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Synthesis, crystal structure, and molecular modeling (AM1) of Methyl 6-chloro-4-(2-chlorophenyl)-5-formyl-2-methyl-1, 4-dihydropyridine-3-carboxylate

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Abstract

The synthesis and structural characterization of Methyl 6-chloro-4-(2-chlorophenyl)-5-formyl-2-methyl-1,4-dihydropyridine-3-carboxylate is described. The structure was refined to R1 = 0.0470 for 2665 reflections (with I > 2σ(I)). Crystal data: C15H13C12NO3, monoclinic,space group P21/c, a = 11.163(9), b = 14.484(8), c = 9.422(7) Å, V = 1512.9(19) Å3, Z = 4. The results of crystallographic and molecular modeling (AM1) were compared. The Cl atom attached to the phenyl group has two possible orientations, having 75% (sp) and 25% (ap) occupancy, respectively. The molecules in the crystal are held together by means of intermolecular hydrogen bonds of the type N=H...O and by C=H...O interactions.

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Authors and Affiliations

  1. Laboratorium voor Analytische Chemie en Medicinale Fysicochemie, Faculteit Farmaceutische Wetenschappen, Katholieke Universiteit Leuven, Van Evenstraat 4, B-3000, Leuven, Belgium

    Héctor Novoa de Armas, Norbert M. Blaton, Oswald M. Peeters & Camiel J. De Ranter

  2. Laboratorio de Síntesis Org´nica, Facultad de Química, Universidad de La Habana, 10400, La Habana, Cuba

    Margarita Suárez, Estael Ochoa, Yamila Verdecia & Esperanza Salfrán

Authors
  1. Héctor Novoa de Armas
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  2. Norbert M. Blaton
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  3. Oswald M. Peeters
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  4. Camiel J. De Ranter
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  5. Margarita Suárez
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  6. Estael Ochoa
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  7. Yamila Verdecia
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  8. Esperanza Salfrán
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de Armas, H.N., Blaton, N.M., Peeters, O.M. et al. Synthesis, crystal structure, and molecular modeling (AM1) of Methyl 6-chloro-4-(2-chlorophenyl)-5-formyl-2-methyl-1, 4-dihydropyridine-3-carboxylate. Journal of Chemical Crystallography 30, 237–243 (2000). https://doi.org/10.1023/A:1009539005669

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