<oai_dc:dc xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:oai_dc="http://www.openarchives.org/OAI/2.0/oai_dc/" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xsi:schemaLocation="http://www.openarchives.org/OAI/2.0/oai_dc/ http://www.openarchives.org/OAI/2.0/oai_dc.xsd">
  <dc:creator>Altaf M</dc:creator>
  <dc:creator>Stoeckli-Evans H</dc:creator>
  <dc:date>2013</dc:date>
  <dc:description xmlns:ns0="xml" ns0:lang="en">Reaction of biotin {C(10)H(16)N(2)O(3)S, HL; systematic name: 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid} with silver acetate and a few drops of aqueous ammonia leads to the deprotonation of the carboxylic acid group and the formation of a neutral chiral two-dimensional polymer network, poly[[{μ(3)-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoato}silver(I)] trihydrate], {[Ag(C(10)H(15)N(2)O(3)S)]·3H(2)O}(n) or {[Ag(L)]·3H(2)O}(n), (I). Here, the Ag(I) cations are pentacoordinate, coordinated by four biotin anions via two S atoms and a ureido O atom, and by two carboxylate O atoms of the same molecule. The reaction of biotin with silver salts of potentially coordinating anions, viz. nitrate and perchlorate, leads to the formation of the chiral one-dimensional coordination polymers catena-poly[[bis[nitratosilver(I)]-bis{μ(3)-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoato}] monohydrate], {[Ag(2)(NO(3))(2)(C(10)H(16)N(2)O(3)S)(2)]·H(2)O}(n) or {[Ag(2)(NO(3))(2)(HL)(2)]·H(2)O}(n), (II), and catena-poly[bis[perchloratosilver(I)]-bis{μ(3)-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoato}], [Ag(2)(ClO(4))(2)(C(10)H(16)N(2)O(3)S)(2)](n) or [Ag(2)(ClO(4))(2)(HL)(2)](n), (III), respectively. In (II), the Ag(I) cations are again pentacoordinated by three biotin molecules via two S atoms and a ureido O atom, and by two O atoms of a nitrate anion. In (I), (II) and (III), the Ag(I) cations are bridged by an S atom and are coordinated by the ureido O atom and the O atoms of the anions. The reaction of biotin with silver salts of noncoordinating anions, viz. hexafluoridophosphate (PF(6)(-)) and hexafluoridoantimonate (SbF(6)(-)), gave the chiral double-stranded helical structures catena-poly[[silver(I)-bis{μ(2)-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoato}] hexafluoridophosphate], {[Ag(C(10)H(16)N(2)O(3)S)(2)](PF(6))}(n) or {[Ag(HL)(2)](PF(6))}(n), (IV), and catena-poly[[[{5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoato}silver(I)]-μ(2)-{5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoato}] hexafluoridoantimonate], {[Ag(C(10)H(16)N(2)O(3)S)(2)](SbF(6))}(n) or {[Ag(HL)(2)](SbF(6))}(n), (V), respectively. In (IV), the Ag(I) cations have a tetrahedral coordination environment, coordinated by four biotin molecules via two S atoms, and by two carboxy O atoms of two different molecules. In (V), however, the Ag(I) cations have a trigonal coordination environment, coordinated by three biotin molecules via two S atoms and one carboxy O atom. In (IV) and (V), neither the ureido O atom nor the F atoms of the anion are involved in coordination. Hence, the coordination environment of the Ag(I) cations varies from AgS(2)O trigonal to AgS(2)O(2) tetrahedral to AgS(2)O(3) square-pyramidal. The conformation of the valeric acid side chain varies from extended to twisted and this, together with the various anions present, has an influence on the solid-state structures of the resulting compounds. The various O-H···O and N-H···O hydrogen bonds present result in the formation of chiral two- and three-dimensional networks, which are further stabilized by C-H···X (X = O, F, S) interactions, and by N-H···F interactions for (IV) and (V). Biotin itself has a twisted valeric acid side chain which is involved in an intramolecular C-H···S hydrogen bond. The tetrahydrothiophene ring has an envelope conformation with the S atom as the flap. It is displaced from the mean plane of the four C atoms (plane B) by 0.8789 (6) Å, towards the ureido ring (plane A). Planes A and B are inclined to one another by 58.89 (14)°. In the crystal, molecules are linked via O-H···O and N-H···O hydrogen bonds, enclosing R(2)(2)(8) loops, forming zigzag chains propagating along [001]. These chains are linked via N-H···O hydrogen bonds, and C-H···S and C-H···O interactions forming a three-dimensional network. The absolute configurations of biotin and complexes (I), (II), (IV) and (V) were confirmed crystallographically by resonant scattering.</dc:description>
  <dc:identifier>https://sonar.ch/global/documents/681</dc:identifier>
  <dc:language>eng</dc:language>
  <dc:relation>info:eu-repo/semantics/altIdentifier/doi/10.1107/S0108270113000322</dc:relation>
  <dc:relation>info:eu-repo/semantics/altIdentifier/pmid/23377677</dc:relation>
  <dc:source>Acta crystallographica. Section C, Crystal structure communications. - 2013</dc:source>
  <dc:subject xmlns:ns1="xml" ns1:lang="en">Ammonia</dc:subject>
  <dc:subject xmlns:ns2="xml" ns2:lang="en">Biotin</dc:subject>
  <dc:subject xmlns:ns3="xml" ns3:lang="en">Crystallography, X-Ray</dc:subject>
  <dc:subject xmlns:ns4="xml" ns4:lang="en">Hydrogen Bonding</dc:subject>
  <dc:subject xmlns:ns5="xml" ns5:lang="en">Ions</dc:subject>
  <dc:subject xmlns:ns6="xml" ns6:lang="en">Molecular Structure</dc:subject>
  <dc:subject xmlns:ns7="xml" ns7:lang="en">Organometallic Compounds</dc:subject>
  <dc:subject xmlns:ns8="xml" ns8:lang="en">Polymers</dc:subject>
  <dc:subject xmlns:ns9="xml" ns9:lang="en">Silver</dc:subject>
  <dc:subject xmlns:ns10="xml" ns10:lang="en">Water</dc:subject>
  <dc:title xmlns:ns11="xml" ns11:lang="en">Chiral one- and two-dimensional silver(I)-biotin coordination polymers.</dc:title>
  <dc:type>http://purl.org/coar/resource_type/c_6501</dc:type>
</oai_dc:dc>