3812752 - How does smart/auto-match work when there are multiple card transactions with same transaction details and different Reference # in it?

An employee has 10 transactions from same Vendor (for eg: Vendor name is ABC) on the same day for the same amount. They uploaded the receipts and Concur only combined one receipt with one transaction. Is Smart Expense / ExpenseIt not able to handle multiple transactions and receipts for the same amount?

Process explanation for when ExpenseIt is used to combine multiple transactions for a single vendor on a single day , KBA , CON-CA-ADM , Administration , CON-EXP-EXP , Expenses , Problem