Abstract
In the title complex, two sets of Sb-O bonds are observed, of which the bridging bond Sb1-O1, 1.955 (5) Å, is the shortest and correspond to the boundary for known range of Sb-O bond lengths in (Ph 3 SbX) 2 O species. The shortest coordinating Sb-O bond, Sb1-O2 = 2.208 (5) Å, is associated with the longest C-O bond, C1-O2 = 1.314 (8). In contrast, the long Sb2-O4 bond length, 2.229 (5) Å, is associated to the short C-O bond, C7-O4 = 1.251 (9) Å (Ferguson & Ridley, 1973; Preut et al., 1985 Preut et al., , 1986. In the crystal structure, the molecules are connected through weak C-H···O and C-H···N intermolecular hydrogen bonds (Fig. 2.) Experimental 2-Chloropyridyl-3-carboxylic acid (0.315 g, 2 mmol) was dissolved in dry toluene (15 ml) together with triethylamine (0.202 g, 2 mmol), and the mixture was refluxed for 30 min. Then µ-oxo-bis(triphenylantimony(V)-chloride) (0.423 g, 1 mmol) dissolved in toluene (15 ml) was added. The reaction was allowed to complete for 12 h at room temperature. After filtration, the solvent was gradually removed by evaporation under vacuum, until a white solid was obtained. The solid was recrystallized from petroleum ether/dichloromethane (1:1) to give colourless crystals.
Abstract
All H atoms were positioned geometrically and refined as riding atoms, with C-H = 0.93 Å and U iso (H) = 1.2U eq (carrier C).

A new dinuclear triphenylantimony(V) derivative with an oxide bridge, [Sb 2 (C 6 H 5 ) 6 (C 6 H 3 ClNO 2 ) 2 O], has been synthesized. Each Sb atom is five-coordianted by three C atoms and two O atoms in a distorted trigonal-bipyramidal geometry. Metal centers are bridged by a 2 -oxide functionality, and phenyl substituents on Sb atoms are in an staggered arrangement. The Sb-O-Sb bridge displays a bent geometry with an angle of 165.1 (4) . Molecules interact in the crystal through weak C-HÁ Á ÁO and C-HÁ Á ÁN intermolecular hydrogen bonds.
Related literature
For the synthesis and structures of related triphenylantimony compounds, see: Ferguson & Ridley (1973) ; Preut et al. (1985 Preut et al. ( , 1986 .
Experimental
Crystal data [Sb 2 (C 6 H 5 ) 6 (C 6 H 3 ClNO 2 ) 2 O] M r = 1035.19 Monoclinic, P2 1 =n a = 20.477 (2) Å b = 9.6220 (11) Å c = 22.513 (3) Å = 94.978 (2) V = 4419.0 (9) Å 3 Z = 4 Mo K radiation = 1.39 mm À1 T = 298 (2) K 0.45 Â 0.26 Â 0.19 mm
Data collection
Bruker SMART diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T min = 0.567, T max = 0.770 20773 measured reflections 7764 independent reflections 4921 reflections with I > 2(I) R int = 0.083 Refinement R[F 2 > 2(F 2 )] = 0.062 wR(F 2 ) = 0.135 S = 1.05 7764 reflections 532 parameters H-atom parameters constrained Á max = 2.07 e Å À3 Á min = À1.02 e Å À3 Table 1 Selected geometric parameters (Å , ). Hydrogen-bond geometry (Å , ). Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 1998); software used to prepare material for publication: SHELXL97. Fig. 1 . The molecular structure of the title compound, showing displacement ellipsoids at the 30% probability level. (4) C2 0.053 (5) 0.081 (7) 0.055 (7) 0.009 (5) −0.002 (5) 0.019 (5) C3 0.040 (5) 0.076 (6) 0.027 (5) −0.012 (4) 0.007 (4) 0.000 (4) C4 0.057 (6) 0.061 (6) 0.077 (7) 0.015 (5) 0.001 (5) 0.006 (5) C5 0.074 (7) 0.075 (8) 0.110 (11) 0.032 (6) −0.012 (7) 0.010 (8) C6 0.097 (9) 0.108 (10) 0.073 (9) 0.022 (7) −0.036 (8) 0.021 (8) C7 0.052 (5) 0.053 (6) 0.020 (5) −0.006 (4) −0.002 (4) 0.003 (4) C8 0.056 (5) 0.053 (5) 0.044 (6) 0.005 (4) −0.001 (5) 0.002 (4) C9 0.050 (5) 0.053 (5) 0.045 (6) 0.005 (4) −0.002 (4) 0.000 (4) C10 0.068 (6) 0.120 (9) 0.052 (7) 0.031 (6) 0.011 (5) 0.003 (6) 0.045 (4) 0.041 (5) 0.028 (5) 0.000 (4) 0.007 (4) 0.003 (4) C14 0.053 (5) 0.121 (9) 0.045 (6) −0.019 (6) 0.004 (5) −0.008 (6) C15 0.058 (7) 0.168 (13) 0.076 (9) −0.023 (7) 0.013 (6) 0.021 (9) C16 0.072 (8) 0.116 (10) 0.077 (9) 0.027 (7) 0.034 (7) 0.028 (8) C17 0.136 (11) 0.072 (8) 0.076 (9) 0.008 (7) 0.051 (9) −0.012 (7) C18 0.088 (7) 0.064 (6) 0.058 (7) −0.023 (5) 0.032 (6) −0.020 (5) C19 0.041 (4) 0.028 (5) 0.051 (6) 0.000 (3) −0.005 (4) −0.002 (4) C20 0.069 (6) 0.072 (7) 0.054 (7) 0.003 (5) 0.014 (5) −0.017 (6) C21 0.094 (8) 0.090 (9) 0.098 (10) 0.010 (7) 0.028 (7 (7) 0.005 (9) C35 0.115 (9) 0.096 (8) 0.052 (7) 0.003 (7) 0.038 (7) −0.010 (6) C36 0.069 (6) 0.073 (7) 0.053 (7) −0.016 (5) 0.018 (5) −0.012 (5) C37 0.047 (4) 0.036 (5) 0.038 (5) −0.001 (4) 0.004 (4) −0.001 (4) C38 0.099 (8) 0.036 (5) 0.078 (8) −0.008 (5) 0.015 (6) 0.005 (5) C39 0.135 (10) 0.028 (6) 0.128 (12) −0.018 (6) 0.028 (9) 0.006 (7) C40 0.103 (9) 0.054 (7) 0.101 (11) −0.003 (6) 0.018 (8) −0.025 (7) C41 0.090 (7) 0.069 (7) 0.062 (7 supplementary materials sup-10 
Figures


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