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The crystal structures and Hirshfeld surface analysis of 6-(naphthalen-1-yl)-6a-nitro-6,6a,6b,7,9,11a-hexa-hydro-spiro-[chromeno[3',4':3,4]pyrrolo-[1,2-c]thia-zole-11,11'-indeno-[1,2-b]quinoxaline] and 6'-(naphthalen-1-yl)-6a'-nitro-6',6a',6b',7',8',9',10',12a'-octa-hydro-2H-spiro-[ace-naphthyl-ene-1,12'-chromeno[3,4-a]indolizin]-2-one.


ABSTRACT: The title compounds, 6-(naphthalen-1-yl)-6a-nitro-6,6a,6?b,7,9,11a-hexa-hydro-spiro-[chromeno[3',4':3,4]pyrrolo-[1,2-c]thia-zole-11,11'-indeno-[1,2-b]quinoxaline], C37H26N4O3S, (I), and 6'-(naphthalen-1-yl)-6a'-nitro-6',6a',6b',7',8',9',10',12a'-octa-hydro-2H-spiro-[ace-naphthyl-ene-1,12'-chromeno[3,4-a]indolizin]-2-one, C36H28N2O4, (II), are new spiro derivatives, in which both the pyrrolidine rings adopt twisted conformations. In (I), the five-membered thia-zole ring adopts an envelope conformation, while the eight-membered pyrrolidine-thia-zole ring adopts a boat conformation. An intra-molecular C-H?N hydrogen bond occurs, involving a C atom of the pyran ring and an N atom of the pyrazine ring. In (II), the six-membered piperidine ring adopts a chair conformation. An intra-molecular C-H?O hydrogen bond occurs, involving a C atom of the pyrrolidine ring and the keto O atom. For both compounds, the crystal structure is stabilized by inter-molecular C-H?O hydrogen bonds. In (I), the C-H?O hydrogen bonds link adjacent mol-ecules, forming R 2 2(16) loops propagating along the b-axis direction, while in (II) they form zigzag chains along the b-axis direction. In both compounds, C-H?? inter-actions help to consolidate the structure, but no significant ?-? inter-actions with centroid-centroid distances of less than 4?Å are observed.

SUBMITTER: Foize Ahmad G 

PROVIDER: S-EPMC6775748 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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The crystal structures and Hirshfeld surface analysis of 6-(naphthalen-1-yl)-6a-nitro-6,6a,6b,7,9,11a-hexa-hydro-spiro-[chromeno[3',4':3,4]pyrrolo-[1,2-<i>c</i>]thia-zole-11,11'-indeno-[1,2-<i>b</i>]quinoxaline] and 6'-(naphthalen-1-yl)-6a'-nitro-6',6a',6b',7',8',9',10',12a'-octa-hydro-2<i>H</i>-spiro-[ace-naphthyl-ene-1,12'-chromeno[3,4-<i>a</i>]indolizin]-2-one.

Foize Ahmad G G   Syed Mohammed Mujaheer A A   NizamMohideen M M   Gulam Mohamed M M   Viswanathan V V  

Acta crystallographica. Section E, Crystallographic communications 20190927 Pt 10


The title compounds, 6-(naphthalen-1-yl)-6a-nitro-6,6a,6 b,7,9,11<i>a</i>-hexa-hydro-spiro-[chromeno[3',4':3,4]pyrrolo-[1,2-<i>c</i>]thia-zole-11,11'-indeno-[1,2-<i>b</i>]quinoxaline], C<sub>37</sub>H<sub>26</sub>N<sub>4</sub>O<sub>3</sub>S, (I), and 6'-(naphthalen-1-yl)-6a'-nitro-6',6a',6b',7',8',9',10',12<i>a</i>'-octa-hydro-2<i>H</i>-spiro-[ace-naphthyl-ene-1,12'-chromeno[3,4-<i>a</i>]indolizin]-2-one, C<sub>36</sub>H<sub>28</sub>N<sub>2</sub>O<sub>4</sub>, (II), are new spiro derivatives, in  ...[more]

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