The Mn atom in the title compound, [Mn(C12H8NO2)2(H2O)4], lies on a centre of inversion in an all-trans-N2O4Mn octahedron; as the 4-(4-pyridyl)benzoate ligands bind to Mn through the pyridyl N atom, the compound is formally a zwitterion. Hydrogen bonds link adjacent zwitterions into a three-dimensional network.
Supporting information
CCDC reference: 604976
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.002 Å
- R factor = 0.036
- wR factor = 0.097
- Data-to-parameter ratio = 14.0
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 4
PLAT731_ALERT_1_C Bond Calc 0.84(3), Rep 0.850(10) ...... 3.00 su-Rat
O1W -H1W1 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat
O2W -H2W2 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.84(3), Rep 0.850(10) ...... 3.00 su-Rat
O1W -H1# 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat
O2W -H4# 1.555 1.555
PLAT736_ALERT_1_C H...A Calc 1.82(3), Rep 1.810(10) ...... 3.00 su-Rat
H1# -O1 1.555 1.656
PLAT736_ALERT_1_C H...A Calc 2.02(3), Rep 2.020(10) ...... 3.00 su-Rat
H4# -O2 1.555 2.565
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
8 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
6 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
Data collection: SMART (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: difference Fourier with Mn1 at (1/2, 1/2, 1/2); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Tetraaquabis[4-(4-pyridyl)benzoato-
κN]manganese(II)
top
Crystal data top
[Mn(C12H8NO2)2(H2O)4] | Z = 1 |
Mr = 523.39 | F(000) = 271 |
Triclinic, P1 | Dx = 1.592 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 6.3442 (3) Å | Cell parameters from 1591 reflections |
b = 7.1089 (3) Å | θ = 3.5–28.0° |
c = 13.2655 (6) Å | µ = 0.66 mm−1 |
α = 95.201 (2)° | T = 295 K |
β = 96.001 (3)° | Plate, yellow |
γ = 112.042 (1)° | 0.50 × 0.17 × 0.09 mm |
V = 546.01 (4) Å3 | |
Data collection top
Bruker APEX-II area-detector diffractometer | 2694 independent reflections |
Radiation source: fine-focus sealed tube | 2103 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.020 |
φ and ω scans | θmax = 28.5°, θmin = 3.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −8→7 |
Tmin = 0.828, Tmax = 0.943 | k = −8→9 |
4291 measured reflections | l = −17→16 |
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)] = 0.036 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.097 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0522P)2 + 0.1086P] where P = (Fo2 + 2Fc2)/3 |
2694 reflections | (Δ/σ)max = 0.001 |
176 parameters | Δρmax = 0.33 e Å−3 |
4 restraints | Δρmin = −0.35 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Mn1 | 0.5000 | 0.5000 | 0.5000 | 0.0311 (1) | |
O1 | −0.1498 (3) | 0.1887 (3) | −0.3655 (1) | 0.0460 (4) | |
O2 | −0.5018 (2) | 0.0478 (2) | −0.3234 (1) | 0.0420 (3) | |
O1W | 0.6818 (2) | 0.3008 (2) | 0.4690 (1) | 0.0362 (3) | |
O2w | 0.7473 (3) | 0.7630 (2) | 0.4415 (1) | 0.0447 (4) | |
N1 | 0.3135 (3) | 0.3900 (3) | 0.3368 (1) | 0.0335 (4) | |
C1 | −0.2855 (3) | 0.1321 (3) | −0.3018 (1) | 0.0332 (4) | |
C2 | −0.1822 (3) | 0.1712 (3) | −0.1903 (1) | 0.0289 (4) | |
C3 | 0.0515 (3) | 0.2221 (3) | −0.1612 (1) | 0.0348 (4) | |
C4 | 0.1441 (3) | 0.2599 (3) | −0.0586 (1) | 0.0346 (4) | |
C5 | 0.0096 (3) | 0.2519 (3) | 0.0183 (1) | 0.0276 (4) | |
C6 | −0.2250 (3) | 0.2004 (3) | −0.0116 (1) | 0.0331 (4) | |
C7 | −0.3185 (3) | 0.1597 (3) | −0.1143 (1) | 0.0332 (4) | |
C8 | 0.4399 (3) | 0.4080 (3) | 0.2608 (1) | 0.0366 (4) | |
C9 | 0.3483 (3) | 0.3641 (3) | 0.1583 (1) | 0.0351 (4) | |
C10 | 0.1119 (3) | 0.2962 (3) | 0.1286 (1) | 0.0281 (4) | |
C11 | −0.0188 (3) | 0.2735 (3) | 0.2077 (2) | 0.0374 (4) | |
C12 | 0.0856 (3) | 0.3211 (3) | 0.3087 (2) | 0.0397 (5) | |
H1w1 | 0.733 (5) | 0.257 (4) | 0.519 (2) | 0.07 (1)* | |
H1w2 | 0.618 (5) | 0.191 (3) | 0.427 (2) | 0.07 (1)* | |
H2w1 | 0.873 (3) | 0.780 (5) | 0.419 (2) | 0.07 (1)* | |
H2w2 | 0.680 (5) | 0.833 (5) | 0.414 (2) | 0.10 (1)* | |
H3 | 0.1464 | 0.2308 | −0.2110 | 0.042* | |
H4 | 0.3005 | 0.2914 | −0.0407 | 0.041* | |
H6 | −0.3200 | 0.1933 | 0.0380 | 0.040* | |
H7 | −0.4756 | 0.1240 | −0.1325 | 0.040* | |
H8 | 0.5985 | 0.4527 | 0.2780 | 0.044* | |
H9 | 0.4451 | 0.3800 | 0.1089 | 0.042* | |
H11 | −0.1782 | 0.2258 | 0.1926 | 0.045* | |
H12 | −0.0073 | 0.3044 | 0.3597 | 0.048* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.0298 (2) | 0.0426 (2) | 0.0218 (2) | 0.0154 (2) | 0.0030 (2) | 0.0041 (2) |
O1 | 0.0403 (8) | 0.0790 (11) | 0.0261 (7) | 0.0291 (8) | 0.0080 (6) | 0.0150 (7) |
O2 | 0.0342 (7) | 0.0552 (9) | 0.0320 (7) | 0.0146 (6) | −0.0013 (6) | 0.0025 (6) |
O1w | 0.0378 (7) | 0.0483 (8) | 0.0261 (7) | 0.0221 (7) | 0.0014 (6) | 0.0037 (6) |
O2w | 0.0364 (8) | 0.0519 (9) | 0.0500 (9) | 0.0178 (7) | 0.0143 (7) | 0.0161 (7) |
N1 | 0.0317 (8) | 0.0445 (9) | 0.0228 (8) | 0.0138 (7) | 0.0029 (6) | 0.0036 (7) |
C1 | 0.035 (1) | 0.040 (1) | 0.027 (1) | 0.019 (1) | 0.002 (1) | 0.004 (1) |
C2 | 0.031 (1) | 0.031 (1) | 0.025 (1) | 0.012 (1) | 0.003 (1) | 0.005 (1) |
C3 | 0.031 (1) | 0.047 (1) | 0.026 (1) | 0.014 (1) | 0.007 (1) | 0.007 (1) |
C4 | 0.027 (1) | 0.049 (1) | 0.027 (1) | 0.013 (1) | 0.003 (1) | 0.006 (1) |
C5 | 0.028 (1) | 0.029 (1) | 0.025 (1) | 0.011 (1) | 0.004 (1) | 0.005 (1) |
C6 | 0.029 (1) | 0.045 (1) | 0.026 (1) | 0.014 (1) | 0.006 (1) | 0.005 (1) |
C7 | 0.027 (1) | 0.043 (1) | 0.030 (1) | 0.014 (1) | 0.002 (1) | 0.005 (1) |
C8 | 0.029 (1) | 0.055 (1) | 0.026 (1) | 0.017 (1) | 0.003 (1) | 0.003 (1) |
C9 | 0.030 (1) | 0.051 (1) | 0.026 (1) | 0.016 (1) | 0.008 (1) | 0.007 (1) |
C10 | 0.031 (1) | 0.029 (1) | 0.024 (1) | 0.012 (1) | 0.004 (1) | 0.004 (1) |
C11 | 0.026 (1) | 0.053 (1) | 0.029 (1) | 0.011 (1) | 0.004 (1) | 0.001 (1) |
C12 | 0.034 (1) | 0.056 (1) | 0.025 (1) | 0.012 (1) | 0.007 (1) | 0.002 (1) |
Geometric parameters (Å, º) top
Mn1—O1w | 2.174 (1) | C6—C7 | 1.387 (3) |
Mn1—O1wi | 2.174 (1) | C8—C9 | 1.380 (3) |
Mn1—O2w | 2.208 (2) | C9—C10 | 1.392 (3) |
Mn1—O2wi | 2.208 (2) | C10—C11 | 1.389 (3) |
Mn1—N1 | 2.272 (2) | C11—C12 | 1.383 (3) |
Mn1—N1i | 2.272 (2) | O1w—H1w1 | 0.85 (1) |
O1—C1 | 1.253 (2) | O1w—H1w2 | 0.85 (1) |
O2—C1 | 1.262 (2) | O2w—H2w1 | 0.85 (1) |
N1—C8 | 1.338 (2) | O2w—H2w2 | 0.85 (1) |
N1—C12 | 1.339 (2) | C3—H3 | 0.93 |
C1—C2 | 1.511 (3) | C4—H4 | 0.93 |
C2—C7 | 1.384 (3) | C6—H6 | 0.93 |
C2—C3 | 1.389 (3) | C7—H7 | 0.93 |
C3—C4 | 1.385 (3) | C8—H8 | 0.93 |
C4—C5 | 1.389 (3) | C9—H9 | 0.93 |
C5—C6 | 1.396 (2) | C11—H11 | 0.93 |
C5—C10 | 1.491 (2) | C12—H12 | 0.93 |
| | | |
O1w—Mn1—O1wi | 180 | C2—C7—C6 | 121.2 (2) |
O1w—Mn1—O2wi | 85.66 (6) | N1—C8—C9 | 123.8 (2) |
O1w—Mn1—O2w | 94.34 (6) | C8—C9—C10 | 120.3 (2) |
O1w—Mn1—N1 | 87.15 (5) | C11—C10—C9 | 115.7 (2) |
O1w—Mn1—N1i | 92.85 (5) | C11—C10—C5 | 123.1 (2) |
O1wi—Mn1—O2w | 85.66 (6) | C9—C10—C5 | 121.3 (2) |
O1wi—Mn1—O2wi | 94.34 (6) | C12—C11—C10 | 120.6 (2) |
O1wi—Mn1—N1 | 92.85 (5) | N1—C12—C11 | 123.4 (2) |
O1wi—Mn1—N1i | 87.15 (5) | Mn1—O1w—H1w1 | 118 (2) |
O2w—Mn1—O2wi | 180 | Mn1—O1w—H1w2 | 121 (2) |
O2w—Mn1—N1 | 87.44 (6) | H1w1—O1w—H1w2 | 101 (3) |
O2w—Mn1—N1i | 92.56 (6) | Mn1—O2w—H2w1 | 132 (2) |
O2wi—Mn1—N1 | 92.56 (6) | Mn1—O2w—H2w2 | 111 (2) |
O2wi—Mn1—N1i | 87.44 (6) | H2w1—O2w—H2w2 | 112 (3) |
N1—Mn1—N1i | 180 | C4—C3—H3 | 119.7 |
C8—N1—C12 | 116.2 (2) | C2—C3—H3 | 119.7 |
C8—N1—Mn1 | 118.2 (1) | C3—C4—H4 | 119.1 |
C12—N1—Mn1 | 125.4 (1) | C5—C4—H4 | 119.1 |
O1—C1—O2 | 125.2 (2) | C7—C6—H6 | 119.6 |
O1—C1—C2 | 117.4 (2) | C5—C6—H6 | 119.6 |
O2—C1—C2 | 117.5 (2) | C2—C7—H7 | 119.4 |
C7—C2—C3 | 118.3 (2) | C6—C7—H7 | 119.4 |
C7—C2—C1 | 120.5 (2) | N1—C8—H8 | 118.1 |
C3—C2—C1 | 121.2 (2) | C9—C8—H8 | 118.1 |
C4—C3—C2 | 120.5 (2) | C8—C9—H9 | 119.8 |
C3—C4—C5 | 121.7 (2) | C10—C9—H9 | 119.8 |
C4—C5—C6 | 117.4 (2) | C12—C11—H11 | 119.7 |
C4—C5—C10 | 121.3 (2) | C10—C11—H11 | 119.7 |
C6—C5—C10 | 121.3 (2) | N1—C12—H12 | 118.3 |
C7—C6—C5 | 120.9 (2) | C11—C12—H12 | 118.3 |
| | | |
O1w—Mn1—N1—C8 | −54.4 (2) | C10—C5—C6—C7 | 179.9 (2) |
O1wi—Mn1—N1—C8 | 125.6 (2) | C3—C2—C7—C6 | 0.9 (3) |
O2w—Mn1—N1—C8 | 40.1 (2) | C1—C2—C7—C6 | −178.3 (2) |
O2wi—Mn1—N1—C8 | −139.9 (2) | C5—C6—C7—C2 | −0.8 (3) |
O1w—Mn1—N1—C12 | 130.7 (2) | C12—N1—C8—C9 | 1.4 (3) |
O1wi—Mn1—N1—C12 | −49.3 (2) | Mn1—N1—C8—C9 | −174.0 (2) |
O2w—Mn1—N1—C12 | −134.8 (2) | N1—C8—C9—C10 | −0.2 (3) |
O2wi—Mn1—N1—C12 | 45.2 (2) | C8—C9—C10—C11 | −1.2 (3) |
O1—C1—C2—C7 | 164.3 (2) | C8—C9—C10—C5 | 178.8 (2) |
O2—C1—C2—C7 | −14.6 (3) | C4—C5—C10—C11 | −174.5 (2) |
O1—C1—C2—C3 | −14.9 (3) | C6—C5—C10—C11 | 5.4 (3) |
O2—C1—C2—C3 | 166.2 (2) | C4—C5—C10—C9 | 5.6 (3) |
C7—C2—C3—C4 | 0.1 (3) | C6—C5—C10—C9 | −174.5 (2) |
C1—C2—C3—C4 | 179.3 (2) | C9—C10—C11—C12 | 1.4 (3) |
C2—C3—C4—C5 | −1.1 (3) | C5—C10—C11—C12 | −178.6 (2) |
C3—C4—C5—C6 | 1.1 (3) | C8—N1—C12—C11 | −1.2 (3) |
C3—C4—C5—C10 | −179.0 (2) | Mn1—N1—C12—C11 | 173.8 (2) |
C4—C5—C6—C7 | −0.2 (3) | C10—C11—C12—N1 | −0.2 (3) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1w—H1w1···O1ii | 0.85 (1) | 1.81 (1) | 2.657 (2) | 174 (3) |
O1w—H1w2···O2iii | 0.85 (1) | 1.93 (1) | 2.779 (2) | 174 (3) |
O2w—H2w1···O1iv | 0.85 (1) | 1.90 (1) | 2.757 (2) | 179 (3) |
O2w—H2w2···O2v | 0.85 (1) | 2.02 (1) | 2.852 (2) | 168 (3) |
Symmetry codes: (ii) x+1, y, z+1; (iii) −x, −y, −z; (iv) −x+1, −y+1, −z; (v) −x, −y+1, −z. |