metal-organic papers Bis(acetato-O)diaqua(2,2 0 -bipyridyl-n,n 0 )cobalt(ii) (OC-13): a two-dimensional material Comment
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1 metal-organic papers Acta Crystallographica Section E Structure Reports Online ISSN Bis(acetato-O)diaqua(2,2 0 -bipyridyl-n,n 0 )cobalt(ii) (OC-13): a two-dimensional material Rosa Carballo,* Berta Covelo, Emilia GarcõÂa-MartõÂnez and Ezequiel M. VaÂzquez-Lo pez Departamento de QuõÂmica InorgaÂnica, Facultade de Ciencias-QuõÂmica, Universidade de Vigo, Vigo, Galicia, Spain Correspondence rcrial@uvigo.es Key indicators Single-crystal X-ray study T = 293 K Mean (C±C) = AÊ R factor = wr factor = Data-to-parameter ratio = 17.0 For details of how these key indicators were automatically derived from the article, see The structure of the title compound, [Co(AcO) 2 (2,2 0 - bipy)(h 2 O) 2 ] or [Co(C 2 H 3 O 2 ) 2 (C 10 H 8 N 2 )(H 2 O) 2 ], consists of mononuclear molecules with crystallographic twofold rotation symmetry. The Co atom displays a distorted tetragonally compressed octahedral environment, with a unique CoÐN distance of (14) A Ê and CoÐO distances in the range (13)± (14) A Ê. The molecules are self-assembled via hydrogen bonds to form an one-dimensional chain and via aromatic±aromatic interactions giving a two-dimensional structure. Comment The construction of coordination polymers with one-, two- and three-dimensional frameworks using directional interactions such as hydrogen-bonding and dative coordinate bonding has attracted much attention. In this sense, the utilization of hydrogen bonding is a well known design principle in the construction of a supramolecular architecture (Lehn, 1995). The introduction of hydrogen bonds can be achieved by the use of coordinating water molecules which tend to form hydrogen bonds with neighbouring nitrogen- and oxygencontaining organic units in order to link the network structures. As part of a study of the supramolecular organization of cobalt(ii) carboxylate complexes (Carballo et al., 2001), we report here the two-dimensional structure of the mononuclear mixed-ligand compound [Co(AcO) 2 (2,2 0 -bipy)(h 2 O) 2 ], (I). Received 13 November 2001 Accepted 20 November 2001 Online 30 November 2001 # 2001 International Union of Crystallography Printed in Great Britain ± all rights reserved Compound (I) is isostructural with the nickel(ii) complex [Ni(AcO) 2 (2,2 0 -bipy)(h 2 O) 2 ] (Ye et al., 1998), which has a two-dimensional structure generated via hydrogen bonding between the hydrophilic groups and via ± interactions Acta Cryst. (2001). E57, m597±m599 DOI: /S X Rosa Carballo et al. [Co(C 2 H 3 O 2 ) 2 (C 10 H 8 N 2 )(H 2 O) 2 ] m597
2 metal-organic papers Figure 1 ZORTEP (Zsolnai & Huttner, 1994) diagram of [Co(AcO) 2 (2,2 0 - bipy)(h 2 O) 2 ] showing the atom-numbering system. Non-H atoms are represented as ellipsoids drawn at the 30% probability level. between the hydrophobic groups. In (I), the cobalt(ii) atom lies on a twofold axis (e position in the Wyckoff notation) and is six-coordinate, bound in equatorial positions to the nitrogen atoms of one 2,2 0 -bipyridyl molecule and two aqua ligands, and in apical positions to two unidentate acetates. The bond lengths between cobalt and its surrounding atoms (Table 1) are similar, but not exactly equal, to those found in the nickel compound. The CoÐO acetate bond is only slightly longer than NiÐO acetate [2.079 (2) A Ê ], but more signi cant is the lengthening of the CoÐN bond [ (14) A Ê compared with NiÐ N (2.069(2) A Ê ]. However, the two mutually trans CoÐO acetate distances are shorter than the remaining four bond distances in (I), denoting a kind of distortion in the octahedral coordination geometry around Co II absent in the Ni II analogue. The Co II ion with a high-spin d 7 electron con guration is subject to a Jahn±Teller effect and, as a result, a tetragonally compressed octahedral geometry is present in (I). There are no signi cant differences in the CÐO distances in the acetate group [1.257 (2) and (2) A Ê ], due to the involvement of the uncoordinated O2 in two strong hydrogen bonds, giving rise to a pseudo-bridging behaviour of the carboxylate group (Deacon & Phillips, 1980). The individual pyridine rings of the 2,2 0 -bipyridyl ligand are planar, but the dihedral angle between the two pyridyl rings is 8.2 (1). Figure 2 SCHAKAL (Keller, 1988) diagram showing the packing due to ± interactions. There are intra- and intermolecular hydrogen-bonding interactions between the water molecules and the uncoordinated O carboxylate O2 (Table 2). Each water molecule, as donor, and each O2 atom, as acceptor, participate in two hydrogen bonds, one intra- (O3ÐH3AO2 i ; symmetry code as in Table 2) and another intermolecular (O3ÐH3BO2 ii ; symmetry code as in Table 2). The intermolecular hydrogen bond involves two O2 atoms of two neighbouring molecules, giving a one-dimensional zigzag chain extending along the c axis, thus forming channels as shown in Fig. 2. The separation between the planes of each pair of adjacent pyridyl rings in this chain is 8.15 A Ê. The intercalation of bipyridyl groups on one side of a chain with those on the next chain expands the structure into a two-dimensional network (Fig. 3). As result of the intercalation, the aromatic ring planes overlap in an offset or displaced geometry with a signi cant ring slippage, to the extent that only some atom±atom contacts have distance values accepted for a ± interaction (Janiak, 2000), the shortest distance being A Ê for C4C5 iii [symmetry code: (iii) x, y, 1/ 2+z]. Experimental Compound (I) was obtained as a by-product from the mother liquor resulting from the synthesis of [Co(HBENO) 2 (2,2 0 -bipy) 2 ] (Carballo et al., unpublished) from cobalt(ii) acetate, benzylic acid (= m598 Rosa Carballo et al. [Co(C 2 H 3 O 2 ) 2 (C 10 H 8 N 2 )(H 2 O) 2 ] Acta Cryst. (2001). E57, m597±m599
3 metal-organic papers Table 1 Selected geometric parameters (A Ê, ). CoÐO (13) CoÐN (14) CoÐO (13) O1ÐC (2) O1 i ÐCoÐO (7) O1ÐCoÐN1 i (5) O1ÐCoÐN (5) N1 i ÐCoÐN (8) O1ÐCoÐO3 i (5) Symmetry code: (i) x; y; 3 2 z. O2ÐC (2) C10ÐC (3) N1ÐC (2) N1ÐC (2) N1ÐCoÐO3 i (5) O1ÐCoÐO (5) N1ÐCoÐO (6) O3 i ÐCoÐO (8) Figure 3 SCHAKAL (Keller, 1988) diagram showing the one-dimensional zigzag chains. H 2 BENO) and 2,2 0 -bipyridyl in isopropyl alcohol; m.p. >523 K. Analysis found: C 45.5, H 5.2, N 7.6%; C 14 H 18 N 2 O 6 Co requires: C 45.5, H 4.9, N 7.6%. IR (KBr, cm 1 ): 3284 (vs, br) (OH), 1557 (vs) asym (COO), 1417 (vs) sym (COO) [ = asym (COO) sym (COO) = 140]; 1471 (m), 1340 (m), 1162 (m), 1050 (m), 1020 (m), 773 (s), 739 (m), 657 (s) bands due to 2,2 0 -bipyridyl. Crystal data [Co(C 2 H 3 O 2 ) 2 (C 10 H 8 N 2 )(H 2 O) 2 ] M r = Monoclinic, C2=c a = (17) A Ê b = (14) A Ê c = (9) A Ê = (2) V = (3) A Ê 3 Z =4 Data collection Bruker SMART CCD area-detector diffractometer ' and! scans Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T min = 0.783, T max = measured re ections Re nement Re nement on F 2 R[F 2 >2(F 2 )] = wr(f 2 ) = S = re ections 112 parameters D x = Mg m 3 Mo K radiation Cell parameters from 2454 re ections = 2.6±28.0 = 1.09 mm 1 T = 293 (2) K Prism, orange mm 1907 independent re ections 1623 re ections with I > 2(I) R int = max = 28.0 h = 19! 20 k = 17! 12 l = 10! 10 H atoms treated by a mixture of independent and constrained re nement w = 1/[ 2 (F o 2 ) + (0.0486P) 2 ] where P =(F o 2 +2F c 2 )/3 (/) max = max = 0.33 e A Ê 3 min = 0.34 e A Ê 3 Table 2 Hydrogen-bonding geometry (A Ê, ). DÐHA DÐH HA DA DÐHA O3ÐH3AO2 i (16) (17) (2) 164 (3) O3ÐH3BO2 ii 0.86 (2) 1.92 (2) (19) 165 (2) Symmetry codes: (i) x; y; 3 2 z; (ii) x; 1 y; 2 z. The H atoms bound to O3 (aqua ligand) were re ned with a common isotropic displacement parameter. All other H atoms were included with a riding model. Data collection: SMART (Bruker, 1998); cell re nement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to re ne structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ZORTEP (Zsolnai & Huttner, 1994) and SCHAKAL (Keller, 1988); software used to prepare material for publication: SHELXL97. The authors acknowledge nancial support from the General Secretariat for Research and Development, Xunta de Galicia (Spain) under Project PGIDT00PX120301PR. References Bruker (1998). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Carballo, R., CastinÄ eiras, A., Covelo, B., Niclo s, J.& VaÂzquez-Lo pez, E. M. (2001). Z. Anorg. Allg. Chem. In the press. Deacon, G. B. & Phillips, R. J. (1980). Coord. Chem. Rev. 33, 227±250. Janiak, C. J. (2000). J. Chem. Soc. Dalton Trans. pp. 3885±3896. Keller, E. (1988). SCHAKAL. University of Freiburg, Germany. Lehn, J. M. (1995). Supramolecular Chemistry: Concepts and Perspectives. Weinheim, Germany: VCH. Sheldrick, G. M. (1990). Acta Cryst. A46, 467±473. Sheldrick, G. M. (1996). SADABS. University of GoÈttingen, Germany. Sheldrick, G. M. (1997). SHELXL97. University of GoÈttingen, Germany. Ye, B.-H., Chen, X.-M., Xue, G.-O. & Ji, L.-N. (1998). J. Chem. Soc. Dalton Trans. pp. 2827±2831. Zsolnai, L. & Huttner, G. (1994). ZORTEP. University of Heidelberg, Germany. Acta Cryst. (2001). E57, m597±m599 Rosa Carballo et al. [Co(C 2 H 3 O 2 ) 2 (C 10 H 8 N 2 )(H 2 O) 2 ] m599
4 supporting information supporting information [ Bis(acetato-O)diaqua(2,2 -bipyridyl-n,n )cobalt(ii) (OC-13): a two-dimensional material Rosa Carballo, Berta Covelo, Emilia García-Martínez and Ezequiel M. Vázquez-López Bis(acetato-O)-diaqua-(2,2 -bipyridine,n,n )cobalt(ii) Crystal data [Co(C 2 H 3 O 2 ) 2 (C 10 H 8 N 2 )(H 2 O) 2 ] M r = Monoclinic, C2/c Hall symbol: C2yc a = (17) Å b = (14) Å c = (9) Å β = (2) V = (3) Å 3 Z = 4 Data collection Bruker SMART 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 = 0.783, T max = Refinement Refinement on F 2 Least-squares matrix: full R[F 2 > 2σ(F 2 )] = wr(f 2 ) = S = reflections 112 parameters 1 restraint Primary atom site location: structure-invariant direct methods F(000) = 764 D x = Mg m 3 Mo Kα radiation, λ = Å Cell parameters from 2454 reflections θ = µ = 1.09 mm 1 T = 293 K Prism, orange mm 5035 measured reflections 1907 independent reflections 1623 reflections with I > 2σ(I) R int = θ max = 28.0, θ min = 2.1 h = k = l = Secondary atom site location: difference Fourier map Hydrogen site location: mixed H atoms treated by a mixture of independent and constrained refinement w = 1/[σ 2 (F o2 ) + (0.0486P) 2 ] where P = (F o 2 + 2F c2 )/3 (Δ/σ) max = Δρ max = 0.33 e Å 3 Δρ min = 0.34 e Å 3 sup-1
5 supporting information Special details 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 F 2 against ALL reflections. The weighted R-factor wr and goodness of fit S are based on F 2, conventional R-factors R are based on F, with F set to zero for negative F 2. The threshold expression of F 2 > σ(f 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 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 (Å 2 ) x y z U iso */U eq Co (2) (13) O (10) (9) (16) (3) O (12) (11) (17) (4) C (12) (14) (2) (4) C (18) (18) (3) (7) H11A * H11B * H11C * N (9) (11) (18) (3) C (12) (16) (2) (5) H * C (14) (19) (3) (6) H * C (15) (18) (3) (6) H * C (15) (16) (3) (5) H * C (11) (13) (2) (4) O (9) (10) (16) (3) H3A (15) (17) (2) (5)* H3B (15) (19) (3) (5)* Atomic displacement parameters (Å 2 ) U 11 U 22 U 33 U 12 U 13 U 23 Co (2) (19) (2) (13) O (8) (7) (7) (6) (6) (5) O (13) (8) (8) (8) (8) (7) C (10) (10) (10) (8) (8) (8) C (18) (15) (13) (14) (12) (11) N (8) (7) (8) (6) (6) (6) C (10) (11) (11) (9) (8) (9) C (11) (15) (13) (11) (10) (12) C (14) (13) (15) (12) (12) (12) C (13) (10) (14) (9) (10) (10) C (10) (9) (10) (7) (8) (8) sup-2
6 supporting information O (8) (7) (8) (6) (6) (6) Geometric parameters (Å, º) Co O (13) C1 C (3) Co N (14) C1 H Co O (13) C2 C (3) O1 C (2) C2 H O2 C (2) C3 C (3) C10 C (3) C3 H C11 H11A C4 C (3) C11 H11B C4 H C11 H11C C5 C5 i (4) N1 C (2) O3 H3A (16) N1 C (2) O3 H3B 0.86 (2) O1 i Co O (7) C5 N1 Co (12) O1 Co N1 i (5) C1 N1 Co (13) O1 Co N (5) N1 C1 C (2) N1 i Co N (8) N1 C1 H O1 Co O3 i (5) C2 C1 H N1 Co O3 i (5) C3 C2 C (2) O1 Co O (5) C3 C2 H N1 i Co O (5) C1 C2 H N1 Co O (6) C2 C3 C (2) O3 i Co O (8) C2 C3 H C10 O1 Co (12) C4 C3 H O2 C10 O (17) C3 C4 C (2) O2 C10 C (18) C3 C4 H O1 C10 C (17) C5 C4 H C10 C11 H11A N1 C5 C (18) C10 C11 H11B N1 C5 C5 i (10) H11A C11 H11B C4 C5 C5 i (12) C10 C11 H11C Co O3 H3A 98.3 (19) H11A C11 H11C Co O3 H3B (16) H11B C11 H11C H3A O3 H3B 108 (2) C5 N1 C (16) Symmetry code: (i) x, y, z+3/2. Hydrogen-bond geometry (Å, º) D H A D H H A D A D H A O3 H3A O2 i 0.77 (2) 1.89 (2) (2) 164 (3) O3 H3B O2 ii 0.86 (2) 1.92 (2) (19) 165 (2) Symmetry codes: (i) x, y, z+3/2; (ii) x, y+1, z+2. sup-3
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