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In the title compound, (C
2H
10N
2)[Zn(C
2H
8N
2)
2(H
2O)
2][Zn(C
7H
3NO
4)
2]
2·2H
2O, the Zn atom (site symmetry 2/
m) in the [Zn(C
2H
8N
2)
2(H
2O)
2]
2+ cation is six-coordinated by four N atoms from bidentate ethylenediammonium molecules and two water O atoms. The Zn atom (site symmetry 2) in the [Zn(C
7H
3NO
4)
2]
2− anion is six-coordinated by four O atoms and two N atoms from two tridentate pyridine-2,6-dicarboxylate ligands. An uncoordinated ethylenediammonium cation and two water molecules are also present in the structure. The crystal packing is stabilized by O—H
O and N—H
O hydrogen bonds, forming a three-dimensional network.
Supporting information
CCDC reference: 193862
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.006 Å
- R factor = 0.044
- wR factor = 0.074
- Data-to-parameter ratio = 12.9
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for N3
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT199_ALERT_1_C Check the Reported cell_measurement_temperature 293
PLAT200_ALERT_1_C Check the Reported cell_ambient_temperature .... 293
PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.29 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Zn1 - O1 .. 7.01 su
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N2
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 3.35
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond C8 - C9_b ... 1.33 Ang.
PLAT432_ALERT_2_C Short Inter X...Y Contact C1 .. C5 .. 3.18 Ang.
PLAT432_ALERT_2_C Short Inter X...Y Contact C5 .. C5 .. 3.16 Ang.
PLAT731_ALERT_1_C Bond Calc 0.87(3), Rep 0.873(10) ...... 3.00 su-Rat
O5 -H11 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.87(3), Rep 0.876(10) ...... 3.00 su-Rat
O6 -H12 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.87(3), Rep 0.873(10) ...... 3.00 su-Rat
O5 -H11 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.87(3), Rep 0.876(10) ...... 3.00 su-Rat
O6 -H12 1.555 1.555
PLAT736_ALERT_1_C H...A Calc 1.98(3), Rep 1.979(13) ...... 2.31 su-Rat
H12 -O2 1.555 1.556
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
15 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
8 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
7 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,1997); cell refinement: SAINT (Bruker,1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
Ethylenediammonium diaquabis(ethylenediamine-
κ2N,
N')zinc(II)
bis(pyridine-2,6-dicarboxylato-
κ3,
O,
N,
O')zincate(II)
dihydrate
top
Crystal data top
(C2H10N2)[Zn(C2H8N2)2(H2O)2][Zn(C7H3NO4)2]2·2H2O | F(000) = 1140 |
Mr = 1110.92 | Dx = 1.749 Mg m−3 |
Monoclinic, C2/m | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2y | Cell parameters from 1128 reflections |
a = 14.187 (6) Å | θ = 2.6–21.4° |
b = 19.218 (8) Å | µ = 1.79 mm−1 |
c = 8.139 (4) Å | T = 293 K |
β = 108.061 (7)° | Block, colourless |
V = 2109.7 (16) Å3 | 0.42 × 0.27 × 0.14 mm |
Z = 2 | |
Data collection top
Bruker SMART CCD area detector diffractometer | 2225 independent reflections |
Radiation source: fine-focus sealed tube | 1306 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.053 |
φ and ω scans | θmax = 26.5°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | h = −17→17 |
Tmin = 0.521, Tmax = 0.788 | k = −24→18 |
6170 measured reflections | l = −10→10 |
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)] = 0.044 | Hydrogen site location: difmap (O-H) and geom (others) |
wR(F2) = 0.074 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0166P)2] where P = (Fo2 + 2Fc2)/3 |
2225 reflections | (Δ/σ)max < 0.001 |
173 parameters | Δρmax = 0.66 e Å−3 |
2 restraints | Δρmin = −0.40 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 | Occ. (<1) |
Zn1 | 0.5000 | 0.74634 (4) | 0.0000 | 0.0406 (2) | |
Zn2 | 0.5000 | 0.5000 | 0.5000 | 0.0375 (3) | |
N1 | 0.6447 (2) | 0.73706 (15) | 0.1262 (3) | 0.0270 (8) | |
N2 | 0.6569 (3) | 0.5000 | 0.5615 (5) | 0.0416 (13) | |
H2A | 0.6824 | 0.5380 | 0.6244 | 0.050* | 0.50 |
H2B | 0.6824 | 0.4620 | 0.6244 | 0.050* | 0.50 |
N3 | 0.4915 (3) | 0.5000 | 0.7534 (5) | 0.0372 (12) | |
H3A | 0.5220 | 0.4620 | 0.8103 | 0.045* | 0.50 |
H3B | 0.5220 | 0.5380 | 0.8103 | 0.045* | 0.50 |
N4 | −0.0190 (3) | 0.5000 | 0.7172 (5) | 0.0377 (12) | |
H4A | 0.0244 | 0.5000 | 0.8230 | 0.057* | |
H4B | −0.0569 | 0.4622 | 0.7030 | 0.057* | 0.50 |
H4C | −0.0569 | 0.5378 | 0.7030 | 0.057* | 0.50 |
O1 | 0.55275 (17) | 0.66109 (14) | −0.1421 (3) | 0.0385 (7) | |
O2 | 0.68469 (19) | 0.59220 (15) | −0.1049 (3) | 0.0480 (8) | |
O3 | 0.52414 (18) | 0.82758 (14) | 0.1924 (3) | 0.0477 (8) | |
O4 | 0.64895 (19) | 0.88771 (15) | 0.3712 (3) | 0.0477 (8) | |
O5 | 0.5000 | 0.6173 (2) | 0.5000 | 0.0584 (13) | |
O6 | 0.8491 (3) | 0.5000 | 0.9853 (6) | 0.0581 (12) | |
C1 | 0.6412 (3) | 0.6413 (2) | −0.0668 (5) | 0.0332 (10) | |
C2 | 0.6972 (3) | 0.68513 (19) | 0.0886 (4) | 0.0265 (9) | |
C3 | 0.7956 (3) | 0.6771 (2) | 0.1809 (4) | 0.0336 (10) | |
H3 | 0.8321 | 0.6406 | 0.1563 | 0.040* | |
C4 | 0.8393 (3) | 0.7240 (2) | 0.3105 (5) | 0.0383 (11) | |
H4 | 0.9058 | 0.7191 | 0.3746 | 0.046* | |
C5 | 0.7842 (3) | 0.7783 (2) | 0.3451 (4) | 0.0336 (10) | |
H5 | 0.8133 | 0.8111 | 0.4298 | 0.040* | |
C6 | 0.6853 (3) | 0.7827 (2) | 0.2511 (4) | 0.0291 (9) | |
C7 | 0.6145 (3) | 0.8376 (2) | 0.2746 (5) | 0.0337 (10) | |
C8 | 0.6822 (4) | 0.5000 | 0.4035 (8) | 0.094 (3) | |
H8A | 0.7231 | 0.5406 | 0.4050 | 0.113* | 0.50 |
H8B | 0.7231 | 0.4594 | 0.4050 | 0.113* | 0.50 |
C9 | 0.3907 (5) | 0.5000 | 0.7464 (8) | 0.124 (4) | |
H9A | 0.3809 | 0.4595 | 0.8103 | 0.148* | 0.50 |
H9B | 0.3809 | 0.5405 | 0.8103 | 0.148* | 0.50 |
C10 | 0.0347 (4) | 0.5000 | 0.5887 (6) | 0.0420 (16) | |
H10A | 0.0768 | 0.4592 | 0.6054 | 0.050* | 0.50 |
H10B | 0.0768 | 0.5408 | 0.6054 | 0.050* | 0.50 |
H11 | 0.515 (3) | 0.643 (2) | 0.593 (4) | 0.097 (19)* | |
H12 | 0.806 (2) | 0.5338 (15) | 0.960 (5) | 0.080 (17)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0222 (4) | 0.0470 (5) | 0.0493 (4) | 0.000 | 0.0064 (3) | 0.000 |
Zn2 | 0.0349 (6) | 0.0468 (7) | 0.0289 (5) | 0.000 | 0.0071 (4) | 0.000 |
N1 | 0.0255 (17) | 0.028 (2) | 0.0275 (17) | −0.0007 (15) | 0.0083 (14) | −0.0024 (15) |
N2 | 0.037 (3) | 0.045 (3) | 0.033 (3) | 0.000 | −0.003 (2) | 0.000 |
N3 | 0.038 (3) | 0.042 (3) | 0.028 (2) | 0.000 | 0.003 (2) | 0.000 |
N4 | 0.040 (3) | 0.040 (3) | 0.036 (3) | 0.000 | 0.016 (2) | 0.000 |
O1 | 0.0258 (15) | 0.0444 (19) | 0.0410 (15) | 0.0001 (14) | 0.0042 (12) | −0.0101 (14) |
O2 | 0.0486 (18) | 0.040 (2) | 0.0499 (18) | 0.0111 (15) | 0.0079 (14) | −0.0103 (15) |
O3 | 0.0261 (16) | 0.051 (2) | 0.0662 (19) | 0.0043 (14) | 0.0139 (14) | −0.0157 (16) |
O4 | 0.0458 (17) | 0.043 (2) | 0.0509 (17) | 0.0032 (15) | 0.0093 (14) | −0.0140 (15) |
O5 | 0.082 (3) | 0.043 (3) | 0.038 (3) | 0.000 | 0.000 (3) | 0.000 |
O6 | 0.043 (3) | 0.053 (4) | 0.065 (3) | 0.000 | −0.002 (2) | 0.000 |
C1 | 0.036 (2) | 0.028 (3) | 0.037 (2) | −0.004 (2) | 0.013 (2) | −0.001 (2) |
C2 | 0.029 (2) | 0.025 (2) | 0.028 (2) | 0.0006 (18) | 0.0121 (18) | 0.0032 (18) |
C3 | 0.036 (2) | 0.031 (3) | 0.036 (2) | 0.008 (2) | 0.0142 (19) | 0.001 (2) |
C4 | 0.025 (2) | 0.050 (3) | 0.036 (2) | 0.004 (2) | 0.0049 (19) | 0.008 (2) |
C5 | 0.029 (2) | 0.038 (3) | 0.031 (2) | −0.005 (2) | 0.0061 (18) | −0.0031 (19) |
C6 | 0.030 (2) | 0.031 (2) | 0.029 (2) | −0.0006 (19) | 0.0133 (18) | 0.001 (2) |
C7 | 0.037 (3) | 0.033 (3) | 0.034 (2) | 0.000 (2) | 0.015 (2) | 0.000 (2) |
C8 | 0.039 (4) | 0.201 (10) | 0.044 (4) | 0.000 | 0.017 (4) | 0.000 |
C9 | 0.035 (4) | 0.292 (14) | 0.042 (4) | 0.000 | 0.008 (4) | 0.000 |
C10 | 0.039 (4) | 0.039 (4) | 0.055 (4) | 0.000 | 0.026 (3) | 0.000 |
Geometric parameters (Å, º) top
Zn1—N1 | 1.999 (3) | O1—C1 | 1.272 (4) |
Zn1—N1i | 1.999 (3) | O2—C1 | 1.219 (4) |
Zn1—O3 | 2.162 (3) | O3—C7 | 1.263 (4) |
Zn1—O3i | 2.162 (3) | O4—C7 | 1.243 (4) |
Zn1—O1 | 2.262 (3) | O5—H11 | 0.873 (10) |
Zn1—O1i | 2.262 (3) | O6—H12 | 0.876 (10) |
Zn2—N3 | 2.103 (4) | C1—C2 | 1.522 (5) |
Zn2—N3ii | 2.103 (4) | C2—C3 | 1.374 (5) |
Zn2—N2 | 2.125 (4) | C3—C4 | 1.380 (5) |
Zn2—N2ii | 2.125 (4) | C3—H3 | 0.9300 |
Zn2—O5ii | 2.253 (5) | C4—C5 | 1.386 (5) |
Zn2—O5 | 2.253 (5) | C4—H4 | 0.9300 |
N1—C6 | 1.331 (4) | C5—C6 | 1.377 (4) |
N1—C2 | 1.336 (4) | C5—H5 | 0.9300 |
N2—C8 | 1.438 (6) | C6—C7 | 1.510 (5) |
N2—H2A | 0.9000 | C8—C9ii | 1.333 (7) |
N2—H2B | 0.9000 | C8—H8A | 0.9700 |
N3—C9 | 1.413 (7) | C8—H8B | 0.9700 |
N3—H3A | 0.9000 | C9—C8ii | 1.333 (7) |
N3—H3B | 0.9000 | C9—H9A | 0.9700 |
N4—C10 | 1.472 (6) | C9—H9B | 0.9700 |
N4—H4A | 0.8900 | C10—C10iii | 1.474 (9) |
N4—H4B | 0.8900 | C10—H10A | 0.9700 |
N4—H4C | 0.8900 | C10—H10B | 0.9700 |
| | | |
N1—Zn1—N1i | 169.77 (18) | H4A—N4—H4B | 109.5 |
N1—Zn1—O3 | 77.61 (11) | C10—N4—H4C | 109.5 |
N1i—Zn1—O3 | 110.08 (10) | H4A—N4—H4C | 109.5 |
N1—Zn1—O3i | 110.08 (10) | H4B—N4—H4C | 109.5 |
N1i—Zn1—O3i | 77.61 (11) | C1—O1—Zn1 | 113.8 (2) |
O3—Zn1—O3i | 87.54 (15) | C7—O3—Zn1 | 113.6 (2) |
N1—Zn1—O1 | 75.42 (10) | Zn2—O5—H11 | 125 (3) |
N1i—Zn1—O1 | 97.04 (10) | O2—C1—O1 | 127.6 (4) |
O3—Zn1—O1 | 152.87 (9) | O2—C1—C2 | 117.7 (4) |
O3i—Zn1—O1 | 98.96 (10) | O1—C1—C2 | 114.7 (4) |
N1—Zn1—O1i | 97.04 (10) | N1—C2—C3 | 120.2 (3) |
N1i—Zn1—O1i | 75.42 (10) | N1—C2—C1 | 114.8 (3) |
O3—Zn1—O1i | 98.96 (10) | C3—C2—C1 | 124.9 (4) |
O3i—Zn1—O1i | 152.87 (9) | C2—C3—C4 | 119.0 (4) |
O1—Zn1—O1i | 87.21 (13) | C2—C3—H3 | 120.5 |
N3—Zn2—N3ii | 180.0 | C4—C3—H3 | 120.5 |
N3—Zn2—N2 | 98.25 (15) | C3—C4—C5 | 120.0 (3) |
N3ii—Zn2—N2 | 81.75 (15) | C3—C4—H4 | 120.0 |
N3—Zn2—N2ii | 81.75 (15) | C5—C4—H4 | 120.0 |
N3ii—Zn2—N2ii | 98.25 (15) | C6—C5—C4 | 118.4 (4) |
N2—Zn2—N2ii | 180.0 | C6—C5—H5 | 120.8 |
N3—Zn2—O5ii | 90.00 (1) | C4—C5—H5 | 120.8 |
N3ii—Zn2—O5ii | 90.00 (1) | N1—C6—C5 | 120.6 (4) |
N2—Zn2—O5ii | 90.00 (1) | N1—C6—C7 | 114.2 (3) |
N2ii—Zn2—O5ii | 90.00 (1) | C5—C6—C7 | 125.2 (4) |
N3—Zn2—O5 | 90.00 (1) | O4—C7—O3 | 126.1 (4) |
N3ii—Zn2—O5 | 90.00 (1) | O4—C7—C6 | 118.3 (3) |
N2—Zn2—O5 | 90.00 (1) | O3—C7—C6 | 115.6 (4) |
N2ii—Zn2—O5 | 90.00 (1) | C9ii—C8—N2 | 118.8 (5) |
O5ii—Zn2—O5 | 180.0 | C9ii—C8—H8A | 107.6 |
C6—N1—C2 | 121.8 (3) | N2—C8—H8A | 107.6 |
C6—N1—Zn1 | 117.8 (2) | C9ii—C8—H8B | 107.6 |
C2—N1—Zn1 | 120.4 (2) | N2—C8—H8B | 107.6 |
C8—N2—Zn2 | 108.8 (3) | H8A—C8—H8B | 107.1 |
C8—N2—H2A | 109.9 | C8ii—C9—N3 | 121.7 (6) |
Zn2—N2—H2A | 109.9 | C8ii—C9—H9A | 106.9 |
C8—N2—H2B | 109.9 | N3—C9—H9A | 106.9 |
Zn2—N2—H2B | 109.9 | C8ii—C9—H9B | 106.9 |
H2A—N2—H2B | 108.3 | N3—C9—H9B | 106.9 |
C9—N3—Zn2 | 109.0 (3) | H9A—C9—H9B | 106.7 |
C9—N3—H3A | 109.9 | N4—C10—C10iii | 111.1 (5) |
Zn2—N3—H3A | 109.9 | N4—C10—H10A | 109.4 |
C9—N3—H3B | 109.9 | C10iii—C10—H10A | 109.4 |
Zn2—N3—H3B | 109.9 | N4—C10—H10B | 109.4 |
H3A—N3—H3B | 108.3 | C10iii—C10—H10B | 109.4 |
C10—N4—H4A | 109.5 | H10A—C10—H10B | 108.0 |
C10—N4—H4B | 109.5 | | |
| | | |
N4—C10—C10iii—N4iii | 180.0 | | |
Symmetry codes: (i) −x+1, y, −z; (ii) −x+1, −y+1, −z+1; (iii) −x, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2A···O2iv | 0.90 | 2.43 | 3.162 (4) | 139 |
N2—H2B···O2v | 0.90 | 2.43 | 3.162 (4) | 139 |
N3—H3A···O1v | 0.90 | 2.42 | 3.256 (3) | 156 |
N3—H3A···O2v | 0.90 | 2.43 | 3.166 (4) | 139 |
N3—H3B···O1iv | 0.90 | 2.42 | 3.256 (3) | 156 |
N3—H3B···O2iv | 0.90 | 2.43 | 3.166 (4) | 139 |
N4—H4A···O6vi | 0.89 | 1.98 | 2.839 (6) | 162 |
N4—H4B···O4vii | 0.89 | 1.91 | 2.784 (4) | 169 |
N4—H4C···O4viii | 0.89 | 1.91 | 2.784 (4) | 169 |
O5—H11···O1iv | 0.87 (1) | 2.09 (2) | 2.899 (3) | 155 (4) |
O6—H12···O2iv | 0.88 (1) | 1.98 (1) | 2.838 (4) | 167 (4) |
Symmetry codes: (iv) x, y, z+1; (v) x, −y+1, z+1; (vi) −x+1, −y+1, −z+2; (vii) −x+1/2, y−1/2, −z+1; (viii) −x+1/2, −y+3/2, −z+1. |
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