Wireless connection issue with Apple product

Hi, This is Daniel Jung here.
I got a very strange happening with apple product.
Recently, I created one more SSID assign with particular dynamic interface, the problem is only Apple mobile product is not able to join. but Android and laptop are working very well.
I also tried to find out some solution like enable fast SSID switching, turn off and on for mobile device, re-configuring interface and WLAN, checking error log but there was nothing.
For your information, our WLC model is AIR-CT5508-K9 with 7.3.112.0 version.
Could you share information & solution if any one has?
Thank you.
Regards,
Daniel Jung Yoonho

Dear, Freerk.
Thank you for your information.
I'd like to try captive bypass function then look at the traffic flow to understand very well, however, it looks like required reboot the controller.
ours is not able to do rebooting process so that, only the choice will be I must search testing result by my self... if you have a result from your lab, could you share with me?
Result message after enable captive bypassing configuration.
(Cisco Controller) config>network web-auth captive-bypass enable
Web-auth support for Captive-Bypass will be enabled.
You must reset system for this setting to take effect.

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