The title compound, [Mn(C12H8N2)(H2O)4](NO3)2, was obtained from the reaction of benzoic acid, 1,10-phenanthroline and manganese nitrate tetrahydrate. The Mn atom is coordinated in a distorted octahedral arrangement by four water molecules and two N atoms from the phenanthroline ligand.
Supporting information
CCDC reference: 225673
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.006 Å
- R factor = 0.057
- wR factor = 0.131
- Data-to-parameter ratio = 11.4
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low ....... 0.99
Alert level C
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... Mn
PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors .... N2
PLAT731_ALERT_1_C Bond Calc 0.81(5), Rep 0.81(2) ...... 2.50 su-Rat
O1 -H1 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.81(5), Rep 0.81(2) ...... 2.50 su-Rat
O2 -H4 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.81(5), Rep 0.81(2) ...... 2.50 su-Rat
O1 -H1 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.81(5), Rep 0.81(2) ...... 2.50 su-Rat
O2 -H4 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.81(5), Rep 0.81(2) ...... 2.50 su-Rat
O2 -H4 1.555 1.555
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 1
C12 H16 Mn N2 O4
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2
N O3
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
9 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
5 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
1 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
3 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1994); data reduction: XPREP in SHELXTL (Siemens, 1994); program(s) used to solve structure: SHELXTL; program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL (Sheldrick, 1997); software used to prepare material for publication: SHELXTL.
Crystal data top
[Mn(C12H8N2)(H2O)4](NO3)2 | F(000) = 884 |
Mr = 431.23 | Dx = 1.587 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 974 reflections |
a = 14.144 (2) Å | θ = 2.4–25.0° |
b = 10.6484 (15) Å | µ = 0.79 mm−1 |
c = 12.2202 (19) Å | T = 293 K |
β = 101.356 (3)° | Block, light yellow |
V = 1804.5 (5) Å3 | 0.16 × 0.10 × 0.08 mm |
Z = 4 | |
Data collection top
Make Model CCD area-detector diffractometer | 1585 independent reflections |
Radiation source: fine-focus sealed tube | 953 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.045 |
φ and ω scan | θmax = 25.0°, θmin = 2.4° |
Absorption correction: multi-scan (SADABS Sheldrick, 1996) | h = −16→7 |
Tmin = 0.909, Tmax = 0.939 | k = −12→10 |
2675 measured reflections | l = −12→14 |
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)] = 0.057 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.131 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | w = 1/[σ2(Fo2) + (0.049P)2] where P = (Fo2 + 2Fc2)/3 |
1585 reflections | (Δ/σ)max = 0.002 |
139 parameters | Δρmax = 0.26 e Å−3 |
2 restraints | Δρmin = −0.29 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 | |
Mn | −0.5000 | −0.22594 (8) | −0.2500 | 0.0458 (4) | |
O1 | −0.3486 (3) | −0.2595 (4) | −0.2612 (3) | 0.0631 (10) | |
O2 | −0.4782 (4) | −0.3549 (4) | −0.1128 (4) | 0.0802 (14) | |
O3 | −0.7159 (3) | −0.5086 (3) | −0.2136 (3) | 0.0798 (12) | |
O4 | −0.6976 (3) | −0.6595 (3) | −0.0954 (3) | 0.0760 (11) | |
O5 | −0.6265 (3) | −0.4842 (3) | −0.0505 (3) | 0.0731 (11) | |
N1 | −0.4464 (3) | −0.0571 (3) | −0.1452 (3) | 0.0456 (9) | |
N2 | −0.6802 (3) | −0.5516 (4) | −0.1213 (4) | 0.0558 (11) | |
C1 | −0.3914 (4) | −0.0575 (5) | −0.0438 (4) | 0.0557 (13) | |
H1B | −0.3756 | −0.1343 | −0.0088 | 0.067* | |
C2 | −0.3559 (4) | 0.0523 (5) | 0.0131 (4) | 0.0629 (14) | |
H2B | −0.3166 | 0.0483 | 0.0836 | 0.076* | |
C3 | −0.3802 (4) | 0.1639 (5) | −0.0371 (4) | 0.0634 (14) | |
H3A | −0.3571 | 0.2376 | −0.0004 | 0.076* | |
C4 | −0.4391 (4) | 0.1711 (4) | −0.1430 (4) | 0.0532 (13) | |
C5 | −0.4709 (4) | 0.2849 (4) | −0.1997 (4) | 0.0681 (16) | |
H5A | −0.4507 | 0.3612 | −0.1659 | 0.082* | |
C6 | −0.4705 (3) | 0.0550 (4) | −0.1948 (3) | 0.0429 (11) | |
H1 | −0.333 (6) | −0.329 (4) | −0.279 (6) | 0.18 (4)* | |
H2 | −0.299 (4) | −0.232 (5) | −0.218 (4) | 0.078 (19)* | |
H3 | −0.519 (4) | −0.384 (6) | −0.093 (5) | 0.10 (3)* | |
H4 | −0.429 (3) | −0.372 (5) | −0.070 (4) | 0.09 (2)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn | 0.0482 (7) | 0.0342 (5) | 0.0509 (6) | 0.000 | −0.0001 (5) | 0.000 |
O1 | 0.047 (2) | 0.058 (3) | 0.079 (3) | −0.003 (2) | 0.0003 (19) | −0.0196 (19) |
O2 | 0.059 (3) | 0.082 (3) | 0.090 (3) | −0.004 (3) | −0.008 (3) | 0.040 (2) |
O3 | 0.088 (3) | 0.070 (2) | 0.068 (2) | −0.013 (2) | −0.015 (2) | 0.0171 (19) |
O4 | 0.075 (3) | 0.049 (2) | 0.101 (3) | −0.009 (2) | 0.008 (2) | 0.023 (2) |
O5 | 0.069 (3) | 0.067 (2) | 0.073 (2) | −0.021 (2) | −0.011 (2) | −0.0028 (19) |
N1 | 0.046 (2) | 0.042 (2) | 0.046 (2) | −0.0002 (19) | 0.0005 (19) | −0.0012 (17) |
N2 | 0.049 (3) | 0.050 (3) | 0.066 (3) | −0.002 (2) | 0.005 (2) | 0.009 (2) |
C1 | 0.053 (3) | 0.054 (3) | 0.058 (3) | 0.007 (3) | 0.006 (3) | 0.000 (2) |
C2 | 0.058 (4) | 0.067 (4) | 0.059 (3) | 0.001 (3) | 0.000 (3) | −0.017 (3) |
C3 | 0.063 (4) | 0.057 (3) | 0.071 (4) | −0.010 (3) | 0.016 (3) | −0.027 (3) |
C4 | 0.059 (3) | 0.043 (3) | 0.061 (3) | −0.002 (3) | 0.019 (3) | −0.012 (2) |
C5 | 0.086 (5) | 0.036 (3) | 0.087 (4) | −0.010 (3) | 0.028 (3) | −0.013 (2) |
C6 | 0.042 (3) | 0.043 (3) | 0.046 (3) | −0.001 (2) | 0.014 (2) | 0.000 (2) |
Geometric parameters (Å, º) top
Mn—O2i | 2.142 (4) | N1—C1 | 1.327 (5) |
Mn—O2 | 2.142 (4) | N1—C6 | 1.351 (5) |
Mn—O1i | 2.202 (4) | C1—C2 | 1.401 (7) |
Mn—O1 | 2.202 (4) | C1—H1B | 0.9300 |
Mn—N1 | 2.250 (3) | C2—C3 | 1.351 (7) |
Mn—N1i | 2.250 (3) | C2—H2B | 0.9300 |
O1—H1 | 0.81 (2) | C3—C4 | 1.397 (6) |
O1—H2 | 0.84 (6) | C3—H3A | 0.9300 |
O2—H3 | 0.74 (6) | C4—C6 | 1.419 (6) |
O2—H4 | 0.81 (2) | C4—C5 | 1.425 (6) |
O3—N2 | 1.230 (5) | C5—C5i | 1.338 (10) |
O4—N2 | 1.230 (5) | C5—H5A | 0.9300 |
O5—N2 | 1.258 (5) | C6—C6i | 1.440 (8) |
| | | |
O2i—Mn—O2 | 100.3 (3) | C6—N1—Mn | 115.0 (3) |
O2i—Mn—O1i | 87.29 (18) | O4—N2—O3 | 121.1 (4) |
O2—Mn—O1i | 80.75 (19) | O4—N2—O5 | 118.7 (4) |
O2i—Mn—O1 | 80.75 (19) | O3—N2—O5 | 120.2 (4) |
O2—Mn—O1 | 87.29 (18) | N1—C1—C2 | 123.2 (5) |
O1i—Mn—O1 | 161.3 (2) | N1—C1—H1B | 118.4 |
O2i—Mn—N1 | 159.73 (18) | C2—C1—H1B | 118.4 |
O2—Mn—N1 | 94.94 (16) | C3—C2—C1 | 118.3 (5) |
O1i—Mn—N1 | 108.48 (14) | C3—C2—H2B | 120.8 |
O1—Mn—N1 | 86.69 (15) | C1—C2—H2B | 120.8 |
O2i—Mn—N1i | 94.94 (16) | C2—C3—C4 | 121.4 (5) |
O2—Mn—N1i | 159.73 (18) | C2—C3—H3A | 119.3 |
O1i—Mn—N1i | 86.69 (15) | C4—C3—H3A | 119.3 |
O1—Mn—N1i | 108.48 (14) | C3—C4—C6 | 116.3 (5) |
N1—Mn—N1i | 73.96 (18) | C3—C4—C5 | 124.8 (4) |
Mn—O1—H1 | 119 (6) | C6—C4—C5 | 118.9 (4) |
Mn—O1—H2 | 127 (4) | C5i—C5—C4 | 121.7 (3) |
H1—O1—H2 | 104 (7) | C5i—C5—H5A | 119.2 |
Mn—O2—H3 | 122 (5) | C4—C5—H5A | 119.2 |
Mn—O2—H4 | 129 (4) | N1—C6—C4 | 122.7 (4) |
H3—O2—H4 | 108 (6) | N1—C6—C6i | 117.9 (2) |
C1—N1—C6 | 118.1 (4) | C4—C6—C6i | 119.4 (3) |
C1—N1—Mn | 126.8 (3) | | |
Symmetry code: (i) −x−1, y, −z−1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···O3i | 0.81 (2) | 2.05 (3) | 2.842 (5) | 168 (8) |
O1—H2···O4ii | 0.84 (6) | 2.01 (6) | 2.845 (5) | 170 (5) |
O1—H2···O3ii | 0.84 (6) | 2.65 (5) | 3.250 (5) | 129 (4) |
O1—H2···N2ii | 0.84 (6) | 2.67 (6) | 3.449 (6) | 154 (5) |
O2—H4···O4iii | 0.81 (2) | 2.44 (3) | 3.192 (6) | 155 (6) |
O2—H4···O5iii | 0.81 (2) | 2.16 (4) | 2.819 (6) | 140 (5) |
Symmetry codes: (i) −x−1, y, −z−1/2; (ii) x+1/2, y+1/2, z; (iii) −x−1, −y−1, −z. |