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Oxygen-, imino-. and/or sulfur-bridged [18]annulenes are studied using the As-index of aromatic stabilization. Theoretical predictions, which indicate that these compounds should differ among themselves in their aromatic properties, correlate nicely with the available experimental findings. Unknown compounds of this class: [18]annulene imino-dioxide and [18]annulene oxide-imino-sulfide are predicted to be aromatic and good candidates for preparation. The same prediction is also reached for 1,10-diaza[18]annulene.