The crystal and molelcular structure of benzil bisthiosemicarbazonatocopper(II) and the antitumour mechanism of related compounds

1979 ◽  
Vol 57 (6) ◽  
pp. 603-607 ◽  
Author(s):  
Gordon W. Bushnell ◽  
Annie Y. M. Tsang
Keyword(s):  
Crystal Structure ◽  
Hydrogen Atoms ◽  
Copper Coordination ◽  
Cell Dimensions ◽  
Phenyl Rings ◽  
The Mean ◽  
R Value ◽  
Related Compounds ◽  
Double Hydrogen ◽  
Coordination Plane

The crystal structure of benzil bisthiosemicarbazonatocopper(II) has been solved and refined to an R-value of 0.082. The dark red triclinic crystal has cell dimensions a = 960.8(4), b = 1090.7(6), c = 895.8(4) pm, α = 106.23°(4), β = 92.36°(7), γ = 99.50°(7), and belongs to space group [Formula: see text] with two molecules per cell. The measured and calculated densities are 1.571 and 1.568 g cm−3, respectively, using C16H14CuN6S2 (mol. wt. 417.99). The copper coordination is significantly non-planar. The five non-hydrogen atoms of each original thiosemicarbazide molecule lie close to planes set at a dihedral angle of 8.9°. The fold is away from the origin and the neighbouring molecule. Bond lengths to copper are: Cu—S(1) = 223.7(3), Cu—S(2) = 223.4(3), Cu—N(13) = 197.1(6), Cu—N(23) = 197.0(7) pm. The bond angles at the Cu atom are S(1)—Cu—S(2) = 108.62°(9), N(13)—Cu—N(23) = 81.1°(3), N(13)—Cu—S(1) = 85.1°(2), and N(23)—Cu—S(2) = 85.0°(2). The first and second phenyl rings are at 100.3° and 93.0° to the mean Cu coordination plane, which is at a perpendicular distance of 330 pm from a similar plane in the inverse molecule. Intermolecular double hydrogen bonding occurs at each side of the complex between the uncoordinated nitrogen atoms, thus linking the molecules into parallel ribbons.

An X-Ray Study of the Synthetic Intermediate 9-Cyano-1,10-Dimethyl-6-Ethylenedioxy-1-Octalin

1975 ◽  
Vol 53 (2) ◽  
pp. 192-194 ◽  
Author(s):  
Harry Lynton ◽  
Pik-Yuen Siew
Keyword(s):  
Crystal Structure ◽  
Total Synthesis ◽  
Direct Methods ◽  
Hydrogen Atoms ◽  
Full Matrix ◽  
X Ray ◽  
Ring Junction ◽  
Cell Dimensions ◽  
R Value ◽  
Synthetic Intermediate

The crystal structure of the synthetic intermediate, 9-cyano-1,10-dimethyl-6-ethy]enedioxy-1-octalin, C15H21O2N, was solved by direct methods. The compound crystallizes in the space group p21/c with cell dimensions a = 12.282(4), b = 7.144(3), c = 15.619(5) Å, β = 104.04(1)°. Refinement was carried out isotropically for hydrogen and anisotropically for non-hydrogen atoms using full matrix least squares to an R-value of 0.043 for 1669 observed reflections.This compound, which has a cis configuration at the octalin ring junction, is a precursor to a moiety of the alkaloid thelepogine. The cis conformation is essential for total synthesis of thelopogine by this route.

Crystallographic studies on neuroleptics of the benzocycloheptapyridoisoquinoline series. The crystal structure of butaclamol hydrobromide and the absolute configuration and crystal structure of dexclamol hydrobromide

1976 ◽  
Vol 54 (17) ◽  
pp. 2715-2722 ◽  
Author(s):  
P. H. Bird ◽  
F. T. Bruderlein ◽  
L. G. Humber
Keyword(s):  
Crystal Structure ◽  
Hydrogen Atom ◽  
Membered Ring ◽  
Axial Position ◽  
Aromatic Rings ◽  
Hydrogen Atoms ◽  
Space Group ◽  
Cell Dimensions ◽  
R Value ◽  
Hydroxy Groups

The compound butaclamol hydrobromide crystallizes in space group P21/c with cell dimensions; a = 14.38(3), b = 13.31(3), c = 12.07(3) Å, β = 101.64(8)°. The structure was solved by Patterson methods and non-hydrogen atoms have been refined isotropically using a full-matrix least-squares to an R value of 0.17 for 779 observed reflections.The compound dexclamol hydrobromide crystallizes in space group P212121 with a = 8.412(2), b = 24.392(7), c = 10.465(2) Å. Refinement of non-hydrogen atoms using isotropic thermal parameters and rigid aromatic rings converted at R = 0.090 using 1249 observed reflections, for the preferred enantiomorph, and R = 0.099 for the other enantiomorph.Both compounds have their hydroxy groups in the axial position, and both adopt conformations of the seven membered ring such that the C13b hydrogen atom experiences a flagpolebowsprit interaction with a hydrogen atom of C9.

The crystal structure of a dinuclear platinum(II) complex with a bent dihydroxy bridge, di-(μ-hydroxy)tetrakis(triethylphosphine)diplatinum(II).tetrafluoroborate

1978 ◽  
Vol 56 (13) ◽  
pp. 1773-1778 ◽  
Author(s):  
G. W. Bushnell
Keyword(s):  
Crystal Structure ◽  
Hydrogen Atoms ◽  
Interatomic Distances ◽  
Partial Structures ◽  
Square Planar ◽  
Dinuclear Platinum ◽  
Cell Dimensions ◽  
Open Side ◽  
The Mean ◽  
Platinum Species

The crystal structure of di-(μ-hydroxo)tetrakis(triethylphosphine)diplatinum(II)fluoroborate has been determined and refined to an R value of 0.032. The space group is P21/c and the cell dimensions are a = 1.604(1), b = 1.847(1), c = 1.336(1) nm, β = 101.6 °, with 4 molecules per unit cell. The dimeric cation consists of two square planar Pt(II) centres bridged by a pair of hydroxo ligands. The angle between the mean plane normals is 36.4°. One of the BF4− groups, situated close to the dihydroxo bridge on the more open side, and having lower thermal parameters than the second fluoroborate anion, is hydrogen bonded to the oxygen atoms. The hydrogen atoms were not located. The interatomic distances (pm) are Pt—P = 223.5 (mean), Pt—O = 213.3 (mean), Pt(1)—Pt(2) = 312.1(1), O(1)—O(2) = 272(2), O(1)—F(1) = 288(2), O(2)—F(2) = 282(3). The mean bond angles (deg) are O—Pt—O = 79.4, P—Pt—P = 97.7, P—Pt—O = 91.5, and Pt—O—Pt = 94. One of the triethylphosphine groups is disordered or in thermal motion and was refined by constrained least squares using two superimposed partial structures. The results are discussed in relation to other known hydroxo bridged platinum species relevant to the field of platinum containing, cancer chemotherapeutic drugs.

scholarly journals Dibromido(N-phenylbenzamidine-κN′)tin(II)

IUCrData ◽  
2017 ◽  
Vol 2 (2) ◽  
Author(s):  
Xiuming Ma
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Asymmetric Unit ◽  
Phenyl Rings ◽  
The Mean

The asymmetric unit of the title compound, [SnBr2(C13H12N2)], contains an amidine ligand and tin(II) bromide moiety. In the amidine ligand, the phenyl rings present a head-to-tail configuration mode. The tin atom is coordinated by the terminal N atom of the amidine ligand, and the two Br atoms extend to both sides of the Sn atom in a V-shape. The phenyl rings are twisted from the mean N/C/N plane by 26.14 (18) and 79.50 (8)°. The crystal structure features N—H...Br hydrogen bonds.

Structure and Conformation of Photosynthetic Pigments and Related Compounds 9 On the Structure and Macrocycle Conformation of Two Copper(II) Rhodochlorin Derivatives and Two Related Rhodoporphyrins

1995 ◽  
Vol 50 (6) ◽  
pp. 969-981 ◽  
Author(s):  
Mathias O. Senge ◽  
Karin Ruhlandt-Senge ◽  
Shwn-Ji H. Lee ◽  
Kevin M. Smith
Keyword(s):  
Crystal Structure ◽  
Acetic Acid ◽  
Formic Acid ◽  
Photosynthetic Pigments ◽  
Dimethyl Ester ◽  
Substituent Effects ◽  
Crystal Data ◽  
Free Base ◽  
The Mean ◽  
Related Compounds

Crystal structure analyses of (rhodochlorinato-15-acetic trimethyl ester)copper(II) 3 and (31, 32-didehydro-rhodochlorinato-15-formic acid trimethyl ester)copper(II) 4 reveal intriguing multiple macrocycle conformations of the metallochlorins in the crystal. The observed conformations range from almost planar macrocycles to distorted macrocycles with individual atoms being displaced up to 0.72 Å from the mean plane. The nonplanar macrocycles show a S4-ruffled macrocycie distortion with significant distortions for the meso-carbons and tilting of the Cb- Cb axes. A comparison with the related free base porphyrins rhodoporphyrin-15- acetic acid trimethyl ester 5 and rhodoporphyrin dimethyl ester 6 shows that the conformational distortion is due to the mixing of metal and substituent effects, hydroporphyrin character, and packing forces. Crystal data: 3, monoclinic, P21, a = 12.096(4) Å, b - 14.307(4) Å, c = 22.343(9) Å , β = 104.94(4)°, Z = 4 (2 indep. mol.), R = 0.069 for 8141 reflections with I > 2.0σ(I); 4, triclinic, P 1, a = 10.528(3) Å . b - 10.646(4) Å, c = 34.026(13) Å, α = 89.81(4)°, β = 88.72(3)°, γ = 60.38(2)°, Z = 4 (4 indep. mol.). R = 0.073 for 9446 reflections with I > 2.5σ(I); 5, triclinic, P 1̄, a = 9.591(2) Å, b = 12.959(4) Å, c = 13.453(4) Å, α = 105.86(2)°, β = 92.67(2)°, γ = 96.12(2)°, Z = 2, R = 0.060 for 4990 reflections with I > 2.5 σ(I); 6, triclinic, P 1̄, a = 8.908(4) Å, b = 12.895(5) Å, c = 13.482(6) Å , α = 102.74(3)°, β = 90.38(4)°, γ = 91.84(3)°, Z = 2, R = 0.089 for 3369 reflections with I > 2.0σ(I).

Mass Spectrometry of N-Benzoyl-2-hydroxyalkylamines. Role of the Hydroxylic Hydrogen in the Fragmentation Pattern

1975 ◽  
Vol 53 (21) ◽  
pp. 3175-3187 ◽  
Author(s):  
Don C. DeJongh ◽  
Denis C. K. Lin ◽  
Pierre LeClair-Lanteigne ◽  
Denis Gravel
Keyword(s):  
Mass Spectrometry ◽  
Mass Spectra ◽  
Hydroxyl Group ◽  
Fragmentation Pattern ◽  
Relative Importance ◽  
Hydrogen Atoms ◽  
Related Compounds ◽  
Double Hydrogen ◽  
Hydrogen Rearrangement

An interesting rearrangement has been observed in the mass spectra of a series of N-benzoyl-2-hydroxyalkylamines. The hydrogen atom of the hydroxyl group is transferred to the N-benzoyl portion of the molecular ion and the bond between positions 1 and 2 in the N-alkyl group is cleaved. A rearrangement ion, observed at m/e 135, is formed along with a neutral aldehyde or ketone. When the hydroxylic hydrogen is replaced by a trimethylsilyl substituent, the latter group is transferred with comparable efficiency. Differences in the relative importance of this rearrangement in the mass spectra of a series of related compounds with decreasing substitution at position 2, have been explained by differences in the stabilities of the neutral molecules formed along with m/e 135 and by the occurrence of a double hydrogen rearrangement which competes if hydrogen atoms are present in a relationship gamma and delta to the carbonyl group.

Refinement of the structure of Mg2As2O7

1970 ◽  
Vol 48 (6) ◽  
pp. 890-894 ◽  
Author(s):  
C. Calvo ◽  
K. Neelakantan
Keyword(s):  
Crystal Structure ◽  
Oxygen Atom ◽  
Least Squares ◽  
Unit Cell ◽  
Full Matrix ◽  
Space Group ◽  
Cell Dimensions ◽  
Central Oxygen ◽  
R Value ◽  
Unit Cell Dimensions

The crystal structure of Mg2As2O7 has been refined by full matrix least squares procedures using 587 observed reflections. The structure of Mg2As2O7 is of the thortveitite type, as reported by Łukaszewicz, with space group C2/m and unit cell dimensions a = 6.567(2) Å, b = 8.524(4) Å, c = 4.739(1) Å, β = 103.8(1)°, and Z = 2. The As—O—As group in the anion appears to be linear but the central oxygen atom undergoes considerable disorder in the plane perpendicular to this group. The AsO bond distances uncorrected for thermal motion are 1.67 Å for the As—O(—As) bond and 1.66 and 1.65 Å for the terminal As—O bonds. The final R value obtained is 0.088.

Structural studies of some 1-polymethyleneimino-2,4-dinitrobenzenesand related compounds; crystal structure of 1-(cis-2′,6′-dimethylpiperidin-1′-yl)-2,4-dinitrobenzene

2000 ◽  
Vol 53 (8) ◽  
pp. 715 ◽  
Author(s):  
Maureen F. Mackay ◽  
Douglas J. Gale ◽  
John F. K. Wilshire
Keyword(s):  
Crystal Structure ◽  
Phenyl Ring ◽  
Ring Opening ◽  
Boat Conformation ◽  
Structural Studies ◽  
X Ray ◽  
X Ray Crystallography ◽  
The Mean ◽  
Related Compounds ◽  
Solid State Conformation

The ultraviolet and 1H n.m.r. spectra of some 1-polymethyleneimino-2,4-dinitrobenzenes and related compounds are discussed. The effect of trifluoroacetic acid on these spectra was also investigated; with 1-azetidinyl-2,4-dinitrobenzene, acid-catalysed ring opening was observed. The solid-state conformation of 1-(cis-2′,6′-dimethylpiperidin-1′-yl)-2,4-dinitrobenzene has been defined by single-crystal X-ray crystallography. Triclinic crystals belong to the space group P–1 with a 8.165(1), b 7.865(1), c 11.148(1) Å, α 95.23(1), β 106.00(1), γ 92.63(1)˚ and Z 2. The structure was refined to a final R of 0.048 for the 2222 observed data. In the crystal, the phenyl ring adopts a slight boat conformation, while the amino and o-nitro groups are significantly twisted from the mean plane of the ring.

scholarly journals (Z)-2-(4-Methoxyanilino)-1,4-diphenylbut-2-ene-1,4-dione

IUCrData ◽  
2017 ◽  
Vol 2 (2) ◽  
Author(s):  
A. J. Ravi ◽  
M. Vinduvahini ◽  
A. C. Vinayaka ◽  
M. P. Sadashiva ◽  
H. C. Devarajegowda
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Dihedral Angles ◽  
Compound C ◽  
Phenyl Rings ◽  
The Mean

In the molecule of the title compound, C23H19NO3, the mean plane of the methoxyphenyl ring makes dihedral angles of 51.63 (8) and 50.86 (8)° with the terminal phenyl rings. An intramolecular N—H...O hydrogen bond occurs. The crystal structure features C—H...O hydrogen bonds.

scholarly journals Crystal structure of dimethyl 1-oxo-2,4-diphenyl-1,2-dihydronaphthalene-2,3-dicarboxylate

2018 ◽  
Vol 74 (3) ◽  
pp. 349-351
Author(s):  
Gajendran Jagadeesan ◽  
Immanuel Monica Chandramalar ◽  
Jayachandran Karunakaran ◽  
Solaiappan Gopinath ◽  
Arasambattu K. Mohanakrishnan
Keyword(s):  
Crystal Structure ◽  
Chair Conformation ◽  
Ring System ◽  
The Other ◽  
Dihedral Angles ◽  
Compound C ◽  
Centroid Distance ◽  
Phenyl Rings ◽  
The Mean ◽  
Ring Motif

In the title compound, C26H20O5, a 1,2-dihydronaphthalene derivative, the cyclohexa-1,3-diene ring of the 1,2-dihydronaphthalene ring system adopts a half-chair conformation. The mean plane of the 1,2-dihydronapthalene ring system makes dihedral angles of 86.23 (6) and 64.80 (7)° with two phenyl rings. The carbonyl O atom attached to the dihydronaphthalene ring system deviates from the mean plane of the 1,2-dihydronaphthalene ring system by 0.618 (1) Å. In the crystal, the molecules are linked into layers parallel to thebcplaneviatwo kinds of C—H...O interactions, one of which forms aC(10) chain motif running along thec-axis direction and the other forms anR22(6) ring motif. Adjacent layers are further connected by C—H...π and offset π–π interactions [centroid–centroid distance = 3.6318 (9) Å].

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