1976
DOI: 10.1107/s056774087600647x
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The crystal and molecular structures of p-nitrobenzylidene-p-dimethylaminoaniline and p-dimethylaminobenzylidene-p-nitroaniline

Abstract: The crystal data for p-nitrobenzylidene-p-dimethylaminoaniline (I) are: monoclinic, space group P21/c; a= 11.065 (2), b=7.759 (2), c= 16.488 (2)/~,, fl= 106"53 (3) °, Z=4. The crystal data for p-dimethylaminobenzylidene-p-nitroaniline (II) are: triclinic, space group P]'; a=9.509 (1), b= 16.200 (1), c= 9-505 (1) ~, e=91.69 (1), fl= 107.52 (1), 9,= 101"04 (1) °, Z=4 (two independent molecules in the asymmetric unit). The intensity data were collected on a four-circle diffractometer using Zr-filtered Mo Ke radia… Show more

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Cited by 54 publications
(30 citation statements)
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“…The bond distances and angles of the title compound are in very good agreement with those of N-(4-nitrobenzylidene)-4-dimethylaminoaniline (Nakai, Shiro, Ezumi, Sakata & Kubota, 1976). In both compounds the bond distances C(1)-C(7) and N(1)-C(8) are shortened and N(1)-C(7) lengthened in comparison with those of N-benzylideneaniline (1.496, 1.460 and 1.237 A respectively) (B/irgi & Dunitz, 1970).…”
Section: Ueqsupporting
confidence: 55%
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“…The bond distances and angles of the title compound are in very good agreement with those of N-(4-nitrobenzylidene)-4-dimethylaminoaniline (Nakai, Shiro, Ezumi, Sakata & Kubota, 1976). In both compounds the bond distances C(1)-C(7) and N(1)-C(8) are shortened and N(1)-C(7) lengthened in comparison with those of N-benzylideneaniline (1.496, 1.460 and 1.237 A respectively) (B/irgi & Dunitz, 1970).…”
Section: Ueqsupporting
confidence: 55%
“…The quinoid resonance forms noted above result in near planarity of the molecule. The dihedral angle between the phenyl ring and the plane through C(1), C(7), N(1) and C (8) (Moustakali-Mavridis, Hadjoudis & Mavridis, 1980;Nakai et al, 1976).…”
Section: Ueqmentioning
confidence: 99%
“…The contribution of the quinoid structure to the bonds C(4)-N(1), C(7)-C(8) and N(1)=C (7) which are in the bridge portion is remarkable: the former two bonds are shortened and the third is lengthened in comparison with those in Nbenzylideneaniline (Nakai et al, 1976).…”
Section: Resultsmentioning
confidence: 96%
“…1) are respectively 9.2 and 4.1°, p-dimethylamino-N-(p-nitrobenzylidene)-aniline can be regarded as a planar molecule (Ezumi, Nakai, Sakata, Nishikida, Shiro & Kubota, 1974;Skrabal, Steiger & Zollinger, 1975;Nakai et al, 1976).…”
Section: Resultsmentioning
confidence: 99%
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