diff --git a/tests/data_files/Makefile b/tests/data_files/Makefile
index 4500886..9686fd8 100644
--- a/tests/data_files/Makefile
+++ b/tests/data_files/Makefile
@@ -1403,6 +1403,21 @@
 	$(MBEDTLS_CERT_WRITE) request_file=server2.req.sha256 serial=2 issuer_crt=$(test_ca_crt) issuer_key=$(test_ca_key_file_rsa) issuer_pwd=$(test_ca_pwd_rsa) not_before=20190210144406 not_after=20290210144406 md=SHA256 version=3 output_file=$@
 all_final += server2-sha256.crt
 
+server2.ku-ka.crt: SERVER2_CRT_SERIAL=42
+server2.ku-ka.crt: SERVER2_KEY_USAGE=key_agreement
+server2.ku-ke.crt: SERVER2_CRT_SERIAL=43
+server2.ku-ke.crt: SERVER2_KEY_USAGE=key_encipherment
+server2.ku-ds.crt: SERVER2_CRT_SERIAL=44
+server2.ku-ds.crt: SERVER2_KEY_USAGE=digital_signature
+server2.ku-ds_ke.crt: SERVER2_CRT_SERIAL=48
+server2.ku-ds_ke.crt: SERVER2_KEY_USAGE=digital_signature,key_encipherment
+server2.ku-%.crt: server2.req.sha256
+	$(MBEDTLS_CERT_WRITE) request_file=server2.req.sha256 serial=$(SERVER2_CRT_SERIAL) \
+		issuer_crt=$(test_ca_crt) issuer_key=$(test_ca_key_file_rsa) issuer_pwd=$(test_ca_pwd_rsa) \
+		key_usage="$(SERVER2_KEY_USAGE)" \
+		not_before=20190210144406 not_after=20290210144406 md=SHA1 version=3 output_file=$@
+all_final += server2.ku-ka.crt server2.ku-ke.crt server2.ku-ds.crt server2.ku-ds_ke.crt
+
 server2-badsign.crt: server2.crt
 	{ head -n-2 $<; tail -n-2 $< | sed -e '1s/0\(=*\)$$/_\1/' -e '1s/[^_=]\(=*\)$$/0\1/' -e '1s/_/1/'; } > $@
 all_final += server2-badsign.crt