# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 06:57:30 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 4-(2-carboxyphenyl)carbonyl-2-nitro-benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1C(=O)c2ccc(C(O)=O)c(c2)[N+]([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
 EO8  EO8  '4-(2-carboxyphenyl)carbonyl-2-nitro-benzoic acid'  ligand  32  23  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EO8
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
 EO8  C10   C  CR16   0  -0.230  -4.4622   0.0865  -2.0039
 EO8  C13   C  CR6    0  -0.067  -3.2148   0.2446   0.4758
 EO8  C21   C  C      0   0.513   3.6482   1.5370  -0.5599
 EO8  C01   C  CR16   0  -0.250  -0.0472   0.8067  -0.7079
 EO8  C02   C  CR16   0  -0.242   1.1639   1.4856  -0.7201
 EO8  C03   C  CR6    0  -0.044   2.3411   0.8348  -0.3853
 EO8  C04   C  CR6    0   0.269   2.2656  -0.5142  -0.0419
 EO8  C05   C  CR16   0  -0.279   1.0775  -1.2088  -0.0461
 EO8  C06   C  CR6    0   0.002  -0.0982  -0.5382  -0.3721
 EO8  C07   C  C      0   0.370  -1.3785  -1.3043  -0.3759
 EO8  C08   C  CR6    0  -0.043  -2.6559  -0.5361  -0.5405
 EO8  C09   C  CR16   0  -0.268  -3.2876  -0.6168  -1.7738
 EO8  C11   C  CR16   0  -0.240  -5.0156   0.8652  -0.9988
 EO8  C12   C  CR16   0  -0.256  -4.3962   0.9416   0.2389
 EO8  C14   C  C      0   0.523  -2.5463   0.2600   1.7976
 EO8  O15   O  O      0  -0.433  -1.6156  -0.4647   2.0643
 EO8  O16   O  OH1    0  -0.583  -3.0645   1.1309   2.6428
 EO8  O17   O  O      0  -0.358  -1.3841  -2.5122  -0.3662
 EO8  O19   O  O     -1  -0.358   3.6046  -2.3590   0.0637
 EO8  O20   O  O      0  -0.364   4.1940  -0.6198   1.1641
 EO8  O22   O  O      0  -0.415   4.5819   1.0417  -1.1336
 EO8  O23   O  OH1    0  -0.574   3.6181   2.7584  -0.0666
 EO8  H101  H  HCR6   0   0.278  -4.9430   0.0240  -2.9709
 EO8  H011  H  HCR6   0   0.286  -0.9471   1.3425  -0.9788
 EO8  H021  H  HCR6   0   0.299   1.1840   2.5250  -1.0160
 EO8  H051  H  HCR6   0   0.309   1.0479  -2.2528   0.2347
 EO8  H091  H  HCR6   0   0.279  -2.8561  -1.2168  -2.5644
 EO8  H111  H  HCR6   0   0.276  -5.9330   1.4099  -1.1746
 EO8  H121  H  HCR6   0   0.279  -4.8456   1.5399   1.0188
 EO8  H1    H  HOH1   0   0.495  -2.6049   1.0881   3.4951
 EO8  H2    H  HOH1   0   0.497   4.4492   3.2208  -0.2579
 EO8  N18   N  N      1   0.328   3.4542  -1.2179   0.4222

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
 EO8  O17  C07   double    1.208  0.020  1.208
 EO8  C01  C02   aromatic  1.388  0.020  1.388
 EO8  C01  C06   aromatic  1.387  0.020  1.387
 EO8  C07  C06   single    1.492  0.020  1.492
 EO8  C07  C08   single    1.500  0.020  1.500
 EO8  C02  C03   aromatic  1.386  0.020  1.386
 EO8  O15  C14   double    1.209  0.020  1.209
 EO8  C06  C05   aromatic  1.392  0.020  1.392
 EO8  C08  C09   aromatic  1.388  0.020  1.388
 EO8  C08  C13   aromatic  1.398  0.020  1.398
 EO8  C09  C10   aromatic  1.388  0.020  1.388
 EO8  C14  C13   single    1.481  0.020  1.481
 EO8  C14  O16   single    1.320  0.020  1.320
 EO8  O22  C21   double    1.203  0.020  1.203
 EO8  C13  C12   aromatic  1.392  0.020  1.392
 EO8  C03  C21   single    1.494  0.020  1.494
 EO8  C03  C04   aromatic  1.394  0.020  1.394
 EO8  C05  C04   aromatic  1.376  0.020  1.376
 EO8  C10  C11   aromatic  1.387  0.020  1.387
 EO8  C21  O23   single    1.318  0.020  1.318
 EO8  C12  C11   aromatic  1.386  0.020  1.386
 EO8  C04  N18   single    1.457  0.020  1.457
 EO8  N18  O19   single    1.206  0.020  1.206
 EO8  N18  O20   double    1.206  0.020  1.206
 EO8  C10  H101  single    0.930  0.020  1.080
 EO8  C01  H011  single    0.930  0.020  1.080
 EO8  C02  H021  single    0.930  0.020  1.080
 EO8  C05  H051  single    0.930  0.020  1.080
 EO8  C09  H091  single    0.930  0.020  1.080
 EO8  C11  H111  single    0.930  0.020  1.080
 EO8  C12  H121  single    0.930  0.020  1.080
 EO8  O16  H1    single    0.850  0.020  0.980
 EO8  O23  H2    single    0.850  0.020  0.980

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
 EO8  H101  C10  C11  120.20  3.000
 EO8  H101  C10  C09  119.67  3.000
 EO8  C11   C10  C09  120.13  3.000
 EO8  C14   C13  C12  121.98  3.000
 EO8  C12   C13  C08  119.68  3.000
 EO8  C14   C13  C08  118.29  3.000
 EO8  O23   C21  O22  125.32  3.000
 EO8  O23   C21  C03  111.83  3.000
 EO8  O22   C21  C03  122.79  3.000
 EO8  H011  C01  C06  120.68  3.000
 EO8  H011  C01  C02  118.77  3.000
 EO8  C06   C01  C02  120.55  3.000
 EO8  H021  C02  C03  120.12  3.000
 EO8  H021  C02  C01  119.26  3.000
 EO8  C03   C02  C01  120.60  3.000
 EO8  C04   C03  C02  117.89  3.000
 EO8  C04   C03  C21  122.07  3.000
 EO8  C02   C03  C21  119.61  3.000
 EO8  N18   C04  C05  117.48  3.000
 EO8  N18   C04  C03  120.10  3.000
 EO8  C05   C04  C03  122.30  3.000
 EO8  H051  C05  C06  120.17  3.000
 EO8  H051  C05  C04  120.67  3.000
 EO8  C06   C05  C04  119.12  3.000
 EO8  C07   C06  C05  118.55  3.000
 EO8  C05   C06  C01  119.51  3.000
 EO8  C07   C06  C01  121.92  3.000
 EO8  O17   C07  C08  120.60  3.000
 EO8  C08   C07  C06  117.92  3.000
 EO8  O17   C07  C06  121.16  3.000
 EO8  C09   C08  C07  117.09  3.000
 EO8  C09   C08  C13  119.76  3.000
 EO8  C07   C08  C13  123.15  3.000
 EO8  H091  C09  C08  119.99  3.000
 EO8  H091  C09  C10  119.80  3.000
 EO8  C08   C09  C10  120.20  3.000
 EO8  H111  C11  C12  119.77  3.000
 EO8  H111  C11  C10  120.24  3.000
 EO8  C12   C11  C10  119.99  3.000
 EO8  H121  C12  C11  119.28  3.000
 EO8  H121  C12  C13  120.48  3.000
 EO8  C11   C12  C13  120.24  3.000
 EO8  O16   C14  O15  123.82  3.000
 EO8  O16   C14  C13  113.65  3.000
 EO8  O15   C14  C13  122.53  3.000
 EO8  H1    O16  C14  110.35  3.000
 EO8  H2    O23  C21  110.39  3.000
 EO8  O20   N18  O19  125.15  3.000
 EO8  O20   N18  C04  117.17  3.000
 EO8  O19   N18  C04  117.66  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
 EO8  CONST_01  C13   C08  C09  C10     0.00   0.0  0
 EO8  CONST_02  C13   C12  C11  C10     0.00   0.0  0
 EO8  CONST_03  C04   C03  C02  C01     0.00   0.0  0
 EO8  CONST_04  C04   C05  C06  C01     0.00   0.0  0
 EO8  CONST_05  C05   C06  C01  C02     0.00   0.0  0
 EO8  CONST_06  C05   C04  C03  C02     0.00   0.0  0
 EO8  CONST_07  C06   C01  C02  C03     0.00   0.0  0
 EO8  CONST_08  C06   C05  C04  C03     0.00   0.0  0
 EO8  CONST_09  C11   C10  C09  C08     0.00   0.0  0
 EO8  CONST_10  C11   C12  C13  C08     0.00   0.0  0
 EO8  CONST_11  C12   C13  C08  C09     0.00   0.0  0
 EO8  CONST_12  C12   C11  C10  C09     0.00   0.0  0
 EO8  CONST_13  C07   C08  C09  C10   180.00   0.0  0
 EO8  CONST_14  C01   C02  C03  C21   180.00   0.0  0
 EO8  CONST_15  C05   C04  C03  C21   180.00   0.0  0
 EO8  CONST_16  C07   C06  C01  C02   180.00   0.0  0
 EO8  CONST_17  N18   C04  C03  C02   180.00   0.0  0
 EO8  CONST_18  C07   C06  C05  C04   180.00   0.0  0
 EO8  CONST_19  N18   C04  C05  C06   180.00   0.0  0
 EO8  CONST_20  C12   C13  C08  C07   180.00   0.0  0
 EO8  CONST_21  C14   C13  C08  C09   180.00   0.0  0
 EO8  CONST_22  C14   C13  C12  C11   180.00   0.0  0
 EO8  CONST_23  H121  C12  C11  C10   180.00   0.0  0
 EO8  CONST_24  H091  C09  C08  C13   180.00   0.0  0
 EO8  CONST_25  H111  C11  C12  C13   180.00   0.0  0
 EO8  CONST_26  H051  C05  C06  C01   180.00   0.0  0
 EO8  CONST_27  H011  C01  C02  C03   180.00   0.0  0
 EO8  CONST_28  H021  C02  C03  C04   180.00   0.0  0
 EO8  CONST_29  H101  C10  C09  C08   180.00   0.0  0
 EO8  CONST_34  H1    O16  C14  C13   180.00   0.0  0
 EO8  CONST_35  H2    O23  C21  C03   180.00   0.0  0
 EO8  Var_01    C06   C07  C08  C13   -74.19  30.0  2
 EO8  Var_02    C08   C07  C06  C01    -9.61  30.0  2
 EO8  Var_03    O22   C21  C03  C02  -130.01  30.0  2
 EO8  Var_04    O15   C14  C13  C08    -6.90  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
 EO8  plan-1  C21   0.020
 EO8  plan-1  C01   0.020
 EO8  plan-1  C02   0.020
 EO8  plan-1  C03   0.020
 EO8  plan-1  C04   0.020
 EO8  plan-1  C05   0.020
 EO8  plan-1  C06   0.020
 EO8  plan-1  C07   0.020
 EO8  plan-1  H011  0.020
 EO8  plan-1  H021  0.020
 EO8  plan-1  H051  0.020
 EO8  plan-1  N18   0.020
 EO8  plan-2  C10   0.020
 EO8  plan-2  C13   0.020
 EO8  plan-2  C07   0.020
 EO8  plan-2  C08   0.020
 EO8  plan-2  C09   0.020
 EO8  plan-2  C11   0.020
 EO8  plan-2  C12   0.020
 EO8  plan-2  C14   0.020
 EO8  plan-2  H101  0.020
 EO8  plan-2  H091  0.020
 EO8  plan-2  H111  0.020
 EO8  plan-2  H121  0.020
 EO8  plan-3  C04   0.020
 EO8  plan-3  O19   0.020
 EO8  plan-3  O20   0.020
 EO8  plan-3  N18   0.020
 EO8  plan-4  C06   0.020
 EO8  plan-4  C07   0.020
 EO8  plan-4  C08   0.020
 EO8  plan-4  O17   0.020
 EO8  plan-5  C21   0.020
 EO8  plan-5  C03   0.020
 EO8  plan-5  O22   0.020
 EO8  plan-5  O23   0.020
 EO8  plan-5  H2    0.020
 EO8  plan-6  C13   0.020
 EO8  plan-6  C14   0.020
 EO8  plan-6  O15   0.020
 EO8  plan-6  O16   0.020
 EO8  plan-6  H1    0.020

