# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 04:56:29 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  45  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 PERFECT
;

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  -0.248  29.1789   0.3530  52.2344
 194  C2   C  CR16   0  -0.308  28.5510  -0.8575  51.9992
 194  C3   C  CR6    0   0.356  28.0503  -1.1238  50.7330
 194  C4   C  CR16   0  -0.342  28.2018  -0.2010  49.7041
 194  C5   C  CR6    0   0.027  28.8480   0.9980  49.9436
 194  C6   C  CR6    0  -0.068  29.3305   1.2954  51.2216
 194  C10  C  C      0   0.515  29.8812   2.6402  51.5008
 194  O1   O  OH1    0  -0.586  30.6126   2.6850  52.6023
 194  O2   O  O      0  -0.437  29.6640   3.6013  50.8016
 194  C20  C  C      0   0.465  29.0141   1.9147  48.7724
 194  O5   O  OH1    0  -0.582  30.2902   2.0789  48.4640
 194  O4   O  O      0  -0.414  28.0928   2.3596  48.1414
 194  O3   O  O2     0  -0.501  27.4043  -2.2809  50.4244
 194  C31  C  CR6    0   0.306  26.6431  -2.8864  51.3927
 194  C34  C  CR6    0   0.280  25.5577  -2.2069  51.9521
 194  C35  C  CR16   0  -0.286  24.7815  -2.8435  52.9091
 194  C36  C  CR16   0  -0.264  25.0751  -4.1445  53.2923
 194  C37  C  CR16   0  -0.252  26.1398  -4.8186  52.7105
 194  C38  C  CR16   0  -0.331  26.9297  -4.1897  51.7580
 194  N1   N  NH1    0  -0.747  25.2904  -0.8901  51.5267
 194  C44  C  C      0   0.539  25.5053   0.1829  52.3334
 194  O6   O  O      0  -0.443  25.6869   0.0823  53.5304
 194  C51  C  CR6    0  -0.028  25.5706   1.5035  51.6375
 194  C53  C  CR16   0  -0.296  26.3301   2.4945  52.2451
 194  C54  C  CR6    0   0.278  26.4736   3.7141  51.6086
 194  C55  C  CR16   0  -0.254  25.8672   3.9832  50.3913
 194  C56  C  CR16   0  -0.222  25.0917   2.9976  49.8074
 194  C57  C  CR16   0  -0.274  24.9432   1.7645  50.4223
 194  N2   N  N      1   0.330  27.2794   4.7469  52.2436
 194  O7   O  O     -1  -0.377  27.8339   4.4745  53.2826
 194  O8   O  O      0  -0.371  27.3490   5.8239  51.7036
 194  H1   H  HCR6   0   0.285  29.5336   0.5629  53.2338
 194  H2   H  HCR6   0   0.298  28.4450  -1.5728  52.8039
 194  H4   H  HCR6   0   0.294  27.8166  -0.4345  48.7194
 194  HO1  H  HOH1   0   0.491  30.9128   3.5917  52.7661
 194  HO5  H  HOH1   0   0.488  30.3766   2.6682  47.6987
 194  H35  H  HCR6   0   0.275  23.9361  -2.3227  53.3380
 194  H36  H  HCR6   0   0.267  24.4626  -4.6356  54.0361
 194  H37  H  HCR6   0   0.270  26.3636  -5.8360  53.0012
 194  H38  H  HCR6   0   0.280  27.7670  -4.7031  51.3033
 194  HN1  H  HNH1   0   0.416  25.2712  -0.7410  50.5292
 194  H53  H  HCR6   0   0.305  26.8024   2.2983  53.1966
 194  H55  H  HCR6   0   0.302  25.9888   4.9383  49.9024
 194  H56  H  HCR6   0   0.284  24.6017   3.1921  48.8643
 194  H57  H  HCR6   0   0.281  24.3147   1.0228  49.9458

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  1.384  0.020  1.384
 194  C1   C6   aromatic  1.392  0.020  1.392
 194  C1   H1   single    0.930  0.020  1.080
 194  C2   C3   aromatic  1.387  0.020  1.387
 194  C2   H2   single    0.930  0.020  1.080
 194  C3   C4   aromatic  1.390  0.020  1.390
 194  C3   O3   single    1.361  0.020  1.361
 194  C4   C5   aromatic  1.383  0.020  1.383
 194  C4   H4   single    0.930  0.020  1.080
 194  C5   C6   aromatic  1.398  0.020  1.398
 194  C5   C20  single    1.497  0.020  1.497
 194  C6   C10  single    1.480  0.020  1.480
 194  C10  O1   single    1.323  0.020  1.323
 194  C10  O2   double    1.208  0.020  1.208
 194  O1   HO1  single    0.850  0.020  0.980
 194  C20  O5   single    1.323  0.020  1.323
 194  C20  O4   double    1.202  0.020  1.202
 194  O5   HO5  single    0.850  0.020  0.980
 194  O3   C31  single    1.372  0.020  1.372
 194  C31  C34  aromatic  1.397  0.020  1.397
 194  C31  C38  aromatic  1.383  0.020  1.383
 194  C34  C35  aromatic  1.387  0.020  1.387
 194  C34  N1   single    1.409  0.020  1.409
 194  C35  C36  aromatic  1.388  0.020  1.388
 194  C35  H35  single    0.930  0.020  1.080
 194  C36  C37  aromatic  1.388  0.020  1.388
 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    1.359  0.020  1.359
 194  N1   HN1  single    0.890  0.020  1.040
 194  C44  O6   double    1.215  0.020  1.215
 194  C44  C51  single    1.494  0.020  1.494
 194  C51  C53  aromatic  1.389  0.020  1.389
 194  C51  C57  aromatic  1.392  0.020  1.392
 194  C53  C54  aromatic  1.383  0.020  1.383
 194  C53  H53  single    0.930  0.020  1.080
 194  C54  C55  aromatic  1.386  0.020  1.386
 194  C54  N2   single    1.456  0.020  1.456
 194  C55  C56  aromatic  1.383  0.020  1.383
 194  C55  H55  single    0.930  0.020  1.080
 194  C56  C57  aromatic  1.386  0.020  1.386
 194  C56  H56  single    0.930  0.020  1.080
 194  C57  H57  single    0.930  0.020  1.080
 194  N2   O7   single    1.209  0.020  1.209
 194  N2   O8   double    1.207  0.020  1.207

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   120.37  3.000
 194  H1   C1   C2   118.41  3.000
 194  C6   C1   C2   121.21  3.000
 194  H2   C2   C3   121.11  3.000
 194  H2   C2   C1   119.76  3.000
 194  C3   C2   C1   119.12  3.000
 194  O3   C3   C4   116.64  3.000
 194  O3   C3   C2   122.78  3.000
 194  C4   C3   C2   120.58  3.000
 194  H4   C4   C5   120.71  3.000
 194  H4   C4   C3   119.41  3.000
 194  C5   C4   C3   119.88  3.000
 194  C20  C5   C6   123.15  3.000
 194  C20  C5   C4   116.57  3.000
 194  C6   C5   C4   120.26  3.000
 194  C10  C6   C5   119.62  3.000
 194  C10  C6   C1   121.24  3.000
 194  C5   C6   C1   118.93  3.000
 194  O2   C10  O1   123.66  3.000
 194  O2   C10  C6   123.15  3.000
 194  O1   C10  C6   113.18  3.000
 194  HO1  O1   C10  110.10  3.000
 194  O4   C20  O5   124.82  3.000
 194  O4   C20  C5   123.53  3.000
 194  O5   C20  C5   111.44  3.000
 194  HO5  O5   C20  110.20  3.000
 194  C31  O3   C3   118.59  3.000
 194  C38  C31  C34  120.88  3.000
 194  C38  C31  O3   119.14  3.000
 194  C34  C31  O3   119.91  3.000
 194  N1   C34  C35  122.07  3.000
 194  N1   C34  C31  118.73  3.000
 194  C35  C34  C31  119.19  3.000
 194  H35  C35  C36  120.49  3.000
 194  H35  C35  C34  119.34  3.000
 194  C36  C35  C34  120.16  3.000
 194  H36  C36  C37  120.14  3.000
 194  H36  C36  C35  119.72  3.000
 194  C37  C36  C35  120.13  3.000
 194  H37  C37  C38  119.53  3.000
 194  H37  C37  C36  120.20  3.000
 194  C38  C37  C36  120.27  3.000
 194  H38  C38  C37  120.90  3.000
 194  H38  C38  C31  119.75  3.000
 194  C37  C38  C31  119.35  3.000
 194  HN1  N1   C44  118.24  3.000
 194  HN1  N1   C34  116.12  3.000
 194  C44  N1   C34  121.89  3.000
 194  C51  C44  O6   121.70  3.000
 194  C51  C44  N1   115.35  3.000
 194  O6   C44  N1   122.89  3.000
 194  C57  C51  C53  119.65  3.000
 194  C57  C51  C44  123.53  3.000
 194  C53  C51  C44  116.80  3.000
 194  H53  C53  C54  121.34  3.000
 194  H53  C53  C51  119.66  3.000
 194  C54  C53  C51  118.99  3.000
 194  N2   C54  C55  119.17  3.000
 194  N2   C54  C53  118.83  3.000
 194  C55  C54  C53  122.00  3.000
 194  H55  C55  C56  120.15  3.000
 194  H55  C55  C54  121.33  3.000
 194  C56  C55  C54  118.52  3.000
 194  H56  C56  C57  119.93  3.000
 194  H56  C56  C55  119.63  3.000
 194  C57  C56  C55  120.44  3.000
 194  H57  C57  C56  118.45  3.000
 194  H57  C57  C51  121.16  3.000
 194  C56  C57  C51  120.38  3.000
 194  O8   N2   O7   124.00  3.000
 194  O8   N2   C54  118.03  3.000
 194  O7   N2   C54  117.97  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_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  CONST_53  HO5  O5   C20  C5    180.00   0.0  0
 194  CONST_54  HO1  O1   C10  C6    180.00   0.0  0
 194  Var_01    C34  C31  O3   C3     60.56  30.0  2
 194  Var_02    O1   C10  C6   C1     22.36  30.0  2
 194  Var_03    O5   C20  C5   C4   -115.19  30.0  2
 194  Var_04    C53  C51  C44  N1   -152.63  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-6  HO1  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
 194  plan-7  HO5  0.020

