# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 11 00:44:17 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: 4-[(3-carboxypropanoyl)amino]benzene-1,2-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCC(=O)Nc1ccc(C(O)=O)c(c1)C(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
 K8Y  K8Y  '4-[(3-carboxypropanoyl)amino]benzene-1,2-dicarboxylic acid'  ligand  31  20  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_K8Y
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
 K8Y  C10  C  CR16  0  -0.335  -0.9843  -1.9333   0.1356
 K8Y  C13  C  C     0   0.535  -4.4897  -0.5331   0.0676
 K8Y  C17  C  C     0   0.457  -2.8583   1.8362  -0.5190
 K8Y  C20  C  CR16  0  -0.324  -0.8675   0.4353  -0.2750
 K8Y  C02  C  C     0   0.558   5.9785  -0.1840   0.0439
 K8Y  C04  C  CH2   0  -0.579   4.5766   0.2955   0.2998
 K8Y  C05  C  CH2   0  -0.595   3.5309  -0.5842  -0.3605
 K8Y  C06  C  C     0   0.574   2.1398  -0.0085  -0.2238
 K8Y  C09  C  CR6   0   0.405  -0.2168  -0.7878  -0.0950
 K8Y  C11  C  CR16  0  -0.248  -2.3587  -1.8608   0.1850
 K8Y  C12  C  CR6   0  -0.108  -3.0184  -0.6453   0.0033
 K8Y  C16  C  CR6   0   0.031  -2.2512   0.4959  -0.2297
 K8Y  N08  N  NH1   0  -0.754   1.1599  -0.9541  -0.1471
 K8Y  O01  O  OH1   0  -0.595   6.8719   0.5573   0.6887
 K8Y  O03  O  O     0  -0.443   6.2761  -1.1184  -0.6574
 K8Y  O07  O  O     0  -0.455   1.9231   1.1872  -0.2161
 K8Y  O14  O  OH1   0  -0.590  -5.0976  -1.6991   0.2140
 K8Y  O15  O  O     0  -0.441  -5.0781   0.5207  -0.0065
 K8Y  O18  O  OH1   0  -0.577  -2.9419   2.5821   0.5674
 K8Y  O19  O  O     0  -0.425  -3.1318   2.2046  -1.6309
 K8Y  H1   H  HCR6  0   0.286  -0.4954  -2.8885   0.2822
 K8Y  H2   H  HCR6  0   0.301  -0.3013   1.3337  -0.4603
 K8Y  H3   H  HCH2  0   0.292   4.4186   0.3401   1.3807
 K8Y  H4   H  HCH2  0   0.293   4.4995   1.3263  -0.0548
 K8Y  H5   H  HCH2  0   0.296   3.7294  -0.6694  -1.4334
 K8Y  H6   H  HCH2  0   0.276   3.5749  -1.5993   0.0380
 K8Y  H7   H  HCR6  0   0.279  -2.9180  -2.7663   0.3742
 K8Y  H8   H  HNH1  0   0.424   1.4735  -1.9130  -0.1074
 K8Y  H9   H  HOH1  0   0.481   7.7674   0.2361   0.5040
 K8Y  H10  H  HOH1  0   0.492  -6.0573  -1.5711   0.2544
 K8Y  H11  H  HOH1  0   0.489  -3.2992   3.4572   0.3476

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
 K8Y  O03  C02  double    1.206  0.020  1.206
 K8Y  O01  C02  single    1.328  0.020  1.328
 K8Y  O19  C17  double    1.203  0.020  1.203
 K8Y  C02  C04  single    1.504  0.020  1.504
 K8Y  O15  C13  double    1.209  0.020  1.209
 K8Y  C17  C16  single    1.500  0.020  1.500
 K8Y  C17  O18  single    1.321  0.020  1.321
 K8Y  O07  C06  double    1.215  0.020  1.215
 K8Y  C13  C12  single    1.477  0.020  1.477
 K8Y  C13  O14  single    1.323  0.020  1.323
 K8Y  C16  C12  aromatic  1.395  0.020  1.395
 K8Y  C16  C20  aromatic  1.386  0.020  1.386
 K8Y  C12  C11  aromatic  1.395  0.020  1.395
 K8Y  C04  C05  single    1.518  0.020  1.518
 K8Y  C20  C09  aromatic  1.397  0.020  1.397
 K8Y  C11  C10  aromatic  1.377  0.020  1.377
 K8Y  C06  N08  single    1.364  0.020  1.364
 K8Y  C06  C05  single    1.512  0.020  1.512
 K8Y  C09  C10  aromatic  1.398  0.020  1.398
 K8Y  C09  N08  single    1.388  0.020  1.388
 K8Y  C10  H1   single    0.930  0.020  1.080
 K8Y  C20  H2   single    0.930  0.020  1.080
 K8Y  C04  H3   single    0.970  0.020  1.090
 K8Y  C04  H4   single    0.970  0.020  1.090
 K8Y  C05  H5   single    0.970  0.020  1.090
 K8Y  C05  H6   single    0.970  0.020  1.090
 K8Y  C11  H7   single    0.930  0.020  1.080
 K8Y  N08  H8   single    0.860  0.020  1.020
 K8Y  O01  H9   single    0.850  0.020  0.980
 K8Y  O14  H10  single    0.850  0.020  0.980
 K8Y  O18  H11  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
 K8Y  H1   C10  C11  119.48  3.000
 K8Y  H1   C10  C09  119.81  3.000
 K8Y  C11  C10  C09  120.71  3.000
 K8Y  O15  C13  O14  123.45  3.000
 K8Y  O14  C13  C12  113.30  3.000
 K8Y  O15  C13  C12  123.25  3.000
 K8Y  O19  C17  O18  124.97  3.000
 K8Y  O18  C17  C16  111.83  3.000
 K8Y  O19  C17  C16  122.97  3.000
 K8Y  H2   C20  C16  119.58  3.000
 K8Y  H2   C20  C09  120.47  3.000
 K8Y  C16  C20  C09  119.95  3.000
 K8Y  O03  C02  O01  123.30  3.000
 K8Y  O01  C02  C04  111.51  3.000
 K8Y  O03  C02  C04  125.19  3.000
 K8Y  H4   C04  H3   105.79  3.000
 K8Y  H4   C04  C05  110.91  3.000
 K8Y  H3   C04  C05  110.75  3.000
 K8Y  H4   C04  C02  108.14  3.000
 K8Y  H3   C04  C02  108.42  3.000
 K8Y  C05  C04  C02  112.55  3.000
 K8Y  H6   C05  H5   106.15  3.000
 K8Y  H6   C05  C06  110.99  3.000
 K8Y  H5   C05  C06  106.57  3.000
 K8Y  H6   C05  C04  110.64  3.000
 K8Y  H5   C05  C04  110.29  3.000
 K8Y  C06  C05  C04  111.96  3.000
 K8Y  O07  C06  N08  123.62  3.000
 K8Y  N08  C06  C05  113.71  3.000
 K8Y  O07  C06  C05  122.64  3.000
 K8Y  N08  C09  C20  124.20  3.000
 K8Y  N08  C09  C10  116.92  3.000
 K8Y  C20  C09  C10  118.87  3.000
 K8Y  H7   C11  C12  120.54  3.000
 K8Y  H7   C11  C10  118.59  3.000
 K8Y  C12  C11  C10  120.87  3.000
 K8Y  C16  C12  C11  118.33  3.000
 K8Y  C11  C12  C13  122.12  3.000
 K8Y  C16  C12  C13  119.54  3.000
 K8Y  C12  C16  C20  121.26  3.000
 K8Y  C20  C16  C17  115.92  3.000
 K8Y  C12  C16  C17  122.74  3.000
 K8Y  H8   N08  C09  114.86  3.000
 K8Y  H8   N08  C06  115.95  3.000
 K8Y  C09  N08  C06  129.18  3.000
 K8Y  H9   O01  C02  110.13  3.000
 K8Y  H10  O14  C13  110.07  3.000
 K8Y  H11  O18  C17  110.26  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
 K8Y  CONST_01  C16  C12  C11  C10     0.00   0.0  0
 K8Y  CONST_02  C16  C20  C09  C10     0.00   0.0  0
 K8Y  CONST_03  C11  C12  C16  C20     0.00   0.0  0
 K8Y  CONST_04  C11  C10  C09  C20     0.00   0.0  0
 K8Y  CONST_05  C12  C16  C20  C09     0.00   0.0  0
 K8Y  CONST_06  C12  C11  C10  C09     0.00   0.0  0
 K8Y  CONST_07  C13  C12  C11  C10   180.00   0.0  0
 K8Y  CONST_08  C20  C16  C12  C13   180.00   0.0  0
 K8Y  CONST_09  C11  C12  C16  C17   180.00   0.0  0
 K8Y  CONST_10  C09  C20  C16  C17   180.00   0.0  0
 K8Y  CONST_11  N08  C09  C10  C11   180.00   0.0  0
 K8Y  CONST_12  N08  C09  C20  C16   180.00   0.0  0
 K8Y  CONST_13  H2   C20  C09  C10   180.00   0.0  0
 K8Y  CONST_14  H1   C10  C09  C20   180.00   0.0  0
 K8Y  CONST_15  H7   C11  C10  C09   180.00   0.0  0
 K8Y  CONST_16  C06  N08  C09  C10   180.00   0.0  0
 K8Y  CONST_17  C06  N08  C09  C20     0.00   0.0  0
 K8Y  CONST_18  H8   N08  C09  C10     0.00   0.0  0
 K8Y  CONST_19  C09  N08  C06  C05   180.00   0.0  0
 K8Y  CONST_20  O07  C06  N08  C09     0.00   0.0  0
 K8Y  CONST_21  H10  O14  C13  C12   180.00   0.0  0
 K8Y  CONST_22  H11  O18  C17  C16   180.00   0.0  0
 K8Y  CONST_23  H9   O01  C02  C04   180.00   0.0  0
 K8Y  Var_01    O19  C17  C16  C20    87.90  30.0  2
 K8Y  Var_02    O15  C13  C12  C11   175.40  30.0  2
 K8Y  Var_03    C06  C05  C04  C02  -173.74  30.0  3
 K8Y  Var_04    O07  C06  C05  C04    33.41  30.0  1
 K8Y  Var_05    O03  C02  C04  C05     3.56  30.0  3

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
 K8Y  plan-1  C10  0.020
 K8Y  plan-1  C13  0.020
 K8Y  plan-1  C17  0.020
 K8Y  plan-1  C20  0.020
 K8Y  plan-1  C09  0.020
 K8Y  plan-1  C11  0.020
 K8Y  plan-1  C12  0.020
 K8Y  plan-1  C16  0.020
 K8Y  plan-1  N08  0.020
 K8Y  plan-1  H1   0.020
 K8Y  plan-1  H2   0.020
 K8Y  plan-1  H7   0.020
 K8Y  plan-2  C05  0.020
 K8Y  plan-2  C06  0.020
 K8Y  plan-2  C09  0.020
 K8Y  plan-2  N08  0.020
 K8Y  plan-2  O07  0.020
 K8Y  plan-2  H8   0.020
 K8Y  plan-3  C13  0.020
 K8Y  plan-3  C12  0.020
 K8Y  plan-3  O14  0.020
 K8Y  plan-3  O15  0.020
 K8Y  plan-3  H10  0.020
 K8Y  plan-4  C17  0.020
 K8Y  plan-4  C16  0.020
 K8Y  plan-4  O18  0.020
 K8Y  plan-4  O19  0.020
 K8Y  plan-4  H11  0.020
 K8Y  plan-5  C02  0.020
 K8Y  plan-5  C04  0.020
 K8Y  plan-5  O01  0.020
 K8Y  plan-5  O03  0.020
 K8Y  plan-5  H9   0.020

