Image attachments with thumbnails not deleted on Windows

A user reports, "Intermittently we recieve an error when attempting to delete an attachment from an issue, or when deleting an issue
containing an attachment. It seems to occur only when the attachment has a thumbnail image ('thumb' file) associated with
it, and when it is the only attachment for the issue.

Steps to reproduce:
1. Create Issue
2. Attach Screenshot
3. Click on the issue key (so the thumbnail is created)
4. Click on 'Manage Attachments' and attempt to delete the attachment.
5. 'Could not delete attachment file' error appears (see attached image and log).

Sometimes the error appears and the attachment/issue is not deleted, and other times it works fine...

As a temporary workaround I have disabled thumbnails for the attachments.
"

The stacktrace generated is:

2004-11-09 15:28:56,478 ERROR [web.action.issue.ManageAttachments] An error occurred removing attachment: com.atlassian.jira.exception.RemoveException: Could not delete attachment file
com.atlassian.jira.exception.RemoveException: Could not delete attachment file
at com.atlassian.jira.issue.managers.DefaultAttachmentManager.deleteAttachment(DefaultAttachmentManager.java:98)
at com.atlassian.jira.web.action.issue.ManageAttachments.doExecute(ManageAttachments.java:52)
at webwork.action.ActionSupport.execute(ActionSupport.java:151)
at com.atlassian.jira.action.JiraActionSupport.execute(JiraActionSupport.java:46)
at webwork.dispatcher.GenericDispatcher.executeAction(GenericDispatcher.java:131)
at com.atlassian.jira.web.dispatcher.JiraServletDispatcher.service(JiraServletDispatcher.java:186)
at javax.servlet.http.HttpServlet.service(HttpServlet.java:853)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:247)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:193)
at com.opensymphony.module.sitemesh.filter.PageFilter.parsePage(PageFilter.java:142)
at com.opensymphony.module.sitemesh.filter.PageFilter.doFilter(PageFilter.java:58)
at com.atlassian.jira.web.filters.SitemeshExcludePathFilter.doFilter(SitemeshExcludePathFilter.java:36)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:213)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:193)
at com.atlassian.seraph.filter.SecurityFilter.doFilter(SecurityFilter.java:168)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:213)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:193)
at com.atlassian.seraph.filter.LoginFilter.doFilter(LoginFilter.java:181)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:213)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:193)
at com.atlassian.util.profiling.filters.ProfilingFilter.doFilter(ProfilingFilter.java:132)
at com.atlassian.jira.web.filters.ProfilingAndErrorFilter.doFilter(ProfilingAndErrorFilter.java:25)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:213)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:193)
at com.atlassian.jira.web.filters.ActionCleanupDelayFilter.doFilter(ActionCleanupDelayFilter.java:37)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:213)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:193)
at com.atlassian.johnson.filters.JohnsonFilter.doFilter(JohnsonFilter.java:91)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:213)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:193)
at com.atlassian.jira.web.filters.gzip.GzipFilter.doFilter(GzipFilter.java:72)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:213)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:193)
at com.atlassian.core.filters.AbstractEncodingFilter.doFilter(AbstractEncodingFilter.java:36)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:213)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:256)
at org.apache.catalina.core.StandardPipeline$StandardPipelineValveContext.invokeNext(StandardPipeline.java:643)
at org.apache.catalina.core.StandardPipeline.invoke(StandardPipeline.java:480)
at org.apache.catalina.core.ContainerBase.invoke(ContainerBase.java:995)
at org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:191)
at org.apache.catalina.core.StandardPipeline$StandardPipelineValveContext.invokeNext(StandardPipeline.java:643)
at org.apache.catalina.core.StandardPipeline.invoke(StandardPipeline.java:480)
at org.apache.catalina.core.ContainerBase.invoke(ContainerBase.java:995)
at org.apache.catalina.core.StandardContext.invoke(StandardContext.java:2417)
...