Is Solder Cup or Crimp Better for a 37-Pin D-Sub Connector?

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For creating an in-line 37-pin D-Sub connector, solder cups are preferred for their reliability and simplicity, especially when making only one or two cables. Crimping requires specific parts and tools that can be expensive and complex to use, which may not be practical for all users. Soldering is straightforward, needing only basic tools like solder and a soldering iron. Some participants question whether this type of connection should be attempted at all, suggesting the use of pre-made cables as an alternative. Overall, solder cups are favored for ease of use and dependable connections.
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If I'm looking to create an in-line 37-pin D-Sub connector (i.e. not board-mount and not panel-mount, but connecting two groups of wires to each other), is it better to use the connectors with solder cups, or the ones with holes for pins and sockets that have been crimped onto the wires?

...or does it not matter?

...or should this type of thing not be done at all?
 
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I prefer using solder connectors. IMO you will get a more reliable connection.
 
I also prefer solder cups, especially for making only 1 or 2 cables.

To crimp reliably you have to make sure you have the right parts and follow the manufacturer's specifications which often require tooling which can cost several hundred dollars.

With solder cups you just have the one part without separate pins and soldering doesn't require anything special assuming you have solder and an iron handy.
 
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