# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 18:33:18 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: 4-[(4-carboxybutanoyl)amino]benzene-1,2-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCCC(=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
 K8V  K8V  '4-[(4-carboxybutanoyl)amino]benzene-1,2-dicarboxylic acid'  ligand  31  21  .  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_K8V
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
 K8V  C10  C  CR6    0   0.357   0.7137  -0.9579   0.2244
 K8V  C13  C  CR6    0  -0.095   3.4931  -0.7216  -0.1224
 K8V  C17  C  CR6    0  -0.043   2.7408   0.3661   0.3278
 K8V  C21  C  CR16   0  -0.349   1.3659   0.2397   0.5111
 K8V  C02  C  C      0   0.412  -6.7266  -0.1453  -0.4640
 K8V  C04  C  CH2    0  -0.584  -5.5147  -0.7095   0.2987
 K8V  C05  C  CH2    0  -0.406  -4.1575  -0.1613  -0.1112
 K8V  C06  C  CH2    0  -0.587  -3.0338  -0.8169   0.6828
 K8V  C07  C  C      0   0.548  -1.6650  -0.2444   0.3834
 K8V  C11  C  CR16   0  -0.345   1.4624  -2.0398  -0.2344
 K8V  C12  C  CR16   0  -0.285   2.8306  -1.9127  -0.4052
 K8V  C14  C  C      0   0.362   5.0060  -0.6740  -0.2270
 K8V  C18  C  C      0   0.362   3.3570   1.7365   0.5579
 K8V  N09  N  NH1    0  -0.745  -0.6629  -1.1590   0.4157
 K8V  O01  O  O      0  -0.608  -6.5072   0.6225  -1.4210
 K8V  O03  O  OC    -1  -0.633  -7.8469  -0.5220  -0.0593
 K8V  O08  O  O      0  -0.479  -1.4882   0.9422   0.1648
 K8V  O15  O  OC    -1  -0.611   5.5175  -1.2449  -1.2114
 K8V  O16  O  O      0  -0.601   5.6058  -0.1102   0.7071
 K8V  O19  O  O      0  -0.607   3.9559   2.2311  -0.4139
 K8V  O20  O  OC    -1  -0.613   3.1489   2.2646   1.6672
 K8V  H1   H  HCR6   0   0.256   0.8097   1.0875   0.8811
 K8V  H2   H  HCH2   0   0.219  -5.6685  -0.5442   1.3712
 K8V  H3   H  HCH2   0   0.222  -5.5227  -1.7999   0.1794
 K8V  H4   H  HCH2   0   0.218  -3.9966  -0.3282  -1.1787
 K8V  H5   H  HCH2   0   0.218  -4.1300   0.9191   0.0396
 K8V  H6   H  HCH2   0   0.266  -3.2063  -0.6701   1.7557
 K8V  H7   H  HCH2   0   0.247  -3.0475  -1.8990   0.5264
 K8V  H8   H  HCR6   0   0.255   0.9727  -2.9806  -0.4592
 K8V  H9   H  HCR6   0   0.241   3.3939  -2.7675  -0.7591
 K8V  H10  H  HNH1   0   0.407  -0.9432  -2.1223   0.5137

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
 K8V  O01  C02  deloc     1.246  0.020  1.246
 K8V  O03  C02  deloc     1.249  0.020  1.249
 K8V  C02  C04  single    1.539  0.020  1.539
 K8V  C04  C05  single    1.520  0.020  1.520
 K8V  O19  C18  deloc     1.244  0.020  1.244
 K8V  C05  C06  single    1.524  0.020  1.524
 K8V  O16  C14  deloc     1.245  0.020  1.245
 K8V  O08  C07  double    1.219  0.020  1.219
 K8V  C18  C17  single    1.520  0.020  1.520
 K8V  C18  O20  deloc     1.246  0.020  1.246
 K8V  C17  C21  aromatic  1.393  0.020  1.393
 K8V  C17  C13  aromatic  1.397  0.020  1.397
 K8V  C14  C13  single    1.517  0.020  1.517
 K8V  C14  O15  deloc     1.248  0.020  1.248
 K8V  C07  C06  single    1.514  0.020  1.514
 K8V  C07  N09  single    1.357  0.020  1.357
 K8V  C21  C10  aromatic  1.393  0.020  1.393
 K8V  C13  C12  aromatic  1.392  0.020  1.392
 K8V  C10  N09  single    1.404  0.020  1.404
 K8V  C10  C11  aromatic  1.393  0.020  1.393
 K8V  C12  C11  aromatic  1.385  0.020  1.385
 K8V  C21  H1   single    0.930  0.020  1.080
 K8V  C04  H2   single    0.970  0.020  1.090
 K8V  C04  H3   single    0.970  0.020  1.090
 K8V  C05  H4   single    0.970  0.020  1.090
 K8V  C05  H5   single    0.970  0.020  1.090
 K8V  C06  H6   single    0.970  0.020  1.090
 K8V  C06  H7   single    0.970  0.020  1.090
 K8V  C11  H8   single    0.930  0.020  1.080
 K8V  C12  H9   single    0.930  0.020  1.080
 K8V  N09  H10  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
 K8V  N09  C10  C11  117.41  3.000
 K8V  C11  C10  C21  118.91  3.000
 K8V  N09  C10  C21  123.64  3.000
 K8V  C14  C13  C12  119.18  3.000
 K8V  C12  C13  C17  118.38  3.000
 K8V  C14  C13  C17  122.32  3.000
 K8V  C18  C17  C21  117.52  3.000
 K8V  C21  C17  C13  120.22  3.000
 K8V  C18  C17  C13  122.17  3.000
 K8V  H1   C21  C17  118.85  3.000
 K8V  H1   C21  C10  120.29  3.000
 K8V  C17  C21  C10  120.86  3.000
 K8V  O03  C02  O01  126.32  3.000
 K8V  O03  C02  C04  115.79  3.000
 K8V  O01  C02  C04  117.88  3.000
 K8V  H3   C04  H2   104.79  3.000
 K8V  H3   C04  C05  109.62  3.000
 K8V  H2   C04  C05  109.56  3.000
 K8V  H3   C04  C02  107.74  3.000
 K8V  H2   C04  C02  108.61  3.000
 K8V  C05  C04  C02  115.93  3.000
 K8V  H5   C05  H4   106.42  3.000
 K8V  H5   C05  C06  109.59  3.000
 K8V  H4   C05  C06  109.55  3.000
 K8V  H5   C05  C04  110.02  3.000
 K8V  H4   C05  C04  109.88  3.000
 K8V  C06  C05  C04  111.27  3.000
 K8V  H7   C06  H6   105.69  3.000
 K8V  H7   C06  C07  110.94  3.000
 K8V  H6   C06  C07  106.57  3.000
 K8V  H7   C06  C05  109.99  3.000
 K8V  H6   C06  C05  109.64  3.000
 K8V  C07  C06  C05  113.64  3.000
 K8V  O08  C07  N09  123.57  3.000
 K8V  N09  C07  C06  114.09  3.000
 K8V  O08  C07  C06  122.32  3.000
 K8V  H8   C11  C12  120.02  3.000
 K8V  H8   C11  C10  119.95  3.000
 K8V  C12  C11  C10  120.02  3.000
 K8V  H9   C12  C11  118.80  3.000
 K8V  H9   C12  C13  119.61  3.000
 K8V  C11  C12  C13  121.58  3.000
 K8V  O16  C14  O15  126.99  3.000
 K8V  O15  C14  C13  116.66  3.000
 K8V  O16  C14  C13  116.29  3.000
 K8V  O20  C18  O19  127.39  3.000
 K8V  O20  C18  C17  116.69  3.000
 K8V  O19  C18  C17  115.80  3.000
 K8V  H10  N09  C07  116.17  3.000
 K8V  H10  N09  C10  115.00  3.000
 K8V  C07  N09  C10  128.62  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
 K8V  CONST_01  C13  C17  C21  C10     0.00   0.0  0
 K8V  CONST_02  C13  C12  C11  C10     0.00   0.0  0
 K8V  CONST_03  C11  C10  C21  C17     0.00   0.0  0
 K8V  CONST_04  C11  C12  C13  C17     0.00   0.0  0
 K8V  CONST_05  C12  C13  C17  C21     0.00   0.0  0
 K8V  CONST_06  C12  C11  C10  C21     0.00   0.0  0
 K8V  CONST_07  C18  C17  C21  C10   180.00   0.0  0
 K8V  CONST_08  N09  C10  C21  C17   180.00   0.0  0
 K8V  CONST_09  C14  C13  C17  C21   180.00   0.0  0
 K8V  CONST_10  C14  C13  C12  C11   180.00   0.0  0
 K8V  CONST_11  C18  C17  C13  C12   180.00   0.0  0
 K8V  CONST_12  N09  C10  C11  C12   180.00   0.0  0
 K8V  CONST_13  H9   C12  C11  C10   180.00   0.0  0
 K8V  CONST_14  H1   C21  C17  C13   180.00   0.0  0
 K8V  CONST_15  H8   C11  C12  C13   180.00   0.0  0
 K8V  CONST_19  O08  C07  N09  C10     0.00   0.0  0
 K8V  CONST_20  C06  C07  N09  C10   180.00   0.0  0
 K8V  Var_01    O19  C18  C17  C13    55.36  30.0  3
 K8V  Var_02    O16  C14  C13  C17    41.01  30.0  2
 K8V  Var_03    C06  C05  C04  C02  -178.49  30.0  3
 K8V  Var_04    C07  C06  C05  C04  -176.14  30.0  3
 K8V  Var_05    O01  C02  C04  C05     5.78  30.0  2
 K8V  Var_06    O08  C07  C06  C05    36.86  30.0  1

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
 K8V  plan-1  C10  0.020
 K8V  plan-1  C13  0.020
 K8V  plan-1  C17  0.020
 K8V  plan-1  C21  0.020
 K8V  plan-1  C11  0.020
 K8V  plan-1  C12  0.020
 K8V  plan-1  C14  0.020
 K8V  plan-1  C18  0.020
 K8V  plan-1  N09  0.020
 K8V  plan-1  H1   0.020
 K8V  plan-1  H8   0.020
 K8V  plan-1  H9   0.020
 K8V  plan-2  C10  0.020
 K8V  plan-2  C06  0.020
 K8V  plan-2  C07  0.020
 K8V  plan-2  N09  0.020
 K8V  plan-2  O08  0.020
 K8V  plan-2  H10  0.020
 K8V  plan-3  C02  0.020
 K8V  plan-3  C04  0.020
 K8V  plan-3  O01  0.020
 K8V  plan-3  O03  0.020
 K8V  plan-4  C13  0.020
 K8V  plan-4  C14  0.020
 K8V  plan-4  O15  0.020
 K8V  plan-4  O16  0.020
 K8V  plan-5  C17  0.020
 K8V  plan-5  C18  0.020
 K8V  plan-5  O19  0.020
 K8V  plan-5  O20  0.020

