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In the title compound, [Mn(C8H3NO6)(C10H8N2)(H2O)]n, the coordination polyhedron of the MnII ion is an octa­hedron defined by an N2O4 donor set. Each pair of adjacent MnII ions is bridged by a 5-nitro­benzene-1,3-dicarboxyl­ate dianion to form a chiral helical chain running along a crystallographic 21 axis in the c direction with a long pitch of 19.04 Å. These chains are linked by Owater—H...O hydrogen bonds into a layer structure.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805031892/at6039sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805031892/at6039Isup2.hkl
Contains datablock I

CCDC reference: 289631

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.005 Å
  • R factor = 0.045
  • wR factor = 0.113
  • Data-to-parameter ratio = 14.6

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K
Alert level G REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF. From the CIF: _diffrn_reflns_theta_max 27.60 From the CIF: _reflns_number_total 3923 Count of symmetry unique reflns 2383 Completeness (_total/calc) 164.62% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 1540 Fraction of Friedel pairs measured 0.646 Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 2 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 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

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); 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, 2005); software used to prepare material for publication: SHELXTL.

catena-Poly[[aqua(2,2'-bipyridine)manganese(II)]-µ2-5-nitrobenzene- 1,3-dicarboxylato-κ3O:O',O''] top
Crystal data top
[Mn(C8H3NO6)(C10H8N2)(H2O)]F(000) = 892
Mr = 438.25Dx = 1.649 Mg m3
Orthorhombic, P212121Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2abCell parameters from 976 reflections
a = 5.2027 (2) Åθ = 2.4–23.5°
b = 17.8203 (7) ŵ = 0.80 mm1
c = 19.0427 (7) ÅT = 293 K
V = 1765.52 (12) Å3Lath, colorless
Z = 40.33 × 0.13 × 0.07 mm
Data collection top
Bruker APEX area-detector
diffractometer
3923 independent reflections
Radiation source: fine-focus sealed tube2866 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.061
φ and ω scansθmax = 27.6°, θmin = 1.6°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 66
Tmin = 0.779, Tmax = 0.950k = 2123
9400 measured reflectionsl = 2421
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.045H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.113 w = 1/[σ2(Fo2)]
S = 1.00(Δ/σ)max = 0.001
3923 reflectionsΔρmax = 0.27 e Å3
268 parametersΔρmin = 0.34 e Å3
4 restraintsAbsolute structure: Flack (1983), 1540 Friedel pairs
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.04 (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
xyzUiso*/Ueq
Mn10.65315 (11)0.87839 (3)0.79999 (3)0.02759 (16)
C11.0842 (8)0.8060 (2)0.9000 (2)0.0367 (9)
H11.12240.85620.90870.044*
C21.2291 (8)0.7523 (2)0.9332 (2)0.0419 (10)
H21.36090.76570.96370.050*
C31.1749 (10)0.6784 (2)0.9204 (2)0.0496 (11)
H31.27140.64060.94140.060*
C40.9719 (10)0.6605 (2)0.8752 (2)0.0474 (11)
H40.92720.61070.86700.057*
C50.8392 (9)0.71798 (19)0.84274 (18)0.0334 (8)
C60.6216 (8)0.70463 (19)0.79152 (19)0.0348 (9)
C70.5628 (10)0.6341 (2)0.7658 (3)0.0517 (12)
H70.65360.59250.78160.062*
C80.3771 (11)0.6255 (3)0.7185 (3)0.0603 (13)
H80.34140.57840.70000.072*
C90.2364 (10)0.6879 (2)0.6969 (2)0.0515 (12)
H90.10050.68330.66540.062*
C100.3067 (9)0.7567 (2)0.7240 (2)0.0397 (10)
H100.21850.79920.70890.048*
C110.7500 (8)0.92867 (19)0.58250 (18)0.0275 (8)
C120.8184 (8)0.97779 (19)0.52924 (17)0.0282 (8)
H120.95411.01090.53630.034*
C130.6899 (8)0.97862 (19)0.46629 (17)0.0274 (8)
C140.4857 (8)0.92859 (19)0.4546 (2)0.0305 (8)
H140.39510.92900.41260.037*
C150.4235 (7)0.8787 (2)0.50758 (18)0.0305 (8)
C160.5519 (7)0.8786 (2)0.57181 (18)0.0325 (8)
H160.50450.84520.60700.039*
C170.8895 (8)0.9299 (2)0.65231 (18)0.0329 (9)
C180.7597 (8)1.03297 (19)0.40949 (18)0.0280 (8)
N10.4946 (6)0.76523 (16)0.77056 (16)0.0295 (7)
N20.8917 (7)0.79046 (16)0.85613 (15)0.0315 (8)
N30.2188 (7)0.82460 (18)0.49580 (19)0.0388 (8)
O10.8012 (5)0.88749 (14)0.69924 (13)0.0422 (7)
O21.0807 (6)0.97100 (16)0.65854 (14)0.0461 (8)
O30.9422 (6)1.07735 (15)0.41780 (14)0.0415 (7)
O40.6265 (6)1.03312 (13)0.35298 (11)0.0327 (6)
O50.1395 (8)0.81766 (19)0.43551 (19)0.0703 (10)
O60.1388 (7)0.78916 (16)0.54521 (17)0.0554 (8)
O70.3290 (6)0.94529 (16)0.77798 (13)0.0403 (7)
H7A0.208 (6)0.953 (2)0.8085 (14)0.061*
H7B0.270 (7)0.953 (2)0.7375 (11)0.061*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mn10.0330 (3)0.0264 (3)0.0234 (2)0.0021 (3)0.0022 (3)0.0005 (2)
C10.036 (2)0.043 (2)0.0315 (19)0.0019 (18)0.0025 (18)0.0039 (17)
C20.037 (2)0.055 (3)0.034 (2)0.004 (2)0.0011 (19)0.0085 (19)
C30.047 (3)0.050 (2)0.052 (2)0.010 (2)0.002 (2)0.017 (2)
C40.058 (3)0.029 (2)0.056 (3)0.006 (2)0.002 (3)0.007 (2)
C50.039 (2)0.0323 (19)0.0292 (17)0.001 (2)0.006 (2)0.0012 (15)
C60.046 (2)0.0237 (16)0.0345 (19)0.0025 (17)0.012 (2)0.0026 (15)
C70.060 (3)0.033 (2)0.062 (3)0.002 (2)0.003 (2)0.010 (2)
C80.076 (3)0.039 (2)0.066 (3)0.010 (3)0.002 (3)0.024 (2)
C90.063 (3)0.054 (3)0.038 (2)0.017 (2)0.001 (2)0.013 (2)
C100.046 (3)0.043 (2)0.0303 (18)0.006 (2)0.004 (2)0.0033 (16)
C110.0327 (19)0.0254 (17)0.0244 (17)0.0018 (15)0.0008 (16)0.0019 (14)
C120.028 (2)0.0284 (17)0.0278 (17)0.0009 (17)0.0049 (18)0.0006 (14)
C130.031 (2)0.0292 (17)0.0221 (15)0.0007 (16)0.0015 (17)0.0010 (14)
C140.035 (2)0.0292 (18)0.0279 (19)0.0002 (17)0.0001 (17)0.0021 (15)
C150.034 (2)0.0260 (17)0.0316 (17)0.0071 (18)0.0002 (15)0.0022 (16)
C160.038 (2)0.0291 (18)0.0302 (17)0.0012 (19)0.0053 (16)0.0054 (17)
C170.044 (3)0.0327 (19)0.0220 (17)0.0014 (19)0.0041 (18)0.0036 (14)
C180.032 (2)0.0277 (18)0.0240 (17)0.0006 (16)0.0017 (16)0.0023 (15)
N10.0285 (17)0.0302 (17)0.0299 (16)0.0032 (14)0.0007 (14)0.0023 (13)
N20.039 (2)0.0275 (15)0.0280 (15)0.0007 (15)0.0003 (15)0.0006 (12)
N30.033 (2)0.0352 (17)0.048 (2)0.0046 (15)0.0046 (17)0.0044 (16)
O10.0576 (19)0.0460 (14)0.0230 (10)0.0053 (14)0.0017 (13)0.0067 (12)
O20.055 (2)0.0506 (17)0.0330 (14)0.0166 (16)0.0152 (14)0.0102 (13)
O30.0468 (18)0.0461 (16)0.0317 (15)0.0126 (15)0.0016 (14)0.0054 (12)
O40.0430 (16)0.0320 (13)0.0232 (12)0.0027 (14)0.0013 (13)0.0044 (10)
O50.071 (2)0.074 (2)0.065 (2)0.033 (2)0.028 (2)0.0109 (17)
O60.0497 (19)0.0505 (17)0.066 (2)0.0139 (18)0.0029 (18)0.0110 (16)
O70.0437 (17)0.0507 (16)0.0266 (12)0.0078 (15)0.0028 (14)0.0012 (12)
Geometric parameters (Å, º) top
Mn1—O12.074 (3)C10—N11.329 (5)
Mn1—O3i2.429 (3)C10—H100.9300
Mn1—O4i2.195 (3)C11—C161.378 (5)
Mn1—O72.108 (3)C11—C121.386 (5)
Mn1—N12.250 (3)C11—C171.515 (5)
Mn1—N22.267 (3)C12—C131.373 (5)
C1—N21.334 (5)C12—H120.9300
C1—C21.373 (6)C13—C141.404 (5)
C1—H10.9300C13—C181.497 (5)
C2—C31.369 (6)C14—C151.383 (5)
C2—H20.9300C14—H140.9300
C3—C41.399 (7)C15—C161.394 (5)
C3—H30.9300C15—N31.454 (5)
C4—C51.381 (6)C16—H160.9300
C4—H40.9300C17—O21.241 (5)
C5—N21.345 (5)C17—O11.258 (4)
C5—C61.513 (6)C18—O31.246 (4)
C6—N11.327 (5)C18—O41.280 (4)
C6—C71.384 (5)N3—O61.207 (4)
C7—C81.329 (7)N3—O51.226 (5)
C7—H70.9300O3—Mn1ii2.429 (3)
C8—C91.393 (7)O4—Mn1ii2.195 (3)
C8—H80.9300O7—H7A0.866 (18)
C9—C101.381 (5)O7—H7B0.841 (18)
C9—H90.9300
O1—Mn1—O3i154.81 (10)N1—C10—C9123.1 (4)
O1—Mn1—O4i100.09 (10)N1—C10—H10118.5
O1—Mn1—O793.96 (11)C9—C10—H10118.5
O1—Mn1—N188.61 (11)C16—C11—C12119.5 (3)
O1—Mn1—N2106.68 (11)C16—C11—C17119.8 (3)
O4i—Mn1—O3i56.56 (10)C12—C11—C17120.7 (3)
O4i—Mn1—N1161.78 (11)C13—C12—C11121.4 (3)
O4i—Mn1—N289.65 (10)C13—C12—H12119.3
O7—Mn1—O3i80.59 (10)C11—C12—H12119.3
O7—Mn1—O4i95.90 (11)C12—C13—C14120.0 (3)
O7—Mn1—N199.45 (12)C12—C13—C18121.3 (3)
O7—Mn1—N2157.37 (12)C14—C13—C18118.7 (3)
N1—Mn1—O3i116.50 (10)C15—C14—C13118.1 (3)
N1—Mn1—N272.46 (12)C15—C14—H14121.0
N2—Mn1—O3i84.30 (10)C13—C14—H14121.0
N2—C1—C2123.7 (4)C14—C15—C16121.9 (4)
N2—C1—H1118.1C14—C15—N3119.0 (3)
C2—C1—H1118.1C16—C15—N3119.1 (3)
C3—C2—C1118.4 (4)C11—C16—C15119.2 (3)
C3—C2—H2120.8C11—C16—H16120.4
C1—C2—H2120.8C15—C16—H16120.4
C2—C3—C4119.0 (4)O2—C17—O1125.4 (4)
C2—C3—H3120.5O2—C17—C11118.5 (3)
C4—C3—H3120.5O1—C17—C11116.1 (4)
C5—C4—C3118.9 (4)O3—C18—O4121.2 (3)
C5—C4—H4120.5O3—C18—C13120.3 (3)
C3—C4—H4120.5O4—C18—C13118.5 (3)
N2—C5—C4121.7 (4)C6—N1—C10118.3 (3)
N2—C5—C6115.2 (3)C6—N1—Mn1118.2 (3)
C4—C5—C6123.1 (4)C10—N1—Mn1122.6 (3)
N1—C6—C7121.5 (4)C1—N2—C5118.1 (3)
N1—C6—C5116.0 (3)C1—N2—Mn1124.2 (3)
C7—C6—C5122.5 (4)C5—N2—Mn1117.6 (3)
C8—C7—C6120.3 (5)O6—N3—O5124.1 (4)
C8—C7—H7119.8O6—N3—C15118.6 (3)
C6—C7—H7119.8O5—N3—C15117.2 (3)
C7—C8—C9119.4 (4)C17—O1—Mn1147.2 (2)
C7—C8—H8120.3C18—O3—Mn1ii86.2 (2)
C9—C8—H8120.3C18—O4—Mn1ii96.0 (2)
C10—C9—C8117.3 (4)Mn1—O7—H7A122 (2)
C10—C9—H9121.3Mn1—O7—H7B124 (2)
C8—C9—H9121.3H7A—O7—H7B109 (3)
N2—C1—C2—C30.4 (6)O7—Mn1—N1—C6165.2 (3)
C1—C2—C3—C41.1 (7)O4i—Mn1—N1—C618.1 (5)
C2—C3—C4—C52.5 (7)N2—Mn1—N1—C67.0 (2)
C3—C4—C5—N23.3 (7)O3i—Mn1—N1—C681.1 (3)
C3—C4—C5—C6178.3 (4)O1—Mn1—N1—C1067.5 (3)
N2—C5—C6—N15.5 (5)O7—Mn1—N1—C1026.3 (3)
C4—C5—C6—N1173.0 (4)O4i—Mn1—N1—C10173.4 (3)
N2—C5—C6—C7172.2 (4)N2—Mn1—N1—C10175.5 (3)
C4—C5—C6—C79.3 (6)O3i—Mn1—N1—C10110.4 (3)
N1—C6—C7—C80.6 (7)C2—C1—N2—C51.1 (6)
C5—C6—C7—C8177.0 (4)C2—C1—N2—Mn1179.3 (3)
C6—C7—C8—C92.2 (7)C4—C5—N2—C12.5 (6)
C7—C8—C9—C102.8 (7)C6—C5—N2—C1179.0 (3)
C8—C9—C10—N12.0 (7)C4—C5—N2—Mn1179.1 (3)
C16—C11—C12—C131.1 (5)C6—C5—N2—Mn10.6 (4)
C17—C11—C12—C13178.4 (3)O1—Mn1—N2—C199.0 (3)
C11—C12—C13—C140.5 (5)O7—Mn1—N2—C1106.1 (4)
C11—C12—C13—C18178.5 (3)O4i—Mn1—N2—C11.4 (3)
C12—C13—C14—C151.0 (5)N1—Mn1—N2—C1178.0 (3)
C18—C13—C14—C15180.0 (3)O3i—Mn1—N2—C157.9 (3)
C13—C14—C15—C161.9 (6)O1—Mn1—N2—C579.3 (3)
C13—C14—C15—N3177.8 (3)O7—Mn1—N2—C575.6 (4)
C12—C11—C16—C150.2 (5)O4i—Mn1—N2—C5179.7 (3)
C17—C11—C16—C15179.3 (4)N1—Mn1—N2—C53.7 (3)
C14—C15—C16—C111.3 (6)O3i—Mn1—N2—C5123.9 (3)
N3—C15—C16—C11178.5 (3)C14—C15—N3—O6168.8 (4)
C16—C11—C17—O2174.0 (3)C16—C15—N3—O611.4 (5)
C12—C11—C17—O26.4 (5)C14—C15—N3—O511.6 (5)
C16—C11—C17—O14.9 (5)C16—C15—N3—O5168.1 (4)
C12—C11—C17—O1174.6 (3)O2—C17—O1—Mn158.4 (7)
C12—C13—C18—O32.0 (5)C11—C17—O1—Mn1122.7 (4)
C14—C13—C18—O3179.0 (3)O7—Mn1—O1—C1762.8 (5)
C12—C13—C18—O4177.3 (3)O4i—Mn1—O1—C1733.9 (5)
C14—C13—C18—O41.7 (5)N1—Mn1—O1—C17162.2 (5)
C7—C6—N1—C100.3 (6)N2—Mn1—O1—C17126.6 (5)
C5—C6—N1—C10178.0 (3)O3i—Mn1—O1—C1713.4 (7)
C7—C6—N1—Mn1168.7 (3)O4—C18—O3—Mn1ii1.6 (3)
C5—C6—N1—Mn19.0 (4)C13—C18—O3—Mn1ii179.1 (3)
C9—C10—N1—C60.5 (6)O3—C18—O4—Mn1ii1.8 (4)
C9—C10—N1—Mn1169.0 (3)C13—C18—O4—Mn1ii178.9 (3)
O1—Mn1—N1—C6101.0 (3)
Symmetry codes: (i) x+3/2, y+2, z+1/2; (ii) x+3/2, y+2, z1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O7—H7A···O4iii0.85 (2)1.95 (2)2.794 (4)163 (3)
O7—H7B···O2iv0.85 (2)1.83 (2)2.655 (4)169 (3)
Symmetry codes: (iii) x+1/2, y+2, z+1/2; (iv) x1, y, z.
 

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