Abstract
The title compound, [Sr(C10H6NO2)2(H2O)2]n, contains an eight-coordinate SrII ion displaying a distorted square-antiprismatic geometry, two quinoline-3-carboxylate ligands and two terminal water molecules. The SrII atom is surrounded by six carboxylate O atoms from four separate quinoline-3-carboxylate ligands and two O atoms from two coordinated water molecules. The bridging carboxylate O atoms [Sr—O = 2.498 (3) and 2.495 (3) Å] link SrII atoms, forming a chain substructure extending along the c axis. The chains are linked by O—H⋯N and O—H⋯O hydrogen bonds, giving a three-dimensional framework structure
Related literature
For a similar structure, see: Miao et al. (2010 ▶). For structures with quinoline-3-carboxylate ligands, see: Okabe & Muranishi (2003a
▶,b
▶); Zevaco et al. (1998 ▶). For quinoline-3-carboxylate ligands in a range of metal complexes, see: Haendler (1986 ▶, 1996 ▶); Hu et al. (2007 ▶); Martell & Smith (1974 ▶); Odoko et al. (2001 ▶); Okabe & Koizumi (1997 ▶); Okabe & Makino (1998 ▶, 1999 ▶); Okabe & Muranishi (2002 ▶).
Experimental
Crystal data
[Sr(C10H6NO2)2(H2O)2]
M r = 467.97
Monoclinic,
a = 16.121 (3) Å
b = 15.568 (3) Å
c = 7.9607 (16) Å
β = 97.42 (3)°
V = 1981.2 (7) Å3
Z = 4
Mo Kα radiation
μ = 2.76 mm−1
T = 293 K
0.30 × 0.28 × 0.22 mm
Data collection
Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.491, T max = 0.582
15104 measured reflections
3551 independent reflections
2571 reflections with I > 2σ(I)
R int = 0.047
Refinement
R[F 2 > 2σ(F 2)] = 0.037
wR(F 2) = 0.112
S = 1.19
3551 reflections
274 parameters
6 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρmax = 0.79 e Å−3
Δρmin = −1.19 e Å−3
Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2002 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.
Supplementary Material
Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811036610/jh2325sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811036610/jh2325Isup2.hkl
Additional supplementary materials: crystallographic information; 3D view; checkCIF report
Table 1. Hydrogen-bond geometry (Å, °).
| D—H⋯A | D—H | H⋯A | D⋯A | D—H⋯A |
|---|---|---|---|---|
| O1W—H2W⋯O2i | 0.84 (1) | 1.97 (2) | 2.798 (5) | 168 (6) |
| O1W—H1W⋯N1ii | 0.84 (1) | 2.01 (1) | 2.846 (6) | 175 (6) |
| O2W—H3W⋯O3iii | 0.84 (1) | 1.99 (2) | 2.810 (5) | 166 (5) |
| O2W—H4W⋯N2iv | 0.84 (1) | 2.01 (1) | 2.846 (6) | 176 (5) |
Symmetry codes: (i)
; (ii)
; (iii)
; (iv)
.
Acknowledgments
This work was supported by the Nonprofit Industry Foundation of the National Marine Public Welfare Projects (grant No. 2000905021), the Guangdong Oceanic Fisheries Technology Promotion Project [grant No. A2009003–018(c)], the Guangdong Chinese Academy of Science comprehensive strategic cooperation project (grant No. 2009B091300121), Guangdong Province key project in the field of social development [grant No. A2009011–007(c)], the Science and Technology Department of Guangdong Province Project (grant No. 00087061110314018) and the Guangdong Natural Science Foundation (No. 9252408801000002)
supplementary crystallographic information
Comment
Crystal engineering of mental-organic complexes is a very active research field. It is well known that organic ligands play a crucial role in the design and construction of desirable frameworks. Quinoline-2-carboxylic acid is a tryptophan metabolite and it is known to be a chelator of transition metal ions (Martell & Smith, 1974). The crystal structures of its metal complexes have been determined for several metal ions, including FeII (Okabe & Makino, 1998; Okabe & Muranishi (2003a), ZnII (Zevaco et al., 1998; Okabe & Muranishi (2003b), NiII (Odoko et al., 2001), VIV (Okabe & Muranishi, 2002), CuII (Haendler, 1986), MnII (Haendler, 1986; Okabe & Koizumi, 1997) and CoII (Okabe & Makino, 1999). However, to the best of our knowledge, the complexes based on the quinoline-3-carboxylate ligand are still largely unexplored(Hu et al., 2007), In our previous study, we obtained a new CaII complex with quinoline-3-carboxylate ligand (Miao et al., 2010). In this paper, we will present the synthesis and crystal structure of a new Sr(II) complex assembled from SrCl2 and quinoline-3-carboxylate ligand.
As illustrated in Fig. 1, the title complex [Sr(C10H6NO2)2 (H2O)2]n, contains a eight-coordinate SrII ion, two quinoline-3-carboxylate ligands and two terminal water molecules. Each SrII displays a distorted square-antiprismatic geametry defined by six carboxylate O atoms, from four separate quinoline-3-carboxylate ligands and two oxygen atoms from two aqual ligands. It is noted that the quinoline-3-carboxylate only one coordination mode in the title complex: each adopts bidentate chelating and bridging coordination fashion to connect two adjacent SrII ions. The bridging carboxylate O atoms (O1 and O4) [Sr—O, 2.498 (3), 2.495 (3) Å] link separate SrII centres, forming a one-dimensional chain substructure extended along c (Fig.2). The chains are linked together by O—H···N and O—H···O hydrogen bonds (Table 1) giving a three-dimensional framework structure (Fig.3).
Experimental
A mixture of SrCl2 (0.05 g, 0.2 mmol) and quinoline-3-carboxylic acid (0.04 g, 0.2 mmol) in 12 ml of distilled water was sealed in an autoclave equipped with a Teflon liner (20 ml) and then heated at 394 K for 2 days. Crystals of the title compound were obtained by slow evaporation of the solvent at room temperature.
Refinement
Water H atoms were located in a difference Fourier map and were allowed to ride on the parent atom, with Uiso(H) = 1.5Ueq(O). Carboxyl H atoms were located in a difference map and refined with distance restraints, Uiso(H) = 1.5Ueq(O). Other H atoms were placed at calculated positions and were treated as riding on parent atoms with C—H = 0.96 (methyl), 0.97 (methylene) and N—H = 0.86 Å, Uiso(H) = 1.2 or 1.5Ueq(C,N). The propyl groups of H3pimda are disordered over two sites with refined occupancies of 0.768 (6):0.232 (6) and 0.642 (8):0.358 (8). C—C distance restraints of disordered components were applied. The O3W water molecule is located close to an inversion center, its occupancy factor was refined to 0.49 (1) and was fixed as 0.5 at the final refinements.
Figures
Fig. 1.
The structure of the title compound, showing the atomic numbering scheme. Non-H atoms are shown with 30% probability displacement ellipsoids.
Fig. 2.
The one-dimensional chain substructure of (I) extending along the c axis.
Fig. 3.
The three-dimensional hydrogen-bonded structure of (I).
Crystal data
| [Sr(C10H6NO2)2(H2O)2] | Z = 4 |
| Mr = 467.97 | F(000) = 944 |
| Monoclinic, P21/c | Dx = 1.569 Mg m−3 |
| Hall symbol: -P 2ybc | Mo Kα radiation, λ = 0.71073 Å |
| a = 16.121 (3) Å | µ = 2.76 mm−1 |
| b = 15.568 (3) Å | T = 293 K |
| c = 7.9607 (16) Å | Block, colorless |
| β = 97.42 (3)° | 0.30 × 0.28 × 0.22 mm |
| V = 1981.2 (7) Å3 |
Data collection
| Bruker APEXII area-detector diffractometer | 3551 independent reflections |
| Radiation source: fine-focus sealed tube | 2571 reflections with I > 2σ(I) |
| graphite | Rint = 0.047 |
| φ and ω scan | θmax = 25.2°, θmin = 3.0° |
| Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −19→19 |
| Tmin = 0.491, Tmax = 0.582 | k = −18→18 |
| 15104 measured reflections | l = −9→9 |
Refinement
| Refinement on F2 | Primary atom site location: structure-invariant direct methods |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| R[F2 > 2σ(F2)] = 0.037 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.112 | H atoms treated by a mixture of independent and constrained refinement |
| S = 1.19 | w = 1/[σ2(Fo2) + (0.0192P)2 + 6.2168P] where P = (Fo2 + 2Fc2)/3 |
| 3551 reflections | (Δ/σ)max < 0.001 |
| 274 parameters | Δρmax = 0.79 e Å−3 |
| 6 restraints | Δρmin = −1.19 e Å−3 |
Special details
| Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
| Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | ||
| C1 | 0.3837 (3) | 0.4533 (3) | 0.1246 (6) | 0.0332 (11) | |
| C2 | 0.3401 (3) | 0.5067 (3) | 0.0107 (6) | 0.0365 (12) | |
| H2 | 0.2915 | 0.4874 | −0.0540 | 0.044* | |
| C3 | 0.3245 (4) | 0.6518 (4) | −0.1203 (8) | 0.0556 (16) | |
| H3 | 0.2742 | 0.6365 | −0.1840 | 0.067* | |
| C4 | 0.3558 (5) | 0.7327 (4) | −0.1338 (9) | 0.0653 (19) | |
| H4 | 0.3263 | 0.7728 | −0.2047 | 0.078* | |
| C5 | 0.4321 (5) | 0.7549 (4) | −0.0410 (8) | 0.0629 (19) | |
| H5 | 0.4537 | 0.8096 | −0.0539 | 0.076* | |
| C6 | 0.4753 (4) | 0.6996 (4) | 0.0668 (7) | 0.0506 (15) | |
| H6 | 0.5258 | 0.7164 | 0.1281 | 0.061* | |
| C7 | 0.4575 (3) | 0.4845 (3) | 0.2190 (7) | 0.0390 (13) | |
| H7 | 0.4861 | 0.4485 | 0.3000 | 0.047* | |
| C8 | 0.3683 (3) | 0.5914 (3) | −0.0099 (7) | 0.0388 (13) | |
| C9 | 0.4441 (3) | 0.6161 (3) | 0.0865 (7) | 0.0378 (13) | |
| C10 | 0.3537 (3) | 0.3649 (3) | 0.1549 (6) | 0.0281 (11) | |
| C11 | 0.0395 (3) | 0.3680 (3) | 0.3787 (6) | 0.0351 (12) | |
| C12 | 0.0123 (3) | 0.3445 (4) | 0.5246 (7) | 0.0441 (14) | |
| H12 | 0.0446 | 0.3078 | 0.5988 | 0.053* | |
| C13 | −0.0952 (4) | 0.3567 (5) | 0.7191 (9) | 0.077 (2) | |
| H13 | −0.0651 | 0.3203 | 0.7973 | 0.093* | |
| C14 | −0.1681 (5) | 0.3917 (6) | 0.7537 (11) | 0.093 (3) | |
| H14 | −0.1873 | 0.3802 | 0.8566 | 0.112* | |
| C15 | −0.2145 (5) | 0.4451 (5) | 0.6353 (10) | 0.076 (2) | |
| H15 | −0.2649 | 0.4679 | 0.6596 | 0.091* | |
| C16 | −0.1873 (4) | 0.4638 (4) | 0.4872 (9) | 0.0564 (17) | |
| H16 | −0.2188 | 0.4995 | 0.4098 | 0.068* | |
| C17 | −0.0119 (4) | 0.4216 (4) | 0.2672 (7) | 0.0466 (14) | |
| H17 | 0.0064 | 0.4359 | 0.1646 | 0.056* | |
| C18 | −0.0649 (4) | 0.3751 (4) | 0.5657 (7) | 0.0469 (14) | |
| C19 | −0.1115 (4) | 0.4298 (4) | 0.4488 (7) | 0.0439 (14) | |
| C20 | 0.1226 (3) | 0.3383 (3) | 0.3324 (7) | 0.0358 (12) | |
| N1 | 0.4882 (3) | 0.5620 (3) | 0.1991 (6) | 0.0419 (11) | |
| N2 | −0.0843 (3) | 0.4528 (3) | 0.2993 (6) | 0.0518 (13) | |
| O1 | 0.3147 (2) | 0.3241 (2) | 0.0321 (4) | 0.0353 (8) | |
| O2 | 0.3661 (2) | 0.3348 (2) | 0.3017 (4) | 0.0379 (9) | |
| O3 | 0.1346 (2) | 0.3385 (3) | 0.1807 (4) | 0.0486 (10) | |
| O4 | 0.1760 (2) | 0.3101 (2) | 0.4499 (4) | 0.0363 (8) | |
| O1W | 0.3523 (2) | 0.1106 (3) | 0.1318 (5) | 0.0446 (10) | |
| H2W | 0.355 (3) | 0.119 (4) | 0.028 (2) | 0.067* | |
| H1W | 0.3984 (18) | 0.093 (4) | 0.182 (5) | 0.067* | |
| O2W | 0.1494 (3) | 0.1094 (3) | 0.3479 (5) | 0.0535 (11) | |
| H3W | 0.141 (4) | 0.117 (3) | 0.448 (3) | 0.080* | |
| H4W | 0.129 (4) | 0.063 (2) | 0.308 (6) | 0.080* | |
| Sr1 | 0.25124 (3) | 0.21557 (3) | 0.23948 (6) | 0.02880 (15) |
Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| C1 | 0.037 (3) | 0.030 (3) | 0.033 (3) | −0.003 (2) | 0.003 (2) | −0.006 (2) |
| C2 | 0.033 (3) | 0.044 (3) | 0.032 (3) | −0.009 (2) | 0.004 (2) | −0.004 (2) |
| C3 | 0.062 (4) | 0.054 (4) | 0.048 (4) | −0.007 (3) | −0.006 (3) | 0.010 (3) |
| C4 | 0.085 (5) | 0.049 (4) | 0.062 (4) | −0.004 (3) | 0.011 (4) | 0.022 (3) |
| C5 | 0.085 (5) | 0.047 (4) | 0.059 (4) | −0.022 (4) | 0.020 (4) | 0.004 (3) |
| C6 | 0.057 (4) | 0.048 (4) | 0.047 (4) | −0.013 (3) | 0.009 (3) | −0.004 (3) |
| C7 | 0.037 (3) | 0.042 (3) | 0.036 (3) | −0.006 (2) | −0.004 (2) | −0.004 (2) |
| C8 | 0.040 (3) | 0.036 (3) | 0.042 (3) | −0.005 (2) | 0.010 (3) | 0.003 (2) |
| C9 | 0.041 (3) | 0.034 (3) | 0.039 (3) | −0.010 (2) | 0.009 (3) | −0.005 (2) |
| C10 | 0.021 (3) | 0.039 (3) | 0.027 (3) | −0.002 (2) | 0.014 (2) | −0.008 (2) |
| C11 | 0.031 (3) | 0.042 (3) | 0.031 (3) | 0.005 (2) | −0.001 (2) | −0.004 (2) |
| C12 | 0.036 (3) | 0.058 (4) | 0.037 (3) | 0.009 (3) | 0.001 (2) | 0.007 (3) |
| C13 | 0.056 (5) | 0.120 (6) | 0.060 (5) | 0.024 (4) | 0.023 (4) | 0.025 (4) |
| C14 | 0.074 (6) | 0.140 (8) | 0.072 (6) | 0.022 (5) | 0.035 (5) | 0.009 (5) |
| C15 | 0.049 (4) | 0.095 (6) | 0.086 (6) | 0.016 (4) | 0.024 (4) | −0.005 (5) |
| C16 | 0.044 (4) | 0.061 (4) | 0.067 (4) | 0.016 (3) | 0.016 (3) | −0.009 (3) |
| C17 | 0.048 (4) | 0.055 (4) | 0.037 (3) | 0.015 (3) | 0.006 (3) | 0.009 (3) |
| C18 | 0.038 (3) | 0.059 (4) | 0.044 (4) | 0.007 (3) | 0.006 (3) | 0.005 (3) |
| C19 | 0.038 (3) | 0.044 (3) | 0.051 (4) | 0.001 (2) | 0.008 (3) | −0.004 (3) |
| C20 | 0.037 (3) | 0.035 (3) | 0.034 (3) | 0.004 (2) | 0.000 (2) | −0.002 (2) |
| N1 | 0.039 (3) | 0.046 (3) | 0.040 (3) | −0.012 (2) | 0.000 (2) | −0.005 (2) |
| N2 | 0.044 (3) | 0.055 (3) | 0.056 (3) | 0.019 (2) | 0.004 (2) | 0.007 (2) |
| O1 | 0.042 (2) | 0.0345 (19) | 0.0281 (19) | −0.0058 (15) | −0.0005 (16) | −0.0059 (14) |
| O2 | 0.047 (2) | 0.047 (2) | 0.0189 (18) | −0.0094 (17) | 0.0002 (15) | 0.0023 (15) |
| O3 | 0.055 (3) | 0.068 (3) | 0.024 (2) | 0.023 (2) | 0.0086 (18) | 0.0050 (17) |
| O4 | 0.033 (2) | 0.051 (2) | 0.0246 (18) | 0.0092 (16) | 0.0020 (15) | 0.0017 (15) |
| O1W | 0.044 (2) | 0.056 (2) | 0.033 (2) | 0.0159 (19) | 0.0027 (18) | 0.0034 (18) |
| O2W | 0.066 (3) | 0.063 (3) | 0.032 (2) | −0.029 (2) | 0.009 (2) | −0.0082 (19) |
| Sr1 | 0.0294 (3) | 0.0317 (2) | 0.0244 (3) | −0.0002 (2) | −0.00020 (17) | 0.00050 (19) |
Geometric parameters (Å, °)
| C1—C2 | 1.357 (7) | C14—C15 | 1.398 (11) |
| C1—C7 | 1.409 (7) | C14—H14 | 0.9300 |
| C1—C10 | 1.488 (7) | C15—C16 | 1.342 (9) |
| C2—C8 | 1.412 (7) | C15—H15 | 0.9300 |
| C2—H2 | 0.9300 | C16—C19 | 1.400 (8) |
| C3—C4 | 1.366 (8) | C16—H16 | 0.9300 |
| C3—C8 | 1.412 (8) | C17—N2 | 1.320 (7) |
| C3—H3 | 0.9300 | C17—H17 | 0.9300 |
| C4—C5 | 1.394 (9) | C18—C19 | 1.406 (8) |
| C4—H4 | 0.9300 | C19—N2 | 1.368 (7) |
| C5—C6 | 1.345 (9) | C20—O3 | 1.247 (6) |
| C5—H5 | 0.9300 | C20—O4 | 1.265 (6) |
| C6—C9 | 1.411 (7) | O1—Sr1i | 2.498 (3) |
| C6—H6 | 0.9300 | O1—Sr1 | 2.658 (3) |
| C7—N1 | 1.322 (6) | O2—Sr1 | 2.624 (3) |
| C7—H7 | 0.9300 | O3—Sr1 | 2.682 (4) |
| C8—C9 | 1.410 (7) | O4—Sr1ii | 2.495 (3) |
| C9—N1 | 1.362 (7) | O4—Sr1 | 2.640 (3) |
| C10—O2 | 1.251 (6) | O1W—Sr1 | 2.534 (4) |
| C10—O1 | 1.263 (5) | O1W—H2W | 0.840 (10) |
| C11—C12 | 1.344 (7) | O1W—H1W | 0.841 (10) |
| C11—C17 | 1.407 (7) | O2W—Sr1 | 2.557 (4) |
| C11—C20 | 1.508 (7) | O2W—H3W | 0.839 (10) |
| C12—C18 | 1.410 (8) | O2W—H4W | 0.838 (10) |
| C12—H12 | 0.9300 | Sr1—O4i | 2.495 (3) |
| C13—C14 | 1.356 (10) | Sr1—O1ii | 2.498 (3) |
| C13—C18 | 1.402 (8) | Sr1—H2W | 2.93 (4) |
| C13—H13 | 0.9300 | ||
| C2—C1—C7 | 118.3 (5) | C20—O3—Sr1 | 91.3 (3) |
| C2—C1—C10 | 121.6 (5) | C20—O4—Sr1ii | 160.4 (3) |
| C7—C1—C10 | 120.1 (5) | C20—O4—Sr1 | 92.8 (3) |
| C1—C2—C8 | 120.3 (5) | Sr1ii—O4—Sr1 | 106.78 (12) |
| C1—C2—H2 | 119.9 | Sr1—O1W—H2W | 110 (4) |
| C8—C2—H2 | 119.9 | Sr1—O1W—H1W | 128 (4) |
| C4—C3—C8 | 120.2 (6) | H2W—O1W—H1W | 111.6 (14) |
| C4—C3—H3 | 119.9 | Sr1—O2W—H3W | 115 (4) |
| C8—C3—H3 | 119.9 | Sr1—O2W—H4W | 132 (3) |
| C3—C4—C5 | 119.8 (6) | H3W—O2W—H4W | 111.9 (14) |
| C3—C4—H4 | 120.1 | O4i—Sr1—O1ii | 156.08 (11) |
| C5—C4—H4 | 120.1 | O4i—Sr1—O1W | 80.89 (12) |
| C6—C5—C4 | 121.9 (6) | O1ii—Sr1—O1W | 87.25 (11) |
| C6—C5—H5 | 119.1 | O4i—Sr1—O2W | 87.22 (12) |
| C4—C5—H5 | 119.1 | O1ii—Sr1—O2W | 74.30 (13) |
| C5—C6—C9 | 119.9 (6) | O1W—Sr1—O2W | 99.57 (14) |
| C5—C6—H6 | 120.1 | O4i—Sr1—O2 | 122.32 (11) |
| C9—C6—H6 | 120.1 | O1ii—Sr1—O2 | 78.73 (11) |
| N1—C7—C1 | 123.7 (5) | O1W—Sr1—O2 | 92.94 (13) |
| N1—C7—H7 | 118.2 | O2W—Sr1—O2 | 149.55 (11) |
| C1—C7—H7 | 118.2 | O4i—Sr1—O4 | 117.83 (13) |
| C9—C8—C2 | 117.4 (5) | O1ii—Sr1—O4 | 73.29 (10) |
| C9—C8—C3 | 119.1 (5) | O1W—Sr1—O4 | 160.47 (11) |
| C2—C8—C3 | 123.5 (5) | O2W—Sr1—O4 | 77.18 (13) |
| N1—C9—C8 | 122.1 (5) | O2—Sr1—O4 | 81.79 (11) |
| N1—C9—C6 | 118.7 (5) | O4i—Sr1—O1 | 73.02 (10) |
| C8—C9—C6 | 119.2 (5) | O1ii—Sr1—O1 | 126.30 (13) |
| O2—C10—O1 | 122.6 (4) | O1W—Sr1—O1 | 83.32 (12) |
| O2—C10—C1 | 118.7 (4) | O2W—Sr1—O1 | 159.40 (12) |
| O1—C10—C1 | 118.6 (4) | O2—Sr1—O1 | 49.34 (10) |
| C12—C11—C17 | 118.4 (5) | O4—Sr1—O1 | 106.60 (10) |
| C12—C11—C20 | 121.8 (5) | O4i—Sr1—O3 | 72.94 (12) |
| C17—C11—C20 | 119.8 (5) | O1ii—Sr1—O3 | 122.19 (11) |
| C11—C12—C18 | 120.3 (5) | O1W—Sr1—O3 | 150.27 (11) |
| C11—C12—H12 | 119.9 | O2W—Sr1—O3 | 93.09 (14) |
| C18—C12—H12 | 119.9 | O2—Sr1—O3 | 89.40 (12) |
| C14—C13—C18 | 120.2 (7) | O4—Sr1—O3 | 48.96 (10) |
| C14—C13—H13 | 119.9 | O1—Sr1—O3 | 75.85 (11) |
| C18—C13—H13 | 119.9 | O4i—Sr1—Sr1ii | 150.83 (8) |
| C13—C14—C15 | 120.3 (7) | O1ii—Sr1—Sr1ii | 38.27 (8) |
| C13—C14—H14 | 119.8 | O1W—Sr1—Sr1ii | 125.06 (9) |
| C15—C14—H14 | 119.8 | O2W—Sr1—Sr1ii | 76.24 (9) |
| C16—C15—C14 | 120.9 (7) | O2—Sr1—Sr1ii | 73.85 (8) |
| C16—C15—H15 | 119.5 | O4—Sr1—Sr1ii | 35.41 (7) |
| C14—C15—H15 | 119.5 | O1—Sr1—Sr1ii | 118.86 (7) |
| C15—C16—C19 | 120.2 (6) | O3—Sr1—Sr1ii | 83.99 (8) |
| C15—C16—H16 | 119.9 | O4i—Sr1—Sr1i | 37.81 (8) |
| C19—C16—H16 | 119.9 | O1ii—Sr1—Sr1i | 156.01 (8) |
| N2—C17—C11 | 124.0 (5) | O1W—Sr1—Sr1i | 76.17 (9) |
| N2—C17—H17 | 118.0 | O2W—Sr1—Sr1i | 125.03 (9) |
| C11—C17—H17 | 118.0 | O2—Sr1—Sr1i | 84.84 (7) |
| C13—C18—C19 | 118.9 (6) | O4—Sr1—Sr1i | 121.68 (7) |
| C13—C18—C12 | 123.4 (6) | O1—Sr1—Sr1i | 35.59 (7) |
| C19—C18—C12 | 117.6 (5) | O3—Sr1—Sr1i | 74.54 (8) |
| N2—C19—C16 | 118.5 (6) | Sr1ii—Sr1—Sr1i | 149.85 (2) |
| N2—C19—C18 | 122.0 (5) | O4i—Sr1—H2W | 68.4 (7) |
| C16—C19—C18 | 119.4 (6) | O1ii—Sr1—H2W | 102.4 (5) |
| O3—C20—O4 | 122.8 (5) | O1W—Sr1—H2W | 15.7 (6) |
| O3—C20—C11 | 119.3 (5) | O2W—Sr1—H2W | 107.5 (11) |
| O4—C20—C11 | 117.8 (5) | O2—Sr1—H2W | 91.7 (11) |
| C7—N1—C9 | 118.1 (4) | O4—Sr1—H2W | 172.8 (10) |
| C17—N2—C19 | 117.6 (5) | O1—Sr1—H2W | 71.0 (10) |
| C10—O1—Sr1i | 161.6 (3) | O3—Sr1—H2W | 134.7 (6) |
| C10—O1—Sr1 | 91.8 (3) | Sr1ii—Sr1—H2W | 139.3 (6) |
| Sr1i—O1—Sr1 | 106.14 (12) | Sr1i—Sr1—H2W | 60.5 (6) |
| C10—O2—Sr1 | 93.7 (3) |
Symmetry codes: (i) x, −y+1/2, z−1/2; (ii) x, −y+1/2, z+1/2.
Hydrogen-bond geometry (Å, °)
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1W—H2W···O2i | 0.84 (1) | 1.97 (2) | 2.798 (5) | 168 (6) |
| O1W—H1W···N1iii | 0.84 (1) | 2.01 (1) | 2.846 (6) | 175 (6) |
| O2W—H3W···O3ii | 0.84 (1) | 1.99 (2) | 2.810 (5) | 166 (5) |
| O2W—H4W···N2iv | 0.84 (1) | 2.01 (1) | 2.846 (6) | 176 (5) |
Symmetry codes: (i) x, −y+1/2, z−1/2; (iii) −x+1, y−1/2, −z+1/2; (ii) x, −y+1/2, z+1/2; (iv) −x, y−1/2, −z+1/2.
Footnotes
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: JH2325).
References
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Associated Data
This section collects any data citations, data availability statements, or supplementary materials included in this article.
Supplementary Materials
Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811036610/jh2325sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811036610/jh2325Isup2.hkl
Additional supplementary materials: crystallographic information; 3D view; checkCIF report



