http://journals.iucr.org/c/issues/2009/12/00/isscontsbdy.html Acta Crystallographica Section C: Crystal Structure Communications is a rapid communication journal for the publication of concise reports on crystal and molecular structures. The numerical and text descriptions of each structure are submitted to the journal electronically as a Crystallographic Information File (CIF) and are checked and typeset automatically prior to peer review. The published paper contains an encapsulation of the data that are essential to understanding the main features of the study. en Copyright (c) 2009 International Union of Crystallography 2009-12-15 International Union of Crystallography International Union of Crystallography http://journals.iucr.org urn:issn:0108-2701 Acta Crystallographica Section C: Crystal Structure Communications is a rapid communication journal for the publication of concise reports on crystal and molecular structures. The numerical and text descriptions of each structure are submitted to the journal electronically as a Crystallographic Information File (CIF) and are checked and typeset automatically prior to peer review. The published paper contains an encapsulation of the data that are essential to understanding the main features of the study. text/html Acta Crystallographica Section C: Crystal Structure Communications, Volume 65, Part 12, 2009 text monthly 1 2002-01-15T00:00+00:00 12 65 2009-12-15 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications i87 urn:issn:0108-2701 med@iucr.org December 2009 2009-12-15 http://journals.iucr.org/logos/rss10c.gif http://journals.iucr.org/c/issues/2009/12/00/isscontsbdy.html Still image http://scripts.iucr.org/cgi-bin/paper?gd3313 In the title compound, [Ni(C28H18N2O2)], the NiII centre has a square-planar coordination geometry in which the Schiff base ligand acts as a cis-O,N,N′,O′-tetradentate ligand. The crystal structure is built up of centrosymmetric dimer units stacked into chains along the [010] direction. Adjacent chains associate via C—H...O hydrogen bonding only, leading to a two-dimensional sheet-like structure consisting of layers parallel to (10\overline{1}). The cofacial dimeric complex contains an Ni...Ni contact of 3.291 (4) Å. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Blagus, A. Kaitner, B. 2009-11-07 doi:10.1107/S0108270109044503 International Union of Crystallography In the title compound, [Ni(C28H18N2O2)], the NiII centre has a square-planar coordination geometry in which the Schiff base ligand acts as a cis-O,N,N′,O′-tetradentate ligand. The crystal structure is built up of centrosymmetric dimer units stacked into chains along the [010] direction. Adjacent chains associate via C—H...O hydrogen bonding only, leading to a two-dimensional sheet-like structure consisting of layers parallel to (10\overline{1}). The cofacial dimeric complex contains an Ni...Ni contact of 3.291 (4) Å. en In the title compound, [Ni(C28H18N2O2)], the NiII centre has a square-planar coordination geometry in which the Schiff base ligand acts as a cis-O,N,N′,O′-tetradentate ligand. The crystal structure is built up of centrosymmetric dimer units stacked into chains along the [010] direction. Adjacent chains associate via C—H...O hydrogen bonding only, leading to a two-dimensional sheet-like structure consisting of layers parallel to (10\overline{1}). The cofacial dimeric complex contains an Ni...Ni contact of 3.291 (4) Å. text/html Interactions between dimers of {1,1′-[o-phenylenebis(nitrilomethylidyne)]di-2-naphtholato-κ4O,N,N′,O′}nickel(II) text 12 65 2009-11-07 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications metal-organic compounds m455 m458 http://scripts.iucr.org/cgi-bin/paper?sk3340 In the isomorphous title compounds, [Cd2(C8H4O4)2(C19H10ClFN4)2(H2O)2] and [Zn2(C8H4O4)2(C19H10ClFN4)2(H2O)2], the CdII centre is seven-coordinated by two N atoms from one [2-(2-chloro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline (L) ligand, one water O atom and four carboxylate O atoms from two different benzene-1,2-dicarboxylate (1,2-bdc) ligands in a distorted pentagonal–bipyramidal coordination, while the ZnII centre is six-coordinated by two N atoms from one L ligand, one water O atom and three carboxylate O atoms from two different 1,2-bdc ligands in a distorted octahedral coordination. Each pair of adjacent metal centres is bridged by two 1,2-bdc ligands to form a dimeric structure. In the dimer, each L ligand coordinates one metal centre. The dimer is centrosymmetric, with a crystallographic inversion centre midway between the two metal centres. The aromatic interactions lead the dimers to form a two-dimensional supramolecular architecture. Finally, O—H...O and N—H...O hydrogen bonds reinforce the two-dimensional structures of the two compounds. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Wang, X.-Y. Wang, M. Ma, X.-Y. 2009-11-07 doi:10.1107/S0108270109044886 International Union of Crystallography In the isomorphous title compounds, [Cd2(C8H4O4)2(C19H10ClFN4)2(H2O)2] and [Zn2(C8H4O4)2(C19H10ClFN4)2(H2O)2], the CdII centre is seven-coordinated by two N atoms from one [2-(2-chloro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline (L) ligand, one water O atom and four carboxylate O atoms from two different benzene-1,2-dicarboxylate (1,2-bdc) ligands in a distorted pentagonal–bipyramidal coordination, while the ZnII centre is six-coordinated by two N atoms from one L ligand, one water O atom and three carboxylate O atoms from two different 1,2-bdc ligands in a distorted octahedral coordination. Each pair of adjacent metal centres is bridged by two 1,2-bdc ligands to form a dimeric structure. In the dimer, each L ligand coordinates one metal centre. The dimer is centrosymmetric, with a crystallographic inversion centre midway between the two metal centres. The aromatic interactions lead the dimers to form a two-dimensional supramolecular architecture. Finally, O—H...O and N—H...O hydrogen bonds reinforce the two-dimensional structures of the two compounds. en In the isomorphous title compounds, [Cd2(C8H4O4)2(C19H10ClFN4)2(H2O)2] and [Zn2(C8H4O4)2(C19H10ClFN4)2(H2O)2], the CdII centre is seven-coordinated by two N atoms from one [2-(2-chloro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline (L) ligand, one water O atom and four carboxylate O atoms from two different benzene-1,2-dicarboxylate (1,2-bdc) ligands in a distorted pentagonal–bipyramidal coordination, while the ZnII centre is six-coordinated by two N atoms from one L ligand, one water O atom and three carboxylate O atoms from two different 1,2-bdc ligands in a distorted octahedral coordination. Each pair of adjacent metal centres is bridged by two 1,2-bdc ligands to form a dimeric structure. In the dimer, each L ligand coordinates one metal centre. The dimer is centrosymmetric, with a crystallographic inversion centre midway between the two metal centres. The aromatic interactions lead the dimers to form a two-dimensional supramolecular architecture. Finally, O—H...O and N—H...O hydrogen bonds reinforce the two-dimensional structures of the two compounds. text/html Bis(μ-benzene-1,2-dicarboxylato)bis{aqua[2-(2-chloro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline]cadmium(II)} and its zinc(II) analogue text 12 65 2009-11-07 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications metal-organic compounds m459 m462 http://scripts.iucr.org/cgi-bin/paper?lg3020 In the structure of the title compound, [Cd2(C4H4NO4S)2(C6H7N)2], the dinuclear CdII complex is located on a twofold axis with two Cd2+ ions bridged by two oxide O atoms. Each Cd2+ ion is additionally coordinated in an equatorial plane by two N and three O atoms of the acesulfamate ligands and axially by two N atoms of the 3-methylpyridine ligands, resulting in a distorted pentagonal bipyramidal coordination. We present here an example of a supramolecular assembly based on hydrogen bonds in a mixed-ligand metal complex; intermolecular C—H...O hydrogen bonds give rise to R44(40) rings, which lead to one-dimensional chains. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Şahin, Z.S. İçbudak, H. Işık, Ş. 2009-11-07 doi:10.1107/S0108270109044515 International Union of Crystallography In the structure of the title compound, [Cd2(C4H4NO4S)2(C6H7N)2], the dinuclear CdII complex is located on a twofold axis with two Cd2+ ions bridged by two oxide O atoms. Each Cd2+ ion is additionally coordinated in an equatorial plane by two N and three O atoms of the acesulfamate ligands and axially by two N atoms of the 3-methylpyridine ligands, resulting in a distorted pentagonal bipyramidal coordination. We present here an example of a supramolecular assembly based on hydrogen bonds in a mixed-ligand metal complex; intermolecular C—H...O hydrogen bonds give rise to R44(40) rings, which lead to one-dimensional chains. en In the structure of the title compound, [Cd2(C4H4NO4S)2(C6H7N)2], the dinuclear CdII complex is located on a twofold axis with two Cd2+ ions bridged by two oxide O atoms. Each Cd2+ ion is additionally coordinated in an equatorial plane by two N and three O atoms of the acesulfamate ligands and axially by two N atoms of the 3-methylpyridine ligands, resulting in a distorted pentagonal bipyramidal coordination. We present here an example of a supramolecular assembly based on hydrogen bonds in a mixed-ligand metal complex; intermolecular C—H...O hydrogen bonds give rise to R44(40) rings, which lead to one-dimensional chains. text/html Di-μ-acesulfamato-κ3N,O:O;κ3O:N,O-bis[(acesulfamato-κ2N,O)bis(3-methylpyridine)cadmium(II)] text 12 65 2009-11-07 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications metal-organic compounds m463 m465 http://scripts.iucr.org/cgi-bin/paper?fn3032 The title complex salt, [Fe(C5H5)(C13H10S2)]PF6·0.33C3H6O, obtained from an acetone–diethyl ether–dichloromethane mixture at 280 (2) K, has three cationic molecules (A–C), three hexafluoridophosphate counter-anions and one acetone solvent molecule in the asymmetric unit. Two of the three cations contain FeCp (Cp is cyclopentadienyl) inside the fold of the heterocycle. The dihedral angles between the planes of the external (complexed and uncomplexed) benzene rings in the thianthrene molecule are 146.5 (2)° for FeCp-out-of-fold molecule A, and 139.0 (3) and 142.5 (2)° for the two FeCp-in-fold molecules B and C, respectively. The complexed Cp and benzene rings in each molecule are almost parallel, with a dihedral angle between the planes of 0.2 (5)° for molecule A, 2.8 (5)° for B, and 2.19 (4) and 6.86 (6)° for the disordered Cp ring in C. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Hendsbee, A.D. Masuda, J.D. Piórko, A. 2009-11-07 doi:10.1107/S0108270109035847 International Union of Crystallography The title complex salt, [Fe(C5H5)(C13H10S2)]PF6·0.33C3H6O, obtained from an acetone–diethyl ether–dichloromethane mixture at 280 (2) K, has three cationic molecules (A–C), three hexafluoridophosphate counter-anions and one acetone solvent molecule in the asymmetric unit. Two of the three cations contain FeCp (Cp is cyclopentadienyl) inside the fold of the heterocycle. The dihedral angles between the planes of the external (complexed and uncomplexed) benzene rings in the thianthrene molecule are 146.5 (2)° for FeCp-out-of-fold molecule A, and 139.0 (3) and 142.5 (2)° for the two FeCp-in-fold molecules B and C, respectively. The complexed Cp and benzene rings in each molecule are almost parallel, with a dihedral angle between the planes of 0.2 (5)° for molecule A, 2.8 (5)° for B, and 2.19 (4) and 6.86 (6)° for the disordered Cp ring in C. en The title complex salt, [Fe(C5H5)(C13H10S2)]PF6·0.33C3H6O, obtained from an acetone–diethyl ether–dichloromethane mixture at 280 (2) K, has three cationic molecules (A–C), three hexafluoridophosphate counter-anions and one acetone solvent molecule in the asymmetric unit. Two of the three cations contain FeCp (Cp is cyclopentadienyl) inside the fold of the heterocycle. The dihedral angles between the planes of the external (complexed and uncomplexed) benzene rings in the thianthrene molecule are 146.5 (2)° for FeCp-out-of-fold molecule A, and 139.0 (3) and 142.5 (2)° for the two FeCp-in-fold molecules B and C, respectively. The complexed Cp and benzene rings in each molecule are almost parallel, with a dihedral angle between the planes of 0.2 (5)° for molecule A, 2.8 (5)° for B, and 2.19 (4) and 6.86 (6)° for the disordered Cp ring in C. text/html (η5-Cyclopentadienyl)[(1,2,3,4,4a,10a-η)-1-methylthianthrene]iron(II) hexafluoridophosphate acetone 0.33-solvate text 12 65 2009-11-07 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications metal-organic compounds m466 m468 http://scripts.iucr.org/cgi-bin/paper?bg3111 In the title compound, [La2(C8H4O4)2(C6H4NO2)2]n, there are two crystallographically independent La centres, both nine-coordinated in tricapped trigonal prismatic coordination geometries by eight carboxylate O atoms and one pyridyl N atom. The La centres are linked by the carboxylate groups of isonicotinate (IN−) and benzene-1,2-dicarboxylate (BDC2−) ligands to form La–carboxylate chains, which are further expanded into a three-dimensional framework with nanometre-sized channels by La—N bonds. In the construction of the resultant architecture, in tricapped trigonal prismatic coordination geometries by eight carboxylate O atoms and one pyridyl N atom, while the BDC ligands link to four different cations each, displaying penta- and heptadentate chelating–bridging modes, respectively. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Wang, G.-M. Xue, S.-Y. Li, H. Liu, H.-L. 2009-11-11 doi:10.1107/S0108270109043856 International Union of Crystallography In the title compound, [La2(C8H4O4)2(C6H4NO2)2]n, there are two crystallographically independent La centres, both nine-coordinated in tricapped trigonal prismatic coordination geometries by eight carboxylate O atoms and one pyridyl N atom. The La centres are linked by the carboxylate groups of isonicotinate (IN−) and benzene-1,2-dicarboxylate (BDC2−) ligands to form La–carboxylate chains, which are further expanded into a three-dimensional framework with nanometre-sized channels by La—N bonds. In the construction of the resultant architecture, in tricapped trigonal prismatic coordination geometries by eight carboxylate O atoms and one pyridyl N atom, while the BDC ligands link to four different cations each, displaying penta- and heptadentate chelating–bridging modes, respectively. en In the title compound, [La2(C8H4O4)2(C6H4NO2)2]n, there are two crystallographically independent La centres, both nine-coordinated in tricapped trigonal prismatic coordination geometries by eight carboxylate O atoms and one pyridyl N atom. The La centres are linked by the carboxylate groups of isonicotinate (IN−) and benzene-1,2-dicarboxylate (BDC2−) ligands to form La–carboxylate chains, which are further expanded into a three-dimensional framework with nanometre-sized channels by La—N bonds. In the construction of the resultant architecture, in tricapped trigonal prismatic coordination geometries by eight carboxylate O atoms and one pyridyl N atom, while the BDC ligands link to four different cations each, displaying penta- and heptadentate chelating–bridging modes, respectively. text/html Poly[bis(μ4-benzene-1,2-dicarboxylato)di-μ3-isonicotinato-dilanthanum(III)] text 12 65 2009-11-11 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications metal-organic compounds m469 m471 http://scripts.iucr.org/cgi-bin/paper?sq3222 The asymmetric unit of the title compound, [Cd(C8H4O4)(C17H8ClN5)(H2O)]n, contains one CdII atom, two half benzene-1,4-dicarboxylate (1,4-bdc) anions, one 11-chloropyrido[2′,3′:2,3]pyrimidino[5,6-f][1,10]phenanthroline (L) ligand and one coordination water molecule. The 1,4-bdc ligands are on inversion centers at the centroids of the arene rings. The CdII atom is six-coordinated by two N atoms from one L ligand, three carboxylate O atoms from two different 1,4-bdc ligands and one water O atom in a distorted octahedral coordination sphere. Each CdII center is bridged by the 1,4-bdc dianions to give a one-dimensional chain. π–π stacking interactions between L ligands of neighboring chains extend adjacent chains into a two-dimensional supramolecular (6,3) network. Neighboring (6,3) networks are interpenetrated in an unusual inclined mode, resulting in a three-dimensional framework. Additionally, the water–carboxylate O—H...O hydrogen bonds observed in the network consolidate the interpenetrating nets. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Kong, Z.-G. Wang, M. Ma, X.-Y. Wang, Q.-W. 2009-11-18 doi:10.1107/S0108270109045235 International Union of Crystallography The asymmetric unit of the title compound, [Cd(C8H4O4)(C17H8ClN5)(H2O)]n, contains one CdII atom, two half benzene-1,4-dicarboxylate (1,4-bdc) anions, one 11-chloropyrido[2′,3′:2,3]pyrimidino[5,6-f][1,10]phenanthroline (L) ligand and one coordination water molecule. The 1,4-bdc ligands are on inversion centers at the centroids of the arene rings. The CdII atom is six-coordinated by two N atoms from one L ligand, three carboxylate O atoms from two different 1,4-bdc ligands and one water O atom in a distorted octahedral coordination sphere. Each CdII center is bridged by the 1,4-bdc dianions to give a one-dimensional chain. π–π stacking interactions between L ligands of neighboring chains extend adjacent chains into a two-dimensional supramolecular (6,3) network. Neighboring (6,3) networks are interpenetrated in an unusual inclined mode, resulting in a three-dimensional framework. Additionally, the water–carboxylate O—H...O hydrogen bonds observed in the network consolidate the interpenetrating nets. en The asymmetric unit of the title compound, [Cd(C8H4O4)(C17H8ClN5)(H2O)]n, contains one CdII atom, two half benzene-1,4-dicarboxylate (1,4-bdc) anions, one 11-chloropyrido[2′,3′:2,3]pyrimidino[5,6-f][1,10]phenanthroline (L) ligand and one coordination water molecule. The 1,4-bdc ligands are on inversion centers at the centroids of the arene rings. The CdII atom is six-coordinated by two N atoms from one L ligand, three carboxylate O atoms from two different 1,4-bdc ligands and one water O atom in a distorted octahedral coordination sphere. Each CdII center is bridged by the 1,4-bdc dianions to give a one-dimensional chain. π–π stacking interactions between L ligands of neighboring chains extend adjacent chains into a two-dimensional supramolecular (6,3) network. Neighboring (6,3) networks are interpenetrated in an unusual inclined mode, resulting in a three-dimensional framework. Additionally, the water–carboxylate O—H...O hydrogen bonds observed in the network consolidate the interpenetrating nets. text/html catena-Poly[[aqua(11-chloropyrido[2′,3′:2,3]pyrimidino[5,6-f][1,10]phenanthroline-κ2N4,N5)cadmium(II)]-μ-benzene-1,4-dicarboxylato-κ3O1,O1′:O4]: an inclined interpenetrating (6,3) network text 12 65 2009-11-18 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications metal-organic compounds m472 m474 http://scripts.iucr.org/cgi-bin/paper?fn3038 The title compound, [Zn3(C9H21SiS)6] or [(iPr3SiS)Zn(μ-SSiiPr3)2Zn(μ-SSiiPr3)2Zn(SSiiPr3)], is the first structurally characterized homoleptic silanethiolate complex of zinc. A near-linear arrangement of three ZnII ions is observed, the metals at the ends being three-coordinate with one terminally bound silanethiolate ligand. The central ZnII ion is four-coordinate and tetrahedral, with two bridging silanethiolate ligands joining it to each of the two peripheral ZnII ions. The nonbonding intermetallic distances are 3.1344 (11) and 3.2288 (12) Å, while the Zn...Zn...Zn angle is 172.34 (2)°. A trimetallic silanethiolate species of this type has not been previously identified by X-ray crystallography for any element. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Medina-Ramírez, I.E. Fink, M.J. Donahue, J.P. 2009-11-18 doi:10.1107/S0108270109045570 International Union of Crystallography The title compound, [Zn3(C9H21SiS)6] or [(iPr3SiS)Zn(μ-SSiiPr3)2Zn(μ-SSiiPr3)2Zn(SSiiPr3)], is the first structurally characterized homoleptic silanethiolate complex of zinc. A near-linear arrangement of three ZnII ions is observed, the metals at the ends being three-coordinate with one terminally bound silanethiolate ligand. The central ZnII ion is four-coordinate and tetrahedral, with two bridging silanethiolate ligands joining it to each of the two peripheral ZnII ions. The nonbonding intermetallic distances are 3.1344 (11) and 3.2288 (12) Å, while the Zn...Zn...Zn angle is 172.34 (2)°. A trimetallic silanethiolate species of this type has not been previously identified by X-ray crystallography for any element. en The title compound, [Zn3(C9H21SiS)6] or [(iPr3SiS)Zn(μ-SSiiPr3)2Zn(μ-SSiiPr3)2Zn(SSiiPr3)], is the first structurally characterized homoleptic silanethiolate complex of zinc. A near-linear arrangement of three ZnII ions is observed, the metals at the ends being three-coordinate with one terminally bound silanethiolate ligand. The central ZnII ion is four-coordinate and tetrahedral, with two bridging silanethiolate ligands joining it to each of the two peripheral ZnII ions. The nonbonding intermetallic distances are 3.1344 (11) and 3.2288 (12) Å, while the Zn...Zn...Zn angle is 172.34 (2)°. A trimetallic silanethiolate species of this type has not been previously identified by X-ray crystallography for any element. text/html Tetrakis(μ-triisopropylsilanethiolato)-1:2κ4S:S;2:3κ4S:S-bis(triisopropylsilanethiolato)-1κS,3κS-trizinc(II) text 12 65 2009-11-18 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications metal-organic compounds m475 m477 http://scripts.iucr.org/cgi-bin/paper?ln3135 In the crystal structure of 6-phenyl-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazin-5-one, C9H7N3OS, (I), the 1,2,4-triazine moieties are connected by face-to-face contacts through two kinds of double hydrogen bonds (N—H...O and N—H...S), which form planar ribbons along the a axis. The ribbons are crosslinked through C—H...π interactions between the phenyl rings. The molecular structures of two regioisomeric compounds, namely 6-phenyl-2,3-dihydro-7H-1,3-thiazolo[3,2-b][1,2,4]triazin-7-one, C11H9N3OS, (II), and 3-phenyl-6,7-dihydro-4H-1,3-thiazolo[2,3-c][1,2,4]triazin-4-one, C11H9N3OS, (III), which were prepared by the condensation reaction of (I) with 1,2-dibromoethane, have been characterized by X-ray crystallography and spectroscopic studies. The crystal structures of (II) and (III) both show two crystallographically independent molecules. While the two compounds are isomers, the unit-cell parameters and crystal packing are quite different and (II) has a chiral crystal structure. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Hori, A. Ishida, Y. Kikuchi, T. Miyamoto, K. Sakaguchi, H. 2009-11-07 doi:10.1107/S0108270109043728 International Union of Crystallography In the crystal structure of 6-phenyl-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazin-5-one, C9H7N3OS, (I), the 1,2,4-triazine moieties are connected by face-to-face contacts through two kinds of double hydrogen bonds (N—H...O and N—H...S), which form planar ribbons along the a axis. The ribbons are crosslinked through C—H...π interactions between the phenyl rings. The molecular structures of two regioisomeric compounds, namely 6-phenyl-2,3-dihydro-7H-1,3-thiazolo[3,2-b][1,2,4]triazin-7-one, C11H9N3OS, (II), and 3-phenyl-6,7-dihydro-4H-1,3-thiazolo[2,3-c][1,2,4]triazin-4-one, C11H9N3OS, (III), which were prepared by the condensation reaction of (I) with 1,2-dibromoethane, have been characterized by X-ray crystallography and spectroscopic studies. The crystal structures of (II) and (III) both show two crystallographically independent molecules. While the two compounds are isomers, the unit-cell parameters and crystal packing are quite different and (II) has a chiral crystal structure. en In the crystal structure of 6-phenyl-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazin-5-one, C9H7N3OS, (I), the 1,2,4-triazine moieties are connected by face-to-face contacts through two kinds of double hydrogen bonds (N—H...O and N—H...S), which form planar ribbons along the a axis. The ribbons are crosslinked through C—H...π interactions between the phenyl rings. The molecular structures of two regioisomeric compounds, namely 6-phenyl-2,3-dihydro-7H-1,3-thiazolo[3,2-b][1,2,4]triazin-7-one, C11H9N3OS, (II), and 3-phenyl-6,7-dihydro-4H-1,3-thiazolo[2,3-c][1,2,4]triazin-4-one, C11H9N3OS, (III), which were prepared by the condensation reaction of (I) with 1,2-dibromoethane, have been characterized by X-ray crystallography and spectroscopic studies. The crystal structures of (II) and (III) both show two crystallographically independent molecules. While the two compounds are isomers, the unit-cell parameters and crystal packing are quite different and (II) has a chiral crystal structure. text/html Two regioisomers of condensed thioheterocyclic triazine synthesized from 6-phenyl-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazin-5-one text 12 65 2009-11-07 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications organic compounds o593 o597 http://scripts.iucr.org/cgi-bin/paper?eg3030 In the title compound, C8H12N6O2, the molecular dimensions provide evidence for significant polarization of the electronic structure. There is an intramolecular N—H...N hydrogen bond, and the molecules are linked into complex sheets by a combination of two-centre hydrogen bonds, one each of the N—H...N and N—H...O types, and a three-centre N—H...(N,O) hydrogen bond. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 García, A. Insuasty, B. Cobo, J. Glidewell, C. 2009-11-07 doi:10.1107/S0108270109041122 International Union of Crystallography In the title compound, C8H12N6O2, the molecular dimensions provide evidence for significant polarization of the electronic structure. There is an intramolecular N—H...N hydrogen bond, and the molecules are linked into complex sheets by a combination of two-centre hydrogen bonds, one each of the N—H...N and N—H...O types, and a three-centre N—H...(N,O) hydrogen bond. en In the title compound, C8H12N6O2, the molecular dimensions provide evidence for significant polarization of the electronic structure. There is an intramolecular N—H...N hydrogen bond, and the molecules are linked into complex sheets by a combination of two-centre hydrogen bonds, one each of the N—H...N and N—H...O types, and a three-centre N—H...(N,O) hydrogen bond. text/html 4,6-Diamino-2-morpholino-5-nitrosopyrimidine: a polarized molecular structure within hydrogen-bonded sheets text 12 65 2009-11-07 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications organic compounds o598 o600 http://scripts.iucr.org/cgi-bin/paper?mx3023 Methyl β-allolactoside [methyl β-d-galactopyranosyl-(1→6)-β-d-glucopyranoside], (II), was crystallized from water as a monohydrate, C13H24O11·H2O. The βGalp and βGlcp residues in (II) assume distorted 4C1 chair conformations, with the former more distorted than the latter. Linkage conformation is characterized by ϕ′ (C2Gal—C1Gal—O1Gal—C6Glc), ψ′ (C1Gal—O1Gal—C6Glc—C5Glc) and ω (C4Glc—C5Glc—C6Glc—O1Gal) torsion angles of 172.9 (2), −117.9 (3) and −176.2 (2)°, respectively. The ψ′ and ω values differ significantly from those found in the crystal structure of β-gentiobiose, (III) [Rohrer et al. (1980). Acta Cryst. B36, 650–654]. Structural comparisons of (II) with related disaccharides bound to a mutant β-galactosidase reveal significant differences in hydroxymethyl conformation and in the degree of ring distortion of the βGlcp residue. Structural comparisons of (II) with a DFT-optimized structure, (IIC), suggest a link between hydrogen bonding, pyranosyl ring deformation and linkage conformation. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Klepach, T.E. Reed, M. Noll, B.C. Oliver, A.G. Serianni, A.S. 2009-11-07 doi:10.1107/S0108270109042310 International Union of Crystallography Methyl β-allolactoside [methyl β-d-galactopyranosyl-(1→6)-β-d-glucopyranoside], (II), was crystallized from water as a monohydrate, C13H24O11·H2O. The βGalp and βGlcp residues in (II) assume distorted 4C1 chair conformations, with the former more distorted than the latter. Linkage conformation is characterized by ϕ′ (C2Gal—C1Gal—O1Gal—C6Glc), ψ′ (C1Gal—O1Gal—C6Glc—C5Glc) and ω (C4Glc—C5Glc—C6Glc—O1Gal) torsion angles of 172.9 (2), −117.9 (3) and −176.2 (2)°, respectively. The ψ′ and ω values differ significantly from those found in the crystal structure of β-gentiobiose, (III) [Rohrer et al. (1980). Acta Cryst. B36, 650–654]. Structural comparisons of (II) with related disaccharides bound to a mutant β-galactosidase reveal significant differences in hydroxymethyl conformation and in the degree of ring distortion of the βGlcp residue. Structural comparisons of (II) with a DFT-optimized structure, (IIC), suggest a link between hydrogen bonding, pyranosyl ring deformation and linkage conformation. en Methyl β-allolactoside [methyl β-d-galactopyranosyl-(1→6)-β-d-glucopyranoside], (II), was crystallized from water as a monohydrate, C13H24O11·H2O. The βGalp and βGlcp residues in (II) assume distorted 4C1 chair conformations, with the former more distorted than the latter. Linkage conformation is characterized by ϕ′ (C2Gal—C1Gal—O1Gal—C6Glc), ψ′ (C1Gal—O1Gal—C6Glc—C5Glc) and ω (C4Glc—C5Glc—C6Glc—O1Gal) torsion angles of 172.9 (2), −117.9 (3) and −176.2 (2)°, respectively. The ψ′ and ω values differ significantly from those found in the crystal structure of β-gentiobiose, (III) [Rohrer et al. (1980). Acta Cryst. B36, 650–654]. Structural comparisons of (II) with related disaccharides bound to a mutant β-galactosidase reveal significant differences in hydroxymethyl conformation and in the degree of ring distortion of the βGlcp residue. Structural comparisons of (II) with a DFT-optimized structure, (IIC), suggest a link between hydrogen bonding, pyranosyl ring deformation and linkage conformation. text/html Methyl β-allolactoside [methyl β-d-galactopyranosyl-(1→6)-β-d-glucopyranoside] monohydrate text 12 65 2009-11-07 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications organic compounds o601 o606 http://scripts.iucr.org/cgi-bin/paper?bd3008 In the two title compounds, cytosinium hydrogen sulfate, C4H6N3O+·HSO4−, (I), and cytosinium perchlorate, C4H6N3O+·ClO4−, (II), the asymmetric units comprise a cytosinium cation with hydrogen sulfate and perchlorate anions, respectively. The crystal structures of (I) and (II) are similar; that of (I) is characterized by a three-dimensional N—H...O, O—H...O and C—H...O hydrogen-bonded network. In (I) and (II), two-dimensional layers are formed by N—H...O and C—H...O hydrogen bonds and, in the case of (I), they are linked by O—H...O hydrogen bonds where the anion acts as a donor and the cation as an acceptor. The hydrogen-bonded sheets in (II) form an angle of 87.1°. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Bensegueni, M.A. Cherouana, A. Bendjeddou, L. Lecomte, C. Dahaoui, S. 2009-11-07 doi:10.1107/S0108270109043765 International Union of Crystallography In the two title compounds, cytosinium hydrogen sulfate, C4H6N3O+·HSO4−, (I), and cytosinium perchlorate, C4H6N3O+·ClO4−, (II), the asymmetric units comprise a cytosinium cation with hydrogen sulfate and perchlorate anions, respectively. The crystal structures of (I) and (II) are similar; that of (I) is characterized by a three-dimensional N—H...O, O—H...O and C—H...O hydrogen-bonded network. In (I) and (II), two-dimensional layers are formed by N—H...O and C—H...O hydrogen bonds and, in the case of (I), they are linked by O—H...O hydrogen bonds where the anion acts as a donor and the cation as an acceptor. The hydrogen-bonded sheets in (II) form an angle of 87.1°. en In the two title compounds, cytosinium hydrogen sulfate, C4H6N3O+·HSO4−, (I), and cytosinium perchlorate, C4H6N3O+·ClO4−, (II), the asymmetric units comprise a cytosinium cation with hydrogen sulfate and perchlorate anions, respectively. The crystal structures of (I) and (II) are similar; that of (I) is characterized by a three-dimensional N—H...O, O—H...O and C—H...O hydrogen-bonded network. In (I) and (II), two-dimensional layers are formed by N—H...O and C—H...O hydrogen bonds and, in the case of (I), they are linked by O—H...O hydrogen bonds where the anion acts as a donor and the cation as an acceptor. The hydrogen-bonded sheets in (II) form an angle of 87.1°. text/html Influence of anion substitution on hydrogen-bonding patterns of salt compounds: cytosinium hydrogen sulfate and cytosinium perchlorate text 12 65 2009-11-07 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications organic compounds o607 o611 http://scripts.iucr.org/cgi-bin/paper?sk3348 The Schiff base compounds N,N′-bis[(E)-quinoxalin-2-ylmethylidene]propane-1,3-diamine, C21H18N6, (I), and N,N′-bis[(E)-quinoxalin-2-ylmethylidene]butane-1,4-diamine, C22H20N6, (II), crystallize in the monoclinic crystal system. These molecules have crystallographically imposed symmetry. Compound (I) is located on a crystallographic twofold axis and (II) is located on an inversion centre. The molecular conformations of these crystal structures are stabilized by aromatic π–π stacking interactions. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Varghese, D. Arun, V. Robinson, P.P. Sebastian, M. Leeju, P. Varsha, G. Yusuff, K.K.M. 2009-11-11 doi:10.1107/S0108270109045168 International Union of Crystallography The Schiff base compounds N,N′-bis[(E)-quinoxalin-2-ylmethylidene]propane-1,3-diamine, C21H18N6, (I), and N,N′-bis[(E)-quinoxalin-2-ylmethylidene]butane-1,4-diamine, C22H20N6, (II), crystallize in the monoclinic crystal system. These molecules have crystallographically imposed symmetry. Compound (I) is located on a crystallographic twofold axis and (II) is located on an inversion centre. The molecular conformations of these crystal structures are stabilized by aromatic π–π stacking interactions. en The Schiff base compounds N,N′-bis[(E)-quinoxalin-2-ylmethylidene]propane-1,3-diamine, C21H18N6, (I), and N,N′-bis[(E)-quinoxalin-2-ylmethylidene]butane-1,4-diamine, C22H20N6, (II), crystallize in the monoclinic crystal system. These molecules have crystallographically imposed symmetry. Compound (I) is located on a crystallographic twofold axis and (II) is located on an inversion centre. The molecular conformations of these crystal structures are stabilized by aromatic π–π stacking interactions. text/html Two novel bis-azomethines derived from quinoxaline-2-carbaldehyde text 12 65 2009-11-11 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications organic compounds o612 o614 http://scripts.iucr.org/cgi-bin/paper?ln3134 In the title compound, C13H12N4O4, the molecule lies on a crystallographic twofold axis. Molecules are linked into complex sheets parallel to (100) via one N—H...O and two C—H...O hydrogen bonds. Within the molecule, the 3-nitroanilino fragment is essentially planar, and the C—N—C—N—C fragment assumes a nearly perpendicular/perpendicular conformation, with C—N—C—N torsion angles of 81.18 (18)°, which is controlled by a pair of adjacent anomeric interactions. The findings constitute the first demonstration of two anomeric effects existing in one N—C—N unit. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Zhang, Z. Wang, S. Zhang, G. 2009-11-11 doi:10.1107/S0108270109045788 International Union of Crystallography In the title compound, C13H12N4O4, the molecule lies on a crystallographic twofold axis. Molecules are linked into complex sheets parallel to (100) via one N—H...O and two C—H...O hydrogen bonds. Within the molecule, the 3-nitroanilino fragment is essentially planar, and the C—N—C—N—C fragment assumes a nearly perpendicular/perpendicular conformation, with C—N—C—N torsion angles of 81.18 (18)°, which is controlled by a pair of adjacent anomeric interactions. The findings constitute the first demonstration of two anomeric effects existing in one N—C—N unit. en In the title compound, C13H12N4O4, the molecule lies on a crystallographic twofold axis. Molecules are linked into complex sheets parallel to (100) via one N—H...O and two C—H...O hydrogen bonds. Within the molecule, the 3-nitroanilino fragment is essentially planar, and the C—N—C—N—C fragment assumes a nearly perpendicular/perpendicular conformation, with C—N—C—N torsion angles of 81.18 (18)°, which is controlled by a pair of adjacent anomeric interactions. The findings constitute the first demonstration of two anomeric effects existing in one N—C—N unit. text/html Double anomeric effects and a hydrogen-bonded supramolecular motif in N,N′-bis(3-nitrophenyl)methanediamine text 12 65 2009-11-11 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications organic compounds o615 o617 http://scripts.iucr.org/cgi-bin/paper?lg3023 A novel chelatofore functionalized spiropyran of the 2-oxaindane series, namely 8-formyl-7-hydroxy-3′,3′-dimethylspiro[2H-chromene-2,1′(3′H)-2-benzofuran], C19H16O4, is reported. In the crystalline state, dimers are formed as a result of the π–π stacking of aromatic groups of the 2H-chromene part of the molecule and C—H...O interactions. The Cspiro—O bond length in the pyran ring is 1.4558 (10) Å, which is longer than or equal to the bond length in thermo- and photochromic 2-oxaindane spiropyrans synthesized previously, except for the 7,8-benzo/6-NO2 derivative, in which this bond length is 1.465 (2) Å. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Bulanov, A.O. Shcherbakov, I.N. Tupolova, Y.P. Popov, L.D. Lukov, V.V. Kogan, V.A. Belikov, P.A. 2009-11-11 doi:10.1107/S0108270109044771 International Union of Crystallography A novel chelatofore functionalized spiropyran of the 2-oxaindane series, namely 8-formyl-7-hydroxy-3′,3′-dimethylspiro[2H-chromene-2,1′(3′H)-2-benzofuran], C19H16O4, is reported. In the crystalline state, dimers are formed as a result of the π–π stacking of aromatic groups of the 2H-chromene part of the molecule and C—H...O interactions. The Cspiro—O bond length in the pyran ring is 1.4558 (10) Å, which is longer than or equal to the bond length in thermo- and photochromic 2-oxaindane spiropyrans synthesized previously, except for the 7,8-benzo/6-NO2 derivative, in which this bond length is 1.465 (2) Å. en A novel chelatofore functionalized spiropyran of the 2-oxaindane series, namely 8-formyl-7-hydroxy-3′,3′-dimethylspiro[2H-chromene-2,1′(3′H)-2-benzofuran], C19H16O4, is reported. In the crystalline state, dimers are formed as a result of the π–π stacking of aromatic groups of the 2H-chromene part of the molecule and C—H...O interactions. The Cspiro—O bond length in the pyran ring is 1.4558 (10) Å, which is longer than or equal to the bond length in thermo- and photochromic 2-oxaindane spiropyrans synthesized previously, except for the 7,8-benzo/6-NO2 derivative, in which this bond length is 1.465 (2) Å. text/html A novel chelatofore functionalized spiropyran of the 2-oxaindane series text 12 65 2009-11-11 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications organic compounds o618 o620 http://scripts.iucr.org/cgi-bin/paper?fn3034 In the course of our synthesis of hybrid photochromic compounds, the unexpected new organic photochromic title compound, C29H33N3O2, (I), was obtained. It is a derivative of the parent spirooxazine 1,3,3-trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-3′H-naphtho[2,1-b][1,4]oxazine], (II). The 2′-ethoxy group gives (I) different photochromic properties from its parent spirooxazine (II). Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Lin, J. Chai, W. Song, L. Qin, L. Shu, K. 2009-11-11 doi:10.1107/S0108270109043339 International Union of Crystallography In the course of our synthesis of hybrid photochromic compounds, the unexpected new organic photochromic title compound, C29H33N3O2, (I), was obtained. It is a derivative of the parent spirooxazine 1,3,3-trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-3′H-naphtho[2,1-b][1,4]oxazine], (II). The 2′-ethoxy group gives (I) different photochromic properties from its parent spirooxazine (II). en In the course of our synthesis of hybrid photochromic compounds, the unexpected new organic photochromic title compound, C29H33N3O2, (I), was obtained. It is a derivative of the parent spirooxazine 1,3,3-trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-3′H-naphtho[2,1-b][1,4]oxazine], (II). The 2′-ethoxy group gives (I) different photochromic properties from its parent spirooxazine (II). text/html An organic photochromic compound: (2S)-2′-ethoxy-1,3,3-trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-3′H-naphtho[2,1-b][1,4]oxazine] text 12 65 2009-11-11 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications organic compounds o621 o623 http://scripts.iucr.org/cgi-bin/paper?uk3015 The 2-aminobenzothiazole sulfonation intermediate 2,3-dihydro-1,3-benzothiazol-2-iminium monohydrogen sulfate, C7H7N2S+·HSO4−, (I), and the final product 2-iminio-2,3-dihydro-1,3-benzothiazole-6-sulfonate, C7H6N2O3S2, (II), both have the endocyclic N atom protonated; compound (I) exists as an ion pair and (II) forms a zwitterion. Intermolecular N—H...O and O—H...O hydrogen bonds are seen in both structures, with bonding energy (calculated on the basis of density functional theory) ranging from 1.06 to 14.15 kcal mol−1. Hydrogen bonding in (I) and (II) creates DDDD and C(8)C(9)C(9) first-level graph sets, respectively. Face-to-face stacking interactions are observed in both (I) and (II), but they are extremely weak. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Kruszynski, R. Trzesowska-Kruszynska, A. 2009-11-13 doi:10.1107/S0108270109045673 International Union of Crystallography The 2-aminobenzothiazole sulfonation intermediate 2,3-dihydro-1,3-benzothiazol-2-iminium monohydrogen sulfate, C7H7N2S+·HSO4−, (I), and the final product 2-iminio-2,3-dihydro-1,3-benzothiazole-6-sulfonate, C7H6N2O3S2, (II), both have the endocyclic N atom protonated; compound (I) exists as an ion pair and (II) forms a zwitterion. Intermolecular N—H...O and O—H...O hydrogen bonds are seen in both structures, with bonding energy (calculated on the basis of density functional theory) ranging from 1.06 to 14.15 kcal mol−1. Hydrogen bonding in (I) and (II) creates DDDD and C(8)C(9)C(9) first-level graph sets, respectively. Face-to-face stacking interactions are observed in both (I) and (II), but they are extremely weak. en The 2-aminobenzothiazole sulfonation intermediate 2,3-dihydro-1,3-benzothiazol-2-iminium monohydrogen sulfate, C7H7N2S+·HSO4−, (I), and the final product 2-iminio-2,3-dihydro-1,3-benzothiazole-6-sulfonate, C7H6N2O3S2, (II), both have the endocyclic N atom protonated; compound (I) exists as an ion pair and (II) forms a zwitterion. Intermolecular N—H...O and O—H...O hydrogen bonds are seen in both structures, with bonding energy (calculated on the basis of density functional theory) ranging from 1.06 to 14.15 kcal mol−1. Hydrogen bonding in (I) and (II) creates DDDD and C(8)C(9)C(9) first-level graph sets, respectively. Face-to-face stacking interactions are observed in both (I) and (II), but they are extremely weak. text/html 2,3-Dihydro-1,3-benzothiazol-2-iminium monohydrogen sulfate and 2-iminio-2,3-dihydro-1,3-benzothiazole-6-sulfonate: a combined structural and theoretical study text 12 65 2009-11-13 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications organic compounds o624 o629 http://scripts.iucr.org/cgi-bin/paper?gd3319 The structure of 4-methoxy-1-naphthol, C11H10O2, (I), contains an intermolecular O—H...O hydrogen bond which links the molecules into a simple C(2) chain running parallel to the shortest crystallographic b axis. This chain is reinforced by intermolecular π–π stacking interactions. Comparisons are drawn between the crystal structure of (I) and those of several of its simple analogues, including 1-naphthol and some monosubstituted derivatives, and that of its isomer 7-methoxy-2-naphthol. This comparison shows a close similarity in the packing of the molecules of its simple analogues that form π-stacks along the shortest crystallographic axes. A substantial spatial overlap is observed between adjacent molecules in such stacks. In this group of monosubstituted naphthols, the overlap depends mainly on the position of the substituents carried by the naphthalene moiety, and the extent of the overlap depends on the substituent type. By contrast with (I), in the crystal structure of the isomeric 7-methoxy-2-naphthol there are no O—H...O hydrogen bonds or π–π stacking interactions, and sheets are formed by O—H...π and C—H...π interactions. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Marciniak, B. Rozycka-Sokolowska, E. 2009-11-18 doi:10.1107/S0108270109047556 International Union of Crystallography The structure of 4-methoxy-1-naphthol, C11H10O2, (I), contains an intermolecular O—H...O hydrogen bond which links the molecules into a simple C(2) chain running parallel to the shortest crystallographic b axis. This chain is reinforced by intermolecular π–π stacking interactions. Comparisons are drawn between the crystal structure of (I) and those of several of its simple analogues, including 1-naphthol and some monosubstituted derivatives, and that of its isomer 7-methoxy-2-naphthol. This comparison shows a close similarity in the packing of the molecules of its simple analogues that form π-stacks along the shortest crystallographic axes. A substantial spatial overlap is observed between adjacent molecules in such stacks. In this group of monosubstituted naphthols, the overlap depends mainly on the position of the substituents carried by the naphthalene moiety, and the extent of the overlap depends on the substituent type. By contrast with (I), in the crystal structure of the isomeric 7-methoxy-2-naphthol there are no O—H...O hydrogen bonds or π–π stacking interactions, and sheets are formed by O—H...π and C—H...π interactions. en The structure of 4-methoxy-1-naphthol, C11H10O2, (I), contains an intermolecular O—H...O hydrogen bond which links the molecules into a simple C(2) chain running parallel to the shortest crystallographic b axis. This chain is reinforced by intermolecular π–π stacking interactions. Comparisons are drawn between the crystal structure of (I) and those of several of its simple analogues, including 1-naphthol and some monosubstituted derivatives, and that of its isomer 7-methoxy-2-naphthol. This comparison shows a close similarity in the packing of the molecules of its simple analogues that form π-stacks along the shortest crystallographic axes. A substantial spatial overlap is observed between adjacent molecules in such stacks. In this group of monosubstituted naphthols, the overlap depends mainly on the position of the substituents carried by the naphthalene moiety, and the extent of the overlap depends on the substituent type. By contrast with (I), in the crystal structure of the isomeric 7-methoxy-2-naphthol there are no O—H...O hydrogen bonds or π–π stacking interactions, and sheets are formed by O—H...π and C—H...π interactions. text/html 4-Methoxy-1-naphthol: chains formed by O—H...O hydrogen bonds and π–π stacking interactions text 12 65 2009-11-18 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications organic compounds o630 o634 http://scripts.iucr.org/cgi-bin/paper?bm3085 The unusual methylene aziridine 6-tert-butyl-3-oxa-2-thia-1-azabicyclo[5.1.0]oct-6-ene 2,2-dioxide, C9H15NO3S, was found to crystallize with two molecules in the asymmetric unit. The structure was solved in both the approximately orthogonal and the oblique settings of space group No. 14, viz. P21/n and P21/c, respectively. A comparison of these results clearly displayed an increase in the correlation between coordinates in the ac plane for the oblique cell. The increase in the corresponding covariances makes a significant contribution to the standard uncertainties of derived parameters, e.g. bond lengths. Since there is yet no CIF definition for the full variance–covariance matrix, there are clear advantages to reporting the structure in the nonstandard space-group setting. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Feast, G.C. Haestier, J. Page, L.W. Robertson, J. Thompson, A.L. Watkin, D.J. 2009-11-18 doi:10.1107/S0108270109046952 International Union of Crystallography The unusual methylene aziridine 6-tert-butyl-3-oxa-2-thia-1-azabicyclo[5.1.0]oct-6-ene 2,2-dioxide, C9H15NO3S, was found to crystallize with two molecules in the asymmetric unit. The structure was solved in both the approximately orthogonal and the oblique settings of space group No. 14, viz. P21/n and P21/c, respectively. A comparison of these results clearly displayed an increase in the correlation between coordinates in the ac plane for the oblique cell. The increase in the corresponding covariances makes a significant contribution to the standard uncertainties of derived parameters, e.g. bond lengths. Since there is yet no CIF definition for the full variance–covariance matrix, there are clear advantages to reporting the structure in the nonstandard space-group setting. en The unusual methylene aziridine 6-tert-butyl-3-oxa-2-thia-1-azabicyclo[5.1.0]oct-6-ene 2,2-dioxide, C9H15NO3S, was found to crystallize with two molecules in the asymmetric unit. The structure was solved in both the approximately orthogonal and the oblique settings of space group No. 14, viz. P21/n and P21/c, respectively. A comparison of these results clearly displayed an increase in the correlation between coordinates in the ac plane for the oblique cell. The increase in the corresponding covariances makes a significant contribution to the standard uncertainties of derived parameters, e.g. bond lengths. Since there is yet no CIF definition for the full variance–covariance matrix, there are clear advantages to reporting the structure in the nonstandard space-group setting. text/html An unusual methylene aziridine refined in P21/c and the nonstandard setting P21/n text 12 65 2009-11-18 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications organic compounds o635 o638 http://scripts.iucr.org/cgi-bin/paper?gd3317 The structure of 1-benzofuran-2,3-dicarboxylic acid (BFDC), C10H6O5, (I), exhibits an intramolecular hydrogen bond between one –COOH group and the other, while the second carboxyl function is involved in intermolecular hydrogen bonding to neighbouring species. The latter results in the formation of flat one-dimensional hydrogen-bonded chains in the crystal structure, which are π–π stacked along the normal to the plane of the molecular framework, forming a layered structure. 1:1 Cocrystallization of BFDC with pyridine, phenazine and 1,4-phenylenediamine is associated with H-atom transfer from BFDC to the base and charge-assisted hydrogen bonding between the BFDC− monoanion and the corresponding ammonium species, while preserving, in all cases, the intramolecular hydrogen bond between the carboxyl and carboxylate functions. The pyridinium 2-carboxylato-1-benzofuran-3-carboxylic acid, C5H6N+·C10H5O5−, (II), and phenazinium 3-carboxylato-1-benzofuran-2-carboxylic acid, C12H9N2+·C10H5O5−, (III), adducts form discrete hydrogen-bonded ion-pair entities. In the corresponding crystal structures, the two components are arranged in either segregated or mixed π–π stacks, respectively. On the other hand, the structure of 4-aminoanilinium 2-carboxylato-1-benzofuran-3-carboxylic acid, C6H9N2+·C10H5O5−, (IV), exhibits an intermolecular hydrogen-bonding network with three-dimensional connectivity. Moreover, this fourth structure exhibits induction of supramolecular chirality by the extended hydrogen bonding, leading to a helical arrangement of the interacting moieties around 21 screw axes. The significance of this study is that it presents the first crystallographic characterization of pure BFDC, and manifestation of its cocrystallization with a variety of weakly basic amine molecules. It confirms the tendency of BFDC to preserve its intramolecular hydrogen bond and to prefer a monoanionic form in supramolecular association with other components. The aromaticity of the flat benzofuran residue plays an important role in directing either homo- or heteromolecular π–π stacking in the first three structures, while the occurrence of a chiral architecture directed by multiple hydrogen bonding is the dominant feature in the fourth. Copyright (c) 2009 International Union of Crystallography urn:issn:0108-2701 Titi, H.M. Goldberg, I. 2009-11-18 doi:10.1107/S0108270109047519 International Union of Crystallography The structure of 1-benzofuran-2,3-dicarboxylic acid (BFDC), C10H6O5, (I), exhibits an intramolecular hydrogen bond between one –COOH group and the other, while the second carboxyl function is involved in intermolecular hydrogen bonding to neighbouring species. The latter results in the formation of flat one-dimensional hydrogen-bonded chains in the crystal structure, which are π–π stacked along the normal to the plane of the molecular framework, forming a layered structure. 1:1 Cocrystallization of BFDC with pyridine, phenazine and 1,4-phenylenediamine is associated with H-atom transfer from BFDC to the base and charge-assisted hydrogen bonding between the BFDC− monoanion and the corresponding ammonium species, while preserving, in all cases, the intramolecular hydrogen bond between the carboxyl and carboxylate functions. The pyridinium 2-carboxylato-1-benzofuran-3-carboxylic acid, C5H6N+·C10H5O5−, (II), and phenazinium 3-carboxylato-1-benzofuran-2-carboxylic acid, C12H9N2+·C10H5O5−, (III), adducts form discrete hydrogen-bonded ion-pair entities. In the corresponding crystal structures, the two components are arranged in either segregated or mixed π–π stacks, respectively. On the other hand, the structure of 4-aminoanilinium 2-carboxylato-1-benzofuran-3-carboxylic acid, C6H9N2+·C10H5O5−, (IV), exhibits an intermolecular hydrogen-bonding network with three-dimensional connectivity. Moreover, this fourth structure exhibits induction of supramolecular chirality by the extended hydrogen bonding, leading to a helical arrangement of the interacting moieties around 21 screw axes. The significance of this study is that it presents the first crystallographic characterization of pure BFDC, and manifestation of its cocrystallization with a variety of weakly basic amine molecules. It confirms the tendency of BFDC to preserve its intramolecular hydrogen bond and to prefer a monoanionic form in supramolecular association with other components. The aromaticity of the flat benzofuran residue plays an important role in directing either homo- or heteromolecular π–π stacking in the first three structures, while the occurrence of a chiral architecture directed by multiple hydrogen bonding is the dominant feature in the fourth. en The structure of 1-benzofuran-2,3-dicarboxylic acid (BFDC), C10H6O5, (I), exhibits an intramolecular hydrogen bond between one –COOH group and the other, while the second carboxyl function is involved in intermolecular hydrogen bonding to neighbouring species. The latter results in the formation of flat one-dimensional hydrogen-bonded chains in the crystal structure, which are π–π stacked along the normal to the plane of the molecular framework, forming a layered structure. 1:1 Cocrystallization of BFDC with pyridine, phenazine and 1,4-phenylenediamine is associated with H-atom transfer from BFDC to the base and charge-assisted hydrogen bonding between the BFDC− monoanion and the corresponding ammonium species, while preserving, in all cases, the intramolecular hydrogen bond between the carboxyl and carboxylate functions. The pyridinium 2-carboxylato-1-benzofuran-3-carboxylic acid, C5H6N+·C10H5O5−, (II), and phenazinium 3-carboxylato-1-benzofuran-2-carboxylic acid, C12H9N2+·C10H5O5−, (III), adducts form discrete hydrogen-bonded ion-pair entities. In the corresponding crystal structures, the two components are arranged in either segregated or mixed π–π stacks, respectively. On the other hand, the structure of 4-aminoanilinium 2-carboxylato-1-benzofuran-3-carboxylic acid, C6H9N2+·C10H5O5−, (IV), exhibits an intermolecular hydrogen-bonding network with three-dimensional connectivity. Moreover, this fourth structure exhibits induction of supramolecular chirality by the extended hydrogen bonding, leading to a helical arrangement of the interacting moieties around 21 screw axes. The significance of this study is that it presents the first crystallographic characterization of pure BFDC, and manifestation of its cocrystallization with a variety of weakly basic amine molecules. It confirms the tendency of BFDC to preserve its intramolecular hydrogen bond and to prefer a monoanionic form in supramolecular association with other components. The aromaticity of the flat benzofuran residue plays an important role in directing either homo- or heteromolecular π–π stacking in the first three structures, while the occurrence of a chiral architecture directed by multiple hydrogen bonding is the dominant feature in the fourth. text/html Hydrogen bonding and π–π interactions in 1-benzofuran-2,3-dicarboxylic acid and its 1:1 cocrystals with pyridine, phenazine and 1,4-phenylenediamine text 12 65 2009-11-18 Copyright (c) 2009 International Union of Crystallography Acta Crystallographica Section C: Crystal Structure Communications organic compounds o639 o644