Startseite Crystal and molecular structure of N-phenyl substituted 1,2-, 2,3- and 1,8-naphthalimides
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Crystal and molecular structure of N-phenyl substituted 1,2-, 2,3- and 1,8-naphthalimides

Veröffentlicht/Copyright: 28. Juli 2010
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Zeitschrift für Kristallographie - Crystalline Materials
Aus der Zeitschrift Zeitschrift für Kristallographie - Crystalline Materials Band 210 Heft 10

Abstract

The three structures were solved by direct methods and refined by full-matrix least-squares procedure. 2-phenyl-1 H-benz[f]isoindole-1,3(2H)-dione, (compound 1): orthorhombic, space group Pcab, a = 7.618(1) Å, b = 11.717(2) Å, c = 28.540(4) Å, V = 2547.4(7) Å3, Z = 8 and d = 1.425 Mg m−3, R = 0.038 (Rw = 0.038) for 190 parameters and 820 observations with I > 2.5σ(I). 2-phenyl-1H-benz[e]isoindole-1,3(2 H)-dione (compound 2): orthorhombic, space group Pc21b, a = 6.7042(9) Å, b = 7.4589(9) Å, c = 26.441(7) Å, V = 1322.4(4) Å3, Z = 4 and d = 1.373 Mg m−3, R = 0.037 (Rw = 0.032) for 190 parameters and 1186 observations with I > 3σ(I). 2-phenyl-1H-benz[de]isoquinoline-1,3(2H)-dione (compound 3): monoclinic, space group C2/c, a = 13.501(3) Å, b = 13.212(4) Å, c = 8.305(2) Å, β = 116.24(2)°, V = 1329(9) Å3, Z = 4, and d = 1.366 Mg m−3, R = 0.038 (Rw = 0.033) for 71 parameters and 754 observations with I > 3σ(I).

The plane of the N-phenyl substituent has an axis which lies in the plane of the naphthalimide part and passes by the carbon atom bound to the nitrogen atom and by the carbon in para position. It makes a dihedral angle with the plane of the naphthalimide moiety of 59.2°, 46.5° and 69.4° for the compounds 1,2 and 3 respectively. This difference in geometry between the three molecules brings new insights into their spectroscopic properties.

Published Online: 2010-7-28
Published in Print: 1995-10-1

© 2015 Oldenbourg Wissenschaftsverlag GmbH, Rosenheimer Str. 145, 81671 München

Artikel in diesem Heft

  1. Refinement of polycrystalline disordered cubic silicon carbide by structure modeling and X-ray diffraction simulation
  2. A new modification of slawsonite, SrAl2Si2O8: Its structure and phase transition
  3. The crystal structure of the quartz-type form of GaPO4 and its temperature dependence
  4. Crystal structures of two nitroprussides: SmNa[Fe(CN)5NO]2 · 7H2O and GdNa[Fe(CN)5NO]2 · 7H2O
  5. Crystal and molecular structure of N-phenyl substituted 1,2-, 2,3- and 1,8-naphthalimides
  6. Kristallzucht und Einkristallstrukturanalyse von μ-Pyrazinoeisen(II)-chlorid, FeCl2(pyz)2
  7. Crystal structures of two polymorphic forms of bis-(zinc-dibutyldithiopercarbamate)
  8. Crystal structure of dicaesium tetrathiomolybdate, Cs2MoS4
  9. Crystal structure of caesium copper(I) tetrasulfide, CsCuS4
  10. Crystal structure of trisodium catena-di-μ-phosphidoaluminate, Na3AlP2
  11. Crystal structure of disodium lithium diphosphidoaluminate, Na2LiAlP2
  12. Crystal structures of trirubidium diarsenidoborate, Rb3BAs2 and trirubidium diphosphidoborate, Rb3BP2
  13. Crystal structure of calcium germanide oxide, Ca3GeO
  14. Crystal structure of l,6-bis-4′,-(2′,-bromo)-pyridine-hexane, C16H18Br2N2
  15. Crystal structure of 1,6-bis(para-methoxy-benzene)-trans-hex-1,5-diyne-3-ene, C20H16O2
  16. Crystal structure of 3,17β-dipropionoxy-9α-hydroxyestra-1,3,5(10)-triene-6-one, C24H30O6
  17. Crystal structure of (4S,11aS)-11a-ethoxycarbonyl-1,3,4,6,11,11a-hexahydro-4-methoxycarbonyl-1-oxo-[1,4]oxazino[4,3-b]isoquinoline, C17H19NO6
  18. Crystal structure of (2,4,6-tri-tert-butylphenyl)amino-dibromo-((2,4,6-tri-tert-butyl-phenyl)imino)phosphorane, C36H59Br2N2P
  19. Crystal structure of 1-ethyl-2,5-diphenyl-1-(2,4,6-tri-tert-butylphenylimino)-1,5-dihydro-2H-1λ5-phosphole, C36H48NP
  20. Crystal structure of 7-phenyl-2(E),4(E),6(E)-trienal, C13H12O
  21. Crystal structure of [2.2](2,2″)-1,1″:3′,1″-terphenylophan-1(E),21(E)-diene, C40H28
  22. Crystal structure of [2.2]1,8-biphenylenophan-1(Z),11(Z)-diene, C28H16
  23. Crystal structure of 2,15-dithia[3.3](1,3)adamantano-paracyclophane-2,2,15,15-tetroxide, C20H26O4S2
  24. Crystal structure of (2,4-di-tert-butyl-1,3-diphosphet)(2,4-di-tert-butyl-6-acetylmethyl-1,3-diphosphinine)iron, (P2C2(C4H9)2)Fe(P2C4H(C4H9)2CH2OC(O)CH3)
  25. Crystal structure of syn-6,15-di-tert-butyl-9,18-difluoro-2,11-dithia[3.3]-metacyclophane, C24H30F2S2
  26. Crystal structure of syn-6-tert-butyl-9,18-difluoro-2,11-dithia[3.3]-metacyclophane, C20H22F2S2
  27. Crystal structure of syn-6-tert-butyl-9-fluoro-2,11-dithia[3.3]metacyclophane, C20H23FS2
  28. Crystal structure of syn-6-tert-butyl-18-fluoro-2,11-dithia[3.3]metacyclophane, C20H23FS2
  29. Crystal structure of syn-5,13-di-tert-butyl-8,16-difluoro[2.2]metacyclophane, C24H30F2
  30. Mineralogie.
  31. Encyclopedia of Applied Physics.
  32. Gmelin Handbook of Inorganic and Organometallic Chemistry. TYPIX-Standardized Data and Crystal Chemical Characterization of Inorganic Structure Types.
  33. Crystal Data. Excerpt from “Systematics of Minerals”.
  34. Elementary Dislocation Theory.
  35. Clusters and Colloids. From Theory to Applications.
https://doi.org/10.1524/zkri.1995.210.10.760

Artikel in diesem Heft

  1. Refinement of polycrystalline disordered cubic silicon carbide by structure modeling and X-ray diffraction simulation
  2. A new modification of slawsonite, SrAl2Si2O8: Its structure and phase transition
  3. The crystal structure of the quartz-type form of GaPO4 and its temperature dependence
  4. Crystal structures of two nitroprussides: SmNa[Fe(CN)5NO]2 · 7H2O and GdNa[Fe(CN)5NO]2 · 7H2O
  5. Crystal and molecular structure of N-phenyl substituted 1,2-, 2,3- and 1,8-naphthalimides
  6. Kristallzucht und Einkristallstrukturanalyse von μ-Pyrazinoeisen(II)-chlorid, FeCl2(pyz)2
  7. Crystal structures of two polymorphic forms of bis-(zinc-dibutyldithiopercarbamate)
  8. Crystal structure of dicaesium tetrathiomolybdate, Cs2MoS4
  9. Crystal structure of caesium copper(I) tetrasulfide, CsCuS4
  10. Crystal structure of trisodium catena-di-μ-phosphidoaluminate, Na3AlP2
  11. Crystal structure of disodium lithium diphosphidoaluminate, Na2LiAlP2
  12. Crystal structures of trirubidium diarsenidoborate, Rb3BAs2 and trirubidium diphosphidoborate, Rb3BP2
  13. Crystal structure of calcium germanide oxide, Ca3GeO
  14. Crystal structure of l,6-bis-4′,-(2′,-bromo)-pyridine-hexane, C16H18Br2N2
  15. Crystal structure of 1,6-bis(para-methoxy-benzene)-trans-hex-1,5-diyne-3-ene, C20H16O2
  16. Crystal structure of 3,17β-dipropionoxy-9α-hydroxyestra-1,3,5(10)-triene-6-one, C24H30O6
  17. Crystal structure of (4S,11aS)-11a-ethoxycarbonyl-1,3,4,6,11,11a-hexahydro-4-methoxycarbonyl-1-oxo-[1,4]oxazino[4,3-b]isoquinoline, C17H19NO6
  18. Crystal structure of (2,4,6-tri-tert-butylphenyl)amino-dibromo-((2,4,6-tri-tert-butyl-phenyl)imino)phosphorane, C36H59Br2N2P
  19. Crystal structure of 1-ethyl-2,5-diphenyl-1-(2,4,6-tri-tert-butylphenylimino)-1,5-dihydro-2H-1λ5-phosphole, C36H48NP
  20. Crystal structure of 7-phenyl-2(E),4(E),6(E)-trienal, C13H12O
  21. Crystal structure of [2.2](2,2″)-1,1″:3′,1″-terphenylophan-1(E),21(E)-diene, C40H28
  22. Crystal structure of [2.2]1,8-biphenylenophan-1(Z),11(Z)-diene, C28H16
  23. Crystal structure of 2,15-dithia[3.3](1,3)adamantano-paracyclophane-2,2,15,15-tetroxide, C20H26O4S2
  24. Crystal structure of (2,4-di-tert-butyl-1,3-diphosphet)(2,4-di-tert-butyl-6-acetylmethyl-1,3-diphosphinine)iron, (P2C2(C4H9)2)Fe(P2C4H(C4H9)2CH2OC(O)CH3)
  25. Crystal structure of syn-6,15-di-tert-butyl-9,18-difluoro-2,11-dithia[3.3]-metacyclophane, C24H30F2S2
  26. Crystal structure of syn-6-tert-butyl-9,18-difluoro-2,11-dithia[3.3]-metacyclophane, C20H22F2S2
  27. Crystal structure of syn-6-tert-butyl-9-fluoro-2,11-dithia[3.3]metacyclophane, C20H23FS2
  28. Crystal structure of syn-6-tert-butyl-18-fluoro-2,11-dithia[3.3]metacyclophane, C20H23FS2
  29. Crystal structure of syn-5,13-di-tert-butyl-8,16-difluoro[2.2]metacyclophane, C24H30F2
  30. Mineralogie.
  31. Encyclopedia of Applied Physics.
  32. Gmelin Handbook of Inorganic and Organometallic Chemistry. TYPIX-Standardized Data and Crystal Chemical Characterization of Inorganic Structure Types.
  33. Crystal Data. Excerpt from “Systematics of Minerals”.
  34. Elementary Dislocation Theory.
  35. Clusters and Colloids. From Theory to Applications.
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