Diaqua­bis(4-formyl­benzoato-κO)bis­(1H-imidazole-κN³)manganese(II)

The Mn atom in the title compound, [Mn(C₈H₅O₃)₂(C₃H₄N₂)₂(H₂O)₂], is datively linked to the imidazole heterocycles and water mol­ecules, and covalently linked to the substituted benzoate groups in an all-trans octa­hedral geometry; the Mn atom lies on a center of inversion.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.003 Å
• Disorder in main residue
• R factor = 0.033
• wR factor = 0.101
• Data-to-parameter ratio = 14.4

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT411_ALERT_2_B Short Inter H...H Contact  H3     ..  H3      ..       2.07 Ang.

Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.662     0.911
            Tmin(prime) and Tmax expected:      0.793     0.910
            RR(prime) =      0.834
            Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.83
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       2.65 Ratio
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C5
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.28
PLAT301_ALERT_3_C Main Residue  Disorder .........................      10.00 Perc.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   4 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: SHELXL97.

Diaquabis(4-formylbenzoato-κO)bis(1H-imidazole- κN³)manganese(II)

Crystal data

[Mn(C8H5O3)2(C3H4N2)2(H2O)2]	Z = 1
Mr = 525.38	F(000) = 271
Triclinic, P1	Dx = 1.519 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 5.644 (2) Å	Cell parameters from 5394 reflections
b = 8.141 (4) Å	θ = 3.3–27.5°
c = 12.940 (5) Å	µ = 0.63 mm^−1
α = 75.626 (1)°	T = 295 K
β = 86.664 (1)°	Prism, colorless
γ = 86.384 (1)°	0.36 × 0.28 × 0.15 mm
V = 574.3 (4) Å^3

Data collection

Rigaku RAXIS-RAPID IP diffractometer	2616 independent reflections
Radiation source: fine-focus sealed tube	2474 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.017
ω scans	θmax = 27.5°, θmin = 3.3°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −7→7
Tmin = 0.662, Tmax = 0.911	k = −10→10
5688 measured reflections	l = −16→16

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) = 0.101	H atoms treated by a mixture of independent and constrained refinement
S = 1.15	w = 1/[σ^2(Fo^2) + (0.061P)^2 + 0.1044P] where P = (Fo^2 + 2Fc^2)/3
2616 reflections	(Δ/σ)max = 0.001
182 parameters	Δρmax = 0.36 e Å^−3
4 restraints	Δρmin = −0.32 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Mn1	0.5000	0.5000	0.5000	0.0275 (1)
O1	0.7296 (2)	0.4791 (2)	0.6368 (1)	0.0352 (3)
O2	0.4750 (2)	0.5774 (2)	0.7484 (1)	0.0490 (3)
O3	1.1682 (6)	0.1604 (4)	1.1789 (2)	0.085 (1)	0.639 (5)
O3'	1.369 (1)	0.0667 (8)	1.0943 (5)	0.095 (2)	0.361 (5)
O1w	0.8084 (2)	0.4082 (2)	0.4119 (1)	0.0355 (3)
N1	0.5882 (2)	0.7681 (2)	0.4258 (1)	0.0343 (3)
N2	0.5649 (3)	1.0321 (2)	0.3328 (1)	0.0524 (4)
C1	0.6554 (3)	0.4921 (2)	0.7292 (1)	0.0314 (3)
C2	0.7978 (3)	0.3944 (2)	0.8225 (1)	0.0327 (3)
C3	0.7203 (4)	0.4029 (3)	0.9245 (2)	0.0607 (6)
C4	0.8466 (5)	0.3197 (4)	1.0122 (2)	0.0682 (7)
C5	1.0524 (4)	0.2258 (3)	0.9986 (2)	0.0485 (4)
C6	1.1290 (4)	0.2136 (3)	0.8974 (2)	0.0488 (4)
C7	1.0016 (3)	0.2971 (2)	0.8096 (1)	0.0407 (4)
C8	1.1942 (5)	0.1416 (3)	1.0918 (2)	0.0696 (8)	0.639 (5)
C8'	1.1942 (5)	0.1416 (3)	1.0918 (2)	0.0696 (8)	0.361 (5)
C9	0.4630 (4)	0.8834 (2)	0.3583 (2)	0.0518 (5)
C10	0.7672 (4)	1.0122 (2)	0.3853 (2)	0.0574 (5)
C11	0.7808 (4)	0.8493 (2)	0.4416 (2)	0.0540 (5)
H1w1	0.939 (3)	0.456 (3)	0.397 (2)	0.055 (6)*
H1w2	0.737 (4)	0.411 (3)	0.356 (1)	0.063 (7)*
H2n	0.506 (5)	1.123 (2)	0.293 (2)	0.081 (9)*
H3	0.5810	0.4656	0.9342	0.073*
H4	0.7928	0.3270	1.0803	0.082*
H6	1.2668	0.1489	0.8882	0.059*
H7	1.0536	0.2876	0.7417	0.049*
H8	1.3169	0.0657	1.0801	0.083*	0.639 (5)
H8'	1.1292	0.1522	1.1577	0.083*	0.361 (5)
H9	0.3209	0.8636	0.3316	0.062*
H10	0.8759	1.0944	0.3830	0.069*
H11	0.9044	0.7995	0.4852	0.065*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0266 (2)	0.0280 (2)	0.0252 (2)	−0.0010 (1)	−0.0042 (1)	−0.0009 (1)
O1	0.031 (1)	0.045 (1)	0.028 (1)	−0.002 (1)	−0.005 (1)	−0.004 (1)
O2	0.042 (1)	0.066 (1)	0.040 (1)	0.019 (1)	−0.013 (1)	−0.016 (1)
O3	0.094 (2)	0.101 (2)	0.048 (2)	−0.00 (3)	−0.041 (2)	0.010 (14)
O3'	0.07 (1)	0.100 (4)	0.090 (4)	0.011 (3)	−0.039 (3)	0.023 (3)
O1w	0.028 (1)	0.041 (1)	0.035 (1)	0.000 (1)	−0.004 (1)	−0.005 (1)
N1	0.036 (1)	0.030 (1)	0.034 (1)	−0.001 (1)	−0.005 (1)	−0.002 (1)
N2	0.064 (1)	0.032 (1)	0.054 (1)	0.003 (1)	−0.013 (1)	0.006 (1)
C1	0.030 (1)	0.034 (1)	0.030 (1)	−0.002 (1)	−0.007 (1)	−0.005 (1)
C2	0.031 (1)	0.037 (1)	0.028 (1)	0.000 (1)	−0.006 (1)	−0.004 (1)
C3	0.056 (1)	0.091 (2)	0.032 (1)	0.029 (1)	−0.010 (1)	−0.015 (1)
C4	0.069 (2)	0.101 (2)	0.029 (1)	0.022 (1)	−0.011 (1)	−0.011 (1)
C5	0.049 (1)	0.050 (1)	0.040 (1)	−0.002 (1)	−0.017 (1)	0.005 (1)
C6	0.042 (1)	0.047 (1)	0.050 (1)	0.010 (1)	−0.009 (1)	0.002 (1)
C7	0.042 (1)	0.042 (1)	0.034 (1)	0.006 (1)	−0.003 (1)	−0.002 (1)
C8	0.071 (2)	0.070 (2)	0.057 (1)	0.000 (1)	−0.030 (1)	0.011 (1)
C8'	0.071 (2)	0.070 (2)	0.057 (1)	0.000 (1)	−0.030 (1)	0.011 (1)
C9	0.048 (1)	0.041 (1)	0.060 (1)	−0.002 (1)	−0.021 (1)	0.005 (1)
C10	0.066 (1)	0.033 (1)	0.071 (1)	−0.013 (1)	−0.022 (1)	−0.002 (1)
C11	0.058 (1)	0.037 (1)	0.065 (1)	−0.006 (1)	−0.031 (1)	−0.001 (1)

Geometric parameters (Å, º)

Mn1—O1	2.221 (1)	C4—C5	1.377 (3)
Mn1—O1^i	2.221 (1)	C5—C6	1.379 (3)
Mn1—O1w	2.218 (1)	C5—C8	1.483 (3)
Mn1—O1w^i	2.218 (1)	C6—C7	1.386 (2)
Mn1—N1	2.230 (2)	C10—C11	1.345 (3)
Mn1—N1^i	2.230 (2)	O1w—H1w1	0.85 (1)
O1—C1	1.271 (2)	O1w—H1w2	0.85 (1)
O2—C1	1.244 (2)	N2—H2n	0.85 (1)
O3—C8	1.174 (4)	C3—H3	0.93
N1—C9	1.313 (2)	C4—H4	0.93
N1—C11	1.358 (2)	C6—H6	0.93
N2—C9	1.332 (3)	C7—H7	0.93
N2—C10	1.343 (3)	C8—H8	0.93
C1—C2	1.513 (2)	C9—H9	0.93
C2—C7	1.381 (2)	C10—H10	0.93
C2—C3	1.384 (2)	C11—H11	0.93
C3—C4	1.381 (3)
O1—Mn1—O1^i	180	C2—C7—C6	120.3 (2)
O1—Mn1—O1w	88.87 (5)	O3—C8—C5	127.0 (3)
O1—Mn1—O1w^i	91.13 (5)	N1—C9—N2	111.6 (2)
O1—Mn1—N1	93.16 (5)	N2—C10—C11	106.1 (2)
O1—Mn1—N1^i	86.84 (5)	C10—C11—N1	110.3 (2)
O1w—Mn1—O1w^i	180	Mn1—O1w—H1w1	125 (2)
O1w—Mn1—N1	90.28 (5)	Mn1—O1w—H1w2	97 (2)
O1w—Mn1—N1^i	89.72 (5)	H1w1—O1w—H1w2	111 (2)
N1—Mn1—N1^i	180	C9—N2—H2n	125 (2)
C1—O1—Mn1	124.8 (1)	C10—N2—H2n	128 (2)
C9—N1—C11	104.6 (2)	C4—C3—H3	119.5
C9—N1—Mn1	127.5 (1)	C2—C3—H3	119.5
C11—N1—Mn1	127.8 (1)	C5—C4—H4	120.1
C9—N2—C10	107.5 (2)	C3—C4—H4	120.1
O2—C1—O1	125.0 (1)	C5—C6—H6	119.8
O2—C1—C2	118.1 (1)	C7—C6—H6	119.8
O1—C1—C2	116.9 (1)	C2—C7—H7	119.9
C7—C2—C3	118.8 (2)	C6—C7—H7	119.9
C7—C2—C1	122.6 (1)	O3—C8—H8	116.5
C3—C2—C1	118.6 (2)	C5—C8—H8	116.5
C4—C3—C2	121.1 (2)	N1—C9—H9	124.2
C5—C4—C3	119.8 (2)	N2—C9—H9	124.2
C4—C5—C6	119.7 (2)	N2—C10—H10	127.0
C4—C5—C8	120.2 (2)	C11—C10—H10	127.0
C6—C5—C8	120.1 (2)	C10—C11—H11	124.9
C5—C6—C7	120.3 (2)	N1—C11—H11	124.9
O1w—Mn1—O1—C1	−169.6 (1)	C1—C2—C3—C4	−178.4 (2)
O1w^i—Mn1—O1—C1	10.4 (1)	C2—C3—C4—C5	−0.3 (4)
N1—Mn1—O1—C1	100.2 (1)	C3—C4—C5—C6	−1.0 (4)
N1^i—Mn1—O1—C1	−79.8 (1)	C3—C4—C5—C8	177.6 (3)
O1w—Mn1—N1—C9	113.9 (2)	C4—C5—C6—C7	0.9 (3)
O1w^i—Mn1—N1—C9	−66.1 (2)	C8—C5—C6—C7	−177.7 (2)
O1^i—Mn1—N1—C9	22.8 (2)	C3—C2—C7—C6	−1.7 (3)
O1—Mn1—N1—C9	−157.3 (2)	C1—C2—C7—C6	178.3 (2)
O1w—Mn1—N1—C11	−67.3 (2)	C5—C6—C7—C2	0.5 (3)
O1w^i—Mn1—N1—C11	112.7 (2)	C4—C5—C8—O3	−9.8 (5)
O1^i—Mn1—N1—C11	−158.4 (2)	C6—C5—C8—O3	168.8 (3)
O1—Mn1—N1—C11	21.6 (2)	C11—N1—C9—N2	−1.1 (3)
Mn1—O1—C1—O2	−28.8 (2)	Mn1—N1—C9—N2	178.0 (1)
Mn1—O1—C1—C2	150.6 (1)	C10—N2—C9—N1	0.7 (3)
O2—C1—C2—C7	−179.5 (2)	C9—N2—C10—C11	0.0 (3)
O1—C1—C2—C7	1.1 (2)	N2—C10—C11—N1	−0.7 (3)
O2—C1—C2—C3	0.6 (3)	C9—N1—C11—C10	1.1 (3)
O1—C1—C2—C3	−178.9 (2)	Mn1—N1—C11—C10	−178.0 (2)
C7—C2—C3—C4	1.7 (4)

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H1w1···O1^ii	0.85 (1)	1.97 (1)	2.804 (2)	168 (2)
O1w—H1w2···O2^i	0.85 (1)	1.84 (1)	2.667 (2)	168 (3)
N2—H2n···O2^iii	0.85 (1)	2.37 (2)	3.089 (3)	142 (3)
N2—H2n···O3^iv	0.85 (1)	2.43 (2)	3.044 (3)	129 (3)

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