The crystalline title complex, [Mn(C5H7O2)2(C4H11N)], was prepared as a possible precursor for chemical vapour deposition of manganese(II) oxide, MnO. Two 2,4-pentanedionate and one N,N-dimethylaminoethanol ligand are coordinated to the MnII atom in a slightly distorted octahedral geometry. The Mn complex is isostructural with the analogous Ni, Co and Zn complexes.
Supporting information
CCDC reference: 298405
Key indicators
- Single-crystal X-ray study
- T = 110 K
- Mean (C-C) = 0.002 Å
- R factor = 0.037
- wR factor = 0.096
- Data-to-parameter ratio = 21.5
checkCIF/PLATON results
No syntax errors found
Alert level C
CRYSC01_ALERT_1_C The word below has not been recognised as a standard
identifier.
yellowish
CRYSC01_ALERT_1_C No recognised colour has been given for crystal colour.
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.62
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Mn1 - O4 .. 5.87 su
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
5 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2002); cell refinement: SAINT-Plus (Bruker, 2003); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
[2-(
N,
N-Dimethylamino)ethanolato-
κ2N,
O]bis(2,4-pentanedionate-
κ2O,
O')manganese(II)
top
Crystal data top
[Mn(C5H7O2)2(C4H11N)] | F(000) = 362 |
Mr = 342.29 | Dx = 1.306 Mg m−3 |
Triclinic, P1 | Melting point: 125 K |
a = 7.6392 (14) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.5533 (19) Å | Cell parameters from 5563 reflections |
c = 11.766 (2) Å | θ = 2.3–30.5° |
α = 105.235 (3)° | µ = 0.78 mm−1 |
β = 103.187 (3)° | T = 110 K |
γ = 98.154 (3)° | Plate, yellowish |
V = 870.3 (3) Å3 | 0.37 × 0.27 × 0.02 mm |
Z = 2 | |
Data collection top
Bruker SMART APEX CCD area-detector diffractometer | 4296 independent reflections |
Radiation source: fine-focus sealed tube | 3711 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.026 |
ω scans | θmax = 28.3°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS in SAINT-Plus; Bruker, 2003) | h = −10→10 |
Tmin = 0.772, Tmax = 0.99 | k = −14→14 |
8862 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)] = 0.037 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.096 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.05 | w = 1/[σ2(Fo2) + (0.054P)2 + 0.2295P] where P = (Fo2 + 2Fc2)/3 |
4296 reflections | (Δ/σ)max = 0.001 |
200 parameters | Δρmax = 0.63 e Å−3 |
1 restraint | Δρmin = −0.24 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 | |
Mn1 | 0.41002 (3) | 0.52507 (2) | 0.26919 (2) | 0.01523 (9) | |
O1 | 0.64115 (16) | 0.58537 (13) | 0.44133 (11) | 0.0222 (3) | |
H1 | 0.647 (4) | 0.616 (2) | 0.5166 (16) | 0.046 (7)* | |
C1 | 0.8027 (2) | 0.53354 (19) | 0.43383 (16) | 0.0235 (3) | |
H1A | 0.7965 | 0.4503 | 0.4580 | 0.028* | |
H1B | 0.9135 | 0.6003 | 0.4898 | 0.028* | |
C2 | 0.8128 (2) | 0.50392 (18) | 0.30232 (16) | 0.0234 (3) | |
H2A | 0.8365 | 0.5894 | 0.2829 | 0.028* | |
H2B | 0.9164 | 0.4592 | 0.2930 | 0.028* | |
N2 | 0.64001 (19) | 0.41662 (14) | 0.21577 (12) | 0.0187 (3) | |
C3 | 0.6198 (3) | 0.27949 (18) | 0.22543 (19) | 0.0279 (4) | |
H3A | 0.5084 | 0.2218 | 0.1638 | 0.042* | |
H3B | 0.6103 | 0.2814 | 0.3075 | 0.042* | |
H3C | 0.7274 | 0.2439 | 0.2115 | 0.042* | |
C4 | 0.6427 (3) | 0.4107 (2) | 0.08974 (16) | 0.0290 (4) | |
H4A | 0.6591 | 0.5018 | 0.0826 | 0.044* | |
H4B | 0.5262 | 0.3557 | 0.0321 | 0.044* | |
H4C | 0.7448 | 0.3707 | 0.0706 | 0.044* | |
C5 | 0.1300 (3) | 0.13877 (18) | 0.30038 (18) | 0.0290 (4) | |
H5A | 0.2454 | 0.1235 | 0.3460 | 0.044* | |
H5B | 0.0613 | 0.0554 | 0.2360 | 0.044* | |
H5C | 0.0558 | 0.1669 | 0.3565 | 0.044* | |
C6 | 0.1721 (2) | 0.24728 (16) | 0.24285 (15) | 0.0193 (3) | |
C7 | 0.0875 (2) | 0.22396 (17) | 0.11908 (16) | 0.0228 (3) | |
H7 | 0.0088 | 0.1384 | 0.0752 | 0.027* | |
C8 | 0.1086 (2) | 0.31680 (17) | 0.05302 (15) | 0.0208 (3) | |
C9 | −0.0018 (3) | 0.2782 (2) | −0.07946 (16) | 0.0284 (4) | |
H9A | −0.0697 | 0.3479 | −0.0916 | 0.043* | |
H9B | −0.0889 | 0.1923 | −0.1009 | 0.043* | |
H9C | 0.0814 | 0.2693 | −0.1319 | 0.043* | |
O2 | 0.28447 (16) | 0.35572 (11) | 0.31465 (10) | 0.0193 (2) | |
O3 | 0.21268 (16) | 0.43198 (12) | 0.09686 (11) | 0.0220 (2) | |
C10 | 0.1792 (3) | 0.85390 (18) | 0.45908 (18) | 0.0276 (4) | |
H10A | 0.0508 | 0.8315 | 0.4093 | 0.041* | |
H10B | 0.2257 | 0.9514 | 0.4844 | 0.041* | |
H10C | 0.1865 | 0.8241 | 0.5319 | 0.041* | |
C11 | 0.2941 (2) | 0.78407 (17) | 0.38454 (15) | 0.0195 (3) | |
C12 | 0.4110 (2) | 0.86151 (17) | 0.34015 (16) | 0.0220 (3) | |
H12 | 0.4233 | 0.9562 | 0.3679 | 0.026* | |
C13 | 0.5117 (2) | 0.81212 (16) | 0.25853 (15) | 0.0204 (3) | |
C14 | 0.6188 (3) | 0.91068 (19) | 0.2129 (2) | 0.0369 (5) | |
H14A | 0.7503 | 0.9115 | 0.2395 | 0.055* | |
H14B | 0.5983 | 1.0009 | 0.2467 | 0.055* | |
H14C | 0.5771 | 0.8835 | 0.1232 | 0.055* | |
O4 | 0.27152 (16) | 0.65827 (12) | 0.36526 (11) | 0.0214 (2) | |
O5 | 0.52144 (17) | 0.69063 (11) | 0.21747 (11) | 0.0212 (2) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.01576 (13) | 0.01687 (14) | 0.01353 (13) | 0.00392 (9) | 0.00379 (9) | 0.00547 (9) |
O1 | 0.0182 (6) | 0.0338 (7) | 0.0145 (6) | 0.0078 (5) | 0.0040 (5) | 0.0066 (5) |
C1 | 0.0177 (8) | 0.0343 (9) | 0.0187 (8) | 0.0074 (7) | 0.0030 (6) | 0.0090 (7) |
C2 | 0.0181 (8) | 0.0305 (9) | 0.0221 (8) | 0.0041 (7) | 0.0060 (6) | 0.0090 (7) |
N2 | 0.0189 (7) | 0.0224 (7) | 0.0164 (6) | 0.0056 (5) | 0.0054 (5) | 0.0073 (5) |
C3 | 0.0249 (9) | 0.0260 (9) | 0.0368 (10) | 0.0098 (7) | 0.0114 (8) | 0.0116 (8) |
C4 | 0.0323 (10) | 0.0410 (11) | 0.0190 (9) | 0.0155 (8) | 0.0114 (7) | 0.0102 (8) |
C5 | 0.0324 (10) | 0.0231 (9) | 0.0347 (10) | 0.0036 (7) | 0.0121 (8) | 0.0129 (8) |
C6 | 0.0171 (7) | 0.0189 (8) | 0.0239 (8) | 0.0052 (6) | 0.0093 (6) | 0.0060 (6) |
C7 | 0.0211 (8) | 0.0203 (8) | 0.0224 (8) | 0.0018 (6) | 0.0046 (7) | 0.0017 (6) |
C8 | 0.0173 (8) | 0.0260 (9) | 0.0164 (8) | 0.0070 (6) | 0.0040 (6) | 0.0017 (6) |
C9 | 0.0264 (9) | 0.0345 (10) | 0.0172 (8) | 0.0047 (7) | 0.0003 (7) | 0.0021 (7) |
O2 | 0.0205 (6) | 0.0214 (6) | 0.0162 (5) | 0.0032 (4) | 0.0050 (4) | 0.0068 (5) |
O3 | 0.0212 (6) | 0.0241 (6) | 0.0179 (6) | 0.0018 (5) | 0.0019 (5) | 0.0067 (5) |
C10 | 0.0284 (9) | 0.0263 (9) | 0.0287 (9) | 0.0081 (7) | 0.0125 (8) | 0.0044 (7) |
C11 | 0.0185 (8) | 0.0232 (8) | 0.0145 (7) | 0.0055 (6) | 0.0022 (6) | 0.0036 (6) |
C12 | 0.0256 (8) | 0.0156 (8) | 0.0231 (8) | 0.0036 (6) | 0.0069 (7) | 0.0038 (6) |
C13 | 0.0219 (8) | 0.0202 (8) | 0.0171 (8) | 0.0007 (6) | 0.0028 (6) | 0.0065 (6) |
C14 | 0.0553 (13) | 0.0225 (10) | 0.0374 (11) | 0.0016 (9) | 0.0270 (10) | 0.0082 (8) |
O4 | 0.0217 (6) | 0.0202 (6) | 0.0231 (6) | 0.0047 (5) | 0.0081 (5) | 0.0061 (5) |
O5 | 0.0266 (6) | 0.0188 (6) | 0.0194 (6) | 0.0043 (5) | 0.0086 (5) | 0.0063 (5) |
Geometric parameters (Å, º) top
Mn1—O3 | 2.1183 (12) | C5—H5B | 0.9800 |
Mn1—O4 | 2.1226 (12) | C5—H5C | 0.9800 |
Mn1—O5 | 2.1262 (12) | C6—O2 | 1.282 (2) |
Mn1—O2 | 2.1565 (11) | C6—C7 | 1.392 (2) |
Mn1—O1 | 2.2354 (12) | C7—C8 | 1.415 (2) |
Mn1—N2 | 2.3427 (14) | C7—H7 | 0.9500 |
O1—C1 | 1.430 (2) | C8—O3 | 1.259 (2) |
O1—H1 | 0.847 (16) | C8—C9 | 1.509 (2) |
C1—C2 | 1.518 (2) | C9—H9A | 0.9800 |
C1—H1A | 0.9900 | C9—H9B | 0.9800 |
C1—H1B | 0.9900 | C9—H9C | 0.9800 |
C2—N2 | 1.475 (2) | C10—C11 | 1.509 (2) |
C2—H2A | 0.9900 | C10—H10A | 0.9800 |
C2—H2B | 0.9900 | C10—H10B | 0.9800 |
N2—C3 | 1.470 (2) | C10—H10C | 0.9800 |
N2—C4 | 1.473 (2) | C11—O4 | 1.266 (2) |
C3—H3A | 0.9800 | C11—C12 | 1.403 (2) |
C3—H3B | 0.9800 | C12—C13 | 1.404 (2) |
C3—H3C | 0.9800 | C12—H12 | 0.9500 |
C4—H4A | 0.9800 | C13—O5 | 1.265 (2) |
C4—H4B | 0.9800 | C13—C14 | 1.514 (2) |
C4—H4C | 0.9800 | C14—H14A | 0.9800 |
C5—C6 | 1.508 (2) | C14—H14B | 0.9800 |
C5—H5A | 0.9800 | C14—H14C | 0.9800 |
| | | |
O3—Mn1—O4 | 102.65 (5) | H4B—C4—H4C | 109.5 |
O3—Mn1—O5 | 94.01 (5) | C6—C5—H5A | 109.5 |
O4—Mn1—O5 | 86.19 (5) | C6—C5—H5B | 109.5 |
O3—Mn1—O2 | 83.37 (5) | H5A—C5—H5B | 109.5 |
O4—Mn1—O2 | 93.26 (5) | C6—C5—H5C | 109.5 |
O5—Mn1—O2 | 177.15 (4) | H5A—C5—H5C | 109.5 |
O3—Mn1—O1 | 168.27 (5) | H5B—C5—H5C | 109.5 |
O4—Mn1—O1 | 88.12 (5) | O2—C6—C7 | 125.26 (15) |
O5—Mn1—O1 | 91.31 (5) | O2—C6—C5 | 115.86 (15) |
O2—Mn1—O1 | 91.47 (5) | C7—C6—C5 | 118.88 (16) |
O3—Mn1—N2 | 94.92 (5) | C6—C7—C8 | 125.58 (16) |
O4—Mn1—N2 | 162.14 (5) | C6—C7—H7 | 117.2 |
O5—Mn1—N2 | 89.40 (5) | C8—C7—H7 | 117.2 |
O2—Mn1—N2 | 91.96 (5) | O3—C8—C7 | 124.82 (15) |
O1—Mn1—N2 | 74.67 (5) | O3—C8—C9 | 116.37 (16) |
C1—O1—Mn1 | 116.95 (10) | C7—C8—C9 | 118.81 (16) |
C1—O1—H1 | 107.6 (18) | C8—C9—H9A | 109.5 |
Mn1—O1—H1 | 133.1 (18) | C8—C9—H9B | 109.5 |
O1—C1—C2 | 108.00 (13) | H9A—C9—H9B | 109.5 |
O1—C1—H1A | 110.1 | C8—C9—H9C | 109.5 |
C2—C1—H1A | 110.1 | H9A—C9—H9C | 109.5 |
O1—C1—H1B | 110.1 | H9B—C9—H9C | 109.5 |
C2—C1—H1B | 110.1 | C6—O2—Mn1 | 128.69 (10) |
H1A—C1—H1B | 108.4 | C8—O3—Mn1 | 130.79 (11) |
N2—C2—C1 | 111.12 (14) | C11—C10—H10A | 109.5 |
N2—C2—H2A | 109.4 | C11—C10—H10B | 109.5 |
C1—C2—H2A | 109.4 | H10A—C10—H10B | 109.5 |
N2—C2—H2B | 109.4 | C11—C10—H10C | 109.5 |
C1—C2—H2B | 109.4 | H10A—C10—H10C | 109.5 |
H2A—C2—H2B | 108.0 | H10B—C10—H10C | 109.5 |
C3—N2—C4 | 108.67 (14) | O4—C11—C12 | 125.85 (15) |
C3—N2—C2 | 110.75 (14) | O4—C11—C10 | 115.88 (15) |
C4—N2—C2 | 109.18 (14) | C12—C11—C10 | 118.24 (15) |
C3—N2—Mn1 | 113.57 (10) | C11—C12—C13 | 126.11 (15) |
C4—N2—Mn1 | 110.35 (10) | C11—C12—H12 | 116.9 |
C2—N2—Mn1 | 104.21 (10) | C13—C12—H12 | 116.9 |
N2—C3—H3A | 109.5 | O5—C13—C12 | 126.07 (15) |
N2—C3—H3B | 109.5 | O5—C13—C14 | 115.52 (15) |
H3A—C3—H3B | 109.5 | C12—C13—C14 | 118.40 (15) |
N2—C3—H3C | 109.5 | C13—C14—H14A | 109.5 |
H3A—C3—H3C | 109.5 | C13—C14—H14B | 109.5 |
H3B—C3—H3C | 109.5 | H14A—C14—H14B | 109.5 |
N2—C4—H4A | 109.5 | C13—C14—H14C | 109.5 |
N2—C4—H4B | 109.5 | H14A—C14—H14C | 109.5 |
H4A—C4—H4B | 109.5 | H14B—C14—H14C | 109.5 |
N2—C4—H4C | 109.5 | C11—O4—Mn1 | 127.53 (11) |
H4A—C4—H4C | 109.5 | C13—O5—Mn1 | 127.17 (11) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···O2i | 0.85 (2) | 1.87 (2) | 2.6777 (17) | 160 (3) |
Symmetry code: (i) −x+1, −y+1, −z+1. |