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<?php
/************************************************************************
* This file is part of EspoCRM.
*
* EspoCRM – Open Source CRM application.
* Copyright (C) 2014-2026 EspoCRM, Inc.
* Website: https://www.espocrm.com
*
* This program is free software: you can redistribute it and/or modify
* it under the terms of the GNU Affero General Public License as published by
* the Free Software Foundation, either version 3 of the License, or
* (at your option) any later version.
*
* This program is distributed in the hope that it will be useful,
* but WITHOUT ANY WARRANTY; without even the implied warranty of
* MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
* GNU Affero General Public License for more details.
*
* You should have received a copy of the GNU Affero General Public License
* along with this program. If not, see <https://www.gnu.org/licenses/>.
*
* The interactive user interfaces in modified source and object code versions
* of this program must display Appropriate Legal Notices, as required under
* Section 5 of the GNU Affero General Public License version 3.
*
* In accordance with Section 7(b) of the GNU Affero General Public License version 3,
* these Appropriate Legal Notices must retain the display of the "EspoCRM" word.
************************************************************************/
namespace Espo\Core\Mail;
use Espo\Core\FileStorage\Manager as FileStorageManager;
use Espo\Core\Mail\Exceptions\NoSmtp;
use Espo\Core\Mail\Sender\AttachmentContainer;
use Espo\Core\Mail\Sender\MessageContainer;
use Espo\Core\Mail\Sender\TransportPreparatorFactory;
use Espo\Core\ORM\Repository\Option\SaveOption;
use Espo\ORM\EntityCollection;
use Espo\Core\Field\DateTime;
use Espo\Core\Utils\Config;
use Espo\Core\Utils\Log;
use Espo\Core\Mail\Account\SendingAccountProvider;
use Espo\Core\Mail\Exceptions\SendingError;
use Espo\Entities\Attachment;
use Espo\Entities\Email;
use Espo\ORM\EntityManager;
use Symfony\Component\Mailer\Envelope;
use Symfony\Component\Mailer\Exception\TransportExceptionInterface;
use Symfony\Component\Mailer\Transport\TransportInterface;
use Symfony\Component\Mime\Address;
use Symfony\Component\Mime\Email as Message;
use Symfony\Component\Mime\Part\DataPart;
use Exception;
use LogicException;
use InvalidArgumentException;
/**
* Sends emails. Builds parameters for sending. Should not be used directly.
*/
class Sender
{
private ?TransportInterface $transport = null;
private bool $isGlobal = false;
/** @var array<string, mixed> */
private array $params = [];
/** @var array<string, mixed> */
private array $overrideParams = [];
private ?string $envelopeFromAddress = null;
/** @var ?iterable<Attachment|AttachmentContainer> */
private $attachmentList = null;
/** @var array{string, string}[] */
private array $headers = [];
private ?MessageContainer $messageContainer = null;
private const ATTACHMENT_ATTR_CONTENTS = 'contents';
public function __construct(
private Config $config,
private EntityManager $entityManager,
private Log $log,
private SendingAccountProvider $accountProvider,
private FileStorageManager $fileStorageManager,
private ConfigDataProvider $configDataProvider,
private TransportPreparatorFactory $transportPreparatorFactory,
) {
$this->useGlobal();
}
private function resetParams(): void
{
$this->params = [];
$this->envelopeFromAddress = null;
$this->attachmentList = null;
$this->overrideParams = [];
$this->headers = [];
$this->messageContainer = null;
}
/**
* With parameters.
*
* @param SenderParams|array<string, mixed> $params
*/
public function withParams($params): self
{
if ($params instanceof SenderParams) {
$params = $params->toArray();
} else if (!is_array($params)) {
throw new InvalidArgumentException();
}
$paramList = [
'fromAddress',
'fromName',
'replyToAddress',
'replyToName',
];
foreach (array_keys($params) as $key) {
if (!in_array($key, $paramList)) {
unset($params[$key]);
}
}
$this->overrideParams = array_merge($this->overrideParams, $params);
return $this;
}
/**
* With specific SMTP parameters.
*
* @param SmtpParams|array<string, mixed> $params
*/
public function withSmtpParams($params): self
{
if ($params instanceof SmtpParams) {
$params = $params->toArray();
} else if (!is_array($params)) {
throw new InvalidArgumentException();
}
return $this->useSmtp($params);
}
/**
* With specific attachments.
*
* @param iterable<Attachment|AttachmentContainer> $attachmentList
*/
public function withAttachments(iterable $attachmentList): self
{
$this->attachmentList = $attachmentList;
return $this;
}
/**
* With an envelope from address.
*
* @since 9.1.0
*/
public function withEnvelopeFromAddress(string $fromAddress): void
{
$this->envelopeFromAddress = $fromAddress;
}
/**
* @since 9.2.0
* @internal
*/
public function withMessageContainer(MessageContainer $messageContainer): self
{
$this->messageContainer = $messageContainer;
return $this;
}
/**
* Add a header.
*
* @param string $name A header name.
* @param string $value A header value.
* @since 9.1.0
*/
public function withAddedHeader(string $name, string $value): self
{
$this->headers[] = [$name, $value];
return $this;
}
/**
* @param array<string, mixed> $params
*/
private function useSmtp(array $params = []): self
{
$this->isGlobal = false;
$this->applySmtp($params);
return $this;
}
private function useGlobal(): void
{
$this->params = [];
$this->isGlobal = true;
}
/**
* @param array<string, mixed> $params
*/
private function applySmtp(array $params = []): void
{
$this->params = $params;
$smtpParams = SmtpParams::fromArray($params);
$preparator = $this->transportPreparatorFactory->create($smtpParams);
$this->transport = $preparator->prepare($smtpParams);
}
/**
* @throws NoSmtp
*/
private function applyGlobal(): void
{
$systemAccount = $this->accountProvider->getSystem();
if (!$systemAccount) {
throw new NoSmtp("No system SMTP settings.");
}
$smtpParams = $systemAccount->getSmtpParams();
if (!$smtpParams) {
throw new NoSmtp("No system SMTP settings.");
}
$this->applySmtp($smtpParams->toArray());
}
/**
* Send an email.
*
* @throws SendingError
*/
public function send(Email $email): void
{
if ($this->isGlobal) {
$this->applyGlobal();
}
$message = new Message();
$params = array_merge($this->params, $this->overrideParams);
$this->applyHeaders($email, $message);
$this->applyFrom($email, $message, $params);
$this->addRecipientAddresses($email, $message);
$this->applyReplyTo($email, $message, $params);
$this->applySubject($email, $message);
$this->applyBody($email, $message);
$this->applyMessageId($email, $message);
if (!$this->transport) {
throw new LogicException();
}
$envelope = $this->prepareEnvelope($message);
if ($this->messageContainer) {
$this->messageContainer->message = new Sender\Message($message);
}
try {
$this->transport->send($message, $envelope);
} catch (Exception|TransportExceptionInterface $e) {
$this->resetParams();
$this->useGlobal();
$this->handleException($e);
}
$email
->setStatus(Email::STATUS_SENT)
->setDateSent(DateTime::createNow())
->setSendAt(null);
$this->resetParams();
$this->useGlobal();
}
/**
* @return DataPart[]
*/
private function getAttachmentParts(Email $email): array
{
/** @var EntityCollection<Attachment> $collection */
$collection = $this->entityManager
->getCollectionFactory()
->create(Attachment::ENTITY_TYPE);
if (!$email->isNew()) {
foreach ($email->getAttachments() as $attachment) {
$collection[] = $attachment;
}
}
/** @var AttachmentContainer[] $containers */
$containers = [];
if ($this->attachmentList !== null) {
foreach ($this->attachmentList as $attachment) {
if ($attachment instanceof Attachment) {
$collection[] = $attachment;
} else {
$containers[] = $attachment;
}
}
}
$list = [];
foreach ($collection as $attachment) {
$contents = $this->getAttachmentContents($attachment);
$part = new DataPart(
body: $contents,
filename: $attachment->getName() ?? '',
contentType: $attachment->getType(),
);
$list[] = $part;
}
$this->prepareContainerParts($containers, $list);
return $list;
}
/**
* @return DataPart[]
*/
private function getInlineAttachmentParts(Email $email): array
{
$list = [];
foreach ($email->getInlineAttachmentList() as $attachment) {
$contents = $this->getAttachmentContents($attachment);
$part = (new DataPart($contents, null, $attachment->getType()))
->asInline()
->setContentId($attachment->getId() . '@espo');
$list[] = $part;
}
return $list;
}
/**
* @throws SendingError
*/
private function handleException(Exception|TransportExceptionInterface $e): never
{
if ($e instanceof TransportExceptionInterface) {
$message = "unknownError";
if (
stripos($e->getMessage(), 'password') !== false ||
stripos($e->getMessage(), 'credentials') !== false ||
stripos($e->getMessage(), '5.7.8') !== false ||
stripos($e->getMessage(), '5.7.3') !== false
) {
$message = 'invalidCredentials';
}
$this->log->error("Email sending error: " . $e->getMessage(), ['exception' => $e]);
throw new SendingError($message);
}
throw new SendingError($e->getMessage());
}
private function addRecipientAddresses(Email $email, Message $message): void
{
$value = $email->get('to');
if ($value) {
foreach (explode(';', $value) as $address) {
$message->addTo(trim($address));
}
}
$value = $email->get('cc');
if ($value) {
foreach (explode(';', $value) as $address) {
$message->addCC(trim($address));
}
}
$value = $email->get('bcc');
if ($value) {
foreach (explode(';', $value) as $address) {
$message->addBCC(trim($address));
}
}
$value = $email->get('replyTo');
if ($value) {
foreach (explode(';', $value) as $address) {
$message->addReplyTo(trim($address));
}
}
}
/**
* @param array<string, mixed> $params
* @throws NoSmtp
*/
private function applyFrom(Email $email, Message $message, array $params): void
{
$fromName = $params['fromName'] ?? $this->config->get('outboundEmailFromName');
$fromAddress = $email->get('from');
if ($fromAddress) {
$fromAddress = trim($fromAddress);
} else {
if (
empty($params['fromAddress']) &&
!$this->configDataProvider->getSystemOutboundAddress()
) {
throw new NoSmtp('outboundEmailFromAddress is not specified in config.');
}
$fromAddress = $params['fromAddress'] ?? $this->configDataProvider->getSystemOutboundAddress();
$email->setFromAddress($fromAddress);
}
$message->addFrom(new Address($fromAddress, $fromName ?? ''));
$fromString = '<' . $fromAddress . '>';
if ($fromName) {
$fromString = $fromName . ' ' . $fromString;
}
$email->set('fromString', $fromString);
$message->sender($fromAddress);
}
/**
* @param array<string, mixed> $params
*/
private function applyReplyTo(Email $email, Message $message, array $params): void
{
$address = $params['replyToAddress'] ?? null;
$name = $params['replyToName'] ?? null;
if (!$address) {
return;
}
$message->replyTo(new Address($address, $name ?? ''));
$email->setReplyToAddressList([$address]);
}
private function applyMessageId(Email $email, Message $message): void
{
$messageId = $email->getMessageId();
if (
!$messageId ||
strlen($messageId) < 4 ||
str_starts_with($messageId, 'dummy:')
) {
$messageId = EmailSender::generateMessageId($email);
$email->setMessageId('<' . $messageId . '>');
if ($email->hasId()) {
$this->entityManager->saveEntity($email, [SaveOption::SILENT => true]);
}
} else {
$messageId = substr($messageId, 1, strlen($messageId) - 2);
}
$message->getHeaders()->addIdHeader('Message-ID', $messageId);
}
private function applyBody(Email $email, Message $message): void
{
$message->text($email->getBodyPlainForSending());
if ($email->isHtml()) {
$message->html($email->getBodyForSending());
}
foreach ($this->getAttachmentParts($email) as $part) {
$message->addPart($part);
}
foreach ($this->getInlineAttachmentParts($email) as $part) {
$message->addPart($part);
}
}
private function applySubject(Email $email, Message $message): void
{
$message->subject($email->getSubject() ?? '');
}
private function applyHeaders(Email $email, Message $message): void
{
foreach ($this->headers as $item) {
$message->getHeaders()->addTextHeader($item[0], $item[1]);
}
if ($email->isAutoReply() && !$message->getHeaders()->has('Auto-Submitted')) {
$message->getHeaders()->addTextHeader('Auto-Submitted', 'auto-replied');
}
}
private function prepareEnvelope(Message $message): ?Envelope
{
if (!$this->envelopeFromAddress) {
return null;
}
$recipients = [
...$message->getTo(),
...$message->getCc(),
...$message->getBcc(),
];
return new Envelope(new Address($this->envelopeFromAddress), $recipients);
}
/**
* @todo Use stream.
*
*/
private function getAttachmentContents(Attachment $attachment): string
{
return $attachment->has(self::ATTACHMENT_ATTR_CONTENTS) ?
$attachment->get(self::ATTACHMENT_ATTR_CONTENTS) :
$this->fileStorageManager->getContents($attachment);
}
/**
* @param AttachmentContainer[] $containers
* @param DataPart[] $list
*/
private function prepareContainerParts(array $containers, array &$list): void
{
foreach ($containers as $container) {
$attachment = $container->attachment;
$contents = $this->getAttachmentContents($attachment);
$part = new DataPart(
body: $contents,
filename: $attachment->getName() ?? '',
contentType: $attachment->getType(),
);
if ($container->inline) {
$part->asInline();
}
if ($container->contentTypeParams && $attachment->getType()) {
$part->getHeaders()->addParameterizedHeader(
name: 'Content-Type',
value: $attachment->getType(),
params: $container->contentTypeParams,
);
}
$list[] = $part;
}
}
}