# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 11:57:50 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 4-(2-{[(3-nitrophenyl)carbonyl]amino}phenoxy)benzene-1,2-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(Oc2ccccc2NC(=O)c3cccc(c3)[N+]([O-])=O)cc1C(O)=O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 194  194  '4-(2-{[(3-nitrophenyl)carbonyl]amino}phenoxy)benzene-1,2-dicarboxylic acid'  ligand  43  31  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_194
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 194  C1   C  CR16   0  -0.295  31.3810  -0.0480  52.1020
 194  C2   C  CR16   0  -0.311  30.0276   0.0168  52.4037
 194  C3   C  CR6    0   0.304  29.1145  -0.1025  51.3702
 194  C4   C  CR16   0  -0.346  29.5358  -0.2638  50.0613
 194  C5   C  CR6    0  -0.058  30.8941  -0.3248  49.7627
 194  C6   C  CR6    0  -0.069  31.8307  -0.2116  50.7947
 194  C10  C  C      0   0.364  33.3254  -0.1809  50.5263
 194  O1   O  OC    -1  -0.609  34.0361  -0.8977  51.2575
 194  O2   O  O      0  -0.602  33.7052   0.5985  49.6342
 194  C20  C  C      0   0.365  31.3030  -0.5937  48.3238
 194  O5   O  OC    -1  -0.602  32.0607  -1.5640  48.1471
 194  O4   O  O      0  -0.608  30.7979   0.1434  47.4559
 194  O3   O  O2     0  -0.521  27.7625  -0.0231  51.6341
 194  C31  C  C      0   0.324  27.0847  -1.1560  51.9527
 194  C34  C  C      0   0.281  25.6896  -1.0382  51.9966
 194  C35  C  C1     0  -0.287  24.9228  -2.1465  52.3332
 194  C36  C  C1     0  -0.275  25.5296  -3.3578  52.6318
 194  C37  C  C1     0  -0.255  26.9099  -3.4692  52.5749
 194  C38  C  C1     0  -0.343  27.6900  -2.3748  52.2269
 194  N1   N  NH1    0  -0.749  25.1094   0.1964  51.6611
 194  C44  C  C      0   0.542  24.1085   0.7922  52.3502
 194  O6   O  O      0  -0.454  23.6230   0.3392  53.3706
 194  C51  C  CR6    0  -0.044  23.6189   2.0815  51.7697
 194  C53  C  CR16   0  -0.293  23.0504   3.0036  52.6394
 194  C54  C  CR6    0   0.280  22.5678   4.1956  52.1297
 194  C55  C  CR16   0  -0.263  22.6114   4.4891  50.7739
 194  C56  C  CR16   0  -0.234  23.1617   3.5549  49.9144
 194  C57  C  CR16   0  -0.268  23.6654   2.3593  50.4059
 194  N2   N  N      1   0.330  21.9892   5.1696  53.0474
 194  O7   O  O     -1  -0.373  21.9783   4.9029  54.2251
 194  O8   O  O      0  -0.372  21.5503   6.1936  52.5816
 194  H1   H  HCR6   0   0.249  32.1009   0.0409  52.9060
 194  H2   H  HCR6   0   0.263  29.6914   0.1546  53.4239
 194  H4   H  HCR6   0   0.257  28.7989  -0.3467  49.2709
 194  H35  H  H      0   0.271  23.8451  -2.0686  52.3474
 194  H36  H  H      0   0.259  24.9209  -4.2117  52.8964
 194  H37  H  H      0   0.263  27.3916  -4.4116  52.7993
 194  H38  H  H      0   0.283  28.7664  -2.4744  52.1872
 194  HN1  H  HNH1   0   0.417  25.5802   0.7373  50.9512
 194  H53  H  HCR6   0   0.302  22.9971   2.7861  53.6965
 194  H55  H  HCR6   0   0.307  22.2237   5.4197  50.3867
 194  H56  H  HCR6   0   0.288  23.1928   3.7576  48.8533
 194  H57  H  HCR6   0   0.285  24.0679   1.6386  49.7059

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 194  C1   C2   aromatic  1.388  0.020  1.388
 194  C1   C6   aromatic  1.392  0.020  1.392
 194  C1   H1   single    0.930  0.020  1.080
 194  C2   C3   aromatic  1.384  0.020  1.384
 194  C2   H2   single    0.930  0.020  1.080
 194  C3   C4   aromatic  1.384  0.020  1.384
 194  C3   O3   single    1.380  0.020  1.380
 194  C4   C5   aromatic  1.392  0.020  1.392
 194  C4   H4   single    0.930  0.020  1.080
 194  C5   C6   aromatic  1.398  0.020  1.398
 194  C5   C20  single    1.520  0.020  1.520
 194  C6   C10  single    1.519  0.020  1.519
 194  C10  O1   deloc     1.246  0.020  1.246
 194  C10  O2   deloc     1.244  0.020  1.244
 194  C20  O5   deloc     1.244  0.020  1.244
 194  C20  O4   deloc     1.246  0.020  1.246
 194  O3   C31  single    1.358  0.020  1.358
 194  C31  C34  aromatic  1.401  0.020  1.401
 194  C31  C38  aromatic  1.388  0.020  1.388
 194  C34  C35  aromatic  1.389  0.020  1.389
 194  C34  N1   single    1.405  0.020  1.405
 194  C35  C36  aromatic  1.387  0.020  1.387
 194  C35  H35  single    0.930  0.020  1.080
 194  C36  C37  aromatic  1.386  0.020  1.386
 194  C36  H36  single    0.930  0.020  1.080
 194  C37  C38  aromatic  1.388  0.020  1.388
 194  C37  H37  single    0.930  0.020  1.080
 194  C38  H38  single    0.930  0.020  1.080
 194  N1   C44  single    1.353  0.020  1.353
 194  N1   HN1  single    0.860  0.020  1.020
 194  C44  O6   double    1.217  0.020  1.217
 194  C44  C51  single    1.496  0.020  1.496
 194  C51  C53  aromatic  1.389  0.020  1.389
 194  C51  C57  aromatic  1.393  0.020  1.393
 194  C53  C54  aromatic  1.383  0.020  1.383
 194  C53  H53  single    0.930  0.020  1.080
 194  C54  C55  aromatic  1.388  0.020  1.388
 194  C54  N2   single    1.458  0.020  1.458
 194  C55  C56  aromatic  1.384  0.020  1.384
 194  C55  H55  single    0.930  0.020  1.080
 194  C56  C57  aromatic  1.387  0.020  1.387
 194  C56  H56  single    0.930  0.020  1.080
 194  C57  H57  single    0.930  0.020  1.080
 194  N2   O7   single    1.208  0.020  1.208
 194  N2   O8   double    1.208  0.020  1.208

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 194  H1   C1   C6   119.48  3.000
 194  H1   C1   C2   118.88  3.000
 194  C6   C1   C2   121.63  3.000
 194  H2   C2   C3   120.63  3.000
 194  H2   C2   C1   120.88  3.000
 194  C3   C2   C1   118.48  3.000
 194  O3   C3   C4   119.06  3.000
 194  O3   C3   C2   119.91  3.000
 194  C4   C3   C2   121.01  3.000
 194  H4   C4   C5   120.24  3.000
 194  H4   C4   C3   119.44  3.000
 194  C5   C4   C3   120.32  3.000
 194  C20  C5   C6   122.19  3.000
 194  C20  C5   C4   118.25  3.000
 194  C6   C5   C4   119.46  3.000
 194  C10  C6   C5   122.04  3.000
 194  C10  C6   C1   118.78  3.000
 194  C5   C6   C1   119.09  3.000
 194  O2   C10  O1   127.36  3.000
 194  O2   C10  C6   116.09  3.000
 194  O1   C10  C6   116.48  3.000
 194  O4   C20  O5   127.57  3.000
 194  O4   C20  C5   116.48  3.000
 194  O5   C20  C5   115.88  3.000
 194  C31  O3   C3   119.07  3.000
 194  C38  C31  C34  120.13  3.000
 194  C38  C31  O3   124.13  3.000
 194  C34  C31  O3   115.74  3.000
 194  N1   C34  C35  122.08  3.000
 194  N1   C34  C31  118.54  3.000
 194  C35  C34  C31  119.36  3.000
 194  H35  C35  C36  119.76  3.000
 194  H35  C35  C34  119.75  3.000
 194  C36  C35  C34  120.49  3.000
 194  H36  C36  C37  120.47  3.000
 194  H36  C36  C35  119.73  3.000
 194  C37  C36  C35  119.80  3.000
 194  H37  C37  C38  119.24  3.000
 194  H37  C37  C36  120.33  3.000
 194  C38  C37  C36  120.43  3.000
 194  H38  C38  C37  119.72  3.000
 194  H38  C38  C31  120.49  3.000
 194  C37  C38  C31  119.78  3.000
 194  HN1  N1   C44  117.86  3.000
 194  HN1  N1   C34  116.51  3.000
 194  C44  N1   C34  124.80  3.000
 194  C51  C44  O6   121.02  3.000
 194  C51  C44  N1   115.07  3.000
 194  O6   C44  N1   123.91  3.000
 194  C57  C51  C53  119.63  3.000
 194  C57  C51  C44  122.75  3.000
 194  C53  C51  C44  117.58  3.000
 194  H53  C53  C54  121.11  3.000
 194  H53  C53  C51  119.94  3.000
 194  C54  C53  C51  118.95  3.000
 194  N2   C54  C55  119.08  3.000
 194  N2   C54  C53  118.83  3.000
 194  C55  C54  C53  122.09  3.000
 194  H55  C55  C56  120.13  3.000
 194  H55  C55  C54  121.41  3.000
 194  C56  C55  C54  118.46  3.000
 194  H56  C56  C57  119.93  3.000
 194  H56  C56  C55  119.65  3.000
 194  C57  C56  C55  120.42  3.000
 194  H57  C57  C56  118.67  3.000
 194  H57  C57  C51  120.86  3.000
 194  C56  C57  C51  120.45  3.000
 194  O8   N2   O7   124.07  3.000
 194  O8   N2   C54  117.90  3.000
 194  O7   N2   C54  118.03  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 194  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 194  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 194  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 194  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 194  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 194  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 194  CONST_07  C36  C35  C34  C31     0.00   0.0  0
 194  CONST_08  C36  C37  C38  C31     0.00   0.0  0
 194  CONST_09  C37  C38  C31  C34     0.00   0.0  0
 194  CONST_10  C37  C36  C35  C34     0.00   0.0  0
 194  CONST_11  C38  C31  C34  C35     0.00   0.0  0
 194  CONST_12  C38  C37  C36  C35     0.00   0.0  0
 194  CONST_13  C55  C54  C53  C51     0.00   0.0  0
 194  CONST_14  C55  C56  C57  C51     0.00   0.0  0
 194  CONST_15  C56  C57  C51  C53     0.00   0.0  0
 194  CONST_16  C56  C55  C54  C53     0.00   0.0  0
 194  CONST_17  C57  C51  C53  C54     0.00   0.0  0
 194  CONST_18  C57  C56  C55  C54     0.00   0.0  0
 194  CONST_19  O3   C3   C2   C1    180.00   0.0  0
 194  CONST_20  C20  C5   C6   C1    180.00   0.0  0
 194  CONST_21  C10  C6   C1   C2    180.00   0.0  0
 194  CONST_22  C20  C5   C4   C3    180.00   0.0  0
 194  CONST_23  C10  C6   C5   C4    180.00   0.0  0
 194  CONST_24  O3   C3   C4   C5    180.00   0.0  0
 194  CONST_25  C35  C34  C31  O3    180.00   0.0  0
 194  CONST_26  C37  C38  C31  O3    180.00   0.0  0
 194  CONST_27  N1   C34  C35  C36   180.00   0.0  0
 194  CONST_28  N1   C34  C31  C38   180.00   0.0  0
 194  CONST_29  C54  C53  C51  C44   180.00   0.0  0
 194  CONST_30  C56  C57  C51  C44   180.00   0.0  0
 194  CONST_31  N2   C54  C53  C51   180.00   0.0  0
 194  CONST_32  N2   C54  C55  C56   180.00   0.0  0
 194  CONST_33  H4   C4   C3   C2    180.00   0.0  0
 194  CONST_34  H1   C1   C2   C3    180.00   0.0  0
 194  CONST_35  H2   C2   C3   C4    180.00   0.0  0
 194  CONST_36  H35  C35  C34  C31   180.00   0.0  0
 194  CONST_37  H37  C37  C38  C31   180.00   0.0  0
 194  CONST_38  H38  C38  C31  C34   180.00   0.0  0
 194  CONST_39  H36  C36  C35  C34   180.00   0.0  0
 194  CONST_40  H56  C56  C57  C51   180.00   0.0  0
 194  CONST_41  H57  C57  C51  C53   180.00   0.0  0
 194  CONST_42  H55  C55  C54  C53   180.00   0.0  0
 194  CONST_43  H53  C53  C54  C55   180.00   0.0  0
 194  CONST_44  C51  C44  N1   C34   180.00   0.0  0
 194  CONST_47  O7   N2   C54  C53     0.00   0.0  0
 194  CONST_48  O8   N2   C54  C53   180.00   0.0  0
 194  CONST_49  O7   N2   C54  C55   180.00   0.0  0
 194  CONST_50  O8   N2   C54  C55     0.00   0.0  0
 194  CONST_52  O6   C44  N1   C34     0.00   0.0  0
 194  Var_01    C34  C31  O3   C3   -170.16  30.0  2
 194  Var_02    O1   C10  C6   C1     49.10  30.0  2
 194  Var_03    O5   C20  C5   C4   -124.82  30.0  2
 194  Var_04    C53  C51  C44  N1   -153.33  30.0  2

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 194  plan-1  C1   0.020
 194  plan-1  C2   0.020
 194  plan-1  C3   0.020
 194  plan-1  C4   0.020
 194  plan-1  C5   0.020
 194  plan-1  C6   0.020
 194  plan-1  C10  0.020
 194  plan-1  C20  0.020
 194  plan-1  O3   0.020
 194  plan-1  H1   0.020
 194  plan-1  H2   0.020
 194  plan-1  H4   0.020
 194  plan-2  O3   0.020
 194  plan-2  C31  0.020
 194  plan-2  C34  0.020
 194  plan-2  C35  0.020
 194  plan-2  C36  0.020
 194  plan-2  C37  0.020
 194  plan-2  C38  0.020
 194  plan-2  N1   0.020
 194  plan-2  H35  0.020
 194  plan-2  H36  0.020
 194  plan-2  H37  0.020
 194  plan-2  H38  0.020
 194  plan-3  C44  0.020
 194  plan-3  C51  0.020
 194  plan-3  C53  0.020
 194  plan-3  C54  0.020
 194  plan-3  C55  0.020
 194  plan-3  C56  0.020
 194  plan-3  C57  0.020
 194  plan-3  N2   0.020
 194  plan-3  H53  0.020
 194  plan-3  H55  0.020
 194  plan-3  H56  0.020
 194  plan-3  H57  0.020
 194  plan-4  C34  0.020
 194  plan-4  N1   0.020
 194  plan-4  C44  0.020
 194  plan-4  O6   0.020
 194  plan-4  C51  0.020
 194  plan-4  HN1  0.020
 194  plan-5  C54  0.020
 194  plan-5  N2   0.020
 194  plan-5  O7   0.020
 194  plan-5  O8   0.020
 194  plan-6  C6   0.020
 194  plan-6  C10  0.020
 194  plan-6  O1   0.020
 194  plan-6  O2   0.020
 194  plan-7  C5   0.020
 194  plan-7  C20  0.020
 194  plan-7  O5   0.020
 194  plan-7  O4   0.020

