Your message can not be sent

Everytime I try sending a file to my friend's iPhone with iMessage and Messages on my Mac I get this message, even though I've been able to send files in the past and am able to send files if I use my iPhone.
Any ideas on how to fix this?

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    After downloading Mavericks, i can use iMessage normaly.
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    Any solutions ? Thanks.

    Hi,
    The Apple ID on the iPhone has to be removed and not just trying to isolate it as a Send and Receive Address.
    The Pic also looks a little odd.
    If you read older info about the iChat App it refers to Chats  (AIM, Jabber, Bonjour and Yahoo) on the type of accounts that have Buddy lists.
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    Whilst the alert is somewhat see though it only appears to have the Pink Panther pic (possibly a Top Cat character) behind it and I can't tell if it is sending an iMessage or not.
    8:12 pm      Thursday; July 17, 2014
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  • Messages keeps saying "Your message could not be sent..."

    I am sick to death with this problem in Messages. I thought it was specific to one colleague, but now I just had it happen to another.
    I will get messages just fine. I can respond a few times (around 3) without problem, and then it simply refuses to send any more beyond that. Instead, I get the small red "!" and when I click on it, I get the above message. I have also confirmed that my messages are not being recieved on the other side. If I click "resend" they usually fail as well.
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    thanks.

    Hi,
    QUit Messages.
    Launch Terminal (Applications/Utilities)
    Copy and Paste in to Terminal the bold text below.
    /Applications/Messages.app/Contents/MacOS/Messages -errorLogLevel 7
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    203415.156199 ER_AddFilter (0): Adding [[email protected]]->[0]
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    203415.158948 H264: (640 x 480) @ 30 fps
    203415.159253 H264: (320 x 240) @ 30 fps
    203415.159592 H263: (352 x 288) @ 30 fps
    203415.159751 H263: (176 x 144) @ 30 fps
    203415.159846 ######################################
    203415.159852 # SoundDec_Create(16000 --> 3) #
    203415.159856 ######################################
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    External IP: 1XX.XXX.XX.XX
    External Ports: 16403, 16403, 16403
    CNAT_BADTEST ....... 0
    CNAT_ISFULLCONE .... 0
    CNAT_ISPAT ......... 0
    CNAT_ISPATHOST ..... 0
    CNAT_TRYPRESERVE ... 1
    CNAT_PATINORDER .... 0
    CNAT_BLOCKIP ....... 1
    CNAT_BLOCKPORT ..... 1
    CNAT_LOOPBACK ...... 0
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    Much of the info in between the top section and the bottom is the app testing for Internet Speed and whether you have a camera and Mic.
    203420.324121 BWD: GotBandwidth: 9019735/44891640 (up/down) @[16.0.168.192:0.255.255.255]
    203420.324134 BWD bandwidth: 9019 kbits up, 44891 kbits down.
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    203420.324142 audioNetworkCapable: 1 -- 9 max participants.
    In this bit your LAN IP is shown in reverse.
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    If you do get something can you post this.
    The app will work normally (well as normally as yours seems to).
    Once you have either past or experienced  your issue you can Quit Messages and then Quit Terminal.
    8:57 pm      Friday; May 16, 2014
    ​  iMac 2.5Ghz i5 2011 (Mavericks 10.9)
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  • Message could not be sent?!?!

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  • Exchange 2010 "This message could not be sent. Try sending the message again later, or contact your network administrator. Error is [0x80004005-00000000-00000000].

    Exchange 2010 "This message could not be sent. Try sending the message again later, or contact your network administrator.  Error is [0x80004005-00000000-00000000].
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    Hi,
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    Best regards,
    Amy Wang
    TechNet Community Support

  • HT4623 My messages are not being sent. Can someone help?

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    That's the kind of message you will see when trying to send on behalf of/send as another user, when you don't have the necessary permissions added. Or you are using the wrong send method, or using an outdated name cache entry, or the OAB is outdated.

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