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C

openssl smime -encrypt -des3 -in <file> <pem file>

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OpenSSL SMIME encrypt file using PEM containing a certificate.

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C
#include <C_CkPem.h>
#include <C_CkCert.h>
#include <C_CkCrypt2.h>
#include <C_CkBinData.h>
#include <C_CkStringBuilder.h>

void ChilkatSample(void)
    {
    BOOL success;
    HCkPem pem;
    HCkCert cert;
    HCkCrypt2 crypt;
    HCkBinData bd;
    HCkStringBuilder sbEncryptedMime;

    success = FALSE;

    // This example requires the Chilkat API to have been previously unlocked.
    // See Global Unlock Sample for sample code.

    // Load the cert from a PEM file.

    pem = CkPem_Create();
    // Our particular PEM was not encrypted, so we pass an empty password.
    // Also, a private key is not needed for encryption.  The PEM used to test this example
    // happens to have a private key, but it's not actually used.
    success = CkPem_LoadPemFile(pem,"qa_data/openssl/rsaCertAndKey.pem","");
    if (success == FALSE) {
        printf("%s\n",CkPem_lastErrorText(pem));
        CkPem_Dispose(pem);
        return;
    }

    if (CkPem_getNumCerts(pem) == 0) {
        printf("PEM does not contain any certificates.\n");
        CkPem_Dispose(pem);
        return;
    }

    cert = CkPem_GetCert(pem,0);
    if (CkPem_getLastMethodSuccess(pem) == FALSE) {
        printf("%s\n",CkPem_lastErrorText(pem));
        CkPem_Dispose(pem);
        return;
    }

    // -------------------------------------------------------------------------------------
    // Duplicate this OpenSSL command:   openssl smime -encrypt -des3 -in <file> <pem file>
    // -------------------------------------------------------------------------------------
    crypt = CkCrypt2_Create();
    success = CkCrypt2_SetEncryptCert(crypt,cert);
    if (success == FALSE) {
        printf("%s\n",CkCrypt2_lastErrorText(crypt));
        CkCert_Dispose(cert);
        CkPem_Dispose(pem);
        CkCrypt2_Dispose(crypt);
        return;
    }

    CkCert_Dispose(cert);

    CkCrypt2_putCryptAlgorithm(crypt,"PKI");
    CkCrypt2_putPkcs7CryptAlg(crypt,"3des");
    CkCrypt2_putKeyLength(crypt,168);

    // Load the file to be encrypted.
    bd = CkBinData_Create();
    success = CkBinData_LoadFile(bd,"qa_data/openssl/hello.txt");
    if (success == FALSE) {
        printf("Failed to load the input file.\n");
        CkPem_Dispose(pem);
        CkCrypt2_Dispose(crypt);
        CkBinData_Dispose(bd);
        return;
    }

    // Encrypt.
    success = CkCrypt2_EncryptBd(crypt,bd);
    if (success == FALSE) {
        printf("%s\n",CkCrypt2_lastErrorText(crypt));
        CkPem_Dispose(pem);
        CkCrypt2_Dispose(crypt);
        CkBinData_Dispose(bd);
        return;
    }

    // The openssl smime -encrypt command produces encrypte MIME such as this:

    // MIME-Version: 1.0
    // Content-Disposition: attachment; filename="smime.p7m"
    // Content-Type: application/x-pkcs7-mime; smime-type=enveloped-data; name="smime.p7m"
    // Content-Transfer-Encoding: base64
    // 
    // MIICzwYJKoZIhvcNAQcDoIICwDCCArwCAQAxggF8MIIBeAIBADBgMEoxCzAJBgNVBAYTAlVTMRYw
    // FAYDVQQKEw1MZXQncyBFbmNyeXB0MSMwIQYDVQQDExpMZXQncyBFbmNyeXB0IEF1dGhvcml0eSBY
    // MwISA9Nqgb1dH/XTDNeKzN1nR85iMA0GCSqGSIb3DQEBAQUABIIBAIQqPexjxWovgxwKV/r3HL/U
    // EP9Yozvz5hBeX5VvRZjKSi4FRw5wapElPK+4FB82hiAR9Mi3c16PvPSVkJv3l78Mv5uaaOs/OmUz
    // mIHFB6Z+l2E52BDmUVWJZTQ09vdWy6+NIRlg2R9Z1NkmZ4BZCJk6mHB/Yx03IaOxK8LnwieDMthM
    // SvxbhJnIOISN7k7ofs+/0vTXUpdQ+tlmwyVySMGQ6VMk+z4sqZJ2stacqCPtt/aiSwJ9p0OKmihf
    // 3KDJceXJtavIQeA97yz1LqPvle35mmd5sBhV9qQYdTV/KJ+YM5uEZ9BHYbvMJbADFHwKzhcEY3qA
    // 7T9acmEsb7NycOIwggE1BgkqhkiG9w0BBwEwFAYIKoZIhvcNAwcECERX/ZoHweSkgIIBEMmCMx49
    // zjVAnGqRaBbvzQT1hg0uQSxIJjxMxC+HSuM+eY9oSOsbrw4uIijHKH9NdOpeDsdRzg2z5EBM7AlP
    // Ht9DyPW5C2deV6RPX4F8gyExz+JUXrd+3Yb3AKTdpDkTWDmNCeO0r/YSqp518+mfU5hG8e336u51
    // HAM44FeknA8oThWsD/wUB1e8vzsatK4UXW/KSu/166V7z+VT86kd+IHa7t60U9Yp0ZXgcM5Pb5Ni
    // 69Qc5MKPzom2801H5UR/WjCgsxOIjOj49sKisjRy79skrJzxY5ZG05T0dKn6KC3TjRpIEEeOyhCd
    // Nm2Y7dcW8GLMepdhWay5vePmQxmvmhbAtBprIem14NcrYeG6D5wP

    // We have the body in bd
    // Construct the header and base64 body...
    sbEncryptedMime = CkStringBuilder_Create();

    CkStringBuilder_AppendLine(sbEncryptedMime,"MIME-Version: 1.0",TRUE);
    CkStringBuilder_AppendLine(sbEncryptedMime,"Content-Disposition: attachment; filename=\"smime.p7m\"",TRUE);
    CkStringBuilder_AppendLine(sbEncryptedMime,"Content-Type: application/x-pkcs7-mime; smime-type=enveloped-data; name=\"smime.p7m\"",TRUE);
    CkStringBuilder_AppendLine(sbEncryptedMime,"Content-Transfer-Encoding: base64",TRUE);
    CkStringBuilder_AppendLine(sbEncryptedMime,"",TRUE);
    CkStringBuilder_AppendLine(sbEncryptedMime,CkBinData_getEncoded(bd,"base64_mime"),TRUE);

    // Show the result.
    printf("%s\n",CkStringBuilder_getAsString(sbEncryptedMime));

    // or save to a file..
    success = CkStringBuilder_WriteFile(sbEncryptedMime,"qa_output/encryptedMime.txt","utf-8",FALSE);


    CkPem_Dispose(pem);
    CkCrypt2_Dispose(crypt);
    CkBinData_Dispose(bd);
    CkStringBuilder_Dispose(sbEncryptedMime);

    }