Divided with 100 over (5)

I believe the answer is:

cleft

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'divided' is the definition.
(similar in meaning)

'with 100 over' is the wordplay.
'with' means one lot of letters go next to another.
'l00' becomes 'c' (Roman numeral).
'over' becomes 'left' (I can't justify this - if you can you should give a lot more credence to this answer).
'c' next to 'left' is 'CLEFT'.

Can you help me to learn more?

(Other definitions for cleft that I've seen before include "Partially divided" , "Fissure; divided" , "Split or indentation" , "Narrow gap" , "Opening, fissure" .)

I've seen this clue in The Globe and Mail.

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