[2.2]Paracyclo(3,6)carbazolophane (1a) and [2.2](1,4)-naphthaleno(3,6)carbazolophane (1b) were prepared. The structures of 1a and 1b were characterized by H-1 NMR. X-ray analysis of 1a revealed that the carbazole ring extremely deviates from the conjugated plane. Electronic spectra of 1a and 1b showed the broadening and bathochromic shift compared with the references.