Question

I have a little question. How can in python sending e-mail via smtp with flag, that the recipient opened the message?

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Solution

According to http://en.wikipedia.org/wiki/Return_receipt you may choose either RFC-3798-compliant method with Disposition-Notification-To: <email> header or non-standard but widely used Return-Receipt-To: <email> header.

Technically your question is not about SMTP, because these headers are in the message itself, not in SMTP "envelope headers". As the first step you may form the message with all headers, including delivery status notification, and message body, using a preferred mail program (so called Mail User Agent).

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