Download citation
Download citation
link to html
In the title compound, [Mn(C3H4N2)6](C8H4O4)·4H2O, the Mn atom is in an octahedral geometry formed by the tertiary N atoms of the imidazole moieties. The Mn atom lies on an inversion centre, as does the centroid of the terephthalate ring.The mol­ecules are connected into a three-dimensional network by intermolecular interactions. The packing is further stabilized by C—H...π interactions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680400090X/ci6327sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680400090X/ci6327Isup2.hkl
Contains datablock I

CCDC reference: 212704

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.003 Å
  • R factor = 0.036
  • wR factor = 0.100
  • Data-to-parameter ratio = 12.5

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT027_ALERT_3_B _diffrn_reflns_theta_full (too) Low ............ 24.96 Deg.
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT354_ALERT_3_C Short O-H Bond (0.82A) O1W - H1W1 = 0.70 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H2B .. CG1 = 2.95 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H9A .. CG2 = 2.91 Ang. PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 4
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 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 2 ALERT type 3 Indicator that the structure quality may be low 3 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 1990).

Hexaimidazolemanganese(II) terephthalate tetrahydrate top
Crystal data top
[Mn(C3H4N2)6](C8H4O4)·4H2OF(000) = 730
Mr = 699.61Dx = 1.416 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 2286 reflections
a = 13.050 (3) Åθ = 1.6–25.0°
b = 16.068 (3) ŵ = 0.47 mm1
c = 8.0948 (16) ÅT = 293 K
β = 104.75 (3)°Block, colorless
V = 1641.4 (6) Å30.24 × 0.22 × 0.18 mm
Z = 2
Data collection top
Bruker SMART 1000 CCD
diffractometer
2882 independent reflections
Radiation source: fine-focus sealed tube2286 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.037
Detector resolution: 8.33 pixels mm-1θmax = 25.0°, θmin = 1.6°
ω scansh = 1415
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
k = 019
Tmin = 0.896, Tmax = 0.921l = 90
3102 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)] = 0.036Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.100H atoms treated by a mixture of independent and constrained refinement
S = 1.11 w = 1/[σ2(Fo2) + (0.028P)2 + 0.8199P]
where P = (Fo2 + 2Fc2)/3
2882 reflections(Δ/σ)max < 0.001
230 parametersΔρmax = 0.19 e Å3
0 restraintsΔρmin = 0.50 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
Mn10.50000.00000.00000.03132 (15)
N10.55843 (16)0.10915 (12)0.1782 (3)0.0403 (5)
N20.66322 (18)0.20173 (14)0.3351 (3)0.0507 (6)
H2A0.71900.23090.37760.061*
N30.60200 (15)0.08750 (13)0.1985 (3)0.0407 (5)
N40.72047 (18)0.18101 (15)0.3149 (3)0.0566 (6)
H4A0.76000.22450.32560.068*
N50.36016 (15)0.01824 (13)0.1115 (3)0.0394 (5)
N60.19725 (15)0.01964 (13)0.1368 (3)0.0440 (5)
H6A0.13050.00920.11610.053*
O10.97816 (15)0.68804 (11)0.2502 (2)0.0475 (5)
O21.03711 (15)0.58608 (10)0.4299 (2)0.0470 (4)
C10.5047 (2)0.15101 (18)0.2788 (3)0.0520 (7)
H1A0.43450.14150.27960.062*
C20.5688 (2)0.20770 (19)0.3750 (4)0.0614 (8)
H2B0.55180.24370.45380.074*
C30.6536 (2)0.14251 (16)0.2177 (3)0.0460 (6)
H3A0.70780.12650.16880.055*
C40.6454 (2)0.06786 (19)0.3667 (3)0.0518 (7)
H4B0.62700.02180.42270.062*
C50.7186 (2)0.1248 (2)0.4387 (4)0.0626 (8)
H5A0.75970.12540.55090.075*
C60.6498 (2)0.15670 (16)0.1739 (3)0.0459 (6)
H6B0.63600.18510.07050.055*
C70.3548 (2)0.06562 (17)0.2508 (3)0.0448 (6)
H7A0.41190.09300.32260.054*
C80.2547 (2)0.06639 (19)0.2670 (3)0.0515 (7)
H8A0.23010.09350.35080.062*
C90.26265 (18)0.00729 (16)0.0470 (3)0.0426 (6)
H9A0.24190.04030.05020.051*
C101.00788 (17)0.61441 (14)0.2822 (3)0.0320 (5)
C111.00464 (16)0.55529 (14)0.1356 (3)0.0309 (5)
C120.98386 (19)0.58406 (15)0.0325 (3)0.0396 (6)
H12A0.97270.64060.05510.047*
C131.0202 (2)0.47094 (15)0.1655 (3)0.0384 (6)
H13A1.03360.45090.27670.046*
O2W0.13014 (17)0.80294 (14)0.1865 (3)0.0544 (5)
O1W0.84840 (17)0.78198 (15)0.0009 (3)0.0575 (6)
H2W20.099 (3)0.831 (2)0.106 (5)0.076 (12)*
H2W10.890 (3)0.750 (3)0.084 (5)0.109 (14)*
H1W20.086 (3)0.771 (2)0.206 (5)0.089 (14)*
H1W10.882 (3)0.794 (2)0.050 (5)0.079 (15)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mn10.0266 (2)0.0374 (3)0.0304 (3)0.0029 (2)0.00814 (19)0.0011 (2)
N10.0398 (11)0.0408 (11)0.0392 (11)0.0003 (9)0.0083 (9)0.0021 (9)
N20.0495 (13)0.0435 (12)0.0517 (13)0.0058 (10)0.0005 (11)0.0052 (11)
N30.0358 (11)0.0473 (12)0.0388 (11)0.0052 (9)0.0092 (9)0.0065 (9)
N40.0428 (13)0.0514 (14)0.0730 (17)0.0117 (11)0.0098 (12)0.0230 (13)
N50.0310 (10)0.0490 (13)0.0401 (11)0.0014 (9)0.0122 (9)0.0003 (9)
N60.0278 (10)0.0526 (13)0.0552 (13)0.0012 (9)0.0175 (9)0.0013 (10)
O10.0687 (12)0.0364 (10)0.0359 (9)0.0094 (9)0.0102 (8)0.0004 (8)
O20.0710 (12)0.0405 (10)0.0276 (9)0.0037 (9)0.0088 (8)0.0013 (7)
C10.0478 (15)0.0567 (17)0.0523 (16)0.0030 (13)0.0143 (13)0.0125 (14)
C20.0623 (19)0.0612 (19)0.0586 (18)0.0024 (15)0.0116 (15)0.0228 (15)
C30.0422 (14)0.0471 (15)0.0471 (15)0.0013 (12)0.0082 (12)0.0015 (12)
C40.0499 (16)0.0656 (18)0.0360 (14)0.0101 (14)0.0036 (12)0.0040 (13)
C50.0525 (17)0.079 (2)0.0472 (17)0.0057 (16)0.0033 (13)0.0172 (16)
C60.0441 (14)0.0443 (15)0.0486 (15)0.0044 (12)0.0105 (12)0.0096 (12)
C70.0382 (13)0.0568 (16)0.0389 (14)0.0013 (12)0.0090 (11)0.0035 (12)
C80.0437 (15)0.0704 (19)0.0434 (15)0.0095 (14)0.0167 (12)0.0062 (14)
C90.0337 (13)0.0472 (15)0.0490 (15)0.0023 (11)0.0145 (11)0.0075 (12)
C100.0271 (11)0.0376 (13)0.0328 (12)0.0031 (9)0.0105 (9)0.0006 (10)
C110.0286 (11)0.0352 (12)0.0317 (11)0.0006 (9)0.0131 (9)0.0023 (10)
C120.0550 (15)0.0310 (12)0.0350 (13)0.0049 (11)0.0157 (11)0.0037 (10)
C130.0522 (15)0.0378 (13)0.0265 (12)0.0024 (11)0.0125 (11)0.0060 (10)
O2W0.0481 (12)0.0496 (12)0.0574 (13)0.0034 (10)0.0016 (10)0.0115 (10)
O1W0.0443 (12)0.0634 (14)0.0606 (14)0.0040 (10)0.0056 (11)0.0195 (11)
Geometric parameters (Å, º) top
Mn1—N5i2.251 (2)C1—C21.343 (4)
Mn1—N52.251 (2)C1—H1A0.93
Mn1—N12.276 (2)C2—H2B0.93
Mn1—N1i2.276 (2)C3—H3A0.93
Mn1—N3i2.289 (2)C4—C51.343 (4)
Mn1—N32.289 (2)C4—H4B0.93
N1—C31.315 (3)C5—H5A0.93
N1—C11.377 (3)C6—H6B0.93
N2—C31.328 (3)C7—C81.346 (4)
N2—C21.354 (4)C7—H7A0.93
N2—H2A0.86C8—H8A0.93
N3—C61.315 (3)C9—H9A0.93
N3—C41.372 (3)C10—C111.512 (3)
N4—C61.330 (3)C11—C131.383 (3)
N4—C51.354 (4)C11—C121.397 (3)
N4—H4A0.86C12—C13ii1.383 (3)
N5—C91.312 (3)C12—H12A0.93
N5—C71.377 (3)C13—C12ii1.383 (3)
N6—C91.326 (3)C13—H13A0.93
N6—C81.355 (3)O2W—H2W20.82 (4)
N6—H6A0.86O2W—H1W20.81 (4)
O1—C101.251 (3)O1W—H2W10.91 (4)
O2—C101.245 (3)O1W—H1W10.71 (4)
N5i—Mn1—N5180.00 (4)C1—C2—H2B126.7
N5i—Mn1—N188.79 (7)N2—C2—H2B126.8
N5—Mn1—N191.21 (7)N1—C3—N2112.1 (2)
N5i—Mn1—N1i91.21 (7)N1—C3—H3A123.8
N5—Mn1—N1i88.79 (7)N2—C3—H3A124.0
N1—Mn1—N1i180.00 (12)C5—C4—N3110.0 (3)
N5i—Mn1—N3i91.41 (7)C5—C4—H4B125.0
N5—Mn1—N3i88.59 (7)N3—C4—H4B125.0
N1—Mn1—N3i90.72 (8)C4—C5—N4106.2 (3)
N1i—Mn1—N3i89.28 (8)C4—C5—H5A126.9
N5i—Mn1—N388.59 (7)N4—C5—H5A126.9
N5—Mn1—N391.41 (7)N3—C6—N4111.8 (3)
N1—Mn1—N389.28 (8)N3—C6—H6B124.1
N1i—Mn1—N390.72 (8)N4—C6—H6B124.1
N3i—Mn1—N3180.00 (11)C8—C7—N5109.7 (2)
C3—N1—C1104.4 (2)C8—C7—H7A125.2
C3—N1—Mn1127.67 (17)N5—C7—H7A125.0
C1—N1—Mn1127.76 (17)C7—C8—N6106.1 (2)
C3—N2—C2107.2 (2)C7—C8—H8A126.9
C3—N2—H2A126.3N6—C8—H8A127.0
C2—N2—H2A126.5N5—C9—N6112.0 (2)
C6—N3—C4104.6 (2)N5—C9—H9A123.9
C6—N3—Mn1128.83 (17)N6—C9—H9A124.1
C4—N3—Mn1125.07 (18)O2—C10—O1123.2 (2)
C6—N4—C5107.4 (2)O2—C10—C11117.7 (2)
C6—N4—H4A126.3O1—C10—C11119.1 (2)
C5—N4—H4A126.2C13—C11—C12118.6 (2)
C9—N5—C7104.6 (2)C13—C11—C10120.3 (2)
C9—N5—Mn1127.09 (17)C12—C11—C10121.1 (2)
C7—N5—Mn1127.97 (16)C13ii—C12—C11120.4 (2)
C9—N6—C8107.5 (2)C13ii—C12—H12A119.8
C9—N6—H6A126.2C11—C12—H12A119.8
C8—N6—H6A126.3C11—C13—C12ii121.0 (2)
C2—C1—N1109.8 (3)C11—C13—H13A119.5
C2—C1—H1A125.2C12ii—C13—H13A119.5
N1—C1—H1A125.1H2W2—O2W—H1W2105 (3)
C1—C2—N2106.5 (3)H2W1—O1W—H1W1104 (4)
N5i—Mn1—N1—C317.5 (2)C3—N2—C2—C10.0 (3)
N5—Mn1—N1—C3162.5 (2)C1—N1—C3—N20.1 (3)
N3i—Mn1—N1—C3108.9 (2)Mn1—N1—C3—N2175.52 (16)
N3—Mn1—N1—C371.1 (2)C2—N2—C3—N10.1 (3)
N5i—Mn1—N1—C1167.8 (2)C6—N3—C4—C50.6 (3)
N5—Mn1—N1—C112.2 (2)Mn1—N3—C4—C5166.6 (2)
N3i—Mn1—N1—C176.4 (2)N3—C4—C5—N40.6 (3)
N3—Mn1—N1—C1103.6 (2)C6—N4—C5—C40.3 (3)
N5i—Mn1—N3—C659.1 (2)C4—N3—C6—N40.5 (3)
N5—Mn1—N3—C6120.9 (2)Mn1—N3—C6—N4166.06 (17)
N1—Mn1—N3—C6147.9 (2)C5—N4—C6—N30.1 (3)
N1i—Mn1—N3—C632.1 (2)C9—N5—C7—C80.7 (3)
N5i—Mn1—N3—C4104.9 (2)Mn1—N5—C7—C8174.44 (18)
N5—Mn1—N3—C475.1 (2)N5—C7—C8—N60.3 (3)
N1—Mn1—N3—C416.1 (2)C9—N6—C8—C70.2 (3)
N1i—Mn1—N3—C4163.9 (2)C7—N5—C9—N60.8 (3)
N1—Mn1—N5—C999.6 (2)Mn1—N5—C9—N6174.65 (16)
N1i—Mn1—N5—C980.4 (2)C8—N6—C9—N50.6 (3)
N3i—Mn1—N5—C98.9 (2)O2—C10—C11—C138.3 (3)
N3—Mn1—N5—C9171.1 (2)O1—C10—C11—C13169.4 (2)
N1—Mn1—N5—C788.0 (2)O2—C10—C11—C12173.0 (2)
N1i—Mn1—N5—C792.0 (2)O1—C10—C11—C129.3 (3)
N3i—Mn1—N5—C7178.7 (2)C13—C11—C12—C13ii0.4 (4)
N3—Mn1—N5—C71.3 (2)C10—C11—C12—C13ii179.1 (2)
C3—N1—C1—C20.1 (3)C12—C11—C13—C12ii0.4 (4)
Mn1—N1—C1—C2175.5 (2)C10—C11—C13—C12ii179.1 (2)
N1—C1—C2—N20.1 (3)
Symmetry codes: (i) x+1, y, z; (ii) x+2, y+1, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2A···O1Wiii0.861.912.766 (3)171
N4—H4A···O2Wiv0.861.932.766 (3)164
O1W—H1W1···O1v0.70 (4)2.30 (4)2.995 (3)169 (4)
O2W—H1W2···O1vi0.82 (4)2.04 (4)2.851 (3)178 (4)
O1W—H2W1···O10.91 (4)1.83 (4)2.735 (3)178 (4)
O2W—H2W2···O2vii0.81 (4)1.97 (4)2.772 (3)171 (3)
C5—H5A···O2Wviii0.932.523.376 (4)153
C2—H2B···Cg1ix0.932.953.816 (3)156
C9—H9A···Cg2i0.932.913.668 (3)140
Symmetry codes: (i) x+1, y, z; (iii) x, y+1/2, z+1/2; (iv) x+1, y1/2, z+1/2; (v) x, y+3/2, z1/2; (vi) x1, y, z; (vii) x1, y+3/2, z1/2; (viii) x+1, y+1, z+1; (ix) x, y1/2, z+1/2.
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds