Dear OpenBabel community:
I'm faced with a problem of selecting atoms by SMARTS patterns that 
include charge descriptor "+/-" such as '[O-][N+](=O)C'. The pattern 
matching does not work properly unless the molecular structure is given 
in the smile format. To localize the problem I have tested different 
smarts with "obgrep" application by searching in Nitromethane.mol2 
structure. The mol2-format is used because it provides atomic charge 
information. (Mol and hin-formats were also tested and resulted in the 
same problem.) All patterns with charge descriptor result in no matches 
in Nitromethane (canonical smile C[N+](=O)[O-]):
'C[N+](=O)[O-]'
'C-[N+]([O-])=O'
'C-[N]([O-])=O'
'[O-][N+](=O)C'
'O[N+](=O)C'
are failed. The only successful patterns are that which have no charge 
descriptors. For example, the command:
obgrep -imol2 'C-[N]([O])=O' Nitromethane.mol2
has a match and outputs the structure:

@<TRIPOS>MOLECULE
Nitromethane.hin
  7 6 0 0 0
SMALL
GASTEIGER

@<TRIPOS>ATOM
       1 O           1.4119    0.9932   -0.0000 O.2     1  LIG11 -0.5820
       2 O           1.3830   -1.0017   -0.0000 O.2     1 LIG11 0.0340
       3 N           0.7869    0.0029   -0.0000 N.pl3   1 LIG11 0.0348
       4 C          -0.6030    0.0054    0.0000 C.3     1 LIG11 0.1981
       5 H          -0.9794   -0.5079    0.8877 H       1 LIG11 0.1050
       6 H          -0.9794   -0.5079   -0.8877 H       1 LIG11 0.1050
       7 H          -1.0199    1.0160    0.0000 H       1 LIG11 0.1050
@<TRIPOS>BOND
      1     1     3    1
      2     2     3    2
      3     3     4    1
      4     4     5    1
      5     4     6    1
      6     4     7    1

Does OBabel support smarts charge-descriptors for matching 3D 
structures? Or what I am I doing wrong? (In my tests matching works only 
for smi-files).

Thank you,
Igor


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