Moving Images from one canvas to another canvas(es) one by one or randomly without limitation in transferring in tkinter python

Recently I decided to write an application which let user can load bunch of images in a vertical canvas and select desire layout(3x3,2x3,5x2,...) for printing and send each image to blank room of layout and after editing the image quality send the layout to a printer. I could mange to load images in a vertical canvas and send each image to another canvas (not a layout). But I could only send images to another canvas just 2 times and for the third times despite I select an image but it didn't send to another canvas and I feel it hanged for the third times. Here is my script:

import os
from tkinter import *
from PIL import Image, ImageTk


os.system("cls||clear")

def on_click_Canvas1(event):
    global image_id,selected_item,start_x,start_y
    selected_item = canvas1.find_closest(event.x, event.y)[0]
    start_x, start_y = event.x, event.y

def on_click_Canvas2(event):
    global image_id,selected_item,start_x,start_y
    if selected_item:
        x, y = event.x, event.y
        img_tk = image_ids.pop(selected_item, None)
    
        new_id = canvas2.create_image(x, y, image=img_tk)
        image_ids[new_id] = img_tk  
        selected_item = None 
    
    
def on_mousewheel(event):
    canvas1.yview_scroll(int(-1*(event.delta/120)), "units")

root = Tk()

canvas1 = Canvas(root, width=100, height=200, bg="lightblue") 
canvas2 = Canvas(root, width=300, height=200, bg="light pink")
canvas1.pack(side=RIGHT,expand=True,fill=BOTH)
canvas2.pack(side=LEFT,expand=True,fill=BOTH)

selected_item = None
start_x = 0
start_y = 0

image_list = ["E:\images_1\image1.jpg", 
              "E:\images_1\image2.jpg", 
              "E:\images_1\image3.jpg",
              "E:\images_1\image4.jpg", 
              "E:\images_1\image5.jpg", 
              "E:\images_1\image6.jpg"]

i = 0
n= 100
image_append = []
image_ids = {} 

for image in image_list:
    image1 = Image.open(image).resize((n, n))
    tk_image = ImageTk.PhotoImage(image1)
    image_id = canvas1.create_image(100, n*1.1*i, image=tk_image)
    image_append.append(tk_image)
    image_ids[image_id] = tk_image
    i += 1

vsb = Scrollbar(canvas1, orient=VERTICAL,command=canvas1.yview)
vsb.pack(side=RIGHT, fill=Y)
canvas1.config(yscrollcommand=vsb.set, scrollregion=canvas1.bbox(ALL))

# Bind mouse events for dragging
canvas1.bind("<ButtonPress-1>", on_click_Canvas1)
canvas2.bind("<ButtonPress-1>", on_click_Canvas2)

canvas1.bind_all("<MouseWheel>", on_mousewheel)

root.geometry('500x680')
root.mainloop()

I would appreciate if help to let me know the problem issue and remedy as well. Thank you in advance

Moving Images from one canvas to another canvas(es) one by one or randomly without limitation in transferring

But I could only send images to another canvas just 2 times and for the third times despite I select an image but it didn't send to another canvas and I feel it hanged for the third times.

Because you use selected_item = None, you are unable to select more than two photos. More than two photos are prevented by that selected_item.

Change this:

selected_item = None

to:

selected_item += 1

Screenshot:

As you can see, each image is chosen at random or one at a time.