Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807033417/dn2214sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807033417/dn2214Isup2.hkl |
CCDC reference: 657557
A ethanol solution (30 ml) containing 3,5-Dichloro-2-hydroxy-benzaldehyde (0.382 g, 2 mmol) was dropwise added to an aqueous solution containing amino-methanesulfonic acid(0.222 g, 2 mmol) and sodium hydroxide (0.080 g, 2 mmol) with stirred during 10 min. After stirring for 1 h, an aqueous solution of manganese chloride (0.396 g, 2 mmol) was added to the resulting solution and stirred for 2 h. The yellow-green solid compound was separated out and dissolved by N,N-Dimethyl-formamide, then the yellow-green solution was filtrated. After 15 days, colorless crystals were produced from the filtrate (yield: 48.6%, based on Mn).
Interest in packing arrangements of halogenated compounds goes back many years to what Schmidt called the 'chloro effect', where the presence of chloro substituents on aromatic compounds frequently results in stacking arrangements with a short (ca 4 Å) crystallographic axis (Cohen et al., 1964; Zordan et al., 2005; Desiraju, 1989; Zaman et al., 2004; Zhang et al., 2007). The title compound, (I), contains the dichloride ligand 3,5-Dichloro-2-hydroxy-benzaldehyde, with two Cl atoms accessible at the periphery of each ligand.
In compound (I), the MnII atom is octahedrally coordinated by four O atoms from two bidentate 3,5-Dichloro-2-hydroxy-benzaldehyde ligands forming the equatorial plane, one O atom from H2O and one O atom from N,N-Dimethyl-formamide trans on axial positions, forming a slightly distorted octahedral geometry (Fig. 1). The O—H···O hydrogen bonds result in the formation of pseudo dimers through inversion centres (Fig. 2). Within the dimer, there are slippest π-π stacking between the C1—C6 and C8—C13 rings with centroid-to-centroid distance of 3.692 and interplanar distance of 3.47 giving an offset angle of 20°. Some O—H···Cl interactions are also present in these dimers (Table 1). The shortest Cl–Cl contacts, 3.573 (8) Å, (Mathews & Manohar, 1991; Willey et al., 1994) observed between Cl2 and Cl3i [symmetry codes: (i) x, 1/2 + y, -1/2 + z] might help in stabilizing the crystal packing.
For related literature, see: Cohen et al. (1964); Desiraju (1989); Mathews et al. (1991); Willey et al. (1994); Zaman et al. (2004); Zhang et al. (2007); Zordan et al. (2005).
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996), ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.
[Mn(C7H3Cl2O2)2(C3H7NO)(H2O)] | F(000) = 1060 |
Mr = 526.04 | Dx = 1.644 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 264 reflections |
a = 10.479 (2) Å | θ = 1.8–25.1° |
b = 8.9988 (18) Å | µ = 1.16 mm−1 |
c = 22.561 (5) Å | T = 293 K |
β = 92.51 (3)° | Block, colorless |
V = 2125.4 (8) Å3 | 0.47 × 0.34 × 0.25 mm |
Z = 4 |
Bruker SMART CCD area-detector diffractometer | 3770 independent reflections |
Radiation source: fine-focus sealed tube | 2353 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.062 |
φ and ω scans | θmax = 25.1°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −12→12 |
Tmin = 0.612, Tmax = 0.761 | k = −10→10 |
10253 measured reflections | l = −26→17 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.077 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.229 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.08 | w = 1/[σ2(Fo2) + (0.0588P)2 + 19.7821P] where P = (Fo2 + 2Fc2)/3 |
3770 reflections | (Δ/σ)max = 0.001 |
270 parameters | Δρmax = 1.38 e Å−3 |
3 restraints | Δρmin = −0.42 e Å−3 |
[Mn(C7H3Cl2O2)2(C3H7NO)(H2O)] | V = 2125.4 (8) Å3 |
Mr = 526.04 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.479 (2) Å | µ = 1.16 mm−1 |
b = 8.9988 (18) Å | T = 293 K |
c = 22.561 (5) Å | 0.47 × 0.34 × 0.25 mm |
β = 92.51 (3)° |
Bruker SMART CCD area-detector diffractometer | 3770 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2353 reflections with I > 2σ(I) |
Tmin = 0.612, Tmax = 0.761 | Rint = 0.062 |
10253 measured reflections |
R[F2 > 2σ(F2)] = 0.077 | 3 restraints |
wR(F2) = 0.229 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.08 | w = 1/[σ2(Fo2) + (0.0588P)2 + 19.7821P] where P = (Fo2 + 2Fc2)/3 |
3770 reflections | Δρmax = 1.38 e Å−3 |
270 parameters | Δρmin = −0.42 e Å−3 |
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 | ||
C1 | −0.0004 (7) | 0.0754 (9) | 0.3582 (4) | 0.0342 (19) | |
C2 | −0.1247 (7) | 0.1196 (9) | 0.3346 (4) | 0.0367 (19) | |
C3 | −0.1756 (8) | 0.0685 (11) | 0.2826 (4) | 0.045 (2) | |
H3 | −0.2553 | 0.1028 | 0.2689 | 0.054* | |
C4 | −0.1109 (8) | −0.0350 (12) | 0.2488 (4) | 0.049 (2) | |
C5 | 0.0103 (9) | −0.0785 (11) | 0.2674 (4) | 0.052 (2) | |
H5 | 0.0562 | −0.1437 | 0.2444 | 0.062* | |
C6 | 0.0644 (7) | −0.0244 (11) | 0.3210 (4) | 0.039 (2) | |
C7 | 0.1920 (9) | −0.0777 (11) | 0.3359 (4) | 0.049 (2) | |
H7 | 0.2285 | −0.1370 | 0.3074 | 0.058* | |
C8 | 0.2317 (8) | 0.1811 (10) | 0.5888 (4) | 0.0371 (19) | |
C9 | 0.1969 (8) | 0.2856 (10) | 0.6319 (4) | 0.041 (2) | |
C10 | 0.2705 (9) | 0.3182 (11) | 0.6815 (4) | 0.052 (2) | |
H10 | 0.2419 | 0.3870 | 0.7086 | 0.063* | |
C11 | 0.3880 (9) | 0.2491 (13) | 0.6916 (4) | 0.056 (3) | |
C12 | 0.4278 (8) | 0.1482 (11) | 0.6519 (4) | 0.049 (2) | |
H12 | 0.5065 | 0.1021 | 0.6588 | 0.058* | |
C13 | 0.3533 (7) | 0.1108 (10) | 0.6003 (4) | 0.0366 (19) | |
C14 | 0.4044 (7) | 0.0009 (10) | 0.5623 (4) | 0.039 (2) | |
H14 | 0.4804 | −0.0433 | 0.5759 | 0.047* | |
C15 | 0.3455 (15) | 0.6253 (13) | 0.4451 (8) | 0.113 (6) | |
H15A | 0.3114 | 0.6656 | 0.4083 | 0.169* | |
H15B | 0.4196 | 0.6810 | 0.4581 | 0.169* | |
H15C | 0.2821 | 0.6314 | 0.4744 | 0.169* | |
C16 | 0.4926 (12) | 0.4435 (15) | 0.4035 (6) | 0.085 (4) | |
H16A | 0.5162 | 0.3412 | 0.4090 | 0.127* | |
H16B | 0.5617 | 0.5061 | 0.4175 | 0.127* | |
H16C | 0.4743 | 0.4623 | 0.3621 | 0.127* | |
C17 | 0.3068 (9) | 0.3661 (12) | 0.4519 (4) | 0.053 (3) | |
H17 | 0.2331 | 0.3898 | 0.4713 | 0.064* | |
Cl1 | −0.2081 (2) | 0.2480 (3) | 0.37414 (12) | 0.0573 (7) | |
Cl2 | −0.1816 (3) | −0.1083 (4) | 0.18426 (12) | 0.0761 (9) | |
Cl3 | 0.0525 (2) | 0.3769 (3) | 0.61989 (13) | 0.0652 (8) | |
Cl4 | 0.4803 (3) | 0.2921 (5) | 0.75486 (14) | 0.0919 (12) | |
Mn1 | 0.19920 (11) | 0.04952 (15) | 0.46251 (6) | 0.0371 (4) | |
N1 | 0.3796 (8) | 0.4755 (9) | 0.4368 (4) | 0.057 (2) | |
O1 | 0.0414 (5) | 0.1221 (7) | 0.4086 (2) | 0.0382 (14) | |
O2 | 0.2581 (5) | −0.0552 (7) | 0.3810 (3) | 0.0472 (16) | |
O3 | 0.1589 (5) | 0.1547 (7) | 0.5430 (2) | 0.0389 (14) | |
O4 | 0.3610 (5) | −0.0425 (7) | 0.5142 (3) | 0.0417 (14) | |
O5 | 0.3276 (6) | 0.2326 (7) | 0.4424 (3) | 0.0521 (17) | |
O6 | 0.0987 (5) | −0.1542 (7) | 0.4855 (3) | 0.0408 (14) | |
H6 | 0.095 (8) | −0.165 (11) | 0.5228 (7) | 0.061* | |
H6A | 0.031 (5) | −0.187 (11) | 0.468 (3) | 0.061* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.031 (4) | 0.035 (5) | 0.037 (5) | 0.005 (4) | 0.004 (3) | 0.003 (4) |
C2 | 0.031 (4) | 0.031 (5) | 0.049 (5) | 0.001 (4) | 0.007 (4) | 0.011 (4) |
C3 | 0.035 (4) | 0.049 (6) | 0.051 (6) | 0.002 (4) | −0.006 (4) | 0.013 (5) |
C4 | 0.041 (5) | 0.065 (7) | 0.040 (5) | −0.005 (5) | 0.001 (4) | 0.000 (5) |
C5 | 0.052 (5) | 0.052 (6) | 0.052 (6) | 0.004 (5) | 0.002 (4) | −0.008 (5) |
C6 | 0.029 (4) | 0.054 (6) | 0.035 (5) | 0.003 (4) | 0.005 (3) | −0.001 (4) |
C7 | 0.048 (5) | 0.055 (7) | 0.044 (5) | 0.014 (5) | 0.007 (4) | −0.008 (5) |
C8 | 0.035 (4) | 0.037 (5) | 0.039 (5) | −0.007 (4) | 0.006 (4) | 0.000 (4) |
C9 | 0.039 (5) | 0.032 (5) | 0.052 (5) | −0.005 (4) | 0.004 (4) | −0.007 (4) |
C10 | 0.056 (6) | 0.044 (6) | 0.058 (6) | −0.008 (5) | 0.009 (5) | −0.012 (5) |
C11 | 0.046 (5) | 0.080 (8) | 0.041 (5) | −0.025 (5) | 0.004 (4) | −0.007 (5) |
C12 | 0.037 (5) | 0.057 (7) | 0.052 (6) | −0.008 (4) | 0.002 (4) | 0.002 (5) |
C13 | 0.029 (4) | 0.043 (5) | 0.038 (5) | −0.004 (4) | 0.004 (3) | 0.005 (4) |
C14 | 0.025 (4) | 0.038 (5) | 0.054 (6) | 0.004 (4) | 0.002 (4) | 0.005 (4) |
C15 | 0.113 (12) | 0.025 (7) | 0.200 (17) | 0.012 (7) | 0.011 (11) | −0.009 (8) |
C16 | 0.076 (8) | 0.066 (9) | 0.113 (10) | −0.004 (7) | 0.028 (7) | 0.010 (7) |
C17 | 0.044 (5) | 0.059 (8) | 0.057 (6) | 0.002 (5) | 0.000 (4) | 0.001 (5) |
Cl1 | 0.0431 (12) | 0.0522 (16) | 0.0768 (17) | 0.0185 (11) | 0.0043 (11) | 0.0017 (13) |
Cl2 | 0.0656 (17) | 0.103 (3) | 0.0579 (17) | −0.0133 (16) | −0.0124 (13) | −0.0144 (16) |
Cl3 | 0.0547 (15) | 0.0574 (17) | 0.0835 (19) | 0.0128 (13) | 0.0027 (13) | −0.0221 (14) |
Cl4 | 0.0704 (19) | 0.142 (3) | 0.0612 (18) | −0.034 (2) | −0.0145 (14) | −0.0208 (19) |
Mn1 | 0.0270 (6) | 0.0398 (8) | 0.0445 (8) | 0.0008 (6) | 0.0025 (5) | −0.0040 (6) |
N1 | 0.052 (5) | 0.037 (5) | 0.083 (6) | 0.001 (4) | 0.005 (4) | 0.000 (4) |
O1 | 0.033 (3) | 0.040 (4) | 0.042 (3) | 0.009 (3) | 0.005 (3) | 0.000 (3) |
O2 | 0.038 (3) | 0.054 (4) | 0.049 (4) | 0.015 (3) | 0.001 (3) | −0.009 (3) |
O3 | 0.027 (3) | 0.044 (4) | 0.046 (3) | 0.002 (3) | 0.000 (2) | −0.008 (3) |
O4 | 0.029 (3) | 0.043 (4) | 0.054 (4) | 0.008 (3) | 0.001 (3) | −0.006 (3) |
O5 | 0.047 (4) | 0.033 (4) | 0.077 (5) | −0.008 (3) | 0.011 (3) | 0.002 (3) |
O6 | 0.025 (3) | 0.043 (4) | 0.055 (4) | −0.006 (3) | 0.005 (3) | −0.005 (3) |
C1—O1 | 1.271 (9) | C12—H12 | 0.9300 |
C1—C6 | 1.423 (11) | C13—C14 | 1.429 (12) |
C1—C2 | 1.443 (11) | C14—O4 | 1.222 (10) |
C2—C3 | 1.348 (12) | C14—H14 | 0.9300 |
C2—Cl1 | 1.722 (9) | C15—N1 | 1.409 (14) |
C3—C4 | 1.398 (13) | C15—H15A | 0.9600 |
C3—H3 | 0.9300 | C15—H15B | 0.9600 |
C4—C5 | 1.377 (13) | C15—H15C | 0.9600 |
C4—Cl2 | 1.735 (9) | C16—N1 | 1.457 (14) |
C5—C6 | 1.399 (12) | C16—H16A | 0.9600 |
C5—H5 | 0.9300 | C16—H16B | 0.9600 |
C6—C7 | 1.446 (12) | C16—H16C | 0.9600 |
C7—O2 | 1.222 (10) | C17—O5 | 1.241 (12) |
C7—H7 | 0.9300 | C17—N1 | 1.300 (13) |
C8—O3 | 1.279 (9) | C17—H17 | 0.9300 |
C8—C9 | 1.411 (12) | Mn1—O3 | 2.107 (6) |
C8—C13 | 1.435 (11) | Mn1—O1 | 2.114 (5) |
C9—C10 | 1.363 (12) | Mn1—O4 | 2.179 (6) |
C9—Cl3 | 1.733 (9) | Mn1—O2 | 2.180 (6) |
C10—C11 | 1.390 (14) | Mn1—O5 | 2.187 (6) |
C10—H10 | 0.9300 | Mn1—O6 | 2.188 (6) |
C11—C12 | 1.353 (14) | O6—H6 | 0.85 (2) |
C11—Cl4 | 1.733 (9) | O6—H6A | 0.85 (6) |
C12—C13 | 1.414 (12) | ||
O1—C1—C6 | 125.7 (7) | N1—C15—H15A | 109.5 |
O1—C1—C2 | 120.6 (7) | N1—C15—H15B | 109.5 |
C6—C1—C2 | 113.7 (7) | H15A—C15—H15B | 109.5 |
C3—C2—C1 | 123.0 (8) | N1—C15—H15C | 109.5 |
C3—C2—Cl1 | 119.3 (6) | H15A—C15—H15C | 109.5 |
C1—C2—Cl1 | 117.6 (7) | H15B—C15—H15C | 109.5 |
C2—C3—C4 | 121.3 (8) | N1—C16—H16A | 109.5 |
C2—C3—H3 | 119.4 | N1—C16—H16B | 109.5 |
C4—C3—H3 | 119.4 | H16A—C16—H16B | 109.5 |
C5—C4—C3 | 119.1 (8) | N1—C16—H16C | 109.5 |
C5—C4—Cl2 | 120.1 (8) | H16A—C16—H16C | 109.5 |
C3—C4—Cl2 | 120.8 (7) | H16B—C16—H16C | 109.5 |
C4—C5—C6 | 119.8 (9) | O5—C17—N1 | 125.4 (10) |
C4—C5—H5 | 120.1 | O5—C17—H17 | 117.3 |
C6—C5—H5 | 120.1 | N1—C17—H17 | 117.3 |
C5—C6—C1 | 123.0 (8) | O3—Mn1—O1 | 100.2 (2) |
C5—C6—C7 | 114.9 (8) | O3—Mn1—O4 | 83.7 (2) |
C1—C6—C7 | 122.1 (8) | O1—Mn1—O4 | 175.3 (2) |
O2—C7—C6 | 128.6 (8) | O3—Mn1—O2 | 175.1 (2) |
O2—C7—H7 | 115.7 | O1—Mn1—O2 | 83.7 (2) |
C6—C7—H7 | 115.7 | O4—Mn1—O2 | 92.6 (2) |
O3—C8—C9 | 121.1 (8) | O3—Mn1—O5 | 89.3 (2) |
O3—C8—C13 | 123.8 (8) | O1—Mn1—O5 | 96.9 (2) |
C9—C8—C13 | 115.1 (7) | O4—Mn1—O5 | 85.7 (2) |
C10—C9—C8 | 123.7 (8) | O2—Mn1—O5 | 87.2 (3) |
C10—C9—Cl3 | 119.0 (7) | O3—Mn1—O6 | 93.2 (2) |
C8—C9—Cl3 | 117.3 (7) | O1—Mn1—O6 | 91.3 (2) |
C9—C10—C11 | 120.2 (9) | O4—Mn1—O6 | 85.8 (2) |
C9—C10—H10 | 119.9 | O2—Mn1—O6 | 89.7 (2) |
C11—C10—H10 | 119.9 | O5—Mn1—O6 | 170.8 (2) |
C12—C11—C10 | 119.2 (9) | C17—N1—C15 | 122.3 (10) |
C12—C11—Cl4 | 121.2 (8) | C17—N1—C16 | 119.0 (9) |
C10—C11—Cl4 | 119.6 (8) | C15—N1—C16 | 118.3 (11) |
C11—C12—C13 | 122.0 (9) | C1—O1—Mn1 | 130.0 (5) |
C11—C12—H12 | 119.0 | C7—O2—Mn1 | 127.0 (6) |
C13—C12—H12 | 119.0 | C8—O3—Mn1 | 130.2 (5) |
C12—C13—C14 | 116.8 (8) | C14—O4—Mn1 | 127.2 (5) |
C12—C13—C8 | 119.8 (8) | C17—O5—Mn1 | 125.4 (6) |
C14—C13—C8 | 123.4 (8) | Mn1—O6—H6 | 112 (6) |
O4—C14—C13 | 128.2 (8) | Mn1—O6—H6A | 126 (6) |
O4—C14—H14 | 115.9 | H6—O6—H6A | 110 (7) |
C13—C14—H14 | 115.9 |
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H6···O1i | 0.85 (2) | 2.19 (6) | 2.874 (8) | 138 (8) |
O6—H6A···O3i | 0.85 (6) | 2.02 (6) | 2.748 (7) | 143 (9) |
O6—H6···Cl1i | 0.85 (2) | 2.67 (5) | 3.426 (7) | 149 (8) |
O6—H6A···Cl3i | 0.85 (6) | 2.73 (6) | 3.442 (6) | 142 (8) |
Symmetry code: (i) −x, −y, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Mn(C7H3Cl2O2)2(C3H7NO)(H2O)] |
Mr | 526.04 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 293 |
a, b, c (Å) | 10.479 (2), 8.9988 (18), 22.561 (5) |
β (°) | 92.51 (3) |
V (Å3) | 2125.4 (8) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.16 |
Crystal size (mm) | 0.47 × 0.34 × 0.25 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.612, 0.761 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 10253, 3770, 2353 |
Rint | 0.062 |
(sin θ/λ)max (Å−1) | 0.597 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.077, 0.229, 1.08 |
No. of reflections | 3770 |
No. of parameters | 270 |
No. of restraints | 3 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
w = 1/[σ2(Fo2) + (0.0588P)2 + 19.7821P] where P = (Fo2 + 2Fc2)/3 | |
Δρmax, Δρmin (e Å−3) | 1.38, −0.42 |
Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2001), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEPIII (Burnett & Johnson, 1996), ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2003), SHELXL97.
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H6···O1i | 0.85 (2) | 2.19 (6) | 2.874 (8) | 138 (8) |
O6—H6A···O3i | 0.85 (6) | 2.02 (6) | 2.748 (7) | 143 (9) |
O6—H6···Cl1i | 0.85 (2) | 2.67 (5) | 3.426 (7) | 149 (8) |
O6—H6A···Cl3i | 0.85 (6) | 2.73 (6) | 3.442 (6) | 142 (8) |
Symmetry code: (i) −x, −y, −z+1. |
Interest in packing arrangements of halogenated compounds goes back many years to what Schmidt called the 'chloro effect', where the presence of chloro substituents on aromatic compounds frequently results in stacking arrangements with a short (ca 4 Å) crystallographic axis (Cohen et al., 1964; Zordan et al., 2005; Desiraju, 1989; Zaman et al., 2004; Zhang et al., 2007). The title compound, (I), contains the dichloride ligand 3,5-Dichloro-2-hydroxy-benzaldehyde, with two Cl atoms accessible at the periphery of each ligand.
In compound (I), the MnII atom is octahedrally coordinated by four O atoms from two bidentate 3,5-Dichloro-2-hydroxy-benzaldehyde ligands forming the equatorial plane, one O atom from H2O and one O atom from N,N-Dimethyl-formamide trans on axial positions, forming a slightly distorted octahedral geometry (Fig. 1). The O—H···O hydrogen bonds result in the formation of pseudo dimers through inversion centres (Fig. 2). Within the dimer, there are slippest π-π stacking between the C1—C6 and C8—C13 rings with centroid-to-centroid distance of 3.692 and interplanar distance of 3.47 giving an offset angle of 20°. Some O—H···Cl interactions are also present in these dimers (Table 1). The shortest Cl–Cl contacts, 3.573 (8) Å, (Mathews & Manohar, 1991; Willey et al., 1994) observed between Cl2 and Cl3i [symmetry codes: (i) x, 1/2 + y, -1/2 + z] might help in stabilizing the crystal packing.