Issue updating packages to update OS - Raspian - sqlite

Question

Running a pihole on a currently unsupported OS (Raspian 9). I attempted to run a distro upgrade:
apt dist-upgrade -y
However it told me there was an issue with two dependencies:
The following packages have unmet dependencies:
libfreetype6-dev : Depends: libfreetype6 (= 2.6.3-3.2+deb9u2) but 2.6.3-3.2+deb9u1 is installed
sqlite3 : Depends: libsqlite3-0 (= 3.16.2-5+deb9u3) but 3.16.2-5+deb9u1 is installed
I tried running the recommended fix:
'apt --fix-broken install'
Resulting in:
dpkg-deb (subprocess): decompressing archive member: internal gzip read error: '<fd:4>:
invalid distance too far back'
tar: This does not look like a tar archive
tar: Exiting with failure status due to previous errors
dpkg-deb: error: subprocess tar returned error exit status 2
Traceback (most recent call last):
File "/usr/share/apt-listchanges/DebianFiles.py", line 124, in readdeb
output = subprocess.check_output(command)
File "/usr/lib/python3.5/subprocess.py", line 316, in check_output
**kwargs).stdout
File "/usr/lib/python3.5/subprocess.py", line 398, in run
output=stdout, stderr=stderr)
subprocess.CalledProcessError: Command '['dpkg-deb', '-f',
'/var/cache/apt/archives/libsqlite3-0_3.16.2-5+deb9u3_armhf.deb', 'Package', 'Source',
'Version', 'Architecture', 'Status']' returned non-zero exit status 2
During handling of the above exception, another exception occurred:
Traceback (most recent call last):
File "/usr/bin/apt-listchanges", line 243, in <module>
main(config)
File "/usr/bin/apt-listchanges", line 101, in main
pkg = DebianFiles.Package(deb)
File "/usr/share/apt-listchanges/DebianFiles.py", line 215, in __init__
parser.readdeb(self.path)
File "/usr/share/apt-listchanges/DebianFiles.py", line 128, in readdeb
{'what': file, 'errmsg': str(ex)}) from ex
NameError: name 'file' is not defined
E: Invalid archive member header
E: Prior errors apply to /var/cache/apt/archives/libsqlite3-0_3.16.2-5+deb9u3_armhf.deb
debconf: apt-extracttemplates failed: No such file or directory
dpkg: warning: files list file for package 'libsqlite3-0:armhf' missing; assuming package
has no files currently installed
(Reading database ... 134985 files and directories currently installed.)
Preparing to unpack .../libfreetype6_2.6.3-3.2+deb9u2_armhf.deb ...
Unpacking libfreetype6:armhf (2.6.3-3.2+deb9u2) over (2.6.3-3.2+deb9u1) ...
dpkg-deb (subprocess): decompressing archive member: lzma error: compressed data is corrupt
dpkg-deb: error: subprocess <decompress> returned error exit status 2
dpkg: error processing archive /var/cache/apt/archives/libfreetype6_2.6.3-
3.2+deb9u2_armhf.deb (--unpack):
cannot copy extracted data for './usr/lib/arm-linux-gnueabihf/libfreetype.so.6.12.3' to
'/usr/lib/arm-linux-gnueabihf/libfreetype.so.6.12.3.dpkg-new': unexpected end of file or stream
dpkg-deb (subprocess): decompressing archive member: internal gzip read error: '<fd:4>: invalid distance too far back'
tar: This does not look like a tar archive
tar: Exiting with failure status due to previous errors
dpkg-deb: error: subprocess tar returned error exit status 2
dpkg: error processing archive /var/cache/apt/archives/libsqlite3-0_3.16.2-5+deb9u3_armhf.deb (--unpack):
subprocess dpkg-deb --control returned error exit status 2
Errors were encountered while processing:
/var/cache/apt/archives/libfreetype6_2.6.3-3.2+deb9u2_armhf.deb
/var/cache/apt/archives/libsqlite3-0_3.16.2-5+deb9u3_armhf.deb
E: Sub-process /usr/bin/dpkg returned an error code (1)
I attempted the following:
Reconfigure dpkg database
sudo dpkg --configure -a
Force install the software
sudo apt-get install -f
Remove software package
sudo apt-get remove --purge package_name
Remove and overwrite
sudo ls -l /var/lib/dpkg/info | grep -i package_name
sudo mv /var/lib/dpkg/info/package_name.* /tmp
sudo apt-get update
sudo dpkg -i --force-overwrite /var/cache/apt/archives/full_name_of_package
None of this worked.
I tried just manually updating the packages and received dependency errors - the issue is trying to update one results in a dependency error for the other and vice versa:
sqlite3 : Depends: libsqlite3-0 (= 3.16.2-5+deb9u3) but 3.16.2-5+deb9u1 is to b e installed
libfreetype6-dev : Depends: libfreetype6 (= 2.6.3-3.2+deb9u2) but 2.6.3-3.2+deb 9u1 is to be installed
Any idea how to update these two packages when I they apparently require the other one to be updated to update themselves?
Thanks!