catena-Poly[[bis­(N,N-dimethyl­formamide)manganese(II)]-di-μ₂-oxalato]

The title complex, [Mn(C₂O₄)(C₃H₇NO)₂]_n, forms extended one-dimensional chains with oxalate dianions bridging Mn^II atoms in a bis-bidentate mode. The unique Mn^II atom lies on a crystallographic twofold axis and is in a distorted octa­hedral coordination environment. There is a single weak intra­molecular C—H...O hydrogen-bond inter­action [H...O = 2.38 Å].

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.026
• wR factor = 0.076
• Data-to-parameter ratio = 18.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT369_ALERT_2_C Long   C(sp2)-C(sp2) Bond  C1     -   C1_b   ...       1.56 Ang.

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   2 ALERT level G = General alerts; check

   3 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
   0 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: APEXII (Bruker, 2003); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; 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) and DIAMOND (Brandenburg & Berndt, 1999).

catena-Poly[[bis(N,N'-dimethylformamide)manganese(II)]-di-µ₂-oxalato]

Crystal data

[Mn(C2O4)(C3H7NO)2]	F(000) = 596
Mr = 289.16	Dx = 1.567 Mg m^−3
Orthorhombic, Pbcn	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2n 2ab	Cell parameters from 2764 reflections
a = 15.324 (7) Å	θ = 2.7–26.5°
b = 7.936 (4) Å	µ = 1.10 mm^−1
c = 10.079 (5) Å	T = 293 K
V = 1225.7 (10) Å^3	Block, pink
Z = 4	0.24 × 0.23 × 0.22 mm

Data collection

Bruker APEX-II diffractometer	1455 independent reflections
Radiation source: fine-focus sealed tube	1137 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
φ and ω scans	θmax = 27.8°, θmin = 2.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −20→15
Tmin = 0.777, Tmax = 0.786	k = −10→10
7513 measured reflections	l = −13→12

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.077	H-atom parameters constrained
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0375P)^2 + 0.3835P] where P = (Fo^2 + 2Fc^2)/3
1455 reflections	(Δ/σ)max = 0.009
80 parameters	Δρmax = 0.28 e Å^−3
0 restraints	Δρmin = −0.19 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Mn1	0.5000	0.16395 (4)	0.7500	0.03401 (13)
O1	0.42794 (8)	0.14968 (16)	0.93648 (13)	0.0465 (3)
O2	0.42793 (8)	0.01951 (17)	1.13276 (12)	0.0448 (3)
O3	0.40853 (8)	0.36723 (16)	0.69978 (14)	0.0462 (3)
N1	0.33651 (10)	0.60038 (19)	0.76783 (14)	0.0404 (4)
C1	0.45821 (10)	0.0493 (2)	1.02048 (16)	0.0343 (4)
C2	0.39242 (12)	0.4783 (2)	0.78386 (18)	0.0437 (4)
H2	0.4225	0.4737	0.8639	0.052*
C3	0.32177 (16)	0.7285 (3)	0.8678 (2)	0.0636 (6)
H3A	0.3600	0.7093	0.9417	0.095*
H3B	0.2622	0.7234	0.8972	0.095*
H3C	0.3333	0.8376	0.8306	0.095*
C4	0.28808 (13)	0.6184 (3)	0.6446 (2)	0.0534 (5)
H4A	0.3112	0.7114	0.5948	0.080*
H4B	0.2277	0.6390	0.6641	0.080*
H4C	0.2933	0.5169	0.5934	0.080*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0342 (2)	0.0384 (2)	0.0294 (2)	0.000	0.00156 (14)	0.000
O1	0.0458 (7)	0.0551 (8)	0.0387 (7)	0.0178 (6)	0.0096 (5)	0.0106 (6)
O2	0.0420 (7)	0.0560 (8)	0.0362 (7)	0.0132 (6)	0.0113 (5)	0.0085 (6)
O3	0.0468 (7)	0.0479 (7)	0.0441 (7)	0.0108 (6)	−0.0066 (6)	−0.0042 (6)
N1	0.0410 (8)	0.0413 (8)	0.0389 (9)	0.0038 (6)	0.0015 (6)	0.0029 (6)
C1	0.0322 (8)	0.0375 (8)	0.0331 (8)	0.0013 (7)	0.0028 (7)	−0.0007 (7)
C2	0.0424 (9)	0.0507 (11)	0.0379 (9)	0.0033 (8)	−0.0039 (7)	0.0036 (8)
C3	0.0828 (16)	0.0577 (13)	0.0504 (13)	0.0151 (12)	0.0074 (11)	−0.0065 (10)
C4	0.0495 (11)	0.0565 (12)	0.0542 (12)	0.0093 (9)	−0.0106 (9)	0.0056 (10)

Geometric parameters (Å, º)

Mn1—O2^i	2.1762 (14)	N1—C3	1.449 (3)
Mn1—O2^ii	2.1762 (13)	N1—C4	1.454 (2)
Mn1—O1^iii	2.1828 (15)	C1—C1^ii	1.556 (3)
Mn1—O1	2.1828 (15)	C2—H2	0.9300
Mn1—O3^iii	2.1962 (14)	C3—H3A	0.9600
Mn1—O3	2.1962 (14)	C3—H3B	0.9600
O1—C1	1.252 (2)	C3—H3C	0.9600
O2—C1	1.2457 (19)	C4—H4A	0.9600
O2—Mn1^ii	2.1762 (14)	C4—H4B	0.9600
O3—C2	1.248 (2)	C4—H4C	0.9600
N1—C2	1.303 (2)
O2^i—Mn1—O2^ii	96.02 (8)	C3—N1—C4	116.43 (17)
O2^i—Mn1—O1^iii	75.79 (5)	O2—C1—O1	126.65 (16)
O2^ii—Mn1—O1^iii	100.14 (5)	O2—C1—C1^ii	116.90 (17)
O2^i—Mn1—O1	100.14 (6)	O1—C1—C1^ii	116.45 (17)
O2^ii—Mn1—O1	75.79 (5)	O3—C2—N1	124.82 (18)
O1^iii—Mn1—O1	174.05 (7)	O3—C2—H2	117.6
O2^i—Mn1—O3^iii	160.13 (5)	N1—C2—H2	117.6
O2^ii—Mn1—O3^iii	92.43 (6)	N1—C3—H3A	109.5
O1^iii—Mn1—O3^iii	85.05 (5)	N1—C3—H3B	109.5
O1—Mn1—O3^iii	99.35 (6)	H3A—C3—H3B	109.5
O2^i—Mn1—O3	92.43 (6)	N1—C3—H3C	109.5
O2^ii—Mn1—O3	160.13 (5)	H3A—C3—H3C	109.5
O1^iii—Mn1—O3	99.35 (6)	H3B—C3—H3C	109.5
O1—Mn1—O3	85.05 (5)	N1—C4—H4A	109.5
O3^iii—Mn1—O3	85.46 (8)	N1—C4—H4B	109.5
C1—O1—Mn1	115.33 (11)	H4A—C4—H4B	109.5
C1—O2—Mn1^ii	115.53 (11)	N1—C4—H4C	109.5
C2—O3—Mn1	119.26 (12)	H4A—C4—H4C	109.5
C2—N1—C3	122.54 (17)	H4B—C4—H4C	109.5
C2—N1—C4	120.98 (16)
O2^i—Mn1—O1—C1	93.48 (14)	O3^iii—Mn1—O3—C2	−54.03 (13)
O2^ii—Mn1—O1—C1	−0.22 (12)	Mn1^ii—O2—C1—O1	−179.87 (15)
O3^iii—Mn1—O1—C1	−90.37 (14)	Mn1^ii—O2—C1—C1^ii	0.7 (2)
O3—Mn1—O1—C1	−174.93 (13)	Mn1—O1—C1—O2	−179.49 (14)
O2^i—Mn1—O3—C2	145.76 (14)	Mn1—O1—C1—C1^ii	0.0 (2)
O2^ii—Mn1—O3—C2	30.5 (2)	Mn1—O3—C2—N1	−176.71 (14)
O1^iii—Mn1—O3—C2	−138.24 (14)	C3—N1—C2—O3	−178.55 (19)
O1—Mn1—O3—C2	45.79 (15)	C4—N1—C2—O3	−1.3 (3)

Symmetry codes: (i) x, −y, z−1/2; (ii) −x+1, −y, −z+2; (iii) −x+1, y, −z+3/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C4—H4C···O3	0.96	2.38	2.773 (2)	104