Structure of 6-methyl-3,20-dioxo-4,6-pregnadien-17α-yl acetate,C24H32O4

The X-ray structure of 6-methyl-3,20-dioxo-4,6-pregnadien-17-yl acetate is reported. The crystals are monoclinic, space groupP2₁,Z=4,a=28.955(7),b=6.597(2),c=11.064(3) Å,/gb=90.80(2) °. The two crystallographically independent molecules have very similar overall geometries. The A rings have intermediate sofa-half-chair conformations and are bent relative to the steroid skeleton. The conformation of the 17-progesterone side chain is stabilized by the 17-ester substituent; the C(16)-C(17)-C(20)-O(20) torsion angle is –19.4(6) and –20.6(7)°.     

Structure of 6β-acetoxyprogesterone,C23H32O4

The X-ray crystal structure of 6-acetoxyprogesterone, C₂₃H₃₂O₄, has been determined. This compound crystallizes in space groupP2₁2₁2₁ witha=13.195(3),b=15.035(4),c=10.705(3) Å,V=2139.8(9) ų,M _r=372.5,Z=4,D _x=1.156g cm^–3; MoK radiation (=0.7107 Å),=0.72 cm^–1,F(000)=808;R=0.069, andR _w=0.052 for 1292 reflections. RingA adopts a normal 1,2-half-chair conformation. The side chain is typical for a 20-ketosteroid conformation.     

Structure of 17α-methyl-testosterone semihydrate,C20H30O2·1/2 H2O

The crystal structure of 17-methyltestosterone hemihydrate, C₂₀H₃₀O₂·1/2H₂O, has been determined:M _r =312.5, space groupP2₁2₁2₁2₁,a=6.374(2),b=12.807(2),c=43.398(5)Å,V _c =3543(2)ų,Z=8,D _x =1.172 mg^–3, CuK radiation ( = 1.54184 Å),(CuK)=5.5 cm^–1,F(000)=1376. The structure was solved usingMultan. The final conventionalR=0.053 (R _w =0.052) for 3634 reflections. The structure contains two crystallographically independent molecules in the asymmetric part of the unit cell that have almost identical geometry.     

Structure of 11α-hydroxy-progesterone,C21H30O3

The structure of the title compound, C₂₁H₃₀O₃, was determined by X-rays.M _r =330.5, orthorhombic,P2₁2₁2₁,a=8.4451(9),b=10.7074(8),c=20.1525(40) Å,V=1822(8) ų,Z=4,D _x =1.205 mg m^–3. CuK radiation (1.54184 Å),(CuK)=5.85 cm^–1,F(000)=720. FinalR=0.054R _w =0.049 for 1774 unique reflections. The structure was solved usingMultan. TheA ring adopts an intermediate sofa-half-chair conformation and is bent toward the face of the steroid skeleton. RingsB andC have typical chair conformations, and theD ring has a slightly distorted half-chair conformation. The progesterone side chain has a typical conformation, and the C16-C17-C20-O20 torsion angle is –17.9°. An intermolecular hydrogen bond is formed between the hydroxyl group and the progesterone side chain.     

Structure of 17β-hydroxy-1,4-androstadien-3-one monohydrate C19H26O2·H2O

The structure of the title compound, C₁₉H₂₆O₂·H₂O, was determined by X-rays.M _r=304.4, space groupP2₁,a=10.3113(6),b=10.3978(21),c=7.8710(9) Å, =89.527(9)°,V _c=844(1) ų,Z=2,D _x=1.194 Mg m^–3. CuK radiation ,(CuK)=5.9 cm^–,F(000)=332. FinalR factor=0.046 (R _w=0.047) for 1002 unique reflections. The structure was solved usingMultan. The water molecule is the hydrogen donor to O(3) and a hydrogen acceptor from the O(17) hydroxyl group. RingA is rather flat relative to the rest of the steroid backbone and the O(3)-plane distance is 1.99 Å.     

Structure of 6β-hydroxy-4-androsten-3,17-dione monohydrate,C19H27O3·H2O

The structure of the title compound was determined by X-rays:M _r =319.4,P2₁2₁2₁,a=7.753(3),b=10.566(8),c=20.997(10) Å,Z=4 andD _x =1.171 M gm^–3. FinalR=0.042 (R _w =0.041) for 1814 unique reflections. The water molecule is the hydrogen donor to O3 and O17 and an hydrogen acceptor from the O17 hydroxyl group.     

Structure of 17β-hydroxy-4-pregnen-20-yn-3-one,C21H28O2

The crystal structure of 17-hydroxy-4-pregnen-20-yn-3-one, C₂₁H₂₈O₂, was determined by means of X-ray diffraction methods.M _r=312.5, space groupP2₁,a=6.493(1),b=21.065(3),c=6.478(1) Å,=105.97(1)°,V _c=851.9(3) ų,Z=2,D _x=1.22 Mg m^–3, CuK radiation (=1.54184 Å),(CuK)=5.5 cm^–1,F(000)=340. The structure was solved withMultan; final conventionalR=0.032 (R _w=0.032) for 1803 reflections. The molecule studied (I) has an overall conformation almost identical to 19-norethindrone (II), although ringA of molecule (I) is slightly more bent toward the direction of the steroid skeleton in comparison with molecule (II).     

Structure of 21-fluoro-4,9(11)-pregnadiene-3,20-dion-17α-yl acetate,C23H29O4F

The crystal and molecular structure of 21-fluoro-4,9(ll)-pregnadiene-3,20-dion-17a-yl acetate has been determined by X-ray diffraction methods;P2₁2₁2₁,a=15.827(4),b=16.912(4),c=7.513(2) Å,Z=4;R=0.062, (R _w =0.065) for 2028 unique observed reflections. The progesterone side chain has an unusual conformation; the C16-C17-C20-O20 torsion angle is 173.1(4)°. Molecular mechanics calculations suggest that this conformation may be cuased by 17-acetoxy substituent and the additional double bond between C9 and C11.Research supported in part by RP.II. 10 grant from the Polish Ministry of National Education (to Z. G., P. G., and Z. W.) and by PHS Grant DK26546 (to WLD).     

Structure of 9α, 11β-dichloro-4-pregnene-3,20-dione,C21H28O2Cl2

The crystal and molecular structure of 9, 11-dichloro-4-pregnene-3,20-dione, C₂₁H₂₈O₂C1₂, has been determined:M _r =383.4,P3₁,a=7.358(2),c=30.137(20) Å,V _c =1413(2)ų,Z=3,D _x =1.35 g cm^–3, (MoK)=0.71073Å,=3.6 cm^–1,F(000)=612,T80K,R=0.060,R _w =0.052 for 2376 unique observed reflections. The steroid skeleton exhibits a flattening of theA ring relative to the rest of the molecule caused by halogen substituents. The title compound has a very high relative binding affinity for the rabbit uterine progesterone receptor. The high binding affinity may result from the flattening of theA ring relative to the rest of the steroid skeleton.     

Structure of 3α,12β-dihydroxy-2β-morpholino-5α-pregnan-20-one,C25H41O4N

The crystal and molecular structure of 3,12-dihydroxy-2-morpholino-5-pregnan-20-one, C₂₅H₄₁O₄N, has been determined:M _r =419.6,P2₁,a=13.5778(8),b=14.4340(8),c=5.8943(5) Å,=94.32(1)°,V _c =1151.9(3) ų,Z=2,D _x =1.21 g cm^–3, (CuK) = 1.5418 Å, =5.6 cm^–1,F(000)=460,R=0.039,R _w =0.040 for 2421 unique observed reflections. All six-membered rings have chair conformations, and theD ring has a 13-envelope conformation. The progesterone side chain has an unusual conformation, and the C16-C17-C20-O20 torsion angle, which defines the conformation, is –152.6(3)°. The unusual conformation seems to be forced by the intramolecular hydrogen bond between the hydroxyl group at C12 and the O20 atom from the side-chain.     

Structure of progesterone hydroquinone monohydrate (1∶1∶1), C21H30O2·C6H6O2·H2O

The crystal structure of progesterone hydroquinone monohydrate was determined by means of X-ray diffraction methods:M _r=442.6, orthorhombic,P2₁2₁2₁,a=14.680(2),b=22.725(3),c=7.334(1) Å,V _a=2446.6(6) ų,Z=4,D _x=1.190 M gm^–3, MoK radiation ,(MoK)=0.75 cm^–1,F(000)=948. The structure was solved usingMultan;R=0.059,R _w=0.059 for 2736 reflections. This progesterone molecule has the most flattenedA ring, relative to the rest of the skeleton, of all progesterone molecules studied so far. Steroid, hydroquinone, and water molecules form, by means of hydrogen bonds, two parallel chains connected with each other by hydrogen bonds.The authors thank Dr. A. Szyczewski for supplying crystals. This research was supported by the project RP.II.10 from the Polish Ministry of National Education and by PHS Grant No. DK26546.     

Crystal Structure of Potentially Mesomorphic 4-Nonyloxyphenyl-4'-Metacryloyloxy-Benzoate CH2=C(CH3)–COO–C6H4–COO–C6H4–O–С9Н19

Crystallography Reports - The crystal structure of 4,4'-substituted phenyl benzoate CH2=C(CH3)–COO–C6H4–COO–C6H4–O–С9Н19 has been investigated by...     

X-Ray Diffraction and Thermographic Study of Mesomorphic 4-Acylphenyl 4'-Nonyloxybenzoate CH3C(O)C6H4–OC(O)–C6H4–OC9H19

Crystallography Reports - The structure and thermal properties of mesomorphic phenyl benzoate CH3–C(O)–C6H4–OC(O)–C6H4–OC9H19 (I) were studied by differential scanning...     

A structural investigation of ethyl 3′-methyl-6-methoxy-5′-oxo-1,2-cyclopent-3′-enonaphthalene-4′-acetate,C19H18O4

The crystal and molecular structure of the title compound has been determined from X-ray diffraction data using radiation. The compound crystallizes in the triclinic space group witha=8.351(1),b=9.348(2),c=10.736(2) Å,=91.19(2),=90.07(2), =110.18(1)°, andZ=2. The structure was solved by direct methods and a full-matrix least-squares refinement converged to a finalR=0.057 for 2522 unique reflections with I3(I). The cyclopentenonaphthalene ring system is planar (mean deviation, 0.028 Å). The molecules are held together by van der Waals forces. Averaged C-O bond lengths are: C(sp²)-O=1.357(18); C(sp³)-O=1.448(12); and C=O=1.210(14) Å.     

Synthesis and Crystal Structure of Benzoyloxymethyl (4α,8β,13β)-13-methyl-16-oxo-17-norkauran-18-carbonate Ester

Abstract  Isosteviol derivative: benzoyloxymethyl (4α,8β,13β)-13-methyl-16-oxo-17-norkauran-18-carbonate ester was synthesized by esterification of isosteviol with chloromethyl benzoate and its crystal structure was determined by X-ray diffraction method. The compound crystallizes in the triclinic space group P1 with unit cell parameters: a = 8.784(3) ?, b = 9.079(3) ?, c = 15.950(6) ?, α = 79.343(6)°, β = 79.061(5)°, γ = 89.849(5)°, Z= 2. The conformation of rings A and B is chair, whereas the conformation of ring C is unsymmetrical twist chair. The carbonyl group at the C20 is coplanar with the benzene ring. The fragment of the ester group occupying the pseudoaxial site of C1 position adopts a zigzag conformation. Index Abstract  Isosteviol derivative: benzoyloxymethyl (4α,8β,13β)-13-methyl-16-oxo-17-norkauran -18-carbonate ester was synthesized and its crystal structure was determined by X-ray diffraction method.      

The crystal and molecule structure of three 2,4,6-trinitrobenzene derivatives:α,α,α-trifluoro-2,4,6-trinitrotoluene (C7H2F3N3O6), 2,4,6-trinitrobenzamide (C7H4N4O7), 2,4,6-trinitrobenzoic acid (C7H3N3O8)

The crystal and molecular structures of three 2,4,6-trinitrobenzene derivatives have been determined. Forα,α,α-trifluoro-2,4,6-trinitrotoluene (1): monoclinic,P2₁/n,a=7.510(2),b=9.273(2),c=14.984(0) Å,β=99.02(2)°,V=1028.1(4)° ų,Z=4,D=1.816 g cm^?3,R(F)=0.051, andR(wF)=0.055. For 2,4,6-trinitrobenzamide (2): orthorhombic,Pbca,a=9.248(3),b=14.377(6),c=17.729(4) Å,V=1958(1) ų,Z=8,D=1.737 g cm^?3,R(F)=0.073, andR(wF)=0.077. For 2,4,6-trinitrobenzoic acid (3): orthorhombic,P2₁2₁2₁,a=6.553(1),b=11.405(2),c=12.796(2) Å,V=956.3(3) ų,Z=4,D=1.785 g cm^?3,R(F)=0.045, andR(wF)=0.046.1 crystallizes as discrete molecules,2 as weakly hydrogen-bonded dimers and3 as a chiral polymer of hydrogen-bonded helices. In1, the presence of the nonplanar CF₃ substituent causes a large twisting of theα-nitro groups out of the plane of the benzene ring, whereas the nearly planar C(O)NH₂ and C(O)OH substituents in2 and3 are perpendicular to the benzene plane and do not cause a significant rotation of theα-nitro groups.     

Crystal and molecular structure of 7α, 8α, 13-trihydroxy-marasman-5-oic acid γ-lactone,C15H22O4

The structure of the title compound has been investigated by X-ray diffraction methods. The crystals are monoclinic, space groupP2₁, with cell dimensions:a=9.802(3),b=6.192(1),c=12.392(2) Å, and=112.40(2)°. The structure was solved by direct methods, and refined with 1492 unique reflections by a full-matrix, least-squares procedure givingR=0.0450. Thetrans arrangement of H-8 and H-9 hydrogens as deduced from earlier¹H NMR experiments was fully confirmed by the X-ray investigations.     

Mesophase-Preceding Crystal Packing of 4,4'-Dialkyl-Substituted Salicylideneanilines; C10H21O–C6H3(OH)–CH=N–C6H4–С7Н13) Structure

Crystallography Reports - The crystal structure of 4,4'-substituted salicylideneaniline C10H21O–C6H3(OH)–CH=N–C6H4–C7H13 has been investigated by X-ray diffraction. A...     

Crystal Packing of Potentially Mesomorphic Azobenezene Derivatives R1–C6H4–N=N–C6H4–R2 (R1, R2 = CH3COO,C2H5O; CH2=C(CH3)COO,C2H5; C6H13COO,C2H5O)

Crystallography Reports - The structure and thermal properties of azobenzene derivatives R1–C6H4–N=N–C6H4–R2, where R1/R2 = CH3COO/C2H5O (I), CH2=C(CH3)COO/C2H5 (II), or...