metal-organic compounds
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1 metal-organic compounds Acta Crystallographica Section E Structure Reports Online ISSN ,2 0 -Biimidazolium hexaaquamanganese(ii) bis(sulfate) Mukhtar A. Kurawa, Christopher J. Adams and A. Guy Orpen* School of Chemistry, University of Bristol, Bristol BS8 1TS, England Correspondence guy.orpen@bris.ac.uk Refinement R[F 2 >2(F 2 )] = wr(f 2 ) = S = reflections 142 parameters 6 restraints Table 1 Selected bond lengths (Å). Mn1 O (10) Mn1 O (10) Symmetry code: (i) x; y þ 2; z. H atoms treated by a mixture of independent and constrained refinement max = 0.28 e Å 3 min = 0.65 e Å 3 Mn1 O (10) Received 25 June 2008; accepted 2 July 2008 Key indicators: single-crystal X-ray study; T = 100 K; mean (C C) = Å; R factor = 0.023; wr factor = 0.066; data-to-parameter ratio = The title compound, (C 6 H 8 N 4 )[Mn(H 2 O) 6 ](SO 4 ) 2, was obtained by cocrystallization of 2,2 0 -biimidazolium sulfate and bis(tetrabutylammonium) tetrachloridomanganate(ii). The asymmetric unit contains one isolated (SO 4 ) 2 anion, one half of an octahedral [Mn(H 2 O) 6 ] 2+ dication and one half of a 2,2 0 -biimidazolium dication, each of which lies on an inversion centre. Molecules are connected by a threedimensional N HO and O HO hydrogen-bond network. Related literature For the syntheses, structural studies and thermal behaviour of related compounds, see: Rekik et al. (2006, 2007). Table 2 Hydrogen-bond geometry (Å, ). D HA D H HA DA D HA N1 H1AO3 ii (15) 159 N1 H1AO2 ii (15) 131 N2 H2AO3 iii (16) 159 O5 H5AO (14) (15) (15) (18) O5 H5BO3 iv (14) (15) (15) (17) O6 H6AO4 v (14) (15) (15) (18) O6 H6BO1 vi (14) (15) (14) (18) O7 H7AO4 vii (14) (15) (15) (18) O7 H7BO2 v (14) (14) (14) (17) Symmetry codes: (ii) x þ 1; y þ 1 2 ; z þ 1 2 ;(iii)x 1; y þ 3 2 ; z 1 2 ; (iv) x 1; y; z; (v) x þ 1; y 1 2 ; z þ 1 2 ; (vi) x þ 1; y þ 1; z; (vii) x þ 2; y 1 2 ; z þ 1 2. Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL. MAK thanks Bayero University, Kano, Nigeria, for funding. Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2142). Experimental Crystal data (C 6 H 8 N 4 )[Mn(H 2 O) 6 ](SO 4 ) 2 M r = Monoclinic, P2 1 =c a = (7) Å b = (2) Å c = (2) Å = (1) Data collection Bruker SMART APEX CCD areadetector diffractometer Absorption correction: multi-scan (SADABS; Sheldrick,1996) T min = 0.686, T max = V = (2) Å 3 Z =2 Mo K radiation = 1.09 mm 1 T = 100 (2) K mm 9389 measured reflections 1954 independent reflections 1897 reflections with I > 2(I) R int = References Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Rekik, W., Naili, H., Bataille, T., Roisnel, T. & Mhiri, T. (2006). Inorg. Chim. Acta, 359, Rekik, W., Naili, H., Mhiri, T. & Bataille, T. (2007). J. Chem. Crystallogr. 37, Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Sheldrick, G. M. (2008). Acta Cryst. A64, doi: /s Kurawa et al. m1005
2 supporting information [doi: /s ] 2,2 -Biimidazolium hexaaquamanganese(ii) bis(sulfate) Mukhtar A. Kurawa, Christopher J. Adams and A. Guy Orpen S1. Comment The syntheses, structural studies and thermal behaviour of similar complexes with piperazinium, (C 4 H 12 N 2 ) 2+, and 1,4-diaza-bicyclo[2.2.2]octandiium, (C 6 H 14 N 2 ) 2+, cations have been reported (Rekik et al., 2006, 2007). In the crystal structure of the title compound (Fig. 1; Table 1), the (C 6 H 8 N 4 ) 2+, [Mn(H 2 O) 6 ] 2+ and (SO 4 ) 2- ions are connected by N H O and O H O hydrogen bonds (Table 2), with the 2,2 -biimidazolium dications in the supramolecular cavities formed by the metal sulfate framework (Fig. 2). The corresponding structures of some first row transition metal M II sulfates (M = Mn, Ni, Fe and Cu) templated with piperazinium display similar three-dimensional hydrogen-bonded networks (Rekik, Naili, Bataille et al., 2006). In particular, the structures of the (C 4 H 12 N 2 ) 2+ [M(H 2 O) 6 ] (SO 4 ) 2 (M = Mn or Ni) compounds contain channels (running parallel to the c-axis in those cases), which are defined by a square arrangement of [M(H 2 O) 6 ] 2+ cations and which contain the organic dications, mirroring the channels seen in the title compound (Fig. 2). S2. Experimental The title compound was obtained unintentionally as the product of an attempted synthesis of a hydrogen-bonded salt of the tetrachloromanganate(ii) anion and the biimidazolium cation, using slow evaporation of a water acetonitrile solution (1:1 v/v) of equimolar amounts of bis(tetrabutylammonium) tetrachloromanganate(ii) and 2,2 -biimidazolium sulfate at room temperature. S3. Refinement H atoms bonded to O atoms were located in a difference map and refined with distance restraints of O H = 0.84 (2) Å and with U iso (H) = 1.2U eq (O). Other H atoms were positioned geometrically and refined using a riding model, with C H = 0.95 and N H = 0.88 Å, and with U iso (H) = 1.2U eq (C, N). sup-1
3 Figure 1 The molecular structure of the title compound. Displacement ellipsoids are drawn at the 50% probability level. [Symmetry codes: (i) -x, 2-y, -z; (vi) 1-x, 1-y, -z.] sup-2
4 Figure 2 Packing diagram for the title compound viewed along the a-axis. 2,2 -Biimidazolium hexaaquamanganese(ii) bis(sulfate) Crystal data (C 6 H 8 N 4 )[Mn(H 2 O) 6 ](SO 4 ) 2 M r = Monoclinic, P2 1 /c Hall symbol: -P 2ybc a = (7) Å b = (2) Å c = (2) Å β = (1) V = (2) Å 3 Z = 2 Data collection Bruker SMART APEX CCD area-detector diffractometer Radiation source: fine-focus sealed tube Graphite monochromator φ and ω scans Absorption correction: multi-scan (SADABS; Sheldrick,1996) T min = 0.686, T max = Refinement Refinement on F 2 Least-squares matrix: full R[F 2 > 2σ(F 2 )] = wr(f 2 ) = S = reflections F(000) = 506 D x = Mg m 3 Mo Kα radiation, λ = Å Cell parameters from 7442 reflections θ = µ = 1.09 mm 1 T = 100 K Block, colourless mm 9389 measured reflections 1954 independent reflections 1897 reflections with I > 2σ(I) R int = θ max = 27.5, θ min = 2.4 h = 7 7 k = l = parameters 6 restraints Primary atom site location: structure-invariant direct methods Secondary atom site location: difference Fourier map sup-3
5 Hydrogen site location: inferred from neighbouring sites H atoms treated by a mixture of independent and constrained refinement w = 1/[σ 2 (F o2 ) + (0.042P) P] where P = (F o 2 + 2F c2 )/3 (Δ/σ) max < Δρ max = 0.29 e Å 3 Δρ min = 0.65 e Å 3 Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 ) x y z U iso */U eq Mn (9) S (5) (3) (2) (10) N (19) (9) (9) (2) H1A * N (17) (9) (9) (2) H2A * C (2) (11) (11) (2) H1B * C (2) (11) (11) (2) H2B * C (2) (11) (10) (2) O (15) (8) (7) (2) O (15) (8) (8) (2) O (15) (8) (7) (19) O (15) (8) (8) (19) O (16) (8) (8) (2) O (16) (8) (8) (2) O (15) (8) (8) (19) H5A (3) (14) (14) 0.015* H6A (3) (15) (13) 0.015* H7A (3) (15) (14) 0.015* H5B (2) (15) (14) 0.015* H6B (3) (14) (14) 0.015* H7B (3) (15) (13) 0.015* Atomic displacement parameters (Å 2 ) U 11 U 22 U 33 U 12 U 13 U 23 Mn (15) (15) (15) (9) (10) (9) S (16) (16) (17) (10) (11) (10) N (5) (5) (5) (4) (4) (4) N (5) (5) (5) (4) (4) (4) C (6) (6) (6) (4) (4) (5) C (6) (6) (6) (4) (4) (5) C (6) (5) (6) (5) (4) (4) O (5) (4) (4) (3) (3) (3) O (4) (4) (5) (3) (3) (3) O (4) (4) (4) (3) (3) (3) O (4) (4) (4) (3) (3) (3) O (4) (5) (5) (4) (3) (4) sup-4
6 O (4) (5) (5) (4) (3) (4) O (4) (5) (5) (3) (3) (3) Geometric parameters (Å, º) Mn1 O (10) N2 C (16) Mn1 O6 i (10) N2 C (17) Mn1 O7 i (10) N2 H2A Mn1 O (10) C1 C (19) Mn1 O (10) C1 H1B Mn1 O5 i (10) C2 H2B S1 O (10) C3 C3 ii (2) S1 O (10) O5 H5A (14) S1 O (10) O5 H5B (14) S1 O (10) O6 H6A (14) S1 O (9) O6 H6B (14) N1 C (17) O7 H7A (14) N1 C (17) O7 H7B (14) N1 H1A O6 Mn1 O6 i C3 N1 C (11) O6 Mn1 O7 i (4) C3 N1 H1A O6 i Mn1 O7 i (4) C1 N1 H1A O6 Mn1 O (4) C3 N2 C (11) O6 i Mn1 O (4) C3 N2 H2A O7 i Mn1 O C2 N2 H2A O6 Mn1 O (4) C2 C1 N (11) O6 i Mn1 O (4) C2 C1 H1B O7 i Mn1 O (4) N1 C1 H1B O7 Mn1 O (4) C1 C2 N (11) O6 Mn1 O5 i (4) C1 C2 H2B O6 i Mn1 O5 i (4) N2 C2 H2B O7 i Mn1 O5 i (4) N1 C3 N (11) O7 Mn1 O5 i (4) N1 C3 C3 ii (15) O5 Mn1 O5 i N2 C3 C3 ii (15) O1 S1 O (6) Mn1 O5 H5A (12) O1 S1 O (6) Mn1 O5 H5B (13) O4 S1 O (6) H5A O5 H5B (17) O1 S1 O (6) Mn1 O6 H6A (12) O4 S1 O (6) Mn1 O6 H6B (12) O1 S1 O (6) H6A O6 H6B (17) O4 S1 O (6) Mn1 O7 H7A (12) O2 S1 O (6) Mn1 O7 H7B (12) O2 S1 O (6) H7A O7 H7B (17) C3 N1 C1 C (15) C1 N1 C3 C3 ii (15) N1 C1 C2 N (14) C2 N2 C3 N (14) sup-5
7 C3 N2 C2 C (14) C2 N2 C3 C3 ii (15) C1 N1 C3 N (14) Symmetry codes: (i) x+1, y+1, z; (ii) x, y+2, z. Hydrogen-bond geometry (Å, º) D H A D H H A D A D H A N1 H1A O3 iii (15) 159 N1 H1A O2 iii (15) 131 N2 H2A O3 iv (16) 159 O5 H5A O (1) 1.92 (2) (15) 177 (2) O5 H5B O3 v 0.81 (1) 2.09 (2) (15) 160 (2) O6 H6A O4 vi 0.84 (1) 1.91 (2) (15) 171 (2) O6 H6B O1 i 0.85 (1) 1.85 (2) (14) 174 (2) O7 H7A O4 vii 0.85 (1) 1.89 (2) (15) 170 (2) O7 H7B O2 vi 0.85 (1) 1.89 (1) (14) 169 (2) Symmetry codes: (i) x+1, y+1, z; (iii) x+1, y+1/2, z+1/2; (iv) x 1, y+3/2, z 1/2; (v) x 1, y, z; (vi) x+1, y 1/2, z+1/2; (vii) x+2, y 1/2, z+1/2. sup-6
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