Cryptanalysis – Cryptography

Cryptanalysis of the Caesar Cipher

If you need a reminder on how the Caesar Cipher works click here.

The Caesar Cipher is a very easy to crack as there are only 25 unique keys so we can test all of them and score how English they are using either Chi-Squared Statistic or N-Gram Probability.

Example

Ciphertext of “RCZIOCZXGJXFNOMDFZNORZGQZVOOVXF”

Shift | Decrypted Text                 | Chi-Sq Score
1       QBYHNBYWFIWEMNLCEYMNQYFPYUNNUWE  201.327499
2       PAXGMAXVEHVDLMKBDXLMPXEOXTMMTVD  599.489345
3       OZWFLZWUDGUCKLJACWKLOWDNWSLLSUC  267.058510
4       NYVEKYVTCFTBJKIZBVJKNVCMVRKKRTB  325.267580
5       MXUDJXUSBESAIJHYAUIJMUBLUQJJQSA  775.163340
6       LWTCIWTRADRZHIGXZTHILTAKTPIIPRZ  434.880892
7       KVSBHVSQZCQYGHFWYSGHKSZJSOHHOQY  554.916606
8       JURAGURPYBPXFGEVXRFGJRYIRNGGNPX  340.923863
9       ITQZFTQOXAOWEFDUWQEFIQXHQMFFMOW  1012.384679
10      HSPYESPNWZNVDECTVPDEHPWGPLEELNV  115.358434
11      GROXDROMVYMUCDBSUOCDGOVFOKDDKMU  91.670467
12      FQNWCQNLUXLTBCARTNBCFNUENJCCJLT  283.701596
13      EPMVBPMKTWKSABZQSMABEMTDMIBBIKS  194.299832
14      DOLUAOLJSVJRZAYPRLZADLSCLHAAHJR  385.733449
15      CNKTZNKIRUIQYZXOQKYZCKRBKGZZGIQ  1520.292006
16      BMJSYMJHQTHPXYWNPJXYBJQAJFYYFHP  801.523128
17      ALIRXLIGPSGOWXVMOIWXAIPZIEXXEGO  603.683962
18      ZKHQWKHFORFNVWULNHVWZHOYHDWWDFN  280.874579
19      YJGPVJGENQEMUVTKMGUVYGNXGCVVCEM  269.610988
20      XIFOUIFDMPDLTUSJLFTUXFMWFBUUBDL  176.849244
21      WHENTHECLOCKSTRIKESTWELVEATTACK  51.921327
22      VGDMSGDBKNBJRSQHJDRSVDKUDZSSZBJ  460.236803
23      UFCLRFCAJMAIQRPGICQRUCJTCYRRYAI  262.108135
24      TEBKQEBZILZHPQOFHBPQTBISBXQQXZH  1373.411997
25      SDAJPDAYHKYGOPNEGAOPSAHRAWPPWYG  90.715517

As you can see the lowest Chi-Squared value is 51.921327, which was using a shift of 21. If you read the decrypted text for a shift of 21 you can indeed see that it is English. Hence cipher has been broken!

WIP

Cryptanalysis of the Nihilist Substitution Cipher

If you need a reminder on how the Nihilist Substitution Cipher works click here.

To find the period you assume it is a particular period and put in blocks of 2 in columns of the period, then you do an diagraphic index of coincidence calculation on each column and take the average of all the columns.

This is an example of the difference between the expected English index of coincidence (0.0667) and the average Index of Coincidence Calculation for periods 2-40. Hence the smaller the bar the closer it is to that of English.

Average Index of Coincidence values for periods 2-40

As you can see for this particular text it is very obvious that the period is 3 because all the of multiples of 3s are very close to English. This is because the key ‘MAN’ – period 3 is the same as ‘MANMAN’ – period 6.

Once the period has been identified place the ciphertext into blocks of 2 in columns of the correct period.

Example:
345173345643531536543672… has been found to have a period of 3

?  ?  ?  = Key
34 51 73
34 56 43
53 15 36
54 36 72
........

From this point on you treat each column separately as they are all encoded by a different letter. From here we use each number digraph to narrow down the possible keys. We can infer things from ciphertext for example if the second digit is 0 there was only one way it could have been created that would be the plaintext number and the key number ending in a 5.

This can be extended to create inequalities for all possible ciphertext number digraphs. This is some pseudocode to create an inequalities for both the row and column.

rowMin = 1
rowMax = 5
colMin = 1
colMax = 5
no = ciphertext number digraph

IF no is smaller than 11 THEN
    no = no + 100

col = no % 10
IF col equals 0 THEN
    colMin = 5
    colMax = 5
    no = no - 10
ELIF col smaller than 7 THEN
    colMin = 1
    colMax = col - 1
ELSE
    colMin = col - 5
    colMax = 5

row = floor(no / 10) % 10

IF row equals 0 THEN
    rowMin = 5
    rowMax = 5
ELIF row smaller than 7 THEN
    rowMin = 1
    rowMax = row - 1
ELSE
    rowMin = row - 5
    rowMax = 5

You apply this algorithm to all number digraphs in each column and then create an equation for the row and column of the key number. The equation will be…

rowMin <= row <= rowMax
colMin <= col <= colMax

You then use these to narrow down the possibility, lets say you had the inequalities …

2 <= row <= 4  &  3 <= row <= 5  &  2 <= row <= 3

From these three inequalities you can infer that:

3 <= row <= 3 hence row = 3

So you now know that for that columns the key number must starts with a 3. You can then get the inequalities for the column and then create the full key which in this case will now be 31, 32, 33, 34 or 35.

Once the key has been found for each column subtract it away from each number in its respective column. Now if there have been no mistakes there should be less than 25 (size of polybius square with I/J being 1 character) number digraphs. Convert each unique one into a unique letter. Example: swap out all 24 for ‘A’s all 45 for ‘B’s, all 86 for ‘C’s etc.

You are now left will a simple substitution cipher, I wont go into detail on how to break it here, but I have a page here on how to break a simple substitution cipher. Tips: The most common letter in the new ciphertext will likely be ‘E’, the most common trigraph ‘THE’ and so on.

Cryptanalysis of Hill Cipher

If you need a reminder on how the Hill Cipher works click here.

The first thing to note is that when encoding in Hill Cipher each row of the key matrix encodes to 1 letter independently of the rest of the key matrix.

$\begin{bmatrix}21 & 18 & 12 \\9 & 0 & 23 \\8 & 3 & 2 \end{bmatrix}\begin{bmatrix}a \\b \\c \end{bmatrix}=\begin{bmatrix}21a+18b+12 c \\9 a+0b+23c \\8a+3b+2c \end{bmatrix}\bmod 26$

Notice how the top row of the far left matrix is only involved in the top cell of the ciphertext matrix, the middle row is only involved in the middle cell etc.

We can use this fact to dramatically decrease the number of keys we have to test to break the Hill Cipher.

For square matrix of size N, there are 26^N×N unique keys (there will be less as not all matrices have an inverse). For N=3, there is 26⁹ ≈ 5.43×10¹² keys, to test all of these is not feasible (I calculated on my pc it would take ≈ 8 years to test them all).

However, if we test each row individually then there is only 26^N keys we need to test, For N=3 there is 26³ = 17,576 which is a very small number in comparison (Takes 0.5 seconds on my pc!)

With this property of Hill Cipher we can go about cracking it.

First you will need to identify N (the size of the matrix) the size will be a multiple of the text length – this narrows it down a lot

Now you will be to iterate over all the row vectors with a size of N and possible values of 0 (inclusive) to 26 (exclusive).

For a 3 by 3 there are 17,576 combinations. They look will look something like this. On the left is the iteration number…

1/17576         [ 0, 0, 0]
2/17576         [ 0, 0, 1]
3/17576         [ 0, 0, 2] ……
16249/17576     [24, 0, 24]
16250/17576     [24, 0, 25]
16251/17576     [24, 1, 0] ……
17576/17576     [25, 25, 25]

For each one of these possibilities assume it is part of the key and multiply your ciphertext by it, you will multiply in blocks of N and get a single letter out for each block.

$\begin{bmatrix}a & b & c \end{bmatrix} \begin{bmatrix}L_{1} \\L_{2} \\L_{3} \end{bmatrix}=\begin{bmatrix}a\times L_{1} + b\times L_{2} + c\times L_{3} \end{bmatrix}\bmod26$

Once you have all the output letters for a particular possibility, score the letters using the Chi-Squared Statistic. Store the row vectors from smallest to largest Chi-Squared value.

Once you have checked all the possibilities. Take the best results from the list you have compiled and then go through all the permutations of creating an N by N matrix and checking it has an inverse in modular 26.

Example:

Let’s say you know N=3 and the best row vectors found using this method were with a Chi-Squared value of… (note is some cases the best N vectors may not be the correct ones so you may need to try a combination of a few different ones)

[22, 6, 7]    X² = 71.721647
[23, 17, 18]    X² = 50.562860
[25, 0, 6]    X² = 81.987751

Rearranging each row to every possible position (For R number of rows there is R!, R×(R-1)×(R-2)…×1, permutations)

The next (3! = 6) matrices are all the permutations of each row vector.

$\begin{bmatrix}22 & 6 & 7 \\23 & 17 & 18\\25 & 0 & 6 \end{bmatrix} \begin{bmatrix}22 & 6 & 7 \\25 & 0 & 6\\23 & 17 & 18 \end{bmatrix} \begin{bmatrix}23 & 17 & 18 \\22 & 6 & 7\\25 & 0 & 6\end{bmatrix}$
$\begin{bmatrix}25 & 0 & 6 \\22 & 6 & 7\\23 & 17 & 18 \end{bmatrix}\begin{bmatrix}25 & 0 & 6 \\23 & 17 & 18\\22 & 6 & 7 \end{bmatrix}\begin{bmatrix}{23} & 17 & 18 \\25 & 0 & 6\\22 & 6 & 7\end{bmatrix}$

Then encrypt your ciphertext using these matrices (encrypting using the inverse key matrix is the same as decrypting using the key matrix). One of these results should be English – being your solution. If you wish to find the key matrix, you will need to inverse the inverse key matrix in mod 26.

To Conclude

For larger matrices like 4 by 4 and up the sheer number of keys make a brute force attack impossible, I don’t believe anyone has the patience or life expectancy to wait around 64 trillion years to solve one cipher. Other methods like crib dragging require you to guess or make assumptions for large chunks of the plaintext, a crib of 19+ characters very hard to come by. The method described above can solve a 4 by 4 Hill cipher in about 10 seconds, with no known cribs. The only thing it requires is that the text is of a certain length, about 100×(N-1) or greater when N is the size of the matrix being tested, so that statistical properties are not affected by a lack of data.

This same method can be adapted to decrypted ciphertext in other languages you just need to change the frequencies of letters that the Chi-Squared Statistic uses.

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