3-Chloro-1-methyl-4-[2-(3-phenylallylidene)hydrazinylidene]-3,4-dihydro-1H-2λ⁶,1-benzothiazine-2,2-dione

Abstract

In the title compound, C18H16ClN3O2S, the dihedral angle between the aromatic rings is 4.81 (2)° and the alkyl chain takes on an extended conformation [N—C—C—C = 179.2 (4)°]. The conformation of the thia­zine ring is an envelope, with the S atom displaced by −0.805 (3) Å from the mean plane of the other five atoms (r.m.s. deviation = 0.046 Å). The Cl atom is an axial conformation and is displaced by 1.761 (4) Å from the thia­zine ring plane. In the crystal, inversion dimers linked by pairs of C—H⋯O inter­actions generate R 2 2(20) loops and further C—H⋯O hydrogen bonds link the dimers into (001) sheets. Weak aromatic π–π stacking inter­actions [centroid–centroid separations = 3.870 (3) and 3.883 (3) Å] are also observed.

1-Ethyl-4-{2-[1-(4-methylphenyl)ethylidene]hydrazinylidene}-3,4-dihydro-1H-2λ6,1-benzothiazine-2,2-dione

“…deviation = 0.022 Å). A very similar conformation was observed in a related structure (Shafiq et al, 2013). Atoms C7 and C8 in (I) are displaced from the mean plane of the thiazine ring by -0.416 (5) and 0.704 (6) Å, respectively.…”

“…For further synthetic details, see: Shafiq et al (2011b). For a related structure, see: Shafiq et al (2013). Hydrogen-bond geometry (Å , ).…”

3-Chloro-4-[2-(4-chlorobenzylidene)hydrazinylidene]-1-methyl-3,4-dihydro-1H-2λ6,1-benzothiazine-2,2-dione

“…deviation = 0.037 Å). This displacement is smaller than that seen in related structures (Shafiq et al, 2013). In (I), atom C7 is displaced from the mean plane of the ring by 0.541 (7) Å and Cl1, in an axial site, is displaced by 2.015 (6) Å.…”

“…For further synthetic details, see: Shafiq et al (2011b). For related structures, see: Ahmad et al (2010b); Shafiq et al (2011cShafiq et al ( , 2013.…”

Синтез и пространственное строение этил-4-гидрокси-1-фенил-2,2-диоксо-1<I>H</I>-2λ⁶,1-бензотиазин-3-карбоксилата

“…IEtOH, 78°C,1 ÷ íûõ óñëîâèÿõ è òàêaeå íå òðåáóåò êàòàëèçàòîðîâ. Îäíàêî ñóùåñòâîâàíèå 2,1-áåíçîòèàçèíîâ â 4-îêñîôîðìå áûëî îäíîçíà÷íî ïîäòâåðaeäåíî òîëüêî â ñëó÷àå íåçà-ìåù¸ííûõ â ïîëîaeåíèè 3[1, 9 -11], 3-àëêèë-, 3-àðèë-[10] èëè 3-õëîð-[12] ïðîèçâîäíûõ. Äëÿ ñëîaeíûõ ýôèðîâ 4-ãèäðîêñè-2,2-äèîêñî-1Í-2l 6 ,1-áåíçîòèàçèí-…”