Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229615023967/lf3022sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229615023967/lf30221sup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229615023967/lf30222sup3.hkl |
CCDC references: 1442264; 1442263
In the past 12 years, numerous coordination polymers (CPs) have been designed and constructed due to their novel structures and elegant topologies, as well as their potential applications in gas storage and separation (Li et al., 2012; Noro et al., 2013; Peng et al., 2014), catalysis (Cui et al., 2003; Chen et al., 2012), chemical sensors (Hu et al., 2014; Chen et al., 2009, 2013), magnetism (Wriedt et al., 2013; Liu et al., 2014) and luminescent materials (Cui et al., 2012; Qi et al., 2013). By surveying the various structures of CPs, one can clearly see that they are strongly influenced by the organic ligands and metal ions used, so it is important to choose suitable ligands and metal ions and appropriate synthetic processes to construct CPs. Inspired by the above-mentioned previous works, we selected benzene-1,4-bis(4-oxy-1,2-benzenedicarboxylic acid) (H4L) as the main ligand, two N-containing auxiliary ligands (2,2'-bipyridine and 1,10-phenanthroline) and ZnII and CdII salts to construct CPs. The flexible -O- groups and multicarboxyl groups allow H4L to adjust itself to varying geometric requirements and chelate more metal ions, which may produce more interesting structures beyond what are currently known (Cui et al., 2010; Han et al., 2013). Due to the good aromatic conjugation properties of the chosen ligands and the high complexation properties of d10 metal ions, such d10 metal-based complexes always have good fluorescence properties and can be good candidates for optical materials (Tian et al., 2014; Hu et al., 2015). Based on this consideration, we synthesized the two title CPs, {[Zn2(C22H10O10)(C10H8N2)2(H2O)2].2H2O}n, (1), and {[Cd2(C22H10O10)(C12H8N2)2(H2O)2].2C3H7NO}n, (2). Herein, we report the syntheses, crystal structures and fluorescence properties of (1) and (2).
Benzene-1,4-bis(4-oxy-1,2-benzenedicarboxylic acid) was synthesized according to the previously reported procedure (Cao et al., 2012). All other reagents and solvents used in the experiment were purchased commercially and used without further purification. Elemental analyses were carried out on a Perkin–Elmer 240 elemental analyser. Powder X-ray diffraction measurements were performed with a Bruker D8 Advance instrument. Simulated PXRD spectra were generated using the Mercury program (Macrae et al., 2008). IR spectra were recorded on a Nicolet 330 FT–IR spectrometer with KBr pellets in the range 4000–400 cm-1. Thermogravimetric analyses (TGA) were performed on a Perkin–Elmer TGA 7 analyser with a heating rate of 10 K min-1 under a nitrogen stream. Fluorescence spectra were measured on an Hitachi F-7000 fluorescence spectrophotometer.
Preparation of {[Zn2(C22H10O10)(C10H8N2)2(H2O)2].2H2O}n, (1) H4L (21.9 mg, 0.05 mmol), ZnCl2 (13.6 mg, 0.10 mmol) and 2,2'-bipyridine (15.6 mg, 0.10 mmol) were dissolved in DMF–H2O (1:1 v/v, 8 ml; DMF is dimethylformamide). The mixture was placed in a tightly capped 20 ml glass vial under ultrasonic irradiation for 10 min, and then heated at 353 K for 3 d and then slowly cooled to room temperature at a rate of 10 K h-1. Colourless crystals of (1) were collected in 40% yield (based on Zn). Elemental analysis (%) for C21H17N2O7Zn (Mr = 474.74), calculated/found (%): C 53.13/53.15, H 3.61/3.63, N 5.90/5.87. IR (KBr, ν, cm-1): 3490 (m), 1588 (s), 1491 (m), 1395 (m), 1258 (m), 1227 (s), 1178 (m), 1025 (w), 769 (m), 657 (w).
Preparation of {[Cd2(C22H10O10)(C12H8N2)2(H2O)2].2C3H7NO}n, (2) H4L (21.9 mg, 0.05 mmol), CdCl2.2.5H2O (22.8 mg, 0.10 mmol) and 1,10-phenanthroline (18.0 mg, 0.10 mmol) were dissolved in DMF–C2H5OH–H2O (5:2:1 v/v/v, 8 ml). The mixture was placed in a tightly capped 20 ml glass vial under ultrasonic irradiation for 10 min, and then heated at 353 K for 3 d and then slowly cooled to room temperature at a rate of 10 K h-1. Colourless crystals of (2) were collected in 36% yield (based on Cd). Elemental analysis (%) for C26H22N3O7Cd (Mr = 600.87), calculated/found (%): C 51.97/52.02, H 3.69/3.67, N 6.99//6.95. IR (KBr, ν, cm-1): 3417 (m), 1667 (s), 1588 (s), 1556 (s), 1402 (s), 1218 (s), 1098 (w), 945 (w), 850 (m), 737 (m).
Crystal data, data collection and structure refinement details are summarized in Table 1. All H atoms were placed in calculated positions and refined using a riding model, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C) for aromatic H atoms, and with C—H = 0.96 Å and Uiso(H) = 1.2Ueq(C) for the methyl H atoms of DMF.
Single-crystal X-ray diffraction reveals that complexes (1) and (2) crystallize in the same crystal system (triclinic) and space group (P\<img height=12 src="/home/sf/Desktop/publcif/symbols/bar1.png">). The asymmetric unit of (1) contains one ZnII cation, one half of a fully deprotonated H4L ligand, one 2,2'-dipyridyl ligand, one coordinated water molecule and one free water molecule. The coordination environment of the ZnII cation is shown in Fig. 1. The ZnII cation is pentacoordinated by two carboxylate O atoms originating from two different L4- ligands [Zn1—O3(-x, -y, -z) = 1.962 (2) Å, Zn1—O4 = 1.956 (2) Å], two N atoms from the 2,2'-dipyridyl ligand [Zn1—N1 = 2.135 (3) Åand Zn1—N2 = 2.088 (2) Å] and one O atom from the coordinated water molecule [Zn1—O6 = 2.139 (2) Å]. The coordination geometry of ZnII can be treated as a distorted quadrangular pyramid [Square pyramid?]. A binuclear building block is obtained through the connection of two crystallographically equivalent ZnII cations and four carboxylate groups. These units are linked to each other and generate an infinite one-dimensional zig-zag chain (Fig. 2). These one-dimensional chains are parallel to each other and further connected by intermolecular hydrogen bonds [O7—H7A···O2(1 + x, y, z) and O7—H7B···O5; details in Table 2] to form a two-dimensional supramolecular layer structure (Fig. 3).
The asymmetric unit of (2) contains one half of a fully deprotonated H4L ligand, one 1,10-phenanthroline ligand, one coordinated water molecule and one free DMF molecule. As shown in Fig. 4, the central CdII cation is heptacoordinated by four carboxylate O atoms originating from two different L4- ligands [Cd1—O2 = 2.318 (2) Å, Cd1—O3 = 2.475 (3) Å, Cd1—O4(1 - x, -y, 1 - z) = 2.443 (2) Å and Cd1—O5(1 - x, -y, 1 - z) = 2.429 (2) Å], two N atoms from the 1,10-phenanthroline ligand [Cd1—N1 = 2.355 (3) Å and Cd1—N2 = 2.399 (3) Å] and one O atom from the coordinated water molecule [Cd1—O1 = 2.329 (2) Å]. The coordination geometry of the CdII cation can be treated as a distorted pentagonal bipyramid. The construction of one-dimensional chains (Fig. 5) and two-dimensional supramolecular layers (Fig. 6) are similar to the modes observed in (1). The intermolecular hydrogen bonds are shown in Table 3. Besides the hydrogen-bonding interactions, there are several aromatic π-stacking interactions. Face-to-face π–π stacking is observed between 1,10-phenanthroline frames and is characterized by a centroid-to-centroid distance of ~3.4601 (3)–3.6307 (3)Å as calculated by the software PLATON (Spek, 2009).
The fluorescence properties of (1) and (2) were investigated in the solid state at 298 K. As depicted in Fig. 7, (1) and (2) exhibit fluorescence emission at ca 428 and 417 nm (excited at 330 nm), respectively. In order to understand the nature of the emission peaks, the fluorescence properties of the free ligand were measured. The results reveal that the ligand H4L shows emission at 425 nm (excited at 330 nm), which can be attributed to intraligand π \rarr π* or n \rarr π* electronic transitions. As we know, d10 metal ions are difficult to oxidize or reduce due to their electronic configuration, so they neither offer electrons to the ligand, nor accept electrons from the ligand. Thus, the emission of the two compounds can be attributed to intraligand and/or ligand-to-ligand transition (LLCT), rather than ligand-to-metal (LMCT) or metal-to-ligand (MLCT) (Wen et al., 2007; Zhang et al., 2010). The small blue shift of the emission peak of (2) may be ascribed to the increase in conjugation upon metal coordination (Ma et al., 2013; Huang et al., 2013).
The purities of the synthesized crystals were proved by their PXRD patterns. In Fig. 8, the as-synthesized PXRD patterns of both (1) and (2) agree well with the simulated patterns. The different intensities may be due to the preferred orientations of the powder samples.
The stabilities of (1) and (2) were measured by TGA and the experimental results are in agreement with the calculated data. As shown in Fig. 9, for (1) the first weight loss of 3.84% (calculated 3.79%) at 323 to 403 K corresponds to the loss of the free water molecule and the second loss of 3.74% (calculated 3.79%) at 403 to 543 K corresponds to the loss of the coordinated water molecule, and then the organic ligands are gradually decomposed. For (2), the first weight loss of 15.09% (calculated 15.15%) at 323 to 543 K corresponds to the loss of the DMF and coordinated water molecules, then the organic ligands are gradually decomposed.
In conclusion, two new ZnII- and CdII-based coordination polymers were constructed with the flexible benzene-1,4-bis(4-oxy-1,2-benzenedicarboxylic acid) (H4L) ligand and two different N-containing auxiliary ligands through a mixed-ligand synthetic strategy under the solvothermal method. It is important to note that the carboxylate ligands are divided into two parts by a centre of inversion. These two complexes present different two-dimensional layer structures, and their fluorescence properties indicate that (1) and (2) may be good candidates for optical materials. Furthermore, hydrogen-bonding interactions play an important role in the construction of their two-dimensional layer frameworks.
In the past 12 years, numerous coordination polymers (CPs) have been designed and constructed due to their novel structures and elegant topologies, as well as their potential applications in gas storage and separation (Li et al., 2012; Noro et al., 2013; Peng et al., 2014), catalysis (Cui et al., 2003; Chen et al., 2012), chemical sensors (Hu et al., 2014; Chen et al., 2009, 2013), magnetism (Wriedt et al., 2013; Liu et al., 2014) and luminescent materials (Cui et al., 2012; Qi et al., 2013). By surveying the various structures of CPs, one can clearly see that they are strongly influenced by the organic ligands and metal ions used, so it is important to choose suitable ligands and metal ions and appropriate synthetic processes to construct CPs. Inspired by the above-mentioned previous works, we selected benzene-1,4-bis(4-oxy-1,2-benzenedicarboxylic acid) (H4L) as the main ligand, two N-containing auxiliary ligands (2,2'-bipyridine and 1,10-phenanthroline) and ZnII and CdII salts to construct CPs. The flexible -O- groups and multicarboxyl groups allow H4L to adjust itself to varying geometric requirements and chelate more metal ions, which may produce more interesting structures beyond what are currently known (Cui et al., 2010; Han et al., 2013). Due to the good aromatic conjugation properties of the chosen ligands and the high complexation properties of d10 metal ions, such d10 metal-based complexes always have good fluorescence properties and can be good candidates for optical materials (Tian et al., 2014; Hu et al., 2015). Based on this consideration, we synthesized the two title CPs, {[Zn2(C22H10O10)(C10H8N2)2(H2O)2].2H2O}n, (1), and {[Cd2(C22H10O10)(C12H8N2)2(H2O)2].2C3H7NO}n, (2). Herein, we report the syntheses, crystal structures and fluorescence properties of (1) and (2).
Benzene-1,4-bis(4-oxy-1,2-benzenedicarboxylic acid) was synthesized according to the previously reported procedure (Cao et al., 2012). All other reagents and solvents used in the experiment were purchased commercially and used without further purification. Elemental analyses were carried out on a Perkin–Elmer 240 elemental analyser. Powder X-ray diffraction measurements were performed with a Bruker D8 Advance instrument. Simulated PXRD spectra were generated using the Mercury program (Macrae et al., 2008). IR spectra were recorded on a Nicolet 330 FT–IR spectrometer with KBr pellets in the range 4000–400 cm-1. Thermogravimetric analyses (TGA) were performed on a Perkin–Elmer TGA 7 analyser with a heating rate of 10 K min-1 under a nitrogen stream. Fluorescence spectra were measured on an Hitachi F-7000 fluorescence spectrophotometer.
Preparation of {[Zn2(C22H10O10)(C10H8N2)2(H2O)2].2H2O}n, (1) H4L (21.9 mg, 0.05 mmol), ZnCl2 (13.6 mg, 0.10 mmol) and 2,2'-bipyridine (15.6 mg, 0.10 mmol) were dissolved in DMF–H2O (1:1 v/v, 8 ml; DMF is dimethylformamide). The mixture was placed in a tightly capped 20 ml glass vial under ultrasonic irradiation for 10 min, and then heated at 353 K for 3 d and then slowly cooled to room temperature at a rate of 10 K h-1. Colourless crystals of (1) were collected in 40% yield (based on Zn). Elemental analysis (%) for C21H17N2O7Zn (Mr = 474.74), calculated/found (%): C 53.13/53.15, H 3.61/3.63, N 5.90/5.87. IR (KBr, ν, cm-1): 3490 (m), 1588 (s), 1491 (m), 1395 (m), 1258 (m), 1227 (s), 1178 (m), 1025 (w), 769 (m), 657 (w).
Preparation of {[Cd2(C22H10O10)(C12H8N2)2(H2O)2].2C3H7NO}n, (2) H4L (21.9 mg, 0.05 mmol), CdCl2.2.5H2O (22.8 mg, 0.10 mmol) and 1,10-phenanthroline (18.0 mg, 0.10 mmol) were dissolved in DMF–C2H5OH–H2O (5:2:1 v/v/v, 8 ml). The mixture was placed in a tightly capped 20 ml glass vial under ultrasonic irradiation for 10 min, and then heated at 353 K for 3 d and then slowly cooled to room temperature at a rate of 10 K h-1. Colourless crystals of (2) were collected in 36% yield (based on Cd). Elemental analysis (%) for C26H22N3O7Cd (Mr = 600.87), calculated/found (%): C 51.97/52.02, H 3.69/3.67, N 6.99//6.95. IR (KBr, ν, cm-1): 3417 (m), 1667 (s), 1588 (s), 1556 (s), 1402 (s), 1218 (s), 1098 (w), 945 (w), 850 (m), 737 (m).
Single-crystal X-ray diffraction reveals that complexes (1) and (2) crystallize in the same crystal system (triclinic) and space group (P\<img height=12 src="/home/sf/Desktop/publcif/symbols/bar1.png">). The asymmetric unit of (1) contains one ZnII cation, one half of a fully deprotonated H4L ligand, one 2,2'-dipyridyl ligand, one coordinated water molecule and one free water molecule. The coordination environment of the ZnII cation is shown in Fig. 1. The ZnII cation is pentacoordinated by two carboxylate O atoms originating from two different L4- ligands [Zn1—O3(-x, -y, -z) = 1.962 (2) Å, Zn1—O4 = 1.956 (2) Å], two N atoms from the 2,2'-dipyridyl ligand [Zn1—N1 = 2.135 (3) Åand Zn1—N2 = 2.088 (2) Å] and one O atom from the coordinated water molecule [Zn1—O6 = 2.139 (2) Å]. The coordination geometry of ZnII can be treated as a distorted quadrangular pyramid [Square pyramid?]. A binuclear building block is obtained through the connection of two crystallographically equivalent ZnII cations and four carboxylate groups. These units are linked to each other and generate an infinite one-dimensional zig-zag chain (Fig. 2). These one-dimensional chains are parallel to each other and further connected by intermolecular hydrogen bonds [O7—H7A···O2(1 + x, y, z) and O7—H7B···O5; details in Table 2] to form a two-dimensional supramolecular layer structure (Fig. 3).
The asymmetric unit of (2) contains one half of a fully deprotonated H4L ligand, one 1,10-phenanthroline ligand, one coordinated water molecule and one free DMF molecule. As shown in Fig. 4, the central CdII cation is heptacoordinated by four carboxylate O atoms originating from two different L4- ligands [Cd1—O2 = 2.318 (2) Å, Cd1—O3 = 2.475 (3) Å, Cd1—O4(1 - x, -y, 1 - z) = 2.443 (2) Å and Cd1—O5(1 - x, -y, 1 - z) = 2.429 (2) Å], two N atoms from the 1,10-phenanthroline ligand [Cd1—N1 = 2.355 (3) Å and Cd1—N2 = 2.399 (3) Å] and one O atom from the coordinated water molecule [Cd1—O1 = 2.329 (2) Å]. The coordination geometry of the CdII cation can be treated as a distorted pentagonal bipyramid. The construction of one-dimensional chains (Fig. 5) and two-dimensional supramolecular layers (Fig. 6) are similar to the modes observed in (1). The intermolecular hydrogen bonds are shown in Table 3. Besides the hydrogen-bonding interactions, there are several aromatic π-stacking interactions. Face-to-face π–π stacking is observed between 1,10-phenanthroline frames and is characterized by a centroid-to-centroid distance of ~3.4601 (3)–3.6307 (3)Å as calculated by the software PLATON (Spek, 2009).
The fluorescence properties of (1) and (2) were investigated in the solid state at 298 K. As depicted in Fig. 7, (1) and (2) exhibit fluorescence emission at ca 428 and 417 nm (excited at 330 nm), respectively. In order to understand the nature of the emission peaks, the fluorescence properties of the free ligand were measured. The results reveal that the ligand H4L shows emission at 425 nm (excited at 330 nm), which can be attributed to intraligand π \rarr π* or n \rarr π* electronic transitions. As we know, d10 metal ions are difficult to oxidize or reduce due to their electronic configuration, so they neither offer electrons to the ligand, nor accept electrons from the ligand. Thus, the emission of the two compounds can be attributed to intraligand and/or ligand-to-ligand transition (LLCT), rather than ligand-to-metal (LMCT) or metal-to-ligand (MLCT) (Wen et al., 2007; Zhang et al., 2010). The small blue shift of the emission peak of (2) may be ascribed to the increase in conjugation upon metal coordination (Ma et al., 2013; Huang et al., 2013).
The purities of the synthesized crystals were proved by their PXRD patterns. In Fig. 8, the as-synthesized PXRD patterns of both (1) and (2) agree well with the simulated patterns. The different intensities may be due to the preferred orientations of the powder samples.
The stabilities of (1) and (2) were measured by TGA and the experimental results are in agreement with the calculated data. As shown in Fig. 9, for (1) the first weight loss of 3.84% (calculated 3.79%) at 323 to 403 K corresponds to the loss of the free water molecule and the second loss of 3.74% (calculated 3.79%) at 403 to 543 K corresponds to the loss of the coordinated water molecule, and then the organic ligands are gradually decomposed. For (2), the first weight loss of 15.09% (calculated 15.15%) at 323 to 543 K corresponds to the loss of the DMF and coordinated water molecules, then the organic ligands are gradually decomposed.
In conclusion, two new ZnII- and CdII-based coordination polymers were constructed with the flexible benzene-1,4-bis(4-oxy-1,2-benzenedicarboxylic acid) (H4L) ligand and two different N-containing auxiliary ligands through a mixed-ligand synthetic strategy under the solvothermal method. It is important to note that the carboxylate ligands are divided into two parts by a centre of inversion. These two complexes present different two-dimensional layer structures, and their fluorescence properties indicate that (1) and (2) may be good candidates for optical materials. Furthermore, hydrogen-bonding interactions play an important role in the construction of their two-dimensional layer frameworks.
Crystal data, data collection and structure refinement details are summarized in Table 1. All H atoms were placed in calculated positions and refined using a riding model, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C) for aromatic H atoms, and with C—H = 0.96 Å and Uiso(H) = 1.2Ueq(C) for the methyl H atoms of DMF.
For both compounds, data collection: CrysAlis PRO (Agilent, 2013); cell refinement: CrysAlis PRO (Agilent, 2013); data reduction: CrysAlis PRO (Agilent, 2013); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: PLATON (Spek, 2009).
[Zn2(C22H10O10)(C10H8N2)2(H2O)2]·2H2O | Z = 1 |
Mr = 949.48 | F(000) = 486 |
Triclinic, P1 | Dx = 1.600 Mg m−3 |
a = 9.5585 (5) Å | Mo Kα radiation, λ = 0.71065 Å |
b = 10.0434 (4) Å | Cell parameters from 7054 reflections |
c = 10.6027 (5) Å | θ = 1.9–25.7° |
α = 92.365 (4)° | µ = 1.30 mm−1 |
β = 94.032 (4)° | T = 293 K |
γ = 103.509 (4)° | Block, colourless |
V = 985.50 (8) Å3 | 0.31 × 0.27 × 0.25 mm |
Agilent SuperNova Eos CCD area-detector diffractometer | 3596 independent reflections |
Radiation source: fine-focus sealed tube | 3170 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.018 |
CCD scans | θmax = 25.3°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −11→11 |
Tmin = 0.690, Tmax = 0.738 | k = −11→12 |
6965 measured reflections | l = −12→12 |
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)] = 0.040 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.119 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0558P)2 + 1.1217P] where P = (Fo2 + 2Fc2)/3 |
3596 reflections | (Δ/σ)max < 0.001 |
284 parameters | Δρmax = 0.36 e Å−3 |
0 restraints | Δρmin = −0.52 e Å−3 |
[Zn2(C22H10O10)(C10H8N2)2(H2O)2]·2H2O | γ = 103.509 (4)° |
Mr = 949.48 | V = 985.50 (8) Å3 |
Triclinic, P1 | Z = 1 |
a = 9.5585 (5) Å | Mo Kα radiation |
b = 10.0434 (4) Å | µ = 1.30 mm−1 |
c = 10.6027 (5) Å | T = 293 K |
α = 92.365 (4)° | 0.31 × 0.27 × 0.25 mm |
β = 94.032 (4)° |
Agilent SuperNova Eos CCD area-detector diffractometer | 3596 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 3170 reflections with I > 2σ(I) |
Tmin = 0.690, Tmax = 0.738 | Rint = 0.018 |
6965 measured reflections |
R[F2 > 2σ(F2)] = 0.040 | 0 restraints |
wR(F2) = 0.119 | H-atom parameters constrained |
S = 1.07 | Δρmax = 0.36 e Å−3 |
3596 reflections | Δρmin = −0.52 e Å−3 |
284 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Zn1 | 0.16277 (4) | 0.21682 (4) | 0.09447 (4) | 0.03887 (15) | |
N1 | −0.0146 (3) | 0.3069 (3) | 0.1240 (3) | 0.0341 (6) | |
N2 | 0.2641 (3) | 0.4232 (2) | 0.1371 (2) | 0.0319 (5) | |
O1 | −0.2254 (3) | −0.3489 (4) | 0.5831 (3) | 0.0731 (10) | |
O2 | −0.2835 (2) | −0.0912 (2) | 0.1618 (2) | 0.0417 (5) | |
O3 | −0.1125 (3) | −0.1859 (2) | 0.0887 (2) | 0.0411 (5) | |
O4 | 0.0790 (2) | 0.0706 (2) | 0.2025 (2) | 0.0380 (5) | |
O5 | 0.2641 (3) | −0.0199 (3) | 0.2605 (3) | 0.0555 (7) | |
O6 | 0.3639 (2) | 0.1589 (2) | 0.0892 (2) | 0.0404 (5) | |
H6A | 0.3768 | 0.1325 | 0.0124 | 0.061* | |
H6B | 0.3660 | 0.0913 | 0.1377 | 0.061* | |
C1 | 0.4055 (4) | 0.4765 (3) | 0.1343 (3) | 0.0406 (7) | |
H1 | 0.4652 | 0.4177 | 0.1186 | 0.049* | |
C2 | 0.4666 (4) | 0.6149 (4) | 0.1537 (4) | 0.0503 (9) | |
H2 | 0.5654 | 0.6490 | 0.1505 | 0.060* | |
C3 | 0.3787 (5) | 0.7010 (4) | 0.1778 (4) | 0.0576 (10) | |
H3 | 0.4173 | 0.7949 | 0.1914 | 0.069* | |
C4 | 0.2325 (4) | 0.6480 (4) | 0.1820 (4) | 0.0505 (9) | |
H4 | 0.1715 | 0.7051 | 0.1991 | 0.061* | |
C5 | 0.1782 (4) | 0.5072 (3) | 0.1600 (3) | 0.0352 (7) | |
C6 | 0.0220 (4) | 0.4405 (3) | 0.1610 (3) | 0.0349 (7) | |
C7 | −0.0789 (4) | 0.5087 (4) | 0.1992 (4) | 0.0530 (10) | |
H7 | −0.0518 | 0.6015 | 0.2246 | 0.064* | |
C8 | −0.2201 (4) | 0.4370 (5) | 0.1992 (5) | 0.0620 (11) | |
H8 | −0.2894 | 0.4811 | 0.2254 | 0.074* | |
C9 | −0.2590 (4) | 0.3001 (4) | 0.1605 (4) | 0.0559 (10) | |
H9 | −0.3543 | 0.2503 | 0.1592 | 0.067* | |
C10 | −0.1524 (4) | 0.2391 (4) | 0.1237 (4) | 0.0461 (8) | |
H10 | −0.1776 | 0.1465 | 0.0974 | 0.055* | |
C11 | 0.1370 (3) | −0.0127 (3) | 0.2623 (3) | 0.0354 (7) | |
C12 | 0.0381 (4) | −0.1067 (3) | 0.3425 (3) | 0.0337 (7) | |
C13 | −0.1087 (3) | −0.1519 (3) | 0.3068 (3) | 0.0327 (7) | |
C14 | −0.1998 (4) | −0.2314 (3) | 0.3871 (3) | 0.0408 (8) | |
H14 | −0.2985 | −0.2594 | 0.3648 | 0.049* | |
C15 | −0.1418 (4) | −0.2678 (4) | 0.4997 (3) | 0.0485 (9) | |
C16 | 0.0025 (4) | −0.2256 (4) | 0.5344 (3) | 0.0486 (9) | |
H16 | 0.0403 | −0.2518 | 0.6101 | 0.058* | |
C17 | 0.0925 (4) | −0.1438 (3) | 0.4572 (3) | 0.0428 (8) | |
H17 | 0.1904 | −0.1133 | 0.4823 | 0.051* | |
O7 | 0.5799 (6) | 0.0449 (8) | 0.3618 (7) | 0.144 (2) | |
H7A | 0.5892 | 0.0131 | 0.2881 | 0.216* | |
H7B | 0.4939 | 0.0143 | 0.3808 | 0.216* | |
C18 | −0.1743 (3) | −0.1373 (3) | 0.1764 (3) | 0.0334 (7) | |
C19 | −0.3639 (5) | −0.4234 (4) | 0.5388 (4) | 0.0564 (10) | |
C20 | −0.3831 (5) | −0.5576 (5) | 0.4922 (4) | 0.0621 (11) | |
H20 | −0.3040 | −0.5962 | 0.4875 | 0.074* | |
C21 | −0.4797 (5) | −0.3655 (5) | 0.5475 (4) | 0.0639 (11) | |
H21 | −0.4661 | −0.2754 | 0.5798 | 0.077* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.0388 (2) | 0.0299 (2) | 0.0463 (2) | 0.00327 (16) | 0.00882 (17) | 0.00229 (16) |
N1 | 0.0322 (13) | 0.0263 (13) | 0.0443 (15) | 0.0055 (11) | 0.0085 (11) | 0.0049 (11) |
N2 | 0.0333 (13) | 0.0244 (12) | 0.0361 (13) | 0.0015 (10) | 0.0066 (10) | 0.0026 (10) |
O1 | 0.0616 (19) | 0.091 (2) | 0.0476 (16) | −0.0260 (17) | 0.0072 (13) | 0.0303 (15) |
O2 | 0.0379 (13) | 0.0420 (13) | 0.0449 (13) | 0.0073 (11) | 0.0088 (10) | 0.0045 (10) |
O3 | 0.0473 (14) | 0.0435 (13) | 0.0343 (12) | 0.0143 (11) | 0.0059 (10) | −0.0006 (10) |
O4 | 0.0350 (12) | 0.0285 (11) | 0.0517 (13) | 0.0053 (9) | 0.0134 (10) | 0.0139 (10) |
O5 | 0.0390 (14) | 0.0585 (17) | 0.0752 (19) | 0.0157 (12) | 0.0173 (13) | 0.0333 (14) |
O6 | 0.0324 (12) | 0.0373 (12) | 0.0516 (14) | 0.0062 (10) | 0.0083 (10) | 0.0078 (10) |
C1 | 0.0351 (17) | 0.0357 (17) | 0.0480 (19) | 0.0016 (14) | 0.0079 (14) | −0.0002 (14) |
C2 | 0.0386 (19) | 0.041 (2) | 0.063 (2) | −0.0085 (16) | 0.0064 (17) | 0.0008 (17) |
C3 | 0.062 (3) | 0.0258 (17) | 0.076 (3) | −0.0085 (17) | 0.012 (2) | −0.0013 (17) |
C4 | 0.056 (2) | 0.0260 (17) | 0.068 (2) | 0.0038 (16) | 0.0156 (19) | −0.0004 (16) |
C5 | 0.0408 (18) | 0.0263 (15) | 0.0375 (16) | 0.0034 (13) | 0.0096 (13) | 0.0041 (12) |
C6 | 0.0379 (17) | 0.0270 (15) | 0.0403 (16) | 0.0068 (13) | 0.0082 (13) | 0.0064 (12) |
C7 | 0.049 (2) | 0.0373 (19) | 0.077 (3) | 0.0162 (17) | 0.0140 (19) | −0.0008 (18) |
C8 | 0.044 (2) | 0.061 (3) | 0.089 (3) | 0.026 (2) | 0.016 (2) | 0.004 (2) |
C9 | 0.0309 (18) | 0.061 (3) | 0.076 (3) | 0.0082 (17) | 0.0089 (18) | 0.014 (2) |
C10 | 0.0350 (18) | 0.0339 (18) | 0.067 (2) | 0.0023 (14) | 0.0053 (16) | 0.0081 (16) |
C11 | 0.0354 (17) | 0.0264 (15) | 0.0416 (17) | 0.0007 (13) | 0.0068 (13) | 0.0024 (13) |
C12 | 0.0401 (17) | 0.0219 (14) | 0.0377 (16) | 0.0028 (13) | 0.0091 (13) | 0.0020 (12) |
C13 | 0.0391 (17) | 0.0230 (14) | 0.0335 (15) | −0.0001 (12) | 0.0101 (13) | 0.0021 (12) |
C14 | 0.0397 (18) | 0.0382 (18) | 0.0392 (18) | −0.0037 (14) | 0.0104 (14) | 0.0039 (14) |
C15 | 0.059 (2) | 0.043 (2) | 0.0357 (18) | −0.0060 (17) | 0.0119 (16) | 0.0107 (15) |
C16 | 0.055 (2) | 0.049 (2) | 0.0360 (18) | 0.0002 (17) | 0.0028 (16) | 0.0112 (15) |
C17 | 0.0424 (19) | 0.0363 (18) | 0.0450 (19) | −0.0003 (15) | 0.0036 (15) | 0.0039 (14) |
O7 | 0.094 (3) | 0.175 (6) | 0.158 (5) | 0.041 (4) | −0.011 (3) | −0.063 (5) |
C18 | 0.0349 (17) | 0.0201 (14) | 0.0411 (17) | −0.0042 (12) | 0.0100 (13) | 0.0042 (12) |
C19 | 0.059 (2) | 0.059 (2) | 0.045 (2) | −0.007 (2) | 0.0174 (18) | 0.0204 (18) |
C20 | 0.061 (3) | 0.063 (3) | 0.064 (3) | 0.012 (2) | 0.023 (2) | 0.019 (2) |
C21 | 0.076 (3) | 0.052 (2) | 0.060 (3) | 0.003 (2) | 0.018 (2) | 0.011 (2) |
Zn1—O4 | 1.956 (2) | C6—C7 | 1.380 (5) |
Zn1—O3i | 1.962 (2) | C7—C8 | 1.373 (6) |
Zn1—N2 | 2.088 (2) | C7—H7 | 0.9300 |
Zn1—N1 | 2.135 (3) | C8—C9 | 1.375 (6) |
Zn1—O6 | 2.139 (2) | C8—H8 | 0.9300 |
N1—C10 | 1.334 (4) | C9—C10 | 1.376 (5) |
N1—C6 | 1.339 (4) | C9—H9 | 0.9300 |
N2—C5 | 1.334 (4) | C10—H10 | 0.9300 |
N2—C1 | 1.335 (4) | C11—C12 | 1.507 (4) |
O1—C15 | 1.392 (4) | C12—C17 | 1.388 (5) |
O1—C19 | 1.397 (5) | C12—C13 | 1.390 (5) |
O2—C18 | 1.241 (4) | C13—C14 | 1.398 (4) |
O3—C18 | 1.275 (4) | C13—C18 | 1.504 (4) |
O3—Zn1i | 1.962 (2) | C14—C15 | 1.381 (5) |
O4—C11 | 1.273 (4) | C14—H14 | 0.9300 |
O5—C11 | 1.235 (4) | C15—C16 | 1.363 (5) |
O6—H6A | 0.8714 | C16—C17 | 1.382 (5) |
O6—H6B | 0.8711 | C16—H16 | 0.9300 |
C1—C2 | 1.377 (5) | C17—H17 | 0.9300 |
C1—H1 | 0.9300 | O7—H7A | 0.8499 |
C2—C3 | 1.368 (6) | O7—H7B | 0.8498 |
C2—H2 | 0.9300 | C19—C21 | 1.372 (7) |
C3—C4 | 1.378 (6) | C19—C20 | 1.383 (6) |
C3—H3 | 0.9300 | C20—C21ii | 1.384 (6) |
C4—C5 | 1.391 (5) | C20—H20 | 0.9300 |
C4—H4 | 0.9300 | C21—C20ii | 1.384 (6) |
C5—C6 | 1.489 (4) | C21—H21 | 0.9300 |
O4—Zn1—O3i | 117.65 (10) | C7—C8—C9 | 120.0 (4) |
O4—Zn1—N2 | 131.44 (10) | C7—C8—H8 | 120.0 |
O3i—Zn1—N2 | 109.45 (10) | C9—C8—H8 | 120.0 |
O4—Zn1—N1 | 88.55 (9) | C8—C9—C10 | 117.9 (4) |
O3i—Zn1—N1 | 93.31 (10) | C8—C9—H9 | 121.0 |
N2—Zn1—N1 | 77.29 (10) | C10—C9—H9 | 121.0 |
O4—Zn1—O6 | 94.56 (9) | N1—C10—C9 | 122.9 (3) |
O3i—Zn1—O6 | 94.74 (10) | N1—C10—H10 | 118.6 |
N2—Zn1—O6 | 92.70 (10) | C9—C10—H10 | 118.6 |
N1—Zn1—O6 | 168.83 (10) | O5—C11—O4 | 125.7 (3) |
C10—N1—C6 | 118.8 (3) | O5—C11—C12 | 119.5 (3) |
C10—N1—Zn1 | 125.7 (2) | O4—C11—C12 | 114.8 (3) |
C6—N1—Zn1 | 115.0 (2) | C17—C12—C13 | 119.1 (3) |
C5—N2—C1 | 118.7 (3) | C17—C12—C11 | 119.7 (3) |
C5—N2—Zn1 | 116.5 (2) | C13—C12—C11 | 121.1 (3) |
C1—N2—Zn1 | 124.6 (2) | C12—C13—C14 | 120.0 (3) |
C15—O1—C19 | 118.5 (3) | C12—C13—C18 | 123.1 (3) |
C18—O3—Zn1i | 131.6 (2) | C14—C13—C18 | 116.3 (3) |
C11—O4—Zn1 | 130.4 (2) | C15—C14—C13 | 119.4 (3) |
Zn1—O6—H6A | 110.8 | C15—C14—H14 | 120.3 |
Zn1—O6—H6B | 110.5 | C13—C14—H14 | 120.3 |
H6A—O6—H6B | 108.2 | C16—C15—C14 | 120.9 (3) |
N2—C1—C2 | 122.8 (3) | C16—C15—O1 | 116.6 (3) |
N2—C1—H1 | 118.6 | C14—C15—O1 | 122.5 (3) |
C2—C1—H1 | 118.6 | C15—C16—C17 | 120.0 (3) |
C3—C2—C1 | 118.5 (3) | C15—C16—H16 | 120.0 |
C3—C2—H2 | 120.8 | C17—C16—H16 | 120.0 |
C1—C2—H2 | 120.8 | C16—C17—C12 | 120.6 (3) |
C2—C3—C4 | 119.7 (3) | C16—C17—H17 | 119.7 |
C2—C3—H3 | 120.2 | C12—C17—H17 | 119.7 |
C4—C3—H3 | 120.2 | H7A—O7—H7B | 109.5 |
C3—C4—C5 | 118.6 (4) | O2—C18—O3 | 126.0 (3) |
C3—C4—H4 | 120.7 | O2—C18—C13 | 120.9 (3) |
C5—C4—H4 | 120.7 | O3—C18—C13 | 112.9 (3) |
N2—C5—C4 | 121.7 (3) | C21—C19—C20 | 120.7 (4) |
N2—C5—C6 | 115.7 (3) | C21—C19—O1 | 120.0 (4) |
C4—C5—C6 | 122.6 (3) | C20—C19—O1 | 119.2 (4) |
N1—C6—C7 | 121.7 (3) | C19—C20—C21ii | 119.9 (4) |
N1—C6—C5 | 115.0 (3) | C19—C20—H20 | 120.0 |
C7—C6—C5 | 123.3 (3) | C21ii—C20—H20 | 120.0 |
C8—C7—C6 | 118.8 (4) | C19—C21—C20ii | 119.3 (4) |
C8—C7—H7 | 120.6 | C19—C21—H21 | 120.3 |
C6—C7—H7 | 120.6 | C20ii—C21—H21 | 120.3 |
O4—Zn1—N1—C10 | −42.2 (3) | C5—C6—C7—C8 | −178.6 (4) |
O3i—Zn1—N1—C10 | 75.5 (3) | C6—C7—C8—C9 | −0.5 (7) |
N2—Zn1—N1—C10 | −175.3 (3) | C7—C8—C9—C10 | 0.5 (7) |
O6—Zn1—N1—C10 | −148.5 (4) | C6—N1—C10—C9 | −0.5 (6) |
O4—Zn1—N1—C6 | 129.3 (2) | Zn1—N1—C10—C9 | 170.7 (3) |
O3i—Zn1—N1—C6 | −113.1 (2) | C8—C9—C10—N1 | 0.0 (6) |
N2—Zn1—N1—C6 | −3.9 (2) | Zn1—O4—C11—O5 | −2.3 (5) |
O6—Zn1—N1—C6 | 22.9 (6) | Zn1—O4—C11—C12 | 176.6 (2) |
O4—Zn1—N2—C5 | −76.9 (3) | O5—C11—C12—C17 | 34.5 (5) |
O3i—Zn1—N2—C5 | 88.6 (2) | O4—C11—C12—C17 | −144.5 (3) |
N1—Zn1—N2—C5 | −0.4 (2) | O5—C11—C12—C13 | −148.8 (3) |
O6—Zn1—N2—C5 | −175.4 (2) | O4—C11—C12—C13 | 32.3 (4) |
O4—Zn1—N2—C1 | 107.9 (3) | C17—C12—C13—C14 | 1.2 (5) |
O3i—Zn1—N2—C1 | −86.6 (3) | C11—C12—C13—C14 | −175.6 (3) |
N1—Zn1—N2—C1 | −175.6 (3) | C17—C12—C13—C18 | −169.7 (3) |
O6—Zn1—N2—C1 | 9.4 (3) | C11—C12—C13—C18 | 13.5 (5) |
O3i—Zn1—O4—C11 | 107.4 (3) | C12—C13—C14—C15 | −2.0 (5) |
N2—Zn1—O4—C11 | −88.1 (3) | C18—C13—C14—C15 | 169.4 (3) |
N1—Zn1—O4—C11 | −159.7 (3) | C13—C14—C15—C16 | 1.0 (6) |
O6—Zn1—O4—C11 | 9.6 (3) | C13—C14—C15—O1 | −178.7 (4) |
C5—N2—C1—C2 | −0.2 (5) | C19—O1—C15—C16 | −163.6 (4) |
Zn1—N2—C1—C2 | 174.9 (3) | C19—O1—C15—C14 | 16.2 (6) |
N2—C1—C2—C3 | 0.5 (6) | C14—C15—C16—C17 | 0.8 (6) |
C1—C2—C3—C4 | −0.1 (6) | O1—C15—C16—C17 | −179.4 (4) |
C2—C3—C4—C5 | −0.7 (6) | C15—C16—C17—C12 | −1.6 (6) |
C1—N2—C5—C4 | −0.6 (5) | C13—C12—C17—C16 | 0.6 (5) |
Zn1—N2—C5—C4 | −176.1 (3) | C11—C12—C17—C16 | 177.5 (3) |
C1—N2—C5—C6 | 179.7 (3) | Zn1i—O3—C18—O2 | −3.4 (5) |
Zn1—N2—C5—C6 | 4.2 (4) | Zn1i—O3—C18—C13 | 171.5 (2) |
C3—C4—C5—N2 | 1.0 (6) | C12—C13—C18—O2 | −132.2 (3) |
C3—C4—C5—C6 | −179.3 (3) | C14—C13—C18—O2 | 56.6 (4) |
C10—N1—C6—C7 | 0.5 (5) | C12—C13—C18—O3 | 52.7 (4) |
Zn1—N1—C6—C7 | −171.6 (3) | C14—C13—C18—O3 | −118.5 (3) |
C10—N1—C6—C5 | 179.2 (3) | C15—O1—C19—C21 | −89.6 (5) |
Zn1—N1—C6—C5 | 7.1 (4) | C15—O1—C19—C20 | 93.4 (5) |
N2—C5—C6—N1 | −7.6 (4) | C21—C19—C20—C21ii | 0.6 (7) |
C4—C5—C6—N1 | 172.7 (3) | O1—C19—C20—C21ii | 177.5 (3) |
N2—C5—C6—C7 | 171.2 (3) | C20—C19—C21—C20ii | −0.6 (7) |
C4—C5—C6—C7 | −8.5 (5) | O1—C19—C21—C20ii | −177.5 (3) |
N1—C6—C7—C8 | 0.0 (6) |
Symmetry codes: (i) −x, −y, −z; (ii) −x−1, −y−1, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H6A···O2i | 0.87 | 1.98 | 2.7307 (1) | 144 |
O6—H6B···O5 | 0.87 | 1.92 | 2.6731 (1) | 144 |
O7—H7A···O2iii | 0.85 | 2.26 | 3.0082 (2) | 148 |
O7—H7B···O5 | 0.85 | 2.40 | 3.0430 (2) | 133 |
Symmetry codes: (i) −x, −y, −z; (iii) x+1, y, z. |
[Cd2(C22H10O10)(C12H8N2)2(H2O)2]·2C3H7NO | Z = 1 |
Mr = 1201.74 | F(000) = 606 |
Triclinic, P1 | Dx = 1.669 Mg m−3 |
a = 6.8275 (4) Å | Cu Kα radiation, λ = 1.54184 Å |
b = 12.7613 (7) Å | Cell parameters from 4665 reflections |
c = 14.8770 (11) Å | θ = 2.0–35.1° |
α = 106.134 (6)° | µ = 7.78 mm−1 |
β = 101.602 (6)° | T = 250 K |
γ = 97.496 (5)° | Block, colourless |
V = 1195.55 (13) Å3 | 0.27 × 0.24 × 0.22 mm |
Agilent SuperNova Eos CCD area-detector diffractometer | 4256 independent reflections |
Radiation source: fine-focus sealed tube | 3854 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.036 |
CCD scans | θmax = 67.1°, θmin = 3.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −7→8 |
Tmin = 0.228, Tmax = 0.279 | k = −11→15 |
8401 measured reflections | l = −17→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)] = 0.030 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.073 | H-atom parameters constrained |
S = 0.96 | w = 1/[σ2(Fo2) + (0.0305P)2 + 1.1118P] where P = (Fo2 + 2Fc2)/3 |
4256 reflections | (Δ/σ)max = 0.001 |
336 parameters | Δρmax = 0.46 e Å−3 |
0 restraints | Δρmin = −0.81 e Å−3 |
[Cd2(C22H10O10)(C12H8N2)2(H2O)2]·2C3H7NO | γ = 97.496 (5)° |
Mr = 1201.74 | V = 1195.55 (13) Å3 |
Triclinic, P1 | Z = 1 |
a = 6.8275 (4) Å | Cu Kα radiation |
b = 12.7613 (7) Å | µ = 7.78 mm−1 |
c = 14.8770 (11) Å | T = 250 K |
α = 106.134 (6)° | 0.27 × 0.24 × 0.22 mm |
β = 101.602 (6)° |
Agilent SuperNova Eos CCD area-detector diffractometer | 4256 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 3854 reflections with I > 2σ(I) |
Tmin = 0.228, Tmax = 0.279 | Rint = 0.036 |
8401 measured reflections |
R[F2 > 2σ(F2)] = 0.030 | 0 restraints |
wR(F2) = 0.073 | H-atom parameters constrained |
S = 0.96 | Δρmax = 0.46 e Å−3 |
4256 reflections | Δρmin = −0.81 e Å−3 |
336 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Cd1 | 0.20594 (3) | 0.165959 (17) | 0.488435 (15) | 0.02344 (8) | |
N1 | 0.2289 (4) | 0.3270 (2) | 0.44005 (19) | 0.0232 (6) | |
N2 | 0.1619 (4) | 0.3200 (2) | 0.61328 (19) | 0.0256 (6) | |
N3 | 0.5730 (5) | 0.1050 (3) | 0.1438 (2) | 0.0412 (8) | |
O1 | −0.1467 (4) | 0.11438 (19) | 0.45922 (17) | 0.0339 (6) | |
H1B | −0.1733 | 0.1016 | 0.5090 | 0.041* | |
H1C | −0.1861 | 0.0536 | 0.4129 | 0.041* | |
O2 | 0.2720 (5) | −0.0069 (2) | 0.41562 (18) | 0.0471 (7) | |
O3 | 0.1480 (4) | 0.07496 (19) | 0.31257 (18) | 0.0418 (6) | |
O4 | 0.6732 (3) | −0.11028 (18) | 0.36908 (16) | 0.0277 (5) | |
O5 | 0.4485 (4) | −0.21767 (19) | 0.40961 (16) | 0.0310 (5) | |
O6 | 0.2079 (4) | −0.3696 (2) | 0.01024 (17) | 0.0415 (7) | |
O7 | 0.3215 (6) | 0.1864 (4) | 0.0877 (4) | 0.1068 (17) | |
C1 | 0.1273 (5) | 0.3160 (3) | 0.6970 (2) | 0.0335 (8) | |
H1 | 0.0961 | 0.2468 | 0.7055 | 0.040* | |
C2 | 0.1356 (6) | 0.4113 (3) | 0.7728 (3) | 0.0395 (9) | |
H2 | 0.1110 | 0.4055 | 0.8306 | 0.047* | |
C3 | 0.1805 (5) | 0.5134 (3) | 0.7608 (3) | 0.0379 (9) | |
H3 | 0.1906 | 0.5777 | 0.8113 | 0.045* | |
C4 | 0.2113 (5) | 0.5209 (3) | 0.6723 (3) | 0.0302 (8) | |
C5 | 0.2442 (5) | 0.6238 (3) | 0.6512 (3) | 0.0389 (9) | |
H5 | 0.2512 | 0.6901 | 0.6989 | 0.047* | |
C6 | 0.2650 (5) | 0.6266 (3) | 0.5639 (3) | 0.0354 (9) | |
H6 | 0.2835 | 0.6946 | 0.5520 | 0.042* | |
C7 | 0.2594 (5) | 0.5269 (3) | 0.4889 (3) | 0.0280 (7) | |
C8 | 0.2825 (5) | 0.5265 (3) | 0.3975 (3) | 0.0344 (8) | |
H8 | 0.3036 | 0.5930 | 0.3832 | 0.041* | |
C9 | 0.2738 (5) | 0.4277 (3) | 0.3292 (3) | 0.0339 (8) | |
H9 | 0.2856 | 0.4259 | 0.2676 | 0.041* | |
C10 | 0.2471 (5) | 0.3294 (3) | 0.3533 (2) | 0.0296 (7) | |
H10 | 0.2417 | 0.2626 | 0.3064 | 0.036* | |
C11 | 0.2319 (4) | 0.4239 (2) | 0.5073 (2) | 0.0228 (7) | |
C12 | 0.2023 (4) | 0.4213 (2) | 0.6000 (2) | 0.0223 (7) | |
C13 | 0.2116 (5) | −0.0060 (3) | 0.3308 (2) | 0.0262 (7) | |
C14 | 0.2141 (5) | −0.1058 (2) | 0.2498 (2) | 0.0229 (7) | |
C15 | 0.3450 (5) | −0.1789 (2) | 0.2610 (2) | 0.0207 (6) | |
C16 | 0.3476 (5) | −0.2680 (2) | 0.1812 (2) | 0.0238 (7) | |
H16 | 0.4364 | −0.3163 | 0.1880 | 0.029* | |
C17 | 0.2172 (5) | −0.2837 (3) | 0.0925 (2) | 0.0277 (7) | |
C18 | 0.0816 (5) | −0.2135 (3) | 0.0809 (2) | 0.0268 (7) | |
H18 | −0.0092 | −0.2263 | 0.0215 | 0.032* | |
C19 | 0.0841 (5) | −0.1246 (3) | 0.1590 (2) | 0.0276 (7) | |
H19 | −0.0029 | −0.0757 | 0.1511 | 0.033* | |
C20 | 0.4978 (5) | −0.1657 (2) | 0.3547 (2) | 0.0230 (7) | |
C21 | 0.3610 (5) | −0.4325 (3) | 0.0102 (2) | 0.0298 (8) | |
C22 | 0.3247 (5) | −0.5338 (3) | 0.0258 (2) | 0.0339 (8) | |
H22 | 0.2064 | −0.5559 | 0.0433 | 0.041* | |
C23 | 0.5343 (5) | −0.3973 (3) | −0.0154 (3) | 0.0343 (8) | |
H23 | 0.5569 | −0.3285 | −0.0257 | 0.041* | |
C24 | 0.3942 (7) | 0.1347 (4) | 0.1389 (3) | 0.0517 (11) | |
H24 | 0.3168 | 0.1143 | 0.1783 | 0.062* | |
C25 | 0.6430 (8) | 0.0433 (5) | 0.2069 (5) | 0.083 (2) | |
H25A | 0.5583 | 0.0445 | 0.2514 | 0.124* | |
H25B | 0.7815 | 0.0765 | 0.2423 | 0.124* | |
H25C | 0.6360 | −0.0322 | 0.1694 | 0.124* | |
C26 | 0.7060 (9) | 0.1303 (5) | 0.0844 (4) | 0.0736 (15) | |
H26A | 0.6388 | 0.1654 | 0.0412 | 0.110* | |
H26B | 0.7372 | 0.0626 | 0.0477 | 0.110* | |
H26C | 0.8300 | 0.1795 | 0.1252 | 0.110* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.02953 (13) | 0.01776 (12) | 0.02156 (12) | 0.00860 (9) | 0.00474 (9) | 0.00324 (8) |
N1 | 0.0192 (13) | 0.0221 (13) | 0.0293 (14) | 0.0067 (10) | 0.0063 (11) | 0.0086 (11) |
N2 | 0.0234 (13) | 0.0237 (13) | 0.0269 (14) | 0.0048 (11) | 0.0051 (11) | 0.0042 (11) |
N3 | 0.0434 (19) | 0.0447 (18) | 0.0413 (19) | 0.0063 (15) | 0.0180 (15) | 0.0183 (15) |
O1 | 0.0367 (13) | 0.0263 (12) | 0.0332 (13) | −0.0013 (10) | 0.0094 (11) | 0.0036 (10) |
O2 | 0.079 (2) | 0.0369 (14) | 0.0239 (13) | 0.0310 (14) | 0.0083 (13) | 0.0018 (11) |
O3 | 0.0641 (18) | 0.0250 (12) | 0.0354 (14) | 0.0216 (12) | 0.0110 (13) | 0.0034 (11) |
O4 | 0.0276 (12) | 0.0243 (11) | 0.0262 (12) | 0.0015 (9) | 0.0016 (10) | 0.0052 (9) |
O5 | 0.0341 (13) | 0.0297 (12) | 0.0270 (12) | 0.0019 (10) | 0.0033 (10) | 0.0104 (10) |
O6 | 0.0415 (15) | 0.0423 (14) | 0.0258 (13) | 0.0267 (12) | −0.0056 (11) | −0.0113 (11) |
O7 | 0.083 (3) | 0.124 (4) | 0.161 (5) | 0.042 (3) | 0.030 (3) | 0.110 (4) |
C1 | 0.0317 (18) | 0.040 (2) | 0.0305 (19) | 0.0097 (16) | 0.0100 (15) | 0.0116 (16) |
C2 | 0.037 (2) | 0.054 (2) | 0.0233 (18) | 0.0153 (18) | 0.0055 (16) | 0.0043 (17) |
C3 | 0.0333 (19) | 0.041 (2) | 0.0269 (18) | 0.0146 (16) | 0.0012 (15) | −0.0075 (16) |
C4 | 0.0175 (16) | 0.0271 (17) | 0.037 (2) | 0.0068 (13) | −0.0004 (14) | 0.0006 (15) |
C5 | 0.0269 (18) | 0.0208 (16) | 0.052 (2) | 0.0070 (14) | −0.0064 (17) | −0.0048 (16) |
C6 | 0.0205 (17) | 0.0177 (16) | 0.060 (3) | 0.0036 (13) | 0.0001 (17) | 0.0073 (16) |
C7 | 0.0130 (14) | 0.0235 (16) | 0.044 (2) | 0.0047 (12) | −0.0012 (14) | 0.0105 (15) |
C8 | 0.0206 (16) | 0.0360 (19) | 0.050 (2) | 0.0034 (14) | 0.0037 (16) | 0.0242 (17) |
C9 | 0.0295 (18) | 0.046 (2) | 0.035 (2) | 0.0114 (16) | 0.0114 (16) | 0.0217 (17) |
C10 | 0.0263 (17) | 0.0311 (17) | 0.0319 (18) | 0.0085 (14) | 0.0067 (14) | 0.0096 (14) |
C11 | 0.0127 (14) | 0.0220 (15) | 0.0322 (17) | 0.0026 (12) | 0.0024 (12) | 0.0087 (13) |
C12 | 0.0152 (14) | 0.0204 (15) | 0.0272 (16) | 0.0050 (12) | 0.0026 (12) | 0.0021 (13) |
C13 | 0.0242 (16) | 0.0230 (16) | 0.0298 (18) | 0.0047 (13) | 0.0085 (14) | 0.0044 (13) |
C14 | 0.0265 (16) | 0.0208 (15) | 0.0237 (16) | 0.0075 (13) | 0.0095 (13) | 0.0068 (13) |
C15 | 0.0207 (15) | 0.0195 (14) | 0.0204 (15) | 0.0016 (12) | 0.0067 (12) | 0.0038 (12) |
C16 | 0.0242 (16) | 0.0193 (15) | 0.0261 (16) | 0.0090 (12) | 0.0045 (13) | 0.0032 (13) |
C17 | 0.0279 (17) | 0.0251 (16) | 0.0237 (16) | 0.0089 (13) | 0.0032 (14) | −0.0017 (13) |
C18 | 0.0260 (17) | 0.0316 (17) | 0.0199 (16) | 0.0111 (14) | 0.0026 (13) | 0.0033 (13) |
C19 | 0.0273 (17) | 0.0268 (16) | 0.0299 (18) | 0.0140 (14) | 0.0069 (14) | 0.0072 (14) |
C20 | 0.0271 (17) | 0.0151 (14) | 0.0230 (16) | 0.0048 (12) | 0.0045 (13) | 0.0007 (12) |
C21 | 0.0320 (18) | 0.0271 (16) | 0.0206 (16) | 0.0149 (14) | −0.0016 (14) | −0.0060 (13) |
C22 | 0.0304 (18) | 0.042 (2) | 0.0259 (18) | 0.0080 (15) | 0.0062 (15) | 0.0045 (15) |
C23 | 0.037 (2) | 0.0263 (17) | 0.0327 (19) | 0.0083 (15) | −0.0005 (16) | 0.0047 (14) |
C24 | 0.052 (3) | 0.045 (2) | 0.064 (3) | 0.013 (2) | 0.014 (2) | 0.024 (2) |
C25 | 0.050 (3) | 0.116 (5) | 0.119 (5) | 0.026 (3) | 0.024 (3) | 0.090 (4) |
C26 | 0.084 (4) | 0.073 (4) | 0.078 (4) | 0.013 (3) | 0.046 (3) | 0.029 (3) |
Cd1—O2 | 2.318 (2) | C6—C7 | 1.430 (5) |
Cd1—O1 | 2.329 (2) | C6—H6 | 0.9300 |
Cd1—N1 | 2.355 (3) | C7—C8 | 1.400 (5) |
Cd1—N2 | 2.399 (3) | C7—C11 | 1.412 (4) |
Cd1—O5i | 2.429 (2) | C8—C9 | 1.368 (5) |
Cd1—O4i | 2.443 (2) | C8—H8 | 0.9300 |
Cd1—O3 | 2.475 (3) | C9—C10 | 1.396 (5) |
N1—C10 | 1.330 (4) | C9—H9 | 0.9300 |
N1—C11 | 1.353 (4) | C10—H10 | 0.9300 |
N2—C1 | 1.326 (4) | C11—C12 | 1.442 (5) |
N2—C12 | 1.363 (4) | C13—C14 | 1.495 (4) |
N3—C24 | 1.319 (5) | C14—C15 | 1.393 (4) |
N3—C25 | 1.435 (5) | C14—C19 | 1.398 (4) |
N3—C26 | 1.454 (5) | C15—C16 | 1.402 (4) |
O1—H1B | 0.8500 | C15—C20 | 1.516 (4) |
O1—H1C | 0.8500 | C16—C17 | 1.382 (4) |
O2—C13 | 1.250 (4) | C16—H16 | 0.9300 |
O3—C13 | 1.247 (4) | C17—C18 | 1.388 (4) |
O4—C20 | 1.253 (4) | C18—C19 | 1.375 (4) |
O4—Cd1i | 2.442 (2) | C18—H18 | 0.9300 |
O5—C20 | 1.255 (4) | C19—H19 | 0.9300 |
O5—Cd1i | 2.429 (2) | C21—C23 | 1.373 (5) |
O6—C17 | 1.382 (4) | C21—C22 | 1.376 (5) |
O6—C21 | 1.398 (4) | C22—C23ii | 1.390 (5) |
O7—C24 | 1.213 (5) | C22—H22 | 0.9300 |
C1—C2 | 1.396 (5) | C23—C22ii | 1.390 (5) |
C1—H1 | 0.9300 | C23—H23 | 0.9300 |
C2—C3 | 1.368 (6) | C24—H24 | 0.9300 |
C2—H2 | 0.9300 | C25—H25A | 0.9600 |
C3—C4 | 1.400 (5) | C25—H25B | 0.9600 |
C3—H3 | 0.9300 | C25—H25C | 0.9600 |
C4—C12 | 1.404 (4) | C26—H26A | 0.9600 |
C4—C5 | 1.434 (5) | C26—H26B | 0.9600 |
C5—C6 | 1.344 (6) | C26—H26C | 0.9600 |
C5—H5 | 0.9300 | ||
O2—Cd1—O1 | 98.17 (10) | C7—C8—H8 | 120.3 |
O2—Cd1—N1 | 129.62 (9) | C8—C9—C10 | 119.1 (3) |
O1—Cd1—N1 | 100.26 (8) | C8—C9—H9 | 120.5 |
O2—Cd1—N2 | 158.99 (9) | C10—C9—H9 | 120.5 |
O1—Cd1—N2 | 83.18 (8) | N1—C10—C9 | 123.0 (3) |
N1—Cd1—N2 | 70.07 (9) | N1—C10—H10 | 118.5 |
O2—Cd1—O5i | 88.87 (9) | C9—C10—H10 | 118.5 |
O1—Cd1—O5i | 153.56 (8) | N1—C11—C7 | 122.1 (3) |
N1—Cd1—O5i | 94.53 (8) | N1—C11—C12 | 118.7 (3) |
N2—Cd1—O5i | 81.44 (9) | C7—C11—C12 | 119.2 (3) |
O2—Cd1—O4i | 79.86 (8) | N2—C12—C4 | 122.1 (3) |
O1—Cd1—O4i | 102.10 (8) | N2—C12—C11 | 117.9 (3) |
N1—Cd1—O4i | 139.32 (8) | C4—C12—C11 | 120.0 (3) |
N2—Cd1—O4i | 79.37 (8) | O3—C13—O2 | 121.8 (3) |
O5i—Cd1—O4i | 53.92 (7) | O3—C13—C14 | 119.7 (3) |
O2—Cd1—O3 | 54.03 (8) | O2—C13—C14 | 118.5 (3) |
O1—Cd1—O3 | 84.67 (9) | C15—C14—C19 | 118.9 (3) |
N1—Cd1—O3 | 81.60 (9) | C15—C14—C13 | 122.3 (3) |
N2—Cd1—O3 | 146.47 (9) | C19—C14—C13 | 118.7 (3) |
O5i—Cd1—O3 | 119.33 (9) | C14—C15—C16 | 119.8 (3) |
O4i—Cd1—O3 | 133.86 (8) | C14—C15—C20 | 124.1 (3) |
C10—N1—C11 | 118.4 (3) | C16—C15—C20 | 116.0 (3) |
C10—N1—Cd1 | 124.7 (2) | C17—C16—C15 | 119.6 (3) |
C11—N1—Cd1 | 116.9 (2) | C17—C16—H16 | 120.2 |
C1—N2—C12 | 118.6 (3) | C15—C16—H16 | 120.2 |
C1—N2—Cd1 | 125.6 (2) | C18—C17—O6 | 115.2 (3) |
C12—N2—Cd1 | 115.3 (2) | C18—C17—C16 | 121.2 (3) |
C24—N3—C25 | 121.0 (4) | O6—C17—C16 | 123.6 (3) |
C24—N3—C26 | 122.2 (4) | C19—C18—C17 | 118.7 (3) |
C25—N3—C26 | 116.8 (4) | C19—C18—H18 | 120.6 |
Cd1—O1—H1B | 108.1 | C17—C18—H18 | 120.6 |
Cd1—O1—H1C | 108.1 | C18—C19—C14 | 121.7 (3) |
H1B—O1—H1C | 107.4 | C18—C19—H19 | 119.2 |
C13—O2—Cd1 | 95.7 (2) | C14—C19—H19 | 119.2 |
C13—O3—Cd1 | 88.4 (2) | O4—C20—O5 | 123.4 (3) |
C20—O4—Cd1i | 91.00 (18) | O4—C20—C15 | 117.6 (3) |
C20—O5—Cd1i | 91.58 (18) | O5—C20—C15 | 118.7 (3) |
C17—O6—C21 | 119.2 (2) | C23—C21—C22 | 121.6 (3) |
N2—C1—C2 | 122.7 (3) | C23—C21—O6 | 119.1 (3) |
N2—C1—H1 | 118.6 | C22—C21—O6 | 118.9 (3) |
C2—C1—H1 | 118.6 | C21—C22—C23ii | 119.6 (3) |
C3—C2—C1 | 119.0 (4) | C21—C22—H22 | 120.2 |
C3—C2—H2 | 120.5 | C23ii—C22—H22 | 120.2 |
C1—C2—H2 | 120.5 | C21—C23—C22ii | 118.8 (3) |
C2—C3—C4 | 119.9 (3) | C21—C23—H23 | 120.6 |
C2—C3—H3 | 120.0 | C22ii—C23—H23 | 120.6 |
C4—C3—H3 | 120.0 | O7—C24—N3 | 125.9 (5) |
C3—C4—C12 | 117.6 (3) | O7—C24—H24 | 117.0 |
C3—C4—C5 | 123.6 (3) | N3—C24—H24 | 117.0 |
C12—C4—C5 | 118.8 (3) | N3—C25—H25A | 109.5 |
C6—C5—C4 | 121.5 (3) | N3—C25—H25B | 109.5 |
C6—C5—H5 | 119.3 | H25A—C25—H25B | 109.5 |
C4—C5—H5 | 119.3 | N3—C25—H25C | 109.5 |
C5—C6—C7 | 121.2 (3) | H25A—C25—H25C | 109.5 |
C5—C6—H6 | 119.4 | H25B—C25—H25C | 109.5 |
C7—C6—H6 | 119.4 | N3—C26—H26A | 109.5 |
C8—C7—C11 | 117.9 (3) | N3—C26—H26B | 109.5 |
C8—C7—C6 | 122.9 (3) | H26A—C26—H26B | 109.5 |
C11—C7—C6 | 119.2 (3) | N3—C26—H26C | 109.5 |
C9—C8—C7 | 119.5 (3) | H26A—C26—H26C | 109.5 |
C9—C8—H8 | 120.3 | H26B—C26—H26C | 109.5 |
O2—Cd1—N1—C10 | 13.5 (3) | Cd1—N1—C11—C12 | −5.6 (4) |
O1—Cd1—N1—C10 | −96.2 (3) | C8—C7—C11—N1 | 0.5 (4) |
N2—Cd1—N1—C10 | −175.0 (3) | C6—C7—C11—N1 | −178.8 (3) |
O5i—Cd1—N1—C10 | 105.8 (3) | C8—C7—C11—C12 | −178.4 (3) |
O4i—Cd1—N1—C10 | 141.3 (2) | C6—C7—C11—C12 | 2.4 (4) |
O3—Cd1—N1—C10 | −13.2 (2) | C1—N2—C12—C4 | 1.0 (5) |
O2—Cd1—N1—C11 | −163.7 (2) | Cd1—N2—C12—C4 | −171.0 (2) |
O1—Cd1—N1—C11 | 86.6 (2) | C1—N2—C12—C11 | −177.7 (3) |
N2—Cd1—N1—C11 | 7.8 (2) | Cd1—N2—C12—C11 | 10.4 (3) |
O5i—Cd1—N1—C11 | −71.4 (2) | C3—C4—C12—N2 | 1.1 (5) |
O4i—Cd1—N1—C11 | −35.9 (3) | C5—C4—C12—N2 | −176.8 (3) |
O3—Cd1—N1—C11 | 169.6 (2) | C3—C4—C12—C11 | 179.7 (3) |
O2—Cd1—N2—C1 | −19.3 (4) | C5—C4—C12—C11 | 1.8 (4) |
O1—Cd1—N2—C1 | 75.7 (3) | N1—C11—C12—N2 | −3.4 (4) |
N1—Cd1—N2—C1 | 179.3 (3) | C7—C11—C12—N2 | 175.5 (3) |
O5i—Cd1—N2—C1 | −82.7 (3) | N1—C11—C12—C4 | 177.9 (3) |
O4i—Cd1—N2—C1 | −28.0 (3) | C7—C11—C12—C4 | −3.2 (4) |
O3—Cd1—N2—C1 | 145.2 (3) | Cd1—O3—C13—O2 | −1.3 (4) |
O2—Cd1—N2—C12 | 152.0 (3) | Cd1—O3—C13—C14 | 177.9 (3) |
O1—Cd1—N2—C12 | −113.0 (2) | Cd1—O2—C13—O3 | 1.4 (4) |
N1—Cd1—N2—C12 | −9.4 (2) | Cd1—O2—C13—C14 | −177.8 (2) |
O5i—Cd1—N2—C12 | 88.6 (2) | O3—C13—C14—C15 | 156.0 (3) |
O4i—Cd1—N2—C12 | 143.3 (2) | O2—C13—C14—C15 | −24.7 (5) |
O3—Cd1—N2—C12 | −43.5 (3) | O3—C13—C14—C19 | −22.2 (5) |
O1—Cd1—O2—C13 | 76.5 (2) | O2—C13—C14—C19 | 157.0 (3) |
N1—Cd1—O2—C13 | −34.1 (3) | C19—C14—C15—C16 | 1.4 (5) |
N2—Cd1—O2—C13 | 168.8 (2) | C13—C14—C15—C16 | −176.9 (3) |
O5i—Cd1—O2—C13 | −129.0 (2) | C19—C14—C15—C20 | 177.9 (3) |
O4i—Cd1—O2—C13 | 177.5 (2) | C13—C14—C15—C20 | −0.3 (5) |
O3—Cd1—O2—C13 | −0.7 (2) | C14—C15—C16—C17 | −1.2 (5) |
O2—Cd1—O3—C13 | 0.7 (2) | C20—C15—C16—C17 | −178.0 (3) |
O1—Cd1—O3—C13 | −103.4 (2) | C21—O6—C17—C18 | 168.9 (3) |
N1—Cd1—O3—C13 | 155.4 (2) | C21—O6—C17—C16 | −12.4 (5) |
N2—Cd1—O3—C13 | −172.49 (19) | C15—C16—C17—C18 | −0.8 (5) |
O5i—Cd1—O3—C13 | 64.9 (2) | C15—C16—C17—O6 | −179.4 (3) |
O4i—Cd1—O3—C13 | −1.7 (3) | O6—C17—C18—C19 | −178.7 (3) |
C12—N2—C1—C2 | −1.7 (5) | C16—C17—C18—C19 | 2.5 (5) |
Cd1—N2—C1—C2 | 169.4 (3) | C17—C18—C19—C14 | −2.3 (5) |
N2—C1—C2—C3 | 0.2 (6) | C15—C14—C19—C18 | 0.4 (5) |
C1—C2—C3—C4 | 1.9 (5) | C13—C14—C19—C18 | 178.7 (3) |
C2—C3—C4—C12 | −2.5 (5) | Cd1i—O4—C20—O5 | 2.6 (3) |
C2—C3—C4—C5 | 175.3 (3) | Cd1i—O4—C20—C15 | −171.3 (2) |
C3—C4—C5—C6 | −177.3 (3) | Cd1i—O5—C20—O4 | −2.7 (3) |
C12—C4—C5—C6 | 0.4 (5) | Cd1i—O5—C20—C15 | 171.2 (2) |
C4—C5—C6—C7 | −1.3 (5) | C14—C15—C20—O4 | −90.0 (4) |
C5—C6—C7—C8 | −179.4 (3) | C16—C15—C20—O4 | 86.6 (3) |
C5—C6—C7—C11 | −0.2 (5) | C14—C15—C20—O5 | 95.7 (4) |
C11—C7—C8—C9 | 1.3 (5) | C16—C15—C20—O5 | −87.6 (4) |
C6—C7—C8—C9 | −179.5 (3) | C17—O6—C21—C23 | −87.8 (4) |
C7—C8—C9—C10 | −1.6 (5) | C17—O6—C21—C22 | 99.0 (4) |
C11—N1—C10—C9 | 1.5 (5) | C23—C21—C22—C23ii | −0.2 (6) |
Cd1—N1—C10—C9 | −175.6 (2) | O6—C21—C22—C23ii | 172.9 (3) |
C8—C9—C10—N1 | 0.2 (5) | C22—C21—C23—C22ii | 0.1 (6) |
C10—N1—C11—C7 | −1.9 (4) | O6—C21—C23—C22ii | −172.9 (3) |
Cd1—N1—C11—C7 | 175.6 (2) | C25—N3—C24—O7 | −179.7 (6) |
C10—N1—C11—C12 | 177.0 (3) | C26—N3—C24—O7 | −1.2 (8) |
Symmetry codes: (i) −x+1, −y, −z+1; (ii) −x+1, −y−1, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1B···O2iii | 0.85 | 1.99 | 2.7853 (2) | 156 |
O1—H1C···O4iv | 0.85 | 2.03 | 2.7836 (2) | 147 |
Symmetry codes: (iii) −x, −y, −z+1; (iv) x−1, y, z. |
Experimental details
(1) | (2) | |
Crystal data | ||
Chemical formula | [Zn2(C22H10O10)(C10H8N2)2(H2O)2]·2H2O | [Cd2(C22H10O10)(C12H8N2)2(H2O)2]·2C3H7NO |
Mr | 949.48 | 1201.74 |
Crystal system, space group | Triclinic, P1 | Triclinic, P1 |
Temperature (K) | 293 | 250 |
a, b, c (Å) | 9.5585 (5), 10.0434 (4), 10.6027 (5) | 6.8275 (4), 12.7613 (7), 14.8770 (11) |
α, β, γ (°) | 92.365 (4), 94.032 (4), 103.509 (4) | 106.134 (6), 101.602 (6), 97.496 (5) |
V (Å3) | 985.50 (8) | 1195.55 (13) |
Z | 1 | 1 |
Radiation type | Mo Kα | Cu Kα |
µ (mm−1) | 1.30 | 7.78 |
Crystal size (mm) | 0.31 × 0.27 × 0.25 | 0.27 × 0.24 × 0.22 |
Data collection | ||
Diffractometer | Agilent SuperNova Eos CCD area-detector | Agilent SuperNova Eos CCD area-detector |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.690, 0.738 | 0.228, 0.279 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 6965, 3596, 3170 | 8401, 4256, 3854 |
Rint | 0.018 | 0.036 |
(sin θ/λ)max (Å−1) | 0.602 | 0.597 |
Refinement | ||
R[F2 > 2σ(F2)], wR(F2), S | 0.040, 0.119, 1.07 | 0.030, 0.073, 0.96 |
No. of reflections | 3596 | 4256 |
No. of parameters | 284 | 336 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.36, −0.52 | 0.46, −0.81 |
Computer programs: CrysAlis PRO (Agilent, 2013), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 2012), PLATON (Spek, 2009).
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H6A···O2i | 0.87 | 1.98 | 2.7307 (1) | 144 |
O6—H6B···O5 | 0.87 | 1.92 | 2.6731 (1) | 144 |
O7—H7A···O2ii | 0.85 | 2.26 | 3.0082 (2) | 148 |
O7—H7B···O5 | 0.85 | 2.40 | 3.0430 (2) | 133 |
Symmetry codes: (i) −x, −y, −z; (ii) x+1, y, z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1B···O2i | 0.85 | 1.99 | 2.7853 (2) | 156 |
O1—H1C···O4ii | 0.85 | 2.03 | 2.7836 (2) | 147 |
Symmetry codes: (i) −x, −y, −z+1; (ii) x−1, y, z. |
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