The molecule of the title salt, [Zn(C10H8N2)2(H2O)4](C7H5O5S)2, resides on a centre of symmetry and the coordination geometry of the Zn atom is octahedral. Each 4,4'-bipyridine ligand coordinates to the Zn atom in a monodentate fashion and the second N-atom donor of the 4,4'-bipyridine ligand forms a hydrogen bond with a sulfonate O atom. Hydrogen-bonding interactions between cations and anions generate a three-dimensional architecture and enhance the stability of the structure.
Supporting information
CCDC reference: 283978
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.007 Å
- R factor = 0.047
- wR factor = 0.130
- Data-to-parameter ratio = 12.0
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT230_ALERT_2_B Hirshfeld Test Diff for O3 - C11 .. 9.52 su
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.89 Ratio
PLAT220_ALERT_2_C Large Non-Solvent N Ueq(max)/Ueq(min) ... 3.24 Ratio
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.95 Ratio
PLAT220_ALERT_2_C Large Non-Solvent O Ueq(max)/Ueq(min) ... 2.85 Ratio
PLAT230_ALERT_2_C Hirshfeld Test Diff for C12 - C17 .. 5.93 su
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C8
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for S1
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C12
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.28
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 3.07
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
12 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
11 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
tetraaquabis(4,4'-bipyridine)zinc(II) bis(4-carboxybenzenesulfonate)
top
Crystal data top
[Zn(C10H8N2)2(H2O)4](C7H5O5S)2 | Z = 1 |
Mr = 852.14 | F(000) = 440 |
Triclinic, P1 | Dx = 1.570 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.5086 (4) Å | Cell parameters from 4470 reflections |
b = 7.7202 (4) Å | θ = 2.8–27.8° |
c = 16.7277 (9) Å | µ = 0.87 mm−1 |
α = 92.256 (1)° | T = 295 K |
β = 93.660 (1)° | Block, pale red |
γ = 111.039 (1)° | 0.37 × 0.29 × 0.23 mm |
V = 901.16 (8) Å3 | |
Data collection top
Bruker APEX area-detector diffractometer | 3146 independent reflections |
Radiation source: fine-focus sealed tube | 2947 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.014 |
φ and ω scans | θmax = 25.0°, θmin = 2.5° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −8→8 |
Tmin = 0.738, Tmax = 0.824 | k = −9→9 |
6510 measured reflections | l = −19→19 |
Refinement top
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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.130 | H-atom parameters constrained |
S = 1.10 | w = 1/[σ2(Fo2) + (0.0639P)2 + 1.2213P] where P = (Fo2 + 2Fc2)/3 |
3146 reflections | (Δ/σ)max < 0.001 |
262 parameters | Δρmax = 0.53 e Å−3 |
8 restraints | Δρmin = −0.73 e Å−3 |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.0000 | 1.0000 | 0.5000 | 0.03230 (19) | |
S1 | 0.39463 (11) | 0.60351 (12) | 0.37089 (5) | 0.0371 (2) | |
N1 | 0.1215 (4) | 0.9183 (4) | 0.60252 (16) | 0.0339 (6) | |
N2 | 0.7070 (10) | 0.7813 (8) | 0.9210 (4) | 0.110 (2) | |
O1 | −0.1278 (3) | 0.7143 (3) | 0.46230 (14) | 0.0390 (5) | |
O2 | 0.2484 (4) | 1.0261 (4) | 0.43592 (18) | 0.0518 (7) | |
O3 | −0.2443 (8) | 0.7113 (8) | 0.0973 (3) | 0.132 (2) | |
O4 | −0.0098 (8) | 0.7235 (7) | 0.0191 (3) | 0.129 (2) | |
H4A | −0.0822 | 0.7416 | −0.0156 | 0.080* | |
O5 | 0.4154 (5) | 0.7604 (5) | 0.42567 (16) | 0.0667 (9) | |
O6 | 0.2906 (5) | 0.4237 (5) | 0.4000 (2) | 0.0773 (10) | |
O7 | 0.5773 (3) | 0.6116 (4) | 0.34489 (15) | 0.0468 (6) | |
C1 | 0.1188 (5) | 0.9887 (5) | 0.6764 (2) | 0.0408 (8) | |
H1 | 0.0429 | 1.0594 | 0.6835 | 0.049* | |
C2 | 0.2224 (5) | 0.9622 (5) | 0.7426 (2) | 0.0455 (8) | |
H2 | 0.2168 | 1.0150 | 0.7929 | 0.055* | |
C3 | 0.3357 (5) | 0.8553 (5) | 0.7334 (2) | 0.0412 (8) | |
C4 | 0.3325 (5) | 0.7764 (5) | 0.6569 (2) | 0.0430 (8) | |
H4 | 0.4033 | 0.7013 | 0.6482 | 0.052* | |
C5 | 0.2246 (5) | 0.8097 (5) | 0.5946 (2) | 0.0398 (7) | |
H5 | 0.2229 | 0.7540 | 0.5441 | 0.048* | |
C6 | 0.4600 (6) | 0.8291 (5) | 0.8006 (2) | 0.0549 (10) | |
C7 | 0.4091 (9) | 0.8143 (9) | 0.8778 (3) | 0.0892 (17) | |
H7 | 0.2936 | 0.8214 | 0.8914 | 0.107* | |
C8 | 0.5423 (13) | 0.7872 (11) | 0.9369 (3) | 0.115 (3) | |
H8 | 0.5086 | 0.7730 | 0.9894 | 0.138* | |
C9 | 0.6364 (7) | 0.8190 (7) | 0.7862 (3) | 0.0732 (14) | |
H9 | 0.6767 | 0.8280 | 0.7345 | 0.088* | |
C10 | 0.7505 (10) | 0.7955 (8) | 0.8491 (5) | 0.104 (2) | |
H10 | 0.8681 | 0.7896 | 0.8381 | 0.125* | |
C11 | −0.0878 (13) | 0.7017 (8) | 0.0861 (4) | 0.109 (3) | |
C12 | 0.0343 (7) | 0.6671 (6) | 0.1538 (3) | 0.0642 (13) | |
C13 | −0.0401 (6) | 0.6297 (6) | 0.2265 (3) | 0.0615 (11) | |
H13 | −0.1663 | 0.6181 | 0.2318 | 0.074* | |
C14 | 0.0695 (5) | 0.6090 (6) | 0.2917 (2) | 0.0497 (9) | |
H14 | 0.0179 | 0.5849 | 0.3410 | 0.060* | |
C15 | 0.2574 (5) | 0.6243 (5) | 0.28403 (19) | 0.0369 (7) | |
C16 | 0.3346 (6) | 0.6553 (6) | 0.2110 (2) | 0.0524 (9) | |
H16 | 0.4591 | 0.6616 | 0.2053 | 0.063* | |
C17 | 0.2206 (8) | 0.6773 (7) | 0.1457 (2) | 0.0718 (14) | |
H17 | 0.2703 | 0.6990 | 0.0960 | 0.086* | |
H1A | −0.213 (5) | 0.685 (6) | 0.4235 (17) | 0.080* | |
H1B | −0.167 (6) | 0.645 (5) | 0.5006 (17) | 0.080* | |
H2A | 0.325 (4) | 0.973 (4) | 0.431 (3) | 0.080* | |
H2B | 0.294 (4) | 1.141 (2) | 0.425 (3) | 0.080* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0295 (3) | 0.0369 (3) | 0.0317 (3) | 0.0139 (2) | −0.0031 (2) | 0.0074 (2) |
S1 | 0.0350 (4) | 0.0468 (5) | 0.0305 (4) | 0.0165 (4) | −0.0028 (3) | 0.0081 (3) |
N1 | 0.0308 (13) | 0.0370 (14) | 0.0351 (14) | 0.0142 (11) | −0.0023 (11) | 0.0052 (11) |
N2 | 0.123 (5) | 0.092 (4) | 0.105 (4) | 0.036 (3) | −0.060 (4) | 0.017 (3) |
O1 | 0.0368 (12) | 0.0390 (12) | 0.0374 (12) | 0.0102 (10) | −0.0049 (10) | 0.0044 (10) |
O2 | 0.0436 (14) | 0.0482 (14) | 0.0709 (18) | 0.0215 (12) | 0.0215 (13) | 0.0142 (13) |
O3 | 0.138 (4) | 0.167 (5) | 0.113 (4) | 0.094 (4) | −0.072 (3) | −0.002 (3) |
O4 | 0.184 (5) | 0.128 (4) | 0.078 (3) | 0.072 (4) | −0.066 (3) | 0.010 (3) |
O5 | 0.076 (2) | 0.101 (2) | 0.0438 (15) | 0.0635 (19) | −0.0167 (14) | −0.0191 (15) |
O6 | 0.0642 (19) | 0.083 (2) | 0.065 (2) | 0.0013 (16) | −0.0073 (15) | 0.0435 (17) |
O7 | 0.0394 (13) | 0.0614 (16) | 0.0444 (14) | 0.0263 (12) | −0.0056 (10) | −0.0013 (11) |
C1 | 0.0405 (18) | 0.0474 (19) | 0.0391 (18) | 0.0218 (15) | 0.0004 (14) | 0.0031 (15) |
C2 | 0.051 (2) | 0.054 (2) | 0.0329 (17) | 0.0216 (17) | 0.0007 (15) | 0.0011 (15) |
C3 | 0.0417 (18) | 0.0416 (18) | 0.0388 (18) | 0.0144 (15) | −0.0070 (14) | 0.0079 (14) |
C4 | 0.0457 (19) | 0.0452 (19) | 0.0446 (19) | 0.0258 (16) | −0.0054 (15) | 0.0034 (15) |
C5 | 0.0443 (19) | 0.0423 (18) | 0.0350 (17) | 0.0199 (15) | −0.0047 (14) | 0.0011 (14) |
C6 | 0.065 (3) | 0.046 (2) | 0.047 (2) | 0.0155 (18) | −0.0210 (19) | 0.0074 (16) |
C7 | 0.102 (4) | 0.117 (5) | 0.045 (3) | 0.037 (4) | −0.012 (3) | 0.019 (3) |
C8 | 0.155 (7) | 0.128 (6) | 0.046 (3) | 0.036 (5) | −0.016 (4) | 0.021 (3) |
C9 | 0.063 (3) | 0.077 (3) | 0.082 (3) | 0.033 (2) | −0.032 (2) | 0.005 (2) |
C10 | 0.098 (4) | 0.088 (4) | 0.121 (6) | 0.039 (3) | −0.065 (4) | 0.010 (4) |
C11 | 0.169 (7) | 0.070 (3) | 0.075 (4) | 0.043 (4) | −0.073 (5) | −0.009 (3) |
C12 | 0.075 (3) | 0.052 (2) | 0.064 (3) | 0.028 (2) | −0.037 (2) | −0.006 (2) |
C13 | 0.053 (2) | 0.070 (3) | 0.065 (3) | 0.033 (2) | −0.025 (2) | −0.010 (2) |
C14 | 0.041 (2) | 0.064 (2) | 0.046 (2) | 0.0231 (18) | −0.0039 (16) | 0.0006 (17) |
C15 | 0.0366 (17) | 0.0404 (17) | 0.0334 (17) | 0.0149 (14) | −0.0051 (13) | 0.0040 (13) |
C16 | 0.050 (2) | 0.071 (3) | 0.0365 (19) | 0.0212 (19) | 0.0015 (16) | 0.0105 (17) |
C17 | 0.101 (4) | 0.076 (3) | 0.032 (2) | 0.026 (3) | −0.005 (2) | 0.0156 (19) |
Geometric parameters (Å, º) top
Zn1—N1i | 2.114 (3) | C3—C4 | 1.391 (5) |
Zn1—N1 | 2.114 (3) | C3—C6 | 1.481 (5) |
Zn1—O1i | 2.116 (2) | C4—C5 | 1.368 (5) |
Zn1—O1 | 2.116 (2) | C4—H4 | 0.9300 |
Zn1—O2i | 2.161 (2) | C5—H5 | 0.9300 |
Zn1—O2 | 2.161 (2) | C6—C7 | 1.368 (7) |
S1—O5 | 1.446 (3) | C6—C9 | 1.390 (7) |
S1—O7 | 1.446 (3) | C7—C8 | 1.435 (9) |
S1—O6 | 1.449 (3) | C7—H7 | 0.9300 |
S1—C15 | 1.773 (3) | C8—H8 | 0.9300 |
N1—C1 | 1.334 (4) | C9—C10 | 1.374 (6) |
N1—C5 | 1.338 (4) | C9—H9 | 0.9300 |
N2—C10 | 1.264 (10) | C10—H10 | 0.9300 |
N2—C8 | 1.298 (10) | C11—C12 | 1.504 (6) |
O1—H1A | 0.85 (3) | C12—C13 | 1.368 (7) |
O1—H1B | 0.85 (3) | C12—C17 | 1.388 (7) |
O2—H2A | 0.82 (3) | C13—C14 | 1.374 (5) |
O2—H2B | 0.862 (10) | C13—H13 | 0.9300 |
O3—C11 | 1.229 (10) | C14—C15 | 1.387 (5) |
O4—C11 | 1.287 (10) | C14—H14 | 0.9300 |
O4—H4A | 0.8200 | C15—C16 | 1.378 (5) |
C1—C2 | 1.377 (5) | C16—C17 | 1.397 (6) |
C1—H1 | 0.9300 | C16—H16 | 0.9300 |
C2—C3 | 1.392 (5) | C17—H17 | 0.9300 |
C2—H2 | 0.9300 | | |
| | | |
N1i—Zn1—N1 | 180.000 (1) | C5—C4—H4 | 120.2 |
N1i—Zn1—O1i | 87.25 (10) | C3—C4—H4 | 120.2 |
N1—Zn1—O1i | 92.75 (10) | N1—C5—C4 | 123.4 (3) |
N1i—Zn1—O1 | 92.75 (10) | N1—C5—H5 | 118.3 |
N1—Zn1—O1 | 87.25 (10) | C4—C5—H5 | 118.3 |
O1i—Zn1—O1 | 180.0 | C7—C6—C9 | 117.5 (4) |
N1i—Zn1—O2i | 91.11 (11) | C7—C6—C3 | 122.7 (5) |
N1—Zn1—O2i | 88.89 (11) | C9—C6—C3 | 119.8 (4) |
O1i—Zn1—O2i | 91.13 (10) | C6—C7—C8 | 116.9 (6) |
O1—Zn1—O2i | 88.87 (10) | C6—C7—H7 | 121.6 |
N1i—Zn1—O2 | 88.89 (11) | C8—C7—H7 | 121.6 |
N1—Zn1—O2 | 91.11 (11) | N2—C8—C7 | 123.6 (6) |
O1i—Zn1—O2 | 88.87 (10) | N2—C8—H8 | 118.2 |
O1—Zn1—O2 | 91.13 (10) | C7—C8—H8 | 118.2 |
O2i—Zn1—O2 | 180.000 (1) | C10—C9—C6 | 119.2 (6) |
O5—S1—O7 | 111.52 (17) | C10—C9—H9 | 120.4 |
O5—S1—O6 | 114.6 (2) | C6—C9—H9 | 120.4 |
O7—S1—O6 | 111.21 (19) | N2—C10—C9 | 124.7 (7) |
O5—S1—C15 | 106.32 (16) | N2—C10—H10 | 117.7 |
O7—S1—C15 | 106.37 (15) | C9—C10—H10 | 117.7 |
O6—S1—C15 | 106.20 (17) | O3—C11—O4 | 125.5 (5) |
C1—N1—C5 | 117.0 (3) | O3—C11—C12 | 120.9 (7) |
C1—N1—Zn1 | 122.1 (2) | O4—C11—C12 | 113.5 (8) |
C5—N1—Zn1 | 120.5 (2) | C13—C12—C17 | 119.2 (4) |
C10—N2—C8 | 118.2 (5) | C13—C12—C11 | 118.4 (6) |
Zn1—O1—H1A | 117 (3) | C17—C12—C11 | 122.4 (6) |
Zn1—O1—H1B | 113 (3) | C12—C13—C14 | 120.8 (4) |
H1A—O1—H1B | 110 (4) | C12—C13—H13 | 119.6 |
Zn1—O2—H2A | 139 (2) | C14—C13—H13 | 119.6 |
Zn1—O2—H2B | 105 (2) | C13—C14—C15 | 119.9 (4) |
H2A—O2—H2B | 112.6 (18) | C13—C14—H14 | 120.0 |
C11—O4—H4A | 109.5 | C15—C14—H14 | 120.0 |
N1—C1—C2 | 123.6 (3) | C16—C15—C14 | 120.8 (3) |
N1—C1—H1 | 118.2 | C16—C15—S1 | 121.2 (3) |
C2—C1—H1 | 118.2 | C14—C15—S1 | 118.0 (3) |
C1—C2—C3 | 119.2 (3) | C15—C16—C17 | 118.2 (4) |
C1—C2—H2 | 120.4 | C15—C16—H16 | 120.9 |
C3—C2—H2 | 120.4 | C17—C16—H16 | 120.9 |
C4—C3—C2 | 117.1 (3) | C12—C17—C16 | 121.1 (4) |
C4—C3—C6 | 120.3 (3) | C12—C17—H17 | 119.4 |
C2—C3—C6 | 122.6 (3) | C16—C17—H17 | 119.4 |
C5—C4—C3 | 119.7 (3) | | |
| | | |
O1i—Zn1—N1—C1 | 45.9 (3) | C6—C7—C8—N2 | 1.9 (11) |
O1—Zn1—N1—C1 | −134.1 (3) | C7—C6—C9—C10 | −0.2 (7) |
O2i—Zn1—N1—C1 | −45.2 (3) | C3—C6—C9—C10 | 179.7 (4) |
O2—Zn1—N1—C1 | 134.8 (3) | C8—N2—C10—C9 | 0.8 (11) |
O1i—Zn1—N1—C5 | −126.1 (3) | C6—C9—C10—N2 | 0.2 (9) |
O1—Zn1—N1—C5 | 53.9 (3) | O3—C11—C12—C13 | 5.8 (8) |
O2i—Zn1—N1—C5 | 142.8 (3) | O4—C11—C12—C13 | −175.7 (5) |
O2—Zn1—N1—C5 | −37.2 (3) | O3—C11—C12—C17 | −172.2 (6) |
C5—N1—C1—C2 | 3.1 (5) | O4—C11—C12—C17 | 6.3 (7) |
Zn1—N1—C1—C2 | −169.1 (3) | C17—C12—C13—C14 | 2.4 (7) |
N1—C1—C2—C3 | −0.6 (6) | C11—C12—C13—C14 | −175.7 (4) |
C1—C2—C3—C4 | −1.8 (5) | C12—C13—C14—C15 | −0.7 (6) |
C1—C2—C3—C6 | 176.4 (4) | C13—C14—C15—C16 | −1.6 (6) |
C2—C3—C4—C5 | 1.6 (5) | C13—C14—C15—S1 | 178.1 (3) |
C6—C3—C4—C5 | −176.6 (3) | O5—S1—C15—C16 | 114.8 (3) |
C1—N1—C5—C4 | −3.3 (5) | O7—S1—C15—C16 | −4.2 (4) |
Zn1—N1—C5—C4 | 169.0 (3) | O6—S1—C15—C16 | −122.7 (3) |
C3—C4—C5—N1 | 1.0 (6) | O5—S1—C15—C14 | −65.0 (3) |
C4—C3—C6—C7 | −145.9 (5) | O7—S1—C15—C14 | 176.1 (3) |
C2—C3—C6—C7 | 35.9 (6) | O6—S1—C15—C14 | 57.5 (3) |
C4—C3—C6—C9 | 34.2 (5) | C14—C15—C16—C17 | 2.1 (6) |
C2—C3—C6—C9 | −143.9 (4) | S1—C15—C16—C17 | −177.6 (3) |
C9—C6—C7—C8 | −0.8 (8) | C13—C12—C17—C16 | −1.9 (7) |
C3—C6—C7—C8 | 179.4 (5) | C11—C12—C17—C16 | 176.1 (4) |
C10—N2—C8—C7 | −1.9 (11) | C15—C16—C17—C12 | −0.4 (7) |
Symmetry code: (i) −x, −y+2, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4A···N2ii | 0.82 | 1.97 | 2.776 (6) | 167 |
O1—H1A···O7iii | 0.85 (3) | 1.89 (4) | 2.730 (3) | 174 (4) |
O1—H1B···O6iv | 0.85 (3) | 1.95 (2) | 2.748 (4) | 155 (5) |
O2—H2A···O5 | 0.82 (3) | 1.99 (3) | 2.766 (4) | 157 (3) |
O2—H2B···O6v | 0.86 (1) | 2.25 (2) | 3.059 (4) | 157 (3) |
Symmetry codes: (ii) x−1, y, z−1; (iii) x−1, y, z; (iv) −x, −y+1, −z+1; (v) x, y+1, z. |