In the title complex, [Zn2Cl4(C8H13N3O4)2]·2H2O, the ZnII atoms have slightly distorted tetrahedral coordination geometry. The ligands bridge the two ZnII atoms via an imidazole N atom and an O atom of the carboxylate group. The molecule is centrosymmetric.
Supporting information
CCDC reference: 218878
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.012 Å
- R factor = 0.083
- wR factor = 0.233
- Data-to-parameter ratio = 15.2
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.94
PLAT052_ALERT_1_A (Proper) Absorption Correction Method Missing .. ?
PLAT355_ALERT_3_A Long O-H Bond (0.82A) O1W - H1WA ... 1.17 Ang.
Alert level B
PLAT027_ALERT_3_B _diffrn_reflns_theta_full (too) Low ............ 24.97 Deg.
PLAT213_ALERT_2_B Atom C1 has ADP max/min Ratio ............. 4.10 prolat
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT057_ALERT_3_C Correction for Absorption Required RT(exp) ... 1.18
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.59
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 12
PLAT355_ALERT_3_C Long O-H Bond (0.82A) O1W - H1WB ... 1.02 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2
H2 O
Alert level G
FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and _chemical_formula_moiety. This is
usually due to the moiety formula being in the wrong format.
Atom count from _chemical_formula_sum: C16 H30 Cl4 N6 O6 Zn2
Atom count from _chemical_formula_moiety:C16 H30 Cl4 N6 O10 Zn2
3 ALERT level A = In general: serious problem
2 ALERT level B = Potentially serious problem
8 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
6 ALERT type 3 Indicator that the structure quality may be low
3 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: R3m Software (Siemens, 1990); cell refinement: R3m Software; data reduction: SHELXTL-Plus (Sheldrick, 1990); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1998); software used to prepare material for publication: SHELXL97.
Bis{µ-
N-[(1-methylimidazol-2-yl)methyl]-
β-alanine}bis[dichlorozinc(II)]
dihydrate
top
Crystal data top
[Zn2Cl4(C8H13N3O4)2]·2H2O | F(000) = 688 |
Mr = 675.00 | Dx = 1.659 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 8.729 (1) Å | Cell parameters from 25 reflections |
b = 9.267 (1) Å | θ = 4.0–54.0° |
c = 16.942 (1) Å | µ = 2.21 mm−1 |
β = 99.52 (2)° | T = 293 K |
V = 1351.6 (2) Å3 | Needle, colourless |
Z = 2 | 0.30 × 0.15 × 0.10 mm |
Data collection top
Siemens R3m diffractometer | 1484 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.091 |
Graphite monochromator | θmax = 25.0°, θmin = 2.4° |
ω scans | h = 0→10 |
Absorption correction: ψ scan (North et al., 1968) | k = 0→11 |
Tmin = 0.679, Tmax = 0.801 | l = −20→19 |
2498 measured reflections | 2 standard reflections every 118 reflections |
2348 independent reflections | intensity decay: none |
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)] = 0.084 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.233 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.1143P)2] where P = (Fo2 + 2Fc2)/3 |
2348 reflections | (Δ/σ)max = 0.003 |
154 parameters | Δρmax = 0.81 e Å−3 |
0 restraints | Δρmin = −1.18 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 | 0.76641 (10) | 0.19155 (10) | 0.86516 (6) | 0.0275 (2) | |
Cl1 | 0.9555 (2) | 0.2571 (3) | 0.79925 (14) | 0.0430 (6) | |
Cl2 | 0.6630 (3) | −0.0258 (2) | 0.82741 (13) | 0.0376 (5) | |
N3 | 0.6170 (7) | 0.3546 (7) | 0.8646 (4) | 0.0268 (16) | |
O1W | 0.8129 (7) | −0.2134 (6) | 0.9902 (4) | 0.0370 (15) | |
H1WA | 0.7747 | −0.1589 | 0.9277 | 0.080* | |
H1WB | 0.9306 | −0.1993 | 0.9997 | 0.080* | |
N2 | 0.4074 (8) | 0.4780 (7) | 0.8816 (4) | 0.0315 (17) | |
C5 | 0.4605 (9) | 0.3510 (8) | 0.8560 (5) | 0.0231 (18) | |
C7 | 0.5359 (11) | 0.5638 (10) | 0.9045 (6) | 0.043 (3) | |
H7A | 0.5352 | 0.6607 | 0.9245 | 0.080* | |
C6 | 0.2457 (9) | 0.5168 (10) | 0.8804 (6) | 0.044 (3) | |
H6A | 0.2370 | 0.6119 | 0.9016 | 0.080* | |
H6B | 0.1937 | 0.5138 | 0.8258 | 0.080* | |
H6C | 0.1988 | 0.4482 | 0.9116 | 0.080* | |
C8 | 0.6609 (10) | 0.4892 (9) | 0.8939 (6) | 0.041 (2) | |
H8A | 0.7656 | 0.5249 | 0.9036 | 0.080* | |
O1 | 0.1376 (6) | −0.1703 (6) | 1.0224 (3) | 0.0302 (14) | |
N1 | 0.3381 (8) | 0.1165 (7) | 0.8835 (4) | 0.0263 (16) | |
H1A | 0.4305 | 0.0879 | 0.9106 | 0.080* | |
H1B | 0.2824 | 0.1551 | 0.9184 | 0.080* | |
C1 | 0.2267 (9) | −0.1290 (8) | 0.9737 (5) | 0.0267 (19) | |
O2 | 0.3704 (6) | −0.1278 (7) | 0.9911 (3) | 0.0340 (14) | |
C2 | 0.1469 (8) | −0.0808 (8) | 0.8932 (5) | 0.0247 (18) | |
H2A | 0.0664 | −0.0138 | 0.9003 | 0.080* | |
H2B | 0.0984 | −0.1631 | 0.8650 | 0.080* | |
C3 | 0.2536 (10) | −0.0098 (8) | 0.8436 (5) | 0.0285 (19) | |
H3A | 0.3275 | −0.0795 | 0.8314 | 0.080* | |
H3B | 0.1936 | 0.0222 | 0.7941 | 0.080* | |
C9 | 0.3638 (9) | 0.2294 (8) | 0.8216 (5) | 0.0250 (19) | |
H9A | 0.4112 | 0.1837 | 0.7808 | 0.080* | |
H9B | 0.2647 | 0.2665 | 0.7969 | 0.080* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0243 (4) | 0.0224 (5) | 0.0401 (5) | 0.0016 (4) | 0.0182 (4) | 0.0039 (4) |
Cl1 | 0.0299 (10) | 0.0506 (14) | 0.0535 (13) | −0.0005 (11) | 0.0218 (10) | 0.0175 (11) |
Cl2 | 0.0404 (11) | 0.0243 (11) | 0.0512 (12) | 0.0000 (10) | 0.0167 (10) | −0.0065 (10) |
N3 | 0.026 (3) | 0.015 (3) | 0.044 (4) | 0.002 (3) | 0.019 (3) | 0.006 (3) |
O1W | 0.034 (3) | 0.033 (4) | 0.050 (3) | −0.007 (3) | 0.025 (3) | −0.004 (3) |
N2 | 0.031 (3) | 0.021 (4) | 0.047 (4) | −0.001 (3) | 0.022 (3) | 0.001 (3) |
C5 | 0.033 (4) | 0.009 (4) | 0.032 (4) | −0.001 (3) | 0.020 (3) | 0.002 (3) |
C7 | 0.045 (5) | 0.026 (5) | 0.058 (6) | −0.008 (4) | 0.004 (5) | −0.006 (5) |
C6 | 0.029 (4) | 0.028 (5) | 0.079 (7) | 0.016 (4) | 0.025 (5) | 0.005 (5) |
C8 | 0.030 (4) | 0.025 (5) | 0.068 (6) | −0.008 (4) | 0.009 (5) | 0.004 (5) |
O1 | 0.022 (2) | 0.035 (3) | 0.039 (3) | 0.001 (3) | 0.020 (2) | 0.014 (3) |
N1 | 0.032 (3) | 0.010 (3) | 0.043 (4) | −0.001 (3) | 0.023 (3) | 0.004 (3) |
C1 | 0.037 (4) | 0.004 (3) | 0.045 (4) | 0.004 (3) | 0.025 (4) | 0.002 (3) |
O2 | 0.028 (3) | 0.036 (3) | 0.041 (3) | 0.000 (3) | 0.017 (3) | 0.006 (3) |
C2 | 0.018 (3) | 0.018 (4) | 0.042 (4) | −0.005 (3) | 0.017 (3) | 0.002 (4) |
C3 | 0.036 (4) | 0.014 (4) | 0.039 (4) | 0.000 (4) | 0.017 (4) | 0.003 (3) |
C9 | 0.024 (4) | 0.020 (4) | 0.035 (4) | 0.002 (3) | 0.018 (3) | 0.001 (3) |
Geometric parameters (Å, º) top
Zn1—O1i | 1.960 (6) | C8—H8A | 0.960 |
Zn1—N3 | 1.995 (6) | O1—C1 | 1.282 (9) |
Zn1—Cl1 | 2.225 (2) | O1—Zn1i | 1.960 (5) |
Zn1—Cl2 | 2.256 (2) | N1—C3 | 1.485 (10) |
N3—C5 | 1.350 (10) | N1—C9 | 1.524 (10) |
N3—C8 | 1.373 (11) | N1—H1A | 0.900 |
O1W—H1WA | 1.1696 | N1—H1B | 0.900 |
O1W—H1WB | 1.0215 | C1—O2 | 1.240 (10) |
N2—C5 | 1.362 (10) | C1—C2 | 1.493 (11) |
N2—C7 | 1.377 (11) | C2—C3 | 1.505 (11) |
N2—C6 | 1.453 (10) | C2—H2A | 0.960 |
C5—C9 | 1.469 (11) | C2—H2B | 0.960 |
C7—C8 | 1.329 (13) | C3—H3A | 0.960 |
C7—H7A | 0.960 | C3—H3B | 0.960 |
C6—H6A | 0.960 | C9—H9A | 0.960 |
C6—H6B | 0.960 | C9—H9B | 0.960 |
C6—H6C | 0.960 | | |
| | | |
O1i—Zn1—N3 | 104.7 (3) | C1—O1—Zn1i | 116.6 (5) |
O1i—Zn1—Cl1 | 106.37 (17) | C3—N1—C9 | 110.3 (6) |
N3—Zn1—Cl1 | 109.3 (2) | C3—N1—H1A | 109.6 |
O1i—Zn1—Cl2 | 105.82 (18) | C9—N1—H1A | 109.4 |
N3—Zn1—Cl2 | 116.4 (2) | C3—N1—H1B | 109.3 |
Cl1—Zn1—Cl2 | 113.37 (10) | C9—N1—H1B | 109.7 |
C5—N3—C8 | 106.2 (7) | H1A—N1—H1B | 108.5 |
C5—N3—Zn1 | 129.1 (5) | O2—C1—O1 | 123.2 (8) |
C8—N3—Zn1 | 122.9 (5) | O2—C1—C2 | 121.0 (7) |
H1WA—O1W—H1WB | 102.5 | O1—C1—C2 | 115.8 (7) |
C5—N2—C7 | 106.5 (7) | C1—C2—C3 | 113.7 (6) |
C5—N2—C6 | 126.2 (7) | C1—C2—H2A | 108.7 |
C7—N2—C6 | 127.2 (7) | C3—C2—H2A | 108.7 |
N3—C5—N2 | 109.6 (7) | C1—C2—H2B | 108.6 |
N3—C5—C9 | 124.5 (7) | C3—C2—H2B | 109.4 |
N2—C5—C9 | 125.8 (7) | H2A—C2—H2B | 107.7 |
C8—C7—N2 | 108.1 (8) | N1—C3—C2 | 113.4 (6) |
C8—C7—H7A | 126.0 | N1—C3—H3A | 109.1 |
N2—C7—H7A | 125.9 | C2—C3—H3A | 109.1 |
N2—C6—H6A | 111.0 | N1—C3—H3B | 108.2 |
N2—C6—H6B | 108.1 | C2—C3—H3B | 109.0 |
H6A—C6—H6B | 109.5 | H3A—C3—H3B | 107.9 |
N2—C6—H6C | 109.3 | C5—C9—N1 | 113.2 (6) |
H6A—C6—H6C | 109.5 | C5—C9—H9A | 109.6 |
H6B—C6—H6C | 109.5 | N1—C9—H9A | 108.8 |
C7—C8—N3 | 109.6 (8) | C5—C9—H9B | 108.4 |
C7—C8—H8A | 125.3 | N1—C9—H9B | 108.7 |
N3—C8—H8A | 125.2 | H9A—C9—H9B | 108.0 |
Symmetry code: (i) −x+1, −y, −z+2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WA···Cl2 | 1.17 | 2.19 | 3.338 (6) | 165 |
O1W—H1WB···O1ii | 1.02 | 1.80 | 2.824 (8) | 177 |
N1—H1B···O1Wi | 0.90 | 1.95 | 2.838 (9) | 169 |
N1—H1A···O2i | 0.90 | 2.23 | 3.036 (9) | 149 |
Symmetry codes: (i) −x+1, −y, −z+2; (ii) x+1, y, z. |