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Hi Benjamin,

 

This is quick/dirty hack. Create both side lines and determine which line set is inside by the total length of them.

If the code will be used by just you, this may be enough.

 

 

option explicit on
Dim oDoc As Document = ThisApplication.ActiveDocument
Dim oCD As ComponentDefinition = oDoc.ComponentDefinition
Dim TG As TransientGeometry = ThisApplication.TransientGeometry
Dim oFace As Face

Do
oFace = ThisApplication.CommandManager.Pick(SelectionFilterEnum.kPartFacePlanarFilter, "Select Face to Place Sketch")
    If Not oFace Is Nothing Then 
        Dim oSketch As Sketch = oCD.Sketches.Add(oFace, True)
        Dim oLineCollection As ObjectCollection = ThisApplication.TransientObjects.CreateObjectCollection
        Dim oPointCollection As ObjectCollection = ThisApplication.TransientObjects.CreateObjectCollection
        For Each oLine As SketchLine In oSketch.SketchLines
            oLine.Construction = True
            oLineCollection.Add(oLine)
        Next

        Dim createdSetOne As ObjectCollection = ThisApplication.TransientObjects.CreateObjectCollection
        Dim createdSetTwo As ObjectCollection = ThisApplication.TransientObjects.CreateObjectCollection
        Dim createdTotalLengthOne As Double
        Dim createdTotalLengthTwo As Double
        
        For Each oLine As SketchLine In oSketch.OffsetSketchEntitiesUsingDistance(oLineCollection,40,True,False,True)
            createdTotalLengthOne = createdTotalLengthOne + oLine.Length
            createdSetOne.Add(oLine)
        Next oLine
        
        For Each oLine As SketchLine In oSketch.OffsetSketchEntitiesUsingDistance(oLineCollection,40,False,False,True)
            createdTotalLengthTwo = createdTotalLengthTwo + oLine.Length
            createdSetTwo.Add(oLine)
        Next oLine

        Dim insideSet As ObjectCollection
        Dim outsideSet As ObjectCollection
        
        If createdTotalLengthOne < createdTotalLengthTwo Then
            insideSet = createdSetOne
            outsideSet = createdSetTwo
        Else
            insideSet = createdSetTwo
            outsideSet = createdSetOne
        End If
            
        For Each oLine As SketchLine In insideSet
            oPointCollection.Add(oLine.EndSketchPoint)
            oPointCollection.Add(oLine.StartSketchPoint)
        Next

        For Each oLine As SketchLine In outsideSet
            oLine.Delete()
        Next

        For Each oPoint As SketchPoint In oPointCollection
            oPoint.HoleCenter = True
        Next

        oCD.Features.HoleFeatures.AddDrilledByThroughAllExtent(oPointCollection, 1, kPositiveExtentDirection)
    End If
Loop While Not oFace Is Nothing

 

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Freeradical

 Hideo Yamada

 

 

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Freeradical
 Hideo Yamada
https://www.freeradical.jp