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Acta Cryst. (2007). E63, m3006    [ doi:10.1107/S1600536807057352 ]

catena-Poly[[[aqua(1,10-phenanthroline-[kappa]2N,N')sodium(I)]-[mu]-aqua-[diaqua(1,10-phenanthroline-[kappa]2N,N')sodium(I)]-[mu]-aqua] dibromide 1,10-phenanthroline solvate]

J. Zhai, H. Yin and D. Wang

Abstract top

In the title compound, {[Na2(C12H8N2)2(H2O)5]Br2·C12H8N2}n, the NaI ions in polymeric chains adopt two different types of coordination geometry. In one type, the NaI ion is coordinated by two N atoms from 1,10-phenanthroline (L) and four water molecules in a distorted octahedral geometry, while in the other type, the NaI ion is coordinated by two N atoms from L and three water molecules in a distorted trigonal-bipyramidal geometry. The coordinating bond lengths Na-N [2.425 (5)-2.517 (5) Å] and Na-O [2.353 (5)-2.574 (4) Å] are normal. The crystal packing exhibits an extensive hydrogen-bonding network (O-H...N, O-H...O and O-H...Br) and [pi]-[pi] interactions (centroid-centroid distances are 3.821 and 3.896 Å).

Comment top

The structural chemistry of sodium complexes with 1,10-phenanthroline has been explored (Qian et al., 1994). In continuation of our study of sodium complexes with 1,10-phenanthroline, we present here the synthesis and crystal structure of the title compound, (I).

In the title compound (Fig. 1), [(Na2L2(H2O)5)2+·2Br−·L]n, (L=1,10-phenanthroline), the NaI ions in polymeric chains adopt two different coordinate fashions. The NaI ions adopt different coordinate fashions. In one fashion, the NaI ion is coordinated by two N atoms from L and four water molecules in a distorted octahedral geometry, while in another fashion, the NaI ion is coordinated by two N atoms from L and three water molecules in a distorted trigonal-bipyramidal geometry. The coordinating bond lengths Na—N [2.425 (5)–2.517 (5) Å] and Na—O [2.353 (5)–2.574 (4) Å] are normal. The crystal packing exhibits an extensive hydrogen-bonding network formed by O—H···N, O—H···O and O—H···Br hydrogen bonds (Table 1) and π···π interactions, proved by short distances of 3.605 (4) and 3.821 (4) between the centroids of central and outer rings of L from neighbouring molecules.

Related literature top

For related sodium complexes with 1,10-phenanthroline, see: Qian et al. (1994).

Experimental top

The title compound was prepared by the reaction of sodium(I) bromide (102.9 mg, 1 mmol) with 1,10-phenanthroline (198.2 mg, 1 mmol), in absolute ethanol. After stirring for 5 h at room temperature, the yellow paste was obtained and then filtered. Yellow crystals suitable for X-ray analysis were obtained by slow evaporation of ethanol/dichloromethane (1:1 v/v) solution over a period of two weeks (yield 82%. m.p. 452k).

Refinement top

All H atoms were placed in calculated positions, with C—H = 0.93 Å for aromatic H atoms, O—H = 0.85 Å, and treated as riding on their parent atoms, with Uiso(H) = 1.2 Ueq(C, O).

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL (Sheldrick, 1997b).

Figures top
[Figure 1] Fig. 1. View of (I) showing 30% probability displacement ellipsoids and the atom-numbering scheme [symmetry code: (A) −x + 1, y + 1/2, −z + 1/2]. H atoms have been omitted for clarity.
catena-Poly[[[aqua(1,10-phenanthroline-κ2N,N')sodium(I)]- µ-aqua-[diaqua(1,10-phenanthroline-κ2N,N')sodium(I)]-µ-aqua] dibromide 1,10-phenanthroline solvate] top
Crystal data top
[Na2(C12H8N2)2(H2O)5]Br2·C12H8N2F000 = 1696
Mr = 836.49Dx = 1.523 Mg m−3
Monoclinic, P21/cMo Kα radiation
λ = 0.71073 Å
a = 12.833 (5) ÅCell parameters from 2683 reflections
b = 11.445 (5) Åθ = 2.4–20.9º
c = 24.888 (10) ŵ = 2.30 mm−1
β = 93.696 (6)ºT = 298 (2) K
V = 3648 (2) Å3Block, yellow
Z = 40.66 × 0.32 × 0.10 mm
Data collection top
CCD area-detector
diffractometer		6336 independent reflections
Radiation source: fine-focus sealed tube3007 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.134
T = 298(2) Kθmax = 25.0º
φ and ω scansθmin = 1.6º
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −12→15
Tmin = 0.313, Tmax = 0.803k = −13→13
18042 measured reflectionsl = −29→27
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.052  w = 1/[σ2(Fo2)]
wR(F2) = 0.145(Δ/σ)max = 0.001
S = 0.85Δρmax = 0.44 e Å−3
6336 reflectionsΔρmin = −0.45 e Å−3
461 parametersExtinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0046 (4)
Secondary atom site location: difference Fourier map
Crystal data top
[Na2(C12H8N2)2(H2O)5]Br2·C12H8N2V = 3648 (2) Å3
Mr = 836.49Z = 4
Monoclinic, P21/cMo Kα
a = 12.833 (5) ŵ = 2.30 mm−1
b = 11.445 (5) ÅT = 298 (2) K
c = 24.888 (10) Å0.66 × 0.32 × 0.10 mm
β = 93.696 (6)º
Data collection top
CCD area-detector
diffractometer		6336 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		3007 reflections with I > 2σ(I)
Tmin = 0.313, Tmax = 0.803Rint = 0.134
18042 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.052461 parameters
wR(F2) = 0.145H-atom parameters constrained
S = 0.85Δρmax = 0.44 e Å−3
6336 reflectionsΔρmin = −0.45 e Å−3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Na10.39048 (15)0.29514 (18)0.25029 (8)0.0471 (6)
Na20.69832 (15)0.45126 (19)0.26998 (9)0.0512 (6)
Br10.27305 (5)0.09245 (6)0.39440 (3)0.0635 (3)
Br20.72128 (5)0.12723 (6)0.14815 (3)0.0717 (3)
N10.2206 (3)0.2379 (4)0.20115 (18)0.0458 (12)
N20.3897 (3)0.3228 (4)0.15218 (17)0.0405 (11)
N30.6562 (3)0.4975 (4)0.36179 (18)0.0439 (12)
N40.8426 (3)0.4056 (4)0.33425 (19)0.0440 (12)
N50.6283 (3)0.1801 (4)0.37083 (17)0.0407 (11)
N60.7845 (3)0.0744 (4)0.31736 (18)0.0394 (11)
O10.5907 (2)0.2818 (3)0.26352 (15)0.0534 (11)
H370.60100.23960.29150.064*
H380.60150.23750.23700.064*
O20.3959 (2)0.5093 (3)0.24641 (14)0.0487 (10)
H390.38600.53520.27770.058*
H400.35250.53850.22290.058*
O30.4043 (2)0.0894 (3)0.27973 (14)0.0471 (10)
H410.46680.06450.28220.056*
H420.39340.09040.31310.056*
O40.3149 (3)0.3385 (4)0.33216 (17)0.0831 (14)
H430.28520.27710.34280.100*
H440.28910.40220.34280.100*
O50.7918 (3)0.3920 (4)0.19641 (17)0.0718 (13)
H450.76340.32870.18520.086*
H460.77140.41310.16470.086*
C10.1379 (5)0.1980 (5)0.2253 (3)0.0556 (16)
H10.14430.18240.26210.067*
C20.0410 (4)0.1790 (5)0.1967 (3)0.0614 (18)
H2A−0.01540.15150.21470.074*
C30.0295 (4)0.2006 (5)0.1431 (3)0.0560 (17)
H3−0.03450.18810.12430.067*
C40.1144 (4)0.2419 (5)0.1165 (2)0.0403 (14)
C50.2100 (4)0.2599 (4)0.1478 (2)0.0353 (13)
C60.2977 (4)0.3069 (4)0.1214 (2)0.0331 (13)
C70.2886 (4)0.3349 (4)0.0668 (2)0.0378 (13)
C80.3746 (4)0.3851 (5)0.0433 (2)0.0476 (15)
H80.37010.40570.00710.057*
C90.4642 (4)0.4031 (5)0.0740 (3)0.0540 (17)
H90.52190.43710.05950.065*
C100.4678 (4)0.3695 (5)0.1279 (3)0.0496 (16)
H100.53020.38090.14830.060*
C110.1097 (4)0.2689 (5)0.0603 (2)0.0522 (17)
H110.04820.25450.03960.063*
C120.1908 (4)0.3140 (5)0.0370 (2)0.0459 (15)
H120.18410.33240.00060.055*
C130.5678 (4)0.5410 (5)0.3758 (3)0.0530 (17)
H130.51600.55410.34860.064*
C140.5449 (5)0.5694 (5)0.4282 (3)0.0562 (17)
H140.48090.60170.43550.067*
C150.6198 (5)0.5479 (5)0.4681 (3)0.0557 (17)
H150.60720.56490.50360.067*
C160.7162 (4)0.5002 (5)0.4557 (2)0.0443 (15)
C170.7323 (4)0.4761 (4)0.4011 (2)0.0390 (14)
C180.8299 (4)0.4284 (4)0.3866 (2)0.0383 (14)
C190.9086 (4)0.4064 (5)0.4284 (2)0.0441 (15)
C201.0038 (5)0.3614 (5)0.4122 (3)0.0618 (19)
H201.05800.34600.43780.074*
C211.0167 (4)0.3404 (5)0.3599 (3)0.0645 (19)
H211.07960.31100.34910.077*
C220.9332 (5)0.3640 (5)0.3217 (3)0.0550 (17)
H220.94300.34930.28560.066*
C230.7965 (5)0.4725 (5)0.4960 (2)0.0561 (17)
H230.78520.48510.53210.067*
C240.8876 (5)0.4289 (5)0.4826 (3)0.0571 (18)
H240.93890.41270.50970.069*
C250.5517 (4)0.2223 (5)0.3984 (3)0.0533 (16)
H250.48990.24470.37960.064*
C260.5591 (5)0.2346 (5)0.4542 (3)0.0595 (18)
H260.50200.26080.47200.071*
C270.6503 (5)0.2081 (5)0.4823 (2)0.0581 (17)
H270.65710.21930.51930.070*
C280.7335 (4)0.1641 (5)0.4552 (2)0.0440 (14)
C290.7192 (4)0.1479 (4)0.3996 (2)0.0375 (14)
C300.8015 (4)0.0986 (4)0.3698 (2)0.0360 (13)
C310.8991 (4)0.0763 (5)0.3987 (3)0.0435 (15)
C320.9783 (4)0.0304 (5)0.3684 (3)0.0536 (17)
H321.04350.01470.38530.064*
C330.9615 (4)0.0087 (5)0.3154 (3)0.0587 (18)
H331.0147−0.01980.29540.070*
C340.8624 (4)0.0300 (5)0.2914 (2)0.0523 (16)
H340.85010.01210.25500.063*
C350.8314 (5)0.1364 (5)0.4821 (2)0.0576 (18)
H350.84070.14620.51910.069*
C360.9105 (5)0.0961 (5)0.4546 (3)0.0605 (18)
H360.97460.08090.47290.073*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Na10.0494 (12)0.0529 (15)0.0386 (14)0.0009 (10)−0.0001 (10)0.0058 (11)
Na20.0506 (13)0.0624 (16)0.0397 (15)−0.0020 (11)−0.0049 (11)0.0047 (11)
Br10.0607 (4)0.0888 (6)0.0419 (4)−0.0109 (4)0.0097 (3)−0.0017 (3)
Br20.0713 (5)0.0805 (6)0.0630 (5)−0.0209 (4)0.0012 (4)0.0103 (4)
N10.046 (3)0.054 (3)0.038 (3)0.005 (2)0.002 (2)0.007 (2)
N20.039 (3)0.051 (3)0.032 (3)−0.006 (2)0.001 (2)−0.006 (2)
N30.038 (3)0.051 (3)0.043 (3)0.003 (2)−0.003 (2)0.002 (2)
N40.043 (3)0.050 (3)0.039 (3)0.002 (2)0.004 (2)0.001 (2)
N50.036 (2)0.049 (3)0.038 (3)−0.002 (2)0.010 (2)0.002 (2)
N60.038 (3)0.049 (3)0.031 (3)−0.003 (2)0.006 (2)−0.003 (2)
O10.057 (2)0.052 (3)0.050 (3)−0.0047 (19)−0.002 (2)0.005 (2)
O20.050 (2)0.063 (3)0.032 (2)0.0016 (19)−0.0075 (18)0.0049 (19)
O30.044 (2)0.063 (3)0.034 (2)0.0036 (18)0.0029 (17)0.0087 (19)
O40.118 (4)0.067 (3)0.069 (3)0.015 (3)0.046 (3)0.004 (2)
O50.081 (3)0.083 (4)0.052 (3)−0.002 (2)0.010 (2)−0.001 (2)
C10.063 (4)0.056 (4)0.049 (4)0.002 (3)0.014 (3)0.005 (3)
C20.045 (4)0.062 (5)0.080 (6)−0.004 (3)0.026 (4)0.010 (4)
C30.041 (3)0.054 (4)0.072 (5)−0.005 (3)0.002 (3)−0.001 (4)
C40.034 (3)0.043 (4)0.043 (4)0.001 (3)−0.002 (3)−0.001 (3)
C50.039 (3)0.029 (3)0.039 (4)0.007 (2)0.009 (3)0.004 (3)
C60.040 (3)0.032 (3)0.028 (3)0.005 (2)0.006 (3)−0.005 (2)
C70.053 (3)0.032 (3)0.028 (3)0.007 (3)0.001 (3)−0.005 (3)
C80.059 (4)0.049 (4)0.036 (4)0.000 (3)0.014 (3)0.007 (3)
C90.052 (4)0.058 (4)0.054 (5)−0.013 (3)0.022 (3)−0.004 (3)
C100.045 (3)0.049 (4)0.055 (5)−0.010 (3)0.003 (3)−0.013 (3)
C110.050 (4)0.052 (4)0.052 (5)−0.001 (3)−0.020 (3)−0.003 (3)
C120.052 (4)0.060 (4)0.025 (3)0.002 (3)−0.004 (3)0.000 (3)
C130.036 (3)0.050 (4)0.073 (5)0.006 (3)−0.002 (3)0.004 (3)
C140.051 (4)0.060 (5)0.058 (5)0.006 (3)0.013 (4)−0.004 (4)
C150.067 (4)0.054 (4)0.048 (4)0.000 (3)0.012 (4)−0.009 (3)
C160.048 (3)0.042 (4)0.043 (4)−0.005 (3)0.002 (3)−0.006 (3)
C170.044 (3)0.033 (3)0.040 (4)−0.009 (3)0.005 (3)0.003 (3)
C180.036 (3)0.034 (3)0.043 (4)0.001 (2)−0.005 (3)0.001 (3)
C190.042 (3)0.044 (4)0.044 (4)−0.004 (3)−0.009 (3)0.003 (3)
C200.044 (4)0.074 (5)0.066 (5)0.005 (3)−0.004 (4)−0.001 (4)
C210.043 (4)0.069 (5)0.084 (6)0.010 (3)0.013 (4)0.007 (4)
C220.057 (4)0.061 (4)0.049 (4)0.006 (3)0.014 (3)0.005 (3)
C230.074 (4)0.059 (4)0.034 (4)−0.006 (4)−0.005 (3)0.002 (3)
C240.062 (4)0.058 (4)0.047 (5)0.003 (3)−0.025 (4)0.005 (3)
C250.046 (4)0.059 (4)0.055 (5)−0.007 (3)0.005 (3)0.001 (3)
C260.054 (4)0.065 (5)0.063 (5)−0.005 (3)0.030 (4)−0.004 (4)
C270.076 (4)0.062 (5)0.039 (4)−0.013 (4)0.019 (4)−0.005 (3)
C280.055 (4)0.042 (4)0.036 (4)−0.008 (3)0.004 (3)0.002 (3)
C290.033 (3)0.039 (3)0.041 (4)−0.006 (2)0.002 (3)0.010 (3)
C300.032 (3)0.036 (3)0.039 (4)−0.007 (2)0.002 (3)−0.002 (3)
C310.039 (3)0.040 (4)0.050 (4)−0.003 (3)−0.007 (3)0.009 (3)
C320.032 (3)0.054 (4)0.075 (5)0.004 (3)−0.005 (3)0.010 (4)
C330.039 (4)0.066 (5)0.072 (5)−0.001 (3)0.016 (4)0.003 (4)
C340.051 (4)0.060 (4)0.047 (4)−0.009 (3)0.013 (3)−0.008 (3)
C350.075 (5)0.064 (5)0.031 (4)−0.014 (4)−0.015 (4)0.004 (3)
C360.054 (4)0.064 (5)0.061 (5)0.008 (3)−0.017 (4)0.015 (4)
Geometric parameters (Å, °) top
Na1—O42.365 (5)C8—C91.356 (7)
Na1—O22.454 (4)C8—H80.9300
Na1—N22.462 (5)C9—C101.392 (8)
Na1—O32.469 (4)C9—H90.9300
Na1—N12.517 (5)C10—H100.9300
Na1—O12.574 (4)C11—C121.328 (7)
Na1—Na2i4.119 (3)C11—H110.9300
Na2—O52.353 (5)C12—H120.9300
Na2—O3ii2.357 (4)C13—C141.393 (8)
Na2—O12.380 (4)C13—H130.9300
Na2—N42.425 (5)C14—C151.359 (7)
Na2—N32.440 (5)C14—H140.9300
Na2—Na1ii4.119 (3)C15—C161.405 (7)
N1—C11.334 (7)C15—H150.9300
N1—C51.350 (6)C16—C171.413 (7)
N2—C101.317 (7)C16—C231.427 (7)
N2—C61.376 (6)C17—C181.433 (7)
N3—C131.306 (6)C18—C191.424 (7)
N3—C171.360 (6)C19—C201.408 (8)
N4—C221.312 (6)C19—C241.417 (8)
N4—C181.350 (7)C20—C211.343 (9)
N5—C251.326 (7)C20—H200.9300
N5—C291.380 (6)C21—C221.412 (8)
N6—C341.327 (7)C21—H210.9300
N6—C301.338 (6)C22—H220.9300
O1—H370.8500C23—C241.333 (8)
O1—H380.8500C23—H230.9300
O2—H390.8500C24—H240.9300
O2—H400.8500C25—C261.391 (8)
O3—Na2i2.357 (4)C25—H250.9300
O3—H410.8500C26—C271.359 (7)
O3—H420.8499C26—H260.9300
O4—H430.8499C27—C281.393 (7)
O4—H440.8500C27—H270.9300
O5—H450.8501C28—C291.395 (7)
O5—H460.8500C28—C351.421 (7)
C1—C21.410 (8)C29—C301.444 (7)
C1—H10.9300C30—C311.427 (7)
C2—C31.354 (8)C31—C321.406 (8)
C2—H2A0.9300C31—C361.408 (8)
C3—C41.394 (7)C32—C331.345 (8)
C3—H30.9300C32—H320.9300
C4—C51.425 (6)C33—C341.392 (7)
C4—C111.428 (7)C33—H330.9300
C5—C61.444 (7)C34—H340.9300
C6—C71.394 (7)C35—C361.342 (8)
C7—C81.404 (7)C35—H350.9300
C7—C121.436 (7)C36—H360.9300
O4—Na1—O280.71 (15)C6—C7—C12118.7 (5)
O4—Na1—N2148.42 (17)C8—C7—C12122.5 (5)
O2—Na1—N280.27 (14)C9—C8—C7119.3 (5)
O4—Na1—O388.29 (15)C9—C8—H8120.4
O2—Na1—O3164.26 (14)C7—C8—H8120.4
N2—Na1—O3114.36 (15)C8—C9—C10118.3 (5)
O4—Na1—N194.76 (17)C8—C9—H9120.8
O2—Na1—N1105.47 (14)C10—C9—H9120.8
N2—Na1—N166.62 (15)N2—C10—C9125.1 (5)
O3—Na1—N186.52 (14)N2—C10—H10117.4
O4—Na1—O1111.33 (16)C9—C10—H10117.4
O2—Na1—O191.93 (12)C12—C11—C4121.8 (5)
N2—Na1—O194.29 (14)C12—C11—H11119.1
O3—Na1—O181.57 (12)C4—C11—H11119.1
N1—Na1—O1150.81 (16)C11—C12—C7121.5 (5)
O4—Na1—Na2i100.40 (13)C11—C12—H12119.2
O2—Na1—Na2i163.28 (10)C7—C12—H12119.2
N2—Na1—Na2i91.01 (12)N3—C13—C14125.3 (6)
O3—Na1—Na2i30.59 (8)N3—C13—H13117.4
N1—Na1—Na2i57.83 (11)C14—C13—H13117.4
O1—Na1—Na2i103.00 (10)C15—C14—C13117.4 (6)
O5—Na2—O3ii94.63 (15)C15—C14—H14121.3
O5—Na2—O192.00 (16)C13—C14—H14121.3
O3ii—Na2—O1102.07 (14)C14—C15—C16120.0 (6)
O5—Na2—N492.58 (17)C14—C15—H15120.0
O3ii—Na2—N4150.24 (17)C16—C15—H15120.0
O1—Na2—N4106.50 (16)C15—C16—C17118.2 (5)
O5—Na2—N3161.14 (16)C15—C16—C23122.5 (6)
O3ii—Na2—N3101.31 (16)C17—C16—C23119.2 (5)
O1—Na2—N394.43 (15)N3—C17—C16120.9 (5)
N4—Na2—N368.60 (16)N3—C17—C18119.1 (5)
O5—Na2—Na1ii109.34 (13)C16—C17—C18120.0 (5)
O3ii—Na2—Na1ii32.22 (9)N4—C18—C19123.0 (5)
O1—Na2—Na1ii127.99 (11)N4—C18—C17118.7 (5)
N4—Na2—Na1ii118.71 (13)C19—C18—C17118.3 (5)
N3—Na2—Na1ii80.29 (12)C20—C19—C24124.2 (5)
C1—N1—C5118.4 (4)C20—C19—C18116.3 (6)
C1—N1—Na1124.0 (4)C24—C19—C18119.5 (5)
C5—N1—Na1117.3 (3)C21—C20—C19120.4 (6)
C10—N2—C6116.7 (5)C21—C20—H20119.8
C10—N2—Na1123.6 (4)C19—C20—H20119.8
C6—N2—Na1118.9 (3)C20—C21—C22118.8 (6)
C13—N3—C17118.2 (5)C20—C21—H21120.6
C13—N3—Na2125.5 (4)C22—C21—H21120.6
C17—N3—Na2116.3 (4)N4—C22—C21123.7 (6)
C22—N4—C18117.7 (5)N4—C22—H22118.2
C22—N4—Na2124.9 (4)C21—C22—H22118.2
C18—N4—Na2117.4 (3)C24—C23—C16120.8 (6)
C25—N5—C29117.3 (5)C24—C23—H23119.6
C34—N6—C30118.3 (4)C16—C23—H23119.6
Na2—O1—Na1122.02 (16)C23—C24—C19122.0 (5)
Na2—O1—H37110.4C23—C24—H24119.0
Na1—O1—H37103.9C19—C24—H24119.0
Na2—O1—H38114.6N5—C25—C26123.3 (5)
Na1—O1—H3898.4N5—C25—H25118.4
H37—O1—H38105.8C26—C25—H25118.4
Na1—O2—H39107.8C27—C26—C25119.5 (6)
Na1—O2—H40113.6C27—C26—H26120.3
H39—O2—H40111.3C25—C26—H26120.3
Na2i—O3—Na1117.19 (15)C26—C27—C28119.5 (6)
Na2i—O3—H41107.9C26—C27—H27120.2
Na1—O3—H41113.0C28—C27—H27120.2
Na2i—O3—H42113.6C27—C28—C29118.2 (5)
Na1—O3—H42105.3C27—C28—C35122.3 (6)
H41—O3—H4298.4C29—C28—C35119.5 (6)
Na1—O4—H43108.2N5—C29—C28122.1 (5)
Na1—O4—H44129.6N5—C29—C30117.3 (5)
H43—O4—H44114.9C28—C29—C30120.5 (5)
Na2—O5—H45105.8N6—C30—C31122.4 (5)
Na2—O5—H46119.8N6—C30—C29120.3 (4)
H45—O5—H4680.6C31—C30—C29117.3 (5)
N1—C1—C2121.7 (6)C32—C31—C36123.9 (5)
N1—C1—H1119.1C32—C31—C30116.0 (6)
C2—C1—H1119.1C36—C31—C30120.1 (5)
C3—C2—C1120.4 (6)C33—C32—C31121.3 (5)
C3—C2—H2A119.8C33—C32—H32119.3
C1—C2—H2A119.8C31—C32—H32119.3
C2—C3—C4119.4 (5)C32—C33—C34118.2 (6)
C2—C3—H3120.3C32—C33—H33120.9
C4—C3—H3120.3C34—C33—H33120.9
C3—C4—C5117.4 (5)N6—C34—C33123.6 (6)
C3—C4—C11123.6 (5)N6—C34—H34118.2
C5—C4—C11119.0 (5)C33—C34—H34118.2
N1—C5—C4122.7 (5)C36—C35—C28120.8 (6)
N1—C5—C6119.0 (4)C36—C35—H35119.6
C4—C5—C6118.3 (5)C28—C35—H35119.6
N2—C6—C7121.8 (5)C35—C36—C31121.7 (5)
N2—C6—C5117.5 (5)C35—C36—H36119.2
C7—C6—C5120.7 (4)C31—C36—H36119.2
C6—C7—C8118.7 (5)
Symmetry codes: (i) −x+1, y−1/2, −z+1/2; (ii) −x+1, y+1/2, −z+1/2.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1—H37···N50.852.102.925 (6)164
O2—H39···Br2ii0.852.603.388 (4)156
O2—H40···N6ii0.852.012.821 (5)160
O3—H41···O2i0.852.042.838 (5)156
O3—H42···Br10.852.623.406 (4)153
O4—H43···Br10.852.483.275 (4)155
O4—H44···Br2ii0.852.593.377 (4)155
O5—H45···Br20.852.533.362 (4)167
O5—H46···Br1ii0.852.573.290 (4)143
Symmetry codes: (ii) −x+1, y+1/2, −z+1/2; (i) −x+1, y−1/2, −z+1/2.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1—H37···N50.852.102.925 (6)164
O2—H39···Br2i0.852.603.388 (4)156
O2—H40···N6i0.852.012.821 (5)160
O3—H41···O2ii0.852.042.838 (5)156
O3—H42···Br10.852.623.406 (4)153
O4—H43···Br10.852.483.275 (4)155
O4—H44···Br2i0.852.593.377 (4)155
O5—H45···Br20.852.533.362 (4)167
O5—H46···Br1i0.852.573.290 (4)143
Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (ii) −x+1, y−1/2, −z+1/2.
Acknowledgements top

The authors acknowledge the National Natural [Science?] Foundation of China (grant No. 20771053), Shandong Province Science Foundation and the State Key Laboratory of Crystal Material, Shandong University, People's Republic of China.

references
References top

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