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.     

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.     

Ethyl (E)‐3‐(2‐hydroxy­phenyl)‐2‐(morpholino­carbonyl)­propenoate

The title compound, C₁₆H₁₉NO₅, crystallizes as a centrosymmetric dimer through strong O—H⋯O hydrogen‐bonding interactions between the hydroxy­phenyl and morpholino­carbonyl groups. The morpholino­carbonyl group is almost perpendicular to the propenoate moiety. Electron delocalization in the N—C(=O) fragment leads to the formation of hydrogen‐bonded S(5) ring motifs through C—H⋯O interactions.     

3‐(4‐Acetyl­phenyl)‐1‐(4‐nitro­phenyl)­triazene

The crystal structure of the title compound, C₁₄H₁₂N₄O₃, shows that the stereochemistry about the N=N double bond of the N=N—N(H) moiety is trans. The whole mol­ecule is almost planar (r.m.s. deviation = 0.0654 Å), the interplanar angle between the phenyl rings being 0.7 (1)° and the largest interplanar angle being that between the phenyl ring and the nitro group of the 4‐nitro­phenyl substituent [11.5 (2)°]. Intermolecular N—H⋯O interactions between mol­ecules related by translation give rise to chains along the [110] and [10] directions, and these chains are held together by N⋯O π–π interactions. An unequal distribution of the double‐bond character among the N atoms suggests a delocalization of π electrons over the diazo­amine group and the adjacent aryl substituents.     

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.     

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.     

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.     

Hydrogen bonding in dibromo[2‐(dimethyl­aminomethyl)phenyl][2‐(dimethylammoniomethyl)phenyl]tin(IV) tetra­bromo­[2‐(dimethyl­aminomethyl)phenyl]­tin(IV)

The mol­ecular structure of the title compound, [SnBr₂(C₉H₁₂N)(C₉H₁₃N)][SnBr₄(C₉H₁₂N)], consists of a dibromo­bis[2‐(dimethyl­aminomethyl)phenyl][2‐dimethylammoniomethyl)phenyl]tin(IV) cation and a tetra­bromo­[2‐(dimethyl­aminomethyl)phenyl]tin(IV) anion. As a result of strong intra­molecular N→Sn inter­actions, distorted trigonal–bipy­ramidal and octa­hedral coordination geometries are established for the metal centres of the diorganotin(IV) and monoorganotin(IV) fragments, respectively. The cation and anion are linked together by two Br⋯H contacts, while three additional similar contacts result in a dimeric fragment which repeats in a two‐dimensional supra­molecular arrangement.     

Tri­phenyl(3,4,5‐tri­iodo­phenyl)­methane

The crystal structure of the title compound, alternatively called 1,2,3‐triiodo‐5‐(triphenylmethyl)benzene, C₂₅H₁₇I₃, is analysed in terms of I⋯I and I⋯π interactions and the herring‐bone T motif between phenyl groups. There are two mol­ecules in the asymmetric unit, denoted A and B. Inversion‐related A mol­ecules are connected via an I⋯π interaction (3.641 Å, to a C—C bond mid‐point) to form an I⋯π dimer, and these dimers are connected through symmetry‐independent B mol­ecules via I⋯I [3.5571 (15) Å] and I⋯π (3.561 Å, to a C—C bond mid‐point) interactions.     

1‐(4‐Bromo­phenyl)‐3‐(4‐methyl­phenyl)­prop‐2‐en‐1‐one

In the mol­ecule of the title compound, C₁₆H₁₃BrO, the two benzene rings are rotated in opposite directions with respect to the central C—C=C—C part of the mol­ecule. The phenone O atom deviates from the least‐squares plane of the mol­ecule by 0.300 (3) Å. In the crystal structure, mol­ecules are paired through C—H⋯π interactions. The molecular pairs along [001] are hydrogen bonded through three translation‐related co‐operative hydrogen bonds in the `bay area', forming molecular chains, which are further hydrogen bonded through C—H⋯Br weak interactions, forming (010) molecular layers. In the third direction, there are only weak van der Waals interactions. The co‐operative hydrogen bonds in the `bay area' are discussed briefly.     

Bis[4‐(3‐pyridylmethyl­eneamino)­phenyl]methane

In the title Schiff base compound, C₂₅H₂₀N₄, the two rigid parts adopt an angular conformation, thus making the compound a potential non‐linear ditopic ligand for the construction of interesting coordination polymers.     

Tris­[2‐(benzoyl­amino)­ethyl]­amine

Tris­[2‐(benzoyl­amino)­ethyl]­amine [alternatively, N,N′,N′′‐(nitrilo­tri­ethyl)­tri­benz­amide], C₂₇H₃₀N₄O₃, adopts a folded structure, forming a symmetrical cavity with an average depth of 7.3 Å and width ranging from 4.1–4.4 Å. The folded structure is a result of one intramolecular N—H?O hydrogen bond. A linear chain motif along the c axis best describes the extended intermolecular N—H?O hydrogen bonding.     

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.     

The antiestrogen [2‐(4‐benzyl­phenoxy)­ethyl]­diethyl­ammonium chloride

The crystal structure of the title compound, C₁₉H₂₆NO⁺·Cl^? (common name: N,N‐diethyl‐2‐[(4‐phenyl­methyl)phenoxy]‐ethan­amine hydro­chloride), contains one mol­ecule in the asymmetric unit. The planes through the two phenyl rings are roughly perpendicular. Protonation occurs at the N atom, to which the Cl^? ion is linked via an N—H?Cl hydrogen bond. The mol­ecule adopts an eclipsed rather than extended conformation.     

(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.     

(R)‐4‐(4‐Fluoro­phenyl)‐1‐[2‐hydroxy‐2‐(3‐methyl‐1‐benzo­furan‐2‐yl)­ethyl]­piperazinium chloride propan‐1‐ol solvate

The title compound, C₂₁H₂₄FN₂O₂⁺·Cl⁻·C₃H₈O, is a potential drug designed as a hybrid compound with antihypertensive, antioxidant and β‐adrenolytic activity. The cation contains nearly planar benzo­furan and fluoro­phenyl ring systems, as well as a piperazine ring adopting an almost perfect chair conformation. The benzo­furan and piperazine moieties are connected by an ethyl chain, the moieties forming a dihedral angle of 163.12 (13)°. In the crystal structure, ions and propanol solvent mol­ecules are linked via N—H⋯Cl and O—H⋯Cl bonds into linear (010) chains.     

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.     

N‐(2‐Fluoro­ethyl)‐3β‐(4‐iodo­phenyl)‐8‐methyl‐8‐aza­bi­cyclo­[3.2.1]­octane‐2α‐carbox­amide: a new cocaine derivative with equatorially attached ligands

In the title compound, C₁₇H₂₂FIN₂O, both the amide and the iodo­phenyl substituents of the tropane ring lie in equatorial positions. The crystal packing is determined by N—H⋯O and C—H⋯F intermolecular hydrogen‐bonding interactions.     

[4‐(Tri­fluoro­methyl)­phenyl]­aceto­nitrile

The crystal structure of the title compound, C₉H₆F₃N, at 123 K contains mol­ecules linked together via several C—H?F and C—H?N contacts, the strongest of which are 2.58 and 2.65 Å, respectively. Apparently, an F atom in the CF₃ group is able to compete with a cyano N atom for aromatic H atoms but is less prone to interact with the more acidic methyl­ene H atoms. The Ph–CH₂CN torsion angle is ?6.4 (2)° and the planar phenyl ring exhibits a typical deformation of the endo angles at the ipso‐C atoms, due to the difference in the electron‐withdrawing power of the CF₃ and CH₂CN substituents.     

Conformational preferences in 2‐­nitrophenylthiolates: S‐(2‐nitro­phenyl) 4‐toluenethiosulfonate

In the title compound, C₁₃H₁₁NO₄S₂, the nitro group is rotated by 44.1 (1)° out of the plane of the adjacent aryl ring and the toluene­thio­sulfonate group is almost orthogonal to the plane of the nitrated aryl ring. There are three types of C—H?O hydrogen bond in the structure [C?O range 3.324 (3)–3.503 (3) Å; C—H?O range 160–173°] and these link the mol­ecules into a three‐dimensional framework.