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The crystal and molecular structures of three R 2 Sn(O 2 CR 1 )Cl compounds [R = Me,  t Bu and Ph;  − O 2 CR 1  =  o -(2-hydroxy-5-methylphenylazo)benzoate] have been determined at room temperature. Brown crystals of Me 2 Sn(O 2 CR 1 )Cl ( 1 ), C 16 H 17 ClN 2 O 3 Sn, are triclinic, space group  P [unk] with unit cell dimensions  a  = 10.649(4) Å,  b  = 12.292(3) Å,  c  = 7.236(2) Å,  α  = 96.68(3)°,  β  = 104.03(3)°,  γ  = 109.12(3)°,  Z  = 2 and  D x   = 1.662 Mg m −3 . Red crystals of  t Bu 2 Sn(O 2 CR 1 )Cl ( 2 ), C 22 H 29 ClN 2 O 3 Sn, are monoclinic space group  P 2 1 / n  with unit cell dimensions  a  = 8.323(5) Å,  b  = 24.990(5) Å,  c  = 12.403(5) Å,  β  = 107.94(3)°,  Z  = 4 and  D x   = 1.417 Mg m −3 . Red crystals of Ph 2 Sn(O 2 CR 1 )Cl ( 3 ), C 26 H 21 ClN 2 O 3 Sn, are also monoclinic with space group  P 2 1 / c  and unit cell dimensions  a  = 14.416(3) Å,  b  = 16.373(6) Å,  c  = 10.489(4) Å,  β  = 97.10(3)°,  Z  = 4 and  D x   = 1.524 Mg m −3  The structures were solved by Patterson ( 1  and  2 ) or direct methods ( 3 ) and each refined by a full-matrix least-squares procedure to final  R  = 0.039 using 2933 reflections for  1 ,  R  = 0.039 for 2935 reflections for  2 , and  R  = 0.037 using 2863 reflections for  3 . The structure of  1  is dimeric with the two tin atoms being bridged by two  − O 2 CR 1  anions each of which coordinates a tin atom via one of the carboxylate oxygen atom and the second tin atom via the phenoxide oxygen atom; this result indicates that the  − O 2 CR 1  anion exists as a Zwitterion. The tin atom geometry is trigonal bipyramidal.  trans -O 2 SnC 2 Cl. By contrast to the dimeric structure for  1 , the structures of  2  and  3  are monomeric with the tin atoms in  cis -O 2 SnC 2 Cl trigonal bipyramidal geometries. The  − O 2 CR 1  anion coordinates the tin atom in each of  2  and  3  via the carboxylate oxygen atoms only.

The crystal and molecular structures of R 2 Sn(O 2 CR 1 )Cl: R = Me, t Bu and Ph; − O 2 CR 1 = o -(2-hydroxy-5-methylphenylazo)benzoate