4‐[3‐(3,4‐Di­methoxy­phenyl)­prop‐2‐enoyl]­phenyl methacryl­ate and 4‐[3‐(2‐bromo­phenyl)­prop‐2‐enoyl]­phenyl methacryl­ate

Chalcones (α,β‐unsaturated ketones) are effective antitumour agents. It has been proved that having halogen or methoxy groups substituted in various positions of the phenyl ring enhances the activity of chalcones many times. The title compounds, C₂₁H₂₀O₅ and C₁₉H₁₅BrO₃, respectively, were chosen for crystallographic study in order to determine their structures and conformations. In both compounds, the keto group is in the s‐cis conformation and is almost planar. There are weak intramolecular interactions in both structures.     

3,3‐Bis(2‐methoxy­phenyl)‐3H‐benzo­[f]­chromene

The substituent methoxy group at the phenyl ortho position in the title compound, C₂₇H₂₂O₃, has an insignificant effect on the length of the Csp³—O bond and on the non‐planarity of the pyran ring. The cause of the changes in the photochemical properties is discussed.     

1‐(2‐{4‐[6‐Hydro­xy‐2‐(4‐hydroxy­phenyl)­benzo­[b]­thiol‐3‐yl­carbonyl]­phenoxy}ethyl)­piperidinium chloride

The title compound, raloxifene hydro­chloride, C₂₈H₂₈NO₄S⁺·Cl^?, belongs to the benzo­thio­phene class of antiosteoporotic drugs. In the molecular cation, the 2‐phenol ring sustains a dihedral angle of 45.3 (1)° relative to the benzo­[b]­thio­phene system. The benzo­[b]­thio­phene and phenyl ring planes are twisted with respect to the carbonyl plane, with the smallest twist component occurring between the phenyl and carbonyl planes. The N atom bears the positive charge in the molecular cation and the piperidine ring adopts an almost perfect chair conformation. The Cl^? anion is involved in the formation of N—H?Cl and O—H?Cl intermolecular hydrogen bonds, which lead to the formation of a layer of molecular cations.     

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.     

1‐[2‐(1‐Hydroxy­cyclo­hexyl)‐2‐(4‐methoxy­phenyl)­ethyl]­di­methyl­ammon­ium chloride (venlafaxine hydro­chloride)

The crystal structure of racemic Venlafaxine hydro­chloride, C₁₇H₂₈NO₂⁺·Cl^?, consists of two types of parallel chains formed by translated Venlafaxine⁺ cations, hydrogen bonded by Cl^? anions, and characterized by the opposite chirality of their constituent mol­ecules. These chains organize in two different types of broad layers of opposite handedness, related by a glide plane.     

2‐Hydro­xy‐5‐[(E)‐(4‐methoxy­phenyl)­diazenyl]­benzoic acid

The title compound, C₁₄H₁₂N₂O₄, shows an E conformation about the diazenyl N atoms. The crystal structure features layers of mol­ecules with the primary connection between the layers afforded by carboxyl­ic acid dimer motifs; no evidence for extensive π–π stacking between the layers was found.     

Bis­[2‐(di­phenyl­phosphinoyl)­benzene] di­sulfide

The title compound, [2‐Ph₂P(O)C₆H₄S]₂ or C₃₆H₂₈O₂P₂S₂, obtained by electrochemical oxidation of 2‐(di­phenyl­phosphino)­benzene­thiol, has twofold crystallographic symmetry. Principal dimensions include S—S 2.0212 (15) Å, S—C 1.786 (3) Å and C—S—S—C 81.34 (14)°.     

(E)‐2‐[2‐(1‐Naphthyl)­vinyl]‐3‐tosyl‐2,3‐di­hydro‐1,3‐benzo­thia­zole

The title compound, C₂₆H₂₁NO₂S₂, which consists of a benzo­thia­zole skeleton with α‐naphthyl­vinyl and tosyl groups at positions 2 and 3, respectively, was prepared by palladium–copper‐catalyzed heteroannulation. The E configuration of the mol­ecule about the vinyl C=C bond is established by the benzothiazole–naphthyl C—C—C—C torsion angle of 177.5 (4)°. The five‐membered heterocyclic ring adopts an envelope conformation with the Csp³ atom 0.380 (6) Å from the C₂NS plane. The two S—C [1.751 (4) and 1.838 (4) Å] and two N—C [1.426 (5) and 1.482 (5) Å] bond lengths in the thia­zole ring differ significantly.     

Supramolecular structures of 2‐cyano‐3‐di­methyl­amino‐N‐(4‐methyl­phenyl)­acryl­amide and 2‐cyano‐3‐di­methyl­amino‐N‐(2‐methoxy­phenyl)­acryl­amide

In the title compounds, C₁₃H₁₅N₃O, (I), and C₁₃H₁₅N₃O₂, (II), the dihedral angles between the planes of the phenyl ring and the amide group are 4.1 (1) and 20.7 (1)°, respectively. The mol­ecules adopt a fully extended conformation, aided by intramolecular interactions. The molecular structures of (I) and (II) display different crystal packing and hydrogen‐bonding networks.     

2,4‐Di­hydroxy‐1,3‐bis­(methoxy­carbonyl­methoxy)­calix­[4]­arene and 1,3‐bis­(ethoxy­carbonyl­methoxy)‐2,4‐di­hydroxy­calix­[4]­arene chloro­form solvate

The two title calix­[4]­arene compounds, C₃₄H₃₂O₈, (I), and C₃₆H₃₆O₈·CH₃Cl, (II), respectively, which differ only in the size of the alkyl function on the pendant ester group, are compared. Compound (I) forms a novel supramolecular array, whilst (II) fails to do so due to accommodating a chloro­form guest molecule in the lower‐rim cavity.     

Bis­[4‐(2‐pyridyl­methyl­ene­amino)­phenyl] ether

The title compound, C₂₄H₁₈N₄O, is a bis‐bidentate Schiff base ligand exhibiting pseudo‐C₂ symmetry. The mol­ecule is twisted about the central ether linkage and exhibits an imine E configuration. In the crystal, the mol­ecules are linked by weak intermolecular C—H?N hydrogen bonds.     

(E)‐1‐(2‐Hydro­xy‐4‐methoxy­phenyl)‐2‐(3,4,5‐tri­methoxy­phenyl)­ethene

In the crystal structure of the title compound, C₁₈H₂₀O₅, all geometric parameters fall within experimental error of the expected values. Analysis of the molecular‐packing plots reveals an infinite one‐dimensional linear array running parallel to the c axis, formed by an O—H⃛O intermolecular hydrogen‐bonding interaction. The stilbene framework and most of the substituents are approximately coplanar.     

N‐(4‐Cyano­phenyl)‐α‐(4‐methoxy­phenyl)­nitro­ne

In the crystal structure of the title compound, 4‐cyano‐N‐(4‐methoxy­benzyl­idene)­phenyl­amine N‐oxide, C₁₅H₁₂N₂O₂, the 4‐methoxy­phenyl is approximately coplanar with the nitrone moiety but significantly rotated with respect to the 4‐cyano­phenyl moiety. The extent of this rotation is significantly different for the two crystallographically independent mol­ecules of the asymmetric unit [dihedral angles of 19.4 (1) and 26.5 (1)°]. The geometry about the C=N bond is Z. The two mol­ecules are related to one another by a pseudo inversion centre.     

Two rhod­amine derivatives: 9‐[2‐(ethoxycarbonyl)phenyl]‐3,6‐bis(ethyl­amino)‐2,7‐di­methyl­xanthyl­ium chloride monohydrate and 3,6‐di­amino‐9‐[2‐(methoxy­carbonyl)­phenyl]xanthyl­ium chloride trihydrate

The title compounds, C₂₈H₃₁N₂O₃⁺·Cl^?·H₂O (common name rhod­amine‐6g), (I), and C₂₁H₁₇N₂O₃⁺·Cl^?·3H₂O (common name rhod­amine‐123), (II), both have planar xanthene skeletons with a formal +1 charge on the amino N atoms delocalized through the π‐electron system so that the N—Csp² bond distances indicate significant double‐bond character. The substituted planar phenyl groups make angles of 63.29 (8) and 87.96 (11)° with the xanthene planes in (I) and (II), respectively. In both mol­ecules, the carbonyl bond vectors point toward the xanthene rings. The ethyl­amine groups in (I) are oriented similarly with their CH₂–CH₃ bond vectors pointing nearly perpendicular to the xanthene plane. The chloride ions and water mol­ecules are disordered in both structures. In (I), the chloride ion and water mol­ecule are disordered between two sites. One water and chloride alternately occupy the same site with occupancy factors of 0.5. The other 0.5‐chloride and 0.5‐water occupy two distinct positions separated by 0.747 (8) Å. In (II), the chloride ion is disordered between three sites and one of the waters is disordered about two other sites. Both crystal structures are stabilized by hydrogen bonds involving the chloride ions, amino groups and water mol­ecules, as well as by π–π stacking between xanthene planes.     

5,6‐Di­phenyl­[1,3]­di­thiolo­[4,5‐b]di­thiine‐2‐thione

In the title compound, C₁₇H₁₀S₅, the dithiine ring adopts a boat conformation while the di­thiole ring has an envelope conformation. The phenyl groups are planar and make dihedral angles of 40.7 (2) and 59.8 (2)° with the best plane of the thiine ring. The shortest intermolecular S?S contact is 3.305 (2) Å.     

N‐[1‐(Penta­fluoro­phenyl)­ethyl]­acetamide

The title compound, C₁₀H₈F₅NO, crystallizes as a racemate with four symmetry‐independent mol­ecules in the asymmetric unit. The four mol­ecules form two hydrogen‐bonded pairs. Each pair is a building unit of an independent C(4) chain propagating parallel to the ab plane.     

trans‐[1,3‐Bis(2,4‐di­methyl­phenyl)­imidazolidin‐2‐yl­idene]­di­chloro­(tri­phenyl­phosphine‐κP)­palladium(II)

The title complex, [PdCl₂(C₁₉H₂₂N₂)(C₁₈H₁₅P)], shows slightly distorted square‐planar coordination of the palladium(II) metal center. The Pd—C bond distance between the N‐heterocyclic ligand and the metal atom is 2.008 (3) Å. The dihedral angle between the two di­methyl­phenyl ring planes is 33.17 (13)°.     

Cone and 1,3‐alternate conformers of 1,3‐bis­(ethoxy­carbonyl­methoxy)‐2,4‐di­hydroxy­calix­[4]­arene and 1,2,3,4‐tetrakis­(ethoxy­carbonyl­methoxy)­calix­[4]­arene

The two title ethoxy­carbonyl­methoxy derivatives of calix­[4]­arene, namely diethyl 2,4‐di­hydroxy­calix­[4]­arene‐1,3‐diyldi(oxy­ace­tate), C₃₆H₃₆O₈, (I), and tetraethyl ­calix­[4]­arene‐1,2,3,4‐tetra­yltetra­(oxy­acetate), C₄₄H₄₈O₁₂, (II), form two different conformations, viz. a cone in (I), where intramol­ecular hydrogen bonds are formed through OH groups in a partially substituted calix­[4]­arene, and a 1,3‐alternate form of a completely substituted calix­[4]­arene in (II). A unique three‐dimensional array of mol­ecules exists in (II), with the channels extended along the entire crystal.     

[2‐(Anilino­methyl)­phenyl]­di­phenyl­phosphine and {2‐[(N‐methyl­anilino)­methyl]­phenyl}di­phenyl­phosphine

The title compounds, Ph₂PCH₂N(H)Ph or C₂₅H₂₂NP and Ph₂PCH₂N(CH₃)Ph or C₂₆H₂₄NP, respectively, are isomorphous, with calculated theoretical Tolman angles of 174 and 182°.     

Chloro­bis­[N‐ethoxy­carbonyl‐N′‐(p‐methoxy­phenyl)­thio­urea‐κS]copper(I)

The title copper(I) complex, [CuCl(C₁₁H₁₄N₂O₃S)₂], was synthesized by the redox reaction of cupric chloride with the corresponding thio­urea derivative as reducing agent. The Cu^I coordination environment is trigonal planar, involving two S atoms and one Cl atom. The presence of intramolecular hydrogen bonds leads to the formation of a cis conformation and promotes the stability of the complex.