Not sure if this is what you mean, but let's say your list has 10 items. You know which 5 items you want in the first "column" and the 5 items you want in your second "column":
Type in the first word for the first column then press the tab as many times as you need to start the second column and type in the first word for your second column. Hit the return key and type in the second word, first column, tab (x times), type in the second word, second column, etc.
word one (tab,tab, tab) word two (return)
word three (tab, tab, tab) word four (return)
word five (tab, tab, tab) word six (return) etc.....
Is that what you are looking for?