# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Tue May 19 21:12:04 2020
#   Inital geometry file: a 171 line input string
#   Ligand name: 4-(2,4-bis{[(3-nitrophenyl)carbonyl]amino}phenoxy)benzene-1,2-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(Oc2ccc(NC(=O)c3cccc(c3)[N+]([O-])=O)cc2NC(=O)c4cccc(c4)[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
 195  195  '4-(2,4-bis{[(3-nitrophenyl)carbonyl]amino}phenoxy)benzene-1,2-dicarboxylic acid'  ligand  59  43  .  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_195
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
 195  C1   C  C      0   0.320  26.7224   -1.7794  51.4724
 195  C2   C  C      0   0.287  25.3922   -1.6281  51.8632
 195  C3   C  C1     0  -0.406  24.7407   -2.6725  52.4996
 195  C4   C  C      0   0.384  25.3962   -3.8684  52.7772
 195  C5   C  C1     0  -0.299  26.7357   -4.0024  52.4173
 195  C6   C  C1     0  -0.322  27.3821   -2.9643  51.7665
 195  O1   O  O2     0  -0.507  27.2900   -0.7792  50.7543
 195  C7   C  CR6    0   0.343  28.5999   -0.4381  50.9807
 195  C8   C  CR16   0  -0.380  29.3835   -0.1599  49.8716
 195  C9   C  CR6    0  -0.045  30.7101    0.2353  50.0210
 195  C10  C  CR6    0  -0.098  31.2497    0.3638  51.3042
 195  C11  C  CR16   0  -0.288  30.4447    0.0687  52.4016
 195  C12  C  CR16   0  -0.314  29.1221   -0.3224  52.2607
 195  C13  C  C      0   0.366  32.6522    0.8936  51.5411
 195  O2   O  O      0  -0.608  33.2758    0.4137  52.5097
 195  O3   O  OC    -1  -0.598  33.0416    1.7930  50.7732
 195  C14  C  C      0   0.364  31.5409    0.4058  48.7597
 195  O4   O  O      0  -0.608  32.5256   -0.3474  48.6554
 195  O5   O  OC    -1  -0.613  31.1195    1.2241  47.9206
 195  N1   N  NH1    0  -0.761  24.6933   -0.4419  51.5749
 195  C15  C  C      0   0.553  25.0743    0.7632  52.0600
 195  C16  C  CR6    0  -0.039  24.2537    1.9280  51.6063
 195  O6   O  O      0  -0.446  26.0108    0.9085  52.8219
 195  C17  C  CR16   0  -0.295  24.2269    3.0519  52.4224
 195  C18  C  CR6    0   0.280  23.4892    4.1518  52.0228
 195  C19  C  CR16   0  -0.263  22.7926    4.1755  50.8226
 195  C20  C  CR16   0  -0.234  22.8411    3.0572  50.0093
 195  C21  C  CR16   0  -0.268  23.5643    1.9385  50.3967
 195  N4   N  N      1   0.330  23.4474    5.3233  52.8898
 195  O7   O  O      0  -0.372  22.8315    6.2884  52.5061
 195  O8   O  O     -1  -0.373  24.0290    5.2678  53.9465
 195  N2   N  NH1    0  -0.763  24.6680   -4.8562  53.4546
 195  C22  C  C      0   0.539  24.8830   -6.1929  53.4359
 195  O9   O  O      0  -0.452  25.7628   -6.7375  52.7949
 195  C23  C  CR6    0  -0.040  23.9344   -6.9951  54.2699
 195  C24  C  CR16   0  -0.321  23.3807   -6.4988  55.4423
 195  C25  C  CR6    0   0.281  22.5366   -7.3126  56.1814
 195  C26  C  CR16   0  -0.261  22.2227   -8.6022  55.7829
 195  C27  C  CR16   0  -0.237  22.7872   -9.0882  54.6145
 195  C28  C  CR16   0  -0.241  23.6466   -8.2982  53.8692
 195  N3   N  N      1   0.330  21.9685   -6.7930  57.4190
 195  O10  O  O     -1  -0.373  22.2533   -5.6650  57.7436
 195  O11  O  O      0  -0.371  21.2417   -7.5172  58.0554
 195  H3   H  H      0   0.285  23.7057   -2.5393  52.7928
 195  H5   H  H      0   0.283  27.2883   -4.9024  52.6337
 195  H6   H  H      0   0.286  28.4165   -3.0941  51.4754
 195  H8   H  HCR6   0   0.251  28.9546   -0.2679  48.8819
 195  H11  H  HCR6   0   0.244  30.8547    0.1667  53.3987
 195  H12  H  HCR6   0   0.263  28.5114   -0.5183  53.1322
 195  HN1  H  HNH1   0   0.420  23.7933   -0.5320  51.1288
 195  H17  H  HCR6   0   0.301  24.7736    3.0546  53.3545
 195  H19  H  HCR6   0   0.306  22.2235    5.0418  50.5191
 195  H20  H  HCR6   0   0.288  22.3147    3.0589  49.0654
 195  H21  H  HCR6   0   0.283  23.6018    1.0860  49.7312
 195  HN2  H  HNH1   0   0.427  23.8109   -4.5357  53.8787
 195  H24  H  HCR6   0   0.305  23.6194   -5.5054  55.7961
 195  H26  H  HCR6   0   0.307  21.5571   -9.2243  56.3627
 195  H27  H  HCR6   0   0.287  22.5564  -10.0927  54.2892
 195  H28  H  HCR6   0   0.283  24.0894   -8.6924  52.9647

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
 195  C1   C2   aromatic  1.395  0.020  1.395
 195  C1   C6   aromatic  1.388  0.020  1.388
 195  C1   O1   single    1.356  0.020  1.356
 195  C2   C3   aromatic  1.386  0.020  1.386
 195  C2   N1   single    1.407  0.020  1.407
 195  C3   C4   aromatic  1.392  0.020  1.392
 195  C3   H3   single    0.930  0.020  1.080
 195  C4   C5   aromatic  1.394  0.020  1.394
 195  C4   N2   single    1.402  0.020  1.402
 195  C5   C6   aromatic  1.385  0.020  1.385
 195  C5   H5   single    0.930  0.020  1.080
 195  C6   H6   single    0.930  0.020  1.080
 195  O1   C7   single    1.372  0.020  1.372
 195  C7   C8   aromatic  1.386  0.020  1.386
 195  C7   C12  aromatic  1.387  0.020  1.387
 195  C8   C9   aromatic  1.392  0.020  1.392
 195  C8   H8   single    0.930  0.020  1.080
 195  C9   C10  aromatic  1.398  0.020  1.398
 195  C9   C14  single    1.520  0.020  1.520
 195  C10  C11  aromatic  1.393  0.020  1.393
 195  C10  C13  single    1.518  0.020  1.518
 195  C11  C12  aromatic  1.386  0.020  1.386
 195  C11  H11  single    0.930  0.020  1.080
 195  C12  H12  single    0.930  0.020  1.080
 195  C13  O2   deloc     1.248  0.020  1.248
 195  C13  O3   deloc     1.245  0.020  1.245
 195  C14  O4   deloc     1.244  0.020  1.244
 195  C14  O5   deloc     1.245  0.020  1.245
 195  N1   C15  single    1.354  0.020  1.354
 195  N1   HN1  single    0.860  0.020  1.020
 195  C15  C16  single    1.495  0.020  1.495
 195  C15  O6   double    1.216  0.020  1.216
 195  C16  C17  aromatic  1.389  0.020  1.389
 195  C16  C21  aromatic  1.392  0.020  1.392
 195  C17  C18  aromatic  1.383  0.020  1.383
 195  C17  H17  single    0.930  0.020  1.080
 195  C18  C19  aromatic  1.388  0.020  1.388
 195  C18  N4   single    1.458  0.020  1.458
 195  C19  C20  aromatic  1.384  0.020  1.384
 195  C19  H19  single    0.930  0.020  1.080
 195  C20  C21  aromatic  1.387  0.020  1.387
 195  C20  H20  single    0.930  0.020  1.080
 195  C21  H21  single    0.930  0.020  1.080
 195  N4   O7   double    1.207  0.020  1.207
 195  N4   O8   single    1.207  0.020  1.207
 195  N2   C22  single    1.354  0.020  1.354
 195  N2   HN2  single    0.860  0.020  1.020
 195  C22  O9   double    1.217  0.020  1.217
 195  C22  C23  single    1.496  0.020  1.496
 195  C23  C24  aromatic  1.388  0.020  1.388
 195  C23  C28  aromatic  1.393  0.020  1.393
 195  C24  C25  aromatic  1.386  0.020  1.386
 195  C24  H24  single    0.930  0.020  1.080
 195  C25  C26  aromatic  1.386  0.020  1.386
 195  C25  N3   single    1.457  0.020  1.457
 195  C26  C27  aromatic  1.386  0.020  1.386
 195  C26  H26  single    0.930  0.020  1.080
 195  C27  C28  aromatic  1.385  0.020  1.385
 195  C27  H27  single    0.930  0.020  1.080
 195  C28  H28  single    0.930  0.020  1.080
 195  N3   O10  single    1.208  0.020  1.208
 195  N3   O11  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
 195  O1   C1   C6   122.90  3.000
 195  O1   C1   C2   117.88  3.000
 195  C6   C1   C2   119.12  3.000
 195  N1   C2   C3   119.74  3.000
 195  N1   C2   C1   120.53  3.000
 195  C3   C2   C1   119.69  3.000
 195  H3   C3   C4   120.09  3.000
 195  H3   C3   C2   118.71  3.000
 195  C4   C3   C2   121.19  3.000
 195  N2   C4   C5   123.81  3.000
 195  N2   C4   C3   117.21  3.000
 195  C5   C4   C3   118.94  3.000
 195  H5   C5   C6   118.74  3.000
 195  H5   C5   C4   121.41  3.000
 195  C6   C5   C4   119.85  3.000
 195  H6   C6   C5   118.84  3.000
 195  H6   C6   C1   119.98  3.000
 195  C5   C6   C1   121.17  3.000
 195  C7   O1   C1   119.71  3.000
 195  C12  C7   C8   120.58  3.000
 195  C12  C7   O1   122.15  3.000
 195  C8   C7   O1   117.22  3.000
 195  H8   C8   C9   120.21  3.000
 195  H8   C8   C7   119.14  3.000
 195  C9   C8   C7   120.65  3.000
 195  C14  C9   C10  122.71  3.000
 195  C14  C9   C8   117.62  3.000
 195  C10  C9   C8   119.50  3.000
 195  C13  C10  C11  119.02  3.000
 195  C13  C10  C9   122.14  3.000
 195  C11  C10  C9   118.73  3.000
 195  H11  C11  C12  118.71  3.000
 195  H11  C11  C10  119.19  3.000
 195  C12  C11  C10  122.08  3.000
 195  H12  C12  C11  120.50  3.000
 195  H12  C12  C7   121.04  3.000
 195  C11  C12  C7   118.45  3.000
 195  O3   C13  O2   126.89  3.000
 195  O3   C13  C10  116.41  3.000
 195  O2   C13  C10  116.66  3.000
 195  O5   C14  O4   127.52  3.000
 195  O5   C14  C9   116.61  3.000
 195  O4   C14  C9   115.74  3.000
 195  HN1  N1   C15  119.29  3.000
 195  HN1  N1   C2   117.30  3.000
 195  C15  N1   C2   122.51  3.000
 195  O6   C15  C16  121.31  3.000
 195  O6   C15  N1   123.21  3.000
 195  C16  C15  N1   115.48  3.000
 195  C21  C16  C17  119.65  3.000
 195  C21  C16  C15  122.76  3.000
 195  C17  C16  C15  117.56  3.000
 195  H17  C17  C18  121.13  3.000
 195  H17  C17  C16  119.93  3.000
 195  C18  C17  C16  118.94  3.000
 195  N4   C18  C19  119.08  3.000
 195  N4   C18  C17  118.84  3.000
 195  C19  C18  C17  122.07  3.000
 195  H19  C19  C20  120.11  3.000
 195  H19  C19  C18  121.41  3.000
 195  C20  C19  C18  118.48  3.000
 195  H20  C20  C21  119.94  3.000
 195  H20  C20  C19  119.67  3.000
 195  C21  C20  C19  120.39  3.000
 195  H21  C21  C20  118.79  3.000
 195  H21  C21  C16  120.74  3.000
 195  C20  C21  C16  120.45  3.000
 195  O8   N4   O7   124.09  3.000
 195  O8   N4   C18  118.01  3.000
 195  O7   N4   C18  117.90  3.000
 195  HN2  N2   C22  117.03  3.000
 195  HN2  N2   C4   114.88  3.000
 195  C22  N2   C4   127.34  3.000
 195  C23  C22  O9   120.79  3.000
 195  C23  C22  N2   114.89  3.000
 195  O9   C22  N2   124.32  3.000
 195  C28  C23  C24  119.66  3.000
 195  C28  C23  C22  118.17  3.000
 195  C24  C23  C22  122.13  3.000
 195  H24  C24  C25  119.96  3.000
 195  H24  C24  C23  121.12  3.000
 195  C25  C24  C23  118.91  3.000
 195  N3   C25  C26  119.19  3.000
 195  N3   C25  C24  118.74  3.000
 195  C26  C25  C24  122.07  3.000
 195  H26  C26  C27  120.12  3.000
 195  H26  C26  C25  121.41  3.000
 195  C27  C26  C25  118.47  3.000
 195  H27  C27  C28  120.05  3.000
 195  H27  C27  C26  119.53  3.000
 195  C28  C27  C26  120.43  3.000
 195  H28  C28  C27  119.75  3.000
 195  H28  C28  C23  119.79  3.000
 195  C27  C28  C23  120.46  3.000
 195  O11  N3   O10  124.09  3.000
 195  O11  N3   C25  117.93  3.000
 195  O10  N3   C25  117.99  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
 195  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 195  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 195  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 195  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 195  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 195  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 195  CONST_07  C10  C9   C8   C7      0.00   0.0  0
 195  CONST_08  C10  C11  C12  C7      0.00   0.0  0
 195  CONST_09  C11  C12  C7   C8      0.00   0.0  0
 195  CONST_10  C11  C10  C9   C8      0.00   0.0  0
 195  CONST_11  C12  C7   C8   C9      0.00   0.0  0
 195  CONST_12  C12  C11  C10  C9      0.00   0.0  0
 195  CONST_13  C19  C18  C17  C16     0.00   0.0  0
 195  CONST_14  C19  C20  C21  C16     0.00   0.0  0
 195  CONST_15  C20  C21  C16  C17     0.00   0.0  0
 195  CONST_16  C20  C19  C18  C17     0.00   0.0  0
 195  CONST_17  C21  C16  C17  C18     0.00   0.0  0
 195  CONST_18  C21  C20  C19  C18     0.00   0.0  0
 195  CONST_19  C26  C25  C24  C23     0.00   0.0  0
 195  CONST_20  C26  C27  C28  C23     0.00   0.0  0
 195  CONST_21  C27  C28  C23  C24     0.00   0.0  0
 195  CONST_22  C27  C26  C25  C24     0.00   0.0  0
 195  CONST_23  C28  C23  C24  C25     0.00   0.0  0
 195  CONST_24  C28  C27  C26  C25     0.00   0.0  0
 195  CONST_25  N2   C4   C3   C2    180.00   0.0  0
 195  CONST_26  O1   C1   C2   C3    180.00   0.0  0
 195  CONST_27  N1   C2   C3   C4    180.00   0.0  0
 195  CONST_28  O1   C1   C6   C5    180.00   0.0  0
 195  CONST_29  N1   C2   C1   C6    180.00   0.0  0
 195  CONST_30  N2   C4   C5   C6    180.00   0.0  0
 195  CONST_31  C9   C8   C7   O1    180.00   0.0  0
 195  CONST_32  C11  C12  C7   O1    180.00   0.0  0
 195  CONST_33  C14  C9   C8   C7    180.00   0.0  0
 195  CONST_34  C13  C10  C9   C8    180.00   0.0  0
 195  CONST_35  C14  C9   C10  C11   180.00   0.0  0
 195  CONST_36  C13  C10  C11  C12   180.00   0.0  0
 195  CONST_37  C18  C17  C16  C15   180.00   0.0  0
 195  CONST_38  C20  C21  C16  C15   180.00   0.0  0
 195  CONST_39  N4   C18  C17  C16   180.00   0.0  0
 195  CONST_40  N4   C18  C19  C20   180.00   0.0  0
 195  CONST_41  C25  C24  C23  C22   180.00   0.0  0
 195  CONST_42  C27  C28  C23  C22   180.00   0.0  0
 195  CONST_43  N3   C25  C24  C23   180.00   0.0  0
 195  CONST_44  N3   C25  C26  C27   180.00   0.0  0
 195  CONST_45  H3   C3   C2   C1    180.00   0.0  0
 195  CONST_46  H5   C5   C6   C1    180.00   0.0  0
 195  CONST_47  H6   C6   C1   C2    180.00   0.0  0
 195  CONST_48  H11  C11  C12  C7    180.00   0.0  0
 195  CONST_49  H12  C12  C7   C8    180.00   0.0  0
 195  CONST_50  H8   C8   C9   C10   180.00   0.0  0
 195  CONST_51  H20  C20  C21  C16   180.00   0.0  0
 195  CONST_52  H21  C21  C16  C17   180.00   0.0  0
 195  CONST_53  H19  C19  C18  C17   180.00   0.0  0
 195  CONST_54  H17  C17  C18  C19   180.00   0.0  0
 195  CONST_55  H27  C27  C28  C23   180.00   0.0  0
 195  CONST_56  H28  C28  C23  C24   180.00   0.0  0
 195  CONST_57  H26  C26  C25  C24   180.00   0.0  0
 195  CONST_58  H24  C24  C25  C26   180.00   0.0  0
 195  CONST_59  C16  C15  N1   C2    180.00   0.0  0
 195  CONST_60  C23  C22  N2   C4    180.00   0.0  0
 195  CONST_65  O7   N4   C18  C17   180.00   0.0  0
 195  CONST_66  O8   N4   C18  C17     0.00   0.0  0
 195  CONST_67  O7   N4   C18  C19     0.00   0.0  0
 195  CONST_68  O8   N4   C18  C19   180.00   0.0  0
 195  CONST_69  O10  N3   C25  C24     0.00   0.0  0
 195  CONST_70  O11  N3   C25  C24   180.00   0.0  0
 195  CONST_71  O10  N3   C25  C26   180.00   0.0  0
 195  CONST_72  O11  N3   C25  C26     0.00   0.0  0
 195  CONST_74  HN2  N2   C4   C3      0.00   0.0  0
 195  CONST_75  O6   C15  N1   C2      0.00   0.0  0
 195  CONST_76  O9   C22  N2   C4      0.00   0.0  0
 195  Var_01    C8   C7   O1   C1    138.87  30.0  2
 195  Var_02    O4   C14  C9   C8   -117.78  30.0  2
 195  Var_03    O2   C13  C10  C9   -146.54  30.0  2
 195  Var_04    C17  C16  C15  N1    155.15  30.0  2
 195  Var_05    C24  C23  C22  N2    -31.96  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
 195  plan-1   C1   0.020
 195  plan-1   C2   0.020
 195  plan-1   C3   0.020
 195  plan-1   C4   0.020
 195  plan-1   C5   0.020
 195  plan-1   C6   0.020
 195  plan-1   O1   0.020
 195  plan-1   N1   0.020
 195  plan-1   N2   0.020
 195  plan-1   H3   0.020
 195  plan-1   H5   0.020
 195  plan-1   H6   0.020
 195  plan-2   C25  0.020
 195  plan-2   N3   0.020
 195  plan-2   O10  0.020
 195  plan-2   O11  0.020
 195  plan-3   C10  0.020
 195  plan-3   C13  0.020
 195  plan-3   O2   0.020
 195  plan-3   O3   0.020
 195  plan-4   C9   0.020
 195  plan-4   C14  0.020
 195  plan-4   O4   0.020
 195  plan-4   O5   0.020
 195  plan-5   O1   0.020
 195  plan-5   C7   0.020
 195  plan-5   C8   0.020
 195  plan-5   C9   0.020
 195  plan-5   C10  0.020
 195  plan-5   C11  0.020
 195  plan-5   C12  0.020
 195  plan-5   C13  0.020
 195  plan-5   C14  0.020
 195  plan-5   H8   0.020
 195  plan-5   H11  0.020
 195  plan-5   H12  0.020
 195  plan-6   C15  0.020
 195  plan-6   C16  0.020
 195  plan-6   C17  0.020
 195  plan-6   C18  0.020
 195  plan-6   C19  0.020
 195  plan-6   C20  0.020
 195  plan-6   C21  0.020
 195  plan-6   N4   0.020
 195  plan-6   H17  0.020
 195  plan-6   H19  0.020
 195  plan-6   H20  0.020
 195  plan-6   H21  0.020
 195  plan-7   C22  0.020
 195  plan-7   C23  0.020
 195  plan-7   C24  0.020
 195  plan-7   C25  0.020
 195  plan-7   C26  0.020
 195  plan-7   C27  0.020
 195  plan-7   C28  0.020
 195  plan-7   N3   0.020
 195  plan-7   H24  0.020
 195  plan-7   H26  0.020
 195  plan-7   H27  0.020
 195  plan-7   H28  0.020
 195  plan-8   C2   0.020
 195  plan-8   N1   0.020
 195  plan-8   C15  0.020
 195  plan-8   C16  0.020
 195  plan-8   O6   0.020
 195  plan-8   HN1  0.020
 195  plan-9   C4   0.020
 195  plan-9   N2   0.020
 195  plan-9   C22  0.020
 195  plan-9   O9   0.020
 195  plan-9   C23  0.020
 195  plan-9   HN2  0.020
 195  plan-10  C18  0.020
 195  plan-10  N4   0.020
 195  plan-10  O7   0.020
 195  plan-10  O8   0.020

