Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Diosgenone: a second P2(1) polymorph.

ABSTRACT: Diosgenone [(20S,22R,25R)-spirost-4-en-3-one, C(27)H(40)O(3)] has been proposed as a new therapeutic alternative for the treatment of malaria. The first X-ray structure report for diosgenone was by Piro et al. [(2002). Z. Naturforsch. Teil C, 57, 947-950] in the space group P2(1) (Z' = 2). We now report a new polymorph in the same space group, with two mol-ecules in the asymmetric unit. Both mol-ecules have similar conformations, characterized by a skewed envelope A ring, which contains the C=C bond conjugated with the ketone functionality at C3. The dimorphism results from a modification of the relative orientation of the mol-ecules in the asymmetric unit: two independent mol-ecules were arranged anti-parallel in the Piro report, while they are parallel in the present determination.

SUBMITTER: Hernandez Linares MG

PROVIDER: S-EPMC3414291 | biostudies-literature | 2012 Aug

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Diosgenone: a second P2(1) polymorph.

Hernández Linares María-Guadalupe MG Guerrero-Luna Gabriel G Bernès Sylvain S Flores-Alamo Marcos M Fernández-Herrera María A MA

Acta crystallographica. Section E, Structure reports online 20120707 Pt 8

Diosgenone [(20S,22R,25R)-spirost-4-en-3-one, C(27)H(40)O(3)] has been proposed as a new therapeutic alternative for the treatment of malaria. The first X-ray structure report for diosgenone was by Piro et al. [(2002). Z. Naturforsch. Teil C, 57, 947-950] in the space group P2(1) (Z' = 2). We now report a new polymorph in the same space group, with two mol-ecules in the asymmetric unit. Both mol-ecules have similar conformations, characterized by a skewed envelope A ring, which contains the C=C ...[more]

PMID: 22904824

Similar Datasets

A second monoclinic polymorph of N-[bis-(morpholin-4-yl)phosphino-yl]-4-fluoro-benzamide with the P2(1)/n space group.

Project description:A second monoclinic polymorph of the title mol-ecule, C(15)H(21)FN(3)O(4)P, is reported in the space group P2(1)/n and compared to the previously reported C2/c space group [Gholivand et al. (2006 ?). Polyhedron, 25, 711-721]. The asymmetric unit of the title compound consists of two independent mol-ecules. The P atoms adopt a distorted tetra-hedral environment. In the C(O)NHP(O) fragment, the P=O and the N-H groups are in a syn conformation with respect to each other and in the crystal, inter-molecular N-H?O=P hydrogen bonds form dimeric aggregates.

| S-EPMC3414358 | biostudies-literature

A second triclinic polymorph of azimsulfuron.

Project description:The title compound, C13H16N10O5S (systematic name: 1-(4,6-di-meth-oxypyrimidin-2-yl)-3-{[1-methyl-4-(2-methyl-2H-tetra-zol-5-yl)pyrazol-5-yl]sulfonyl}urea), is a second triclinic polymorph of this crystal [for the other, see: Jeon et al., (2015 ▸). Acta Cryst. E71, o470-o471]. There are two mol-ecules, A and B, in the asymmetric unit; the dihedral angles between the pyrazole ring and the tetra-zole and di-meth-oxy-pyrimidine ring planes are 72.84 (10) and 37.24 (14)°, respectively (mol-ecule A) and 84.38 (9) and 26.09 (15)°, respectively (mol-ecule B). Each mol-ecule features an intra-molecular N-H⋯N hydrogen bond. In the crystal, aromatic π-π stacking inter-actions [centroid-centroid separations = 3.9871 (16), 3.4487 (14) and 3.5455 (16) Å] link the mol-ecules into [001] chains. In addition, N-H⋯N, N-H⋯O, C-H⋯O and C-H⋯N hydrogen bonds occur, forming a three-dimensional architecture. We propose that the dimorphism results from differences in conformations and packing owing to different inter-molecular inter-actions, especially aromatic π-π stacking.

| S-EPMC5050778 | biostudies-literature

Trithia-cyanuric acid: a second triclinic polymorph.

Project description:The title compound, C(3)H(3)N(3)S(3), is a triclinic modification. The other reported modification crystallizes with just one mol-ecule in the asymmetric unit, [Guo et al. (2006 ▶). Cryst. Growth Des.6, 846-848] and was solved by power X-ray diffraction data. The present modification has Z' = 2. In the crystal, mol-ecules are linked by strong intra-molecular N-H⋯S hydrogen bonds with set graph-motif R(2) (2)(8). In both mol-ecules, all of the N atoms and two of the S atoms are involved in hydrogen bonding, with an average H⋯S distance of 2.58 Å and N-H⋯S angles in the range 163-167°. π-π stacking inter-actions are not observed. In the solid state, the mol-ecules exist in the thione form. The mol-ecular and supra-molecular properties are similar in both polymorphs.

| S-EPMC3007918 | biostudies-literature

A second polymorph of ?-arteether.

Project description:The crystal structure of the title compound, C(17)H(28)O(5), reported here is a polymorph of the structure first reported by El-Feraly, Al-Yahya, Orabi, McPhail & McPhail [J. Nat. Prod. (1992). 55, 878-883]. It is a derivative of the anti-malaria compound artemisinin and consists primarily of three substituted ring systems fused together. A cyclo-hexane ring (distorted chair conformation) fused to a tetra-hydro-pyran group (distorted chair) is adjacent to an oxacyclo-heptane unit containing an endo-peroxide bridge, giving the mol-ecule its particular three-dimensional arrangement. The crystal packing is stabilized by inter-molecular C-H?O inter-actions between an O atom from the endo-peroxide bridge and H atoms from both the cyclo-hexane and seven-membered oxacyclo-heptane fused rings, as well as between an O atom and H atom from adjacent tetra-hydro-pyran rings. The two polymorphs have the same space group and similar cell parameters for the a and b axes, but significantly different values for the c axis.

| S-EPMC2960847 | biostudies-other

1,3-Dicyclo-hexyl-imidazolidine-2,4,5-trione: a second polymorph.

Project description:The title compound, C(15)H(22)N(2)O(3), was obtained as a by-product of oxidative cleavage of 1,3-dicyclo-hexyl-(3-oxo-2,3-dihydro-benzofuran-2-yl)imidazolidine-2,4-dione. Herein, we report the crystal structure of a second polymorph, which was obtained by crystallization from an ethanol solution at 253?K, instead of slow evaporation of the same solvent at room temperature. While the first polymorph [Talhi et al. (2011). Acta Cryst. E67, o3243] crystallized in the non-centrosymmetric space group P2(1)2(1)2(1), this second polymorph crystallizes in the centrosymmetric space group P2(1)/n. Compared to the first polymorph, in the crystal no C=O?C=O inter-actions were found (C?O inter-molecular distance longer than 3.15?Å) and instead, close packing of individual mol-ecular units is mediated by C-H?? and weak C-H?O inter-actions.

| S-EPMC3515314 | biostudies-literature

A second monoclinic polymorph of methyl 4-hydroxy-benzoate.

Project description:A second monoclinic polymorph of methyl 4-hydroxy-benzoate, C(8)H(8)O(3), is reported. The unit-cell dimensions are different from those of the previously reported monoclinic form [Vujovic & Nassimbeni (2006 ?). Cryst. Growth Des.6, 1595-1597]. The asymmetric unit contains three crystallographically independent mol-ecules, as observed in the previous form. The crystal structure is stabilized by inter-molecular O-H?O and C-H?O hydrogen bonds and C-H?? inter-actions, which link the mol-ecules into a three-dimensional network.

| S-EPMC2961691 | biostudies-literature

A second monoclinic polymorph of 2,4-dimethyl-anilinium chloride.

Project description:A second monoclinic polymorph of 2,4-dimethyl-anilinium chloride, C(8)H(12)N(+)·Cl(-), (I), is reported. The unit-cell dimensions differ from those of the first reported monoclinic form, (II) [Yao (2010 ▶). Acta Cryst. E66, o1563]. Nevertheless, both compounds crystallize in the monoclinic space group P2(1)/n. As in (II), the protonated amine group in (I) acts as a hydrogen-bond donor to the chloride ion, forming three N-H⋯Cl hydrogen bonds. The result is a two-dimensional network in the ac plane. The difference in the hydrogen-bond pattern is that in (I) only 12-membered rings are formed whereas in (II), eight-membered and 16-membered rings are formed.

| S-EPMC3238857 | biostudies-literature

A second polymorph of chlorido(hydroxy-diphenyl-phosphane)gold(I).

Project description:The title complex, [AuCl{(C(6)H(5))(2)P(OH)-?P}] or [AuCl(C(12)H(11)OP)], contains two independent mol-ecules in the asymmetric unit and is a polymorph of a previously reported structure [Hollatz et al. (1999 ?) J. Chem. Soc. Dalton Trans. pp. 111-114]. The crystal structure exhibits inter-molecular Au?Au inter-actions with alternate distances of 3.0112?(3)?Å and 3.0375?(2)?Å. The Cl-Au-P bond angle varies between different mol-ecular units, depending on the degree of influence of the intra-molecular the O-H?Cl hydrogen bond; the angle thus varies between negligible distortion from linearity at 179.23?(3)° and more significant distortion at 170.39?(4)°, which differs from the previously reported polymorph in which both these angles are approximately 170°. The Au-Cl [2.3366?(9) and 2.3131?(10)Å] and Au-P [2.2304?(10) and 2.2254?(10)?Å] bond lengths vary slightly between the two independent mol-ecules but overall, the bond lengths are in good agreement with those in the previously reported polymorph.

| S-EPMC3201275 | biostudies-literature

A second monoclinic polymorph of 3?-chloro-cholest-5-ene.

Project description:The title compound, C(27)H(45)Cl, is a second monoclinic polymorph which crystallizes in the space group P2(1) with four crystallographically independent mol-ecules in the asymmetric unit. The structure was previously reported [Bernal et al. (1940 ?). Philos. Trans. R. Soc. London Ser. B, 239, 135-182; Vani & Vijayan (1979 ?). Mol. Cryst. Liq. Cryst.51, 253-264], also in the space group P2(1), but with two unique mol-ecules in the asymmetric unit. As in the previously reported structures, rings A and C in the mol-ecule adopt chair conformations with half-chair conformations for rings B and D. The ring junctions B-C and C-D are trans, whereas the junction A-B is quasi-trans. In the crystal structure, mol-ecules are arranged in a head-to-tail fashion along a and are stacked along the b axis.

| S-EPMC2979588 | biostudies-literature

2-Methyl-N-p-tolyl-benzamide: a second monoclinic polymorph.

Project description:The title compound, C(15)H(15)NO, (I), is a polymorph of the structure (II) reported by Gowda et al. [Acta Cryst. (2008), E64, o1494]. Compound (II) crystalllizes in the space group C2/c (Z = 8), whereas the title compound occurs in space group P2(1)/c (Z = 4). The two mol-ecular structures differ slightly in the relative orientations of their central amide group with respect to the benzoyl ring [dihedral angles of 55.99?(7) for (I) and 59.96?(11)° for (II)] and in the inclination of the benzoyl and aniline rings [88.67?(8) for (I) and 81.44?(5)° for (II)]. In the crystal structure of (I), mol-ecules are linked by N-H?O hydrogen bonds, forming C(4) chains, which are augmented by weak C-H?O inter-actions. The structure is further stabilized by C-H?? contacts involving both of the aromatic rings.

| S-EPMC2983768 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data