Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804011870/ci6359sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804011870/ci6359Isup2.hkl |
CCDC reference: 242060
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.004 Å
- H-atom completeness 67%
- Disorder in solvent or counterion
- R factor = 0.030
- wR factor = 0.073
- Data-to-parameter ratio = 17.3
checkCIF/PLATON results
No syntax errors found
Alert level A PLAT773_ALERT_2_A Suspect C-C Bond in CIF: C13 -C13 .. 1.73 Ang.
Alert level C CHEMW01_ALERT_1_C The ratio of given/expected molecular weight as calculated from the _chemical_formula_sum lies outside the range 0.99 <> 1.01 Calculated formula weight = 536.2752 Formula weight given = 530.2600 CHEMW01_ALERT_1_C The difference between the given and expected weight for compound is greater 1 mass unit. Check that all hydrogen atoms have been taken into account. DENSD01_ALERT_1_C The ratio of the submitted crystal density and that calculated from the formula is outside the range 0.99 <> 1.01 Crystal density given = 1.517 Calculated crystal density = 1.499 PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT044_ALERT_1_C Calculated and Reported Dx Differ .............. ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio PLAT046_ALERT_1_C Reported Z, MW and D(calc) are Inconsistent .... 1.50 PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ? PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 50.00 Perc. PLAT309_ALERT_2_C Single Bonded Oxygen (C-O .GT. 1.3 Ang) ........ O2 PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.25 Ratio
Alert level G FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the _chemical_formula_sum and the formula from the _atom_site* data. Atom count from _chemical_formula_sum:C24 H18 Cl2 Mn1 N4 O3 Atom count from the _atom_site data: C24 H12 Cl2 Mn1 N4 O3 CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected. CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional? From the CIF: _cell_formula_units_Z 4 From the CIF: _chemical_formula_sum C24 H18 Cl2 Mn N4 O3 TEST: Compare cell contents of formula and atom_site data atom Z*formula cif sites diff C 96.00 96.00 0.00 H 72.00 48.00 24.00 Cl 8.00 8.00 0.00 Mn 4.00 4.00 0.00 N 16.00 16.00 0.00 O 12.00 12.00 0.00 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 27.40 From the CIF: _reflns_number_total 2649 Count of symmetry unique reflns 1523 Completeness (_total/calc) 173.93% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 1126 Fraction of Friedel pairs measured 0.739 Are heavy atom types Z>Si present yes
1 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 12 ALERT level C = Check and explain 4 ALERT level G = General alerts; check 11 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 0 ALERT type 3 Indicator that the structure quality may be low 3 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1992); cell refinement: MSC/AFCDiffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 1985); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
[MnCl2(C11H6N2O)2]·C2H6O | F(000) = 1092 |
Mr = 530.26 | Dx = 1.517 Mg m−3 |
Orthorhombic, C2221 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: C 2c 2 | Cell parameters from 20 reflections |
a = 7.7376 (2) Å | θ = 3.5–8.8° |
b = 13.5917 (4) Å | µ = 0.82 mm−1 |
c = 22.3338 (8) Å | T = 295 K |
V = 2348.78 (12) Å3 | Prism, yellow |
Z = 4 | 0.46 × 0.42 × 0.36 mm |
Rigaku AFC-7S diffractometer | 2161 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0 |
Graphite monochromator | θmax = 27.4°, θmin = 1.8° |
ω/2θ scans | h = −9→10 |
Absorption correction: ψ scan (North et al., 1968) | k = −16→17 |
Tmin = 0.685, Tmax = 0.735 | l = −28→28 |
2649 measured reflections | 3 standard reflections every 150 reflections |
2649 independent reflections | intensity decay: 0.6% |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.030 | H-atom parameters constrained |
wR(F2) = 0.073 | w = 1/[σ2(Fo2) + (0.0364P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.99 | (Δ/σ)max < 0.001 |
2649 reflections | Δρmax = 0.33 e Å−3 |
153 parameters | Δρmin = −0.20 e Å−3 |
0 restraints | Absolute structure: Flack (1983); 1136 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.02 (3) |
Experimental. The C, H and N content were analysed using a Carlo-Erba 1160 instrument. |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Mn | 0.5000 | 0.48675 (3) | 0.2500 | 0.04199 (14) | |
Cl | 0.68120 (9) | 0.59750 (5) | 0.19244 (3) | 0.05375 (18) | |
O1 | 0.3149 (4) | 0.21295 (15) | 0.02549 (10) | 0.0725 (6) | |
N1 | 0.2810 (3) | 0.44891 (13) | 0.18264 (9) | 0.0410 (5) | |
N2 | 0.6127 (3) | 0.34629 (14) | 0.19383 (11) | 0.0485 (5) | |
C1 | 0.1216 (3) | 0.48590 (17) | 0.17037 (12) | 0.0462 (6) | |
H1 | 0.0783 | 0.5357 | 0.1947 | 0.055* | |
C2 | 0.0221 (4) | 0.45317 (18) | 0.12383 (13) | 0.0521 (6) | |
H2 | −0.0859 | 0.4813 | 0.1174 | 0.062* | |
C3 | 0.0787 (3) | 0.37943 (19) | 0.08635 (14) | 0.0531 (7) | |
H3 | 0.0123 | 0.3576 | 0.0543 | 0.064* | |
C4 | 0.2389 (3) | 0.33951 (16) | 0.09878 (12) | 0.0439 (6) | |
C5 | 0.3486 (4) | 0.26078 (17) | 0.06989 (12) | 0.0512 (7) | |
C6 | 0.5113 (4) | 0.25695 (14) | 0.10644 (11) | 0.0458 (5) | |
C7 | 0.6611 (4) | 0.20175 (16) | 0.10341 (14) | 0.0559 (7) | |
H7 | 0.6784 | 0.1553 | 0.0734 | 0.067* | |
C8 | 0.7837 (4) | 0.21878 (19) | 0.14695 (15) | 0.0606 (8) | |
H8 | 0.8853 | 0.1823 | 0.1471 | 0.073* | |
C9 | 0.7566 (4) | 0.2903 (2) | 0.19080 (16) | 0.0578 (7) | |
H9 | 0.8422 | 0.3000 | 0.2194 | 0.069* | |
C10 | 0.4972 (4) | 0.32634 (13) | 0.15193 (10) | 0.0414 (5) | |
C11 | 0.3308 (3) | 0.37752 (15) | 0.14670 (11) | 0.0401 (5) | |
O2 | 0.5091 (13) | 0.5302 (5) | 0.0649 (4) | 0.130 (2)* | 0.50 |
C12 | 0.6029 (11) | 0.5033 (10) | 0.0168 (4) | 0.106 (3)* | 0.50 |
C13 | 0.4936 (17) | 0.4556 (6) | −0.0278 (5) | 0.101 (2)* | 0.50 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Mn | 0.0399 (3) | 0.0476 (2) | 0.0385 (3) | 0.000 | −0.0055 (3) | 0.000 |
Cl | 0.0469 (3) | 0.0594 (3) | 0.0549 (4) | 0.0040 (3) | 0.0060 (3) | 0.0118 (3) |
O1 | 0.0803 (15) | 0.0801 (11) | 0.0571 (13) | −0.0058 (12) | 0.0033 (13) | −0.0277 (11) |
N1 | 0.0413 (13) | 0.0419 (8) | 0.0399 (12) | 0.0026 (8) | 0.0013 (10) | −0.0034 (9) |
N2 | 0.0428 (12) | 0.0544 (10) | 0.0482 (13) | 0.0045 (9) | −0.0045 (11) | 0.0044 (11) |
C1 | 0.0413 (14) | 0.0497 (11) | 0.0476 (15) | 0.0049 (10) | 0.0048 (11) | −0.0044 (12) |
C2 | 0.0317 (15) | 0.0654 (12) | 0.0591 (16) | 0.0038 (11) | −0.0032 (14) | 0.0024 (13) |
C3 | 0.0425 (14) | 0.0710 (14) | 0.0458 (16) | −0.0075 (12) | −0.0067 (13) | −0.0041 (14) |
C4 | 0.0445 (14) | 0.0490 (11) | 0.0382 (14) | −0.0041 (10) | 0.0003 (11) | −0.0025 (11) |
C5 | 0.0588 (18) | 0.0530 (12) | 0.0418 (15) | −0.0072 (12) | 0.0028 (13) | −0.0059 (12) |
C6 | 0.0493 (14) | 0.0421 (9) | 0.0461 (14) | 0.0010 (13) | 0.0073 (16) | 0.0042 (10) |
C7 | 0.0611 (18) | 0.0454 (11) | 0.0612 (19) | 0.0122 (13) | 0.0166 (17) | 0.0047 (13) |
C8 | 0.0498 (18) | 0.0543 (12) | 0.078 (2) | 0.0157 (12) | 0.0108 (16) | 0.0114 (15) |
C9 | 0.0425 (15) | 0.0641 (13) | 0.0669 (19) | 0.0059 (11) | −0.0078 (15) | 0.0129 (15) |
C10 | 0.0411 (12) | 0.0414 (8) | 0.0416 (12) | −0.0002 (12) | 0.0009 (16) | 0.0019 (9) |
C11 | 0.0389 (13) | 0.0440 (10) | 0.0375 (13) | −0.0021 (10) | 0.0004 (12) | 0.0006 (10) |
Mn—N1 | 2.323 (2) | C4—C5 | 1.510 (4) |
Mn—N1i | 2.323 (2) | C5—C6 | 1.502 (4) |
Mn—Cli | 2.4257 (7) | C6—C7 | 1.382 (4) |
Mn—Cl | 2.4257 (7) | C6—C10 | 1.391 (3) |
Mn—N2 | 2.445 (2) | C7—C8 | 1.378 (4) |
Mn—N2i | 2.445 (2) | C7—H7 | 0.93 |
O1—C5 | 1.214 (3) | C8—C9 | 1.396 (4) |
N1—C11 | 1.317 (3) | C8—H8 | 0.93 |
N1—C1 | 1.360 (3) | C9—H9 | 0.93 |
N2—C10 | 1.322 (4) | C10—C11 | 1.469 (4) |
N2—C9 | 1.350 (3) | O2—C13ii | 0.860 (10) |
C1—C2 | 1.368 (4) | O2—C12 | 1.348 (11) |
C1—H1 | 0.93 | C12—C12ii | 0.754 (19) |
C2—C3 | 1.377 (4) | C12—C13ii | 1.043 (13) |
C2—H2 | 0.93 | C12—C13 | 1.458 (13) |
C3—C4 | 1.382 (3) | C13—O2ii | 0.860 (10) |
C3—H3 | 0.93 | C13—C12ii | 1.043 (13) |
C4—C11 | 1.385 (3) | C13—C13ii | 1.731 (19) |
N1—Mn—N1i | 154.42 (9) | C2—C3—H3 | 121.7 |
N1—Mn—Cli | 93.38 (5) | C4—C3—H3 | 121.7 |
N1i—Mn—Cli | 102.46 (5) | C3—C4—C11 | 118.0 (2) |
N1—Mn—Cl | 102.46 (5) | C3—C4—C5 | 134.2 (3) |
N1i—Mn—Cl | 93.38 (5) | C11—C4—C5 | 107.8 (2) |
Cli—Mn—Cl | 103.29 (3) | O1—C5—C6 | 127.2 (3) |
N1—Mn—N2 | 75.82 (7) | O1—C5—C4 | 127.4 (3) |
N1i—Mn—N2 | 84.22 (7) | C6—C5—C4 | 105.3 (2) |
Cli—Mn—N2 | 164.27 (5) | C7—C6—C10 | 118.0 (3) |
Cl—Mn—N2 | 90.37 (5) | C7—C6—C5 | 134.1 (2) |
N1—Mn—N2i | 84.22 (7) | C10—C6—C5 | 107.9 (2) |
N1i—Mn—N2i | 75.82 (7) | C8—C7—C6 | 116.8 (2) |
Cli—Mn—N2i | 90.37 (5) | C8—C7—H7 | 121.6 |
Cl—Mn—N2i | 164.27 (5) | C6—C7—H7 | 121.6 |
N2—Mn—N2i | 77.34 (10) | C7—C8—C9 | 120.6 (3) |
C11—N1—C1 | 114.5 (2) | C7—C8—H8 | 119.7 |
C11—N1—Mn | 110.16 (16) | C9—C8—H8 | 119.7 |
C1—N1—Mn | 135.25 (16) | N2—C9—C8 | 123.5 (3) |
C10—N2—C9 | 114.0 (2) | N2—C9—H9 | 118.3 |
C10—N2—Mn | 106.39 (16) | C8—C9—H9 | 118.3 |
C9—N2—Mn | 139.4 (2) | N2—C10—C6 | 127.1 (3) |
N1—C1—C2 | 122.9 (2) | N2—C10—C11 | 123.5 (2) |
N1—C1—H1 | 118.5 | C6—C10—C11 | 109.4 (2) |
C2—C1—H1 | 118.5 | N1—C11—C4 | 126.6 (2) |
C1—C2—C3 | 121.3 (3) | N1—C11—C10 | 123.8 (2) |
C1—C2—H2 | 119.3 | C4—C11—C10 | 109.6 (2) |
C3—C2—H2 | 119.3 | O2—C12—C13 | 110.7 (8) |
C2—C3—C4 | 116.7 (3) |
Symmetry codes: (i) −x+1, y, −z+1/2; (ii) x, −y+1, −z. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- If you have already subscribed, you may need to register