# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 15:48:37 2022
#   Inital geometry file: a 102 line input string
#   Ligand name: 2-chloro-5-{[4-(3-chlorophenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]amino}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(NC2=C(C(=O)NC2=O)c3cccc(Cl)c3)ccc1Cl
#
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
 679  679  '2-chloro-5-{[4-(3-chlorophenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]amino}benzoic acid'  ligand  34  25  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_679
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
 679  C1   C   CR16   0  -0.290   0.2132  -1.1266  -4.3379
 679  C2   C   CR16   0  -0.245   1.4058  -1.2510  -5.0325
 679  C3   C   CR16   0  -0.224   2.5441  -0.5730  -4.6200
 679  C4   C   CR6    0  -0.017   2.4604   0.2385  -3.4996
 679  C5   C   CR16   0  -0.286   1.2776   0.3823  -2.7949
 679  C6   C   CR6    0   0.093   0.1368  -0.3100  -3.2078
 679  CL7  CL  CL     0  -0.125   3.8652   1.1052  -2.9703
 679  C8   C   CR5    0  -0.159  -1.1103  -0.1780  -2.4586
 679  C9   C   CR5    0   0.184  -1.2954  -0.1871  -1.1143
 679  C10  C   CR5    0   0.570  -2.7811  -0.0791  -0.8423
 679  C11  C   CR5    0   0.553  -2.4240   0.0074  -3.0916
 679  O12  O   O      0  -0.406  -2.6864   0.1054  -4.2658
 679  O13  O   O      0  -0.386  -3.3419  -0.1754   0.2172
 679  N14  N   NR15   0  -0.736  -3.3598   0.0818  -2.0673
 679  N15  N   NH1    0  -0.761  -0.3942  -0.4261  -0.1468
 679  C16  C   CR6    0   0.363  -0.4621  -0.0406   1.2004
 679  C17  C   CR16   0  -0.295  -1.0327   1.1668   1.5906
 679  C18  C   CR16   0  -0.206  -1.0457   1.5090   2.9292
 679  C19  C   CR6    0  -0.112  -0.4895   0.6594   3.8776
 679  C20  C   CR6    0   0.023   0.1220  -0.5351   3.5093
 679  C21  C   CR16   0  -0.381   0.1303  -0.8566   2.1549
 679  CL2  CL  CL     0  -0.135  -0.5157   1.1984   5.5285
 679  C23  C   C      0   0.378   0.7564  -1.5268   4.4845
 679  O24  O   O      0  -0.582   0.1444  -1.7319   5.5433
 679  O25  O   OC    -1  -0.590   1.8140  -2.0529   4.0957
 679  HC1  H   HCR6   0   0.261  -0.6546  -1.6811  -4.6667
 679  HC2  H   HCR6   0   0.273   1.4556  -1.8898  -5.9041
 679  HC3  H   HCR6   0   0.283   3.4751  -0.6754  -5.1603
 679  HC5  H   HCR6   0   0.284   1.2358   1.0488  -1.9431
 679  H14  H   HNR5   0   0.428  -4.3549   0.1696  -2.2155
 679  H15  H   HNH1   0   0.416   0.4819  -0.8319  -0.4457
 679  H17  H   HCR6   0   0.279  -1.4402   1.8558   0.8626
 679  H18  H   HCR6   0   0.278  -1.4755   2.4537   3.2336
 679  H21  H   HCR6   0   0.269   0.6024  -1.7799   1.8423

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
 679  C1   C2   aromatic  1.386  0.020  1.386
 679  C1   C6   aromatic  1.396  0.020  1.396
 679  C1   HC1  single    0.930  0.020  1.080
 679  C2   C3   aromatic  1.388  0.020  1.388
 679  C2   HC2  single    0.930  0.020  1.080
 679  C3   C4   aromatic  1.386  0.020  1.386
 679  C3   HC3  single    0.930  0.020  1.080
 679  C4   C5   aromatic  1.384  0.020  1.384
 679  C4   CL7  single    1.733  0.020  1.733
 679  C5   C6   aromatic  1.397  0.020  1.397
 679  C5   HC5  single    0.930  0.020  1.080
 679  C6   C8   single    1.461  0.020  1.461
 679  C8   C9   double    1.357  0.020  1.357
 679  C8   C11  single    1.470  0.020  1.470
 679  C9   C10  single    1.514  0.020  1.514
 679  C9   N15  single    1.344  0.020  1.344
 679  C10  O13  double    1.203  0.020  1.203
 679  C10  N14  single    1.364  0.020  1.364
 679  C11  O12  double    1.207  0.020  1.207
 679  C11  N14  single    1.389  0.020  1.389
 679  N14  H14  single    0.860  0.020  1.020
 679  N15  C16  single    1.403  0.020  1.403
 679  N15  H15  single    0.860  0.020  1.020
 679  C16  C17  aromatic  1.391  0.020  1.391
 679  C16  C21  aromatic  1.388  0.020  1.388
 679  C17  C18  aromatic  1.382  0.020  1.382
 679  C17  H17  single    0.930  0.020  1.080
 679  C18  C19  aromatic  1.389  0.020  1.389
 679  C18  H18  single    0.930  0.020  1.080
 679  C19  C20  aromatic  1.392  0.020  1.392
 679  C19  CL2  single    1.737  0.020  1.737
 679  C20  C21  aromatic  1.392  0.020  1.392
 679  C20  C23  single    1.529  0.020  1.529
 679  C21  H21  single    0.930  0.020  1.080
 679  C23  O24  deloc     1.240  0.020  1.240
 679  C23  O25  deloc     1.244  0.020  1.244

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
 679  HC1  C1   C6   120.15  3.000
 679  HC1  C1   C2   119.50  3.000
 679  C6   C1   C2   120.35  3.000
 679  HC2  C2   C3   119.36  3.000
 679  HC2  C2   C1   119.77  3.000
 679  C3   C2   C1   120.87  3.000
 679  HC3  C3   C4   120.76  3.000
 679  HC3  C3   C2   120.76  3.000
 679  C4   C3   C2   118.49  3.000
 679  CL7  C4   C5   119.02  3.000
 679  CL7  C4   C3   119.39  3.000
 679  C5   C4   C3   121.60  3.000
 679  HC5  C5   C6   120.42  3.000
 679  HC5  C5   C4   119.84  3.000
 679  C6   C5   C4   119.72  3.000
 679  C8   C6   C5   120.05  3.000
 679  C8   C6   C1   120.97  3.000
 679  C5   C6   C1   118.97  3.000
 679  C11  C8   C9   107.79  3.000
 679  C11  C8   C6   123.61  3.000
 679  C9   C8   C6   128.60  3.000
 679  N15  C9   C10  122.78  3.000
 679  N15  C9   C8   128.54  3.000
 679  C10  C9   C8   108.14  3.000
 679  N14  C10  O13  127.06  3.000
 679  N14  C10  C9   105.26  3.000
 679  O13  C10  C9   127.60  3.000
 679  N14  C11  O12  124.50  3.000
 679  N14  C11  C8   106.93  3.000
 679  O12  C11  C8   128.56  3.000
 679  H14  N14  C11  124.06  3.000
 679  H14  N14  C10  124.05  3.000
 679  C11  N14  C10  111.72  3.000
 679  H15  N15  C16  115.87  3.000
 679  H15  N15  C9   116.09  3.000
 679  C16  N15  C9   127.60  3.000
 679  C21  C16  C17  119.48  3.000
 679  C21  C16  N15  118.56  3.000
 679  C17  C16  N15  121.85  3.000
 679  H17  C17  C18  119.37  3.000
 679  H17  C17  C16  121.23  3.000
 679  C18  C17  C16  119.38  3.000
 679  H18  C18  C19  120.07  3.000
 679  H18  C18  C17  119.52  3.000
 679  C19  C18  C17  120.40  3.000
 679  CL2  C19  C20  121.64  3.000
 679  CL2  C19  C18  116.94  3.000
 679  C20  C19  C18  121.34  3.000
 679  C23  C20  C21  117.93  3.000
 679  C23  C20  C19  124.77  3.000
 679  C21  C20  C19  117.29  3.000
 679  H21  C21  C20  118.70  3.000
 679  H21  C21  C16  119.25  3.000
 679  C20  C21  C16  122.04  3.000
 679  O25  C23  O24  128.07  3.000
 679  O25  C23  C20  115.34  3.000
 679  O24  C23  C20  116.56  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
 679  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 679  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 679  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 679  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 679  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 679  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 679  CONST_07  C19  C18  C17  C16    0.00   0.0  0
 679  CONST_08  C19  C20  C21  C16    0.00   0.0  0
 679  CONST_09  C20  C21  C16  C17    0.00   0.0  0
 679  CONST_10  C20  C19  C18  C17    0.00   0.0  0
 679  CONST_11  C21  C16  C17  C18    0.00   0.0  0
 679  CONST_12  C21  C20  C19  C18    0.00   0.0  0
 679  CONST_13  C8   C6   C1   C2   180.00   0.0  0
 679  CONST_14  C8   C6   C5   C4   180.00   0.0  0
 679  CONST_15  C11  N14  C10  C9     0.00   0.0  0
 679  CONST_16  CL7  C4   C3   C2   180.00   0.0  0
 679  CONST_17  CL7  C4   C5   C6   180.00   0.0  0
 679  CONST_18  C18  C17  C16  N15  180.00   0.0  0
 679  CONST_19  C20  C21  C16  N15  180.00   0.0  0
 679  CONST_20  C23  C20  C21  C16  180.00   0.0  0
 679  CONST_21  CL2  C19  C18  C17  180.00   0.0  0
 679  CONST_22  C23  C20  C19  C18  180.00   0.0  0
 679  CONST_23  CL2  C19  C20  C21  180.00   0.0  0
 679  CONST_28  O13  C10  N14  C11  180.00   0.0  0
 679  CONST_29  HC3  C3   C2   C1   180.00   0.0  0
 679  CONST_30  HC5  C5   C6   C1   180.00   0.0  0
 679  CONST_31  HC1  C1   C2   C3   180.00   0.0  0
 679  CONST_32  HC2  C2   C3   C4   180.00   0.0  0
 679  CONST_33  H18  C18  C17  C16  180.00   0.0  0
 679  CONST_34  H21  C21  C16  C17  180.00   0.0  0
 679  CONST_35  H17  C17  C18  C19  180.00   0.0  0
 679  CONST_36  H14  N14  C10  C9   180.00   0.0  0
 679  Var_01    C9   C8   C6   C1   136.27  30.0  2
 679  Var_02    O24  C23  C20  C19   40.82  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
 679  plan-1  C6   0.020
 679  plan-1  C8   0.020
 679  plan-1  C9   0.020
 679  plan-1  C10  0.020
 679  plan-1  C11  0.020
 679  plan-1  O12  0.020
 679  plan-1  O13  0.020
 679  plan-1  N14  0.020
 679  plan-1  N15  0.020
 679  plan-1  H14  0.020
 679  plan-2  C1   0.020
 679  plan-2  C2   0.020
 679  plan-2  C3   0.020
 679  plan-2  C4   0.020
 679  plan-2  C5   0.020
 679  plan-2  C6   0.020
 679  plan-2  CL7  0.020
 679  plan-2  C8   0.020
 679  plan-2  HC1  0.020
 679  plan-2  HC2  0.020
 679  plan-2  HC3  0.020
 679  plan-2  HC5  0.020
 679  plan-3  N15  0.020
 679  plan-3  C16  0.020
 679  plan-3  C17  0.020
 679  plan-3  C18  0.020
 679  plan-3  C19  0.020
 679  plan-3  C20  0.020
 679  plan-3  C21  0.020
 679  plan-3  CL2  0.020
 679  plan-3  C23  0.020
 679  plan-3  H17  0.020
 679  plan-3  H18  0.020
 679  plan-3  H21  0.020
 679  plan-4  C9   0.020
 679  plan-4  N15  0.020
 679  plan-4  C16  0.020
 679  plan-4  H15  0.020
 679  plan-5  C20  0.020
 679  plan-5  C23  0.020
 679  plan-5  O24  0.020
 679  plan-5  O25  0.020

