Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807042705/fi2041sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807042705/fi2041Isup2.hkl |
CCDC reference: 663588
All chemicals were used as purchased from Jinan Henghua Sci. and Tec·Co., Ltd. The salt was synthesized from the reaction of 1,1'-(1,4-phenylenebis(methylene))dipyridinium dichloride (0.067 g, 0.2 mmol) in methanol (5 ml) and K4[Fe(CN)6](0.037 g, 0.1 mmol) in DMF (10 ml). The mixture was set aside for the formation of pink crystals in 43% yield after several days. Anal. Calc. for C42H52FeN10O8: C 57.21, H 5.90, N 15.89, Fe 6.36%; Found: C 57.24, H 5.96, N 15.92, Fe 6.39%.
All H atoms on C atoms were generated geometrically and refined as riding atoms with C—H= 0.93 Å and Uiso(H)= 1.2 Ueq(C). The H atoms of the water molecule were located in a difference Fourier map.
Organo-inorganic hybrid compounds containing hexacyanoferrate(II) anions have been the subject of numerous investigations, in which the cations used to balance the charges are mainly metal complex or alkyammonium (Razak et al., 2000; Marsh, 1995; Kuchár et al., 2004; Overgaard et al., 2005; Sakai et al., 2004). In this work we present the crystal structure of a novel compound with 1,1'-(1,4-phenylenebis(methylene))dipyridinium cations.
The crystal structure of the title compound, ((C18H18N2)2+)2[Fe(CN)6].4 H2O, has been determined by single-crystal X-ray diffraction. It consists of discrete 1,1'-(1,4-phenylenebis(methylene))dipyridinium cations and hexacyanoferrate(II) anions. The site symmetry of the cations as well as the anion is -1. The structure comprises (C18H18N2)2+ cations, [Fe(CN)6]4- anions and water molecules in the ratio 2:1:8 (Figs. 1 and 2). The anions show the expected octahedral coordination with only minor deviations from the ideal geometry. By contrast, the conformations of the cations differ slightly. Extensive hydrogen bonding is found in the crystal structure involving all constituents, shown in Table 1.
For related literature, see: Razak et al. (2000); Marsh (1995); Kuchár et al. (2004); Overgaard et al. (2005); Sakai et al. (2004).
Data collection: SMART (Bruker, 2001); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL (Bruker, 2001).
(C18H18N2)2[Fe(CN)6]·8H2O | Z = 1 |
Mr = 880.79 | F(000) = 464 |
Triclinic, P1 | Dx = 1.309 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.4119 (14) Å | Cell parameters from 2267 reflections |
b = 10.7164 (16) Å | θ = 2.3–22.2° |
c = 12.321 (3) Å | µ = 0.40 mm−1 |
α = 104.955 (2)° | T = 291 K |
β = 101.123 (3)° | Block, red |
γ = 104.538 (2)° | 0.33 × 0.25 × 0.14 mm |
V = 1117.2 (4) Å3 |
Bruker APEX II CCD diffractometer | 5049 independent reflections |
Radiation source: fine-focus sealed tube | 3739 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.028 |
φ and ω scans | θmax = 27.5°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −12→12 |
Tmin = 0.881, Tmax = 0.946 | k = −13→13 |
9731 measured reflections | l = −16→16 |
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)] = 0.057 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.176 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.1P)2 + 0.2979P] where P = (Fo2 + 2Fc2)/3 |
5049 reflections | (Δ/σ)max < 0.001 |
277 parameters | Δρmax = 0.99 e Å−3 |
0 restraints | Δρmin = −0.37 e Å−3 |
(C18H18N2)2[Fe(CN)6]·8H2O | γ = 104.538 (2)° |
Mr = 880.79 | V = 1117.2 (4) Å3 |
Triclinic, P1 | Z = 1 |
a = 9.4119 (14) Å | Mo Kα radiation |
b = 10.7164 (16) Å | µ = 0.40 mm−1 |
c = 12.321 (3) Å | T = 291 K |
α = 104.955 (2)° | 0.33 × 0.25 × 0.14 mm |
β = 101.123 (3)° |
Bruker APEX II CCD diffractometer | 5049 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | 3739 reflections with I > 2σ(I) |
Tmin = 0.881, Tmax = 0.946 | Rint = 0.028 |
9731 measured reflections |
R[F2 > 2σ(F2)] = 0.057 | 0 restraints |
wR(F2) = 0.176 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.99 e Å−3 |
5049 reflections | Δρmin = −0.37 e Å−3 |
277 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 | ||
Fe1 | 0.0000 | 0.0000 | 0.0000 | 0.03288 (18) | |
O1 | 0.7215 (4) | 0.9269 (4) | 0.4988 (3) | 0.1141 (12) | |
H1W | 0.7419 | 0.8898 | 0.4365 | 0.171* | |
H2W | 0.8049 | 0.9883 | 0.5437 | 0.171* | |
O2 | 0.3687 (3) | 0.6379 (3) | 0.9271 (4) | 0.1295 (17) | |
H3W | 0.3386 | 0.6919 | 0.8992 | 0.194* | |
H4W | 0.3855 | 0.6601 | 0.9978 | 0.194* | |
O3 | 0.2842 (4) | 0.3630 (3) | 0.8512 (3) | 0.1001 (11) | |
H5W | 0.2898 | 0.4438 | 0.8649 | 0.150* | |
H6W | 0.2762 | 0.3370 | 0.9080 | 0.150* | |
O4 | 0.8906 (3) | 0.8455 (3) | 0.3470 (2) | 0.0822 (8) | |
H7W | 0.9577 | 0.8912 | 0.3254 | 0.123* | |
H8W | 0.8353 | 0.7750 | 0.2931 | 0.123* | |
N1 | 0.1041 (3) | 0.0368 (3) | 0.2623 (2) | 0.0555 (7) | |
N2 | 0.1551 (3) | −0.2203 (3) | −0.0605 (3) | 0.0539 (7) | |
N3 | 0.2958 (3) | 0.2186 (2) | 0.0181 (2) | 0.0505 (6) | |
N4 | 0.2605 (2) | 0.8518 (2) | 0.6697 (2) | 0.0403 (5) | |
N5 | 0.3193 (4) | 0.5603 (3) | 0.2302 (3) | 0.0634 (8) | |
C1 | 0.0670 (3) | 0.0243 (3) | 0.1630 (3) | 0.0394 (6) | |
C2 | 0.0958 (3) | −0.1385 (3) | −0.0374 (2) | 0.0370 (6) | |
C3 | 0.1839 (3) | 0.1364 (3) | 0.0117 (2) | 0.0368 (6) | |
C4 | 0.3744 (4) | 0.8100 (3) | 0.6387 (3) | 0.0608 (9) | |
H4 | 0.3548 | 0.7458 | 0.5660 | 0.073* | |
C5 | 0.5183 (4) | 0.8608 (3) | 0.7125 (4) | 0.0658 (10) | |
H5 | 0.5960 | 0.8300 | 0.6909 | 0.079* | |
C6 | 0.5478 (4) | 0.9575 (3) | 0.8186 (3) | 0.0559 (8) | |
H6 | 0.6456 | 0.9934 | 0.8697 | 0.067* | |
C7 | 0.4304 (4) | 1.0007 (3) | 0.8485 (3) | 0.0529 (7) | |
H7 | 0.4485 | 1.0671 | 0.9197 | 0.063* | |
C8 | 0.2873 (3) | 0.9451 (3) | 0.7729 (3) | 0.0434 (6) | |
H8 | 0.2075 | 0.9729 | 0.7937 | 0.052* | |
C9 | 0.1039 (3) | 0.7955 (3) | 0.5867 (3) | 0.0528 (8) | |
H9A | 0.1041 | 0.8296 | 0.5210 | 0.063* | |
H9B | 0.0328 | 0.8262 | 0.6258 | 0.063* | |
C10 | 0.0523 (3) | 0.6421 (3) | 0.5428 (2) | 0.0409 (6) | |
C11 | 0.0583 (3) | 0.5669 (3) | 0.6188 (2) | 0.0478 (7) | |
H11 | 0.0971 | 0.6112 | 0.6989 | 0.057* | |
C12 | 0.0068 (3) | 0.4262 (3) | 0.5759 (3) | 0.0468 (7) | |
H12 | 0.0119 | 0.3768 | 0.6277 | 0.056* | |
C13 | 0.1762 (5) | 0.4854 (4) | 0.1682 (3) | 0.0637 (9) | |
H13 | 0.1498 | 0.3909 | 0.1415 | 0.076* | |
C14 | 0.0686 (5) | 0.5463 (4) | 0.1439 (3) | 0.0693 (10) | |
H14 | −0.0313 | 0.4936 | 0.1020 | 0.083* | |
C15 | 0.1083 (6) | 0.6844 (5) | 0.1813 (4) | 0.0768 (12) | |
H15 | 0.0363 | 0.7266 | 0.1624 | 0.092* | |
C16 | 0.2515 (7) | 0.7601 (5) | 0.2454 (5) | 0.0936 (15) | |
H16 | 0.2780 | 0.8546 | 0.2723 | 0.112* | |
C17 | 0.3593 (5) | 0.6973 (4) | 0.2714 (4) | 0.0854 (13) | |
H17 | 0.4582 | 0.7488 | 0.3167 | 0.102* | |
C18 | 0.4348 (5) | 0.4928 (5) | 0.2578 (4) | 0.0792 (12) | |
H18A | 0.5285 | 0.5380 | 0.2428 | 0.095* | |
H18B | 0.3979 | 0.3988 | 0.2072 | 0.095* | |
C19 | 0.4677 (4) | 0.4967 (3) | 0.3827 (3) | 0.0597 (9) | |
C20 | 0.3580 (4) | 0.4261 (4) | 0.4245 (4) | 0.0694 (10) | |
H20 | 0.2614 | 0.3756 | 0.3744 | 0.083* | |
C21 | 0.3904 (4) | 0.4300 (4) | 0.5399 (4) | 0.0695 (10) | |
H21 | 0.3148 | 0.3819 | 0.5660 | 0.083* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.0296 (3) | 0.0293 (3) | 0.0410 (3) | 0.0110 (2) | 0.0117 (2) | 0.0101 (2) |
O1 | 0.113 (3) | 0.149 (3) | 0.092 (2) | 0.054 (3) | 0.034 (2) | 0.041 (2) |
O2 | 0.0580 (17) | 0.0456 (15) | 0.264 (5) | 0.0241 (14) | 0.034 (2) | 0.017 (2) |
O3 | 0.136 (3) | 0.0579 (17) | 0.083 (2) | 0.0022 (17) | 0.0086 (19) | 0.0265 (15) |
O4 | 0.098 (2) | 0.0815 (19) | 0.0659 (16) | 0.0213 (16) | 0.0246 (15) | 0.0272 (14) |
N1 | 0.0516 (15) | 0.0710 (18) | 0.0459 (15) | 0.0230 (14) | 0.0159 (12) | 0.0167 (13) |
N2 | 0.0530 (15) | 0.0417 (13) | 0.0740 (18) | 0.0253 (12) | 0.0230 (13) | 0.0162 (12) |
N3 | 0.0433 (14) | 0.0393 (13) | 0.0664 (17) | 0.0064 (11) | 0.0217 (12) | 0.0146 (12) |
N4 | 0.0338 (11) | 0.0313 (11) | 0.0500 (13) | 0.0069 (9) | 0.0106 (10) | 0.0076 (10) |
N5 | 0.071 (2) | 0.0630 (18) | 0.0653 (18) | 0.0276 (16) | 0.0330 (16) | 0.0190 (15) |
C1 | 0.0301 (13) | 0.0362 (13) | 0.0520 (17) | 0.0126 (11) | 0.0152 (12) | 0.0096 (12) |
C2 | 0.0341 (13) | 0.0338 (13) | 0.0419 (14) | 0.0075 (11) | 0.0113 (11) | 0.0128 (11) |
C3 | 0.0377 (14) | 0.0330 (13) | 0.0426 (14) | 0.0160 (11) | 0.0134 (11) | 0.0103 (11) |
C4 | 0.0478 (18) | 0.0495 (18) | 0.070 (2) | 0.0133 (15) | 0.0224 (16) | −0.0086 (16) |
C5 | 0.0376 (16) | 0.0519 (19) | 0.097 (3) | 0.0148 (14) | 0.0224 (17) | 0.0027 (18) |
C6 | 0.0379 (16) | 0.0449 (17) | 0.074 (2) | 0.0060 (13) | 0.0036 (15) | 0.0178 (16) |
C7 | 0.0514 (18) | 0.0505 (17) | 0.0479 (17) | 0.0148 (15) | 0.0080 (14) | 0.0068 (14) |
C8 | 0.0426 (15) | 0.0424 (15) | 0.0481 (16) | 0.0185 (12) | 0.0164 (13) | 0.0115 (13) |
C9 | 0.0417 (16) | 0.0412 (16) | 0.0606 (19) | 0.0090 (13) | −0.0005 (14) | 0.0068 (14) |
C10 | 0.0331 (13) | 0.0364 (14) | 0.0456 (15) | 0.0064 (11) | 0.0065 (11) | 0.0083 (12) |
C11 | 0.0484 (17) | 0.0473 (16) | 0.0341 (14) | 0.0069 (13) | 0.0045 (12) | 0.0041 (12) |
C12 | 0.0483 (16) | 0.0457 (16) | 0.0423 (15) | 0.0094 (13) | 0.0079 (13) | 0.0164 (13) |
C13 | 0.083 (3) | 0.062 (2) | 0.0497 (19) | 0.029 (2) | 0.0216 (18) | 0.0148 (16) |
C14 | 0.077 (3) | 0.086 (3) | 0.054 (2) | 0.032 (2) | 0.0230 (18) | 0.028 (2) |
C15 | 0.099 (3) | 0.085 (3) | 0.084 (3) | 0.048 (3) | 0.051 (3) | 0.052 (2) |
C16 | 0.119 (4) | 0.055 (2) | 0.132 (4) | 0.031 (3) | 0.065 (4) | 0.046 (3) |
C17 | 0.079 (3) | 0.064 (2) | 0.111 (4) | 0.008 (2) | 0.043 (3) | 0.026 (2) |
C18 | 0.075 (3) | 0.099 (3) | 0.070 (2) | 0.047 (2) | 0.028 (2) | 0.014 (2) |
C19 | 0.0532 (19) | 0.0539 (19) | 0.069 (2) | 0.0274 (16) | 0.0202 (17) | 0.0031 (16) |
C20 | 0.0454 (19) | 0.064 (2) | 0.080 (3) | 0.0104 (17) | 0.0081 (18) | 0.0056 (19) |
C21 | 0.0481 (19) | 0.069 (2) | 0.092 (3) | 0.0179 (17) | 0.0256 (19) | 0.023 (2) |
Fe1—C1i | 1.913 (3) | C7—H7 | 0.9300 |
Fe1—C1 | 1.913 (3) | C8—H8 | 0.9300 |
Fe1—C3i | 1.918 (3) | C9—C10 | 1.507 (4) |
Fe1—C3 | 1.918 (3) | C9—H9A | 0.9700 |
Fe1—C2 | 1.926 (3) | C9—H9B | 0.9700 |
Fe1—C2i | 1.926 (3) | C10—C12ii | 1.384 (4) |
O1—H1W | 0.8495 | C10—C11 | 1.386 (4) |
O1—H2W | 0.8608 | C11—C12 | 1.382 (4) |
O2—H3W | 0.8253 | C11—H11 | 0.9300 |
O2—H4W | 0.8141 | C12—C10ii | 1.384 (4) |
O3—H5W | 0.8245 | C12—H12 | 0.9300 |
O3—H6W | 0.8266 | C13—C14 | 1.362 (5) |
O4—H7W | 0.8282 | C13—H13 | 0.9300 |
O4—H8W | 0.8319 | C14—C15 | 1.360 (6) |
N1—C1 | 1.168 (4) | C14—H14 | 0.9300 |
N2—C2 | 1.157 (3) | C15—C16 | 1.345 (7) |
N3—C3 | 1.165 (3) | C15—H15 | 0.9300 |
N4—C8 | 1.332 (4) | C16—C17 | 1.384 (7) |
N4—C4 | 1.344 (4) | C16—H16 | 0.9300 |
N4—C9 | 1.495 (4) | C17—H17 | 0.9300 |
N5—C13 | 1.336 (5) | C18—C19 | 1.497 (5) |
N5—C17 | 1.349 (5) | C18—H18A | 0.9700 |
N5—C18 | 1.484 (5) | C18—H18B | 0.9700 |
C4—C5 | 1.362 (5) | C19—C21iii | 1.380 (5) |
C4—H4 | 0.9300 | C19—C20 | 1.384 (5) |
C5—C6 | 1.370 (5) | C20—C21 | 1.383 (6) |
C5—H5 | 0.9300 | C20—H20 | 0.9300 |
C6—C7 | 1.377 (4) | C21—C19iii | 1.380 (5) |
C6—H6 | 0.9300 | C21—H21 | 0.9300 |
C7—C8 | 1.366 (4) | ||
C1i—Fe1—C1 | 180.0 (3) | N4—C9—H9A | 109.4 |
C1i—Fe1—C3i | 90.61 (11) | C10—C9—H9A | 109.4 |
C1—Fe1—C3i | 89.39 (11) | N4—C9—H9B | 109.4 |
C1i—Fe1—C3 | 89.39 (11) | C10—C9—H9B | 109.4 |
C1—Fe1—C3 | 90.61 (11) | H9A—C9—H9B | 108.0 |
C3i—Fe1—C3 | 180.00 (18) | C12ii—C10—C11 | 118.8 (3) |
C1i—Fe1—C2 | 89.07 (11) | C12ii—C10—C9 | 119.5 (3) |
C1—Fe1—C2 | 90.93 (11) | C11—C10—C9 | 121.6 (3) |
C3i—Fe1—C2 | 89.95 (10) | C12—C11—C10 | 120.2 (3) |
C3—Fe1—C2 | 90.05 (10) | C12—C11—H11 | 119.9 |
C1i—Fe1—C2i | 90.93 (11) | C10—C11—H11 | 119.9 |
C1—Fe1—C2i | 89.07 (11) | C11—C12—C10ii | 120.9 (3) |
C3i—Fe1—C2i | 90.05 (10) | C11—C12—H12 | 119.5 |
C3—Fe1—C2i | 89.95 (10) | C10ii—C12—H12 | 119.5 |
C2—Fe1—C2i | 180.0 (2) | N5—C13—C14 | 120.5 (4) |
H1W—O1—H2W | 106.4 | N5—C13—H13 | 119.7 |
H3W—O2—H4W | 113.0 | C14—C13—H13 | 119.7 |
H5W—O3—H6W | 112.1 | C15—C14—C13 | 119.6 (4) |
H7W—O4—H8W | 111.5 | C15—C14—H14 | 120.2 |
C8—N4—C4 | 120.3 (3) | C13—C14—H14 | 120.2 |
C8—N4—C9 | 119.9 (2) | C16—C15—C14 | 120.1 (4) |
C4—N4—C9 | 119.7 (3) | C16—C15—H15 | 120.0 |
C13—N5—C17 | 120.7 (4) | C14—C15—H15 | 120.0 |
C13—N5—C18 | 120.1 (3) | C15—C16—C17 | 119.9 (4) |
C17—N5—C18 | 119.2 (4) | C15—C16—H16 | 120.0 |
N1—C1—Fe1 | 178.2 (3) | C17—C16—H16 | 120.0 |
N2—C2—Fe1 | 178.8 (2) | N5—C17—C16 | 119.2 (4) |
N3—C3—Fe1 | 179.5 (3) | N5—C17—H17 | 120.4 |
N4—C4—C5 | 120.8 (3) | C16—C17—H17 | 120.4 |
N4—C4—H4 | 119.6 | N5—C18—C19 | 111.5 (3) |
C5—C4—H4 | 119.6 | N5—C18—H18A | 109.3 |
C4—C5—C6 | 119.6 (3) | C19—C18—H18A | 109.3 |
C4—C5—H5 | 120.2 | N5—C18—H18B | 109.3 |
C6—C5—H5 | 120.2 | C19—C18—H18B | 109.3 |
C5—C6—C7 | 118.9 (3) | H18A—C18—H18B | 108.0 |
C5—C6—H6 | 120.5 | C21iii—C19—C20 | 117.6 (4) |
C7—C6—H6 | 120.5 | C21iii—C19—C18 | 120.9 (4) |
C8—C7—C6 | 119.5 (3) | C20—C19—C18 | 121.4 (4) |
C8—C7—H7 | 120.2 | C21—C20—C19 | 120.8 (3) |
C6—C7—H7 | 120.2 | C21—C20—H20 | 119.6 |
N4—C8—C7 | 120.8 (3) | C19—C20—H20 | 119.6 |
N4—C8—H8 | 119.6 | C19iii—C21—C20 | 121.6 (4) |
C7—C8—H8 | 119.6 | C19iii—C21—H21 | 119.2 |
N4—C9—C10 | 111.1 (2) | C20—C21—H21 | 119.2 |
Symmetry codes: (i) −x, −y, −z; (ii) −x, −y+1, −z+1; (iii) −x+1, −y+1, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H2W···N1iii | 0.86 | 2.48 | 2.955 (5) | 115 |
O2—H3W···N2iv | 0.83 | 2.24 | 2.812 (4) | 127 |
O3—H6W···N3v | 0.83 | 2.10 | 2.876 (4) | 157 |
O4—H7W···N1vi | 0.83 | 2.21 | 3.029 (4) | 168 |
O4—H8W···O3iii | 0.83 | 1.91 | 2.729 (4) | 168 |
O4—H8W···O3iii | 0.83 | 1.91 | 2.729 (4) | 168 |
O4—H7W···N1vi | 0.83 | 2.21 | 3.029 (4) | 168 |
O3—H6W···N3v | 0.83 | 2.10 | 2.876 (4) | 157 |
O3—H5W···O2 | 0.82 | 1.91 | 2.702 (4) | 161 |
O2—H3W···N2iv | 0.83 | 2.24 | 2.812 (4) | 127 |
O1—H2W···N1iii | 0.86 | 2.48 | 2.955 (5) | 115 |
O1—H1W···O4 | 0.85 | 2.01 | 2.792 (5) | 152 |
Symmetry codes: (iii) −x+1, −y+1, −z+1; (iv) x, y+1, z+1; (v) x, y, z+1; (vi) x+1, y+1, z. |
Experimental details
Crystal data | |
Chemical formula | (C18H18N2)2[Fe(CN)6]·8H2O |
Mr | 880.79 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 291 |
a, b, c (Å) | 9.4119 (14), 10.7164 (16), 12.321 (3) |
α, β, γ (°) | 104.955 (2), 101.123 (3), 104.538 (2) |
V (Å3) | 1117.2 (4) |
Z | 1 |
Radiation type | Mo Kα |
µ (mm−1) | 0.40 |
Crystal size (mm) | 0.33 × 0.25 × 0.14 |
Data collection | |
Diffractometer | Bruker APEX II CCD |
Absorption correction | Multi-scan (SADABS; Bruker, 2001) |
Tmin, Tmax | 0.881, 0.946 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 9731, 5049, 3739 |
Rint | 0.028 |
(sin θ/λ)max (Å−1) | 0.651 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.057, 0.176, 1.00 |
No. of reflections | 5049 |
No. of parameters | 277 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.99, −0.37 |
Computer programs: SMART (Bruker, 2001), SAINT-Plus (Bruker, 2001), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2001).
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H2W···N1i | 0.86 | 2.48 | 2.955 (5) | 115.1 |
O2—H3W···N2ii | 0.83 | 2.24 | 2.812 (4) | 126.7 |
O3—H6W···N3iii | 0.83 | 2.10 | 2.876 (4) | 157.3 |
O4—H7W···N1iv | 0.83 | 2.21 | 3.029 (4) | 168.2 |
O4—H8W···O3i | 0.83 | 1.91 | 2.729 (4) | 167.8 |
O4—H8W···O3i | 0.83 | 1.91 | 2.729 (4) | 167.8 |
O4—H7W···N1iv | 0.83 | 2.21 | 3.029 (4) | 168.2 |
O3—H6W···N3iii | 0.83 | 2.10 | 2.876 (4) | 157.3 |
O3—H5W···O2 | 0.82 | 1.91 | 2.702 (4) | 160.9 |
O2—H3W···N2ii | 0.83 | 2.24 | 2.812 (4) | 126.7 |
O1—H2W···N1i | 0.86 | 2.48 | 2.955 (5) | 115.1 |
O1—H1W···O4 | 0.85 | 2.01 | 2.792 (5) | 151.7 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x, y+1, z+1; (iii) x, y, z+1; (iv) x+1, y+1, z. |
Organo-inorganic hybrid compounds containing hexacyanoferrate(II) anions have been the subject of numerous investigations, in which the cations used to balance the charges are mainly metal complex or alkyammonium (Razak et al., 2000; Marsh, 1995; Kuchár et al., 2004; Overgaard et al., 2005; Sakai et al., 2004). In this work we present the crystal structure of a novel compound with 1,1'-(1,4-phenylenebis(methylene))dipyridinium cations.
The crystal structure of the title compound, ((C18H18N2)2+)2[Fe(CN)6].4 H2O, has been determined by single-crystal X-ray diffraction. It consists of discrete 1,1'-(1,4-phenylenebis(methylene))dipyridinium cations and hexacyanoferrate(II) anions. The site symmetry of the cations as well as the anion is -1. The structure comprises (C18H18N2)2+ cations, [Fe(CN)6]4- anions and water molecules in the ratio 2:1:8 (Figs. 1 and 2). The anions show the expected octahedral coordination with only minor deviations from the ideal geometry. By contrast, the conformations of the cations differ slightly. Extensive hydrogen bonding is found in the crystal structure involving all constituents, shown in Table 1.