4-(Phenyldiazenyl)naphthalen-1-amine and its hydrochloride.
The crystal structures of 4-(phenyldiazenyl)naphthalen-1-amine, C(16)H(13)N(3), (I), and its hydrochloride, (4-aminonaphthalen-1-yl)phenyldiazenium chloride, C(16)H(14)N(3)(+) x Cl(-), (II), have been determined from X-ray single-crystal and powder data, respectively. The effect of the crystal environment on the molecular electronic structure was analysed on the AM1 level. One of the two symmetry-independent molecules in (I) is involved in intermolecular hydrogen bonding, so that its dipole moment is twice as large as that of the other molecule. The cations in (II) form stacks along [100], with the Cl(-) anions forming hydrogen bonds to all three H atoms attached to N atoms.
Chemistry Department, Moscow State University, 119899 Moscow, Russia. yatsenko@biocryst.phys.msu.su
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Yatsenko
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Chernyshev
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Paseshnichenko
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Schenk