The structure of the title compound, [ZnCl
2(H
2O)
2]·C
12H
24O
6·H
2O, contains the Zn atom with tetrahedral geometry and two coordinated water molecules linked to two 18-crown-6 macrocycles (residing on inversion centres) by O—H
O interactions. A water molecule of crystallization further links the metal salt and one of the crown ether macrocycles.
Supporting information
CCDC reference: 246593
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.003 Å
- R factor = 0.027
- wR factor = 0.065
- Data-to-parameter ratio = 14.9
checkCIF/PLATON results
No syntax errors found
Datablock: I
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.89
Alert level G
ABSTM02_ALERT_3_G When printed, the submitted absorption T values will be
replaced by the scaled T values. Since the ratio of scaled T's
is identical to the ratio of reported T values, the scaling
does not imply a change to the absorption corrections used in
the study.
Ratio of Tmax expected/reported 0.888
Tmax scaled 0.888 Tmin scaled 0.749
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
2 ALERT level C = Check and explain
3 ALERT level G = General alerts; check
3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
0 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
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: CrystalClear (Rigaku, 2002); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXTL (Siemens, 1994); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL and PLATON (Spek, 2003); software used to prepare material for publication: SHELXTL.
diaquachlorozinc(II)–18-crown-6–water (1/1/1)
top
Crystal data top
[ZnCl2(H2O)2]·C12H24O6·H2O | Z = 2 |
Mr = 454.63 | F(000) = 476 |
Triclinic, P1 | Dx = 1.464 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.412 (3) Å | Cell parameters from 2647 reflections |
b = 9.885 (3) Å | θ = 3.1–27.5° |
c = 12.812 (4) Å | µ = 1.49 mm−1 |
α = 87.047 (9)° | T = 293 K |
β = 76.819 (7)° | Prism, colourless |
γ = 84.039 (8)° | 0.20 × 0.20 × 0.08 mm |
V = 1031.4 (6) Å3 | |
Data collection top
Rigaku Mercury CCD diffractometer | 3600 independent reflections |
Radiation source: rotating-anode generator | 3144 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.026 |
ω scans | θmax = 25.0°, θmin = 3.2° |
Absorption correction: multi-scan (CrystalClear; Rigaku, 2002) | h = −10→9 |
Tmin = 0.843, Tmax = 1.00 | k = −6→11 |
6636 measured reflections | l = −15→15 |
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)] = 0.027 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.065 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0338P)2] where P = (Fo2 + 2Fc2)/3 |
3600 reflections | (Δ/σ)max = 0.001 |
241 parameters | Δρmax = 0.29 e Å−3 |
0 restraints | Δρmin = −0.26 e Å−3 |
Special details top
Experimental. FT–IR (KBr, 4000–400 cm-1): 3368 (m, br), 2911 (m),
1971 (w), 1674 (m), 1645 (m), 1471 (s), 1354
(s), 1300 (m), 1254 (s), 1097 (vs), 962
(vs). |
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 | 0.68657 (3) | 0.67083 (2) | 0.771751 (17) | 0.01545 (9) | |
Cl1 | 0.84909 (7) | 0.51395 (6) | 0.67141 (4) | 0.02627 (14) | |
Cl2 | 0.79031 (6) | 0.83613 (5) | 0.83663 (4) | 0.02082 (13) | |
O1W | 0.5422 (2) | 0.58117 (19) | 0.89375 (13) | 0.0200 (4) | |
H14A | 0.493 (3) | 0.526 (3) | 0.8849 (19) | 0.020 (8)* | |
H14B | 0.489 (3) | 0.629 (3) | 0.941 (2) | 0.045 (9)* | |
O2W | 0.5275 (2) | 0.76869 (19) | 0.69061 (13) | 0.0205 (4) | |
H15A | 0.502 (3) | 0.735 (3) | 0.645 (2) | 0.027 (8)* | |
H15B | 0.541 (3) | 0.846 (3) | 0.671 (2) | 0.049 (10)* | |
O1 | 0.40769 (17) | 0.70576 (15) | 0.51463 (11) | 0.0180 (3) | |
O2 | 0.17963 (17) | 0.94613 (15) | 0.57082 (11) | 0.0212 (3) | |
O3 | 0.28559 (17) | 1.20490 (15) | 0.61052 (11) | 0.0192 (3) | |
O4 | 0.37185 (17) | 0.76620 (16) | 1.04555 (11) | 0.0223 (3) | |
O5 | 0.17965 (18) | 0.61010 (16) | 0.95507 (11) | 0.0231 (4) | |
O6 | 0.36374 (17) | 0.36812 (15) | 0.85815 (11) | 0.0193 (3) | |
C1 | 0.6812 (3) | 0.6570 (2) | 0.41448 (16) | 0.0194 (5) | |
H1A | 0.7060 | 0.6292 | 0.4832 | 0.023* | |
H1B | 0.7494 | 0.5983 | 0.3602 | 0.023* | |
C2 | 0.5042 (2) | 0.6449 (2) | 0.41861 (15) | 0.0188 (5) | |
H2A | 0.4735 | 0.6907 | 0.3563 | 0.023* | |
H2B | 0.4852 | 0.5498 | 0.4183 | 0.023* | |
C3 | 0.2345 (3) | 0.7152 (2) | 0.51906 (17) | 0.0209 (5) | |
H3A | 0.1949 | 0.6260 | 0.5342 | 0.025* | |
H3B | 0.2134 | 0.7485 | 0.4505 | 0.025* | |
C4 | 0.1470 (3) | 0.8103 (2) | 0.60512 (17) | 0.0214 (5) | |
H4A | 0.0300 | 0.8025 | 0.6196 | 0.026* | |
H4B | 0.1843 | 0.7871 | 0.6706 | 0.026* | |
C5 | 0.0860 (3) | 1.0426 (2) | 0.64491 (18) | 0.0253 (5) | |
H5A | 0.1130 | 1.0256 | 0.7144 | 0.030* | |
H5B | −0.0300 | 1.0336 | 0.6533 | 0.030* | |
C6 | 0.1224 (3) | 1.1835 (2) | 0.60490 (19) | 0.0252 (5) | |
H6A | 0.1108 | 1.1959 | 0.5313 | 0.030* | |
H6B | 0.0449 | 1.2495 | 0.6481 | 0.030* | |
C7 | 0.2040 (3) | 0.8049 (3) | 1.04586 (19) | 0.0291 (6) | |
H7A | 0.1825 | 0.9031 | 1.0480 | 0.035* | |
H7B | 0.1345 | 0.7659 | 1.1088 | 0.035* | |
C8 | 0.1669 (3) | 0.7548 (2) | 0.94636 (19) | 0.0279 (5) | |
H8A | 0.0572 | 0.7898 | 0.9403 | 0.033* | |
H8B | 0.2445 | 0.7847 | 0.8833 | 0.033* | |
C9 | 0.1491 (3) | 0.5483 (3) | 0.86510 (18) | 0.0262 (5) | |
H9A | 0.2164 | 0.5833 | 0.7995 | 0.031* | |
H9B | 0.0348 | 0.5680 | 0.8621 | 0.031* | |
C10 | 0.1898 (2) | 0.3984 (2) | 0.87682 (17) | 0.0233 (5) | |
H10A | 0.1388 | 0.3671 | 0.9485 | 0.028* | |
H10B | 0.1474 | 0.3515 | 0.8258 | 0.028* | |
C11 | 0.4071 (3) | 0.2244 (2) | 0.86755 (17) | 0.0213 (5) | |
H11A | 0.3750 | 0.1782 | 0.8117 | 0.026* | |
H11B | 0.3494 | 0.1897 | 0.9364 | 0.026* | |
C12 | 0.4122 (3) | 0.8030 (2) | 1.14233 (16) | 0.0246 (5) | |
H12A | 0.3544 | 0.7505 | 1.2026 | 0.030* | |
H12B | 0.3788 | 0.8987 | 1.1551 | 0.030* | |
O3W | 0.5676 (2) | 1.01934 (17) | 0.61824 (13) | 0.0244 (4) | |
H13B | 0.488 (3) | 1.064 (3) | 0.608 (2) | 0.031 (8)* | |
H13A | 0.629 (3) | 1.025 (3) | 0.562 (2) | 0.037 (8)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.01586 (14) | 0.01550 (14) | 0.01513 (13) | −0.00174 (10) | −0.00363 (10) | −0.00066 (10) |
Cl1 | 0.0253 (3) | 0.0249 (3) | 0.0275 (3) | 0.0038 (2) | −0.0039 (2) | −0.0115 (2) |
Cl2 | 0.0221 (3) | 0.0189 (3) | 0.0235 (3) | −0.0048 (2) | −0.0073 (2) | −0.0038 (2) |
O1W | 0.0219 (9) | 0.0184 (9) | 0.0194 (8) | −0.0053 (8) | −0.0024 (7) | −0.0001 (7) |
O2W | 0.0296 (9) | 0.0161 (9) | 0.0190 (8) | −0.0016 (7) | −0.0130 (7) | 0.0011 (8) |
O1 | 0.0194 (8) | 0.0194 (8) | 0.0163 (7) | −0.0012 (6) | −0.0064 (6) | −0.0022 (6) |
O2 | 0.0226 (8) | 0.0150 (8) | 0.0238 (8) | −0.0021 (6) | −0.0005 (6) | −0.0010 (7) |
O3 | 0.0181 (8) | 0.0140 (8) | 0.0259 (8) | −0.0009 (6) | −0.0068 (6) | 0.0022 (7) |
O4 | 0.0195 (8) | 0.0269 (9) | 0.0215 (7) | 0.0013 (7) | −0.0067 (6) | −0.0070 (7) |
O5 | 0.0243 (8) | 0.0241 (9) | 0.0230 (8) | −0.0008 (7) | −0.0093 (7) | −0.0042 (7) |
O6 | 0.0157 (7) | 0.0192 (8) | 0.0225 (7) | −0.0024 (6) | −0.0030 (6) | −0.0018 (7) |
C1 | 0.0261 (12) | 0.0120 (11) | 0.0189 (10) | 0.0014 (9) | −0.0042 (9) | 0.0011 (9) |
C2 | 0.0275 (12) | 0.0155 (11) | 0.0146 (10) | −0.0037 (9) | −0.0060 (9) | −0.0022 (9) |
C3 | 0.0217 (12) | 0.0169 (12) | 0.0268 (11) | −0.0064 (9) | −0.0094 (9) | 0.0017 (10) |
C4 | 0.0207 (11) | 0.0203 (12) | 0.0240 (11) | −0.0076 (9) | −0.0051 (9) | 0.0024 (10) |
C5 | 0.0191 (11) | 0.0224 (13) | 0.0317 (12) | −0.0018 (10) | 0.0008 (10) | −0.0064 (11) |
C6 | 0.0200 (12) | 0.0212 (13) | 0.0341 (12) | 0.0027 (10) | −0.0062 (10) | −0.0061 (11) |
C7 | 0.0226 (12) | 0.0284 (14) | 0.0369 (13) | 0.0032 (10) | −0.0096 (10) | −0.0057 (11) |
C8 | 0.0235 (12) | 0.0265 (13) | 0.0364 (13) | 0.0021 (10) | −0.0139 (10) | −0.0026 (11) |
C9 | 0.0213 (12) | 0.0346 (14) | 0.0242 (11) | 0.0025 (10) | −0.0098 (10) | −0.0057 (11) |
C10 | 0.0170 (11) | 0.0313 (14) | 0.0217 (11) | −0.0034 (10) | −0.0029 (9) | −0.0063 (10) |
C11 | 0.0303 (12) | 0.0180 (12) | 0.0181 (10) | −0.0053 (10) | −0.0090 (9) | −0.0024 (9) |
C12 | 0.0319 (13) | 0.0238 (13) | 0.0188 (11) | 0.0038 (10) | −0.0087 (10) | −0.0062 (10) |
O3W | 0.0266 (10) | 0.0199 (9) | 0.0242 (9) | 0.0025 (8) | −0.0043 (8) | 0.0063 (7) |
Geometric parameters (Å, º) top
Zn1—O1W | 1.9796 (16) | C3—H3A | 0.9700 |
Zn1—O2W | 2.0173 (16) | C3—H3B | 0.9700 |
Zn1—Cl2 | 2.2113 (8) | C4—H4A | 0.9700 |
Zn1—Cl1 | 2.2114 (8) | C4—H4B | 0.9700 |
O1W—H14A | 0.75 (3) | C5—C6 | 1.496 (3) |
O1W—H14B | 0.81 (3) | C5—H5A | 0.9700 |
O2W—H15A | 0.77 (3) | C5—H5B | 0.9700 |
O2W—H15B | 0.80 (3) | C6—H6A | 0.9700 |
O1—C2 | 1.433 (2) | C6—H6B | 0.9700 |
O1—C3 | 1.439 (2) | C7—C8 | 1.499 (3) |
O2—C5 | 1.424 (3) | C7—H7A | 0.9700 |
O2—C4 | 1.425 (3) | C7—H7B | 0.9700 |
O3—C1i | 1.427 (2) | C8—H8A | 0.9700 |
O3—C6 | 1.429 (3) | C8—H8B | 0.9700 |
O4—C7 | 1.423 (3) | C9—C10 | 1.494 (3) |
O4—C12 | 1.431 (3) | C9—H9A | 0.9700 |
O5—C9 | 1.417 (3) | C9—H9B | 0.9700 |
O5—C8 | 1.423 (3) | C10—H10A | 0.9700 |
O6—C10 | 1.430 (2) | C10—H10B | 0.9700 |
O6—C11 | 1.435 (3) | C11—C12ii | 1.493 (3) |
C1—O3i | 1.427 (2) | C11—H11A | 0.9700 |
C1—C2 | 1.495 (3) | C11—H11B | 0.9700 |
C1—H1A | 0.9700 | C12—C11ii | 1.493 (3) |
C1—H1B | 0.9700 | C12—H12A | 0.9700 |
C2—H2A | 0.9700 | C12—H12B | 0.9700 |
C2—H2B | 0.9700 | O3W—H13B | 0.79 (3) |
C3—C4 | 1.495 (3) | O3W—H13A | 0.79 (3) |
| | | |
O1W—Zn1—O2W | 103.32 (7) | C6—C5—H5B | 109.7 |
O1W—Zn1—Cl2 | 107.56 (6) | H5A—C5—H5B | 108.2 |
O2W—Zn1—Cl2 | 104.24 (6) | O3—C6—C5 | 109.89 (18) |
O1W—Zn1—Cl1 | 109.32 (6) | O3—C6—H6A | 109.7 |
O2W—Zn1—Cl1 | 110.37 (6) | C5—C6—H6A | 109.7 |
Cl2—Zn1—Cl1 | 120.61 (3) | O3—C6—H6B | 109.7 |
Zn1—O1W—H14A | 121.1 (19) | C5—C6—H6B | 109.7 |
Zn1—O1W—H14B | 117 (2) | H6A—C6—H6B | 108.2 |
H14A—O1W—H14B | 109 (3) | O4—C7—C8 | 108.92 (19) |
Zn1—O2W—H15A | 121.9 (19) | O4—C7—H7A | 109.9 |
Zn1—O2W—H15B | 118 (2) | C8—C7—H7A | 109.9 |
H15A—O2W—H15B | 106 (3) | O4—C7—H7B | 109.9 |
C2—O1—C3 | 112.78 (15) | C8—C7—H7B | 109.9 |
C5—O2—C4 | 111.60 (15) | H7A—C7—H7B | 108.3 |
C1i—O3—C6 | 111.76 (16) | O5—C8—C7 | 107.05 (19) |
C7—O4—C12 | 111.60 (17) | O5—C8—H8A | 110.3 |
C9—O5—C8 | 113.21 (17) | C7—C8—H8A | 110.3 |
C10—O6—C11 | 111.12 (16) | O5—C8—H8B | 110.3 |
O3i—C1—C2 | 108.97 (17) | C7—C8—H8B | 110.3 |
O3i—C1—H1A | 109.9 | H8A—C8—H8B | 108.6 |
C2—C1—H1A | 109.9 | O5—C9—C10 | 107.77 (18) |
O3i—C1—H1B | 109.9 | O5—C9—H9A | 110.2 |
C2—C1—H1B | 109.9 | C10—C9—H9A | 110.2 |
H1A—C1—H1B | 108.3 | O5—C9—H9B | 110.2 |
O1—C2—C1 | 108.65 (17) | C10—C9—H9B | 110.2 |
O1—C2—H2A | 110.0 | H9A—C9—H9B | 108.5 |
C1—C2—H2A | 110.0 | O6—C10—C9 | 109.71 (18) |
O1—C2—H2B | 110.0 | O6—C10—H10A | 109.7 |
C1—C2—H2B | 110.0 | C9—C10—H10A | 109.7 |
H2A—C2—H2B | 108.3 | O6—C10—H10B | 109.7 |
O1—C3—C4 | 109.14 (17) | C9—C10—H10B | 109.7 |
O1—C3—H3A | 109.9 | H10A—C10—H10B | 108.2 |
C4—C3—H3A | 109.9 | O6—C11—C12ii | 109.87 (18) |
O1—C3—H3B | 109.9 | O6—C11—H11A | 109.7 |
C4—C3—H3B | 109.9 | C12ii—C11—H11A | 109.7 |
H3A—C3—H3B | 108.3 | O6—C11—H11B | 109.7 |
O2—C4—C3 | 109.12 (16) | C12ii—C11—H11B | 109.7 |
O2—C4—H4A | 109.9 | H11A—C11—H11B | 108.2 |
C3—C4—H4A | 109.9 | O4—C12—C11ii | 109.36 (17) |
O2—C4—H4B | 109.9 | O4—C12—H12A | 109.8 |
C3—C4—H4B | 109.9 | C11ii—C12—H12A | 109.8 |
H4A—C4—H4B | 108.3 | O4—C12—H12B | 109.8 |
O2—C5—C6 | 109.70 (17) | C11ii—C12—H12B | 109.8 |
O2—C5—H5A | 109.7 | H12A—C12—H12B | 108.2 |
C6—C5—H5A | 109.7 | H13B—O3W—H13A | 102 (3) |
O2—C5—H5B | 109.7 | | |
Symmetry codes: (i) −x+1, −y+2, −z+1; (ii) −x+1, −y+1, −z+2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H14B···O4 | 0.81 (3) | 1.98 (3) | 2.781 (2) | 173 (3) |
O1W—H14A···O6 | 0.75 (3) | 2.08 (3) | 2.822 (3) | 178 (3) |
O2W—H15A···O1 | 0.77 (3) | 2.05 (3) | 2.792 (2) | 162 (3) |
O2W—H15B···O3W | 0.80 (3) | 1.83 (3) | 2.628 (3) | 176 (3) |
O3W—H13A···O2i | 0.79 (3) | 2.09 (3) | 2.867 (2) | 169 (2) |
O3W—H13B···O3 | 0.80 (3) | 2.08 (3) | 2.861 (2) | 167 (2) |
Symmetry code: (i) −x+1, −y+2, −z+1. |