16‐(4‐Iso­propyl­benzyl­idene)­androst‐4‐ene‐3,17‐dione

In the title compound, C₂₉H₃₆O₂, the outer cyclohexene ring of the steroid nucleus has a conformation that lies about half‐way between a half‐chair and an envelope, while the central and outer cyclo­hexane rings of the steroid nucleus have slightly distorted chair conformations. The steroidal cyclo­pentane ring adopts a 13β,14α‐half‐chair conformation. The benzyl­idene moiety has an E configuration with respect to the carbonyl group on the cyclo­pentane ring. The dihedral angle between the mean planes of the steroid nucleus and the benzyl­idene moiety is 35.54 (9)°. The packing of the mol­ecules is assumed to be dictated mainly by weak intermolecular C—H⋯O interactions.     

Precursor of a β‐lactamase inhibitor: allyl (4S,8S,9R)‐10‐[(E)‐ethyl­idene]‐4‐methoxy‐11‐oxo‐1‐aza­tri­cyclo­[7.2.0.03,8]­undec‐2‐ene‐2‐carboxyl­ate

The molecular structure of the title tricyclic compound, C₁₇H₂₁NO₄, which is the immediate precursor of a potent synthetic inhibitor {Lek157: sodium (8S,9R)‐10‐[(E)‐ethyl­idene]‐4‐methoxy‐11‐oxo‐1‐aza­tri­cyclo­[7.2.0.0^3,8]­undec‐2‐ene‐2‐carboxyl­ate} with remarkable potency, provides experimental evidence for the previously modelled relative position of the fused cyclo­hexyl ring and the carbonyl group of the β‐lactam ring, which takes part in the formation of the initial tetrahedral acyl–enzyme complex. In this hydro­phobic mol­ecule, the overall geometry is influenced by C—H?O intramolecular hydrogen bonds [3.046 (4) and 3.538 (6) Å, with corresponding normalized H?O distances of 2.30 and 2.46 Å], whereas the mol­ecules are interconnected through intermolecular C—H?O hydrogen bonds [3.335 (4)–3.575 (5) Å].     

4,5,9,10‐Tetrahydro‐4‐methyl‐2‐phenyl‐9,10‐epoxy‐3H,10aH‐cyclobuta[a]benzo[2,3,4‐de]isoquinoline‐3,5‐dione

In the title compound, C₂₁H₁₅NO₃, which is one of the photoreaction products of N‐methyl‐1,8‐naphthalene­dicar­box­imide with phenyl­acetyl­ene, the cyclo­butene and epoxy rings are trans to each other across the cyclo­hexene ring of the tetralin moiety. The dihedral angle between the mean planes of the cyclo­butene and cyclo­hexene rings is 112.80 (2)°, while the latter makes a dihedral angle of 103.70 (9)° with the epoxy ring. The crystal structure is stabilized by C—H⋯O intermolecular interactions.     

6‐Amino‐5,5,7‐tri­cyano‐3,3a,4,5‐tetra­hydro‐2H‐indene‐4‐spiro­cyclo­pentane

The positions of the C=C double bonds in the title compound, C₁₆H₁₆N₄, the subject of some dispute in the literature, have been clearly identified. The cyclo­hexene ring has a distorted half‐chair conformation and the cyclo­pentene and cyclo­pentane rings adopt envelope conformations. The dihedral angles between planar fragments of the cyclo­hexene and cyclo­pentene rings and of the cyclo­hexene and cyclo­pentane rings are 7.5 (1) and 86.98 (9)°, respectively. In the crystal, intermolecular N—H?N hydrogen bonds link the mol­ecules into infinite chains running in the [10] direction.     

1,4‐Methano‐11a‐methyl‐4,4a,11,11a‐tetrahydro‐1H‐benzo­[b]­fluoren‐11‐one

The title compound, C₁₉H₁₆O, crystallizes with two mol­ecules of opposite chirality in the asymmetric unit. In both mol­ecules, the naphthalene and cyclo­pentanone moieties are individually planar. The two cyclo­pentane rings adopt envelope conformations, while the cyclo­hexane ring adopts a boat conformation.     

Methyl (SR)‐10‐chloro‐1,2,3,4,5,6‐hexahydro‐6‐hydroxy‐8‐methoxy‐1‐methyl‐1,9‐phenanthroline‐6‐carboxylate

In the title compound, C₁₆H₁₉ClN₂O₄, the pyridine ring is nearly planar, the piperidine ring is non‐planar and the cyclo­hexane ring adopts a screw‐boat conformation. The carboxyl­ate group makes a dihedral angle of 80.9 (2)° with the least‐squares plane through the cyclo­hexane ring.     

Four cyclo­alkane­spiro‐4′‐imidazolidine‐2′,5′‐dithiones

The crystal structures of four cyclo­alkane­spiro‐4′‐imidazolidine‐2′,5′‐dithiones, namely cyclo­pentane­spiro‐4′‐imidazolidine‐2′,5′‐dithione {systematic name: 1,3‐diaza­spiro­[4.4]­nonane‐2,4‐dithione}, C₇H₁₀N₂S₂, cyclo­hexane­spiro‐4′‐imidazolidine‐2′,5′‐dithione {systematic name: 1,3‐diaza­spiro­[4.5]decane‐2,4‐dithione}, C₈H₁₂N₂S₂, cyclo­heptane­spiro‐4′‐imidazolidine‐2′,5′‐dithione {systematic name: 1,3‐diaza­spiro­[4.6]undecane‐2,4‐dithione}, C₉H₁₄N₂S₂, and cyclo­octane­spiro‐4′‐imidazolidine‐2′,5′‐dithione {systematic name: 1,3‐di­aza­spiro­[4.7]dodecane‐2,4‐dithione}, C₁₀H₁₆N₂S₂, have been determined. The three‐dimensional packing in all of the structures is based on closely similar chains, in which hydantoin moieties are linked through N—H⋯S hydrogen bonding. The size of the cyclo­alkane moiety influences the degree of its deformation. In the cyclo­octane compound, the cyclo­octane ring assumes both boat–chair and boat–boat conformations.     

16‐Cyano‐13α‐(5‐methyl‐1,3,4‐oxa­diazol‐2‐yl)‐13,16‐seco‐17‐nor­androst‐5‐en‐3β‐yl acetate

In the title compound, C₂₃H₃₁N₃O₃, the outer cyclo­hexane rings have chair conformations, while the central cyclohexene ring adopts a half‐chair conformation. In the solid state, intra‐ and intermolecular C—H⋯N interactions are observed.     

X‐ray investigations of bicyclic α‐methyl­ene‐δ‐valerolactones. III. trans‐(4aR,8aR)‐4a‐Methoxy‐3‐methyleneperhydro­chromen‐2‐one

The title compound, C₁₁H₁₆O₃, adopts a conformation in which the δ‐valerolactone and cyclo­hexane rings are almost coplanar with one another. The β‐methoxy substituent occupies an axial position with respect to the cyclo­hexane ring. The δ‐valerolactone moiety adopts a half‐chair arrangement, while the cyclo­hexane ring exists in a chair conformation.     

Di­methyl 6‐methoxy‐4aβ‐methyl‐9‐oxo‐1,2,3,4,4a,9,10,10aβ‐octa­hydro­phenanthrene‐1,1‐di­carboxyl­ate

In the title tricyclic keto‐diester, C₂₀H₂₄O₆, a potential intermediate in the synthesis of bioactive podocarpic acid, the outer cyclo­hexane ring (in a chair conformation) is cis fused to the central cyclo­hexanone ring (in a half‐chair conformation). The conformational analysis of the compound, investigated by semi‐empirical quantum mechanical AM1 calculations, shows a good agreement with the X‐ray structure, except for the orientation of the methyl, methoxy­phenyl and methoxy­carbonyl substituents.     

(4R,4aR,6S,7S,7aS)‐6‐Hydro­xy‐7‐hy­droxy­methyl‐4‐methyl­per­hydro­cyclo­penta­[c]­pyran‐1‐one chloro­form solvate from Valeriana laxiflora

The structure of an iridolactone isolated from Valeriana laxiflora was established as (4R,4aR,6S,7S,7aS)‐6‐hydroxy‐7‐hydroxy­methyl‐4‐methyl­per­hydro­cyclo­penta­[c]­pyran‐1‐one chloro­form solvate, C₁₀H₁₆O₄·CHCl₃. The two rings are cis‐fused. The δ‐lactone ring adopts a slightly twisted half‐chair conformation with approximate planarity of the lactone group and the cyclo­pentane ring adopts an envelope conformation. The hydroxy group, the hydroxymethyl group and the methyl group all have β orientations. The absolute configuration was determined using anomalous dispersion data enhanced by the adventitious inclusion of a chloro­form solvent mol­ecule. Hydro­gen bonding, crystal packing and ring conformations are discussed in detail.     

(1SR,2SR,3SR,4RS,5RS,6RS,7SR,8RS)‐7,8‐Dichloro­bicyclo­[4.2.0]octa‐2,3,4,5‐tetrayl tetra­acetate

In the title compound, C₁₆H₂₀Cl₂O₈, the bicyclic system contains a central non‐planar cyclo­hexane ring which is fused to a cyclo­butane moiety. The cyclo­hexane ring has a chair conformation and the whole system adopts a syn conformation. The structure provides information on the stereochemical course of the chlorination, photo‐oxidation and hydrox­ylation steps of the reaction.     

9,9‐Dimethoxy‐7,11‐diphenyl‐2,4‐diazaspiro[5.5]undecane‐1,3,5‐trione monohydrate

Due to steric repulsions, the cyclo­hexane ring in the title compound, C₂₃H₂₄N₂O₅·H₂O, shows some bond‐length abnormalities and adopts a chair conformation. The pyrimidine and cyclo­hexane rings are approximately perpendicular to each other, and the phenyl rings are equatorial. C—H?π and N—H?O intermolecular interactions, as well as C—H?O inter‐ and intramolecular interactions, occur between the mol­ecules. In addition to van der Waals interactions, the water mol­ecule interacts with the pyrimidine­trione ring to stabilize the structure.     

X‐ray investigations of bicyclic α‐methyl­ene‐δ‐valerolactones. II. (4aS,8aS)‐4a‐Methyl‐3‐methyl­eneper­hydro­chromen‐2‐one

The title compound, C₁₁H₁₆O₂, adopts a semifolded conformation with the δ‐lactone and cyclo­hexane rings almost perpendicular to one another. The β‐methyl substituent occupies an axial position with respect to the cyclo­hexane ring. The δ‐lactone moiety adopts a slightly distorted half‐chair arrangement, while the cyclo­hexane ring exists in an almost ideal chair conformation.     

6‐Di­methoxy­methyl‐1‐methoxy­carbonyl­bi­cyclo­[3.1.0]­hex‐2‐ene‐2‐carboxyl­ic acid

The title compound, C₁₂H₁₆O₆, prepared by a standard synthetic method, was determined by single‐crystal X‐ray crystallography to exist with a cyclo­propane ring fused to a cyclo­pentene ring. Comparison of the unit‐cell dimensions and space group of this material with those of a crystal of the same material prepared using a route involving pig liver esterase hydro­lysis shows them to be identical.     

N,N‐Diethyl‐2,6,6‐trimethyl‐4‐(3‐nitrophenyl)‐5‐oxo‐1,4,5,6,7,8‐hexahydroquinoline‐3‐carboxamide

The title compound, C₂₃H₂₉N₃O₄, has potential calcium modulatory properties. The conformation of the 1,4‐di­hydro­pyridine ring is unusual in that it is planar, instead of the usual shallow boat. The 3‐nitro­phenyl substituent is in the synperiplanar orientation with respect to the di­hydro­pyridine ring plane. The oxo­cyclo­hexene ring has a distorted envelope conformation, with the out‐of‐plane atom being disordered on opposite sides of the ring plane. The mol­ecules are linked into chains by intermolecular hydrogen bonds.     

trans‐1,2,3‐Tris(1‐hydroxycyclo­propyl)cyclopropane

The central three‐membered ring in the title compound, trans‐1,1′,1′′‐cyclo­propane‐1,2,3‐triyl­tris­(cyclo­propanol), C₁₂H₁₈O₃, shows pronounced asymmetry of the bond lengths, which is induced by the different orientations of the substituents. A network of hydrogen bonds links the mol­ecules into sheets.     

Methyl 4‐(2‐chloro‐5‐nitro­phenyl)‐2,7,7‐tri­methyl‐5‐oxo‐1,4,5,6,7,8‐hexa­hydro­quinoline‐3‐carboxyl­ate

The title compound, C₂₀H₂₁ClN₂O₅, has potential calcium modulatory properties. The 1,4‐di­hydro­pyridine ring has the usual shallow boat conformation. The 2‐chloro‐5‐nitro­phenyl ring is oriented such that the chloro substituent is in a synperiplanar orientation with respect to the 1,4‐di­hydro­pyridine ring plane, while the nitro substituent sits over the 1,4‐di­hydro­pyridine ring. The cyclo­hexenone ring has a conformation that is approximately half‐way between that of an envelope and that of a half‐chair. The mol­ecules are linked into chains by intermolecular N—H⋯O hydrogen bonds.     

4‐Ethoxycarbonyl‐3‐hydroxy‐3‐phenylcyclohexanone

The title compound, ethyl 2‐hydroxy‐4‐oxo‐2‐phenyl­cyclo­hexane­carboxyl­ate, C₁₅H₁₈O₄, was obtained by a Michael–Aldol condensation and has the cyclo­hexanone in a chair conformation. The attached hydroxy, ethoxy­carbonyl and phenyl groups are disposed in β‐axial, β‐equatorial and α‐­equatorial configurations, respectively. An intermolecular hydrogen bond, with an O?O distance of 2.874 (2) Å, links the OH group and the ring carbonyl. Weak intermolecular C—H?O=C (ester and ketone), O—H?O=C (ketone) and C—H?OH hydrogen bonds exist.     

1,2,4‐Triazolo­[2,3‐h]‐7,9‐thi­aza‐11‐crown‐4

The title compound, 4,7‐dioxa‐10‐thia‐1,12,13‐tri­aza­bi­cyclo­[9.3.0]­tetra­deca‐11,13‐diene, C₈H₁₃N₃O₂S, contains an 11‐membered ring, which appears in a chair conformation and has approximate mirror symmetry. It may be used for the complexation of metal atoms.