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Outlook Crashing with CRM plugin

Hello

We have a user that is running Outlook 2010 with the CRM 2013 client. When the CRM plugin is active (Does not happen to outlook without CRM activated) the users outlook crashes within a minute or two with the generic "Outlook has stopped working" error. This only occurs on our Remote Desktop.

Below is the trace file from CRM

[2017-09-04 10:39:32.606] Process:OUTLOOK |Thread:16296 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CEmailTagger::HrFindAndTagItemsInOutlookSearchOneFolder File: c:\bt\160163\src\core\application\outlook\addin\emailtagger.cpp Line: 1214
>hr = 0x8004010f
# CRM Tracing Version 1.1 Unmanaged
# LocalTime: 2017-09-04 10:39:32.606
# Categories: *:Error
# Schedule: No registry key - using default value: Daily
# ComputerName: TS2
# CRMVersion: 6.1.0004.0145
[2017-09-04 10:39:32.606] Process:OUTLOOK |Thread:16296 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CEmailTagger::HrFindAndTagItemsInOutlookSearchOneFolder File: c:\bt\160163\src\core\application\outlook\addin\emailtagger.cpp Line: 1216
>HrGetOneMAPIProp() failed with hr = 0x8004010f.
[2017-09-04 10:39:32.607] Process:OUTLOOK |Thread:16296 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CEmailTagger::HrFindAndTagItemsInOutlookSearchAllFolders File: c:\bt\160163\src\core\application\outlook\addin\emailtagger.cpp Line: 1089
>hr = 0x80004005
[2017-09-04 10:39:32.610] Process:OUTLOOK |Thread:16296 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CEmailTagger::HrFindAndTagItemsInOutlookSearchAllFolders File: c:\bt\160163\src\core\application\outlook\addin\emailtagger.cpp Line: 1091
>IMAPITable::QueryRows() failed with hr = 0x80004005.
[2017-09-04 10:39:33.367] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteMailItemInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1866
>hr = 0x80040237
[2017-09-04 10:39:33.380] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteMailItemInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1881
>hr = 0x80040237
[2017-09-04 10:39:33.383] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1471
>hr = 0x80040237
[2017-09-04 10:39:33.383] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1502
>hr = 0x80040237
[2017-09-04 10:39:33.429] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1524
>hr = 0x80040237
[2017-09-04 10:39:33.430] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteItemToCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 293
>hr = 0x80040237
[2017-09-04 10:39:33.430] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CItemHelper<struct Outlook::_MailItem>::PromoteItemToCrm File: c:\bt\160163\src\core\application\outlook\addin\ItemHelper.h Line: 406
>hr = 0x80040237
[2017-09-04 10:39:33.430] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CSyncToOutlook::SyncItemByTypeByAction File: c:\bt\160163\src\core\application\outlook\addin\synctooutlook.cpp Line: 1516
>hr = 0x80040237
[2017-09-04 10:39:34.820] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteMailItemInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1866
>hr = 0x80040237
[2017-09-04 10:39:34.834] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteMailItemInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1881
>hr = 0x80040237
[2017-09-04 10:39:34.838] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1471
>hr = 0x80040237
[2017-09-04 10:39:34.838] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1502
>hr = 0x80040237
[2017-09-04 10:39:34.888] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1524
>hr = 0x80040237
[2017-09-04 10:39:34.888] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteItemToCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 293
>hr = 0x80040237
[2017-09-04 10:39:34.889] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CItemHelper<struct Outlook::_MailItem>::PromoteItemToCrm File: c:\bt\160163\src\core\application\outlook\addin\ItemHelper.h Line: 406
>hr = 0x80040237
[2017-09-04 10:39:34.889] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CSyncToOutlook::SyncItemByTypeByAction File: c:\bt\160163\src\core\application\outlook\addin\synctooutlook.cpp Line: 1516
>hr = 0x80040237
[2017-09-04 10:39:35.690] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteMailItemInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1866
>hr = 0x80040237
[2017-09-04 10:39:35.701] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteMailItemInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1881
>hr = 0x80040237
[2017-09-04 10:39:35.702] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1471
>hr = 0x80040237
[2017-09-04 10:39:35.703] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1502
>hr = 0x80040237
[2017-09-04 10:39:35.746] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1524
>hr = 0x80040237
[2017-09-04 10:39:35.746] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteItemToCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 293
>hr = 0x80040237
[2017-09-04 10:39:35.747] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CItemHelper<struct Outlook::_MailItem>::PromoteItemToCrm File: c:\bt\160163\src\core\application\outlook\addin\ItemHelper.h Line: 406
>hr = 0x80040237
[2017-09-04 10:39:35.747] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CSyncToOutlook::SyncItemByTypeByAction File: c:\bt\160163\src\core\application\outlook\addin\synctooutlook.cpp Line: 1516
>hr = 0x80040237
[2017-09-04 10:39:37.310] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteMailItemInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1866
>hr = 0x80040237
[2017-09-04 10:39:37.310] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteMailItemInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1881
>hr = 0x80040237
[2017-09-04 10:39:37.325] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1471
>hr = 0x80040237
[2017-09-04 10:39:37.325] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1502
>hr = 0x80040237
[2017-09-04 10:39:37.357] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1524
>hr = 0x80040237
[2017-09-04 10:39:37.357] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteItemToCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 293
>hr = 0x80040237
[2017-09-04 10:39:37.357] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CItemHelper<struct Outlook::_MailItem>::PromoteItemToCrm File: c:\bt\160163\src\core\application\outlook\addin\ItemHelper.h Line: 406
>hr = 0x80040237
[2017-09-04 10:39:37.357] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CSyncToOutlook::SyncItemByTypeByAction File: c:\bt\160163\src\core\application\outlook\addin\synctooutlook.cpp Line: 1516
>hr = 0x80040237
[2017-09-04 10:39:38.648] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteMailItemInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1866
>hr = 0x80040237
[2017-09-04 10:39:38.664] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteMailItemInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1881
>hr = 0x80040237
[2017-09-04 10:39:38.664] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1471
>hr = 0x80040237
[2017-09-04 10:39:38.664] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1502
>hr = 0x80040237
[2017-09-04 10:39:38.696] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrCreateInCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 1524
>hr = 0x80040237
[2017-09-04 10:39:38.696] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CMailItemHelper::HrPromoteItemToCrm File: c:\bt\160163\src\core\application\outlook\addin\emailhelper.cpp Line: 293
>hr = 0x80040237
[2017-09-04 10:39:38.696] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CItemHelper<struct Outlook::_MailItem>::PromoteItemToCrm File: c:\bt\160163\src\core\application\outlook\addin\ItemHelper.h Line: 406
>hr = 0x80040237
[2017-09-04 10:39:38.696] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CSyncToOutlook::SyncItemByTypeByAction File: c:\bt\160163\src\core\application\outlook\addin\synctooutlook.cpp Line: 1516
>hr = 0x80040237
[2017-09-04 10:39:40.889] Process:OUTLOOK |Thread:16296 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CEmailTagger::HrFindAndTagItemsInOutlookSearchOneFolder File: c:\bt\160163\src\core\application\outlook\addin\emailtagger.cpp Line: 1208
>HrGetOneMAPIProp() failed with hr = 0x8004010f (outbox folder skipped).
[2017-09-04 10:40:16.138] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | HrLoadManagedString File: c:\bt\160163\src\core\application\outlook\addin\..\common\ResourceManagerEx.h Line: 39
>hr = 0x80040203
[2017-09-04 10:40:16.138] Process:OUTLOOK |Thread:2620 |Category: Unmanaged.Platform |User: PlatformUser |Level: Error | CSyncToOutlook::HrSetStatusAndTaskTextWithCount File: c:\bt\160163\src\core\application\outlook\addin\synctooutlook.h Line: 116
>hr = 0x80040203

_________________________________________________________________________________________________________________________________________________________________

and the following is the trace file from Outlook:

[2017-09-04 10:39:31.890] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Exception |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | ThreadsSupport.ExecuteThreadProc ilOffset = 0x0
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
>Entity id is null or empty, skip deleting the entity 'email'
[2017-09-04 10:39:33.365] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Application.Outlook |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | CrmServiceForOutlook.Execute ilOffset = 0x10
at CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException) ilOffset = 0x10
at EmailForOutlook.Microsoft.Crm.Application.SMWrappers.IEmailForOutlook.DeliverPromote(String messageId, String subject, String from, String to, String cc, String bcc, Double receivedon, String submittedBy, String importance, String body, IDynamicEntityCollectionForOutlook attachments, Int32 attachmentCount, IDynamicEntityForOutlook extraProperties, String entityXml, String regardingId, Int64 regardingObjectType, String crmId, Int32& notification) ilOffset = 0x1CD
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
>FaultExceptionDetails: Unhandled Exception: System.ServiceModel.FaultException`1[[Microsoft.Xrm.Sdk.OrganizationServiceFault, Microsoft.Xrm.Sdk, Version=6.0.0.0, Culture=neutral, PublicKeyToken=31bf3856ad364e35]]: Cannot insert duplicate key.Detail:
<OrganizationServiceFault xmlns:i="www.w3.org/.../XMLSchema-instance" xmlns="schemas.microsoft.com/.../Contracts">
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d2p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:35.2369622Z</Timestamp>
<InnerFault>
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d3p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:35.2369622Z</Timestamp>
<InnerFault>
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d4p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:35.2369622Z</Timestamp>
<InnerFault i:nil="true" />
<TraceText i:nil="true" />
</InnerFault>
<TraceText i:nil="true" />
</InnerFault>
<TraceText i:nil="true" />
</OrganizationServiceFault>

Server stack trace:
at System.ServiceModel.Channels.ServiceChannel.HandleReply(ProxyOperationRuntime operation, ProxyRpc& rpc)
at System.ServiceModel.Channels.ServiceChannel.Call(String action, Boolean oneway, ProxyOperationRuntime operation, Object[] ins, Object[] outs, TimeSpan timeout)
at System.ServiceModel.Channels.ServiceChannelProxy.InvokeService(IMethodCallMessage methodCall, ProxyOperationRuntime operation)
at System.ServiceModel.Channels.ServiceChannelProxy.Invoke(IMessage message)

Exception rethrown at [0]:
at System.Runtime.Remoting.Proxies.RealProxy.HandleReturnMessage(IMessage reqMsg, IMessage retMsg)
at System.Runtime.Remoting.Proxies.RealProxy.PrivateInvoke(MessageData& msgData, Int32 type)
at Microsoft.Xrm.Sdk.IOrganizationService.Execute(OrganizationRequest request)
at Microsoft.Xrm.Sdk.Client.OrganizationServiceProxy.ExecuteCore(OrganizationRequest request)
at Microsoft.Crm.Application.SMWrappers.ClientOrganizationServiceProxy.ExecuteCore(OrganizationRequest request)
at Microsoft.Crm.Application.SMWrappers.CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException)

[2017-09-04 10:39:33.366] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Application.Outlook |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | ThreadsSupport.ExecuteThreadProc ilOffset = 0x0
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
> TraceException: Unhandled Exception: System.Runtime.InteropServices.COMException: Cannot insert duplicate key.
at Microsoft.Crm.Application.SMWrappers.CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException)
at Microsoft.Crm.Application.SMWrappers.EmailForOutlook.Microsoft.Crm.Application.SMWrappers.IEmailForOutlook.DeliverPromote(String messageId, String subject, String from, String to, String cc, String bcc, Double receivedon, String submittedBy, String importance, String body, IDynamicEntityCollectionForOutlook attachments, Int32 attachmentCount, IDynamicEntityForOutlook extraProperties, String entityXml, String regardingId, Int64 regardingObjectType, String crmId, Int32& notification)

[2017-09-04 10:39:33.384] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Exception |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | ThreadsSupport.ExecuteThreadProc ilOffset = 0x0
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
>Entity id is null or empty, skip deleting the entity 'email'
[2017-09-04 10:39:34.819] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Application.Outlook |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | CrmServiceForOutlook.Execute ilOffset = 0x10
at CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException) ilOffset = 0x10
at EmailForOutlook.Microsoft.Crm.Application.SMWrappers.IEmailForOutlook.DeliverPromote(String messageId, String subject, String from, String to, String cc, String bcc, Double receivedon, String submittedBy, String importance, String body, IDynamicEntityCollectionForOutlook attachments, Int32 attachmentCount, IDynamicEntityForOutlook extraProperties, String entityXml, String regardingId, Int64 regardingObjectType, String crmId, Int32& notification) ilOffset = 0x1CD
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
>FaultExceptionDetails: Unhandled Exception: System.ServiceModel.FaultException`1[[Microsoft.Xrm.Sdk.OrganizationServiceFault, Microsoft.Xrm.Sdk, Version=6.0.0.0, Culture=neutral, PublicKeyToken=31bf3856ad364e35]]: Cannot insert duplicate key.Detail:
<OrganizationServiceFault xmlns:i="www.w3.org/.../XMLSchema-instance" xmlns="schemas.microsoft.com/.../Contracts">
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d2p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:36.6799751Z</Timestamp>
<InnerFault>
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d3p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:36.6799751Z</Timestamp>
<InnerFault>
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d4p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:36.6799751Z</Timestamp>
<InnerFault i:nil="true" />
<TraceText i:nil="true" />
</InnerFault>
<TraceText i:nil="true" />
</InnerFault>
<TraceText i:nil="true" />
</OrganizationServiceFault>

Server stack trace:
at System.ServiceModel.Channels.ServiceChannel.HandleReply(ProxyOperationRuntime operation, ProxyRpc& rpc)
at System.ServiceModel.Channels.ServiceChannel.Call(String action, Boolean oneway, ProxyOperationRuntime operation, Object[] ins, Object[] outs, TimeSpan timeout)
at System.ServiceModel.Channels.ServiceChannelProxy.InvokeService(IMethodCallMessage methodCall, ProxyOperationRuntime operation)
at System.ServiceModel.Channels.ServiceChannelProxy.Invoke(IMessage message)

Exception rethrown at [0]:
at System.Runtime.Remoting.Proxies.RealProxy.HandleReturnMessage(IMessage reqMsg, IMessage retMsg)
at System.Runtime.Remoting.Proxies.RealProxy.PrivateInvoke(MessageData& msgData, Int32 type)
at Microsoft.Xrm.Sdk.IOrganizationService.Execute(OrganizationRequest request)
at Microsoft.Xrm.Sdk.Client.OrganizationServiceProxy.ExecuteCore(OrganizationRequest request)
at Microsoft.Crm.Application.SMWrappers.ClientOrganizationServiceProxy.ExecuteCore(OrganizationRequest request)
at Microsoft.Crm.Application.SMWrappers.CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException)

[2017-09-04 10:39:34.820] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Application.Outlook |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | ThreadsSupport.ExecuteThreadProc ilOffset = 0x0
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
> TraceException: Unhandled Exception: System.Runtime.InteropServices.COMException: Cannot insert duplicate key.
at Microsoft.Crm.Application.SMWrappers.CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException)
at Microsoft.Crm.Application.SMWrappers.EmailForOutlook.Microsoft.Crm.Application.SMWrappers.IEmailForOutlook.DeliverPromote(String messageId, String subject, String from, String to, String cc, String bcc, Double receivedon, String submittedBy, String importance, String body, IDynamicEntityCollectionForOutlook attachments, Int32 attachmentCount, IDynamicEntityForOutlook extraProperties, String entityXml, String regardingId, Int64 regardingObjectType, String crmId, Int32& notification)

[2017-09-04 10:39:34.839] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Exception |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | ThreadsSupport.ExecuteThreadProc ilOffset = 0x0
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
>Entity id is null or empty, skip deleting the entity 'email'
[2017-09-04 10:39:35.687] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Application.Outlook |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | CrmServiceForOutlook.Execute ilOffset = 0x10
at CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException) ilOffset = 0x10
at EmailForOutlook.Microsoft.Crm.Application.SMWrappers.IEmailForOutlook.DeliverPromote(String messageId, String subject, String from, String to, String cc, String bcc, Double receivedon, String submittedBy, String importance, String body, IDynamicEntityCollectionForOutlook attachments, Int32 attachmentCount, IDynamicEntityForOutlook extraProperties, String entityXml, String regardingId, Int64 regardingObjectType, String crmId, Int32& notification) ilOffset = 0x1CD
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
>FaultExceptionDetails: Unhandled Exception: System.ServiceModel.FaultException`1[[Microsoft.Xrm.Sdk.OrganizationServiceFault, Microsoft.Xrm.Sdk, Version=6.0.0.0, Culture=neutral, PublicKeyToken=31bf3856ad364e35]]: Cannot insert duplicate key.Detail:
<OrganizationServiceFault xmlns:i="www.w3.org/.../XMLSchema-instance" xmlns="schemas.microsoft.com/.../Contracts">
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d2p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:37.5409959Z</Timestamp>
<InnerFault>
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d3p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:37.5409959Z</Timestamp>
<InnerFault>
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d4p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:37.5409959Z</Timestamp>
<InnerFault i:nil="true" />
<TraceText i:nil="true" />
</InnerFault>
<TraceText i:nil="true" />
</InnerFault>
<TraceText i:nil="true" />
</OrganizationServiceFault>

Server stack trace:
at System.ServiceModel.Channels.ServiceChannel.HandleReply(ProxyOperationRuntime operation, ProxyRpc& rpc)
at System.ServiceModel.Channels.ServiceChannel.Call(String action, Boolean oneway, ProxyOperationRuntime operation, Object[] ins, Object[] outs, TimeSpan timeout)
at System.ServiceModel.Channels.ServiceChannelProxy.InvokeService(IMethodCallMessage methodCall, ProxyOperationRuntime operation)
at System.ServiceModel.Channels.ServiceChannelProxy.Invoke(IMessage message)

Exception rethrown at [0]:
at System.Runtime.Remoting.Proxies.RealProxy.HandleReturnMessage(IMessage reqMsg, IMessage retMsg)
at System.Runtime.Remoting.Proxies.RealProxy.PrivateInvoke(MessageData& msgData, Int32 type)
at Microsoft.Xrm.Sdk.IOrganizationService.Execute(OrganizationRequest request)
at Microsoft.Xrm.Sdk.Client.OrganizationServiceProxy.ExecuteCore(OrganizationRequest request)
at Microsoft.Crm.Application.SMWrappers.ClientOrganizationServiceProxy.ExecuteCore(OrganizationRequest request)
at Microsoft.Crm.Application.SMWrappers.CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException)

[2017-09-04 10:39:35.689] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Application.Outlook |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | ThreadsSupport.ExecuteThreadProc ilOffset = 0x0
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
> TraceException: Unhandled Exception: System.Runtime.InteropServices.COMException: Cannot insert duplicate key.
at Microsoft.Crm.Application.SMWrappers.CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException)
at Microsoft.Crm.Application.SMWrappers.EmailForOutlook.Microsoft.Crm.Application.SMWrappers.IEmailForOutlook.DeliverPromote(String messageId, String subject, String from, String to, String cc, String bcc, Double receivedon, String submittedBy, String importance, String body, IDynamicEntityCollectionForOutlook attachments, Int32 attachmentCount, IDynamicEntityForOutlook extraProperties, String entityXml, String regardingId, Int64 regardingObjectType, String crmId, Int32& notification)

[2017-09-04 10:39:35.703] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Exception |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | ThreadsSupport.ExecuteThreadProc ilOffset = 0x0
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
>Entity id is null or empty, skip deleting the entity 'email'
[2017-09-04 10:39:37.294] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Application.Outlook |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | CrmServiceForOutlook.Execute ilOffset = 0x10
at CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException) ilOffset = 0x10
at EmailForOutlook.Microsoft.Crm.Application.SMWrappers.IEmailForOutlook.DeliverPromote(String messageId, String subject, String from, String to, String cc, String bcc, Double receivedon, String submittedBy, String importance, String body, IDynamicEntityCollectionForOutlook attachments, Int32 attachmentCount, IDynamicEntityForOutlook extraProperties, String entityXml, String regardingId, Int64 regardingObjectType, String crmId, Int32& notification) ilOffset = 0x1CD
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
>FaultExceptionDetails: Unhandled Exception: System.ServiceModel.FaultException`1[[Microsoft.Xrm.Sdk.OrganizationServiceFault, Microsoft.Xrm.Sdk, Version=6.0.0.0, Culture=neutral, PublicKeyToken=31bf3856ad364e35]]: Cannot insert duplicate key.Detail:
<OrganizationServiceFault xmlns:i="www.w3.org/.../XMLSchema-instance" xmlns="schemas.microsoft.com/.../Contracts">
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d2p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:39.1350166Z</Timestamp>
<InnerFault>
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d3p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:39.1350166Z</Timestamp>
<InnerFault>
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d4p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:39.1350166Z</Timestamp>
<InnerFault i:nil="true" />
<TraceText i:nil="true" />
</InnerFault>
<TraceText i:nil="true" />
</InnerFault>
<TraceText i:nil="true" />
</OrganizationServiceFault>

Server stack trace:
at System.ServiceModel.Channels.ServiceChannel.HandleReply(ProxyOperationRuntime operation, ProxyRpc& rpc)
at System.ServiceModel.Channels.ServiceChannel.Call(String action, Boolean oneway, ProxyOperationRuntime operation, Object[] ins, Object[] outs, TimeSpan timeout)
at System.ServiceModel.Channels.ServiceChannelProxy.InvokeService(IMethodCallMessage methodCall, ProxyOperationRuntime operation)
at System.ServiceModel.Channels.ServiceChannelProxy.Invoke(IMessage message)

Exception rethrown at [0]:
at System.Runtime.Remoting.Proxies.RealProxy.HandleReturnMessage(IMessage reqMsg, IMessage retMsg)
at System.Runtime.Remoting.Proxies.RealProxy.PrivateInvoke(MessageData& msgData, Int32 type)
at Microsoft.Xrm.Sdk.IOrganizationService.Execute(OrganizationRequest request)
at Microsoft.Xrm.Sdk.Client.OrganizationServiceProxy.ExecuteCore(OrganizationRequest request)
at Microsoft.Crm.Application.SMWrappers.ClientOrganizationServiceProxy.ExecuteCore(OrganizationRequest request)
at Microsoft.Crm.Application.SMWrappers.CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException)

[2017-09-04 10:39:37.294] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Application.Outlook |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | ThreadsSupport.ExecuteThreadProc ilOffset = 0x0
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
> TraceException: Unhandled Exception: System.Runtime.InteropServices.COMException: Cannot insert duplicate key.
at Microsoft.Crm.Application.SMWrappers.CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException)
at Microsoft.Crm.Application.SMWrappers.EmailForOutlook.Microsoft.Crm.Application.SMWrappers.IEmailForOutlook.DeliverPromote(String messageId, String subject, String from, String to, String cc, String bcc, Double receivedon, String submittedBy, String importance, String body, IDynamicEntityCollectionForOutlook attachments, Int32 attachmentCount, IDynamicEntityForOutlook extraProperties, String entityXml, String regardingId, Int64 regardingObjectType, String crmId, Int32& notification)

[2017-09-04 10:39:37.325] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Exception |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | ThreadsSupport.ExecuteThreadProc ilOffset = 0x0
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
>Entity id is null or empty, skip deleting the entity 'email'
[2017-09-04 10:39:38.648] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Application.Outlook |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | CrmServiceForOutlook.Execute ilOffset = 0x10
at CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException) ilOffset = 0x10
at EmailForOutlook.Microsoft.Crm.Application.SMWrappers.IEmailForOutlook.DeliverPromote(String messageId, String subject, String from, String to, String cc, String bcc, Double receivedon, String submittedBy, String importance, String body, IDynamicEntityCollectionForOutlook attachments, Int32 attachmentCount, IDynamicEntityForOutlook extraProperties, String entityXml, String regardingId, Int64 regardingObjectType, String crmId, Int32& notification) ilOffset = 0x1CD
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
>FaultExceptionDetails: Unhandled Exception: System.ServiceModel.FaultException`1[[Microsoft.Xrm.Sdk.OrganizationServiceFault, Microsoft.Xrm.Sdk, Version=6.0.0.0, Culture=neutral, PublicKeyToken=31bf3856ad364e35]]: Cannot insert duplicate key.Detail:
<OrganizationServiceFault xmlns:i="www.w3.org/.../XMLSchema-instance" xmlns="schemas.microsoft.com/.../Contracts">
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d2p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:40.4690342Z</Timestamp>
<InnerFault>
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d3p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:40.4690342Z</Timestamp>
<InnerFault>
<ErrorCode>-2147220937</ErrorCode>
<ErrorDetails xmlns:d4p1="schemas.datacontract.org/.../System.Collections.Generic" />
<Message>Cannot insert duplicate key.</Message>
<Timestamp>2017-09-04T09:39:40.4690342Z</Timestamp>
<InnerFault i:nil="true" />
<TraceText i:nil="true" />
</InnerFault>
<TraceText i:nil="true" />
</InnerFault>
<TraceText i:nil="true" />
</OrganizationServiceFault>

Server stack trace:
at System.ServiceModel.Channels.ServiceChannel.HandleReply(ProxyOperationRuntime operation, ProxyRpc& rpc)
at System.ServiceModel.Channels.ServiceChannel.Call(String action, Boolean oneway, ProxyOperationRuntime operation, Object[] ins, Object[] outs, TimeSpan timeout)
at System.ServiceModel.Channels.ServiceChannelProxy.InvokeService(IMethodCallMessage methodCall, ProxyOperationRuntime operation)
at System.ServiceModel.Channels.ServiceChannelProxy.Invoke(IMessage message)

Exception rethrown at [0]:
at System.Runtime.Remoting.Proxies.RealProxy.HandleReturnMessage(IMessage reqMsg, IMessage retMsg)
at System.Runtime.Remoting.Proxies.RealProxy.PrivateInvoke(MessageData& msgData, Int32 type)
at Microsoft.Xrm.Sdk.IOrganizationService.Execute(OrganizationRequest request)
at Microsoft.Xrm.Sdk.Client.OrganizationServiceProxy.ExecuteCore(OrganizationRequest request)
at Microsoft.Crm.Application.SMWrappers.ClientOrganizationServiceProxy.ExecuteCore(OrganizationRequest request)
at Microsoft.Crm.Application.SMWrappers.CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException)

[2017-09-04 10:39:38.648] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Application.Outlook |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | ThreadsSupport.ExecuteThreadProc ilOffset = 0x0
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
> TraceException: Unhandled Exception: System.Runtime.InteropServices.COMException: Cannot insert duplicate key.
at Microsoft.Crm.Application.SMWrappers.CrmServiceForOutlook.Execute(OrganizationRequest request, Boolean wrapException)
at Microsoft.Crm.Application.SMWrappers.EmailForOutlook.Microsoft.Crm.Application.SMWrappers.IEmailForOutlook.DeliverPromote(String messageId, String subject, String from, String to, String cc, String bcc, Double receivedon, String submittedBy, String importance, String body, IDynamicEntityCollectionForOutlook attachments, Int32 attachmentCount, IDynamicEntityForOutlook extraProperties, String entityXml, String regardingId, Int64 regardingObjectType, String crmId, Int32& notification)

[2017-09-04 10:39:38.664] Process:OUTLOOK |Organization:734aec6c-566d-df11-8beb-000c297a3076 |Thread: 31 |Category: Exception |User: 00000000-0000-0000-0000-000000000000 |Level: Error |ReqId: | ThreadsSupport.ExecuteThreadProc ilOffset = 0x0
at ThreadsSupport.ExecuteThreadProc(ThreadProc threadProc, IntPtr parameter) ilOffset = 0x0
>Entity id is null or empty, skip deleting the entity 'email'

____________________________________________________________________________________________________________________________________________________________________

I have tried clearing the registry, creating a new CRM profile and repairing/replacing the users outlook files, any further help would be greatly appreciated!

Thanks

Paul 


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