I tried it, but I got an error. Here is the log from Console:
###BOTTLING### default.sh
###BOTTLING### Gathering debug Info...
Versions
OS...........................: darwin12
Wine.........................: 1.1.44
WineBottler..................: 1.1.44
Environment
PWD..........................: '/Applications/Wine.app/Contents/Resources/bin'
PATH.........................: /usr/gnu/bin:/usr/local/bin:/bin:/usr/bin:.
WINEPATH.....................: /Applications/Wine.app/Contents/Resources/bin
LD_LIBRARY_PATH..............: /Applications/Wine.app/Contents/Resources/lib:/usr/X11R6/lib
DYLD_FALLBACK_LIBRARY_PATH...: /usr/lib:/Applications/Wine.app/Contents/Resources/lib:/usr/X11R6/lib
FONTCONFIG_FILE..............: /Applications/Wine.app/Contents/Resources/etc/fonts/fonts.conf
DIPSPLAY.....................: /tmp/launch-7brPVU/org.macosforge.xquartz:0
SILENT.......................:
http_proxy...................:
https_proxy..................:
ftp_proxy....................:
socks5_proxy.................:
Hardware:
Hardware Overview:
Model Name: MacBook Pro
Model Identifier: MacBookPro9,2
Processor Name: Intel Core i5
Processor Speed: 2.5 GHz
Number of Processors: 1
Total Number of Cores: 2
L2 Cache (per Core): 256 KB
L3 Cache: 3 MB
Memory: 4 GB
Boot ROM Version: MBP91.00D3.B08
SMC Version (system): 2.2f38
Serial Number (system): C17J10E0DTY3
Hardware UUID: DB79FAA6-C769-5D0E-86A3-10D602E8232A
Sudden Motion Sensor:
State: Enabled
###BOTTLING### Create .app...
###BOTTLING### Turn on Coreaudio...
fixme:system:SetProcessDPIAware stub!
fixme:dwmapi:DwmIsCompositionEnabled 0x33c934
fixme:file:MoveFileWithProgressW MOVEFILE_WRITE_THROUGH unimplemented
fixme:advapi:SetNamedSecurityInfoW L"C:\\windows\\system32\\gecko\\1.0.0\\wine_gecko\\components\\xpti.dat" 1 536870916 0x0 0x0 0x1b5824 0x0
fixme:iphlpapi:NotifyAddrChange (Handle 0xa82f528, overlapped 0xa82f530): stub
fixme:file:MoveFileWithProgressW MOVEFILE_WRITE_THROUGH unimplemented
fixme:advapi:SetNamedSecurityInfoW L"C:\\windows\\system32\\gecko\\1.0.0\\wine_gecko\\components\\compreg.dat" 1 536870916 0x0 0x0 0x1f5a3dc 0x0
wine: configuration in '/Users/{my username}/Desktop/openbve_stable/ObjectViewer.app/Contents/Resources' has been updated.
###BOTTLING### Sandboxing...
###BOTTLING### Enabling Antialiasing...
###BOTTLING### Installing Truetype Fonts...
###BOTTLING### Registering Truetype Fonts...
/Applications/Wine.app/Contents/Resources/bin
###BOTTLING### Registering native dlls...
###BOTTLING### Installing ObjectViewer.exe...
wine: Install the Windows version of Mono to run .NET executables
### LOG ### Command '/Applications/Wine.app/Contents/Resources/bin/wine /Users/{my username}/Desktop/openbve_stable/ObjectViewer.exe' returned status 255.
###ERROR### Command '/Applications/Wine.app/Contents/Resources/bin/wine /Users/{my username}/Desktop/openbve_stable/ObjectViewer.exe' returned status 255.
Task returned with status 15.