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In the title compound, [Mn(C4H4O4)(C19H12N4)]n or [Mn(suc)(L)]n, where suc is the succinate dianion and L is 2-phenyl-1H-1,3,7,8-tetra­azacyclo­penta­[l]phenanthrene, each MnII atom is five-coordinated by two N atoms from one bidentate L ligand and three O atoms from three suc anions in a distorted square-based pyramidal geometry, with the N atoms in the basal plane. The MnII atoms are bridged by the suc ligands, generating a one-dimensional chain structure. Neighboring chains inter­act through π–π contacts, leading to a two-dimensional supra­molecular structure. N—H...O hydrogen bonds complete the structure.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806034453/hb2131sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806034453/hb2131Isup2.hkl
Contains datablock I

CCDC reference: 624607

Key indicators

  • Single-crystal X-ray study
  • T = 292 K
  • Mean [sigma](C-C) = 0.004 Å
  • R factor = 0.045
  • wR factor = 0.108
  • Data-to-parameter ratio = 18.3

checkCIF/PLATON results

No syntax errors found



Alert level C RINTA01_ALERT_3_C The value of Rint is greater than 0.10 Rint given 0.103 PLAT020_ALERT_3_C The value of Rint is greater than 0.10 ......... 0.10 PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.85 Ratio PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O1 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C14
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 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 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
checkCIF publication errors
Alert level A PUBL023_ALERT_1_A There is a mismatched ^ on line 96 'Liang Wang^' If you require a ^ then it should be escaped with a \, i.e. \^ Otherwise there must be a matching closing ~, e.g. ^12^C
1 ALERT level A = Data missing that is essential or data in wrong format 0 ALERT level G = General alerts. Data that may be required is missing

Computing details top

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1990); software used to prepare material for publication: SHELXL97.

catena-poly[[(2-phenyl-1H-1,3,7,8,- tetraazacyclopenta[l]phenanthrene)manganese(II)]-µ-succinato] top
Crystal data top
[Mn(C4H4O4)(C19H12N4)]F(000) = 1896
Mr = 465.32Dx = 1.575 Mg m3
Orthorhombic, PccaMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2a 2acCell parameters from 19650 reflections
a = 13.920 (3) Åθ = 3.0–27.5°
b = 9.879 (2) ŵ = 0.71 mm1
c = 28.548 (6) ÅT = 292 K
V = 3925.9 (14) Å3Block, colorless
Z = 80.24 × 0.21 × 0.19 mm
Data collection top
Rigaku R-AXIS RAPID
diffractometer
4487 independent reflections
Radiation source: rotating anode2470 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.103
Detector resolution: 10.0 pixels mm-1θmax = 27.5°, θmin = 3.2°
ω scansh = 1618
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
k = 1212
Tmin = 0.830, Tmax = 0.880l = 3736
36189 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.045Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.108H-atom parameters constrained
S = 0.94 w = 1/[σ2(Fo2) + (0.0524P)2]
where P = (Fo2 + 2Fc2)/3
4487 reflections(Δ/σ)max = 0.001
245 parametersΔρmax = 0.44 e Å3
0 restraintsΔρmin = 0.23 e Å3
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
C10.87324 (19)0.5288 (3)0.69951 (9)0.0444 (7)
H10.87240.60730.68150.053*
C20.8750 (2)0.5416 (3)0.74805 (9)0.0496 (7)
H20.87580.62670.76190.060*
C30.87549 (19)0.4282 (3)0.77486 (9)0.0429 (7)
H30.87670.43500.80730.051*
C40.87428 (18)0.3012 (3)0.75331 (8)0.0353 (6)
C50.87347 (18)0.2969 (3)0.70369 (8)0.0343 (6)
C60.87325 (17)0.1693 (3)0.67876 (8)0.0343 (6)
C70.8725 (2)0.0613 (3)0.60736 (9)0.0509 (8)
H70.87190.06550.57480.061*
C80.8740 (2)0.0663 (3)0.62881 (10)0.0580 (8)
H80.87460.14480.61080.070*
C90.8748 (2)0.0735 (3)0.67639 (10)0.0528 (8)
H90.87580.15720.69120.063*
C100.87398 (19)0.0453 (3)0.70283 (9)0.0393 (6)
C110.87428 (19)0.0509 (3)0.75281 (9)0.0404 (6)
C120.87438 (18)0.1728 (3)0.77617 (8)0.0386 (6)
C130.8748 (2)0.0021 (3)0.82519 (9)0.0450 (7)
C140.8783 (2)0.0722 (3)0.86938 (10)0.0519 (8)
C150.8869 (3)0.2083 (4)0.86953 (12)0.0841 (12)
H150.88710.25460.84120.101*
C160.8953 (3)0.2807 (5)0.91090 (15)0.0978 (15)
H160.90150.37440.90990.117*
C170.8946 (3)0.2163 (6)0.95252 (15)0.0915 (16)
H170.90110.26490.98020.110*
C180.8844 (3)0.0802 (5)0.95345 (13)0.0950 (14)
H180.88320.03520.98210.114*
C190.8757 (3)0.0069 (5)0.91230 (11)0.0797 (12)
H190.86820.08660.91350.096*
C201.0717 (2)0.3486 (3)0.56921 (9)0.0452 (7)
C211.14314 (19)0.3399 (3)0.52998 (9)0.0456 (7)
H211.20590.31540.53720.055*
C221.12210 (18)0.3645 (3)0.48671 (9)0.0411 (6)
H221.05850.38500.47970.049*
C231.1917 (2)0.3628 (3)0.44725 (9)0.0411 (7)
N10.87177 (15)0.1751 (2)0.63111 (7)0.0401 (5)
N20.87275 (15)0.4106 (2)0.67759 (7)0.0375 (5)
N30.87459 (15)0.1398 (2)0.82301 (7)0.0434 (6)
H3A0.87460.19520.84630.052*
N40.87427 (16)0.0565 (2)0.78343 (8)0.0479 (6)
O10.98593 (14)0.3705 (2)0.55735 (6)0.0600 (6)
O21.09945 (16)0.3377 (3)0.60994 (6)0.0659 (7)
O31.16425 (15)0.40996 (19)0.40803 (6)0.0470 (5)
O41.27396 (14)0.3180 (2)0.45377 (6)0.0517 (5)
Mn10.86972 (3)0.38117 (4)0.600105 (12)0.03829 (14)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0629 (18)0.0375 (18)0.0328 (13)0.0003 (15)0.0048 (14)0.0019 (12)
C20.072 (2)0.0436 (19)0.0335 (14)0.0044 (17)0.0037 (15)0.0054 (13)
C30.0548 (17)0.0474 (17)0.0265 (12)0.0029 (15)0.0033 (13)0.0029 (12)
C40.0378 (14)0.0422 (16)0.0259 (12)0.0001 (13)0.0032 (11)0.0024 (11)
C50.0388 (14)0.0375 (16)0.0268 (12)0.0005 (13)0.0010 (11)0.0002 (11)
C60.0356 (13)0.0389 (15)0.0284 (12)0.0001 (13)0.0031 (12)0.0001 (10)
C70.068 (2)0.0507 (19)0.0342 (15)0.0016 (17)0.0040 (15)0.0093 (13)
C80.085 (2)0.0433 (19)0.0456 (17)0.0031 (18)0.0073 (17)0.0145 (14)
C90.071 (2)0.0346 (17)0.0527 (18)0.0001 (16)0.0063 (17)0.0008 (13)
C100.0459 (15)0.0385 (18)0.0335 (13)0.0033 (14)0.0029 (13)0.0003 (12)
C110.0451 (16)0.0412 (17)0.0347 (13)0.0018 (14)0.0041 (13)0.0058 (12)
C120.0425 (15)0.0472 (17)0.0261 (12)0.0023 (14)0.0011 (12)0.0054 (12)
C130.0484 (17)0.049 (2)0.0374 (15)0.0019 (15)0.0025 (14)0.0134 (13)
C140.0509 (18)0.062 (2)0.0422 (16)0.0049 (16)0.0008 (15)0.0220 (15)
C150.120 (3)0.072 (3)0.060 (2)0.008 (2)0.002 (2)0.031 (2)
C160.134 (4)0.079 (3)0.080 (3)0.019 (3)0.015 (3)0.046 (2)
C170.070 (3)0.135 (5)0.069 (3)0.015 (3)0.010 (2)0.066 (3)
C180.117 (4)0.125 (4)0.043 (2)0.008 (3)0.003 (2)0.034 (2)
C190.108 (3)0.088 (3)0.0430 (18)0.004 (2)0.0039 (18)0.0232 (19)
C200.063 (2)0.0401 (19)0.0322 (14)0.0009 (15)0.0067 (14)0.0058 (12)
C210.0419 (16)0.060 (2)0.0353 (14)0.0066 (14)0.0054 (12)0.0037 (13)
C220.0407 (15)0.0502 (18)0.0324 (12)0.0003 (14)0.0015 (12)0.0050 (12)
C230.0570 (18)0.0347 (17)0.0315 (13)0.0062 (14)0.0092 (13)0.0010 (12)
N10.0475 (13)0.0465 (14)0.0264 (10)0.0007 (11)0.0021 (10)0.0031 (10)
N20.0471 (13)0.0379 (14)0.0275 (11)0.0009 (11)0.0021 (10)0.0019 (9)
N30.0535 (14)0.0508 (17)0.0258 (10)0.0023 (13)0.0022 (10)0.0074 (10)
N40.0567 (15)0.0474 (15)0.0396 (13)0.0053 (13)0.0026 (12)0.0128 (11)
O10.0503 (13)0.0837 (18)0.0460 (11)0.0128 (12)0.0123 (10)0.0155 (11)
O20.0838 (16)0.0885 (18)0.0254 (10)0.0032 (13)0.0040 (10)0.0065 (10)
O30.0694 (13)0.0456 (13)0.0260 (9)0.0021 (10)0.0005 (9)0.0027 (8)
O40.0531 (12)0.0612 (14)0.0408 (10)0.0140 (11)0.0121 (10)0.0092 (10)
Mn10.0455 (2)0.0469 (3)0.02249 (19)0.0025 (2)0.00022 (17)0.00145 (18)
Geometric parameters (Å, º) top
C1—N21.325 (3)C14—C191.385 (5)
C1—C21.392 (3)C15—C161.386 (5)
C1—H10.9300C15—H150.9300
C2—C31.357 (4)C16—C171.348 (6)
C2—H20.9300C16—H160.9300
C3—C41.398 (4)C17—C181.353 (6)
C3—H30.9300C17—H170.9300
C4—C51.417 (3)C18—C191.385 (5)
C4—C121.427 (4)C18—H180.9300
C5—N21.348 (3)C19—H190.9300
C5—C61.448 (4)C20—O21.230 (3)
C6—N11.362 (3)C20—O11.259 (3)
C6—C101.405 (4)C20—C211.500 (4)
C7—N11.313 (4)C21—C221.292 (3)
C7—C81.402 (4)C21—H210.9300
C7—H70.9300C22—C231.486 (3)
C8—C91.360 (4)C22—H220.9300
C8—H80.9300C23—O41.242 (3)
C9—C101.395 (4)C23—O31.271 (3)
C9—H90.9300Mn1—O12.0292 (18)
C10—C111.428 (3)Mn1—O4i2.1289 (19)
C11—N41.375 (3)Mn1—O3ii2.130 (2)
C11—C121.376 (4)Mn1—N12.220 (2)
C12—N31.376 (3)Mn1—N22.231 (2)
C13—N41.325 (3)N3—H3A0.8600
C13—N31.362 (4)O3—Mn1ii2.130 (2)
C13—C141.460 (4)O4—Mn1iii2.1289 (18)
C14—C151.350 (5)
N2—C1—C2123.4 (3)C17—C16—H16119.8
N2—C1—H1118.3C15—C16—H16119.8
C2—C1—H1118.3C16—C17—C18119.2 (4)
C3—C2—C1119.1 (3)C16—C17—H17120.4
C3—C2—H2120.4C18—C17—H17120.4
C1—C2—H2120.4C17—C18—C19120.8 (4)
C2—C3—C4119.5 (2)C17—C18—H18119.6
C2—C3—H3120.2C19—C18—H18119.6
C4—C3—H3120.2C14—C19—C18120.3 (4)
C3—C4—C5117.9 (2)C14—C19—H19119.9
C3—C4—C12126.7 (2)C18—C19—H19119.9
C5—C4—C12115.5 (2)O2—C20—O1124.6 (3)
N2—C5—C4121.8 (2)O2—C20—C21119.5 (3)
N2—C5—C6117.0 (2)O1—C20—C21115.9 (2)
C4—C5—C6121.2 (2)C22—C21—C20123.5 (3)
N1—C6—C10121.7 (2)C22—C21—H21118.2
N1—C6—C5117.0 (2)C20—C21—H21118.2
C10—C6—C5121.3 (2)C21—C22—C23125.1 (3)
N1—C7—C8123.0 (2)C21—C22—H22117.5
N1—C7—H7118.5C23—C22—H22117.5
C8—C7—H7118.5O4—C23—O3122.7 (2)
C9—C8—C7118.9 (3)O4—C23—C22119.4 (2)
C9—C8—H8120.6O3—C23—C22117.9 (3)
C7—C8—H8120.6C7—N1—C6118.7 (2)
C8—C9—C10119.8 (3)C7—N1—Mn1125.42 (18)
C8—C9—H9120.1C6—N1—Mn1115.92 (17)
C10—C9—H9120.1C1—N2—C5118.3 (2)
C9—C10—C6118.0 (2)C1—N2—Mn1125.68 (17)
C9—C10—C11125.0 (3)C5—N2—Mn1116.06 (17)
C6—C10—C11117.0 (2)C13—N3—C12106.3 (2)
N4—C11—C12111.5 (2)C13—N3—H3A126.9
N4—C11—C10127.2 (3)C12—N3—H3A126.9
C12—C11—C10121.2 (2)C13—N4—C11103.6 (2)
C11—C12—N3105.3 (2)C20—O1—Mn1127.06 (17)
C11—C12—C4123.8 (2)C23—O3—Mn1ii121.19 (17)
N3—C12—C4130.9 (2)C23—O4—Mn1iii111.39 (17)
N4—C13—N3113.3 (2)O1—Mn1—O4i92.83 (8)
N4—C13—C14123.9 (3)O1—Mn1—O3ii99.30 (8)
N3—C13—C14122.8 (3)O4i—Mn1—O3ii93.79 (8)
C15—C14—C19117.6 (3)O1—Mn1—N1100.49 (8)
C15—C14—C13120.4 (3)O4i—Mn1—N191.56 (8)
C19—C14—C13122.0 (3)O3ii—Mn1—N1159.20 (7)
C14—C15—C16121.6 (4)O1—Mn1—N2126.02 (8)
C14—C15—H15119.2O4i—Mn1—N2140.02 (8)
C16—C15—H15119.2O3ii—Mn1—N289.20 (7)
C17—C16—C15120.5 (5)N1—Mn1—N273.99 (8)
N2—C1—C2—C30.5 (4)C21—C22—C23—O3168.9 (3)
C1—C2—C3—C40.0 (4)C8—C7—N1—C60.4 (4)
C2—C3—C4—C50.6 (4)C8—C7—N1—Mn1179.8 (2)
C2—C3—C4—C12179.8 (3)C10—C6—N1—C71.0 (4)
C3—C4—C5—N20.8 (4)C5—C6—N1—C7179.3 (2)
C12—C4—C5—N2179.6 (2)C10—C6—N1—Mn1179.55 (19)
C3—C4—C5—C6179.3 (2)C5—C6—N1—Mn10.1 (3)
C12—C4—C5—C60.3 (4)C2—C1—N2—C50.4 (4)
N2—C5—C6—N10.4 (3)C2—C1—N2—Mn1179.9 (2)
C4—C5—C6—N1179.5 (2)C4—C5—N2—C10.3 (4)
N2—C5—C6—C10180.0 (2)C6—C5—N2—C1179.8 (2)
C4—C5—C6—C100.1 (4)C4—C5—N2—Mn1179.27 (18)
N1—C7—C8—C90.1 (5)C6—C5—N2—Mn10.6 (3)
C7—C8—C9—C100.0 (5)N4—C13—N3—C120.3 (3)
C8—C9—C10—C60.5 (4)C14—C13—N3—C12177.8 (3)
C8—C9—C10—C11179.8 (3)C11—C12—N3—C130.1 (3)
N1—C6—C10—C91.0 (4)C4—C12—N3—C13179.9 (3)
C5—C6—C10—C9179.3 (3)N3—C13—N4—C110.3 (3)
N1—C6—C10—C11179.2 (2)C14—C13—N4—C11177.8 (3)
C5—C6—C10—C110.4 (4)C12—C11—N4—C130.2 (3)
C9—C10—C11—N40.8 (5)C10—C11—N4—C13179.9 (3)
C6—C10—C11—N4179.5 (3)O2—C20—O1—Mn14.5 (5)
C9—C10—C11—C12179.4 (3)C21—C20—O1—Mn1177.35 (19)
C6—C10—C11—C120.3 (4)O4—C23—O3—Mn1ii113.5 (3)
N4—C11—C12—N30.1 (3)C22—C23—O3—Mn1ii65.3 (3)
C10—C11—C12—N3180.0 (2)O3—C23—O4—Mn1iii16.3 (3)
N4—C11—C12—C4179.9 (2)C22—C23—O4—Mn1iii162.49 (19)
C10—C11—C12—C40.1 (4)C20—O1—Mn1—O4i152.6 (3)
C3—C4—C12—C11179.2 (3)C20—O1—Mn1—O3ii113.1 (3)
C5—C4—C12—C110.4 (4)C20—O1—Mn1—N160.5 (3)
C3—C4—C12—N30.8 (5)C20—O1—Mn1—N217.3 (3)
C5—C4—C12—N3179.6 (2)C7—N1—Mn1—O154.4 (2)
N4—C13—C14—C153.7 (5)C6—N1—Mn1—O1124.99 (17)
N3—C13—C14—C15174.1 (3)C7—N1—Mn1—O4i38.8 (2)
N4—C13—C14—C19178.0 (3)C6—N1—Mn1—O4i141.84 (18)
N3—C13—C14—C194.1 (5)C7—N1—Mn1—O3ii143.7 (2)
C19—C14—C15—C161.6 (6)C6—N1—Mn1—O3ii36.9 (3)
C13—C14—C15—C16176.7 (3)C7—N1—Mn1—N2179.1 (2)
C14—C15—C16—C170.4 (7)C6—N1—Mn1—N20.31 (17)
C15—C16—C17—C180.8 (7)C1—N2—Mn1—O188.5 (2)
C16—C17—C18—C190.7 (7)C5—N2—Mn1—O192.0 (2)
C15—C14—C19—C181.8 (6)C1—N2—Mn1—O4i107.4 (2)
C13—C14—C19—C18176.6 (3)C5—N2—Mn1—O4i72.1 (2)
C17—C18—C19—C140.6 (7)C1—N2—Mn1—O3ii12.4 (2)
O2—C20—C21—C22172.3 (3)C5—N2—Mn1—O3ii167.09 (19)
O1—C20—C21—C226.0 (4)C1—N2—Mn1—N1180.0 (2)
C20—C21—C22—C23177.2 (3)C5—N2—Mn1—N10.51 (18)
C21—C22—C23—O49.9 (4)
Symmetry codes: (i) x1/2, y, z+1; (ii) x+2, y+1, z+1; (iii) x+1/2, y, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N3—H3A···O2iv0.861.922.760 (3)166
Symmetry code: (iv) x+2, y, z+3/2.
 

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