openssl uses a mostly generic scheme to deal with numerous objects 

that are encoded in ‘DER’, the most common representation of ASN.1, 

including X.509 certificates and CSRs for them, and CRLs and OCSP data, 

publickey and privatekey objects and PKCS#8 and PKCS#12 key stores, 

and PKCS#7/CMS messages (which SMIME uses and thus is your  case). 

For each type two basic operations are to convert the internal data 

(in C structures and buffers) to external DER ‘i2d’ and the reverse ‘d2i’;

these may write to or read from a memory buffer, file, or BIO.

(Technically openssl can read and sometimes write ‘BER’ which is a 

slightly different ASN.1 encoding, but the most important and mostly 

oldest objects like certs are DER so the ‘d’ has stuck.)

 

In your case (‘smime –decrypt’ calls SMIME_read_PKCS7, which indirectly 

calls ASN1_item_d2i_bio to read the message body from the input file 

through a base-64 ‘filter’ BIO and convert the result to internal form, 

and that is where the BUF_MEM_grow limit is hit. My suggestion is 

to use the d2i-from-memory form instead, which should bypass this.

 

 

From: [email protected]
[mailto:[email protected]] On Behalf Of Marco Köllner
Sent: Friday, November 22, 2013 03:02
To: [email protected]
Subject: *** Spam *** RE: Malloc failure when decrypting files larger 1.48
GB with openssl smime

 

Hi Dave,

 

Thank you for this description. It helps me to understand what’s happen.

So I’ll check your suggestion and come back with results as soon as
possible. Actually I’m working on other issues.

 

Maybe you could still help me for one thing; What do you mean with “d2i”?

 

Please apologize, I’m not familiar with this acronym.

 

Best regards,

Marco

 

From: [email protected]
[mailto:[email protected]] On Behalf Of Dave Thompson
Sent: Freitag, 22. November 2013 00:38
To: [email protected]
Subject: RE: Malloc failure when decrypting files larger 1.48 GB with
openssl smime

 

There’s a hardcoded limit of just under 1.5G (0x5ffffffc) on growing 

BUF_MEM, which is used to hold ‘streamed’ input DER in this case 

and others (but  no other openssl ASN.1 data would be this big).

Apparently this is to allow the data to be b64-ed (without linebreaks?) 

and measured in an int, which can be and usually is (signed) 32bit. 

This seems unnecessarily strict since many BUF_MEM’s including this one 

won’t be b64-ed, and those that are may not need to be measured in int. 

 

I guess you can get round this by a simple app that reads the DER 

into memory (converting from PEM or SMIME in the process if desired), 

then d2i’s from that buffer which is already large enough. But I don’t 

have a 64-bit build setup to try it.

 

For me at least, using the ShiningLight win64 build of 1.0.1c, 

-encrypt without -stream truncates the data without any error 

indication at a bit less than 2GB (0x777c2000). Watch out for that.

 

 

From:  <mailto:[email protected]>
[email protected] [ <mailto:[email protected]>
mailto:[email protected]] On Behalf Of Marco Köllner
Sent: Tuesday, November 19, 2013 05:14
To:  <mailto:[email protected]> [email protected]
Subject: *** Spam *** Malloc failure when decrypting files larger 1.48 GB
with openssl smime

 

Hi,

 

For one of our customer I’m trying to test RSA public key encryption for
file transfer.

The common setup is windos7 & 8 as 64bit system & OpenSSL 0.9.8k (but 0.9.8y
& 1.0.1e shows the same problem). 

 

Now I see a problem by decrypting large files with OpenSSL.

 

Mainly we use openssl smime for encryption and decryption since it works
fine for our purpose.

 

- openssl.exe smime -encrypt -outform DER -des3 -binary -in LargeFile.dat
-out LargeFile.dat.en Receip.cer

- openssl.exe smime -decrypt -inform DER -in LargeFile.dat.en -binary -inkey
PrivateKey.der -passin file:digest.key

 

While encryption works, decryption seems to have problems with encrypted
files larger 1.48 GB. Right after the start I got the following messages:

 

Error reading S/MIME message

11992:error:07069041:memory buffer routines:BUF_MEM_grow_clean:malloc
failure:.\crypto\buffer\buffer.c:169:

11992:error:0D06B041:asn1 encoding routines:ASN1_D2I_READ_BIO:malloc
failure:.\crypto\asn1\a_d2i_fp.c:242:

 

The used key has 4096 bits.

 

I’ve seen on the News page in section “Major changes between OpenSSL 0.9.7g
and OpenSSL 0.9.8” that files large 2GB might be supported now.

Could you help me to solve the problem? Possibly smime is not the correct
module.

 

Thanks in advance.

 

Best regards,

Marco

 

 

 

Marco Köllner

Application Developer

fon +49 (0) 7062.9565-17

 

TMN Systemberatung GmbH 

 <http://blogs.tmn-net.com/> Unsere Blogs |
<http://www.tmn-systemberatung.de/> Unsere Website 

 

 

 



 

 

 

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