Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270113025699/ky3038sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270113025699/ky3038Isup2.hkl |
CCDC reference: 961456
Recently, there has been great interest in the rational design and synthesis of metal–organic coordination polymers, not only because of their structural diversity and intriguing molecular topologies, but also because of their potential as new functional materials in the fields of separation, magnetism, catalysis, gas storage and luminescence (Cui et al., 2011; Horcajada et al., 2011; Kreno et al., 2011; Li et al., 2011; Zhang et al., 2011; Zhang & Xiong, 2011; Kurmoo, 2009; Lee et al., 2009). To the best of our knowledge, the shape, conformation and coordinating orientation of organic ligands determines the structures of the resulting supramolecular aggregates (Bu et al., 2001; Liang et al., 2000; Hill et al., 2005; Blake et al., 2010; Zhang et al., 2004; Zhang & Chen, 2008). So, for the successful construction of such materials, judicious design and synthesis of the bridging ligands is one of the most important factors. It is known that, compared with rigid organic ligands, flexible counterparts can transform their conformations to match the coordination requirements of the metal centre. This can give a richer variety of structures than found for a rigid-ligand equivalent (Zhao et al., 2003; Dong et al., 2004; Chen et al., 2009; Lang et al., 2004). Among various flexible ligands, multicarboxylates containing the linkers –CH2–O– or –CH2–S– have attracted great interest. Polyhedral species and polymeric two- and three-dimensional transition-metal organic frameworks based on –CH2–O– linked tripodal hexacarboxylates and tetrapodal octacarboxylates have been documented (Wu et al., 2009; Lin et al., 2011). Recently, Sun and coworkers synthesized a series of flexible dicarboxylate ligands based on aromatic cores linked to thioether–carboxylate pendent arms and they derived from these a diverse set of coordination compound arrays ranging from metallamacrocycles and metal–organic cages to one- or two-dimensional coordination polymers (Dai et al., 2009; Dai, Dou et al., 2010; Dai, Gong et al., 2010). With these considerations in mind, we synthesized a flexible dicarboxylate ligand, namely 2,2'-{[1,2-phenylenebis(methylene)]bis(sulfanediyl)}dibenzoic acid (H2L), which is potentially flexible enough to adopt either a syn or an anti conformation. Using this ligand to assemble with CdII cations, a metal–organic chain based on the planar [Cd4(COO)4] cluster, viz. the title compound, [Cd2(L)2(H2O)]n, (I), was obtained.
All reagents and solvents were used as obtained commercially and without further purification. H2L was synthesized according to the procedure of Dai et al. (2009). A mixture of Cd(NO3)2.4H2O (0.02 mmol) and H2L (0.02 mmol) was suspended in a mixed solvent of H2O (0.5 ml) and dimethylformamide (0.5 ml), which was then sealed in a glass tube and heated at 393 K for 50 h. Yellow single crystals of (I) were obtained after cooling the solution to room temperature. The block-shaped crystals were collected and washed with distilled water (yield: 67%, based on Cd).
The H atoms of the water molecule were initially placed at calculated positions (Nardelli, 1999) and then refined with O—H and H···H distance restraints of 0.85 (1) and 1.33 (2) Å, respectively, and with Uiso(H) = 1.2Ueq(O). All other H atoms were placed in geometrically generated positions and allowed to ride on their parent atoms in the riding-model approximation, with aromatic C—H = 0.93 Å and methylene C—H = 0.97 Å, and with Uiso(H) = 1.2Ueq(C).
The asymmetric unit of [Cd2(L)2(H2O)]n, (I) (Fig. 1), contains two crystallographically independent CdII centres, two L2- ligands and one metal-coordinated water molecule. Both CdII centres are six-coordinate but have different ligating atoms. In detail, Cd1 is bonded to four O atoms and two S atoms (CdS2O4), while Cd2 has a CdSO5 geometry. The Cd—O and Cd—S bond lengths are in the ranges 2.198 (3)–2.437 (3) and 2.7741 (15)–2.8582 (16) Å, respectively (Table 2), which fit well with the similar ranges found for related compounds (Bai et al., 2010; Cheng et al., 2012; Sun et al., 2013). The relatively large Cd—O bond-length range is associated with the µ2-Ocarboxylate bridge, here atom O2, which not unusually gives asymmetric Cd—O bonds. The water molecule is a terminal ligand and coordinates to Cd1 with Cd1—O1W = 2.368 (5) Å, and forms hydrogen bonds with the O atoms of carboxylate groups (Table 3). This Cd—Owater distance is comparable with those of 2.338 (3) and 2.368 (3) Å in the previously reported CdII coordination polymer, {[Cd(tib)(SO4)(H2O)2].EtOH.H2O}n [tib is 1,3,5-tris(imidazol-1-ylmethyl)benzene and EtOH is ethanol; Xu et al., 2009]. Notably, of the two unique L2- ligands, one has a syn conformation and the other has an anti conformation, as shown by the distribution of the two substituted 2-mercaptobenzoate groups with respect to the plane of the central aromatic ring. The syn and anti L2- ligands bind to the CdII centres with µ3-κ1O:κ2O':κ1S:κ1S':κ1O'':κ1O''' and µ3-κ1O:κ1S:κ1O':κ1O'' modes, respectively. A further conformational difference is that in the syn conformer of L2-, the planes of the aromatic rings of the 2-mercaptobenzoate arms make angles of 84.8 (3) and 77.8 (3)°, respectively, with the plane of the central aromatic ring, whereas the two equivalent angles in the anti conformation of L2- are 82.8 (3) and 48.5 (3)°.
A pair of syn L2- ligands bind four CdII cations to form a centrosymmetric [Cd4(COO)4] core (Fig. 2a), with four planar Cd centres and Cd1···Cd2 and Cd1···Cd2i separations of 4.3457 (13) and 4.8416 (13) Å, respectively [symmetry code: (i) -x + 1, -y + 1, -z + 1]. In contrast, the anti L2- ligand links the [Cd4(COO)4] cluster cores into a one-dimensional chain running along the direction parallel to the c axis.
Another interesting and important supramolecular force within the chain of (I) is the lone pair (l.p.)···π association observed between carbonyl atom O6 and a 2-mercaptobenzoic acid ring (that formed by atoms C2–C7). The distance between the ring centroid and the O atom is 3.433 (5) Å, and this O(l.p.)···π separation is within the range of the few experimental examples reported so far (Mooibroek et al.; 2008, Egli & Sarkhel, 2006). The angle θ (which corresponds to the angle between the C and O atoms and the centroid of the aromatic plane) is 89.4 (3)°. This directionality indicates that the interaction is definitive and essentially a lone pair (l.p.)···π type (Fig. 2b). Adjacent one-dimensional chains are bound together to form the resultant three-dimensional supramolecular framework by interchain C—H···π interactions [C33—H33···Cg1vi = 143°, H33···Cg1vi = 2.98 Å, C33···Cg1vi = 3.761 (9)Å and C40—H40···Cg2vi = 134°, H40···Cg2vi = 2.97 Å, C40···Cg2vi = 3.684 (8) Å; Cg1 and Cg2 are the centroids of the C23–C29 and C2–C7 rings, respectively; symmetry code: (vi) -x, -y + 2, -z + 2; Fig. 3a] and non-classical C—H···O hydrogen bonds (Fig. 3b and Table 2).
According to a survey of the 2013 version of the Cambridge Structural Database (CSD, Version 5.34, May 2013 update; Allen, 2002), only three structures of coordination compounds based on the L2- ligand have been reported to date. All are discrete CuII species and only single ligand conformations, syn or anti, were found in each of them (Sun et al., 2011). For example, [Cu2(L)2(DMF)2].DMF.H2O, (II) (DMF is dimethylformamide), was obtained as a zero-dimensional molecular chair incorporating syn L2- and a binuclear [Cu2(COO)2] paddle-wheel secondary building unit (Dai et al., 2009). These results demonstrate that ligand conformation has a significant influence on the structure of the final product. In (I), the syn L2- ligand acts not only as a chelating but also as a bridging ligand to bind the metal centres to form a discrete [Cd4(COO)4] core, whereas the anti L2- ligand acts exclusively as a bridging ligand and extends the tetrametallic core to form the observed one-dimensional cluster-based metal–organic chain.
In conclusion, using a flexible dicarboxylic acid ligand we obtained an infinite one-dimensional cadmium metal–organic chain incorporating a centrosymmetric planar tetranuclear CdII cluster. The L2- ligand, with flexible –CH2–S– arms, adopts both syn and anti conformations in (I). Interchain C—H···π interactions and non-classical C—H···O hydrogen bonds contribute to the stability of the resultant three-dimensional supramolecular framework.
For related literature, see: Allen (2002); Bai et al. (2010); Blake et al. (2010); Bu et al. (2001); Chen et al. (2009); Cheng et al. (2012); Cui et al. (2011); Dai et al. (2009); Dai, Dou, He, Zhao & Sun (2010); Dai, Gong, Cui, Zhang, Qiu, Ye, Sun, Pang, Zhang, Dong & Zhang (2010); Dong et al. (2004); Egli & Sarkhel (2006); Hill et al. (2005); Horcajada et al. (2011); Kreno et al. (2011); Kurmoo (2009); Lang et al. (2004); Lee et al. (2009); Li et al. (2011); Liang et al. (2000); Lin et al. (2011); Mooibroek et al. (2008); Nardelli (1999); Sun et al. (2011, 2013); Wu et al. (2009); Xu et al. (2009); Zhang & Chen (2008); Zhang & Xiong (2011); Zhang et al. (2004); Zhang, Zhang, Lin & Chen (2011); Zhao et al. (2003).
Data collection: APEX2 (Bruker,2005); cell refinement: APEX2 (Bruker,2005); data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2008); software used to prepare material for publication: publCIF (Westrip, 2010).
[Cd2(C22H16O4S2)2(H2O)] | Z = 2 |
Mr = 1059.75 | F(000) = 1060 |
Triclinic, P1 | Dx = 1.726 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 12.472 (4) Å | Cell parameters from 3006 reflections |
b = 12.760 (4) Å | θ = 2.5–26.1° |
c = 14.192 (4) Å | µ = 1.31 mm−1 |
α = 76.778 (5)° | T = 298 K |
β = 80.258 (5)° | Block, yellow |
γ = 68.709 (4)° | 0.15 × 0.10 × 0.10 mm |
V = 2039.4 (11) Å3 |
Bruker SMART APEXII CCD diffractometer | 7826 independent reflections |
Radiation source: fine-focus sealed tube | 5171 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.032 |
ω and φ scans | θmax = 26.0°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Bruker, 2005) | h = −12→15 |
Tmin = 0.828, Tmax = 0.881 | k = −14→15 |
10613 measured reflections | l = −9→17 |
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)] = 0.043 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.112 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.96 | w = 1/[σ2(Fo2) + (0.0485P)2] where P = (Fo2 + 2Fc2)/3 |
7826 reflections | (Δ/σ)max = 0.001 |
538 parameters | Δρmax = 0.63 e Å−3 |
3 restraints | Δρmin = −1.05 e Å−3 |
[Cd2(C22H16O4S2)2(H2O)] | γ = 68.709 (4)° |
Mr = 1059.75 | V = 2039.4 (11) Å3 |
Triclinic, P1 | Z = 2 |
a = 12.472 (4) Å | Mo Kα radiation |
b = 12.760 (4) Å | µ = 1.31 mm−1 |
c = 14.192 (4) Å | T = 298 K |
α = 76.778 (5)° | 0.15 × 0.10 × 0.10 mm |
β = 80.258 (5)° |
Bruker SMART APEXII CCD diffractometer | 7826 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2005) | 5171 reflections with I > 2σ(I) |
Tmin = 0.828, Tmax = 0.881 | Rint = 0.032 |
10613 measured reflections |
R[F2 > 2σ(F2)] = 0.043 | 3 restraints |
wR(F2) = 0.112 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.96 | Δρmax = 0.63 e Å−3 |
7826 reflections | Δρmin = −1.05 e Å−3 |
538 parameters |
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 > 2sigma(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. |
x | y | z | Uiso*/Ueq | ||
Cd1 | 0.33555 (3) | 0.70091 (3) | 0.70573 (3) | 0.03459 (12) | |
Cd2 | 0.47331 (3) | 0.65745 (3) | 0.40932 (3) | 0.03434 (12) | |
S1 | 0.14084 (11) | 0.87936 (11) | 0.64153 (10) | 0.0340 (3) | |
S2 | 0.17337 (11) | 0.60709 (11) | 0.82497 (10) | 0.0339 (3) | |
S3 | 0.23750 (12) | 0.84680 (11) | 0.99173 (10) | 0.0329 (3) | |
S4 | 0.24515 (12) | 0.74045 (11) | 1.34910 (10) | 0.0366 (3) | |
C1 | 0.3638 (4) | 0.8528 (4) | 0.4890 (4) | 0.0286 (12) | |
C2 | 0.3091 (4) | 0.9605 (4) | 0.5311 (4) | 0.0279 (11) | |
C3 | 0.3601 (4) | 1.0455 (4) | 0.4965 (4) | 0.0350 (13) | |
H3 | 0.4154 | 1.0379 | 0.4433 | 0.042* | |
C4 | 0.3295 (5) | 1.1404 (5) | 0.5401 (5) | 0.0430 (15) | |
H4 | 0.3630 | 1.1967 | 0.5155 | 0.052* | |
C5 | 0.2496 (5) | 1.1508 (5) | 0.6200 (5) | 0.0445 (15) | |
H5 | 0.2329 | 1.2119 | 0.6519 | 0.053* | |
C6 | 0.1934 (5) | 1.0712 (5) | 0.6539 (4) | 0.0380 (13) | |
H6 | 0.1371 | 1.0809 | 0.7064 | 0.046* | |
C7 | 0.2217 (4) | 0.9755 (4) | 0.6084 (4) | 0.0284 (12) | |
C8 | 0.0447 (4) | 0.9241 (5) | 0.7487 (4) | 0.0404 (14) | |
H8A | 0.0890 | 0.9019 | 0.8044 | 0.048* | |
H8B | 0.0085 | 1.0066 | 0.7371 | 0.048* | |
C9 | −0.0475 (4) | 0.8678 (5) | 0.7693 (4) | 0.0361 (13) | |
C10 | −0.1460 (5) | 0.9219 (5) | 0.7193 (4) | 0.0435 (15) | |
H10 | −0.1508 | 0.9882 | 0.6737 | 0.052* | |
C11 | −0.2360 (5) | 0.8805 (6) | 0.7351 (5) | 0.0504 (16) | |
H11 | −0.3016 | 0.9197 | 0.7020 | 0.060* | |
C12 | −0.2284 (5) | 0.7803 (6) | 0.8005 (5) | 0.0536 (17) | |
H12 | −0.2880 | 0.7504 | 0.8104 | 0.064* | |
C13 | −0.1313 (5) | 0.7242 (5) | 0.8515 (4) | 0.0451 (15) | |
H13 | −0.1269 | 0.6571 | 0.8960 | 0.054* | |
C14 | −0.0402 (4) | 0.7672 (4) | 0.8369 (4) | 0.0351 (13) | |
C15 | 0.0604 (4) | 0.7024 (5) | 0.8969 (4) | 0.0416 (14) | |
H15A | 0.0358 | 0.6582 | 0.9562 | 0.050* | |
H15B | 0.0897 | 0.7554 | 0.9144 | 0.050* | |
C16 | 0.2791 (4) | 0.5234 (4) | 0.9087 (4) | 0.0293 (12) | |
C17 | 0.2587 (5) | 0.5340 (4) | 1.0067 (4) | 0.0381 (13) | |
H17 | 0.1913 | 0.5873 | 1.0292 | 0.046* | |
C18 | 0.3411 (5) | 0.4635 (5) | 1.0702 (4) | 0.0413 (14) | |
H18 | 0.3278 | 0.4705 | 1.1353 | 0.050* | |
C19 | 0.4417 (5) | 0.3838 (5) | 1.0387 (4) | 0.0438 (15) | |
H19 | 0.4957 | 0.3374 | 1.0819 | 0.053* | |
C20 | 0.4606 (5) | 0.3742 (4) | 0.9419 (4) | 0.0369 (13) | |
H20 | 0.5279 | 0.3195 | 0.9208 | 0.044* | |
C21 | 0.3831 (4) | 0.4431 (4) | 0.8748 (4) | 0.0292 (12) | |
C22 | 0.4142 (4) | 0.4316 (4) | 0.7699 (4) | 0.0299 (12) | |
C23 | 0.3972 (5) | 0.8627 (4) | 0.7921 (4) | 0.0358 (13) | |
C24 | 0.3799 (4) | 0.9469 (4) | 0.8569 (4) | 0.0305 (12) | |
C25 | 0.4345 (5) | 1.0279 (5) | 0.8247 (4) | 0.0392 (14) | |
H25 | 0.4775 | 1.0285 | 0.7644 | 0.047* | |
C26 | 0.4272 (5) | 1.1076 (5) | 0.8795 (5) | 0.0466 (15) | |
H26 | 0.4637 | 1.1616 | 0.8561 | 0.056* | |
C27 | 0.3651 (5) | 1.1055 (5) | 0.9688 (4) | 0.0439 (15) | |
H27 | 0.3610 | 1.1576 | 1.0068 | 0.053* | |
C28 | 0.3086 (5) | 1.0275 (5) | 1.0036 (4) | 0.0381 (13) | |
H28 | 0.2664 | 1.0283 | 1.0643 | 0.046* | |
C29 | 0.3135 (4) | 0.9464 (4) | 0.9486 (4) | 0.0282 (11) | |
C30 | 0.1630 (5) | 0.8841 (5) | 1.1078 (4) | 0.0364 (13) | |
H30A | 0.2182 | 0.8743 | 1.1525 | 0.044* | |
H30B | 0.1115 | 0.9630 | 1.0988 | 0.044* | |
C31 | 0.0956 (4) | 0.8040 (4) | 1.1460 (4) | 0.0325 (12) | |
C32 | −0.0127 (5) | 0.8318 (5) | 1.1132 (4) | 0.0444 (15) | |
H32 | −0.0423 | 0.9016 | 1.0721 | 0.053* | |
C33 | −0.0775 (6) | 0.7601 (7) | 1.1390 (5) | 0.0585 (18) | |
H33 | −0.1491 | 0.7809 | 1.1157 | 0.070* | |
C34 | −0.0337 (6) | 0.6574 (6) | 1.2000 (5) | 0.0582 (18) | |
H34 | −0.0751 | 0.6070 | 1.2167 | 0.070* | |
C35 | 0.0713 (6) | 0.6282 (5) | 1.2369 (4) | 0.0487 (16) | |
H35 | 0.0981 | 0.5595 | 1.2800 | 0.058* | |
C36 | 0.1380 (5) | 0.6999 (5) | 1.2105 (4) | 0.0349 (13) | |
C37 | 0.2523 (5) | 0.6640 (5) | 1.2514 (4) | 0.0404 (14) | |
H37A | 0.3096 | 0.6783 | 1.1996 | 0.048* | |
H37B | 0.2770 | 0.5824 | 1.2768 | 0.048* | |
C38 | 0.1602 (4) | 0.6830 (4) | 1.4475 (4) | 0.0326 (12) | |
C39 | 0.0485 (5) | 0.7573 (5) | 1.4655 (4) | 0.0443 (15) | |
H39 | 0.0233 | 0.8284 | 1.4253 | 0.053* | |
C40 | −0.0258 (5) | 0.7274 (6) | 1.5424 (5) | 0.0584 (18) | |
H40 | −0.1003 | 0.7780 | 1.5532 | 0.070* | |
C41 | 0.0099 (6) | 0.6244 (6) | 1.6020 (6) | 0.068 (2) | |
H41 | −0.0393 | 0.6046 | 1.6543 | 0.082* | |
C42 | 0.1211 (6) | 0.5482 (6) | 1.5842 (5) | 0.0618 (19) | |
H42 | 0.1439 | 0.4770 | 1.6246 | 0.074* | |
C43 | 0.1995 (4) | 0.5749 (4) | 1.5081 (4) | 0.0333 (12) | |
C44 | 0.3202 (5) | 0.4875 (4) | 1.5040 (4) | 0.0347 (13) | |
O1 | 0.4159 (3) | 0.8556 (3) | 0.4060 (3) | 0.0373 (9) | |
O1W | 0.5399 (4) | 0.6328 (4) | 0.7001 (3) | 0.0596 (12) | |
H1WA | 0.582 (5) | 0.604 (4) | 0.653 (3) | 0.072* | |
H1WB | 0.549 (5) | 0.698 (3) | 0.690 (4) | 0.072* | |
O2 | 0.3615 (3) | 0.7555 (3) | 0.5413 (2) | 0.0346 (9) | |
O3 | 0.3748 (3) | 0.5153 (3) | 0.7027 (3) | 0.0421 (10) | |
O4 | 0.4839 (3) | 0.3362 (3) | 0.7514 (3) | 0.0388 (9) | |
O5 | 0.3291 (3) | 0.8033 (3) | 0.8132 (3) | 0.0396 (9) | |
O6 | 0.4739 (4) | 0.8532 (3) | 0.7225 (3) | 0.0514 (11) | |
O7 | 0.4014 (3) | 0.5106 (3) | 1.4487 (4) | 0.0624 (13) | |
O8 | 0.3376 (3) | 0.3926 (3) | 1.5575 (3) | 0.0492 (11) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.0490 (3) | 0.0245 (2) | 0.0293 (2) | −0.00947 (18) | −0.00497 (19) | −0.00708 (17) |
Cd2 | 0.0371 (2) | 0.0308 (2) | 0.0355 (2) | −0.00869 (17) | −0.00295 (18) | −0.01185 (18) |
S1 | 0.0371 (8) | 0.0319 (7) | 0.0385 (8) | −0.0166 (6) | −0.0010 (6) | −0.0105 (6) |
S2 | 0.0352 (7) | 0.0318 (7) | 0.0338 (8) | −0.0089 (6) | −0.0053 (6) | −0.0072 (6) |
S3 | 0.0418 (8) | 0.0301 (7) | 0.0337 (8) | −0.0196 (6) | −0.0002 (6) | −0.0095 (6) |
S4 | 0.0440 (8) | 0.0316 (7) | 0.0373 (8) | −0.0154 (6) | −0.0103 (7) | −0.0035 (6) |
C1 | 0.031 (3) | 0.029 (3) | 0.030 (3) | −0.012 (2) | −0.006 (2) | −0.011 (2) |
C2 | 0.028 (3) | 0.027 (3) | 0.031 (3) | −0.008 (2) | −0.008 (2) | −0.007 (2) |
C3 | 0.026 (3) | 0.036 (3) | 0.045 (3) | −0.012 (2) | −0.008 (3) | −0.008 (3) |
C4 | 0.042 (3) | 0.031 (3) | 0.065 (4) | −0.018 (3) | −0.011 (3) | −0.013 (3) |
C5 | 0.047 (4) | 0.032 (3) | 0.060 (4) | −0.012 (3) | −0.007 (3) | −0.020 (3) |
C6 | 0.040 (3) | 0.038 (3) | 0.040 (3) | −0.011 (3) | −0.003 (3) | −0.018 (3) |
C7 | 0.030 (3) | 0.021 (3) | 0.034 (3) | −0.007 (2) | −0.008 (2) | −0.004 (2) |
C8 | 0.036 (3) | 0.035 (3) | 0.052 (4) | −0.015 (3) | 0.002 (3) | −0.012 (3) |
C9 | 0.029 (3) | 0.042 (3) | 0.041 (3) | −0.014 (2) | 0.007 (3) | −0.019 (3) |
C10 | 0.039 (3) | 0.043 (3) | 0.046 (4) | −0.008 (3) | −0.007 (3) | −0.008 (3) |
C11 | 0.030 (3) | 0.062 (4) | 0.054 (4) | −0.007 (3) | −0.009 (3) | −0.010 (3) |
C12 | 0.041 (4) | 0.073 (5) | 0.057 (4) | −0.028 (3) | −0.001 (3) | −0.020 (4) |
C13 | 0.052 (4) | 0.037 (3) | 0.050 (4) | −0.020 (3) | −0.002 (3) | −0.007 (3) |
C14 | 0.029 (3) | 0.033 (3) | 0.043 (3) | −0.010 (2) | 0.001 (3) | −0.013 (3) |
C15 | 0.042 (3) | 0.038 (3) | 0.041 (3) | −0.007 (3) | −0.005 (3) | −0.009 (3) |
C16 | 0.036 (3) | 0.021 (3) | 0.034 (3) | −0.012 (2) | −0.005 (2) | −0.007 (2) |
C17 | 0.043 (3) | 0.032 (3) | 0.036 (3) | −0.008 (3) | 0.003 (3) | −0.012 (3) |
C18 | 0.053 (4) | 0.041 (3) | 0.031 (3) | −0.013 (3) | −0.008 (3) | −0.008 (3) |
C19 | 0.046 (3) | 0.046 (4) | 0.037 (3) | −0.011 (3) | −0.013 (3) | −0.003 (3) |
C20 | 0.039 (3) | 0.031 (3) | 0.038 (3) | −0.008 (2) | −0.001 (3) | −0.010 (3) |
C21 | 0.037 (3) | 0.024 (3) | 0.030 (3) | −0.015 (2) | −0.004 (2) | −0.003 (2) |
C22 | 0.030 (3) | 0.030 (3) | 0.037 (3) | −0.019 (2) | 0.001 (2) | −0.007 (3) |
C23 | 0.041 (3) | 0.023 (3) | 0.040 (3) | −0.008 (2) | −0.011 (3) | 0.000 (2) |
C24 | 0.031 (3) | 0.029 (3) | 0.031 (3) | −0.009 (2) | −0.005 (2) | −0.006 (2) |
C25 | 0.043 (3) | 0.042 (3) | 0.040 (3) | −0.024 (3) | 0.000 (3) | −0.006 (3) |
C26 | 0.055 (4) | 0.036 (3) | 0.059 (4) | −0.028 (3) | −0.011 (3) | −0.006 (3) |
C27 | 0.057 (4) | 0.038 (3) | 0.049 (4) | −0.026 (3) | −0.007 (3) | −0.012 (3) |
C28 | 0.047 (3) | 0.041 (3) | 0.034 (3) | −0.020 (3) | 0.000 (3) | −0.016 (3) |
C29 | 0.030 (3) | 0.025 (3) | 0.032 (3) | −0.011 (2) | −0.008 (2) | −0.005 (2) |
C30 | 0.050 (3) | 0.035 (3) | 0.030 (3) | −0.023 (3) | −0.004 (3) | −0.004 (2) |
C31 | 0.038 (3) | 0.033 (3) | 0.030 (3) | −0.014 (2) | 0.001 (2) | −0.011 (2) |
C32 | 0.048 (4) | 0.044 (4) | 0.038 (3) | −0.014 (3) | −0.004 (3) | −0.005 (3) |
C33 | 0.047 (4) | 0.092 (6) | 0.047 (4) | −0.033 (4) | −0.003 (3) | −0.019 (4) |
C34 | 0.059 (4) | 0.085 (5) | 0.053 (4) | −0.054 (4) | 0.003 (4) | −0.012 (4) |
C35 | 0.070 (4) | 0.053 (4) | 0.032 (3) | −0.037 (3) | −0.006 (3) | 0.001 (3) |
C36 | 0.039 (3) | 0.040 (3) | 0.030 (3) | −0.016 (3) | 0.002 (3) | −0.015 (3) |
C37 | 0.044 (3) | 0.037 (3) | 0.041 (3) | −0.011 (3) | −0.010 (3) | −0.010 (3) |
C38 | 0.036 (3) | 0.034 (3) | 0.034 (3) | −0.015 (2) | −0.008 (2) | −0.009 (2) |
C39 | 0.034 (3) | 0.042 (4) | 0.049 (4) | −0.006 (3) | −0.008 (3) | −0.002 (3) |
C40 | 0.035 (3) | 0.064 (5) | 0.069 (5) | −0.006 (3) | −0.001 (3) | −0.019 (4) |
C41 | 0.059 (4) | 0.061 (5) | 0.073 (5) | −0.020 (4) | 0.015 (4) | −0.005 (4) |
C42 | 0.059 (4) | 0.054 (4) | 0.055 (4) | −0.016 (3) | 0.004 (4) | 0.012 (3) |
C43 | 0.037 (3) | 0.034 (3) | 0.029 (3) | −0.013 (2) | −0.005 (2) | −0.004 (2) |
C44 | 0.042 (3) | 0.022 (3) | 0.042 (3) | −0.007 (2) | −0.012 (3) | −0.010 (3) |
O1 | 0.045 (2) | 0.033 (2) | 0.037 (2) | −0.0179 (17) | 0.0032 (19) | −0.0097 (17) |
O1W | 0.061 (3) | 0.057 (3) | 0.062 (3) | −0.007 (2) | −0.013 (2) | −0.030 (3) |
O2 | 0.053 (2) | 0.025 (2) | 0.0267 (19) | −0.0126 (17) | −0.0033 (17) | −0.0076 (16) |
O3 | 0.064 (3) | 0.022 (2) | 0.036 (2) | −0.0096 (18) | −0.008 (2) | −0.0040 (17) |
O4 | 0.045 (2) | 0.030 (2) | 0.038 (2) | −0.0092 (17) | 0.0041 (18) | −0.0103 (17) |
O5 | 0.048 (2) | 0.038 (2) | 0.040 (2) | −0.0212 (19) | 0.0007 (19) | −0.0147 (18) |
O6 | 0.065 (3) | 0.046 (2) | 0.043 (2) | −0.024 (2) | 0.020 (2) | −0.019 (2) |
O7 | 0.049 (3) | 0.030 (2) | 0.090 (4) | −0.0072 (19) | 0.025 (3) | −0.008 (2) |
O8 | 0.047 (2) | 0.027 (2) | 0.071 (3) | −0.0108 (18) | −0.018 (2) | 0.002 (2) |
Cd1—O5 | 2.198 (3) | C18—H18 | 0.9300 |
Cd1—O3 | 2.246 (3) | C19—C20 | 1.381 (7) |
Cd1—O2 | 2.281 (3) | C19—H19 | 0.9300 |
Cd1—O1W | 2.368 (5) | C20—C21 | 1.387 (7) |
Cd1—S1 | 2.7741 (15) | C20—H20 | 0.9300 |
Cd1—S2 | 2.8392 (15) | C21—C22 | 1.501 (7) |
Cd2—O4i | 2.243 (4) | C22—O3 | 1.266 (6) |
Cd2—O7ii | 2.280 (4) | C22—O4 | 1.267 (6) |
Cd2—O8iii | 2.309 (4) | C23—O6 | 1.248 (6) |
Cd2—O1 | 2.355 (3) | C23—O5 | 1.290 (6) |
Cd2—O2 | 2.437 (3) | C23—C24 | 1.504 (7) |
Cd2—S4ii | 2.8582 (16) | C24—C25 | 1.389 (7) |
S1—C7 | 1.794 (5) | C24—C29 | 1.420 (7) |
S1—C8 | 1.833 (6) | C25—C26 | 1.385 (7) |
S2—C16 | 1.794 (5) | C25—H25 | 0.9300 |
S2—C15 | 1.829 (5) | C26—C27 | 1.369 (8) |
S3—C29 | 1.792 (5) | C26—H26 | 0.9300 |
S3—C30 | 1.822 (5) | C27—C28 | 1.377 (7) |
S4—C38 | 1.790 (5) | C27—H27 | 0.9300 |
S4—C37 | 1.843 (5) | C28—C29 | 1.410 (7) |
S4—Cd2iv | 2.8582 (16) | C28—H28 | 0.9300 |
C1—O1 | 1.246 (6) | C30—C31 | 1.504 (7) |
C1—O2 | 1.300 (6) | C30—H30A | 0.9700 |
C1—C2 | 1.506 (7) | C30—H30B | 0.9700 |
C2—C7 | 1.402 (7) | C31—C32 | 1.399 (7) |
C2—C3 | 1.405 (7) | C31—C36 | 1.406 (7) |
C3—C4 | 1.388 (7) | C32—C33 | 1.381 (8) |
C3—H3 | 0.9300 | C32—H32 | 0.9300 |
C4—C5 | 1.374 (8) | C33—C34 | 1.373 (9) |
C4—H4 | 0.9300 | C33—H33 | 0.9300 |
C5—C6 | 1.391 (8) | C34—C35 | 1.384 (8) |
C5—H5 | 0.9300 | C34—H34 | 0.9300 |
C6—C7 | 1.415 (7) | C35—C36 | 1.401 (7) |
C6—H6 | 0.9300 | C35—H35 | 0.9300 |
C8—C9 | 1.521 (7) | C36—C37 | 1.504 (7) |
C8—H8A | 0.9700 | C37—H37A | 0.9700 |
C8—H8B | 0.9700 | C37—H37B | 0.9700 |
C9—C10 | 1.394 (8) | C38—C39 | 1.391 (7) |
C9—C14 | 1.399 (7) | C38—C43 | 1.412 (7) |
C10—C11 | 1.372 (8) | C39—C40 | 1.386 (8) |
C10—H10 | 0.9300 | C39—H39 | 0.9300 |
C11—C12 | 1.380 (9) | C40—C41 | 1.354 (9) |
C11—H11 | 0.9300 | C40—H40 | 0.9300 |
C12—C13 | 1.391 (8) | C41—C42 | 1.394 (8) |
C12—H12 | 0.9300 | C41—H41 | 0.9300 |
C13—C14 | 1.399 (7) | C42—C43 | 1.398 (8) |
C13—H13 | 0.9300 | C42—H42 | 0.9300 |
C14—C15 | 1.506 (7) | C43—C44 | 1.514 (7) |
C15—H15A | 0.9700 | C44—O8 | 1.239 (6) |
C15—H15B | 0.9700 | C44—O7 | 1.254 (6) |
C16—C17 | 1.399 (7) | O1W—H1WA | 0.849 (10) |
C16—C21 | 1.419 (7) | O1W—H1WB | 0.852 (10) |
C17—C18 | 1.396 (7) | O4—Cd2i | 2.243 (4) |
C17—H17 | 0.9300 | O7—Cd2iv | 2.280 (4) |
C18—C19 | 1.377 (7) | O8—Cd2iii | 2.309 (4) |
O5—Cd1—O3 | 136.94 (14) | C19—C18—H18 | 119.2 |
O5—Cd1—O2 | 125.09 (13) | C17—C18—H18 | 119.2 |
O3—Cd1—O2 | 95.41 (13) | C18—C19—C20 | 118.7 (5) |
O5—Cd1—O1W | 88.86 (14) | C18—C19—H19 | 120.6 |
O3—Cd1—O1W | 79.27 (14) | C20—C19—H19 | 120.6 |
O2—Cd1—O1W | 85.85 (14) | C19—C20—C21 | 122.4 (5) |
O5—Cd1—S1 | 85.59 (10) | C19—C20—H20 | 118.8 |
O3—Cd1—S1 | 125.70 (10) | C21—C20—H20 | 118.8 |
O2—Cd1—S1 | 70.36 (9) | C20—C21—C16 | 118.1 (5) |
O1W—Cd1—S1 | 145.89 (12) | C20—C21—C22 | 118.8 (5) |
O5—Cd1—S2 | 91.85 (10) | C16—C21—C22 | 123.1 (5) |
O3—Cd1—S2 | 66.46 (10) | O3—C22—O4 | 121.6 (5) |
O2—Cd1—S2 | 131.51 (9) | O3—C22—C21 | 121.0 (5) |
O1W—Cd1—S2 | 129.50 (12) | O4—C22—C21 | 117.4 (5) |
S1—Cd1—S2 | 84.36 (5) | O6—C23—O5 | 123.5 (5) |
O4i—Cd2—O7ii | 100.24 (15) | O6—C23—C24 | 120.3 (5) |
O4i—Cd2—O8iii | 94.95 (14) | O5—C23—C24 | 116.2 (5) |
O7ii—Cd2—O8iii | 114.49 (14) | C25—C24—C29 | 119.0 (5) |
O4i—Cd2—O1 | 97.06 (13) | C25—C24—C23 | 117.2 (5) |
O7ii—Cd2—O1 | 141.03 (13) | C29—C24—C23 | 123.8 (5) |
O8iii—Cd2—O1 | 98.34 (13) | C26—C25—C24 | 122.2 (5) |
O4i—Cd2—O2 | 147.81 (12) | C26—C25—H25 | 118.9 |
O7ii—Cd2—O2 | 95.85 (14) | C24—C25—H25 | 118.9 |
O8iii—Cd2—O2 | 103.48 (13) | C27—C26—C25 | 118.8 (5) |
O1—Cd2—O2 | 54.65 (12) | C27—C26—H26 | 120.6 |
O4i—Cd2—S4ii | 80.20 (10) | C25—C26—H26 | 120.6 |
O7ii—Cd2—S4ii | 71.74 (11) | C26—C27—C28 | 121.2 (5) |
O8iii—Cd2—S4ii | 172.88 (10) | C26—C27—H27 | 119.4 |
O1—Cd2—S4ii | 77.23 (9) | C28—C27—H27 | 119.4 |
O2—Cd2—S4ii | 78.65 (9) | C27—C28—C29 | 121.1 (5) |
C7—S1—C8 | 104.6 (2) | C27—C28—H28 | 119.5 |
C7—S1—Cd1 | 90.72 (16) | C29—C28—H28 | 119.5 |
C8—S1—Cd1 | 107.91 (19) | C28—C29—C24 | 117.8 (5) |
C16—S2—C15 | 103.9 (2) | C28—C29—S3 | 121.5 (4) |
C16—S2—Cd1 | 90.75 (17) | C24—C29—S3 | 120.7 (4) |
C15—S2—Cd1 | 116.0 (2) | C31—C30—S3 | 105.7 (3) |
C29—S3—C30 | 103.7 (2) | C31—C30—H30A | 110.6 |
C38—S4—C37 | 103.5 (3) | S3—C30—H30A | 110.6 |
C38—S4—Cd2iv | 105.38 (17) | C31—C30—H30B | 110.6 |
C37—S4—Cd2iv | 105.98 (18) | S3—C30—H30B | 110.6 |
O1—C1—O2 | 119.7 (4) | H30A—C30—H30B | 108.7 |
O1—C1—C2 | 120.3 (5) | C32—C31—C36 | 118.1 (5) |
O2—C1—C2 | 119.9 (4) | C32—C31—C30 | 118.6 (5) |
C7—C2—C3 | 118.8 (4) | C36—C31—C30 | 123.2 (5) |
C7—C2—C1 | 124.8 (4) | C33—C32—C31 | 122.8 (6) |
C3—C2—C1 | 116.0 (4) | C33—C32—H32 | 118.6 |
C4—C3—C2 | 121.3 (5) | C31—C32—H32 | 118.6 |
C4—C3—H3 | 119.3 | C34—C33—C32 | 118.5 (6) |
C2—C3—H3 | 119.3 | C34—C33—H33 | 120.8 |
C5—C4—C3 | 119.6 (5) | C32—C33—H33 | 120.8 |
C5—C4—H4 | 120.2 | C33—C34—C35 | 120.6 (6) |
C3—C4—H4 | 120.2 | C33—C34—H34 | 119.7 |
C4—C5—C6 | 120.8 (5) | C35—C34—H34 | 119.7 |
C4—C5—H5 | 119.6 | C34—C35—C36 | 121.3 (6) |
C6—C5—H5 | 119.6 | C34—C35—H35 | 119.3 |
C5—C6—C7 | 120.0 (5) | C36—C35—H35 | 119.3 |
C5—C6—H6 | 120.0 | C35—C36—C31 | 118.6 (5) |
C7—C6—H6 | 120.0 | C35—C36—C37 | 119.5 (5) |
C2—C7—C6 | 119.3 (5) | C31—C36—C37 | 121.9 (5) |
C2—C7—S1 | 119.4 (4) | C36—C37—S4 | 112.5 (4) |
C6—C7—S1 | 121.2 (4) | C36—C37—H37A | 109.1 |
C9—C8—S1 | 109.3 (4) | S4—C37—H37A | 109.1 |
C9—C8—H8A | 109.8 | C36—C37—H37B | 109.1 |
S1—C8—H8A | 109.8 | S4—C37—H37B | 109.1 |
C9—C8—H8B | 109.8 | H37A—C37—H37B | 107.8 |
S1—C8—H8B | 109.8 | C39—C38—C43 | 119.9 (5) |
H8A—C8—H8B | 108.3 | C39—C38—S4 | 114.4 (4) |
C10—C9—C14 | 118.6 (5) | C43—C38—S4 | 125.6 (4) |
C10—C9—C8 | 117.6 (5) | C40—C39—C38 | 121.2 (6) |
C14—C9—C8 | 123.8 (5) | C40—C39—H39 | 119.4 |
C11—C10—C9 | 122.2 (6) | C38—C39—H39 | 119.4 |
C11—C10—H10 | 118.9 | C41—C40—C39 | 120.0 (6) |
C9—C10—H10 | 118.9 | C41—C40—H40 | 120.0 |
C10—C11—C12 | 119.4 (6) | C39—C40—H40 | 120.0 |
C10—C11—H11 | 120.3 | C40—C41—C42 | 119.5 (6) |
C12—C11—H11 | 120.3 | C40—C41—H41 | 120.2 |
C11—C12—C13 | 119.8 (6) | C42—C41—H41 | 120.2 |
C11—C12—H12 | 120.1 | C41—C42—C43 | 122.5 (6) |
C13—C12—H12 | 120.1 | C41—C42—H42 | 118.7 |
C12—C13—C14 | 120.9 (6) | C43—C42—H42 | 118.7 |
C12—C13—H13 | 119.5 | C42—C43—C38 | 116.8 (5) |
C14—C13—H13 | 119.5 | C42—C43—C44 | 116.1 (5) |
C13—C14—C9 | 119.0 (5) | C38—C43—C44 | 127.0 (5) |
C13—C14—C15 | 117.4 (5) | O8—C44—O7 | 120.3 (5) |
C9—C14—C15 | 123.6 (5) | O8—C44—C43 | 118.6 (5) |
C14—C15—S2 | 108.4 (4) | O7—C44—C43 | 121.1 (5) |
C14—C15—H15A | 110.0 | C1—O1—Cd2 | 95.4 (3) |
S2—C15—H15A | 110.0 | Cd1—O1W—H1WA | 121 (5) |
C14—C15—H15B | 110.0 | Cd1—O1W—H1WB | 98 (4) |
S2—C15—H15B | 110.0 | H1WA—O1W—H1WB | 102 (2) |
H15A—C15—H15B | 108.4 | C1—O2—Cd1 | 130.5 (3) |
C17—C16—C21 | 120.0 (5) | C1—O2—Cd2 | 90.2 (3) |
C17—C16—S2 | 121.0 (4) | Cd1—O2—Cd2 | 134.19 (15) |
C21—C16—S2 | 118.9 (4) | C22—O3—Cd1 | 126.4 (3) |
C18—C17—C16 | 119.1 (5) | C22—O4—Cd2i | 111.1 (3) |
C18—C17—H17 | 120.5 | C23—O5—Cd1 | 116.1 (3) |
C16—C17—H17 | 120.5 | C44—O7—Cd2iv | 137.1 (4) |
C19—C18—C17 | 121.6 (5) | C44—O8—Cd2iii | 102.8 (3) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x, y, z−1; (iii) −x+1, −y+1, −z+2; (iv) x, y, z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WA···O7iii | 0.85 (1) | 2.21 (3) | 2.935 (6) | 144 (5) |
O1W—H1WB···O6 | 0.85 (1) | 1.99 (3) | 2.706 (6) | 141 (5) |
C4—H4···O8v | 0.93 | 2.60 | 3.321 (6) | 135 |
C26—H26···O4vi | 0.93 | 2.45 | 3.309 (7) | 154 |
Symmetry codes: (iii) −x+1, −y+1, −z+2; (v) x, y+1, z−1; (vi) x, y+1, z. |
Cd1—O5 | 2.198 (3) | Cd2—O4i | 2.243 (4) |
Cd1—O3 | 2.246 (3) | Cd2—O7ii | 2.280 (4) |
Cd1—O2 | 2.281 (3) | Cd2—O8iii | 2.309 (4) |
Cd1—O1W | 2.368 (5) | Cd2—O1 | 2.355 (3) |
Cd1—S1 | 2.7741 (15) | Cd2—O2 | 2.437 (3) |
Cd1—S2 | 2.8392 (15) | Cd2—S4ii | 2.8582 (16) |
O5—Cd1—O3 | 136.94 (14) | O4i—Cd2—O7ii | 100.24 (15) |
O5—Cd1—O2 | 125.09 (13) | O4i—Cd2—O8iii | 94.95 (14) |
O3—Cd1—O2 | 95.41 (13) | O7ii—Cd2—O8iii | 114.49 (14) |
O5—Cd1—O1W | 88.86 (14) | O4i—Cd2—O1 | 97.06 (13) |
O3—Cd1—O1W | 79.27 (14) | O7ii—Cd2—O1 | 141.03 (13) |
O2—Cd1—O1W | 85.85 (14) | O8iii—Cd2—O1 | 98.34 (13) |
O5—Cd1—S1 | 85.59 (10) | O4i—Cd2—O2 | 147.81 (12) |
O3—Cd1—S1 | 125.70 (10) | O7ii—Cd2—O2 | 95.85 (14) |
O2—Cd1—S1 | 70.36 (9) | O8iii—Cd2—O2 | 103.48 (13) |
O1W—Cd1—S1 | 145.89 (12) | O1—Cd2—O2 | 54.65 (12) |
O5—Cd1—S2 | 91.85 (10) | O4i—Cd2—S4ii | 80.20 (10) |
O3—Cd1—S2 | 66.46 (10) | O7ii—Cd2—S4ii | 71.74 (11) |
O2—Cd1—S2 | 131.51 (9) | O8iii—Cd2—S4ii | 172.88 (10) |
O1W—Cd1—S2 | 129.50 (12) | O1—Cd2—S4ii | 77.23 (9) |
S1—Cd1—S2 | 84.36 (5) | O2—Cd2—S4ii | 78.65 (9) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x, y, z−1; (iii) −x+1, −y+1, −z+2. |
Experimental details
Crystal data | |
Chemical formula | [Cd2(C22H16O4S2)2(H2O)] |
Mr | 1059.75 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 298 |
a, b, c (Å) | 12.472 (4), 12.760 (4), 14.192 (4) |
α, β, γ (°) | 76.778 (5), 80.258 (5), 68.709 (4) |
V (Å3) | 2039.4 (11) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.31 |
Crystal size (mm) | 0.15 × 0.10 × 0.10 |
Data collection | |
Diffractometer | Bruker SMART APEXII CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2005) |
Tmin, Tmax | 0.828, 0.881 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 10613, 7826, 5171 |
Rint | 0.032 |
(sin θ/λ)max (Å−1) | 0.617 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.043, 0.112, 0.96 |
No. of reflections | 7826 |
No. of parameters | 538 |
No. of restraints | 3 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.63, −1.05 |
Computer programs: APEX2 (Bruker,2005), SAINT (Bruker, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2008), publCIF (Westrip, 2010).
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WA···O7iii | 0.849 (10) | 2.21 (3) | 2.935 (6) | 144 (5) |
O1W—H1WB···O6 | 0.852 (10) | 1.99 (3) | 2.706 (6) | 141 (5) |
C4—H4···O8iv | 0.93 | 2.60 | 3.321 (6) | 135.0 |
C26—H26···O4v | 0.93 | 2.45 | 3.309 (7) | 153.8 |
Symmetry codes: (iii) −x+1, −y+1, −z+2; (iv) x, y+1, z−1; (v) x, y+1, z. |
Subscribe to Acta Crystallographica Section C: Structural Chemistry
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- Purchase subscription
- Reduced-price subscriptions
- If you have already subscribed, you may need to register