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I inherited a big wordy web site. It was first created in 1996 and has been added to over the years and now has thousands of articles, umpteen books, and every one of these were online as flat file html, a nightmare to migrate!!
I wanted to put this lot into a CMS and discovered XOOPS, after trying a lot of alternatives. My problems were similar to this thread. My solution was WF-Sections and XOOPS, and some work, well lots of work.
As all my pages were in directories. I used wfsection and from the browser I selected all and copied and pasted it into the new article and saved in whatever category I wanted. This in turn recreated the original page with images and formatting intact. Plus side of this is everything is searchable, and all is stored in the database. Down side is you have to keep the directories with the iamges or wherever the images are or the links will break.
SO when someone visits my site they see all the information called from within XOOPS, which certainly can handle this and no one knows the difference.
Over a period of time I have been re-creating the original pages within wfsections and deleting the original image locations, using the image manager and the WYSIWYG built into wfsections.
Understanding the power of wfsections will explain further the road I took, also wfsections lets you upload the html page and use that as your article similar to c-jaycontent, though i didnt use this function.
Its a solution that worked very well for me and my site of thousands of articles and images which are now slickly presented using XOOPS and also offering all the interactivity denied via flat file.
Manual method for sure, but how hard is copy and paste
Cheers