Why do you want to add check box to a datatable ?
If you want to store some value, which would be used to populate a CheckBox, then suggest you to store values as Bool.
Even if you want to store the checkBox in datacolumn, then you have to do it like this
DataTable dt = new DataTable();
dt.Columns.Add(new DataColumn("Check", typeof(System.Web.UI.WebControls.CheckBox)));
DataRow dr = dt.NewRow();
CheckBox ck = new CheckBox();
ck.Checked = true;
dr["Check"] = ck;
dt.Rows.Add(dr);
Since column would store reference type, then first you have to create an instance of it, set its value and then store it in the DataColumn.
If you are simply using OneColumn DataTable. I would suggest you to use List<CheckBox>
which would make more sense.
List<CheckBox> checkBoxList = new List<CheckBox>();
CheckBox ck = new CheckBox();
ck.Checked = true;
checkBoxList.Add(ck);