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# #
# Open Babel file: aromatic.txt # # #
# #
# Copyright (c) 1998-2001 by OpenEye Scientific Software, Inc. #
# Some portions Copyright (c) 2001-2005 Geoffrey R. Hutchison #
# Part of the Open Babel package, under the GNU General Public License (GPL)#
# #
# SMARTS patterns with minimum and maximum pi-electrons contributed to an #
# aromatic system (used by typer.cpp:OBAromaticTyper) #
# The LAST PATTERN MATCHED is used to assign values, so that patterns should #
# be ordered from more general to more specific #
# #
##############################################################################
#PATTERN MIN MAX
#carbon patterns
[#6rD2] 1 1
# exo ketone or alcohol -- don't know which
[#6rD3]~!@[#8] 0 1
[#6rD2+,#6rD3+] 1 1
[#6r]=@* 1 1
[#6rD3]=!@* 1 1
# external double bonds to hetero atoms contribute no electrons to the
# aromatic systems -- quinoid systems are non-aromatic, e.g. 1,4-benzoquinone
[#6rD3]=!@[!#6] 0 0
[#6rD3-] 2 2
#nitrogen patterns
[#7rD2] 1 2
[#7rD3] 1 2
[#7r](-@*)-@* 1 2
[#7rD2]=@* 1 1
[#7rD3+] 1 1
[#7rD3]=O 1 1
[#7rD2-] 2 2
#oxygen patterns
[#8r] 2 2
[#8r+] 1 1
#sulfur patterns
[#16rD2] 2 2
[#16rD2+] 1 1
[#16rD3]=!@O 2 2
#other misc patterns
# Accounts Chem Res 1978 11 p. 153
# phosphole, phosphabenzene (not v. aromatic)
[#15rD3] 2 2
# selenophene
[#34rD2] 2 2
# arsabenzene, etc. (*really* not v. aromatic)
#[#33rD3] 2 2
# tellurophene, etc. (*really* not v. aromatic)
#[#52rD2] 2 2
# stilbabenzene, etc. (very little aromatic character)
#[#51rD3] 2 2
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