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Supramolecular Architecture in the 1:1 Co-Crystallization of 6,7-Dimethoxy-2-methyl-4-phenylisoquinolinium Cation with Perchlorate Anion

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Abstract

X-ray crystallographic analysis of the title organic ion–pair complex, C18H18NO2 + · ClO4 −, reveals that 6,7-dimethoxy-2-methyl-4-phenylisoquinolinium cation is co-crystallized with perchlorate counter-anions in 1:1 ratio. The complex crystallizes in space group P 2 1 /n, with a = 8.0226(7) Å, b = 12.2552(7) Å, c = 17.9734(16) Å, β = 93.908(7) °, Z = 4, D x  = 1.431 g/cm3. Aromaticity of isoquinolinium fragment is considerably deformed by the existence of C–H···O type weak H-bonds, leading to chains of topology C 3 3(12)[R 21 (4)] running along b-axis of the unit cell and pseudo-cyclic centrosymmetric R 44 (24)[2R 21 (4)] synthons. The weak H-bonds serve to stabilize both the extended structure and molecular geometry of the title complex, in particular the disordered perchlorate anion whose components adopt a distorted tetrahedron.

Index Abstract

Molecular and the extended structure of 6,7-dimethoxy-2-methyl-4-phenylisoquinolinium perchlorate, C18H18NO2 + · ClO4 −, were determined by single crystal X-ray diffraction study.

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Acknowledgment

The authors thank to Dokuz Eylül and Uludağ Research Funds (respective project numbers: 04.KB.FEN.100 and 2001-2) for financial support of this work. In addition, Hasan Karabıyık would like to thank TÜBİTAK (The Scientific and Technical Research Council of Turkey) for partial financial support.

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Authors and Affiliations

  1. Department of Physics, Dokuz Eylül University, Fen Edebiyat Fakültesi, Fizik Bölümü, 35160-Tınaztepe, İzmir, Turkey

    Hasan Karabıyık, Aytaç Gürhan Gökçe & Muhittin Aygün

  2. Department of Chemistry, Uludağ University, 16059-Görükle, Bursa, Turkey

    Necdet Coşkun & Yunus Tolga Kızılkuşak

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  1. Hasan Karabıyık
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  2. Aytaç Gürhan Gökçe
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  3. Necdet Coşkun
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  4. Muhittin Aygün
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  5. Yunus Tolga Kızılkuşak
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Correspondence to Hasan Karabıyık.

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Karabıyık, H., Gökçe, A.G., Coşkun, N. et al. Supramolecular Architecture in the 1:1 Co-Crystallization of 6,7-Dimethoxy-2-methyl-4-phenylisoquinolinium Cation with Perchlorate Anion. J Chem Crystallogr 39, 279–284 (2009). https://doi.org/10.1007/s10870-008-9472-1

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