A two-dimensional manganese coordination polymer: poly[bis­(μ-3,5-dimethyl­benzoato)(μ-4,4′-pyridine)manganese(II)]

In the title compound, [Mn(C₉H₉O₂)₂(C₁₀H₈N₂)]_n, the Mn atom lies on a twofold axis and is octa­hedrally coordinated by two N atoms of two bipyridine ligands and four O atoms of four dimethyl­benzoate ligands. The carboxyl­ate O atoms coordinate two symmetry-related Mn^II ions in the bidentate bridging mode. This manganese complex exhibits a two-dimensional layer structure.

Key indicators

• Single-crystal X-ray study
• T = 294 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.033
• wR factor = 0.113
• Data-to-parameter ratio = 12.2

checkCIF/PLATON results

No syntax errors found



Alert level B
ABSTM02_ALERT_3_B  The ratio of expected to reported Tmax/Tmin(RR') is < 0.75
            Tmin and Tmax reported:      0.655     1.000
            Tmin(prime) and Tmax expected:      0.883     0.941
            RR(prime) =      0.698
            Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_B Tmax/Tmin Range Test RR' too Large .............       0.70

Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.94
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.97 Ratio
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.11 Ratio

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.941
            Tmax scaled      0.941 Tmin scaled      0.616

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

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

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Computing details

Data collection: SMART (Bruker, 2001); 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.

poly[bis(µ-3,5-dimethylbenzoato)(µ-4,4'-pyridine)manganese]

Crystal data

[Mn(C9H9O2)2(C10H8N2)]	F(000) = 1060
Mr = 509.45	Dx = 1.457 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 20.996 (8) Å	Cell parameters from 3516 reflections
b = 11.835 (5) Å	θ = 2.7–26.4°
c = 9.958 (4) Å	µ = 0.61 mm^−1
β = 110.161 (5)°	T = 294 K
V = 2322.9 (16) Å^3	Block, colorless
Z = 4	0.20 × 0.18 × 0.10 mm

Data collection

Bruker SMART CCD area-detector diffractometer	1988 independent reflections
Radiation source: fine-focus sealed tube	1680 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.057
φ and ω scans	θmax = 25.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −24→24
Tmin = 0.655, Tmax = 1.000	k = −10→14
4687 measured reflections	l = −11→11

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.113	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0758P)^2 + 0.9512P] where P = (Fo^2 + 2Fc^2)/3
1988 reflections	(Δ/σ)max = 0.001
163 parameters	Δρmax = 0.45 e Å^−3
0 restraints	Δρmin = −0.45 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	0.03846 (3)	0.2500	0.01908 (19)
O1	0.57935 (8)	0.03137 (11)	0.45863 (15)	0.0290 (4)
O2	0.57866 (9)	−0.05321 (12)	0.65910 (16)	0.0320 (4)
N1	0.5000	0.24124 (19)	0.2500	0.0249 (6)
N2	0.5000	0.84357 (19)	0.2500	0.0256 (6)
C1	0.60543 (11)	−0.03001 (15)	0.5673 (2)	0.0218 (5)
C2	0.67543 (11)	−0.07775 (16)	0.5933 (2)	0.0237 (5)
C3	0.70703 (11)	−0.14319 (18)	0.7148 (2)	0.0302 (5)
H3	0.6845	−0.1575	0.7786	0.036*
C4	0.77183 (13)	−0.18751 (19)	0.7420 (2)	0.0365 (6)
C5	0.80495 (12)	−0.16299 (19)	0.6459 (3)	0.0371 (6)
H5	0.8481	−0.1923	0.6629	0.044*
C6	0.77558 (12)	−0.09624 (19)	0.5258 (2)	0.0330 (5)
C7	0.71019 (13)	−0.05524 (17)	0.4994 (2)	0.0289 (5)
H7	0.6894	−0.0122	0.4179	0.035*
C8	0.80638 (16)	−0.2588 (3)	0.8733 (4)	0.0648 (9)
H8A	0.8355	−0.3131	0.8519	0.097*
H8B	0.7727	−0.2975	0.9011	0.097*
H8C	0.8328	−0.2110	0.9502	0.097*
C9	0.81529 (15)	−0.0712 (3)	0.4275 (3)	0.0484 (7)
H9A	0.8400	−0.0020	0.4564	0.073*
H9B	0.7845	−0.0641	0.3309	0.073*
H9C	0.8465	−0.1318	0.4329	0.073*
C10	0.55291 (13)	0.30106 (18)	0.2433 (3)	0.0345 (5)
H10	0.5904	0.2618	0.2381	0.041*
C11	0.55515 (13)	0.41843 (18)	0.2435 (3)	0.0341 (5)
H11	0.5934	0.4558	0.2394	0.041*
C12	0.5000	0.4792 (2)	0.2500	0.0246 (7)
C13	0.5000	0.6059 (2)	0.2500	0.0241 (6)
C14	0.48519 (12)	0.66713 (17)	0.3552 (2)	0.0289 (5)
H14	0.4744	0.6297	0.4267	0.035*
C15	0.48665 (12)	0.78409 (17)	0.3526 (2)	0.0290 (5)
H15	0.4780	0.8235	0.4253	0.035*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0188 (3)	0.0169 (3)	0.0219 (3)	0.000	0.00747 (18)	0.000
O1	0.0259 (8)	0.0317 (8)	0.0255 (7)	0.0018 (6)	0.0040 (6)	0.0028 (5)
O2	0.0272 (9)	0.0389 (9)	0.0361 (8)	0.0057 (7)	0.0186 (7)	0.0062 (6)
N1	0.0265 (14)	0.0191 (11)	0.0299 (12)	0.000	0.0107 (10)	0.000
N2	0.0259 (14)	0.0190 (11)	0.0304 (12)	0.000	0.0077 (10)	0.000
C1	0.0202 (11)	0.0207 (9)	0.0237 (9)	−0.0029 (8)	0.0065 (8)	−0.0036 (7)
C2	0.0217 (11)	0.0211 (9)	0.0282 (10)	−0.0012 (9)	0.0086 (8)	−0.0021 (8)
C3	0.0270 (12)	0.0310 (11)	0.0324 (10)	−0.0003 (10)	0.0098 (9)	0.0058 (8)
C4	0.0283 (12)	0.0321 (11)	0.0449 (12)	0.0044 (10)	0.0072 (10)	0.0094 (10)
C5	0.0229 (12)	0.0338 (12)	0.0544 (13)	0.0051 (10)	0.0132 (11)	−0.0008 (10)
C6	0.0284 (12)	0.0319 (11)	0.0431 (12)	0.0004 (10)	0.0182 (10)	−0.0033 (9)
C7	0.0286 (12)	0.0289 (11)	0.0311 (11)	0.0012 (9)	0.0128 (9)	0.0016 (8)
C8	0.0421 (17)	0.0688 (19)	0.0754 (19)	0.0153 (15)	0.0100 (15)	0.0386 (16)
C9	0.0383 (15)	0.0571 (15)	0.0602 (16)	0.0033 (13)	0.0304 (13)	0.0005 (13)
C10	0.0283 (12)	0.0232 (10)	0.0555 (13)	0.0026 (10)	0.0188 (11)	−0.0028 (10)
C11	0.0284 (12)	0.0231 (10)	0.0569 (13)	−0.0040 (10)	0.0228 (11)	−0.0026 (10)
C12	0.0283 (16)	0.0189 (13)	0.0267 (13)	0.000	0.0094 (12)	0.000
C13	0.0221 (15)	0.0189 (13)	0.0304 (13)	0.000	0.0078 (11)	0.000
C14	0.0355 (13)	0.0243 (10)	0.0304 (10)	−0.0015 (9)	0.0157 (9)	0.0015 (8)
C15	0.0349 (12)	0.0246 (10)	0.0298 (10)	−0.0002 (9)	0.0139 (9)	−0.0049 (8)

Geometric parameters (Å, º)

Mn1—O2^i	2.1466 (18)	C5—H5	0.9300
Mn1—O2^ii	2.1467 (18)	C6—C7	1.393 (3)
Mn1—O1	2.1710 (15)	C6—C9	1.518 (4)
Mn1—O1^iii	2.1710 (15)	C7—H7	0.9300
Mn1—N2^iv	2.307 (2)	C8—H8A	0.9600
Mn1—N1	2.400 (2)	C8—H8B	0.9600
O1—C1	1.261 (2)	C8—H8C	0.9600
O2—C1	1.257 (3)	C9—H9A	0.9600
O2—Mn1^ii	2.1467 (18)	C9—H9B	0.9600
N1—C10	1.338 (3)	C9—H9C	0.9600
N1—C10^iii	1.338 (3)	C10—C11	1.390 (3)
N2—C15^iii	1.348 (2)	C10—H10	0.9300
N2—C15	1.348 (2)	C11—C12	1.384 (3)
N2—Mn1^v	2.307 (2)	C11—H11	0.9300
C1—C2	1.511 (3)	C12—C11^iii	1.384 (3)
C2—C7	1.396 (3)	C12—C13	1.499 (4)
C2—C3	1.396 (3)	C13—C14^iii	1.395 (2)
C3—C4	1.395 (3)	C13—C14	1.395 (2)
C3—H3	0.9300	C14—C15	1.385 (3)
C4—C5	1.393 (4)	C14—H14	0.9300
C4—C8	1.515 (3)	C15—H15	0.9300
C5—C6	1.388 (3)
O2^i—Mn1—O2^ii	170.67 (8)	C4—C5—H5	118.9
O2^i—Mn1—O1	87.62 (7)	C5—C6—C7	118.5 (2)
O2^ii—Mn1—O1	92.74 (7)	C5—C6—C9	119.2 (2)
O2^i—Mn1—O1^iii	92.74 (7)	C7—C6—C9	122.3 (2)
O2^ii—Mn1—O1^iii	87.62 (7)	C6—C7—C2	121.04 (19)
O1—Mn1—O1^iii	175.57 (7)	C6—C7—H7	119.5
O2^i—Mn1—N2^iv	94.67 (4)	C2—C7—H7	119.5
O2^ii—Mn1—N2^iv	94.67 (4)	C4—C8—H8A	109.5
O1—Mn1—N2^iv	87.78 (4)	C4—C8—H8B	109.5
O1^iii—Mn1—N2^iv	87.78 (4)	H8A—C8—H8B	109.5
O2^i—Mn1—N1	85.33 (4)	C4—C8—H8C	109.5
O2^ii—Mn1—N1	85.33 (4)	H8A—C8—H8C	109.5
O1—Mn1—N1	92.22 (4)	H8B—C8—H8C	109.5
O1^iii—Mn1—N1	92.22 (4)	C6—C9—H9A	109.5
N2^iv—Mn1—N1	180	C6—C9—H9B	109.5
C1—O1—Mn1	143.76 (13)	H9A—C9—H9B	109.5
C1—O2—Mn1^ii	152.93 (14)	C6—C9—H9C	109.5
C10—N1—C10^iii	116.1 (3)	H9A—C9—H9C	109.5
C10—N1—Mn1	121.93 (13)	H9B—C9—H9C	109.5
C10^iii—N1—Mn1	121.93 (13)	N1—C10—C11	123.8 (2)
C15^iii—N2—C15	117.0 (2)	N1—C10—H10	118.1
C15^iii—N2—Mn1^v	121.49 (12)	C11—C10—H10	118.1
C15—N2—Mn1^v	121.49 (12)	C12—C11—C10	119.5 (2)
O2—C1—O1	125.4 (2)	C12—C11—H11	120.3
O2—C1—C2	116.46 (17)	C10—C11—H11	120.3
O1—C1—C2	118.13 (19)	C11—C12—C11^iii	117.3 (3)
C7—C2—C3	119.0 (2)	C11—C12—C13	121.35 (14)
C7—C2—C1	121.04 (18)	C11^iii—C12—C13	121.35 (14)
C3—C2—C1	120.0 (2)	C14^iii—C13—C14	117.4 (3)
C4—C3—C2	121.2 (2)	C14^iii—C13—C12	121.32 (13)
C4—C3—H3	119.4	C14—C13—C12	121.32 (13)
C2—C3—H3	119.4	C15—C14—C13	119.6 (2)
C5—C4—C3	118.19 (19)	C15—C14—H14	120.2
C5—C4—C8	120.3 (2)	C13—C14—H14	120.2
C3—C4—C8	121.5 (3)	N2—C15—C14	123.22 (19)
C6—C5—C4	122.1 (2)	N2—C15—H15	118.4
C6—C5—H5	118.9	C14—C15—H15	118.4

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