How to set up sales tax for Clothing in New York State

I am struggling with setting up a client selling clothing in New York state and using native Acumatica tax for the Sales tax

The issue is clothing items in New York state are exempt from NY state sales tax for items under $110.  Clothing is then subject to a country clothing surtax (which can be different than the county tax) and several counties waive the tax under $110.

My issue is when a sale is for example 200 tee shirts at $10.  I can only assign a tax category to the inventory item.  I have set up Tax ids for NYExempt and then each county/clothing tax.  The tax ids are set up as exclusive line level.  I have set up tax zones by county/cloth and assigned the specific county/cloth and NYexempt tax id to it.

When I invoice the 200 tee shirts, it only exempts $109 as it looks at the line item as a whole due to tax category being assigned instead of tax id.

Also, when I have multiple lines for clothing, it is treating it as document exclusive and only exempting 109 instead of the lines by dollars.

The client also has taxable sales, exempt, and the freight on a clothing order is fully taxable at the full New York state and county rate.  

I have set up the reporting to match the New York state sales tax reporting lines.

I do not see how to get the tax set up to capture the clothing set up.  I appreciate all and any suggestions or ideas.

Thank you!!