I have had success with IIS/SMTP using the following function that I found on the PHP website function list (I've only slightly optimized the original with some constants). Apparently, IIS/SMTP doesn't like the added '<' and '>' around the "from" address, but it can be coerced into it with this function. I've tested successfully with Outlook and Thunderbird. JW <?php function send_mail($to, $body, $subject, $fromaddress, $fromname, $attachments = FALSE) { define('EOL', "\r\n"); define('LT', '<'); define('GT', '>'); $headers = ''; $mime_boundary = md5(time()); # Common Headers $headers .= "From: " . $fromname . LT . $fromaddress . GT . EOL; $headers .= "Reply-To: " . $fromname . LT . $fromaddress . GT . EOL; $headers .= "Return-Path: " . $fromname . LT . $fromaddress . GT . EOL; $headers .= "Message-ID: <" . time() . "-" . $fromaddress . GT . EOL; $headers .= "X-Mailer: PHP v" . phpversion() . EOL; # Boundary for marking the split & Multitype Headers $headers .= 'MIME-Version: 1.0' . EOL . EOL; $headers .= "Content-Type: multipart/mixed; boundary=\" ". $mime_boundary . "\"" . EOL . EOL; # Open the first part of the mail $msg = "--" . $mime_boundary . EOL; $htmlalt_mime_boundary = $mime_boundary . "_htmlalt"; //we must define a different MIME boundary for this section # Setup for text OR html - $msg .= "Content-Type: multipart/alternative; boundary=\"" . $htmlalt_mime_boundary . "\"" . EOL . EOL; # Text Version $msg .= "--" . $htmlalt_mime_boundary . EOL; $msg .= "Content-Type: text/plain; charset=iso-8859-1" . EOL; $msg .= "Content-Transfer-Encoding: 8bit" . EOL . EOL; $msg .= strip_tags(str_replace("<br>", "\n", substr($body, (strpos($body, "<body>") + 6)))) . EOL . EOL; # HTML Version $msg .= "--" . $htmlalt_mime_boundary . EOL; $msg .= "Content-Type: text/html; charset=iso-8859-1" . EOL; $msg .= "Content-Transfer-Encoding: 8bit" . EOL . EOL; $msg .= $body . EOL . EOL; //close the html/plain text alternate portion $msg .= "--" . $htmlalt_mime_boundary . "--" . EOL . EOL; if ($attachments !== FALSE) { for($i = 0; $i < count($attachments); $i++) { if (is_file($attachments[$i]["file"])) { # File for Attachment $file_name = substr($attachments[$i]["file"], (strrpos($attachments[$i]["file"], "/") + 1)); $handle = fopen($attachments[$i]["file"], 'rb'); $f_contents = fread($handle, filesize($attachments[$i]["file"])); $f_contents = chunk_split(base64_encode($f_contents)); //Encode The Data For Transition using base64_encode(); $f_type = filetype($attachments[$i]["file"]); fclose($handle); # Attachment $msg .= "--" . $mime_boundary . EOL; $msg .= "Content-Type: " . $attachments[$i]["content_type"] . "; name=\"" . $file_name . "\"" . EOL; // sometimes i have to send MS Word, use 'msword' instead of 'pdf' $msg .= "Content-Transfer-Encoding: base64" . EOL; $msg .= "Content-Description: " . $file_name . EOL; $msg .= "Content-Disposition: attachment; filename=\"" . $file_name . "\"" . EOL . EOL; // !! This line needs TWO end of lines !! IMPORTANT !! $msg .= $f_contents . EOL . EOL; } } } # Finished $msg .= "--" . $mime_boundary . "--" . EOL . EOL; // finish with two eol's for better security. see Injection. # SEND THE EMAIL ini_set(sendmail_from, $fromaddress); // the INI lines are to force the From Address to be used ! $mail_sent = mail($to, $subject, $msg, $headers); ini_restore(sendmail_from); return $mail_sent; } ?> -----Original Message----- From: Dan Richfield [mailto:drichfield@xxxxxxxxxxx] Sent: Tuesday, January 29, 2008 11:58 To: php-windows@xxxxxxxxxxxxx Subject: mail() Incorrect Address Format when using IIS7/FastCGI When using IIS7 with PHP 5.2.5 with the FastCGIModule, the mail() function returns the following error message when trying to use anything but a plain email address (ex. test@xxxxxxxx) in the From or To headers: PHP Warning: mail() [function.mail]: SMTP server response: 501 Incorrect Address Format If you use a plain email address it works fine. An example of what causes this problem is as follows: Test <test@xxxxxxxx> The problem is that PHP is formatting the header incorrectly but adding additional < and > tags around the entire address. This is illustrated in this excerpt from my mail server log: 16:28:05.79 5 SMTPI-39353([XXX.XXX.XXX.XXX]) inp: MAIL FROM:<Test <test@xxxxxxxx>> With a plain email address, it still adds the < and > tags, but it works. Here is an example of that from the mail server log: 16:28:21.72 5 SMTPI-39408([XXX.XXX.XXX.XXX]) inp: MAIL FROM:<test@xxxxxxxx> Also, this same behavior was reported in Bug #28038 but I have confirmed that this is error does not occurs when using this same PHP version in CGI mode with IIS7. That tells me this bug was fixed, but has reoccured in 5.2.5 with FastCGI. Reproduce code: --------------- <?php $To = "dan@xxxxxxxxxxx"; $Subject = "Test"; $Body = "Test"; $Headers = "From: Test User <test@xxxxxxxx>" . "\r\n"; mail($To, $Subject, $Body, $Headers); print "mail sent!"; ?> Expected result: ---------------- True result Actual result: -------------- PHP Warning: mail() [function.mail]: SMTP server response: 501 Incorrect Address Format -- PHP Windows Mailing List (http://www.php.net/) To unsubscribe, visit: http://www.php.net/unsub.php