractometer	11303 independent reflections
Radiation source: fine-focus sealed tube	6065 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.050
ω & φ scans	θmax = 27.8°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Bruker, 2008)	h = −15→15
Tmin = 0.956, Tmax = 0.962	k = −18→18
74637 measured reflections	l = −19→19

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.049	Hydrogen site location: mixed
wR(F^2) = 0.146	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0578P)^2 + 0.7614P] where P = (Fo^2 + 2Fc^2)/3
11303 reflections	(Δ/σ)max = 0.001
627 parameters	Δρmax = 0.19 e Å^−3
93 restraints	Δρmin = −0.24 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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	Occ. (<1)
C1	0.9104 (2)	0.32104 (16)	0.16483 (16)	0.0505 (6)
H1	0.8287	0.3293	0.1823	0.061*
C2	0.9726 (3)	0.25361 (18)	0.10359 (18)	0.0634 (7)
H2	0.9324	0.2168	0.0804	0.076*
C3	1.0929 (3)	0.24062 (19)	0.07682 (18)	0.0679 (8)
H3	1.1347	0.1957	0.0350	0.082*
C4	1.1506 (2)	0.29384 (19)	0.11184 (19)	0.0666 (8)
H4	1.2324	0.2848	0.0942	0.080*
C5	1.0898 (2)	0.36120 (17)	0.17328 (17)	0.0546 (6)
H5	1.1309	0.3968	0.1967	0.065*
C6	0.96801 (19)	0.37627 (15)	0.20040 (14)	0.0414 (5)
C7	0.89823 (17)	0.44607 (15)	0.27223 (14)	0.0392 (5)
H7	0.8777	0.4069	0.3315	0.047*
C8	0.96601 (18)	0.52344 (15)	0.28429 (14)	0.0398 (5)
H8	1.0386	0.4899	0.2971	0.048*
C9	1.00053 (18)	0.58243 (14)	0.19289 (14)	0.0394 (5)
C10	0.91588 (18)	0.59728 (15)	0.13722 (14)	0.0410 (5)
H10C	0.9416	0.5509	0.0911	0.049*
H10D	0.9167	0.6618	0.1052	0.049*
C11	0.78954 (17)	0.58595 (14)	0.19439 (13)	0.0375 (5)
H11	0.7606	0.6397	0.2338	0.045*
C12	0.71303 (18)	0.59542 (15)	0.13008 (14)	0.0400 (5)
C13	0.7181 (2)	0.52194 (17)	0.07673 (16)	0.0521 (6)
H13	0.7691	0.4647	0.0799	0.063*
C14	0.6473 (2)	0.5336 (2)	0.01873 (18)	0.0650 (7)
H14	0.6509	0.4839	−0.0168	0.078*
C15	0.5724 (2)	0.6170 (2)	0.01290 (19)	0.0692 (8)
H15	0.5240	0.6235	−0.0255	0.083*
C16	0.5684 (2)	0.6912 (2)	0.06366 (19)	0.0648 (7)
H16	0.5184	0.7487	0.0588	0.078*
C17	0.6389 (2)	0.68088 (17)	0.12239 (16)	0.0514 (6)
H17	0.6362	0.7316	0.1566	0.062*
C18	0.68301 (18)	0.46797 (15)	0.31362 (14)	0.0403 (5)
C19	0.4679 (7)	0.5156 (14)	0.3736 (6)	0.055 (2)	0.649 (9)
H19A	0.4322	0.5710	0.4089	0.066*	0.649 (9)
H19B	0.4741	0.4591	0.4171	0.066*	0.649 (9)
C20	0.3887 (7)	0.5005 (5)	0.3198 (4)	0.073 (2)	0.649 (9)
H20A	0.3097	0.5017	0.3523	0.088*	0.649 (9)
C21	0.4150 (8)	0.4867 (6)	0.2373 (4)	0.107 (3)	0.649 (9)
H21A	0.4926	0.4847	0.2011	0.129*	0.649 (9)
H21B	0.3570	0.4782	0.2115	0.129*	0.649 (9)
C19A	0.4658 (12)	0.509 (2)	0.3549 (12)	0.051 (4)	0.351 (9)
H19C	0.4126	0.5685	0.3711	0.061*	0.351 (9)
H19D	0.4597	0.4656	0.4106	0.061*	0.351 (9)
C20A	0.4303 (10)	0.4633 (11)	0.2866 (13)	0.080 (4)	0.351 (9)
H20C	0.4864	0.4176	0.2531	0.096*	0.351 (9)
C21A	0.3336 (10)	0.4799 (8)	0.2700 (9)	0.094 (4)	0.351 (9)
H21C	0.2744	0.5250	0.3017	0.113*	0.351 (9)
H21D	0.3205	0.4471	0.2259	0.113*	0.351 (9)
C22	1.2103 (2)	0.71539 (19)	0.0584 (2)	0.0602 (7)
C23	1.2410 (3)	0.7428 (2)	0.1369 (2)	0.0812 (9)
H23A	1.2808	0.6869	0.1642	0.122*
H23B	1.1707	0.7672	0.1819	0.122*
H23C	1.2916	0.7921	0.1157	0.122*
C24	0.9001 (2)	0.58617 (17)	0.36463 (15)	0.0495 (6)
H24	0.8309	0.6245	0.3499	0.059*
C25	0.9766 (2)	0.65575 (19)	0.37572 (18)	0.0647 (7)
H25A	1.0489	0.6200	0.3838	0.097*
H25B	0.9362	0.6907	0.4287	0.097*
H25C	0.9934	0.7007	0.3217	0.097*
C26	0.8579 (3)	0.5235 (2)	0.45415 (17)	0.0723 (8)
H26A	0.9227	0.4780	0.4649	0.108*
H26B	0.7978	0.4890	0.4499	0.108*
H26C	0.8267	0.5640	0.5042	0.108*
N1	0.78573 (14)	0.49402 (11)	0.25558 (11)	0.0373 (4)
N2	0.58584 (15)	0.53170 (13)	0.31824 (13)	0.0453 (5)
H2A	0.590 (2)	0.5882 (13)	0.2876 (15)	0.054*
N3	1.10177 (16)	0.60888 (13)	0.16899 (12)	0.0471 (5)
S1	0.67667 (6)	0.35980 (4)	0.37701 (5)	0.05813 (19)
O1	1.12691 (13)	0.65613 (12)	0.07647 (11)	0.0552 (4)
O2	1.25123 (18)	0.74278 (16)	−0.02053 (15)	0.0901 (7)
C1'	0.6908 (2)	0.82063 (16)	0.39025 (18)	0.0530 (6)
H1'	0.6887	0.8289	0.3293	0.064*
C2'	0.6264 (2)	0.75462 (18)	0.4523 (2)	0.0675 (8)
H2'	0.5812	0.7192	0.4328	0.081*
C3'	0.6292 (3)	0.7414 (2)	0.5417 (2)	0.0747 (9)
H3'	0.5852	0.6976	0.5833	0.090*
C4'	0.6960 (3)	0.7921 (2)	0.56967 (19)	0.0746 (8)
H4'	0.6988	0.7822	0.6305	0.090*
C5'	0.7602 (2)	0.85858 (17)	0.50906 (16)	0.0579 (7)
H5'	0.8054	0.8931	0.5296	0.069*
C6'	0.75794 (18)	0.87427 (14)	0.41829 (15)	0.0418 (5)
C7'	0.83309 (19)	0.94263 (15)	0.34869 (14)	0.0407 (5)
H7'	0.9052	0.9025	0.3168	0.049*
C8'	0.87150 (18)	1.01997 (15)	0.39090 (15)	0.0430 (5)
H8'	0.9098	0.9862	0.4369	0.052*
C9'	0.76054 (19)	1.08015 (15)	0.44174 (15)	0.0413 (5)
C10'	0.66016 (18)	1.09535 (15)	0.40147 (14)	0.0418 (5)
H10A	0.6182	1.1601	0.4117	0.050*
H10B	0.6064	1.0495	0.4334	0.050*
C11'	0.69701 (17)	1.08337 (14)	0.29862 (14)	0.0376 (5)
H11'	0.7406	1.1369	0.2666	0.045*
C12'	0.58795 (18)	1.09288 (15)	0.26641 (13)	0.0387 (5)
C13'	0.5171 (2)	1.02040 (17)	0.28710 (17)	0.0523 (6)
H13'	0.5363	0.9635	0.3215	0.063*
C14'	0.4187 (2)	1.0319 (2)	0.2571 (2)	0.0654 (7)
H14'	0.3718	0.9827	0.2715	0.078*
C15'	0.3888 (2)	1.1149 (2)	0.20649 (19)	0.0663 (7)
H15'	0.3228	1.1217	0.1854	0.080*
C16'	0.4564 (2)	1.1878 (2)	0.18714 (18)	0.0644 (7)
H16'	0.4356	1.2450	0.1537	0.077*
C17'	0.5557 (2)	1.17704 (17)	0.21699 (15)	0.0513 (6)
H17'	0.6012	1.2272	0.2035	0.062*
C18'	0.82442 (18)	0.96574 (15)	0.18875 (15)	0.0426 (5)
C19'	0.8314 (2)	1.0136 (2)	0.02547 (16)	0.0624 (7)
H19E	0.8962	0.9610	0.0135	0.075*
H19F	0.8592	1.0713	−0.0113	0.075*
C20'	0.7370 (4)	0.9896 (3)	−0.0056 (3)	0.1015 (12)
H20E	0.7519	0.9936	−0.0693	0.122*	0.826 (10)
H20F	0.7353	0.9249	0.0174	0.122*	0.174 (10)
C21'	0.6441 (5)	0.9659 (5)	0.0372 (5)	0.130 (3)	0.826 (10)
H21E	0.6225	0.9602	0.1013	0.156*	0.826 (10)
H21F	0.5931	0.9530	0.0064	0.156*	0.826 (10)
C21B	0.6593 (18)	1.003 (2)	−0.0433 (18)	0.111 (9)	0.174 (10)
H21G	0.6414	1.0634	−0.0730	0.133*	0.174 (10)
H21H	0.6178	0.9527	−0.0424	0.133*	0.174 (10)
C22'	0.6484 (3)	1.21816 (19)	0.6224 (2)	0.0672 (8)
C23'	0.7637 (3)	1.2480 (3)	0.6141 (3)	0.1040 (12)
H23D	0.7529	1.2970	0.6551	0.156*
H23E	0.7973	1.2735	0.5518	0.156*
H23F	0.8154	1.1928	0.6299	0.156*
C24'	0.9607 (2)	1.07945 (18)	0.32045 (17)	0.0546 (6)
H24'	0.9267	1.1084	0.2706	0.066*
C25'	1.0733 (3)	1.0147 (2)	0.2795 (3)	0.0981 (11)
H25D	1.1302	1.0535	0.2399	0.147*
H25E	1.0581	0.9693	0.2443	0.147*
H25F	1.1033	0.9800	0.3281	0.147*
C26'	0.9864 (3)	1.1606 (2)	0.3641 (2)	0.0795 (9)
H26D	1.0106	1.1343	0.4179	0.119*
H26E	0.9168	1.2069	0.3813	0.119*
H26F	1.0481	1.1920	0.3207	0.119*
N1'	0.77728 (14)	0.99094 (12)	0.27709 (11)	0.0382 (4)
N2'	0.80050 (17)	1.03032 (14)	0.12168 (12)	0.0464 (5)
H2B	0.7510 (18)	1.0837 (13)	0.1341 (16)	0.056*
N3'	0.76056 (18)	1.10743 (14)	0.51771 (13)	0.0514 (5)
S1'	0.90805 (6)	0.85825 (5)	0.16427 (5)	0.0636 (2)
O1'	0.64564 (15)	1.15591 (12)	0.56286 (11)	0.0583 (4)
O2'	0.5553 (2)	1.24742 (16)	0.67412 (15)	0.0951 (7)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0547 (15)	0.0396 (13)	0.0555 (14)	−0.0050 (11)	−0.0158 (12)	−0.0004 (11)
C2	0.088 (2)	0.0427 (14)	0.0590 (16)	−0.0050 (14)	−0.0216 (15)	−0.0058 (12)
C3	0.086 (2)	0.0431 (15)	0.0578 (16)	0.0035 (14)	−0.0022 (15)	−0.0052 (12)
C4	0.0585 (17)	0.0486 (15)	0.0714 (18)	0.0025 (13)	0.0057 (14)	−0.0008 (13)
C5	0.0480 (14)	0.0438 (13)	0.0638 (16)	−0.0055 (11)	−0.0050 (12)	−0.0031 (12)
C6	0.0415 (12)	0.0338 (11)	0.0417 (12)	−0.0031 (9)	−0.0059 (10)	0.0050 (9)
C7	0.0349 (11)	0.0383 (11)	0.0395 (11)	−0.0034 (9)	−0.0082 (9)	0.0054 (9)
C8	0.0346 (11)	0.0421 (12)	0.0419 (12)	−0.0029 (9)	−0.0131 (9)	0.0005 (9)
C9	0.0368 (12)	0.0357 (11)	0.0448 (12)	−0.0053 (9)	−0.0092 (10)	−0.0056 (9)
C10	0.0421 (12)	0.0394 (12)	0.0401 (12)	−0.0113 (10)	−0.0103 (10)	0.0049 (9)
C11	0.0417 (12)	0.0317 (11)	0.0370 (11)	−0.0052 (9)	−0.0108 (9)	0.0032 (9)
C12	0.0372 (12)	0.0403 (12)	0.0396 (12)	−0.0087 (9)	−0.0096 (9)	0.0076 (9)
C13	0.0595 (15)	0.0462 (14)	0.0549 (14)	−0.0103 (11)	−0.0240 (12)	0.0026 (11)
C14	0.0779 (19)	0.0685 (18)	0.0614 (16)	−0.0261 (15)	−0.0349 (15)	0.0058 (14)
C15	0.0659 (18)	0.089 (2)	0.0623 (17)	−0.0299 (17)	−0.0349 (15)	0.0215 (16)
C16	0.0457 (15)	0.0737 (19)	0.0645 (17)	0.0002 (13)	−0.0165 (13)	0.0205 (15)
C17	0.0465 (14)	0.0527 (14)	0.0488 (14)	−0.0010 (11)	−0.0122 (11)	0.0061 (11)
C18	0.0397 (12)	0.0403 (12)	0.0406 (12)	−0.0073 (10)	−0.0117 (10)	0.0002 (9)
C19	0.037 (3)	0.066 (5)	0.054 (4)	−0.012 (3)	−0.005 (2)	0.007 (3)
C20	0.051 (4)	0.082 (4)	0.083 (4)	−0.012 (3)	−0.013 (3)	−0.001 (3)
C21	0.088 (6)	0.156 (6)	0.080 (5)	−0.053 (4)	−0.022 (4)	0.025 (4)
C19A	0.039 (6)	0.047 (6)	0.059 (7)	−0.001 (5)	−0.009 (5)	0.004 (6)
C20A	0.049 (6)	0.090 (7)	0.091 (8)	−0.012 (5)	−0.012 (6)	0.009 (7)
C21A	0.066 (7)	0.134 (9)	0.099 (8)	−0.039 (6)	−0.037 (7)	−0.001 (6)
C22	0.0421 (14)	0.0560 (15)	0.0750 (19)	−0.0132 (12)	−0.0036 (13)	−0.0016 (14)
C23	0.0684 (19)	0.076 (2)	0.106 (2)	−0.0324 (16)	−0.0274 (18)	−0.0004 (18)
C24	0.0475 (14)	0.0577 (14)	0.0440 (13)	0.0017 (11)	−0.0181 (11)	−0.0066 (11)
C25	0.082 (2)	0.0597 (16)	0.0582 (16)	−0.0085 (14)	−0.0262 (14)	−0.0105 (13)
C26	0.083 (2)	0.090 (2)	0.0461 (15)	−0.0248 (17)	−0.0142 (14)	−0.0060 (14)
N1	0.0339 (9)	0.0341 (9)	0.0401 (9)	−0.0045 (7)	−0.0079 (8)	0.0038 (7)
N2	0.0362 (10)	0.0399 (10)	0.0519 (11)	−0.0051 (8)	−0.0049 (8)	0.0056 (9)
N3	0.0432 (11)	0.0488 (11)	0.0482 (11)	−0.0119 (9)	−0.0106 (9)	0.0017 (9)
S1	0.0500 (4)	0.0464 (4)	0.0679 (4)	−0.0117 (3)	−0.0092 (3)	0.0180 (3)
O1	0.0488 (10)	0.0606 (10)	0.0535 (10)	−0.0221 (8)	−0.0063 (8)	0.0031 (8)
O2	0.0786 (14)	0.0983 (16)	0.0796 (14)	−0.0437 (12)	0.0075 (11)	0.0099 (12)
C1'	0.0465 (14)	0.0403 (13)	0.0686 (16)	−0.0029 (11)	−0.0137 (12)	−0.0027 (11)
C2'	0.0510 (16)	0.0415 (14)	0.103 (2)	−0.0102 (12)	−0.0095 (15)	−0.0049 (14)
C3'	0.0719 (19)	0.0481 (16)	0.081 (2)	−0.0151 (14)	0.0111 (16)	0.0051 (15)
C4'	0.098 (2)	0.0552 (16)	0.0550 (16)	−0.0142 (16)	−0.0009 (15)	0.0055 (13)
C5'	0.0719 (18)	0.0496 (14)	0.0477 (14)	−0.0159 (13)	−0.0100 (12)	0.0041 (11)
C6'	0.0385 (12)	0.0332 (11)	0.0475 (13)	−0.0010 (9)	−0.0066 (10)	−0.0008 (9)
C7'	0.0386 (12)	0.0395 (12)	0.0406 (12)	−0.0016 (9)	−0.0112 (10)	0.0024 (9)
C8'	0.0409 (12)	0.0457 (13)	0.0456 (12)	−0.0117 (10)	−0.0191 (10)	0.0078 (10)
C9'	0.0489 (13)	0.0355 (11)	0.0422 (12)	−0.0136 (10)	−0.0163 (10)	0.0040 (9)
C10'	0.0425 (12)	0.0398 (12)	0.0432 (12)	−0.0039 (10)	−0.0122 (10)	−0.0062 (9)
C11'	0.0349 (11)	0.0360 (11)	0.0397 (11)	−0.0048 (9)	−0.0088 (9)	−0.0005 (9)
C12'	0.0367 (12)	0.0424 (12)	0.0350 (11)	−0.0028 (9)	−0.0089 (9)	−0.0026 (9)
C13'	0.0481 (14)	0.0465 (13)	0.0650 (15)	−0.0091 (11)	−0.0236 (12)	0.0052 (11)
C14'	0.0520 (16)	0.0669 (17)	0.0841 (19)	−0.0182 (13)	−0.0278 (14)	0.0013 (15)
C15'	0.0500 (15)	0.087 (2)	0.0677 (17)	−0.0101 (15)	−0.0309 (14)	0.0058 (15)
C16'	0.0554 (16)	0.0728 (18)	0.0589 (16)	−0.0044 (14)	−0.0223 (13)	0.0232 (14)
C17'	0.0439 (13)	0.0552 (14)	0.0501 (14)	−0.0078 (11)	−0.0123 (11)	0.0093 (11)
C18'	0.0393 (12)	0.0427 (12)	0.0438 (13)	−0.0063 (10)	−0.0095 (10)	−0.0013 (10)
C19'	0.0799 (19)	0.0606 (16)	0.0440 (14)	−0.0020 (14)	−0.0168 (13)	−0.0070 (12)
C20'	0.119 (3)	0.099 (3)	0.105 (3)	0.018 (3)	−0.064 (3)	−0.042 (2)
C21'	0.084 (4)	0.188 (6)	0.134 (6)	0.001 (4)	−0.034 (4)	−0.085 (5)
C21B	0.079 (14)	0.18 (2)	0.103 (19)	0.013 (13)	−0.059 (13)	−0.060 (15)
C22'	0.104 (2)	0.0535 (16)	0.0520 (16)	−0.0091 (16)	−0.0336 (17)	−0.0069 (13)
C23'	0.122 (3)	0.087 (2)	0.136 (3)	−0.003 (2)	−0.077 (3)	−0.047 (2)
C24'	0.0420 (13)	0.0625 (15)	0.0613 (15)	−0.0185 (12)	−0.0199 (12)	0.0140 (12)
C25'	0.0522 (18)	0.098 (2)	0.124 (3)	−0.0241 (17)	0.0116 (18)	−0.011 (2)
C26'	0.074 (2)	0.0738 (19)	0.097 (2)	−0.0384 (16)	−0.0282 (17)	0.0160 (17)
N1'	0.0372 (10)	0.0382 (10)	0.0376 (10)	−0.0009 (8)	−0.0109 (8)	−0.0029 (8)
N2'	0.0531 (12)	0.0440 (11)	0.0381 (10)	−0.0011 (9)	−0.0098 (9)	−0.0040 (9)
N3'	0.0611 (13)	0.0496 (11)	0.0488 (12)	−0.0132 (10)	−0.0211 (10)	−0.0031 (9)
S1'	0.0723 (5)	0.0507 (4)	0.0573 (4)	0.0123 (3)	−0.0119 (3)	−0.0111 (3)
O1'	0.0712 (12)	0.0580 (10)	0.0489 (9)	−0.0131 (9)	−0.0154 (9)	−0.0144 (8)
O2'	0.126 (2)	0.0888 (16)	0.0640 (13)	−0.0094 (14)	−0.0098 (13)	−0.0324 (12)

Geometric parameters (Å, º)

C1—C6	1.380 (3)	N2—H2A	0.866 (15)
C1—C2	1.381 (3)	N3—O1	1.444 (2)
C1—H1	0.9300	C1'—C6'	1.383 (3)
C2—C3	1.369 (4)	C1'—C2'	1.387 (3)
C2—H2	0.9300	C1'—H1'	0.9300
C3—C4	1.357 (4)	C2'—C3'	1.361 (4)
C3—H3	0.9300	C2'—H2'	0.9300
C4—C5	1.379 (3)	C3'—C4'	1.351 (4)
C4—H4	0.9300	C3'—H3'	0.9300
C5—C6	1.385 (3)	C4'—C5'	1.381 (3)
C5—H5	0.9300	C4'—H4'	0.9300
C6—C7	1.525 (3)	C5'—C6'	1.382 (3)
C7—N1	1.484 (2)	C5'—H5'	0.9300
C7—C8	1.527 (3)	C6'—C7'	1.521 (3)
C7—H7	0.9800	C7'—N1'	1.481 (3)
C8—C9	1.504 (3)	C7'—C8'	1.534 (3)
C8—C24	1.543 (3)	C7'—H7'	0.9800
C8—H8	0.9800	C8'—C9'	1.506 (3)
C9—N3	1.268 (3)	C8'—C24'	1.542 (3)
C9—C10	1.485 (3)	C8'—H8'	0.9800
C10—C11	1.532 (3)	C9'—N3'	1.271 (3)
C10—H10C	0.9700	C9'—C10'	1.486 (3)
C10—H10D	0.9700	C10'—C11'	1.523 (3)
C11—N1	1.486 (2)	C10'—H10A	0.9700
C11—C12	1.516 (3)	C10'—H10B	0.9700
C11—H11	0.9800	C11'—N1'	1.490 (3)
C12—C17	1.381 (3)	C11'—C12'	1.515 (3)
C12—C13	1.382 (3)	C11'—H11'	0.9800
C13—C14	1.380 (3)	C12'—C17'	1.376 (3)
C13—H13	0.9300	C12'—C13'	1.383 (3)
C14—C15	1.360 (4)	C13'—C14'	1.371 (3)
C14—H14	0.9300	C13'—H13'	0.9300
C15—C16	1.368 (4)	C14'—C15'	1.366 (4)
C15—H15	0.9300	C14'—H14'	0.9300
C16—C17	1.388 (3)	C15'—C16'	1.363 (4)
C16—H16	0.9300	C15'—H15'	0.9300
C17—H17	0.9300	C16'—C17'	1.381 (3)
C18—N2	1.335 (3)	C16'—H16'	0.9300
C18—N1	1.363 (2)	C17'—H17'	0.9300
C18—S1	1.687 (2)	C18'—N2'	1.338 (3)
C19—N2	1.455 (5)	C18'—N1'	1.367 (3)
C19—C20	1.490 (8)	C18'—S1'	1.685 (2)
C19—H19A	0.9700	C19'—N2'	1.445 (3)
C19—H19B	0.9700	C19'—C20'	1.459 (4)
C20—C21	1.238 (7)	C19'—H19E	0.9700
C20—H20A	0.9300	C19'—H19F	0.9700
C21—H21A	0.9300	C20'—C21'	1.192 (5)
C21—H21B	0.9300	C20'—C21B	1.216 (9)
C19A—N2	1.457 (7)	C20'—H20E	0.9300
C19A—C20A	1.495 (10)	C20'—H20F	0.9300
C19A—H19C	0.9700	C21'—H21E	0.9300
C19A—H19D	0.9700	C21'—H21F	0.9300
C20A—C21A	1.242 (9)	C21B—H21G	0.9300
C20A—H20C	0.9300	C21B—H21H	0.9300
C21A—H21C	0.9300	C22'—O2'	1.203 (3)
C21A—H21D	0.9300	C22'—O1'	1.355 (3)
C22—O2	1.194 (3)	C22'—C23'	1.483 (4)
C22—O1	1.355 (3)	C23'—H23D	0.9600
C22—C23	1.470 (4)	C23'—H23E	0.9600
C23—H23A	0.9600	C23'—H23F	0.9600
C23—H23B	0.9600	C24'—C25'	1.509 (4)
C23—H23C	0.9600	C24'—C26'	1.514 (4)
C24—C25	1.511 (3)	C24'—H24'	0.9800
C24—C26	1.520 (3)	C25'—H25D	0.9600
C24—H24	0.9800	C25'—H25E	0.9600
C25—H25A	0.9600	C25'—H25F	0.9600
C25—H25B	0.9600	C26'—H26D	0.9600
C25—H25C	0.9600	C26'—H26E	0.9600
C26—H26A	0.9600	C26'—H26F	0.9600
C26—H26B	0.9600	N2'—H2B	0.878 (16)
C26—H26C	0.9600	N3'—O1'	1.443 (3)
C6—C1—C2	120.9 (2)	C19—N2—H2A	114.8 (17)
C6—C1—H1	119.5	C19A—N2—H2A	113 (2)
C2—C1—H1	119.5	C9—N3—O1	110.22 (17)
C3—C2—C1	120.4 (3)	C22—O1—N3	113.05 (18)
C3—C2—H2	119.8	C6'—C1'—C2'	120.5 (3)
C1—C2—H2	119.8	C6'—C1'—H1'	119.7
C4—C3—C2	119.3 (3)	C2'—C1'—H1'	119.7
C4—C3—H3	120.3	C3'—C2'—C1'	120.4 (3)
C2—C3—H3	120.3	C3'—C2'—H2'	119.8
C3—C4—C5	120.9 (3)	C1'—C2'—H2'	119.8
C3—C4—H4	119.5	C4'—C3'—C2'	119.7 (3)
C5—C4—H4	119.5	C4'—C3'—H3'	120.1
C4—C5—C6	120.6 (2)	C2'—C3'—H3'	120.1
C4—C5—H5	119.7	C3'—C4'—C5'	120.8 (3)
C6—C5—H5	119.7	C3'—C4'—H4'	119.6
C1—C6—C5	117.8 (2)	C5'—C4'—H4'	119.6
C1—C6—C7	120.21 (19)	C4'—C5'—C6'	120.7 (3)
C5—C6—C7	121.8 (2)	C4'—C5'—H5'	119.7
N1—C7—C6	112.82 (17)	C6'—C5'—H5'	119.7
N1—C7—C8	109.01 (16)	C5'—C6'—C1'	117.9 (2)
C6—C7—C8	114.69 (17)	C5'—C6'—C7'	121.8 (2)
N1—C7—H7	106.6	C1'—C6'—C7'	120.1 (2)
C6—C7—H7	106.6	N1'—C7'—C6'	112.90 (17)
C8—C7—H7	106.6	N1'—C7'—C8'	108.90 (16)
C9—C8—C7	106.97 (17)	C6'—C7'—C8'	114.75 (17)
C9—C8—C24	112.95 (17)	N1'—C7'—H7'	106.6
C7—C8—C24	114.39 (17)	C6'—C7'—H7'	106.6
C9—C8—H8	107.4	C8'—C7'—H7'	106.6
C7—C8—H8	107.4	C9'—C8'—C7'	106.51 (17)
C24—C8—H8	107.4	C9'—C8'—C24'	114.19 (18)
N3—C9—C10	126.87 (19)	C7'—C8'—C24'	113.71 (19)
N3—C9—C8	116.60 (19)	C9'—C8'—H8'	107.4
C10—C9—C8	116.37 (17)	C7'—C8'—H8'	107.4
C9—C10—C11	113.67 (17)	C24'—C8'—H8'	107.4
C9—C10—H10C	108.8	N3'—C9'—C10'	126.9 (2)
C11—C10—H10C	108.8	N3'—C9'—C8'	116.2 (2)
C9—C10—H10D	108.8	C10'—C9'—C8'	116.81 (19)
C11—C10—H10D	108.8	C9'—C10'—C11'	113.53 (18)
H10C—C10—H10D	107.7	C9'—C10'—H10A	108.9
N1—C11—C12	113.53 (16)	C11'—C10'—H10A	108.9
N1—C11—C10	111.00 (16)	C9'—C10'—H10B	108.9
C12—C11—C10	109.06 (16)	C11'—C10'—H10B	108.9
N1—C11—H11	107.7	H10A—C10'—H10B	107.7
C12—C11—H11	107.7	N1'—C11'—C12'	113.42 (16)
C10—C11—H11	107.7	N1'—C11'—C10'	111.21 (16)
C17—C12—C13	119.0 (2)	C12'—C11'—C10'	109.08 (16)
C17—C12—C11	119.2 (2)	N1'—C11'—H11'	107.6
C13—C12—C11	121.78 (19)	C12'—C11'—H11'	107.6
C14—C13—C12	120.0 (2)	C10'—C11'—H11'	107.6
C14—C13—H13	120.0	C17'—C12'—C13'	118.3 (2)
C12—C13—H13	120.0	C17'—C12'—C11'	119.51 (19)
C15—C14—C13	120.9 (3)	C13'—C12'—C11'	122.16 (18)
C15—C14—H14	119.6	C14'—C13'—C12'	120.4 (2)
C13—C14—H14	119.6	C14'—C13'—H13'	119.8
C14—C15—C16	119.8 (2)	C12'—C13'—H13'	119.8
C14—C15—H15	120.1	C15'—C14'—C13'	120.8 (2)
C16—C15—H15	120.1	C15'—C14'—H14'	119.6
C15—C16—C17	120.2 (3)	C13'—C14'—H14'	119.6
C15—C16—H16	119.9	C16'—C15'—C14'	119.5 (2)
C17—C16—H16	119.9	C16'—C15'—H15'	120.3
C12—C17—C16	120.1 (2)	C14'—C15'—H15'	120.3
C12—C17—H17	120.0	C15'—C16'—C17'	120.3 (2)
C16—C17—H17	120.0	C15'—C16'—H16'	119.9
N2—C18—N1	117.20 (17)	C17'—C16'—H16'	119.9
N2—C18—S1	120.64 (16)	C12'—C17'—C16'	120.7 (2)
N1—C18—S1	122.16 (16)	C12'—C17'—H17'	119.6
N2—C19—C20	114.7 (7)	C16'—C17'—H17'	119.6
N2—C19—H19A	108.6	N2'—C18'—N1'	116.93 (19)
C20—C19—H19A	108.6	N2'—C18'—S1'	120.93 (17)
N2—C19—H19B	108.6	N1'—C18'—S1'	122.13 (16)
C20—C19—H19B	108.6	N2'—C19'—C20'	115.6 (3)
H19A—C19—H19B	107.6	N2'—C19'—H19E	108.4
C21—C20—C19	128.1 (9)	C20'—C19'—H19E	108.4
C21—C20—H20A	115.9	N2'—C19'—H19F	108.4
C19—C20—H20A	115.9	C20'—C19'—H19F	108.4
C20—C21—H21A	120.0	H19E—C19'—H19F	107.4
C20—C21—H21B	120.0	C21'—C20'—C19'	130.6 (5)
H21A—C21—H21B	120.0	C21B—C20'—C19'	157.3 (15)
N2—C19A—C20A	111.5 (10)	C21'—C20'—H20E	114.7
N2—C19A—H19C	109.3	C19'—C20'—H20E	114.7
C20A—C19A—H19C	109.3	C21B—C20'—H20F	101.3
N2—C19A—H19D	109.3	C19'—C20'—H20F	101.3
C20A—C19A—H19D	109.3	C20'—C21'—H21E	120.0
H19C—C19A—H19D	108.0	C20'—C21'—H21F	120.0
C21A—C20A—C19A	126.9 (17)	H21E—C21'—H21F	120.0
C21A—C20A—H20C	116.6	C20'—C21B—H21G	120.0
C19A—C20A—H20C	116.6	C20'—C21B—H21H	120.0
C20A—C21A—H21C	120.0	H21G—C21B—H21H	120.0
C20A—C21A—H21D	120.0	O2'—C22'—O1'	116.2 (3)
H21C—C21A—H21D	120.0	O2'—C22'—C23'	126.3 (3)
O2—C22—O1	116.7 (3)	O1'—C22'—C23'	117.4 (3)
O2—C22—C23	125.3 (2)	C22'—C23'—H23D	109.5
O1—C22—C23	118.0 (2)	C22'—C23'—H23E	109.5
C22—C23—H23A	109.5	H23D—C23'—H23E	109.5
C22—C23—H23B	109.5	C22'—C23'—H23F	109.5
H23A—C23—H23B	109.5	H23D—C23'—H23F	109.5
C22—C23—H23C	109.5	H23E—C23'—H23F	109.5
H23A—C23—H23C	109.5	C25'—C24'—C26'	110.1 (2)
H23B—C23—H23C	109.5	C25'—C24'—C8'	110.5 (2)
C25—C24—C26	110.5 (2)	C26'—C24'—C8'	111.3 (2)
C25—C24—C8	110.79 (19)	C25'—C24'—H24'	108.3
C26—C24—C8	111.3 (2)	C26'—C24'—H24'	108.3
C25—C24—H24	108.0	C8'—C24'—H24'	108.3
C26—C24—H24	108.0	C24'—C25'—H25D	109.5
C8—C24—H24	108.0	C24'—C25'—H25E	109.5
C24—C25—H25A	109.5	H25D—C25'—H25E	109.5
C24—C25—H25B	109.5	C24'—C25'—H25F	109.5
H25A—C25—H25B	109.5	H25D—C25'—H25F	109.5
C24—C25—H25C	109.5	H25E—C25'—H25F	109.5
H25A—C25—H25C	109.5	C24'—C26'—H26D	109.5
H25B—C25—H25C	109.5	C24'—C26'—H26E	109.5
C24—C26—H26A	109.5	H26D—C26'—H26E	109.5
C24—C26—H26B	109.5	C24'—C26'—H26F	109.5
H26A—C26—H26B	109.5	H26D—C26'—H26F	109.5
C24—C26—H26C	109.5	H26E—C26'—H26F	109.5
H26A—C26—H26C	109.5	C18'—N1'—C7'	118.81 (17)
H26B—C26—H26C	109.5	C18'—N1'—C11'	121.76 (16)
C18—N1—C7	118.77 (16)	C7'—N1'—C11'	116.86 (16)
C18—N1—C11	121.97 (16)	C18'—N2'—C19'	125.3 (2)
C7—N1—C11	116.89 (15)	C18'—N2'—H2B	121.5 (16)
C18—N2—C19	125.1 (8)	C19'—N2'—H2B	112.1 (16)
C18—N2—C19A	125.4 (13)	C9'—N3'—O1'	110.08 (18)
C18—N2—H2A	120.1 (16)	C22'—O1'—N3'	113.1 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···O2^i	0.93	2.59	3.298 (4)	133
C2′—H2′···O2′^ii	0.93	2.59	3.332 (4)	137

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