In the structures of two ErIII compounds with 4-aminobenzoic acid and 4-chloro-3-nitrobenzoic acid, discrete centrosymmetric bridged dinuclear complex units are present giving an overall three-dimensional hydrogen-bonded structure in the first complex and a one-dimensional coordination polymer in the second.
Keywords: crystal structure, erbium complexes, 4-aminobenzoic acid, 4-chloro-3-nitrobenzoic acid, coordinating dimethyl sulfoxide, hydrogen bonding
Abstract
The crystal structures of two erbium(III) complexes with 4-aminobenzoic acid (4-ABAH), namely bis(μ2-4-aminobenzoato-κ2 O:O′)bis[bis(4-aminobenzoato-κ2 O,O′)diaquaerbium(III)] dihydrate, [Er2(C7H6NO2)6(H2O)4]·2H2O, (I), and 4-chloro-3-nitrobenzoic acid (CLNBAH), namely poly[hexakis(μ2-4-chloro-3-nitrobenzoato-κ2 O:O′)bis(dimethyl sulfoxide-κO)dierbium(III)], [Er2(C7H3ClNO4)6(C2H6OS)2]n, (II), have been determined. In the structure of solvatomorphic compound (I), the symmetry-related irregular ErO8 coordination polyhedra in the discrete centrosymmetric dinuclear complex comprise two monodentate water molecules and six carboxylate O-atom donors, four from two bidentate carboxylate O,O′-chelate groups and two from the bis-monodentate O:O′-bridging group of the third 4-ABA anion. The Er—O bond-length range is 2.232 (3)–2.478 (3) Å and the Er⋯Er separation in the dinuclear complex unit is 4.7527 (4) Å. One of the coordinating water molecules is involved in an intra-unit O—H⋯O hydrogen-bonding association with an inversion-related carboxylate O-atom acceptor. In contrast, the anhydrous compound (II) is polymeric, based on centrosymmetric dinuclear repeat units comprising ErO7 coordination polyhedra which involve four O-atom donors from two bidentate O:O′-bridging carboxylate groups, one O-atom donor from the monodentate dimethyl sulfoxide ligand and two O-atom donors from the third bridging CLNBA anion. The latter provides the inter-unit link in the one-dimensional coordination polymer extending along [100]. The Er—O bond-length range in (II) is 2.239 (6)–2.348 (6) Å and the Er⋯Er separation within the dinuclear unit is 4.4620 (6) Å. In the crystal of (I), extensive inter-dimer O—H⋯O and N—H⋯O hydrogen-bonding interactions involving both the coordinating water molecules and the solvent water molecules, as well as the amine groups of the 4-ABA anions, give an overall three-dimensional network structure. Within this structure are also weak π–π ring interactions between two of the coordinating ligands [ring-centroid separations = 3.676 (3) and 3.711 (2) Å]. With (II), only weak intra-polymer C—H⋯O, C—H⋯Cl and C—H⋯S interactions are present.
Chemical context
The coordination chemistry of the rare earth (RE) metals has been investigated extensively and the structures of a large number of complexes with various ligand types are known (Sastri et al., 2003 ▸). Of interest is the lanthanide contraction across the series and 4-aminobenzoic acid (4-ABAH) has provided a valuable ligand for this purpose in a comprehensive study of this effect with the RE
3+ (La–Y) series of complexes (Sun et al., 2004 ▸). Within this series there are two sub-sets of isotypic complexes, one monoclinic (P21/n) (La–Tb as well as Dy and Er), in which the structures are two-dimensional, the second triclinic (P
) forming dinuclear structures (Yb, Lu, Y, as well as Tb). The solvatomorphism of the Tb member {monoclinic, [Tb2(4-ABA)6(H2O)2]; triclinic [[Tb2(4-ABA)6(H2O)2]·2H2O]} is of interest and its occurrence was indicated as being dependent on pH control in the preparation.
It was considered that some of the other later members of the RE series (predominantly triclinic) might also show the same effect so this was tested with Er in a reaction of erbium(III) acetate with 4-ABA in aqueous ethanol under mild reaction conditions, with no additional pH control. The title triclinic complex [Er2(C7H6NO2)6(H2O)4]·2H2O, (I), was obtained. For (I), the preliminary unit-cell data (Table 1 ▸) suggested a possible solvatomorphic variant of the previously reported polymeric monoclinic Er3+ complex with 4-ABA (Sun et al., 2004 ▸), and this was confirmed in the X-ray structural analysis. The comparative cell data for the triclinic Tb3+ complex with 4-ABA are a = 9.0964 (1), b = 11.0117 (1), c = 12.7430 (2) Å, α = 89.372 (5), β = 72.0360 (6), γ = 75.0730 (7)°, V = 1169.97 (2) Å3, confirming that the two are isotypic.
Table 1. Selected bond lengths (Å) for (I) .
| Er1—O1W | 2.373 (2) | Er1—O12A | 2.333 (3) |
| Er1—O2W | 2.295 (3) | Er1—O12B | 2.385 (3) |
| Er1—O11A | 2.477 (3) | Er1—O12C | 2.232 (3) |
| Er1—O11B | 2.478 (3) | Er1—O11C i | 2.233 (4) |
Symmetry code: (i) 
.
Complex (II), anhydrous [Er2(C7H3ClNO4)6(C2H6OS)2]n, was obtained in a similar reaction to (I), using erbium(III) acetate and 4-chloro-3-nitrobenzoic acid (CLNBAH), with subsequent recrystallization using DMSO. The structures of both complexes are reported herein.
Structural commentary
In the title centrosymmetric dinuclear structure of compound (I) (Fig. 1 ▸), the two identical irregular ErO8 complex units [Er—O bond length range, 2.232 (3)–2.478 (3) Å] (Table 1 ▸), comprise two monodentate water molecules (O1W, O2W), four O-atom donors from two slightly asymmetric bidentate O,O’ chelate carboxylate groups (the A and B 4-ABA ligands) and two bridging O-atom donors from two symmetry-related ligands (C). The Er⋯Eri separation in the dinuclear unit is 4.7527 (4) Å. Unlike the polymeric solvatomorphic ErIII complex [Er2(4-ABA)6(H2O)2]n·nH2O (Sun et al., 2004 ▸), in which the extending Er—N bond is somewhat elongated at 2.660 (3) Å, with (I), there is no reasonable Er—N bonding contact. The monodentate water molecule O2W in (I) replaces the bridging amino N-donor site which is present in the 8-coordination sphere about Er in the solvatopolymorph. Within the dinuclear complex unit of (I), an intra-dimer O—H⋯Ocarboxylate hydrogen bond is present between one of the the coordinating water molecules (O1W) and an inversion-related carboxylate O-atom (O11A i) (Table 2 ▸). This structure is similar to the triclinic isotypic Tb3+ complex with 4-ABA (Sun et al., 2004 ▸).
Figure 1.
The molecular configuration and atom-naming scheme for the centrosymmetric dinuclear title complex and water molecules of solvation in (I), with displacement ellipsoids drawn at the 40% probability level. For symmetry code (i), see Table 1 ▸.
Table 2. Hydrogen-bond geometry (Å, °) for (I) .
| D—H⋯A | D—H | H⋯A | D⋯A | D—H⋯A |
|---|---|---|---|---|
| O1W—H11W⋯O11A i | 0.82 (4) | 1.95 (4) | 2.757 (4) | 166 (4) |
| O1W—H12W⋯O11B ii | 0.82 (3) | 1.98 (3) | 2.777 (4) | 163 (4) |
| O2W—H21W⋯N4B iii | 0.84 (4) | 2.09 (4) | 2.902 (5) | 162 (5) |
| O2W—H22W⋯N4C iv | 0.86 (4) | 1.89 (4) | 2.735 (6) | 168 (5) |
| O3W—H31W⋯O12B | 0.83 (4) | 1.99 (4) | 2.777 (4) | 160 (5) |
| O3W—H32W⋯O12A v | 0.85 (5) | 2.07 (5) | 2.841 (5) | 151 (5) |
| N4A—H42A⋯O3W vi | 0.88 (4) | 2.08 (4) | 2.902 (6) | 156 (4) |
| N4B—H41B⋯O3W vii | 0.86 (4) | 2.18 (4) | 3.014 (6) | 164 (4) |
| N4C—H42C⋯O11B viii | 0.86 (3) | 2.49 (4) | 3.341 (5) | 170 (5) |
Symmetry codes: (i) ; (ii) 
; (iii) 
; (iv) 
; (v) 
; (vi) 
; (vii) 
; (viii) 
.
In (I), the 4-ABA ligand species show some variation in the conformation of the carboxylate groups. In one of the bidentate O,O′-chelate ligands (A) and the bridging ligand (C), the groups are essentially coplanar with the benzene ring [torsion angles C2A/C—C1A/C—C11A/C—O11A/C = 171.2 (4) and 174.8 (4)°, respectively], while in the second bidentate chelate ligand (B) the group is rotated out of the plane [corresponding torsion angle = 155.9 (4)°]. Such a ’planar’ conformation is also found in the structure of the parent acid (Gracin & Fischer, 2005 ▸) and in molecular adducts with aromatic carboxylic acids (Chadwick et al., 2009 ▸).
In the crystal structure of complex (II), a centrosymmetric dinuclear repeat unit is present with the two inversion-related ErIII atoms (Fig. 2 ▸) being seven-coordinated through four bridging carboxylate O,O 1 groups (the A and B ligands), a monodentate DMSO O-atom and O-donors (O12C i) and O11C i from the C ligand which extends the dinuclear unit into a one-dimensional coordination polymer lying along [100] (Fig. 3 ▸). The Er—O bond length range is 2.239 (6)–2.348 (6) (Table 3 ▸) and the Er⋯Erii separation within the dimeric unit is 4.4620 (6) Å. Also present within the repeat unit are a C2B—H⋯O11 hydrogen bond [3.298 (13) Å] and a C2A—H⋯S1 interaction [3.743 (10) Å] (Table 4 ▸).
Figure 2.
The molecular configuration and atom-naming scheme for the centrosymmetric dinuclear repeat unit in the polymeric complex (II), with displacement ellipsoids drawn at the 40% probability level. [Symmetry code: (v) x + 1, y, z; for other symmetry codes, see Table 3 ▸.]
Figure 3.
The packing of the one-dimensional polymeric chain structure of (II) in the unit cell, viewed approximately along [001]. H atoms have been omitted.
Table 3. Selected bond lengths (Å) for (II) .
| Er1—O11 | 2.306 (7) | Er1—O12C i | 2.287 (6) |
| Er1—O11C | 2.312 (8) | Er1—O11A ii | 2.300 (6) |
| Er1—O12A | 2.317 (7) | Er1—O11B ii | 2.348 (6) |
| Er1—O12B | 2.239 (6) |
Symmetry codes: (i) 
; (ii) .
Table 4. Hydrogen-bond geometry (Å, °) for (II) .
| D—H⋯A | D—H | H⋯A | D⋯A | D—H⋯A |
|---|---|---|---|---|
| C2A—H2A⋯S1 | 0.95 | 2.86 | 3.743 (10) | 155 |
| C2B—H2B⋯O11 | 0.95 | 2.56 | 3.298 (13) | 135 |
| C11—H111⋯Cl4A iii | 0.98 | 2.79 | 3.486 (11) | 129 |
| C12—H123⋯O32A iv | 0.98 | 2.44 | 3.376 (15) | 158 |
Symmetry codes: (iii) 
; (iv) 
.
The torsion angles defining the conformation of the carboxylate groups of the CLNBA ligands in (II) are C2A/B/C—C1A/B/C—C11A/B/C—O11A/B/C = 158.7 (9), 177.2 (9) and 160.3 (8)°, respectively. The torsion angles of the nitro groups C2A/B/C—C3A/B/C—N3A/B/C—O32A/B/C are −150.4 (12), 174.1 (16) and 120.3 (13)°, respectively. In the structure of the parent CLNBAH acid (Ishida & Fukunaga, 2003 ▸), the corresponding torsion angles are 174.02 (17) and −132.61 (18)° compared to 179.7 (2) and −137.8 (2)° in the Na–CLNBA monohydrate salt (Smith, 2013 ▸).
Supramolecular features
In the crystal structure of compound (I), extensive inter-unit O—H⋯O and O—H⋯N hydrogen-bonding interactions are present, involving both the coordinating water molecules as well as the solvent water molecules, with carboxylate O-atom acceptors and amine N-atom acceptors (Table 2 ▸). These, together with amine N—H⋯Owater and Ocarboxyl hydrogen bonds give a three-dimensional network structure (Figs. 4 ▸ and 5 ▸). One H atom of each of the amine groups on the three 4-ABA ligand components of the complex is not involved in hydrogen-bonding. Also present in the supramolecular structure are weak π–π interactions between A ligands [ring-centroid separation A⋯A vii = 3.711 (3) Å] and C ligands [C⋯C viii = 3.676 (3) Å] (for symmetry codes, see Table 2 ▸). This dimeric carboxylate-bridged complex mode is similar to that found in the erbium acetate complex [Er2(CH3CO2)6(H2O)4]2·6H2O (Sawase et al., 1984 ▸).
Figure 4.
The dimeric complex (I) in the unit cell, viewed approximately down [100], showing intra- and interdimer hydrogen-bonding extensions as dashed lines. Non-associative H atoms have been omitted. For symmetry codes, see Table 2 ▸.
Figure 5.
The three-dimensional hydrogen-bonded structure of (I) in the unit cell, viewed along [100]. Non-associative H atoms have been omitted.
With (II), present are two weak intra-polymer C—H⋯O hydrogen bonds involving methyl H atoms and both a DMSO O-atom acceptor and a Cl-atom acceptor (Table 4 ▸).
Synthesis and crystallization
The title compounds were synthesized by warming together for 10 min, a solution obtained by mixing 5 ml of ethanolic 4-aminobenzoic acid (1 mmol: 135 mg) [for (I)] or 4-chloro-3-nitrobenzoic acid (1 mmol: 200 mg) [for (II)], with 10 ml of aqueous erbium(III) acetate hexahydrate (0.3 mmol: 216 mg). Partial room-temperature evaporation of these solutions provided pale-pink block-like single crystals of (I), suitable for X-ray analysis while a colourless powder was obtained from the preparation of (II). Recrystallization using the slow diffusion of water into a DMSO solution gave minor small crystals of (II), suitable for X-ray analysis.
Refinement details
Crystal data, data collection and structure refinements for (I) and (II) are summarized in Table 5 ▸. Hydrogen atoms on all water molecules and the amine groups of the 4-ABA ligands in (I) were located by difference methods and positional parameters were refined with restraints [O—H bond length = 0.85 (2) Å and N—H = 0.88 (2) Å], with U iso(H) = 1.5U eq(O) or 1.2U eq(N). Other H atoms were included in the refinement at calculated positions [C—H(aromatic) = 0.95 Å or C—H(methyl) = 0.96 Å, with U iso(H) = 1.2U eq(C)(aromatic) or 1.5U eq(C)(methyl)], using a riding-model approximation. In the refinement of (II), a number of large difference electron density residual peaks (5–7 e Å−3) located within 1.0 Å of the Er1 site were present. These are possibly due to poor crystal quality coupled to effects of an insufficient absorption correction.
Table 5. Experimental details.
| (I) | (II) | |
|---|---|---|
| Crystal data | ||
| Chemical formula | [Er2(C7H6NO2)6(H2O)4]·2H2O | [Er2(C7H3ClNO4)6(C2H6OS)2] |
| M r | 1259.38 | 1694.10 |
| Crystal system, space group | Triclinic, P
|
Triclinic, P
|
| Temperature (K) | 200 | 200 |
| a, b, c (Å) | 9.0332 (5), 10.9363 (6), 12.6194 (6) | 8.2408 (3), 12.4040 (8), 15.3409 (10) |
| α, β, γ (°) | 89.015 (4), 72.105 (5), 74.814 (5) | 111.443 (6), 98.063 (4), 96.684 (4) |
| V (Å3) | 1142.21 (10) | 1421.04 (14) |
| Z | 1 | 1 |
| Radiation type | Mo Kα | Mo Kα |
| μ (mm−1) | 3.73 | 3.38 |
| Crystal size (mm) | 0.30 × 0.30 × 0.25 | 0.25 × 0.12 × 0.04 |
| Data collection | ||
| Diffractometer | Oxford Diffraction Gemini-S CCD detector | Oxford Diffraction Gemini-S CCD detector |
| Absorption correction | Multi-scan (CrysAlis PRO; Agilent, 2013 ▸) | Multi-scan (CrysAlis PRO; Agilent, 2013 ▸) |
| T min, T max | 0.713, 0.980 | 0.494, 0.980 |
| No. of measured, independent and observed [I > 2σ(I)] reflections | 7274, 4480, 4137 | 10041, 5566, 4814 |
| R int | 0.035 | 0.055 |
| (sin θ/λ)max (Å−1) | 0.617 | 0.617 |
| Refinement | ||
| R[F 2 > 2σ(F 2)], wR(F 2), S | 0.029, 0.058, 1.05 | 0.067, 0.181, 1.06 |
| No. of reflections | 4480 | 5566 |
| No. of parameters | 343 | 397 |
| No. of restraints | 12 | 0 |
| H-atom treatment | H atoms treated by a mixture of independent and constrained refinement | H-atom parameters constrained |
| Δρmax, Δρmin (e Å−3) | 1.03, −0.71 | 6.83, −2.41 |
Supplementary Material
Crystal structure: contains datablock(s) global, I, II. DOI: 10.1107/S2056989015020319/wm5228sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S2056989015020319/wm5228Isup2.hkl
Structure factors: contains datablock(s) II. DOI: 10.1107/S2056989015020319/wm5228IIsup3.hkl
Additional supporting information: crystallographic information; 3D view; checkCIF report
Acknowledgments
The author acknowledges support from the Science and Engineering Faculty, Queensland University of Technology.
supplementary crystallographic information
(I) Bis(µ2-4-aminobenzoato-κ2O:O')bis[bis(4-aminobenzoato-κ2O,O')diaquaerbium(III)] dihydrate . Crystal data
| [Er2(C7H6NO2)6(H2O)4]·2H2O | Z = 1 |
| Mr = 1259.38 | F(000) = 622 |
| Triclinic, P1 | Dx = 1.831 Mg m−3 |
| Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
| a = 9.0332 (5) Å | Cell parameters from 3598 reflections |
| b = 10.9363 (6) Å | θ = 3.6–28.8° |
| c = 12.6194 (6) Å | µ = 3.73 mm−1 |
| α = 89.015 (4)° | T = 200 K |
| β = 72.105 (5)° | Block, pink |
| γ = 74.814 (5)° | 0.30 × 0.30 × 0.25 mm |
| V = 1142.21 (10) Å3 |
(I) Bis(µ2-4-aminobenzoato-κ2O:O')bis[bis(4-aminobenzoato-κ2O,O')diaquaerbium(III)] dihydrate . Data collection
| Oxford Diffraction Gemini-S CCD-detector diffractometer | 4480 independent reflections |
| Radiation source: Enhance (Mo) X-ray source | 4137 reflections with I > 2σ(I) |
| Graphite monochromator | Rint = 0.035 |
| Detector resolution: 16.077 pixels mm-1 | θmax = 26.0°, θmin = 3.4° |
| ω scans | h = −11→11 |
| Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2013) | k = −10→13 |
| Tmin = 0.713, Tmax = 0.980 | l = −15→14 |
| 7274 measured reflections |
(I) Bis(µ2-4-aminobenzoato-κ2O:O')bis[bis(4-aminobenzoato-κ2O,O')diaquaerbium(III)] dihydrate . 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)] = 0.029 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.058 | H atoms treated by a mixture of independent and constrained refinement |
| S = 1.05 | w = 1/[σ2(Fo2) + (0.011P)2] where P = (Fo2 + 2Fc2)/3 |
| 4480 reflections | (Δ/σ)max = 0.002 |
| 343 parameters | Δρmax = 1.03 e Å−3 |
| 12 restraints | Δρmin = −0.71 e Å−3 |
(I) Bis(µ2-4-aminobenzoato-κ2O:O')bis[bis(4-aminobenzoato-κ2O,O')diaquaerbium(III)] dihydrate . Special details
| 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 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. |
(I) Bis(µ2-4-aminobenzoato-κ2O:O')bis[bis(4-aminobenzoato-κ2O,O')diaquaerbium(III)] dihydrate . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | ||
| Er1 | 0.63868 (2) | 0.48651 (2) | 0.63400 (1) | 0.0172 (1) | |
| O1W | 0.8216 (3) | 0.4689 (3) | 0.4504 (2) | 0.0236 (9) | |
| O2W | 0.8310 (4) | 0.3257 (3) | 0.6738 (3) | 0.0310 (10) | |
| O3W | 0.4420 (4) | 0.6614 (4) | 1.0062 (3) | 0.0450 (13) | |
| O11A | 0.3424 (3) | 0.5182 (3) | 0.7029 (2) | 0.0229 (9) | |
| O11B | 0.8438 (3) | 0.5973 (3) | 0.6381 (2) | 0.0226 (9) | |
| O11C | 0.4044 (4) | 0.6642 (3) | 0.4607 (3) | 0.0393 (11) | |
| O12A | 0.4967 (3) | 0.3977 (3) | 0.7885 (2) | 0.0279 (10) | |
| O12B | 0.6239 (4) | 0.6268 (3) | 0.7818 (2) | 0.0297 (10) | |
| O12C | 0.5398 (3) | 0.6760 (3) | 0.5771 (2) | 0.0326 (10) | |
| N4A | −0.1513 (5) | 0.2669 (5) | 1.0592 (3) | 0.0420 (16) | |
| N4B | 0.8254 (5) | 1.1355 (4) | 0.8371 (3) | 0.0338 (14) | |
| N4C | 0.1613 (5) | 1.2581 (4) | 0.5966 (4) | 0.0408 (14) | |
| C1A | 0.2234 (5) | 0.3912 (4) | 0.8436 (3) | 0.0205 (12) | |
| C1B | 0.7719 (5) | 0.7812 (4) | 0.7614 (3) | 0.0209 (11) | |
| C1C | 0.3588 (4) | 0.8633 (4) | 0.5499 (3) | 0.0173 (11) | |
| C2A | 0.2533 (5) | 0.2916 (4) | 0.9109 (3) | 0.0259 (12) | |
| C2B | 0.6425 (5) | 0.8743 (4) | 0.8302 (3) | 0.0245 (12) | |
| C2C | 0.3840 (5) | 0.9328 (4) | 0.6308 (3) | 0.0239 (12) | |
| C3A | 0.1314 (5) | 0.2489 (4) | 0.9799 (3) | 0.0286 (16) | |
| C3B | 0.6601 (5) | 0.9903 (4) | 0.8557 (3) | 0.0269 (12) | |
| C3C | 0.3173 (5) | 1.0619 (4) | 0.6478 (3) | 0.0297 (14) | |
| C4A | −0.0285 (5) | 0.3068 (4) | 0.9855 (3) | 0.0272 (16) | |
| C4B | 0.8090 (5) | 1.0165 (4) | 0.8158 (3) | 0.0238 (14) | |
| C4C | 0.2265 (5) | 1.1253 (4) | 0.5836 (4) | 0.0264 (14) | |
| C5A | −0.0601 (5) | 0.4036 (4) | 0.9147 (3) | 0.0284 (14) | |
| C5B | 0.9399 (5) | 0.9232 (4) | 0.7501 (3) | 0.0263 (12) | |
| C5C | 0.1958 (5) | 1.0556 (4) | 0.5055 (3) | 0.0295 (14) | |
| C6A | 0.0656 (5) | 0.4452 (4) | 0.8453 (3) | 0.0240 (12) | |
| C6B | 0.9214 (5) | 0.8076 (4) | 0.7221 (3) | 0.0243 (12) | |
| C6C | 0.2620 (5) | 0.9257 (4) | 0.4890 (3) | 0.0272 (14) | |
| C11A | 0.3588 (5) | 0.4394 (4) | 0.7749 (3) | 0.0205 (12) | |
| C11B | 0.7480 (5) | 0.6613 (4) | 0.7262 (3) | 0.0222 (12) | |
| C11C | 0.4396 (5) | 0.7246 (4) | 0.5278 (3) | 0.0209 (12) | |
| H2A | 0.35910 | 0.25320 | 0.90870 | 0.0310* | |
| H2B | 0.54240 | 0.85770 | 0.85940 | 0.0290* | |
| H2C | 0.44660 | 0.89160 | 0.67390 | 0.0290* | |
| H3A | 0.15460 | 0.18120 | 1.02310 | 0.0350* | |
| H3B | 0.57120 | 1.05190 | 0.90000 | 0.0320* | |
| H3C | 0.33360 | 1.10700 | 0.70320 | 0.0350* | |
| H5A | −0.16540 | 0.43970 | 0.91440 | 0.0340* | |
| H5B | 1.04110 | 0.93850 | 0.72460 | 0.0310* | |
| H5C | 0.13050 | 1.09660 | 0.46410 | 0.0350* | |
| H6A | 0.04410 | 0.51030 | 0.79920 | 0.0290* | |
| H6B | 1.00980 | 0.74670 | 0.67650 | 0.0290* | |
| H6C | 0.24110 | 0.87990 | 0.43650 | 0.0330* | |
| H11W | 0.788 (5) | 0.467 (4) | 0.397 (3) | 0.0350* | |
| H12W | 0.917 (3) | 0.463 (4) | 0.417 (3) | 0.0350* | |
| H21W | 0.807 (6) | 0.278 (4) | 0.726 (3) | 0.0460* | |
| H22W | 0.934 (3) | 0.314 (5) | 0.655 (4) | 0.0460* | |
| H41A | −0.136 (6) | 0.223 (4) | 1.115 (3) | 0.0500* | |
| H41B | 0.750 (4) | 1.182 (4) | 0.891 (3) | 0.0400* | |
| H41C | 0.198 (6) | 1.289 (5) | 0.645 (3) | 0.0490* | |
| H42A | −0.248 (3) | 0.305 (4) | 1.056 (4) | 0.0500* | |
| H42B | 0.919 (3) | 1.130 (5) | 0.843 (4) | 0.0400* | |
| H42C | 0.171 (6) | 1.288 (5) | 0.532 (2) | 0.0490* | |
| H31W | 0.507 (5) | 0.634 (5) | 0.944 (3) | 0.0680* | |
| H32W | 0.489 (6) | 0.624 (5) | 1.051 (4) | 0.0680* |
(I) Bis(µ2-4-aminobenzoato-κ2O:O')bis[bis(4-aminobenzoato-κ2O,O')diaquaerbium(III)] dihydrate . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Er1 | 0.0190 (1) | 0.0146 (1) | 0.0170 (1) | −0.0037 (1) | −0.0048 (1) | 0.0002 (1) |
| O1W | 0.0247 (16) | 0.0303 (17) | 0.0135 (14) | −0.0055 (14) | −0.0043 (12) | −0.0005 (13) |
| O2W | 0.0219 (16) | 0.0321 (19) | 0.0371 (19) | −0.0049 (15) | −0.0093 (15) | 0.0164 (15) |
| O11A | 0.0254 (15) | 0.0245 (16) | 0.0175 (14) | −0.0052 (13) | −0.0063 (12) | 0.0069 (12) |
| O11B | 0.0220 (15) | 0.0253 (16) | 0.0201 (14) | −0.0065 (13) | −0.0057 (12) | −0.0061 (12) |
| O11C | 0.044 (2) | 0.0294 (19) | 0.0392 (19) | −0.0148 (16) | −0.0004 (16) | −0.0138 (15) |
| O12A | 0.0244 (16) | 0.0355 (18) | 0.0277 (16) | −0.0105 (14) | −0.0123 (13) | 0.0103 (14) |
| O12B | 0.0364 (18) | 0.0329 (18) | 0.0211 (15) | −0.0207 (15) | −0.0009 (13) | −0.0038 (13) |
| O12C | 0.0249 (17) | 0.0214 (17) | 0.047 (2) | −0.0014 (13) | −0.0095 (15) | 0.0120 (15) |
| N4A | 0.042 (3) | 0.062 (3) | 0.030 (2) | −0.030 (3) | −0.010 (2) | 0.015 (2) |
| N4B | 0.049 (3) | 0.022 (2) | 0.030 (2) | −0.013 (2) | −0.009 (2) | −0.0008 (17) |
| N4C | 0.028 (2) | 0.020 (2) | 0.061 (3) | −0.0033 (18) | 0.002 (2) | 0.005 (2) |
| C1A | 0.024 (2) | 0.020 (2) | 0.017 (2) | −0.0060 (18) | −0.0057 (17) | −0.0019 (17) |
| C1B | 0.028 (2) | 0.021 (2) | 0.0153 (19) | −0.0092 (19) | −0.0069 (17) | 0.0001 (17) |
| C1C | 0.0153 (19) | 0.016 (2) | 0.019 (2) | −0.0049 (16) | −0.0023 (16) | −0.0001 (16) |
| C2A | 0.024 (2) | 0.028 (2) | 0.028 (2) | −0.0071 (19) | −0.0114 (19) | 0.0045 (19) |
| C2B | 0.025 (2) | 0.025 (2) | 0.021 (2) | −0.0074 (19) | −0.0033 (18) | 0.0024 (18) |
| C2C | 0.026 (2) | 0.022 (2) | 0.026 (2) | −0.0041 (19) | −0.0133 (18) | −0.0007 (18) |
| C3A | 0.036 (3) | 0.028 (3) | 0.027 (2) | −0.013 (2) | −0.014 (2) | 0.011 (2) |
| C3B | 0.031 (2) | 0.021 (2) | 0.022 (2) | −0.0007 (19) | −0.0041 (18) | −0.0032 (18) |
| C3C | 0.033 (3) | 0.024 (2) | 0.032 (2) | −0.007 (2) | −0.010 (2) | −0.010 (2) |
| C4A | 0.034 (3) | 0.034 (3) | 0.020 (2) | −0.021 (2) | −0.0077 (19) | 0.0017 (19) |
| C4B | 0.040 (3) | 0.016 (2) | 0.015 (2) | −0.0080 (19) | −0.0080 (18) | 0.0036 (17) |
| C4C | 0.020 (2) | 0.013 (2) | 0.038 (3) | −0.0043 (18) | 0.0024 (19) | 0.0033 (19) |
| C5A | 0.019 (2) | 0.045 (3) | 0.023 (2) | −0.012 (2) | −0.0061 (18) | −0.004 (2) |
| C5B | 0.032 (2) | 0.026 (2) | 0.022 (2) | −0.013 (2) | −0.0057 (19) | 0.0028 (19) |
| C5C | 0.030 (2) | 0.027 (3) | 0.029 (2) | −0.001 (2) | −0.012 (2) | 0.011 (2) |
| C6A | 0.028 (2) | 0.026 (2) | 0.018 (2) | −0.0065 (19) | −0.0082 (18) | 0.0033 (18) |
| C6B | 0.031 (2) | 0.018 (2) | 0.021 (2) | −0.0050 (19) | −0.0052 (18) | 0.0007 (17) |
| C6C | 0.030 (2) | 0.032 (3) | 0.022 (2) | −0.007 (2) | −0.0127 (19) | 0.0006 (19) |
| C11A | 0.026 (2) | 0.020 (2) | 0.018 (2) | −0.0092 (18) | −0.0077 (17) | 0.0001 (17) |
| C11B | 0.027 (2) | 0.024 (2) | 0.021 (2) | −0.0107 (19) | −0.0117 (18) | 0.0001 (18) |
| C11C | 0.019 (2) | 0.019 (2) | 0.021 (2) | −0.0110 (18) | 0.0039 (17) | 0.0000 (17) |
| O3W | 0.031 (2) | 0.071 (3) | 0.0254 (18) | −0.0003 (19) | −0.0093 (15) | 0.0010 (18) |
(I) Bis(µ2-4-aminobenzoato-κ2O:O')bis[bis(4-aminobenzoato-κ2O,O')diaquaerbium(III)] dihydrate . Geometric parameters (Å, º)
| Er1—O1W | 2.373 (2) | C1A—C2A | 1.391 (6) |
| Er1—O2W | 2.295 (3) | C1B—C2B | 1.393 (6) |
| Er1—O11A | 2.477 (3) | C1B—C6B | 1.393 (7) |
| Er1—O11B | 2.478 (3) | C1B—C11B | 1.480 (6) |
| Er1—O12A | 2.333 (3) | C1C—C11C | 1.490 (6) |
| Er1—O12B | 2.385 (3) | C1C—C6C | 1.380 (6) |
| Er1—O12C | 2.232 (3) | C1C—C2C | 1.390 (6) |
| Er1—O11Ci | 2.233 (4) | C2A—C3A | 1.362 (6) |
| O11A—C11A | 1.257 (5) | C2B—C3B | 1.375 (6) |
| O11B—C11B | 1.262 (5) | C2C—C3C | 1.374 (6) |
| O11C—C11C | 1.245 (6) | C3A—C4A | 1.397 (7) |
| O12A—C11A | 1.273 (6) | C3B—C4B | 1.388 (7) |
| O12B—C11B | 1.273 (6) | C3C—C4C | 1.379 (6) |
| O12C—C11C | 1.254 (5) | C4A—C5A | 1.402 (6) |
| O1W—H12W | 0.82 (3) | C4B—C5B | 1.386 (6) |
| O1W—H11W | 0.82 (4) | C4C—C5C | 1.391 (6) |
| O2W—H21W | 0.84 (4) | C5A—C6A | 1.382 (6) |
| O2W—H22W | 0.86 (4) | C5B—C6B | 1.383 (6) |
| O3W—H31W | 0.83 (4) | C5C—C6C | 1.381 (6) |
| O3W—H32W | 0.85 (5) | C2A—H2A | 0.9300 |
| N4A—C4A | 1.375 (6) | C2B—H2B | 0.9300 |
| N4B—C4B | 1.388 (6) | C2C—H2C | 0.9300 |
| N4C—C4C | 1.409 (6) | C3A—H3A | 0.9300 |
| N4A—H41A | 0.87 (4) | C3B—H3B | 0.9300 |
| N4A—H42A | 0.88 (4) | C3C—H3C | 0.9300 |
| N4B—H41B | 0.86 (4) | C5A—H5A | 0.9300 |
| N4B—H42B | 0.86 (3) | C5B—H5B | 0.9300 |
| N4C—H41C | 0.89 (5) | C5C—H5C | 0.9300 |
| N4C—H42C | 0.86 (3) | C6A—H6A | 0.9300 |
| C1A—C11A | 1.482 (6) | C6B—H6B | 0.9300 |
| C1A—C6A | 1.386 (7) | C6C—H6C | 0.9300 |
| O1W—Er1—O2W | 87.02 (12) | C2C—C1C—C6C | 118.8 (4) |
| O1W—Er1—O11A | 131.43 (9) | C6C—C1C—C11C | 121.1 (4) |
| O1W—Er1—O11B | 72.20 (9) | C1A—C2A—C3A | 121.6 (4) |
| O1W—Er1—O12A | 151.62 (11) | C1B—C2B—C3B | 121.2 (4) |
| O1W—Er1—O12B | 124.33 (11) | C1C—C2C—C3C | 120.6 (4) |
| O1W—Er1—O12C | 79.98 (10) | C2A—C3A—C4A | 119.9 (4) |
| O1W—Er1—O11Ci | 73.68 (12) | C2B—C3B—C4B | 120.7 (4) |
| O2W—Er1—O11A | 126.78 (12) | C2C—C3C—C4C | 120.6 (4) |
| O2W—Er1—O11B | 78.50 (12) | C3A—C4A—C5A | 119.1 (4) |
| O2W—Er1—O12A | 75.02 (12) | N4A—C4A—C5A | 121.4 (4) |
| O2W—Er1—O12B | 93.16 (12) | N4A—C4A—C3A | 119.5 (4) |
| O2W—Er1—O12C | 156.11 (12) | C3B—C4B—C5B | 118.7 (4) |
| O2W—Er1—O11Ci | 85.80 (13) | N4B—C4B—C5B | 120.5 (4) |
| O11A—Er1—O11B | 140.04 (10) | N4B—C4B—C3B | 120.8 (4) |
| O11A—Er1—O12A | 53.86 (10) | C3C—C4C—C5C | 118.9 (4) |
| O11A—Er1—O12B | 91.09 (11) | N4C—C4C—C3C | 121.9 (4) |
| O11A—Er1—O12C | 76.09 (10) | N4C—C4C—C5C | 119.2 (4) |
| O11A—Er1—O11Ci | 75.35 (12) | C4A—C5A—C6A | 119.8 (4) |
| O11B—Er1—O12A | 123.63 (9) | C4B—C5B—C6B | 120.6 (4) |
| O11B—Er1—O12B | 53.56 (10) | C4C—C5C—C6C | 120.3 (4) |
| O11B—Er1—O12C | 78.48 (10) | C1A—C6A—C5A | 120.8 (4) |
| O11B—Er1—O11Ci | 142.95 (11) | C1B—C6B—C5B | 120.8 (4) |
| O12A—Er1—O12B | 79.21 (10) | C1C—C6C—C5C | 120.6 (4) |
| O12A—Er1—O12C | 123.94 (10) | O11A—C11A—C1A | 122.2 (4) |
| O11Ci—Er1—O12A | 83.11 (12) | O12A—C11A—C1A | 118.5 (4) |
| O12B—Er1—O12C | 78.15 (10) | O11A—C11A—O12A | 119.2 (4) |
| O11Ci—Er1—O12B | 161.93 (12) | O11B—C11B—C1B | 120.7 (4) |
| O11Ci—Er1—O12C | 109.26 (11) | O12B—C11B—C1B | 119.4 (3) |
| Er1—O11A—C11A | 90.0 (3) | O11B—C11B—O12B | 119.8 (4) |
| Er1—O11B—C11B | 90.2 (3) | O11C—C11C—O12C | 124.0 (4) |
| Er1i—O11C—C11C | 165.0 (3) | O11C—C11C—C1C | 117.9 (4) |
| Er1—O12A—C11A | 96.3 (2) | O12C—C11C—C1C | 118.1 (4) |
| Er1—O12B—C11B | 94.2 (2) | C1A—C2A—H2A | 119.00 |
| Er1—O12C—C11C | 138.1 (3) | C3A—C2A—H2A | 119.00 |
| H11W—O1W—H12W | 100 (4) | C3B—C2B—H2B | 119.00 |
| Er1—O1W—H11W | 119 (3) | C1B—C2B—H2B | 119.00 |
| Er1—O1W—H12W | 141 (2) | C1C—C2C—H2C | 120.00 |
| H21W—O2W—H22W | 107 (5) | C3C—C2C—H2C | 120.00 |
| Er1—O2W—H21W | 122 (4) | C4A—C3A—H3A | 120.00 |
| Er1—O2W—H22W | 130 (3) | C2A—C3A—H3A | 120.00 |
| H31W—O3W—H32W | 104 (5) | C2B—C3B—H3B | 120.00 |
| C4A—N4A—H41A | 121 (4) | C4B—C3B—H3B | 120.00 |
| H41A—N4A—H42A | 122 (5) | C4C—C3C—H3C | 120.00 |
| C4A—N4A—H42A | 115 (3) | C2C—C3C—H3C | 120.00 |
| C4B—N4B—H42B | 111 (4) | C4A—C5A—H5A | 120.00 |
| H41B—N4B—H42B | 112 (4) | C6A—C5A—H5A | 120.00 |
| C4B—N4B—H41B | 116 (3) | C6B—C5B—H5B | 120.00 |
| C4C—N4C—H41C | 108 (3) | C4B—C5B—H5B | 120.00 |
| H41C—N4C—H42C | 121 (5) | C4C—C5C—H5C | 120.00 |
| C4C—N4C—H42C | 110 (3) | C6C—C5C—H5C | 120.00 |
| C2A—C1A—C6A | 118.6 (4) | C5A—C6A—H6A | 120.00 |
| C6A—C1A—C11A | 121.7 (4) | C1A—C6A—H6A | 120.00 |
| C2A—C1A—C11A | 119.7 (4) | C1B—C6B—H6B | 120.00 |
| C2B—C1B—C11B | 120.6 (4) | C5B—C6B—H6B | 120.00 |
| C6B—C1B—C11B | 121.3 (4) | C1C—C6C—H6C | 120.00 |
| C2B—C1B—C6B | 118.0 (4) | C5C—C6C—H6C | 120.00 |
| C2C—C1C—C11C | 120.1 (4) | ||
| O1W—Er1—O11A—C11A | 139.1 (2) | Er1—O12C—C11C—C1C | 153.5 (3) |
| O2W—Er1—O11A—C11A | 14.1 (3) | C2A—C1A—C6A—C5A | 1.9 (6) |
| O11B—Er1—O11A—C11A | −106.2 (3) | C6A—C1A—C2A—C3A | −1.8 (6) |
| O12A—Er1—O11A—C11A | −4.9 (2) | C11A—C1A—C2A—C3A | 176.4 (4) |
| O12B—Er1—O11A—C11A | −80.7 (2) | C6A—C1A—C11A—O11A | −10.6 (6) |
| O12C—Er1—O11A—C11A | −158.2 (2) | C6A—C1A—C11A—O12A | 170.5 (4) |
| O11Ci—Er1—O11A—C11A | 87.3 (2) | C11A—C1A—C6A—C5A | −176.3 (4) |
| O1W—Er1—O11B—C11B | 158.2 (3) | C2A—C1A—C11A—O11A | 171.2 (4) |
| O2W—Er1—O11B—C11B | −111.2 (2) | C2A—C1A—C11A—O12A | −7.7 (6) |
| O11A—Er1—O11B—C11B | 23.9 (3) | C6B—C1B—C2B—C3B | 2.1 (6) |
| O12A—Er1—O11B—C11B | −48.1 (3) | C11B—C1B—C2B—C3B | −174.4 (4) |
| O12B—Er1—O11B—C11B | −8.5 (2) | C2B—C1B—C6B—C5B | −0.5 (6) |
| O12C—Er1—O11B—C11B | 75.2 (2) | C2B—C1B—C11B—O11B | 155.9 (4) |
| O11Ci—Er1—O11B—C11B | −178.1 (2) | C2B—C1B—C11B—O12B | −19.8 (6) |
| O1W—Er1—O12A—C11A | −107.0 (3) | C6B—C1B—C11B—O11B | −20.5 (6) |
| O2W—Er1—O12A—C11A | −159.5 (3) | C6B—C1B—C11B—O12B | 163.9 (4) |
| O11A—Er1—O12A—C11A | 4.9 (2) | C11B—C1B—C6B—C5B | 176.0 (4) |
| O11B—Er1—O12A—C11A | 135.7 (2) | C6C—C1C—C2C—C3C | −1.7 (6) |
| O12B—Er1—O12A—C11A | 104.2 (3) | C11C—C1C—C2C—C3C | 176.5 (4) |
| O12C—Er1—O12A—C11A | 36.6 (3) | C2C—C1C—C11C—O12C | −5.8 (6) |
| O11Ci—Er1—O12A—C11A | −72.0 (2) | C6C—C1C—C11C—O11C | −7.1 (6) |
| O1W—Er1—O12B—C11B | −6.9 (3) | C6C—C1C—C11C—O12C | 172.3 (4) |
| O2W—Er1—O12B—C11B | 81.7 (3) | C2C—C1C—C6C—C5C | 2.2 (6) |
| O11A—Er1—O12B—C11B | −151.4 (3) | C11C—C1C—C6C—C5C | −176.0 (4) |
| O11B—Er1—O12B—C11B | 8.5 (2) | C2C—C1C—C11C—O11C | 174.8 (4) |
| O12A—Er1—O12B—C11B | 155.8 (3) | C1A—C2A—C3A—C4A | −1.0 (6) |
| O12C—Er1—O12B—C11B | −75.9 (3) | C1B—C2B—C3B—C4B | −1.8 (6) |
| O1W—Er1—O12C—C11C | 88.7 (4) | C1C—C2C—C3C—C4C | −1.2 (7) |
| O2W—Er1—O12C—C11C | 146.8 (4) | C2A—C3A—C4A—C5A | 3.7 (6) |
| O11A—Er1—O12C—C11C | −48.7 (4) | C2A—C3A—C4A—N4A | −177.0 (4) |
| O11B—Er1—O12C—C11C | 162.4 (4) | C2B—C3B—C4B—C5B | −0.3 (6) |
| O12A—Er1—O12C—C11C | −74.6 (4) | C2B—C3B—C4B—N4B | 177.0 (4) |
| O12B—Er1—O12C—C11C | −142.8 (4) | C2C—C3C—C4C—N4C | −177.8 (4) |
| O11Ci—Er1—O12C—C11C | 20.1 (4) | C2C—C3C—C4C—C5C | 3.6 (7) |
| Er1—O11A—C11A—O12A | 8.3 (4) | N4A—C4A—C5A—C6A | 177.1 (4) |
| Er1—O11A—C11A—C1A | −170.6 (3) | C3A—C4A—C5A—C6A | −3.7 (6) |
| Er1—O11B—C11B—O12B | 14.9 (4) | C3B—C4B—C5B—C6B | 1.9 (6) |
| Er1—O11B—C11B—C1B | −160.7 (4) | N4B—C4B—C5B—C6B | −175.4 (4) |
| Er1—O12A—C11A—O11A | −8.9 (4) | C3C—C4C—C5C—C6C | −3.1 (7) |
| Er1—O12A—C11A—C1A | 170.1 (3) | N4C—C4C—C5C—C6C | 178.2 (4) |
| Er1—O12B—C11B—O11B | −15.5 (4) | C4A—C5A—C6A—C1A | 0.9 (6) |
| Er1—O12B—C11B—C1B | 160.1 (3) | C4B—C5B—C6B—C1B | −1.5 (6) |
| Er1—O12C—C11C—O11C | −27.1 (6) | C4C—C5C—C6C—C1C | 0.2 (7) |
Symmetry code: (i) −x+1, −y+1, −z+1.
(I) Bis(µ2-4-aminobenzoato-κ2O:O')bis[bis(4-aminobenzoato-κ2O,O')diaquaerbium(III)] dihydrate . Hydrogen-bond geometry (Å, º)
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1W—H11W···O11Ai | 0.82 (4) | 1.95 (4) | 2.757 (4) | 166 (4) |
| O1W—H12W···O11Bii | 0.82 (3) | 1.98 (3) | 2.777 (4) | 163 (4) |
| O2W—H21W···N4Biii | 0.84 (4) | 2.09 (4) | 2.902 (5) | 162 (5) |
| O2W—H22W···N4Civ | 0.86 (4) | 1.89 (4) | 2.735 (6) | 168 (5) |
| O3W—H31W···O12B | 0.83 (4) | 1.99 (4) | 2.777 (4) | 160 (5) |
| O3W—H32W···O12Av | 0.85 (5) | 2.07 (5) | 2.841 (5) | 151 (5) |
| N4A—H42A···O3Wvi | 0.88 (4) | 2.08 (4) | 2.902 (6) | 156 (4) |
| N4B—H41B···O3Wvii | 0.86 (4) | 2.18 (4) | 3.014 (6) | 164 (4) |
| N4C—H42C···O11Bviii | 0.86 (3) | 2.49 (4) | 3.341 (5) | 170 (5) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+2, −y+1, −z+1; (iii) x, y−1, z; (iv) x+1, y−1, z; (v) −x+1, −y+1, −z+2; (vi) −x, −y+1, −z+2; (vii) −x+1, −y+2, −z+2; (viii) −x+1, −y+2, −z+1.
(II) Poly[hexakis(µ2-4-chloro-3-nitrobenzoato-κ2O:O')bis(dimethyl sulfoxide-κO)dierbium(III)] . Crystal data
| [Er2(C7H3ClNO4)6(C2H6OS)2] | Z = 1 |
| Mr = 1694.10 | F(000) = 826 |
| Triclinic, P1 | Dx = 1.980 Mg m−3 |
| Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
| a = 8.2408 (3) Å | Cell parameters from 4326 reflections |
| b = 12.4040 (8) Å | θ = 3.6–28.8° |
| c = 15.3409 (10) Å | µ = 3.38 mm−1 |
| α = 111.443 (6)° | T = 200 K |
| β = 98.063 (4)° | Prism, colourless |
| γ = 96.684 (4)° | 0.25 × 0.12 × 0.04 mm |
| V = 1421.04 (14) Å3 |
(II) Poly[hexakis(µ2-4-chloro-3-nitrobenzoato-κ2O:O')bis(dimethyl sulfoxide-κO)dierbium(III)] . Data collection
| Oxford Diffraction Gemini-S CCD-detector diffractometer | 5566 independent reflections |
| Radiation source: fine-focus sealed tube | 4814 reflections with I > 2σ(I) |
| Graphite monochromator | Rint = 0.055 |
| Detector resolution: 16.077 pixels mm-1 | θmax = 26.0°, θmin = 3.1° |
| ω scans | h = −10→10 |
| Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2013) | k = −15→13 |
| Tmin = 0.494, Tmax = 0.980 | l = −16→18 |
| 10041 measured reflections |
(II) Poly[hexakis(µ2-4-chloro-3-nitrobenzoato-κ2O:O')bis(dimethyl sulfoxide-κO)dierbium(III)] . 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)] = 0.067 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.181 | H-atom parameters constrained |
| S = 1.06 | w = 1/[σ2(Fo2) + (0.1243P)2] where P = (Fo2 + 2Fc2)/3 |
| 5566 reflections | (Δ/σ)max = 0.001 |
| 397 parameters | Δρmax = 6.83 e Å−3 |
| 0 restraints | Δρmin = −2.41 e Å−3 |
(II) Poly[hexakis(µ2-4-chloro-3-nitrobenzoato-κ2O:O')bis(dimethyl sulfoxide-κO)dierbium(III)] . Special details
| 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 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. |
(II) Poly[hexakis(µ2-4-chloro-3-nitrobenzoato-κ2O:O')bis(dimethyl sulfoxide-κO)dierbium(III)] . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | ||
| Er1 | 0.24949 (4) | 0.48443 (3) | 0.46092 (2) | 0.0175 (1) | |
| Cl4A | 0.6408 (5) | 0.7116 (4) | 0.0335 (3) | 0.0699 (16) | |
| Cl4B | 0.2887 (4) | −0.1334 (3) | 0.0200 (2) | 0.0627 (10) | |
| Cl4C | −0.3399 (4) | −0.1283 (2) | 0.5158 (2) | 0.0452 (9) | |
| S1 | 0.0342 (3) | 0.4386 (2) | 0.23184 (16) | 0.0269 (7) | |
| O11 | 0.1349 (8) | 0.3972 (6) | 0.2999 (5) | 0.0294 (19) | |
| O11A | 0.6659 (7) | 0.5633 (6) | 0.4105 (4) | 0.0250 (19) | |
| O11B | 0.6883 (7) | 0.3352 (5) | 0.4066 (4) | 0.0256 (17) | |
| O11C | 0.0768 (7) | 0.3102 (6) | 0.4347 (5) | 0.027 (2) | |
| O12A | 0.3978 (7) | 0.5899 (6) | 0.3912 (4) | 0.0259 (17) | |
| O12B | 0.4342 (7) | 0.3679 (5) | 0.4117 (4) | 0.0239 (17) | |
| O12C | −0.0361 (7) | 0.4170 (5) | 0.5538 (5) | 0.0231 (19) | |
| O31A | 0.1634 (13) | 0.6185 (12) | 0.0929 (8) | 0.079 (5) | |
| O31B | −0.0284 (11) | 0.0741 (13) | 0.1852 (10) | 0.128 (6) | |
| O31C | −0.1757 (16) | 0.1537 (14) | 0.7463 (8) | 0.112 (6) | |
| O32A | 0.3085 (15) | 0.5798 (10) | −0.0175 (7) | 0.075 (4) | |
| O32B | −0.0018 (15) | −0.0583 (16) | 0.0725 (12) | 0.174 (7) | |
| O32C | −0.4244 (12) | 0.0843 (11) | 0.6745 (8) | 0.074 (4) | |
| N3A | 0.2942 (15) | 0.6108 (9) | 0.0664 (7) | 0.050 (4) | |
| N3B | 0.0575 (12) | 0.0190 (9) | 0.1417 (8) | 0.050 (3) | |
| N3C | −0.2816 (13) | 0.1149 (8) | 0.6759 (7) | 0.043 (3) | |
| C1A | 0.5617 (11) | 0.6222 (8) | 0.2856 (6) | 0.023 (2) | |
| C1B | 0.4672 (11) | 0.1949 (8) | 0.2879 (6) | 0.023 (3) | |
| C1C | −0.0974 (10) | 0.2075 (8) | 0.5005 (6) | 0.023 (3) | |
| C2A | 0.4248 (11) | 0.6144 (8) | 0.2190 (6) | 0.025 (3) | |
| C2B | 0.2996 (11) | 0.1571 (9) | 0.2529 (7) | 0.029 (3) | |
| C2C | −0.1560 (10) | 0.2099 (8) | 0.5823 (7) | 0.024 (3) | |
| C3A | 0.4480 (14) | 0.6353 (9) | 0.1384 (7) | 0.036 (3) | |
| C3B | 0.2401 (12) | 0.0547 (9) | 0.1717 (7) | 0.033 (3) | |
| C3C | −0.2293 (12) | 0.1085 (9) | 0.5859 (7) | 0.031 (3) | |
| C4A | 0.6027 (15) | 0.6725 (10) | 0.1270 (8) | 0.038 (3) | |
| C4B | 0.3490 (13) | −0.0081 (9) | 0.1221 (7) | 0.036 (3) | |
| C4C | −0.2491 (11) | 0.0009 (8) | 0.5095 (8) | 0.029 (3) | |
| C5A | 0.7399 (13) | 0.6842 (10) | 0.1966 (8) | 0.038 (3) | |
| C5B | 0.5197 (13) | 0.0283 (9) | 0.1574 (8) | 0.036 (3) | |
| C5C | −0.1928 (13) | −0.0026 (8) | 0.4290 (8) | 0.034 (3) | |
| C6A | 0.7202 (11) | 0.6582 (9) | 0.2742 (8) | 0.033 (3) | |
| C6B | 0.5809 (12) | 0.1291 (8) | 0.2402 (7) | 0.028 (3) | |
| C6C | −0.1147 (12) | 0.1003 (8) | 0.4245 (7) | 0.026 (3) | |
| C11 | 0.0742 (13) | 0.3526 (11) | 0.1178 (7) | 0.041 (4) | |
| C11A | 0.5391 (10) | 0.5897 (7) | 0.3704 (6) | 0.018 (2) | |
| C11B | 0.5342 (10) | 0.3057 (7) | 0.3743 (6) | 0.018 (3) | |
| C11C | −0.0137 (10) | 0.3191 (8) | 0.4954 (6) | 0.021 (3) | |
| C12 | −0.1761 (12) | 0.3732 (10) | 0.2168 (7) | 0.035 (3) | |
| H2A | 0.31540 | 0.59490 | 0.22840 | 0.0300* | |
| H2B | 0.22320 | 0.20130 | 0.28450 | 0.0350* | |
| H2C | −0.14440 | 0.28250 | 0.63530 | 0.0280* | |
| H5A | 0.84870 | 0.71060 | 0.18990 | 0.0460* | |
| H5B | 0.59520 | −0.01580 | 0.12480 | 0.0430* | |
| H5C | −0.20710 | −0.07540 | 0.37600 | 0.0400* | |
| H6A | 0.81490 | 0.66480 | 0.32030 | 0.0400* | |
| H6B | 0.69750 | 0.15340 | 0.26440 | 0.0340* | |
| H6C | −0.07290 | 0.09710 | 0.36910 | 0.0310* | |
| H111 | 0.18920 | 0.37880 | 0.11450 | 0.0610* | |
| H112 | −0.00280 | 0.36250 | 0.06760 | 0.0610* | |
| H113 | 0.05800 | 0.26940 | 0.10880 | 0.0610* | |
| H121 | −0.21770 | 0.41140 | 0.27530 | 0.0530* | |
| H122 | −0.18320 | 0.28910 | 0.20350 | 0.0530* | |
| H123 | −0.24380 | 0.38300 | 0.16330 | 0.0530* |
(II) Poly[hexakis(µ2-4-chloro-3-nitrobenzoato-κ2O:O')bis(dimethyl sulfoxide-κO)dierbium(III)] . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Er1 | 0.0131 (2) | 0.0219 (2) | 0.0184 (2) | 0.0064 (2) | 0.0031 (2) | 0.0079 (2) |
| Cl4A | 0.092 (3) | 0.105 (3) | 0.061 (2) | 0.055 (2) | 0.052 (2) | 0.063 (2) |
| Cl4B | 0.0548 (18) | 0.0484 (17) | 0.0474 (18) | 0.0099 (14) | −0.0065 (14) | −0.0183 (14) |
| Cl4C | 0.0525 (17) | 0.0285 (13) | 0.0578 (18) | −0.0038 (12) | 0.0126 (13) | 0.0231 (12) |
| S1 | 0.0227 (11) | 0.0357 (13) | 0.0211 (11) | 0.0059 (9) | 0.0017 (8) | 0.0105 (9) |
| O11 | 0.031 (3) | 0.031 (3) | 0.026 (4) | 0.016 (3) | 0.002 (3) | 0.009 (3) |
| O11A | 0.017 (3) | 0.035 (4) | 0.025 (3) | 0.010 (3) | 0.005 (2) | 0.012 (3) |
| O11B | 0.016 (3) | 0.033 (3) | 0.028 (3) | 0.005 (3) | 0.004 (2) | 0.012 (3) |
| O11C | 0.016 (3) | 0.035 (4) | 0.028 (4) | 0.000 (3) | 0.005 (3) | 0.012 (3) |
| O12A | 0.021 (3) | 0.035 (3) | 0.028 (3) | 0.008 (3) | 0.006 (3) | 0.018 (3) |
| O12B | 0.020 (3) | 0.026 (3) | 0.027 (3) | 0.010 (3) | 0.008 (2) | 0.009 (3) |
| O12C | 0.015 (3) | 0.017 (3) | 0.034 (4) | 0.005 (2) | 0.001 (2) | 0.007 (3) |
| O31A | 0.048 (6) | 0.135 (10) | 0.064 (7) | 0.021 (6) | −0.010 (5) | 0.057 (7) |
| O31B | 0.017 (4) | 0.158 (13) | 0.111 (10) | −0.001 (6) | 0.005 (5) | −0.052 (9) |
| O31C | 0.094 (9) | 0.168 (13) | 0.041 (6) | −0.061 (9) | −0.002 (6) | 0.035 (7) |
| O32A | 0.106 (8) | 0.081 (7) | 0.034 (5) | 0.026 (6) | −0.011 (5) | 0.025 (5) |
| O32B | 0.039 (6) | 0.176 (15) | 0.154 (14) | 0.001 (8) | −0.016 (7) | −0.092 (12) |
| O32C | 0.051 (6) | 0.119 (9) | 0.081 (7) | 0.017 (6) | 0.039 (5) | 0.064 (7) |
| N3A | 0.060 (7) | 0.058 (6) | 0.033 (6) | 0.020 (5) | −0.009 (5) | 0.022 (5) |
| N3B | 0.032 (5) | 0.055 (6) | 0.046 (6) | 0.008 (5) | −0.006 (4) | 0.004 (5) |
| N3C | 0.059 (6) | 0.035 (5) | 0.034 (5) | −0.001 (4) | 0.015 (5) | 0.014 (4) |
| C1A | 0.022 (4) | 0.027 (4) | 0.020 (4) | 0.005 (4) | 0.005 (3) | 0.010 (4) |
| C1B | 0.017 (4) | 0.027 (4) | 0.023 (5) | 0.005 (3) | 0.002 (3) | 0.007 (4) |
| C1C | 0.017 (4) | 0.026 (4) | 0.025 (5) | 0.004 (3) | 0.005 (3) | 0.010 (4) |
| C2A | 0.021 (4) | 0.032 (5) | 0.020 (4) | 0.006 (4) | 0.002 (3) | 0.009 (4) |
| C2B | 0.022 (5) | 0.033 (5) | 0.027 (5) | 0.008 (4) | 0.000 (4) | 0.007 (4) |
| C2C | 0.015 (4) | 0.028 (5) | 0.030 (5) | 0.001 (3) | 0.003 (3) | 0.015 (4) |
| C3A | 0.044 (6) | 0.036 (5) | 0.028 (5) | 0.012 (5) | 0.000 (4) | 0.014 (4) |
| C3B | 0.022 (5) | 0.032 (5) | 0.035 (6) | −0.003 (4) | 0.001 (4) | 0.007 (4) |
| C3C | 0.021 (5) | 0.047 (6) | 0.031 (5) | 0.013 (4) | 0.010 (4) | 0.020 (5) |
| C4A | 0.050 (6) | 0.047 (6) | 0.030 (5) | 0.018 (5) | 0.021 (5) | 0.023 (5) |
| C4B | 0.038 (6) | 0.034 (5) | 0.030 (5) | 0.003 (4) | 0.006 (4) | 0.007 (4) |
| C4C | 0.025 (5) | 0.023 (5) | 0.042 (6) | −0.004 (4) | 0.001 (4) | 0.022 (4) |
| C5A | 0.031 (5) | 0.050 (6) | 0.046 (7) | 0.014 (5) | 0.020 (5) | 0.027 (5) |
| C5B | 0.033 (5) | 0.034 (5) | 0.036 (6) | 0.013 (4) | 0.010 (4) | 0.004 (4) |
| C5C | 0.041 (6) | 0.020 (4) | 0.041 (6) | 0.008 (4) | 0.005 (5) | 0.014 (4) |
| C6A | 0.015 (4) | 0.045 (6) | 0.042 (6) | 0.007 (4) | 0.007 (4) | 0.018 (5) |
| C6B | 0.027 (5) | 0.031 (5) | 0.026 (5) | 0.012 (4) | 0.009 (4) | 0.008 (4) |
| C6C | 0.029 (5) | 0.019 (4) | 0.031 (5) | 0.002 (4) | 0.010 (4) | 0.011 (4) |
| C11 | 0.028 (5) | 0.069 (8) | 0.023 (5) | 0.014 (5) | 0.007 (4) | 0.014 (5) |
| C11A | 0.016 (4) | 0.024 (4) | 0.016 (4) | 0.001 (3) | 0.005 (3) | 0.009 (3) |
| C11B | 0.010 (4) | 0.021 (4) | 0.027 (5) | 0.007 (3) | 0.004 (3) | 0.012 (3) |
| C11C | 0.008 (4) | 0.029 (5) | 0.028 (5) | 0.006 (3) | −0.002 (3) | 0.016 (4) |
| C12 | 0.021 (5) | 0.048 (6) | 0.034 (6) | 0.002 (4) | 0.006 (4) | 0.014 (5) |
(II) Poly[hexakis(µ2-4-chloro-3-nitrobenzoato-κ2O:O')bis(dimethyl sulfoxide-κO)dierbium(III)] . Geometric parameters (Å, º)
| Er1—O11 | 2.306 (7) | C1B—C6B | 1.419 (14) |
| Er1—O11C | 2.312 (8) | C1B—C11B | 1.496 (13) |
| Er1—O12A | 2.317 (7) | C1C—C2C | 1.398 (13) |
| Er1—O12B | 2.239 (6) | C1C—C6C | 1.387 (14) |
| Er1—O12Ci | 2.287 (6) | C1C—C11C | 1.507 (14) |
| Er1—O11Aii | 2.300 (6) | C2A—C3A | 1.386 (14) |
| Er1—O11Bii | 2.348 (6) | C2B—C3B | 1.390 (15) |
| Cl4A—C4A | 1.729 (13) | C2C—C3C | 1.354 (16) |
| Cl4B—C4B | 1.714 (11) | C3A—C4A | 1.361 (17) |
| Cl4C—C4C | 1.730 (11) | C3B—C4B | 1.383 (15) |
| S1—O11 | 1.514 (8) | C3C—C4C | 1.391 (15) |
| S1—C11 | 1.785 (10) | C4A—C5A | 1.396 (16) |
| S1—C12 | 1.772 (11) | C4B—C5B | 1.391 (15) |
| O11A—C11A | 1.274 (11) | C4C—C5C | 1.367 (15) |
| O11B—C11B | 1.255 (10) | C5A—C6A | 1.368 (16) |
| O11C—C11C | 1.255 (11) | C5B—C6B | 1.394 (15) |
| O12A—C11A | 1.250 (10) | C5C—C6C | 1.391 (15) |
| O12B—C11B | 1.249 (10) | C2A—H2A | 0.9500 |
| O12C—C11C | 1.271 (12) | C2B—H2B | 0.9500 |
| O31A—N3A | 1.206 (17) | C2C—H2C | 0.9500 |
| O31B—N3B | 1.151 (16) | C5A—H5A | 0.9500 |
| O31C—N3C | 1.191 (16) | C5B—H5B | 0.9500 |
| O32A—N3A | 1.229 (14) | C5C—H5C | 0.9500 |
| O32B—N3B | 1.13 (2) | C6A—H6A | 0.9500 |
| O32C—N3C | 1.188 (15) | C6B—H6B | 0.9500 |
| N3A—C3A | 1.480 (16) | C6C—H6C | 0.9500 |
| N3B—C3B | 1.474 (14) | C11—H111 | 0.9800 |
| N3C—C3C | 1.481 (14) | C11—H112 | 0.9800 |
| C1A—C2A | 1.380 (13) | C11—H113 | 0.9800 |
| C1A—C6A | 1.386 (14) | C12—H121 | 0.9800 |
| C1A—C11A | 1.524 (13) | C12—H122 | 0.9800 |
| C1B—C2B | 1.369 (13) | C12—H123 | 0.9800 |
| O11—Er1—O11C | 72.5 (3) | N3C—C3C—C2C | 117.7 (9) |
| O11—Er1—O12A | 74.7 (2) | N3C—C3C—C4C | 120.7 (10) |
| O11—Er1—O12B | 80.6 (2) | C2C—C3C—C4C | 121.5 (9) |
| O11—Er1—O12Ci | 77.0 (3) | Cl4A—C4A—C3A | 124.2 (9) |
| O11—Er1—O11Aii | 140.9 (3) | Cl4A—C4A—C5A | 117.3 (9) |
| O11—Er1—O11Bii | 143.3 (2) | C3A—C4A—C5A | 118.5 (11) |
| O11C—Er1—O12A | 145.4 (2) | Cl4B—C4B—C3B | 124.4 (8) |
| O11C—Er1—O12B | 84.1 (2) | Cl4B—C4B—C5B | 116.3 (8) |
| O11C—Er1—O12Ci | 94.7 (2) | C3B—C4B—C5B | 119.3 (10) |
| O11Aii—Er1—O11C | 73.9 (2) | Cl4C—C4C—C3C | 121.1 (8) |
| O11Bii—Er1—O11C | 130.3 (2) | Cl4C—C4C—C5C | 119.7 (9) |
| O12A—Er1—O12B | 80.0 (2) | C3C—C4C—C5C | 119.2 (10) |
| O12A—Er1—O12Ci | 88.4 (2) | C4A—C5A—C6A | 121.0 (10) |
| O11Aii—Er1—O12A | 130.5 (2) | C4B—C5B—C6B | 120.5 (10) |
| O11Bii—Er1—O12A | 83.5 (2) | C4C—C5C—C6C | 120.1 (10) |
| O12B—Er1—O12Ci | 156.8 (2) | C1A—C6A—C5A | 119.9 (9) |
| O11Aii—Er1—O12B | 76.7 (2) | C1B—C6B—C5B | 119.3 (9) |
| O11Bii—Er1—O12B | 124.6 (2) | C1C—C6C—C5C | 120.3 (9) |
| O11Aii—Er1—O12Ci | 125.3 (2) | O11A—C11A—O12A | 127.7 (8) |
| O11Bii—Er1—O12Ci | 73.2 (2) | O11A—C11A—C1A | 116.0 (7) |
| O11Aii—Er1—O11Bii | 75.2 (2) | O12A—C11A—C1A | 116.3 (8) |
| O11—S1—C11 | 103.9 (5) | O11B—C11B—O12B | 121.6 (8) |
| O11—S1—C12 | 106.0 (5) | O11B—C11B—C1B | 119.8 (8) |
| C11—S1—C12 | 99.3 (5) | O12B—C11B—C1B | 118.6 (8) |
| Er1—O11—S1 | 133.1 (4) | O11C—C11C—O12C | 123.6 (9) |
| Er1ii—O11A—C11A | 140.3 (6) | O11C—C11C—C1C | 118.1 (8) |
| Er1ii—O11B—C11B | 110.9 (5) | O12C—C11C—C1C | 118.3 (8) |
| Er1—O11C—C11C | 113.9 (6) | C1A—C2A—H2A | 120.00 |
| Er1—O12A—C11A | 132.8 (6) | C3A—C2A—H2A | 120.00 |
| Er1—O12B—C11B | 172.3 (6) | C1B—C2B—H2B | 120.00 |
| Er1i—O12C—C11C | 128.2 (6) | C3B—C2B—H2B | 120.00 |
| O31A—N3A—O32A | 124.3 (12) | C1C—C2C—H2C | 120.00 |
| O31A—N3A—C3A | 118.5 (10) | C3C—C2C—H2C | 120.00 |
| O32A—N3A—C3A | 117.1 (12) | C4A—C5A—H5A | 119.00 |
| O31B—N3B—O32B | 118.3 (13) | C6A—C5A—H5A | 120.00 |
| O31B—N3B—C3B | 120.3 (12) | C4B—C5B—H5B | 120.00 |
| O32B—N3B—C3B | 121.2 (11) | C6B—C5B—H5B | 120.00 |
| O31C—N3C—O32C | 124.1 (12) | C4C—C5C—H5C | 120.00 |
| O31C—N3C—C3C | 116.7 (11) | C6C—C5C—H5C | 120.00 |
| O32C—N3C—C3C | 119.2 (10) | C1A—C6A—H6A | 120.00 |
| C2A—C1A—C6A | 119.6 (9) | C5A—C6A—H6A | 120.00 |
| C2A—C1A—C11A | 120.3 (8) | C1B—C6B—H6B | 120.00 |
| C6A—C1A—C11A | 120.1 (8) | C5B—C6B—H6B | 120.00 |
| C2B—C1B—C6B | 119.5 (9) | C1C—C6C—H6C | 120.00 |
| C2B—C1B—C11B | 121.6 (8) | C5C—C6C—H6C | 120.00 |
| C6B—C1B—C11B | 118.9 (8) | S1—C11—H111 | 109.00 |
| C2C—C1C—C6C | 119.0 (9) | S1—C11—H112 | 109.00 |
| C2C—C1C—C11C | 120.7 (8) | S1—C11—H113 | 109.00 |
| C6C—C1C—C11C | 120.3 (8) | H111—C11—H112 | 109.00 |
| C1A—C2A—C3A | 119.6 (9) | H111—C11—H113 | 110.00 |
| C1B—C2B—C3B | 120.6 (9) | H112—C11—H113 | 110.00 |
| C1C—C2C—C3C | 119.8 (9) | S1—C12—H121 | 109.00 |
| N3A—C3A—C2A | 115.0 (10) | S1—C12—H122 | 109.00 |
| N3A—C3A—C4A | 123.6 (10) | S1—C12—H123 | 109.00 |
| C2A—C3A—C4A | 121.4 (10) | H121—C12—H122 | 110.00 |
| N3B—C3B—C2B | 116.5 (9) | H121—C12—H123 | 109.00 |
| N3B—C3B—C4B | 122.7 (10) | H122—C12—H123 | 109.00 |
| C2B—C3B—C4B | 120.7 (9) | ||
| O11C—Er1—O11—S1 | 123.8 (6) | O31C—N3C—C3C—C2C | −58.0 (16) |
| O12A—Er1—O11—S1 | −67.4 (6) | C6A—C1A—C11A—O11A | −20.4 (13) |
| O12B—Er1—O11—S1 | −149.5 (6) | C2A—C1A—C11A—O11A | 158.7 (9) |
| O12Ci—Er1—O11—S1 | 24.6 (5) | C2A—C1A—C11A—O12A | −20.0 (13) |
| O11Aii—Er1—O11—S1 | 155.6 (4) | C2A—C1A—C6A—C5A | −0.8 (16) |
| O11Bii—Er1—O11—S1 | −11.7 (8) | C11A—C1A—C6A—C5A | 178.3 (10) |
| O11—Er1—O11C—C11C | −136.0 (7) | C11A—C1A—C2A—C3A | −175.0 (9) |
| O12A—Er1—O11C—C11C | −155.2 (6) | C6A—C1A—C2A—C3A | 4.1 (15) |
| O12B—Er1—O11C—C11C | 142.1 (6) | C6A—C1A—C11A—O12A | 160.9 (9) |
| O12Ci—Er1—O11C—C11C | −61.2 (6) | C2B—C1B—C11B—O12B | −4.0 (14) |
| O11Aii—Er1—O11C—C11C | 64.2 (6) | C2B—C1B—C11B—O11B | 177.2 (9) |
| O11Bii—Er1—O11C—C11C | 10.6 (7) | C6B—C1B—C11B—O11B | −4.2 (14) |
| O11—Er1—O12A—C11A | −102.6 (8) | C11B—C1B—C6B—C5B | −177.4 (9) |
| O11C—Er1—O12A—C11A | −83.6 (8) | C2B—C1B—C6B—C5B | 1.2 (15) |
| O12B—Er1—O12A—C11A | −19.8 (7) | C6B—C1B—C2B—C3B | 0.5 (16) |
| O12Ci—Er1—O12A—C11A | −179.6 (8) | C11B—C1B—C2B—C3B | 179.1 (10) |
| O11Aii—Er1—O12A—C11A | 43.0 (8) | C6B—C1B—C11B—O12B | 174.7 (9) |
| O11Bii—Er1—O12A—C11A | 107.2 (8) | C6C—C1C—C11C—O11C | −18.6 (13) |
| O11—Er1—O12Ci—C11Ci | −162.8 (8) | C2C—C1C—C11C—O11C | 160.3 (8) |
| O11C—Er1—O12Ci—C11Ci | 126.4 (8) | C2C—C1C—C11C—O12C | −18.5 (12) |
| O12A—Er1—O12Ci—C11Ci | −88.1 (8) | C11C—C1C—C2C—C3C | −179.3 (9) |
| O12B—Er1—O12Ci—C11Ci | −147.7 (7) | C6C—C1C—C11C—O12C | 162.7 (9) |
| O11—Er1—O11Aii—C11Aii | 85.7 (10) | C2C—C1C—C6C—C5C | 1.5 (14) |
| O11C—Er1—O11Aii—C11Aii | 117.2 (10) | C6C—C1C—C2C—C3C | −0.5 (14) |
| O12A—Er1—O11Aii—C11Aii | −34.5 (11) | C11C—C1C—C6C—C5C | −179.6 (9) |
| O12B—Er1—O11Aii—C11Aii | 29.6 (9) | C1A—C2A—C3A—C4A | −5.3 (17) |
| O11—Er1—O11Bii—C11Bii | −118.1 (6) | C1A—C2A—C3A—N3A | 173.0 (10) |
| O11C—Er1—O11Bii—C11Bii | 123.2 (6) | C1B—C2B—C3B—C4B | −3.0 (17) |
| O12A—Er1—O11Bii—C11Bii | −64.8 (6) | C1B—C2B—C3B—N3B | 177.8 (10) |
| O12B—Er1—O11Bii—C11Bii | 8.3 (7) | C1C—C2C—C3C—N3C | 177.0 (9) |
| C11—S1—O11—Er1 | 154.8 (6) | C1C—C2C—C3C—C4C | −0.4 (15) |
| C12—S1—O11—Er1 | −101.1 (6) | C2A—C3A—C4A—Cl4A | −174.7 (9) |
| Er1ii—O11A—C11A—O12A | −5.6 (16) | C2A—C3A—C4A—C5A | 2.9 (18) |
| Er1ii—O11A—C11A—C1A | 175.9 (7) | N3A—C3A—C4A—C5A | −175.2 (11) |
| Er1ii—O11B—C11B—O12B | −0.5 (11) | N3A—C3A—C4A—Cl4A | 7.2 (18) |
| Er1ii—O11B—C11B—C1B | 178.3 (7) | N3B—C3B—C4B—C5B | −177.1 (11) |
| Er1—O11C—C11C—O12C | 14.1 (11) | C2B—C3B—C4B—Cl4B | −178.6 (9) |
| Er1—O11C—C11C—C1C | −164.6 (6) | C2B—C3B—C4B—C5B | 3.8 (17) |
| Er1—O12A—C11A—O11A | −27.7 (14) | N3B—C3B—C4B—Cl4B | 0.6 (17) |
| Er1—O12A—C11A—C1A | 150.8 (6) | N3C—C3C—C4C—Cl4C | 1.6 (14) |
| Er1i—O12C—C11C—O11C | 95.6 (9) | N3C—C3C—C4C—C5C | −177.1 (10) |
| Er1i—O12C—C11C—C1C | −85.7 (9) | C2C—C3C—C4C—Cl4C | 178.9 (8) |
| O32A—N3A—C3A—C2A | −150.4 (12) | C2C—C3C—C4C—C5C | 0.2 (15) |
| O31A—N3A—C3A—C4A | −154.6 (14) | Cl4A—C4A—C5A—C6A | 178.2 (10) |
| O32A—N3A—C3A—C4A | 27.9 (18) | C3A—C4A—C5A—C6A | 0.5 (19) |
| O31A—N3A—C3A—C2A | 27.2 (17) | Cl4B—C4B—C5B—C6B | −179.9 (9) |
| O32B—N3B—C3B—C4B | −5 (2) | C3B—C4B—C5B—C6B | −2.0 (17) |
| O31B—N3B—C3B—C2B | −0.8 (19) | Cl4C—C4C—C5C—C6C | −177.9 (8) |
| O31B—N3B—C3B—C4B | −179.9 (14) | C3C—C4C—C5C—C6C | 0.9 (16) |
| O32B—N3B—C3B—C2B | 174.1 (16) | C4A—C5A—C6A—C1A | −1.5 (18) |
| O32C—N3C—C3C—C4C | −62.2 (16) | C4B—C5B—C6B—C1B | −0.5 (16) |
| O31C—N3C—C3C—C4C | 119.4 (14) | C4C—C5C—C6C—C1C | −1.7 (16) |
| O32C—N3C—C3C—C2C | 120.3 (13) |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x+1, −y+1, −z+1.
(II) Poly[hexakis(µ2-4-chloro-3-nitrobenzoato-κ2O:O')bis(dimethyl sulfoxide-κO)dierbium(III)] . Hydrogen-bond geometry (Å, º)
| D—H···A | D—H | H···A | D···A | D—H···A |
| C2A—H2A···S1 | 0.95 | 2.86 | 3.743 (10) | 155 |
| C2B—H2B···O11 | 0.95 | 2.56 | 3.298 (13) | 135 |
| C11—H111···Cl4Aiii | 0.98 | 2.79 | 3.486 (11) | 129 |
| C12—H123···O32Aiv | 0.98 | 2.44 | 3.376 (15) | 158 |
Symmetry codes: (iii) −x+1, −y+1, −z; (iv) −x, −y+1, −z.
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) global, I, II. DOI: 10.1107/S2056989015020319/wm5228sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S2056989015020319/wm5228Isup2.hkl
Structure factors: contains datablock(s) II. DOI: 10.1107/S2056989015020319/wm5228IIsup3.hkl
Additional supporting information: crystallographic information; 3D view; checkCIF report