RESUMO
The title compound, C20H20N4O3, is constructed about a tri-substituted 1,2,3-triazole ring, with the substituent at one C atom flanked by the C and N atoms being a substituted amide group, and with the adjacent C and N atoms bearing phenyl and benzyl groups, respectively; the dihedral angle between the pendant phenyl rings is 81.17â (12)°, indicative of an almost orthogonal disposition. In the crystal, pairwise amide-N-Hâ¯O(carbon-yl) hydrogen bonds lead to a centrosymmetric dimer incorporating methyl-ene-C-Hâ¯π(benzene) inter-actions. The dimers are linked into a supra-molecular layer in the ab plane via methyl-ene-C-Hâ¯N(azo) and benzene-C-Hâ¯O(amide) inter-actions; the layers stack along the c-axis direction without directional inter-actions between them. The above-mentioned inter-molecular contacts are apparent in the analysis of the calculated Hirshfeld surface, which also provides evidence for short inter-layer Hâ¯C contacts with a significant dispersion energy contribution.
RESUMO
The title compound, C23H24N2O9, is a tetra-substituted pyrrolidine derivative with a twisted conformation, with the twist evident in the C-C bond bearing the adjacent acet-yloxy substituents. These are flanked on one side by a C-bound 4-meth-oxy-phen-yl group and on the other by a methyl-ene group. The almost sp 2-N atom [sum of angles = 357°] bears a 4-nitro-benzyl-oxycarbonyl substituent. In the crystal, ring-methyl-ene-C-Hâ¯O(acet-yloxy-carbon-yl) and methyl-ene-C-Hâ¯O(carbon-yl) inter-actions lead to supra-molecular layers lying parallel to (01); the layers stack without directional inter-actions between them. The analysis of the calculated Hirshfeld surfaces indicates the combined importance of Hâ¯H (42.3%), Hâ¯O/Oâ¯H (37.3%) and Hâ¯C/Câ¯H (14.9%) surface contacts. Further, the inter-action energies, largely dominated by the dispersive term, point to the stabilizing influence of Hâ¯H and Oâ¯O contacts in the inter-layer region.
RESUMO
The title compound, C13H19NO8, is based on a tetra-substituted pyrrolidine ring, which has a twisted conformation about the central C-C bond; the Cm-Ca-Ca-Cme torsion angle is 38.26â (15)° [m = methyl-carboxyl-ate, a = acet-yloxy and me = methyl-ene]. While the N-bound ethyl-carboxyl-ate group occupies an equatorial position, the remaining substituents occupy axial positions. In the crystal, supra-molecular double-layers are formed by weak methyl- and methyl-ene-C-Hâ¯O(carbon-yl) inter-actions involving all four carbonyl-O atoms. The two-dimensional arrays stack along the c axis without directional inter-actions between them. The Hirshfeld surface is dominated by Hâ¯H (55.7%) and Hâ¯C/Câ¯H (37.0%) contacts; Hâ¯H contacts are noted in the inter-double-layer region. The inter-action energy calculations point to the importance of the dispersion energy term in the stabilization of the crystal.
RESUMO
The title pyrrolidine compound, C18H23NO7, is a tetra-substituted species in which the five-membered ring has a twisted conformation with the twist occurring in the C-C bond bearing the adjacent acet-yloxy substituents; the Cm-Ca-Ca-Cp torsion angle is -40.76â (18)° [m = methyl-ene, a = acet-yloxy and p = phen-yl]. The N atom, which is sp 2-hybridized [sum of bond angles = 359.4°], bears an ethyl-carboxyl-ate substitutent and is connected to a methyl-ene-C atom on one side and a carbon atom bearing a 4-meth-oxy-phenyl group on the other side. Minor disorder is noted in the ethyl-carboxyl-ate substituent as well as in one of the acet-yloxy groups; the major components of the disorder have site occupancies of 0.729â (9) and 0.62â (3), respectively. The most notable feature of the mol-ecular packing is the formation of helical, supra-molecular chains aligned along the b-axis direction whereby the carbonyl-O atom not involved in a disordered residue accepts C-Hâ¯O inter-actions from methyl-ene-H and two-C atom separated methine-H atoms to form a six-membered {â¯HCCCHâ¯O} synthon.
RESUMO
The asymmetric unit of the centrosymmetric title salt solvate, 2C17H17F6N2O+· C4H4O4 2-·CH3CH2OH, (systematic name: 2-{[2,8-bis-(tri-fluoro-meth-yl)quinolin-4-yl](hy-droxy)meth-yl}piperidin-1-ium butane-dioate ethanol monosolvate) comprises two independent cations, with almost superimposable conformations and each approximating the shape of the letter L, a butane-dioate dianion with an all-trans conformation and an ethanol solvent mol-ecule. In the crystal, supra-molecular chains along the a-axis direction are sustained by charge-assisted hy-droxy-O-Hâ¯O(carboxyl-ate) and ammonium-N-Hâ¯O(carboxyl-ate) hydrogen bonds. These are connected into a layer via C-Fâ¯π(pyrid-yl) contacts and π-π stacking inter-actions between quinolinyl-C6 and -NC5 rings of the independent cations of the asymmetric unit [inter-centroid separations = 3.6784â (17) and 3.6866â (17)â Å]. Layers stack along the c-axis direction with no directional inter-actions between them. The analysis of the calculated Hirshfeld surface reveals the significance of the fluorine atoms in surface contacts. Thus, by far the greatest contribution to the surface contacts, i.e. 41.2%, are of the type Fâ¯H/Hâ¯F and many of these occur in the inter-layer region. However, these contacts occur at separations beyond the sum of the van der Waals radii for these atoms. It is noted that Hâ¯H contacts contribute 29.8% to the overall surface, with smaller contributions from Oâ¯H/Hâ¯O (14.0%) and Fâ¯F (5.7%) contacts.
RESUMO
The di-substituted acetyl-ene residue in the title compound, C11H11NO3, is capped at either end by di-methyl-hydroxy and 4-nitro-benzene groups; the nitro substituent is close to co-planar with the ring to which it is attached [dihedral angle = 9.4â (3)°]. The most prominent feature of the mol-ecular packing is the formation, via hy-droxy-O-Hâ¯O(hy-droxy) hydrogen bonds, of hexa-meric clusters about a site of symmetry . The aggregates are sustained by 12-membered {â¯OH}6 synthons and have the shape of a flattened chair. The clusters are connected into a three-dimensional architecture by benzene-C-Hâ¯O(nitro) inter-actions, involving both nitro-O atoms. The aforementioned inter-actions are readily identified in the calculated Hirshfeld surface. Computational chemistry indicates there is a significant energy, primarily electrostatic in nature, associated with the hy-droxy-O-Hâ¯O(hy-droxy) hydrogen bonds. Dispersion forces are more important in the other identified but, weaker inter-molecular contacts.
RESUMO
The title compound, C15H13BrO2S, comprises three different substituents bound to a central (and chiral) methine-C atom, i.e. (4-bromo-phen-yl)sulfanyl, benzaldehyde and meth-oxy residues: crystal symmetry generates a racemic mixture. A twist in the mol-ecule is evident about the methine-C-C(carbon-yl) bond as evidenced by the O-C-C-O torsion angle of -20.8â (7)°. The dihedral angle between the bromo-benzene and phenyl rings is 43.2â (2)°, with the former disposed to lie over the oxygen atoms. The most prominent feature of the packing is the formation of helical supra-molecular chains as a result of methyl- and methine-C-Hâ¯O(carbon-yl) inter-actions. The chains assemble into a three-dimensional architecture without directional inter-actions between them. The nature of the weak points of contacts has been probed by a combination of Hirshfeld surface analysis, non-covalent inter-action plots and inter-action energy calculations. These point to the importance of weaker Hâ¯H and C-Hâ¯C inter-actions in the consolidation of the structure.
RESUMO
The asymmetric unit of the centrosymmetric title salt, C17H17F6N2O+·C2Cl3O2 -, comprises a single ion-pair. The hy-droxy-O and ammonium-N atoms lie to the same side of the cation, a disposition maintained by a charge-assisted ammonium-N-Hâ¯O(hy-droxy) hydrogen bond [the Oh-Cm-Cm-Na (h = hy-droxy, m = methine, a = ammonium) torsion angle is 58.90â (19)°]. The piperidin-1-ium group is approximately perpendicular to the quinolinyl residue [Cq-Cm-Cm-Na (q = quinolin-yl) is -178.90â (15)°] so that the cation, to a first approximation, has the shape of the letter L. The most prominent feature of the supra-molecular association in the crystal is the formation of chains along the a-axis direction, being stabilized by charge-assisted hydrogen-bonds. Thus, ammonium-N+-Hâ¯O-(carboxyl-ate) hydrogen bonds are formed whereby two ammonium cations bridge a pair of carboxyl-ate-O atoms, leading to eight-membered {â¯Oâ¯HNH}2 synthons. The resulting four-ion aggregates are linked into the supra-molecular chain via charge-assisted hydroxyl-O-Hâ¯O-(carboxyl-ate) hydrogen bonds. The connections between the chains, leading to a three-dimensional architecture, are of the type C-Xâ¯π, for X = Cl and F. The analysis of the calculated Hirshfeld surface points to the importance of Xâ¯H contacts to the surface (X = F, 25.4% and X = Cl, 19.7%) along with a significant contribution from Oâ¯H hydrogen-bonds (10.2%). Conversely, Hâ¯H contacts, at 12.4%, make a relatively small contribution to the surface.
RESUMO
The title compound, C12H10N4O, comprises a central 1,2,3-triazole ring (r.m.s. deviation = 0.0030â Å) flanked by N-bound 4-cyano-phenyl and C-bound acetyl groups, which make dihedral angles of 54.64â (5) and 6.8â (3)° with the five-membered ring, indicating a twisted mol-ecule. In the crystal, the three-dimensional architecture is sustained by carbonyl-C=Oâ¯π(triazo-yl), cyano-C≡Nâ¯π(triazo-yl) (these inter-actions are shown to be attractive based on non-covalent inter-action plots) and π-π stacking inter-actions [inter-centroid separation = 3.9242â (9)â Å]. An analysis of the Hirshfeld surface shows the important contributions made by Hâ¯H (35.9%) and Nâ¯H (26.2%) contacts to the overall surface, as well as notable contributions by Oâ¯H (9.9%), Câ¯H (8.7%), Câ¯C (7.3%) and Câ¯N (7.2%) contacts.
RESUMO
In the racemic title mol-ecular salt, C17H17F6N2O+·C2ClF2O3- (systematic name: 2-{[2,8-bis-(tri-fluoro-meth-yl)quinolin-4-yl](hy-droxy)meth-yl}piperidin-1-ium chloro-difluoro-acetate), the cation, which is protonated at the piperidine N atom, has the shape of the letter, L, with the piperidin-1-ium group being approximately orthogonal to the quinolinyl residue [the Cq-Cm-Cm-Na (q = quinolinyl; m = methine; a = ammonium) torsion angle is 177.79â (18)°]. An intra-molecular, charge-assisted ammonium-N-Hâ¯O(hydrox-yl) hydrogen bond ensures the hy-droxy-O and ammonium-N atoms lie to the same side of the mol-ecule [Oh-Cm-Cm-Na (h = hydrox-yl) = -59.7â (2)°]. In the crystal, charge-assisted hydroxyl-O-Hâ¯O-(carboxyl-ate) and ammonium-N+-Hâ¯O-(carboxyl-ate) hydrogen bonds generate a supra-molecular chain along [010]; the chain is consolidated by C-Hâ¯O inter-actions. Links between chains to form supra-molecular layers are of the type C-Clâ¯π(quinolinyl-C6) and the layers thus formed stack along the a-axis direction without directional inter-actions between them. The analysis of the calculated Hirshfeld surface points to the dominance of Fâ¯H contacts to the surface (40.8%) with significant contributions from Fâ¯F (10.5%) and Câ¯F (7.0%) contacts.
RESUMO
In the title indole derivative, C17H15NO4S, the fused dioxolo-indole system is essentially planar [r.m.s. deviation of the 12 fitted atoms = 0.0249â Å] and is effectively perpendicular to the appended 4-tolyl ring, forming a dihedral angle of 89.95â (6)°. Overall, the mol-ecule has the shape of the letter L. In the crystal, supra-molecular layers in the ab plane are formed via weak 4-tolyl-C-Hâ¯π(C6-ring of indole) and S-Oâ¯π(1,3-dioxole) contacts. The aforementioned inter-actions along with inter-atomic Hâ¯H and Hâ¯O contacts are all shown to make significant contributions to the calculated Hirshfeld surfaces.
RESUMO
The title compound, C15H13ClO2S, comprises (4-chloro-phen-yl)sulfanyl, benzaldehyde and meth-oxy residues linked at a chiral methine-C atom (the crystal is racemic). A twist in the methine-C-C(carbon-yl) bond [O-C-C-O torsion angle = 19.3â (7)°] leads to a dihedral angle of 22.2â (5)° between the benzaldehyde and methine+meth-oxy residues. The chloro-benzene ring is folded to lie over the O atoms, with the dihedral angle between the benzene rings being 42.9â (2)°. In the crystal, the carbonyl-O atom accepts two C-Hâ¯O inter-actions with methyl- and methine-C-H atoms being the donors. The result is an helical supra-molecular chain aligned along the c axis; chains pack with no directional inter-actions between them. An analysis of the Hirshfeld surface points to the important contributions of weak Hâ¯H and Câ¯C contacts to the mol-ecular packing.
RESUMO
In the title compound, C12H12N2O4, the di-hydro-pyrrole ring is almost planar (r.m.s. deviation = 0.0049â Å) and is nearly coplanar with the adjacent C2O2 residue [dihedral angle = 4.56â (9)°], which links to the 4-nitro-benzene substituent [dihedral angle = 4.58â (8)°]. The mol-ecule is concave, with the outer rings lying to the same side of the central C2O2 residue and being inclined to each other [dihedral angle = 8.30â (7)°]. In the crystal, supra-molecular layers parallel to (10-5) are sustained by nitro-benzene-C-Hâ¯O(carbon-yl) and pyrrole-C-Hâ¯O(nitro) inter-actions. The layers are connected into a three-dimensional architecture by π(pyrrole)-π(nitro-benzene) stacking [inter-centroid separation = 3.7414â (10)â Å] and nitro-Oâ¯π(pyrrole) inter-actions.
RESUMO
In the title compound, C28H34N2O5, the adjacent ester and nitro-benzene substituents are connected via an intra-molecular methyl-ene-C-Hâ¯π(nitrobenzene) inter-action and the mol-ecule approximates to a U-shape. The di-hydro-pyrrole ring (r.m.s. deviation = 0.003â Å) is almost co-planar with the carboxyl-ate residue [Cm-N-C1-Oc (m = methine, c = carbox-yl) torsion angle = 1.8â (4)°] but is orthogonal to the 4-meth-oxy-benzene ring [dihedral angle = 84.34â (17)°]. In the crystal, methyl-ene-C-Hâ¯O(carbon-yl) inter-actions lead to linear supra-molecular chains along the b-axis direction, which pack without directional inter-actions between them. The analysis of the calculated Hirshfeld surface points to the importance of weak inter-atomic Hâ¯H, Oâ¯H/Hâ¯O and Câ¯H/Hâ¯C contacts in the crystal.
RESUMO
The mol-ecule in the title compound, C15H12N4O2, has a twisted L-shape with the dihedral angle between the aromatic rings of the N-bound benzene and C-bound benzyl groups being 70.60â (9)°. The nitro group is co-planar with the benzene ring to which it is connected [C-C-N-O torsion angle = 0.4â (3)°]. The three-dimensional packing is stabilized by a combination of methyl-ene-C-Hâ¯O(nitro), methyl-ene-C-Hâ¯π(phen-yl), phenyl-C-Hâ¯π(triazol-yl) and nitro-Oâ¯π(nitro-benzene) inter-actions, along with weak π(triazol-yl)-π(nitrobenzene) contacts [inter-centroid distance = 3.8386â (10)â Å]. The importance of the specified inter-molecular contacts has been verified by an analysis of the calculated Hirshfeld surface.
RESUMO
The title compound, C14H17NO4, features an epoxide-O atom fused to a pyrrolidyl ring, the latter having an envelope conformation with the N atom being the flap. The 4-meth-oxy-phenyl group is orthogonal to [dihedral angle = 85.02â (6)°] and lies to the opposite side of the five-membered ring to the epoxide O atom, while the N-bound ethyl ester group (r.m.s. deviation of the five fitted atoms = 0.0187â Å) is twisted with respect to the ring [dihedral angle = 17.23â (9)°]. The most prominent inter-actions in the crystal are of the type methine-C-Hâ¯O(carbon-yl) and these lead to the formation of linear supra-molecular chains along the c axis; weak benzene-C-Hâ¯O(epoxide) and methine-C-Hâ¯O(meth-oxy) inter-actions connect these into a three-dimensional architecture. The analysis of the Hirshfeld surface confirms the presence of C-Hâ¯O inter-actions in the crystal, but also the dominance of Hâ¯H dispersion contacts.
RESUMO
The title organoselenium compound, C19H13ClO3Se {systematic name: 2-[(4-chloro-phen-yl)selan-yl]-2H,3H,4H,5H,6H-naphtho-[1,2-b]pyran-5,6-dione}, has the substituted 2-pyranyl ring in a half-chair conformation with the methyl-ene-C atom bound to the methine-C atom being the flap atom. The dihedral angle between the two aromatic regions of the mol-ecule is 9.96â (9)° and indicates a step-like conformation. An intra-molecular Seâ¯O inter-action of 2.8122â (13)â Å is noted. In the crystal, π-π contacts between naphthyl rings [inter-centroid distance = 3.7213â (12)â Å] and between naphthyl and chloro-benzene rings [inter-centroid distance = 3.7715â (13)â Å], along with C-Clâ¯π(chloro-benzene) contacts, lead to supra-molecular layers parallel to the ab plane, which are connected into a three-dimensional architecture via methyl-ene-C-Hâ¯O(carbon-yl) inter-actions. The contributions of these and other weak contacts to the Hirshfeld surface is described.
RESUMO
The asymmetric unit of the title co-crystal, C10H5BrO2·C14H8O4 [systematic name: 2-bromo-1,4-di-hydro-naphthalene-1,4-dione-1,8-dihy-droxy-9,10-di-hydro-anthracene-9,10-dione (1/1)], features one mol-ecule of each coformer. The 2-bromo-naphtho-quinone mol-ecule is almost planar [r.m.s deviation of the 13 non-H atoms = 0.060â Å, with the maximum deviations of 0.093â (1) and 0.099â (1)â Å being for the Br atom and a carbonyl-O atom, respectively]. The 1,8-di-hydroxy-anthra-quinone mol-ecule is planar (r.m.s. deviation for the 18 non-H atoms is 0.022â Å) and features two intra-molecular hy-droxy-O-Hâ¯O(carbon-yl) hydrogen bonds. Dimeric aggregates of 1,8-di-hydroxy-anthra-quinone mol-ecules assemble through weak inter-molecular hy-droxy-O-Hâ¯O(carbon-yl) hydrogen bonds. The mol-ecular packing comprises stacks of mol-ecules of 2-bromo-naphtho-quinone and dimeric assembles of 1,8-di-hydroxy-anthra-quinone with the shortest π-π contact within a stack of 3.5760â (9)â Å occurring between the different rings of 2-bromo-naphtho-quinone mol-ecules. The analysis of the Hirshfeld surface reveals the importance of the inter-actions just indicated but, also the contribution of additional C-Hâ¯O contacts as well as C=Oâ¯π inter-actions to the mol-ecular packing.
RESUMO
The title isoaltholactone derivative, C13H13NO3, has an NH group in place of the ether-O atom in the five-membered ring of the natural product. The five-membered ring is twisted about the N-C bond linking it to the six-membered ring, which has a half-chair conformation with the O atom connected to the ether-O atom lying above the plane defined by the remaining atoms. The dihedral angle between the mean planes of the rings comprising the fused-ring system is 75.10â (8)°. In the crystal, hy-droxy-O-Hâ¯N(amine) hydrogen bonding sustains linear supra-molecular chains along the a axis. Chains are linked into a three-dimensional architecture via amine-N-Hâ¯π(phen-yl) and phenyl-C-Hâ¯O(hy-droxy) inter-actions. The influence of the amine-N-Hâ¯π(phen-yl) contact on the mol-ecular packing is revealed by an analysis of the Hirshfeld surface.
RESUMO
Two independent mol-ecules comprise the asymmetric unit in the title benzoxatellurole compound, C12H17ClOTe. The mol-ecules, with the same chirality at the methine C atom, are connected into a loosely associated dimer by Teâ¯O inter-actions, leading to a {â¯Te-O}2 core. The resultant C2ClO2 donor set approximates a square pyramid with the lone pair of electrons projected to occupy a position trans to the n-butyl substituent. Inter-estingly, the TeIV atoms exhibit opposite chirality. The major difference between the independent mol-ecules relates to the conformation of the five-membered chelate rings, which is an envelope with the O atom being the flap, in one mol-ecule and is twisted about the O-C(methine) bond in the other. No directional inter-molecular inter-actions are noted in the mol-ecular packing beyond the aforementioned Teâ¯O secondary bonding. The analysis of the Hirshfeld surface reveals the dominance of Hâ¯H contacts, i.e. contributing about 70% to the overall surface, and clearly differentiates the immediate crystalline environments of the two independent mol-ecules in terms of both Hâ¯H and Hâ¯Cl/Clâ¯H contacts.