caa a22 4500 463185137 CHVBK 20180406164850.0 cr unu---uuuuu 170326e20071101xx s 000 0 eng 10.1007/s10870-007-9246-1 doi (NATIONALLICENCE)springer-10.1007/s10870-007-9246-1 Hydrogen-Bonding Networks in Heterocyclic Thioureas [Elektronische Daten] [Aakarsh Saxena, Robert Pike] The synthesis of heterocyclic thioureas from heterocyclic amines with phenyl- or methylisothiocyanate or CS2 is described. Seven new X-ray crystal structures are reported: In N-(3-pyridyl)-N′-phenylthiourea (Pna21, a=10.1453(3), b=17.6183(5), c=6.4787(2), V=1158.02(6), Z=4) hydrogen-bonding results in formation of a 3D network consisting of helices, which form channels parallel to the c-axis. In N-(4-pyridyl)-N′-phenylthiourea (P21/c, a=16.9314(3), b=10.3554(2), c=13.5152(3), β=106.5080(10), V=2271.96(8), Z=4, two independent molecules) hydrogen-bonding results in N-H···S bridged dimers and N-H···Py chains, forming a 2D sheet network. In N-(2-pyrimidyl)-N′-phenylthiourea (P21/c, a=5.45900(10), b=13.8559(2), c=14.3356(3), β=94.9800(10), V=1080.24(3), Z=4) and N-(2-pyrimidyl)-N′-methylthiourea (P21/c, a=8.8159(5), b=11.2386(5), c=7.7156(4), β=95.629(2), V=760.76(7), Z=4) pairs of intra- and intermolecular N-H···N interactions produce dimers. Dimer formation through N-H···S occurs for N-(2-thiazolyl)-N′-methylthiourea (C2/c, a=17.9308(3), b=7.78260(10), c=10.8686(2), β=105.3740(10), V=1462.42(4), Z=8). Two symmetrically disubstituted thioureas were examined: N,N′-bis(2-pyridyl)thiourea (Fdd2, a=15.1859(2), b=30.1654(3), c=9.44130(10), V=4324.95(8), Z=16) forms intra- and intermolecular N-H···Py hydrogen-bonds, forming a 1D zigzag chain and N,N′-bis(3-pyridyl)thiourea (P21/c, a=13.2461(2), b=6.26170(10), c=12.3503(2), β=96.0160(10), V=1018.73(3), Z=4) forms intermolecular N-H···Py hydrogen-bonds, resulting in 2D sheets. Index abstract: Hydrogen-Bonding Networks in Heterocyclic Thioureas. Aakarsh Saxena and Robert D. Pike* The synthesis and hydrogen bonded structures of various pyridyl-, pyrimidyl-, and thiazolyl-substituted thioureas is presented. Springer Science+Business Media, LLC, 2007 Heterocycle nationallicence Thiourea nationallicence Hydrogen-bonding nationallicence Network nationallicence Conformer nationallicence Saxena Aakarsh Department of Chemistry, College of William and Mary, 23187-8795, Williamsburg, VA, USA aut Pike Robert Department of Chemistry, College of William and Mary, 23187-8795, Williamsburg, VA, USA aut Journal of Chemical Crystallography Springer US; http://www.springer-ny.com 37/11(2007-11-01), 755-764 1074-1542 37:11<755 2007 37 10870 https://doi.org/10.1007/s10870-007-9246-1 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10870-007-9246-1 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Saxena Aakarsh Department of Chemistry, College of William and Mary, 23187-8795, Williamsburg, VA, USA aut NATIONALLICENCE 700 1- Pike Robert Department of Chemistry, College of William and Mary, 23187-8795, Williamsburg, VA, USA aut NATIONALLICENCE 773 0- Journal of Chemical Crystallography Springer US; http://www.springer-ny.com 37/11(2007-11-01), 755-764 1074-1542 37:11<755 2007 37 10870 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer