The title compound (C6H12N)Ph2P=N-S 3N3·C7H8 crystallizes in the monoclinic space group P21/n with unit cell dimensions: a = 9.9200(5), b = 16.3316(11), c = 15.7009(17) Å, β= 91.99(1)°, and Z = 4. The cyclotrithiazene ring adopts a chair conformation with equal bond distances and the norbornadiene is fused in an exo, exo fashion to the heterocycle. Norbornadiene addition to the cyclotrithiazene influences the bonding pattern in the ring as well as the P-N-S moiety.

Janaswamy Srinivas

M. V. Rao

G. Sreenivasa Murthy

Colacot J. Thomas

alkene derivative

benzene derivative

DIPHENYL ETHER DERIVATIVE

DIPHENYLHEXAMETHYLENIMINOPHOSPHINIMINOCYCLOTRITHIAZINE

Hexane

monomer

norbornadiene derivative

phosphine derivative

THIAZINE DERIVATIVE

unclassified drug

addition reaction

article

chemical bond

complex formation

Crystal Structure

Crystallization

Cyclization

molecular dynamics

molecular interaction

Molecular mechanics

reaction analysis

Ring opening

structure analysis

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

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IIT Madras

Crystal structure analysis of norbornadiene adduct of diphenyl hexamethylenimino phosphiniminocyclotrithiazene

Journal of Chemical Crystallography

Iodination reactions of various phosphiniminocyclotrithiazenes [R 3PNS3N3; R = (i) phenyl-, (ii) morpholino-, and (iii) p-chlorophenyl-] have been studied under different experimental conditions. Iodination of Ph3PNS3N3 yields interesting products such as [(Ph3PN)2S3N 3]I3, ((Ph3PN)3S)2I 4, (Ph3PNH2)I3, ((Ph 3PSI2)2I2, and [(Ph 3PN)3SO]2I6 depending on the experimental conditions. All the products have been isolated and characterized by the spectroscopic and analytical techniques. Copyright © Taylor &amp; Francis Group, LLC.

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry

Studies on iodination reactions of phosphiniminocyclotrithiazenes

The title compound (NC4H8NCH3)(C 6H5)[N(C6H11)2]P=N-S 3N3 crystallizes in the triclinic crystal system with unit cell dimensions: a = 9.7572(2), b = 10.6845(1), c = 16.9381(3) Å, α = 71.75(1)°, β = 80.65(2)°, γ = 65.93(1)°, and Z = 2. The tricoordinated sulfur atom (S1) in the cyclotrithiazene deviates from the mean plane of the other five atoms by 0.716(6) Å, which is the highest among the known phosphiniminocyclotrithiazene structures. In the exocyclic P=N4-S1 moiety, the two bond distances are short: 1.585(6) and 1.527(6) Å; but the bond angle is large 135.3(4)°. The S1 displacement is highly correlated with the endocyclic angle at the nitrogen atom (diagonally opposite to S1), but the nature of correlation is bimodal (R = 1.0 + or -1.0) for the cyclic and acyclic substituents (R) in the (R)(C6H 5)[N(C6H11)2]P=N-S3N 3 series. On the other hand, the S1-N4 bond distances are negatively correlated (R = -0.94) with the P=N4-S1 bond angle in the above series. © 2005 Springer Science+Business Media, Inc.

Crystal structure analysis of (N-methyl piperazino) (phenyl) (dicyclohexylamino) phosphiniminocyclotrithiazene

The title compound (C6H5)(C4H8NO)[N(C6H 11)2]P=N-S3N3 crystallizes in a triclinic crystal system with unit cell parameters a = 9.8884(4) Å, b = 10.6075(1) Å, c = 14.2276(2) Å, α = 78.14(3)°, β = 79.31(1)°, γ = 65.42(2)°, V = 1319.44(6) Å3, Z = 2, and space group P1̄. The cyclotrithiazene ring adopts a "distorted chair" conformation with a deviation of 0.682(7) Å for the tricoordinated sulfur atom. Remarkably, a short exocyclic S-N bond length 1.489(4) Å along with a large P-N-S angle 136.2(3)° are observed with the iminophosphorus moiety. © 2003 MAIK "Nauka/Interperiodica".

Crystallography Reports

Crystal structure analysis of (morpholino)(phenyl)(dicyclohexylamino) phosphiniminocyclotrithiazene

The title compound (OC4H8N)3P=N-S3N3 crystallizes in a monoclinic crystal system with unit cell parameters a = 8.9996(3), b = 17.2895(7), and c = 12.3648(9) Å, β = 90.63(5)°, Z = 4, and space group P21/n. Strikingly the exocylic S1-N4 bond length is 1.545(3) Å and is accompanied by the largest angle at P-N4-S1 as 131.2(2)°. The tricoordinated sulfur atom of the cyclotrithiazene ring deviates from the mean plane of other five atoms by 0.654(1) Å.

Crystal structure of trismorpholino phosphiniminocyclotrithiazene

Room-temperature reactions of asymmetric phosphines, (Ph)(DCA)(R)P (R = Et2N-, Bu2nN-) with S4N4 in acetonitrile afforded phosphiniminocyclotrithiazenes, (Ph)(DCA)(R)P=N-S3N3 (R = Et2N-, I ; Bu2nN-, II) in modest yields (ca 50%). The heterocycles have been characterized by spectroscopic [IR, UV-vis, NMR (1H and 31P) and mass] and single crystal X-ray diffraction methods. Strikingly, the angle at P-N(4)-S(1) is 135° in I, the largest observed so far and is 119.3° in II. This is also accompanied by the shortest exocyclic S(1)-N(4) bond length of 1.537 Å observed in the case of I. In the unit cell of II, two types of molecules with slightly differing degree of deviation of the tricoordinate sulfur (0.664 and 0.673 Å from the mean plane [N(1)-S(2)-N(2)-S(3)-N(3)] are observed. Copyright © 1997 Elsevier Science Ltd.

Polyhedron

Cyclic S-N compounds and phosphorus reagents-XV [1]. Synthesis, spectral and X-ray structural characterization of (Ph)(DCA)(R)P=N-S3N3 [R=(C2H5)2N-; (n-C4H9)2N-]

The reactions of S4N4 with phosphines of the type PhPR2 (1-5) and PhR′PR [6-11 (R′ = dicyclohexylamino), R: 1,6 = pyrrolidino; 2,7 = piperidino; 3,8 = morpholino; 4,9 = N-methylpiperazino; 5,10 = hexamethylenimino; and 11 = anilino] afford the phosphiniminocyclotrithiazene derivatives, 12-22 at room temperature. Only in the case of the phosphine 10 was the disubstituted derivative 23 isolated (in 65% yield). The trithiazene derivatives of the chiral phosphines in refluxing CH3CN produce the acyclic compounds → PN-S3N, 24-27 in ca. 60% yield. Norbornadiene reacts at room temperature with the cyclotrithiazene derivatives to give the addition products 28-35. → P=N-S3N3 derivatives are found to be stable in 2M NaOH. © 1997 John Wiley &amp; Sons, Inc.

Heteroatom Chemistry

Reactions of S4N4 with tertiary phosphines - Synthesis of phosphiniminocyclothiazenes and their reactions

In the title compound, (C6H5)(NC4H8)[N(C6H 11)2]PN-(S3N3), the cyclotrithiazene ring adopts a distorted-chair conformation. The tricoordinated S atom has a maximum deviation of 0.658 (6) Å from the mean plane of the other five atoms of the S3N3 ring.

Acta Crystallographica Section C: Crystal Structure Communications

S-[(dicyclohexylamino)(phenyl)(1-pyrrolidinyl)phosphinimino] cyclotrithiazene

Journal	Journal of Chemical Crystallography
ISSN	10741542
Open Access	No