Issues with sending a pdf attachment to an external email from outlook

[lhalton]

I am getting the following error when i try to send any external emails out with a pdf attachment

This message could not be sent. The client operation failed. Try sending the message again later, or contact your network administrator.


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Diagnostic information for administrators:

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Error is [0x80004005-0x80004005-0x00000501].


Exchange response headers:

request-id: 024caed8-e140-4724-a159-fb521dfd4b15

X-ServerApplication: Exchange/15.20.1101.016

X-FEServer: SYBPR01CA0141

X-BEServer: SN4PR0201MB3534

X-CalculatedBETarget: SN4PR0201MB3534.namprd02.prod.outlook.com

X-RequestId: {0C0BAE78-1220-4F62-A447-4965FB71331D}:87

X-ClientInfo: {BE2C4A34-203C-41FF-8FE7-328F8A24A3F7}:186000014

X-ElapsedTime: 230

X-BackEndHttpStatus: 200

X-ResponseCode: 0

X-DiagInfo: SN4PR0201MB3534

X-RequestType: Execute

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ROPs Summary:


0: ropWriteStream (45) Processed(1) Completed(0)

ROP result: 0

Response codes: 0

1: ropRelease (1) Processed(1) Completed(0)

ROP result: 0

Response codes: 0

2: ropSetProps (10) Processed(1) Completed(0)

ROP result: 0

Response codes: 0

3: ropSetProps (10) Processed(1) Completed(0)

ROP result: 0

Response codes: 0

4: ropFlushRecipients (14) Processed(1) Completed(0)

ROP result: 0

Response codes: 0

5: ropSetProps (10) Processed(1) Completed(0)

ROP result: 0

Response codes: 0

6: ropTransportSend (74) Processed(1) Completed(0)

ROP result: 0

Response codes: -2147467259

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Response Exceptions:


ROP Index: 6

ROP Associated: ropTransportSend (74)

Microsoft.Exchange.Data.StoreObjects.PropertyErrorException: Property: [0x1039001f] PR_INTERNET_REFERENCES, PropertyErrorCode: RequireStreamed, PropertyErrorDescription: .

at Microsoft.Exchange.Data.Storage.PropertyBag.CheckPropertyValue[T](StorePropertyDefinition propertyDefinition, Object propertyValue, T defaultPropertyValue)

at Microsoft.Exchange.Data.Storage.AllInternetReferencesListProperty.InternalTryGetValue(BasicPropertyStore propertyBag)

at Microsoft.Exchange.Data.Storage.PropertyBag.TryGetProperty(PropertyDefinition propertyDefinition)

at Microsoft.Exchange.Data.Storage.PropertyBag.GetValueOrDefault[T](StorePropertyDefinition propertyDefinition, T defaultValue)

at Microsoft.Exchange.Data.Storage.Conversations.ConversationAggregationByReferencesSubjectProcessor.SearchByReferences(ICorePropertyBag persistPropertyBag, Boolean searchByDupedMessage, IStorePropertyBag& foundPropertyBag, ConversationRelation& relationToFoundMessage, PropertyDefinition[] propsToReturn)

at Microsoft.Exchange.Data.Storage.Conversations.ConversationAggregationByReferencesSubjectProcessor.TryAggregate(ICorePropertyBag item, ConversationAggregationResult& result)

at Microsoft.Exchange.Data.Storage.Conversations.ConversationAggregator.<>c__DisplayClass8_0.<Aggregate>b__0()

at Microsoft.Exchange.Data.Storage.Conversations.Diagnostics.ConversationOperationTracker.Track(String operationName, IExtensibleLogger logger, TrackableOperationDelegate aggregation)

at Microsoft.Exchange.Data.Storage.Conversations.ConversationAggregator.Aggregate(ICoreItem message)

at Microsoft.Exchange.Data.Storage.MessageItem.AggregateMessageInConversation(ICoreItem item, CoreItemOperation operation)

at Microsoft.Exchange.Data.Storage.MessageItemSchema.CoreObjectUpdate(CoreItem coreItem, CoreItemOperation operation)

at Microsoft.Exchange.Data.Storage.Performance.MailboxOperationPerformanceTracker.ExecuteWithLatencyTracking(ActivityOperationType operation, Action action, String instance)

at Microsoft.Exchange.Data.Storage.CoreItem.CoreObjectUpdate(CoreItemOperation operation)

at Microsoft.Exchange.Data.Storage.CoreItem.<PreprocessItem>b__98_0()

at Microsoft.Exchange.Data.Storage.Performance.MailboxOperationPerformanceTracker.ExecuteWithLatencyTracking(ActivityOperationType operation, Action action, String instance)

at Microsoft.Exchange.Data.Storage.CoreItem.TransportSend(PropertyDefinition[]& properties, Object[]& values)

at Microsoft.Exchange.RpcClientAccess.Handler.Message.TransportSend()

at Microsoft.Exchange.RpcClientAccess.Handler.RopHandler.<>c__DisplayClass154_0.<TransportSend>b__0()

at Microsoft.Exchange.RpcClientAccess.Handler.ExceptionTranslator.TryExecuteCatchAndTranslateExceptions[TResult](Func`1 protectedCode, Func`2 errorCodeExtractor, Boolean noThrow, TResult& result, Exception& exception, ErrorCode& errorCode)



Transport-Send failed: failure enum(25), HResult(0x00000000), EC(-2147467259).

Transport-Send failed: failure enum(22), HResult(0x00000000), EC(-2147467259).

Submit-Message failed: message id(3), failure enum(13), HResult(0x80004005), EC(-2147467259).

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