# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 21:11:39 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  28  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 GRAND
;

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  -0.273  -0.9969  -2.0267   0.0292
 K8Y  C13  C  C      0   0.360  -4.5564  -0.7161   0.1961
 K8Y  C17  C  C      0   0.332  -2.9262   1.8036  -0.1735
 K8Y  C20  C  CR16   0  -0.312  -0.8902   0.3675  -0.0854
 K8Y  C02  C  C      0   0.386   5.9954  -0.1800   0.1472
 K8Y  C04  C  CH2    0  -0.555   4.5412   0.3250   0.1580
 K8Y  C05  C  CH2    0  -0.596   3.5268  -0.6855  -0.3562
 K8Y  C06  C  C      0   0.530   2.1217  -0.1297  -0.4351
 K8Y  C09  C  CR6    0   0.273  -0.2354  -0.8598  -0.0468
 K8Y  C11  C  CR16   0  -0.290  -2.3788  -1.9523   0.0617
 K8Y  C12  C  CR6    0  -0.058  -3.0443  -0.7265   0.0397
 K8Y  C16  C  CR6    0  -0.014  -2.2806   0.4372  -0.0493
 K8Y  N08  N  NH1    0  -0.694   1.1612  -1.0027  -0.0371
 K8Y  O01  O  OC    -1  -0.831   6.8352   0.5266   0.7453
 K8Y  O03  O  O      0  -0.470   6.2331  -1.2394  -0.4673
 K8Y  O07  O  O      0  -0.437   1.8848   0.9870  -0.8670
 K8Y  O14  O  OC    -1  -0.631  -5.1901  -1.5205  -0.5161
 K8Y  O15  O  O      0  -0.536  -5.0196   0.0455   1.0603
 K8Y  O18  O  OC    -1  -0.707  -2.4691   2.6995   0.5662
 K8Y  O19  O  O      0  -0.646  -3.7990   1.9241  -1.0511
 K8Y  H1   H  HCR6   0   0.263  -0.5062  -2.9929   0.0645
 K8Y  H2   H  HCR6   0   0.247  -0.3211   1.2810  -0.1456
 K8Y  H3   H  HCH2   0   0.269   4.2822   0.6447   1.1713
 K8Y  H4   H  HCH2   0   0.251   4.4964   1.2295  -0.4564
 K8Y  H5   H  HCH2   0   0.299   3.8044  -1.0019  -1.3655
 K8Y  H6   H  HCH2   0   0.268   3.5453  -1.5847   0.2628
 K8Y  H7   H  HCR6   0   0.190  -2.9473  -2.8718   0.1237
 K8Y  H8   H  HNH1   0   0.384   1.4844  -1.9148   0.2476

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  deloc     1.248  0.020  1.248
 K8Y  O01  C02  deloc     1.250  0.020  1.250
 K8Y  O19  C17  deloc     1.244  0.020  1.244
 K8Y  C02  C04  single    1.539  0.020  1.539
 K8Y  O15  C13  deloc     1.242  0.020  1.242
 K8Y  C17  C16  single    1.516  0.020  1.516
 K8Y  C17  O18  deloc     1.248  0.020  1.248
 K8Y  O07  C06  double    1.221  0.020  1.221
 K8Y  C13  C12  single    1.520  0.020  1.520
 K8Y  C13  O14  deloc     1.247  0.020  1.247
 K8Y  C16  C12  aromatic  1.395  0.020  1.395
 K8Y  C16  C20  aromatic  1.393  0.020  1.393
 K8Y  C12  C11  aromatic  1.395  0.020  1.395
 K8Y  C04  C05  single    1.521  0.020  1.521
 K8Y  C20  C09  aromatic  1.392  0.020  1.392
 K8Y  C11  C10  aromatic  1.384  0.020  1.384
 K8Y  C06  N08  single    1.358  0.020  1.358
 K8Y  C06  C05  single    1.513  0.020  1.513
 K8Y  C09  C10  aromatic  1.395  0.020  1.395
 K8Y  C09  N08  single    1.404  0.020  1.404
 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

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  119.93  3.000
 K8Y  H1   C10  C09  120.00  3.000
 K8Y  C11  C10  C09  120.07  3.000
 K8Y  O15  C13  O14  127.12  3.000
 K8Y  O14  C13  C12  116.24  3.000
 K8Y  O15  C13  C12  116.55  3.000
 K8Y  O19  C17  O18  127.27  3.000
 K8Y  O18  C17  C16  116.25  3.000
 K8Y  O19  C17  C16  116.35  3.000
 K8Y  H2   C20  C16  119.09  3.000
 K8Y  H2   C20  C09  120.03  3.000
 K8Y  C16  C20  C09  120.87  3.000
 K8Y  O03  C02  O01  126.00  3.000
 K8Y  O01  C02  C04  116.48  3.000
 K8Y  O03  C02  C04  117.51  3.000
 K8Y  H4   C04  H3   105.60  3.000
 K8Y  H4   C04  C05  109.39  3.000
 K8Y  H3   C04  C05  110.45  3.000
 K8Y  H4   C04  C02  107.81  3.000
 K8Y  H3   C04  C02  109.03  3.000
 K8Y  C05  C04  C02  114.18  3.000
 K8Y  H6   C05  H5   106.30  3.000
 K8Y  H6   C05  C06  110.35  3.000
 K8Y  H5   C05  C06  107.09  3.000
 K8Y  H6   C05  C04  110.13  3.000
 K8Y  H5   C05  C04  109.56  3.000
 K8Y  C06  C05  C04  113.13  3.000
 K8Y  O07  C06  N08  123.70  3.000
 K8Y  N08  C06  C05  113.92  3.000
 K8Y  O07  C06  C05  122.33  3.000
 K8Y  N08  C09  C20  123.92  3.000
 K8Y  N08  C09  C10  117.22  3.000
 K8Y  C20  C09  C10  118.83  3.000
 K8Y  H7   C11  C12  119.77  3.000
 K8Y  H7   C11  C10  118.68  3.000
 K8Y  C12  C11  C10  121.54  3.000
 K8Y  C16  C12  C11  118.23  3.000
 K8Y  C11  C12  C13  118.61  3.000
 K8Y  C16  C12  C13  123.06  3.000
 K8Y  C12  C16  C20  120.44  3.000
 K8Y  C20  C16  C17  117.90  3.000
 K8Y  C12  C16  C17  121.60  3.000
 K8Y  H8   N08  C09  114.37  3.000
 K8Y  H8   N08  C06  115.95  3.000
 K8Y  C09  N08  C06  129.52  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_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  Var_01    O19  C17  C16  C20   127.27  30.0  2
 K8Y  Var_02    O15  C13  C12  C11   128.80  30.0  2
 K8Y  Var_03    C06  C05  C04  C02  -175.59  30.0  3
 K8Y  Var_04    O07  C06  C05  C04    42.95  30.0  1
 K8Y  Var_05    O03  C02  C04  C05    11.55  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
 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-4  C17  0.020
 K8Y  plan-4  C16  0.020
 K8Y  plan-4  O18  0.020
 K8Y  plan-4  O19  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

