AI Article Synopsis

  • - The compound C(19)H(16)ClNO has a dihedral angle of 61.90° between its naphthalene and chloro-benzene rings, indicating some twisting in its structure.
  • - A torsion angle of 174.6° suggests the arrangement of atoms around the C-N bonds is almost linear, which can influence molecular interactions.
  • - The stability of the molecular structure is supported by an internal C-H⋯N hydrogen bond and is further enhanced by π-π stacking interactions in the crystal, with specific centroid-centroid distances noted.

Article Abstract

In the title compound, C(19)H(16)ClNO, the dihedral angle between the naphthalene ring system and the chloro-benzene ring is 61.90 (10)° and the C-N-C-C torsion angle is 174.6 (2)°. The mol-ecular structure is stabilized by an intra-molecular C-H⋯N hydrogen bond. The crystal structure features π-π stacking inter-actions [centroid-centroid distances = 3.7325 (17) and 3.8150 (17) Å].

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414968PMC
http://dx.doi.org/10.1107/S1600536812032114DOI Listing

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Article Synopsis
  • - The compound C(19)H(16)ClNO has a dihedral angle of 61.90° between its naphthalene and chloro-benzene rings, indicating some twisting in its structure.
  • - A torsion angle of 174.6° suggests the arrangement of atoms around the C-N bonds is almost linear, which can influence molecular interactions.
  • - The stability of the molecular structure is supported by an internal C-H⋯N hydrogen bond and is further enhanced by π-π stacking interactions in the crystal, with specific centroid-centroid distances noted.
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The title molecule, (E)-3-chloro-N-((5-nitrothiophen-2-yl)methylene)aniline, (C(11)H(7)ClN(2)O(2)S), was synthesized and characterized by IR and single-crystal X-ray structure determination. The compound crystallizes in the monoclinic space group P2(1)/c. In addition, the molecular geometry, vibrational frequencies and frontier molecular orbitals analysis of the title compound in the ground state have been calculated by using the PM3 semi-empirical, HF/6-31G(d) and B3LYP/6-31G(d) ab initio methods.

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