Abstract
The title compound, C11H10Cl2, is a useful intermediate for the synthesis of 1H-cyclopropa[b]naphthalene. Strain in the molecule is evidenced by the fact that the cyclohexane ring is essentially planar and nearly coplanar with the benzene ring [dihedral angle 1.87 (18)°], and the cyclopropyl ring is almost perpendicular to the cyclohexane ring [dihedral angle 70.99 (12)°]. The molecules are loosely connected into one-dimensional chains by intermolecular Cl⋯Cl interactions with a distance of 3.571 (1) Å. The centroid-to-centroid distance between stacked benzene rings is ca 5.89 Å, indicating that no π–π stacking exists in the crystal structure.
Highlights
The title compound, C11H10Cl2, is a useful intermediate for the synthesis of 1H-cyclopropa[b]naphthalene
Strain in the molecule is evidenced by the fact that the cyclohexane ring is essentially planar and nearly coplanar with the benzene ring [dihedral angle 1.87 (18)], and the cyclopropyl ring is almost perpendicular to the cyclohexane ring [dihedral angle 70.99 (12)]
C5—C11 C6—C8 C6—C7 C7—H7A C7—H7B C8—C9 C8—H8 C9—C10 C9—H9 C10—C11 C10—H10 C11—H11
Summary
Key indicators: single-crystal X-ray study; T = 298 K; mean (C–C) = 0.004 A; R factor = 0.040; wR factor = 0.101; data-to-parameter ratio = 15.0. The title compound, C11H10Cl2, is a useful intermediate for the synthesis of 1H-cyclopropa[b]naphthalene. Strain in the molecule is evidenced by the fact that the cyclohexane ring is essentially planar and nearly coplanar with the benzene ring [dihedral angle 1.87 (18)], and the cyclopropyl ring is almost perpendicular to the cyclohexane ring [dihedral angle 70.99 (12)]. The molecules are loosely connected into onedimensional chains by intermolecular ClÁ Á ÁCl interactions with a distance of 3.571 (1) A. The centroid-to-centroid distance between stacked benzene rings is ca 5.89 A , indicating that no – stacking exists in the crystal structure. Related literature For related literature, see: Browne et al (1974); Halton (2003)
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