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Crystal structure of 2-(4-nitrophenyl)-2-(phenylamino)propanenitrile and 2-(4-fluorophenylamino)-2-(4-nitrophenyl)propanenitrile

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Abstract

The title compounds, 2-(4-nitrophenyl)-2-(phenylamino)propanenitrile (C15H13N3O2) (1) and 2-(4-fluorophenylamino)-2-(4-nitrophenyl)propanenitrile, (C15H12FN3O2) (2), were synthesized and characterized by spectral analysis and X-ray diffraction studies. Crystals 1 are trigonal, sp. gr. P61, Z = 6, a = 9.4638(9) Å, c = 26.877(3) Å, R = 0.0567; crystals 2 are monoclinic, sp. gr. C2/c, Z = 8, a = 16.9640(12) Å, b = 5.9812(5) Å, c = 27.460(2) Å, β = 91.57(7)°. R = 0.0498. The dihedral angle between the planes of nitrophenyl and phenylamino rings in 1 is 83.55(20)°; the dihedral angle between the planes of flourophenylamino and nitrophenyl rings in 2 is 80.59(7)°. The crystal structure of 1 is stabilized by N-H⋯O hydrogen bonds, whereas N-H⋯N and C-H⋯F inter- and C-H⋯N intramolecular interactions are observed in crystal 2.

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Authors and Affiliations

  1. Post-Graduate Department of Physics & Electronics, University of Jammu, Jammu, Tawi, 180006, India

    Sakshi Sharma, Rajni Kant & Vivek K. Gupta

  2. Laboratory of Natural Products & Organic Synthesis, Department of Chemistry, Visva-Bharati University, Santiniketan, 731235, West Bengal, India

    Sujay Laskar, Bubun Banerjee & Goutam Brahmachari

Authors
  1. Sakshi Sharma
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  2. Sujay Laskar
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  3. Bubun Banerjee
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  4. Goutam Brahmachari
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  5. Rajni Kant
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  6. Vivek K. Gupta
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Correspondence to Goutam Brahmachari.

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Sharma, S., Laskar, S., Banerjee, B. et al. Crystal structure of 2-(4-nitrophenyl)-2-(phenylamino)propanenitrile and 2-(4-fluorophenylamino)-2-(4-nitrophenyl)propanenitrile. Crystallogr. Rep. 59, 1037–1041 (2014). https://doi.org/10.1134/S106377451406025X

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  • DOI: https://doi.org/10.1134/S106377451406025X

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