


Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536810022300/hy2318sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S1600536810022300/hy2318Isup2.hkl |
CCDC reference: 786452
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean
(C-C) = 0.006 Å
- R factor = 0.057
- wR factor = 0.140
- Data-to-parameter ratio = 13.4
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.55 PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.26 PLAT417_ALERT_2_C Short Inter D-H..H-D H4C .. H5C .. 2.12 Ang. PLAT417_ALERT_2_C Short Inter D-H..H-D H4C .. H5C .. 2.12 Ang. PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.594 6 PLAT042_ALERT_1_C Calc. and Reported MoietyFormula Strings Differ ? PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors of Mn1
Alert level G PLAT793_ALERT_4_G The Model has Chirality at C8 (Verify) .... S
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 7 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 4 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 2 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
A mixture of MnCl2 (0.1 mmol, 0.013 g), 1,2-bis(4-carboxyphenyl)-1,2-ethanediol (0.1 mmol, 0.03 g) and 10 ml of H2O was sealed in a 20 ml Telflon-lined stainless steel vessel and heated at 303 K for 2 d. Colorless crystals were obtained when the solution was cooled to room temperature slowly.
H atoms bound to C atoms were placed at calculated positions and were treated as riding on the parent atoms, with C—H = 0.93 (aromatic) and 0.98 (CH) Å and with Uiso(H) = 1.2Ueq(C). H atoms of hydroxyl group and water molecules were located in a difference Fourier map and refined as riding, with O—H = 0.85 Å and Uiso(H) = 1.2(1.5 for hydroxyl)Ueq(O).
Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
[Mn(H2O)6](C16H12O6)·H2O | F(000) = 502 |
Mr = 481.31 | Dx = 1.518 Mg m−3 |
Monoclinic, P21/m | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yb | Cell parameters from 2215 reflections |
a = 6.0803 (6) Å | θ = 2.5–24.0° |
b = 20.643 (2) Å | µ = 0.69 mm−1 |
c = 8.6610 (9) Å | T = 298 K |
β = 104.420 (1)° | Block, colorless |
V = 1052.84 (19) Å3 | 0.42 × 0.21 × 0.18 mm |
Z = 2 |
Bruker SMART 1000 CCD diffractometer | 1899 independent reflections |
Radiation source: fine-focus sealed tube | 1647 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.024 |
ϕ and ω scans | θmax = 25.0°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −7→6 |
Tmin = 0.760, Tmax = 0.886 | k = −24→22 |
5275 measured reflections | l = −10→9 |
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) = 0.140 | H-atom parameters constrained |
S = 1.23 | w = 1/[σ2(Fo2) + (0.0292P)2 + 3.0592P] where P = (Fo2 + 2Fc2)/3 |
1899 reflections | (Δ/σ)max < 0.001 |
142 parameters | Δρmax = 0.84 e Å−3 |
0 restraints | Δρmin = −0.33 e Å−3 |
[Mn(H2O)6](C16H12O6)·H2O | V = 1052.84 (19) Å3 |
Mr = 481.31 | Z = 2 |
Monoclinic, P21/m | Mo Kα radiation |
a = 6.0803 (6) Å | µ = 0.69 mm−1 |
b = 20.643 (2) Å | T = 298 K |
c = 8.6610 (9) Å | 0.42 × 0.21 × 0.18 mm |
β = 104.420 (1)° |
Bruker SMART 1000 CCD diffractometer | 1899 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | 1647 reflections with I > 2σ(I) |
Tmin = 0.760, Tmax = 0.886 | Rint = 0.024 |
5275 measured reflections |
R[F2 > 2σ(F2)] = 0.057 | 0 restraints |
wR(F2) = 0.140 | H-atom parameters constrained |
S = 1.23 | Δρmax = 0.84 e Å−3 |
1899 reflections | Δρmin = −0.33 e Å−3 |
142 parameters |
x | y | z | Uiso*/Ueq | ||
Mn1 | 0.65486 (15) | 0.7500 | 0.46088 (10) | 0.0289 (3) | |
O1 | 1.0818 (5) | 0.64065 (16) | 1.2067 (4) | 0.0444 (8) | |
O2 | 1.3265 (5) | 0.64967 (19) | 1.0567 (4) | 0.0567 (10) | |
O3 | 0.6710 (6) | 0.42818 (15) | 0.5229 (4) | 0.0472 (9) | |
H3 | 0.7538 | 0.4103 | 0.6004 | 0.071* | |
O4 | 0.2836 (6) | 0.7500 | 0.3483 (5) | 0.0296 (9) | |
H4C | 0.2168 | 0.7166 | 0.3015 | 0.036* | |
O5 | 1.0130 (7) | 0.7500 | 0.5635 (5) | 0.0533 (14) | |
H5C | 1.0885 | 0.7500 | 0.4931 | 0.064* | |
H5D | 1.1062 | 0.7500 | 0.6548 | 0.064* | |
O6 | 0.5811 (6) | 0.67978 (16) | 0.6304 (4) | 0.0477 (8) | |
H6C | 0.5029 | 0.6476 | 0.5861 | 0.057* | |
H6D | 0.5095 | 0.6985 | 0.6904 | 0.057* | |
O7 | 0.6863 (5) | 0.67266 (18) | 0.2996 (4) | 0.0548 (10) | |
H7C | 0.8061 | 0.6629 | 0.2710 | 0.066* | |
H7D | 0.5724 | 0.6653 | 0.2220 | 0.066* | |
O8 | 0.3346 (10) | 0.7500 | 0.8464 (6) | 0.090 (2) | |
H8C | 0.3323 | 0.7167 | 0.9035 | 0.109* | |
C1 | 1.1422 (7) | 0.6306 (2) | 1.0792 (5) | 0.0377 (11) | |
C2 | 0.9858 (7) | 0.5932 (2) | 0.9471 (5) | 0.0321 (10) | |
C3 | 0.7845 (7) | 0.5675 (2) | 0.9661 (5) | 0.0364 (10) | |
H3A | 0.7415 | 0.5747 | 1.0605 | 0.044* | |
C4 | 0.6454 (7) | 0.5311 (2) | 0.8455 (5) | 0.0371 (10) | |
H4 | 0.5098 | 0.5144 | 0.8597 | 0.045* | |
C5 | 0.7062 (7) | 0.5195 (2) | 0.7053 (5) | 0.0335 (10) | |
C6 | 0.9078 (8) | 0.5454 (2) | 0.6850 (5) | 0.0398 (11) | |
H6 | 0.9505 | 0.5381 | 0.5906 | 0.048* | |
C7 | 1.0457 (7) | 0.5820 (2) | 0.8053 (5) | 0.0387 (11) | |
H7 | 1.1802 | 0.5993 | 0.7905 | 0.046* | |
C8 | 0.5518 (8) | 0.4795 (2) | 0.5750 (5) | 0.0365 (10) | |
H8 | 0.4286 | 0.4613 | 0.6160 | 0.044* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Mn1 | 0.0245 (5) | 0.0337 (5) | 0.0272 (5) | 0.000 | 0.0039 (4) | 0.000 |
O1 | 0.0364 (17) | 0.051 (2) | 0.0399 (18) | 0.0007 (15) | −0.0016 (14) | −0.0157 (15) |
O2 | 0.0333 (19) | 0.078 (3) | 0.052 (2) | −0.0144 (18) | −0.0013 (15) | −0.0261 (19) |
O3 | 0.053 (2) | 0.0349 (18) | 0.0454 (19) | 0.0047 (15) | −0.0045 (15) | −0.0064 (15) |
O4 | 0.026 (2) | 0.029 (2) | 0.031 (2) | 0.000 | 0.0003 (16) | 0.000 |
O5 | 0.025 (2) | 0.100 (4) | 0.032 (2) | 0.000 | 0.0016 (19) | 0.000 |
O6 | 0.058 (2) | 0.0403 (19) | 0.0434 (19) | −0.0019 (16) | 0.0097 (16) | 0.0080 (15) |
O7 | 0.0285 (17) | 0.078 (3) | 0.053 (2) | 0.0039 (17) | 0.0007 (15) | −0.0328 (19) |
O8 | 0.065 (4) | 0.169 (7) | 0.037 (3) | 0.000 | 0.012 (3) | 0.000 |
C1 | 0.030 (2) | 0.037 (3) | 0.038 (3) | 0.009 (2) | −0.0053 (19) | −0.011 (2) |
C2 | 0.028 (2) | 0.029 (2) | 0.032 (2) | 0.0044 (18) | −0.0058 (18) | −0.0058 (18) |
C3 | 0.037 (2) | 0.037 (2) | 0.032 (2) | −0.001 (2) | 0.0018 (18) | −0.0065 (19) |
C4 | 0.033 (2) | 0.036 (2) | 0.038 (2) | −0.0057 (19) | −0.0007 (19) | −0.003 (2) |
C5 | 0.030 (2) | 0.028 (2) | 0.035 (2) | 0.0017 (18) | −0.0063 (18) | −0.0048 (18) |
C6 | 0.038 (3) | 0.044 (3) | 0.034 (2) | 0.002 (2) | 0.0021 (19) | −0.012 (2) |
C7 | 0.027 (2) | 0.045 (3) | 0.041 (3) | −0.001 (2) | 0.0030 (19) | −0.012 (2) |
C8 | 0.037 (2) | 0.033 (2) | 0.032 (2) | 0.001 (2) | −0.0043 (19) | −0.0060 (19) |
Mn1—O5 | 2.137 (4) | O7—H7D | 0.8500 |
Mn1—O7 | 2.161 (3) | O8—H8C | 0.8500 |
Mn1—O7i | 2.161 (3) | C1—C2 | 1.506 (6) |
Mn1—O6i | 2.187 (3) | C2—C3 | 1.381 (6) |
Mn1—O6 | 2.187 (3) | C2—C7 | 1.384 (6) |
Mn1—O4 | 2.225 (4) | C3—C4 | 1.390 (6) |
O1—C1 | 1.265 (5) | C3—H3A | 0.9300 |
O2—C1 | 1.248 (6) | C4—C5 | 1.375 (6) |
O3—C8 | 1.419 (5) | C4—H4 | 0.9300 |
O3—H3 | 0.8200 | C5—C6 | 1.387 (6) |
O4—H4C | 0.8500 | C5—C8 | 1.520 (6) |
O5—H5C | 0.8500 | C6—C7 | 1.388 (6) |
O5—H5D | 0.8500 | C6—H6 | 0.9300 |
O6—H6C | 0.8500 | C7—H7 | 0.9300 |
O6—H6D | 0.8500 | C8—C8ii | 1.548 (8) |
O7—H7C | 0.8500 | C8—H8 | 0.9800 |
O5—Mn1—O7 | 91.37 (12) | O2—C1—C2 | 117.7 (4) |
O5—Mn1—O7i | 91.37 (12) | O1—C1—C2 | 118.8 (4) |
O7—Mn1—O7i | 95.3 (2) | C3—C2—C7 | 118.6 (4) |
O5—Mn1—O6i | 94.52 (13) | C3—C2—C1 | 121.1 (4) |
O7—Mn1—O6i | 171.61 (14) | C7—C2—C1 | 120.2 (4) |
O7i—Mn1—O6i | 90.57 (14) | C2—C3—C4 | 120.6 (4) |
O5—Mn1—O6 | 94.52 (13) | C2—C3—H3A | 119.7 |
O7—Mn1—O6 | 90.57 (14) | C4—C3—H3A | 119.7 |
O7i—Mn1—O6 | 171.61 (14) | C5—C4—C3 | 120.7 (4) |
O6i—Mn1—O6 | 83.01 (19) | C5—C4—H4 | 119.6 |
O5—Mn1—O4 | 178.63 (17) | C3—C4—H4 | 119.6 |
O7—Mn1—O4 | 87.71 (11) | C4—C5—C6 | 119.0 (4) |
O7i—Mn1—O4 | 87.71 (11) | C4—C5—C8 | 119.9 (4) |
O6i—Mn1—O4 | 86.50 (12) | C6—C5—C8 | 121.1 (4) |
O6—Mn1—O4 | 86.50 (12) | C5—C6—C7 | 120.1 (4) |
C8—O3—H3 | 109.5 | C5—C6—H6 | 119.9 |
Mn1—O4—H4C | 121.4 | C7—C6—H6 | 119.9 |
Mn1—O5—H5C | 112.2 | C2—C7—C6 | 120.9 (4) |
Mn1—O5—H5D | 139.5 | C2—C7—H7 | 119.5 |
H5C—O5—H5D | 108.3 | C6—C7—H7 | 119.5 |
Mn1—O6—H6C | 113.5 | O3—C8—C5 | 111.9 (3) |
Mn1—O6—H6D | 109.4 | O3—C8—C8ii | 105.9 (4) |
H6C—O6—H6D | 108.4 | C5—C8—C8ii | 111.9 (4) |
Mn1—O7—H7C | 125.7 | O3—C8—H8 | 109.0 |
Mn1—O7—H7D | 117.3 | C5—C8—H8 | 109.0 |
H7C—O7—H7D | 108.4 | C8ii—C8—H8 | 109.0 |
O2—C1—O1 | 123.5 (4) | ||
O2—C1—C2—C3 | 176.5 (4) | C4—C5—C6—C7 | 0.3 (7) |
O1—C1—C2—C3 | −3.0 (6) | C8—C5—C6—C7 | 179.7 (4) |
O2—C1—C2—C7 | −1.2 (6) | C3—C2—C7—C6 | −0.5 (7) |
O1—C1—C2—C7 | 179.3 (4) | C1—C2—C7—C6 | 177.3 (4) |
C7—C2—C3—C4 | 0.1 (7) | C5—C6—C7—C2 | 0.3 (7) |
C1—C2—C3—C4 | −177.6 (4) | C4—C5—C8—O3 | −128.0 (4) |
C2—C3—C4—C5 | 0.5 (7) | C6—C5—C8—O3 | 52.5 (6) |
C3—C4—C5—C6 | −0.7 (7) | C4—C5—C8—C8ii | 113.3 (6) |
C3—C4—C5—C8 | 179.9 (4) | C6—C5—C8—C8ii | −66.1 (6) |
Symmetry codes: (i) x, −y+3/2, z; (ii) −x+1, −y+1, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O1iii | 0.82 | 2.02 | 2.830 (5) | 172 |
O4—H4C···O1iv | 0.85 | 1.86 | 2.712 (4) | 177 |
O5—H5C···O4v | 0.85 | 1.93 | 2.777 (6) | 175 |
O5—H5D···O8v | 0.85 | 1.88 | 2.728 (7) | 175 |
O6—H6C···O3ii | 0.85 | 1.99 | 2.840 (5) | 178 |
O6—H6D···O8 | 0.85 | 2.19 | 3.040 (6) | 178 |
O7—H7C···O1vi | 0.85 | 1.95 | 2.799 (5) | 180 |
O7—H7D···O2iv | 0.85 | 1.82 | 2.673 (4) | 180 |
O8—H8C···O2vii | 0.85 | 1.92 | 2.767 (5) | 172 |
Symmetry codes: (ii) −x+1, −y+1, −z+1; (iii) −x+2, −y+1, −z+2; (iv) x−1, y, z−1; (v) x+1, y, z; (vi) x, y, z−1; (vii) x−1, y, z. |
Experimental details
Crystal data | |
Chemical formula | [Mn(H2O)6](C16H12O6)·H2O |
Mr | 481.31 |
Crystal system, space group | Monoclinic, P21/m |
Temperature (K) | 298 |
a, b, c (Å) | 6.0803 (6), 20.643 (2), 8.6610 (9) |
β (°) | 104.420 (1) |
V (Å3) | 1052.84 (19) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.69 |
Crystal size (mm) | 0.42 × 0.21 × 0.18 |
Data collection | |
Diffractometer | Bruker SMART 1000 CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2001) |
Tmin, Tmax | 0.760, 0.886 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 5275, 1899, 1647 |
Rint | 0.024 |
(sin θ/λ)max (Å−1) | 0.594 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.057, 0.140, 1.23 |
No. of reflections | 1899 |
No. of parameters | 142 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.84, −0.33 |
Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O1i | 0.82 | 2.02 | 2.830 (5) | 171.9 |
O4—H4C···O1ii | 0.85 | 1.86 | 2.712 (4) | 176.9 |
O5—H5C···O4iii | 0.85 | 1.93 | 2.777 (6) | 175.0 |
O5—H5D···O8iii | 0.85 | 1.88 | 2.728 (7) | 174.5 |
O6—H6C···O3iv | 0.85 | 1.99 | 2.840 (5) | 177.7 |
O6—H6D···O8 | 0.85 | 2.19 | 3.040 (6) | 177.7 |
O7—H7C···O1v | 0.85 | 1.95 | 2.799 (5) | 179.7 |
O7—H7D···O2ii | 0.85 | 1.82 | 2.673 (4) | 179.5 |
O8—H8C···O2vi | 0.85 | 1.92 | 2.767 (5) | 171.9 |
Symmetry codes: (i) −x+2, −y+1, −z+2; (ii) x−1, y, z−1; (iii) x+1, y, z; (iv) −x+1, −y+1, −z+1; (v) x, y, z−1; (vi) x−1, y, z. |
Current interest in polymeric coordination networks is rapidly expanding for their intriguing architectures (Carlucci et al., 2003) and potential applications (Rosi et al., 2003). We have reacted 1,2-bis(4-carboxyphenyl)-1,2-ethanediol with MnCl2 under hydrothermal conditions to obtain the title compound and its structure is reported here.
As illustrated in Fig. 1, the title compound contains one [Mn(H2O)6]2+ complex cation lying on a mirror plan, one 1,2-dihydroxyethane-1,2-bis(4-benzenecarboxylate) anion located on an inversion center and one solvent water molecule lying on a mirror plan. The carboxylate group lies in the plane of the benzene ring as indicated by the O1—C1—C2—C3 and O2—C1—C2—C7 torsion angles of -3.0 (6) and -1.2 (6)°. The benzene ring is nearly planar with maximum deviations from the mean plane being -0.003 (6) Å for C6. The cation, anion and solvent water molecule interact via O—H···O hydrogen bonds, consolidating the three-dimensional network (Fig. 2, Table 1).