SMTP.php 46.2 KB
1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75 76 77 78 79 80 81 82 83 84 85 86 87 88 89 90 91 92 93 94 95 96 97 98 99 100 101 102 103 104 105 106 107 108 109 110 111 112 113 114 115 116 117 118 119 120 121 122 123 124 125 126 127 128 129 130 131 132 133 134 135 136 137 138 139 140 141 142 143 144 145 146 147 148 149 150 151 152 153 154 155 156 157 158 159 160 161 162 163 164 165 166 167 168 169 170 171 172 173 174 175 176 177 178 179 180 181 182 183 184 185 186 187 188 189 190 191 192 193 194 195 196 197 198 199 200 201 202 203 204 205 206 207 208 209 210 211 212 213 214 215 216 217 218 219 220 221 222 223 224 225 226 227 228 229 230 231 232 233 234 235 236 237 238 239 240 241 242 243 244 245 246 247 248 249 250 251 252 253 254 255 256 257 258 259 260 261 262 263 264 265 266 267 268 269 270 271 272 273 274 275 276 277 278 279 280 281 282 283 284 285 286 287 288 289 290 291 292 293 294 295 296 297 298 299 300 301 302 303 304 305 306 307 308 309 310 311 312 313 314 315 316 317 318 319 320 321 322 323 324 325 326 327 328 329 330 331 332 333 334 335 336 337 338 339 340 341 342 343 344 345 346 347 348 349 350 351 352 353 354 355 356 357 358 359 360 361 362 363 364 365 366 367 368 369 370 371 372 373 374 375 376 377 378 379 380 381 382 383 384 385 386 387 388 389 390 391 392 393 394 395 396 397 398 399 400 401 402 403 404 405 406 407 408 409 410 411 412 413 414 415 416 417 418 419 420 421 422 423 424 425 426 427 428 429 430 431 432 433 434 435 436 437 438 439 440 441 442 443 444 445 446 447 448 449 450 451 452 453 454 455 456 457 458 459 460 461 462 463 464 465 466 467 468 469 470 471 472 473 474 475 476 477 478 479 480 481 482 483 484 485 486 487 488 489 490 491 492 493 494 495 496 497 498 499 500 501 502 503 504 505 506 507 508 509 510 511 512 513 514 515 516 517 518 519 520 521 522 523 524 525 526 527 528 529 530 531 532 533 534 535 536 537 538 539 540 541 542 543 544 545 546 547 548 549 550 551 552 553 554 555 556 557 558 559 560 561 562 563 564 565 566 567 568 569 570 571 572 573 574 575 576 577 578 579 580 581 582 583 584 585 586 587 588 589 590 591 592 593 594 595 596 597 598 599 600 601 602 603 604 605 606 607 608 609 610 611 612 613 614 615 616 617 618 619 620 621 622 623 624 625 626 627 628 629 630 631 632 633 634 635 636 637 638 639 640 641 642 643 644 645 646 647 648 649 650 651 652 653 654 655 656 657 658 659 660 661 662 663 664 665 666 667 668 669 670 671 672 673 674 675 676 677 678 679 680 681 682 683 684 685 686 687 688 689 690 691 692 693 694 695 696 697 698 699 700 701 702 703 704 705 706 707 708 709 710 711 712 713 714 715 716 717 718 719 720 721 722 723 724 725 726 727 728 729 730 731 732 733 734 735 736 737 738 739 740 741 742 743 744 745 746 747 748 749 750 751 752 753 754 755 756 757 758 759 760 761 762 763 764 765 766 767 768 769 770 771 772 773 774 775 776 777 778 779 780 781 782 783 784 785 786 787 788 789 790 791 792 793 794 795 796 797 798 799 800 801 802 803 804 805 806 807 808 809 810 811 812 813 814 815 816 817 818 819 820 821 822 823 824 825 826 827 828 829 830 831 832 833 834 835 836 837 838 839 840 841 842 843 844 845 846 847 848 849 850 851 852 853 854 855 856 857 858 859 860 861 862 863 864 865 866 867 868 869 870 871 872 873 874 875 876 877 878 879 880 881 882 883 884 885 886 887 888 889 890 891 892 893 894 895 896 897 898 899 900 901 902 903 904 905 906 907 908 909 910 911 912 913 914 915 916 917 918 919 920 921 922 923 924 925 926 927 928 929 930 931 932 933 934 935 936 937 938 939 940 941 942 943 944 945 946 947 948 949 950 951 952 953 954 955 956 957 958 959 960 961 962 963 964 965 966 967 968 969 970 971 972 973 974 975 976 977 978 979 980 981 982 983 984 985 986 987 988 989 990 991 992 993 994 995 996 997 998 999 1000 1001 1002 1003 1004 1005 1006 1007 1008 1009 1010 1011 1012 1013 1014 1015 1016 1017 1018 1019 1020 1021 1022 1023 1024 1025 1026 1027 1028 1029 1030 1031 1032 1033 1034 1035 1036 1037 1038 1039 1040 1041 1042 1043 1044 1045 1046 1047 1048 1049 1050 1051 1052 1053 1054 1055 1056 1057 1058 1059 1060 1061 1062 1063 1064 1065 1066 1067 1068 1069 1070 1071 1072 1073 1074 1075 1076 1077 1078 1079 1080 1081 1082 1083 1084 1085 1086 1087 1088 1089 1090 1091 1092 1093 1094 1095 1096 1097 1098 1099 1100 1101 1102 1103 1104 1105 1106 1107 1108 1109 1110 1111 1112 1113 1114 1115 1116 1117 1118 1119 1120 1121 1122 1123 1124 1125 1126 1127 1128 1129 1130 1131 1132 1133 1134 1135 1136 1137 1138 1139 1140 1141 1142 1143 1144 1145 1146 1147 1148 1149 1150 1151 1152 1153 1154 1155 1156 1157 1158 1159 1160 1161 1162 1163 1164 1165 1166 1167 1168 1169 1170 1171 1172 1173 1174 1175 1176 1177 1178 1179 1180 1181 1182 1183 1184 1185 1186 1187 1188 1189 1190 1191 1192 1193 1194 1195 1196 1197 1198 1199 1200 1201 1202 1203 1204 1205 1206 1207 1208 1209 1210 1211 1212 1213 1214 1215 1216 1217 1218 1219 1220 1221 1222 1223 1224 1225 1226 1227 1228 1229 1230 1231 1232 1233 1234 1235 1236 1237 1238 1239 1240 1241 1242 1243 1244 1245 1246 1247 1248 1249 1250 1251 1252 1253 1254 1255 1256 1257 1258 1259 1260 1261 1262 1263 1264 1265 1266 1267 1268 1269 1270 1271 1272 1273 1274 1275 1276 1277 1278 1279 1280 1281 1282 1283 1284 1285 1286 1287 1288 1289 1290 1291 1292 1293 1294 1295 1296 1297 1298 1299 1300 1301 1302 1303 1304 1305 1306 1307 1308 1309 1310 1311 1312 1313 1314 1315 1316 1317 1318 1319 1320 1321 1322 1323 1324 1325 1326 1327 1328 1329 1330 1331 1332 1333 1334 1335 1336 1337 1338 1339 1340 1341 1342 1343 1344 1345 1346 1347 1348 1349 1350 1351 1352 1353 1354 1355 1356 1357 1358 1359 1360 1361 1362 1363 1364 1365 1366 1367 1368 1369 1370 1371 1372 1373 1374 1375 1376 1377 1378 1379 1380 1381 1382 1383 1384 1385 1386 1387 1388 1389 1390 1391 1392 1393 1394 1395 1396 1397 1398 1399 1400 1401 1402 1403 1404 1405 1406 1407 1408 1409 1410 1411 1412 1413 1414 1415 1416 1417 1418 1419 1420 1421 1422 1423 1424 1425 1426 1427 1428 1429 1430 1431 1432 1433 1434 1435 1436 1437 1438 1439 1440 1441 1442 1443 1444 1445 1446 1447 1448 1449 1450 1451 1452 1453 1454 1455 1456
<?php

/**
 * PHPMailer RFC821 SMTP email transport class.
 * PHP Version 5.5.
 *
 * @see       https://github.com/PHPMailer/PHPMailer/ The PHPMailer GitHub project
 *
 * @author    Marcus Bointon (Synchro/coolbru) <[email protected]>
 * @author    Jim Jagielski (jimjag) <[email protected]>
 * @author    Andy Prevost (codeworxtech) <[email protected]>
 * @author    Brent R. Matzelle (original founder)
 * @copyright 2012 - 2020 Marcus Bointon
 * @copyright 2010 - 2012 Jim Jagielski
 * @copyright 2004 - 2009 Andy Prevost
 * @license   http://www.gnu.org/copyleft/lesser.html GNU Lesser General Public License
 * @note      This program is distributed in the hope that it will be useful - WITHOUT
 * ANY WARRANTY; without even the implied warranty of MERCHANTABILITY or
 * FITNESS FOR A PARTICULAR PURPOSE.
 */

namespace PHPMailer\PHPMailer;

/**
 * PHPMailer RFC821 SMTP email transport class.
 * Implements RFC 821 SMTP commands and provides some utility methods for sending mail to an SMTP server.
 *
 * @author Chris Ryan
 * @author Marcus Bointon <[email protected]>
 */
class SMTP
{
    /**
     * The PHPMailer SMTP version number.
     *
     * @var string
     */
    const VERSION = '6.6.0';

    /**
     * SMTP line break constant.
     *
     * @var string
     */
    const LE = "\r\n";

    /**
     * The SMTP port to use if one is not specified.
     *
     * @var int
     */
    const DEFAULT_PORT = 25;

    /**
     * The maximum line length allowed by RFC 5321 section 4.5.3.1.6,
     * *excluding* a trailing CRLF break.
     *
     * @see https://tools.ietf.org/html/rfc5321#section-4.5.3.1.6
     *
     * @var int
     */
    const MAX_LINE_LENGTH = 998;

    /**
     * The maximum line length allowed for replies in RFC 5321 section 4.5.3.1.5,
     * *including* a trailing CRLF line break.
     *
     * @see https://tools.ietf.org/html/rfc5321#section-4.5.3.1.5
     *
     * @var int
     */
    const MAX_REPLY_LENGTH = 512;

    /**
     * Debug level for no output.
     *
     * @var int
     */
    const DEBUG_OFF = 0;

    /**
     * Debug level to show client -> server messages.
     *
     * @var int
     */
    const DEBUG_CLIENT = 1;

    /**
     * Debug level to show client -> server and server -> client messages.
     *
     * @var int
     */
    const DEBUG_SERVER = 2;

    /**
     * Debug level to show connection status, client -> server and server -> client messages.
     *
     * @var int
     */
    const DEBUG_CONNECTION = 3;

    /**
     * Debug level to show all messages.
     *
     * @var int
     */
    const DEBUG_LOWLEVEL = 4;

    /**
     * Debug output level.
     * Options:
     * * self::DEBUG_OFF (`0`) No debug output, default
     * * self::DEBUG_CLIENT (`1`) Client commands
     * * self::DEBUG_SERVER (`2`) Client commands and server responses
     * * self::DEBUG_CONNECTION (`3`) As DEBUG_SERVER plus connection status
     * * self::DEBUG_LOWLEVEL (`4`) Low-level data output, all messages.
     *
     * @var int
     */
    public $do_debug = self::DEBUG_OFF;

    /**
     * How to handle debug output.
     * Options:
     * * `echo` Output plain-text as-is, appropriate for CLI
     * * `html` Output escaped, line breaks converted to `<br>`, appropriate for browser output
     * * `error_log` Output to error log as configured in php.ini
     * Alternatively, you can provide a callable expecting two params: a message string and the debug level:
     *
     * ```php
     * $smtp->Debugoutput = function($str, $level) {echo "debug level $level; message: $str";};
     * ```
     *
     * Alternatively, you can pass in an instance of a PSR-3 compatible logger, though only `debug`
     * level output is used:
     *
     * ```php
     * $mail->Debugoutput = new myPsr3Logger;
     * ```
     *
     * @var string|callable|\Psr\Log\LoggerInterface
     */
    public $Debugoutput = 'echo';

    /**
     * Whether to use VERP.
     *
     * @see http://en.wikipedia.org/wiki/Variable_envelope_return_path
     * @see http://www.postfix.org/VERP_README.html Info on VERP
     *
     * @var bool
     */
    public $do_verp = false;

    /**
     * The timeout value for connection, in seconds.
     * Default of 5 minutes (300sec) is from RFC2821 section 4.5.3.2.
     * This needs to be quite high to function correctly with hosts using greetdelay as an anti-spam measure.
     *
     * @see http://tools.ietf.org/html/rfc2821#section-4.5.3.2
     *
     * @var int
     */
    public $Timeout = 300;

    /**
     * How long to wait for commands to complete, in seconds.
     * Default of 5 minutes (300sec) is from RFC2821 section 4.5.3.2.
     *
     * @var int
     */
    public $Timelimit = 300;

    /**
     * Patterns to extract an SMTP transaction id from reply to a DATA command.
     * The first capture group in each regex will be used as the ID.
     * MS ESMTP returns the message ID, which may not be correct for internal tracking.
     *
     * @var string[]
     */
    protected $smtp_transaction_id_patterns = [
        'exim' => '/[\d]{3} OK id=(.*)/',
        'sendmail' => '/[\d]{3} 2.0.0 (.*) Message/',
        'postfix' => '/[\d]{3} 2.0.0 Ok: queued as (.*)/',
        'Microsoft_ESMTP' => '/[0-9]{3} 2.[\d].0 (.*)@(?:.*) Queued mail for delivery/',
        'Amazon_SES' => '/[\d]{3} Ok (.*)/',
        'SendGrid' => '/[\d]{3} Ok: queued as (.*)/',
        'CampaignMonitor' => '/[\d]{3} 2.0.0 OK:([a-zA-Z\d]{48})/',
        'Haraka' => '/[\d]{3} Message Queued \((.*)\)/',
        'Mailjet' => '/[\d]{3} OK queued as (.*)/',
    ];

    /**
     * The last transaction ID issued in response to a DATA command,
     * if one was detected.
     *
     * @var string|bool|null
     */
    protected $last_smtp_transaction_id;

    /**
     * The socket for the server connection.
     *
     * @var ?resource
     */
    protected $smtp_conn;

    /**
     * Error information, if any, for the last SMTP command.
     *
     * @var array
     */
    protected $error = [
        'error' => '',
        'detail' => '',
        'smtp_code' => '',
        'smtp_code_ex' => '',
    ];

    /**
     * The reply the server sent to us for HELO.
     * If null, no HELO string has yet been received.
     *
     * @var string|null
     */
    protected $helo_rply;

    /**
     * The set of SMTP extensions sent in reply to EHLO command.
     * Indexes of the array are extension names.
     * Value at index 'HELO' or 'EHLO' (according to command that was sent)
     * represents the server name. In case of HELO it is the only element of the array.
     * Other values can be boolean TRUE or an array containing extension options.
     * If null, no HELO/EHLO string has yet been received.
     *
     * @var array|null
     */
    protected $server_caps;

    /**
     * The most recent reply received from the server.
     *
     * @var string
     */
    protected $last_reply = '';

    /**
     * Output debugging info via a user-selected method.
     *
     * @param string $str   Debug string to output
     * @param int    $level The debug level of this message; see DEBUG_* constants
     *
     * @see SMTP::$Debugoutput
     * @see SMTP::$do_debug
     */
    protected function edebug($str, $level = 0)
    {
        if ($level > $this->do_debug) {
            return;
        }
        //Is this a PSR-3 logger?
        if ($this->Debugoutput instanceof \Psr\Log\LoggerInterface) {
            $this->Debugoutput->debug($str);

            return;
        }
        //Avoid clash with built-in function names
        if (is_callable($this->Debugoutput) && !in_array($this->Debugoutput, ['error_log', 'html', 'echo'])) {
            call_user_func($this->Debugoutput, $str, $level);

            return;
        }
        switch ($this->Debugoutput) {
            case 'error_log':
                //Don't output, just log
                error_log($str);
                break;
            case 'html':
                //Cleans up output a bit for a better looking, HTML-safe output
                echo gmdate('Y-m-d H:i:s'), ' ', htmlentities(
                    preg_replace('/[\r\n]+/', '', $str),
                    ENT_QUOTES,
                    'UTF-8'
                ), "<br>\n";
                break;
            case 'echo':
            default:
                //Normalize line breaks
                $str = preg_replace('/\r\n|\r/m', "\n", $str);
                echo gmdate('Y-m-d H:i:s'),
                "\t",
                    //Trim trailing space
                trim(
                    //Indent for readability, except for trailing break
                    str_replace(
                        "\n",
                        "\n                   \t                  ",
                        trim($str)
                    )
                ),
                "\n";
        }
    }

    /**
     * Connect to an SMTP server.
     *
     * @param string $host    SMTP server IP or host name
     * @param int    $port    The port number to connect to
     * @param int    $timeout How long to wait for the connection to open
     * @param array  $options An array of options for stream_context_create()
     *
     * @return bool
     */
    public function connect($host, $port = null, $timeout = 30, $options = [])
    {
        //Clear errors to avoid confusion
        $this->setError('');
        //Make sure we are __not__ connected
        if ($this->connected()) {
            //Already connected, generate error
            $this->setError('Already connected to a server');

            return false;
        }
        if (empty($port)) {
            $port = self::DEFAULT_PORT;
        }
        //Connect to the SMTP server
        $this->edebug(
            "Connection: opening to $host:$port, timeout=$timeout, options=" .
            (count($options) > 0 ? var_export($options, true) : 'array()'),
            self::DEBUG_CONNECTION
        );

        $this->smtp_conn = $this->getSMTPConnection($host, $port, $timeout, $options);

        if ($this->smtp_conn === false) {
            //Error info already set inside `getSMTPConnection()`
            return false;
        }

        $this->edebug('Connection: opened', self::DEBUG_CONNECTION);

        //Get any announcement
        $this->last_reply = $this->get_lines();
        $this->edebug('SERVER -> CLIENT: ' . $this->last_reply, self::DEBUG_SERVER);
        $responseCode = (int)substr($this->last_reply, 0, 3);
        if ($responseCode === 220) {
            return true;
        }
        //Anything other than a 220 response means something went wrong
        //RFC 5321 says the server will wait for us to send a QUIT in response to a 554 error
        //https://tools.ietf.org/html/rfc5321#section-3.1
        if ($responseCode === 554) {
            $this->quit();
        }
        //This will handle 421 responses which may not wait for a QUIT (e.g. if the server is being shut down)
        $this->edebug('Connection: closing due to error', self::DEBUG_CONNECTION);
        $this->close();
        return false;
    }

    /**
     * Create connection to the SMTP server.
     *
     * @param string $host    SMTP server IP or host name
     * @param int    $port    The port number to connect to
     * @param int    $timeout How long to wait for the connection to open
     * @param array  $options An array of options for stream_context_create()
     *
     * @return false|resource
     */
    protected function getSMTPConnection($host, $port = null, $timeout = 30, $options = [])
    {
        static $streamok;
        //This is enabled by default since 5.0.0 but some providers disable it
        //Check this once and cache the result
        if (null === $streamok) {
            $streamok = function_exists('stream_socket_client');
        }

        $errno = 0;
        $errstr = '';
        if ($streamok) {
            $socket_context = stream_context_create($options);
            set_error_handler([$this, 'errorHandler']);
            $connection = stream_socket_client(
                $host . ':' . $port,
                $errno,
                $errstr,
                $timeout,
                STREAM_CLIENT_CONNECT,
                $socket_context
            );
        } else {
            //Fall back to fsockopen which should work in more places, but is missing some features
            $this->edebug(
                'Connection: stream_socket_client not available, falling back to fsockopen',
                self::DEBUG_CONNECTION
            );
            set_error_handler([$this, 'errorHandler']);
            $connection = fsockopen(
                $host,
                $port,
                $errno,
                $errstr,
                $timeout
            );
        }
        restore_error_handler();

        //Verify we connected properly
        if (!is_resource($connection)) {
            $this->setError(
                'Failed to connect to server',
                '',
                (string) $errno,
                $errstr
            );
            $this->edebug(
                'SMTP ERROR: ' . $this->error['error']
                . ": $errstr ($errno)",
                self::DEBUG_CLIENT
            );

            return false;
        }

        //SMTP server can take longer to respond, give longer timeout for first read
        //Windows does not have support for this timeout function
        if (strpos(PHP_OS, 'WIN') !== 0) {
            $max = (int)ini_get('max_execution_time');
            //Don't bother if unlimited, or if set_time_limit is disabled
            if (0 !== $max && $timeout > $max && strpos(ini_get('disable_functions'), 'set_time_limit') === false) {
                @set_time_limit($timeout);
            }
            stream_set_timeout($connection, $timeout, 0);
        }

        return $connection;
    }

    /**
     * Initiate a TLS (encrypted) session.
     *
     * @return bool
     */
    public function startTLS()
    {
        if (!$this->sendCommand('STARTTLS', 'STARTTLS', 220)) {
            return false;
        }

        //Allow the best TLS version(s) we can
        $crypto_method = STREAM_CRYPTO_METHOD_TLS_CLIENT;

        //PHP 5.6.7 dropped inclusion of TLS 1.1 and 1.2 in STREAM_CRYPTO_METHOD_TLS_CLIENT
        //so add them back in manually if we can
        if (defined('STREAM_CRYPTO_METHOD_TLSv1_2_CLIENT')) {
            $crypto_method |= STREAM_CRYPTO_METHOD_TLSv1_2_CLIENT;
            $crypto_method |= STREAM_CRYPTO_METHOD_TLSv1_1_CLIENT;
        }

        //Begin encrypted connection
        set_error_handler([$this, 'errorHandler']);
        $crypto_ok = stream_socket_enable_crypto(
            $this->smtp_conn,
            true,
            $crypto_method
        );
        restore_error_handler();

        return (bool) $crypto_ok;
    }

    /**
     * Perform SMTP authentication.
     * Must be run after hello().
     *
     * @see    hello()
     *
     * @param string $username The user name
     * @param string $password The password
     * @param string $authtype The auth type (CRAM-MD5, PLAIN, LOGIN, XOAUTH2)
     * @param OAuthTokenProvider $OAuth An optional OAuthTokenProvider instance for XOAUTH2 authentication
     *
     * @return bool True if successfully authenticated
     */
    public function authenticate(
        $username,
        $password,
        $authtype = null,
        $OAuth = null
    ) {
        if (!$this->server_caps) {
            $this->setError('Authentication is not allowed before HELO/EHLO');

            return false;
        }

        if (array_key_exists('EHLO', $this->server_caps)) {
            //SMTP extensions are available; try to find a proper authentication method
            if (!array_key_exists('AUTH', $this->server_caps)) {
                $this->setError('Authentication is not allowed at this stage');
                //'at this stage' means that auth may be allowed after the stage changes
                //e.g. after STARTTLS

                return false;
            }

            $this->edebug('Auth method requested: ' . ($authtype ?: 'UNSPECIFIED'), self::DEBUG_LOWLEVEL);
            $this->edebug(
                'Auth methods available on the server: ' . implode(',', $this->server_caps['AUTH']),
                self::DEBUG_LOWLEVEL
            );

            //If we have requested a specific auth type, check the server supports it before trying others
            if (null !== $authtype && !in_array($authtype, $this->server_caps['AUTH'], true)) {
                $this->edebug('Requested auth method not available: ' . $authtype, self::DEBUG_LOWLEVEL);
                $authtype = null;
            }

            if (empty($authtype)) {
                //If no auth mechanism is specified, attempt to use these, in this order
                //Try CRAM-MD5 first as it's more secure than the others
                foreach (['CRAM-MD5', 'LOGIN', 'PLAIN', 'XOAUTH2'] as $method) {
                    if (in_array($method, $this->server_caps['AUTH'], true)) {
                        $authtype = $method;
                        break;
                    }
                }
                if (empty($authtype)) {
                    $this->setError('No supported authentication methods found');

                    return false;
                }
                $this->edebug('Auth method selected: ' . $authtype, self::DEBUG_LOWLEVEL);
            }

            if (!in_array($authtype, $this->server_caps['AUTH'], true)) {
                $this->setError("The requested authentication method \"$authtype\" is not supported by the server");

                return false;
            }
        } elseif (empty($authtype)) {
            $authtype = 'LOGIN';
        }
        switch ($authtype) {
            case 'PLAIN':
                //Start authentication
                if (!$this->sendCommand('AUTH', 'AUTH PLAIN', 334)) {
                    return false;
                }
                //Send encoded username and password
                if (
                    //Format from https://tools.ietf.org/html/rfc4616#section-2
                    //We skip the first field (it's forgery), so the string starts with a null byte
                    !$this->sendCommand(
                        'User & Password',
                        base64_encode("\0" . $username . "\0" . $password),
                        235
                    )
                ) {
                    return false;
                }
                break;
            case 'LOGIN':
                //Start authentication
                if (!$this->sendCommand('AUTH', 'AUTH LOGIN', 334)) {
                    return false;
                }
                if (!$this->sendCommand('Username', base64_encode($username), 334)) {
                    return false;
                }
                if (!$this->sendCommand('Password', base64_encode($password), 235)) {
                    return false;
                }
                break;
            case 'CRAM-MD5':
                //Start authentication
                if (!$this->sendCommand('AUTH CRAM-MD5', 'AUTH CRAM-MD5', 334)) {
                    return false;
                }
                //Get the challenge
                $challenge = base64_decode(substr($this->last_reply, 4));

                //Build the response
                $response = $username . ' ' . $this->hmac($challenge, $password);

                //send encoded credentials
                return $this->sendCommand('Username', base64_encode($response), 235);
            case 'XOAUTH2':
                //The OAuth instance must be set up prior to requesting auth.
                if (null === $OAuth) {
                    return false;
                }
                $oauth = $OAuth->getOauth64();

                //Start authentication
                if (!$this->sendCommand('AUTH', 'AUTH XOAUTH2 ' . $oauth, 235)) {
                    return false;
                }
                break;
            default:
                $this->setError("Authentication method \"$authtype\" is not supported");

                return false;
        }

        return true;
    }

    /**
     * Calculate an MD5 HMAC hash.
     * Works like hash_hmac('md5', $data, $key)
     * in case that function is not available.
     *
     * @param string $data The data to hash
     * @param string $key  The key to hash with
     *
     * @return string
     */
    protected function hmac($data, $key)
    {
        if (function_exists('hash_hmac')) {
            return hash_hmac('md5', $data, $key);
        }

        //The following borrowed from
        //http://php.net/manual/en/function.mhash.php#27225

        //RFC 2104 HMAC implementation for php.
        //Creates an md5 HMAC.
        //Eliminates the need to install mhash to compute a HMAC
        //by Lance Rushing

        $bytelen = 64; //byte length for md5
        if (strlen($key) > $bytelen) {
            $key = pack('H*', md5($key));
        }
        $key = str_pad($key, $bytelen, chr(0x00));
        $ipad = str_pad('', $bytelen, chr(0x36));
        $opad = str_pad('', $bytelen, chr(0x5c));
        $k_ipad = $key ^ $ipad;
        $k_opad = $key ^ $opad;

        return md5($k_opad . pack('H*', md5($k_ipad . $data)));
    }

    /**
     * Check connection state.
     *
     * @return bool True if connected
     */
    public function connected()
    {
        if (is_resource($this->smtp_conn)) {
            $sock_status = stream_get_meta_data($this->smtp_conn);
            if ($sock_status['eof']) {
                //The socket is valid but we are not connected
                $this->edebug(
                    'SMTP NOTICE: EOF caught while checking if connected',
                    self::DEBUG_CLIENT
                );
                $this->close();

                return false;
            }

            return true; //everything looks good
        }

        return false;
    }

    /**
     * Close the socket and clean up the state of the class.
     * Don't use this function without first trying to use QUIT.
     *
     * @see quit()
     */
    public function close()
    {
        $this->setError('');
        $this->server_caps = null;
        $this->helo_rply = null;
        if (is_resource($this->smtp_conn)) {
            //Close the connection and cleanup
            fclose($this->smtp_conn);
            $this->smtp_conn = null; //Makes for cleaner serialization
            $this->edebug('Connection: closed', self::DEBUG_CONNECTION);
        }
    }

    /**
     * Send an SMTP DATA command.
     * Issues a data command and sends the msg_data to the server,
     * finalizing the mail transaction. $msg_data is the message
     * that is to be send with the headers. Each header needs to be
     * on a single line followed by a <CRLF> with the message headers
     * and the message body being separated by an additional <CRLF>.
     * Implements RFC 821: DATA <CRLF>.
     *
     * @param string $msg_data Message data to send
     *
     * @return bool
     */
    public function data($msg_data)
    {
        //This will use the standard timelimit
        if (!$this->sendCommand('DATA', 'DATA', 354)) {
            return false;
        }

        /* The server is ready to accept data!
         * According to rfc821 we should not send more than 1000 characters on a single line (including the LE)
         * so we will break the data up into lines by \r and/or \n then if needed we will break each of those into
         * smaller lines to fit within the limit.
         * We will also look for lines that start with a '.' and prepend an additional '.'.
         * NOTE: this does not count towards line-length limit.
         */

        //Normalize line breaks before exploding
        $lines = explode("\n", str_replace(["\r\n", "\r"], "\n", $msg_data));

        /* To distinguish between a complete RFC822 message and a plain message body, we check if the first field
         * of the first line (':' separated) does not contain a space then it _should_ be a header and we will
         * process all lines before a blank line as headers.
         */

        $field = substr($lines[0], 0, strpos($lines[0], ':'));
        $in_headers = false;
        if (!empty($field) && strpos($field, ' ') === false) {
            $in_headers = true;
        }

        foreach ($lines as $line) {
            $lines_out = [];
            if ($in_headers && $line === '') {
                $in_headers = false;
            }
            //Break this line up into several smaller lines if it's too long
            //Micro-optimisation: isset($str[$len]) is faster than (strlen($str) > $len),
            while (isset($line[self::MAX_LINE_LENGTH])) {
                //Working backwards, try to find a space within the last MAX_LINE_LENGTH chars of the line to break on
                //so as to avoid breaking in the middle of a word
                $pos = strrpos(substr($line, 0, self::MAX_LINE_LENGTH), ' ');
                //Deliberately matches both false and 0
                if (!$pos) {
                    //No nice break found, add a hard break
                    $pos = self::MAX_LINE_LENGTH - 1;
                    $lines_out[] = substr($line, 0, $pos);
                    $line = substr($line, $pos);
                } else {
                    //Break at the found point
                    $lines_out[] = substr($line, 0, $pos);
                    //Move along by the amount we dealt with
                    $line = substr($line, $pos + 1);
                }
                //If processing headers add a LWSP-char to the front of new line RFC822 section 3.1.1
                if ($in_headers) {
                    $line = "\t" . $line;
                }
            }
            $lines_out[] = $line;

            //Send the lines to the server
            foreach ($lines_out as $line_out) {
                //Dot-stuffing as per RFC5321 section 4.5.2
                //https://tools.ietf.org/html/rfc5321#section-4.5.2
                if (!empty($line_out) && $line_out[0] === '.') {
                    $line_out = '.' . $line_out;
                }
                $this->client_send($line_out . static::LE, 'DATA');
            }
        }

        //Message data has been sent, complete the command
        //Increase timelimit for end of DATA command
        $savetimelimit = $this->Timelimit;
        $this->Timelimit *= 2;
        $result = $this->sendCommand('DATA END', '.', 250);
        $this->recordLastTransactionID();
        //Restore timelimit
        $this->Timelimit = $savetimelimit;

        return $result;
    }

    /**
     * Send an SMTP HELO or EHLO command.
     * Used to identify the sending server to the receiving server.
     * This makes sure that client and server are in a known state.
     * Implements RFC 821: HELO <SP> <domain> <CRLF>
     * and RFC 2821 EHLO.
     *
     * @param string $host The host name or IP to connect to
     *
     * @return bool
     */
    public function hello($host = '')
    {
        //Try extended hello first (RFC 2821)
        if ($this->sendHello('EHLO', $host)) {
            return true;
        }

        //Some servers shut down the SMTP service here (RFC 5321)
        if (substr($this->helo_rply, 0, 3) == '421') {
            return false;
        }

        return $this->sendHello('HELO', $host);
    }

    /**
     * Send an SMTP HELO or EHLO command.
     * Low-level implementation used by hello().
     *
     * @param string $hello The HELO string
     * @param string $host  The hostname to say we are
     *
     * @return bool
     *
     * @see hello()
     */
    protected function sendHello($hello, $host)
    {
        $noerror = $this->sendCommand($hello, $hello . ' ' . $host, 250);
        $this->helo_rply = $this->last_reply;
        if ($noerror) {
            $this->parseHelloFields($hello);
        } else {
            $this->server_caps = null;
        }

        return $noerror;
    }

    /**
     * Parse a reply to HELO/EHLO command to discover server extensions.
     * In case of HELO, the only parameter that can be discovered is a server name.
     *
     * @param string $type `HELO` or `EHLO`
     */
    protected function parseHelloFields($type)
    {
        $this->server_caps = [];
        $lines = explode("\n", $this->helo_rply);

        foreach ($lines as $n => $s) {
            //First 4 chars contain response code followed by - or space
            $s = trim(substr($s, 4));
            if (empty($s)) {
                continue;
            }
            $fields = explode(' ', $s);
            if (!empty($fields)) {
                if (!$n) {
                    $name = $type;
                    $fields = $fields[0];
                } else {
                    $name = array_shift($fields);
                    switch ($name) {
                        case 'SIZE':
                            $fields = ($fields ? $fields[0] : 0);
                            break;
                        case 'AUTH':
                            if (!is_array($fields)) {
                                $fields = [];
                            }
                            break;
                        default:
                            $fields = true;
                    }
                }
                $this->server_caps[$name] = $fields;
            }
        }
    }

    /**
     * Send an SMTP MAIL command.
     * Starts a mail transaction from the email address specified in
     * $from. Returns true if successful or false otherwise. If True
     * the mail transaction is started and then one or more recipient
     * commands may be called followed by a data command.
     * Implements RFC 821: MAIL <SP> FROM:<reverse-path> <CRLF>.
     *
     * @param string $from Source address of this message
     *
     * @return bool
     */
    public function mail($from)
    {
        $useVerp = ($this->do_verp ? ' XVERP' : '');

        return $this->sendCommand(
            'MAIL FROM',
            'MAIL FROM:<' . $from . '>' . $useVerp,
            250
        );
    }

    /**
     * Send an SMTP QUIT command.
     * Closes the socket if there is no error or the $close_on_error argument is true.
     * Implements from RFC 821: QUIT <CRLF>.
     *
     * @param bool $close_on_error Should the connection close if an error occurs?
     *
     * @return bool
     */
    public function quit($close_on_error = true)
    {
        $noerror = $this->sendCommand('QUIT', 'QUIT', 221);
        $err = $this->error; //Save any error
        if ($noerror || $close_on_error) {
            $this->close();
            $this->error = $err; //Restore any error from the quit command
        }

        return $noerror;
    }

    /**
     * Send an SMTP RCPT command.
     * Sets the TO argument to $toaddr.
     * Returns true if the recipient was accepted false if it was rejected.
     * Implements from RFC 821: RCPT <SP> TO:<forward-path> <CRLF>.
     *
     * @param string $address The address the message is being sent to
     * @param string $dsn     Comma separated list of DSN notifications. NEVER, SUCCESS, FAILURE
     *                        or DELAY. If you specify NEVER all other notifications are ignored.
     *
     * @return bool
     */
    public function recipient($address, $dsn = '')
    {
        if (empty($dsn)) {
            $rcpt = 'RCPT TO:<' . $address . '>';
        } else {
            $dsn = strtoupper($dsn);
            $notify = [];

            if (strpos($dsn, 'NEVER') !== false) {
                $notify[] = 'NEVER';
            } else {
                foreach (['SUCCESS', 'FAILURE', 'DELAY'] as $value) {
                    if (strpos($dsn, $value) !== false) {
                        $notify[] = $value;
                    }
                }
            }

            $rcpt = 'RCPT TO:<' . $address . '> NOTIFY=' . implode(',', $notify);
        }

        return $this->sendCommand(
            'RCPT TO',
            $rcpt,
            [250, 251]
        );
    }

    /**
     * Send an SMTP RSET command.
     * Abort any transaction that is currently in progress.
     * Implements RFC 821: RSET <CRLF>.
     *
     * @return bool True on success
     */
    public function reset()
    {
        return $this->sendCommand('RSET', 'RSET', 250);
    }

    /**
     * Send a command to an SMTP server and check its return code.
     *
     * @param string    $command       The command name - not sent to the server
     * @param string    $commandstring The actual command to send
     * @param int|array $expect        One or more expected integer success codes
     *
     * @return bool True on success
     */
    protected function sendCommand($command, $commandstring, $expect)
    {
        if (!$this->connected()) {
            $this->setError("Called $command without being connected");

            return false;
        }
        //Reject line breaks in all commands
        if ((strpos($commandstring, "\n") !== false) || (strpos($commandstring, "\r") !== false)) {
            $this->setError("Command '$command' contained line breaks");

            return false;
        }
        $this->client_send($commandstring . static::LE, $command);

        $this->last_reply = $this->get_lines();
        //Fetch SMTP code and possible error code explanation
        $matches = [];
        if (preg_match('/^([\d]{3})[ -](?:([\d]\\.[\d]\\.[\d]{1,2}) )?/', $this->last_reply, $matches)) {
            $code = (int) $matches[1];
            $code_ex = (count($matches) > 2 ? $matches[2] : null);
            //Cut off error code from each response line
            $detail = preg_replace(
                "/{$code}[ -]" .
                ($code_ex ? str_replace('.', '\\.', $code_ex) . ' ' : '') . '/m',
                '',
                $this->last_reply
            );
        } else {
            //Fall back to simple parsing if regex fails
            $code = (int) substr($this->last_reply, 0, 3);
            $code_ex = null;
            $detail = substr($this->last_reply, 4);
        }

        $this->edebug('SERVER -> CLIENT: ' . $this->last_reply, self::DEBUG_SERVER);

        if (!in_array($code, (array) $expect, true)) {
            $this->setError(
                "$command command failed",
                $detail,
                $code,
                $code_ex
            );
            $this->edebug(
                'SMTP ERROR: ' . $this->error['error'] . ': ' . $this->last_reply,
                self::DEBUG_CLIENT
            );

            return false;
        }

        $this->setError('');

        return true;
    }

    /**
     * Send an SMTP SAML command.
     * Starts a mail transaction from the email address specified in $from.
     * Returns true if successful or false otherwise. If True
     * the mail transaction is started and then one or more recipient
     * commands may be called followed by a data command. This command
     * will send the message to the users terminal if they are logged
     * in and send them an email.
     * Implements RFC 821: SAML <SP> FROM:<reverse-path> <CRLF>.
     *
     * @param string $from The address the message is from
     *
     * @return bool
     */
    public function sendAndMail($from)
    {
        return $this->sendCommand('SAML', "SAML FROM:$from", 250);
    }

    /**
     * Send an SMTP VRFY command.
     *
     * @param string $name The name to verify
     *
     * @return bool
     */
    public function verify($name)
    {
        return $this->sendCommand('VRFY', "VRFY $name", [250, 251]);
    }

    /**
     * Send an SMTP NOOP command.
     * Used to keep keep-alives alive, doesn't actually do anything.
     *
     * @return bool
     */
    public function noop()
    {
        return $this->sendCommand('NOOP', 'NOOP', 250);
    }

    /**
     * Send an SMTP TURN command.
     * This is an optional command for SMTP that this class does not support.
     * This method is here to make the RFC821 Definition complete for this class
     * and _may_ be implemented in future.
     * Implements from RFC 821: TURN <CRLF>.
     *
     * @return bool
     */
    public function turn()
    {
        $this->setError('The SMTP TURN command is not implemented');
        $this->edebug('SMTP NOTICE: ' . $this->error['error'], self::DEBUG_CLIENT);

        return false;
    }

    /**
     * Send raw data to the server.
     *
     * @param string $data    The data to send
     * @param string $command Optionally, the command this is part of, used only for controlling debug output
     *
     * @return int|bool The number of bytes sent to the server or false on error
     */
    public function client_send($data, $command = '')
    {
        //If SMTP transcripts are left enabled, or debug output is posted online
        //it can leak credentials, so hide credentials in all but lowest level
        if (
            self::DEBUG_LOWLEVEL > $this->do_debug &&
            in_array($command, ['User & Password', 'Username', 'Password'], true)
        ) {
            $this->edebug('CLIENT -> SERVER: [credentials hidden]', self::DEBUG_CLIENT);
        } else {
            $this->edebug('CLIENT -> SERVER: ' . $data, self::DEBUG_CLIENT);
        }
        set_error_handler([$this, 'errorHandler']);
        $result = fwrite($this->smtp_conn, $data);
        restore_error_handler();

        return $result;
    }

    /**
     * Get the latest error.
     *
     * @return array
     */
    public function getError()
    {
        return $this->error;
    }

    /**
     * Get SMTP extensions available on the server.
     *
     * @return array|null
     */
    public function getServerExtList()
    {
        return $this->server_caps;
    }

    /**
     * Get metadata about the SMTP server from its HELO/EHLO response.
     * The method works in three ways, dependent on argument value and current state:
     *   1. HELO/EHLO has not been sent - returns null and populates $this->error.
     *   2. HELO has been sent -
     *     $name == 'HELO': returns server name
     *     $name == 'EHLO': returns boolean false
     *     $name == any other string: returns null and populates $this->error
     *   3. EHLO has been sent -
     *     $name == 'HELO'|'EHLO': returns the server name
     *     $name == any other string: if extension $name exists, returns True
     *       or its options (e.g. AUTH mechanisms supported). Otherwise returns False.
     *
     * @param string $name Name of SMTP extension or 'HELO'|'EHLO'
     *
     * @return string|bool|null
     */
    public function getServerExt($name)
    {
        if (!$this->server_caps) {
            $this->setError('No HELO/EHLO was sent');

            return null;
        }

        if (!array_key_exists($name, $this->server_caps)) {
            if ('HELO' === $name) {
                return $this->server_caps['EHLO'];
            }
            if ('EHLO' === $name || array_key_exists('EHLO', $this->server_caps)) {
                return false;
            }
            $this->setError('HELO handshake was used; No information about server extensions available');

            return null;
        }

        return $this->server_caps[$name];
    }

    /**
     * Get the last reply from the server.
     *
     * @return string
     */
    public function getLastReply()
    {
        return $this->last_reply;
    }

    /**
     * Read the SMTP server's response.
     * Either before eof or socket timeout occurs on the operation.
     * With SMTP we can tell if we have more lines to read if the
     * 4th character is '-' symbol. If it is a space then we don't
     * need to read anything else.
     *
     * @return string
     */
    protected function get_lines()
    {
        //If the connection is bad, give up straight away
        if (!is_resource($this->smtp_conn)) {
            return '';
        }
        $data = '';
        $endtime = 0;
        stream_set_timeout($this->smtp_conn, $this->Timeout);
        if ($this->Timelimit > 0) {
            $endtime = time() + $this->Timelimit;
        }
        $selR = [$this->smtp_conn];
        $selW = null;
        while (is_resource($this->smtp_conn) && !feof($this->smtp_conn)) {
            //Must pass vars in here as params are by reference
            //solution for signals inspired by https://github.com/symfony/symfony/pull/6540
            set_error_handler([$this, 'errorHandler']);
            $n = stream_select($selR, $selW, $selW, $this->Timelimit);
            restore_error_handler();

            if ($n === false) {
                $message = $this->getError()['detail'];

                $this->edebug(
                    'SMTP -> get_lines(): select failed (' . $message . ')',
                    self::DEBUG_LOWLEVEL
                );

                //stream_select returns false when the `select` system call is interrupted
                //by an incoming signal, try the select again
                if (stripos($message, 'interrupted system call') !== false) {
                    $this->edebug(
                        'SMTP -> get_lines(): retrying stream_select',
                        self::DEBUG_LOWLEVEL
                    );
                    $this->setError('');
                    continue;
                }

                break;
            }

            if (!$n) {
                $this->edebug(
                    'SMTP -> get_lines(): select timed-out in (' . $this->Timelimit . ' sec)',
                    self::DEBUG_LOWLEVEL
                );
                break;
            }

            //Deliberate noise suppression - errors are handled afterwards
            $str = @fgets($this->smtp_conn, self::MAX_REPLY_LENGTH);
            $this->edebug('SMTP INBOUND: "' . trim($str) . '"', self::DEBUG_LOWLEVEL);
            $data .= $str;
            //If response is only 3 chars (not valid, but RFC5321 S4.2 says it must be handled),
            //or 4th character is a space or a line break char, we are done reading, break the loop.
            //String array access is a significant micro-optimisation over strlen
            if (!isset($str[3]) || $str[3] === ' ' || $str[3] === "\r" || $str[3] === "\n") {
                break;
            }
            //Timed-out? Log and break
            $info = stream_get_meta_data($this->smtp_conn);
            if ($info['timed_out']) {
                $this->edebug(
                    'SMTP -> get_lines(): stream timed-out (' . $this->Timeout . ' sec)',
                    self::DEBUG_LOWLEVEL
                );
                break;
            }
            //Now check if reads took too long
            if ($endtime && time() > $endtime) {
                $this->edebug(
                    'SMTP -> get_lines(): timelimit reached (' .
                    $this->Timelimit . ' sec)',
                    self::DEBUG_LOWLEVEL
                );
                break;
            }
        }

        return $data;
    }

    /**
     * Enable or disable VERP address generation.
     *
     * @param bool $enabled
     */
    public function setVerp($enabled = false)
    {
        $this->do_verp = $enabled;
    }

    /**
     * Get VERP address generation mode.
     *
     * @return bool
     */
    public function getVerp()
    {
        return $this->do_verp;
    }

    /**
     * Set error messages and codes.
     *
     * @param string $message      The error message
     * @param string $detail       Further detail on the error
     * @param string $smtp_code    An associated SMTP error code
     * @param string $smtp_code_ex Extended SMTP code
     */
    protected function setError($message, $detail = '', $smtp_code = '', $smtp_code_ex = '')
    {
        $this->error = [
            'error' => $message,
            'detail' => $detail,
            'smtp_code' => $smtp_code,
            'smtp_code_ex' => $smtp_code_ex,
        ];
    }

    /**
     * Set debug output method.
     *
     * @param string|callable $method The name of the mechanism to use for debugging output, or a callable to handle it
     */
    public function setDebugOutput($method = 'echo')
    {
        $this->Debugoutput = $method;
    }

    /**
     * Get debug output method.
     *
     * @return string
     */
    public function getDebugOutput()
    {
        return $this->Debugoutput;
    }

    /**
     * Set debug output level.
     *
     * @param int $level
     */
    public function setDebugLevel($level = 0)
    {
        $this->do_debug = $level;
    }

    /**
     * Get debug output level.
     *
     * @return int
     */
    public function getDebugLevel()
    {
        return $this->do_debug;
    }

    /**
     * Set SMTP timeout.
     *
     * @param int $timeout The timeout duration in seconds
     */
    public function setTimeout($timeout = 0)
    {
        $this->Timeout = $timeout;
    }

    /**
     * Get SMTP timeout.
     *
     * @return int
     */
    public function getTimeout()
    {
        return $this->Timeout;
    }

    /**
     * Reports an error number and string.
     *
     * @param int    $errno   The error number returned by PHP
     * @param string $errmsg  The error message returned by PHP
     * @param string $errfile The file the error occurred in
     * @param int    $errline The line number the error occurred on
     */
    protected function errorHandler($errno, $errmsg, $errfile = '', $errline = 0)
    {
        $notice = 'Connection failed.';
        $this->setError(
            $notice,
            $errmsg,
            (string) $errno
        );
        $this->edebug(
            "$notice Error #$errno: $errmsg [$errfile line $errline]",
            self::DEBUG_CONNECTION
        );
    }

    /**
     * Extract and return the ID of the last SMTP transaction based on
     * a list of patterns provided in SMTP::$smtp_transaction_id_patterns.
     * Relies on the host providing the ID in response to a DATA command.
     * If no reply has been received yet, it will return null.
     * If no pattern was matched, it will return false.
     *
     * @return bool|string|null
     */
    protected function recordLastTransactionID()
    {
        $reply = $this->getLastReply();

        if (empty($reply)) {
            $this->last_smtp_transaction_id = null;
        } else {
            $this->last_smtp_transaction_id = false;
            foreach ($this->smtp_transaction_id_patterns as $smtp_transaction_id_pattern) {
                $matches = [];
                if (preg_match($smtp_transaction_id_pattern, $reply, $matches)) {
                    $this->last_smtp_transaction_id = trim($matches[1]);
                    break;
                }
            }
        }

        return $this->last_smtp_transaction_id;
    }

    /**
     * Get the queue/transaction ID of the last SMTP transaction
     * If no reply has been received yet, it will return null.
     * If no pattern was matched, it will return false.
     *
     * @return bool|string|null
     *
     * @see recordLastTransactionID()
     */
    public function getLastTransactionID()
    {
        return $this->last_smtp_transaction_id;
    }
}