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In the title compound, C18H19BrN4OS, the thia­zole and imidazole rings make a dihedral angle of 0.7 (2)° with each other. The dihedral angle between the benzene ring and the mean plane of the fused rings is 2.99 (15)°. The crystal structure is stabilized by inter­molecular N—H...O hydrogen bonds and possible C—H...O inter­actions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807026712/hb2439sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807026712/hb2439Isup2.hkl
Contains datablock I

CCDC reference: 654874

Key indicators

  • Single-crystal X-ray study
  • T = 296 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.060
  • wR factor = 0.156
  • Data-to-parameter ratio = 20.0

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 2 PLAT220_ALERT_2_B Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.87 Ratio PLAT222_ALERT_3_B Large Non-Solvent H Ueq(max)/Ueq(min) ... 4.74 Ratio PLAT360_ALERT_2_B Short C(sp3)-C(sp3) Bond C17 - C18 ... 1.33 Ang.
Alert level C PLAT063_ALERT_3_C Crystal Probably too Large for Beam Size ....... 0.73 mm PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.01 PLAT322_ALERT_2_C Check Hybridisation of S1 in Main Residue . ? PLAT341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 7 PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 1
0 ALERT level A = In general: serious problem 4 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 5 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Comment top

Imidazo[2,1-b]thiazole derivatives have been reported in the literature as immunomodulatory (Hanson et al., 1991), antihelmintic (Amarouch et al., 1987), antitubercular (Ulusoy, 2002) and anticancer (Andreani et al., 1993) agents. In view of these observations, we have synthesized the title imidazo[2,1-b]thiazole derivative, (I), (Fig. 1), and we report here its crystal structure.

The thiazole and imidazole rings in (I) are essentially coplanar, with a dihedral angle of 0.7 (2)°. The benzene ring C1—C6 and the mean plane of the thiazole and imidazole rings system makes a dihedral angle of 2.99 (15)°. The values of the other geometric parameters in (I) are normal (Allen et al., 1987). The mean C—S bond length [1.737 (5) Å] in (I) may be compared with the corresponding values in similar molecules [1.7588 (2) Å (Öztürk Yıldırım, Akkurt, Ur, Cesur, Cesur & Büyükgüngör, 2005), 1.783 (2) Å (Öztürk Yıldırım, Akkurt, Ur, Cesur, Cesur & Heinemann, 2005) and 1.729 (2) Å (Akkurt et al., 2005)].

The crystal structure of (I) is stabilized by intermolecular C—H···O and N—H···O hydrogen bonding interactions (Table 1, Fig. 2).

Related literature top

For related literature, see: Akkurt et al. (2005); Amarouch et al. (1987); Andreani et al. (1993); Hanson et al. (1991); Allen et al. (1987) Öztürk Yıldırım, Akkurt, Ur, Cesur, Cesur & Büyükgüngör (2005); Öztürk Yıldırım, Akkurt, Ur, Cesur, Cesur & Heinemann (2005); Ulusoy (2002).

Experimental top

[6-(4-Bromophenyl)imidazo[2,1-b]thiazol-3-yl]acetic acid hydrazide (0.005 mol) and 3-pentanone (0.01 mol) were heated in 30 ml e thanol for 6 h. The precipitate obtained was purified and recrystallized from ethanol to yield colourless prisms of (I). IR [ν, cm-1, KBr]: 3177, 3116 (N—H); 1663 (CO). 1H-NMR [δ, p.p.m., DMSO-d6]: 0.96–1.05 (6H, m, CH2CH3), 2.22–2.33 (4H, m, CH2CH3), 3.89, 4.18 (2H, 2 s, CH2CO), 7.02 (1H, s, imidazothiazole C2—H), 7.54–7.57 (2H, m, Br—Ph C3,5—H), 7.75–7.78 (2H, m, Br—Ph C2,6—H), 8.21, 8.23 (1H, 2 s, imidazothiazole C5—H), 10.35, 10.51 (1H, 2 s, CONH). APCI (+) m/z (%): 420 (MH+, 97), 419 (100), 309 (15), 279 (8), 156 (13). Analysis calculated for C18H19BrN4OS: C 51.56, H 4.57, N 13.36%. Found: C 51.48, H 4.15, N 13.50%.

Refinement top

The H atom bound to N3 was found from a difference Fourier map and refined freely. All C-bound H atoms were positioned geometrically, with C—H = 0.93–0.97 Å, and refined using a riding model, with Uiso(H) = 1.2 or 1.5Ueq(methyl C). Atoms C15 and C16 were refined isotropically.

Structure description top

Imidazo[2,1-b]thiazole derivatives have been reported in the literature as immunomodulatory (Hanson et al., 1991), antihelmintic (Amarouch et al., 1987), antitubercular (Ulusoy, 2002) and anticancer (Andreani et al., 1993) agents. In view of these observations, we have synthesized the title imidazo[2,1-b]thiazole derivative, (I), (Fig. 1), and we report here its crystal structure.

The thiazole and imidazole rings in (I) are essentially coplanar, with a dihedral angle of 0.7 (2)°. The benzene ring C1—C6 and the mean plane of the thiazole and imidazole rings system makes a dihedral angle of 2.99 (15)°. The values of the other geometric parameters in (I) are normal (Allen et al., 1987). The mean C—S bond length [1.737 (5) Å] in (I) may be compared with the corresponding values in similar molecules [1.7588 (2) Å (Öztürk Yıldırım, Akkurt, Ur, Cesur, Cesur & Büyükgüngör, 2005), 1.783 (2) Å (Öztürk Yıldırım, Akkurt, Ur, Cesur, Cesur & Heinemann, 2005) and 1.729 (2) Å (Akkurt et al., 2005)].

The crystal structure of (I) is stabilized by intermolecular C—H···O and N—H···O hydrogen bonding interactions (Table 1, Fig. 2).

For related literature, see: Akkurt et al. (2005); Amarouch et al. (1987); Andreani et al. (1993); Hanson et al. (1991); Allen et al. (1987) Öztürk Yıldırım, Akkurt, Ur, Cesur, Cesur & Büyükgüngör (2005); Öztürk Yıldırım, Akkurt, Ur, Cesur, Cesur & Heinemann (2005); Ulusoy (2002).

Computing details top

Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. View of (I), with the displacement ellipsoids for the non-H atoms drawn at the 30% probability level.
[Figure 2] Fig. 2. A view of the packing and hydrogen bonding interactions for (I).
2-[6-(4-Bromophenyl)imidazo[2,1-b]thiazol-3-yl]-N'-(1- ethylpropylidene)acetohydrazide top
Crystal data top
C18H19BrN4OSZ = 2
Mr = 419.34F(000) = 428
Triclinic, P1Dx = 1.469 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 6.9591 (6) ÅCell parameters from 27459 reflections
b = 11.8636 (10) Åθ = 2.0–28.0°
c = 13.1247 (11) ŵ = 2.29 mm1
α = 65.411 (6)°T = 296 K
β = 78.892 (7)°Prism, colourless
γ = 75.193 (6)°0.73 × 0.55 × 0.45 mm
V = 947.99 (15) Å3
Data collection top
Stoe IPDSII
diffractometer
4441 independent reflections
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus3359 reflections with I > 2σ(I)
Plane graphite monochromatorRint = 0.082
Detector resolution: 6.67 pixels mm-1θmax = 27.8°, θmin = 2.0°
ω scansh = 99
Absorption correction: integration
(X-RED32; Stoe & Cie, 2002)
k = 1515
Tmin = 0.285, Tmax = 0.425l = 1717
17037 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.061Hydrogen site location: difmap and geom
wR(F2) = 0.157H atoms treated by a mixture of independent and constrained refinement
S = 1.02 w = 1/[σ2(Fo2) + (0.0637P)2 + 1.3183P]
where P = (Fo2 + 2Fc2)/3
4441 reflections(Δ/σ)max < 0.001
222 parametersΔρmax = 1.18 e Å3
0 restraintsΔρmin = 0.59 e Å3
Crystal data top
C18H19BrN4OSγ = 75.193 (6)°
Mr = 419.34V = 947.99 (15) Å3
Triclinic, P1Z = 2
a = 6.9591 (6) ÅMo Kα radiation
b = 11.8636 (10) ŵ = 2.29 mm1
c = 13.1247 (11) ÅT = 296 K
α = 65.411 (6)°0.73 × 0.55 × 0.45 mm
β = 78.892 (7)°
Data collection top
Stoe IPDSII
diffractometer
4441 independent reflections
Absorption correction: integration
(X-RED32; Stoe & Cie, 2002)
3359 reflections with I > 2σ(I)
Tmin = 0.285, Tmax = 0.425Rint = 0.082
17037 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0610 restraints
wR(F2) = 0.157H atoms treated by a mixture of independent and constrained refinement
S = 1.02Δρmax = 1.18 e Å3
4441 reflectionsΔρmin = 0.59 e Å3
222 parameters
Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The observed criterion of F2 > σ(F2) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Br10.34386 (10)0.34838 (5)0.62926 (5)0.0877 (3)
S10.38374 (15)0.10794 (12)0.20860 (10)0.0661 (4)
O10.2946 (4)0.0228 (2)0.0805 (2)0.0620 (9)
N10.1843 (4)0.1789 (3)0.3338 (3)0.0514 (10)
N20.0323 (4)0.0263 (3)0.2714 (2)0.0409 (8)
N30.4446 (5)0.1704 (3)0.0873 (3)0.0476 (9)
N40.4402 (5)0.2985 (3)0.1318 (3)0.0499 (9)
C10.2832 (6)0.1406 (4)0.4558 (3)0.0526 (12)
C20.3607 (6)0.1905 (4)0.5137 (3)0.0576 (12)
C30.2373 (7)0.2826 (4)0.5476 (3)0.0553 (14)
C40.0423 (7)0.3269 (4)0.5226 (3)0.0569 (14)
C50.0317 (6)0.2779 (4)0.4628 (3)0.0528 (12)
C60.0875 (5)0.1840 (3)0.4283 (3)0.0429 (10)
C70.0093 (5)0.1322 (3)0.3645 (3)0.0416 (10)
C80.2005 (5)0.1129 (4)0.2781 (3)0.0472 (11)
C90.2219 (6)0.0128 (4)0.1743 (3)0.0556 (12)
C100.0436 (5)0.0466 (3)0.2131 (3)0.0442 (10)
C110.1039 (5)0.0386 (3)0.3270 (3)0.0427 (10)
C120.1278 (5)0.1464 (3)0.2006 (3)0.0488 (11)
C130.2949 (5)0.0909 (3)0.1179 (3)0.0432 (10)
C140.5868 (7)0.3734 (4)0.1055 (4)0.0713 (16)
C150.5786 (9)0.5109 (4)0.1570 (5)0.091 (2)
C160.4022 (11)0.5455 (5)0.2333 (7)0.117 (3)
C170.7561 (11)0.3342 (7)0.0056 (6)0.114 (2)*
C180.8921 (15)0.3345 (10)0.0640 (9)0.161 (4)*
H10.364000.076600.434800.0630*
HN30.533 (6)0.136 (4)0.042 (4)0.055 (12)*
H20.493300.162600.529400.0690*
H40.039000.389200.545700.0680*
H50.163300.308200.445300.0630*
H90.256800.050300.132600.0670*
H110.233700.007300.337100.0510*
H12A0.082300.200200.175200.0590*
H12B0.177800.198500.273300.0590*
H15A0.588100.539500.096600.1100*
H15B0.695300.556500.197800.1100*
H16A0.397000.525000.297400.1750*
H16B0.408700.634600.257900.1750*
H16C0.284700.499700.194900.1750*
H17A0.802300.395900.028800.1370*
H17B0.713700.251300.051600.1370*
H18A0.841800.271100.095200.2420*
H18B1.011900.316500.015300.2420*
H18C0.921000.416000.123800.2420*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Br10.1192 (5)0.0840 (4)0.0870 (4)0.0292 (3)0.0284 (3)0.0463 (3)
S10.0437 (5)0.0868 (8)0.0774 (7)0.0001 (5)0.0194 (5)0.0427 (6)
O10.0670 (17)0.0415 (14)0.0719 (18)0.0176 (12)0.0251 (14)0.0262 (13)
N10.0413 (16)0.0578 (18)0.0576 (18)0.0008 (13)0.0073 (13)0.0290 (15)
N20.0345 (13)0.0475 (15)0.0421 (14)0.0089 (11)0.0011 (11)0.0194 (12)
N30.0515 (17)0.0403 (15)0.0472 (16)0.0131 (13)0.0056 (13)0.0154 (13)
N40.0593 (18)0.0383 (15)0.0482 (16)0.0082 (13)0.0050 (13)0.0139 (13)
C10.057 (2)0.053 (2)0.050 (2)0.0034 (17)0.0100 (16)0.0244 (17)
C20.060 (2)0.060 (2)0.056 (2)0.0087 (18)0.0158 (18)0.0231 (19)
C30.079 (3)0.049 (2)0.0434 (19)0.0227 (19)0.0082 (18)0.0165 (16)
C40.070 (3)0.047 (2)0.058 (2)0.0144 (18)0.0023 (19)0.0265 (18)
C50.052 (2)0.050 (2)0.058 (2)0.0094 (16)0.0015 (16)0.0244 (18)
C60.0467 (18)0.0420 (17)0.0378 (16)0.0112 (14)0.0008 (13)0.0134 (14)
C70.0406 (17)0.0428 (17)0.0407 (16)0.0071 (13)0.0032 (13)0.0166 (14)
C80.0366 (16)0.054 (2)0.0498 (19)0.0031 (14)0.0070 (14)0.0212 (16)
C90.052 (2)0.070 (2)0.055 (2)0.0175 (18)0.0051 (16)0.0309 (19)
C100.0454 (18)0.0487 (18)0.0417 (17)0.0173 (14)0.0030 (14)0.0191 (15)
C110.0352 (16)0.0476 (18)0.0459 (17)0.0063 (13)0.0070 (13)0.0183 (15)
C120.052 (2)0.0473 (19)0.0501 (19)0.0181 (16)0.0071 (15)0.0220 (16)
C130.0479 (18)0.0423 (18)0.0412 (16)0.0112 (14)0.0030 (14)0.0197 (14)
C140.074 (3)0.044 (2)0.080 (3)0.004 (2)0.009 (2)0.020 (2)
C150.112 (4)0.038 (2)0.104 (4)0.002 (2)0.001 (3)0.020 (2)
C160.128 (5)0.044 (3)0.144 (6)0.024 (3)0.019 (5)0.013 (3)
Geometric parameters (Å, º) top
Br1—C31.899 (5)C12—C131.508 (5)
S1—C81.730 (4)C14—C151.495 (7)
S1—C91.744 (5)C14—C171.581 (9)
O1—C131.228 (4)C15—C161.456 (10)
N1—C71.388 (5)C17—C181.326 (14)
N1—C81.309 (6)C1—H10.9300
N2—C81.362 (6)C2—H20.9300
N2—C101.396 (5)C4—H40.9300
N2—C111.370 (5)C5—H50.9300
N3—N41.389 (5)C9—H90.9300
N3—C131.337 (5)C11—H110.9300
N4—C141.267 (6)C12—H12A0.9700
N3—HN30.83 (5)C12—H12B0.9700
C1—C61.388 (6)C15—H15A0.9700
C1—C21.384 (6)C15—H15B0.9700
C2—C31.381 (7)C16—H16A0.9600
C3—C41.374 (7)C16—H16B0.9600
C4—C51.381 (6)C16—H16C0.9600
C5—C61.392 (6)C17—H17A0.9700
C6—C71.466 (5)C17—H17B0.9700
C7—C111.366 (5)C18—H18A0.9600
C9—C101.334 (6)C18—H18B0.9600
C10—C121.489 (5)C18—H18C0.9600
C8—S1—C989.5 (2)C2—C1—H1119.00
C7—N1—C8103.6 (3)C6—C1—H1119.00
C8—N2—C10115.3 (3)C1—C2—H2121.00
C8—N2—C11106.2 (3)C3—C2—H2121.00
C10—N2—C11138.4 (3)C3—C4—H4120.00
N4—N3—C13119.5 (3)C5—C4—H4120.00
N3—N4—C14118.8 (4)C4—C5—H5119.00
C13—N3—HN3114 (3)C6—C5—H5119.00
N4—N3—HN3126 (3)S1—C9—H9123.00
C2—C1—C6121.5 (4)C10—C9—H9123.00
C1—C2—C3118.7 (4)N2—C11—H11127.00
Br1—C3—C4120.3 (4)C7—C11—H11127.00
C2—C3—C4121.3 (4)C10—C12—H12A109.00
Br1—C3—C2118.4 (4)C10—C12—H12B109.00
C3—C4—C5119.3 (4)C13—C12—H12A109.00
C4—C5—C6121.1 (4)C13—C12—H12B109.00
C1—C6—C5118.2 (4)H12A—C12—H12B108.00
C5—C6—C7121.1 (3)C14—C15—H15A108.00
C1—C6—C7120.7 (4)C14—C15—H15B108.00
N1—C7—C11111.0 (3)C16—C15—H15A108.00
N1—C7—C6120.6 (3)C16—C15—H15B108.00
C6—C7—C11128.5 (3)H15A—C15—H15B107.00
S1—C8—N2110.6 (3)C15—C16—H16A109.00
S1—C8—N1136.0 (3)C15—C16—H16B109.00
N1—C8—N2113.5 (3)C15—C16—H16C109.00
S1—C9—C10114.0 (3)H16A—C16—H16B109.00
N2—C10—C12121.3 (3)H16A—C16—H16C110.00
C9—C10—C12128.2 (4)H16B—C16—H16C109.00
N2—C10—C9110.5 (3)C14—C17—H17A112.00
N2—C11—C7105.7 (3)C14—C17—H17B112.00
C10—C12—C13111.9 (3)C18—C17—H17A112.00
O1—C13—N3121.1 (3)C18—C17—H17B112.00
N3—C13—C12117.5 (3)H17A—C17—H17B110.00
O1—C13—C12121.4 (3)C17—C18—H18A109.00
N4—C14—C17126.0 (5)C17—C18—H18B109.00
N4—C14—C15117.2 (5)C17—C18—H18C109.00
C15—C14—C17115.6 (5)H18A—C18—H18B109.00
C14—C15—C16116.4 (5)H18A—C18—H18C109.00
C14—C17—C1898.4 (7)H18B—C18—H18C109.00
C8—S1—C9—C100.2 (3)C6—C1—C2—C32.1 (6)
C9—S1—C8—N1179.7 (4)C1—C2—C3—Br1178.9 (3)
C9—S1—C8—N20.3 (3)C1—C2—C3—C41.5 (6)
C8—N1—C7—C6179.2 (3)Br1—C3—C4—C5179.8 (3)
C8—N1—C7—C110.4 (4)C2—C3—C4—C50.3 (6)
C7—N1—C8—S1178.9 (4)C3—C4—C5—C60.5 (6)
C7—N1—C8—N20.5 (4)C4—C5—C6—C7179.8 (4)
C11—N2—C10—C121.2 (6)C4—C5—C6—C10.1 (6)
C10—N2—C8—S10.7 (4)C1—C6—C7—N1177.8 (4)
C10—N2—C8—N1179.7 (3)C5—C6—C7—C11178.3 (4)
C8—N2—C11—C70.2 (4)C1—C6—C7—C111.8 (6)
C11—N2—C8—N10.5 (4)C5—C6—C7—N12.1 (5)
C11—N2—C8—S1179.2 (2)N1—C7—C11—N20.2 (4)
C8—N2—C10—C12179.0 (3)C6—C7—C11—N2179.5 (3)
C10—N2—C11—C7180.0 (4)S1—C9—C10—C12179.2 (3)
C11—N2—C10—C9178.9 (4)S1—C9—C10—N20.7 (4)
C8—N2—C10—C90.9 (4)N2—C10—C12—C1373.2 (4)
N4—N3—C13—O1179.7 (3)C9—C10—C12—C13106.9 (4)
N4—N3—C13—C120.2 (5)C10—C12—C13—O19.8 (5)
C13—N3—N4—C14177.3 (4)C10—C12—C13—N3170.7 (3)
N3—N4—C14—C15178.7 (4)N4—C14—C15—C160.3 (8)
N3—N4—C14—C1714.5 (7)C17—C14—C15—C16168.4 (6)
C2—C1—C6—C7178.5 (4)N4—C14—C17—C1896.4 (8)
C2—C1—C6—C51.4 (6)C15—C14—C17—C1896.7 (8)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N3—HN3···O1i0.83 (5)2.03 (5)2.844 (4)169 (4)
C17—H17B···O1i0.972.563.326 (9)136
Symmetry code: (i) x+1, y, z.

Experimental details

Crystal data
Chemical formulaC18H19BrN4OS
Mr419.34
Crystal system, space groupTriclinic, P1
Temperature (K)296
a, b, c (Å)6.9591 (6), 11.8636 (10), 13.1247 (11)
α, β, γ (°)65.411 (6), 78.892 (7), 75.193 (6)
V3)947.99 (15)
Z2
Radiation typeMo Kα
µ (mm1)2.29
Crystal size (mm)0.73 × 0.55 × 0.45
Data collection
DiffractometerStoe IPDSII
Absorption correctionIntegration
(X-RED32; Stoe & Cie, 2002)
Tmin, Tmax0.285, 0.425
No. of measured, independent and
observed [I > 2σ(I)] reflections
17037, 4441, 3359
Rint0.082
(sin θ/λ)max1)0.655
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.061, 0.157, 1.02
No. of reflections4441
No. of parameters222
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)1.18, 0.59

Computer programs: X-AREA (Stoe & Cie, 2002), X-AREA, X-RED32 (Stoe & Cie, 2002), SIR97 (Altomare et al., 1999), SHELXL97 (Sheldrick, 1997), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N3—HN3···O1i0.83 (5)2.03 (5)2.844 (4)169 (4)
C17—H17B···O1i0.972.563.326 (9)136
Symmetry code: (i) x+1, y, z.
 

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