go-chasquid-smtp/internal/courier/smtp.go

package courier

import (
	"crypto/tls"
	"expvar"
	"flag"
	"net"
	"os"
	"time"

	"golang.org/x/net/idna"

	"blitiri.com.ar/go/chasquid/internal/domaininfo"
	"blitiri.com.ar/go/chasquid/internal/envelope"
	"blitiri.com.ar/go/chasquid/internal/smtp"
	"blitiri.com.ar/go/chasquid/internal/trace"
)

var (
	// Timeouts for SMTP delivery.
	smtpDialTimeout  = 1 * time.Minute
	smtpTotalTimeout = 10 * time.Minute

	// Port for outgoing SMTP.
	// Tests can override this.
	smtpPort = flag.String("testing__outgoing_smtp_port", "25",
		"port to use for outgoing SMTP connections, ONLY FOR TESTING")

	// Fake MX records, used for testing only.
	fakeMX = map[string][]string{}
)

// Exported variables.
var (
	tlsCount   = expvar.NewMap("chasquid/smtpOut/tlsCount")
	slcResults = expvar.NewMap("chasquid/smtpOut/securityLevelChecks")
)

// SMTP delivers remote mail via outgoing SMTP.
type SMTP struct {
	Dinfo *domaininfo.DB
}

func (s *SMTP) Deliver(from string, to string, data []byte) (error, bool) {
	a := &attempt{
		courier:  s,
		from:     from,
		to:       to,
		toDomain: envelope.DomainOf(to),
		data:     data,
		tr:       trace.New("Courier.SMTP", to),
	}
	defer a.tr.Finish()
	a.tr.Debugf("%s  ->  %s", from, to)

	// smtp.Client.Mail will add the <> for us when the address is empty.
	if a.from == "<>" {
		a.from = ""
	}

	mxs, err := lookupMXs(a.tr, a.toDomain)
	if err != nil || len(mxs) == 0 {
		// Note this is considered a permanent error.
		// This is in line with what other servers (Exim) do. However, the
		// downside is that temporary DNS issues can affect delivery, so we
		// have to make sure we try hard enough on the lookup above.
		return a.tr.Errorf("Could not find mail server: %v", err), true
	}

	// Issue an EHLO with a valid domain; otherwise, some servers like postfix
	// will complain.
	a.helloDomain, err = idna.ToASCII(envelope.DomainOf(from))
	if err != nil {
		return a.tr.Errorf("Sender domain not IDNA compliant: %v", err), true
	}
	if a.helloDomain == "" {
		// This can happen when sending bounces. Last resort.
		a.helloDomain, _ = os.Hostname()
	}

	for _, mx := range mxs {
		var permanent bool
		err, permanent = a.deliver(mx)
		if err == nil {
			return nil, false
		}
		if permanent {
			return err, true
		}
		a.tr.Errorf("%q returned transient error: %v", mx, err)
	}

	// We exhausted all MXs failed to deliver, try again later.
	return a.tr.Errorf("all MXs returned transient failures (last: %v)", err), false
}

type attempt struct {
	courier *SMTP

	from string
	to   string
	data []byte

	toDomain    string
	helloDomain string

	tr *trace.Trace
}

func (a *attempt) deliver(mx string) (error, bool) {
	// Do we use insecure TLS?
	// Set as fallback when retrying.
	insecure := false
	secLevel := domaininfo.SecLevel_PLAIN

retry:
	conn, err := net.DialTimeout("tcp", mx+":"+*smtpPort, smtpDialTimeout)
	if err != nil {
		return a.tr.Errorf("Could not dial: %v", err), false
	}
	defer conn.Close()
	conn.SetDeadline(time.Now().Add(smtpTotalTimeout))

	c, err := smtp.NewClient(conn, mx)
	if err != nil {
		return a.tr.Errorf("Error creating client: %v", err), false
	}

	if err = c.Hello(a.helloDomain); err != nil {
		return a.tr.Errorf("Error saying hello: %v", err), false
	}

	if ok, _ := c.Extension("STARTTLS"); ok {
		config := &tls.Config{
			ServerName:         mx,
			InsecureSkipVerify: insecure,
		}
		err = c.StartTLS(config)
		if err != nil {
			// Unfortunately, many servers use self-signed certs, so if we
			// fail verification we just try again without validating.
			if insecure {
				tlsCount.Add("tls:failed", 1)
				return a.tr.Errorf("TLS error: %v", err), false
			}

			insecure = true
			a.tr.Debugf("TLS error, retrying insecurely")
			goto retry
		}

		if config.InsecureSkipVerify {
			a.tr.Debugf("Insecure - using TLS, but cert does not match %s", mx)
			tlsCount.Add("tls:insecure", 1)
			secLevel = domaininfo.SecLevel_TLS_INSECURE
		} else {
			tlsCount.Add("tls:secure", 1)
			a.tr.Debugf("Secure - using TLS")
			secLevel = domaininfo.SecLevel_TLS_SECURE
		}
	} else {
		tlsCount.Add("plain", 1)
		a.tr.Debugf("Insecure - NOT using TLS")
	}

	if !a.courier.Dinfo.OutgoingSecLevel(a.toDomain, secLevel) {
		// We consider the failure transient, so transient misconfigurations
		// do not affect deliveries.
		slcResults.Add("fail", 1)
		return a.tr.Errorf("Security level check failed (level:%s)", secLevel), false
	}
	slcResults.Add("pass", 1)

	if err = c.MailAndRcpt(a.from, a.to); err != nil {
		return a.tr.Errorf("MAIL+RCPT %v", err), smtp.IsPermanent(err)
	}

	w, err := c.Data()
	if err != nil {
		return a.tr.Errorf("DATA %v", err), smtp.IsPermanent(err)
	}
	_, err = w.Write(a.data)
	if err != nil {
		return a.tr.Errorf("DATA writing: %v", err), smtp.IsPermanent(err)
	}

	err = w.Close()
	if err != nil {
		return a.tr.Errorf("DATA closing %v", err), smtp.IsPermanent(err)
	}

	c.Quit()
	a.tr.Debugf("done")

	return nil, false
}

func lookupMXs(tr *trace.Trace, domain string) ([]string, error) {
	if v, ok := fakeMX[domain]; ok {
		return v, nil
	}

	domain, err := idna.ToASCII(domain)
	if err != nil {
		return nil, err
	}

	mxs := []string{}

	mxRecords, err := net.LookupMX(domain)
	if err != nil {
		// There was an error. It could be that the domain has no MX, in which
		// case we have to fall back to A, or a bigger problem.
		// Unfortunately, go's API doesn't let us easily distinguish between
		// them. For now, if the error is permanent, we assume it's because
		// there was no MX and fall back, otherwise we return.
		// TODO: Find a better way to do this.
		dnsErr, ok := err.(*net.DNSError)
		if !ok {
			tr.Debugf("MX lookup error: %v", err)
			return nil, err
		} else if dnsErr.Temporary() {
			tr.Debugf("temporary DNS error: %v", dnsErr)
			return nil, err
		}

		// Permanent error, we assume MX does not exist and fall back to A.
		tr.Debugf("failed to resolve MX for %s, falling back to A", domain)
		mxs = []string{domain}
	} else {
		// Convert the DNS records to a plain string slice. They're already
		// sorted by priority.
		for _, r := range mxRecords {
			mxs = append(mxs, r.Host)
		}
	}

	// Note that mxs could be empty; in that case we do NOT fall back to A.
	// This case is explicitly covered by the SMTP RFC.
	// https://tools.ietf.org/html/rfc5321#section-5.1

	// Cap the list of MXs to 5 hosts, to keep delivery attempt times sane
	// and prevent abuse.
	if len(mxs) > 5 {
		mxs = mxs[:5]
	}

	tr.Debugf("MXs: %v", mxs)
	return mxs, nil
}