Visualizing changes of molecular conformation in the solid-state by a common structural determination technique: single crystal X-ray diffraction

The title compound, 1-[N-methyl-N-(phenyl)amino]-3-(4-methylphenyl)thiourea (1), was synthesized by the reaction of 1-methyl-1-phenyl hydrazine and 4-tolyl isothiocyanate, and was characterized by spectroscopy (1H and 13C{1H} NMR, IR, and UV), elemental analysis as well as by single crystal X-ray crystallography. In the solid state, the molecule exists as the thioamide tautomer and features an anti-disposition of the thioamide–N–H atoms; an intramolecular N–H⋯N hydrogen bond is noted. The molecular conformation resembles that of the letter L. In the molecular packing, thioamide-N1–H⋯S1(thione) hydrogen bonds lead to centrosymmetric eight-membered {⋯HNCS}2 synthons. The dimers are assembled into a supramolecular layer in the bc-plane by phenyl- and methyl-C–H⋯π(phenyl) interactions.

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N–O Bond Cleavage During the Deprotonation of N,O-Bis(trimethylsilyl)hydroxylamine

Zeitschrift für Naturforschung B ◽

10.1515/znb-2008-0319 ◽

2008 ◽

Vol 63 (3) ◽

pp. 339-341 ◽

Cited By ~ 5

Author(s):

Ajay Venugopal ◽

Alexander Willner ◽

Norbert W. Mitzel

Keyword(s):

Solid State ◽

Single Crystal ◽

Elemental Analysis ◽

Bond Cleavage ◽

State Structure ◽

X Ray Diffraction ◽

Solid State Structure ◽

X Ray ◽

Potassium Hydride ◽

Oxygen Atoms

The reaction of N,O-bis(trimethylsilyl)hydroxylamine with potassium hydride in pentane affords a product of the formula {K6[OSiMe3]4[ON(SiMe3)2]2}, resulting from deprotonation followed by N-O bond cleavage and 1,2-silylshift. The compound was characterised by elemental analysis and by single crystal X-ray diffraction. The aggregate consists of a K3O3 bis-cubane core, with N(SiMe3)2 groups at the oxygen atoms shared by the two cubes, andMe3Si groups attached to the four O vertices. Two weak K···N interactions are also detected in the solid state structure.

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Crystal structures of some eriostyl/nitrobenzoate derivatives

Australian Journal of Chemistry ◽

10.1071/ch9800313 ◽

1980 ◽

Vol 33 (2) ◽

pp. 313 ◽

Cited By ~ 1

Author(s):

PR Jefferies ◽

BW Skelton ◽

B Walter ◽

AH White

Keyword(s):

Charge Transfer ◽

Solid State ◽

Single Crystal ◽

Crystal Structures ◽

X Ray Diffraction ◽

X Ray ◽

Structure Determinations

Following the suggestion made earlier, on the basis of solution spectroscopy, that a number of eriostyl/nitrobenzoate compounds form charge-transfer self-complexes, a number of these have been investigated structurally by single-crystal X-ray diffraction methods in order to ascertain the presence or otherwise of such interactions in the solid state. The substances thus studied were eriostyl 3,5-dinitrobenzoate (1), eriostyl p-nitrobenzoate (2), tetrahydroeriostyl 3,5-dinitrobenzoate (3), and eriostemyl 3,5-dinitrobenzoate (4);* structure determinations in all cases, although displaying the presence of strong charge-transfer interactions from the two moieties of each molecule, show that the interactions in the solid state are intermolecular in nature.

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Notizen: Solid State Structure of N,N-Dibenzylhydroxylamine

Zeitschrift für Naturforschung B ◽

10.1515/znb-1995-0441 ◽

1995 ◽

Vol 50 (4) ◽

pp. 699-701 ◽

Cited By ~ 1

Author(s):

Norbert W. Mitzel ◽

Jürgen Riede ◽

Klaus Angermaier ◽

Hubert Schmidbaur

Keyword(s):

Solid State ◽

Hydrogen Bonds ◽

Single Crystal ◽

Unit Cell ◽

Monoclinic Space Group ◽

State Structure ◽

X Ray Diffraction ◽

Space Group ◽

Solid State Structure ◽

X Ray

The solid-state structure of N,N-dibenzylhydroxylamine (1) has been determined by single crystal X-ray diffraction. The compound crystallizes in the monoclinic space group P 21/n with four formula units in the unit cell. N,N-dibenzylhydroxylamine dimerizes to give N2O2H2 sixmembered rings as a result of the formation of two hydrogen bonds O - H ··· N in the solid state.

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A combined single crystal neutron/X-ray diffraction and solid-state nuclear magnetic resonance study of the hybrid perovskites CH3NH3PbX3 (X = I, Br and Cl)

Journal of Materials Chemistry A ◽

10.1039/c5ta01125f ◽

2015 ◽

Vol 3 (17) ◽

pp. 9298-9307 ◽

Cited By ~ 179

Author(s):

Tom Baikie ◽

Nathan S. Barrow ◽

Yanan Fang ◽

Philip J. Keenan ◽

Peter R. Slater ◽

...

Keyword(s):

Nuclear Magnetic Resonance ◽

Solid State ◽

Single Crystal ◽

Solid State Nmr ◽

Variable Temperature ◽

Neutron Diffraction Study ◽

Nuclear Magnetic Resonance Study ◽

X Ray Diffraction ◽

Magnetic Resonance Study ◽

X Ray

This article describes a variable temperature solid-state NMR and single crystal X-ray/neutron diffraction study of the hybrid perovskites (CH3NH3)PbX3 (X = I, Br and Cl).

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Influence of Molecular Conformation on the Solid State Packing of 1,2-Diglycerides Study of 1,2-Dipalmitin and Some Structural Analogs by Electron Diffraction, X-Ray Diffraction, and Infrared Spectroscopy

Zeitschrift für Naturforschung C ◽

10.1515/znc-1978-1-208 ◽

1978 ◽

Vol 33 (1-2) ◽

pp. 39-49 ◽

Cited By ~ 7

Author(s):

Douglas L. Dorset ◽

Walter A. Pangborn ◽

Anthony J. Hancock ◽

Iris S. Lee

Keyword(s):

Infrared Spectroscopy ◽

Solid State ◽

Room Temperature ◽

Molecular Conformation ◽

Crystalline Solid ◽

X Ray Diffraction ◽

Chain Packing ◽

X Ray ◽

Monoclinic Form ◽

Extended Chain

Abstract Diffraction studies on natural 1,2-dipalmitin and on analogs, including those based on the configurational isomers of cyclopentane-1,2,3-triol reveal that the 1,2-diglycerides crystallize from solvent with chain methylene packing identical to the monoclinic form of even-chain alkanes. The chains probably are folded back in “hairpin” fashion as found in phospholipid crystal structures. Acyl shifts are observed to occur in the crystalline solid state at room temperature to give the 1,3-diglyceride. Analogs based on the above-mentioned cyclitols show that isomers with adjacent chains trans to the ring (possibly extended chain packing) or with chains cis to the ring (“hair pin”) crystallize readily. Both possibly extended chain configurational isomers have the α-form as well as β′-forms and a β-polymorph. The hairpin isomers each give a β′-polymorph but only the all-cts isomer gives an α-form.

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