A novel heterocyclic sulfon­amide: N‐benzyl‐5‐[N‐benzyl‐N‐(tert‐butyl­oxy­carbonyl)­amino]‐N‐(tert‐butyl­oxycarbonyl)‐1,3,4‐thia­diazo­le‐2‐sulfon­amide

The title compound, C₂₆H₃₂N₄O₆S₂, is a heterocyclic sulfon­amide which is a 1,3,4‐thia­diazo­le derivative. Structural data for this compound are compared with those of related compounds.     

Ethyl 2‐amino‐4‐phenyl‐1,3‐thia­zole‐5‐carboxyl­ate

The structure of the title compound, C₁₂H₁₂N₂O₂S, (I), comprises mol­ecules that form dimers via N—H?N hydrogen‐bonding interactions and then construct the overall network through N—H?O associations. The dihedral angle between the phenyl and thia­zole rings is 42.41 (6)°.     

2‐Amino‐1,3‐benzo­thia­zole–ethyl coumarin‐3‐carboxyl­ate (1/1)

The title adduct, C₇H₆N₂S·C₁₂H₁₀O₄, is formed via N—H⋯O and N—H⋯N hydrogen‐bonding interactions, which gener­ate a tetrameric unit with a pseudo‐centre of symmetry. The tetramer further packs through parallel‐displaced π–π stacking interactions along the a direction.     

Ethyl 5‐methyl‐4‐(2,5,5‐tri­methyl‐1,3‐dioxan‐2‐yl)­isoxazole‐3‐carboxyl­ate

The title compound, C₁₄H₂₁NO₅, possesses an isoxazolyl group in the axial position of the 1,3‐dioxanyl ring. The two rings are rotated about the bond joining them such that the two C(methyl)—C(dioxanyl)—C—C torsion angles are 92.1 (2) and ?84.1 (2)°. In this conformation, neither the methyl nor ethoxy­carbonyl substituents on the isoxazole are presented towards the dioxanyl chair.     

3‐(tert‐Butyl­oxy­carbonyl­amino)­bicyclo­[1.1.1]­pentane­carboxyl­ic acid at 293 K

In the room‐temperature X‐ray structure of the N‐Boc‐protected derivative of the novel 3‐amino­bi­cyclo[1.1.1]­pentanecarboxyl­ic acid, C₁₁H₁₇NO₄, the interbridgehead distance in the bi­cyclo­[1.1.1]­pentane cage is 1.852 (2) Å. The carboxyl and parts of the blocked amino group are almost in plane with one of the cage triangles. N—H?O and O—H?O hydrogen bonds generate infinite corrugated molecular chains in the crystal lattice.     

4‐(4‐Bromo­phenyl)‐2‐methyl‐1,3‐thia­zole

In the structure of the title compound, C₁₀H₈BrNS, the dihedral angles between the planes of the thia­zole and aryl rings, viz. 4.2 (6) and 7.5 (6)° for the two independent mol­ecules, are consistent with insignificant molecular perturbation by the weak intermolecular contacts. The mol­ecules are close to being related by a non‐crystallographic inversion centre, with C—H⃛π and π–π intermolecular interactions observed.     

Syntheses of N‐[3‐(1‐methyl‐1H‐2‐imidazolyl)propyl]benzamides and N‐[3‐(1‐methyl‐1H‐2‐imidazolyl)propyl]benzenesulfonamides

A series of substituted N‐(4‐substituted‐benzoyl)‐N‐[3‐(1‐methyl‐1H‐imidazol‐2‐yl)propyl]amines ( 13 ) and N‐arylsulfonyl‐N‐[3‐(1‐methyl‐1H‐imidazol‐2‐yl)propyl]amines ( 14 ) were prepared from the reaction of 3‐(1‐methyl‐1H‐imidazol‐2‐yl)propan‐1‐amine ( 7 ) with substituted benzoyl chloride or substituted‐benzene sulfonyl chloride respectively. Compound 7 was prepared by two independent methods.     

4‐Methyl‐2‐[N‐(3,4‐methyl­ene­dioxy­benzyl­idene)hydrazino]­thia­zole and its reduction product, 4‐methyl‐2‐[N‐(3,4‐methyl­ene­dioxybenzyl­idene)hydrazono]‐4,5‐di­hydro­thia­zole

The crystal structures of 4‐methyl‐2‐[N‐(3,4‐methyl­ene­dioxybenzyl­idene)hydrazino]­thia­zole, C₁₂H₁₁N₃O₂S, and its reduction product 4‐methyl‐2‐[N‐(3,4‐methyl­ene­dioxybenzyl­idene)hydrazono]‐4,5‐di­hydro­thia­zole, C₁₂H₁₃N₃O₂S, have been determined and compared. In the reduction product, the tautomer observed bears an H atom on the exocyclic N atom. Both compounds form hydrogen‐bonded dimers over centers of inversion.     

Ethyl N‐[2‐(hydroxy­acetyl)­phenyl]­carbamate,ethyl N‐[2‐(hydroxy­acetyl)‐4‐iodo­phenyl]­carbamate and ethyl N‐[2‐(hydroxy­acetyl)‐4‐methyl­phenyl]­carbamate

In ethyl N‐[2‐(hydroxy­acetyl)phenyl]carbamate, C₁₁H₁₃NO₄, all of the non‐H atoms lie on a mirror plane in the space group Pnma; the mol­ecules are linked into simple chains by a single C—H⋯O hydrogen bond. The mol­ecules of ethyl N‐[2‐(hydroxy­acetyl)‐4‐iodo­phenyl]carbamate, C₁₁H₁₂INO₄, are linked into sheets by a combination of O—H⋯I and C—H⋯O hydrogen bonds and a dipolar I⋯O contact. Ethyl N‐­[2‐(hydroxy­acetyl)‐4‐methyl­phenyl]carbamate, C₁₂H₁₅NO₄, crystallizes with Z′ = 2 in the space group P; pairs of mol­ecules are weakly linked by an O—H⋯O hydrogen bond and these aggregates are linked into chains by two independent aromatic π–π stacking inter­actions.     

N‐tert‐Butyl‐N′‐(5,7‐di­methyl‐1,8‐naphthyridin‐2‐yl)­urea

The title compound, C₁₅H₂₀N₄O, has been synthesized as an AADD recognition unit for quadruple hydrogen bonds. All non‐H atoms of the mol­ecule apart from two methyl groups of the tert‐butyl group lie in a common plane. An intramolecular hydrogen bond is formed connecting two N atoms. In the solid state, the title compound crystallizes as a centrosymmetric dimer connected by N—H?O=C interactions with an N?O distance of 2.824 (2) Å.     

N‐(3H‐Thia­zol‐2‐yl­idene)­nitr­amine and N‐methyl‐N‐(thia­zol‐2‐yl)­nitr­amine

The geometries of the thia­zole ring and the nitr­amino groups in N‐(3H‐thia­zol‐2‐yl­idene)­nitr­amine, C₃H₃N₃O₂S, (I), and N‐­methyl‐N‐(thia­zol‐2‐yl)­nitr­amine, C₄H₅N₃O₂S, (II), are very similar. The nitr­amine group in (II) is planar and twisted along the C—N bond with respect to the thia­zole ring. In both structures, the asymmetric unit includes two practically equal mol­ecules. In (I), the mol­ecules are arranged in layers connected to each other by N—H⋯N and much weaker C—H⋯O hydrogen bonds. In the crystal structure of (II), the mol­ecules are arranged in layers bound to each other by both weak C—H⋯O hydrogen bonds and S⋯O dipolar interactions.     

Ethyl 4‐do­decyl‐3,5‐di­methyl‐1H‐pyrrole‐2‐carboxyl­ate: intermolecular interactions in an amphiphilic pyrrole

The title compound, C₂₁H₃₇NO₂, is a new amphiphilic pyrrole with a long hydro­carbon chain, which will be used as a precursor for the synthesis of Langmuir–Blodgett films of porphyrins. Molecules related by an inversion centre are joined head‐to‐head into dimers by strong N—H?O hydrogen bonds. The dimers pack in the structure with their carbon chains parallel to one another, thereby forming alternating layers of carbon chains and pyrrole heads. The structure is further stabilized by two weak C—H?π intermolecular interactions, thereby saturating the hydrogen‐bonding capability of the aromatic π‐electron clouds.     

tert‐Butyl 2‐[2‐(ethoxy­carbo­thio­yl­amino)‐3‐pyridyl­oxy]acetate and tert‐butyl 2‐(3‐thio­xopyrido­[2,1‐c][1,2,4]thia­diazol‐8‐yl­oxy)­acetate

Compounds (I), C₁₄H₂₀N₂O₄S, and (II), C₁₂H₁₄N₂O₃S₂, are two minor products of the same reaction. Both structures contain identical ester functionalities in similar orientations. Both independent mol­ecules of (I) contain an ethoxy­carbo­thio­yl­amine moiety, whilst (II) possesses a novel exocyclic thione system fused with a pyridine ring.     

4‐(4‐Chloro­phen­yl)‐3‐(4‐phenyl­pent‐4‐en­yloxy)‐1,3‐thia­zole‐2(3H)‐thione

The title compound, C₂₀H₁₈ClNOS₂, is a thia­zole‐derived thio­hydroxamic acid O‐ester. The value of Z′ is 3 and the asymmetric unit comprises three mol­ecules of identical helicity along the N—O bond. Two of these show an anti and the third a syn arrangement of substituents attached in positions 3 and 4 to the 1,3‐thia­zole nucleus.     

tert‐Butyl N‐{2‐[N‐(N,N′‐dicyclohexyl­ureido­carbonyl­ethyl)­carbamoyl]prop‐2‐yl}carbamate

The title compound, C₂₅H₄₄N₄O₅, exhibits a turn with the main chain reversing direction, held together by an intramol­ecular N—H?O hydrogen bond. In the urea fragment, a notable amide C—N bond between the carboxyl C and the tertiary N atom shows marked single‐bond character [1.437 (2) Å]. The dihedral angle of the β‐alanyl residue, centrally located in the turn, is gauche [69.2 (2)°]. The packing is mediated by two intermolecular hydrogen bonds and van der Waals contacts involving the methyl moieties and the cyclo­hexyl rings.     

N‐tert‐Butyl‐N′‐[5‐cyano‐2‐(4‐methylphenoxy)phenylsulfonyl]urea,a new TXA2 receptor antagonist

The title compound, C₁₉H₂₁N₃O₄S, crystallizes in the space group P2/c with two molecules in the asymmetric unit. The conformation of both molecules is very similar and is mainly determined by an intramolecular N—H...O hydrogen bond between a urea N atom and a sulfonyl O atom. The O and second N atom of the urea groups are involved in dimer formation via N—H...O hydrogen bonds. The intramolecular hydrogen‐bonding motif and conformation of the C—SO₂—NH(C=O)—NH—C fragment are explored and compared using the Cambridge Structural Database and theoretical calculations. The crystal packing is characterized by π–π stacking between the 5‐cyanobenzene rings.     

3‐Methyl 5‐isopropyl 2‐methoxy­imino­methyl‐6‐methyl‐4‐(3‐nitro­phenyl)‐1,4‐di­hydro­pyridine‐3,5‐di­carboxyl­ate

The crystal structure of the title compound, C₂₀H₂₃N₃O₇, consists of relatively isolated mol­ecules. The substituted 1,4‐di­hydro­pyridine ring adopts a flattened boat conformation. Both ester groups, at positions 3 and 5, have cis,cis geometry. The phenyl ring is nearly planar and is approximately perpendicular to the 1,4‐di­hydro­pyridine ring (dihedral angle 87.70°).     

2‐[2‐Methyl‐5‐nitro‐4‐(phenyl­sulfonyl­methyl)­imidazol‐1‐yl]­ethanol and 2‐methyl‐5‐nitro‐4‐phenyl­sulfonyl­methyl‐1,3‐thia­zole

The title compounds, C₁₃H₁₅N₃O₅S and C₁₁H₁₀N₂O₄S₂, respectively, both contain a phenyl­sulfonyl group connected, through a methyl­ene bridge, to either a substituted nitro­imidazole or nitro‐1,3‐thia­zole ring. In the imidazole‐containing mol­ecule, the nitro and sulfonyl groups are trans relative to the sulfonyl–methyl bond, while in the thia­zole‐containing mol­ecule, these substituents are cis. The stabilizing interactions within the crystals are also different between the two compounds.     

2‐(1,3‐Dithian‐2‐yl)benzaldehyde and N‐{2‐[2‐(1,3‐dioxan‐2‐yl)phenoxy]­ethyl}phthalimide

The crystal structures of two elaborated‐porphyrin precursors have been determined. In the crystalline state, 2‐(1,3‐di­thian‐2‐yl)­benz­aldehyde, C₁₁H₁₂OS₂, has its di­thiane ring in a slightly distorted chair conformation. The mol­ecules pack in anti‐parallel chains. N‐{2‐[2‐(1,3‐Dioxan‐2‐yl)­phenoxy]­ethyl}­phthal­imide, C₂₀H₁₉NO₅, is in a folded conformation. The dihedral angle between the phthal­imide and phenyl planes is 80.07 (3)°. In the crystalline states, mol­ecules stack on top of one another.     

2‐tert‐Butyl­oxy­methyl‐6‐cyano‐2,3‐di­hydro‐5H‐oxazolo­[3,2‐a]­pyrimidin‐5‐one

The condensation reaction of 2‐amino‐5‐tert‐butyl­oxy­methyl‐2‐oxazoline with ethyl cyano­(ethoxy­methyl­ene)­acetate led to the title cycloadduct. The structure indicates a delocalization in the pyrimidine ring.